data_2010517 _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 Fe N4 O4' _chemical_formula_iupac '[Fe (C5 H F6 O2)2 (C6 H8 N2)2]' _chemical_formula_weight 686.25 _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 7.81480(10) _cell_length_b 10.9332(2) _cell_length_c 15.4893(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.0020(10) _cell_angle_gamma 90.00 _cell_volume 1307.12(4) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _exptl_crystal_density_diffrn 1.744 _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 Fe1 .0000 .0000 .0000 .02108(14) Uani d S 1 . . Fe O1 .06852(18) .04011(13) .13074(8) .0249(3) Uani d . 1 . . O O2 .11676(19) .16135(13) -.02403(8) .0245(3) Uani d . 1 . . O N1 .2516(2) -.10817(16) .00874(11) .0242(3) Uani d . 1 . . N N2 .3923(2) .02931(17) -.11703(12) .0272(4) Uani d . 1 . . N C1 .2929(2) -.16728(18) -.06870(12) .0231(4) Uani d . 1 . . C C2 .3557(2) -.09625(18) -.13270(12) .0234(4) Uani d . 1 . . C C3 .3902(3) -.1534(2) -.20878(13) .0296(4) Uani d . 1 . . C C4 .3647(3) -.2782(2) -.22122(16) .0367(5) Uani d . 1 . . C C5 .3024(3) -.3477(2) -.15869(17) .0379(5) Uani d . 1 . . C C6 .2662(3) -.2919(2) -.08231(15) .0309(4) Uani d . 1 . . C C7 .1583(3) .1376(2) .26449(13) .0350(5) Uani d . 1 . . C C8 .1351(2) .13691(18) .16382(12) .0229(4) Uani d . 1 . . C C9 .1894(3) .23942(18) .12125(12) .0241(4) Uani d . 1 . . C C10 .1760(2) .24310(17) .03073(12) .0214(4) Uani d . 1 . . C C11 .2351(3) .35817(19) -.01294(13) .0289(4) Uani d . 1 . . C F1 .2707(2) .0490(2) .29646(10) .0627(5) Uani d . 1 . . F F2 .0142(2) .1112(2) .29299(10) .0646(6) Uani d . 1 . . F F3 .2281(4) .23925(19) .30001(10) .0853(8) Uani d . 1 . . F F4 .3088(2) .44170(13) .04305(9) .0444(4) Uani d . 1 . . F F5 .0991(2) .41101(14) -.06257(10) .0488(4) Uani d . 1 . . F F6 .3479(2) .32971(14) -.06576(10) .0479(4) Uani d . 1 . . F H1N1 .344(4) -.067(3) .0322(17) .033(7) Uiso d . 1 . . H H2N1 .234(3) -.167(2) .0447(17) .028(6) Uiso d . 1 . . H H1N2 .403(4) .068(3) -.1672(19) .037(7) Uiso d . 1 . . H H2N2 .319(3) .066(2) -.0894(18) .032(7) Uiso d . 1 . . H H3 .433(3) -.104(2) -.2505(18) .034(7) Uiso d . 1 . . H H4 .388(4) -.318(3) -.270(2) .053(9) Uiso d . 1 . . H H5 .285(4) -.433(3) -.169(2) .052(9) Uiso d . 1 . . H H6 .224(4) -.341(3) -.0370(19) .041(7) Uiso d . 1 . . H H9 .241(3) .306(2) .1549(17) .032(6) 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 Fe1 .0282(2) .0191(2) .0167(2) -.00436(14) .00569(14) -.00155(13) O1 .0325(7) .0245(7) .0180(6) -.0025(6) .0052(5) .0006(5) O2 .0337(7) .0223(7) .0183(6) -.0057(5) .0066(5) -.0013(5) N1 .0284(8) .0240(8) .0204(8) -.0024(7) .0042(6) .0022(6) N2 .0316(9) .0269(9) .0240(8) -.0034(7) .0070(7) .0028(7) C1 .0214(8) .0244(9) .0230(9) .0012(7) .0019(7) -.0003(7) C2 .0196(8) .0278(10) .0220(8) .0005(7) .0012(7) .0004(7) C3 .0246(9) .0413(12) .0230(9) .0017(8) .0043(7) -.0022(8) C4 .0322(11) .0437(13) .0338(11) .0043(9) .0040(9) -.0152(10) C5 .0373(12) .0279(11) .0473(13) .0007(9) .0023(10) -.0107(10) C6 .0303(10) .0249(10) .0368(11) .0003(8) .0034(9) .0004(8) C7 .0425(12) .0448(13) .0173(9) -.0121(10) .0033(8) -.0005(8) C8 .0251(9) .0286(10) .0152(8) .0011(7) .0035(6) -.0005(7) C9 .0283(9) .0250(9) .0189(8) -.0031(7) .0030(7) -.0029(7) C10 .0241(8) .0200(8) .0207(8) -.0013(7) .0050(7) -.0002(7) C11 .0409(11) .0233(9) .0228(9) -.0064(8) .0057(8) .0005(7) F1 .0533(10) .0999(15) .0328(8) .0069(10) -.0001(7) .0277(9) F2 .0442(9) .1277(17) .0258(7) -.0114(10) .0178(6) -.0046(9) F3 .163(2) .0693(12) .0228(7) -.0515(14) .0128(10) -.0154(8) F4 .0704(10) .0294(7) .0321(7) -.0225(7) .0041(7) -.0031(5) F5 .0582(9) .0361(8) .0473(8) -.0026(7) -.0067(7) .0180(7) F6 .0640(10) .0424(8) .0454(8) -.0153(7) .0336(7) -.0007(6) 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 Fe1 O2 . 2.0468(13) yes Fe1 O2 3 2.0468(13) no Fe1 O1 3 2.0593(13) no Fe1 O1 . 2.0593(13) yes Fe1 N1 . 2.2803(17) yes Fe1 N1 3 2.2803(17) no O1 C8 . 1.253(2) no O2 C10 . 1.269(2) no O2 H2N2 . 2.26(3) no O2 N2 . 3.125(2) no N1 C1 . 1.443(2) yes N1 N2 3_655 3.137(3) no N1 H1N1 . .88(3) no N1 H2N1 . .87(3) no N2 C2 . 1.415(3) yes N2 H1N2 . .90(3) no N2 H2N2 . .86(3) no C1 C6 . 1.390(3) yes C1 C2 . 1.407(3) yes C2 C3 . 1.397(3) yes C3 C4 . 1.387(3) yes C3 H3 . .94(3) no C4 C5 . 1.378(4) yes C4 H4 . .91(3) no C5 C6 . 1.398(3) yes C5 H5 . .95(3) no C6 H6 . .98(3) no C7 F2 . 1.305(3) no C7 F3 . 1.320(3) no C7 F1 . 1.348(3) no C7 C8 . 1.542(3) no C8 C9 . 1.399(3) no C9 C10 . 1.390(3) no C9 H9 . .95(3) no C10 C11 . 1.533(3) no C11 F4 . 1.328(2) no C11 F6 . 1.330(3) no C11 F5 . 1.341(3) no