#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/27/2222723.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2222723
loop_
_publ_author_name
'Yang, Zhen'
'Chen, Gang'
'Xu, Wei'
'Fan, Zheng'
_publ_section_title
;
 Tetrakis(2-amino-6-methylpyridinium) hexachloridobismuthate(III)
 chloride monohydrate
;
_journal_coeditor_code           HK2720
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m887
_journal_paper_doi               10.1107/S1600536809025446
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '(C6 H9 N2)4 [Bi Cl6] Cl, H2 O'
_chemical_formula_moiety         '4(C6 H9 N2 +), Bi Cl6 3-, Cl -, H2 O'
_chemical_formula_sum            'C24 H38 Bi Cl7 N8 O'
_chemical_formula_weight         911.75
_chemical_name_systematic
;
Tetrakis(2-amino-6-methylpyridinium) hexachloridobismuthate(III) chloride
monohydrate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                100.3370(10)
_cell_angle_beta                 103.7370(10)
_cell_angle_gamma                99.2280(10)
_cell_formula_units_Z            2
_cell_length_a                   10.3345(7)
_cell_length_b                   10.7605(7)
_cell_length_c                   17.2673(11)
_cell_measurement_reflns_used    3117
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      25.12
_cell_measurement_theta_min      2.23
_cell_volume                     1793.1(2)
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker SMART APEX area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0157
_diffrn_reflns_av_sigmaI/netI    0.0315
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            9489
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         1.25
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.469
_exptl_absorpt_correction_T_max  0.185
_exptl_absorpt_correction_T_min  0.153
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2000)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.689
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             896.0
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.547
_refine_diff_density_min         -1.133
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     373
_refine_ls_number_reflns         6240
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0331
_refine_ls_R_factor_gt           0.0262
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0359P)²+0.5382P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0653
_refine_ls_wR_factor_ref         0.0697
_reflns_number_gt                5171
_reflns_number_total             6240
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hk2720.cif
_cod_data_source_block           I
_cod_original_formula_sum        'C24 H38 Bi Cl7 N8 O '
_cod_database_code               2222723
_cod_database_fobs_code          2222723
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi Bi1 0.5000 0.5000 0.5000 0.03208(7) Uani d S 1 . .
Bi Bi2 0.5000 0.5000 0.0000 0.03407(7) Uani d S 1 . .
Cl Cl1 0.76385(11) 0.55587(11) 0.49688(6) 0.0503(3) Uani d . 1 . .
Cl Cl2 0.46967(13) 0.73844(10) 0.48394(7) 0.0537(3) Uani d . 1 . .
Cl Cl3 0.42723(11) 0.42048(10) 0.33422(6) 0.0489(3) Uani d . 1 . .
Cl Cl4 0.56519(12) 0.32481(10) 0.08902(7) 0.0573(3) Uani d . 1 . .
Cl Cl5 0.33494(12) 0.56458(11) 0.09478(7) 0.0547(3) Uani d . 1 . .
Cl Cl6 0.70316(12) 0.68084(10) 0.10950(7) 0.0599(3) Uani d . 1 . .
Cl Cl7 0.88297(16) 0.15531(15) 0.23702(9) 0.0826(4) Uani d . 1 . .
O O1 1.1851(4) 0.1659(3) 0.3096(2) 0.0857(11) Uani d D 1 . .
H H1WB 1.1129 0.1812 0.2849 0.103 Uiso d D 1 . .
H H1WA 1.2497 0.2292 0.3265 0.103 Uiso d D 1 . .
N N1 0.1776(4) 0.0607(4) 0.1493(3) 0.0592(11) Uani d . 1 . .
H H1 0.1767 0.0927 0.1985 0.071 Uiso calc R 1 . .
N N2 0.2421(5) 0.2693(4) 0.1378(3) 0.0810(13) Uani d . 1 . .
H H2A 0.2425 0.2963 0.1878 0.097 Uiso calc R 1 . .
