Carbo[5]helicene versus planar phenanthrene as a scaffold for organic materials in OLEDs: electroluminescence of anthracene-functionalized emissive materials
Jhulki, Samik; Mishra, Abhaya Kumar; Chow, Tahsin J.; Moorthy, J. Narasimha; New J. Chem. 41 (2017) 14730–14737; doi:10.1039/C7NJ02233F

data_7056715
_publ_section_title
;
 Carbo[5]helicene versus planar phenanthrene as a scaffold for organic
 materials in OLEDs: electroluminescence of anthracene-functionalized
 emissive materials
;
_journal_issue                   23
_journal_name_full               'New J. Chem.'
_journal_page_first              14730
_journal_page_last               14737
_journal_paper_doi               10.1039/C7NJ02233F
_journal_volume                  41
_journal_year                    2017
_chemical_formula_moiety         '4(CHCl3), 1.0(C54 H34)'
_chemical_formula_sum            'C57 H37 Cl9'
_chemical_formula_weight         1040.99
_chemical_name_common            Bis(phenylanthryl)phenanthrene
_chemical_name_systematic        3,6-bis(10-phenylanthracen-9-yl)phenanthrene
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_update_record
;
2017-09-12 deposited with the CCDC.
2017-10-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.589(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.3256(14)
_cell_length_b                   16.641(3)
_cell_length_c                   31.414(5)
_cell_measurement_reflns_used    5255
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.303
_cell_measurement_theta_min      1.785
_cell_volume                     4865.5(14)
_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      100.15
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.938
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1044
_diffrn_reflns_av_unetI/netI     0.1505
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.938
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            30267
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.938
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.303
_diffrn_reflns_theta_min         1.785
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.557
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2128
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.788
_refine_diff_density_min         -0.652
_refine_diff_density_rms         0.106
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     595
_refine_ls_number_reflns         11358
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.1961
_refine_ls_R_factor_gt           0.0884
_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^)+(0.1000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1860
_refine_ls_wR_factor_ref         0.2471
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5255
_reflns_number_total             11358
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7nj02233f2.cif
_cod_data_source_block           5deccm
_cod_original_cell_volume        4865.7(13)
_cod_database_code               7056715
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C01S(H01S), C01T(H01T), C01U(H01U)
2.b Aromatic/amide H refined with riding coordinates:
 C00M(H00M), C00P(H00P), C00R(H00R), C00T(H00T), C00U(H00U), C00V(H00V),
 C00X(H00X), C00Y(H00Y), C00Z(H00Z), C011(H011), C012(H012), C013(H013),
 C016(H016), C017(H017), C018(H018), C019(H019), C01A(H01A), C01B(H01B),
 C01C(H01C), C01D(H01D), C01E(H01E), C01F(H01F), C01G(H01G), C01H(H01H),
 C01I(H01I), C01J(H01J), C01K(H01K), C01L(H01L), C01M(H01M), C01N(H01N),
 C01O(H01O), C01P(H01P), C01Q(H01Q), C01R(H01R)
;
_shelx_res_checksum              95848