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#$Date: 2022-07-01 10:11:15 +0300 (Fri, 01 Jul 2022) $
#$Revision: 276473 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/56/8105602.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_8105602
loop_
_publ_author_name
'Gao, Liang-Liang'
'Huang, Shan-Xiu'
'Wu, Wei-Na'
_publ_section_title
;
 Crystal structure of 3-aminopyrazine-2-carbohydrazide, C5H7N5O
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              237
_journal_page_last               238
_journal_paper_doi               10.1515/ncrs-2018-0278
_journal_volume                  234
_journal_year                    2019
_chemical_formula_sum            'C5 H7 N5 O'
_chemical_formula_weight         153.16
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2017/1
_cell_angle_alpha                90
_cell_angle_beta                 94.1380(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.1022(8)
_cell_length_b                   9.4818(8)
_cell_length_c                   7.0832(6)
_cell_measurement_reflns_used    1794
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.98
_cell_measurement_theta_min      2.88
_cell_volume                     676.71(10)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0142
_diffrn_reflns_av_unetI/netI     0.0152
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            3368
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.980
_diffrn_reflns_theta_max         24.980
_diffrn_reflns_theta_min         2.021
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.503
_exptl_crystal_description       rod
_exptl_crystal_F_000             320
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.263
_refine_diff_density_min         -0.186
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     108
_refine_ls_number_reflns         1189
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0417
_refine_ls_R_factor_gt           0.0357
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0577P)²+0.1744P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1030
_refine_ls_wR_factor_ref         0.1088
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1031
_reflns_number_total             1189
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2018-0278_suppl.cif
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               8105602
_shelx_shelxl_version_number     2017/1
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_shelx_estimated_absorpt_t_min   0.978
_shelx_estimated_absorpt_t_max   0.993
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.58410(12) 1.00465(11) 0.2509(2) 0.0583(4) Uani 1 1 d . . . . .
C1 C 0.84077(15) 0.61084(17) 0.1383(2) 0.0440(4) Uani 1 1 d . . . . .
H1 H 0.848540 0.513108 0.140645 0.053 Uiso 1 1 calc R U . . .
C2 C 0.94451(16) 0.69136(18) 0.0840(2) 0.0445(4) Uani 1 1 d . . . . .
H2 H 1.021405 0.645852 0.052358 0.053 Uiso 1 1 calc R U . . .
C3 C 0.82726(14) 0.89406(16) 0.1202(2) 0.0371(4) Uani 1 1 d . . . . .
C4 C 0.72119(13) 0.81064(15) 0.18054(19) 0.0333(4) Uani 1 1 d . . . . .
C5 C 0.59630(14) 0.87579(15) 0.2387(2) 0.0372(4) Uani 1 1 d . . . . .
N1 N 0.72925(12) 0.67097(13) 0.18749(18) 0.0391(4) Uani 1 1 d . . . . .
N2 N 0.94009(12) 0.83034(14) 0.07467(19) 0.0426(4) Uani 1 1 d . . . . .
N3 N 0.82308(14) 1.03440(14) 0.1044(2) 0.0516(4) Uani 1 1 d . . . . .
H3A H 0.890211 1.079453 0.066743 0.062 Uiso 1 1 calc R U . . .
H3B H 0.753256 1.079695 0.131829 0.062 Uiso 1 1 calc R U . . .
N4 N 0.50134(12) 0.78739(13) 0.2785(2) 0.0415(4) Uani 1 1 d . . . . .
H4 H 0.515859 0.698181 0.272567 0.050 Uiso 1 1 calc R U . . .
N5 N 0.37589(14) 0.83521(15) 0.3307(3) 0.0512(4) Uani 1 1 d D . . . .
H5A H 0.390(2) 0.875(2) 0.4432(16) 0.078(7) Uiso 1 1 d D . . . .
H5B H 0.349(2) 0.894(2) 0.241(2) 0.101(9) Uiso 1 1 d D . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
N1 C1 C2 120.82(15) . .
N1 C1 H1 119.6 . .
C2 C1 H1 119.6 . .
N2 C2 C1 123.03(14) . .
N2 C2 H2 118.5 . .
C1 C2 H2 118.5 . .
N3 C3 N2 116.62(13) . .
N3 C3 C4 124.01(13) . .
N2 C3 C4 119.37(14) . .
N1 C4 C3 121.37(13) . .
N1 C4 C5 117.03(12) . .
C3 C4 C5 121.61(13) . .
O1 C5 N4 122.50(14) . .
O1 C5 C4 121.46(13) . .
N4 C5 C4 116.04(13) . .
C4 N1 C1 117.92(13) . .
C2 N2 C3 117.45(13) . .
C3 N3 H3A 120.0 . .
C3 N3 H3B 120.0 . .
H3A N3 H3B 120.0 . .
C5 N4 N5 121.94(13) . .
C5 N4 H4 119.0 . .
N5 N4 H4 119.0 . .
N4 N5 H5A 106.4(15) . .
N4 N5 H5B 104.4(17) . .
H5A N5 H5B 114.1(15) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C5 1.2317(18) .
C1 N1 1.3315(19) .
C1 C2 1.374(2) .
C1 H1 0.9300 .
C2 N2 1.320(2) .
C2 H2 0.9300 .
C3 N3 1.336(2) .
C3 N2 1.3496(19) .
C3 C4 1.422(2) .
C4 N1 1.3275(19) .
C4 C5 1.489(2) .
C5 N4 1.3195(19) .
N3 H3A 0.8600 .
N3 H3B 0.8600 .
N4 N5 1.4200(18) .
N4 H4 0.8600 .
N5 H5A 0.883(9) .
N5 H5B 0.874(9) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N4 H4 O1 0.86 2.10 2.8194(17) 141.5 2_645 yes
N3 H3A N2 0.86 2.22 3.0684(18) 169.7 3_775 yes
N3 H3B O1 0.86 2.08 2.7104(17) 129.1 . yes
N5 H5A O1 0.883(9) 2.447(10) 3.329(2) 176.0(18) 3_676 yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
N1 C1 C2 N2 -0.9(3) . . . .
N3 C3 C4 N1 177.69(14) . . . .
N2 C3 C4 N1 -2.1(2) . . . .
N3 C3 C4 C5 -2.3(2) . . . .
N2 C3 C4 C5 177.90(13) . . . .
N1 C4 C5 O1 174.27(15) . . . .
C3 C4 C5 O1 -5.7(2) . . . .
N1 C4 C5 N4 -4.8(2) . . . .
C3 C4 C5 N4 175.18(13) . . . .
C3 C4 N1 C1 0.8(2) . . . .
C5 C4 N1 C1 -179.19(13) . . . .
C2 C1 N1 C4 0.7(2) . . . .
C1 C2 N2 C3 -0.4(2) . . . .
N3 C3 N2 C2 -178.01(15) . . . .
C4 C3 N2 C2 1.8(2) . . . .
O1 C5 N4 N5 2.7(2) . . . .
C4 C5 N4 N5 -178.24(14) . . . .
