#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:50:30 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179866 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/62/7016257.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_7016257
loop_
_publ_author_name
'Lentijo, Sergio'
'Miguel, Jesús A'
'Espinet, Pablo'
_publ_section_title
;
 Cyclopalladated complexes of perylene imine: mononuclear complexes
 with five- or six-membered metallacycles.
;
_journal_issue                   29
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              7602
_journal_page_last               7609
_journal_paper_doi               10.1039/c1dt10598a
_journal_volume                  40
_journal_year                    2011
_chemical_formula_sum            'C33 H31 Cl3 N P Pd'
_chemical_formula_weight         685.31
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                100.691(3)
_cell_angle_beta                 97.530(3)
_cell_angle_gamma                95.454(4)
_cell_formula_units_Z            2
_cell_length_a                   8.2882(15)
_cell_length_b                   13.595(2)
_cell_length_c                   13.810(2)
_cell_measurement_reflns_used    848
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      42.739
_cell_measurement_theta_min      5.438
_cell_volume                     1504.5(4)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0480
_diffrn_reflns_av_sigmaI/netI    0.0810
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13166
_diffrn_reflns_theta_full        26.42
_diffrn_reflns_theta_max         26.42
_diffrn_reflns_theta_min         1.52
_exptl_absorpt_coefficient_mu    0.960
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_correction_T_min  0.813275
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   (G.M.Sheldrick,SADABS,1996)
_exptl_crystal_colour            RED
_exptl_crystal_density_diffrn    1.513
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.626
_refine_diff_density_min         -0.502
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     356
_refine_ls_number_reflns         6117
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.000
_refine_ls_R_factor_all          0.1213
_refine_ls_R_factor_gt           0.0544
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0814P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1281
_refine_ls_wR_factor_ref         0.1628
_reflns_number_gt                3368
_reflns_number_total             6117
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1dt10598a.txt
_cod_data_source_block           5
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_cell_volume        1504.5(5)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7016257
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.55184(6) 0.94866(4) 0.80093(3) 0.0575(2) Uani 1 1 d . . .
P1 P 0.7087(2) 1.08718(14) 0.89422(13) 0.0744(5) Uani 1 1 d . . .
Cl1 Cl 0.7326(3) 0.85426(15) 0.88627(15) 0.0984(6) Uani 1 1 d . . .
C7 C 0.3880(7) 1.0290(4) 0.7447(4) 0.0557(14) Uani 1 1 d . . .
N1 N 0.4510(6) 0.8230(3) 0.6915(3) 0.0584(12) Uani 1 1 d . . .
C21 C 0.4016(7) 0.8340(4) 0.6030(5) 0.0584(15) Uani 1 1 d . . .
H21 H 0.3949 0.7775 0.5524 0.070 Uiso 1 1 calc R . .
C1 C 0.3550(7) 0.9251(4) 0.5733(4) 0.0540(14) Uani 1 1 d . . .
C2 C 0.3033(8) 0.9163(5) 0.4714(4) 0.0662(16) Uani 1 1 d . . .
H2 H 0.3176 0.8582 0.4275 0.079 Uiso 1 1 calc R . .
C3 C 0.2321(8) 0.9912(5) 0.4347(4) 0.0663(16) Uani 1 1 d . . .
H3 H 0.2079 0.9848 0.3660 0.080 Uiso 1 1 calc R . .
C4 C 0.1947(7) 1.0758(4) 0.4954(4) 0.0548(14) Uani 1 1 d . . .
C5 C 0.2356(7) 1.0840(4) 0.6015(4) 0.0519(13) Uani 1 1 d . . .
C6 C 0.3292(6) 1.0129(4) 0.6403(4) 0.0475(13) Uani 1 1 d . . .
C8 C 0.3235(8) 1.1024(5) 0.8037(5) 0.0708(17) Uani 1 1 d . . .
H8 H 0.3481 1.1089 0.8725 0.085 Uiso 1 1 calc R . .
C9 C 0.2234(8) 1.1678(5) 0.7676(5) 0.0671(17) Uani 1 1 d . . .
H9 H 0.1834 1.2159 0.8124 0.081 Uiso 1 1 calc R . .
C10 C 0.1825(7) 1.1630(4) 0.6676(4) 0.0572(14) Uani 1 1 d . . .
C11 C 0.0904(7) 1.2389(5) 0.6295(5) 0.0643(16) Uani 1 1 d . . .
C12 C 0.0634(7) 1.2336(5) 0.5235(5) 0.0624(16) Uani 1 1 d . . .
C13 C 0.1151(7) 1.1544(5) 0.4578(4) 0.0609(15) Uani 1 1 d . . .
C14 C 0.0904(9) 1.1564(6) 0.3567(5) 0.083(2) Uani 1 1 d . . .
H14 H 0.1240 1.1056 0.3116 0.099 Uiso 1 1 calc R . .
C15 C 0.0155(10) 1.2341(7) 0.3217(6) 0.096(2) Uani 1 1 d . . .
