#------------------------------------------------------------------------------
#$Date: 2022-11-18 03:46:42 +0200 (Fri, 18 Nov 2022) $
#$Revision: 279373 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/89/7158998.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_7158998
loop_
_publ_author_name
'Golla, Ramesh'
'Valmuri , Srivardhan'
'Balamurugan, Rengarajan'
_publ_section_title
;
 Ag(I)-Catalyzed Cyclization of o-Alkynylacetophenones Facilitated Through
 Acetal Formation: Synthesis of C3-Naphthyl Indole Derivatives
;
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_paper_doi               10.1039/D2OB01873J
_journal_year                    2022
_chemical_formula_moiety         'C32 H24 Br N'
_chemical_formula_sum            'C32 H24 Br N'
_chemical_formula_weight         502.46
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_atom_sites_solution_primary     dual
_audit_creation_date             2022-09-24
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2018.12.18 svn.r3554 for Rigaku Oxford Diffraction, GUI svn.r1)
;
_audit_update_record
;
2022-09-26 deposited with the CCDC.	2022-11-16 downloaded from the CCDC.
;
_cell_angle_alpha                95.361(2)
_cell_angle_beta                 92.618(1)
_cell_angle_gamma                109.065(2)
_cell_formula_units_Z            2
_cell_length_a                   9.1848(2)
_cell_length_b                   9.7094(2)
_cell_length_c                   14.2815(2)
_cell_measurement_reflns_used    12747
_cell_measurement_temperature    299.5
_cell_measurement_theta_max      24.6170
_cell_measurement_theta_min      2.2290
_cell_volume                     1194.55(4)
_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  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      299.5
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.9995
_diffrn_measured_fraction_theta_max 0.9995
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -56.00  36.00   0.50    7.69    --   16.22 -30.00 -30.00  184
  2  ω     18.00  48.00   0.50    7.69    --   16.22 -94.00 -60.00   60
  3  ω    -35.00  11.00   0.50    7.69    --   16.22 -94.00 -60.00   92
  4  ω    -37.00  22.00   0.50    7.69    --  -14.97 -94.00 -30.00  118
  5  ω    -64.00  90.00   0.50    7.69    --   16.22 -13.00  12.00  308
  6  ω    -11.00  85.00   0.50    7.69    --   16.22  61.00  60.00  192
  7  ω    -37.00  22.00   0.50    7.69    --  -14.97 -94.00 120.00  118
  8  ω     10.00  54.00   0.50    7.69    --   16.22-125.00 150.00   88
  9  ω    -37.00  22.00   0.50    7.69    --  -14.97 -94.00  90.00  118
 10  ω    -64.00  90.00   0.50    7.69    --   16.22 -13.00  12.00  308
 11  ω    -37.00  22.00   0.50    7.69    --  -14.97 -94.00-120.00  118
 12  ω      1.00  27.00   0.50    7.69    --   16.22  13.00-175.00   52
 13  ω    -10.00  90.00   0.50    7.69    --   16.22  30.00-150.00  200
 14  ω    -41.00  59.00   0.50    7.69    --  -14.97  30.00 -90.00  200
 15  ω    -69.00 -10.00   0.50    7.69    --  -14.97 125.00-120.00  118
 16  ω    -89.00  65.00   0.50    7.69    --  -14.97  13.00-175.00  308
 17  ω    -85.00  13.00   0.50    7.69    --  -14.97 -61.00   0.00  196
 18  ω    -95.00  59.00   0.50    7.69    --  -14.97 -13.00  12.00  308
 19  ω    -69.00 -10.00   0.50    7.69    --  -14.97 125.00 120.00  118
 20  ω    -69.00 -10.00   0.50    7.69    --  -14.97 125.00 150.00  118
 21  ω    -85.00  10.00   0.50    7.69    --  -14.97 -45.00-120.00  190
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0815881000
_diffrn_orient_matrix_UB_12      -0.0300213000
_diffrn_orient_matrix_UB_13      -0.0004301000
_diffrn_orient_matrix_UB_21      -0.0040793000
_diffrn_orient_matrix_UB_22      0.0715970000
_diffrn_orient_matrix_UB_23      0.0095894000
_diffrn_orient_matrix_UB_31      -0.0068449000
