#------------------------------------------------------------------------------
#$Date: 2024-07-05 17:04:20 +0200 (Fri 05 de Jul de 2024) $
#$Revision: 292912 $
#$URL: svn://www.crystallography.net/cod/cif/1/57/14/1571406.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_1571406
loop_
_publ_author_name
'Wang, Zhuoer'
'Cao, Zhaozhen'
'Hao, Aiyou'
'Xing, Pengyao'
_publ_section_title
;
 Pnictogen bonding in imide derivatives for chiral folding and
 self-assembly.
;
_journal_issue                   18
_journal_name_full               'Chemical science'
_journal_page_first              6924
_journal_page_last               6933
_journal_paper_doi               10.1039/d4sc00554f
_journal_volume                  15
_journal_year                    2024
_chemical_absolute_configuration rm
_chemical_formula_moiety         '2(C17 H14 Br N O3)'
_chemical_formula_sum            'C34 H28 Br2 N3 O6'
_chemical_formula_weight         734.41
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-07-09
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2023-11-22 deposited with the CCDC.	2024-04-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.3065(3)
_cell_length_b                   13.7236(4)
_cell_length_c                   34.6883(12)
_cell_measurement_reflns_used    4826
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      71.9230
_cell_measurement_theta_min      3.4350
_cell_volume                     3002.2(2)
_computing_cell_refinement       'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    107.00 172.00   1.00    1.69    --  105.98 100.00  -7.00   65
  2  ω     33.00  68.00   1.00    1.69    --  105.98 -61.00 150.00   35
  3  ω     38.00 128.00   1.00    1.69    --  105.98 -88.00 143.00   90
  4  ω     34.00  95.00   1.00    1.69    --  105.98 -77.00  60.00   61
  5  ω    -20.00  76.00   1.00    0.18    --   48.21 -88.00 143.00   96
  6  ω    -24.00  29.00   1.00    0.18    --   48.21 -42.00 -14.00   53
  7  ω   -120.00 -90.00   1.00    0.18    --  -48.21-125.00  60.00   30
  8  ω   -159.00 -89.00   1.00    1.69    --  -91.75 -94.00 -90.00   70
  9  ω   -154.00-117.00   1.00    1.69    --  -91.75 -42.00 -14.00   37
 10  ω   -109.00 -82.00   1.00    1.69    --  -91.75 -42.00 -14.00   27
 11  ω    -68.00 -20.00   1.00    1.69    --  -91.75  61.00 -90.00   48
 12  ω    -46.00 -20.00   1.00    1.69    --  -91.75  42.00 137.00   26
 13  ω   -120.00 -85.00   1.00    1.69    --  -91.75 -30.00 150.00   35
 14  ω   -166.00-135.00   1.00    1.69    --  -91.75 -30.00 150.00   31
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.2049275000
_diffrn_orient_matrix_UB_12      0.0541201000
_diffrn_orient_matrix_UB_13      0.0112649000
_diffrn_orient_matrix_UB_21      0.0806035000
_diffrn_orient_matrix_UB_22      -0.0921661000
_diffrn_orient_matrix_UB_23      0.0206292000
_diffrn_orient_matrix_UB_31      0.1057577000
_diffrn_orient_matrix_UB_32      -0.0343029000
_diffrn_orient_matrix_UB_33      -0.0376831000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0729
_diffrn_reflns_av_unetI/netI     0.0834
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            14764
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.921
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.629
_diffrn_reflns_theta_min         3.463
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.866
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36350
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.119a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.625
_exptl_crystal_description       block
_exptl_crystal_F_000             1484
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_refine_diff_density_max         3.088
_refine_diff_density_min         -1.268
_refine_diff_density_rms         0.202
_refine_ls_abs_structure_details
;
 Flack x determined using 1562 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(2)
_refine_ls_extinction_coef       0.0047(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.546
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     400
_refine_ls_number_reflns         5795
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.546
_refine_ls_R_factor_all          0.1362
_refine_ls_R_factor_gt           0.1254
_refine_ls_shift/su_max          0.082
_refine_ls_shift/su_mean         0.008
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3595
_refine_ls_wR_factor_ref         0.3757
_reflns_Friedel_coverage         0.687
_reflns_Friedel_fraction_full    0.977
_reflns_Friedel_fraction_max     0.881
_reflns_number_gt                4878
_reflns_number_total             5795
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc00554f2.cif
_cod_data_source_block           20220525wzec_auto
_cod_depositor_comments
'Adding full bibliography for 1571402--1571406.cif.'
