#------------------------------------------------------------------------------
#$Date: 2016-03-23 02:40:15 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179198 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/36/4313646.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_4313646
loop_
_publ_author_name
'Yongxin Li'
'S. Selvaratnam'
'Jagadese J. Vittal'
'Pak-Hing Leung'
_publ_contact_author
;
      Professor Pak-Hing Leung
      Department of Chemistry
      National University of Singapore
      SINGAPORE 117543
;
_publ_contact_author_email       chmlph@nus.edu.sg
_publ_contact_author_fax         '(65) 6779 1691'
_publ_contact_author_phone       '(65) 6874 2682'
_publ_section_title
;
 A Rational Approach to the Design and Synthesis of Chiral
 Organopalladium-Amine Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              3229
_journal_page_last               3236
_journal_paper_doi               10.1021/ic030018l
_journal_volume                  42
_journal_year                    2003
_chemical_formula_sum            'C24 H36 Cl2 N2 Pd2'
_chemical_formula_weight         636.25
_chemical_name_systematic
;
  ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 109.307(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.7472(2)
_cell_length_b                   15.9525(3)
_cell_length_c                   14.9517(3)
_cell_measurement_temperature    293(2)
_cell_volume                     2644.33(9)
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_collection       'Siemens XSCANS'
_computing_data_reduction        'Siemens SHELXTL'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_av_sigmaI/netI    0.0388
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            16720
_diffrn_reflns_theta_max         28.27
_diffrn_reflns_theta_min         1.92
_exptl_absorpt_coefficient_mu    1.575
_exptl_absorpt_correction_T_max  0.928
_exptl_absorpt_correction_T_min  0.724
_exptl_absorpt_correction_type   'Sadabs (Sheldrick, 1996)'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.598
_exptl_crystal_description       Prismatic
_exptl_crystal_F_000             1280
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.452
_refine_diff_density_min         -0.471
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.056
_refine_ls_goodness_of_fit_obs   1.071
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         6336
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_restrained_S_obs      1.071
_refine_ls_R_factor_all          0.0552
_refine_ls_R_factor_obs          0.0328
_refine_ls_shift/esd_max         0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0290P)²+1.0152P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0765
_refine_ls_wR_factor_obs         0.0669
_reflns_number_observed          4775
_reflns_number_total             6336
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ic030018l_2.cif
_cod_data_source_block           compd(+/-)-5
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0290P)^2^+1.0152P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0290P)^2^+1.0152P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               4313646
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Pd1 Pd 0.31100(2) 0.16584(2) 0.05407(2) 0.04205(8) Uani 1 d . .
Pd2 Pd 0.14887(2) 0.09206(2) -0.16806(2) 0.04180(8) Uani 1 d . .
Cl1 Cl 0.34683(8) 0.13907(7) -0.09702(7) 0.0594(2) Uani 1 d . .
Cl2 Cl 0.10755(8) 0.17210(7) -0.04074(7) 0.0632(3) Uani 1 d . .
N1 N 0.4847(2) 0.1395(2) 0.1451(2) 0.0468(7) Uani 1 d . .
N2 N -0.0140(2) 0.0281(2) -0.2164(2) 0.0488(7) Uani 1 d . .
C1 C 0.2865(3) 0.1844(2) 0.1778(2) 0.0428(7) Uani 1 d . .
C2 C 0.2075(3) 0.2405(2) 0.1998(3) 0.0502(8) Uani 1 d . .
C3 C 0.2101(3) 0.2424(3) 0.2935(3) 0.0646(10) Uani 1 d . .
H3A H 0.1588(3) 0.2791(3) 0.3100(3) 0.077 Uiso 1 calc R .
C4 C 0.2852(4) 0.1924(3) 0.3624(3) 0.0717(12) Uani 1 d . .
H4A H 0.2814(4) 0.1944(3) 0.4235(3) 0.086 Uiso 1 calc R .
C5 C 0.3672(3) 0.1386(3) 0.3429(3) 0.0593(10) Uani 1 d . .
C6 C 0.3678(3) 0.1370(2) 0.2503(2) 0.0480(8) Uani 1 d . .
C7 C 0.1256(3) 0.2999(2) 0.1300(3) 0.0602(10) Uani 1 d . .
H7A H 0.1334(3) 0.2915(2) 0.0687(3) 0.090 Uiso 1 calc R .
H7B H 0.1473(3) 0.3566(2) 0.1503(3) 0.090 Uiso 1 calc R .
H7C H 0.0437(3) 0.2898(2) 0.1265(3) 0.090 Uiso 1 calc R .
C8 C 0.4520(4) 0.0853(3) 0.4198(3) 0.0858(14) Uani 1 d . .
H8A H 0.4378(4) 0.0952(3) 0.4786(3) 0.129 Uiso 1 calc R .
H8B H 0.5339(4) 0.0997(3) 0.4268(3) 0.129 Uiso 1 calc R .
