data_2002974 _journal_name_full 'Acta Crystallographica, Section B' _journal_year 1999 _journal_volume B55 _journal_page_first 573 _journal_page_last 590 _publ_section_title ; Crystal Engineering Using Bis-phenols: Interwoven Ladders, Sheet and Framework Structures in the Binary Adducts of 4,4'-Sulfonyldiphenol with Pyrazine (2/1), 4,4'-Bipyridyl (1/1), trans-1,2-Bis(4-pyridyl)ethylene (1/1), 1,2-Bis(4-pyridyl)ethane (1/1) and 4,4'-Trimethylenedipyridine (1/1), and in 4,4'-Sulfonyldiphenol-4,4'-Trimethylenedipiperidine-Water (2/2/1). ; loop_ _publ_author_name 'Ferguson, George' 'Glidewell, Christopher' 'Gregson, Richard M.' 'Lavender, Emma S.' _chemical_name_systematic ; 4,4'Sulfonyldiphenol--1,2-bis(4-pyridyl)ethane (1/1) ; _chemical_name_common ? _chemical_formula_moiety 'C12 H10 O4 S, C12 H12 N2' _chemical_formula_sum 'C24 H22 N2 O4 S' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_weight 434.50 _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.7599(9) _cell_length_b 12.4866(16) _cell_length_c 12.914(2) _cell_angle_alpha 114.003(14) _cell_angle_beta 104.694(14) _cell_angle_gamma 93.690(13) _cell_volume 1085.7(3) _cell_formula_units_Z 2 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 9.84 _cell_measurement_theta_max 22.45 _cell_measurement_temperature 294.0(10) _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max .42 _exptl_crystal_size_mid .42 _exptl_crystal_size_min .32 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.329 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 456 _exptl_absorpt_coefficient_mu 0.183 _exptl_absorpt_correction_type Gaussian _exptl_absorpt_process_details 'ABSO in NRCVAX (Gabe et al., 1989)' _exptl_absorpt_correction_T_min .9335 _exptl_absorpt_correction_T_max .9506 _diffrn_ambient_temperature 294.0(10) _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf-Nonius CAD-4' _diffrn_measurement_method '\q/2\q' _diffrn_reflns_number 4973 _diffrn_reflns_av_R_equivalents 0.000 _diffrn_reflns_av_sigmaI/netI 0.0175 _diffrn_reflns_theta_min 2.76 _diffrn_reflns_theta_max 27.42 _diffrn_reflns_theta_full 27.42 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_standards_number 3 _diffrn_standards_interval_time 120 _diffrn_standards_decay_% 'no decay, variation 0.7' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 0 5 1 0 -3 6 4 -1 1 _reflns_number_total 4973 _reflns_number_gt 3905 _reflns_threshold_expression >2\s(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0558 _refine_ls_R_factor_gt 0.0418 _refine_ls_wR_factor_ref 0.1225 _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_restrained_S_all 1.072 _refine_ls_number_reflns 4973 _refine_ls_number_parameters 283 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0602P)^2^+0.2544P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.434 _refine_diff_density_min -0.318 _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.015(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' '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' 'NRCVAX96, ORTEP (Johnson, 1976), PLATON (Spek, 1998)' 'NRCVAX96, SHELXL97 and WordPerfect macro PREP8 (Ferguson, 1998)' 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 0.82235(6) 0.55444(4) 0.75430(4) 0.04529(14) Uani d . 