 
data_s92
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C26 H17 Br Fe'
_chemical_formula_weight          465.16
 
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'
 'Fe'  'Fe'   0.3463   0.8444
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Br'  'Br'  -0.2901   2.4595
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_symmetry_cell_setting            Monoclinic
_symmetry_space_group_name_H-M    P2(1)/c
_symmetry_space_group_name_hall   '-P 2ybc'
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x, -y-1/2, z-1/2'
 
_cell_length_a                    10.2730(3)
_cell_length_b                    16.4508(5)
_cell_length_c                    11.1879(4)
_cell_angle_alpha                 90.00
_cell_angle_beta                  96.538(2)
_cell_angle_gamma                 90.00
_cell_volume                      1878.45(10)
_cell_formula_units_Z             4
_cell_measurement_temperature     150(2)
_cell_measurement_reflns_used     9444
_cell_measurement_theta_min       2.91
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        plate
_exptl_crystal_colour             'dark red'
_exptl_crystal_size_max           0.30
_exptl_crystal_size_mid           0.10
_exptl_crystal_size_min           0.05
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.645
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              936
_exptl_absorpt_coefficient_mu     2.939
_exptl_absorpt_correction_type    Empirical
_exptl_absorpt_correction_T_min   0.4726
_exptl_absorpt_correction_T_max   0.8670
_exptl_absorpt_process_details    'SORTAV (R.H. Blessing, 1995, 1997)'
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       150(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a


_diffrn_radiation_source          'Enraf Nonius FR591 rotating anode'
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Enraf Nonius KappaCCD area detector'
_diffrn_measurement_method        'ω and φ scans to fill Ewald sphere'
_diffrn_detector_area_resol_mean  '9.091 pixels/mm'
_diffrn_standards_number          'n/a'
_diffrn_standards_interval_count  'n/a'
_diffrn_standards_interval_time   'n/a'
_diffrn_standards_decay_%         'n/a'
_diffrn_reflns_number             13165
_diffrn_reflns_av_R_equivalents   0.0660
_diffrn_reflns_av_sigmaI/netI     0.0539
_diffrn_reflns_limit_h_min        -12
_diffrn_reflns_limit_h_max        11
_diffrn_reflns_limit_k_min        -19
_diffrn_reflns_limit_k_max        19
_diffrn_reflns_limit_l_min        -12
_diffrn_reflns_limit_l_max        13
_diffrn_reflns_theta_min          3.08
_diffrn_reflns_theta_max          25.03
_reflns_number_total              3299
_reflns_number_gt                 2580
_reflns_threshold_expression      >2σ(I)
 
_computing_data_collection        
;
'DENZO (Otwinowski and Minor, 1997) & COLLECT (Hooft, 1998) '
;
_computing_cell_refinement        'DENZO and COLLECT'
_computing_data_reduction         'DENZO and COLLECT'
_computing_structure_solution     'SHELXS-97 (Sheldrick, 2008)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 2008)' 
_computing_molecular_graphics     Ortep
_computing_publication_material   SHELXL-97
 
_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)+(0.0717P)²+3.5742P] 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      SHELXL
_refine_ls_extinction_coef        0.0029(8)
_refine_ls_extinction_expression
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_number_reflns          3299
_refine_ls_number_parameters      254
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0690
_refine_ls_R_factor_gt            0.0524
_refine_ls_wR_factor_ref          0.1499
_refine_ls_wR_factor_gt           0.1405
_refine_ls_goodness_of_fit_ref    1.069
_refine_ls_restrained_S_all       1.069
_refine_ls_shift/su_max           0.000
_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 1.4661(6) -0.3927(3) 0.5165(6) 0.0490(15) Uani 1 1 d . . .
H1 H 1.5166 -0.4234 0.5771 0.059 Uiso 1 1 calc R . .
C2 C 1.3704(6) -0.3355(3) 0.5362(6) 0.0480(14) Uani 1 1 d . . .
H2 H 1.3451 -0.3200 0.6120 0.058 Uiso 1 1 calc R . .
C3 C 1.3175(5) -0.3046(3) 0.4211(6) 0.0432(13) Uani 1 1 d . . .
H3 H 1.2498 -0.2652 0.4070 0.052 Uiso 1 1 calc R . .
C4 C 1.3826(5) -0.3424(3) 0.3330(5) 0.0444(13) Uani 1 1 d . . .
H4 H 1.3670 -0.3328 0.2489 0.053 Uiso 1 1 calc R . .
