Nickel-mediated N‒N bond formation and N2O liberation via nitrogen oxyanion reduction
Beagan, Daniel M.; Cabelof, Alyssa C.; Pink, Maren; Carta, Veronica; Gao, Xinfeng; Caulton, Kenneth G.; Chemical Science  (2021) –; doi:10.1039/D1SC02846D

data_1564201
_publ_section_title
;
 Nickel-mediated N--N bond formation and N2O liberation via nitrogen
 oxyanion reduction
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D1SC02846D
_journal_year                    2021
_chemical_formula_moiety         '2(C22 H28 N4 Ni O6), 1.25(C H2 Cl2)'
_chemical_formula_sum            'C45.25 H58.5 Cl2.5 N8 Ni2 O12'
_chemical_formula_weight         1112.54
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2019-10-21
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-05-11 deposited with the CCDC.	2021-07-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.521(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.981(2)
_cell_length_b                   13.932(2)
_cell_length_c                   25.176(3)
_cell_measurement_reflns_used    2463
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      21.30
_cell_measurement_theta_min      2.47
_cell_volume                     5209.4(12)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker VENTURE D8'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1784
_diffrn_reflns_av_unetI/netI     0.1852
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            54924
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.319
_diffrn_reflns_theta_min         2.231
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.917
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5949
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1157 before and 0.0819 after correction. The Ratio of minimum to maximum transmission is 0.7978. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            'light green'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_description       plate
_exptl_crystal_F_000             2322
_exptl_crystal_preparation       synthesized
_exptl_crystal_recrystallization_method
'vapour diffusion of dichloromethane into a cyclohexane solution'
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.998
_refine_diff_density_min         -0.994
_refine_diff_density_rms         0.131
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     648
_refine_ls_number_reflns         12914
_refine_ls_number_restraints     630
_refine_ls_restrained_S_all      1.009
_refine_ls_R_factor_all          0.1601
_refine_ls_R_factor_gt           0.0942
_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^)+(0.0765P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1956
_refine_ls_wR_factor_ref         0.2307
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7264
_reflns_number_total             12914
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1sc02846d3.cif
_cod_data_source_block           19120_0m_a
_cod_original_formula_sum        'C45.25 H58.50 Cl2.50 N8 Ni2 O12'
_cod_database_code               1564201
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_max   0.922
_shelx_estimated_absorpt_t_min   0.764
_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
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Cl1-C1 \\sim Cl1A-C1
 with sigma of 0.01
 Cl2-C1 \\sim Cl2A-C1
 with sigma of 0.01
 Cl4-C2 \\sim Cl3-C2
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C21A \\sim C20A: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02
C7A \\sim C6A: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(Cl2A) = Uanis(Cl2)
Uanis(Cl1A) = Uanis(Cl1)
Uanis(Cl4) = Uanis(Cl3) = Uanis(C2)
Uanis(C7) = Uanis(C7A)
Uanis(C21) = Uanis(C21A)
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(H1BC)=Sof(H1BD)=Sof(Cl2A)=Sof(Cl1A)=1-FVAR(1)
 Sof(Cl1)=Sof(Cl2)=Sof(H1AA)=Sof(H1AB)=FVAR(1)
 Fixed Sof: Cl3(0.25) Cl4(0.25) C2(0.25) H2A(0.25) H2B(0.25)
6.a Secondary CH2 refined with riding coordinates:
 C1(H1AA,H1AB), C1(H1BC,H1BD), C2(H2A,H2B)
6.b Aromatic/amide H refined with riding coordinates:
 C19(H19), C22(H22), C5(H5), C8(H8), C5A(H5A), C8A(H8A), C19A(H19A), C22A(H22A)
6.c Idealised Me refined as rotating group:
 C18A(H18D,H18E,H18F), C15(H15A,H15B,H15C), C24A(H24D,H24E,H24F), C10(H10A,
 H10B,H10C), C15A(H15D,H15E,H15F), C13(H13A,H13B,H13C), C24(H24A,H24B,H24C),
 C3A(H3AA,H3AB,H3AC), C18(H18A,H18B,H18C), C13A(H13D,H13E,H13F), C3(H3A,H3B,
 H3C), C7(H7A,H7B,H7C), C10A(H10D,H10E,H10F), C21(H21A,H21B,H21C), C7A(H7AA,
 H7AB,H7AC), C21A(H21D,H21E,H21F)
;
_shelx_res_checksum              48503
_shelx_hkl_checksum              22802
_olex2_date_sample_data_collection 2018-08-22
_olex2_date_sample_submission    2019-08-22
_olex2_submission_special_instructions 'No special instructions were received'