;   () –; doi:10.1039/D4CP03313B

data_1573315
_journal_paper_doi               10.1039/D4CP03313B
_chemical_formula_moiety         'C21 H11 N3 O'
_chemical_formula_sum            'C21 H11 N3 O'
_chemical_formula_weight         321.33
_chemical_name_common            'R 6'
_chemical_name_systematic
2-((6-(dibenzo[b,d]furan-4-yl)pyridin-2-yl)methylene)malononitrile
_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     dual
_audit_creation_date             2024-04-23
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-05-01 deposited with the CCDC.	2024-11-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.3150(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.42920(10)
_cell_length_b                   15.49490(10)
_cell_length_c                   13.35450(10)
_cell_measurement_reflns_used    11460
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      78.4190
_cell_measurement_theta_min      4.4000
_cell_volume                     1507.42(3)
_computing_cell_refinement       'CrysAlisPro 1.171.43.98a (Rigaku OD, 2023)'
_computing_data_collection
'CrysAlisPro system (CCD 43.103a 64-bit (release 20-12-2023))'
_computing_data_reduction        'CrysAlisPro 1.171.43.98a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_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    -24.00  66.00   0.50    0.05    --   47.72 -66.00 -70.00  180
  2  \w    -13.00  28.00   0.50    0.05    --  -47.72  19.00  60.00   82
  3  \w    -66.00  25.00   0.50    0.05    --  -47.72  66.00  63.00  182
  4  \w    -66.00  25.00   0.50    0.05    --  -47.72  66.00  63.00  182
  5  \w    -27.00  12.00   0.50    0.05    --   47.72 -19.00 150.00   78
  6  \w    -27.00  12.00   0.50    0.05    --   47.72 -19.00 120.00   78
  7  \w     69.00  95.00   0.50    0.10    --  113.25 -95.00 -30.00   52
  8  \w     42.00  85.00   0.50    0.10    --  113.25 -66.00 -70.00   86
  9  \w     49.00  87.00   0.50    0.10    --  113.25 -95.00-150.00   76
 10  \w     44.00  75.00   0.50    0.10    --  113.25 -61.00-120.00   62
 11  \w     42.00  69.00   0.50    0.10    --  113.25 -61.00 -60.00   54
 12  \w     47.00  73.00   0.50    0.10    --  113.25 -61.00 -30.00   52
 13  \w     43.00  69.00   0.50    0.10    --  113.25 -61.00   0.00   52
 14  \w     42.00  67.00   0.50    0.10    --  113.25 -61.00  60.00   50
 15  \w     42.00  70.00   0.50    0.10    --  113.25 -61.00 120.00   56
 16  \w     42.00  67.00   0.50    0.10    --  113.25 -61.00 150.00   50
 17  \w     46.00 106.00   0.50    0.10    --  113.25 -95.00 120.00  120
 18  \w     42.00  74.00   0.50    0.10    --  113.25 -61.00  30.00   64
 19  \w     44.00  71.00   0.50    0.10    --  113.25 -61.00-150.00   54
 20  \w    129.00 155.00   0.50    0.10    --  113.25  77.00 -30.00   52
 21  \w    108.00 168.00   0.50    0.10    --  113.25  61.00 -30.00  120
 22  \w     95.00 178.00   0.50    0.10    --  113.25  66.00  63.00  166
 23  \w     30.00 119.00   0.50    0.05    --   47.72  66.00  63.00  178
 24  \w    120.00 169.00   0.50    0.10    --  113.25  61.00 150.00   98
 25  \w    134.00 175.00   0.50    0.10    --  113.25  45.00 120.00   82
 26  \w    102.00 127.00   0.50    0.10    --  113.25  45.00 120.00   50
 27  \w    100.00 175.00   0.50    0.10    --  113.25  15.00  60.00  150
 28  \w    -85.00 -19.00   0.50    0.10    --  -91.75  66.00  63.00  132
 29  \w    -47.00 -22.00   0.50    0.10    --  -91.75  45.00 -90.00   50
 30  \w    -49.00 -24.00   0.50    0.10    --  -91.75  45.00-120.00   50
 31  \w    -48.00 -23.00   0.50    0.10    --  -91.75  45.00-180.00   50
 32  \w   -119.00 -29.00   0.50    0.05    --  -47.72 -66.00 -70.00  180
 33  \w   -163.00 -73.00   0.50    0.10    --  -91.75 -66.00 -70.00  180
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1339885000
_diffrn_orient_matrix_UB_12      -0.0754083000
_diffrn_orient_matrix_UB_13      -0.0029898000
_diffrn_orient_matrix_UB_21      -0.0380433000
_diffrn_orient_matrix_UB_22      0.0047110000
_diffrn_orient_matrix_UB_23      -0.1175148000
_diffrn_orient_matrix_UB_31      0.1591549000
_diffrn_orient_matrix_UB_32      0.0645983000
_diffrn_orient_matrix_UB_33      0.0051816000
_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  0.0216
_diffrn_reflns_av_unetI/netI     0.0151
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15770
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.461
_diffrn_reflns_theta_min         4.421
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           '1 mA'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_source_voltage           '50 kV'
_exptl_absorpt_coefficient_mu    0.721
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.463
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.98a (Rigaku Oxford Diffraction, 2023) 
Numerical absorption correction based on gaussian integration over 
a multifaceted crystal model 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.416
_exptl_crystal_description       plate
_exptl_crystal_F_000             664
_exptl_crystal_preparation       'Semi Conducting material'
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Diethyl ether-DCM'
_exptl_crystal_size_max          0.685
_exptl_crystal_size_mid          0.263
_exptl_crystal_size_min          0.067
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       0.0018(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3090
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0342
_refine_ls_R_factor_gt           0.0325
_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^)+(0.0464P)^2^+0.4632P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0852
_refine_ls_wR_factor_ref         0.0865
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2911
_reflns_number_total             3090
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cp03313b2.cif
_cod_data_source_block           sn_r6
_cod_database_code               1573315
_shelx_shelxl_version_number     2019/1
_chemical_oxdiff_formula         C21H11N3O
_shelx_estimated_absorpt_t_max   0.953
_shelx_estimated_absorpt_t_min   0.638
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12), C14(H14),
 C15(H15), C16(H16), C18(H18)
;
_shelx_res_checksum              96524
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a MITIGEN holder'
_olex2_submission_original_sample_id SNB_240423_SDc_R6
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.349
_oxdiff_exptl_absorpt_empirical_full_min 0.864