#------------------------------------------------------------------------------
#$Date: 2025-08-20 11:41:31 +0200 (Wed 20 de Aug de 2025) $
#$Revision: 301828 $
#$URL: svn://www.crystallography.net/cod/cif/4/03/33/4033395.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_4033395
loop_
_publ_author_name
'Zhao, Meng-Yao'
'Wang, De-Xian'
'Wang, Mei-Xiang'
_publ_section_title
;
 Synthesis, Structure, and Properties of Corona[6]arenes and Their
 Assembly with Anions in the Crystalline State.
;
_journal_issue                   3
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              1502
_journal_page_last               1509
_journal_paper_doi               10.1021/acs.joc.7b03136
_journal_volume                  83
_journal_year                    2018
_chemical_formula_moiety         'C32 H22 N10 O6, C16 H36 N, Br'
_chemical_formula_sum            'C48 H58 Br N11 O6'
_chemical_formula_weight         964.96
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-08-28
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
????
;
_cell_angle_alpha                90
_cell_angle_beta                 90.118(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.2331(17)
_cell_length_b                   25.605(4)
_cell_length_c                   16.613(2)
_cell_measurement_reflns_used    12990
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.4700
_cell_measurement_theta_min      1.4612
_cell_volume                     4778.3(12)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'CIFTAB (Sheldrick, 2013)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      173.15
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'MM007-HF CCD(Saturn 724+)'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0493
_diffrn_reflns_av_unetI/netI     0.0429
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            37582
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.481
_diffrn_reflns_theta_min         1.461
_diffrn_source                   'Rotating Anode'
_exptl_absorpt_coefficient_mu    0.921
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7610
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_description       block
_exptl_crystal_F_000             2024
_exptl_crystal_size_max          0.497
_exptl_crystal_size_mid          0.228
_exptl_crystal_size_min          0.159
_refine_diff_density_max         0.686
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.135
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     619
_refine_ls_number_reflns         10875
_refine_ls_number_restraints     25
_refine_ls_restrained_S_all      1.137
_refine_ls_R_factor_all          0.0847
_refine_ls_R_factor_gt           0.0696
_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)+(0.0561P)²+4.2043P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1514
_refine_ls_wR_factor_ref         0.1602
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9060
_reflns_number_total             10875
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo7b03136_si_006.cif
_cod_data_source_block           mx6217
_cod_depositor_comments
'Adding full bibliography for 4033391--4033399.cif.'
_cod_database_code               4033395
_shelx_shelxl_version_number     2016/6
_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   0.867
_shelx_estimated_absorpt_t_min   0.658
_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
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C38-C40A
 2.5 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C40A) \\sim Ueq, Uanis(C40) \\sim Ueq, Uanis(C39) \\sim Ueq, Uanis(C39A)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Sof(H38C)=Sof(H38D)=Sof(C39A)=Sof(H39C)=Sof(H39D)=Sof(C40A)=Sof(H40D)=
 Sof(H40E)=Sof(H40F)=1-FVAR(1)
 Sof(H38A)=Sof(H38B)=Sof(C39)=Sof(H39A)=Sof(H39B)=Sof(C40)=Sof(H40A)=Sof(H40B)=
 Sof(H40C)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C33(H33A,H33B), C34(H34A,H34B), C35(H35A,H35B), C37(H37A,H37B), C38(H38A,
 H38B), C38(H38C,H38D), C39(H39A,H39B), C41(H41A,H41B), C42(H42A,H42B),
 C43(H43A,H43B), C45(H45A,H45B), C46(H46A,H46B), C47(H47A,H47B), C39A(H39C,H39D)
5.b Me refined with riding coordinates:
 C10(H10A,H10B,H10C), C40(H40A,H40B,H40C)
5.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C7(H7), C8(H8), C12(H12), C13(H13), C15(H15), C16(H16),
 C20(H20), C21(H21), C23(H23), C24(H24), C28(H28), C29(H29), C31(H31), C32(H32)
5.d Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C36(H36A,H36B,H36C), C44(H44A,H44B,H44C), C48(H48A,H48B,
 H48C), C40A(H40D,H40E,H40F)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, 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 0.93298(17) 0.35457(8) 0.44840(14) 0.0428(5) Uani 1 1 d . . . . .
