1,2,3-Triazolyl bisphosphine with pyridyl functionality: synthesis, copper(i) chemistry and application in click catalysis
Sheokand, Sonu; Mohite, Manali A.; Mondal, Dipanjan; Rangarajan, Shalini; Balakrishna, Maravanji S.; New Journal of Chemistry 47 (2023) 13538–13546; doi:10.1039/D3NJ01445B

data_7062533
_publ_section_title
;
 1,2,3-Triazolyl bisphosphine with pyridyl functionality: synthesis,
 copper(i) chemistry and application in click catalysis
;
_journal_issue                   28
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              13538
_journal_page_last               13546
_journal_paper_doi               10.1039/D3NJ01445B
_journal_volume                  47
_journal_year                    2023
_chemical_formula_moiety         'C38 H31 Br0.179 Cu I0.821 N5 P2, 2(C2 H3 N)'
_chemical_formula_sum            'C42 H37 Br0.179 Cu I0.821 N7 P2'
_chemical_formula_weight         883.864
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_Int_Tables_number      14
_audit_creation_date             2023-06-12
_audit_creation_method
;
Olex2 1.5-dev
(compiled 2023.04.26 svn.r751481ca for OlexSys, GUI svn.r6781)
;
_audit_update_record
;
2023-06-14 deposited with the CCDC.	2023-06-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.008(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.2428(10)
_cell_length_b                   26.910(2)
_cell_length_c                   14.2499(13)
_cell_measurement_reflns_used    9941
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.70
_cell_measurement_theta_min      2.35
_cell_volume                     3912.8(6)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       '<i>APEX4</i> (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5-dev (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150.00
_diffrn_measured_fraction_theta_full 0.9996
_diffrn_measured_fraction_theta_max 0.9996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0875
_diffrn_reflns_av_unetI/netI     0.0395
_diffrn_reflns_Laue_measured_fraction_full 0.9996
_diffrn_reflns_Laue_measured_fraction_max 0.9996
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            127660
_diffrn_reflns_point_group_measured_fraction_full 0.9996
_diffrn_reflns_point_group_measured_fraction_max 0.9996
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.09
_exptl_absorpt_coefficient_mu    1.510
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6512
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1181 before and 0.0717 after correction.
The Ratio of minimum to maximum transmission is 0.8733.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.500
_exptl_crystal_description       block
_exptl_crystal_F_000             1788.913
_exptl_crystal_size_max          0.215
_exptl_crystal_size_mid          0.076
_exptl_crystal_size_min          0.058
_refine_diff_density_max         0.4708
_refine_diff_density_min         -0.4583
_refine_diff_density_rms         0.1021
_refine_ls_d_res_high            0.8106
_refine_ls_d_res_low             9.7655
_refine_ls_goodness_of_fit_ref   1.0848
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    70
_refine_ls_number_parameters     485
_refine_ls_number_reflns         7709
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0848
_refine_ls_R_factor_all          0.0420
_refine_ls_R_factor_gt           0.0294
_refine_ls_shift/su_max          0.0006
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0192P)^2^+4.8841P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0633
_refine_ls_wR_factor_ref         0.0697
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -12
_reflns_limit_k_max              33
_reflns_limit_k_min              0
_reflns_limit_l_max              17
_reflns_limit_l_min              -9
_reflns_number_gt                6411
_reflns_number_total             7709
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d3nj01445b2.cif
_cod_data_source_block           comp_3_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7062531--7062533.cif.'
_cod_database_code               7062533
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(I1) = Uanis(Br1)
3. Others
 Sof(Br1)=1-FVAR(1)
 Sof(I1)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C28(H28), C29(H29),
 C30(H30), C31(H31), C32(H32), C38(H38), C37(H37), C36(H36), C35(H35), C34(H34),
  C2(H2), C3(H3), C4(H4), C9(H9), C10(H10), C11(H11), C12(H12), C13(H13),
 C19(H19), C18(H18), C17(H17), C16(H16), C15(H15)
4.b Idealised Me refined as rotating group:
 C26(H26a,H26b,H26c), C39(H39a,H39b,H39c), C41(H41a,H41b,H41c)
;
_olex2_submission_special_instructions 'No special instructions were received'