N-Butylpyrrolidone (NBP) as a non-toxic substitute for NMP in iron-catalyzed C(sp2)‒C(sp3) cross-coupling of aryl chlorides
Bisz, Elwira; Koston, Martina; Szostak, Michal; Green Chemistry  (2021) –; doi:10.1039/D1GC02377B

data_7243522
_publ_section_title
;
 &#x000D; N-Butylpyrrolidone (NBP) as a non-toxic substitute for NMP in
 iron-catalyzed C(sp2)--C(sp3) cross-coupling of aryl chlorides
;
_journal_name_full               'Green Chemistry'
_journal_paper_doi               10.1039/D1GC02377B
_journal_year                    2021
_chemical_formula_moiety         'C26 H47 N O2 S'
_chemical_formula_sum            'C26 H47 N O2 S'
_chemical_formula_weight         437.70
_space_group_crystal_system      monoclinic
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_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2021-08-05 deposited with the CCDC.	2021-09-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.908(17)
_cell_angle_gamma                90
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_cell_length_b                   10.6912(14)
_cell_length_c                   34.100(8)
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_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      69.3170
_cell_measurement_theta_min      2.6120
_cell_volume                     2731.7(8)
_computing_cell_refinement       'Oxford Diffraction CrysAlis'
_computing_data_collection       'Oxford Diffraction CrysAlis'
_computing_data_reduction        'Oxford Diffraction CrysAlis'
_computing_publication_material  'CIFTAB (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      297(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.794
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0507
_diffrn_reflns_av_unetI/netI     0.0559
_diffrn_reflns_Laue_measured_fraction_full 0.904
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_diffrn_reflns_limit_h_min       -5
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_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -41
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_diffrn_reflns_point_group_measured_fraction_full 0.904
_diffrn_reflns_point_group_measured_fraction_max 0.794
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_diffrn_reflns_theta_max         82.692
_diffrn_reflns_theta_min         2.605
_diffrn_source                   'micro-focus sealed X-ray tube'
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_exptl_absorpt_correction_type   multi-scan
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_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.241
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_exptl_crystal_size_min          0.030
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_refine_ls_extinction_coef       0.0003(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
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_refine_ls_R_factor_all          0.0849
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_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^)+(0.0934P)^2^+0.0733P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_reflns_Friedel_coverage         0.000
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_reflns_number_total             4835
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1gc02377b2.cif
_cod_data_source_block           184_a
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7243522
_shelx_estimated_absorpt_t_min   0.763
_shelx_estimated_absorpt_t_max   0.965
_shelxl_version_number           2014-3
_shelx_res_checksum              20544