The coordination of alkali-metal nickelates to organic π-systems: synthetic, structural and spectroscopic insights.
Borys, Andryj M.; Vedani, Luca; Hevia, Eva; Dalton transactions (Cambridge, England : 2003) 53 (2024) 8382–8390; doi:10.1039/d4dt00889h

data_7715640
_publ_section_title
;
 The coordination of alkali-metal nickelates to organic &#x3c0;-systems:
 synthetic, structural and spectroscopic insights.
;
_journal_issue                   19
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              8382
_journal_page_last               8390
_journal_paper_doi               10.1039/d4dt00889h
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C42 H52 Li2 Ni O4'
_chemical_formula_sum            'C42 H52 Li2 Ni O4'
_chemical_formula_weight         693.42
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2023-07-02T10:59:59-00:00
_audit_update_record
;
2024-01-17 deposited with the CCDC.	2024-04-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.8991(8)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   23.83845(18)
_cell_length_b                   10.06099(9)
_cell_length_c                   31.2245(3)
_cell_measurement_reflns_used    28645
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      78.601
_cell_measurement_theta_min      3.702
_cell_volume                     7479.25(11)
_computing_cell_refinement       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1
_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    -58.00  25.00   0.50    4.00    --  -47.66  51.00 131.00  166
  2  \w    -24.00  58.00   0.50    4.00    --   47.66 -51.00 -14.00  164
  3  \w     34.00 120.00   0.50    4.00    --   47.66  51.00 131.00  172
  4  \w    -58.00 -19.00   0.50   15.00    --  -91.75  51.00 131.00   78
  5  \w   -163.00 -78.00   0.50   15.00    --  -91.75 -51.00 -14.00  170
  6  \w    100.00 178.00   0.50   15.00    --  113.25  51.00 131.00  156
  7  \w   -119.00 -34.00   0.50    4.00    --  -47.66 -51.00 -14.00  170
  8  \w    -27.00  26.00   0.50    4.00    --   47.66 -19.00-120.00  106
  9  \w     33.00 120.00   0.50    4.00    --   47.66  57.00-120.00  174
 10  \w     34.00  93.00   0.50    4.00    --   47.66-125.00-180.00  118
 11  \w    -27.00  26.00   0.50    4.00    --   47.66 -19.00   0.00  106
 12  \w    -27.00  26.00   0.50    4.00    --   47.66 -19.00-180.00  106
 13  \w   -163.00 -79.00   0.50   15.00    --  -91.75 -45.00 -60.00  168
 14  \w   -163.00 -74.00   0.50   15.00    --  -91.75 -64.00-153.79  178
 15  \w   -163.00 -69.00   0.50   15.00    --  -91.75 -77.00 -90.00  188
 16  \w   -163.00 -75.00   0.50   15.00    --  -91.75 -61.00-122.75  176
 17  \w   -163.00 -74.00   0.50   15.00    --  -91.75 -64.00 178.95  178
 18  \w   -138.00 -74.00   0.50   15.00    --  -91.75 -65.00 -85.51  128
 19  \w    -48.00 -21.00   0.50   15.00    --  -91.75  45.00 -60.00   54
 20  \w   -106.00 -80.00   0.50   15.00    --  -91.75 -56.00-135.55   52
 21  \w    -97.00 -71.00   0.50   15.00    --  -91.75 -72.00-176.29   52
 22  \w    -67.00 -42.00   0.50   15.00    --  -91.75  61.00  90.00   50
 23  \w     43.00  69.00   0.50   15.00    --  113.25 -61.00   0.00   52
 24  \w     51.00 104.00   0.50   15.00    --  113.25 -77.00 -90.00  106
 25  \w    131.00 174.00   0.50   15.00    --  113.25  77.00-180.00   86
 26  \w     97.00 176.00   0.50   15.00    --  113.25  61.00-150.00  158
 27  \w    136.00 167.00   0.50   15.00    --  113.25  61.00  30.00   62
 28  \w    100.00 132.00   0.50   15.00    --  113.25  61.00  30.00   64
 29  \w     67.00 108.00   0.50   15.00    --  113.25-111.00  12.49   82
 30  \w    102.00 131.00   0.50   15.00    --  113.25  45.00  90.00   58
 31  \w    143.00 177.00   0.50   15.00    --  113.25  45.00  90.00   68
 32  \w     47.00  94.00   0.50   15.00    --  113.25 -77.00 -30.00   94
 33  \w    102.00 134.00   0.50   15.00    --  113.25  61.00   0.00   64
 34  \w    141.00 178.00   0.50   15.00    --  113.25  61.00   0.00   74
 35  \w     42.00  67.00   0.50   15.00    --  113.25 -61.00  60.00   50
 36  \w    102.00 128.00   0.50   15.00    --  113.25  77.00-180.00   52