H H2B 0.2629 0.3238 0.1095 0.097 Uiso calc R 1 . .
N N3 0.5100(4) 0.8575(3) 0.20673(19) 0.0474(9) Uani d . 1 . .
H H3A 0.5145 0.7911 0.1722 0.057 Uiso calc R 1 . .
N N4 0.4851(5) 0.7216(4) 0.2933(2) 0.0781(14) Uani d . 1 . .
H H4A 0.4900 0.6588 0.2563 0.094 Uiso calc R 1 . .
H H4B 0.4747 0.7079 0.3392 0.094 Uiso calc R 1 . .
N N5 0.8447(4) 0.0458(4) 0.3837(3) 0.0502(9) Uani d . 1 . .
H H5 0.8607 0.0669 0.3407 0.060 Uiso calc R 1 . .
N N6 0.8249(5) 0.2543(4) 0.4248(3) 0.0840(14) Uani d . 1 . .
H H6D 0.8403 0.2684 0.3800 0.101 Uiso calc R 1 . .
H H6E 0.8112 0.3155 0.4593 0.101 Uiso calc R 1 . .
N N7 0.8615(3) 0.4698(3) 0.2053(2) 0.0421(8) Uani d . 1 . .
H H7 0.7861 0.4446 0.1672 0.050 Uiso calc R 1 . .
N N8 0.7323(4) 0.4673(4) 0.2964(2) 0.0664(11) Uani d . 1 . .
H H8A 0.6604 0.4426 0.2556 0.080 Uiso calc R 1 . .
H H8B 0.7251 0.4784 0.3456 0.080 Uiso calc R 1 . .
C C1 0.2094(5) 0.1432(6) 0.1040(3) 0.0618(13) Uani d . 1 . .
C C2 0.2063(7) 0.0900(8) 0.0237(4) 0.094(2) Uani d . 1 . .
H H2 0.2286 0.1435 -0.0100 0.112 Uiso calc R 1 . .
C C3 0.1711(9) -0.0385(10) -0.0048(5) 0.124(3) Uani d . 1 . .
H H3 0.1641 -0.0735 -0.0593 0.149 Uiso calc R 1 . .
C C4 0.1446(9) -0.1207(8) 0.0466(6) 0.130(3) Uani d . 1 . .
H H4 0.1259 -0.2099 0.0274 0.156 Uiso calc R 1 . .
C C5 0.1466(6) -0.0699(6) 0.1232(4) 0.0808(17) Uani d . 1 . .
C C6 0.1129(8) -0.1460(6) 0.1820(5) 0.126(3) Uani d . 1 . .
H H6A 0.1219 -0.0885 0.2333 0.189 Uiso calc R 1 . .
H H6B 0.1741 -0.2038 0.1902 0.189 Uiso calc R 1 . .
H H6C 0.0209 -0.1951 0.1606 0.189 Uiso calc R 1 . .
C C7 0.4938(5) 0.8408(4) 0.2794(2) 0.0474(10) Uani d . 1 . .
C C8 0.4871(5) 0.9476(5) 0.3355(3) 0.0513(11) Uani d . 1 . .
H H8 0.4766 0.9398 0.3866 0.062 Uiso calc R 1 . .
C C9 0.4962(5) 1.0642(5) 0.3144(3) 0.0547(12) Uani d . 1 . .
H H9 0.4914 1.1366 0.3513 0.066 Uiso calc R 1 . .
C C10 0.5125(5) 1.0763(4) 0.2382(3) 0.0510(11) Uani d . 1 . .
H H10 0.5185 1.1565 0.2247 0.061 Uiso calc R 1 . .
C C11 0.5198(5) 0.9730(4) 0.1841(3) 0.0452(10) Uani d . 1 . .
C C12 0.5398(6) 0.9723(5) 0.1016(3) 0.0676(14) Uani d . 1 . .
H H12A 0.5410 0.8862 0.0753 0.101 Uiso calc R 1 . .
