#------------------------------------------------------------------------------
#$Date: 2025-03-07 18:30:27 +0200 (Fri, 07 Mar 2025) $
#$Revision: 298328 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/97/7159707.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_7159707
loop_
_publ_author_name
'Bandehali-Naeini, Farzaneh'
'Tanbakouchian, Zahra'
'Farajinia-Lehi, Noushin'
'Mayer, Nicolas'
'Shiri, Morteza'
'Breugst, Martin'
_publ_section_title
;
 Two distinct protocols for the synthesis of unsymmetrical
 3,4-disubstituted maleimides based on transition-metal catalysts.
;
_journal_issue                   2
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              380
_journal_page_last               387
_journal_paper_doi               10.1039/d3ob01620j
_journal_volume                  22
_journal_year                    2024
_chemical_formula_moiety         'C24 H21 Br N2 O2'
_chemical_formula_sum            'C24 H21 Br N2 O2'
_chemical_formula_weight         449.35
_chemical_name_systematic
3-(2-bromophenyl)-1-cyclohexyl-4-(1H-indol-2-yl)-1H-pyrrole-2,5-dione
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-12-19
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-01-08 deposited with the CCDC.	2023-12-01 downloaded from the CCDC.
;
_cell_angle_alpha                90.102(5)
_cell_angle_beta                 111.664(5)
_cell_angle_gamma                113.639(6)
_cell_formula_units_Z            4
_cell_length_a                   12.1123(7)
_cell_length_b                   13.4106(9)
_cell_length_c                   15.0272(7)
_cell_measurement_reflns_used    7916
_cell_measurement_temperature    153(70)
_cell_measurement_theta_max      25.9130
_cell_measurement_theta_min      3.6330
_cell_volume                     2045.7(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      153(70)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3590
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.855
_diffrn_measured_fraction_theta_max 0.750
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -73.00  12.00   1.00   32.78    --    1.07 -40.00 121.00   85
  2  ω    -13.00  75.00   1.00   32.78    --    1.07  40.00 -84.00   88
  3  ω      3.00  40.00   1.00   32.78    --    1.07 -99.00-120.00   37
  4  ω    -10.00  15.00   1.00   32.78    --    1.07 -99.00-150.00   25
  5  ω    -14.00  38.00   1.00   32.78    --   -1.93 -99.00 -30.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0691524000
_diffrn_orient_matrix_UB_12      -0.0313647000
_diffrn_orient_matrix_UB_13      -0.0244009000
_diffrn_orient_matrix_UB_21      -0.0076839000
_diffrn_orient_matrix_UB_22      0.0494830000
_diffrn_orient_matrix_UB_23      -0.0072114000
_diffrn_orient_matrix_UB_31      0.0063986000
_diffrn_orient_matrix_UB_32      -0.0027616000
_diffrn_orient_matrix_UB_33      -0.0448828000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1047
_diffrn_reflns_av_unetI/netI     0.0698
_diffrn_reflns_Laue_measured_fraction_full 0.855
_diffrn_reflns_Laue_measured_fraction_max 0.750
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            15127
_diffrn_reflns_point_group_measured_fraction_full 0.855
_diffrn_reflns_point_group_measured_fraction_max 0.750
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.591
_diffrn_reflns_theta_min         3.330
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    2.032
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83263
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear orangish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_description       irregular
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.896
_refine_diff_density_min         -1.696
_refine_diff_density_rms         0.181
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.205
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     523
_refine_ls_number_reflns         6435
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.205
_refine_ls_R_factor_all          0.0941
_refine_ls_R_factor_gt           0.0752
_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)+(0.1929P)²+0.4819P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2439
_refine_ls_wR_factor_ref         0.2830
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5146
_reflns_number_total             6435
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ob01620j3.cif
_cod_data_source_block           exp_72
_cod_depositor_comments
;
          Adding full bibliography for 7159707.cif.

