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#$Date: 2019-11-14 11:02:27 +0200 (Thu, 14 Nov 2019) $
#$Revision: 227768 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/50/7235057.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7235057
loop_
_publ_author_name
'Huanhuan Li'
'Lijia Xu'
'Yuting Tang'
'Ye Tao'
'Shen Xu'
'Chao Zheng'
'Guichuan Xing'
'Xinhui Zhou'
'Wei Huang'
'Runfeng Chen'
_publ_section_title
;
 Direct silicon-nitrogen bonded host materials with enhanced sigma-pi
 conjugation for blue phosphorescent organic light-emitting diodes
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              10047
_journal_page_last               10052
_journal_paper_doi               10.1039/C6TC03877H
_journal_volume                  4
_journal_year                    2016
_chemical_compound_source        synthesis
_chemical_formula_moiety         'C38 H39 N Si'
_chemical_formula_sum            'C38 H39 N Si'
_chemical_formula_weight         537.79
_chemical_melting_point          530
_chemical_name_common
3,6-di-tert-butyl-9-(triphenylsilyl)-9H-carbazole
_chemical_name_systematic        BuCzSi
_chemical_properties_physical    Hygroscopic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                107.411(3)
_cell_angle_beta                 96.921(3)
_cell_angle_gamma                101.986(3)
_cell_formula_units_Z            2
_cell_length_a                   11.684(3)
_cell_length_b                   11.696(3)
_cell_length_c                   12.506(3)
_cell_measurement_reflns_used    2986
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      0.988
_cell_measurement_theta_min      0.986
_cell_volume                     1564.3(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker SMART APEX CCD'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_sigmaI/netI    0.0428
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            4905
_diffrn_reflns_theta_full        20.25
_diffrn_reflns_theta_max         20.25
_diffrn_reflns_theta_min         1.82
_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_T_max  0.9880
_exptl_absorpt_correction_T_min  0.9860
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.142
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             576
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.278
_refine_diff_density_min         -0.287
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     367
_refine_ls_number_reflns         2986
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.125
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0440
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0930P)²+0.5699P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1261
_refine_ls_wR_factor_ref         0.1573
_reflns_number_gt                2493
_reflns_number_total             2986
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            J-Mater-Chem-C-2016-4-10047.cif
_cod_data_source_block           BuCzSi
_cod_original_cell_volume        1564.3(6)
_cod_original_sg_symbol_H-M      p-1
_cod_database_code               7235057
_solvent_exptl_crystal_recrystallization_method Dichloromethane
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5523(4) 0.6866(4) 0.3847(4) 0.0844(16) Uani 1 1 d . . .
H1A H 0.5882 0.6722 0.4510 0.127 Uiso 1 1 calc R . .
H1B H 0.4857 0.7205 0.4009 0.127 Uiso 1 1 calc R . .
H1C H 0.6099 0.7440 0.3646 0.127 Uiso 1 1 calc R . .
C2 C 0.4447(4) 0.5896(5) 0.1840(4) 0.0801(14) Uani 1 1 d . . .
H2A H 0.3830 0.6288 0.2071 0.120 Uiso 1 1 calc R . .
H2B H 0.4099 0.5126 0.1229 0.120 Uiso 1 1 calc R . .
H2C H 0.5006 0.6430 0.1583 0.120 Uiso 1 1 calc R . .
C3 C 0.4196(4) 0.4738(4) 0.3202(5) 0.0818(15) Uani 1 1 d . . .
H3A H 0.4586 0.4567 0.3836 0.123 Uiso 1 1 calc R . .
H3B H 0.3885 0.3981 0.2568 0.123 Uiso 1 1 calc R . .
H3C H 0.3554 0.5096 0.3418 0.123 Uiso 1 1 calc R . .
C4 C 0.5094(3) 0.5647(3) 0.2857(3) 0.0441(10) Uani 1 1 d . . .
C5 C 0.6120(3) 0.5070(3) 0.2524(3) 0.0357(9) Uani 1 1 d . . .
