#------------------------------------------------------------------------------ #$Date: 2011-09-28 15:24:46 +0100 (Wed, 28 Sep 2011) $ #$Revision: 26848 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/63/2006323.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_2006323 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1997 _journal_volume 53 _journal_page_first 987 _journal_page_last 990 _publ_section_title ; Characterization of Quinoline Derivatives. I. 6,7-Dihydro-8-(4-methyl-1-piperazinyl)[1]benzoxepino[4,5-c]quinoline 0.13-Hydrate ; _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _[local]_cod_cif_authors_sg_H-M 'P 21/n' loop_ _publ_author_name 'Giorgi, Gianluca' 'Cappelli, Andrea' 'Anzini, Maurizio' 'Vomero, Salvatore' 'Marchetti, Fabio' _chemical_formula_moiety 'C22 H23 N3 O, 0.13H2 O' _chemical_formula_sum 'C22 H23.26 N3 O1.13' _chemical_formula_iupac 'C22 H23 N3 O, 0.13H2 O' _chemical_formula_weight 347.8 _symmetry_cell_setting monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 15.0089(14) _cell_length_b 16.952(2) _cell_length_c 22.124(2) _cell_angle_alpha 90 _cell_angle_beta 96.172(6) _cell_angle_gamma 90 _cell_volume 5596.3(9) _cell_formula_units_Z 12 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.249 _diffrn_ambient_temperature 293(2) _refine_ls_wR_factor_obs .1143 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_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_group OW .7911(7) .2168(7) .1606(5) .174(7) Uani d P .430(9) . N11 .1174(2) .0568(2) .08660(10) .0471(11) Uani d . 1 . N21 .0822(2) .1061(2) .17920(10) .0492(11) Uani d . 1 . N31 -.0739(2) .1584(2) .2315(2) .0735(15) Uani d . 1 . O11 .3790(2) .2213(2) .17140(10) .0616(11) Uani d . 1 . C11 .1468(2) .0893(2) .1392(2) .0439(13) Uani d . 1 . C21 .2402(3) .1023(2) .15870(10) .0432(13) Uani d . 1 . C31 .3023(2) .0786(2) .1209(2) .0446(14) Uani d . 1 . C41 .2724(3) .0469(2) .0623(2) .0448(15) Uani d . 1 . C51 .1789(3) .0357(2) .0479(2) .0467(15) Uani d . 1 . C61 .1467(3) .0053(2) -.0100(2) .0540(15) Uani d . 1 . C71 .2038(3) -.0130(2) -.0511(2) .0621(18) Uani d . 1 . C81 .2960(3) -.0019(2) -.0377(2) .0622(17) Uani d . 1 . C91 .3297(3) .0272(2) .0180(2) .0544(15) Uani d . 1 . C101 .2743(2) .1346(2) .2205(2) .0511(15) Uani d . 1 . C111 .3182(3) .2145(2) .2176(2) .0624(16) Uani d . 1 . C121 .4340(3) .1565(2) .1674(2) .0528(16) Uani d . 1 . C131 .5252(3) .1642(3) .1861(2) .0695(19) Uani d . 1 . C141 .5818(3) .1010(3) .1817(2) .0722(19) Uani d . 1 . C151 .5488(3) .0302(3) .1600(3) .0638(18) Uani d . 