#------------------------------------------------------------------------------
#$Date: 2016-02-13 13:50:18 +0100 (Sat 13 de Feb de 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/18/7221894.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_7221894
loop_
_publ_author_name
'Wang, Kai'
'Wang, Shipan'
'Wei, Jinbei'
'Miao, Yang'
'Zhang, Zhenyu'
'Zhang, Zuolun'
'Liu, Yu'
'Wang, Yue'
_publ_section_title
;
 Structurally simple phenanthroimidazole-based bipolar hosts for
 high-performance green and red electroluminescent devices
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C5RA14570H
_journal_year                    2015
_chemical_formula_sum            'C48 H30 N4'
_chemical_formula_weight         662.76
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-07-24 deposited with the CCDC.
2015-08-24 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   24.996(5)
_cell_length_b                   9.4441(19)
_cell_length_c                   14.619(3)
_cell_measurement_temperature    293(2)
_cell_volume                     3451.0(12)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'CCD area detector'
_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  0.0564
_diffrn_reflns_av_sigmaI/netI    0.0413
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            29007
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.04
_exptl_absorpt_coefficient_mu    0.075
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1384
_refine_diff_density_max         0.102
_refine_diff_density_min         -0.187
_refine_diff_density_rms         0.032
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3915
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.990
_refine_ls_R_factor_all          0.0753
_refine_ls_R_factor_gt           0.0462
_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)+(0.0621P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1102
_refine_ls_wR_factor_ref         0.1213
_reflns_number_gt                2435
_reflns_number_total             3915
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ra14570h2.cif
_cod_data_source_block           12
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 3271 2015-04-21 07:52:19Z andrius 
;
_cod_original_cell_volume        3450.9(12)
_cod_original_sg_symbol_H-M      Pbcn
_cod_database_code               7221894
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, 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
N2 N 0.40909(4) 1.04196(12) 0.44880(8) 0.0468(3) Uani 1 1 d .
C2 C 0.34883(6) 0.70819(16) 0.39627(10) 0.0533(4) Uani 1 1 d .
N1 N 0.41222(5) 0.88736(14) 0.33243(8) 0.0521(3) Uani 1 1 d .
C4 C 0.5000 1.0293(2) 0.2500 0.0490(5) Uani 1 2 d S
H4 H 0.5000 0.9308 0.2500 0.059 Uiso 1 2 calc SR
C5 C 0.37927(6) 0.83619(16) 0.40029(10) 0.0498(4) Uani 1 1 d .
C6 C 0.31114(6) 0.77696(17) 0.54799(10) 0.0536(4) Uani 1 1 d .
C7 C 0.34529(6) 0.89870(16) 0.55365(10) 0.0496(4) Uani 1 1 d .
C8 C 0.37658(5) 0.92817(15) 0.47321(10) 0.0478(3) Uani 1 1 d .
C9 C 0.41883(6) 1.17004(15) 0.49973(9) 0.0477(3) Uani 1 1 d .
C10 C 0.5000 1.3200(2) 0.2500 0.0582(6) Uani 1 2 d S
H10 H 0.5000 1.4184 0.2500 0.070 Uiso 1 2 calc SR
C11 C 0.46511(6) 1.10074(16) 0.30798(10) 0.0482(3) Uani 1 1 d .
C12 C 0.31230(6) 0.68286(16) 0.46829(11) 0.0549(4) Uani 1 1 d .
C13 C 0.46492(7) 1.24836(17) 0.30678(10) 0.0553(4) Uani 1 1 d .
H13 H 0.4414 1.2984 0.3439 0.066 Uiso 1 1 calc R
C14 C 0.42907(5) 1.01101(16) 0.36268(9) 0.0481(3) Uani 1 1 d .
C15 C 0.34679(6) 0.97768(18) 0.63511(10) 0.0591(4) Uani 1 1 d .
H15 H 0.3704 1.0534 0.6403 0.071 Uiso 1 1 calc R
C16 C 0.27759(7) 0.7496(2) 0.62341(13) 0.0669(5) Uani 1 1 d .
H16 H 0.2541 0.6734 0.6207 0.080 Uiso 1 1 calc R
C17 C 0.37775(7) 1.26410(18) 0.51359(11) 0.0624(4) Uani 1 1 d .
H17 H 0.3436 1.2441 0.4921 0.075 Uiso 1 1 calc R
C18 C 0.27856(7) 0.8318(2) 0.70057(13) 0.0732(5) Uani 1 1 d .
H18 H 0.2554 0.8119 0.7487 0.088 Uiso 1 1 calc R
C19 C 0.35383(7) 0.61225(18) 0.32389(12) 0.0660(5) Uani 1 1 d .
H19 H 0.3786 0.6291 0.2777 0.079 Uiso 1 1 calc R
C20 C 0.27952(7) 0.56171(19) 0.46071(13) 0.0683(5) Uani 1 1 d .
