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#$Date: 2016-03-25 08:47:12 +0100 (vie 25 de mar de 2016) $
#$Revision: 179733 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/29/7002984.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_7002984
loop_
_publ_author_name
'Roy, Sudeshna'
'Maheswari, Palanisamy Uma'
'Lutz, Martin'
'Spek, Anthony L.'
'den Dulk, Hans'
'Barends, Sharief'
'van Wezel, Gilles P.'
'Hartl, František'
'Reedijk, Jan'
_publ_section_title
;
 DNA cleavage and antitumour activity of platinum(II) and copper(II)
 compounds derived from 4-methyl-2-N-(2-pyridylmethyl)aminophenol:
 spectroscopic, electrochemical and biological investigation
;
_journal_issue                   48
_journal_name_full               'Dalton Transactions'
_journal_page_first              10846
_journal_page_last               10860
_journal_paper_doi               10.1039/b911542k
_journal_year                    2009
_chemical_formula_moiety         'C13 H11 Cl N2 O Pt'
_chemical_formula_sum            'C13 H11 Cl N2 O Pt'
_chemical_formula_weight         441.78
_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   difmap
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                83.230(2)
_cell_angle_beta                 76.509(1)
_cell_angle_gamma                87.059(2)
_cell_formula_units_Z            2
_cell_length_a                   7.1447(3)
_cell_length_b                   8.5058(3)
_cell_length_c                   10.2432(3)
_cell_measurement_reflns_used    5835
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      2.06
_cell_volume                     600.91(4)
_computing_cell_refinement       Peakref
_computing_data_collection       'Nonius COLLECT'
_computing_data_reduction        'EvalCCD, Sadabs'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'DIRDIF-99 (Beurskens et al., 1999)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_av_sigmaI/netI    0.0425
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9030
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.06
_exptl_absorpt_coefficient_mu    11.884
_exptl_absorpt_correction_T_max  0.70
_exptl_absorpt_correction_T_min  0.36
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   Sadabs
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    2.442
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             412
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.941
_refine_diff_density_min         -1.054
_refine_diff_density_rms         0.155
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         2743
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0246
_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)+(0.0181P)²+0.4300P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0492
_refine_ls_wR_factor_ref         0.0518
_reflns_number_gt                2419
_reflns_number_total             2743
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b911542k.txt
_cod_data_source_block           s3576a
_cod_database_code               7002984
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
Pt1 Pt 0.28712(2) 0.39569(2) 0.366778(17) 0.02202(7) Uani 1 1 d . . .
Cl1 Cl 0.34959(18) 0.31170(15) 0.15497(12) 0.0342(3) Uani 1 1 d . . .
O1 O 0.1705(4) 0.1909(4) 0.4633(3) 0.0272(7) Uani 1 1 d . . .
N1 N 0.3860(5) 0.6167(4) 0.3162(4) 0.0236(8) Uani 1 1 d . . .
N2 N 0.2202(5) 0.4673(4) 0.5458(4) 0.0214(8) Uani 1 1 d . . .
C1 C 0.2561(6) 0.6139(5) 0.5520(5) 0.0252(10) Uani 1 1 d . . .
H1 H 0.2222 0.6608 0.6343 0.030 Uiso 1 1 calc R . .
C11 C 0.3505(6) 0.7018(5) 0.4265(5) 0.0238(10) Uani 1 1 d . . .
C12 C 0.4011(6) 0.8576(6) 0.4125(5) 0.0273(10) Uani 1 1 d . . .
H12 H 0.3738 0.9161 0.4886 0.033 Uiso 1 1 calc R . .
C13 C 0.4926(7) 0.9291(6) 0.2862(5) 0.0340(12) Uani 1 1 d . . .
H13 H 0.5287 1.0367 0.2750 0.041 Uiso 1 1 calc R . .
C14 C 0.5301(6) 0.8425(6) 0.1781(5) 0.0310(11) Uani 1 1 d . . .
H14 H 0.5944 0.8894 0.0916 0.037 Uiso 1 1 calc R . .
