#------------------------------------------------------------------------------
#$Date: 2021-10-07 02:45:47 +0300 (Thu, 07 Oct 2021) $
#$Revision: 269811 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/48/1564849.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_1564849
loop_
_publ_author_name
'Toikka, Yulia N.'
'Spiridonova, Dar’ya V.'
'Novikov, Alexander S.'
'Bokach, Nadezhda A.'
_publ_section_title
;
 Copper(II) Prevents the Saccarine-Dialkylcyanamide Coupling by Forming
 Mononuclear (Saccharinate)(Dialkylcyanamide)copper(II) Complexes
;
_journal_issue                   9
_journal_name_full               Inorganics
_journal_page_first              69
_journal_paper_doi               10.3390/inorganics9090069
_journal_volume                  9
_journal_year                    2021
_chemical_formula_moiety         'C18 H16 Cu N2 O7 S2, C4 H8 O'
_chemical_formula_sum            'C22 H24 Cu N2 O8 S2'
_chemical_formula_weight         572.09
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-02-02
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 98.7190(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.51090(10)
_cell_length_b                   21.0713(2)
_cell_length_c                   20.3473(3)
_cell_measurement_reflns_used    23565
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76.7550
_cell_measurement_theta_min      2.9260
_cell_volume                     4878.20(10)
_computing_cell_refinement       'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -49.00  24.00   0.50    0.90    --  -47.20  44.00  77.00  146
  2  ω     82.00 108.00   0.50    0.90    --   47.20  44.00  77.00   52
  3  ω    101.00 127.00   0.50    2.40    --  107.75  44.00  77.00   52
  4  ω     77.00 119.00   0.50    0.90    --   47.20 125.00 -60.00   84
  5  ω     95.00 123.00   0.50    2.40    --  107.75 125.00 -90.00   56
  6  ω    100.00 172.00   0.50    2.40    --  107.75  30.00-150.00  144
  7  ω     81.00 106.00   0.50    2.40    --  107.75 -94.00   0.00   50
  8  ω     81.00 106.00   0.50    2.40    --  107.75 -77.00  90.00   50
  9  ω     36.00  71.00   0.50    2.40    --  107.75 -61.00   0.00   70
 10  ω     39.00  75.00   0.50    2.40    --  107.75 -94.00   0.00   72
 11  ω     37.00  64.00   0.50    2.40    --  107.75 -61.00  30.00   54
 12  ω     35.00  67.00   0.50    2.40    --  107.75 -77.00  90.00   64
 13  ω     38.00 105.00   0.50    2.40    --  107.75 -77.00 120.00  134
 14  ω     35.00  62.00   0.50    2.40    --  107.75 -61.00 120.00   54
 15  ω     35.00  68.00   0.50    2.40    --  107.75 -61.00 150.00   66
 16  ω     35.00  60.00   0.50    2.40    --  107.75 -61.00  90.00   50
 17  ω     -6.00  19.00   0.50    0.90    --   47.20 -44.00 -72.00   50
 18  ω     -9.00  26.00   0.50    0.90    --   47.20 -19.00-180.00   70
 19  ω     36.00  61.00   0.50    2.40    --  107.75 -61.00-150.00   50
 20  ω     41.00  68.00   0.50    2.40    --  107.75 -61.00-180.00   54
 21  ω     37.00  70.00   0.50    2.40    --  107.75 -61.00 -90.00   66
 22  ω     38.00 105.00   0.50    2.40    --  107.75 -77.00 -90.00  134
 23  ω    -14.00  24.00   0.50    0.90    --   47.20 -19.00 120.00   76
 24  ω   -117.00 -35.00   0.50    0.90    --  -47.20 -44.00 -72.00  164
