#------------------------------------------------------------------------------ #$Date: 2011-09-28 15:24:46 +0100 (Wed, 28 Sep 2011) $ #$Revision: 26848 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/21/2012134.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_2012134 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 936 _journal_page_last 938 _publ_section_title ; The lock-in phase in the urotropine-sebacic acid system ; _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 'Gardon, Manuel' 'Sch\"onleber, Andreas' 'Chapuis, Gervais' 'Hostettler, Marc' 'Bonin, Michel' _chemical_name_common 'Hexamethylenetetramine-sebacic acid' _chemical_formula_moiety 'C10 H18 O4 , C6 H12 N4' _chemical_formula_sum 'C16 H30 N4 O4' _chemical_formula_weight 342.44 _chemical_melting_point 440 _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 5.9030(12) _cell_length_b 27.549(6) _cell_length_c 23.371(5) _cell_angle_alpha 90 _cell_angle_beta 101.22(3) _cell_angle_gamma 90 _cell_volume 3728.0(13) _cell_formula_units_Z 8 _cell_measurement_temperature 215(2) _exptl_crystal_density_diffrn 1.220 _diffrn_ambient_temperature 215(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 O1A .4310(3) .38433(6) .41174(8) .0610(5) Uani d . 1 . . O H1A .318(6) .3584(9) .4008(15) .116(12) Uiso d . 1 . . H O2A .3061(5) .38206(8) .49384(9) .1096(10) Uani d . 1 . . O O3A 1.6231(3) .63986(5) .87239(7) .0517(4) Uani d . 1 . . O H3A 1.764(6) .6645(9) .8727(14) .117(11) Uiso d . 1 . . H O4A 1.7561(4) .62607(6) .79205(8) .0736(6) Uani d . 1 . . O C1A .4435(4) .39582(7) .46662(11) .0452(6) Uani d . 1 . . C C2A .6508(4) .42783(7) .49035(10) .0483(6) Uani d . 1 . . C H2A1 .7920 .4103 .4869 .058 Uiso calc R 1 . . H H2A2 .6429 .4570 .4661 .058 Uiso calc R 1 . . H C3A .6675(5) .44305(7) .55326(11) .0528(7) Uani d . 1 . . C H3A1 .6747 .4140 .5778 .063 Uiso calc R 1 . . H H3A2 .5283 .4612 .5569 .063 Uiso calc R 1 . . H C4A .8804(5) .47457(7) .57498(11) .0576(7) Uani d . 1 . . C H4A1 1.0193 .4560 .5719 .069 Uiso calc R 1 . . H H4A2 .8747 .5031 .5496 .069 Uiso calc R 1 . . H C5A .8992(5) .49152(7) .63792(11) .0592(7) Uani d . 1 . . C H5A1 .9020 .4632 .6634 .071 Uiso calc R 1 . . H H5A2 .7630 .5109 .6410 .071 Uiso calc R 1 . . H C6A 1.1177(5) .52195(7) .65862(11) .0578(8) Uani d . 1 . . C H6A1 1.2532 .5021 .6559 .069 Uiso calc R 1 . . H H6A2 1.1159 .5497 .6322 .069 Uiso calc R 1 . . H C7A 1.1428(5) .54069(7) .72040(10) .0516(7) Uani d . 