O2 O 0.93195(19) 0.16486(9) 0.55542(15) 0.0512(6) Uani 1 1 d . . . . .
O3 O 0.3846(3) 0.00296(12) 0.6627(2) 0.0825(9) Uani 1 1 d . . . . .
O4 O 0.1698(2) 0.12208(10) 0.3581(2) 0.0737(8) Uani 1 1 d . . . . .
O5 O 0.13583(19) 0.32100(9) 0.30160(14) 0.0485(6) Uani 1 1 d . . . . .
O6 O 0.5797(2) 0.53788(9) 0.41201(15) 0.0519(6) Uani 1 1 d . . . . .
N1 N 1.0342(2) 0.28739(10) 0.50249(16) 0.0407(6) Uani 1 1 d . . . . .
N2 N 1.0345(2) 0.23873(11) 0.52949(16) 0.0434(6) Uani 1 1 d . . . . .
N3 N 0.8486(2) 0.22371(10) 0.46596(16) 0.0409(6) Uani 1 1 d . . . . .
N4 N 0.8481(2) 0.27270(10) 0.43919(15) 0.0378(5) Uani 1 1 d . . . . .
N5 N 0.5017(3) 0.05741(11) 0.58936(18) 0.0520(7) Uani 1 1 d . . . . .
N6 N 0.0680(2) 0.18960(12) 0.3074(2) 0.0563(8) Uani 1 1 d . . . . .
N7 N 0.0590(2) 0.24011(12) 0.29259(17) 0.0500(7) Uani 1 1 d . . . . .
N8 N 0.2357(2) 0.25531(11) 0.36846(16) 0.0466(6) Uani 1 1 d . . . . .
N9 N 0.2439(3) 0.20453(11) 0.38354(18) 0.0503(7) Uani 1 1 d . . . . .
N10 N 0.5083(2) 0.45879(9) 0.37579(15) 0.0377(5) Uani 1 1 d . . . . .
C1 C 0.9341(2) 0.30352(12) 0.46621(17) 0.0358(6) Uani 1 1 d . . . . .
C2 C 0.9345(3) 0.21168(12) 0.51784(19) 0.0403(7) Uani 1 1 d . . . . .
C3 C 0.8217(3) 0.13933(13) 0.56336(19) 0.0433(7) Uani 1 1 d . . . . .
C4 C 0.8229(3) 0.08605(13) 0.5533(2) 0.0461(8) Uani 1 1 d . . . . .
H4 H 0.894905 0.068427 0.540573 0.055 Uiso 1 1 calc R . . . .
C5 C 0.7171(3) 0.05830(13) 0.5619(2) 0.0483(8) Uani 1 1 d . . . . .
H5 H 0.715797 0.021568 0.553884 0.058 Uiso 1 1 calc R . . . .
C6 C 0.6143(3) 0.08456(12) 0.58214(19) 0.0454(7) Uani 1 1 d . . . . .
C7 C 0.6161(3) 0.13809(13) 0.5949(2) 0.0482(8) Uani 1 1 d . . . . .
H7 H 0.545141 0.155663 0.610038 0.058 Uiso 1 1 calc R . . . .
C8 C 0.7206(3) 0.16609(12) 0.5857(2) 0.0447(7) Uani 1 1 d . . . . .
H8 H 0.722541 0.202742 0.594480 0.054 Uiso 1 1 calc R . . . .
C9 C 0.4785(4) 0.02677(15) 0.6556(3) 0.0677(11) Uani 1 1 d . . . . .
C10 C 0.5733(5) 0.0245(2) 0.7189(3) 0.0937(17) Uani 1 1 d . . . . .
H10A H 0.641175 0.045945 0.702287 0.141 Uiso 1 1 calc R . . . .
H10B H 0.541548 0.037697 0.769824 0.141 Uiso 1 1 calc R . . . .
H10C H 0.599341 -0.011790 0.725917 0.141 Uiso 1 1 calc R . . . .
