#------------------------------------------------------------------------------
#$Date: 2016-03-26 03:21:29 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180179 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/75/7107532.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_7107532
loop_
_publ_author_name
'Hiroyuki Miyake'
'Masashi Ueda'
'Saori Murota'
'Hideki Sugimoto'
'Hiroshi Tsukube'
_publ_section_title
;
 Helicity Inversion from Left- to Right-Handed Square Planar Pd(II)
 Complexes: Synthesis of a Diastereomer Pair from a Single Chiral Ligand
 and their Structure Dynamism
;
_journal_name_full               Chem.Commun.
_journal_page_first              3721
_journal_paper_doi               10.1039/c2cc18154a
_journal_volume                  48
_journal_year                    2012
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C12 H26 Cl2 N4 O2 Pd'
_chemical_formula_sum            'C12 H26 Cl2 N4 O2 Pd'
_chemical_formula_weight         435.67
_chemical_name_systematic
;
?
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.2009(10)
_cell_length_b                   12.1922(15)
_cell_length_c                   13.7244(16)
_cell_measurement_reflns_used    8818
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.4835
_cell_measurement_theta_min      4.1673
_cell_volume                     1706.9(3)
_computing_cell_refinement       'CrystalClear (Rigaku Corp., 2000)'
_computing_data_collection       'CrystalClear (Rigaku Corp., 2000)'
_computing_data_reduction        'CrystalClear (Rigaku Corp., 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97(Altomare, 1999)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device
;
Mercury CCD (2x2 bin mode)
;
_diffrn_measurement_method       ω
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  'Graphite Monochromator'
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_av_sigmaI/netI    0.0266
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            17076
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         4.17
_exptl_absorpt_coefficient_mu    1.409
_exptl_absorpt_correction_T_max  0.8164
_exptl_absorpt_correction_T_min  0.6383
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Jacobson, 1998)'
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.695
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.351
_refine_diff_density_min         -0.397
_refine_diff_density_rms         0.060
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.003(19)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     196
_refine_ls_number_reflns         3883
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.010
_refine_ls_R_factor_all          0.0204
_refine_ls_R_factor_gt           0.0195
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0243P)²+0.6678P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0447
_refine_ls_wR_factor_ref         0.0449
_reflns_number_gt                3827
_reflns_number_total             3883
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2cc18154a.txt
_cod_data_source_block           '[Pd(H2L)Cl2]'
_cod_original_sg_symbol_H-M      'P 212121'
_cod_database_code               7107532
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
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
Pd1 Pd 0.923632(14) 0.087851(13) 0.604048(11) 0.00838(5) Uani 1 1 d .
C1 C 0.4662(2) 0.2522(2) 0.73731(18) 0.0190(5) Uani 1 1 d .
H1 H 0.4938 0.2129 0.7961 0.029 Uiso 1 1 calc R
H2 H 0.3702 0.2523 0.7333 0.029 Uiso 1 1 calc R
H3 H 0.4981 0.3280 0.7401 0.029 Uiso 1 1 calc R
N1 N 0.51977(19) 0.19848(17) 0.65251(15) 0.0169(4) Uani 1 1 d .
H4 H 0.4927 0.2198 0.5947 0.020 Uiso 1 1 calc R
C2 C 0.6091(2) 0.11737(18) 0.65742(17) 0.0132(5) Uani 1 1 d .
O1 O 0.66148(15) 0.08789(16) 0.73351(11) 0.0181(3) Uani 1 1 d .
C3 C 0.6312(2) 0.06122(18) 0.55839(17) 0.0127(5) Uani 1 1 d .
H5 H 0.6326 0.1199 0.5075 0.015 Uiso 1 1 calc R
C4 C 0.5128(2) -0.0130(2) 0.53733(19) 0.0180(5) Uani 1 1 d .
H6 H 0.5297 -0.0563 0.4785 0.027 Uiso 1 1 calc R
H7 H 0.4346 0.0324 0.5274 0.027 Uiso 1 1 calc R
H8 H 0.4985 -0.0624 0.5926 0.027 Uiso 1 1 calc R
N2 N 0.76055(17) 0.00242(15) 0.55396(13) 0.0103(4) Uani 1 1 d .
C5 C 0.7907(2) -0.02219(19) 0.44949(16) 0.0143(4) Uani 1 1 d .
H9 H 0.7247 -0.0727 0.4235 0.021 Uiso 1 1 calc R
H10 H 0.8776 -0.0560 0.4448 0.021 Uiso 1 1 calc R
H11 H 0.7896 0.0461 0.4118 0.021 Uiso 1 1 calc R
C6 C 0.75605(19) -0.10123(17) 0.61321(17) 0.0130(4) Uani 1 1 d .
