#------------------------------------------------------------------------------ #$Date: 2011-09-28 17:24:46 +0300 (Wed, 28 Sep 2011) $ #$Revision: 26848 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/23/2012371.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_2012371 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 1426 _journal_page_last 1428 _publ_section_title ; Room-temperature monoclinic and low-temperature triclinic phase-transition structures of meso-octamethylcalix[4]pyrrole--dimethyl sulfoxide (1/1) ; _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _[local]_cod_cif_authors_sg_H-M 'P 21/c' loop_ _publ_author_name 'Lynch, Vincent M.' 'Gale, Philip A.' 'Sessler, Jonathan L.' 'Madeiros, David' _chemical_formula_moiety 'C28 H36 N4, C2 H6 O1 S1' _chemical_formula_sum 'C30 H42 N4 O S' _chemical_formula_iupac 'C28 H36 N4, C2 H6 O1 S1' _chemical_formula_weight 506.74 _symmetry_cell_setting 'monoclinic' 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 10.411(2) _cell_length_b 23.586(6) _cell_length_c 12.482(3) _cell_angle_alpha 90.00 _cell_angle_beta 107.71(2) _cell_angle_gamma 90.00 _cell_volume 2919.7(12) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _exptl_crystal_density_diffrn 1.153 _diffrn_ambient_temperature 298(2) 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 .4930(2) .28633(8) .63083(14) .0507(5) Uani d P .65 A 1 S C2A .3930(11) .3452(7) .6497(12) .071(4) Uani d PU .65 A 1 C H2AA .4155 .3778 .6129 .106 Uiso d PR .65 A 1 H H2AB .2993 .3363 .6166 .106 Uiso d PR .65 A 1 H H2AC .4104 .3532 .7282 .106 Uiso d PR .65 A 1 H S1' .3615(4) .28649(15) .5995(3) .0517(9) Uani d P .35 A 2 S C2A' .4632(19) .3441(13) .667(2) .071(7) Uani d PU .35 A 2 C H2AD .4379 .3775 .6216 .106 Uiso d PR .35 A 2 H H2AE .4428 .3494 .7366 .106 Uiso d PR .35 A 2 H H2AF .5581 .3375 .6830 .106 Uiso d PR .35 A 2 H O1A .4304(3) .27117(11) .5060(2) .0636(9) Uani d . 1 . . O C1A .4305(4) .23387(17) .7049(3) .0579(13) Uani d . 1 . . C H1AD .3909 .1977 .6786 .087 Uiso d PR .35 A . H H1AE .5264 .2318 .7194 .087 Uiso d PR .35 . . H H1AF .4110 .2437 .7730 .087 Uiso d PR .35 . . H H1AA .4764 .1987 .7034 .087 Uiso d PR .65 . . H H1AB .4466 .2457 .7815 .087 Uiso d PR .65 . . H H1AC .3355 .2288 .6699 .087 Uiso d PR .65 . . H N1 .4188(4) .14801(15) .4498(3) .0405(9) Uani d . 1 . . N H1N .417(4) .1883(17) .476(3) .074(14) Uiso d . 1 . . H N2 .1818(4) .11346(16) .5853(3) .0490(10) Uani d . 1 . . N H2N .231(3) .0825(14) .583(3) .037(12) Uiso d . 1 . . H N3 .4256(4) .09858(17) .8519(3) .0497(10) Uani d . 1 . . N H3N .427(4) .1365(16) .871(3) .055(14) Uiso d . 1 . . H N4 .6635(4) .10802(18) .7025(3) .0507(11) Uani d . 1 . . N H4N .620(4) .0786(17) .678(3) .065(18) Uiso d . 1 . . H C1 .5309(4) .11496(18) .4599(3) .0415(11) Uani d . 1 . . C C2 .4857(5) .06287(19) .4185(3) .0550(12) Uani d . 1 . . C H2 .5414 .0308 .4159 .066 Uiso d R 1 . . H C3 .3439(5) .06408(19) .3840(3) .0560(13) Uani d . 1 . . C H3 .2850 .0335 .3498 .067 Uiso d R 1 . . H C4 .3034(4) .11668(18) .4038(3) .0423(11) Uani d . 1 . . C C5 .1651(4) .14086(18) .3871(3) .0466(11) Uani d . 1 . . C C6 .1447(4) .15290(18) .5001(3) .0436(11) Uani d . 1 . . C C7 .0855(4) .19645(18) .5393(4) .0525(12) Uani d . 