#------------------------------------------------------------------------------
#$Date: 2024-12-16 19:33:52 +0200 (Mon, 16 Dec 2024) $
#$Revision: 296876 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/99/7129982.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_7129982
loop_
_publ_author_name
'Liu, Mohuizi'
'Xie, Lihua'
'Hou, Liuzhen'
'Lin, Lili'
'Feng, Xiaoming'
_publ_section_title
;
 Catalytic asymmetric transformation of nitrones and allenes to
 dihydropyridoindoles via chiral N,N′-dioxide/cobalt(ii) catalysis
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC01263D
_journal_year                    2022
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C28 H24 Br N O2'
_chemical_formula_sum            'C28 H24 Br N O2'
_chemical_formula_weight         486.39
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-12-21 deposited with the CCDC.	2022-04-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.468(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.505(3)
_cell_length_b                   8.2528(15)
_cell_length_c                   24.175(5)
_cell_measurement_reflns_used    7934
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.35
_cell_measurement_theta_min      2.39
_cell_volume                     2293.2(9)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT (Sheldrick 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker D8 Venture Photon II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0550
_diffrn_reflns_av_unetI/netI     0.0835
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            21338
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.414
_diffrn_reflns_theta_min         2.393
_exptl_absorpt_coefficient_mu    1.818
_exptl_absorpt_correction_T_max  0.9851
_exptl_absorpt_correction_T_min  0.6050
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_description       block
_exptl_crystal_F_000             1000
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Et2O, Hexane'
_exptl_crystal_size_max          0.511
_exptl_crystal_size_mid          0.165
_exptl_crystal_size_min          0.136
_refine_diff_density_max         0.726
_refine_diff_density_min         -0.977
_refine_diff_density_rms         0.078
_refine_ls_abs_structure_details
; 
 Flack x determined using 2722 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.032(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     581
_refine_ls_number_reflns         9150
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0428
_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)+(0.0413P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0943
_refine_ls_wR_factor_ref         0.1093
_reflns_Friedel_coverage         0.825
_reflns_Friedel_fraction_full    0.958
_reflns_Friedel_fraction_max     0.945
_reflns_number_gt                7256
_reflns_number_total             9150
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2cc01263d2.cif
_cod_data_source_block           pgh022
_cod_depositor_comments
;

2024-12-16
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C56 H48 Br2 N2 O4'
_cod_original_formula_weight         972.78
_cod_original_formula_moiety         '2(C28 H24 Br N O2)'
_cod_original_formula_units_Z            2
_cod_original_cell_volume        2293.3(8)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7129982
_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   0.457
_shelx_estimated_absorpt_t_max   0.790
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
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
Br1A Br 0.12875(7) 0.05922(7) 0.33419(3) 0.0455(2) Uani 1 1 d . . . . .
O1A O 0.5324(4) 0.7936(7) 0.28502(16) 0.0512(13) Uani 1 1 d . . . . .
O2A O 0.3423(4) 0.7469(6) 0.28665(15) 0.0380(11) Uani 1 1 d . . . . .
N1A N 0.6458(4) 0.8451(5) 0.40112(17) 0.0245(10) Uani 1 1 d . . . . .
C1A C 0.6812(5) 0.6870(7) 0.3870(2) 0.0242(12) Uani 1 1 d . . . . .
C2A C 0.6012(5) 0.5696(8) 0.38561(19) 0.0271(13) Uani 1 1 d . . . . .
H2A H 0.623597 0.462527 0.376339 0.032 Uiso 1 1 calc R U . . .
C3A C 0.4769(5) 0.6023(7) 0.3983(2) 0.0246(12) Uani 1 1 d . . . . .
H3A H 0.475080 0.613181 0.439436 0.030 Uiso 1 1 calc R U . . .
C4A C 0.4431(5) 0.7728(7) 0.3737(2) 0.0291(13) Uani 1 1 d . . . . .
H4A H 0.363396 0.803106 0.385089 0.035 Uiso 1 1 calc R U . . .
C5A C 0.4462(5) 0.7735(7) 0.3103(2) 0.0311(14) Uani 1 1 d . . . . .
C6A C 0.3374(6) 0.7400(10) 0.2259(2) 0.051(2) Uani 1 1 d . . . . .
H6AA H 0.386722 0.826345 0.210850 0.061 Uiso 1 1 calc R U . . .
H6AB H 0.366617 0.633964 0.213339 0.061 Uiso 1 1 calc R U . . .
C7A C 0.2164(6) 0.7623(9) 0.2064(3) 0.0501(19) Uani 1 1 d . . . . .
H7AA H 0.210243 0.748858 0.166129 0.075 Uiso 1 1 calc R U . . .
H7AB H 0.190507 0.871404 0.216163 0.075 Uiso 1 1 calc R U . . .
H7AC H 0.167347 0.681713 0.223908 0.075 Uiso 1 1 calc R U . . .
C11A C 0.8006(5) 0.6641(7) 0.3679(2) 0.0274(13) Uani 1 1 d . . . . .
C12A C 0.8460(5) 0.7687(8) 0.3295(2) 0.0331(15) Uani 1 1 d . . . . .
