#------------------------------------------------------------------------------ #$Date: 2013-12-28 15:58:47 +0200 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/00/78/2007867.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_2007867 loop_ _publ_author_name 'Lavender, Emma S.' 'Glidewell, Christopher' 'Ferguson, George' _publ_section_title ; Pairwise-Interlocked Chains in 4,4'-Sulfonyldiphenol--2,2'-Bipyridyl (1/1) ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1639 _journal_page_last 1642 _journal_volume 54 _journal_year 1998 _chemical_formula_moiety 'C12 H10 O4 S, C10 H8 N2' _chemical_formula_sum 'C22 H18 N2 O4 S' _chemical_formula_weight 406.44 _chemical_name_systematic ; 4,4'-Sulfonyldiphenol--2,2'bipyridyl (1/1) ; _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' _cell_angle_alpha 90.00 _cell_angle_beta 97.897(6) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 8.4680(7) _cell_length_b 11.0388(9) _cell_length_c 21.7430(17) _cell_measurement_reflns_used 25 _cell_measurement_temperature 294.0(10) _cell_measurement_theta_max 16.78 _cell_measurement_theta_min 10.42 _cell_volume 2013.2(3) _computing_cell_refinement 'SET4 and CELDIM in CAD-4-PC Software' _computing_data_collection 'CAD-4-PC Software (Enraf-Nonius, 1992)' _computing_data_reduction 'DATRD2 in NRCVAX96 (Gabe et al., 1989)' _computing_molecular_graphics 'NRCVAX96, ORTEP (Johnson, 1976) and PLATON (Spek, 1998)' _computing_publication_material 'NRCVAX96, SHELXL97 and WordPerfect macro PRPCIF97 (Ferguson, 1997)' _computing_structure_refinement 'NRCVAX96 and SHELXL97 (Sheldrick, 1997b)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997a)' _diffrn_ambient_temperature 294.0(10) _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method \q/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.7107 _diffrn_reflns_av_R_equivalents 0.008 _diffrn_reflns_av_sigmaI/netI 0.0259 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 3870 _diffrn_reflns_theta_full 25.13 _diffrn_reflns_theta_max 25.13 _diffrn_reflns_theta_min 2.07 _diffrn_standards_decay_% 1.8 _diffrn_standards_interval_time 120 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.192 _exptl_absorpt_correction_T_max 0.963 _exptl_absorpt_correction_T_min 0.929 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details '(ABSO in NRCVAX; Gabe et al., 1989)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.341 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 848 _exptl_crystal_size_max .40 _exptl_crystal_size_mid .40 _exptl_crystal_size_min .21 _refine_diff_density_max 0.200 _refine_diff_density_min -0.236 _refine_ls_extinction_coef 0.0093(9) _refine_ls_extinction_method SHELXL97 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_hydrogen_treatment 'H atoms constrained' _refine_ls_matrix_type full _refine_ls_number_parameters 265 _refine_ls_number_reflns 3623 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.026 _refine_ls_R_factor_all 0.057 _refine_ls_R_factor_gt 0.038 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'calc w = 