#------------------------------------------------------------------------------
#$Date: 2019-11-24 06:43:43 +0200 (Sun, 24 Nov 2019) $
#$Revision: 236996 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/08/77/4087768.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_4087768
loop_
_publ_author_name
'Lee, Jing-Yi'
'Lee, Jhen-Yi'
'Chang, Yuan-Yu'
'Hu, Ching-Han'
'Wang, Nancy M.'
'Lee, Hon Man'
_publ_section_title
;
 Palladium Complexes with Tridentate N-Heterocyclic Carbene Ligands:
 Selective “Normal” and “Abnormal” Bindings
 and Their Anticancer Activities
;
_journal_issue                   17
_journal_name_full               Organometallics
_journal_page_first              4359
_journal_paper_doi               10.1021/acs.organomet.5b00586
_journal_volume                  34
_journal_year                    2015
_chemical_formula_moiety         'C18 H17 Cl N4 O Pd'
_chemical_formula_sum            'C18 H17 Cl N4 O Pd'
_chemical_formula_weight         447.21
_space_group_IT_number           148
_space_group_name_Hall           '-R 3'
_space_group_name_H-M_alt        'R -3 :H'
_symmetry_cell_setting           trigonal
_symmetry_Int_Tables_number      148
_symmetry_space_group_name_H-M   'R -3 :H'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            18
_cell_length_a                   22.2283(8)
_cell_length_b                   22.2283(8)
_cell_length_c                   20.4987(8)
_cell_measurement_temperature    150(2)
_cell_volume                     8771.4(6)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'DIAMOND (Brandenburg, 2006)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0237
_diffrn_reflns_av_sigmaI/netI    0.0151
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            29487
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         1.45
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.101
_exptl_absorpt_correction_T_max  0.8098
_exptl_absorpt_correction_T_min  0.7335
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2003)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             4032
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.936
_refine_diff_density_min         -0.714
_refine_diff_density_rms         0.087
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         4268
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.988
_refine_ls_R_factor_all          0.0330
_refine_ls_R_factor_gt           0.0300
_refine_ls_shift/su_max          0.034
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0352P)²+49.3147P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0747
_refine_ls_wR_factor_ref         0.0764
_reflns_number_gt                3884
_reflns_number_total             4268
_reflns_threshold_expression     I>2σ
_cod_data_source_file            om5b00586_si_002.cif
_cod_data_source_block           jyl037_sqd.3a'
_cod_original_sg_symbol_H-M      'R -3'
_cod_database_code               4087768
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.77088(15) -0.08844(14) 0.58131(13) 0.0314(6) Uani 1 1 d .
H1 H 0.7887 -0.1191 0.5863 0.038 Uiso 1 1 calc R
C2 C 0.76501(14) 0.00888(13) 0.56933(12) 0.0273(5) Uani 1 1 d .
C3 C 0.69954(14) -0.04757(14) 0.57154(12) 0.0289(5) Uani 1 1 d .
H3 H 0.6575 -0.0464 0.5686 0.035 Uiso 1 1 calc R
C4 C 0.64551(15) -0.17825(14) 0.58606(13) 0.0342(6) Uani 1 1 d .
H4A H 0.6613 -0.2118 0.5762 0.041 Uiso 1 1 calc R
H4B H 0.6089 -0.1858 0.5542 0.041 Uiso 1 1 calc R
C5 C 0.61543(14) -0.19162(13) 0.65398(13) 0.0296(5) Uani 1 1 d .
C6 C 0.56453(19) -0.17582(19) 0.67026(17) 0.0486(8) Uani 1 1 d .
H6 H 0.5463 -0.1588 0.6379 0.058 Uiso 1 1 calc R
C7 C 0.5401(2) -0.1848(2) 0.7339(2) 0.0621(11) Uani 1 1 d .
H7 H 0.5055 -0.1735 0.7451 0.074 Uiso 1 1 calc R
C8 C 0.5660(2) -0.21028(19) 0.78069(17) 0.0533(9) Uani 1 1 d .
H8 H 0.5494 -0.2162 0.8242 0.064 Uiso 1 1 calc R
C9 C 0.61564(17) -0.22704(15) 0.76455(14) 0.0391(7) Uani 1 1 d .
H9 H 0.6328 -0.2454 0.7967 0.047 Uiso 1 1 calc R
C10 C 0.64067(15) -0.21729(14) 0.70163(13) 0.0328(6) Uani 1 1 d .
H10 H 0.6756 -0.2283 0.6909 0.039 Uiso 1 1 calc R
C11 C 0.88443(14) 0.01687(15) 0.56954(16) 0.0364(6) Uani 1 1 d .
H11A H 0.8956 0.0126 0.5236 0.044 Uiso 1 1 calc R
H11B H 0.9017 -0.0082 0.5967 0.044 Uiso 1 1 calc R
C12 C 0.92548(14) 0.09329(15) 0.58791(13) 0.0319(6) Uani 1 1 d .
C13 C 0.94539(14) 0.20592(14) 0.60221(13) 0.0323(6) Uani 1 1 d .
H13A H 0.9850 0.2224 0.5716 0.039 Uiso 1 1 calc R
H13B H 0.9638 0.2115 0.6471 0.039 Uiso 1 1 calc R
C14 C 0.91192(15) 0.24931(14) 0.59418(12) 0.0312(6) Uani 1 1 d .
C15 C 0.94999(17) 0.32118(15) 0.59997(14) 0.0387(6) Uani 1 1 d .
H15 H 0.9986 0.3440 0.6077 0.046 Uiso 1 1 calc R
C16 C 0.91659(18) 0.35894(15) 0.59435(14) 0.0410(7) Uani 1 1 d .
