#------------------------------------------------------------------------------ #$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $ #$Revision: 176759 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/00/29/2002971.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_2002971 loop_ _publ_author_name 'Ferguson, George' 'Glidewell, Christopher' 'Gregson, Richard M.' 'Lavender, Emma S.' _publ_section_title ; Crystal engineering using bisphenols: 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)ethene (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) ; _journal_issue 4 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first 573 _journal_page_last 590 _journal_paper_doi 10.1107/S0108768199002645 _journal_volume 55 _journal_year 1999 _chemical_formula_moiety '2(C12 H10 O4 S), C4 H4 N2' _chemical_formula_sum 'C28 H24 N2 O8 S2' _chemical_formula_weight 580.64 _chemical_name_systematic ; 4,4'-Sulfonyldiphenol-pyrazine (2/1). ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yab' _symmetry_space_group_name_H-M 'P 1 21/a 1' _cell_angle_alpha 90.00 _cell_angle_beta 110.869(8) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 8.3506(9) _cell_length_b 18.0102(17) _cell_length_c 9.6360(14) _cell_measurement_reflns_used 25 _cell_measurement_temperature 294.0(10) _cell_measurement_theta_max 20.35 _cell_measurement_theta_min 9.49 _cell_volume 1354.1(3) _computing_cell_refinement 'SET4 & CELDIM (Enraf-Nonius, 1992)' _computing_data_collection 'CAD4 (Enraf-Nonius, 1992)' _computing_data_reduction 'DATRD2 in NRCVAX96 (Gabe et al., 1989)' _computing_molecular_graphics 'NRCVAX96, ORTEP (Johnson, 1976), 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_type 'Enraf-Nonius CAD-4' _diffrn_measurement_method \q/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_reflns_av_R_equivalents 0.008 _diffrn_reflns_av_sigmaI/netI 0.0184 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 3271 _diffrn_reflns_theta_full 27.40 _diffrn_reflns_theta_max 27.40 _diffrn_reflns_theta_min 2.26 _diffrn_standards_decay_% 'no decay, variation 1.0' _diffrn_standards_interval_time 240 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.251 _exptl_absorpt_correction_T_max .9505 _exptl_absorpt_correction_T_min .9153 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details 'ABSO in NRCVAX (Gabe et al., 1989)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.424 _exptl_crystal_density_meas ? _exptl_crystal_description plate _exptl_crystal_F_000 604 _exptl_crystal_size_max .42 _exptl_crystal_size_mid .35 _exptl_crystal_size_min .25 _refine_diff_density_max 0.248 _refine_diff_density_min -0.221 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 183 _refine_ls_number_reflns 3102 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.035 _refine_ls_R_factor_all 0.0489 _refine_ls_R_factor_gt 0.0356 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0514P)^2^+0.2603P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.0966 _reflns_number_gt 2431 _reflns_number_total 3102 _reflns_threshold_expression >2\s(I) _cod_data_source_file cf0004.cif _cod_data_source_block 5 _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w=1/[\s^2^(Fo^2^)+(0.0514P)^2^+0.2603P] where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w=1/[\s^2^(Fo^2^)+(0.0514P)^2^+0.2603P] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_sg_symbol_H-M 'P 21/a' _cod_database_code 2002971 _cod_database_fobs_code 2002971 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 _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 0.36932(5) 0.92714(2) 0.17153(5) 0.04010(13) Uani d . 