#------------------------------------------------------------------------------ #$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $ #$Revision: 853 $ #$URL: svn://www.crystallography.net/cod/cif/2/2200922.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_2200922 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2002 _journal_volume 58 _journal_page_first o83 _journal_page_last o85 _publ_section_title ; 2-Aminomethyl-15-crown[5] hydrochloride dihydrate ; _space_group_IT_number 15 _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _[local]_cod_cif_authors_sg_H-M 'C 2/c' loop_ _publ_author_name 'Coles, Simon J.' 'Hursthouse, Michael B.' 'K\?il\?i\,c, Adem' 'Yenilmez \,Cift\,ci, G\"on\"ul' _chemical_formula_moiety 'C11 H24 N O5 1+, Cl 1-, 2H2 O1' _chemical_formula_sum 'C11 H28 Cl N O7' _chemical_formula_iupac 'C11 H24 N O5 1+, Cl 1-, 2H2 O1' _chemical_formula_weight 321.79 _symmetry_cell_setting Monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 21.4218(4) _cell_length_b 7.8864(2) _cell_length_c 19.7794(4) _cell_angle_alpha 90 _cell_angle_beta 109.3280(10) _cell_angle_gamma 90 _cell_volume 3153.22(12) _cell_formula_units_Z 8 _cell_measurement_temperature 120(2) _exptl_crystal_density_diffrn 1.356 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 C1 .30886(6) .17509(16) .09757(7) .0173(3) Uani d . 1 . . C H1A .3435 .1147 .1359 .021 Uiso calc R 1 . . H H1B .3038 .1173 .0516 .021 Uiso calc R 1 . . H C2 .24415(6) .16587(16) .11262(7) .0170(3) Uani d . 1 . . C H2 .2513 .2096 .1621 .02 Uiso calc R 1 . . H C3 .14096(7) .31623(18) .08214(7) .0223(3) Uani d . 1 . . C H3A .139 .4408 .0873 .027 Uiso calc R 1 . . H H3B .1457 .2645 .1292 .027 Uiso calc R 1 . . H C4 .07758(7) .25573(18) .02785(8) .0247(3) Uani d . 1 . . C H4A .0807 .1329 .0191 .03 Uiso calc R 1 . . H H4B .0404 .2735 .0463 .03 Uiso calc R 1 . . H C5 -.00063(7) .3317(2) -.08588(9) .0326(4) Uani d . 1 . . C H5A -.0249 .4389 -.0866 .039 Uiso calc R 1 . . H H5B -.0239 .2397 -.0699 .039 Uiso calc R 1 . . H C6 .00088(7) .29333(18) -.15974(8) .0268(3) Uani d . 1 . . C H6A -.045 .2875 -.1936 .032 Uiso calc R 1 . . H H6B .024 .3862 -.1755 .032 Uiso calc R 1 . . H C7 -.00547(7) -.01042(18) -.16194(7) .0226(3) Uani d . 1 . . C H7A -.0393 -.025 -.2098 .027 Uiso calc R 1 . . H H7B -.0283 .0016 -.1261 .027 Uiso calc R 1 . . H C8 .03988(7) -.16048(17) -.14426(7) .0222(3) Uani d . 1 . . C H8A .014 -.2666 -.1498 .027 Uiso calc R 1 . . H H8B .0665 -.1652 -.1767 .027 Uiso calc R 1 . . H C9 .13480(7) -.26121(16) -.05208(7) .0199(3) Uani d . 1 . . C H9A .1639 -.2439 -.0814 .024 Uiso calc R 1 . . H H9B .1169 -.378 -.0603 .024 Uiso calc R 1 . . H C10 .17320(7) -.23633(16) .02545(7) .0199(3) Uani d . 1 . . C H10A .1431 -.2439 .054 .024 Uiso calc R 1 . . H H10B .207 -.3266 .0419 .024 Uiso calc R 1 . . H C11 .21955(7) -.01537(16) .10792(7) .0187(3) Uani d . 1 . . C H11A .2539 -.0883 .1409 .022 Uiso calc R 1 . . H H11B .1793 -.0208 .122 .022 Uiso calc R 1 . . H N1 .33014(5) .35389(13) .09364(6) .0170(2) Uani d . 