#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:07:59 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180376 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/45/7204556.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_7204556
loop_
_publ_author_name
'Liang, Fushun'
'Chen, Jiangshan'
'Cheng, Yanxiang'
'Wang, Lixiang'
'Ma, Dongge'
'Jing, Xiabin'
'Wang, Fosong'
_publ_section_title
;
 Synthesis, characterization, photoluminescent and electroluminescent
 properties of new conjugated 2,2?-(arylenedivinylene)bis-8-substituted
 quinolines
;
_journal_issue                   6
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              1392
_journal_paper_doi               10.1039/b210408c
_journal_volume                  13
_journal_year                    2003
_chemical_formula_sum            'C28 H20 N2'
_chemical_formula_weight         384.46
_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                102.0590(10)
_cell_angle_beta                 90.274(5)
_cell_angle_gamma                91.559(5)
_cell_formula_units_Z            2
_cell_length_a                   4.05020(10)
_cell_length_b                   11.6459(6)
_cell_length_c                   20.9044(11)
_cell_measurement_reflns_used    total
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      27.45
_cell_measurement_theta_min      1.00
_cell_volume                     963.85(7)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        PROCESS-AUTO
_computing_molecular_graphics    'SHELXP-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      223(2)
_diffrn_detector_area_resol_mean 10.0
_diffrn_measured_fraction_theta_full 0.892
_diffrn_measured_fraction_theta_max 0.892
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       'oscillation '
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotor x-ray tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_av_sigmaI/netI    0.0298
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            5649
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         1.79
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  .
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.9851
_exptl_absorpt_correction_T_min  0.9425
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Higashi Progrom for Absorption Correcttion.
Rigaku Corporation£¬Tokyo£¬Japan.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             404
_exptl_crystal_size_max          0.77
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.192
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       0
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     351
_refine_ls_number_reflns         3955
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.084
_refine_ls_R_factor_all          0.0733
_refine_ls_R_factor_gt           0.0541
_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)+(0.0844P)²+0.2941P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1584
_refine_ls_wR_factor_ref         0.1696
_reflns_number_gt                2837
_reflns_number_total             3955
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b210408c.txt
_cod_data_source_block           lfs1a
_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_enum 1555 2011-01-17 13:19:09Z saulius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7204556
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
N1 N 0.3851(4) 0.59088(13) 0.22469(8) 0.0331(4) Uani 1 1 d . . .
N2 N 0.7504(4) 0.10859(13) 0.25209(8) 0.0326(4) Uani 1 1 d . . .
C1 C 0.2767(5) 0.63557(16) 0.17341(9) 0.0315(4) Uani 1 1 d . . .
C2 C 0.3251(6) 0.5708(2) 0.10999(10) 0.0426(5) Uani 1 1 d . . .
H2 H 0.415(6) 0.493(2) 0.1027(11) 0.049(7) Uiso 1 1 d . . .
C3 C 0.2216(6) 0.6125(2) 0.05751(10) 0.0452(5) Uani 1 1 d . . .
H3 H 0.265(6) 0.569(2) 0.0147(12) 0.051(7) Uiso 1 1 d . . .
C4 C 0.0609(6) 0.7192(2) 0.06571(11) 0.0444(5) Uani 1 1 d . . .
H4 H -0.021(7) 0.745(2) 0.0291(13) 0.060(8) Uiso 1 1 d . . .
C5 C 0.0109(5) 0.78428(19) 0.12633(10) 0.0383(5) Uani 1 1 d . . .
H5 H -0.117(6) 0.857(2) 0.1338(11) 0.052(7) Uiso 1 1 d . . .
C6 C 0.1183(5) 0.74515(16) 0.18185(9) 0.0320(4) Uani 1 1 d . . .
C7 C 0.0802(5) 0.80916(17) 0.24633(10) 0.0369(5) Uani 1 1 d . . .
H7 H -0.025(6) 0.884(2) 0.2529(12) 0.056(7) Uiso 1 1 d . . .
