 
data_007c-17053 
  
_audit_creation_method            'SHELXL-2014/7' 
_shelx_SHELXL_version_number      '2014/7' 
_chemical_name_systematic         ? 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          'C24 H38 Fe2 O10' 
_chemical_formula_sum 
 'C24 H38 Fe2 O10' 
_chemical_formula_weight          598.24 
  
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' 
 'O'  'O'   0.0106   0.0060 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
  
_space_group_crystal_system       triclinic 
_space_group_IT_number            2 
_space_group_name_H-M_alt         'P -1' 
_space_group_name_Hall            '-P 1' 
  
_shelx_space_group_comment 
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
; 
  
loop_ 
 _space_group_symop_operation_xyz 
 'x, y, z' 
 '-x, -y, -z' 
  
_cell_length_a                    8.3679(2) 
_cell_length_b                    9.3117(4) 
_cell_length_c                    10.5715(4) 
_cell_angle_alpha                 68.047(4) 
_cell_angle_beta                  81.979(3) 
_cell_angle_gamma                 65.376(3) 
_cell_volume                      694.39(5) 
_cell_formula_units_Z             1 
_cell_measurement_temperature     93(2) 
_cell_measurement_reflns_used     10862 
_cell_measurement_theta_min       3.3460 
_cell_measurement_theta_max       27.4600 
  
_exptl_crystal_description        Block 
_exptl_crystal_colour             Red
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_method     ? 
_exptl_crystal_density_diffrn     1.431 
_exptl_crystal_F_000              314 
_exptl_transmission_factor_min    ? 
_exptl_transmission_factor_max    ? 
_exptl_crystal_size_max           0.200 
_exptl_crystal_size_mid           0.200 
_exptl_crystal_size_min           0.200 
_exptl_absorpt_coefficient_mu     1.095 
_shelx_estimated_absorpt_T_min    0.811 
_shelx_estimated_absorpt_T_max    0.811 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.91116 
_exptl_absorpt_correction_T_max   1.00000 
_exptl_absorpt_process_details     
; 
CrysAlisPro 1.171.39.28e (Rigaku Oxford Diffraction, 2015) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
; 
_exptl_absorpt_special_details    ? 
_diffrn_ambient_temperature       93(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_source                    'microfocus rotating anode' 
_diffrn_measurement_device_type   'Dectris Pilatus 3R' 
_diffrn_measurement_method        ω 
_diffrn_detector_area_resol_mean  5.8 
_diffrn_reflns_number             16738 
_diffrn_reflns_av_unetI/netI      0.0176 
_diffrn_reflns_av_R_equivalents   0.0241 
_diffrn_reflns_limit_h_min        -10 
_diffrn_reflns_limit_h_max        10 
_diffrn_reflns_limit_k_min        -12 
_diffrn_reflns_limit_k_max        12 
_diffrn_reflns_limit_l_min        -13 
_diffrn_reflns_limit_l_max        13 
_diffrn_reflns_theta_min          2.883 
_diffrn_reflns_theta_max          27.473 
_diffrn_reflns_theta_full         25.242 
_diffrn_measured_fraction_theta_max   0.999 
_diffrn_measured_fraction_theta_full  0.998 
_diffrn_reflns_Laue_measured_fraction_max    0.999 
_diffrn_reflns_Laue_measured_fraction_full   0.998 
_diffrn_reflns_point_group_measured_fraction_max   0.999 
_diffrn_reflns_point_group_measured_fraction_full  0.998 
_reflns_number_total              3186 
_reflns_number_gt                 3012 
_reflns_threshold_expression      'I > 2σ(I)' 
_reflns_Friedel_coverage          0.000 
_reflns_Friedel_fraction_max      . 
_reflns_Friedel_fraction_full     . 
  
_reflns_special_details 
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
; 
  
_computing_data_collection        'CrysAlisPro 1.171.39.28e (Rigaku OD, 2015)' 
_computing_cell_refinement        'CrysAlisPro 1.171.39.28e (Rigaku OD, 2015)' 
_computing_data_reduction         'CrysAlisPro 1.171.39.28e (Rigaku OD, 2015)' 
_computing_structure_solution     'SHELXT-2014/5 (Sheldrick, 2014)' 
_computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' 
_computing_molecular_graphics 
; 
Dolomanov, O.V.; Bourhis, L.J.; Gildea, R.J.; Howard, J.A.K.; Puschmann, H., 
OLEX2: A complete structure solution, refinement and analysis program 
(2009). J. Appl. Cryst., 42, 339-341. 
; 
_computing_publication_material   'CIFTAB-2014/2 (Sheldrick, 2014)' 
_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 > 2sigma(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. 

