#------------------------------------------------------------------------------
#$Date: 2016-03-25 14:22:13 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179892 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/88/7018890.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_7018890
loop_
_publ_author_name
'Chen, Ke'
'Pullarkat, Sumod A.'
'Ma, Mengtao'
'Li, Yongxin'
'Leung, Pak-Hing'
_publ_section_title
;
 Chiral cyclopalladated complex promoted asymmetric synthesis of
 diester-substituted P,N-ligands via stepwise hydrophosphination and
 hydroamination reactions.
;
_journal_issue                   17
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5391
_journal_page_last               5400
_journal_paper_doi               10.1039/c2dt12379g
_journal_volume                  41
_journal_year                    2012
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C20 H24 Cl2 N O4 P Pd'
_chemical_formula_sum            'C20 H24 Cl2 N O4 P Pd'
_chemical_formula_weight         550.67
_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                   10.8879(2)
_cell_length_b                   12.1286(3)
_cell_length_c                   17.4097(4)
_cell_measurement_reflns_used    8262
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.15
_cell_measurement_theta_min      2.21
_cell_volume                     2299.04(9)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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      173(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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  0.0473
_diffrn_reflns_av_sigmaI/netI    0.0582
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            28298
_diffrn_reflns_theta_full        31.58
_diffrn_reflns_theta_max         31.58
_diffrn_reflns_theta_min         2.05
_exptl_absorpt_coefficient_mu    1.134
_exptl_absorpt_correction_T_max  0.8393
_exptl_absorpt_correction_T_min  0.6990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.591
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1112
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.442
_refine_diff_density_min         -0.704
_refine_diff_density_rms         0.101
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.049(19)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         7490
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_gt           0.0359
_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)+(0.0155P)²+0.3591P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0534
_refine_ls_wR_factor_ref         0.0578
_reflns_number_gt                6567
_reflns_number_total             7490
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2dt12379g.txt
_cod_data_source_block           leung381
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P2(1)2(1)2(1)
_cod_database_code               7018890
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
Pd1 Pd 0.459593(17) 0.238732(13) 0.130665(11) 0.01651(4) Uani 1 1 d .
C1 C 0.3356(3) 0.1127(2) 0.00929(15) 0.0245(6) Uani 1 1 d .
H1A H 0.4187 0.1128 -0.0124 0.037 Uiso 1 1 calc R
H1B H 0.2929 0.1805 -0.0058 0.037 Uiso 1 1 calc R
H1C H 0.2902 0.0487 -0.0100 0.037 Uiso 1 1 calc R
C2 C 0.3992(2) -0.00011(19) 0.11806(18) 0.0257(6) Uani 1 1 d .
H2A H 0.3471 -0.0609 0.1005 0.039 Uiso 1 1 calc R
H2B H 0.4064 -0.0026 0.1741 0.039 Uiso 1 1 calc R
H2C H 0.4810 -0.0071 0.0950 0.039 Uiso 1 1 calc R
C3 C -0.0588(3) 0.0439(2) 0.01593(18) 0.0327(7) Uani 1 1 d .
H3A H -0.0308 -0.0188 -0.0150 0.049 Uiso 1 1 calc R
H3B H -0.1054 0.0948 -0.0166 0.049 Uiso 1 1 calc R
H3C H -0.1114 0.0173 0.0577 0.049 Uiso 1 1 calc R
C4 C 0.1223(3) 0.0423(2) 0.09169(16) 0.0227(6) Uani 1 1 d .
C5 C 0.2172(2) 0.11631(17) 0.13104(17) 0.0186(5) Uani 1 1 d .
H5 H 0.2249 0.0909 0.1855 0.022 Uiso 1 1 calc R
C6 C 0.1741(2) 0.23647(17) 0.13285(15) 0.0173(4) Uani 1 1 d .
H6 H 0.1669 0.2645 0.0790 0.021 Uiso 1 1 calc R
C7 C 0.0503(2) 0.2450(2) 0.17193(14) 0.0225(5) Uani 1 1 d .
C8 C -0.1182(3) 0.3658(3) 0.1915(2) 0.0453(9) Uani 1 1 d .
H8A H -0.1785 0.3137 0.1708 0.068 Uiso 1 1 calc R
H8B H -0.1437 0.4413 0.1794 0.068 Uiso 1 1 calc R
H8C H -0.1130 0.3569 0.2474 0.068 Uiso 1 1 calc R
C9 C 0.2654(2) 0.45897(19) 0.17102(16) 0.0190(5) Uani 1 1 d .
C10 C 0.2100(2) 0.4971(2) 0.10375(16) 0.0213(6) Uani 1 1 d .
H10 H 0.1829 0.4465 0.0657 0.026 Uiso 1 1 calc R
C11 C 0.1949(3) 0.6095(2) 0.09303(18) 0.0303(7) Uani 1 1 d .
H11 H 0.1568 0.6359 0.0475 0.036 Uiso 1 1 calc R
C12 C 0.2346(3) 0.6832(2) 0.14805(19) 0.0336(8) Uani 1 1 d .
H12 H 0.2241 0.7601 0.1401 0.040 Uiso 1 1 calc R
C13 C 0.2899(3) 0.6457(2) 0.21478(19) 0.0313(7) Uani 1 1 d .
H13 H 0.3170 0.6967 0.2526 0.038 Uiso 1 1 calc R
C14 C 0.3053(3) 0.5335(2) 0.22617(17) 0.0249(6) Uani 1 1 d .