H H12B 0.6248 1.0290 0.1069 0.101 Uiso calc R 1 . .
H H12C 0.4665 1.0014 0.0692 0.101 Uiso calc R 1 . .
C C13 0.8223(5) 0.1368(5) 0.4407(3) 0.0536(12) Uani d . 1 . .
C C14 0.7972(6) 0.1029(6) 0.5099(3) 0.0726(16) Uani d . 1 . .
H H14 0.7820 0.1638 0.5504 0.087 Uiso calc R 1 . .
C C15 0.7949(6) -0.0189(8) 0.5181(4) 0.086(2) Uani d . 1 . .
H H15 0.7779 -0.0417 0.5647 0.103 Uiso calc R 1 . .
C C16 0.8170(6) -0.1111(6) 0.4591(5) 0.084(2) Uani d . 1 . .
H H16 0.8141 -0.1954 0.4655 0.101 Uiso calc R 1 . .
C C17 0.8431(5) -0.0771(5) 0.3914(4) 0.0673(15) Uani d . 1 . .
C C18 0.8685(7) -0.1648(6) 0.3227(4) 0.110(3) Uani d . 1 . .
H H18A 0.8842 -0.1179 0.2823 0.166 Uiso calc R 1 . .
H H18B 0.7906 -0.2347 0.2984 0.166 Uiso calc R 1 . .
H H18C 0.9471 -0.1988 0.3427 0.166 Uiso calc R 1 . .
C C19 0.8552(4) 0.4883(4) 0.2832(2) 0.0434(10) Uani d . 1 . .
C C20 0.9768(5) 0.5280(4) 0.3444(3) 0.0513(11) Uani d . 1 . .
H H20 0.9765 0.5424 0.3991 0.062 Uiso calc R 1 . .
C C21 1.0970(5) 0.5458(5) 0.3242(3) 0.0513(11) Uani d . 1 . .
H H21 1.1790 0.5707 0.3653 0.062 Uiso calc R 1 . .
C C22 1.0979(5) 0.5268(4) 0.2419(3) 0.0482(11) Uani d . 1 . .
H H22 1.1800 0.5408 0.2282 0.058 Uiso calc R 1 . .
C C23 0.9793(4) 0.4882(4) 0.1830(3) 0.0428(10) Uani d . 1 . .
C C24 0.9655(5) 0.4629(6) 0.0929(3) 0.0738(15) Uani d . 1 . .
H H24A 0.8707 0.4364 0.0633 0.111 Uiso calc R 1 . .
H H24B 1.0121 0.3957 0.0783 0.111 Uiso calc R 1 . .
H H24C 1.0048 0.5403 0.0793 0.111 Uiso calc R 1 . .
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'
O O 0.0106 0.0060 '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'
Cu Cu 0.3201 1.2651 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
Cl2 Bi1 Cl2 . 2_666 180.0 ?
Cl2 Bi1 Cl1 . 2_666 88.75(3) ?
Cl2 Bi1 Cl1 2_666 2_666 91.25(3) ?
Cl2 Bi1 Cl1 . . 91.25(3) ?
Cl2 Bi1 Cl1 2_666 . 88.75(3) ?
Cl1 Bi1 Cl1 2_666 . 180.0 ?
Cl2 Bi1 Cl3 . 2_666 90.89(3) ?
Cl2 Bi1 Cl3 2_666 2_666 89.11(3) ?
Cl1 Bi1 Cl3 2_666 2_666 88.60(3) ?
Cl1 Bi1 Cl3 . 2_666 91.40(3) ?
Cl2 Bi1 Cl3 . . 89.11(3) ?
Cl2 Bi1 Cl3 2_666 . 90.89(3) ?
Cl1 Bi1 Cl3 2_666 . 91.40(3) ?
Cl1 Bi1 Cl3 . . 88.60(3) ?
Cl3 Bi1 Cl3 2_666 . 180.0 ?
Cl6 Bi2 Cl6 2_665 . 180.00(5) ?
