 
data_2010src0402a
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety
 'C16 H16 Fe N2'
_chemical_formula_sum
 'C16 H16 Fe N2'
_chemical_formula_weight          292.16
 
loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0033   0.0016
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H'  'H'   0.0000   0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N'  'N'   0.0061   0.0033
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Fe'  'Fe'   0.3463   0.8444
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_symmetry_cell_setting            orthorhombic
_symmetry_space_group_name_H-M    'P b c a'
_symmetry_space_group_name_Hall   '-P 2ac 2ab'
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x+1/2, -y, z+1/2'
 '-x, y+1/2, -z+1/2'
 'x+1/2, -y+1/2, -z'
 '-x, -y, -z'
 'x-1/2, y, -z-1/2'
 'x, -y-1/2, z-1/2'
 '-x-1/2, y-1/2, z'
 
_cell_length_a                    17.3279(2)
_cell_length_b                    7.36480(10)
_cell_length_c                    20.9885(3)
_cell_angle_alpha                 90.00
_cell_angle_beta                  90.00
_cell_angle_gamma                 90.00
_cell_volume                      2678.48(6)
_cell_formula_units_Z             8
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     18904
_cell_measurement_theta_min       2.91
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        block
_exptl_crystal_colour             orange
_exptl_crystal_size_max           0.25
_exptl_crystal_size_mid           0.14
_exptl_crystal_size_min           0.06
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.449
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              1216
_exptl_absorpt_coefficient_mu     1.112
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.7685
_exptl_absorpt_correction_T_max   0.9363
_exptl_absorpt_process_details   'SADABS 2007/2 (Sheldrick, G.M., 2007)'
 
_exptl_special_details
;
SADABS was used to perform the Absorption correction
Estimated minimum and maximum transmission: 0.5177 0.7456
The given Tmin and Tmax were generated using the SHELX SIZE command
;
 
_diffrn_ambient_temperature       120(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'Bruker Nonius FR591 Rotating Anode'
_diffrn_radiation_monochromator  'graphite'
_diffrn_measurement_device_type   'Bruker-Nonius CCD camera on κ-goniostat'
_diffrn_measurement_method        'φ & ω scans to fill the asymmetric unit'
_diffrn_detector_area_resol_mean  9.091
_diffrn_standards_number          0
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             19857
_diffrn_reflns_av_R_equivalents   0.0447
_diffrn_reflns_av_sigmaI/netI     0.0423
_diffrn_reflns_limit_h_min        -22
_diffrn_reflns_limit_h_max        22
_diffrn_reflns_limit_k_min        -9
_diffrn_reflns_limit_k_max        9
_diffrn_reflns_limit_l_min        -27
_diffrn_reflns_limit_l_max        24
_diffrn_reflns_theta_min          3.58
_diffrn_reflns_theta_max          27.48
_reflns_number_total              3063
_reflns_number_gt                 2709
_reflns_threshold_expression      >2σ(I)
 
_computing_data_collection        
'COLLECT (Hooft, R.W.W., 1998)'
_computing_cell_refinement        
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
#Although determined using DirAx, the cell is refined in the HKL
#package during data reduction
_computing_data_reduction         
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_structure_solution   'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics 
'OLEX2 (Dolomanov, Bourhis, Gildea, Howard & Puschmann, 2009)'
_computing_publication_material   'WINGX (Farrugia, 1998)' 

 
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
 
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
 'calc w=1/[σ²(Fo²)+(0.0193P)²+2.5018P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        ?
_refine_ls_number_reflns          3063
_refine_ls_number_parameters      173
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0386
_refine_ls_R_factor_gt            0.0328
_refine_ls_wR_factor_ref          0.0813
_refine_ls_wR_factor_gt           0.0773
_refine_ls_goodness_of_fit_ref    1.068
_refine_ls_restrained_S_all       1.068
_refine_ls_shift/su_max           0.001
_refine_ls_shift/su_mean          0.000
 
