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_1564849
_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  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w    -49.00  24.00   0.50    0.90    --  -47.20  44.00  77.00  146
  2  \w     82.00 108.00   0.50    0.90    --   47.20  44.00  77.00   52
  3  \w    101.00 127.00   0.50    2.40    --  107.75  44.00  77.00   52
  4  \w     77.00 119.00   0.50    0.90    --   47.20 125.00 -60.00   84
  5  \w     95.00 123.00   0.50    2.40    --  107.75 125.00 -90.00   56
  6  \w    100.00 172.00   0.50    2.40    --  107.75  30.00-150.00  144
  7  \w     81.00 106.00   0.50    2.40    --  107.75 -94.00   0.00   50
  8  \w     81.00 106.00   0.50    2.40    --  107.75 -77.00  90.00   50
  9  \w     36.00  71.00   0.50    2.40    --  107.75 -61.00   0.00   70
 10  \w     39.00  75.00   0.50    2.40    --  107.75 -94.00   0.00   72
 11  \w     37.00  64.00   0.50    2.40    --  107.75 -61.00  30.00   54
 12  \w     35.00  67.00   0.50    2.40    --  107.75 -77.00  90.00   64
 13  \w     38.00 105.00   0.50    2.40    --  107.75 -77.00 120.00  134
 14  \w     35.00  62.00   0.50    2.40    --  107.75 -61.00 120.00   54
 15  \w     35.00  68.00   0.50    2.40    --  107.75 -61.00 150.00   66
 16  \w     35.00  60.00   0.50    2.40    --  107.75 -61.00  90.00   50
 17  \w     -6.00  19.00   0.50    0.90    --   47.20 -44.00 -72.00   50
 18  \w     -9.00  26.00   0.50    0.90    --   47.20 -19.00-180.00   70
 19  \w     36.00  61.00   0.50    2.40    --  107.75 -61.00-150.00   50
 20  \w     41.00  68.00   0.50    2.40    --  107.75 -61.00-180.00   54
 21  \w     37.00  70.00   0.50    2.40    --  107.75 -61.00 -90.00   66
 22  \w     38.00 105.00   0.50    2.40    --  107.75 -77.00 -90.00  134
 23  \w    -14.00  24.00   0.50    0.90    --   47.20 -19.00 120.00   76
 24  \w   -117.00 -35.00   0.50    0.90    --  -47.20 -44.00 -72.00  164
 25  \w    -69.00 -41.00   0.50    2.40    -- -106.00  61.00   0.00   56
 26  \w   -109.00 -58.00   0.50    2.40    -- -106.00 125.00 120.00  102
 27  \w   -104.00 -33.00   0.50    2.40    -- -106.00  77.00 120.00  142
 28  \w   -170.00 -96.00   0.50    2.40    -- -106.00 -44.00 -72.00  148
 29  \w   -148.00-113.00   0.50    2.40    -- -106.00-125.00  60.00   70
 30  \w   -176.00-114.00   0.50    2.40    -- -106.00 -61.00  30.00  124
 31  \w   -174.00 -98.00   0.50    2.40    -- -106.00 -45.00   0.00  152
 32  \w     53.00  78.00   0.50    0.90    --   47.20  44.00  77.00   50
 33  \w   -120.00 -89.00   0.50    0.90    --  -47.20 -37.00 120.00   62
 34  \w     45.00  84.00   0.50    0.90    --   47.20  37.00 -90.00   78
 35  \w     33.00  80.00   0.50    0.90    --   47.20  57.00-150.00   94
 36  \w    -20.00   6.00   0.50    0.90    --   47.20 -19.00 -60.00   52
 37  \w     82.00 120.00   0.50    0.90    --   47.20 125.00-180.00   76
 38  \w     26.00  82.00   0.50    0.90    --   47.20  77.00 150.00  112
 39  \w     95.00 120.00   0.50    0.90    --   47.20  37.00 -90.00   50
 40  \w   -104.00 -79.00   0.50    2.40    -- -106.00 -89.00-174.86   50
 41  \w   -140.00 -94.00   0.50    2.40    -- -106.00 -45.00 150.00   92
 42  \w   -110.00 -85.00   0.50    2.40    -- -106.00 -94.00  60.00   50
 43  \w   -176.00-150.00   0.50    2.40    -- -106.00 -77.00-180.00   52
 44  \w   -124.00 -94.00   0.50    2.40    -- -106.00 -49.00-138.21   60
 45  \w   -105.00 -79.00   0.50    2.40    -- -106.00 -91.00-145.78   52
 46  \w    -69.00 -43.00   0.50    2.40    -- -106.00  77.00  90.00   52
 47  \w   -121.00 -91.00   0.50    2.40    -- -106.00 -55.00-147.32   60
 48  \w   -113.00 -87.00   0.50    2.40    -- -106.00 -68.00-171.59   52
 49  \w   -114.00 -89.00   0.50    2.40    -- -106.00 -64.00-138.96   50
 50  \w   -110.00 -85.00   0.50    2.40    -- -106.00 -77.00  60.00   50
 51  \w   -164.00-126.00   0.50    2.40    -- -106.00 -63.00-153.94   76
 52  \w   -118.00 -90.00   0.50    2.40    -- -106.00 -63.00-153.94   56
 53  \w   -173.00-147.00   0.50    2.40    -- -106.00 -77.00-120.00   52
 54  \w   -108.00 -83.00   0.50    2.40    -- -106.00 -77.00-120.00   50
 55  \w   -174.00-148.00   0.50    2.40    -- -106.00 -55.00 141.35   52
 56  \w    -71.00 -46.00   0.50    2.40    -- -106.00  61.00  90.00   50
 57  \w   -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       '\w 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/[\s^2^(Fo^2^)+(0.0504P)^2^+7.2693P] where P=(Fo^2^+2Fc^2^)/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 > 2\s(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_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)
;
_shelx_res_checksum              95338
_shelx_hkl_checksum              95916
_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