 
data_2009src0268
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C32 H31 N O2 P Pd S'
_chemical_formula_weight          631.01
 
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'
 'S'  'S'   0.1246   0.1234
 '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'
 'Cl'  'Cl'   0.1484   0.1585
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_symmetry_cell_setting            monoclinic
_symmetry_space_group_name_H-M    P21/c
 
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'
 
_cell_length_a                    9.48390(1)
_cell_length_b                    11.0427(2)
_cell_length_c                    26.0770(4)
_cell_angle_alpha                 90.00
_cell_angle_beta                  95.022(1)
_cell_angle_gamma                 90.00
_cell_volume                      2720.50(7)
_cell_formula_units_Z             4
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     53757
_cell_measurement_theta_min       2.91
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        plate
_exptl_crystal_colour             orange
_exptl_crystal_size_max           0.23
_exptl_crystal_size_mid           0.18
_exptl_crystal_size_min           0.03
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.541
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              1292
_exptl_absorpt_coefficient_mu     0.849
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.8287
_exptl_absorpt_correction_T_max   0.9750
_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    'graphite'
_diffrn_measurement_device_type   
'Bruker-Nonius Roper CCD camera on κ-goniostat'
_diffrn_measurement_method          'φ & ω scans'
_diffrn_detector_area_resol_mean   '9.091'
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             54400
_diffrn_reflns_av_R_equivalents   0.0688
_diffrn_reflns_av_sigmaI/netI     0.0418
_diffrn_reflns_limit_h_min        -12
_diffrn_reflns_limit_h_max        12
_diffrn_reflns_limit_k_min        -14
_diffrn_reflns_limit_k_max        14
_diffrn_reflns_limit_l_min        -33
_diffrn_reflns_limit_l_max        33
_diffrn_reflns_theta_min          2.99
_diffrn_reflns_theta_max          27.47
_reflns_number_total              5891
_reflns_number_gt                 5109
_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)+(0.0493P)²+24.3269P] 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          5891
_refine_ls_number_parameters      321
_refine_ls_number_restraints      14
_refine_ls_R_factor_all           0.0681
_refine_ls_R_factor_gt            0.0585
_refine_ls_wR_factor_ref          0.1427
_refine_ls_wR_factor_gt           0.1369
_refine_ls_goodness_of_fit_ref    1.041
_refine_ls_restrained_S_all       1.051
_refine_ls_shift/su_max           0.012
_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 -0.2363(5) 0.2143(5) 0.0863(2) 0.0208(10) Uani 1 1 d . . .
H2 H -0.2572 0.2219 0.1211 0.025 Uiso 1 1 calc R . .
C3 C -0.3303(6) 0.2317(5) 0.0492(2) 0.0253(12) Uani 1 1 d . . .
H3 H -0.4249 0.2533 0.0546 0.030 Uiso 1 1 calc R . .
C4 C -0.2832(6) 0.2165(5) -0.0020(2) 0.0268(12) Uani 1 1 d . . .
H4 H -0.3530 0.2284 -0.0300 0.032 Uiso 1 1 calc R . .
C5 C -0.1437(6) 0.1856(5) -0.0154(2) 0.0234(11) Uani 1 1 d . . .
H5 H -0.1208 0.1771 -0.0500 0.028 Uiso 1 1 calc R . .
C6 C -0.0532(5) 0.1705(4) 0.02349(19) 0.0181(10) Uani 1 1 d . . .
C7 C 0.0964(5) 0.1412(4) 0.01723(18) 0.0173(10) Uani 1 1 d . . .
C9 C 0.3449(5) 0.0968(5) -0.0096(2) 0.0233(11) Uani 1 1 d . . .
H9 H 0.4329 0.0814 -0.0232 0.028 Uiso 1 1 calc R . .
C10 C 0.3185(5) 0.1030(5) 0.0431(2) 0.0208(11) Uani 1 1 d . . .
H10 H 0.3945 0.0904 0.0687 0.025 Uiso 1 1 calc R . .
C11 C 0.1742(5) 0.1288(4) 0.05926(18) 0.0158(9) Uani 1 1 d . . .
C13 C -0.1499(5) 0.0598(5) 0.20235(18) 0.0179(10) Uani 1 1 d . . .
C14 C -0.2448(6) 0.0580(5) 0.2520(2) 0.0256(11) Uani 1 1 d . . .