C6 C 0.7257(3) 0.5479(3) 0.3208(3) 0.0407(9) Uani 1 1 d . . .
H6 H 0.7396 0.6135 0.3890 0.049 Uiso 1 1 calc R . .
C7 C 0.8185(3) 0.4964(3) 0.2928(3) 0.0407(9) Uani 1 1 d . . .
H7 H 0.8931 0.5269 0.3409 0.049 Uiso 1 1 calc R . .
C8 C 0.5932(3) 0.4077(3) 0.1530(3) 0.0380(9) Uani 1 1 d . . .
H8 H 0.5183 0.3772 0.1054 0.046 Uiso 1 1 calc R . .
C9 C 0.6022(3) 0.1652(3) -0.0635(3) 0.0394(9) Uani 1 1 d . . .
H9 H 0.5244 0.1733 -0.0704 0.047 Uiso 1 1 calc R . .
C10 C 0.6295(3) 0.0696(3) -0.1441(3) 0.0361(9) Uani 1 1 d . . .
C11 C 0.5353(3) -0.0253(3) -0.2448(3) 0.0457(10) Uani 1 1 d . . .
C12 C 0.4091(4) -0.0156(5) -0.2333(5) 0.118(2) Uani 1 1 d . . .
H12A H 0.3937 -0.0249 -0.1623 0.177 Uiso 1 1 calc R . .
H12B H 0.3529 -0.0798 -0.2955 0.177 Uiso 1 1 calc R . .
H12C H 0.4010 0.0639 -0.2349 0.177 Uiso 1 1 calc R . .
C13 C 0.5615(5) -0.0050(5) -0.3544(4) 0.0928(17) Uani 1 1 d . . .
H13A H 0.5533 0.0754 -0.3530 0.139 Uiso 1 1 calc R . .
H13B H 0.5062 -0.0675 -0.4184 0.139 Uiso 1 1 calc R . .
H13C H 0.6414 -0.0100 -0.3612 0.139 Uiso 1 1 calc R . .
C14 C 0.5408(5) -0.1562(4) -0.2531(4) 0.0927(17) Uani 1 1 d . . .
H14A H 0.6175 -0.1671 -0.2671 0.139 Uiso 1 1 calc R . .
H14B H 0.4796 -0.2147 -0.3147 0.139 Uiso 1 1 calc R . .
H14C H 0.5288 -0.1695 -0.1827 0.139 Uiso 1 1 calc R . .
C15 C 0.7476(3) 0.0626(3) -0.1301(3) 0.0437(10) Uani 1 1 d . . .
H15 H 0.7678 0.0002 -0.1845 0.052 Uiso 1 1 calc R . .
C16 C 0.8364(3) 0.1427(3) -0.0402(3) 0.0454(10) Uani 1 1 d . . .
H16 H 0.9138 0.1337 -0.0333 0.054 Uiso 1 1 calc R . .
C17 C 0.7988(3) 0.3987(3) 0.1919(3) 0.0340(9) Uani 1 1 d . . .
C18 C 0.6847(3) 0.3526(3) 0.1230(3) 0.0322(9) Uani 1 1 d . . .
C19 C 0.6892(3) 0.2489(3) 0.0273(3) 0.0347(9) Uani 1 1 d . . .
C20 C 0.8063(3) 0.2381(3) 0.0404(3) 0.0351(9) Uani 1 1 d . . .
C21 C 1.1158(4) 0.6023(4) 0.2531(3) 0.0607(12) Uani 1 1 d . . .
H21 H 1.0961 0.5846 0.1746 0.073 Uiso 1 1 calc R . .
C22 C 1.1640(4) 0.7236(4) 0.3218(4) 0.0770(14) Uani 1 1 d . . .
H22 H 1.1769 0.7864 0.2899 0.092 Uiso 1 1 calc R . .
C23 C 1.1928(4) 0.7510(4) 0.4377(4) 0.0794(14) Uani 1 1 d . . .
