Crystal structures of isoquinoline–3-chloro-2-nitrobenzoic acid (1/1) and isoquinolinium 4-chloro-2-nitrobenzoate
Gotoh, Kazuma; Ishida, Hiroyuki; Acta Crystallographica Section E 71 (2015) 31–34; doi:10.1107/S2056989014026152

data_2240309
_publ_section_title
;
 Crystal structures of isoquinoline--3-chloro-2-nitrobenzoic acid (1/1)
 and isoquinolinium 4-chloro-2-nitrobenzoate
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              31
_journal_page_last               34
_journal_paper_doi               10.1107/S2056989014026152
_journal_volume                  71
_journal_year                    2015
_chemical_formula_iupac          'C9 H8 N +, C7 H3 Cl N O4 -'
_chemical_formula_moiety         'C9 H8 N +, C7 H3 Cl N O4 -'
_chemical_formula_sum            'C16 H11 Cl N2 O4'
_chemical_formula_weight         330.73
_chemical_name_systematic
;
Isoquinolinium 4-chloro-2-nitrobenzoate
;
_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   mixed
_cell_angle_alpha                74.8360(11)
_cell_angle_beta                 80.1736(10)
_cell_angle_gamma                80.3642(13)
_cell_formula_units_Z            2
_cell_length_a                   7.5916(3)
_cell_length_b                   7.7607(3)
_cell_length_c                   13.0456(4)
_cell_measurement_reflns_used    17960
_cell_measurement_temperature    190(2)
_cell_measurement_theta_max      30.11
_cell_measurement_theta_min      3.00
_cell_volume                     724.84(5)
_computing_cell_refinement
;
<i>PROCESS-AUTO</i> (Rigaku/MSC, 2004)
;
_computing_data_collection
;
<i>PROCESS-AUTO</i> (Rigaku/MSC, 2004)
;
_computing_data_reduction
;
CrystalStructure (Rigaku, 2010)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012)
;
_computing_publication_material
;
CrystalStructure (Rigaku, 2010) and PLATON (Spek, 2009)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2008)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      190(2)
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPIDII'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            21510
_diffrn_reflns_theta_full        30.03
_diffrn_reflns_theta_max         30.03
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.286
_exptl_absorpt_correction_T_max  0.936
_exptl_absorpt_correction_T_min  0.903
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
(NUMABS; Higashi, 1999)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.515
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             340.00
_exptl_crystal_size_max          0.390
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.230
_refine_diff_density_max         0.415
_refine_diff_density_min         -0.161
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         4224
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0392
_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^)+(0.0699P)^2^+0.1260P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1122
_refine_ls_wR_factor_ref         0.1171
_reflns_number_gt                3559
_reflns_number_total             4224
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            lh5740sup1.cf
_cod_data_source_block           II
_cod_original_cell_volume        724.84(4)
_cod_database_code               2240309
_cod_database_fobs_code          2240309
_shelx_hkl_checksum              29286
_shelx_res_checksum              68269
_shelxl_version_number           2.014