#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/11/44/4114494.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_4114494
loop_
_publ_author_name
'Tamaki Nakano'
'Tohru Yade'
_publ_contact_author
;
        Tamaki Nakano
        Graduate School of Materials Science, Nara Institute 
        of Science and Technology (NAIST), Takayama-cho 
        8916-5, Ikoma, Nara 630-0101, Japan
;
_publ_contact_author_email       nakano@ms.aist-nara.ac.jp.
_publ_contact_author_fax         '81 743 72 6081'
_publ_contact_author_phone       '81 743 72 6081'
_publ_section_title
;
 Synthesis, Structure, and Photophysical and Electrochemical Properties of
 a π-Stacked Polymer
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              15474
_journal_page_last               15484
_journal_paper_doi               10.1021/ja037836x
_journal_volume                  125
_journal_year                    2003
_chemical_formula_moiety         'C27 H20 '
_chemical_formula_sum            'C27 H20'
_chemical_formula_weight         344.45
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90
_cell_angle_beta                 98.922(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.9303(5)
_cell_length_b                   8.5039(4)
_cell_length_c                   22.030(1)
_cell_measurement_reflns_used    8619
_cell_measurement_temperature    296.2
_cell_measurement_theta_max      27.4
_cell_measurement_theta_min      2.1
_cell_volume                     1837.84(15)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        'teXsan Ver. 1.10'
_computing_publication_material  'teXsan Ver. 1.10'
_computing_structure_refinement  'teXsan Ver. 1.10'
_computing_structure_solution
;
SAPI91 (Fan, 1991)
;
_diffrn_ambient_temperature      296.2
_diffrn_measurement_device       RAXIS-RAPID
_diffrn_orient_matrix_UB_11      0.01488
_diffrn_orient_matrix_UB_12      0.06443
_diffrn_orient_matrix_UB_13      -0.03635
_diffrn_orient_matrix_UB_21      0.10080
_diffrn_orient_matrix_UB_22      -0.00677
_diffrn_orient_matrix_UB_23      0.01326
_diffrn_orient_matrix_UB_31      0.00281
_diffrn_orient_matrix_UB_32      -0.09814
_diffrn_orient_matrix_UB_33      -0.02478
_diffrn_radiation_detector       'scintillation counter'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.03846
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            16751
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         0.94
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.245
_exptl_crystal_description       block
_exptl_crystal_F_000             728.00
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.22
_refine_diff_density_min         -0.20
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   0.964
_refine_ls_goodness_of_fit_ref   0.964
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     324
_refine_ls_number_reflns         2057
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0684
_refine_ls_R_factor_gt           0.042
_refine_ls_shift/su_max          2.0147
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     'w = 1/[σ²(Fo) + 0.00031|Fo|²]'
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         0.0896
_reflns_number_gt                2057
_reflns_number_total             4192
_reflns_threshold_expression     I>-10.00σ(I)
_cod_data_source_file            ja037836xsi20030808_093035.cif
_cod_data_source_block           '_1(n=2)'
