Hg(II) and Pd(II) complexes with a new selenoether bridged biscarbene ligand: Efficient mono- and bis-arylation of methyl acrylate with a pincer biscarbene Pd(II) precatalyst
Dhiman, Rishu; Prashanth, Billa; Bawari, Deependra; Mandal, Ushnish; Verma, Aditya; Roychoudhury, Angshuman; Singh, Sanjay; Dalton Trans.  (2017) –; doi:10.1039/C6DT04505G

data_7042671
_publ_section_title
;
 Hg(II) and Pd(II) complexes with a new selenoether bridged biscarbene
 ligand: Efficient mono- and bis-arylation of methyl acrylate with a
 pincer biscarbene Pd(II) precatalyst
;
_journal_name_full               'Dalton Trans.'
_journal_paper_doi               10.1039/C6DT04505G
_journal_year                    2017
_chemical_formula_moiety         'C32 H32 N4 Se, 2(B F4)'
_chemical_formula_sum            'C32 H32 B2 F8 N4 Se'
_chemical_formula_weight         725.19
_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_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2017-04-04
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_audit_update_record
;
2017-04-05 deposited with the CCDC.
2017-04-10 downloaded from the CCDC.
;
_cell_angle_alpha                96.183(5)
_cell_angle_beta                 98.868(6)
_cell_angle_gamma                101.395(5)
_cell_formula_units_Z            2
_cell_length_a                   11.7285(8)
_cell_length_b                   11.8807(7)
_cell_length_c                   12.3142(8)
_cell_measurement_reflns_used    2715
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      22.28
_cell_measurement_theta_min      2.23
_cell_volume                     1644.97(19)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'Bruker APEX-2, (Bruker 2009)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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    'ShelxT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_av_unetI/netI     0.0510
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10901
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.063
_diffrn_reflns_theta_min         1.767
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.216
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6658
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
'SADABS-2014/5 (Bruker,2014/5) was used for absorption 
correction. wR2(int) was 0.0391 before and 0.0310 after 
correction. The Ratio of minimum to maximum transmission 
is 0.8935. The \l/2 correction factor is 0.00150.'
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_density_diffrn    1.464
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.145
_refine_diff_density_min         -0.710
_refine_diff_density_rms         0.117
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     486
_refine_ls_number_reflns         5803
_refine_ls_number_restraints     393
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.1141
_refine_ls_R_factor_gt           0.0812
_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^)+(0.1353P)^2^+4.0784P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2118
_refine_ls_wR_factor_ref         0.2388
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4149
_reflns_number_total             5803
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6dt04505g2.cif
_cod_data_source_block           lh2-bf4-2
_cod_original_cell_volume        1644.96(19)
_cod_database_code               7042671
_shelx_shelxl_version_number     2014/7
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Shared sites
{B2A, B2B}
{F5A, F5B}
3. Restrained distances
 F4B-B1B = B1B-F3B
 1.35 with sigma of 0.02
 F4B-F3B
 2.205 with sigma of 0.04
 F5A-B2A \\sim F6A-B2A \\sim F7B-B2B \\sim F8A-B2A \\sim F6B-B2B \\sim F7A-B2A
\\sim F8B-B2B
 with sigma of 0.02
 F3B-B1B \\sim F4B-B1B \\sim F1B-B1B \\sim F2B-B1B
 with sigma of 0.02
 F2A-B1A \\sim F4A-B1A \\sim F1A-B1A \\sim F3A-B1A
 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(B2A) = Uanis(B2B)
Uanis(F5A) = Uanis(F5B)
Uiso(B1A) = Uiso(B1B)
5. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(B2B)=Sof(F5B)=Sof(F6B)=Sof(F7B)=Sof(F8B)=1-FVAR(1)
 Sof(B2A)=Sof(F5A)=Sof(F6A)=Sof(F7A)=Sof(F8A)=FVAR(1)
 Fixed Sof: F1A(0.53) F2A(0.53) F1B(0.47) F2B(0.47) F3B(0.47) F3A(0.53)
 F4B(0.47) F4A(0.53) B1A(0.53) B1B(0.47)
7.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C14(H14A,H14B), C23(H23A,H23B), C26(H26A,H26B), C38(H38A,
 H38B), C42(H42A,H42B)
7.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C13(H13), C15(H15), C16(H16), C17(H17), C18(H18), C20(H20),
 C22(H22), C24(H24), C29(H29), C30(H30), C31(H31), C32(H32), C33(H33), C34(H34),
  C35(H35), C37(H37), C41(H41), C50(H50)
;
_olex2_submission_special_instructions 'No special instructions were received'