Synthesis and Reactivity of Dinuclear Copper(I) Pyridine, Diimine Complexes
Stephan, Michel; Dammannn, Wiebke; Burger, Peter; Dalton Transactions  (2022) –; doi:10.1039/D2DT02307E

data_7710973
_publ_section_title
;
 Synthesis and Reactivity of Dinuclear Copper(I) Pyridine, Diimine
 Complexes
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT02307E
_journal_year                    2022
_chemical_formula_moiety         'C48 H66 N6, C6 H14'
_chemical_formula_sum            'C54 H80 N6'
_chemical_formula_weight         813.24
_chemical_name_systematic
(1E,1'E,1''E,1'''E)-1,1',1'',1'''-(naphthalene-1,8-diylbis(pyridine-4,2,6-triyl))tetrakis(N-neopentylethan-1-imine)
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_block_doi                 10.5517/ccdc.csd.cc2c7zwh
_audit_creation_date             2021-10-13
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-06-28 deposited with the CCDC.	2022-08-15 downloaded from the CCDC.
;
_cell_angle_alpha                82.496(2)
_cell_angle_beta                 77.379(2)
_cell_angle_gamma                85.977(2)
_cell_formula_units_Z            2
_cell_length_a                   10.8210(3)
_cell_length_b                   12.6112(4)
_cell_length_c                   19.3792(5)
_cell_measurement_reflns_used    18173
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.2790
_cell_measurement_theta_min      3.9820
_cell_volume                     2556.23(13)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4127
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.988
_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    -57.00 -10.00   1.00    1.50    --  -42.23 -77.00 -60.00   47
  2  \w    -44.00 -10.00   1.00    1.50    --  -42.23 -77.00   0.00   34
  3  \w    -53.00 -11.00   1.00    1.50    --  -42.23 -77.00  60.00   42
  4  \w    -65.00 -10.00   1.00    1.50    --  -42.23 -77.00 150.00   55
  5  \w    -75.00 -20.00   1.00    1.50    --  -42.23 -38.00 150.00   55
  6  \w      2.00  49.00   1.00    1.50    --   42.23 -99.00 120.00   47
  7  \w     35.00  87.00   1.00    6.00    --  112.00 -94.00   0.00   52
  8  \w     82.00 116.00   1.00    6.00    --  112.00-111.00 -30.00   34
  9  \w     81.00 109.00   1.00    6.00    --  112.00 -94.00-120.00   28
 10  \w     83.00 113.00   1.00    6.00    --  112.00-111.00-180.00   30
 11  \w     41.00 141.00   1.00    6.00    --  112.00 -61.00-120.00  100
 12  \w     87.00 172.00   1.00    6.00    --  112.00  40.00 -28.10   85
 13  \w    150.00 177.00   1.00    6.00    --  112.00  77.00   0.00   27
 14  \w    133.00 160.00   1.00    6.00    --  112.00  63.00  -4.99   27
 15  \w    135.00 162.00   1.00    6.00    --  112.00  77.00  60.00   27
 16  \w    123.00 177.00   1.00    6.00    --  112.00  77.00  90.00   54
 17  \w    128.00 177.00   1.00    6.00    --  112.00  77.00 150.00   49
 18  \w    126.00 157.00   1.00    6.00    --  112.00  61.00 120.00   31
 19  \w    114.00 170.00   1.00    6.00    --  112.00  71.00  52.10   56
 20  \w    120.00 174.00   1.00    6.00    --  112.00  77.00  30.00   54
 21  \w    127.00 169.00   1.00    6.00    --  112.00  77.00 -60.00   42
 22  \w    133.00 160.00   1.00    6.00    --  112.00  61.00 -90.00   27
 23  \w    131.00 158.00   1.00    6.00    --  112.00  61.00 -60.00   27
 24  \w    111.00 138.00   1.00    6.00    --  112.00  70.00-151.87   27
 25  \w    129.00 177.00   1.00    6.00    --  112.00  77.00-180.00   48
