#------------------------------------------------------------------------------
#$Date: 2021-04-16 11:46:56 +0300 (Fri, 16 Apr 2021) $
#$Revision: 264242 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/07/42/4074249.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_4074249
loop_
_publ_author_name
'Dostál, Libor'
'Císařová, Ivana'
'Jambor, Roman'
'R°užička, Aleš'
'Jirásko, Robert'
'Holeček, Jaroslav'
_publ_section_title
;
 Structural Diversity of Organoantimony(III) and Organobismuth(III)
 Dihalides Containing O,C,O-Chelating Ligands
;
_journal_issue                   18
_journal_name_full               Organometallics
_journal_page_first              4366
_journal_paper_doi               10.1021/om060489q
_journal_volume                  25
_journal_year                    2006
_chemical_compound_source        'synthesized by the authors'
_chemical_formula_moiety         'C10 H13 Bi Cl2 O2'
_chemical_formula_sum            'C10 H13 Bi Cl2 O2'
_chemical_formula_weight         445.08
_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   calc
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                67.2420(17)
_cell_angle_beta                 78.6410(16)
_cell_angle_gamma                77.3490(19)
_cell_formula_units_Z            2
_cell_length_a                   8.4310(3)
_cell_length_b                   8.9130(2)
_cell_length_c                   9.3080(3)
_cell_measurement_reflns_used    6295
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      1
_cell_volume                     624.43(3)
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_collection
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_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  0.0516
_diffrn_reflns_av_sigmaI/netI    0.0338
_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            10467
_diffrn_reflns_theta_full        27.53
_diffrn_reflns_theta_max         27.53
_diffrn_reflns_theta_min         2.50
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    14.523
_exptl_absorpt_correction_T_max  0.342
_exptl_absorpt_correction_T_min  0.098
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   '(Coppens, 1970)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.367
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             412
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.312
_refine_diff_density_min         -2.484
_refine_diff_density_rms         0.176
_refine_ls_extinction_coef       0.0090(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   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     139
_refine_ls_number_reflns         2853
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.096
_refine_ls_R_factor_all          0.0233
_refine_ls_R_factor_gt           0.0224
_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)+(0.0264P)²+0.9244P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0544
_refine_ls_wR_factor_ref         0.0549
_reflns_number_gt                2752
_reflns_number_total             2853
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            om060489qsi20060605_065356.cif
_cod_data_source_block           5-biocomcl2-ruzic
_cod_depositor_comments
;

2021-04-11
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C20 H26 Bi2 Cl4 O4'
_cod_original_formula_weight         890.17
_cod_original_formula_moiety         'C20 H26 Bi2 Cl4 O4'
_cod_original_formula_units_Z            1
_cod_database_code               4074249
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
Bi1 Bi 0.773460(15) 0.438335(15) 0.418171(15) 0.01385(8) Uani 1 1 d .
Cl1 Cl 1.09611(12) 0.41667(12) 0.33862(12) 0.0187(2) Uani 1 1 d .
Cl2 Cl 0.52581(12) 0.35016(12) 0.68576(12) 0.0207(2) Uani 1 1 d .
O1 O 0.8666(3) 0.1552(4) 0.6010(4) 0.0193(6) Uani 1 1 d .
O2 O 0.8058(4) 0.5408(4) 0.1247(3) 0.0189(6) Uani 1 1 d .
C1 C 0.7321(5) 0.2496(5) 0.3344(5) 0.0161(8) Uani 1 1 d .
C2 C 0.7330(5) 0.0862(5) 0.4367(5) 0.0191(8) Uani 1 1 d .
C3 C 0.6874(5) -0.0261(5) 0.3885(6) 0.0220(9) Uani 1 1 d .
H3 H 0.6838 -0.1340 0.4573 0.026 Uiso 1 1 calc R
C4 C 0.6474(5) 0.0232(5) 0.2373(6) 0.0237(9) Uani 1 1 d .
H4 H 0.6156 -0.0520 0.2061 0.028 Uiso 1 1 calc R
C5 C 0.6542(5) 0.1829(5) 0.1323(5) 0.0214(9) Uani 1 1 d .
H5 H 0.6312 0.2131 0.0302 0.026 Uiso 1 1 calc R
C6 C 0.6956(5) 0.2985(5) 0.1800(5) 0.0191(8) Uani 1 1 d .
C7 C 0.7825(5) 0.0332(5) 0.5973(5) 0.0198(8) Uani 1 1 d .
H7A H 0.6862 0.0215 0.6751 0.024 Uiso 1 1 calc R
H7B H 0.8538 -0.0725 0.6216 0.024 Uiso 1 1 calc R
C8 C 0.9077(6) 0.1208(6) 0.7533(5) 0.0239(9) Uani 1 1 d .
