#------------------------------------------------------------------------------ #$Date: 2011-09-10 05:16:28 +0200 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2003389.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2003389 loop_ _publ_author_name 'Pilati, T.' _publ_section_title ; Five 3,3'-Bridged 2,2'-Dithiophenes ; _journal_issue 4 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 690 _journal_page_last 697 _journal_volume 51 _journal_year 1995 _chemical_formula_sum 'C13 H14 O2 S2' _chemical_formula_weight 266.37 _chemical_name_systematic ; 6H-4,7,8,10-tetrahydrodithieno[3,2-g,2',3'-i][1,4]dioxacycloundecine, ; _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _cell_angle_alpha 90.00 _cell_angle_beta 115.29(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 7.643(2) _cell_length_b 24.604(3) _cell_length_c 7.7670(10) _cell_measurement_reflns_used 25 _cell_measurement_temperature 295(2) _cell_measurement_theta_max 16.9 _cell_measurement_theta_min 10.2 _cell_volume 1320.6(5) _computing_cell_refinement SDP _computing_data_collection 'SDP (Frenz, 1983)' _computing_data_reduction SDP _computing_molecular_graphics 'ORTEP (Johnson, 1976)' _computing_publication_material 'PARST (Nardelli, 1983)' _computing_structure_refinement SDP _computing_structure_solution 'MULTAN (Main et al., 1982)' _diffrn_ambient_temperature 295(2) _diffrn_measurement_device 'Enraf-Nonius CAD4' _diffrn_measurement_method '\q/2\q scan' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine focus Philips Mo tube' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 31 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_number 3017 _diffrn_reflns_reduction_process ; START-SDP ; _diffrn_reflns_theta_max 27.5 _diffrn_reflns_theta_min 2.0 _diffrn_standards_decay_% negligible _diffrn_standards_interval_time 360 _diffrn_standards_number 1 _exptl_absorpt_coefficient_mu 0.3736 _exptl_crystal_colour yellow--brown _exptl_crystal_density_diffrn 1.3398 _exptl_crystal_description ; Prism ; _exptl_crystal_F_000 560.0 _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.30 _refine_diff_density_max 0.14 _refine_diff_density_min -0.15 _refine_ls_extinction_coef 1.47(7)x10^-6^ _refine_ls_extinction_method 'Stout & Jensen (1968) ' _refine_ls_goodness_of_fit_obs 2.097 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full-matrix _refine_ls_number_constraints 0 _refine_ls_number_parameters 211 _refine_ls_number_reflns 2344 _refine_ls_number_restraints 0 _refine_ls_R_factor_obs 0.032 _refine_ls_shift/esd_max 0.00 _refine_ls_shift/esd_mean 0.00 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme 'w = 2F~o~Lp/[\s^2^(I~o~) + (0.02I~o~)^2^]^1/2^' _refine_ls_wR_factor_obs 0.038 _reflns_number_observed 2344 _reflns_number_total 3017 _reflns_observed_criterion 'I~o~ > 2\s(I~o~)' _[local]_cod_data_source_file na1119.cif _[local]_cod_data_source_block IV _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_depositor_comments ; The following automatic conversions were performed: '_cell_measurement_temperature' value 'room temperature' was changed to '295(2)' - the room/ambient temperature average [293;298] in Kelvins(K) was taken. '_diffrn_ambient_temperature' value 'room temperature' was changed to '295(2)' - the room/ambient temperature average [293;298] in Kelvins(K) was taken. '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' 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_database_code 2003389 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 S1 0.0562(2) 0.0754(3) 0.04110(10) -0.0026(2) 0.02290(10) 0.0060(2) S7 0.04470(10) 0.0770(3) 0.0719(2) -0.0043(2) 0.03240(10) 0.0060(2) O12 0.0504(4) 0.0491(6) 0.0636(5) 0.0004(4) 0.0286(3) 0.0024(4) O16 0.0727(5) 0.0592(6) 0.0445(4) -0.0106(5) 0.0268(3) 0.0026(4) C2 0.0597(7) 0.0761(9) 0.0586(6) -0.0105(7) 0.0367(4) -0.0165(7) C3 0.0486(6) 0.0531(9) 0.0668(7) -0.0022(6) 0.0290(5) -0.0102(7) C4 0.0415(6) 0.0402(6) 0.0450(5) -0.0043(6) 0.0188(4) -0.0030(5) C5 0.0389(5) 0.0469(6) 0.0388(5) -0.0054(5) 0.0181(4) -0.0006(5) C6 0.0369(5) 0.0527(6) 0.0455(5) 0.0026(6) 0.0197(4) 0.0081(6) C8 0.0578(7) 0.0970(10) 0.0891(8) 0.0203(8) 0.0488(5) 0.0172(9) C9 0.0689(7) 0.0662(9) 0.0864(8) 0.0208(7) 0.0451(5) 0.0047(8) C10 0.0478(6) 0.0503(9) 0.0600(6) 0.0098(6) 0.0261(4) 0.0100(6) C11 0.0603(7) 0.0417(6) 0.0833(8) 0.0067(6) 0.0346(6) 0.0108(7) C13 0.0692(8) 0.0549(9) 0.0635(7) -0.0112(7) 0.0324(5) -0.0144(7) C14 0.0730(10) 0.0720(10) 0.0560(8) -0.0101(9) 0.0112(7) -0.0047(8) C15 0.0551(8) 0.0564(9) 0.0581(8) -0.0014(7) 0.0098(7) 0.0089(7) C17 0.0615(7) 0.0435(6) 0.0541(6) -0.0025(6) 0.0248(5) 0.0075(6) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_attached_atom _atom_site_type_symbol S1 0.10207(5) 0.35739(2) -0.13381(5) 0.05680(10) aniso . S S7 -0.22889(5) 0.35134(2) 0.15004(6) 0.0619(2) aniso . S O12 0.34550(10) 0.44319(4) 0.33870(10) 0.0529(3) aniso . O O16 0.3201(2) 0.32357(4) 0.51100(10) 0.0582(3) aniso . O C2 0.2629(2) 0.30620(7) -0.1020(2) 0.0608(5) aniso . C C3 0.3114(2) 0.28112(6) 0.0658(2) 0.0547(5) aniso . C C4 0.2177(2) 0.30267(5) 0.1744(2) 0.0422(4) aniso . C C5 0.0981(2) 0.34495(5) 0.0837(2) 0.0410(4) aniso . C C6 -0.0244(2) 0.37871(6) 0.1425(2) 0.0443(4) aniso . C C8 -0.2887(2) 0.41224(8) 0.2148(2) 0.0752(7) aniso . C C9 -0.1592(2) 0.45076(7) 0.2317(2) 0.0697(6) aniso . C C10 -0.0049(2) 0.43231(6) 0.1908(2) 0.0516(5) aniso . C C11 0.1666(2) 0.46608(6) 0.2111(2) 0.0604(5) aniso . C C13 0.3663(2) 0.43828(7) 0.5298(2) 0.0611(5) aniso . C C14 0.5291(3) 0.39985(8) 0.6358(2) 0.0729(7) aniso . C C15 0.5037(2) 0.34511(7) 0.5421(2) 0.0615(6) aniso . C C17 0.2531(2) 0.28245(6) 0.3689(2) 0.0530(5) aniso . C H2 0.313(2) 0.3003(6) -0.193(2) 0.29(2) iso C2 H H3 0.404(2) 0.2496(7) 0.116(2) 0.34(2) iso C3 H H8 -0.397(2) 0.4157(7) 0.226(2) 0.38(2) iso C8 H H9 -0.160(2) 0.4858(7) 0.273(2) 0.34(2) iso C9 H H111 0.180(2) 0.4697(7) 0.092(2) 0.32(2) iso C11 