#------------------------------------------------------------------------------
#$Date: 2016-03-21 18:50:35 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178826 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/80/4108098.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_4108098
loop_
_publ_author_name
'Christian B. Nielsen'
'Alex Angerhofer'
'Khalil A. Abboud'
'John R. Reynolds'
_publ_section_title
;
 Discrete Photopatternable π-Conjugated Oligomers for Electrochromic
 Devices
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              9734
_journal_page_last               9746
_journal_paper_doi               10.1021/ja7112273
_journal_volume                  130
_journal_year                    2008
_chemical_formula_sum            'C72 H114 O8 S2'
_chemical_formula_weight         1171.75
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 94.146(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   16.2706(15)
_cell_length_b                   9.196(8)
_cell_length_c                   22.721(2)
_cell_measurement_reflns_used    46
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.0
_cell_measurement_theta_min      2.0
_cell_volume                     3391(3)
_computing_cell_refinement
'Bruker SMART v5.624 & SAINT 6.36a (Bruker 1998)'
_computing_data_collection       'Bruker SMART v5.624 (Bruker 1998)'
_computing_data_reduction        'Bruker SHELXTL v6.14 (Bruker 2000)'
_computing_molecular_graphics    'Bruker SHELXTL v6.14'
_computing_publication_material  'Bruker SHELXTL v6.14'
_computing_structure_refinement  'Bruker SHELXTL v6.14'
_computing_structure_solution    'Bruker SHELXTL v6.14'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'SMART CCD area detector'
_diffrn_measurement_method       'ω 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  0.1161
_diffrn_reflns_av_sigmaI/netI    0.0990
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            18037
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.80
_diffrn_standards_decay_%        1
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.131
_exptl_absorpt_correction_T_max  0.9939
_exptl_absorpt_correction_T_min  0.9726
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details
'based on measured indexed crystal faces, Bruker SHELXTL  v6.12 (Bruker 1998)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.148
_exptl_crystal_density_meas      0
_exptl_crystal_description       plates
_exptl_crystal_F_000             1284
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.321
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         5950
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.1108
_refine_ls_R_factor_gt           0.0641
_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)+(0.0805P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1464
_refine_ls_wR_factor_ref         0.1681
_reflns_number_gt                3698
_reflns_number_total             5950
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ja7112273-file001.cif
_cod_data_source_block           cn02
_cod_original_cell_volume        3390.7(5)
_cod_database_code               4108098
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
S1 S -0.01410(4) 0.78552(8) 0.95691(3) 0.0326(2) Uani 1 1 d .
O1 O 0.09214(13) 1.1568(2) 0.93476(9) 0.0461(6) Uani 1 1 d .
O2 O 0.12702(12) 0.9531(2) 0.84305(8) 0.0418(5) Uani 1 1 d .
O3 O -0.05346(13) 0.5334(2) 0.90836(9) 0.0454(6) Uani 1 1 d .
O4 O 0.13311(14) 0.5699(2) 0.71581(9) 0.0507(6) Uani 1 1 d .
C1 C 0.01391(17) 0.9636(3) 0.97424(12) 0.0330(7) Uani 1 1 d .
C2 C 0.06329(17) 1.0164(3) 0.93281(12) 0.0341(7) Uani 1 1 d .
C3 C 0.1510(2) 1.1841(3) 0.89206(14) 0.0506(9) Uani 1 1 d .
H3A H 0.2061 1.1502 0.9078 0.061 Uiso 1 1 calc R
H3B H 0.1545 1.2900 0.8849 0.061 Uiso 1 1 calc R
C4 C 0.1274(2) 1.1078(3) 0.83512(14) 0.0521(9) Uani 1 1 d .
H4A H 0.0720 1.1404 0.8198 0.063 Uiso 1 1 calc R
H4B H 0.1670 1.1337 0.8057 0.063 Uiso 1 1 calc R
C5 C 0.07903(17) 0.9158(3) 0.88837(12) 0.0329(7) Uani 1 1 d .
C6 C 0.04124(16) 0.7824(3) 0.89355(12) 0.0308(6) Uani 1 1 d .