_diffrn_orient_matrix_UB_32      0.0051426000
_diffrn_orient_matrix_UB_33      -0.0491190000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0491
_diffrn_reflns_av_unetI/netI     0.0455
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            28272
_diffrn_reflns_theta_full        25.0273
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         2.23
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.742
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54370
_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            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.3968
_exptl_crystal_description       block
_exptl_crystal_F_000             515.6167
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.3856
_refine_diff_density_min         -0.4829
_refine_diff_density_rms         0.0723
_refine_ls_d_res_high            0.8400
_refine_ls_d_res_low             9.1162
_refine_ls_goodness_of_fit_ref   1.0381
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    45
_refine_ls_number_parameters     308
_refine_ls_number_reflns         4208
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0381
_refine_ls_R_factor_all          0.0536
_refine_ls_R_factor_gt           0.0385
_refine_ls_shift/su_max          0.0020
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0281P)²+0.4775P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0778
_refine_ls_wR_factor_ref         0.0823
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -10
_reflns_limit_k_max              11
_reflns_limit_k_min              -11
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                3396
_reflns_number_total             4208
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d2ob01873j2.cif
_cod_data_source_block           RB61
_cod_database_code               7158998
_chemical_oxdiff_formula         'C H N O Br'
_reflns_odcompleteness_completeness 99.65
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C15(H15a,H15b)
2.b Aromatic/amide H refined with riding coordinates:
 C24(H24), C1(H1), C8(H8), C7(H7), C17(H17), C31(H31), C22(H22), C10(H10),
 C30(H30), C27(H27), C18(H18), C14(H14), C20(H20), C28(H28), C29(H29), C12(H12),
  C19(H19), C13(H13), C11(H11)
2.c Idealised Me refined as rotating group:
 C32(H32a,H32b,H32c)
;
_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 1.465
_oxdiff_exptl_absorpt_empirical_full_min 0.726
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -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_refinement_flags_posn
Br1 Br 0.22427(3) 0.78081(3) 1.06067(2) 0.06244(13) Uani 1.000000 .
N1 N 0.4203(2) 0.3909(2) 0.85446(13) 0.0379(5) Uani 1.000000 .
C4 C 0.3970(2) 0.5227(2) 0.88076(15) 0.0337(5) Uani 1.000000 .
C5 C 0.3106(2) 0.5604(3) 0.95139(15) 0.0358(5) Uani 1.000000 .
C2 C 0.5544(3) 0.5488(3) 0.75828(16) 0.0381(5) Uani 1.000000 .
C25 C 0.6482(3) 0.6088(3) 0.68032(16) 0.0401(6) Uani 1.000000 .
C3 C 0.4832(3) 0.6243(3) 0.82208(16) 0.0368(5) Uani 1.000000 .
C6 C 0.3222(3) 0.7066(3) 0.96223(16) 0.0415(6) Uani 1.000000 .
C16 C 0.8000(3) 0.6021(3) 0.67137(17) 0.0415(6) Uani 1.000000 .
C9 C 0.1965(3) 0.1594(2) 0.84395(17) 0.0399(6) Uani 1.000000 .
C24 C 0.5864(3) 0.6731(3) 0.61529(16) 0.0427(6) Uani 1.000000 .
H24 H 0.4884(3) 0.6790(3) 0.62269(16) 0.0513(7) Uiso 1.000000 R
C15 C 0.3553(3) 0.2488(2) 0.88818(17) 0.0427(6) Uani 1.000000 .
H15a H 0.4244(3) 0.1932(2) 0.87625(17) 0.0513(7) Uiso 1.000000 R
H15b H 0.3506(3) 0.2635(2) 0.95594(17) 0.0513(7) Uiso 1.000000 R
C1 C 0.5132(3) 0.4094(3) 0.78081(16) 0.0419(6) Uani 1.000000 .
H1 H 0.5439(3) 0.3357(3) 0.75033(16) 0.0503(7) Uiso 1.000000 R
C23 C 0.6645(3) 0.7312(3) 0.53714(17) 0.0451(6) Uani 1.000000 .
C32 C 0.2102(3) 0.4499(3) 1.00900(17) 0.0480(6) Uani 1.000000 .
