#------------------------------------------------------------------------------
#$Date: 2016-03-26 18:04:18 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180410 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/79/7207934.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_7207934
loop_
_publ_author_name
'Ting, Hao-Chun'
'Chen, You-Ming'
'You, Hong-Wei'
'Hung, Wen-Yi'
'Lin, Sheng-Hsun'
'Chaskar, Atul'
'Chou, Shu-Hua'
'Chi, Yun'
'Liu, Rai-Hsung'
'Wong, Ken-Tsung'
_publ_section_title
;
 Indolo[3,2-b]carbazole/benzimidazole hybrid bipolar host materials for
 highly efficient red, yellow, and green phosphorescent organic light
 emitting diodes
;
_journal_issue                   17
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              8399
_journal_paper_doi               10.1039/c2jm30207a
_journal_volume                  22
_journal_year                    2012
_chemical_formula_sum            'C56 H36 N6'
_chemical_formula_weight         792.91
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                106.117(7)
_cell_angle_beta                 99.662(6)
_cell_angle_gamma                93.529(5)
_cell_formula_units_Z            1
_cell_length_a                   9.3415(6)
_cell_length_b                   10.0537(7)
_cell_length_c                   11.5245(9)
_cell_measurement_reflns_used    2475
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      76.4492
_cell_measurement_theta_min      4.0659
_cell_volume                     1018.35(13)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Oxford Diffraction Gemini A'
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_sigmaI/netI    0.0398
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6496
_diffrn_reflns_theta_full        67.99
_diffrn_reflns_theta_max         67.99
_diffrn_reflns_theta_min         4.07
_exptl_absorpt_coefficient_mu    0.599
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95580
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             414
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.179
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         3701
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.001
_refine_ls_R_factor_all          0.0617
_refine_ls_R_factor_gt           0.0470
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1332
_refine_ls_wR_factor_ref         0.1538
_reflns_number_gt                2870
_reflns_number_total             3701
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2jm30207a.txt
_cod_data_source_block           ic14914
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7207934
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
N1 N 0.40577(14) 0.17130(15) 0.19637(13) 0.0441(3) Uani 1 1 d .
N2 N -0.11435(15) 0.10344(16) 0.36587(14) 0.0473(3) Uani 1 1 d .
N3 N -0.31829(16) -0.00678(18) 0.39037(16) 0.0557(4) Uani 1 1 d .
C1 C 0.63589(16) 0.05176(16) -0.02401(14) 0.0395(3) Uani 1 1 d .
H1A H 0.7233 0.0848 -0.0403 0.047 Uiso 1 1 calc R
C2 C 0.57543(15) 0.12725(16) 0.07339(14) 0.0385(3) Uani 1 1 d .
C3 C 0.44094(15) 0.07505(16) 0.09521(14) 0.0387(3) Uani 1 1 d .
C4 C 0.51451(16) 0.28398(17) 0.23901(14) 0.0415(3) Uani 1 1 d .
C5 C 0.5230(2) 0.40718(19) 0.33364(17) 0.0532(4) Uani 1 1 d .
H5A H 0.4530 0.4218 0.3831 0.064 Uiso 1 1 calc R
C6 C 0.6395(2) 0.5069(2) 0.35124(19) 0.0602(5) Uani 1 1 d .
H6A H 0.6472 0.5904 0.4134 0.072 Uiso 1 1 calc R
C7 C 0.7457(2) 0.48576(19) 0.27855(18) 0.0554(4) Uani 1 1 d .
H7A H 0.8230 0.5549 0.2931 0.066 Uiso 1 1 calc R
C8 C 0.73767(18) 0.36313(17) 0.18496(16) 0.0469(4) Uani 1 1 d .
H8A H 0.8088 0.3493 0.1365 0.056 Uiso 1 1 calc R
C9 C 0.62108(16) 0.26056(16) 0.16449(14) 0.0397(3) Uani 1 1 d .
C10 C 0.27355(16) 0.16051(15) 0.24025(14) 0.0405(3) Uani 1 1 d .
C11 C 0.14032(18) 0.14101(18) 0.15971(15) 0.0446(4) Uani 1 1 d .
H11A H 0.1377 0.1391 0.0782 0.054 Uiso 1 1 calc R
C12 C 0.01128(17) 0.12441(18) 0.20132(16) 0.0452(4) Uani 1 1 d .
H12A H -0.0783 0.1105 0.1478 0.054 Uiso 1 1 calc R
C13 C 0.01675(17) 0.12865(17) 0.32284(15) 0.0426(4) Uani 1 1 d .
C14 C 0.14908(18) 0.1524(2) 0.40412(16) 0.0486(4) Uani 1 1 d .
H14A H 0.1515 0.1586 0.4865 0.058 Uiso 1 1 calc R
C15 C 0.27830(17) 0.16677(19) 0.36185(15) 0.0469(4) Uani 1 1 d .
H15A H 0.3678 0.1806 0.4155 0.056 Uiso 1 1 calc R
C16 C -0.16010(18) 0.1942(2) 0.46347(17) 0.0488(4) Uani 1 1 d .
C17 C -0.1049(2) 0.3279(2) 0.53621(19) 0.0580(5) Uani 1 1 d .
H17A H -0.0229 0.3749 0.5233 0.070 Uiso 1 1 calc R
C18 C -0.1783(3) 0.3880(3) 0.6293(2) 0.0692(6) Uani 1 1 d .
H18A H -0.1455 0.4779 0.6799 0.083 Uiso 1 1 calc R
C19 C -0.3010(2) 0.3158(3) 0.6484(2) 0.0714(6) Uani 1 1 d .
