#------------------------------------------------------------------------------
#$Date: 2022-07-27 00:55:19 +0300 (Wed, 27 Jul 2022) $
#$Revision: 276944 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/04/7130413.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_7130413
loop_
_publ_author_name
'Abeysekera, Amila M.'
'Averkiev, Boris B.'
'Sinha, Abhijeet Shekhar'
'Aakeröy, Christer'
_publ_section_title
;
 Evaluating structure-property relationship in a new family of
 mechanically flexible co-crystals
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC02047E
_journal_year                    2022
_chemical_formula_moiety         'C8 H9 Br N2 O, C9 H10 O2'
_chemical_formula_sum            'C17 H19 Br N2 O3'
_chemical_formula_weight         379.25
_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             2021-06-21
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2020.11.27 svn.r5f609507 for Rigaku Oxford Diffraction, GUI svn.r6214)
;
_audit_update_record
;
2022-02-14 deposited with the CCDC.	2022-07-26 downloaded from the CCDC.
;
_cell_angle_alpha                97.664(3)
_cell_angle_beta                 93.157(5)
_cell_angle_gamma                91.561(4)
_cell_formula_units_Z            2
_cell_length_a                   4.7003(3)
_cell_length_b                   12.7927(5)
_cell_length_c                   14.1635(6)
_cell_measurement_reflns_used    4204
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      76.9120
_cell_measurement_theta_min      3.1430
_cell_volume                     842.24(7)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (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      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.945
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     36.00  70.00   0.50    0.05    --   47.70  63.00 129.00   68
  2  ω     88.00 117.00   0.50    0.05    --   47.70  63.00 129.00   58
  3  ω    102.00 139.00   0.50    0.14    --  107.74 125.00 -60.00   74
  4  ω     42.00 118.00   0.50    0.05    --   47.70  57.00 -60.00  152
  5  ω     39.00  65.00   0.50    0.05    --   47.70 -63.00  -7.00   52
  6  ω     -7.00  32.00   0.50    0.05    --   47.70 -63.00  -7.00   78
  7  ω     40.00  74.00   0.50    0.14    --  107.74 -99.00 120.00   68
  8  ω     84.00 111.00   0.50    0.14    --  107.74-125.00 150.00   54
  9  ω     35.00  61.00   0.50    0.14    --  107.74-125.00 150.00   52
 10  ω     64.00 103.00   0.50    0.14    --  107.74-125.00  90.00   78
 11  ω     81.00 106.00   0.50    0.14    --  107.74 -99.00 120.00   50
 12  ω     81.00 106.00   0.50    0.14    --  107.74 -99.00  60.00   50
 13  ω     65.00 111.00   0.50    0.14    --  107.74-125.00   0.00   92
 14  ω     38.00 104.00   0.50    0.14    --  107.74 -99.00 -30.00  132
 15  ω     35.00  99.00   0.50    0.14    --  107.74 -99.00-150.00  128
 16  ω     36.00  82.00   0.50    0.14    --  107.74 -99.00-180.00   92
 17  ω     39.00 100.00   0.50    0.14    --  107.74 -77.00-150.00  122
 18  ω     78.00 103.00   0.50    0.14    --  107.74 -77.00-120.00   50
 19  ω     49.00  75.00   0.50    0.14    --  107.74 -77.00-120.00   52
 20  ω     38.00  64.00   0.50    0.14    --  107.74 -57.00-120.00   52
 21  ω     79.00 104.00   0.50    0.14    --  107.74 -77.00 -30.00   50
 22  ω     35.00  63.00   0.50    0.14    --  107.74 -57.00 -30.00   56
 23  ω     35.00  60.00   0.50    0.14    --  107.74 -63.00  -7.00   50
 24  ω     37.00  62.00   0.50    0.14    --  107.74 -57.00 150.00   50
 25  ω    113.00 178.00   0.50    0.14    --  107.74  38.00  30.00  130
 26  ω     93.00 165.00   0.50    0.14    --  107.74  57.00  60.00  144
 27  ω     92.00 176.00   0.50    0.14    --  107.74  63.00 129.00  168
 28  ω    111.00 162.00   0.50    0.14    --  107.74  38.00 -60.00  102
 29  ω    -26.00  25.00   0.50    0.05    --  -47.70  19.00 120.00  102
 30  ω    -16.00  25.00   0.50    0.05    --  -47.70  63.00 129.00   82
 31  ω    -62.00 -30.00   0.50    0.05    --  -47.70  63.00 129.00   64
 32  ω    -68.00 -43.00   0.50    0.14    --  -86.25  63.00 129.00   50
 33  ω    -62.00 -16.00   0.50    0.14    --  -86.25  57.00 120.00   92
 34  ω    -43.00 -18.00   0.50    0.14    --  -86.25  38.00  60.00   50
 35  ω    -66.00 -22.00   0.50    0.14    --  -86.25  57.00 -60.00   88
