#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/61/1506192.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_1506192
loop_
_publ_author_name
'Wong, Ken-Tsung'
'Chi, Liang-Chen'
'Huang, Shih-Chiang'
'Liao, Yuan-Li'
'Liu, Yi-Hung'
'Wang, Yu'
_publ_section_title
;
 Coplanarity in the backbones of ladder-type oligo(p-phenylene) homologues
 and derivatives.
;
_journal_issue                   22
_journal_name_full               'Organic letters'
_journal_page_first              5029
_journal_page_last               5032
_journal_paper_doi               10.1021/ol061762n
_journal_volume                  8
_journal_year                    2006
_chemical_formula_sum            'C55 H46'
_chemical_formula_weight         706.92
_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                102.9950(10)
_cell_angle_beta                 109.8180(10)
_cell_angle_gamma                106.5150(10)
_cell_formula_units_Z            1
_cell_length_a                   10.5923(3)
_cell_length_b                   10.6410(3)
_cell_length_c                   10.6696(3)
_cell_measurement_reflns_used    15456
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      1
_cell_volume                     1013.57(5)
_computing_cell_refinement       'HKL Denzo & Scalepack (Otwinowski & Minor)'
_computing_data_collection       'COLLECT (Nonius BV)'
_computing_data_reduction        'HKL Denzo & Scalepack (Otwinowski & Minor)'
_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 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       CCD
_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  0.0308
_diffrn_reflns_av_sigmaI/netI    0.0462
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5965
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.14
_exptl_absorpt_coefficient_mu    0.065
_exptl_absorpt_correction_T_max  0.996
_exptl_absorpt_correction_T_min  0.943
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
multi-scan from symmetry-related measurements 
 Sortav (Blessing 1995) 
;
_exptl_crystal_density_diffrn    1.158
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             376
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.215
_refine_diff_density_min         -0.134
_refine_diff_density_rms         0.029
_refine_ls_extinction_coef       0.031(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         3569
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0783
_refine_ls_R_factor_gt           0.0513
_refine_ls_shift/su_max          0.023
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0695P)²+0.1367P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1354
_refine_ls_wR_factor_ref         0.1468
_reflns_number_gt                2561
_reflns_number_total             3569
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol061762nsi20060718_032120.cif
_cod_data_source_block           ic11965
_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               1506192
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_group
C1 C -0.04697(18) -0.02789(17) 0.10322(18) 0.0438(4) Uani 1 1 d . .
H1A H -0.0780 -0.0467 0.1713 0.053 Uiso 1 1 calc R .
C2 C 0.00567(18) 0.10780(17) 0.10535(17) 0.0414(4) Uani 1 1 d . .
C3 C 0.05235(18) 0.13517(17) 0.00273(17) 0.0414(4) Uani 1 1 d . .
C4 C 0.10493(18) 0.28708(17) 0.03271(18) 0.0435(4) Uani 1 1 d . .
C5 C 0.1564(2) 0.36484(19) -0.0406(2) 0.0532(5) Uani 1 1 d . .
H5A H 0.1601 0.3208 -0.1243 0.064 Uiso 1 1 calc R .
C6 C 0.2022(2) 0.5092(2) 0.0129(2) 0.0618(6) Uani 1 1 d . .
H6A H 0.2371 0.5627 -0.0352 0.074 Uiso 1 1 calc R .
C7 C 0.1965(2) 0.5740(2) 0.1365(2) 0.0657(6) Uani 1 1 d . .
H7A H 0.2290 0.6712 0.1718 0.079 Uiso 1 1 calc R .
C8 C 0.1434(2) 0.49726(19) 0.2093(2) 0.0598(5) Uani 1 1 d . .
H8A H 0.1394 0.5420 0.2925 0.072 Uiso 1 1 calc R .
C9 C 0.09623(18) 0.35244(17) 0.15634(19) 0.0458(4) Uani 1 1 d . .
C10 C 0.02554(18) 0.24401(17) 0.21182(18) 0.0443(4) Uani 1 1 d . .
C11 C 0.12340(19) 0.25682(17) 0.36217(18) 0.0455(4) Uani 1 1 d . .
