A mild and selective Pd-mediated methodology for the synthesis of highly fluorescent 2-arylated tryptophans and tryptophan-containing peptides: a catalytic role for Pd0 nanoparticles?
Thomas J. Williams; Alan J. Reay; Adrian C. Whitwood; Ian J. S. Fairlamb; Chem.Commun. 50 (2014) 3052–; doi:10.1039/c3cc48481e

data_7112070
_publ_section_title
;
 A mild and selective Pd-mediated methodology for the synthesis of highly
 fluorescent 2-arylated tryptophans and tryptophan-containing peptides: a
 catalytic role for Pd0 nanoparticles?
;
_journal_name_full               Chem.Commun.
_journal_page_first              3052
_journal_paper_doi               10.1039/c3cc48481e
_journal_volume                  50
_journal_year                    2014
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C20 F N2 O3'
_chemical_formula_sum            'C20 H19 F N2 O3'
_chemical_formula_weight         354.37
_space_group_crystal_system      trigonal
_space_group_IT_number           146
_space_group_name_Hall           'R 3'
_space_group_name_H-M_alt        'R 3'
_symmetry_space_group_name_Hall  'R 3'
_symmetry_space_group_name_H-M   'R 3 :H'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2012-04-13
_audit_creation_method
;
  Olex2 1.1
  (compiled 2011.11.01 svn.r2039, GUI svn.r3906)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            9
_cell_length_a                   21.0404(11)
_cell_length_b                   21.0404(11)
_cell_length_c                   10.4652(7)
_cell_measurement_reflns_used    3569
_cell_measurement_temperature    110.00(10)
_cell_measurement_theta_max      32.0836
_cell_measurement_theta_min      2.9596
_cell_volume                     4012.2(4)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
Palatinus, L. & Chapuis, G. (2007).
SUPERFLIP - a computer program for the solution of crystal structures
 by charge flipping in arbitrary dimensions.
J. Appl. Cryst. 40, 786-790.
;
_diffrn_ambient_temperature      110.00(10)
_diffrn_detector_area_resol_mean 16.1450
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.920
_diffrn_measurement_details
;
  1 omega  -69.00   48.00   1.0000   12.8400
omega____ theta____ kappa____ phi______ frames
    -      -25.1672   19.0000  -30.0000 117

  2 omega  -65.00  -35.00   1.0000   12.8400
omega____ theta____ kappa____ phi______ frames
    -      -25.1672 -178.0000  -30.0000 30

  3 omega   31.00   77.00   1.0000   12.8400
omega____ theta____ kappa____ phi______ frames
    -       26.4172 -128.0000   -7.0000 46

  4 omega   39.00  100.00   1.0000   12.8400
omega____ theta____ kappa____ phi______ frames
    -       26.4172 -178.0000  -90.0000 61

  5 omega   31.00   62.00   1.0000   12.8400
omega____ theta____ kappa____ phi______ frames
    -       26.4172   56.0000  117.0000 31
;
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0179086000
_diffrn_orient_matrix_UB_12      -0.0357576000
_diffrn_orient_matrix_UB_13      0.0267633000
_diffrn_orient_matrix_UB_21      -0.0296459000
_diffrn_orient_matrix_UB_22      -0.0103234000
_diffrn_orient_matrix_UB_23      -0.0430230000
_diffrn_orient_matrix_UB_31      0.0175359000
_diffrn_orient_matrix_UB_32      -0.0111921000
_diffrn_orient_matrix_UB_33      -0.0453332000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_av_unetI/netI     0.0498
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9531
_diffrn_reflns_theta_full        30.01
_diffrn_reflns_theta_max         32.16
_diffrn_reflns_theta_min         2.96
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_correction_T_min  0.986
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.320
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1674
_exptl_crystal_size_max          0.2168
_exptl_crystal_size_mid          0.1531
_exptl_crystal_size_min          0.1393
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.229
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         5613
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0424
_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/[\s^2^(Fo^2^)+(0.0412P)^2^+1.5669P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0946
_refine_ls_wR_factor_ref         0.0995
_reflns_number_gt                5157
_reflns_number_total             5613
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3cc48481e2.cif
_cod_data_source_block           ijsf1202
_cod_original_cell_volume        4012.2(6)
_cod_database_code               7112070
_chemical_oxdiff_formula         'C20 H19 F1 N2 O3'
_chemical_oxdiff_usercomment     'Tom Williams TJW/5/173/465/1'
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.01