H32a H 0.1545(14) 0.3617(7) 0.9686(3) 0.0720(10) Uiso 1.000000 GR
H32b H 0.2738(3) 0.4280(13) 1.0567(7) 0.0720(10) Uiso 1.000000 GR
H32c H 0.1383(13) 0.4895(7) 1.0384(9) 0.0720(10) Uiso 1.000000 GR
C8 C 0.4875(3) 0.7698(3) 0.83696(17) 0.0450(6) Uani 1.000000 .
H8 H 0.5438(3) 0.8384(3) 0.79947(17) 0.0540(7) Uiso 1.000000 R
C7 C 0.4085(3) 0.8105(3) 0.90694(18) 0.0493(7) Uani 1.000000 .
H7 H 0.4122(3) 0.9075(3) 0.91788(18) 0.0592(8) Uiso 1.000000 R
C21 C 0.8803(3) 0.6608(3) 0.59367(18) 0.0499(7) Uani 1.000000 .
C26 C 0.5882(3) 0.7979(3) 0.46898(17) 0.0497(7) Uani 1.000000 .
C17 C 0.8764(3) 0.5444(3) 0.73726(19) 0.0539(7) Uani 1.000000 .
H17 H 0.8255(3) 0.5057(3) 0.78859(19) 0.0647(8) Uiso 1.000000 R
C31 C 0.4285(3) 0.7445(3) 0.44923(18) 0.0547(7) Uani 1.000000 .
H31 H 0.3695(3) 0.6654(3) 0.47840(18) 0.0657(8) Uiso 1.000000 R
C22 C 0.8084(3) 0.7223(3) 0.52814(18) 0.0547(7) Uani 1.000000 .
H22 H 0.8610(3) 0.7583(3) 0.47671(18) 0.0656(9) Uiso 1.000000 R
C10 C 0.1334(3) 0.1933(3) 0.7638(2) 0.0571(7) Uani 1.000000 .
H10 H 0.1870(3) 0.2774(3) 0.7373(2) 0.0686(9) Uiso 1.000000 R
C30 C 0.3565(4) 0.8066(4) 0.3873(2) 0.0682(9) Uani 1.000000 .
H30 H 0.2496(4) 0.7698(4) 0.3754(2) 0.0818(10) Uiso 1.000000 R
C27 C 0.6727(4) 0.9148(3) 0.4230(2) 0.0659(8) Uani 1.000000 .
H27 H 0.7797(4) 0.9525(3) 0.4344(2) 0.0791(10) Uiso 1.000000 R
C18 C 1.0231(3) 0.5438(4) 0.7275(2) 0.0686(9) Uani 1.000000 .
H18 H 1.0718(3) 0.5062(4) 0.7721(2) 0.0824(10) Uiso 1.000000 R
C14 C 0.1134(3) 0.0351(3) 0.8824(2) 0.0665(8) Uani 1.000000 .
H14 H 0.1531(3) 0.0109(3) 0.9372(2) 0.0798(10) Uiso 1.000000 R
C20 C 1.0316(3) 0.6564(4) 0.5854(2) 0.0717(9) Uani 1.000000 .
H20 H 1.0848(3) 0.6930(4) 0.5343(2) 0.0861(11) Uiso 1.000000 R
C28 C 0.5981(5) 0.9761(3) 0.3599(2) 0.0800(10) Uani 1.000000 .
H28 H 0.6553(5) 1.0539(3) 0.3291(2) 0.0960(13) Uiso 1.000000 R
C29 C 0.4411(5) 0.9220(4) 0.3434(2) 0.0801(10) Uani 1.000000 .
H29 H 0.3915(5) 0.9639(4) 0.3019(2) 0.0961(12) Uiso 1.000000 R
C12 C -0.0877(4) -0.0194(4) 0.7595(3) 0.0824(11) Uani 1.000000 .
H12 H -0.1822(4) -0.0804(4) 0.7302(3) 0.0988(13) Uiso 1.000000 R
C19 C 1.1002(4) 0.6001(4) 0.6501(2) 0.0802(10) Uani 1.000000 .
H19 H 1.1999(4) 0.5987(4) 0.6433(2) 0.0963(12) Uiso 1.000000 R
C13 C -0.0292(4) -0.0541(3) 0.8397(3) 0.0873(11) Uani 1.000000 .
H13 H -0.0848(4) -0.1378(3) 0.8659(3) 0.1048(13) Uiso 1.000000 R
C11 C -0.0086(4) 0.1037(4) 0.7224(2) 0.0773(10) Uani 1.000000 .
