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#$Date: 2018-01-17 01:37:42 +0200 (Wed, 17 Jan 2018) $
#$Revision: 205269 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/70/4127031.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_4127031
loop_
_publ_author_name
'Stetsovych, Oleksandr'
'Mutombo, Pingo'
'Švec, Martin'
'Šámal, Michal'
'Nejedly, Jindrich'
'Cisarova, Ivana'
'Vazquez, Hector'
'Moro-Lagares, Maria'
'Berger, Jan'
'Vacek, Jaroslav'
'Stará, Irena G'
'Stary, Ivo'
'Jelinek, Pavel'
_publ_section_title
;
 Large converse piezoelectric effect measured on a single molecule on a
 metallic surface.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.7b08729
_journal_year                    2017
_chemical_compound_source        'synthesized by the authors'
_chemical_formula_moiety         'C34 H22 O2 S2'
_chemical_formula_sum            'C34 H22 O2 S2'
_chemical_formula_weight         526.63
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 99.657(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.3809(7)
_cell_length_b                   9.9419(4)
_cell_length_c                   18.1561(7)
_cell_measurement_reflns_used    8775
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.5171
_cell_measurement_theta_min      2.2757
_cell_volume                     2559.06(19)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'Bruker Instrument Service v2015.5.1.2'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'XT, VERSION 2014/4'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0213
_diffrn_reflns_av_unetI/netI     0.0151
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            17708
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.276
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.240
_exptl_absorpt_correction_T_max  0.96
_exptl_absorpt_correction_T_min  0.88
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS V2014/5 (Bruker AXS Inc.) 
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_description       plate
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.407
_exptl_crystal_size_mid          0.282
_exptl_crystal_size_min          0.168
_refine_diff_density_max         0.290
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         2944
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0333
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0437P)²+2.1343P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0880
_refine_ls_wR_factor_ref         0.0930
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2575
_reflns_number_total             2944
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja7b08729_si_001.cif
_cod_data_source_block           jin206_nejedly_uochb
_cod_database_code               4127031
_shelx_shelxl_version_number     2014/7
_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   0.909
_shelx_estimated_absorpt_t_max   0.961
loop_
_space_group_symop_operation_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_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
C1 C 0.62261(9) 0.92271(12) 0.22850(7) 0.0215(2) Uani 1 1 d . .
H1 H 0.6416 0.8436 0.2564 0.026 Uiso 1 1 calc R U
C2 C 0.67737(9) 1.03654(12) 0.24078(7) 0.0243(3) Uani 1 1 d . .
C3 C 0.65240(10) 1.15462(13) 0.19913(8) 0.0314(3) Uani 1 1 d . .
H3 H 0.6893 1.2339 0.2088 0.038 Uiso 1 1 calc R U
C4 C 0.57455(11) 1.15330(14) 0.14475(8) 0.0314(3) Uani 1 1 d . .
H4 H 0.5585 1.2320 0.1157 0.038 Uiso 1 1 calc R U
C4A C 0.51713(10) 1.03783(13) 0.13053(7) 0.0261(3) Uani 1 1 d . .
C5 C 0.44120(11) 1.03464(15) 0.06902(8) 0.0319(3) Uani 1 1 d . .
H5 H 0.4231 1.1147 0.0418 0.038 Uiso 1 1 calc R U
C6 C 0.39494(10) 0.91909(16) 0.04923(8) 0.0329(3) Uani 1 1 d . .
H6 H 0.3489 0.9168 0.0051 0.039 Uiso 1 1 calc R U
C6A C 0.41340(9) 0.80011(14) 0.09304(7) 0.0279(3) Uani 1 1 d . .
C7 C 0.36801(10) 0.67717(16) 0.06783(8) 0.0355(3) Uani 1 1 d . .
H7 H 0.3231 0.6759 0.0231 0.043 Uiso 1 1 calc R U
C8 C 0.38829(10) 0.56222(16) 0.10702(9) 0.0356(3) Uani 1 1 d . .