H23 H 1.2239 0.8330 0.4850 0.095 Uiso 1 1 calc R . .
C24 C 1.1758(4) 0.6586(4) 0.4836(4) 0.0701(13) Uani 1 1 d . . .
H24 H 1.1976 0.6775 0.5622 0.084 Uiso 1 1 calc R . .
C25 C 1.1268(3) 0.5375(4) 0.4148(3) 0.0503(10) Uani 1 1 d . . .
H25 H 1.1142 0.4758 0.4480 0.060 Uiso 1 1 calc R . .
C26 C 1.0955(3) 0.5051(3) 0.2965(3) 0.0399(9) Uani 1 1 d . . .
C27 C 1.0279(3) 0.2289(3) 0.2771(3) 0.0391(9) Uani 1 1 d . . .
C28 C 0.9288(4) 0.1316(4) 0.2596(4) 0.0648(12) Uani 1 1 d . . .
H28 H 0.8580 0.1282 0.2145 0.078 Uiso 1 1 calc R . .
C29 C 0.9321(5) 0.0400(4) 0.3069(4) 0.0842(15) Uani 1 1 d . . .
H29 H 0.8644 -0.0242 0.2934 0.101 Uiso 1 1 calc R . .
C30 C 1.0355(5) 0.0435(4) 0.3742(4) 0.0768(14) Uani 1 1 d . . .
H30 H 1.0383 -0.0194 0.4049 0.092 Uiso 1 1 calc R . .
C31 C 1.1346(4) 0.1395(4) 0.3961(3) 0.0642(12) Uani 1 1 d . . .
H31 H 1.2041 0.1435 0.4435 0.077 Uiso 1 1 calc R . .
C32 C 1.1306(3) 0.2300(3) 0.3473(3) 0.0510(10) Uani 1 1 d . . .
H32 H 1.1988 0.2941 0.3617 0.061 Uiso 1 1 calc R . .
C33 C 1.1101(3) 0.3042(3) 0.0816(3) 0.0365(9) Uani 1 1 d . . .
C34 C 1.1154(4) 0.3638(4) 0.0022(3) 0.0650(12) Uani 1 1 d . . .
H34 H 1.0721 0.4225 0.0049 0.078 Uiso 1 1 calc R . .
C35 C 1.1831(5) 0.3395(4) -0.0818(4) 0.0829(15) Uani 1 1 d . . .
H35 H 1.1853 0.3816 -0.1342 0.099 Uiso 1 1 calc R . .
C36 C 1.2465(4) 0.2531(4) -0.0867(4) 0.0709(13) Uani 1 1 d . . .
H36 H 1.2928 0.2369 -0.1422 0.085 Uiso 1 1 calc R . .
C37 C 1.2424(4) 0.1911(4) -0.0118(4) 0.0695(13) Uani 1 1 d . . .
H37 H 1.2843 0.1309 -0.0165 0.083 Uiso 1 1 calc R . .
C38 C 1.1758(3) 0.2171(4) 0.0722(3) 0.0517(10) Uani 1 1 d . . .
H38 H 1.1750 0.1746 0.1243 0.062 Uiso 1 1 calc R . .
N1 N 0.8779(2) 0.3306(2) 0.1413(2) 0.0378(8) Uani 1 1 d . . .
Si1 Si 1.02656(8) 0.34258(8) 0.20010(8) 0.0366(4) Uani 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C4 C1 H1A 109.5 . .
C4 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
C4 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
C4 C2 H2A 109.5 . .
C4 C2 H2B 109.5 . .
H2A C2 H2B 109.5 . .
C4 C2 H2C 109.5 . .
H2A C2 H2C 109.5 . .
H2B C2 H2C 109.5 . .
C4 C3 H3A 109.5 . .
C4 C3 H3B 109.5 . .
H3A C3 H3B 109.5 . .
C4 C3 H3C 109.5 . .
H3A C3 H3C 109.5 . .
H3B C3 H3C 109.5 . .
