#------------------------------------------------------------------------------ #$Date: 2008-01-26 14:05:32 +0100 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: svn://www.crystallography.net/cod/cif/2/2002975.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_2002975 _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'-trimethylenedipyridine (1/1) ; _chemical_name_common ? _chemical_formula_moiety 'C12 H10 O4 S, C13 H14 N2' _chemical_formula_sum 'C25 H24 N2 O4 S' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_weight 448.52 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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' _cell_length_a 10.0292(10) _cell_length_b 15.579(2) _cell_length_c 15.0208(10) _cell_angle_alpha 90.00 _cell_angle_beta 105.4699(10) _cell_angle_gamma 90.00 _cell_volume 2261.9(4) _cell_formula_units_Z 4 _cell_measurement_reflns_used 10602 _cell_measurement_theta_min 2.6 _cell_measurement_theta_max 30.3 _cell_measurement_temperature 150.0(10) _exptl_crystal_description 'block cut from larger piece' _exptl_crystal_colour colourless _exptl_crystal_size_max .30 _exptl_crystal_size_mid .30 _exptl_crystal_size_min .30 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.317 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 944 _exptl_absorpt_coefficient_mu 0.177 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 1.0000 _exptl_absorpt_correction_T_max 1.0000 _diffrn_ambient_temperature 150.0(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 KappaCCD' _diffrn_measurement_method '\w scans' _diffrn_reflns_number 10602 _diffrn_reflns_av_R_equivalents 0.031 _diffrn_reflns_av_sigmaI/netI 0.0450 _diffrn_reflns_theta_min 2.6 _diffrn_reflns_theta_max 30.2 _diffrn_reflns_theta_full 25.2 _diffrn_measured_fraction_theta_max 0.97 _diffrn_measured_fraction_theta_full 0.84 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 'no decay' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _reflns_number_total 5465 _reflns_number_gt 3828 _reflns_threshold_expression >2\s(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0692 _refine_ls_R_factor_gt 0.0405 _refine_ls_wR_factor_ref 0.1151 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_number_reflns 5465 _refine_ls_number_parameters 292 _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^)+(0.0620P)^2^+0.2027P] 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 0.269 _refine_diff_density_min -0.358 _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0066(14) 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 (Gabe et al., 1989) and SHELXL97 (Sheldrick, 1997b)' '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 0.23814(4) 0.07748(3) 0.09133(3) 0.03407(12) Uani d . 