H12A H 0.802704 0.860705 0.316982 0.040 Uiso 1 1 calc R U . . .
C13A C 0.9558(6) 0.7380(9) 0.3092(2) 0.0402(17) Uani 1 1 d . . . . .
H13A H 0.986076 0.809349 0.282517 0.048 Uiso 1 1 calc R U . . .
C14A C 1.0199(6) 0.6093(10) 0.3266(3) 0.0507(19) Uani 1 1 d . . . . .
H14A H 1.095387 0.592497 0.313157 0.061 Uiso 1 1 calc R U . . .
C15A C 0.9749(6) 0.5018(9) 0.3641(3) 0.0519(19) Uani 1 1 d . . . . .
H15A H 1.019487 0.410495 0.376146 0.062 Uiso 1 1 calc R U . . .
C16A C 0.8649(5) 0.5268(8) 0.3844(2) 0.0380(16) Uani 1 1 d . . . . .
H16A H 0.833471 0.451100 0.409292 0.046 Uiso 1 1 calc R U . . .
C21A C 0.3949(5) 0.4669(7) 0.3824(2) 0.0284(13) Uani 1 1 d . . . . .
C22A C 0.3987(5) 0.3903(8) 0.3309(2) 0.0318(14) Uani 1 1 d . . . . .
H22A H 0.455966 0.421519 0.305764 0.038 Uiso 1 1 calc R U . . .
C23A C 0.3201(6) 0.2699(8) 0.3161(2) 0.0353(15) Uani 1 1 d . . . . .
H23A H 0.322176 0.219679 0.280830 0.042 Uiso 1 1 calc R U . . .
C24A C 0.2380(5) 0.2229(6) 0.3534(2) 0.0287(13) Uani 1 1 d . . . . .
C25A C 0.2349(5) 0.2949(7) 0.4052(2) 0.0291(13) Uani 1 1 d . . . . .
H25A H 0.180041 0.259782 0.430881 0.035 Uiso 1 1 calc R U . . .
C26A C 0.3116(5) 0.4174(6) 0.4190(2) 0.0258(12) Uani 1 1 d . . . . .
H26A H 0.307869 0.469026 0.453990 0.031 Uiso 1 1 calc R U . . .
C31A C 0.5293(5) 0.8904(7) 0.3975(2) 0.0244(13) Uani 1 1 d . . . . .
C32A C 0.5163(5) 1.0395(7) 0.4201(2) 0.0278(13) Uani 1 1 d . . . . .
H32A H 0.445727 1.098710 0.421928 0.033 Uiso 1 1 calc R U . . .
C33A C 0.6297(5) 1.0909(6) 0.4408(2) 0.0260(13) Uani 1 1 d . . . . .
C34A C 0.7091(5) 0.9669(7) 0.4288(2) 0.0263(13) Uani 1 1 d . . . . .
C35A C 0.8250(5) 0.9779(7) 0.4463(2) 0.0314(14) Uani 1 1 d . . . . .
H35A H 0.878827 0.894947 0.437975 0.038 Uiso 1 1 calc R U . . .
C36A C 0.8599(5) 1.1133(8) 0.4762(2) 0.0387(15) Uani 1 1 d . . . . .
H36A H 0.939169 1.121955 0.488554 0.046 Uiso 1 1 calc R U . . .
C37A C 0.7830(6) 1.2388(8) 0.4892(2) 0.0369(15) Uani 1 1 d . . . . .
C38A C 0.6684(6) 1.2270(7) 0.4713(2) 0.0319(14) Uani 1 1 d . . . . .
H38A H 0.615225 1.310788 0.479623 0.038 Uiso 1 1 calc R U . . .
C39A C 0.8264(7) 1.3773(8) 0.5249(3) 0.0478(19) Uani 1 1 d . . . . .
H39A H 0.894839 1.425774 0.508649 0.072 Uiso 1 1 calc R U . . .
H39B H 0.847476 1.337260 0.562103 0.072 Uiso 1 1 calc R U . . .
H39C H 0.765037 1.459173 0.527042 0.072 Uiso 1 1 calc R U . . .
Br1B Br 0.89669(5) -0.37823(7) 0.15730(2) 0.03536(17) Uani 1 1 d . . . . .
O1B O 0.5084(4) 0.3506(6) 0.21361(16) 0.0455(12) Uani 1 1 d . . . . .
O2B O 0.6985(3) 0.3294(5) 0.19937(14) 0.0340(10) Uani 1 1 d . . . . .
N1B N 0.3647(4) 0.3969(5) 0.10084(17) 0.0241(10) Uani 1 1 d . . . . .
C1B C 0.3298(5) 0.2401(7) 0.1176(2) 0.0247(12) Uani 1 1 d . . . . .
C2B C 0.4087(4) 0.1211(8) 0.11813(19) 0.0259(11) Uani 1 1 d . . . . .
H2B H 0.387512 0.015852 0.130049 0.031 Uiso 1 1 calc R U . . .
C3B C 0.5309(5) 0.1510(7) 0.1001(2) 0.0244(12) Uani 1 1 d . . . . .