 25  ω    -69.00 -41.00   0.50    2.40    -- -106.00  61.00   0.00   56
 26  ω   -109.00 -58.00   0.50    2.40    -- -106.00 125.00 120.00  102
 27  ω   -104.00 -33.00   0.50    2.40    -- -106.00  77.00 120.00  142
 28  ω   -170.00 -96.00   0.50    2.40    -- -106.00 -44.00 -72.00  148
 29  ω   -148.00-113.00   0.50    2.40    -- -106.00-125.00  60.00   70
 30  ω   -176.00-114.00   0.50    2.40    -- -106.00 -61.00  30.00  124
 31  ω   -174.00 -98.00   0.50    2.40    -- -106.00 -45.00   0.00  152
 32  ω     53.00  78.00   0.50    0.90    --   47.20  44.00  77.00   50
 33  ω   -120.00 -89.00   0.50    0.90    --  -47.20 -37.00 120.00   62
 34  ω     45.00  84.00   0.50    0.90    --   47.20  37.00 -90.00   78
 35  ω     33.00  80.00   0.50    0.90    --   47.20  57.00-150.00   94
 36  ω    -20.00   6.00   0.50    0.90    --   47.20 -19.00 -60.00   52
 37  ω     82.00 120.00   0.50    0.90    --   47.20 125.00-180.00   76
 38  ω     26.00  82.00   0.50    0.90    --   47.20  77.00 150.00  112
 39  ω     95.00 120.00   0.50    0.90    --   47.20  37.00 -90.00   50
 40  ω   -104.00 -79.00   0.50    2.40    -- -106.00 -89.00-174.86   50
 41  ω   -140.00 -94.00   0.50    2.40    -- -106.00 -45.00 150.00   92
 42  ω   -110.00 -85.00   0.50    2.40    -- -106.00 -94.00  60.00   50
 43  ω   -176.00-150.00   0.50    2.40    -- -106.00 -77.00-180.00   52
 44  ω   -124.00 -94.00   0.50    2.40    -- -106.00 -49.00-138.21   60
 45  ω   -105.00 -79.00   0.50    2.40    -- -106.00 -91.00-145.78   52
 46  ω    -69.00 -43.00   0.50    2.40    -- -106.00  77.00  90.00   52
 47  ω   -121.00 -91.00   0.50    2.40    -- -106.00 -55.00-147.32   60
 48  ω   -113.00 -87.00   0.50    2.40    -- -106.00 -68.00-171.59   52
 49  ω   -114.00 -89.00   0.50    2.40    -- -106.00 -64.00-138.96   50
 50  ω   -110.00 -85.00   0.50    2.40    -- -106.00 -77.00  60.00   50
 51  ω   -164.00-126.00   0.50    2.40    -- -106.00 -63.00-153.94   76
 52  ω   -118.00 -90.00   0.50    2.40    -- -106.00 -63.00-153.94   56
 53  ω   -173.00-147.00   0.50    2.40    -- -106.00 -77.00-120.00   52
 54  ω   -108.00 -83.00   0.50    2.40    -- -106.00 -77.00-120.00   50
 55  ω   -174.00-148.00   0.50    2.40    -- -106.00 -55.00 141.35   52
 56  ω    -71.00 -46.00   0.50    2.40    -- -106.00  61.00  90.00   50
 57  ω   -119.00-106.50   0.50    2.40    -- -106.00 -48.00 162.73   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0694024000
_diffrn_orient_matrix_UB_12      0.0403976000
_diffrn_orient_matrix_UB_13      0.0557162000
_diffrn_orient_matrix_UB_21      -0.1079862000
_diffrn_orient_matrix_UB_22      0.0016153000
_diffrn_orient_matrix_UB_23      0.0364202000
_diffrn_orient_matrix_UB_31      0.0431292000
_diffrn_orient_matrix_UB_32      -0.0609171000
_diffrn_orient_matrix_UB_33      0.0378692000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_av_unetI/netI     0.0203
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            32341
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.994
_diffrn_reflns_theta_min         3.037
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.310
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81686
