#------------------------------------------------------------------------------
#$Date: 2016-03-25 14:05:58 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179879 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/75/7017591.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_7017591
loop_
_publ_author_name
'Anjaneyulu, O.'
'Maddileti, D.'
'Kumara Swamy, K. C.'
_publ_section_title
;
 Structural motifs in phenylbismuth heterocyclic carboxylates--secondary
 interactions leading to oligomers.
;
_journal_issue                   3
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1004
_journal_page_last               1012
_journal_paper_doi               10.1039/c1dt11207d
_journal_volume                  41
_journal_year                    2012
_chemical_formula_sum            'C16 H11 Bi O4 S2'
_chemical_formula_weight         540.35
_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                81.2790(10)
_cell_angle_beta                 71.4180(10)
_cell_angle_gamma                71.4290(10)
_cell_formula_units_Z            2
_cell_length_a                   8.6447(8)
_cell_length_b                   9.6012(9)
_cell_length_c                   10.6965(10)
_cell_measurement_temperature    293(2)
_cell_volume                     796.46(13)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0334
_diffrn_reflns_av_sigmaI/netI    0.0370
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7655
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.01
_diffrn_standards_decay_%        none
_exptl_absorpt_coefficient_mu    11.346
_exptl_absorpt_correction_T_max  0.2100
_exptl_absorpt_correction_T_min  0.1133
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS, Sheldrick 1996'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.253
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'rectangular blocks'
_exptl_crystal_F_000             508
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.318
_refine_diff_density_min         -1.158
_refine_diff_density_rms         0.149
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         2802
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0232
_refine_ls_R_factor_gt           0.0221
_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)+(0.0285P)²+0.4709P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0552
_refine_ls_wR_factor_ref         0.0556
_reflns_number_gt                2685
_reflns_number_total             2802
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1dt11207d.txt
_cod_data_source_block           compound12
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7017591
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
Bi Bi 0.288248(18) 0.205805(15) 0.571752(15) 0.01562(8) Uani 1 1 d .
C1 C 0.4402(5) 0.2223(4) 0.6989(4) 0.0151(9) Uani 1 1 d .
C2 C 0.5636(5) 0.2954(5) 0.6462(5) 0.0194(10) Uani 1 1 d .
H2 H 0.5791 0.3372 0.5605 0.023 Uiso 1 1 calc R
C3 C 0.6642(6) 0.3065(5) 0.7204(5) 0.0241(10) Uani 1 1 d .
H3 H 0.7470 0.3552 0.6838 0.029 Uiso 1 1 calc R
C4 C 0.6429(7) 0.2464(5) 0.8470(5) 0.0288(11) Uani 1 1 d .
H4 H 0.7111 0.2538 0.8961 0.035 Uiso 1 1 calc R
C5 C 0.5183(7) 0.1742(5) 0.9015(5) 0.0305(12) Uani 1 1 d .
H5 H 0.5031 0.1335 0.9876 0.037 Uiso 1 1 calc R
C6 C 0.4171(6) 0.1625(5) 0.8290(5) 0.0225(10) Uani 1 1 d .
H6 H 0.3335 0.1148 0.8665 0.027 Uiso 1 1 calc R
C7 C 0.0979(6) 0.4929(5) 0.6256(4) 0.0169(9) Uani 1 1 d .
C8 C -0.0231(6) 0.6391(5) 0.6573(5) 0.0215(10) Uani 1 1 d .
C10 C -0.2700(7) 0.8296(7) 0.7476(5) 0.0426(16) Uani 1 1 d .
H10 H -0.3795 0.8825 0.7929 0.051 Uiso 1 1 calc R
C11 C -0.1555(10) 0.8959(6) 0.6686(6) 0.0479(19) Uani 1 1 d .
H11 H -0.1780 0.9977 0.6597 0.057 Uiso 1 1 calc R
C12 C 0.2656(6) -0.0650(5) 0.7083(5) 0.0191(10) Uani 1 1 d .
C13 C 0.2297(6) -0.1882(5) 0.7975(5) 0.0181(9) Uani 1 1 d .
C15 C 0.0995(7) -0.3390(6) 0.9676(5) 0.0274(11) Uani 1 1 d .
H15 H 0.0257 -0.3747 1.0396 0.033 Uiso 1 1 calc R
C16 C 0.2469(7) -0.4304(5) 0.8962(5) 0.0285(11) Uani 1 1 d .
