#------------------------------------------------------------------------------
#$Date: 2022-01-14 23:51:35 +0100 (vie 14 de ene de 2022) $
#$Revision: 272042 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/95/7129577.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_7129577
loop_
_publ_author_name
'Kumar, Rahul'
'Richter, Stefan'
'Maity, Suvendu'
'Sarkar, Pallavi'
'Chrysochos, Nicolas Dr.'
'Pati, Swapan K.'
'Ghosh, Prasanta'
'Schulzke, Carola'
'Jana, Anukul'
_publ_section_title
;
 Activation of O2 Across a C(sp3)-C(sp3) Bond
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC00110A
_journal_year                    2022
_chemical_formula_moiety         'C30 H30 N2 O2'
_chemical_formula_sum            'C30 H30 N2 O2'
_chemical_formula_weight         450.56
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'I -2ya'
_space_group_name_H-M_alt        'I 1 a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-10-23 deposited with the CCDC.	2022-01-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.214(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   17.0368(6)
_cell_length_b                   17.3714(5)
_cell_length_c                   17.3317(7)
_cell_measurement_reflns_used    12193
_cell_measurement_temperature    250(2)
_cell_measurement_theta_max      26.5440
_cell_measurement_theta_min      2.8320
_cell_volume                     4972.3(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_molecular_graphics    'XP Version 5.1 by Bruker AXS 1998'
_computing_publication_material  'CIFTAB (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT-2016 (Sheldrick, 2015)'
_diffrn_ambient_temperature      250(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.909
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0609
_diffrn_reflns_av_unetI/netI     0.0534
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.909
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            36487
_diffrn_reflns_point_group_measured_fraction_full 0.885
_diffrn_reflns_point_group_measured_fraction_max 0.749
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.929
_diffrn_reflns_theta_min         2.703
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58719
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.204
_exptl_crystal_description       block
_exptl_crystal_F_000             1920
_exptl_crystal_size_max          0.275
_exptl_crystal_size_mid          0.244
_exptl_crystal_size_min          0.217
_refine_diff_density_max         0.124
_refine_diff_density_min         -0.155
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details
;
 Flack x determined using 2798 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     618
_refine_ls_number_reflns         9847
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0567
_refine_ls_R_factor_gt           0.0405
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0547P)²+0.1283P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0979
_refine_ls_wR_factor_ref         0.1054
_reflns_Friedel_coverage         0.646
_reflns_Friedel_fraction_full    0.772
_reflns_Friedel_fraction_max     0.589
_reflns_number_gt                7692
_reflns_number_total             9847
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2cc00110a2.cif
_cod_data_source_block           AJ2019
_cod_original_sg_symbol_H-M      'I a'
_cod_database_code               7129577
_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_min   0.980
_shelx_estimated_absorpt_t_max   0.984
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y, z'
'x+1/2, y+1/2, z+1/2'
'x+1, -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 0.46255(9) 0.42443(8) 0.45359(10) 0.0437(4) Uani 1 1 d . . . . .
O2 O 0.52037(9) 0.37008(9) 0.50091(10) 0.0449(4) Uani 1 1 d . . . . .
N1 N 0.53339(11) 0.51830(11) 0.54980(12) 0.0448(5) Uani 1 1 d . . . . .
N2 N 0.61233(11) 0.41929(11) 0.42556(13) 0.0457(5) Uani 1 1 d . . . . .
C1 C 0.45676(13) 0.48948(12) 0.50633(15) 0.0405(5) Uani 1 1 d . . . . .
C2 C 0.59105(13) 0.54014(13) 0.50379(17) 0.0492(6) Uani 1 1 d . . . . .
H2A H 0.624783 0.581812 0.532419 0.059 Uiso 1 1 calc R U . . .
H2B H 0.560241 0.561424 0.452989 0.059 Uiso 1 1 calc R U . . .
C3 C 0.64760(14) 0.47803(14) 0.48546(17) 0.0503(6) Uani 1 1 d . . . . .
H3A H 0.691296 0.503855 0.467829 0.060 Uiso 1 1 calc R U . . .
H3B H 0.672395 0.451375 0.535322 0.060 Uiso 1 1 calc R U . . .
C4 C 0.57984(13) 0.35243(13) 0.45415(14) 0.0417(5) Uani 1 1 d . . . . .
C5 C 0.40278(13) 0.46798(13) 0.56187(15) 0.0427(5) Uani 1 1 d . . . . .
C6 C 0.38667(16) 0.52276(15) 0.61464(17) 0.0560(7) Uani 1 1 d . . . . .