 36  ω    -43.00 -18.00   0.50    0.14    --  -86.25  38.00-120.00   50
 37  ω    -39.00 -14.00   0.50    0.14    --  -86.25  38.00-150.00   50
 38  ω    -67.00 -30.00   0.50    0.05    --  -47.70 -63.00  -7.00   74
 39  ω   -122.00 -80.00   0.50    0.14    --  -86.25 -63.00  -7.00   84
 40  ω   -113.00 -83.00   0.50    0.05    --  -47.70 -63.00  -7.00   60
 41  ω   -140.00 -94.00   0.50    0.14    --  -86.25 -99.00  90.00   92
;
_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      -0.0325501000
_diffrn_orient_matrix_UB_12      0.1057571000
_diffrn_orient_matrix_UB_13      -0.0396366000
_diffrn_orient_matrix_UB_21      -0.2423556000
_diffrn_orient_matrix_UB_22      -0.0499786000
_diffrn_orient_matrix_UB_23      -0.0707108000
_diffrn_orient_matrix_UB_31      -0.2192885000
_diffrn_orient_matrix_UB_32      0.0331743000
_diffrn_orient_matrix_UB_33      0.0742735000
_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  0.0650
_diffrn_reflns_av_unetI/netI     0.0617
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.945
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9084
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.945
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.194
_diffrn_reflns_theta_min         3.154
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.467
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72908
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_description       needle
_exptl_crystal_F_000             388
_exptl_crystal_preparation       'grown from 1:1 mixture'
_exptl_crystal_recrystallization_method 'crystallized from methanol'
_exptl_crystal_size_max          0.83
_exptl_crystal_size_mid          0.126
_exptl_crystal_size_min          0.078
_refine_diff_density_max         1.135
_refine_diff_density_min         -1.134
_refine_diff_density_rms         0.137
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         3358
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.106
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0560
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1064P)²+0.1332P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1540
_refine_ls_wR_factor_ref         0.1568
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3072
_reflns_number_total             3358
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2cc02047e2.cif
_cod_data_source_block           Br-Et_35M-BA
_cod_database_code               7130413
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C17 H19 Br1 N2 O3'
_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   0.774
_shelx_estimated_absorpt_t_min   0.161
_reflns_odcompleteness_completeness 99.44
_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, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B)
2.b Aromatic/amide H refined with riding coordinates:
 N8(H8), C18(H18), C5(H5), C6(H6), C3(H3), C14(H14), C16(H16)
2.c Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C12(H12A,H12B,H12C), C22(H22A,H22B,H22C)
2.d Idealised tetrahedral OH refined as rotating group:
 O21(H21)
;
_olex2_date_sample_completion    2020-12-13
_olex2_date_sample_data_collection 2020-12-12
_olex2_date_sample_submission    2020-12-10
_olex2_exptl_crystal_mounting_method 'mounted on a glass fibre'
_olex2_submission_original_sample_id AA-Br-propyl-3,5-dimethyl-BA
_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 2.045
_oxdiff_exptl_absorpt_empirical_full_min 0.524
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
Br7 Br 0.58059(7) 0.05209(2) 0.38155(2) 0.03285(18) Uani 1 1 d . . . . .
O21 O 0.4758(5) 0.19546(18) 0.70192(16) 0.0292(5) Uani 1 1 d . . . . .
H21 H 0.350265 0.220099 0.667419 0.044 Uiso 1 1 calc R U . . .
O10 O 0.7712(5) 0.56144(18) 0.62925(17) 0.0324(5) Uani 1 1 d . . . . .
O20 O 0.5430(5) 0.36547(17) 0.76386(16) 0.0299(5) Uani 1 1 d . . . . .
N2 N 1.0551(6) 0.2518(2) 0.58648(19) 0.0266(5) Uani 1 1 d . . . . .
N8 N 1.0763(5) 0.4269(2) 0.64414(19) 0.0258(5) Uani 1 1 d . . . . .
H8 H 1.239586 0.412443 0.672141 0.031 Uiso 1 1 calc R U . . .
C4 C 0.7234(7) 0.1748(3) 0.4621(2) 0.0266(6) Uani 1 1 d . . . . .
C18 C 0.8947(7) 0.1309(3) 0.8232(2) 0.0274(6) Uani 1 1 d . . . . .
H18 H 0.794850 0.079257 0.777997 0.033 Uiso 1 1 calc R U . . .
C5 C 0.6064(7) 0.2736(3) 0.4551(2) 0.0276(6) Uani 1 1 d . . . . .
