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#$Date: 2018-09-10 03:23:23 +0300 (Mon, 10 Sep 2018) $
#$Revision: 210711 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/35/7113563.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_7113563
loop_
_publ_author_name
'Chandrasekhar, Vadapalli'
'Nagendran, Selvarajan'
'Gopal, Kandasamy'
'Steiner, Alexander'
'Zacchini, Stefano'
_publ_section_title
;
 First example of a Sn--C bond cleaved product in the reaction of
 Ph3SnOSnPh3 with carboxylic acids. 3D-Supramolecular network formation in
 the X-ray crystal structure of [Ph2Sn(OH)OC(O)(Rf)]2, Rf = 2,4,6-(CF3)3C6H2
;
_journal_coden_ASTM              CHCOFS
_journal_issue                   7
_journal_name_full
;
 Chemical Communications (Cambridge, United Kingdom)
;
_journal_page_first              862
_journal_page_last               863
_journal_paper_doi               10.1039/b212409b
_journal_year                    2003
_chemical_formula_sum            'C44 H26 F18 O6 Sn2'
_chemical_formula_weight         1230.03
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 102.7370(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   14.2793(6)
_cell_length_b                   8.4503(4)
_cell_length_c                   19.1407(8)
_cell_measurement_temperature    150(2)
_cell_volume                     2252.77(17)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART APEX'
_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  0.0305
_diffrn_reflns_av_sigmaI/netI    0.0216
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11361
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         1.62
_exptl_absorpt_coefficient_mu    1.231
_exptl_absorpt_correction_T_max  0.929
_exptl_absorpt_correction_T_min  0.716
_exptl_absorpt_correction_type   semi-empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.813
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1200
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.500
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         3963
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0225
_refine_ls_R_factor_gt           0.0214
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0326P)²+1.3095P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0572
_refine_ls_wR_factor_ref         0.0578
_reflns_number_gt                3755
_reflns_number_total             3963
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             7104043
_cod_data_source_file            b212409b.txt
_cod_data_source_block           vc38p21n
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7113563
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
Sn1 Sn 0.575893(9) 0.633576(15) 0.474219(7) 0.02079(7) Uani 1 1 d .
O1 O 0.50615(10) 0.42405(18) 0.44715(8) 0.0248(3) Uani 1 1 d D
H100 H 0.5319(19) 0.376(3) 0.4200(13) 0.037 Uiso 1 1 d D
C1 C 0.49222(14) 0.8299(2) 0.42941(11) 0.0231(4) Uani 1 1 d .
C2 C 0.52262(16) 0.9245(3) 0.37920(12) 0.0295(5) Uani 1 1 d .
H2 H 0.5824 0.9035 0.3670 0.035 Uiso 1 1 calc R
C3 C 0.46639(17) 1.0493(3) 0.34690(12) 0.0332(5) Uani 1 1 d .
H3 H 0.4876 1.1139 0.3128 0.040 Uiso 1 1 calc R
C4 C 0.37905(17) 1.0795(3) 0.36453(12) 0.0354(5) Uani 1 1 d .
H4 H 0.3400 1.1644 0.3422 0.042 Uiso 1 1 calc R
C5 C 0.34873(16) 0.9863(3) 0.41439(13) 0.0354(5) Uani 1 1 d .
H5 H 0.2887 1.0072 0.4263 0.042 Uiso 1 1 calc R
C6 C 0.40517(16) 0.8626(2) 0.44726(13) 0.0285(5) Uani 1 1 d .
H6 H 0.3843 0.7999 0.4821 0.034 Uiso 1 1 calc R
C7 C 0.71185(15) 0.5938(3) 0.54210(12) 0.0263(4) Uani 1 1 d .
C8 C 0.79497(17) 0.6224(3) 0.51743(14) 0.0357(5) Uani 1 1 d .
H8 H 0.7909 0.6644 0.4708 0.043 Uiso 1 1 calc R
C9 C 0.88389(18) 0.5892(4) 0.56149(18) 0.0514(7) Uani 1 1 d .