1 . . S O11 1.01380(17) 0.56195(12) 0.80197(12) 0.0637(4) Uani d . 1 . . O O12 0.7644(2) 0.62870(11) 0.69620(12) 0.0644(4) Uani d . 1 . . O O14 0.5356(2) 0.05715(11) 0.39760(11) 0.0590(4) Uani d . 1 . . O O24 0.50738(18) 0.68579(13) 1.14705(11) 0.0567(3) Uani d . 1 . . O C11 0.7243(2) 0.40583(14) 0.65068(13) 0.0391(3) Uani d . 1 . . C C12 0.7524(2) 0.31208(15) 0.68072(14) 0.0447(4) Uani d . 1 . . C C13 0.6869(3) 0.19626(15) 0.59558(15) 0.0491(4) Uani d . 1 . . C C14 0.5920(2) 0.17269(14) 0.47903(14) 0.0429(4) Uani d . 1 . . C C15 0.5584(2) 0.26648(16) 0.45090(14) 0.0491(4) Uani d . 1 . . C C16 0.6256(3) 0.38222(15) 0.53616(14) 0.0481(4) Uani d . 1 . . C C21 0.7297(2) 0.58808(13) 0.87172(13) 0.0388(3) Uani d . 1 . . C C22 0.8382(2) 0.61042(16) 0.98433(15) 0.0480(4) Uani d . 1 . . C C23 0.7659(2) 0.64345(17) 1.07763(15) 0.0518(4) Uani d . 1 . . C C24 0.5848(2) 0.65341(14) 1.05917(14) 0.0419(4) Uani d . 1 . . C C25 0.4755(2) 0.62909(14) 0.94553(14) 0.0437(4) Uani d . 1 . . C C26 0.5482(2) 0.59739(14) 0.85305(14) 0.0429(4) Uani d . 1 . . C N31 0.3942(2) 0.01783(13) 0.16574(12) 0.0483(3) Uani d . 1 . . N C32 0.3800(3) 0.09352(16) 0.11731(16) 0.0537(4) Uani d . 1 . . C C33 0.2733(3) 0.06495(18) 0.00375(16) 0.0560(5) Uani d . 1 . . C C34 0.1713(3) -0.04915(17) -0.06678(15) 0.0523(4) Uani d . 1 . . C C35 0.1904(3) -0.12917(16) -0.01837(16) 0.0568(5) Uani d . 1 . . C C36 0.3010(3) -0.09299(16) 0.09651(16) 0.0522(4) Uani d . 1 . . C C37 0.0424(3) -0.0851(2) -0.18997(17) 0.0691(6) Uani d . 1 . . C N41 -0.2507(2) -0.26148(17) -0.63894(13) 0.0607(4) Uani d . 1 . . N C42 -0.1746(3) -0.3384(2) -0.60482(17) 0.0618(5) Uani d . 1 . . C C43 -0.0589(3) -0.30801(19) -0.49284(16) 0.0582(5) Uani d . 1 . . C C44 -0.0141(2) -0.19092(19) -0.41014(15) 0.0549(5) Uani d . 1 . . C C45 -0.0911(3) -0.1100(2) -0.44520(19) 0.0703(6) Uani d . 1 . . C C46 -0.2100(3) -0.1488(2) -0.55931(19) 0.0703(6) Uani d . 1 . . C C47 0.1154(3) -0.1543(2) -0.28671(17) 0.0700(6) Uani d . 