#------------------------------------------------------------------------------ #$Date: 2011-09-28 17:24:46 +0300 (Wed, 28 Sep 2011) $ #$Revision: 26848 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/18/2011824.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_2011824 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 311 _journal_page_last 314 _publ_section_title ; Hydrogen-bonded sheets in the 1:1 salt of tet-b and trimesic acid ; _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _[local]_cod_cif_authors_sg_H-M 'P 21/n' loop_ _publ_author_name 'Burchell, Colin J.' 'Ferguson, George' 'Lough, Alan J.' 'Glidewell, Christopher' _chemical_formula_moiety 'C16 H38 N4 1+, C9 H4 O6 1-, 0.78C H4 O, 1.12H2 O' _chemical_formula_sum 'C25.78 H47.36 N4 O7.9' _[local]_cod_chemical_formula_sum_orig 'C25.78 H47.36 N4 O7.90' _chemical_formula_iupac 'C16 H38 N4 1+, C9 H4 O6 1-, 0.78C H4 O, 1.12H2 O' _chemical_formula_weight 539.80 _symmetry_cell_setting monoclinic 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 13.8921(9) _cell_length_b 15.3390(6) _cell_length_c 14.0209(8) _cell_angle_alpha 90.00 _cell_angle_beta 95.666(2) _cell_angle_gamma 90.00 _cell_volume 2973.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _exptl_crystal_density_diffrn 1.206 _diffrn_ambient_temperature 150(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 N11 .3034(4) .2973(3) -.0939(3) .0280(10) Uani d PD .839(3) A -1 N N14 .2053(6) .2931(4) .0854(4) .0283(10) Uani d PD .839(3) A -1 N N18 .3818(2) .19378(18) .1071(2) .0268(7) Uani d PD .839(3) A -1 N N111 .3386(2) .11235(17) -.0844(2) .0242(7) Uani d PD .839(3) A -1 N C12 .2333(3) .3627(3) -.0681(3) .0317(11) Uani d PD .839(3) A -1 C C13 .2387(3) .3740(3) .0385(3) .0320(11) Uani d PD .839(3) A -1 C C15 .2153(4) .2909(3) .1950(4) .0389(13) Uani d PD .839(3) A -1 C C16 .3222(3) .2829(3) .2336(3) .0422(11) Uani d PD .839(3) A -1 C C17 .3786(3) .2004(3) .2111(3) .0390(10) Uani d PD .839(3) A -1 C C19 .4285(3) .1143(2) .0748(3) .0289(9) Uani d PD .839(3) A -1 C C110 .4362(3) .1173(2) -.0308(3) .0263(9) Uani d PD .839(3) A -1 C C112 .3305(3) .1226(2) -.1927(3) .0287(9) Uani d PD .839(3) A -1 C C113 .3700(4) .2118(4) -.2206(5) .0357(13) Uani d PD .839(3) A -1 C C114 .3150(3) .2927(3) -.1961(3) .0368(12) Uani d PD .839(3) A -1 C C115 .1728(5) .3751(4) .2318(5) .0619(19) Uani d PD .839(3) A -1 C C116 .1570(4) .2122(4) .2226(5) .0600(18) Uani d PD .839(3) A -1 C C117 .4798(4) .2040(4) .2679(4) .0704(16) Uani d PD .839(3) A -1 C C118 .3877(3) .0496(2) -.2352(3) .0414(11) Uani d PD .839(3) A -1 C C119 .2229(3) .1125(3) -.2251(3) .0442(11) Uani d PD .839(3) A -1 C C120 .3662(4) .3733(3) -.2319(4) .0525(15) Uani d PD .839(3) A -1 C O21 .49535(17) .33758(14) .0148(2) .0551(8) Uani d . 