Structure and catalytic properties of novel copper isatin Schiff base complexes
Smirnov, Andrey S.; Martins, Luísa M. D. R. S.; Nikolaev, Dmitriy N.; Manzhos, Roman A.; Gurzhiy, Vlad V.; Krivenko, Alexander G.; Nikolaenko, Kirill O.; Belyakov, Alexander V.; Garabadzhiu, Alexander V.; Davidovich, Pavel B.; New Journal of Chemistry 43 (2019) 188–; doi:10.1039/C8NJ02718H

data_7057895
_publ_section_title
;
 Structure and catalytic properties of novel copper isatin Schiff base
 complexes
;
_journal_issue                   1
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              188
_journal_paper_doi               10.1039/C8NJ02718H
_journal_volume                  43
_journal_year                    2019
_chemical_formula_moiety         'C21 H24 N2 O'
_chemical_formula_sum            'C21 H24 N2 O'
_chemical_formula_weight         320.42
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2016-10-15
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_audit_update_record
;
2017-03-19 deposited with the CCDC.
2018-10-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.3600(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   8.47970(10)
_cell_length_b                   15.0831(2)
_cell_length_c                   28.0078(4)
_cell_measurement_reflns_used    15958
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      75.9810
_cell_measurement_theta_min      3.2650
_cell_volume                     3576.04(8)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3829
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
  1 omega -116.00  -18.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
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  2 omega -106.00  -80.00   1.0000    7.5000
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  3 omega -128.00  -89.00   1.0000    7.5000
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  4 omega  -43.00  -13.00   1.0000    7.5000
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  5 omega  -49.00   36.00   1.0000    7.5000
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  6 omega   68.00  127.00   1.0000    7.5000
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  7 omega   36.00   75.00   1.0000   37.5000
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  8 omega   75.00  101.00   1.0000   37.5000
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  9 omega   90.00  163.00   1.0000   37.5000
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 10 omega   89.00  115.00   1.0000   37.5000
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 11 omega  100.00  126.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000   30.0000 26

 12 omega  153.00  178.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000   30.0000 25

 13 omega   77.00  140.00   1.0000   37.5000
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    -      113.0000  -61.0000   30.0000 63

 14 omega   61.00  101.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  178.0000  -60.0000 40

 15 omega   57.00   99.00   1.0000   37.5000
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 16 omega  107.00  133.00   1.0000   37.5000
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 17 omega   62.00   88.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
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 18 omega   30.00   84.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
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 19 omega  150.00  178.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
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 20 omega   84.00  113.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -112.0000  150.0000 29

 21 omega  124.00  168.00   1.0000   37.5000
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 22 omega   39.00   65.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -112.0000 -180.0000 26

 23 omega  108.00  142.00   1.0000   37.5000
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    -      113.0000  112.0000   60.0000 34

 24 omega   86.00  112.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -112.0000    0.0000 26

 25 omega   58.00   84.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  178.0000 -150.0000 26

 26 omega   38.00   63.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -95.0000    0.0000 25

 27 omega   70.00   96.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -95.0000    0.0000 26

 28 omega   44.00  109.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -95.0000   30.0000 65

 29 omega   73.00  114.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -112.0000  -30.0000 41

 30 omega  100.00  126.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -61.0000  -30.0000 26

 31 omega   84.00  126.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000   60.0000 42

 32 omega  145.00  170.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000   60.0000 25

 33 omega   58.00   83.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000   60.0000 25

 34 omega   49.00   91.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -77.0000   30.0000 42

 35 omega   47.00   72.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -61.0000  -30.0000 25

 36 omega  -69.00  -39.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787  178.0000 -180.0000 30

 37 omega  -50.00   23.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787   38.0000 -120.0000 73

 38 omega -129.00  -82.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787  178.0000 -180.0000 47

 39 omega  -12.00   23.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.3787   38.0000  -90.0000 35

 40 omega   53.00   84.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000    0.0000 31

 41 omega   80.00  105.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000  150.0000 25

 42 omega   61.00  105.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -54.0000 -122.4374 44

 43 omega  144.00  178.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   45.0000 -150.0000 34

 44 omega   93.00  134.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   45.0000 -150.0000 41

 45 omega   83.00  121.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   30.0000 -150.0000 38

 46 omega   58.00  147.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  178.0000   30.0000 89

 47 omega   71.00  110.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -112.0000  -90.0000 39

 48 omega  109.00  138.00   1.0000   37.5000
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    -      113.0000  112.0000   30.0000 29

 49 omega   34.00   60.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -95.0000   60.0000 26

 50 omega   81.00  107.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
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 51 omega   35.00   81.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
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 52 omega  108.00  137.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
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 53 omega   73.00   98.00   1.0000   37.5000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -45.0000  120.0000 25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0603773000
_diffrn_orient_matrix_UB_12      0.0717242000
_diffrn_orient_matrix_UB_13      0.0335668000
_diffrn_orient_matrix_UB_21      0.0500025000
_diffrn_orient_matrix_UB_22      0.0725463000
_diffrn_orient_matrix_UB_23      -0.0347434000
_diffrn_orient_matrix_UB_31      -0.1643147000
_diffrn_orient_matrix_UB_32      -0.0042484000
_diffrn_orient_matrix_UB_33      -0.0264921000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0487
_diffrn_reflns_av_unetI/netI     0.0256
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            41223
_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         72.463
_diffrn_reflns_theta_min         3.329
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.571
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81707
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.190
_exptl_crystal_description       prism
_exptl_crystal_F_000             1376
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.306
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     443
_refine_ls_number_reflns         7097
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0378
_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^)+(0.0519P)^2^+1.0230P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0972
_refine_ls_wR_factor_ref         0.1024
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6137
_reflns_number_total             7097
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8nj02718h2.cif
_cod_data_source_block           isbd_13
_cod_depositor_comments
'Adding full bibliography for 7057891--7057914.cif.'
_cod_database_code               7057895
_shelxl_version_number           2013-4
_reflns_odcompleteness_completeness 95.60
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     80.07
_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
2.a Ternary CH refined with riding coordinates:
 C19(H19), C22(H22), C19A(H19A), C22A(H22A)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C9(H9), C15(H15), C16(H16), C17(H17), C6A(H6A),
 C7A(H7A), C8A(H8A), C9A(H9A), C15A(H15A), C16A(H16A), C17A(H17A)
2.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C23(H23A,H23B,
 H23C), C24(H24A,H24B,H24C), C10A(H10D,H10E,H10F), C20A(H20D,H20E,H20F),
 C21A(H21D,H21E,H21F), C23A(H23D,H23E,H23F), C24A(H24D,H24E,H24F)
;