1/[\s^2^(Fo^2^)+(0.0461P)^2^+0.3671P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_wR_factor_ref 0.096 _reflns_number_gt 2657 _reflns_number_total 3623 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file sk1207.cif _[local]_cod_data_source_block 9824 _[local]_cod_cif_authors_sg_H-M 'P 21/c' _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_absorpt_correction_type' value 'Gaussian' changed to 'gaussian' 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 2007867 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_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol S1 -0.04037(5) 0.35221(5) 0.23098(2) 0.04355(16) Uani d . 1 . . S O11 -0.05737(16) 0.47729(12) 0.21325(7) 0.0565(4) Uani d . 1 . . O O12 0.06168(15) 0.27626(14) 0.19961(7) 0.0578(4) Uani d . 1 . . O O14 0.16787(19) 0.34716(15) 0.49954(6) 0.0680(4) Uani d . 1 . . O O24 -0.67831(16) 0.13752(14) 0.18834(9) 0.0733(5) Uani d . 1 . . O C11 0.0270(2) 0.34734(16) 0.31104(8) 0.0393(4) Uani d . 1 . . C C12 -0.0305(2) 0.43265(17) 0.34866(9) 0.0446(5) Uani d . 1 . . C C13 0.0170(2) 0.43114(18) 0.41166(9) 0.0482(5) Uani d . 1 . . C C14 0.1245(2) 0.34388(18) 0.43730(9) 0.0468(5) Uani d . 1 . . C C15 0.1805(2) 0.25740(18) 0.39963(9) 0.0511(5) Uani d . 1 . . C C16 0.1318(2) 0.25856(17) 0.33651(9) 0.0471(5) Uani d . 1 . . C C21 -0.2309(2) 0.28658(16) 0.22079(8) 0.0377(4) Uani d . 1 . . C C22 -0.3612(2) 0.35800(17) 0.22819(8) 0.0424(4) Uani d . 1 . . C C23 -0.5118(2) 0.30885(17) 0.21845(9) 0.0444(5) Uani d . 1 . . C C24 -0.5323(2) 0.18994(18) 0.20037(10) 0.0478(5) Uani d . 1 . . C C25 -0.4016(2) 0.11850(18) 0.19331(11) 0.0565(6) Uani d . 1 . . C C26 -0.2508(2) 0.16659(18) 0.20384(10) 0.0494(5) Uani d . 1 . . C N31 0.4594(2) 0.24302(16) 0.52954(8) 0.0563(5) Uani d . 1 . . N C32 0.5315(2) 0.14497(18) 0.55667(8) 0.0449(5) Uani d . 1 . . C C33 0.6955(3) 0.1335(2) 0.56421(10) 0.0631(6) Uani d . 1 . . C C34 0.7865(3) 0.2247(3) 0.54392(13) 0.0816(8) Uani d . 1 . . C C35 0.7130(4) 0.3241(3) 0.51580(13) 0.0841(8) Uani d . 1 . . C C36 0.5508(3) 0.3289(2) 0.50920(12) 0.0762(7) Uani d . 1 . . C N41 0.5034(2) -0.05130(17) 0.59937(9) 0.0618(5) Uani d . 1 . . N C42 0.4288(2) 0.05035(18) 0.57864(8) 0.0453(5) Uani d . 1 . . C C43 0.2680(3) 0.0670(2) 0.57967(12) 0.0677(7) Uani d . 1 . . C C44 0.1812(3) -0.0248(3) 0.60247(13) 0.0824(8) Uani d . 1 . . C C45 0.2569(4) -0.1279(3) 0.62351(12) 0.0808(8) Uani d . 1 . . C C46 0.4148(4) -0.1370(2) 0.62130(12) 0.0796(8) Uani d . 1 . . C H14 0.2451 0.3029 0.5090 0.102 Uiso calc R 1 . . H H24 -0.7474 0.1885 0.1912 0.110 Uiso calc R 1 . . H H12 -0.1017 0.4914 0.3313 0.054 Uiso calc R 1 . . H H13 -0.0226 0.4883 0.4370 0.058 Uiso calc R 1 . . H H15 0.2514 0.1983 0.4170 0.061 Uiso calc R 1 . . H H16 0.1689 0.2002 0.3112 0.056 Uiso calc R 1 . . H H22 -0.3470 0.4388 0.2397 0.051 Uiso calc R 1 . . H H23 -0.5997 0.3560 0.2241 0.053 Uiso calc R 1 . . H H25 -0.4160 0.0379 0.1814 0.068 Uiso calc R 1 . . H H26 -0.1627 0.1186 0.1996 0.059 Uiso calc R 1 . . H H33 0.7441 0.0647 0.5829 0.076 Uiso calc R 1 . . H H34 0.8971 0.2185 0.5493 0.098 Uiso calc R 1 . . H H35 0.7718 0.3867 