The hydrogen atoms were first found in the difference map, then generated 
geometrically and refined as riding atoms with C-H distances = 0.95 - 0.99 
angstroms and Uiso(H) = 1.2 times Ueq(C) for CH and CH2 groups and Uiso(H) 
= 1.5 times Ueq(C) for CH3 groups.
; 
_refine_ls_structure_factor_coef  Fsqd 
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc 
_refine_ls_weighting_details 
'w=1/[σ²(Fo²)+(0.0268P)²+0.3764P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      SHELXT 
_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          3186 
_refine_ls_number_parameters      168 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0244 
_refine_ls_R_factor_gt            0.0229 
_refine_ls_wR_factor_ref          0.0623 
_refine_ls_wR_factor_gt           0.0618 
_refine_ls_goodness_of_fit_ref    1.105 
_refine_ls_restrained_S_all       1.105 
_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_site_symmetry_order 
 _atom_site_calc_flag 
 _atom_site_refinement_flags_posn 
 _atom_site_refinement_flags_adp 
 _atom_site_refinement_flags_occupancy 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
Fe1 Fe 0.53185(2) 0.59035(2) 0.84656(2) 0.01200(7) Uani 1 1 d . . . . . 
O11 O 0.27816(12) 0.68599(12) 0.78512(10) 0.0168(2) Uani 1 1 d . . . . . 
O21 O 0.52589(13) 0.82300(12) 0.74557(10) 0.0190(2) Uani 1 1 d . . . . . 
C11 C -0.01234(19) 0.8678(2) 0.70373(16) 0.0240(3) Uani 1 1 d . . . . . 
H11A H -0.0176 0.8016 0.6521 0.036 Uiso 1 1 calc R U . . . 
H11B H -0.0793 0.9879 0.6545 0.036 Uiso 1 1 calc R U . . . 
H11C H -0.0629 0.8338 0.7938 0.036 Uiso 1 1 calc R U . . . 
C21 C 0.17691(18) 0.83693(18) 0.72027(13) 0.0167(3) Uani 1 1 d . . . . . 
C31 C 0.2301(2) 0.97198(18) 0.66600(15) 0.0224(3) Uani 1 1 d . . . . . 
H31 H 0.1457 1.0793 0.6152 0.027 Uiso 1 1 calc R U . . . 
C41 C 0.3988(2) 0.95929(18) 0.68168(14) 0.0185(3) Uani 1 1 d . . . . . 
C51 C 0.4402(2) 1.11434(19) 0.62257(16) 0.0276(3) Uani 1 1 d . . . . . 
H51A H 0.4489 1.1507 0.6962 0.041 Uiso 1 1 calc R U . . . 
H51B H 0.3465 1.2050 0.5581 0.041 Uiso 1 1 calc R U . . . 
H51C H 0.5522 1.0880 0.5750 0.041 Uiso 1 1 calc R U . . . 
O12 O 0.59460(12) 0.51164(13) 0.68664(10) 0.0167(2) Uani 1 1 d . . . . . 
O22 O 0.79189(12) 0.51602(13) 0.87393(10) 0.0167(2) Uani 1 1 d . . . . . 
C12 C 0.74544(19) 0.40143(19) 0.51530(15) 0.0208(3) Uani 1 1 d . . . . . 
H12A H 0.7162 0.3023 0.5457 0.031 Uiso 1 1 calc R U . . . 
H12B H 0.8622 0.3746 0.4748 0.031 Uiso 1 1 calc R U . . . 
H12C H 0.6580 0.4951 0.4471 0.031 Uiso 1 1 calc R U . . . 
C22 C 0.74519(18) 0.45132(16) 0.63573(13) 0.0140(2) Uani 1 1 d . . . . . 
C32 C 0.90360(18) 0.42463(18) 0.68666(14) 0.0182(3) Uani 1 1 d . . . . . 
H32 H 1.0071 0.3867 0.6375 0.022 Uiso 1 1 calc R U . . . 
C42 C 0.92054(17) 0.45018(16) 0.80642(14) 0.0142(3) Uani 1 1 d . . . . . 
C52 C 1.10137(18) 0.39277(19) 0.86183(15) 0.0193(3) Uani 1 1 d . . . . . 
H52A H 1.1353 0.4890 0.8332 0.029 Uiso 1 1 calc R U . . . 
H52B H 1.1855 0.3062 0.8268 0.029 Uiso 1 1 calc R U . . . 
H52C H 1.1013 0.3456 0.9617 0.029 Uiso 1 1 calc R U . . . 
O13 O 0.52125(12) 0.37557(11) 0.97488(9) 0.01358(19) Uani 1 1 d . . . . . 
C13 C 0.53949(18) 0.23347(17) 0.94378(14) 0.0172(3) Uani 1 1 d . . . . . 
H13A H 0.4955 0.2721 0.8496 0.021 Uiso 1 1 calc R U . . . 
H13B H 0.4668 0.1770 1.0066 0.021 Uiso 1 1 calc R U . . . 
C23 C 0.7290(2) 0.10807(18) 0.95638(16) 0.0247(3) Uani 1 1 d . . . . . 
H23A H 0.8011 0.1632 0.8935 0.037 Uiso 1 1 calc R U . . . 
H23B H 0.7364 0.0127 0.9336 0.037 Uiso 1 1 calc R U . . . 
H23C H 0.7720 0.0672 1.0501 0.037 Uiso 1 1 calc R U . . . 
  
