Modular synthesis of triphenylphosphine-derived cage ligands for rhodium-catalyzed hydroformylation applications.
Wang, Wenlong; Li, Cunyao; Wang, Wenhao; Qiu, Yuqin; Liu, Hongguang; Lu, Jinlong; Zhan, Yizhou; Yan, Li; Ding, Yunjie; Dalton transactions (Cambridge, England : 2003) 54 (2024) 207–214; doi:10.1039/d4dt02627f

data_7717451
_publ_section_title
;
 Modular synthesis of triphenylphosphine-derived cage ligands for
 rhodium-catalyzed hydroformylation applications.
;
_journal_issue                   1
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              207
_journal_page_last               214
_journal_paper_doi               10.1039/d4dt02627f
_journal_volume                  54
_journal_year                    2024
_chemical_formula_moiety
'2(C60 H55 F6 N6 P2), C60 H54 F6 N6 P2, 3(C H Cl3), C Cl3, C4 H9 O, C4 H3 O'
_chemical_formula_sum            'C193 H187 Cl12 F17 N18 O2 P6'
_chemical_formula_weight         3724.81
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2019-12-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-03-15 deposited with the CCDC.	2024-10-31 downloaded from the CCDC.
;
_cell_angle_alpha                76.67(3)
_cell_angle_beta                 85.24(2)
_cell_angle_gamma                64.164(15)
_cell_formula_units_Z            1
_cell_length_a                   15.478(6)
_cell_length_b                   17.328(8)
_cell_length_c                   20.278(9)
_cell_measurement_reflns_used    9747
_cell_measurement_temperature    230(2)
_cell_measurement_theta_max      25.67
_cell_measurement_theta_min      2.43
_cell_volume                     4762(4)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      229.97
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.983
_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  0.0372
_diffrn_reflns_av_unetI/netI     0.0514
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            104378
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.203
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.299
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7071
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1061 before and 0.0524 after correction.
The Ratio of minimum to maximum transmission is 0.9484.
The \l/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_F_000             1934
_refine_diff_density_max         0.821
_refine_diff_density_min         -0.776
_refine_diff_density_rms         0.101
_refine_ls_abs_structure_details
;
 Flack x determined using 11404 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.058(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2237
_refine_ls_number_reflns         41974
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.1065
_refine_ls_R_factor_gt           0.0737
_refine_ls_shift/su_max          5.731
_refine_ls_shift/su_mean         0.041
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1516P)^2^+0.5525P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1960
_refine_ls_wR_factor_ref         0.2303
_reflns_Friedel_coverage         0.950
_reflns_Friedel_fraction_full    0.978
_reflns_Friedel_fraction_max     0.934
_reflns_number_gt                30080
_reflns_number_total             41974
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4dt02627f2.cif
_cod_data_source_block           mo_huoyp_20191209_2_0m_a
_cod_depositor_comments
'Adding full bibliography for 7717449--7717451.cif.'
_cod_database_code               7717451
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C025(H025), C02I(H02I), C043(H043), C044(H044), C046(H046), C048(H048),
 C04B(H04B), C04C(H04F), C04N(H04N), C04X(H04), C055(H055), C057(H057),
 C05C(H05E), C05F(H05R), C05G(H05G), C05J(H05U), C05X(H05X), C069(H069),
 C06H(H6AA), C06K(H7AA), C13(H13)
2.b Secondary CH2 refined with riding coordinates:
 C034(H03A,H03B), C03P(H03C,H03D), C03Y(H03E,H03F), C042(H04D,H04E), C04I(H04G,
 H04H), C04L(H04X,H04Y), C04V(H04I,H04K), C04W(H04L,H04M), C04Z(H04A,H04C),
 C050(H05C,H05D), C05I(H05S,H05T), C05N(H05W,H05Y), C05Q(H05,H), C05S(H1AA,HA),
 C05T(H2AA,HB), C05U(H05H,H05I), C05W(H05J,H05L), C05Y(H05M,H05N), C05Z(H05A,
 H05B), C060(H06A,H06B), C061(H06O,H06P), C062(H06C,H06D), C063(H06W,H06X),
 C064(H06E,H06F), C065(H06Y,HC), C066(H06G,H06H), C067(H06Z,HD), C068(H06I,
 H06J), C06A(H06Q,H06R), C06B(H06K,H06L), C06C(H06S,H06T), C06D(H06,HE),
 C06E(H06U,H06V), C06F(H06M,H06N), C06G(H4AA,HF), C06J(H5AA,HG), C6(H6A,H6B)
2.c Aromatic/amide H refined with riding coordinates:
 C00W(H00W), C00Y(H00Y), C019(H019), N01B(H01B), C01D(H01D), N01G(H01G),
 C01I(H01I), C01N(H01N), C01Q(H01Q), C01R(H01R), C01S(H01S), C01U(H01U),
 C01W(H01W), C01X(H01X), C01Z(H01Z), C022(H022), C023(H023), C02B(H02B),
 C02C(H02C), C02D(H02D), C02K(H02K), C02M(H02M), C02N(H02N), C02Q(H02Q),
 C02R(H02R), C02S(H02S), C02V(H02V), C02W(H02W), C02Y(H02Y), C02Z(H02Z),
 C030(H030), C032(H032), C035(H035), C038(H038), C039(H039), C03A(H03H),
 C03B(H03J), C03F(H03G), C03I(H03I), C03L(H03L), C03N(H03N), C03Q(H03Q),
 C03S(H03S), C03T(H03T), C03V(H03V), C03W(H03W), C03Z(H03Z), C047(H047),
 C049(H049), C04D(H04P), C04E(H04V), C04J(H04J), C04K(H04W), C04M(H04Z),
 C04O(H04O), C04Q(H04Q), C04R(H04R), C04S(H04S), C04T(H04T), C04U(H04U),
 C051(H051), C053(H053), C054(H054), C056(H056), C059(H059), C05A(H05P),
 C05D(H05Q), C05E(H05F), C05K(H05K), C05L(H05V), C05O(H05O), C05P(H05Z),
 C05R(H0AA), C05V(H3AA), C8(H8)
2.d Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C0AA(H0AB,H0AC,H0AD), C11(H11A,H11B,H11C)
;
_shelx_res_checksum              53801
_shelx_hkl_checksum              84216
_olex2_submission_special_instructions 'No special instructions were received'