#------------------------------------------------------------------------------
#$Date: 2016-03-21 13:54:07 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178706 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/17/4081761.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_4081761
loop_
_publ_author_name
'Tenne, Mario'
'Metz, Stefan'
'Münster, Ingo'
'Wagenblast, Gerhard'
'Strassner, Thomas'
_publ_section_title
;
 Phosphorescent Platinum(II) Complexes Based on C∧C*
 Cyclometalating Aryltriazol-5-ylidenes
;
_journal_issue                   21
_journal_name_full               Organometallics
_journal_page_first              6257
_journal_paper_doi               10.1021/om4004576
_journal_volume                  32
_journal_year                    2013
_chemical_formula_moiety         'C14 H14 N4 O4 Pt'
_chemical_formula_sum            'C14 H14 N4 O4 Pt'
_chemical_formula_weight         497.38
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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
_cell_angle_beta                 100.464(14)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.6190(16)
_cell_length_b                   11.4770(9)
_cell_length_c                   16.969(3)
_cell_measurement_reflns_used    968
_cell_measurement_temperature    198(2)
_cell_measurement_theta_max      27.500
_cell_measurement_theta_min      4.049
_cell_volume                     1459.1(4)
_computing_cell_refinement       'Dirax/lsq (Duisenberg, 1992)'
_computing_data_collection       'Collect (Nonius BV, 1999)'
_computing_data_reduction        'EvalCCD (Duisenberg et al., 2003)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'enCIFer (Allen et al., 2004)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      198(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       φ
_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  0.0396
_diffrn_reflns_av_sigmaI/netI    0.0223
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            30018
_diffrn_reflns_theta_full        26.40
_diffrn_reflns_theta_max         26.40
_diffrn_reflns_theta_min         3.02
_exptl_absorpt_coefficient_mu    9.643
_exptl_absorpt_correction_T_max  0.2019
_exptl_absorpt_correction_T_min  0.0458
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2003)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    2.264
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       fragment
_exptl_crystal_F_000             944
_exptl_crystal_size_max          0.83
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.830
_refine_diff_density_min         -1.562
_refine_diff_density_rms         0.192
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.263
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         2998
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.263
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0235
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0259P)²+2.1173P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0534
_refine_ls_wR_factor_ref         0.0571
_reflns_number_gt                2536
_reflns_number_total             2998
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om4004576_si_001.cif
_cod_data_source_block           compound_12
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               4081761
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'
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
Pt1 Pt 0.78785(2) 0.066495(15) 0.462609(9) 0.01406(7) Uani 1 1 d .
O2 O 0.8626(4) 0.2015(3) 0.39742(18) 0.0199(7) Uani 1 1 d .
O1 O 0.8882(4) 0.1525(3) 0.56817(18) 0.0218(7) Uani 1 1 d .
O3 O 0.6528(5) 0.0561(3) 0.1255(2) 0.0263(8) Uani 1 1 d .
N4 N 0.5399(5) -0.0117(3) 0.1427(2) 0.0171(8) Uani 1 1 d .
N3 N 0.6211(5) -0.2223(4) 0.5805(2) 0.0230(9) Uani 1 1 d .
O4 O 0.4103(5) -0.0450(3) 0.0941(2) 0.0333(9) Uani 1 1 d .
N1 N 0.6068(5) -0.1483(3) 0.4609(2) 0.0170(8) Uani 1 1 d .
N2 N 0.7094(5) -0.1169(4) 0.5833(2) 0.0183(8) Uani 1 1 d .
C7 C 0.5614(6) -0.0522(4) 0.2252(3) 0.0163(10) Uani 1 1 d .
C5 C 0.6728(6) -0.0181(4) 0.3649(3) 0.0153(9) Uani 1 1 d .
C4 C 0.5837(6) -0.1223(4) 0.3782(3) 0.0163(10) Uani 1 1 d .
C9 C 0.4864(6) -0.1890(4) 0.3187(3) 0.0194(10) Uani 1 1 d .
H9 H 0.4292 -0.2582 0.3313 0.023 Uiso 1 1 calc R
C14 C 0.9936(7) 0.3755(5) 0.3662(3) 0.0288(12) Uani 1 1 d .
