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_2017598
_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          'C5 H7 N2 +, C4 H5 O5 -'
_chemical_formula_moiety         'C5 H7 N2 +, C4 H5 O5 -'
_chemical_formula_sum            'C9 H12 N2 O5'
_chemical_formula_weight         228.21
_chemical_name_common
;
2-aminopyridinium DL-malate
;
_chemical_name_systematic
;
2-aminopyridinium DL-3-carboxy-2-hydroxypropanoate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 99.85(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.6190(15)
_cell_length_b                   7.4730(15)
_cell_length_c                   19.042(4)
_cell_measurement_reflns_used    782
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      29.38
_cell_measurement_theta_min      2.93
_cell_volume                     1068.2(4)
_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 '1024x1024 with blocks 2x2'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.923
_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  0.0551
_diffrn_reflns_av_sigmaI/netI    0.0970
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            13230
_diffrn_reflns_theta_full        28.00
_diffrn_reflns_theta_max         29.38
_diffrn_reflns_theta_min         2.93
_exptl_absorpt_coefficient_mu    0.117
_exptl_absorpt_correction_T_max  0.9738
_exptl_absorpt_correction_T_min  0.9622
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
(CrysAlis Red; Oxford Diffraction, 2008)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_density_meas      1.41
_exptl_crystal_density_method    flotation
_exptl_crystal_description       paralellepiped
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.187
_refine_diff_density_min         -0.210
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     160
_refine_ls_number_reflns         2730
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.1238
_refine_ls_R_factor_gt           0.0593
_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^)+(0.0190P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0726
_refine_ls_wR_factor_ref         0.0836
_reflns_number_gt                1436
_reflns_number_total             2730
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            fa3217.cif
_cod_data_source_block           II
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2017598
_cod_database_fobs_code          2017598