#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/31/1513178.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1513178
loop_
_publ_author_name
'Yasemin Yahsi'
'Hulya Kara'
_publ_section_title
;
 Synthesis, structural analysis and magnetic properties of two novel
 doubly oxygen bridged binuclear manganese(III) and copper(II) complexes
 with ONO tridentate ligands
;
_journal_name_full
;
Inorganica Chimica Acta
;
_journal_page_first              110
_journal_page_last               116
_journal_paper_doi               10.1016/j.ica.2012.11.029
_journal_volume                  397
_journal_year                    2013
_chemical_formula_sum            'C13 H7 Cl2 Cu N O2'
_chemical_formula_weight         343.65
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 106.717(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.2082(3)
_cell_length_b                   15.8065(12)
_cell_length_c                   15.2221(12)
_cell_measurement_reflns_used    2107
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.6217
_cell_measurement_theta_min      3.8885
_cell_volume                     1200.17(15)
_computing_cell_refinement
;
 CrysAlis RED, Oxford Diffraction Ltd.,
 Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
 (compiled Jun 10 2008,16:49:55)
;
_computing_data_collection
;
 CrysAlis CCD, Oxford Diffraction Ltd.,
 Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
 (compiled Jun 10 2008,16:49:55)
;
_computing_data_reduction
;
 CrysAlis RED, Oxford Diffraction Ltd.,
 Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
 (compiled Jun 10 2008,16:49:55)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.4547
_diffrn_measured_fraction_theta_full 0.876
_diffrn_measured_fraction_theta_max 0.876
_diffrn_measurement_details
;
  1 omega  -48.00    4.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      -21.0487   45.0000  240.0000    0.0000    0.0000 52

  2 omega  -11.00   44.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       22.1424   77.0000    0.0000    0.0000    0.0000 55

  3 omega  -50.00    2.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       22.1424  -45.0000  240.0000    0.0000    0.0000 52

  4 omega  -35.00    3.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       22.1424  120.0000  134.0000    0.0000    0.0000 38

  5 omega    1.00   47.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       22.1424  -77.0000   60.0000    0.0000    0.0000 46

  6 omega   20.00   88.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       22.1424    0.0000  270.0000    0.0000    0.0000 68

