# Electronic Supplementary Material (ESI) for Dalton Transactions
# This journal is © The Royal Society of Chemistry 2012
data_global
_journal_name_full 'Dalton Trans.'
_journal_coden_cambridge 0222
_journal_year ?
_journal_volume ?
_journal_page_first ?
_publ_contact_author_email cust_gaoshang@yahoo.cn
_publ_contact_author_name 'Gao, Shang'
loop_
_publ_author_name
'Gao, Shang'
'Fan, Jiangli'
'Sun, Shiguo'
'Song, Fengling'
'Peng, Xiaojun'
'Duan, Qian'
'Jiang, Dayong'
'Liang, Qingcheng'
data_I
_database_code_depnum_ccdc_archive 'CCDC 858169'
_chemical_name_systematic
;
Pentacarbonyl-1\k^2^C,2\k^3^C-(\m-pyrazine-2,3-dithiolato-
1:2\k^4^S,S':S,S')(trimethylphosphane-
1\kP)diiron(I)(Fe---Fe)
;
_chemical_name_common ?
_chemical_formula_moiety 'C12 H11 Fe2 N2 O5 P S2'
_chemical_formula_sum 'C12 H11 Fe2 N2 O5 P S2'
_chemical_formula_structural ?
_chemical_formula_analytical ?
_chemical_formula_iupac '[Fe2 (C4 H2 N2 S2) (C3 H9 P) (C O)5]'
_chemical_formula_weight 470.02
_chemical_melting_point ?
_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 14.8307(2)
_cell_length_b 12.1463(2)
_cell_length_c 19.8806(3)
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_volume 3581.25(9)
_cell_formula_units_Z 8
_cell_measurement_reflns_used 2383
_cell_measurement_theta_min 2.40
_cell_measurement_theta_max 21.50
_cell_measurement_temperature 273(2)
_exptl_crystal_description block
_exptl_crystal_colour red
_exptl_crystal_size_max 0.10
_exptl_crystal_size_mid 0.10
_exptl_crystal_size_min 0.10
_exptl_crystal_size_rad ?
_exptl_crystal_density_diffrn 1.743
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1888
_exptl_absorpt_coefficient_mu 1.966
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)'
_exptl_absorpt_correction_T_min 0.8277
_exptl_absorpt_correction_T_max 0.8277
_exptl_special_details ?
_diffrn_ambient_temperature 273(2)
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker APEX CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number 19251
_diffrn_reflns_av_R_equivalents 0.0637
_diffrn_reflns_av_sigmaI/netI 0.0445
_diffrn_reflns_theta_min 2.05
_diffrn_reflns_theta_max 25.50
_diffrn_reflns_theta_full 25.50
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_limit_h_min -17
_diffrn_reflns_limit_h_max 17
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_l_min -24
_diffrn_reflns_limit_l_max 23
_diffrn_reflns_reduction_process ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_reflns_number_total 3327
_reflns_number_gt 2445
_reflns_threshold_expression I>2\s(I)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_R_factor_all 0.0570
_refine_ls_R_factor_gt 0.0336
_refine_ls_wR_factor_gt 0.0640
_refine_ls_wR_factor_ref 0.0702
_refine_ls_goodness_of_fit_all ?
_refine_ls_goodness_of_fit_ref 1.014
_refine_ls_restrained_S_all 1.014
_refine_ls_restrained_S_obs ?
_refine_ls_number_reflns 3327
_refine_ls_number_parameters 217
_refine_ls_number_restraints 0
_refine_ls_number_constraints ?
_refine_ls_hydrogen_treatment constr
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0259P)^2^+0.3172P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_diff_density_max 0.265
_refine_diff_density_min -0.319
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack ?
_refine_ls_abs_structure_Rogers ?
_refine_special_details
;
;
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'
_computing_data_collection 'SMART (Bruker, 2007)'
_computing_cell_refinement 'SAINT (Bruker, 2007)'
_computing_data_reduction 'SAINT (Bruker, 2007)'
_computing_structure_solution 'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)'
_computing_publication_material 'SHELXTL (Sheldrick, 2008)'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe Fe2 0.03732(3) 0.27229(3) 0.07013(2) 0.03067(13) Uani d . 1 1 . .
Fe Fe1 0.01883(3) 0.18401(4) 0.18272(2) 0.03633(14) Uani d . 1 1 . .
S S2 0.01055(5) 0.37018(7) 0.16583(4) 0.0357(2) Uani d . 1 1 . .
S S1 -0.09264(5) 0.18655(6) 0.10298(4) 0.0365(2) Uani d . 1 1 . .
P P1 0.17667(5) 0.34273(7) 0.06048(4) 0.0347(2) Uani d . 1 1 . .
C C11 0.1950(2) 0.4175(3) -0.01705(17) 0.0489(9) Uani d . 1 1 . .
H H11A 0.2555 0.4453 -0.0180 0.073 Uiso calc R 1 1 . .
H H11B 0.1532 0.4778 -0.0197 0.073 Uiso calc R 1 1 . .
H H11C 0.1858 0.3690 -0.0546 0.073 Uiso calc R 1 1 . .
C C6 -0.10919(19) 0.3860(3) 0.16280(15) 0.0343(7) Uani d . 1 1 . .
N N2 -0.14764(17) 0.4745(2) 0.18771(14) 0.0444(7) Uani d . 1 1 . .
C C5 -0.0049(2) 0.3498(3) 0.00154(18) 0.0383(8) Uani d . 1 1 . .
N N1 -0.24488(17) 0.3034(2) 0.12409(14) 0.0457(7) Uani d . 1 1 . .
C C10 0.2693(2) 0.2451(3) 0.05956(19) 0.0543(10) Uani d . 1 1 . .
H H10A 0.3253 0.2841 0.0553 0.081 Uiso calc R 1 1 . .
H H10B 0.2623 0.1958 0.0222 0.081 Uiso calc R 1 1 . .
H H10C 0.2693 0.2038 0.1007 0.081 Uiso calc R 1 1 . .
C C7 -0.1565(2) 0.3014(3) 0.13199(15) 0.0353(8) Uani d . 1 1 . .
C C1 -0.0420(2) 0.1752(3) 0.2611(2) 0.0528(10) Uani d . 1 1 . .
C C3 0.1313(2) 0.1954(3) 0.21316(18) 0.0466(9) Uani d . 1 1 . .
C C4 0.0725(2) 0.1547(3) 0.02547(18) 0.0447(9) Uani d . 1 1 . .
C C9 -0.2385(2) 0.4767(3) 0.18021(18) 0.0507(10) Uani d . 1 1 . .
H H9A -0.2703 0.5367 0.1970 0.061 Uiso calc R 1 1 . .
C C12 0.2126(2) 0.4416(3) 0.12345(18) 0.0530(10) Uani d . 1 1 . .
H H12A 0.2729 0.4654 0.1137 0.080 Uiso calc R 1 1 . .
H H12B 0.2111 0.4078 0.1671 0.080 Uiso calc R 1 1 . .
H H12C 0.1728 0.5039 0.1229 0.080 Uiso calc R 1 1 . .
C C2 0.0344(2) 0.0406(3) 0.16750(17) 0.0478(9) Uani d . 1 1 . .
C C8 -0.2849(2) 0.3953(3) 0.14932(19) 0.0522(10) Uani d . 1 1 . .
H H8A -0.3471 0.4025 0.1451 0.063 Uiso calc R 1 1 . .
O O5 -0.03314(16) 0.3954(2) -0.04409(13) 0.0617(7) Uani d . 1 1 . .
O O3 0.20369(17) 0.2019(2) 0.23081(15) 0.0719(9) Uani d . 1 1 . .
O O4 0.09513(17) 0.0780(2) -0.00373(15) 0.0741(9) Uani d . 1 1 . .
O O2 0.04365(18) -0.0509(2) 0.15663(15) 0.0756(9) Uani d . 1 1 . .