C7 C 0.04098(16) 0.6579(3) 0.85311(11) 0.0309(7) Uani 1 1 d .
C8 C -0.00908(18) 0.5340(3) 0.85967(12) 0.0368(7) Uani 1 1 d .
C9 C -0.01108(19) 0.4235(3) 0.81889(13) 0.0408(8) Uani 1 1 d .
H9A H -0.0449 0.3409 0.8241 0.049 Uiso 1 1 calc R
C10 C 0.03584(19) 0.4308(3) 0.76976(13) 0.0409(8) Uani 1 1 d .
H10A H 0.0334 0.3545 0.7415 0.049 Uiso 1 1 calc R
C11 C 0.08557(18) 0.5497(3) 0.76289(12) 0.0375(7) Uani 1 1 d .
C12 C 0.08884(18) 0.6610(3) 0.80405(12) 0.0353(7) Uani 1 1 d .
H12A H 0.1243 0.7413 0.7990 0.042 Uiso 1 1 calc R
C13 C -0.10237(18) 0.4083(3) 0.92025(13) 0.0380(7) Uani 1 1 d .
H13A H -0.0667 0.3219 0.9273 0.046 Uiso 1 1 calc R
H13B H -0.1424 0.3879 0.8863 0.046 Uiso 1 1 calc R
C14 C -0.14738(19) 0.4426(3) 0.97486(13) 0.0392(7) Uani 1 1 d .
H14A H -0.1817 0.5305 0.9675 0.047 Uiso 1 1 calc R
H14B H -0.1066 0.4636 1.0083 0.047 Uiso 1 1 calc R
C15 C -0.20190(18) 0.3164(3) 0.99117(12) 0.0397(7) Uani 1 1 d .
H15A H -0.1669 0.2299 0.9999 0.048 Uiso 1 1 calc R
H15B H -0.2406 0.2928 0.9569 0.048 Uiso 1 1 calc R
C16 C -0.25104(19) 0.3488(3) 1.04426(13) 0.0421(8) Uani 1 1 d .
H16A H -0.2121 0.3721 1.0785 0.051 Uiso 1 1 calc R
H16B H -0.2854 0.4361 1.0355 0.051 Uiso 1 1 calc R
C17 C -0.30656(19) 0.2249(4) 1.06128(14) 0.0461(8) Uani 1 1 d .
H17A H -0.2720 0.1402 1.0737 0.055 Uiso 1 1 calc R
H17B H -0.3425 0.1957 1.0263 0.055 Uiso 1 1 calc R
C18 C -0.3601(2) 0.2654(4) 1.11097(14) 0.0489(9) Uani 1 1 d .
H18A H -0.3236 0.2929 1.1460 0.059 Uiso 1 1 calc R
H18B H -0.3930 0.3523 1.0987 0.059 Uiso 1 1 calc R
C19 C -0.4186(2) 0.1471(4) 1.12904(14) 0.0498(9) Uani 1 1 d .
H19A H -0.3860 0.0636 1.1454 0.060 Uiso 1 1 calc R
H19B H -0.4522 0.1129 1.0937 0.060 Uiso 1 1 calc R
C20 C -0.4756(2) 0.1999(4) 1.17479(14) 0.0530(9) Uani 1 1 d .
H20A H -0.4413 0.2423 1.2082 0.064 Uiso 1 1 calc R
H20B H -0.5102 0.2792 1.1569 0.064 Uiso 1 1 calc R
C21 C -0.5320(2) 0.0876(4) 1.19915(15) 0.0579(10) Uani 1 1 d .
H21A H -0.4983 0.0104 1.2193 0.070 Uiso 1 1 calc R
H21B H -0.5658 0.0422 1.1661 0.070 Uiso 1 1 calc R
C22 C -0.5887(2) 0.1542(4) 1.24252(17) 0.0625(10) Uani 1 1 d .
H22A H -0.5543 0.2100 1.2723 0.075 Uiso 1 1 calc R
H22B H -0.6256 0.2244 1.2207 0.075 Uiso 1 1 calc R
C23 C -0.6395(3) 0.0541(5) 1.2735(2) 0.0848(14) Uani 1 1 d .
