#------------------------------------------------------------------------------
#$Date: 2016-03-25 09:01:32 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179713 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/15/7001570.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_7001570
loop_
_publ_author_name
'Huang, Guo'
'Sun, Yan-Qiong'
'Xu, Zhengtao'
'Zeller, Matthias'
'Hunter, Allen D.'
_publ_section_title
;
 Structural regularity and diversity in hybrids of aromatic thioethers
 and BiBr3: from discrete complexes to layers and 3D nets
;
_journal_issue                   26
_journal_name_full               'Dalton Transactions'
_journal_page_first              5083
_journal_page_last               5093
_journal_paper_doi               10.1039/b902490p
_journal_year                    2009
_chemical_formula_moiety         'C34 H26 Bi2 Br6 S4, C6 H6'
_chemical_formula_sum            'C40 H32 Bi2 Br6 S4'
_chemical_formula_weight         1538.32
_chemical_name_systematic
;
?
;
_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                96.291(3)
_cell_angle_beta                 96.383(3)
_cell_angle_gamma                100.368(3)
_cell_formula_units_Z            1
_cell_length_a                   6.8569(14)
_cell_length_b                   12.554(3)
_cell_length_c                   12.809(3)
_cell_measurement_reflns_used    4534
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.81
_cell_measurement_theta_min      2.47
_cell_volume                     1068.4(4)
_computing_cell_refinement       'Apex2 v2.1-4'
_computing_data_collection       'Apex2 v2.1-4 (Bruker, 2007)'
_computing_data_reduction        'Apex2 v2.1-4'
_computing_molecular_graphics    'SHELXTL 6.14'
_computing_publication_material  'SHELXTL 6.14'
_computing_structure_refinement  'SHELXTL 6.14'
_computing_structure_solution    'SHELXTL 6.14 (Bruker, 2000-2003)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker AXS SMART APEX CCD diffractometer'
_diffrn_measurement_method       'ω scans'
_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  0.0245
_diffrn_reflns_av_sigmaI/netI    0.0379
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10996
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         1.66
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    14.060
_exptl_absorpt_correction_T_max  0.213
_exptl_absorpt_correction_T_min  0.121
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Apex2 v2.1-4 (Bruker, 2007)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    2.391
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.11
_refine_diff_density_max         1.817
_refine_diff_density_min         -0.844
_refine_diff_density_rms         0.162
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         5261
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0339
_refine_ls_R_factor_gt           0.0274
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0289P)²+0.8588P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0598
_refine_ls_wR_factor_ref         0.0625
_reflns_number_gt                4679
_reflns_number_total             5261
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b902490p.txt
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7001570
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 0.77878(2) 0.504289(13) 0.104516(13) 0.01713(5) Uani 1 1 d . . .
Br1 Br 0.55917(6) 0.36487(4) -0.06472(4) 0.02139(10) Uani 1 1 d . . .
Br2 Br 1.06178(6) 0.38008(3) 0.08997(3) 0.01950(10) Uani 1 1 d . . .
Br3 Br 0.60453(7) 0.39354(4) 0.24548(4) 0.02674(11) Uani 1 1 d . . .
C1 C -0.0618(6) 1.0819(3) 0.4419(3) 0.0177(9) Uani 1 1 d . . .
C2 C -0.1194(7) 1.1616(4) 0.3811(4) 0.0217(9) Uani 1 1 d . . .
H2 H -0.2294 1.1940 0.3969 0.026 Uiso 1 1 calc R . .
C3 C -0.0175(7) 1.1921(4) 0.2995(4) 0.0259(10) Uani 1 1 d . . .
H3 H -0.0591 1.2449 0.2588 0.031 Uiso 1 1 calc R . .
C4 C 0.1490(8) 1.1463(4) 0.2747(4) 0.0273(11) Uani 1 1 d . . .
H4 H 0.2203 1.1699 0.2193 0.033 Uiso 1 1 calc R . .
C5 C 0.2061(7) 1.0686(4) 0.3307(4) 0.0214(9) Uani 1 1 d . . .
H5 H 0.3172 1.0379 0.3133 0.026 Uiso 1 1 calc R . .