O O1 -0.0802(2) 0.1710(3) 0.31047(16) 0.0905(10) Uani d . 1 1 . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Fe2 0.0309(2) 0.0308(3) 0.0303(3) -0.0002(2) 0.00212(19) -0.0006(2)
Fe1 0.0361(3) 0.0381(3) 0.0348(3) 0.0003(2) 0.0004(2) 0.0057(2)
S2 0.0333(4) 0.0371(5) 0.0366(5) -0.0017(4) 0.0008(3) -0.0055(4)
S1 0.0319(4) 0.0358(5) 0.0419(5) -0.0025(4) 0.0002(4) -0.0044(4)
P1 0.0294(4) 0.0340(5) 0.0406(5) 0.0023(4) 0.0032(4) 0.0025(4)
C11 0.042(2) 0.048(2) 0.057(3) -0.0001(17) 0.0125(17) 0.0151(18)
C6 0.0349(17) 0.0404(19) 0.0275(18) 0.0021(16) 0.0011(14) 0.0025(15)
N2 0.0447(17) 0.0452(18) 0.0433(18) 0.0106(14) -0.0005(13) -0.0074(14)
C5 0.0347(18) 0.040(2) 0.040(2) -0.0022(15) -0.0006(16) -0.0049(16)
N1 0.0300(15) 0.059(2) 0.0480(19) 0.0030(14) -0.0002(13) -0.0056(15)
C10 0.0390(19) 0.054(2) 0.070(3) 0.0136(17) 0.0019(18) 0.0046(19)
C7 0.0343(18) 0.041(2) 0.0307(19) 0.0045(15) 0.0025(14) 0.0020(15)
C1 0.051(2) 0.057(2) 0.050(3) 0.0033(19) 0.0052(19) 0.0126(19)
C3 0.051(2) 0.042(2) 0.046(2) 0.0031(18) -0.0053(18) 0.0098(17)
C4 0.042(2) 0.044(2) 0.048(2) -0.0032(17) 0.0117(17) -0.0020(18)
C9 0.049(2) 0.059(3) 0.044(2) 0.0245(19) -0.0006(17) -0.0078(19)
C12 0.043(2) 0.055(2) 0.061(3) -0.0124(18) 0.0046(18) -0.0097(19)
C2 0.042(2) 0.053(3) 0.048(2) -0.0001(18) -0.0039(17) 0.0102(18)
C8 0.0300(18) 0.072(3) 0.054(2) 0.0123(19) 0.0010(17) -0.004(2)
O5 0.0699(18) 0.0627(18) 0.0526(18) 0.0014(14) -0.0212(14) 0.0120(14)
O3 0.0500(16) 0.082(2) 0.084(2) -0.0072(14) -0.0265(15) 0.0217(16)
O4 0.0776(19) 0.0547(18) 0.090(2) 0.0011(15) 0.0267(16) -0.0290(16)
O2 0.083(2) 0.0428(18) 0.101(2) 0.0090(15) -0.0070(17) -0.0054(16)
O1 0.101(2) 0.107(3) 0.063(2) 0.011(2) 0.0383(18) 0.0209(18)
_geom_special_details
;
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Fe1 C1 . 1.803(4) y
Fe1 C2 . 1.784(4) y
Fe1 C3 . 1.780(4) y
Fe1 S1 . 2.2906(9) y
Fe1 S2 . 2.2893(9) y
Fe2 C4 . 1.761(4) y
Fe2 C5 . 1.771(4) y
Fe2 S1 . 2.2859(9) y
Fe2 S2 . 2.2783(9) y
Fe2 P1 . 2.2450(9) y
Fe2 Fe1 . 2.4970(6) y
S2 C6 . 1.787(3) ?
S1 C7 . 1.782(3) ?
P1 C11 . 1.809(3) ?
P1 C10 . 1.815(3) ?
P1 C12 . 1.815(3) ?
C11 H11A . 0.9600 ?
C11 H11B . 0.9600 ?
C11 H11C . 0.9600 ?
C6 N2 . 1.314(4) ?
C6 C7 . 1.387(4) ?
N2 C9 . 1.356(4) ?
C5 O5 . 1.143(4) ?
N1 C7 . 1.320(4) ?
N1 C8 . 1.360(4) ?
C10 H10A . 0.9600 ?
C10 H10B . 0.9600 ?
C10 H10C . 0.9600 ?
C1 O1 . 1.135(4) ?
C3 O3 . 1.132(4) ?
C4 O4 . 1.148(4) ?
C9 C8 . 1.352(5) ?
C9 H9A . 0.9300 ?
C12 H12A . 0.9600 ?
C12 H12B . 0.9600 ?
C12 H12C . 0.9600 ?
C2 O2 . 1.139(4) ?
C8 H8A . 0.9300 ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C4 Fe2 C5 . . 98.48(16) ?
C4 Fe2 P1 . . 89.61(11) ?
C5 Fe2 P1 . . 93.26(10) ?
C4 Fe2 S2 . . 153.63(12) ?
C5 Fe2 S2 . . 107.71(11) ?
P1 Fe2 S2 . . 91.89(3) ?
C4 Fe2 S1 . . 91.40(11) ?
C5 Fe2 S1 . . 99.45(10) ?
P1 Fe2 S1 . . 166.96(4) ?
S2 Fe2 S1 . . 81.51(3) ?
C4 Fe2 Fe1 . . 97.83(11) ?
C5 Fe2 Fe1 . . 151.59(10) ?
P1 Fe2 Fe1 . . 109.96(3) ?
S2 Fe2 Fe1 . . 57.07(3) ?
S1 Fe2 Fe1 . . 57.02(3) ?
C3 Fe1 C2 . . 90.68(15) ?
C3 Fe1 C1 . . 100.37(16) ?
C2 Fe1 C1 . . 98.81(16) ?
C3 Fe1 S2 . . 91.35(11) ?
C2 Fe1 S2 . . 161.26(11) ?
C1 Fe1 S2 . . 99.14(12) ?
C3 Fe1 S1 . . 155.60(12) ?
C2 Fe1 S1 . . 89.39(11) ?
C1 Fe1 S1 . . 103.74(12) ?
S2 Fe1 S1 . . 81.17(3) ?
C3 Fe1 Fe2 . . 99.71(11) ?
C2 Fe1 Fe2 . . 104.66(11) ?
C1 Fe1 Fe2 . . 148.74(11) ?
S2 Fe1 Fe2 . . 56.65(2) ?
S1 Fe1 Fe2 . . 56.84(2) ?
C6 S2 Fe2 . . 101.60(11) ?
C6 S2 Fe1 . . 99.45(11) ?
Fe2 S2 Fe1 . . 66.28(3) ?
C7 S1 Fe2 . . 100.61(10) ?
C7 S1 Fe1 . . 99.80(11) ?
Fe2 S1 Fe1 . . 66.13(3) ?
C11 P1 C10 . . 101.87(16) ?
C11 P1 C12 . . 102.21(17) ?
C10 P1 C12 . . 102.53(16) ?
C11 P1 Fe2 . . 113.71(11) ?
C10 P1 Fe2 . . 116.66(12) ?
C12 P1 Fe2 . . 117.62(11) ?
P1 C11 H11A . . 109.5 ?
P1 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
P1 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
N2 C6 C7 . . 123.6(3) ?
N2 C6 S2 . . 120.4(2) ?
C7 C6 S2 . . 116.0(2) ?
C6 N2 C9 . . 113.9(3) ?
O5 C5 Fe2 . . 176.9(3) ?
C7 N1 C8 . . 113.9(3) ?
P1 C10 H10A . . 109.5 ?
P1 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
P1 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
N1 C7 C6 . . 122.7(3) ?
N1 C7 S1 . . 120.3(2) ?
C6 C7 S1 . . 117.0(2) ?
O1 C1 Fe1 . . 179.1(4) ?
O3 C3 Fe1 . . 178.1(4) ?
O4 C4 Fe2 . . 179.7(4) ?
C8 C9 N2 . . 122.8(3) ?
C8 C9 H9A . . 118.6 ?
N2 C9 H9A . . 118.6 ?
P1 C12 H12A . . 109.5 ?
P1 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
P1 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
O2 C2 Fe1 . . 178.7(3) ?
C9 C8 N1 . . 123.1(3) ?
C9 C8 H8A . . 118.5 ?
N1 C8 H8A . . 118.5 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C4 Fe2 Fe1 C3 . . . . 86.09(15) ?
C5 Fe2 Fe1 C3 . . . . -149.4(2) ?
P1 Fe2 Fe1 C3 . . . . -6.35(12) ?
S2 Fe2 Fe1 C3 . . . . -85.19(12) ?
S1 Fe2 Fe1 C3 . . . . 172.66(12) ?
C4 Fe2 Fe1 C2 . . . . -7.18(15) ?
C5 Fe2 Fe1 C2 . . . . 117.4(2) ?
P1 Fe2 Fe1 C2 . . . . -99.62(11) ?
S2 Fe2 Fe1 C2 . . . . -178.46(11) ?
S1 Fe2 Fe1 C2 . . . . 79.39(11) ?
C4 Fe2 Fe1 C1 . . . . -144.6(3) ?
