4′-Alkylseleno-4-cyanobiphenyls, nSeCB: synthesis and substituent effects on the phase-transition and liquid crystalline behaviors
Arakawa, Yuki; Shiba, Takuma; Igawa, Kazunobu; Sasaki, Shunsuke; Tsuji, Hideto; CrystEngComm  (2022) –; doi:10.1039/D2CE00551D

data_7245683
_publ_section_title
;
 4&#x2032;-Alkylseleno-4-cyanobiphenyls, nSeCB: synthesis and substituent
 effects on the phase-transition and liquid crystalline behaviors
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE00551D
_journal_year                    2022
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C14 H11 N Se'
_chemical_formula_sum            'C14 H11 N Se'
_chemical_formula_weight         272.20
_chemical_name_common            1SeCB
_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_Hall           'P -2yc'
_space_group_name_H-M_alt        'P 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-08-30
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-08-30 deposited with the CCDC.	2022-10-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.951(3)
_cell_angle_gamma                90
_cell_formula_units_Z            6
_cell_length_a                   9.4234(3)
_cell_length_b                   14.1143(4)
_cell_length_c                   13.3244(4)
_cell_measurement_reflns_used    16054
_cell_measurement_temperature    100
_cell_measurement_theta_max      31.1460
_cell_measurement_theta_min      2.5720
_cell_volume                     1745.55(9)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.999
_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    -62.00 -36.00   0.50    0.73    --    5.00  45.00  30.00   52
  2  \w    -58.00 -20.00   0.50    0.73    --    5.00  45.00 150.00   76
  3  \w    -79.00  72.00   0.50    0.73    --  -10.00  45.00 120.00  302
  4  \w    -98.00  40.00   0.50    0.73    --  -10.00  45.00   0.00  276
  5  \w    -98.00  46.00   0.50    0.73    --  -10.00  45.00  60.00  288
;
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku AFC HyPix-6000'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0383192000
_diffrn_orient_matrix_UB_12      0.0426625000
_diffrn_orient_matrix_UB_13      0.0042702000
_diffrn_orient_matrix_UB_21      -0.0605822000
_diffrn_orient_matrix_UB_22      -0.0265951000
_diffrn_orient_matrix_UB_23      0.0087553000
_diffrn_orient_matrix_UB_31      0.0263843000
_diffrn_orient_matrix_UB_32      0.0011645000
_diffrn_orient_matrix_UB_33      0.0531392000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_av_unetI/netI     0.0311
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            26382
_diffrn_reflns_point_group_measured_fraction_full 0.928
_diffrn_reflns_point_group_measured_fraction_max 0.897
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         2.626
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              FR-E+
_exptl_absorpt_coefficient_mu    3.196
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87083
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.554
_exptl_crystal_description       prism
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.165(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     437
_refine_ls_number_reflns         7197
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0229
_refine_ls_R_factor_gt           0.0214
_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^)+(0.0223P)^2^+0.2633P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0465
_refine_ls_wR_factor_ref         0.0469
_reflns_Friedel_coverage         0.792
_reflns_Friedel_fraction_full    0.856
_reflns_Friedel_fraction_max     0.795
_reflns_number_gt                6942
_reflns_number_total             7197
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ce00551d2.cif
_cod_data_source_block           1secb
_cod_database_code               7245683
_shelx_shelxl_version_number     2019/2
_chemical_oxdiff_formula         C14H11NSe
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.835(8)
 0.165(8)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C8(H8), C9(H9), C11(H11), C12(H12), C30(H30),
 C31(H31), C33(H33), C34(H34), C36(H36), C37(H37), C39(H39), C40(H40), C16(H16),
  C17(H17), C19(H19), C20(H20), C22(H22), C23(H23), C25(H25), C26(H26)
3.b Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C41(H41A,H41B,H41C), C27(H27A,H27B,H27C)
;
_shelx_res_checksum              99024
_shelx_hkl_checksum              28302
_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 1.166
_oxdiff_exptl_absorpt_empirical_full_min 0.901