#------------------------------------------------------------------------------
#$Date: 2025-08-21 23:13:44 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301852 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/01/7060175.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7060175
loop_
_publ_author_name
'Li, Shasha'
'Zeng, Gongruixue'
'Xing, Xiaoqi'
'Yang, Zhiheng'
'Ma, Feiyun'
'Li, Boxia'
'Cheng, Weiyan'
'Zhang, Jiankang'
'He, Ruoyu'
_publ_section_title
;
 Synthesis of C3-alkenylated 2,3,4-trisubstituted pyrrole derivatives
 through cyclization of methylene isocyanides and ene--yne--ketones
;
_journal_issue                   4
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1834
_journal_page_last               1837
_journal_paper_doi               10.1039/D0NJ05253A
_journal_volume                  45
_journal_year                    2021
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C18 H19 N O4'
_chemical_formula_sum            'C18 H19 N O4'
_chemical_formula_weight         313.34
_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_Hall           'P -2yc'
_space_group_name_H-M_alt        'P 1 c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2020-05-11
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-10-06 deposited with the CCDC.	2020-12-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.492(5)
_cell_angle_gamma                90
_cell_formula_units_Z            12
_cell_length_a                   12.8475(15)
_cell_length_b                   13.2526(18)
_cell_length_c                   29.650(4)
_cell_measurement_reflns_used    9913
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      26.40
_cell_measurement_theta_min      2.45
_cell_volume                     4928.8(11)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      170.0
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'zju Bruker D8 Venture Ims3.0'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0598
_diffrn_reflns_av_unetI/netI     0.0880
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            34556
_diffrn_reflns_point_group_measured_fraction_full 0.951
_diffrn_reflns_point_group_measured_fraction_max 0.935
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.430
_diffrn_reflns_theta_min         2.236
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6462
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1348 before and 0.0640 after correction.
The Ratio of minimum to maximum transmission is 0.8669.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_description       block
_exptl_crystal_F_000             1992
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.324
_refine_diff_density_min         -0.422
_refine_diff_density_rms         0.092
_refine_ls_abs_structure_details
;
 Flack x determined using 4831 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.1(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1266
_refine_ls_number_reflns         18954
_refine_ls_number_restraints     35
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0990
_refine_ls_R_factor_gt           0.0663
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0726P)²+3.1497P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1595
_refine_ls_wR_factor_ref         0.1870
_reflns_Friedel_coverage         0.884
_reflns_Friedel_fraction_full    0.908
_reflns_Friedel_fraction_max     0.878
_reflns_number_gt                13233
_reflns_number_total             18954
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj05253a2.cif
_cod_data_source_block           200506_zjk_1_e_0m
_cod_depositor_comments
'Adding full bibliography for 7060174--7060175.cif.'
_cod_database_code               7060175
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.980
_shelx_estimated_absorpt_t_min   0.968
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 O6, C24, C25
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
C43 \\sim C43A: within 1.7A with sigma of 0.01 and sigma for terminal atoms of
0.02
C41 \\sim O10 \\sim C42: within 1.7A with sigma of 0.01 and sigma for terminal
atoms of 0.02
O6 \\sim C24 \\sim C25: within 1.7A with sigma of 0.01 and sigma for terminal
atoms of 0.02
4. Others
 Sof(H42C)=Sof(H42D)=Sof(C43A)=Sof(H43D)=Sof(H43E)=Sof(H43F)=1-FVAR(1)
 Sof(H42A)=Sof(H42B)=Sof(C43)=Sof(H43A)=Sof(H43B)=Sof(H43C)=FVAR(1)
5.a Riding coordinates:
 N2(H2)
5.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C17(H17A,H17B), C24(H24A,H24B), C35(H35A,H35B), C42(H42A,H42B),
 C42(H42C,H42D), C53(H53A,H53B), C60(H60A,H60B), C71(H71A,H71B), C78(H78A,H78B),
  C89(H89A,H89B), C96(H96A,H96B), C107(H10A,H10B)
5.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C1(H1A), C8(H8), C9(H9), C11(H11), C12(H12), C13(H13), C14(H14),
 C15(H15), C22(H22), C26(H26), C27(H27), C29(H29), C30(H30), C31(H31), C32(H32),
  C33(H33), N3(H3), C40(H40), C44(H44), C45(H45), C47(H47), C48(H48), C49(H49),
 C50(H50), C51(H51), N4(H4), C58(H58), C62(H62), C63(H63), C65(H65), C66(H66),
 C67(H67), C68(H68), C69(H69), N5(H5), C76(H76), C80(H80), C81(H81), C83(H83),
 C84(H84), C85(H85), C86(H86), C87(H87), N6(H6), C94(H94), C98(H98), C99(H99),
 C101(H101), C102(H102), C103(H103), C104(H104), C105(H105)
5.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C18(H18A,H18B,H18C), C25(H25A,H25B,H25C), C36(H36A,H36B,
 H36C), C54(H54A,H54B,H54C), C43(H43A,H43B,H43C), C43A(H43D,H43E,H43F),
 C61(H61A,H61B,H61C), C72(H72A,H72B,H72C), C79(H79A,H79B,H79C), C90(H90A,H90B,
 H90C), C97(H97A,H97B,H97C), C108(H10C,H10D,H10E)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 1.1426(4) 0.6002(4) 0.7051(2) 0.0522(14) Uani 1 1 d . . . . .
O2 O 1.1775(4) 0.7642(4) 0.7180(2) 0.0492(13) Uani 1 1 d . . . . .
O3 O 0.7356(5) 0.9360(4) 0.6666(2) 0.0598(17) Uani 1 1 d . . . . .
O4 O 0.6448(4) 0.7925(4) 0.6482(2) 0.0474(13) Uani 1 1 d . . . . .
N1 N 0.9288(5) 0.6376(4) 0.6794(2) 0.0374(13) Uani 1 1 d . . . . .
H1 H 0.946885 0.573591 0.678895 0.045 Uiso 1 1 calc R . . . .
C0AA C 0.7362(6) 0.8443(5) 0.6628(3) 0.0405(17) Uani 1 1 d . . . . .
C1 C 0.8294(6) 0.6720(5) 0.6678(2) 0.0382(16) Uani 1 1 d . . . . .
H1A H 0.767614 0.631738 0.657776 0.046 Uiso 1 1 calc R . . . .
C2 C 0.8302(6) 0.7791(5) 0.6729(3) 0.0362(16) Uani 1 1 d . . . . .
C3 C 0.9399(6) 0.8059(5) 0.6882(3) 0.0409(18) Uani 1 1 d . . . . .
C4 C 0.9996(5) 0.7157(4) 0.6922(2) 0.0339(15) Uani 1 1 d . . . . .
C6 C 0.5445(6) 0.8482(6) 0.6383(4) 0.057(2) Uani 1 1 d . . . . .
H6A H 0.542408 0.895173 0.612218 0.068 Uiso 1 1 calc R . . . .
H6B H 0.536251 0.887644 0.665709 0.068 Uiso 1 1 calc R . . . .
C7 C 0.4569(7) 0.7708(6) 0.6262(4) 0.070(3) Uani 1 1 d . . . . .
H7A H 0.465177 0.733309 0.598703 0.105 Uiso 1 1 calc GR . . . .
H7B H 0.387509 0.804847 0.619905 0.105 Uiso 1 1 calc GR . . . .
H7C H 0.460928 0.723918 0.652085 0.105 Uiso 1 1 calc GR . . . .
C8 C 0.9786(6) 0.9087(5) 0.7012(3) 0.0444(19) Uani 1 1 d . . . . .
H8 H 0.948663 0.939757 0.724364 0.053 Uiso 1 1 calc R . . . .
C9 C 1.0490(6) 0.9647(5) 0.6856(3) 0.0431(18) Uani 1 1 d . . . . .
H9 H 1.066982 1.026979 0.701226 0.052 Uiso 1 1 calc R . . . .