1 . . O O22 .57725(17) .46070(14) .0017(2) .0552(8) Uani d . 1 . . O O23 .92390(16) .45964(13) -.0060(2) .0501(7) Uani d . 1 . . O O24 1.00990(17) .33809(14) .0230(2) .0525(8) Uani d . 1 . . O O25 .82406(19) .05433(15) -.0089(2) .0628(9) Uani d . 1 . . O O26 .67795(18) .05799(14) .0419(2) .0524(8) Uani d . 1 . . O C21 .6654(2) .32963(18) .0083(2) .0262(8) Uani d . 1 . . C C22 .7517(2) .37366(18) .0030(2) .0272(7) Uani d . 1 . . C C23 .8387(2) .32868(18) .0054(2) .0269(7) Uani d . 1 . . C C24 .8383(2) .23831(18) .0081(2) .0299(8) Uani d . 1 . . C C25 .7523(2) .19262(19) .0124(2) .0292(8) Uani d . 1 . . C C26 .6675(2) .2395(2) .0145(2) .0325(8) Uani d . 1 . . C C27 .5710(2) .3779(2) .0080(3) .0362(9) Uani d . 1 . . C C28 .9329(2) .3775(2) .0071(3) .0341(8) Uani d . 1 . . C C29 .7514(3) .0940(2) .0155(3) .0386(9) Uani d . 1 . . C N31 .1186(14) .1906(12) -.1054(11) .057(4) Uiso d PD .161(3) A -2 N N34 .1624(13) .1102(13) .0848(12) .057(4) Uiso d PD .161(3) A -2 N N38 .201(4) .299(3) .099(3) .057(4) Uiso d PD .161(3) A -2 N N311 .292(3) .291(2) -.0828(19) .057(4) Uiso d PD .161(3) A -2 N C32 .0686(19) .1133(15) -.0731(15) .055(3) Uiso d PD .161(3) A -2 C C33 .0633(15) .1176(16) .0332(14) .055(3) Uiso d PD .161(3) A -2 C C35 .1713(14) .1214(12) .1944(13) .055(3) Uiso d PD .161(3) A -2 C C36 .125(2) .2099(14) .215(3) .055(3) Uiso d PD .161(3) A -2 C C37 .189(3) .2900(17) .201(3) .055(3) Uiso d PD .161(3) A -2 C C39 .266(2) .366(2) .0683(18) .055(3) Uiso d PD .161(3) A -2 C C310 .259(3) .374(2) -.0388(18) .055(3) Uiso d PD .161(3) A -2 C C312 .2852(17) .287(2) -.192(2) .055(3) Uiso d PD .161(3) A -2 C C313 .1799(14) .2765(13) -.2321(16) .055(3) Uiso d PD .161(3) A -2 C C314 .1246(14) .1962(14) -.2094(13) .055(3) Uiso d PD .161(3) A -2 C C315 .1145(18) .0456(14) .2365(18) .068(4) Uiso d PD .161(3) A -2 C C316 .2816(14) .1089(17) .2261(18) .068(4) Uiso d PD .161(3) A -2 C C317 .147(3) .369(2) .249(3) .068(4) Uiso d PD .161(3) A -2 C C318 .327(2) .371(2) -.230(3) .068(4) Uiso d PD .161(3) A -2 C C319 .349(3) .210(3) -.216(4) .068(4) Uiso d PD .161(3) A -2 C C320 .0245(15) .2054(18) -.2677(17) .068(4) Uiso d PD .161(3) A -2 C O41 .9674(2) .0962(2) -.1109(3) .0442(12) Uani d P .700(7) B -1 O C42 .9740(4) .0247(3) -.1733(4) .0564(18) Uani d P .700(7) B -1 C O51 .530(2) .0951(15) .1172(18) .040 Uiso d PD .084(4) C -2 O C52 .527(3) .021(2) .179(3) .040 