#------------------------------------------------------------------------------
#$Date: 2016-03-25 23:00:38 +0200 (Fri, 25 Mar 2016) $
#$Revision: 180022 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/16/7031693.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_7031693
loop_
_publ_author_name
'Imran, Muhammad'
'Mix, Andreas'
'Neumann, Beate'
'Stammler, Hans-Georg'
'Monkowius, Uwe'
'Bleckenwegner, Petra'
'Mitzel, Norbert W.'
_publ_section_title
;
 Boron-centered soft ligands based on tetrazole units and their complexes
 with sodium, potassium and bismuth ions.
;
_journal_issue                   39
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              14737
_journal_page_last               14748
_journal_paper_doi               10.1039/c4dt01931h
_journal_volume                  43
_journal_year                    2014
_chemical_absolute_configuration ad
_chemical_formula_moiety         '3(C7 H5 Bi0.33 N4 S)'
_chemical_formula_sum            'C21 H15 Bi N12 S3'
_chemical_formula_weight         740.61
_chemical_name_systematic
;
 ? 
;
_space_group_crystal_system      trigonal
_space_group_IT_number           158
_space_group_name_Hall           'P 3 -2"c'
_space_group_name_H-M_alt        'P 3 c 1'
_symmetry_space_group_name_Hall  'P 3 -2"c'
_symmetry_space_group_name_H-M   'P 3 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2013-01-08
_audit_creation_method
;
  Olex2 1.2-ac2
  (compiled 2012.03.27 svn.r2268, GUI svn.r4156)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            6
_cell_length_a                   24.0122(6)
_cell_length_b                   24.0122(6)
_cell_length_c                   7.8167(2)
_cell_measurement_reflns_used    9936
_cell_measurement_temperature    100
_cell_measurement_theta_max      71.85
_cell_measurement_theta_min      3.68
_cell_volume                     3903.17(17)
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0294
_diffrn_reflns_av_unetI/netI     0.0216
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            52485
_diffrn_reflns_theta_full        71.98
_diffrn_reflns_theta_max         71.98
_diffrn_reflns_theta_min         2.12
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    15.861
_exptl_absorpt_correction_T_max  0.5624
_exptl_absorpt_correction_T_min  0.1024
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction'
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.890
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2136
_exptl_crystal_size_max          0.264
_exptl_crystal_size_mid          0.094
_exptl_crystal_size_min          0.041
_refine_diff_density_max         1.108
_refine_diff_density_min         -0.634
_refine_diff_density_rms         0.069
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.029(6)
_refine_ls_extinction_coef       0.000039(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.215
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     395
_refine_ls_number_reflns         5043
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.215
_refine_ls_R_factor_all          0.0185
_refine_ls_R_factor_gt           0.0176
_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)+(0.0143P)²+3.7235P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0478
_refine_ls_wR_factor_ref         0.0484
_reflns_number_gt                4804
_reflns_number_total             5043
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4dt01931h2.cif
_cod_data_source_block           compound7
_cod_depositor_comments
'Adding full bibliography for 7031686--7031693.cif.'
_cod_database_code               7031693
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-y, x-y, z'
3 '-x+y, -x, z'
4 '-x+y, y, z+1/2'
5 'x, x-y, z+1/2'
6 '-y, -x, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Bi1 Bi 0.0000 0.0000 -0.03646(4) 0.01441(6) Uani 1 3 d S
Bi2 Bi 0.6667 0.3333 0.94882(2) 0.01371(7) Uani 1 3 d S
Bi3 Bi 0.3333 0.6667 0.84022(3) 0.01378(6) Uani 1 3 d S
S1 S 0.05349(3) 0.10394(4) 0.16882(13) 0.01604(19) Uani 1 1 d .
S2 S 0.56376(5) 0.28258(4) 0.74394(12) 0.0161(2) Uani 1 1 d .
S3 S 0.38323(4) 0.61411(3) 0.63389(13) 0.01586(18) Uani 1 1 d .
N1 N 0.18366(13) 0.17551(14) 0.1031(4) 0.0204(6) Uani 1 1 d .
