#------------------------------------------------------------------------------
#$Date: 2025-08-19 13:52:15 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301804 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/46/2214670.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_2214670
loop_
_publ_author_name
'Wang, Hui'
'Wang, Hua'
'Xie, Chuang'
'Zhou, Li-Na'
'Chen, Wei'
_publ_section_title
Tetra-μ-acetato-κ⁸O:O'-bis{[2-(phenylsulfanylmethyl)pyridine-κN]copper(II)}
_journal_coeditor_code           HB2435
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m2172
_journal_page_last               m2172
_journal_paper_doi               10.1107/S1600536807026189
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Cu2 (C2 H3 O2)4 (C12 H11 N S)2]'
_chemical_formula_moiety         'C32 H34 Cu2 N2 O8 S2'
_chemical_formula_sum            'C32 H34 Cu2 N2 O8 S2'
_chemical_formula_weight         765.85
_chemical_name_systematic
Tetra-μ-acetato-κ⁸O:O'-bis{[2-(phenylsulfanylmethyl)pyridine-\kN]copper(II)}
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                102.51(3)
_cell_angle_beta                 101.86(2)
_cell_angle_gamma                94.29(3)
_cell_formula_units_Z            1
_cell_length_a                   7.7587(16)
_cell_length_b                   7.9690(16)
_cell_length_c                   13.986(3)
_cell_measurement_reflns_used    7557
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.52
_cell_measurement_theta_min      3.06
_cell_volume                     819.7(3)
_computing_cell_refinement       RAPID-AUTO
_computing_data_collection       'RAPID-AUTO (Rigaku, 2004)'
_computing_data_reduction        RAPID-AUTO
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  'CrystalStructure (Rigaku, 2004)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID IP area-detector'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0294
_diffrn_reflns_av_sigmaI/netI    0.0392
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6775
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         3.06
_exptl_absorpt_coefficient_mu    1.478
_exptl_absorpt_correction_T_max  0.652
_exptl_absorpt_correction_T_min  0.622
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             394
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.367
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3029
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0299
_refine_ls_R_factor_gt           0.0282
_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)+(0.0382P)²+0.5716P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0768
_refine_ls_wR_factor_ref         0.0779
_reflns_number_gt                2859
_reflns_number_total             3029
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb2435.cif
_cod_data_source_block           I
_cod_database_code               2214670
_cod_database_fobs_code          2214670
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
S S1 0.15681(7) 1.02827(7) 0.41049(4) 0.02382(14) Uani d . 1
N N1 0.3502(2) 0.7760(2) 0.18067(12) 0.0167(3) Uani d . 1
Cu Cu1 0.12181(3) 0.60867(3) 0.069933(16) 0.01511(10) Uani d . 1
O O1 -0.0394(2) 0.78294(19) 0.04802(11) 0.0230(3) Uani d . 1
O O2 -0.2453(2) 0.59886(19) -0.07185(12) 0.0271(4) Uani d . 1
O O3 -0.0150(2) 0.5378(2) 0.16144(11) 0.0245(3) Uani d . 1
O O4 -0.2209(2) 0.3513(2) 0.04359(11) 0.0259(3) Uani d . 1
C C1 0.2586(3) 1.3074(3) 0.33349(17) 0.0296(5) Uani d . 1
H H1A 0.2590 1.2289 0.2737 0.036 Uiso calc R 1
C C2 0.3046(4) 1.4820(3) 0.34379(19) 0.0377(6) Uani d . 1
H H2A 0.3354 1.5205 0.2906 0.045 Uiso calc R 1
C C3 0.3055(4) 1.5996(3) 0.4319(2) 0.0416(6) Uani d . 1
H H3A 0.3386 1.7170 0.4388 0.050 Uiso calc R 1
C C4 0.2570(5) 1.5422(4) 0.5097(2) 0.0471(7) Uani d . 1
H H4A 0.2558 1.6216 0.5690 0.057 Uiso calc R 1
C C5 0.2101(4) 1.3675(3) 0.50064(19) 0.0375(6) Uani d . 1
H H5A 0.1776 1.3298 0.5536 0.045 Uiso calc R 1
C C6 0.2118(3) 1.2487(3) 0.41206(16) 0.0236(5) Uani d . 1
C C7 0.1672(3) 0.9108(3) 0.28692(15) 0.0213(4) Uani d . 1
H H7A 0.1012 0.7968 0.2738 0.026 Uiso calc R 1
H H7B 0.1066 0.9697 0.2385 0.026 Uiso calc R 1
C C8 0.3503(3) 0.8875(3) 0.26746(15) 0.0168(4) Uani d . 1
C C9 0.5058(3) 0.9744(3) 0.33319(16) 0.0236(5) Uani d . 1
H H9A 0.5022 1.0513 0.3929 0.028 Uiso calc R 1
C C10 0.6667(3) 0.9446(3) 0.30849(17) 0.0275(5) Uani d . 1
H H10A 0.7727 1.0007 0.3517 0.033 Uiso calc R 1
C C11 0.6675(3) 0.8307(3) 0.21884(18) 0.0268(5) Uani d . 1
H H11A 0.7737 0.8097 0.2002 0.032 Uiso calc R 1
C C12 0.5073(3) 0.7486(3) 0.15746(16) 0.0224(4) Uani d . 1
H H12A 0.5080 0.6710 0.0974 0.027 Uiso calc R 1
C C13 -0.1833(3) 0.7472(3) -0.01779(15) 0.0185(4) Uani d . 1
C C14 -0.2888(3) 0.8945(3) -0.03217(19) 0.0287(5) Uani d . 1
H H14A -0.2322 0.9983 0.0167 0.043 Uiso calc R 1
H H14B -0.4067 0.8675 -0.0238 0.043 Uiso calc R 1
H H14C -0.2948 0.9117 -0.0986 0.043 Uiso calc R 1
C C15 -0.1492(3) 0.4248(3) 0.13311(15) 0.0201(4) Uani d . 1
C C16 -0.2312(4) 0.3755(3) 0.21380(18) 0.0355(6) Uani d . 1
H H16A -0.3240 0.2808 0.1837 0.053 Uiso calc R 1
H H16B -0.2796 0.4730 0.2471 0.053 Uiso calc R 1
H H16C -0.1419 0.3412 0.2618 0.053 Uiso calc R 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
_geom_angle_publ_flag
C6 S1 C7 . . 104.84(11) ?
