#------------------------------------------------------------------------------
#$Date: 2018-08-16 18:56:10 +0300 (Thu, 16 Aug 2018) $
#$Revision: 209813 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/07/49/4074985.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_4074985
loop_
_publ_author_name
'Ionkin, Alex S.'
'Marshall, William J.'
'Fish, Brian M.'
_publ_section_title
;
 Synthesis and Structural Characterization of a Series of Novel
 Polyaromatic Ligands Containing Pyrene and Related Biscyclometalated
 Iridium(III) Complexes
;
_journal_coden_ASTM              ORGND7
_journal_issue                   6
_journal_name_full               Organometallics
_journal_page_first              1461
_journal_page_last               1471
_journal_paper_doi               10.1021/om0510775
_journal_volume                  25
_journal_year                    2006
_chemical_formula_sum            'C18 H40 Cl2 O P2 Pd2'
_chemical_formula_weight         618.14
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 110.881(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.4000(15)
_cell_length_b                   11.3999(11)
_cell_length_c                   15.4278(15)
_cell_measurement_temperature    173(2)
_cell_volume                     2530.6(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      173(2)
_diffrn_measured_fraction_theta_full 0.944
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω 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  0.0163
_diffrn_reflns_av_sigmaI/netI    0.0240
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            11782
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         1.60
_exptl_absorpt_coefficient_mu    1.764
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            dk.gold
_exptl_crystal_density_diffrn    1.622
_exptl_crystal_density_meas      hemisphere
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       iregblo
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          .48
_exptl_crystal_size_mid          .22
_exptl_crystal_size_min          .22
_refine_diff_density_max         0.901
_refine_diff_density_min         -0.410
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         5936
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0303
_refine_ls_R_factor_gt           0.0248
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0370P)²+1.1900P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0642
_refine_ls_wR_factor_ref         0.0678
_reflns_number_gt                5157
_reflns_number_total             5936
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om0510775si20060112_022917.cif
_cod_data_source_block           03257
_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)/n
_cod_database_code               4074985
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
Pd1 Pd 0.543250(12) 0.463873(16) 0.115983(12) 0.02494(6) Uani 1 1 d .
P1 P 0.61349(4) 0.25559(5) 0.26273(4) 0.02467(13) Uani 1 1 d .
Cl1 Cl 0.41869(4) 0.58882(7) 0.01172(4) 0.03786(15) Uani 1 1 d .
O1 O 0.37395(12) 0.37272(16) 0.32990(12) 0.0326(4) Uani 1 1 d .
C1 C 0.65061(15) 0.3708(2) 0.20225(16) 0.0273(5) Uani 1 1 d .
H1A H 0.6856 0.3352 0.1661 0.033 Uiso 1 1 calc R
H1B H 0.6932 0.4246 0.2484 0.033 Uiso 1 1 calc R
Pd2 Pd 0.493547(11) 0.324503(15) 0.297401(11) 0.02271(6) Uani 1 1 d .
Cl2 Cl 0.51266(4) 0.51875(5) 0.24634(4) 0.03159(13) Uani 1 1 d .
P2 P 0.36979(4) 0.25269(6) 0.37310(4) 0.02818(13) Uani 1 1 d .
C2 C 0.46138(18) 0.1734(2) 0.3539(2) 0.0339(6) Uani 1 1 d .
H2A H 0.4396 0.1080 0.3092 0.041 Uiso 1 1 calc R
H2B H 0.5110 0.1472 0.4116 0.041 Uiso 1 1 calc R
C3 C 0.58107(19) 0.1286(2) 0.17845(19) 0.0363(6) Uani 1 1 d .
C4 C 0.5800(3) 0.0119(3) 0.2276(3) 0.0544(8) Uani 1 1 d .
H4A H 0.5509 -0.0487 0.1812 0.082 Uiso 1 1 calc R
H4B H 0.5446 0.0212 0.2687 0.082 Uiso 1 1 calc R
H4C H 0.6439 -0.0113 0.2641 0.082 Uiso 1 1 calc R
C5 C 0.6475(2) 0.1160(3) 0.1246(2) 0.0485(7) Uani 1 1 d .
H5A H 0.6314 0.0454 0.0859 0.073 Uiso 1 1 calc R
H5B H 0.7115 0.1096 0.1685 0.073 Uiso 1 1 calc R
H5C H 0.6419 0.1851 0.0851 0.073 Uiso 1 1 calc R
C6 C 0.4838(2) 0.1550(3) 0.1098(2) 0.0467(7) Uani 1 1 d .