H8A H 0.8096 0.1169 0.8264 0.036 Uiso 1 1 calc R
H8B H 0.9630 0.2058 0.7499 0.036 Uiso 1 1 calc R
H8C H 0.9784 0.0165 0.7862 0.036 Uiso 1 1 calc R
C9 C 0.7050(5) 0.4707(5) 0.0675(5) 0.0199(8) Uani 1 1 d .
H9A H 0.7521 0.4701 -0.0361 0.024 Uiso 1 1 calc R
H9B H 0.5962 0.5354 0.0603 0.024 Uiso 1 1 calc R
C10 C 0.8284(6) 0.7048(5) 0.0204(5) 0.0263(10) Uani 1 1 d .
H10A H 0.8804 0.7024 -0.0803 0.039 Uiso 1 1 calc R
H10B H 0.8960 0.7469 0.0630 0.039 Uiso 1 1 calc R
H10C H 0.7238 0.7747 0.0089 0.039 Uiso 1 1 calc R
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'
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'
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
C1 Bi1 O1 69.25(12) . .
C1 Bi1 O2 69.17(12) . .
O1 Bi1 O2 127.50(10) . .
C1 Bi1 Cl1 98.37(10) . .
O1 Bi1 Cl1 79.39(7) . .
O2 Bi1 Cl1 76.44(7) . .
C1 Bi1 Cl2 92.12(10) . 2_666
O1 Bi1 Cl2 139.59(7) . 2_666
O2 Bi1 Cl2 71.78(7) . 2_666
Cl1 Bi1 Cl2 140.26(3) . 2_666
C1 Bi1 Cl2 92.66(11) . .
O1 Bi1 Cl2 71.05(7) . .
O2 Bi1 Cl2 140.69(7) . .
Cl1 Bi1 Cl2 142.28(3) . .
Cl2 Bi1 Cl2 74.54(3) 2_666 .
Bi1 Cl2 Bi1 105.46(3) 2_666 .
C8 O1 C7 112.6(3) . .
C8 O1 Bi1 123.5(3) . .
C7 O1 Bi1 113.1(2) . .
C9 O2 C10 112.2(3) . .
C9 O2 Bi1 112.0(2) . .
C10 O2 Bi1 126.1(3) . .
C2 C1 C6 120.4(4) . .
C2 C1 Bi1 120.3(3) . .
C6 C1 Bi1 119.2(3) . .
C3 C2 C1 119.6(4) . .
C3 C2 C7 120.5(4) . .
C1 C2 C7 119.9(4) . .
C4 C3 C2 119.9(4) . .
C4 C3 H3 120.1 . .
C2 C3 H3 120.1 . .
C5 C4 C3 121.0(4) . .
C5 C4 H4 119.5 . .
C3 C4 H4 119.5 . .
C4 C5 C6 119.9(4) . .
C4 C5 H5 120.1 . .
C6 C5 H5 120.1 . .
C5 C6 C1 119.1(4) . .
C5 C6 C9 120.5(4) . .
C1 C6 C9 120.4(4) . .
O1 C7 C2 108.8(3) . .
O1 C7 H7A 109.9 . .
C2 C7 H7A 109.9 . .
O1 C7 H7B 109.9 . .
C2 C7 H7B 109.9 . .
H7A C7 H7B 108.3 . .
O1 C8 H8A 109.5 . .
O1 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
O1 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
O2 C9 C6 107.9(3) . .
O2 C9 H9A 110.1 . .
C6 C9 H9A 110.1 . .
O2 C9 H9B 110.1 . .
C6 C9 H9B 110.1 . .
H9A C9 H9B 108.4 . .
O2 C10 H10A 109.5 . .
O2 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
O2 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Bi1 C1 2.222(4) .
Bi1 O1 2.493(3) .
Bi1 O2 2.501(3) .
Bi1 Cl1 2.6595(10) .
Bi1 Cl2 2.8850(10) 2_666
Bi1 Cl2 2.8873(10) .
Cl2 Bi1 2.8850(10) 2_666
O1 C8 1.426(5) .
O1 C7 1.437(5) .
O2 C9 1.436(5) .
O2 C10 1.438(5) .
C1 C2 1.398(6) .
C1 C6 1.408(6) .
C2 C3 1.391(6) .
C2 C7 1.498(6) .
C3 C4 1.390(7) .
C3 H3 0.9300 .
C4 C5 1.386(7) .
C4 H4 0.9300 .
C5 C6 1.398(6) .
C5 H5 0.9300 .
C6 C9 1.496(6) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C8 H8A 0.9600 .
C8 H8B 0.9600 .
C8 H8C 0.9600 .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 H10C 0.9600 .