H9 H 0.9408 0.6081 0.5448 0.062 Uiso 1 1 calc R
C10 C 0.8899(2) 0.5294(4) 0.62865(18) 0.0625(9) Uani 1 1 d .
H10 H 0.9511 0.5086 0.6587 0.075 Uiso 1 1 calc R
C11 C 0.8082(2) 0.4991(4) 0.65301(17) 0.0625(9) Uani 1 1 d .
H11 H 0.8128 0.4557 0.6994 0.075 Uiso 1 1 calc R
C12 C 0.71891(18) 0.5320(3) 0.60970(13) 0.0413(6) Uani 1 1 d .
H12 H 0.6624 0.5118 0.6267 0.050 Uiso 1 1 calc R
O2 O 0.62912(11) 0.61417(16) 0.37655(8) 0.0248(3) Uani 1 1 d .
O3 O 0.60058(11) 0.36010(16) 0.34499(9) 0.0289(3) Uani 1 1 d .
C13 C 0.61930(13) 0.4979(2) 0.33305(11) 0.0229(4) Uani 1 1 d .
C14 C 0.62900(14) 0.5406(2) 0.25783(11) 0.0229(4) Uani 1 1 d .
C15 C 0.71758(14) 0.5773(2) 0.24192(11) 0.0245(4) Uani 1 1 d .
C16 C 0.72478(16) 0.6108(2) 0.17245(12) 0.0272(5) Uani 1 1 d .
H16 H 0.7854 0.6361 0.1626 0.033 Uiso 1 1 calc R
C17 C 0.64377(16) 0.6075(3) 0.11763(12) 0.0279(5) Uani 1 1 d .
C18 C 0.55499(16) 0.5736(3) 0.13224(12) 0.0291(5) Uani 1 1 d .
H18 H 0.4991 0.5730 0.0946 0.035 Uiso 1 1 calc R
C19 C 0.54793(15) 0.5410(3) 0.20147(12) 0.0265(4) Uani 1 1 d .
C20 C 0.80794(16) 0.5844(3) 0.29955(13) 0.0343(5) Uani 1 1 d .
F1 F 0.81058(9) 0.47704(16) 0.35094(7) 0.0355(3) Uani 1 1 d .
F2 F 0.81864(12) 0.72447(18) 0.33312(9) 0.0565(4) Uani 1 1 d .
F3 F 0.88507(10) 0.5631(3) 0.27322(9) 0.0750(6) Uani 1 1 d .
C21 C 0.65133(18) 0.6350(3) 0.04177(13) 0.0359(6) Uani 1 1 d .
F4 F 0.57325(13) 0.7050(3) 0.00259(9) 0.0748(6) Uani 1 1 d .
F5 F 0.72485(12) 0.7233(2) 0.03625(8) 0.0625(5) Uani 1 1 d .
F6 F 0.65808(16) 0.4999(2) 0.00821(9) 0.0715(6) Uani 1 1 d .
C22 C 0.44926(16) 0.5035(3) 0.21421(12) 0.0360(5) Uani 1 1 d .
F7 F 0.43395(12) 0.34906(19) 0.21737(10) 0.0557(4) Uani 1 1 d .
F8 F 0.38033(9) 0.5606(2) 0.16169(8) 0.0530(4) Uani 1 1 d .
F9 F 0.43502(9) 0.5666(2) 0.27489(8) 0.0487(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'
Sn Sn -0.6537 1.4246 '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
O1 Sn1 C7 110.43(7) . .
O1 Sn1 C1 112.17(7) . .
C7 Sn1 C1 137.38(8) . .
O1 Sn1 O1 70.83(6) . 3_666
C7 Sn1 O1 95.84(7) . 3_666
C1 Sn1 O1 96.60(7) . 3_666
O1 Sn1 O2 87.70(5) . .
C7 Sn1 O2 93.95(7) . .
C1 Sn1 O2 89.07(7) . .
O1 Sn1 O2 158.39(6) 3_666 .
Sn1 O1 Sn1 109.17(6) . 3_666
C6 C1 C2 119.2(2) . .
C6 C1 Sn1 120.91(15) . .
C2 C1 Sn1 119.82(15) . .
C3 C2 C1 120.5(2) . .