H14 H 0.3434 0.5075 0.2718 0.030 Uiso 1 1 calc R
C15 C 0.2781(2) 0.27958(19) 0.28364(15) 0.0218(6) Uani 1 1 d .
C16 C 0.1771(3) 0.3184(2) 0.32566(17) 0.0309(7) Uani 1 1 d .
H16 H 0.1231 0.3713 0.3038 0.037 Uiso 1 1 calc R
C17 C 0.1570(3) 0.2791(2) 0.39904(19) 0.0427(8) Uani 1 1 d .
H17 H 0.0879 0.3043 0.4274 0.051 Uiso 1 1 calc R
C18 C 0.2361(4) 0.2038(3) 0.4314(2) 0.0551(11) Uani 1 1 d .
H18 H 0.2216 0.1775 0.4820 0.066 Uiso 1 1 calc R
C19 C 0.3364(4) 0.1666(3) 0.3907(2) 0.0600(11) Uani 1 1 d .
H19 H 0.3914 0.1154 0.4135 0.072 Uiso 1 1 calc R
C20 C 0.3569(3) 0.2033(2) 0.31686(19) 0.0396(8) Uani 1 1 d .
H20 H 0.4253 0.1763 0.2886 0.047 Uiso 1 1 calc R
Cl1 Cl 0.63614(6) 0.15885(5) 0.07224(4) 0.02572(15) Uani 1 1 d .
Cl2 Cl 0.56891(6) 0.38675(5) 0.17596(4) 0.02775(16) Uani 1 1 d .
N1 N 0.34329(19) 0.10712(16) 0.09441(12) 0.0172(4) Uani 1 1 d .
O1 O 0.11720(19) -0.05577(14) 0.10072(13) 0.0378(6) Uani 1 1 d .
O2 O 0.04631(18) 0.10041(13) 0.04784(11) 0.0268(4) Uani 1 1 d .
O3 O 0.00428(18) 0.17423(16) 0.20955(13) 0.0369(5) Uani 1 1 d .
O4 O 0.00131(15) 0.34416(15) 0.15747(12) 0.0265(5) Uani 1 1 d .
P1 P 0.29599(6) 0.31407(5) 0.18333(4) 0.01641(13) 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'
P P 0.1023 0.0942 '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 Pd1 P1 87.33(6)
N1 Pd1 Cl2 174.54(6)
P1 Pd1 Cl2 87.24(2)
N1 Pd1 Cl1 92.77(6)
P1 Pd1 Cl1 179.22(3)
Cl2 Pd1 Cl1 92.66(2)
O1 C4 O2 124.9(2)
O1 C4 C5 123.6(2)
O2 C4 C5 111.5(2)
N1 C5 C4 112.3(2)
N1 C5 C6 110.83(18)
C4 C5 C6 111.2(2)
C7 C6 C5 110.33(19)
C7 C6 P1 112.98(16)
C5 C6 P1 105.93(16)
O3 C7 O4 125.6(2)
O3 C7 C6 124.9(2)
O4 C7 C6 109.4(2)
C14 C9 C10 120.0(2)
C14 C9 P1 119.7(2)
C10 C9 P1 120.2(2)
C11 C10 C9 119.4(3)
C12 C11 C10 120.5(3)
C11 C12 C13 120.3(3)
C12 C13 C14 119.7(3)
C13 C14 C9 120.2(3)
C20 C15 C16 119.4(3)
C20 C15 P1 119.4(2)
C16 C15 P1 120.8(2)
C17 C16 C15 119.4(3)
C18 C17 C16 120.5(3)
C17 C18 C19 120.2(3)
C18 C19 C20 120.2(3)
C19 C20 C15 120.2(3)
C1 N1 C2 109.7(2)
C1 N1 C5 111.4(2)
C2 N1 C5 108.48(19)
C1 N1 Pd1 107.10(15)
C2 N1 Pd1 109.14(15)
C5 N1 Pd1 110.96(14)
C4 O2 C3 117.5(2)
C7 O4 C8 116.2(2)
C9 P1 C15 108.72(12)
C9 P1 C6 107.89(11)
C15 P1 C6 105.32(12)
C9 P1 Pd1 120.33(9)
C15 P1 Pd1 113.18(9)
C6 P1 Pd1 99.87(7)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Pd1 N1 2.133(2)
Pd1 P1 2.2020(7)
Pd1 Cl2 2.2938(6)
Pd1 Cl1 2.3808(7)
C1 N1 1.486(3)
C2 N1 1.494(3)
C3 O2 1.445(3)
C4 O1 1.201(3)
C4 O2 1.328(3)
C4 C5 1.531(3)
C5 N1 1.518(3)
C5 C6 1.531(3)
C6 C7 1.513(3)
C6 P1 1.849(2)
C7 O3 1.191(3)
C7 O4 1.339(3)
C8 O4 1.454(3)
C9 C14 1.389(4)
C9 C10 1.397(4)
C9 P1 1.802(2)
C10 C11 1.385(4)
C11 C12 1.381(4)
C12 C13 1.385(4)
C13 C14 1.385(4)
C15 C20 1.388(4)
C15 C16 1.402(4)
C15 P1 1.806(3)
C16 C17 1.381(4)
C17 C18 1.376(5)
C18 C19 1.378(5)
C19 C20 1.378(5)
