#------------------------------------------------------------------------------ #$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $ #$Revision: 481 $ #$URL: svn://www.crystallography.net/cod/cif/2/2009092.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_2009092 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1999 _journal_volume 55 _journal_page_first 1920 _journal_page_last 1921 _publ_section_title ; 2-(3,5-Dinitropyridyl-2-oxy)-3,5,7-trimethylcyclohepta-2,4,6-trien-1-one ; loop_ _publ_author_name 'Borbulevych, Oleg Ya.' 'Kurbatov, Sergey V.' 'Vaslyaeva, Galina S.' 'Antipin, Michail Yu.' 'Olekhnovich, Lev P.' _chemical_formula_moiety 'C15 H13 N3 O6' _chemical_formula_sum 'C15 H13 N3 O6' _chemical_formula_weight 331.28 _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.996(5) _cell_length_b 10.106(5) _cell_length_c 12.717(11) _cell_angle_alpha 90.00 _cell_angle_beta 110.35(6) _cell_angle_gamma 90.00 _cell_volume 1566.0(16) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.405 _diffrn_ambient_temperature 293(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_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol N1 .6673(2) .2146(2) .07079(15) .0562(5) Uani d . 1 . N N2 .7347(2) .0213(2) .3352(2) .0616(6) Uani d . 1 . N N3 .5436(2) .4391(2) .2207(2) .0695(6) Uani d . 1 . N O1 .7581(3) -.0835(2) .3058(2) .1299(11) Uani d . 1 . O O2 .7360(2) .0399(2) .4280(2) .1057(8) Uani d . 1 . O O3 .5158(2) .4354(2) .3021(2) .0945(7) Uani d . 1 . O O4 .5263(2) .5342(2) .1571(2) .1056(8) Uani d . 1 . O O5 .76357(15) .02174(15) .12399(13) .0622(5) Uani d . 1 . O O6 .90525(15) .2039(2) .13702(14) .0719(5) Uani d . 1 . O C1 .7096(2) .1224(2) .1480(2) .0467(5) Uani d . 1 . C C2 .6957(2) .1262(2) .2522(2) .0459(5) Uani d . 1 . C C3 .6419(2) .2303(2) .2786(2) .0496(5) Uani d . 1 . C H3 .6333(18) .238(2) .347(2) .055(6) Uiso d . 1 . H C4 .6020(2) .3270(2) .1980(2) .0501(5) Uani d . 1 . C C5 .6157(2) .3158(2) .0956(2) .0579(6) Uani d . 1 . C H5 .584(2) .387(3) .040(2) .065(7) Uiso d . 1 . H C6 .7990(2) .0352(2) .0315(2) .0524(6) Uani d . 1 . C C7 .8782(2) .1418(2) .0480(2) .0536(6) Uani d . 1 . C C8 .9243(2) .1805(2) -.0372(2) .0589(6) Uani d . 1 . C C9 .9115(2) .1176(3) -.1351(2) .0651(7) Uani d . 1 . C H9 .950(2) .159(3) -.177(2) .073(8) Uiso d . 1 . H C10 .8548(2) .0016(3) -.1847(2) .0678(8) Uani d . 1 . C C11 .7911(2) -.0741(3) -.1449(2) .0676(7) Uani d . 1 . C H11 .758(2) -.152(3) -.183(2) .075(8) Uiso d . 1 . H C12 .7608(2) -.0609(2) -.0472(2) .0613(6) Uani d . 1 . C C13 .9936(3) .3030(3) -.0076(3) .0862(9) Uani d . 