N2 N 0.22776(14) 0.17230(14) -0.0021(4) 0.0260(7) Uani 1 1 d .
N3 N 0.19706(14) 0.11847(14) -0.0840(4) 0.0253(6) Uani 1 1 d .
N4 N 0.13401(13) 0.08569(14) -0.0352(4) 0.0206(6) Uani 1 1 d .
N5 N 0.48716(14) 0.33550(14) 0.8102(4) 0.0213(6) Uani 1 1 d .
N6 N 0.48722(15) 0.38062(15) 0.9174(4) 0.0267(7) Uani 1 1 d .
N7 N 0.54045(16) 0.40516(15) 1.0020(4) 0.0271(7) Uani 1 1 d .
N8 N 0.57632(13) 0.37829(13) 0.9540(4) 0.0199(6) Uani 1 1 d .
N9 N 0.32837(14) 0.48437(13) 0.6985(4) 0.0208(6) Uani 1 1 d .
N10 N 0.28448(15) 0.43955(14) 0.8079(4) 0.0250(6) Uani 1 1 d .
N11 N 0.26110(14) 0.46928(14) 0.8949(4) 0.0246(6) Uani 1 1 d .
N12 N 0.28839(13) 0.53216(13) 0.8468(4) 0.0205(6) Uani 1 1 d .
C1 C 0.12700(15) 0.12176(16) 0.0798(5) 0.0180(6) Uani 1 1 d .
C2 C 0.19891(16) 0.23006(16) 0.2100(5) 0.0209(7) Uani 1 1 d .
C3 C 0.18193(17) 0.21976(17) 0.3800(5) 0.0219(7) Uani 1 1 d .
H3 H 0.1690(18) 0.1834(19) 0.419(5) 0.017(10) Uiso 1 1 d .
C4 C 0.19266(18) 0.27189(18) 0.4809(6) 0.0282(8) Uani 1 1 d .
H4 H 0.182(2) 0.267(2) 0.608(6) 0.030(11) Uiso 1 1 d .
C5 C 0.2214(2) 0.3334(2) 0.4099(6) 0.0334(9) Uani 1 1 d .
H5 H 0.228(2) 0.372(2) 0.479(6) 0.038(12) Uiso 1 1 d .
C6 C 0.2389(2) 0.34252(18) 0.2408(6) 0.0326(9) Uani 1 1 d .
H6 H 0.256(2) 0.381(2) 0.200(6) 0.028(11) Uiso 1 1 d .
C7 C 0.22770(19) 0.29063(18) 0.1367(6) 0.0288(8) Uani 1 1 d .
H7 H 0.2401(17) 0.2934(16) 0.033(5) 0.008(8) Uiso 1 1 d .
C8 C 0.54236(16) 0.33473(15) 0.8345(4) 0.0177(7) Uani 1 1 d .
C9 C 0.43596(16) 0.29895(17) 0.6926(5) 0.0228(7) Uani 1 1 d .
C10 C 0.45133(18) 0.29501(18) 0.5244(5) 0.0244(7) Uani 1 1 d .
H10 H 0.491(2) 0.3184(19) 0.490(5) 0.016(9) Uiso 1 1 d .
C11 C 0.40252(18) 0.25906(19) 0.4087(5) 0.0288(8) Uani 1 1 d .
H11 H 0.4115(18) 0.2511(18) 0.298(5) 0.014(9) Uiso 1 1 d .
C12 C 0.3390(2) 0.2283(2) 0.4640(6) 0.0330(9) Uani 1 1 d .
H12 H 0.308(3) 0.214(3) 0.400(7) 0.046(15) Uiso 1 1 d .
C13 C 0.3245(2) 0.2327(2) 0.6324(6) 0.0373(10) Uani 1 1 d .
H13 H 0.283(2) 0.214(2) 0.661(5) 0.027(11) Uiso 1 1 d .
C14 C 0.37278(19) 0.2678(2) 0.7498(6) 0.0298(8) Uani 1 1 d .
