#------------------------------------------------------------------------------
#$Date: 2016-03-21 06:11:57 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178497 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/08/4060837.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_4060837
loop_
_publ_author_name
'José Vicente'
'José-Antonio Abad'
'Andrew D. Frankland'
'Joaquín López-Serrano'
'M. Carmen Ramírez de Arellano'
'Peter G. Jones'
_publ_section_title
;
 Synthesis and Reactivity toward Isonitriles of
 (2-Aminoaryl)palladium(II) Complexes
;
_journal_name_full               Organometallics
_journal_page_first              272
_journal_page_last               282
_journal_paper_doi               10.1021/om0104971
_journal_volume                  21
_journal_year                    2002
_chemical_formula_sum            'C33 H33 I N4 Pd'
_chemical_formula_weight         718.93
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     Patterson
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.28(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.966(3)
_cell_length_b                   12.378(3)
_cell_length_c                   18.662(4)
_cell_measurement_reflns_used    56
_cell_measurement_temperature    143(2)
_cell_measurement_theta_max      11.5
_cell_measurement_theta_min      10
_cell_volume                     2995.2(12)
_computing_cell_refinement       'Stoe DIF4'
_computing_data_collection       'Stoe DIF4'
_computing_data_reduction        'Stoe REDU4'
_computing_molecular_graphics    'Siemens XP'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      143(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Stoe STADI-4'
_diffrn_measurement_method       ω/θ-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  0.0236
_diffrn_reflns_av_sigmaI/netI    0.0376
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            5516
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.04
_diffrn_reflns_theta_min         3.14
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.678
_exptl_absorpt_correction_T_max  0.862
_exptl_absorpt_correction_T_min  0.720
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   XEMP
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.594
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1432
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.485
_refine_diff_density_min         -0.486
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       0.00034(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    'NH with SADI, rigid methyls, others riding'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     367
_refine_ls_number_reflns         5280
_refine_ls_number_restraints     329
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0323
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0198P)²+3.7919P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0626
_refine_ls_wR_factor_ref         0.0682
_reflns_number_gt                4452
_reflns_number_total             5280
_reflns_threshold_expression     >2sigma(I)
_cod_depositor_comments
;
The following automatic conversions were performed:
'_geom_angle_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (24
times).

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (18 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4060837
