1,10-Phenanthrolinium 4-chloro-2-hydroxybenzoate‒1,10-phenanthroline‒4-chloro-2-hydroxybenzoic acid (1/1/1)
Shen, Hong; Nie, Jing-Jing; Xu, Duan-Jun; Acta Crystallographica Section E 64 (2008) o1146–o1147; doi:10.1107/S1600536808015110

data_2218422
_publ_section_title
;
 1,10-Phenanthrolinium
 4-chloro-2-hydroxybenzoate--1,10-phenanthroline--4-chloro-2-hydroxybenzoic
 acid (1/1/1)
;
_journal_coeditor_code           HB2735
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1146
_journal_page_last               o1147
_journal_paper_doi               10.1107/S1600536808015110
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac
'C12 H9 N2 +, C7 H4 Cl O3 -, C12 H8 N2, C7 H5 Cl O3'
_chemical_formula_moiety
'C12 H9 N2 +, C7 H4 Cl O3 -, C12 H8 N2, C7 H5 Cl O3'
_chemical_formula_sum            'C38 H26 Cl2 N4 O6'
_chemical_formula_weight         705.53
_chemical_name_systematic
;
1,10-Phenanthrolinium 4-chloro-2-hydroxybenzoate--1,10-phenanthroline--
4-chloro-2-hydroxybenzoic acid (1/1/1)
;
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.0627(6)
_cell_length_b                   19.6005(15)
_cell_length_c                   20.7929(17)
_cell_measurement_reflns_used    3820
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      2.0
_cell_volume                     3286.0(4)
_computing_cell_refinement       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_collection       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2002)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare <i>et al.</i>,  1993)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID IP'
_diffrn_measurement_method       \w
_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  0.0536
_diffrn_reflns_av_sigmaI/netI    0.0386
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            37126
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.43
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.254
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'red brown'
_exptl_crystal_density_diffrn    1.426
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       chunk
_exptl_crystal_F_000             1456
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.32
_refine_diff_density_max         0.241
_refine_diff_density_min         -0.145
_refine_ls_abs_structure_details 'Flack (1983), 2739 Friedel pairs'
_refine_ls_abs_structure_Flack   -0.09(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     460
_refine_ls_number_reflns         6394
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.983
_refine_ls_R_factor_all          0.0723
_refine_ls_R_factor_gt           0.0385
_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^)+(0.051P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0879
_refine_ls_wR_factor_ref         0.0984
_reflns_number_gt                4326
_reflns_number_total             6394
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            hb2735.cif
_cod_data_source_block           I
_cod_database_code               2218422
_cod_database_fobs_code          2218422