0.5016 0.101 Uiso calc R 1 . . H H36 0.5006 0.3960 0.4893 0.091 Uiso calc R 1 . . H H43 0.2186 0.1388 0.5653 0.081 Uiso calc R 1 . . H H44 0.0723 -0.0159 0.6033 0.099 Uiso calc R 1 . . H H45 0.2012 -0.1909 0.6391 0.097 Uiso calc R 1 . . H H46 0.4656 -0.2080 0.6361 0.096 Uiso calc R 1 . . H 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 0.0283(2) 0.0505(3) 0.0519(3) -0.0017(2) 0.00543(19) 0.0051(2) O11 0.0469(8) 0.0518(9) 0.0695(9) -0.0081(7) 0.0030(7) 0.0200(7) O12 0.0342(7) 0.0802(10) 0.0607(9) 0.0028(7) 0.0126(6) -0.0049(8) O14 0.0692(11) 0.0782(11) 0.0534(9) 0.0238(9) -0.0026(7) 0.0006(8) O24 0.0334(8) 0.0556(9) 0.1297(15) -0.0103(7) 0.0067(9) -0.0119(10) C11 0.0267(9) 0.0375(10) 0.0532(11) -0.0024(8) 0.0035(8) 0.0035(9) C12 0.0326(10) 0.0394(10) 0.0608(13) 0.0049(8) 0.0026(9) 0.0048(9) C13 0.0415(11) 0.0445(11) 0.0586(13) 0.0074(9) 0.0063(9) -0.0015(10) C14 0.0406(11) 0.0476(12) 0.0512(12) 0.0032(9) 0.0021(9) 0.0009(9) C15 0.0442(11) 0.0427(11) 0.0626(14) 0.0116(9) -0.0056(10) 0.0051(10) C16 0.0381(10) 0.0421(11) 0.0597(13) 0.0063(9) 0.0022(9) -0.0055(9) C21 0.0284(9) 0.0423(11) 0.0417(10) 0.0010(8) 0.0027(8) 0.0027(8) C22 0.0343(10) 0.0402(10) 0.0516(11) 0.0007(8) 0.0018(8) -0.0032(9) C23 0.0306(10) 0.0445(11) 0.0579(12) 0.0039(8) 0.0052(8) -0.0014(9) C24 0.0312(10) 0.0468(12) 0.0646(13) -0.0040(9) 0.0040(9) 0.0022(10) C25 0.0448(12) 0.0383(11) 0.0861(16) -0.0013(9) 0.0083(11) -0.0078(10) C26 0.0348(10) 0.0456(12) 0.0680(13) 0.0071(9) 0.0075(9) -0.0016(10) N31 0.0566(11) 0.0537(11) 0.0576(11) -0.0028(9) 0.0039(9) 0.0015(9) C32 0.0428(11) 0.0505(12) 0.0407(10) 0.0028(10) 0.0028(8) -0.0031(9) C33 0.0449(12) 0.0778(16) 0.0661(14) 0.0010(12) 0.0064(10) 0.0043(12) C34 0.0496(14) 0.113(2) 0.0837(18) -0.0175(16) 0.0124(13) -0.0019(17) C35 0.082(2) 0.089(2) 0.0825(18) -0.0363(17) 0.0158(15) 0.0028(16) C36 0.086(2) 0.0641(16) 0.0766(17) -0.0136(15) 0.0037(14) 0.0092(13) N41 0.0623(12) 0.0549(11) 0.0666(12) 0.0048(10) 0.0025(9) 0.0082(9) C42 0.0461(11) 0.0499(12) 0.0400(10) 0.0023(10) 0.0056(8) -0.0032(9) C43 0.0517(14) 0.0615(14) 0.0929(18) 0.0041(12) 0.0204(12) 0.0041(13) C44 0.0608(16) 0.089(2) 0.104(2) -0.0072(15) 0.0364(15) -0.0029(17) C45 0.091(2) 0.0754(19) 0.0811(18) -0.0180(17) 0.0290(15) 0.0068(15) C46 0.090(2) 0.0647(16) 0.0815(18) -0.0041(15) 0.0039(15) 0.0187(14) 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 S1 O11 . 1.4353(14) yes S1 O12 . 1.4412(14) yes S1 C11 . 1.7567(19) yes S1 C21 . 1.7548(18) yes O14 C14 . 1.353(2) yes O24 C24 . 1.358(2) yes C11 C12 . 1.379(3) no C11 C16 . 1.385(3) no C12 C13 . 1.374(3) no C13 C14 . 1.388(3) no C14 C15 . 1.384(3) no C15 C16 . 1.378(3) no C21 C22 . 1.383(2) no C21 C26 . 1.379(3) no C22 C23 . 1.376(2) no C23 C24 . 1.374(3) no C24 C25 . 1.384(3) no C25 C26 . 1.373(3) no N31 C32 . 1.339(2) yes N31 C36 . 1.337(3) yes C32 C33 . 1.382(3) no C32 C42 . 1.480(3) no C33 C34 . 1.376(3) no C34 C35 . 1.365(4) no C35 C36 . 1.362(4) no N41 C42 . 1.336(3) yes N41 C46 . 1.336(3) yes C42 C43 . 1.377(3) no C43 C44 . 1.383(3) no C44 C45 . 1.354(4) no C45 C46 . 