#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2002971.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_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 .999 _diffrn_measured_fraction_theta_max .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 .7107 _diffrn_reflns_av_R_equivalents .008 _diffrn_reflns_av_sigmaI/netI .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 .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 'not measured' _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 .248 _refine_diff_density_min -.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 .0489 _refine_ls_R_factor_gt .0356 _refine_ls_shift/su_max .000 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0514P)^2^+0.2603P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_wR_factor_ref .0966 _reflns_number_gt 2431 _reflns_number_total 3102 _reflns_threshold_expression >2\s(I) _[local]_cod_data_source_file cf0004.cif _[local]_cod_data_source_block 5 _[local]_cod_cif_authors_sg_H-M 'P 21/a' _cod_database_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_type_symbol S1 .36932(5) .92714(2) .17153(5) .04010(13) Uani d . 1 S O11 .38809(15) .99950(6) .23802(15) .0559(3) Uani d . 1 O O12 .43825(16) .91427(8) .05627(15) .0584(4) Uani d . 1 O O14 .6544(2) .71281(7) .65639(14) .0660(4) Uani d . 1 O O24 -.35317(14) .83936(7) -.05886(14) .0514(3) Uani d . 1 O C11 .46227(18) .86282(8) .31429(17) .0364(3) Uani d . 1 C C12 .4813(2) .88156(9) .45905(18) .0429(4) Uani d . 1 C C13 .5472(2) .83100(9) .5723(2) .0478(4) Uani d . 1 C C14 .5934(2) .76059(9) .54101(19) .0453(4) Uani d . 1 C C15 .5778(2) .74230(9) .3968(2) .0519(4) Uani d . 1 C C16 .5119(2) .79304(9) .28341(19) .0474(4) Uani d . 1 C C21 .15116(18) .90416(8) .09853(16) .0341(3) Uani d . 1 C C22 .03652(19) .94115(9) .14798(17) .0381(3) Uani d . 1 C C23 -.13372(19) .92083(9) .09453(17) .0393(3) Uani d . 1 C C24 -.18836(19) .86301(9) -.00616(16) .0376(3) Uani d . 1 C C25 -.0738(2) .82674(9) -.05755(19) .0435(4) Uani d . 1 C C26 .0959(2) .84748(9) -.00537(18) .0425(4) Uani d . 1 C N1 .5778(2) .56714(8) .55556(18) .0539(4) Uani d . 1 N C2 .4100(2) .56163(10) .4824(2) .0560(5) Uani d . 1 C C6 .6667(2) .50485(11) .5726(2) .0539(5) Uani d . 1 C H14 .6463 .6702 .6248 .099 Uiso calc R 1 H H24 -.4094 .8634 -.0201 .077 Uiso calc R 1 H H12 .4492 .9286 .4796 .051 Uiso calc R 1 H H13 .5607 .8439 .6693 .057 Uiso calc R 1 H H15 .6120 .6957 .3766 .062 Uiso calc R 1 H H16 .5007 .7806 .1867 .057 Uiso calc R 1 H H22 .0740 .9794 .2168 .046 Uiso calc R 1 H H23 -.2119 .9459 .1261 .047 Uiso calc R 1 H H25 -.1115 .7887 -.1268 .052 Uiso calc R 1 H H26 .1734 .8236 -.0396 .051 Uiso calc R 1 H H2 .3426 .6041 .4679 .067 Uiso calc R 1 H H6 .7845 .5062 .6232 .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 .02949(19) .0406(2) .0475(2) -.00094(15) .01038(16) .00472(17) O11 .0439(7) .0367(6) .0724(8) -.0039(5) .0028(6) .0021(6) O12 .0420(6) .0789(9) .0612(8) .0045(6) .0268(6) .0168(7) O14 .0895(11) .0456(7) .0473(7) .0030(7) .0052(7) .0045(6) O24 .0338(6) .0634(8) .0546(7) -.0094(5) .0130(5) -.0065(6) C11 .0284(7) .0367(7) .0400(8) .0014(6) .0070(6) -.0016(6) C12 .0416(8) .0375(8) .0464(9) .0020(6) .0118(7) -.0082(7) C13 .0542(10) .0463(9) .0380(8) -.0003(8) .0106(7) -.0072(7) C14 .0447(9) .0392(8) .0424(9) -.0012(7) .0039(7) -.0003(7) C15 .0619(11) .0374(8) .0504(10) .0115(8) .0125(8) -.0058(7) C16 .0534(10) .0452(9) .0395(8) .0075(7) .0113(7) -.0070(7) C21 .0286(7) .0366(7) .0347(7) .0013(6) .0084(6) .0021(6) C22 .0368(8) .0414(8) .0340(7) .0005(6) .0102(6) -.0050(6) C23 .0340(7) .0494(9) .0351(8) .0051(6) .0131(6) -.0008(7) C24 .0321(7) .0440(8) .0334(7) -.0013(6) .0076(6) .0059(6) C25 .0413(8) .0428(8) .0429(9) -.0023(7) .0105(7) -.0103(7) C26 .0370(8) .0466(9) .0449(9) .0054(6) .0158(7) -.0052(7) N1 .0510(9) .0475(8) .0582(9) .0007(7) .0133(7) .0091(7) C2 .0482(10) .0464(10) .0712(12) .0123(8) .0188(9) .0132(9) C6 .0381(8) .0579(10) .0601(11) .0045(8) .0106(8) .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 .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S .1246 .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