C10 C 1.1036(5) 0.9440(5) 0.6472(3) 0.0358(15) Uani 1 1 d . . . . .
C11 C 1.0620(6) 0.8797(5) 0.6105(3) 0.0365(15) Uani 1 1 d . . . . .
H11 H 0.998362 0.843244 0.610524 0.044 Uiso 1 1 calc R . . . .
C12 C 1.1121(6) 0.8683(6) 0.5740(3) 0.0417(17) Uani 1 1 d . . . . .
H12 H 1.081039 0.826149 0.548790 0.050 Uiso 1 1 calc R . . . .
C13 C 1.2066(6) 0.9175(6) 0.5738(3) 0.0445(18) Uani 1 1 d . . . . .
H13 H 1.241343 0.908092 0.548918 0.053 Uiso 1 1 calc R . . . .
C14 C 1.2501(6) 0.9798(6) 0.6098(3) 0.051(2) Uani 1 1 d . . . . .
H14 H 1.315101 1.014072 0.609903 0.061 Uiso 1 1 calc R . . . .
C15 C 1.1986(6) 0.9930(6) 0.6465(3) 0.0479(19) Uani 1 1 d . . . . .
H15 H 1.229298 1.036358 0.671392 0.058 Uiso 1 1 calc R . . . .
C16 C 1.1130(6) 0.6869(6) 0.7061(3) 0.0463(19) Uani 1 1 d . . . . .
C17 C 1.2918(6) 0.7371(6) 0.7275(3) 0.054(2) Uani 1 1 d . . . . .
H17A H 1.312606 0.713356 0.699063 0.065 Uiso 1 1 calc R . . . .
H17B H 1.307753 0.683417 0.751212 0.065 Uiso 1 1 calc R . . . .
C18 C 1.3492(6) 0.8326(7) 0.7447(3) 0.062(2) Uani 1 1 d . . . . .
H18A H 1.332489 0.884610 0.720720 0.093 Uiso 1 1 calc GR . . . .
H18B H 1.426172 0.820164 0.752144 0.093 Uiso 1 1 calc GR . . . .
H18C H 1.326370 0.855528 0.772468 0.093 Uiso 1 1 calc GR . . . .
O5 O 0.4882(5) 0.1110(4) 0.6164(2) 0.0661(18) Uani 1 1 d . . . . .
O6 O 0.4606(4) 0.2776(5) 0.6016(2) 0.0660(18) Uani 1 1 d . U . . .
O7 O 0.8962(4) 0.4336(3) 0.6591(2) 0.0501(14) Uani 1 1 d . . . . .
O8 O 0.9874(4) 0.2907(4) 0.6826(2) 0.0484(13) Uani 1 1 d . . . . .
N2 N 0.7063(5) 0.1397(4) 0.6471(2) 0.0423(15) Uani 1 1 d . . . . .
H2 H 0.687144 0.100374 0.667756 0.051 Uiso 1 1 d R . . . .
C19 C 0.6349(6) 0.2199(5) 0.6327(2) 0.0382(16) Uani 1 1 d . . . . .
C20 C 0.6951(5) 0.3079(5) 0.6367(2) 0.0325(14) Uani 1 1 d . . . . .
C21 C 0.8040(6) 0.2764(5) 0.6538(2) 0.0362(15) Uani 1 1 d . . . . .
C22 C 0.8079(6) 0.1748(5) 0.6595(2) 0.0401(16) Uani 1 1 d . . . . .
H22 H 0.870122 0.135381 0.670207 0.048 Uiso 1 1 calc R . . . .
C23 C 0.5225(7) 0.1962(7) 0.6164(3) 0.056(2) Uani 1 1 d . . . . .
C24 C 0.3459(6) 0.2648(8) 0.5820(4) 0.084(3) Uani 1 1 d . U . . .
H24A H 0.325715 0.306403 0.553764 0.101 Uiso 1 1 calc R . . . .
H24B H 0.331822 0.193328 0.573030 0.101 Uiso 1 1 calc R . . . .
C25 C 0.2832(6) 0.2916(8) 0.6123(4) 0.086(3) Uani 1 1 d . U . . .
H25A H 0.207885 0.285489 0.596893 0.129 Uiso 1 1 calc GR . . . .
H25B H 0.298575 0.361596 0.622247 0.129 Uiso 1 1 calc GR . . . .
H25C H 0.298527 0.246994 0.639252 0.129 Uiso 1 1 calc GR . . . .
C26 C 0.6572(6) 0.4102(5) 0.6230(3) 0.0407(16) Uani 1 1 d . . . . .
H26 H 0.684114 0.439949 0.598645 0.049 Uiso 1 1 calc R . . . .
C27 C 0.5883(5) 0.4673(5) 0.6407(3) 0.0379(16) Uani 1 1 d . . . . .
H27 H 0.568623 0.529777 0.625607 0.045 Uiso 1 1 calc R . . . .
C28 C 0.5401(5) 0.4456(5) 0.6802(2) 0.0337(15) Uani 1 1 d . . . . .
C29 C 0.5895(6) 0.3867(5) 0.7175(3) 0.0369(15) Uani 1 1 d . . . . .
H29 H 0.656924 0.357228 0.717488 0.044 Uiso 1 1 calc R . . . .
C30 C 0.5424(7) 0.3700(6) 0.7546(3) 0.050(2) Uani 1 1 d . . . . .
H30 H 0.576430 0.327606 0.779258 0.060 Uiso 1 1 calc R . . . .
C31 C 0.4453(7) 0.4151(6) 0.7561(3) 0.052(2) Uani 1 1 d . . . . .
H31 H 0.413855 0.404925 0.781915 0.063 Uiso 1 1 calc R . . . .
C32 C 0.3948(6) 0.4750(6) 0.7195(3) 0.050(2) Uani 1 1 d . . . . .
H32 H 0.327656 0.504493 0.720032 0.060 Uiso 1 1 calc R . . . .
C33 C 0.4414(5) 0.4921(5) 0.6822(3) 0.0384(16) Uani 1 1 d . . . . .
H33 H 0.407347 0.535189 0.657877 0.046 Uiso 1 1 calc R . . . .
C34 C 0.8984(6) 0.3426(5) 0.6653(2) 0.0352(15) Uani 1 1 d . . . . .
C35 C 1.0876(7) 0.3470(6) 0.6955(4) 0.062(3) Uani 1 1 d . . . . .
H35A H 1.103441 0.382141 0.668271 0.074 Uiso 1 1 calc R . . . .
H35B H 1.083408 0.397706 0.719550 0.074 Uiso 1 1 calc R . . . .
C36 C 1.1695(7) 0.2720(7) 0.7131(4) 0.072(3) Uani 1 1 d . . . . .
H36A H 1.174067 0.223704 0.688532 0.108 Uiso 1 1 calc GR . . . .
H36B H 1.151038 0.236101 0.739172 0.108 Uiso 1 1 calc GR . . . .
H36C H 1.238453 0.305716 0.723334 0.108 Uiso 1 1 calc GR . . . .
O9 O 0.8024(5) 0.3527(5) 0.5332(2) 0.0646(18) Uani 1 1 d . . . . .
O10 O 0.8288(4) 0.1868(5) 0.5486(2) 0.0636(18) Uani 1 1 d . U . . .
O11 O 0.3967(4) 0.0238(3) 0.4967(2) 0.0465(13) Uani 1 1 d . . . . .
O12 O 0.3104(4) 0.1657(4) 0.4714(2) 0.0468(13) Uani 1 1 d . . . . .
N3 N 0.5912(5) 0.3148(4) 0.5034(2) 0.0428(15) Uani 1 1 d . . . . .
H3 H 0.610129 0.378550 0.503206 0.051 Uiso 1 1 calc R . . . .
C37 C 0.6591(5) 0.2386(5) 0.5169(2) 0.0315(15) Uani 1 1 d . . . . .
