Isolation of a copper photocatalyst on a metal-organic cage for the sulfonylation of aryl halides resulting from visible-light-mediated C(sp<sup>2</sup>)-S cross-coupling.
Zhao, Lehua; Zhang, Yu; Wang, Huali; Wang, Jing; He, Cheng; Zhao, Liang; Duan, Chunying; Chemical communications (Cambridge, England) 60 (2024) 6805–6808; doi:10.1039/d4cc02061h

data_7133125
_publ_section_title
;
 Isolation of a copper photocatalyst on a metal-organic cage for the
 sulfonylation of aryl halides resulting from visible-light-mediated
 C(sp<sup>2</sup>)-S cross-coupling.
;
_journal_issue                   53
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              6805
_journal_page_last               6808
_journal_paper_doi               10.1039/d4cc02061h
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C156 H108 Ce4 N36 O24, 3(C3 H7 N O)'
_chemical_formula_sum            'C165 H129 Ce4 N39 O27'
_chemical_formula_weight         3650.54
_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   geom
_audit_creation_date             2024-03-29
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-04-18 deposited with the CCDC.	2024-05-30 downloaded from the CCDC.
;
_cell_angle_alpha                82.095(4)
_cell_angle_beta                 83.235(3)
_cell_angle_gamma                63.886(4)
_cell_formula_units_Z            2
_cell_length_a                   22.747(2)
_cell_length_b                   25.744(3)
_cell_length_c                   26.168(2)
_cell_measurement_reflns_used    9815
_cell_measurement_temperature    219.00
_cell_measurement_theta_max      27.55
_cell_measurement_theta_min      2.42
_cell_volume                     13601(2)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_diffrn_ambient_temperature      219.00
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.992
_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  0.0866
_diffrn_reflns_av_unetI/netI     0.0765
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            299733
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.570
_diffrn_reflns_theta_min         1.803
_diffrn_source_current           35.0
_diffrn_source_power             1.4
_diffrn_source_voltage           40.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.706
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6176
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1327 before and 0.0734 after correction.
The Ratio of minimum to maximum transmission is 0.8283.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    0.891
_exptl_crystal_description       block
_exptl_crystal_F_000             3680
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.19
_refine_diff_density_max         2.187
_refine_diff_density_min         -1.404
_refine_diff_density_rms         0.105
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2122
_refine_ls_number_reflns         62422
_refine_ls_number_restraints     52
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0926
_refine_ls_R_factor_gt           0.0634
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1033P)^2^+16.7099P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1832
_refine_ls_wR_factor_ref         0.2001
_reflns_Friedel_coverage         0.000
_reflns_number_gt                41244
_reflns_number_total             62422
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc02061h2.cif
_cod_data_source_block           CeBPDS
_cod_depositor_comments          'Adding full bibliography for 7133125.cif.'
_cod_database_code               7133125
_shelx_shelxl_version_number     2019/1
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 C144, C143, C100, C101
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 N4, C14
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 C106, C107
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C144) \\sim Ueq, Uanis(C24) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(N35) \\sim Ueq, Uanis(C144) \\sim Ueq, Uanis(C143) \\sim Ueq, Uanis(C80)
\\sim Ueq, Uanis(C81) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(C100) \\sim Ueq, Uanis(C101) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4.a Aromatic/amide H refined with riding coordinates:
 N8(H8), N11(H11), N17(H17), N20(H20), N40(H40), N5(H5), N29(H29), N26(H26),
 N32(H32), N23(H23), N2(H2), N13(H13), C9(H9), C45(H45), C58(H58), C165(H165),
 C47(H47), C71(H71), C37(H37), C84(H84), C50(H50), C7(H7), C12(H12), C76(H76),
 C88(H88), C123(H123), C110(H110), C149(H149), C32(H32A), C27(H27), C102(H102),
 C131(H131), C87(H87), C62(H62), C161(H161), C119(H119), C136(H136), C18(H18),
 C97(H97), C128(H128), C114(H114), C5(H5A), C10(H10), C61(H61), C113(H113),
 C75(H75), C17(H17A), C49(H49), C13(H13A), C48(H48), C53(H53), C20(H20A),
 C28(H28), C95(H95), C15(H15), C121(H121), C127(H127), C107(H107), C74(H74),
 C30(H30), C2(H2A), C4(H4), C73(H73), C152(H152), C108(H108), C155(H155),
 C105(H105), C118(H118), C54(H54), C134(H134), C79(H79), C66(H66), C82(H82),
 C64(H64), C101(H101), C116(H116), C125(H125), C158(H158), C69(H69), C3(H3),
 C139(H139), C92(H92), C42(H42), C106(H106), C140(H140), C99(H99), C132(H132),
 C145(H145), C29(H29A), C93(H93), C56(H56), C55(H55), C133(H133), C153(H153),
 C90(H90), C67(H67), C154(H154), C43(H43), C142(H142), C147(H147), C100(H100),
 C80(H80), C81(H81), C126(H126), C38(H38), C144(H144), C22(H22), C25(H25),
 C164(H164), C24(H24), C23(H23A)
4.b Idealised Me refined as rotating group:
 C159(H15A,H15B,H15C), C157(H15D,H15E,H15F), C160(H16A,H16B,H16C), C156(H15G,
 H15H,H15I), C40(H40A,H40B,H40C), C163(H16D,H16E,H16F)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              48956
_shelx_hkl_checksum              28755
_shelx_fab_checksum              52820
_olex2_submission_special_instructions 'No special instructions were received'