C5 C 1.4757(6) -0.3974(3) 0.3902(6) 0.0510(15) Uani 1 1 d . . .
H5 H 1.5336 -0.4311 0.3519 0.061 Uiso 1 1 calc R . .
C6 C 1.5948(5) -0.1937(3) 0.3565(5) 0.0380(12) Uani 1 1 d . . .
H6 H 1.5733 -0.1821 0.2734 0.046 Uiso 1 1 calc R . .
C7 C 1.6920(5) -0.2488(3) 0.4052(5) 0.0399(12) Uani 1 1 d . . .
H7 H 1.7468 -0.2807 0.3608 0.048 Uiso 1 1 calc R . .
C8 C 1.6937(5) -0.2480(3) 0.5312(5) 0.0402(13) Uani 1 1 d . . .
H8 H 1.7506 -0.2792 0.5861 0.048 Uiso 1 1 calc R . .
C9 C 1.5974(5) -0.1933(3) 0.5631(5) 0.0355(11) Uani 1 1 d . . .
H9 H 1.5780 -0.1818 0.6423 0.043 Uiso 1 1 calc R . .
C10 C 1.5338(5) -0.1582(3) 0.4533(4) 0.0322(11) Uani 1 1 d . . .
C11 C 1.4296(5) -0.1014(3) 0.4446(5) 0.0359(12) Uani 1 1 d . . .
C12 C 1.3410(5) -0.0540(3) 0.4377(5) 0.0344(11) Uani 1 1 d . . .
C13 C 1.2387(5) 0.0047(3) 0.4316(4) 0.0294(10) Uani 1 1 d . . .
C14 C 1.1949(5) 0.0354(3) 0.5367(4) 0.0316(11) Uani 1 1 d . . .
C15 C 1.2498(6) 0.0077(3) 0.6527(5) 0.0386(12) Uani 1 1 d . . .
H15 H 1.3178 -0.0317 0.6583 0.046 Uiso 1 1 calc R . .
C16 C 1.2077(6) 0.0361(4) 0.7540(5) 0.0452(14) Uani 1 1 d . . .
H16 H 1.2458 0.0169 0.8301 0.054 Uiso 1 1 calc R . .
C17 C 1.1061(6) 0.0949(4) 0.7472(5) 0.0455(14) Uani 1 1 d . . .
H17 H 1.0755 0.1141 0.8190 0.055 Uiso 1 1 calc R . .
C18 C 1.0523(5) 0.1240(3) 0.6396(5) 0.0430(13) Uani 1 1 d . . .
H18 H 0.9855 0.1641 0.6371 0.052 Uiso 1 1 calc R . .
C19 C 1.0943(5) 0.0956(3) 0.5304(4) 0.0302(11) Uani 1 1 d . . .
C20 C 1.0426(5) 0.1233(3) 0.4155(5) 0.0323(11) Uani 1 1 d . . .
C21 C 1.0824(5) 0.0923(3) 0.3093(4) 0.0314(11) Uani 1 1 d . . .
C22 C 1.0271(6) 0.1175(3) 0.1923(5) 0.0412(13) Uani 1 1 d . . .
H22 H 0.9612 0.1583 0.1843 0.049 Uiso 1 1 calc R . .
C23 C 1.0679(6) 0.0838(4) 0.0928(5) 0.0507(15) Uani 1 1 d . . .
H23 H 1.0292 0.1011 0.0159 0.061 Uiso 1 1 calc R . .
C24 C 1.1658(6) 0.0241(4) 0.1000(5) 0.0503(15) Uani 1 1 d . . .
H24 H 1.1933 0.0016 0.0289 0.060 Uiso 1 1 calc R . .
C25 C 1.2211(5) -0.0013(3) 0.2103(5) 0.0387(12) Uani 1 1 d . . .
H25 H 1.2873 -0.0418 0.2154 0.046 Uiso 1 1 calc R . .
C26 C 1.1817(5) 0.0318(3) 0.3172(4) 0.0308(11) Uani 1 1 d . . .
Fe1 Fe 1.51258(7) -0.28173(4) 0.45199(7) 0.0320(2) Uani 1 1 d . . .
Br1 Br 0.91504(6) 0.20889(3) 0.40516(6) 0.0480(2) 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 C2 1.396(8) . ?
C1 C5 1.430(9) . ?
C1 Fe1 2.039(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.434(9) . ?
C2 Fe1 2.029(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.398(8) . ?
C3 Fe1 2.030(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.415(8) . ?
C4 Fe1 2.036(5) . ?
C4 H4 0.9500 . ?
