#------------------------------------------------------------------------------
#$Date: 2016-03-22 10:40:54 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178880 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/09/4110924.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_4110924
loop_
_publ_author_name
'Anne J. McNeil'
'Peter Müller'
'James E. Whitten'
'Timothy M. Swager'
_publ_section_title
;
 Conjugated Polymers in an Arene Sandwich
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12426
_journal_page_last               12427
_journal_paper_doi               10.1021/ja0648099
_journal_volume                  128
_journal_year                    2006
_chemical_formula_sum            'C82 H76 Cl6 O6 Si2'
_chemical_formula_weight         1426.31
_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                113.9050(10)
_cell_angle_beta                 113.7040(10)
_cell_angle_gamma                96.7580(10)
_cell_formula_units_Z            1
_cell_length_a                   13.0097(5)
_cell_length_b                   13.0237(5)
_cell_length_c                   13.3955(5)
_cell_measurement_reflns_used    7705
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      0.00
_cell_measurement_theta_min      0.00
_cell_volume                     1790.00(12)
_computing_cell_refinement       'SAINT 5 (Bruker-AXS, 2003)'
_computing_data_collection       'SMART 5 (Bruker-AXS, 2003)'
_computing_data_reduction        'SAINT 5 (Bruker-AXS, 2003)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Smart APEX CCD'
_diffrn_measurement_method       'omega and phi scans'
_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  0.0230
_diffrn_reflns_av_sigmaI/netI    0.0178
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            40083
_diffrn_reflns_theta_full        29.57
_diffrn_reflns_theta_max         29.57
_diffrn_reflns_theta_min         1.82
_exptl_absorpt_coefficient_mu    0.328
_exptl_absorpt_correction_T_max  0.9373
_exptl_absorpt_correction_T_min  0.8799
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_description       block
_exptl_crystal_F_000             746
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.455
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     467
_refine_ls_number_reflns         10000
_refine_ls_number_restraints     60
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0339
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0517P)²+0.6645P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0925
_refine_ls_wR_factor_ref         0.0954
_reflns_number_gt                9000
_reflns_number_total             10000
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja0648099si20060706_020025.cif
_cod_data_source_block           06025
_cod_database_code               4110924
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
O2 O 0.23323(7) 0.41824(7) -0.51302(7) 0.01814(15) Uani 1 1 d . . .
O3 O 0.40511(7) 0.14444(7) -0.49715(7) 0.01891(15) Uani 1 1 d . . .
C1 C 0.20107(9) 0.31743(9) -0.23853(9) 0.01419(18) Uani 1 1 d . . .
C2 C 0.16220(9) 0.37308(9) -0.15465(10) 0.01739(19) Uani 1 1 d . . .
H2 H 0.1197 0.4260 -0.1643 0.021 Uiso 1 1 calc R . .
C3 C 0.18652(10) 0.35004(10) -0.05566(10) 0.0210(2) Uani 1 1 d . . .
H3 H 0.1599 0.3872 0.0020 0.025 Uiso 1 1 calc R . .
C4 C 0.24940(10) 0.27317(10) -0.04104(10) 0.0209(2) Uani 1 1 d . . .
H4 H 0.2656 0.2583 0.0267 0.025 Uiso 1 1 calc R . .
C5 C 0.28900(9) 0.21755(9) -0.12538(10) 0.01746(19) Uani 1 1 d . . .
H5 H 0.3326 0.1656 -0.1149 0.021 Uiso 1 1 calc R . .
C6 C 0.26365(9) 0.23928(9) -0.22447(9) 0.01405(18) Uani 1 1 d . . .
C7 C 0.29200(9) 0.18017(8) -0.32905(9) 0.01307(17) Uani 1 1 d . . .
H7 H 0.3325 0.1213 -0.3198 0.016 Uiso 1 1 calc R . .
C8 C 0.17388(9) 0.12245(9) -0.45156(9) 0.01425(18) Uani 1 1 d . . .
