#------------------------------------------------------------------------------
#$Date: 2016-03-26 14:31:31 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180266 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/52/7115293.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_7115293
loop_
_publ_author_name
'Alasdair P. M. Robertson'
'Jordan N. Friedmann'
'Hilary A. Jenkins'
'Neil Burford'
_publ_section_title
;
 Exploring structural trends for complexes of Me2E(OSO2CF3)2 (E = Si, Ge,
 Sn) with pyridine derivatives
;
_journal_name_full               Chem.Commun.
_journal_page_first              7979
_journal_paper_doi               10.1039/C4CC01109K
_journal_volume                  50
_journal_year                    2014
_chemical_formula_moiety         'C14 H14 F6 N2 O6 S2 Sn'
_chemical_formula_sum            'C14 H14 F6 N2 O6 S2 Sn'
_chemical_formula_weight         603.08
_chemical_name_systematic
; 
 ? 
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 113.235(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.623(3)
_cell_length_b                   15.281(4)
_cell_length_c                   13.418(3)
_cell_measurement_reflns_used    9941
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.47
_cell_measurement_theta_min      2.48
_cell_volume                     2001.5(9)
_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-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_unetI/netI     0.0296
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            34376
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.281
_diffrn_reflns_theta_min         2.122
_exptl_absorpt_coefficient_mu    1.576
_exptl_absorpt_correction_T_max  0.9157
_exptl_absorpt_correction_T_min  0.7783
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.001
_exptl_crystal_description       block
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.232
_exptl_crystal_size_mid          0.201
_exptl_crystal_size_min          0.094
_refine_diff_density_max         0.599
_refine_diff_density_min         -0.442
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         7581
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0285
_refine_ls_R_factor_gt           0.0207
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
; 
 w=1/[σ²(Fo²)+(0.0270P)²] 
 where P=(Fo²+2Fc²)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0503
_refine_ls_wR_factor_ref         0.0514
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6304
_reflns_number_total             7581
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c4cc01109k2.cif
_cod_data_source_block           JF0001_0m
_cod_original_cell_volume        2001.6(8)
_cod_database_code               7115293
#BEGIN Tags that were not found in dictionaries:
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_shelx_estimated_absorpt_t_min   0.711
_shelx_estimated_absorpt_t_max   0.866
_shelxl_version_number           2013-2
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Sn1 Sn 0.49598(2) 0.68610(2) 0.10824(2) 0.00862(3) Uani 1 1 d . .
S1 S 0.19543(3) 0.81761(2) 0.03250(3) 0.01316(6) Uani 1 1 d . .
S2 S 0.37879(3) 0.50844(2) 0.23380(3) 0.01199(6) Uani 1 1 d . .
F1 F 0.09684(10) 0.65947(6) -0.01533(9) 0.0312(2) Uani 1 1 d . .
F2 F 0.10051(9) 0.73044(6) -0.15184(7) 0.02300(19) Uani 1 1 d . .
F3 F -0.05148(8) 0.76172(7) -0.08910(8) 0.0260(2) Uani 1 1 d . .
F4 F 0.28024(9) 0.38504(6) 0.08696(7) 0.02193(19) Uani 1 1 d . .
F5 F 0.13640(8) 0.48714(6) 0.07705(8) 0.0274(2) Uani 1 1 d . .
F6 F 0.18941(9) 0.39148(6) 0.20479(8) 0.0241(2) Uani 1 1 d . .
O1 O 0.32699(9) 0.79192(6) 0.02940(8) 0.01442(19) Uani 1 1 d . .
O2 O 0.14748(10) 0.90076(7) -0.01600(10) 0.0240(2) Uani 1 1 d . .
O3 O 0.18501(11) 0.79987(8) 0.13390(9) 0.0233(2) Uani 1 1 d . .
O4 O 0.41991(10) 0.55201(6) 0.15422(8) 0.0160(2) Uani 1 1 d . .
O5 O 0.48052(10) 0.44800(7) 0.30101(9) 0.0199(2) Uani 1 1 d . .
O6 O 0.31617(11) 0.56397(7) 0.28668(10) 0.0227(2) Uani 1 1 d . .
N1 N 0.70759(10) 0.62452(7) 0.17202(9) 0.0109(2) Uani 1 1 d . .
N2 N 0.63463(10) 0.78052(7) 0.07338(9) 0.0098(2) Uani 1 1 d . .
C1 C 0.41502(13) 0.62667(9) -0.04552(11) 0.0153(3) Uani 1 1 d . .
H1 H 0.3253 0.6013 -0.0581 0.023 Uiso 1 1 calc R U
H2 H 0.4771 0.5804 -0.0487 0.023 Uiso 1 1 calc R U
H3 H 0.4049 0.6706 -0.1014 0.023 Uiso 1 1 calc R U
C2 C 0.50688(14) 0.73296(9) 0.25795(11) 0.0147(3) Uani 1 1 d . .
