#------------------------------------------------------------------------------
#$Date: 2016-03-22 23:49:25 +0200 (Tue, 22 Mar 2016) $
#$Revision: 179079 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/41/4304109.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_4304109
loop_
_publ_author_name
'Shigehisa Akine'
'Ayako Akimoto'
'Takuya Shiga'
'Hiroki Oshio'
'Tatsuya Nabeshima'
_publ_section_title
;
Synthesis, Stability, and Complexation Behavior of Isolable Salen-Type
N2S2 and N2SO Ligands Based on Thiol and Oxime Functionalities
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              875
_journal_page_last               885
_journal_paper_doi               10.1021/ic701525c
_journal_volume                  47
_journal_year                    2008
_chemical_formula_moiety         C18H18Cu2N2O6
_chemical_formula_sum            'C18 H18 Cu2 N2 O6'
_chemical_formula_weight         485.42
_chemical_name_common            (salox-Cu)2
_chemical_name_systematic
; 
 ? 
;
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 105.15(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   5.1113(19)
_cell_length_b                   17.603(9)
_cell_length_c                   9.828(7)
_cell_measurement_reflns_used    7588
_cell_measurement_temperature    120
_cell_measurement_theta_max      26.99
_cell_measurement_theta_min      3.16
_cell_volume                     853.5(8)
_computing_cell_refinement       'Rapid AUTO (Rigaku Corp.)'
_computing_data_collection       'Rapid AUTO (Rigaku Corp.)'
_computing_data_reduction        'Rapid AUTO (Rigaku Corp.)'
_computing_molecular_graphics    ORTEP-3
_computing_publication_material  ORTEP-3
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'DIRDIF99 (Beurskens et al., 1999)'
_diffrn_ambient_temperature      120
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Rigaku R-AXIS Rapid'
_diffrn_measurement_method       IP
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0763
_diffrn_reflns_av_sigmaI/netI    0.0691
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7588
_diffrn_reflns_theta_full        26.99
_diffrn_reflns_theta_max         26.99
_diffrn_reflns_theta_min         3.16
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.534
_exptl_absorpt_correction_T_max  0.7857
_exptl_absorpt_correction_T_min  0.3639
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Rapid AUTO (Rigaku Corp.)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.889
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             492
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.648
_refine_diff_density_min         -0.615
_refine_diff_density_rms         0.128
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     128
_refine_ls_number_reflns         1862
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0407
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0297P)²+0.9203P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0875
_refine_ls_wR_factor_ref         0.0887
_reflns_number_gt                1808
_reflns_number_total             1862
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic701525c-file003_4.cif
_cod_data_source_block           Cu2(L5)2
_cod_database_code               4304109
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.22652(8) 0.47257(2) 0.41648(4) 0.01368(13) Uani 1 1 d . . .
C1 C -0.3214(7) 0.39353(18) 0.2157(4) 0.0152(7) Uani 1 1 d . . .
C2 C -0.2304(7) 0.36970(18) 0.3576(4) 0.0155(7) Uani 1 1 d . . .
C3 C -0.3791(7) 0.31159(19) 0.4010(4) 0.0182(7) Uani 1 1 d . . .
H1 H -0.3202 0.2929 0.4947 0.022 Uiso 1 1 calc R . .
C4 C -0.6096(8) 0.28084(19) 0.3106(4) 0.0205(7) Uani 1 1 d . . .
H2 H -0.7090 0.2430 0.3447 0.025 Uiso 1 1 calc R . .
C5 C -0.6976(8) 0.30423(19) 0.1713(4) 0.0232(8) Uani 1 1 d . . .
H3 H -0.8538 0.2823 0.1094 0.028 Uiso 1 1 calc R . .
C6 C -0.5529(8) 0.3601(2) 0.1250(4) 0.0192(7) Uani 1 1 d . . .
H4 H -0.6103 0.3765 0.0297 0.023 Uiso 1 1 calc R . .
O1 O -0.0192(6) 0.39908(14) 0.4499(3) 0.0191(5) Uani 1 1 d . . .