_cod_original_cell_volume        1837.8(1)
_cod_original_sg_symbol_H-M      'P 21/n '
_cod_original_formula_sum        'C27 H20 '
_cod_database_code               4114494
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
1/2-x,1/2+y,1/2-z
'   -x,   -y,   -z'
1/2+x,1/2-y,1/2+z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_calc_flag
C(1) 0.6785(1) -0.1252(1) 0.21043(6) 0.0478(3) 1.000 Uani d
C(2) 0.7800(1) -0.2167(2) 0.17954(6) 0.0514(4) 1.000 Uani d
C(3) 0.9126(2) -0.1755(2) 0.17190(8) 0.0724(5) 1.000 Uani d
C(4) 0.9873(2) -0.2792(4) 0.1429(1) 0.1018(8) 1.000 Uani d
C(5) 0.9335(3) -0.4224(4) 0.1213(1) 0.1122(9) 1.000 Uani d
C(6) 0.8025(3) -0.4658(3) 0.12907(8) 0.0855(7) 1.000 Uani d
C(7) 0.7251(2) -0.3617(2) 0.15878(6) 0.0563(4) 1.000 Uani d
C(8) 0.5891(1) -0.3775(1) 0.17719(6) 0.0547(4) 1.000 Uani d
C(9) 0.4930(2) -0.4988(2) 0.16891(8) 0.0794(6) 1.000 Uani d
C(10) 0.3724(2) -0.4817(3) 0.1932(1) 0.0959(7) 1.000 Uani d
C(11) 0.3487(2) -0.3502(3) 0.2259(1) 0.0869(7) 1.000 Uani d
C(12) 0.4427(2) -0.2290(2) 0.23456(7) 0.0656(5) 1.000 Uani d
C(13) 0.5627(1) -0.2416(1) 0.20930(6) 0.0488(3) 1.000 Uani d
C(14) 0.6349(2) 0.0341(1) 0.17999(6) 0.0515(4) 1.000 Uani d
C(15) 0.5643(1) 0.0233(1) 0.11186(6) 0.0463(3) 1.000 Uani d
C(16) 0.6382(1) 0.1044(1) 0.06481(5) 0.0462(3) 1.000 Uani d
C(17) 0.7707(1) 0.0842(2) 0.05254(7) 0.0576(4) 1.000 Uani d
C(18) 0.8139(2) 0.1714(2) 0.00562(7) 0.0656(5) 1.000 Uani d
C(19) 0.7281(2) 0.2783(2) -0.02817(7) 0.0664(5) 1.000 Uani d
C(20) 0.5959(2) 0.2989(2) -0.01683(6) 0.0571(4) 1.000 Uani d
C(21) 0.5507(1) 0.2105(1) 0.02946(6) 0.0468(3) 1.000 Uani d
C(22) 0.4169(1) 0.2057(1) 0.04988(6) 0.0481(3) 1.000 Uani d
C(23) 0.2967(1) 0.2864(2) 0.02861(7) 0.0604(4) 1.000 Uani d
C(24) 0.1832(2) 0.2608(2) 0.05684(8) 0.0715(5) 1.000 Uani d
C(25) 0.1883(2) 0.1554(2) 0.10502(9) 0.0736(5) 1.000 Uani d
C(26) 0.3079(1) 0.0732(2) 0.12626(8) 0.0634(4) 1.000 Uani d
C(27) 0.4226(1) 0.0981(1) 0.09851(6) 0.0484(3) 1.000 Uani d
H(1) 0.717(1) -0.103(1) 0.2539(6) 0.050(3) 1.000 Uiso d
H(2) 0.950(2) -0.073(2) 0.1886(9) 0.102(7) 1.000 Uiso d
H(3) 1.083(3) -0.259(3) 0.137(1) 0.128(8) 1.000 Uiso d
H(4) 0.988(3) -0.492(3) 0.101(1) 0.141(9) 1.000 Uiso d
H(5) 0.760(2) -0.560(2) 0.1163(9) 0.095(7) 1.000 Uiso d
H(6) 0.517(2) -0.588(2) 0.1463(8) 0.081(5) 1.000 Uiso d
H(7) 0.304(2) -0.558(3) 0.190(1) 0.122(7) 1.000 Uiso d
H(8) 0.261(2) -0.345(2) 0.2436(8) 0.090(5) 1.000 Uiso d
H(9) 0.428(2) -0.132(2) 0.2571(8) 0.084(5) 1.000 Uiso d
H(10) 0.572(1) 0.088(2) 0.2046(6) 0.063(4) 1.000 Uiso d
H(11) 0.722(1) 0.103(2) 0.1815(6) 0.066(4) 1.000 Uiso d
H(12) 0.556(1) -0.087(1) 0.1012(5) 0.042(3) 1.000 Uiso d
H(13) 0.832(1) 0.006(2) 0.0762(7) 0.066(4) 1.000 Uiso d
H(14) 0.904(2) 0.154(2) -0.0031(6) 0.067(4) 1.000 Uiso d
H(15) 0.761(1) 0.342(2) -0.0621(7) 0.078(5) 1.000 Uiso d
H(16) 0.534(1) 0.378(2) -0.0418(7) 0.069(4) 1.000 Uiso d
H(17) 0.294(1) 0.369(2) -0.0060(7) 0.071(4) 1.000 Uiso d
H(18) 0.101(2) 0.319(2) 0.0424(7) 0.085(5) 1.000 Uiso d
H(19) 0.110(2) 0.139(2) 0.1256(8) 0.084(6) 1.000 Uiso d
H(20) 0.310(1) -0.005(2) 0.1612(7) 0.076(5) 1.000 Uiso d
loop_
_atom_type_symbol
_atom_type_oxidation_number
_atom_type_number_in_cell
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0 108 0.002 0.002
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
H 0 80 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(2) C(1) C(13) 102.3(1) ?
