#------------------------------------------------------------------------------
#$Date: 2016-03-25 09:01:32 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179713 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/15/7001541.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_7001541
loop_
_publ_author_name
'Seubert, Christoph K.'
'Sun, Yu'
'Thiel, Werner R.'
_publ_section_title
;
 A facile access to a novel bidentate enantiomerically pure P,N-donor
 ligand
;
_journal_issue                   25
_journal_name_full               'Dalton Transactions'
_journal_page_first              4971
_journal_page_last               4977
_journal_paper_doi               10.1039/b822144h
_journal_year                    2009
_chemical_absolute_configuration ad
_chemical_formula_sum            'C32 H24 Cl2 N3 O3 P Pd'
_chemical_formula_weight         706.81
_chemical_name_systematic
;
?
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_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                 100.325(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.0871(3)
_cell_length_b                   13.8105(5)
_cell_length_c                   13.5808(4)
_cell_measurement_reflns_used    9756
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      62.7430
_cell_measurement_theta_min      4.5842
_cell_volume                     1492.24(9)
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd.'
_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd.'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd.'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Giacovazzo et al., 1993)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 16.1399
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Oxford Diffraction Gemini S Ultra'
_diffrn_measurement_method       ω-scans
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0495
_diffrn_reflns_av_sigmaI/netI    0.0306
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            16618
_diffrn_reflns_theta_full        62.83
_diffrn_reflns_theta_max         62.83
_diffrn_reflns_theta_min         4.60
_exptl_absorpt_coefficient_mu    7.490
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58696
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May 8 2007,13:10:02)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.573
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'transparent block'
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.251
_refine_diff_density_min         -0.415
_refine_diff_density_rms         0.056
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.006(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     381
_refine_ls_number_reflns         4115
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0235
_refine_ls_R_factor_gt           0.0224
_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)+(0.0369P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0538
_refine_ls_wR_factor_ref         0.0541
_reflns_number_gt                3904
_reflns_number_total             4115
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b822144h.txt
_cod_data_source_block           0811o
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7001541
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, 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
C1 C 0.1471(5) 0.8804(3) 0.6970(3) 0.0361(10) Uani 1 1 d . . .
H1 H 0.1174 0.9364 0.7305 0.043 Uiso 1 1 calc R . .
C2 C 0.0715(5) 0.7916(3) 0.6962(3) 0.0356(9) Uani 1 1 d . . .
H2 H -0.0196 0.7742 0.7281 0.043 Uiso 1 1 calc R . .
C3 C 0.1562(3) 0.7318(4) 0.63865(19) 0.0250(6) Uani 1 1 d . . .
C4 C 0.3710(5) 0.9542(3) 0.6161(3) 0.0374(9) Uani 1 1 d . . .
H4A H 0.3016 0.9961 0.5670 0.056 Uiso 1 1 calc R . .
H4B H 0.4640 0.9277 0.5871 0.056 Uiso 1 1 calc R . .
H4C H 0.4161 0.9919 0.6760 0.056 Uiso 1 1 calc R . .
C5 C 0.1322(4) 0.6294(3) 0.6153(2) 0.0251(8) Uani 1 1 d . . .
C6 C 0.1375(4) 0.5902(3) 0.5217(2) 0.0254(7) Uani 1 1 d . . .
C7 C 0.1199(5) 0.4923(3) 0.5019(3) 0.0357(9) Uani 1 1 d . . .
H7 H 0.1293 0.4677 0.4378 0.043 Uiso 1 1 calc R . .
C8 C 0.0883(5) 0.4304(3) 0.5767(3) 0.0423(10) Uani 1 1 d . . .
H8 H 0.0757 0.3629 0.5643 0.051 Uiso 1 1 calc R . .
C9 C 0.0752(5) 0.4677(3) 0.6697(3) 0.0388(10) Uani 1 1 d . . .
H9 H 0.0505 0.4258 0.7206 0.047 Uiso 1 1 calc R . .
C10 C 0.0978(5) 0.5661(3) 0.6890(3) 0.0321(10) Uani 1 1 d . . .
H10 H 0.0897 0.5906 0.7533 0.038 Uiso 1 1 calc R . .