H16 H 0.2796 -0.5311 0.9169 0.034 Uiso 1 1 calc R
O1 O 0.2388(4) 0.4819(4) 0.5385(3) 0.0218(7) Uani 1 1 d .
O2 O 0.0567(4) 0.3788(3) 0.6864(3) 0.0191(7) Uani 1 1 d .
O3 O 0.1596(4) 0.0643(3) 0.7349(3) 0.0212(7) Uani 1 1 d .
O4 O 0.3950(4) -0.0822(4) 0.6106(3) 0.0236(7) Uani 1 1 d .
S1 S -0.2088(3) 0.6620(2) 0.7583(2) 0.0409(5) Uani 0.72 1 d P
S2 S 0.0153(2) 0.79223(19) 0.59376(19) 0.0306(4) Uani 0.72 1 d P
S3 S 0.0588(3) -0.1713(2) 0.9238(2) 0.0369(4) Uani 0.72 1 d P
S4 S 0.3605(3) -0.3542(2) 0.7744(2) 0.0368(5) Uani 0.72 1 d P
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'
Bi Bi -4.1077 10.2566 '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'
S S 0.1246 0.1234 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 Bi O3 89.04(13)
C1 Bi O2 90.98(13)
O3 Bi O2 78.55(10)
C1 Bi O1 83.20(13)
O3 Bi O1 131.91(11)
O2 Bi O1 54.34(10)
C1 Bi O4 87.62(12)
O3 Bi O4 53.09(10)
O2 Bi O4 131.64(10)
O1 Bi O4 169.29(10)
C2 C1 C6 118.7(4)
C2 C1 Bi 118.1(3)
C6 C1 Bi 123.1(3)
C3 C2 C1 120.5(4)
C3 C2 H2 119.8
C1 C2 H2 119.8
C4 C3 C2 120.7(5)
C4 C3 H3 119.7
C2 C3 H3 119.7
C3 C4 C5 119.4(5)
C3 C4 H4 120.3
C5 C4 H4 120.3
C6 C5 C4 120.6(5)
C6 C5 H5 119.7
C4 C5 H5 119.7
C5 C6 C1 120.1(4)
C5 C6 H6 119.9
C1 C6 H6 119.9
O1 C7 O2 121.2(4)
O1 C7 C8 119.8(4)
O2 C7 C8 119.0(4)
C7 C8 S1 122.9(4)
C7 C8 S2 124.4(4)
S1 C8 S2 112.7(3)
C11 C10 S1 115.7(5)
C11 C10 H10 122.2
S1 C10 H10 122.2
C10 C11 S2 115.5(4)
C10 C11 H11 122.2
S2 C11 H11 122.2
O4 C12 O3 121.1(4)
O4 C12 C13 121.5(4)
O3 C12 C13 117.5(4)
C12 C13 S4 120.7(4)
C12 C13 S3 123.0(3)
S4 C13 S3 116.2(3)
C16 C15 S3 117.4(4)
C16 C15 H15 121.3
S3 C15 H15 121.3
C15 C16 S4 115.9(4)
C15 C16 H16 122.1
S4 C16 H16 122.1
C7 O1 Bi 86.5(3)
C7 O2 Bi 97.7(2)
C12 O3 Bi 100.9(3)
C12 O4 Bi 84.9(3)
C10 S1 C8 98.4(3)
C11 S2 C8 97.5(3)
C15 S3 C13 95.4(3)
C16 S4 C13 95.1(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Bi C1 2.222(4)
Bi O3 2.266(3)
Bi O2 2.282(3)
Bi O1 2.535(3)
Bi O4 2.635(3)
C1 C2 1.386(6)
C1 C6 1.400(6)
C2 C3 1.386(7)
C2 H2 0.9300
C3 C4 1.368(7)
C3 H3 0.9300
C4 C5 1.390(7)
C4 H4 0.9300
C5 C6 1.378(7)
C5 H5 0.9300
C6 H6 0.9300
C7 O1 1.259(6)
C7 O2 1.278(5)
C7 C8 1.471(6)
C8 S1 1.593(5)
C8 S2 1.612(5)
C10 C11 1.344(9)
C10 S1 1.524(6)
C10 H10 0.9300
C11 S2 1.537(7)
C11 H11 0.9300
C12 O4 1.249(6)
C12 O3 1.295(5)
C12 C13 1.452(6)
C13 S4 1.635(5)
C13 S3 1.636(5)
C15 C16 1.359(7)
C15 S3 1.566(5)
C15 H15 0.9300
C16 S4 1.597(5)
C16 H16 0.9300