C15 C 0.4748(6) 0.6878(6) 0.1946(5) 0.0267(10) Uani 1 1 d . . .
H15 H 0.4999 0.6296 0.1185 0.032 Uiso 1 1 calc R . .
C21 C 0.1286(6) 0.3501(5) 0.6463(4) 0.0221(10) Uani 1 1 d . . .
C22 C 0.1075(6) 0.2082(6) 0.5956(4) 0.0232(10) Uani 1 1 d . . .
C23 C 0.0169(6) 0.0847(6) 0.6866(5) 0.0269(10) Uani 1 1 d . . .
H23 H 0.0021 -0.0143 0.6564 0.032 Uiso 1 1 calc R . .
C24 C -0.0510(6) 0.1072(6) 0.8206(5) 0.0301(11) Uani 1 1 d . . .
H24 H -0.1141 0.0225 0.8809 0.036 Uiso 1 1 calc R . .
C25 C -0.0309(6) 0.2494(6) 0.8718(5) 0.0277(11) Uani 1 1 d . . .
C26 C 0.0598(6) 0.3724(6) 0.7816(5) 0.0253(10) Uani 1 1 d . . .
H26 H 0.0748 0.4712 0.8122 0.030 Uiso 1 1 calc R . .
C27 C -0.1125(7) 0.2733(7) 1.0175(5) 0.0387(13) Uani 1 1 d . . .
H27A H -0.1985 0.3670 1.0228 0.058 Uiso 1 1 calc R . .
H27B H -0.0073 0.2885 1.0610 0.058 Uiso 1 1 calc R . .
H27C H -0.1850 0.1800 1.0636 0.058 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'
Cl Cl 0.1484 0.1585 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Pt1 N1 81.74(15) . . ?
N2 Pt1 O1 84.23(14) . . ?
N1 Pt1 O1 165.97(14) . . ?
N2 Pt1 Cl1 177.04(10) . . ?
N1 Pt1 Cl1 99.14(11) . . ?
O1 Pt1 Cl1 94.88(9) . . ?
C22 O1 Pt1 108.5(3) . . ?
C15 N1 C11 118.9(4) . . ?
C15 N1 Pt1 129.5(3) . . ?
C11 N1 Pt1 111.6(3) . . ?
C1 N2 C21 131.1(4) . . ?
C1 N2 Pt1 116.0(3) . . ?
C21 N2 Pt1 112.7(3) . . ?
N2 C1 C11 116.1(4) . . ?
N2 C1 H1 121.9 . . ?
C11 C1 H1 121.9 . . ?
C12 C11 N1 120.7(4) . . ?
C12 C11 C1 124.8(4) . . ?
N1 C11 C1 114.4(4) . . ?
C11 C12 C13 119.5(5) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 H12 120.3 . . ?
C14 C13 C12 119.1(5) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C13 C14 C15 120.1(5) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
N1 C15 C14 121.6(5) . . ?
N1 C15 H15 119.2 . . ?
C14 C15 H15 119.2 . . ?
C26 C21 C22 122.5(4) . . ?
C26 C21 N2 124.4(4) . . ?
C22 C21 N2 113.1(4) . . ?
O1 C22 C21 121.4(4) . . ?
O1 C22 C23 120.9(4) . . ?
C21 C22 C23 117.7(4) . . ?
C24 C23 C22 119.7(5) . . ?
C24 C23 H23 120.2 . . ?
C22 C23 H23 120.2 . . ?
C23 C24 C25 122.9(5) . . ?
C23 C24 H24 118.6 . . ?
C25 C24 H24 118.6 . . ?
C26 C25 C24 117.6(4) . . ?
C26 C25 C27 120.3(5) . . ?
C24 C25 C27 122.0(5) . . ?
C25 C26 C21 119.6(5) . . ?
C25 C26 H26 120.2 . . ?
C21 C26 H26 120.2 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
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 N2 1.946(4) . ?
Pt1 N1 2.009(4) . ?
Pt1 O1 2.016(3) . ?
Pt1 Cl1 2.3017(12) . ?