C38 C 0.5986(5) 0.1489(5) 0.5136(2) 0.0301(14) Uani 1 1 d . . . . .
C39 C 0.4924(5) 0.1786(5) 0.4967(2) 0.0343(15) Uani 1 1 d . . . . .
C40 C 0.4911(5) 0.2815(5) 0.4903(3) 0.0370(15) Uani 1 1 d . . . . .
H40 H 0.429944 0.321709 0.478687 0.044 Uiso 1 1 calc R . . . .
C41 C 0.7710(6) 0.2647(6) 0.5338(3) 0.048(2) Uani 1 1 d . U . . .
C42 C 0.9427(6) 0.2134(8) 0.5613(4) 0.088(3) Uani 1 1 d . U . . .
H42A H 0.965318 0.244404 0.534611 0.105 Uiso 0.634(14) 1 calc R . P A 1
H42B H 0.955241 0.262637 0.587023 0.105 Uiso 0.634(14) 1 calc R . P A 1
H42C H 0.947978 0.287880 0.561085 0.105 Uiso 0.366(14) 1 calc R . P A 2
H42D H 0.970048 0.191167 0.593593 0.105 Uiso 0.366(14) 1 calc R . P A 2
C44 C 0.6345(5) 0.0466(5) 0.5269(2) 0.0362(15) Uani 1 1 d . . . . .
H44 H 0.599750 0.015463 0.548436 0.043 Uiso 1 1 calc R . . . .
C45 C 0.7071(5) -0.0094(5) 0.5139(2) 0.0339(15) Uani 1 1 d . . . . .
H45 H 0.723213 -0.071062 0.530206 0.041 Uiso 1 1 calc R . . . .
C46 C 0.7681(5) 0.0097(5) 0.4772(2) 0.0329(14) Uani 1 1 d . . . . .
C47 C 0.8621(5) -0.0398(5) 0.4795(3) 0.0388(16) Uani 1 1 d . . . . .
H47 H 0.886924 -0.085047 0.504322 0.047 Uiso 1 1 calc R . . . .
C48 C 0.9231(6) -0.0257(5) 0.4461(3) 0.0434(18) Uani 1 1 d . . . . .
H48 H 0.988580 -0.060708 0.448468 0.052 Uiso 1 1 calc R . . . .
C49 C 0.8869(7) 0.0401(6) 0.4093(3) 0.0436(18) Uani 1 1 d . . . . .
H49 H 0.926719 0.050079 0.386167 0.052 Uiso 1 1 calc R . . . .
C50 C 0.7912(6) 0.0908(6) 0.4074(3) 0.0405(17) Uani 1 1 d . . . . .
H50 H 0.765728 0.135727 0.382494 0.049 Uiso 1 1 calc R . . . .
C51 C 0.7326(6) 0.0773(6) 0.4407(3) 0.0386(16) Uani 1 1 d . . . . .
H51 H 0.668155 0.113719 0.439033 0.046 Uiso 1 1 calc R . . . .
C52 C 0.3971(6) 0.1128(5) 0.4882(3) 0.0351(15) Uani 1 1 d . . . . .
C53 C 0.2110(6) 0.1138(5) 0.4650(3) 0.050(2) Uani 1 1 d . . . . .
H53A H 0.206237 0.075150 0.493076 0.060 Uiso 1 1 calc R . . . .
H53B H 0.202259 0.066655 0.438563 0.060 Uiso 1 1 calc R . . . .
C54 C 0.1273(6) 0.1952(6) 0.4557(4) 0.069(3) Uani 1 1 d . . . . .
H54A H 0.132655 0.231990 0.427644 0.103 Uiso 1 1 calc GR . . . .
H54B H 0.138340 0.242021 0.481910 0.103 Uiso 1 1 calc GR . . . .
H54C H 0.056422 0.164571 0.451564 0.103 Uiso 1 1 calc GR . . . .
C43 C 0.9979(7) 0.1309(8) 0.5740(4) 0.044(3) Uani 0.634(14) 1 d . U P A 1
H43A H 0.965835 0.093505 0.596078 0.067 Uiso 0.634(14) 1 calc GR . P A 1
H43B H 1.071472 0.148831 0.588528 0.067 Uiso 0.634(14) 1 calc GR . P A 1
H43C H 0.997471 0.088689 0.546799 0.067 Uiso 0.634(14) 1 calc GR . P A 1
C43A C 1.0068(11) 0.1781(12) 0.5366(5) 0.031(4) Uani 0.366(14) 1 d . U P A 2
H43D H 0.979824 0.113237 0.523133 0.046 Uiso 0.366(14) 1 calc GR . P A 2
H43E H 1.077968 0.168662 0.556324 0.046 Uiso 0.366(14) 1 calc GR . P A 2
H43F H 1.011059 0.225944 0.511888 0.046 Uiso 0.366(14) 1 calc GR . P A 2
O13 O 0.1649(4) 0.8424(4) 0.4567(2) 0.0496(14) Uani 1 1 d . . . . .
O14 O 0.1409(4) 0.6776(4) 0.43950(19) 0.0477(13) Uani 1 1 d . . . . .
O15 O 0.5712(5) 0.5261(4) 0.4956(2) 0.0553(16) Uani 1 1 d . . . . .
O16 O 0.6559(4) 0.6690(4) 0.5234(2) 0.0462(14) Uani 1 1 d . . . . .
N4 N 0.3798(4) 0.8144(4) 0.4893(2) 0.0366(14) Uani 1 1 d . . . . .
H4 H 0.360144 0.877714 0.490737 0.044 Uiso 1 1 calc R . . . .
C55 C 0.3106(7) 0.7346(5) 0.4733(3) 0.0413(17) Uani 1 1 d . . . . .
C56 C 0.3698(5) 0.6473(5) 0.4774(2) 0.0355(16) Uani 1 1 d . . . . .
C57 C 0.4775(6) 0.6778(5) 0.4953(3) 0.0393(17) Uani 1 1 d . . . . .
C58 C 0.4763(6) 0.7823(5) 0.5016(3) 0.0425(18) Uani 1 1 d . . . . .
H58 H 0.536978 0.823039 0.513230 0.051 Uiso 1 1 calc R . . . .
C59 C 0.2019(6) 0.7564(5) 0.4569(2) 0.0370(16) Uani 1 1 d . . . . .
C60 C 0.0306(6) 0.6904(7) 0.4201(3) 0.055(2) Uani 1 1 d . . . . .
H60A H 0.006897 0.638133 0.396226 0.067 Uiso 1 1 calc R . . . .
H60B H 0.018801 0.757288 0.404953 0.067 Uiso 1 1 calc R . . . .
C61 C -0.0332(7) 0.6827(8) 0.4560(3) 0.066(3) Uani 1 1 d . . . . .
H61A H -0.108922 0.691226 0.441721 0.099 Uiso 1 1 calc GR . . . .
H61B H -0.010934 0.735528 0.479237 0.099 Uiso 1 1 calc GR . . . .
H61C H -0.021945 0.616358 0.470836 0.099 Uiso 1 1 calc GR . . . .
C62 C 0.3347(5) 0.5430(5) 0.4633(3) 0.0363(15) Uani 1 1 d . . . . .
H62 H 0.364577 0.513013 0.439946 0.044 Uiso 1 1 calc R . . . .
C63 C 0.2650(5) 0.4867(5) 0.4803(3) 0.0373(16) Uani 1 1 d . . . . .
H63 H 0.250057 0.422337 0.466341 0.045 Uiso 1 1 calc R . . . .
C64 C 0.2093(5) 0.5094(5) 0.5167(2) 0.0322(14) Uani 1 1 d . . . . .
C65 C 0.2504(5) 0.5704(5) 0.5552(3) 0.0378(16) Uani 1 1 d . . . . .
H65 H 0.318334 0.600922 0.557843 0.045 Uiso 1 1 calc R . . . .
