 
data_2009src0114
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C22 H25 Cl N5 O P Pd'
_chemical_formula_weight          548.29
 
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'
 
_symmetry_cell_setting            triclinic
_symmetry_space_group_name_H-M    P-1
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, -y, -z'
 
_cell_length_a                    8.8363(4)
_cell_length_b                    10.2749(3)
_cell_length_c                    11.6567(5)
_cell_angle_alpha                 86.643(3)
_cell_angle_beta                  86.468(2)
_cell_angle_gamma                 86.435(2)
_cell_volume                      1052.69(7)
_cell_formula_units_Z             2
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     22108
_cell_measurement_theta_min       2.91
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        lath
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.08
_exptl_crystal_size_mid           0.04
_exptl_crystal_size_min           0.01
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.730
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              556
_exptl_absorpt_coefficient_mu     1.111
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9164
_exptl_absorpt_correction_T_max   0.9890
_exptl_absorpt_process_details    'SADABS 2007/2 (Sheldrick, G.M., 2007)' 
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature           120(2)
_diffrn_radiation_wavelength           0.71073
_diffrn_radiation_type                      MoK\a
_diffrn_radiation_source                  'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_monochromator    '10cm confocal mirrors'
_diffrn_measurement_device_type   
'Bruker-Nonius APEX II CCD camera on κ-goniostat'
_diffrn_measurement_method          'φ & ω scans'
_diffrn_detector_area_resol_mean   '4096x4096pixels / 62x62mm'
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             16112
_diffrn_reflns_av_R_equivalents   0.0534
_diffrn_reflns_av_sigmaI/netI     0.0591
_diffrn_reflns_limit_h_min        -11
_diffrn_reflns_limit_h_max        11
_diffrn_reflns_limit_k_min        -13
_diffrn_reflns_limit_k_max        12
_diffrn_reflns_limit_l_min        -15
_diffrn_reflns_limit_l_max        15
_diffrn_reflns_theta_min          2.96
_diffrn_reflns_theta_max          27.48
_reflns_number_total              4783
_reflns_number_gt                 4043
_reflns_threshold_expression      >2σ(I)
 

_computing_data_collection        
'COLLECT (Hooft, R.W.W., 1998)'
_computing_cell_refinement        
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
#Although determined using DirAx, the cell is refined in the HKL
#package during data reduction
_computing_data_reduction         
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'  
_computing_structure_solution     ?
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
 
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
 
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
 'calc w=1/[σ²(Fo²)+(0.0000P)²+5.4726P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        ?
_refine_ls_number_reflns          4783
_refine_ls_number_parameters      281
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0686
_refine_ls_R_factor_gt            0.0532
_refine_ls_wR_factor_ref          0.1097
_refine_ls_wR_factor_gt           0.1018
_refine_ls_goodness_of_fit_ref    1.124
_refine_ls_restrained_S_all       1.124
_refine_ls_shift/su_max           0.001
_refine_ls_shift/su_mean          0.000
 