C6 C 0.1030(6) 1.0321(4) 0.4147(3) 0.0182(9) Uani 1 1 d . . .
C7 C 0.1612(6) 0.9503(3) 0.4724(3) 0.0169(9) Uani 1 1 d . . .
C8 C 0.3222(7) 0.8951(3) 0.4415(3) 0.0177(9) Uani 1 1 d . . .
C9 C 0.4430(7) 0.8502(4) 0.4178(4) 0.0237(10) Uani 1 1 d . . .
C10 C 0.6012(6) 0.7936(4) 0.3893(4) 0.0201(9) Uani 1 1 d . . .
C11 C 0.6995(7) 0.8189(4) 0.3034(4) 0.0223(9) Uani 1 1 d . . .
H11 H 0.6632 0.8734 0.2634 0.027 Uiso 1 1 calc R . .
C12 C 0.8496(7) 0.7658(4) 0.2756(4) 0.0235(10) Uani 1 1 d . . .
C13 C 0.9046(7) 0.6852(4) 0.3352(4) 0.0225(10) Uani 1 1 d . . .
C14 C 0.8075(7) 0.6606(4) 0.4207(4) 0.0262(10) Uani 1 1 d . . .
H14 H 0.8449 0.6066 0.4610 0.031 Uiso 1 1 calc R . .
C15 C 0.6565(7) 0.7132(4) 0.4486(4) 0.0235(10) Uani 1 1 d . . .
H15 H 0.5905 0.6952 0.5076 0.028 Uiso 1 1 calc R . .
C16 C 0.8594(8) 0.8812(4) 0.0995(4) 0.0313(11) Uani 1 1 d . . .
H16A H 0.8775 0.9508 0.1457 0.047 Uiso 1 1 calc R . .
H16B H 0.7163 0.8499 0.0819 0.047 Uiso 1 1 calc R . .
H16C H 0.9173 0.8936 0.0343 0.047 Uiso 1 1 calc R . .
C17 C 1.1264(8) 0.5240(5) 0.3798(4) 0.0345(12) Uani 1 1 d . . .
H17A H 0.9981 0.4756 0.3821 0.052 Uiso 1 1 calc R . .
H17B H 1.1770 0.5640 0.4505 0.052 Uiso 1 1 calc R . .
H17C H 1.2228 0.4803 0.3570 0.052 Uiso 1 1 calc R . .
C18 C 0.3585(7) 0.9046(4) 0.9830(4) 0.0290(11) Uani 1 1 d . . .
H18 H 0.2608 0.8389 0.9717 0.035 Uiso 1 1 calc R . .
C19 C 0.4670(8) 0.9336(4) 0.9037(4) 0.0318(11) Uani 1 1 d . . .
H19 H 0.4449 0.8882 0.8374 0.038 Uiso 1 1 calc R . .
C20 C 0.6099(8) 1.0296(5) 0.9204(4) 0.0323(12) Uani 1 1 d . . .
H20 H 0.6857 1.0500 0.8655 0.039 Uiso 1 1 calc R . .
S1 S 1.09234(17) 0.61891(10) 0.28805(10) 0.0242(2) Uani 1 1 d . . .
S2 S 0.98239(18) 0.78820(10) 0.16676(10) 0.0263(3) Uani 1 1 d . . .
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'
S S 0.1246 0.1234 '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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Br3 Bi1 Br2 93.755(18) . . ?
Br3 Bi1 Br1 93.18(2) . . ?
Br2 Bi1 Br1 86.684(19) . . ?
Br3 Bi1 S1 86.61(3) . . ?
Br2 Bi1 S1 79.08(3) . . ?
Br1 Bi1 S1 165.72(2) . . ?
Br3 Bi1 Br1 94.646(18) . 2_665 ?
Br2 Bi1 Br1 166.784(14) . 2_665 ?
Br1 Bi1 Br1 82.682(18) . 2_665 ?
S1 Bi1 Br1 111.58(3) . 2_665 ?
Br3 Bi1 Br2 171.971(14) . 2_765 ?
Br2 Bi1 Br2 88.117(15) . 2_765 ?
Br1 Bi1 Br2 79.12(2) . 2_765 ?
