Synthesis, Characterization, and Electronic Properties of Porphyrins Conjugated with N-Heterocyclic Carbene (NHC)‒Gold(I) Complexes
Longevial, Jean-François; Langlois, Adam; Buisson, Antoine; Devillers, Charles H.; Clément, Sébastien; van der Lee, Arie; Harvey, Pierre D.; Richeter, Sébastien; Organometallics 35 (2016) 663–; doi:10.1021/acs.organomet.5b00966

data_4086410
_publ_section_title
;
 Synthesis, Characterization, and Electronic Properties of Porphyrins
 Conjugated with N-Heterocyclic Carbene (NHC)--Gold(I) Complexes
;
_journal_issue                   5
_journal_name_full               Organometallics
_journal_page_first              663
_journal_paper_doi               10.1021/acs.organomet.5b00966
_journal_volume                  35
_journal_year                    2016
_chemical_formula_moiety         '     C63 H65 N6, C H2 Cl2 I '
_chemical_formula_sum            'C64 H67 Cl2 I N6'
_chemical_formula_weight         1118.04
_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     iterative
_cell_angle_alpha                100.574(7)
_cell_angle_beta                 107.045(7)
_cell_angle_gamma                109.056(8)
_cell_formula_units_Z            2
_cell_length_a                   11.3072(10)
_cell_length_b                   15.9169(15)
_cell_length_c                   18.8810(15)
_cell_measurement_reflns_used    4241
_cell_measurement_temperature    175
_cell_measurement_theta_max      24.0210
_cell_measurement_theta_min      1.9370
_cell_volume                     2920.6(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      175
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0143
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.730
_diffrn_measurement_details
;
  1 omega  -13.00   69.00   1.0000  210.0000
omega____ theta____ kappa____ phi______ frames
    -        5.3812   57.0000   30.0000 82

  2 omega  -72.00   21.00   1.0000  210.0000
omega____ theta____ kappa____ phi______ frames
    -       -6.1625  -77.0000  120.0000 93

  3 omega  -35.00   61.00   1.0000  210.0000
omega____ theta____ kappa____ phi______ frames
    -       -6.1625   77.0000 -120.0000 96

;
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0303119000
_diffrn_orient_matrix_UB_12      0.0076609000
_diffrn_orient_matrix_UB_13      0.0271815000
_diffrn_orient_matrix_UB_21      0.0142180000
_diffrn_orient_matrix_UB_22      0.0463036000
_diffrn_orient_matrix_UB_23      -0.0015464000
_diffrn_orient_matrix_UB_31      -0.0634611000
_diffrn_orient_matrix_UB_32      -0.0159693000
_diffrn_orient_matrix_UB_33      -0.0310806000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.065
_diffrn_reflns_av_unetI/netI     0.1179
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            14625
_diffrn_reflns_theta_full        18.714
_diffrn_reflns_theta_max         24.952
_diffrn_reflns_theta_min         1.546
_exptl_absorpt_coefficient_mu    0.684
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36656
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark purple'
_exptl_crystal_density_diffrn    1.271
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.250
_refine_diff_density_max         2.37
_refine_diff_density_min         -1.21
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.1220
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     652
_refine_ls_number_reflns         5017
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1577
_refine_ls_R_factor_gt           0.1205
_refine_ls_shift/su_max          0.0019272
_refine_ls_shift/su_mean         0.0000452
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] 
 where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982)
 W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ 
 A~i~ are: 
 10.9 3.78 6.41 1.12 -1.31
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1690
_refine_ls_wR_factor_gt          0.1343
_refine_ls_wR_factor_ref         0.1343
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              17
_reflns_limit_k_min              -17
_reflns_limit_l_max              21
_reflns_limit_l_min              0
_reflns_number_gt                5017
_reflns_number_total             7484
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00
_oxford_refine_ls_r_factor_ref   0.1205
_oxford_refine_ls_scale          1.403(6)
_oxford_reflns_number_all        7484
_oxford_reflns_threshold_expression_ref I>2.0\s(I)
_cod_data_source_file            om5b00966_si_002.cif
_cod_data_source_block           1
_cod_depositor_comments
'Adding full bibliography for 4086410--4086411.cif.'
_cod_original_cell_volume        2920.6(2)
_cod_original_sg_symbol_Hall
;
;
_cod_original_sg_symbol_H-M      'P -1 '
_cod_original_formula_sum        ' C64 H67 Cl2 I N6'
_cod_database_code               4086410
_cell_oxdiff_length_a            11.3072(10)
_cell_oxdiff_length_b            15.9169(15)
_cell_oxdiff_length_c            18.8810(15)
_cell_oxdiff_angle_alpha         100.574(7)
_cell_oxdiff_angle_beta          107.045(7)
_cell_oxdiff_angle_gamma         109.056(8)
_cell_oxdiff_volume              2920.6(4)
_montpellier_reflns_maxres       1.05
_montpellier_reflns_completeness_maxres 99.93
_montpellier_reflns_redundancy_maxres 2.27