H6A H 0.4653 0.0941 0.0619 0.070 Uiso 1 1 calc R
H6B H 0.4837 0.2315 0.0808 0.070 Uiso 1 1 calc R
H6C H 0.4398 0.1564 0.1427 0.070 Uiso 1 1 calc R
C7 C 0.72036(17) 0.2293(2) 0.36972(18) 0.0347(6) Uani 1 1 d .
C8 C 0.80820(18) 0.2193(3) 0.3457(2) 0.0459(7) Uani 1 1 d .
H8A H 0.8628 0.2152 0.4031 0.069 Uiso 1 1 calc R
H8B H 0.8133 0.2881 0.3098 0.069 Uiso 1 1 calc R
H8C H 0.8049 0.1481 0.3090 0.069 Uiso 1 1 calc R
C9 C 0.7135(2) 0.1214(3) 0.4264(3) 0.0653(11) Uani 1 1 d .
H9A H 0.7678 0.1186 0.4840 0.098 Uiso 1 1 calc R
H9B H 0.7115 0.0502 0.3902 0.098 Uiso 1 1 calc R
H9C H 0.6568 0.1266 0.4413 0.098 Uiso 1 1 calc R
C10 C 0.7276(2) 0.3364(3) 0.43108(19) 0.0462(7) Uani 1 1 d .
H10A H 0.7859 0.3330 0.4846 0.069 Uiso 1 1 calc R
H10B H 0.6750 0.3373 0.4527 0.069 Uiso 1 1 calc R
H10C H 0.7266 0.4078 0.3954 0.069 Uiso 1 1 calc R
C11 C 0.3964(2) 0.2751(3) 0.49857(18) 0.0394(6) Uani 1 1 d .
C12 C 0.3313(3) 0.3713(5) 0.5109(3) 0.0913(17) Uani 1 1 d .
H12A H 0.3510 0.3933 0.5765 0.137 Uiso 1 1 calc R
H12B H 0.2674 0.3416 0.4900 0.137 Uiso 1 1 calc R
H12C H 0.3341 0.4403 0.4740 0.137 Uiso 1 1 calc R
C13 C 0.4947(2) 0.3252(3) 0.5370(2) 0.0557(9) Uani 1 1 d .
H13A H 0.5083 0.3517 0.6010 0.083 Uiso 1 1 calc R
H13B H 0.4996 0.3917 0.4988 0.083 Uiso 1 1 calc R
H13C H 0.5394 0.2645 0.5361 0.083 Uiso 1 1 calc R
C14 C 0.3927(5) 0.1646(4) 0.5506(3) 0.123(3) Uani 1 1 d .
H14A H 0.4125 0.1819 0.6171 0.184 Uiso 1 1 calc R
H14B H 0.4343 0.1058 0.5401 0.184 Uiso 1 1 calc R
H14C H 0.3290 0.1343 0.5285 0.184 Uiso 1 1 calc R
C15 C 0.25765(19) 0.1811(3) 0.31062(19) 0.0391(6) Uani 1 1 d .
C16 C 0.2502(3) 0.1727(4) 0.2082(2) 0.0669(11) Uani 1 1 d .
H16A H 0.1916 0.1343 0.1717 0.100 Uiso 1 1 calc R
H16B H 0.3024 0.1268 0.2043 0.100 Uiso 1 1 calc R
H16C H 0.2518 0.2517 0.1838 0.100 Uiso 1 1 calc R
C17 C 0.2536(2) 0.0569(3) 0.3475(3) 0.0555(9) Uani 1 1 d .
H17A H 0.2024 0.0133 0.3024 0.083 Uiso 1 1 calc R
H17B H 0.2433 0.0618 0.4065 0.083 Uiso 1 1 calc R
H17C H 0.3124 0.0163 0.3570 0.083 Uiso 1 1 calc R
C18 C 0.1765(2) 0.2573(3) 0.3143(2) 0.0528(8) Uani 1 1 d .
H18A H 0.1179 0.2268 0.2702 0.079 Uiso 1 1 calc R
H18B H 0.1853 0.3383 0.2978 0.079 Uiso 1 1 calc R
H18C H 0.1746 0.2553 0.3771 0.079 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'
P P 0.1023 0.0942 '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'
O O 0.0106 0.0060 '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
C1 Pd1 Cl2 86.64(7) . .
C1 Pd1 Cl1 91.62(7) . 3_665
Cl2 Pd1 Cl1 177.30(2) . 3_665
C1 Pd1 Cl1 176.27(7) . .
Cl2 Pd1 Cl1 93.37(2) . .
Cl1 Pd1 Cl1 88.22(2) 3_665 .
C1 P1 C3 104.76(12) . .
C1 P1 C7 103.13(11) . .
C3 P1 C7 114.37(13) . .
C1 P1 Pd2 107.83(8) . .
