#------------------------------------------------------------------------------ #$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: svn://www.crystallography.net/cod/cif/2/2012787.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_2012787 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2002 _journal_volume 58 _journal_page_first o389 _journal_page_last o393 _publ_section_title ; Structural properties of a series of photochromic fluorinated indolylfulgides ; loop_ _publ_author_name 'Wolak, Mason A.' 'Finn, Robert C.' 'Rarig Jr, Randy S.' 'Thomas, Craig J.' 'Hammond, Robert P.' 'Birge, Robert R.' 'Zubieta, Jon' 'Lees, Watson J.' _chemical_formula_sum 'C21 H16 F7 N O3' _chemical_formula_weight 463.35 _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 10.070(2) _cell_length_b 11.003(2) _cell_length_c 11.266(2) _cell_angle_alpha 93.75(3) _cell_angle_beta 111.33(3) _cell_angle_gamma 115.80(2) _cell_volume 1008.9(5) _cell_formula_units_Z 2 _cell_measurement_temperature 93(2) _exptl_crystal_density_diffrn 1.526 _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_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 F1 0.2438(2) 0.28738(19) 0.89667(16) 0.0365(5) Uani d . 1 . . F F2 0.4746(2) 0.38509(17) 1.07248(15) 0.0325(4) Uani d . 1 . . F F3 0.1734(2) 0.03881(19) 0.90118(18) 0.0495(5) Uani d . 1 . . F F4 0.4231(2) 0.08767(19) 1.02647(18) 0.0445(5) Uani d . 1 . . F F5 0.1861(2) 0.1991(2) 1.11469(19) 0.0543(6) Uani d . 1 . . F F6 0.2062(3) 0.0128(2) 1.1371(2) 0.0602(6) Uani d . 1 . . F F7 0.4196(2) 0.2170(2) 1.23604(17) 0.0504(5) Uani d . 1 . . F O1 0.7216(3) 0.3377(3) 1.1624(2) 0.0459(6) Uani d . 1 . . O O2 0.8667(3) 0.3205(2) 1.0591(2) 0.0437(6) Uani d . 1 . . O O3 0.9762(3) 0.3160(3) 0.9179(3) 0.0645(8) Uani d . 1 . . O C1 0.2455(3) 0.2559(3) 0.6406(3) 0.0280(7) Uani d . 1 . . C C2 0.2116(4) 0.3673(3) 0.6537(3) 0.0340(7) Uani d . 1 . . C H2 0.2608 0.4329 0.7366 0.041 Uiso calc R 1 . . H C3 0.1042(4) 0.3760(4) 0.5411(3) 0.0456(9) Uani d . 1 . . C H3 0.0796 0.4497 0.5467 0.055 Uiso calc R 1 . . H C4 0.0289(4) 0.2775(4) 0.4163(4) 0.0498(10) Uani d . 1 . . C H4 -0.0467 0.2859 0.3415 0.060 Uiso calc R 1 . . H C5 0.0620(4) 0.1739(4) 0.4020(3) 0.0419(9) Uani d . 1 . . C H5 0.0122 0.1089 0.3186 0.050 Uiso calc R 1 . . H C6 0.1730(4) 0.1650(3) 0.5149(3) 0.0313(7) Uani d . 1 . . C C7 0.1848(4) -0.0453(4) 0.4188(3) 0.0500(10) Uani d . 