H8C H 0.4384(4) 0.0272(3) 0.4031(3) 0.129 Uiso 1 calc R .
C9 C 0.4605(3) 0.0872(2) 0.2207(3) 0.0522(9) Uani 1 d . .
H9A H 0.5349(3) 0.0825(2) 0.2750(3) 0.063 Uiso 1 calc R .
C10 C 0.4151(4) -0.0005(2) 0.1861(3) 0.0726(12) Uani 1 d . .
H10A H 0.4756(4) -0.0298(2) 0.1682(3) 0.109 Uiso 1 calc R .
H10B H 0.3427(4) 0.0037(2) 0.1324(3) 0.109 Uiso 1 calc R .
H10C H 0.3985(4) -0.0306(2) 0.2361(3) 0.109 Uiso 1 calc R .
C11 C 0.5534(3) 0.2157(2) 0.1896(3) 0.0626(10) Uani 1 d . .
H11A H 0.5067(3) 0.2477(2) 0.2194(3) 0.094 Uiso 1 calc R .
H11B H 0.5696(3) 0.2492(2) 0.1418(3) 0.094 Uiso 1 calc R .
H11C H 0.6282(3) 0.1994(2) 0.2363(3) 0.094 Uiso 1 calc R .
C12 C 0.5622(3) 0.0928(3) 0.1003(3) 0.0678(11) Uani 1 d . .
H12A H 0.5212(3) 0.0429(3) 0.0706(3) 0.102 Uiso 1 calc R .
H12B H 0.6369(3) 0.0779(3) 0.1480(3) 0.102 Uiso 1 calc R .
H12C H 0.5782(3) 0.1277(3) 0.0535(3) 0.102 Uiso 1 calc R .
C13 C 0.1717(3) 0.0341(2) -0.2786(2) 0.0454(8) Uani 1 d . .
C14 C 0.2417(3) 0.0602(3) -0.3342(2) 0.0574(10) Uani 1 d . .
C15 C 0.2430(4) 0.0079(4) -0.4077(3) 0.0795(14) Uani 1 d . .
H15A H 0.2909(4) 0.0225(4) -0.4439(3) 0.095 Uiso 1 calc R .
C16 C 0.1766(5) -0.0644(4) -0.4295(3) 0.0856(15) Uani 1 d . .
H16A H 0.1840(5) -0.0988(4) -0.4776(3) 0.103 Uiso 1 calc R .
C17 C 0.0992(4) -0.0874(3) -0.3817(3) 0.0706(12) Uani 1 d . .
C18 C 0.0995(3) -0.0369(2) -0.3050(2) 0.0519(9) Uani 1 d . .
C19 C 0.3090(4) 0.1424(3) -0.3214(3) 0.0739(12) Uani 1 d . .
H19A H 0.3002(4) 0.1717(3) -0.2680(3) 0.111 Uiso 1 calc R .
H19B H 0.2767(4) 0.1759(3) -0.3774(3) 0.111 Uiso 1 calc R .
H19C H 0.3930(4) 0.1317(3) -0.3106(3) 0.111 Uiso 1 calc R .
C20 C 0.0153(5) -0.1620(3) -0.4134(4) 0.102(2) Uani 1 d . .
H20A H -0.0316(5) -0.1684(3) -0.3720(4) 0.153 Uiso 1 calc R .
H20B H 0.0620(5) -0.2118(3) -0.4113(4) 0.153 Uiso 1 calc R .
H20C H -0.0377(5) -0.1529(3) -0.4771(4) 0.153 Uiso 1 calc R .
C21 C 0.0194(3) -0.0560(2) -0.2467(3) 0.0545(9) Uani 1 d . .
H21A H -0.0539(3) -0.0840(2) -0.2869(3) 0.065 Uiso 1 calc R .
C22 C 0.0831(4) -0.1127(3) -0.1621(3) 0.0774(13) Uani 1 d . .
H22A H 0.0299(4) -0.1236(3) -0.1266(3) 0.116 Uiso 1 calc R .
H22B H 0.1546(4) -0.0853(3) -0.1221(3) 0.116 Uiso 1 calc R .
H22C H 0.1047(4) -0.1646(3) -0.1846(3) 0.116 Uiso 1 calc R .
C23 C -0.1008(3) 0.0700(3) -0.3001(3) 0.0682(11) Uani 1 d . .
H23A H -0.0642(3) 0.0773(3) -0.3482(3) 0.102 Uiso 1 calc R .
H23B H -0.1224(3) 0.1238(3) -0.2816(3) 0.102 Uiso 1 calc R .
H23C H -0.1718(3) 0.0360(3) -0.3244(3) 0.102 Uiso 1 calc R .
C24 C -0.0751(4) 0.0183(3) -0.1441(3) 0.0764(13) Uani 1 d . .
H24A H -0.0214(4) -0.0086(3) -0.0889(3) 0.115 Uiso 1 calc R .