1 . C161 .4584(3) .0228(3) .1401(2) .0583(14) Uani d . 1 . C171 .3997(3) .0863(2) .1424(2) .0472(14) Uani d . 1 . C181 .0676(3) .1896(2) .1916(2) .0552(15) Uani d . 1 . C191 .0116(3) .1984(2) .2443(2) .0624(17) Uani d . 1 . C201 -.0586(3) .0764(3) .2183(2) .0720(19) Uani d . 1 . C211 -.0042(2) .0678(2) .1648(2) .0590(17) Uani d . 1 . C221 -.1278(3) .1674(3) .2824(2) .124(3) Uani d . 1 . N12 .6987(2) .8283(2) .12190(10) .0511(12) Uani d . 1 . N22 .6033(2) .7900(2) .03700(10) .0455(11) Uani d . 1 . N32 .4180(2) .7550(2) .00670(10) .0600(13) Uani d . 1 . O12 .8655(2) .64700(10) -.00840(10) .0515(10) Uani d . 1 . C12 .6911(2) .7972(2) .0668(2) .0445(14) Uani d . 1 . C22 .7661(2) .7754(2) .03500(10) .0405(14) Uani d . 1 . C32 .8510(2) .7828(2) .06520(10) .0419(12) Uani d . 1 . C42 .8608(2) .8102(2) .1273(2) .0449(14) Uani d . 1 . C52 .7834(3) .8351(2) .1518(2) .0515(16) Uani d . 1 . C62 .7912(3) .8692(3) .2107(2) .0656(18) Uani d . 1 . C72 .8720(3) .8736(3) .2445(2) .072(2) Uani d . 1 . C82 .9482(3) .8457(3) .2217(2) .0659(17) Uani d . 1 . C92 .9438(3) .8142(2) .1647(2) .0548(15) Uani d . 1 . C102 .7569(2) .7544(2) -.03140(10) .0473(15) Uani d . 1 . C112 .7839(2) .6709(2) -.0442(2) .0527(14) Uani d . 1 . C122 .9338(2) .7026(2) -.0056(2) .0432(14) Uani d . 1 . C132 1.0051(2) .6885(2) -.0385(2) .0528(15) Uani d . 1 . C142 1.0754(3) .7410(3) -.0345(2) .0617(17) Uani d . 1 . C152 1.0741(2) .8075(3) .0015(2) .0587(17) Uani d . 1 . C162 1.0020(2) .8207(2) .0338(2) .0525(13) Uani d . 1 . C172 .9309(2) .7686(2) .03220(10) .0422(14) Uani d . 1 . C182 .5722(2) .7095(2) .0225(2) .0531(14) Uani d . 1 . C192 .4865(2) .7114(3) -.0200(2) .0622(17) Uani d . 1 . C202 .4493(2) .8347(2) .0203(2) .0618(16) Uani d . 1 . C212 .5341(2) .8338(2) .0643(2) .0592(17) Uani d . 1 . C222 .3339(3) .7562(3) -.0345(2) .093(2) Uani d . 1 . N13 .0657(2) .4037(2) .23130(10) .0472(11) Uani d . 1 . N23 -.0319(2) .4604(2) .15360(10) .0509(11) Uani d . 1 . N33 -.2194(2) .4963(2) .1346(2) .0709(15) Uani d . 1 . O13 .2327(2) .6214(2) .13140(10) .0609(11) Uani d . 1 . C13 .0563(2) .4488(2) .1823(2) .0443(13) Uani d . 1 . C23 .1303(2) .4808(2) .15440(10) .0410(14) Uani d . 1 . C33 .2156(2) .4684(2) .18260(10) .0414(12) Uani d . 1 . C43 .2270(2) .4272(2) .23990(10) .0412(14) Uani d . 1 . C53 .1500(2) .3933(2) .2603(2) .0448(13) Uani d . 1 . C63 .1585(3) .3488(2) .3148(2) .0545(15) Uani d . 1 . C73 .2398(3) .3431(2) .3489(2) .0601(16) Uani d . 1 . C83 .3143(3) .3809(2) .3306(2) .0570(16) Uani d . 