C11 C 0.4142(3) 0.06995(12) 0.5293(2) 0.0485(8) Uani 1 1 d . . . . .
C12 C 0.2947(4) 0.07633(14) 0.5489(3) 0.0597(10) Uani 1 1 d . . . . .
H12 H 0.267790 0.068733 0.601789 0.072 Uiso 1 1 calc R . . . .
C13 C 0.2146(3) 0.09382(15) 0.4909(3) 0.0634(10) Uani 1 1 d . . . . .
H13 H 0.133103 0.098686 0.504088 0.076 Uiso 1 1 calc R . . . .
C14 C 0.2542(3) 0.10388(14) 0.4153(3) 0.0607(10) Uani 1 1 d . . . . .
C15 C 0.3706(3) 0.09674(16) 0.3935(2) 0.0612(10) Uani 1 1 d . . . . .
H15 H 0.395939 0.103519 0.339937 0.073 Uiso 1 1 calc R . . . .
C16 C 0.4506(3) 0.07946(15) 0.4510(2) 0.0546(9) Uani 1 1 d . . . . .
H16 H 0.531466 0.074043 0.436685 0.065 Uiso 1 1 calc R . . . .
C17 C 0.1628(3) 0.17386(15) 0.3489(2) 0.0534(9) Uani 1 1 d . . . . .
C18 C 0.1477(3) 0.27009(13) 0.32073(19) 0.0417(7) Uani 1 1 d . . . . .
C19 C 0.2317(3) 0.35470(12) 0.32195(18) 0.0394(7) Uani 1 1 d . . . . .
C20 C 0.2186(3) 0.38797(13) 0.38612(19) 0.0430(7) Uani 1 1 d . . . . .
H20 H 0.147939 0.387236 0.417412 0.052 Uiso 1 1 calc R . . . .
C21 C 0.3095(3) 0.42272(13) 0.40495(19) 0.0421(7) Uani 1 1 d . . . . .
H21 H 0.302597 0.445104 0.450307 0.051 Uiso 1 1 calc R . . . .
C22 C 0.4097(2) 0.42446(11) 0.35731(18) 0.0362(6) Uani 1 1 d . . . . .
C23 C 0.4218(3) 0.39046(13) 0.2925(2) 0.0447(7) Uani 1 1 d . . . . .
H23 H 0.491124 0.391784 0.259846 0.054 Uiso 1 1 calc R . . . .
C24 C 0.3323(3) 0.35454(14) 0.2754(2) 0.0469(8) Uani 1 1 d . . . . .
H24 H 0.340787 0.330377 0.232432 0.056 Uiso 1 1 calc R . . . .
C25 C 0.4981(3) 0.51147(12) 0.38398(19) 0.0429(7) Uani 1 1 d . . . . .
C26 C 0.3842(3) 0.53658(13) 0.3547(2) 0.0553(9) Uani 1 1 d . . . . .
H26A H 0.324199 0.535065 0.397360 0.083 Uiso 1 1 calc GR . . . .
H26B H 0.354947 0.517847 0.307165 0.083 Uiso 1 1 calc GR . . . .
H26C H 0.399606 0.573120 0.340547 0.083 Uiso 1 1 calc GR . . . .
C27 C 0.6189(2) 0.43294(11) 0.39544(19) 0.0367(6) Uani 1 1 d . . . . .
C28 C 0.7190(3) 0.44005(12) 0.3484(2) 0.0419(7) Uani 1 1 d . . . . .
H28 H 0.716872 0.463658 0.304282 0.050 Uiso 1 1 calc R . . . .
C29 C 0.8224(3) 0.41266(12) 0.3657(2) 0.0413(7) Uani 1 1 d . . . . .
H29 H 0.891485 0.417153 0.333519 0.050 Uiso 1 1 calc R . . . .
C30 C 0.8235(2) 0.37889(11) 0.43006(19) 0.0373(6) Uani 1 1 d . . . . .
C31 C 0.7259(3) 0.37167(13) 0.47852(19) 0.0419(7) Uani 1 1 d . . . . .
H31 H 0.728916 0.348544 0.523185 0.050 Uiso 1 1 calc R . . . .