1 . . S O11 0.14797(12) 0.00489(8) 0.08950(9) 0.0437(3) Uani d . 1 . . O O12 0.35940(12) 0.08684(8) 0.16790(8) 0.0439(3) Uani d . 1 . . O O14 -0.08787(12) 0.39407(8) 0.06202(10) 0.0508(3) Uani d . 1 . . O O24 0.40552(11) 0.09085(7) -0.25431(7) 0.0353(3) Uani d . 1 . . O C11 0.13838(15) 0.17092(10) 0.08364(10) 0.0304(3) Uani d . 1 . . C C12 -0.00415(15) 0.16806(10) 0.04256(11) 0.0356(4) Uani d . 1 . . C C13 -0.08130(16) 0.24228(11) 0.03462(12) 0.0376(4) Uani d . 1 . . C C14 -0.01805(15) 0.31998(10) 0.06644(11) 0.0357(4) Uani d . 1 . . C C15 0.12475(15) 0.32275(11) 0.10531(12) 0.0368(4) Uani d . 1 . . C C16 0.20157(15) 0.24850(11) 0.11404(10) 0.0340(3) Uani d . 1 . . C C21 0.29251(14) 0.07695(9) -0.01041(10) 0.0285(3) Uani d . 1 . . C C22 0.19855(15) 0.05628(10) -0.09397(11) 0.0337(3) Uani d . 1 . . C C23 0.23872(15) 0.06097(10) -0.17438(11) 0.0327(3) Uani d . 1 . . C C24 0.37310(15) 0.08622(9) -0.17296(10) 0.0283(3) Uani d . 1 . . C C25 0.46723(15) 0.10506(10) -0.08879(11) 0.0318(3) Uani d . 1 . . C C26 0.42692(15) 0.10098(9) -0.00785(11) 0.0316(3) Uani d . 1 . . C N31 -0.35849(13) 0.38411(9) -0.01309(10) 0.0361(3) Uani d . 1 . . N C32 -0.45180(16) 0.32954(11) 0.00330(12) 0.0397(4) Uani d . 1 . . C C33 -0.59206(16) 0.33550(10) -0.03900(12) 0.0362(4) Uani d . 1 . . C C34 -0.64118(15) 0.40102(9) -0.10150(10) 0.0289(3) Uani d . 1 . . C C35 -0.54310(15) 0.45700(10) -0.11908(10) 0.0316(3) Uani d . 1 . . C C36 -0.40596(16) 0.44668(10) -0.07419(11) 0.0343(3) Uani d . 1 . . C N41 -1.36352(13) 0.18273(9) -0.24115(9) 0.0374(3) Uani d . 1 . . N C42 -1.38586(16) 0.26732(11) -0.24185(12) 0.0411(4) Uani d . 1 . . C C43 -1.28353(15) 0.32759(11) -0.23339(11) 0.0361(4) Uani d . 1 . . C C44 -1.14730(14) 0.30164(10) -0.22194(10) 0.0300(3) Uani d . 1 . . C C45 -1.12389(15) 0.21389(10) -0.22187(12) 0.0368(4) Uani d . 1 . . C C46 -1.23335(16) 0.15735(11) -0.23156(12) 0.0395(4) Uani d . 1 . . C C51 -0.79200(15) 0.41627(10) -0.14664(12) 0.0357(4) Uani d . 1 . . C C52 -0.88803(14) 0.33905(10) -0.16117(11) 0.0305(3) Uani d . 1 . . C C53 -1.03420(15) 0.36768(10) -0.21006(12) 0.0373(4) Uani d . 1 . . C H14 -0.1702 0.3856 0.0377 0.076 Uiso calc R 1 . . H H24 0.4832 0.1113 -0.2461 0.053 Uiso calc R 1 . . H H12 -0.0467 0.1163 0.0207 0.043 Uiso calc R 1 . . H H13 -0.1762 0.2404 0.0078 0.045 Uiso calc R 1 . . H H15 0.1680 0.3747 0.1253 0.044 Uiso calc R 1 . . H H16 0.2966 0.2505 0.1405 0.041 Uiso calc R 1 . . H H22 0.1091 0.0394 -0.0954 0.040 Uiso calc R 1 . . H H23 0.1760 0.0472 -0.2303 0.039 Uiso calc R 1 . . H H25 0.5575 0.1204 -0.0871 0.038 Uiso calc R 1 . . H H26 0.4896 0.1143 0.0482 0.038 Uiso calc R 1 . . H H32 -0.4210 0.2853 0.0453 0.048 Uiso calc R 1 . . H H33 -0.6530 0.2957 -0.0255 0.043 Uiso calc R 1 . . H H35 -0.5707 0.5014 -0.1613 