 37  \w     42.00  67.00   0.50   15.00    --  113.25 -61.00-180.00   50
 38  \w     42.00  67.00   0.50   15.00    --  113.25 -61.00 150.00   50
 39  \w     43.00  95.00   0.50   15.00    --  113.25 -77.00  90.00  104
 40  \w     44.00  69.00   0.50   15.00    --  113.25 -61.00  30.00   50
 41  \w    111.00 150.00   0.50   15.00    --  113.25  61.00-120.00   78
 42  \w     91.00 125.00   0.50   15.00    --  113.25  77.00-120.00   68
 43  \w    117.00 142.00   0.50   15.00    --  113.25 125.00-180.00   50
 44  \w     47.00 102.00   0.50   15.00    --  113.25-119.00-104.29  110
 45  \w     42.00  71.00   0.50   15.00    --  113.25 -61.00 120.00   58
 46  \w    129.00 170.00   0.50   15.00    --  113.25  77.00-120.00   82
 47  \w     91.00 156.00   0.50   15.00    --  113.25  77.00 -30.00  130
 48  \w     81.00 111.00   0.50   15.00    --  113.25-125.00 -60.00   60
 49  \w     46.00  74.00   0.50   15.00    --  113.25-125.00 -60.00   56
 50  \w     43.00  98.00   0.50   15.00    --  113.25 -77.00 150.00  110
 51  \w    112.00 164.00   0.50   15.00    --  113.25  77.00 150.00  104
 52  \w    108.00 171.00   0.50   15.00    --  113.25  45.00-120.00  126
 53  \w     96.00 168.00   0.50   15.00    --  113.25  73.00 175.47  144
 54  \w    124.00 176.00   0.50   15.00    --  113.25  45.00 -60.00  104
 55  \w     42.00  67.00   0.50   15.00    --  113.25 -61.00 -60.00   50
 56  \w    115.00 149.00   0.50   15.00    --  113.25 125.00   0.00   68
 57  \w     92.00 142.00   0.50   15.00    --  113.25  77.00 -90.00  100
 58  \w     77.00 102.00   0.50   15.00    --  113.25-103.00 156.84   50
 59  \w    144.00 169.00   0.50   15.00    --  113.25  77.00 -60.00   50
 60  \w    107.00 178.00   0.50   15.00    --  113.25  45.00  60.00  142
 61  \w     91.00 126.00   0.50   15.00    --  113.25  77.00 -60.00   70
 62  \w    137.00 163.00   0.50   15.00    --  113.25  45.00-150.00   52
 63  \w     98.00 134.00   0.50   15.00    --  113.25  61.00 -90.00   72
 64  \w    138.00 164.00   0.50   15.00    --  113.25  45.00 -90.00   52
 65  \w     44.00  71.00   0.50   15.00    --  113.25 -94.00  90.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0236385
_diffrn_orient_matrix_UB_12      0.0501943
_diffrn_orient_matrix_UB_13      0.0420812
_diffrn_orient_matrix_UB_21      -0.0448411
_diffrn_orient_matrix_UB_22      0.0810782
_diffrn_orient_matrix_UB_23      -0.0258919
_diffrn_orient_matrix_UB_31      -0.0401955
_diffrn_orient_matrix_UB_32      -0.1198301
_diffrn_orient_matrix_UB_33      0.0000706
_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  0.0328
_diffrn_reflns_av_unetI/netI     0.0179
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            75114
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.478
_diffrn_reflns_theta_min         2.834
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.046
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.685
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
        CrysAlisPro 1.171.42.89a (Rigaku Oxford Diffraction, 2023)
        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            red
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_description       needle
_exptl_crystal_F_000             2960
_exptl_crystal_size_max          0.291
_exptl_crystal_size_mid          0.062
_exptl_crystal_size_min          0.041
_refine_diff_density_max         0.448
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     548
_refine_ls_number_reflns         7639
_refine_ls_number_restraints     172
_refine_ls_restrained_S_all      1.113
_refine_ls_R_factor_all          0.0498
_refine_ls_R_factor_gt           0.0412
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0676P)^2^+3.8950P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1189
_refine_ls_wR_factor_ref         0.126
_reflns_Friedel_coverage         0
_reflns_number_gt                6277
_reflns_number_total             7639
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4dt00889h2.cif
_cod_data_source_block           23EH067_AMB-1026
_cod_depositor_comments
'Adding full bibliography for 7715639--7715655.cif.'
