#------------------------------------------------------------------------------
#$Date: 2016-03-26 01:52:57 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180159 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/55/7105572.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_7105572
loop_
_publ_author_name
'Ramesh, A. R.'
'Thomas, K. George'
_publ_section_title
;
 Directional hydrogen bonding controlled 2D self-organization of
 phenyleneethynylenes: from linear assembly to rectangular network
;
_journal_issue                   20
_journal_name_full               'Chemical Communications'
_journal_page_first              3457
_journal_paper_doi               10.1039/b927281j
_journal_volume                  46
_journal_year                    2010
_chemical_formula_sum            'C40 H50 O8 S2'
_chemical_formula_weight         722.92
_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                101.984(2)
_cell_angle_beta                 102.617(2)
_cell_angle_gamma                101.418(2)
_cell_formula_units_Z            1
_cell_length_a                   6.9271(3)
_cell_length_b                   10.3631(4)
_cell_length_c                   15.0103(7)
_cell_measurement_reflns_used    8296
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.771
_cell_measurement_theta_min      2.193
_cell_volume                     994.62(8)
_computing_cell_refinement       'APEX2/SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2004)'
_computing_molecular_graphics
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altornare et al., 1993)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker axs kappa apex2 CCD Diffractometer'
_diffrn_measurement_method       'ω and φ scan'
_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  0.0250
_diffrn_reflns_av_sigmaI/netI    0.0234
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            23175
_diffrn_reflns_theta_full        28.58
_diffrn_reflns_theta_max         28.58
_diffrn_reflns_theta_min         1.44
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.183
_exptl_absorpt_correction_T_max  0.9644
_exptl_absorpt_correction_T_min  0.8573
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 1999)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.207
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             386
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.422
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         5061
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0767
_refine_ls_R_factor_gt           0.0517
_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)+(0.0949P)²+0.1495P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1522
_refine_ls_wR_factor_ref         0.1770
_reflns_number_gt                3530
_reflns_number_total             5061
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b927281j.txt
_cod_data_source_block           p-acid
_cod_original_cell_volume        994.62(7)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7105572
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
C1 C -0.1453(4) 1.4372(3) 0.82795(18) 0.0849(7) Uani 1 1 d . . .
H1A H -0.1593 1.4154 0.7611 0.127 Uiso 1 1 calc R . .
H1B H -0.1726 1.5244 0.8477 0.127 Uiso 1 1 calc R . .
H1C H -0.2408 1.3687 0.8419 0.127 Uiso 1 1 calc R . .
C2 C 0.0689(4) 1.4421(2) 0.87987(17) 0.0755(6) Uani 1 1 d . . .
H2A H 0.1638 1.5118 0.8655 0.091 Uiso 1 1 calc R . .
H2B H 0.0832 1.4687 0.9473 0.091 Uiso 1 1 calc R . .
C3 C 0.1271(3) 1.30974(19) 0.85614(13) 0.0589(4) Uani 1 1 d . . .
H3A H 0.1287 1.2885 0.7903 0.071 Uiso 1 1 calc R . .
H3B H 0.0233 1.2378 0.8635 0.071 Uiso 1 1 calc R . .
C4 C 0.3330(3) 1.31069(18) 0.91661(14) 0.0583(4) Uani 1 1 d . . .
H4A H 0.3300 1.3286 0.9823 0.070 Uiso 1 1 calc R . .
H4B H 0.4363 1.3845 0.9110 0.070 Uiso 1 1 calc R . .
C5 C 0.3933(3) 1.17816(17) 0.88976(13) 0.0571(4) Uani 1 1 d . . .
H5A H 0.2856 1.1033 0.8909 0.068 Uiso 1 1 calc R . .
H5B H 0.4067 1.1636 0.8257 0.068 Uiso 1 1 calc R . .
C6 C 0.5904(3) 1.17764(16) 0.95500(13) 0.0538(4) Uani 1 1 d . . .
H6A H 0.6987 1.2544 0.9569 0.065 Uiso 1 1 calc R . .
H6B H 0.5762 1.1844 1.0186 0.065 Uiso 1 1 calc R . .
C7 C 0.8181(2) 1.03169(15) 0.96207(11) 0.0475(4) Uani 1 1 d . . .
C8 C 0.8516(2) 0.90538(14) 0.92428(11) 0.0457(4) Uani 1 1 d . . .
C9 C 1.0341(2) 0.87500(15) 0.96239(11) 0.0482(4) Uani 1 1 d . . .
H9 H 1.0567 0.7914 0.9369 0.058 Uiso 1 1 calc R . .
C10 C 0.6935(2) 0.80754(15) 0.85000(11) 0.0488(4) Uani 1 1 d . . .
C11 C 0.5521(3) 0.72841(16) 0.79126(11) 0.0508(4) Uani 1 1 d . . .
C12 C 0.3729(2) 0.63499(15) 0.72513(11) 0.0478(4) Uani 1 1 d . . .
C13 C 0.1904(3) 0.67349(16) 0.70780(13) 0.0564(4) Uani 1 1 d . . .
H13 H 0.1875 0.7615 0.7363 0.068 Uiso 1 1 calc R . .