H14A H -0.3165 -0.0058 0.2473 0.038 Uiso 1 1 calc R . .
H14B H -0.2914 0.1366 0.2549 0.038 Uiso 1 1 calc R . .
H14C H -0.1831 0.0422 0.2834 0.038 Uiso 1 1 calc R . .
C15 C 0.3476(3) 0.2418(2) 0.17493(12) 0.0162(10) Uani 1 1 d G . .
C16 C 0.4558(3) 0.2466(3) 0.21444(11) 0.0210(11) Uani 1 1 d G . .
H16 H 0.4605 0.1876 0.2411 0.025 Uiso 1 1 calc R . .
C17 C 0.5572(3) 0.3376(3) 0.21499(11) 0.0265(12) Uani 1 1 d G . .
H17 H 0.6311 0.3409 0.2420 0.032 Uiso 1 1 calc R . .
C18 C 0.5504(3) 0.4239(3) 0.17603(13) 0.0231(11) Uani 1 1 d G . .
H18 H 0.6197 0.4861 0.1764 0.028 Uiso 1 1 calc R . .
C19 C 0.4422(4) 0.4191(3) 0.13652(11) 0.0238(11) Uani 1 1 d G . .
H19 H 0.4375 0.4781 0.1099 0.029 Uiso 1 1 calc R . .
C20 C 0.3408(3) 0.3281(3) 0.13597(11) 0.0230(11) Uani 1 1 d G . .
H20 H 0.2669 0.3248 0.1090 0.028 Uiso 1 1 calc R . .
C21 C 0.3306(5) -0.0222(4) 0.16010(18) 0.0167(10) Uani 1 1 d . . .
C22 C 0.2583(5) -0.1272(5) 0.14822(19) 0.0201(10) Uani 1 1 d . . .
H22 H 0.1579 -0.1282 0.1469 0.024 Uiso 1 1 calc R . .
C23 C 0.3326(6) -0.2341(5) 0.1379(2) 0.0243(11) Uani 1 1 d . . .
H23 H 0.2806 -0.3064 0.1302 0.029 Uiso 1 1 calc R . .
C24 C 0.4788(6) -0.2369(5) 0.1386(2) 0.0234(11) Uani 1 1 d . . .
H24 H 0.5269 -0.3098 0.1316 0.028 Uiso 1 1 calc R . .
C25 C 0.5517(6) -0.1327(5) 0.1495(2) 0.0221(11) Uani 1 1 d . . .
H25 H 0.6519 -0.1319 0.1499 0.026 Uiso 1 1 calc R . .
C26 C 0.4782(5) -0.0255(5) 0.16024(18) 0.0179(10) Uani 1 1 d . . .
H26 H 0.5307 0.0465 0.1678 0.022 Uiso 1 1 calc R . .
C27 C 0.1581(3) 0.0913(3) 0.24707(9) 0.0186(10) Uani 1 1 d G . .
C28 C 0.1417(4) 0.1926(2) 0.27763(12) 0.0202(10) Uani 1 1 d G . .
H28 H 0.1647 0.2707 0.2655 0.024 Uiso 1 1 calc R . .
C29 C 0.0918(4) 0.1797(2) 0.32588(11) 0.0250(11) Uani 1 1 d G . .
H29 H 0.0806 0.2489 0.3468 0.030 Uiso 1 1 calc R . .
C30 C 0.0582(4) 0.0654(3) 0.34357(10) 0.0284(12) Uani 1 1 d G . .
H30 H 0.0241 0.0566 0.3766 0.034 Uiso 1 1 calc R . .
C31 C 0.0745(4) -0.0359(2) 0.31302(12) 0.0249(12) Uani 1 1 d G . .
H31 H 0.0516 -0.1140 0.3251 0.030 Uiso 1 1 calc R . .
C32 C 0.1245(3) -0.0229(2) 0.26477(11) 0.0194(10) Uani 1 1 d G . .
H32 H 0.1356 -0.0922 0.2439 0.023 Uiso 1 1 calc R . .
N1 N -0.1014(4) 0.1836(4) 0.07360(16) 0.0170(8) Uani 1 1 d . . .
O12A O -0.0985(4) 0.1637(3) 0.18874(13) 0.0180(7) Uani 1 1 d . . .
O12B O -0.1233(4) -0.0355(3) 0.17831(15) 0.0285(9) Uani 1 1 d . . .