C12 C 0.0630(2) 0.1930(2) 0.4400(2) 0.0557(5) Uani 1 1 d . .
H12A H -0.0380 0.1500 0.4045 0.067 Uiso 1 1 calc R .
C13 C 0.1505(2) 0.1925(2) 0.5695(2) 0.0640(6) Uani 1 1 d . .
H13A H 0.1070 0.1493 0.6195 0.077 Uiso 1 1 calc R .
C14 C 0.3008(2) 0.2543(2) 0.6269(2) 0.0635(6) Uani 1 1 d . .
C15 C 0.3604(2) 0.3186(2) 0.5499(2) 0.0649(6) Uani 1 1 d . .
H15A H 0.4613 0.3617 0.5860 0.078 Uiso 1 1 calc R .
C16 C 0.2739(2) 0.3207(2) 0.4200(2) 0.0562(5) Uani 1 1 d . .
H16A H 0.3177 0.3656 0.3712 0.067 Uiso 1 1 calc R .
C17 C 0.3951(3) 0.2500(3) 0.7668(3) 0.0981(9) Uani 1 1 d . .
H17A H 0.4961 0.2987 0.7899 0.147 Uiso 1 1 calc R .
H17B H 0.3766 0.1542 0.7590 0.147 Uiso 1 1 calc R .
H17C H 0.3728 0.2943 0.8406 0.147 Uiso 1 1 calc R .
C18 C -0.11981(19) 0.25342(17) 0.20168(18) 0.0447(4) Uani 1 1 d . .
C19 C -0.2518(2) 0.16684(18) 0.08744(19) 0.0504(5) Uani 1 1 d . .
H19A H -0.2558 0.0956 0.0154 0.060 Uiso 1 1 calc R .
C20 C -0.3793(2) 0.1847(2) 0.0785(2) 0.0567(5) Uani 1 1 d . .
H20A H -0.4670 0.1250 0.0001 0.068 Uiso 1 1 calc R .
C21 C -0.3790(2) 0.2884(2) 0.1826(2) 0.0595(5) Uani 1 1 d . .
C22 C -0.2464(2) 0.3759(2) 0.2964(2) 0.0671(6) Uani 1 1 d . .
H22A H -0.2424 0.4476 0.3680 0.081 Uiso 1 1 calc R .
C23 C -0.1197(2) 0.3586(2) 0.3057(2) 0.0602(5) Uani 1 1 d . .
H23A H -0.0320 0.4190 0.3837 0.072 Uiso 1 1 calc R .
C24 C -0.5184(3) 0.3062(3) 0.1719(3) 0.0907(8) Uani 1 1 d . .
H24A H -0.5987 0.2369 0.0856 0.136 Uiso 1 1 calc R .
H24B H -0.5099 0.3982 0.1710 0.136 Uiso 1 1 calc R .
H24C H -0.5352 0.2948 0.2524 0.136 Uiso 1 1 calc R .
C25 C 0.7272(10) 0.0868(10) 0.5809(16) 0.233(4) Uani 1 1 d . 1
H25A H 0.8309 0.1265 0.6120 0.279 Uiso 0.50 1 d PR 1
H25B H 0.2342 -0.1377 0.4792 0.349 Uiso 0.50 1 d PR 1
H25C H 0.2304 -0.0184 0.4164 0.349 Uiso 0.50 1 d PR 1
H25D H 0.2299 -0.1578 0.3275 0.349 Uiso 0.50 1 d PR 1
C26 C 0.631(3) 0.1040(17) 0.452(2) 0.191(8) Uani 0.50 1 d P 1
H26A H 0.6685 0.1556 0.4004 0.229 Uiso 0.50 1 d PR 1
C27 C 0.490(2) 0.0425(9) 0.4131(11) 0.169(2) Uani 1 1 d . 1
H27A H 0.4281 0.0494 0.3276 0.203 Uiso 1 1 d R 1
C28 C 0.4153(17) -0.0345(14) 0.482(3) 0.166(6) Uani 0.50 1 d P 1
C29 C 0.658(2) 0.0110(13) 0.6533(11) 0.144(4) Uani 0.50 1 d P 1
H29B H 0.7136 0.0002 0.7393 0.173 Uiso 0.50 1 d PR 1
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'
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
C2 C1 C3 118.46(15) . 2
C2 C1 H1A 120.8 . .
