#------------------------------------------------------------------------------ #$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/15/2011505.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_2011505 loop_ _publ_author_name 'Elmali, Ayhan' 'Zeyrek, C. Tu\N,N'-Bis(5-bromosalicylidene)-1,3-diaminopropane]nickel(II) and [N,N'-bis(5-chlorosalicylidene)-1,3-diaminopropane]copper(II) ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1302 _journal_page_last 1304 _journal_volume 56 _journal_year 2000 _chemical_formula_iupac '[Ni(C17 H14 Br2 N2 O2 )]' _chemical_formula_moiety 'C17 H14 Br2 N2 Ni O2' _chemical_formula_sum 'C17 H14 Br2 N2 Ni O2' _chemical_formula_weight 496.83 _chemical_name_systematic ; ? ; _space_group_IT_number 15 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 93.07(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 21.466(3) _cell_length_b 8.1670(10) _cell_length_c 9.495(3) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 13.28 _cell_measurement_theta_min 2.65 _cell_volume 1662.2(6) _computing_cell_refinement 'CAD-4 Diffractometer Control Software' _computing_data_collection ; CAD-4 Diffractometer Control Software (Enraf-Nonius, 1993) ; _computing_data_reduction 'REDU4 (Stoe & Cie, 1991)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full .999 _diffrn_measured_fraction_theta_max .999 _diffrn_measurement_device_type 'Enraf-Nonius CAD4' _diffrn_measurement_method \w--2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .027 _diffrn_reflns_av_sigmaI/netI .0612 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 3 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 2249 _diffrn_reflns_theta_full 25.97 _diffrn_reflns_theta_max 25.97 _diffrn_reflns_theta_min 1.90 _diffrn_standards_decay_% 2.0 _diffrn_standards_interval_time 120 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 5.99 _exptl_absorpt_correction_T_max .84 _exptl_absorpt_correction_T_min .75 _exptl_absorpt_correction_type '\y scan' _exptl_absorpt_process_details '(North et al., 1968)' _exptl_crystal_colour 'dark blue' _exptl_crystal_density_diffrn 1.985 _exptl_crystal_density_method 'not measured' _exptl_crystal_description needle _exptl_crystal_F_000 976 _exptl_crystal_size_max .40 _exptl_crystal_size_mid .05 _exptl_crystal_size_min .03 _refine_diff_density_max .71 _refine_diff_density_min -.38 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref .966 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 114 _refine_ls_number_reflns 1628 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all .967 _refine_ls_R_factor_all .0933 _refine_ls_R_factor_gt .032 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0349P)^2^+4.1291P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .085 _reflns_number_gt 1016 _reflns_number_total 1628 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file fr1285.