P1 P 0.22519(13) 0.11328(11) 0.17633(5) 0.0140(3) Uani 1 1 d . . .
S8 S 0.19581(14) 0.12097(13) -0.04106(5) 0.0224(3) Uani 1 1 d . . .
Pd1 Pd 0.05120(4) 0.14552(3) 0.125250(13) 0.01326(12) Uani 1 1 d . . .
C41 C 0.3147(14) 0.4412(15) -0.0045(6) 0.136(6) Uani 1 1 d DU . .
H41A H 0.2907 0.4532 -0.0415 0.204 Uiso 1 1 calc R . .
H41B H 0.3433 0.3568 0.0019 0.204 Uiso 1 1 calc R . .
H41C H 0.3929 0.4951 0.0074 0.204 Uiso 1 1 calc R . .
C42 C 0.1829(9) 0.4704(8) 0.0252(4) 0.069(2) Uani 1 1 d DU . .
H42A H 0.1650 0.4037 0.0492 0.082 Uiso 1 1 calc R . .
H42B H 0.1985 0.5460 0.0453 0.082 Uiso 1 1 calc R . .
C43 C 0.0655(8) 0.4840(6) -0.0127(3) 0.0434(17) Uani 1 1 d D . .
H43A H 0.0500 0.4075 -0.0322 0.052 Uiso 1 1 calc R . .
H43B H 0.0863 0.5485 -0.0373 0.052 Uiso 1 1 calc R . .
 
 
_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 C3 1.271(7) . ?
C2 N1 1.390(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.455(8) . ?
C3 H3 0.9500 . ?
C4 C5 1.439(8) . ?
C4 H4 0.9500 . ?
C5 C6 1.281(7) . ?
C5 H5 0.9500 . ?
C6 N1 1.429(7) . ?
C6 C7 1.478(7) . ?
C7 C11 1.274(6) . ?
C7 S8 1.871(5) . ?
C9 C10 1.419(7) . ?
C9 S8 1.595(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.495(7) . ?
C10 H10 0.9500 . ?
C11 Pd1 2.170(5) . ?
C13 O12B 1.261(6) . ?
C13 O12A 1.307(6) . ?
C13 C14 1.639(7) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.3900 . ?
C15 C20 1.3900 . ?
C15 P1 1.836(2) . ?
C16 C17 1.3900 . ?
C16 H16 0.9500 . ?
C17 C18 1.3900 . ?
C17 H17 0.9500 . ?
C18 C19 1.3900 . ?
C18 H18 0.9500 . ?
C19 C20 1.3900 . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 C22 1.369(7) . ?
C21 C26 1.400(7) . ?
C21 P1 1.868(5) . ?
C22 C23 1.413(7) . ?
C22 H22 0.9500 . ?
C23 C24 1.386(8) . ?
C23 H23 0.9500 . ?
C24 C25 1.360(7) . ?
C24 H24 0.9500 . ?
C25 C26 1.413(7) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 C28 1.3900 . ?
C27 C32 1.3900 . ?
C27 P1 2.018(3) . ?
C28 C29 1.3900 . ?
C28 H28 0.9500 . ?
C29 C30 1.3900 . ?
C29 H29 0.9500 . ?
C30 C31 1.3900 . ?
C30 H30 0.9500 . ?
C31 C32 1.3900 . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
N1 Pd1 1.935(4) . ?
O12A Pd1 2.282(4) . ?
P1 Pd1 2.0589(12) . ?
C41 C42 1.561(5) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 C43 1.432(10) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 C43 1.501(15) 3_565 ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
 
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
C3 C2 N1 117.1(5) . . ?
C3 C2 H2 121.5 . . ?
N1 C2 H2 121.5 . . ?
C2 C3 C4 115.4(5) . . ?
C2 C3 H3 122.3 . . ?
C4 C3 H3 122.3 . . ?
C5 C4 C3 127.8(5) . . ?
C5 C4 H4 116.1 . . ?
C3 C4 H4 116.1 . . ?
C6 C5 C4 113.9(5) . . ?
C6 C5 H5 123.1 . . ?
C4 C5 H5 123.1 . . ?
C5 C6 N1 117.7(5) . . ?
C5 C6 C7 121.6(5) . . ?
N1 C6 C7 120.7(4) . . ?
C11 C7 C6 114.7(5) . . ?
C11 C7 S8 113.0(4) . . ?
C6 C7 S8 132.3(3) . . ?
