[Copper(phenanthroline)(bisisonitrile)]±Complexes for the Visible-Light-Mediated Atom Transfer Radical Addition and Allylation Reactions
Knorn, Matthias; Rawner, Thomas; Czerwieniec, Rafał; Reiser, Oliver; ACS Catalysis 5 (2015) 5186–; doi:10.1021/acscatal.5b01071

data_4516673
_publ_section_title
;
 [Copper(phenanthroline)(bisisonitrile)]+-Complexes for the
 Visible-Light-Mediated Atom Transfer Radical Addition and Allylation
 Reactions
;
_journal_issue                   9
_journal_name_full               'ACS Catalysis'
_journal_page_first              5186
_journal_paper_doi               10.1021/acscatal.5b01071
_journal_volume                  5
_journal_year                    2015
_chemical_formula_moiety         'C46 H33 Cu N4 O3 P, C H2 Cl2, B F4'
_chemical_formula_sum            'C47 H35 B Cl2 Cu F4 N4 O3 P'
_chemical_formula_weight         956.01
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2n 2ab'
_space_group_name_H-M_alt        'P b c n'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2015-04-21
_audit_creation_method
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Olex2 1.2-alpha
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
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_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   30.0446(6)
_cell_length_b                   11.56203(18)
_cell_length_c                   24.6258(4)
_cell_measurement_reflns_used    9251
_cell_measurement_temperature    122.99(16)
_cell_measurement_theta_max      63.4881
_cell_measurement_theta_min      3.4435
_cell_volume                     8554.4(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
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_computing_data_reduction
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_diffrn_ambient_temperature      122.99(16)
_diffrn_detector_area_resol_mean 10.3546
_diffrn_measured_fraction_theta_full 0.949
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measurement_details
;
  1 omega   22.00  105.00   0.5000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       41.0814   57.0000  -30.0000 166

  2 omega  -69.00  -37.00   0.5000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -83.0000   30.0000    0.0000 64

  3 omega -138.00  -80.00   0.5000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -83.0000  -94.0000   60.0000 116

  4 omega  -81.00  -23.00   0.5000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -83.0000   77.0000   60.0000 116

  5 omega   12.00   72.00   0.5000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       86.6697  -45.0000   90.0000 120

  6 omega -115.00  -11.00   0.5000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.0814  -57.0000  150.0000 208

  7 omega  -35.00   67.00   0.5000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       41.0814  -37.0000   30.0000 204

  8 omega -158.00 -130.00   0.5000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -83.0000  -45.0000   90.0000 56
;
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0102786000
_diffrn_orient_matrix_UB_12      -0.1204961000
_diffrn_orient_matrix_UB_13      0.0235157000
_diffrn_orient_matrix_UB_21      0.0502032000
_diffrn_orient_matrix_UB_22      -0.0230237000
_diffrn_orient_matrix_UB_23      0.0067231000
_diffrn_orient_matrix_UB_31      -0.0016734000
_diffrn_orient_matrix_UB_32      0.0518199000
_diffrn_orient_matrix_UB_33      0.0576214000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0428
_diffrn_reflns_av_unetI/netI     0.0391
_diffrn_reflns_Laue_measured_fraction_full 0.949
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            23903
_diffrn_reflns_point_group_measured_fraction_full 0.949
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_theta_full        63.579
_diffrn_reflns_theta_max         63.579
_diffrn_reflns_theta_min         3.880
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.779
_exptl_absorpt_correction_T_max  0.955
_exptl_absorpt_correction_T_min  0.531
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.485
_exptl_crystal_description       stick
_exptl_crystal_F_000             3904
_exptl_crystal_size_max          0.94
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.464
_refine_diff_density_min         -0.455
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     596
_refine_ls_number_reflns         6670
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0597
_refine_ls_R_factor_gt           0.0461
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0486P)^2^+9.2451P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1099
_refine_ls_wR_factor_ref         0.1180
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5457
_reflns_number_total             6670
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cs5b01071_si_004.cif
_cod_data_source_block           m008
_cod_database_code               4516673
_chemical_oxdiff_formula         'C46 H33 B Cu F4 N4 O3 P'
_chemical_oxdiff_usercomment     'Knorn/Reiser - MK-144'
_reflns_odcompleteness_completeness 99.62
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     59.94
_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. Others
 Fixed Sof: O1(0.87) O3(0.87) O2(0.87) C28(0.87) C29(0.87) C30(0.87) H30(0.87)
 C31(0.87) H31(0.87) C32(0.87) H32(0.87) C33(0.87) H33(0.87) C38(0.87)
 C39(0.87) H39(0.87) C40(0.87) H40(0.87) C41(0.87) H41(0.87) C42(0.87)
 H42(0.87) C43(0.87) O1A(0.13) O2A(0.13) O3A(0.13) C28A(0.13) C29A(0.13)
 C30A(0.13) H30A(0.13) C31A(0.13) H31A(0.13) C32A(0.13) H32A(0.13) C33A(0.13)
 H33A(0.13) C38A(0.13) C39A(0.13) H39A(0.13) C40A(0.13) H40A(0.13) C41A(0.13)
 H41A(0.13) C42A(0.13) H42A(0.13) C43A(0.13) F1(0.87) F2(0.87) F3(0.87)
 F4(0.87) F1A(0.13) F2A(0.13) F3A(0.13) F4A(0.13)
 Fixed Uiso: F2A(0.05) F3A(0.05)
3.a Secondary CH2 refined with riding coordinates:
 C50(H50A,H50B)
3.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C7(H7), C8(H8), C11(H11), C15(H15), C16(H16), C17(H17), C18(H18),
 C19(H19), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C30(H30), C31(H31),
  C32(H32), C33(H33), C39(H39), C40(H40), C41(H41), C42(H42), C30A(H30A),
 C31A(H31A), C32A(H32A), C33A(H33A), C39A(H39A), C40A(H40A), C41A(H41A),
 C42A(H42A), C45(H45), C46(H46), C47(H47), C48(H48), C49(H49)
3.c Fitted hexagon refined as free rotating group:
 C28(C29,C30,C31,C32,C33), C38(C39,C40,C41,C42,C43), C28A(C29A,C30A,C31A,C32A,
 C33A), C38A(C39A,C40A,C41A,C42A,C43A)
3.d Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C26(H26A,H26B,H26C)
;
_shelx_res_checksum              41214
_shelx_hkl_checksum              44557
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'