C8 N1 C12 . . 118.22(17) ?
C8 N1 Cu1 . . 128.57(13) ?
C12 N1 Cu1 . . 113.04(13) ?
O3 Cu1 O1 . . 89.29(7) n
O3 Cu1 O4 . 2_565 168.33(6) ?
O1 Cu1 O4 . 2_565 89.15(7) ?
O3 Cu1 O2 . 2_565 88.87(7) n
O1 Cu1 O2 . 2_565 168.47(6) ?
O4 Cu1 O2 2_565 2_565 90.36(8) n
O3 Cu1 N1 . . 100.28(6) n
O1 Cu1 N1 . . 100.09(7) n
O4 Cu1 N1 2_565 . 91.38(6) ?
O2 Cu1 N1 2_565 . 91.44(7) ?
O3 Cu1 Cu1 . 2_565 83.62(5) ?
O1 Cu1 Cu1 . 2_565 85.08(5) ?
O4 Cu1 Cu1 2_565 2_565 84.73(5) ?
O2 Cu1 Cu1 2_565 2_565 83.41(5) ?
N1 Cu1 Cu1 . 2_565 173.51(5) ?
C13 O1 Cu1 . . 122.22(14) ?
C13 O2 Cu1 . 2_565 124.00(14) ?
C15 O3 Cu1 . . 123.84(14) ?
C15 O4 Cu1 . 2_565 122.33(14) ?
C2 C1 C6 . . 120.1(2) ?
C2 C1 H1A . . 120.0 ?
C6 C1 H1A . . 120.0 ?
C1 C2 C3 . . 120.7(2) ?
C1 C2 H2A . . 119.7 ?
C3 C2 H2A . . 119.7 ?
C4 C3 C2 . . 119.5(3) ?
C4 C3 H3A . . 120.3 ?
C2 C3 H3A . . 120.3 ?
C3 C4 C5 . . 120.7(2) ?
C3 C4 H4A . . 119.7 ?
C5 C4 H4A . . 119.7 ?
C4 C5 C6 . . 119.7(2) ?
C4 C5 H5A . . 120.1 ?
C6 C5 H5A . . 120.1 ?
C5 C6 C1 . . 119.4(2) ?
C5 C6 S1 . . 115.81(19) ?
C1 C6 S1 . . 124.78(17) ?
C8 C7 S1 . . 117.10(14) ?
C8 C7 H7A . . 108.0 ?
S1 C7 H7A . . 108.0 ?
C8 C7 H7B . . 108.0 ?
S1 C7 H7B . . 108.0 ?
H7A C7 H7B . . 107.3 ?
N1 C8 C9 . . 122.23(18) ?
N1 C8 C7 . . 114.47(17) ?
C9 C8 C7 . . 123.30(18) ?
C10 C9 C8 . . 118.96(19) ?
C10 C9 H9A . . 120.5 ?
C8 C9 H9A . . 120.5 ?
C11 C10 C9 . . 119.1(2) ?
C11 C10 H10A . . 120.4 ?
C9 C10 H10A . . 120.4 ?
C12 C11 C10 . . 118.6(2) ?
C12 C11 H11A . . 120.7 ?
C10 C11 H11A . . 120.7 ?
N1 C12 C11 . . 122.9(2) ?
N1 C12 H12A . . 118.6 ?
C11 C12 H12A . . 118.6 ?
O2 C13 O1 . . 125.2(2) ?
O2 C13 C14 . . 117.68(19) ?
O1 C13 C14 . . 117.14(19) ?
C13 C14 H14A . . 109.5 ?
C13 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C13 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
O4 C15 O3 . . 125.3(2) ?
O4 C15 C16 . . 117.43(19) ?
O3 C15 C16 . . 117.25(19) ?
C15 C16 H16A . . 109.5 ?