H5 H 0.5097 0.7971 0.2580 0.022 Uiso 1 1 calc R U
H4 H 0.5899 0.7104 0.3159 0.022 Uiso 1 1 calc R U
H6 H 0.4262 0.7133 0.2700 0.022 Uiso 1 1 calc R U
C3 C 0.07944(14) 0.73815(10) -0.06128(12) 0.0173(3) Uani 1 1 d . .
C4 C 0.73681(13) 0.54630(9) 0.22155(11) 0.0146(3) Uani 1 1 d . .
H14 H 0.6664 0.5151 0.2331 0.018 Uiso 1 1 calc R U
C5 C 0.86617(13) 0.50964(9) 0.25623(12) 0.0169(3) Uani 1 1 d . .
H13 H 0.8847 0.4546 0.2921 0.020 Uiso 1 1 calc R U
C6 C 0.96839(13) 0.55458(9) 0.23771(12) 0.0163(3) Uani 1 1 d . .
H12 H 1.0578 0.5305 0.2601 0.020 Uiso 1 1 calc R U
C7 C 0.93838(13) 0.63489(9) 0.18617(11) 0.0145(3) Uani 1 1 d . .
H11 H 1.0066 0.6661 0.1716 0.017 Uiso 1 1 calc R U
C8 C 0.80723(13) 0.66976(9) 0.15574(11) 0.0111(2) Uani 1 1 d . .
C9 C 0.76849(12) 0.75705(9) 0.10551(11) 0.0107(2) Uani 1 1 d . .
C10 C 0.59240(13) 0.85861(8) 0.02609(11) 0.0114(2) Uani 1 1 d . .
H10 H 0.4986 0.8741 0.0035 0.014 Uiso 1 1 calc R U
C11 C 0.68149(13) 0.91723(9) 0.00924(11) 0.0137(2) Uani 1 1 d . .
H9 H 0.6494 0.9720 -0.0249 0.016 Uiso 1 1 calc R U
C12 C 0.81869(13) 0.89431(9) 0.04327(11) 0.0148(3) Uani 1 1 d . .
H8 H 0.8819 0.9335 0.0330 0.018 Uiso 1 1 calc R U
C13 C 0.86278(13) 0.81380(9) 0.09240(12) 0.0142(3) Uani 1 1 d . .
H7 H 0.9565 0.7977 0.1168 0.017 Uiso 1 1 calc R U
C14 C 0.23850(13) 0.43949(9) 0.14515(11) 0.0144(3) 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'
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'
F F 0.0171 0.0103 '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'
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
C2 Sn1 C1 159.42(5)
C2 Sn1 N2 100.85(5)
C1 Sn1 N2 96.98(5)
C2 Sn1 N1 96.22(5)
C1 Sn1 N1 98.73(5)
N2 Sn1 N1 73.19(4)
C2 Sn1 O1 86.53(5)
C1 Sn1 O1 84.88(5)
N2 Sn1 O1 84.87(4)
N1 Sn1 O1 158.03(4)
C2 Sn1 O4 86.64(5)
C1 Sn1 O4 80.37(5)
N2 Sn1 O4 158.55(4)
N1 Sn1 O4 86.11(4)
O1 Sn1 O4 115.84(4)
O2 S1 O3 117.00(7)
O2 S1 O1 113.44(6)
O3 S1 O1 114.02(6)
O2 S1 C3 104.75(7)
O3 S1 C3 104.11(7)
O1 S1 C3 101.14(6)
O6 S2 O5 116.91(7)
O6 S2 O4 115.08(6)
O5 S2 O4 112.53(6)
O6 S2 C14 104.22(7)
O5 S2 C14 104.83(6)
O4 S2 C14 100.87(6)
S1 O1 Sn1 137.93(6)
S2 O4 Sn1 144.40(6)
C4 N1 C8 119.48(11)
C4 N1 Sn1 123.82(8)
C8 N1 Sn1 116.68(9)
C10 N2 C9 119.76(11)
C10 N2 Sn1 123.14(8)
C9 N2 Sn1 117.07(9)
Sn1 C1 H1 109.5
Sn1 C1 H2 109.5
H1 C1 H2 109.5
Sn1 C1 H3 109.5
H1 C1 H3 109.5
H2 C1 H3 109.5
Sn1 C2 H5 109.5
Sn1 C2 H4 109.5
H5 C2 H4 109.5
Sn1 C2 H6 109.5
H5 C2 H6 109.5
H4 C2 H6 109.5
F2 C3 F1 107.57(12)
F2 C3 F3 107.51(11)
F1 C3 F3 108.14(11)
F2 C3 S1 112.21(10)
F1 C3 S1 110.37(10)
F3 C3 S1 110.88(10)
N1 C4 C5 122.13(13)
N1 C4 H14 118.9
C5 C4 H14 118.9
C4 C5 C6 118.88(13)
