 
data_s93
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          'C17 H27 Fe N2, I'
_chemical_formula_sum
 'C17 H27 Fe I N2'
_chemical_formula_weight          442.16
 
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'
 'I'  'I'  -0.4742   1.8119
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_symmetry_cell_setting            Orthorhombic
_symmetry_space_group_name_H-M    Pbca
_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+1/2, -y+1/2, -z'
 '-x, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x-1/2, y, -z-1/2'
 '-x-1/2, y-1/2, z'
 'x, -y-1/2, z-1/2'
 
_cell_length_a                    12.1886(2)
_cell_length_b                    9.59230(10)
_cell_length_c                    31.3227(5)
_cell_angle_alpha                 90.00
_cell_angle_beta                  90.00
_cell_angle_gamma                 90.00
_cell_volume                      3662.15(9)
_cell_formula_units_Z             8
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     3848
_cell_measurement_theta_min       2.910
_cell_measurement_theta_max       27.485
 
_exptl_crystal_description        Block
_exptl_crystal_colour             Orange
_exptl_crystal_size_max           0.40
_exptl_crystal_size_mid           0.30
_exptl_crystal_size_min           0.20
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.604
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              1776
_exptl_absorpt_coefficient_mu     2.506
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.4339
_exptl_absorpt_correction_T_max   0.6341
_exptl_absorpt_process_details    'SORTAV (R.H.Blessing, 1995, 1997)'
 
_exptl_special_details
;
 PLEASE NOTE cell_measurement_ fields are not relevant to area detector data,
 the entire data set is used to refine the cell, which is indexed from all
 observed reflections in a 10 degree phi range.
;
_diffrn_ambient_temperature       120(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'Nonius FR591 rotating anode'
_diffrn_radiation_monochromator   graphite
_diffrn_measurement_device_type   'Nonius KappaCCD Area Detector'
_diffrn_measurement_method        'φ and ω scans to fill Ewald Sphere'
_diffrn_detector_area_resol_mean  9.091
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             13599
_diffrn_reflns_av_R_equivalents   0.0417
_diffrn_reflns_av_sigmaI/netI     0.0315
_diffrn_reflns_limit_h_min        -14
_diffrn_reflns_limit_h_max        13
_diffrn_reflns_limit_k_min        -11
_diffrn_reflns_limit_k_max        11
_diffrn_reflns_limit_l_min        -37
_diffrn_reflns_limit_l_max        37
_diffrn_reflns_theta_min          3.00
_diffrn_reflns_theta_max          25.03
_reflns_number_total              3191
_reflns_number_gt                 2800
_reflns_threshold_expression      >2σ(I)
 
_computing_data_collection
' DENZO (Otwinowski and Minor, 1997)'
_computing_cell_refinement
' DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)'
_computing_data_reduction
' DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)'
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1997a)'
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997b)'
_computing_molecular_graphics     'PLATON (Spek, 1990)'
_computing_publication_material   ?
 