C11 C 0.2690(4) 0.6237(3) 0.2453(3) 0.0250(8) Uani 1 1 d . . .
C12 C 0.2299(4) 0.6984(3) 0.1797(2) 0.0247(8) Uani 1 1 d . . .
C13 C 0.1034(4) 0.6793(3) 0.0914(2) 0.0262(7) Uani 1 1 d . . .
C14 C 0.0405(5) 0.5830(3) 0.0738(3) 0.0289(8) Uani 1 1 d . . .
C15 C 0.0981(5) 0.5099(3) 0.1428(3) 0.0308(8) Uani 1 1 d . . .
H15 H 0.0591 0.4455 0.1293 0.037 Uiso 1 1 calc R . .
C16 C 0.2084(4) 0.5286(3) 0.2287(2) 0.0280(8) Uani 1 1 d . . .
H16 H 0.2436 0.4788 0.2760 0.034 Uiso 1 1 calc R . .
C17 C 0.0341(4) 0.7539(3) 0.0255(2) 0.0305(9) Uani 1 1 d . . .
H17 H 0.0725 0.8186 0.0376 0.037 Uiso 1 1 calc R . .
C18 C -0.0885(4) 0.7336(4) -0.0560(2) 0.0359(7) Uani 1 1 d . . .
H18 H -0.1349 0.7845 -0.0994 0.043 Uiso 1 1 calc R . .
C19 C -0.1459(5) 0.6383(3) -0.0757(3) 0.0397(10) Uani 1 1 d . . .
H19 H -0.2280 0.6248 -0.1334 0.048 Uiso 1 1 calc R . .
C20 C -0.0844(5) 0.5655(3) -0.0125(3) 0.0362(9) Uani 1 1 d . . .
H20 H -0.1256 0.5016 -0.0261 0.043 Uiso 1 1 calc R . .
C21 C 0.3019(4) 0.8401(3) 0.2901(3) 0.0250(8) Uani 1 1 d . . .
C22 C 0.3075(4) 0.7956(3) 0.2004(2) 0.0243(8) Uani 1 1 d . . .
C23 C 0.3955(4) 0.8446(3) 0.1319(3) 0.0296(8) Uani 1 1 d . . .
C24 C 0.4635(5) 0.9385(3) 0.1571(3) 0.0356(9) Uani 1 1 d . . .
C25 C 0.4453(5) 0.9811(3) 0.2491(3) 0.0359(9) Uani 1 1 d . . .
H25 H 0.4881 1.0444 0.2648 0.043 Uiso 1 1 calc R . .
C26 C 0.3671(5) 0.9329(3) 0.3160(3) 0.0321(8) Uani 1 1 d . . .
H26 H 0.3572 0.9614 0.3783 0.039 Uiso 1 1 calc R . .
C27 C 0.4223(5) 0.8009(3) 0.0409(3) 0.0376(10) Uani 1 1 d . . .
H27 H 0.3829 0.7371 0.0242 0.045 Uiso 1 1 calc R . .
C28 C 0.5057(5) 0.8517(4) -0.0226(3) 0.0501(12) Uani 1 1 d . . .
H28 H 0.5207 0.8230 -0.0840 0.060 Uiso 1 1 calc R . .
C29 C 0.5689(5) 0.9449(4) 0.0017(4) 0.0539(13) Uani 1 1 d . . .
H29 H 0.6256 0.9788 -0.0433 0.065 Uiso 1 1 calc R . .
C30 C 0.5493(5) 0.9866(4) 0.0888(3) 0.0445(11) Uani 1 1 d . . .
H30 H 0.5939 1.0495 0.1048 0.053 Uiso 1 1 calc R . .
N1 N 0.2688(4) 0.8752(2) 0.6432(2) 0.0269(7) Uani 1 1 d . . .
N2 N 0.2770(3) 0.7848(2) 0.6073(2) 0.0234(6) Uani 1 1 d . . .
O1 O 0.1462(3) 0.65189(19) 0.43950(16) 0.0271(5) Uani 1 1 d . . .
O2 O 0.3809(3) 0.64043(18) 0.33689(16) 0.0252(5) Uani 1 1 d . . .
