#------------------------------------------------------------------------------
#$Date: 2021-04-05 18:18:29 +0300 (Mon, 05 Apr 2021) $
#$Revision: 263842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/78/7157896.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_7157896
loop_
_publ_author_name
'Li, Chunmei'
'Yang, Xiaopeng'
'Zhang, Furen'
'Qi, Chenze'
'Shen, Zhenlu'
_publ_section_title
;
 Simple and efficient one-pot multi-step strategy for the synthesis of
 2-substituted (1,2,5-triarylpyrrolo[3,2-c]pyridin-3-yl)-N-arylacetamide
 derivatives in water.
;
_journal_issue                   11
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              2526
_journal_page_last               2532
_journal_paper_doi               10.1039/d1ob00190f
_journal_volume                  19
_journal_year                    2021
_chemical_formula_moiety         'C36 H30 Br N3 O2, C H2 Cl2'
_chemical_formula_sum            'C37 H32 Br Cl2 N3 O2'
_chemical_formula_weight         701.46
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-12-04
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-12-16 deposited with the CCDC.	2021-02-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.450(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.0371(4)
_cell_length_b                   18.7861(4)
_cell_length_c                   13.4704(3)
_cell_measurement_reflns_used    16515
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.1200
_cell_measurement_theta_min      3.4000
_cell_volume                     3258.79(16)
_computing_cell_refinement       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_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      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -59.00  22.00   0.50    0.05    --  -47.82  59.00 -54.00  162
  2  ω     51.00  76.00   0.50    0.05    --   47.82  59.00 -54.00   50
  3  ω     96.00 177.00   0.50    0.16    --  104.75  59.00 -54.00  162
  4  ω    130.00 156.00   0.50    0.16    --  104.75  77.00  30.00   52
  5  ω     93.00 176.00   0.50    0.16    --  104.75  30.00 -90.00  166
  6  ω     88.00 114.00   0.50    0.16    --  104.75  77.00  30.00   52
  7  ω     36.00  85.00   0.50    0.16    --  104.75 -59.00 165.00   98
  8  ω     32.00 109.00   0.50    0.16    --  104.75 -94.00 150.00  154
  9  ω     33.00 107.00   0.50    0.16    --  104.75 -94.00   0.00  148
 10  ω    -22.00  63.00   0.50    0.05    --   47.82 -59.00 165.00  170
 11  ω    -76.00 -31.00   0.50    0.16    -- -102.00  59.00 -54.00   90
 12  ω    -99.00 -31.00   0.50    0.16    -- -102.00  45.00 150.00  136
 13  ω   -119.00 -47.00   0.50    0.05    --  -47.82 -59.00 165.00  144
 14  ω   -117.00 -72.00   0.50    0.05    --  -47.82-125.00 -60.00   90
 15  ω   -114.00 -83.00   0.50    0.05    --  -47.82-125.00 -90.00   62
 16  ω   -166.00 -90.00   0.50    0.16    -- -102.00 -61.00-120.00  152
 17  ω   -172.00-146.00   0.50    0.16    -- -102.00 -59.00 165.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1102303000
_diffrn_orient_matrix_UB_12      0.0319219000
_diffrn_orient_matrix_UB_13      0.0420006000
_diffrn_orient_matrix_UB_21      -0.0327317000
_diffrn_orient_matrix_UB_22      0.0481108000
_diffrn_orient_matrix_UB_23      -0.1007248000
_diffrn_orient_matrix_UB_31      -0.0332090000
_diffrn_orient_matrix_UB_32      0.0581848000
_diffrn_orient_matrix_UB_33      0.0601933000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            22273
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.612
_diffrn_reflns_theta_min         3.432
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.529
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78369
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.35a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_description       block
_exptl_crystal_F_000             1440
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.767
_refine_diff_density_min         -1.676
_refine_diff_density_rms         0.119
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     409
_refine_ls_number_reflns         6542
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.0653
_refine_ls_R_factor_gt           0.0604
_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)+(0.1070P)²+7.4875P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1770
_refine_ls_wR_factor_ref         0.1867
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6102
_reflns_number_total             6542
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ob00190f2.cif
_cod_data_source_block           20190529h
_cod_depositor_comments          'Adding full bibliography for 7157896.cif.'