H H112 0.150(2) 0.4997(7) 0.253(2) 0.32(2) iso C11 H H131 0.387(2) 0.4738(7) 0.585(2) 0.30(2) iso C13 H H132 0.245(2) 0.4252(6) 0.528(2) 0.245(18) iso C13 H H141 0.655(2) 0.4144(7) 0.645(2) 0.34(2) iso C14 H H142 0.548(3) 0.3944(8) 0.766(2) 0.43(3) iso C14 H H151 0.504(2) 0.3480(6) 0.414(2) 0.245(19) iso C15 H H152 0.610(2) 0.3196(7) 0.622(2) 0.31(2) iso C15 H H171 0.343(2) 0.2533(6) 0.400(2) 0.269(19) iso C17 H H172 0.138(2) 0.2711(6) 0.374(2) 0.234(18) iso C17 H loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source S Sulphur 0.110 0.124 ;International Tables for X-ray Crystallography (1974, Vol. IV, Tables 2.2A, 2.3.1 and 2.2C) ; loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 3 6 0 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C2 S1 C5 92.30(10) yes C6 S7 C8 91.60(10) yes C11 O12 C13 113.90(10) no C15 O16 C17 113.60(10) no S1 C2 H2 120.0(10) no S1 C2 C3 111.30(10) yes C3 C2 H2 128.0(10) no C2 C3 H3 126.0(10) no C2 C3 C4 113.80(10) yes C4 C3 H3 120.0(10) no C3 C4 C17 123.60(10) yes C3 C4 C5 112.00(10) yes C5 C4 C17 124.40(10) yes S1 C5 C4 110.60(10) yes C4 C5 C6 130.40(10) yes S1 C5 C6 119.00(10) yes S7 C6 C5 119.90(10) yes C5 C6 C10 128.8(2) yes S7 C6 C10 111.30(10) yes S7 C8 H8 120.0(10) no S7 C8 C9 111.80(10) yes C9 C8 H8 128.0(10) no C8 C9 H9 126.0(10) no C8 C9 C10 113.7(2) yes C10 C9 H9 120.0(10) no C6 C10 C9 111.6(2) yes C9 C10 C11 124.80(10) yes C6 C10 C11 123.5(2) yes O12 C11 C10 113.00(10) no C10 C11 H112 107.0(10) no C10 C11 H111 113.0(10) no O12 C11 H112 110.0(10) no O12 C11 H111 104.0(10) no H111 C11 H112 110.0(10) no O12 C13 H132 109.0(10) no O12 C13 H131 108.0(10) no O12 C13 C14 108.80(10) no H131 C13 H132 106.0(10) no C14 C13 H132 111.0(10) no C14 C13 H131 113.0(10) no C13 C14 H142 112.0(10) no C13 C14 H141 111.0(10) no C13 C14 C15 113.20(10) no H141 C14 H142 105.0(10) no C15 C14 H142 108.0(10) no C15 C14 H141 106.0(10) no O16 C15 C14 109.3(2) no C14 C15 H152 111.0(10) no C14 C15 H151 111.0(10) no O16 C15 H152 111.0(10) no O16 C15 H151 106.0(10) no H151 C15 H152 108.0(10) no O16 C17 C4 113.30(10) no C4 C17 H172 112.0(10) no C4 C17 H171 108.0(10) no O16 C17 H172 102.0(10) no O16 C17 H171 111.0(10) no H171 C17 H172 111.0(10) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag S1 C2 1.7030(10) yes S1 C5 1.7300(10) yes S7 C6 1.7260(10) yes S7 C8 1.704(2) yes O12 C11 1.4180(10) yes O12 C13 1.4290(10) yes O16 C15 1.421(2) yes O16 C17 1.4220(10) yes C2 C3 1.343(2) yes C2 H2 0.950(10) no C3 C4 1.422(2) yes C3 H3 1.010(10) no C4 C5 1.3650(10) yes C4 C17 1.501(2) yes C5 C6 1.463(2) yes C6 C10 1.362(2) yes C8 C9 1.336(2) yes C8 H8 0.870(10) no C9 C10 1.421(2) yes C9 H9 0.920(10) no C10 C11 1.502(2) yes C11 H111 0.980(10) no C11 H112 0.920(10) no C13 C14 1.498(2) yes C13 H131 0.960(10) no C13 H132 0.980(10) no C14 C15 1.503(2) yes C14 H141 1.000(10) no C14 H142 0.970(10) no C15 H151 1.000(10) no C15 H152 1.000(10) no C17 H171 0.950(10) no C17 H172 0.940(10) no