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#$Date: 2022-01-01 06:19:30 +0200 (Sat, 01 Jan 2022) $
#$Revision: 271667 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/10/89/2108909.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2108909
loop_
_publ_author_name
'Rejnhardt, Piotr'
'Drozd, Marek'
'Daszkiewicz, Marek'
_publ_section_title
;
 Low-temperature phase transition and high-pressure phase stability of
 1H-pyrazole-1-carboxamidine nitrate
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              996
_journal_page_last               1002
_journal_paper_doi               10.1107/S2052520621010970
_journal_volume                  77
_journal_year                    2021
_chemical_formula_moiety         'C4 H7 N4, N O3'
_chemical_formula_sum            'C4 H7 N5 O3'
_chemical_formula_weight         173.15
_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   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2021-07-09
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 100.11(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.1439(9)
_cell_length_b                   10.2415(9)
_cell_length_c                   14.008(9)
_cell_measurement_reflns_used    1185
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.8870
_cell_measurement_theta_min      3.9600
_cell_volume                     726.5(5)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.2214
_diffrn_detector_type            'Sapphire2, large Be window'
_diffrn_measured_fraction_theta_full 0.354
_diffrn_measured_fraction_theta_max 0.354
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -20.00  31.60   0.60   30.00    --   25.00   0.00   0.00   86
  2  ω    -20.00  35.80   0.60   30.00    --   25.00   0.00 180.00   93
  3  ω     -3.00  46.80   0.60   30.00    --   25.00 -40.00-170.00   83
  4  ω     -3.00  46.80   0.60   30.00    --   25.00 -40.00  10.00   83
  5  ω      8.00  65.00   0.60   30.00    --   25.00 -82.00  30.00   95
  6  ω      8.00  65.00   0.60   30.00    --   25.00 -82.00-150.00   95
  7  ω     32.50  88.90   0.60   30.00    --   25.00-135.00-122.00   94
  8  ω     32.00  89.00   0.60   30.00    --   25.00-135.00  58.00   95
  9  ω     25.00  46.60   0.60   30.00    --  -25.00-135.00  58.00   36
 10  ω     25.00  46.60   0.60   30.00    --  -25.00-135.00-122.00   36
 11  ω      0.00  22.80   0.60   30.00    --  -25.00 -82.00-150.00   38
 12  ω      0.00  22.80   0.60   30.00    --  -25.00 -82.00  30.00   38
 13  ω    -19.00  17.00   0.60   30.00    --  -25.00 -40.00  10.00   60
 14  ω    -19.00  17.00   0.60   30.00    --  -25.00 -40.00-170.00   60
 15  ω    -33.00  21.60   0.60   30.00    --  -25.00   0.00 180.00   91
 16  ω    -33.00  21.60   0.60   30.00    --  -25.00   0.00   0.00   91
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0548685000
_diffrn_orient_matrix_UB_12      -0.0152512000
_diffrn_orient_matrix_UB_13      0.0417285000
_diffrn_orient_matrix_UB_21      -0.1288264000
_diffrn_orient_matrix_UB_22      0.0036511000
_diffrn_orient_matrix_UB_23      -0.0279698000
_diffrn_orient_matrix_UB_31      0.0054130000
_diffrn_orient_matrix_UB_32      -0.0674238000
_diffrn_orient_matrix_UB_33      -0.0110027000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0574
_diffrn_reflns_av_unetI/netI     0.0422
_diffrn_reflns_Laue_measured_fraction_full 0.354
_diffrn_reflns_Laue_measured_fraction_max 0.354
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            3998
_diffrn_reflns_point_group_measured_fraction_full 0.354
_diffrn_reflns_point_group_measured_fraction_max 0.354
_diffrn_reflns_theta_full        25.056
_diffrn_reflns_theta_max         25.056
_diffrn_reflns_theta_min         3.979
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.135
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.22163
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.583
_exptl_crystal_description       prism
_exptl_crystal_F_000             360
_refine_diff_density_max         0.099
_refine_diff_density_min         -0.127
_refine_diff_density_rms         0.029
_refine_ls_extinction_coef       0.024(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.135
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         457
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.135
_refine_ls_R_factor_all          0.0809
_refine_ls_R_factor_gt           0.0499
_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)+(0.0253P)²+0.7970P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0915
_refine_ls_wR_factor_ref         0.1067
_reflns_Friedel_coverage         0.000
_reflns_number_gt                330
_reflns_number_total             457
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            xk5086sup1.cif
_cod_data_source_block           0.13GPa
_cod_database_code               2108909
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C4N4NO3H7
_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.