C9 C 0.12768(9) 0.00442(9) -0.54662(10) 0.01741(19) Uani 1 1 d . . .
H9 H 0.1678 -0.0501 -0.5368 0.021 Uiso 1 1 calc R . .
C10 C 0.02107(10) -0.03295(10) -0.65717(10) 0.0208(2) Uani 1 1 d . . .
H10 H -0.0120 -0.1137 -0.7226 0.025 Uiso 1 1 calc R . .
C11 C -0.03656(10) 0.04743(10) -0.67157(10) 0.0214(2) Uani 1 1 d . . .
H11 H -0.1084 0.0212 -0.7474 0.026 Uiso 1 1 calc R . .
C12 C 0.00976(9) 0.16642(10) -0.57602(10) 0.01776(19) Uani 1 1 d . . .
H12 H -0.0297 0.2212 -0.5865 0.021 Uiso 1 1 calc R . .
C13 C 0.11444(9) 0.20305(9) -0.46553(9) 0.01426(18) Uani 1 1 d . . .
C14 C 0.17898(8) 0.32893(9) -0.35285(9) 0.01318(17) Uani 1 1 d . . .
H14 H 0.1327 0.3837 -0.3622 0.016 Uiso 1 1 calc R . .
C15 C 0.30214(8) 0.37005(8) -0.34382(9) 0.01182(17) Uani 1 1 d . . .
C16 C 0.27731(9) 0.36072(9) -0.46875(9) 0.01429(18) Uani 1 1 d . . .
O1 O 0.31309(7) 0.27221(7) -0.53212(7) 0.01654(14) Uani 1 1 d . . .
C17 C 0.36658(9) 0.22097(9) -0.45969(9) 0.01453(18) Uani 1 1 d . . .
C18 C 0.36694(8) 0.27886(8) -0.33527(9) 0.01178(17) Uani 1 1 d . . .
C19 C 0.49981(8) 0.34626(8) -0.22756(9) 0.01177(17) Uani 1 1 d . . .
H19 H 0.5454 0.2904 -0.2209 0.014 Uiso 1 1 calc R . .
C20 C 0.55189(8) 0.43389(9) -0.25693(9) 0.01330(17) Uani 1 1 d . . .
C21 C 0.64769(9) 0.43637(9) -0.27871(9) 0.01684(19) Uani 1 1 d . . .
H21 H 0.6878 0.3804 -0.2755 0.020 Uiso 1 1 calc R . .
C22 C 0.68409(10) 0.52274(10) -0.30541(10) 0.0199(2) Uani 1 1 d . . .
H22 H 0.7501 0.5261 -0.3195 0.024 Uiso 1 1 calc R . .
C23 C 0.62457(10) 0.60362(10) -0.31154(10) 0.0197(2) Uani 1 1 d . . .
H23 H 0.6492 0.6609 -0.3314 0.024 Uiso 1 1 calc R . .
C24 C 0.52865(9) 0.60159(9) -0.28877(9) 0.01648(19) Uani 1 1 d . . .
H24 H 0.4885 0.6575 -0.2923 0.020 Uiso 1 1 calc R . .
C25 C 0.49287(9) 0.51682(9) -0.26088(9) 0.01345(17) Uani 1 1 d . . .
C26 C 0.38893(8) 0.49913(8) -0.23665(9) 0.01193(17) Uani 1 1 d . . .
H26 H 0.3497 0.5607 -0.2368 0.014 Uiso 1 1 calc R . .
C27 C 0.44088(8) 0.50248(8) -0.11137(9) 0.01127(16) Uani 1 1 d . . .
C28 C 0.43715(8) 0.58142(8) -0.00533(9) 0.01133(17) Uani 1 1 d . . .
C29 C 0.49806(8) 0.57794(8) 0.10605(9) 0.01127(16) Uani 1 1 d . . .
C30 C 0.36967(8) 0.66084(8) -0.00854(9) 0.01300(17) Uani 1 1 d . . .