1.348(4) no 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' N N 0.0061 0.0033 '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_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 0 1 10 1 1 10 3 2 6 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 O11 S1 O12 118.50(9) yes O11 S1 C11 107.61(9) yes O11 S1 C21 107.86(8) yes O12 S1 C11 108.47(9) yes O12 S1 C21 107.50(9) yes C11 S1 C21 106.29(8) yes S1 C11 C12 118.26(14) no S1 C11 C16 121.40(15) no C12 C11 C16 120.32(18) no C11 C12 C13 120.27(17) no C12 C13 C14 119.66(18) no C13 C14 C15 120.02(18) no O14 C14 C15 122.84(17) no O14 C14 C13 117.13(18) no C14 C15 C16 120.19(18) no C11 C16 C15 119.52(18) no S1 C21 C26 120.44(14) no S1 C21 C22 118.95(14) no C22 C21 C26 120.58(17) no C21 C22 C23 119.65(17) no C22 C23 C24 119.89(18) no C23 C24 C25 120.31(18) no O24 C24 C23 122.52(18) no O24 C24 C25 117.17(18) no C24 C25 C26 120.04(19) no C21 C26 C25 119.51(18) no C32 N31 C36 118.0(2) yes N31 C32 C33 121.1(2) no N31 C32 C42 117.37(17) no C33 C32 C42 121.53(19) no C32 C33 C34 119.5(2) no C33 C34 C35 119.4(2) no C34 C35 C36 118.0(2) no N31 C36 C35 124.0(3) no C42 N41 C46 116.9(2) yes N41 C42 C32 115.46(18) no N41 C42 C43 122.0(2) no C32 C42 C43 122.51(19) no C42 C43 C44 118.9(2) no C43 C44 C45 119.1(2) no C44 C45 C46 118.5(3) no N41 C46 C45 124.6(3) no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag O14 H14 N31 . 0.82 1.93 2.720(2) 163 yes O24 H24 O12 1_455 0.82 1.91 2.721(2) 167 yes C12 H12 O24 2_455 0.93 2.46 3.361(2) 164 yes C26 H26 O12 . 0.93 2.58 2.923(2) 103 no 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 O11 S1 C11 C12 36.91(16) no O12 S1 C11 C12 166.23(14) no C21 S1 C11 C12 -78.43(16) no O11 S1 C11 C16 -144.88(15) no O12 S1 C11 C16 -15.55(18) no C21 S1 C11 C16 99.79(16) no C16 C11 C12 C13 0.8(3) no S1 C11 C12 C13 178.99(15) no C11 C12 C13 C14 0.5(3) no C12 C13 C14 O14 179.59(18) no C12 C13 C14 C15 -1.4(3) no O14 C14 C15 C16 179.87(19) no C13 C14 C15 C16 0.9(3) no C14 C15 C16 C11 0.4(3) no C12 C11 C16 C15 -1.2(3) no S1 C11 C16 C15 -179.42(15) no O11 S1 C21 C26 147.58(16) no O12 S1 C21 C26 18.74(18) no C11 S1 C21 C26 -97.25(17) no O11 S1 C21 C22 -30.48(17) no O12 S1 C21 C22 -159.33(14) no C11 S1 C21 C22 84.68(16) no C26 C21 C22 C23 -0.1(3) no S1 C21 C22 C23 177.96(14) no C21 C22 C23 C24 -1.2(3) no C22 C23 C24 O24 -178.06(19) no C22 C23 C24 C25 1.5(3) no O24 C24 C25 C26 179.0(2) no C23 C24 C25 C26 -0.6(3) no C24 C25 C26 C21 -0.7(3) no C22 C21 C26 C25 1.0(3) no S1 C21 C26 C25 -177.00(16) no C36 N31 C32 C33 0.9(3) no C36 N31 C32 C42 -179.67(19) no N31 C32 C33 C34 0.5(3) no C42 C32 C33 C34 -179.0(2) no C32 C33 C34 C35 -1.0(4) no C33 C34 C35 C36 0.2(4) no C32 N31 C36 C35 -1.7(4) no C34 C35 C36 N31 1.2(4) no C46 N41 C42 C43 0.1(3) no C46 N41 C42 C32 178.01(19) no N31 C32 C42 N41 173.19(17) no C33 C32 C42 N41 -7.3(3) no N31 C32 C42 C43 -8.9(3) no C33 C32 C42 C43 170.6(2) no N41 C42 C43 C44 -0.5(3) no C32 C42 C43 C44 -178.3(2) no C42 C43 C44 C45 0.5(4) no C43 C44 C45 C46 -0.1(4) no C42 N41 C46 C45 0.4(4) no C44 C45 C46 N41 -0.3(4) no _journal_paper_doi 10.1107/S0108270198007471