H16 H 0.9419 0.4081 0.5982 0.049 Uiso 1 1 calc R
C17 C 0.84601(19) 0.32466(16) 0.58305(15) 0.0431(7) Uani 1 1 d .
H17 H 0.8218 0.3497 0.5799 0.052 Uiso 1 1 calc R
C18 C 0.81109(17) 0.25332(15) 0.57641(15) 0.0378(6) Uani 1 1 d .
H18 H 0.7626 0.2297 0.5681 0.045 Uiso 1 1 calc R
Cl1 Cl 0.68955(4) 0.08871(4) 0.54449(4) 0.03863(16) Uani 1 1 d .
N1 N 0.70466(12) -0.10674(11) 0.57880(10) 0.0295(5) Uani 1 1 d .
N2 N 0.80875(11) -0.01937(11) 0.57571(11) 0.0286(4) Uani 1 1 d .
N3 N 0.84338(12) 0.21616(12) 0.58130(10) 0.0300(5) Uani 1 1 d .
N4 N 0.89645(11) 0.13212(11) 0.58993(10) 0.0276(4) Uani 1 1 d .
O1 O 0.98922(11) 0.11578(11) 0.59656(12) 0.0441(5) Uani 1 1 d .
Pd1 Pd 0.799238(10) 0.108972(10) 0.571294(9) 0.02506(7) 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N1 C1 N2 108.4(2)
N1 C1 H1 125.8
N2 C1 H1 125.8
C3 C2 N2 104.1(2)
C3 C2 Pd1 132.3(2)
N2 C2 Pd1 122.95(19)
C2 C3 N1 108.7(2)
C2 C3 H3 125.7
N1 C3 H3 125.7
N1 C4 C5 111.9(2)
N1 C4 H4A 109.2
C5 C4 H4A 109.2
N1 C4 H4B 109.2
C5 C4 H4B 109.2
H4A C4 H4B 107.9
C6 C5 C10 119.1(3)
C6 C5 C4 120.7(3)
C10 C5 C4 120.1(3)
C7 C6 C5 120.1(3)
C7 C6 H6 120.0
C5 C6 H6 120.0
C6 C7 C8 120.0(3)
C6 C7 H7 120.0
C8 C7 H7 120.0
C9 C8 C7 120.1(3)
C9 C8 H8 119.9
C7 C8 H8 119.9
C8 C9 C10 120.0(3)
C8 C9 H9 120.0
C10 C9 H9 120.0
C9 C10 C5 120.7(3)
C9 C10 H10 119.7
C5 C10 H10 119.6
N2 C11 C12 118.5(2)
N2 C11 H11A 107.7
C12 C11 H11A 107.7
N2 C11 H11B 107.7
C12 C11 H11B 107.7
H11A C11 H11B 107.1
O1 C12 N4 124.2(3)
O1 C12 C11 114.0(2)
N4 C12 C11 121.7(2)
N4 C13 C14 111.9(2)
N4 C13 H13A 109.2
C14 C13 H13A 109.2
N4 C13 H13B 109.2
C14 C13 H13B 109.2
H13A C13 H13B 107.9
N3 C14 C15 121.2(3)
N3 C14 C13 117.5(2)
C15 C14 C13 121.3(3)
C16 C15 C14 119.4(3)
C16 C15 H15 120.3
C14 C15 H15 120.3
C15 C16 C17 119.3(3)
C15 C16 H16 120.4
C17 C16 H16 120.4
C18 C17 C16 118.8(3)
C18 C17 H17 120.6
C16 C17 H17 120.6
N3 C18 C17 122.2(3)
N3 C18 H18 118.9
C17 C18 H18 118.9
C1 N1 C3 108.7(2)
C1 N1 C4 125.7(2)
C3 N1 C4 125.5(2)
C1 N2 C2 110.0(2)
C1 N2 C11 122.0(2)
C2 N2 C11 127.5(2)
C18 N3 C14 119.0(2)
C18 N3 Pd1 127.3(2)
C14 N3 Pd1 113.72(18)
C12 N4 C13 114.0(2)
C12 N4 Pd1 130.63(19)
C13 N4 Pd1 115.07(17)
C2 Pd1 N4 93.01(10)
C2 Pd1 N3 173.64(10)
N4 Pd1 N3 81.72(9)
C2 Pd1 Cl1 90.06(8)
N4 Pd1 Cl1 175.89(7)
N3 Pd1 Cl1 95.39(7)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.317(4)
C1 N2 1.337(4)
C1 H1 0.9500
C2 C3 1.367(4)
C2 N2 1.402(3)
C2 Pd1 1.959(3)
C3 N1 1.384(3)
C3 H3 0.9500
C4 N1 1.479(3)
C4 C5 1.508(4)
C4 H4A 0.9900
C4 H4B 0.9900
C5 C6 1.383(4)
C5 C10 1.384(4)
C6 C7 1.388(5)
C6 H6 0.9500
C7 C8 1.377(5)
C7 H7 0.9500
C8 C9 1.370(5)
C8 H8 0.9500
C9 C10 1.378(4)
C9 H9 0.9500
C10 H10 0.9500
C11 N2 1.463(3)
C11 C12 1.520(4)
C11 H11A 0.9900
C11 H11B 0.9900
C12 O1 1.257(3)
C12 N4 1.312(4)
C13 N4 1.467(3)
C13 C14 1.493(4)
C13 H13A 0.9900
C13 H13B 0.9900
C14 N3 1.346(4)
C14 C15 1.389(4)
C15 C16 1.376(5)
C15 H15 0.9500
C16 C17 1.379(5)
C16 H16 0.9500
C17 C18 1.380(4)
C17 H17 0.9500
C18 N3 1.342(4)
C18 H18 0.9500
Cl1 Pd1 2.3133(7)
N3 Pd1 2.084(2)
N4 Pd1 1.992(2)