H3B H 0.525625 0.156150 0.058752 0.029 Uiso 1 1 calc R U . . .
C4B C 0.5715(5) 0.3235(7) 0.1204(2) 0.0260(13) Uani 1 1 d . . . . .
H4B H 0.647120 0.349831 0.103562 0.031 Uiso 1 1 calc R U . . .
C5B C 0.5872(5) 0.3351(7) 0.1827(2) 0.0271(13) Uani 1 1 d . . . . .
C6B C 0.7263(6) 0.3533(8) 0.2581(2) 0.0381(16) Uani 1 1 d . . . . .
H6BA H 0.672067 0.433819 0.272989 0.046 Uiso 1 1 calc R U . . .
H6BB H 0.806226 0.396850 0.263038 0.046 Uiso 1 1 calc R U . . .
C7B C 0.7175(7) 0.1979(9) 0.2897(3) 0.057(2) Uani 1 1 d . . . . .
H7BA H 0.748325 0.213991 0.327735 0.086 Uiso 1 1 calc R U . . .
H7BB H 0.762689 0.113639 0.271798 0.086 Uiso 1 1 calc R U . . .
H7BC H 0.635850 0.164500 0.290261 0.086 Uiso 1 1 calc R U . . .
C11B C 0.2117(5) 0.2207(7) 0.1382(2) 0.0268(13) Uani 1 1 d . . . . .
C12B C 0.1719(5) 0.3188(8) 0.1797(2) 0.0343(14) Uani 1 1 d . . . . .
H12B H 0.220477 0.402269 0.194752 0.041 Uiso 1 1 calc R U . . .
C13B C 0.0605(6) 0.2965(9) 0.1997(3) 0.0427(17) Uani 1 1 d . . . . .
H13B H 0.034218 0.363634 0.228492 0.051 Uiso 1 1 calc R U . . .
C14B C -0.0099(6) 0.1787(9) 0.1777(3) 0.0500(19) Uani 1 1 d . . . . .
H14B H -0.086043 0.164911 0.190697 0.060 Uiso 1 1 calc R U . . .
C15B C 0.0286(6) 0.0806(9) 0.1373(3) 0.059(2) Uani 1 1 d . . . . .
H15B H -0.021087 -0.001781 0.122380 0.071 Uiso 1 1 calc R U . . .
C16B C 0.1395(6) 0.0988(8) 0.1175(3) 0.0449(17) Uani 1 1 d . . . . .
H16B H 0.165620 0.027644 0.089750 0.054 Uiso 1 1 calc R U . . .
C21B C 0.6159(5) 0.0176(6) 0.1149(2) 0.0231(12) Uani 1 1 d . . . . .
C22B C 0.6207(5) -0.0571(7) 0.1666(2) 0.0289(14) Uani 1 1 d . . . . .
H22B H 0.566939 -0.025992 0.193341 0.035 Uiso 1 1 calc R U . . .
C23B C 0.7022(5) -0.1755(7) 0.1796(2) 0.0297(13) Uani 1 1 d . . . . .
H23B H 0.704925 -0.224784 0.215172 0.036 Uiso 1 1 calc R U . . .
C24B C 0.7801(5) -0.2217(6) 0.1402(2) 0.0237(12) Uani 1 1 d . . . . .
C25B C 0.7764(5) -0.1500(7) 0.0881(2) 0.0271(13) Uani 1 1 d . . . . .
H25B H 0.829503 -0.182318 0.061146 0.033 Uiso 1 1 calc R U . . .
C26B C 0.6958(5) -0.0334(7) 0.0761(2) 0.0260(13) Uani 1 1 d . . . . .
H26B H 0.693463 0.015133 0.040390 0.031 Uiso 1 1 calc R U . . .
C31B C 0.4820(5) 0.4427(7) 0.1000(2) 0.0240(12) Uani 1 1 d . . . . .
C32B C 0.4909(5) 0.5913(6) 0.07681(19) 0.0253(13) Uani 1 1 d . . . . .
H32B H 0.560833 0.649932 0.072062 0.030 Uiso 1 1 calc R U . . .
C33B C 0.3768(5) 0.6435(7) 0.06088(19) 0.0253(12) Uani 1 1 d . . . . .
C34B C 0.2984(5) 0.5204(6) 0.0752(2) 0.0259(13) Uani 1 1 d . . . . .
C35B C 0.1801(5) 0.5306(7) 0.0617(2) 0.0279(13) Uani 1 1 d . . . . .
H35B H 0.127903 0.447957 0.072139 0.033 Uiso 1 1 calc R U . . .
C36B C 0.1412(5) 0.6648(8) 0.0326(2) 0.0348(15) Uani 1 1 d . . . . .
H36B H 0.060511 0.673516 0.022938 0.042 Uiso 1 1 calc R U . . .
C37B C 0.2164(6) 0.7906(7) 0.0165(2) 0.0340(15) Uani 1 1 d . . . . .
C38B C 0.3324(5) 0.7805(7) 0.0314(2) 0.0293(13) Uani 1 1 d . . . . .
H38B H 0.383491 0.865588 0.021875 0.035 Uiso 1 1 calc R U . . .
