#------------------------------------------------------------------------------
#$Date: 2021-06-05 22:20:36 +0300 (Sat, 05 Jun 2021) $
#$Revision: 266137 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/05/7060584.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7060584
loop_
_publ_author_name
'Kordestani, Nazanin'
'Amiri Rudbari, Hadi'
'Correia, Isabel'
'Valente, Andreia'
'Côrte-Real, Leonor'
'Islam, Mohammad Khairul'
'Micale, Nicola'
'Braun, Jason D.'
'Herbert, David E.'
'Tumanov, Nikolay'
'Wouters, Johan'
'Enamullah, Mohammed'
_publ_section_title
;
 Heteroleptic enantiopure Pd(ii)-complexes derived from
 halogen-substituted Schiff bases and 2-picolylamine: synthesis,
 experimental and computational characterization and investigation of the
 influence of chirality and halogen atoms on the anticancer activity
;
_journal_issue                   20
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              9163
_journal_page_last               9180
_journal_paper_doi               10.1039/D1NJ01491A
_journal_volume                  45
_journal_year                    2021
_chemical_formula_sum            'C19 H22 N2 O4 Zn'
_chemical_formula_weight         407.75
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_block_doi                 10.5517/ccdc.csd.cc24sbv4
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-03-11 deposited with the CCDC.	2021-04-16 downloaded from the CCDC.
;
_cell_angle_alpha                106.510(3)
_cell_angle_beta                 90.708(3)
_cell_angle_gamma                95.898(2)
_cell_formula_units_Z            2
_cell_length_a                   8.3263(4)
_cell_length_b                   10.2086(4)
_cell_length_c                   11.5327(5)
_cell_measurement_reflns_used    250
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      1.8
_cell_volume                     934.00(7)
_computing_cell_refinement       'SMART APEX II'
_computing_data_collection       'SMART APEX II (Bruker,2010)'
_computing_data_reduction        'SAINT (Bruker,2000)'
_computing_molecular_graphics    'Ortep-3v2 for windows (Farrugia, 1997)'
_computing_publication_material  'PLATON (Spek, 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick,2014)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8929
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_min         1.843
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.341
_exptl_absorpt_correction_T_max  0.873
_exptl_absorpt_correction_T_min  0.850
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
'XPREP' - A PROGRAM DATA PREPARATION & RECIPROCAL 
SPACE EXPLORATION,
Bruker Analytical X-ray Systems, 1997
;
_exptl_crystal_colour            White
_exptl_crystal_density_diffrn    1.450
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.558
_refine_diff_density_min         -0.525
_refine_diff_density_rms         0.089
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         4151
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0406
_refine_ls_R_factor_gt           0.0353
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0497P)²+0.5052P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0908
_refine_ls_wR_factor_ref         0.0944
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3701
_reflns_number_total             4151
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1nj01491a2.cif
_cod_data_source_block           DG1a
_cod_depositor_comments
'Adding full bibliography for 7060575--7060596.cif.'
_cod_database_code               7060584
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_exptl_absorpt_special_details
;
 ?
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.7515(2) 0.95722(17) 0.52279(16) 0.0420(4) Uani 1 1 d . . . . .
O2 O 0.8204(3) 0.74958(18) 0.45546(17) 0.0498(5) Uani 1 1 d . . . . .
N1 N 0.6450(2) 1.06934(19) 0.77612(18) 0.0326(4) Uani 1 1 d . . . . .
N2 N 0.4955(2) 0.76151(18) 0.62609(17) 0.0278(4) Uani 1 1 d . . . . .
C1 C 0.6112(4) 1.0828(3) 0.8921(3) 0.0476(7) Uani 1 1 d . . . . .
H1 H 0.614314 1.006548 0.920635 0.057 Uiso 1 1 calc R U . . .
C2 C 0.5725(4) 1.2021(3) 0.9709(3) 0.0533(8) Uani 1 1 d . . . . .
H2 H 0.549909 1.204925 1.050251 0.064 Uiso 1 1 calc R U . . .