_cod_original_cell_volume        3258.79(15)
_cod_database_code               7157896
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         C1H1N1O1Br1
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.719
_shelx_estimated_absorpt_t_min   0.620
_diffrn_oxdiff_digest_frames
;
01d9689d31519a3b373d4ce31b8069ac6b00130d931
;
_diffrn_oxdiff_digest_hkl
;
01c2873fcc5dad719ab94e7e289f645d930d5b
;
_reflns_odcompleteness_completeness 99.92
_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, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C37(H37A,H37B)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C7(H7), C10(H10), C11(H11), C12(H12), C13(H13), C14(H14), C16(H16),
 C17(H17), C19(H19), C20(H20), C24(H24), C25(H25), C27(H27), C32(H32), C33(H33),
  C34(H34), C35(H35), C36(H36)
2.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C)
;
_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 1.349
_oxdiff_exptl_absorpt_empirical_full_min 0.787
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
Br1 Br 0.07608(3) 0.45735(2) 0.11998(3) 0.03259(16) Uani 1 1 d . . . . .
O1 O 0.54721(18) 0.42852(14) 0.91698(19) 0.0265(5) Uani 1 1 d . . . . .
O2 O 0.19688(19) 0.41119(14) 0.6712(2) 0.0306(5) Uani 1 1 d . . . . .
N1 N 0.5231(2) 0.37711(14) 0.5739(2) 0.0199(5) Uani 1 1 d . . . . .
N2 N 0.3320(2) 0.39751(16) 0.8357(2) 0.0254(6) Uani 1 1 d . . . . .
H2 H 0.3977 0.4045 0.8689 0.030 Uiso 1 1 calc R . . . .
N3 N 0.6911(2) 0.38432(14) 0.8992(2) 0.0207(5) Uani 1 1 d . . . . .
C1 C 0.4280(2) 0.40645(16) 0.5651(2) 0.0191(6) Uani 1 1 d . . . . .
C2 C 0.4358(2) 0.42444(17) 0.6676(2) 0.0201(6) Uani 1 1 d . . . . .
C3 C 0.5382(2) 0.40401(16) 0.7405(2) 0.0198(6) Uani 1 1 d . . . . .
C4 C 0.5878(2) 0.40771(17) 0.8555(3) 0.0212(6) Uani 1 1 d . . . . .
C5 C 0.7436(2) 0.35706(17) 0.8385(3) 0.0214(6) Uani 1 1 d . . . . .
C6 C 0.8534(3) 0.33391(19) 0.8978(3) 0.0261(7) Uani 1 1 d . . . . .
H6A H 0.8925 0.3717 0.9441 0.039 Uiso 1 1 calc GR . . . .
H6B H 0.8831 0.3223 0.8468 0.039 Uiso 1 1 calc GR . . . .
H6C H 0.8554 0.2927 0.9408 0.039 Uiso 1 1 calc GR . . . .
C7 C 0.6944(2) 0.35203(17) 0.7289(2) 0.0207(6) Uani 1 1 d . . . . .
H7 H 0.7281 0.3337 0.6874 0.025 Uiso 1 1 calc R . . . .
C8 C 0.5901(2) 0.37579(16) 0.6804(2) 0.0197(6) Uani 1 1 d . . . . .
C9 C 0.5423(2) 0.34522(16) 0.4870(2) 0.0205(6) Uani 1 1 d . . . . .
C10 C 0.6234(3) 0.37026(17) 0.4629(3) 0.0233(6) Uani 1 1 d . . . . .
H10 H 0.6665 0.4062 0.5042 0.028 Uiso 1 1 calc R . . . .
C11 C 0.6395(3) 0.34089(19) 0.3757(3) 0.0286(7) Uani 1 1 d . . . . .
H11 H 0.6942 0.3568 0.3593 0.034 Uiso 1 1 calc R . . . .
C12 C 0.5742(3) 0.2881(2) 0.3138(3) 0.0313(8) Uani 1 1 d . . . . .
H12 H 0.5840 0.2696 0.2546 0.038 Uiso 1 1 calc R . . . .
C13 C 0.4939(3) 0.26262(19) 0.3397(3) 0.0308(8) Uani 1 1 d . . . . .
H13 H 0.4510 0.2264 0.2986 0.037 Uiso 1 1 calc R . . . .
C14 C 0.4776(3) 0.29092(18) 0.4264(3) 0.0255(7) Uani 1 1 d . . . . .
H14 H 0.4241 0.2739 0.4441 0.031 Uiso 1 1 calc R . . . .