O3 O 0.2198(3) 0.79353(17) 0.35893(16) 0.0245(5) Uani 1 1 d . . .
P1 P 0.31268(10) 0.70273(6) 0.41982(6) 0.0217(2) Uani 1 1 d . . .
Cl1 Cl 0.63934(10) 0.77133(7) 0.71630(6) 0.0325(2) Uani 1 1 d . . .
Cl2 Cl 0.71549(11) 0.68234(8) 0.50030(7) 0.0358(2) Uani 1 1 d . . .
Pd1 Pd 0.48518(2) 0.73542(2) 0.558201(14) 0.02043(7) Uani 1 1 d . . .
C31 C 0.7803(5) 0.7430(5) 0.2382(3) 0.0485(11) Uani 1 1 d . . .
H31A H 0.7200 0.7679 0.2893 0.073 Uiso 1 1 calc R . .
H31B H 0.7675 0.7884 0.1818 0.073 Uiso 1 1 calc R . .
H31C H 0.8998 0.7360 0.2669 0.073 Uiso 1 1 calc R . .
C32 C 0.7121(5) 0.6501(4) 0.2036(3) 0.0407(10) Uani 1 1 d . . .
N3 N 0.6572(6) 0.5772(3) 0.1771(3) 0.0600(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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd 0.1215 3.9337 '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
N1 C1 C2 108.7(4) . . ?
N1 C1 H1 125.6 . . ?
C2 C1 H1 125.6 . . ?
C1 C2 C3 105.7(3) . . ?
C1 C2 H2 127.2 . . ?
C3 C2 H2 127.2 . . ?
N2 C3 C2 108.2(4) . . ?
N2 C3 C5 122.3(3) . . ?
C2 C3 C5 129.5(3) . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C6 C5 C10 117.1(4) . . ?
C6 C5 C3 123.6(3) . . ?
C10 C5 C3 119.3(3) . . ?
C7 C6 C5 122.7(3) . . ?
C7 C6 O1 117.0(3) . . ?
C5 C6 O1 120.0(3) . . ?
C6 C7 C8 119.2(4) . . ?
C6 C7 H7 120.4 . . ?
C8 C7 H7 120.4 . . ?
C9 C8 C7 119.5(4) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C8 C9 C10 120.5(4) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C9 C10 C5 120.9(4) . . ?
C9 C10 H10 119.5 . . ?
C5 C10 H10 119.5 . . ?
C12 C11 C16 124.6(3) . . ?
C12 C11 O2 119.1(3) . . ?
C16 C11 O2 116.2(3) . . ?
C11 C12 C13 116.6(3) . . ?
C11 C12 C22 121.3(3) . . ?
C13 C12 C22 122.1(3) . . ?
C17 C13 C14 119.0(3) . . ?
C17 C13 C12 122.0(3) . . ?
C14 C13 C12 118.9(3) . . ?
C15 C14 C20 122.1(4) . . ?
C15 C14 C13 119.6(3) . . ?
C20 C14 C13 118.3(3) . . ?
C16 C15 C14 121.7(4) . . ?
C16 C15 H15 119.1 . . ?
C14 C15 H15 119.1 . . ?
C15 C16 C11 118.1(3) . . ?
C15 C16 H16 120.9 . . ?
C11 C16 H16 120.9 . . ?
C18 C17 C13 120.5(4) . . ?
C18 C17 H17 119.8 . . ?
C13 C17 H17 119.8 . . ?
C17 C18 C19 120.7(4) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 H18 119.7 . . ?
C20 C19 C18 120.1(3) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C19 C20 C14 121.4(4) . . ?
C19 C20 H20 119.3 . . ?
C14 C20 H20 119.3 . . ?
C22 C21 O3 118.9(3) . . ?
C22 C21 C26 124.0(3) . . ?
O3 C21 C26 117.0(3) . . ?
C21 C22 C23 117.5(3) . . ?
C21 C22 C12 119.5(3) . . ?
C23 C22 C12 122.9(3) . . ?
C24 C23 C27 118.8(3) . . ?
C24 C23 C22 119.2(3) . . ?
C27 C23 C22 122.0(4) . . ?
C25 C24 C30 121.5(4) . . ?