H8 H 0.3633 0.4792 0.0866 0.043 Uiso 1 1 calc R U
C8A C 0.44654(9) 0.56425(13) 0.17841(8) 0.0279(3) Uani 1 1 d . .
C9 C 0.47063(10) 0.44129(14) 0.21701(9) 0.0325(3) Uani 1 1 d . .
H9 H 0.4452 0.3589 0.1961 0.039 Uiso 1 1 calc R U
C18D C 0.48154(8) 0.68843(12) 0.21028(7) 0.0226(3) Uani 1 1 d . .
C18E C 0.47773(8) 0.80374(12) 0.16125(7) 0.0222(3) Uani 1 1 d . .
C18F C 0.53857(9) 0.92098(12) 0.17520(7) 0.0216(2) Uani 1 1 d . .
C20 C 0.76570(10) 1.15759(14) 0.37194(8) 0.0289(3) Uani 1 1 d . .
C22 C 0.84737(11) 1.16581(18) 0.43526(9) 0.0402(4) Uani 1 1 d . .
H22A H 0.8858 1.2449 0.4285 0.060 Uiso 1 1 calc R U
H22B H 0.8860 1.0845 0.4359 0.060 Uiso 1 1 calc R U
H22C H 0.8236 1.1735 0.4826 0.060 Uiso 1 1 calc R U
S19 S 0.78286(2) 1.02957(3) 0.30686(2) 0.02855(11) Uani 1 1 d . .
O1 O 0.69794(8) 1.23003(11) 0.36596(6) 0.0402(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'
O O 0.0106 0.0060 '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'
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
C2 C1 C18F 121.37(11) . .
C2 C1 H1 119.3 . .
C18F C1 H1 119.3 . .
C1 C2 C3 120.72(13) . .
C1 C2 S19 118.68(10) . .
C3 C2 S19 120.54(10) . .
C4 C3 C2 119.00(12) . .
C4 C3 H3 120.5 . .
C2 C3 H3 120.5 . .
C3 C4 C4A 121.62(12) . .
C3 C4 H4 119.2 . .
C4A C4 H4 119.2 . .
C4 C4A C18F 119.74(12) . .
C4 C4A C5 120.59(12) . .
C18F C4A C5 119.57(12) . .
C6 C5 C4A 120.50(13) . .
C6 C5 H5 119.7 . .
C4A C5 H5 119.7 . .
C5 C6 C6A 121.47(13) . .
C5 C6 H6 119.3 . .
C6A C6 H6 119.3 . .
C18E C6A C7 119.98(13) . .
C18E C6A C6 119.99(12) . .
C7 C6A C6 120.03(13) . .
C8 C7 C6A 120.63(13) . .
C8 C7 H7 119.7 . .
C6A C7 H7 119.7 . .
C7 C8 C8A 120.68(13) . .
C7 C8 H8 119.7 . .
C8A C8 H8 119.7 . .
C18D C8A C8 119.92(13) . .
C18D C8A C9 120.42(13) . .
C8 C8A C9 119.65(13) . .
C9 C9 C8A 120.22(8) 2_655 .
C9 C9 H9 119.9 2_655 .
C8A C9 H9 119.9 . .
C8A C18D C18E 117.65(12) . .
C8A C18D C18D 116.80(8) . 2_655
C18E C18D C18D 125.55(7) . 2_655
C6A C18E C18D 118.00(11) . .
C6A C18E C18F 117.29(11) . .
C18D C18E C18F 124.64(11) . .
C1 C18F C4A 117.31(11) . .
C1 C18F C18E 123.26(11) . .
C4A C18F C18E 119.30(12) . .
O1 C20 C22 123.70(13) . .
O1 C20 S19 124.64(11) . .
C22 C20 S19 111.65(11) . .
C20 C22 H22A 109.5 . .