1 . C93 .3099(2) .4220(2) .2775(2) .0493(14) Uani d . 1 . C103 .1200(3) .5216(2) .0934(2) .0535(15) Uani d . 1 . C113 .1478(3) .6076(2) .0958(2) .0673(17) Uani d . 1 . C123 .2986(3) .5656(2) .1249(2) .0538(17) Uani d . 1 . C133 .3711(3) .5879(3) .0942(2) .0683(19) Uani d . 1 . C143 .4393(3) .5343(3) .0899(2) .079(2) Uani d . 1 . C153 .4361(3) .4609(3) .1156(2) .0652(18) Uani d . 1 . C163 .3649(2) .4399(2) .1462(2) .0522(15) Uani d . 1 . C173 .2946(2) .4922(2) .1518(2) .0445(13) Uani d . 1 . C183 -.0645(3) .5424(2) .1557(2) .0629(17) Uani d . 1 . C193 -.1529(3) .5501(3) .1154(2) .077(2) Uani d . 1 . C203 -.1864(3) .4161(3) .1324(2) .0675(17) Uani d . 1 . C213 -.0994(2) .4068(2) .1736(2) .0549(15) Uani d . 1 . C223 -.3043(3) .5046(3) .0947(2) .110(3) Uani d . 1 . H6A .0865(3) -.0013(2) -.0185(2) .063(2) Uiso d R 1 . H7A .1791(3) -.0256(2) -.0863(2) .063(2) Uiso d R 1 . H8A .3343(3) -.0163(2) -.0650(2) .063(2) Uiso d R 1 . H9A .3842(3) .0358(2) .0221(2) .063(2) Uiso d R 1 . H10A .3172(3) .0980(2) .2389(2) .063(2) Uiso d R 1 . H10B .2299(3) .1382(2) .2440(2) .063(2) Uiso d R 1 . H11A .2762(3) .2572(2) .2106(2) .063(2) Uiso d R 1 . H11B .3519(3) .2288(2) .2557(2) .063(2) Uiso d R 1 . H13A .5403(3) .2170(3) .1979(2) .063(2) Uiso d R 1 . H14A .6406(3) .1056(3) .1935(2) .063(2) Uiso d R 1 . H15A .5811(3) -.0112(3) .1582(2) .063(2) Uiso d R 1 . H16A .4343(3) -.0196(3) .1288(2) .063(2) Uiso d R 1 . H18A .1216(3) .2134(2) .2000(2) .063(2) Uiso d R 1 . H18B .0364(3) .2119(2) .1574(2) .063(2) Uiso d R 1 . H19A .0035(3) .2534(2) .2525(2) .063(2) Uiso d R 1 . H19B .0488(3) .1762(2) .2803(2) .063(2) Uiso d R 1 . H20A -.1116(3) .0481(3) .2097(2) .063(2) Uiso d R 1 . H20B -.0313(3) .0535(3) .2501(2) .063(2) Uiso d R 1 . H21A .0065(3) .0141(2) .1577(2) .063(2) Uiso d R 1 . H21B -.0371(3) .0859(2) .1299(2) .063(2) Uiso d R 1 . H22A -.1013(3) .1471(3) .3138(2) .090 Uiso d R 1 . H22B -.1763(3) .1284(3) .2790(2) .090 Uiso d R 1 . H22C -.1377(3) .2210(3) .2925(2) .090 Uiso d R 1 . H6B .7378(3) .8827(3) .2221(2) .063(2) Uiso d R 1 . H7B .8782(3) .8928(3) .2809(2) .063(2) Uiso d R 1 . H8B 1.0002(3) .8459(3) .2459(2) .063(2) Uiso d R 1 . H9B .9916(3) .7910(2) .1511(2) .063(2) Uiso d R 1 . H10C .6977(2) .7626(2) -.04857(15) .063(2) Uiso d R 1 . H10D .7876(2) .7898(2) -.05144(15) .063(2) Uiso d R 1 . H11C .7421(2) .6375(2) -.0357(2) .063(2) Uiso d R 1 . H11D .7952(2) .6630(2) -.0877(2) .063(2) Uiso d R 1 . H13B 1.0069(3) .6473(2) -.0655(2) .063(2) Uiso d R 1 . H14B 1.1214(3) .7372(3) -.0553(2) .063(2) Uiso d R 1 . H15B 