H15 H -0.0002 1.2338 0.2537 0.115 Uiso 1 1 calc R . .
C16 C -0.0335(9) 1.3082(6) 0.3842(7) 0.088(2) Uani 1 1 d . . .
H16 H -0.0822 1.3588 0.3588 0.105 Uiso 1 1 calc R . .
C17 C -0.0140(8) 1.3121(5) 0.4856(6) 0.0763(19) Uani 1 1 d . . .
C18 C -0.0672(9) 1.3880(6) 0.5530(7) 0.090(2) Uani 1 1 d . . .
H18 H -0.1210 1.4376 0.5290 0.108 Uiso 1 1 calc R . .
C19 C -0.0415(10) 1.3906(6) 0.6533(7) 0.099(2) Uani 1 1 d . . .
H19 H -0.0765 1.4420 0.6970 0.119 Uiso 1 1 calc R . .
C20 C 0.0378(9) 1.3156(6) 0.6900(6) 0.083(2) Uani 1 1 d . . .
H20 H 0.0548 1.3185 0.7585 0.100 Uiso 1 1 calc R . .
C22 C 0.4695(7) 0.7223(4) 0.7028(4) 0.0588(15) Uani 1 1 d . . .
C23 C 0.5565(9) 0.6613(5) 0.6430(5) 0.0754(18) Uani 1 1 d . . .
H23 H 0.6114 0.6867 0.5966 0.091 Uiso 1 1 calc R . .
C24 C 0.5614(10) 0.5627(6) 0.6524(5) 0.085(2) Uani 1 1 d . . .
H24 H 0.6193 0.5222 0.6110 0.102 Uiso 1 1 calc R . .
C25 C 0.4847(9) 0.5215(5) 0.7201(5) 0.0764(19) Uani 1 1 d . . .
C26 C 0.4017(9) 0.5835(5) 0.7803(5) 0.0768(19) Uani 1 1 d . . .
H26 H 0.3486 0.5582 0.8275 0.092 Uiso 1 1 calc R . .
C27 C 0.3953(8) 0.6834(5) 0.7723(5) 0.0694(17) Uani 1 1 d . . .
H27 H 0.3397 0.7243 0.8148 0.083 Uiso 1 1 calc R . .
C28 C 0.4952(12) 0.4125(6) 0.7355(7) 0.109(3) Uani 1 1 d . . .
H28A H 0.5931 0.4116 0.7821 0.130 Uiso 1 1 calc R . .
H28B H 0.4012 0.3908 0.7648 0.130 Uiso 1 1 calc R . .
C29 C 0.4995(12) 0.3417(6) 0.6430(7) 0.117(3) Uani 1 1 d . . .
H29A H 0.4062 0.3453 0.5952 0.176 Uiso 1 1 calc R . .
H29B H 0.4968 0.2745 0.6557 0.176 Uiso 1 1 calc R . .
H29C H 0.5983 0.3587 0.6172 0.176 Uiso 1 1 calc R . .
C31 C 0.9188(11) 1.0806(8) 0.8796(7) 0.144(4) Uani 1 1 d . . .
H31A H 0.9873 1.1308 0.9302 0.216 Uiso 1 1 calc R . .
H31B H 0.9350 1.0927 0.8150 0.216 Uiso 1 1 calc R . .
H31C H 0.9469 1.0149 0.8858 0.216 Uiso 1 1 calc R . .
C32 C 0.7149(11) 1.1013(7) 1.0257(5) 0.116(3) Uani 1 1 d . . .
H32A H 0.7205 1.0368 1.0441 0.174 Uiso 1 1 calc R . .
H32B H 0.6177 1.1279 1.0445 0.174 Uiso 1 1 calc R . .
H32C H 0.8097 1.1467 1.0594 0.174 Uiso 1 1 calc R . .
C33 C 0.6893(16) 1.2091(7) 0.8670(10) 0.204(7) Uani 1 1 d . . .
H33A H 0.6056 1.2382 0.9006 0.307 Uiso 1 1 calc R . .
H33B H 0.6601 1.2032 0.7964 0.307 Uiso 1 1 calc R . .
H33C H 0.7918 1.2515 0.8895 0.307 Uiso 1 1 calc R . .
C34 C 0.8090(15) 0.6230(10) 0.9211(9) 0.165(5) Uani 1 1 d . . .
H34A H 0.7994 0.6945 0.9279 0.198 Uiso 1 1 calc R . .
H34B H 0.7410 0.5895 0.8589 0.198 Uiso 1 1 calc R . .
Cl2 Cl 1.0016(6) 0.6088(4) 0.9066(4) 0.245(2) Uani 1 1 d . . .
Cl3 Cl 0.7237(8) 0.5849(4) 1.0117(3) 0.273(3) 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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 Pd1 N1 89.8(2) . . ?
C7 Pd1 P1 92.94(16) . . ?
N1 Pd1 P1 165.68(14) . . ?
C7 Pd1 Cl1 172.97(17) . . ?
N1 Pd1 Cl1 92.99(14) . . ?
