#------------------------------------------------------------------------------
#$Date: 2016-03-23 22:33:44 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179485 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/82/4338249.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_4338249
loop_
_publ_author_name
'Chitnis, Saurabh S.'
'Burford, Neil'
'McDonald, Robert'
'Ferguson, Michael J.'
_publ_section_title
;
 Prototypical Phosphine Complexes of Antimony(III).
;
_journal_issue                   10
_journal_name_full               'Inorganic chemistry'
_journal_page_first              5359
_journal_page_last               5372
_journal_paper_doi               10.1021/ic500723y
_journal_volume                  53
_journal_year                    2014
_chemical_formula_moiety         'C15 H19 P Sb, C F3 O3 S'
_chemical_formula_sum            'C16 H19 F3 O3 P S Sb'
_chemical_formula_weight         501.09
_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                98.4361(3)
_cell_angle_beta                 97.6027(3)
_cell_angle_gamma                93.1231(3)
_cell_formula_units_Z            2
_cell_length_a                   8.2553(2)
_cell_length_b                   10.8326(3)
_cell_length_c                   11.1367(3)
_cell_measurement_reflns_used    9986
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.46
_cell_measurement_theta_min      2.45
_cell_volume                     973.70(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'DIRDIF-2008 (Beurskens et al., 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω 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  0.0069
_diffrn_reflns_av_unetI/netI     0.0103
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8817
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         1.87
_exptl_absorpt_coefficient_mu    1.645
_exptl_absorpt_correction_T_max  0.7344
_exptl_absorpt_correction_T_min  0.6111
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.709
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       fragment
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.618
_refine_diff_density_min         -0.522
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         4469
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0162
_refine_ls_R_factor_gt           0.0157
_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)+(0.0206P)²+0.5149P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0410
_refine_ls_wR_factor_ref         0.0413
_reflns_number_gt                4370
_reflns_number_total             4469
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic500723y_si_015.cif
_cod_data_source_block           vic1307
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 

 Adding full bibliography for 4338238--4338252.cif.
;
_cod_database_code               4338249
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
Sb Sb 0.468454(11) 0.428950(9) 0.274549(8) 0.02304(4) Uani 1 1 d .
P P 0.24779(5) 0.33244(4) 0.09723(3) 0.02468(8) Uani 1 1 d .
C1 C 0.05611(19) 0.38850(16) 0.13312(16) 0.0320(3) Uani 1 1 d .
H1A H -0.0301 0.3595 0.0638 0.038 Uiso 1 1 calc R
H1B H 0.0659 0.4802 0.1490 0.038 Uiso 1 1 calc R
H1C H 0.0281 0.3563 0.2061 0.038 Uiso 1 1 calc R
C2 C 0.2854(2) 0.38082(18) -0.04555(15) 0.0354(4) Uani 1 1 d .
H2A H 0.2887 0.4723 -0.0373 0.043 Uiso 1 1 calc R
H2B H 0.1973 0.3440 -0.1109 0.043 Uiso 1 1 calc R
H2C H 0.3905 0.3525 -0.0660 0.043 Uiso 1 1 calc R
C3 C 0.2214(2) 0.16414(16) 0.07037(18) 0.0388(4) Uani 1 1 d .
H3A H 0.1313 0.1366 0.0036 0.047 Uiso 1 1 calc R
H3B H 0.1959 0.1342 0.1451 0.047 Uiso 1 1 calc R
H3C H 0.3227 0.1300 0.0478 0.047 Uiso 1 1 calc R
C11 C 0.32292(18) 0.36248(15) 0.40156(13) 0.0268(3) Uani 1 1 d .
C12 C 0.2427(2) 0.44883(18) 0.47355(15) 0.0339(4) Uani 1 1 d .
H12 H 0.2524 0.5349 0.4656 0.041 Uiso 1 1 calc R
C13 C 0.1480(2) 0.4082(2) 0.55761(16) 0.0448(5) Uani 1 1 d .
H13 H 0.0941 0.4672 0.6070 0.054 Uiso 1 1 calc R
C14 C 0.1323(2) 0.2844(2) 0.56947(18) 0.0488(5) Uani 1 1 d .
