#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/28/1502874.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_1502874
loop_
_publ_author_name
'VanVeller, Brett'
'Miki, Koji'
'Swager, Timothy M.'
_publ_section_title
;
 Rigid hydrophilic structures for improved properties of conjugated
 polymers and nitrotyrosine sensing in water.
;
_journal_issue                   6
_journal_name_full               'Organic letters'
_journal_page_first              1292
_journal_page_last               1295
_journal_paper_doi               10.1021/ol1001768
_journal_volume                  12
_journal_year                    2010
_chemical_formula_sum            'C54 H86 O10 Si2'
_chemical_formula_weight         951.41
_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                93.4460(10)
_cell_angle_beta                 94.1180(10)
_cell_angle_gamma                105.0570(10)
_cell_formula_units_Z            1
_cell_length_a                   9.0065(4)
_cell_length_b                   12.0657(6)
_cell_length_c                   12.5677(6)
_cell_measurement_reflns_used    9768
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.49
_cell_measurement_theta_min      2.49
_cell_volume                     1311.03(11)
_computing_cell_refinement       'SAINT 7.4 (Bruker-AXS, 2008)'
_computing_data_collection       'APEX2 2.2 (Bruker-AXS, 2008)'
_computing_data_reduction        'SAINT 7.4 (Bruker-AXS, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.3
_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  0.0325
_diffrn_reflns_av_sigmaI/netI    0.0220
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            35043
_diffrn_reflns_theta_full        29.57
_diffrn_reflns_theta_max         29.57
_diffrn_reflns_theta_min         1.63
_exptl_absorpt_coefficient_mu    0.124
_exptl_absorpt_correction_T_max  0.9817
_exptl_absorpt_correction_T_min  0.9442
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.205
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             518
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.521
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     312
_refine_ls_number_reflns         7347
_refine_ls_number_restraints     45
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0425
_refine_ls_R_factor_gt           0.0377
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0560P)²+0.4887P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1005
_refine_ls_wR_factor_ref         0.1053
_reflns_number_gt                6549
_reflns_number_total             7347
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol1001768_si_002.cif
_cod_data_source_block           08103
_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 2.4.2 from 2011-04-26.

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               1502874
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
O1 O 0.53436(8) -0.28792(6) 0.14039(6) 0.01612(14) Uani 1 1 d .
O2 O 0.43964(8) -0.38085(7) 0.28174(6) 0.01755(15) Uani 1 1 d .
O3 O 0.04914(9) -0.25906(7) 0.24183(7) 0.02530(18) Uani 1 1 d D
H3O H 0.0246(19) -0.2292(14) 0.1855(12) 0.030 Uiso 1 1 d D
O4 O 0.13460(9) -0.18195(7) 0.06243(7) 0.02268(17) Uani 1 1 d D
H4O H 0.1617(18) -0.1094(11) 0.0691(12) 0.027 Uiso 1 1 d D
C1 C 0.39989(10) -0.37369(8) 0.09484(7) 0.01319(17) Uani 1 1 d .
H1 H 0.4290 -0.4299 0.0440 0.016 Uiso 1 1 calc R
C2 C 0.33103(11) -0.43433(8) 0.19311(7) 0.01374(17) Uani 1 1 d .
H2 H 0.3227 -0.5187 0.1840 0.016 Uiso 1 1 calc R
C3 C 0.17167(10) -0.41381(8) 0.20564(7) 0.01295(17) Uani 1 1 d .
H3 H 0.1241 -0.4524 0.2679 0.016 Uiso 1 1 calc R
C4 C 0.19069(11) -0.28235(8) 0.21896(8) 0.01540(18) Uani 1 1 d .
H4 H 0.2694 -0.2487 0.2806 0.018 Uiso 1 1 calc R
C5 C 0.25042(11) -0.22597(8) 0.11548(8) 0.01481(18) Uani 1 1 d .
H5 H 0.3464 -0.1623 0.1349 0.018 Uiso 1 1 calc R
C6 C 0.28452(10) -0.31817(8) 0.03796(7) 0.01247(16) Uani 1 1 d .
H6 H 0.3244 -0.2844 -0.0284 0.015 Uiso 1 1 calc R
C7 C 0.13661(10) -0.41212(7) 0.01195(7) 0.01161(16) Uani 1 1 d .
C8 C 0.07583(10) -0.46296(8) 0.10187(7) 0.01159(16) Uani 1 1 d .
C12 C 0.58168(11) -0.32827(9) 0.23879(8) 0.01601(18) Uani 1 1 d .
C13 C 0.67309(13) -0.41581(10) 0.21805(10) 0.0238(2) Uani 1 1 d .