Uiso d PD .084(4) C -2 C O61 .8520(2) -.12430(16) .0022(2) .0486(10) Uani d P .896(6) D -1 O O62 .927(2) -.1209(16) .028(2) .048 Uiso d P .104(6) D -1 O O71 .6442(15) -.1252(12) -.0073(15) .040 Uiso d P .116(5) E -2 O H11A .3625 .3096 -.0611 .034 Uiso calc PR .839(3) A -1 H H14E .2392 .2466 .0642 .034 Uiso calc PR .839(3) A -1 H H14F .1412 .2846 .0643 .034 Uiso calc PR .839(3) A -1 H H18A .4143 .2415 .0867 .032 Uiso calc PR .839(3) A -1 H H11C .3007 .1547 -.0604 .029 Uiso calc PR .839(3) A -1 H H11D .3121 .0593 -.0710 .029 Uiso calc PR .839(3) A -1 H H2A .1672 .3442 -.0927 .038 Uiso calc PR .839(3) A -1 H H2B .2468 .4191 -.0983 .038 Uiso calc PR .839(3) A -1 H H3A .3062 .3871 .0639 .038 Uiso calc PR .839(3) A -1 H H3B .1977 .4238 .0540 .038 Uiso calc PR .839(3) A -1 H H6A .3260 .2887 .3042 .051 Uiso calc PR .839(3) A -1 H H6B .3567 .3334 .2093 .051 Uiso calc PR .839(3) A -1 H H7 .3433 .1485 .2332 .047 Uiso calc PR .839(3) A -1 H H9A .3902 .0626 .0903 .035 Uiso calc PR .839(3) A -1 H H9B .4939 .1086 .1093 .035 Uiso calc PR .839(3) A -1 H H10A .4683 .1721 -.0473 .032 Uiso calc PR .839(3) A -1 H H10B .4762 .0679 -.0495 .032 Uiso calc PR .839(3) A -1 H H13A .4370 .2172 -.1897 .043 Uiso calc PR .839(3) A -1 H H13B .3739 .2117 -.2907 .043 Uiso calc PR .839(3) A -1 H H14 .2490 .2897 -.2316 .044 Uiso calc PR .839(3) A -1 H H51A .1066 .3827 .2020 .093 Uiso calc PR .839(3) A -1 H H51B .2125 .4247 .2155 .093 Uiso calc PR .839(3) A -1 H H51C .1723 .3717 .3016 .093 Uiso calc PR .839(3) A -1 H H52A .1580 .2094 .2925 .090 Uiso calc PR .839(3) A -1 H H52B .1856 .1588 .1992 .090 Uiso calc PR .839(3) A -1 H H52C .0901 .2177 .1939 .090 Uiso calc PR .839(3) A -1 H H71A .5148 .1499 .2575 .106 Uiso calc PR .839(3) A -1 H H71B .4726 .2106 .3364 .106 Uiso calc PR .839(3) A -1 H H71C .5159 .2537 .2459 .106 Uiso calc PR .839(3) A -1 H H12D .3713 .0474 -.3047 .062 Uiso calc PR .839(3) A -1 H H12E .3714 -.0062 -.2069 .062 Uiso calc PR .839(3) A -1 H H12F .4571 .0607 -.2212 .062 Uiso calc PR .839(3) A -1 H H12A .1856 .1522 -.1882 .066 Uiso calc PR .839(3) A -1 H H12B .2030 .0523 -.2144 .066 Uiso calc PR .839(3) A -1 H H12C .2111 .1264 -.2935 .066 Uiso calc PR .839(3) A -1 H H14A .3283 .4256 -.2209 .079 Uiso calc PR .839(3) A -1 H H14B .3724 .3672 -.3006 .079 Uiso calc PR .839(3) A -1 H H14C .4307 .3785 -.1971 .079 Uiso calc PR .839(3) A -1 H H222 .5216 .4832 .0038 .083 Uiso calc PR .50 . . H H223 .9957 .4905 .0032 .075 Uiso calc PR .50 . . H H22 .7515 .4354 -.0024 .033 Uiso calc R 1 . . H H24 .8974 .2073 .0071 .036 Uiso calc R 1 . . H H26 .6090 .2089 .0205 .039 Uiso calc R 1 . . H H31A .0873 .2395 -.0863 .069 Uiso calc PR .161(3) A -2 H H34A .2011 .1513 .0599 .069 Uiso calc PR .161(3) A -2 H H34B .1868 .0563 .0714 .069 Uiso calc PR .161(3) A -2 H H38A .1405 .3086 .0673 .069 Uiso calc PR .161(3) A -2 H H31C .2553 .2456 -.0621 .069 Uiso calc PR .161(3) A -2 H H31D .3548 .2810 -.0594 .069 Uiso calc PR .161(3) A -2 H H32A .1039 .0601 -.0892 .066 Uiso calc PR .161(3) A -2 H H32B .0025 .1104 -.1064 .066 Uiso calc PR .161(3) A -2 H H33A .0336 .1735 .0500 .066 Uiso calc PR .161(3) A -2 H H33B .0222 .0696 .0532 .066 Uiso calc PR .161(3) A -2 H H36A .0645 .2160 .1725 .066 Uiso calc PR .161(3) A -2 H H36B .1083 .2096 .2819 .066 Uiso calc PR .161(3) A -2 H H37 .2545 .2783 .2354 .066 Uiso calc PR .161(3) A -2 H H39A .3333 .3516 .0927 .066 Uiso calc PR .161(3) A -2 H H39B .2495 .4228 .0962 .066 Uiso calc PR .161(3) A -2 H H31E .2993 .4229 -.0571 .066 Uiso calc PR .161(3) A -2 H H31F .1908 .3861 -.0637 .066 Uiso calc PR .161(3) A -2 H H31G .1439 .3274 -.2106 .066 Uiso calc PR .161(3) A -2 H H31H .1778 .2805 -.3027 .066 Uiso calc PR .161(3) A -2 H H314 .1583 .1434 -.2315 .066 Uiso calc PR .161(3) A -2 H H31I .1489 -.0094 .2291 .102 Uiso calc PR .161(3) A -2 H H31J .0496 .0419 .2023 .102 Uiso calc PR .161(3) A -2 H H31K .1092 .0564 .3047 .102 Uiso calc PR .161(3) A -2 H H31L .3021 .0513 .2057 .102 Uiso calc PR .161(3) A -2 H H31M .2930 .1135 .2960 .102 Uiso calc PR .161(3) A -2 H H31N .3186 .1540 .1964 .102 Uiso calc PR .161(3) A -2 H H31O .1907 .4189 .2465 .102 Uiso calc PR .161(3) A -2 H H31P .1385 .3554 .3159 .102 Uiso calc PR .161(3) A -2 H H31Q .0838 .3839 .2149 .102 Uiso calc PR .161(3) A -2 H H31R .3952 .3768 -.2057 .102 Uiso calc PR .161(3) A -2 H H31S .2909 .4217 -.2095 .102 Uiso calc PR .161(3) A -2 H H31T .3215 .3695 -.3006 .102 Uiso calc PR .161(3) A -2 H H31U .4155 .2207 -.1892 .102 Uiso calc PR .161(3) A -2 H H31V .3462 .2036 -.2854 .102 Uiso calc PR .161(3) A -2 H H31W .3247 .1568 -.1877 .102 Uiso calc PR .161(3) A -2 H H32C -.0165 .1559 -.2539 .102 Uiso calc PR .161(3) A -2 H H32D .0327 .2065 -.3363 .102 Uiso calc PR .161(3) A -2 H H32E -.0062 .2597 -.2498 .102 Uiso calc PR .161(3) A -2 H H41 .9243 .0864 -.0743 .066 Uiso calc PR .700(7) B -1 H H42A 1.0196 .0386 -.2202 .085 Uiso calc PR .700(7) B -1 H H42B .9102 .0126 -.2069 .085 Uiso calc PR .700(7) B -1 H H42C .9969 -.0266 -.1362 .085 Uiso calc PR .700(7) B -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 N11 .030(2) .0212(18) .033(2) -.0011(15) .0034(16) .0037(14) N14 .024(2) .0273(19) .034(3) -.0017(15) .0027(18) -.0034(16) N18 .0270(18) .0260(16) .0273(19) .0010(13) .0020(13) .0004(12) N111 .0191(17) .0146(15) .039(2) -.0030(12) .0010(14) -.0006(12) C12 .031(3) .024(2) .040(3) .0032(18) .004(2) .0049(18) C13 .027(3) .022(2) .047(3) .0003(17) .003(2) -.0021(19) C15 .041(4) .050(3) .027(3) .006(2) .008(2) -.0010(18) C16 .046(3) .051(3) .028(2) .009(2) -.001(2) -.0065(19) C17 .041(3) .046(2) .030(2) .009(2) .0012(19) .0043(18) C19 .026(2) .0195(19) .040(2) .0016(15) -.0049(17) .0020(16) C110 .019(2) .022(2) .037(2) .0001(15) .0028(17) .0010(15) C112 .037(2) .023(2) .026(2) -.0024(16) .0031(17) -.0039(15) C113 .047(3) .030(2) .032(2) .002(2) .013(2) .0054(17) C114 .049(3) .026(2) .036(3) .000(2) .005(2) .0075(17) C115 .063(5) .083(4) .040(4) .025(3) .014(3) -.013(3) C116 .059(4) .078(4) .045(3) -.011(3) .013(3) .010(2) C117 .066(4) .090(4) .051(3) .031(3) -.012(3) -.015(3) C118 .053(3) .034(2) .039(3) .000(2) .013(2) -.0022(18) C119 .050(3) .041(2) .039(3) -.001(2) -.004(2) -.0048(19) C120 .078(4) .035(2) .047(3) -.001(3) .021(3) .012(2) O21 .0226(14) .0342(14) .109(2) -.0042(11) .0118(14) .0078(13) O22 .0205(14) .0245(14) .122(2) .0015(10) .0122(15) .0074(13) O23 .0211(14) .0218(13) .108(2) -.0025(10) .0074(14) .0085(12) O24 .0238(14) .0293(14) .105(2) .0010(11) .0095(13) .0021(13) O25 .0437(18) .0247(14) .124(3) .0006(12) .0283(17) -.0064(14) O26 .0401(16) .0224(13) .096(2) -.0072(11) .0133(14) .0088(12) C21 .0222(18) .0182(16) .038(2) -.0008(12) .0018(14) .0003(12) C22 .0265(17) .0186(15) .0371(19) -.0011(14) .0055(14) .0021(13) C23 .0222(18) .0215(17) .038(2) -.0029(13) .0067(14) .0008(13) C24 .0231(19) .0227(17) .045(2) .0011(13) .0087(15) -.0016(14) C25 .0288(19) .0207(16) .038(2) -.0042(14) .0056(15) -.0007(13) C26 .0225(19) .0304(19) .046(2) -.0059(14) .0086(15) .0000(14) C27 .0209(19) .0271(19) .061(2) -.0036(14) .0058(16) .0040(15) C28 .0221(19) .0253(19) .056(2) -.0002(14) .0112(16) -.0045(15) C29 .030(2) .0262(18) .060(3) -.0035(16) .0075(18) .0018(16) O41 .032(2) .037(2) .064(3) -.0001(15) .0119(17) -.0069(17) C42 .049(4) .048(3) .075(4) .004(3) .019(3) -.012(3) O61 .044(2) .0392(16) .064(2) -.0071(13) .0124(16) -.0055(13) 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 N11 C12 . 1.467(5) y N11 C114 . 1.460(5) y N11 H11A . .92 no N14 C13 . 1.499(6) y N14 C15 . 1.530(6) y N14 H14E . .92 no N14 H14F . .92 no N18 C17 . 1.467(5) y N18 C19 . 1.473(4) y N18 H18A . .92 no N111 C110 . 1.487(4) y N111 C112 . 1.520(5) y N111 H11C . .92 no N111 H11D . .92 no C12 C13 . 1.499(6) no C12 H2A . .99 no C12 H2B . .99 no C13 H3A . .99 no C13 H3B . .99 no C15 C16 . 