_cod_database_code               1571406
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         CONBr
_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.
;
_reflns_odcompleteness_completeness 99.33
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C32(H32), C10(H10)
2.b Secondary CH2 refined with riding coordinates:
 C35(H35A,H35B), C33(H33A,H33B), C11(H11A,H11B), C13(H13A,H13B)
2.c Aromatic/amide H refined with riding coordinates:
 C29(H29), C45(H45), C26(H26), C4(H4), C6(H6), C7(H7), C20(H20), C44(H44),
 C28(H28), C41(H41), C43(H43), C22(H22), C42(H42), C18(H18), C21(H21), C19(H19)
2.d Idealised tetrahedral OH refined as rotating group:
 O34(H34), O12(H12)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.877
_oxdiff_exptl_absorpt_empirical_full_min 0.600
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -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
Br14 Br -0.3478(4) 0.22548(13) 0.27253(6) 0.0827(8) Uani 1 1 d . . . . .
Br36 Br 1.2990(5) 1.16225(18) 0.47569(7) 0.0953(9) Uani 1 1 d . . . . .
N23 N 0.7978(19) 0.9392(7) 0.3404(3) 0.046(2) Uani 1 1 d . . . . .
O15 O 0.462(2) 0.3423(9) 0.4043(4) 0.079(4) Uani 1 1 d . . . . .
O37 O 0.5053(19) 1.0405(9) 0.3419(3) 0.061(3) Uani 1 1 d . . . . .
O38 O 1.111(2) 0.8637(8) 0.3563(4) 0.075(3) Uani 1 1 d . . . . .
N1 N 0.168(3) 0.4431(9) 0.4082(5) 0.078(5) Uani 1 1 d . . . . .
O16 O -0.1528(18) 0.5159(8) 0.3921(7) 0.115(7) Uani 1 1 d . . . . .
C46 C 0.990(3) 1.0128(10) 0.3887(4) 0.055(3) Uani 1 1 d . . . . .
C31 C 0.678(3) 1.0196(9) 0.3539(4) 0.061(4) Uani 1 1 d . . . . .
C9 C 0.280(3) 0.3648(11) 0.3926(6) 0.078(6) Uani 1 1 d . . . . .
C40 C 0.910(3) 0.9235(9) 0.2545(4) 0.057(4) Uani 1 1 d . . . . .
C24 C 0.981(2) 0.9299(10) 0.3614(4) 0.051(3) Uani 1 1 d . . . . .
C32 C 0.708(3) 0.8668(10) 0.3145(3) 0.054(3) Uani 1 1 d . . . . .
H32 H 0.577706 0.896548 0.302852 0.065 Uiso 1 1 calc R U . . .
C29 C 0.777(3) 1.1508(10) 0.4074(4) 0.065(4) Uani 1 1 d . . . . .
H29 H 0.654504 1.190294 0.404109 0.078 Uiso 1 1 calc R U . . .
C45 C 0.765(3) 0.9541(10) 0.2284(4) 0.060(4) Uani 1 1 d . . . . .
H45 H 0.630828 0.922468 0.227511 0.072 Uiso 1 1 calc R U . . .
C26 C 1.154(3) 1.0399(11) 0.4159(5) 0.061(3) Uani 1 1 d . . . . .
H26 H 1.281618 1.004514 0.419713 0.073 Uiso 1 1 calc R U . . .
C8 C 0.143(3) 0.3175(11) 0.3646(4) 0.064(5) Uani 1 1 d . . . . .
C30 C 0.803(3) 1.0671(8) 0.3840(4) 0.053(3) Uani 1 1 d . . . . .
