Supramolecular hydrogen-bonding patterns in two cocrystals of the N(7)–H tautomeric form of <i>N</i>^6^-benzoyladenine: <i>N</i>^6^-benzoyladenine–3-hydroxypyridinium-2-carboxylate (1/1) and <i>N</i>^6^-benzoyladenine–<small>DL</small>-tartaric acid (1/1)
Karthikeyan, Ammasai; Swinton Darious, Robert; Thomas Muthiah, Packianathan; Perdih, Franc; Acta Crystallographica Section C 71 (2015) –; doi:10.1107/S2053229615018094

data_2020257
_publ_section_title
;
 Supramolecular hydrogen-bonding patterns in two cocrystals of the N(7)--H
 tautomeric form of <i>N</i>^6^-benzoyladenine:
 <i>N</i>^6^-benzoyladenine--3-hydroxypyridinium-2-carboxylate (1/1) and
 <i>N</i>^6^-benzoyladenine--<small>DL</small>-tartaric acid (1/1)
;
_journal_coeditor_code           KU3164
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2053229615018094
_journal_volume                  71
_journal_year                    2015
_chemical_formula_iupac          'C12 H9 N5 O , C6 H5 N O3'
_chemical_formula_moiety         'C12 H9 N5 O, C6 H5 N O3'
_chemical_formula_sum            'C18 H14 N6 O4'
_chemical_formula_weight         378.35
_chemical_name_common
;
N6-benzoyladenine 3-hydroxypyridin-1-ium-2-carboxylate (1/1)
;
_chemical_name_systematic
;
<i>N</i>^6^-Benzoyladenine--3-hydroxypyridinium-2-carboxylate (1/1)
;
_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
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                66.137(5)
_cell_angle_beta                 83.459(4)
_cell_angle_gamma                79.546(4)
_cell_formula_units_Z            2
_cell_length_a                   8.3961(4)
_cell_length_b                   9.8673(5)
_cell_length_c                   11.0680(7)
_cell_measurement_reflns_used    3143
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.283
_cell_measurement_theta_min      3.101
_cell_volume                     823.81(8)
_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) and Mercury (Macrae <i>et al.</i>, 2008)
;
_computing_publication_material
;
PLATON (Spek, 2009)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.4933
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type
'Agilent SuperNova Dual Source diffractometer with Atlas detector'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  Mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0259
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7594
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.481
_diffrn_reflns_theta_min         3.103
_exptl_absorpt_coefficient_mu    0.112
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.82207
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Agilent, 2013)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_description       prism
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.238
_refine_diff_density_min         -0.219
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         3753
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0687
_refine_ls_R_factor_gt           0.0477
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0554P)^2^+0.1401P], where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1151
_refine_ls_wR_factor_ref         0.1299
_reflns_number_gt                2756
_reflns_number_total             3753
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            ku3164sup1.cif
_cod_data_source_block           I
_cod_database_code               2020257
_cod_database_fobs_code          2020257
_shelx_estimated_absorpt_t_min   0.972
_shelx_estimated_absorpt_t_max   0.991