#------------------------------------------------------------------------------ #$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $ #$Revision: 176760 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/18/2011835.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2011835 loop_ _publ_author_name 'de Castro, B.' 'Freire, C.' 'Duarte, M. Teresa' 'Minas da Piedade, M.F.' 'Santos, I.C.' _publ_section_title ;trans-[N,N'-Bis(salicylidene)cyclohexane-1,2-diaminato]nickel(II)--chloroform (1/1) ; _journal_issue 4 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 370 _journal_page_last 372 _journal_paper_doi 10.1107/S0108270100020849 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac '[Ni(C20 H20 N2 O2 )] , CHCl3 ' _chemical_formula_moiety 'C20 H20 N2 NiO2 , CH Cl3' _chemical_formula_sum 'C21 H21 Cl3 N2 Ni O2' _chemical_formula_weight 498.46 _chemical_name_systematic ; ? ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 101.99(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 13.249(4) _cell_length_b 10.086(9) _cell_length_c 16.695(5) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 14 _cell_measurement_theta_min 12 _cell_volume 2182(2) _computing_cell_refinement 'CAD-4 Software' _computing_data_collection 'CAD-4 Software (Enraf-Nonius, 1989)' _computing_data_reduction MoLEN _computing_molecular_graphics 'ORTEPIII (McArdle, 1995)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full .997 _diffrn_measured_fraction_theta_max .997 _diffrn_measurement_device_type MACH3-Enraf-Nonius _diffrn_measurement_method '\w-2\q scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71069 _diffrn_reflns_av_R_equivalents .0333 _diffrn_reflns_av_sigmaI/netI .0342 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_number 8599 _diffrn_reflns_theta_full 25.02 _diffrn_reflns_theta_max 25.02 _diffrn_reflns_theta_min 1.79 _diffrn_standards_interval_count 240 _diffrn_standards_interval_time 5400 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 1.276 _exptl_absorpt_correction_type none _exptl_crystal_colour orange _exptl_crystal_density_diffrn 1.517 _exptl_crystal_density_method 'not measured' _exptl_crystal_description parallelipedic _exptl_crystal_F_000 1024 _exptl_crystal_size_max .2 _exptl_crystal_size_mid .04 _exptl_crystal_size_min .03 _refine_diff_density_max .913 _refine_diff_density_min -.782 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 346 _refine_ls_number_reflns 3839 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.060 _refine_ls_R_factor_all .0660 _refine_ls_R_factor_gt .0501 _refine_ls_shift/su_max .041 _refine_ls_shift/su_mean .005 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0790P)^2^+3.4730P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .1560 _reflns_number_gt 3068 _reflns_number_total 3839 _reflns_threshold_expression I>2\s(I) _cod_data_source_file av1056.cif _cod_data_source_block I _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 2011835 _cod_database_fobs_code 2011835 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' 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 .57840(4) .87221(5) .05649(3) .0389(2) Uani d . 1 . . Ni N1 .4614(3) .7736(3) .05709(19) .0431(7) Uani d . 1 . . N N2 .5366(2) .9797(3) .13323(18) .0421(7) Uani d . 1 . . N O1 .6195(2) .7726(3) -.02338(17) .0492(7) Uani d . 1 . . O O2 .6996(2) .9622(3) .05751(17) .0540(7) Uani d . 1 . . O C1 .4245(3) .6807(4) .0069(2) .0458(9) Uani d . 1 . . C H1 .369(4) .636(5) .011(3) .059(14) Uiso d . 1 . . H C11 .4675(3) .6372(4) -.0603(2) .0424(8) Uani d . 1 . . C C12 .4131(3) .5442(4) -.1153(3) .0510(10) Uani d . 1 . . C H12 .360(3) .508(4) -.103(2) .040(11) Uiso d . 1 . . H C13 .4488(4) .5017(5) -.1821(3) .0595(11) Uani d . 1 . . C H13 .406(4) .441(5) -.222(3) .065(14) Uiso d . 1 . . H C14 .5428(4) .5498(5) -.1934(3) .0589(12) Uani d . 1 . . C H14 .567(4) .518(5) -.233(3) .062(14) Uiso d . 1 . . H C15 .5992(4) .6379(4) -.1405(3) .0529(10) Uani d . 1 . . C H15 .667(4) .672(5) -.148(3) .062(13) Uiso d . 1 . . H C16 .5628(3) .6851(4) -.0717(2) .0432(9) Uani d . 1 . . C C2 .5881(3) 1.0763(4) .1726(2) .0451(9) Uani d . 1 . . C H2 .564(4) 1.124(4) .215(3) .056(13) Uiso d . 1 . . H C21 .6878(3) 1.1195(4) .1629(2) .0454(9) Uani d . 1 . . C C22 .7334(4) 1.2289(4) .2090(3) .0569(11) Uani d . 1 . . C H22 .709(4) 1.259(5) .245(3) .058(15) Uiso d . 1 . . H C23 .8222(4) 1.2840(5) .1970(3) .0664(13) Uani d . 1 . . C H23 .844(4) 1.361(6) .234(3) .082(17) Uiso d . 1 . . H C24 .8692(4) 1.2292(5) .1380(3) .0642(13) Uani d . 1 . . C H24 .924(4) 1.271(6) .132(3) .072(16) Uiso d . 1 . . H C25 .8291(4) 1.1215(5) .0929(3) .0601(12) Uani d . 1 . . C H25 .861(4) 1.091(5) .051(3) .064(14) Uiso d . 1 . . H C26 .7364(3) 1.0638(4) .1036(2) .0468(9) Uani d . 1 . . C C3 .4168(3) .8033(4) .1298(3) .0502(10) Uani d . 1 . . C H3 .468(3) .755(4) .185(2) .044(10) Uiso d . 1 . . H C8 .4302(3) .9519(4) .1424(3) .0508(10) Uani d . 1 . . C H8 .381(3) .987(4) .095(2) .043(10) Uiso d . 1 . . H C4 .3058(4) .7627(6) .1256(3) .0589(11) Uani d . 