Radical Reactivity, Catalysis and Reaction Mechanism of Arylcopper(II) Compounds: The Missing Link in Organocopper Chemistry.
Zhang, Qian; Wang, Ting; Zhang, Xinhao; Tong, Shuo; Wu, Yun-Dong; Wang, Mei-Xiang; Journal of the American Chemical Society  (2019) –; doi:10.1021/jacs.9b10226

data_4127336
_publ_section_title
;
 Radical Reactivity, Catalysis and Reaction Mechanism of Arylcopper(II)
 Compounds: The Missing Link in Organocopper Chemistry.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.9b10226
_journal_year                    2019
_chemical_formula_moiety         'C36 H42 N8 O2, C H Cl3'
_chemical_formula_sum            'C37 H43 Cl3 N8 O2'
_chemical_formula_weight         738.16
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2018-11-16
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   22.8735(3)
_cell_length_b                   13.41873(18)
_cell_length_c                   24.0089(3)
_cell_measurement_reflns_used    9440
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      76.5240
_cell_measurement_theta_min      3.7920
_cell_volume                     7369.13(17)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2137
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_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      3.00  29.00   1.00    5.02    --   40.81 -99.00 120.00   26
  2  \w     33.00  82.00   1.00   20.08    --  111.58 -95.00  30.00   49
  3  \w    118.00 144.00   1.00   20.08    --  111.58 -77.00  90.00   26
  4  \w     96.00 175.00   1.00   20.08    --  111.58  45.00 120.00   79
  5  \w    119.00 178.00   1.00   20.08    --  111.58  45.00 150.00   59
  6  \w     84.00 177.00   1.00   20.08    --  111.58  30.00-120.00   93
  7  \w    -70.00  -3.00   1.00    5.02    --  -40.81 125.00   0.00   67
  8  \w    -92.00  -5.00   1.00    5.02    --  -40.81 -19.00-180.00   87
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0443639000
_diffrn_orient_matrix_UB_12      0.0388350000
_diffrn_orient_matrix_UB_13      -0.0431768000
_diffrn_orient_matrix_UB_21      0.0347794000
_diffrn_orient_matrix_UB_22      -0.0978995000
_diffrn_orient_matrix_UB_23      0.0049121000
_diffrn_orient_matrix_UB_31      -0.0368845000
_diffrn_orient_matrix_UB_32      -0.0456494000
_diffrn_orient_matrix_UB_33      -0.0472078000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0215
_diffrn_reflns_av_unetI/netI     0.0233
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            20110
_diffrn_reflns_theta_full        76.69
_diffrn_reflns_theta_max         76.69
_diffrn_reflns_theta_min         3.68
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.671
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83258
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             3124
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.914
_refine_diff_density_min         -0.980
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     459
_refine_ls_number_reflns         7566
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0769
_refine_ls_R_factor_gt           0.0674
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1040P)^2^+8.4350P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1872
_refine_ls_wR_factor_ref         0.1975
_reflns_number_gt                6393
_reflns_number_total             7566
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja9b10226_si_007.cif
_cod_data_source_block           160925uue
_cod_depositor_comments
;

2020-10-16
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_cell_volume        7369.14(16)
_cod_original_formula_moiety     '0.06(C36 H42 N8 O2), 0.06(C H Cl3)'
_cod_original_formula_sum        'C2.16 H2.53 Cl0.18 N0.47 O0.12'
_cod_original_formula_units_Z    137
_cod_original_formula_weight     43.38
_cod_database_code               4127336
_chemical_oxdiff_formula         CHNO
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_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:
 C25(H25), C34(H34), C37(H37)
2.b Secondary CH2 refined with riding coordinates:
 C29(H29a,H29b), C33(H33a,H33b)
2.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C18(H18), C10(H10), C4(H4), C20(H20), C15(H15), C2(H2), C16(H16),
 C19(H19), C11(H11), C14(H14), C3(H3)
2.d Idealised Me refined as rotating group:
 C27(H27a,H27b,H27c), C7(H7a,H7b,H7c), C31(H31a,H31b,H31c), C24(H24a,H24b,
 H24c), C36(H36a,H36b,H36c), C28(H28a,H28b,H28c), C6(H6a,H6b,H6c), C35(H35a,
 H35b,H35c)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.280
_oxdiff_exptl_absorpt_empirical_full_min 0.708