Chiral cyclometalation of 6-(1-phenylbenzyl)-2,2'-bipyridine.
Stoccoro, Sergio; Maidich, Luca; Ruiu, Tiziana; Cinellu, Maria Agostina; Clarkson, Guy James; Zucca, Antonio; Dalton transactions (Cambridge, England : 2003) 44 (2015) 18001–18011; doi:10.1039/c5dt02483h

data_7036574
_publ_section_title
;
 Chiral cyclometalation of 6-(1-phenylbenzyl)-2,2'-bipyridine.
;
_journal_issue                   41
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              18001
_journal_page_last               18011
_journal_paper_doi               10.1039/c5dt02483h
_journal_volume                  44
_journal_year                    2015
_chemical_formula_moiety         'C23 H17 Cl N2 Pt, 0.5(H2 O)'
_chemical_formula_sum            'C23 H18 Cl N2 O0.5 Pt'
_chemical_formula_weight         560.93
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_symmetry_space_group_name_Hall  '-I 2ya'
_symmetry_space_group_name_H-M   'I 1 2/a 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2014-12-09
_audit_creation_method
;
Olex2 1.2
(compiled 2014.11.28 svn.r3107 for OlexSys, GUI svn.r4959)
;
_audit_update_record
;
2015-06-29 deposited with the CCDC.
2015-09-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.5210(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   15.5280(2)
_cell_length_b                   13.72430(10)
_cell_length_c                   17.6847(2)
_cell_measurement_reflns_used    27305
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      31.9450
_cell_measurement_theta_min      2.8770
_cell_volume                     3705.44(7)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.2833
_diffrn_detector_type            Ruby
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_details
;
  1 omega   35.00  106.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       17.1016  178.0000 -150.0000 71

  2 omega  -56.00   45.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       17.1016  -57.0000 -180.0000 101

  3 omega  -71.00  105.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       17.1016    0.0000 -180.0000 176

  4 omega  -25.00   23.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.1954  -99.0000   90.0000 48

  5 omega -107.00  -57.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.1954 -178.0000   60.0000 50

  6 omega  -94.00   14.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.1954  -77.0000  -60.0000 108

  7 omega  -15.00   93.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       17.1016   77.0000 -120.0000 108

  8 omega  -57.00   42.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       17.1016  -38.0000    0.0000 99

  9 omega  -25.00   23.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.1954  -99.0000  150.0000 48

 10 omega  -25.00   23.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.1954  -99.0000   30.0000 48

 11 omega -105.00  -53.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.1954  178.0000  -60.0000 52

 12 omega -105.00  -53.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.1954  178.0000 -150.0000 52

 13 omega  -25.00    0.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       17.1016  -99.0000  -60.0000 25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0391054000
_diffrn_orient_matrix_UB_12      0.0047002000
_diffrn_orient_matrix_UB_13      -0.0150738000
_diffrn_orient_matrix_UB_21      0.0226187000
_diffrn_orient_matrix_UB_22      -0.0286165000
_diffrn_orient_matrix_UB_23      0.0307223000
_diffrn_orient_matrix_UB_31      -0.0108324000
_diffrn_orient_matrix_UB_32      -0.0427850000
_diffrn_orient_matrix_UB_33      -0.0222018000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0537
_diffrn_reflns_av_unetI/netI     0.0374
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            54517
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         32.353
_diffrn_reflns_theta_min         2.343
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    7.731
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83229
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.011
_exptl_crystal_description       block
_exptl_crystal_F_000             2152
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.14
_refine_diff_density_max         3.389
_refine_diff_density_min         -1.223
_refine_diff_density_rms         0.435
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     252
_refine_ls_number_reflns         6348
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0410
_refine_ls_R_factor_gt           0.0262
_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/[\s^2^(Fo^2^)+(0.0470P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0631
_refine_ls_wR_factor_ref         0.0780
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4949
_reflns_number_total             6348
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5dt02483h1.cif
_cod_data_source_block           az8
_cod_depositor_comments          'Adding full bibliography for 7036574.cif.'
_cod_original_formula_sum        'C23 H18 Cl N2 O0.50 Pt'
_cod_database_code               7036574
_chemical_oxdiff_formula         'C20 H20 N2 O2 Pt'
_diffrn_oxdiff_twin_integration_method simultaneous
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  H20 of C20, H16 of C16, H18 of C18, H2 of C2, H4 of C4, H10 of C10, H8 of
  C8, H5 of C5, H9 of C9, H23 of C23, H21 of C21, H12 of C12, H24 of C24, H22
  of C22, H3 of C3, H15 of C15, H17 of C17
 At 1.5 times of:
  H1 of C24
2. Restrained distances
 O1-H1
 0.84 with sigma of 0.02
 H1-H1_$1
 1.4 with sigma of 0.04
3.a Ternary CH refined with riding coordinates:
 C12(H12)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C9(H9), C10(H10), C15(H15), C16(H16),
 C17(H17), C18(H18), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'