2025-03-06
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C10.67 H9.33 Br0.44 N0.89 O0.89'
_cod_original_formula_weight         199.71
_cod_original_formula_moiety         '0.44(C24 H21 Br N2 O2)'
_cod_original_formula_units_Z            9
_cod_original_cell_volume        2045.7(2)
_cod_database_code               7159707
_shelx_shelxl_version_number     2018/1
_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 99.54
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     21.92
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 C00V(H00V), C01C(H01P)
2.b Secondary CH2 refined with riding coordinates:
 C011(H01A,H01B), C012(H01C,H01D), C013(H01E,H01F), C018(H01M,H01N), C01A(H01G,
 H01H), C01G(H01R,H01S), C01H(H01T,H01U), C01I(H01J,H01K), C01K(H01V,H01W),
 C01L(H01X,H01Y)
2.c Aromatic/amide H refined with riding coordinates:
 N007(H007), N008(H008), C00K(H00K), C00L(H00L), C00M(H00M), C00O(H00O),
 C00P(H00P), C00R(H00R), C00S(H00S), C00T(H00T), C00U(H00U), C014(H014),
 C015(H015), C017(H017), C019(H019), C01B(H01O), C01D(H01Q), C01E(H01I),
 C01J(H01L), C01M(H01Z)
;
_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 1.825
_oxdiff_exptl_absorpt_empirical_full_min 0.666
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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
Br01 Br 0.81139(6) 0.07247(5) 0.98619(5) 0.0315(3) Uani 1 1 d . . . . .
Br02 Br 0.25303(10) 0.39587(6) 0.51334(6) 0.0493(3) Uani 1 1 d . . . . .
O003 O 0.6656(4) 0.2908(3) 0.9276(3) 0.0255(10) Uani 1 1 d . . . . .
O004 O 0.7823(5) 0.2896(4) 0.6724(3) 0.0278(10) Uani 1 1 d . . . . .
O005 O 0.0023(4) 0.2365(4) 0.6078(3) 0.0317(11) Uani 1 1 d . . . . .
O006 O 0.3603(4) 0.2478(4) 0.8639(3) 0.0278(10) Uani 1 1 d . . . . .
N007 N 0.6709(5) 0.0639(4) 0.5936(4) 0.0241(12) Uani 1 1 d . . . . .
H007 H 0.710706 0.127660 0.580712 0.029 Uiso 1 1 calc R . . . .
N008 N 0.5415(5) 0.4694(4) 0.9126(4) 0.0199(11) Uani 1 1 d . . . . .
H008 H 0.535129 0.406963 0.929971 0.024 Uiso 1 1 calc R . . . .
N009 N 0.7404(5) 0.3219(4) 0.8052(4) 0.0221(11) Uani 1 1 d . . . . .
N00A N 0.1622(5) 0.2120(4) 0.7383(4) 0.0248(12) Uani 1 1 d . . . . .
C00B C 0.6243(6) -0.0002(5) 0.9270(4) 0.0185(12) Uani 1 1 d . . . . .
C00C C 0.6497(6) 0.5679(5) 0.9520(5) 0.0218(13) Uani 1 1 d . . . . .
C00D C 0.5578(6) 0.0438(5) 0.8526(4) 0.0210(13) Uani 1 1 d . . . . .
C00E C 0.2138(6) 0.3908(5) 0.7055(4) 0.0218(13) Uani 1 1 d . . . . .
C00F C 0.6285(6) 0.1386(5) 0.8150(4) 0.0203(13) Uani 1 1 d . . . . .
C00G C 0.6227(6) 0.6508(5) 0.9045(4) 0.0217(13) Uani 1 1 d . . . . .
C00H C 0.1946(6) 0.4806(5) 0.6550(4) 0.0196(12) Uani 1 1 d . . . . .
C00I C 0.1100(6) 0.2727(5) 0.6744(4) 0.0217(13) Uani 1 1 d . . . . .
C00J C 0.6779(6) 0.2558(5) 0.8593(5) 0.0239(14) Uani 1 1 d . . . . .
C00K C 0.5591(7) -0.0917(5) 0.9594(5) 0.0294(15) Uani 1 1 d . . . . .
H00K H 0.605882 -0.118554 1.009292 0.035 Uiso 1 1 calc R . . . .
C00L C 0.7736(6) 0.5927(5) 1.0284(5) 0.0242(14) Uani 1 1 d . . . . .
H00L H 0.790959 0.538464 1.061300 0.029 Uiso 1 1 calc R . . . .
