A proton-responsive ligand becomes a dimetal linker for multisubstrate assembly <i>via</i> nitrate deoxygenation.
Cabelof, Alyssa C.; Carta, Veronica; Caulton, Kenneth G.; Chemical communications (Cambridge, England) 57 (2021) 2780–2783; doi:10.1039/d0cc07886g

data_7127921
_publ_section_title
;
 A proton-responsive ligand becomes a dimetal linker for multisubstrate
 assembly <i>via</i> nitrate deoxygenation.
;
_journal_issue                   22
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              2780
_journal_page_last               2783
_journal_paper_doi               10.1039/d0cc07886g
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C30 H25 N7 Ni O3'
_chemical_formula_sum            'C30 H25 N7 Ni O3'
_chemical_formula_weight         590.28
_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   mixed
_audit_creation_date             2020-11-16
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2020-11-16 deposited with the CCDC.	2021-02-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.497(7)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   15.327(3)
_cell_length_b                   26.533(6)
_cell_length_c                   15.588(4)
_cell_measurement_reflns_used    2198
_cell_measurement_temperature    173.15
_cell_measurement_theta_max      17.19
_cell_measurement_theta_min      2.61
_cell_volume                     6189(2)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      173.15
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1329
_diffrn_reflns_av_unetI/netI     0.2146
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            38979
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.138
_diffrn_reflns_theta_max         25.138
_diffrn_reflns_theta_min         2.036
_diffrn_source_current           30.0
_diffrn_source_power             1.35
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.668
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6108
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker,2016/2)'
_exptl_crystal_colour            'light blue'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_description       plate
_exptl_crystal_F_000             2448
_exptl_crystal_preparation       synthesized
_exptl_crystal_recrystallization_method
'vapor diffusion of diethyl ether into a THF solution'
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.918
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     802
_refine_ls_number_reflns         10921
_refine_ls_number_restraints     1112
_refine_ls_restrained_S_all      0.877
_refine_ls_R_factor_all          0.2075
_refine_ls_R_factor_gt           0.0670
_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^)+(0.0787P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1367
_refine_ls_wR_factor_ref         0.1869
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4088
_reflns_number_total             10921
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cc07886g2.cif
_cod_data_source_block           19086_0ma_pl_sq