C10 C9 S8 105.4(4) . . ?
C10 C9 H9 127.3 . . ?
S8 C9 H9 127.3 . . ?
C9 C10 C11 121.7(4) . . ?
C9 C10 H10 119.1 . . ?
C11 C10 H10 119.1 . . ?
C7 C11 C10 104.7(4) . . ?
C7 C11 Pd1 111.2(4) . . ?
C10 C11 Pd1 144.0(3) . . ?
O12B C13 O12A 120.1(5) . . ?
O12B C13 C14 122.0(5) . . ?
O12A C13 C14 117.9(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 . . ?
C16 C15 C20 120.0 . . ?
C16 C15 P1 116.20(17) . . ?
C20 C15 P1 123.72(17) . . ?
C15 C16 C17 120.0 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C18 C17 C16 120.0 . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C19 C18 C17 120.0 . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C18 C19 C20 120.0 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C19 C20 C15 120.0 . . ?
C19 C20 H20 120.0 . . ?
C15 C20 H20 120.0 . . ?
C22 C21 C26 117.3(5) . . ?
C22 C21 P1 117.5(4) . . ?
C26 C21 P1 125.1(4) . . ?
C21 C22 C23 120.2(5) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
C24 C23 C22 122.1(5) . . ?
C24 C23 H23 119.0 . . ?
C22 C23 H23 119.0 . . ?
C25 C24 C23 118.3(5) . . ?
C25 C24 H24 120.9 . . ?
C23 C24 H24 120.9 . . ?
C24 C25 C26 120.0(5) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C21 C26 C25 122.1(5) . . ?
C21 C26 H26 118.9 . . ?
C25 C26 H26 118.9 . . ?
C28 C27 C32 120.0 . . ?
C28 C27 P1 119.16(17) . . ?
C32 C27 P1 120.82(17) . . ?
C29 C28 C27 120.0 . . ?
C29 C28 H28 120.0 . . ?
C27 C28 H28 120.0 . . ?
C28 C29 C30 120.0 . . ?
C28 C29 H29 120.0 . . ?
C30 C29 H29 120.0 . . ?
C31 C30 C29 120.0 . . ?
C31 C30 H30 120.0 . . ?
C29 C30 H30 120.0 . . ?
C30 C31 C32 120.0 . . ?
C30 C31 H31 120.0 . . ?
C32 C31 H31 120.0 . . ?
C31 C32 C27 120.0 . . ?
C31 C32 H32 120.0 . . ?
C27 C32 H32 120.0 . . ?
C2 N1 C6 128.1(4) . . ?
C2 N1 Pd1 122.4(3) . . ?
C6 N1 Pd1 109.6(3) . . ?
C13 O12A Pd1 113.0(3) . . ?
C15 P1 C21 105.2(2) . . ?
C15 P1 C27 111.20(15) . . ?
C21 P1 C27 109.19(18) . . ?
C15 P1 Pd1 109.02(11) . . ?
C21 P1 Pd1 113.99(15) . . ?
C27 P1 Pd1 108.24(11) . . ?
C9 S8 C7 95.1(2) . . ?
N1 Pd1 P1 174.97(13) . . ?
N1 Pd1 C11 83.55(18) . . ?
P1 Pd1 C11 92.43(13) . . ?
N1 Pd1 O12A 90.63(15) . . ?
P1 Pd1 O12A 93.45(9) . . ?
C11 Pd1 O12A 174.05(14) . . ?
C42 C41 H41A 109.5 . . ?
C42 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C42 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C43 C42 C41 106.6(9) . . ?
C43 C42 H42A 110.4 . . ?
C41 C42 H42A 110.4 . . ?
C43 C42 H42B 110.4 . . ?
C41 C42 H42B 110.4 . . ?
H42A C42 H42B 108.6 . . ?
C42 C43 C43 110.0(8) . 3_565 ?
C42 C43 H43A 109.7 . . ?
C43 C43 H43A 109.7 3_565 . ?
C42 C43 H43B 109.7 . . ?
C43 C43 H43B 109.7 3_565 . ?
H43A C43 H43B 108.2 . . ?
 
_diffrn_measured_fraction_theta_max    0.943
_diffrn_reflns_theta_full              25.00
_diffrn_measured_fraction_theta_full   0.998
_refine_diff_density_max    2.151
_refine_diff_density_min   -2.054
_refine_diff_density_rms    0.149
