Iminophosphorano–phosphine based CuI complexes: utility in 1,3-dipolar azide–alkyne cycloaddition and A3-coupling reaction
Gourkhede, Rani; Balakrishna, Maravanji S.; New Journal of Chemistry 49 (2025) 7749–7757; doi:10.1039/D5NJ00379B

data_7063743
_publ_section_title
;
 Iminophosphorano--phosphine based CuI complexes: utility in 1,3-dipolar
 azide--alkyne cycloaddition and A3-coupling reaction
;
_journal_issue                   19
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              7749
_journal_page_last               7757
_journal_paper_doi               10.1039/D5NJ00379B
_journal_volume                  49
_journal_year                    2025
_chemical_formula_moiety         'C58 H49 Cl Cu N P2'
_chemical_formula_sum            'C58 H49 Cl Cu N P2'
_chemical_formula_weight         920.91
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2024-10-24
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-01-24 deposited with the CCDC.	2025-04-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.754(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.0367(3)
_cell_length_b                   18.6568(5)
_cell_length_c                   13.0581(5)
_cell_measurement_reflns_used    6150
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      22.7460
_cell_measurement_theta_min      1.6430
_cell_volume                     2328.71(14)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      150.15
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \f    -57.73 126.27   0.50    3.00  13.01 -15.82 -31.50    --   368
  2  \w    -68.38   0.12   0.50    3.00    --  -15.82  94.56 145.16  137
  3  \w   -115.72  16.28   0.50    3.00    --  -15.82 -59.25 -33.92  264
  4  \w   -115.73  16.27   0.50    3.00    --  -15.82 -59.25  20.08  264
  5  \f    -39.92 144.08   0.50    3.00  16.40 -15.82 -59.25    --   368
  6  \w    -68.38   0.12   0.50    3.00    --  -15.82  94.56  73.16  137
  7  \w   -115.72  16.28   0.50    3.00    --  -15.82 -59.24 -84.92  264
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0824
_diffrn_reflns_av_unetI/netI     0.0594
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            49238
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         1.637
_exptl_absorpt_coefficient_mu    0.635
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69660
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_description       block
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.091
_exptl_crystal_size_mid          0.072
_exptl_crystal_size_min          0.036
_refine_diff_density_max         0.291
_refine_diff_density_min         -0.383
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details
;
 Flack x determined using 3098 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.001(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     569
_refine_ls_number_reflns         8202
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0477
_refine_ls_R_factor_gt           0.0393
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0335P)^2^+0.6918P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0839
_refine_ls_wR_factor_ref         0.0894
_reflns_Friedel_coverage         0.934
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                7344
_reflns_number_total             8202
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5nj00379b2.cif
_cod_data_source_block           compound_2
_cod_depositor_comments
'Adding full bibliography for 7063743--7063746.cif.'
_cod_database_code               7063743
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.977
_shelx_estimated_absorpt_t_min   0.944
_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.a Ternary CH refined with riding coordinates:
 C8(H8), C21(H21)
2.b Secondary CH2 refined with riding coordinates:
 C46(H46a,H46b)
2.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C35(H35), C41(H41), C3(H3), C52(H52), C44(H44), C39(H39), C30(H30),
 C45(H45), C14(H14), C50(H50), C27(H27), C10(H10), C20(H20), C43(H43), C29(H29),
  C36(H36), C11(H11), C42(H42), C16(H16), C51(H51), C31(H31), C49(H49),
 C12(H12), C33(H33), C13(H13), C23(H23), C37(H37), C48(H48), C17(H17), C38(H38),
  C55(H55), C58(H58), C19(H19), C56(H56), C54(H54), C18(H18), C26(H26),
 C24(H24), C57(H57), C25(H25), C32(H32)
2.d Idealised Me refined as rotating group:
 C7(H7a,H7b,H7c)
;