0.038 Uiso calc R 1 . . H H36 -0.3426 0.4852 -0.0869 0.041 Uiso calc R 1 . . H H42 -1.4758 0.2864 -0.2484 0.049 Uiso calc R 1 . . H H43 -1.3052 0.3857 -0.2353 0.043 Uiso calc R 1 . . H H45 -1.0349 0.1931 -0.2153 0.044 Uiso calc R 1 . . H H46 -1.2153 0.0988 -0.2314 0.047 Uiso calc R 1 . . H H51A -0.7998 0.4424 -0.2064 0.043 Uiso calc R 1 . . H H51B -0.8255 0.4578 -0.1096 0.043 Uiso calc R 1 . . H H52A -0.8866 0.3135 -0.1020 0.037 Uiso calc R 1 . . H H52B -0.8571 0.2962 -0.1981 0.037 Uiso calc R 1 . . H H53A -1.0576 0.4158 -0.1760 0.045 Uiso calc R 1 . . H H53B -1.0340 0.3887 -0.2708 0.045 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 0.0331(2) 0.0354(2) 0.0339(2) 0.00144(15) 0.00938(15) 0.00827(16) O11 0.0448(7) 0.0373(7) 0.0520(7) -0.0031(5) 0.0181(6) 0.0137(5) O12 0.0387(7) 0.0569(8) 0.0331(6) 0.0067(5) 0.0043(5) 0.0092(5) O14 0.0303(6) 0.0417(7) 0.0776(10) 0.0015(5) 0.0093(6) -0.0174(6) O24 0.0280(6) 0.0423(7) 0.0369(6) -0.0026(4) 0.0110(4) -0.0053(5) C11 0.0288(8) 0.0356(9) 0.0285(8) -0.0003(6) 0.0105(6) 0.0014(6) C12 0.0319(8) 0.0343(9) 0.0408(9) -0.0052(6) 0.0101(7) -0.0045(7) C13 0.0225(8) 0.0431(10) 0.0462(10) -0.0017(6) 0.0073(6) -0.0071(7) C14 0.0313(9) 0.0372(9) 0.0401(9) 0.0003(6) 0.0123(7) -0.0082(7) C15 0.0305(8) 0.0397(9) 0.0410(9) -0.0068(6) 0.0107(6) -0.0126(7) C16 0.0256(8) 0.0454(9) 0.0309(8) -0.0031(6) 0.0074(6) -0.0042(7) C21 0.0272(8) 0.0233(7) 0.0349(8) 0.0020(5) 0.0082(6) 0.0036(6) C22 0.0266(8) 0.0335(8) 0.0400(9) -0.0058(6) 0.0075(6) 0.0019(7) C23 0.0294(8) 0.0323(8) 0.0341(8) -0.0063(6) 0.0047(6) -0.0026(6) C24 0.0280(7) 0.0219(7) 0.0354(8) 0.0028(5) 0.0094(6) -0.0014(6) C25 0.0224(7) 0.0323(8) 0.0404(9) 0.0004(5) 0.0079(6) -0.0004(7) C26 0.0264(8) 0.0297(8) 0.0356(8) 0.0012(5) 0.0031(6) -0.0001(6) N31 0.0317(7) 0.0362(8) 0.0413(8) 0.0012(5) 0.0112(6) -0.0044(6) C32 0.0371(9) 0.0350(9) 0.0470(10) 0.0047(6) 0.0111(7) 0.0065(7) C33 0.0321(8) 0.0306(8) 0.0487(10) -0.0007(6) 0.0156(7) 0.0050(7) C34 0.0304(8) 0.0261(8) 0.0323(8) -0.0009(5) 0.0122(6) -0.0037(6) C35 0.0354(8) 0.0306(8) 0.0297(8) -0.0042(6) 0.0102(6) 0.0000(6) C36 0.0336(8) 0.0361(9) 0.0355(8) -0.0076(6) 0.0135(6) -0.0058(7) N41 0.0304(7) 0.0455(8) 0.0363(8) -0.0055(5) 0.0087(5) 0.0001(6) C42 0.0276(9) 0.0489(11) 0.0472(10) 0.0024(7) 0.0108(7) -0.0039(8) C43 0.0299(8) 0.0365(9) 0.0419(9) 0.0048(6) 0.0095(6) -0.0018(7) C44 0.0286(8) 0.0340(8) 0.0275(8) 0.0012(6) 0.0077(6) 0.0024(6) C45 0.0268(8) 0.0354(9) 0.0474(10) 0.0031(6) 0.0087(7) 0.0034(7) C46 0.0361(9) 0.0348(9) 0.0453(10) 0.0003(6) 0.0069(7) 0.0039(7) C51 0.0303(8) 0.0303(8) 0.0467(10) 0.0001(6) 0.0105(7) 0.0020(7) C52 0.0290(8) 0.0295(8) 0.0344(8) 0.0008(6) 0.0107(6) 0.0011(6) C53 0.0310(8) 0.0328(9) 0.0473(10) 0.0008(6) 0.0091(7) 0.0054(7)