C15 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C15 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 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
S1 C6 . 1.771(2) ?
S1 C7 . 1.799(2) ?
N1 C8 . 1.340(3) ?
N1 C12 . 1.345(3) ?
Cu1 O3 . 1.9663(15) yes
Cu1 O1 . 1.9680(16) yes
Cu1 N1 . 2.2227(19) yes
Cu1 O4 2_565 1.9743(16) ?
Cu1 O2 2_565 1.9746(16) ?
Cu1 Cu1 2_565 2.6309(13) n
O1 C13 . 1.262(3) ?
O2 C13 . 1.257(3) ?
O2 Cu1 2_565 1.9746(16) ?
O3 C15 . 1.260(3) ?
O4 C15 . 1.252(3) ?
O4 Cu1 2_565 1.9743(16) ?
C1 C2 . 1.379(4) ?
C1 C6 . 1.385(3) ?
C1 H1A . 0.9300 ?
C2 C3 . 1.376(4) ?
C2 H2A . 0.9300 ?
C3 C4 . 1.376(4) ?
C3 H3A . 0.9300 ?
C4 C5 . 1.384(4) ?
C4 H4A . 0.9300 ?
C5 C6 . 1.390(3) ?
C5 H5A . 0.9300 ?
C7 C8 . 1.517(3) ?
C7 H7A . 0.9700 ?
C7 H7B . 0.9700 ?
C8 C9 . 1.387(3) ?
C9 C10 . 1.385(3) ?
C9 H9A . 0.9300 ?
C10 C11 . 1.381(3) ?
C10 H10A . 0.9300 ?
C11 C12 . 1.381(3) ?
C11 H11A . 0.9300 ?
C12 H12A . 0.9300 ?
C13 C14 . 1.505(3) ?
C14 H14A . 0.9600 ?
C14 H14B . 0.9600 ?
C14 H14C . 0.9600 ?
C15 C16 . 1.511(3) ?
C16 H16A . 0.9600 ?
C16 H16B . 0.9600 ?
C16 H16C . 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_4
_geom_torsion
C8 N1 Cu1 O3 . . -38.69(18)
C12 N1 Cu1 O3 . . 136.51(15)
C8 N1 Cu1 O1 . . 52.42(18)
C12 N1 Cu1 O1 . . -132.38(15)
C8 N1 Cu1 O4 . 2_565 141.80(18)
C12 N1 Cu1 O4 . 2_565 -43.00(16)
C8 N1 Cu1 O2 . 2_565 -127.81(18)
C12 N1 Cu1 O2 . 2_565 47.39(16)
O3 Cu1 O1 C13 . . -86.13(16)
O4 Cu1 O1 C13 2_565 . 82.31(16)
O2 Cu1 O1 C13 2_565 . -5.3(4)
N1 Cu1 O1 C13 . . 173.56(15)
Cu1 Cu1 O1 C13 2_565 . -2.47(15)
O1 Cu1 O3 C15 . . 88.00(18)
O4 Cu1 O3 C15 2_565 . 5.7(4)
O2 Cu1 O3 C15 2_565 . -80.62(18)
N1 Cu1 O3 C15 . . -171.88(17)
Cu1 Cu1 O3 C15 2_565 . 2.87(17)
C6 C1 C2 C3 . . 0.3(4)
C1 C2 C3 C4 . . -1.1(4)
C2 C3 C4 C5 . . 0.9(5)
C3 C4 C5 C6 . . 0.0(5)
C4 C5 C6 C1 . . -0.7(4)
C4 C5 C6 S1 . . 177.9(2)
C2 C1 C6 C5 . . 0.6(4)
C2 C1 C6 S1 . . -177.9(2)
C7 S1 C6 C5 . . 179.03(18)
C7 S1 C6 C1 . . -2.4(2)
C6 S1 C7 C8 . . 76.80(19)
C12 N1 C8 C9 . . 0.0(3)
Cu1 N1 C8 C9 . . 175.01(15)
C12 N1 C8 C7 . . 179.67(19)
Cu1 N1 C8 C7 . . -5.3(3)
S1 C7 C8 N1 . . 169.58(15)
S1 C7 C8 C9 . . -10.8(3)
N1 C8 C9 C10 . . -0.2(3)
C7 C8 C9 C10 . . -179.8(2)
C8 C9 C10 C11 . . 0.6(4)
C9 C10 C11 C12 . . -0.8(4)
C8 N1 C12 C11 . . -0.3(3)
Cu1 N1 C12 C11 . . -176.01(18)
C10 C11 C12 N1 . . 0.7(4)
Cu1 O2 C13 O1 2_565 . -3.6(3)
Cu1 O2 C13 C14 2_565 . 176.56(15)
Cu1 O1 C13 O2 . . 4.3(3)
Cu1 O1 C13 C14 . . -175.83(14)
Cu1 O4 C15 O3 2_565 . 4.3(3)
Cu1 O4 C15 C16 2_565 . -176.35(16)
Cu1 O3 C15 O4 . . -5.1(3)
Cu1 O3 C15 C16 . . 175.48(16)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139072694
