#------------------------------------------------------------------------------ #$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: svn://www.crystallography.net/cod/cif/2/2200182.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_2200182 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2001 _journal_volume 57 _journal_page_first o185 _journal_page_last o186 _publ_section_title ; 5,5-Dimethyl-3-[(5-phenyl-1H-pyrazol-3-yl)amino]cyclohex-2-en-1-one ; loop_ _publ_author_name 'Quesada, Antonio' 'Cannon, Debbie' 'Quiroga, Jairo' 'Insuasty, Braulio' 'Abonia, Rodrigo' "Mej\'ia, Diana" 'Cobo, Justo' 'Nogueras, Manuel' "S\'anchez, Adolfo" 'Low, John Nicolson' _chemical_formula_moiety 'C17 H19 N3 O' _chemical_formula_sum 'C17 H19 N3 O' _chemical_formula_weight 281.35 _chemical_melting_point 502 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P n a 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y+1/2, 1/2+z' 'x+1/2, -y+1/2, z' _cell_length_a 19.0427(2) _cell_length_b 9.6024(4) _cell_length_c 16.6135(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3037.87(18) _cell_formula_units_Z 8 _cell_measurement_temperature 150.0(10) _exptl_crystal_density_diffrn 1.230 _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 O11 .43205(11) .9588(2) .35740(13) .0273(5) Uani d . 1 . . O C11 .39797(16) .8887(3) .40828(17) .0232(6) Uani d . 1 . . C C12 .40734(16) .7438(3) .41596(18) .0226(6) Uani d . 1 . . C C13 .37079(16) .6666(3) .47159(18) .0218(6) Uani d . 1 . . C N131 .37156(13) .5258(2) .47312(15) .0241(5) Uani d . 1 . . N C131 .39220(15) .4387(3) .40949(17) .0209(6) Uani d . 1 . . C N132 .40434(13) .3058(2) .42599(15) .0220(5) Uani d . 1 . . N N133 .41568(13) .2471(2) .35219(15) .0226(6) Uani d . 1 . . N C134 .41072(16) .3413(3) .29241(18) .0220(6) Uani d . 1 . . C C135 .39547(16) .4671(3) .32706(19) .0267(7) Uani d . 1 . . C C136 .41849(17) .3049(3) .20609(19) .0251(7) Uani d . 1 . . C C137 .4437(2) .4051(3) .1532(2) .0359(8) Uani d . 1 . . C C138 .4502(2) .3747(4) .0724(2) .0390(8) Uani d . 1 . . C C139 .43195(19) .2459(4) .0441(2) .0351(8) Uani d . 1 . . C C140 .40623(19) .1452(4) .0958(2) .0359(8) Uani d . 1 . . C C141 .39987(18) .1756(3) .1777(2) .0304(7) Uani d . 1 . . C C14 .32420(16) .7331(3) .53332(18) .0244(7) Uani d . 1 . . C C15 .33307(16) .8909(3) .54219(18) .0255(7) Uani d . 1 . . C C151 .39773(19) .9228(4) .5944(2) .0366(8) Uani d . 1 . . C C152 .26719(19) .9511(4) .5812(2) .0391(8) Uani d . 1 . . C C16 .34300(17) .9583(3) .45944(18) .0265(7) Uani d . 1 . . C O21 .69341(10) .6159(2) .10657(12) .0266(5) Uani d . 1 . . O C21 .66100(15) .6801(3) .16107(17) .0219(6) Uani d . 1 . . C C22 .58770(15) .6998(3) .15888(19) .0229(6) Uani d . 1 . . C C23 .55399(15) .7785(3) .21568(18) .0209(6) Uani d . 1 . . C N231 .48568(13) .8134(2) .21422(15) .0232(5) Uani d . 1 . . N N232 .37032(13) .8184(3) .16981(15) .0244(5) Uani d . 1 . . N N233 .33641(13) .8079(3) .09820(15) .0254(6) Uani d . 1 . . N C231 .43769(15) .7993(3) .15071(18) .0218(6) Uani d . 1 . . C C24 .59347(16) .8389(3) .28614(19) .0247(7) Uani d . 1 . . C C25 .66017(16) .7600(3) .30760(19) .0260(7) Uani d . 1 . . C C251 .6420(2) .6184(3) .3448(2) .0377(8) Uani d . 1 . . C C252 .70371(18) .8460(4) .3665(2) .0364(8) Uani d . 1 . . C C26 .70245(18) .7395(4) .23038(19) .0305(7) Uani d . 1 . . C C235 .44743(16) .7757(3) .06796(18) .0236(7) Uani d . 1 . . C C234 .38061(15) .7818(3) .03598(19) .0230(6) Uani d . 