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
C2 C 0.2654(5) 0.9320(4) 0.4801(4) 0.0210(10) Uani 1 1 d . . .
H2A H 0.2737 0.9965 0.4138 0.025 Uiso 1 1 calc R . .
H2B H 0.2717 0.9783 0.5516 0.025 Uiso 1 1 calc R . .
C3 C 0.1160(6) 0.8680(5) 0.4817(4) 0.0267(11) Uani 1 1 d . . .
C5 C 0.1750(5) 0.8335(4) 0.2755(4) 0.0219(10) Uani 1 1 d . . .
C6 C 0.1002(6) 0.8642(5) 0.1742(5) 0.0315(12) Uani 1 1 d . . .
H6 H -0.0077 0.8709 0.1774 0.038 Uiso 1 1 calc R . .
C7 C 0.1794(7) 0.8848(5) 0.0702(5) 0.0342(13) Uani 1 1 d . . .
H7 H 0.1265 0.9036 0.0021 0.041 Uiso 1 1 calc R . .
C8 C 0.3372(7) 0.8782(5) 0.0651(4) 0.0315(12) Uani 1 1 d . . .
H8 H 0.3924 0.8962 -0.0060 0.038 Uiso 1 1 calc R . .
C9 C 0.4145(6) 0.8450(5) 0.1644(4) 0.0231(10) Uani 1 1 d . . .
H9 H 0.5224 0.8396 0.1604 0.028 Uiso 1 1 calc R . .
C10 C 0.3347(5) 0.8197(4) 0.2701(4) 0.0163(9) Uani 1 1 d . . .
C11 C 0.4203(5) 0.7800(4) 0.3730(4) 0.0150(9) Uani 1 1 d . . .
C12 C 0.5414(5) 0.6743(4) 0.3736(4) 0.0168(9) Uani 1 1 d . . .
C13 C 0.5855(5) 0.6008(4) 0.2788(4) 0.0206(10) Uani 1 1 d . . .
H13 H 0.5428 0.6231 0.2069 0.025 Uiso 1 1 calc R . .
C14 C 0.6897(5) 0.4967(4) 0.2884(4) 0.0196(9) Uani 1 1 d . . .
H14 H 0.7208 0.4489 0.2228 0.023 Uiso 1 1 calc R . .
C15 C 0.7497(5) 0.4610(4) 0.3934(4) 0.0205(10) Uani 1 1 d . . .
H15 H 0.8202 0.3877 0.4004 0.025 Uiso 1 1 calc R . .
C16 C 0.7065(5) 0.5331(4) 0.4886(4) 0.0199(9) Uani 1 1 d . . .
H16 H 0.7475 0.5071 0.5604 0.024 Uiso 1 1 calc R . .
C17 C 0.6047(5) 0.6426(4) 0.4820(4) 0.0164(9) Uani 1 1 d . . .
C18 C -0.0601(7) 0.7563(7) 0.3765(8) 0.061(2) Uani 1 1 d . . .
H18A H -0.0868 0.7136 0.4518 0.092 Uiso 1 1 calc R . .
H18B H -0.0547 0.6919 0.3174 0.092 Uiso 1 1 calc R . .
H18C H -0.1377 0.8256 0.3584 0.092 Uiso 1 1 calc R . .
C20 C 0.8283(6) 0.5629(5) 0.7537(4) 0.0241(10) Uani 1 1 d . . .
H20A H 0.7869 0.4768 0.7452 0.029 Uiso 1 1 calc R . .
H20B H 0.9037 0.5788 0.6888 0.029 Uiso 1 1 calc R . .
C22 C 0.7961(6) 0.5338(5) 0.9617(4) 0.0292(12) Uani 1 1 d . . .
H22A H 0.7468 0.4522 0.9493 0.035 Uiso 1 1 calc R . .
H22B H 0.8538 0.5182 1.0319 0.035 Uiso 1 1 calc R . .
C24 C 0.5721(5) 0.6473(5) 0.8882(4) 0.0205(10) Uani 1 1 d . . .
H24A H 0.4896 0.7142 0.9056 0.025 Uiso 1 1 calc R . .
H24B H 0.5255 0.5628 0.8833 0.025 Uiso 1 1 calc R . .
C25 C 0.7776(5) 0.8285(5) 0.7919(4) 0.0212(10) Uani 1 1 d . . .
H25A H 0.8515 0.8537 0.7284 0.025 Uiso 1 1 calc R . .
H25B H 0.7060 0.9048 0.8052 0.025 Uiso 1 1 calc R . .
C27 C 0.9713(6) 0.6859(5) 0.8780(5) 0.0269(11) Uani 1 1 d . . .
H27A H 1.0364 0.6754 0.9445 0.032 Uiso 1 1 calc R . .
H27B H 1.0372 0.7076 0.8086 0.032 Uiso 1 1 calc R . .
C28 C 0.7531(6) 0.7592(5) 0.9933(4) 0.0254(11) Uani 1 1 d . . .
H28A H 0.6737 0.8309 1.0018 0.030 Uiso 1 1 calc R . .
H28B H 0.8090 0.7512 1.0646 0.030 Uiso 1 1 calc R . .
N1 N 0.3887(4) 0.8305(3) 0.4707(3) 0.0168(8) Uani 1 1 d . . .
N4 N 0.0882(5) 0.8133(4) 0.3794(4) 0.0281(10) Uani 1 1 d . . .
N21 N 0.9038(5) 0.5607(4) 0.8634(4) 0.0249(9) Uani 1 1 d . . .
N23 N 0.6780(5) 0.6364(4) 0.9824(3) 0.0223(9) Uani 1 1 d . . .
N26 N 0.8592(5) 0.7952(4) 0.8966(3) 0.0231(9) Uani 1 1 d . . .
O3 O 0.0298(4) 0.8606(4) 0.5657(3) 0.0409(10) Uani 1 1 d . . .
P19 P 0.67113(13) 0.69262(11) 0.74795(10) 0.0170(2) Uani 1 1 d . . .
Cl1 Cl 0.39121(15) 0.90002(12) 0.74230(10) 0.0285(3) Uani 1 1 d . . .
Pd1 Pd 0.51752(4) 0.75646(3) 0.60610(3) 0.01710(11) Uani 1 1 d . . .
 
