#------------------------------------------------------------------------------ #$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $ #$Revision: 26029 $ #$URL: svn://www.crystallography.net/cod/cif/2/2200406.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_2200406 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2001 _journal_volume 57 _journal_page_first o599 _journal_page_last o601 _publ_section_title ; N(2)-Acetyl-1,3-diphenyl-1,2,3,4-tetrahydrobenzo[b]-1,6-naphthyridine ; loop_ _publ_author_name 'Laavanya, Parthasarathi' 'Panchanatheswaran, Krishnaswamy' 'Sivakumar, Balasubramanian' 'Jeyaraman, Ramasubbu' 'Krause Bauer, Jeanette A.' _chemical_formula_moiety 'C26 H22 N2 O' _chemical_formula_sum 'C26 H22 N2 O' _chemical_formula_iupac 'C26 H22 N2 O' _chemical_formula_weight 378.46 _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 10.394(2) _cell_length_b 10.493(3) _cell_length_c 20.265(4) _cell_angle_alpha 76.03(2) _cell_angle_beta 79.83(2) _cell_angle_gamma 72.21(2) _cell_volume 2029.6(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.239 _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 N1 .2866(2) .2928(2) .87272(10) .0527(5) Uani d . 1 . . N C2 .1617(3) .3530(2) .84974(11) .0504(6) Uani d . 1 . . C C3 .0925(2) .2839(2) .82231(11) .0504(6) Uani d . 1 . . C C4 .1571(3) .1458(2) .81954(12) .0494(6) Uani d . 1 . . C H4 .1144(13) .0948(15) .8008(6) .0751(14) Uiso calc R 1 . . H C5 .3545(2) -.0612(2) .84244(12) .0477(6) Uani d . 1 . . C H5 .3206(10) -.0852(7) .8066(10) .0751(14) Uiso calc R 1 . . H N6 .50087(19) -.07346(19) .82033(9) .0480(5) Uani d . 1 . . N C7 .5725(2) .0041(2) .84586(12) .0482(6) Uani d . 1 . . C H7 .6033(9) .0663(19) .8066(12) .0751(14) Uiso calc R 1 . . H C8 .4752(2) .0910(2) .89515(13) .0525(6) Uani d . 1 . . C H8A .4609(3) .0304(11) .9407(8) .0751(14) Uiso calc R 1 . . H H8B .5181(8) .1596(12) .90203(19) .0751(14) Uiso calc R 1 . . H C9 .1002(3) .4916(3) .85329(14) .0636(7) Uani d . 1 . . C H9 .1458(14) .5407(15) .8727(6) .0751(14) Uiso calc R 1 . . H C10 -.0223(3) .5564(3) .82981(14) .0707(8) Uani d . 1 . . C H10 -.0636(13) .651(3) .83219(16) .0751(14) Uiso calc R 1 . . H C11 -.0895(3) .4880(3) .80218(15) .0685(8) Uani d . 1 . . C H11 -.178(3) .5375(14) .7854(5) .0751(14) Uiso calc R 1 . . H C12 -.0342(3) .3545(3) .79808(13) .0599(7) Uani d . 1 . . C H12 -.0814(14) .3085(14) .7787(6) .0751(14) Uiso calc R 1 . . H C13 .2793(2) .0853(2) .84331(11) .0460(6) Uani d . 1 . . C C14 .3408(2) .1640(2) .86932(11) .0481(6) Uani d . 1 . . C C15 .5576(3) -.1361(2) .76624(12) .0520(6) Uani d . 1 . . C C16 .6991(3) -.1318(3) .73460(13) .0644(8) Uani d . 