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#$Date: 2021-02-05 01:31:17 +0200 (Fri, 05 Feb 2021) $
#$Revision: 261764 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/78/7157817.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_7157817
loop_
_publ_author_name
'Ichikawa, Yuki'
'Hiramatsu, Michiaki'
'Mita, Yusuke'
'Makishima, Makoto'
'Matsumoto, Yotaro'
'Masumoto, Yui'
'Muranaka, Atsuya'
'Uchiyama, Masanobu'
'Hashimoto, Yuichi'
'Ishikawa, Minoru'
_publ_section_title
;
 meta-Non-flat substituents: a novel molecular design to improve
 aqueous solubility in small molecule drug discovery.
;
_journal_issue                   2
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              446
_journal_page_last               456
_journal_paper_doi               10.1039/d0ob02083d
_journal_volume                  19
_journal_year                    2021
_chemical_formula_moiety         'C8 H10 O4 S2'
_chemical_formula_sum            'C8 H10 O4 S2'
_chemical_formula_weight         234.28
_chemical_melting_point          537
_chemical_name_systematic        1,4-Bis(methaneslufonyl)benzene
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2018-03-08 deposited with the CCDC.	2020-11-27 downloaded from the CCDC.
;
_cell_angle_alpha                86.1628(1)
_cell_angle_beta                 88.9324(1)
_cell_angle_gamma                82.6823(1)
_cell_formula_units_Z            1
_cell_length_a                   5.3453(1)
_cell_length_b                   6.6576(1)
_cell_length_c                   6.9904(1)
_cell_measurement_reflns_used    5393
_cell_measurement_temperature    90
_cell_measurement_theta_max      30.034
_cell_measurement_theta_min      2.921
_cell_volume                     246.174(7)
_computing_cell_refinement       HKL2000
_computing_data_collection       CrystalClear
_computing_data_reduction        HKL2000
_computing_molecular_graphics    SV
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    SIR2004
_diffrn_ambient_temperature      90
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku AFC-8 with Saturn70 CCD'
_diffrn_measurement_method       ω-scan
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_av_unetI/netI     0.0403
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            5392
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.034
_diffrn_reflns_theta_min         2.921
_diffrn_source                   'Fine-focus rotating anode'
_exptl_absorpt_coefficient_mu    0.525
_exptl_absorpt_correction_T_max  0.96924
_exptl_absorpt_correction_T_min  0.95851
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 MULABS - Empirical Correction for Absorption Anisotropy.
 R.H. Blessing, Acta Cryst. (1995), A51, 33-38.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.580
_exptl_crystal_description       plate
_exptl_crystal_F_000             122
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.380
_refine_diff_density_min         -0.481
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     84
_refine_ls_number_reflns         1447
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0380
_refine_ls_R_factor_gt           0.0312
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0252P)²+0.1238P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0723
_refine_ls_wR_factor_ref         0.0754
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1263
_reflns_number_total             1447
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ob02083d2.cif
_cod_data_source_block           CY012
_cod_depositor_comments
'Adding full bibliography for 7157808--7157819.cif.'
_cod_database_code               7157817
_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   0.964
_shelx_estimated_absorpt_t_max   0.984
_shelxl_version_number           2014-3
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.16761(6) 0.82357(5) 0.22938(5) 0.01381(11) Uani 1 1 d . . . . .
O1 O 0.1896(2) 0.75568(17) 0.03627(15) 0.0206(2) Uani 1 1 d . . . . .
O2 O -0.08141(19) 0.86038(16) 0.31479(16) 0.0180(2) Uani 1 1 d . . . . .
C1 C 0.3541(3) 0.6397(2) 0.3820(2) 0.0134(3) Uani 1 1 d . . . . .
C2 C 0.5509(3) 0.5143(2) 0.3020(2) 0.0160(3) Uani 1 1 d . . . . .
H2 H 0.583(4) 0.523(3) 0.166(3) 0.023(5) Uiso 1 1 d . . . . .
C3 C 0.6992(3) 0.3717(2) 0.4212(2) 0.0161(3) Uani 1 1 d . . . . .
H3 H 0.836(4) 0.278(3) 0.369(3) 0.028(5) Uiso 1 1 d . . . . .
C4 C 0.3168(3) 1.0464(2) 0.2371(2) 0.0172(3) Uani 1 1 d . . . . .
H4A H 0.223(4) 1.145(3) 0.149(3) 0.025(5) Uiso 1 1 d . . . . .
H4B H 0.497(4) 1.016(3) 0.199(3) 0.027(5) Uiso 1 1 d . . . . .
H4C H 0.298(4) 1.090(3) 0.364(3) 0.026(5) Uiso 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
_geom_angle_publ_flag
O2 S1 O1 118.39(7) . . ?
O2 S1 C4 108.71(7) . . ?
O1 S1 C4 108.80(7) . . ?
O2 S1 C1 107.99(6) . . ?
O1 S1 C1 107.79(6) . . ?
C4 S1 C1 104.26(7) . . ?
C2 C1 C3 121.96(13) . 2_666 ?
C2 C1 S1 118.93(11) . . ?
C3 C1 S1 119.10(11) 2_666 . ?
C1 C2 C3 119.13(13) . . ?
C1 C2 H2 120.7(12) . . ?
C3 C2 H2 120.2(12) . . ?
C2 C3 C1 118.91(13) . 2_666 ?
C2 C3 H3 121.4(12) . . ?
C1 C3 H3 119.6(12) 2_666 . ?
S1 C4 H4A 105.0(11) . . ?
S1 C4 H4B 109.4(11) . . ?
H4A C4 H4B 112.5(16) . . ?
S1 C4 H4C 107.6(12) . . ?
H4A C4 H4C 110.1(16) . . ?
H4B C4 H4C 111.9(16) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.4475(11) . ?
S1 O1 1.4500(11) . ?
S1 C4 1.7757(15) . ?
S1 C1 1.7845(14) . ?
C1 C2 1.3911(19) . ?
C1 C3 1.398(2) 2_666 ?
C2 C3 1.397(2) . ?
C2 H2 0.959(19) . ?
C3 C1 1.398(2) 2_666 ?
C3 H3 0.98(2) . ?
C4 H4A 0.96(2) . ?
C4 H4B 0.99(2) . ?
C4 H4C 0.95(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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 S1 C1 C2 152.09(11) . . . . ?
O1 S1 C1 C2 23.10(13) . . . . ?
C4 S1 C1 C2 -92.41(13) . . . . ?
O2 S1 C1 C3 -28.96(13) . . . 2_666 ?
O1 S1 C1 C3 -157.95(12) . . . 2_666 ?
C4 S1 C1 C3 86.54(13) . . . 2_666 ?
C3 C1 C2 C3 0.4(2) 2_666 . . . ?
S1 C1 C2 C3 179.28(11) . . . . ?
C1 C2 C3 C1 -0.4(2) . . . 2_666 ?