C15 C 0.3435(2) 0.41857(17) 0.4587(2) 0.0205(6) Uani 1 1 d . . . . .
C16 C 0.3635(3) 0.45115(17) 0.3754(3) 0.0216(6) Uani 1 1 d . . . . .
H16 H 0.4307 0.4655 0.3879 0.026 Uiso 1 1 calc R . . . .
C17 C 0.2844(3) 0.46225(17) 0.2746(3) 0.0231(7) Uani 1 1 d . . . . .
H17 H 0.2979 0.4840 0.2195 0.028 Uiso 1 1 calc R . . . .
C18 C 0.1851(3) 0.44039(18) 0.2576(3) 0.0241(6) Uani 1 1 d . . . . .
C19 C 0.1623(3) 0.4080(2) 0.3381(3) 0.0290(7) Uani 1 1 d . . . . .
H19 H 0.0949 0.3938 0.3252 0.035 Uiso 1 1 calc R . . . .
C20 C 0.2428(3) 0.39712(19) 0.4386(3) 0.0270(7) Uani 1 1 d . . . . .
H20 H 0.2290 0.3751 0.4933 0.032 Uiso 1 1 calc R . . . .
C21 C 0.3583(3) 0.46566(17) 0.6957(3) 0.0232(7) Uani 1 1 d . . . . .
H21A H 0.3156 0.4932 0.6328 0.028 Uiso 1 1 calc R . . . .
H21B H 0.3959 0.4991 0.7528 0.028 Uiso 1 1 calc R . . . .
C22 C 0.2870(2) 0.42188(17) 0.7322(3) 0.0221(6) Uani 1 1 d . . . . .
C23 C 0.2822(3) 0.36172(18) 0.8952(3) 0.0270(7) Uani 1 1 d . . . . .
C24 C 0.1876(3) 0.3265(2) 0.8437(3) 0.0344(8) Uani 1 1 d . . . . .
H24 H 0.1567 0.3250 0.7686 0.041 Uiso 1 1 calc R . . . .
C25 C 0.1391(3) 0.2936(2) 0.9040(4) 0.0407(9) Uani 1 1 d . . . . .
H25 H 0.0758 0.2707 0.8687 0.049 Uiso 1 1 calc R . . . .
C26 C 0.1846(3) 0.2948(2) 1.0164(4) 0.0393(9) Uani 1 1 d . . . . .
C27 C 0.2793(3) 0.3277(2) 1.0661(3) 0.0364(9) Uani 1 1 d . . . . .
H27 H 0.3109 0.3275 1.1413 0.044 Uiso 1 1 calc R . . . .
C28 C 0.3304(3) 0.36176(19) 1.0084(3) 0.0309(8) Uani 1 1 d . . . . .
C29 C 0.1313(4) 0.2604(3) 1.0814(5) 0.0542(13) Uani 1 1 d . . . . .
H29A H 0.0899 0.2951 1.0984 0.081 Uiso 1 1 calc GR . . . .
H29B H 0.1825 0.2415 1.1473 0.081 Uiso 1 1 calc GR . . . .
H29C H 0.0874 0.2225 1.0401 0.081 Uiso 1 1 calc GR . . . .
C30 C 0.4326(3) 0.3972(2) 1.0684(3) 0.0396(9) Uani 1 1 d . . . . .
H30A H 0.4857 0.3728 1.0537 0.059 Uiso 1 1 calc GR . . . .
H30B H 0.4488 0.3957 1.1446 0.059 Uiso 1 1 calc GR . . . .
H30C H 0.4290 0.4458 1.0453 0.059 Uiso 1 1 calc GR . . . .
C31 C 0.7427(2) 0.38810(18) 1.0162(2) 0.0218(6) Uani 1 1 d . . . . .
C32 C 0.7419(3) 0.3289(2) 1.0773(3) 0.0299(7) Uani 1 1 d . . . . .
H32 H 0.7101 0.2869 1.0440 0.036 Uiso 1 1 calc R . . . .
C33 C 0.7900(3) 0.3338(2) 1.1896(3) 0.0363(8) Uani 1 1 d . . . . .
H33 H 0.7902 0.2947 1.2321 0.044 Uiso 1 1 calc R . . . .
C34 C 0.8374(3) 0.3965(2) 1.2384(3) 0.0338(8) Uani 1 1 d . . . . .
H34 H 0.8705 0.3990 1.3134 0.041 Uiso 1 1 calc R . . . .