1 . . C H7A 0.2826 -0.0422 0.4166 0.075 Uiso calc R 1 . . H H7B 0.1186 -0.0373 0.3342 0.075 Uiso calc R 1 . . H H7C 0.1200 -0.1343 0.4339 0.075 Uiso calc R 1 . . H C8 0.3434(4) 0.1036(3) 0.6554(3) 0.0322(7) Uani d . 1 . . C C9 0.4241(4) 0.0168(3) 0.6970(4) 0.0459(9) Uani d . 1 . . C H9A 0.3406 -0.0826 0.6640 0.069 Uiso calc R 1 . . H H9B 0.4808 0.0420 0.7938 0.069 Uiso calc R 1 . . H H9C 0.5034 0.0342 0.6605 0.069 Uiso calc R 1 . . H C10 0.3549(3) 0.2167(3) 0.7297(3) 0.0271(7) Uani d . 1 . . C C11 0.4639(3) 0.2792(3) 0.8726(3) 0.0280(7) Uani d . 1 . . C C12 0.6283(4) 0.3219(3) 0.9233(3) 0.0302(7) Uani d . 1 . . C C13 0.7340(4) 0.3303(3) 1.0615(3) 0.0365(8) Uani d . 1 . . C C14 0.8675(4) 0.3221(4) 0.9347(4) 0.0446(9) Uani d . 1 . . C C15 0.7282(4) 0.3389(3) 0.8497(3) 0.0334(7) Uani d . 1 . . C C16 0.7256(4) 0.3893(3) 0.7427(3) 0.0371(8) Uani d . 1 . . C C17 0.6171(4) 0.4491(3) 0.6801(3) 0.0404(8) Uani d . 1 . . C H19A 0.5205 0.3787 0.6013 0.061 Uiso calc R 1 . . H H19B 0.6777 0.5319 0.6548 0.061 Uiso calc R 1 . . H H19C 0.5823 0.4758 0.7433 0.061 Uiso calc R 1 . . H C18 0.8354(4) 0.3938(4) 0.6784(4) 0.0508(10) Uani d . 1 . . C H20A 0.9227 0.4906 0.7005 0.076 Uiso calc R 1 . . H H20B 0.7706 0.3582 0.5822 0.076 Uiso calc R 1 . . H H20C 0.8841 0.3354 0.7109 0.076 Uiso calc R 1 . . H C19 0.3794(3) 0.2756(3) 0.9615(3) 0.0276(7) Uani d . 1 . . C C20 0.3157(4) 0.1371(3) 1.0033(3) 0.0338(7) Uani d . 1 . . C C21 0.2813(4) 0.1430(4) 1.1248(3) 0.0411(8) Uani d . 1 . . C N1 0.2347(3) 0.0717(3) 0.5265(3) 0.0381(7) Uani d . 1 . . N 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 F1 0.0301(10) 0.0577(12) 0.0326(10) 0.0277(9) 0.0163(8) 0.0169(9) F2 0.0317(10) 0.0355(10) 0.0300(9) 0.0161(8) 0.0141(8) 0.0065(8) F3 0.0433(12) 0.0437(11) 0.0364(11) 0.0031(10) 0.0159(10) 0.0059(9) F4 0.0557(12) 0.0451(12) 0.0540(12) 0.0317(10) 0.0344(10) 0.0266(10) F5 0.0522(13) 0.0826(16) 0.0512(12) 0.0389(12) 0.0370(11) 0.0283(11) F6 0.0694(15) 0.0549(14) 0.0533(13) 0.0168(12) 0.0393(12) 0.0258(10) F7 0.0548(13) 0.0610(13) 0.0309(11) 0.0257(11) 0.0174(10) 0.0156(10) O1 0.0423(14) 0.0655(17) 0.0350(14) 0.0329(13) 0.0137(12) 0.0161(12) O2 0.0284(12) 0.0555(15) 0.0532(15) 0.0247(12) 0.0179(11) 0.0203(12) O3 0.0459(16) 0.089(2) 0.093(2) 0.0467(16) 0.0459(16) 0.0422(17) C1 0.0222(15) 0.0285(16) 0.0299(17) 0.0078(13) 0.0135(13) 0.0100(13) C2 0.0261(17) 0.0440(19) 0.0311(17) 0.0153(15) 0.0131(14) 0.0172(15) C3 0.042(2) 