#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/03/2230385.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_2230385
loop_
_publ_author_name
'Quan, Li'
'Yin, Handong'
'Fu, Wenfu'
_publ_section_title
;
 (μ-2,3-Dibromosuccinato-κ²O¹:O⁴)bis[methanolato-κO)triphenylantimony(V)]
;
_journal_coeditor_code           JH2282
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m713
_journal_paper_doi               10.1107/S1600536811016114
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Sb2 (C6 H5)6 (C4 H2 Br2 O4) (C H3 O)2]'
_chemical_formula_moiety         'C42 H38 Br2 O6 Sb2'
_chemical_formula_sum            'C42 H38 Br2 O6 Sb2'
_chemical_formula_weight         1042.04
_chemical_name_systematic
;
(μ-2,3-Dibromosuccinato-κ²O¹:O⁴)bis[methanolato-
κO)triphenylantimony(V)]
;
_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                103.74(2)
_cell_angle_beta                 97.93(2)
_cell_angle_gamma                100.45(2)
_cell_formula_units_Z            1
_cell_length_a                   8.707(8)
_cell_length_b                   9.872(8)
_cell_length_c                   12.779(10)
_cell_measurement_reflns_used    1605
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.234
_cell_measurement_theta_min      2.372
_cell_volume                     1030.3(15)
_computing_cell_refinement       'SAINT (Siemens, 1996)'
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        'SAINT (Siemens, 1996)'
_computing_molecular_graphics
'ORTEP-3 (Farrugia, 1997) and DIAMOND (Brandenburg, 1998)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Siemens SMART CCD 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  0.0318
_diffrn_reflns_av_sigmaI/netI    0.0681
_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       15
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            5379
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.67
_exptl_absorpt_coefficient_mu    3.294
_exptl_absorpt_correction_T_max  0.6740
_exptl_absorpt_correction_T_min  0.5310
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.679
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             510
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.13
_refine_diff_density_max         1.102
_refine_diff_density_min         -0.682
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         3582
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0756
_refine_ls_R_factor_gt           0.0478
_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)+(0.0705P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1130
_refine_ls_wR_factor_ref         0.1307
_reflns_number_gt                2582
_reflns_number_total             3582
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            jh2282.cif
_cod_data_source_block           I
_cod_database_code               2230385
_cod_database_fobs_code          2230385
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_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
Sb Sb1 0.22561(5) 0.81465(5) 0.69951(4) 0.04269(19) Uani d . 1 1 . .
Br Br1 0.22321(10) 1.18121(10) 1.08223(7) 0.0758(3) Uani d . 1 1 . .
O O1 0.1245(5) 0.8897(5) 0.8434(4) 0.0449(11) Uani d . 1 1 . .
O O2 0.0650(6) 1.0844(5) 0.8011(4) 0.0593(13) Uani d . 1 1 . .
O O3 0.3285(6) 0.7419(5) 0.5737(4) 0.0595(14) Uani d . 1 1 . .
C C1 0.0653(9) 1.0029(9) 0.8600(6) 0.0528(19) Uani d D 1 1 . .
C C2 0.028(2) 1.0561(18) 0.9733(9) 0.045(3) Uani d PD 0.60(2) 1 . 1
H H2 -0.0534 1.1125 0.9678 0.054 Uiso calc PR 0.60(2) 1 . 1
C C2' -0.043(2) 1.001(3) 0.9429(16) 0.045(3) Uani d PD 0.40(2) 1 . 2
H H2' -0.0900 1.0854 0.9512 0.054 Uiso calc PR 0.40(2) 1 . 2
C C3 0.4220(8) 0.9923(7) 0.7547(6) 0.0433(16) Uani d . 1 1 . .
C C4 0.4634(8) 1.0663(8) 0.8653(7) 0.059(2) Uani d . 1 1 . .
H H4 0.4005 1.0413 0.9140 0.071 Uiso calc R 1 1 . .
C C5 0.5985(10) 1.1778(9) 0.9040(8) 0.074(3) Uani d . 1 1 . .
H H5 0.6257 1.2256 0.9783 0.089 Uiso calc R 1 1 . .
C C6 0.6886(10) 1.2161(10) 0.8353(9) 0.077(3) Uani d . 1 1 . .
H H6 0.7770 1.2918 0.8612 0.092 Uiso calc R 1 1 . .
C C7 0.6504(11) 1.1430(11) 0.7251(10) 0.086(3) Uani d . 1 1 . .
H H7 0.7145 1.1688 0.6774 0.103 Uiso calc R 1 1 . .
C C8 0.5161(9) 1.0307(8) 0.6851(7) 0.062(2) Uani d . 1 1 . .
H H8 0.4911 0.9822 0.6109 0.074 Uiso calc R 1 1 . .