1 . . C H7A1 1.1375 .5132 .7468 .062 Uiso calc R 1 . . H H7A2 1.0123 .5621 .7228 .062 Uiso calc R 1 . . H C8A 1.3687(4) .56859(7) .74039(10) .0485(7) Uani d . 1 . . C H8A1 1.4988 .5467 .7394 .058 Uiso calc R 1 . . H H8A2 1.3767 .5951 .7129 .058 Uiso calc R 1 . . H C9A 1.3937(4) .58964(6) .80164(10) .0431(6) Uani d . 1 . . C H9A1 1.2575 .6095 .8034 .052 Uiso calc R 1 . . H H9A2 1.3969 .5629 .8294 .052 Uiso calc R 1 . . H C10A 1.6070(4) .62026(6) .82039(10) .0395(6) Uani d . 1 . . C O1B .2419(4) .37515(5) .70261(9) .0899(8) Uani d . 1 . . O H1B .187(6) .3422(10) .6843(15) .116(11) Uiso d . 1 . . H O2B .5454(3) .33640(5) .75104(8) .0652(6) Uani d . 1 . . O O3B 1.7832(3) .64191(5) 1.08048(9) .0849(7) Uani d . 1 . . O H3B 1.841(7) .6790(11) 1.0991(17) .156(14) Uiso d . 1 . . H O4B 1.4671(3) .67686(4) 1.03246(8) .0613(5) Uani d . 1 . . O C1B .4350(5) .37264(7) .74131(11) .0484(7) Uani d . 1 . . C C2B .4909(5) .41978(7) .77232(13) .0752(10) Uani d . 1 . . C H2B1 .3672 .4272 .7935 .090 Uiso calc R 1 . . H H2B2 .4890 .4452 .7429 .090 Uiso calc R 1 . . H C3B .7162(4) .42281(6) .81452(11) .0509(7) Uani d . 1 . . C H3B1 .8420 .4150 .7942 .061 Uiso calc R 1 . . H H3B2 .7180 .3987 .8454 .061 Uiso calc R 1 . . H C4B .7578(5) .47293(6) .84195(11) .0543(7) Uani d . 1 . . C H4B1 .7562 .4967 .8106 .065 Uiso calc R 1 . . H H4B2 .6283 .4807 .8610 .065 Uiso calc R 1 . . H C5B .9790(4) .47937(6) .88600(10) .0473(7) Uani d . 1 . . C H5B1 1.1093 .4709 .8675 .057 Uiso calc R 1 . . H H5B2 .9793 .4566 .9182 .057 Uiso calc R 1 . . H C6B 1.0157(4) .53029(6) .91069(10) .0430(6) Uani d . 1 . . C H6B1 1.0144 .5531 .8784 .052 Uiso calc R 1 . . H H6B2 .8860 .5386 .9294 .052 Uiso calc R 1 . . H C7B 1.2379(4) .53692(6) .95453(10) .0464(6) Uani d . 1 . . C H7B1 1.3664 .5266 .9364 .056 Uiso calc R 1 . . H H7B2 1.2349 .5152 .9876 .056 Uiso calc R 1 . . H C8B 1.2866(4) .58798(6) .97774(10) .0428(6) Uani d . 1 . . C H8B1 1.1628 .5981 .9977 .051 Uiso calc R 1 . . H H8B2 1.2861 .6101 .9449 .051 Uiso calc R 1 . . H C9B 1.5163(4) .59211(6) 1.01979(11) .0565(8) Uani d . 1 . . C H9B1 1.5146 .5696 1.0522 .068 Uiso calc R 1 . . H H9B2 1.6379 .5812 .9996 .068 Uiso calc R 1 . . H C10B 1.5809(4) .64106(6) 1.04471(10) .0402(6) Uani d . 1 . . C N1A .1191(3) .31485(5) .37116(7) .0333(4) Uani d . 1 . . N N2A .0733(3) .22691(5) .37270(8) .0344(4) Uani d . 1 . . N N3A -.2700(3) .27944(5) .35035(8) .0355(4) Uani d . 1 . . N N4A -.0117(3) .27073(5) .28026(7) .0353(4) Uani d . 1 . . N C11A .1259(4) .31166(6) .30884(9) .0378(5) Uani d . 