Crystal design by CH···N and N···N interactions: high-pressure structures of high-nitrogen-content azido-triazolopyridazines compounds
Olejniczak, Anna; Katrusiak, Anna; Podsiadło, Marcin; Katrusiak, Andrzej; Acta Crystallographica Section B 76 (2020) –; doi:10.1107/S2052520620014493

data_2108720
_publ_section_title
;
 Crystal design by CH&#x00B7;&#x00B7;&#x00B7;N and
 N&#x00B7;&#x00B7;&#x00B7;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         'C6 H5 N7, 0.5(O)'
_chemical_formula_sum            'C6 H5 N7 O0.5'
_chemical_formula_weight         183.17
_chemical_name_systematic
3-methyl-6-azido-1,2,4-triazolo[4,3-b]pyridazine
_space_group_crystal_system      tetragonal
_space_group_IT_number           88
_space_group_name_Hall           '-I 4ad'
_space_group_name_H-M_alt        'I 41/a :2'
_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                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   27.972(6)
_cell_length_b                   27.972(6)
_cell_length_c                   3.9991(8)
_cell_measurement_pressure       580000
_cell_measurement_reflns_used    601
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      14.2030
_cell_measurement_theta_min      4.0510
_cell_volume                     3129.0(11)
_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         580000
_diffrn_ambient_temperature      296(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2413
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.759
_diffrn_measured_fraction_theta_max 0.677
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \f    -35.00  19.75   0.75   15.00   0.00 -30.00   0.00    --    73
  2  \f    140.00 200.00   0.75   15.00   0.00 -30.00   0.00    --    80
  3  \f    160.00 217.00   0.75   15.00   0.00  30.00   0.00    --    76
  4  \f    -20.00  34.75   0.75   15.00   0.00  30.00   0.00    --    73
  5  \w    -24.00  24.00   0.75   15.00    --   30.00  39.46 -12.90   64
  6  \w    -24.00  24.00   0.75   15.00    --   30.00  39.46 167.10   64
  7  \w    -50.00  10.00   0.75   15.00    --  -30.00  39.46 167.10   80
  8  \w    -50.00  10.00   0.75   15.00    --  -30.00  39.46 -12.90   80
  9  \w    -64.00  -8.50   0.75   15.00    --  -30.00  81.40 -28.90   74
 10  \w    -64.00  -8.50   0.75   15.00    --  -30.00  81.40 151.10   74
 11  \w    -19.00   8.00   0.75   15.00    --   30.00  81.40 151.10   36
 12  \w    -19.00   8.00   0.75   15.00    --   30.00  81.40 -28.90   36
 13  \w    -43.00 -21.25   0.75   15.00    --   30.00 134.60 -56.90   29
 14  \w    -43.00 -21.25   0.75   15.00    --   30.00 134.60 123.10   29
 15  \w    -90.00 -36.00   0.75   15.00    --  -30.00 134.60 123.10   72
 16  \w    -90.00 -36.00   0.75   15.00    --  -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      0.0117529000
_diffrn_orient_matrix_UB_12      -0.0201470000
_diffrn_orient_matrix_UB_13      0.0695007000
_diffrn_orient_matrix_UB_21      -0.0165238000
_diffrn_orient_matrix_UB_22      -0.0153761000
_diffrn_orient_matrix_UB_23      -0.0809406000
_diffrn_orient_matrix_UB_31      0.0152256000
_diffrn_orient_matrix_UB_32      -0.0011375000
_diffrn_orient_matrix_UB_33      -0.1415788000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.3458
_diffrn_reflns_av_unetI/netI     0.3297
_diffrn_reflns_Laue_measured_fraction_full 0.759
_diffrn_reflns_Laue_measured_fraction_max 0.677
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            8942
_diffrn_reflns_point_group_measured_fraction_full 0.759
_diffrn_reflns_point_group_measured_fraction_max 0.677
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.231
_diffrn_reflns_theta_min         4.121
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.115
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.08164
_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    1.555
_exptl_crystal_description       plate
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.215
_refine_diff_density_min         -0.176
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.963
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     128
_refine_ls_number_reflns         1185
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.963
_refine_ls_R_factor_all          0.3085
_refine_ls_R_factor_gt           0.0843
_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/[\s^2^(Fo^2^)+(0.0754P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1658
_refine_ls_wR_factor_ref         0.2482
_reflns_Friedel_coverage         0.000
_reflns_number_gt                349
_reflns_number_total             1185
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            dk5103sup1.cif
_cod_data_source_block           C6H5N7.H2Oat0_58GPa
_cod_original_cell_volume        3129.1(14)
_cod_original_sg_symbol_H-M      'I 41/a'
_cod_original_formula_sum        'C6 H5 N7 O0.50'
_cod_database_code               2108720
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         C6H5N7O1
_reflns_odcompleteness_completeness 64.23
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.17
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: O1(0.5)
3.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C7(H7)
3.b Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C)
;
_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 8.604
_oxdiff_exptl_absorpt_empirical_full_min 0.582