#------------------------------------------------------------------------------
#$Date: 2017-11-07 03:04:18 +0200 (Tue, 07 Nov 2017) $
#$Revision: 202763 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/76/1547656.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_1547656
loop_
_publ_author_name
'Wang, Ya'
'Shi, Chao'
'Han, Xiang-Bin'
_publ_section_title
;
 Mixed Bromine--Chlorine Induced Great Dielectric and Second-Order
 Nonlinear Optical Properties Changes in Phase Transitions Compounds
 [H2mdap][BiBr5(1-x)Cl5x] (x = 0.00--1.00)
;
_journal_issue                   41
_journal_name_full               'The Journal of Physical Chemistry C'
_journal_page_first              23039
_journal_paper_doi               10.1021/acs.jpcc.7b05126
_journal_volume                  121
_journal_year                    2017
_chemical_formula_sum            'C4 H14 Bi Br1.4 Cl3.6 N2'
_chemical_formula_weight         538.63
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.120(4)
_cell_length_b                   9.950(2)
_cell_length_c                   7.5357(15)
_cell_measurement_reflns_used    3123
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.475
_cell_measurement_theta_min      3.041
_cell_volume                     1358.6(5)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku, SCXmini'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0688
_diffrn_reflns_av_unetI/netI     0.0857
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            9138
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.475
_diffrn_reflns_theta_min         3.041
_exptl_absorpt_coefficient_mu    17.764
_exptl_absorpt_correction_T_max  0.007
_exptl_absorpt_correction_T_min  0.003
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            pale-yellow
_exptl_crystal_density_diffrn    2.633
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             980.8
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.28
_refine_diff_density_max         2.327
_refine_diff_density_min         -1.355
_refine_diff_density_rms         0.232
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   -0.04(2)
_refine_ls_extinction_coef       0.0039(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     113
_refine_ls_number_reflns         3123
_refine_ls_number_restraints     121
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.0627
_refine_ls_R_factor_gt           0.0481
_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)+(0.0409P)²+2.3743P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1135
_refine_ls_wR_factor_ref         0.1192
_reflns_Friedel_coverage         0.861
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                2525
_reflns_number_total             3123
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jp7b05126_si_002.cif
_cod_data_source_block           0.72_293K
_cod_depositor_comments
'Adding full bibliography for 1547653--1547662.cif.'
_cod_original_cell_volume        1358.7(5)
_cod_original_formula_sum        'C4 H14 Bi Br1.40 Cl3.60 N2 '
_cod_database_code               1547656
_publcif_datablock.id            {60ad7fb5-450b-47a1-9f94-1b4cd887c424}
_shelx_shelxl_version_number     2014/7
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, 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
Bi1 Bi 0.06440(3) 0.66968(5) 0.99637(8) 0.0279(2) Uani 1 1 d . U .
Cl5 Cl 0.19850(15) 0.5332(3) 0.9891(7) 0.0322(6) Uani 0.72 1 d . U P
Br5 Br 0.19850(15) 0.5332(3) 0.9891(7) 0.0322(6) Uani 0.28 1 d . U P
Cl3 Cl 0.1261(2) 0.8448(4) 0.7815(6) 0.0451(10) Uani 0.72 1 d . U P
Br3 Br 0.1261(2) 0.8448(4) 0.7815(6) 0.0451(10) Uani 0.28 1 d . U P
Cl1 Cl 0.1064(2) 0.8018(4) 1.2874(6) 0.0495(10) Uani 0.72 1 d . U P
Br1 Br 0.1064(2) 0.8018(4) 1.2874(6) 0.0495(10) Uani 0.28 1 d . U P
Cl2 Cl -0.05803(19) 0.8381(3) 0.9872(13) 0.0488(9) Uani 0.72 1 d . U P
Br2 Br -0.05803(19) 0.8381(3) 0.9872(13) 0.0488(9) Uani 0.28 1 d . U P
Cl4 Cl 0.0155(2) 0.5440(4) 0.6805(6) 0.0567(11) Uani 0.72 1 d . U P
Br4 Br 0.0155(2) 0.5440(4) 0.6805(6) 0.0567(11) Uani 0.28 1 d . U P
C1 C 0.1032(11) 0.185(2) -0.016(4) 0.056(6) Uani 1 1 d . U .