;
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur3'
_diffrn_measurement_method       'omega scan'
_diffrn_orient_matrix_UB_11      0.0221030015
_diffrn_orient_matrix_UB_12      0.0019640640
_diffrn_orient_matrix_UB_13      -0.0475479354
_diffrn_orient_matrix_UB_21      0.0160110235
_diffrn_orient_matrix_UB_22      0.0444364867
_diffrn_orient_matrix_UB_23      0.0034018222
_diffrn_orient_matrix_UB_31      0.1336310413
_diffrn_orient_matrix_UB_32      -0.0056863173
_diffrn_orient_matrix_UB_33      0.0101973843
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0458
_diffrn_reflns_av_sigmaI/netI    0.0907
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            6611
_diffrn_reflns_theta_full        28.67
_diffrn_reflns_theta_max         28.67
_diffrn_reflns_theta_min         4.09
_exptl_absorpt_coefficient_mu    2.258
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80461
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May  8 2007,13:10:02)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.902
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             684
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.413
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.817
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2703
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.817
_refine_ls_R_factor_all          0.0820
_refine_ls_R_factor_gt           0.0372
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0336P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0670
_refine_ls_wR_factor_ref         0.0750
_reflns_number_gt                1567
_reflns_number_total             2703
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ICA-2013-397-110-116-2.cif
_cod_data_source_block           yc-1
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               1513178
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cu1 Cu 0.21140(8) 0.94498(3) 0.48066(3) 0.03225(14) Uani 1 1 d .
Cl1 Cl 0.99403(18) 0.82808(6) 0.67994(6) 0.0430(2) Uani 1 1 d .
Cl2 Cl 1.12281(17) 0.62898(6) 0.40978(6) 0.0447(3) Uani 1 1 d .
O1 O 0.5419(4) 0.89667(14) 0.54110(15) 0.0358(6) Uani 1 1 d .
O2 O -0.1301(4) 0.99547(14) 0.41884(16) 0.0349(6) Uani 1 1 d .
N1 N 0.1759(5) 0.89275(16) 0.36343(18) 0.0284(6) Uani 1 1 d .
C1 C 0.6608(6) 0.8365(2) 0.5077(2) 0.0289(8) Uani 1 1 d .
C2 C 0.8920(6) 0.7982(2) 0.5656(2) 0.0300(8) Uani 1 1 d .
C3 C 1.0347(6) 0.7368(2) 0.5362(2) 0.0336(8) Uani 1 1 d .
H3 H 1.1895 0.7142 0.5761 0.040 Uiso 1 1 calc R
C4 C 0.9445(6) 0.7086(2) 0.4458(2) 0.0317(8) Uani 1 1 d .
C5 C 0.7182(6) 0.7420(2) 0.3871(2) 0.0326(8) Uani 1 1 d .
H5 H 0.6581 0.7219 0.3272 0.039 Uiso 1 1 calc R
C6 C 0.5744(6) 0.8065(2) 0.4159(2) 0.0283(8) Uani 1 1 d .
C7 C 0.3394(6) 0.8372(2) 0.3484(2) 0.0316(8) Uani 1 1 d .
H7 H 0.3025 0.8153 0.2894 0.038 Uiso 1 1 calc R
C8 C -0.0548(6) 0.9217(2) 0.2956(2) 0.0282(8) Uani 1 1 d .
C9 C -0.1292(7) 0.9004(2) 0.2035(2) 0.0383(9) Uani 1 1 d .
H9 H -0.0217 0.8643 0.1811 0.046 Uiso 1 1 calc R
C10 C -0.3616(7) 0.9324(2) 0.1448(2) 0.0429(10) Uani 1 1 d .
H10 H -0.4119 0.9176 0.0831 0.052 Uiso 1 1 calc R
C11 C -0.5201(7) 0.9868(2) 0.1781(3) 0.0401(9) Uani 1 1 d .
H11 H -0.6765 1.0086 0.1383 0.048 Uiso 1 1 calc R
C12 C -0.4489(6) 1.0089(2) 0.2692(3) 0.0367(9) Uani 1 1 d .
H12 H -0.5578 1.0452 0.2907 0.044 Uiso 1 1 calc R
C13 C -0.2160(6) 0.9775(2) 0.3292(2) 0.0293(8) Uani 1 1 d .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 Cu1 N1 96.35(10) . .
O1 Cu1 O2 179.61(10) . .
N1 Cu1 O2 84.03(10) . .
O1 Cu1 O2 100.89(9) . 3_576
N1 Cu1 O2 162.19(10) . 3_576
O2 Cu1 O2 78.74(11) . 3_576
O1 Cu1 Cu1 140.08(7) . 3_576
N1 Cu1 Cu1 123.44(8) . 3_576
O2 Cu1 Cu1 39.54(7) . 3_576
O2 Cu1 Cu1 39.20(6) 3_576 3_576