C5 Fe2 Fe1 C1 . . . . -20.0(3) ?
P1 Fe2 Fe1 C1 . . . . 123.0(2) ?
S2 Fe2 Fe1 C1 . . . . 44.1(2) ?
S1 Fe2 Fe1 C1 . . . . -58.0(2) ?
C4 Fe2 Fe1 S2 . . . . 171.28(11) ?
C5 Fe2 Fe1 S2 . . . . -64.2(2) ?
P1 Fe2 Fe1 S2 . . . . 78.84(4) ?
S1 Fe2 Fe1 S2 . . . . -102.15(3) ?
C4 Fe2 Fe1 S1 . . . . -86.57(11) ?
C5 Fe2 Fe1 S1 . . . . 38.0(2) ?
P1 Fe2 Fe1 S1 . . . . -179.01(4) ?
S2 Fe2 Fe1 S1 . . . . 102.15(3) ?
C4 Fe2 S2 C6 . . . . -115.1(3) ?
C5 Fe2 S2 C6 . . . . 57.96(15) ?
P1 Fe2 S2 C6 . . . . 151.99(11) ?
S1 Fe2 S2 C6 . . . . -39.31(11) ?
Fe1 Fe2 S2 C6 . . . . -95.33(11) ?
C4 Fe2 S2 Fe1 . . . . -19.8(2) ?
C5 Fe2 S2 Fe1 . . . . 153.29(10) ?
P1 Fe2 S2 Fe1 . . . . -112.68(3) ?
S1 Fe2 S2 Fe1 . . . . 56.02(3) ?
C3 Fe1 S2 C6 . . . . -160.66(15) ?
C2 Fe1 S2 C6 . . . . 103.2(4) ?
C1 Fe1 S2 C6 . . . . -59.94(16) ?
S1 Fe1 S2 C6 . . . . 42.68(11) ?
Fe2 Fe1 S2 C6 . . . . 98.60(11) ?
C3 Fe1 S2 Fe2 . . . . 100.74(12) ?
C2 Fe1 S2 Fe2 . . . . 4.6(3) ?
C1 Fe1 S2 Fe2 . . . . -158.53(12) ?
S1 Fe1 S2 Fe2 . . . . -55.92(3) ?
C4 Fe2 S1 C7 . . . . -165.46(16) ?
C5 Fe2 S1 C7 . . . . -66.63(15) ?
P1 Fe2 S1 C7 . . . . 100.24(18) ?
S2 Fe2 S1 C7 . . . . 40.04(11) ?
Fe1 Fe2 S1 C7 . . . . 96.11(11) ?
C4 Fe2 S1 Fe1 . . . . 98.43(12) ?
C5 Fe2 S1 Fe1 . . . . -162.74(11) ?
P1 Fe2 S1 Fe1 . . . . 4.13(16) ?
S2 Fe2 S1 Fe1 . . . . -56.06(3) ?
C3 Fe1 S1 C7 . . . . -115.1(3) ?
C2 Fe1 S1 C7 . . . . 154.63(15) ?
C1 Fe1 S1 C7 . . . . 55.71(16) ?
S2 Fe1 S1 C7 . . . . -41.61(10) ?
Fe2 Fe1 S1 C7 . . . . -97.35(10) ?
C3 Fe1 S1 Fe2 . . . . -17.7(3) ?
C2 Fe1 S1 Fe2 . . . . -108.02(11) ?
C1 Fe1 S1 Fe2 . . . . 153.05(12) ?
S2 Fe1 S1 Fe2 . . . . 55.73(3) ?
C4 Fe2 P1 C11 . . . . 85.98(17) ?
C5 Fe2 P1 C11 . . . . -12.49(17) ?
S2 Fe2 P1 C11 . . . . -120.35(13) ?
S1 Fe2 P1 C11 . . . . -179.51(18) ?
Fe1 Fe2 P1 C11 . . . . -175.83(13) ?
C4 Fe2 P1 C10 . . . . -32.18(19) ?
C5 Fe2 P1 C10 . . . . -130.65(18) ?
S2 Fe2 P1 C10 . . . . 121.49(14) ?
S1 Fe2 P1 C10 . . . . 62.3(2) ?
Fe1 Fe2 P1 C10 . . . . 66.01(15) ?
C4 Fe2 P1 C12 . . . . -154.65(18) ?
C5 Fe2 P1 C12 . . . . 106.88(17) ?
S2 Fe2 P1 C12 . . . . -0.98(14) ?
S1 Fe2 P1 C12 . . . . -60.1(2) ?
Fe1 Fe2 P1 C12 . . . . -56.46(14) ?
Fe2 S2 C6 N2 . . . . -147.9(2) ?
Fe1 S2 C6 N2 . . . . 144.6(2) ?
Fe2 S2 C6 C7 . . . . 30.9(2) ?
Fe1 S2 C6 C7 . . . . -36.6(2) ?
C7 C6 N2 C9 . . . . -0.5(4) ?
S2 C6 N2 C9 . . . . 178.2(2) ?
C8 N1 C7 C6 . . . . -0.5(5) ?
C8 N1 C7 S1 . . . . 179.2(2) ?
N2 C6 C7 N1 . . . . 1.1(5) ?
S2 C6 C7 N1 . . . . -177.7(2) ?
N2 C6 C7 S1 . . . . -178.7(2) ?
S2 C6 C7 S1 . . . . 2.6(3) ?
Fe2 S1 C7 N1 . . . . 145.7(2) ?
Fe1 S1 C7 N1 . . . . -146.9(2) ?
Fe2 S1 C7 C6 . . . . -34.5(2) ?
Fe1 S1 C7 C6 . . . . 32.8(2) ?
C6 N2 C9 C8 . . . . -0.5(5) ?
N2 C9 C8 N1 . . . . 1.1(6) ?
C7 N1 C8 C9 . . . . -0.5(5) ?
data_I
_database_code_depnum_ccdc_archive 'CCDC 858197'
_chemical_name_systematic
;
Dicarbonyl(pyrazine-1,3-dithiolato-
\k^2^S,S')bis(trimethylphosphane-\kP)iron(II)
;
_chemical_name_common ?
_chemical_formula_moiety 'C12 H20 Fe N2 O2 P2 S2'
_chemical_formula_sum 'C12 H20 Fe N2 O2 P2 S2'
_chemical_formula_structural ?
_chemical_formula_analytical ?
_chemical_formula_iupac '[Fe (C4 H2 N2 S2) (C3 H9 P)2 (C O)2]'
_chemical_formula_weight 406.21
_chemical_melting_point ?
_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 12.2078(10)
_cell_length_b 11.9510(10)
_cell_length_c 25.326(2)
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_volume 3694.9(5)
_cell_formula_units_Z 8
_cell_measurement_reflns_used 9947
_cell_measurement_theta_min 2.32
_cell_measurement_theta_max 27.48
_cell_measurement_temperature 273(2)
_exptl_crystal_description block
_exptl_crystal_colour orange
_exptl_crystal_size_max 0.30
_exptl_crystal_size_mid 0.25
_exptl_crystal_size_min 0.20
_exptl_crystal_size_rad ?
_exptl_crystal_density_diffrn 1.460
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1680
_exptl_absorpt_coefficient_mu 1.219
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details '(SADABS; Bruker, 1997)'
_exptl_absorpt_correction_T_min 0.7113
_exptl_absorpt_correction_T_max 0.7926
_exptl_special_details ?
_diffrn_ambient_temperature 273(2)
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker APEXII CCD area-detector'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number 18679
_diffrn_reflns_av_R_equivalents 0.0248
_diffrn_reflns_av_sigmaI/netI 0.0193
_diffrn_reflns_theta_min 2.32
_diffrn_reflns_theta_max 25.98
_diffrn_reflns_theta_full 25.98
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_limit_h_min -15
_diffrn_reflns_limit_h_max 14
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_k_max 8
_diffrn_reflns_limit_l_min -31
_diffrn_reflns_limit_l_max 31
_diffrn_reflns_reduction_process ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_reflns_number_total 3628
_reflns_number_gt 3166
_reflns_threshold_expression I>2sigma(I)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_R_factor_all 0.0348
_refine_ls_R_factor_gt 0.0288
_refine_ls_wR_factor_gt 0.0696
_refine_ls_wR_factor_ref 0.0727
_refine_ls_goodness_of_fit_all ?
_refine_ls_goodness_of_fit_ref 1.094
_refine_ls_restrained_S_all 1.094
_refine_ls_restrained_S_obs ?