C(2) C(1) C(14) 114.6(1) ?
C(2) C(1) H(1) 110.4(6) no
C(13) C(1) C(14) 113.9(1) ?
C(13) C(1) H(1) 108.4(7) no
C(14) C(1) H(1) 107.1(7) no
C(1) C(2) C(3) 129.0(1) ?
C(1) C(2) C(7) 110.3(1) ?
C(3) C(2) C(7) 120.6(1) ?
C(2) C(3) C(4) 118.8(2) ?
C(2) C(3) H(2) 119(1) no
C(4) C(3) H(2) 122(1) no
C(3) C(4) C(5) 121.2(2) ?
C(3) C(4) H(3) 123(1) no
C(5) C(4) H(3) 115(1) no
C(4) C(5) C(6) 120.7(2) ?
C(4) C(5) H(4) 119(2) no
C(6) C(5) H(4) 120(2) no
C(5) C(6) C(7) 118.9(2) ?
C(5) C(6) H(5) 126(1) no
C(7) C(6) H(5) 116(1) no
C(2) C(7) C(6) 119.8(2) ?
C(2) C(7) C(8) 108.6(1) ?
C(6) C(7) C(8) 131.6(2) ?
C(7) C(8) C(9) 131.8(2) ?
C(7) C(8) C(13) 108.3(1) ?
C(9) C(8) C(13) 119.9(2) ?
C(8) C(9) C(10) 118.9(2) ?
C(8) C(9) H(6) 116(1) no
C(10) C(9) H(6) 125(1) no
C(9) C(10) C(11) 120.9(2) ?
C(9) C(10) H(7) 124(1) no
C(11) C(10) H(7) 115(1) no
C(10) C(11) C(12) 120.9(2) ?
C(10) C(11) H(8) 118(1) no
C(12) C(11) H(8) 121(1) no
C(11) C(12) C(13) 119.2(2) ?
C(11) C(12) H(9) 123(1) no
C(13) C(12) H(9) 117.6(9) no
C(1) C(13) C(8) 110.3(1) ?
C(1) C(13) C(12) 129.5(1) ?
C(8) C(13) C(12) 120.2(1) ?
C(1) C(14) C(15) 114.9(1) ?
C(1) C(14) H(10) 108.9(7) no
C(1) C(14) H(11) 107.9(7) no
C(15) C(14) H(10) 108.8(8) no
C(15) C(14) H(11) 108.2(8) no
H(10) C(14) H(11) 108(1) no
C(14) C(15) C(16) 115.9(1) ?
C(14) C(15) C(27) 115.1(1) ?
C(14) C(15) H(12) 107.5(7) no
C(16) C(15) C(27) 101.9(1) ?
C(16) C(15) H(12) 107.8(7) no
C(27) C(15) H(12) 108.3(6) no
C(15) C(16) C(17) 130.1(1) ?
C(15) C(16) C(21) 110.3(1) ?
C(17) C(16) C(21) 119.6(1) ?
C(16) C(17) C(18) 119.2(1) ?
C(16) C(17) H(13) 120.2(9) no
C(18) C(17) H(13) 120.6(9) no
C(17) C(18) C(19) 121.0(2) ?
C(17) C(18) H(14) 118.3(9) no
C(19) C(18) H(14) 120.8(9) no
C(18) C(19) C(20) 120.6(2) ?
