Synthesis and protonation of an encumbered iron tetraisocyanide dianion.
Mokhtarzadeh, Charles C.; Margulieux, Grant W.; Carpenter, Alex E.; Weidemann, Nils; Moore, Curtis E.; Rheingold, Arnold L.; Figueroa, Joshua S.; Inorganic chemistry 54 (2015) 5579–5587; doi:10.1021/acs.inorgchem.5b00730

data_4342896
_publ_section_title
;
 Synthesis and protonation of an encumbered iron tetraisocyanide dianion.
;
_journal_issue                   11
_journal_name_full               'Inorganic chemistry'
_journal_page_first              5579
_journal_page_last               5587
_journal_paper_doi               10.1021/acs.inorgchem.5b00730
_journal_volume                  54
_journal_year                    2015
_chemical_formula_moiety         'C87 H99 Fe N3 Na O6, 0.5(C4 H10 O)'
_chemical_formula_sum            'C89 H104 Fe N3 Na O6.5'
_chemical_formula_weight         1398.59
_chemical_name_common            '[Na(18-c-6)][Fe(azulene)(CNArMes2)2]'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2015-03-16
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_cell_angle_alpha                64.902(5)
_cell_angle_beta                 89.753(6)
_cell_angle_gamma                62.646(5)
_cell_formula_units_Z            2
_cell_length_a                   16.260(2)
_cell_length_b                   16.648(3)
_cell_length_c                   18.225(3)
_cell_measurement_reflns_used    4086
_cell_measurement_temperature    100
_cell_measurement_theta_max      23.889
_cell_measurement_theta_min      2.212
_cell_volume                     3855.1(11)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'APEX2 v2013.6-2 (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2008)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'Bruker APEX-II CCD'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD Area Detector'
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device       'Kappa Four-Circle Diffractometer'
_diffrn_measurement_device_type  'Bruker APEX II Ultra'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  'Double Bounce Multilayer Mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0528
_diffrn_reflns_av_unetI/netI     0.0884
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            15689
_diffrn_reflns_point_group_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        22.000
_diffrn_reflns_theta_max         22.000
_diffrn_reflns_theta_min         1.474
_diffrn_source                   'Micro Focus Rotating Anode'
_diffrn_source_type              'Bruker TXS'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.258
_exptl_absorpt_correction_T_max  0.091632
_exptl_absorpt_correction_T_min  0.045415
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.1350 before and 0.0835 after correction.
 The Ratio of minimum to maximum transmission is 0.50.
 The \l/2 correction factor is Not present

Final HKLF 4 output contains 27501 reflections, Rint = 0.0587
 (9062 with I > 3sig(I), Rint = 0.0485)
;
_exptl_crystal_colour            Red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.205
_exptl_crystal_description       Block
_exptl_crystal_F_000             1496
_exptl_crystal_size_max          0.108
_exptl_crystal_size_mid          0.095
_exptl_crystal_size_min          0.051
_refine_diff_density_max         0.860
_refine_diff_density_min         -0.606
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1166
_refine_ls_number_reflns         9092
_refine_ls_number_restraints     980
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.1550
_refine_ls_R_factor_gt           0.1170
_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^)+(0.1137P)^2^+30.1218P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2913
_refine_ls_wR_factor_ref         0.3111
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6422
_reflns_number_total             9092
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ic5b00730_si_002.cif
_cod_data_source_block           JFig870
_cod_depositor_comments
;
The following automatic conversions were performed:

'_diffrn_radiation_probe' value 'X-ray' changed to 'x-ray' according
to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

'_exptl_crystal_colour_primary' value 'Red' changed to 'red'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 3271 2015-04-21 07:52:19Z andrius 

 Adding full bibliography for 4342892--4342900.cif.