_refine_ls_number_reflns 3628
_refine_ls_number_parameters 190
_refine_ls_number_restraints 0
_refine_ls_number_constraints ?
_refine_ls_hydrogen_treatment constr
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0363P)^2^+1.1092P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_diff_density_max 0.298
_refine_diff_density_min -0.560
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack ?
_refine_ls_abs_structure_Rogers ?
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F^2^, conventional
R-factors R are based on F, with F set to zero for
negative F^2^. The threshold expression of F^2^ >
\s(F^2^) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F^2^ are statistically about twice as large
as those based on F, and R- factors based on ALL data will be
even larger.
;
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'
_computing_data_collection 'APEX2 (Bruker, 2005)'
_computing_cell_refinement 'SAINT-Plus (Bruker, 2001)'
_computing_data_reduction 'SAINT-Plus (Bruker, 2001)'
_computing_structure_solution 'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)'
_computing_publication_material 'SHELXTL (Sheldrick, 2008)'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe Fe1 0.374999(19) 0.76447(2) 0.389085(10) 0.03519(9) Uani d . 1 1 . .
S S1 0.38945(4) 0.57419(4) 0.37296(2) 0.04420(13) Uani d . 1 1 . .
P P2 0.39648(4) 0.71975(5) 0.47615(2) 0.04635(14) Uani d . 1 1 . .
S S2 0.56151(4) 0.78108(4) 0.37704(2) 0.05021(14) Uani d . 1 1 . .
P P1 0.35858(4) 0.80265(5) 0.30127(2) 0.04756(14) Uani d . 1 1 . .
O O1 0.13778(12) 0.74340(14) 0.39685(7) 0.0643(4) Uani d . 1 1 . .
C C7 0.23021(16) 0.75098(15) 0.39447(7) 0.0430(4) Uani d . 1 1 . .
C C9 0.60519(15) 0.64370(18) 0.36700(7) 0.0446(4) Uani d . 1 1 . .
O O2 0.38260(15) 1.00089(14) 0.41494(8) 0.0817(5) Uani d . 1 1 . .
C C10 0.53051(15) 0.55283(16) 0.36640(6) 0.0407(4) Uani d . 1 1 . .
N N1 0.56545(15) 0.44788(15) 0.36180(6) 0.0519(4) Uani d . 1 1 . .
C C8 0.37676(16) 0.90822(17) 0.40424(9) 0.0502(5) Uani d . 1 1 . .
C C12 0.74509(18) 0.5207(2) 0.35593(9) 0.0667(7) Uani d . 1 1 . .
H H12A 0.8193 0.5059 0.3516 0.080 Uiso calc R 1 1 . .
C C11 0.6742(2) 0.4338(2) 0.35706(7) 0.0589(6) Uani d . 1 1 . .
H H11A 0.7018 0.3615 0.3545 0.071 Uiso calc R 1 1 . .
C C6 0.52289(18) 0.6505(2) 0.49459(9) 0.0626(6) Uani d . 1 1 . .
H H6A 0.5227 0.6361 0.5319 0.094 Uiso calc R 1 1 . .
H H6B 0.5839 0.6978 0.4859 0.094 Uiso calc R 1 1 . .
H H6C 0.5291 0.5811 0.4757 0.094 Uiso calc R 1 1 . .
N N2 0.71250(14) 0.62810(18) 0.36084(7) 0.0612(5) Uani d . 1 1 . .
C C2 0.2200(2) 0.8015(3) 0.27602(9) 0.0830(9) Uani d . 1 1 . .
H H2B 0.2208 0.8183 0.2390 0.125 Uiso calc R 1 1 . .
H H2C 0.1772 0.8567 0.2943 0.125 Uiso calc R 1 1 . .
H H2D 0.1883 0.7289 0.2814 0.125 Uiso calc R 1 1 . .
C C3 0.4080(3) 0.9401(3) 0.28305(11) 0.0997(11) Uani d . 1 1 . .
H H3A 0.3988 0.9508 0.2457 0.150 Uiso calc R 1 1 . .
H H3B 0.4842 0.9463 0.2919 0.150 Uiso calc R 1 1 . .
H H3C 0.3671 0.9961 0.3018 0.150 Uiso calc R 1 1 . .
C C4 0.29368(19) 0.6241(2) 0.50169(9) 0.0728(7) Uani d . 1 1 . .
H H4A 0.3080 0.6093 0.5383 0.109 Uiso calc R 1 1 . .
H H4B 0.2963 0.5552 0.4822 0.109 Uiso calc R 1 1 . .
H H4C 0.2224 0.6571 0.4981 0.109 Uiso calc R 1 1 . .
C C1 0.4288(2) 0.7111(3) 0.25558(10) 0.0827(8) Uani d . 1 1 . .
H H1B 0.4155 0.7358 0.2201 0.124 Uiso calc R 1 1 . .
H H1C 0.4021 0.6361 0.2598 0.124 Uiso calc R 1 1 . .
H H1D 0.5060 0.7129 0.2626 0.124 Uiso calc R 1 1 . .
C C5 0.3912(3) 0.8351(3) 0.52247(11) 0.0983(11) Uani d . 1 1 . .
H H5A 0.4011 0.8073 0.5577 0.147 Uiso calc R 1 1 . .
H H5B 0.3213 0.8716 0.5199 0.147 Uiso calc R 1 1 . .
H H5C 0.4483 0.8876 0.5144 0.147 Uiso calc R 1 1 . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Fe1 0.03369(15) 0.03112(15) 0.04075(16) 0.00071(9) -0.00012(10) 0.00066(10)
S1 0.0391(2) 0.0349(2) 0.0586(3) -0.00252(18) 0.00205(19) -0.0062(2)
P2 0.0529(3) 0.0452(3) 0.0409(3) 0.0026(2) -0.0055(2) -0.0013(2)
S2 0.0355(2) 0.0422(3) 0.0729(3) -0.0058(2) 0.0009(2) 0.0035(2)
P1 0.0472(3) 0.0532(3) 0.0423(3) -0.0029(2) -0.0002(2) 0.0065(2)
O1 0.0383(8) 0.0691(11) 0.0856(12) 0.0028(7) 0.0084(7) 0.0101(9)
C7 0.0424(11) 0.0387(10) 0.0479(10) 0.0035(8) 0.0032(8) 0.0037(8)
C9 0.0377(9) 0.0518(11) 0.0442(10) 0.0056(8) 0.0000(7) 0.0026(9)
O2 0.0976(14) 0.0380(9) 0.1097(15) 0.0031(8) -0.0022(11) -0.0105(9)
C10 0.0428(10) 0.0435(10) 0.0358(9) 0.0075(8) 0.0015(7) -0.0015(8)
N1 0.0616(11) 0.0483(10) 0.0458(9) 0.0136(8) 0.0018(7) -0.0040(7)
C8 0.0510(11) 0.0384(11) 0.0613(12) 0.0032(8) -0.0005(9) 0.0009(9)
C12 0.0460(12) 0.0879(19) 0.0661(14) 0.0269(13) 0.0043(10) 0.0017(13)
C11 0.0665(14) 0.0675(15) 0.0428(10) 0.0308(13) 0.0019(9) -0.0026(10)
C6 0.0600(13) 0.0693(15) 0.0584(12) 0.0014(11) -0.0192(10) 0.0096(11)
N2 0.0382(9) 0.0730(13) 0.0723(12) 0.0083(9) 0.0024(8) 0.0048(10)
C2 0.0597(14) 0.135(3) 0.0548(13) 0.0022(16) -0.0134(11) 0.0142(15)
C3 0.152(3) 0.081(2) 0.0660(16) -0.043(2) -0.0189(17) 0.0327(15)
C4 0.0638(14) 0.099(2) 0.0552(12) -0.0068(14) 0.0009(11) 0.0253(13)
C1 0.0862(18) 0.112(2) 0.0493(13) 0.0191(17) 0.0164(12) -0.0033(14)
C5 0.160(3) 0.076(2) 0.0591(15) 0.0244(19) -0.0146(17) -0.0217(14)
_geom_special_details
;
All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Fe1 C8 . 1.761(2) y
Fe1 C7 . 1.780(2) y
Fe1 P1 . 2.2793(6) y
Fe1 P2 . 2.2840(6) y
Fe1 S2 . 2.3058(6) y
Fe1 S1 . 2.3170(6) y
S1 C10 . 1.7488(18) ?
P2 C5 . 1.811(3) ?
P2 C6 . 1.812(2) ?
P2 C4 . 1.817(2) ?
S2 C9 . 1.745(2) ?
P1 C1 . 1.808(2) ?