1.1113(3) .8437(3) .0048(2) .063(2) Uiso d R 1 . H16B 1.0000(2) .8642(2) .0551(2) .063(2) Uiso d R 1 . H18C .5593(2) .6814(2) .0586(2) .063(2) Uiso d R 1 . H18D .6142(2) .6799(2) .0056(2) .063(2) Uiso d R 1 . H19C .5004(3) .7362(3) -.0554(2) .063(2) Uiso d R 1 . H19D .4681(3) .6628(3) -.0271(2) .063(2) Uiso d R 1 . H20C .4090(3) .8646(2) .0384(2) .063(2) Uiso d R 1 . H20D .4614(3) .8637(2) -.0156(2) .063(2) Uiso d R 1 . H21C .5549(2) .8900(2) .0697(2) .063(2) Uiso d R 1 . H21D .5217(2) .8067(2) .1008(2) .063(2) Uiso d R 1 . H22D .3166(3) .7021(3) -.0331(2) .090 Uiso d R 1 . H22E .3405(3) .7780(3) -.0725(2) .090 Uiso d R 1 . H22F .2927(3) .7871(3) -.0147(2) .090 Uiso d R 1 . H6C .1108(3) .3264(2) .3249(2) .063(2) Uiso d R 1 . H7C .2413(3) .3165(2) .3805(2) .063(2) Uiso d R 1 . H8C .3627(3) .3830(2) .3555(2) .063(2) Uiso d R 1 . H9C .3594(3) .4432(2) .2660(2) .063(2) Uiso d R 1 . H10E .0686(3) .5173(2) .0782(2) .063(2) Uiso d R 1 . H10F .1557(3) .4919(2) .0648(2) .063(2) Uiso d R 1 . H11E .1059(3) .6400(2) .1133(2) .063(2) Uiso d R 1 . H11F .1544(3) .6211(2) .0597(2) .063(2) Uiso d R 1 . H13C .3742(3) .6356(3) .0789(2) .063(2) Uiso d R 1 . H14C .4818(3) .5449(3) .0711(2) .063(2) Uiso d R 1 . H15C .4806(3) .4251(3) .1124(2) .063(2) Uiso d R 1 . H16C .3629(2) .3924(2) .1604(2) .063(2) Uiso d R 1 . H18E -.0210(3) .5816(2) .1461(2) .063(2) Uiso d R 1 . H18F -.0722(3) .5576(2) .1912(2) .063(2) Uiso d R 1 . H19E -.1730(3) .6031(3) .1185(2) .063(2) Uiso d R 1 . H19F -.1404(3) .5423(3) .0777(2) .063(2) Uiso d R 1 . H20E -.1794(3) .4036(3) .0913(2) .063(2) Uiso d R 1 . H20F -.2267(3) .3836(3) .1448(2) .063(2) Uiso d R 1 . H21E -.1097(2) .4150(2) .2149(2) .063(2) Uiso d R 1 . H21F -.0788(2) .3552(2) .1702(2) .063(2) Uiso d R 1 . H22G -.2986(3) .4969(3) .0541(2) .090 Uiso d R 1 . H22H -.3197(3) .5654(3) .1016(2) .090 Uiso d R 1 . H22I -.3433(3) .4732(3) .1053(2) .090 Uiso d R 1 . 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 OW .135(10) .194(13) .177(11) -.006(9) -.049(8) .063(9) N11 .055(2) .0431(19) .0428(18) .0020(17) .0021(16) .0023(16) N21 .055(2) .0399(19) .053(2) -.0006(17) .0054(17) -.0052(16) N31 .062(3) .081(3) .080(3) .005(2) .016(2) -.016(2) O11 .076(2) .0466(17) .0624(18) -.0103(16) .0085(16) -.0013(15) C11 .056(3) .039(2) .037(2) .003(2) .0049(19) .0026(18) C21 .057(3) .036(2) .036(2) .001(2) .0009(19) .0049(18) C31 .056(3) .038(2) .040(2) -.005(2) .0036(19) .0037(19) C41 .059(3) .033(2) .043(2) -.005(2) .008(2) .0030(18) C51 .058(3) .037(2) .046(2) .001(2) .006(2) .0005(19) C61 .059(3) .051(3) .051(3) -.007(2) .000(2) -.008(2) C71 .072(3) .070(3) .044(2) -.006(3) .004(2) -.008(2) C81 .072(3) .069(3) .048(3) -.005(3) .017(2) -.009(2) C91 .059(3) .054(3) .051(3) .001(2) .007(2) -.004(2) C101 .060(3) .053(3) .040(2) -.003(2) .0036(19) -.003(2) C111 .070(3) .056(3) .060(3) -.006(3) .000(2) -.012(2) C121 .060(3) .051(3) .047(2) -.010(2) .003(2) .001(2) C131 .068(3) .075(4) .065(3) -.023(3) .004(3) -.006(3) C141 .056(3) .099(4) .061(3) -.010(3) .002(2) -.005(3) C151 .062(3) .082(4) .048(3) .003(3) .007(2) .003(3) C161 .062(3) .063(3) .050(3) -.010(3) .006(2) .002(2) C171 .055(3) .048(2) .039(2) -.009(2) .0040(19) .0029(19) C181 .059(3) .050(3) .056(3) .001(2) .002(2) .002(2) C191 .075(3) .057(3) .056(3) .008(3) .010(2) -.007(2) C201 .060(3) .086(4) .072(3) -.012(3) .014(3) -.006(3) C211 .058(3) .057(3) .062(3) -.001(2) .005(2) -.006(2) C221 .100(4) .140(6) .143(5) -.024(4) .067(4) -.063(5) N12 .047(2) .057(2) .050(2) -.0055(17) .0079(16) -.0016(18) N22 .0335(18) .046(2) .057(2) -.0012(16) .0063(15) -.0053(17) N32 .039(2) .068(3) .073(2) -.0031(18) .0010(18) -.003(2) O12 .0526(17) .0417(15) .0592(17) -.0013(14) .0018(14) .0020(14) C12 .041(2) .048(3) .045(2) -.0017(19) .0020(19) .001(2) C22 .039(2) .040(2) .043(2) .0002(19) .0039(18) .0012(18) C32 .043(2) .041(2) .042(2) -.0018(19) .0051(18) .0036(19) C42 .046(2) .047(2) .042(2) -.008(2) .0048(19) .0047(19) C52 .050(3) .059(3) .044(2) -.005(2) .001(2) -.003(2) C62 .061(3) .087(3) .050(3) -.005(3) .009(2) -.016(3) C72 .074(3) .102(4) .040(2) -.020(3) .006(3) -.014(3) C82 .063(3) .091(4) .040(2) -.017(3) -.010(2) -.001(3) C92 .050(3) .061(3) .051(3) -.003(2) -.002(2) .001(2) C102 .044(2) .056(3) .041(2) .000(2) .0000(18) -.005(2) C112 .048(3) .062(3) .049(2) -.007(2) .004(2) -.012(2) C122 .043(2) .043(2) .042(2) -.002(2) -.0043(18) .0053(19) C132 .049(3) .063(3) .046(2) .008(2) .004(2) -.003(2) C142 .041(3) .084(3) .060(3) .008(3) .008(2) .007(3) C152 .039(2) .066(3) .070(3) -.010(2) .001(2) .015(3) C162 .044(2) .057(3) .056(2) -.002(2) .001(2) .002(2) C172 .040(2) .049(2) .036(2) -.002(2) -.0058(18) .0044(19) C182 .043(2) .048(3) .069(3) -.002(2) .005(2) .003(2) C192 .053(3) .065(3) .069(3) -.008(2) .005(2) -.004(3) C202 .049(3) .056(3) .081(3) .008(2) .007(2) -.004(3) C212 .044(2) .059(3) .075(3) -.002(2) .008(2) -.010(2) C222 .046(3) .112(4) .117(4) .000(3) -.012(3) -.005(4) N13 .047(2) .052(2) .0423(18) .0016(16) .0019(16) .0058(16) N23 .0414(19) .058(2) .052(2) .0072(18) .0002(16) .0072(18) N33 .045(2) .094(3) .075(3) .021(2) .0074(19) .013(2) O13 .076(2) .0481(17) .0571(18) -.0092(16) -.0016(16) .0063(14) C13 .046(2) .042(2) .044(2) -.0016(19) .0011(19) -.0043(19) C23 .047(2) .037(2) .038(2) -.0034(19) .0011(18) .0009(17) C33 .047(2) .038(2) .039(2) -.0069(19) .0037(18) -.0046(18) C43 .041(2) .036(2) .045(2) .0030(18) -.0035(18) -.0040(18) C53 .048(3) .044(2) .042(2) .003(2) .0008(19) -.0002(19) C63 .054(3) .057(3) .052(2) .001(2) .003(2) .008(2) C73 .072(3) .064(3) .043(2) .010(3) .000(2) .008(2) C83 .054(3) .064(3) .050(3) .005(2) -.009(2) .000(2) C93 .051(3) .047(2) .048(2) -.001(2) -.0057(19) -.003(2) C103 .059(3) .053(3) .046(2) -.001(2) -.004(2) .006(2) C113 .077(3) .055(3) .068(3) -.002(3) .001(3) .021(2) C123 .056(3) .053(3) .050(2) -.004(2) -.004(2) -.003(2) C133 .068(3) .072(3) .064(3) -.024(3) .003(3) .016(3) C143 .058(3) .107(4) .073(3) -.022(3) .007(3) .011(3) C153 .050(3) .079(4) .067(3) -.009(3) .007(2) -.010(3) C163 .043(2) .057(3) .057(3) -.007(2) .003(2) -.006(2) C173 .046(2) .044(2) .042(2) -.009(2) -.0008(19) -.004(2) C183 .062(3) .057(3) .071(3) .010(2) .011(2) .003(3) C193 .071(3) .077(3) .080(3) .033(3) .002(3) .011(3) C203 .042(3) .088(4) .072(3) .002(3) .004(2) -.000(3) C213 .039(2) .067(3) .058(3) -.000(2) .002(2) .009(2) C223 .055(3) .152(6) .120(4) .028(4) -.008(3) .029(4) 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 N11 C11 . 1.320(5) no N11 C51 . 1.372(5) no N21 C11 . 1.410(5) no N21 C181 . 1.463(5) no N21 C211 . 1.455(4) no N31 C191 . 1.452(5) no N31 C201 . 1.444(6) no N31 C221 . 1.463(6) no O11 C111 . 1.446(5) yes O11 C121 . 1.383(5) yes C11 C21 . 1.439(5) no C21 C31 . 1.377(5) yes C21 C101 . 1.510(5) yes C31 C41 . 1.430(6) no C31 C171 . 1.494(5) yes C41 C51 . 1.418(6) no C41 C91 . 1.412(7) no C51 C61 . 1.417(6) no C61 C71 . 1.351(7) no C71 C81 . 1.396(6) no C81 C91 . 1.372(6) no C101 C111 . 1.511(5) yes C121 C131 . 1.393(6) no C121 C171 . 1.388(5) yes C131 C141 . 1.377(7) no C141 C151 . 1.366(7) no C151 C161 . 1.386(6) no C161 C171 . 1.395(6) no C181 C191 . 1.516(7) no C201 C211 . 1.515(6) no N12 C12 . 1.322(5) no N12 C52 . 1.373(5) no N22 C12 . 1.414(4) no N22 C182 . 1.467(5) no N22 C212 . 1.459(5) no N32 C192 . 1.443(5) no N32 C202 . 1.451(5) no N32 C222 . 1.475(5) no O12 C112 . 1.443(4) yes O12 C122 . 1.389(4) yes C12 C22 . 1.438(5) no C22 C32 . 1.379(4) yes C22 C102 . 1.503(3) yes C32 C42 . 1.443(5) no C32 C172 . 1.489(4) yes C42 C52 . 1.399(6) no C42 C92 . 1.421(5) no C52 C62 . 1.419(6) no C62 C72 . 1.357(6) no C72 C82 . 1.382(7) no C82 C92 . 