H1A H 0.1010 0.2815 -0.0033 0.067 Uiso 1 1 calc R U .
H1B H 0.1061 0.1640 -0.1413 0.067 Uiso 1 1 calc R U .
N2 N 0.3033(8) 0.0817(17) 0.042(2) 0.049(5) Uani 1 1 d . U .
H2A H 0.3026 0.0884 0.1593 0.059 Uiso 1 1 calc R U .
H2B H 0.3445 0.1209 0.0038 0.059 Uiso 1 1 calc R U .
C4 C 0.3070(11) -0.066(2) -0.006(5) 0.068(7) Uani 1 1 d . U .
H4A H 0.2646 -0.1114 0.0407 0.102 Uiso 1 1 calc R U .
H4B H 0.3510 -0.1045 0.0428 0.102 Uiso 1 1 calc R U .
H4C H 0.3077 -0.0753 -0.1332 0.102 Uiso 1 1 calc R U .
C3 C 0.2408(12) 0.157(2) -0.028(6) 0.072(8) Uani 1 1 d D U .
H3A H 0.2322 0.1311 -0.1506 0.086 Uiso 1 1 calc R U .
H3B H 0.2523 0.2523 -0.0263 0.086 Uiso 1 1 calc R U .
N1 N 0.0352(10) 0.1256(17) 0.057(3) 0.051(5) Uani 1 1 d . U .
H1C H 0.0398 0.0367 0.0626 0.076 Uiso 1 1 calc R U .
H1D H -0.0028 0.1465 -0.0127 0.076 Uiso 1 1 calc R U .
H1E H 0.0272 0.1580 0.1655 0.076 Uiso 1 1 calc R U .
C2 C 0.1732(12) 0.132(2) 0.077(3) 0.055(6) Uani 1 1 d D U .
H2C H 0.1781 0.1762 0.1912 0.066 Uiso 1 1 calc R U .
H2D H 0.1682 0.0367 0.0974 0.066 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 0.0033 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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.1077 10.2566 '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'
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
Cl3 Bi1 Cl1 93.35(15) . .
Cl3 Bi1 Cl2 85.68(16) . .
Cl1 Bi1 Cl2 87.2(2) . .
Cl3 Bi1 Cl5 86.55(13) . .
Cl1 Bi1 Cl5 90.44(14) . .
Cl2 Bi1 Cl5 171.73(11) . .
Cl3 Bi1 Cl4 84.72(13) . .
Cl1 Bi1 Cl4 176.49(13) . .
Cl2 Bi1 Cl4 89.7(2) . .
Cl5 Bi1 Cl4 92.37(13) . .
Cl3 Bi1 Br4 170.23(14) . 2_565
Cl1 Bi1 Br4 96.28(14) . 2_565
Cl2 Bi1 Br4 93.16(14) . 2_565
Cl5 Bi1 Br4 94.98(11) . 2_565
Cl4 Bi1 Br4 85.6 . 2_565
Cl3 Bi1 Cl4 170.23(14) . 2_565
Cl1 Bi1 Cl4 96.28(14) . 2_565
Cl2 Bi1 Cl4 93.16(14) . 2_565
Cl5 Bi1 Cl4 94.98(11) . 2_565
Cl4 Bi1 Cl4 85.58(4) . 2_565
Br4 Bi1 Cl4 0.0 2_565 2_565
Bi1 Cl4 Bi1 151.12(18) . 2_564
N1 C1 C2 113(2) . .
C3 N2 C4 116.6(18) . .
N2 C3 C2 111(3) . .
C3 C2 C1 113(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Bi1 Cl3 2.628(4) .
Bi1 Cl1 2.668(4) .
Bi1 Cl2 2.781(3) .
Bi1 Cl5 2.784(3) .
Bi1 Cl4 2.831(4) .
Bi1 Br4 2.923(4) 2_565
Bi1 Cl4 2.923(4) 2_565
Cl4 Bi1 2.923(4) 2_564
C1 N1 1.47(3) .
C1 C2 1.54(3) .
N2 C3 1.46(3) .
