Strong asymmetric hydrogen bonding in 2-(oxamoylamino)ethylammonium oxamate–oxamic acid (1/1)
Martinez Belmonte, Marta; Price, Daniel J.; Acta Crystallographica Section C 66 (2010) o147–o150; doi:10.1107/S0108270110004233

data_2017584
_publ_section_title
;
 Strong asymmetric hydrogen bonding in 2-(oxamoylamino)ethylammonium
 oxamate--oxamic acid (1/1)
;
_journal_coeditor_code           TR3064
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o147
_journal_page_last               o150
_journal_paper_doi               10.1107/S0108270110004233
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C4 H10 N3 O2 + , C2 H2 N O3 - , C2 H3 N O3'
_chemical_formula_moiety         'C4 H10 N3 O2 + , C2 H3 N O3 - , C2 H2 N O3'
_chemical_formula_sum            'C8 H15 N5 O8'
_chemical_formula_weight         309.25
_chemical_name_common
'N-(ethylammonium)oxamide hydrogen bis(oxamate)'
_chemical_name_systematic
;
2-(oxamoylamino)ethylammonium oxamate--oxamic acid (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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                97.765(2)
_cell_angle_beta                 97.304(2)
_cell_angle_gamma                102.394(2)
_cell_formula_units_Z            2
_cell_length_a                   5.1723(2)
_cell_length_b                   10.3560(4)
_cell_length_c                   12.1866(5)
_cell_measurement_reflns_used    768
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.21
_cell_measurement_theta_min      1.71
_cell_volume                     623.43(4)
_computing_cell_refinement       'SAINT (Bruker, 1997)'
_computing_data_collection       'SAINT (Bruker, 1997)'
_computing_data_reduction        'SMART (Bruker, 1997)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 1999)'
_computing_structure_refinement
;
SHELXL97 (Sheldrick, 2008) and WinGX (Farrugia, 1999)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008) and WinGX (Farrugia, 1999)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_measurement_method       '\f and \w'
_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  0.0347
_diffrn_reflns_av_sigmaI/netI    0.0385
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13083
_diffrn_reflns_theta_full        30.55
_diffrn_reflns_theta_max         30.55
_diffrn_reflns_theta_min         1.71
_exptl_absorpt_coefficient_mu    0.147
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.647
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             324
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.544
_refine_diff_density_min         -0.238
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     224
_refine_ls_number_reflns         3812
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0399
_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^)+(0.0561P)^2^+0.0433P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0972
_refine_ls_wR_factor_ref         0.1057
_reflns_number_gt                2895
_reflns_number_total             3812
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            tr3064.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               2017584
_cod_database_fobs_code          2017584