Intermolecular interactions in molecular crystals and their effect on thermally activated delayed fluorescence of helicene-based emitters
Klimash, Anastasia; Pander, Piotr; Klooster, Wim T.; Coles, Simon J.; Data, Przemyslaw; Dias, Fernando B.; Skabara, Peter J.; Journal of Materials Chemistry C 6 (2018) 10557–; doi:10.1039/C8TC03390K

data_7237476
_publ_section_title
;
 Intermolecular interactions in molecular crystals and their effect on
 thermally activated delayed fluorescence of helicene-based emitters
;
_journal_issue                   39
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              10557
_journal_paper_doi               10.1039/C8TC03390K
_journal_volume                  6
_journal_year                    2018
_chemical_formula_moiety         'C33 H20 N2 O'
_chemical_formula_sum            'C33 H20 N2 O'
_chemical_formula_weight         460.51
_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     dual
_audit_creation_date             2017-11-08
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-07-03 deposited with the CCDC.
2018-09-12 downloaded from the CCDC.
;
_cell_angle_alpha                88.0520(10)
_cell_angle_beta                 92.0040(10)
_cell_angle_gamma                101.8250(10)
_cell_formula_units_Z            8
_cell_length_a                   14.2418(2)
_cell_length_b                   14.2451(2)
_cell_length_c                   22.5117(2)
_cell_measurement_reflns_used    56735
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      70.3020
_cell_measurement_theta_min      3.1210
_cell_volume                     4465.74(10)
_computing_cell_refinement       'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(1)
_diffrn_detector                 'hybrid pixel detector'
_diffrn_detector_area_resol_mean 10
_diffrn_detector_dtime           0.000
_diffrn_detector_type            'Rigaku, HyPix 6000'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.991
_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    -89.00  89.00   0.50    1.00    --    0.00  60.00-120.00  356
  2  \w    -89.00  89.00   0.50    1.00    --    0.00  43.00-180.00  356
  3  \w   -179.00  -1.00   0.50    1.00    --  -90.00  43.00-120.00  356
  4  \w   -179.00  -1.00   0.50    1.00    --  -90.00  57.00   0.00  356
  5  \w   -179.00  -1.00   0.50    1.00    --  -90.00  60.00 120.00  356
  6  \w   -179.00  -1.00   0.50    1.00    --  -90.00  60.00  90.00  356
  7  \w   -179.00 -12.00   0.50    1.00    --  -90.00  60.00-120.00  334
  8  \w   -179.00  -1.00   0.50    1.00    --  -90.00  60.00 -60.00  356
  9  \w   -179.00  -1.00   0.50    1.00    --  -90.00  60.00-180.00  356
 10  \w   -179.00  -1.00   0.50    1.00    --  -90.00   0.00 150.00  356
 11  \w   -179.00 -12.00   0.50    1.00    --  -90.00  60.00-120.00  334
 12  \w   -115.00 -79.00   0.50    1.00    --  -90.00  60.00 -30.00   72
 13  \w    -75.00 -49.00   0.50    1.00    --  -90.00  60.00 -30.00   52
 14  \w   -177.00 -85.00   0.50    1.00    --  -90.00  60.00  30.00  184
 15  \w   -179.00 -85.00   0.50    1.00    --  -90.00  60.00   0.00  188
 16  \w   -167.00-131.00   0.50    1.00    --  -90.00  57.00-120.00   72
 17  \w   -108.00 -82.00   0.50    1.00    --  -90.00  43.00   0.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_details 'Rigaku, AFC11 quarter \c goniometer'
_diffrn_measurement_device_type  'DOT HyPix'
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_measurement_specimen_support 'MiTeGen loops'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0328686286
_diffrn_orient_matrix_UB_12      -0.0076243015
_diffrn_orient_matrix_UB_13      -0.0638173115
_diffrn_orient_matrix_UB_21      0.0712155420
_diffrn_orient_matrix_UB_22      -0.0615727250
_diffrn_orient_matrix_UB_23      0.0234968711
_diffrn_orient_matrix_UB_31      -0.0779241274
_diffrn_orient_matrix_UB_32      -0.0914780348
_diffrn_orient_matrix_UB_33      -0.0082267756
_diffrn_radiation_collimation    'Varimax focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_wavelength_determination fundamental
_diffrn_reflns_av_R_equivalents  0.0352
_diffrn_reflns_av_unetI/netI     0.0193
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            78986
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.249
_diffrn_reflns_theta_min         1.964
_diffrn_source                   'Rotating anode'
_diffrn_source_current           30.0
_diffrn_source_power             1.2
_diffrn_source_target            Cu
_diffrn_source_type              'Rigaku 007 HF'
_diffrn_source_voltage           40.0
_exptl_absorpt_coefficient_mu    0.650
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65510
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.34b (Rigaku Oxford Diffraction, 2017)
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    1.370
_exptl_crystal_description       block
_exptl_crystal_F_000             1920
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.920
_refine_diff_density_min         -0.339
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1298
_refine_ls_number_reflns         16070
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0723
_refine_ls_R_factor_gt           0.0714
_refine_ls_shift/su_max          0.039
_refine_ls_shift/su_mean         0.007
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1504P)^2^+1.8604P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1941
_refine_ls_wR_factor_ref         0.1956
_reflns_Friedel_coverage         0.000
_reflns_number_gt                15605
_reflns_number_total             16070
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8tc03390k2.cif
_cod_data_source_block           2017ncs0713d
_cod_database_code               7237476
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C33 H20 N2 O'
_chemical_oxdiff_usercomment     NKH2PXZ
_shelx_estimated_absorpt_t_max   0.968
_shelx_estimated_absorpt_t_min   0.909
_reflns_odcompleteness_completeness 98.19
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.6810(14)
 0.3190(14)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11), C15(H15),
 C16(H16), C18(H18), C19(H19), C21(H21), C22(H22), C23(H23), C24(H24), C29(H29),
  C30(H30), C31(H31), C32(H32), C35(H35), C36(H36), C37(H37), C38(H38),
 C41(H41), C42(H42), C43(H43), C44(H44), C48(H48), C49(H49), C51(H51), C52(H52),
  C54(H54), C55(H55), C56(H56), C57(H57), C62(H62), C63(H63), C64(H64),
 C65(H65), C68(H68), C69(H69), C70(H70), C71(H71), C74(H74), C75(H75), C76(H76),
  C77(H77), C81(H81), C82(H82), C84(H84), C85(H85), C87(H87), C88(H88),
 C89(H89), C90(H90), C95(H95), C96(H96), C97(H97), C98(H98), C101(H101),
 C102(H102), C103(H103), C104(H104), C107(H107), C108(H108), C109(H109),
 C110(H110), C114(H114), C115(H115), C117(H117), C118(H118), C120(H120),
 C121(H121), C122(H122), C123(H123), C128(H128), C129(H129), C130(H130),
 C131(H131)
;
_shelx_res_checksum              42407
_shelx_hkl_checksum              53439
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a MITIGEN holder in perfluoroether oil'
_olex2_submission_original_sample_id NKH2PXZ
_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 1.606
_oxdiff_exptl_absorpt_empirical_full_min 0.680