#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/37/4083737.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_4083737
loop_
_publ_author_name
'Cocco, Fabio'
'Zucca, Antonio'
'Stoccoro, Sergio'
'Serratrice, Maria'
'Guerri, Annalisa'
'Cinellu, Maria A.'
_publ_section_title
;
 Synthesis and Characterization of Palladium(II) and Platinum(II)
 Adducts and Cyclometalated Complexes of
 6,6′-Dimethoxy-2,2′-bipyridine: C(sp3)--H and C(sp2)--H
 Bond Activations
;
_journal_name_full               Organometallics
_journal_page_first              140624160931008
_journal_paper_doi               10.1021/om5003057
_journal_year                    2014
_chemical_formula_sum            'C14 H18 Cl3 N2 O3 Pt1.5 S'
_chemical_formula_weight         693.35
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_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-2012
_cell_angle_alpha                90
_cell_angle_beta                 103.920(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.8035(4)
_cell_length_b                   16.0885(7)
_cell_length_c                   11.4190(4)
_cell_measurement_reflns_used    4515
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      32.6558
_cell_measurement_theta_min      1.8336
_cell_volume                     1926.47(13)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'PARST (Nardelli, 1995)'
_computing_structure_refinement  'SHELXL-2012 (Sheldrick, 2012)'
_computing_structure_solution    'Sir97 (Altomare,1999)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 16.4547
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.889
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0580
_diffrn_reflns_av_unetI/netI     0.0888
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.889
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            13863
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.889
_diffrn_reflns_theta_full        25.240
_diffrn_reflns_theta_max         32.728
_diffrn_reflns_theta_min         2.231
_exptl_absorpt_coefficient_mu    11.435
_exptl_absorpt_correction_T_max  0.63292
_exptl_absorpt_correction_T_min  0.42417
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    2.391
_exptl_crystal_description       prism
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.595
_refine_diff_density_min         -1.630
_refine_diff_density_rms         0.277
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.953
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         6324
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.953
_refine_ls_R_factor_all          0.0687
_refine_ls_R_factor_gt           0.0410
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.0064P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0564
_refine_ls_wR_factor_ref         0.0665
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4590
_reflns_number_total             6324
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            om5003057_si_002.cif
_cod_data_source_block           9
_cod_original_formula_sum        'C14 H18 Cl3 N2 O3 Pt1.50 S'
_cod_database_code               4083737
#BEGIN Tags that were not found in dictionaries:
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2012-9
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Pt1 Pt 0.5000 0.5000 0.5000 0.01431(7) Uani 1 2 d S . P
N1 N 0.6303(4) 0.5813(3) 0.4673(4) 0.0161(10) Uani 1 1 d . . .
C1 C 0.6626(5) 0.5957(4) 0.3626(5) 0.0171(12) Uani 1 1 d . . .
O1 O 0.5777(3) 0.5653(3) 0.2664(3) 0.0212(10) Uani 1 1 d . . .
C2 C 0.5989(6) 0.5834(5) 0.1493(5) 0.0328(18) Uani 1 1 d . . .
H2A H 0.6178 0.6427 0.1443 0.049 Uiso 1 1 calc R U .
H2B H 0.5222 0.5694 0.0869 0.049 Uiso 1 1 calc R U .
H2C H 0.6710 0.5505 0.1369 0.049 Uiso 1 1 calc R U .
C3 C 0.7746(5) 0.6371(4) 0.3600(5) 0.0219(14) Uani 1 1 d . . .
H3 H 0.8007 0.6431 0.2868 0.026 Uiso 1 1 calc R U .
C4 C 0.8462(5) 0.6690(4) 0.4655(5) 0.0236(14) Uani 1 1 d . . .
H4 H 0.9255 0.6948 0.4666 0.028 Uiso 1 1 calc R U .
C5 C 0.8044(5) 0.6642(4) 0.5715(5) 0.0209(13) Uani 1 1 d . . .
H5 H 0.8501 0.6907 0.6433 0.025 Uiso 1 1 calc R U .
