data_2011709 _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-4-oxo-6,7-dihydro-12H-indolo[2,3-a]quinolizine monohytrate ; _chemical_formula_moiety 'C17 H14 N2 O2 , H2 O' _chemical_formula_sum 'C17 H16 N2 O3' _chemical_formula_weight 296.32 _chemical_melting_point 543K _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 7.307(15) _cell_length_b 9.405(2) _cell_length_c 10.989(2) _cell_angle_alpha 94.82(3) _cell_angle_beta 108.84(3) _cell_angle_gamma 90.96(3) _cell_volume 712(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.383 _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 .1660(5) 1.0457(4) -.3310(3) .0575(11) Uani d . 1 . . C H1A .1212 .9649 -.3889 .069 Uiso calc R 1 . . H C2 .1997(5) 1.1742(4) -.3748(4) .0631(12) Uani d . 1 . . C H2A .1791 1.1795 -.4623 .076 Uiso calc R 1 . . H C3 .2648(5) 1.2962(4) -.2875(4) .0610(12) Uani d . 1 . . C H3A .2856 1.3819 -.3186 .073 Uiso calc R 1 . . H C4 .2986(5) 1.2928(4) -.1576(4) .0537(11) Uani d . 1 . . C H4A .3400 1.3747 -.1008 .064 Uiso calc R 1 . . H C5 .2688(5) 1.1621(4) -.1132(3) .0442(9) Uani d . 1 . . C C6 .2001(5) 1.0384(4) -.1984(3) .0444(9) Uani d . 1 . . C C7 .1850(5) .9281(3) -.1214(3) .0422(9) Uani d . 1 . . C C8 .2472(4) .9857(3) .0036(3) .0378(8) Uani d . 1 . . C C9 .2567(5) .9114(3) .1142(3) .0399(9) Uani d . 1 . . C C10 .1912(6) .6915(4) -.0396(3) .0571(11) Uani d . 1 . . C H10A .1084 .6063 -.0515 .069 Uiso calc R 1 . . H H10B .3170 .6609 -.0404 .069 Uiso calc R 1 . . H C11 .1078(5) .7777(4) -.1523(3) .0536(11) Uani d . 1 . . C H11A .1391 .7355 -.2263 .064 Uiso calc R 1 . . H H11B -.0321 .7755 -.1748 .064 Uiso calc R 1 . . H C12 .3024(5) .9745(4) .2362(3) .0473(10) Uani d . 1 . . C H12A .3302 1.0725 .2528 .057 Uiso calc R 1 . . H C13 .3075(5) .8927(4) .3361(3) .0517(10) Uani d . 1 . . C H13A .3372 .9371 .4195 .062 Uiso calc R 1 . . H C14 .2699(5) .7476(4) .3154(3) .0491(10) Uani d . 1 . . C C15 .2282(5) .6782(4) .1880(3) .0486(10) Uani d . 1 . . C C16 .2832(6) .6692(4) .4284(4) .0636(12) Uani d . 1 . . C C17 .1977(6) .5208(4) .4120(4) .0793(14) Uani d . 1 . . C H17A .2199 .4868 .4953 .119 Uiso calc R 1 . . H H17B .2572 .4595 .3628 .119 Uiso calc R 1 . . H H17C .0610 .5205 .3674 .119 Uiso calc R 1 . . H N1 .2954(4) 1.1288(3) .0089(3) .0467(8) Uani d . 1 . . N H1B .3354 1.1870 .0777 .056 Uiso calc R 1 . . H N2 .2145(4) .7664(3) .0896(2) .0423(8) Uani d . 1 . . N O1 .2090(4) .5469(3) .1593(2) .0641(8) Uani d . 1 . . O O2 .3593(5) .7280(3) .5366(3) .1071(13) Uani d . 1 . . O O3 .5232(5) .6586(3) .7891(3) .0751(10) Uani d . 1 . . O H3B .463(7) .674(5) .703(4) .119(18) Uiso d . 1 . . H H3C .611(8) .602(6) .797(5) .16(3) 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 .056(2) .069(3) .047(2) .001(2) .0151(19) .013(2) C2 .055(2) .087(3) .047(2) -.001(2) .0107(19) .026(2) C3 .053(2) .070(3) .061(3) -.003(2) .015(2) .026(2) C4 .044(2) .050(2) .063(3) .0028(18) .0096(19) .0163(19) C5 .043(2) .046(2) .043(2) .0032(17) .0119(16) .0109(17) C6 .0335(19) .053(2) .047(2) -.0028(17) .0138(16) .0075(18) C7 .040(2) .041(2) .047(2) -.0005(16) .0139(16) .0102(17) C8 .0387(19) .0347(19) .0401(19) .0000(16) .0120(15) .0084(16) C9 .0402(19) .039(2) .040(2) .0071(16) .0100(16) .0098(16) C10 .071(3) .048(2) .048(2) -.002(2) .015(2) -.0018(19) C11 .057(2) .055(2) .043(2) -.0047(19) .0068(18) .0061(18) C12 .055(2) .042(2) .044(2) .0034(18) .0133(18) .0059(17) C13 .055(2) .060(3) .039(2) .008(2) .0150(18) .0042(19) C14 .048(2) .056(2) .044(2) .0065(19) .0134(17) .0118(18) C15 .041(2) .051(2) .051(2) .0008(18) .0089(17) .0107(19) C16 .077(3) .060(3) .059(3) .024(2) .027(2) .014(2) C17 .093(3) .082(3) .076(3) .015(3) .037(3) .039(2) N1 .0560(18) .0425(18) .0407(17) -.0002(14) .0146(14) .0033(14) N2 .0461(17) .0410(17) .0389(16) .0047(14) .0117(13) .0073(14) O1 .087(2) .0434(16) .0570(17) .0002(14) .0131(14) .0165(13) O2 .175(4) .090(2) .0470(18) .016(2) .019(2) .0210(17) O3 .103(2) .0631(19) .0500(18) .0149(18) .0123(17) .0005(15) 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 . 1.385(5) ? C1 C6 . 1.404(5) ? C1 H1A . .9300 ? C2 C3 . 1.402(5) ? C2 H2A . .9300 ? C3 C4 . 1.371(5) ? C3 H3A . .9300 ? C4 C5 . 1.399(5) ? C4 H4A . .9300 ? C5 N1 . 1.357(4) ? C5 C6 . 1.406(4) ? C6 C7 . 1.417(4) ? C7 C8 . 1.360(4) ? C7 C11 . 1.485(4) ? C8 N1 . 1.377(4) ? C8 C9 . 1.436(4) ? C9 C12 . 1.354(4) ? C9 N2 . 1.377(4) ? C10 N2 . 1.488(4) ? C10 C11 . 1.503(4) ? C10 H10A . .9700 ? C10 H10B . .9700 ? C11 H11A . .9700 ? C11 H11B . .9700 ? C12 C13 . 1.384(4) ? C12 H12A . .9300 ? C13 C14 . 1.373(5) ? C13 H13A . .9300 ? C14 C15 . 1.429(5) ? C14 C16 . 1.474(5) ? C15 O1 . 1.242(4) ? C15 N2 . 1.397(4) ? C16 O2 . 1.217(4) ? C16 C17 . 1.493(5) ? C17 H17A . .9600 ? C17 H17B . .9600 ? C17 H17C . .9600 ? N1 H1B . .8600 ? O3 H3B . .93(5) ? O3 H3C . .82(6) ?