C1 C4 C3 108.7(4) . .
C1 C4 C5 112.4(3) . .
C3 C4 C5 108.9(3) . .
C1 C4 C2 108.0(3) . .
C3 C4 C2 108.2(4) . .
C5 C4 C2 110.6(3) . .
C8 C5 C6 116.9(3) . .
C8 C5 C4 120.3(3) . .
C6 C5 C4 122.7(3) . .
C7 C6 C5 123.5(3) . .
C7 C6 H6 118.2 . .
C5 C6 H6 118.2 . .
C6 C7 C17 118.8(3) . .
C6 C7 H7 120.6 . .
C17 C7 H7 120.6 . .
C5 C8 C18 121.0(3) . .
C5 C8 H8 119.5 . .
C18 C8 H8 119.5 . .
C10 C9 C19 121.0(3) . .
C10 C9 H9 119.5 . .
C19 C9 H9 119.5 . .
C9 C10 C15 117.0(3) . .
C9 C10 C11 122.4(3) . .
C15 C10 C11 120.7(3) . .
C13 C11 C14 108.1(4) . .
C13 C11 C12 109.4(4) . .
C14 C11 C12 107.7(4) . .
C13 C11 C10 108.8(3) . .
C14 C11 C10 110.3(3) . .
C12 C11 C10 112.3(3) . .
C11 C12 H12A 109.5 . .
C11 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C11 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C11 C13 H13A 109.5 . .
C11 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C11 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C11 C14 H14A 109.5 . .
C11 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C11 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C16 C15 C10 123.9(3) . .
C16 C15 H15 118.1 . .
C10 C15 H15 118.1 . .
C15 C16 C20 118.0(3) . .
C15 C16 H16 121.0 . .
C20 C16 H16 121.0 . .
C7 C17 C18 119.3(3) . .
C7 C17 N1 130.6(3) . .
C18 C17 N1 110.1(3) . .
C8 C18 C17 120.5(3) . .
C8 C18 C19 132.3(3) . .
C17 C18 C19 107.2(3) . .
C9 C19 C20 120.7(3) . .
C9 C19 C18 132.3(3) . .
C20 C19 C18 106.9(3) . .
C19 C20 C16 119.4(3) . .
C19 C20 N1 110.7(3) . .
C16 C20 N1 129.9(3) . .
C22 C21 C26 122.5(4) . .
C22 C21 H21 118.7 . .
C26 C21 H21 118.7 . .
C23 C22 C21 119.3(4) . .
C23 C22 H22 120.3 . .
C21 C22 H22 120.3 . .
C24 C23 C22 120.1(4) . .
C24 C23 H23 120.0 . .
C22 C23 H23 120.0 . .
C23 C24 C25 120.5(4) . .
C23 C24 H24 119.8 . .
C25 C24 H24 119.8 . .
C24 C25 C26 121.5(4) . .
C24 C25 H25 119.2 . .
C26 C25 H25 119.2 . .
C21 C26 C25 116.0(3) . .
C21 C26 Si1 120.9(3) . .
C25 C26 Si1 123.0(3) . .
C28 C27 C32 116.3(3) . .
C28 C27 Si1 121.3(3) . .
C32 C27 Si1 122.2(3) . .
C29 C28 C27 122.0(4) . .
C29 C28 H28 119.0 . .
C27 C28 H28 119.0 . .
C30 C29 C28 120.0(4) . .
C30 C29 H29 120.0 . .
C28 C29 H29 120.0 . .
C31 C30 C29 120.0(4) . .
C31 C30 H30 120.0 . .
C29 C30 H30 120.0 . .
C30 C31 C32 119.5(4) . .
C30 C31 H31 120.2 . .
C32 C31 H31 120.2 . .
C31 C32 C27 122.2(4) . .
C31 C32 H32 118.9 . .
C27 C32 H32 118.9 . .
C34 C33 C38 115.8(3) . .
C34 C33 Si1 122.8(3) . .
C38 C33 Si1 121.3(3) . .
