4-Chloroanilinium 2-carboxy-4,5-dichlorobenzoate
Smith, Graham; Wermuth, Urs D.; White, Jonathan M.; Acta Crystallographica Section E 65 (2009) o2111–; doi:10.1107/S160053680903044X

data_2222957
_publ_section_title
;
 4-Chloroanilinium 2-carboxy-4,5-dichlorobenzoate
;
_journal_coeditor_code           AT2844
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2111
_journal_paper_doi               10.1107/S160053680903044X
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C6 H7 Cl N +, C8 H3 Cl2 O4 -'
_chemical_formula_moiety         'C6 H7 Cl N +, C8 H3 Cl2 O4 -'
_chemical_formula_sum            'C14 H10 Cl3 N O4'
_chemical_formula_weight         362.58
_chemical_melting_point          492
_chemical_name_common
'4-chloroanilinium hydrogen 4,5-dichlorophthalate'
_chemical_name_systematic
;
4-Chloroanilinium 2-carboxy-4,5-dichlorobenzoate
;
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'SHELXL97 (Sheldrick, 2008)'
_cell_angle_alpha                90.00
_cell_angle_beta                 109.815(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.8171(8)
_cell_length_b                   7.5954(3)
_cell_length_c                   16.0909(6)
_cell_measurement_reflns_used    1721
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      71.8387
_cell_measurement_theta_min      2.9119
_cell_volume                     1473.72(13)
_computing_cell_refinement
;
CrysAlis RED (Oxford Diffraction, 2007)
;
_computing_data_collection
;
CrysAlis CCD (Oxford Diffraction, 2007)
;
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction, 2007)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      130(2)
_diffrn_measured_fraction_theta_full 0.968
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'Oxford Diffraction Gemini Ultra CCD-detector'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'Enhance Ultra (Cu) X-ray source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0613
_diffrn_reflns_av_sigmaI/netI    0.0602
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            3680
_diffrn_reflns_theta_full        72.13
_diffrn_reflns_theta_max         72.13
_diffrn_reflns_theta_min         2.92
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.801
_exptl_absorpt_correction_T_max  0.748
_exptl_absorpt_correction_T_min  0.201
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.634
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.635
_refine_diff_density_min         -0.556
_refine_ls_abs_structure_details 'Flack (1983), 723 Friedel pairs'
_refine_ls_abs_structure_Flack   0.04(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     215
_refine_ls_number_reflns         2288
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.997
_refine_ls_R_factor_all          0.0700
_refine_ls_R_factor_gt           0.0619
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.135P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1613
_refine_ls_wR_factor_ref         0.1751
_reflns_number_gt                1879
_reflns_number_total             2288
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            at2844.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2'
_cod_database_code               2222957
_cod_database_fobs_code          2222957