1 . . C H16A .7611(12) -.174(2) .7682(7) .120(5) Uiso calc R 1 . . H H16B .7008(6) -.0390(16) .7180(10) .120(5) Uiso calc R 1 . . H H16C .7250(10) -.179(2) .6975(9) .120(5) Uiso calc R 1 . . H O17 .4949(2) -.19456(19) .74316(9) .0682(5) Uani d . 1 . . O C18 .3291(2) -.1627(2) .90780(13) .0508(6) Uani d . 1 . . C C19 .3726(3) -.3005(3) .90644(17) .0737(8) Uani d . 1 . . C H19 .4198(14) -.3291(9) .8654(12) .0751(14) Uiso calc R 1 . . H C20 .3493(4) -.3976(3) .9630(2) .0884(11) Uani d . 1 . . C H20 .3788(10) -.489(3) .9607(2) .0751(14) Uiso calc R 1 . . H C21 .2834(4) -.3588(4) 1.0218(2) .0876(11) Uani d . 1 . . C H21 .2683(6) -.423(2) 1.0595(13) .0751(14) Uiso calc R 1 . . H C22 .2396(4) -.2238(4) 1.02477(17) .0838(10) Uani d . 1 . . C H22 .1952(15) -.1975(9) 1.0645(13) .0751(14) Uiso calc R 1 . . H C23 .2621(3) -.1261(3) .96777(14) .0662(8) Uani d . 1 . . C H23 .2309(10) -.033(3) .97032(16) .0751(14) Uiso calc R 1 . . H C24 .6952(2) -.0828(2) .88142(12) .0484(6) Uani d . 1 . . C C25 .8124(3) -.0404(3) .86945(15) .0639(7) Uani d . 1 . . C H25 .8178(3) .040(2) .8355(10) .0751(14) Uiso calc R 1 . . H C26 .9216(3) -.1128(4) .90581(18) .0788(9) Uani d . 1 . . C H26 .998(2) -.0835(10) .8979(3) .0751(14) Uiso calc R 1 . . H C27 .9158(3) -.2281(3) .95365(17) .0750(9) Uani d . 1 . . C H27 .997(2) -.2813(16) .9806(8) .0751(14) Uiso calc R 1 . . H C28 .8002(3) -.2721(3) .96529(14) .0673(8) Uani d . 1 . . C H28 .7964(3) -.354(2) .9986(10) .0751(14) Uiso calc R 1 . . H C29 .6904(3) -.2001(3) .92976(13) .0583(7) Uani d . 1 . . C H29 .609(2) -.2317(10) .9387(3) .0751(14) Uiso calc R 1 . . H N1A .5157(2) .1691(2) .65608(10) .0500(5) Uani d . 1 . . N C2A .5050(3) .2768(2) .68556(12) .0490(6) Uani d . 1 . . C C3A .3821(3) .3787(2) .69328(12) .0507(6) Uani d . 1 . . C C4A .2676(3) .3667(2) .66891(12) .0515(6) Uani d . 1 . . C H4A .183(3) .432(2) .67391(19) .0751(14) Uiso calc R 1 . . H C5A .1633(2) .2383(2) .61174(12) .0497(6) Uani d . 1 . . C H5A .082(2) .2850(14) .6353(7) .0751(14) Uiso calc R 1 . . H N6A .16922(19) .09069(19) .63110(9) .0480(5) Uani d . 1 . . N C7A .3002(2) -.0130(2) .62050(13) .0475(6) Uani d . 1 . . C H7A .3194(6) -.0743(17) .6666(13) .0751(14) Uiso calc R 1 . . H C8A .4171(2) .0541(2) .59562(13) .0515(6) Uani d . 1 . . C H8A1 .5031(16) -.0152(13) .60223(16) .0751(14) Uiso calc R 1 . . H H8A2 .4164(2) .0922(7) .5469(9) .0751(14) Uiso calc R 1 . . H C9A .6222(3) .2863(3) .70794(14) .0629(7) Uani d . 1 . . C H9A .714(2) .212(2) .7021(2) .0751(14) Uiso calc R 1 . . H C10A .6150(4) .3924(3) .73710(17) .0784(9) Uani d . 1 . . C H10A .695(3) .3979(4) .7524(5) .0751(14) Uiso calc R 1 . . H C11A .4942(4) .4926(4) .74516(16) .0788(10) Uani d . 1 . . C H11A .4914(4) .565(2) .7653(6) .0751(14) Uiso calc R 1 . . H C12A .3796(3) .4864(3) .72392(14) .0677(8) Uani d . 