Cl6 Bi2 Cl4 2_665 2_665 89.13(3) ?
Cl6 Bi2 Cl4 . 2_665 90.87(3) ?
Cl6 Bi2 Cl4 2_665 . 90.87(3) ?
Cl6 Bi2 Cl4 . . 89.13(3) ?
Cl4 Bi2 Cl4 2_665 . 180.00(3) ?
Cl6 Bi2 Cl5 2_665 . 92.40(4) ?
Cl6 Bi2 Cl5 . . 87.60(4) ?
Cl4 Bi2 Cl5 2_665 . 91.47(4) ?
Cl4 Bi2 Cl5 . . 88.53(4) ?
Cl6 Bi2 Cl5 2_665 2_665 87.60(4) ?
Cl6 Bi2 Cl5 . 2_665 92.40(4) ?
Cl4 Bi2 Cl5 2_665 2_665 88.53(4) ?
Cl4 Bi2 Cl5 . 2_665 91.47(4) ?
Cl5 Bi2 Cl5 . 2_665 180.00(3) ?
H1WB O1 H1WA . . 114.5 ?
C1 N1 C5 . . 124.6(5) ?
C1 N1 H1 . . 117.7 ?
C5 N1 H1 . . 117.7 ?
C1 N2 H2A . . 120.0 ?
C1 N2 H2B . . 120.0 ?
H2A N2 H2B . . 120.0 ?
C7 N3 C11 . . 124.3(4) ?
C7 N3 H3A . . 117.9 ?
C11 N3 H3A . . 117.9 ?
C7 N4 H4A . . 120.0 ?
C7 N4 H4B . . 120.0 ?
H4A N4 H4B . . 120.0 ?
C13 N5 C17 . . 122.8(5) ?
C13 N5 H5 . . 118.6 ?
C17 N5 H5 . . 118.6 ?
C13 N6 H6D . . 120.0 ?
C13 N6 H6E . . 120.0 ?
H6D N6 H6E . . 120.0 ?
C19 N7 C23 . . 124.2(4) ?
C19 N7 H7 . . 117.9 ?
C23 N7 H7 . . 117.9 ?
C19 N8 H8A . . 120.0 ?
C19 N8 H8B . . 120.0 ?
H8A N8 H8B . . 120.0 ?
N2 C1 N1 . . 118.7(5) ?
N2 C1 C2 . . 124.3(6) ?
N1 C1 C2 . . 117.0(6) ?
C3 C2 C1 . . 119.8(7) ?
C3 C2 H2 . . 120.1 ?
C1 C2 H2 . . 120.1 ?
C2 C3 C4 . . 120.8(7) ?
C2 C3 H3 . . 119.6 ?
C4 C3 H3 . . 119.6 ?
C5 C4 C3 . . 119.4(7) ?
C5 C4 H4 . . 120.3 ?
C3 C4 H4 . . 120.3 ?
C4 C5 N1 . . 118.3(7) ?
C4 C5 C6 . . 124.6(7) ?
N1 C5 C6 . . 117.0(6) ?
C5 C6 H6A . . 109.5 ?
C5 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C5 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
N4 C7 N3 . . 117.9(4) ?
N4 C7 C8 . . 123.9(4) ?
N3 C7 C8 . . 118.2(4) ?
C9 C8 C7 . . 118.7(4) ?
C9 C8 H8 . . 120.6 ?
C7 C8 H8 . . 120.6 ?
C8 C9 C10 . . 120.8(4) ?
C8 C9 H9 . . 119.6 ?
C10 C9 H9 . . 119.6 ?
C11 C10 C9 . . 120.5(4) ?
C11 C10 H10 . . 119.8 ?
C9 C10 H10 . . 119.8 ?
C10 C11 N3 . . 117.5(4) ?
C10 C11 C12 . . 126.2(4) ?
N3 C11 C12 . . 116.3(4) ?
C11 C12 H12A . . 109.5 ?