H11 H -0.0503(4) 0.1282(4) 0.6684(2) 0.0927(11) Uiso 1.000000 R
loop_
_atom_type.symbol
_atom_type.scat_dispersion_real
_atom_type.scat_dispersion_imag
_atom_type.scat_Cromer_Mann_a1
_atom_type.scat_Cromer_Mann_a2
_atom_type.scat_Cromer_Mann_a3
_atom_type.scat_Cromer_Mann_a4
_atom_type.scat_Cromer_Mann_b1
_atom_type.scat_Cromer_Mann_b2
_atom_type.scat_Cromer_Mann_b3
_atom_type.scat_Cromer_Mann_b4
_atom_type.scat_Cromer_Mann_c
_atom_type.scat_source
_atom_type.scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Br -0.28346 2.55990 17.17890 5.23580 5.63770 3.98510 2.17230 16.57960 0.26090
41.43280 2.95569992065
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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
C15 N1 C4 130.23(19) . . ?
C1 N1 C4 108.34(18) . . ?
C1 N1 C15 121.28(19) . . ?
C5 C4 N1 130.5(2) . . ?
C3 C4 N1 106.60(19) . . ?
C3 C4 C5 122.9(2) . . ?
C6 C5 C4 114.6(2) . . ?
C32 C5 C4 122.8(2) . . ?
C32 C5 C6 122.6(2) . . ?
C3 C2 C25 127.0(2) . . ?
C1 C2 C25 127.0(2) . . ?
C1 C2 C3 105.9(2) . . ?
C16 C25 C2 122.4(2) . . ?
C24 C25 C2 118.4(2) . . ?
C24 C25 C16 119.2(2) . . ?
C2 C3 C4 107.9(2) . . ?
C8 C3 C4 118.8(2) . . ?
C8 C3 C2 133.2(2) . . ?
C5 C6 Br1 120.48(18) . . ?
C7 C6 Br1 115.47(18) . . ?
C7 C6 C5 124.0(2) . . ?
C21 C16 C25 118.4(2) . . ?
C17 C16 C25 123.4(2) . . ?
C17 C16 C21 118.2(2) . . ?
C10 C9 C15 122.4(2) . . ?
C14 C9 C15 119.1(2) . . ?
C14 C9 C10 118.4(2) . . ?
H24 C24 C25 118.49(14) . . ?
C23 C24 C25 123.0(2) . . ?
C23 C24 H24 118.49(15) . . ?
C9 C15 N1 114.63(19) . . ?
H15a C15 N1 108.61(12) . . ?
H15a C15 C9 108.61(12) . . ?
H15b C15 N1 108.61(12) . . ?
H15b C15 C9 108.61(13) . . ?
H15b C15 H15a 107.6 . . ?
C2 C1 N1 111.2(2) . . ?
H1 C1 N1 124.40(13) . . ?
H1 C1 C2 124.40(14) . . ?
C26 C23 C24 119.6(2) . . ?
C22 C23 C24 117.4(2) . . ?
C22 C23 C26 122.9(2) . . ?
H32a C32 C5 109.5 . . ?
H32b C32 C5 109.5 . . ?
H32b C32 H32a 109.5 . . ?
H32c C32 C5 109.5 . . ?
H32c C32 H32a 109.5 . . ?
H32c C32 H32b 109.5 . . ?
H8 C8 C3 120.25(13) . . ?
C7 C8 C3 119.5(2) . . ?
C7 C8 H8 120.25(15) . . ?
C8 C7 C6 120.1(2) . . ?
H7 C7 C6 119.95(14) . . ?
H7 C7 C8 119.95(15) . . ?
C22 C21 C16 119.5(2) . . ?
C20 C21 C16 118.5(3) . . ?
C20 C21 C22 122.0(3) . . ?
C31 C26 C23 120.6(2) . . ?
C27 C26 C23 121.6(3) . . ?
C27 C26 C31 117.8(3) . . ?
H17 C17 C16 119.23(14) . . ?
C18 C17 C16 121.5(3) . . ?
C18 C17 H17 119.23(18) . . ?
H31 C31 C26 119.44(16) . . ?
C30 C31 C26 121.1(3) . . ?
