#------------------------------------------------------------------------------ #$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2200174.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_2200174 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2001 _journal_volume 57 _journal_page_first o154 _journal_page_last o156 _publ_section_title ; 4-(4-Methoxyphenyl)-3,7,7-trimethyl-4,7,8,9-tetrahydro-2H-pyrazolo[3,4-b]- quinolin-5(6H)-one ; _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 'Cannon, Debbie' 'Quesada, Antonio' 'Quiroga, Jairo' "Mej\'ia, Diana" 'Insuasty, Braulio' 'Abonia, Rodrigo' 'Cobo, Justo' 'Nogueras, Manuel' "S\'anchez, Adolfo" 'Low, John Nicolson' _chemical_formula_moiety 'C20 H23 N3 O2' _chemical_formula_sum 'C20 H23 N3 O2' _chemical_formula_weight 337.41 _chemical_melting_point 570 _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 8.5820(3) _cell_length_b 14.7031(5) _cell_length_c 14.5369(8) _cell_angle_alpha 90.00 _cell_angle_beta 106.0610(15) _cell_angle_gamma 90.00 _cell_volume 1762.70(13) _cell_formula_units_Z 4 _cell_measurement_temperature 150.0(10) _exptl_crystal_density_diffrn 1.271 _diffrn_ambient_temperature 150.0(10) 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 .96978(18) .49548(9) .87356(10) .0255(4) Uani d . 1 . . N N2 .93258(18) .50561(9) .77707(10) .0249(4) Uani d . 1 . . N C3 .8362(2) .43944(12) .72831(13) .0244(4) Uani d . 1 A . C C31 .7756(3) .44108(14) .62201(14) .0348(5) Uani d . 1 . . C C3A .8090(2) .38006(11) .79599(12) .0223(4) Uani d . 1 . . C C4A .6997(2) .27021(11) .88876(12) .0215(4) Uani d . 1 . . C C4 .7353(10) .2850(5) .7912(7) .0263(6) Uani d PD .65 A 1 C C41 .8440(6) .2109(3) .7696(3) .0211(11) Uani d PD .65 A 1 C C42 .8013(4) .1640(2) .6848(2) .0263(6) Uani d P .65 A 1 C C43 .8989(12) .0964(9) .6615(10) .024(2) Uani d P .65 A 1 C C44 1.0489(4) .0785(2) .7300(2) .0259(7) Uani d P .65 A 1 C C45 1.0950(4) .12531(19) .8160(2) .0291(7) Uani d P .65 A 1 C C46 .9925(4) .1902(2) .8356(3) .0261(7) Uani d P .65 A 1 C C47 1.1192(12) -.0368(6) .6313(5) .0367(13) Uani d P .65 A 1 C O44 1.1610(3) .01536(14) .71755(15) .0354(5) Uani d P .65 A 1 O C420 .7103(15) .2958(8) .7904(10) .0128(16) Uani d PD .35 A 2 C O424 .9848(5) .0242(2) .6046(3) .0354(5) Uani d P .35 A 2 O C421 .7838(9) .2220(6) .7422(6) .0177(19) Uani d PD .35 A 2 C C422 .7256(6) .2043(3) .6442(4) .0215(11) Uani d P .35 A 2 C C423 .7955(6) .1383(3) .6000(4) .0212(11) Uani d P .35 A 2 C C424 .936(3) .0882(17) .6586(19) .023(3) Uani d P .35 A 2 C C425 .9869(8) .1032(4) .7527(4) .0259(13) Uani d P .35 A 2 C C426 .9144(9) .1709(5) .7944(5) .0230(13) Uani d P .35 A 2 C C427 1.106(2) -.0355(13) .6578(11) .0367(13) Uani d P .35 A 2 C C5 .5831(2) .20123(11) .89343(13) .0223(4) Uani d . 1 A . C O51 .50282(15) .16087(8) .82068(9) .0282(3) Uani d . 1 . . O C6 .5555(2) .17944(12) .98899(13) .0260(4) Uani d . 1 . . C C7 .7037(2) .19394(11) 1.07461(13) .0245(4) Uani d . 1 A . C C71 .6596(3) .18323(13) 1.16879(14) .0318(5) Uani d . 