#------------------------------------------------------------------------------ #$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2012434.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_2012434 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2002 _journal_volume 58 _journal_page_first o42 _journal_page_last o45 _publ_section_title ; A comparison of the supramolecular structures of 1-(6-amino-1,3-benzodioxol-5-yl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one and 1-(6-amino-1,3-benzodioxol-5-yl)-3-[4-(N,N-dimethylamino)phenyl]prop-2-en-1-one ; loop_ _publ_author_name 'Low, John N.' 'Cobo, Justo' 'Nogueras, Manuel' "S\'anchez, Adolfo" 'Albornoz, Andrea' 'Abonia, Rodrigo' _chemical_formula_moiety 'C18 H18 N2 O3' _chemical_formula_sum 'C18 H18 N2 O3' _chemical_formula_weight 310.34 _chemical_melting_point 435 _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 9.5849(2) _cell_length_b 12.3218(4) _cell_length_c 13.3304(4) _cell_angle_alpha 83.4617(14) _cell_angle_beta 80.2411(17) _cell_angle_gamma 85.7271(16) _cell_volume 1539.04(8) _cell_formula_units_Z 4 _cell_measurement_temperature 150.0(10) _exptl_crystal_density_diffrn 1.339 _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 -.02777(11) .75297(9) .87894(8) .0362(3) Uani d . 1 . . O C12 -.01144(17) .65439(14) .94317(13) .0349(4) Uani d . 1 . . C O13 .13044(11) .60803(9) .91563(8) .0324(3) Uani d . 1 . . O C13a .18474(15) .66717(12) .82576(11) .0257(3) Uani d . 1 . . C C14 .30993(15) .64707(12) .76417(11) .0276(3) Uani d . 1 . . C C15 .34538(15) .72053(12) .67488(11) .0259(3) Uani d . 1 . . C N15 .47153(13) .69853(11) .61323(10) .0333(3) Uani d . 1 . . N C16 .25060(15) .81109(11) .65143(11) .0237(3) Uani d . 1 . . C C17 .12044(16) .82630(12) .71898(11) .0270(3) Uani d . 1 . . C C17a .09087(15) .75469(12) .80356(12) .0266(3) Uani d . 1 . . C C18 .28570(16) .88751(12) .55863(11) .0261(3) Uani d . 1 . . C O18 .39602(11) .87251(9) .49523(8) .0306(3) Uani d . 1 . . O C19 .19130(16) .98540(12) .54110(12) .0274(3) Uani d . 1 . . C C110 .22813(16) 1.06686(12) .46786(12) .0281(3) Uani d . 1 . . C C111 .14871(16) 1.17030(12) .44964(12) .0267(3) Uani d . 1 . . C C112 .02860(16) 1.20526(12) .51632(12) .0283(3) Uani d . 1 . . C C113 -.04435(16) 1.30398(12) .49728(12) .0281(3) Uani d . 1 . . C C114 -.00003(15) 1.37594(12) .40891(12) .0269(3) Uani d . 1 . . C N141 -.07035(14) 1.47595(11) .39143(10) .0320(3) Uani d . 1 . . N C142 -.20735(17) 1.50204(14) .45120(14) .0376(4) Uani d . 1 . . C C143 -.02794(18) 1.54618(13) .29822(13) .0373(4) Uani d . 1 . . C C115 .11977(16) 1.34160(13) .34170(12) .0291(4) Uani d . 1 . . C C116 .19116(16) 1.24217(12) .36211(12) .0290(4) Uani d . 