C25 C24 C23 119.6(3) . . ?
C30 C24 C23 118.8(4) . . ?
C26 C25 C24 121.2(4) . . ?
C26 C25 H25 119.4 . . ?
C24 C25 H25 119.4 . . ?
C25 C26 C21 118.3(4) . . ?
C25 C26 H26 120.8 . . ?
C21 C26 H26 120.8 . . ?
C28 C27 C23 119.6(4) . . ?
C28 C27 H27 120.2 . . ?
C23 C27 H27 120.2 . . ?
C27 C28 C29 121.2(4) . . ?
C27 C28 H28 119.4 . . ?
C29 C28 H28 119.4 . . ?
C30 C29 C28 120.2(4) . . ?
C30 C29 H29 119.9 . . ?
C28 C29 H29 119.9 . . ?
C29 C30 C24 121.3(4) . . ?
C29 C30 H30 119.3 . . ?
C24 C30 H30 119.3 . . ?
C1 N1 N2 109.8(3) . . ?
C1 N1 C4 127.5(3) . . ?
N2 N1 C4 122.4(3) . . ?
N1 N2 C3 107.6(3) . . ?
N1 N2 Pd1 121.8(2) . . ?
C3 N2 Pd1 127.6(3) . . ?
C6 O1 P1 124.3(2) . . ?
C11 O2 P1 117.4(2) . . ?
C21 O3 P1 117.9(2) . . ?
O1 P1 O2 107.01(13) . . ?
O1 P1 O3 95.71(13) . . ?
O2 P1 O3 104.25(12) . . ?
O1 P1 Pd1 112.27(9) . . ?
O2 P1 Pd1 118.23(9) . . ?
O3 P1 Pd1 116.68(9) . . ?
N2 Pd1 P1 84.98(8) . . ?
N2 Pd1 Cl2 178.71(9) . . ?
P1 Pd1 Cl2 94.16(3) . . ?
N2 Pd1 Cl1 87.96(8) . . ?
P1 Pd1 Cl1 172.57(3) . . ?
Cl2 Pd1 Cl1 92.93(3) . . ?
C32 C31 H31A 109.5 . . ?
C32 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C32 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
N3 C32 C31 179.2(5) . . ?
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
C1 N1 1.329(5) . ?
C1 C2 1.369(6) . ?
C1 H1 0.9500 . ?
C2 C3 1.397(5) . ?
C2 H2 0.9500 . ?
C3 N2 1.349(5) . ?
C3 C5 1.456(6) . ?
C4 N1 1.455(5) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C6 1.390(5) . ?
C5 C10 1.394(5) . ?
C6 C7 1.380(6) . ?
C6 O1 1.416(4) . ?
C7 C8 1.386(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.385(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.390(6) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.363(5) . ?
C11 C16 1.407(5) . ?
C11 O2 1.419(4) . ?
C12 C13 1.454(5) . ?
C12 C22 1.486(5) . ?
C13 C17 1.413(5) . ?
C13 C14 1.429(5) . ?
C14 C15 1.399(5) . ?
C14 C20 1.424(5) . ?
C15 C16 1.360(5) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C18 1.377(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.404(7) . ?
C18 H18 0.9500 . ?
C19 C20 1.357(6) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 C22 1.372(5) . ?
C21 O3 1.397(4) . ?
C21 C26 1.406(6) . ?
C22 C23 1.439(5) . ?
C23 C24 1.425(6) . ?
C23 C27 1.426(5) . ?
C24 C25 1.413(6) . ?
C24 C30 1.419(5) . ?
C25 C26 1.369(5) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 C28 1.379(6) . ?
C27 H27 0.9500 . ?
C28 C29 1.402(7) . ?
C28 H28 0.9500 . ?
C29 C30 1.351(7) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
N1 N2 1.346(4) . ?
N2 Pd1 2.037(3) . ?
O1 P1 1.583(2) . ?
O2 P1 1.592(2) . ?
O3 P1 1.612(2) . ?
P1 Pd1 2.1776(8) . ?
Cl1 Pd1 2.3347(8) . ?
Cl2 Pd1 2.2693(9) . ?
C31 C32 1.442(7) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 N3 1.132(6) . ?