P1 C2 . 1.809(2) ?
P1 C3 . 1.810(3) ?
O1 C7 . 1.134(2) ?
C9 N2 . 1.332(2) ?
C9 C10 . 1.418(3) ?
O2 C8 . 1.142(3) ?
C10 N1 . 1.330(3) ?
N1 C11 . 1.343(3) ?
C12 N2 . 1.349(3) ?
C12 C11 . 1.352(4) ?
C12 H12A . 0.9300 ?
C11 H11A . 0.9300 ?
C6 H6A . 0.9600 ?
C6 H6B . 0.9600 ?
C6 H6C . 0.9600 ?
C2 H2B . 0.9600 ?
C2 H2C . 0.9600 ?
C2 H2D . 0.9600 ?
C3 H3A . 0.9600 ?
C3 H3B . 0.9600 ?
C3 H3C . 0.9600 ?
C4 H4A . 0.9600 ?
C4 H4B . 0.9600 ?
C4 H4C . 0.9600 ?
C1 H1B . 0.9600 ?
C1 H1C . 0.9600 ?
C1 H1D . 0.9600 ?
C5 H5A . 0.9600 ?
C5 H5B . 0.9600 ?
C5 H5C . 0.9600 ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C8 Fe1 C7 . . 94.81(9) ?
C8 Fe1 P1 . . 91.05(7) ?
C7 Fe1 P1 . . 90.32(6) ?
C8 Fe1 P2 . . 90.95(7) ?
C7 Fe1 P2 . . 91.08(6) ?
P1 Fe1 P2 . . 177.45(2) ?
C8 Fe1 S2 . . 86.14(6) ?
C7 Fe1 S2 . . 176.78(6) ?
P1 Fe1 S2 . . 86.58(2) ?
P2 Fe1 S2 . . 91.98(2) ?
C8 Fe1 S1 . . 174.39(7) ?
C7 Fe1 S1 . . 90.01(6) ?
P1 Fe1 S1 . . 91.79(2) ?
P2 Fe1 S1 . . 86.09(2) ?
S2 Fe1 S1 . . 89.198(19) ?
C10 S1 Fe1 . . 103.59(7) ?
C5 P2 C6 . . 102.18(13) ?
C5 P2 C4 . . 102.93(15) ?
C6 P2 C4 . . 102.08(12) ?
C5 P2 Fe1 . . 116.29(10) ?
C6 P2 Fe1 . . 116.96(8) ?
C4 P2 Fe1 . . 114.31(8) ?
C9 S2 Fe1 . . 103.89(7) ?
C1 P1 C2 . . 102.28(13) ?
C1 P1 C3 . . 103.18(15) ?
C2 P1 C3 . . 103.19(14) ?
C1 P1 Fe1 . . 117.49(9) ?
C2 P1 Fe1 . . 115.19(8) ?
C3 P1 Fe1 . . 113.66(9) ?
O1 C7 Fe1 . . 178.51(19) ?
N2 C9 C10 . . 121.58(19) ?
N2 C9 S2 . . 116.69(17) ?
C10 C9 S2 . . 121.72(14) ?
N1 C10 C9 . . 121.13(17) ?
N1 C10 S1 . . 117.51(15) ?
C9 C10 S1 . . 121.35(14) ?
C10 N1 C11 . . 116.28(19) ?
O2 C8 Fe1 . . 176.9(2) ?
N2 C12 C11 . . 122.7(2) ?
N2 C12 H12A . . 118.7 ?
C11 C12 H12A . . 118.7 ?
N1 C11 C12 . . 122.6(2) ?
N1 C11 H11A . . 118.7 ?
C12 C11 H11A . . 118.7 ?
P2 C6 H6A . . 109.5 ?
P2 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
P2 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
C9 N2 C12 . . 115.7(2) ?
P1 C2 H2B . . 109.5 ?
P1 C2 H2C . . 109.5 ?
H2B C2 H2C . . 109.5 ?
P1 C2 H2D . . 109.5 ?
H2B C2 H2D . . 109.5 ?
H2C C2 H2D . . 109.5 ?
P1 C3 H3A . . 109.5 ?
P1 C3 H3B . . 109.5 ?
H3A C3 H3B . . 109.5 ?
P1 C3 H3C . . 109.5 ?
H3A C3 H3C . . 109.5 ?
H3B C3 H3C . . 109.5 ?
P2 C4 H4A . . 109.5 ?
P2 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
P2 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
P1 C1 H1B . . 109.5 ?
P1 C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
P1 C1 H1D . . 109.5 ?
H1B C1 H1D . . 109.5 ?
H1C C1 H1D . . 109.5 ?
P2 C5 H5A . . 109.5 ?
P2 C5 H5B . . 109.5 ?
H5A C5 H5B . . 109.5 ?
P2 C5 H5C . . 109.5 ?
H5A C5 H5C . . 109.5 ?
H5B C5 H5C . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C8 Fe1 S1 C10 . . . . -29.4(8) ?
C7 Fe1 S1 C10 . . . . -178.74(8) ?
P1 Fe1 S1 C10 . . . . 90.93(6) ?
P2 Fe1 S1 C10 . . . . -87.66(6) ?
S2 Fe1 S1 C10 . . . . 4.37(6) ?
C8 Fe1 P2 C5 . . . . 6.40(15) ?
C7 Fe1 P2 C5 . . . . -88.43(14) ?
P1 Fe1 P2 C5 . . . . 148.2(5) ?
S2 Fe1 P2 C5 . . . . 92.57(13) ?
S1 Fe1 P2 C5 . . . . -178.37(13) ?
C8 Fe1 P2 C6 . . . . -114.62(11) ?
C7 Fe1 P2 C6 . . . . 150.55(11) ?
P1 Fe1 P2 C6 . . . . 27.1(5) ?
S2 Fe1 P2 C6 . . . . -28.45(9) ?
S1 Fe1 P2 C6 . . . . 60.61(9) ?
C8 Fe1 P2 C4 . . . . 126.20(12) ?
C7 Fe1 P2 C4 . . . . 31.37(12) ?
P1 Fe1 P2 C4 . . . . -92.0(5) ?
S2 Fe1 P2 C4 . . . . -147.63(10) ?
S1 Fe1 P2 C4 . . . . -58.57(10) ?
C8 Fe1 S2 C9 . . . . 173.53(10) ?
C7 Fe1 S2 C9 . . . . -79.2(11) ?
P1 Fe1 S2 C9 . . . . -95.18(7) ?
P2 Fe1 S2 C9 . . . . 82.72(7) ?
S1 Fe1 S2 C9 . . . . -3.34(7) ?
C8 Fe1 P1 C1 . . . . 143.77(13) ?
C7 Fe1 P1 C1 . . . . -121.41(13) ?
P2 Fe1 P1 C1 . . . . 2.0(5) ?
S2 Fe1 P1 C1 . . . . 57.70(12) ?
S1 Fe1 P1 C1 . . . . -31.39(12) ?
C8 Fe1 P1 C2 . . . . -95.58(14) ?
C7 Fe1 P1 C2 . . . . -0.76(13) ?
P2 Fe1 P1 C2 . . . . 122.7(5) ?
S2 Fe1 P1 C2 . . . . 178.35(12) ?
S1 Fe1 P1 C2 . . . . 89.26(12) ?
C8 Fe1 P1 C3 . . . . 23.20(15) ?
C7 Fe1 P1 C3 . . . . 118.01(15) ?
P2 Fe1 P1 C3 . . . . -118.6(5) ?
S2 Fe1 P1 C3 . . . . -62.87(13) ?
S1 Fe1 P1 C3 . . . . -151.96(13) ?
C8 Fe1 C7 O1 . . . . 78(8) ?
P1 Fe1 C7 O1 . . . . -13(8) ?
P2 Fe1 C7 O1 . . . . 169(8) ?
S2 Fe1 C7 O1 . . . . -29(9) ?
S1 Fe1 C7 O1 . . . . -105(8) ?
Fe1 S2 C9 N2 . . . . -177.54(14) ?
Fe1 S2 C9 C10 . . . . 1.34(16) ?
N2 C9 C10 N1 . . . . 2.8(3) ?
S2 C9 C10 N1 . . . . -176.04(14) ?
N2 C9 C10 S1 . . . . -178.48(14) ?
S2 C9 C10 S1 . . . . 2.7(2) ?
Fe1 S1 C10 N1 . . . . 173.69(13) ?
Fe1 S1 C10 C9 . . . . -5.10(16) ?
C9 C10 N1 C11 . . . . -0.9(3) ?
