data_2002972 _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-4,4'-bipyridyl (1/1) ; _chemical_name_common ? _chemical_formula_moiety 'C12 H10 O4 S, C10 H8 N2' _chemical_formula_sum 'C22 H18 N2 O4 S' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_weight 406.44 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.5765(10) _cell_length_b 23.9154(10) _cell_length_c 11.225(2) _cell_angle_alpha 90.00 _cell_angle_beta 105.921(10) _cell_angle_gamma 90.00 _cell_volume 1955.9(4) _cell_formula_units_Z 4 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 9.50 _cell_measurement_theta_max 18.76 _cell_measurement_temperature 294.0(10) _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max .42 _exptl_crystal_size_mid .22 _exptl_crystal_size_min .18 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.380 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method ? _exptl_crystal_F_000 848 _exptl_absorpt_coefficient_mu 0.197 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details 'ABSO in NRCVAX96 (Gabe et al., 1989)' _exptl_absorpt_correction_T_min .9522 _exptl_absorpt_correction_T_max .9706 _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 3774 _diffrn_reflns_av_R_equivalents 0.011 _diffrn_reflns_av_sigmaI/netI 0.0374 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 25.11 _diffrn_reflns_theta_full 25.11 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 13 _diffrn_standards_number 3 _diffrn_standards_interval_time 120 _diffrn_standards_decay_% 'no decay, variation 0.6' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 0 1 -5 1 9 -3 1 11 -1 _reflns_number_total 3504 _reflns_number_gt 2461 _reflns_threshold_expression >2\s(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0667 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.0984 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _refine_ls_number_reflns 3504 _refine_ls_number_parameters 265 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0495P)^2^+0.0855P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.226 _refine_diff_density_min -0.247 _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0043(9) 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 PRPCIF97 (Ferguson, 1997)' 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 0.50024(8) 0.24501(2) -0.04646(5) 0.03750(17) Uani d . 1 . . S O11 0.6892(2) 0.26237(6) -0.02331(14) 0.0484(4) Uani d . 1 . . O O12 0.3867(2) 0.24369(6) -0.17218(13) 0.0478(4) Uani d . 1 . . O O14 0.4628(3) 0.02237(6) 0.16747(14) 0.0576(5) Uani d . 1 . . O O24 0.1492(2) 0.36777(8) 0.27812(14) 0.0578(5) Uani d . 1 . . O C11 0.4917(3) 0.17847(8) 0.01930(17) 0.0344(5) Uani d . 1 . . C C12 0.5800(3) 0.16908(9) 0.14344(18) 0.0424(5) Uani d . 1 . . C C13 0.5713(3) 0.11760(9) 0.19461(19) 0.0441(6) Uani d . 1 . . C C14 0.4748(3) 0.07416(8) 0.12264(18) 0.0388(5) Uani d . 1 . . C C15 0.3884(3) 0.08386(9) -0.00124(19) 0.0432(5) Uani d . 1 . . C C16 0.3947(3) 0.13566(8) -0.05259(18) 0.0380(5) Uani d . 1 . . C C21 0.3963(3) 0.28776(8) 0.04213(18) 0.0369(5) Uani d . 1 . . C C22 0.5046(3) 0.31290(9) 0.14813(19) 0.0412(5) Uani d . 1 . . C C23 0.4241(3) 0.34028(9) 0.2271(2) 0.0451(6) Uani d . 1 . . C C24 0.2343(3) 0.34222(9) 0.20179(19) 0.0418(5) Uani d . 1 . . C C25 0.1260(3) 0.31734(9) 0.0949(2) 0.0468(6) Uani d . 1 . . C C26 0.2065(3) 0.29020(9) 0.0155(2) 0.0429(5) Uani d . 1 . . C N31 0.6742(3) -0.00330(8) 0.39881(17) 0.0543(5) Uani d . 1 . . N C32 0.7099(4) -0.05730(10) 0.4157(2) 0.0626(7) Uani d . 1 . . C C33 0.7944(4) -0.08108(10) 0.5289(2) 0.0574(7) Uani d . 