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.71a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear blue'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.558
_exptl_crystal_description       prism
_exptl_crystal_F_000             2360
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.782
_refine_diff_density_min         -0.618
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         4625
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0296
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0504P)²+7.2693P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0851
_refine_ls_wR_factor_ref         0.0861
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4385
_reflns_number_total             4625
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            15501_YN-56.cif
_cod_data_source_block           15501_yn-56
_cod_database_code               1564849
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'Cu1 C19 H20 N4 O8 S2'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.879
_shelx_estimated_absorpt_t_min   0.778
_diffrn_oxdiff_digest_frames
;
016d5b882f3e15370110d5bbd2b30c31bf00029b8b1
;
_diffrn_oxdiff_digest_hkl
;
01eb42a4a26781d24e8dae3a5f0b877062cd9c
;
_reflns_odcompleteness_completeness 99.73
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B), C18(H18A,H18B), C1S(H1SA,
 H1SB), C2S(H2SA,H2SB), C3S(H3SA,H3SB), C4S(H4SA,H4SB)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C11(H11), C12(H12), C13(H13), C14(H14)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.512
_oxdiff_exptl_absorpt_empirical_full_min 0.755
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.250000 0.67588(2) 0.500000 0.01374(10) Uani 1 2 d S T P . .
Cu2 Cu 0.250000 0.80647(2) 0.500000 0.01418(10) Uani 1 2 d S T P . .
S1 S 0.35033(4) 0.63815(2) 0.36486(2) 0.01780(11) Uani 1 1 d . . . . .
S2 S 0.52281(4) 0.84512(2) 0.54201(2) 0.02020(12) Uani 1 1 d . . . . .
O1 O 0.250000 0.57579(8) 0.500000 0.0205(4) Uani 1 2 d S T P . .
O2 O 0.41454(10) 0.67926(6) 0.54178(6) 0.0172(2) Uani 1 1 d . . . . .
O3 O 0.50278(12) 0.88567(6) 0.59582(7) 0.0294(3) Uani 1 1 d . . . . .
O4 O 0.53295(12) 0.87430(7) 0.47964(7) 0.0292(3) Uani 1 1 d . . . . .
O5 O 0.250000 0.90624(8) 0.500000 0.0250(4) Uani 1 2 d S T P . .
O6 O 0.28022(11) 0.80347(6) 0.40769(6) 0.0183(3) Uani 1 1 d . . . . .
O7 O 0.25506(12) 0.59780(6) 0.33700(7) 0.0254(3) Uani 1 1 d . . . . .
O8 O 0.45269(11) 0.60853(6) 0.40083(6) 0.0235(3) Uani 1 1 d . . . . .
N1 N 0.30192(13) 0.69478(7) 0.41088(7) 0.0166(3) Uani 1 1 d . . . . .
N2 N 0.42220(12) 0.78788(7) 0.53072(7) 0.0169(3) Uani 1 1 d . . . . .
C1 C 0.47004(15) 0.73067(8) 0.54551(8) 0.0157(3) Uani 1 1 d . . . . .
C2 C 0.59866(15) 0.73225(8) 0.56755(8) 0.0174(3) Uani 1 1 d . . . . .
C3 C 0.64182(16) 0.79354(9) 0.56809(9) 0.0203(4) Uani 1 1 d . . . . .
C4 C 0.75922(17) 0.80740(9) 0.58612(11) 0.0269(4) Uani 1 1 d . . . . .
H4 H 0.787238 0.848819 0.586446 0.032 Uiso 1 1 calc R . . . .
C5 C 0.83395(17) 0.75606(10) 0.60387(11) 0.0291(4) Uani 1 1 d . . . . .
H5 H 0.913968 0.763393 0.616132 0.035 Uiso 1 1 calc R . . . .
C6 C 0.79192(17) 0.69441(10) 0.60369(10) 0.0267(4) Uani 1 1 d . . . . .
H6 H 0.844084 0.661217 0.615708 0.032 Uiso 1 1 calc R . . . .