S1 C10 N1 C11 . . . . -179.71(13) ?
C7 Fe1 C8 O2 . . . . 153(4) ?
P1 Fe1 C8 O2 . . . . -117(4) ?
P2 Fe1 C8 O2 . . . . 62(4) ?
S2 Fe1 C8 O2 . . . . -30(4) ?
S1 Fe1 C8 O2 . . . . 4(5) ?
C10 N1 C11 C12 . . . . -1.2(3) ?
N2 C12 C11 N1 . . . . 1.8(3) ?
C10 C9 N2 C12 . . . . -2.2(3) ?
S2 C9 N2 C12 . . . . 176.63(16) ?
C11 C12 N2 C9 . . . . 0.1(3) ?
data_(2NH)2
_database_code_depnum_ccdc_archive 'CCDC 879645'
#TrackingRef '- (2NH)2.cif'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C14 H22 F6 Fe N2 O8 P2 S4'
_chemical_formula_sum 'C14 H22 F6 Fe N2 O8 P2 S4'
_chemical_formula_weight 706.41
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'
F F 0.0171 0.0103 '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'
N N 0.0061 0.0033 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_H-M P21/c
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 7.0142(13)
_cell_length_b 18.985(3)
_cell_length_c 21.124(3)
_cell_angle_alpha 90.00
_cell_angle_beta 103.326(10)
_cell_angle_gamma 90.00
_cell_volume 2737.2(8)
_cell_formula_units_Z 4
_cell_measurement_temperature 293(2)
_cell_measurement_reflns_used 1331
_cell_measurement_theta_min 2.25
_cell_measurement_theta_max 23.29
_exptl_crystal_description block
_exptl_crystal_colour red
_exptl_crystal_size_max 0.10
_exptl_crystal_size_mid 0.10
_exptl_crystal_size_min 0.10
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.714
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1432
_exptl_absorpt_coefficient_mu 1.055
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.9018
_exptl_absorpt_correction_T_max 0.9018
_exptl_absorpt_process_details SADABS
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 293(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'CCD area detector'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 15205
_diffrn_reflns_av_R_equivalents 0.1347
_diffrn_reflns_av_sigmaI/netI 0.1618
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_h_max 7
_diffrn_reflns_limit_k_min -21
_diffrn_reflns_limit_k_max 22
_diffrn_reflns_limit_l_min -25
_diffrn_reflns_limit_l_max 25
_diffrn_reflns_theta_min 1.98
_diffrn_reflns_theta_max 25.50
_reflns_number_total 5092
_reflns_number_gt 2818
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'Bruker SMART'
_computing_cell_refinement 'Bruker SMART'
_computing_data_reduction 'Bruker SAINT'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0491P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/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 5092
_refine_ls_number_parameters 356
_refine_ls_number_restraints 55
_refine_ls_R_factor_all 0.1390
_refine_ls_R_factor_gt 0.0695
_refine_ls_wR_factor_ref 0.1500
_refine_ls_wR_factor_gt 0.1330
_refine_ls_goodness_of_fit_ref 0.961
_refine_ls_restrained_S_all 0.956
_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
Fe1 Fe 0.39115(13) 0.29615(5) 0.10858(4) 0.0200(2) Uani 1 1 d . . .
S1 S 0.2519(2) 0.26897(8) 0.19405(7) 0.0228(4) Uani 1 1 d . . .
S2 S 0.6770(2) 0.32564(9) 0.18113(7) 0.0252(4) Uani 1 1 d . . .
P1 P 0.4889(3) 0.17968(9) 0.11010(8) 0.0270(4) Uani 1 1 d . . .
P2 P 0.2867(3) 0.41114(9) 0.11247(8) 0.0236(4) Uani 1 1 d . . .
O1 O 0.0254(8) 0.2605(2) 0.0162(2) 0.0387(13) Uani 1 1 d . . .
O2 O 0.5969(7) 0.3314(2) 0.0069(2) 0.0371(12) Uani 1 1 d . . .
N1 N 0.4246(8) 0.2584(3) 0.3191(2) 0.0259(13) Uani 1 1 d . . .
H1A H 0.3130 0.2430 0.3234 0.053(10) Uiso 1 1 d RU . .
N2 N 0.7719(8) 0.3094(3) 0.3089(2) 0.0275(13) Uani 1 1 d . . .
H2A H 0.8835 0.3266 0.3065 0.055(10) Uiso 1 1 d RU . .
C1 C 0.6327(12) 0.1448(4) 0.1856(3) 0.046(2) Uani 1 1 d . . .
H1B H 0.6635 0.0963 0.1797 0.056(8) Uiso 1 1 d RU . .
H1C H 0.5596 0.1483 0.2186 0.056(8) Uiso 1 1 d RU . .
H1D H 0.7518 0.1714 0.1985 0.056(8) Uiso 1 1 d RU . .
C2 C 0.2883(11) 0.1173(4) 0.0912(3) 0.042(2) Uani 1 1 d . . .
H2B H 0.3395 0.0703 0.0927 0.056(8) Uiso 1 1 d RU . .
H2C H 0.2101 0.1268 0.0484 0.057(8) Uiso 1 1 d RU . .
H2D H 0.2090 0.1219 0.1224 0.057(8) Uiso 1 1 d RU . .
C3 C 0.6329(11) 0.1580(4) 0.0522(3) 0.044(2) Uani 1 1 d . . .
H3B H 0.6675 0.1090 0.0560 0.055(8) Uiso 1 1 d RU . .
H3C H 0.7499 0.1860 0.0609 0.055(8) Uiso 1 1 d RU . .
H3D H 0.5582 0.1675 0.0089 0.056(8) Uiso 1 1 d RU . .
C4 C 0.0293(10) 0.4243(3) 0.0773(3) 0.0369(19) Uani 1 1 d . . .
H4B H -0.0033 0.4730 0.0806 0.022(6) Uiso 1 1 d RU . .
H4C H -0.0460 0.3960 0.1004 0.023(7) Uiso 1 1 d RU . .
H4D H 0.0002 0.4106 0.0324 0.022(7) Uiso 1 1 d RU . .
C5 C 0.3980(11) 0.4727(4) 0.0672(3) 0.0371(19) Uani 1 1 d . . .
H5A H 0.3474 0.5190 0.0712 0.022(6) Uiso 1 1 d RU . .
H5B H 0.3689 0.4592 0.0222 0.023(7) Uiso 1 1 d RU . .
H5C H 0.5373 0.4726 0.0841 0.022(7) Uiso 1 1 d RU . .
C6 C 0.3228(11) 0.4508(3) 0.1929(3) 0.0321(17) Uani 1 1 d . . .
H6A H 0.2746 0.4983 0.1889 0.022(7) Uiso 1 1 d RU . .
H6B H 0.4600 0.4509 0.2134 0.022(7) Uiso 1 1 d RU . .
H6C H 0.2531 0.4240 0.2188 0.021(7) Uiso 1 1 d RU . .
C7 C 0.1694(10) 0.2743(3) 0.0521(3) 0.0239(15) Uani 1 1 d . . .
C8 C 0.5112(10) 0.3176(3) 0.0458(3) 0.0249(16) Uani 1 1 d . . .
C9 C 0.6318(9) 0.3038(3) 0.2540(3) 0.0211(15) Uani 1 1 d . . .
C10 C 0.4417(9) 0.2770(3) 0.2592(3) 0.0190(14) Uani 1 1 d . . .
C11 C 0.5748(11) 0.2627(3) 0.3737(3) 0.0323(18) Uani 1 1 d . . .
H11A H 0.5562 0.2474 0.4137 0.051(11) Uiso 1 1 d RU . .
C12 C 0.7464(11) 0.2890(4) 0.3688(3) 0.0332(17) Uani 1 1 d . . .
H12B H 0.8484 0.2936 0.4055 0.055(11) Uiso 1 1 d RU . .
S3 S 0.2281(3) 0.39946(10) 0.37786(8) 0.0341(5) Uani 1 1 d . . .
F1 F 0.1674(9) 0.4922(2) 0.4627(2) 0.0720(16) Uani 1 1 d . . .
F2 F 0.0608(8) 0.5230(2) 0.3633(2) 0.0709(15) Uani 1 1 d . . .
F3 F -0.0932(8) 0.4441(2) 0.4049(2) 0.0726(15) Uani 1 1 d . . .
O3 O 0.4092(8) 0.4331(3) 0.3766(2) 0.0601(17) Uani 1 1 d . . .