H12 H 0.6974 -0.1550 0.5812 0.016 Uiso 1 1 calc R
H13 H 0.7202 -0.0851 0.6787 0.016 Uiso 1 1 calc R
C7 C 0.8913(2) -0.14922(18) 0.62290(17) 0.0131(5) Uani 1 1 d .
H14 H 0.8894 -0.2111 0.6696 0.016 Uiso 1 1 calc R
H15 H 0.9205 -0.1779 0.5590 0.016 Uiso 1 1 calc R
N3 N 0.98619(17) -0.06356(15) 0.65792(13) 0.0109(4) Uani 1 1 d .
C8 C 0.9757(2) -0.0508(2) 0.76588(16) 0.0147(5) Uani 1 1 d .
H16 H 0.8864 -0.0282 0.7830 0.022 Uiso 1 1 calc R
H17 H 1.0381 0.0050 0.7880 0.022 Uiso 1 1 calc R
H18 H 0.9957 -0.1210 0.7975 0.022 Uiso 1 1 calc R
C9 C 1.1250(2) -0.0938(2) 0.62970(15) 0.0131(4) Uani 1 1 d .
H19 H 1.1852 -0.0359 0.6553 0.016 Uiso 1 1 calc R
C10 C 1.1696(2) -0.2044(2) 0.67038(19) 0.0192(5) Uani 1 1 d .
H20 H 1.1646 -0.2029 0.7417 0.029 Uiso 1 1 calc R
H21 H 1.2602 -0.2186 0.6502 0.029 Uiso 1 1 calc R
H22 H 1.1125 -0.2626 0.6453 0.029 Uiso 1 1 calc R
C11 C 1.1359(2) -0.0951(2) 0.51734(16) 0.0141(4) Uani 1 1 d .
O2 O 1.11698(17) -0.17951(14) 0.47065(13) 0.0200(4) Uani 1 1 d .
N4 N 1.16653(19) -0.00045(17) 0.47455(14) 0.0155(4) Uani 1 1 d .
H23 H 1.1840 0.0575 0.5105 0.019 Uiso 1 1 calc R
C12 C 1.1713(2) 0.0082(2) 0.36861(17) 0.0209(5) Uani 1 1 d .
H24 H 1.2281 -0.0496 0.3424 0.031 Uiso 1 1 calc R
H25 H 1.2063 0.0801 0.3502 0.031 Uiso 1 1 calc R
H26 H 1.0827 -0.0003 0.3420 0.031 Uiso 1 1 calc R
Cl1 Cl 1.11402(5) 0.17298(5) 0.65683(4) 0.01515(12) Uani 1 1 d .
Cl2 Cl 0.84778(5) 0.25255(4) 0.54450(4) 0.01436(11) 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
N2 Pd1 N3 85.34(7)
N2 Pd1 Cl2 92.90(5)
N3 Pd1 Cl2 178.12(5)
N2 Pd1 Cl1 176.12(5)
N3 Pd1 Cl1 91.67(5)
Cl2 Pd1 Cl1 90.11(2)
N1 C1 H1 109.5
N1 C1 H2 109.5
H1 C1 H2 109.5
N1 C1 H3 109.5
H1 C1 H3 109.5
H2 C1 H3 109.5
C2 N1 C1 123.3(2)
C2 N1 H4 118.3
C1 N1 H4 118.3
O1 C2 N1 123.5(2)
O1 C2 C3 123.88(19)
N1 C2 C3 112.47(19)
N2 C3 C4 113.69(18)
N2 C3 C2 112.15(17)
C4 C3 C2 108.21(18)
N2 C3 H5 107.5
C4 C3 H5 107.5
C2 C3 H5 107.5
C3 C4 H6 109.5
C3 C4 H7 109.5
H6 C4 H7 109.5
C3 C4 H8 109.5
H6 C4 H8 109.5
H7 C4 H8 109.5
C3 N2 C6 110.63(16)
C3 N2 C5 108.35(17)
C6 N2 C5 110.85(17)
C3 N2 Pd1 116.74(13)
C6 N2 Pd1 105.46(13)
C5 N2 Pd1 104.63(13)
N2 C5 H9 109.5
N2 C5 H10 109.5
H9 C5 H10 109.5
N2 C5 H11 109.5
H9 C5 H11 109.5
H10 C5 H11 109.5
N2 C6 C7 110.29(17)
N2 C6 H12 109.6
C7 C6 H12 109.6
N2 C6 H13 109.6
C7 C6 H13 109.6
H12 C6 H13 108.1
N3 C7 C6 110.41(17)
N3 C7 H14 109.6
C6 C7 H14 109.6
N3 C7 H15 109.6
C6 C7 H15 109.6
H14 C7 H15 108.1