C7 C 0.67277(16) 0.68147(9) 0.58579(9) 0.0212(4) Uani 1 1 d . . . . .
H7 H 0.644035 0.640235 0.586068 0.025 Uiso 1 1 calc R . . . .
C8 C 0.30931(15) 0.75228(8) 0.38347(9) 0.0162(3) Uani 1 1 d . . . . .
C9 C 0.36097(15) 0.75142(9) 0.32091(9) 0.0184(4) Uani 1 1 d . . . . .
C10 C 0.39049(16) 0.69053(9) 0.30432(9) 0.0199(4) Uani 1 1 d . . . . .
C11 C 0.44706(18) 0.67755(10) 0.25082(9) 0.0255(4) Uani 1 1 d . . . . .
H11 H 0.465945 0.636320 0.240029 0.031 Uiso 1 1 calc R . . . .
C12 C 0.47444(19) 0.72962(11) 0.21376(10) 0.0297(4) Uani 1 1 d . . . . .
H12 H 0.513775 0.722901 0.177676 0.036 Uiso 1 1 calc R . . . .
C13 C 0.44489(18) 0.79107(10) 0.22899(10) 0.0280(4) Uani 1 1 d . . . . .
H13 H 0.463958 0.824624 0.202915 0.034 Uiso 1 1 calc R . . . .
C14 C 0.38684(16) 0.80304(9) 0.28304(9) 0.0219(4) Uani 1 1 d . . . . .
H14 H 0.366134 0.844088 0.293429 0.026 Uiso 1 1 calc R . . . .
C15 C 0.15204(16) 0.53610(8) 0.47053(10) 0.0228(4) Uani 1 1 d . . . . .
H15A H 0.124810 0.548632 0.424923 0.027 Uiso 1 1 calc R . . . .
H15B H 0.087081 0.539162 0.495670 0.027 Uiso 1 1 calc R . . . .
C16 C 0.2006(3) 0.47028(11) 0.47340(19) 0.0652(10) Uani 1 1 d . . . . .
H16A H 0.141654 0.439966 0.482508 0.078 Uiso 1 1 calc R . . . .
H16B H 0.225904 0.459154 0.431531 0.078 Uiso 1 1 calc R . . . .
C17 C 0.23401(18) 0.94560(9) 0.55676(11) 0.0291(4) Uani 1 1 d . . . . .
H17A H 0.284601 0.931482 0.596571 0.035 Uiso 1 1 calc R . . . .
H17B H 0.153022 0.944319 0.564646 0.035 Uiso 1 1 calc R . . . .
C18 C 0.2671(3) 1.01151(11) 0.53759(13) 0.0507(7) Uani 1 1 d . . . . .
H18A H 0.350643 1.019029 0.550209 0.061 Uiso 1 1 calc R . . . .
H18B H 0.223684 1.043468 0.558115 0.061 Uiso 1 1 calc R . . . .
O1S O 0.6013(2) 0.57176(11) 0.68640(10) 0.0640(6) Uani 1 1 d . . . . .
C1S C 0.5285(3) 0.53076(14) 0.71769(15) 0.0541(7) Uani 1 1 d . . . . .
H1SA H 0.523473 0.489244 0.696864 0.065 Uiso 1 1 calc R . . . .
H1SB H 0.449822 0.548144 0.714867 0.065 Uiso 1 1 calc R . . . .
C2S C 0.5866(3) 0.52624(16) 0.78949(15) 0.0588(7) Uani 1 1 d . . . . .
H2SA H 0.564681 0.487481 0.810230 0.071 Uiso 1 1 calc R . . . .
H2SB H 0.567211 0.562438 0.815206 0.071 Uiso 1 1 calc R . . . .
C3S C 0.7161(3) 0.52608(17) 0.78168(15) 0.0612(8) Uani 1 1 d . . . . .
H3SA H 0.764589 0.542921 0.820956 0.073 Uiso 1 1 calc R . . . .
