#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/96/2219694.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_2219694
loop_
_publ_author_name
'Wen, Liyuan'
'Yin, Handong'
'Quan, Li'
'Wang, Daqi'
_publ_section_title
;
 Triphenylbis(2,4,5-trifluoro-3-methoxybenzoato)antimony(V)
;
_journal_coeditor_code           RZ2246
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1303
_journal_paper_doi               10.1107/S1600536808029656
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          '[Sb (C6 H5)3 (C8 H4 F3 O3)2]'
_chemical_formula_moiety         'C34 H23 F6 O6 Sb'
_chemical_formula_sum            'C34 H23 F6 O6 Sb'
_chemical_formula_weight         763.27
_chemical_name_systematic
;
Triphenylbis(2,4,5-trifluoro-3-methoxybenzoato)antimony(V)
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_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                 120.107(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.7970(14)
_cell_length_b                   22.890(2)
_cell_length_c                   12.5131(10)
_cell_measurement_reflns_used    3589
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.864
_cell_measurement_theta_min      2.602
_cell_volume                     3170.9(5)
_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      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART 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  0.0361
_diffrn_reflns_av_sigmaI/netI    0.0392
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7869
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.04
_exptl_absorpt_coefficient_mu    0.950
_exptl_absorpt_correction_T_max  0.718
_exptl_absorpt_correction_T_min  0.635
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.599
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1520
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.35
_refine_diff_density_max         0.979
_refine_diff_density_min         -0.369
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     215
_refine_ls_number_reflns         2791
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.0443
_refine_ls_R_factor_gt           0.0309
_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)+(0.053P)²+2.3063P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0767
_refine_ls_wR_factor_ref         0.0925
_reflns_number_gt                2338
_reflns_number_total             2791
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            rz2246.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2219694
_cod_database_fobs_code          2219694
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
Sb Sb1 0.5000 0.601220(13) 0.7500 0.04156(14) Uani d S 1
F F1 0.2452(3) 0.54248(11) 0.8929(3) 0.0850(8) Uani d . 1
F F2 -0.0110(3) 0.65440(19) 0.9796(3) 0.1229(13) Uani d . 1
F F3 0.0513(3) 0.75229(15) 0.9055(3) 0.1104(11) Uani d . 1
O O1 0.3684(2) 0.59621(10) 0.8065(2) 0.0501(6) Uani d . 1
O O2 0.3552(2) 0.69304(12) 0.7893(3) 0.0614(7) Uani d . 1
O O3 0.0880(4) 0.54671(19) 0.9730(4) 0.1077(13) Uani d . 1