H14 H 0.0684 0.2578 0.6273 0.059 Uiso 1 1 calc R
C15 C 0.2094(2) 0.1981(2) 0.4972(2) 0.0462(5) Uani 1 1 d .
H15 H 0.1972 0.1120 0.5045 0.055 Uiso 1 1 calc R
C16 C 0.3048(2) 0.23674(17) 0.41365(17) 0.0351(4) Uani 1 1 d .
H16 H 0.3580 0.1769 0.3646 0.042 Uiso 1 1 calc R
C21 C 0.61828(18) 0.27222(14) 0.25813(14) 0.0246(3) Uani 1 1 d .
C22 C 0.6842(2) 0.22274(15) 0.36145(15) 0.0302(3) Uani 1 1 d .
H22 H 0.6560 0.2538 0.4397 0.036 Uiso 1 1 calc R
C23 C 0.7906(2) 0.12837(17) 0.35001(18) 0.0369(4) Uani 1 1 d .
H23 H 0.8352 0.0953 0.4207 0.044 Uiso 1 1 calc R
C24 C 0.8328(2) 0.08168(16) 0.23632(19) 0.0390(4) Uani 1 1 d .
H24 H 0.9046 0.0163 0.2290 0.047 Uiso 1 1 calc R
C25 C 0.7695(2) 0.13099(17) 0.13375(17) 0.0362(4) Uani 1 1 d .
H25 H 0.7983 0.0997 0.0558 0.043 Uiso 1 1 calc R
C26 C 0.66361(19) 0.22634(15) 0.14462(15) 0.0294(3) Uani 1 1 d .
H26 H 0.6218 0.2606 0.0740 0.035 Uiso 1 1 calc R
S S 0.22711(5) 0.74377(4) 0.20625(4) 0.03003(8) Uani 1 1 d .
F1 F 0.4172(2) 0.93166(14) 0.17137(16) 0.0777(5) Uani 1 1 d .
F2 F 0.3800(3) 0.93442(15) 0.35694(17) 0.0940(6) Uani 1 1 d .
F3 F 0.53766(17) 0.80687(15) 0.27737(16) 0.0752(5) Uani 1 1 d .
O1 O 0.2169(2) 0.68318(15) 0.31191(13) 0.0504(4) Uani 1 1 d .
O2 O 0.28050(18) 0.66546(12) 0.10524(11) 0.0427(3) Uani 1 1 d .
O3 O 0.09224(19) 0.81463(18) 0.17175(18) 0.0650(5) Uani 1 1 d .
C30 C 0.3987(3) 0.86046(17) 0.25588(18) 0.0428(4) Uani 1 1 d .
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'
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
C11 Sb C21 96.35(6)
C11 Sb P 89.55(4)
C21 Sb P 94.74(4)
C11 Sb O1 81.50(5)
C21 Sb O1 177.77(5)
P Sb O1 85.85(3)
C11 Sb O2 114.46(5)
C21 Sb O2 143.28(4)
P Sb O2 67.37(2)
O1 Sb O2 38.86(3)
C1 P C3 107.06(9)
C1 P C2 108.17(8)
C3 P C2 106.93(9)
C1 P Sb 107.05(6)
C3 P Sb 115.70(6)
C2 P Sb 111.63(6)
C16 C11 C12 119.00(15)
C16 C11 Sb 122.43(12)
C12 C11 Sb 118.57(12)
C11 C12 C13 119.74(18)
C14 C13 C12 120.75(18)
C13 C14 C15 119.78(18)
C14 C15 C16 120.4(2)
C11 C16 C15 120.36(17)
C26 C21 C22 118.83(14)
C26 C21 Sb 119.79(11)
C22 C21 Sb 121.10(11)
C23 C22 C21 120.14(16)
C22 C23 C24 120.64(16)
C25 C24 C23 119.61(16)
C24 C25 C26 120.09(16)
C25 C26 C21 120.66(15)
O3 S O1 115.93(10)
O3 S O2 114.22(10)
O1 S O2 113.79(9)
O3 S C30 104.25(10)
O1 S C30 103.75(9)