1 . . S O11 0.38809(15) 0.99950(6) 0.23802(15) 0.0559(3) Uani d . 1 . . O O12 0.43825(16) 0.91427(8) 0.05627(15) 0.0584(4) Uani d . 1 . . O O14 0.6544(2) 0.71281(7) 0.65639(14) 0.0660(4) Uani d . 1 . . O O24 -0.35317(14) 0.83936(7) -0.05886(14) 0.0514(3) Uani d . 1 . . O C11 0.46227(18) 0.86282(8) 0.31429(17) 0.0364(3) Uani d . 1 . . C C12 0.4813(2) 0.88156(9) 0.45905(18) 0.0429(4) Uani d . 1 . . C C13 0.5472(2) 0.83100(9) 0.5723(2) 0.0478(4) Uani d . 1 . . C C14 0.5934(2) 0.76059(9) 0.54101(19) 0.0453(4) Uani d . 1 . . C C15 0.5778(2) 0.74230(9) 0.3968(2) 0.0519(4) Uani d . 1 . . C C16 0.5119(2) 0.79304(9) 0.28341(19) 0.0474(4) Uani d . 1 . . C C21 0.15116(18) 0.90416(8) 0.09853(16) 0.0341(3) Uani d . 1 . . C C22 0.03652(19) 0.94115(9) 0.14798(17) 0.0381(3) Uani d . 1 . . C C23 -0.13372(19) 0.92083(9) 0.09453(17) 0.0393(3) Uani d . 1 . . C C24 -0.18836(19) 0.86301(9) -0.00616(16) 0.0376(3) Uani d . 1 . . C C25 -0.0738(2) 0.82674(9) -0.05755(19) 0.0435(4) Uani d . 1 . . C C26 0.0959(2) 0.84748(9) -0.00537(18) 0.0425(4) Uani d . 1 . . C N1 0.5778(2) 0.56714(8) 0.55556(18) 0.0539(4) Uani d . 1 . . N C2 0.4100(2) 0.56163(10) 0.4824(2) 0.0560(5) Uani d . 1 . . C C6 0.6667(2) 0.50485(11) 0.5726(2) 0.0539(5) Uani d . 1 . . C H14 0.6463 0.6702 0.6248 0.099 Uiso calc R 1 . . H H24 -0.4094 0.8634 -0.0201 0.077 Uiso calc R 1 . . H H12 0.4492 0.9286 0.4796 0.051 Uiso calc R 1 . . H H13 0.5607 0.8439 0.6693 0.057 Uiso calc R 1 . . H H15 0.6120 0.6957 0.3766 0.062 Uiso calc R 1 . . H H16 0.5007 0.7806 0.1867 0.057 Uiso calc R 1 . . H H22 0.0740 0.9794 0.2168 0.046 Uiso calc R 1 . . H H23 -0.2119 0.9459 0.1261 0.047 Uiso calc R 1 . . H H25 -0.1115 0.7887 -0.1268 0.052 Uiso calc R 1 . . H H26 0.1734 0.8236 -0.0396 0.051 Uiso calc R 1 . . H H2 0.3426 0.6041 0.4679 0.067 Uiso calc R 1 . . H H6 0.7845 0.5062 0.6232 0.065 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 0.02949(19) 0.0406(2) 0.0475(2) -0.00094(15) 0.01038(16) 0.00472(17) O11 0.0439(7) 0.0367(6) 0.0724(8) -0.0039(5) 0.0028(6) 0.0021(6) O12 0.0420(6) 0.0789(9) 0.0612(8) 0.0045(6) 0.0268(6) 0.0168(7) O14 0.0895(11) 0.0456(7) 0.0473(7) 0.0030(7) 0.0052(7) 0.0045(6) O24 0.0338(6) 0.0634(8) 0.0546(7) -0.0094(5) 0.0130(5) -0.0065(6) C11 0.0284(7) 0.0367(7) 0.0400(8) 0.0014(6) 0.0070(6) -0.0016(6) C12 0.0416(8) 0.0375(8) 0.0464(9) 0.0020(6) 0.0118(7) -0.0082(7) C13 0.0542(10) 0.0463(9) 0.0380(8) -0.0003(8) 0.0106(7) -0.0072(7) C14 0.0447(9) 0.0392(8) 0.0424(9) -0.0012(7) 0.0039(7) -0.0003(7) C15 0.0619(11) 0.0374(8) 0.0504(10) 0.0115(8) 0.0125(8) -0.0058(7) C16 0.0534(10) 0.0452(9) 0.0395(8) 0.0075(7) 0.0113(7) -0.0070(7) C21 0.0286(7) 0.0366(7) 0.0347(7) 0.0013(6) 0.0084(6) 0.0021(6) C22 0.0368(8) 0.0414(8) 0.0340(7) 0.0005(6) 0.0102(6) -0.0050(6) C23 0.0340(7) 0.0494(9) 0.0351(8) 0.0051(6) 0.0131(6) -0.0008(7) C24 0.0321(7) 0.0440(8) 0.0334(7) -0.0013(6) 0.0076(6) 0.0059(6) C25 