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'C 2/c' _cod_database_code 2011505 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -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 .5000 .01666(9) .2500 .0343(2) Uani d S 1 . . Ni Br1 .26976(3) .25243(7) -.31466(6) .0653(2) Uani d . 1 . . Br O1 .44154(14) .1858(4) .2007(3) .0443(8) Uani d . 1 . . O N1 .45946(17) -.1417(4) .1200(4) .0426(9) Uani d . 1 . . N C1 .40088(19) .1893(5) .0941(5) .0372(10) Uani d . 1 . . C C2 .3642(2) .3315(6) .0701(5) .0463(11) Uani d . 1 . . C H2 .3670 .4164 .1354 .056 Uiso calc R 1 . . H C3 .3248(2) .3469(6) -.0469(5) .0476(12) Uani d . 1 . . C H3 .3014 .4419 -.0604 .057 Uiso calc R 1 . . H C4 .3195(2) .2223(6) -.1454(5) .0446(11) Uani d . 1 . . C C5 .35041(19) .0772(6) -.1216(5) .0415(11) Uani d . 1 . . C H5 .3446 -.0087 -.1853 .050 Uiso calc R 1 . . H C6 .39094(19) .0575(5) -.0010(4) .0372(10) Uani d . 1 . . C C7 .4187(2) -.1009(5) .0216(5) .0410(11) Uani d . 1 . . C H7 .4060 -.1829 -.0416 .049 Uiso calc R 1 . . H C8 .4750(3) -.3182(6) .1268(6) .0656(16) Uani d D 1 . . C H8A .4422 -.3825 .0794 .098 Uiso d PR .50 . . H H8B .5139 -.3403 .0828 .098 Uiso d PR .50 . . H H8C .4372 -.3782 .1438 .098 Uiso d PR .50 . . H H8D .4891 -.3536 .0364 .098 Uiso d PR .50 . . H C9 .4803(4) -.3760(10) .2739(8) .043(2) Uani d PD .50 . . C H9A .4403 -.3575 .3138 .064 Uiso d PR .50 . . H H9B .4859 -.4937 .2698 .064 Uiso d PR .50 . . 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 .0430(4) .0248(4) .0342(4) .000 -.0050(3) .000 Br1 .0626(3) .0788(4) .0522(3) .0079(3) -.0189(2) .0031(3) O1 .0536(19) .0359(16) .0417(18) .0043(14) -.0123(15) -.0032(14) N1 .054(2) .032(2) .041(2) -.0004(17) -.0037(19) -.0011(17) C1 .037(2) .040(2) .035(2) -.0031(19) .004(2) .004(2) C2 .048(3) .042(3) .049(3) .004(2) .000(2) -.003(2) C3 .043(3) .049(3) .050(3) .009(2) -.001(2) .002(3) C4 .033(2) .057(3) .043(3) .000(2) -.003(2) .001(2) C5 .042(3) .046(3) .036(3) -.005(2) .002(2) -.005(2) C6 .038(2) .041(3) .033(2) -.0041(19) .0002(19) -.002(2) C7 .051(3) .035(2) .037(3) -.009(2) .002(2) -.005(2) C8 .106(5) .030(3) .060(4) .013(3) -.001(3) -.004(3) C9 .048(6) .033(5) .049(6) -.007(4) .014(5) .004(4) 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 2_655 1.908(3) ? Ni1 O1 . 1.908(3) y Ni1 N1 . 1.959(4) y Ni1 N1 2_655 1.959(4) ? Br1 C4 . 1.897(4) y O1 C1 . 1.300(5) y O1 Ni1 2_655 1.908(3) ? N1 C7 . 1.289(6) y N1 C8 . 1.480(6) y N1 Ni1 2_655 1.959(4) ? C1 C2 . 1.415(6) y C1 C6 . 1.414(6) y C2 C3 . 1.365(6) y C2 H2 . .9300 ? C3 C4 . 1.383(6) y C3 H3 . .9300 ? C4 C5 . 1.371(6) y C5 C6 . 1.410(6) y C5 H5 . .9300 ? C6 C7 . 1.436(6) y C7 H7 . .9300 ? C8 C9 . 1.473(7) y C8 H8A . .9700 ? C8 H8B . .9700 ? C8 H8C . .9700 ? C8 H8D . .9700 ? C9 C8 2_655 1.390(10) ? C9 H8C . 