Chloro- and Trifluoromethyl-Substituted Flanking-Ring m-Terphenyl Isocyanides: η6-Arene Binding to Zero-Valent Molybdenum Centers and Comparison to Alkyl-Substituted Derivatives
Treffly B. Ditri; Alex E. Carpenter; Donald S. Ripatti; Curtis E. Moore; Arnold L. Rheingold; Joshua S. Figueroa; Inorganic Chemistry 52 (2013) 13216–13229; doi:10.1021/ic402130p

data_4336757
_publ_section_title
;
 Chloro- and Trifluoromethyl-Substituted Flanking-Ring m-Terphenyl
 Isocyanides: \h6-Arene Binding to Zero-Valent Molybdenum Centers and
 Comparison to Alkyl-Substituted Derivatives
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              13216
_journal_page_last               13229
_journal_paper_doi               10.1021/ic402130p
_journal_volume                  52
_journal_year                    2013
_chemical_formula_moiety         'C75 H36 F36 Mo N6, C2 H3 N'
_chemical_formula_sum            'C77 H39 F36 Mo N7'
_chemical_formula_weight         1842.09
_chemical_name_common            Mo(MeCN)3(CNArDArF2)3
_chemical_name_systematic
;
 ?
;
_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             2013-08-16
_audit_creation_method
;
  Olex2 1.2-beta
  (compiled Apr 23 2013 17:59:47, GUI svn.r4466)
;
_cell_angle_alpha                80.373(4)
_cell_angle_beta                 76.557(3)
_cell_angle_gamma                88.860(3)
_cell_formula_units_Z            2
_cell_length_a                   11.7056(9)
_cell_length_b                   15.6512(11)
_cell_length_c                   21.5669(16)
_cell_measurement_reflns_used    9882
_cell_measurement_temperature    100
_cell_measurement_theta_max      24.366
_cell_measurement_theta_min      2.233
_cell_volume                     3788.1(5)
_computing_cell_refinement       'SAINT v8.27A (Bruker, 2012)'
_computing_data_collection       'Bruker APEX2 v2013-2.0 (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.27A (Bruker, 2012)'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
M. C. Burla, R. Caliandro, M. Camalli, B. Carrozzini, G. L. Cascarano, 
L. De Caro, C. Giacovazzo, G. Polidori and R. Spagna, 
SIR2004: an improved tool for crystal structure determination and refinement. 
J. Appl. Cryst. (2005). 38, 381-388.
;
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker APEX-II CCD'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD Area Detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_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_radiation_xray_symbol    K-L~3~
_diffrn_reflns_av_R_equivalents  0.0481
_diffrn_reflns_av_unetI/netI     0.0599
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            49733
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.404
_diffrn_reflns_theta_min         0.985
_diffrn_source                   'Micro Focus Rotating Anode'
_diffrn_source_type              'Bruker TXS'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.312
_exptl_absorpt_correction_T_max  0.0932
_exptl_absorpt_correction_T_min  0.0674
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0563 before and 0.0426 after correction.
The Ratio of minimum to maximum transmission is 0.7232.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            purple
_exptl_crystal_colour_primary    purple
_exptl_crystal_density_diffrn    1.615
_exptl_crystal_description       Block
_exptl_crystal_F_000             1832
