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_7159174
_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         'C36 H29 Cl N3 O P Pd, 3(C H Cl3)'
_chemical_formula_sum            'C39 H32 Cl10 N3 O P Pd'
_chemical_formula_weight         1050.54
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -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                68.4410(10)
_cell_angle_beta                 87.7750(10)
_cell_angle_gamma                85.8250(10)
_cell_formula_units_Z            2
_cell_length_a                   9.24000(10)
_cell_length_b                   15.0951(2)
_cell_length_c                   16.2876(2)
_cell_measurement_reflns_used    9939
_cell_measurement_temperature    100
_cell_measurement_theta_max      30.54
_cell_measurement_theta_min      2.55
_cell_volume                     2107.05(5)
_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 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Quest D8'
_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  0.0287
_diffrn_reflns_av_unetI/netI     0.0373
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            24426
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.000
_diffrn_reflns_theta_min         2.210
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.149
_exptl_absorpt_correction_T_max  0.2657
_exptl_absorpt_correction_T_min  0.2254
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0841 before and 0.0424 after correction.
The Ratio of minimum to maximum transmission is 0.8483.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.656
_exptl_crystal_description       prism
_exptl_crystal_F_000             1052
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.696
_refine_diff_density_min         -0.661
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     504
_refine_ls_number_reflns         9199
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0367
_refine_ls_R_factor_gt           0.0296
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0201P)^2^+1.9521P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0614
_refine_ls_wR_factor_ref         0.0643
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8010
_reflns_number_total             9199
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ob00022b2.cif
_cod_data_source_block           kuzn3504
_cod_depositor_comments
'Adding full bibliography for 7159174--7159176.cif.'
_cod_original_cell_volume        2107.06(5)
_cod_database_code               7159174
_shelxl_version_number           2014/6
_shelx_estimated_absorpt_t_max   0.803
_shelx_estimated_absorpt_t_min   0.724
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H) groups
2. Restrained distances
 Cl9S-C3S \\sim Cl9X-C3S
 with sigma of 0.02
 Cl7S-C3S \\sim Cl7X-C3S
 with sigma of 0.02
 Cl8X-C3S \\sim Cl8S-C3S
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(Cl9X) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C16) = Uanis(C7)
Uanis(C20') = Uanis(C20)
Uanis(C18) = Uanis(C22')
Uanis(C19) = Uanis(C21')
Uanis(C18') = Uanis(C22)
Uanis(C17') = Uanis(C17)
Uanis(C19') = Uanis(C21)
Uanis(Cl9S) = Uanis(Cl9X)
Uanis(Cl7X) = Uanis(Cl7S)
Uanis(Cl8X) = Uanis(Cl8S)
4. Others
 Sof(H8AA)=Sof(H8AB)=Sof(C7)=Sof(H7)=Sof(C17)=Sof(C18)=Sof(H18)=Sof(C19)=
 Sof(H19)=Sof(C20)=Sof(H20)=Sof(C21)=Sof(H21)=Sof(C22)=Sof(H22)=1-FVAR(1)
 Sof(H8BC)=Sof(H8BD)=Sof(C16)=Sof(H16)=Sof(C17')=Sof(C22')=Sof(H22')=Sof(C21')=
 Sof(H21')=Sof(C20')=Sof(H20')=Sof(C19')=Sof(H19')=Sof(C18')=Sof(H18')=FVAR(1)
 Sof(H3SA)=Sof(Cl7X)=Sof(Cl8X)=Sof(Cl9S)=1-FVAR(2)
 Sof(H3S)=Sof(Cl7S)=Sof(Cl8S)=Sof(Cl9X)=FVAR(2)
5.a Riding coordinates:
 N6(H6)
5.b Ternary CH refined with riding coordinates:
 C7(H7), C16(H16), C2S(H2S), C1S(H1S), C3S(H3SA), C3S(H3S)
5.c Secondary CH2 refined with riding coordinates:
 C8(H8AA,H8AB), C8(H8BC,H8BD)
5.d Aromatic/amide H refined with riding coordinates:
 C9(H9), C11(H11), C12(H12), C13(H13), C14(H14), C27(H27), C28(H28), C29(H29),
 C30(H30), C31(H31), C33(H33), C34(H34), C35(H35), C36(H36), C37(H37), C39(H39),
  C40(H40), C41(H41), C42(H42), C43(H43), C18(H18), C19(H19), C20(H20),
 C21(H21), C22(H22), C22'(H22'), C21'(H21'), C20'(H20'), C19'(H19'), C18'(H18')
5.e Fitted hexagon refined as free rotating group:
 C17(C18,C19,C20,C21,C22), C17'(C22',C21',C20',C19',C18')
;
_shelx_res_checksum              61780
_olex2_submission_special_instructions 'No special instructions were received'