N2 C4 1.51(2) .
C3 C2 1.48(3) .
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
C2 H2D Cl1 0.97 2.96 3.85(2) 152.7 1_544
C2 H2C Br2 0.97 3.12 3.74(2) 123.5 2_564
N1 H1E Br4 0.89 3.07 3.54(2) 115.2 2_564
N1 H1E Cl2 0.89 2.49 3.29(2) 149.7 2_564
N1 H1E Cl3 0.89 2.91 3.39(2) 115.2 2_564
N1 H1D Cl1 0.89 2.46 3.351(18) 178.1 2_563
N1 H1C Cl2 0.89 2.72 3.364(16) 130.7 1_544
N1 H1C Br1 0.89 3.13 3.880(19) 143.6 1_544
C3 H3B Cl5 0.97 2.96 3.82(2) 148.4 1_554
C4 H4C Br5 0.96 3.05 3.93(4) 153.4 4_543
C4 H4B Br4 0.96 3.02 3.68(2) 127.0 4_544
C4 H4B Cl2 0.96 2.88 3.649(19) 138.0 3_554
N2 H2B Cl4 0.89 2.97 3.467(16) 117.5 4_544
N2 H2B Cl1 0.89 2.59 3.339(18) 142.7 4_543
N2 H2A Br3 0.89 3.00 3.429(17) 111.3 4_544
N2 H2A Cl5 0.89 2.54 3.41(2) 163.3 4_544
C1 H1B Cl2 0.97 2.93 3.84(4) 156.5 2_563
C1 H1A Br4 0.97 3.06 3.76(2) 129.5 2_564
C1 H1A Br5 0.97 3.07 3.88(2) 141.9 1_554
C2 H2D Cl1 0.97 2.96 3.85(2) 152.7 1_544
C2 H2C Br2 0.97 3.12 3.74(2) 123.5 2_564
N1 H1E Br4 0.89 3.07 3.54(2) 115.2 2_564
N1 H1E Cl2 0.89 2.49 3.29(2) 149.7 2_564
N1 H1E Cl3 0.89 2.91 3.39(2) 115.2 2_564
N1 H1D Cl1 0.89 2.46 3.351(18) 178.1 2_563
N1 H1C Cl2 0.89 2.72 3.364(16) 130.7 1_544
N1 H1C Br1 0.89 3.13 3.880(19) 143.6 1_544
C3 H3B Cl5 0.97 2.96 3.82(2) 148.4 1_554
C4 H4C Br5 0.96 3.05 3.93(4) 153.4 4_543
C4 H4B Br4 0.96 3.02 3.68(2) 127.0 4_544
C4 H4B Cl2 0.96 2.88 3.649(19) 138.0 3_554
N2 H2B Cl4 0.89 2.97 3.467(16) 117.5 4_544
N2 H2B Cl1 0.89 2.59 3.339(18) 142.7 4_543
N2 H2A Br3 0.89 3.00 3.429(17) 111.3 4_544
N2 H2A Cl5 0.89 2.54 3.41(2) 163.3 4_544
C1 H1B Cl2 0.97 2.93 3.84(4) 156.5 2_563
C1 H1A Br4 0.97 3.06 3.76(2) 129.5 2_564
C1 H1A Br5 0.97 3.07 3.88(2) 141.9 1_554
C2 H2D Cl1 0.97 2.96 3.85(2) 152.7 1_544
C2 H2C Br2 0.97 3.12 3.74(2) 123.5 2_564
N1 H1E Cl2 0.89 2.49 3.29(2) 149.7 2_564
N1 H1D Cl1 0.89 2.46 3.351(18) 178.1 2_563
N1 H1C Cl2 0.89 2.72 3.364(16) 130.7 1_544
C3 H3B Cl1 0.97 2.96 3.42(3) 109.9 4_543
C3 H3B Cl5 0.97 2.96 3.82(2) 148.4 1_554
C3 H3A Br5 0.97 3.15 3.99(4) 147.0 4_543
C4 H4C Cl5 0.96 3.05 3.93(4) 153.4 4_543
C4 H4B Br4 0.96 3.02 3.68(2) 127.0 4_544