H6 H 0.411247 0.571487 0.617698 0.067 Uiso 1 1 calc R U . . .
C7 C 0.33520(19) 0.50625(18) 0.66229(18) 0.0646(7) Uani 1 1 d . . . . .
H7 H 0.325654 0.543276 0.698470 0.078 Uiso 1 1 calc R U . . .
C8 C 0.29760(17) 0.43568(18) 0.65718(18) 0.0646(8) Uani 1 1 d . . . . .
H8 H 0.262246 0.424527 0.689657 0.078 Uiso 1 1 calc R U . . .
C9 C 0.31183(17) 0.38190(16) 0.60476(19) 0.0626(7) Uani 1 1 d . . . . .
H9 H 0.285675 0.333900 0.600879 0.075 Uiso 1 1 calc R U . . .
C10 C 0.36441(14) 0.39749(14) 0.55733(16) 0.0501(6) Uani 1 1 d . . . . .
H10 H 0.374094 0.359870 0.521793 0.060 Uiso 1 1 calc R U . . .
C11 C 0.40917(13) 0.54776(13) 0.44613(14) 0.0430(5) Uani 1 1 d . . . . .
C12 C 0.42409(15) 0.62643(14) 0.45592(18) 0.0524(6) Uani 1 1 d . . . . .
H12 H 0.464848 0.644333 0.499101 0.063 Uiso 1 1 calc R U . . .
C13 C 0.37903(17) 0.67839(16) 0.4022(2) 0.0633(7) Uani 1 1 d . . . . .
H13 H 0.390456 0.731261 0.408819 0.076 Uiso 1 1 calc R U . . .
C14 C 0.31864(18) 0.65436(19) 0.34013(19) 0.0668(8) Uani 1 1 d . . . . .
H14 H 0.288700 0.690190 0.303958 0.080 Uiso 1 1 calc R U . . .
C15 C 0.30179(18) 0.5768(2) 0.33082(18) 0.0692(8) Uani 1 1 d . . . . .
H15 H 0.259633 0.559813 0.288424 0.083 Uiso 1 1 calc R U . . .
C16 C 0.34650(16) 0.52348(17) 0.38347(17) 0.0565(6) Uani 1 1 d . . . . .
H16 H 0.334286 0.470770 0.376664 0.068 Uiso 1 1 calc R U . . .
C17 C 0.54344(13) 0.29627(13) 0.38746(15) 0.0436(5) Uani 1 1 d . . . . .
C18 C 0.46738(15) 0.26337(14) 0.37989(17) 0.0518(6) Uani 1 1 d . . . . .
H18 H 0.435307 0.279074 0.414107 0.062 Uiso 1 1 calc R U . . .
C19 C 0.43834(19) 0.20785(15) 0.32266(19) 0.0646(8) Uani 1 1 d . . . . .
H19 H 0.386890 0.186172 0.318391 0.077 Uiso 1 1 calc R U . . .
C20 C 0.4844(2) 0.18424(15) 0.27200(18) 0.0658(8) Uani 1 1 d . . . . .
H20 H 0.464820 0.146171 0.233552 0.079 Uiso 1 1 calc R U . . .
C21 C 0.55963(19) 0.21678(17) 0.27795(18) 0.0644(8) Uani 1 1 d . . . . .
H21 H 0.590848 0.201479 0.242800 0.077 Uiso 1 1 calc R U . . .
C22 C 0.58921(16) 0.27179(15) 0.33540(17) 0.0549(6) Uani 1 1 d . . . . .
H22 H 0.640829 0.292983 0.339461 0.066 Uiso 1 1 calc R U . . .
C23 C 0.64432(14) 0.30815(13) 0.51590(15) 0.0441(5) Uani 1 1 d . . . . .
C24 C 0.62210(18) 0.25889(15) 0.57012(18) 0.0576(7) Uani 1 1 d . . . . .
H24 H 0.567551 0.255454 0.572045 0.069 Uiso 1 1 calc R U . . .
C25 C 0.6802(2) 0.21480(18) 0.6214(2) 0.0722(8) Uani 1 1 d . . . . .
H25 H 0.664806 0.181553 0.657863 0.087 Uiso 1 1 calc R U . . .
C26 C 0.7602(2) 0.2194(2) 0.6193(2) 0.0761(9) Uani 1 1 d . . . . .
H26 H 0.799401 0.189511 0.654243 0.091 Uiso 1 1 calc R U . . .
C27 C 0.78257(18) 0.26822(19) 0.5654(2) 0.0704(8) Uani 1 1 d . . . . .