O4 O 0.1108(7) 0.3793(2) 0.31418(19) 0.0370(12) Uani 1 1 d . . .
O5 O 0.2360(8) 0.3457(2) 0.4268(2) 0.0490(15) Uani 1 1 d . . .
C13 C 0.0828(13) 0.4678(4) 0.4033(4) 0.046(2) Uani 1 1 d . . .
S4 S 0.0725(3) 0.13240(9) 0.36498(8) 0.0294(4) Uani 1 1 d . . .
F4 F 0.3632(7) 0.0950(2) 0.3155(2) 0.0673(15) Uani 1 1 d . . .
F5 F 0.0892(9) 0.0948(3) 0.2482(2) 0.100(2) Uani 1 1 d . . .
F6 F 0.1661(7) 0.0116(2) 0.3179(2) 0.0601(13) Uani 1 1 d . . .
O6 O 0.1906(10) 0.1136(3) 0.4266(2) 0.083(2) Uani 1 1 d . . .
O7 O 0.0943(8) 0.2028(2) 0.3438(3) 0.0590(16) Uani 1 1 d . . .
O8 O -0.1255(8) 0.1116(3) 0.3525(3) 0.0662(18) Uani 1 1 d . . .
C14 C 0.1756(12) 0.0808(4) 0.3089(3) 0.0399(19) Uani 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Fe1 0.0247(5) 0.0236(5) 0.0119(4) 0.0002(4) 0.0048(4) -0.0022(4)
S1 0.0262(10) 0.0277(10) 0.0154(8) 0.0008(7) 0.0068(7) -0.0039(7)
S2 0.0270(10) 0.0341(10) 0.0152(8) -0.0001(7) 0.0061(7) -0.0062(7)
P1 0.0394(11) 0.0231(10) 0.0184(9) 0.0007(8) 0.0064(8) 0.0030(8)
P2 0.0333(11) 0.0218(10) 0.0165(9) 0.0020(7) 0.0073(8) -0.0012(8)
O1 0.046(3) 0.038(3) 0.027(3) -0.007(2) -0.001(3) -0.007(2)
O2 0.053(3) 0.042(3) 0.020(2) 0.000(2) 0.015(2) -0.008(2)
N1 0.036(4) 0.025(3) 0.018(3) 0.002(2) 0.011(3) 0.000(2)
N2 0.035(4) 0.033(4) 0.015(3) 0.003(2) 0.005(3) 0.002(3)
C1 0.071(6) 0.039(5) 0.019(4) 0.001(3) -0.008(4) 0.020(4)
C2 0.063(6) 0.023(4) 0.044(5) -0.006(3) 0.017(4) -0.011(4)
C3 0.054(6) 0.045(5) 0.036(4) -0.003(4) 0.016(4) 0.006(4)
C4 0.041(5) 0.027(4) 0.041(4) -0.006(3) 0.006(4) 0.002(3)
C5 0.058(5) 0.032(5) 0.025(4) -0.003(3) 0.016(4) -0.008(4)
C6 0.051(5) 0.020(4) 0.027(4) 0.004(3) 0.012(4) 0.006(3)
C7 0.032(4) 0.024(4) 0.018(3) 0.003(3) 0.011(3) 0.004(3)
C8 0.030(4) 0.024(4) 0.019(4) -0.004(3) 0.002(3) -0.008(3)
C9 0.029(4) 0.020(4) 0.013(3) -0.003(3) 0.003(3) -0.002(3)
C10 0.025(4) 0.017(4) 0.015(3) -0.001(3) 0.006(3) -0.001(3)
C11 0.048(5) 0.033(4) 0.013(3) 0.012(3) 0.002(4) -0.003(3)
C12 0.043(5) 0.042(5) 0.014(3) -0.001(3) 0.006(3) 0.005(4)
S3 0.0414(12) 0.0348(11) 0.0257(10) -0.0061(8) 0.0073(9) -0.0036(8)
F1 0.150(5) 0.031(3) 0.039(3) -0.016(2) 0.031(3) -0.009(3)
F2 0.121(5) 0.037(3) 0.057(3) 0.015(2) 0.026(3) 0.015(3)
F3 0.079(4) 0.049(3) 0.104(4) -0.017(3) 0.049(3) -0.002(3)
O3 0.054(4) 0.072(4) 0.055(4) -0.014(3) 0.014(3) -0.026(3)
O4 0.042(3) 0.050(3) 0.019(2) -0.011(2) 0.008(2) -0.013(2)
O5 0.086(5) 0.034(3) 0.025(3) 0.004(2) 0.009(3) 0.009(3)
C13 0.072(7) 0.022(5) 0.045(5) 0.003(4) 0.016(5) -0.008(4)
S4 0.0377(12) 0.0257(10) 0.0255(9) -0.0011(8) 0.0086(8) -0.0034(8)
F4 0.066(4) 0.040(3) 0.112(4) 0.004(3) 0.054(3) 0.008(2)
F5 0.157(6) 0.115(5) 0.024(3) -0.006(3) 0.014(3) 0.073(4)
F6 0.083(4) 0.022(3) 0.082(3) -0.009(2) 0.032(3) 0.001(2)
O6 0.129(6) 0.089(5) 0.020(3) 0.001(3) -0.004(3) 0.044(4)
O7 0.071(4) 0.021(3) 0.101(4) 0.011(3) 0.052(4) 0.003(3)
O8 0.050(4) 0.046(4) 0.115(5) -0.027(3) 0.044(4) -0.021(3)
C14 0.059(6) 0.029(5) 0.032(4) 0.011(3) 0.011(4) 0.008(4)
_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 C8 1.774(7) . ?
Fe1 C7 1.777(7) . ?
Fe1 S2 2.2950(18) . ?
Fe1 S1 2.3007(18) . ?
Fe1 P2 2.3102(19) . ?
Fe1 P1 2.313(2) . ?
S1 C10 1.686(6) . ?
S2 C9 1.693(6) . ?
P1 C1 1.804(6) . ?
P1 C3 1.805(7) . ?
P1 C2 1.811(7) . ?
P2 C5 1.797(7) . ?
P2 C4 1.804(7) . ?
P2 C6 1.822(6) . ?
O1 C7 1.146(7) . ?
O2 C8 1.155(7) . ?
N1 C10 1.346(7) . ?
N1 C11 1.374(7) . ?
N1 H1A 0.8600 . ?
N2 C9 1.341(7) . ?
N2 C12 1.373(8) . ?
N2 H2A 0.8600 . ?
C1 H1B 0.9601 . ?
C1 H1C 0.9599 . ?
C1 H1D 0.9599 . ?
C2 H2B 0.9599 . ?
C2 H2C 0.9600 . ?
C2 H2D 0.9599 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9599 . ?
C3 H3D 0.9600 . ?
C4 H4B 0.9599 . ?
C4 H4C 0.9601 . ?
C4 H4D 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9599 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9599 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C9 C10 1.455(8) . ?
C11 C12 1.330(9) . ?
C11 H11A 0.9300 . ?
C12 H12B 0.9300 . ?
S3 O3 1.427(5) . ?
S3 O5 1.445(5) . ?
S3 O4 1.457(4) . ?
S3 C13 1.807(8) . ?
F1 C13 1.340(8) . ?
F2 C13 1.334(8) . ?
F3 C13 1.321(9) . ?
S4 O8 1.409(6) . ?
S4 O6 1.419(5) . ?
S4 O7 1.428(5) . ?
S4 C14 1.812(8) . ?
F4 C14 1.319(9) . ?
F5 C14 1.313(8) . ?
F6 C14 1.330(8) . ?
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
C8 Fe1 C7 92.6(3) . . ?
C8 Fe1 S2 87.2(2) . . ?
C7 Fe1 S2 179.4(2) . . ?
C8 Fe1 S1 176.8(2) . . ?
C7 Fe1 S1 90.6(2) . . ?
S2 Fe1 S1 89.68(6) . . ?
C8 Fe1 P2 91.1(2) . . ?
C7 Fe1 P2 90.5(2) . . ?
S2 Fe1 P2 88.92(7) . . ?
S1 Fe1 P2 89.35(7) . . ?
C8 Fe1 P1 92.3(2) . . ?
C7 Fe1 P1 89.8(2) . . ?
S2 Fe1 P1 90.76(7) . . ?
S1 Fe1 P1 87.29(7) . . ?
P2 Fe1 P1 176.63(7) . . ?
C10 S1 Fe1 102.8(2) . . ?
C9 S2 Fe1 103.3(2) . . ?
C1 P1 C3 103.2(4) . . ?
C1 P1 C2 101.7(4) . . ?
