#------------------------------------------------------------------------------
#$Date: 2016-03-23 02:40:15 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179198 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/36/4313647.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_4313647
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            'C17 H26 N2 O2 Pd'
_chemical_formula_weight         396.80
_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                   8.0740(15)
_cell_length_b                   8.6042(16)
_cell_length_c                   24.7412(45)
_cell_measurement_temperature    293(2)
_cell_volume                     1718.8(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0239
_diffrn_reflns_av_sigmaI/netI    0.0256
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            9787
_diffrn_reflns_theta_full        26.02
_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_min         2.51
_exptl_absorpt_coefficient_mu    1.088
_exptl_absorpt_correction_T_max  0.753
_exptl_absorpt_correction_T_min  1.000
_exptl_absorpt_correction_type   'Sadabs (Sheldrick, 1996)'
_exptl_crystal_colour            'Pale yellow'
_exptl_crystal_density_diffrn    1.533
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.218
_refine_diff_density_min         -0.807
_refine_diff_density_rms         0.066
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.03(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3386
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.0254
_refine_ls_R_factor_gt           0.0232
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0350P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0542
_refine_ls_wR_factor_ref         0.0548
_reflns_number_gt                3214
_reflns_number_total             3386
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic030018l_3.cif
_cod_data_source_block           compd(Rc,ScSn)-8
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' 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 
;
_cod_database_code               4313647
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.02157(2) 0.61588(2) 0.932394(8) 0.03064(7) Uani 1 1 d . . .
N1 N -0.0333(3) 0.3952(3) 0.90422(9) 0.0359(5) Uani 1 1 d . . .
N2 N -0.0382(3) 0.6010(3) 1.01815(9) 0.0348(5) Uani 1 1 d . . .
H2A H -0.1427 0.5629 1.0218 0.052 Uiso 1 1 calc R . .
O1 O 0.0851(3) 0.8340(2) 0.95615(8) 0.0386(5) Uani 1 1 d . . .
O2 O 0.0942(3) 1.0035(2) 1.02281(9) 0.0498(6) Uani 1 1 d . . .
C1 C 0.1090(3) 0.6346(3) 0.85680(11) 0.0351(6) Uani 1 1 d . . .
C2 C 0.1319(5) 0.7673(4) 0.82539(14) 0.0443(8) Uani 1 1 d . . .
C3 C 0.2143(6) 0.7509(4) 0.77630(14) 0.0572(10) Uani 1 1 d . . .
H3A H 0.2358 0.8391 0.7557 0.069 Uiso 1 1 calc R . .
C4 C 0.2649(5) 0.6091(5) 0.75741(13) 0.0599(9) Uani 1 1 d . . .
H4A H 0.3214 0.6040 0.7247 0.072 Uiso 1 1 calc R . .
C5 C 0.2343(5) 0.4737(4) 0.78547(14) 0.0488(9) Uani 1 1 d . . .
C6 C 0.1554(4) 0.4885(3) 0.83559(13) 0.0372(7) Uani 1 1 d . . .
C7 C 0.0711(5) 0.9256(4) 0.84154(14) 0.0561(10) Uani 1 1 d . . .
H7A H 0.0167 0.9191 0.8760 0.084 Uiso 1 1 calc R . .
H7B H -0.0055 0.9631 0.8149 0.084 Uiso 1 1 calc R . .
H7C H 0.1633 0.9956 0.8441 0.084 Uiso 1 1 calc R . .
C8 C 0.2823(6) 0.3174(4) 0.76198(15) 0.0676(11) Uani 1 1 d . . .
H8A H 0.2519 0.2364 0.7868 0.101 Uiso 1 1 calc R . .
H8B H 0.3998 0.3146 0.7560 0.101 Uiso 1 1 calc R . .
H8C H 0.2257 0.3020 0.7283 0.101 Uiso 1 1 calc R . .
C9 C 0.1169(4) 0.3503(3) 0.87062(12) 0.0382(7) Uani 1 1 d . . .
H9A H 0.0875 0.2622 0.8474 0.046 Uiso 1 1 calc R . .
C10 C 0.2647(4) 0.3051(4) 0.90532(14) 0.0533(9) Uani 1 1 d . . .
H10A H 0.3560 0.2771 0.8824 0.080 Uiso 1 1 calc R . .
H10B H 0.2356 0.2183 0.9277 0.080 Uiso 1 1 calc R . .
H10C H 0.2959 0.3915 0.9277 0.080 Uiso 1 1 calc R . .
C11 C -0.0673(5) 0.2771(3) 0.94678(12) 0.0497(9) Uani 1 1 d . . .
H11A H -0.0909 0.1789 0.9301 0.075 Uiso 1 1 calc R . .
H11B H -0.1608 0.3094 0.9679 0.075 Uiso 1 1 calc R . .
H11C H 0.0279 0.2669 0.9697 0.075 Uiso 1 1 calc R . .