C8 C 0.1858(5) 0.76325(17) 0.29647(10) 0.0366(5) Uani 1 1 d . . .
H8 H 0.158(6) 0.8045(19) 0.3399(11) 0.040(6) Uiso 1 1 d . . .
C9 C 0.3346(5) 0.65140(16) 0.28385(9) 0.0317(4) Uani 1 1 d . . .
C10 C 0.4418(5) 0.59352(17) 0.33612(9) 0.0339(4) Uani 1 1 d . . .
H10 H 0.583(5) 0.5274(19) 0.3217(10) 0.035(6) Uiso 1 1 d . . .
C11 C 0.3535(5) 0.62236(17) 0.39805(10) 0.0346(4) Uani 1 1 d . . .
H11 H 0.219(6) 0.697(2) 0.4129(11) 0.050(7) Uiso 1 1 d . . .
C12 C 0.4369(5) 0.55907(16) 0.44931(9) 0.0307(4) Uani 1 1 d . . .
C13 C 0.6024(5) 0.45323(17) 0.43752(9) 0.0340(4) Uani 1 1 d . . .
H13 H 0.687(6) 0.4239(19) 0.3955(11) 0.042(6) Uiso 1 1 d . . .
C14 C 0.3351(5) 0.60396(17) 0.51255(9) 0.0339(4) Uani 1 1 d . . .
H14 H 0.225(6) 0.682(2) 0.5256(10) 0.040(6) Uiso 1 1 d . . .
C15 C 0.6820(5) 0.13441(16) 0.19326(9) 0.0320(4) Uani 1 1 d . . .
C16 C 0.4878(5) 0.05227(18) 0.14811(10) 0.0379(5) Uani 1 1 d . . .
H16 H 0.404(6) -0.024(2) 0.1616(11) 0.046(6) Uiso 1 1 d . . .
C17 C 0.4189(6) 0.0728(2) 0.08806(11) 0.0458(5) Uani 1 1 d . . .
H17 H 0.279(7) 0.011(2) 0.0581(12) 0.057(7) Uiso 1 1 d . . .
C18 C 0.5382(6) 0.1762(2) 0.07053(11) 0.0491(6) Uani 1 1 d . . .
H18 H 0.480(7) 0.186(2) 0.0258(13) 0.069(8) Uiso 1 1 d . . .
C19 C 0.7227(6) 0.2581(2) 0.11303(11) 0.0457(6) Uani 1 1 d . . .
H19 H 0.804(7) 0.330(2) 0.1029(12) 0.057(7) Uiso 1 1 d . . .
C20 C 0.7989(5) 0.24072(17) 0.17630(9) 0.0342(4) Uani 1 1 d . . .
C21 C 0.9892(6) 0.32099(17) 0.22253(11) 0.0406(5) Uani 1 1 d . . .
H21 H 1.077(5) 0.3997(18) 0.2132(10) 0.036(5) Uiso 1 1 d . . .
C22 C 1.0537(6) 0.29427(18) 0.28110(10) 0.0389(5) Uani 1 1 d . . .
H22 H 1.188(6) 0.356(2) 0.3145(11) 0.046(6) Uiso 1 1 d . . .
C23 C 0.9310(5) 0.18596(16) 0.29440(9) 0.0326(4) Uani 1 1 d . . .
C24 C 1.0091(5) 0.15879(18) 0.35759(9) 0.0354(4) Uani 1 1 d . . .
H24 H 1.170(5) 0.2127(18) 0.3857(10) 0.034(5) Uiso 1 1 d . . .
C25 C 0.8736(5) 0.06702(17) 0.37849(9) 0.0333(4) Uani 1 1 d . . .
H25 H 0.705(6) 0.018(2) 0.3513(11) 0.044(6) Uiso 1 1 d . . .
C26 C 0.9426(5) 0.03502(16) 0.44056(9) 0.0308(4) Uani 1 1 d . . .
C27 C 0.8058(5) -0.07088(17) 0.45230(9) 0.0336(4) Uani 1 1 d . . .
