Coordination complexes of P<sup>III</sup>-doped heterobuckybowls and their applications in catalysis.
Feng, Lijun; Hua, Xinqiang; Shang, Jihai; Shao, Xiangfeng; Organic & biomolecular chemistry 23 (2025) 665–672; doi:10.1039/d4ob01737d

data_7160256
_publ_section_title
;
 Coordination complexes of P<sup>III</sup>-doped heterobuckybowls and
 their applications in catalysis.
;
_journal_issue                   3
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              665
_journal_page_last               672
_journal_paper_doi               10.1039/d4ob01737d
_journal_volume                  23
_journal_year                    2025
_chemical_formula_moiety         '2(C96 H118 Cl2 O12 P2 Pd Se4), C2 H3 N'
_chemical_formula_sum            'C194 H239 Cl4 N O24 P4 Pd2 Se8'
_chemical_formula_weight         4079.01
_chemical_name_common            5-PdCl2
_chemical_name_systematic        5-PdCl2
_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   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2023-08-15
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2024-05-15 deposited with the CCDC.	2024-11-21 downloaded from the CCDC.
;
_cell_angle_alpha                89.6800(10)
_cell_angle_beta                 78.8790(10)
_cell_angle_gamma                86.7940(10)
_cell_formula_units_Z            2
_cell_length_a                   17.3656(2)
_cell_length_b                   22.3745(2)
_cell_length_c                   24.2121(2)
_cell_measurement_reflns_used    92717
_cell_measurement_temperature    150.1(3)
_cell_measurement_theta_max      77.2180
_cell_measurement_theta_min      1.8680
_cell_volume                     9216.30(16)
_computing_cell_refinement       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2013/2 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.1(3)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     96.00 175.00   0.50    0.05    --  107.75  19.00  60.00  158
  2  \w     81.00 169.00   0.50    0.05    --  107.75  88.00 -69.00  176
  3  \w     93.00 160.00   0.50    0.05    --  107.75  57.00-120.00  134
  4  \w    131.00 156.00   0.50    0.05    --  107.75  37.00 -90.00   50
  5  \w    -68.00 -27.00   0.50    0.05    -- -100.00  57.00-150.00   82
  6  \w    -39.00  22.00   0.50    0.05    --  -47.45  37.00-120.00  122
  7  \w    -21.00  27.00   0.50    0.05    --  -47.45  19.00 -60.00   96
  8  \w    -29.00  25.00   0.50    0.05    --  -47.45  19.00   0.00  108
  9  \w    -23.00  27.00   0.50    0.05    --  -47.45  19.00  90.00  100
 10  \w    -55.00 -27.00   0.50    0.05    -- -100.00  57.00  90.00   56
 11  \w    -58.00 -29.00   0.50    0.05    -- -100.00  57.00  30.00   58
 12  \w    -13.00  27.00   0.50    0.05    --  -47.45  19.00-150.00   80
 13  \w     36.00 103.00   0.50    0.05    --  107.75 -77.00-180.00  134
 14  \w     35.00 102.00   0.50    0.05    --  107.75 -77.00 -60.00  134
 15  \w     37.00  63.00   0.50    0.05    --  107.75 -57.00 -30.00   52
 16  \w     37.00  62.00   0.50    0.05    --  107.75 -57.00  30.00   50
 17  \w     36.00  62.00   0.50    0.05    --  107.75 -57.00  60.00   52
 18  \w     41.00  67.00   0.50    0.05    --  107.75 -99.00 120.00   52
 19  \w     64.00  91.00   0.50    0.05    --  107.75 -88.00 174.00   54
 20  \w    -16.00  61.00   0.50    0.05    --   47.45 -88.00 174.00  154
 21  \w     59.00 100.00   0.50    0.05    --  107.75 -99.00  30.00   82
 22  \w     79.00 104.00   0.50    0.05    --  107.75 -99.00 -30.00   50
 23  \w     76.00 103.00   0.50    0.05    --  107.75 -99.00-180.00   54