C C1 0.3247(3) 0.64637(17) 0.8139(3) 0.0501(9) Uani d . 1
C C2 0.2343(3) 0.64523(17) 0.8571(3) 0.0515(9) Uani d . 1
C C3 0.2004(4) 0.59594(19) 0.8951(4) 0.0608(11) Uani d . 1
C C4 0.1193(4) 0.5976(2) 0.9386(5) 0.0745(14) Uani d . 1
C C5 0.0708(4) 0.6507(3) 0.9410(5) 0.0808(15) Uani d . 1
C C6 0.1022(4) 0.7004(3) 0.9027(5) 0.0789(14) Uani d . 1
C C7 0.1836(3) 0.6985(2) 0.8621(4) 0.0612(10) Uani d . 1
H H7 0.2052 0.7327 0.8380 0.073 Uiso calc R 1
C C8 0.1418(6) 0.5380(3) 1.1036(6) 0.121(2) Uani d . 1
H H8A 0.2277 0.5425 1.1423 0.181 Uiso calc R 1
H H8B 0.1233 0.4994 1.1192 0.181 Uiso calc R 1
H H8C 0.1102 0.5663 1.1367 0.181 Uiso calc R 1
C C9 0.6319(3) 0.63273(16) 0.9264(3) 0.0455(8) Uani d . 1
C C10 0.6261(4) 0.68703(18) 0.9726(4) 0.0609(10) Uani d . 1
H H10 0.5623 0.7123 0.9257 0.073 Uiso calc R 1
C C11 0.7170(4) 0.7030(2) 1.0897(4) 0.0752(13) Uani d . 1
H H11 0.7134 0.7390 1.1222 0.090 Uiso calc R 1
C C12 0.8122(5) 0.6661(3) 1.1582(4) 0.0837(15) Uani d . 1
H H12 0.8736 0.6775 1.2360 0.100 Uiso calc R 1
C C13 0.8168(4) 0.6123(3) 1.1118(5) 0.0858(15) Uani d . 1
H H13 0.8805 0.5870 1.1589 0.103 Uiso calc R 1
C C14 0.7263(4) 0.59551(19) 0.9947(4) 0.0675(12) Uani d . 1
H H14 0.7298 0.5593 0.9629 0.081 Uiso calc R 1
C C15 0.5000 0.5087(2) 0.7500 0.0441(11) Uani d S 1
C C16 0.4754(4) 0.47799(17) 0.8308(4) 0.0601(10) Uani d . 1
H H16 0.4585 0.4981 0.8849 0.072 Uiso calc R 1
C C17 0.4761(5) 0.4175(2) 0.8306(5) 0.0791(14) Uani d . 1
H H17 0.4603 0.3972 0.8853 0.095 Uiso calc R 1
C C18 0.5000 0.3873(3) 0.7500 0.085(2) Uani d S 1
H H18 0.5000 0.3466 0.7500 0.102 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'
F F 0.0171 0.0103 '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
C15 Sb1 C9 . . 109.87(10)
C15 Sb1 C9 . 2_656 109.87(10)
C9 Sb1 C9 . 2_656 140.3(2)
C15 Sb1 O1 . 2_656 86.91(6)
C9 Sb1 O1 . 2_656 90.84(12)
C9 Sb1 O1 2_656 2_656 91.25(12)
C15 Sb1 O1 . . 86.91(6)
C9 Sb1 O1 . . 91.25(12)
C9 Sb1 O1 2_656 . 90.84(12)
O1 Sb1 O1 2_656 . 173.83(12)
C1 O1 Sb1 . . 114.6(2)
C4 O3 C8 . . 115.3(5)
O2 C1 O1 . . 123.2(3)
O2 C1 C2 . . 120.3(3)
O1 C1 C2 . . 116.5(3)
C3 C2 C7 . . 117.8(3)
C3 C2 C1 . . 124.9(4)
C7 C2 C1 . . 117.3(3)
F1 C3 C2 . . 121.5(3)
F1 C3 C4 . . 116.0(4)
C2 C3 C4 . . 122.5(4)
O3 C4 C5 . . 122.7(5)
O3 C4 C3 . . 119.5(5)
C5 C4 C3 . . 117.8(4)
F2 C5 C6 . . 119.1(5)
F2 C5 C4 . . 120.0(5)
C6 C5 C4 . . 120.9(4)
F3 C6 C7 . . 119.9(5)
F3 C6 C5 . . 119.1(4)
C7 C6 C5 . . 121.0(5)
C6 C7 C2 . . 120.0(4)
C6 C7 H7 . . 120.0
C2 C7 H7 . . 120.0
O3 C8 H8A . . 109.5
O3 C8 H8B . . 109.5
H8A C8 H8B . . 109.5
O3 C8 H8C . . 109.5
H8A C8 H8C . . 109.5
H8B C8 H8C . . 109.5
C14 C9 C10 . . 120.7(4)
C14 C9 Sb1 . . 115.4(3)
C10 C9 Sb1 . . 123.8(3)
C11 C10 C9 . . 118.9(4)
C11 C10 H10 . . 120.5
C9 C10 H10 . . 120.5
C12 C11 C10 . . 120.7(4)
C12 C11 H11 . . 119.7
C10 C11 H11 . . 119.7
C11 C12 C13 . . 119.9(4)
C11 C12 H12 . . 120.0
C13 C12 H12 . . 120.0
C12 C13 C14 . . 120.2(5)
C12 C13 H13 . . 119.9
C14 C13 H13 . . 119.9
C9 C14 C13 . . 119.5(4)