 26  \w     83.00 118.00   1.00    6.00    --  112.00  64.00-115.80   35
 27  \w     83.00 109.00   1.00    6.00    --  112.00  61.00 -60.00   26
 28  \w     82.00 133.00   1.00    6.00    --  112.00  64.00 -27.63   51
 29  \w     83.00 144.00   1.00    6.00    --  112.00  61.00  30.00   61
 30  \w     84.00 160.00   1.00    6.00    --  112.00  61.00   0.00   76
 31  \w     83.00 134.00   1.00    6.00    --  112.00  61.00 155.96   51
 32  \w     82.00 178.00   1.00    6.00    --  112.00  64.00 130.53   96
 33  \w     79.00 105.00   1.00    6.00    --  112.00  77.00 -30.00   26
 34  \w     83.00 109.00   1.00    6.00    --  112.00  61.00 -30.00   26
 35  \w     83.00 109.00   1.00    6.00    --  112.00  63.00  -4.99   26
 36  \w     79.00 105.00   1.00    6.00    --  112.00  77.00 -60.00   26
 37  \w     83.00 110.00   1.00    6.00    --  112.00  61.00 -90.00   27
 38  \w     84.00 109.00   1.00    6.00    --  112.00  61.00-120.00   25
 39  \w     81.00 107.00   1.00    6.00    --  112.00  70.00-151.87   26
 40  \w     83.00 178.00   1.00    6.00    --  112.00  61.00-150.00   95
 41  \w     79.00 177.00   1.00    6.00    --  112.00  77.00 -90.00   98
 42  \w     79.00 105.00   1.00    6.00    --  112.00  77.00  90.00   26
 43  \w     83.00 148.00   1.00    6.00    --  112.00  61.00  90.00   65
 44  \w     81.00 111.00   1.00    6.00    --  112.00  71.00  52.10   30
 45  \w     80.00 105.00   1.00    6.00    --  112.00  77.00  60.00   25
 46  \w     79.00 105.00   1.00    6.00    --  112.00  77.00  30.00   26
 47  \w     79.00 105.00   1.00    6.00    --  112.00  77.00   0.00   26
 48  \w     82.00 108.00   1.00    6.00    --  112.00  65.00 -88.86   26
 49  \w     79.00 176.00   1.00    6.00    --  112.00  77.00-120.00   97
 50  \w     79.00 105.00   1.00    6.00    --  112.00  77.00-180.00   26
 51  \w     83.00 143.00   1.00    6.00    --  112.00  61.00-180.00   60
 52  \w     79.00 106.00   1.00    6.00    --  112.00  77.00-150.00   27
 53  \w      6.00  33.00   1.00    1.50    --   42.23  87.00-150.77   27
 54  \w    -66.00 -19.00   1.00    1.50    --  -42.23 -38.00 -60.00   47
 55  \w    -98.00 -12.00   1.00    1.50    --  -42.23 -77.00-120.00   86
 56  \w      1.00  74.00   1.00    1.50    --   42.23 -99.00-150.00   73
 57  \w     38.00  63.00   1.00    6.00    --  112.00-111.00 -30.00   25
 58  \w     57.00  85.00   1.00    6.00    --  112.00 -94.00  60.00   28
 59  \w     83.00 109.00   1.00    6.00    --  112.00 -94.00  90.00   26
 60  \w     56.00 116.00   1.00    6.00    --  112.00-111.00  60.00   60
 61  \w     51.00 140.00   1.00    6.00    --  112.00 -61.00  60.00   89
 62  \w     83.00 109.00   1.00    6.00    --  112.00  61.00 120.00   26
 63  \w     83.00 109.00   1.00    6.00    --  112.00  61.00 150.00   26
 64  \w     84.00 111.00   1.00    6.00    --  112.00  61.00 122.88   27
 65  \w     79.00 105.00   1.00    6.00    --  112.00  77.00 150.00   26
 66  \w     79.00 105.00   1.00    6.00    --  112.00  77.00 120.00   26
 67  \w     42.00  67.00   1.00    6.00    --  112.00 -94.00  90.00   25
 68  \w    -24.00  73.00   1.00    1.50    --   42.23 -77.00 -60.00   97
 69  \w     40.00  65.00   1.00    6.00    --  112.00-111.00-180.00   25
 70  \w     31.00 107.00   1.00    6.00    --  112.00 -94.00-150.00   76
 71  \w     29.00  80.00   1.00    6.00    --  112.00 -94.00-120.00   51
 72  \w    -81.00  -2.00   1.00    1.50    --  -42.23 125.00   0.00   79