C39B C 0.1692(6) 0.9261(9) -0.0189(3) 0.0500(19) Uani 1 1 d . . . . .
H39D H 0.095190 0.963162 -0.004765 0.075 Uiso 1 1 calc R U . . .
H39E H 0.156467 0.887763 -0.057090 0.075 Uiso 1 1 calc R U . . .
H39F H 0.224840 1.015973 -0.018142 0.075 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'
Br Br -0.2901 2.4595 '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
C5A O2A C6A 115.7(5) . . ?
C31A N1A C34A 108.6(4) . . ?
C31A N1A C1A 121.3(5) . . ?
C34A N1A C1A 129.1(5) . . ?
C2A C1A N1A 118.1(5) . . ?
C2A C1A C11A 123.1(5) . . ?
N1A C1A C11A 118.3(5) . . ?
C1A C2A C3A 121.7(5) . . ?
C1A C2A H2A 119.1 . . ?
C3A C2A H2A 119.1 . . ?
C2A C3A C21A 114.1(5) . . ?
C2A C3A C4A 107.9(4) . . ?
C21A C3A C4A 115.3(4) . . ?
C2A C3A H3A 106.3 . . ?
C21A C3A H3A 106.3 . . ?
C4A C3A H3A 106.3 . . ?
C31A C4A C5A 109.8(5) . . ?
C31A C4A C3A 106.8(4) . . ?
C5A C4A C3A 111.4(5) . . ?
C31A C4A H4A 109.6 . . ?
C5A C4A H4A 109.6 . . ?
C3A C4A H4A 109.6 . . ?
O1A C5A O2A 123.8(5) . . ?
O1A C5A C4A 124.4(5) . . ?
O2A C5A C4A 111.8(5) . . ?
C7A C6A O2A 108.2(5) . . ?
C7A C6A H6AA 110.1 . . ?
O2A C6A H6AA 110.1 . . ?
C7A C6A H6AB 110.1 . . ?
O2A C6A H6AB 110.1 . . ?
H6AA C6A H6AB 108.4 . . ?
C6A C7A H7AA 109.5 . . ?
C6A C7A H7AB 109.5 . . ?
H7AA C7A H7AB 109.5 . . ?
C6A C7A H7AC 109.5 . . ?
H7AA C7A H7AC 109.5 . . ?
H7AB C7A H7AC 109.5 . . ?
C12A C11A C16A 119.0(6) . . ?
C12A C11A C1A 120.7(5) . . ?
C16A C11A C1A 120.0(5) . . ?
C11A C12A C13A 119.6(6) . . ?
C11A C12A H12A 120.2 . . ?
C13A C12A H12A 120.2 . . ?
C14A C13A C12A 121.5(7) . . ?
C14A C13A H13A 119.2 . . ?
C12A C13A H13A 119.2 . . ?
C13A C14A C15A 119.6(6) . . ?
C13A C14A H14A 120.2 . . ?
C15A C14A H14A 120.2 . . ?
C14A C15A C16A 120.4(7) . . ?
C14A C15A H15A 119.8 . . ?
C16A C15A H15A 119.8 . . ?
C15A C16A C11A 119.7(6) . . ?
C15A C16A H16A 120.1 . . ?
C11A C16A H16A 120.1 . . ?
C26A C21A C22A 118.8(5) . . ?
C26A C21A C3A 119.8(5) . . ?
C22A C21A C3A 121.3(5) . . ?
C23A C22A C21A 120.6(6) . . ?
C23A C22A H22A 119.7 . . ?
C21A C22A H22A 119.7 . . ?
C22A C23A C24A 119.4(5) . . ?
C22A C23A H23A 120.3 . . ?
C24A C23A H23A 120.3 . . ?
C25A C24A C23A 120.7(5) . . ?
C25A C24A Br1A 119.1(4) . . ?
C23A C24A Br1A 120.2(4) . . ?
C26A C25A C24A 119.6(5) . . ?
C26A C25A H25A 120.2 . . ?
C24A C25A H25A 120.2 . . ?
C25A C26A C21A 120.9(5) . . ?
C25A C26A H26A 119.6 . . ?
C21A C26A H26A 119.6 . . ?
C32A C31A N1A 109.9(5) . . ?
C32A C31A C4A 131.6(6) . . ?
N1A C31A C4A 118.4(5) . . ?
C31A C32A C33A 107.0(5) . . ?
C31A C32A H32A 126.5 . . ?
C33A C32A H32A 126.5 . . ?
C38A C33A C34A 119.6(5) . . ?
C38A C33A C32A 132.8(5) . . ?
C34A C33A C32A 107.5(5) . . ?
C35A C34A N1A 132.0(5) . . ?
C35A C34A C33A 120.9(5) . . ?
N1A C34A C33A 107.0(5) . . ?
C36A C35A C34A 117.8(6) . . ?
C36A C35A H35A 121.1 . . ?
C34A C35A H35A 121.1 . . ?
C35A C36A C37A 122.8(6) . . ?
C35A C36A H36A 118.6 . . ?
C37A C36A H36A 118.6 . . ?