C3 C1 H1A 120.8 2 .
C1 C2 C3 120.39(15) . .
C1 C2 C10 128.63(15) . .
C3 C2 C10 110.97(14) . .
C1 C3 C2 121.15(15) 2 .
C1 C3 C4 130.33(15) 2 .
C2 C3 C4 108.51(14) . .
C5 C4 C9 120.68(16) . .
C5 C4 C3 130.54(16) . .
C9 C4 C3 108.78(14) . .
C6 C5 C4 118.84(18) . .
C6 C5 H5A 120.6 . .
C4 C5 H5A 120.6 . .
C7 C6 C5 120.51(19) . .
C7 C6 H6A 119.7 . .
C5 C6 H6A 119.7 . .
C6 C7 C8 121.10(18) . .
C6 C7 H7A 119.5 . .
C8 C7 H7A 119.5 . .
C7 C8 C9 118.99(19) . .
C7 C8 H8A 120.5 . .
C9 C8 H8A 120.5 . .
C8 C9 C4 119.86(17) . .
C8 C9 C10 129.04(17) . .
C4 C9 C10 111.05(14) . .
C9 C10 C2 100.55(13) . .
C9 C10 C11 114.60(14) . .
C2 C10 C11 108.06(13) . .
C9 C10 C18 107.97(13) . .
C2 C10 C18 113.33(14) . .
C11 C10 C18 111.92(14) . .
C16 C11 C12 117.45(17) . .
C16 C11 C10 121.99(16) . .
C12 C11 C10 120.33(15) . .
C13 C12 C11 120.96(18) . .
C13 C12 H12A 119.5 . .
C11 C12 H12A 119.5 . .
C14 C13 C12 121.9(2) . .
C14 C13 H13A 119.1 . .
C12 C13 H13A 119.1 . .
C15 C14 C13 117.00(18) . .
C15 C14 C17 121.7(2) . .
C13 C14 C17 121.3(2) . .
C14 C15 C16 121.84(19) . .
C14 C15 H15A 119.1 . .
C16 C15 H15A 119.1 . .
C11 C16 C15 120.86(19) . .
C11 C16 H16A 119.6 . .
C15 C16 H16A 119.6 . .
C14 C17 H17A 109.5 . .
C14 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C14 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C19 C18 C23 117.31(17) . .
C19 C18 C10 122.73(16) . .
C23 C18 C10 119.81(15) . .
C18 C19 C20 120.80(17) . .
C18 C19 H19A 119.6 . .
C20 C19 H19A 119.6 . .
C21 C20 C19 121.72(18) . .
C21 C20 H20A 119.1 . .
C19 C20 H20A 119.1 . .
C20 C21 C22 117.41(18) . .
C20 C21 C24 121.2(2) . .
C22 C21 C24 121.4(2) . .
C23 C22 C21 121.05(19) . .
C23 C22 H22A 119.5 . .
C21 C22 H22A 119.5 . .
C22 C23 C18 121.71(18) . .
C22 C23 H23A 119.1 . .
C18 C23 H23A 119.1 . .
C21 C24 H24A 109.5 . .
C21 C24 H24B 109.5 . .
H24A C24 H24B 109.5 . .
C21 C24 H24C 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
C28 C25 C29 65.9(17) 2_656 .
C28 C25 C26 52.2(18) 2_656 .
C29 C25 C26 118.0(13) . .
C28 C25 H25A 170.3 2_656 .
C29 C25 H25A 123.3 . .
C26 C25 H25A 118.7 . .
C28 C26 C27 59.0(14) 2_656 .
C28 C26 C25 56.2(17) 2_656 .
C27 C26 C25 115.1(17) . .
C28 C26 H26A 178.1 2_656 .
C27 C26 H26A 121.8 . .
C25 C26 H26A 123.0 . .