_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)+(0.0141P)²+4.9120P] 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          3191
_refine_ls_number_parameters      195
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0363
_refine_ls_R_factor_gt            0.0291
_refine_ls_wR_factor_ref          0.0607
_refine_ls_wR_factor_gt           0.0588
_refine_ls_goodness_of_fit_ref    1.147
_refine_ls_restrained_S_all       1.147
_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
I1 I 0.912042(16) 0.63773(2) 0.671340(7) 0.02576(8) Uani 1 1 d . . .
Fe1 Fe 0.92011(3) 0.21641(5) 0.558022(14) 0.01919(12) Uani 1 1 d . . .
N1 N 0.9441(2) 0.1846(3) 0.69834(9) 0.0211(6) Uani 1 1 d . . .
N2 N 1.2185(2) 0.3234(3) 0.63219(9) 0.0305(7) Uani 1 1 d . . .
C15 C 1.1227(3) 0.3585(3) 0.60550(11) 0.0272(8) Uani 1 1 d . . .
H15A H 1.1478 0.4051 0.5790 0.033 Uiso 1 1 calc R . .
H15B H 1.0747 0.4242 0.6211 0.033 Uiso 1 1 calc R . .
C5 C 0.9368(2) 0.0451(3) 0.59604(11) 0.0213(7) Uani 1 1 d . . .
H5 H 0.8802 -0.0166 0.6049 0.026 Uiso 1 1 calc R . .
C8 C 0.8931(3) 0.4081(4) 0.53193(12) 0.0285(8) Uani 1 1 d . . .
H8 H 0.9429 0.4843 0.5319 0.034 Uiso 1 1 calc R . .
C6 C 0.7567(3) 0.2571(4) 0.55172(11) 0.0298(8) Uani 1 1 d . . .
H6 H 0.6989 0.2143 0.5672 0.036 Uiso 1 1 calc R . .
C12 C 0.9344(3) 0.0300(3) 0.70240(12) 0.0325(8) Uani 1 1 d . . .
H12A H 0.9821 -0.0151 0.6813 0.049 Uiso 1 1 calc R . .
H12B H 0.8582 0.0020 0.6974 0.049 Uiso 1 1 calc R . .
H12C H 0.9566 0.0015 0.7312 0.049 Uiso 1 1 calc R . .
C10 C 0.8009(3) 0.2101(4) 0.51252(11) 0.0289(8) Uani 1 1 d . . .
H10 H 0.7780 0.1299 0.4972 0.035 Uiso 1 1 calc R . .
C13 C 0.8710(3) 0.2528(4) 0.73064(11) 0.0289(8) Uani 1 1 d . . .
H13A H 0.7953 0.2212 0.7264 0.043 Uiso 1 1 calc R . .
H13B H 0.8745 0.3543 0.7272 0.043 Uiso 1 1 calc R . .
H13C H 0.8954 0.2277 0.7594 0.043 Uiso 1 1 calc R . .
C16 C 1.3073(3) 0.2687(4) 0.60668(13) 0.0400(10) Uani 1 1 d . . .
H16A H 1.3306 0.3393 0.5860 0.060 Uiso 1 1 calc R . .
H16B H 1.2823 0.1852 0.5915 0.060 Uiso 1 1 calc R . .
H16C H 1.3691 0.2445 0.6253 0.060 Uiso 1 1 calc R . .
C11 C 0.9082(2) 0.2321(3) 0.65423(10) 0.0213(7) Uani 1 1 d . . .
H11A H 0.8295 0.2097 0.6507 0.026 Uiso 1 1 calc R . .
H11B H 0.9157 0.3348 0.6527 0.026 Uiso 1 1 calc R . .
C2 C 1.0586(2) 0.2299(3) 0.59414(10) 0.0200(7) Uani 1 1 d . . .
C14 C 1.0596(2) 0.2294(4) 0.70645(11) 0.0306(8) Uani 1 1 d . . .
H14A H 1.0834 0.1950 0.7344 0.046 Uiso 1 1 calc R . .
H14B H 1.0637 0.3314 0.7060 0.046 Uiso 1 1 calc R . .
H14C H 1.1075 0.1912 0.6842 0.046 Uiso 1 1 calc R . .
C1 C 0.9700(2) 0.1697(3) 0.61775(10) 0.0173(7) Uani 1 1 d . . .
C3 C 1.0770(2) 0.1429(3) 0.55794(11) 0.0233(7) Uani 1 1 d . . .
H3 H 1.1306 0.1583 0.5364 0.028 Uiso 1 1 calc R . .
C4 C 1.0027(2) 0.0300(3) 0.55931(11) 0.0242(7) Uani 1 1 d . . .
H4 H 0.9979 -0.0433 0.5390 0.029 Uiso 1 1 calc R . .
C9 C 0.8852(3) 0.3034(4) 0.50014(11) 0.0294(8) Uani 1 1 d . . .
H9 H 0.9286 0.2970 0.4750 0.035 Uiso 1 1 calc R . .
C17 C 1.2585(3) 0.4436(4) 0.65644(13) 0.0418(10) Uani 1 1 d . . .
H17A H 1.3121 0.4124 0.6777 0.063 Uiso 1 1 calc R . .
H17B H 1.1967 0.4888 0.6709 0.063 Uiso 1 1 calc R . .
H17C H 1.2933 0.5102 0.6369 0.063 Uiso 1 1 calc R . .
C7 C 0.8140(3) 0.3794(3) 0.56378(12) 0.0282(8) Uani 1 1 d . . .
H7 H 0.8015 0.4327 0.5889 0.034 Uiso 1 1 calc R . .
 
