#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/36/2003656.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_2003656 loop_ _publ_author_name 'Pelletier, M.' 'Brisse, F.' 'Cloutier, R.' 'Leclerc, M.' _publ_section_title ; 3,3'-Bis(octyloxy)-2,2'-bithiophene at 195 K ; _journal_issue 7 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1394 _journal_page_last 1397 _journal_paper_doi 10.1107/S0108270195001090 _journal_volume 51 _journal_year 1995 _chemical_formula_sum 'C24 H38 O2 S2' _chemical_formula_weight 422.69 _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_type_scat_source ; Cromer & Mann (1968) and Stewart, Davidson & Simpson (1965) ; _cell_angle_alpha 90 _cell_angle_beta 99.77(1) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 11.968(2) _cell_length_b 7.340(1) _cell_length_c 13.539(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 195 _cell_measurement_theta_max 25 _cell_measurement_theta_min 20 _cell_volume 1172.1(3) _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method \w/2\q _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.079 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 8842 _diffrn_reflns_theta_max 70 _diffrn_standards_decay_% 'maximum of 1.6' _diffrn_standards_interval_count 400 _diffrn_standards_number 5 _exptl_absorpt_coefficient_mu 2.12 _exptl_absorpt_correction_type none _exptl_crystal_colour 'dark blue' _exptl_crystal_density_diffrn 1.192 _exptl_crystal_density_meas 1.19 _exptl_crystal_description platelet _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.09 _refine_diff_density_max 0.42 _refine_diff_density_min -0.25 _refine_ls_goodness_of_fit_obs 1.749 _refine_ls_hydrogen_treatment refall _refine_ls_number_parameters 179 _refine_ls_number_reflns 1910 _refine_ls_R_factor_obs 0.036 _refine_ls_shift/esd_max 0.10 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme sigma _refine_ls_wR_factor_obs 0.046 _reflns_number_observed 1910 _reflns_number_total 2211 _reflns_observed_criterion I>1.96\s(I) _cod_data_source_file fg1013.cif _cod_data_source_block fg1013a _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 2003656 loop_ _symmetry_equiv_pos_as_xyz x,y,z x,1/2-y,1/2+z -x,-y,-z -x,1/2+y,1/2-z loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv S1 .66466(3) .07073(6) .59276(3) .0289(1) C2 .5421(1) .0712(2) .5030(1) .0246(4) C3 .5419(1) .2225(2) .4426(1) .0278(4) C4 .6395(1) .3349(3) .4669(1) .0319(5) C5 .7122(1) .2678(3) .5467(1) .0320(5) O3 .4520(1) .2525(2) .3673(1) .0360(4) C31 .4534(2) .4204(3) .3125(1) .0321(5) C32 .3379(2) .4455(3) .2487(1) .0327(5) C33 .3053(2) .3012(3) .1677(1) .0308(5) C34 .1913(2) .3431(3) .1023(1) .0330(5) C35 .1605(2) .2126(3) .0146(1) .0305(5) C36 .0493(2) .2600(3) -.0540(1) .0335(5) C37 .0211(2) .1293(3) -.1419(1) .0385(5) C38 -.0894(2) .1740(3) -.2110(2) .0497(6) H5 .7831(12) .3126(15) .5774(11) .036(2) H4 .6529(1) .4486(3) .4301(1) .039(2) H311 .4699(2) .5245(3) .3603(1) .038(2) H312 .5126(2) .4146(3) .2688(1) .038(2) H321 .2802(2) .4434(3) .2939(1) .036(2) H322 .3367(2) .5668(3) .2151(1) .036(2) H331 .3648(2) .2967(3) .1243(1) .036(2) H332 .3005(2) .1803(3) .2006(1) .036(2) H341 .1323(13) .3426(12) .1411(11) .039(2) H342 .1918(12) .4685(16) .0762(12) .042(2) H351 .2234(12) .2089(15) -.0235(11) .037(2) H352 .1540(12) .0877(15) .0400(12) .034(2) H361 -.0156(13) .2631(16) -.0173(12) .045(2) H362 .0550(13) .3835(16) -.0749(12) .051(2) H371 .0820(13) .1300(16) -.1783(12) .050(2) H372 .0146(13) .0036(15) -.1170(13) .055(2) H381 -.1567(14) .1665(16) -.1780(13) .063(2) H382 -.1080(14) .0807(16) -.2650(13) .069(2) H383 -.0889(14) .2984(16) -.2372(13) .065(2) loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C2 C3 O3 . 119.6(2) yes C4 C3 O3 . 126.2(2) yes C3 O3 C31 . 116.40(10) yes O3 C31 C32 . 108.00(10) yes C31 C32 C33 . 115.0(2) yes C32 C33 C34 . 111.8(2) yes C33 C34 C35 . 113.6(2) yes C34 C35 C36 . 113.7(2) yes C35 C36 C37 . 112.7(2) yes C36 C37 C38 . 113.6(2) yes S1 C2 C3 . 109.40(10) yes C2 C3 C4 . 114.3(2) yes C3 C4 C5 . 111.3(2) yes C4 C5 S1 . 112.90(10) yes C5 S1 C2 . 92.10(10) yes S1 C2 C2 3_656 122.40(10) yes C3 C2 C2 3_656 128.2(2) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C3 O3 . 1.369(2) yes O3 C31 . 1.440(2) yes C31 C32 . 1.512(3) yes C32 C33 . 1.527(3) yes C33 C34 . 1.527(3) yes C34 C35 . 1.521(3) yes C35 C36 . 1.528(3) yes C36 C37 . 1.521(3) yes C37 C38 . 1.521(3) yes S1 C2 . 1.739(2) yes C2 C3 . 1.379(2) yes C3 C4 . 1.422(3) yes C4 C5 . 1.362(3) yes C5 S1 . 1.710(2) yes C2 C2 3_656 1.445(2) yes 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_publ_flag C4 C3 O3 C31 -4.7(2) yes C2 C3 O3 C31 175.2(2) yes C3 O3 C31 C32 -168.50(10) yes O3 C31 C32 C33 -64.0(2) yes C31 C32 C33 C34 -176.2(2) yes C32 C33 C34 C35 174.6(2) yes C33 C34 C35 C36 -177.1(2) yes C34 C35 C36 C37 179.2(2) yes C35 C36 C37 C38 179.9(9) yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 101928476