C32 C 0.6227(3) 0.39907(12) 0.46041(18) 0.0404(7) Uani 1 1 d . . . . .
H32 H 0.553958 0.394569 0.492886 0.048 Uiso 1 1 calc R . . . .
N11 N 0.7526(2) 0.16140(9) 0.19004(14) 0.0350(5) Uani 1 1 d . . . . .
C33 C 0.7749(3) 0.13596(12) 0.27149(18) 0.0401(7) Uani 1 1 d . . . . .
H33A H 0.817258 0.161374 0.306141 0.048 Uiso 1 1 calc R . . . .
H33B H 0.696943 0.128780 0.296852 0.048 Uiso 1 1 calc R . . . .
C34 C 0.8462(3) 0.08549(12) 0.27039(19) 0.0433(7) Uani 1 1 d . . . . .
H34A H 0.801837 0.058414 0.240130 0.052 Uiso 1 1 calc R . . . .
H34B H 0.923203 0.091358 0.243011 0.052 Uiso 1 1 calc R . . . .
C35 C 0.8680(3) 0.06709(13) 0.3554(2) 0.0478(8) Uani 1 1 d . . . . .
H35A H 0.790436 0.060169 0.381578 0.057 Uiso 1 1 calc R . . . .
H35B H 0.908134 0.095238 0.385977 0.057 Uiso 1 1 calc R . . . .
C36 C 0.9437(4) 0.01794(15) 0.3594(2) 0.0613(10) Uani 1 1 d . . . . .
H36A H 0.905457 -0.009870 0.328110 0.092 Uiso 1 1 calc GR . . . .
H36B H 0.951957 0.006799 0.415529 0.092 Uiso 1 1 calc GR . . . .
H36C H 1.022674 0.025203 0.336961 0.092 Uiso 1 1 calc GR . . . .
C37 C 0.6940(3) 0.12378(12) 0.1314(2) 0.0472(8) Uani 1 1 d . . . . .
H37A H 0.676380 0.143007 0.081101 0.057 Uiso 1 1 calc R . . . .
H37B H 0.752331 0.096117 0.118057 0.057 Uiso 1 1 calc R . . . .
C38 C 0.5815(4) 0.09795(15) 0.1592(3) 0.0678(12) Uani 1 1 d D . . . .
H38A H 0.517869 0.124071 0.167987 0.081 Uiso 0.783(10) 1 calc R . P A 1
H38B H 0.594982 0.078481 0.209934 0.081 Uiso 0.783(10) 1 calc R . P A 1
H38C H 0.611230 0.066159 0.186606 0.081 Uiso 0.217(10) 1 calc R . P A 2
H38D H 0.554656 0.121210 0.203206 0.081 Uiso 0.217(10) 1 calc R . P A 2
C39 C 0.5471(5) 0.0590(2) 0.0873(3) 0.0585(16) Uani 0.783(10) 1 d . U P A 1
H39A H 0.560655 0.076307 0.034844 0.070 Uiso 0.783(10) 1 calc R . P A 1
H39B H 0.597741 0.027370 0.089802 0.070 Uiso 0.783(10) 1 calc R . P A 1
C40 C 0.4178(7) 0.0439(3) 0.0952(4) 0.097(3) Uani 0.783(10) 1 d . U P A 1
H40A H 0.396095 0.020090 0.051391 0.145 Uiso 0.783(10) 1 calc R . P A 1
H40B H 0.405193 0.026552 0.147019 0.145 Uiso 0.783(10) 1 calc R . P A 1
H40C H 0.368213 0.075350 0.092218 0.145 Uiso 0.783(10) 1 calc R . P A 1
C41 C 0.6713(3) 0.20854(11) 0.20196(19) 0.0384(7) Uani 1 1 d . . . . .
H41A H 0.664696 0.227533 0.150237 0.046 Uiso 1 1 calc R . . . .
H41B H 0.590735 0.195870 0.216193 0.046 Uiso 1 1 calc R . . . .
C42 C 0.7126(3) 0.24670(13) 0.2666(2) 0.0486(8) Uani 1 1 d . . . . .