1 . . C O21 .13133(15) .90490(9) .04973(10) .0502(4) Uani d . 1 . . O C22 .0878(2) 1.00143(14) .09912(14) .0450(5) Uani d . 1 . . C O23 .16077(14) .99874(9) .18490(9) .0467(3) Uani d . 1 . . O C23a .21602(17) .89328(12) .19967(12) .0320(4) Uani d . 1 . . C C24 .28336(17) .84841(13) .27696(12) .0304(4) Uani d . 1 . . C C25 .33276(15) .73703(12) .27643(11) .0253(3) Uani d . 1 . . C N25 .39928(14) .69207(11) .35479(10) .0324(3) Uani d . 1 . . N C26 .31367(15) .67600(12) .19510(11) .0239(3) Uani d . 1 . . C C27 .24427(16) .72964(12) .11530(11) .0284(3) Uani d . 1 . . C C27a .19712(17) .83555(13) .11942(12) .0312(4) Uani d . 1 . . C C28 .35989(14) .56004(12) .19606(11) .0237(3) Uani d . 1 . . C O28 .40653(11) .50868(8) .27099(8) .0285(3) Uani d . 1 . . O C29 .35032(15) .50120(12) .10696(11) .0258(3) Uani d . 1 . . C C210 .37997(15) .39319(12) .10832(11) .0250(3) Uani d . 1 . . C C211 .37359(15) .32496(12) .02711(11) .0255(3) Uani d . 1 . . C C212 .33357(15) .36544(12) -.06698(12) .0268(3) Uani d . 1 . . C C213 .32193(16) .29851(13) -.14029(12) .0309(4) Uani d . 1 . . C C214 .35218(17) .18441(13) -.12406(14) .0365(4) Uani d . 1 . . C N241 .34161(19) .11719(13) -.19717(14) .0573(5) Uani d . 1 . . N C242 .2858(2) .15843(17) -.28887(16) .0574(6) Uani d . 1 . . C C243 .3883(2) .00276(15) -.18392(17) .0534(5) Uani d . 1 . . C C215 .39294(19) .14362(13) -.03017(14) .0405(4) Uani d . 1 . . C C216 .40253(18) .21184(13) .04283(13) .0342(4) Uani d . 1 . . C H12A -.0812 .6023 .9344 .042 Uiso calc R 1 . . H H12B -.0279 .6695 1.0157 .042 Uiso calc R 1 . . H H14 .3716 .5860 .7803 .033 Uiso calc R 1 . . H H15A .5067 .7448 .5614 .040 Uiso d R 1 . . H H15B .5298 .6475 .6375 .040 Uiso d R 1 . . H H17 .0553 .8858 .7049 .032 Uiso calc R 1 . . H H19 .1011 .9910 .5832 .033 Uiso calc R 1 . . H H110 .3152 1.0558 .4232 .034 Uiso calc R 1 . . H H112 -.0035 1.1592 .5767 .034 Uiso calc R 1 . . H H113 -.1257 1.3241 .5442 .034 Uiso calc R 1 . . H H14A -.2763 1.4519 .4395 .056 Uiso calc R 1 . . H H14B -.2390 1.5775 .4305 .056 Uiso calc R 1 . . H H14C -.1993 1.4944 .5240 .056 Uiso calc R 1 . . H H14D .0754 1.5502 .2858 .056 Uiso calc R 1 . . H H14E -.0728 1.6196 .3051 .056 Uiso calc R 1 . . H H14F -.0577 1.5162 .2406 .056 Uiso calc R 1 . . H H115 .1523 1.3874 .2813 .035 Uiso calc R 1 . . H H116 .2722 1.2216 .3151 .035 Uiso calc R 1 . . H H22A -.0159 1.0043 .1225 .054 Uiso calc R 1 . . H H22B .1114 1.0672 .0509 .054 Uiso calc R 1 . . H H24 .2971 .8901 .3299 .036 Uiso calc R 1 . . H H25A .4253 .6219 .3574 .039 Uiso d R 1 . . H H25B .4054 .7343 .4026 .039 Uiso d R 1 . . H H27 .2312 .6915 .0598 .034 Uiso calc R 1 . . H H29 .3225 .5409 .0475 .031 Uiso calc R 