C20 C22 H22B 109.5 . .
H22A C22 H22B 109.5 . .
C20 C22 H22C 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
C2 S19 C20 102.90(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.3755(17) .
C1 C18F 1.4159(17) .
C1 H1 0.9500 .
C2 C3 1.4099(18) .
C2 S19 1.7707(14) .
C3 C4 1.363(2) .
C3 H3 0.9500 .
C4 C4A 1.4124(19) .
C4 H4 0.9500 .
C4A C18F 1.4207(17) .
C4A C5 1.4254(19) .
C5 C6 1.346(2) .
C5 H5 0.9500 .
C6 C6A 1.425(2) .
C6 H6 0.9500 .
C6A C18E 1.4165(18) .
C6A C7 1.425(2) .
C7 C8 1.352(2) .
C7 H7 0.9500 .
C8 C8A 1.421(2) .
C8 H8 0.9500 .
C8A C18D 1.4193(18) .
C8A C9 1.423(2) .
C9 C9 1.345(3) 2_655
C9 H9 0.9500 .
C18D C18E 1.4469(17) .
C18D C18D 1.451(3) 2_655
C18E C18F 1.4540(17) .
C20 O1 1.2019(17) .
C20 C22 1.502(2) .
C20 S19 1.7818(14) .
C22 H22A 0.9800 .
C22 H22B 0.9800 .
C22 H22C 0.9800 .
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
C18F C1 C2 C3 -1.50(19) . .
C18F C1 C2 S19 -178.59(9) . .
C1 C2 C3 C4 -2.0(2) . .
S19 C2 C3 C4 175.04(11) . .
C2 C3 C4 C4A 1.7(2) . .
C3 C4 C4A C18F 2.1(2) . .
C3 C4 C4A C5 -174.21(13) . .
C4 C4A C5 C6 170.72(14) . .
C18F C4A C5 C6 -5.6(2) . .
C4A C5 C6 C6A 6.4(2) . .
C5 C6 C6A C18E 3.7(2) . .
C5 C6 C6A C7 -175.62(13) . .
C18E C6A C7 C8 -2.5(2) . .
C6 C6A C7 C8 176.81(14) . .
C6A C7 C8 C8A 7.5(2) . .
C7 C8 C8A C18D 2.1(2) . .
C7 C8 C8A C9 -176.96(14) . .
C18D C8A C9 C9 -2.2(2) . 2_655
C8 C8A C9 C9 176.82(16) . 2_655
C8 C8A C18D C18E -16.17(19) . .
C9 C8A C18D C18E 162.84(12) . .
C8 C8A C18D C18D 163.98(14) . 2_655
C9 C8A C18D C18D -17.0(2) . 2_655
C7 C6A C18E C18D -11.78(18) . .
C6 C6A C18E C18D 168.94(12) . .
C7 C6A C18E C18F 165.31(12) . .
C6 C6A C18E C18F -13.96(18) . .
C8A C18D C18E C6A 20.74(17) . .
C18D C18D C18E C6A -159.43(15) 2_655 .
C8A C18D C18E C18F -156.12(12) . .
C18D C18D C18E C18F 23.7(2) 2_655 .
C2 C1 C18F C4A 5.11(18) . .
C2 C1 C18F C18E -178.95(12) . .
C4 C4A C18F C1 -5.34(18) . .
C5 C4A C18F C1 170.97(12) . .
C4 C4A C18F C18E 178.55(12) . .
C5 C4A C18F C18E -5.14(18) . .
C6A C18E C18F C1 -161.26(11) . .
C18D C18E C18F C1 15.62(19) . .
C6A C18E C18F C4A 14.60(17) . .
C18D C18E C18F C4A -168.52(11) . .
C1 C2 S19 C20 -121.66(11) . .
C3 C2 S19 C20 61.25(12) . .
O1 C20 S19 C2 -2.68(15) . .
C22 C20 S19 C2 178.16(10) . .