H27 H 0.659(6) -0.1247(19) 0.4193(10) 0.038(6) Uiso 1 1 d . . .
C28 C 1.1379(5) 0.10534(17) 0.49003(9) 0.0333(4) Uani 1 1 d . . .
H28 H 1.236(7) 0.182(2) 0.4844(12) 0.066(8) Uiso 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
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 N1 C1 117.86(16) . . ?
C23 N2 C15 117.82(16) . . ?
N1 C1 C2 118.33(17) . . ?
N1 C1 C6 122.65(17) . . ?
C2 C1 C6 119.02(18) . . ?
C3 C2 C1 120.1(2) . . ?
C2 C3 C4 120.9(2) . . ?
C5 C4 C3 120.5(2) . . ?
C4 C5 C6 120.4(2) . . ?
C5 C6 C7 123.52(18) . . ?
C5 C6 C1 119.02(18) . . ?
C7 C6 C1 117.45(17) . . ?
C8 C7 C6 119.13(18) . . ?
C7 C8 C9 119.88(18) . . ?
N1 C9 C8 122.96(17) . . ?
N1 C9 C10 114.17(16) . . ?
C8 C9 C10 122.87(17) . . ?
C11 C10 C9 125.52(19) . . ?
C10 C11 C12 125.81(19) . . ?
C14 C12 C13 117.97(17) . . ?
C14 C12 C11 118.41(17) . . ?
C13 C12 C11 123.57(17) . . ?
C14 C13 C12 120.86(18) 2_666 . ?
C13 C14 C12 121.17(18) 2_666 . ?
N2 C15 C16 117.96(17) . . ?
N2 C15 C20 122.02(18) . . ?
C16 C15 C20 120.02(17) . . ?
C17 C16 C15 120.2(2) . . ?
C16 C17 C18 120.1(2) . . ?
C19 C18 C17 121.3(2) . . ?
C18 C19 C20 120.5(2) . . ?
C21 C20 C19 123.59(19) . . ?
C21 C20 C15 118.59(17) . . ?
C19 C20 C15 117.8(2) . . ?
C22 C21 C20 118.67(18) . . ?
C21 C22 C23 119.63(19) . . ?
N2 C23 C22 123.26(18) . . ?
N2 C23 C24 118.39(17) . . ?
C22 C23 C24 118.35(18) . . ?
C25 C24 C23 123.30(19) . . ?
C24 C25 C26 125.88(19) . . ?
C28 C26 C27 118.09(17) . . ?
C28 C26 C25 123.11(18) . . ?
C27 C26 C25 118.81(17) . . ?
C28 C27 C26 121.32(18) 2_756 . ?
C27 C28 C26 120.59(18) 2_756 . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C9 1.309(2) . ?
N1 C1 1.361(2) . ?
N2 C23 1.324(3) . ?
N2 C15 1.355(2) . ?
C1 C2 1.399(3) . ?
C1 C6 1.422(3) . ?
C2 C3 1.359(3) . ?
C3 C4 1.397(3) . ?
C4 C5 1.353(3) . ?
C5 C6 1.404(3) . ?
C6 C7 1.409(3) . ?
C7 C8 1.345(3) . ?
C8 C9 1.425(3) . ?
C9 C10 1.468(2) . ?
C10 C11 1.321(3) . ?
C11 C12 1.465(3) . ?
C12 C14 1.385(3) . ?
C12 C13 1.396(3) . ?
C13 C14 1.376(3) 2_666 ?
C14 C13 1.376(3) 2_666 ?
C15 C16 1.414(3) . ?
C15 C20 1.427(3) . ?
C16 C17 1.355(3) . ?
C17 C18 1.405(4) . ?
C18 C19 1.363(4) . ?
C19 C20 1.413(3) . ?
C20 C21 1.406(3) . ?
C21 C22 1.351(3) . ?
C22 C23 1.424(3) . ?
C23 C24 1.456(3) . ?
C24 C25 1.342(3) . ?
C25 C26 1.451(3) . ?