1.365(6) no C102 C112 . 1.508(5) yes C122 C132 . 1.378(5) no C122 C172 . 1.400(5) yes C132 C142 . 1.376(6) no C142 C152 . 1.382(7) no C152 C162 . 1.378(5) no C162 C172 . 1.383(5) no C182 C192 . 1.510(5) no C202 C212 . 1.517(5) no N13 C13 . 1.322(5) no N13 C53 . 1.367(4) no N23 C13 . 1.419(4) no N23 C183 . 1.476(5) no N23 C213 . 1.464(5) no N33 C193 . 1.449(6) no N33 C203 . 1.450(6) no N33 C223 . 1.477(5) no O13 C113 . 1.443(5) yes O13 C123 . 1.387(5) yes C13 C23 . 1.434(5) no C23 C33 . 1.379(4) yes C23 C103 . 1.510(5) yes C33 C43 . 1.441(4) no C33 C173 . 1.485(5) yes C43 C53 . 1.408(5) no C43 C93 . 1.423(4) no C53 C63 . 1.416(6) no C63 C73 . 1.367(6) no C73 C83 . 1.386(6) no C83 C93 . 1.361(6) no C103 C113 . 1.516(5) yes C123 C133 . 1.395(7) no C123 C173 . 1.383(5) yes C133 C143 . 1.380(7) no C143 C153 . 1.371(7) no C153 C163 . 1.372(6) no C163 C173 . 1.394(5) no C183 C193 . 1.523(6) no C203 C213 . 1.518(5) no C61 H6A . .909(6) no C71 H7A . .852(6) no C81 H8A . .910(6) no C91 H9A . .827(6) no C101 H10A . .953(5) no C101 H10B . .889(6) no C111 H11A . .961(6) no C111 H11B . .966(6) no C131 H13A . .951(7) no C141 H14A . .896(6) no C151 H15A . .857(7) no C161 H16A . .831(6) no C181 H18A . .906(6) no C181 H18B . .928(5) no C191 H19A . .960(6) no C191 H19B . .998(6) no C201 H20A . .931(6) no C201 H20B . .867(6) no C211 H21A . .940(6) no C211 H21B . .923(5) no C221 H22A . .835(7) no C221 H22B . .980(7) no C221 H22C . .951(8) no C62 H6B . .895(6) no C72 H7B . .865(6) no C82 H8B . .898(6) no C92 H9B . .899(6) no C102 H10C . .939(5) no C102 H10D . .901(5) no C112 H11C . .881(5) no C112 H11D . 1.003(5) no C132 H13B . .920(6) no C142 H14B . .873(6) no C152 H15B . .827(6) no C162 H16B . .877(6) no C182 H18C . .966(6) no C182 H18D . .916(5) no C192 H19C . .931(6) no C192 H19D . .877(6) no C202 H20C . .915(6) no C202 H20D . .968(6) no C212 H21C . 1.005(6) no C212 H21D . .964(6) no C222 H22D . .954(7) no C222 H22E . .932(7) no C222 H22F . .952(7) no C63 H6C . .862(6) no C73 H7C . .830(6) no C83 H8C . .864(5) no C93 H9C . .887(5) no C103 H10E . .811(5) no C103 H10F . 1.006(5) no C113 H11E . .948(6) no C113 H11F . .846(6) no C133 H13C . .881(7) no C143 H14C . .817(7) no C153 H15C . .911(6) no C163 H16C . .867(6) no C183 H18E . .971(6) no C183 H18F . .848(6) no C193 H19E . .952(7) no C193 H19F . .884(7) no C203 H20E . .951(6) no C203 H20F . .884(6) no C213 H21E . .952(5) no C213 H21F . .932(6) no C223 H22G . .922(7) no C223 H22H . 1.070(8) no C223 H22I . .843(7) no _cod_database_code 2006323