H14 H 0.359(2) 0.267(2) 0.843(6) 0.028(12) Uiso 1 1 d .
C15 C 0.33048(15) 0.54032(15) 0.7250(4) 0.0170(6) Uani 1 1 d .
C16 C 0.36558(17) 0.47044(16) 0.5801(5) 0.0234(7) Uani 1 1 d .
C17 C 0.4026(2) 0.44449(19) 0.6406(6) 0.0298(9) Uani 1 1 d .
H17 H 0.4072(19) 0.4396(19) 0.730(6) 0.013(11) Uiso 1 1 d .
C18 C 0.4415(2) 0.4361(2) 0.5265(7) 0.0383(11) Uani 1 1 d .
H18 H 0.467(2) 0.421(2) 0.560(6) 0.038(12) Uiso 1 1 d .
C19 C 0.4423(2) 0.4511(2) 0.3560(6) 0.0348(10) Uani 1 1 d .
H19 H 0.468(3) 0.453(3) 0.287(7) 0.046(15) Uiso 1 1 d .
C20 C 0.4051(2) 0.47670(19) 0.2974(6) 0.0294(8) Uani 1 1 d .
H20 H 0.4035(17) 0.4845(17) 0.194(5) 0.007(8) Uiso 1 1 d .
C21 C 0.36613(17) 0.48647(16) 0.4111(5) 0.0236(7) Uani 1 1 d .
H21 H 0.3364(17) 0.5058(17) 0.378(5) 0.011(9) Uiso 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 0.0181 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'
Bi Bi -4.0111 8.9310 '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'
S S 0.3331 0.5567 '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
S1 Bi1 S1 88.12(3) 3 2
S1 Bi1 S1 88.12(3) . 2
S1 Bi1 S1 88.11(3) . 3
S2 Bi2 S2 87.80(3) . 3_665
S2 Bi2 S2 87.80(3) 2_655 3_665
S2 Bi2 S2 87.80(3) 2_655 .
S3 Bi3 S3 87.34(3) 2_665 .
S3 Bi3 S3 87.34(3) 3_565 .
S3 Bi3 S3 87.34(3) 3_565 2_665
C1 S1 Bi1 86.84(12) . .
C8 S2 Bi2 88.06(12) . .
C15 S3 Bi3 87.92(11) . .
N2 N1 C2 123.2(3) . .
C1 N1 N2 107.7(3) . .
C1 N1 C2 129.0(3) . .
N3 N2 N1 106.4(3) . .
N2 N3 N4 110.6(3) . .
C1 N4 N3 106.3(3) . .
N6 N5 C9 122.6(3) . .
C8 N5 N6 108.2(3) . .
C8 N5 C9 129.1(3) . .
N7 N6 N5 106.5(3) . .
N6 N7 N8 111.0(3) . .
C8 N8 N7 106.3(3) . .
N10 N9 C16 123.0(3) . .
C15 N9 N10 108.8(3) . .
C15 N9 C16 128.2(3) . .
N11 N10 N9 105.6(3) . .
N10 N11 N12 111.3(3) . .
C15 N12 N11 105.6(3) . .
N1 C1 S1 126.8(3) . .
N4 C1 S1 124.0(3) . .
N4 C1 N1 108.9(3) . .
C3 C2 N1 118.7(3) . .
C3 C2 C7 122.5(3) . .
C7 C2 N1 118.8(3) . .
C2 C3 H3 118(3) . .
C2 C3 C4 118.8(3) . .
C4 C3 H3 123(3) . .
C3 C4 H4 121(2) . .
C3 C4 C5 119.9(4) . .
C5 C4 H4 119(2) . .
C4 C5 H5 121(3) . .
C6 C5 C4 120.1(4) . .
C6 C5 H5 119(3) . .
C5 C6 H6 118(3) . .
C5 C6 C7 120.8(4) . .
C7 C6 H6 121(3) . .
C2 C7 C6 117.9(4) . .
C2 C7 H7 117(2) . .
C6 C7 H7 125(2) . .
N5 C8 S2 127.1(3) . .
N8 C8 S2 124.7(3) . .