C11 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C11 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
N6 C13 N5 . . 116.6(5) ?
N6 C13 C14 . . 125.0(5) ?
N5 C13 C14 . . 118.5(5) ?
C15 C14 C13 . . 119.2(6) ?
C15 C14 H14 . . 120.4 ?
C13 C14 H14 . . 120.4 ?
C14 C15 C16 . . 121.6(6) ?
C14 C15 H15 . . 119.2 ?
C16 C15 H15 . . 119.2 ?
C17 C16 C15 . . 119.0(6) ?
C17 C16 H16 . . 120.5 ?
C15 C16 H16 . . 120.5 ?
N5 C17 C16 . . 118.8(6) ?
N5 C17 C18 . . 115.7(6) ?
C16 C17 C18 . . 125.4(6) ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
N8 C19 N7 . . 117.9(4) ?
N8 C19 C20 . . 124.4(4) ?
N7 C19 C20 . . 117.7(4) ?
C21 C20 C19 . . 119.7(4) ?
C21 C20 H20 . . 120.1 ?
C19 C20 H20 . . 120.1 ?
C20 C21 C22 . . 120.3(4) ?
C20 C21 H21 . . 119.8 ?
C22 C21 H21 . . 119.8 ?
C23 C22 C21 . . 119.5(4) ?
C23 C22 H22 . . 120.3 ?
C21 C22 H22 . . 120.3 ?
C22 C23 N7 . . 118.6(4) ?
C22 C23 C24 . . 125.0(4) ?
N7 C23 C24 . . 116.3(4) ?
C23 C24 H24A . . 109.5 ?
C23 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C23 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Bi1 Cl1 2_666 2.7121(11) ?
Bi1 Cl1 . 2.7121(11) ?
Bi1 Cl2 . 2.6888(10) ?
Bi1 Cl2 2_666 2.6888(10) ?
Bi1 Cl3 2_666 2.7175(10) ?
Bi1 Cl3 . 2.7175(10) ?
Bi2 Cl4 . 2.7066(10) ?
Bi2 Cl5 . 2.7146(10) ?
Bi2 Cl5 2_665 2.7146(10) ?
Bi2 Cl6 2_665 2.6932(10) ?
Bi2 Cl6 . 2.6932(11) ?
Bi2 Cl4 2_665 2.7066(10) ?
O1 H1WA . 0.8278 ?
O1 H1WB . 0.8249 ?
N1 C1 . 1.336(6) ?
N1 C5 . 1.357(7) ?
N1 H1 . 0.8600 ?
N2 C1 . 1.331(6) ?
N2 H2A . 0.8600 ?
N2 H2B . 0.8600 ?
N3 C7 . 1.344(5) ?
N3 C11 . 1.363(5) ?
N3 H3A . 0.8600 ?
N4 C7 . 1.340(5) ?
N4 H4A . 0.8600 ?
N4 H4B . 0.8600 ?
N5 C13 . 1.348(6) ?
N5 C17 . 1.350(6) ?
N5 H5 . 0.8600 ?
N6 C13 . 1.338(6) ?
N6 H6D . 0.8600 ?
N6 H6E . 0.8600 ?
N7 C19 . 1.341(5) ?
N7 C23 . 1.358(5) ?
N7 H7 . 0.8600 ?
N8 C19 . 1.334(5) ?
N8 H8A . 0.8600 ?
N8 H8B . 0.8600 ?
C1 C2 . 1.392(8) ?
C2 C3 . 1.340(11) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.401(12) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.331(10) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.484(9) ?
C6 H6A . 0.9600 ?
C6 H6B . 0.9600 ?
C6 H6C . 0.9600 ?
C7 C8 . 1.386(6) ?
C8 C9 . 1.364(7) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.390(7) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.342(6) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.487(6) ?
C12 H12A . 0.9600 ?
C12 H12B . 0.9600 ?
C12 H12C . 0.9600 ?
C13 C14 . 1.379(8) ?
