#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/39/2223997.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_2223997
loop_
_publ_author_name
'Wen, Liyuan'
'Yin, Handong'
'Wang, Chuanhua'
_publ_section_title
;
 Bis(2-amino-4-chlorobenzoato)triphenylantimony(V)
;
_journal_coeditor_code           RZ2373
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1442
_journal_paper_doi               10.1107/S160053680904358X
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Sb (C6 H5)3 (C7 H5 Cl N O2)2]'
_chemical_formula_moiety         'C32 H25 Cl2 N2 O4 Sb'
_chemical_formula_sum            'C32 H25 Cl2 N2 O4 Sb'
_chemical_formula_weight         694.20
_chemical_name_systematic
;
Bis(2-amino-4-chlorobenzoato)triphenylantimony(V)
;
_space_group_IT_number           43
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'F 2 -2d'
_symmetry_space_group_name_H-M   'F d d 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   13.0168(13)
_cell_length_b                   20.298(2)
_cell_length_c                   21.849(3)
_cell_measurement_reflns_used    3849
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.768
_cell_measurement_theta_min      2.740
_cell_volume                     5772.8(11)
_computing_cell_refinement       'SAINT (Siemens, 1996)'
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        'SAINT (Siemens, 1996)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_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 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0191
_diffrn_reflns_av_sigmaI/netI    0.0281
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            5819
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.08
_exptl_absorpt_coefficient_mu    1.182
_exptl_absorpt_correction_T_max  0.6689
_exptl_absorpt_correction_T_min  0.6557
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.597
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2784
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.37
_refine_diff_density_max         0.345
_refine_diff_density_min         -0.254
_refine_ls_abs_structure_details 'Flack (1983), 1181 Friedel pairs'
_refine_ls_abs_structure_Flack   -0.02(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         2493
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.113
_refine_ls_R_factor_all          0.0281
_refine_ls_R_factor_gt           0.0211
_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)+(0.0236P)²+0.2508P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0463
_refine_ls_wR_factor_ref         0.0505
_reflns_number_gt                2222
_reflns_number_total             2493
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            rz2373.cif
_cod_data_source_block           I
_cod_database_code               2223997
_cod_database_fobs_code          2223997
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'
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_disorder_assembly
_atom_site_disorder_group
Sb Sb1 0.0000 0.0000 0.024065(19) 0.03974(9) Uani d S 1 . .
Cl Cl1 0.64382(7) 0.11557(6) 0.05169(7) 0.0943(4) Uani d . 1 . .
N N1 0.3358(3) 0.0520(3) 0.17751(19) 0.0964(16) Uani d . 1 . .
H H1A 0.2733 0.0395 0.1828 0.116 Uiso calc R 1 . .
H H1B 0.3762 0.0559 0.2084 0.116 Uiso calc R 1 . .
O O1 0.15241(14) 0.03663(11) 0.01894(11) 0.0483(5) Uani d . 1 . .
O O2 0.15456(18) 0.03090(13) 0.12027(11) 0.0561(6) Uani d . 1 . .
C C1 0.1992(2) 0.04151(16) 0.07150(17) 0.0450(8) Uani d . 1 . .
C C2 0.3091(2) 0.06030(15) 0.06822(16) 0.0448(8) Uani d . 1 . .
C C3 0.3705(3) 0.06552(19) 0.12053(19) 0.0576(9) Uani d . 1 . .
C C4 0.4750(3) 0.0831(2) 0.1132(2) 0.0675(12) Uani d . 1 . .
H H4 0.5173 0.0862 0.1474 0.081 Uiso calc R 1 . .
C C5 0.5136(3) 0.0953(2) 0.0574(3) 0.0626(13) Uani d . 1 . .
C C6 0.4552(4) 0.0923(2) 0.0053(2) 0.0665(14) Uani d . 1 . .
H H6 0.4827 0.1026 -0.0329 0.080 Uiso calc R 1 . .
C C7 0.3533(3) 0.0734(2) 0.01176(19) 0.0613(10) Uani d . 1 . .
H H7 0.3130 0.0693 -0.0232 0.074 Uiso calc R 1 . .
C C8 -0.0531(2) 0.09057(16) 0.05826(17) 0.0436(8) Uani d . 1 . .
C C9 -0.0934(2) 0.13384(17) 0.01584(19) 0.0552(9) Uani d . 1 . .
H H9 -0.0985 0.1214 -0.0250 0.066 Uiso calc R 1 . .
C C10 -0.1264(3) 0.19567(18) 0.0339(2) 0.0695(11) Uani d . 1 . .
H H10 -0.1519 0.2251 0.0051 0.083 Uiso calc R 1 . .
C C11 -0.1215(3) 0.2135(2) 0.0937(3) 0.0705(12) Uani d . 1 . .
H H11 -0.1443 0.2549 0.1058 0.085 Uiso calc R 1 . .
C C12 -0.0830(3) 0.1705(2) 0.1366(2) 0.0671(13) Uani d . 1 . .
H H12 -0.0798 0.1832 0.1774 0.081 Uiso calc R 1 . .
C C13 -0.0492(3) 0.10877(18) 0.11947(17) 0.0549(9) Uani d . 1 . .
H H13 -0.0241 0.0796 0.1487 0.066 Uiso calc R 1 . .
C C14 0.0000 0.0000 -0.07304(19) 0.0384(10) Uani d S 1 . .
C C15 0.0908(2) 0.0031(2) -0.10502(17) 0.0586(10) Uani d . 1 . .
