#------------------------------------------------------------------------------
#$Date: 2018-04-30 18:12:24 +0300 (Mon, 30 Apr 2018) $
#$Revision: 207526 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/05/7230571.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_7230571
loop_
_publ_author_name
'Wu, Yue'
'Zhang, Bingbing'
'Zheng, Yinying'
'Wang, Yuheng'
'Lei, Xinsheng'
_publ_section_title
;
 Cs2CO3-promoted defluorination and functionalization of α-CF3 carbonyl
 compounds in the presence of N-, O-, and/or S-nucleophiles
;
_journal_issue                   29
_journal_name_full               'RSC Advances'
_journal_page_first              16019
_journal_paper_doi               10.1039/C8RA02353K
_journal_volume                  8
_journal_year                    2018
_chemical_formula_sum            'C11 H10 O3 S'
_chemical_formula_weight         222.25
_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
_audit_update_record
;
2018-01-10 deposited with the CCDC.
2018-04-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.216(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.2540(10)
_cell_length_b                   5.0706(3)
_cell_length_c                   12.3045(7)
_cell_measurement_reflns_used    9924
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      55.023
_cell_measurement_theta_min      6.996
_cell_volume                     1013.35(10)
_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      173(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_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  0.0314
_diffrn_reflns_av_unetI/netI     0.0134
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            22009
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_min         3.498
_exptl_absorpt_coefficient_mu    0.301
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6684
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.457
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.227
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.035
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     138
_refine_ls_number_reflns         1988
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0274
_refine_ls_R_factor_gt           0.0259
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0295P)²+0.4334P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0664
_refine_ls_wR_factor_ref         0.0678
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1889
_reflns_number_total             1988
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8ra02353k2.cif
_cod_data_source_block           d8v17796
_cod_database_code               7230571
_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   0.951
_shelx_estimated_absorpt_t_max   0.971
_shelxl_version_number           2013-4
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
S1 S 0.77629(2) 0.53336(6) 0.64576(2) 0.02441(12) Uani 1 1 d . .
O1 O 0.64482(5) 0.56263(18) 0.51721(7) 0.0256(2) Uani 1 1 d . .
O2 O 0.87723(5) 0.9092(2) 0.55601(7) 0.0317(2) Uani 1 1 d . .
O3 O 0.84328(5) 1.15957(18) 0.40914(7) 0.0280(2) Uani 1 1 d . .
C1 C 0.69235(7) 0.3247(2) 0.66889(9) 0.0227(3) Uani 1 1 d . .
C2 C 0.68363(8) 0.1325(3) 0.74785(10) 0.0262(3) Uani 1 1 d . .
H2 H 0.7262 0.1002 0.8012 0.031 Uiso 1 1 calc R U
C3 C 0.61098(8) -0.0113(3) 0.74673(10) 0.0278(3) Uani 1 1 d . .
H3 H 0.6038 -0.1433 0.8003 0.033 Uiso 1 1 calc R U
C4 C 0.54838(8) 0.0339(3) 0.66871(11) 0.0277(3) Uani 1 1 d . .
H4 H 0.4994 -0.0683 0.6694 0.033 Uiso 1 1 calc R U
C5 C 0.55669(8) 0.2269(3) 0.58969(10) 0.0267(3) Uani 1 1 d . .
H5 H 0.5142 0.2597 0.5362 0.032 Uiso 1 1 calc R U
C6 C 0.62889(7) 0.3682(2) 0.59218(9) 0.0229(3) Uani 1 1 d . .
C7 C 0.72129(7) 0.6719(2) 0.53442(9) 0.0231(3) Uani 1 1 d . .
C8 C 0.74643(7) 0.8634(3) 0.46817(10) 0.0254(3) Uani 1 1 d . .
H8 H 0.7108 0.9256 0.4108 0.030 Uiso 1 1 calc R U
C9 C 0.82789(8) 0.9750(2) 0.48422(10) 0.0248(3) Uani 1 1 d . .
C10 C 0.92452(8) 1.2803(3) 0.41771(11) 0.0355(3) Uani 1 1 d . .