H27 H 0.837237 0.271607 0.563914 0.084 Uiso 1 1 calc R U . . .
C28 C 0.72538(16) 0.31185(16) 0.51413(18) 0.0588(7) Uani 1 1 d . . . . .
H28 H 0.741235 0.344537 0.477458 0.071 Uiso 1 1 calc R U . . .
C29 C 0.57165(16) 0.48659(16) 0.62789(17) 0.0570(7) Uani 1 1 d . . . . .
H29A H 0.532294 0.484039 0.659856 0.086 Uiso 1 1 calc R U . . .
H29B H 0.616374 0.519367 0.654077 0.086 Uiso 1 1 calc R U . . .
H29C H 0.591721 0.435290 0.621676 0.086 Uiso 1 1 calc R U . . .
O3 O 0.52012(9) 0.86828(9) 0.49578(10) 0.0471(4) Uani 1 1 d . . . . .
O4 O 0.48267(9) 0.91910(9) 0.54416(11) 0.0471(4) Uani 1 1 d . . . . .
N3 N 0.64629(12) 0.91757(12) 0.57653(15) 0.0544(5) Uani 1 1 d . . . . .
N4 N 0.50414(12) 1.01947(11) 0.45382(13) 0.0493(5) Uani 1 1 d . . . . .
C30 C 0.57359(16) 0.45179(16) 0.34818(18) 0.0569(6) Uani 1 1 d . . . . .
H30A H 0.559249 0.410690 0.309381 0.085 Uiso 1 1 calc R U . . .
H30B H 0.610634 0.487026 0.331849 0.085 Uiso 1 1 calc R U . . .
H30C H 0.525060 0.479309 0.351738 0.085 Uiso 1 1 calc R U . . .
C31 C 0.60098(13) 0.85055(13) 0.54580(16) 0.0471(6) Uani 1 1 d . . . . .
C32 C 0.65067(15) 0.97781(15) 0.5179(2) 0.0600(7) Uani 1 1 d . . . . .
H32A H 0.649851 0.952385 0.467207 0.072 Uiso 1 1 calc R U . . .
H32B H 0.703234 1.003522 0.535468 0.072 Uiso 1 1 calc R U . . .
C33 C 0.58530(15) 1.03969(14) 0.5019(2) 0.0568(7) Uani 1 1 d . . . . .
H33A H 0.579387 1.058481 0.553499 0.068 Uiso 1 1 calc R U . . .
H33B H 0.605188 1.082863 0.475639 0.068 Uiso 1 1 calc R U . . .
C34 C 0.44936(13) 0.98643(12) 0.49537(15) 0.0434(5) Uani 1 1 d . . . . .
C35 C 0.59434(15) 0.79413(14) 0.61161(15) 0.0486(6) Uani 1 1 d . . . . .
C36 C 0.52062(17) 0.77027(15) 0.62322(18) 0.0593(7) Uani 1 1 d . . . . .
H36 H 0.472422 0.791057 0.591639 0.071 Uiso 1 1 calc R U . . .
C37 C 0.5170(2) 0.71581(17) 0.6812(2) 0.0723(8) Uani 1 1 d . . . . .
H37 H 0.466644 0.700575 0.689050 0.087 Uiso 1 1 calc R U . . .
C38 C 0.5873(3) 0.68423(18) 0.7270(2) 0.0791(10) Uani 1 1 d . . . . .
H38 H 0.584977 0.646545 0.765254 0.095 Uiso 1 1 calc R U . . .
C39 C 0.6610(2) 0.70807(19) 0.71644(19) 0.0749(9) Uani 1 1 d . . . . .
H39 H 0.709002 0.687559 0.748603 0.090 Uiso 1 1 calc R U . . .
C40 C 0.66474(18) 0.76170(17) 0.65919(18) 0.0635(7) Uani 1 1 d . . . . .
H40 H 0.715437 0.776784 0.651955 0.076 Uiso 1 1 calc R U . . .
C41 C 0.63949(15) 0.80618(13) 0.48749(16) 0.0481(6) Uani 1 1 d . . . . .
C42 C 0.59522(18) 0.75207(15) 0.43657(18) 0.0579(7) Uani 1 1 d . . . . .
H42 H 0.539480 0.746662 0.432672 0.069 Uiso 1 1 calc R U . . .
C43 C 0.6325(2) 0.70574(16) 0.3912(2) 0.0698(8) Uani 1 1 d . . . . .
H43 H 0.602010 0.668708 0.357044 0.084 Uiso 1 1 calc R U . . .