H3SB H 0.742803 0.483681 0.772951 0.073 Uiso 1 1 calc R . . . .
C4S C 0.7176(3) 0.5690(2) 0.72254(18) 0.0771(10) Uani 1 1 d . . . . .
H4SA H 0.743650 0.611109 0.737249 0.093 Uiso 1 1 calc R . . . .
H4SB H 0.771379 0.552458 0.694343 0.093 Uiso 1 1 calc R . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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 Cu2 180.0 . . ?
O2 Cu1 Cu2 87.91(4) 2_556 . ?
O2 Cu1 Cu2 87.91(4) . . ?
O2 Cu1 O1 92.09(4) . . ?
O2 Cu1 O1 92.09(4) 2_556 . ?
O2 Cu1 O2 175.82(7) . 2_556 ?
O2 Cu1 N1 89.10(6) . . ?
O2 Cu1 N1 89.10(5) 2_556 2_556 ?
O2 Cu1 N1 90.08(5) . 2_556 ?
O2 Cu1 N1 90.08(5) 2_556 . ?
N1 Cu1 Cu2 78.70(4) 2_556 . ?
N1 Cu1 Cu2 78.70(4) . . ?
N1 Cu1 O1 101.30(4) 2_556 . ?
N1 Cu1 O1 101.30(4) . . ?
N1 Cu1 N1 157.40(8) 2_556 . ?
O5 Cu2 Cu1 180.0 . . ?
O6 Cu2 Cu1 88.15(4) 2_556 . ?
O6 Cu2 Cu1 88.15(4) . . ?
O6 Cu2 O5 91.85(4) . . ?
O6 Cu2 O5 91.85(4) 2_556 . ?
O6 Cu2 O6 176.30(7) 2_556 . ?
O6 Cu2 N2 90.31(6) . 2_556 ?
O6 Cu2 N2 88.97(6) 2_556 2_556 ?
O6 Cu2 N2 88.97(5) . . ?
O6 Cu2 N2 90.31(5) 2_556 . ?
N2 Cu2 Cu1 78.84(4) . . ?
N2 Cu2 Cu1 78.84(4) 2_556 . ?
N2 Cu2 O5 101.16(4) 2_556 . ?
N2 Cu2 O5 101.16(4) . . ?
N2 Cu2 N2 157.68(8) . 2_556 ?
O7 S1 N1 110.25(8) . . ?
O7 S1 C10 111.10(8) . . ?
O8 S1 O7 117.64(8) . . ?
O8 S1 N1 110.15(8) . . ?
O8 S1 C10 110.28(8) . . ?
N1 S1 C10 95.14(8) . . ?
O3 S2 N2 110.37(8) . . ?
O3 S2 C3 110.13(9) . . ?
O4 S2 O3 117.72(9) . . ?
O4 S2 N2 109.74(8) . . ?
O4 S2 C3 111.54(9) . . ?
N2 S2 C3 95.01(8) . . ?
C15 O1 Cu1 125.00(9) 2_556 . ?
C15 O1 Cu1 125.00(9) . . ?
C15 O1 C15 110.00(18) 2_556 . ?
C1 O2 Cu1 120.57(11) . . ?
C17 O5 Cu2 124.72(10) 2_556 . ?
C17 O5 Cu2 124.72(10) . . ?
C17 O5 C17 110.6(2) . 2_556 ?
C8 O6 Cu2 120.08(11) . . ?
S1 N1 Cu1 122.02(8) . . ?
C8 N1 Cu1 126.40(12) . . ?
C8 N1 S1 111.46(12) . . ?
S2 N2 Cu2 122.06(8) . . ?
C1 N2 Cu2 126.38(12) . . ?
C1 N2 S2 111.55(12) . . ?
O2 C1 N2 125.10(16) . . ?
O2 C1 C2 120.97(15) . . ?
N2 C1 C2 113.93(15) . . ?
C3 C2 C1 111.39(16) . . ?