C4 H4B Cl2 0.96 2.88 3.649(19) 138.0 3_554
C4 H4A Br3 0.96 3.21 3.75(2) 117.7 1_544
N2 H2B Cl4 0.89 2.97 3.467(16) 117.5 4_544
N2 H2B Cl1 0.89 2.59 3.339(18) 142.7 4_543
N2 H2A Cl5 0.89 2.54 3.41(2) 163.3 4_544
C1 H1B Cl2 0.97 2.93 3.84(4) 156.5 2_563
C1 H1A Br4 0.97 3.06 3.76(2) 129.5 2_564
C1 H1A Br5 0.97 3.07 3.88(2) 141.9 1_554
C2 H2D Cl1 0.97 2.96 3.85(2) 152.7 1_544
C2 H2D Br3 0.97 3.15 3.72(2) 119.8 1_544
C2 H2C Br2 0.97 3.12 3.74(2) 123.5 2_564
N1 H1E Br4 0.89 3.07 3.54(2) 115.2 2_564
N1 H1E Cl2 0.89 2.49 3.29(2) 149.7 2_564
N1 H1E Cl3 0.89 2.91 3.39(2) 115.2 2_564
N1 H1D Cl1 0.89 2.46 3.351(18) 178.1 2_563
N1 H1C Cl2 0.89 2.72 3.364(16) 130.7 1_544
N1 H1C Br1 0.89 3.13 3.880(19) 143.6 1_544
C3 H3B Cl5 0.97 2.96 3.82(2) 148.4 1_554
C4 H4C Br5 0.96 3.05 3.93(4) 153.4 4_543
C4 H4B Br4 0.96 3.02 3.68(2) 127.0 4_544
C4 H4B Cl2 0.96 2.88 3.649(19) 138.0 3_554
N2 H2B Br4 0.89 2.97 3.467(16) 117.5 4_544
N2 H2B Cl1 0.89 2.59 3.339(18) 142.7 4_543
N2 H2A Cl3 0.89 3.00 3.429(17) 111.3 4_544
N2 H2A Cl5 0.89 2.54 3.41(2) 163.3 4_544
C1 H1B Cl2 0.97 2.93 3.84(4) 156.5 2_563
C1 H1A Br4 0.97 3.06 3.76(2) 129.5 2_564
C1 H1A Br5 0.97 3.07 3.88(2) 141.9 1_554
C2 H2D Cl1 0.97 2.96 3.85(2) 152.7 1_544
C2 H2D Br3 0.97 3.15 3.72(2) 119.8 1_544
C2 H2C Br2 0.97 3.12 3.74(2) 123.5 2_564
N1 H1E Br4 0.89 3.07 3.54(2) 115.2 2_564
N1 H1E Cl2 0.89 2.49 3.29(2) 149.7 2_564
N1 H1E Cl3 0.89 2.91 3.39(2) 115.2 2_564
N1 H1D Cl1 0.89 2.46 3.351(18) 178.1 2_563
N1 H1C Cl2 0.89 2.72 3.364(16) 130.7 1_544
N1 H1C Br1 0.89 3.13 3.880(19) 143.6 1_544
C3 H3B Cl5 0.97 2.96 3.82(2) 148.4 1_554
C4 H4C Br5 0.96 3.05 3.93(4) 153.4 4_543
C4 H4B Br4 0.96 3.02 3.68(2) 127.0 4_544
C4 H4B Cl2 0.96 2.88 3.649(19) 138.0 3_554
N2 H2B Br4 0.89 2.97 3.467(16) 117.5 4_544
N2 H2B Cl1 0.89 2.59 3.339(18) 142.7 4_543
N2 H2A Cl3 0.89 3.00 3.429(17) 111.3 4_544
N2 H2A Cl5 0.89 2.54 3.41(2) 163.3 4_544
C1 H1B Cl2 0.97 2.93 3.84(4) 156.5 2_563
C1 H1A Br4 0.97 3.06 3.76(2) 129.5 2_564
C1 H1A Br5 0.97 3.07 3.88(2) 141.9 1_554
C2 H2D Cl1 0.97 2.96 3.85(2) 152.7 1_544
C2 H2D Br3 0.97 3.15 3.72(2) 119.8 1_544