;
_cod_original_cell_volume        3855.1(10)
_cod_original_formula_sum        'C89 H104 Fe N3 Na O6.50'
_cod_database_code               4342896
_shelxl_version_number           2014/6
_shelx_estimated_absorpt_t_max   0.987
_shelx_estimated_absorpt_t_min   0.973
_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. Restrained distances
 C4S-C3S = C1S-C2S
 1.54 with sigma of 0.02
 O1S-C3S = O1S-C2S
 1.4 with sigma of 0.02
 O1C-C12C
 1.4 with sigma of 0.02
 O6C-C11C
 1.45 with sigma of 0.02
 C12C-C11C
 1.55 with sigma of 0.02
 C7D-O5D
 1.55 with sigma of 0.02
 C12D-C11D
 1.54 with sigma of 0.02
 O4D-C7D
 1.45 with sigma of 0.02
 O2D-C3D = O2D-C2D = O3D-C4D = O3D-C5D = O4D-C6D = O4D-C7D = O5D-C8D = O5D-C9D
 = O6D-C11D
 1.45 with sigma of 0.02
 O6D-C10D
 1.45 with sigma of 0.02
 C2D-C1D = C4D-C3D = C6D-C5D = C8D-C7D
 1.55 with sigma of 0.02
 C9D-C10D
 1.55 with sigma of 0.02
 C11D-C12D
 1.55 with sigma of 0.02
 C2C-C1C = C6C-C5C = C8C-C7C = C9C-C10C = C12C-C11C
 1.55 with sigma of 0.02
 C3C-C4C
 1.55 with sigma of 0.02
 O2C-C3C = O3C-C4C = O3C-C5C = O4C-C6C = O4C-C7C = O5C-C8C = O5C-C9C = O6C-
 C10C = O6C-C11C = O1C-C12C = O1C-C1C = O2C-C2C
 1.45 with sigma of 0.02
 C8D-O4D
 2.4 with sigma of 0.02
 O5D-C7D
 2.4 with sigma of 0.02
 C9D-O6D
 2.4 with sigma of 0.02
 C10D-O5D
 2.4 with sigma of 0.02
 C11D-O1D
 2.4 with sigma of 0.02
 O6D-C12D
 2.4 with sigma of 0.02
 C8D-C9D
 2.4 with sigma of 0.02
 C4D-C5D
 2.5 with sigma of 0.02
 C1D-C12D
 2.5 with sigma of 0.02
 O1D-C2D
 2.5 with sigma of 0.02
 N3B-C11B
 1.4 with sigma of 0.02
 C9-C8
 1.35 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O2D) = Uanis(O2C)
Uanis(C3C) = Uanis(C3D)
Uanis(C2D) = Uanis(C2C)
Uanis(Na1) = Uanis(Na1B)
Uanis(C3) = Uanis(C3B)
Uanis(C16B) = Uanis(C16)
Uanis(C4) = Uanis(C4B)
Uanis(C5) = Uanis(C5B)
Uanis(C17) = Uanis(C17B)
Uanis(C6) = Uanis(C6B)
Uanis(C7) = Uanis(C7B)
Uanis(C18) = Uanis(C18B)
Uanis(C9C) = Uanis(O5C)
Uanis(C1S) = Uanis(O1S) = Uanis(C3S) = Uanis(C2S) = Uanis(C4S)
Uanis(N3B) = Uanis(N3)
Uanis(C11B) = Uanis(C11)
Uanis(C10) = Uanis(C10B)
Uanis(C15) = Uanis(C15B)
Uanis(C14) = Uanis(C14B)
Uanis(C20) = Uanis(C20B)
Uanis(C13) = Uanis(C13B)
Uanis(C12) = Uanis(C12B)