 
_geom_special_details
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
 
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
C2 N1 1.464(5) . ?
C2 C3 1.510(7) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 O3 1.205(6) . ?
C3 N4 1.389(7) . ?
C5 C6 1.398(7) . ?
C5 N4 1.405(6) . ?
C5 C10 1.408(6) . ?
C6 C7 1.375(8) . ?
C6 H6 0.9500 . ?
C7 C8 1.389(8) . ?
C7 H7 0.9500 . ?
C8 C9 1.395(7) . ?
C8 H8 0.9500 . ?
C9 C10 1.401(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.480(6) . ?
C11 N1 1.288(6) . ?
C11 C12 1.477(6) . ?
C12 C13 1.397(6) . ?
C12 C17 1.426(6) . ?
C13 C14 1.371(6) . ?
C13 H13 0.9500 . ?
C14 C15 1.385(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.391(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.397(6) . ?
C16 H16 0.9500 . ?
C17 Pd1 2.001(4) . ?
C18 N4 1.472(7) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C20 N21 1.477(6) . ?
C20 P19 1.866(5) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C22 N23 1.456(6) . ?
C22 N21 1.469(7) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C24 N23 1.481(6) . ?
C24 P19 1.855(5) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 N26 1.468(6) . ?
C25 P19 1.845(5) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C27 N26 1.467(6) . ?
C27 N21 1.475(6) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 N26 1.467(6) . ?
C28 N23 1.476(6) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
N1 Pd1 2.083(4) . ?
P19 Pd1 2.2463(12) . ?
Cl1 Pd1 2.4070(12) . ?
 
