#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/80/2018043.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2018043
loop_
_publ_author_name
'Ho, Douglas M.'
'Zdilla, Michael J.'
_publ_section_title
;
 trans-Bis(hinokitiolato)copper(II)
 trans-bis(hinokitiolato)palladium(II) cocrystals with (5/1) and
 (3/2) formulations
;
_journal_coeditor_code           OV3001
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m100
_journal_page_last               m104
_journal_paper_doi               10.1107/S0108270111007372
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Cu (C10 H11 O2)2] [Pd (C10 H11 O2)2]0.67'
_chemical_formula_moiety         'C20 H22 Cu0.60 O4 Pd0.40'
_chemical_formula_structural     'C20 H22 Cu0.60 O4 Pd0.40'
_chemical_formula_sum            'C20 H22 Cu0.6 O4 Pd0.4'
_chemical_formula_weight         407.06
_chemical_name_common            tu369
_chemical_name_systematic
;
trans-Bis(3-isopropyl-7-oxocyclohepta-1,3,5-trien-1-olato)copper(II)
trans-bis(3-isopropyl-7-oxocyclohepta-1,3,5-trien-1-olato)palladium(II)
(3/2)
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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     isomor
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 112.6809(19)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.1703(12)
_cell_length_b                   9.8475(12)
_cell_length_c                   10.9850(14)
_cell_measurement_reflns_used    4540
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.97
_cell_measurement_theta_min      2.41
_cell_volume                     915.3(2)
_computing_cell_refinement       'SAINT (Bruker, 2008)'
_computing_data_collection       'APEX2 (Bruker, 2008)'
_computing_data_reduction
'SAINT (Bruker, 2008) and SADABS (Bruker, 2008)'
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008) and ORTEP-3 (Farrugia, 1997)
;
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker Kappa APEXII DUO'
_diffrn_measurement_method       'φ and ω scans, 1155 0.5° rotations'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0184
_diffrn_reflns_av_sigmaI/netI    0.0175
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8292
_diffrn_reflns_theta_full        27.97
_diffrn_reflns_theta_max         27.97
_diffrn_reflns_theta_min         2.41
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.142
_exptl_absorpt_correction_T_max  0.9182
_exptl_absorpt_correction_T_min  0.7792
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2008)'
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.477
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             419.6
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.081
_exptl_crystal_size_min          0.076
_refine_diff_density_max         0.326
_refine_diff_density_min         -0.194
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         2190
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0243
_refine_ls_R_factor_gt           0.0187
_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)+(0.0223P)²+0.2859P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0440
_refine_ls_wR_factor_ref         0.0462
_reflns_number_gt                1883
_reflns_number_total             2190
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ov3001.cif
_cod_data_source_block           VI
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C20 H22 Cu0.60 O4 Pd0.40'
_cod_database_code               2018043
_cod_database_fobs_code          2018043
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.0000 0.0000 0.0000 0.01436(7) Uani d SP 0.601(4) . 1
Pd Pd1 0.0000 0.0000 0.0000 0.01436(7) Uani d SP 0.399(4) . 2
O O1 0.22789(10) -0.00393(9) 0.09553(9) 0.0208(2) Uani d . 1 . .
O O2 0.01308(10) 0.14962(10) 0.11940(9) 0.0244(2) Uani d . 1 . .
C C1 0.27933(15) 0.08977(13) 0.18588(13) 0.0182(3) Uani d . 1 . .
C C2 0.44245(15) 0.09765(14) 0.25823(13) 0.0202(3) Uani d . 1 . .
H H2 0.5020 0.0329 0.2326 0.024 Uiso calc R 1 . .
C C3 0.53440(15) 0.18270(14) 0.36100(13) 0.0201(3) Uani d . 1 . .
C C4 0.47826(15) 0.28680(14) 0.41755(13) 0.0228(3) Uani d . 1 . .
H H4 0.5562 0.3342 0.4882 0.027 Uiso calc R 1 . .
C C5 0.32351(16) 0.33045(14) 0.38437(14) 0.0237(3) Uani d . 1 . .