 
_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
Fe1 C1 2.018(3) . ?
Fe1 C2 2.036(3) . ?
Fe1 C10 2.036(3) . ?
Fe1 C6 2.039(3) . ?
Fe1 C3 2.039(3) . ?
Fe1 C5 2.039(3) . ?
Fe1 C7 2.037(3) . ?
Fe1 C8 2.039(3) . ?
Fe1 C9 2.041(3) . ?
Fe1 C4 2.052(3) . ?
N1 C12 1.493(4) . ?
N1 C14 1.494(4) . ?
N1 C13 1.499(4) . ?
N1 C11 1.520(4) . ?
N2 C16 1.443(4) . ?
N2 C17 1.465(5) . ?
N2 C15 1.476(4) . ?
C15 C2 1.502(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C5 C4 1.411(4) . ?
C5 C1 1.434(4) . ?
C5 H5 0.9500 . ?
C8 C9 1.417(5) . ?
C8 C7 1.414(5) . ?
C8 H8 0.9500 . ?
C6 C10 1.414(5) . ?
C6 C7 1.416(5) . ?
C6 H6 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C10 C9 1.417(5) . ?
C10 H10 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C11 C1 1.493(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C2 C3 1.426(4) . ?
C2 C1 1.431(4) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C3 C4 1.412(4) . ?
C3 H3 0.9500 . ?
C4 H4 0.9500 . ?
C9 H9 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C7 H7 0.9500 . ?
 