C(18) C(19) H(15) 120.4(8) no
C(20) C(19) H(15) 119.0(8) no
C(19) C(20) C(21) 119.0(1) ?
C(19) C(20) H(16) 119.9(8) no
C(21) C(20) H(16) 121.0(8) no
C(16) C(21) C(20) 120.7(1) ?
C(16) C(21) C(22) 108.9(1) ?
C(20) C(21) C(22) 130.4(1) ?
C(21) C(22) C(23) 130.7(1) ?
C(21) C(22) C(27) 108.7(1) ?
C(23) C(22) C(27) 120.6(1) ?
C(22) C(23) C(24) 119.0(1) ?
C(22) C(23) H(17) 120.4(7) no
C(24) C(23) H(17) 120.5(7) no
C(23) C(24) C(25) 120.7(2) ?
C(23) C(24) H(18) 118.6(9) no
C(25) C(24) H(18) 120.7(9) no
C(24) C(25) C(26) 120.7(2) ?
C(24) C(25) H(19) 121(1) no
C(26) C(25) H(19) 118(1) no
C(25) C(26) C(27) 119.3(2) ?
C(25) C(26) H(20) 119.8(9) no
C(27) C(26) H(20) 120.9(9) no
C(15) C(27) C(22) 110.2(1) ?
C(15) C(27) C(26) 130.1(1) ?
C(22) C(27) C(26) 119.7(1) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C(1) C(2) 1.516(2) ?
C(1) C(13) 1.515(2) ?
C(1) C(14) 1.543(2) ?
C(1) H(1) 0.99(1) no
C(2) C(3) 1.398(2) ?
C(2) C(7) 1.396(2) ?
C(3) C(4) 1.372(3) ?
C(3) H(2) 1.00(2) no
C(4) C(5) 1.384(3) ?
C(4) H(3) 1.00(2) no
C(5) C(6) 1.388(4) ?
C(5) H(4) 0.96(3) no
C(6) C(7) 1.400(2) ?
C(6) H(5) 0.93(2) no
C(7) C(8) 1.476(2) ?
C(8) C(9) 1.397(2) ?
C(8) C(13) 1.401(2) ?
C(9) C(10) 1.393(3) ?
C(9) H(6) 0.96(2) no
C(10) C(11) 1.371(3) ?
C(10) H(7) 0.93(2) no
C(11) C(12) 1.383(2) ?
C(11) H(8) 1.01(2) no
C(12) C(13) 1.396(2) ?
C(12) H(9) 0.99(2) no
C(14) C(15) 1.558(2) ?
C(14) H(10) 1.00(1) no
C(14) H(11) 1.04(1) no
C(15) C(16) 1.525(2) ?
C(15) C(27) 1.530(2) ?
C(15) H(12) 0.97(1) no
C(16) C(17) 1.394(2) ?
C(16) C(21) 1.402(2) ?
C(17) C(18) 1.393(2) ?
C(17) H(13) 0.99(1) no
C(18) C(19) 1.382(2) ?
C(18) H(14) 0.95(2) no
C(19) C(20) 1.385(2) ?
C(19) H(15) 1.02(2) no
C(20) C(21) 1.396(2) ?
C(20) H(16) 1.01(1) no
C(21) C(22) 1.468(2) ?
C(22) C(23) 1.394(2) ?
C(22) C(27) 1.403(2) ?
C(23) C(24) 1.387(2) ?
C(23) H(17) 1.04(2) no
C(24) C(25) 1.384(2) ?
C(24) H(18) 0.97(2) no
C(25) C(26) 1.394(2) ?
C(25) H(19) 0.97(2) no
C(26) C(27) 1.390(2) ?