H H5 0.3119 0.4045 0.4353 0.028 Uiso calc R 1 . .
C C6 0.18303(15) 0.28355(14) 0.28888(14) 0.0230(3) Uani d . 1 . .
H H6 0.0909 0.3314 0.2837 0.028 Uiso calc R 1 . .
C C7 0.15696(15) 0.17662(14) 0.19938(13) 0.0202(3) Uani d . 1 . .
C C8 0.71243(15) 0.15800(15) 0.41809(14) 0.0233(3) Uani d . 1 . .
H H8 0.7619 0.2292 0.4866 0.028 Uiso calc R 1 . .
C C9 0.75203(18) 0.01963(16) 0.48678(17) 0.0340(4) Uani d . 1 . .
H H9A 0.8670 0.0096 0.5296 0.051 Uiso calc R 1 . .
H H9B 0.7089 -0.0527 0.4214 0.051 Uiso calc R 1 . .
H H9C 0.7055 0.0135 0.5533 0.051 Uiso calc R 1 . .
C C10 0.78403(15) 0.17172(15) 0.31369(14) 0.0257(3) Uani d . 1 . .
H H10A 0.8995 0.1669 0.3564 0.039 Uiso calc R 1 . .
H H10B 0.7531 0.2592 0.2685 0.039 Uiso calc R 1 . .
H H10C 0.7453 0.0979 0.2494 0.039 Uiso calc R 1 . .
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Cu1 O1 3 . 180.00(9) ?
O1 Cu1 O2 3 3 82.94(4) ?
O1 Cu1 O2 . 3 97.06(4) ?
O1 Cu1 O2 3 . 97.06(4) ?
O1 Cu1 O2 . . 82.94(4) ?
O2 Cu1 O2 3 . 180.00(7) ?
O1 Pd1 O1 3 . 180.00(9) ?
O1 Pd1 O2 3 3 82.94(4) ?
O1 Pd1 O2 . 3 97.06(4) ?
O1 Pd1 O2 3 . 97.06(4) ?
O1 Pd1 O2 . . 82.94(4) ?
O2 Pd1 O2 3 . 180.00(7) ?
C1 O1 Cu1 . . 113.28(8) ?
C1 O1 Pd1 . . 113.28(8) ?
C7 O2 Cu1 . . 113.16(8) ?
C7 O2 Pd1 . . 113.16(8) ?
O1 C1 C2 . . 117.75(11) ?
O1 C1 C7 . . 115.13(11) ?
C2 C1 C7 . . 127.13(12) ?
C3 C2 C1 . . 132.21(12) ?
C3 C2 H2 . . 113.9 ?
C1 C2 H2 . . 113.9 ?
C4 C3 C2 . . 126.05(12) ?
C4 C3 C8 . . 117.00(12) ?
C2 C3 C8 . . 116.95(12) ?
C5 C4 C3 . . 128.66(13) ?
C5 C4 H4 . . 115.7 ?
C3 C4 H4 . . 115.7 ?
C6 C5 C4 . . 130.59(13) ?
C6 C5 H5 . . 114.7 ?
C4 C5 H5 . . 114.7 ?
C5 C6 C7 . . 129.73(12) ?
C5 C6 H6 . . 115.1 ?
C7 C6 H6 . . 115.1 ?
O2 C7 C6 . . 118.92(11) ?
O2 C7 C1 . . 115.48(12) ?
C6 C7 C1 . . 125.60(12) ?
C3 C8 C10 . . 112.20(11) ?
C3 C8 C9 . . 110.92(11) ?
C10 C8 C9 . . 111.02(12) ?
C3 C8 H8 . . 107.5 ?
C10 C8 H8 . . 107.5 ?
C9 C8 H8 . . 107.5 ?
C8 C9 H9A . . 109.5 ?
C8 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C8 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
C8 C10 H10A . . 109.5 ?
C8 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
C8 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O1 3 1.9439(9) ?
Cu1 O1 . 1.9439(9) ?
Cu1 O2 3 1.9453(10) ?
Cu1 O2 . 1.9453(10) ?
