Crystal structures and hydrogen bonding in the co-crystalline adducts of 3,5-dinitrobenzoic acid with 4-aminosalicylic acid and 2-hydroxy-3-(1<i>H</i>-indol-3-yl)propenoic acid
Smith, Graham; Lynch, Daniel E.; Acta Crystallographica Section E 70 (2014) 183–187; doi:10.1107/S1600536814019898

data_2239976
_publ_section_title
;
 Crystal structures and hydrogen bonding in the co-crystalline adducts of
 3,5-dinitrobenzoic acid with 4-aminosalicylic acid and
 2-hydroxy-3-(1<i>H</i>-indol-3-yl)propenoic acid
;
_journal_coeditor_code           SJ5421
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              183
_journal_page_last               187
_journal_paper_doi               10.1107/S1600536814019898
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac          'C7 H4 N2 O6, C7 H7 N O3, 0.2H2 O'
_chemical_formula_moiety         'C7 H4 N2 O6, C7 H7 N O3, 0.2(H2 O)'
_chemical_formula_sum            'C14 H11.4 N3 O9.2'
_chemical_formula_weight         368.86
_chemical_name_common
'3,5-dinitrobenzoic acid--4-aminosalicylic acid hydrate'
_chemical_name_systematic
;
4-Amino-2-hydroxybenzoic acid--3,5-dinitrobenzoic acid--water (2/2/0.4)
;
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                87.926(5)
_cell_angle_beta                 86.498(6)
_cell_angle_gamma                87.584(5)
_cell_formula_units_Z            4
_cell_length_a                   7.0717(5)
_cell_length_b                   7.5974(4)
_cell_length_c                   28.7175(19)
_cell_measurement_reflns_used    2357
_cell_measurement_temperature    200.0(10)
_cell_measurement_theta_max      27.2
_cell_measurement_theta_min      3.31
_cell_volume                     1537.77(17)
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2013)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2013)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2013)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'PLATON (Spek, 2009)'
_computing_structure_refinement
'SHELXL97 (Sheldrick, 2008) within WinGX (Farrugia, 2012)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      200.0(10)
_diffrn_detector_area_resol_mean 16.077
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Oxford Diffraction Gemini-S CCD detector'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_av_sigmaI/netI    0.0548
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            10302
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         3.14
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.137
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_correction_T_min  0.966
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis PRO; Agilent, 2013)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.593
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.855
_refine_diff_density_min         -0.283
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     502
_refine_ls_number_reflns         6044
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.0854
_refine_ls_R_factor_gt           0.0561
_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^)+(0.0599P)^2^+0.6456P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1303
_refine_ls_wR_factor_ref         0.1492
_reflns_number_gt                4158
_reflns_number_total             6044
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            sj5421sup1.cif
_cod_data_source_block           I
_cod_database_code               2239976
_cod_database_fobs_code          2239976