C44 C 0.7137(2) 0.71340(18) 0.3957(2) 0.0738(9) Uani 1 1 d . . . . .
H44 H 0.738663 0.681593 0.364898 0.089 Uiso 1 1 calc R U . . .
C45 C 0.75855(19) 0.76791(19) 0.4456(2) 0.0700(8) Uani 1 1 d . . . . .
H45 H 0.814045 0.773725 0.448496 0.084 Uiso 1 1 calc R U . . .
C46 C 0.72181(16) 0.81365(17) 0.49113(19) 0.0617(7) Uani 1 1 d . . . . .
H46 H 0.752641 0.850547 0.525236 0.074 Uiso 1 1 calc R U . . .
C47 C 0.43231(13) 1.03979(13) 0.55982(15) 0.0454(5) Uani 1 1 d . . . . .
C48 C 0.44118(15) 1.11917(14) 0.55608(18) 0.0547(6) Uani 1 1 d . . . . .
H48 H 0.459264 1.140975 0.513903 0.066 Uiso 1 1 calc R U . . .
C49 C 0.42360(17) 1.16628(17) 0.6139(2) 0.0669(8) Uani 1 1 d . . . . .
H49 H 0.430770 1.219762 0.611047 0.080 Uiso 1 1 calc R U . . .
C50 C 0.39612(19) 1.1364(2) 0.6749(2) 0.0746(9) Uani 1 1 d . . . . .
H50 H 0.384553 1.168905 0.714043 0.090 Uiso 1 1 calc R U . . .
C51 C 0.3853(2) 1.0576(2) 0.6785(2) 0.0727(8) Uani 1 1 d . . . . .
H51 H 0.366086 1.036471 0.720318 0.087 Uiso 1 1 calc R U . . .
C52 C 0.40271(17) 1.00998(16) 0.62129(19) 0.0597(7) Uani 1 1 d . . . . .
H52 H 0.394383 0.956661 0.623973 0.072 Uiso 1 1 calc R U . . .
C53 C 0.36832(14) 0.96611(13) 0.43907(15) 0.0447(5) Uani 1 1 d . . . . .
C54 C 0.32171(16) 1.02364(15) 0.39407(17) 0.0551(6) Uani 1 1 d . . . . .
H54 H 0.341739 1.074240 0.396613 0.066 Uiso 1 1 calc R U . . .
C55 C 0.24623(17) 1.00716(18) 0.34566(18) 0.0612(7) Uani 1 1 d . . . . .
H55 H 0.215668 1.046687 0.315389 0.073 Uiso 1 1 calc R U . . .
C56 C 0.21557(17) 0.93464(19) 0.3412(2) 0.0695(8) Uani 1 1 d . . . . .
H56 H 0.165068 0.923336 0.306679 0.083 Uiso 1 1 calc R U . . .
C57 C 0.2599(2) 0.87791(18) 0.3882(3) 0.0843(11) Uani 1 1 d . . . . .
H57 H 0.238297 0.828057 0.387582 0.101 Uiso 1 1 calc R U . . .
C58 C 0.33534(17) 0.89368(15) 0.4358(2) 0.0674(8) Uani 1 1 d . . . . .
H58 H 0.364983 0.854097 0.466870 0.081 Uiso 1 1 calc R U . . .
C59 C 0.64484(19) 0.94688(18) 0.6550(2) 0.0709(8) Uani 1 1 d . . . . .
H59A H 0.591624 0.967664 0.653372 0.106 Uiso 1 1 calc R U . . .
H59B H 0.685132 0.987134 0.670224 0.106 Uiso 1 1 calc R U . . .
H59C H 0.656808 0.905353 0.693480 0.106 Uiso 1 1 calc R U . . .
C60 C 0.50347(18) 0.99216(16) 0.37420(19) 0.0616(7) Uani 1 1 d . . . . .
H60A H 0.524886 0.940203 0.377410 0.092 Uiso 1 1 calc R U . . .
H60B H 0.536716 1.025732 0.350650 0.092 Uiso 1 1 calc R U . . .
H60C H 0.448376 0.992369 0.341514 0.092 Uiso 1 1 calc R U . . .
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
O2 O1 C1 106.63(15) . . ?
O1 O2 C4 106.55(15) . . ?
C1 N1 C29 119.97(19) . . ?
C1 N1 C2 116.98(19) . . ?
C29 N1 C2 113.45(19) . . ?
C4 N2 C30 120.6(2) . . ?
C4 N2 C3 116.41(19) . . ?
C30 N2 C3 113.2(2) . . ?
N1 C1 O1 113.87(17) . . ?
N1 C1 C5 111.5(2) . . ?