S1 Bi1 Br2 101.41(3) . 2_765 ?
Br1 Bi1 Br2 82.202(15) 2_665 2_765 ?
Bi1 Br1 Bi1 97.318(18) . 2_665 ?
Bi1 Br2 Bi1 91.883(16) . 2_765 ?
C7 C1 C2 122.0(4) 2_576 . ?
C7 C1 C6 119.3(4) 2_576 . ?
C2 C1 C6 118.6(4) . . ?
C3 C2 C1 120.5(4) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 121.2(4) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C5 C4 C3 119.8(5) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C4 C5 C6 121.4(4) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C7 C6 C5 121.5(4) . . ?
C7 C6 C1 120.0(4) . . ?
C5 C6 C1 118.5(4) . . ?
C1 C7 C6 120.7(4) 2_576 . ?
C1 C7 C8 119.0(4) 2_576 . ?
C6 C7 C8 120.3(4) . . ?
C9 C8 C7 178.3(5) . . ?
C8 C9 C10 178.8(5) . . ?
C11 C10 C15 119.4(4) . . ?
C11 C10 C9 120.2(4) . . ?
C15 C10 C9 120.4(4) . . ?
C12 C11 C10 120.7(4) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C13 119.8(5) . . ?
C11 C12 S2 125.2(4) . . ?
C13 C12 S2 115.0(4) . . ?
C14 C13 C12 119.4(4) . . ?
C14 C13 S1 125.1(4) . . ?
C12 C13 S1 115.4(4) . . ?
C13 C14 C15 121.0(4) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 H14 119.5 . . ?
C14 C15 C10 119.7(4) . . ?
C14 C15 H15 120.2 . . ?
C10 C15 H15 120.2 . . ?
S2 C16 H16A 109.5 . . ?
S2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
S2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
S1 C17 H17A 109.5 . . ?
S1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
S1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 C20 120.3(5) . 2_677 ?
C19 C18 H18 119.8 . . ?
C20 C18 H18 119.8 2_677 . ?
C18 C19 C20 119.8(5) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C18 C20 C19 119.9(5) 2_677 . ?
C18 C20 H20 120.1 2_677 . ?
C19 C20 H20 120.1 . . ?
C13 S1 C17 104.0(2) . . ?
C13 S1 Bi1 87.27(15) . . ?
C17 S1 Bi1 108.54(19) . . ?
C12 S2 C16 104.1(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
Bi1 Br3 2.6557(6) . ?
Bi1 Br2 2.7088(6) . ?
Bi1 Br1 2.7430(6) . ?
Bi1 S1 3.0399(13) . ?
Bi1 Br1 3.1014(6) 2_665 ?
Bi1 Br2 3.2148(7) 2_765 ?
Br1 Bi1 3.1014(6) 2_665 ?
Br2 Bi1 3.2148(7) 2_765 ?
C1 C7 1.414(6) 2_576 ?
C1 C2 1.417(6) . ?
C1 C6 1.443(6) . ?
C2 C3 1.372(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.418(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.359(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.424(6) . ?
C5 H5 0.9500 . ?
C6 C7 1.418(6) . ?
C7 C1 1.414(6) 2_576 ?
C7 C8 1.472(6) . ?
C8 C9 1.133(7) . ?
C9 C10 1.457(7) . ?
C10 C11 1.389(7) . ?
C10 C15 1.407(6) . ?
C11 C12 1.381(6) . ?
C11 H11 0.9500 . ?
C12 C13 1.411(6) . ?
C12 S2 1.769(5) . ?
C13 C14 1.379(7) . ?
C13 S1 1.779(5) . ?
C14 C15 1.384(7) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 S2 1.797(5) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 S1 1.790(5) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.367(7) . ?
C18 C20 1.384(7) 2_677 ?
C18 H18 0.9500 . ?
C19 C20 1.389(7) . ?
C19 H19 0.9500 . ?
C20 C18 1.384(7) 2_677 ?
C20 H20 0.9500 . ?
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
Br3 Bi1 Br1 Bi1 94.281(19) . . . 2_665 ?
Br2 Bi1 Br1 Bi1 -172.136(15) . . . 2_665 ?
