3-Cyano-6-hydroxy-4-methyl-2-pyridone: two new pseudopolymorphs and two cocrystals with products of anin situnucleophilic aromatic substitution
Gerhardt, Valeska; Bolte, Michael; Acta Crystallographica Section C Structural Chemistry 71 (2015) –; doi:10.1107/S2053229614025819

data_2019749
_publ_section_title
;
 3-Cyano-6-hydroxy-4-methyl-2-pyridone: two new pseudopolymorphs and two
 cocrystals with products of anin situnucleophilic aromatic substitution
;
_journal_coeditor_code           UK3106
_journal_issue                   1
_journal_name_full
'Acta Crystallographica Section C Structural Chemistry'
_journal_paper_doi               10.1107/S2053229614025819
_journal_volume                  71
_journal_year                    2015
_chemical_formula_iupac          'C5 H11 N6 + , C7 H5 N2 O2 - , C4 H9 N O'
_chemical_formula_moiety         'C5 H11 N6 +, C7 H5 N2 O2 -, C4 H9 N O'
_chemical_formula_sum            'C16 H25 N9 O3'
_chemical_formula_weight         391.45
_chemical_name_systematic
;2,6-Diamino-4-dimethylamino-1,3,5-triazin-1-ium
5-cyano-4-methyl-6-oxo-1,6-dihydropyridin-2-olate--<i>N</i>,<i>N</i>-dimethylacetamide (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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                105.134(6)
_cell_angle_beta                 104.921(6)
_cell_angle_gamma                98.267(6)
_cell_formula_units_Z            2
_cell_length_a                   7.6590(6)
_cell_length_b                   10.2703(8)
_cell_length_c                   13.9231(11)
_cell_measurement_reflns_used    27839
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.26
_cell_measurement_theta_min      3.225
_cell_volume                     995.08(15)
_computing_cell_refinement
;
X-AREA (Stoe & Cie, 2001)
;
_computing_data_collection
;
X-AREA (Stoe & Cie, 2001)
;
_computing_data_reduction
;
X-AREA (Stoe & Cie, 2001)
;
_computing_molecular_graphics
;
Mercury (Macrae <i>et al.</i>,  2008) and XP in SHELXTL-Plus (Sheldrick,
2008)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL97 (Sheldrick, 2008)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Stoe IPDS II two-circle'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  'Genix 3D multilayer optics'
_diffrn_radiation_source         'Genix 3D I\mS microfocus X-ray source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_av_sigmaI/netI    0.0262
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            23600
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.88
_diffrn_reflns_theta_min         3.41
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  0.9839
_exptl_absorpt_correction_T_min  0.9558
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(X-AREA; Stoe & Cie, 2001)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.41
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.278
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         3836
_refine_ls_number_restraints     16
_refine_ls_restrained_S_all      1.143
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_gt           0.0440
_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^)+(0.0642P)^2^+0.3174P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1217
_refine_ls_wR_factor_ref         0.1260
_reflns_number_gt                3352
_reflns_number_total             3836
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            uk3106sup1.cif
_cod_data_source_block           4
_cod_original_cell_volume        995.08(14)
_cod_database_code               2019749
_cod_database_fobs_code          2019749