C66 C 0.1940(7) 0.5869(6) 0.5892(3) 0.051(2) Uani 1 1 d . . . . .
H66 H 0.222708 0.629367 0.614695 0.061 Uiso 1 1 calc R . . . .
C67 C 0.0973(6) 0.5423(7) 0.5864(3) 0.0472(19) Uani 1 1 d . . . . .
H67 H 0.058306 0.555008 0.609589 0.057 Uiso 1 1 calc R . . . .
C68 C 0.0560(6) 0.4798(6) 0.5507(4) 0.054(2) Uani 1 1 d . . . . .
H68 H -0.010975 0.448249 0.549407 0.065 Uiso 1 1 calc R . . . .
C69 C 0.1109(5) 0.4617(5) 0.5160(3) 0.0411(16) Uani 1 1 d . . . . .
H69 H 0.081970 0.416715 0.491513 0.049 Uiso 1 1 calc R . . . .
C70 C 0.5693(6) 0.6160(5) 0.5043(3) 0.0406(17) Uani 1 1 d . . . . .
C71 C 0.7566(7) 0.6157(6) 0.5324(4) 0.058(2) Uani 1 1 d . . . . .
H71A H 0.768903 0.583336 0.503965 0.070 Uiso 1 1 calc R . . . .
H71B H 0.758294 0.563280 0.556359 0.070 Uiso 1 1 calc R . . . .
C72 C 0.8366(7) 0.6935(6) 0.5486(3) 0.055(2) Uani 1 1 d . . . . .
H72A H 0.837241 0.741849 0.523663 0.082 Uiso 1 1 calc GR . . . .
H72B H 0.906991 0.662077 0.557970 0.082 Uiso 1 1 calc GR . . . .
H72C H 0.819158 0.728833 0.575080 0.082 Uiso 1 1 calc GR . . . .
O17 O 0.5038(4) 0.6341(4) 0.3791(2) 0.0494(14) Uani 1 1 d . . . . .
O18 O 0.5264(4) 0.8003(4) 0.39771(18) 0.0476(13) Uani 1 1 d . . . . .
O19 O 0.0969(4) 0.9529(4) 0.3383(2) 0.0565(16) Uani 1 1 d . . . . .
O20 O 0.0092(4) 0.8090(4) 0.31232(19) 0.0429(12) Uani 1 1 d . . . . .
N5 N 0.2900(4) 0.6614(4) 0.3494(2) 0.0345(13) Uani 1 1 d . . . . .
H5 H 0.310324 0.598022 0.349056 0.041 Uiso 1 1 calc R . . . .
C73 C 0.3567(5) 0.7424(5) 0.3634(3) 0.0366(16) Uani 1 1 d . . . . .
C74 C 0.2986(6) 0.8290(5) 0.3600(2) 0.0354(15) Uani 1 1 d . . . . .
C75 C 0.1904(5) 0.7973(5) 0.3424(2) 0.0333(14) Uani 1 1 d . . . . .
C76 C 0.1896(5) 0.6945(5) 0.3366(2) 0.0356(15) Uani 1 1 d . . . . .
H76 H 0.128411 0.654007 0.325371 0.043 Uiso 1 1 calc R . . . .
C77 C 0.4710(5) 0.7177(5) 0.3806(2) 0.0341(15) Uani 1 1 d . . . . .
C78 C 0.6394(6) 0.7856(6) 0.4146(2) 0.0493(19) Uani 1 1 d . . . . .
H78A H 0.652529 0.717514 0.428340 0.059 Uiso 1 1 calc R . . . .
H78B H 0.666778 0.835879 0.438954 0.059 Uiso 1 1 calc R . . . .
C79 C 0.6975(6) 0.7965(7) 0.3762(3) 0.054(2) Uani 1 1 d . . . . .
H79A H 0.680684 0.739054 0.355113 0.082 Uiso 1 1 calc GR . . . .
H79B H 0.774424 0.798476 0.389101 0.082 Uiso 1 1 calc GR . . . .
H79C H 0.675362 0.859241 0.359340 0.082 Uiso 1 1 calc GR . . . .
C80 C 0.3352(6) 0.9319(5) 0.3727(3) 0.0382(16) Uani 1 1 d . . . . .
H80 H 0.308035 0.961720 0.396950 0.046 Uiso 1 1 calc R . . . .
C81 C 0.4019(5) 0.9896(5) 0.3548(2) 0.0375(16) Uani 1 1 d . . . . .
H81 H 0.418946 1.053383 0.369193 0.045 Uiso 1 1 calc R . . . .
C82 C 0.4527(5) 0.9668(5) 0.3154(2) 0.0366(15) Uani 1 1 d . . . . .
C83 C 0.4029(6) 0.9064(5) 0.2787(3) 0.0405(16) Uani 1 1 d . . . . .
H83 H 0.336156 0.875958 0.278993 0.049 Uiso 1 1 calc R . . . .
C84 C 0.4507(7) 0.8906(6) 0.2417(3) 0.049(2) Uani 1 1 d . . . . .
H84 H 0.416615 0.849669 0.216528 0.059 Uiso 1 1 calc R . . . .
C85 C 0.5506(7) 0.9355(7) 0.2415(3) 0.057(2) Uani 1 1 d . . . . .
H85 H 0.583354 0.924813 0.216038 0.069 Uiso 1 1 calc R . . . .
C86 C 0.6008(6) 0.9952(7) 0.2783(3) 0.052(2) Uani 1 1 d . . . . .
H86 H 0.668050 1.025227 0.278585 0.063 Uiso 1 1 calc R . . . .
C87 C 0.5510(6) 1.0099(5) 0.3142(3) 0.0453(18) Uani 1 1 d . . . . .
H87 H 0.584847 1.051131 0.339373 0.054 Uiso 1 1 calc R . . . .
C88 C 0.0985(5) 0.8639(5) 0.3319(3) 0.0368(16) Uani 1 1 d . . . . .
C89 C -0.0899(6) 0.8662(6) 0.2991(3) 0.0468(19) Uani 1 1 d . . . . .
H89A H -0.084424 0.916788 0.275188 0.056 Uiso 1 1 calc R . . . .
H89B H -0.105891 0.901597 0.326243 0.056 Uiso 1 1 calc R . . . .
C90 C -0.1774(6) 0.7883(6) 0.2801(3) 0.0475(18) Uani 1 1 d . . . . .
H90A H -0.161344 0.755345 0.252855 0.071 Uiso 1 1 calc GR . . . .
H90B H -0.246483 0.822555 0.271587 0.071 Uiso 1 1 calc GR . . . .
H90C H -0.180055 0.737565 0.303898 0.071 Uiso 1 1 calc GR . . . .
O21 O -0.1425(4) 0.1244(4) 0.29780(19) 0.0456(13) Uani 1 1 d . . . . .
O22 O -0.1774(4) 0.2887(3) 0.28592(17) 0.0367(10) Uani 1 1 d . . . . .
O23 O 0.2617(4) 0.4559(4) 0.3337(2) 0.0501(14) Uani 1 1 d . . . . .
O24 O 0.3525(4) 0.3138(4) 0.3547(2) 0.0517(15) Uani 1 1 d . . . . .
N6 N 0.0715(4) 0.1601(4) 0.3259(2) 0.0345(13) Uani 1 1 d . . . . .
H6 H 0.053009 0.096467 0.327396 0.041 Uiso 1 1 calc R . . . .
C91 C 0.0022(5) 0.2408(5) 0.3124(2) 0.0339(15) Uani 1 1 d . . . . .
C92 C 0.0588(5) 0.3275(5) 0.3154(2) 0.0319(14) Uani 1 1 d . . . . .
C93 C 0.1700(5) 0.3005(5) 0.3318(3) 0.0364(16) Uani 1 1 d . . . . .
C94 C 0.1724(5) 0.1968(5) 0.3364(3) 0.0386(16) Uani 1 1 d . . . . .