 24  \w    -71.00  25.00   0.50    0.05    --  -47.45  88.00 -69.00  192
 25  \w   -125.00 -48.00   0.50    0.05    -- -100.00 143.00-115.51  154
 26  \w    -94.00 -67.00   0.50    0.05    -- -100.00 125.00 -60.00   54
 27  \w    -52.00 -24.00   0.50    0.05    --  -47.45 125.00 -30.00   56
 28  \w   -112.00 -32.00   0.50    0.05    -- -100.00 125.00  60.00  160
 29  \w   -125.00 -78.00   0.50    0.05    -- -100.00 144.00 173.09   94
 30  \w    -60.00 -35.00   0.50    0.05    -- -100.00 144.00 173.09   50
 31  \w   -112.00 -61.00   0.50    0.05    -- -100.00 125.00 120.00  102
 32  \w   -112.00 -30.00   0.50    0.05    -- -100.00 125.00  90.00  164
 33  \w   -107.00 -36.00   0.50    0.05    -- -100.00 106.00  34.67  142
 34  \w    -62.00 -28.00   0.50    0.05    -- -100.00 125.00 -60.00   68
 35  \w    -88.00 -50.00   0.50    0.05    -- -100.00  88.00 -69.00   76
 36  \w   -146.00 -99.00   0.50    0.05    -- -100.00 -19.00-120.00   94
 37  \w   -173.00 -88.00   0.50    0.05    -- -100.00 -37.00-150.00  170
 38  \w    -65.00 -40.00   0.50    0.05    --  -47.45 -57.00-150.00   50
 39  \w   -119.00 -72.00   0.50    0.05    --  -47.45 -57.00-150.00   94
 40  \w   -173.00-114.00   0.50    0.05    -- -100.00 -37.00  30.00  118
 41  \w   -173.00 -92.00   0.50    0.05    -- -100.00 -99.00 150.00  162
 42  \w   -150.00 -85.00   0.50    0.05    -- -100.00 -88.00 174.00  130
 43  \w   -156.00-115.00   0.50    0.05    -- -100.00 -99.00 -90.00   82
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0615678000
_diffrn_orient_matrix_UB_12      0.0181783000
_diffrn_orient_matrix_UB_13      -0.0359647000
_diffrn_orient_matrix_UB_21      0.0654033000
_diffrn_orient_matrix_UB_22      0.0227422000
_diffrn_orient_matrix_UB_23      -0.0463147000
_diffrn_orient_matrix_UB_31      0.0114749000
_diffrn_orient_matrix_UB_32      -0.0625152000
_diffrn_orient_matrix_UB_33      -0.0276866000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0724
_diffrn_reflns_av_unetI/netI     0.0497
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.946
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            132044
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.629
_diffrn_reflns_theta_min         1.860
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.773
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.33196
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.113a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear dark brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.470
_exptl_crystal_description       needle
_exptl_crystal_F_000             4188
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         2.943
_refine_diff_density_min         -1.763
_refine_diff_density_rms         0.145
_refine_ls_extinction_coef       0.00012(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2159
_refine_ls_number_reflns         37106
_refine_ls_number_restraints     30
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0752
_refine_ls_R_factor_gt           0.0703
_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^)+(0.1167P)^2^+32.7038P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1922
_refine_ls_wR_factor_ref         0.1966
_reflns_Friedel_coverage         0.000
_reflns_number_gt                33067
_reflns_number_total             37106
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4ob01737d2.cif
_cod_data_source_block           5-PdCl2
_cod_depositor_comments
'Adding full bibliography for 7160252--7160260.cif.'