C00M C 0.4198(6) -0.0097(5) 0.8114(5) 0.0266(14) Uani 1 1 d . . . . .
H00M H 0.372474 0.017555 0.762222 0.032 Uiso 1 1 calc R . . . .
C00N C 0.3185(6) 0.3951(5) 0.7829(5) 0.0222(13) Uani 1 1 d . . . . .
C00O C 0.8661(6) 0.6996(5) 1.0515(5) 0.0285(15) Uani 1 1 d . . . . .
H00O H 0.948174 0.717950 1.101471 0.034 Uiso 1 1 calc R . . . .
C00P C 0.4226(6) -0.1439(5) 0.9169(5) 0.0250(14) Uani 1 1 d . . . . .
H00P H 0.377642 -0.206591 0.937987 0.030 Uiso 1 1 calc R . . . .
C00Q C 0.6345(6) 0.0462(5) 0.6707(5) 0.0239(14) Uani 1 1 d . . . . .
C00R C 0.7225(6) 0.7605(5) 0.9303(5) 0.0238(13) Uani 1 1 d . . . . .
H00R H 0.706742 0.815892 0.898525 0.029 Uiso 1 1 calc R . . . .
C00S C 0.4901(6) 0.5971(5) 0.8318(4) 0.0223(13) Uani 1 1 d . . . . .
H00S H 0.444572 0.630236 0.788017 0.027 Uiso 1 1 calc R . . . .
C00T C 0.5736(6) -0.0660(5) 0.6694(5) 0.0241(14) Uani 1 1 d . . . . .
H00T H 0.539785 -0.099730 0.713464 0.029 Uiso 1 1 calc R . . . .
C00U C 0.8428(6) 0.7834(5) 1.0031(5) 0.0279(14) Uani 1 1 d . . . . .
H00U H 0.909655 0.854931 1.020576 0.033 Uiso 1 1 calc R . . . .
C00V C 0.8059(6) 0.4433(5) 0.8288(5) 0.0254(14) Uani 1 1 d . . . . .
H00V H 0.798018 0.464533 0.887800 0.031 Uiso 1 1 calc R . . . .
C00W C 0.4433(6) 0.4864(5) 0.8396(4) 0.0201(13) Uani 1 1 d . . . . .
C00X C 0.6608(6) 0.1381(5) 0.7383(5) 0.0223(13) Uani 1 1 d . . . . .
C00Y C 0.5728(6) -0.1198(5) 0.5874(5) 0.0277(14) Uani 1 1 d . . . . .
C00Z C 0.6334(6) -0.0368(5) 0.5397(5) 0.0276(14) Uani 1 1 d . . . . .
C010 C 0.7354(6) 0.2568(5) 0.7302(5) 0.0225(13) Uani 1 1 d . . . . .
C011 C 0.9527(6) 0.4875(5) 0.8522(5) 0.0273(14) Uani 1 1 d . . . . .
H01A H 0.993485 0.457834 0.907112 0.033 Uiso 1 1 calc R . . . .
H01B H 0.964274 0.462966 0.796830 0.033 Uiso 1 1 calc R . . . .
C012 C 0.7376(7) 0.4942(5) 0.7491(5) 0.0255(14) Uani 1 1 d . . . . .
H01C H 0.646918 0.469303 0.741125 0.031 Uiso 1 1 calc R . . . .
H01D H 0.737064 0.469828 0.688049 0.031 Uiso 1 1 calc R . . . .
C013 C 0.8075(7) 0.6198(5) 0.7739(5) 0.0294(15) Uani 1 1 d . . . . .
H01E H 0.799429 0.644461 0.830995 0.035 Uiso 1 1 calc R . . . .
H01F H 0.765760 0.650535 0.720360 0.035 Uiso 1 1 calc R . . . .
C014 C 0.1852(7) 0.5749(6) 0.5169(5) 0.0359(17) Uani 1 1 d . . . . .
H014 H 0.193300 0.581238 0.457716 0.043 Uiso 1 1 calc R . . . .
C015 C 0.6479(7) -0.0604(6) 0.4570(5) 0.0319(16) Uani 1 1 d . . . . .
