#------------------------------------------------------------------------------ #$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2200199.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_2200199 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2001 _journal_volume 57 _journal_page_first o108 _journal_page_last o110 _publ_section_title ; 3-Cyano-4-(N,N-dimethylamino)-6-phenyl-2H-pyran-2-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 'Errington, William' 'Malhotra, Sanjay' 'Parmar, Virinder S' _chemical_formula_moiety 'C14 H12 N2 O2' _chemical_formula_sum 'C14 H12 N2 O2' _chemical_formula_weight 240.26 _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 11.6587(9) _cell_length_b 7.2783(6) _cell_length_c 27.9741(16) _cell_angle_alpha 90.00 _cell_angle_beta 99.684(3) _cell_angle_gamma 90.00 _cell_volume 2339.9(3) _cell_formula_units_Z 8 _cell_measurement_temperature 180(2) _exptl_crystal_density_diffrn 1.364 _diffrn_ambient_temperature 180(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 O11 .38666(12) .90305(19) -.13770(4) .0359(4) Uani d . 1 . . O O12 .21862(13) .8966(2) -.18735(5) .0448(4) Uani d . 1 . . O O21 .55726(11) .62673(19) .11667(4) .0339(4) Uani d . 1 . . O O22 .61066(13) .6818(2) .04609(5) .0446(4) Uani d . 1 . . O N11 .00612(17) .6985(3) -.13740(7) .0497(5) Uani d . 1 . . N N12 .24002(14) .7142(2) -.02171(6) .0337(4) Uani d . 1 . . N N21 .89957(17) .7618(3) .05510(7) .0583(6) Uani d . 1 . . N N22 .89459(14) .6833(2) .19192(5) .0323(4) Uani d . 1 . . N C102 .26816(18) .8665(3) -.14628(7) .0334(5) Uani d . 1 . . C C103 .21813(17) .7968(3) -.10696(7) .0310(5) Uani d . 1 . . C C104 .28474(17) .7681(3) -.06058(7) .0292(5) Uani d . 1 . . C C105 .40773(17) .8021(3) -.05629(7) .0301(5) Uani d . 1 . . C H10A .4571 .7777 -.0263 .036 Uiso calc R 1 . . H C106 .45402(17) .8675(3) -.09361(7) .0293(5) Uani d . 1 . . C C107 .57697(17) .9113(3) -.09419(7) .0284(5) Uani d . 1 . . C C108 .66415(17) .8621(3) -.05595(7) .0341(5) Uani d . 1 . . C H10B .6443 .8022 -.0283 .041 Uiso calc R 1 . . H C109 .77946(19) .9001(3) -.05801(8) .0410(6) Uani d . 1 . . C H10C .8384 .8633 -.0321 .049 Uiso calc R 1 . . H C110 .80962(19) .9910(3) -.09740(7) .0408(6) Uani d . 1 . . C H11A .8889 1.0182 -.0984 .049 Uiso calc R 1 . . H C111 .72436(18) 1.0421(3) -.13532(7) .0369(5) Uani d . 1 . . C H11B .7448 1.1050 -.1624 .044 Uiso calc R 1 . . H C112 .60939(18) 1.0022(3) -.13396(7) .0326(5) Uani d . 1 . . C H11C .5512 1.0368 -.1604 .039 Uiso calc R 1 . . H C113 .09965(19) .7430(3) -.12205(7) .0344(5) Uani d . 1 . . C C114 .11558(18) .7197(4) -.01966(8) .0465(6) Uani d . 1 . . C H11D .0800 .8249 -.0384 .070 Uiso calc R 1 . . H H11E .1045 .7319 .0141 .070 Uiso calc R 1 . . H H11F .0788 .6059 -.0333 .070 Uiso calc R 1 . . H C115 .31423(19) .6476(3) .02291(7) .0402(6) Uani d . 1 . . C H11G .3850 .5921 .0147 .060 Uiso calc R 1 . . H H11H .2716 .5555 .0386 .060 Uiso calc R 1 . . H H11I .3354 .7508 .0451 .060 Uiso calc R 1 . . H C202 .64341(18) .6688(3) .08980(7) .0328(5) Uani d . 1 . . C C203 .75960(17) .6920(3) .11502(7) .0294(5) Uani d . 1 . . C C204 .78736(17) .6677(3) .16589(7) .0289(5) Uani d . 1 . . C C205 .69134(17) .6246(3) .19023(7) .0300(5) Uani d . 1 . . C H20A .7055 .6068 .2244 .036 Uiso calc R 1 . . H C206 .58270(17) .6089(3) .16598(7) .0292(5) Uani d . 1 . . C C207 .47670(17) .5745(3) .18690(7) .0280(5) Uani d . 1 . . C C208 .47144(17) .6248(3) .23472(7) .0321(5) Uani d . 1 . . C H20B .5373 .6788 .2543 .039 Uiso calc R 1 . . H C209 .37070(18) .5960(3) .25355(8) .0369(5) Uani d . 1 . . C H20C .3671 .6323 .2859 .044 Uiso calc R 1 . . H C210 .27541(19) .5148(3) .22569(8) .0418(6) Uani d . 1 . . C H21A .2066 .4948 .2389 .050 Uiso calc R 1 . . H C211 .27987(19) .4625(3) .17842(8) .0410(6) Uani d . 1 . . C H21B .2145 .4050 .1594 .049 Uiso calc R 1 . . H C212 .37942(17) .4938(3) .15891(7) .0345(5) Uani d . 