H23A H -0.6030 -0.0131 1.2973 0.102 Uiso 1 1 calc R
H23B H -0.6727 -0.0048 1.2441 0.102 Uiso 1 1 calc R
C24 C -0.6970(2) 0.1280(5) 1.31376(18) 0.0833(14) Uani 1 1 d .
H24A H -0.7291 0.0542 1.3331 0.125 Uiso 1 1 calc R
H24B H -0.7344 0.1929 1.2905 0.125 Uiso 1 1 calc R
H24C H -0.6646 0.1846 1.3437 0.125 Uiso 1 1 calc R
C25 C 0.1443(2) 0.4477(3) 0.67850(13) 0.0432(8) Uani 1 1 d .
H25A H 0.0905 0.4157 0.6597 0.052 Uiso 1 1 calc R
H25B H 0.1690 0.3659 0.7019 0.052 Uiso 1 1 calc R
C26 C 0.2007(2) 0.4928(3) 0.63192(14) 0.0515(9) Uani 1 1 d .
H26A H 0.2459 0.5530 0.6504 0.062 Uiso 1 1 calc R
H26B H 0.1694 0.5532 0.6020 0.062 Uiso 1 1 calc R
C27 C 0.23722(19) 0.3631(3) 0.60161(13) 0.0433(8) Uani 1 1 d .
H27A H 0.2687 0.3033 0.6317 0.052 Uiso 1 1 calc R
H27B H 0.1918 0.3025 0.5837 0.052 Uiso 1 1 calc R
C28 C 0.2934(2) 0.4049(4) 0.55425(14) 0.0506(9) Uani 1 1 d .
H28A H 0.3328 0.4793 0.5704 0.061 Uiso 1 1 calc R
H28B H 0.2598 0.4498 0.5210 0.061 Uiso 1 1 calc R
C29 C 0.34172(19) 0.2792(3) 0.53060(14) 0.0474(8) Uani 1 1 d .
H29A H 0.3735 0.2316 0.5641 0.057 Uiso 1 1 calc R
H29B H 0.3023 0.2067 0.5129 0.057 Uiso 1 1 calc R
C30 C 0.40049(19) 0.3222(3) 0.48501(14) 0.0469(8) Uani 1 1 d .
H30A H 0.4358 0.4026 0.5012 0.056 Uiso 1 1 calc R
H30B H 0.3680 0.3598 0.4497 0.056 Uiso 1 1 calc R
C31 C 0.4556(2) 0.2002(3) 0.46598(15) 0.0489(8) Uani 1 1 d .
H31A H 0.4205 0.1189 0.4505 0.059 Uiso 1 1 calc R
H31B H 0.4892 0.1641 0.5010 0.059 Uiso 1 1 calc R
C32 C 0.5130(2) 0.2443(3) 0.41918(14) 0.0477(8) Uani 1 1 d .
H32A H 0.4795 0.2797 0.3840 0.057 Uiso 1 1 calc R
H32B H 0.5480 0.3260 0.4345 0.057 Uiso 1 1 calc R
C33 C 0.5684(2) 0.1220(4) 0.40062(15) 0.0511(9) Uani 1 1 d .
H33A H 0.5334 0.0391 0.3866 0.061 Uiso 1 1 calc R
H33B H 0.6032 0.0889 0.4356 0.061 Uiso 1 1 calc R
C34 C 0.62412(19) 0.1645(4) 0.35211(14) 0.0487(8) Uani 1 1 d .
H34A H 0.5893 0.1997 0.3175 0.058 Uiso 1 1 calc R
H34B H 0.6598 0.2463 0.3665 0.058 Uiso 1 1 calc R
C35 C 0.6777(2) 0.0437(4) 0.33277(18) 0.0655(11) Uani 1 1 d .
H35A H 0.6420 -0.0389 0.3194 0.079 Uiso 1 1 calc R
H35B H 0.7134 0.0103 0.3672 0.079 Uiso 1 1 calc R
C36 C 0.7321(2) 0.0844(5) 0.28321(17) 0.0768(13) Uani 1 1 d .
