Regioselective hydrosilylation of epoxides catalysed by nickel(ii) hydrido complexes.
Wenz, Jan; Wadepohl, Hubert; Gade, Lutz H.; Chemical communications (Cambridge, England) 53 (2017) 4308–4311; doi:10.1039/c7cc01655g

data_7120085
_publ_section_title
;
 Regioselective hydrosilylation of epoxides catalysed by nickel(ii)
 hydrido complexes.
;
_journal_issue                   31
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              4308
_journal_page_last               4311
_journal_paper_doi               10.1039/c7cc01655g
_journal_volume                  53
_journal_year                    2017
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C28 H30 F N3 Ni O2'
_chemical_formula_sum            'C28 H30 F N3 Ni O2'
_chemical_formula_weight         518.26
_space_group_crystal_system      tetragonal
_space_group_IT_number           76
_space_group_name_Hall           'P 4w'
_space_group_name_H-M_alt        'P 41'
_symmetry_cell_setting           tetragonal
_symmetry_Int_Tables_number      76
_symmetry_space_group_name_Hall  'P 4w'
_symmetry_space_group_name_H-M   'P 41'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_block_code                ga_jw32
_audit_creation_date             2016-07-21
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.16 svn.r3265 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2017-02-13 deposited with the CCDC.
2017-03-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            12
_cell_length_a                   11.68973(13)
_cell_length_b                   11.68973(13)
_cell_length_c                   54.0604(8)
_cell_measurement_reflns_used    18050
_cell_measurement_temperature    120(1)
_cell_measurement_theta_max      22.8920
_cell_measurement_theta_min      3.3370
_cell_volume                     7387.34(16)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material
'encif (Wadepohl, 2009-15); encifer 1.5 (CCDC, 2014)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2014 (Giacovazzo et al., 2014)'
_diffrn_ambient_environment      perfluoro
_diffrn_ambient_temperature      120(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9621
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_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    -20.00  71.00   0.50   42.50    --   27.85 -99.00-150.00  182
  2  \w     -4.00  99.00   0.50   42.50    --   27.85  77.00-150.00  206
  3  \w    -41.00  49.00   0.50   42.50    --   27.85 -57.00 -90.00  180
  4  \w    -41.00  49.00   0.50   42.50    --   27.85 -57.00  90.00  180
  5  \w      6.00  97.00   0.50   42.50    --   27.85  57.00  60.00  182
  6  \w      6.00  97.00   0.50   42.50    --   27.85  57.00 150.00  182
  7  \w     -2.00  83.00   0.50   42.50    --   27.85-120.00  50.00  170
  8  \w     -4.00  99.00   0.50   42.50    --   27.85  77.00 -60.00  206
  9  \w    -41.00  49.00   0.50   42.50    --   27.85 -57.00   0.00  180
 10  \w      0.00  79.00   0.50   42.50    --   27.85  38.00  60.00  158
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Agilent SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_measurement_specimen_support 'polyimid foil'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0605838000
_diffrn_orient_matrix_UB_12      -0.0021919000
_diffrn_orient_matrix_UB_13      -0.0005766000
_diffrn_orient_matrix_UB_21      -0.0028978000
_diffrn_orient_matrix_UB_22      0.0071217000
_diffrn_orient_matrix_UB_23      0.0130156000
_diffrn_orient_matrix_UB_31      -0.0018543000
_diffrn_orient_matrix_UB_32      0.0602095000
_diffrn_orient_matrix_UB_33      -0.0015618000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1099
_diffrn_reflns_av_unetI/netI     0.0597
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       65
_diffrn_reflns_limit_l_min       -65
_diffrn_reflns_number            110399
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.374
_diffrn_reflns_theta_min         2.889
_diffrn_source                   'microfocus X-Ray tube'
_diffrn_source_type              'Agilent SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.826
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_correction_T_min  0.899
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_description       needle
_exptl_crystal_F_000             3264
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.027
_refine_diff_density_max         0.275
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details
;
 Flack x determined using 4987 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.005(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     958
_refine_ls_number_reflns         13494
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0522
_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^)+(0.0134P)^2^+3.6558P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0666
_refine_ls_wR_factor_ref         0.0698
_reflns_Friedel_coverage         0.976
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.995
_reflns_number_gt                11850
_reflns_number_total             13494
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7cc01655g2.cif
_cod_data_source_block           ga_jw32
_cod_original_cell_volume        7387.3(2)
_cod_database_code               7120085
_audit_block_refno               2745
_audit_block_usercomment         'jw547, needle, orange'
_chemical_oxdiff_formula         'C28 H30 F Ni O2'
_chemical_oxdiff_usercomment     'jw547, needle, orange'
_shelx_estimated_absorpt_t_max   0.922
_shelx_estimated_absorpt_t_min   0.922
_reflns_odcompleteness_completeness 60.01
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_shelxl_version_number           2014/7
_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:
 C81(H81), C92(H92), C41(H41), C52(H52), C1(H1), C12(H12)
2.b Secondary CH2 refined with riding coordinates:
 C82(H82A,H82B), C91(H91A,H91B), C42(H42A,H42B), C51(H51A,H51B), C2(H2A,H2B),
 C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 C86(H86), C87(H87), C94(H94), C95(H95), C96(H96), C97(H97), C98(H98),
 C100(H100), C101(H101), C102(H102), C103(H103), C104(H104), C46(H46), C47(H47),
  C54(H54), C55(H55), C56(H56), C57(H57), C58(H58), C60(H60), C61(H61),
 C62(H62), C63(H63), C64(H64), C6(H6), C7(H7), C14(H14), C15(H15), C16(H16),
 C17(H17), C18(H18), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24)
2.d Idealised Me refined as rotating group:
 C105(H10A,H10B,H10C), C106(H10D,H10E,H10F), C107(H10G,H10H,H10I), C108(H10J,
 H10K,H10L), C65(H65A,H65B,H65C), C66(H66A,H66B,H66C), C67(H67A,H67B,H67C),
 C68(H68A,H68B,H68C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C27(H27A,H27B,
 H27C), C28(H28A,H28B,H28C)
;
_shelx_res_checksum              46078
_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
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 1.272
_oxdiff_exptl_absorpt_empirical_full_min 0.843
_cell_oxdiff_length_a            11.6890(2)
_cell_oxdiff_length_b            11.69131(18)
_cell_oxdiff_length_c            54.0563(6)
_cell_oxdiff_angle_alpha         89.9945(11)
_cell_oxdiff_angle_beta          90.0088(12)
_cell_oxdiff_angle_gamma         90.0075(15)
_cell_oxdiff_volume              7387.3(2)
_cell_oxdiff_measurement_reflns_used 18050