4. Rigid body (RIGU) restrains
 Fe1, Na1B, Na1, O1C, O1D, O2C, O2D, O3C, O3D, O4C, O4D, O5C, O5D, O6C, O6D,
 N3, N3B, C1C, C1D, C2C, C2D, C3, C3B, C3C, C3D, C4, C4B, C4C, C4D, C5, C5B,
 C5C, C5D, C6, C6B, C6C, C6D, C7, C7B, C7C, C7D, C8, C8C, C8D, C9, C9C, C9D,
 C10, C10B, C10C, C10D, C11, C11B, C11C, C11D, C12, C12B, C12C, C12D, C13, C13B,
  C14, C14B, C15, C15B, C16, C16B, C17, C17B, C18, C18B, C19, C19B, C20, C20B,
 C21, C21B, C22, C22B, C23, C23B, C24, C24B, C25, C25B, C26, C26B, C27, C27B
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C1S, O1S, C2S, C4S, C3S
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
5. Others
 Sof(Na1B)=Sof(O1D)=Sof(O2D)=Sof(O3D)=Sof(O4D)=Sof(O5D)=Sof(O6D)=Sof(N3B)=
 Sof(C1D)=Sof(H1DA)=Sof(H1DB)=Sof(C2D)=Sof(H2DA)=Sof(H2DB)=Sof(C3B)=Sof(C3D)=
 Sof(H3DA)=Sof(H3DB)=Sof(C4B)=Sof(H4B)=Sof(C4D)=Sof(H4DA)=Sof(H4DB)=Sof(C5B)=
 Sof(C5D)=Sof(H5DA)=Sof(H5DB)=Sof(C6B)=Sof(H6B)=Sof(C6D)=Sof(H6DA)=Sof(H6DB)=
 Sof(C7B)=Sof(C7D)=Sof(H7DA)=Sof(H7DB)=Sof(C8D)=Sof(H8DA)=Sof(H8DB)=Sof(C9D)=
 Sof(H9DA)=Sof(H9DB)=Sof(C10D)=Sof(H10C)=Sof(H10D)=Sof(C11D)=Sof(H11C)=
 Sof(H11D)=Sof(C12B)=Sof(C11B)=Sof(C10B)=Sof(C15B)=Sof(H15B)=Sof(C14B)=
 Sof(H14B)=Sof(C13B)=Sof(H13B)=Sof(C12D)=Sof(H12C)=Sof(H12D)=Sof(C16B)=
 Sof(H16D)=Sof(H16E)=Sof(H16F)=Sof(C17B)=Sof(H17D)=Sof(H17E)=Sof(H17F)=
 Sof(C18B)=Sof(H18D)=Sof(H18E)=Sof(H18F)=Sof(C19B)=Sof(C20B)=Sof(C21B)=
 Sof(H21B)=Sof(C22B)=Sof(C23B)=Sof(H23B)=Sof(C24B)=Sof(C25B)=Sof(H25D)=
 Sof(H25E)=Sof(H25F)=Sof(C26B)=Sof(H26D)=Sof(H26E)=Sof(H26F)=Sof(C27B)=
 Sof(H27D)=Sof(H27E)=Sof(H27F)=1-FVAR(1)
 Sof(Na1)=Sof(O1C)=Sof(O2C)=Sof(O3C)=Sof(O4C)=Sof(O5C)=Sof(O6C)=Sof(N3)=
 Sof(C1C)=Sof(H1CA)=Sof(H1CB)=Sof(C2C)=Sof(H2CA)=Sof(H2CB)=Sof(C3)=Sof(C3C)=
 Sof(H3CA)=Sof(H3CB)=Sof(C4)=Sof(H4)=Sof(C4C)=Sof(H4CA)=Sof(H4CB)=Sof(C5)=
 Sof(C5C)=Sof(H5CA)=Sof(H5CB)=Sof(C6)=Sof(H6)=Sof(C6C)=Sof(H6CA)=Sof(H6CB)=
 Sof(C7)=Sof(C7C)=Sof(H7CA)=Sof(H7CB)=Sof(C8C)=Sof(H8CA)=Sof(H8CB)=Sof(C9C)=
 Sof(H9CA)=Sof(H9CB)=Sof(C10C)=Sof(H10A)=Sof(H10B)=Sof(C11C)=Sof(H11A)=
 Sof(H11B)=Sof(C12)=Sof(C11)=Sof(C10)=Sof(C15)=Sof(H15)=Sof(C14)=Sof(H14)=
 Sof(C13)=Sof(H13)=Sof(C12C)=Sof(H12A)=Sof(H12B)=Sof(C16)=Sof(H16A)=Sof(H16B)=
