#------------------------------------------------------------------------------
#$Date: 2016-03-25 17:01:41 +0200 (Fri, 25 Mar 2016) $
#$Revision: 180000 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/94/7029425.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_7029425
loop_
_publ_author_name
'Yap, Jeanette See Leng'
'Li, Bin Bin'
'Wong, Jonathan'
'Li, Yongxin'
'Pullarkat, Sumod A.'
'Leung, Pak-Hing'
_publ_section_title
;
 Development of a novel chiral palladacycle and its application in
 asymmetric hydrophosphination reaction.
;
_journal_issue                   15
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5777
_journal_page_last               5784
_journal_paper_doi               10.1039/c4dt00062e
_journal_volume                  43
_journal_year                    2014
_chemical_absolute_configuration ad
_chemical_formula_sum            'C14 H18 Cl3 N3 O4 Pd'
_chemical_formula_weight         505.06
_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                 108.798(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.8357(8)
_cell_length_b                   6.3586(4)
_cell_length_c                   14.7427(11)
_cell_measurement_reflns_used    5464
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      29.14
_cell_measurement_theta_min      2.82
_cell_volume                     961.59(12)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and 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  0.0396
_diffrn_reflns_av_sigmaI/netI    0.0570
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            21041
_diffrn_reflns_theta_full        35.66
_diffrn_reflns_theta_max         35.66
_diffrn_reflns_theta_min         1.46
_exptl_absorpt_coefficient_mu    1.405
_exptl_absorpt_correction_T_max  0.8959
_exptl_absorpt_correction_T_min  0.6034
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.744
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.806
_refine_diff_density_min         -0.665
_refine_diff_density_rms         0.165
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.01(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     231
_refine_ls_number_reflns         8531
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.095
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0370
_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)+(0.0482P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0805
_refine_ls_wR_factor_ref         0.1045
_reflns_number_gt                7247
_reflns_number_total             8531
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4dt00062e2.cif
_cod_data_source_block           S10
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/current/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)
_cod_database_code               7029425
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
Pd1 Pd 0.623812(19) 0.56797(4) 0.278850(14) 0.01996(5) Uani 1 1 d .
C1 C 0.6223(3) 0.7852(5) 0.1810(2) 0.0190(5) Uani 1 1 d .
C2 C 0.5291(3) 0.9300(5) 0.1320(2) 0.0228(6) Uani 1 1 d .
C3 C 0.5424(3) 1.0523(7) 0.0574(2) 0.0297(7) Uani 1 1 d .
H3 H 0.4760 1.1493 0.0252 0.036 Uiso 1 1 calc R
C4 C 0.6530(4) 1.0318(5) 0.0303(2) 0.0301(8) Uani 1 1 d .
H4 H 0.6612 1.1085 -0.0228 0.036 Uiso 1 1 calc R
C5 C 0.7513(3) 0.8978(6) 0.0816(2) 0.0263(6) Uani 1 1 d .
C6 C 0.7383(3) 0.7775(5) 0.1565(2) 0.0214(6) Uani 1 1 d .
C7 C 0.8437(3) 0.6308(5) 0.2144(2) 0.0230(6) Uani 1 1 d .
H7 H 0.9311 0.6955 0.2240 0.028 Uiso 1 1 calc R
C8 C 0.8349(4) 0.4208(6) 0.1632(3) 0.0349(8) Uani 1 1 d .
H8A H 0.7518 0.3528 0.1581 0.052 Uiso 1 1 calc R
H8B H 0.9070 0.3301 0.1996 0.052 Uiso 1 1 calc R
H8C H 0.8403 0.4441 0.0989 0.052 Uiso 1 1 calc R
C9 C 0.9022(4) 0.4373(7) 0.3681(3) 0.0356(9) Uani 1 1 d .
H9A H 0.9946 0.4703 0.3810 0.053 Uiso 1 1 calc R
H9B H 0.8812 0.3048 0.3325 0.053 Uiso 1 1 calc R
H9C H 0.8843 0.4235 0.4289 0.053 Uiso 1 1 calc R
C10 C 0.8613(4) 0.8071(6) 0.3661(3) 0.0301(7) Uani 1 1 d .
H10A H 0.8431 0.7962 0.4268 0.045 Uiso 1 1 calc R
H10B H 0.8125 0.9256 0.3289 0.045 Uiso 1 1 calc R
H10C H 0.9549 0.8297 0.3789 0.045 Uiso 1 1 calc R
C11 C 0.6163(4) 0.1752(6) 0.4148(3) 0.0294(7) Uani 1 1 d .
C12 C 0.5979(5) -0.0092(7) 0.4671(3) 0.0407(9) Uani 1 1 d .
H12A H 0.5514 -0.1176 0.4216 0.061 Uiso 1 1 calc R
H12B H 0.5468 0.0291 0.5087 0.061 Uiso 1 1 calc R
H12C H 0.6830 -0.0636 0.5063 0.061 Uiso 1 1 calc R
C13 C 0.3214(3) 0.5118(5) 0.2258(2) 0.0252(6) Uani 1 1 d .
C14 C 0.1813(3) 0.4913(7) 0.2033(3) 0.0347(8) Uani 1 1 d .