H42A H 0.799655 0.252037 0.262228 0.058 Uiso 1 1 calc R . . . .
H42B H 0.695660 0.232044 0.320562 0.058 Uiso 1 1 calc R . . . .
C43 C 0.6488(3) 0.29889(13) 0.2570(2) 0.0527(9) Uani 1 1 d . . . . .
H43A H 0.563422 0.292273 0.246021 0.063 Uiso 1 1 calc R . . . .
H43B H 0.654318 0.318466 0.308278 0.063 Uiso 1 1 calc R . . . .
C44 C 0.6991(4) 0.33213(15) 0.1902(2) 0.0650(10) Uani 1 1 d . . . . .
H44A H 0.688396 0.314152 0.138564 0.097 Uiso 1 1 calc GR . . . .
H44B H 0.784074 0.338083 0.199802 0.097 Uiso 1 1 calc GR . . . .
H44C H 0.657335 0.365734 0.188699 0.097 Uiso 1 1 calc GR . . . .
C45 C 0.8709(2) 0.17831(12) 0.15483(18) 0.0380(6) Uani 1 1 d . . . . .
H45A H 0.922087 0.146978 0.150539 0.046 Uiso 1 1 calc R . . . .
H45B H 0.909362 0.202217 0.193821 0.046 Uiso 1 1 calc R . . . .
C46 C 0.8698(3) 0.20513(14) 0.0734(2) 0.0490(8) Uani 1 1 d . . . . .
H46A H 0.843474 0.180241 0.031394 0.059 Uiso 1 1 calc R . . . .
H46B H 0.813330 0.234809 0.074230 0.059 Uiso 1 1 calc R . . . .
C47 C 0.9932(3) 0.22457(15) 0.0545(2) 0.0496(8) Uani 1 1 d . . . . .
H47A H 1.049736 0.195166 0.060366 0.059 Uiso 1 1 calc R . . . .
H47B H 1.015289 0.251446 0.094639 0.059 Uiso 1 1 calc R . . . .
C48 C 1.0073(3) 0.24766(18) -0.0290(2) 0.0651(11) Uani 1 1 d . . . . .
H48A H 0.985961 0.221390 -0.069423 0.098 Uiso 1 1 calc GR . . . .
H48B H 1.090121 0.258479 -0.036852 0.098 Uiso 1 1 calc GR . . . .
H48C H 0.954861 0.278044 -0.034641 0.098 Uiso 1 1 calc GR . . . .
Br1 Br 0.82304(3) 0.29349(2) 0.66501(2) 0.05081(12) Uani 1 1 d . . . . .
C39A C 0.4710(13) 0.0805(5) 0.1242(9) 0.037(4) Uani 0.217(10) 1 d . U P A 2
H39C H 0.432015 0.109168 0.093949 0.044 Uiso 0.217(10) 1 calc R . P A 2
H39D H 0.415782 0.067924 0.166306 0.044 Uiso 0.217(10) 1 calc R . P A 2
C40A C 0.508(2) 0.0343(8) 0.0654(12) 0.070(7) Uani 0.217(10) 1 d D U P A 2
H40D H 0.451824 0.032741 0.020166 0.104 Uiso 0.217(10) 1 calc GR . P A 2
H40E H 0.506006 0.001124 0.094824 0.104 Uiso 0.217(10) 1 calc GR . P A 2
H40F H 0.588404 0.040498 0.045014 0.104 Uiso 0.217(10) 1 calc GR . P A 2
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'
Br Br -0.2901 2.4595 '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
C1 O1 C30 119.1(2)
C2 O2 C3 118.4(2)
C17 O4 C14 116.1(3)
C18 O5 C19 117.2(2)
N2 N1 C1 116.3(2)