C35 C 0.8356(3) 0.4551(2) 1.1764(3) 0.0306(8) Uani 1 1 d . . . . .
H35 H 0.8662 0.4974 1.2097 0.037 Uiso 1 1 calc R . . . .
C36 C 0.7882(3) 0.45120(19) 1.0641(3) 0.0266(7) Uani 1 1 d . . . . .
H36 H 0.7873 0.4906 1.0219 0.032 Uiso 1 1 calc R . . . .
Cl1 Cl -0.10634(13) 0.45478(8) 0.52263(13) 0.0687(4) Uani 1 1 d . . . . .
Cl2 Cl -0.08957(10) 0.31700(7) 0.62924(11) 0.0583(3) Uani 1 1 d . . . . .
C37 C -0.0471(4) 0.4059(3) 0.6421(5) 0.0589(13) Uani 1 1 d . . . . .
H37A H -0.0617 0.4286 0.6992 0.071 Uiso 1 1 calc R . . . .
H37B H 0.0275 0.4066 0.6632 0.071 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 0.0181 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'
Cl Cl 0.3639 0.7018 '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
C1 N1 C9 125.2(3) . . ?
C8 N1 C1 109.2(2) . . ?
C8 N1 C9 125.1(3) . . ?
C22 N2 H2 116.4 . . ?
C22 N2 C23 127.2(3) . . ?
C23 N2 H2 116.4 . . ?
C4 N3 C31 115.2(3) . . ?
C5 N3 C4 124.6(3) . . ?
C5 N3 C31 120.2(3) . . ?
N1 C1 C15 120.9(3) . . ?
C2 C1 N1 108.4(3) . . ?
C2 C1 C15 130.4(3) . . ?
C1 C2 C3 106.1(3) . . ?
C1 C2 C21 126.9(3) . . ?
C3 C2 C21 126.6(3) . . ?
C4 C3 C2 130.8(3) . . ?
C8 C3 C2 108.6(3) . . ?
C8 C3 C4 120.6(3) . . ?
O1 C4 N3 119.5(3) . . ?
O1 C4 C3 125.9(3) . . ?
N3 C4 C3 114.6(3) . . ?
N3 C5 C6 117.8(3) . . ?
C7 C5 N3 120.1(3) . . ?
C7 C5 C6 122.1(3) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7 121.2 . . ?
C5 C7 C8 117.6(3) . . ?
C8 C7 H7 121.2 . . ?
N1 C8 C3 107.7(3) . . ?
N1 C8 C7 130.0(3) . . ?
C3 C8 C7 122.4(3) . . ?
C10 C9 N1 119.3(3) . . ?
C10 C9 C14 121.1(3) . . ?
C14 C9 N1 119.6(3) . . ?
C9 C10 H10 120.4 . . ?
C9 C10 C11 119.1(3) . . ?
C11 C10 H10 120.4 . . ?
C10 C11 H11 120.0 . . ?
C12 C11 C10 120.1(3) . . ?
C12 C11 H11 120.0 . . ?
C11 C12 H12 119.8 . . ?
C11 C12 C13 120.3(3) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.1(3) . . ?
C14 C13 H13 119.9 . . ?
C9 C14 H14 120.4 . . ?
C13 C14 C9 119.2(3) . . ?
C13 C14 H14 120.4 . . ?
C16 C15 C1 120.5(3) . . ?
C20 C15 C1 120.6(3) . . ?
C20 C15 C16 118.9(3) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 C15 120.9(3) . . ?
C17 C16 H16 119.6 . . ?
C16 C17 H17 120.7 . . ?
C18 C17 C16 118.6(3) . . ?
C18 C17 H17 120.7 . . ?
C17 C18 Br1 118.6(2) . . ?
C17 C18 C19 122.1(3) . . ?
C19 C18 Br1 119.3(3) . . ?
C18 C19 H19 120.8 . . ?
C18 C19 C20 118.3(3) . . ?
C20 C19 H19 120.8 . . ?
C15 C20 C19 121.1(3) . . ?
C15 C20 H20 119.4 . . ?
C19 C20 H20 119.4 . . ?
C2 C21 H21A 108.3 . . ?
C2 C21 H21B 108.3 . . ?
C2 C21 C22 116.0(3) . . ?
H21A C21 H21B 107.4 . . ?
C22 C21 H21A 108.3 . . ?
C22 C21 H21B 108.3 . . ?
O2 C22 N2 124.6(3) . . ?