1 . . C H14 0.4981 0.0538 0.3308 0.089 Uiso calc R 1 . . H H24 0.5830 0.6972 1.2096 0.085 Uiso calc R 1 . . H H12 0.8156 0.3277 0.7585 0.054 Uiso calc R 1 . . H H13 0.7058 0.1335 0.6157 0.059 Uiso calc R 1 . . H H15 0.4902 0.2513 0.3742 0.059 Uiso calc R 1 . . H H16 0.6043 0.4450 0.5165 0.058 Uiso calc R 1 . . H H22 0.9595 0.6032 0.9970 0.058 Uiso calc R 1 . . H H23 0.8390 0.6591 1.1533 0.062 Uiso calc R 1 . . H H25 0.3534 0.6343 0.9322 0.052 Uiso calc R 1 . . H H26 0.4753 0.5821 0.7774 0.052 Uiso calc R 1 . . H H32 0.4466 0.1708 0.1631 0.064 Uiso calc R 1 . . H H33 0.2694 0.1218 -0.0256 0.067 Uiso calc R 1 . . H H35 0.1287 -0.2078 -0.0632 0.068 Uiso calc R 1 . . H H36 0.3110 -0.1488 0.1272 0.063 Uiso calc R 1 . . H H37A -0.0695 -0.1323 -0.1991 0.083 Uiso calc R 1 . . H H37B 0.0133 -0.0137 -0.1974 0.083 Uiso calc R 1 . . H H42 -0.2012 -0.4182 -0.6601 0.074 Uiso calc R 1 . . H H43 -0.0115 -0.3664 -0.4735 0.070 Uiso calc R 1 . . H H45 -0.0634 -0.0293 -0.3924 0.084 Uiso calc R 1 . . H H46 -0.2631 -0.0929 -0.5804 0.084 Uiso calc R 1 . . H H47A 0.1451 -0.2256 -0.2790 0.084 Uiso calc R 1 . . H H47B 0.2270 -0.1070 -0.2779 0.084 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 0.0500(3) 0.0392(2) 0.0382(2) 0.00062(16) 0.01294(17) 0.01030(16) O11 0.0438(7) 0.0654(8) 0.0552(8) -0.0044(6) 0.0137(6) 0.0038(6) O12 0.0994(11) 0.0450(7) 0.0531(8) 0.0071(7) 0.0283(8) 0.0236(6) O14 0.0811(10) 0.0418(6) 0.0369(6) -0.0001(6) 0.0067(6) 0.0091(5) O24 0.0539(8) 0.0759(9) 0.0389(6) 0.0187(7) 0.0144(6) 0.0227(6) C11 0.0393(8) 0.0390(8) 0.0324(7) 0.0059(6) 0.0096(6) 0.0103(6) C12 0.0498(9) 0.0473(9) 0.0306(7) 0.0039(7) 0.0054(7) 0.0157(7) C13 0.0635(11) 0.0426(9) 0.0391(8) 0.0064(8) 0.0107(8) 0.0193(7) C14 0.0445(9) 0.0415(8) 0.0342(8) 0.0035(7) 0.0099(6) 0.0105(6) C15 0.0533(10) 0.0526(9) 0.0302(7) 0.0161(8) 0.0026(7) 0.0125(7) C16 0.0588(10) 0.0440(9) 0.0372(8) 0.0189(8) 0.0088(7) 0.0159(7) C21 0.0434(8) 0.0322(7) 0.0337(7) 0.0044(6) 0.0076(6) 0.0104(6) C22 0.0405(9) 0.0599(10) 0.0420(8) 0.0153(8) 0.0069(7) 0.0233(8) C23 0.0477(10) 0.0686(12) 0.0352(8) 0.0146(8) 0.0040(7) 0.0237(8) C24 0.0451(9) 0.0412(8) 0.0367(8) 0.0087(7) 0.0097(7) 0.0160(7) C25 0.0372(8) 0.0449(9) 0.0394(8) 0.0073(7) 0.0039(6) 0.0137(7) C26 0.0434(9) 0.0404(8) 0.0314(7) 0.0031(6) -0.0002(6) 0.0103(6) N31 0.0497(8) 0.0463(8) 0.0347(7) 0.0046(6) 0.0056(6) 0.0091(6) C32 0.0593(11) 0.0422(9) 0.0441(9) -0.0019(8) 0.0073(8) 0.0108(7) C33 0.0687(12) 0.0537(10) 0.0436(9) 0.0106(9) 0.0139(8) 0.0214(8) C34 0.0524(10) 0.0563(10) 0.0341(8) 0.0165(8) 0.0091(7) 0.0080(8) C35 0.0596(11) 0.0406(9) 0.0450(9) 0.0019(8) 0.0024(8) 0.0036(7) C36 0.0599(11) 0.0423(9) 0.0450(9) 0.0086(8) 0.0100(8) 0.0138(7) C37 0.0633(13) 0.0865(15) 0.0401(10) 0.0262(11) 0.0071(9) 0.0144(10) N41 0.0490(9) 0.0903(13) 0.0355(7) 0.0141(8) 0.0103(6) 0.0222(8) C42 0.0556(11) 0.0707(13) 0.0414(10) 0.0051(10) 0.0104(8) 0.0114(9) C43 0.0549(11) 0.0718(13) 0.0449(10) 0.0135(9) 0.0130(8) 0.0239(9) C44 0.0418(9) 0.0790(13) 0.0366(8) 0.0129(9) 0.0105(7) 0.0190(9) C45 0.0744(14) 0.0667(13) 0.0475(11) 0.0143(11) 0.0075(10) 0.0102(10) C46 0.0733(14) 0.0842(16) 0.0515(11) 0.0258(12) 0.0120(10) 0.0306(11) C47 0.0533(12) 0.1002(17) 0.0385(9) 0.0218(11) 0.0068(8) 0.0165(10)