1.5041 ? C9 H9A . .9700 ? C9 H9B . .9700 ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 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' N N .0061 .0033 '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' Br Br -.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni .3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 4 0 0 4 0 2 0 0 2 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O1 Ni1 O1 2_655 . 87.23(18) y O1 Ni1 N1 2_655 . 153.75(14) y O1 Ni1 N1 . . 93.39(14) y O1 Ni1 N1 2_655 2_655 93.39(14) ? O1 Ni1 N1 . 2_655 153.75(14) ? N1 Ni1 N1 . 2_655 97.4(2) y C1 O1 Ni1 . 2_655 127.8(3) ? C1 O1 Ni1 . . 127.8(3) y C7 N1 C8 . . 115.2(4) ? C7 N1 Ni1 . 2_655 123.2(3) ? C8 N1 Ni1 . 2_655 121.6(3) ? C7 N1 Ni1 . . 123.2(3) ? C8 N1 Ni1 . . 121.6(3) ? O1 C1 C2 . . 119.2(4) ? O1 C1 C6 . . 123.5(4) ? C2 C1 C6 . . 117.3(4) ? C3 C2 C1 . . 121.5(4) ? C3 C2 H2 . . 119.3 ? C1 C2 H2 . . 119.3 ? C2 C3 C4 . . 120.5(4) ? C2 C3 H3 . . 119.7 ? C4 C3 H3 . . 119.7 ? C5 C4 C3 . . 120.2(4) ? C5 C4 Br1 . . 119.8(4) ? C3 C4 Br1 . . 120.0(3) ? C4 C5 C6 . . 120.3(4) ? C4 C5 H5 . . 119.9 ? C6 C5 H5 . . 119.9 ? C5 C6 C1 . . 119.9(4) ? C5 C6 C7 . . 117.2(4) ? C1 C6 C7 . . 122.9(4) ? N1 C7 C6 . . 127.0(4) ? N1 C7 H7 . . 116.5 ? C6 C7 H7 . . 116.5 ? C9 C8 N1 . . 111.0(5) ? C9 C8 H8A . . 106.5 ? N1 C8 H8A . . 110.5 ? C9 C8 H8B . . 108.9 ? N1 C8 H8B . . 111.1 ? H8A C8 H8B . . 108.6 ? C9 C8 H8C . . 72.7 ? N1 C8 H8C . . 108.0 ? H8A C8 H8C . . 37.8 ? H8B C8 H8C . . 136.5 ? C9 C8 H8D . . 137.0 ? N1 C8 H8D . . 109.4 ? H8A C8 H8D . . 71.4 ? H8B C8 H8D . . 41.1 ? H8C C8 H8D . . 107.5 ? C8 C9 C8 2_655 . 123.4(7) y C8 C9 H8C 2_655 . 158.9 ? C8 C9 H8C . . 38.0 ? C8 C9 H9A 2_655 . 106.0 ? C8 C9 H9A . . 107.2 ? H8C C9 H9A . . 78.6 ? C8 C9 H9B 2_655 . 106.4 ? C8 C9 H9B . . 106.4 ? H8C C9 H9B . . 91.6 ? H9A C9 H9B . . 106.5 ? 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_site_symmetry_1 _geom_torsion_site_symmetry_4 _geom_torsion O1 Ni1 O1 C1 2_655 . 140.6(4) N1 Ni1 O1 C1 . . -13.2(4) N1 Ni1 O1 C1 2_655 . -127.4(4) O1 Ni1 N1 C7 2_655 . -76.2(5) O1 Ni1 N1 C7 . . 14.4(4) N1 Ni1 N1 C7 2_655 . 170.4(4) O1 Ni1 N1 C8 2_655 . 102.3(5) O1 Ni1 N1 C8 . . -167.1(4) N1 Ni1 N1 C8 2_655 . -11.1(3) Ni1 O1 C1 C2 2_655 . -175.8(3) Ni1 O1 C1 C2 . . -175.8(3) Ni1 O1 C1 C6 2_655 . 4.1(6) Ni1 O1 C1 C6 . . 4.1(6) O1 C1 C2 C3 . . 174.3(4) C6 C1 C2 C3 . . -5.6(7) C1 C2 C3 C4 . . .3(7) C2 C3 C4 C5 . . 4.7(7) C2 C3 C4 Br1 . . -174.9(4) C3 C4 C5 C6 . . -4.1(7) Br1 C4 C5 C6 . . 175.6(3) C4 C5 C6 C1 . . -1.5(6) C4 C5 C6 C7 . . 176.3(4) O1 C1 C6 C5 . . -173.7(4) C2 C1 C6 C5 . . 6.2(6) O1 C1 C6 C7 . . 8.7(7) C2 C1 C6 C7 . . -171.5(4) C8 N1 C7 C6 . . 173.8(5) Ni1 N1 C7 C6 2_655 . -7.5(7) Ni1 N1 C7 C6 . . -7.5(7) C5 C6 C7 N1 . . 175.8(4) C1 C6 C7 N1 . . -6.6(7) C7 N1 C8 C9 . . -138.5(6) Ni1 N1 C8 C9 2_655 . 42.8(7) Ni1 N1 C8 C9 . . 42.8(7) N1 C8 C9 C8 . 2_655 -63.1(8)