H5 H 0.452932 0.280340 0.410037 0.033 Uiso 1 1 calc R U . . .
C6 C 0.7178(7) 0.3599(3) 0.5145(2) 0.0278(6) Uani 1 1 d . . . . .
H6 H 0.642977 0.427634 0.511123 0.033 Uiso 1 1 calc R U . . .
C9 C 0.9789(7) 0.5276(2) 0.6688(2) 0.0261(6) Uani 1 1 d . . . . .
C3 C 0.9438(7) 0.1674(2) 0.5277(2) 0.0274(6) Uani 1 1 d . . . . .
H3 H 1.021363 0.100277 0.532000 0.033 Uiso 1 1 calc R U . . .
C14 C 0.9775(6) 0.3133(3) 0.8921(2) 0.0271(6) Uani 1 1 d . . . . .
H14 H 0.934308 0.385585 0.893257 0.033 Uiso 1 1 calc R U . . .
C17 C 1.1062(7) 0.1006(2) 0.8864(2) 0.0285(6) Uani 1 1 d . . . . .
C13 C 0.8305(6) 0.2378(2) 0.8267(2) 0.0243(6) Uani 1 1 d . . . . .
C1 C 0.9449(6) 0.3470(2) 0.5805(2) 0.0242(6) Uani 1 1 d . . . . .
C15 C 1.1877(6) 0.2847(2) 0.9561(2) 0.0272(6) Uani 1 1 d . . . . .
C11 C 1.1557(7) 0.5906(3) 0.7500(2) 0.0315(7) Uani 1 1 d . . . . .
H11A H 1.358182 0.590457 0.734189 0.038 Uiso 1 1 calc R U . . .
H11B H 1.140094 0.555809 0.808035 0.038 Uiso 1 1 calc R U . . .
C16 C 1.2460(7) 0.1768(3) 0.9517(2) 0.0290(6) Uani 1 1 d . . . . .
H16 H 1.386911 0.155786 0.995444 0.035 Uiso 1 1 calc R U . . .
C19 C 0.6024(6) 0.2727(3) 0.7615(2) 0.0266(6) Uani 1 1 d . . . . .
C23 C 1.1807(8) -0.0137(3) 0.8820(3) 0.0369(8) Uani 1 1 d . . . . .
H23A H 1.045754 -0.057164 0.836878 0.055 Uiso 1 1 calc R U . . .
H23B H 1.170169 -0.035617 0.945433 0.055 Uiso 1 1 calc R U . . .
H23C H 1.374452 -0.022686 0.860694 0.055 Uiso 1 1 calc R U . . .
C12 C 1.0651(8) 0.7044(3) 0.7715(3) 0.0358(7) Uani 1 1 d . . . . .
H12A H 1.088035 0.740338 0.715270 0.054 Uiso 1 1 calc R U . . .
H12B H 1.184264 0.740924 0.825501 0.054 Uiso 1 1 calc R U . . .
H12C H 0.864860 0.705233 0.787417 0.054 Uiso 1 1 calc R U . . .
C22 C 1.3500(8) 0.3660(3) 1.0254(2) 0.0358(7) Uani 1 1 d . . . . .
H22A H 1.485156 0.404772 0.991463 0.054 Uiso 1 1 calc R U . . .
H22B H 1.454346 0.331449 1.073726 0.054 Uiso 1 1 calc R U . . .
H22C H 1.216924 0.415326 1.056527 0.054 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
C19 O21 H21 109.5 . . ?
C3 N2 C1 118.8(3) . . ?
C9 N8 H8 116.5 . . ?
C1 N8 H8 116.5 . . ?
C1 N8 C9 127.0(3) . . ?
C5 C4 Br7 120.9(2) . . ?
C3 C4 Br7 119.7(2) . . ?
C3 C4 C5 119.4(3) . . ?
C17 C18 H18 120.1 . . ?
C17 C18 C13 119.7(3) . . ?
C13 C18 H18 120.1 . . ?
C4 C5 H5 120.6 . . ?
C6 C5 C4 118.7(3) . . ?
C6 C5 H5 120.6 . . ?
C5 C6 H6 120.4 . . ?
C5 C6 C1 119.2(3) . . ?
C1 C6 H6 120.4 . . ?
O10 C9 N8 123.4(3) . . ?
O10 C9 C11 123.5(3) . . ?
N8 C9 C11 113.0(3) . . ?
N2 C3 C4 122.4(3) . . ?
N2 C3 H3 118.8 . . ?
C4 C3 H3 118.8 . . ?
C13 C14 H14 119.5 . . ?
C13 C14 C15 120.9(3) . . ?
C15 C14 H14 119.5 . . ?
C18 C17 C23 120.2(3) . . ?
C16 C17 C18 119.0(3) . . ?