H24B H -0.1464(4) -0.0152(3) -0.1698(3) 0.115 Uiso 1 calc R .
H24C H -0.0970(4) 0.0725(3) -0.1271(3) 0.115 Uiso 1 calc R .
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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Pd1 N1 80.47(12) . . ?
C1 Pd1 Cl2 97.13(9) . . ?
N1 Pd1 Cl2 169.96(8) . . ?
C1 Pd1 Cl1 178.01(10) . . ?
N1 Pd1 Cl1 97.82(8) . . ?
Cl2 Pd1 Cl1 84.38(3) . . ?
C13 Pd2 N2 81.03(12) . . ?
C13 Pd2 Cl1 98.01(10) . . ?
N2 Pd2 Cl1 168.43(8) . . ?
C13 Pd2 Cl2 175.00(9) . . ?
N2 Pd2 Cl2 97.42(8) . . ?
Cl1 Pd2 Cl2 84.46(3) . . ?
Pd2 Cl1 Pd1 91.50(3) . . ?
Pd1 Cl2 Pd2 91.33(3) . . ?
C11 N1 C12 106.7(3) . . ?
C11 N1 C9 109.0(3) . . ?
C12 N1 C9 110.8(3) . . ?
C11 N1 Pd1 113.3(2) . . ?
C12 N1 Pd1 114.6(2) . . ?
C9 N1 Pd1 102.4(2) . . ?
C23 N2 C24 107.2(3) . . ?
C23 N2 C21 108.8(3) . . ?
C24 N2 C21 111.1(3) . . ?
C23 N2 Pd2 111.6(2) . . ?
C24 N2 Pd2 114.1(2) . . ?
C21 N2 Pd2 103.9(2) . . ?
C2 C1 C6 119.8(3) . . ?
C2 C1 Pd1 128.6(3) . . ?
C6 C1 Pd1 111.5(2) . . ?
C3 C2 C1 117.0(3) . . ?
C3 C2 C7 118.8(3) . . ?
C1 C2 C7 124.2(3) . . ?
C4 C3 C2 122.6(4) . . ?
C3 C4 C5 121.3(4) . . ?
C6 C5 C4 117.0(4) . . ?
C6 C5 C8 122.0(4) . . ?
C4 C5 C8 121.0(4) . . ?
C5 C6 C1 122.2(3) . . ?
C5 C6 C9 122.6(3) . . ?
C1 C6 C9 115.2(3) . . ?
N1 C9 C10 112.7(3) . . ?
N1 C9 C6 105.0(3) . . ?
C10 C9 C6 111.9(3) . . ?
C18 C13 C14 119.5(3) . . ?
C18 C13 Pd2 112.2(2) . . ?
C14 C13 Pd2 128.1(3) . . ?
C15 C14 C13 116.9(4) . . ?
C15 C14 C19 118.7(4) . . ?
C13 C14 C19 124.3(3) . . ?
C16 C15 C14 122.8(4) . . ?
C15 C16 C17 121.4(4) . . ?
C16 C17 C18 116.6(4) . . ?
C16 C17 C20 121.1(4) . . ?
C18 C17 C20 122.2(4) . . ?
C13 C18 C17 122.5(4) . . ?
C13 C18 C21 116.0(3) . . ?
C17 C18 C21 121.5(4) . . ?
N2 C21 C18 105.5(3) . . ?
N2 C21 C22 112.4(3) . . ?
C18 C21 C22 111.6(3) . . ?
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
Pd1 C1 1.987(3) . ?
Pd1 N1 2.088(3) . ?
Pd1 Cl2 2.3433(9) . ?
Pd1 Cl1 2.4682(9) . ?
Pd2 C13 1.988(3) . ?
Pd2 N2 2.076(3) . ?
Pd2 Cl1 2.3378(9) . ?
Pd2 Cl2 2.4698(9) . ?
N1 C11 1.489(4) . ?
N1 C12 1.494(4) . ?
N1 C9 1.505(4) . ?
N2 C23 1.486(4) . ?
N2 C24 1.491(4) . ?
N2 C21 1.509(4) . ?
C1 C2 1.403(4) . ?
C1 C6 1.405(5) . ?
C2 C3 1.392(5) . ?
C2 C7 1.500(5) . ?
C3 C4 1.370(6) . ?
C4 C5 1.391(6) . ?
C5 C6 1.388(5) . ?
C5 C8 1.511(5) . ?
C6 C9 1.527(5) . ?
C9 C10 1.525(5) . ?
C13 C18 1.391(5) . ?
C13 C14 1.412(5) . ?
C14 C15 1.384(6) . ?
C14 C19 1.510(6) . ?
C15 C16 1.371(7) . ?
C16 C17 1.380(6) . ?
C17 C18 1.400(5) . ?
C17 C20 1.518(6) . ?
C18 C21 1.510(5) . ?
C21 C22 1.533(5) . ?
