#------------------------------------------------------------------------------ #$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $ #$Revision: 481 $ #$URL: svn://www.crystallography.net/cod/cif/2/2007461.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_2007461 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1998 _journal_volume 54 _journal_page_first 1042 _journal_page_last 1047 _publ_section_title ; Five 3,4-Dihydro-2H,5H-pyrano[3,2-c][1]benzopyran-5-one Derivatives ; loop_ _publ_author_name 'Casalone, Gianluigi' 'Pilati, Tullio' 'Binello, Arianna' _chemical_formula_moiety 'C20 H17 N O6' _chemical_formula_sum 'C20 H17 N O6' _chemical_formula_weight 367.357 _chemical_melting_point .179E-177 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 8.2760(10) _cell_length_b 15.0240(10) _cell_length_c 14.4480(10) _cell_angle_alpha 90.00 _cell_angle_beta 98.680(10) _cell_angle_gamma 90.00 _cell_volume 1775.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.374 _diffrn_ambient_temperature 293(2) _refine_ls_wR_factor_obs .071 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 O1 .83935(15) .86024(8) .36507(7) .0545(3) Uani d . 1 . O C2 .8776(2) .76893(12) .34139(13) .0524(5) Uani d . 1 . C H2 .8863(17) .7739(10) .2748(11) .042(4) Uiso d . 1 . H C3 1.0328(2) .73703(14) .39808(12) .0514(5) Uani d . 1 . C H3A 1.0511(19) .6758(12) .3832(11) .049(5) Uiso d . 1 . H H3B 1.120(2) .7733(11) .3797(11) .053(5) Uiso d . 1 . H C4A .9472(2) .82990(11) .52472(10) .0426(4) Uani d . 1 . C C4 1.0374(2) .74724(11) .50477(11) .0447(4) Uani d . 1 . C H4 1.1519(19) .7552(10) .5310(10) .043(4) Uiso d . 1 . H C5 .9691(2) .86061(12) .62078(12) .0494(4) Uani d . 1 . C O6 .8865(2) .93579(8) .64182(8) .0587(3) Uani d . 1 . O C6A .7972(2) .98638(11) .57271(12) .0504(5) Uani d . 1 . C C7 .7196(3) 1.06085(14) .6010(2) .0643(6) Uani d . 1 . C H7 .730(2) 1.0731(12) .6653(13) .071(6) Uiso d . 1 . H C8 .6294(3) 1.11296(15) .5341(2) .0696(6) Uani d . 1 . C H8 .572(2) 1.1645(13) .5512(12) .068(6) Uiso d . 1 . H C9 .6162(3) 1.09171(14) .4405(2) .0663(6) Uani d . 1 . C H9 .555(2) 1.1301(13) .3926(13) .078(6) Uiso d . 1 . H C10 .6927(2) 1.01735(13) .41256(15) .0569(5) Uani d . 1 . C H10 .686(2) 1.0031(10) .3472(12) .054(5) Uiso d . 1 . H C10A .7846(2) .96242(11) .47907(11) .0460(4) Uani d . 1 . C C10B .8610(2) .88013(11) .45722(11) .0440(4) Uani d . 1 . C O11 1.0541(2) .82465(9) .68569(8) .0638(4) Uani d . 1 . O O12 .7492(2) .71357(8) .35517(8) .0584(4) Uani d . 1 . O C13 .6012(3) .7264(2) .2901(2) .0778(7) Uani d . 1 . C H13A .565(4) .7922(19) .2985(19) .141(11) Uiso d . 1 . H H13B .634(2) .7189(13) .2287(14) .080(6) Uiso d . 1 . H C14 .4778(3) .6610(2) .3121(2) .0964(8) Uani d . 1 . C H14A .3782(3) .6687(2) .2693(2) .145 Uiso calc R 1 . H H14B .4570(3) .6703(2) .3750(2) .145 Uiso calc R 1 . H H14C .5185(3) .6017(2) .3063(2) .145 Uiso calc R 1 . H C15 .9808(2) .66462(11) .55290(11) .0437(4) Uani d . 1 . C C16 .8168(2) .65217(12) .56046(13) .0518(5) Uani d . 1 . C H16 .739(2) .6977(11) .5331(11) .056(5) Uiso d . 1 . H C17 .7634(2) .57947(13) .60605(13) .0575(5) Uani d . 1 . C H17 .653(2) .5737(11) .6080(11) .055(5) Uiso d . 1 . H C18 .8725(3) .51685(14) .64676(14) .0605(5) Uani d . 