0.0413(8) 0.0428(8) 0.0429(9) -0.0023(7) 0.0105(7) -0.0103(7) C26 0.0370(8) 0.0466(9) 0.0449(9) 0.0054(6) 0.0158(7) -0.0052(7) N1 0.0510(9) 0.0475(8) 0.0582(9) 0.0007(7) 0.0133(7) 0.0091(7) C2 0.0482(10) 0.0464(10) 0.0712(12) 0.0123(8) 0.0188(9) 0.0132(9) C6 0.0381(8) 0.0579(10) 0.0601(11) 0.0045(8) 0.0106(8) 0.0193(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' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -1 -8 1 1 -8 -1 4 0 0 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 O11 S1 O12 . 118.69(8) no O11 S1 C21 . 109.03(7) no O12 S1 C21 . 107.24(8) no O11 S1 C11 . 107.58(7) no O12 S1 C11 . 108.17(8) no C21 S1 C11 . 105.37(7) no C16 C11 C12 . 119.97(15) no C16 C11 S1 . 120.81(12) no C12 C11 S1 . 119.19(12) no C13 C12 C11 . 120.41(15) no C12 C13 C14 . 119.65(16) no O14 C14 C15 . 123.03(15) no O14 C14 C13 . 116.99(16) no C15 C14 C13 . 119.98(16) no C16 C15 C14 . 120.27(15) no C15 C16 C11 . 119.69(15) no C22 C21 C26 . 120.64(14) no C22 C21 S1 . 119.74(12) no C26 C21 S1 . 119.59(11) no C23 C22 C21 . 119.47(14) no C22 C23 C24 . 120.00(14) no O24 C24 C23 . 122.41(14) no O24 C24 C25 . 117.12(14) no C23 C24 C25 . 120.47(14) no C26 C25 C24 . 119.55(15) no C25 C26 C21 . 119.83(14) no C6 N1 C2 . 116.18(16) no N1 C2 C6 3_666 121.92(16) no N1 C6 C2 3_666 121.91(17) no 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 . 1.4360(13) no S1 O12 . 1.4401(13) no S1 C21 . 1.7527(15) no S1 C11 . 1.7539(15) no O14 C14 . 1.354(2) no O24 C24 . 1.3548(18) no C11 C16 . 1.388(2) no C11 C12 . 1.388(2) no C12 C13 . 1.377(2) no C13 C14 . 1.390(2) no C14 C15 . 1.388(2) no C15 C16 . 1.380(2) no C21 C22 . 1.383(2) no C21 C26 . 1.389(2) no C22 C23 . 1.378(2) no C23 C24 . 1.385(2) no C24 C25 . 1.387(2) no C25 C26 . 1.376(2) no N1 C6 . 1.323(2) no N1 C2 . 1.329(2) no C2 C6 3_666 1.372(3) no C6 C2 3_666 1.372(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 N1 . .82 1.99 2.792(2) 167 no O24 H24 O12 1_455 .82 1.91 2.732(2) 174 no C6 H6 O11 2_646 .93 2.58 3.511(2) 176 no C12 H12 O11 . .93 2.54 2.911(2) 104 no C13 H13 O24 1_656 .93 2.46 3.353(2) 161 yes C22 H22 O11 . .93 2.58 2.943(2) 104 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_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag O11 S1 C11 C16 . -159.94(13) no O12 S1 C11 C16 . -30.60(16) no C21 S1 C11 C16 . 83.84(15) no O11 S1 C11 C12 . 22.02(15) no O12 S1 C11 C12 . 151.36(13) no C21 S1 C11 C12 . -94.21(14) no C16 C11 C12 C13 . -.8(2) no S1 C11 C12 C13 . 177.27(13) no C11 C12 C13 C14 . -.6(3) no C12 C13 C14 O14 . -178.76(16) no C12 C13 C14 C15 . 1.9(3) no O14 C14 C15 C16 . 178.83(17) no C13 C14 C15 C16 . -1.9(3) no C14 C15 C16 C11 . .5(3) no C12 C11 C16 C15 . .8(3) no S1 C11 C16 C15 . -177.21(14) no O11 S1 C21 C22 . -19.49(15) no O12 S1 C21 C22 . -149.18(13) no C11 S1 C21 C22 . 95.74(13) no O11 S1 C21 C26 . 162.34(13) no O12 S1 C21 C26 . 32.65(15) no C11 S1 C21 C26 . -82.43(14) no C26 C21 C22 C23 . .7(2) no S1 C21 C22 C23 . -177.44(12) no C21 C22 C23 C24 . 1.0(2) no C22 C23 C24 O24 . 178.02(14) no C22 C23 C24 C25 . -2.1(2) no O24 C24 C25 C26 . -178.68(15) no C23 C24 C25 C26 . 1.4(2) no C24 C25 C26 C21 . .3(3) no C22 C21 C26 C25 . -1.4(2) no S1 C21 C26 C25 . 176.78(13) no C6 N1 C2 C6 3_666 -.1(3) no C2 N1 C6 C2 3_666 .1(3) no