#------------------------------------------------------------------------------ #$Date: 2013-08-29 17:37:19 +0200 (Thu, 29 Aug 2013) $ #$Revision: 88064 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/15/2011506.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_2011506 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 '[Cu(C17 H14 Cl2 N2 O2 )]' _chemical_formula_moiety 'C17 H14 Cl2 Cu N2 O2' _chemical_formula_sum 'C17 H14 Cl2 Cu N2 O2' _chemical_formula_weight 412.74 _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 94.06(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 21.022(3) _cell_length_b 8.140(2) _cell_length_c 9.416(3) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 15.86 _cell_measurement_theta_min 1.94 _cell_volume 1607.2(7) _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 .996 _diffrn_measured_fraction_theta_max .996 _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 .017 _diffrn_reflns_av_sigmaI/netI .0337 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 2 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 1946 _diffrn_reflns_theta_full 25.98 _diffrn_reflns_theta_max 25.98 _diffrn_reflns_theta_min 1.94 _diffrn_standards_decay_% 3.0 _diffrn_standards_interval_time 90 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 1.70 _exptl_absorpt_correction_T_max .87 _exptl_absorpt_correction_T_min .79 _exptl_absorpt_correction_type '\y scan' _exptl_absorpt_process_details '(North et al., 1968)' _exptl_crystal_colour blue _exptl_crystal_density_diffrn 1.706 _exptl_crystal_density_method 'not measured' _exptl_crystal_description needle _exptl_crystal_F_000 836 _exptl_crystal_size_max .30 _exptl_crystal_size_mid .08 _exptl_crystal_size_min .08 _refine_diff_density_max .57 _refine_diff_density_min -.51 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.127 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 114 _refine_ls_number_reflns 1568 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.128 _refine_ls_R_factor_all .0590 _refine_ls_R_factor_gt .037 _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^)+(0.0648P)^2^+0.4477P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .106 _reflns_number_gt 1274 _reflns_number_total 1568 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file fr1285.cif _[local]_cod_data_source_block II _[local]_cod_cif_authors_sg_H-M 'C 2/c' _cod_database_code 2011506 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 Cu1 .5000 .01949(5) .2500 .0383(2) Uani d S 1 . . Cu Cl1 .26844(4) .25493(13) -.31366(10) .0677(3) Uani d . 1 . . Cl O1 .43986(10) .1888(2) .1998(2) .0437(5) Uani d . 1 . . O N1 .45778(12) -.1393(3) .1182(3) .0414(6) Uani d . 1 . . N C1 .39829(13) .1928(3) .0911(3) .0385(6) Uani d . 1 . . C C2 .36059(14) .3360(4) .0647(4) .0451(7) Uani d . 1 . . C H2 .3632 .4208 .1310 .054 Uiso calc R 1 . . H C3 .32081(14) .3526(4) -.0549(4) .0493(7) Uani d . 1 . . C H3 .2973 .4485 -.0701 .059 Uiso calc R 1 . . H C4 .31524(14) .2263(4) -.1545(3) .0460(7) Uani d . 1 . . C C5 .34610(14) .0812(4) -.1291(3) .0443(7) Uani d . 1 . . C H5 .3397 -.0052 -.1932 .053 Uiso calc R 1 . . H C6 .38767(13) .0608(4) -.0063(3) .0383(6) Uani d . 1 . . C C7 .41575(14) -.0988(3) .0187(3) .0417(7) Uani d . 