H13A H 0.7639 -0.3805 0.1813 0.036 Uiso 1 1 calc R
H13B H 0.6079 -0.4824 0.1732 0.036 Uiso 1 1 calc R
H13C H 0.7064 -0.4410 0.2863 0.036 Uiso 1 1 calc R
C14 C 0.66909(13) -0.22620(10) 0.31364(9) 0.0231(2) Uani 1 1 d .
H14A H 0.6061 -0.1715 0.3214 0.035 Uiso 1 1 calc R
H14B H 0.7657 -0.1884 0.2844 0.035 Uiso 1 1 calc R
H14C H 0.6922 -0.2523 0.3838 0.035 Uiso 1 1 calc R
C9 C -0.06140(10) -0.55248(8) 0.09123(7) 0.01175(16) Uani 1 1 d .
C10 C -0.12315(10) -0.61031(8) 0.18151(7) 0.01274(17) Uani 1 1 d .
C11 C -0.17858(11) -0.66504(8) 0.25319(8) 0.01497(18) Uani 1 1 d D
Si1 Si -0.27224(3) -0.76531(2) 0.34918(2) 0.01336(7) Uani 1 1 d D
C15 C -0.34507(12) -0.68232(9) 0.45665(8) 0.01695(18) Uani 1 1 d D
H15 H -0.3693 -0.7329 0.5167 0.020 Uiso 1 1 calc R
C16 C -0.22135(13) -0.57284(10) 0.50182(9) 0.0232(2) Uani 1 1 d D
H16A H -0.2629 -0.5320 0.5573 0.035 Uiso 1 1 calc R
H16B H -0.1917 -0.5227 0.4441 0.035 Uiso 1 1 calc R
H16C H -0.1306 -0.5940 0.5329 0.035 Uiso 1 1 calc R
C17 C -0.49402(13) -0.65072(10) 0.41876(9) 0.0221(2) Uani 1 1 d D
H17A H -0.4749 -0.6027 0.3584 0.033 Uiso 1 1 calc R
H17B H -0.5265 -0.6082 0.4777 0.033 Uiso 1 1 calc R
H17C H -0.5756 -0.7212 0.3961 0.033 Uiso 1 1 calc R
C18 C -0.12418(12) -0.83886(9) 0.40254(8) 0.0196(2) Uani 1 1 d D
H18 H -0.1080 -0.8906 0.3418 0.023 Uiso 1 1 calc R
C19 C -0.18240(15) -0.91675(11) 0.49161(10) 0.0298(3) Uani 1 1 d D
H19A H -0.1977 -0.8694 0.5539 0.045 Uiso 1 1 calc R
H19B H -0.1061 -0.9583 0.5122 0.045 Uiso 1 1 calc R
H19C H -0.2805 -0.9721 0.4655 0.045 Uiso 1 1 calc R
C20 C 0.03456(14) -0.75720(12) 0.43990(11) 0.0299(3) Uani 1 1 d D
H20A H 0.1105 -0.8019 0.4495 0.045 Uiso 1 1 calc R
H20B H 0.0288 -0.7152 0.5080 0.045 Uiso 1 1 calc R
H20C H 0.0659 -0.7023 0.3860 0.045 Uiso 1 1 calc R
C21 C -0.43791(12) -0.86892(9) 0.26390(8) 0.01797(19) Uani 1 1 d D
H21 H -0.4977 -0.8203 0.2278 0.022 Uiso 1 1 calc R
C22 C -0.55316(14) -0.95203(10) 0.32632(10) 0.0261(2) Uani 1 1 d D
H22A H -0.5029 -1.0069 0.3578 0.039 Uiso 1 1 calc R
H22B H -0.6425 -0.9940 0.2775 0.039 Uiso 1 1 calc R
H22C H -0.5874 -0.9081 0.3833 0.039 Uiso 1 1 calc R
C23 C -0.38259(13) -0.93576(9) 0.17350(9) 0.0231(2) Uani 1 1 d D
H23A H -0.4710 -0.9759 0.1231 0.035 Uiso 1 1 calc R
H23B H -0.3342 -0.9921 0.2040 0.035 Uiso 1 1 calc R
H23C H -0.3073 -0.8819 0.1358 0.035 Uiso 1 1 calc R
O1S O 0.19992(12) 0.05184(7) 0.08724(8) 0.0320(2) Uani 1 1 d D
C1S C 0.09881(15) 0.09750(11) 0.15015(11) 0.0309(3) Uani 1 1 d D
H1S1 H 0.0907 0.0639 0.2201 0.037 Uiso 1 1 calc R
H1S2 H -0.0057 0.0810 0.1122 0.037 Uiso 1 1 calc R
C2S C 0.17280(15) 0.22553(11) 0.16498(10) 0.0279(2) Uani 1 1 d D
H2S1 H 0.2470 0.2456 0.2296 0.034 Uiso 1 1 calc R
H2S2 H 0.0938 0.2687 0.1714 0.034 Uiso 1 1 calc R
C3S C 0.25507(17) 0.25174(10) 0.06430(11) 0.0324(3) Uani 1 1 d D
H3S1 H 0.3615 0.3010 0.0824 0.039 Uiso 1 1 calc R
H3S2 H 0.1986 0.2914 0.0156 0.039 Uiso 1 1 calc R
C4S C 0.25713(16) 0.13489(10) 0.01282(10) 0.0288(3) Uani 1 1 d D
H4S1 H 0.1907 0.1170 -0.0556 0.035 Uiso 1 1 calc R
H4S2 H 0.3635 0.1345 -0.0018 0.035 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'
Si Si 0.0817 0.0704 '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 O1 C12 106.26(7) . .