O2 S C30 102.78(9)
S O1 Sb 104.90(7)
S O2 Sb 98.69(6)
F2 C30 F1 107.57(18)
F2 C30 F3 107.60(18)
F1 C30 F3 107.0(2)
F2 C30 S 111.92(17)
F1 C30 S 111.47(13)
F3 C30 S 111.04(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Sb C11 2.1487(15)
Sb C21 2.1549(15)
Sb P 2.5584(4)
Sb O1 3.5475(16)
Sb O2 3.6882(14)
P C1 1.7981(16)
P C3 1.8000(17)
P C2 1.8047(17)
C11 C16 1.390(2)
C11 C12 1.394(2)
C12 C13 1.400(3)
C13 C14 1.368(3)
C14 C15 1.381(3)
C15 C16 1.390(2)
C21 C26 1.395(2)
C21 C22 1.398(2)
C22 C23 1.387(2)
C23 C24 1.389(3)
C24 C25 1.384(3)
C25 C26 1.391(2)
S O3 1.4293(15)
S O1 1.4385(14)
S O2 1.4392(13)
S C30 1.817(2)
F1 C30 1.320(2)
F2 C30 1.314(3)
F3 C30 1.323(2)
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
C11 Sb P C1 52.01(7)
C21 Sb P C1 148.34(7)
O1 Sb P C1 -29.51(6)
O2 Sb P C1 -64.86(6)
C11 Sb P C3 -67.21(9)
C21 Sb P C3 29.13(9)
O1 Sb P C3 -148.72(8)
O2 Sb P C3 175.93(8)
C11 Sb P C2 170.20(8)
C21 Sb P C2 -93.46(8)
O1 Sb P C2 88.69(7)
O2 Sb P C2 53.34(7)
C21 Sb C11 C16 -21.98(14)
P Sb C11 C16 72.74(13)
O1 Sb C11 C16 158.62(14)
O2 Sb C11 C16 137.51(12)
C21 Sb C11 C12 158.59(12)
P Sb C11 C12 -106.69(12)
O1 Sb C11 C12 -20.82(12)
O2 Sb C11 C12 -41.93(13)
C16 C11 C12 C13 1.0(2)
Sb C11 C12 C13 -179.57(12)
C11 C12 C13 C14 -0.4(3)
C12 C13 C14 C15 -0.5(3)
C13 C14 C15 C16 0.9(3)
C12 C11 C16 C15 -0.6(3)
Sb C11 C16 C15 179.97(14)
C14 C15 C16 C11 -0.3(3)
C11 Sb C21 C26 141.89(12)
P Sb C21 C26 51.82(12)
O1 Sb C21 C26 157.3(12)
O2 Sb C21 C26 -5.87(17)
C11 Sb C21 C22 -44.23(13)
P Sb C21 C22 -134.30(12)
O1 Sb C21 C22 -28.8(13)
O2 Sb C21 C22 168.00(10)
C26 C21 C22 C23 -1.0(2)
Sb C21 C22 C23 -174.93(13)
C21 C22 C23 C24 -0.2(3)
C22 C23 C24 C25 0.8(3)
C23 C24 C25 C26 -0.3(3)
C24 C25 C26 C21 -0.9(3)
C22 C21 C26 C25 1.5(2)
Sb C21 C26 C25 175.52(12)
O3 S O1 Sb 155.62(9)
O2 S O1 Sb 20.15(10)
C30 S O1 Sb -90.75(8)
C11 Sb O1 S -159.81(9)
C21 Sb O1 S -175.3(12)
P Sb O1 S -69.65(8)
O2 Sb O1 S -11.31(6)
O3 S O2 Sb -155.15(9)
O1 S O2 Sb -18.90(10)
C30 S O2 Sb 92.59(7)
C11 Sb O2 S 45.64(8)
C21 Sb O2 S -169.98(7)
P Sb O2 S 124.16(7)
O1 Sb O2 S 11.05(6)
O3 S C30 F2 67.06(18)
O1 S C30 F2 -54.72(17)
O2 S C30 F2 -173.49(15)
O3 S C30 F1 -53.47(19)
O1 S C30 F1 -175.25(16)
O2 S C30 F1 65.98(17)
O3 S C30 F3 -172.67(16)
O1 S C30 F3 65.55(17)
O2 S C30 F3 -53.22(17)
