#------------------------------------------------------------------------------ #$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2007441.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_2007441 _journal_name_full 'Acta Crystallographica' _journal_year 1998 _journal_volume C54 _journal_page_first 1005 _journal_page_last 1007 _publ_section_title ; Endogenous Alkaloids in Man. 28. \\dag (1R,3S)-1-Trichloromethyl-1,2,3,4-tetrahydro-\b-carboline-3-carboxamide Methanol Solvate, a Potential Synthetic Precursor to Enantiomerically-Pure TaClo ; loop_ _publ_author_name 'Peters, Karl' 'Peters, Eva-Maria' 'Blank, Michael' 'Protzen, Jens-Achim' 'Feineis, Doris' 'God, Ralf' 'Bringmann, Gerhard' _chemical_formula_moiety 'C13 H12 Cl3 N3 O , C H4 O' _chemical_formula_sum 'C14 H16 Cl3 N3 O2' _chemical_formula_weight 364.65 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' _cell_length_a 10.7523(6) _cell_length_b 11.0208(7) _cell_length_c 14.0493(9) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1664.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.455 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_type_symbol Cl1 .07721(5) .19311(4) .77767(3) .05753(11) Uani Cl Cl2 -.03885(4) .39353(4) .68093(4) .05872(11) Uani Cl Cl3 -.13055(4) .15155(6) .65100(5) .0722(2) Uani Cl C1 .09517(13) .22442(13) .58283(9) .0405(2) Uani C H1 .05522(13) .25911(13) .52634(9) .080 Uiso H N2 .11505(12) .09425(12) .56700(10) .0450(2) Uani N H2 .0499 .0413 .5708 .080 Uiso H C3 .24050(13) .05174(12) .54295(10) .0411(2) Uani C H3 .26325(13) .08417(12) .48038(10) .080 Uiso H C4 .3349(2) .09649(13) .61601(12) .0485(3) Uani C H4A .3174(2) .06122(13) .67784(12) .080 Uiso H H4B .4182(2) .07303(13) .59712(12) .080 Uiso H C5 .32489(13) .23101(12) .62082(10) .0410(2) Uani C C6 .41504(13) .32344(13) .63769(9) .0416(2) Uani C C7 .54113(15) .3222(2) .66454(11) .0484(3) Uani C H7 .58238(15) .2494(2) .67565(11) .080 Uiso H C8 .6021(2) .4319(2) .67399(12) .0558(4) Uani C H8 .6853(2) .4325(2) .69203(12) .080 Uiso H C9 .5414(2) .5422(2) .65705(14) .0597(4) Uani C H9 .5856(2) .6143(2) .66295(14) .080 Uiso H C10 .4169(2) .5462(2) .63164(13) .0553(4) Uani C H10 .3764(2) .6195(2) .62104(13) .080 Uiso H C11 .35493(15) .43582(14) .62264(11) .0449(3) Uani C N12 .23248(13) .41254(11) .59979(11) .0465(3) Uani N H12 .1730 .4692 .5871 .080 Uiso H C13 .21576(13) .28863(12) .59953(10) .0405(2) Uani C C14 .00612(14) .23926(14) .66947(11) .0456(3) Uani C C15 .2442(2) -.08671(14) .53834(12) .0477(3) Uani C O15 .33309(15) -.13782(13) .49960(14) .0678(4) Uani O N16 .1506(2) -.14615(14) .57749(14) .0618(4) Uani N H16A .0871 -.1043 .6068 .080 Uiso H H16B .1480 -.2276 .5788 .080 Uiso H O17 .08676(13) .59858(13) .50745(10) .0588(3) Uani O H17 -.0041 .6020 .5106 .080 Uiso H C18 .1329(3) .6066(3) .4138(2) .0786(6) Uani C H18A .0783(10) .6561(14) .3763(4) .080 Uiso H H18B .1376(17) .5268(3) .3866(5) .080 Uiso H H18C .2143(8) .6423(16) .4148(2) .080 Uiso 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 _atom_site_aniso_type_symbol Cl1 .0708(3) .0564(2) .0454(2) .0047(2) .0055(2) .00652(14) Cl Cl2 .0559(2) .0472(2) .0731(2) .01167(15) .0106(2) -.0008(2) Cl Cl3 .0461(2) .0731(3) .0974(4) -.0132(2) .0104(2) -.0155(3) Cl C1 .0401(5) .0407(5) .0406(5) .0011(4) -.0011(4) .0007(4) C N2 .0424(5) .0408(5) .0520(6) -.0018(4) .0023(4) -.0077(4) N C3 .0436(6) .0381(5) .0416(5) .0003(5) .0021(5) -.0011(4) C C4 .0528(7) .0370(6) .0557(7) .0034(5) -.0141(6) .0000(5) C C5 .0422(6) .0380(5) .0428(6) .0013(5) -.0036(5) .0009(4) C C6 .0419(5) .0429(6) .0398(5) .0013(5) -.0010(5) -.0028(4) C C7 .0430(6) .0580(8) .0442(6) .0026(6) -.0025(5) -.0079(6) C C8 .0456(7) .0704(10) .0513(7) -.0089(7) -.0021(6) -.0159(7) C C9 .0623(9) .0598(9) .0569(8) -.0174(8) -.0010(7) -.0097(7) C C10 .0611(9) .0444(7) .0603(8) -.0066(6) -.0031(7) -.0026(6) C C11 .0468(6) .0408(6) .0472(6) -.0004(5) -.0007(5) -.0006(5) C N12 .0457(6) .0364(5) .0574(6) .0024(4) -.0033(5) .0014(5) N C13 .0413(6) .0375(5) .0427(5) -.0005(4) -.0017(4) .0022(4) C C14 .0431(6) .0422(6) .0517(6) .0015(5) .0042(5) -.0023(5) C C15 .0503(7) .0407(6) .0523(7) -.0012(5) .0007(6) -.0058(5) C O15 .0556(7) .0512(7) .0966(11) -.0006(5) .0158(7) -.0197(7) O N16 .0679(9) .0422(6) .0753(10) -.0025(6) .0195(8) -.0008(6) N O17 .0521(6) .0551(7) .0693(7) .0059(5) -.0027(6) .0097(6) O C18 .086(2) .0699(12) .0796(14) -.0077(12) .0071(12) .0036(11) C loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag Cl1 C14 1.776(2) yes Cl2 C14 1.775(2) yes Cl3 C14 1.778(2) yes C1 N2 1.467(2) yes C1 C13 1.496(2) no C1 C14 1.557(2) yes C1 H1 .98 no N2 C3 1.467(2) yes N2 H2 .91 no C3 C4 1.525(2) no C3 C15 1.528(2) yes C3 H3 .98 no C4 C5 1.488(2) no C4 H4A .97 no C4 H4B .97 no C5 C13 1.367(2) no C5 C6 1.426(2) no C6 C7 1.407(2) no C6 C11 1.413(2) no C7 C8 1.382(3) no C7 H7 .93 no C8 C9 1.399(3) no C8 H8 .93 no C9 C10 1.386(3) yes C9 H9 .93 no C10 C11 1.392(2) no C10 H10 .93 no C11 N12 1.379(2) no N12 C13 1.377(2) no N12 H12 .91 no C15 O15 1.235(2) yes C15 N16 1.322(2) yes N16 H16A .92 no N16 H16B .90 no O17 C18 1.408(3) no O17 H17 .98 no C18 H18A .96 no C18 H18B .96 no C18 H18C .96 no