#------------------------------------------------------------------------------ #$Date: 2011-09-17 23:27:16 +0300 (Sat, 17 Sep 2011) $ #$Revision: 26029 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2200240.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_2200240 loop_ _publ_author_name 'Parvez, Masood' 'Dalrymple, Sean' 'Cote, Adrien' _publ_section_title ; Doxylamine hydrogen succinate ; _journal_name_full 'Acta Crystallographica, Section E' _journal_page_first o163 _journal_page_last o165 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac 'C17 H23 N2 O 1+, C4 H5 O4 1-' _chemical_formula_moiety 'C17 H23 N2 O 1+, C4 H5 O4 1-' _chemical_formula_sum 'C21 H28 N2 O5' _chemical_formula_weight 388.45 _chemical_name_common 'doxylamine hydrogensuccinate' _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _cell_angle_alpha 90.00 _cell_angle_beta 97.22(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 8.901(3) _cell_length_b 21.075(4) _cell_length_c 22.721(5) _cell_measurement_temperature 293(2) _cell_volume 4228.4(19) _diffrn_ambient_temperature 293(2) _exptl_crystal_density_diffrn 1.220 _[local]_cod_cif_authors_sg_H-M 'P 21/c' _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius ; _cod_database_code 2200240 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' 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 O1 .3343(4) .47810(18) .33285(15) .0509(10) Uani d . 1 . . O N1 .4549(6) .3162(2) .3206(2) .0599(14) Uani d . 1 . . N N2 .1845(4) .6074(2) .29755(18) .0390(11) Uani d . 1 . . N H1 .0969 .6050 .3142 .047 Uiso calc R 1 . . H C1 .4878(7) .2783(3) .2761(3) .0607(18) Uani d . 1 . . C H1A .5174 .2368 .2854 .073 Uiso calc R 1 . . H C2 .4803(7) .2974(3) .2175(3) .0585(17) Uani d . 1 . . C H2A .5018 .2695 .1879 .070 Uiso calc R 1 . . H C3 .4403(8) .3585(3) .2050(3) .070(2) Uani d . 1 . . C H3A .4342 .3731 .1661 .084 Uiso calc R 1 . . H C4 .4084(8) .3995(3) .2495(3) .0651(19) Uani d . 1 . . C H4A .3825 .4415 .2410 .078 Uiso calc R 1 . . H C5 .4158(6) .3768(3) .3065(2) .0416(14) Uani d . 1 . . C C6 .3850(6) .4185(3) .3589(2) .0432(14) Uani d . 1 . . C C7 .5347(7) .4286(3) .3989(2) .0429(14) Uani d . 1 . . C C8 .6468(7) .4650(3) .3784(3) .0565(17) Uani d . 1 . . C H8A .6287 .4839 .3412 .068 Uiso calc R 1 . . H C9 .7847(8) .4735(3) .4123(3) .074(2) Uani d . 1 . . C H9 .8577 .4990 .3982 .088 Uiso calc R 1 . . H C10 .8152(9) .4446(4) .4667(3) .076(2) Uani d . 1 . . C H10A .9090 .4496 .4893 .091 Uiso calc R 1 . . H C11 .7057(10) .4087(3) .4867(3) .070(2) Uani d . 1 . . C H11A .7258 .3895 .5236 .084 Uiso calc R 1 . . H C12 .5650(8) .3997(3) .4540(2) .0543(16) Uani d . 1 . . C H12A .4922 .3748 .4688 .065 Uiso calc R 1 . . H C13 .2621(7) .3887(3) .3914(3) .0654(19) Uani d . 1 . . C H13A .2439 .4154 .4240 .098 Uiso calc R 1 . . H H13B .2948 .3476 .4061 .098 Uiso calc R 1 . . H H13C .1705 .3845 .3645 .098 Uiso calc R 1 . . H C14 .2963(7) .5258(3) .3720(2) .0553(17) Uani d . 