C6 C 0.6953(5) 0.6200(4) 0.5694(5) 0.0195(13) Uani 1 1 d . . .
C7 C 0.6259(5) 0.6216(4) 0.6641(5) 0.0173(12) Uani 1 1 d . . .
C8 C 0.6620(5) 0.6628(4) 0.7719(5) 0.0205(13) Uani 1 1 d . . .
H8 H 0.7463 0.6837 0.7993 0.025 Uiso 1 1 calc R U .
C9 C 0.5727(5) 0.6732(4) 0.8406(5) 0.0223(13) Uani 1 1 d . . .
H9 H 0.5973 0.6988 0.9177 0.027 Uiso 1 1 calc R U .
C10 C 0.4489(5) 0.6468(4) 0.7975(5) 0.0226(14) Uani 1 1 d . . .
H10 H 0.3866 0.6568 0.8421 0.027 Uiso 1 1 calc R U .
O2 O 0.3005(3) 0.5793(3) 0.6298(4) 0.0218(10) Uani 1 1 d . . .
C11 C 0.4160(5) 0.6046(4) 0.6864(5) 0.0186(13) Uani 1 1 d . . .
C12 C 0.1937(5) 0.6082(5) 0.6731(6) 0.037(2) Uani 1 1 d . . .
H12A H 0.1970 0.5837 0.7524 0.056 Uiso 1 1 calc R U .
H12B H 0.1142 0.5917 0.6163 0.056 Uiso 1 1 calc R U .
H12C H 0.1970 0.6689 0.6801 0.056 Uiso 1 1 calc R U .
N2 N 0.5065(4) 0.5864(3) 0.6285(4) 0.0154(10) Uani 1 1 d . . .
Pt2 Pt 0.55927(2) 0.83631(2) 0.53937(2) 0.01832(6) Uani 1 1 d . . .
Cl1 Cl 0.51616(13) 0.77655(11) 0.34874(13) 0.0258(3) Uani 1 1 d . . .
Cl2 Cl 0.74717(13) 0.88943(13) 0.50747(14) 0.0338(4) Uani 1 1 d . . .
Cl3 Cl 0.36405(12) 0.79046(12) 0.56057(14) 0.0284(4) Uani 1 1 d . . .
S1 S 0.59819(13) 0.89651(11) 0.71724(13) 0.0209(3) Uani 1 1 d . . .
O3 O 0.5269(4) 0.8716(4) 0.8050(4) 0.0381(14) Uani 1 1 d . . .
C13 C 0.7613(5) 0.8936(5) 0.7947(5) 0.0276(16) Uani 1 1 d . . .
H13A H 0.7729 0.9228 0.8720 0.041 Uiso 1 1 calc R U .
H13B H 0.8125 0.9208 0.7457 0.041 Uiso 1 1 calc R U .
H13C H 0.7887 0.8357 0.8094 0.041 Uiso 1 1 calc R U .
C14 C 0.5735(6) 1.0044(4) 0.6888(6) 0.0375(17) Uani 1 1 d . . .
H14A H 0.4837 1.0144 0.6488 0.056 Uiso 1 1 calc R U .
H14B H 0.6276 1.0236 0.6366 0.056 Uiso 1 1 calc R U .
H14C H 0.5954 1.0349 0.7653 0.056 Uiso 1 1 calc R U .
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'
S S 0.1246 0.1234 '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'
Pt Pt -1.7033 8.3905 '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
N2 Pt1 N2 180.0 . 3_666
N2 Pt1 N1 102.50(18) . 3_666
N2 Pt1 N1 77.50(18) 3_666 3_666
N2 Pt1 N1 77.50(18) . .
N2 Pt1 N1 102.50(18) 3_666 .
N1 Pt1 N1 180.0 3_666 .
C1 N1 C6 119.6(5) . .
C1 N1 Pt1 128.1(4) . .
C6 N1 Pt1 112.2(4) . .
O1 C1 N1 113.1(5) . .