 73  \w   -111.00 -77.00   1.00    1.50    --  -42.23 -38.00 150.00   34
 74  \w   -113.00 -15.00   1.00    1.50    --  -42.23 -57.00  60.00   98
 75  \w   -105.00 -78.00   1.00    1.50    --  -42.23 -38.00 -60.00   27
 76  \w   -114.00 -77.00   1.00    1.50    --  -42.23 -77.00 -60.00   37
 77  \w   -117.00 -74.00   1.00    1.50    --  -42.23 -77.00  60.00   43
 78  \w   -117.00 -86.00   1.00    1.50    --  -42.23 -77.00   0.00   31
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0911813000
_diffrn_orient_matrix_UB_12      -0.0130424000
_diffrn_orient_matrix_UB_13      0.0734235000
_diffrn_orient_matrix_UB_21      0.0900698000
_diffrn_orient_matrix_UB_22      0.0609008000
_diffrn_orient_matrix_UB_23      0.0307509000
_diffrn_orient_matrix_UB_31      -0.0699828000
_diffrn_orient_matrix_UB_32      0.1064459000
_diffrn_orient_matrix_UB_33      -0.0198521000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0405
_diffrn_reflns_av_unetI/netI     0.0318
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            54049
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.433
_diffrn_reflns_theta_min         3.538
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.465
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91079
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.057
_exptl_crystal_description       block
_exptl_crystal_F_000             892
_exptl_crystal_preparation       hexane
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: n-hexane'
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.277
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     559
_refine_ls_number_reflns         10629
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0753
_refine_ls_R_factor_gt           0.0554
_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^)+(0.0941P)^2^+0.8083P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1503
_refine_ls_wR_factor_ref         0.1656
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8593
_reflns_number_total             10629
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2dt02307e2.cif
_cod_data_source_block           vb22
_cod_database_code               7710973
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C48 H66 N6'
_chemical_oxdiff_usercomment
'Dammann/Burger, 16.01.2018, Cu, 100K, colourless, block, 0.15x0.2x0.28'
_shelx_estimated_absorpt_t_max   0.934
_shelx_estimated_absorpt_t_min   0.881
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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 Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C43(H43A,H43B), C5(H5A,H5B), C51(H51A,H51B), C35(H35A,H35B),
 C50(H50A,H50B), C52(H52A,H52B), C53(H53A,H53B)
2.b Aromatic/amide H refined with riding coordinates:
 C32(H32), C31(H31), C17(H17), C19(H19), C21(H21), C27(H27), C25(H25),
 C23(H23), C26(H26), C22(H22)
2.c Idealised Me refined as rotating group:
 C41(H41A,H41B,H41C), C11(H11A,H11B,H11C), C16(H16A,H16B,H16C), C15(H15A,H15B,
 H15C), C42(H42A,H42B,H42C), C13(H13A,H13B,H13C), C7(H7A,H7B,H7C), C45(H45A,
 H45B,H45C), C47(H47A,H47B,H47C), C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C48(H48A,
 H48B,H48C), C3(H3A,H3B,H3C), C49(H49A,H49B,H49C), C38(H38A,H38B,H38C),
 C54(H54A,H54B,H54C), C36(H36A,H36B,H36C), C37(H37A,H37B,H37C)
;
_olex2_exptl_crystal_mounting_method 'under polybutenes'
_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 1.388
_oxdiff_exptl_absorpt_empirical_full_min 0.389