H14A H 1.0737 0.3380 0.3348 0.043 Uiso 1 1 calc R
H14B H 1.0526 0.4441 0.3936 0.043 Uiso 1 1 calc R
H14C H 0.8837 0.3995 0.3305 0.043 Uiso 1 1 calc R
C13 C 0.9495(6) 0.2918(4) 0.4267(3) 0.0193(10) Uani 1 1 d .
C11 C 0.9750(6) 0.2486(4) 0.5721(3) 0.0224(11) Uani 1 1 d .
C6 C 0.6608(6) 0.0146(4) 0.2855(3) 0.0158(9) Uani 1 1 d .
H6 H 0.7205 0.0826 0.2724 0.019 Uiso 1 1 calc R
C1 C 0.7031(6) -0.0693(4) 0.5116(3) 0.0167(9) Uani 1 1 d .
C2 C 0.5603(6) -0.2390(4) 0.5051(3) 0.0198(10) Uani 1 1 d .
H2 H 0.4928 -0.3049 0.4835 0.024 Uiso 1 1 calc R
C3 C 0.7962(7) -0.0707(5) 0.6596(3) 0.0255(11) Uani 1 1 d .
H3A H 0.8301 0.0106 0.6529 0.038 Uiso 1 1 calc R
H3B H 0.9033 -0.1167 0.6799 0.038 Uiso 1 1 calc R
H3C H 0.7142 -0.0746 0.6978 0.038 Uiso 1 1 calc R
C12 C 1.0070(7) 0.3148(4) 0.5079(3) 0.0239(11) Uani 1 1 d .
H12 H 1.0758 0.3835 0.5207 0.029 Uiso 1 1 calc R
C8 C 0.4733(6) -0.1535(4) 0.2399(3) 0.0178(10) Uani 1 1 d .
H8 H 0.4061 -0.1970 0.1972 0.021 Uiso 1 1 calc R
C10 C 1.0424(7) 0.2896(5) 0.6563(3) 0.0319(13) Uani 1 1 d .
H10A H 0.9409 0.3079 0.6823 0.048 Uiso 1 1 calc R
H10B H 1.1158 0.3595 0.6551 0.048 Uiso 1 1 calc R
H10C H 1.1145 0.2281 0.6865 0.048 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'
O O 0.0106 0.0060 '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
C1 Pt1 C5 80.43(19)
C1 Pt1 O2 172.87(16)
C5 Pt1 O2 92.44(16)
C1 Pt1 O1 96.45(17)
C5 Pt1 O1 175.20(15)
O2 Pt1 O1 90.65(13)
C13 O2 Pt1 125.4(3)
C11 O1 Pt1 124.2(3)
O4 N4 O3 123.2(4)
O4 N4 C7 118.9(4)
O3 N4 C7 117.9(4)
C2 N3 N2 104.3(4)
C2 N1 C1 108.8(4)
C2 N1 C4 135.0(4)
C1 N1 C4 116.2(4)
C1 N2 N3 113.2(4)
C1 N2 C3 127.3(4)
N3 N2 C3 119.6(4)
C8 C7 C6 123.2(4)
C8 C7 N4 117.8(4)
C6 C7 N4 118.9(4)
C6 C5 C4 115.8(4)
C6 C5 Pt1 128.5(3)
C4 C5 Pt1 115.6(3)
C9 C4 N1 124.5(4)
C9 C4 C5 124.4(4)
N1 C4 C5 111.1(4)
C4 C9 C8 118.8(4)
C4 C9 H9 120.6
C8 C9 H9 120.6
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
O2 C13 C12 125.8(4)
O2 C13 C14 114.9(4)
C12 C13 C14 119.3(4)
O1 C11 C12 126.5(4)
O1 C11 C10 113.7(5)
C12 C11 C10 119.8(5)
C5 C6 C7 119.9(4)
C5 C6 H6 120.1
C7 C6 H6 120.1
N2 C1 N1 103.3(4)
N2 C1 Pt1 140.2(4)
N1 C1 Pt1 116.5(3)
N3 C2 N1 110.4(4)
N3 C2 H2 124.8