loop_
 _atom_site_label
 _atom_site_type_symbol
 _atom_site_fract_x
 _atom_site_fract_y
 _atom_site_fract_z
 _atom_site_U_iso_or_equiv
 _atom_site_adp_type
 _atom_site_occupancy
 _atom_site_symmetry_multiplicity
 _atom_site_calc_flag
 _atom_site_refinement_flags
 _atom_site_disorder_assembly
 _atom_site_disorder_group
C1 C 0.43876(9) -0.1629(2) 0.17727(8) 0.0157(3) Uani 1 1 d . . .
C2 C 0.41931(10) -0.2442(2) 0.11749(8) 0.0166(4) Uani 1 1 d . . .
H2 H 0.3800 -0.3320 0.1107 0.020 Uiso 1 1 calc R . .
C3 C 0.46907(10) -0.1710(2) 0.07003(8) 0.0182(4) Uani 1 1 d . . .
H3 H 0.4688 -0.2015 0.0260 0.022 Uiso 1 1 calc R . .
C4 C 0.51938(10) -0.0439(2) 0.10011(9) 0.0178(4) Uani 1 1 d . . .
H4 H 0.5586 0.0247 0.0796 0.021 Uiso 1 1 calc R . .
C5 C 0.50083(10) -0.0374(2) 0.16613(8) 0.0165(4) Uani 1 1 d . . .
H5 H 0.5251 0.0367 0.1973 0.020 Uiso 1 1 calc R . .
C6 C 0.30767(11) 0.1491(3) 0.14534(10) 0.0281(4) Uani 1 1 d . . .
H6 H 0.2796 0.1153 0.1824 0.034 Uiso 1 1 calc R . .
C7 C 0.36820(12) 0.2782(3) 0.14280(9) 0.0271(4) Uani 1 1 d . . .
H7 H 0.3880 0.3456 0.1778 0.033 Uiso 1 1 calc R . .
C8 C 0.39412(11) 0.2892(2) 0.07864(10) 0.0230(4) Uani 1 1 d . . .
H8 H 0.4343 0.3650 0.0632 0.028 Uiso 1 1 calc R . .
C9 C 0.34934(10) 0.1667(3) 0.04174(9) 0.0217(4) Uani 1 1 d . . .
H9 H 0.3541 0.1470 -0.0028 0.026 Uiso 1 1 calc R . .
C10 C 0.29610(10) 0.0789(3) 0.08302(10) 0.0242(4) Uani 1 1 d . . .
H10 H 0.2594 -0.0107 0.0711 0.029 Uiso 1 1 calc R . .
C11 C 0.41489(9) -0.1134(2) 0.28438(8) 0.0169(4) Uani 1 1 d . . .
H11 H 0.4508 -0.0166 0.2805 0.020 Uiso 1 1 calc R . .
C12 C 0.38089(9) -0.1442(2) 0.34604(8) 0.0159(3) Uani 1 1 d . . .
C13 C 0.39441(11) -0.0439(3) 0.40098(9) 0.0201(4) Uani 1 1 d . . .
H13 H 0.4288 0.0558 0.4050 0.024 Uiso 1 1 calc R . .
C14 C 0.34796(10) -0.1165(3) 0.44967(9) 0.0214(4) Uani 1 1 d . . .
H14 H 0.3452 -0.0752 0.4925 0.026 Uiso 1 1 calc R . .
C15 C 0.30731(10) -0.2585(3) 0.42365(8) 0.0199(4) Uani 1 1 d . . .
H15 H 0.2713 -0.3325 0.4458 0.024 Uiso 1 1 calc R . .
C16 C 0.29377(11) -0.4129(3) 0.31915(9) 0.0271(4) Uani 1 1 d . . .
H16A H 0.2544 -0.4818 0.3424 0.041 Uiso 1 1 calc R . .
H16B H 0.3344 -0.4956 0.3046 0.041 Uiso 1 1 calc R . .
H16C H 0.2700 -0.3534 0.2823 0.041 Uiso 1 1 calc R . .
N1 N 0.40033(8) -0.2070(2) 0.23436(7) 0.0174(3) Uani 1 1 d . . .
N2 N 0.32697(8) -0.2764(2) 0.36089(7) 0.0167(3) Uani 1 1 d . . .
Fe1 Fe 0.406792(13) 0.03103(3) 0.112368(11) 0.01350(10) Uani 1 1 d . . .
 