H H15 0.1527 0.0057 -0.0839 0.070 Uiso calc R 1 . .
C C16 0.0907(3) 0.0024(2) -0.16793(18) 0.0699(12) Uani d . 1 . .
H H16 0.1525 0.0036 -0.1893 0.084 Uiso calc R 1 . .
C C17 0.0000 0.0000 -0.1989(2) 0.0627(15) Uani d S 1 . .
H H17 0.0000 0.0000 -0.2415 0.075 Uiso calc SR 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'
N N 0.0061 0.0033 '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'
Cl Cl 0.1484 0.1585 '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
C8 Sb1 C8 2 . 138.3(2) ?
C8 Sb1 C14 2 . 110.83(10) ?
C8 Sb1 C14 . . 110.83(10) ?
C8 Sb1 O1 2 . 91.03(10) ?
C8 Sb1 O1 . . 91.12(10) ?
C14 Sb1 O1 . . 86.98(6) ?
C8 Sb1 O1 2 2 91.12(10) ?
C8 Sb1 O1 . 2 91.03(10) ?
C14 Sb1 O1 . 2 86.98(6) ?
O1 Sb1 O1 . 2 173.95(13) ?
C3 N1 H1A . . 120.0 ?
C3 N1 H1B . . 120.0 ?
H1A N1 H1B . . 120.0 ?
C1 O1 Sb1 . . 114.6(2) ?
O2 C1 O1 . . 121.9(3) ?
O2 C1 C2 . . 122.8(3) ?
O1 C1 C2 . . 115.3(3) ?
C7 C2 C3 . . 118.4(3) ?
C7 C2 C1 . . 119.5(3) ?
C3 C2 C1 . . 122.1(3) ?
N1 C3 C2 . . 123.1(3) ?
N1 C3 C4 . . 118.4(4) ?
C2 C3 C4 . . 118.4(4) ?
C5 C4 C3 . . 120.6(4) ?
C5 C4 H4 . . 119.7 ?
C3 C4 H4 . . 119.7 ?
C4 C5 C6 . . 122.7(4) ?
C4 C5 Cl1 . . 118.1(4) ?
C6 C5 Cl1 . . 119.2(4) ?
C5 C6 C7 . . 117.2(4) ?
C5 C6 H6 . . 121.4 ?
C7 C6 H6 . . 121.4 ?
C2 C7 C6 . . 122.7(4) ?
C2 C7 H7 . . 118.6 ?
C6 C7 H7 . . 118.6 ?
C9 C8 C13 . . 119.4(3) ?
C9 C8 Sb1 . . 116.3(3) ?
C13 C8 Sb1 . . 124.3(3) ?
C8 C9 C10 . . 120.2(4) ?
C8 C9 H9 . . 119.9 ?
C10 C9 H9 . . 119.9 ?
C11 C10 C9 . . 120.1(4) ?
C11 C10 H10 . . 119.9 ?
C9 C10 H10 . . 119.9 ?
C10 C11 C12 . . 120.2(4) ?
C10 C11 H11 . . 119.9 ?
C12 C11 H11 . . 119.9 ?
C11 C12 C13 . . 120.6(4) ?
C11 C12 H12 . . 119.7 ?
C13 C12 H12 . . 119.7 ?
C12 C13 C8 . . 119.4(4) ?
C12 C13 H13 . . 120.3 ?
C8 C13 H13 . . 120.3 ?
C15 C14 C15 2 . 118.9(4) ?
C15 C14 Sb1 2 . 120.6(2) ?
C15 C14 Sb1 . . 120.6(2) ?
C14 C15 C16 . . 120.5(3) ?
C14 C15 H15 . . 119.8 ?
C16 C15 H15 . . 119.8 ?
C17 C16 C15 . . 119.9(4) ?
C17 C16 H16 . . 120.1 ?
C15 C16 H16 . . 120.1 ?
C16 C17 C16 . 2 120.4(5) ?
C16 C17 H17 . . 119.8 ?
C16 C17 H17 2 . 119.8 ?
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 C8 2 2.101(3) ?
Sb1 C8 . 2.101(3) ?
Sb1 C14 . 2.122(4) ?
Sb1 O1 . 2.1217(19) ?
Sb1 O1 2 2.1217(19) ?
Cl1 C5 . 1.749(4) ?
N1 C3 . 1.352(5) ?
N1 H1A . 0.8600 ?
N1 H1B . 0.8600 ?
O1 C1 . 1.304(4) ?
O2 C1 . 1.233(4) ?
C1 C2 . 1.482(4) ?
C2 C7 . 1.387(5) ?
C2 C3 . 1.399(5) ?
C3 C4 . 1.416(5) ?
C4 C5 . 1.341(7) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.372(6) ?
C6 C7 . 1.389(6) ?
C6 H6 . 0.9300 ?
C7 H7 . 0.9300 ?
C8 C9 . 1.381(5) ?
C8 C13 . 1.388(5) ?
C9 C10 . 1.384(5) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.357(6) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.373(6) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.380(5) ?
C12 H12 . 0.9300 ?
C13 H13 . 0.9300 ?
C14 C15 2 1.374(4) ?
C14 C15 . 1.374(4) ?
C15 C16 . 1.375(5) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.362(5) ?
C16 H16 . 0.9300 ?
C17 C16 2 1.362(5) ?
C17 H17 . 0.9300 ?
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
N1 H1A O2 . 0.86 2.07 2.704(5) 130
C15 H15 O1 . 0.93 2.33 2.905(4) 119
