Copper(II) Prevents the Saccarine-Dialkylcyanamide Coupling by Forming Mononuclear (Saccharinate)(Dialkylcyanamide)copper(II) Complexes
Toikka, Yulia N.; Spiridonova, Dar’ya V.; Novikov, Alexander S.; Bokach, Nadezhda A.; Inorganics 9 (2021) 69–; doi:10.3390/inorganics9090069

data_1564850
_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         'C14 H16 Cu N2 O10 S2, 2(H2 O)'
_chemical_formula_sum            'C14 H20 Cu N2 O12 S2'
_chemical_formula_weight         535.98
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     iterative
_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                 100.9120(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.32260(10)
_cell_length_b                   16.3127(2)
_cell_length_c                   7.22800(10)
_cell_measurement_reflns_used    11425
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76.6920
_cell_measurement_theta_min      2.6730
_cell_volume                     963.56(2)
_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
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_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 0.986
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w    -27.00  24.00   0.50    0.05    --   47.20 -19.00 120.00  102
  2  \w     16.00  87.00   0.50    0.05    --   47.20-112.00  30.00  142
  3  \w     47.00  72.00   0.50    0.06    --  107.75-112.00  30.00   50
  4  \w     35.00  71.00   0.50    0.06    --  107.75 -61.00   0.00   72
  5  \w     96.00 121.00   0.50    0.06    --  107.75  30.00 -60.00   50
  6  \w    146.00 177.00   0.50    0.06    --  107.75  30.00 -60.00   62
  7  \w    102.00 142.00   0.50    0.06    --  107.75 112.00 123.00   80
  8  \w    126.00 151.00   0.50    0.06    --  107.75  77.00 120.00   50
  9  \w    149.00 177.00   0.50    0.06    --  107.75  15.00 120.00   56
 10  \w    102.00 135.00   0.50    0.06    --  107.75  15.00 120.00   66
 11  \w     85.00 115.00   0.50    0.06    --  107.75  77.00 120.00   60
 12  \w     74.00 101.00   0.50    0.05    --   47.20 125.00  60.00   54
 13  \w    -24.00  26.00   0.50    0.05    --   47.20 -19.00-180.00  100
 14  \w     37.00  71.00   0.50    0.06    --  107.75 -61.00-180.00   68
 15  \w     42.00  69.00   0.50    0.06    --  107.75 -61.00-150.00   54
 16  \w    -73.00 -44.00   0.50    0.05    --  -47.20 112.00 123.00   58
 17  \w     35.00  69.00   0.50    0.06    --  107.75 -61.00 150.00   68
 18  \w   -115.00 -77.00   0.50    0.05    --  -47.20-125.00  60.00   76
 19  \w   -120.00 -74.00   0.50    0.05    --  -47.20-125.00 120.00   92
 20  \w   -150.00-125.00   0.50    0.06    -- -106.00-112.00  30.00   50
 21  \w   -161.00 -93.00   0.50    0.06    -- -106.00 -45.00  60.00  136
 22  \w   -167.00 -98.00   0.50    0.06    -- -106.00 -15.00 -90.00  138
 23  \w    -71.00 -40.00   0.50    0.06    -- -106.00  61.00 -30.00   62
 24  \w    -67.00 -37.00   0.50    0.06    -- -106.00  77.00 -30.00   60
 25  \w    -71.00 -43.00   0.50    0.06    -- -106.00  77.00  60.00   56
 26  \w    -82.00 -56.00   0.50    0.06    -- -106.00  77.00 120.00   52
 27  \w    -91.00 -63.00   0.50    0.06    -- -106.00 112.00 123.00   56
 28  \w   -103.00 -78.00   0.50    0.06    -- -106.00  77.00  60.00   50
 29  \w   -108.00 -44.00   0.50    0.06    -- -106.00 111.00  82.82  128
 30  \w   -103.00 -77.00   0.50    0.06    -- -106.00  77.00 -30.00   52
 31  \w   -108.00 -78.00   0.50    0.06    -- -106.00 109.00  43.84   60
 32  \w   -108.00 -61.00   0.50    0.06    -- -106.00 110.00  71.80   94
 33  \w      4.00  30.00   0.50    0.05    --   47.20-112.00  30.00   52
 34  \w    -37.00  17.00   0.50    0.05    --  -47.20  37.00-150.00  108
 35  \w    -21.00  16.00   0.50    0.05    --  -47.20  19.00 150.00   74
 36  \w    -12.00  18.00   0.50    0.05    --   47.20 -77.00  60.00   60
 37  \w     27.00  62.00   0.50    0.05    --   47.20 -77.00  60.00   70
 38  \w    -11.00  17.00   0.50    0.05    --   47.20 -19.00 -30.00   56
 39  \w   -174.00-148.00   0.50    0.06    -- -106.00 -30.00 -60.00   52
 40  \w    -58.00 -33.00   0.50    0.06    -- -106.00 125.00-180.00   50
 41  \w   -170.00-145.00   0.50    0.06    -- -106.00 -45.00 150.00   50
 42  \w   -115.00 -83.00   0.50    0.06    -- -106.00 -77.00 -90.00   64