H015 H 0.688249 -0.004159 0.427703 0.038 Uiso 1 1 calc R . . . .
C016 C 0.2052(6) 0.4934(5) 0.5662(5) 0.0275(14) Uani 1 1 d . . . . .
C017 C 0.6004(7) -0.1707(7) 0.4182(5) 0.0374(18) Uani 1 1 d . . . . .
H017 H 0.608601 -0.189377 0.362112 0.045 Uiso 1 1 calc R . . . .
C018 C -0.0320(6) 0.0509(5) 0.7422(5) 0.0281(15) Uani 1 1 d . . . . .
H01M H -0.017827 0.089387 0.802944 0.034 Uiso 1 1 calc R . . . .
H01N H -0.093734 0.067992 0.689369 0.034 Uiso 1 1 calc R . . . .
C019 C 0.3531(7) -0.1033(6) 0.8434(5) 0.0307(15) Uani 1 1 d . . . . .
H019 H 0.261556 -0.138639 0.815328 0.037 Uiso 1 1 calc R . . . .
C01A C 0.9536(7) 0.6624(5) 0.7937(5) 0.0303(15) Uani 1 1 d . . . . .
H01G H 0.962073 0.642194 0.735295 0.036 Uiso 1 1 calc R . . . .
H01H H 0.996329 0.742399 0.810878 0.036 Uiso 1 1 calc R . . . .
C01B C 0.1531(7) 0.6470(6) 0.5554(5) 0.0324(16) Uani 1 1 d . . . . .
H01O H 0.138187 0.701848 0.522038 0.039 Uiso 1 1 calc R . . . .
C01C C 0.0983(6) 0.0899(5) 0.7309(5) 0.0229(14) Uani 1 1 d . . . . .
H01P H 0.157406 0.071338 0.785672 0.027 Uiso 1 1 calc R . . . .
C01D C 0.1631(7) 0.5554(6) 0.6942(5) 0.0292(15) Uani 1 1 d . . . . .
H01Q H 0.155610 0.550037 0.753586 0.035 Uiso 1 1 calc R . . . .
C01E C 0.5396(6) -0.2547(6) 0.4642(5) 0.0341(16) Uani 1 1 d . . . . .
H01I H 0.508323 -0.328165 0.437217 0.041 Uiso 1 1 calc R . . . .
C01F C 0.2873(6) 0.2777(5) 0.8025(5) 0.0249(14) Uani 1 1 d . . . . .
C01G C -0.1031(7) -0.1357(5) 0.6490(5) 0.0300(15) Uani 1 1 d . . . . .
H01R H -0.133224 -0.213799 0.652556 0.036 Uiso 1 1 calc R . . . .
H01S H -0.169140 -0.127409 0.592670 0.036 Uiso 1 1 calc R . . . .
C01H C -0.0888(7) -0.0729(5) 0.7412(5) 0.0329(16) Uani 1 1 d . . . . .
H01T H -0.174399 -0.097810 0.743834 0.039 Uiso 1 1 calc R . . . .
H01U H -0.031505 -0.088753 0.798145 0.039 Uiso 1 1 calc R . . . .
C01I C 1.0204(7) 0.6132(5) 0.8761(5) 0.0291(15) Uani 1 1 d . . . . .
H01J H 1.017126 0.637668 0.935493 0.035 Uiso 1 1 calc R . . . .
H01K H 1.112185 0.639187 0.886778 0.035 Uiso 1 1 calc R . . . .
C01J C 0.5250(7) -0.2316(6) 0.5473(6) 0.0371(17) Uani 1 1 d . . . . .
H01L H 0.484618 -0.288252 0.576190 0.045 Uiso 1 1 calc R . . . .
C01K C 0.0839(7) 0.0304(5) 0.6396(6) 0.0322(16) Uani 1 1 d . . . . .
H01V H 0.169438 0.055339 0.636913 0.039 Uiso 1 1 calc R . . . .
H01W H 0.027104 0.047782 0.583401 0.039 Uiso 1 1 calc R . . . .
C01L C 0.0255(7) -0.0942(5) 0.6364(5) 0.0327(16) Uani 1 1 d . . . . .