 
_geom_special_details
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
 
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
C1 N1 1.409(2) . ?
C1 C2 1.431(2) . ?
C1 C5 1.437(2) . ?
C1 Fe1 2.0498(17) . ?
C2 C3 1.423(2) . ?
C2 Fe1 2.0417(18) . ?
C2 H2 0.9500 . ?
C3 C4 1.427(3) . ?
C3 Fe1 2.0419(17) . ?
C3 H3 0.9500 . ?
C4 C5 1.423(2) . ?
C4 Fe1 2.0438(18) . ?
C4 H4 0.9500 . ?
C5 Fe1 2.0452(17) . ?
C5 H5 0.9500 . ?
C6 C7 1.416(3) . ?
C6 C10 1.421(3) . ?
C6 Fe1 2.0459(19) . ?
C6 H6 0.9500 . ?
C7 C8 1.422(3) . ?
C7 Fe1 2.0419(19) . ?
C7 H7 0.9500 . ?
C8 C9 1.419(3) . ?
C8 Fe1 2.0405(18) . ?
C8 H8 0.9500 . ?
C9 C10 1.421(3) . ?
C9 Fe1 2.0464(18) . ?
C9 H9 0.9500 . ?
C10 Fe1 2.0451(18) . ?
C10 H10 0.9500 . ?
C11 N1 1.281(2) . ?
C11 C12 1.440(2) . ?
C11 H11 0.9500 . ?
C12 N2 1.385(2) . ?
C12 C13 1.389(3) . ?
C13 C14 1.406(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.374(3) . ?
C14 H14 0.9500 . ?
C15 N2 1.367(2) . ?
C15 H15 0.9500 . ?
C16 N2 1.452(2) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
 
