1-Phenyl-3-(pyrid-2-yl)benzo[e][1,2,4]triazinyl: the first "Blatter radical" for coordination chemistry.
Morgan, Ian S.; Peuronen, Anssi; Hänninen, Mikko M; Reed, Robert W.; Clérac, Rodolphe; Tuononen, Heikki M.; Inorganic chemistry 53 (2014) 33–35; doi:10.1021/ic402954p

data_4337592
_publ_section_title
;
 1-Phenyl-3-(pyrid-2-yl)benzo[e][1,2,4]triazinyl: the first &quot;Blatter
 radical&quot; for coordination chemistry.
;
_journal_issue                   1
_journal_name_full               'Inorganic chemistry'
_journal_page_first              33
_journal_page_last               35
_journal_paper_doi               10.1021/ic402954p
_journal_volume                  53
_journal_year                    2014
_chemical_formula_moiety         'C28 H15 Cu F12 N4 O4'
_chemical_formula_sum            'C28 H15 Cu F12 N4 O4'
_chemical_formula_weight         762.98
_chemical_name_systematic
;
 ?
;
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2013-11-21
_audit_creation_method
;
  Olex2 1.2
  (compiled Apr 23 2013 17:59:47, GUI svn.r4466)
;
_cell_angle_alpha                90
_cell_angle_beta                 113.140(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.5585(3)
_cell_length_b                   12.6810(2)
_cell_length_c                   17.3525(3)
_cell_measurement_reflns_used    4881
_cell_measurement_temperature    293.00(10)
_cell_measurement_theta_max      75.7860
_cell_measurement_theta_min      3.2370
_cell_volume                     3148.16(11)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_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  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293.00(10)
_diffrn_detector_area_resol_mean 10.3953
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details
;
  1 omega  -96.00  -33.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.7426  125.0000 -180.0000 63

  2 omega  -46.00   27.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.7426   37.0000 -180.0000 73

  3 omega -110.00  -16.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.7426  -77.0000 -120.0000 94

  4 omega   29.00  103.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000 -120.0000 74

  5 omega   59.00  151.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  178.0000  -90.0000 92

  6 omega   43.00   93.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000 -150.0000 50

  7 omega   49.00   98.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000   30.0000 49

  8 omega   96.00  176.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   45.0000  120.0000 80