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
I I 0.27537(2) 0.29498(2) 0.108976(13) 0.03198(9) Uani 1 1 d .
Pd Pd 0.42046(2) 0.31292(2) 0.214416(14) 0.02054(9) Uani 1 1 d .
N1 N 0.6379(3) 0.2415(3) 0.4289(2) 0.0452(10) Uani 1 1 d DU
H01 H 0.639(3) 0.301(2) 0.412(2) 0.022(11) Uiso 1 1 d D
H02 H 0.668(4) 0.224(4) 0.464(2) 0.067(18) Uiso 1 1 d D
N2 N 0.5788(2) 0.3754(3) 0.32281(16) 0.0259(7) Uani 1 1 d U
N3 N 0.6015(2) 0.2812(3) 0.10792(16) 0.0265(7) Uani 1 1 d U
N4 N 0.2351(2) 0.3147(2) 0.32013(16) 0.0240(7) Uani 1 1 d U
C2 C 0.5253(3) 0.2991(3) 0.29714(19) 0.0238(8) Uani 1 1 d U
C3 C 0.5361(3) 0.2957(3) 0.14739(19) 0.0249(8) Uani 1 1 d U
C4 C 0.3062(3) 0.3199(3) 0.28460(19) 0.0246(8) Uani 1 1 d U
C11 C 0.5296(3) 0.1888(3) 0.3284(2) 0.0253(8) Uani 1 1 d DU
C12 C 0.4763(3) 0.1041(3) 0.2955(2) 0.0321(9) Uani 1 1 d DU
H12 H 0.4416 0.1180 0.2515 0.039 Uiso 1 1 calc R
C13 C 0.4717(3) 0.0016(3) 0.3236(2) 0.0380(10) Uani 1 1 d DU
H13 H 0.4354 -0.0542 0.2992 0.046 Uiso 1 1 calc R
C14 C 0.5208(3) -0.0185(4) 0.3881(2) 0.0396(10) Uani 1 1 d DU
H14 H 0.5172 -0.0884 0.4090 0.048 Uiso 1 1 calc R
C15 C 0.5741(3) 0.0614(3) 0.4216(2) 0.0370(10) Uani 1 1 d DU
H15 H 0.6068 0.0460 0.4662 0.044 Uiso 1 1 calc R
C16 C 0.5827(3) 0.1658(3) 0.3930(2) 0.0301(9) Uani 1 1 d DU
C21 C 0.5797(3) 0.4840(3) 0.2989(2) 0.0262(8) Uani 1 1 d DU
C22 C 0.6589(3) 0.5177(3) 0.2524(2) 0.0312(9) Uani 1 1 d DU
C23 C 0.6635(3) 0.6260(4) 0.2341(2) 0.0416(11) Uani 1 1 d DU
H23 H 0.7152 0.6503 0.2021 0.050 Uiso 1 1 calc R
C24 C 0.5939(3) 0.6993(4) 0.2619(3) 0.0436(11) Uani 1 1 d DU
H24 H 0.5974 0.7729 0.2478 0.052 Uiso 1 1 calc R
C25 C 0.5199(3) 0.6667(3) 0.3096(2) 0.0375(10) Uani 1 1 d DU
H25 H 0.4739 0.7183 0.3294 0.045 Uiso 1 1 calc R
C26 C 0.5120(3) 0.5586(3) 0.3289(2) 0.0295(9) Uani 1 1 d DU
C27 C 0.7408(3) 0.4399(4) 0.2294(2) 0.0394(10) Uani 1 1 d U
H27A H 0.7930 0.4783 0.2015 0.047 Uiso 1 1 calc R
H27B H 0.7097 0.3829 0.2000 0.047 Uiso 1 1 calc R
H27C H 0.7732 0.4076 0.2719 0.047 Uiso 1 1 calc R
C28 C 0.4353(3) 0.5260(3) 0.3853(2) 0.0397(11) Uani 1 1 d U
H28A H 0.4014 0.5907 0.4043 0.048 Uiso 1 1 calc R
H28B H 0.4711 0.4881 0.4242 0.048 Uiso 1 1 calc R
H28C H 0.3833 0.4781 0.3640 0.048 Uiso 1 1 calc R
C31 C 0.6889(3) 0.2638(3) 0.06399(19) 0.0249(8) Uani 1 1 d DU
C32 C 0.7264(3) 0.3508(3) 0.0256(2) 0.0284(9) Uani 1 1 d DU
C33 C 0.8148(3) 0.3306(4) -0.0152(2) 0.0355(10) Uani 1 1 d DU
H33 H 0.8440 0.3870 -0.0430 0.043 Uiso 1 1 calc R
C34 C 0.8599(3) 0.2292(4) -0.0152(2) 0.0366(10) Uani 1 1 d DU
H34 H 0.9208 0.2174 -0.0422 0.044 Uiso 1 1 calc R
C35 C 0.8185(3) 0.1459(4) 0.0229(2) 0.0335(9) Uani 1 1 d DU
H35 H 0.8502 0.0768 0.0214 0.040 Uiso 1 1 calc R
C36 C 0.7305(3) 0.1608(3) 0.0638(2) 0.0283(9) Uani 1 1 d DU
C37 C 0.6762(3) 0.4592(3) 0.0283(2) 0.0380(10) Uani 1 1 d U
H37A H 0.6015 0.4509 0.0223 0.046 Uiso 1 1 calc R
H37B H 0.7033 0.5046 -0.0104 0.046 Uiso 1 1 calc R
H37C H 0.6909 0.4933 0.0746 0.046 Uiso 1 1 calc R
C38 C 0.6815(3) 0.0703(3) 0.1047(2) 0.0411(11) Uani 1 1 d U
H38A H 0.6784 0.0894 0.1556 0.049 Uiso 1 1 calc R
H38B H 0.7225 0.0045 0.0988 0.049 Uiso 1 1 calc R
H38C H 0.6115 0.0580 0.0864 0.049 Uiso 1 1 calc R
C41 C 0.1456(3) 0.2883(3) 0.35872(19) 0.0246(8) Uani 1 1 d DU
C42 C 0.0951(3) 0.3682(3) 0.3964(2) 0.0320(9) Uani 1 1 d DU