C31 C 0.31005(9) 0.72518(9) -0.00484(9) 0.01567(18) Uani 1 1 d . . .
Si1 Si 0.21106(2) 0.81423(2) 0.01051(3) 0.01402(7) Uani 1 1 d . . .
C32 C 0.30563(10) 0.97524(9) 0.09398(11) 0.0215(2) Uani 1 1 d . . .
H32 H 0.3708 0.9930 0.1772 0.026 Uiso 1 1 calc R . .
C33 C 0.23631(14) 1.06038(12) 0.12087(17) 0.0395(3) Uani 1 1 d . . .
H33A H 0.2909 1.1429 0.1721 0.059 Uiso 1 1 calc R . .
H33B H 0.1996 1.0440 0.1664 0.059 Uiso 1 1 calc R . .
H33C H 0.1741 1.0488 0.0413 0.059 Uiso 1 1 calc R . .
C34 C 0.36559(13) 1.00027(12) 0.02480(14) 0.0322(3) Uani 1 1 d . . .
H34A H 0.3046 0.9874 -0.0560 0.048 Uiso 1 1 calc R . .
H34B H 0.4111 0.9464 0.0103 0.048 Uiso 1 1 calc R . .
H34C H 0.4194 1.0831 0.0758 0.048 Uiso 1 1 calc R . .
C35 C 0.15612(10) 0.78548(10) 0.11078(11) 0.0209(2) Uani 1 1 d . . .
H35 H 0.0923 0.8218 0.1092 0.025 Uiso 1 1 calc R . .
C36 C 0.25618(12) 0.84524(12) 0.24859(11) 0.0278(2) Uani 1 1 d . . .
H36A H 0.2265 0.8241 0.2968 0.042 Uiso 1 1 calc R . .
H36B H 0.2819 0.9320 0.2846 0.042 Uiso 1 1 calc R . .
H36C H 0.3238 0.8176 0.2521 0.042 Uiso 1 1 calc R . .
C37 C 0.10109(12) 0.65136(11) 0.05947(13) 0.0277(2) Uani 1 1 d . . .
H37A H 0.1603 0.6124 0.0549 0.041 Uiso 1 1 calc R . .
H37B H 0.0317 0.6159 -0.0247 0.041 Uiso 1 1 calc R . .
H37C H 0.0762 0.6405 0.1156 0.041 Uiso 1 1 calc R . .
C38 C 0.08657(9) 0.76422(10) -0.15267(10) 0.0193(2) Uani 1 1 d . . .
H38 H 0.1174 0.8099 -0.1853 0.023 Uiso 1 1 calc R . .
C39 C 0.04934(11) 0.63141(11) -0.24685(11) 0.0262(2) Uani 1 1 d . . .
H39A H 0.0156 0.5830 -0.2202 0.039 Uiso 1 1 calc R . .
H39B H 0.1192 0.6129 -0.2500 0.039 Uiso 1 1 calc R . .
H39C H -0.0105 0.6137 -0.3304 0.039 Uiso 1 1 calc R . .
C40 C -0.02291(11) 0.79627(13) -0.15088(13) 0.0312(3) Uani 1 1 d . . .
H40A H -0.0818 0.7765 -0.2357 0.047 Uiso 1 1 calc R . .
H40B H 0.0014 0.8818 -0.0933 0.047 Uiso 1 1 calc R . .
H40C H -0.0581 0.7509 -0.1226 0.047 Uiso 1 1 calc R . .
C1S C 0.28551(10) 0.70526(11) -0.44941(11) 0.0238(2) Uani 1 1 d DU . .