1.534(7) no C15 C115 . 1.530(6) no C15 C116 . 1.525(6) no C16 C17 . 1.537(5) no C16 H6A . .99 no C16 H6B . .99 no C17 C117 . 1.547(6) no C17 H7 . 1.00 no C19 C110 . 1.496(5) no C19 H9A . .99 no C19 H9B . .99 no C110 H10A . .99 no C110 H10B . .99 no C112 C113 . 1.539(7) no C112 C118 . 1.528(5) no C112 C119 . 1.526(5) no C113 C114 . 1.515(6) no C113 H13A . .99 no C113 H13B . .99 no C114 C120 . 1.535(6) no C114 H14 . 1.00 no C115 H51A . .98 no C115 H51B . .98 no C115 H51C . .98 no C116 H52A . .98 no C116 H52B . .98 no C116 H52C . .98 no C117 H71A . .98 no C117 H71B . .98 no C117 H71C . .98 no C118 H12D . .98 no C118 H12E . .98 no C118 H12F . .98 no C119 H12A . .98 no C119 H12B . .98 no C119 H12C . .98 no C120 H14A . .98 no C120 H14B . .98 no C120 H14C . .98 no O21 C27 . 1.231(4) y O22 C27 . 1.276(4) y O22 H222 . .85 no O23 C28 . 1.278(4) y O23 H223 . 1.10 no O24 C28 . 1.230(4) y O25 C29 . 1.255(4) y O26 C29 . 1.248(4) y C21 C22 . 1.385(4) no C21 C26 . 1.386(4) no C21 C27 . 1.506(4) no C22 C23 . 1.388(4) no C22 H22 . .95 no C23 C24 . 1.387(4) no C23 C28 . 1.506(4) no C24 C25 . 1.391(4) no C24 H24 . .95 no C25 C26 . 1.383(4) no C25 C29 . 1.513(4) no C26 H26 . .95 no N31 C32 . 1.468(17) no N31 C314 . 1.471(17) no N31 H31A . .92 no N34 C33 . 1.495(17) no N34 C35 . 1.539(17) no N34 H34A . .92 no N34 H34B . .92 no N38 C37 . 1.47(2) no N38 C39 . 1.47(2) no N38 H38A . .92 no N311 C310 . 1.50(2) no N311 C312 . 1.524(19) no N311 H31C . .92 no N311 H31D . .92 no C32 C33 . 1.500(18) no C32 H32A . .99 no C32 H32B . .99 no C33 H33A . .99 no C33 H33B . .99 no C35 C36 . 1.539(18) no C35 C315 . 1.555(17) no C35 C316 . 1.564(17) no C36 C37 . 1.538(19) no C36 H36A . .99 no C36 H36B . .99 no C37 C317 . 1.53(2) no C37 H37 . 1.00 no C39 C310 . 1.501(19) no C39 H39A . .99 no C39 H39B . .99 no C310 H31E . .99 no C310 H31F . .99 no C312 C313 . 1.524(19) no C312 C318 . 1.533(19) no C312 C319 . 1.534(19) no C313 C314 . 1.503(17) no C313 H31G . .99 no C313 H31H . .99 no C314 C320 . 1.549(18) no C314 H314 . 1.00 no C315 H31I . .98 no C315 H31J . .98 no C315 H31K . .98 no C316 H31L . .98 no C316 H31M . .98 no C316 H31N . .98 no C317 H31O . .98 no C317 H31P . .98 no C317 H31Q . .98 no C318 H31R . .98 no C318 H31S . .98 no C318 H31T . .98 no C319 H31U . .98 no C319 H31V . .98 no C319 H31W . .98 no C320 H32C . .98 no C320 H32D . .98 no C320 H32E . .98 no O41 C42 . 1.411(6) no O41 H41 . .84 no C42 H42A . .98 no C42 H42B . .98 no C42 H42C . .98 no O51 C52 . 1.439(10) no O61 O62 . 1.08(3) no _cod_database_code 2011824