C3 C2 C7 120.92(17) . . ?
C7 C2 C1 127.68(16) . . ?
C2 C3 S2 108.12(13) . . ?
C4 C3 S2 129.40(15) . . ?
C4 C3 C2 122.48(17) . . ?
C3 C4 H4 121.8 . . ?
C3 C4 C5 116.50(18) . . ?
C5 C4 H4 121.8 . . ?
C4 C5 H5 119.2 . . ?
C6 C5 C4 121.66(18) . . ?
C6 C5 H5 119.2 . . ?
C5 C6 H6 119.5 . . ?
C5 C6 C7 120.93(18) . . ?
C7 C6 H6 119.5 . . ?
C2 C7 C6 117.51(17) . . ?
C2 C7 H7 121.2 . . ?
C6 C7 H7 121.2 . . ?
O6 C8 N1 125.21(16) . . ?
O6 C8 C9 120.92(16) . . ?
N1 C8 C9 113.83(15) . . ?
C10 C9 C8 111.48(16) . . ?
C10 C9 C14 120.62(17) . . ?
C14 C9 C8 127.77(17) . . ?
C9 C10 S1 108.04(13) . . ?
C11 C10 S1 129.17(15) . . ?
C11 C10 C9 122.70(18) . . ?
C10 C11 H11 121.8 . . ?
C10 C11 C12 116.35(18) . . ?
C12 C11 H11 121.8 . . ?
C11 C12 H12 119.0 . . ?
C13 C12 C11 122.07(18) . . ?
C13 C12 H12 119.0 . . ?
C12 C13 H13 119.7 . . ?
C12 C13 C14 120.59(18) . . ?
C14 C13 H13 119.7 . . ?
C9 C14 C13 117.65(18) . . ?
C9 C14 H14 121.2 . . ?
C13 C14 H14 121.2 . . ?
O1 C15 H15A 110.8 . . ?
O1 C15 H15B 110.8 . . ?
O1 C15 C16 104.78(16) . . ?
H15A C15 H15B 108.9 . . ?
C16 C15 H15A 110.8 . . ?
C16 C15 H15B 110.8 . . ?
C15 C16 H16A 110.5 . . ?
C15 C16 H16B 110.5 . . ?
C16 C16 C15 106.05(17) 2_556 . ?
C16 C16 H16A 110.5 2_556 . ?
C16 C16 H16B 110.5 2_556 . ?
H16A C16 H16B 108.7 . . ?
O5 C17 H17A 110.8 . . ?
O5 C17 H17B 110.8 . . ?
O5 C17 C18 104.62(18) . . ?
H17A C17 H17B 108.9 . . ?
C18 C17 H17A 110.8 . . ?
C18 C17 H17B 110.8 . . ?
C17 C18 C18 102.91(15) . 2_556 ?
C17 C18 H18A 111.2 . . ?
C17 C18 H18B 111.2 . . ?
C18 C18 H18A 111.2 2_556 . ?
C18 C18 H18B 111.2 2_556 . ?
H18A C18 H18B 109.1 . . ?
C1S O1S C4S 108.4(2) . . ?
O1S C1S H1SA 110.7 . . ?
O1S C1S H1SB 110.7 . . ?
O1S C1S C2S 105.4(3) . . ?
H1SA C1S H1SB 108.8 . . ?
C2S C1S H1SA 110.7 . . ?
C2S C1S H1SB 110.7 . . ?
C1S C2S H2SA 111.5 . . ?
C1S C2S H2SB 111.5 . . ?
C1S C2S C3S 101.3(3) . . ?
H2SA C2S H2SB 109.3 . . ?
C3S C2S H2SA 111.5 . . ?
C3S C2S H2SB 111.5 . . ?
C2S C3S H3SA 111.3 . . ?
C2S C3S H3SB 111.3 . . ?
H3SA C3S H3SB 109.2 . . ?
C4S C3S C2S 102.2(3) . . ?