C8 N3 C7 110.07(17)
C8 N3 C9 110.25(16)
C7 N3 C9 110.57(17)
C8 N3 Pd1 103.74(13)
C7 N3 Pd1 107.71(13)
C9 N3 Pd1 114.25(14)
N3 C8 H16 109.5
N3 C8 H17 109.5
H16 C8 H17 109.5
N3 C8 H18 109.5
H16 C8 H18 109.5
H17 C8 H18 109.5
N3 C9 C10 113.58(19)
N3 C9 C11 108.97(16)
C10 C9 C11 109.5(2)
N3 C9 H19 108.2
C10 C9 H19 108.2
C11 C9 H19 108.2
C9 C10 H20 109.5
C9 C10 H21 109.5
H20 C10 H21 109.5
C9 C10 H22 109.5
H20 C10 H22 109.5
H21 C10 H22 109.5
O2 C11 N4 122.2(2)
O2 C11 C9 121.2(2)
N4 C11 C9 116.6(2)
C11 N4 C12 120.6(2)
C11 N4 H23 119.7
C12 N4 H23 119.7
N4 C12 H24 109.5
N4 C12 H25 109.5
H24 C12 H25 109.5
N4 C12 H26 109.5
H24 C12 H26 109.5
H25 C12 H26 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Pd1 N2 2.0797(18)
Pd1 N3 2.0885(18)
Pd1 Cl2 2.3019(6)
Pd1 Cl1 2.3182(5)
C1 N1 1.443(3)
C1 H1 0.9800
C1 H2 0.9800
C1 H3 0.9800
N1 C2 1.346(3)
N1 H4 0.8800
C2 O1 1.227(3)
C2 C3 1.538(3)
C3 N2 1.503(3)
C3 C4 1.537(3)
C3 H5 1.0000
C4 H6 0.9800
C4 H7 0.9800
C4 H8 0.9800
N2 C6 1.503(3)
N2 C5 1.497(3)
C5 H9 0.9800
C5 H10 0.9800
C5 H11 0.9800
C6 C7 1.505(3)
C6 H12 0.9900
C6 H13 0.9900
C7 N3 1.503(3)
C7 H14 0.9900
C7 H15 0.9900
N3 C8 1.494(3)
N3 C9 1.514(3)
C8 H16 0.9800
C8 H17 0.9800
C8 H18 0.9800
C9 C10 1.528(3)
C9 C11 1.546(3)
C9 H19 1.0000
C10 H20 0.9800
C10 H21 0.9800
C10 H22 0.9800
C11 O2 1.228(3)
C11 N4 1.332(3)
N4 C12 1.459(3)
N4 H23 0.8800
C12 H24 0.9800
C12 H25 0.9800
C12 H26 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
C1 N1 C2 O1 -6.4(4)
C1 N1 C2 C3 169.9(2)
O1 C2 C3 N2 -24.8(3)
N1 C2 C3 N2 158.89(18)
O1 C2 C3 C4 101.4(2)
N1 C2 C3 C4 -74.9(2)
C4 C3 N2 C6 -49.3(2)
C2 C3 N2 C6 73.8(2)
C4 C3 N2 C5 72.4(2)
C2 C3 N2 C5 -164.45(17)
C4 C3 N2 Pd1 -169.90(15)
C2 C3 N2 Pd1 -46.7(2)
N3 Pd1 N2 C3 143.15(15)
Cl2 Pd1 N2 C3 -36.20(15)
N3 Pd1 N2 C6 19.87(13)
Cl2 Pd1 N2 C6 -159.48(12)
N3 Pd1 N2 C5 -97.13(14)
Cl2 Pd1 N2 C5 83.53(13)
C3 N2 C6 C7 -170.15(17)
C5 N2 C6 C7 69.6(2)
Pd1 N2 C6 C7 -43.07(19)
N2 C6 C7 N3 51.1(2)
C6 C7 N3 C8 81.0(2)
C6 C7 N3 C9 -156.97(18)
C6 C7 N3 Pd1 -31.5(2)
N2 Pd1 N3 C8 -110.68(13)
Cl1 Pd1 N3 C8 71.80(12)
N2 Pd1 N3 C7 6.00(14)
Cl1 Pd1 N3 C7 -171.53(13)
N2 Pd1 N3 C9 129.26(14)
Cl1 Pd1 N3 C9 -48.27(13)
C8 N3 C9 C10 63.2(2)
C7 N3 C9 C10 -58.8(2)
Pd1 N3 C9 C10 179.54(15)
C8 N3 C9 C11 -174.44(19)
C7 N3 C9 C11 63.6(2)
Pd1 N3 C9 C11 -58.1(2)
N3 C9 C11 O2 -91.6(3)
C10 C9 C11 O2 33.2(3)
N3 C9 C11 N4 88.3(2)
C10 C9 C11 N4 -146.9(2)
O2 C11 N4 C12 3.6(3)
C9 C11 N4 C12 -176.26(19)