N1 C2 H2 124.8
N2 C3 H3A 109.5
N2 C3 H3B 109.5
H3A C3 H3B 109.5
N2 C3 H3C 109.5
H3A C3 H3C 109.5
H3B C3 H3C 109.5
C11 C12 C13 127.2(5)
C11 C12 H12 116.4
C13 C12 H12 116.4
C9 C8 C7 117.9(4)
C9 C8 H8 121.0
C7 C8 H8 121.0
C11 C10 H10A 109.5
C11 C10 H10B 109.5
H10A C10 H10B 109.5
C11 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Pt1 C1 1.932(5)
Pt1 C5 1.983(4)
Pt1 O2 2.044(3)
Pt1 O1 2.066(3)
O2 C13 1.281(6)
O1 C11 1.281(6)
O3 N4 1.234(5)
N4 O4 1.227(5)
N4 C7 1.456(5)
N3 C2 1.293(6)
N3 N2 1.382(6)
N1 C2 1.367(6)
N1 C1 1.368(6)
N1 C4 1.414(5)
N2 C1 1.326(6)
N2 C3 1.444(6)
C7 C8 1.387(6)
C7 C6 1.388(6)
C5 C6 1.385(6)
C5 C4 1.414(7)
C4 C9 1.372(6)
C9 C8 1.384(6)
C9 H9 0.9500
C14 C13 1.488(7)
C14 H14A 0.9800
C14 H14B 0.9800
C14 H14C 0.9800
C13 C12 1.393(7)
C11 C12 1.385(7)
C11 C10 1.504(7)
C6 H6 0.9500
C2 H2 0.9500
C3 H3A 0.9800
C3 H3B 0.9800
C3 H3C 0.9800
C12 H12 0.9500
C8 H8 0.9500
C10 H10A 0.9800
C10 H10B 0.9800
C10 H10C 0.9800
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
C5 Pt1 O2 C13 -179.6(4)
O1 Pt1 O2 C13 4.1(4)
C1 Pt1 O1 C11 174.9(4)
O2 Pt1 O1 C11 -5.8(4)
C2 N3 N2 C1 0.2(5)
C2 N3 N2 C3 -179.6(4)
O4 N4 C7 C8 21.1(6)
O3 N4 C7 C8 -159.8(4)
O4 N4 C7 C6 -155.7(4)
O3 N4 C7 C6 23.4(6)
C1 Pt1 C5 C6 -179.9(5)
O2 Pt1 C5 C6 0.4(4)
C1 Pt1 C5 C4 3.7(3)
O2 Pt1 C5 C4 -176.0(3)
C2 N1 C4 C9 5.2(8)
C1 N1 C4 C9 -177.7(4)
C2 N1 C4 C5 -175.2(5)
C1 N1 C4 C5 1.8(5)
C6 C5 C4 C9 -1.4(7)
Pt1 C5 C4 C9 175.5(4)
C6 C5 C4 N1 179.1(4)
Pt1 C5 C4 N1 -4.0(5)
N1 C4 C9 C8 179.6(4)
C5 C4 C9 C8 0.1(7)
Pt1 O2 C13 C12 -0.7(7)
Pt1 O2 C13 C14 177.7(3)
Pt1 O1 C11 C12 4.4(7)
Pt1 O1 C11 C10 -176.7(3)
C4 C5 C6 C7 1.8(6)
Pt1 C5 C6 C7 -174.7(3)
C8 C7 C6 C5 -1.1(7)
N4 C7 C6 C5 175.5(4)
N3 N2 C1 N1 -0.2(5)
C3 N2 C1 N1 179.6(4)
N3 N2 C1 Pt1 -178.7(4)
C3 N2 C1 Pt1 1.1(8)
C2 N1 C1 N2 0.1(5)
C4 N1 C1 N2 -177.7(4)
C2 N1 C1 Pt1 179.1(3)
C4 N1 C1 Pt1 1.3(5)
C5 Pt1 C1 N2 175.7(6)
O1 Pt1 C1 N2 -8.0(6)
C5 Pt1 C1 N1 -2.7(3)
O1 Pt1 C1 N1 173.6(3)
N2 N3 C2 N1 -0.1(5)
C1 N1 C2 N3 0.0(5)
C4 N1 C2 N3 177.2(4)
O1 C11 C12 C13 1.1(8)
C10 C11 C12 C13 -177.7(5)
O2 C13 C12 C11 -3.3(8)
C14 C13 C12 C11 178.4(5)
C4 C9 C8 C7 0.7(7)
C6 C7 C8 C9 -0.2(7)
N4 C7 C8 C9 -176.9(4)