_cod_depositor_comments
'Adding full bibliography for 7127916--7127921.cif.'
_cod_database_code               7127921
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_max   0.949
_shelx_estimated_absorpt_t_min   0.781
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C23-C25 \\sim C23A-C25A
 with sigma of 0.04
 C23-C27 \\sim C23A-C27A
 with sigma of 0.04
 C20-C23 \\sim C20-C23A
 with sigma of 0.02
 C24-C26 \\sim C24A-C26A
 with sigma of 0.04
 C26-C27 \\sim C26A-C27A
 with sigma of 0.02
 C23-C28 \\sim C23A-C28A
 with sigma of 0.02
 C25-C26 \\sim C25A-C26A
 with sigma of 0.02
 C27-C28 \\sim C27A-C28A
 with sigma of 0.02
 C25-C27 \\sim C25A-C27A
 with sigma of 0.04
 C20-C24 \\sim C20-C24A
 with sigma of 0.04
 C24-C28 \\sim C24A-C28A
 with sigma of 0.04
 C23-C24 \\sim C23A-C24A
 with sigma of 0.02
 C24-C25 \\sim C24A-C25A
 with sigma of 0.02
 C20-C28 \\sim C20-C28A
 with sigma of 0.04
 C26-C28 \\sim C26A-C28A
 with sigma of 0.04
 C61-C62 \\sim C61A-C62A
 with sigma of 0.02
 C60-C61 \\sim C60A-C61A
 with sigma of 0.02
 C62-C63 \\sim C62A-C63A
 with sigma of 0.02
 C63-C64 \\sim C63A-C64A
 with sigma of 0.02
 C61-C63 \\sim C61A-C63A
 with sigma of 0.04
 C62-C64 \\sim C62A-C64A
 with sigma of 0.04
 C56-C60 \\sim C56-C60A
 with sigma of 0.04
 C56-C64 \\sim C56-C64A
 with sigma of 0.04
 C56-C59 \\sim C56-C59A
 with sigma of 0.02
 C59-C61 \\sim C59A-C61A
 with sigma of 0.04
 C59-C63 \\sim C59A-C63A
 with sigma of 0.04
 C59-C60 \\sim C59A-C60A
 with sigma of 0.02
 C59-C64 \\sim C59A-C64A
 with sigma of 0.02
 C60-C62 \\sim C60A-C62A
 with sigma of 0.04
 C60-C64 \\sim C60A-C64A
 with sigma of 0.04
 C77-C82 \\sim C77A-C82A
 with sigma of 0.02
 C77-C79 \\sim C77A-C79A
 with sigma of 0.04
 C80-C82 \\sim C80A-C82A
 with sigma of 0.04
 C79-C80 \\sim C79A-C80A
 with sigma of 0.02
 C74-C77 \\sim C74-C77A
 with sigma of 0.02
 C81-C82 \\sim C81A-C82A
 with sigma of 0.02
 C78-C79 \\sim C78A-C79A
 with sigma of 0.02
 C80-C81 \\sim C80A-C81A
 with sigma of 0.02
 C79-C81 \\sim C79A-C81A
 with sigma of 0.04
 C77-C81 \\sim C77A-C81A
 with sigma of 0.04
 C77-C78 \\sim C77A-C78A
 with sigma of 0.02
 C78-C80 \\sim C78A-C80A
 with sigma of 0.04
 C74-C78 \\sim C74-C78A
 with sigma of 0.04
 C78-C82 \\sim C78A-C82A
 with sigma of 0.04
 C74-C82 \\sim C74-C82A
 with sigma of 0.04
 Ni2-N2 \\sim Ni2-N2A
 with sigma of 0.04
 O7-N2 \\sim O7A-N2A
 with sigma of 0.02
 O7-O9 \\sim O7A-O9A
 with sigma of 0.04
 O7-O8 \\sim O7A-O8A
 with sigma of 0.04
 O9-N2 \\sim O9A-N2A
 with sigma of 0.02
 O8-O9 \\sim O8A-O9A
 with sigma of 0.04
 Ni2-O8 \\sim Ni2-O8A
 with sigma of 0.02
 O8-N2 \\sim O8A-N2A
 with sigma of 0.02
 Ni2-O7 \\sim Ni2-O7A
 with sigma of 0.02
 O3-O4 \\sim O3A-O4A
 with sigma of 0.04
 O2-O4 \\sim O2A-O4A
 with sigma of 0.04
 Ni1-O2 \\sim Ni1-O2A
 with sigma of 0.02
 Ni1-N1 \\sim Ni1-N1A
 with sigma of 0.04
 O4-N1 \\sim O4A-N1A
 with sigma of 0.02
 Ni1-O3 \\sim Ni1-O3A
 with sigma of 0.02
 O2-O3 \\sim O2A-O3A
 with sigma of 0.04
 O2-N1 \\sim O2A-N1A
 with sigma of 0.02