C2 H2C Br2 0.97 3.12 3.74(2) 123.5 2_564
N1 H1E Br4 0.89 3.07 3.54(2) 115.2 2_564
N1 H1E Cl2 0.89 2.49 3.29(2) 149.7 2_564
N1 H1E Cl3 0.89 2.91 3.39(2) 115.2 2_564
N1 H1D Cl1 0.89 2.46 3.351(18) 178.1 2_563
N1 H1C Cl2 0.89 2.72 3.364(16) 130.7 1_544
N1 H1C Br1 0.89 3.13 3.880(19) 143.6 1_544
C3 H3B Cl5 0.97 2.96 3.82(2) 148.4 1_554
C4 H4C Br5 0.96 3.05 3.93(4) 153.4 4_543
C4 H4B Br4 0.96 3.02 3.68(2) 127.0 4_544
C4 H4B Cl2 0.96 2.88 3.649(19) 138.0 3_554
N2 H2B Br4 0.89 2.97 3.467(16) 117.5 4_544
N2 H2B Cl1 0.89 2.59 3.339(18) 142.7 4_543
N2 H2A Cl3 0.89 3.00 3.429(17) 111.3 4_544
N2 H2A Cl5 0.89 2.54 3.41(2) 163.3 4_544
C1 H1B Cl2 0.97 2.93 3.84(4) 156.5 2_563
C1 H1A Br4 0.97 3.06 3.76(2) 129.5 2_564
C1 H1A Br5 0.97 3.07 3.88(2) 141.9 1_554
C1 H1A Br5 0.97 3.07 3.88(2) 141.9 1_554
C1 H1A Br4 0.97 3.06 3.76(2) 129.5 2_564
C1 H1B Cl2 0.97 2.93 3.84(4) 156.5 2_563
N2 H2A Cl5 0.89 2.54 3.41(2) 163.3 4_544
N2 H2A Cl3 0.89 3.00 3.429(17) 111.3 4_544
N2 H2B Cl1 0.89 2.59 3.339(18) 142.7 4_543
N2 H2B Br4 0.89 2.97 3.467(16) 117.5 4_544
C4 H4B Cl2 0.96 2.88 3.649(19) 138.0 3_554
C4 H4B Br4 0.96 3.02 3.68(2) 127.0 4_544
C4 H4C Br5 0.96 3.05 3.93(4) 153.4 4_543
C3 H3B Cl5 0.97 2.96 3.82(2) 148.4 1_554
N1 H1C Br1 0.89 3.13 3.880(19) 143.6 1_544
N1 H1C Cl2 0.89 2.72 3.364(16) 130.7 1_544
N1 H1D Cl1 0.89 2.46 3.351(18) 178.1 2_563
N1 H1E Cl3 0.89 2.91 3.39(2) 115.2 2_564
N1 H1E Cl2 0.89 2.49 3.29(2) 149.7 2_564
N1 H1E Br4 0.89 3.07 3.54(2) 115.2 2_564
C2 H2C Br2 0.97 3.12 3.74(2) 123.5 2_564
C2 H2D Br3 0.97 3.15 3.72(2) 119.8 1_544
C2 H2D Cl1 0.97 2.96 3.85(2) 152.7 1_544
C1 H1A Br5 0.97 3.07 3.88(2) 141.9 1_554
C1 H1A Br4 0.97 3.06 3.76(2) 129.5 2_564
C1 H1B Cl2 0.97 2.93 3.84(4) 156.5 2_563
N2 H2A Cl5 0.89 2.54 3.41(2) 163.3 4_544
N2 H2A Cl3 0.89 3.00 3.429(17) 111.3 4_544
N2 H2B Cl1 0.89 2.59 3.339(18) 142.7 4_543
N2 H2B Br4 0.89 2.97 3.467(16) 117.5 4_544
C4 H4B Cl2 0.96 2.88 3.649(19) 138.0 3_554
C4 H4B Br4 0.96 3.02 3.68(2) 127.0 4_544
C4 H4C Br5 0.96 3.05 3.93(4) 153.4 4_543
C3 H3B Cl5 0.97 2.96 3.82(2) 148.4 1_554
N1 H1C Br1 0.89 3.13 3.880(19) 143.6 1_544