C38A C37A C36A 118.9(6) . . ?
C38A C37A C39A 121.6(6) . . ?
C36A C37A C39A 119.4(6) . . ?
C37A C38A C33A 120.0(6) . . ?
C37A C38A H38A 120.0 . . ?
C33A C38A H38A 120.0 . . ?
C37A C39A H39A 109.5 . . ?
C37A C39A H39B 109.5 . . ?
H39A C39A H39B 109.5 . . ?
C37A C39A H39C 109.5 . . ?
H39A C39A H39C 109.5 . . ?
H39B C39A H39C 109.5 . . ?
C5B O2B C6B 117.4(5) . . ?
C34B N1B C31B 107.7(4) . . ?
C34B N1B C1B 129.4(5) . . ?
C31B N1B C1B 122.3(5) . . ?
C2B C1B N1B 118.2(5) . . ?
C2B C1B C11B 123.5(5) . . ?
N1B C1B C11B 118.1(5) . . ?
C1B C2B C3B 121.1(6) . . ?
C1B C2B H2B 119.4 . . ?
C3B C2B H2B 119.4 . . ?
C21B C3B C2B 114.6(5) . . ?
C21B C3B C4B 114.0(4) . . ?
C2B C3B C4B 109.1(5) . . ?
C21B C3B H3B 106.2 . . ?
C2B C3B H3B 106.2 . . ?
C4B C3B H3B 106.2 . . ?
C31B C4B C5B 109.8(5) . . ?
C31B C4B C3B 107.6(4) . . ?
C5B C4B C3B 112.9(5) . . ?
C31B C4B H4B 108.8 . . ?
C5B C4B H4B 108.8 . . ?
C3B C4B H4B 108.8 . . ?
O1B C5B O2B 123.9(5) . . ?
O1B C5B C4B 124.2(5) . . ?
O2B C5B C4B 111.9(5) . . ?
O2B C6B C7B 111.4(5) . . ?
O2B C6B H6BA 109.3 . . ?
C7B C6B H6BA 109.3 . . ?
O2B C6B H6BB 109.3 . . ?
C7B C6B H6BB 109.3 . . ?
H6BA C6B H6BB 108.0 . . ?
C6B C7B H7BA 109.5 . . ?
C6B C7B H7BB 109.5 . . ?
H7BA C7B H7BB 109.5 . . ?
C6B C7B H7BC 109.5 . . ?
H7BA C7B H7BC 109.5 . . ?
H7BB C7B H7BC 109.5 . . ?
C12B C11B C16B 118.4(6) . . ?
C12B C11B C1B 121.3(5) . . ?
C16B C11B C1B 120.3(5) . . ?
C11B C12B C13B 120.6(6) . . ?
C11B C12B H12B 119.7 . . ?
C13B C12B H12B 119.7 . . ?
C14B C13B C12B 119.9(7) . . ?
C14B C13B H13B 120.1 . . ?
C12B C13B H13B 120.1 . . ?
C15B C14B C13B 120.0(7) . . ?
C15B C14B H14B 120.0 . . ?
C13B C14B H14B 120.0 . . ?
C14B C15B C16B 121.1(7) . . ?
C14B C15B H15B 119.4 . . ?
C16B C15B H15B 119.4 . . ?
C11B C16B C15B 119.9(6) . . ?
C11B C16B H16B 120.0 . . ?
C15B C16B H16B 120.0 . . ?
C22B C21B C26B 117.7(5) . . ?
C22B C21B C3B 122.4(5) . . ?
C26B C21B C3B 119.9(5) . . ?
C23B C22B C21B 121.2(5) . . ?
C23B C22B H22B 119.4 . . ?
C21B C22B H22B 119.4 . . ?
C22B C23B C24B 119.3(5) . . ?
C22B C23B H23B 120.4 . . ?
C24B C23B H23B 120.4 . . ?
C23B C24B C25B 120.6(5) . . ?
C23B C24B Br1B 120.6(4) . . ?
C25B C24B Br1B 118.8(4) . . ?
C26B C25B C24B 119.3(5) . . ?
C26B C25B H25B 120.4 . . ?
C24B C25B H25B 120.4 . . ?
C25B C26B C21B 121.9(5) . . ?
C25B C26B H26B 119.0 . . ?
C21B C26B H26B 119.0 . . ?
C32B C31B N1B 109.9(5) . . ?
C32B C31B C4B 132.1(5) . . ?
N1B C31B C4B 117.9(5) . . ?
C31B C32B C33B 107.5(5) . . ?
C31B C32B H32B 126.2 . . ?
C33B C32B H32B 126.2 . . ?
C34B C33B C32B 108.0(5) . . ?
C34B C33B C38B 118.5(5) . . ?
C32B C33B C38B 133.3(5) . . ?
C35B C34B N1B 131.1(5) . . ?
C35B C34B C33B 121.9(5) . . ?
N1B C34B C33B 106.9(5) . . ?
C36B C35B C34B 117.6(5) . . ?
C36B C35B H35B 121.2 . . ?
C34B C35B H35B 121.2 . . ?
C35B C36B C37B 122.7(6) . . ?