C2 C3 C4 119.7(2) . .
C5 C4 C3 120.0(2) . .
C4 C5 C6 120.4(2) . .
C5 C6 C1 120.1(2) . .
C12 C7 C8 119.5(2) . .
C12 C7 Sn1 120.34(17) . .
C8 C7 Sn1 120.05(17) . .
C9 C8 C7 119.5(3) . .
C10 C9 C8 120.4(3) . .
C9 C10 C11 120.4(3) . .
C10 C11 C12 119.9(3) . .
C7 C12 C11 120.3(3) . .
C13 O2 Sn1 127.62(13) . .
O3 C13 O2 127.33(19) . .
O3 C13 C14 118.09(18) . .
O2 C13 C14 114.54(17) . .
C19 C14 C15 117.78(19) . .
C19 C14 C13 119.92(17) . .
C15 C14 C13 122.29(18) . .
C16 C15 C14 121.1(2) . .
C16 C15 C20 117.59(18) . .
C14 C15 C20 121.34(19) . .
C17 C16 C15 119.9(2) . .
C16 C17 C18 120.1(2) . .
C16 C17 C21 120.4(2) . .
C18 C17 C21 119.5(2) . .
C19 C18 C17 119.9(2) . .
C18 C19 C14 121.24(19) . .
C18 C19 C22 117.64(19) . .
C14 C19 C22 121.11(19) . .
F3 C20 F1 107.4(2) . .
F3 C20 F2 106.7(2) . .
F1 C20 F2 105.41(19) . .
F3 C20 C15 111.6(2) . .
F1 C20 C15 113.26(18) . .
F2 C20 C15 112.1(2) . .
F5 C21 F6 107.8(2) . .
F5 C21 F4 106.7(2) . .
F6 C21 F4 104.5(2) . .
F5 C21 C17 113.4(2) . .
F6 C21 C17 111.39(19) . .
F4 C21 C17 112.5(2) . .
F7 C22 F8 106.8(2) . .
F7 C22 F9 107.2(2) . .
F8 C22 F9 106.4(2) . .
F7 C22 C19 112.4(2) . .
F8 C22 C19 111.18(18) . .
F9 C22 C19 112.47(19) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sn1 O1 2.0415(15) .
Sn1 C7 2.111(2) .
Sn1 C1 2.112(2) .
Sn1 O1 2.1569(14) 3_666
Sn1 O2 2.1740(14) .
O1 Sn1 2.1569(14) 3_666
C1 C6 1.388(3) .
C1 C2 1.391(3) .
C2 C3 1.385(3) .
C3 C4 1.386(3) .
C4 C5 1.379(3) .
C5 C6 1.384(3) .
C7 C12 1.378(3) .
C7 C8 1.392(3) .
C8 C9 1.389(4) .
C9 C10 1.366(5) .
C10 C11 1.373(5) .
C11 C12 1.387(4) .
O2 C13 1.276(3) .
O3 C13 1.227(2) .
C13 C14 1.520(3) .
C14 C19 1.398(3) .
C14 C15 1.400(3) .
C15 C16 1.385(3) .
C15 C20 1.503(3) .
C16 C17 1.380(3) .
C17 C18 1.387(3) .
C17 C21 1.498(3) .
C18 C19 1.379(3) .
C19 C22 1.515(3) .
C20 F3 1.321(3) .
C20 F1 1.332(3) .
C20 F2 1.340(3) .
C21 F5 1.311(3) .
C21 F6 1.324(3) .
C21 F4 1.336(3) .
C22 F7 1.327(3) .
C22 F8 1.333(3) .
C22 F9 1.334(3) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H100 O3 0.811(17) 1.91(2) 2.664(2) 154(3)
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C7 Sn1 O1 Sn1 89.17(9) . 3_666
C1 Sn1 O1 Sn1 -89.42(8) . 3_666
O1 Sn1 O1 Sn1 0.0 3_666 3_666
O2 Sn1 O1 Sn1 -177.47(7) . 3_666
O1 Sn1 C1 C6 62.10(19) . .
C7 Sn1 C1 C6 -115.95(19) . .
O1 Sn1 C1 C6 -9.86(18) 3_666 .