C26 C28 1.403(3) . ?
C26 C27 1.407(3) . ?
C27 C28 1.368(3) 2_756 ?
C28 C27 1.368(3) 2_756 ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C9 N1 C1 C2 -179.07(18) . . . . ?
C9 N1 C1 C6 1.2(3) . . . . ?
N1 C1 C2 C3 -179.8(2) . . . . ?
C6 C1 C2 C3 0.0(3) . . . . ?
C1 C2 C3 C4 -1.1(3) . . . . ?
C2 C3 C4 C5 1.3(3) . . . . ?
C3 C4 C5 C6 -0.3(3) . . . . ?
C4 C5 C6 C7 178.8(2) . . . . ?
C4 C5 C6 C1 -0.8(3) . . . . ?
N1 C1 C6 C5 -179.32(18) . . . . ?
C2 C1 C6 C5 0.9(3) . . . . ?
N1 C1 C6 C7 1.1(3) . . . . ?
C2 C1 C6 C7 -178.67(18) . . . . ?
C5 C6 C7 C8 178.8(2) . . . . ?
C1 C6 C7 C8 -1.7(3) . . . . ?
C6 C7 C8 C9 0.1(3) . . . . ?
C1 N1 C9 C8 -2.9(3) . . . . ?
C1 N1 C9 C10 176.62(16) . . . . ?
C7 C8 C9 N1 2.3(3) . . . . ?
C7 C8 C9 C10 -177.14(19) . . . . ?
N1 C9 C10 C11 -163.9(2) . . . . ?
C8 C9 C10 C11 15.6(3) . . . . ?
C9 C10 C11 C12 174.58(18) . . . . ?
C10 C11 C12 C14 177.5(2) . . . . ?
C10 C11 C12 C13 -5.2(3) . . . . ?
C14 C12 C13 C14 -0.6(3) . . . 2_666 ?
C11 C12 C13 C14 -177.97(18) . . . 2_666 ?
C13 C12 C14 C13 0.6(3) . . . 2_666 ?
C11 C12 C14 C13 178.11(18) . . . 2_666 ?
C23 N2 C15 C16 -179.68(17) . . . . ?
C23 N2 C15 C20 0.2(3) . . . . ?
N2 C15 C16 C17 -178.49(18) . . . . ?
C20 C15 C16 C17 1.6(3) . . . . ?
C15 C16 C17 C18 -0.4(3) . . . . ?
C16 C17 C18 C19 -0.4(3) . . . . ?
C17 C18 C19 C20 0.0(3) . . . . ?
C18 C19 C20 C21 179.6(2) . . . . ?
C18 C19 C20 C15 1.2(3) . . . . ?
N2 C15 C20 C21 -0.4(3) . . . . ?
C16 C15 C20 C21 179.49(18) . . . . ?
N2 C15 C20 C19 178.15(17) . . . . ?
C16 C15 C20 C19 -2.0(3) . . . . ?
C19 C20 C21 C22 -178.5(2) . . . . ?
C15 C20 C21 C22 0.0(3) . . . . ?
C20 C21 C22 C23 0.5(3) . . . . ?
C15 N2 C23 C22 0.4(3) . . . . ?
C15 N2 C23 C24 -179.42(16) . . . . ?
C21 C22 C23 N2 -0.8(3) . . . . ?
C21 C22 C23 C24 179.03(19) . . . . ?
N2 C23 C24 C25 -8.8(3) . . . . ?
C22 C23 C24 C25 171.38(19) . . . . ?
C23 C24 C25 C26 179.59(17) . . . . ?
C24 C25 C26 C28 7.1(3) . . . . ?
C24 C25 C26 C27 -173.44(19) . . . . ?
C28 C26 C27 C28 -0.4(3) . . . 2_756 ?
C25 C26 C27 C28 -179.87(17) . . . 2_756 ?
C27 C26 C28 C27 0.4(3) . . . 2_756 ?
C25 C26 C28 C27 179.84(18) . . . 2_756 ?