H01X H 0.010397 -0.131059 0.574627 0.039 Uiso 1 1 calc R . . . .
H01Y H 0.087829 -0.112295 0.687697 0.039 Uiso 1 1 calc R . . . .
C01M C 0.1430(7) 0.6377(6) 0.6436(6) 0.0376(18) Uani 1 1 d . . . . .
H01Z H 0.122485 0.687328 0.669892 0.045 Uiso 1 1 calc R . . . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00Q N007 C00Z 109.5(5) . . ?
C00C N008 C00W 108.7(5) . . ?
C00J N009 C00V 123.2(5) . . ?
C00J N009 C010 110.6(5) . . ?
C010 N009 C00V 126.2(5) . . ?
C00I N00A C01C 125.4(5) . . ?
C01F N00A C00I 110.9(5) . . ?
C01F N00A C01C 123.4(5) . . ?
C00D C00B Br01 118.4(4) . . ?
C00K C00B Br01 119.3(5) . . ?
C00K C00B C00D 122.3(6) . . ?
N008 C00C C00G 109.1(5) . . ?
N008 C00C C00L 129.6(5) . . ?
C00G C00C C00L 121.3(5) . . ?
C00B C00D C00F 121.9(6) . . ?
C00B C00D C00M 117.4(5) . . ?
C00M C00D C00F 120.6(5) . . ?
C00H C00E C00I 122.5(5) . . ?
C00N C00E C00H 129.4(6) . . ?
C00N C00E C00I 108.2(5) . . ?
C00D C00F C00J 123.4(5) . . ?
C00X C00F C00D 128.4(6) . . ?
C00X C00F C00J 108.2(5) . . ?
C00C C00G C00R 119.6(6) . . ?
C00C C00G C00S 106.4(5) . . ?
C00R C00G C00S 133.8(6) . . ?
C016 C00H C00E 121.4(5) . . ?
C016 C00H C01D 117.4(6) . . ?
C01D C00H C00E 121.2(5) . . ?
O005 C00I N00A 126.2(6) . . ?
O005 C00I C00E 127.5(5) . . ?
N00A C00I C00E 106.4(5) . . ?
O003 C00J N009 124.5(6) . . ?
O003 C00J C00F 128.4(5) . . ?
N009 C00J C00F 107.1(5) . . ?
C00B C00K C00P 119.3(6) . . ?
C00O C00L C00C 116.9(6) . . ?
C019 C00M C00D 120.5(6) . . ?
C00E C00N C00W 131.0(6) . . ?
C00E C00N C01F 107.3(5) . . ?
C00W C00N C01F 121.7(6) . . ?
C00L C00O C00U 122.8(6) . . ?
C019 C00P C00K 120.3(6) . . ?
N007 C00Q C00T 109.7(6) . . ?
N007 C00Q C00X 120.8(6) . . ?
C00T C00Q C00X 129.5(6) . . ?
C00U C00R C00G 118.7(6) . . ?
C00W C00S C00G 106.7(5) . . ?
C00Q C00T C00Y 106.6(6) . . ?
C00R C00U C00O 120.6(6) . . ?
N009 C00V C011 111.3(5) . . ?
N009 C00V C012 111.4(5) . . ?
C012 C00V C011 112.4(5) . . ?
N008 C00W C00N 120.8(5) . . ?
C00S C00W N008 109.1(5) . . ?
C00S C00W C00N 130.0(6) . . ?
C00F C00X C00Q 130.0(6) . . ?
C00F C00X C010 108.3(5) . . ?
C00Q C00X C010 121.6(5) . . ?
C00T C00Y C00Z 107.9(6) . . ?
C01J C00Y C00T 133.8(6) . . ?
C01J C00Y C00Z 118.3(7) . . ?
N007 C00Z C00Y 106.4(6) . . ?
C015 C00Z N007 130.4(6) . . ?
C015 C00Z C00Y 123.2(6) . . ?
O004 C010 N009 126.2(6) . . ?
O004 C010 C00X 128.0(6) . . ?
N009 C010 C00X 105.8(5) . . ?
C01I C011 C00V 111.3(5) . . ?
C00V C012 C013 110.8(6) . . ?