;
_reflns_odcompleteness_completeness 34.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.00
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3)
2.b X=CH2 refined with riding coordinates:
 N3(H3A,H3B), N4(H4A,H4B)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.658
_oxdiff_exptl_absorpt_empirical_full_min 0.803
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
C1 C 0.1111(14) 0.7877(5) 0.5380(8) 0.059(9) Uani 1 1 d . . . . .
H1 H -0.035497 0.827309 0.500879 0.071 Uiso 1 1 calc R . . . .
C2 C 0.3256(15) 0.8563(5) 0.5892(9) 0.069(9) Uani 1 1 d . . . . .
H2 H 0.346847 0.946475 0.592781 0.083 Uiso 1 1 calc R . . . .
C3 C 0.4951(15) 0.7654(4) 0.6322(9) 0.067(9) Uani 1 1 d . . . . .
H3 H 0.656829 0.780155 0.672248 0.080 Uiso 1 1 calc R . . . .
C4 C 0.4781(15) 0.5226(4) 0.6294(9) 0.037(9) Uani 1 1 d . . . . .
N1 N 0.3828(11) 0.6469(3) 0.6056(7) 0.040(8) Uani 1 1 d . . . . .
N2 N 0.1402(10) 0.6607(3) 0.5482(7) 0.062(7) Uani 1 1 d . . . . .
N3 N 0.3397(11) 0.4238(4) 0.5910(7) 0.071(8) Uani 1 1 d . . . . .
H3A H 0.398422 0.345675 0.602186 0.085 Uiso 1 1 calc R . . . .
H3B H 0.189376 0.436508 0.554266 0.085 Uiso 1 1 calc R . . . .
N4 N 0.7073(11) 0.5080(4) 0.6856(7) 0.069(7) Uani 1 1 d . . . . .
H4A H 0.771111 0.431093 0.698110 0.083 Uiso 1 1 calc R . . . .
H4B H 0.794373 0.575385 0.709991 0.083 Uiso 1 1 calc R . . . .
N5 N 0.2467(12) 0.6486(4) 0.8249(8) 0.077(9) Uani 1 1 d . . . . .
O1 O 0.4850(9) 0.6735(3) 0.8574(6) 0.060(6) Uani 1 1 d . . . . .
O2 O 0.1682(10) 0.5354(3) 0.8225(7) 0.107(8) Uani 1 1 d . . . . .
O3 O 0.0896(9) 0.7382(3) 0.7936(6) 0.065(7) Uani 1 1 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
_geom_angle_publ_flag
N2 C1 C2 112.2(5) . . ?
C3 C2 C1 105.9(4) . . ?
C2 C3 N1 106.4(4) . . ?
N3 C4 N1 118.1(4) . . ?
N3 C4 N4 122.1(4) . . ?
N4 C4 N1 119.7(4) . . ?
C3 N1 C4 129.5(4) . . ?
C3 N1 N2 111.6(4) . . ?
N2 N1 C4 119.0(4) . . ?
C1 N2 N1 103.9(4) . . ?
O2 N5 O1 119.8(4) . . ?
O2 N5 O3 119.7(5) . . ?
O3 N5 O1 120.5(4) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.396(7) . ?
C1 N2 1.315(6) . ?
C2 C3 1.344(7) . ?
C3 N1 1.367(6) . ?
C4 N1 1.384(6) . ?
C4 N3 1.299(6) . ?
C4 N4 1.306(6) . ?
N1 N2 1.368(5) . ?
N5 O1 1.256(6) . ?
N5 O2 1.227(5) . ?
N5 O3 1.250(5) . ?

_cod_database_fobs_code 2108909