1 . C H18 .838(2) .4659(11) .6755(11) .057(5) Uiso d . 1 . H C19 1.0357(3) .52679(13) .64205(13) .0579(5) Uani d . 1 . C H19 1.117(2) .4844(12) .6675(12) .071(6) Uiso d . 1 . H C20 1.0871(2) .59955(12) .59519(11) .0478(4) Uani d . 1 . C N21 1.2637(2) .60615(11) .59426(13) .0656(4) Uani d . 1 . N O22 1.3144(2) .63375(11) .52505(10) .0828(5) Uani d . 1 . O O23 1.3544(2) .58273(13) .66490(12) .1092(6) Uani d . 1 . O 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 O1 .0721(8) .0529(7) .0374(6) .0007(6) .0041(6) -.0009(5) C2 .0639(13) .0561(12) .0387(10) -.0068(10) .0128(9) -.0053(9) C3 .0556(12) .0528(12) .0485(11) -.0071(10) .0161(9) -.0011(9) C4A .0467(10) .0448(9) .0364(9) -.0108(8) .0069(8) .0014(8) C4 .0407(10) .0483(11) .0446(9) -.0073(8) .0051(8) .0011(8) C5 .0573(11) .0482(11) .0435(11) -.0145(10) .0096(9) .0012(9) O6 .0763(9) .0565(8) .0445(7) -.0045(7) .0132(6) -.0058(6) C6A .0537(11) .0460(11) .0536(11) -.0106(9) .0144(9) -.0009(9) C7 .0694(14) .0595(13) .0687(14) -.0105(11) .0258(12) -.0101(12) C8 .0635(14) .0518(13) .098(2) -.0019(11) .0274(13) -.0068(13) C9 .0586(13) .0541(13) .086(2) .0000(11) .0097(12) .0080(12) C10 .0586(12) .0550(12) .0576(12) -.0065(10) .0108(10) .0042(10) C10A .0454(10) .0455(10) .0483(10) -.0121(8) .0111(8) .0008(8) C10B .0479(10) .0465(11) .0387(9) -.0135(8) .0102(8) -.0012(8) O11 .0802(10) .0676(8) .0411(7) -.0082(7) .0015(7) .0053(6) O12 .0589(8) .0658(8) .0484(7) -.0144(7) .0013(6) -.0041(6) C13 .0623(15) .109(2) .0582(14) -.0151(14) -.0031(11) -.0093(14) C14 .068(2) .133(2) .087(2) -.028(2) .0063(13) -.0116(15) C15 .0443(10) .0457(10) .0410(9) -.0054(8) .0057(8) -.0024(8) C16 .0449(11) .0511(12) .0594(11) -.0025(9) .0082(9) .0048(9) C17 .0451(12) .0590(12) .0705(13) -.0091(10) .0159(10) .0037(10) C18 .0664(14) .0515(12) .0660(13) -.0110(11) .0177(11) .0077(10) C19 .0604(13) .0529(12) .0602(12) .0042(11) .0089(10) .0101(10) C20 .0405(10) .0552(11) .0475(10) -.0028(9) .0064(8) .0023(9) N21 .0483(10) .0814(12) .0670(11) .0050(9) .0089(9) .0147(9) O22 .0579(9) .1128(12) .0833(10) .0090(8) .0290(8) .0251(9) O23 .0526(9) .175(2) .0950(12) .0044(10) -.0035(8) .0490(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 O1 C10B . 1.350(2) no O1 C2 . 1.460(2) no C2 O12 . 1.387(2) no C2 C3 . 1.494(3) no C2 H2 . .978(15) no C3 C4 . 1.544(2) no C3 H3A . .96(2) no C3 H3B . .97(2) no C4A C10B . 1.349(2) no C4A C5 . 1.448(2) no C4A C4 . 1.499(2) no C4 C15 . 1.530(2) no C4 H4 . .97(2) no C5 O11 . 1.211(2) no C5 O6 . 1.378(2) no O6 C6A . 1.378(2) no C6A C7 . 1.382(3) no C6A C10A . 1.389(2) no C7 C8 . 1.373(3) no C7 H7 . .94(2) no C8 C9 . 1.378(3) no C8 H8 . .96(2) no C9 C10 . 1.374(3) no C9 H9 . .98(2) no C10 C10A . 1.401(2) no C10 H10 . .96(2) no C10A C10B . 1.445(2) no O12 C13 . 1.440(2) no C13 C14 . 1.486(3) no C13 H13A . 1.05(3) no C13 H13B . .97(2) no C14 H14A . .96 no C14 H14B . .96 no C14 H14C . .96 no C15 C16 . 1.391(2) no C15 C20 . 1.393(2) no C16 C17 . 1.382(2) no C16 H16 . .98(2) no C17 C18 . 1.373(3) no C17 H17 . .92(2) no C18 C19 . 1.371(3) no C18 H18 . .94(2) no C19 C20 . 1.386(2) no C19 H19 . .96(2) no C20 N21 . 1.467(2) no N21 O22 . 1.214(2) no N21 O23 . 1.224(2) no