C5 Fe1 2.045(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.411(7) . ?
C6 C10 1.435(8) . ?
C6 Fe1 2.039(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.407(9) . ?
C7 Fe1 2.046(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.412(8) . ?
C8 Fe1 2.044(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.444(7) . ?
C9 Fe1 2.042(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.416(7) . ?
C10 Fe1 2.043(5) . ?
C11 C12 1.195(7) . ?
C12 C13 1.422(7) . ?
C13 C14 1.401(7) . ?
C13 C26 1.418(7) . ?
C14 C19 1.427(7) . ?
C14 C15 1.429(7) . ?
C15 C16 1.343(8) . ?
C15 H15 0.9500 . ?
C16 C17 1.418(9) . ?
C16 H16 0.9500 . ?
C17 C18 1.354(8) . ?
C17 H17 0.9500 . ?
C18 C19 1.420(8) . ?
C18 H18 0.9500 . ?
C19 C20 1.410(7) . ?
C20 C21 1.396(7) . ?
C20 Br1 1.918(5) . ?
C21 C26 1.421(7) . ?
C21 C22 1.428(7) . ?
C22 C23 1.351(9) . ?
C22 H22 0.9500 . ?
C23 C24 1.402(9) . ?
C23 H23 0.9500 . ?
C24 C25 1.364(8) . ?
C24 H24 0.9500 . ?
C25 C26 1.414(7) . ?
C25 H25 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
C2 C1 C5 108.8(5) . . ?
C2 C1 Fe1 69.5(3) . . ?
C5 C1 Fe1 69.7(3) . . ?
C2 C1 H1 125.6 . . ?
C5 C1 H1 125.6 . . ?
Fe1 C1 H1 126.7 . . ?
C1 C2 C3 107.4(6) . . ?
C1 C2 Fe1 70.3(3) . . ?
C3 C2 Fe1 69.3(3) . . ?
C1 C2 H2 126.3 . . ?
C3 C2 H2 126.3 . . ?
Fe1 C2 H2 125.6 . . ?
C4 C3 C2 108.2(5) . . ?
C4 C3 Fe1 70.1(3) . . ?
C2 C3 Fe1 69.3(3) . . ?
C4 C3 H3 125.9 . . ?
C2 C3 H3 125.9 . . ?
Fe1 C3 H3 126.3 . . ?
C3 C4 C5 108.6(5) . . ?
C3 C4 Fe1 69.6(3) . . ?
C5 C4 Fe1 70.1(3) . . ?
C3 C4 H4 125.7 . . ?
C5 C4 H4 125.7 . . ?
Fe1 C4 H4 126.2 . . ?
C4 C5 C1 107.1(5) . . ?
C4 C5 Fe1 69.4(3) . . ?
C1 C5 Fe1 69.3(3) . . ?
C4 C5 H5 126.5 . . ?
C1 C5 H5 126.5 . . ?
Fe1 C5 H5 126.4 . . ?
C7 C6 C10 108.7(5) . . ?
C7 C6 Fe1 70.1(3) . . ?
C10 C6 Fe1 69.6(3) . . ?
C7 C6 H6 125.7 . . ?
C10 C6 H6 125.7 . . ?
Fe1 C6 H6 126.3 . . ?
C8 C7 C6 107.9(5) . . ?
C8 C7 Fe1 69.8(3) . . ?
C6 C7 Fe1 69.5(3) . . ?
C8 C7 H7 126.0 . . ?
C6 C7 H7 126.0 . . ?
Fe1 C7 H7 126.2 . . ?
C7 C8 C9 109.3(5) . . ?
C7 C8 Fe1 69.9(3) . . ?
C9 C8 Fe1 69.7(3) . . ?
C7 C8 H8 125.4 . . ?
C9 C8 H8 125.4 . . ?
Fe1 C8 H8 126.6 . . ?
C8 C9 C10 107.5(5) . . ?
C8 C9 Fe1 69.9(3) . . ?
C10 C9 Fe1 69.3(3) . . ?
C8 C9 H9 126.2 . . ?
C10 C9 H9 126.2 . . ?
Fe1 C9 H9 126.2 . . ?
C11 C10 C6 127.5(5) . . ?
C11 C10 C9 126.0(5) . . ?
C6 C10 C9 106.6(4) . . ?
C11 C10 Fe1 125.2(3) . . ?
C6 C10 Fe1 69.3(3) . . ?
C9 C10 Fe1 69.3(3) . . ?
C12 C11 C10 179.4(6) . . ?
C11 C12 C13 177.9(5) . . ?