O1 C1 C3 125.8(5) . .
N1 C1 C3 121.0(5) . .
C1 O1 C2 117.1(4) . .
O1 C2 H2A 109.5 . .
O1 C2 H2B 109.5 . .
H2A C2 H2B 109.5 . .
O1 C2 H2C 109.5 . .
H2A C2 H2C 109.5 . .
H2B C2 H2C 109.5 . .
C4 C3 C1 118.3(5) . .
C4 C3 H3 120.9 . .
C1 C3 H3 120.9 . .
C3 C4 C5 120.9(5) . .
C3 C4 H4 119.6 . .
C5 C4 H4 119.6 . .
C6 C5 C4 118.0(6) . .
C6 C5 H5 121.0 . .
C4 C5 H5 121.0 . .
N1 C6 C5 121.2(5) . .
N1 C6 C7 113.1(5) . .
C5 C6 C7 124.8(6) . .
C8 C7 N2 120.5(5) . .
C8 C7 C6 126.2(5) . .
N2 C7 C6 112.7(5) . .
C7 C8 C9 118.6(5) . .
C7 C8 H8 120.7 . .
C9 C8 H8 120.7 . .
C10 C9 C8 120.5(6) . .
C10 C9 H9 119.8 . .
C8 C9 H9 119.8 . .
C9 C10 C11 119.0(5) . .
C9 C10 H10 120.5 . .
C11 C10 H10 120.5 . .
C11 O2 C12 118.2(5) . .
O2 C11 N2 114.0(5) . .
O2 C11 C10 126.3(5) . .
N2 C11 C10 119.7(5) . .
O2 C12 H12A 109.5 . .
O2 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
O2 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C11 N2 C7 120.5(5) . .
C11 N2 Pt1 127.7(4) . .
C7 N2 Pt1 111.4(3) . .
S1 Pt2 Cl3 91.17(5) . .
S1 Pt2 Cl2 90.15(6) . .
Cl3 Pt2 Cl2 175.69(6) . .
S1 Pt2 Cl1 178.27(6) . .
Cl3 Pt2 Cl1 89.07(5) . .
Cl2 Pt2 Cl1 89.49(6) . .
O3 S1 C13 106.0(3) . .
O3 S1 C14 108.2(3) . .
C13 S1 C14 101.8(3) . .
O3 S1 Pt2 119.9(2) . .
C13 S1 Pt2 113.3(2) . .
C14 S1 Pt2 106.0(2) . .
S1 C13 H13A 109.5 . .
S1 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
S1 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
S1 C14 H14A 109.5 . .
S1 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
S1 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pt1 N2 2.010(5) .
Pt1 N2 2.010(5) 3_666
Pt1 N1 2.021(5) 3_666
Pt1 N1 2.021(5) .
N1 C1 1.345(7) .
N1 C6 1.358(7) .
C1 O1 1.342(6) .
C1 C3 1.387(7) .
O1 C2 1.440(6) .
C2 H2A 0.9800 .
C2 H2B 0.9800 .
C2 H2C 0.9800 .
C3 C4 1.366(8) .
C3 H3 0.9500 .
C4 C5 1.392(8) .
C4 H4 0.9500 .
C5 C6 1.372(7) .
C5 H5 0.9500 .
C6 C7 1.457(7) .
C7 C8 1.369(8) .
C7 N2 1.379(7) .
C8 C9 1.393(7) .
C8 H8 0.9500 .
C9 C10 1.376(7) .
C9 H9 0.9500 .
C10 C11 1.407(8) .
C10 H10 0.9500 .
O2 C11 1.323(6) .
O2 C12 1.438(6) .
C11 N2 1.337(6) .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
Pt2 S1 2.1976(15) .
Pt2 Cl3 2.3014(14) .
Pt2 Cl2 2.3108(15) .
Pt2 Cl1 2.3220(15) .
S1 O3 1.459(4) .
S1 C13 1.772(5) .
S1 C14 1.775(7) .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