1 . . C H7 .0477 .2299 .4980 .063 Uiso d R 1 . . H C8 .0877(4) .1829(2) .6500(4) .0569(13) Uani d . 1 . . C H8 .0532 .2057 .6987 .068 Uiso d R 1 . . H C9 .1466(4) .13169(19) .6781(3) .0476(12) Uani d . 1 . . C C10 .1703(5) .09393(19) .7805(3) .0569(13) Uani d . 1 . . C C11 .3089(5) .0677(2) .8091(3) .0540(13) Uani d . 1 . . C C12 .3480(7) .0141(2) .7939(4) .0829(18) Uani d . 1 . . C H12 .2866 -.0167 .7666 .099 Uiso d R 1 . . H C13 .4898(7) .0123(2) .8288(4) .0842(19) Uani d . 1 . . C H13 .5444 -.0200 .8258 .101 Uiso d R 1 . . H C14 .5381(5) .0650(2) .8650(3) .0558(14) Uani d . 1 . . C C15 .6793(5) .0885(2) .9042(4) .0627(14) Uani d . 1 . . C C16 .7033(4) .1255(2) .8130(3) .0501(12) Uani d . 1 . . C C17 .7665(4) .1757(2) .8159(4) .0598(13) Uani d . 1 . . C H17 .8060 .1984 .8815 .072 Uiso d R 1 . . H C18 .7639(4) .18995(19) .7051(4) .0550(12) Uani d . 1 . . C H18 .8008 .2233 .6815 .066 Uiso d R 1 . . H C19 .6992(4) .14756(18) .6354(3) .0448(11) Uani d . 1 . . C C20 .6714(4) .13673(17) .5106(3) .0449(11) Uani d . 1 . . C C21 .0566(4) .0980(2) .3243(4) .0759(16) Uani d . 1 . . C H21A .0691 .0633 .3663 .114 Uiso d R 1 . . H H21B .0628 .0907 .2504 .114 Uiso d R 1 . . H H21C -.0306 .1134 .3184 .114 Uiso d R 1 . . H C22 .1442(5) .19630(18) .3190(3) .0686(15) Uani d . 1 . . C H22A .2132 .2225 .3579 .103 Uiso d R 1 . . H H22B .0574 .2121 .3131 .103 Uiso d R 1 . . H H22C .1507 .1894 .2451 .103 Uiso d R 1 . . H C23 .0614(5) .0473(2) .7528(4) .0907(19) Uani d . 1 . . C H23A .0703 .0256 .6904 .136 Uiso d R 1 . . H H23B -.0271 .0637 .7334 .136 Uiso d R 1 . . H H23C .0746 .0231 .8170 .136 Uiso d R 1 . . H C24 .1543(5) .1292(2) .8786(3) .0745(16) Uani d . 1 . . C H24A .2216 .1584 .8941 .112 Uiso d R 1 . . H H24B .1683 .1055 .9436 .112 Uiso d R 1 . . H H24C .0665 .1461 .8601 .112 Uiso d R 1 . . H C25 .7807(5) .0382(2) .9287(4) .099(2) Uani d . 1 . . C H25A .7676 .0165 .8611 .149 Uiso d R 1 . . H H25B .7674 .0143 .9866 .149 Uiso d R 1 . . H H25C .8706 .0532 .9526 .149 Uiso d R 1 . . H C26 .7013(5) .1233(2) 1.0124(3) .0875(18) Uani d . 1 . . C H26A .6363 .1534 .9949 .131 Uiso d R 1 . . H H26B .7904 .1391 1.0370 .131 Uiso d R 1 . . H H26C .6873 .1002 1.0710 .131 Uiso d R 1 . . H C27 .7738(4) .09273(18) .4948(3) .0637(14) Uani d . 1 . . C H27A .7600 .0578 .5291 .096 Uiso d R 1 . . H H27B .8643 .1057 .5294 .096 Uiso d R 1 . . H H27C .7596 .0867 .4159 .096 Uiso d R 1 . . H C28 .6953(4) .19200(18) .4539(3) .0636(14) Uani d . 1 . . C H28A .6327 .2197 .4641 .095 Uiso d R 1 . . H H28B .6809 .1862 .3750 .095 Uiso d R 1 . . H H28C .7856 .2052 .4885 .095 Uiso d 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 .0548(13) .0511(12) .0472(11) -.0043(11) .0171(10) -.0039(9) C2A .107(10) .055(6) .045(6) .032(9) .016(8) -.003(5) S1' .055(2) .054(2) .046(2) .006(2) .0151(18) .0003(17) C2A' .091(15) .066(12) .054(11) .012(14) .019(13) .003(9) O1A .089(2) .059(2) .0457(17) .0039(19) .0248(18) -.0082(15) C1A .063(3) .060(3) .052(3) -.004(3) .019(3) .011(2) N1 .050(2) .037(2) .0364(19) .000(2) .0156(18) -.0019(17) N2 .065(3) .041(2) .044(2) .004(2) .021(2) .003(2) N3 .066(3) .040(2) .046(2) .002(3) .020(2) .002(2) N4 .064(3) .052(3) .037(2) .002(2) .015(2) .001(2) C1 .051(3) .044(3) .032(2) .002(3) .017(2) .003(2) C2 .071(4) .041(3) .053(3) .007(3) .020(3) .000(2) C3 .074(4) .038(3) .055(3) -.010(3) .018(3) -.008(2) C4 .047(3) .048(3) .029(2) -.006(3) .007(2) .003(2) C5 .050(3) .048(3) .039(3) -.010(2) .008(2) .004(2) C6 .042(3) .041(3) .045(3) -.006(2) .011(2) .003(2) C7 .049(3) .046(3) .062(3) -.003(3) .016(3) .010(2) C8 .055(3) .053(3) .066(3) -.013(3) .023(3) -.019(3) C9 .051(3) .057(3) .038(3) -.020(3) .018(2) -.011(2) C10 .065(4) .065(3) .042(3) -.023(3) .017(3) -.005(2) C11 .084(4) .043(3) .038(3) -.014(3) .024(3) .003(2) C12 .136(6) .052(4) .064(4) -.019(4) .035(4) -.009(3) C13 .136(6) .051(4) .075(4) .025(4) .046(4) .005(3) C14 .084(4) .054(3) .038(3) .026(3) .032(3) .016(2) C15 .072(4) .075(4) .042(3) .027(3) .019(3) .010(3) C16 .050(3) .063(3) .035(3) .015(3) .010(2) .001(2) C17 .049(3) .079(4) .046(3) .010(3) .007(2) -.020(3) C18 .047(3) .059(3) .058(3) .001(3) .014(2) -.004(3) C19 .044(3) .049(3) .040(3) .006(2) .010(2) .007(2) C20 .045(3) .051(3) .041(3) .008(2) .016(2) .006(2) C21 .065(3) .098(4) .059(3) -.027(3) .009(3) -.015(3) C22 .064(3) .084(4) .061(3) .018(3) .023(3) .029(3) C23 .098(4) .106(4) .061(3) -.062(4) .013(3) .013(3) C24 .063(3) .118(5) .050(3) -.002(3) .028(3) -.010(3) C25 .120(5) .119(5) .070(4) .071(4) .045(4) .045(3) C26 .082(4) .138(5) .040(3) .014(4) .015(3) -.002(3) C27 .057(3) .083(4) .053(3) .013(3) .020(3) .000(3) C28 .052(3) .078(4) .058(3) -.007(3) .014(2) .017(3) 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 O1A . 1.537(3) ? S1 C1A . 1.782(4) ? S1 C2A . 1.794(13) ? C2A H2AA . .96 ? C2A H2AB . .96 ? C2A H2AC . .96 ? S1' O1A . 1.587(4) ? S1' C2A' . 1.77(3) ? S1' C1A . 1.792(5) ? C2A' H2AD . .96 ? C2A' H2AE . .96 ? C2A' H2AF . .96 ? C1A H1AD . .96 ? C1A H1AE . .96 ? C1A H1AF . .96 ? C1A H1AA . .96 ? C1A H1AB . .96 ? C1A H1AC . .96 ? N1 C1 . 1.377(5) ? N1 C4 . 1.378(5) ? N1 H1N . 1.01(4) ? N2 C6 . 1.377(5) ? N2 C9 . 1.386(5) ? N2 H2N . .90(3) ? N3 C11 . 1.378(5) ? N3 C14 . 1.382(5) ? N3 H3N . .93(4) ? N4 C16 . 1.377(5) ? N4 C19 . 1.378(5) ? N4 H4N . .83(4) ? C1 C2 . 1.360(5) ? C1 C20 . 1.497(5) ? C2 C3 . 1.407(6) ? C2 H2 . .96 ? C3 C4 . 1.357(5) ? C3 H3 . .96 ? C4 C5 . 1.503(6) ? C5 C6 . 1.515(5) ? C5 C22 . 1.538(5) ? C5 C21 . 1.541(5) ? C6 C7 . 1.363(5) ? C7 C8 . 1.412(5) ? C7 H7 . .96 ? C8 C9 . 1.352(5) ? C8 H8 . .96 ? C9 C10 . 1.515(5) ? C10 C11 . 1.510(6) ? C10 C24 . 1.530(5) ? C10 C23 . 1.541(5) ? C11 C12 . 1.359(6) ? C12 C13 . 1.407(7) ? C12 H12 . .96 ? C13 C14 . 1.365(6) ? C13 H13 . .96 ? C14 C15 . 1.507(6) ? C15 C16 . 1.515(6) ? C15 C26 . 1.536(5) ? C15 C25 . 1.556(5) ? C16 C17 . 1.349(6) ? C17 C18 . 1.415(5) ? C17 H17 . .96 ? C18 C19 . 1.362(5) ? C18 H18 . .96 ? C19 C20 . 1.517(5) ? C20 C28 . 1.539(5) ? C20 C27 . 1.543(5) ? C21 H21A . .96 ? C21 H21B . .96 ? C21 H21C . .96 ? C22 H22A . .96 ? C22 H22B . .96 ? C22 H22C . .96 ? C23 H23A . .96 ? C23 H23B . .96 ? C23 H23C . .96 ? C24 H24A . .96 ? C24 H24B . .96 ? C24 H24C . .96 ? C25 H25A . .96 ? C25 H25B . .96 ? C25 H25C . .96 ? C26 H26A . .96 ? C26 H26B . .96 ? C26 H26C . .96 ? C27 H27A . .96 ? C27 H27B . .96 ? C27 H27C . .96 ? C28 H28A . .96 ? C28 H28B . .96 ? C28 H28C . .96 ? _cod_database_code 2012371