Photoactive Electron Donor-Acceptor Complex Platform for Ni-Mediated C(sp3)–C(sp2) Bond Formation
Kammer, Lisa Marie; Badir, Shorouk O.; Hu, Ren-Ming; Molander, Gary A.; Chemical Science  (2021) –; doi:10.1039/D1SC00943E

data_1560842
_publ_section_title
;
 Photoactive Electron Donor-Acceptor Complex Platform for Ni-Mediated
 C(sp3)--C(sp2) Bond Formation
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D1SC00943E
_journal_year                    2021
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C18 H24 O7 S'
_chemical_formula_sum            'C18 H24 O7 S'
_chemical_formula_weight         384.43
_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     dual
_audit_creation_date             2020-02-24
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-02-09 deposited with the CCDC.	2021-03-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.768(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   13.1341(2)
_cell_length_b                   5.53710(10)
_cell_length_c                   15.0402(3)
_cell_measurement_reflns_used    12851
_cell_measurement_temperature    100
_cell_measurement_theta_max      74.2720
_cell_measurement_theta_min      3.1490
_cell_volume                     1001.03(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 2012)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100
_diffrn_detector                 'HPC area detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix-6000HE
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_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     25.00 120.00   0.50    0.05    --   47.20  77.00  90.00  190
  2  \w     91.00 178.00   0.50    0.10    --  107.75  61.00  90.00  174
  3  \w     95.00 178.00   0.50    0.10    --  107.75  45.00  60.00  166
  4  \w     95.00 178.00   0.50    0.10    --  107.75  30.00  30.00  166
  5  \w     95.00 178.00   0.50    0.10    --  107.75  30.00   0.00  166
  6  \w     94.00 178.00   0.50    0.10    --  107.75  15.00 -30.00  168
  7  \w     95.00 178.00   0.50    0.10    --  107.75  30.00-150.00  166
  8  \w     35.00 106.00   0.50    0.10    --  107.75 -94.00   0.00  142
  9  \w     35.00 112.00   0.50    0.10    --  107.75-125.00 120.00  154
 10  \w     35.00 112.00   0.50    0.10    --  107.75-125.00 150.00  154
 11  \w     35.00 112.00   0.50    0.10    --  107.75-125.00  90.00  154
 12  \w     34.00  95.00   0.50    0.05    --   47.20-125.00  30.00  122
 13  \w     35.00 112.00   0.50    0.10    --  107.75-125.00-120.00  154
 14  \w     35.00 112.00   0.50    0.10    --  107.75-125.00-180.00  154
 15  \w     35.00 107.00   0.50    0.10    --  107.75-108.00-178.39  144
 16  \w     35.00 107.00   0.50    0.10    --  107.75-104.00 -68.06  144
 17  \w     35.00 106.00   0.50    0.10    --  107.75 -94.00 -30.00  142
 18  \w     35.00 106.00   0.50    0.10    --  107.75 -94.00 -60.00  142
 19  \w    -26.00  39.00   0.50    0.05    --   47.20 -37.00 -30.00  130
 20  \w     35.00 103.00   0.50    0.10    --  107.75 -77.00 120.00  136
 21  \w     35.00 103.00   0.50    0.10    --  107.75 -77.00   0.00  136
 22  \w     35.00 103.00   0.50    0.10    --  107.75 -77.00-150.00  136
 23  \w     35.00 103.00   0.50    0.10    --  107.75 -77.00-180.00  136
 24  \w     35.00  68.00   0.50    0.10    --  107.75 -61.00-150.00   66
 25  \w     35.00  68.00   0.50    0.10    --  107.75 -61.00-120.00   66
 26  \w     35.00  68.00   0.50    0.10    --  107.75 -61.00-180.00   66
 27  \w     35.00  68.00   0.50    0.10    --  107.75 -61.00 -30.00   66
 28  \w     35.00  68.00   0.50    0.10    --  107.75 -61.00  30.00   66
 29  \w     35.00  68.00   0.50    0.10    --  107.75 -61.00  90.00   66
 30  \w     35.00  68.00   0.50    0.10    --  107.75 -61.00 150.00   66
 31  \w    -29.00  28.00   0.50    0.05    --  -47.20  19.00-180.00  114
 32  \w    -86.00 -13.00   0.50    0.05    --  -47.20 125.00-180.00  146
 33  \w    -38.00 -11.00   0.50    0.10    --  -86.25  30.00 -60.00   54
 34  \w   -159.00 -83.00   0.50    0.10    --  -86.25 -94.00  90.00  152
 35  \w   -120.00 -73.00   0.50    0.05    --  -47.20-125.00 -90.00   94
 36  \w   -120.00 -73.00   0.50    0.05    --  -47.20-125.00-120.00   94
;
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-S'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0112477000
_diffrn_orient_matrix_UB_12      -0.1240576000
_diffrn_orient_matrix_UB_13      -0.0951984000
_diffrn_orient_matrix_UB_21      -0.0109798000
_diffrn_orient_matrix_UB_22      -0.2469883000
_diffrn_orient_matrix_UB_23      0.0425800000
_diffrn_orient_matrix_UB_31      -0.1271362000
_diffrn_orient_matrix_UB_32      0.0322197000
_diffrn_orient_matrix_UB_33      -0.0406011000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0397
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            16678
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.497
_diffrn_reflns_theta_min         3.211
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.745
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79475
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SCALE3 ABSPACK'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_description       bar
_exptl_crystal_F_000             408
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.145
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details
;
 Flack x determined using 1667 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.007(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         3995
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0283
_refine_ls_R_factor_gt           0.0280
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0347P)^2^+0.1843P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0702
_refine_ls_wR_factor_ref         0.0704
_reflns_Friedel_coverage         0.762
_reflns_Friedel_fraction_full    0.954
_reflns_Friedel_fraction_max     0.947
_reflns_number_gt                3923
_reflns_number_total             3995
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1sc00943e2.cif
_cod_data_source_block           9250
_cod_database_code               1560842
_shelx_shelxl_version_number     2018/3
_diffrn_oxdiff_digest_frames
;
01cb3c8603cc30ddc3b5af28768638f0e00459217ad
;
_diffrn_oxdiff_digest_hkl
;
019d9026f2b584f1f95d1952b6f175c4b76617
;
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_platon_squeeze_void_probe_radius 1.20