C14 C 0.0137(3) 0.58267(16) 0.64886(13) 0.0557(4) Uani 1 1 d . . .
H14 H -0.1076 0.6097 0.6371 0.067 Uiso 1 1 calc R . .
C15 C 0.0164(2) 0.45086(15) 0.60694(11) 0.0475(4) Uani 1 1 d . . .
C16 C 0.1986(3) 0.41345(17) 0.62232(13) 0.0580(4) Uani 1 1 d . . .
H16 H 0.2015 0.3257 0.5930 0.070 Uiso 1 1 calc R . .
C17 C 0.3762(3) 0.50422(18) 0.68040(13) 0.0591(4) Uani 1 1 d . . .
H17 H 0.4985 0.4781 0.6897 0.071 Uiso 1 1 calc R . .
C18 C -0.1748(3) 0.34723(17) 0.54822(12) 0.0556(4) Uani 1 1 d . . .
C19 C 0.9763(4) 0.9818(3) 0.6290(2) 0.0998(9) Uani 1 1 d . . .
H19A H 1.0535 0.9246 0.6020 0.123(10) Uiso 1 1 calc R A 1
H19B H 0.9986 0.9858 0.6950 0.172(17) Uiso 1 1 calc R A 1
H19C H 1.0197 1.0720 0.6216 0.160(14) Uiso 1 1 calc R A 1
C20 C 0.6124(4) 1.0065(3) 0.6520(2) 0.0886(7) Uani 1 1 d . . .
H20A H 0.6589 1.1021 0.6572 0.104(9) Uiso 1 1 calc R B 1
H20B H 0.6574 0.9895 0.7126 0.153(14) Uiso 1 1 calc R B 1
H20C H 0.4657 0.9791 0.6309 0.162(14) Uiso 1 1 calc R B 1
O1 O 0.63737(18) 1.05236(12) 0.91926(9) 0.0621(4) Uani 1 1 d . . .
O2 O -0.3339(2) 0.39790(15) 0.53426(12) 0.0864(5) Uani 1 1 d . . .
H2 H -0.4315 0.3400 0.4961 0.145(13) Uiso 1 1 calc R . .
O3 O -0.1804(2) 0.22924(13) 0.51739(12) 0.0847(5) Uani 1 1 d . . .
O4 O 0.6657(3) 0.76934(18) 0.58109(17) 0.0714(6) Uani 0.739(3) 1 d P C 1
S1 S 0.71289(11) 0.91346(10) 0.57048(7) 0.0643(3) Uani 0.739(3) 1 d P C 1
S1' S 0.7541(6) 0.8794(3) 0.6203(3) 0.0924(13) Uani 0.258(3) 1 d P C 2
O4' O 0.6522(10) 0.8274(9) 0.5109(6) 0.110(3) Uani 0.258(3) 1 d P C 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'
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
_geom_angle_publ_flag
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C1 114.2(2) . . ?
C3 C2 H2A 108.7 . . ?
C1 C2 H2A 108.7 . . ?
C3 C2 H2B 108.7 . . ?
C1 C2 H2B 108.7 . . ?
H2A C2 H2B 107.6 . . ?
C2 C3 C4 113.81(17) . . ?
C2 C3 H3A 108.8 . . ?
C4 C3 H3A 108.8 . . ?
C2 C3 H3B 108.8 . . ?
C4 C3 H3B 108.8 . . ?
H3A C3 H3B 107.7 . . ?
C3 C4 C5 113.32(15) . . ?
C3 C4 H4A 108.9 . . ?
C5 C4 H4A 108.9 . . ?
C3 C4 H4B 108.9 . . ?
C5 C4 H4B 108.9 . . ?
H4A C4 H4B 107.7 . . ?
C6 C5 C4 112.39(14) . . ?
C6 C5 H5A 109.1 . . ?
C4 C5 H5A 109.1 . . ?
C6 C5 H5B 109.1 . . ?
C4 C5 H5B 109.1 . . ?
H5A C5 H5B 107.9 . . ?
O1 C6 C5 107.18(13) . . ?
O1 C6 H6A 110.3 . . ?
C5 C6 H6A 110.3 . . ?
O1 C6 H6B 110.3 . . ?
C5 C6 H6B 110.3 . . ?
H6A C6 H6B 108.5 . . ?
O1 C7 C9 124.96(14) . 2_777 ?
O1 C7 C8 115.34(13) . . ?
C9 C7 C8 119.71(14) 2_777 . ?
C9 C8 C7 119.78(14) . . ?
C9 C8 C10 121.11(14) . . ?
C7 C8 C10 119.05(14) . . ?
C7 C9 C8 120.51(14) 2_777 . ?
C7 C9 H9 119.7 2_777 . ?
C8 C9 H9 119.7 . . ?
C11 C10 C8 175.43(19) . . ?
C10 C11 C12 175.84(19) . . ?
C13 C12 C17 119.15(15) . . ?
C13 C12 C11 119.65(14) . . ?
C17 C12 C11 121.16(15) . . ?
