Controlling Disulfide Bond Formation and Crystal Growth from 2-Mercaptobenzoic Acid
Rowland, Clare E.; Cantos, Paula M.; Toby, Brian H.; Frisch, Mark; Deschamps, Jeffrey R.; Cahill, Christopher L.; Crystal Growth & Design 11 (2011) 1370–; doi:10.1021/cg101619y

data_4500516
_publ_section_title
;
 Controlling Disulfide Bond Formation and Crystal Growth from
 2-Mercaptobenzoic Acid
;
_journal_issue                   4
_journal_name_full               'Crystal Growth &amp; Design'
_journal_page_first              1370
_journal_paper_doi               10.1021/cg101619y
_journal_volume                  11
_journal_year                    2011
_chemical_formula_moiety         'C14 H10 O4 S2, C7 H5 O2 S'
_chemical_formula_sum            'C21 H15 O6 S3'
_chemical_formula_weight         459.54
_chemical_name_common
;
2,2'-dithiobisbenzoic acid-2-mercaptobenzoic acid
;
_chemical_name_systematic
;
 2,2'-disulfanediyldibenzoic acid-2-sulfanylbenzoic acid 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                84.0820(10)
_cell_angle_beta                 76.9770(10)
_cell_angle_gamma                79.1260(10)
_cell_formula_units_Z            2
_cell_length_a                   7.7688(2)
_cell_length_b                   8.2084(3)
_cell_length_c                   16.5067(5)
_cell_measurement_reflns_used    7160
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      29.37
_cell_measurement_theta_min      2.53
_cell_volume                     1005.11(5)
_computing_cell_refinement       'ApexII software suite (Bruker, 2008)'
_computing_data_collection       'Bruker SMART diffractometer (Bruker, 2008)'
_computing_data_reduction        'ApexII software suite (Bruker, 2008)'
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 1997),
CrystalMaker (Palmer, 2003)
;
_computing_publication_material  'WINGX (Farrugia, 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.920
_diffrn_measurement_device_type  'Bruker SMART with APEXII CCD detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_sigmaI/netI    0.0398
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            19815
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         30.30
_diffrn_reflns_theta_min         2.53
_exptl_absorpt_coefficient_mu    0.406
_exptl_absorpt_correction_T_max  0.964
_exptl_absorpt_correction_T_min  0.952
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.518
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             474
_exptl_crystal_size_max          .14
_exptl_crystal_size_mid          .10
_exptl_crystal_size_min          .09
_refine_diff_density_max         0.529
_refine_diff_density_min         -0.208
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         5539
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0772
_refine_ls_R_factor_gt           0.0433
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0611P)^2^+0.1425P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1076
_refine_ls_wR_factor_ref         0.1235
_reflns_number_gt                3682
_reflns_number_total             5539
_reflns_threshold_expression     >2\s(I)
_cod_data_source_file            cg101619y_si_002.cif
_cod_data_source_block           partialox
_cod_database_code               4500516