Diverse tetracyanodihydrodipyrazinopyrazine clathrate crystals assembled from weak intermolecular interactions
Watanabe, Kosuke; Sugiyama, Haruki; Segawa, Yasutomo; CrystEngComm 27 (2025) 3552–3559; doi:10.1039/D5CE00289C

data_7250301
_publ_section_title
;
 Diverse tetracyanodihydrodipyrazinopyrazine clathrate crystals assembled
 from weak intermolecular interactions
;
_journal_issue                   21
_journal_name_full               CrystEngComm
_journal_page_first              3552
_journal_page_last               3559
_journal_paper_doi               10.1039/D5CE00289C
_journal_volume                  27
_journal_year                    2025
_chemical_formula_moiety         'C30 H22 N10'
_chemical_formula_sum            'C30 H22 N10'
_chemical_formula_weight         522.57
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2025-03-14
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-03-14 deposited with the CCDC.	2025-04-23 downloaded from the CCDC.
;
_cell_angle_alpha                102.350(8)
_cell_angle_beta                 100.096(7)
_cell_angle_gamma                105.742(8)
_cell_formula_units_Z            1
_cell_length_a                   8.2859(7)
_cell_length_b                   8.7094(9)
_cell_length_c                   11.0860(9)
_cell_measurement_reflns_used    1471
_cell_measurement_temperature    293.15
_cell_measurement_theta_max      70.0750
_cell_measurement_theta_min      5.4460
_cell_volume                     728.67(13)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean 8.1195
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -34.00  -6.00   1.00   24.00    --   35.13 -19.00-120.00   28
  2  \w     79.00 104.00   1.00   24.00    --   35.13  37.00 120.00   25
  3  \w      8.00  35.00   1.00   24.00    --   35.13 -57.00 120.00   27
  4  \w     69.00  96.00   1.00   24.00    --   35.13  37.00  30.00   27
  5  \w     56.00  87.00   1.00   24.00    --   35.13-125.00  60.00   31
  6  \w     20.00  45.00   1.00   24.00    --   35.13 -19.00-150.00   25
  7  \w     33.00  61.00   1.00   24.00    --   35.13-125.00-180.00   28
  8  \w      9.00  59.00   1.00   24.00    --   35.13  19.00 -60.00   50
  9  \w     -9.00  18.00   1.00   24.00    --   35.13 -77.00-150.00   27
 10  \w     21.00  66.00   1.00   24.00    --   35.13 -99.00  90.00   45
 11  \w    -29.00  -2.00   1.00   24.00    --   35.13 -19.00  60.00   27
 12  \w     31.00  58.00   1.00   24.00    --   35.13  37.00 120.00   27
 13  \w     11.00  36.00   1.00   24.00    --   35.13 -99.00  60.00   25
 14  \w     11.00  36.00   1.00   24.00    --   35.13 -19.00  60.00   25
 15  \w    -34.00  -4.00   1.00   24.00    --   35.13 -19.00  30.00   30
 16  \w     69.00  94.00   1.00   24.00    --   35.13  57.00  60.00   25
 17  \w    -20.00  46.00   1.00   24.00    --   35.13 -19.00 -90.00   66
 18  \w     24.00  52.00   1.00   24.00    --   35.13 -99.00  30.00   28
 19  \w     20.00  84.00   1.00   24.00    --   35.13  57.00-150.00   64
 20  \w     10.00  43.00   1.00   24.00    --   35.13 -77.00 -30.00   33
 21  \w    -35.00  -9.00   1.00   24.00    --   35.13 -19.00   0.00   26
 22  \w     72.00  97.00   1.00   24.00    --   35.13  57.00  90.00   25
 23  \w     27.00  71.00   1.00   24.00    --   35.13 -99.00-120.00   44
 24  \w     10.00  35.00   1.00   24.00    --   35.13 -99.00 -30.00   25
 25  \w     46.00  71.00   1.00   24.00    --   35.13 -99.00 -30.00   25
 26  \w     41.00  70.00   1.00   24.00    --  107.04 -45.00   0.00   29
 27  \w     54.00 105.00   1.00   24.00    --  107.04 -94.00   0.00   51
 28  \w     41.00  72.00   1.00   24.00    --  107.04 -45.00-180.00   31
 29  \w     63.00 107.00   1.00   24.00    --  107.04-111.00 -30.00   44
 30  \w     39.00 176.00   1.00   24.00    --  107.04   0.00-120.00  137
 31  \w    100.00 152.00   1.00   24.00    --  107.04  61.00 -90.00   52
 32  \w    123.00 174.00   1.00   24.00    --  107.04  77.00-120.00   51
 33  \w     66.00 106.00   1.00   24.00    --  107.04 -94.00-180.00   40
 34  \w     41.00  72.00   1.00   24.00    --  107.04 -45.00 150.00   31
 35  \w     41.00  72.00   1.00   24.00    --  107.04 -45.00 120.00   31
 36  \w    143.00 175.00   1.00   24.00    --  107.04  77.00  90.00   32
 37  \w     41.00  71.00   1.00   24.00    --  107.04 -45.00 -30.00   30
 38  \w     41.00  72.00   1.00   24.00    --  107.04 -45.00 -60.00   31
 39  \w     44.00 100.00   1.00   24.00    --  107.04 -94.00  90.00   56
 40  \w     39.00  71.00   1.00   24.00    --  107.04 -45.00-150.00   32
 41  \w     41.00  71.00   1.00   24.00    --  107.04 -45.00-120.00   30
 42  \w    123.00 150.00   1.00   24.00    --  107.04 111.00-150.00   27
 43  \w     62.00 101.00   1.00   24.00    --  107.04-111.00-180.00   39
 44  \w     41.00  71.00   1.00   24.00    --  107.04 -45.00  90.00   30
 45  \w    113.00 138.00   1.00   24.00    --  107.04  77.00  90.00   25
 46  \w     82.00 109.00   1.00   24.00    --  107.04 -77.00   0.00   27
 47  \w     87.00 114.00   1.00   24.00    --  107.04 -77.00-180.00   27
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0231
_diffrn_reflns_av_unetI/netI     0.0439
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4979
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.527
_diffrn_reflns_theta_min         5.490
_exptl_absorpt_coefficient_mu    0.610
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80533
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.191
_exptl_crystal_description       plate
_exptl_crystal_F_000             272
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.185
_refine_diff_density_min         -0.149
_refine_diff_density_rms         0.036
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     184
_refine_ls_number_reflns         2756
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0992
_refine_ls_R_factor_gt           0.0619
_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^)+(0.0819P)^2^+0.0062P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1548
_refine_ls_wR_factor_ref         0.1805
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1735
_reflns_number_total             2756
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ce00289c2.cif
_cod_data_source_block           HC-TCDP-RT
_cod_depositor_comments
'Adding full bibliography for 7250300--7250316.cif.'
_cod_original_cell_volume        728.67(12)
_cod_database_code               7250301
_shelx_shelxl_version_number     2018/3
_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.a Aromatic/amide H refined with riding coordinates:
 C15(H15), C18(H18)
2.b Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C20(H20A,H20B,H20C), C17(H17A,H17B,H17C)
;
_shelx_res_checksum              42309
_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
- Detector area scaling
;