C4 C5 H13 120.6
C6 C5 H13 120.6
C7 C6 C5 119.11(12)
C7 C6 H12 120.4
C5 C6 H12 120.4
C6 C7 C8 119.50(13)
C6 C7 H11 120.2
C8 C7 H11 120.2
N1 C8 C7 120.85(12)
N1 C8 C9 116.12(11)
C7 C8 C9 123.03(12)
N2 C9 C13 120.75(12)
N2 C9 C8 116.77(11)
C13 C9 C8 122.47(11)
N2 C10 C11 121.97(12)
N2 C10 H10 119.0
C11 C10 H10 119.0
C10 C11 C12 118.63(13)
C10 C11 H9 120.7
C12 C11 H9 120.7
C11 C12 C13 119.57(12)
C11 C12 H8 120.2
C13 C12 H8 120.2
C9 C13 C12 119.29(12)
C9 C13 H7 120.4
C12 C13 H7 120.4
F5 C14 F4 108.06(12)
F5 C14 F6 107.96(11)
F4 C14 F6 107.91(11)
F5 C14 S2 111.52(10)
F4 C14 S2 111.53(9)
F6 C14 S2 109.73(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Sn1 C2 2.0924(15)
Sn1 C1 2.1027(14)
Sn1 N2 2.2391(11)
Sn1 N1 2.2701(11)
Sn1 O1 2.3363(10)
Sn1 O4 2.3718(10)
S1 O2 1.4269(11)
S1 O3 1.4339(12)
S1 O1 1.4679(10)
S1 C3 1.8311(15)
S2 O6 1.4277(11)
S2 O5 1.4370(11)
S2 O4 1.4638(10)
S2 C14 1.8295(14)
F1 C3 1.3304(17)
F2 C3 1.3248(18)
F3 C3 1.3393(16)
F4 C14 1.3311(16)
F5 C14 1.3264(16)
F6 C14 1.3341(16)
N1 C4 1.3431(17)
N1 C8 1.3522(17)
N2 C10 1.3427(17)
N2 C9 1.3613(15)
C1 H1 0.9800
C1 H2 0.9800
C1 H3 0.9800
C2 H5 0.9800
C2 H4 0.9800
C2 H6 0.9800
C4 C5 1.3836(18)
C4 H14 0.9500
C5 C6 1.388(2)
C5 H13 0.9500
C6 C7 1.383(2)
C6 H12 0.9500
C7 C8 1.3938(18)
C7 H11 0.9500
C8 C9 1.4779(19)
C9 C13 1.3875(18)
C10 C11 1.3849(18)
C10 H10 0.9500
C11 C12 1.3893(19)
C11 H9 0.9500
C12 C13 1.387(2)
C12 H8 0.9500
C13 H7 0.9500
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
O2 S1 O1 Sn1 167.38(8)
O3 S1 O1 Sn1 30.07(11)
C3 S1 O1 Sn1 -81.02(10)
O6 S2 O4 Sn1 30.24(13)
O5 S2 O4 Sn1 -107.07(10)
C14 S2 O4 Sn1 141.71(10)
O2 S1 C3 F2 72.02(11)
O3 S1 C3 F2 -164.60(10)
O1 S1 C3 F2 -46.09(11)
O2 S1 C3 F1 -168.02(10)
O3 S1 C3 F1 -44.64(12)
O1 S1 C3 F1 73.87(11)
O2 S1 C3 F3 -48.22(12)
O3 S1 C3 F3 75.17(11)
O1 S1 C3 F3 -166.32(10)
C8 N1 C4 C5 -0.4(2)
Sn1 N1 C4 C5 177.87(10)
N1 C4 C5 C6 -1.0(2)
C4 C5 C6 C7 0.6(2)
C5 C6 C7 C8 1.2(2)
C4 N1 C8 C7 2.30(19)
Sn1 N1 C8 C7 -176.13(10)
C4 N1 C8 C9 -177.16(12)
Sn1 N1 C8 C9 4.40(15)
C6 C7 C8 N1 -2.7(2)
C6 C7 C8 C9 176.75(13)
C10 N2 C9 C13 1.59(19)
Sn1 N2 C9 C13 -176.44(10)
C10 N2 C9 C8 -179.28(12)
Sn1 N2 C9 C8 2.68(15)
N1 C8 C9 N2 -4.72(18)
C7 C8 C9 N2 175.83(12)
N1 C8 C9 C13 174.39(13)
C7 C8 C9 C13 -5.1(2)
C9 N2 C10 C11 -0.5(2)
Sn1 N2 C10 C11 177.45(10)
N2 C10 C11 C12 -0.5(2)
C10 C11 C12 C13 0.3(2)
N2 C9 C13 C12 -1.7(2)
C8 C9 C13 C12 179.18(13)
C11 C12 C13 C9 0.8(2)
O6 S2 C14 F5 57.19(12)
O5 S2 C14 F5 -179.44(10)
O4 S2 C14 F5 -62.40(11)
O6 S2 C14 F4 178.11(10)
O5 S2 C14 F4 -58.52(11)
O4 S2 C14 F4 58.51(11)
O6 S2 C14 F6 -62.37(11)
O5 S2 C14 F6 60.99(11)
O4 S2 C14 F6 178.03(9)