C(26) H(20) 1.02(2) no
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_publ_flag
C(1) C(2) C(3) C(4) 179.1(1) no
C(1) C(2) C(7) C(6) -179.6(1) no
C(1) C(2) C(7) C(8) -2.8(1) no
C(1) C(13) C(8) C(7) 3.1(1) no
C(1) C(13) C(8) C(9) -178.0(1) no
C(1) C(13) C(12) C(11) 177.9(1) no
C(1) C(14) C(15) C(16) -117.5(1) no
C(1) C(14) C(15) C(27) 123.9(1) no
C(2) C(1) C(13) C(8) -4.5(1) no
C(2) C(1) C(13) C(12) 175.6(1) no
C(2) C(1) C(14) C(15) 60.4(2) no
C(2) C(3) C(4) C(5) 0.0(2) no
C(2) C(7) C(6) C(5) 0.5(2) no
C(2) C(7) C(8) C(9) -178.9(1) no
C(2) C(7) C(8) C(13) -0.2(1) no
C(3) C(2) C(1) C(13) -173.9(1) no
C(3) C(2) C(1) C(14) 62.2(2) no
C(3) C(2) C(7) C(6) -1.1(2) no
C(3) C(2) C(7) C(8) 175.7(1) no
C(3) C(4) C(5) C(6) -0.7(3) no
C(4) C(3) C(2) C(7) 0.9(2) no
C(4) C(5) C(6) C(7) 0.4(3) no
C(5) C(6) C(7) C(8) -175.5(1) no
C(6) C(7) C(8) C(9) -2.6(2) no
C(6) C(7) C(8) C(13) 176.1(1) no
C(7) C(2) C(1) C(13) 4.4(1) no
C(7) C(2) C(1) C(14) -119.4(1) no
C(7) C(8) C(9) C(10) 178.4(1) no
C(7) C(8) C(13) C(12) -177.0(1) no
C(8) C(9) C(10) C(11) -1.5(2) no
C(8) C(13) C(1) C(14) 119.8(1) no
C(8) C(13) C(12) C(11) -1.9(2) no
C(9) C(8) C(13) C(12) 1.9(2) no
C(9) C(10) C(11) C(12) 1.5(3) no
C(10) C(9) C(8) C(13) -0.2(2) no
C(10) C(11) C(12) C(13) 0.2(2) no
C(12) C(13) C(1) C(14) -60.1(2) no
C(13) C(1) C(14) C(15) -56.9(2) no
C(14) C(15) C(16) C(17) 56.1(2) no
C(14) C(15) C(16) C(21) -125.8(1) no
C(14) C(15) C(27) C(22) 126.8(1) no
C(14) C(15) C(27) C(26) -53.7(2) no
C(15) C(16) C(17) C(18) 178.6(1) no
C(15) C(16) C(21) C(20) -180.0(1) no
C(15) C(16) C(21) C(22) -0.4(1) no
C(15) C(27) C(22) C(21) -0.9(1) no
C(15) C(27) C(22) C(23) 178.7(1) no
C(15) C(27) C(26) C(25) -179.1(1) no
C(16) C(15) C(27) C(22) 0.7(1) no
C(16) C(15) C(27) C(26) -179.9(1) no
C(16) C(17) C(18) C(19) 0.8(2) no
C(16) C(21) C(20) C(19) 1.1(2) no
C(16) C(21) C(22) C(23) -178.7(1) no
C(16) C(21) C(22) C(27) 0.9(1) no
C(17) C(16) C(15) C(27) -178.3(1) no
C(17) C(16) C(21) C(20) -1.6(2) no
C(17) C(16) C(21) C(22) 177.9(1) no
C(17) C(18) C(19) C(20) -1.3(2) no
C(18) C(17) C(16) C(21) 0.6(2) no
C(18) C(19) C(20) C(21) 0.3(2) no
C(19) C(20) C(21) C(22) -178.3(1) no
C(20) C(21) C(22) C(23) 0.7(2) no
C(20) C(21) C(22) C(27) -179.7(1) no
C(21) C(16) C(15) C(27) -0.1(1) no
C(21) C(22) C(23) C(24) -179.4(1) no
C(21) C(22) C(27) C(26) 179.5(1) no
C(22) C(23) C(24) C(25) -0.7(2) no
C(22) C(27) C(26) C(25) 0.3(2) no
C(23) C(22) C(27) C(26) -0.8(2) no
C(23) C(24) C(25) C(26) 0.2(2) no
C(24) C(23) C(22) C(27) 1.0(2) no
C(24) C(25) C(26) C(27) 0.0(2) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 4414229