C14 C13 C26 120.3(4) . . ?
C14 C13 C12 120.7(4) . . ?
C26 C13 C12 118.9(4) . . ?
C13 C14 C19 120.6(4) . . ?
C13 C14 C15 121.1(5) . . ?
C19 C14 C15 118.3(5) . . ?
C16 C15 C14 121.6(5) . . ?
C16 C15 H15 119.2 . . ?
C14 C15 H15 119.2 . . ?
C15 C16 C17 119.9(5) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
C18 C17 C16 120.8(5) . . ?
C18 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C17 C18 C19 121.0(5) . . ?
C17 C18 H18 119.5 . . ?
C19 C18 H18 119.5 . . ?
C20 C19 C18 124.0(5) . . ?
C20 C19 C14 117.7(4) . . ?
C18 C19 C14 118.3(4) . . ?
C21 C20 C19 122.8(4) . . ?
C21 C20 Br1 118.8(4) . . ?
C19 C20 Br1 118.4(4) . . ?
C20 C21 C26 118.8(4) . . ?
C20 C21 C22 123.3(5) . . ?
C26 C21 C22 117.9(5) . . ?
C23 C22 C21 120.5(5) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C22 C23 C24 121.9(5) . . ?
C22 C23 H23 119.1 . . ?
C24 C23 H23 119.1 . . ?
C25 C24 C23 119.3(6) . . ?
C25 C24 H24 120.4 . . ?
C23 C24 H24 120.4 . . ?
C24 C25 C26 121.1(5) . . ?
C24 C25 H25 119.4 . . ?
C26 C25 H25 119.4 . . ?
C25 C26 C13 120.9(5) . . ?
C25 C26 C21 119.3(4) . . ?
C13 C26 C21 119.7(5) . . ?
C2 Fe1 C3 41.4(2) . . ?
C2 Fe1 C4 68.7(2) . . ?
C3 Fe1 C4 40.2(2) . . ?
C2 Fe1 C6 156.4(2) . . ?
C3 Fe1 C6 120.2(2) . . ?
C4 Fe1 C6 106.6(2) . . ?
C2 Fe1 C1 40.1(2) . . ?
C3 Fe1 C1 68.2(2) . . ?
C4 Fe1 C1 68.3(2) . . ?
C6 Fe1 C1 161.6(2) . . ?
C2 Fe1 C9 107.9(2) . . ?
C3 Fe1 C9 125.5(2) . . ?
C4 Fe1 C9 161.7(2) . . ?
C6 Fe1 C9 68.9(2) . . ?
C1 Fe1 C9 121.5(2) . . ?
C2 Fe1 C10 120.8(2) . . ?
C3 Fe1 C10 106.7(2) . . ?
C4 Fe1 C10 123.6(2) . . ?
C6 Fe1 C10 41.2(2) . . ?
C1 Fe1 C10 156.4(2) . . ?
C9 Fe1 C10 41.41(19) . . ?
C2 Fe1 C8 125.8(2) . . ?
C3 Fe1 C8 163.0(2) . . ?
C4 Fe1 C8 155.9(2) . . ?
C6 Fe1 C8 67.9(2) . . ?
C1 Fe1 C8 109.1(2) . . ?
C9 Fe1 C8 40.4(2) . . ?
C10 Fe1 C8 68.63(19) . . ?
C2 Fe1 C5 68.6(3) . . ?
C3 Fe1 C5 68.2(2) . . ?
C4 Fe1 C5 40.6(2) . . ?
C6 Fe1 C5 123.8(2) . . ?
C1 Fe1 C5 41.0(3) . . ?
C9 Fe1 C5 156.6(2) . . ?
C10 Fe1 C5 160.6(2) . . ?
C8 Fe1 C5 121.6(2) . . ?
C2 Fe1 C7 162.1(2) . . ?
C3 Fe1 C7 155.0(2) . . ?
C4 Fe1 C7 120.4(2) . . ?
C6 Fe1 C7 40.4(2) . . ?
C1 Fe1 C7 125.6(2) . . ?
C9 Fe1 C7 68.4(2) . . ?
C10 Fe1 C7 68.9(2) . . ?
C8 Fe1 C7 40.2(2) . . ?
C5 Fe1 C7 107.3(2) . . ?
 
_diffrn_measured_fraction_theta_max    0.996
_diffrn_reflns_theta_full              25.03
_diffrn_measured_fraction_theta_full   0.996
_refine_diff_density_max    0.851
_refine_diff_density_min   -0.667
_refine_diff_density_rms    0.107