C7 C -0.1969(7) 0.45482(18) 0.1581(4) 0.0178(7) Uani 1 1 d . . .
H5 H -0.2692 0.4671 0.0614 0.021 Uiso 1 1 calc R . .
N1 N 0.0064(6) 0.49413(16) 0.2291(3) 0.0163(6) Uani 1 1 d . . .
O2 O 0.0749(6) 0.55193(14) 0.1444(3) 0.0201(5) Uani 1 1 d . . .
C8 C 0.2019(7) 0.61504(19) 0.2317(4) 0.0189(8) Uani 1 1 d . . .
H6 H 0.0998 0.6261 0.3023 0.023 Uiso 1 1 calc R . .
H7 H 0.1935 0.6607 0.1720 0.023 Uiso 1 1 calc R . .
C9 C 0.4915(7) 0.59898(18) 0.3064(4) 0.0153(7) Uani 1 1 d . . .
H8 H 0.5917 0.5850 0.2364 0.018 Uiso 1 1 calc R . .
H9 H 0.5756 0.6454 0.3558 0.018 Uiso 1 1 calc R . .
O3 O 0.5126(5) 0.53978(13) 0.4044(3) 0.0163(5) 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'
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
_geom_angle_publ_flag
O1 Cu1 O3 171.68(12) . . ?
O1 Cu1 O3 95.56(12) . 3_666 ?
O3 Cu1 O3 76.55(12) . 3_666 ?
O1 Cu1 N1 93.00(12) . . ?
O3 Cu1 N1 94.82(12) . . ?
O3 Cu1 N1 171.31(11) 3_666 . ?
O1 Cu1 Cu1 133.62(9) . 3_666 ?
O3 Cu1 Cu1 38.44(8) . 3_666 ?
O3 Cu1 Cu1 38.11(7) 3_666 3_666 ?
N1 Cu1 Cu1 133.26(9) . 3_666 ?
C6 C1 C2 120.3(3) . . ?
C6 C1 C7 116.6(3) . . ?
C2 C1 C7 123.0(3) . . ?
O1 C2 C3 119.1(3) . . ?
O1 C2 C1 124.1(3) . . ?
C3 C2 C1 116.8(3) . . ?
C4 C3 C2 121.7(4) . . ?
C4 C3 H1 119.1 . . ?
C2 C3 H1 119.1 . . ?
C3 C4 C5 121.2(4) . . ?
C3 C4 H2 119.4 . . ?
C5 C4 H2 119.4 . . ?
C6 C5 C4 118.3(3) . . ?
C6 C5 H3 120.8 . . ?
C4 C5 H3 120.8 . . ?
C5 C6 C1 121.6(4) . . ?
C5 C6 H4 119.2 . . ?
C1 C6 H4 119.2 . . ?
C2 O1 Cu1 127.6(2) . . ?
N1 C7 C1 124.4(3) . . ?
N1 C7 H5 117.8 . . ?
C1 C7 H5 117.8 . . ?
C7 N1 O2 110.8(3) . . ?
C7 N1 Cu1 126.7(3) . . ?
O2 N1 Cu1 122.1(2) . . ?
N1 O2 C8 110.2(3) . . ?
O2 C8 C9 112.2(3) . . ?
O2 C8 H6 109.2 . . ?
C9 C8 H6 109.2 . . ?
O2 C8 H7 109.2 . . ?
C9 C8 H7 109.2 . . ?
H6 C8 H7 107.9 . . ?
O3 C9 C8 111.4(3) . . ?
O3 C9 H8 109.3 . . ?
C8 C9 H8 109.3 . . ?
O3 C9 H9 109.3 . . ?
C8 C9 H9 109.3 . . ?
H8 C9 H9 108.0 . . ?
C9 O3 Cu1 125.4(2) . . ?
C9 O3 Cu1 128.5(2) . 3_666 ?
Cu1 O3 Cu1 103.45(12) . 3_666 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 1.891(3) . ?
Cu1 O3 1.909(2) . ?