C012 C013 C01A 111.2(5) . . ?
C016 C014 C01B 119.6(7) . . ?
C00Z C015 C017 117.9(7) . . ?
C00H C016 Br02 118.3(5) . . ?
C014 C016 Br02 119.2(5) . . ?
C014 C016 C00H 122.4(6) . . ?
C015 C017 C01E 120.0(7) . . ?
C01H C018 C01C 110.0(6) . . ?
C00P C019 C00M 120.1(6) . . ?
C01I C01A C013 110.2(5) . . ?
C014 C01B C01M 119.6(6) . . ?
N00A C01C C018 111.9(5) . . ?
N00A C01C C01K 111.7(5) . . ?
C01K C01C C018 112.3(5) . . ?
C01M C01D C00H 119.7(6) . . ?
C01J C01E C017 122.4(6) . . ?
O006 C01F N00A 126.2(6) . . ?
O006 C01F C00N 126.6(6) . . ?
N00A C01F C00N 107.2(5) . . ?
C01L C01G C01H 112.0(6) . . ?
C018 C01H C01G 111.0(6) . . ?
C01A C01I C011 110.7(6) . . ?
C01E C01J C00Y 118.2(7) . . ?
C01C C01K C01L 110.8(6) . . ?
C01G C01L C01K 111.4(6) . . ?
C01B C01M C01D 121.2(7) . . ?
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
Br01 C00B 1.901(6) . ?
Br02 C016 1.903(7) . ?
O003 C00J 1.209(8) . ?
O004 C010 1.198(7) . ?
O005 C00I 1.210(7) . ?
O006 C01F 1.214(8) . ?
N007 C00Q 1.375(8) . ?
N007 C00Z 1.385(9) . ?
N008 C00C 1.360(8) . ?
N008 C00W 1.387(8) . ?
N009 C00J 1.393(8) . ?
N009 C00V 1.469(8) . ?
N009 C010 1.394(8) . ?
N00A C00I 1.397(8) . ?
N00A C01C 1.487(8) . ?
N00A C01F 1.360(8) . ?
C00B C00D 1.401(8) . ?
C00B C00K 1.369(9) . ?
C00C C00G 1.405(9) . ?
C00C C00L 1.417(9) . ?
C00D C00F 1.468(8) . ?
C00D C00M 1.401(9) . ?
C00E C00H 1.474(8) . ?
C00E C00I 1.508(9) . ?
C00E C00N 1.348(9) . ?
C00F C00J 1.490(9) . ?
C00F C00X 1.349(9) . ?
C00G C00R 1.414(9) . ?
C00G C00S 1.437(9) . ?
C00H C016 1.392(9) . ?
C00H C01D 1.404(9) . ?
C00K C00P 1.386(10) . ?
C00L C00O 1.361(9) . ?
C00M C019 1.392(9) . ?
C00N C00W 1.439(9) . ?
C00N C01F 1.523(9) . ?
C00O C00U 1.406(10) . ?
C00P C019 1.381(9) . ?
C00Q C00T 1.380(9) . ?
C00Q C00X 1.447(9) . ?
C00R C00U 1.370(9) . ?
C00S C00W 1.383(9) . ?
C00T C00Y 1.421(9) . ?
C00V C011 1.526(9) . ?
C00V C012 1.520(9) . ?
C00X C010 1.515(9) . ?
C00Y C00Z 1.424(9) . ?
C00Y C01J 1.412(10) . ?
C00Z C015 1.371(10) . ?
C011 C01I 1.522(9) . ?
C012 C013 1.522(9) . ?
C013 C01A 1.532(9) . ?
C014 C016 1.373(9) . ?
C014 C01B 1.374(11) . ?
C015 C017 1.388(11) . ?
C017 C01E 1.415(11) . ?
C018 C01C 1.525(9) . ?
C018 C01H 1.519(9) . ?
C01A C01I 1.522(9) . ?
C01B C01M 1.377(11) . ?
C01C C01K 1.503(9) . ?
C01D C01M 1.391(10) . ?
C01E C01J 1.375(11) . ?
C01G C01H 1.536(10) . ?
C01G C01L 1.515(10) . ?
C01K C01L 1.523(9) . ?