C35B C36B H36B 118.6 . . ?
C37B C36B H36B 118.6 . . ?
C38B C37B C36B 118.9(5) . . ?
C38B C37B C39B 121.5(6) . . ?
C36B C37B C39B 119.6(6) . . ?
C37B C38B C33B 120.4(6) . . ?
C37B C38B H38B 119.8 . . ?
C33B C38B H38B 119.8 . . ?
C37B C39B H39D 109.5 . . ?
C37B C39B H39E 109.5 . . ?
H39D C39B H39E 109.5 . . ?
C37B C39B H39F 109.5 . . ?
H39D C39B H39F 109.5 . . ?
H39E C39B H39F 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
Br1A C24A 1.890(5) . ?
O1A C5A 1.198(7) . ?
O2A C5A 1.322(7) . ?
O2A C6A 1.467(6) . ?
N1A C31A 1.391(7) . ?
N1A C34A 1.395(7) . ?
N1A C1A 1.413(7) . ?
C1A C2A 1.336(8) . ?
C1A C11A 1.481(8) . ?
C2A C3A 1.499(7) . ?
C2A H2A 0.9500 . ?
C3A C21A 1.503(8) . ?
C3A C4A 1.570(8) . ?
C3A H3A 1.0000 . ?
C4A C31A 1.485(8) . ?
C4A C5A 1.536(7) . ?
C4A H4A 1.0000 . ?
C6A C7A 1.463(8) . ?
C6A H6AA 0.9900 . ?
C6A H6AB 0.9900 . ?
C7A H7AA 0.9800 . ?
C7A H7AB 0.9800 . ?
C7A H7AC 0.9800 . ?
C11A C12A 1.386(8) . ?
C11A C16A 1.401(8) . ?
C12A C13A 1.398(9) . ?
C12A H12A 0.9500 . ?
C13A C14A 1.350(10) . ?
C13A H13A 0.9500 . ?
C14A C15A 1.385(10) . ?
C14A H14A 0.9500 . ?
C15A C16A 1.393(9) . ?
C15A H15A 0.9500 . ?
C16A H16A 0.9500 . ?
C21A C26A 1.393(8) . ?
C21A C22A 1.400(7) . ?
C22A C23A 1.379(8) . ?
C22A H22A 0.9500 . ?
C23A C24A 1.390(8) . ?
C23A H23A 0.9500 . ?
C24A C25A 1.386(7) . ?
C25A C26A 1.374(8) . ?
C25A H25A 0.9500 . ?
C26A H26A 0.9500 . ?
C31A C32A 1.358(8) . ?
C32A C33A 1.441(8) . ?
C32A H32A 0.9500 . ?
C33A C38A 1.406(8) . ?
C33A C34A 1.410(8) . ?
C34A C35A 1.385(7) . ?
C35A C36A 1.381(8) . ?
C35A H35A 0.9500 . ?
C36A C37A 1.406(9) . ?
C36A H36A 0.9500 . ?
C37A C38A 1.374(8) . ?
C37A C39A 1.504(8) . ?
C38A H38A 0.9500 . ?
C39A H39A 0.9800 . ?
C39A H39B 0.9800 . ?
C39A H39C 0.9800 . ?
Br1B C24B 1.895(5) . ?
O1B C5B 1.206(7) . ?
O2B C5B 1.327(7) . ?
O2B C6B 1.455(6) . ?
N1B C34B 1.401(7) . ?
N1B C31B 1.402(7) . ?
N1B C1B 1.420(7) . ?
C1B C2B 1.337(8) . ?
C1B C11B 1.476(8) . ?
C2B C3B 1.510(7) . ?
C2B H2B 0.9500 . ?
C3B C21B 1.506(7) . ?
C3B C4B 1.570(8) . ?
C3B H3B 1.0000 . ?
C4B C31B 1.493(8) . ?
C4B C5B 1.513(7) . ?
C4B H4B 1.0000 . ?
C6B C7B 1.499(9) . ?
C6B H6BA 0.9900 . ?
C6B H6BB 0.9900 . ?
C7B H7BA 0.9800 . ?
C7B H7BB 0.9800 . ?
C7B H7BC 0.9800 . ?
C11B C12B 1.382(8) . ?
C11B C16B 1.385(8) . ?
C12B C13B 1.401(9) . ?
C12B H12B 0.9500 . ?
C13B C14B 1.358(9) . ?
C13B H13B 0.9500 . ?
C14B C15B 1.357(10) . ?
C14B H14B 0.9500 . ?
C15B C16B 1.390(9) . ?
C15B H15B 0.9500 . ?
C16B H16B 0.9500 . ?
C21B C22B 1.392(7) . ?
C21B C26B 1.406(7) . ?
C22B C23B 1.381(8) . ?
C22B H22B 0.9500 . ?
C23B C24B 1.389(8) . ?
C23B H23B 0.9500 . ?
C24B C25B 1.392(7) . ?
C25B C26B 1.359(8) . ?
C25B H25B 0.9500 . ?
C26B H26B 0.9500 . ?
C31B C32B 1.354(8) . ?
C32B C33B 1.419(7) . ?