 43  \w   -111.00 -80.00   0.50    0.06    -- -106.00 125.00-180.00   62
 44  \w   -176.00-150.00   0.50    0.06    -- -106.00 -77.00 -90.00   52
 45  \w   -174.00-149.00   0.50    0.06    -- -106.00 -61.00 -60.00   50
 46  \w   -129.00-101.00   0.50    0.06    -- -106.00 -61.00-150.00   56
 47  \w   -126.00-100.00   0.50    0.06    -- -106.00 -30.00 -60.00   52
 48  \w   -127.00 -89.00   0.50    0.06    -- -106.00 -61.00 -60.00   76
 49  \w    -70.00 -35.00   0.50    0.06    -- -106.00  61.00  60.00   70
 50  \w   -177.00-129.00   0.50    0.06    -- -106.00 -45.00  90.00   96
 51  \w    -71.00 -46.00   0.50    0.06    -- -106.00  61.00  30.00   50
 52  \w    -66.00 -40.00   0.50    0.06    -- -106.00  61.00 150.00   52
 53  \w   -134.00-101.00   0.50    0.06    -- -106.00 -45.00 150.00   66
 54  \w     40.00  71.00   0.50    0.06    --  107.75 -61.00 120.00   62
 55  \w     45.00  70.00   0.50    0.06    --  107.75 -61.00  60.00   50
 56  \w     85.00 111.00   0.50    0.06    --  107.75-125.00   0.00   52
 57  \w     39.00  65.00   0.50    0.06    --  107.75-125.00   0.00   52
 58  \w     87.00 112.00   0.50    0.06    --  107.75-125.00  30.00   50
 59  \w     38.00  70.00   0.50    0.06    --  107.75 -61.00  30.00   64
 60  \w     82.00 108.00   0.50    0.06    --  107.75-125.00-180.00   52
 61  \w     49.00  76.00   0.50    0.06    --  107.75-125.00-180.00   54
 62  \w     68.00  94.00   0.50    0.06    --  107.75 -77.00 -90.00   52
 63  \w     35.00  60.00   0.50    0.06    --  107.75 -61.00 -30.00   50
 64  \w     87.00 112.00   0.50    0.06    --  107.75-125.00 -60.00   50
 65  \w     41.00  67.00   0.50    0.06    --  107.75-125.00 -60.00   52
 66  \w     36.00  61.00   0.50    0.06    --  107.75-125.00 150.00   50
 67  \w     67.00 106.00   0.50    0.06    --  107.75 -94.00-150.00   78
 68  \w     81.00 106.00   0.50    0.06    --  107.75 -94.00-180.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1840554000
_diffrn_orient_matrix_UB_12      -0.0204117000
_diffrn_orient_matrix_UB_13      -0.0384311000
_diffrn_orient_matrix_UB_21      0.0403156000
_diffrn_orient_matrix_UB_22      -0.0905337000
_diffrn_orient_matrix_UB_23      0.0486355000
_diffrn_orient_matrix_UB_31      -0.0061740000
_diffrn_orient_matrix_UB_32      0.0173750000
_diffrn_orient_matrix_UB_33      0.2080693000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_av_unetI/netI     0.0153
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            14210
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.214
_diffrn_reflns_theta_min         5.413
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.292
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72428
_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 light blue'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.847
_exptl_crystal_description       prism
_exptl_crystal_F_000             550
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.419
_refine_diff_density_min         -0.438
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       0.0027(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL (Sheldrick, 2015)'
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         2023
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0256
_refine_ls_R_factor_gt           0.0254
_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/[\s^2^(Fo^2^)+(0.0357P)^2^+1.0338P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0706
_refine_ls_wR_factor_ref         0.0707
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2001
_reflns_number_total             2023
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            16953_YN-132.cif
_cod_data_source_block           16953_yn-132
_cod_database_code               1564850
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'Cu1 C13 H18 N3 O5 S1'
_shelx_estimated_absorpt_t_max   0.627
_shelx_estimated_absorpt_t_min   0.426
_diffrn_oxdiff_digest_frames
;
014a859d25208c3f1cc2f8d7aa0e91ba67000809f9d
;
_diffrn_oxdiff_digest_hkl
;
014af7085f4496e62d9a175a544d7aefa9c4a6
;
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
;
_shelx_res_checksum              87149
_shelx_hkl_checksum              90553
_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 1.467
_oxdiff_exptl_absorpt_empirical_full_min 0.741