1 . . C C72 .8362(2) .12516(12) 1.07198(14) .0309(5) Uani d . 1 . . C C8 .7618(2) .29165(11) 1.06745(12) .0252(4) Uani d . 1 . . C C8A .7827(2) .31422(11) .97077(13) .0223(4) Uani d . 1 A . C C9A .8924(2) .41878(11) .88289(12) .0221(4) Uani d . 1 A . C N9 .88769(18) .38308(9) .97035(10) .0248(4) Uani d . 1 . . N H2 .9681 .5511 .7491 .030 Uiso calc R 1 . . H H31A .7698 .3788 .5973 .052 Uiso calc R 1 . . H H31B .8497 .4770 .5959 .052 Uiso calc R 1 . . H H31C .6674 .4686 .6028 .052 Uiso calc R 1 . . H H4 .6302 .2844 .7398 .032 Uiso calc PR .65 A 1 H H42 .7008 .1779 .6398 .032 Uiso calc PR .65 A 1 H H43 .8662 .0641 .6026 .029 Uiso calc PR .65 A 1 H H45 1.1963 .1129 .8611 .035 Uiso calc PR .65 A 1 H H46 1.0233 .2215 .8951 .031 Uiso calc PR .65 A 1 H H17A 1.2152 -.0694 .6248 .055 Uiso calc PR .33 A 1 H H17B 1.0794 .0039 .5764 .055 Uiso calc PR .33 A 1 H H17C 1.0343 -.0806 .6335 .055 Uiso calc PR .33 A 1 H H17D 1.0041 -.0280 .5983 .055 Uiso calc PR .33 A 1 H H17E 1.1399 -.1013 .6467 .055 Uiso calc PR .33 A 1 H H17F 1.1850 -.0168 .5897 .055 Uiso calc PR .33 A 1 H H420 .5982 .3087 .7493 .015 Uiso calc PR .35 A 2 H H422 .6360 .2382 .6069 .026 Uiso calc PR .35 A 2 H H423 .7537 .1260 .5336 .025 Uiso calc PR .35 A 2 H H425 1.0730 .0679 .7914 .031 Uiso calc PR .35 A 2 H H426 .9560 .1823 .8611 .028 Uiso calc PR .35 A 2 H H27G 1.1354 -.0792 .6143 .055 Uiso calc PR .18 A 2 H H27H 1.0654 -.0683 .7050 .055 Uiso calc PR .18 A 2 H H27I 1.2026 -.0003 .6908 .055 Uiso calc PR .18 A 2 H H27J 1.1336 -.0194 .7258 .055 Uiso calc PR .18 A 2 H H27K 1.2035 -.0303 .6351 .055 Uiso calc PR .18 A 2 H H27L 1.0663 -.0982 .6492 .055 Uiso calc PR .18 A 2 H H6A .5208 .1152 .9885 .031 Uiso calc R 1 A . H H6B .4657 .2179 .9975 .031 Uiso calc R 1 . . H H71A .7532 .1995 1.2222 .048 Uiso calc R 1 A . H H71B .6289 .1200 1.1759 .048 Uiso calc R 1 . . H H71C .5684 .2234 1.1687 .048 Uiso calc R 1 . . H H72A .8675 .1328 1.0125 .046 Uiso calc R 1 A . H H72B .7952 .0633 1.0749 .046 Uiso calc R 1 . . H H72C .9309 .1353 1.1269 .046 Uiso calc R 1 . . H H8A .6825 .3344 1.0818 .030 Uiso calc R 1 A . H H8B .8667 .3006 1.1165 .030 Uiso calc R 1 . . H H9 .9512 .4045 1.0242 .030 Uiso calc R 1 A . 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 .0316(9) .0218(8) .0238(9) -.0019(6) .0089(7) .0022(6) N2 .0310(9) .0211(7) .0244(9) -.0009(6) .0104(7) .0026(6) C3 .0251(10) .0244(9) .0248(10) .0014(7) .0089(8) .0002(7) C31 .0405(12) .0388(11) .0254(11) -.0068(9) .0094(9) .0023(8) C3A .0254(9) .0209(9) .0215(10) -.0006(7) .0078(8) -.0001(7) C4A .0252(9) .0198(9) .0210(10) .0000(7) .0089(7) -.0009(7) C4 .0264(15) .0275(15) .0258(15) -.0055(12) .0087(12) -.0036(13) C41 .025(3) .021(2) .019(3) -.003(2) .009(2) .000(2) C42 .0264(15) .0275(15) .0258(15) -.0055(12) .0087(12) -.0036(13) C43 .018(5) .026(3) .030(3) -.004(3) .010(3) -.007(2) C44 .0303(19) .0201(15) .0309(19) -.0009(14) .0147(16) -.0009(13) C45 .0282(16) .0302(16) .0273(17) .0027(13) .0048(14) .0020(12) C46 .0304(19) .0266(17) .0225(18) .0026(14) .0095(15) -.0025(13) C47 .043(2) .0323(12) .040(5) .0062(12) .022(3) -.006(3) O44 .0403(11) .0314(10) .0356(11) .0097(8) .0125(9) -.0046(8) C420 .021(5) .009(3) .011(3) .005(2) .009(3) -.002(2) O424 .0403(11) .0314(10) .0356(11) .0097(8) .0125(9) -.0046(8) C421 .015(5) .018(3) .020(5) -.002(3) .006(3) -.001(3) C422 .022(3) .019(2) .021(3) .001(2) .002(2) .005(2) C423 .027(3) .022(2) .016(3) -.001(2) .008(2) -.005(2) C424 .013(7) .020(4) .039(6) .009(4) .014(5) .011(4) C425 .031(4) .022(3) .028(4) .009(3) .014(3) .005(2) C426 .022(4) .029(4) .015(3) -.002(3) -.001(3) .002(3) C427 .043(2) .0323(12) .040(5) .0062(12) .022(3) -.006(3) C5 .0213(9) .0194(8) .0270(10) .0036(7) .0080(8) -.0015(7) O51 .0279(7) .0267(7) .0297(8) -.0049(5) .0077(6) -.0066(5) C6 .0301(10) .0231(9) .0277(10) -.0026(7) .0126(8) -.0005(7) C7 .0311(10) .0210(9) .0240(10) .0006(7) .0123(8) .0001(7) C71 .0429(12) .0279(10) .0281(11) -.0014(9) .0156(9) .0022(8) C72 .0372(11) .0253(10) .0311(11) .0051(8) .0110(9) .0002(8) C8 .0343(11) .0210(9) .0217(10) -.0014(8) .0098(8) -.0027(7) C8A .0255(10) .0176(8) .0248(10) .0023(7) .0087(8) .0002(7) C9A .0251(9) .0175(8) .0236(10) .0010(7) .0069(8) .0001(7) N9 .0316(9) .0219(7) .0189(8) -.0061(6) .0036(6) -.0014(6) 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 C9A . 1.335(2) yes N1 N2 . 1.358(2) yes N2 C3 . 1.345(2) yes N2 H2 . .8800 no C3 C3A . 1.383(2) no C3 C31 . 1.488(3) no C31 H31A . .9800 no C31 H31B . .9800 no C31 H31C . .9800 no C3A C9A . 1.390(2) no C3A C420 . 1.490(15) no C3A C4 . 1.528(9) no C4A C8A . 1.370(2) no C4A C5 . 1.439(2) no C4A C420 . 1.505(14) no C4A C4 . 1.547(10) no C4 C41 . 1.521(4) no C4 H4 . 1.0000 no C41 C42 . 1.371(5) no C41 C46 . 1.401(5) no C42 C43 . 1.400(11) no C42 H42 . .9500 no C43 C44 . 1.418(13) no C43 H43 . .9500 no C44 O44 . 1.384(4) no C44 C45 . 1.386(4) no C45 C46 . 1.381(4) no C45 H45 . .9500 no C46 H46 . .9500 no C47 O44 . 1.428(8) no C47 H17A . .9800 no C47 H17B . .9800 no C47 H17C . .9800 no C47 H17D . .9800 no C47 H17E . .9800 no C47 H17F . .9800 no C420 C421 . 1.520(5) no C420 H420 . 1.0000 no O424 C424 . 1.37(2) no O424 C427 . 1.42(2) no C421 C426 . 1.388(8) no C421 C422 . 1.398(10) no C422 C423 . 1.388(7) no C422 H422 . .9500 no C423 C424 . 1.47(2) no C423 H423 . .9500 no C424 C425 . 1.33(3) no C425 C426 . 1.398(9) no C425 H425 . .9500 no C426 H426 . .9500 no C427 H27G . .9800 no C427 H27H . .9800 no C427 H27I . .9800 no C427 H27J . .9800 no C427 H27K . .9800 no C427 H27L . .9800 no C5 O51 . 1.242(2) no C5 C6 . 1.507(2) no C6 C7 . 1.528(3) no C6 H6A . .9900 no C6 H6B . .9900 no C7 C71 . 1.526(2) no C7 C72 . 1.531(2) no C7 C8 . 1.534(2) no C71 H71A . .9800 no C71 H71B . .9800 no C71 H71C . .9800 no C72 H72A . .9800 no C72 H72B . .9800 no C72 H72C . .9800 no C8 C8A . 1.502(2) no C8 H8A . .9900 no C8 H8B . .9900 no C8A N9 . 1.357(2) yes C9A N9 . 1.386(2) yes N9 H9 . .8800 no _cod_database_code 2200174