C30 C31 H31 119.4(2) . . ?
C21 C22 C23 122.4(2) . . ?
H22 C22 C23 118.78(15) . . ?
H22 C22 C21 118.78(14) . . ?
H10 C10 C9 119.73(15) . . ?
C11 C10 C9 120.5(3) . . ?
C11 C10 H10 119.7(2) . . ?
H30 C30 C31 119.8(2) . . ?
C29 C30 C31 120.3(3) . . ?
C29 C30 H30 119.8(2) . . ?
H27 C27 C26 119.80(19) . . ?
C28 C27 C26 120.4(3) . . ?
C28 C27 H27 119.8(2) . . ?
H18 C18 C17 120.11(18) . . ?
C19 C18 C17 119.8(3) . . ?
C19 C18 H18 120.11(19) . . ?
H14 C14 C9 119.84(17) . . ?
C13 C14 C9 120.3(3) . . ?
C13 C14 H14 119.8(2) . . ?
H20 C20 C21 119.38(18) . . ?
C19 C20 C21 121.2(3) . . ?
C19 C20 H20 119.38(18) . . ?
H28 C28 C27 120.0(2) . . ?
C29 C28 C27 120.1(3) . . ?
C29 C28 H28 120.0(2) . . ?
C28 C29 C30 120.3(3) . . ?
H29 C29 C30 119.9(2) . . ?
H29 C29 C28 119.9(2) . . ?
C13 C12 H12 120.0(2) . . ?
C11 C12 H12 120.0(2) . . ?
C11 C12 C13 120.0(3) . . ?
C20 C19 C18 120.7(3) . . ?
H19 C19 C18 119.64(19) . . ?
H19 C19 C20 119.64(18) . . ?
C12 C13 C14 120.0(3) . . ?
H13 C13 C14 120.0(2) . . ?
H13 C13 C12 120.0(2) . . ?
C12 C11 C10 120.6(3) . . ?
H11 C11 C10 119.7(2) . . ?
H11 C11 C12 119.7(2) . . ?
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 C6 1.912(2) . ?
N1 C4 1.385(3) . ?
N1 C15 1.451(3) . ?
N1 C1 1.373(3) . ?
C4 C5 1.406(3) . ?
C4 C3 1.417(3) . ?
C5 C6 1.381(3) . ?
C5 C32 1.505(3) . ?
C2 C25 1.484(3) . ?
C2 C3 1.428(3) . ?
C2 C1 1.356(3) . ?
C25 C16 1.428(3) . ?
C25 C24 1.366(3) . ?
C3 C8 1.396(3) . ?
C6 C7 1.398(3) . ?
C16 C21 1.421(3) . ?
C16 C17 1.410(3) . ?
C9 C15 1.506(3) . ?
C9 C10 1.374(3) . ?
C9 C14 1.378(3) . ?
C24 H24 0.9300 . ?
C24 C23 1.416(3) . ?
C15 H15a 0.9700 . ?
C15 H15b 0.9700 . ?
C1 H1 0.9300 . ?
C23 C26 1.487(4) . ?
C23 C22 1.363(4) . ?
C32 H32a 0.9600 . ?
C32 H32b 0.9600 . ?
C32 H32c 0.9600 . ?
C8 H8 0.9300 . ?
C8 C7 1.364(3) . ?
C7 H7 0.9300 . ?
C21 C22 1.405(4) . ?
C21 C20 1.414(4) . ?
C26 C31 1.392(4) . ?
C26 C27 1.391(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.362(4) . ?
C31 H31 0.9300 . ?
C31 C30 1.375(4) . ?
C22 H22 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.379(4) . ?
C30 H30 0.9300 . ?
C30 C29 1.364(4) . ?
C27 H27 0.9300 . ?
C27 C28 1.395(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.397(4) . ?
C14 H14 0.9300 . ?
C14 C13 1.387(4) . ?
C20 H20 0.9300 . ?
C20 C19 1.348(4) . ?
C28 H28 0.9300 . ?
C28 C29 1.364(5) . ?
C29 H29 0.9300 . ?
C12 H12 0.9300 . ?
C12 C13 1.360(5) . ?
C12 C11 1.349(5) . ?
C19 H19 0.9300 . ?
C13 H13 0.9300 . ?
C11 H11 0.9300 . ?