H19A H -0.3458 0.3579 0.7133 0.086 Uiso 1 1 calc R
C20 C -0.3572(2) 0.1841(3) 0.5736(2) 0.0641(5) Uani 1 1 d .
H20A H -0.4396 0.1377 0.5864 0.077 Uiso 1 1 calc R
C21 C -0.28632(18) 0.1226(2) 0.47815(18) 0.0526(4) Uani 1 1 d .
C22 C -0.21359(18) -0.0155(2) 0.32629(17) 0.0492(4) Uani 1 1 d .
C23 C -0.2017(2) -0.13959(19) 0.22550(18) 0.0537(4) Uani 1 1 d .
C24 C -0.3285(3) -0.2121(2) 0.1459(2) 0.0691(6) Uani 1 1 d .
H24A H -0.4187 -0.1820 0.1574 0.083 Uiso 1 1 calc R
C25 C -0.3217(4) -0.3288(3) 0.0495(3) 0.0870(8) Uani 1 1 d .
H25A H -0.4073 -0.3766 -0.0029 0.104 Uiso 1 1 calc R
C26 C -0.1900(4) -0.3740(3) 0.0311(3) 0.0889(9) Uani 1 1 d .
H26A H -0.1859 -0.4509 -0.0350 0.107 Uiso 1 1 calc R
C27 C -0.0633(4) -0.3057(3) 0.1103(3) 0.0823(7) Uani 1 1 d .
H27A H 0.0260 -0.3380 0.0986 0.099 Uiso 1 1 calc R
C28 C -0.0678(3) -0.1893(2) 0.2074(2) 0.0642(5) Uani 1 1 d .
H28A H 0.0182 -0.1439 0.2606 0.077 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 '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
C4 N1 C3 108.85(12) .
C4 N1 C10 126.09(13) .
C3 N1 C10 124.81(12) .
C22 N2 C16 106.84(14) .
C22 N2 C13 128.17(15) .
C16 N2 C13 124.86(15) .
C22 N3 C21 105.37(15) .
C3 C1 C2 116.60(14) 2_655
C1 C2 C3 120.48(14) .
C1 C2 C9 132.60(14) .
C3 C2 C9 106.90(13) .
C1 C3 N1 128.71(14) 2_655
C1 C3 C2 122.91(15) 2_655
N1 C3 C2 108.38(13) .
N1 C4 C5 129.47(15) .
N1 C4 C9 108.85(13) .
C5 C4 C9 121.58(15) .
C6 C5 C4 117.43(16) .
C5 C6 C7 121.84(16) .
C8 C7 C6 120.73(16) .
C7 C8 C9 118.85(15) .
C8 C9 C4 119.57(14) .
C8 C9 C2 133.34(14) .
C4 C9 C2 107.01(13) .
C15 C10 C11 120.47(14) .
C15 C10 N1 119.78(14) .
C11 C10 N1 119.74(15) .
C12 C11 C10 119.74(15) .
C13 C12 C11 119.54(15) .
C12 C13 C14 120.82(14) .
C12 C13 N2 120.45(14) .
C14 C13 N2 118.69(15) .
C13 C14 C15 119.54(16) .
C10 C15 C14 119.85(15) .
N2 C16 C17 132.04(16) .
N2 C16 C21 104.98(17) .
C17 C16 C21 122.98(18) .
C16 C17 C18 116.5(2) .
C17 C18 C19 121.3(2) .
C20 C19 C18 121.8(2) .
C19 C20 C21 117.86(19) .
N3 C21 C20 130.10(18) .
N3 C21 C16 110.34(16) .
C20 C21 C16 119.5(2) .
N3 C22 N2 112.45(17) .
N3 C22 C23 123.59(17) .
N2 C22 C23 123.95(16) .
C24 C23 C28 118.3(2) .
C24 C23 C22 118.9(2) .
C28 C23 C22 122.78(18) .
C25 C24 C23 120.6(3) .
C26 C25 C24 120.4(3) .
C25 C26 C27 120.0(3) .
C26 C27 C28 120.4(3) .
C27 C28 C23 120.2(2) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C4 1.392(2) .
N1 C3 1.395(2) .
N1 C10 1.4201(19) .
N2 C22 1.384(2) .
N2 C16 1.385(2) .
N2 C13 1.430(2) .
N3 C22 1.314(2) .
N3 C21 1.387(3) .
C1 C3 1.387(2) 2_655
C1 C2 1.396(2) .
C2 C3 1.420(2) .
C2 C9 1.442(2) .
C3 C1 1.387(2) 2_655
C4 C5 1.392(2) .
C4 C9 1.410(2) .
C5 C6 1.381(3) .
C6 C7 1.392(3) .
C7 C8 1.383(2) .
C8 C9 1.395(2) .
C10 C15 1.378(2) .
C10 C11 1.389(2) .
C11 C12 1.387(2) .
C12 C13 1.381(2) .
C13 C14 1.383(2) .
C14 C15 1.389(2) .
C16 C17 1.386(3) .
C16 C21 1.402(2) .
C17 C18 1.387(3) .
C18 C19 1.399(4) .
C19 C20 1.379(4) .
C20 C21 1.395(3) .
C22 C23 1.475(3) .
C23 C24 1.391(3) .
C23 C28 1.401(3) .
C24 C25 1.387(4) .
C25 C26 1.367(5) .
C26 C27 1.377(5) .
C27 C28 1.385(3) .
