#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/11/2231155.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_2231155
loop_
_publ_author_name
'Zhu, Hai-Bin'
'Yang, Wen-Na'
_publ_section_title
;
 Tetra-μ-acetato-κ⁸O:O'-bis{[2-methylsulfanyl-4-(pyridin-4-yl-κN)pyrimidine]copper(II)}(Cu{---Cu})
;
_journal_coeditor_code           HY2450
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1168
_journal_paper_doi               10.1107/S1600536811029837
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Cu2 (C2 H3 O2)4 (C10 H9 N3 S)2]'
_chemical_formula_moiety         'C28 H30 Cu2 N6 O8 S2'
_chemical_formula_sum            'C28 H30 Cu2 N6 O8 S2'
_chemical_formula_weight         769.82
_chemical_name_systematic
;
Tetra-μ-acetato-κ⁸O:O'-bis{[2-methylsulfanyl-
4-(pyridin-4-yl-κN)pyrimidine]copper(II)}(Cu---Cu)
;
_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                 103.781(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   15.192(2)
_cell_length_b                   13.003(2)
_cell_length_c                   8.6108(13)
_cell_measurement_reflns_used    2827
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.50
_cell_measurement_theta_min      2.25
_cell_volume                     1652.0(4)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2007)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0244
_diffrn_reflns_av_sigmaI/netI    0.0245
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            9568
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.09
_exptl_absorpt_coefficient_mu    1.470
_exptl_absorpt_correction_T_max  0.768
_exptl_absorpt_correction_T_min  0.650
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.548
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             788
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.375
_refine_diff_density_min         -0.320
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         2827
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0308
_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)+(0.0614P)²+0.3763P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0903
_refine_ls_wR_factor_ref         0.0974
_reflns_number_gt                2354
_reflns_number_total             2827
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hy2450.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2231155
_cod_database_fobs_code          2231155
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_type_symbol
_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_symmetry_multiplicity
Cu Cu1 0.42790(2) 0.03013(2) 0.39231(4) 0.03313(14) Uani d . 1 1
O O2 0.39177(14) -0.11545(15) 0.3826(3) 0.0474(5) Uani d . 1 1
O O4 0.50560(15) -0.00064(17) 0.2452(2) 0.0462(5) Uani d . 1 1
N N1 0.31254(16) 0.08776(18) 0.2112(3) 0.0380(5) Uani d . 1 1
O O1 0.62838(15) -0.05037(17) 0.4261(3) 0.0522(6) Uani d . 1 1
O O3 0.51441(14) -0.16651(15) 0.5641(3) 0.0518(6) Uani d . 1 1
C C14 0.5845(2) -0.03341(19) 0.2841(4) 0.0396(7) Uani d . 1 1
C C8 0.2390(2) 0.0311(2) 0.1478(4) 0.0440(7) Uani d . 1 1
H H8 0.2376 -0.0368 0.1810 0.053 Uiso calc R 1 1
C C6 0.16582(19) 0.1693(2) -0.0149(3) 0.0377(6) Uani d . 1 1
C C10 0.2425(2) 0.2277(2) 0.0483(3) 0.0427(7) Uani d . 1 1
H H10 0.2459 0.2956 0.0164 0.051 Uiso calc R 1 1
C C9 0.3132(2) 0.1843(2) 0.1582(3) 0.0410(7) Uani d . 1 1
H H9 0.3644 0.2243 0.1980 0.049 Uiso calc R 1 1
C C12 0.4403(2) -0.1827(2) 0.4653(4) 0.0412(7) Uani d . 1 1
C C7 0.1662(2) 0.0681(2) 0.0368(4) 0.0477(7) Uani d . 1 1