1 . . C H14A .3629 .5232 .4091 .066 Uiso calc R 1 . . H H14B .1930 .5198 .3803 .066 Uiso calc R 1 . . H C15 .3116(6) .5902(3) .3443(2) .0469(15) Uani d . 1 . . C H15A .3181 .6221 .3753 .056 Uiso calc R 1 . . H H15B .4057 .5914 .3269 .056 Uiso calc R 1 . . H C16 .2011(7) .6733(3) .2778(3) .0616(18) Uani d . 1 . . C H16A .1183 .6838 .2482 .092 Uiso calc R 1 . . H H16B .2948 .6776 .2614 .092 Uiso calc R 1 . . H H16C .2011 .7014 .3111 .092 Uiso calc R 1 . . H C17 .1705(6) .5638(3) .2458(2) .0454(14) Uani d . 1 . . C H17A .0861 .5765 .2177 .068 Uiso calc R 1 . . H H17B .1546 .5213 .2588 .068 Uiso calc R 1 . . H H17C .2617 .5654 .2273 .068 Uiso calc R 1 . . H O1A -.0540(4) .15355(18) .55067(15) .0434(9) Uani d . 1 . . O N1A .1792(6) .0219(2) .6138(2) .0602(14) Uani d . 1 . . N N2A -.1818(5) .2214(2) .44678(19) .0444(12) Uani d . 1 . . N H2 -.0861 .2061 .4471 .053 Uiso calc R 1 . . H C1A .3225(7) .0007(3) .6089(3) .0503(15) Uani d . 1 . . C H1B .3588 -.0339 .6318 .060 Uiso calc R 1 . . H C2A .4149(6) .0276(3) .5724(3) .0522(16) Uani d . 1 . . C H2B .5109 .0112 .5698 .063 Uiso calc R 1 . . H C3A .3620(6) .0797(3) .5393(3) .0533(16) Uani d . 1 . . C H3B .4235 .0991 .5144 .064 Uiso calc R 1 . . H C4A .2186(6) .1032(2) .5428(2) .0388(13) Uani d . 1 . . C H4B .1834 .1386 .5209 .047 Uiso calc R 1 . . H C5A .1280(6) .0732(2) .5797(2) .0363(13) Uani d . 1 . . C C6A -.0359(6) .0951(3) .5835(2) .0441(14) Uani d . 1 . . C C7A -.0557(7) .1076(3) .6478(3) .0566(17) Uani d . 1 . . C C8A .0160(9) .1556(4) .6780(3) .082(2) Uani d . 1 . . C H8B .0791 .1819 .6593 .098 Uiso calc R 1 . . H C9A -.0030(13) .1670(5) .7386(5) .122(4) Uani d . 1 . . C H9B .0462 .1999 .7604 .147 Uiso calc R 1 . . H C10A -.0992(14) .1258(7) .7623(4) .118(5) Uani d . 1 . . C H10B -.1201 .1324 .8009 .142 Uiso calc R 1 . . H C11A -.1640(13) .0762(6) .7316(6) .143(5) Uani d . 1 . . C H11B -.2231 .0481 .7504 .172 Uiso calc R 1 . . H C12A -.1458(8) .0665(4) .6753(4) .086(2) Uani d . 1 . . C H12B -.1931 .0325 .6545 .103 Uiso calc R 1 . . H C13A -.1420(7) .0442(3) .5536(3) .077(2) Uani d . 1 . . C H13D -.2452 .0567 .5550 .115 Uiso calc R 1 . . H H13E -.1229 .0046 .5741 .115 Uiso calc R 1 . . H H13F -.1244 .0394 .5130 .115 Uiso calc R 1 . . H C14A -.1949(6) .1853(3) .5515(2) .0506(16) Uani d . 1 . . C H14C -.2042 .2004 .5912 .061 Uiso calc R 1 . . H H14D -.2781 .1565 .5394 .061 Uiso calc R 1 . . H C15A -.1993(6) .2406(3) .5090(2) .0439(14) Uani d . 1 . . C H15C -.2948 .2627 .5090 .053 Uiso calc R 1 . . H H15D -.1188 .2699 .5231 .053 Uiso calc R 1 . . H C16A -.1953(8) .2785(3) .4073(3) .078(2) Uani d . 1 . . C H16D -.1834 .2660 .3675 .117 Uiso calc R 1 . . H H16E -.1180 .3086 .4213 .117 Uiso calc R 1 . . H H16F -.2931 .2975 .4078 .117 Uiso calc R 1 . . H C17A -.2867(7) .1707(4) .4233(3) .078(2) Uani d . 