Role of halogen-halogen contacts in the crystal structures of three new solvates of the drug oxyclozanide.
Sridhar, Balasubramanian; Ravikumar, Krishnan; Acta crystallographica. Section C, Structural chemistry 73 (2017) 1056–1063; doi:10.1107/S2053229617015923

data_2311960
_publ_section_title
;
 Role of halogen-halogen contacts in the crystal structures of three new
 solvates of the drug oxyclozanide.
;
_journal_coeditor_code           EG3229
_journal_issue                   'Pt 12'
_journal_name_full
'Acta crystallographica. Section C, Structural chemistry'
_journal_page_first              1056
_journal_page_last               1063
_journal_paper_doi               10.1107/S2053229617015923
_journal_volume                  73
_journal_year                    2017
_chemical_formula_iupac          'C13 H6 Cl5 N O3, 0.5C7 H8'
_chemical_formula_moiety         'C13 H6 Cl5 N O3, 0.5(C7 H8)'
_chemical_formula_sum            'C16.5 H10 Cl5 N O3'
_chemical_formula_weight         447.50
_chemical_name_common
;
Oxyclozanide toluene hemisolvate
;
_chemical_name_systematic
;
2,3,5-Trichloro-<i>N</i>-(3,5-dichloro-2-hydroxyphenyl)-6-hydroxybenzamide
toluene hemisolvate
;
_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   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                86.3845(5)
_cell_angle_beta                 85.4687(5)
_cell_angle_gamma                65.8069(5)
_cell_formula_units_Z            2
_cell_length_a                   6.92017(8)
_cell_length_b                   9.71946(11)
_cell_length_c                   13.98498(17)
_cell_measurement_reflns_used    9976
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.53
_cell_measurement_theta_min      2.29
_cell_volume                     854.849(18)
_computing_cell_refinement
;
<i>SAINT</i> (Bruker, 2016)
;
_computing_data_collection
;
<i>APEX3</i> (Bruker, 2016)
;
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics
;
DIAMOND (Brandenburg & Putz, 2005)
;
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement
;
<i>SHELXL2014</i> (Sheldrick, 2015)
;
_computing_structure_solution
;
<i>SHELXT</i> (Sheldrick, 2015)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-100'
_diffrn_measurement_method       '\w and \f'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0452
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            34326
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.556
_diffrn_reflns_theta_min         2.298
_exptl_absorpt_coefficient_mu    0.866
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6705
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS; Bruker,2016
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.739
_exptl_crystal_description       block
_exptl_crystal_F_000             450
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.701
_refine_diff_density_min         -0.358
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         3926
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0361
_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/[\s^2^(Fo^2^)+(0.0632P)^2^+0.6449P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1003
_refine_ls_wR_factor_ref         0.1028
_reflns_number_gt                3596
_reflns_number_total             3926
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            eg3229sup1.cif
_cod_data_source_block           III
_cod_original_formula_sum        'C16.50 H10 Cl5 N O3'
_cod_database_code               2311960
_shelx_estimated_absorpt_t_min   0.781
_shelx_estimated_absorpt_t_max   0.846
_shelx_hkl_checksum              8745
_shelx_res_checksum              47830