C3 C 0.5670(3) 1.3159(3) 0.9340(3) 0.0462(6) Uani 1 1 d . . . . .
C4 C 0.6007(5) 1.3040(3) 0.8143(3) 0.0624(9) Uani 1 1 d . . . . .
H4 H 0.595998 1.378900 0.784128 0.075 Uiso 1 1 calc R U . . .
C5 C 0.6415(4) 1.1799(3) 0.7389(3) 0.0523(7) Uani 1 1 d . . . . .
H5 H 0.667158 1.174987 0.659612 0.063 Uiso 1 1 calc R U . . .
C6 C 0.5283(5) 1.4482(3) 1.0258(3) 0.0610(8) Uani 1 1 d . . . . .
H6A H 0.446301 1.424502 1.077624 0.073 Uiso 1 1 calc R U . . .
H6B H 0.624762 1.489011 1.076450 0.073 Uiso 1 1 calc R U . . .
C7 C 0.3707(3) 0.8092(2) 0.5834(2) 0.0360(5) Uani 1 1 d . . . . .
H7 H 0.388068 0.893585 0.567148 0.043 Uiso 1 1 calc R U . . .
C8 C 0.2178(3) 0.7396(3) 0.5622(3) 0.0408(6) Uani 1 1 d . . . . .
H8 H 0.134852 0.776870 0.532130 0.049 Uiso 1 1 calc R U . . .
C9 C 0.1876(3) 0.6141(2) 0.5857(2) 0.0334(5) Uani 1 1 d . . . . .
C10 C 0.3185(3) 0.5622(3) 0.6257(3) 0.0456(7) Uani 1 1 d . . . . .
H10 H 0.305290 0.476293 0.639461 0.055 Uiso 1 1 calc R U . . .
C11 C 0.4677(3) 0.6382(2) 0.6450(3) 0.0416(6) Uani 1 1 d . . . . .
H11 H 0.553524 0.601863 0.672588 0.050 Uiso 1 1 calc R U . . .
C12 C 0.0197(3) 0.5363(3) 0.5667(2) 0.0370(5) Uani 1 1 d . . . . .
H12A H -0.059208 0.599939 0.597257 0.044 Uiso 1 1 calc R U . . .
H12B H 0.012944 0.469058 0.611791 0.044 Uiso 1 1 calc R U . . .
C18 C 1.0087(3) 0.7545(3) -0.1098(2) 0.0439(6) Uani 1 1 d . . . . .
H18A H 1.083603 0.837712 -0.085096 0.053 Uiso 1 1 calc R U . . .
H18B H 1.062568 0.685264 -0.166802 0.053 Uiso 1 1 calc R U . . .
C13 C 0.8018(3) 0.8601(2) 0.4391(2) 0.0285(4) Uani 1 1 d . . . . .
C14 C 0.8370(3) 0.8907(3) 0.3211(2) 0.0399(6) Uani 1 1 d . . . . .
H14A H 0.920500 0.967935 0.336894 0.048 Uiso 1 1 calc R U . . .
H14B H 0.740381 0.919349 0.292258 0.048 Uiso 1 1 calc R U . . .
C15 C 0.8905(3) 0.7745(3) 0.2209(2) 0.0375(5) Uani 1 1 d . . . . .
H15A H 0.808773 0.695886 0.204525 0.045 Uiso 1 1 calc R U . . .
H15B H 0.989904 0.747244 0.246985 0.045 Uiso 1 1 calc R U . . .
C16 C 0.9178(3) 0.8163(3) 0.1058(2) 0.0386(5) Uani 1 1 d . . . . .
H16A H 0.817952 0.843959 0.080984 0.046 Uiso 1 1 calc R U . . .
H16B H 0.998352 0.895875 0.123637 0.046 Uiso 1 1 calc R U . . .
C17 C 0.9726(3) 0.7056(3) 0.0008(2) 0.0427(6) Uani 1 1 d . . . . .
H17A H 0.889022 0.628263 -0.021273 0.051 Uiso 1 1 calc R U . . .
