#------------------------------------------------------------------------------
#$Date: 2020-11-24 07:11:03 +0200 (Tue, 24 Nov 2020) $
#$Revision: 259226 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/10/87/2108703.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_2108703
loop_
_publ_author_name
'Olejniczak, Anna'
'Katrusiak, Anna'
'Podsiadło, Marcin'
'Katrusiak, Andrzej'
_publ_section_title
;
 Crystal design by CH···N and
 N···N interactions: high-pressure structures of
 high-nitrogen-content azido-triazolopyridazines compounds
;
_journal_coeditor_code           DK5103SUP1
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2052520620014493
_journal_volume                  76
_journal_year                    2020
_chemical_formula_moiety         'C5 H3 N7'
_chemical_formula_sum            'C5 H3 N7'
_chemical_formula_weight         161.14
_chemical_name_systematic        6-azido-1,2,4-triazolo[4,3-b]pyridazine
_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             2018-10-29
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 95.91(6)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   8.1016(19)
_cell_length_b                   18.473(4)
_cell_length_c                   9.04(2)
_cell_measurement_pressure       140000
_cell_measurement_reflns_used    569
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      18.4610
_cell_measurement_theta_min      4.6140
_cell_volume                     1346(3)
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      'diamond-anvil cell'
_diffrn_ambient_pressure         140000
_diffrn_ambient_temperature      296
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2413
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.310
_diffrn_measured_fraction_theta_max 0.281
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  φ    -35.00  19.75   0.75   35.00   0.00 -30.00   0.00    --    73
  2  φ    140.00 200.00   0.75   35.00   0.00 -30.00   0.00    --    80
  3  φ    160.00 217.00   0.75   35.00   0.00  30.00   0.00    --    76
  4  φ    -20.00  34.75   0.75   35.00   0.00  30.00   0.00    --    73
  5  ω    -24.00  24.00   0.75   35.00    --   30.00  39.46 -12.90   64
  6  ω    -24.00  24.00   0.75   35.00    --   30.00  39.46 167.10   64
  7  ω    -50.00  10.00   0.75   35.00    --  -30.00  39.46 167.10   80
  8  ω    -50.00  10.00   0.75   35.00    --  -30.00  39.46 -12.90   80
  9  ω    -64.00  -8.50   0.75   35.00    --  -30.00  81.40 -28.90   74
 10  ω    -64.00  -8.50   0.75   35.00    --  -30.00  81.40 151.10   74
 11  ω    -19.00   8.00   0.75   35.00    --   30.00  81.40 151.10   36
 12  ω    -19.00   8.00   0.75   35.00    --   30.00  81.40 -28.90   36
 13  ω    -43.00 -21.25   0.75   35.00    --   30.00 134.60 -56.90   29
 14  ω    -43.00 -21.25   0.75   35.00    --   30.00 134.60 123.10   29
 15  ω    -90.00 -36.00   0.75   35.00    --  -30.00 134.60 123.10   72
 16  ω    -90.00 -36.00   0.75   35.00    --  -30.00 134.60 -56.90   72
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'KM-4 CCD'
_diffrn_measurement_method
;
HP omega scans - for more details see:
A. Budzianowski, A. Katrusiak in High-Pressure Crystallography
(Eds.: A. Katrusiak, P. F. McMillan),
Dordrecht: Kluwer Acad. Publ., 2004 pp.157-168
;
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0017004000
_diffrn_orient_matrix_UB_12      -0.0016375000
_diffrn_orient_matrix_UB_13      -0.0781220000
_diffrn_orient_matrix_UB_21      -0.0872725000
_diffrn_orient_matrix_UB_22      0.0050967000
_diffrn_orient_matrix_UB_23      -0.0099713000
_diffrn_orient_matrix_UB_31      0.0116175000
_diffrn_orient_matrix_UB_32      0.0380349000
_diffrn_orient_matrix_UB_33      -0.0021626000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.2845