N8 C8 N5 107.9(3) . .
C10 C9 N5 118.5(3) . .
C10 C9 C14 121.8(4) . .
C14 C9 N5 119.7(4) . .
C9 C10 H10 119(3) . .
C9 C10 C11 119.4(3) . .
C11 C10 H10 121(3) . .
C10 C11 H11 121(2) . .
C10 C11 C12 119.3(4) . .
C12 C11 H11 119(2) . .
C11 C12 H12 124(4) . .
C13 C12 C11 120.5(4) . .
C13 C12 H12 114(4) . .
C12 C13 H13 118(3) . .
C12 C13 C14 120.9(4) . .
C14 C13 H13 121(3) . .
C9 C14 H14 129(3) . .
C13 C14 C9 118.1(4) . .
C13 C14 H14 112(3) . .
N9 C15 S3 127.3(3) . .
N12 C15 S3 123.9(2) . .
N12 C15 N9 108.6(3) . .
C17 C16 N9 119.6(4) . .
C21 C16 N9 118.3(3) . .
C21 C16 C17 122.1(4) . .
C16 C17 H17 125(3) . .
C18 C17 C16 118.4(4) . .
C18 C17 H17 115(3) . .
C17 C18 H18 121(3) . .
C17 C18 C19 120.6(4) . .
C19 C18 H18 118(3) . .
C18 C19 H19 125(4) . .
C18 C19 C20 120.4(4) . .
C20 C19 H19 114(4) . .
C19 C20 H20 122(3) . .
C19 C20 C21 119.9(4) . .
C21 C20 H20 118(3) . .
C16 C21 C20 118.6(3) . .
C16 C21 H21 116(2) . .
C20 C21 H21 125(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Bi1 S1 2.6922(10) 2
Bi1 S1 2.6922(10) 3
Bi1 S1 2.6922(10) .
Bi2 S2 2.6730(10) 3_665
Bi2 S2 2.6730(10) .
Bi2 S2 2.6730(10) 2_655
Bi3 S3 2.6723(9) .
Bi3 S3 2.6723(10) 2_665
Bi3 S3 2.6723(10) 3_565
S1 C1 1.740(3) .
S2 C8 1.725(3) .
S3 C15 1.734(3) .
N1 N2 1.373(4) .
N1 C1 1.339(4) .
N1 C2 1.438(5) .
N2 N3 1.292(4) .
N3 N4 1.366(4) .
N4 C1 1.316(5) .
N5 N6 1.369(4) .
N5 C8 1.348(4) .
N5 C9 1.431(5) .
N6 N7 1.291(5) .
N7 N8 1.362(4) .
N8 C8 1.334(5) .
N9 N10 1.366(4) .
N9 C15 1.335(4) .
N9 C16 1.437(5) .
N10 N11 1.299(4) .
N11 N12 1.364(4) .
N12 C15 1.329(4) .
C2 C3 1.376(5) .
C2 C7 1.384(5) .
C3 H3 0.83(4) .
C3 C4 1.390(5) .
C4 H4 1.01(5) .
C4 C5 1.396(6) .
C5 H5 1.01(5) .
C5 C6 1.372(7) .
C6 H6 0.87(5) .
C6 C7 1.397(6) .
C7 H7 0.85(4) .
C9 C10 1.382(5) .
C9 C14 1.388(5) .
C10 H10 0.87(4) .
C10 C11 1.387(5) .
C11 H11 0.93(4) .
C11 C12 1.390(6) .
C12 H12 0.82(6) .
C12 C13 1.379(7) .
C13 H13 0.89(5) .
C13 C14 1.385(6) .
C14 H14 0.79(5) .
C16 C17 1.399(6) .
C16 C21 1.374(5) .
C17 H17 0.72(4) .
C17 C18 1.378(6) .
C18 H18 0.89(5) .
C18 C19 1.379(7) .
C19 H19 0.80(5) .
C19 C20 1.391(6) .
C20 H20 0.83(4) .
C20 C21 1.393(5) .
C21 H21 1.06(4) .