C C9 0.2537(8) 0.6454(7) 0.7711(6) 0.0472(17) Uani d . 1 1 . .
C C10 0.1370(10) 0.5804(8) 0.8189(7) 0.069(2) Uani d . 1 1 . .
H H10 0.0415 0.6098 0.8200 0.083 Uiso calc R 1 1 . .
C C11 0.1654(14) 0.4720(10) 0.8645(9) 0.096(3) Uani d . 1 1 . .
H H11 0.0868 0.4269 0.8950 0.115 Uiso calc R 1 1 . .
C C12 0.3079(14) 0.4287(10) 0.8658(9) 0.086(3) Uani d . 1 1 . .
H H12 0.3252 0.3558 0.8975 0.103 Uiso calc R 1 1 . .
C C13 0.4230(12) 0.4940(10) 0.8202(8) 0.079(3) Uani d . 1 1 . .
H H13 0.5202 0.4673 0.8225 0.094 Uiso calc R 1 1 . .
C C14 0.3953(9) 0.6001(8) 0.7704(7) 0.061(2) Uani d . 1 1 . .
H H14 0.4721 0.6410 0.7364 0.074 Uiso calc R 1 1 . .
C C15 0.0083(8) 0.7988(7) 0.5950(5) 0.0427(16) Uani d . 1 1 . .
C C16 -0.1375(9) 0.7702(8) 0.6290(7) 0.059(2) Uani d . 1 1 . .
H H16 -0.1398 0.7584 0.6989 0.071 Uiso calc R 1 1 . .
C C17 -0.2776(10) 0.7594(10) 0.5594(9) 0.077(3) Uani d . 1 1 . .
H H17 -0.3734 0.7400 0.5832 0.092 Uiso calc R 1 1 . .
C C18 -0.2792(12) 0.7763(10) 0.4578(9) 0.076(3) Uani d . 1 1 . .
H H18 -0.3747 0.7696 0.4121 0.091 Uiso calc R 1 1 . .
C C19 -0.1357(13) 0.8041(9) 0.4223(7) 0.079(3) Uani d . 1 1 . .
H H19 -0.1355 0.8148 0.3520 0.095 Uiso calc R 1 1 . .
C C20 0.0100(10) 0.8161(8) 0.4921(7) 0.060(2) Uani d . 1 1 . .
H H20 0.1057 0.8356 0.4682 0.072 Uiso calc R 1 1 . .
C C21 0.2653(11) 0.6019(9) 0.5003(7) 0.076(3) Uani d . 1 1 . .
H H21A 0.1873 0.5493 0.5306 0.114 Uiso calc R 1 1 . .
H H21B 0.3498 0.5524 0.4905 0.114 Uiso calc R 1 1 . .
H H21C 0.2167 0.6103 0.4307 0.114 Uiso calc R 1 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'
Br Br -0.2901 2.4595 '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'
Sb Sb -0.5866 1.5461 '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
O3 Sb1 C15 . . 92.7(2) y
O3 Sb1 C3 . . 87.8(2) y
C15 Sb1 C3 . . 127.3(3) ?
O3 Sb1 C9 . . 93.9(3) y
C15 Sb1 C9 . . 119.3(3) y
C3 Sb1 C9 . . 113.2(3) y
O3 Sb1 O1 . . 176.33(19) y
C15 Sb1 O1 . . 90.7(2) y
C3 Sb1 O1 . . 91.2(2) y
C9 Sb1 O1 . . 83.2(2) y
C2 Br1 C2' . 2_577 37.5(5) ?
C1 O1 Sb1 . . 123.3(4) ?
C21 O3 Sb1 . . 120.8(5) ?
O2 C1 O1 . . 125.4(6) ?
O2 C1 C2' . . 121.6(11) ?
O1 C1 C2' . . 111.1(11) ?
O2 C1 C2 . . 116.6(8) ?
O1 C1 C2 . . 116.5(8) ?
C2' C1 C2 . . 28.0(7) ?
C2 C2 C1 2_577 . 115.5(14) ?
C2 C2 Br1 2_577 . 103.3(13) ?
C1 C2 Br1 . . 111.7(10) ?
C2 C2 H2 2_577 . 108.7 ?
C1 C2 H2 . . 108.7 ?
Br1 C2 H2 . . 108.7 ?
C1 C2' C2' . 2_577 113.1(18) ?
C1 C2' Br1 . 2_577 118.2(14) ?
C2' C2' Br1 2_577 2_577 97.0(18) ?
C1 C2' H2' . . 109.3 ?
C2' C2' H2' 2_577 . 109.3 ?
Br1 C2' H2' 2_577 . 109.3 ?
