Hydrogen-bonded networks in 5-chloropyridin-2-amine–fumaric acid (2/1) and 2-aminopyridinium <small>DL</small>-malate
Perpétuo, Genivaldo Julio; Janczak, Jan; Acta Crystallographica Section C 66 (2010) o225–o228; doi:10.1107/S010827011000987X

data_2017597
_publ_section_title
;
 Hydrogen-bonded networks in 5-chloropyridin-2-amine--fumaric acid
 (2/1) and 2-aminopyridinium <small>DL</small>-malate
;
_journal_coeditor_code           FA3217
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o225
_journal_page_last               o228
_journal_paper_doi               10.1107/S010827011000987X
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '2C5 H5 Cl N2, C4 H4 O4'
_chemical_formula_moiety         '2(C5 H5 Cl N2), C4 H4 O4'
_chemical_formula_sum            'C14 H14 Cl2 N4 O4'
_chemical_formula_weight         373.24
_chemical_name_systematic
;
5-chloropyridin-2-amine--(2<i>E</i>)-but-2-enedioate (2/1)
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 102.87(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   13.806(3)
_cell_length_b                   5.0660(10)
_cell_length_c                   11.705(2)
_cell_measurement_reflns_used    652
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      29.61
_cell_measurement_theta_min      3.03
_cell_volume                     798.1(3)
_computing_cell_refinement
;
CrysAlis Red (Oxford Diffraction, 2008)
;
_computing_data_collection
;
CrysAlis CCD (Oxford Diffraction, 2008)
;
_computing_data_reduction
;
CrysAlis Red (Oxford Diffraction, 2008)
;
_computing_molecular_graphics
;
DIAMOND (Brandenburg &  Putz, 2006)
;
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean '1-24x1-24 with blocks 2x2'
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.921
_diffrn_measurement_device_type  'KUMA KM-4 with area CCD detector'
_diffrn_measurement_method       \w-scan
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0090
_diffrn_reflns_av_sigmaI/netI    0.0109
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8665
_diffrn_reflns_theta_full        28.50
_diffrn_reflns_theta_max         29.61
_diffrn_reflns_theta_min         3.03
_exptl_absorpt_coefficient_mu    0.435
_exptl_absorpt_correction_T_max  0.9284
_exptl_absorpt_correction_T_min  0.8545
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
(CrysAlis Red; Oxford Diffraction, 2008)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.553
_exptl_crystal_density_meas      1.55
_exptl_crystal_density_method    flotation
_exptl_crystal_description       paralellepied
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.341
_refine_diff_density_min         -0.357
_refine_ls_extinction_coef       0.011(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     119
_refine_ls_number_reflns         2063
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0510
_refine_ls_R_factor_gt           0.0414
_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^)+(0.0648P)^2^+0.2500P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1061
_refine_ls_wR_factor_ref         0.1166
_reflns_number_gt                1651
_reflns_number_total             2063
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            fa3217.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2017597
_cod_database_fobs_code          2017597