O1 C1 C5 110.19(17) . . ?
N1 C1 C11 112.91(18) . . ?
O1 C1 C11 100.90(18) . . ?
C5 C1 C11 106.83(17) . . ?
N1 C2 C3 118.2(2) . . ?
N2 C3 C2 117.74(19) . . ?
N2 C4 O2 113.48(17) . . ?
N2 C4 C17 112.2(2) . . ?
O2 C4 C17 110.07(17) . . ?
N2 C4 C23 112.15(18) . . ?
O2 C4 C23 101.02(17) . . ?
C17 C4 C23 107.20(18) . . ?
C10 C5 C6 118.4(2) . . ?
C10 C5 C1 122.0(2) . . ?
C6 C5 C1 119.4(2) . . ?
C7 C6 C5 120.6(2) . . ?
C6 C7 C8 120.2(3) . . ?
C9 C8 C7 119.8(2) . . ?
C8 C9 C10 120.5(2) . . ?
C5 C10 C9 120.4(2) . . ?
C16 C11 C12 118.4(2) . . ?
C16 C11 C1 120.5(2) . . ?
C12 C11 C1 121.0(2) . . ?
C13 C12 C11 120.2(3) . . ?
C14 C13 C12 121.2(3) . . ?
C13 C14 C15 119.2(3) . . ?
C14 C15 C16 120.7(3) . . ?
C11 C16 C15 120.2(3) . . ?
C18 C17 C22 118.0(2) . . ?
C18 C17 C4 122.0(2) . . ?
C22 C17 C4 119.8(2) . . ?
C19 C18 C17 120.9(3) . . ?
C20 C19 C18 120.3(3) . . ?
C19 C20 C21 119.6(3) . . ?
C20 C21 C22 120.3(3) . . ?
C21 C22 C17 120.9(3) . . ?
C28 C23 C24 118.7(2) . . ?
C28 C23 C4 120.3(2) . . ?
C24 C23 C4 120.8(2) . . ?
C25 C24 C23 120.2(3) . . ?
C26 C25 C24 120.5(3) . . ?
C25 C26 C27 119.5(3) . . ?
C28 C27 C26 120.4(3) . . ?
C27 C28 C23 120.7(3) . . ?
O4 O3 C31 105.38(16) . . ?
O3 O4 C34 108.06(16) . . ?
C31 N3 C59 120.1(2) . . ?
C31 N3 C32 115.9(2) . . ?
C59 N3 C32 114.3(2) . . ?
C34 N4 C60 119.5(2) . . ?
C34 N4 C33 116.7(2) . . ?
C60 N4 C33 113.7(2) . . ?
N3 C31 O3 113.11(18) . . ?
N3 C31 C35 112.2(2) . . ?
O3 C31 C35 110.14(18) . . ?
N3 C31 C41 112.02(19) . . ?
O3 C31 C41 101.9(2) . . ?
C35 C31 C41 106.87(18) . . ?
N3 C32 C33 117.9(2) . . ?
N4 C33 C32 118.5(2) . . ?
N4 C34 O4 113.60(17) . . ?
N4 C34 C53 111.8(2) . . ?
O4 C34 C53 110.15(17) . . ?
N4 C34 C47 112.81(18) . . ?
O4 C34 C47 100.19(18) . . ?
C53 C34 C47 107.62(17) . . ?
C36 C35 C40 118.2(3) . . ?
C36 C35 C31 122.5(2) . . ?
C40 C35 C31 119.3(2) . . ?
C35 C36 C37 120.7(3) . . ?
C38 C37 C36 120.0(3) . . ?
C39 C38 C37 119.7(3) . . ?
C40 C39 C38 120.4(3) . . ?
C39 C40 C35 120.9(3) . . ?
C42 C41 C46 118.6(2) . . ?
C42 C41 C31 120.4(2) . . ?
C46 C41 C31 120.6(2) . . ?
C41 C42 C43 120.3(3) . . ?
C44 C43 C42 120.5(3) . . ?
C43 C44 C45 119.8(3) . . ?
C46 C45 C44 119.8(3) . . ?
C45 C46 C41 121.0(3) . . ?
C52 C47 C48 118.1(2) . . ?
C52 C47 C34 120.3(2) . . ?
C48 C47 C34 121.6(2) . . ?
C49 C48 C47 120.5(3) . . ?
C50 C49 C48 121.0(3) . . ?
C49 C50 C51 119.2(3) . . ?
C52 C51 C50 120.4(3) . . ?
C51 C52 C47 120.8(3) . . ?
