#------------------------------------------------------------------------------
#$Date: 2016-03-21 08:09:40 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178597 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/08/4070891.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_4070891
loop_
_publ_author_name
'Shaffer, Andrew R.'
'Schmidt, Joseph A. R.'
_publ_section_title
;
 Palladium(II) 3-Iminophosphine Complexes as Intermolecular Hydroamination
 Catalysts for the Formation of Imines and Enamines
;
_journal_issue                   6
_journal_name_full               Organometallics
_journal_page_first              1259
_journal_paper_doi               10.1021/om701106q
_journal_volume                  27
_journal_year                    2008
_chemical_formula_sum            'C25 H31 Cl N P Pd'
_chemical_formula_weight         518.33
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 97.4240(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.9685(6)
_cell_length_b                   13.7786(9)
_cell_length_c                   17.6498(11)
_cell_measurement_reflns_used    5075
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      28.3
_cell_measurement_theta_min      2.3
_cell_volume                     2403.9(3)
_computing_cell_refinement       'Bruker SAINT v6.22'
_computing_data_collection       'Bruker SMART v5.625'
_computing_data_reduction        'Bruker SAINT v6.22'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      140(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'SMART CCD'
_diffrn_measurement_method       ω-scan
_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  0.0237
_diffrn_reflns_av_sigmaI/netI    0.0201
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            25085
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.31
_diffrn_reflns_theta_min         1.88
_exptl_absorpt_coefficient_mu    0.961
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.883
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.694
_refine_diff_density_min         -0.459
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         5981
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0311
_refine_ls_R_factor_gt           0.0269
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0332P)²+1.4751P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0663
_refine_ls_wR_factor_ref         0.0682
_reflns_number_gt                5434
_reflns_number_total             5981
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om701106q.cif
_cod_data_source_block           (3IP)Pd(allyl)Cl
_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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4070891
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Pd1 Pd 0.746825(14) 0.487223(10) 0.125629(8) 0.02142(5) Uani 1 1 d .
P1 P 0.54598(5) 0.51525(3) 0.17407(3) 0.01865(9) Uani 1 1 d .
Cl1 Cl 0.85834(5) 0.63917(4) 0.14725(3) 0.03372(12) Uani 1 1 d .
N1 N 0.89195(16) 0.49483(11) 0.37648(10) 0.0245(3) Uani 1 1 d .
C17 C 0.44555(19) 0.62000(13) 0.13568(10) 0.0224(4) Uani 1 1 d .
C7 C 1.0345(2) 0.47905(15) 0.36520(12) 0.0293(4) Uani 1 1 d .
C2 C 0.66155(18) 0.52154(12) 0.33060(10) 0.0197(3) Uani 1 1 d .
C1 C 0.79949(19) 0.49459(12) 0.31979(11) 0.0219(4) Uani 1 1 d .
H1A H 0.8195 0.4773 0.2716 0.026 Uiso 1 1 calc R
C18 C 0.3058(2) 0.62420(14) 0.13778(11) 0.0279(4) Uani 1 1 d .
H18A H 0.2617 0.5715 0.1563 0.034 Uiso 1 1 calc R
C6 C 0.62665(18) 0.54705(14) 0.40927(10) 0.0221(3) Uani 1 1 d .
H6A H 0.6698 0.6072 0.4276 0.026 Uiso 1 1 calc R
H6B H 0.6541 0.4958 0.4457 0.026 Uiso 1 1 calc R
C19 C 0.2324(2) 0.70611(16) 0.11258(12) 0.0333(5) Uani 1 1 d .
H19A H 0.1396 0.7083 0.1143 0.040 Uiso 1 1 calc R
C3 C 0.55517(18) 0.53477(12) 0.27631(10) 0.0197(3) Uani 1 1 d .
C4 C 0.43489(19) 0.57468(14) 0.31086(11) 0.0255(4) Uani 1 1 d .
H4A H 0.3527 0.5402 0.2917 0.031 Uiso 1 1 calc R
H4B H 0.4224 0.6432 0.2996 0.031 Uiso 1 1 calc R
C16 C 0.3576(2) 0.40249(14) 0.08255(11) 0.0263(4) Uani 1 1 d .
H16A H 0.3791 0.4417 0.0430 0.032 Uiso 1 1 calc R
C11 C 0.42314(18) 0.41691(12) 0.15699(10) 0.0214(3) Uani 1 1 d .
C12 C 0.3928(2) 0.35497(13) 0.21467(11) 0.0258(4) Uani 1 1 d .
H12A H 0.4377 0.3621 0.2639 0.031 Uiso 1 1 calc R
C21 C 0.4360(2) 0.78079(14) 0.08227(12) 0.0320(4) Uani 1 1 d .
H21A H 0.4795 0.8336 0.0634 0.038 Uiso 1 1 calc R
C22 C 0.5104(2) 0.69894(13) 0.10749(11) 0.0257(4) Uani 1 1 d .
H22A H 0.6031 0.6971 0.1055 0.031 Uiso 1 1 calc R
C14 C 0.2294(2) 0.27111(15) 0.12624(13) 0.0320(5) Uani 1 1 d .
H14A H 0.1631 0.2236 0.1164 0.038 Uiso 1 1 calc R
C5 C 0.4723(2) 0.55787(17) 0.39656(11) 0.0321(4) Uani 1 1 d .
H5A H 0.4291 0.4996 0.4125 0.039 Uiso 1 1 calc R
H5B H 0.4441 0.6125 0.4254 0.039 Uiso 1 1 calc R
C20 C 0.2979(2) 0.78463(14) 0.08484(12) 0.0340(5) Uani 1 1 d .
H20A H 0.2492 0.8398 0.0680 0.041 Uiso 1 1 calc R
C13 C 0.2957(2) 0.28238(14) 0.19934(12) 0.0305(4) Uani 1 1 d .