1 . . C H21C .3816 .4601 .1263 .041 Uiso calc R 1 . . H C213 .83938(19) .7319(3) .08294(7) .0395(6) Uani d . 1 . . C C214 .99363(17) .7495(3) .17141(7) .0419(6) Uani d . 1 . . C H21F .9739 .8673 .1551 .063 Uiso calc R 1 . . H H21G 1.0131 .6598 .1479 .063 Uiso calc R 1 . . H H21D 1.0605 .7659 .1974 .063 Uiso calc R 1 . . H C215 .91747(19) .6437(4) .24405(7) .0506(7) Uani d . 1 . . C H21E .8854 .5230 .2500 .076 Uiso calc R 1 . . H H21I .8807 .7380 .2614 .076 Uiso calc R 1 . . H H21J 1.0016 .6437 .2556 .076 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 .0288(8) .0520(10) .0258(7) -.0021(7) .0016(6) .0044(7) O12 .0344(9) .0691(12) .0294(8) .0014(8) .0005(7) .0024(7) O21 .0292(8) .0472(10) .0255(7) -.0023(7) .0047(6) .0017(6) O22 .0412(9) .0665(11) .0258(8) -.0015(8) .0044(7) .0029(7) N11 .0355(12) .0579(14) .0539(12) -.0060(10) .0025(10) -.0027(10) N12 .0280(10) .0433(11) .0305(9) -.0019(8) .0070(8) -.0005(8) N21 .0427(13) .0973(18) .0378(11) -.0017(12) .0150(10) .0090(12) N22 .0270(10) .0408(11) .0292(9) .0010(8) .0046(8) .0013(8) C102 .0294(12) .0371(13) .0321(12) .0016(10) .0007(10) -.0040(10) C103 .0273(12) .0322(13) .0335(11) -.0022(10) .0051(9) -.0040(9) C104 .0308(12) .0286(12) .0291(11) -.0007(10) .0078(9) -.0042(9) C105 .0273(12) .0370(13) .0255(10) .0006(10) .0032(9) -.0008(9) C106 .0308(12) .0292(12) .0268(11) .0031(9) .0018(9) -.0017(9) C107 .0286(12) .0293(12) .0278(11) .0005(9) .0069(9) -.0022(9) C108 .0315(13) .0396(13) .0318(11) -.0008(10) .0065(10) .0052(10) C109 .0306(13) .0529(16) .0385(12) .0038(11) .0027(10) .0067(11) C110 .0300(12) .0496(15) .0448(13) -.0030(11) .0125(11) -.0001(11) C111 .0368(13) .0414(14) .0357(11) -.0030(11) .0153(10) .0032(10) C112 .0358(13) .0340(12) .0281(10) .0006(10) .0051(9) .0004(9) C113 .0330(13) .0362(13) .0338(12) .0000(11) .0053(10) -.0016(10) C114 .0360(14) .0643(17) .0416(13) -.0066(12) .0138(11) -.0047(12) C115 .0418(14) .0481(15) .0323(12) .0002(11) .0104(10) .0053(10) C202 .0352(13) .0349(13) .0288(12) .0026(10) .0071(10) -.0003(9) C203 .0293(12) .0315(12) .0288(11) .0001(9) .0091(9) -.0004(9) C204 .0291(12) .0282(12) .0293(11) .0039(9) .0047(9) -.0015(9) C205 .0289(12) .0359(13) .0250(10) -.0005(10) .0042(9) .0016(9) C206 .0347(13) .0288(12) .0241(11) .0004(10) .0050(9) -.0011(8) C207 .0266(11) .0265(12) .0304(11) .0005(9) .0035(9) .0037(9) C208 .0285(12) .0363(13) .0309(11) .0005(10) .0033(9) .0021(9) C209 .0349(13) .0408(14) .0366(12) .0055(11) .0107(10) .0053(10) C210 .0315(13) .0450(15) .0511(14) .0020(11) .0131(11) .0101(12) C211 .0313(13) .0406(14) .0498(14) -.0091(11) .0035(11) .0019(11) C212 .0323(12) .0353(13) .0348(11) -.0009(10) .0023(10) .0012(10) C213 .0335(13) .0532(15) .0307(12) .0042(11) .0024(10) .0023(11) C214 .0315(13) .0551(16) .0393(13) -.0076(11) .0061(10) -.0019(11) C215 .0347(14) .0794(19) .0360(13) -.0045(13) .0010(11) .0098(12) 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 C106 . 1.371(2) ? O11 C102 . 1.388(2) ? O12 C102 . 1.216(2) ? O21 C206 . 1.368(2) ? O21 C202 . 1.386(2) ? O22 C202 . 1.222(2) ? N11 C113 . 1.149(2) ? N12 C104 . 1.341(2) y N12 C114 . 1.462(3) y N12 C115 . 1.476(2) y N21 C213 . 1.153(3) ? N22 C204 . 1.342(2) y N22 C214 . 1.455(2) y N22 C215 . 1.466(2) y C102 C103 . 1.422(3) ? C103 C104 . 1.411(3) ? C103 C113 . 1.430(3) ? C104 C105 . 1.440(3) ? C105 C106 . 1.341(3) ? C106 C107 . 1.471(3) ? C107 C108 . 1.393(3) ? C107 C112 . 1.400(3) ? C108 C109 . 1.383(3) ? C109 C110 . 1.381(3) ? C110 C111 . 1.377(3) ? C111 C112 . 1.378(3) ? C202 C203 . 1.428(3) ? C203 C204 . 1.416(3) ? C203 C213 . 1.427(3) ? C204 C205 . 1.440(3) ? C205 C206 . 1.337(3) ? C206 C207 . 1.475(3) ? C207 C212 . 1.395(3) ? C207 C208 . 1.398(3) ? C208 C209 . 1.382(3) ? C209 C210 . 1.378(3) ? C210 C211 . 1.386(3) ? C211 C212 . 1.382(3) ? _cod_database_code 2200199