C58 C53 C54 117.7(2) . . ?
C58 C53 C34 122.4(2) . . ?
C54 C53 C34 119.7(2) . . ?
C55 C54 C53 120.6(2) . . ?
C56 C55 C54 120.9(3) . . ?
C55 C56 C57 118.8(3) . . ?
C58 C57 C56 120.5(3) . . ?
C53 C58 C57 121.3(3) . . ?
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 O2 1.462(2) . ?
O1 C1 1.472(3) . ?
O2 C4 1.477(3) . ?
N1 C1 1.428(3) . ?
N1 C29 1.458(4) . ?
N1 C2 1.459(3) . ?
N2 C4 1.427(3) . ?
N2 C30 1.455(4) . ?
N2 C3 1.474(3) . ?
C1 C5 1.532(3) . ?
C1 C11 1.535(3) . ?
C2 C3 1.531(3) . ?
C4 C17 1.523(3) . ?
C4 C23 1.538(3) . ?
C5 C10 1.381(3) . ?
C5 C6 1.393(4) . ?
C6 C7 1.374(4) . ?
C7 C8 1.376(4) . ?
C8 C9 1.366(4) . ?
C9 C10 1.383(4) . ?
C11 C16 1.388(4) . ?
C11 C12 1.393(3) . ?
C12 C13 1.386(4) . ?
C13 C14 1.359(4) . ?
C14 C15 1.379(5) . ?
C15 C16 1.389(4) . ?
C17 C18 1.393(3) . ?
C17 C22 1.396(4) . ?
C18 C19 1.385(4) . ?
C19 C20 1.376(4) . ?
C20 C21 1.381(4) . ?
C21 C22 1.383(4) . ?
C23 C28 1.390(3) . ?
C23 C24 1.390(4) . ?
C24 C25 1.388(4) . ?
C25 C26 1.374(5) . ?
C26 C27 1.383(5) . ?
C27 C28 1.375(4) . ?
O3 O4 1.467(2) . ?
O3 C31 1.469(3) . ?
O4 C34 1.473(3) . ?
N3 C31 1.426(3) . ?
N3 C59 1.457(4) . ?
N3 C32 1.473(4) . ?
N4 C34 1.431(3) . ?
N4 C60 1.457(4) . ?
N4 C33 1.471(3) . ?
C31 C35 1.529(4) . ?
C31 C41 1.540(3) . ?
C32 C33 1.524(4) . ?
C34 C53 1.524(3) . ?
C34 C47 1.533(3) . ?
C35 C36 1.384(4) . ?
C35 C40 1.396(4) . ?
C36 C37 1.392(4) . ?
C37 C38 1.378(5) . ?
C38 C39 1.375(5) . ?
C39 C40 1.374(5) . ?
C41 C42 1.380(4) . ?
C41 C46 1.394(4) . ?
C42 C43 1.384(4) . ?
C43 C44 1.372(5) . ?
C44 C45 1.380(5) . ?
C45 C46 1.374(4) . ?
C47 C52 1.386(4) . ?
C47 C48 1.390(4) . ?
C48 C49 1.383(4) . ?
C49 C50 1.359(5) . ?
C50 C51 1.385(5) . ?
C51 C52 1.379(4) . ?
C53 C58 1.373(3) . ?
C53 C54 1.390(4) . ?
C54 C55 1.382(4) . ?
C55 C56 1.359(4) . ?
C56 C57 1.379(5) . ?
C57 C58 1.374(5) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 O1 O2 C4 -129.03(16) . . . . ?
C29 N1 C1 O1 -90.1(3) . . . . ?
C2 N1 C1 O1 53.9(3) . . . . ?
C29 N1 C1 C5 35.3(3) . . . . ?
C2 N1 C1 C5 179.34(18) . . . . ?
C29 N1 C1 C11 155.6(2) . . . . ?
C2 N1 C1 C11 -60.4(2) . . . . ?
O2 O1 C1 N1 47.8(2) . . . . ?
O2 O1 C1 C5 -78.26(19) . . . . ?
O2 O1 C1 C11 169.09(14) . . . . ?
C1 N1 C2 C3 -87.8(3) . . . . ?
C29 N1 C2 C3 58.5(3) . . . . ?
C4 N2 C3 C2 -88.3(3) . . . . ?
C30 N2 C3 C2 57.9(3) . . . . ?
N1 C2 C3 N2 73.0(3) . . . . ?
C30 N2 C4 O2 -90.4(3) . . . . ?
C3 N2 C4 O2 53.3(3) . . . . ?
C30 N2 C4 C17 35.2(3) . . . . ?