Pd1 O1 3 1.9439(9) ?
Pd1 O1 . 1.9439(9) ?
Pd1 O2 3 1.9453(10) ?
Pd1 O2 . 1.9453(10) ?
O1 C1 . 1.3030(16) ?
O2 C7 . 1.2999(15) ?
C1 C2 . 1.3995(17) ?
C1 C7 . 1.4632(17) ?
C2 C3 . 1.3974(18) ?
C2 H2 . 0.9500 ?
C3 C4 . 1.3959(19) ?
C3 C8 . 1.5259(17) ?
C4 C5 . 1.3901(19) ?
C4 H4 . 0.9500 ?
C5 C6 . 1.3896(19) ?
C5 H5 . 0.9500 ?
C6 C7 . 1.3968(19) ?
C6 H6 . 0.9500 ?
C8 C10 . 1.5314(19) ?
C8 C9 . 1.532(2) ?
C8 H8 . 1.0000 ?
C9 H9A . 0.9800 ?
C9 H9B . 0.9800 ?
C9 H9C . 0.9800 ?
C10 H10A . 0.9800 ?
C10 H10B . 0.9800 ?
C10 H10C . 0.9800 ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O2 Cu1 O1 C1 3 . . . 178.76(8) ?
O2 Cu1 O1 C1 . . . . -1.24(8) ?
O2 Cu1 O1 Pd1 3 . . . 0.0 ?
O2 Cu1 O1 Pd1 . . . . 0.0 ?
O2 Pd1 O1 C1 3 . . . 178.76(8) ?
O2 Pd1 O1 C1 . . . . -1.24(8) ?
O2 Pd1 O1 Cu1 3 . . . 0.0 ?
O2 Pd1 O1 Cu1 . . . . 0.0 ?
O1 Cu1 O2 C7 3 . . . -178.90(9) ?
O1 Cu1 O2 C7 . . . . 1.10(9) ?
O1 Cu1 O2 Pd1 3 . . . 0.0 ?
O1 Cu1 O2 Pd1 . . . . 0.0 ?
O1 Pd1 O2 C7 3 . . . -178.90(9) ?
O1 Pd1 O2 C7 . . . . 1.10(9) ?
O1 Pd1 O2 Cu1 3 . . . 0.0 ?
O1 Pd1 O2 Cu1 . . . . 0.0 ?
Cu1 O1 C1 C2 . . . . -178.51(9) ?
Pd1 O1 C1 C2 . . . . -178.51(9) ?
Cu1 O1 C1 C7 . . . . 1.16(13) ?
Pd1 O1 C1 C7 . . . . 1.16(13) ?
O1 C1 C2 C3 . . . . -178.92(13) ?
C7 C1 C2 C3 . . . . 1.4(2) ?
C1 C2 C3 C4 . . . . -0.3(2) ?
C1 C2 C3 C8 . . . . 178.69(13) ?
C2 C3 C4 C5 . . . . -1.3(2) ?
C8 C3 C4 C5 . . . . 179.68(13) ?
C3 C4 C5 C6 . . . . 0.8(3) ?
C4 C5 C6 C7 . . . . 1.1(3) ?
Cu1 O2 C7 C6 . . . . 178.93(9) ?
Pd1 O2 C7 C6 . . . . 178.93(9) ?
Cu1 O2 C7 C1 . . . . -0.77(14) ?
Pd1 O2 C7 C1 . . . . -0.77(14) ?
C5 C6 C7 O2 . . . . 178.96(13) ?
C5 C6 C7 C1 . . . . -1.4(2) ?
O1 C1 C7 O2 . . . . -0.26(17) ?
C2 C1 C7 O2 . . . . 179.37(12) ?
O1 C1 C7 C6 . . . . -179.95(12) ?
C2 C1 C7 C6 . . . . -0.3(2) ?
C4 C3 C8 C10 . . . . -121.84(13) ?
C2 C3 C8 C10 . . . . 59.09(16) ?
C4 C3 C8 C9 . . . . 113.36(14) ?
C2 C3 C8 C9 . . . . -65.72(16) ?