1 . . C H11A .2865 .3079 .3043 .045 Uiso calc R 1 . . H H11B .0667 .3420 .2896 .045 Uiso calc R 1 . . H C12A -.1247(4) .31966(6) .37756(10) .0400(6) Uani d . 1 . . C H12A -.1307 .3210 .4191 .048 Uiso calc R 1 . . H H12B -.1871 .3503 .3598 .048 Uiso calc R 1 . . H C13A .2085(4) .26880(6) .39936(9) .0355(5) Uani d . 1 . . C H13A .3701 .2647 .3959 .043 Uiso calc R 1 . . H H13B .2030 .2702 .4410 .043 Uiso calc R 1 . . H C14A .0811(4) .22604(6) .30992(9) .0408(6) Uani d . 1 . . C H14A .2414 .2218 .3053 .049 Uiso calc R 1 . . H H14B -.0084 .1983 .2916 .049 Uiso calc R 1 . . H C15A -.2525(4) .27693(6) .28879(9) .0362(5) Uani d . 1 . . C H15A -.3164 .3068 .2692 .043 Uiso calc R 1 . . H H15B -.3460 .2497 .2704 .043 Uiso calc R 1 . . H C16A -.1710(4) .23407(6) .37799(10) .0394(5) Uani d . 1 . . C H16A -.2630 .2066 .3598 .047 Uiso calc R 1 . . H H16B -.1804 .2346 .4194 .047 Uiso calc R 1 . . H N1B .0892(3) .29935(5) .63674(8) .0352(4) Uani d . 1 . . N N2B .0763(3) .21431(5) .60727(8) .0342(4) Uani d . 1 . . N N3B -.2844(3) .26064(5) .59947(8) .0376(5) Uani d . 1 . . N N4B -.0181(3) .27815(5) .53380(8) .0367(4) Uani d . 1 . . N C11B .1032(4) .31303(6) .57610(9) .0419(6) Uani d . 1 . . C H11C .0354 .3453 .5675 .050 Uiso calc R 1 . . H H11D .2657 .3146 .5725 .050 Uiso calc R 1 . . H C12B -.1595(4) .29595(7) .64061(10) .0387(5) Uani d . 1 . . C H12C -.1716 .2866 .6804 .046 Uiso calc R 1 . . H H12D -.2316 .3279 .6326 .046 Uiso calc R 1 . . H C13B .1952(4) .25100(6) .64865(10) .0381(5) Uani d . 1 . . C H13C .1877 .2412 .6886 .046 Uiso calc R 1 . . H H13D .3582 .2526 .6456 .046 Uiso calc R 1 . . H C14B .0883(4) .23040(6) .54782(9) .0382(5) Uani d . 1 . . C H14C .2504 .2318 .5439 .046 Uiso calc R 1 . . H H14D .0099 .2065 .5197 .046 Uiso calc R 1 . . H C15B -.2615(4) .27521(7) .54073(9) .0388(5) Uani d . 1 . . C H15C -.3347 .3070 .5319 .047 Uiso calc R 1 . . H H15D -.3435 .2518 .5126 .047 Uiso calc R 1 . . H C16B -.1716(4) .21315(6) .61205(10) .0404(6) Uani d . 1 . . C H16C -.2527 .1890 .5847 .048 Uiso calc R 1 . . H H16D -.1834 .2031 .6516 .048 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 O1A .0598(13) .0730(10) .0511(13) -.0264(9) .0131(11) -.0212(8) O2A .142(2) .1387(17) .0529(14) -.1029(16) .0300(15) -.0222(11) O3A .0498(12) .0585(9) .0503(12) -.0168(8) .0185(9) -.0176(8) O4A .0827(16) .0994(13) .0427(12) -.0423(11) .0220(12) -.0118(9) C1A .0535(17) .0400(11) .0402(17) -.0085(10) .0047(14) .0042(10) C2A .0502(17) .0410(11) .0501(16) -.0089(10) .0011(14) -.0022(10) C3A .0603(18) .0409(11) .0524(17) -.0067(11) -.0007(15) -.0065(10) C4A .0607(19) .0500(13) .0558(18) -.0067(11) -.0043(15) -.0082(11) C5A .0592(18) .0522(12) .0591(18) -.0087(11) -.0061(16) -.0122(12) C6A .060(2) .0535(13) .0531(18) -.0051(11) -.0062(16) -.0100(11) C7A .0575(18) .0427(12) .0505(17) -.0020(10) .0006(15) -.0070(10) C8A .0570(17) .0422(11) .0412(16) -.0010(10) -.0030(14) .0010(9) C9A .0423(15) .0375(10) .0473(15) .0004(9) .0036(13) .0012(9) C10A .0457(16) .0403(11) .0332(15) -.0030(10) .0092(13) .0044(10) O1B .0939(17) .0503(10) .0977(16) .0136(10) -.0501(14) -.0278(9) O2B .0669(14) .0410(8) .0747(14) .0097(8) -.0183(11) -.0139(7) O3B .0718(14) .0372(9) .1186(17) .0079(8) -.0483(13) -.0232(9) O4B .0638(13) .0372(8) .0709(13) .0092(7) -.0162(11) -.0133(7) C1B .0446(16) .0438(12) .0484(16) -.0009(11) -.0120(14) -.0085(10) C2B .065(2) .0480(13) .093(2) .0082(12) -.0331(18) -.0250(13) C3B .0452(16) .0435(11) .0549(17) .0006(10) -.0128(14) -.0113(10) C4B .0542(18) .0423(11) .0579(18) -.0008(10) -.0100(15) -.0084(10) C5B .0485(17) .0402(11) .0469(16) -.0027(10) -.0066(13) -.0087(10) C6B .0435(16) .0370(10) .0445(16) -.0037(9) -.0011(13) -.0047(9) C7B .0494(16) .0363(11) .0484(16) -.0047(9) -.0032(14) -.0043(9) C8B .0482(16) .0300(10) .0460(15) -.0039(9) -.0012(13) -.0031(9) C9B .0554(17) .0341(11) .0678(18) .0012(10) -.0183(15) -.0118(10) C10B .0417(16) .0352(11) .0405(14) -.0011(10) -.0001(12) -.0049(9) N1A .0350(11) .0356(8) .0288(11) .0003(7) .0049(9) .0008(7) N2A .0300(11) .0359(8) .0346(11) .0019(7) -.0001(9) .0068(7) N3A .0286(11) .0442(9) .0337(11) .0045(7) .0062(9) .0053(7) N4A .0372(12) .0406(9) .0282(11) .0028(8) .0070(9) -.0005(7) C11A .0373(14) .0434(10) .0337(14) -.0047(9) .0091(11) .0058(9) C12A .0425(15) .0453(11) .0325(14) .0104(9) .0080(12) -.0020(9) C13A .0307(13) .0432(11) .0315(13) .0008(9) .0036(11) .0035(9) C14A .0414(15) .0394(10) .0414(15) .0076(9) .0076(12) -.0068(9) C15A .0318(13) .0425(10) .0314(13) .0027(9) -.0012(11) .0038(9) C16A .0314(14) .0536(12) .0331(14) -.0053(10) .0064(11) .0119(9) N1B .0337(12) .0417(9) .0289(11) -.0045(7) .0033(9) -.0017(7) N2B .0312(11) .0401(8) .0313(11) .0009(7) .0061(9) .0021(7) N3B .0323(11) .0435(9) .0363(12) .0003(7) .0054(10) .0011(7) N4B .0373(12) .0437(9) .0290(11) .0023(8) .0065(9) .0047(7) C11B .0404(15) .0432(10) .0421(15) -.0067(9) .0079(12) .0090(9) C12B .0388(15) .0470(11) .0312(13) .0063(9) .0093(12) -.0021(9) C13B .0301(14) .0530(11) .0302(14) .0030(9) .0034(12) .0041(9) C14B .0381(14) .0485(11) .0288(13) .0046(9) .0088(11) .0005(9) C15B .0342(14) .0465(11) .0324(14) .0031(9) -.0014(11) -.0006(9) C16B .0372(15) .0449(11) .0399(15) -.0075(9) .0099(12) .0035(9) 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 O1A C1A . 