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_7063745
_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 Br Cu N P2, C H2 Cl2'
_chemical_formula_sum            'C59 H51 Br Cl2 Cu N P2'
_chemical_formula_weight         1050.30
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_Hall           'P 2c -2ac'
_space_group_name_H-M_alt        'P c a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-10-25
_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                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.9265(3)
_cell_length_b                   12.6727(3)
_cell_length_c                   19.4682(4)
_cell_measurement_reflns_used    19068
_cell_measurement_temperature    109.00(10)
_cell_measurement_theta_max      27.5150
_cell_measurement_theta_min      1.6250
_cell_volume                     4916.16(17)
_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    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      109.00(10)
_diffrn_detector                 'CCD plate'
_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  \w   -127.57  18.43   0.50    2.00    --  -22.85 -59.24  20.08  292
  2  \w   -127.57  18.43   0.50    2.00    --  -22.85 -59.25-135.92  292
  3  \f    -82.56 142.44   0.50    2.00  68.01 -22.85  31.50    --   450
  4  \w   -127.57  18.43   0.50    2.00    --  -22.85 -59.25 173.08  292
  5  \f   -135.92  47.58   0.50    2.00  18.49 -22.85 -59.25    --   367
  6  \w   -127.57  18.43   0.50    2.00    --  -22.85 -59.25  71.08  292
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0335952000
_diffrn_orient_matrix_UB_12      -0.0172621000
_diffrn_orient_matrix_UB_13      -0.0040859000
_diffrn_orient_matrix_UB_21      -0.0116627000
_diffrn_orient_matrix_UB_22      0.0511943000
_diffrn_orient_matrix_UB_23      0.0086194000
_diffrn_orient_matrix_UB_31      0.0010598000
_diffrn_orient_matrix_UB_32      0.0145627000
_diffrn_orient_matrix_UB_33      -0.0351930000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0951
_diffrn_reflns_av_unetI/netI     0.0513
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            117684
_diffrn_reflns_point_group_measured_fraction_full 0.937
_diffrn_reflns_point_group_measured_fraction_max 0.899
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.000
_diffrn_reflns_theta_min         1.607
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.472
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.42764
_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    1.419
_exptl_crystal_description       block
_exptl_crystal_F_000             2160
_exptl_crystal_size_max          0.088
_exptl_crystal_size_mid          0.068
_exptl_crystal_size_min          0.053
_refine_diff_density_max         0.866
_refine_diff_density_min         -0.586
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details
;
 Flack x determined using 4055 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.005(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     596
_refine_ls_number_reflns         12889
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0555
_refine_ls_R_factor_gt           0.0417
_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^)+(0.0537P)^2^+1.8661P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0966
_refine_ls_wR_factor_ref         0.1043
_reflns_Friedel_coverage         0.750
_reflns_Friedel_fraction_full    0.869
_reflns_Friedel_fraction_max     0.793
_reflns_number_gt                11043
_reflns_number_total             12889
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5nj00379b2.cif
_cod_data_source_block           compound_3
_cod_depositor_comments
'Adding full bibliography for 7063743--7063746.cif.'
_cod_database_code               7063745
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.926
_shelx_estimated_absorpt_t_min   0.881
_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), C59(H59a,H59b)
2.c Aromatic/amide H refined with riding coordinates:
 C48(H48), C41(H41), C27(H27), C12(H12), C54(H54), C33(H33), C26(H26),
 C20(H20), C19(H19), C10(H10), C37(H37), C55(H55), C42(H42), C3(H3), C50(H50),
 C30(H30), C31(H31), C11(H11), C29(H29), C58(H58), C56(H56), C14(H14), C39(H39),
  C13(H13), C25(H25), C23(H23), C32(H32), C49(H49), C5(H5), C51(H51), C44(H44),
 C24(H24), C52(H52), C45(H45), C18(H18), C35(H35), C43(H43), C57(H57), C17(H17),
  C38(H38), C36(H36), C16(H16)
2.d Idealised Me refined as rotating group:
 C7(H7a,H7b,H7c)
;