C14 C15 . 1.340(9) ?
C14 H14 . 0.9300 ?
C15 C16 . 1.376(10) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.358(9) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.481(8) ?
C18 H18A . 0.9600 ?
C18 H18B . 0.9600 ?
C18 H18C . 0.9600 ?
C19 C20 . 1.384(6) ?
C20 C21 . 1.362(7) ?
C20 H20 . 0.9300 ?
C21 C22 . 1.402(6) ?
C21 H21 . 0.9300 ?
C22 C23 . 1.342(6) ?
C22 H22 . 0.9300 ?
C23 C24 . 1.498(6) ?
C24 H24A . 0.9600 ?
C24 H24B . 0.9600 ?
C24 H24C . 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H1WB Cl7 . 0.825 2.28 3.051(3) 157
N2 H2B Cl5 . 0.86 2.65 3.432(3) 151
N4 H4B Cl2 . 0.86 2.48 3.307(3) 163
N5 H5 Cl7 . 0.86 2.21 3.059(3) 168
N7 H7 Cl4 . 0.86 2.38 3.204(3) 161
N8 H8B Cl1 . 0.86 2.51 3.343(3) 164
O1 H1WA Cl3 1_655 0.828 2.49 3.290(3) 163
N1 H1 O1 1_455 0.86 1.91 2.774(3) 177
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C5 N1 C1 N2 . . . . -177.8(5) ?
C5 N1 C1 C2 . . . . 1.9(8) ?
N2 C1 C2 C3 . . . . -179.6(7) ?
N1 C1 C2 C3 . . . . 0.7(10) ?
C1 C2 C3 C4 . . . . -3.6(13) ?
C2 C3 C4 C5 . . . . 4.1(14) ?
C3 C4 C5 N1 . . . . -1.6(12) ?
C3 C4 C5 C6 . . . . 176.5(8) ?
C1 N1 C5 C4 . . . . -1.4(10) ?
C1 N1 C5 C6 . . . . -179.6(6) ?
C11 N3 C7 N4 . . . . 179.8(4) ?
C11 N3 C7 C8 . . . . -0.3(7) ?
N4 C7 C8 C9 . . . . -179.6(5) ?
N3 C7 C8 C9 . . . . 0.5(7) ?
C7 C8 C9 C10 . . . . -0.3(7) ?
C8 C9 C10 C11 . . . . 0.0(7) ?
C9 C10 C11 N3 . . . . 0.2(6) ?
C9 C10 C11 C12 . . . . -178.7(5) ?
C7 N3 C11 C10 . . . . 0.0(7) ?
C7 N3 C11 C12 . . . . 179.0(4) ?
C17 N5 C13 N6 . . . . -179.1(5) ?
C17 N5 C13 C14 . . . . 0.3(7) ?
N6 C13 C14 C15 . . . . 178.8(5) ?
N5 C13 C14 C15 . . . . -0.5(8) ?
C13 C14 C15 C16 . . . . 0.0(9) ?
C14 C15 C16 C17 . . . . 0.7(10) ?
C13 N5 C17 C16 . . . . 0.4(8) ?
C13 N5 C17 C18 . . . . 179.4(5) ?
C15 C16 C17 N5 . . . . -0.9(9) ?
C15 C16 C17 C18 . . . . -179.8(6) ?
C23 N7 C19 N8 . . . . 179.6(4) ?
C23 N7 C19 C20 . . . . -0.4(6) ?
N8 C19 C20 C21 . . . . 179.5(4) ?
N7 C19 C20 C21 . . . . -0.4(7) ?
C19 C20 C21 C22 . . . . 1.3(7) ?
C20 C21 C22 C23 . . . . -1.4(7) ?
C21 C22 C23 N7 . . . . 0.5(6) ?
C21 C22 C23 C24 . . . . -179.3(5) ?
C19 N7 C23 C22 . . . . 0.4(6) ?
C19 N7 C23 C24 . . . . -179.8(4) ?