1 . . C H17D -.2753 .1348 .4495 .117 Uiso calc R 1 . . H H17E -.2642 .1582 .3847 .117 Uiso calc R 1 . . H H17F -.3890 .1860 .4204 .117 Uiso calc R 1 . . H O2 -.1021(4) .60452(18) .32998(15) .0422(9) Uani d . 1 . . O O3 .0240(4) .6541(2) .40586(18) .0684(14) Uani d . 1 . . O O4 -.5046(4) .7175(2) .42707(17) .0600(12) Uani d . 1 . . O O5 -.3921(4) .7613(2) .50865(16) .0468(10) Uani d . 1 . . O H3 -.3054 .7656 .5252 .070 Uiso calc R 1 . . H C18 -.0953(6) .6392(3) .3759(2) .0390(13) Uani d . 1 . . C C19 -.2458(5) .6617(3) .3933(2) .0470(15) Uani d . 1 . . C H19A -.3005 .6836 .3597 .056 Uiso calc R 1 . . H H19B -.3048 .6248 .4014 .056 Uiso calc R 1 . . H C20 -.2360(5) .7052(3) .4464(2) .0408(14) Uani d . 1 . . C H20A -.1730 .7414 .4396 .049 Uiso calc R 1 . . H H20B -.1875 .6827 .4809 .049 Uiso calc R 1 . . H C21 -.3894(6) .7288(3) .4591(2) .0368(13) Uani d . 1 . . C O2A .1334(4) .21418(19) .43556(15) .0474(10) Uani d . 1 . . O O3A .0024(5) .1691(3) .3592(2) .123(3) Uani d . 1 . . O O4A .5079(4) .1128(2) .30771(16) .0513(11) Uani d . 1 . . O O5A .3624(4) .08584(19) .22668(16) .0448(10) Uani d . 1 . . O H4 .2765 .0943 .2112 .067 Uiso calc R 1 . . H C18A .1233(6) .1823(3) .3878(3) .0546(17) Uani d . 1 . . C C19A .2684(6) .1619(3) .3656(2) .0494(16) Uani d . 1 . . C H19C .3215 .1325 .3937 .059 Uiso calc R 1 . . H H19D .3327 .1987 .3632 .059 Uiso calc R 1 . . H C20A .2417(6) .1305(3) .3054(2) .0590(19) Uani d . 1 . . C H20C .1876 .1601 .2777 .071 Uiso calc R 1 . . H H20D .1767 .0940 .3082 .071 Uiso calc R 1 . . H C21A .3829(6) .1089(3) .2802(2) .0370(13) Uani d . 1 . . C 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 O1 .071(3) .044(2) .038(2) .027(2) .0075(19) .0015(19) N1 .078(4) .037(3) .065(3) .012(3) .009(3) -.002(3) N2 .029(2) .041(3) .049(3) .006(2) .016(2) .004(2) C1 .077(5) .034(4) .070(5) .013(3) .009(4) -.008(4) C2 .072(4) .053(4) .049(4) .014(4) .002(3) -.013(3) C3 .095(5) .066(5) .048(4) .032(4) .007(4) -.004(4) C4 .097(5) .055(4) .043(4) .027(4) .008(3) .002(3) C5 .047(3) .037(3) .039(3) .003(3) -.002(3) .000(3) C6 .056(4) .037(3) .037(3) .011(3) .009(3) .004(3) C7 .060(4) .036(3) .033(3) .012(3) .010(3) .003(3) C8 .065(4) .050(4) .052(4) .006(3) -.001(3) .008(3) C9 .074(5) .066(5) .078(5) -.005(4) -.005(4) .004(4) C10 .088(6) .062(5) .070(5) .006(4) -.022(4) -.014(4) C11 .116(6) .062(5) .028(3) .027(5) -.005(4) -.009(3) C12 .087(5) .039(4) .037(3) .011(3) .011(3) .004(3) C13 .061(4) .070(5) .067(4) -.001(4) .017(3) .010(4) C14 .073(4) .054(4) .041(3) .023(3) .017(3) .001(3) C15 .039(3) .060(4) .041(3) .009(3) .005(3) -.008(3) C16 .067(4) .047(4) .073(5) .007(3) .020(4) .008(4) C17 .040(3) .039(3) .058(4) .005(3) .007(3) -.008(3) O1A .032(2) .054(3) .045(2) .0058(18) .0074(16) .000(2) N1A .063(4) .055(4) .062(3) .005(3) .006(3) -.002(3) N2A .029(2) .064(3) .039(3) .014(2) .0016(19) -.005(3) C1A .058(4) .041(4) .051(4) .013(3) .000(3) .005(3) C2A .039(3) .057(4) .061(4) .011(3) .006(3) -.002(3) C3A .036(3) .067(5) .059(4) -.001(3) .012(3) .002(3) C4A .037(3) .030(3) .049(3) .002(3) .004(3) .004(3) C5A .038(3) .034(3) .038(3) .005(3) .006(2) -.003(3) C6A .034(3) .046(4) .054(4) -.003(3) .012(3) -.002(3) C7A .059(4) .068(5) .046(4) .026(4) .018(3) .007(4) C8A .107(6) .098(7) .037(4) .037(5) -.002(4) -.012(4) C9A .137(9) .128(10) .095(8) .064(8) -.008(7) .006(7) C10A .156(11) .152(12) .052(6) .081(9) .032(6) -.003(6) C11A .158(11) .158(12) .133(10) .040(9) .096(9) .049(9) C12A .080(5) .101(6) .088(6) -.008(5) .049(5) .019(5) C13A .053(4) .054(5) .125(7) -.018(4) .018(4) -.023(4) C14A .034(3) .072(5) .046(3) .016(3) .007(3) -.003(3) C15A .031(3) .059(4) .040(3) .012(3) -.002(2) -.005(3) C16A .096(6) .084(6) .058(4) .038(5) .020(4) .012(4) C17A .057(4) .108(6) .066(5) -.011(4) -.007(4) -.043(4) O2 .0319(19) .058(3) .038(2) .0026(18) .0084(16) -.0145(19) O3 .029(2) .115(4) .058(3) .012(2) -.0071(19) -.040(3) O4 .027(2) .096(4) .056(3) .003(2) .0038(19) -.026(2) O5 .033(2) .068(3) .042(2) .002(2) .0118(18) -.014(2) C18 .035(3) .047(4) .035(3) .005(3) .003(2) -.007(3) C19 .028(3) .062(4) .051(4) .002(3) .006(3) -.022(3) C20 .028(3) .054(4) .040(3) .005(3) .005(2) -.015(3) C21 .031(3) .047(4) .034(3) .001(3) .011(2) -.007(3) O2A .040(2) .068(3) .035(2) .005(2) .0076(17) -.016(2) O3A .035(3) .205(7) .129(5) .003(3) .007(3) -.120(5) O4A .030(2) .073(3) .049(2) .012(2) -.0050(18) -.010(2) O5A .033(2) .062(3) .039(2) .010(2) .0056(16) -.007(2) C18A .032(3) .082(5) .050(4) .003(3) .002(3) -.021(4) C19A .031(3) .073(5) .044(3) .007(3) .005(2) -.018(3) C20A .030(3) .108(6) .039(3) .012(3) .006(2) -.025(4) C21A .035(3) .043(3) .033(3) .008(3) .004(2) -.001(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 O1 C14 . 1.411(6) n O1 C6 . 1.437(6) n N1 C1 . 1.349(7) n N1 C5 . 1.353(7) n N2 C16 . 1.472(7) n N2 C17 . 1.486(6) n N2 C15 . 1.496(6) n C1 C2 . 1.385(8) n C2 C3 . 1.357(8) n C3 C4 . 1.385(8) n C4 C5 . 1.373(8) n C5 C6 . 1.533(7) n C6 C13 . 1.528(8) n C6 C7 . 1.531(8) n C7 C8 . 1.385(8) n C7 C12 . 1.387(7) n C8 C9 . 1.375(8) n C9 C10 . 1.374(9) n C10 C11 . 1.355(10) n C11 C12 . 1.386(9) n C14 C15 . 1.509(8) n O1A C14A . 1.424(6) n O1A C6A . 1.438(6) n N1A C1A . 1.369(7) n N1A C5A . 1.375(7) n N2A C17A . 1.474(7) n N2A C16A . 1.497(7) n N2A C15A . 1.498(6) n C1A C2A . 1.363(8) n C2A C3A . 1.380(8) n C3A C4A . 1.381(7) n C4A C5A . 1.385(7) n C5A C6A . 1.543(7) n C6A C7A . 1.517(8) n C6A C13A . 1.530(8) n C7A C8A . 1.339(9) n C7A C12A . 1.381(9) n C8A C9A . 1.426(11) n C9A C10A . 1.376(14) n C10A C11A . 1.345(15) n C11A C12A . 1.327(12) n C14A C15A . 1.509(8) n O2 C18 . 1.270(6) n O3 C18 . 1.227(6) n O4 C21 . 1.204(6) n O5 C21 . 1.320(6) n C18 C19 . 1.519(7) n C19 C20 . 1.508(7) n C20 C21 . 1.515(7) n O2A C18A . 1.269(6) n O3A C18A . 1.218(6) n O4A C21A . 1.209(6) n O5A C21A . 1.301(6) n C18A C19A . 1.508(7) n C19A C20A . 1.510(7) n C20A C21A . 1.515(7) n