C4 C -0.200(3) 0.3436(10) 0.3333(7) 0.088(8) Uani 1 1 d . . . . .
H4 H -0.331020 0.376923 0.330823 0.106 Uiso 1 1 calc R U . . .
C10 C 0.237(2) 0.5212(9) 0.4322(7) 0.075(5) Uani 1 1 d . . . . .
H10 H 0.107650 0.548391 0.444781 0.090 Uiso 1 1 calc R U . . .
C3 C -0.034(3) 0.3695(10) 0.3606(6) 0.069(5) Uani 1 1 d . . . . .
C6 C 0.039(4) 0.2097(12) 0.3150(6) 0.073(5) Uani 1 1 d . . . . .
H6 H 0.059185 0.153740 0.299227 0.087 Uiso 1 1 calc R U . . .
C35 C 0.853(3) 0.8373(10) 0.2810(5) 0.068(4) Uani 1 1 d . . . . .
H35A H 0.781539 0.786268 0.265506 0.081 Uiso 1 1 calc R U . . .
H35B H 0.985048 0.809025 0.291524 0.081 Uiso 1 1 calc R U . . .
O34 O 0.511(3) 0.8038(13) 0.3703(5) 0.098(5) Uani 1 1 d . . . . .
H34 H 0.401915 0.834213 0.363158 0.147 Uiso 1 1 calc R U . . .
C5 C -0.142(3) 0.2655(10) 0.3121(5) 0.081(6) Uani 1 1 d . . . . .
C7 C 0.182(4) 0.2363(11) 0.3401(6) 0.079(7) Uani 1 1 d . . . . .
H7 H 0.312232 0.201478 0.341986 0.095 Uiso 1 1 calc R U . . .
C2 C -0.028(3) 0.4512(11) 0.3878(7) 0.075(5) Uani 1 1 d . . . . .
C27 C 1.101(4) 1.1240(12) 0.4355(5) 0.075(5) Uani 1 1 d . . . . .
C33 C 0.635(3) 0.7792(14) 0.3376(5) 0.073(5) Uani 1 1 d . . . . .
H33A H 0.551275 0.735825 0.320635 0.088 Uiso 1 1 calc R U . . .
H33B H 0.761391 0.742394 0.346292 0.088 Uiso 1 1 calc R U . . .
C20 C 0.434(4) 0.7104(13) 0.5528(8) 0.091(6) Uani 1 1 d . . . . .
H20 H 0.449450 0.763677 0.570074 0.109 Uiso 1 1 calc R U . . .
C44 C 0.803(4) 1.0283(12) 0.2035(5) 0.083(6) Uani 1 1 d . . . . .
H44 H 0.698296 1.049595 0.185686 0.099 Uiso 1 1 calc R U . . .
O12 O 0.470(3) 0.563(2) 0.3737(5) 0.122(7) Uani 1 1 d . . . . .
H12 H 0.591284 0.586883 0.376407 0.183 Uiso 1 1 calc R U . . .
C11 C 0.325(4) 0.6095(16) 0.3998(9) 0.136(14) Uani 1 1 d . . . . .
H11A H 0.203739 0.637326 0.385432 0.163 Uiso 1 1 calc R U . . .
H11B H 0.397641 0.662917 0.413735 0.163 Uiso 1 1 calc R U . . .
C28 C 0.923(3) 1.1759(12) 0.4342(4) 0.066(4) Uani 1 1 d . . . . .
H28 H 0.898720 1.228555 0.451466 0.079 Uiso 1 1 calc R U . . .
C41 C 1.103(3) 0.9702(13) 0.2562(7) 0.080(5) Uani 1 1 d . . . . .
H41 H 1.203116 0.951118 0.275166 0.096 Uiso 1 1 calc R U . . .
C43 C 0.995(6) 1.0702(15) 0.2052(7) 0.097(9) Uani 1 1 d . . . . .
H43 H 1.025160 1.121241 0.187524 0.117 Uiso 1 1 calc R U . . .