Cu1 O3 1.922(3) 3_666 ?
Cu1 N1 1.928(3) . ?
Cu1 Cu1 3.0074(14) 3_666 ?
C1 C6 1.410(5) . ?
C1 C2 1.414(6) . ?
C1 C7 1.441(5) . ?
C2 O1 1.321(4) . ?
C2 C3 1.405(5) . ?
C3 C4 1.387(5) . ?
C3 H1 0.9500 . ?
C4 C5 1.387(6) . ?
C4 H2 0.9500 . ?
C5 C6 1.378(5) . ?
C5 H3 0.9500 . ?
C6 H4 0.9500 . ?
C7 N1 1.291(5) . ?
C7 H5 0.9500 . ?
N1 O2 1.415(4) . ?
O2 C8 1.449(4) . ?
C8 C9 1.497(5) . ?
C8 H6 0.9900 . ?
C8 H7 0.9900 . ?
C9 O3 1.404(4) . ?
C9 H8 0.9900 . ?
C9 H9 0.9900 . ?
O3 Cu1 1.922(3) 3_666 ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 O1 -178.6(3) . . . . ?
C7 C1 C2 O1 -2.2(5) . . . . ?
C6 C1 C2 C3 0.7(5) . . . . ?
C7 C1 C2 C3 177.1(3) . . . . ?
O1 C2 C3 C4 177.1(3) . . . . ?
C1 C2 C3 C4 -2.2(5) . . . . ?
C2 C3 C4 C5 2.5(6) . . . . ?
C3 C4 C5 C6 -1.2(6) . . . . ?
C4 C5 C6 C1 -0.3(6) . . . . ?
C2 C1 C6 C5 0.5(5) . . . . ?
C7 C1 C6 C5 -176.1(3) . . . . ?
C3 C2 O1 Cu1 175.7(2) . . . . ?
C1 C2 O1 Cu1 -5.0(5) . . . . ?
O3 Cu1 O1 C2 -149.8(6) . . . . ?
O3 Cu1 O1 C2 -168.2(3) 3_666 . . . ?
N1 Cu1 O1 C2 10.3(3) . . . . ?
Cu1 Cu1 O1 C2 -165.9(2) 3_666 . . . ?
C6 C1 C7 N1 176.0(3) . . . . ?
C2 C1 C7 N1 -0.5(5) . . . . ?
C1 C7 N1 O2 -177.7(3) . . . . ?
C1 C7 N1 Cu1 10.0(5) . . . . ?
O1 Cu1 N1 C7 -12.7(3) . . . . ?
O3 Cu1 N1 C7 164.4(3) . . . . ?
O3 Cu1 N1 C7 157.2(6) 3_666 . . . ?
Cu1 Cu1 N1 C7 163.5(3) 3_666 . . . ?
O1 Cu1 N1 O2 175.8(3) . . . . ?
O3 Cu1 N1 O2 -7.0(3) . . . . ?
O3 Cu1 N1 O2 -14.3(9) 3_666 . . . ?
Cu1 Cu1 N1 O2 -8.0(3) 3_666 . . . ?
C7 N1 O2 C8 152.9(3) . . . . ?
Cu1 N1 O2 C8 -34.4(4) . . . . ?
N1 O2 C8 C9 77.4(4) . . . . ?
O2 C8 C9 O3 -65.4(4) . . . . ?
C8 C9 O3 Cu1 12.7(4) . . . . ?
C8 C9 O3 Cu1 -145.9(3) . . . 3_666 ?
O1 Cu1 O3 C9 178.2(6) . . . . ?
O3 Cu1 O3 C9 -162.9(3) 3_666 . . . ?
N1 Cu1 O3 C9 18.2(3) . . . . ?
Cu1 Cu1 O3 C9 -162.9(3) 3_666 . . . ?
O1 Cu1 O3 Cu1 -18.9(8) . . . 3_666 ?
O3 Cu1 O3 Cu1 0.0 3_666 . . 3_666 ?
N1 Cu1 O3 Cu1 -178.87(12) . . . 3_666 ?