_diffrn_reflns_av_unetI/netI     0.2106
_diffrn_reflns_Laue_measured_fraction_full 0.310
_diffrn_reflns_Laue_measured_fraction_max 0.281
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       2
_diffrn_reflns_limit_l_min       -2
_diffrn_reflns_number            7791
_diffrn_reflns_point_group_measured_fraction_full 0.310
_diffrn_reflns_point_group_measured_fraction_max 0.281
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.194
_diffrn_reflns_theta_min         4.616
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.117
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.25395
_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            colorless
_exptl_crystal_density_diffrn    1.590
_exptl_crystal_description       plate
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.079
_refine_diff_density_min         -0.084
_refine_diff_density_rms         0.023
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         845
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.2130
_refine_ls_R_factor_gt           0.0587
_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)+(0.0116P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0608
_refine_ls_wR_factor_ref         0.0884
_reflns_Friedel_coverage         0.000
_reflns_number_gt                360
_reflns_number_total             845
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            dk5103sup1.cif
_cod_data_source_block           C5H3N7at0.14GPa
_cod_database_code               2108703
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         C5H3N7
_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 28.08
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.14
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C6) \\sim Ueq: with sigma of 0.05 and sigma for terminal atoms of 0.1
Uanis(N2) \\sim Ueq: with sigma of 0.05 and sigma for terminal atoms of 0.1
Uanis(C9) \\sim Ueq: with sigma of 0.05 and sigma for terminal atoms of 0.1
3.a Aromatic/amide H refined with riding coordinates:
 C27(H27), C28(H28), C23(H23), C7(H7), C8(H8), C3(H3)
;
_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 3.254
_oxdiff_exptl_absorpt_empirical_full_min 0.462
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
N24 N 0.6581(7) 0.5006(3) 0.3951(18) 0.063(15) Uani 1 1 d . . . . .
N25 N 0.5663(7) 0.5557(3) 0.326(2) 0.052(16) Uani 1 1 d . . . . .
C26 C 0.4604(11) 0.5323(4) 0.220(3) 0.07(3) Uani 1 1 d . . . . .
C27 C 0.4368(9) 0.4588(4) 0.177(4) 0.11(3) Uani 1 1 d . . . . .
H27 H 0.3549 0.4469 0.1009 0.131 Uiso 1 1 calc R . . . .
C28 C 0.5301(10) 0.4074(4) 0.243(3) 0.08(3) Uani 1 1 d . . . . .
H28 H 0.5200 0.3595 0.2118 0.098 Uiso 1 1 calc R . . . .
C29 C 0.6458(10) 0.4279(4) 0.363(3) 0.05(2) Uani 1 1 d . . . . .
N21 N 0.7558(8) 0.3914(3) 0.4515(19) 0.085(17) Uani 1 1 d . . . . .
N22 N 0.8372(7) 0.4419(4) 0.553(2) 0.102(19) Uani 1 1 d . . . . .
C23 C 0.7786(9) 0.5065(3) 0.506(2) 0.091(18) Uani 1 1 d . . . . .
H23 H 0.8174 0.5504 0.5464 0.109 Uiso 1 1 calc R . . . .
N210 N 0.3545(7) 0.5819(3) 0.138(2) 0.11(3) Uani 1 1 d . . . . .
N211 N 0.3722(6) 0.6462(4) 0.1818(18) 0.077(16) Uani 1 1 d . . . . .
N212 N 0.3721(6) 0.7059(3) 0.2096(16) 0.091(16) Uani 1 1 d . . . . .
N4 N 0.7969(8) 0.7241(3) 0.630(2) 0.06(2) Uani 1 1 d . . . . .
N5 N 0.8826(8) 0.6702(3) 0.707(2) 0.047(17) Uani 1 1 d . . . . .
C6 C 0.9942(10) 0.6946(4) 0.806(3) 0.043(14) Uani 1 1 d . U . . .
C7 C 1.0311(7) 0.7696(4) 0.838(3) 0.08(2) Uani 1 1 d . . . . .
H7 H 1.1141 0.7823 0.9127 0.098 Uiso 1 1 calc R . . . .
C8 C 0.9450(10) 0.8200(4) 0.761(3) 0.10(2) Uani 1 1 d . . . . .
H8 H 0.9645 0.8689 0.7803 0.115 Uiso 1 1 calc R . . . .
C9 C 0.8229(11) 0.7976(4) 0.648(3) 0.041(14) Uani 1 1 d . U . . .
N1 N 0.7205(8) 0.8330(3) 0.5524(19) 0.089(18) Uani 1 1 d . . . . .