1 . . H H210 .4083 .3570 .1691 .030 Uiso calc R 1 . . H H212 .3138 .4419 -.0805 .032 Uiso calc R 1 . . H H213 .2932 .3292 -.2027 .037 Uiso calc R 1 . . H H24A .1870 .1855 -.2706 .086 Uiso calc R 1 . . H H24B .2903 .0995 -.3331 .086 Uiso calc R 1 . . H H24C .3422 .2183 -.3253 .086 Uiso calc R 1 . . H H24D .4863 -.0037 -.1708 .080 Uiso calc R 1 . . H H24E .3833 -.0312 -.2461 .080 Uiso calc R 1 . . H H24F .3269 -.0344 -.1258 .080 Uiso calc R 1 . . H H215 .4143 .0674 -.0167 .049 Uiso calc R 1 . . H H216 .4296 .1813 .1059 .041 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 .0333(6) .0315(6) .0379(6) .0076(5) .0028(5) .0022(5) C12 .0290(8) .0343(9) .0386(9) .0051(7) -.0045(7) .0024(7) O13 .0296(6) .0312(6) .0332(6) .0042(5) -.0019(5) .0026(5) C13a .0273(8) .0238(8) .0272(8) -.0015(6) -.0089(7) -.0014(6) C14 .0255(8) .0251(8) .0332(8) .0025(6) -.0099(7) -.0019(7) C15 .0247(7) .0261(8) .0295(8) -.0021(6) -.0090(7) -.0061(6) N15 .0269(7) .0334(8) .0369(8) .0041(6) -.0038(6) .0019(6) C16 .0252(7) .0210(7) .0273(8) -.0011(6) -.0092(6) -.0057(6) C17 .0280(8) .0213(8) .0332(8) .0030(6) -.0095(7) -.0054(6) C17a .0239(7) .0257(8) .0307(8) .0013(6) -.0052(7) -.0059(6) C18 .0306(8) .0234(8) .0275(8) -.0022(6) -.0107(7) -.0064(6) O18 .0347(6) .0284(6) .0286(6) .0007(5) -.0045(5) -.0046(5) C19 .0288(8) .0257(8) .0297(8) -.0017(6) -.0091(7) -.0042(6) C110 .0310(8) .0273(8) .0281(8) -.0008(6) -.0095(7) -.0059(6) C111 .0298(8) .0225(8) .0300(8) -.0040(6) -.0090(7) -.0040(6) C112 .0326(8) .0252(8) .0279(8) -.0052(6) -.0068(7) -.0003(6) C113 .0283(8) .0279(8) .0290(8) -.0031(6) -.0054(7) -.0048(6) C114 .0276(8) .0232(8) .0318(8) -.0041(6) -.0097(7) -.0020(6) N141 .0322(7) .0243(7) .0382(8) .0003(5) -.0055(6) .0010(6) C142 .0339(9) .0298(9) .0488(10) .0021(7) -.0082(8) -.0032(8) C143 .0408(10) .0281(9) .0426(10) -.0016(7) -.0104(8) .0035(7) C115 .0318(8) .0252(8) .0304(8) -.0067(6) -.0063(7) .0010(6) C116 .0308(8) .0273(8) .0297(8) -.0043(6) -.0063(7) -.0027(7) O21 .0801(10) .0292(7) .0479(7) .0240(6) -.0353(7) -.0126(6) C22 .0637(12) .0303(10) .0448(10) .0160(8) -.0234(10) -.0106(8) O23 .0724(9) .0268(6) .0466(7) .0196(6) -.0289(7) -.0133(5) C23a .0386(9) .0224(8) .0350(9) .0075(7) -.0083(8) -.0063(7) C24 .0377(9) .0261(8) .0286(8) .0019(7) -.0066(7) -.0090(6) C25 .0247(7) .0254(8) .0247(8) .0015(6) -.0030(6) -.0023(6) N25 .0431(8) .0278(7) .0285(7) .0072(6) -.0121(6) -.0081(6) C26 .0235(7) .0232(8) .0247(7) .0010(6) -.0035(6) -.0036(6) C27 .0346(8) .0250(8) .0269(8) .0025(6) -.0084(7) -.0060(6) C27a .0383(9) .0255(8) .0307(8) .0067(7) -.0117(7) -.0039(7) C28 .0203(7) .0239(8) .0254(8) .0007(6) .0000(6) -.0024(6) O28 .0322(6) .0256(6) .0279(6) .0041(4) -.0085(5) -.0015(4) C29 .0262(8) .0240(8) .0267(8) .0004(6) -.0040(6) -.0020(6) C210 .0249(7) .0228(8) .0269(8) .0002(6) -.0043(6) -.0015(6) C211 .0235(7) .0221(8) .0305(8) .0011(6) -.0034(6) -.0035(6) C212 .0257(8) .0227(8) .0316(8) .0015(6) -.0039(7) -.0037(6) C213 .0307(8) .0307(9) .0325(8) .0065(6) -.0098(7) -.0070(7) C214 .0358(9) .0301(9) .0490(10) .0060(7) -.0177(8) -.0164(8) N241 .0762(12) .0387(9) .0716(11) .0214(8) -.0473(10) -.0315(8) C242 .0737(14) .0504(12) .0606(13) .0082(10) -.0370(12) -.0275(10) C243 .0627(13) .0340(10) .0730(14) .0085(9) -.0273(11) -.0280(10) C215 .0496(11) .0219(8) .0540(11) .0061(7) -.0203(9) -.0092(8) C216 .0428(9) .0230(8) .0382(9) .0042(7) -.0134(8) -.0030(7) 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 C17a . 1.3838(18) no O11 C12 . 1.4189(19) no C12 O13 . 1.4399(18) no C12 H12A . .9900 no C12 H12B . .9900 no O13 C13a . 1.3723(18) no C13a C14 . 1.358(2) no C13a C17a . 1.390(2) no C14 C15 . 1.419(2) no C14 H14 . .9500 no C15 N15 . 1.3696(19) no C15 C16 . 1.426(2) no N15 H15A . .8805 no N15 H15B . .8805 no C16 C17 . 1.423(2) no C16 C18 . 1.473(2) no C17 C17a . 1.354(2) no C17 H17 . .9500 no C18 O18 . 1.2529(18) no C18 C19 . 1.474(2) no C19 C110 . 1.341(2) no C19 H19 . .9500 no C110 C111 . 1.453(2) no C110 H110 . .9500 no C111 C112 . 1.403(2) no C111 C116 . 1.403(2) no C112 C113 . 1.377(2) no C112 H112 . .9500 no C113 C114 . 1.415(2) no C113 H113 . .9500 no C114 N141 . 1.375(2) no C114 C115 . 1.402(2) no N141 C143 . 1.447(2) no N141 C142 . 1.450(2) no C142 H14A . .9800 no C142 H14B . .9800 no C142 H14C . .9800 no C143 H14D . .9800 no C143 H14E . .9800 no C143 H14F . .9800 no C115 C116 . 1.380(2) no C115 H115 . .9500 no C116 H116 . .9500 no O21 C27a . 1.3888(18) no O21 C22 . 1.426(2) no C22 O23 . 1.434(2) no C22 H22A . .9900 no C22 H22B . .9900 no O23 C23a . 1.3721(18) no C23a C24 . 1.351(2) no C23a C27a . 1.393(2) no C24 C25 . 1.418(2) no C24 H24 . .9500 no C25 N25 . 1.3587(18) no C25 C26 . 1.431(2) no N25 H25A . .8799 no N25 H25B . .8799 no C26 C27 . 1.423(2) no C26 C28 . 1.463(2) no C27 C27a . 1.353(2) no C27 H27 . .9500 no C28 O28 . 1.2503(16) no C28 C29 . 1.479(2) no C29 C210 . 1.339(2) no C29 H29 . .9500 no C210 C211 . 1.456(2) no C210 H210 . .9500 no C211 C216 . 1.400(2) no C211 C212 . 1.400(2) no C212 C213 . 1.372(2) no C212 H212 . .9500 no C213 C214 . 1.414(2) no C213 H213 . .9500 no C214 N241 . 1.370(2) no C214 C215 . 1.402(2) no N241 C242 . 1.442(2) no N241 C243 . 1.448(2) no C242 H24A . .9800 no C242 H24B . .9800 no C242 H24C . .9800 no C243 H24D . .9800 no C243 H24E . .9800 no C243 H24F . .9800 no C215 C216 . 1.375(2) no C215 H215 . .9500 no C216 H216 . .9500 no