#------------------------------------------------------------------------------
#$Date: 2016-03-25 10:51:43 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179767 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/63/7006301.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_7006301
loop_
_publ_author_name
'Vecchio, Vita M.'
'Benedetti, Michele'
'Migoni, Danilo'
'De Pascali, Sandra A.'
'Ciccarese, Antonella'
'Marsigliante, Santo'
'Capitelli, Francesco'
'Fanizzi, Francesco P.'
_publ_section_title
;
 Highly selective metal mediated ortho-alkylation of phenol. First
 platinum containing organometallic chromane analogues.
;
_journal_issue                   48
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5720
_journal_page_last               5725
_journal_paper_doi               10.1039/b712248a
_journal_year                    2007
_chemical_formula_moiety         'C20 H16 N2 O Pt'
_chemical_formula_sum            'C20 H16 N2 O Pt'
_chemical_formula_weight         495.44
_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                90.00
_cell_angle_beta                 102.473(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.5060(10)
_cell_length_b                   20.254(2)
_cell_length_c                   10.7330(10)
_cell_measurement_reflns_used    173
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.47
_cell_measurement_theta_min      3.87
_cell_volume                     1593.2(3)
_computing_cell_refinement       'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'Kappa CCD server software (Nonius, 1997)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'DIAMOND 2.1e (1998-2001 Crystal Impact GbR)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.946
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_device_type  'Nonius kappa CCD'
_diffrn_measurement_method       'phi and omega scans mode'
_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  0.0377
_diffrn_reflns_av_sigmaI/netI    0.0542
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9761
_diffrn_reflns_theta_full        27.52
_diffrn_reflns_theta_max         27.52
_diffrn_reflns_theta_min         5.04
_exptl_absorpt_coefficient_mu    8.815
_exptl_absorpt_correction_T_max  0.8434
_exptl_absorpt_correction_T_min  0.5774
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS: Area-Detector Absorption Correction;
Siemens Industrial Automation, Inc.: Madison, WI, 1996.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    2.066
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prisma
_exptl_crystal_F_000             944
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         2.287
_refine_diff_density_min         -1.020
_refine_diff_density_rms         0.133
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         3471
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.122
_refine_ls_R_factor_all          0.0800
_refine_ls_R_factor_gt           0.0484
_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)+(0.0248P)²+5.1749P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0848
_refine_ls_wR_factor_ref         0.0934
_reflns_number_gt                2467
_reflns_number_total             3471
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b712248a.txt
_cod_data_source_block           ben1
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7006301
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Pt1 Pt 0.89473(4) 0.096003(17) 0.66035(3) 0.04970(13) Uani 1 1 d . . .
O1 O 0.9964(8) 0.1880(3) 0.6916(6) 0.0637(17) Uani 1 1 d . . .
N1 N 0.7862(8) 0.0080(4) 0.6018(6) 0.0459(16) Uani 1 1 d . . .
N2 N 0.8519(8) 0.1099(3) 0.4611(6) 0.0464(17) Uani 1 1 d . . .
C1 C 0.7577(13) -0.0430(5) 0.6713(11) 0.058(2) Uani 1 1 d . . .
C2 C 0.6741(13) -0.1008(5) 0.6177(12) 0.063(3) Uani 1 1 d . . .
C3 C 0.6209(13) -0.1071(5) 0.4897(11) 0.062(3) Uani 1 1 d . . .
C4 C 0.6524(11) -0.0544(5) 0.4114(9) 0.052(2) Uani 1 1 d . . .
C5 C 0.7372(10) 0.0026(4) 0.4723(8) 0.046(2) Uani 1 1 d . . .
C6 C 0.7729(10) 0.0555(4) 0.3971(8) 0.0449(19) Uani 1 1 d . . .
C7 C 0.8946(11) 0.1606(5) 0.3955(10) 0.056(2) Uani 1 1 d . . .
C8 C 0.8600(14) 0.1607(6) 0.2636(11) 0.064(3) Uani 1 1 d . . .
C9 C 0.7772(13) 0.1073(6) 0.1975(11) 0.062(3) Uani 1 1 d . . .
C10 C 0.7286(11) 0.0525(5) 0.2633(9) 0.055(2) Uani 1 1 d . . .
C11 C 0.6022(13) -0.0565(6) 0.2751(11) 0.062(3) Uani 1 1 d . . .
