Halo-Bridged Abnormal NHC Palladium(II) Dimer for Catalytic Dehydrogenative Cross-Coupling Reactions of Heteroarenes.
P, Sreejyothi; Sau, Samaresh Chandra; Vardhanapu, Pavan K.; Mandal, Swadhin K.; The Journal of organic chemistry 83 (2018) 9403–9411; doi:10.1021/acs.joc.8b01053

data_4035302
_publ_section_title
;
 Halo-Bridged Abnormal NHC Palladium(II) Dimer for Catalytic
 Dehydrogenative Cross-Coupling Reactions of Heteroarenes.
;
_journal_issue                   16
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              9403
_journal_page_last               9411
_journal_paper_doi               10.1021/acs.joc.8b01053
_journal_volume                  83
_journal_year                    2018
_chemical_formula_moiety         'C82 H92 N4 O4 Pd2, C6 H6, C3 H7'
_chemical_formula_sum            'C91 H105 N4 O4 Pd2'
_chemical_formula_weight         1531.59
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2018-03-03
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 98.546(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.9861(5)
_cell_length_b                   22.1765(7)
_cell_length_c                   22.9883(8)
_cell_measurement_reflns_used    7848
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      22.6470
_cell_measurement_theta_min      2.5650
_cell_volume                     8059.2(5)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      100.00(10)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_device_type  'Supernova, Dual, Cu, at Zero, Eos'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0880
_diffrn_reflns_av_unetI/netI     0.1201
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            95711
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         32.82
_diffrn_reflns_theta_min         2.49
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.498
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90546
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             3212
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.21
_refine_diff_density_max         3.028
_refine_diff_density_min         -1.118
_refine_diff_density_rms         0.136
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     929
_refine_ls_number_reflns         28708
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.1605
_refine_ls_R_factor_gt           0.0708
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0874P)^2^+0.3229P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1580
_refine_ls_wR_factor_ref         0.2138
_reflns_number_gt                14285
_reflns_number_total             28708
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo8b01053_si_002.cif
_cod_data_source_block           skm6_100k
_cod_database_code               4035302
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C39B(H39B), C36B(H36B), C18B(H18B), C39A(H39A), C21B(H21B), C18A(H18A),
 C36A(H36A), C21A(H21A)
2.b Secondary CH2 refined with riding coordinates:
 C52(H52A,H52B), C51(H51A,H51B)
2.c Aromatic/amide H refined with riding coordinates:
 C11A(H11A), C34A(H34A), C10A(H10A), C8A(H8A), C25B(H25B), C29B(H29B),
 C34B(H34B), C25A(H25A), C32A(H32A), C9A(H9A), C32B(H32B), C8B(H8B), C11B(H11B),
  C33A(H33A), C33B(H33B), C27B(H27B), C28B(H28B), C14A(H14A), C26B(H26B),
 C14B(H14B), C10B(H10B), C16B(H16B), C29A(H29A), C16A(H16A), C9B(H9B),
 C15A(H15A), C26A(H26A), C15B(H15B), C28A(H28A), C27A(H27A), C44(H44), C47(H47),
  C48(H48), C49(H49), C46(H46), C45(H45)
2.d Idealised Me refined as rotating group:
 C43A(H43A,H43B,H43C), C43B(H43D,H43E,H43F), C38B(H38A,H38B,H38C), C37B(H37A,
 H37B,H37C), C41B(H41A,H41B,H41C), C40A(H40A,H40B,H40C), C19B(H19A,H19B,H19C),
 C37A(H37D,H37E,H37F), C40B(H40D,H40E,H40F), C22B(H22A,H22B,H22C), C20B(H20A,
 H20B,H20C), C23A(H23A,H23B,H23C), C41A(H41D,H41E,H41F), C23B(H23D,H23E,H23F),
 C38A(H38D,H38E,H38F), C19A(H19D,H19E,H19F), C20A(H20D,H20E,H20F), C22A(H22D,
 H22E,H22F), C50(H50A,H50B,H50C)
;
_olex2_submission_special_instructions 'No special instructions were received'