0.049(2) 0.051(2) 0.0253(18) 0.0201(18) 0.0252(18) C4 0.033(2) 0.066(3) 0.043(2) 0.0184(19) 0.0131(17) 0.0276(19) C5 0.0385(19) 0.042(2) 0.0284(18) 0.0050(17) 0.0162(16) 0.0089(15) C6 0.0242(16) 0.0372(18) 0.0266(17) 0.0049(14) 0.0171(14) 0.0131(14) C7 0.049(2) 0.045(2) 0.037(2) 0.0015(18) 0.0282(18) -0.0011(16) C8 0.0268(17) 0.0364(18) 0.0345(18) 0.0111(15) 0.0200(15) 0.0095(14) C9 0.040(2) 0.0347(19) 0.073(3) 0.0172(17) 0.037(2) 0.0110(18) C10 0.0203(15) 0.0286(16) 0.0301(16) 0.0077(13) 0.0142(13) 0.0074(13) C11 0.0262(16) 0.0291(16) 0.0309(17) 0.0140(14) 0.0138(14) 0.0101(13) C12 0.0273(17) 0.0299(17) 0.0364(18) 0.0145(14) 0.0164(14) 0.0102(13) C13 0.0269(18) 0.0356(19) 0.044(2) 0.0155(15) 0.0127(16) 0.0120(15) C14 0.0330(19) 0.046(2) 0.058(2) 0.0196(17) 0.0232(18) 0.0180(18) C15 0.0250(16) 0.0305(17) 0.0436(19) 0.0115(14) 0.0169(15) 0.0083(14) C16 0.0244(17) 0.0320(18) 0.047(2) 0.0070(14) 0.0171(16) 0.0068(15) C17 0.0346(19) 0.0390(19) 0.044(2) 0.0104(16) 0.0227(17) 0.0131(16) C18 0.042(2) 0.058(2) 0.062(2) 0.0208(19) 0.037(2) 0.0197(19) C19 0.0214(15) 0.0346(17) 0.0261(16) 0.0142(14) 0.0091(13) 0.0075(13) C20 0.0297(17) 0.0349(18) 0.0300(17) 0.0117(15) 0.0119(15) 0.0077(14) C21 0.040(2) 0.043(2) 0.037(2) 0.0155(18) 0.0199(17) 0.0140(16) N1 0.0341(15) 0.0362(16) 0.0406(17) 0.0087(13) 0.0243(14) 0.0058(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 F1 C19 . 1.362(3) no F2 C19 . 1.363(3) no F3 C20 . 1.355(3) no F4 C20 . 1.363(4) no F5 C21 . 1.326(4) no F6 C21 . 1.343(4) no F7 C21 . 1.335(4) no O1 C13 . 1.189(4) no O2 C13 . 1.396(4) no O2 C14 . 1.406(4) no O3 C14 . 1.206(4) no C1 C6 . 1.402(4) no C1 C2 . 1.421(4) no C1 C10 . 1.440(4) no C2 C3 . 1.377(4) no C2 H2 . 0.9500 no C3 C4 . 1.427(5) no C3 H3 . 0.9500 no C4 C5 . 1.335(5) no C4 H4 . 0.9500 no C5 C6 . 1.398(4) no C5 H5 . 0.9500 no C6 N1 . 1.403(4) no C7 N1 . 1.474(4) no C7 H7A . 0.9800 no C7 H7B . 0.9800 no C7 H7C . 0.9800 no C8 N1 . 1.369(4) no C8 C10 . 1.389(4) no C8 C9 . 1.500(4) no C9 H9A . 0.9800 no C9 H9B . 0.9800 no C9 H9C . 0.9800 no C10 C11 . 1.477(4) no C11 C12 . 1.373(4) no C11 C19 . 1.525(4) no C12 C15 . 1.483(4) no C12 C13 . 1.501(5) no C14 C15 . 1.480(4) no C15 C16 . 1.356(5) no C16 C17 . 1.500(5) no C16 C18 . 1.513(4) no C17 H19A . 0.9800 no C17 H19B . 0.9800 no C17 H19C . 0.9800 no C18 H20A . 0.9800 no C18 H20B . 0.9800 no C18 H20C . 0.9800 no C19 C20 . 1.555(4) no C20 C21 . 1.534(4) no