Revealing resonance effects and intramolecular dipole interactions in the positional isomers of benzonitrile-core thermally activated delayed fluorescence materials
Kukhta, Nadzeya A.; Higginbotham, Heather F.; Matulaitis, Tomas; Danos, Andrew; Bismillah, Aisha N.; Haase, Nils; Etherington, Marc K.; Yufit, Dmitry S.; McGonigal, Paul R.; Gražulevičius, Juozas Vidas; Monkman, Andrew P.; Journal of Materials Chemistry C 7 (2019) 9184–; doi:10.1039/C9TC02742D

data_7237898
_publ_section_title
;
 Revealing resonance effects and intramolecular dipole interactions in the
 positional isomers of benzonitrile-core thermally activated delayed
 fluorescence materials
;
_journal_issue                   30
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              9184
_journal_paper_doi               10.1039/C9TC02742D
_journal_volume                  7
_journal_year                    2019
_chemical_formula_moiety         'C30 H34 N2'
_chemical_formula_sum            'C30 H34 N2'
_chemical_formula_weight         422.59
_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     direct
_audit_creation_date             2019-02-27
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-05-20 deposited with the CCDC.	2019-06-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.466(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.4617(13)
_cell_length_b                   13.9720(8)
_cell_length_c                   11.5956(15)
_cell_measurement_reflns_used    1132
_cell_measurement_temperature    120.0
_cell_measurement_theta_max      19.5180
_cell_measurement_theta_min      2.3010
_cell_volume                     2463.3(4)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      120.0
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 16.1511
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
  1 omega  -85.00    3.20   0.3000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.3337  124.0000  -50.0000 294

  2 omega  -41.00    0.40   0.3000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.3337  -77.0000   90.0000 138

  3 omega -104.00  -74.00   0.3000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -28.3337  178.0000   30.0000 100

  4 omega   33.00   64.50   0.3000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       28.9587 -100.0000 -120.0000 105

  5 omega   -5.00   21.10   0.3000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       28.9587 -100.0000 -120.0000 87

  6 omega    6.00   96.00   0.3000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       28.9587   38.0000  120.0000 300

  7 omega  -42.00   52.20   0.3000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       28.9587  -38.0000  150.0000 314

  8 omega    3.00   96.00   0.3000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       28.9587   38.0000  -30.0000 310
;
_diffrn_measurement_device       '4-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0002573000
_diffrn_orient_matrix_UB_12      -0.0026459000
_diffrn_orient_matrix_UB_13      -0.0610501000
_diffrn_orient_matrix_UB_21      -0.0464520000
_diffrn_orient_matrix_UB_22      -0.0043689000
_diffrn_orient_matrix_UB_23      -0.0113232000
_diffrn_orient_matrix_UB_31      -0.0040392000
_diffrn_orient_matrix_UB_32      0.0505171000
_diffrn_orient_matrix_UB_33      -0.0040338000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.2040
_diffrn_reflns_av_unetI/netI     0.2143
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            22729
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.997
_diffrn_reflns_theta_min         2.305
_diffrn_source                   'sealed tubeEnhance (Mo) X-ray Source'
_diffrn_source_target            Mo
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_correction_T_min  0.976
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.139
_exptl_crystal_description       plank
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.245
_refine_diff_density_min         -0.229
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.955
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     297
_refine_ls_number_reflns         5379
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.955
_refine_ls_R_factor_all          0.2091
_refine_ls_R_factor_gt           0.0793
_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^)+(0.0250P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1285
_refine_ls_wR_factor_ref         0.1791
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2096
_reflns_number_total             5379
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9tc02742d2.cif
_cod_data_source_block           '_ortho_1_19srv075'
_cod_database_code               7237898
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         'C30 H34 N2'
_shelx_estimated_absorpt_t_max   0.999
_shelx_estimated_absorpt_t_min   0.973
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.44
_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:
 C2(H2), C3(H3), C5(H5), C9(H9), C11(H11), C12(H12), C26(H26), C27(H27),
 C28(H28), C29(H29)
2.b Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C17(H17A,H17B,H17C), C18(H18A,H18B,
 H18C), C19(H19A,H19B,H19C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A,
 H23B,H23C)
;
_olex2_submission_special_instructions 'No special instructions were received'