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 C2 C3 108.4(4) . . ?
N1 C2 H2A 110.0 . . ?
C3 C2 H2A 110.0 . . ?
N1 C2 H2B 110.0 . . ?
C3 C2 H2B 110.0 . . ?
H2A C2 H2B 108.4 . . ?
O3 C3 N4 122.3(5) . . ?
O3 C3 C2 123.1(5) . . ?
N4 C3 C2 114.5(4) . . ?
C6 C5 N4 119.0(5) . . ?
C6 C5 C10 119.2(5) . . ?
N4 C5 C10 121.7(4) . . ?
C7 C6 C5 121.4(5) . . ?
C7 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
C6 C7 C8 119.7(5) . . ?
C6 C7 H7 120.2 . . ?
C8 C7 H7 120.2 . . ?
C7 C8 C9 120.0(5) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C8 C9 C10 120.7(5) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C9 C10 C5 118.9(4) . . ?
C9 C10 C11 119.2(4) . . ?
C5 C10 C11 121.9(4) . . ?
N1 C11 C12 114.8(4) . . ?
N1 C11 C10 122.2(4) . . ?
C12 C11 C10 122.8(4) . . ?
C13 C12 C17 120.4(4) . . ?
C13 C12 C11 123.9(4) . . ?
C17 C12 C11 115.5(4) . . ?
C14 C13 C12 120.7(4) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C13 C14 C15 120.2(4) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C14 C15 C16 119.7(4) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C15 C16 C17 122.2(4) . . ?
C15 C16 H16 118.9 . . ?
C17 C16 H16 118.9 . . ?
C16 C17 C12 116.8(4) . . ?
C16 C17 Pd1 129.9(3) . . ?
C12 C17 Pd1 113.1(3) . . ?
N4 C18 H18A 109.5 . . ?
N4 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
N4 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N21 C20 P19 111.2(3) . . ?
N21 C20 H20A 109.4 . . ?
P19 C20 H20A 109.4 . . ?
N21 C20 H20B 109.4 . . ?
P19 C20 H20B 109.4 . . ?
H20A C20 H20B 108.0 . . ?
N23 C22 N21 115.2(4) . . ?
N23 C22 H22A 108.5 . . ?
N21 C22 H22A 108.5 . . ?
N23 C22 H22B 108.5 . . ?
N21 C22 H22B 108.5 . . ?
H22A C22 H22B 107.5 . . ?
N23 C24 P19 111.4(3) . . ?
N23 C24 H24A 109.4 . . ?
P19 C24 H24A 109.4 . . ?
N23 C24 H24B 109.4 . . ?
P19 C24 H24B 109.4 . . ?
H24A C24 H24B 108.0 . . ?
N26 C25 P19 112.8(3) . . ?
N26 C25 H25A 109.0 . . ?
P19 C25 H25A 109.0 . . ?
N26 C25 H25B 109.0 . . ?
P19 C25 H25B 109.0 . . ?
H25A C25 H25B 107.8 . . ?
N26 C27 N21 113.9(4) . . ?
N26 C27 H27A 108.8 . . ?
N21 C27 H27A 108.8 . . ?
N26 C27 H27B 108.8 . . ?
N21 C27 H27B 108.8 . . ?
H27A C27 H27B 107.7 . . ?
N26 C28 N23 115.0(4) . . ?
N26 C28 H28A 108.5 . . ?
N23 C28 H28A 108.5 . . ?
N26 C28 H28B 108.5 . . ?
N23 C28 H28B 108.5 . . ?
H28A C28 H28B 107.5 . . ?
C11 N1 C2 118.9(4) . . ?
C11 N1 Pd1 116.2(3) . . ?
C2 N1 Pd1 124.9(3) . . ?
C3 N4 C5 124.2(4) . . ?
C3 N4 C18 115.6(5) . . ?
C5 N4 C18 118.7(5) . . ?
C22 N21 C27 108.8(4) . . ?
C22 N21 C20 111.0(4) . . ?
C27 N21 C20 111.3(4) . . ?
C22 N23 C28 107.8(4) . . ?
C22 N23 C24 110.4(4) . . ?
C28 N23 C24 112.0(4) . . ?
C28 N26 C27 109.0(4) . . ?
C28 N26 C25 110.7(4) . . ?
C27 N26 C25 110.4(4) . . ?
C25 P19 C24 99.3(2) . . ?
C25 P19 C20 97.8(2) . . ?
C24 P19 C20 97.4(2) . . ?
C25 P19 Pd1 111.84(15) . . ?
C24 P19 Pd1 114.94(15) . . ?
C20 P19 Pd1 130.39(16) . . ?
C17 Pd1 N1 80.27(16) . . ?
C17 Pd1 P19 100.36(13) . . ?
N1 Pd1 P19 174.46(11) . . ?
C17 Pd1 Cl1 173.96(13) . . ?
N1 Pd1 Cl1 93.87(10) . . ?
P19 Pd1 Cl1 85.61(4) . . ?
 
_diffrn_measured_fraction_theta_max    0.988
_diffrn_reflns_theta_full              27.48
_diffrn_measured_fraction_theta_full   0.988
_refine_diff_density_max    0.642
_refine_diff_density_min   -0.633
_refine_diff_density_rms    0.144