1 . . N H1C .31 .395 .0487 .025 Uiso calc R 1 . . H H1D .3748 .3574 .104 .025 Uiso calc R 1 . . H H1E .3186 .4183 .1258 .025 Uiso calc R 1 . . H O1 .19772(4) .27369(11) .06217(5) .0180(2) Uani d . 1 . . O O2 .06582(5) .34680(13) -.03706(5) .0270(2) Uani d . 1 . . O O3 .03378(4) .13671(12) -.16135(5) .0205(2) Uani d . 1 . . O O4 .08209(4) -.14146(11) -.07181(5) .0199(2) Uani d . 1 . . O O5 .20482(4) -.07377(11) .03598(5) .0179(2) Uani d . 1 . . O O6 .16461(5) .68622(15) .20050(6) .0262(2) Uani d . 1 . . O O7 .39466(6) .91279(16) .24963(7) .0366(3) Uani d . 1 . . O Cl1 .310005(16) .55870(4) .222423(17) .02295(12) Uani d . 1 . . Cl H04 .3718(10) .995(3) .2649(10) .048(5) Uiso d . 1 . . H H02 .1684(10) .783(3) .2185(10) .042(5) Uiso d . 1 . . H H03 .3697(11) .820(3) .2448(11) .055(6) Uiso d . 1 . . H H01 .2037(12) .654(3) .2054(11) .054(6) Uiso d . 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 C1 .0195(6) .0152(6) .0176(6) -.0013(5) .0065(5) .0006(5) C2 .0194(6) .0187(6) .0127(6) -.0012(5) .0050(5) .0006(5) C3 .0266(7) .0220(7) .0238(7) .0027(6) .0158(6) -.0001(5) C4 .0226(7) .0192(7) .0382(8) -.0005(5) .0181(6) -.0013(6) C5 .0158(7) .0351(9) .0446(9) .0029(6) .0070(6) -.0132(7) C6 .0200(7) .0219(7) .0328(8) .0061(6) .0010(6) .0024(6) C7 .0171(7) .0238(7) .0252(7) -.0037(6) .0049(5) -.0029(5) C8 .0227(7) .0209(7) .0205(7) -.0034(5) .0038(6) -.0046(5) C9 .0196(7) .0139(6) .0264(7) .0001(5) .0079(6) -.0021(5) C10 .0212(7) .0138(6) .0245(7) -.0022(5) .0073(6) .0013(5) C11 .0206(6) .0203(7) .0149(6) -.0029(5) .0056(5) .0013(5) N1 .0155(5) .0175(6) .0183(6) -.0019(4) .0063(4) -.0007(4) O1 .0180(5) .0199(5) .0184(5) .0026(4) .0092(4) .0030(3) O2 .0189(5) .0344(6) .0272(5) -.0060(4) .0071(4) -.0029(4) O3 .0167(5) .0190(5) .0247(5) .0004(4) .0053(4) .0004(4) O4 .0198(5) .0183(5) .0195(5) .0026(4) .0037(4) -.0028(4) O5 .0226(5) .0158(5) .0158(4) -.0054(4) .0070(4) -.0011(3) O6 .0243(6) .0243(6) .0300(6) -.0018(5) .0092(4) .0008(4) O7 .0340(6) .0276(6) .0546(8) -.0042(5) .0233(6) -.0107(5) Cl1 .0254(2) .02148(19) .02452(19) -.00101(13) .01164(15) -.00376(12) 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 C1 N1 . 1.4919(16) yes C1 C2 . 1.5128(17) ? C1 H1A . .99 ? C1 H1B . .99 ? C2 O1 . 1.4321(15) yes C2 C11 . 1.5156(18) ? C2 H2 . 1 ? C3 O1 . 1.4369(15) yes C3 C4 . 1.503(2) ? C3 H3A . .99 ? C3 H3B . .99 ? C4 O2 . 1.4189(17) yes C4 H4A . .99 ? C4 H4B . .99 ? C5 O2 . 1.4363(18) y C5 C6 . 1.503(2) ? C5 H5A . .99 ? C5 H5B . .99 ? C6 O3 . 1.4276(16) yes C6 H6A . .99 ? C6 H6B . .99 ? C7 O3 . 1.4306(16) yes C7 C8 . 1.497(2) ? C7 H7A . .99 ? C7 H7B . .99 ? C8 O4 . 1.4269(16) yes C8 H8A . .99 ? C8 H8B . .99 ? C9 O4 . 1.4239(16) yes C9 C10 . 1.4939(19) ? C9 H9A . .99 ? C9 H9B . .99 ? C10 O5 . 1.4326(15) yes C10 H10A . .99 ? C10 H10B . .99 ? C11 O5 . 1.4279(15) yes C11 H11A . .99 ? C11 H11B . .99 ? N1 H1C . .91 ? N1 H1D . .91 ? N1 H1E . .91 ? O6 H02 . .84(2) ? O6 H01 . .85(2) ? O7 H04 . .92(2) ? O7 H03 . .89(2) ?