O2 C22 C21 120.7(3) . . ?
N2 C22 C21 114.7(3) . . ?
C24 C23 N2 121.8(3) . . ?
C24 C23 C28 119.5(3) . . ?
C28 C23 N2 118.7(3) . . ?
C23 C24 H24 119.7 . . ?
C23 C24 C25 120.6(4) . . ?
C25 C24 H24 119.7 . . ?
C24 C25 H25 119.7 . . ?
C26 C25 C24 120.5(4) . . ?
C26 C25 H25 119.7 . . ?
C25 C26 C29 120.5(4) . . ?
C27 C26 C25 118.3(4) . . ?
C27 C26 C29 121.2(4) . . ?
C26 C27 H27 118.5 . . ?
C26 C27 C28 122.9(4) . . ?
C28 C27 H27 118.5 . . ?
C23 C28 C27 118.1(4) . . ?
C23 C28 C30 122.2(3) . . ?
C27 C28 C30 119.7(3) . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C32 C31 N3 119.2(3) . . ?
C36 C31 N3 119.2(3) . . ?
C36 C31 C32 121.6(3) . . ?
C31 C32 H32 120.8 . . ?
C31 C32 C33 118.5(3) . . ?
C33 C32 H32 120.8 . . ?
C32 C33 H33 119.8 . . ?
C34 C33 C32 120.4(4) . . ?
C34 C33 H33 119.8 . . ?
C33 C34 H34 119.9 . . ?
C35 C34 C33 120.2(3) . . ?
C35 C34 H34 119.9 . . ?
C34 C35 H35 119.9 . . ?
C34 C35 C36 120.2(3) . . ?
C36 C35 H35 119.9 . . ?
C31 C36 C35 119.0(3) . . ?
C31 C36 H36 120.5 . . ?
C35 C36 H36 120.5 . . ?
Cl1 C37 Cl2 112.9(3) . . ?
Cl1 C37 H37A 109.0 . . ?
Cl1 C37 H37B 109.0 . . ?
Cl2 C37 H37A 109.0 . . ?
Cl2 C37 H37B 109.0 . . ?
H37A C37 H37B 107.8 . . ?
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
Br1 C18 1.903(3) . ?
O1 C4 1.240(4) . ?
O2 C22 1.220(4) . ?
N1 C1 1.405(4) . ?
N1 C8 1.367(4) . ?
N1 C9 1.433(4) . ?
N2 H2 0.8600 . ?
N2 C22 1.361(4) . ?
N2 C23 1.423(4) . ?
N3 C4 1.402(4) . ?
N3 C5 1.397(4) . ?
N3 C31 1.452(4) . ?
C1 C2 1.383(4) . ?
C1 C15 1.470(4) . ?
C2 C3 1.434(4) . ?
C2 C21 1.501(4) . ?
C3 C4 1.425(4) . ?
C3 C8 1.391(4) . ?
C5 C6 1.492(4) . ?
C5 C7 1.361(4) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7 0.9300 . ?
C7 C8 1.418(4) . ?
C9 C10 1.385(4) . ?
C9 C14 1.393(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.394(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.382(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.391(6) . ?
C13 H13 0.9300 . ?
C13 C14 1.383(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.401(4) . ?
C15 C20 1.388(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.386(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.383(5) . ?
C18 C19 1.388(5) . ?
C19 H19 0.9300 . ?
C19 C20 1.391(5) . ?
C20 H20 0.9300 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.520(4) . ?
C23 C24 1.395(5) . ?
C23 C28 1.401(5) . ?
C24 H24 0.9300 . ?
C24 C25 1.395(5) . ?
C25 H25 0.9300 . ?
C25 C26 1.389(6) . ?
C26 C27 1.375(7) . ?
C26 C29 1.506(5) . ?
C27 H27 0.9300 . ?
C27 C28 1.405(5) . ?
C28 C30 1.494(6) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 C32 1.385(5) . ?
C31 C36 1.379(5) . ?
C32 H32 0.9300 . ?
C32 C33 1.393(5) . ?
C33 H33 0.9300 . ?
C33 C34 1.383(6) . ?
C34 H34 0.9300 . ?
C34 C35 1.377(6) . ?
C35 H35 0.9300 . ?
C35 C36 1.391(5) . ?
C36 H36 0.9300 . ?
Cl1 C37 1.749(6) . ?
Cl2 C37 1.759(6) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