C12 C -0.1807(4) 0.4003(4) 0.86846(13) 0.0476(8) Uani 1 1 d . . .
H12A H -0.2048 0.2975 0.8556 0.071 Uiso 1 1 calc R . .
H12B H -0.1588 0.4674 0.8383 0.071 Uiso 1 1 calc R . .
H12C H -0.2740 0.4392 0.8884 0.071 Uiso 1 1 calc R . .
C13 C 0.0764(4) 0.5061(4) 1.05153(13) 0.0473(8) Uani 1 1 d . . .
H13A H 0.1891 0.5147 1.0383 0.057 Uiso 1 1 calc R . .
H13B H 0.0440 0.3975 1.0511 0.057 Uiso 1 1 calc R . .
C14 C 0.0622(5) 0.5727(4) 1.10811(14) 0.0632(11) Uani 1 1 d . . .
H14A H -0.0369 0.5358 1.1262 0.076 Uiso 1 1 calc R . .
H14B H 0.1584 0.5469 1.1298 0.076 Uiso 1 1 calc R . .
C15 C 0.0531(6) 0.7445(4) 1.09698(13) 0.0627(11) Uani 1 1 d . . .
H15A H 0.1632 0.7894 1.0960 0.075 Uiso 1 1 calc R . .
H15B H -0.0109 0.7967 1.1248 0.075 Uiso 1 1 calc R . .
C16 C -0.0318(4) 0.7606(3) 1.04178(12) 0.0397(7) Uani 1 1 d . . .
H16A H -0.1456 0.7963 1.0477 0.048 Uiso 1 1 calc R . .
C17 C 0.0545(3) 0.8758(3) 1.00502(11) 0.0349(6) 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'
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 O1 96.13(10) . . ?
C1 Pd1 N1 80.49(11) . . ?
O1 Pd1 N1 176.48(9) . . ?
C1 Pd1 N2 172.06(10) . . ?
O1 Pd1 N2 80.13(8) . . ?
N1 Pd1 N2 103.09(9) . . ?
C12 N1 C11 107.1(2) . . ?
C12 N1 C9 108.8(2) . . ?
C11 N1 C9 111.1(2) . . ?
C12 N1 Pd1 110.21(19) . . ?
C11 N1 Pd1 115.29(18) . . ?
C9 N1 Pd1 104.26(16) . . ?
C13 N2 C16 105.5(2) . . ?
C13 N2 Pd1 115.83(18) . . ?
C16 N2 Pd1 108.63(17) . . ?
C17 O1 Pd1 118.82(18) . . ?
C2 C1 C6 119.1(3) . . ?
C2 C1 Pd1 129.2(2) . . ?
C6 C1 Pd1 111.6(2) . . ?
C3 C2 C1 117.8(3) . . ?
C3 C2 C7 118.7(3) . . ?
C1 C2 C7 123.5(3) . . ?
C4 C3 C2 122.0(3) . . ?
C3 C4 C5 121.9(3) . . ?
C4 C5 C6 116.8(3) . . ?
C4 C5 C8 120.7(3) . . ?
C6 C5 C8 122.5(3) . . ?
C5 C6 C1 122.0(3) . . ?
C5 C6 C9 122.2(3) . . ?
C1 C6 C9 115.8(3) . . ?
C6 C9 N1 106.2(2) . . ?
C6 C9 C10 111.4(3) . . ?
N1 C9 C10 112.5(2) . . ?
N2 C13 C14 105.0(3) . . ?
C15 C14 C13 101.9(3) . . ?
C14 C15 C16 105.9(3) . . ?
N2 C16 C17 112.5(2) . . ?
N2 C16 C15 106.3(2) . . ?
C17 C16 C15 112.8(3) . . ?
O2 C17 O1 122.6(3) . . ?
O2 C17 C16 119.4(3) . . ?
O1 C17 C16 118.0(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 2.005(3) . ?
Pd1 O1 2.032(2) . ?
Pd1 N1 2.071(2) . ?
Pd1 N2 2.180(2) . ?
N1 C12 1.484(4) . ?
N1 C11 1.489(4) . ?
N1 C9 1.520(4) . ?
N2 C13 1.485(4) . ?
N2 C16 1.493(4) . ?
O1 C17 1.285(3) . ?
O2 C17 1.226(3) . ?
C1 C2 1.394(4) . ?
C1 C6 1.413(4) . ?
C2 C3 1.392(5) . ?
C2 C7 1.501(4) . ?
C3 C4 1.369(5) . ?
C4 C5 1.379(5) . ?
C5 C6 1.400(5) . ?
C5 C8 1.516(5) . ?
C6 C9 1.504(4) . ?
C9 C10 1.521(4) . ?
C13 C14 1.517(5) . ?
C14 C15 1.505(5) . ?
C15 C16 1.534(5) . ?
C16 C17 1.516(4) . ?