C4S C3S H3SA 111.3 . . ?
C4S C3S H3SB 111.3 . . ?
O1S C4S C3S 108.2(3) . . ?
O1S C4S H4SA 110.1 . . ?
O1S C4S H4SB 110.1 . . ?
C3S C4S H4SA 110.1 . . ?
C3S C4S H4SB 110.1 . . ?
H4SA C4S H4SB 108.4 . . ?
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 Cu2 2.7519(5) . ?
Cu1 O1 2.1089(17) . ?
Cu1 O2 1.9562(12) 2_556 ?
Cu1 O2 1.9562(12) . ?
Cu1 N1 2.0329(15) . ?
Cu1 N1 2.0329(15) 2_556 ?
Cu2 O5 2.1023(18) . ?
Cu2 O6 1.9624(12) . ?
Cu2 O6 1.9624(12) 2_556 ?
Cu2 N2 2.0243(14) 2_556 ?
Cu2 N2 2.0243(14) . ?
S1 O7 1.4347(13) . ?
S1 O8 1.4325(13) . ?
S1 N1 1.6643(15) . ?
S1 C10 1.7668(18) . ?
S2 O3 1.4348(15) . ?
S2 O4 1.4308(15) . ?
S2 N2 1.6638(15) . ?
S2 C3 1.7660(18) . ?
O1 C15 1.4579(19) 2_556 ?
O1 C15 1.4579(19) . ?
O2 C1 1.254(2) . ?
O5 C17 1.456(2) . ?
O5 C17 1.456(2) 2_556 ?
O6 C8 1.252(2) . ?
N1 C8 1.342(2) . ?
N2 C1 1.340(2) . ?
C1 C2 1.481(2) . ?
C2 C3 1.383(3) . ?
C2 C7 1.384(3) . ?
C3 C4 1.377(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.395(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.386(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.392(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.485(2) . ?
C9 C10 1.382(3) . ?
C9 C14 1.391(3) . ?
C10 C11 1.378(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.394(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.386(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.394(3) . ?
C14 H14 0.9300 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.493(3) . ?
C16 C16 1.446(5) 2_556 ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.507(3) . ?
C18 C18 1.521(5) 2_556 ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
O1S C1S 1.420(4) . ?
O1S C4S 1.428(4) . ?
C1S H1SA 0.9700 . ?
C1S H1SB 0.9700 . ?
C1S C2S 1.515(4) . ?
C2S H2SA 0.9700 . ?
C2S H2SB 0.9700 . ?
C2S C3S 1.523(5) . ?
C3S H3SA 0.9700 . ?
C3S H3SB 0.9700 . ?
C3S C4S 1.507(4) . ?
C4S H4SA 0.9700 . ?
C4S H4SB 0.9700 . ?
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
Cu1 O1 C15 C16 171.12(18) . . . . ?
Cu1 O2 C1 N2 9.4(2) . . . . ?
Cu1 O2 C1 C2 -170.62(11) . . . . ?
Cu1 N1 C8 O6 -3.2(3) . . . . ?
Cu1 N1 C8 C9 174.44(11) . . . . ?
Cu2 O5 C17 C18 167.96(13) . . . . ?
Cu2 O6 C8 N1 12.9(2) . . . . ?
Cu2 O6 C8 C9 -164.61(12) . . . . ?
Cu2 N2 C1 O2 0.8(2) . . . . ?
Cu2 N2 C1 C2 -179.19(11) . . . . ?
S1 N1 C8 O6 -179.22(14) . . . . ?
S1 N1 C8 C9 -1.56(18) . . . . ?
S1 C10 C11 C12 -175.78(15) . . . . ?
S2 N2 C1 O2 179.68(13) . . . . ?
S2 N2 C1 C2 -0.31(18) . . . . ?
S2 C3 C4 C5 -179.19(16) . . . . ?
O1 C15 C16 C16 23.9(4) . . . 2_556 ?