O1 C22 1.347(5) . ?
N1 C15 1.346(6) . ?
N1 C11 1.381(6) . ?
N2 C1 1.298(6) . ?
N2 C21 1.412(6) . ?
C1 C11 1.444(6) . ?
C1 H1 0.9500 . ?
C11 C12 1.374(6) . ?
C12 C13 1.390(7) . ?
C12 H12 0.9500 . ?
C13 C14 1.369(7) . ?
C13 H13 0.9500 . ?
C14 C15 1.373(7) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C21 C26 1.390(6) . ?
C21 C22 1.397(6) . ?
C22 C23 1.397(6) . ?
C23 C24 1.377(6) . ?
C23 H23 0.9500 . ?
C24 C25 1.400(7) . ?
C24 H24 0.9500 . ?
C25 C26 1.390(7) . ?
C25 C27 1.504(7) . ?
C26 H26 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 Pt1 O1 C22 0.5(3) . . . . ?
N1 Pt1 O1 C22 0.7(7) . . . . ?
Cl1 Pt1 O1 C22 -176.6(3) . . . . ?
N2 Pt1 N1 C15 178.6(4) . . . . ?
O1 Pt1 N1 C15 178.5(4) . . . . ?
Cl1 Pt1 N1 C15 -4.2(4) . . . . ?
N2 Pt1 N1 C11 -2.3(3) . . . . ?
O1 Pt1 N1 C11 -2.5(7) . . . . ?
Cl1 Pt1 N1 C11 174.8(3) . . . . ?
N1 Pt1 N2 C1 3.2(3) . . . . ?
O1 Pt1 N2 C1 -176.9(3) . . . . ?
N1 Pt1 N2 C21 179.4(3) . . . . ?
O1 Pt1 N2 C21 -0.6(3) . . . . ?
C21 N2 C1 C11 -178.7(4) . . . . ?
Pt1 N2 C1 C11 -3.3(5) . . . . ?
C15 N1 C11 C12 1.4(6) . . . . ?
Pt1 N1 C11 C12 -177.8(3) . . . . ?
C15 N1 C11 C1 -179.5(4) . . . . ?
Pt1 N1 C11 C1 1.3(4) . . . . ?
N2 C1 C11 C12 -179.7(4) . . . . ?
N2 C1 C11 N1 1.2(6) . . . . ?
N1 C11 C12 C13 -1.3(7) . . . . ?
C1 C11 C12 C13 179.6(4) . . . . ?
C11 C12 C13 C14 0.1(7) . . . . ?
C12 C13 C14 C15 1.0(7) . . . . ?
C11 N1 C15 C14 -0.2(6) . . . . ?
Pt1 N1 C15 C14 178.8(3) . . . . ?
C13 C14 C15 N1 -1.0(7) . . . . ?
C1 N2 C21 C26 -2.0(7) . . . . ?
Pt1 N2 C21 C26 -177.6(3) . . . . ?
C1 N2 C21 C22 176.1(4) . . . . ?
Pt1 N2 C21 C22 0.5(4) . . . . ?
Pt1 O1 C22 C21 -0.4(5) . . . . ?
Pt1 O1 C22 C23 178.9(3) . . . . ?
C26 C21 C22 O1 178.1(4) . . . . ?
N2 C21 C22 O1 -0.1(6) . . . . ?
C26 C21 C22 C23 -1.3(6) . . . . ?
N2 C21 C22 C23 -179.4(4) . . . . ?
O1 C22 C23 C24 -178.2(4) . . . . ?
C21 C22 C23 C24 1.2(6) . . . . ?
C22 C23 C24 C25 -1.0(7) . . . . ?
C23 C24 C25 C26 0.8(7) . . . . ?
C23 C24 C25 C27 177.7(4) . . . . ?
C24 C25 C26 C21 -0.8(6) . . . . ?
C27 C25 C26 C21 -177.8(4) . . . . ?
C22 C21 C26 C25 1.1(7) . . . . ?
N2 C21 C26 C25 179.1(4) . . . . ?
