#------------------------------------------------------------------------------ #$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2011708.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_2011708 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 97 _journal_page_last 99 _publ_section_title ; Hydrogen bonding in two tetracyclic indole alkaloids ; loop_ _publ_author_name 'Varma, Ashok K.' 'Nangia, Ashwini' 'Desiraju, Gautam R.' 'Giri, Venkatachalam S.' 'Jaisankar, Parasuraman' _chemical_name_common ; 3-Acetyl-1,2,6,7,12,12b-hexahydroindolo[2,3-a]quinolizin-2-one. ; _chemical_formula_moiety 'C17 H16 N2 O2' _chemical_formula_sum 'C17 H16 N2 O2' _chemical_formula_weight 280.32 _symmetry_cell_setting 'triclinic' _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.169(16) _cell_length_b 12.841(3) _cell_length_c 14.772(3) _cell_angle_alpha 72.60(3) _cell_angle_beta 75.54(3) _cell_angle_gamma 72.64(3) _cell_volume 1389(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.340 _diffrn_ambient_temperature 293(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 C1 .5851(3) .3160(2) .01938(16) .0513(6) Uani d . 1 . . C H1B .5278 .3900 -.0047 .062 Uiso calc R 1 . . H C2 .6863(3) .2508(2) -.04178(18) .0613(7) Uani d . 1 . . C H2A .6990 .2817 -.1079 .074 Uiso calc R 1 . . H C3 .7706(3) .1395(2) -.00736(18) .0635(7) Uani d . 1 . . C H3A .8384 .0972 -.0508 .076 Uiso calc R 1 . . H C4 .7554(3) .0906(2) .09016(18) .0570(6) Uani d . 1 . . C H4A .8114 .0159 .1132 .068 Uiso calc R 1 . . H C5 .6538(3) 0..15648(19) .15270(16) .0434(5) Uani d . 1 . . C C6 .5688(3) .26972(18) .11867(15) .0414(5) Uani d . 1 . . C C7 .4787(3) .31179(17) .20191(15) .0402(5) Uani d . 1 . . C C8 .5109(3) .22554(17) .28016(15) .0397(5) Uani d . 1 . . C C9 .3757(3) .42663(18) .21131(16) .0482(6) Uani d . 1 . . C H9A .2583 .4389 .2005 .058 Uiso calc R 1 . . H H9B .4292 .4829 .1635 .058 Uiso calc R 1 . . H C10 .3698(3) .43724(18) .31155(15) .0488(6) Uani d . 1 . . C H10A .4823 .4440 .3162 .059 Uiso calc R 1 . . H H10B .2838 .5050 .3227 .059 Uiso calc R 1 . . H C11 .4420(3) .22816(17) .38277(15) .0393(5) Uani d . 1 . . C H11A .5398 .2172 .4146 .047 Uiso calc R 1 . . H C12 .3426(3) .13922(17) .43730(15) .0424(5) Uani d . 1 . . C H12A .2528 .1449 .4025 .051 Uiso calc R 1 . . H H12B .4217 .0654 .4403 .051 Uiso calc R 1 . . H C13 .2591(3) .15046(18) .53838(15) .0416(5) Uani d . 1 . . C C14 .1835(3) .26439(17) .54585(15) .0413(5) Uani d . 1 . . C C15 .2143(3) .35051(18) .46543(15) .0434(5) Uani d . 1 . . C H15A .1497 .4229 .4684 .052 Uiso calc R 1 . . H C16 .0682(3) .2987(2) .63011(16) .0491(6) Uani d . 1 . . C C17 .0233(4) .2126(2) .72053(18) .0764(9) Uani d . 1 . . C H17A -.0529 .2499 .7684 .115 Uiso calc R 1 . . H H17B .1280 .1676 .7443 .115 Uiso calc R 1 . . H H17C -.0338 .1651 .7068 .115 Uiso calc R 1 . . H N1 .6158(2) .13122(15) .25181(12) .0447(5) Uani d . 1 . . N H1A .6518 .0671 .2896 .054 Uiso calc R 1 . . H N2 .3255(2) .33976(14) .38562(12) .0421(4) Uani d . 1 . . N O1 .2539(2) .06512(13) .60409(11) .0601(5) Uani d . 1 . . O O2 .0058(2) .39867(15) .62885(12) .0705(5) Uani d . 1 . . O C18 -.1661(3) .1609(2) 1.47365(16) .0492(6) Uani d . 