O2 C1 C2 C3 -179.94(15) . . . . ?
O2 C1 C2 C7 0.4(3) . . . . ?
O3 S2 N2 Cu2 65.66(11) . . . . ?
O3 S2 N2 C1 -113.27(13) . . . . ?
O3 S2 C3 C2 113.51(13) . . . . ?
O3 S2 C3 C4 -67.0(2) . . . . ?
O4 S2 N2 Cu2 -65.66(11) . . . . ?
O4 S2 N2 C1 115.40(13) . . . . ?
O4 S2 C3 C2 -113.86(14) . . . . ?
O4 S2 C3 C4 65.6(2) . . . . ?
O5 C17 C18 C18 30.9(3) . . . 2_556 ?
O6 C8 C9 C10 177.84(16) . . . . ?
O6 C8 C9 C14 2.0(3) . . . . ?
O7 S1 N1 Cu1 71.09(11) . . . . ?
O7 S1 N1 C8 -112.71(13) . . . . ?
O7 S1 C10 C9 112.09(13) . . . . ?
O7 S1 C10 C11 -71.24(19) . . . . ?
O8 S1 N1 Cu1 -60.36(11) . . . . ?
O8 S1 N1 C8 115.84(13) . . . . ?
O8 S1 C10 C9 -115.64(13) . . . . ?
O8 S1 C10 C11 61.0(2) . . . . ?
N1 S1 C10 C9 -1.94(14) . . . . ?
N1 S1 C10 C11 174.73(18) . . . . ?
N1 C8 C9 C10 0.1(2) . . . . ?
N1 C8 C9 C14 -175.78(17) . . . . ?
N2 S2 C3 C2 -0.33(14) . . . . ?
N2 S2 C3 C4 179.15(19) . . . . ?
N2 C1 C2 C3 0.1(2) . . . . ?
N2 C1 C2 C7 -179.63(17) . . . . ?
C1 C2 C3 S2 0.20(18) . . . . ?
C1 C2 C3 C4 -179.32(17) . . . . ?
C1 C2 C7 C6 178.81(17) . . . . ?
C2 C3 C4 C5 0.2(3) . . . . ?
C3 S2 N2 Cu2 179.31(10) . . . . ?
C3 S2 N2 C1 0.37(13) . . . . ?
C3 C2 C7 C6 -0.9(3) . . . . ?
C3 C4 C5 C6 -0.3(3) . . . . ?
C4 C5 C6 C7 -0.1(3) . . . . ?
C5 C6 C7 C2 0.7(3) . . . . ?
C7 C2 C3 S2 179.92(14) . . . . ?
C7 C2 C3 C4 0.4(3) . . . . ?
C8 C9 C10 S1 1.34(18) . . . . ?
C8 C9 C10 C11 -175.59(17) . . . . ?
C8 C9 C14 C13 174.45(17) . . . . ?
C9 C10 C11 C12 0.4(3) . . . . ?
C10 S1 N1 Cu1 -174.17(9) . . . . ?
C10 S1 N1 C8 2.02(13) . . . . ?
C10 C9 C14 C13 -1.1(3) . . . . ?
C10 C11 C12 C13 -1.0(3) . . . . ?
C11 C12 C13 C14 0.6(3) . . . . ?
C12 C13 C14 C9 0.5(3) . . . . ?
C14 C9 C10 S1 177.53(14) . . . . ?
C14 C9 C10 C11 0.6(3) . . . . ?
C15 O1 C15 C16 -8.88(18) 2_556 . . . ?
C17 O5 C17 C18 -12.04(13) 2_556 . . . ?
O1S C1S C2S C3S -37.4(3) . . . . ?
C1S O1S C4S C3S -2.8(4) . . . . ?
C1S C2S C3S C4S 34.2(3) . . . . ?
C2S C3S C4S O1S -20.6(4) . . . . ?
C4S O1S C1S C2S 25.5(3) . . . . ?
