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_2108713
_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, 0.3(O)'
_chemical_formula_sum            'C6 H5 N7 O0.3'
_chemical_formula_weight         179.97
_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
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Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
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_cell_length_b                   28.1674(5)
_cell_length_c                   4.15209(11)
_cell_measurement_reflns_used    5855
_cell_measurement_temperature    296.0(1)
_cell_measurement_theta_max      76.0480
_cell_measurement_theta_min      3.1300
_cell_volume                     3294.28(12)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
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_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      296.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5357
_diffrn_detector_type            Atlas
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_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details
;
  1 omega   57.00  120.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       40.8379  162.0000   95.0000 63

  2 omega   13.00  114.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       40.8379   77.0000 -120.0000 101

  3 omega  -33.00   48.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       40.8379  -37.0000    0.0000 81

  4 omega   69.00   95.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       40.8379 -125.0000 -180.0000 26

  5 omega  -25.00   66.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       40.8379  -37.0000   90.0000 91

  6 omega   39.00   69.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000  -90.0000 30

  7 omega   35.00   69.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000  150.0000 34

  8 omega   40.00   69.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000 -180.0000 29

  9 omega   38.00   68.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000  -60.0000 30

 10 omega  105.00  153.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  111.0000 -150.0000 48

 11 omega   86.00  113.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   61.0000 -180.0000 27

 12 omega   31.00  109.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -94.0000  120.0000 78

 13 omega   40.00   72.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -77.0000 -120.0000 32

 14 omega   77.00  103.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -77.0000 -120.0000 26

 15 omega   44.00   69.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000    0.0000 25

 16 omega   68.00   94.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -116.0000 -142.0000 26

 17 omega   49.00   75.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -45.0000    0.0000 26

 18 omega   39.00   77.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -45.0000   90.0000 38

 19 omega   38.00   63.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -45.0000  120.0000 25

 20 omega   57.00   98.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -94.0000   90.0000 41

 21 omega  100.00  158.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   45.0000  -90.0000 58

 22 omega  129.00  154.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   45.0000 -150.0000 25

 23 omega   41.00   77.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -45.0000 -120.0000 36

 24 omega   37.00   91.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -111.0000   60.0000 54

 25 omega  130.00  156.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   61.0000 -180.0000 26

 26 omega   50.00  116.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -111.0000 -120.0000 66

 27 omega   68.00  116.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -111.0000    0.0000 48

 28 omega   63.00  140.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000    0.0000 -150.0000 77
;
_diffrn_measurement_device       'four-circle diffractometer'
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_diffrn_orient_matrix_UB_12      0.0078899000
_diffrn_orient_matrix_UB_13      -0.2210150000
_diffrn_orient_matrix_UB_21      0.0012575000
_diffrn_orient_matrix_UB_22      0.0535032000
_diffrn_orient_matrix_UB_23      0.0768049000
_diffrn_orient_matrix_UB_31      0.0334874000
_diffrn_orient_matrix_UB_32      0.0081865000
_diffrn_orient_matrix_UB_33      -0.2879673000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0185
_diffrn_reflns_av_unetI/netI     0.0109
_diffrn_reflns_Laue_measured_fraction_full 0.999
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_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       5
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_diffrn_reflns_number            11092
_diffrn_reflns_point_group_measured_fraction_full 0.999
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_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.575
_diffrn_reflns_theta_min         6.285
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.896
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91489
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_description       plate
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_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.096
_refine_diff_density_min         -0.141
_refine_diff_density_rms         0.029
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
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_refine_ls_number_reflns         1725
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0371
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0600P)^2^+0.5562P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_reflns_Friedel_coverage         0.000
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_reflns_number_total             1725
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            dk5103sup1.cif
_cod_data_source_block           C6H5N7.H2Oat296K
_cod_original_cell_volume        3294.29(14)
_cod_original_sg_symbol_H-M      'I 41/a'
_cod_original_formula_sum        'C6 H5 N7 O0.30'
_cod_database_code               2108713
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C6 H5 N7 O1'
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     69.95
_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(0.3)
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)
;
_shelx_res_checksum              52676
_shelx_hkl_checksum              32702
_olex2_submission_special_instructions 'No special instructions were received'
_cod_database_fobs_code 2108713