C3 P1 Pd2 113.25(9) . .
C7 P1 Pd2 112.44(9) . .
Pd1 Cl1 Pd1 91.78(2) 3_665 .
P2 O1 Pd2 92.60(9) . .
P1 C1 Pd1 112.67(11) . .
C2 Pd2 O1 76.14(9) . .
C2 Pd2 P1 98.64(7) . .
O1 Pd2 P1 174.27(5) . .
C2 Pd2 Cl2 168.80(7) . .
O1 Pd2 Cl2 93.22(5) . .
P1 Pd2 Cl2 92.13(2) . .
C2 Pd2 P2 41.54(7) . .
O1 Pd2 P2 34.66(5) . .
P1 Pd2 P2 140.18(2) . .
Cl2 Pd2 P2 127.63(2) . .
Pd1 Cl2 Pd2 97.05(2) . .
O1 P2 C2 102.82(11) . .
O1 P2 C15 110.16(12) . .
C2 P2 C15 109.72(13) . .
O1 P2 C11 107.69(12) . .
C2 P2 C11 110.49(14) . .
C15 P2 C11 115.22(13) . .
O1 P2 Pd2 52.74(6) . .
C2 P2 Pd2 50.18(8) . .
C15 P2 Pd2 125.75(9) . .
C11 P2 Pd2 119.02(9) . .
P2 C2 Pd2 88.29(11) . .
C6 C3 C4 109.5(3) . .
C6 C3 C5 108.8(2) . .
C4 C3 C5 108.2(2) . .
C6 C3 P1 106.23(18) . .
C4 C3 P1 111.8(2) . .
C5 C3 P1 112.3(2) . .
C10 C7 C8 109.6(2) . .
C10 C7 C9 107.0(3) . .
C8 C7 C9 109.0(2) . .
C10 C7 P1 105.24(17) . .
C8 C7 P1 111.72(19) . .
C9 C7 P1 114.13(19) . .
C14 C11 C13 109.1(3) . .
C14 C11 C12 112.3(4) . .
C13 C11 C12 106.5(3) . .
C14 C11 P2 114.0(2) . .
C13 C11 P2 106.14(19) . .
C12 C11 P2 108.4(2) . .
C17 C15 C18 111.4(3) . .
C17 C15 C16 108.9(3) . .
C18 C15 C16 107.9(3) . .
C17 C15 P2 111.7(2) . .
C18 C15 P2 110.7(2) . .
C16 C15 P2 106.1(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 C1 2.015(2) .
Pd1 Cl2 2.3093(6) .
Pd1 Cl1 2.3258(6) 3_665
Pd1 Cl1 2.4691(6) .
P1 C1 1.817(2) .
P1 C3 1.890(3) .
P1 C7 1.894(2) .
P1 Pd2 2.2404(6) .
Cl1 Pd1 2.3258(6) 3_665
O1 P2 1.5334(19) .
O1 Pd2 2.1456(17) .
Pd2 C2 2.069(3) .
Pd2 Cl2 2.4033(7) .
Pd2 P2 2.6931(6) .
P2 C2 1.787(3) .
P2 C15 1.842(3) .
P2 C11 1.848(3) .
C3 C6 1.525(4) .
C3 C4 1.534(4) .
C3 C5 1.537(4) .
C7 C10 1.525(4) .
C7 C8 1.529(4) .
C7 C9 1.535(4) .
C11 C14 1.505(5) .
C11 C13 1.526(4) .
C11 C12 1.544(5) .
C15 C17 1.535(4) .
C15 C18 1.540(4) .
C15 C16 1.545(4) .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C1 Pd1 Cl1 Pd1 87.7(11) . 3_665
Cl2 Pd1 Cl1 Pd1 177.82(3) . 3_665
Cl1 Pd1 Cl1 Pd1 0.0 3_665 3_665
C3 P1 C1 Pd1 83.40(15) . .
C7 P1 C1 Pd1 -156.62(13) . .
Pd2 P1 C1 Pd1 -37.50(14) . .
Cl2 Pd1 C1 P1 62.32(12) . .
Cl1 Pd1 C1 P1 -119.75(12) 3_665 .
Cl1 Pd1 C1 P1 152.7(10) . .
P2 O1 Pd2 C2 2.86(10) . .
P2 O1 Pd2 P1 27.4(6) . .
P2 O1 Pd2 Cl2 -173.58(7) . .
C1 P1 Pd2 C2 175.63(12) . .
C3 P1 Pd2 C2 60.21(13) . .
C7 P1 Pd2 C2 -71.35(12) . .
C1 P1 Pd2 O1 151.5(5) . .
C3 P1 Pd2 O1 36.1(5) . .