C17 C 0.394(3) 0.5585(12) 0.4952(8) 0.087(6) Uani 1 1 d . . . . .
C22 C 0.588(4) 0.6144(15) 0.5013(12) 0.120(12) Uani 1 1 d . . . . .
H22 H 0.710863 0.603017 0.486066 0.144 Uiso 1 1 calc R U . . .
C42 C 1.153(5) 1.0436(16) 0.2310(9) 0.105(10) Uani 1 1 d . . . . .
H42 H 1.287810 1.074556 0.231286 0.126 Uiso 1 1 calc R U . . .
C18 C 0.229(3) 0.5791(14) 0.5208(8) 0.094(7) Uani 1 1 d . . . . .
H18 H 0.103289 0.541614 0.518178 0.113 Uiso 1 1 calc R U . . .
C13 C 0.374(3) 0.4818(12) 0.4638(9) 0.100(8) Uani 1 1 d . . . . .
H13A H 0.515526 0.465038 0.453590 0.120 Uiso 1 1 calc R U . . .
H13B H 0.308988 0.421948 0.474565 0.120 Uiso 1 1 calc R U . . .
C21 C 0.587(4) 0.6854(15) 0.5301(10) 0.103(9) Uani 1 1 d . . . . .
H21 H 0.715869 0.719997 0.533447 0.124 Uiso 1 1 calc R U . . .
C19 C 0.231(5) 0.6530(16) 0.5514(7) 0.106(9) Uani 1 1 d . . . . .
H19 H 0.116077 0.663564 0.568507 0.127 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 0.0181 0.0091 '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 -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C31 N23 C32 121.9(13) . . ?
C24 N23 C31 110.2(12) . . ?
C24 N23 C32 126.5(11) . . ?
C9 N1 C10 130.4(18) . . ?
C9 N1 C2 107.8(19) . . ?
C2 N1 C10 119.8(12) . . ?
C26 C46 C24 129.7(14) . . ?
C30 C46 C24 107.5(14) . . ?
C30 C46 C26 122.7(13) . . ?
N23 C31 C30 107.4(14) . . ?
O37 C31 N23 123.7(16) . . ?
O37 C31 C30 128.9(12) . . ?
O15 C9 N1 122(2) . . ?
O15 C9 C8 130.4(16) . . ?
N1 C9 C8 107.6(17) . . ?
C45 C40 C35 118.7(15) . . ?
C45 C40 C41 118.7(16) . . ?
C41 C40 C35 122.5(19) . . ?
N23 C24 C46 107.4(11) . . ?
O38 C24 N23 123.5(14) . . ?
O38 C24 C46 129.1(16) . . ?
N23 C32 H32 106.9 . . ?
N23 C32 C35 114.4(14) . . ?
N23 C32 C33 109.5(11) . . ?
C35 C32 H32 106.9 . . ?
C33 C32 H32 106.9 . . ?
C33 C32 C35 111.8(11) . . ?
C30 C29 H29 119.2 . . ?
C28 C29 H29 119.2 . . ?
C28 C29 C30 121.6(16) . . ?
C40 C45 H45 118.7 . . ?
C44 C45 C40 122.6(19) . . ?
C44 C45 H45 118.7 . . ?
C46 C26 H26 124.4 . . ?
C27 C26 C46 111.1(17) . . ?
C27 C26 H26 124.5 . . ?
C3 C8 C9 109.1(15) . . ?
C3 C8 C7 120(2) . . ?
C7 C8 C9 130.3(18) . . ?
C46 C30 C31 107.4(11) . . ?
C46 C30 C29 117.3(16) . . ?
C29 C30 C31 135.3(15) . . ?
C3 C4 H4 124.6 . . ?
C5 C4 H4 124.6 . . ?
C5 C4 C3 110.7(19) . . ?
N1 C10 H10 106.5 . . ?
N1 C10 C11 104.2(16) . . ?
N1 C10 C13 109.5(12) . . ?
C11 C10 H10 106.4 . . ?
C13 C10 H10 106.5 . . ?
C13 C10 C11 122.8(17) . . ?