N2 N 0.6263(6) 0.7811(3) 0.470(3) 0.054(14) Uani 1 1 d . U . . .
C3 C 0.6752(9) 0.7173(4) 0.525(3) 0.08(3) Uani 1 1 d . . . . .
H3 H 0.6289 0.6733 0.4920 0.093 Uiso 1 1 calc R . . . .
N10 N 1.0944(7) 0.6461(4) 0.8986(18) 0.068(15) Uani 1 1 d . . . . .
N11 N 1.0684(6) 0.5809(5) 0.864(2) 0.110(19) Uani 1 1 d . . . . .
N12 N 1.0629(8) 0.5206(3) 0.849(2) 0.09(2) 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'
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
N25 N24 C29 127.2(12) . . ?
C23 N24 N25 127.1(8) . . ?
C23 N24 C29 105.7(9) . . ?
C26 N25 N24 112.1(8) . . ?
N25 C26 C27 125.8(13) . . ?
N25 C26 N210 119.6(8) . . ?
N210 C26 C27 114.6(17) . . ?
C26 C27 H27 119.7 . . ?
C28 C27 C26 120.6(18) . . ?
C28 C27 H27 119.7 . . ?
C27 C28 H28 121.3 . . ?
C27 C28 C29 117.4(11) . . ?
C29 C28 H28 121.3 . . ?
N24 C29 C28 116.9(10) . . ?
N21 C29 N24 109.9(12) . . ?
N21 C29 C28 133.1(9) . . ?
C29 N21 N22 107.2(7) . . ?
C23 N22 N21 104.7(11) . . ?
N24 C23 N22 112.1(9) . . ?
N24 C23 H23 124.0 . . ?
N22 C23 H23 124.0 . . ?
N211 N210 C26 113.8(12) . . ?
N212 N211 N210 171.8(11) . . ?
N5 N4 C9 126.6(10) . . ?
C3 N4 N5 127.4(7) . . ?
C3 N4 C9 106.0(8) . . ?
C6 N5 N4 112.5(8) . . ?
N5 C6 C7 126.5(10) . . ?
N5 C6 N10 120.5(7) . . ?
N10 C6 C7 113.0(12) . . ?
C6 C7 H7 120.6 . . ?
C8 C7 C6 118.8(15) . . ?
C8 C7 H7 120.6 . . ?
C7 C8 H8 121.0 . . ?
C7 C8 C9 118.0(9) . . ?
C9 C8 H8 121.0 . . ?
N4 C9 C8 117.5(10) . . ?
N1 C9 N4 109.5(10) . . ?
N1 C9 C8 132.9(8) . . ?
C9 N1 N2 106.6(8) . . ?
C3 N2 N1 106.6(10) . . ?
N4 C3 N2 111.3(8) . . ?
N4 C3 H3 124.4 . . ?
N2 C3 H3 124.4 . . ?
N11 N10 C6 112.6(11) . . ?
N12 N11 N10 170.1(14) . . ?
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
N24 N25 1.373(12) . ?
N24 C29 1.375(9) . ?
N24 C23 1.331(18) . ?
N25 C26 1.29(2) . ?
C26 C27 1.420(14) . ?
C26 N210 1.413(17) . ?
C27 H27 0.9300 . ?
C27 C28 1.319(17) . ?
C28 H28 0.9300 . ?
C28 C29 1.41(2) . ?
C29 N21 1.320(15) . ?
N21 N22 1.424(16) . ?
N22 C23 1.336(10) . ?
C23 H23 0.9300 . ?
N210 N211 1.257(10) . ?
N211 N212 1.130(9) . ?
N4 N5 1.360(13) . ?
N4 C9 1.382(8) . ?
N4 C3 1.31(2) . ?
N5 C6 1.287(17) . ?
C6 C7 1.443(10) . ?
C6 N10 1.424(17) . ?
C7 H7 0.9300 . ?
C7 C8 1.320(19) . ?
C8 H8 0.9300 . ?
C8 C9 1.41(2) . ?
C9 N1 1.313(17) . ?
N1 N2 1.395(14) . ?
N2 C3 1.324(10) . ?
C3 H3 0.9300 . ?
N10 N11 1.256(9) . ?
N11 N12 1.123(8) . ?

_cod_database_fobs_code 2108703