_cod_database_code               7160256
_shelxl_version_number           2013-2
_shelx_estimated_absorpt_t_max   0.911
_shelx_estimated_absorpt_t_min   0.535
_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. Restrained distances
 C06J-C04Q = C04Q-C069
 1.54 with sigma of 0.02
 C069-C06J = C06J-C065
 1.54 with sigma of 0.02
 C04Q-C069 = C069-C06J
 1.54 with sigma of 0.02
 C069-C065
 2.515 with sigma of 0.04
 C06J-C069
 2.515 with sigma of 0.04
 C04Q-C06J
 2.515 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(C06D) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 C04Q, C069, C06J, C065
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 C065, C06J, C069, C04Q
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
5.a Secondary CH2 refined with riding coordinates:
 C03H(H03A,H03B), C03K(H03C,H03D), C03M(H03G,H03H), C03P(H03I,H03J), C03S(H03K,
 H03L), C03V(H03M,H03O), C04I(H04E,H04G), C04N(H04K,H04L), C04Q(H04M,H04N),
 C04R(H04O,H04P), C04S(H04Q,H04R), C04Z(H04S,H04T), C05A(H05A,H05B), C05B(H05C,
 H05D), C05C(H05E,H05F), C05G(H05G,H05H), C05M(H05L,H05M), C05P(H05N,H05O),
 C05Q(H05P,H05Q), C06A(H06A,H06B), C06D(H06C,H06D), C06F(H06E,H06F), C06J(H06J,
 H06K), C030(H03P,H03Q), C037(H03R,H03S), C044(H04U,H04W), C046(H04X,H04Y),
 C049(H04Z,HA), C053(H05Z,HB), C054(H05,HC), C055(H1,HD), C057(H2,HE), C059(H3,
 HF), C060(H06O,H06P), C064(H06T,H06U), C069(H06,HK), C03I(H03U,H03V),
 C03Q(H03Z,HL), C03X(H4,HM), C03Y(H5,HN), C04C(H04,HO), C04D(H6,HP), C04G(H8,
 HQ), C04H(H9,HR), C04J(H10,HS), C04O(H13,HV), C04P(H14,HW), C04T(H15,HX),
 C04U(H16,HY), C04W(H17,HZ), C04X(H18,H51), C04Y(H19,H52), C05D(H20,H53),
 C05F(H21,H54), C05I(H22,H55), C05K(H24,H58), C05O(H26,H61), C05V(H29,H66),
 C05W(H30,H67), C06E(H34,H74), C06I(H36,H77), C035(H37,H78), C036(H38,H79),
 C043(H39,H80), C045(H40,H81), C048(H41,H82), C050(H42,H83), C051(H43,H84),
 C052(H44,H85), C056(H45,H86), C058(H46,H87), C062(H48,H90)
5.b Me refined with riding coordinates:
 C063(H06Q,H06R,H06S)
5.c Aromatic/amide H refined with riding coordinates:
 C02Z(H02Z), C03E(H03E), C03F(H03F), C03N(H03N), C03W(H03W), C04A(H04A),
 C04F(H04F), C04V(H04V), C023(H023), C047(H047), C03B(H03T), C03L(H03X),
 C03O(H03Y), C03T(H03), C04E(H7), C04L(H11), C029(H029), C040(H040), C041(H041),
  C042(H042)
5.d Idealised Me refined as rotating group:
 C04B(H04B,H04C,H04D), C04K(H04H,H04I,H04J), C05H(H05I,H05J,H05K), C05S(H05R,
 H05S,H05T), C05X(H05U,H05V,H05W), C05Y(H05X,H05Y,H), C06H(H06G,H06H,H06I),
 C06K(H06L,H06M,H06N), C065(H06V,H06W,H06X), C066(H06Y,HG,HH), C068(H06Z,HI,HJ),
  C04M(H12,HT,HU), C05J(H23,H56,H57), C05L(H25,H59,H60), C05R(H27,H62,H63),
 C05T(H28,H64,H65), C05Z(H31,H68,H69), C06B(H32,H70,H71), C06C(H33,H72,H73),
 C06G(H35,H75,H76), C9(H9A,H9B,H9C), C061(H47,H88,H89), C067(H49,H91,H92),
 C05U(H50,H93,H94)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.581
_oxdiff_exptl_absorpt_empirical_full_min 0.519