C8 C3 C4 122.6(17) . . ?
C8 C3 C2 109(2) . . ?
C4 C3 C2 128.7(14) . . ?
C5 C6 H6 121.1 . . ?
C7 C6 H6 121.2 . . ?
C7 C6 C5 117.7(19) . . ?
C40 C35 H35A 109.0 . . ?
C40 C35 H35B 109.0 . . ?
C32 C35 C40 112.8(11) . . ?
C32 C35 H35A 109.0 . . ?
C32 C35 H35B 109.0 . . ?
H35A C35 H35B 107.8 . . ?
C33 O34 H34 109.5 . . ?
C4 C5 Br14 115.0(18) . . ?
C4 C5 C6 129(3) . . ?
C6 C5 Br14 116.2(15) . . ?
C8 C7 H7 120.1 . . ?
C6 C7 C8 119.8(18) . . ?
C6 C7 H7 120.1 . . ?
N1 C2 C3 106.4(14) . . ?
O16 C2 N1 124(2) . . ?
O16 C2 C3 129(2) . . ?
C26 C27 Br36 114.9(17) . . ?
C28 C27 Br36 115.0(12) . . ?
C28 C27 C26 129.6(19) . . ?
C32 C33 H33A 108.8 . . ?
C32 C33 H33B 108.8 . . ?
O34 C33 C32 113.6(15) . . ?
O34 C33 H33A 108.8 . . ?
O34 C33 H33B 108.9 . . ?
H33A C33 H33B 107.7 . . ?
C21 C20 H20 120.8 . . ?
C21 C20 C19 118(2) . . ?
C19 C20 H20 120.8 . . ?
C45 C44 H44 121.5 . . ?
C43 C44 C45 117(2) . . ?
C43 C44 H44 121.5 . . ?
C11 O12 H12 109.5 . . ?
C10 C11 H11A 110.2 . . ?
C10 C11 H11B 110.2 . . ?
O12 C11 C10 107(2) . . ?
O12 C11 H11A 110.3 . . ?
O12 C11 H11B 110.2 . . ?
H11A C11 H11B 108.5 . . ?
C29 C28 H28 121.3 . . ?
C27 C28 C29 117.3(14) . . ?
C27 C28 H28 121.3 . . ?
C40 C41 H41 119.4 . . ?
C42 C41 C40 121(2) . . ?
C42 C41 H41 119.3 . . ?
C44 C43 H43 117.8 . . ?
C44 C43 C42 124(2) . . ?
C42 C43 H43 117.9 . . ?
C22 C17 C13 123(2) . . ?
C18 C17 C22 115(2) . . ?
C18 C17 C13 122.0(19) . . ?
C17 C22 H22 121.2 . . ?
C21 C22 C17 118(3) . . ?
C21 C22 H22 121.1 . . ?
C41 C42 C43 116(2) . . ?
C41 C42 H42 122.0 . . ?
C43 C42 H42 122.0 . . ?
C17 C18 H18 116.9 . . ?
C17 C18 C19 126(2) . . ?
C19 C18 H18 116.9 . . ?
C10 C13 C17 109.0(15) . . ?
C10 C13 H13A 109.9 . . ?
C10 C13 H13B 109.9 . . ?
C17 C13 H13A 109.9 . . ?
C17 C13 H13B 109.9 . . ?
H13A C13 H13B 108.3 . . ?
C20 C21 C22 129(2) . . ?
C20 C21 H21 115.6 . . ?
C22 C21 H21 115.6 . . ?
C20 C19 H19 123.3 . . ?
C18 C19 C20 113(3) . . ?
C18 C19 H19 123.4 . . ?
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
Br14 C5 1.97(3) . ?
Br36 C27 1.95(2) . ?
N23 C31 1.416(15) . ?
N23 C24 1.37(2) . ?
N23 C32 1.45(2) . ?
O15 C9 1.25(2) . ?
O37 C31 1.20(2) . ?
O38 C24 1.238(17) . ?
N1 C9 1.396(19) . ?
N1 C10 1.43(3) . ?