1 . . C C34 0.8442(3) -0.04787(8) 0.63313(19) 0.0411(5) Uani d . 1 . . C C35 0.8023(4) 0.00828(9) 0.6157(2) 0.0584(7) Uani d . 1 . . C C36 0.7209(4) 0.02832(10) 0.4990(2) 0.0626(7) Uani d . 1 . . C N41 1.1158(3) -0.11110(8) 0.99419(17) 0.0502(5) Uani d . 1 . . N C42 1.1305(3) -0.05829(10) 0.9630(2) 0.0507(6) Uani d . 1 . . C C43 1.0455(3) -0.03670(9) 0.8486(2) 0.0506(6) Uani d . 1 . . C C44 0.9369(3) -0.07054(8) 0.75781(19) 0.0393(5) Uani d . 1 . . C C45 0.9223(3) -0.12621(9) 0.7896(2) 0.0487(6) Uani d . 1 . . C C46 1.0126(3) -0.14408(10) 0.9069(2) 0.0537(6) Uani d . 1 . . C H14 0.5314 0.0200 0.2379 0.086 Uiso calc R 1 . . H H24 0.2235 0.3736 0.3453 0.087 Uiso calc R 1 . . H H12 0.6451 0.1978 0.1919 0.051 Uiso calc R 1 . . H H13 0.6302 0.1115 0.2779 0.053 Uiso calc R 1 . . H H15 0.3254 0.0549 -0.0502 0.052 Uiso calc R 1 . . H H16 0.3340 0.1420 -0.1355 0.046 Uiso calc R 1 . . H H22 0.6319 0.3113 0.1658 0.049 Uiso calc R 1 . . H H23 0.4969 0.3576 0.2978 0.054 Uiso calc R 1 . . H H25 -0.0012 0.3191 0.0771 0.056 Uiso calc R 1 . . H H26 0.1338 0.2735 -0.0560 0.052 Uiso calc R 1 . . H H32 0.6760 -0.0807 0.3470 0.075 Uiso calc R 1 . . H H33 0.8176 -0.1193 0.5349 0.069 Uiso calc R 1 . . H H35 0.8293 0.0325 0.6831 0.070 Uiso calc R 1 . . H H36 0.6971 0.0665 0.4899 0.075 Uiso calc R 1 . . H H42 1.2026 -0.0345 1.0222 0.061 Uiso calc R 1 . . H H43 1.0610 0.0008 0.8320 0.061 Uiso calc R 1 . . H H45 0.8523 -0.1511 0.7321 0.058 Uiso calc R 1 . . H H46 1.0008 -0.1814 0.9265 0.064 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 0.0405(3) 0.0362(3) 0.0330(3) 0.0015(2) 0.0054(2) 0.0021(2) O11 0.0417(9) 0.0518(9) 0.0530(9) -0.0064(7) 0.0155(7) -0.0002(7) O12 0.0571(10) 0.0469(9) 0.0329(8) 0.0058(8) 0.0013(7) 0.0034(6) O14 0.0734(13) 0.0406(9) 0.0481(10) -0.0083(8) -0.0015(9) 0.0071(7) O24 0.0477(11) 0.0752(11) 0.0498(10) 0.0038(9) 0.0123(8) -0.0154(9) C11 0.0324(12) 0.0349(10) 0.0327(11) 0.0047(9) 0.0037(9) -0.0011(8) C12 0.0481(14) 0.0386(12) 0.0326(11) -0.0012(10) -0.0021(10) -0.0041(9) C13 0.0524(15) 0.0428(12) 0.0299(11) 0.0039(11) -0.0009(10) 0.0022(9) C14 0.0417(13) 0.0360(11) 0.0361(11) 0.0018(10) 0.0059(10) 0.0032(9) C15 0.0430(14) 0.0404(12) 0.0396(12) -0.0064(10) 0.0000(10) -0.0031(9) C16 0.0359(12) 0.0437(12) 0.0293(10) 0.0000(10) 0.0001(9) -0.0006(9) C21 0.0380(13) 0.0324(11) 0.0362(11) 0.0008(9) 0.0034(9) 0.0012(8) C22 0.0334(12) 0.0433(12) 0.0429(12) 0.0002(10) 0.0036(10) -0.0033(10) C23 0.0396(14) 0.0482(13) 0.0420(12) -0.0047(11) 0.0019(10) -0.0120(10) C24 0.0454(15) 0.0382(12) 0.0411(12) 0.0025(10) 0.0110(10) -0.0012(9) C25 0.0326(13) 0.0533(14) 0.0499(14) 0.0028(11) 0.0036(11) -0.0046(11) C26 0.0390(13) 0.0420(12) 0.0408(12) -0.0012(10) -0.0008(10) -0.0064(10) N31 0.0608(14) 0.0507(12) 0.0445(11) 0.0019(10) 0.0030(10) 0.0062(9) C32 0.083(2) 0.0516(15) 0.0423(14) 0.0033(14) -0.0004(14) -0.0060(11) C33 0.0735(19) 0.0397(13) 0.0501(14) 0.0057(12) 0.0019(13) -0.0033(10) C34 0.0373(13) 0.0402(12) 0.0430(12) -0.0004(10) 0.0066(10) 0.0017(9) C35 0.0802(19) 0.0402(13) 0.0458(13) 0.0058(13) 0.0020(13) -0.0015(10) C36 0.083(2) 0.0421(13) 0.0532(15) 0.0066(13) 0.0017(14) 0.0080(11) N41 0.0454(12) 0.0589(12) 0.0458(11) 0.0037(10) 0.0116(10) 0.0107(10) C42 0.0501(15) 0.0551(15) 0.0424(13) -0.0004(12) 0.0048(11) -0.0032(11) C43 0.0524(15) 0.0416(12) 0.0503(13) -0.0017(11) 0.0016(12) 0.0024(11) C44 0.0358(12) 0.0410(12) 0.0401(12) 0.0032(10) 0.0087(10) 0.0017(9) C45 0.0496(15) 0.0439(12) 0.0483(13) -0.0031(11) 0.0062(11) 0.0002(10) C46 0.0590(17) 0.0453(13) 0.0546(15) -0.0038(12) 0.0117(13) 0.0126(11)