H14A H 0.1571 0.5250 0.2603 0.052 Uiso 1 1 calc R
H14B H 0.1550 0.3467 0.1832 0.052 Uiso 1 1 calc R
H14C H 0.1371 0.5884 0.1514 0.052 Uiso 1 1 calc R
Cl1 Cl 0.39002(9) 0.98121(14) 0.16421(8) 0.0350(2) Uani 1 1 d .
Cl2 Cl 0.89276(10) 0.8855(2) 0.05100(7) 0.0423(2) Uani 1 1 d .
Cl3 Cl 0.19937(9) 1.01473(14) 0.35849(6) 0.03104(19) Uani 1 1 d .
N1 N 0.8210(2) 0.6091(4) 0.31055(18) 0.0222(6) Uani 1 1 d .
N2 N 0.6309(3) 0.3173(5) 0.3740(2) 0.0296(6) Uani 1 1 d .
N3 N 0.4298(3) 0.5353(5) 0.2410(2) 0.0268(7) Uani 1 1 d .
O1 O 0.1049(4) 1.0192(6) 0.2658(2) 0.0657(13) Uani 1 1 d .
O2 O 0.1510(4) 1.1163(6) 0.4250(3) 0.0624(11) Uani 1 1 d .
O3 O 0.3110(3) 1.1381(8) 0.3567(3) 0.0707(13) Uani 1 1 d .
O4 O 0.2282(6) 0.8053(6) 0.3852(3) 0.104(2) 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
C1 Pd1 N3 96.16(12)
C1 Pd1 N1 80.89(11)
N3 Pd1 N1 176.92(11)
C1 Pd1 N2 174.49(13)
N3 Pd1 N2 85.23(12)
N1 Pd1 N2 97.62(11)
C2 C1 C6 116.6(3)
C2 C1 Pd1 132.3(3)
C6 C1 Pd1 111.1(2)
C1 C2 C3 122.7(3)
C1 C2 Cl1 121.9(3)
C3 C2 Cl1 115.3(3)
C4 C3 C2 119.6(3)
C4 C3 H3 120.2
C2 C3 H3 120.2
C5 C4 C3 119.0(3)
C5 C4 H4 120.5
C3 C4 H4 120.5
C4 C5 C6 121.2(3)
C4 C5 Cl2 118.3(3)
C6 C5 Cl2 120.5(3)
C5 C6 C1 120.7(3)
C5 C6 C7 122.6(3)
C1 C6 C7 116.7(3)
C6 C7 N1 105.3(3)
C6 C7 C8 110.3(3)
N1 C7 C8 112.3(3)
C6 C7 H7 109.6
N1 C7 H7 109.6
C8 C7 H7 109.6
C7 C8 H8A 109.5
C7 C8 H8B 109.5
H8A C8 H8B 109.5
C7 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
N1 C9 H9A 109.5
N1 C9 H9B 109.5
H9A C9 H9B 109.5
N1 C9 H9C 109.5
H9A C9 H9C 109.5
H9B C9 H9C 109.5
N1 C10 H10A 109.5
N1 C10 H10B 109.5
H10A C10 H10B 109.5
N1 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
N2 C11 C12 179.6(5)
C11 C12 H12A 109.5
C11 C12 H12B 109.5
H12A C12 H12B 109.5
C11 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
N3 C13 C14 177.1(4)
C13 C14 H14A 109.5
C13 C14 H14B 109.5
H14A C14 H14B 109.5
C13 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
O4 Cl3 O2 109.9(3)
O4 Cl3 O1 108.5(2)
O2 Cl3 O1 110.3(3)
O4 Cl3 O3 114.2(4)
O2 Cl3 O3 105.3(2)
O1 Cl3 O3 108.6(2)
C9 N1 C10 107.0(3)
C9 N1 C7 110.8(3)
C10 N1 C7 109.2(3)
C9 N1 Pd1 114.7(2)
C10 N1 Pd1 109.4(2)
C7 N1 Pd1 105.59(17)
C11 N2 Pd1 169.1(3)
C13 N3 Pd1 175.4(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Pd1 C1 1.993(3)
Pd1 N3 2.005(3)
Pd1 N1 2.051(3)
Pd1 N2 2.108(3)
C1 C2 1.386(4)
C1 C6 1.416(5)
C2 C3 1.391(5)
C2 Cl1 1.751(4)
C3 C4 1.387(5)
C3 H3 0.9500
C4 C5 1.383(5)
C4 H4 0.9500
C5 C6 1.387(5)
C5 Cl2 1.734(4)
C6 C7 1.508(5)
C7 N1 1.521(4)
C7 C8 1.522(5)
C7 H7 1.0000
C8 H8A 0.9800
C8 H8B 0.9800
C8 H8C 0.9800
C9 N1 1.485(4)
C9 H9A 0.9800
C9 H9B 0.9800
C9 H9C 0.9800
C10 N1 1.488(4)
C10 H10A 0.9800
C10 H10B 0.9800
C10 H10C 0.9800
C11 N2 1.125(5)
C11 C12 1.452(5)
C12 H12A 0.9800
C12 H12B 0.9800
C12 H12C 0.9800
C13 N3 1.132(5)
C13 C14 1.452(5)
C14 H14A 0.9800
C14 H14B 0.9800
C14 H14C 0.9800
Cl3 O4 1.395(4)
Cl3 O2 1.409(3)
Cl3 O1 1.419(3)
Cl3 O3 1.449(4)