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
C1 Fe1 C2 41.34(12) . . ?
C1 Fe1 C10 149.04(13) . . ?
C2 Fe1 C10 169.21(14) . . ?
C1 Fe1 C6 115.25(13) . . ?
C2 Fe1 C6 148.35(13) . . ?
C10 Fe1 C6 40.62(13) . . ?
C1 Fe1 C3 69.01(12) . . ?
C2 Fe1 C3 40.97(12) . . ?
C10 Fe1 C3 131.17(14) . . ?
C6 Fe1 C3 169.27(14) . . ?
C1 Fe1 C5 41.39(12) . . ?
C2 Fe1 C5 69.17(12) . . ?
C10 Fe1 C5 117.13(13) . . ?
C6 Fe1 C5 107.96(13) . . ?
C3 Fe1 C5 68.19(12) . . ?
C1 Fe1 C7 106.23(13) . . ?
C2 Fe1 C7 115.36(14) . . ?
C10 Fe1 C7 68.38(14) . . ?
C6 Fe1 C7 40.66(13) . . ?
C3 Fe1 C7 149.47(13) . . ?
C5 Fe1 C7 129.05(13) . . ?
C1 Fe1 C8 128.34(14) . . ?
C2 Fe1 C8 107.40(13) . . ?
C10 Fe1 C8 68.34(14) . . ?
C6 Fe1 C8 68.33(13) . . ?
C3 Fe1 C8 117.58(13) . . ?
C5 Fe1 C8 167.61(14) . . ?
C7 Fe1 C8 40.61(13) . . ?
C1 Fe1 C9 167.80(13) . . ?
C2 Fe1 C9 129.82(13) . . ?
C10 Fe1 C9 40.66(13) . . ?
C6 Fe1 C9 68.40(13) . . ?
C3 Fe1 C9 109.64(14) . . ?
C5 Fe1 C9 150.35(14) . . ?
C7 Fe1 C9 68.42(14) . . ?
C8 Fe1 C9 40.66(14) . . ?
C1 Fe1 C4 68.95(12) . . ?
C2 Fe1 C4 68.78(12) . . ?
C10 Fe1 C4 109.75(13) . . ?
C6 Fe1 C4 130.39(14) . . ?
C3 Fe1 C4 40.39(12) . . ?
C5 Fe1 C4 40.34(12) . . ?
C7 Fe1 C4 168.06(13) . . ?
C8 Fe1 C4 150.78(14) . . ?
C9 Fe1 C4 118.43(14) . . ?
C12 N1 C14 110.3(3) . . ?
C12 N1 C13 109.2(3) . . ?
C14 N1 C13 108.7(3) . . ?
C12 N1 C11 110.7(2) . . ?
C14 N1 C11 109.8(2) . . ?
C13 N1 C11 108.1(2) . . ?
C16 N2 C17 108.9(3) . . ?
C16 N2 C15 111.3(3) . . ?
C17 N2 C15 112.1(3) . . ?
N2 C15 C2 111.0(3) . . ?
N2 C15 H15A 109.4 . . ?
C2 C15 H15A 109.4 . . ?
N2 C15 H15B 109.4 . . ?
C2 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
C4 C5 C1 108.2(3) . . ?
C4 C5 Fe1 70.32(18) . . ?
C1 C5 Fe1 68.49(17) . . ?
C4 C5 H5 125.9 . . ?
C1 C5 H5 125.9 . . ?
Fe1 C5 H5 126.8 . . ?
C9 C8 C7 108.1(3) . . ?
C9 C8 Fe1 69.75(19) . . ?
C7 C8 Fe1 69.61(19) . . ?
C9 C8 H8 125.9 . . ?
C7 C8 H8 125.9 . . ?
Fe1 C8 H8 126.3 . . ?
C10 C6 C7 107.9(3) . . ?
C10 C6 Fe1 69.59(18) . . ?
C7 C6 Fe1 69.59(18) . . ?
C10 C6 H6 126.0 . . ?
C7 C6 H6 126.0 . . ?
Fe1 C6 H6 126.4 . . ?
N1 C12 H12A 109.5 . . ?
N1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C6 C10 C9 108.2(3) . . ?
C6 C10 Fe1 69.79(19) . . ?
C9 C10 Fe1 69.85(19) . . ?
C6 C10 H10 125.9 . . ?
C9 C10 H10 125.9 . . ?
Fe1 C10 H10 126.0 . . ?
N1 C13 H13A 109.5 . . ?
N1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
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 . . ?
C1 C11 N1 115.5(2) . . ?
C1 C11 H11A 108.4 . . ?
N1 C11 H11A 108.4 . . ?
C1 C11 H11B 108.4 . . ?
N1 C11 H11B 108.4 . . ?
H11A C11 H11B 107.5 . . ?
C3 C2 C1 107.1(3) . . ?
C3 C2 C15 126.0(3) . . ?
C1 C2 C15 127.0(3) . . ?
C3 C2 Fe1 69.60(17) . . ?
C1 C2 Fe1 68.63(17) . . ?
C15 C2 Fe1 127.9(2) . . ?
N1 C14 H14A 109.5 . . ?
N1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C2 C1 C5 107.7(3) . . ?
C2 C1 C11 127.9(3) . . ?
C5 C1 C11 123.7(3) . . ?
C2 C1 Fe1 70.04(18) . . ?
C5 C1 Fe1 70.13(18) . . ?
C11 C1 Fe1 117.9(2) . . ?
C4 C3 C2 108.9(3) . . ?
C4 C3 Fe1 70.33(17) . . ?
C2 C3 Fe1 69.43(17) . . ?
C4 C3 H3 125.5 . . ?
C2 C3 H3 125.5 . . ?
Fe1 C3 H3 126.3 . . ?
C5 C4 C3 108.1(3) . . ?
C5 C4 Fe1 69.34(17) . . ?
C3 C4 Fe1 69.28(17) . . ?
C5 C4 H4 125.9 . . ?
C3 C4 H4 125.9 . . ?
Fe1 C4 H4 127.0 . . ?
C10 C9 C8 107.7(3) . . ?
C10 C9 Fe1 69.49(19) . . ?
C8 C9 Fe1 69.6(2) . . ?
C10 C9 H9 126.1 . . ?
C8 C9 H9 126.1 . . ?
Fe1 C9 H9 126.4 . . ?
N2 C17 H17A 109.5 . . ?
N2 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N2 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C6 C7 C8 108.0(3) . . ?
C6 C7 Fe1 69.75(18) . . ?
C8 C7 Fe1 69.78(18) . . ?
C6 C7 H7 126.0 . . ?
C8 C7 H7 126.0 . . ?
Fe1 C7 H7 126.1 . . ?
 
_diffrn_measured_fraction_theta_max    0.985
_diffrn_reflns_theta_full              25.03
_diffrn_measured_fraction_theta_full   0.985
_refine_diff_density_max    0.607
_refine_diff_density_min   -0.420
_refine_diff_density_rms    0.080