H10A H 0.9678 1.1437 0.4131 0.043 Uiso 1 1 calc R U
H10B H 0.9321 1.3732 0.4881 0.043 Uiso 1 1 calc R U
C11 C 0.93008(9) 1.4716(3) 0.32542(12) 0.0381(3) Uani 1 1 d . .
H11A H 0.9209 1.3782 0.2563 0.057 Uiso 1 1 calc R U
H11B H 0.9848 1.5529 0.3275 0.057 Uiso 1 1 calc R U
H11C H 0.8881 1.6088 0.3321 0.057 Uiso 1 1 calc R U
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
C7 S1 C1 89.55(6)
C7 O1 C6 112.20(9)
C9 O3 C10 115.79(10)
C2 C1 C6 119.62(11)
C2 C1 S1 129.57(10)
C6 C1 S1 110.80(9)
C3 C2 C1 118.17(11)
C3 C2 H2 120.9
C1 C2 H2 120.9
C2 C3 C4 121.34(12)
C2 C3 H3 119.3
C4 C3 H3 119.3
C5 C4 C3 120.71(12)
C5 C4 H4 119.6
C3 C4 H4 119.6
C6 C5 C4 117.23(11)
C6 C5 H5 121.4
C4 C5 H5 121.4
C5 C6 O1 122.63(11)
C5 C6 C1 122.92(12)
O1 C6 C1 114.44(11)
C8 C7 O1 119.64(11)
C8 C7 S1 127.34(10)
O1 C7 S1 113.01(9)
C7 C8 C9 119.92(11)
C7 C8 H8 120.0
C9 C8 H8 120.0
O2 C9 O3 123.66(12)
O2 C9 C8 124.50(12)
O3 C9 C8 111.84(10)
O3 C10 C11 107.36(11)
O3 C10 H10A 110.2
C11 C10 H10A 110.2
O3 C10 H10B 110.2
C11 C10 H10B 110.2
H10A C10 H10B 108.5
C10 C11 H11A 109.5
C10 C11 H11B 109.5
H11A C11 H11B 109.5
C10 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C7 1.7535(12)
S1 C1 1.7584(13)
O1 C7 1.3698(14)
O1 C6 1.3814(15)
O2 C9 1.2165(15)
O3 C9 1.3454(15)
O3 C10 1.4556(15)
C1 C2 1.3874(18)
C1 C6 1.3886(16)
C2 C3 1.3874(18)
C2 H2 0.9500
C3 C4 1.3905(18)
C3 H3 0.9500
C4 C5 1.3896(18)
C4 H4 0.9500
C5 C6 1.3744(18)
C5 H5 0.9500
C7 C8 1.3416(18)
C8 C9 1.4464(17)
C8 H8 0.9500
C10 C11 1.4989(19)
C10 H10A 0.9900
C10 H10B 0.9900
C11 H11A 0.9800
C11 H11B 0.9800
C11 H11C 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
C7 S1 C1 C2 179.26(12)
C7 S1 C1 C6 0.57(9)
C6 C1 C2 C3 0.26(18)
S1 C1 C2 C3 -178.33(10)
C1 C2 C3 C4 0.23(19)
C2 C3 C4 C5 -0.5(2)
C3 C4 C5 C6 0.22(19)
C4 C5 C6 O1 179.15(11)
C4 C5 C6 C1 0.28(19)
C7 O1 C6 C5 -178.60(11)
C7 O1 C6 C1 0.36(14)
C2 C1 C6 C5 -0.53(19)
S1 C1 C6 C5 178.31(10)
C2 C1 C6 O1 -179.48(11)
S1 C1 C6 O1 -0.64(13)
C6 O1 C7 C8 179.74(11)
C6 O1 C7 S1 0.10(12)
C1 S1 C7 C8 -179.99(12)
C1 S1 C7 O1 -0.38(9)
O1 C7 C8 C9 -178.46(10)
S1 C7 C8 C9 1.12(18)
C10 O3 C9 O2 0.27(18)
C10 O3 C9 C8 -179.04(11)
C7 C8 C9 O2 -0.7(2)
C7 C8 C9 O3 178.59(11)
C9 O3 C10 C11 178.17(11)