N1 H1C Cl2 0.89 2.72 3.364(16) 130.7 1_544
N1 H1D Cl1 0.89 2.46 3.351(18) 178.1 2_563
N1 H1E Cl3 0.89 2.91 3.39(2) 115.2 2_564
N1 H1E Cl2 0.89 2.49 3.29(2) 149.7 2_564
N1 H1E Br4 0.89 3.07 3.54(2) 115.2 2_564
C2 H2C Br2 0.97 3.12 3.74(2) 123.5 2_564
C2 H2D Br3 0.97 3.15 3.72(2) 119.8 1_544
C2 H2D Cl1 0.97 2.96 3.85(2) 152.7 1_544
C1 H1A Br5 0.97 3.07 3.88(2) 141.9 1_554
C1 H1A Br4 0.97 3.06 3.76(2) 129.5 2_564
C1 H1B Cl2 0.97 2.93 3.84(4) 156.5 2_563
N2 H2A Cl5 0.89 2.54 3.41(2) 163.3 4_544
N2 H2A Br3 0.89 3.00 3.429(17) 111.3 4_544
N2 H2B Cl1 0.89 2.59 3.339(18) 142.7 4_543
N2 H2B Cl4 0.89 2.97 3.467(16) 117.5 4_544
C4 H4B Cl2 0.96 2.88 3.649(19) 138.0 3_554
C4 H4B Br4 0.96 3.02 3.68(2) 127.0 4_544
C4 H4C Br5 0.96 3.05 3.93(4) 153.4 4_543
C3 H3B Cl5 0.97 2.96 3.82(2) 148.4 1_554
N1 H1C Br1 0.89 3.13 3.880(19) 143.6 1_544
N1 H1C Cl2 0.89 2.72 3.364(16) 130.7 1_544
N1 H1D Cl1 0.89 2.46 3.351(18) 178.1 2_563
N1 H1E Cl3 0.89 2.91 3.39(2) 115.2 2_564
N1 H1E Cl2 0.89 2.49 3.29(2) 149.7 2_564
N1 H1E Br4 0.89 3.07 3.54(2) 115.2 2_564
C2 H2C Br2 0.97 3.12 3.74(2) 123.5 2_564
C2 H2D Br3 0.97 3.15 3.72(2) 119.8 1_544
C2 H2D Cl1 0.97 2.96 3.85(2) 152.7 1_544
C1 H1A Br5 0.97 3.07 3.88(2) 141.9 1_554
C1 H1A Br4 0.97 3.06 3.76(2) 129.5 2_564
C1 H1B Cl2 0.97 2.93 3.84(4) 156.5 2_563
N2 H2A Cl5 0.89 2.54 3.41(2) 163.3 4_544
N2 H2A Br3 0.89 3.00 3.429(17) 111.3 4_544
N2 H2B Cl1 0.89 2.59 3.339(18) 142.7 4_543
N2 H2B Cl4 0.89 2.97 3.467(16) 117.5 4_544
C4 H4B Cl2 0.96 2.88 3.649(19) 138.0 3_554
C4 H4B Br4 0.96 3.02 3.68(2) 127.0 4_544
C4 H4C Br5 0.96 3.05 3.93(4) 153.4 4_543
C3 H3B Cl5 0.97 2.96 3.82(2) 148.4 1_554
N1 H1C Br1 0.89 3.13 3.880(19) 143.6 1_544
N1 H1C Cl2 0.89 2.72 3.364(16) 130.7 1_544
N1 H1D Cl1 0.89 2.46 3.351(18) 178.1 2_563
N1 H1E Cl3 0.89 2.91 3.39(2) 115.2 2_564
N1 H1E Cl2 0.89 2.49 3.29(2) 149.7 2_564
N1 H1E Br4 0.89 3.07 3.54(2) 115.2 2_564
C2 H2C Br2 0.97 3.12 3.74(2) 123.5 2_564
C2 H2D Cl1 0.97 2.96 3.85(2) 152.7 1_544
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
C4 N2 C3 C2 79(3)
N2 C3 C2 C1 -167(2)
N1 C1 C2 C3 162(2)