C32B H32B 0.9500 . ?
C33B C34B 1.411(8) . ?
C33B C38B 1.420(8) . ?
C34B C35B 1.389(7) . ?
C35B C36B 1.377(8) . ?
C35B H35B 0.9500 . ?
C36B C37B 1.417(9) . ?
C36B H36B 0.9500 . ?
C37B C38B 1.370(8) . ?
C37B C39B 1.496(8) . ?
C38B H38B 0.9500 . ?
C39B H39D 0.9800 . ?
C39B H39E 0.9800 . ?
C39B H39F 0.9800 . ?
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
C31A N1A C1A C2A -19.1(7) . . . . ?
C34A N1A C1A C2A 148.3(5) . . . . ?
C31A N1A C1A C11A 153.4(5) . . . . ?
C34A N1A C1A C11A -39.2(8) . . . . ?
N1A C1A C2A C3A 0.2(7) . . . . ?
C11A C1A C2A C3A -171.9(5) . . . . ?
C1A C2A C3A C21A 166.9(5) . . . . ?
C1A C2A C3A C4A 37.4(6) . . . . ?
C2A C3A C4A C31A -55.3(5) . . . . ?
C21A C3A C4A C31A 175.9(5) . . . . ?
C2A C3A C4A C5A 64.6(6) . . . . ?
C21A C3A C4A C5A -64.2(6) . . . . ?
C6A O2A C5A O1A 1.0(10) . . . . ?
C6A O2A C5A C4A -178.1(5) . . . . ?
C31A C4A C5A O1A 34.6(9) . . . . ?
C3A C4A C5A O1A -83.5(8) . . . . ?
C31A C4A C5A O2A -146.3(5) . . . . ?
C3A C4A C5A O2A 95.6(6) . . . . ?
C5A O2A C6A C7A -162.1(6) . . . . ?
C2A C1A C11A C12A 127.1(6) . . . . ?
N1A C1A C11A C12A -45.0(7) . . . . ?
C2A C1A C11A C16A -46.7(8) . . . . ?
N1A C1A C11A C16A 141.3(5) . . . . ?
C16A C11A C12A C13A -1.8(8) . . . . ?
C1A C11A C12A C13A -175.6(5) . . . . ?
C11A C12A C13A C14A -0.8(9) . . . . ?
C12A C13A C14A C15A 2.0(10) . . . . ?
C13A C14A C15A C16A -0.7(11) . . . . ?
C14A C15A C16A C11A -1.8(10) . . . . ?
C12A C11A C16A C15A 3.0(9) . . . . ?
C1A C11A C16A C15A 176.9(6) . . . . ?
C2A C3A C21A C26A 135.2(5) . . . . ?
C4A C3A C21A C26A -99.1(6) . . . . ?
C2A C3A C21A C22A -46.0(7) . . . . ?
C4A C3A C21A C22A 79.7(7) . . . . ?
C26A C21A C22A C23A 1.1(9) . . . . ?
C3A C21A C22A C23A -177.7(5) . . . . ?
C21A C22A C23A C24A -1.1(9) . . . . ?
C22A C23A C24A C25A -0.4(9) . . . . ?
C22A C23A C24A Br1A 179.6(5) . . . . ?
C23A C24A C25A C26A 2.0(9) . . . . ?
Br1A C24A C25A C26A -178.1(4) . . . . ?
C24A C25A C26A C21A -2.0(8) . . . . ?
C22A C21A C26A C25A 0.4(9) . . . . ?
C3A C21A C26A C25A 179.3(5) . . . . ?
C34A N1A C31A C32A 2.2(6) . . . . ?
C1A N1A C31A C32A 171.9(5) . . . . ?
C34A N1A C31A C4A -174.9(4) . . . . ?
C1A N1A C31A C4A -5.2(7) . . . . ?
C5A C4A C31A C32A 105.0(7) . . . . ?
C3A C4A C31A C32A -134.1(6) . . . . ?
C5A C4A C31A N1A -78.8(6) . . . . ?
C3A C4A C31A N1A 42.1(6) . . . . ?
N1A C31A C32A C33A -1.7(6) . . . . ?
C4A C31A C32A C33A 174.8(5) . . . . ?
C31A C32A C33A C38A -174.8(6) . . . . ?
C31A C32A C33A C34A 0.6(6) . . . . ?
C31A N1A C34A C35A 175.3(6) . . . . ?
C1A N1A C34A C35A 6.7(9) . . . . ?
C31A N1A C34A C33A -1.7(6) . . . . ?
C1A N1A C34A C33A -170.3(5) . . . . ?
C38A C33A C34A C35A -0.6(8) . . . . ?
C32A C33A C34A C35A -176.7(5) . . . . ?
C38A C33A C34A N1A 176.8(4) . . . . ?
C32A C33A C34A N1A 0.7(6) . . . . ?
N1A C34A C35A C36A -176.1(5) . . . . ?
C33A C34A C35A C36A 0.6(8) . . . . ?
C34A C35A C36A C37A -0.2(9) . . . . ?
C35A C36A C37A C38A -0.1(9) . . . . ?
C35A C36A C37A C39A 176.3(5) . . . . ?