H1S H 0.2950 0.6251 -0.4728 0.029 Uiso 0.68(2) 1 calc PR A 1
H1T H 0.3006 0.6277 -0.4694 0.029 Uiso 0.32(2) 1 calc PR A 2
Cl1 Cl 0.2758(3) 0.7536(3) -0.3117(2) 0.0331(4) Uani 0.68(2) 1 d PDU A 1
Cl2 Cl 0.40942(15) 0.79927(15) -0.42800(14) 0.0258(6) Uani 0.68(2) 1 d PDU A 1
Cl3 Cl 0.1524(2) 0.68719(18) -0.5737(2) 0.0393(7) Uani 0.68(2) 1 d PDU A 1
Cl1A Cl 0.2833(6) 0.7671(8) -0.3047(6) 0.0475(13) Uani 0.32(2) 1 d PDU A 2
Cl2A Cl 0.4023(6) 0.8123(10) -0.4266(5) 0.0663(16) Uani 0.32(2) 1 d PDU A 2
Cl3A Cl 0.1515(3) 0.6878(2) -0.5753(3) 0.0134(9) Uani 0.32(2) 1 d PDU A 2
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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 C6 120.59(9) . .
C2 C1 C14 125.94(9) . .
C6 C1 C14 113.44(8) . .
C1 C2 C3 119.01(10) . .
C4 C3 C2 120.47(10) . .
C3 C4 C5 120.44(10) . .
C6 C5 C4 119.10(10) . .
C5 C6 C1 120.37(9) . .
C5 C6 C7 125.96(9) . .
C1 C6 C7 113.58(8) . .
C6 C7 C8 106.17(8) . .
C6 C7 C18 109.23(8) . .
C8 C7 C18 104.23(8) . .
C9 C8 C13 120.63(9) . .
C9 C8 C7 126.06(9) . .
C13 C8 C7 113.23(8) . .
C8 C9 C10 118.97(10) . .
C11 C10 C9 120.29(10) . .
C10 C11 C12 120.89(10) . .
C13 C12 C11 118.82(10) . .
C12 C13 C8 120.38(9) . .
C12 C13 C14 126.17(9) . .
C8 C13 C14 113.40(8) . .
C1 C14 C13 106.34(8) . .
C1 C14 C15 108.42(8) . .
C13 C14 C15 105.11(8) . .
C16 C15 C18 104.01(8) . .
C16 C15 C26 107.96(8) . .
C18 C15 C26 109.60(7) . .
C16 C15 C14 107.61(7) . .
C18 C15 C14 109.67(7) . .
C26 C15 C14 117.15(8) . .
O2 C16 O1 120.89(9) . .
O2 C16 C15 128.15(9) . .
O1 C16 C15 110.95(8) . .
C16 O1 C17 110.53(8) . .
O3 C17 O1 120.69(9) . .
O3 C17 C18 128.95(9) . .
O1 C17 C18 110.35(8) . .
C17 C18 C15 104.03(8) . .
C17 C18 C19 107.73(7) . .
C15 C18 C19 109.73(7) . .
C17 C18 C7 108.22(7) . .
C15 C18 C7 109.74(7) . .
C19 C18 C7 116.62(8) . .
C29 C19 C20 105.46(8) 2_665 .
C29 C19 C18 108.65(7) 2_665 .
C20 C19 C18 106.00(7) . .
C21 C20 C25 120.78(9) . .
C21 C20 C19 126.04(9) . .
C25 C20 C19 113.18(8) . .
C20 C21 C22 118.83(10) . .
C23 C22 C21 120.54(10) . .
C22 C23 C24 120.60(10) . .
C25 C24 C23 119.13(10) . .
C24 C25 C20 120.11(9) . .
C24 C25 C26 126.52(9) . .
C20 C25 C26 113.34(8) . .
C27 C26 C25 105.59(7) . .
C27 C26 C15 109.32(7) . .
C25 C26 C15 104.63(7) . .
C29 C27 C28 120.65(8) 2_665 .
C29 C27 C26 113.59(8) 2_665 .
C28 C27 C26 125.66(8) . .
C27 C28 C29 117.90(8) . .
C27 C28 C30 122.49(8) . .
C29 C28 C30 119.56(8) . .
C27 C29 C28 121.45(8) 2_665 .
C27 C29 C19 113.61(8) 2_665 2_665
C28 C29 C19 124.89(8) . 2_665
C31 C30 C28 174.32(10) . .