1 . . C H18A -.1410 .0827 1.4910 .059 Uiso calc R 1 . . H C19 -.2608(3) .2217(2) 1.53990(17) .0571(7) Uani d . 1 . . C H19A -.3010 .1843 1.6022 .069 Uiso calc R 1 . . H C20 -.2974(3) .3387(2) 1.51464(17) .0588(7) Uani d . 1 . . C H20A -.3625 .3781 1.5606 .071 Uiso calc R 1 . . H C21 -.2396(3) .3976(2) 1.42341(16) .0527(6) Uani d . 1 . . C H21A -.2631 .4757 1.4074 .063 Uiso calc R 1 . . H C22 -.1452(3) .33613(18) 1.35647(15) .0420(5) Uani d . 1 . . C C23 -.1076(3) .21772(18) 1.38001(15) .0405(5) Uani d . 1 . . C C24 -.0084(3) .18310(17) 1.29447(15) .0404(5) Uani d . 1 . . C C25 .0087(3) .27825(17) 1.22554(15) .0395(5) Uani d . 1 . . C C26 .1064(3) .28455(17) 1.12534(15) .0411(5) Uani d . 1 . . C H26A .1945 .3266 1.1148 .049 Uiso calc R 1 . . H C27 .2400(3) .07979(19) 1.19933(16) .0517(6) Uani d . 1 . . C H27A .3257 .0952 1.2255 .062 Uiso calc R 1 . . H H27B .2906 .0090 1.1807 .062 Uiso calc R 1 . . H C28 .0785(3) .07027(18) 1.27585(16) .0492(6) Uani d . 1 . . C H28A -.0003 .0435 1.2538 .059 Uiso calc R 1 . . H H28B .1106 .0172 1.3346 .059 Uiso calc R 1 . . H C29 -.0034(3) .34039(18) 1.04736(15) .0442(5) Uani d . 1 . . C H29A -.0928 .3005 1.0574 .053 Uiso calc R 1 . . H H29B -.0609 .4170 1.0518 .053 Uiso calc R 1 . . H C30 .1046(3) .34160(18) .94821(16) .0445(5) Uani d . 1 . . C C31 .2436(3) .24310(18) .94250(16) .0454(5) Uani d . 1 . . C C32 .2672(3) .15935(19) 1.02625(17) .0479(6) Uani d . 1 . . C H32A .3391 .0897 1.0195 .057 Uiso calc R 1 . . H C33 .3611(3) .2209(2) .85389(18) .0580(7) Uani d . 1 . . C C34 .3713(4) .3148(3) .76508(19) .0856(10) Uani d . 1 . . C H34A .4539 .2866 .7139 .128 Uiso calc R 1 . . H H34B .4077 .3726 .7780 .128 Uiso calc R 1 . . H H34C .2588 .3453 .7464 .128 Uiso calc R 1 . . H N3 -.0733(2) .37142(15) 1.26140(13) .0461(5) Uani d . 1 . . N H3B -.0787 .4401 1.2298 .055 Uiso calc R 1 . . H N4 .1968(2) .16994(14) 1.11444(13) .0435(4) Uani d . 1 . . N O3 .0624(2) .42082(13) .87975(12) .0640(5) Uani d . 1 . . O O4 .4549(3) .12762(17) .85210(15) .0902(7) Uani d . 1 . . O 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 .0451(13) .0623(15) .0373(13) -.0122(11) -.0038(10) -.0022(12) C2 .0579(16) .0805(19) .0379(14) -.0175(14) -.0015(12) -.0083(13) C3 .0631(17) .0759(19) .0488(16) -.0144(14) .0050(13) -.0261(14) C4 .0517(14) .0514(15) .0568(16) -.0045(12) .0018(12) -.0144(13) C5 .0347(11) .0490(13) .0409(13) -.0127(10) -.0013(10) -.0048(10) C6 .0330(11) .0485(13) .0374(12) -.0118(10) -.0027(9) -.0037(10) C7 .0350(11) .0418(12) .0365(12) -.0086(9) -.0057(9) -.0001(10) C8 .0314(11) .0431(12) .0371(12) -.0061(9) -.0045(9) -.0031(10) C9 .0472(13) .0454(13) .0413(13) -.0089(11) -.0060(10) .0014(10) C10 .0568(14) .0393(13) .0443(14) -.0182(11) -.0021(11) -.0005(10) C11 .0323(11) .0406(12) .0368(12) -.0041(9) -.0072(9) -.0012(9) C12 .0409(12) .0371(12) .0388(13) -.0038(9) -.0033(10) -.0027(10) C13 .0374(11) .0398(12) .0371(12) -.0053(9) -.0055(9) .0013(10) C14 .0416(12) .0407(12) .0341(12) -.0070(10) -.0056(9) -.0022(10) C15 .0488(13) .0373(12) .0382(13) -.0051(10) -.0061(10) -.0072(10) C16 .0526(14) .0451(14) .0405(14) -.0054(11) -.0039(11) -.0072(11) C17 .100(2) .0620(17) .0451(16) -.0181(16) .0178(15) -.0074(13) N1 .0395(10) .0424(11) .0377(11) -.0025(8) -.0025(8) .0003(8) N2 .0472(11) .0369(10) .0343(10) -.0101(8) -.0017(8) -.0019(8) O1 .0638(11) .0443(9) .0439(10) -.0012(8) .0034(8) .0076(8) O2 .0893(14) .0501(11) .0502(11) .0007(9) .0055(9) -.0125(8) C18 .0461(13) .0526(14) .0396(13) -.0097(11) -.0101(11) .0022(11) C19 .0541(15) .0719(18) .0346(13) -.0125(13) -.0039(11) -.0033(12) C20 .0580(15) .0733(18) .0396(14) -.0086(13) -.0024(12) -.0183(13) C21 .0552(14) .0521(14) .0455(15) -.0075(12) -.0051(11) -.0126(12) C22 .0371(11) .0480(13) .0351(12) -.0084(10) -.0046(9) -.0048(10) C23 .0317(11) .0474(13) .0373(12) -.0082(9) -.0087(9) -.0021(10) C24 .0344(11) .0425(12) .0395(12) -.0082(9) -.0061(9) -.0043(10) C25 .0376(11) .0391(12) .0363(12) -.0063(9) -.0040(9) -.0064(10) C26 .0399(12) .0371(12) .0407(13) -.0093(9) -.0020(10) -.0054(10) C27 .0473(13) .0440(13) .0494(15) .0024(11) -.0082(11) -.0042(11) C28 .0510(14) .0430(13) .0441(14) -.0071(11) -.0082(11) -.0014(11) C29 .0455(12) .0392(12) .0409(13) -.0060(10) -.0047(10) -.0064(10) C30 .0547(14) .0391(13) .0393(13) -.0147(11) -.0056(11) -.0078(10) C31 .0478(13) .0444(13) .0412(13) -.0124(10) -.0010(10) -.0110(11) C32 .0436(13) .0428(13) .0520(15) -.0067(10) .0000(11) -.0144(11) C33 .0597(16) .0624(17) .0495(16) -.0135(13) .0022(12) -.0207(13) C34 .095(2) .089(2) .0484(17) -.0197(18) .0178(16) -.0097(16) N3 .0519(11) .0386(10) .0387(11) -.0082(9) -.0016(9) -.0042(8) N4 .0401(10) .0388(10) .0410(11) -.0018(8) -.0027(8) -.0058(8) O3 .0868(13) .0474(10) .0424(10) -.0069(9) -.0079(9) -.0006(8) O4 .0989(16) .0715(14) .0720(14) .0088(12) .0155(11) -.0310(11) 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 C2 . 1.366(3) ? C1 C6 . 1.397(3) ? C1 H1B . .9300 ? C2 C3 . 1.389(4) ? C2 H2A . .9300 ? C3 C4 . 1.379(3) ? C3 H3A . .9300 ? C4 C5 . 1.387(3) ? C4 H4A . .9300 ? C5 N1 . 1.376(3) ? C5 C6 . 1.408(3) ? C6 C7 . 1.433(3) ? C7 C8 . 1.358(3) ? C7 C9 . 1.492(3) ? C8 N1 . 1.372(3) ? C8 C11 . 1.486(3) ? C9 C10 . 1.515(3) ? C9 H9A . .9700 ? C9 H9B . .9700 ? C10 N2 . 1.466(3) ? C10 H10A . .9700 ? C10 H10B . .9700 ? C11 N2 . 1.471(3) ? C11 C12 . 1.513(3) ? C11 H11A . .9800 ? C12 C13 . 1.509(3) ? C12 H12A . .9700 ? C12 H12B . .9700 ? C13 O1 . 1.231(2) ? C13 C14 . 1.434(3) ? C14 C15 . 1.389(3) ? C14 C16 . 1.458(3) ? C15 N2 . 1.312(3) ? C15 H15A . .9300 ? C16 O2 . 1.228(3) ? C16 C17 . 1.502(3) ? C17 H17A . .9600 ? C17 H17B . .9600 ? C17 H17C . .9600 ? N1 H1A . .8600 ? C18 C19 . 1.372(3) ? C18 C23 . 1.396(3) ? C18 H18A . .9300 ? C19 C20 . 1.392(3) ? C19 H19A . .9300 ? C20 C21 . 1.377(3) ? C20 H20A . .9300 ? C21 C22 . 1.385(3) ? C21 H21A . .9300 ? C22 N3 . 1.374(3) ? C22 C23 . 1.409(3) ? C23 C24 . 1.436(3) ? C24 C25 . 1.355(3) ? C24 C28 . 1.485(3) ? C25 N3 . 1.373(3) ? C25 C26 . 1.487(3) ? C26 N4 . 1.473(3) ? C26 C29 . 1.511(3) ? C26 H26A . .9800 ? C27 N4 . 1.465(3) ? C27 C28 . 1.518(3) ? C27 H27A . .9700 ? C27 H27B . .9700 ? C28 H28A . .9700 ? C28 H28B . .9700 ? C29 C30 . 1.508(3) ? C29 H29A . .9700 ? C29 H29B . .9700 ? C30 O3 . 1.235(3) ? C30 C31 . 1.434(3) ? C31 C32 . 1.387(3) ? C31 C33 . 1.466(3) ? C32 N4 . 1.316(3) ? C32 H32A . .9300 ? C33 O4 . 1.217(3) ? C33 C34 . 1.497(4) ? C34 H34A . .9600 ? C34 H34B . .9600 ? C34 H34C . .9600 ? N3 H3B . .8600 ?