N1 N2 C2 116.0(2)
C2 N3 N4 116.0(2)
C1 N4 N3 116.5(2)
C9 N5 C6 120.4(3)
C9 N5 C11 123.5(3)
C11 N5 C6 115.6(3)
N7 N6 C17 117.0(3)
N6 N7 C18 116.1(3)
C18 N8 N9 116.4(3)
N8 N9 C17 116.7(3)
C25 N10 C22 124.0(3)
C25 N10 C27 120.2(2)
C27 N10 C22 115.3(2)
O1 C1 N1 114.0(2)
N4 C1 O1 120.0(3)
N4 C1 N1 125.4(3)
N2 C2 O2 114.4(3)
N3 C2 O2 119.3(3)
N3 C2 N2 125.7(3)
C4 C3 O2 116.1(3)
C4 C3 C8 122.3(3)
C8 C3 O2 121.4(3)
C3 C4 H4 120.5
C3 C4 C5 119.0(3)
C5 C4 H4 120.5
C4 C5 H5 120.3
C6 C5 C4 119.5(3)
C6 C5 H5 120.3
C5 C6 N5 121.2(3)
C5 C6 C7 120.5(3)
C7 C6 N5 118.3(3)
C6 C7 H7 119.8
C8 C7 C6 120.5(3)
C8 C7 H7 119.8
C3 C8 C7 118.1(3)
C3 C8 H8 120.9
C7 C8 H8 120.9
O3 C9 N5 121.7(4)
O3 C9 C10 121.7(4)
N5 C9 C10 116.7(4)
C9 C10 H10A 109.5
C9 C10 H10B 109.5
C9 C10 H10C 109.5
H10A C10 H10B 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
C12 C11 N5 121.6(3)
C16 C11 N5 119.3(3)
C16 C11 C12 119.0(4)
C11 C12 H12 120.0
C13 C12 C11 119.9(4)
C13 C12 H12 120.0
C12 C13 H13 120.4
C14 C13 C12 119.3(4)
C14 C13 H13 120.4
C13 C14 O4 117.5(4)
C13 C14 C15 122.3(4)
C15 C14 O4 120.2(4)
C14 C15 H15 120.7
C14 C15 C16 118.6(4)
C16 C15 H15 120.7
C11 C16 H16 119.6
C15 C16 C11 120.9(4)
C15 C16 H16 119.6
N6 C17 O4 114.0(3)
N6 C17 N9 126.3(4)
N9 C17 O4 119.7(3)
N7 C18 O5 113.5(3)
N8 C18 O5 119.4(3)
N8 C18 N7 126.8(3)
C20 C19 O5 118.6(3)
C24 C19 O5 119.3(3)
C24 C19 C20 122.0(3)
C19 C20 H20 120.3
C19 C20 C21 119.5(3)
C21 C20 H20 120.3
C20 C21 H21 120.3
C22 C21 C20 119.5(3)
C22 C21 H21 120.3
C21 C22 N10 121.6(3)
C21 C22 C23 120.4(3)
C23 C22 N10 117.9(3)
C22 C23 H23 120.0
C24 C23 C22 119.9(3)
C24 C23 H23 120.0
C19 C24 C23 118.7(3)
C19 C24 H24 120.7
C23 C24 H24 120.7
O6 C25 N10 121.4(3)
O6 C25 C26 121.2(3)
N10 C25 C26 117.4(3)
C25 C26 H26A 109.5
C25 C26 H26B 109.5
C25 C26 H26C 109.5
H26A C26 H26B 109.5
H26A C26 H26C 109.5
H26B C26 H26C 109.5
C28 C27 N10 120.8(3)
C28 C27 C32 120.0(3)
C32 C27 N10 119.2(3)
C27 C28 H28 120.1
C27 C28 C29 119.9(3)
C29 C28 H28 120.1
C28 C29 H29 120.5
C30 C29 C28 119.0(3)
C30 C29 H29 120.5
C29 C30 O1 116.9(3)
C31 C30 O1 120.7(3)
C31 C30 C29 122.3(3)
C30 C31 H31 120.9
C30 C31 C32 118.2(3)
C32 C31 H31 120.9
C27 C32 C31 120.7(3)
C27 C32 H32 119.7
C31 C32 H32 119.7
C33 N11 C41 108.7(2)
C37 N11 C33 111.6(2)
C37 N11 C41 109.0(2)
C45 N11 C33 108.8(2)
