Hydroarylation of alkynes <i>via</i> dual <i>ortho</i>-C-H functionalization of diaryl amines on a dicopper(I,I) platform.
Pal, Nilay Kumar; Patra, Moumita; Pandey, Prabhakar K.; Bera, Jitendra K.; Chemical communications (Cambridge, England) 59 (2023) 8079–8082; doi:10.1039/d3cc01251d

data_7131731
_publ_section_title
;
 Hydroarylation of alkynes <i>via</i> dual <i>ortho</i>-C-H
 functionalization of diaryl amines on a dicopper(I,I) platform.
;
_journal_issue                   52
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              8079
_journal_page_last               8082
_journal_paper_doi               10.1039/d3cc01251d
_journal_volume                  59
_journal_year                    2023
_chemical_formula_moiety         'C36 H40 Cu2 N8 O2, 2(F6 P), C H2 Cl2'
_chemical_formula_sum            'C37 H42 Cl2 Cu2 F12 N8 O2 P2'
_chemical_formula_weight         1118.70
_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     dual
_audit_creation_date             2022-08-11
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2022-12-03 deposited with the CCDC.	2023-05-29 downloaded from the CCDC.
;
_cell_angle_alpha                84.990(3)
_cell_angle_beta                 75.303(2)
_cell_angle_gamma                67.883(2)
_cell_formula_units_Z            2
_cell_length_a                   11.0140(10)
_cell_length_b                   14.2677(14)
_cell_length_c                   15.3705(14)
_cell_measurement_reflns_used    9942
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      28.29
_cell_measurement_theta_min      2.73
_cell_volume                     2164.4(4)
_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 (Sheldrick, 2015)'
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.987
_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  0.0593
_diffrn_reflns_av_unetI/netI     0.0538
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            42273
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.385
_diffrn_reflns_theta_min         2.730
_exptl_absorpt_coefficient_mu    1.278
_exptl_crystal_density_diffrn    1.717
_exptl_crystal_description       block
_exptl_crystal_F_000             1132
_exptl_crystal_size_max          0.999
_exptl_crystal_size_mid          0.048
_exptl_crystal_size_min          0.032
_refine_diff_density_max         1.010
_refine_diff_density_min         -0.676
_refine_diff_density_rms         0.110
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     586
_refine_ls_number_reflns         10715
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.0713
_refine_ls_R_factor_gt           0.0519
_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^)+(0.0309P)^2^+7.7184P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1210
_refine_ls_wR_factor_ref         0.1313
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8433
_reflns_number_total             10715
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cc01251d2.cif
_cod_data_source_block           Cu_complex_1
_cod_depositor_comments
'Adding full bibliography for 7131731--7131733.cif.'
_cod_database_code               7131731
_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
2.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C15(H15A,H15B), C14(H14A,H14B), C36(H36A,H36B), C32(H32A,
 H32B), C33(H33A,H33B), C18(H18A,H18B), C34(H34A,H34B), C35(H35A,H35B),
 C31(H31A,H31B), C17(H17A,H17B), C16(H16A,H16B), C37(H37A,H37B)
2.b Aromatic/amide H refined with riding coordinates:
 C25(H25), C3(H3), C22(H22), C12(H12), C27(H27), C6(H6), C29(H29), C30(H30),
 C24(H24), C11(H11), C23(H23), C28(H28), C9(H9), C5(H5), C10(H10), C4(H4)
;
_shelx_res_checksum              11368
_shelx_hkl_checksum              53733
_olex2_submission_special_instructions 'No special instructions were received'