C3 N2 C4 C17 178.83(18) . . . . ?
C30 N2 C4 C23 155.9(2) . . . . ?
C3 N2 C4 C23 -60.4(2) . . . . ?
O1 O2 C4 N2 49.7(2) . . . . ?
O1 O2 C4 C17 -77.00(19) . . . . ?
O1 O2 C4 C23 169.93(15) . . . . ?
N1 C1 C5 C10 -129.8(2) . . . . ?
O1 C1 C5 C10 -2.4(3) . . . . ?
C11 C1 C5 C10 106.4(2) . . . . ?
N1 C1 C5 C6 55.1(3) . . . . ?
O1 C1 C5 C6 -177.5(2) . . . . ?
C11 C1 C5 C6 -68.7(3) . . . . ?
C10 C5 C6 C7 1.4(4) . . . . ?
C1 C5 C6 C7 176.7(3) . . . . ?
C5 C6 C7 C8 -1.3(5) . . . . ?
C6 C7 C8 C9 0.2(5) . . . . ?
C7 C8 C9 C10 0.7(5) . . . . ?
C6 C5 C10 C9 -0.5(4) . . . . ?
C1 C5 C10 C9 -175.7(2) . . . . ?
C8 C9 C10 C5 -0.5(4) . . . . ?
N1 C1 C11 C16 160.8(2) . . . . ?
O1 C1 C11 C16 38.8(3) . . . . ?
C5 C1 C11 C16 -76.4(3) . . . . ?
N1 C1 C11 C12 -23.5(3) . . . . ?
O1 C1 C11 C12 -145.5(2) . . . . ?
C5 C1 C11 C12 99.4(2) . . . . ?
C16 C11 C12 C13 -2.4(4) . . . . ?
C1 C11 C12 C13 -178.2(2) . . . . ?
C11 C12 C13 C14 1.3(4) . . . . ?
C12 C13 C14 C15 0.3(4) . . . . ?
C13 C14 C15 C16 -0.8(4) . . . . ?
C12 C11 C16 C15 1.9(4) . . . . ?
C1 C11 C16 C15 177.7(2) . . . . ?
C14 C15 C16 C11 -0.3(4) . . . . ?
N2 C4 C17 C18 -132.7(2) . . . . ?
O2 C4 C17 C18 -5.3(3) . . . . ?
C23 C4 C17 C18 103.8(2) . . . . ?
N2 C4 C17 C22 52.3(3) . . . . ?
O2 C4 C17 C22 179.7(2) . . . . ?
C23 C4 C17 C22 -71.2(3) . . . . ?
C22 C17 C18 C19 0.3(4) . . . . ?
C4 C17 C18 C19 -174.8(2) . . . . ?
C17 C18 C19 C20 -0.1(4) . . . . ?
C18 C19 C20 C21 -0.6(4) . . . . ?
C19 C20 C21 C22 1.2(4) . . . . ?
C20 C21 C22 C17 -1.0(4) . . . . ?
C18 C17 C22 C21 0.3(4) . . . . ?
C4 C17 C22 C21 175.4(2) . . . . ?
N2 C4 C23 C28 -27.7(3) . . . . ?
O2 C4 C23 C28 -148.9(2) . . . . ?
C17 C4 C23 C28 95.9(3) . . . . ?
N2 C4 C23 C24 157.6(2) . . . . ?
O2 C4 C23 C24 36.5(3) . . . . ?
C17 C4 C23 C24 -78.8(3) . . . . ?
C28 C23 C24 C25 0.3(4) . . . . ?
C4 C23 C24 C25 175.0(3) . . . . ?
C23 C24 C25 C26 0.1(5) . . . . ?
C24 C25 C26 C27 -0.2(5) . . . . ?
C25 C26 C27 C28 -0.2(5) . . . . ?
C26 C27 C28 C23 0.5(5) . . . . ?
C24 C23 C28 C27 -0.6(4) . . . . ?
C4 C23 C28 C27 -175.4(3) . . . . ?
C31 O3 O4 C34 130.59(17) . . . . ?
C59 N3 C31 O3 93.8(3) . . . . ?
C32 N3 C31 O3 -50.3(3) . . . . ?
C59 N3 C31 C35 -31.6(3) . . . . ?
C32 N3 C31 C35 -175.62(19) . . . . ?
C59 N3 C31 C41 -151.7(2) . . . . ?
C32 N3 C31 C41 64.2(3) . . . . ?
O4 O3 C31 N3 -52.7(2) . . . . ?
O4 O3 C31 C35 73.70(19) . . . . ?