 O3-N1 \\sim O3A-N1A
 with sigma of 0.02
3. Restrained planarity
 C59, C60, C61, C62, C63, C64
 with sigma of 0.1
 C59A, C60A, C61A, C62A, C63A, C64A
 with sigma of 0.1
4. Rigid bond restraints
 C59A, C60A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C60A, C61A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
C59A \\sim C60A: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 2A
C60A \\sim C61A: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 2A
Uanis(C23A) = Uanis(C23)
Uanis(C27A) = Uanis(C27)
Uanis(C24A) = Uanis(C24)
Uanis(C28) = Uanis(C28A)
Uanis(C26A) = Uanis(C26)
Uanis(C25A) = Uanis(C25)
Uanis(C59A) = Uanis(C59)
Uanis(C63A) = Uanis(C63)
Uanis(C61A) = Uanis(C61)
Uanis(C64A) = Uanis(C64)
Uanis(C62A) = Uanis(C62)
Uanis(C60A) = Uanis(C60)
Uanis(C79) = Uanis(C79A) = Uanis(C80) = Uanis(C80A)
Uanis(C81) = Uanis(C81A)
Uanis(C77) = Uanis(C77A)
Uanis(C78) = Uanis(C78A)
Uanis(C82) = Uanis(C82A)
Uanis(O7A) = Uanis(O7) = Uanis(N2A) = Uanis(N2) = Uanis(O8A) = Uanis(O8)
Uanis(O9A) = Uanis(O9)
Uanis(O4) = Uanis(O4A)
Uanis(O3A) = Uanis(O3) = Uanis(N1A) = Uanis(N1) = Uanis(O2A) = Uanis(O2)
6. 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
7. Others
 Sof(C23A)=Sof(C24A)=Sof(H24A)=Sof(C25A)=Sof(H25A)=Sof(C26A)=Sof(H26A)=
 Sof(C27A)=Sof(H27A)=Sof(C28A)=Sof(H28A)=1-FVAR(1)
 Sof(C23)=Sof(C24)=Sof(H24)=Sof(C25)=Sof(H25)=Sof(C26)=Sof(H26)=Sof(C27)=
 Sof(H27)=Sof(C28)=Sof(H28)=FVAR(1)
 Sof(C59A)=Sof(C64A)=Sof(H64A)=Sof(C63A)=Sof(H63A)=Sof(C62A)=Sof(H62A)=
 Sof(C60A)=Sof(H60A)=Sof(C61A)=Sof(H61A)=1-FVAR(2)
 Sof(C59)=Sof(C60)=Sof(H60)=Sof(C61)=Sof(H61)=Sof(C62)=Sof(H62)=Sof(C63)=
 Sof(H63)=Sof(C64)=Sof(H64)=FVAR(2)
 Sof(C77A)=Sof(C82A)=Sof(H82A)=Sof(C81A)=Sof(H81A)=Sof(C80A)=Sof(H80A)=
 Sof(C79A)=Sof(H79A)=Sof(C78A)=Sof(H78A)=1-FVAR(3)
 Sof(C77)=Sof(C78)=Sof(H78)=Sof(C79)=Sof(H79)=Sof(C80)=Sof(H80)=Sof(C81)=
 Sof(H81)=Sof(C82)=Sof(H82)=FVAR(3)
 Sof(O8A)=Sof(O7A)=Sof(N2A)=Sof(O9A)=1-FVAR(4)
 Sof(O7)=Sof(O8)=Sof(O9)=Sof(N2)=FVAR(4)
 Sof(O3A)=Sof(N1A)=Sof(O2A)=Sof(O4A)=1-FVAR(5)
 Sof(O2)=Sof(O3)=Sof(O4)=Sof(N1)=FVAR(5)
8.a Aromatic/amide H refined with riding coordinates:
 C49(H49), C50(H50), C51(H51), C55(H55), C60(H60), C61(H61), C62(H62),
 C63(H63), C64(H64), C69(H69), C70(H70), C71(H71), C73(H73), C78(H78), C79(H79),
  C80(H80), C81(H81), C82(H82), C13(H13), C14(H14), C15(H15), C19(H19),
 C24(H24), C25(H25), C26(H26), C27(H27), C28(H28), C31(H31), C32(H32), C33(H33),
  C37(H37), C42(H42), C43(H43), C44(H44), C45(H45), C46(H46), C24A(H24A),
 C25A(H25A), C26A(H26A), C27A(H27A), C28A(H28A), C64A(H64A), C63A(H63A),
 C62A(H62A), C60A(H60A), C61A(H61A), C82A(H82A), C81A(H81A), C80A(H80A),
 C79A(H79A), C78A(H78A)
8.b Idealised Me refined as rotating group:
 C47(H47A,H47B,H47C), C65(H65A,H65B,H65C), C11(H11A,H11B,H11C), C29(H29A,H29B,
 H29C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              83587
_shelx_hkl_checksum              90369
_shelx_fab_checksum              90286
_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'