Bilateral metalloheterocyclic systems based on palladacycle and piperidine-2,4-dione pharmacophores.
Bulygina, Ludmila A.; Khrushcheva, Natalya S.; Nelyubina, Yulia V.; Dorovatovskii, Pavel; Strelkova, Tatiana V.; Alexeev, Michael S.; Mandegani, Zeinab; Nabavizadeh, S. Masoud; Kuznetsov, Nikolai Yu; Organic & biomolecular chemistry 21 (2023) 2337–2354; doi:10.1039/d3ob00022b

data_7159176
_publ_section_title
;
 Bilateral metalloheterocyclic systems based on palladacycle and
 piperidine-2,4-dione pharmacophores.
;
_journal_issue                   11
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              2337
_journal_page_last               2354
_journal_paper_doi               10.1039/d3ob00022b
_journal_volume                  21
_journal_year                    2023
_chemical_formula_moiety         'C37 H29 Cl N3 O P Pd'
_chemical_formula_sum            'C37 H29 Cl N3 O P Pd'
_chemical_formula_weight         704.45
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2022-11-06
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-11-06 deposited with the CCDC.	2023-02-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 127.8700(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   35.7466(13)
_cell_length_b                   9.2750(3)
_cell_length_c                   26.6696(10)
_cell_measurement_reflns_used    9510
_cell_measurement_temperature    100
_cell_measurement_theta_max      30.56
_cell_measurement_theta_min      2.28
_cell_volume                     6980.2(4)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Quest D8 CMOS'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_unetI/netI     0.0161
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       45
_diffrn_reflns_limit_h_min       -45
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            76544
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.997
_diffrn_reflns_theta_min         1.935
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.686
_exptl_absorpt_correction_T_max  0.2657
_exptl_absorpt_correction_T_min  0.2217
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0795 before and 0.0523 after correction.
The Ratio of minimum to maximum transmission is 0.8344.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_description       prism
_exptl_crystal_F_000             2864
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.651
_refine_diff_density_min         -0.562
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.193
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     419
_refine_ls_number_reflns         7614
_refine_ls_number_restraints     156
_refine_ls_restrained_S_all      1.190
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0364
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0216P)^2^+33.0453P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0878
_refine_ls_wR_factor_ref         0.0889
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7174
_reflns_number_total             7614
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ob00022b2.cif
_cod_data_source_block           kuzn3574
_cod_depositor_comments
'Adding full bibliography for 7159174--7159176.cif.'
_cod_database_code               7159176
_shelxl_version_number           2014/6
_shelx_estimated_absorpt_t_max   0.967
_shelx_estimated_absorpt_t_min   0.904
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C5) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(C5') \\sim Ueq, Uanis(C6')
\\sim Ueq, Uanis(N7') \\sim Ueq, Uanis(O23) \\sim Ueq, Uanis(C8) \\sim Ueq,
Uanis(N7) \\sim Ueq, Uanis(O23') \\sim Ueq, Uanis(C8') \\sim Ueq: with sigma of
0.005 and sigma for terminal atoms of 0.01
Uanis(N3) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(N1') \\sim Ueq, Uanis(C10)
\\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(C15) \\sim Ueq,
Uanis(C14) \\sim Ueq, Uanis(C13) \\sim Ueq, Uanis(C12) \\sim Ueq, Uanis(C16')
\\sim Ueq, Uanis(C15') \\sim Ueq, Uanis(C14') \\sim Ueq, Uanis(C13') \\sim Ueq,
Uanis(C12') \\sim Ueq, Uanis(C11') \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
Uanis(N7) = Uanis(N7')
Uanis(C17) = Uanis(C17')
Uanis(N1) = Uanis(N1')
Uanis(C4) = Uanis(C4')
Uanis(C22) = Uanis(C22')
Uanis(C15) = Uanis(C15')
Uanis(C21') = Uanis(C21)
Uanis(N3) = Uanis(N3')
Uanis(C20) = Uanis(C20')
Uanis(C11) = Uanis(C11')
Uanis(C19) = Uanis(C19')
Uanis(C13') = Uanis(C12')
Uanis(C18) = Uanis(C18')
Uanis(C9) = Uanis(C9')
Uanis(C6) = Uanis(C6')
Uanis(C2) = Uanis(C2')
Uanis(C5) = Uanis(C5')
Uanis(C10') = Uanis(C10)
Uanis(C16) = Uanis(C16')
Uanis(C8') = Uanis(C8)
Uanis(C14) = Uanis(C14')
Uanis(O23') = Uanis(O23)
Uanis(C11') = Uanis(C11)
Uanis(C4) = Uanis(C4') = Uanis(C9') = Uanis(C9)
3. Others
 Sof(O23')=Sof(N1')=Sof(N3')=Sof(N7')=Sof(H7')=Sof(C2')=Sof(C4')=Sof(C5')=
 Sof(H5'A)=Sof(H5'B)=Sof(C6')=Sof(H6')=Sof(C8')=Sof(C9')=Sof(C10')=Sof(H10')=
 Sof(C16')=Sof(C15')=Sof(H15')=Sof(C14')=Sof(H14')=Sof(C13')=Sof(H13')=
 Sof(C12')=Sof(H12')=Sof(C11')=Sof(C20')=Sof(H20')=Sof(C19')=Sof(H19')=
 Sof(C18')=Sof(H18')=Sof(C17')=Sof(C22')=Sof(H22')=Sof(C21')=Sof(H21')=1-FVAR(1)
 Sof(O23)=Sof(N1)=Sof(N3)=Sof(N7)=Sof(H7)=Sof(C2)=Sof(C4)=Sof(C5)=Sof(H5A)=
 Sof(H5B)=Sof(C6)=Sof(H6)=Sof(C8)=Sof(C9)=Sof(C10)=Sof(H10)=Sof(C11)=Sof(C16)=
 Sof(C15)=Sof(H15)=Sof(C14)=Sof(H14)=Sof(C13)=Sof(H13)=Sof(C12)=Sof(H12)=
 Sof(C22)=Sof(H22)=Sof(C21)=Sof(H21)=Sof(C20)=Sof(H20)=Sof(C19)=Sof(H19)=
 Sof(C18)=Sof(H18)=Sof(C17)=FVAR(1)
4.a Riding coordinates:
 N7(H7), N7'(H7')
4.b Ternary CH refined with riding coordinates:
 C6(H6), C6'(H6')
4.c Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C5'(H5'A,H5'B)
4.d Aromatic/amide H refined with riding coordinates:
 C28(H28), C29(H29), C30(H30), C31(H31), C32(H32), C34(H34), C35(H35),
 C36(H36), C37(H37), C38(H38), C40(H40), C41(H41), C42(H42), C43(H43), C44(H44),
  C10(H10), C15(H15), C14(H14), C13(H13), C12(H12), C22(H22), C21(H21),
 C20(H20), C19(H19), C18(H18), C10'(H10'), C15'(H15'), C14'(H14'), C13'(H13'),
 C12'(H12'), C20'(H20'), C19'(H19'), C18'(H18'), C22'(H22'), C21'(H21')
4.e Fitted hexagon refined as free rotating group:
 C11(C16,C15,C14,C13,C12), C22(C21,C20,C19,C18,C17), C16'(C15',C14',C13',C12',
 C11'), C20'(C19',C18',C17',C22',C21')
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              59793
_shelx_fab_checksum              90567
_olex2_submission_special_instructions 'No special instructions were received'