H H7 0.1169 0.0256 -0.0042 0.057 Uiso calc R 1 1
N N2 0.02885(17) 0.1470(2) -0.2225(3) 0.0491(6) Uani d . 1 1
C C5 0.08668(19) 0.2131(2) -0.1331(3) 0.0417(7) Uani d . 1 1
C C4 0.0726(2) 0.3178(3) -0.1478(4) 0.0573(9) Uani d . 1 1
H H4 0.1123 0.3640 -0.0846 0.069 Uiso calc R 1 1
S S1 -0.11441(7) 0.09520(9) -0.43675(14) 0.0806(3) Uani d . 1 1
N N3 -0.0610(2) 0.2871(3) -0.3527(4) 0.0620(8) Uani d . 1 1
C C13 0.6315(3) -0.0562(3) 0.1536(4) 0.0579(9) Uani d . 1 1
H H13A 0.5910 -0.0426 0.0517 0.087 Uiso calc R 1 1
H H13B 0.6494 -0.1271 0.1590 0.087 Uiso calc R 1 1
H H13C 0.6842 -0.0133 0.1664 0.087 Uiso calc R 1 1
C C2 -0.0421(2) 0.1878(3) -0.3268(4) 0.0514(8) Uani d . 1 1
C C11 0.4090(2) -0.2928(2) 0.4448(5) 0.0609(9) Uani d . 1 1
H H11A 0.4514 -0.3358 0.5166 0.091 Uiso calc R 1 1
H H11B 0.4050 -0.3141 0.3366 0.091 Uiso calc R 1 1
H H11C 0.3504 -0.2986 0.4681 0.091 Uiso calc R 1 1
C C3 -0.0023(3) 0.3513(3) -0.2593(5) 0.0657(10) Uani d . 1 1
H H3 -0.0127 0.4216 -0.2707 0.079 Uiso calc R 1 1
C C1 -0.2020(2) 0.1704(4) -0.5637(5) 0.0900(14) Uani d . 1 1
H H1A -0.2452 0.1254 -0.6301 0.135 Uiso calc R 1 1
H H1B -0.1757 0.2145 -0.6298 0.135 Uiso calc R 1 1
H H1C -0.2319 0.2114 -0.4990 0.135 Uiso calc R 1 1
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'
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'
S S 0.1246 0.1234 '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'
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
O4 Cu1 O2 . . 88.92(9)
O4 Cu1 O1 . 3_656 168.10(9)
O2 Cu1 O1 . 3_656 89.58(9)
O4 Cu1 O3 . 3_656 89.87(9)
O2 Cu1 O3 . 3_656 168.30(8)
O1 Cu1 O3 3_656 3_656 89.20(10)
O4 Cu1 N1 . . 96.46(9)
O2 Cu1 N1 . . 97.57(9)
O1 Cu1 N1 3_656 . 95.44(9)
O3 Cu1 N1 3_656 . 94.13(9)
O4 Cu1 Cu1 . 3_656 82.34(7)
O2 Cu1 Cu1 . 3_656 85.43(6)
O1 Cu1 Cu1 3_656 3_656 85.77(7)
O3 Cu1 Cu1 3_656 3_656 82.88(6)
N1 Cu1 Cu1 . 3_656 176.77(7)
C12 O2 Cu1 . . 121.89(19)
C14 O4 Cu1 . . 125.8(2)
C9 N1 C8 . . 116.8(2)
C9 N1 Cu1 . . 119.7(2)
C8 N1 Cu1 . . 123.46(19)
C14 O1 Cu1 . . 65.15(17)
C12 O3 Cu1 . . 66.66(15)
O4 C14 O1 . . 125.0(3)
O4 C14 C13 . . 117.9(3)
O1 C14 C13 . . 117.1(3)
N1 C8 C7 . . 123.3(3)
N1 C8 H8 . . 118.4
C7 C8 H8 . . 118.4
C10 C6 C7 . . 117.0(3)
C10 C6 C5 . . 121.6(3)
C7 C6 C5 . . 121.4(3)
C9 C10 C6 . . 119.5(3)
C9 C10 H10 . . 120.3
C6 C10 H10 . . 120.3
N1 C9 C10 . . 123.5(3)
N1 C9 H9 . . 118.2
C10 C9 H9 . . 118.2
O2 C12 O3 . . 125.4(3)
O2 C12 C11 . . 118.1(3)
O3 C12 C11 . . 116.5(3)
C8 C7 C6 . . 119.9(3)
C8 C7 H7 . . 120.0
C6 C7 H7 . . 120.0
C2 N2 C5 . . 116.5(3)
N2 C5 C4 . . 121.1(3)
N2 C5 C6 . . 117.4(3)
C4 C5 C6 . . 121.5(3)
C3 C4 C5 . . 117.5(3)
C3 C4 H4 . . 121.3
C5 C4 H4 . . 121.3
C2 S1 C1 . . 103.5(2)
C2 N3 C3 . . 114.7(3)
C14 C13 H13A . . 109.5
C14 C13 H13B . . 109.5
H13A C13 H13B . . 109.5
C14 C13 H13C . . 109.5
H13A C13 H13C . . 109.5
H13B C13 H13C . . 109.5
N3 C2 N2 . . 127.2(3)
N3 C2 S1 . . 119.7(3)
N2 C2 S1 . . 113.1(3)
C12 C11 H11A . . 109.5
C12 C11 H11B . . 109.5
H11A C11 H11B . . 109.5
C12 C11 H11C . . 109.5
H11A C11 H11C . . 109.5
H11B C11 H11C . . 109.5
N3 C3 C4 . . 123.0(3)
N3 C3 H3 . . 118.5
C4 C3 H3 . . 118.5
S1 C1 H1A . . 109.5
S1 C1 H1B . . 109.5
H1A C1 H1B . . 109.5
S1 C1 H1C . . 109.5
H1A C1 H1C . . 109.5
H1B C1 H1C . . 109.5
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
Cu1 O1 3_656 1.970(2) y
Cu1 O2 . 1.967(2) y
Cu1 O3 3_656 1.974(2) y
Cu1 O4 . 1.967(2) y
Cu1 N1 . 2.183(2) y
Cu1 Cu1 3_656 2.6299(7) y
O2 C12 . 1.251(4) ?
O4 C14 . 1.241(4) ?
N1 C9 . 1.337(4) ?
N1 C8 . 1.341(4) ?
O1 C14 . 1.265(4) ?