  
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds 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 O13 1.9834(9) . ? 
Fe1 O13 1.9893(9) 2_667 ? 
Fe1 O12 2.0072(9) . ? 
Fe1 O21 2.0078(10) . ? 
Fe1 O22 2.0171(9) . ? 
Fe1 O11 2.0244(9) . ? 
O11 C21 1.2699(17) . ? 
O21 C41 1.2778(17) . ? 
C11 C21 1.5106(19) . ? 
C11 H11A 0.9800 . ? 
C11 H11B 0.9800 . ? 
C11 H11C 0.9800 . ? 
C21 C31 1.402(2) . ? 
C31 C41 1.395(2) . ? 
C31 H31 0.9500 . ? 
C41 C51 1.5092(19) . ? 
C51 H51A 0.9800 . ? 
C51 H51B 0.9800 . ? 
C51 H51C 0.9800 . ? 
O12 C22 1.2806(16) . ? 
O22 C42 1.2676(16) . ? 
C12 C22 1.5090(18) . ? 
C12 H12A 0.9800 . ? 
C12 H12B 0.9800 . ? 
C12 H12C 0.9800 . ? 
C22 C32 1.3905(19) . ? 
C32 C42 1.4081(19) . ? 
C32 H32 0.9500 . ? 
C42 C52 1.5026(18) . ? 
C52 H52A 0.9800 . ? 
C52 H52B 0.9800 . ? 
C52 H52C 0.9800 . ? 
O13 C13 1.4231(16) . ? 
O13 Fe1 1.9894(9) 2_667 ? 
C13 C23 1.515(2) . ? 
C13 H13A 0.9900 . ? 
C13 H13B 0.9900 . ? 
C23 H23A 0.9800 . ? 
C23 H23B 0.9800 . ? 
C23 H23C 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 
O13 Fe1 O13 75.83(4) . 2_667 ? 
O13 Fe1 O12 93.92(4) . . ? 
O13 Fe1 O12 169.53(4) 2_667 . ? 
O13 Fe1 O21 169.42(4) . . ? 
O13 Fe1 O21 93.71(4) 2_667 . ? 
O12 Fe1 O21 96.59(4) . . ? 
O13 Fe1 O22 95.21(4) . . ? 
O13 Fe1 O22 91.76(4) 2_667 . ? 
O12 Fe1 O22 87.01(4) . . ? 
O21 Fe1 O22 86.51(4) . . ? 
O13 Fe1 O11 92.77(4) . . ? 
O13 Fe1 O11 95.89(4) 2_667 . ? 
O12 Fe1 O11 86.59(4) . . ? 
O21 Fe1 O11 86.71(4) . . ? 
O22 Fe1 O11 170.09(4) . . ? 
C21 O11 Fe1 129.88(9) . . ? 
C41 O21 Fe1 129.92(9) . . ? 
C21 C11 H11A 109.5 . . ? 
C21 C11 H11B 109.5 . . ? 
H11A C11 H11B 109.5 . . ? 
C21 C11 H11C 109.5 . . ? 
H11A C11 H11C 109.5 . . ? 
H11B C11 H11C 109.5 . . ? 
O11 C21 C31 124.26(13) . . ? 
O11 C21 C11 116.07(13) . . ? 
C31 C21 C11 119.67(13) . . ? 
C41 C31 C21 124.34(13) . . ? 
C41 C31 H31 117.8 . . ? 
C21 C31 H31 117.8 . . ? 
O21 C41 C31 124.67(13) . . ? 
O21 C41 C51 115.42(13) . . ? 
C31 C41 C51 119.91(13) . . ? 
C41 C51 H51A 109.5 . . ? 
C41 C51 H51B 109.5 . . ? 
H51A C51 H51B 109.5 . . ? 
C41 C51 H51C 109.5 . . ? 
H51A C51 H51C 109.5 . . ? 
H51B C51 H51C 109.5 . . ? 
C22 O12 Fe1 129.68(9) . . ? 
C42 O22 Fe1 129.87(9) . . ? 
C22 C12 H12A 109.5 . . ? 
C22 C12 H12B 109.5 . . ? 
H12A C12 H12B 109.5 . . ? 
C22 C12 H12C 109.5 . . ? 
H12A C12 H12C 109.5 . . ? 
H12B C12 H12C 109.5 . . ? 
O12 C22 C32 124.61(12) . . ? 
O12 C22 C12 115.81(12) . . ? 
C32 C22 C12 119.54(12) . . ? 
C22 C32 C42 124.26(12) . . ? 
C22 C32 H32 117.9 . . ? 
C42 C32 H32 117.9 . . ? 
O22 C42 C32 124.23(12) . . ? 
O22 C42 C52 116.77(12) . . ? 
C32 C42 C52 118.98(12) . . ? 
C42 C52 H52A 109.5 . . ? 
C42 C52 H52B 109.5 . . ? 
H52A C52 H52B 109.5 . . ? 
C42 C52 H52C 109.5 . . ? 
H52A C52 H52C 109.5 . . ? 
H52B C52 H52C 109.5 . . ? 
C13 O13 Fe1 127.45(8) . . ? 
C13 O13 Fe1 128.32(8) . 2_667 ? 
Fe1 O13 Fe1 104.17(4) . 2_667 ? 
O13 C13 C23 111.85(11) . . ? 
O13 C13 H13A 109.2 . . ? 
C23 C13 H13A 109.2 . . ? 
O13 C13 H13B 109.2 . . ? 
C23 C13 H13B 109.2 . . ? 
H13A C13 H13B 107.9 . . ? 
C13 C23 H23A 109.5 . . ? 
C13 C23 H23B 109.5 . . ? 
H23A C23 H23B 109.5 . . ? 
C13 C23 H23C 109.5 . . ? 
H23A C23 H23C 109.5 . . ? 
H23B C23 H23C 109.5 . . ? 
  
