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_7250312
_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, 4(C6 H6)'
_chemical_formula_sum            'C54 H46 N10'
_chemical_formula_weight         835.01
_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
_audit_creation_date             2025-02-13
_audit_creation_method
;
Olex2 1.5
(compiled 2024.01.12 svn.r2f8d729c for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-03-10 deposited with the CCDC.	2025-04-23 downloaded from the CCDC.
;
_cell_angle_alpha                65.920(9)
_cell_angle_beta                 69.939(7)
_cell_angle_gamma                85.587(7)
_cell_formula_units_Z            1
_cell_length_a                   10.4303(7)
_cell_length_b                   11.1097(10)
_cell_length_c                   11.7866(10)
_cell_measurement_reflns_used    1552
_cell_measurement_temperature    200.00(10)
_cell_measurement_theta_max      68.9610
_cell_measurement_theta_min      4.3700
_cell_volume                     1168.1(2)
_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 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      200.15
_diffrn_detector_area_resol_mean 8.1195
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_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     -4.00  22.00   1.00   30.50    --  -34.90  19.00-180.00   26
  2  \w     37.00  70.00   1.00   30.50    --   34.90-125.00-150.00   33
  3  \w     50.00 104.00   1.00   30.50    --   34.90  19.00   0.00   54
  4  \w      0.00  62.00   1.00   30.50    --   34.90 -77.00 120.00   62
  5  \w     28.00  99.00   1.00   30.50    --   34.90  37.00  30.00   71
  6  \w    -36.00  44.00   1.00   30.50    --   34.90 -19.00  30.00   80
  7  \w    -19.00  28.00   1.00   30.50    --   34.90 -77.00 -60.00   47
  8  \w    -10.00  15.00   1.00   30.50    --   34.90 -19.00-150.00   25
  9  \w    -28.00  44.00   1.00   30.50    --   34.90 -19.00 150.00   72
 10  \w     39.00  83.00   1.00   30.50    --   34.90-125.00  60.00   44
 11  \w     33.00  84.00   1.00   30.50    --   34.90-125.00 -60.00   51
 12  \w     31.00  57.00   1.00   30.50    --   34.90 -99.00  90.00   26
 13  \w     39.00  71.00   1.00   30.50    --  107.04 -45.00  30.00   32
 14  \w    110.00 175.00   1.00   30.50    --  107.04  77.00 -30.00   65
 15  \w     64.00 100.00   1.00   30.50    --  107.04-111.00-180.00   36
 16  \w    129.00 160.00   1.00   30.50    --  107.04  45.00   0.00   31
 17  \w     87.00 113.00   1.00   30.50    --  107.04 -77.00-180.00   26
 18  \w     40.00  70.00   1.00   30.50    --  107.04 -45.00-180.00   30
 19  \w     40.00  67.00   1.00   30.50    --  107.04 -45.00  60.00   27
 20  \w     39.00  64.00   1.00   30.50    --  107.04 -45.00 -30.00   25
 21  \w     61.00 105.00   1.00   30.50    --  107.04-111.00 -30.00   44
 22  \w     61.00 109.00   1.00   30.50    --  107.04-111.00  90.00   48
 23  \w     40.00  72.00   1.00   30.50    --  107.04 -45.00 -90.00   32
 24  \w    104.00 172.00   1.00   30.50    --  107.04  77.00-180.00   68
 25  \w     44.00  71.00   1.00   30.50    --  107.04 -45.00-120.00   27
 26  \w     42.00  72.00   1.00   30.50    --  107.04 -45.00-150.00   30
 27  \w     40.00  70.00   1.00   30.50    --  107.04 -45.00 120.00   30
 28  \w     63.00  93.00   1.00   30.50    --  107.04 -61.00  60.00   30
 29  \w     42.00  69.00   1.00   30.50    --  107.04 -45.00 -60.00   27
 30  \w     57.00  99.00   1.00   30.50    --  107.04 -94.00   0.00   42
 31  \w     71.00 106.00   1.00   30.50    --  107.04 -94.00-180.00   35
 32  \w    123.00 149.00   1.00   30.50    --  107.04 111.00 -90.00   26
 33  \w     38.00 172.00   1.00   30.50    --  107.04   0.00 150.00  134
;
_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  0.0331
_diffrn_reflns_av_unetI/netI     0.0685
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7472
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.246
_diffrn_reflns_theta_min         4.371
_exptl_absorpt_coefficient_mu    0.566
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74203
_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    1.187
_exptl_crystal_description       block
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.254
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         4263
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.990
_refine_ls_R_factor_all          0.1042
_refine_ls_R_factor_gt           0.0614
_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^)+(0.0709P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1388
_refine_ls_wR_factor_ref         0.1704
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2550
_reflns_number_total             4263
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ce00289c2.cif
_cod_data_source_block           TCDP-benzene
_cod_depositor_comments
'Adding full bibliography for 7250300--7250316.cif.'
_cod_original_cell_volume        1168.12(19)
_cod_database_code               7250312
_shelx_shelxl_version_number     2019/3
_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:
 C5(H5), C3(H3), C21(H21), C22(H22), C26(H26), C24(H24), C29(H29), C23(H23),
 C28(H28), C25(H25), C31(H31), C27(H27), C32(H32), C30(H30)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C9(H9A,H9B,H9C), C8(H8A,H8B,H8C)
;
_shelx_res_checksum              8878
_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
;