1 . . C H12A .296(2) .556(2) .7299(2) .0751(14) Uiso calc R 1 . . H C13A .2795(2) .2611(2) .63834(11) .0466(6) Uani d . 1 . . C C14A .4073(2) .1644(2) .63236(12) .0465(6) Uani d . 1 . . C C15A .0602(3) .0544(3) .67013(13) .0589(7) Uani d . 1 . . C C16A .0707(3) -.0945(3) .69625(17) .0817(10) Uani d . 1 . . C H16D -.0069(18) -.1041(4) .7257(11) .120(5) Uiso calc R 1 . . H H16E .1471(19) -.1354(10) .7198(11) .120(5) Uiso calc R 1 . . H H16F .079(2) -.1363(10) .6595(7) .120(5) Uiso calc R 1 . . H O17A -.04550(19) .1394(2) .68440(11) .0804(6) Uani d . 1 . . O C18A .1524(2) .2950(2) .53592(12) .0516(6) Uani d . 1 . . C C19A .2509(3) .3453(3) .49173(14) .0696(8) Uani d . 1 . . C H19A .329(2) .3452(3) .5081(5) .0751(14) Uiso calc R 1 . . H C20A .2339(4) .3954(4) .42356(16) .0869(10) Uani d . 1 . . C H20A .302(2) .4293(11) .3935(9) .0751(14) Uiso calc R 1 . . H C21A .1192(4) .3970(3) .39869(17) .0874(11) Uani d . 1 . . C H21A .1086(5) .4308(11) .3515(15) .0751(14) Uiso calc R 1 . . H C22A .0198(4) .3498(3) .44211(16) .0810(10) Uani d . 1 . . C H22A -.061(2) .3517(3) .4251(5) .0751(14) Uiso calc R 1 . . H C23A .0356(3) .2996(3) .51003(15) .0678(8) Uani d . 1 . . C H23A -.036(2) .2669(10) .5404(9) .0751(14) Uiso calc R 1 . . H C24A .2994(2) -.1035(2) .57260(12) .0486(6) Uani d . 1 . . C C25A .2334(3) -.0564(3) .51458(14) .0624(7) Uani d . 1 . . C H25A .1815(15) .038(3) .5037(3) .0751(14) Uiso calc R 1 . . H C26A .2405(3) -.1431(4) .47193(17) .0750(9) Uani d . 1 . . C H26A .1959(15) -.1095(12) .4325(13) .0751(14) Uiso calc R 1 . . H C27A .3118(3) -.2767(4) .48640(17) .0747(9) Uani d . 1 . . C H27A .3150(3) -.3341(19) .4581(9) .0751(14) Uiso calc R 1 . . H C28A .3787(3) -.3248(3) .54367(17) .0737(9) Uani d . 1 . . C H28A .4304(15) -.420(3) .5541(4) .0751(14) Uiso calc R 1 . . H C29A .3727(3) -.2386(3) .58650(15) .0614(7) Uani d . 1 . . C H29A .4226(14) -.2749(11) .6284(12) .0751(14) Uiso calc R 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 N1 .0600(13) .0450(12) .0505(12) -.0050(10) -.0095(10) -.0147(9) C2 .0565(15) .0475(14) .0415(13) -.0067(12) -.0053(11) -.0080(11) C3 .0529(15) .0528(15) .0399(13) -.0097(12) -.0046(11) -.0054(11) C4 .0531(15) .0484(14) .0467(13) -.0130(12) -.0067(11) -.0102(11) C5 .0499(15) .0462(14) .0497(14) -.0117(11) -.0122(11) -.0116(11) N6 .0517(12) .0469(11) .0450(11) -.0100(9) -.0082(9) -.0112(9) C7 .0540(15) .0468(14) .0449(13) -.0139(12) -.0093(11) -.0082(11) C8 .0541(15) .0501(14) .0574(15) -.0094(12) -.0155(12) -.0181(12) C9 .0715(19) .0533(16) .0628(17) -.0044(15) -.0153(14) -.0163(13) C10 .082(2) .0515(16) .0681(18) .0054(16) -.0175(16) -.0162(14) C11 .0593(17) .0651(19) .0676(18) .0050(15) -.0146(14) -.0110(14) C12 .0558(16) .0610(17) .0568(16) -.0048(14) -.0120(13) -.0109(13) C13 .0504(14) .0444(13) .0405(12) -.0092(11) -.0063(11) -.0073(10) C14 .0545(15) .0478(14) .0409(12) -.0112(12) -.0067(11) -.0098(11) C15 .0647(17) .0417(13) .0437(13) -.0044(12) -.0103(12) -.0077(11) C16 .0642(18) .0620(17) .0565(16) -.0015(14) -.0018(13) -.0164(13) O17 .0843(14) .0608(12) .0652(12) -.0144(10) -.0125(10) -.0272(9) C18 .0492(14) .0496(15) .0549(15) -.0149(12) -.0100(12) -.0080(12) C19 .087(2) .0518(17) .078(2) -.0177(15) .0027(16) -.0137(15) C20 .097(3) .0479(18) .108(3) -.0184(17) -.004(2) .0005(18) C21 .101(3) .075(2) .079(2) -.037(2) -.014(2) .0195(19) C22 .103(3) .087(3) .0584(18) -.035(2) .0058(17) -.0065(17) C23 .078(2) .0606(17) .0609(17) -.0219(15) -.0038(15) -.0121(14) C24 .0496(14) .0522(14) .0434(13) -.0109(12) -.0059(11) -.0128(11) C25 .0559(17) .0673(18) .0699(18) -.0215(14) -.0085(14) -.0094(14) C26 .0537(18) .097(3) .094(2) -.0221(18) -.0144(17) -.028(2) C27 .064(2) .082(2) .075(2) .0002(17) -.0263(17) -.0233(18) C28 .073(2) .0676(18) .0521(16) -.0062(16) -.0142(14) -.0066(13) C29 .0565(16) .0627(17) .0526(15) -.0148(14) -.0079(12) -.0066(13) N1A .0461(12) .0501(12) .0540(12) -.0146(10) -.0071(9) -.0078(10) C2A .0549(15) .0467(14) .0448(13) -.0191(12) -.0067(11) -.0009(11) C3A .0649(17) .0457(14) .0422(13) -.0202(13) -.0057(11) -.0039(11) C4A .0524(15) .0465(14) .0478(14) -.0088(12) -.0007(11) -.0046(11) C5A .0406(13) .0544(15) .0501(14) -.0070(11) -.0042(11) -.0113(11) N6A .0395(11) .0534(12) .0478(11) -.0123(9) .0000(9) -.0078(9) C7A .0404(13) .0510(14) .0483(13) -.0099(11) -.0040(10) -.0091(11) C8A .0405(13) .0565(15) .0573(15) -.0101(12) -.0007(11) -.0183(12) C9A .0650(18) .0588(17) .0688(18) -.0262(15) -.0179(14) -.0008(14) C10A .088(2) .074(2) .089(2) -.040(2) -.0306(19) -.0095(17) C11A .113(3) .068(2) .074(2) -.043(2) -.0177(19) -.0188(16) C12A .087(2) .0552(17) .0620(17) -.0242(16) -.0025(15) -.0123(13) C13A .0443(14) .0474(14) .0436(13) -.0101(11) -.0017(10) -.0061(11) C14A .0411(13) .0516(14) .0452(13) -.0140(11) -.0027(10) -.0067(11) C15A .0507(16) .0727(18) .0552(15) -.0218(14) .0020(12) -.0160(14) C16A .081(2) .081(2) .083(2) -.0400(18) .0212(17) -.0144(17) O17A .0478(11) .0870(15) .0991(15) -.0178(11) .0174(10) -.0244(12) C18A .0458(14) .0498(14) .0539(14) -.0050(12) -.0100(12) -.0079(11) C19A .0600(17) .084(2) .0565(17) -.0180(16) -.0074(14) -.0012(15) C20A .081(2) .106(3) .0562(18) -.021(2) -.0007(17) .0056(17) C21A .096(3) .095(3) .0508(18) -.001(2) -.0209(18) .0006(16) C22A .075(2) .092(2) .071(2) -.0129(18) -.0342(18) -.0031(18) C23A .0562(17) .0727(19) .0672(18) -.0102(14) -.0181(14) -.0021(14) C24A .0435(13) .0545(15) .0499(14) -.0179(12) .0007(11) -.0129(11) C25A .0666(18) .0626(17) .0612(17) -.0180(14) -.0111(14) -.0152(14) C26A .082(2) .090(2) .0674(19) -.0320(19) -.0125(16) -.0273(17) C27A .085(2) .082(2) .073(2) -.042(2) .0167(18) -.0386(18) C28A .077(2) .0591(18) .084(2) -.0207(16) .0090(17) -.0231(16) C29A .0605(17) .0556(17) .0647(17) -.0128(14) -.0017(13) -.0135(13) 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 N1 C14 . 