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#$Date: 2016-03-22 12:41:31 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178959 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/88/4118840.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_4118840
loop_
_publ_author_name
'Kyung-Ryang Wee'
'Yang-Jin Cho'
'Soyeong Jeong'
'Soonnam Kwon'
'Jong-Dae Lee'
'Il-Hwan Suh'
'Sang Ook Kang'
_publ_section_title
;
 Carborane-Based Optoelectronically Active Organic Molecules: Wide Band
 Gap Host Materials for Blue Phosphorescence
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              17982
_journal_page_last               17990
_journal_paper_doi               10.1021/ja3066623
_journal_volume                  134
_journal_year                    2012
_chemical_formula_sum            'C42 H28 N2'
_chemical_formula_weight         560.66
_chemical_name_common            k080409
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           shelxl-97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.467(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   5.4579(15)
_cell_length_b                   12.568(4)
_cell_length_c                   21.459(6)
_cell_measurement_temperature    293(2)
_cell_volume                     1469.3(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_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  0.0305
_diffrn_reflns_av_sigmaI/netI    0.0411
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            9706
_diffrn_reflns_theta_full        28.38
_diffrn_reflns_theta_max         28.38
_diffrn_reflns_theta_min         1.88
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_F_000             588
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.188
_refine_diff_density_min         -0.174
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       0.0043(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         3610
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0971
_refine_ls_R_factor_gt           0.0446
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0461P)²+0.2744P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1009
_refine_ls_wR_factor_ref         0.1288
_reflns_number_gt                2022
_reflns_number_total             3610
_reflns_threshold_expression     >2sigma(i)
_cod_data_source_file            ja3066623_si_002.cif
_cod_data_source_block           k080409
_cod_database_code               4118840
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
C1 C 1.3598(3) 0.42672(12) 0.03319(7) 0.0407(4) Uani 1 1 d .
C2 C 1.2143(3) 0.34841(12) 0.06695(7) 0.0410(4) Uani 1 1 d .
C3 C 1.2944(3) 0.30843(13) 0.12521(8) 0.0455(4) Uani 1 1 d .
H3 H 1.4404 0.3336 0.1444 0.055 Uiso 1 1 calc R
C4 C 1.1619(3) 0.23229(13) 0.15513(8) 0.0457(4) Uani 1 1 d .
H4 H 1.2192 0.2068 0.1940 0.055 Uiso 1 1 calc R
C5 C 0.9454(3) 0.19408(13) 0.12757(8) 0.0430(4) Uani 1 1 d .
C6 C 0.8599(3) 0.23431(14) 0.07016(8) 0.0502(4) Uani 1 1 d .
H6 H 0.7123 0.2098 0.0515 0.060 Uiso 1 1 calc R
C7 C 0.9923(3) 0.31015(13) 0.04070(8) 0.0480(4) Uani 1 1 d .
H7 H 0.9320 0.3366 0.0023 0.058 Uiso 1 1 calc R
C8 C 0.7049(3) 0.12449(14) 0.21468(8) 0.0464(4) Uani 1 1 d .
C9 C 0.7360(3) 0.20438(16) 0.25883(8) 0.0552(5) Uani 1 1 d .
H9 H 0.8426 0.2608 0.2532 0.066 Uiso 1 1 calc R
C10 C 0.6031(4) 0.19744(18) 0.31153(9) 0.0673(6) Uani 1 1 d .
H10 H 0.6214 0.2501 0.3419 0.081 Uiso 1 1 calc R
C11 C 0.4438(4) 0.1139(2) 0.32000(10) 0.0753(6) Uani 1 1 d .
H11 H 0.3573 0.1111 0.3560 0.090 Uiso 1 1 calc R
C12 C 0.4114(4) 0.03495(18) 0.27599(10) 0.0688(6) Uani 1 1 d .
H12 H 0.3040 -0.0211 0.2820 0.083 Uiso 1 1 calc R
C13 C 0.5414(3) 0.03994(14) 0.22228(8) 0.0503(4) Uani 1 1 d .
C14 C 0.5412(3) -0.02345(13) 0.16616(9) 0.0517(5) Uani 1 1 d .