C45 N11 C37 108.2(2)
C45 N11 C41 110.4(2)
N11 C33 H33A 108.3
N11 C33 H33B 108.3
H33A C33 H33B 107.4
C34 C33 N11 116.0(3)
C34 C33 H33A 108.3
C34 C33 H33B 108.3
C33 C34 H34A 109.7
C33 C34 H34B 109.7
H34A C34 H34B 108.2
C35 C34 C33 109.8(3)
C35 C34 H34A 109.7
C35 C34 H34B 109.7
C34 C35 H35A 109.0
C34 C35 H35B 109.0
C34 C35 C36 112.9(3)
H35A C35 H35B 107.8
C36 C35 H35A 109.0
C36 C35 H35B 109.0
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
N11 C37 H37A 108.2
N11 C37 H37B 108.2
H37A C37 H37B 107.3
C38 C37 N11 116.5(3)
C38 C37 H37A 108.2
C38 C37 H37B 108.2
C37 C38 H38A 110.9
C37 C38 H38B 110.9
C37 C38 H38C 102.7
C37 C38 H38D 102.7
C37 C38 C39 104.3(4)
H38A C38 H38B 108.9
H38C C38 H38D 105.0
C39 C38 H38A 110.9
C39 C38 H38B 110.9
C39A C38 C37 137.5(7)
C39A C38 H38C 102.7
C39A C38 H38D 102.7
C38 C39 H39A 109.9
C38 C39 H39B 109.9
H39A C39 H39B 108.3
C40 C39 C38 109.0(5)
C40 C39 H39A 109.9
C40 C39 H39B 109.9
C39 C40 H40A 109.5
C39 C40 H40B 109.5
C39 C40 H40C 109.5
H40A C40 H40B 109.5
H40A C40 H40C 109.5
H40B C40 H40C 109.5
N11 C41 H41A 108.6
N11 C41 H41B 108.6
H41A C41 H41B 107.6
C42 C41 N11 114.6(2)
C42 C41 H41A 108.6
C42 C41 H41B 108.6
C41 C42 H42A 109.6
C41 C42 H42B 109.6
C41 C42 C43 110.2(3)
H42A C42 H42B 108.1
C43 C42 H42A 109.6
C43 C42 H42B 109.6
C42 C43 H43A 108.9
C42 C43 H43B 108.9
H43A C43 H43B 107.7
C44 C43 C42 113.2(3)
C44 C43 H43A 108.9
C44 C43 H43B 108.9
C43 C44 H44A 109.5
C43 C44 H44B 109.5
C43 C44 H44C 109.5
H44A C44 H44B 109.5
H44A C44 H44C 109.5
H44B C44 H44C 109.5
N11 C45 H45A 107.8
N11 C45 H45B 107.8
N11 C45 C46 117.9(2)
H45A C45 H45B 107.2
C46 C45 H45A 107.8
C46 C45 H45B 107.8
C45 C46 H46A 109.8
C45 C46 H46B 109.8
H46A C46 H46B 108.3
C47 C46 C45 109.3(3)
C47 C46 H46A 109.8
C47 C46 H46B 109.8
C46 C47 H47A 108.6
C46 C47 H47B 108.6
C46 C47 C48 114.7(3)
H47A C47 H47B 107.6
C48 C47 H47A 108.6
C48 C47 H47B 108.6
C47 C48 H48A 109.5
C47 C48 H48B 109.5
C47 C48 H48C 109.5
H48A C48 H48B 109.5
H48A C48 H48C 109.5
H48B C48 H48C 109.5
C38 C39A H39C 110.8
C38 C39A H39D 110.8
C38 C39A C40A 104.7(13)
H39C C39A H39D 108.9
C40A C39A H39C 110.8
C40A C39A H39D 110.8
C39A C40A H40D 109.5
C39A C40A H40E 109.5
C39A C40A H40F 109.5
H40D C40A H40E 109.5
H40D C40A H40F 109.5
H40E C40A H40F 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.340(4)