O3 C12 . 1.257(4) ?
C14 C13 . 1.498(4) ?
C8 C7 . 1.366(4) ?
C8 H8 . 0.9300 ?
C6 C10 . 1.388(4) ?
C6 C7 . 1.389(4) ?
C6 C5 . 1.491(4) ?
C10 C9 . 1.372(4) ?
C10 H10 . 0.9300 ?
C9 H9 . 0.9300 ?
C12 C11 . 1.505(4) ?
C7 H7 . 0.9300 ?
N2 C2 . 1.338(4) ?
N2 C5 . 1.335(4) ?
C5 C4 . 1.379(4) ?
C4 C3 . 1.373(5) ?
C4 H4 . 0.9300 ?
S1 C2 . 1.748(4) ?
S1 C1 . 1.796(4) ?
N3 C2 . 1.330(5) ?
N3 C3 . 1.341(5) ?
C13 H13A . 0.9600 ?
C13 H13B . 0.9600 ?
C13 H13C . 0.9600 ?
C11 H11A . 0.9600 ?
C11 H11B . 0.9600 ?
C11 H11C . 0.9600 ?
C3 H3 . 0.9300 ?
C1 H1A . 0.9600 ?
C1 H1B . 0.9600 ?
C1 H1C . 0.9600 ?
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_3
_geom_torsion_site_symmetry_4
_geom_torsion
O4 Cu1 O2 C12 . . . 81.3(2)
O1 Cu1 O2 C12 3_656 . . -86.9(2)
O3 Cu1 O2 C12 3_656 . . -2.9(6)
N1 Cu1 O2 C12 . . . 177.7(2)
Cu1 Cu1 O2 C12 3_656 . . -1.1(2)
O2 Cu1 O4 C14 . . . -85.3(2)
O1 Cu1 O4 C14 3_656 . . -2.5(6)
O3 Cu1 O4 C14 3_656 . . 83.0(2)
N1 Cu1 O4 C14 . . . 177.2(2)
Cu1 Cu1 O4 C14 3_656 . . 0.2(2)
O4 Cu1 N1 C9 . . . -80.7(2)
O2 Cu1 N1 C9 . . . -170.5(2)
O1 Cu1 N1 C9 3_656 . . 99.2(2)
O3 Cu1 N1 C9 3_656 . . 9.6(2)
O4 Cu1 N1 C8 . . . 99.3(2)
O2 Cu1 N1 C8 . . . 9.5(2)
O1 Cu1 N1 C8 3_656 . . -80.8(2)
O3 Cu1 N1 C8 3_656 . . -170.4(2)
O4 Cu1 O1 C14 . 3_656 3_656 4.2(6)
O2 Cu1 O1 C14 . 3_656 3_656 86.9(2)
O3 Cu1 O1 C14 3_656 3_656 3_656 -81.4(2)
N1 Cu1 O1 C14 . 3_656 3_656 -175.5(2)
Cu1 Cu1 O1 C14 3_656 3_656 3_656 1.5(2)
O4 Cu1 O3 C12 . 3_656 3_656 -82.5(2)
O2 Cu1 O3 C12 . 3_656 3_656 1.5(6)
O1 Cu1 O3 C12 3_656 3_656 3_656 85.6(2)
N1 Cu1 O3 C12 . 3_656 3_656 -179.0(2)
Cu1 Cu1 O3 C12 3_656 3_656 3_656 -0.2(2)
Cu1 O4 C14 C13 . . . 177.6(2)
C9 N1 C8 C7 . . . -1.4(4)
Cu1 N1 C8 C7 . . . 178.6(2)
C7 C6 C10 C9 . . . -0.9(4)
C5 C6 C10 C9 . . . 179.2(3)
C8 N1 C9 C10 . . . 2.1(4)
Cu1 N1 C9 C10 . . . -178.0(2)
C6 C10 C9 N1 . . . -0.9(4)
Cu1 O2 C12 C11 . . . -177.5(2)
N1 C8 C7 C6 . . . -0.4(5)
C10 C6 C7 C8 . . . 1.5(4)
C5 C6 C7 C8 . . . -178.6(3)
C2 N2 C5 C4 . . . 0.6(4)
C2 N2 C5 C6 . . . 179.4(3)
C10 C6 C5 N2 . . . 160.4(3)
C7 C6 C5 N2 . . . -19.5(4)
C10 C6 C5 C4 . . . -20.7(4)
C7 C6 C5 C4 . . . 159.4(3)
N2 C5 C4 C3 . . . -0.9(5)
C6 C5 C4 C3 . . . -179.7(3)
C3 N3 C2 N2 . . . -1.7(5)
C3 N3 C2 S1 . . . 178.5(3)
C5 N2 C2 N3 . . . 0.8(5)
C5 N2 C2 S1 . . . -179.4(2)
C1 S1 C2 N3 . . . -0.4(3)
C1 S1 C2 N2 . . . 179.7(2)
C2 N3 C3 C4 . . . 1.2(5)
C5 C4 C3 N3 . . . 0.0(6)