H94 H 0.235034 0.157181 0.345563 0.046 Uiso 1 1 calc R . . . .
C95 C -0.1119(5) 0.2088(5) 0.2978(2) 0.0306(14) Uani 1 1 d . . . . .
C96 C -0.2897(6) 0.2617(6) 0.2727(3) 0.0446(17) Uani 1 1 d . . . . .
H96A H -0.313249 0.229873 0.298968 0.053 Uiso 1 1 calc R . . . .
H96B H -0.301572 0.213401 0.246591 0.053 Uiso 1 1 calc R . . . .
C97 C -0.3508(8) 0.3567(7) 0.2587(4) 0.074(3) Uani 1 1 d . . . . .
H97A H -0.326438 0.387747 0.232814 0.111 Uiso 1 1 calc GR . . . .
H97B H -0.339024 0.403596 0.284876 0.111 Uiso 1 1 calc GR . . . .
H97C H -0.426952 0.341073 0.249275 0.111 Uiso 1 1 calc GR . . . .
C98 C 0.0228(5) 0.4327(5) 0.3018(3) 0.0363(15) Uani 1 1 d . . . . .
H98 H 0.055760 0.464034 0.279624 0.044 Uiso 1 1 calc R . . . .
C99 C -0.0486(5) 0.4875(5) 0.3166(3) 0.0374(16) Uani 1 1 d . . . . .
H99 H -0.064731 0.550314 0.301195 0.045 Uiso 1 1 calc R . . . .
C100 C -0.1070(5) 0.4679(5) 0.3526(2) 0.0342(14) Uani 1 1 d . . . . .
C101 C -0.2015(5) 0.5195(5) 0.3526(3) 0.0433(18) Uani 1 1 d . . . . .
H101 H -0.227482 0.566090 0.328458 0.052 Uiso 1 1 calc R . . . .
C102 C -0.2584(7) 0.5053(6) 0.3862(4) 0.055(2) Uani 1 1 d . . . . .
H102 H -0.322851 0.541560 0.384583 0.065 Uiso 1 1 calc R . . . .
C103 C -0.2245(7) 0.4407(7) 0.4218(4) 0.059(2) Uani 1 1 d . . . . .
H103 H -0.263568 0.433504 0.445366 0.070 Uiso 1 1 calc R . . . .
C104 C -0.1336(8) 0.3858(8) 0.4233(3) 0.065(3) Uani 1 1 d . . . . .
H104 H -0.111071 0.337243 0.446938 0.078 Uiso 1 1 calc R . . . .
C105 C -0.0744(6) 0.4023(6) 0.3896(3) 0.0479(19) Uani 1 1 d . . . . .
H105 H -0.008912 0.367146 0.392108 0.057 Uiso 1 1 calc R . . . .
C106 C 0.2628(5) 0.3677(5) 0.3401(3) 0.0350(15) Uani 1 1 d . . . . .
C107 C 0.4551(5) 0.3685(6) 0.3605(3) 0.0448(18) Uani 1 1 d . . . . .
H10A H 0.464668 0.415673 0.386933 0.054 Uiso 1 1 calc R . . . .
H10B H 0.458562 0.406994 0.332229 0.054 Uiso 1 1 calc R . . . .
C108 C 0.5381(6) 0.2872(6) 0.3692(3) 0.052(2) Uani 1 1 d . . . . .
H10C H 0.523410 0.238088 0.343886 0.078 Uiso 1 1 calc GR . . . .
H10D H 0.536578 0.253177 0.398381 0.078 Uiso 1 1 calc GR . . . .
H10E H 0.608631 0.317140 0.370977 0.078 Uiso 1 1 calc GR . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C16 O2 C17 113.8(6) . . ?
C0AA O4 C6 118.6(5) . . ?
C1 N1 H1 124.7 . . ?
C1 N1 C4 110.7(5) . . ?
C4 N1 H1 124.7 . . ?
O3 C0AA O4 120.9(7) . . ?
O3 C0AA C2 126.2(7) . . ?
O4 C0AA C2 112.9(6) . . ?
N1 C1 H1A 125.4 . . ?
N1 C1 C2 109.3(6) . . ?
C2 C1 H1A 125.4 . . ?
C1 C2 C0AA 125.4(6) . . ?
C1 C2 C3 105.4(6) . . ?
C3 C2 C0AA 129.2(6) . . ?
C2 C3 C8 124.6(7) . . ?
C4 C3 C2 107.3(5) . . ?
C4 C3 C8 127.9(7) . . ?
N1 C4 C3 107.4(6) . . ?
N1 C4 C16 115.8(6) . . ?
C3 C4 C16 136.8(6) . . ?
O4 C6 H6A 110.4 . . ?
O4 C6 H6B 110.4 . . ?
O4 C6 C7 106.6(6) . . ?
H6A C6 H6B 108.6 . . ?
C7 C6 H6A 110.4 . . ?
C7 C6 H6B 110.4 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C3 C8 H8 115.0 . . ?
C9 C8 C3 130.0(6) . . ?
C9 C8 H8 115.0 . . ?
C8 C9 H9 115.3 . . ?
C8 C9 C10 129.3(6) . . ?
C10 C9 H9 115.3 . . ?
C11 C10 C9 123.2(6) . . ?
C15 C10 C9 119.2(6) . . ?
C15 C10 C11 117.6(7) . . ?
C10 C11 H11 119.5 . . ?
C12 C11 C10 120.9(7) . . ?
C12 C11 H11 119.5 . . ?
C11 C12 H12 119.6 . . ?
C13 C12 C11 120.8(7) . . ?
C13 C12 H12 119.6 . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.5(7) . . ?
C14 C13 H13 120.2 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 119.9(7) . . ?
C15 C14 H14 120.0 . . ?
C10 C15 C14 121.2(7) . . ?
C10 C15 H15 119.4 . . ?
C14 C15 H15 119.4 . . ?
O1 C16 O2 124.2(8) . . ?
O1 C16 C4 122.3(7) . . ?
O2 C16 C4 113.5(6) . . ?
O2 C17 H17A 110.8 . . ?
O2 C17 H17B 110.8 . . ?
O2 C17 C18 104.8(6) . . ?
H17A C17 H17B 108.9 . . ?
C18 C17 H17A 110.8 . . ?
C18 C17 H17B 110.8 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C23 O6 C24 120.2(7) . . ?
C34 O8 C35 117.9(5) . . ?
C19 N2 H2 113.3 . . ?
C22 N2 H2 114.2 . . ?
C22 N2 C19 110.4(6) . . ?
N2 C19 C23 118.2(6) . . ?
C20 C19 N2 107.0(6) . . ?
C20 C19 C23 134.7(8) . . ?
C19 C20 C21 105.5(6) . . ?
C19 C20 C26 127.3(6) . . ?
C21 C20 C26 127.1(6) . . ?
C20 C21 C34 126.5(6) . . ?
C22 C21 C20 109.7(6) . . ?
C22 C21 C34 123.7(7) . . ?
N2 C22 H22 126.3 . . ?
C21 C22 N2 107.3(7) . . ?
C21 C22 H22 126.3 . . ?
O5 C23 O6 123.6(8) . . ?
O5 C23 C19 122.4(9) . . ?
O6 C23 C19 114.0(7) . . ?
O6 C24 H24A 109.0 . . ?
O6 C24 H24B 109.0 . . ?
H24A C24 H24B 107.8 . . ?
C25 C24 O6 113.0(7) . . ?
C25 C24 H24A 109.0 . . ?
C25 C24 H24B 109.0 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C20 C26 H26 116.1 . . ?
C27 C26 C20 127.7(7) . . ?
C27 C26 H26 116.1 . . ?
C26 C27 H27 115.6 . . ?
C26 C27 C28 128.8(7) . . ?
C28 C27 H27 115.6 . . ?
C29 C28 C27 123.0(6) . . ?