O1 C30 1.411(3)
O2 C2 1.352(4)
O2 C3 1.407(4)
O3 C9 1.225(5)
O4 C14 1.420(5)
O4 C17 1.337(4)
O5 C18 1.348(4)
O5 C19 1.420(4)
O6 C25 1.229(4)
N1 N2 1.324(4)
N1 C1 1.340(4)
N2 C2 1.333(4)
N3 N4 1.331(4)
N3 C2 1.329(4)
N4 C1 1.325(4)
N5 C6 1.448(4)
N5 C9 1.377(5)
N5 C11 1.435(5)
N6 N7 1.320(4)
N6 C17 1.331(4)
N7 C18 1.341(4)
N8 N9 1.327(4)
N8 C18 1.322(4)
N9 C17 1.333(4)
N10 C22 1.446(4)
N10 C25 1.361(4)
N10 C27 1.445(4)
C3 C4 1.374(4)
C3 C8 1.378(5)
C4 H4 0.9500
C4 C5 1.392(5)
C5 H5 0.9500
C5 C6 1.379(5)
C6 C7 1.387(5)
C7 H7 0.9500
C7 C8 1.384(4)
C8 H8 0.9500
C9 C10 1.495(6)
C10 H10A 0.9800
C10 H10B 0.9800
C10 H10C 0.9800
C11 C12 1.392(5)
C11 C16 1.386(5)
C12 H12 0.9500
C12 C13 1.390(6)
C13 H13 0.9500
C13 C14 1.359(6)
C14 C15 1.370(5)
C15 H15 0.9500
C15 C16 1.383(5)
C16 H16 0.9500
C19 C20 1.373(4)
C19 C24 1.370(4)
C20 H20 0.9500
C20 C21 1.389(4)
C21 H21 0.9500
C21 C22 1.378(4)
C22 C23 1.392(4)
C23 H23 0.9500
C23 C24 1.391(4)
C24 H24 0.9500
C25 C26 1.512(5)
C26 H26A 0.9800
C26 H26B 0.9800
C26 H26C 0.9800
C27 C28 1.382(4)
C27 C32 1.385(4)
C28 H28 0.9500
C28 C29 1.387(4)
C29 H29 0.9500
C29 C30 1.375(4)
C30 C31 1.375(4)
C31 H31 0.9500
C31 C32 1.387(4)
C32 H32 0.9500
N11 C33 1.522(4)
N11 C37 1.519(4)
N11 C41 1.527(4)
N11 C45 1.516(4)
C33 H33A 0.9900
C33 H33B 0.9900
C33 C34 1.520(4)
C34 H34A 0.9900
C34 H34B 0.9900
C34 C35 1.509(4)
C35 H35A 0.9900
C35 H35B 0.9900
C35 C36 1.521(5)
C36 H36A 0.9800
C36 H36B 0.9800
C36 H36C 0.9800
C37 H37A 0.9900
C37 H37B 0.9900
C37 C38 1.500(5)
C38 H38A 0.9900
C38 H38B 0.9900
C38 H38C 0.9900
C38 H38D 0.9900
C38 C39 1.603(7)
C38 C39A 1.441(13)
C39 H39A 0.9900
C39 H39B 0.9900
C39 C40 1.509(9)
C40 H40A 0.9800
C40 H40B 0.9800
C40 H40C 0.9800
C41 H41A 0.9900
C41 H41B 0.9900
C41 C42 1.524(4)
C42 H42A 0.9900
C42 H42B 0.9900
C42 C43 1.525(4)
C43 H43A 0.9900
C43 H43B 0.9900
C43 C44 1.510(5)
C44 H44A 0.9800
C44 H44B 0.9800
C44 H44C 0.9800
C45 H45A 0.9900
C45 H45B 0.9900
C45 C46 1.517(4)
C46 H46A 0.9900
C46 H46B 0.9900
C46 C47 1.506(5)
C47 H47A 0.9900
C47 H47B 0.9900
C47 C48 1.516(5)
C48 H48A 0.9800
C48 H48B 0.9800
C48 H48C 0.9800
C39A H39C 0.9900
C39A H39D 0.9900
C39A C40A 1.59(2)
C40A H40D 0.9800
C40A H40E 0.9800
C40A H40F 0.9800
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139095925