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10017
_reflns_number_total             13887
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ic402130p_si_001_13.cif
_cod_data_source_block           JFig813
_cod_database_code               4336757
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C18A-C28A
 1.54 with sigma of 0.02
 F6A-C28A = F4A-C28A = F5A-C28A
 1.35 with sigma of 0.02
 F1-F6A = F6A-F5A
 2.1 with sigma of 0.02
 F4A-F5A
 2.1 with sigma of 0.02
 F4A-F6A
 2.1 with sigma of 0.02
 C75A-C64A
 1.54 with sigma of 0.02
 F34A-C75A
 1.35 with sigma of 0.02
 C75A-F36A
 1.35 with sigma of 0.02
 C75A-F35A
 1.35 with sigma of 0.02
 F36A-F35A
 2.1 with sigma of 0.02
 F35A-F34A
 2.1 with sigma of 0.02
 F36A-F34A
 2.1 with sigma of 0.02
 C72A-C70A
 1.54 with sigma of 0.02
 F2A-F3A
 2.1 with sigma of 0.02
 F2A-F1A
 2.1 with sigma of 0.02
 F3A-F1A
 2.1 with sigma of 0.02
 F2A-C29A = F3A-C29A = F1A-C29A
 1.35 with sigma of 0.02
 C29A-C20A
 1.54 with sigma of 0.02
 F23A-C50A = F24A-C50A = F22A-C50A
 1.35 with sigma of 0.02
 F23A-F24A
 2.1 with sigma of 0.02
 F22A-F24A
 2.1 with sigma of 0.02
 F22A-F23A
 2.1 with sigma of 0.02
 C50A-C40A
 1.54 with sigma of 0.02
 C72-C70 = C72A-C70A
 1.54 with sigma of 0.02
 C69A-C72A
 2.5 with sigma of 0.02
 F1G-C72A = F1H-C72A = F1I-C72A
 1.35 with sigma of 0.02
 F1I-F1H
 2.1 with sigma of 0.02
 F1G-F1I
 2.1 with sigma of 0.02
 F1H-F1G
 2.1 with sigma of 0.02
 C70A-F1I
 2.25 with sigma of 0.02
 F1G-C70A
 2.25 with sigma of 0.02
 F1H-C70A
 2.25 with sigma of 0.02
 F28A-C73A
 1.35 with sigma of 0.02
 F29A-C73A
 1.35 with sigma of 0.02
 F29A-F28A
 2.1 with sigma of 0.02
 C73A-C68A
 1.5 with sigma of 0.02
 F37A-C73A
 1.35 with sigma of 0.02
 F28A-F37A
 2.1 with sigma of 0.02
 F29A-F37A
 2.1 with sigma of 0.02
3. Restrained planarity
 C28A, C18A, C19A, C17A, C16A
 with sigma of 0.1
4. Rigid bond restraints
 C72, C72A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
Uanis(C38A) = Uanis(C38)
Uanis(C43A) = Uanis(C43)
Uanis(C42A) = Uanis(C42)
Uanis(C41A) = Uanis(C41)
Uanis(C40A) = Uanis(C40)
Uanis(C40A) = Uanis(C40)
Uanis(C39A) = Uanis(C39)
Uanis(C51A) = Uanis(C51)
Uanis(F20A) = Uanis(F20)
Uanis(F21A) = Uanis(F21)
Uanis(F19A) = Uanis(F19)
Uanis(C50A) = Uanis(C50)
Uanis(F23A) = Uanis(F23)
Uanis(F22A) = Uanis(F22)
Uanis(F24A) = Uanis(F24)
Uanis(C3A) = Uanis(C3)
Uanis(N3A) = Uanis(N3)
Uanis(C54A) = Uanis(C54)
Uanis(C55A) = Uanis(C55)
Uanis(C56A) = Uanis(C56)
Uanis(C57A) = Uanis(C57)
Uanis(C58A) = Uanis(C58)
Uanis(C59A) = Uanis(C59)
Uanis(C66) = Uanis(C66A)
Uanis(C71) = Uanis(C71A)
Uanis(C67) = Uanis(C67A)
Uanis(C68) = Uanis(C68A)
Uanis(C70) = Uanis(C70A)
Uanis(C69) = Uanis(C69A)
Uanis(C60A) = Uanis(C60)
Uanis(C61A) = Uanis(C61)
Uanis(C62A) = Uanis(C62)
Uanis(C63A) = Uanis(C63)
Uanis(C64A) = Uanis(C64)
Uanis(C65A) = Uanis(C65)
Uanis(C60A) = Uanis(C60)
Uanis(C75A) = Uanis(C75)
Uanis(C74A) = Uanis(C74)
Uanis(F32A) = Uanis(F32)
Uanis(F31A) = Uanis(F31)
Uanis(F33) = Uanis(F33A)
Uanis(N1A) = Uanis(N1)
Uanis(C10A) = Uanis(C10)
Uanis(C15A) = Uanis(C15)
Uanis(C14A) = Uanis(C14)
Uanis(C13A) = Uanis(C13)
Uanis(C12A) = Uanis(C12)
Uanis(C16) = Uanis(C16A)
Uanis(C17A) = Uanis(C21)
Uanis(C17) = Uanis(C18A)
Uanis(C18) = Uanis(C19A)
Uanis(C20A) = Uanis(C19)
Uanis(C21A) = Uanis(C20)
Uanis(C29) = Uanis(C29A)
Uanis(C28A) = Uanis(C28)