S1 Bi1 Br1 Bi1 -176.95(10) . . . 2_665 ?
Br1 Bi1 Br1 Bi1 0.0 2_665 . . 2_665 ?
Br2 Bi1 Br1 Bi1 -83.419(18) 2_765 . . 2_665 ?
Br3 Bi1 Br2 Bi1 172.183(14) . . . 2_765 ?
Br1 Bi1 Br2 Bi1 79.207(19) . . . 2_765 ?
S1 Bi1 Br2 Bi1 -102.00(3) . . . 2_765 ?
Br1 Bi1 Br2 Bi1 42.79(6) 2_665 . . 2_765 ?
Br2 Bi1 Br2 Bi1 0.0 2_765 . . 2_765 ?
C7 C1 C2 C3 179.0(4) 2_576 . . . ?
C6 C1 C2 C3 -1.4(7) . . . . ?
C1 C2 C3 C4 -0.8(7) . . . . ?
C2 C3 C4 C5 1.8(7) . . . . ?
C3 C4 C5 C6 -0.4(7) . . . . ?
C4 C5 C6 C7 179.4(4) . . . . ?
C4 C5 C6 C1 -1.8(7) . . . . ?
C7 C1 C6 C7 1.2(7) 2_576 . . . ?
C2 C1 C6 C7 -178.5(4) . . . . ?
C7 C1 C6 C5 -177.7(4) 2_576 . . . ?
C2 C1 C6 C5 2.7(6) . . . . ?
C5 C6 C7 C1 177.6(4) . . . 2_576 ?
C1 C6 C7 C1 -1.2(7) . . . 2_576 ?
C5 C6 C7 C8 -4.4(6) . . . . ?
C1 C6 C7 C8 176.8(4) . . . . ?
C1 C7 C8 C9 46(16) 2_576 . . . ?
C6 C7 C8 C9 -132(16) . . . . ?
C7 C8 C9 C10 -120(26) . . . . ?
C8 C9 C10 C11 -108(27) . . . . ?
C8 C9 C10 C15 72(27) . . . . ?
C15 C10 C11 C12 0.4(7) . . . . ?
C9 C10 C11 C12 -180.0(4) . . . . ?
C10 C11 C12 C13 -0.3(7) . . . . ?
C10 C11 C12 S2 178.5(3) . . . . ?
C11 C12 C13 C14 0.0(7) . . . . ?
S2 C12 C13 C14 -179.0(4) . . . . ?
C11 C12 C13 S1 177.5(3) . . . . ?
S2 C12 C13 S1 -1.5(5) . . . . ?
C12 C13 C14 C15 0.3(7) . . . . ?
S1 C13 C14 C15 -177.0(4) . . . . ?
C13 C14 C15 C10 -0.2(7) . . . . ?
C11 C10 C15 C14 -0.1(7) . . . . ?
C9 C10 C15 C14 -179.7(4) . . . . ?
C20 C18 C19 C20 0.1(9) 2_677 . . . ?
C18 C19 C20 C18 -0.1(9) . . . 2_677 ?
C14 C13 S1 C17 -2.8(5) . . . . ?
C12 C13 S1 C17 179.8(4) . . . . ?
C14 C13 S1 Bi1 105.7(4) . . . . ?
C12 C13 S1 Bi1 -71.7(3) . . . . ?
Br3 Bi1 S1 C13 -70.06(16) . . . . ?
Br2 Bi1 S1 C13 -164.54(16) . . . . ?
Br1 Bi1 S1 C13 -159.65(17) . . . . ?
Br1 Bi1 S1 C13 23.61(16) 2_665 . . . ?
Br2 Bi1 S1 C13 109.65(16) 2_765 . . . ?
Br3 Bi1 S1 C17 33.82(19) . . . . ?
Br2 Bi1 S1 C17 -60.66(19) . . . . ?
Br1 Bi1 S1 C17 -55.8(2) . . . . ?
Br1 Bi1 S1 C17 127.48(19) 2_665 . . . ?
Br2 Bi1 S1 C17 -146.47(19) 2_765 . . . ?
C11 C12 S2 C16 -5.5(5) . . . . ?
C13 C12 S2 C16 173.4(4) . . . . ?