C16 C17 C23 120.8(3) . . ?
C18 C13 C19 121.2(3) . . ?
C14 C13 C18 120.2(3) . . ?
C14 C13 C19 118.6(3) . . ?
N2 C1 N8 113.4(3) . . ?
N2 C1 C6 121.5(3) . . ?
N8 C1 C6 125.1(3) . . ?
C14 C15 C16 117.7(3) . . ?
C14 C15 C22 121.0(3) . . ?
C16 C15 C22 121.2(3) . . ?
C9 C11 H11A 109.0 . . ?
C9 C11 H11B 109.0 . . ?
C9 C11 C12 113.1(3) . . ?
H11A C11 H11B 107.8 . . ?
C12 C11 H11A 109.0 . . ?
C12 C11 H11B 109.0 . . ?
C17 C16 C15 122.4(3) . . ?
C17 C16 H16 118.8 . . ?
C15 C16 H16 118.8 . . ?
O21 C19 C13 114.1(3) . . ?
O20 C19 O21 123.9(3) . . ?
O20 C19 C13 122.0(3) . . ?
C17 C23 H23A 109.5 . . ?
C17 C23 H23B 109.5 . . ?
C17 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C15 C22 H22A 109.5 . . ?
C15 C22 H22B 109.5 . . ?
C15 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 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
Br7 C4 1.896(3) . ?
O21 H21 0.8400 . ?
O21 C19 1.316(4) . ?
O10 C9 1.217(4) . ?
O20 C19 1.223(4) . ?
N2 C3 1.347(4) . ?
N2 C1 1.348(4) . ?
N8 H8 0.8800 . ?
N8 C9 1.386(4) . ?
N8 C1 1.377(4) . ?
C4 C5 1.406(4) . ?
C4 C3 1.367(5) . ?
C18 H18 0.9500 . ?
C18 C17 1.399(5) . ?
C18 C13 1.404(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.368(5) . ?
C6 H6 0.9500 . ?
C6 C1 1.408(4) . ?
C9 C11 1.508(5) . ?
C3 H3 0.9500 . ?
C14 H14 0.9500 . ?
C14 C13 1.387(5) . ?
C14 C15 1.394(5) . ?
C17 C16 1.377(5) . ?
C17 C23 1.506(4) . ?
C13 C19 1.493(4) . ?
C15 C16 1.409(4) . ?
C15 C22 1.493(5) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.525(5) . ?
C16 H16 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O21 H21 N2 0.84 1.84 2.672(3) 170.8 1_455 yes
N8 H8 O20 0.88 2.03 2.889(3) 163.8 1_655 yes
C5 H5 O10 0.95 2.42 3.110(4) 129.1 2_666 yes
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
Br7 C4 C5 C6 -179.6(2) . . . . ?
Br7 C4 C3 N2 179.6(2) . . . . ?
O10 C9 C11 C12 -5.5(5) . . . . ?
N8 C9 C11 C12 174.9(3) . . . . ?
C4 C5 C6 C1 -0.1(5) . . . . ?
C18 C17 C16 C15 -1.2(5) . . . . ?
C18 C13 C19 O21 -0.8(4) . . . . ?
C18 C13 C19 O20 179.7(3) . . . . ?
C5 C4 C3 N2 -0.1(5) . . . . ?
C5 C6 C1 N2 0.1(4) . . . . ?
C5 C6 C1 N8 180.0(3) . . . . ?
C9 N8 C1 N2 -166.2(3) . . . . ?
C9 N8 C1 C6 13.9(5) . . . . ?
C3 N2 C1 N8 180.0(3) . . . . ?
C3 N2 C1 C6 -0.1(4) . . . . ?
C3 C4 C5 C6 0.1(5) . . . . ?
C14 C13 C19 O21 179.9(3) . . . . ?
C14 C13 C19 O20 0.3(4) . . . . ?
C14 C15 C16 C17 0.8(4) . . . . ?
C17 C18 C13 C14 0.5(4) . . . . ?
C17 C18 C13 C19 -178.9(3) . . . . ?
C13 C18 C17 C16 0.6(4) . . . . ?
C13 C18 C17 C23 -178.8(3) . . . . ?
C13 C14 C15 C16 0.3(4) . . . . ?
C13 C14 C15 C22 178.9(3) . . . . ?
C1 N2 C3 C4 0.1(5) . . . . ?
C1 N8 C9 O10 -7.2(5) . . . . ?
C1 N8 C9 C11 172.5(3) . . . . ?
C15 C14 C13 C18 -0.9(4) . . . . ?
C15 C14 C13 C19 178.5(3) . . . . ?
C23 C17 C16 C15 178.2(3) . . . . ?
C22 C15 C16 C17 -177.8(3) . . . . ?