O1 Cu1 Cu1 58.38(7) . 3_676
N1 Cu1 Cu1 103.06(7) . 3_676
O2 Cu1 Cu1 121.46(7) . 3_676
O2 Cu1 Cu1 89.87(7) 3_576 3_676
Cu1 Cu1 Cu1 109.56(2) 3_576 3_676
C1 O1 Cu1 125.2(2) . .
C13 O2 Cu1 113.58(18) . .
C13 O2 Cu1 145.2(2) . 3_576
Cu1 O2 Cu1 101.26(11) . 3_576
C7 N1 C8 123.8(3) . .
C7 N1 Cu1 124.3(2) . .
C8 N1 Cu1 111.88(19) . .
O1 C1 C2 118.8(3) . .
O1 C1 C6 124.8(3) . .
C2 C1 C6 116.3(3) . .
C3 C2 C1 123.0(3) . .
C3 C2 Cl1 118.8(3) . .
C1 C2 Cl1 118.1(2) . .
C2 C3 C4 119.2(3) . .
C2 C3 H3 120.4 . .
C4 C3 H3 120.4 . .
C5 C4 C3 120.4(3) . .
C5 C4 Cl2 120.8(3) . .
C3 C4 Cl2 118.8(3) . .
C4 C5 C6 120.8(3) . .
C4 C5 H5 119.6 . .
C6 C5 H5 119.6 . .
C5 C6 C1 120.2(3) . .
C5 C6 C7 116.2(3) . .
C1 C6 C7 123.6(3) . .
N1 C7 C6 125.0(3) . .
N1 C7 H7 117.5 . .
C6 C7 H7 117.5 . .
C9 C8 C13 119.8(3) . .
C9 C8 N1 126.3(3) . .
C13 C8 N1 113.9(3) . .
C10 C9 C8 120.3(3) . .
C10 C9 H9 119.8 . .
C8 C9 H9 119.8 . .
C9 C10 C11 119.8(3) . .
C9 C10 H10 120.1 . .
C11 C10 H10 120.1 . .
C12 C11 C10 120.7(3) . .
C12 C11 H11 119.6 . .
C10 C11 H11 119.6 . .
C11 C12 C13 120.4(3) . .
C11 C12 H12 119.8 . .
C13 C12 H12 119.8 . .
O2 C13 C12 124.7(3) . .
O2 C13 C8 116.3(3) . .
C12 C13 C8 119.0(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.866(2) .
Cu1 N1 1.926(3) .
Cu1 O2 1.930(2) .
Cu1 O2 1.944(2) 3_576
Cu1 Cu1 2.9945(8) 3_576
Cu1 Cu1 3.3750(8) 3_676
Cl1 C2 1.733(3) .
Cl2 C4 1.744(3) .
O1 C1 1.314(4) .
O2 C13 1.339(4) .
O2 Cu1 1.944(2) 3_576
N1 C7 1.289(4) .
N1 C8 1.416(4) .
C1 C2 1.408(4) .
C1 C6 1.421(4) .
C2 C3 1.374(4) .
C3 C4 1.393(4) .
C3 H3 0.9300 .
C4 C5 1.364(4) .
C5 C6 1.407(4) .
C5 H5 0.9300 .
C6 C7 1.438(4) .
C7 H7 0.9300 .
C8 C9 1.384(4) .
C8 C13 1.411(4) .
C9 C10 1.378(4) .
C9 H9 0.9300 .
C10 C11 1.384(5) .
C10 H10 0.9300 .
C11 C12 1.373(5) .
C11 H11 0.9300 .
C12 C13 1.384(4) .
C12 H12 0.9300 .
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_site_symmetry_1
_geom_torsion_site_symmetry_4
N1 Cu1 O1 C1 -9.3(3) . .
O2 Cu1 O1 C1 -177(100) . .
O2 Cu1 O1 C1 166.2(2) 3_576 .
Cu1 Cu1 O1 C1 166.29(19) 3_576 .
Cu1 Cu1 O1 C1 -110.8(2) 3_676 .
O1 Cu1 O2 C13 163(38) . .
N1 Cu1 O2 C13 -4.4(2) . .
O2 Cu1 O2 C13 -179.9(3) 3_576 .
Cu1 Cu1 O2 C13 -179.9(3) 3_576 .
Cu1 Cu1 O2 C13 97.2(2) 3_676 .
O1 Cu1 O2 Cu1 -17(17) . 3_576
N1 Cu1 O2 Cu1 175.48(11) . 3_576
O2 Cu1 O2 Cu1 0.0 3_576 3_576
Cu1 Cu1 O2 Cu1 -82.85(9) 3_676 3_576
O1 Cu1 N1 C7 5.5(3) . .
O2 Cu1 N1 C7 -174.6(3) . .
O2 Cu1 N1 C7 -159.9(3) 3_576 .
Cu1 Cu1 N1 C7 -171.1(2) 3_576 .
Cu1 Cu1 N1 C7 64.5(3) 3_676 .
O1 Cu1 N1 C8 -175.4(2) . .
O2 Cu1 N1 C8 4.5(2) . .
O2 Cu1 N1 C8 19.1(5) 3_576 .
Cu1 Cu1 N1 C8 7.9(2) 3_576 .
Cu1 Cu1 N1 C8 -116.46(19) 3_676 .
Cu1 O1 C1 C2 -171.5(2) . .
Cu1 O1 C1 C6 8.8(4) . .
O1 C1 C2 C3 -177.9(3) . .
C6 C1 C2 C3 1.8(5) . .
O1 C1 C2 Cl1 4.1(4) . .
C6 C1 C2 Cl1 -176.2(2) . .
C1 C2 C3 C4 -2.0(5) . .
Cl1 C2 C3 C4 176.0(2) . .
C2 C3 C4 C5 0.4(5) . .
C2 C3 C4 Cl2 -178.6(2) . .
C3 C4 C5 C6 1.2(5) . .
Cl2 C4 C5 C6 -179.8(2) . .
C4 C5 C6 C1 -1.3(5) . .
C4 C5 C6 C7 179.8(3) . .
O1 C1 C6 C5 179.5(3) . .
C2 C1 C6 C5 -0.2(5) . .
O1 C1 C6 C7 -1.7(5) . .
C2 C1 C6 C7 178.6(3) . .
C8 N1 C7 C6 -179.8(3) . .
Cu1 N1 C7 C6 -0.9(4) . .
C5 C6 C7 N1 176.3(3) . .
C1 C6 C7 N1 -2.5(5) . .
C7 N1 C8 C9 -4.9(5) . .
Cu1 N1 C8 C9 176.0(3) . .
C7 N1 C8 C13 175.2(3) . .
Cu1 N1 C8 C13 -3.9(3) . .
C13 C8 C9 C10 -0.9(5) . .
N1 C8 C9 C10 179.2(3) . .
C8 C9 C10 C11 0.6(5) . .
C9 C10 C11 C12 -0.3(5) . .
C10 C11 C12 C13 0.4(5) . .
Cu1 O2 C13 C12 -177.1(3) . .
Cu1 O2 C13 C12 3.0(6) 3_576 .
Cu1 O2 C13 C8 3.4(3) . .
Cu1 O2 C13 C8 -176.4(2) 3_576 .
C11 C12 C13 O2 179.9(3) . .
C11 C12 C13 C8 -0.7(5) . .
C9 C8 C13 O2 -179.6(3) . .
N1 C8 C13 O2 0.3(4) . .
C9 C8 C13 C12 1.0(5) . .
N1 C8 C13 C12 -179.1(3) . .
