data_2010519 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2000 _journal_volume 56 _journal_page_first 58 _journal_page_last 60 _publ_section_title ; Bis(1,2-diaminobenzene-N)bis(1,1,1,5,5,5-hexafluoropentane-2,4-dionato-O,O')- iron(II), -cobalt(II) and -nickel(II) at low temperature ; loop_ _publ_author_name 'Dickman, Michael H.' _chemical_formula_sum 'C22 H18 F12 N4 Ni O4' _chemical_formula_iupac '[Ni (C5 H F6 O2)2 (C6 H8 N2)2]' _chemical_formula_weight 689.11 _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' 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 7.75970(10) _cell_length_b 10.92860(10) _cell_length_c 15.3948(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.8130(10) _cell_angle_gamma 90.00 _cell_volume 1290.11(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _exptl_crystal_density_diffrn 1.774 _diffrn_ambient_temperature 173(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 Ni1 .0000 .0000 .0000 .02376(13) Uani d S 1 . . Ni O1 .0629(2) .03364(15) .13077(9) .0275(3) Uani d . 1 . . O O2 .1138(2) .15916(14) -.02703(9) .0281(3) Uani d . 1 . . O N1 .2426(3) -.10040(18) .00980(12) .0278(4) Uani d . 1 . . N N2 .3898(3) .0294(2) -.11852(14) .0320(4) Uani d . 1 . . N C1 .2871(3) -.1637(2) -.06637(14) .0268(4) Uani d . 1 . . C C2 .3522(3) -.0962(2) -.13178(14) .0265(4) Uani d . 1 . . C C3 .3871(3) -.1571(2) -.20675(15) .0326(5) Uani d . 1 . . C C4 .3616(3) -.2821(3) -.21636(18) .0396(6) Uani d . 1 . . C C5 .2980(4) -.3482(2) -.15183(19) .0408(6) Uani d . 1 . . C C6 .2608(3) -.2889(2) -.07708(17) .0345(5) Uani d . 1 . . C C7 .1593(3) .1297(2) .26401(14) .0362(5) Uani d . 1 . . C C8 .1318(3) .1299(2) .16289(13) .0251(4) Uani d . 1 . . C C9 .1864(3) .2327(2) .12027(13) .0262(4) Uani d . 1 . . C C10 .1725(3) .23846(19) .02946(13) .0242(4) Uani d . 1 . . C C11 .2320(3) .3552(2) -.01277(14) .0307(5) Uani d . 1 . . C F1 .2757(2) .0425(2) .29458(11) .0621(5) Uani d . 1 . . F F2 .0164(2) .1008(2) .29463(10) .0610(5) Uani d . 1 . . F F3 .2279(4) .2319(2) .29978(11) .0818(8) Uani d . 1 . . F F4 .3064(2) .43744(14) .04424(10) .0464(4) Uani d . 1 . . F F5 .0952(2) .40892(15) -.06143(12) .0517(4) Uani d . 1 . . F F6 .3452(2) .32849(15) -.06666(11) .0504(4) Uani d . 1 . . F H1N1 .329(4) -.060(3) .034(2) .040(8) Uiso d . 1 . . H H2N1 .226(4) -.157(3) .048(2) .035(7) Uiso d . 1 . . H H2N2 .310(4) .070(3) -.092(2) .037(8) Uiso d . 1 . . H H1N2 .402(4) .062(3) -.169(2) .045(8) Uiso d . 1 . . H H3 .429(4) -.112(3) -.250(2) .037(7) Uiso d . 1 . . H H4 .393(4) -.323(3) -.267(2) .049(9) Uiso d . 1 . . H H5 .281(4) -.438(3) -.162(2) .055(9) Uiso d . 1 . . H H6 .219(4) -.333(3) -.029(2) .053(9) Uiso d . 1 . . H H9 .235(4) .299(3) .153(2) .040(8) Uiso d . 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 Ni1 .0318(2) .0237(2) .01666(19) -.00587(14) .00664(14) -.00103(13) O1 .0368(8) .0282(7) .0181(6) -.0051(6) .0064(6) -.0004(6) O2 .0388(8) .0264(7) .0200(7) -.0088(6) .0073(6) -.0018(5) N1 .0324(9) .0301(9) .0215(8) -.0047(8) .0054(7) .0014(7) N2 .0378(10) .0321(10) .0277(10) -.0055(8) .0096(8) .0029(8) C1 .0261(10) .0300(10) .0242(9) .0002(8) .0039(7) .0009(8) C2 .0229(9) .0329(11) .0235(9) -.0011(8) .0028(7) .0006(8) C3 .0275(10) .0453(13) .0254(10) .0013(9) .0056(8) -.0019(9) C4 .0344(12) .0464(14) .0384(13) .0038(10) .0068(10) -.0135(11) C5 .0408(13) .0323(12) .0499(15) .0011(10) .0087(11) -.0090(11) C6 .0341(11) .0299(11) .0404(13) .0010(9) .0082(10) .0020(10) C7 .0450(13) .0447(13) .0189(10) -.0126(11) .0047(9) -.0008(9) C8 .0289(10) .0303(10) .0165(8) .0000(8) .0051(7) -.0007(7) C9 .0309(10) .0272(10) .0207(9) -.0044(8) .0043(8) -.0030(8) C10 .0276(9) .0244(9) .0216(9) -.0027(7) .0066(7) -.0004(7) C11 .0423(12) .0262(10) .0242(10) -.0064(9) .0073(9) .0004(8) F1 .0522(10) .0960(15) .0361(9) .0062(10) .0000(7) .0258(10) F2 .0453(9) .1152(17) .0263(7) -.0099(10) .0175(6) -.0042(9) F3 .155(2) .0652(13) .0240(8) -.0458(14) .0094(11) -.0123(8) F4 .0747(11) .0313(8) .0326(7) -.0227(7) .0060(7) -.0037(6) F5 .0590(10) .0410(9) .0513(9) -.0026(8) -.0037(8) .0188(7) F6 .0689(11) .0426(9) .0482(9) -.0169(8) .0367(8) -.0021(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 Ni1 O2 . 2.0225(15) yes Ni1 O2 3 2.0225(15) no Ni1 O1 3 2.0311(14) no Ni1 O1 . 2.0311(14) yes Ni1 N1 . 2.164(2) yes Ni1 N1 3 2.164(2) no O1 C8 . 1.248(3) no O2 C10 . 1.263(2) no N1 C1 . 1.448(3) yes N1 H1N1 . .84(3) no N1 H2N1 . .88(3) no N2 C2 . 1.411(3) yes N2 H2N2 . .90(3) no N2 H1N2 . .87(3) no C1 C6 . 1.389(3) yes C1 C2 . 1.404(3) yes C2 C3 . 1.395(3) yes C3 C4 . 1.384(4) yes C3 H3 . .93(3) no C4 C5 . 1.380(4) yes C4 H4 . .96(3) no C5 C6 . 1.390(4) yes C5 H5 . .99(4) no C6 H6 . .98(3) no C7 F2 . 1.308(3) no C7 F3 . 1.321(3) no C7 F1 . 1.347(3) no C7 C8 . 1.539(3) no C8 C9 . 1.399(3) no C9 C10 . 1.387(3) no C9 H9 . .92(3) no C10 C11 . 1.535(3) no C11 F4 . 1.325(3) no C11 F6 . 1.330(3) no C11 F5 . 1.338(3) no