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_1564848
_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         'C17 H18 Cu N4 O8 S2, 2(H2 O)'
_chemical_formula_sum            'C17 H22 Cu N4 O10 S2'
_chemical_formula_weight         570.04
_space_group_crystal_system      orthorhombic
_space_group_IT_number           36
_space_group_name_Hall           'C 2c -2'
_space_group_name_H-M_alt        'C m c 21'
_atom_sites_solution_hydrogens   mixed
_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                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   23.4161(3)
_cell_length_b                   13.29850(10)
_cell_length_c                   7.23910(10)
_cell_measurement_reflns_used    8481
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      77.5220
_cell_measurement_theta_min      3.7930
_cell_volume                     2254.25(5)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_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     64.00  98.00   0.50    0.13    --  107.75 -94.00  30.00   68
  2  \w     43.00  70.00   0.50    0.13    --  107.75 -61.00   0.00   54
  3  \w     35.00  71.00   0.50    0.13    --  107.75 -61.00  90.00   72
  4  \w     43.00  71.00   0.50    0.13    --  107.75 -61.00 150.00   56
  5  \w    -20.00  16.00   0.50    0.05    --   47.20 -19.00  90.00   72
  6  \w     74.00 110.00   0.50    0.05    --   47.20 125.00-120.00   72
  7  \w     74.00 120.00   0.50    0.05    --   47.20 125.00   0.00   92
  8  \w    127.00 176.00   0.50    0.13    --  107.75  15.00-120.00   98
  9  \w     95.00 122.00   0.50    0.13    --  107.75  15.00-120.00   54
 10  \w     60.00 103.00   0.50    0.13    --  107.75 -77.00-150.00   86
 11  \w     39.00  70.00   0.50    0.13    --  107.75 -61.00-180.00   62
 12  \w     29.00  72.00   0.50    0.05    --   47.20 -91.00-150.00   86
 13  \w     -1.00  25.00   0.50    0.05    --  -47.20  32.00-178.00   52
 14  \w    -33.00  -7.00   0.50    0.05    --  -47.20  32.00-178.00   52
 15  \w   -106.00 -77.00   0.50    0.13    -- -106.00 122.00  39.00   58
 16  \w    -73.00 -40.00   0.50    0.13    -- -106.00 122.00  39.00   66
 17  \w    -66.00 -41.00   0.50    0.13    -- -106.00  61.00  30.00   50
 18  \w    -98.00 -48.00   0.50    0.13    -- -106.00  91.00 -37.00  100
 19  \w    -67.00 -41.00   0.50    0.13    -- -106.00  61.00 -90.00   52
 20  \w   -170.00-113.00   0.50    0.13    -- -106.00 -32.00  22.00  114
 21  \w     93.00 118.00   0.50    0.13    --  107.75 122.00  39.00   50
 22  \w     94.00 120.00   0.50    0.05    --   47.20 125.00-180.00   52
 23  \w    -18.00  26.00   0.50    0.05    --   47.20 -19.00 150.00   88
 24  \w   -145.00 -94.00   0.50    0.13    -- -106.00 -45.00 150.00  102
 25  \w   -173.00-147.00   0.50    0.13    -- -106.00 -61.00-150.00   52
 26  \w   -117.00 -91.00   0.50    0.13    -- -106.00 -61.00-150.00   52
 27  \w    -66.00 -37.00   0.50    0.13    -- -106.00  61.00 -30.00   58
 28  \w    -58.00 -33.00   0.50    0.13    -- -106.00  61.00  60.00   50
 29  \w     36.00  71.00   0.50    0.13    --  107.75 -61.00 -30.00   70
 30  \w     40.00  66.00   0.50    0.13    --  107.75 -61.00 -90.00   52
 31  \w     87.00 112.00   0.50    0.13    --  107.75-125.00-180.00   50
 32  \w     43.00  71.00   0.50    0.13    --  107.75-125.00-180.00   56
 33  \w     38.00  64.00   0.50    0.13    --  107.75 -61.00  30.00   52
 34  \w    129.00 155.00   0.50    0.13    --  107.75  45.00-120.00   52
 35  \w     57.00  87.00   0.50    0.13    --  107.75 -77.00  30.00   60
 36  \w    124.00 172.00   0.50    0.13    --  107.75 122.00  39.00   96
;
_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      0.0654617000
_diffrn_orient_matrix_UB_12      0.0094248000
_diffrn_orient_matrix_UB_13      -0.0126611000
_diffrn_orient_matrix_UB_21      -0.0014559000
_diffrn_orient_matrix_UB_22      -0.0466171000
_diffrn_orient_matrix_UB_23      -0.1947869000
_diffrn_orient_matrix_UB_31      -0.0064787000
_diffrn_orient_matrix_UB_32      0.1056336000
_diffrn_orient_matrix_UB_33      -0.0847064000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_av_unetI/netI     0.0376
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            8503
_diffrn_reflns_point_group_measured_fraction_full 0.928
_diffrn_reflns_point_group_measured_fraction_max 0.928
_diffrn_reflns_theta_full        67.491
_diffrn_reflns_theta_max         67.491
_diffrn_reflns_theta_min         3.775
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.670
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63866
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
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    1.680
_exptl_crystal_description       prism
_exptl_crystal_F_000             1172
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.497
_refine_diff_density_min         -0.563
_refine_diff_density_rms         0.088
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -0.01(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         1940
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0322
_refine_ls_R_factor_gt           0.0321
_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^)+(0.0665P)^2^+0.7285P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0821
_refine_ls_wR_factor_ref         0.0822
_reflns_Friedel_coverage         0.705
_reflns_Friedel_fraction_full    0.842
_reflns_Friedel_fraction_max     0.842
_reflns_number_gt                1926
_reflns_number_total             1940
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            YN45.cif
_cod_data_source_block           yn45
_cod_database_code               1564848
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'Cu1 C16 N4 O2'
_shelx_estimated_absorpt_t_max   0.810
_shelx_estimated_absorpt_t_min   0.710
_diffrn_oxdiff_digest_frames
;
01c5f41093abfde5b085726bb810df813d00050c6f7
;
_diffrn_oxdiff_digest_hkl
;
01f7ca315390d1719f52fb9db58080c654f6e2
;
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2.a Free rotating group:
 O1S(H1SA,H1SB)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6)
2.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C)
;
_shelx_res_checksum              25213
_shelx_hkl_checksum              94428
_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 2.458
_oxdiff_exptl_absorpt_empirical_full_min 0.492