C12 C 0.6397(12) -0.0056(6) 0.2059(10) 0.061(3) Uani 1 1 d . . .
C13 C 0.9385(14) 0.0766(6) 0.8512(9) 0.059(3) Uani 1 1 d . . .
C14 C 1.0204(15) 0.1334(7) 0.9370(10) 0.068(3) Uani 1 1 d . . .
C15 C 1.1817(12) 0.1653(5) 0.8987(8) 0.055(2) Uani 1 1 d . . .
C16 C 1.1566(12) 0.1940(4) 0.7766(8) 0.053(2) Uani 1 1 d . . .
C17 C 1.2994(14) 0.2260(5) 0.7422(11) 0.062(3) Uani 1 1 d . . .
C18 C 1.4659(15) 0.2319(5) 0.8234(12) 0.073(3) Uani 1 1 d . . .
C19 C 1.4953(15) 0.2061(6) 0.9415(11) 0.073(3) Uani 1 1 d . . .
C20 C 1.3514(14) 0.1726(6) 0.9779(10) 0.067(3) Uani 1 1 d . . .
H1 H 0.800(12) -0.039(5) 0.744(8) 0.06(3) Uiso 1 1 d . . .
H2 H 0.654(8) -0.130(4) 0.670(6) 0.025(18) Uiso 1 1 d . . .
H3 H 0.552(10) -0.150(4) 0.454(7) 0.05(2) Uiso 1 1 d . . .
H7 H 0.945(9) 0.202(4) 0.447(7) 0.05(2) Uiso 1 1 d . . .
H8 H 0.892(11) 0.193(5) 0.227(8) 0.05(3) Uiso 1 1 d . . .
H9 H 0.755(14) 0.103(5) 0.117(10) 0.08(4) Uiso 1 1 d . . .
H11 H 0.542(12) -0.089(5) 0.251(8) 0.05(3) Uiso 1 1 d . . .
H12 H 0.610(11) -0.005(4) 0.119(9) 0.06(3) Uiso 1 1 d . . .
H13A H 0.833(9) 0.066(4) 0.877(6) 0.028(18) Uiso 1 1 d . . .
H13B H 0.960(14) 0.031(6) 0.872(10) 0.09(4) Uiso 1 1 d . . .
H17A H 1.068(16) 0.112(6) 1.016(12) 0.11(4) Uiso 1 1 d . . .
H17B H 0.914(14) 0.166(6) 0.930(9) 0.09(4) Uiso 1 1 d . . .
H17 H 1.275(11) 0.235(4) 0.665(8) 0.05(3) Uiso 1 1 d . . .
H18 H 1.563(13) 0.258(5) 0.801(9) 0.08(3) Uiso 1 1 d . . .
H19 H 1.618(12) 0.215(5) 1.003(8) 0.07(3) Uiso 1 1 d . . .
H20 H 1.378(9) 0.162(4) 1.052(7) 0.03(2) Uiso 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Pt Pt -1.7033 8.3905 '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'
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'
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
_geom_angle_publ_flag
N1 Pt1 O1 171.5(3) . . ?
N1 Pt1 C13 96.3(4) . . ?
O1 Pt1 C13 92.1(4) . . ?
N1 Pt1 N2 80.7(3) . . ?
O1 Pt1 N2 90.8(3) . . ?
C13 Pt1 N2 176.5(4) . . ?
C16 O1 Pt1 116.5(5) . . ?
C1 N1 C5 118.2(8) . . ?
C1 N1 Pt1 128.7(7) . . ?
C5 N1 Pt1 113.2(6) . . ?
C7 N2 C6 119.2(8) . . ?
C7 N2 Pt1 129.9(6) . . ?
C6 N2 Pt1 110.9(5) . . ?
N1 C1 C2 122.6(10) . . ?
N1 C1 H1 114(8) . . ?
C2 C1 H1 124(8) . . ?
C3 C2 C1 120.4(10) . . ?
C3 C2 H2 123(5) . . ?
C1 C2 H2 116(5) . . ?
C2 C3 C4 119.0(10) . . ?
C2 C3 H3 118(4) . . ?
C4 C3 H3 123(4) . . ?
C5 C4 C3 117.4(9) . . ?
C5 C4 C11 119.4(9) . . ?
C3 C4 C11 123.2(10) . . ?
N1 C5 C6 118.8(8) . . ?
N1 C5 C4 122.3(8) . . ?