1.309(3) yes O1A H1A . .98(3) no O2A C1A . 1.186(3) yes O3A C10A . 1.316(3) yes O3A H3A . 1.07(3) no O4A C10A . 1.211(3) yes C1A C2A . 1.523(3) no C2A C3A . 1.514(3) no C2A H2A1 . .9800 no C2A H2A2 . .9800 no C3A C4A . 1.531(3) no C3A H3A1 . .9800 no C3A H3A2 . .9800 no C4A C5A . 1.527(3) no C4A H4A1 . .9800 no C4A H4A2 . .9800 no C5A C6A . 1.536(3) no C5A H5A1 . .9800 no C5A H5A2 . .9800 no C6A C7A . 1.513(3) no C6A H6A1 . .9800 no C6A H6A2 . .9800 no C7A C8A . 1.532(3) no C7A H7A1 . .9800 no C7A H7A2 . .9800 no C8A C9A . 1.525(3) no C8A H8A1 . .9800 no C8A H8A2 . .9800 no C9A C10A . 1.508(3) no C9A H9A1 . .9800 no C9A H9A2 . .9800 no O1B C1B . 1.312(3) yes O1B H1B . 1.03(3) no O2B C1B . 1.190(2) yes O3B C10B . 1.318(3) yes O3B H3B . 1.14(3) no O4B C10B . 1.196(2) yes C1B C2B . 1.493(3) no C2B C3B . 1.496(3) no C2B H2B1 . .9800 no C2B H2B2 . .9800 no C3B C4B . 1.522(2) no C3B H3B1 . .9800 no C3B H3B2 . .9800 no C4B C5B . 1.508(3) no C4B H4B1 . .9800 no C4B H4B2 . .9800 no C5B C6B . 1.516(2) no C5B H5B1 . .9800 no C5B H5B2 . .9800 no C6B C7B . 1.510(3) no C6B H6B1 . .9800 no C6B H6B2 . .9800 no C7B C8B . 1.515(2) no C7B H7B1 . .9800 no C7B H7B2 . .9800 no C8B C9B . 1.516(3) no C8B H8B1 . .9800 no C8B H8B2 . .9800 no C9B C10B . 1.489(3) no C9B H9B1 . .9800 no C9B H9B2 . .9800 no N1A C11A . 1.467(3) no N1A C13A . 1.479(2) no N1A C12A . 1.482(3) no N2A C13A . 1.471(2) no N2A C14A . 1.477(3) no N2A C16A . 1.484(3) no N3A C15A . 1.464(3) no N3A C12A . 1.468(3) no N3A C16A . 1.474(2) no N4A C14A . 1.466(2) no N4A C11A . 1.472(2) no N4A C15A . 1.483(3) no C11A H11A . .9800 no C11A H11B . .9800 no C12A H12A . .9800 no C12A H12B . .9800 no C13A H13A . .9800 no C13A H13B . .9800 no C14A H14A . .9800 no C14A H14B . .9800 no C15A H15A . .9800 no C15A H15B . .9800 no C16A H16A . .9800 no C16A H16B . .9800 no N1B C13B . 1.475(2) no N1B C11B . 1.484(3) no N1B C12B . 1.491(3) no N2B C14B . 1.473(3) no N2B C13B . 1.478(3) no N2B C16B . 1.490(3) no N3B C15B . 1.462(3) no N3B C12B . 1.462(3) no N3B C16B . 1.472(2) no N4B C11B . 1.462(2) no N4B C14B . 1.467(2) no N4B C15B . 1.479(3) no C11B H11C . .9800 no C11B H11D . .9800 no C12B H12C . .9800 no C12B H12D . .9800 no C13B H13C . .9800 no C13B H13D . .9800 no C14B H14C . .9800 no C14B H14D . .9800 no C15B H15C . .9800 no C15B H15D . .9800 no C16B H16C . .9800 no C16B H16D . .9800 no _cod_database_code 2012134