C43 C 0.0080(3) 0.3349(4) 0.4343(2) 0.0448(11) Uani 1 1 d DU
H43 H -0.0296 0.3865 0.4613 0.054 Uiso 1 1 calc R
C44 C -0.0247(4) 0.2288(5) 0.4335(3) 0.0536(13) Uani 1 1 d DU
H44 H -0.0836 0.2080 0.4601 0.064 Uiso 1 1 calc R
C45 C 0.0283(3) 0.1530(4) 0.3940(3) 0.0490(12) Uani 1 1 d DU
H45 H 0.0046 0.0804 0.3932 0.059 Uiso 1 1 calc R
C46 C 0.1145(3) 0.1804(3) 0.3558(2) 0.0339(9) Uani 1 1 d DU
C47 C 0.1316(3) 0.4829(3) 0.3960(2) 0.0419(11) Uani 1 1 d U
H47A H 0.1956 0.4887 0.4239 0.050 Uiso 1 1 calc R
H47B H 0.0787 0.5294 0.4172 0.050 Uiso 1 1 calc R
H47C H 0.1443 0.5057 0.3465 0.050 Uiso 1 1 calc R
C48 C 0.1740(4) 0.0987(4) 0.3127(3) 0.0473(12) Uani 1 1 d U
H48A H 0.2417 0.0870 0.3350 0.057 Uiso 1 1 calc R
H48B H 0.1832 0.1257 0.2638 0.057 Uiso 1 1 calc R
H48C H 0.1359 0.0304 0.3113 0.057 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'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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_publ_flag
C3 Pd C4 175.96(15) y
C3 Pd C2 88.01(14) y
C4 Pd C2 90.07(14) y
C3 Pd I 93.31(11) y
C4 Pd I 87.99(11) y
C2 Pd I 170.29(11) y
C2 N2 C21 126.5(3) y
C3 N3 C31 175.0(4) y
C4 N4 C41 169.1(4) y
N2 C2 C11 121.2(3) y
N2 C2 Pd 125.5(3) y
C11 C2 Pd 113.2(3) y
N3 C3 Pd 176.9(3) y
N4 C4 Pd 171.9(3) y
C12 C11 C16 117.5(4) y
C12 C11 C2 120.0(3) y
C16 C11 C2 122.5(3) y
C13 C12 C11 123.2(4) y
C12 C13 C14 118.6(4) y
C15 C14 C13 120.1(4) y
C14 C15 C16 122.5(4) y
N1 C16 C15 119.5(4) y
N1 C16 C11 122.4(4) y
C15 C16 C11 118.1(4) y
C26 C21 C22 120.9(4) ?
C26 C21 N2 119.7(3) ?
C22 C21 N2 118.8(3) ?
C23 C22 C21 118.0(4) ?
C23 C22 C27 121.4(4) ?
C21 C22 C27 120.4(4) ?
C24 C23 C22 121.0(4) ?
C25 C24 C23 120.7(4) ?
C24 C25 C26 120.3(4) ?
C25 C26 C21 119.0(4) ?
C25 C26 C28 119.3(4) ?
C21 C26 C28 121.6(4) ?
C32 C31 C36 125.4(4) ?
C32 C31 N3 117.7(3) ?
C36 C31 N3 116.9(3) ?
C31 C32 C33 115.7(4) ?
C31 C32 C37 121.9(4) ?
C33 C32 C37 122.4(4) ?
C34 C33 C32 120.5(4) ?
C35 C34 C33 121.2(4) ?
C34 C35 C36 120.9(4) ?
C31 C36 C35 116.3(4) ?
C31 C36 C38 121.5(4) ?
C35 C36 C38 122.2(4) ?
C42 C41 C46 124.6(4) ?
C42 C41 N4 119.2(3) ?
C46 C41 N4 116.1(3) ?
C41 C42 C43 115.6(4) ?
C41 C42 C47 121.8(4) ?
C43 C42 C47 122.6(4) ?
C44 C43 C42 121.6(4) ?
C45 C44 C43 120.0(4) ?
C46 C45 C44 121.3(5) ?
C45 C46 C41 116.9(4) ?
C45 C46 C48 122.2(4) ?
C41 C46 C48 121.0(4) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
I Pd 2.7246(9) y
Pd C3 1.969(4) y
Pd C4 1.985(4) y
Pd C2 2.059(4) y
N1 C16 1.355(6) y
N2 C2 1.264(5) y
N2 C21 1.417(5) y
N3 C3 1.141(5) y
N3 C31 1.418(5) y
N4 C4 1.140(5) y
N4 C41 1.407(4) y
C2 C11 1.486(5) y
C11 C12 1.397(5) y
C11 C16 1.414(5) y
C12 C13 1.374(5) y
C13 C14 1.382(6) y
C14 C15 1.358(6) y
C15 C16 1.403(6) y
C21 C26 1.394(5) ?
C21 C22 1.410(5) ?
C22 C23 1.385(6) ?
C22 C27 1.498(6) ?
C23 C24 1.381(6) ?
C24 C25 1.373(6) ?
C25 C26 1.390(6) ?
C26 C28 1.506(5) ?
C31 C32 1.382(5) ?
C31 C36 1.385(5) ?
C32 C33 1.401(5) ?
C32 C37 1.492(5) ?
C33 C34 1.385(6) ?
C34 C35 1.364(6) ?
C35 C36 1.388(5) ?
C36 C38 1.497(6) ?
C41 C42 1.381(5) ?
C41 C46 1.396(5) ?
C42 C43 1.398(6) ?
C42 C47 1.496(6) ?
C43 C44 1.380(7) ?
C44 C45 1.378(7) ?
C45 C46 1.371(6) ?
C46 C48 1.507(6) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H01 N2 0.80(3) 2.05(3) 2.691(5) 136(4) .
N1 H02 I 0.80(3) 3.04(3) 3.822(4) 169(5) 4_666