  9 omega   39.00   89.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  -60.0000 50
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0203282000
_diffrn_orient_matrix_UB_12      -0.1112582000
_diffrn_orient_matrix_UB_13      0.0241655000
_diffrn_orient_matrix_UB_21      0.0152144000
_diffrn_orient_matrix_UB_22      -0.0461328000
_diffrn_orient_matrix_UB_23      -0.0757840000
_diffrn_orient_matrix_UB_31      0.1047190000
_diffrn_orient_matrix_UB_32      -0.0150006000
_diffrn_orient_matrix_UB_33      0.0547807000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0170
_diffrn_reflns_av_unetI/netI     0.0247
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10419
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.000
_diffrn_reflns_theta_min         4.454
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.018
_exptl_absorpt_correction_T_max  0.859
_exptl_absorpt_correction_T_min  0.755
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.610
_exptl_crystal_description       block
_exptl_crystal_F_000             1520
_exptl_crystal_size_max          0.1932
_exptl_crystal_size_mid          0.1666
_exptl_crystal_size_min          0.1016
_refine_diff_density_max         0.517
_refine_diff_density_min         -0.554
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     470
_refine_ls_number_reflns         5578
_refine_ls_number_restraints     58
_refine_ls_restrained_S_all      1.105
_refine_ls_R_factor_all          0.0726
_refine_ls_R_factor_gt           0.0633
_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^)+(0.1074P)^2^+2.1212P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1816
_refine_ls_wR_factor_ref         0.1945
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4651
_reflns_number_total             5578
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ic402954p_si_004.cif
_cod_data_source_block           im01-109rt-red
_cod_original_cell_volume        3148.19(10)
_cod_database_code               4337592
_shelxl_version_number           2013-3
_chemical_oxdiff_formula         'C28 H15 O4 N4 F12 Cu1'
_reflns_odcompleteness_completeness 99.12
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     69.95
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 F4BA-C5B = F4BB-C5B = F4BC-C5B = F6BC-C5B = F6BB-C5B = F6BA-C5B = F5BC-C5B =
 F5BB-C5B = F5BA-C5B
 1.33 with sigma of 0.005
 C5AC-C4A
 1.54 with sigma of 0.02
 F4AA-C5AB = F4AB-C5AC = F5AA-C5AB = F5AB-C5AC = F6AA-C5AB = F6AB-C5AC
 1.33 with sigma of 0.02
 C5AA-C4A
 1.54 with sigma of 0.02
 F5AC-C5AA = F6AC-C5AA = F4AC-C5AA
 1.33 with sigma of 0.02
 F6BA-F4BA
 2.15 with sigma of 0.02
 F4BA-F5BA
 2.15 with sigma of 0.02
 F5BA-F6BA
 2.15 with sigma of 0.02
 F6BB-F4BB
 2.15 with sigma of 0.02
 F4BB-F5BB
 2.15 with sigma of 0.02
 F5BB-F6BB
 2.15 with sigma of 0.02
 F5BC-F6BC
 2.15 with sigma of 0.02
 F6BC-F4BC
 2.15 with sigma of 0.02
 F4BC-F5BC
 2.15 with sigma of 0.02
 F6AA-F5AA
 2.15 with sigma of 0.02
 F5AA-F4AA
 2.15 with sigma of 0.02
 F4AA-F6AA
 2.15 with sigma of 0.02
 F6AB-F5AB
 2.15 with sigma of 0.02
 F5AB-F4AB
 2.15 with sigma of 0.02
 F4AB-F6AB
 2.15 with sigma of 0.02
 F6AC-F4AC
 2.15 with sigma of 0.02
 F5AC-F6AC
 2.15 with sigma of 0.02
 F4AC-F5AC
 2.15 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C5AB) \\sim Ueq, Uanis(C5AC) \\sim Ueq, Uanis(C5AA) \\sim Ueq: with sigma
of 0.005 and sigma for terminal atoms of 0.0006
Uanis(F4BC) = Uanis(F4BB) = Uanis(F4BA) = Uanis(F6BC) = Uanis(F6BB) =
Uanis(F6BA) = Uanis(F5BC) = Uanis(F5BB) = Uanis(F5BA)
Uanis(F3BA) = Uanis(F3BB) = Uanis(F2BB) = Uanis(F2BA) = Uanis(F1BA) =
Uanis(F1BB)
Uanis(F6AA) = Uanis(F4AA) = Uanis(F5AA) = Uanis(C5AB)
Uanis(F6AB) = Uanis(F5AB) = Uanis(F4AB) = Uanis(C5AC)
Uanis(F6AC) = Uanis(F5AC) = Uanis(F4AC) = Uanis(C5AA)
4. Others
 1*[Sof(F5BA)+Sof(F6BA)+Sof(F4BA)]+1*[Sof(F4BB)+Sof(F6BB)+Sof(F5BB)]+1*
 [Sof(F5BC)+Sof(F4BC)+Sof(F6BC)]=1 with esd of 0.001
 1*[Sof(F6AA)+Sof(F4AA)+Sof(C5AB)+Sof(F5AA)]+1*[Sof(F4AB)+Sof(F5AB)+Sof(C5AC)+
 Sof(F6AB)]+1*[Sof(F4AC)+Sof(F5AC)+Sof(F6AC)+Sof(C5AA)]=1 with esd of 0.001
 Sof(F5BA)=Sof(F6BA)=Sof(F4BA)=FVAR(1)
 Sof(F4BB)=Sof(F6BB)=Sof(F5BB)=FVAR(2)
 Sof(F5BC)=Sof(F4BC)=Sof(F6BC)=FVAR(3)
 Sof(F3BB)=Sof(F1BB)=Sof(F2BB)=1-FVAR(4)
 Sof(F2BA)=Sof(F1BA)=Sof(F3BA)=FVAR(4)
 Sof(F6AA)=Sof(F4AA)=Sof(C5AB)=Sof(F5AA)=FVAR(5)
 Sof(F4AB)=Sof(F5AB)=Sof(C5AC)=Sof(F6AB)=FVAR(6)
 Sof(F4AC)=Sof(F5AC)=Sof(F6AC)=Sof(C5AA)=FVAR(7)
5.a Aromatic/amide H refined with riding coordinates:
 C19(H19), C15(H15), C21(H21), C20(H20), C14(H14), C6(H6), C9(H9), C16(H16),
 C8(H8), C18(H18), C3B(H3B), C7(H7), C13(H13), C12(H12), C3A(H3A)
;