loop_ 
 _geom_torsion_atom_site_label_1 
 _geom_torsion_atom_site_label_2 
 _geom_torsion_atom_site_label_3 
 _geom_torsion_atom_site_label_4 
 _geom_torsion 
 _geom_torsion_site_symmetry_1 
 _geom_torsion_site_symmetry_2 
 _geom_torsion_site_symmetry_3 
 _geom_torsion_site_symmetry_4 
 _geom_torsion_publ_flag 
Fe1 O11 C21 C31 5.8(2) . . . . ? 
Fe1 O11 C21 C11 -173.69(9) . . . . ? 
O11 C21 C31 C41 -3.1(2) . . . . ? 
C11 C21 C31 C41 176.42(13) . . . . ? 
Fe1 O21 C41 C31 -1.9(2) . . . . ? 
Fe1 O21 C41 C51 177.24(9) . . . . ? 
C21 C31 C41 O21 1.0(2) . . . . ? 
C21 C31 C41 C51 -178.06(14) . . . . ? 
Fe1 O12 C22 C32 1.3(2) . . . . ? 
Fe1 O12 C22 C12 178.98(9) . . . . ? 
O12 C22 C32 C42 4.3(2) . . . . ? 
C12 C22 C32 C42 -173.24(13) . . . . ? 
Fe1 O22 C42 C32 4.4(2) . . . . ? 
Fe1 O22 C42 C52 -174.01(9) . . . . ? 
C22 C32 C42 O22 -7.3(2) . . . . ? 
C22 C32 C42 C52 171.07(13) . . . . ? 
Fe1 O13 C13 C23 90.61(13) . . . . ? 
Fe1 O13 C13 C23 -92.64(13) 2_667 . . . ? 
  
_refine_diff_density_max    0.352 
_refine_diff_density_min   -0.376 
_refine_diff_density_rms    0.052 
  
  
  