1 . . C C236 .35724(17) .7682(3) -.04747(18) .0239(7) Uani d . 1 . . C C237 .40750(18) .7598(4) -.1087(2) .0327(8) Uani d . 1 . . C C238 .38757(19) .7458(4) -.1882(2) .0351(8) Uani d . 1 . . C C239 .31734(19) .7380(3) -.2083(2) .0327(8) Uani d . 1 . . C C240 .26703(17) .7467(3) -.1487(2) .0323(7) Uani d . 1 . . C C241 .28650(17) .7621(3) -.06840(19) .0277(7) Uani d . 1 . . C H12 .4399 .6980 .3816 .027 Uiso calc R 1 . . H H131 .3579 .4852 .5180 .029 Uiso calc R 1 . . H H133 .4251 .1583 .3446 .027 Uiso calc R 1 . . H H135 .3886 .5540 .3010 .032 Uiso calc R 1 . . H H137 .4564 .4947 .1727 .043 Uiso calc R 1 . . H H138 .4674 .4434 .0362 .047 Uiso calc R 1 . . H H139 .4370 .2254 -.0115 .042 Uiso calc R 1 . . H H140 .3930 .0563 .0758 .043 Uiso calc R 1 . . H H141 .3827 .1068 .2138 .037 Uiso calc R 1 . . H H14B .3335 .6891 .5861 .029 Uiso calc R 1 . . H H14D .2747 .7133 .5191 .029 Uiso calc R 1 . . H H15E .4060 1.0235 .5953 .055 Uiso calc R 1 . . H H15F .4389 .8756 .5719 .055 Uiso calc R 1 . . H H15G .3895 .8896 .6494 .055 Uiso calc R 1 . . H H15H .2715 1.0526 .5847 .059 Uiso calc R 1 . . H H15I .2617 .9121 .6353 .059 Uiso calc R 1 . . H H15J .2261 .9272 .5485 .059 Uiso calc R 1 . . H H16A .2976 .9562 .4303 .032 Uiso calc R 1 . . H H16B .3562 1.0572 .4671 .032 Uiso calc R 1 . . H H22 .5611 .6575 .1171 .027 Uiso calc R 1 . . H H231 .4689 .8499 .2589 .028 Uiso calc R 1 . . H H233 .2907 .8171 .0927 .031 Uiso calc R 1 . . H H24C .5621 .8398 .3337 .030 Uiso calc R 1 . . H H24D .6059 .9366 .2736 .030 Uiso calc R 1 . . H H25B .6854 .5676 .3567 .056 Uiso calc R 1 . . H H25F .6136 .5645 .3067 .056 Uiso calc R 1 . . H H25G .6155 .6326 .3946 .056 Uiso calc R 1 . . H H25H .6780 .8560 .4173 .055 Uiso calc R 1 . . H H25I .7126 .9383 .3435 .055 Uiso calc R 1 . . H H25J .7485 .7989 .3767 .055 Uiso calc R 1 . . H H26A .7221 .8306 .2138 .037 Uiso calc R 1 . . H H26B .7424 .6767 .2420 .037 Uiso calc R 1 . . H H235 .4903 .7593 .0403 .028 Uiso calc R 1 . . H H237 .4560 .7638 -.0954 .039 Uiso calc R 1 . . H H238 .4223 .7415 -.2291 .042 Uiso calc R 1 . . H H239 .3037 .7267 -.2629 .039 Uiso calc R 1 . . H H240 .2187 .7423 -.1626 .039 Uiso calc R 1 . . H H241 .2515 .7684 -.0278 .033 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 O11 .0321(12) .0237(10) .0261(11) -.0025(9) .0069(9) .0007(9) C11 .0300(17) .0257(15) .0140(14) -.0001(13) -.0024(12) -.0019(11) C12 .0253(16) .0248(15) .0176(15) .0024(12) .0024(12) -.0020(11) C13 .0254(16) .0251(15) .0148(13) .0026(13) -.0022(12) -.0003(11) N131 .0323(15) .0258(13) .0143(11) -.0005(11) .0031(11) .0001(10) C131 .0228(15) .0203(14) .0197(15) -.0008(11) -.0019(11) .0002(12) N132 .0200(13) .0234(12) .0225(13) .0008(10) .0002(10) -.0027(11) N133 .0251(14) .0222(13) .0205(13) .0012(10) .0011(11) -.0028(10) C134 .0220(16) .0232(15) .0209(15) -.0020(12) .0025(12) -.0023(12) C135 .0344(18) .0221(15) .0237(15) -.0006(13) .0023(12) .0012(12) C136 .0281(18) .0256(15) .0215(15) .0030(13) .0017(12) -.0001(12) C137 .051(2) .0284(17) .0279(18) -.0068(15) .0043(15) .0006(14) C138 .051(2) .041(2) .0246(17) -.0066(17) .0050(15) .0056(15) C139 .043(2) .042(2) .0212(16) .0069(15) -.0003(15) -.0023(13) C140 .047(2) .0320(18) .0291(18) .0004(15) -.0023(15) -.0079(15) C141 .039(2) .0263(16) .0262(17) .0002(14) .0028(13) -.0030(13) C14 .0282(17) .0296(16) .0156(14) -.0001(13) .0017(12) -.0001(12) C15 .0298(17) .0274(16) .0194(15) .0014(13) .0030(13) -.0025(12) C151 .048(2) .036(2) .0252(17) -.0056(15) -.0048(15) -.0060(14) C152 .048(2) .0367(18) .0324(18) .0099(16) .0150(16) .0005(15) C16 .0313(17) .0238(15) .0244(16) .0035(13) .0055(13) .0023(12) O21 .0198(11) .0402(13) .0199(10) .0047(9) -.0008(8) -.0060(9) C21 .0204(15) .0270(15) .0184(14) .0004(12) .0009(12) .0003(12) C22 .0211(15) .0277(15) .0198(14) -.0008(13) -.0008(12) -.0030(12) C23 .0182(15) .0226(14) .0220(15) -.0012(12) .0007(11) .0028(12) N231 .0219(13) .0290(13) .0187(12) .0021(10) .0002(10) -.0037(10) N232 .0179(13) .0326(13) .0225(13) -.0004(11) -.0008(10) .0006(11) N233 .0160(13) .0377(15) .0226(13) -.0023(11) .0013(10) -.0013(11) C231 .0197(16) .0252(14) .0205(15) -.0003(12) -.0009(12) -.0010(12) C24 .0244(16) .0288(16) .0208(15) -.0004(12) -.0009(12) -.0052(12) C25 .0254(17) .0331(17) .0195(16) .0045(13) -.0018(12) -.0028(12) C251 .049(2) .0369(19) .0267(17) .0098(16) -.0016(16) .0052(14) C252 .0316(19) .051(2) .0262(17) .0056(15) -.0068(14) -.0105(15) C26 .0231(17) .0470(19) .0215(17) .0029(14) -.0026(13) -.0016(13) C235 .0175(15) .0289(16) .0245(16) .0014(12) .0012(12) -.0015(12) C234 .0184(16) .0247(15) .0258(16) .0002(12) .0006(13) -.0018(13) C236 .0215(16) .0271(15) .0232(16) -.0003(12) -.0021(12) .0014(12) C237 .0202(17) .053(2) .0250(17) -.0031(14) .0007(14) .0004(14) C238 .0292(19) .052(2) .0238(17) .0026(16) .0037(14) .0000(15) C239 .037(2) .0409(19) .0204(16) -.0004(15) -.0036(14) .0014(14) C240 .0218(17) .0445(19) .0307(18) -.0019(14) -.0052(14) .0034(15) C241 .0222(16) .0350(17) .0260(16) .0006(13) -.0020(13) .0025(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 O11 C11 . 1.260(4) no C11 C12 . 1.409(4) no C11 C16 . 1.505(4) no C12 C13 . 1.374(4) no C12 H12 . .9500 no C13 N131 . 1.353(4) yes C13 C14 . 1.499(4) no N131 C131 . 1.404(4) yes N131 H131 . .8800 no C131 N132 . 1.325(4) yes C131 C135 . 1.398(4) no N132 N133 . 1.367(4) yes N133 C134 . 1.347(4) yes N133 H133 . .8800 no C134 C135 . 1.369(4) no C134 C136 . 1.483(4) no C135 H135 . .9500 no C136 C141 . 1.375(5) no C136 C137 . 1.389(5) no C137 C138 . 1.380(5) no C137 H137 . .9500 no C138 C139 . 1.367(5) no C138 H138 . .9500 no C139 C140 . 1.383(5) no C139 H139 . .9500 no C140 C141 . 1.397(5) no C140 H140 . .9500 no C141 H141 . .9500 no C14 C15 . 1.531(4) no C14 H14B . .9900 no C14 H14D . .9900 no C15 C152 . 1.525(4) no C15 C16 . 1.531(4) no C15 C151 . 1.537(4) no C151 H15E . .9800 no C151 H15F . .9800 no C151 H15G . .9800 no C152 H15H . .9800 no C152 H15I . .9800 no C152 H15J . .9800 no C16 H16A . .9900 no C16 H16B . .9900 no O21 C21 . 1.257(3) no C21 C22 . 1.409(4) no C21 C26 . 1.508(4) no C22 C23 . 1.369(4) no C22 H22 . .9500 no C23 N231 . 1.344(4) no C23 C24 . 1.507(4) no N231 C231 . 1.402(4) yes N231 H231 . .8800 no N232 C231 . 1.334(4) yes N232 N233 . 1.357(3) yes N233 C234 . 1.356(4) yes N233 H233 . .8800 no C231 C235 . 1.405(4) no C24 C25 . 1.521(4) no C24 H24C . .9900 no C24 H24D . .9900 no C25 C252 . 1.526(4) no C25 C251 . 1.532(5) no C25 C26 . 1.527(5) no C251 H25B . .9800 no C251 H25F . .9800 no C251 H25G . .9800 no C252 H25H . .9800 no C252 H25I . .9800 no C252 H25J . .9800 no C26 H26A . .9900 no C26 H26B . .9900 no C235 C234 . 1.380(4) no C235 H235 . .9500 no C234 C236 . 1.462(4) no C236 C241 . 1.392(4) no C236 C237 . 1.399(4) no C237 C238 . 1.381(5) no C237 H237 . .9500 no C238 C239 . 1.381(5) no C238 H238 . .9500 no C239 C240 . 1.380(5) no C239 H239 . .9500 no C240 C241 . 1.393(5) no C240 H240 . .9500 no C241 H241 . .9500 no