C29 C28 C33 118.0(7) . . ?
C33 C28 C27 118.9(6) . . ?
C28 C29 H29 119.4 . . ?
C30 C29 C28 121.2(7) . . ?
C30 C29 H29 119.4 . . ?
C29 C30 H30 119.8 . . ?
C29 C30 C31 120.3(8) . . ?
C31 C30 H30 119.8 . . ?
C30 C31 H31 120.2 . . ?
C32 C31 C30 119.5(9) . . ?
C32 C31 H31 120.2 . . ?
C31 C32 H32 119.8 . . ?
C33 C32 C31 120.5(7) . . ?
C33 C32 H32 119.7 . . ?
C28 C33 H33 119.8 . . ?
C32 C33 C28 120.4(7) . . ?
C32 C33 H33 119.8 . . ?
O7 C34 O8 123.8(6) . . ?
O7 C34 C21 124.2(7) . . ?
O8 C34 C21 112.0(5) . . ?
O8 C35 H35A 110.6 . . ?
O8 C35 H35B 110.6 . . ?
H35A C35 H35B 108.7 . . ?
C36 C35 O8 105.7(6) . . ?
C36 C35 H35A 110.6 . . ?
C36 C35 H35B 110.6 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C41 O10 C42 111.3(7) . . ?
C52 O12 C53 116.9(5) . . ?
C37 N3 H3 124.4 . . ?
C40 N3 H3 124.4 . . ?
C40 N3 C37 111.3(6) . . ?
N3 C37 C38 107.5(6) . . ?
N3 C37 C41 117.0(6) . . ?
C38 C37 C41 135.3(7) . . ?
C37 C38 C44 128.8(6) . . ?
C39 C38 C37 105.5(6) . . ?
C39 C38 C44 125.7(5) . . ?
C38 C39 C52 126.8(6) . . ?
C40 C39 C38 108.0(6) . . ?
C40 C39 C52 125.2(7) . . ?
N3 C40 C39 107.7(6) . . ?
N3 C40 H40 126.1 . . ?
C39 C40 H40 126.1 . . ?
O9 C41 O10 126.4(8) . . ?
O9 C41 C37 121.3(8) . . ?
O10 C41 C37 112.2(6) . . ?
O10 C42 H42A 110.0 . . ?
O10 C42 H42B 110.0 . . ?
O10 C42 H42C 107.6 . . ?
O10 C42 H42D 107.6 . . ?
H42A C42 H42B 108.3 . . ?
H42C C42 H42D 107.0 . . ?
C43 C42 O10 108.6(9) . . ?
C43 C42 H42A 110.0 . . ?
C43 C42 H42B 110.0 . . ?
C43A C42 O10 119.0(9) . . ?
C43A C42 H42C 107.6 . . ?
C43A C42 H42D 107.6 . . ?
C38 C44 H44 114.8 . . ?
C45 C44 C38 130.5(6) . . ?
C45 C44 H44 114.8 . . ?
C44 C45 H45 115.2 . . ?
C44 C45 C46 129.5(6) . . ?
C46 C45 H45 115.2 . . ?
C47 C46 C45 118.8(6) . . ?
C47 C46 C51 118.9(7) . . ?
C51 C46 C45 122.3(6) . . ?
C46 C47 H47 119.2 . . ?
C46 C47 C48 121.7(7) . . ?
C48 C47 H47 119.2 . . ?
C47 C48 H48 120.2 . . ?
C49 C48 C47 119.5(7) . . ?
C49 C48 H48 120.2 . . ?
C48 C49 H49 120.8 . . ?
C50 C49 C48 118.4(7) . . ?
C50 C49 H49 120.8 . . ?
C49 C50 H50 119.2 . . ?
C51 C50 C49 121.5(7) . . ?
C51 C50 H50 119.2 . . ?
C46 C51 H51 120.1 . . ?
C50 C51 C46 119.9(7) . . ?
C50 C51 H51 120.1 . . ?
O11 C52 O12 123.8(6) . . ?
O11 C52 C39 125.6(7) . . ?
O12 C52 C39 110.5(6) . . ?
O12 C53 H53A 110.7 . . ?
O12 C53 H53B 110.7 . . ?
O12 C53 C54 105.2(6) . . ?
H53A C53 H53B 108.8 . . ?
C54 C53 H53A 110.7 . . ?
C54 C53 H53B 110.7 . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.5 . . ?
C53 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C42 C43A H43D 109.5 . . ?
C42 C43A H43E 109.5 . . ?
C42 C43A H43F 109.5 . . ?
H43D C43A H43E 109.5 . . ?
H43D C43A H43F 109.5 . . ?
H43E C43A H43F 109.5 . . ?
C59 O14 C60 120.8(6) . . ?
C70 O16 C71 116.9(6) . . ?
C55 N4 H4 124.8 . . ?
C58 N4 H4 124.8 . . ?
C58 N4 C55 110.4(6) . . ?
N4 C55 C59 118.2(6) . . ?
C56 C55 N4 107.9(7) . . ?
C56 C55 C59 133.8(6) . . ?
C55 C56 C57 105.5(6) . . ?
C55 C56 C62 129.0(6) . . ?
C57 C56 C62 125.3(6) . . ?
C58 C57 C56 107.0(6) . . ?
C58 C57 C70 125.6(7) . . ?
C70 C57 C56 127.4(6) . . ?
N4 C58 C57 109.1(6) . . ?
N4 C58 H58 125.4 . . ?
C57 C58 H58 125.4 . . ?
O13 C59 O14 121.7(7) . . ?
O13 C59 C55 123.0(7) . . ?
O14 C59 C55 115.3(6) . . ?
O14 C60 H60A 109.4 . . ?
O14 C60 H60B 109.4 . . ?
O14 C60 C61 111.1(7) . . ?
H60A C60 H60B 108.0 . . ?
C61 C60 H60A 109.4 . . ?
C61 C60 H60B 109.4 . . ?
C60 C61 H61A 109.5 . . ?
C60 C61 H61B 109.5 . . ?
C60 C61 H61C 109.5 . . ?
H61A C61 H61B 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
C56 C62 H62 116.6 . . ?
C63 C62 C56 126.8(6) . . ?
C63 C62 H62 116.6 . . ?
C62 C63 H63 115.1 . . ?
C62 C63 C64 129.8(6) . . ?
C64 C63 H63 115.1 . . ?
C65 C64 C63 124.4(6) . . ?
C65 C64 C69 116.6(7) . . ?
C69 C64 C63 118.8(6) . . ?
C64 C65 H65 119.3 . . ?
C66 C65 C64 121.4(7) . . ?
C66 C65 H65 119.3 . . ?
C65 C66 H66 120.0 . . ?
C67 C66 C65 120.1(8) . . ?
C67 C66 H66 120.0 . . ?
C66 C67 H67 119.6 . . ?
C68 C67 C66 120.7(8) . . ?
C68 C67 H67 119.6 . . ?
C67 C68 H68 119.8 . . ?
C67 C68 C69 120.5(7) . . ?
C69 C68 H68 119.8 . . ?
C64 C69 H69 119.7 . . ?
C68 C69 C64 120.6(7) . . ?
C68 C69 H69 119.7 . . ?
O15 C70 O16 123.5(7) . . ?
O15 C70 C57 125.4(7) . . ?
O16 C70 C57 111.1(6) . . ?
O16 C71 H71A 110.8 . . ?
O16 C71 H71B 110.8 . . ?
O16 C71 C72 104.7(6) . . ?
H71A C71 H71B 108.9 . . ?
C72 C71 H71A 110.8 . . ?
C72 C71 H71B 110.8 . . ?
C71 C72 H72A 109.5 . . ?
C71 C72 H72B 109.5 . . ?
C71 C72 H72C 109.5 . . ?
H72A C72 H72B 109.5 . . ?
H72A C72 H72C 109.5 . . ?