H17B H 1.068999 0.673721 0.026503 0.051 Uiso 1 1 calc R U . . .
C19 C 0.8630(3) 0.7835(3) -0.1745(2) 0.0339(5) Uani 1 1 d . . . . .
O4 O 0.7256(2) 0.7523(3) -0.1490(2) 0.0724(8) Uani 1 1 d . . . . .
O3 O 0.8937(2) 0.84397(18) -0.25480(16) 0.0387(4) Uani 1 1 d . . . . .
Zn1 Zn 0.71090(3) 0.88301(2) 0.66124(2) 0.02593(9) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.cgd.0c00880 2020
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 O1 Zn1 106.18(14) . . ?
C5 N1 C1 116.5(2) . . ?
C5 N1 Zn1 121.75(18) . . ?
C1 N1 Zn1 121.67(17) . . ?
C11 N2 C7 116.89(19) . . ?
C11 N2 Zn1 125.01(16) . . ?
C7 N2 Zn1 118.09(14) . . ?
N1 C1 C2 123.9(3) . . ?
C3 C2 C1 120.3(3) . . ?
C2 C3 C4 116.7(3) . . ?
C2 C3 C6 118.7(3) . . ?
C4 C3 C6 124.6(3) . . ?
C3 C4 C5 120.2(3) . . ?
N1 C5 C4 122.3(3) . . ?
C6 C6 C3 115.5(3) 2_687 . ?
N2 C7 C8 123.3(2) . . ?
C7 C8 C9 119.9(2) . . ?
C8 C9 C10 116.9(2) . . ?
C8 C9 C12 121.3(2) . . ?
C10 C9 C12 121.8(2) . . ?
C11 C10 C9 119.7(2) . . ?
N2 C11 C10 123.3(2) . . ?
C9 C12 C12 111.1(2) . 2_566 ?
C19 C18 C17 115.3(2) . . ?
O2 C13 O1 121.2(2) . . ?
O2 C13 C14 122.5(2) . . ?
O1 C13 C14 116.3(2) . . ?
C13 C14 C15 116.3(2) . . ?
C14 C15 C16 111.5(2) . . ?
C17 C16 C15 114.8(2) . . ?
C16 C17 C18 113.1(2) . . ?
O4 C19 O3 122.5(2) . . ?
O4 C19 C18 121.8(2) . . ?
O3 C19 C18 115.7(2) . . ?
C19 O3 Zn1 116.78(15) . 1_554 ?
O3 Zn1 O1 118.28(8) 1_556 . ?
O3 Zn1 N2 123.71(7) 1_556 . ?
O1 Zn1 N2 107.74(8) . . ?
O3 Zn1 N1 104.51(8) 1_556 . ?
O1 Zn1 N1 94.42(7) . . ?
N2 Zn1 N1 102.31(7) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C13 1.281(3) . ?
O1 Zn1 1.9712(17) . ?
O2 C13 1.220(3) . ?
N1 C5 1.320(3) . ?
N1 C1 1.341(3) . ?
N1 Zn1 2.1153(18) . ?
N2 C11 1.336(3) . ?
N2 C7 1.337(3) . ?
N2 Zn1 2.0391(18) . ?
C1 C2 1.368(4) . ?
C2 C3 1.350(4) . ?
C3 C4 1.385(4) . ?
C3 C6 1.528(4) . ?
C4 C5 1.395(4) . ?
C6 C6 1.466(6) 2_687 ?
C7 C8 1.376(3) . ?
C8 C9 1.382(3) . ?
C9 C10 1.388(4) . ?
C9 C12 1.517(3) . ?
C10 C11 1.376(3) . ?
C12 C12 1.520(5) 2_566 ?
C18 C19 1.514(3) . ?
C18 C17 1.519(4) . ?
C13 C14 1.505(3) . ?
C14 C15 1.511(3) . ?
C15 C16 1.520(3) . ?
C16 C17 1.514(4) . ?
C19 O4 1.218(3) . ?
C19 O3 1.266(3) . ?
O3 Zn1 1.9290(17) 1_554 ?
