Unpredicted formation of copper(ii) complexes containing 2-thiophen-2-yl-1-thiophen-2-ylmethyl-1H-benzoimidazole and their most promising in vitro cytotoxicity in MCF-7 and HeLa cell lines over cisplatin
Naveen, P.; Jain, Ruchi; Kalaivani, P.; Shankar, R.; Dallemer, F.; Prabhakaran, R.; New J. Chem. 41 (2017) 8885–8898; doi:10.1039/C7NJ01273J

data_7056462
_publ_section_title
;
 Unpredicted formation of copper(ii) complexes containing
 2-thiophen-2-yl-1-thiophen-2-ylmethyl-1H-benzoimidazole and their most
 promising in vitro cytotoxicity in MCF-7 and HeLa cell lines over
 cisplatin
;
_journal_issue                   17
_journal_name_full               'New J. Chem.'
_journal_page_first              8885
_journal_page_last               8898
_journal_paper_doi               10.1039/C7NJ01273J
_journal_volume                  41
_journal_year                    2017
_chemical_formula_moiety         'C16 H12 Cl Cu0.5 N2 S2'
_chemical_formula_sum            'C16 H12 Cl Cu0.5 N2 S2'
_chemical_formula_weight         363.62
_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             2017-06-28
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_audit_update_record
;
2017-07-06 deposited with the CCDC.
2017-07-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.915(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.6994(3)
_cell_length_b                   16.2816(3)
_cell_length_c                   9.3721(3)
_cell_measurement_reflns_used    4949
_cell_measurement_temperature    293
_cell_measurement_theta_max      67.3180
_cell_measurement_theta_min      4.3650
_cell_volume                     1544.49(8)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_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_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3048
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_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    -51.00 105.00   1.00    1.00    --    0.00  77.00  90.00  156
  2  \w   -108.00 -34.00   1.00    1.00    --    0.00 178.00-180.00   74
  3  \w      1.00  57.00   1.00    1.00    --    0.00 -99.00-150.00   56
  4  \w   -160.00 -80.00   1.00    2.00    --  -54.32 -94.00 -60.00   80
  5  \w    -96.00  -2.00   1.00    2.00    --  -54.32 125.00 -60.00   94
  6  \w   -160.00 -80.00   1.00    2.00    --  -54.32 -94.00 -90.00   80
  7  \w   -158.00   1.00   1.00    2.00    --  -54.32 -45.00  60.00  159
  8  \w   -160.00 -80.00   1.00    2.00    --  -54.32 -94.00  30.00   80
  9  \w   -158.00 -73.00   1.00    2.00    --  -54.32-125.00 120.00   85
 10  \w   -155.00 -90.00   1.00    2.00    --  -54.32 -94.00   0.00   65
 11  \w   -130.00 -26.00   1.00    2.00    --  -54.32 -45.00 -60.00  104
 12  \w     66.00 111.00   1.00    2.00    --   54.32-125.00   0.00   45
 13  \w     97.00 157.00   1.00    2.00    --   54.32 125.00 -60.00   60
 14  \w     97.00 156.00   1.00    2.00    --   54.32 125.00  90.00   59
 15  \w    103.00 154.00   1.00    2.00    --   54.32 125.00-150.00   51
 16  \w    109.00 164.00   1.00   13.00    --  108.65 138.00 150.00   55
 17  \w    111.00 163.00   1.00   13.00    --  108.65 104.00-150.00   52
 18  \w    101.00 177.00   1.00   13.00    --  108.65 104.00  90.00   76
 19  \w    121.00 163.00   1.00   13.00    --  108.65 104.00 120.00   42
 20  \w    108.00 148.00   1.00   13.00    --  108.65  38.00   0.00   40
 21  \w     45.00  76.00   1.00   13.00    --  108.65  38.00   0.00   31
 22  \w    103.00 178.00   1.00   13.00    --  108.65 104.00-120.00   75
 23  \w    101.00 176.00   1.00   13.00    --  108.65 104.00  60.00   75
 24  \w     36.00 106.00   1.00   13.00    --  108.65-104.00-180.00   70
 25  \w    104.00 178.00   1.00   13.00    --  108.65 104.00 -30.00   74
 26  \w    103.00 164.00   1.00   13.00    --  108.65 104.00  30.00   61
 27  \w     90.00 115.00   1.00   13.00    --  108.65-114.00  37.00   25
 28  \w    103.00 161.00   1.00   13.00    --  108.65 104.00   0.00   58
 29  \w     82.00 145.00   1.00   13.00    --  108.65  77.00-180.00   63
 30  \w     69.00 178.00   1.00   13.00    --  108.65  63.00 -90.00  109
 31  \w      4.00 105.00   1.00   13.00    --  108.65-104.00  90.00  101
 32  \w     56.00 113.00   1.00   13.00    --  108.65-104.00 -90.00   57
 33  \w     72.00 156.00   1.00   13.00    --  108.65  77.00 150.00   84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1307185000
_diffrn_orient_matrix_UB_12      -0.0118837000
_diffrn_orient_matrix_UB_13      -0.0334140000
_diffrn_orient_matrix_UB_21      -0.0294853000
_diffrn_orient_matrix_UB_22      -0.0924493000
_diffrn_orient_matrix_UB_23      -0.0253858000
_diffrn_orient_matrix_UB_31      -0.0722053000
_diffrn_orient_matrix_UB_32      0.0162435000
_diffrn_orient_matrix_UB_33      -0.1685620000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            10747
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.567
_diffrn_reflns_theta_max         67.567
_diffrn_reflns_theta_min         4.368
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    5.363
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77511
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.564
_exptl_crystal_description       plate
_exptl_crystal_F_000             742
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.602
_refine_diff_density_min         -0.588
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         2774
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0497
_refine_ls_R_factor_gt           0.0439
_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^)+(0.0686P)^2^+1.5061P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1242
_refine_ls_wR_factor_ref         0.1301
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2452
_reflns_number_total             2774
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7nj01273j2.cif
_cod_data_source_block           cun2s2
_cod_original_formula_sum        'C16 H12 Cl Cu0.50 N2 S2'
_cod_database_code               7056462
_shelx_shelxl_version_number     2016/4
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     64.99
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(S1) = Uanis(C18)
Uanis(S3) = Uanis(C14)
Uanis(C15) = Uanis(C17)
Uanis(C16) = Uanis(C18)
Uanis(S1) = Uanis(C19)
3. Others
 Sof(S3)=Sof(C17)=Sof(H17)=Sof(C18)=Sof(H18)=Sof(C19)=Sof(H19)=1-FVAR(1)
 Sof(S1)=Sof(C14)=Sof(H14)=Sof(C15)=Sof(H15)=Sof(C16)=Sof(H16)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B)
4.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C17(H17),
 C18(H18), C19(H19), C14(H14), C15(H15), C16(H16)
;
_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 1.471
_oxdiff_exptl_absorpt_empirical_full_min 0.821