H72B C72 H72C 109.5 . . ?
C77 O18 C78 115.6(5) . . ?
C88 O20 C89 115.9(5) . . ?
C73 N5 H5 125.4 . . ?
C76 N5 H5 125.4 . . ?
C76 N5 C73 109.1(5) . . ?
N5 C73 C77 115.8(6) . . ?
C74 C73 N5 109.8(6) . . ?
C74 C73 C77 134.3(6) . . ?
C73 C74 C75 104.6(6) . . ?
C73 C74 C80 128.7(7) . . ?
C75 C74 C80 126.7(6) . . ?
C74 C75 C88 125.2(6) . . ?
C76 C75 C74 108.5(6) . . ?
C76 C75 C88 126.3(6) . . ?
N5 C76 C75 108.0(6) . . ?
N5 C76 H76 126.0 . . ?
C75 C76 H76 126.0 . . ?
O17 C77 O18 127.6(6) . . ?
O17 C77 C73 121.6(6) . . ?
O18 C77 C73 110.7(5) . . ?
O18 C78 H78A 109.5 . . ?
O18 C78 H78B 109.5 . . ?
O18 C78 C79 110.7(6) . . ?
H78A C78 H78B 108.1 . . ?
C79 C78 H78A 109.5 . . ?
C79 C78 H78B 109.5 . . ?
C78 C79 H79A 109.5 . . ?
C78 C79 H79B 109.5 . . ?
C78 C79 H79C 109.5 . . ?
H79A C79 H79B 109.5 . . ?
H79A C79 H79C 109.5 . . ?
H79B C79 H79C 109.5 . . ?
C74 C80 H80 115.6 . . ?
C81 C80 C74 128.8(6) . . ?
C81 C80 H80 115.6 . . ?
C80 C81 H81 115.8 . . ?
C80 C81 C82 128.4(6) . . ?
C82 C81 H81 115.8 . . ?
C83 C82 C81 121.7(6) . . ?
C83 C82 C87 118.9(7) . . ?
C87 C82 C81 119.3(6) . . ?
C82 C83 H83 120.0 . . ?
C84 C83 C82 119.9(7) . . ?
C84 C83 H83 120.0 . . ?
C83 C84 H84 120.0 . . ?
C83 C84 C85 119.9(8) . . ?
C85 C84 H84 120.0 . . ?
C84 C85 H85 119.9 . . ?
C86 C85 C84 120.1(8) . . ?
C86 C85 H85 119.9 . . ?
C85 C86 H86 120.7 . . ?
C87 C86 C85 118.5(7) . . ?
C87 C86 H86 120.7 . . ?
C82 C87 H87 118.7 . . ?
C86 C87 C82 122.6(8) . . ?
C86 C87 H87 118.7 . . ?
O19 C88 O20 123.2(7) . . ?
O19 C88 C75 127.3(7) . . ?
O20 C88 C75 109.5(5) . . ?
O20 C89 H89A 110.5 . . ?
O20 C89 H89B 110.5 . . ?
O20 C89 C90 106.0(6) . . ?
H89A C89 H89B 108.7 . . ?
C90 C89 H89A 110.5 . . ?
C90 C89 H89B 110.5 . . ?
C89 C90 H90A 109.5 . . ?
C89 C90 H90B 109.5 . . ?
C89 C90 H90C 109.5 . . ?
H90A C90 H90B 109.5 . . ?
H90A C90 H90C 109.5 . . ?
H90B C90 H90C 109.5 . . ?
C95 O22 C96 113.7(5) . . ?
C106 O24 C107 117.1(5) . . ?
C91 N6 H6 125.9 . . ?
C94 N6 H6 125.9 . . ?
C94 N6 C91 108.1(5) . . ?
N6 C91 C95 113.0(5) . . ?
C92 C91 N6 109.4(6) . . ?
C92 C91 C95 137.6(6) . . ?
C91 C92 C93 106.8(5) . . ?
C91 C92 C98 130.1(6) . . ?
C93 C92 C98 122.9(6) . . ?
C92 C93 C106 127.8(6) . . ?
C94 C93 C92 106.1(6) . . ?
C94 C93 C106 126.0(6) . . ?
N6 C94 C93 109.5(6) . . ?
N6 C94 H94 125.2 . . ?
C93 C94 H94 125.2 . . ?
O21 C95 O22 123.5(6) . . ?
O21 C95 C91 124.8(6) . . ?
O22 C95 C91 111.6(5) . . ?
O22 C96 H96A 110.2 . . ?
O22 C96 H96B 110.2 . . ?
O22 C96 C97 107.4(6) . . ?
H96A C96 H96B 108.5 . . ?
C97 C96 H96A 110.2 . . ?
C97 C96 H96B 110.2 . . ?
C96 C97 H97A 109.5 . . ?
C96 C97 H97B 109.5 . . ?
C96 C97 H97C 109.5 . . ?
H97A C97 H97B 109.5 . . ?
H97A C97 H97C 109.5 . . ?
H97B C97 H97C 109.5 . . ?
C92 C98 H98 115.8 . . ?
C99 C98 C92 128.3(6) . . ?
C99 C98 H98 115.8 . . ?
C98 C99 H99 114.6 . . ?
C98 C99 C100 130.7(6) . . ?
C100 C99 H99 114.6 . . ?
C101 C100 C99 120.0(6) . . ?
C105 C100 C99 125.2(6) . . ?
C105 C100 C101 114.8(7) . . ?
C100 C101 H101 118.8 . . ?
C102 C101 C100 122.3(8) . . ?
C102 C101 H101 118.8 . . ?
C101 C102 H102 119.3 . . ?
C103 C102 C101 121.4(8) . . ?
C103 C102 H102 119.3 . . ?
C102 C103 H103 120.3 . . ?
C102 C103 C104 119.3(9) . . ?
C104 C103 H103 120.3 . . ?
C103 C104 H104 120.4 . . ?
C103 C104 C105 119.1(10) . . ?
C105 C104 H104 120.4 . . ?
C100 C105 C104 122.9(8) . . ?
C100 C105 H105 118.6 . . ?
C104 C105 H105 118.6 . . ?
O23 C106 O24 123.7(6) . . ?
O23 C106 C93 126.4(7) . . ?
O24 C106 C93 109.9(5) . . ?
O24 C107 H10A 110.9 . . ?
O24 C107 H10B 110.9 . . ?
O24 C107 C108 104.5(6) . . ?
H10A C107 H10B 108.9 . . ?
C108 C107 H10A 110.9 . . ?
C108 C107 H10B 110.9 . . ?
C107 C108 H10C 109.5 . . ?
C107 C108 H10D 109.5 . . ?
C107 C108 H10E 109.5 . . ?
H10C C108 H10D 109.5 . . ?
H10C C108 H10E 109.5 . . ?
H10D C108 H10E 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C16 1.212(9) . ?
O2 C16 1.317(8) . ?
O2 C17 1.478(9) . ?
O3 C0AA 1.222(8) . ?
O4 C0AA 1.347(9) . ?
O4 C6 1.458(9) . ?
N1 H1 0.8800 . ?
N1 C1 1.330(9) . ?
N1 C4 1.376(8) . ?
C0AA C2 1.463(10) . ?
C1 H1A 0.9500 . ?
C1 C2 1.426(9) . ?
C2 C3 1.428(10) . ?
C3 C4 1.411(10) . ?
C3 C8 1.474(8) . ?
C4 C16 1.476(11) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.508(10) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8 0.9500 . ?
C8 C9 1.327(10) . ?
C9 H9 0.9500 . ?
C9 C10 1.486(10) . ?
C10 C11 1.395(10) . ?
C10 C15 1.387(9) . ?
C11 H11 0.9500 . ?
C11 C12 1.380(10) . ?
C12 H12 0.9500 . ?
C12 C13 1.380(11) . ?
C13 H13 0.9500 . ?
C13 C14 1.370(12) . ?