H13A H 0.2756 0.2416 0.2383 0.037 Uiso 1 1 calc R
C15 C 0.2610(2) 0.33012(15) 0.06750(12) 0.0311(4) Uani 1 1 d .
H15A H 0.2176 0.3213 0.0181 0.037 Uiso 1 1 calc R
C8 C 1.0573(2) 0.4406(2) 0.28688(13) 0.0414(5) Uani 1 1 d .
H8A H 1.0159 0.3779 0.2790 0.062 Uiso 1 1 calc R
H8B H 1.1526 0.4352 0.2844 0.062 Uiso 1 1 calc R
H8C H 1.0177 0.4844 0.2480 0.062 Uiso 1 1 calc R
C25 C 0.7004(2) 0.34458(16) 0.08905(15) 0.0415(5) Uani 1 1 d .
H25A H 0.6589 0.3036 0.1242 0.050 Uiso 1 1 calc R
H25B H 0.6604 0.3370 0.0363 0.050 Uiso 1 1 calc R
C9 C 1.0999(2) 0.57906(19) 0.37870(17) 0.0459(6) Uani 1 1 d .
H9A H 1.0853 0.6025 0.4282 0.069 Uiso 1 1 calc R
H9B H 1.0602 0.6233 0.3402 0.069 Uiso 1 1 calc R
H9C H 1.1953 0.5741 0.3762 0.069 Uiso 1 1 calc R
C10 C 1.0939(2) 0.40799(19) 0.42704(14) 0.0418(5) Uani 1 1 d .
H10A H 1.0515 0.3458 0.4182 0.063 Uiso 1 1 calc R
H10B H 1.0782 0.4318 0.4762 0.063 Uiso 1 1 calc R
H10C H 1.1895 0.4017 0.4256 0.063 Uiso 1 1 calc R
C23 C 0.9069(2) 0.42263(19) 0.06667(14) 0.0429(6) Uani 1 1 d .
H23A H 0.8924 0.4236 0.0113 0.052 Uiso 1 1 calc R
H23B H 0.9995 0.4362 0.0882 0.052 Uiso 1 1 calc R
C24 C 0.8411(3) 0.35191(17) 0.10176(16) 0.0449(6) Uani 1 1 d .
H24A H 0.8909 0.3155 0.1441 0.054 Uiso 1 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'
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
C25 Pd1 C24 38.23(9)
C25 Pd1 C23 67.73(9)
C24 Pd1 C23 36.56(10)
C25 Pd1 P1 95.93(7)
C24 Pd1 P1 129.67(7)
C23 Pd1 P1 163.43(7)
C25 Pd1 Cl1 162.25(7)
C24 Pd1 Cl1 125.93(7)
C23 Pd1 Cl1 94.55(7)
P1 Pd1 Cl1 101.715(18)
C3 P1 C11 102.75(8)
C3 P1 C17 101.86(8)
C11 P1 C17 101.56(8)
C3 P1 Pd1 117.27(6)
C11 P1 Pd1 114.21(6)
C17 P1 Pd1 116.91(6)
C1 N1 C7 120.44(17)
C22 C17 C18 119.19(17)
C22 C17 P1 119.39(14)
C18 C17 P1 121.34(14)
N1 C7 C8 115.63(17)
N1 C7 C10 106.83(17)
C8 C7 C10 109.60(18)
N1 C7 C9 104.17(16)
C8 C7 C9 110.10(19)
C10 C7 C9 110.3(2)
C3 C2 C1 127.56(17)
C3 C2 C6 111.57(15)
C1 C2 C6 120.67(16)
N1 C1 C2 119.75(17)
C19 C18 C17 120.72(19)
C2 C6 C5 103.49(15)
C20 C19 C18 119.7(2)
C2 C3 C4 110.71(15)
C2 C3 P1 128.42(14)
C4 C3 P1 120.83(13)
C3 C4 C5 103.80(15)
C15 C16 C11 120.55(18)
C12 C11 C16 118.63(17)
C12 C11 P1 122.63(14)
C16 C11 P1 118.74(14)
C11 C12 C13 120.62(19)
C20 C21 C22 120.80(19)
C17 C22 C21 119.71(19)
C13 C14 C15 120.36(18)
C4 C5 C6 105.75(15)
C19 C20 C21 119.87(19)
C14 C13 C12 119.93(18)
C16 C15 C14 119.86(19)
C24 C25 Pd1 72.91(13)
C24 C23 Pd1 69.79(12)
C23 C24 C25 120.7(3)
C23 C24 Pd1 73.66(14)
C25 C24 Pd1 68.85(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Pd1 C25 2.101(2)
Pd1 C24 2.154(2)
Pd1 C23 2.202(2)
Pd1 P1 2.3088(5)
Pd1 Cl1 2.3780(5)
P1 C3 1.8150(18)
P1 C11 1.8251(18)
P1 C17 1.8356(18)
N1 C1 1.270(3)
N1 C7 1.476(2)
C17 C22 1.390(3)
C17 C18 1.400(3)
C7 C8 1.525(3)
C7 C10 1.528(3)
C7 C9 1.530(3)
C2 C3 1.347(3)
C2 C1 1.460(2)
C2 C6 1.516(2)
C18 C19 1.387(3)
C6 C5 1.533(3)
C19 C20 1.385(3)
C3 C4 1.517(2)
C4 C5 1.528(3)
C16 C15 1.388(3)
C16 C11 1.404(3)
C11 C12 1.391(2)
C12 C13 1.394(3)
C21 C20 1.384(3)
C21 C22 1.391(3)
C14 C13 1.380(3)
C14 C15 1.385(3)
C25 C24 1.394(3)
C23 C24 1.367(4)