C8 C3 C4 . . 118.6(7) ?
C8 C3 Sb1 . . 121.3(6) ?
C4 C3 Sb1 . . 120.0(5) ?
C3 C4 C5 . . 120.6(8) ?
C3 C4 H4 . . 119.7 ?
C5 C4 H4 . . 119.7 ?
C6 C5 C4 . . 120.5(9) ?
C6 C5 H5 . . 119.8 ?
C4 C5 H5 . . 119.8 ?
C5 C6 C7 . . 119.9(9) ?
C5 C6 H6 . . 120.1 ?
C7 C6 H6 . . 120.1 ?
C6 C7 C8 . . 120.4(9) ?
C6 C7 H7 . . 119.8 ?
C8 C7 H7 . . 119.8 ?
C3 C8 C7 . . 120.0(8) ?
C3 C8 H8 . . 120.0 ?
C7 C8 H8 . . 120.0 ?
C14 C9 C10 . . 119.6(7) ?
C14 C9 Sb1 . . 117.8(6) ?
C10 C9 Sb1 . . 122.6(5) ?
C11 C10 C9 . . 118.9(8) ?
C11 C10 H10 . . 120.5 ?
C9 C10 H10 . . 120.5 ?
C10 C11 C12 . . 121.6(10) ?
C10 C11 H11 . . 119.2 ?
C12 C11 H11 . . 119.2 ?
C13 C12 C11 . . 119.3(9) ?
C13 C12 H12 . . 120.3 ?
C11 C12 H12 . . 120.3 ?
C12 C13 C14 . . 120.2(9) ?
C12 C13 H13 . . 119.9 ?
C14 C13 H13 . . 119.9 ?
C9 C14 C13 . . 120.4(8) ?
C9 C14 H14 . . 119.8 ?
C13 C14 H14 . . 119.8 ?
C20 C15 C16 . . 119.3(7) ?
C20 C15 Sb1 . . 119.5(5) ?
C16 C15 Sb1 . . 121.2(5) ?
C17 C16 C15 . . 120.3(8) ?
C17 C16 H16 . . 119.9 ?
C15 C16 H16 . . 119.9 ?
C18 C17 C16 . . 121.7(9) ?
C18 C17 H17 . . 119.2 ?
C16 C17 H17 . . 119.2 ?
C17 C18 C19 . . 118.9(8) ?
C17 C18 H18 . . 120.5 ?
C19 C18 H18 . . 120.5 ?
C18 C19 C20 . . 120.7(8) ?
C18 C19 H19 . . 119.7 ?
C20 C19 H19 . . 119.7 ?
C15 C20 C19 . . 119.2(8) ?
C15 C20 H20 . . 120.4 ?
C19 C20 H20 . . 120.4 ?
O3 C21 H21A . . 109.5 ?
O3 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
O3 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 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
Sb1 O3 . 1.996(5) y
Sb1 C15 . 2.118(7) y
Sb1 C3 . 2.119(7) y
Sb1 C9 . 2.122(7) y
Sb1 O1 . 2.177(4) y
Br1 C2 . 2.032(18) ?
Br1 C2' 2_577 2.09(2) ?
O1 C1 . 1.299(8) ?
O2 C1 . 1.225(8) ?
O3 C21 . 1.435(9) ?
C1 C2' . 1.515(10) ?
C1 C2 . 1.521(9) ?
C2 C2 2_577 1.48(3) ?
C2 H2 . 0.9800 ?
C2' C2' 2_577 1.56(5) ?
C2' Br1 2_577 2.09(2) ?
C2' H2' . 0.9800 ?
C3 C8 . 1.362(10) ?
C3 C4 . 1.392(10) ?
C4 C5 . 1.397(11) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.330(13) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.383(14) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.397(12) ?
C7 H7 . 0.9300 ?
C8 H8 . 0.9300 ?
C9 C14 . 1.386(10) ?
C9 C10 . 1.391(10) ?
C10 C11 . 1.378(12) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.383(14) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.366(14) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.387(11) ?
C13 H13 . 0.9300 ?
C14 H14 . 0.9300 ?
C15 C20 . 1.367(10) ?
C15 C16 . 1.401(10) ?
C16 C17 . 1.378(11) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.346(13) ?
C17 H17 . 0.9300 ?
C18 C19 . 1.390(13) ?
C18 H18 . 0.9300 ?
C19 C20 . 1.414(12) ?
C19 H19 . 0.9300 ?
C20 H20 . 0.9300 ?
C21 H21A . 0.9600 ?
C21 H21B . 0.9600 ?
C21 H21C . 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
C19 H19 O2 2_576 0.93 2.50 3.388(11) 161
C17 H17 O3 1_455 0.93 2.59 3.435(10) 152
