Pd‒PEPPSI-Type Expanded Ring N-Heterocyclic Carbene Complexes: Synthesis, Characterization, and Catalytic Activity in Suzuki‒Miyaura Cross Coupling
Dunsford, Jay J.; Cavell, Kingsley J.; Organometallics 33 (2014) 2902–; doi:10.1021/om5003107

data_4083336
_publ_section_title
;
 Pd--PEPPSI-Type Expanded Ring N-Heterocyclic Carbene Complexes:
 Synthesis, Characterization, and Catalytic Activity in Suzuki--Miyaura
 Cross Coupling
;
_journal_issue                   11
_journal_name_full               Organometallics
_journal_page_first              2902
_journal_paper_doi               10.1021/om5003107
_journal_volume                  33
_journal_year                    2014
_chemical_formula_moiety         'C27 H32 Cl3 N3 Pd, C Cl2'
_chemical_formula_sum            'C28 H32 Cl5 N3 Pd'
_chemical_formula_weight         694.26
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_primary     iterative
_audit_creation_date             2013-11-07
_audit_creation_method
;
Olex2 1.2
(compiled 2013.09.17 svn.r2790 for OlexSys, GUI svn.r4601)
;
_cell_angle_alpha                89.667(3)
_cell_angle_beta                 84.171(3)
_cell_angle_gamma                71.431(3)
_cell_formula_units_Z            2
_cell_length_a                   8.2390(3)
_cell_length_b                   11.7585(3)
_cell_length_c                   16.6772(8)
_cell_measurement_reflns_used    7343
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.1190
_cell_measurement_theta_min      3.4620
_cell_volume                     1523.03(10)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_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
'L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard, H. Puschmann, in preparation (2013)'
_computing_structure_solution
'L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard, H. Puschmann, in preparation (2013)'
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector_area_resol_mean 10.3705
_diffrn_measured_fraction_theta_full 0.9987
_diffrn_measured_fraction_theta_max 0.9987
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0063836000
_diffrn_orient_matrix_UB_12      -0.0001522000
_diffrn_orient_matrix_UB_13      0.0427335000
_diffrn_orient_matrix_UB_21      -0.0906891000
_diffrn_orient_matrix_UB_22      0.0260407000
_diffrn_orient_matrix_UB_23      0.0015911000
_diffrn_orient_matrix_UB_31      -0.0086596000
_diffrn_orient_matrix_UB_32      -0.0580905000
_diffrn_orient_matrix_UB_33      -0.0007173000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_unetI/netI     0.0557
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            15355
_diffrn_reflns_theta_full        26.3713
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.78
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.071
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79288
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.5138
_exptl_crystal_description       block
_exptl_crystal_F_000             703.6799
_exptl_crystal_size_max          0.7
_exptl_crystal_size_mid          0.7
_exptl_crystal_size_min          0.4
_refine_diff_density_max         0.6032
_refine_diff_density_min         -0.6407
_refine_diff_density_rms         0.1139
_refine_ls_d_res_high            0.8000
_refine_ls_d_res_low             7.3363
_refine_ls_goodness_of_fit_ref   1.0482
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    49
_refine_ls_number_parameters     356
_refine_ls_number_reflns         6222
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0482
_refine_ls_R_factor_all          0.0434
_refine_ls_R_factor_gt           0.0337
_refine_ls_shift/su_max          0.0007
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0349P)^2^+0.3234P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0827
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -10
_reflns_limit_k_max              14
_reflns_limit_k_min              -14
_reflns_limit_l_max              20
_reflns_limit_l_min              0
_reflns_number_gt                5240
_reflns_number_total             6222
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            om5003107_si_002.cif
_cod_data_source_block           amji83_refinalise
_cod_depositor_comments
'Adding full bibliography for 4083335--4083336.cif.'
_cod_database_code               4083336
_chemical_oxdiff_formula         'C28 H34 N3 Cl5 Pd1'
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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. Others
 Fixed Sof: Cl4(0.75) Cl7(0.75) C28(0.75) Cl(0.25) Cl5(0.25) C29(0.25)
3.a Secondary CH2 refined with riding coordinates:
 C4(H4a,H4b), C2(H2a,H2b), C3(H3a,H3b)
3.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C18(H18), C9(H9), C26(H26), C23(H23), C16(H16), C27(H27), C25(H25)
3.c Idealised Me refined as rotating group:
 C22(H22a,H22b,H22c), C11(H11a,H11b,H11c), C13(H13a,H13b,H13c), C12(H12a,H12b,
 H12c), C20(H20a,H20b,H20c), C21(H21a,H21b,H21c)
;