1 . . C H41 .265(3) .803(5) .078(3) .054(12) Uiso d . 1 . . H H42 .302(5) .676(7) .115(4) .10(2) Uiso d . 1 . . H C5 .2749(5) .8063(6) .2053(4) .0742(15) Uani d . 1 . . C H51 .200(6) .802(8) .189(4) .11(2) Uiso d . 1 . . H H52 .327(4) .765(6) .257(3) .078(16) Uiso d . 1 . . H C6 .2909(5) .9516(6) .2213(4) .0769(16) Uani d . 1 . . C H61 .236(4) .988(6) .164(3) .084(17) Uiso d . 1 . . H H62 .273(5) .970(7) .270(4) .10(2) Uiso d . 1 . . H C7 .4012(4) .9954(5) .2214(3) .0593(12) Uani d . 1 . . C H71 .451(4) .962(5) .268(3) .063(14) Uiso d . 1 . . H H72 .404(5) 1.096(6) .230(4) .090(18) Uiso d . 1 . . H C10 .8602(5) .7330(8) .0288(4) .0878(18) Uani d . 1 . . C H10 .798(6) .773(7) .031(4) .12(2) Uiso d . 1 . . H Cl1 .8514(3) .5647(3) .0248(4) .250(2) Uani d . 1 . . Cl Cl2 .9452(2) .7825(3) .11647(16) .1579(10) Uani d . 1 . . Cl Cl3 .8951(2) .8007(5) -.05408(15) .2001(17) Uani d . 1 . . Cl 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 .0433(3) .0387(3) .0369(3) -.0015(2) .0129(2) -.00137(19) N1 .0489(17) .0429(18) .0399(16) -.0025(15) .0151(14) .0008(14) N2 .0477(17) .0401(17) .0408(16) .0033(14) .0144(13) .0025(14) O1 .0490(15) .0517(16) .0502(15) -.0065(13) .0181(12) -.0132(13) O2 .0541(16) .0584(18) .0524(16) -.0148(14) .0178(13) -.0155(14) C1 .044(2) .044(2) .050(2) -.0030(18) .0109(17) .0030(18) C11 .047(2) .037(2) .0408(19) .0029(16) .0040(16) .0036(16) C12 .049(2) .044(2) .056(2) .0013(19) .0033(19) .0004(19) C13 .071(3) .048(2) .054(2) .005(2) .000(2) -.012(2) C14 .077(3) .052(3) .048(2) .009(2) .015(2) -.011(2) C15 .060(3) .052(2) .049(2) .003(2) .018(2) -.0066(19) C16 .054(2) .0362(19) .0401(19) .0065(17) .0109(16) -.0001(16) C2 .056(2) .037(2) .042(2) .0079(18) .0094(17) .0006(17) C21 .054(2) .035(2) .043(2) .0061(17) .0003(17) .0022(16) C22 .061(3) .041(2) .063(3) .009(2) .000(2) -.006(2) C23 .066(3) .045(3) .078(3) -.003(2) -.009(3) -.009(2) C24 .056(3) .058(3) .073(3) -.016(2) -.001(2) .002(2) C25 .059(3) .065(3) .057(3) -.014(2) .012(2) -.002(2) C26 .051(2) .042(2) .044(2) -.0019(18) .0026(17) .0004(17) C3 .056(2) .050(2) .049(2) -.0016(19) .0222(19) -.0014(19) C8 .053(2) .051(2) .053(2) .0043(19) .021(2) .0013(19) C4 .057(3) .066(3) .060(3) -.005(2) .026(2) .000(2) C5 .077(4) .079(4) .081(4) -.008(3) .048(3) -.003(3) C6 .081(4) .079(4) .086(4) .003(3) .053(3) -.005(3) C7 .073(3) .054(3) .060(3) .004(2) .034(2) -.002(2) C10 .063(3) .107(5) .096(4) .011(3) .020(3) .002(4) Cl1 .131(2) .1056(19) .477(7) .0126(17) -.020(3) -.024(3) Cl2 .162(2) .166(2) .1197(17) .0118(19) -.0312(15) .0024(16) Cl3 .147(2) .362(5) .1091(17) .037(3) .0689(16) .049(2) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Ni Ni .3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl .1484 .1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle O1 Ni1 O2 83.53(13) O1 Ni1 N1 94.87(13) O2 Ni1 N1 176.78(14) O1 Ni1 N2 177.09(13) O2 Ni1 N2 95.21(14) N1 Ni1 N2 86.52(14) C1 N1 C3 121.2(3) C1 N1 Ni1 126.6(3) C3 N1 Ni1 111.9(3) C2 N2 C8 120.5(3) C2 N2 Ni1 126.4(3) C8 N2 Ni1 113.0(3) C16 O1 Ni1 126.3(2) C26 O2 Ni1 127.4(3) N1 C1 C11 125.2(4) N1 C1 H1 122(3) C11 C1 H1 112(3) C16 C11 C12 119.8(4) C16 C11 C1 121.2(4) C12 C11 C1 119.0(4) C13 C12 C11 121.7(5) C13 C12 H12 120(3) C11 C12 H12 118(3) C12 C13 C14 118.3(4) C12 C13 H13 120(3) C14 C13 H13 122(3) C15 C14 C13 121.9(4) C15 C14 H14 120(3) C13 C14 H14 118(3) C14 C15 C16 120.8(4) C14 C15 H15 122(3) C16 C15 H15 117(3) O1 C16 C11 124.2(3) O1 C16 C15 118.3(4) C11 C16 C15 117.5(4) N2 C2 C21 125.1(4) N2 C2 H2 122(3) C21 C2 H2 112(3) C26 C21 C22 119.5(4) C26 C21 C2 121.8(4) C22 C21 C2 118.5(4) C23 C22 C21 121.9(5) C23 C22 H22 117(4) C21 C22 H22 121(4) C22 C23 C24 118.3(5) C22 C23 H23 112(3) C24 C23 H23 130(3) C25 C24 C23 121.9(5) C25 C24 H24 124(4) C23 C24 H24 114(4) C24 C25 C26 120.7(5) C24 C25 H25 119(3) C26 C25 H25 120(3) O2 C26 C25 118.5(4) O2 C26 C21 123.8(4) C25 C26 C21 117.7(4) N1 C3 C4 117.1(4) N1 C3 C8 104.9(3) C4 C3 C8 111.0(4) N1 C3 H3 108(2) C4 C3 H3 109(2) C8 C3 H3 106(2) N2 C8 C7 117.1(4) N2 C8 C3 105.1(3) C7 C8 C3 111.3(4) N2 C8 H8 110(2) C7 C8 H8 110(2) C3 C8 H8 102(3) C3 C4 C5 108.3(4) C3 C4 H41 108(3) C5 C4 H41 113(3) C3 C4 H42 106(4) C5 C4 H42 116(4) H41 C4 H42 105(5) C6 C5 C4 112.4(5) C6 C5 H51 101(5) C4 C5 H51 101(4) C6 C5 H52 101(3) C4 C5 H52 110(3) H51 C5 H52 131(5) C5 C6 C7 112.6(5) C5 C6 H61 97(3) C7 C6 H61 110(3) C5 C6 H62 108(4) C7 C6 H62 111(4) H61 C6 H62 117(5) C8 C7 C6 109.4(4) C8 C7 H71 111(3) C6 C7 H71 113(3) C8 C7 H72 114(3) C6 C7 H72 107(3) H71 C7 H72 103(5) Cl3 C10 Cl1 113.6(5) Cl3 C10 Cl2 109.7(4) Cl1 C10 Cl2 110.4(4) Cl3 C10 H10 105(5) Cl1 C10 H10 113(5) Cl2 C10 H10 105(5) 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 O1 . 1.840(3) ? Ni1 O2 . 1.842(3) ? Ni1 N1 . 1.844(3) ? Ni1 N2 . 1.849(3) ? N1 C1 . 1.284(5) ? N1 C3 . 1.487(5) ? N2 C2 . 1.289(5) ? N2 C8 . 1.475(5) ? O1 C16 . 1.320(5) ? O2 C26 . 1.312(5) ? C1 C11 . 1.429(6) ? C1 H1 . .88(5) ? C11 C16 . 1.401(6) ? C11 C12 . 1.402(6) ? C12 C13 . 1.368(7) ? C12 H12 . .85(4) ? C13 C14 . 1.386(7) ? C13 H13 . .99(5) ? C14 C15 . 