1.309(3) yes N1 C2 . 1.368(3) yes C2 C9 . 1.412(3) ? C2 C3 . 1.417(3) ? C3 C12 . 1.407(3) ? C3 C4 . 1.410(3) ? C4 C13 . 1.351(3) yes C4 H4 . .9639 ? C5 N6 . 1.483(3) yes C5 C13 . 1.499(3) yes C5 C18 . 1.525(3) yes C5 H5 . .9743 ? N6 C15 . 1.365(3) yes N6 C7 . 1.481(3) yes C7 C24 . 1.508(3) yes C7 C8 . 1.540(3) yes C7 H7 . .9743 ? C8 C14 . 1.491(3) yes C8 H8A . 1.0016 ? C8 H8B . 1.0016 ? C9 C10 . 1.355(4) ? C9 H9 . .9785 ? C10 C11 . 1.398(4) ? C10 H10 . .9644 ? C11 C12 . 1.359(4) ? C11 H11 . .9867 ? C12 H12 . .9662 ? C13 C14 . 1.421(3) yes C15 O17 . 1.229(3) yes C15 C16 . 1.507(4) yes C16 H16A . .9546 ? C16 H16B . .9546 ? C16 H16C . .9546 ? C18 C23 . 1.369(4) ? C18 C19 . 1.383(4) ? C19 C20 . 1.377(4) ? C19 H19 . .9539 ? C20 C21 . 1.354(5) ? C20 H20 . .9283 ? C21 C22 . 1.362(4) ? C21 H21 . .9153 ? C22 C23 . 1.385(4) ? C22 H22 . .9141 ? C23 H23 . .9373 ? C24 C25 . 1.384(4) ? C24 C29 . 1.384(3) ? C25 C26 . 1.380(4) ? C25 H25 . .9634 ? C26 C27 . 1.366(4) ? C26 H26 . .9106 ? C27 C28 . 1.378(4) ? C27 H27 . 1.0218 ? C28 C29 . 1.376(4) ? C28 H28 . .9627 ? C29 H29 . .9725 ? N1A C14A . 1.319(3) yes N1A C2A . 1.368(3) yes C2A C3A . 1.405(3) ? C2A C9A . 1.411(3) ? C3A C12A . 1.407(3) ? C3A C4A . 1.416(3) ? C4A C13A . 1.359(3) yes C4A H4A . .9442 ? C5A N6A . 1.487(3) yes C5A C13A . 1.509(3) yes C5A C18A . 1.519(3) yes C5A H5A . .9450 ? N6A C15A . 1.362(3) yes N6A C7A . 1.479(3) yes C7A C24A . 1.516(3) yes C7A C8A . 1.537(3) yes C7A H7A . 1.0112 ? C8A C14A . 1.490(3) yes C8A H8A1 . .9716 ? C8A H8A2 . .9716 ? C9A C10A . 1.358(4) ? C9A H9A . 1.0419 ? C10A C11A . 1.382(4) ? C10A H10A . .9602 ? C11A C12A . 1.360(4) ? C11A H11A . .9344 ? C12A H12A . .9584 ? C13A C14A . 1.410(3) yes C15A O17A . 1.225(3) yes C15A C16A . 1.500(4) yes C16A H16D . .9315 ? C16A H16E . .9315 ? C16A H16F . .9315 ? C18A C19A . 1.381(4) ? C18A C23A . 1.388(3) ? C19A C20A . 1.377(4) ? C19A H19A . .9305 ? C20A C21A . 1.368(5) ? C20A H20A . .9490 ? C21A C22A . 1.367(5) ? C21A H21A . .9490 ? C22A C23A . 1.370(4) ? C22A H22A . .9522 ? C23A H23A . .9679 ? C24A C25A . 1.377(3) ? C24A C29A . 1.375(3) ? C25A C26A . 1.376(4) ? C25A H25A . .9683 ? C26A C27A . 1.358(4) ? C26A H26A . .9340 ? C27A C28A . 1.369(4) ? C27A H27A . .9176 ? C28A C29A . 1.379(4) ? C28A H28A . .9671 ? C29A H29A . 1.0071 ? _cod_database_code 2200406