C6 C5 C4 118.9(8) . . ?
N2 C6 C5 116.3(7) . . ?
N2 C6 C10 122.1(8) . . ?
C5 C6 C10 121.6(8) . . ?
N2 C7 C8 122.1(10) . . ?
N2 C7 H7 117(4) . . ?
C8 C7 H7 121(4) . . ?
C9 C8 C7 119.6(11) . . ?
C9 C8 H8 122(6) . . ?
C7 C8 H8 119(6) . . ?
C8 C9 C10 120.1(10) . . ?
C8 C9 H9 125(7) . . ?
C10 C9 H9 115(7) . . ?
C6 C10 C9 116.8(9) . . ?
C6 C10 C12 117.6(9) . . ?
C9 C10 C12 125.6(10) . . ?
C12 C11 C4 120.4(11) . . ?
C12 C11 H11 128(7) . . ?
C4 C11 H11 111(6) . . ?
C11 C12 C10 122.1(10) . . ?
C11 C12 H12 123(6) . . ?
C10 C12 H12 115(6) . . ?
C14 C13 Pt1 114.8(8) . . ?
C14 C13 H13A 104(4) . . ?
Pt1 C13 H13A 113(4) . . ?
C14 C13 H13B 124(7) . . ?
Pt1 C13 H13B 114(7) . . ?
H13A C13 H13B 80(7) . . ?
C15 C14 C13 113.8(8) . . ?
C15 C14 H17A 106(7) . . ?
C13 C14 H17A 103(8) . . ?
C15 C14 H17B 111(6) . . ?
C13 C14 H17B 104(6) . . ?
H17A C14 H17B 120(9) . . ?
C20 C15 C16 116.7(9) . . ?
C20 C15 C14 124.7(9) . . ?
C16 C15 C14 118.5(8) . . ?
O1 C16 C17 119.7(9) . . ?
O1 C16 C15 120.8(8) . . ?
C17 C16 C15 119.4(9) . . ?
C18 C17 C16 122.1(11) . . ?
C18 C17 H17 127(6) . . ?
C16 C17 H17 111(6) . . ?
C19 C18 C17 120.6(11) . . ?
C19 C18 H18 118(6) . . ?
C17 C18 H18 122(6) . . ?
C18 C19 C20 118.2(10) . . ?
C18 C19 H19 119(5) . . ?
C20 C19 H19 123(5) . . ?
C15 C20 C19 123.1(10) . . ?
C15 C20 H20 125(5) . . ?
C19 C20 H20 111(5) . . ?
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
Pt1 N1 2.003(7) . ?
Pt1 O1 2.013(6) . ?
Pt1 C13 2.041(10) . ?
Pt1 N2 2.111(7) . ?
O1 C16 1.349(10) . ?
N1 C1 1.318(11) . ?
N1 C5 1.364(10) . ?
N2 C7 1.324(11) . ?
N2 C6 1.365(10) . ?
C1 C2 1.393(14) . ?
C1 H1 0.78(8) . ?
C2 C3 1.351(14) . ?
C2 H2 0.85(7) . ?
C3 C4 1.409(13) . ?
C3 H3 1.04(8) . ?
C4 C5 1.409(12) . ?
C4 C11 1.431(13) . ?
C5 C6 1.402(11) . ?
C6 C10 1.403(11) . ?
C7 C8 1.383(14) . ?
C7 H7 1.03(8) . ?
C8 C9 1.367(15) . ?
C8 H8 0.82(9) . ?
C9 C10 1.406(14) . ?
C9 H9 0.85(11) . ?
C10 C12 1.425(13) . ?
C11 C12 1.336(14) . ?
C11 H11 0.81(9) . ?
C12 H12 0.92(9) . ?
C13 C14 1.517(15) . ?
C13 H13A 0.92(7) . ?
C13 H13B 0.95(12) . ?
C14 C15 1.506(13) . ?
C14 H17A 0.95(12) . ?
C14 H17B 1.03(11) . ?
C15 C20 1.378(13) . ?
C15 C16 1.409(12) . ?
C16 C17 1.370(13) . ?
C17 C18 1.366(14) . ?
C17 H17 0.83(8) . ?
C18 C19 1.344(15) . ?
C18 H18 0.97(10) . ?
C19 C20 1.401(15) . ?
C19 H19 1.02(9) . ?
C20 H20 0.80(7) . ?