C2 O2 C12 106.99(7) . .
O1 C1 C6 110.83(7) . .
O1 C1 C2 103.98(7) . .
C6 C1 C2 110.55(7) . .
O2 C2 C3 111.65(8) . .
O2 C2 C1 104.31(7) . .
C3 C2 C1 109.37(7) . .
C8 C3 C2 105.56(7) . .
C8 C3 C4 109.20(8) . .
C2 C3 C4 108.43(7) . .
O3 C4 C3 110.50(8) . .
O3 C4 C5 111.12(8) . .
C3 C4 C5 109.95(7) . .
O4 C5 C6 107.91(8) . .
O4 C5 C4 110.20(8) . .
C6 C5 C4 109.24(7) . .
C7 C6 C1 106.48(7) . .
C7 C6 C5 107.58(7) . .
C1 C6 C5 109.47(8) . .
C8 C7 C9 121.13(8) . 2_545
C8 C7 C6 113.56(8) . .
C9 C7 C6 125.31(8) 2_545 .
C7 C8 C9 120.64(8) . .
C7 C8 C3 113.74(8) . .
C9 C8 C3 125.62(8) . .
O2 C12 O1 104.10(7) . .
O2 C12 C14 108.65(9) . .
O1 C12 C14 108.91(8) . .
O2 C12 C13 110.74(8) . .
O1 C12 C13 110.69(9) . .
C14 C12 C13 113.32(9) . .
C8 C9 C7 118.22(8) . 2_545
C8 C9 C10 122.04(8) . .
C7 C9 C10 119.72(8) 2_545 .
C11 C10 C9 175.93(10) . .
C10 C11 Si1 172.33(9) . .
C11 Si1 C15 109.21(4) . .
C11 Si1 C18 106.97(4) . .
C15 Si1 C18 113.48(5) . .
C11 Si1 C21 103.42(4) . .
C15 Si1 C21 111.10(5) . .
C18 Si1 C21 112.05(5) . .
C16 C15 C17 109.61(9) . .
C16 C15 Si1 111.66(7) . .
C17 C15 Si1 113.07(7) . .
C20 C18 C19 109.93(10) . .
C20 C18 Si1 114.60(8) . .
C19 C18 Si1 112.36(7) . .
C22 C21 C23 110.52(9) . .
C22 C21 Si1 115.08(8) . .
C23 C21 Si1 112.43(7) . .
C4S O1S C1S 106.92(9) . .
O1S C1S C2S 104.84(10) . .
C1S C2S C3S 104.10(10) . .
C2S C3S C4S 104.98(10) . .
O1S C4S C3S 106.77(9) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.4295(11) .
O1 C12 1.4327(12) .
O2 C2 1.4294(11) .
O2 C12 1.4314(12) .
O3 C4 1.4198(12) .
O4 C5 1.4302(12) .
C1 C6 1.5337(13) .
C1 C2 1.5582(13) .
C2 C3 1.5358(13) .
C3 C8 1.5089(12) .
C3 C4 1.5478(13) .
C4 C5 1.5684(14) .
C5 C6 1.5399(13) .
C6 C7 1.5082(12) .
C7 C8 1.3967(12) .
C7 C9 1.4071(12) 2_545
C8 C9 1.4062(12) .
C12 C14 1.5073(14) .
C12 C13 1.5202(15) .
C9 C7 1.4071(12) 2_545
C9 C10 1.4379(12) .
C10 C11 1.2090(14) .
C11 Si1 1.8498(10) .
Si1 C15 1.8876(10) .
Si1 C18 1.8904(11) .
Si1 C21 1.8916(11) .
C15 C16 1.5372(15) .
C15 C17 1.5386(14) .
C18 C20 1.5334(16) .
C18 C19 1.5381(15) .
C21 C22 1.5392(14) .
C21 C23 1.5392(15) .
O1S C4S 1.4346(14) .
O1S C1S 1.4386(15) .
C1S C2S 1.5093(18) .
C2S C3S 1.5202(18) .
C3S C4S 1.5206(16) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O3 H3O O4 0.854(13) 1.932(15) 2.5828(13) 132.1(15)
O4 H4O O1S 0.842(13) 1.883(13) 2.7214(12) 173.7(15)
