Enantiomers of a selective gelatinase inhibitor: (<i>R</i>)- and (<i>S</i>)-2-[(4-phenoxyphenyl)sulfonylmethyl]thiirane
Lee, Mijoon; Hesek, Dusan; Noll, Bruce C.; Oliver, Allen G.; Mobashery, Shahriar; Acta Crystallographica Section C 70 (2014) 1003–1006; doi:10.1107/S2053229614021214

data_2019690
_publ_section_title
;
 Enantiomers of a selective gelatinase inhibitor: (<i>R</i>)- and
 (<i>S</i>)-2-[(4-phenoxyphenyl)sulfonylmethyl]thiirane
;
_journal_coeditor_code           FA3348
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1003
_journal_page_last               1006
_journal_paper_doi               10.1107/S2053229614021214
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac          'C15 H14 O3 S2'
_chemical_formula_moiety         'C15 H14 O3 S2'
_chemical_formula_sum            'C15 H14 O3 S2'
_chemical_formula_weight         306.38
_chemical_name_common            (S)-2-(4-Phenoxyphenylsulfonylmethyl)thiirane
_chemical_name_systematic
;
(<i>S</i>)-2-(4-Phenoxyphenylsulfonylmethyl)thiirane
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL2014
_cell_angle_alpha                90
_cell_angle_beta                 95.463(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.3887(3)
_cell_length_b                   28.3506(12)
_cell_length_c                   9.2463(4)
_cell_measurement_reflns_used    5268
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      67.97
_cell_measurement_theta_min      4.81
_cell_volume                     1406.17(12)
_computing_cell_refinement
;
SAINT (Bruker, 2014)
;
_computing_data_collection
;
APEX2 (Bruker, 2007)
;
_computing_data_reduction
;
SAINT (Bruker, 2014)
;
_computing_molecular_graphics
;
CrystalMaker (Palmer, 2008), Mercury (Macrae <i>et al.</i>,
2008),
PyMol (Schr\"odinger, 2011) and POVRay (Cason, 2003)
;
_computing_publication_material
;
XCIF (Sheldrick, 2008), enCIFer (Allen <i>et al.</i>,  2004)
and publCIF (Westrip,
2010)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2014)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.33
_diffrn_measured_fraction_theta_full 0.920
_diffrn_measured_fraction_theta_max 0.911
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       '\f and \w'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0533
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            25587
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.515
_diffrn_reflns_theta_min         3.117
_exptl_absorpt_coefficient_mu    3.473
_exptl_absorpt_correction_T_max  0.9705
_exptl_absorpt_correction_T_min  0.7891
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(TWINABS; Sheldrick, 2012)
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.447
_exptl_crystal_description       needle
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.066
_exptl_crystal_size_min          0.009
_refine_diff_density_max         0.662
_refine_diff_density_min         -0.442
_refine_ls_abs_structure_details
;
Flack <i>x</i> parameter determined using 1669 quotients
[(I+)-(I-)]/[(I+)+(I-)] (Parsons <i>et al.</i>, 2013)
;
_refine_ls_abs_structure_Flack   0.02(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         4473
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0536
_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/[\s^2^(Fo^2^)+(0.0721P)^2^+3.2676P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1392
_refine_ls_wR_factor_ref         0.1427
_reflns_number_gt                3968
_reflns_number_total             4473
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            fa3348sup1.cif
_cod_data_source_block           S-III
_cod_depositor_comments
'Adding full bibliography for 2019689--2019690.cif.'
_cod_database_code               2019690
_cod_database_fobs_code          2019690
_shelx_estimated_absorpt_t_min   0.515
_shelx_estimated_absorpt_t_max   0.969
_shelx_hkl_checksum              44857
_shelx_res_checksum              77203
_shelxl_version_number           2.014