Uanis(F5) = Uanis(F5A)
Uanis(F6A) = Uanis(F6)
Uanis(F4A) = Uanis(F4)
Uanis(F35A) = Uanis(F35)
Uanis(F34A) = Uanis(F36)
Uanis(F36A) = Uanis(F34)
Uanis(C73A) = Uanis(C73)
Uanis(F29A) = Uanis(F29)
Uanis(F28A) = Uanis(F28)
Uanis(C11A) = Uanis(C11)
Uanis(C1A) = Uanis(C1)
Uanis(F1C) = Uanis(F1G) = Uanis(F1F) = Uanis(F1B) = Uanis(F1E) = Uanis(F1I) 
= Uanis(F1H) = Uanis(C72A) = Uanis(C72) = Uanis(F1D)
Uanis(F30) = Uanis(F37A)
6. others
 Sof(F1A)=Sof(F1G)=Sof(F1H)=Sof(F1I)=Sof(F2A)=Sof(F3A)=Sof(F4A)=Sof(F5A)=
 Sof(F6A)=Sof(F19A)=Sof(F20A)=Sof(F21A)=Sof(F22A)=Sof(F23A)=Sof(F24A)=Sof(F28A)=
 Sof(F29A)=Sof(F31A)=Sof(F32A)=Sof(F33A)=Sof(F34A)=Sof(F35A)=Sof(F36A)=
 Sof(F37A)=Sof(N1A)=Sof(N3A)=Sof(C1A)=Sof(C3A)=Sof(C10A)=Sof(C11A)=Sof(C12A)=
 Sof(H12A)=Sof(C13A)=Sof(H13A)=Sof(C14A)=Sof(H14A)=Sof(C15A)=Sof(C16A)=
 Sof(C21A)=Sof(H21A)=Sof(C20A)=Sof(C19A)=Sof(H19A)=Sof(C18A)=Sof(C17A)=
 Sof(H17A)=Sof(C28A)=Sof(C29A)=Sof(C38A)=Sof(C39A)=Sof(H39A)=Sof(C40A)=
 Sof(C41A)=Sof(H41A)=Sof(C42A)=Sof(C43A)=Sof(H43A)=Sof(C50A)=Sof(C51A)=
 Sof(C54A)=Sof(C59A)=Sof(C58A)=Sof(H58A)=Sof(C57A)=Sof(H57A)=Sof(C56A)=
 Sof(H56A)=Sof(C55A)=Sof(C60A)=Sof(C61A)=Sof(H61A)=Sof(C62A)=Sof(C63A)=
 Sof(H63A)=Sof(C64A)=Sof(C65A)=Sof(H65A)=Sof(C66A)=Sof(C71A)=Sof(H71A)=
 Sof(C70A)=Sof(C69A)=Sof(H69A)=Sof(C68A)=Sof(C67A)=Sof(H67A)=Sof(C72A)=
 Sof(C73A)=Sof(C74A)=Sof(C75A)=1-FVAR(1)
 Sof(F1E)=0.25*FVAR(2)
 Sof(F1F)=0.55*FVAR(2)
 Sof(F1C)=Sof(F1D)=0.6*FVAR(2)
 Sof(F1)=Sof(F1B)=Sof(F2)=Sof(F3)=Sof(F4)=Sof(F5)=Sof(F6)=Sof(F19)=Sof(F20)=
 Sof(F21)=Sof(F22)=Sof(F23)=Sof(F24)=Sof(F28)=Sof(F29)=Sof(F30)=Sof(F31)=
 Sof(F32)=Sof(F33)=Sof(F34)=Sof(F35)=Sof(F36)=Sof(N1)=Sof(N3)=Sof(C1)=Sof(C3)=
 Sof(C10)=Sof(C11)=Sof(C12)=Sof(H12)=Sof(C13)=Sof(H13)=Sof(C14)=Sof(H14)=
 Sof(C15)=Sof(C16)=Sof(C17)=Sof(H17)=Sof(C18)=Sof(C20)=Sof(H20)=Sof(C19)=
 Sof(C21)=Sof(H21)=Sof(C28)=Sof(C29)=Sof(C38)=Sof(C39)=Sof(H39)=Sof(C40)=
 Sof(C41)=Sof(H41)=Sof(C42)=Sof(C43)=Sof(H43)=Sof(C50)=Sof(C51)=Sof(C54)=
 Sof(C59)=Sof(C58)=Sof(H58)=Sof(C57)=Sof(H57)=Sof(C56)=Sof(H56)=Sof(C55)=
 Sof(C60)=Sof(C61)=Sof(H61)=Sof(C62)=Sof(C63)=Sof(H63)=Sof(C64)=Sof(C65)=
 Sof(H65)=Sof(C66)=Sof(C67)=Sof(H67)=Sof(C68)=Sof(C69)=Sof(H69)=Sof(C70)=
 Sof(C71)=Sof(H71)=Sof(C72)=Sof(C73)=Sof(C74)=Sof(C75)=FVAR(1)
7.a Aromatic/amide H refined with riding coordinates:
 C12(H12), C13(H13), C14(H14), C12A(H12A), C13A(H13A), C14A(H14A), C17(H17),
 C20(H20), C21(H21), C21A(H21A), C19A(H19A), C17A(H17A), C23(H23), C25(H25),
 C27(H27), C34(H34), C35(H35), C36(H36), C39A(H39A), C41A(H41A), C43A(H43A),
 C39(H39), C41(H41), C43(H43), C45(H45), C47(H47), C49(H49), C58(H58), C57(H57),
  C56(H56), C58A(H58A), C57A(H57A), C56A(H56A), C61A(H61A), C63A(H63A),
 C65A(H65A), C61(H61), C63(H63), C65(H65), C71A(H71A), C69A(H69A), C67A(H67A),
 C67(H67), C69(H69), C71(H71)
7.b Fitted hexagon refined as free rotating group:
 C10(C11,C12,C13,C14,C15), C10A(C11A,C12A,C13A,C14A,C15A), C16(C17,C18,C20,C19,
 C21), C16A(C21A,C20A,C19A,C18A,C17A), C38A(C39A,C40A,C41A,C42A,C43A), C54(C59,
 C58,C57,C56,C55), C54A(C59A,C58A,C57A,C56A,C55A), C60A(C61A,C62A,C63A,C64A,
 C65A), C66A(C71A,C70A,C69A,C68A,C67A)
7.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C77(H77A,H77B,H77C)
;
_shelx_estimated_absorpt_t_max   0.985
_shelx_estimated_absorpt_t_min   0.946
_shelx_res_checksum              41290
_shelxl_version_number           2013-2