C30 C31 Si1 172.24(9) . .
C31 Si1 C32 106.77(5) . .
C31 Si1 C35 105.91(5) . .
C32 Si1 C35 110.50(5) . .
C31 Si1 C38 108.12(5) . .
C32 Si1 C38 112.21(5) . .
C35 Si1 C38 112.91(5) . .
C34 C32 C33 110.57(11) . .
C34 C32 Si1 112.77(8) . .
C33 C32 Si1 112.40(8) . .
C37 C35 C36 110.02(10) . .
C37 C35 Si1 112.19(8) . .
C36 C35 Si1 111.45(8) . .
C39 C38 C40 110.21(10) . .
C39 C38 Si1 114.17(8) . .
C40 C38 Si1 112.09(8) . .
Cl2 C1S Cl1 112.49(15) . .
Cl2 C1S Cl3 111.60(11) . .
Cl1 C1S Cl3 110.35(12) . .
Cl2 C1S Cl2A 6.5(4) . .
Cl1 C1S Cl2A 110.2(3) . .
Cl3 C1S Cl2A 107.7(3) . .
Cl2 C1S Cl3A 111.09(12) . .
Cl1 C1S Cl3A 110.65(13) . .
Cl3 C1S Cl3A 0.50(15) . .
Cl2A C1S Cl3A 107.2(3) . .
Cl2 C1S Cl1A 107.9(3) . .
Cl1 C1S Cl1A 4.9(3) . .
Cl3 C1S Cl1A 111.3(2) . .
Cl2A C1S Cl1A 105.5(4) . .
Cl3A C1S Cl1A 111.6(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O2 C16 1.1956(13) .
O3 C17 1.1879(13) .
C1 C2 1.3880(14) .
C1 C6 1.4005(14) .
C1 C14 1.5141(13) .
C2 C3 1.3986(15) .
C3 C4 1.3901(17) .
C4 C5 1.3998(15) .
C5 C6 1.3876(14) .
C6 C7 1.5164(13) .
C7 C8 1.5233(13) .
C7 C18 1.5705(13) .
C8 C9 1.3880(14) .
C8 C13 1.4031(14) .
C9 C10 1.3997(15) .
C10 C11 1.3883(16) .
C11 C12 1.3984(15) .
C12 C13 1.3882(14) .
C13 C14 1.5241(13) .
C14 C15 1.5679(13) .
C15 C16 1.5202(13) .
C15 C18 1.5500(13) .
C15 C26 1.5672(13) .
C16 O1 1.3844(12) .
O1 C17 1.4007(12) .
C17 C18 1.5234(13) .
C18 C19 1.5658(13) .
C19 C29 1.5098(13) 2_665
C19 C20 1.5208(13) .
C20 C21 1.3893(14) .
C20 C25 1.4027(14) .
C21 C22 1.3978(15) .
C22 C23 1.3881(16) .
C23 C24 1.3985(15) .
C24 C25 1.3886(14) .
C25 C26 1.5255(13) .
C26 C27 1.5154(13) .
C27 C29 1.3943(13) 2_665
C27 C28 1.4002(13) .
C28 C29 1.4031(13) .
C28 C30 1.4359(13) .
C29 C27 1.3943(13) 2_665
C29 C19 1.5098(13) 2_665
C30 C31 1.2069(14) .
C31 Si1 1.8484(11) .
Si1 C32 1.8835(11) .
Si1 C35 1.8898(12) .
Si1 C38 1.8912(11) .
C32 C34 1.5296(18) .
C32 C33 1.5315(17) .
C35 C37 1.5405(17) .
C35 C36 1.5405(17) .
C38 C39 1.5365(16) .
C38 C40 1.5370(16) .
C1S Cl2 1.749(2) .
C1S Cl1 1.755(3) .
C1S Cl3 1.759(3) .
C1S Cl2A 1.769(5) .
C1S Cl3A 1.780(3) .
C1S Cl1A 1.787(6) .