 Sof(H16C)=Sof(C17)=Sof(H17A)=Sof(H17B)=Sof(H17C)=Sof(C18)=Sof(H18A)=Sof(H18B)=
 Sof(H18C)=Sof(C19)=Sof(C20)=Sof(C21)=Sof(H21)=Sof(C22)=Sof(C23)=Sof(H23)=
 Sof(C24)=Sof(C25)=Sof(H25A)=Sof(H25B)=Sof(H25C)=Sof(C26)=Sof(H26A)=Sof(H26B)=
 Sof(H26C)=Sof(C27)=Sof(H27A)=Sof(H27B)=Sof(H27C)=FVAR(1)
 Fixed Sof: O1S(0.5) C1S(0.5) H1SA(0.5) H1SB(0.5) H1SC(0.5) C2S(0.5) H2SA(0.5)
 H2SB(0.5) C3S(0.5) H3SA(0.5) H3SB(0.5) C4S(0.5) H4SA(0.5) H4SB(0.5) H4SC(0.5)
6.a Ternary CH refined with riding coordinates:
 C4(H4), C4B(H4B), C6(H6), C6B(H6B)
6.b Secondary CH2 refined with riding coordinates:
 C1C(H1CA,H1CB), C1D(H1DA,H1DB), C2C(H2CA,H2CB), C2D(H2DA,H2DB), C3C(H3CA,
 H3CB), C3D(H3DA,H3DB), C4C(H4CA,H4CB), C4D(H4DA,H4DB), C5C(H5CA,H5CB),
 C5D(H5DA,H5DB), C6C(H6CA,H6CB), C6D(H6DA,H6DB), C7C(H7CA,H7CB), C7D(H7DA,H7DB),
  C8C(H8CA,H8CB), C8D(H8DA,H8DB), C9C(H9CA,H9CB), C9D(H9DA,H9DB), C10C(H10A,
 H10B), C10D(H10C,H10D), C11C(H11A,H11B), C11D(H11C,H11D), C12C(H12A,H12B),
 C12D(H12C,H12D), C2S(H2SA,H2SB), C3S(H3SA,H3SB)
6.c Me refined with riding coordinates:
 C1S(H1SA,H1SB,H1SC), C4S(H4SA,H4SB,H4SC)
6.d Aromatic/amide H refined with riding coordinates:
 C15(H15), C14(H14), C13(H13), C15B(H15B), C14B(H14B), C13B(H13B), C21(H21),
 C21B(H21B), C23(H23), C23B(H23B), C30(H30), C31(H31), C32(H32), C36(H36),
 C38(H38), C45(H45), C47(H47), C54(H54), C55(H55), C56(H56), C60(H60), C62(H62),
  C69(H69), C71(H71)
6.e Fitted hexagon refined as free rotating group:
 C12(C11,C10,C15,C14,C13), C12B(C11B,C10B,C15B,C14B,C13B)
6.f Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C16B(H16D,H16E,H16F), C17(H17A,H17B,H17C), C17B(H17D,
 H17E,H17F), C18(H18A,H18B,H18C), C18B(H18D,H18E,H18F), C25(H25A,H25B,H25C),
 C25B(H25D,H25E,H25F), C26(H26A,H26B,H26C), C26B(H26D,H26E,H26F), C27(H27A,H27B,
 H27C), C27B(H27D,H27E,H27F), C40(H40A,H40B,H40C), C41(H41A,H41B,H41C),
 C42(H42A,H42B,H42C), C49(H49A,H49B,H49C), C50(H50A,H50B,H50C), C51(H51A,H51B,
 H51C), C64(H64A,H64B,H64C), C65(H65A,H65B,H65C), C66(H66A,H66B,H66C), C73(H73A,
 H73B,H73C), C74(H74A,H74B,H74C), C75(H75A,H75B,H75C)
;
_shelx_res_checksum              8088
_shelx_hkl_checksum              10962
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'