C28 C27 C26 58(2) 2_656 .
C28 C27 C29 136(2) 2_656 2_656
C26 C27 C29 166.7(13) . 2_656
C28 C27 C28 71.5(13) 2_656 .
C26 C27 C28 129(2) . .
C29 C27 C28 64.3(17) 2_656 .
C28 C27 H27A 171.9 2_656 .
C26 C27 H27A 115.4 . .
C29 C27 H27A 51.3 2_656 .
C28 C27 H27A 115.6 . .
C26 C28 C27 63(3) 2_656 2_656
C26 C28 C25 71.6(14) 2_656 2_656
C27 C28 C25 135(3) 2_656 2_656
C26 C28 C27 171(3) 2_656 .
C27 C28 C27 108.5(13) 2_656 .
C25 C28 C27 116(3) 2_656 .
C26 C28 C29 133(2) 2_656 2_656
C27 C28 C29 162(2) 2_656 2_656
C25 C28 C29 61.8(13) 2_656 2_656
C27 C28 C29 54.5(19) . 2_656
C26 C28 C28 123(4) 2_656 2_656
C27 C28 C28 60.2(15) 2_656 2_656
C25 C28 C28 164(4) 2_656 2_656
C27 C28 C28 48.3(14) . 2_656
C29 C28 C28 103(3) 2_656 2_656
C27 C29 C25 113.5(11) 2_656 .
C27 C29 C28 61.2(9) 2_656 2_656
C25 C29 C28 52.3(9) . 2_656
C27 C29 H29B 124.3 2_656 .
C25 C29 H29B 122.2 . .
C28 C29 H29B 174.5 2_656 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.384(2) .
C1 C3 1.387(2) 2
C1 H1A 0.9300 .
C2 C3 1.399(2) .
C2 C10 1.536(2) .
C3 C1 1.387(2) 2
C3 C4 1.470(2) .
C4 C5 1.384(2) .
C4 C9 1.392(2) .
C5 C6 1.384(3) .
C5 H5A 0.9300 .
C6 C7 1.373(3) .
C6 H6A 0.9300 .
C7 C8 1.381(3) .
C7 H7A 0.9300 .
C8 C9 1.387(2) .
C8 H8A 0.9300 .
C9 C10 1.536(2) .
C10 C11 1.536(2) .
C10 C18 1.540(2) .
C11 C16 1.383(2) .
C11 C12 1.389(3) .
C12 C13 1.380(3) .
C12 H12A 0.9300 .
C13 C14 1.380(3) .
C13 H13A 0.9300 .
C14 C15 1.378(3) .
C14 C17 1.508(3) .
C15 C16 1.387(3) .
C15 H15A 0.9300 .
C16 H16A 0.9300 .
C17 H17A 0.9600 .
C17 H17B 0.9600 .
C17 H17C 0.9600 .
C18 C19 1.377(2) .
C18 C23 1.387(2) .
C19 C20 1.391(3) .
C19 H19A 0.9300 .
C20 C21 1.377(3) .
C20 H20A 0.9300 .
C21 C22 1.380(3) .
C21 C24 1.512(3) .
C22 C23 1.379(3) .
C22 H22A 0.9300 .
C23 H23A 0.9300 .
C24 H24A 0.9600 .
C24 H24B 0.9600 .
C24 H24C 0.9600 .
C25 C28 1.306(17) 2_656
C25 C29 1.453(16) .
C25 C26 1.49(2) .
C25 H25A 0.9600 .
C26 C28 1.24(4) 2_656
C26 C27 1.32(2) .
C26 H26A 0.9599 .
C27 C28 1.26(2) 2_656
C27 C29 1.36(2) 2_656
C27 C28 1.46(2) .
C27 H27A 0.9601 .
C28 C26 1.24(4) 2_656
C28 C27 1.26(2) 2_656
C28 C25 1.306(17) 2_656
C28 C29 1.51(4) 2_656
C28 C28 1.60(3) 2_656
C29 C27 1.36(2) 2_656
C29 C28 1.51(4) 2_656
C29 H29B 0.9599 .