P1 Pd1 Cl1 85.96(7) . . ?
C33 P1 C32 106.1(6) . . ?
C33 P1 C31 98.9(6) . . ?
C32 P1 C31 102.7(5) . . ?
C33 P1 Pd1 121.1(3) . . ?
C32 P1 Pd1 115.5(3) . . ?
C31 P1 Pd1 109.8(3) . . ?
C8 C7 C6 115.7(5) . . ?
C8 C7 Pd1 122.0(4) . . ?
C6 C7 Pd1 122.3(4) . . ?
C21 N1 C22 115.9(5) . . ?
C21 N1 Pd1 119.7(4) . . ?
C22 N1 Pd1 122.6(4) . . ?
N1 C21 C1 126.9(5) . . ?
C2 C1 C6 119.0(5) . . ?
C2 C1 C21 115.3(5) . . ?
C6 C1 C21 124.5(5) . . ?
C3 C2 C1 121.5(6) . . ?
C2 C3 C4 122.7(6) . . ?
C3 C4 C5 117.2(5) . . ?
C3 C4 C13 123.4(5) . . ?
C5 C4 C13 119.4(5) . . ?
C10 C5 C6 120.0(5) . . ?
C10 C5 C4 119.7(5) . . ?
C6 C5 C4 120.4(5) . . ?
C1 C6 C7 121.6(5) . . ?
C1 C6 C5 118.3(5) . . ?
C7 C6 C5 120.1(5) . . ?
C7 C8 C9 124.1(6) . . ?
C10 C9 C8 121.3(6) . . ?
C9 C10 C5 117.8(6) . . ?
C9 C10 C11 121.2(6) . . ?
C5 C10 C11 121.0(5) . . ?
C20 C11 C12 119.0(6) . . ?
C20 C11 C10 122.9(6) . . ?
C12 C11 C10 118.0(6) . . ?
C13 C12 C11 120.8(6) . . ?
C13 C12 C17 120.5(6) . . ?
C11 C12 C17 118.7(6) . . ?
C14 C13 C12 117.5(6) . . ?
C14 C13 C4 121.7(6) . . ?
C12 C13 C4 120.8(5) . . ?
C13 C14 C15 120.9(7) . . ?
C16 C15 C14 121.1(7) . . ?
C15 C16 C17 121.9(7) . . ?
C16 C17 C18 123.2(7) . . ?
C16 C17 C12 118.1(7) . . ?
C18 C17 C12 118.7(7) . . ?
C19 C18 C17 121.3(7) . . ?
C18 C19 C20 119.8(7) . . ?
C11 C20 C19 122.4(7) . . ?
C27 C22 C23 118.6(6) . . ?
C27 C22 N1 119.5(6) . . ?
C23 C22 N1 121.8(6) . . ?
C24 C23 C22 119.5(7) . . ?
C25 C24 C23 122.8(7) . . ?
C24 C25 C26 117.0(6) . . ?
C24 C25 C28 123.8(7) . . ?
C26 C25 C28 119.1(7) . . ?
C25 C26 C27 121.2(7) . . ?
C22 C27 C26 120.8(6) . . ?
C29 C28 C25 112.7(7) . . ?
Cl3 C34 Cl2 122.3(7) . . ?
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
Pd1 C7 1.990(6) . ?
Pd1 N1 2.084(5) . ?
Pd1 P1 2.2566(18) . ?
Pd1 Cl1 2.3966(19) . ?
P1 C33 1.783(9) . ?
P1 C32 1.784(7) . ?
P1 C31 1.787(10) . ?
C7 C8 1.363(8) . ?
C7 C6 1.430(7) . ?
N1 C21 1.277(7) . ?
N1 C22 1.427(7) . ?
C21 C1 1.445(8) . ?
C1 C2 1.396(8) . ?
C1 C6 1.421(8) . ?
C2 C3 1.368(8) . ?
C3 C4 1.378(8) . ?
C4 C5 1.441(8) . ?
C4 C13 1.447(8) . ?
C5 C10 1.418(8) . ?
C5 C6 1.432(8) . ?
C8 C9 1.387(9) . ?
C9 C10 1.367(8) . ?
C10 C11 1.473(8) . ?
C11 C20 1.355(9) . ?
C11 C12 1.440(8) . ?
C12 C13 1.412(8) . ?
C12 C17 1.440(9) . ?
C13 C14 1.389(8) . ?
C14 C15 1.404(10) . ?
C15 C16 1.331(11) . ?
C16 C17 1.379(10) . ?
C17 C18 1.401(10) . ?
C18 C19 1.367(11) . ?
C19 C20 1.400(10) . ?
C22 C27 1.364(9) . ?
C22 C23 1.381(8) . ?
C23 C24 1.375(9) . ?
C24 C25 1.369(10) . ?
C25 C26 1.370(9) . ?
C25 C28 1.544(10) . ?
C26 C27 1.389(9) . ?
C28 C29 1.457(11) . ?
C34 Cl3 1.655(12) . ?
C34 Cl2 1.660(13) . ?