C14 C13 C12 120.62(15) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C15 120.01(16) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C16 C15 C14 119.40(15) . . ?
C16 C15 C18 119.20(15) . . ?
C14 C15 C18 121.37(16) . . ?
C17 C16 C15 120.83(15) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C16 C17 C12 119.94(16) . . ?
C16 C17 H17 120.0 . . ?
C12 C17 H17 120.0 . . ?
O3 C18 O2 124.05(17) . . ?
O3 C18 C15 122.97(18) . . ?
O2 C18 C15 112.98(15) . . ?
S1' C19 S1 30.49(15) . . ?
S1' C19 H19A 106.0 . . ?
S1 C19 H19A 109.5 . . ?
S1' C19 H19B 83.0 . . ?
S1 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
S1' C19 H19C 135.0 . . ?
S1 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
S1 C20 S1' 29.13(13) . . ?
S1 C20 H20A 109.5 . . ?
S1' C20 H20A 124.4 . . ?
S1 C20 H20B 109.5 . . ?
S1' C20 H20B 80.5 . . ?
H20A C20 H20B 109.5 . . ?
S1 C20 H20C 109.5 . . ?
S1' C20 H20C 118.2 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C7 O1 C6 118.64(12) . . ?
C18 O2 H2 109.5 . . ?
O4 S1 C20 105.38(15) . . ?
O4 S1 C19 104.72(14) . . ?
C20 S1 C19 98.82(14) . . ?
O4' S1' C19 103.6(4) . . ?
O4' S1' C20 99.9(4) . . ?
C19 S1' C20 99.87(19) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.503(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.499(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.511(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.515(2) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.498(2) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 O1 1.4261(19) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 O1 1.3560(19) . ?
C7 C9 1.384(2) 2_777 ?
C7 C8 1.399(2) . ?
C8 C9 1.393(2) . ?
C8 C10 1.424(2) . ?
C9 C7 1.384(2) 2_777 ?
C9 H9 0.9300 . ?
C10 C11 1.189(2) . ?
C11 C12 1.432(2) . ?
C12 C13 1.387(2) . ?
C12 C17 1.389(2) . ?
C13 C14 1.376(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.386(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.379(2) . ?
C15 C18 1.489(2) . ?
C16 C17 1.375(2) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 O3 1.204(2) . ?
C18 O2 1.307(2) . ?
C19 S1' 1.649(4) . ?
C19 S1 1.770(2) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 S1 1.749(2) . ?
C20 S1' 1.838(4) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
O2 H2 0.8200 . ?
O4 S1 1.514(2) . ?
S1' O4' 1.569(10) . ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 -173.33(18) . . . . ?
C2 C3 C4 C5 -178.02(17) . . . . ?
C3 C4 C5 C6 -175.81(16) . . . . ?
C4 C5 C6 O1 -176.34(15) . . . . ?
O1 C7 C8 C9 179.05(15) . . . . ?
C9 C7 C8 C9 -0.6(3) 2_777 . . . ?
O1 C7 C8 C10 -3.8(2) . . . . ?
C9 C7 C8 C10 176.58(16) 2_777 . . . ?
C7 C8 C9 C7 0.6(3) . . . 2_777 ?
C10 C8 C9 C7 -176.52(16) . . . 2_777 ?
C9 C8 C10 C11 136(2) . . . . ?
C7 C8 C10 C11 -41(2) . . . . ?
C8 C10 C11 C12 -11(4) . . . . ?
C10 C11 C12 C13 46(2) . . . . ?
C10 C11 C12 C17 -131(2) . . . . ?
C17 C12 C13 C14 1.5(3) . . . . ?
C11 C12 C13 C14 -176.13(17) . . . . ?
C12 C13 C14 C15 0.7(3) . . . . ?
C13 C14 C15 C16 -2.2(3) . . . . ?
C13 C14 C15 C18 175.68(16) . . . . ?
C14 C15 C16 C17 1.6(3) . . . . ?
C18 C15 C16 C17 -176.38(17) . . . . ?
C15 C16 C17 C12 0.6(3) . . . . ?
C13 C12 C17 C16 -2.2(3) . . . . ?
C11 C12 C17 C16 175.45(17) . . . . ?
C16 C15 C18 O3 4.2(3) . . . . ?
C14 C15 C18 O3 -173.65(19) . . . . ?
C16 C15 C18 O2 -175.93(17) . . . . ?
C14 C15 C18 O2 6.2(2) . . . . ?
C9 C7 O1 C6 -1.6(3) 2_777 . . . ?
C8 C7 O1 C6 178.75(15) . . . . ?
C5 C6 O1 C7 174.94(15) . . . . ?
S1' C20 S1 O4 42.8(3) . . . . ?
S1' C20 S1 C19 -65.2(2) . . . . ?
S1' C19 S1 O4 -32.3(2) . . . . ?
S1' C19 S1 C20 76.3(2) . . . . ?
S1 C19 S1' O4' 34.8(4) . . . . ?
S1 C19 S1' C20 -67.9(2) . . . . ?
S1 C20 S1' O4' -28.1(4) . . . . ?
S1 C20 S1' C19 77.8(2) . . . . ?