N1 C2 1.43(3) . ?
O16 C2 1.20(2) . ?
C46 C24 1.48(2) . ?
C46 C26 1.45(3) . ?
C46 C30 1.40(2) . ?
C31 C30 1.46(3) . ?
C9 C8 1.45(3) . ?
C40 C45 1.35(3) . ?
C40 C35 1.54(2) . ?
C40 C41 1.38(3) . ?
C32 H32 1.0000 . ?
C32 C35 1.535(19) . ?
C32 C33 1.52(2) . ?
C29 H29 0.9500 . ?
C29 C30 1.42(2) . ?
C29 C28 1.35(3) . ?
C45 H45 0.9500 . ?
C45 C44 1.36(2) . ?
C26 H26 0.9500 . ?
C26 C27 1.38(2) . ?
C8 C3 1.33(2) . ?
C8 C7 1.42(2) . ?
C4 H4 0.9500 . ?
C4 C3 1.45(3) . ?
C4 C5 1.35(2) . ?
C10 H10 1.0000 . ?
C10 C11 1.74(3) . ?
C10 C13 1.50(3) . ?
C3 C2 1.47(3) . ?
C6 H6 0.9500 . ?
C6 C5 1.38(3) . ?
C6 C7 1.31(3) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
O34 H34 0.8401 . ?
O34 C33 1.42(2) . ?
C7 H7 0.9500 . ?
C27 C28 1.33(3) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C20 H20 0.9500 . ?
C20 C21 1.29(4) . ?
C20 C19 1.50(4) . ?
C44 H44 0.9500 . ?
C44 C43 1.34(4) . ?
O12 H12 0.8400 . ?
O12 C11 1.44(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C28 H28 0.9500 . ?
C41 H41 0.9500 . ?
C41 C42 1.37(4) . ?
C43 H43 0.9500 . ?
C43 C42 1.39(4) . ?
C17 C22 1.46(3) . ?
C17 C18 1.40(4) . ?
C17 C13 1.52(3) . ?
C22 H22 0.9500 . ?
C22 C21 1.40(4) . ?
C42 H42 0.9500 . ?
C18 H18 0.9500 . ?
C18 C19 1.47(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C21 H21 0.9500 . ?
C19 H19 0.9500 . ?
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
Br36 C27 C28 C29 -178.5(11) . . . . ?
N23 C31 C30 C46 -1.8(13) . . . . ?
N23 C31 C30 C29 177.4(14) . . . . ?
N23 C32 C35 C40 -60.9(19) . . . . ?
N23 C32 C33 O34 49(2) . . . . ?
O15 C9 C8 C3 -178.1(15) . . . . ?
O15 C9 C8 C7 -5(3) . . . . ?
O37 C31 C30 C46 177.2(13) . . . . ?
O37 C31 C30 C29 -4(2) . . . . ?
N1 C9 C8 C3 5.6(16) . . . . ?
N1 C9 C8 C7 178.3(13) . . . . ?
N1 C10 C11 O12 -51(2) . . . . ?
N1 C10 C13 C17 -163.8(16) . . . . ?
C46 C26 C27 Br36 175.4(10) . . . . ?
C46 C26 C27 C28 4(2) . . . . ?
C31 N23 C24 O38 177.8(14) . . . . ?
C31 N23 C24 C46 -3.8(14) . . . . ?
C31 N23 C32 C35 135.9(12) . . . . ?
C31 N23 C32 C33 -97.7(14) . . . . ?
C9 N1 C10 C11 87(2) . . . . ?
C9 N1 C10 C13 -46(2) . . . . ?
C9 N1 C2 O16 -174(2) . . . . ?
C9 N1 C2 C3 3.6(17) . . . . ?
C9 C8 C3 C4 177.4(13) . . . . ?
C9 C8 C3 C2 -3.3(16) . . . . ?
C9 C8 C7 C6 -175.5(14) . . . . ?
C40 C45 C44 C43 1(2) . . . . ?
C40 C41 C42 C43 3(2) . . . . ?
C24 N23 C31 O37 -175.6(13) . . . . ?