C9 C14 H14 . . 120.2
C13 C14 H14 . . 120.2
C16 C15 C16 2_656 . 119.3(5)
C16 C15 Sb1 2_656 . 120.3(2)
C16 C15 Sb1 . . 120.3(2)
C17 C16 C15 . . 120.0(4)
C17 C16 H16 . . 120.0
C15 C16 H16 . . 120.0
C18 C17 C16 . . 120.5(5)
C18 C17 H17 . . 119.7
C16 C17 H17 . . 119.7
C17 C18 C17 . 2_656 119.6(6)
C17 C18 H18 . . 120.2
C17 C18 H18 2_656 . 120.2
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Sb1 C15 . 2.118(5)
Sb1 C9 . 2.122(3)
Sb1 C9 2_656 2.122(3)
Sb1 O1 2_656 2.132(2)
Sb1 O1 . 2.132(2)
F1 C3 . 1.358(5)
F2 C5 . 1.358(5)
F3 C6 . 1.364(6)
O1 C1 . 1.301(4)
O2 C1 . 1.228(4)
O3 C4 . 1.370(6)
O3 C8 . 1.434(7)
C1 C2 . 1.504(5)
C2 C3 . 1.376(5)
C2 C7 . 1.398(5)
C3 C4 . 1.393(6)
C4 C5 . 1.371(7)
C5 C6 . 1.370(8)
C6 C7 . 1.369(6)
C7 H7 . 0.9300
C8 H8A . 0.9600
C8 H8B . 0.9600
C8 H8C . 0.9600
C9 C14 . 1.371(5)
C9 C10 . 1.388(5)
C10 C11 . 1.387(6)
C10 H10 . 0.9300
C11 C12 . 1.372(7)
C11 H11 . 0.9300
C12 C13 . 1.376(7)
C12 H12 . 0.9300
C13 C14 . 1.391(6)
C13 H13 . 0.9300
C14 H14 . 0.9300
C15 C16 2_656 1.390(4)
C15 C16 . 1.390(5)
C16 C17 . 1.384(6)
C16 H16 . 0.9300
C17 C18 . 1.378(6)
C17 H17 . 0.9300
C18 C17 2_656 1.378(6)
C18 H18 . 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
C10 H10 O2 . 0.93 2.36 3.053(5) 131
C16 H16 O1 . 0.93 2.49 2.979(5) 113
C8 H8B O3 5_567 0.96 2.57 3.240(7) 127
C11 H11 O2 8_566 0.93 2.51 3.255(5) 138
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
C15 Sb1 O1 C1 . . -175.3(2)
C9 Sb1 O1 C1 . . 74.9(3)
C9 Sb1 O1 C1 2_656 . -65.5(3)
Sb1 O1 C1 O2 . . 0.8(5)
Sb1 O1 C1 C2 . . -178.2(2)
O2 C1 C2 C3 . . -175.3(4)
O1 C1 C2 C3 . . 3.8(6)
O2 C1 C2 C7 . . 2.9(5)
O1 C1 C2 C7 . . -178.1(3)
C7 C2 C3 F1 . . 179.9(4)
C1 C2 C3 F1 . . -2.0(6)
C7 C2 C3 C4 . . -0.5(6)
C1 C2 C3 C4 . . 177.6(4)
C8 O3 C4 C5 . . -77.2(7)
C8 O3 C4 C3 . . 105.1(6)
F1 C3 C4 O3 . . -1.5(7)
C2 C3 C4 O3 . . 178.9(4)
F1 C3 C4 C5 . . -179.3(4)
C2 C3 C4 C5 . . 1.1(7)
O3 C4 C5 F2 . . 0.6(8)
C3 C4 C5 F2 . . 178.3(4)
O3 C4 C5 C6 . . -178.2(5)
C3 C4 C5 C6 . . -0.5(8)
F2 C5 C6 F3 . . 0.6(7)
C4 C5 C6 F3 . . 179.5(5)
F2 C5 C6 C7 . . -179.5(4)
C4 C5 C6 C7 . . -0.7(8)
F3 C6 C7 C2 . . -178.9(4)
C5 C6 C7 C2 . . 1.3(7)
C3 C2 C7 C6 . . -0.7(6)
C1 C2 C7 C6 . . -178.9(4)
C15 Sb1 C9 C14 . . 25.4(3)
C9 Sb1 C9 C14 2_656 . -154.6(3)
O1 Sb1 C9 C14 2_656 . -61.7(3)
O1 Sb1 C9 C14 . . 112.5(3)
C15 Sb1 C9 C10 . . -154.6(3)
C9 Sb1 C9 C10 2_656 . 25.4(3)
O1 Sb1 C9 C10 2_656 . 118.3(3)
O1 Sb1 C9 C10 . . -67.5(3)
C14 C9 C10 C11 . . -0.5(6)
Sb1 C9 C10 C11 . . 179.5(3)
C9 C10 C11 C12 . . 1.0(7)
C10 C11 C12 C13 . . -1.4(7)
C11 C12 C13 C14 . . 1.2(8)
C10 C9 C14 C13 . . 0.4(7)
Sb1 C9 C14 C13 . . -179.6(4)
C12 C13 C14 C9 . . -0.7(8)
C9 Sb1 C15 C16 . 2_656 -119.9(2)
C9 Sb1 C15 C16 2_656 2_656 60.1(2)
O1 Sb1 C15 C16 2_656 2_656 -30.1(2)
O1 Sb1 C15 C16 . 2_656 149.9(2)
C9 Sb1 C15 C16 . . 60.1(2)
C9 Sb1 C15 C16 2_656 . -119.9(2)
O1 Sb1 C15 C16 2_656 . 149.9(2)
O1 Sb1 C15 C16 . . -30.1(2)
C16 C15 C16 C17 2_656 . 0.3(3)
Sb1 C15 C16 C17 . . -179.7(3)
C15 C16 C17 C18 . . -0.6(7)
C16 C17 C18 C17 . 2_656 0.3(3)