H20 H 0.2540 0.5440 0.5056 0.082 Uiso 1 1 calc R
C21 C 0.31377(7) 0.9444(2) 0.70732(12) 0.0674(5) Uani 1 1 d .
H21 H 0.3151 0.9977 0.7608 0.081 Uiso 1 1 calc R
C22 C 0.46938(7) 1.19931(18) 0.53203(11) 0.0639(4) Uani 1 1 d .
H22 H 0.4970 1.1346 0.5235 0.077 Uiso 1 1 calc R
C23 C 0.28444(8) 0.4700(2) 0.38910(13) 0.0781(6) Uani 1 1 d .
H23 H 0.2622 0.3912 0.3859 0.094 Uiso 1 1 calc R
C24 C 0.32225(8) 0.4929(2) 0.32076(13) 0.0763(5) Uani 1 1 d .
H24 H 0.3261 0.4281 0.2733 0.092 Uiso 1 1 calc R
C25 C 0.38774(9) 1.3889(2) 0.55993(12) 0.0794(6) Uani 1 1 d .
H25 H 0.3600 1.4524 0.5705 0.095 Uiso 1 1 calc R
C26 C 0.43785(10) 1.4196(2) 0.59007(14) 0.0881(6) Uani 1 1 d .
H26 H 0.4444 1.5051 0.6196 0.106 Uiso 1 1 calc R
C27 C 0.47878(9) 1.3252(2) 0.57708(14) 0.0853(6) Uani 1 1 d .
H27 H 0.5129 1.3460 0.5986 0.102 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 0.0033 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_3
C14 N2 C8 106.27(12) .
C14 N2 C9 125.85(11) .
C8 N2 C9 127.83(11) .
C19 C2 C12 120.75(15) .
C19 C2 C5 122.10(15) .
C12 C2 C5 117.14(14) .
C14 N1 C5 105.09(12) .
C11 C4 C11 122.0(2) 3_655
C8 C5 N1 111.45(13) .
C8 C5 C2 122.64(14) .
N1 C5 C2 125.84(14) .
C16 C6 C7 117.12(15) .
C16 C6 C12 121.51(15) .
C7 C6 C12 121.34(13) .
C15 C7 C6 119.34(14) .
C15 C7 C8 125.10(14) .
C6 C7 C8 115.54(13) .
C5 C8 N2 105.05(12) .
C5 C8 C7 122.48(13) .
N2 C8 C7 132.46(13) .
C17 C9 C22 120.39(15) .
C17 C9 N2 119.55(13) .
C22 C9 N2 120.04(13) .
C13 C10 C13 121.5(2) 3_655
C4 C11 C13 118.65(15) .
C4 C11 C14 115.81(14) .
C13 C11 C14 125.46(14) .
C20 C12 C2 116.97(16) .
C20 C12 C6 122.85(15) .
C2 C12 C6 120.13(13) .
C10 C13 C11 119.61(16) .
N1 C14 N2 112.13(12) .
N1 C14 C11 121.55(13) .
N2 C14 C11 126.33(13) .
C21 C15 C7 120.85(16) .
C18 C16 C6 122.00(17) .
C9 C17 C25 119.27(16) .
C16 C18 C21 120.37(16) .
C24 C19 C2 120.29(18) .
C23 C20 C12 121.48(17) .
C15 C21 C18 120.14(17) .
C9 C22 C27 119.54(16) .
C20 C23 C24 120.90(17) .
C19 C24 C23 119.50(18) .
C26 C25 C17 120.49(18) .
C25 C26 C27 120.28(18) .
C26 C27 C22 120.00(18) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N2 C14 1.3855(18) .
N2 C8 1.3938(18) .
N2 C9 1.4411(18) .
C2 C19 1.399(2) .
C2 C12 1.414(2) .
C2 C5 1.430(2) .
N1 C14 1.3178(19) .
N1 C5 1.3770(18) .
C4 C11 1.3908(17) .
C4 C11 1.3908(17) 3_655
C5 C8 1.377(2) .
C6 C16 1.409(2) .
C6 C7 1.434(2) .
C6 C12 1.466(2) .
C7 C15 1.406(2) .
C7 C8 1.439(2) .
C9 C17 1.373(2) .
C9 C22 1.377(2) .
C10 C13 1.3839(19) .
C10 C13 1.3839(19) 3_655
C11 C13 1.394(2) .
C11 C14 1.473(2) .
C12 C20 1.412(2) .
C15 C21 1.376(2) .
C16 C18 1.369(3) .
C17 C25 1.382(2) .
C18 C21 1.384(3) .
C19 C24 1.377(2) .
C20 C23 1.364(3) .
C22 C27 1.379(2) .
C23 C24 1.392(3) .
C25 C26 1.359(3) .
C26 C27 1.370(3) .