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle_publ_flag
N1 C1 C2 122.55(15) . . ?
N1 C1 C5 129.82(15) . . ?
C2 C1 C5 107.64(15) . . ?
N1 C1 Fe1 126.73(12) . . ?
C2 C1 Fe1 69.23(10) . . ?
C5 C1 Fe1 69.28(10) . . ?
C3 C2 C1 108.21(15) . . ?
C3 C2 Fe1 69.60(10) . . ?
C1 C2 Fe1 69.84(10) . . ?
C3 C2 H2 125.9 . . ?
C1 C2 H2 125.9 . . ?
Fe1 C2 H2 126.2 . . ?
C2 C3 C4 107.99(15) . . ?
C2 C3 Fe1 69.59(10) . . ?
C4 C3 Fe1 69.63(10) . . ?
C2 C3 H3 126.0 . . ?
C4 C3 H3 126.0 . . ?
Fe1 C3 H3 126.3 . . ?
C5 C4 C3 108.35(15) . . ?
C5 C4 Fe1 69.68(10) . . ?
C3 C4 Fe1 69.49(10) . . ?
C5 C4 H4 125.8 . . ?
C3 C4 H4 125.8 . . ?
Fe1 C4 H4 126.6 . . ?
C4 C5 C1 107.81(15) . . ?
C4 C5 Fe1 69.58(10) . . ?
C1 C5 Fe1 69.63(10) . . ?
C4 C5 H5 126.1 . . ?
C1 C5 H5 126.1 . . ?
Fe1 C5 H5 126.3 . . ?
C7 C6 C10 108.31(17) . . ?
C7 C6 Fe1 69.57(11) . . ?
C10 C6 Fe1 69.65(10) . . ?
C7 C6 H6 125.8 . . ?
C10 C6 H6 125.8 . . ?
Fe1 C6 H6 126.5 . . ?
C6 C7 C8 107.92(18) . . ?
C6 C7 Fe1 69.88(11) . . ?
C8 C7 Fe1 69.56(11) . . ?
C6 C7 H7 126.0 . . ?
C8 C7 H7 126.0 . . ?
Fe1 C7 H7 126.1 . . ?
C9 C8 C7 107.94(17) . . ?
C9 C8 Fe1 69.90(10) . . ?
C7 C8 Fe1 69.67(11) . . ?
C9 C8 H8 126.0 . . ?
C7 C8 H8 126.0 . . ?
Fe1 C8 H8 126.0 . . ?
C8 C9 C10 108.14(17) . . ?
C8 C9 Fe1 69.45(10) . . ?
C10 C9 Fe1 69.63(10) . . ?
C8 C9 H9 125.9 . . ?
C10 C9 H9 125.9 . . ?
Fe1 C9 H9 126.6 . . ?
C6 C10 C9 107.69(18) . . ?
C6 C10 Fe1 69.70(11) . . ?
C9 C10 Fe1 69.72(10) . . ?
C6 C10 H10 126.2 . . ?
C9 C10 H10 126.2 . . ?
Fe1 C10 H10 126.0 . . ?
N1 C11 C12 124.85(16) . . ?
N1 C11 H11 117.6 . . ?
C12 C11 H11 117.6 . . ?
N2 C12 C13 107.51(15) . . ?
N2 C12 C11 126.08(16) . . ?
C13 C12 C11 126.39(16) . . ?
C12 C13 C14 107.72(16) . . ?
C12 C13 H13 126.1 . . ?
C14 C13 H13 126.1 . . ?
C15 C14 C13 107.10(16) . . ?
C15 C14 H14 126.4 . . ?
C13 C14 H14 126.4 . . ?
N2 C15 C14 109.19(16) . . ?
N2 C15 H15 125.4 . . ?
C14 C15 H15 125.4 . . ?
N2 C16 H16A 109.5 . . ?
N2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C11 N1 C1 118.69(15) . . ?
C15 N2 C12 108.48(14) . . ?
C15 N2 C16 123.33(15) . . ?
C12 N2 C16 128.18(15) . . ?
C8 Fe1 C2 162.71(8) . . ?
C8 Fe1 C3 125.80(8) . . ?
C2 Fe1 C3 40.80(7) . . ?
C8 Fe1 C7 40.77(8) . . ?
C2 Fe1 C7 154.64(8) . . ?
C3 Fe1 C7 163.55(8) . . ?
C8 Fe1 C4 108.10(7) . . ?
C2 Fe1 C4 68.72(7) . . ?
C3 Fe1 C4 40.88(7) . . ?
C7 Fe1 C4 126.35(8) . . ?
C8 Fe1 C10 68.53(8) . . ?
C2 Fe1 C10 106.66(8) . . ?
C3 Fe1 C10 119.35(8) . . ?
C7 Fe1 C10 68.50(8) . . ?
C4 Fe1 C10 154.67(8) . . ?
C8 Fe1 C5 120.45(7) . . ?
C2 Fe1 C5 68.99(7) . . ?
C3 Fe1 C5 68.86(7) . . ?
C7 Fe1 C5 107.95(8) . . ?
C4 Fe1 C5 40.74(7) . . ?
C10 Fe1 C5 162.92(8) . . ?
C8 Fe1 C6 68.34(8) . . ?
C2 Fe1 C6 119.58(8) . . ?
C3 Fe1 C6 154.27(8) . . ?
C7 Fe1 C6 40.55(9) . . ?
C4 Fe1 C6 163.49(8) . . ?
C10 Fe1 C6 40.65(8) . . ?
C5 Fe1 C6 125.95(8) . . ?
C8 Fe1 C9 40.65(8) . . ?
C2 Fe1 C9 125.09(7) . . ?
C3 Fe1 C9 107.33(7) . . ?
C7 Fe1 C9 68.40(8) . . ?
C4 Fe1 C9 120.34(7) . . ?
C10 Fe1 C9 40.65(7) . . ?
C5 Fe1 C9 155.19(7) . . ?
C6 Fe1 C9 68.22(7) . . ?
C8 Fe1 C1 155.33(8) . . ?
C2 Fe1 C1 40.93(7) . . ?
C3 Fe1 C1 68.81(7) . . ?
C7 Fe1 C1 120.12(7) . . ?
C4 Fe1 C1 68.75(7) . . ?
C10 Fe1 C1 125.01(7) . . ?
C5 Fe1 C1 41.09(7) . . ?
C6 Fe1 C1 107.36(7) . . ?
C9 Fe1 C1 162.39(7) . . ?
 
_diffrn_measured_fraction_theta_max    0.996
_diffrn_reflns_theta_full              27.48
_diffrn_measured_fraction_theta_full   0.996
_refine_diff_density_max    0.314
_refine_diff_density_min   -0.486
_refine_diff_density_rms    0.063