C7 P1 Pd2 O1 -95.5(5) . .
C1 P1 Pd2 Cl2 -7.48(9) . .
C3 P1 Pd2 Cl2 -122.90(10) . .
C7 P1 Pd2 Cl2 105.54(9) . .
C1 P1 Pd2 P2 175.68(8) . .
C3 P1 Pd2 P2 60.26(10) . .
C7 P1 Pd2 P2 -71.30(10) . .
C1 Pd1 Cl2 Pd2 -57.88(7) . .
Cl1 Pd1 Cl2 Pd2 -108.0(5) 3_665 .
Cl1 Pd1 Cl2 Pd2 125.86(3) . .
C2 Pd2 Cl2 Pd1 -155.1(4) . .
O1 Pd2 Cl2 Pd1 -136.98(5) . .
P1 Pd2 Cl2 Pd1 40.96(2) . .
P2 Pd2 Cl2 Pd1 -141.59(2) . .
Pd2 O1 P2 C2 -3.30(12) . .
Pd2 O1 P2 C15 -120.18(11) . .
Pd2 O1 P2 C11 113.40(11) . .
C2 Pd2 P2 O1 -175.81(15) . .
P1 Pd2 P2 O1 -175.88(9) . .
Cl2 Pd2 P2 O1 8.11(9) . .
O1 Pd2 P2 C2 175.81(15) . .
P1 Pd2 P2 C2 -0.07(13) . .
Cl2 Pd2 P2 C2 -176.09(12) . .
C2 Pd2 P2 C15 -86.61(17) . .
O1 Pd2 P2 C15 89.20(15) . .
P1 Pd2 P2 C15 -86.69(13) . .
Cl2 Pd2 P2 C15 97.30(13) . .
C2 Pd2 P2 C11 93.36(17) . .
O1 Pd2 P2 C11 -90.84(15) . .
P1 Pd2 P2 C11 93.28(12) . .
Cl2 Pd2 P2 C11 -82.73(12) . .
O1 P2 C2 Pd2 3.42(12) . .
C15 P2 C2 Pd2 120.62(12) . .
C11 P2 C2 Pd2 -111.27(12) . .
O1 Pd2 C2 P2 -2.45(9) . .
P1 Pd2 C2 P2 179.95(8) . .
Cl2 Pd2 C2 P2 16.2(5) . .
C1 P1 C3 C6 -80.1(2) . .
C7 P1 C3 C6 167.71(19) . .
Pd2 P1 C3 C6 37.1(2) . .
C1 P1 C3 C4 160.5(2) . .
C7 P1 C3 C4 48.4(2) . .
Pd2 P1 C3 C4 -82.2(2) . .
C1 P1 C3 C5 38.7(2) . .
C7 P1 C3 C5 -73.5(2) . .
Pd2 P1 C3 C5 155.90(19) . .
C1 P1 C7 C10 72.2(2) . .
C3 P1 C7 C10 -174.64(18) . .
Pd2 P1 C7 C10 -43.64(19) . .
C1 P1 C7 C8 -46.6(2) . .
C3 P1 C7 C8 66.5(2) . .
Pd2 P1 C7 C8 -162.46(18) . .
C1 P1 C7 C9 -170.8(2) . .
C3 P1 C7 C9 -57.6(3) . .
Pd2 P1 C7 C9 73.4(3) . .
O1 P2 C11 C14 178.6(3) . .
C2 P2 C11 C14 -69.8(4) . .
C15 P2 C11 C14 55.2(4) . .
Pd2 P2 C11 C14 -124.7(3) . .
O1 P2 C11 C13 -61.3(2) . .
C2 P2 C11 C13 50.2(3) . .
C15 P2 C11 C13 175.3(2) . .
Pd2 P2 C11 C13 -4.7(3) . .
O1 P2 C11 C12 52.8(3) . .
C2 P2 C11 C12 164.3(3) . .
C15 P2 C11 C12 -70.6(3) . .
Pd2 P2 C11 C12 109.4(3) . .
O1 P2 C15 C17 176.0(2) . .
C2 P2 C15 C17 63.5(2) . .
C11 P2 C15 C17 -62.0(3) . .
Pd2 P2 C15 C17 118.0(2) . .
O1 P2 C15 C18 -59.3(2) . .
C2 P2 C15 C18 -171.8(2) . .
C11 P2 C15 C18 62.8(3) . .
Pd2 P2 C15 C18 -117.2(2) . .
O1 P2 C15 C16 57.5(3) . .
C2 P2 C15 C16 -55.0(3) . .
C11 P2 C15 C16 179.5(2) . .
Pd2 P2 C15 C16 -0.5(3) . .