1.361(7) ? C14 H14 . .86(5) ? C15 C16 . 1.417(5) ? C15 H15 . .99(5) ? C2 C21 . 1.432(6) ? C2 H2 . .97(5) ? C21 C26 . 1.405(6) ? C21 C22 . 1.408(6) ? C22 C23 . 1.354(7) ? C22 H22 . .80(5) ? C23 C24 . 1.385(8) ? C23 H23 . 1.00(6) ? C24 C25 . 1.364(7) ? C24 H24 . .87(6) ? C25 C26 . 1.404(6) ? C25 H25 . .95(5) ? C3 C4 . 1.514(6) ? C3 C8 . 1.518(6) ? C3 H3 . 1.14(4) ? C8 C7 . 1.513(6) ? C8 H8 . .98(4) ? C4 C5 . 1.536(7) ? C4 H41 . .96(5) ? C4 H42 . .89(7) ? C5 C6 . 1.497(9) ? C5 H51 . .97(7) ? C5 H52 . 1.07(6) ? C6 C7 . 1.526(7) ? C6 H61 . 1.14(6) ? C6 H62 . .92(6) ? C7 H71 . .97(5) ? C7 H72 . 1.03(6) ? C10 Cl3 . 1.690(7) ? C10 Cl1 . 1.702(8) ? C10 Cl2 . 1.725(7) ? C10 H10 . .92(7) ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_publ_flag O1 Ni1 N1 C1 -7.8(4) yes O2 Ni1 N1 C1 -68(2) ? N2 Ni1 N1 C1 169.7(4) ? O1 Ni1 N1 C3 166.2(3) ? O2 Ni1 N1 C3 106(2) ? N2 Ni1 N1 C3 -16.4(3) ? O1 Ni1 N2 C2 -68(3) ? O2 Ni1 N2 C2 -3.8(3) yes N1 Ni1 N2 C2 173.4(3) ? O1 Ni1 N2 C8 107(3) ? O2 Ni1 N2 C8 171.6(3) ? N1 Ni1 N2 C8 -11.2(3) ? O2 Ni1 O1 C16 -169.0(3) ? N1 Ni1 O1 C16 13.8(3) ? N2 Ni1 O1 C16 -105(3) ? O1 Ni1 O2 C26 -180.0(4) ? N1 Ni1 O2 C26 -120(2) ? N2 Ni1 O2 C26 2.6(4) ? C3 N1 C1 C11 -174.2(4) ? Ni1 N1 C1 C11 -.8(6) ? N1 C1 C11 C16 7.0(6) ? N1 C1 C11 C12 -173.4(4) ? C16 C11 C12 C13 -2.4(6) ? C1 C11 C12 C13 178.0(4) ? C11 C12 C13 C14 2.0(7) ? C12 C13 C14 C15 -.5(7) ? C13 C14 C15 C16 -.6(7) ? Ni1 O1 C16 C11 -11.7(5) ? Ni1 O1 C16 C15 167.1(3) ? C12 C11 C16 O1 180.0(4) ? C1 C11 C16 O1 -.5(6) ? C12 C11 C16 C15 1.2(6) ? C1 C11 C16 C15 -179.3(4) ? C14 C15 C16 O1 -178.6(4) ? C14 C15 C16 C11 .3(6) ? C8 N2 C2 C21 -174.2(4) ? Ni1 N2 C2 C21 .9(6) ? N2 C2 C21 C26 4.5(6) ? N2 C2 C21 C22 178.5(4) ? C26 C21 C22 C23 1.2(6) ? C2 C21 C22 C23 -173.0(4) ? C21 C22 C23 C24 -.6(7) ? C22 C23 C24 C25 -.8(8) ? C23 C24 C25 C26 1.6(8) ? Ni1 O2 C26 C25 -177.9(3) ? Ni1 O2 C26 C21 1.6(6) ? C24 C25 C26 O2 178.4(4) ? C24 C25 C26 C21 -1.0(7) ? C22 C21 C26 O2 -179.7(4) ? C2 C21 C26 O2 -5.8(6) ? C22 C21 C26 C25 -.3(6) ? C2 C21 C26 C25 173.6(4) ? C1 N1 C3 C4 -23.7(6) yes Ni1 N1 C3 C4 162.0(4) ? C1 N1 C3 C8 -147.2(4) ? Ni1 N1 C3 C8 38.5(4) ? C2 N2 C8 C7 -25.7(6) yes Ni1 N2 C8 C7 158.6(3) ? C2 N2 C8 C3 -149.8(4) ? Ni1 N2 C8 C3 34.5(4) ? N1 C3 C8 N2 -44.7(4) yes C4 C3 C8 N2 -172.0(3) ? N1 C3 C8 C7 -172.4(4) ? C4 C3 C8 C7 60.2(5) ? N1 C3 C4 C5 -178.3(4) yes C8 C3 C4 C5 -58.0(6) yes C3 C4 C5 C6 55.8(7) yes C4 C5 C6 C7 -54.9(8) yes N2 C8 C7 C6 -177.0(4) yes C3 C8 C7 C6 -56.0(6) yes C5 C6 C7 C8 53.8(7) yes