1 . . C H7 .4019 -.1817 -.0440 .050 Uiso calc R 1 . . H C8 .4736(2) -.3162(4) .1249(4) .0666(10) Uani d D 1 . . C H8A .4401 -.3787 .0734 .100 Uiso d PR .50 . . H H8B .5129 -.3377 .0803 .100 Uiso d PR .50 . . H H8C .4347 -.3718 .1475 .100 Uiso d PR .50 . . H H8D .4841 -.3562 .0324 .100 Uiso d PR .50 . . H C9 .4800(3) -.3741(7) .2732(6) .0434(14) Uani d PD .50 . . C H9A .4392 -.3549 .3125 .065 Uiso d PR .50 . . H H9B .4854 -.4924 .2690 .065 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 Cu1 .0500(3) .0293(3) .0349(3) .000 -.0022(2) .000 Cl1 .0667(6) .0803(7) .0528(5) .0089(4) -.0193(4) .0026(4) O1 .0588(12) .0342(10) .0364(11) .0039(9) -.0085(9) -.0036(8) N1 .0562(14) .0299(11) .0376(13) -.0006(10) .0001(11) -.0023(10) C1 .0405(14) .0384(14) .0369(15) -.0044(11) .0047(12) .0027(12) C2 .0491(16) .0395(15) .0467(17) .0027(12) .0033(13) -.0019(13) C3 .0465(16) .0493(17) .0512(19) .0060(13) -.0018(14) .0034(15) C4 .0386(15) .0571(19) .0418(17) -.0010(13) -.0010(12) .0010(14) C5 .0458(16) .0512(16) .0357(15) -.0076(13) .0029(13) -.0026(13) C6 .0404(14) .0397(14) .0351(15) -.0048(11) .0053(12) .0002(12) C7 .0553(17) .0359(14) .0342(15) -.0105(13) .0043(13) -.0048(12) C8 .111(3) .0299(15) .059(2) .0099(17) .000(2) -.0050(15) C9 .056(4) .030(3) .045(4) -.002(2) .005(3) .002(2) 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 Cu1 O1 2_655 1.907(2) ? Cu1 O1 . 1.907(2) y Cu1 N1 . 1.960(2) y Cu1 N1 2_655 1.960(2) ? Cl1 C4 . 1.749(3) y O1 C1 . 1.298(4) y N1 C7 . 1.284(4) y N1 C8 . 1.478(4) y C1 C6 . 1.420(4) y C1 C2 . 1.422(4) y C2 C3 . 1.361(4) y C2 H2 . .9300 ? C3 C4 . 1.391(5) y C3 H3 . .9300 ? C4 C5 . 1.361(4) y C5 C6 . 1.409(4) y C5 H5 . .9300 ? C6 C7 . 1.439(4) y C7 H7 . .9300 ? C8 C9 . 1.471(6) y C8 H8A . .9700 ? C8 H8B . .9700 ? C8 H8C . .9700 ? C8 H8D . .9700 ? C9 C8 2_655 1.401(7) ? C9 H8C . 1.4651 ? 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' Cl Cl .1484 .1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu .3201 1.2651 '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 0 2 0 6 2 0 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 Cu1 O1 2_655 . 87.44(12) y O1 Cu1 N1 2_655 . 153.63(10) y O1 Cu1 N1 . . 93.27(10) y O1 Cu1 N1 2_655 2_655 93.27(10) ? O1 Cu1 N1 . 2_655 153.63(10) ? N1 Cu1 N1 . 2_655 97.51(14) y C1 O1 Cu1 . . 127.66(18) y C7 N1 C8 . . 115.0(3) ? C7 N1 Cu1 . . 123.34(19) ? C8 N1 Cu1 . . 121.7(2) ? O1 C1 C6 . . 123.8(3) ? O1 C1 C2 . . 119.6(3) ? C6 C1 C2 . . 116.5(3) ? C3 C2 C1 . . 121.9(3) ? C3 C2 H2 . . 119.1 ? C1 C2 H2 . . 119.1 ? C2 C3 C4 . . 120.1(3) ? C2 C3 H3 . . 119.9 ? C4 C3 H3 . . 119.9 ? C5 C4 C3 . . 120.4(3) ? C5 C4 Cl1 . . 119.9(3) ? C3 C4 Cl1 . . 119.6(3) ? C4 C5 C6 . . 120.5(3) ? C4 C5 H5 . . 119.8 ? C6 C5 H5 . . 119.8 ? C5 C6 C1 . . 120.1(3) ? C5 C6 C7 . . 117.6(3) ? C1 C6 C7 . . 122.2(3) ? N1 C7 C6 . . 127.2(3) ? N1 C7 H7 . . 116.4 ? C6 C7 H7 . . 116.4 ? N1 C8 C9 . . 111.0(3) ? N1 C8 H8A . . 109.7 ? C9 C8 H8A . . 108.7 ? N1 C8 H8B . . 110.7 ? C9 C8 H8B . . 109.2 ? H8A C8 H8B . . 107.5 ? N1 C8 H8C . . 105.9 ? C9 C8 H8C . . 70.4 ? H8A C8 H8C . . 43.4 ? H8B C8 H8C . . 140.2 ? N1 C8 H8D . . 110.7 ? C9 C8 H8D . . 137.2 ? H8A C8 H8D . . 65.1 ? H8B C8 H8D . . 45.1 ? H8C C8 H8D . . 106.9 ? C8 C9 C8 2_655 . 123.7(4) y C8 C9 H8C 2_655 . 158.4 ? C8 C9 H8C . . 38.6 ? C8 C9 H9A 2_655 . 106.0 ? C8 C9 H9A . . 106.6 ? H8C C9 H9A . . 76.4 ? C8 C9 H9B 2_655 . 106.5 ? C8 C9 H9B . . 106.4 ? H8C C9 H9B . . 92.9 ? 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 Cu1 O1 C1 2_655 . 139.6(3) N1 Cu1 O1 C1 . . -14.0(2) N1 Cu1 O1 C1 2_655 . -128.2(3) O1 Cu1 N1 C7 2_655 . -76.4(3) O1 Cu1 N1 C7 . . 14.5(3) N1 Cu1 N1 C7 2_655 . 170.4(3) O1 Cu1 N1 C8 2_655 . 102.3(3) O1 Cu1 N1 C8 . . -166.9(3) N1 Cu1 N1 C8 2_655 . -11.0(2) Cu1 O1 C1 C6 . . 4.7(4) Cu1 O1 C1 C2 . . -175.0(2) O1 C1 C2 C3 . . 173.6(3) C6 C1 C2 C3 . . -6.2(4) C1 C2 C3 C4 . . 1.1(5) C2 C3 C4 C5 . . 4.4(5) C2 C3 C4 Cl1 . . -175.4(3) C3 C4 C5 C6 . . -4.5(5) Cl1 C4 C5 C6 . . 175.3(2) C4 C5 C6 C1 . . -.8(4) C4 C5 C6 C7 . . 176.3(3) O1 C1 C6 C5 . . -173.8(3) C2 C1 C6 C5 . . 5.9(4) O1 C1 C6 C7 . . 9.3(4) C2 C1 C6 C7 . . -171.0(3) C8 N1 C7 C6 . . 174.8(3) Cu1 N1 C7 C6 . . -6.5(4) C5 C6 C7 N1 . . 174.9(3) C1 C6 C7 N1 . . -8.1(5) C7 N1 C8 C9 . . -138.7(4) Cu1 N1 C8 C9 . . 42.6(5) N1 C8 C9 C8 . 2_655 -62.9(6) _cod_database_fobs_code 2011506