_cod_database_code               7715640
_shelx_estimated_absorpt_t_min   0.75
_shelx_estimated_absorpt_t_max   0.958
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.049
_oxdiff_exptl_absorpt_empirical_full_min 0.661
_shelx_shelxl_version_number     2019/2
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
2. Restrained distances
 O3A-C38A \\sim O3-C35A \\sim O3A-C35 \\sim O3-C38
 with sigma of 0.002
 C36-C35 \\sim C36A-C35A \\sim C38A-C37A \\sim C38-C37
 with sigma of 0.002
 C37-C36A \\sim C37A-C36
 with sigma of 0.002
3. Rigid bond restraints
 O3, C35, C36, C37, C38
 with sigma for 1-2 distances of 0.0005 and sigma for 1-3 distances of 0.0005
 O3A, C35A, C36A, C37A, C38A
 with sigma for 1-2 distances of 0.0005 and sigma for 1-3 distances of 0.0005
 O2, C31A, C32A, C33A, C34A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C34, C33, C32, C31, O2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C42A, C41A, C40, C39, O4
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C41, C42, O4, C39, C40
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Uiso/Uaniso restraints and constraints
Uanis(C37A) \\sim Ueq, Uanis(C35A) \\sim Ueq, Uanis(C36) \\sim Ueq, Uanis(C38A)
\\sim Ueq, Uanis(C35) \\sim Ueq, Uanis(C36A) \\sim Ueq, Uanis(C37) \\sim Ueq,
Uanis(O3) \\sim Ueq, Uanis(O3A) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.02
Uanis(C42A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C34A) \\sim Ueq, Uanis(C34) \\sim Ueq, Uanis(C33) \\sim Ueq, Uanis(C33A)
\\sim Ueq, Uanis(C32A) \\sim Ueq, Uanis(C31A) \\sim Ueq, Uanis(C31) \\sim Ueq,
Uanis(C32) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C41) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
5. Others
 Sof(H40C)=Sof(H40D)=Sof(C41A)=Sof(H41C)=Sof(H41D)=Sof(C42A)=Sof(H42C)=
 Sof(H42D)=1-FVAR(1)
 Sof(H40A)=Sof(H40B)=Sof(C42)=Sof(H42A)=Sof(H42B)=Sof(C41)=Sof(H41A)=Sof(H41B)=
 FVAR(1)
 Sof(C31A)=Sof(H31C)=Sof(H31D)=Sof(C34A)=Sof(H34C)=Sof(H34D)=Sof(C33A)=
 Sof(H33C)=Sof(H33D)=Sof(C32A)=Sof(H32C)=Sof(H32D)=1-FVAR(2)
 Sof(C32)=Sof(H32A)=Sof(H32B)=Sof(C31)=Sof(H31A)=Sof(H31B)=Sof(C34)=Sof(H34A)=
 Sof(H34B)=Sof(C33)=Sof(H33A)=Sof(H33B)=FVAR(2)
 Sof(C35)=Sof(H35A)=Sof(H35B)=Sof(O3A)=Sof(C38A)=Sof(H38C)=Sof(H38D)=Sof(C36)=
 Sof(H36C)=Sof(H36D)=Sof(C37A)=Sof(H37C)=Sof(H37D)=1-FVAR(3)
 Sof(O3)=Sof(C38)=Sof(H38A)=Sof(H38B)=Sof(C36A)=Sof(H36A)=Sof(H36B)=Sof(C37)=
 Sof(H37A)=Sof(H37B)=Sof(C35A)=Sof(H35C)=Sof(H35D)=FVAR(3)
6.a Ternary CH refined with riding coordinates:
 C26(H26)
6.b Secondary CH2 refined with riding coordinates:
 C30(H30A,H30B), C27(H27A,H27B), C28(H28A,H28B), C29(H29A,H29B), C32(H32A,
 H32B), C39(H39A,H39B), C31(H31A,H31B), C40(H40A,H40B), C40(H40C,H40D),
 C34(H34A,H34B), C33(H33A,H33B), C38(H38A,H38B), C36A(H36A,H36B), C42(H42A,
 H42B), C41(H41A,H41B), C41A(H41C,H41D), C42A(H42C,H42D), C35(H35A,H35B),
 C37(H37A,H37B), C35A(H35C,H35D), C38A(H38C,H38D), C36(H36C,H36D), C37A(H37C,
 H37D), C31A(H31C,H31D), C34A(H34C,H34D), C33A(H33C,H33D), C32A(H32C,H32D)
6.c Aromatic/amide H refined with riding coordinates:
 C15(H15), C14(H14), C8(H8), C17(H17), C22(H22), C6(H6), C2(H2), C24(H24),
 C5(H5), C12(H12), C3(H3), C19(H19), C21(H21), C4(H4), C9(H9), C20(H20),
 C10(H10), C11(H11)
;
_shelx_res_checksum              34685