Synthesis and antitumor mechanisms of a copper(ii) complex of anthracene-9-imidazoline hydrazone (9-AIH).
Qin, Qi-Pin; Liu, Yan-Cheng; Wang, Hai-Lu; Qin, Jiao-Lan; Cheng, Feng-Jie; Tang, Shang-Feng; Liang, Hong; Metallomics : integrated biometal science 7 (2015) 1124–1136; doi:10.1039/c5mt00027k

data_1519452
_publ_section_title
;
 Synthesis and antitumor mechanisms of a copper(ii) complex of
 anthracene-9-imidazoline hydrazone (9-AIH).
;
_journal_issue                   7
_journal_name_full               'Metallomics : integrated biometal science'
_journal_page_first              1124
_journal_page_last               1136
_journal_paper_doi               10.1039/c5mt00027k
_journal_volume                  7
_journal_year                    2015
_chemical_formula_moiety         'C18 H16 Cl2 Cu N4, C2 H6 O'
_chemical_formula_sum            'C20 H18 Cl2 Cu N4 O'
_chemical_formula_weight         464.82
_chemical_name_common
'copper(II) complex of anthracene-9-imidazoline hydrazone'
_chemical_name_systematic        cis-[CuCl2(9-AIH)]
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2014-09-02
_audit_creation_method
;
  Olex2 1.1
  (compiled 2011.02.15 svn.r1672, GUI svn.r3494)
;
_audit_update_record
;
2014-12-01 deposited with the CCDC.
2015-04-15 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 106.842(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.3306(3)
_cell_length_b                   14.0417(3)
_cell_length_c                   13.3887(5)
_cell_measurement_reflns_used    6202
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.6802
_cell_measurement_theta_min      2.8955
_cell_volume                     2038.79(11)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
'A short history of SHELX (Sheldrick, 2007)/Bruker'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.1623
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
  1 omega  -79.00  -43.00   1.0000   20.2700
omega____ theta____ kappa____ phi______ frames
    -      -20.3518 -178.0000  -30.0000 36

  2 omega  -12.00   16.00   1.0000   20.2700
omega____ theta____ kappa____ phi______ frames
    -       21.4455   80.0000   81.0000 28

  3 omega   65.00  104.00   1.0000   20.2700
omega____ theta____ kappa____ phi______ frames
    -       21.4455 -178.0000 -150.0000 39

  4 omega  -12.00   92.00   1.0000   20.2700
omega____ theta____ kappa____ phi______ frames
    -       21.4455   77.0000  -90.0000 104

  5 omega    0.00   92.00   1.0000   20.2700
omega____ theta____ kappa____ phi______ frames
    -       21.4455   57.0000   30.0000 92

  6 omega  -45.00  -16.00   1.0000   20.2700
omega____ theta____ kappa____ phi______ frames
    -       21.4455  -57.0000 -120.0000 29

  7 omega  -50.00   39.00   1.0000   20.2700
omega____ theta____ kappa____ phi______ frames
    -       21.4455  -38.0000  120.0000 89

  8 omega  -52.00    0.00   1.0000   20.2700
omega____ theta____ kappa____ phi______ frames
    -       21.4455  -38.0000  -90.0000 52
;
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0020182000
_diffrn_orient_matrix_UB_12      -0.0395439000
_diffrn_orient_matrix_UB_13      -0.0334869000
_diffrn_orient_matrix_UB_21      0.0559124000
_diffrn_orient_matrix_UB_22      0.0152004000
_diffrn_orient_matrix_UB_23      -0.0086681000
_diffrn_orient_matrix_UB_31      0.0337559000
_diffrn_orient_matrix_UB_32      -0.0276228000
_diffrn_orient_matrix_UB_33      0.0431486000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0301
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16428
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.90
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.351
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84408
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.514
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             948
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: ethanol'
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.826
_refine_diff_density_min         -0.492
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         4167
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0563
_refine_ls_R_factor_gt           0.0444
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0570P)^2^+2.0863P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1169
_refine_ls_wR_factor_ref         0.1257
_reflns_number_gt                3365
_reflns_number_total             4167
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5mt00027k2.cif
_cod_data_source_block           whl-cu-01
_cod_depositor_comments          'Adding full bibliography for 1519452.cif.'
_cod_original_cell_volume        2038.78(11)
_cod_database_code               1519452
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32