C14 H14 0.9500 . ?
C14 C15 1.402(11) . ?
C15 H15 0.9500 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.497(10) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
O5 C23 1.212(10) . ?
O6 C23 1.356(11) . ?
O6 C24 1.472(9) . ?
O7 C34 1.219(8) . ?
O8 C34 1.337(9) . ?
O8 C35 1.465(8) . ?
N2 H2 0.8800 . ?
N2 C19 1.409(9) . ?
N2 C22 1.359(9) . ?
C19 C20 1.390(9) . ?
C19 C23 1.454(11) . ?
C20 C21 1.443(10) . ?
C20 C26 1.469(10) . ?
C21 C22 1.357(10) . ?
C21 C34 1.476(9) . ?
C22 H22 0.9500 . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C25 1.375(12) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26 0.9500 . ?
C26 C27 1.354(10) . ?
C27 H27 0.9500 . ?
C27 C28 1.467(10) . ?
C28 C29 1.390(10) . ?
C28 C33 1.421(9) . ?
C29 H29 0.9500 . ?
C29 C30 1.384(11) . ?
C30 H30 0.9500 . ?
C30 C31 1.392(12) . ?
C31 H31 0.9500 . ?
C31 C32 1.386(13) . ?
C32 H32 0.9500 . ?
C32 C33 1.385(12) . ?
C33 H33 0.9500 . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C35 C36 1.460(12) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
O9 C41 1.235(10) . ?
O10 C41 1.290(10) . ?
O10 C42 1.473(8) . ?
O11 C52 1.205(8) . ?
O12 C52 1.319(9) . ?
O12 C53 1.427(8) . ?
N3 H3 0.8800 . ?
N3 C37 1.338(9) . ?
N3 C40 1.336(9) . ?
C37 C38 1.412(8) . ?
C37 C41 1.458(10) . ?
C38 C39 1.405(10) . ?
C38 C44 1.458(9) . ?
C39 C40 1.377(9) . ?
C39 C52 1.480(9) . ?
C40 H40 0.9500 . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C42 H42C 0.9900 . ?
C42 H42D 0.9900 . ?
C42 C43 1.313(14) . ?
C42 C43A 1.301(17) . ?
C44 H44 0.9500 . ?
C44 C45 1.314(9) . ?
C45 H45 0.9500 . ?
C45 C46 1.493(10) . ?
C46 C47 1.363(9) . ?
C46 C51 1.402(10) . ?
C47 H47 0.9500 . ?
C47 C48 1.401(11) . ?
C48 H48 0.9500 . ?
C48 C49 1.394(11) . ?
C49 H49 0.9500 . ?
C49 C50 1.391(11) . ?
C50 H50 0.9500 . ?
C50 C51 1.379(10) . ?
C51 H51 0.9500 . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C53 C54 1.506(10) . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C43A H43D 0.9800 . ?
C43A H43E 0.9800 . ?
C43A H43F 0.9800 . ?
O13 C59 1.235(8) . ?
O14 C59 1.339(8) . ?
O14 C60 1.419(9) . ?
O15 C70 1.219(8) . ?
O16 C70 1.333(9) . ?
O16 C71 1.447(10) . ?
N4 H4 0.8800 . ?
N4 C55 1.397(8) . ?
N4 C58 1.287(10) . ?
C55 C56 1.374(10) . ?
C55 C59 1.406(11) . ?
C56 C57 1.429(10) . ?
C56 C62 1.485(8) . ?
C57 C58 1.397(9) . ?
C57 C70 1.414(10) . ?
C58 H58 0.9500 . ?
C60 H60A 0.9900 . ?
C60 H60B 0.9900 . ?
C60 C61 1.482(12) . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C61 H61C 0.9800 . ?
C62 H62 0.9500 . ?
C62 C63 1.343(9) . ?
C63 H63 0.9500 . ?
C63 C64 1.449(9) . ?
C64 C65 1.405(9) . ?
C64 C69 1.409(9) . ?
C65 H65 0.9500 . ?
C65 C66 1.382(11) . ?
C66 H66 0.9500 . ?
C66 C67 1.361(12) . ?
C67 H67 0.9500 . ?
C67 C68 1.359(13) . ?
C68 H68 0.9500 . ?
C68 C69 1.389(12) . ?
C69 H69 0.9500 . ?
C71 H71A 0.9900 . ?
C71 H71B 0.9900 . ?
C71 C72 1.461(11) . ?
C72 H72A 0.9800 . ?
C72 H72B 0.9800 . ?
C72 H72C 0.9800 . ?
O17 C77 1.190(8) . ?
O18 C77 1.343(8) . ?
O18 C78 1.443(9) . ?
O19 C88 1.195(8) . ?
O20 C88 1.377(8) . ?
O20 C89 1.460(8) . ?
N5 H5 0.8800 . ?
N5 C73 1.381(8) . ?
N5 C76 1.338(8) . ?
C73 C74 1.360(9) . ?
C73 C77 1.484(10) . ?
C74 C75 1.438(9) . ?
C74 C80 1.465(8) . ?
C75 C76 1.372(9) . ?
C75 C88 1.454(9) . ?
C76 H76 0.9500 . ?
C78 H78A 0.9900 . ?
C78 H78B 0.9900 . ?
C78 C79 1.495(11) . ?
C79 H79A 0.9800 . ?
C79 H79B 0.9800 . ?
C79 H79C 0.9800 . ?
C80 H80 0.9500 . ?
C80 C81 1.341(10) . ?
C81 H81 0.9500 . ?
C81 C82 1.489(10) . ?
C82 C83 1.390(10) . ?
C82 C87 1.393(10) . ?
C83 H83 0.9500 . ?
C83 C84 1.383(11) . ?
C84 H84 0.9500 . ?
C84 C85 1.416(12) . ?
C85 H85 0.9500 . ?
C85 C86 1.390(13) . ?
C86 H86 0.9500 . ?
C86 C87 1.369(11) . ?
C87 H87 0.9500 . ?
C89 H89A 0.9900 . ?
C89 H89B 0.9900 . ?
C89 C90 1.540(11) . ?
C90 H90A 0.9800 . ?
C90 H90B 0.9800 . ?
C90 H90C 0.9800 . ?
O21 C95 1.185(8) . ?
O22 C95 1.351(7) . ?
O22 C96 1.456(9) . ?
O23 C106 1.184(8) . ?
O24 C106 1.347(8) . ?
O24 C107 1.481(8) . ?
N6 H6 0.8800 . ?
N6 C91 1.394(8) . ?
N6 C94 1.355(8) . ?
C91 C92 1.353(9) . ?
C91 C95 1.497(10) . ?
C92 C93 1.451(9) . ?
C92 C98 1.496(8) . ?
C93 C94 1.382(9) . ?
C93 C106 1.465(9) . ?
C94 H94 0.9500 . ?
C96 H96A 0.9900 . ?
C96 H96B 0.9900 . ?
C96 C97 1.493(10) . ?
C97 H97A 0.9800 . ?
C97 H97B 0.9800 . ?
C97 H97C 0.9800 . ?
C98 H98 0.9500 . ?
C98 C99 1.319(9) . ?
C99 H99 0.9500 . ?
C99 C100 1.454(9) . ?
C100 C101 1.394(9) . ?
C100 C105 1.392(10) . ?
C101 H101 0.9500 . ?
C101 C102 1.370(12) . ?
C102 H102 0.9500 . ?
C102 C103 1.354(14) . ?
C103 H103 0.9500 . ?
C103 C104 1.368(14) . ?
C104 H104 0.9500 . ?
C104 C105 1.397(12) . ?
C105 H105 0.9500 . ?
C107 H10A 0.9900 . ?
C107 H10B 0.9900 . ?
C107 C108 1.498(10) . ?
C108 H10C 0.9800 . ?
C108 H10D 0.9800 . ?
C108 H10E 0.9800 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168350018