C24 N23 C31 C30 3.6(14) . . . . ?
C24 N23 C32 C35 -59.6(16) . . . . ?
C24 N23 C32 C33 66.8(18) . . . . ?
C24 C46 C26 C27 178.8(14) . . . . ?
C24 C46 C30 C31 -0.4(14) . . . . ?
C24 C46 C30 C29 -179.8(12) . . . . ?
C32 N23 C31 O37 -8.8(18) . . . . ?
C32 N23 C31 C30 170.3(10) . . . . ?
C32 N23 C24 O38 12(2) . . . . ?
C32 N23 C24 C46 -169.7(11) . . . . ?
C45 C40 C35 C32 -78.2(18) . . . . ?
C45 C40 C41 C42 -3(2) . . . . ?
C45 C44 C43 C42 -1(3) . . . . ?
C26 C46 C24 N23 -176.5(13) . . . . ?
C26 C46 C24 O38 2(3) . . . . ?
C26 C46 C30 C31 178.7(12) . . . . ?
C26 C46 C30 C29 -0.7(19) . . . . ?
C26 C27 C28 C29 -8(3) . . . . ?
C8 C3 C2 N1 -0.1(17) . . . . ?
C8 C3 C2 O16 177(2) . . . . ?
C30 C46 C24 N23 2.6(14) . . . . ?
C30 C46 C24 O38 -179.2(15) . . . . ?
C30 C46 C26 C27 -0.1(19) . . . . ?
C30 C29 C28 C27 6(2) . . . . ?
C4 C3 C2 N1 179.1(14) . . . . ?
C4 C3 C2 O16 -4(3) . . . . ?
C10 N1 C9 O15 14(2) . . . . ?
C10 N1 C9 C8 -169.2(16) . . . . ?
C10 N1 C2 O16 -8(3) . . . . ?
C10 N1 C2 C3 169.3(14) . . . . ?
C3 C8 C7 C6 -3(2) . . . . ?
C3 C4 C5 Br14 -177.8(10) . . . . ?
C3 C4 C5 C6 4(2) . . . . ?
C35 C40 C45 C44 -178.8(13) . . . . ?
C35 C40 C41 C42 176.8(13) . . . . ?
C35 C32 C33 O34 176.4(17) . . . . ?
C5 C4 C3 C8 -4(2) . . . . ?
C5 C4 C3 C2 177.2(14) . . . . ?
C5 C6 C7 C8 3(2) . . . . ?
C7 C8 C3 C4 4(2) . . . . ?
C7 C8 C3 C2 -176.9(13) . . . . ?
C7 C6 C5 Br14 177.8(11) . . . . ?
C7 C6 C5 C4 -4(2) . . . . ?
C2 N1 C9 O15 177.8(14) . . . . ?
C2 N1 C9 C8 -5.5(16) . . . . ?
C2 N1 C10 C11 -74.7(19) . . . . ?
C2 N1 C10 C13 152.2(18) . . . . ?
C33 C32 C35 C40 173.9(16) . . . . ?
C44 C43 C42 C41 0(3) . . . . ?
C11 C10 C13 C17 74(3) . . . . ?
C28 C29 C30 C46 -2(2) . . . . ?
C28 C29 C30 C31 178.5(14) . . . . ?
C41 C40 C45 C44 1(2) . . . . ?
C41 C40 C35 C32 102.2(18) . . . . ?
C17 C22 C21 C20 -1(4) . . . . ?
C17 C18 C19 C20 1(3) . . . . ?
C22 C17 C18 C19 3(3) . . . . ?
C22 C17 C13 C10 -106(3) . . . . ?
C18 C17 C22 C21 -3(4) . . . . ?
C18 C17 C13 C10 75(3) . . . . ?
C13 C10 C11 O12 74(3) . . . . ?
C13 C17 C22 C21 178(2) . . . . ?
C13 C17 C18 C19 -178.4(18) . . . . ?
C21 C20 C19 C18 -5(3) . . . . ?
C19 C20 C21 C22 5(4) . . . . ?
