Supra-molecular hydrogen-bonding patterns in a 1:1 co-crystal of the N(7)-H tautomeric form of <i>N</i><sup>6</sup>-benzoyl-adenine with 4-hy-droxy-benzoic acid.
Swinton Darious, Robert; Thomas Muthiah, Packianathan; Perdih, Franc; Acta crystallographica. Section E, Crystallographic communications 73 (2017) 383–386; doi:10.1107/S2056989017002171

data_2311356
_publ_section_title
;
 Supra-molecular hydrogen-bonding patterns in a 1:1 co-crystal of the
 N(7)-H tautomeric form of <i>N</i><sup>6</sup>-benzoyl-adenine with
 4-hy-droxy-benzoic acid.
;
_journal_coeditor_code           HG5481
_journal_issue                   'Pt 3'
_journal_name_full
'Acta crystallographica. Section E, Crystallographic communications'
_journal_page_first              383
_journal_page_last               386
_journal_paper_doi               10.1107/S2056989017002171
_journal_volume                  73
_journal_year                    2017
_chemical_formula_iupac          'C12 H9 N5 O, C7 H6 O3'
_chemical_formula_moiety         'C12 H9 N5 O, C7 H6 O3'
_chemical_formula_sum            'C19 H15 N5 O4'
_chemical_formula_weight         377.36
_chemical_name_systematic
;
<i>N</i>^6^-Benzoyladenine--4-hydroxybenzoic acid (1/1)
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 91.287(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.7579(5)
_cell_length_b                   6.7930(3)
_cell_length_c                   17.2873(5)
_cell_measurement_reflns_used    2120
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      74.6020
_cell_measurement_theta_min      3.8600
_cell_volume                     1732.62(11)
_computing_cell_refinement
;
CrysAlis PRO (Agilent, 2013)
;
_computing_data_collection
;
CrysAlis PRO (Agilent, 2013)
;
_computing_data_reduction
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CrysAlis PRO (Agilent, 2013)
;
_computing_molecular_graphics
;
PLATON (Spek, 2009) and Mercury (Macrae <i>et al.</i>, 2008)
;
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;
PLATON (Spek, 2009)
;
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;
SHELXL2014 (Sheldrick, 2015)
;
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;
SUPERFLIP (Palatinus & Chapuis, 2007)
;
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.4933
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Agilent SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            6790
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.073
_diffrn_reflns_theta_min         3.895
_exptl_absorpt_coefficient_mu    0.877
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59703
_exptl_absorpt_correction_type   multi-scan
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;
(CrysAlis PRO; Agilent, 2013)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.447
_exptl_crystal_description       plate
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.438
_refine_diff_density_min         -0.299
_refine_ls_extinction_coef       0.0007(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method
;
SHELXL2014 (Sheldrick, 2015)
;
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         3284
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0695
_refine_ls_R_factor_gt           0.0529
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0934P)^2^+0.2078P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1428
_refine_ls_wR_factor_ref         0.1611
_reflns_number_gt                2457
_reflns_number_total             3284
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            hg5481sup1.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2311356
_shelx_estimated_absorpt_t_min   0.844
_shelx_estimated_absorpt_t_max   0.974
_shelx_hkl_checksum              9577
_shelx_res_checksum              7046