1 . C H13A 1.0558(10) .2874(8) .0592(11) .129 Uiso calc R 1 . H H13B .9509(6) .3747(6) .0052(19) .129 Uiso calc R 1 . H H13C 1.0185(16) .3254(13) -.0681(9) .129 Uiso calc R 1 . H C14 .8678(3) -.0388(4) -.2943(2) .0987(11) Uani d . 1 . C H14A .839(2) .0296(13) -.3491(7) .148 Uiso calc R 1 . H H14B .8285(19) -.1196(15) -.3207(12) .148 Uiso calc R 1 . H H14C .9442(4) -.052(3) -.2825(6) .148 Uiso calc R 1 . H C15 .6813(3) -.1617(3) -.0336(3) .0909(9) Uani d . 1 . C H15A .6519(15) -.2124(16) -.1014(8) .136 Uiso calc R 1 . H H15B .6226(11) -.1175(3) -.018(2) .136 Uiso calc R 1 . H H15C .7186(5) -.2197(15) .0276(13) .136 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 N1 .0711(12) .0540(11) .0496(11) .0105(10) .0288(9) .0083(9) N2 .0706(13) .0599(13) .0603(13) .0111(10) .0302(10) .0163(10) N3 .0644(13) .074(2) .0674(14) .0214(11) .0201(11) -.0024(12) O1 .233(3) .082(2) .104(2) .070(2) .097(2) .0443(13) O2 .159(2) .110(2) .0547(12) .039(2) .0461(13) .0289(11) O3 .103(2) .110(2) .0859(14) .0388(13) .0521(12) -.0016(12) O4 .134(2) .086(2) .097(2) .0588(14) .0402(14) .0184(12) O5 .0889(12) .0480(9) .0660(10) .0148(8) .0474(9) .0103(7) O6 .0849(12) .0753(12) .0560(10) -.0046(10) .0251(9) -.0140(9) C1 .0524(12) .0425(11) .0499(12) -.0012(9) .0237(10) .0022(9) C2 .0482(11) .0457(12) .0453(11) -.0047(9) .0180(9) .0048(9) C3 .0473(12) .0604(14) .0440(12) -.0038(10) .0197(10) -.0023(10) C4 .0467(12) .0520(13) .0519(12) .0056(10) .0175(9) -.0016(10) C5 .0623(14) .0592(14) .0530(13) .0120(12) .0212(11) .0110(12) C6 .0661(14) .0470(13) .0522(12) .0118(10) .0310(11) .0058(10) C7 .0595(13) .0531(13) .0506(12) .0115(11) .0223(10) .0044(10) C8 .0607(14) .0599(14) .0616(14) .0134(12) .0283(11) .0132(12) C9 .075(2) .071(2) .0587(15) .0201(14) .0351(13) .0169(13) C10 .086(2) .075(2) .0456(13) .033(2) .0260(13) .0089(12) C11 .087(2) .057(2) .0544(14) .0115(14) .0194(13) -.0083(12) C12 .071(2) .0477(13) .0659(15) .0093(12) .0244(12) .0006(11) C13 .091(2) .075(2) .105(2) -.011(2) .049(2) .006(2) C14 .133(3) .116(3) .055(2) .039(2) .042(2) -.001(2) C15 .112(2) .057(2) .110(2) -.014(2) .047(2) -.008(2) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag N1 C5 . . 1.320(3) no N1 C1 . . 1.327(3) no N2 O2 . . 1.189(3) no N2 O1 . . 1.197(3) no N2 C2 . . 1.457(3) yes N3 O3 . . 1.210(3) no N3 O4 . . 1.226(3) no N3 C4 . . 1.447(3) yes O5 C1 . . 1.330(3) yes O5 C6 . . 1.410(3) yes O6 C7 . . 1.233(3) no C1 C2 . . 1.398(3) no C2 C3 . . 1.369(3) no C3 C4 . . 1.380(3) no C4 C5 . . 1.379(3) no C6 C12 . . 1.359(3) yes C6 C7 . . 1.454(3) yes C7 C8 . . 1.462(3) yes C8 C9 . . 1.356(4) yes C8 C13 . . 1.500(4) no C9 C10 . . 1.411(4) yes C10 C11 . . 1.349(4) yes C10 C14 . . 1.518(4) no C11 C12 . . 1.434(4) yes C12 C15 . . 1.503(4) no