C36A C37A C38A C33A 0.2(8) . . . . ?
C39A C37A C38A C33A -176.2(5) . . . . ?
C34A C33A C38A C37A 0.2(8) . . . . ?
C32A C33A C38A C37A 175.1(5) . . . . ?
C34B N1B C1B C2B 150.9(5) . . . . ?
C31B N1B C1B C2B -18.3(7) . . . . ?
C34B N1B C1B C11B -34.4(8) . . . . ?
C31B N1B C1B C11B 156.4(5) . . . . ?
N1B C1B C2B C3B -1.4(7) . . . . ?
C11B C1B C2B C3B -175.8(5) . . . . ?
C1B C2B C3B C21B 167.0(5) . . . . ?
C1B C2B C3B C4B 37.8(6) . . . . ?
C21B C3B C4B C31B 176.8(4) . . . . ?
C2B C3B C4B C31B -53.7(5) . . . . ?
C21B C3B C4B C5B -61.9(6) . . . . ?
C2B C3B C4B C5B 67.6(6) . . . . ?
C6B O2B C5B O1B -3.9(9) . . . . ?
C6B O2B C5B C4B 174.9(5) . . . . ?
C31B C4B C5B O1B 41.5(8) . . . . ?
C3B C4B C5B O1B -78.5(7) . . . . ?
C31B C4B C5B O2B -137.2(5) . . . . ?
C3B C4B C5B O2B 102.7(5) . . . . ?
C5B O2B C6B C7B 85.3(7) . . . . ?
C2B C1B C11B C12B 122.5(6) . . . . ?
N1B C1B C11B C12B -51.8(7) . . . . ?
C2B C1B C11B C16B -55.2(8) . . . . ?
N1B C1B C11B C16B 130.5(6) . . . . ?
C16B C11B C12B C13B -0.8(9) . . . . ?
C1B C11B C12B C13B -178.5(6) . . . . ?
C11B C12B C13B C14B -0.8(10) . . . . ?
C12B C13B C14B C15B 1.4(10) . . . . ?
C13B C14B C15B C16B -0.3(11) . . . . ?
C12B C11B C16B C15B 1.8(9) . . . . ?
C1B C11B C16B C15B 179.6(6) . . . . ?
C14B C15B C16B C11B -1.3(11) . . . . ?
C2B C3B C21B C22B -43.9(7) . . . . ?
C4B C3B C21B C22B 82.8(7) . . . . ?
C2B C3B C21B C26B 137.4(5) . . . . ?
C4B C3B C21B C26B -96.0(6) . . . . ?
C26B C21B C22B C23B 0.9(8) . . . . ?
C3B C21B C22B C23B -177.8(5) . . . . ?
C21B C22B C23B C24B -0.5(9) . . . . ?
C22B C23B C24B C25B -0.1(8) . . . . ?
C22B C23B C24B Br1B 177.8(4) . . . . ?
C23B C24B C25B C26B 0.3(8) . . . . ?
Br1B C24B C25B C26B -177.6(4) . . . . ?
C24B C25B C26B C21B 0.1(8) . . . . ?
C22B C21B C26B C25B -0.7(8) . . . . ?
C3B C21B C26B C25B 178.1(5) . . . . ?
C34B N1B C31B C32B 2.2(6) . . . . ?
C1B N1B C31B C32B 173.4(5) . . . . ?
C34B N1B C31B C4B -174.5(4) . . . . ?
C1B N1B C31B C4B -3.2(7) . . . . ?
C5B C4B C31B C32B 99.9(7) . . . . ?
C3B C4B C31B C32B -136.8(6) . . . . ?
C5B C4B C31B N1B -84.3(6) . . . . ?
C3B C4B C31B N1B 38.9(6) . . . . ?
N1B C31B C32B C33B -1.2(6) . . . . ?
C4B C31B C32B C33B 174.8(5) . . . . ?
C31B C32B C33B C34B -0.1(6) . . . . ?
C31B C32B C33B C38B -174.4(5) . . . . ?
C31B N1B C34B C35B 174.7(5) . . . . ?
C1B N1B C34B C35B 4.2(9) . . . . ?
C31B N1B C34B C33B -2.2(5) . . . . ?
C1B N1B C34B C33B -172.6(5) . . . . ?
C32B C33B C34B C35B -175.7(5) . . . . ?
C38B C33B C34B C35B -0.5(8) . . . . ?
C32B C33B C34B N1B 1.4(6) . . . . ?
C38B C33B C34B N1B 176.7(4) . . . . ?
N1B C34B C35B C36B -175.3(5) . . . . ?
C33B C34B C35B C36B 1.1(8) . . . . ?
C34B C35B C36B C37B -0.2(8) . . . . ?
C35B C36B C37B C38B -1.4(9) . . . . ?
C35B C36B C37B C39B 175.1(5) . . . . ?
C36B C37B C38B C33B 2.0(8) . . . . ?
C39B C37B C38B C33B -174.5(5) . . . . ?
C34B C33B C38B C37B -1.1(8) . . . . ?
C32B C33B C38B C37B 172.6(5) . . . . ?