O2 Sn1 C1 C6 149.23(18) . .
O1 Sn1 C1 C2 -115.41(17) . .
C7 Sn1 C1 C2 66.5(2) . .
O1 Sn1 C1 C2 172.64(17) 3_666 .
O2 Sn1 C1 C2 -28.27(17) . .
C6 C1 C2 C3 -0.5(3) . .
Sn1 C1 C2 C3 177.03(17) . .
C1 C2 C3 C4 -0.3(4) . .
C2 C3 C4 C5 0.5(4) . .
C3 C4 C5 C6 0.2(4) . .
C4 C5 C6 C1 -1.0(4) . .
C2 C1 C6 C5 1.2(3) . .
Sn1 C1 C6 C5 -176.36(17) . .
O1 Sn1 C7 C12 -65.4(2) . .
C1 Sn1 C7 C12 112.6(2) . .
O1 Sn1 C7 C12 6.3(2) 3_666 .
O2 Sn1 C7 C12 -154.44(19) . .
O1 Sn1 C7 C8 111.29(18) . .
C1 Sn1 C7 C8 -70.6(2) . .
O1 Sn1 C7 C8 -177.01(17) 3_666 .
O2 Sn1 C7 C8 22.28(18) . .
C12 C7 C8 C9 -0.4(4) . .
Sn1 C7 C8 C9 -177.16(19) . .
C7 C8 C9 C10 -0.3(4) . .
C8 C9 C10 C11 1.0(5) . .
C9 C10 C11 C12 -1.2(5) . .
C8 C7 C12 C11 0.3(4) . .
Sn1 C7 C12 C11 177.0(2) . .
C10 C11 C12 C7 0.5(5) . .
O1 Sn1 O2 C13 -6.36(16) . .
C7 Sn1 O2 C13 103.97(17) . .
C1 Sn1 O2 C13 -118.59(17) . .
O1 Sn1 O2 C13 -12.8(3) 3_666 .
Sn1 O2 C13 O3 -20.3(3) . .
Sn1 O2 C13 C14 157.41(13) . .
O3 C13 C14 C19 69.6(3) . .
O2 C13 C14 C19 -108.3(2) . .
O3 C13 C14 C15 -109.1(2) . .
O2 C13 C14 C15 73.0(2) . .
C19 C14 C15 C16 -0.8(3) . .
C13 C14 C15 C16 177.90(19) . .
C19 C14 C15 C20 178.1(2) . .
C13 C14 C15 C20 -3.1(3) . .
C14 C15 C16 C17 -0.3(3) . .
C20 C15 C16 C17 -179.4(2) . .
C15 C16 C17 C18 1.3(3) . .
C15 C16 C17 C21 -176.7(2) . .
C16 C17 C18 C19 -1.0(3) . .
C21 C17 C18 C19 177.1(2) . .
C17 C18 C19 C14 -0.3(3) . .
C17 C18 C19 C22 -179.5(2) . .
C15 C14 C19 C18 1.1(3) . .
C13 C14 C19 C18 -177.6(2) . .
C15 C14 C19 C22 -179.6(2) . .
C13 C14 C19 C22 1.6(3) . .
C16 C15 C20 F3 -23.9(3) . .
C14 C15 C20 F3 157.1(2) . .
C16 C15 C20 F1 -145.2(2) . .
C14 C15 C20 F1 35.7(3) . .
C16 C15 C20 F2 95.6(2) . .
C14 C15 C20 F2 -83.4(3) . .
C16 C17 C21 F5 -27.3(3) . .
C18 C17 C21 F5 154.7(2) . .
C16 C17 C21 F6 94.5(3) . .
C18 C17 C21 F6 -83.5(3) . .
C16 C17 C21 F4 -148.5(2) . .
C18 C17 C21 F4 33.5(3) . .
C18 C19 C22 F7 97.8(2) . .
C14 C19 C22 F7 -81.4(3) . .
C18 C19 C22 F8 -21.8(3) . .
C14 C19 C22 F8 158.9(2) . .
C18 C19 C22 F9 -141.1(2) . .
C14 C19 C22 F9 39.6(3) . .