C15 C 0.4135(4) -0.11349(15) 0.14526(11) 0.0668(6) Uani 1 1 d .
H15 H 0.2988 -0.1450 0.1698 0.080 Uiso 1 1 calc R
C16 C 0.4586(4) -0.15546(17) 0.08808(12) 0.0768(7) Uani 1 1 d .
H16 H 0.3728 -0.2154 0.0737 0.092 Uiso 1 1 calc R
C17 C 0.6305(4) -0.10954(16) 0.05144(11) 0.0728(6) Uani 1 1 d .
H17 H 0.6610 -0.1405 0.0133 0.087 Uiso 1 1 calc R
C18 C 0.7570(4) -0.01921(16) 0.07023(9) 0.0636(5) Uani 1 1 d .
H18 H 0.8717 0.0115 0.0454 0.076 Uiso 1 1 calc R
C19 C 0.7072(3) 0.02425(13) 0.12738(8) 0.0494(4) Uani 1 1 d .
C20 C 1.5118(3) 0.50046(13) 0.06416(8) 0.0464(4) Uani 1 1 d .
H20 H 1.5226 0.5016 0.1076 0.056 Uiso 1 1 calc R
C21 C 1.3524(3) 0.42780(13) -0.03181(8) 0.0468(4) Uani 1 1 d .
H21 H 1.2533 0.3789 -0.0540 0.056 Uiso 1 1 calc R
N1 N 0.8074(3) 0.11430(11) 0.15708(6) 0.0489(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'
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
C20 C1 C21 116.98(14) .
C20 C1 C2 122.20(15) .
C21 C1 C2 120.81(14) .
C7 C2 C3 117.20(15) .
C7 C2 C1 120.76(15) .
C3 C2 C1 122.03(15) .
C4 C3 C2 121.50(16) .
C5 C4 C3 120.16(16) .
C4 C5 C6 119.27(15) .
C4 C5 N1 121.18(15) .
C6 C5 N1 119.54(15) .
C7 C6 C5 120.28(16) .
C6 C7 C2 121.55(16) .
C9 C8 N1 129.42(16) .
C9 C8 C13 121.48(16) .
N1 C8 C13 109.01(15) .
C10 C9 C8 117.75(18) .
C9 C10 C11 121.4(2) .
C12 C11 C10 120.94(19) .
C11 C12 C13 119.08(19) .
C12 C13 C8 119.35(18) .
C12 C13 C14 133.75(18) .
C8 C13 C14 106.81(15) .
C15 C14 C19 119.11(19) .
C15 C14 C13 133.94(18) .
C19 C14 C13 106.94(15) .
C16 C15 C14 119.3(2) .
C15 C16 C17 120.8(2) .
C18 C17 C16 121.5(2) .
C17 C18 C19 117.6(2) .
C18 C19 N1 129.25(16) .
C18 C19 C14 121.72(17) .
N1 C19 C14 109.00(15) .
C21 C20 C1 121.30(16) 3_865
C20 C21 C1 121.72(15) 3_865
C8 N1 C19 108.23(14) .
C8 N1 C5 125.52(14) .
C19 N1 C5 124.82(14) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C20 1.386(2) .
C1 C21 1.393(2) .
C1 C2 1.481(2) .
C2 C7 1.391(2) .
C2 C3 1.393(2) .
C3 C4 1.381(2) .
C4 C5 1.376(2) .
C5 C6 1.386(2) .
C5 N1 1.4252(19) .
C6 C7 1.373(2) .
C8 C9 1.384(3) .
C8 N1 1.393(2) .
C8 C13 1.404(2) .
C9 C10 1.383(2) .
C10 C11 1.382(3) .
C11 C12 1.374(3) .
C12 C13 1.391(3) .
C13 C14 1.444(3) .
C14 C15 1.389(3) .
C14 C19 1.402(2) .
C15 C16 1.372(3) .
C16 C17 1.386(3) .
C17 C18 1.376(3) .
C18 C19 1.384(3) .
C19 N1 1.394(2) .
C20 C21 1.381(2) 3_865
C21 C20 1.381(2) 3_865