C33 C34 C35 122.4(4) . .
C33 C34 H34 118.8 . .
C35 C34 H34 118.8 . .
C36 C35 C34 119.2(4) . .
C36 C35 H35 120.4 . .
C34 C35 H35 120.4 . .
C37 C36 C35 120.4(4) . .
C37 C36 H36 119.8 . .
C35 C36 H36 119.8 . .
C36 C37 C38 119.8(4) . .
C36 C37 H37 120.1 . .
C38 C37 H37 120.1 . .
C37 C38 C33 122.3(4) . .
C37 C38 H38 118.9 . .
C33 C38 H38 118.9 . .
C20 N1 C17 105.1(3) . .
C20 N1 Si1 126.5(2) . .
C17 N1 Si1 127.8(2) . .
N1 Si1 C27 109.19(15) . .
N1 Si1 C26 108.64(14) . .
C27 Si1 C26 112.02(16) . .
N1 Si1 C33 108.79(14) . .
C27 Si1 C33 108.71(15) . .
C26 Si1 C33 109.43(15) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C4 1.521(5) .
C1 H1A 0.9600 .
C1 H1B 0.9600 .
C1 H1C 0.9600 .
C2 C4 1.535(5) .
C2 H2A 0.9600 .
C2 H2B 0.9600 .
C2 H2C 0.9600 .
C3 C4 1.529(5) .
C3 H3A 0.9600 .
C3 H3B 0.9600 .
C3 H3C 0.9600 .
C4 C5 1.534(5) .
C5 C8 1.381(5) .
C5 C6 1.393(5) .
C6 C7 1.378(5) .
C6 H6 0.9300 .
C7 C17 1.381(5) .
C7 H7 0.9300 .
C8 C18 1.393(4) .
C8 H8 0.9300 .
C9 C10 1.385(5) .
C9 C19 1.387(4) .
C9 H9 0.9300 .
C10 C15 1.392(5) .
C10 C11 1.533(5) .
C11 C13 1.515(6) .
C11 C14 1.519(5) .
C11 C12 1.524(6) .
C12 H12A 0.9600 .
C12 H12B 0.9600 .
C12 H12C 0.9600 .
C13 H13A 0.9600 .
C13 H13B 0.9600 .
C13 H13C 0.9600 .
C14 H14A 0.9600 .
C14 H14B 0.9600 .
C14 H14C 0.9600 .
C15 C16 1.380(5) .
C15 H15 0.9300 .
C16 C20 1.400(5) .
C16 H16 0.9300 .
C17 C18 1.398(4) .
C17 N1 1.427(4) .
C18 C19 1.441(5) .
C19 C20 1.395(5) .
C20 N1 1.419(4) .
C21 C22 1.374(6) .
C21 C26 1.390(5) .
C21 H21 0.9300 .
C22 C23 1.369(6) .
C22 H22 0.9300 .
C23 C24 1.359(6) .
C23 H23 0.9300 .
C24 C25 1.375(5) .
C24 H24 0.9300 .
C25 C26 1.394(5) .
C25 H25 0.9300 .
C26 Si1 1.864(4) .
C27 C28 1.388(5) .
C27 C32 1.394(5) .
C27 Si1 1.862(4) .
C28 C29 1.375(6) .
C28 H28 0.9300 .
C29 C30 1.372(7) .
C29 H29 0.9300 .
C30 C31 1.370(6) .
C30 H30 0.9300 .
C31 C32 1.376(5) .
C31 H31 0.9300 .
C32 H32 0.9300 .
C33 C34 1.373(5) .
C33 C38 1.385(5) .
C33 Si1 1.866(3) .
C34 C35 1.388(6) .
C34 H34 0.9300 .
C35 C36 1.362(6) .
C35 H35 0.9300 .
C36 C37 1.345(6) .
C36 H36 0.9300 .
C37 C38 1.381(5) .
C37 H37 0.9300 .
C38 H38 0.9300 .
N1 Si1 1.763(3) .