O4 O3 C31 C41 -173.14(15) . . . . ?
C31 N3 C32 C33 90.0(3) . . . . ?
C59 N3 C32 C33 -56.2(3) . . . . ?
C34 N4 C33 C32 86.3(3) . . . . ?
C60 N4 C33 C32 -59.0(3) . . . . ?
N3 C32 C33 N4 -74.9(4) . . . . ?
C60 N4 C34 O4 90.1(3) . . . . ?
C33 N4 C34 O4 -53.1(3) . . . . ?
C60 N4 C34 C53 -35.3(3) . . . . ?
C33 N4 C34 C53 -178.52(18) . . . . ?
C60 N4 C34 C47 -156.8(2) . . . . ?
C33 N4 C34 C47 60.0(3) . . . . ?
O3 O4 C34 N4 -46.6(2) . . . . ?
O3 O4 C34 C53 79.72(19) . . . . ?
O3 O4 C34 C47 -167.11(15) . . . . ?
N3 C31 C35 C36 122.1(3) . . . . ?
O3 C31 C35 C36 -4.8(3) . . . . ?
C41 C31 C35 C36 -114.8(3) . . . . ?
N3 C31 C35 C40 -61.7(3) . . . . ?
O3 C31 C35 C40 171.4(2) . . . . ?
C41 C31 C35 C40 61.5(3) . . . . ?
C40 C35 C36 C37 0.4(4) . . . . ?
C31 C35 C36 C37 176.7(2) . . . . ?
C35 C36 C37 C38 -0.9(5) . . . . ?
C36 C37 C38 C39 1.5(5) . . . . ?
C37 C38 C39 C40 -1.7(5) . . . . ?
C38 C39 C40 C35 1.2(4) . . . . ?
C36 C35 C40 C39 -0.5(4) . . . . ?
C31 C35 C40 C39 -176.9(3) . . . . ?
N3 C31 C41 C42 -163.4(2) . . . . ?
O3 C31 C41 C42 -42.2(3) . . . . ?
C35 C31 C41 C42 73.4(3) . . . . ?
N3 C31 C41 C46 23.7(3) . . . . ?
O3 C31 C41 C46 144.9(2) . . . . ?
C35 C31 C41 C46 -99.5(3) . . . . ?
C46 C41 C42 C43 0.9(4) . . . . ?
C31 C41 C42 C43 -172.1(2) . . . . ?
C41 C42 C43 C44 -0.6(4) . . . . ?
C42 C43 C44 C45 -0.2(5) . . . . ?
C43 C44 C45 C46 0.7(5) . . . . ?
C44 C45 C46 C41 -0.3(5) . . . . ?
C42 C41 C46 C45 -0.5(4) . . . . ?
C31 C41 C46 C45 172.5(3) . . . . ?
N4 C34 C47 C52 -159.6(2) . . . . ?
O4 C34 C47 C52 -38.5(3) . . . . ?
C53 C34 C47 C52 76.6(3) . . . . ?
N4 C34 C47 C48 24.3(3) . . . . ?
O4 C34 C47 C48 145.4(2) . . . . ?
C53 C34 C47 C48 -99.4(2) . . . . ?
C52 C47 C48 C49 2.3(4) . . . . ?
C34 C47 C48 C49 178.5(2) . . . . ?
C47 C48 C49 C50 -1.1(4) . . . . ?
C48 C49 C50 C51 -0.3(5) . . . . ?
C49 C50 C51 C52 0.3(5) . . . . ?
C50 C51 C52 C47 1.0(5) . . . . ?
C48 C47 C52 C51 -2.2(4) . . . . ?
C34 C47 C52 C51 -178.5(3) . . . . ?
N4 C34 C53 C58 125.8(3) . . . . ?
O4 C34 C53 C58 -1.5(3) . . . . ?
C47 C34 C53 C58 -109.8(3) . . . . ?
N4 C34 C53 C54 -60.2(3) . . . . ?
O4 C34 C53 C54 172.5(2) . . . . ?
C47 C34 C53 C54 64.2(3) . . . . ?
C58 C53 C54 C55 -2.4(4) . . . . ?
C34 C53 C54 C55 -176.7(2) . . . . ?
C53 C54 C55 C56 0.4(4) . . . . ?
C54 C55 C56 C57 2.4(5) . . . . ?
C55 C56 C57 C58 -3.0(6) . . . . ?
C54 C53 C58 C57 1.8(5) . . . . ?
C34 C53 C58 C57 175.9(3) . . . . ?
C56 C57 C58 C53 0.9(6) . . . . ?