H36A H 0.7650 -0.0001 0.2732 0.115 Uiso 1 1 calc R
H36B H 0.7688 0.1643 0.2963 0.115 Uiso 1 1 calc R
H36C H 0.6973 0.1150 0.2484 0.115 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
C1 S1 C6 93.43(13) . .
C2 O1 C3 112.7(2) . .
C5 O2 C4 110.4(2) . .
C8 O3 C13 119.3(2) . .
C11 O4 C25 117.3(2) . .
C2 C1 C1 128.6(3) . 3_577
C2 C1 S1 109.6(2) . .
C1 C1 S1 121.8(3) 3_577 .
C1 C2 O1 121.8(2) . .
C1 C2 C5 114.0(2) . .
O1 C2 C5 124.2(2) . .
O1 C3 C4 111.1(3) . .
O2 C4 C3 111.1(3) . .
O2 C5 C6 124.3(2) . .
O2 C5 C2 121.0(2) . .
C6 C5 C2 114.7(2) . .
C5 C6 C7 128.4(2) . .
C5 C6 S1 108.28(19) . .
C7 C6 S1 123.3(2) . .
C12 C7 C8 117.1(2) . .
C12 C7 C6 120.3(3) . .
C8 C7 C6 122.5(2) . .
O3 C8 C9 123.8(3) . .
O3 C8 C7 115.5(2) . .
C9 C8 C7 120.7(2) . .
C8 C9 C10 121.0(3) . .
C11 C10 C9 119.2(3) . .
C10 C11 O4 124.3(3) . .
C10 C11 C12 120.3(3) . .
O4 C11 C12 115.4(3) . .
C11 C12 C7 121.6(3) . .
O3 C13 C14 107.1(2) . .
C13 C14 C15 111.4(2) . .
C14 C15 C16 113.1(2) . .
C17 C16 C15 114.2(3) . .
C16 C17 C18 112.8(3) . .
C19 C18 C17 115.3(3) . .
C18 C19 C20 112.4(3) . .
C21 C20 C19 116.6(3) . .
C20 C21 C22 111.9(3) . .
C23 C22 C21 116.8(3) . .
C22 C23 C24 114.0(4) . .
O4 C25 C26 108.1(2) . .
C25 C26 C27 112.4(3) . .
C28 C27 C26 113.6(3) . .
C27 C28 C29 114.5(3) . .
C30 C29 C28 114.4(3) . .
C29 C30 C31 114.7(3) . .
C30 C31 C32 114.1(3) . .
C33 C32 C31 113.8(3) . .
C32 C33 C34 113.9(3) . .
C35 C34 C33 114.2(3) . .
C34 C35 C36 114.5(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C1 1.737(3) .
S1 C6 1.753(3) .
O1 C2 1.374(3) .
O1 C3 1.434(3) .
O2 C5 1.380(3) .
O2 C4 1.434(4) .
O3 C8 1.364(3) .
O3 C13 1.436(3) .
O4 C11 1.377(3) .
O4 C25 1.427(3) .
C1 C2 1.370(4) .
C1 C1 1.449(5) 3_577
C2 C5 1.406(4) .
C3 C4 1.497(4) .
C5 C6 1.381(4) .
C6 C7 1.467(4) .
C7 C12 1.406(4) .
C7 C8 1.415(4) .
C8 C9 1.374(4) .
C9 C10 1.399(4) .
C10 C11 1.376(4) .
C11 C12 1.384(4) .
C13 C14 1.519(4) .
C14 C15 1.522(4) .
C15 C16 1.524(4) .
C16 C17 1.521(4) .
C17 C18 1.521(4) .
C18 C19 1.521(4) .
C19 C20 1.522(4) .
C20 C21 1.512(4) .
C21 C22 1.526(4) .
C22 C23 1.452(5) .
C23 C24 1.516(5) .
C25 C26 1.508(4) .
C26 C27 1.519(4) .
C27 C28 1.511(4) .
C28 C29 1.518(4) .
C29 C30 1.512(4) .
C30 C31 1.518(4) .
C31 C32 1.520(4) .
C32 C33 1.519(4) .
C33 C34 1.528(4) .
C34 C35 1.497(4) .
C35 C36 1.529(5) .
