Niclosamide methanol solvate and niclosamide hydrate: structure, solvent inclusion mode and implications for properties
Harriss, Bethany I.; Wilson, Claire; Radosavljevic Evans, Ivana; Acta Crystallographica Section C 70 (2014) –; doi:10.1107/S2053229614015496

data_2019615
_publ_section_title
;
 Niclosamide methanol solvate and niclosamide hydrate: structure, solvent
 inclusion mode and implications for properties
;
_journal_coeditor_code           FA3349
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2053229614015496
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac          'C13 H8 Cl2 N2 O4 , C H4 O'
_chemical_formula_moiety         'C13 H8 Cl2 N2 O4, C H4 O'
_chemical_formula_sum            'C14 H12 Cl2 N2 O5'
_chemical_formula_weight         359.16
_chemical_name_systematic
;
5-Chloro-<i>N</i>-(2-chloro-4-nitrophenyl)-2-hydroxybenzenecarboxamide
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   3.740(8)
_cell_length_b                   17.42(4)
_cell_length_c                   22.18(5)
_cell_measurement_reflns_used    3630
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.6
_cell_measurement_theta_min      1.1
_cell_volume                     1445(6)
_computing_cell_refinement       'CrystalClear-SM Expert 3.1 b20 (Rigaku, 2012)'
_computing_data_collection       ' '
_computing_data_reduction        'CrystalClear-SM Expert 3.1 b20 (Rigaku, 2012)'
_computing_molecular_graphics    'Mercury (Macrae <i>et al.</i>, 2008)'
_computing_publication_material  ' '
_computing_structure_refinement  'CRYSTALS (Betteridge <i>et al.</i>, 2003)'
_computing_structure_solution    'SIR92 (Altomare <i>et al.</i>, 1994)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device       'four-circle \k goniometer'
_diffrn_measurement_device_type  CrystalLogic
_diffrn_measurement_method       'profile data from \w scans'
_diffrn_radiation_monochromator  'double crystal silicon'
_diffrn_radiation_wavelength     0.68890
_diffrn_reflns_av_R_equivalents  0.070
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            7663
_diffrn_reflns_theta_full        25.063
_diffrn_reflns_theta_max         26.663
_diffrn_reflns_theta_min         1.441
_exptl_absorpt_coefficient_mu    0.433
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.551
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.651
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.48
_refine_diff_density_min         -0.71
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.1948
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_refine_ls_number_reflns         2582
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1180
_refine_ls_R_factor_gt           0.0952
_refine_ls_shift/su_max          0.0002124
_refine_ls_shift/su_mean         0.0000184
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
Chebychev polynomial, (Watkin, 1994, Prince, 1982);
[weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x)... +A~n-1~]*T~n-1~(x)], where A~i~
are the Chebychev coefficients listed below and x = Fcalc/Fmax.
Method = robust weighting (Prince, 1982),
W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^
A~i~ are: 0.229E+04 0.149E+04 0.115E+04
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1071
_refine_ls_wR_factor_gt          0.1029
_refine_ls_wR_factor_ref         0.1029
_reflns_number_gt                2582
_reflns_number_total             3252
_reflns_threshold_expression     I>2.0\s(I)
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