C3 P1 C2 103.2(3) . . ?
C1 P1 Fe1 117.8(2) . . ?
C3 P1 Fe1 114.8(3) . . ?
C2 P1 Fe1 114.1(3) . . ?
C5 P2 C4 102.0(3) . . ?
C5 P2 C6 104.1(3) . . ?
C4 P2 C6 103.7(3) . . ?
C5 P2 Fe1 114.5(2) . . ?
C4 P2 Fe1 114.3(2) . . ?
C6 P2 Fe1 116.5(2) . . ?
C10 N1 C11 123.9(6) . . ?
C10 N1 H1A 118.0 . . ?
C11 N1 H1A 118.1 . . ?
C9 N2 C12 123.3(6) . . ?
C9 N2 H2A 118.3 . . ?
C12 N2 H2A 118.3 . . ?
P1 C1 H1B 109.6 . . ?
P1 C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
P1 C1 H1D 109.3 . . ?
H1B C1 H1D 109.5 . . ?
H1C C1 H1D 109.5 . . ?
P1 C2 H2B 109.6 . . ?
P1 C2 H2C 109.4 . . ?
H2B C2 H2C 109.5 . . ?
P1 C2 H2D 109.4 . . ?
H2B C2 H2D 109.5 . . ?
H2C C2 H2D 109.5 . . ?
P1 C3 H3B 109.6 . . ?
P1 C3 H3C 109.3 . . ?
H3B C3 H3C 109.5 . . ?
P1 C3 H3D 109.5 . . ?
H3B C3 H3D 109.5 . . ?
H3C C3 H3D 109.5 . . ?
P2 C4 H4B 109.6 . . ?
P2 C4 H4C 109.3 . . ?
H4B C4 H4C 109.5 . . ?
P2 C4 H4D 109.5 . . ?
H4B C4 H4D 109.5 . . ?
H4C C4 H4D 109.5 . . ?
P2 C5 H5A 109.5 . . ?
P2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
P2 C5 H5C 109.3 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
P2 C6 H6A 109.5 . . ?
P2 C6 H6B 109.4 . . ?
H6A C6 H6B 109.5 . . ?
P2 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O1 C7 Fe1 179.3(6) . . ?
O2 C8 Fe1 177.1(6) . . ?
N2 C9 C10 117.7(5) . . ?
N2 C9 S2 120.9(5) . . ?
C10 C9 S2 121.4(4) . . ?
N1 C10 C9 116.4(5) . . ?
N1 C10 S1 121.3(5) . . ?
C9 C10 S1 122.4(4) . . ?
C12 C11 N1 119.3(6) . . ?
C12 C11 H11A 120.5 . . ?
N1 C11 H11A 120.2 . . ?
C11 C12 N2 119.4(6) . . ?
C11 C12 H12B 120.4 . . ?
N2 C12 H12B 120.2 . . ?
O3 S3 O5 116.2(3) . . ?
O3 S3 O4 114.6(3) . . ?
O5 S3 O4 113.3(3) . . ?
O3 S3 C13 104.5(4) . . ?
O5 S3 C13 103.0(3) . . ?
O4 S3 C13 103.1(3) . . ?
F3 C13 F2 108.2(7) . . ?
F3 C13 F1 108.0(7) . . ?
F2 C13 F1 106.5(6) . . ?
F3 C13 S3 110.9(5) . . ?
F2 C13 S3 111.5(6) . . ?
F1 C13 S3 111.6(6) . . ?
O8 S4 O6 116.3(4) . . ?
O8 S4 O7 112.1(3) . . ?
O6 S4 O7 116.2(4) . . ?
O8 S4 C14 104.5(4) . . ?
O6 S4 C14 103.2(3) . . ?
O7 S4 C14 102.3(3) . . ?
F5 C14 F4 106.7(7) . . ?
F5 C14 F6 108.2(6) . . ?
F4 C14 F6 105.6(6) . . ?
F5 C14 S4 111.4(5) . . ?
F4 C14 S4 111.0(5) . . ?
F6 C14 S4 113.5(5) . . ?
_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full 25.50
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max 0.759
_refine_diff_density_min -0.567
_refine_diff_density_rms 0.121
# Attachment '- 1.cif'
data_1
_database_code_depnum_ccdc_archive 'CCDC 879646'
#TrackingRef '- 1.cif'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C10 H2 Fe2 N2 O6 S2'
_chemical_formula_sum 'C10 H2 Fe2 N2 O6 S2'
_chemical_formula_weight 421.96
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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 monoclinic
_symmetry_space_group_name_H-M 'P2(1)/c '
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 9.8035(2)
_cell_length_b 8.9081(2)
_cell_length_c 17.0109(3)
_cell_angle_alpha 90.00
_cell_angle_beta 96.2410(10)
_cell_angle_gamma 90.00
_cell_volume 1476.77(5)
_cell_formula_units_Z 4
_cell_measurement_temperature 273(2)
_cell_measurement_reflns_used 4940
_cell_measurement_theta_min 2.58
_cell_measurement_theta_max 30.60
_exptl_crystal_description block
_exptl_crystal_colour red
_exptl_crystal_size_max 0.59
_exptl_crystal_size_mid 0.39
_exptl_crystal_size_min 0.27
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.898
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 832
_exptl_absorpt_coefficient_mu 2.274
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.3472
_exptl_absorpt_correction_T_max 0.5788
_exptl_absorpt_process_details SADABS
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 273(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'CCD area detector'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 9286
_diffrn_reflns_av_R_equivalents 0.0249
_diffrn_reflns_av_sigmaI/netI 0.0250
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_k_min -10
_diffrn_reflns_limit_k_max 10
_diffrn_reflns_limit_l_min -20
_diffrn_reflns_limit_l_max 20
_diffrn_reflns_theta_min 2.09
_diffrn_reflns_theta_max 26.00
_reflns_number_total 2885
_reflns_number_gt 2530
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'Bruker SMART'
_computing_cell_refinement 'Bruker SMART'
_computing_data_reduction 'Bruker SAINT'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0422P)^2^+0.2030P] where P=(Fo^2^+2Fc^2^)/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 2885
_refine_ls_number_parameters 199
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0327
_refine_ls_R_factor_gt 0.0278
_refine_ls_wR_factor_ref 0.0738
_refine_ls_wR_factor_gt 0.0715
_refine_ls_goodness_of_fit_ref 1.086
_refine_ls_restrained_S_all 1.086
_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
Fe2 Fe 0.31005(3) 0.65837(3) 0.120982(18) 0.04021(11) Uani 1 1 d . . .
Fe1 Fe 0.28137(3) 0.83112(3) 0.006866(17) 0.03868(11) Uani 1 1 d . . .
S1 S 0.11621(5) 0.79660(7) 0.08944(3) 0.04658(15) Uani 1 1 d . . .
S2 S 0.40815(5) 0.88905(6) 0.12313(3) 0.04208(14) Uani 1 1 d . . .
C8 C 0.2865(2) 0.9959(2) 0.17017(12) 0.0451(5) Uani 1 1 d . . .
C7 C 0.1502(2) 0.9519(3) 0.15446(13) 0.0469(5) Uani 1 1 d . . .
O5 O 0.58050(19) 0.5378(2) 0.09821(13) 0.0727(5) Uani 1 1 d . . .
C1 C 0.2455(2) 1.0155(3) -0.03694(13) 0.0482(5) Uani 1 1 d . . .
C3 C 0.4354(2) 0.7933(2) -0.03704(14) 0.0452(5) Uani 1 1 d . . .
N2 N 0.3269(2) 1.1087(2) 0.21724(12) 0.0598(5) Uani 1 1 d . . .
O3 O 0.53366(17) 0.7668(2) -0.06355(12) 0.0628(5) Uani 1 1 d . . .
C5 C 0.4748(3) 0.5809(3) 0.10828(14) 0.0498(5) Uani 1 1 d . . .
N1 N 0.0488(2) 1.0196(3) 0.18598(14) 0.0671(6) Uani 1 1 d . . .
O1 O 0.2277(2) 1.1297(2) -0.06515(12) 0.0680(5) Uani 1 1 d . . .
O2 O 0.1279(2) 0.6469(2) -0.11494(13) 0.0780(6) Uani 1 1 d . . .
O6 O 0.3016(2) 0.5994(3) 0.28992(12) 0.0874(7) Uani 1 1 d . . .
C2 C 0.1856(2) 0.7194(3) -0.06779(14) 0.0512(5) Uani 1 1 d . . .
C6 C 0.3056(3) 0.6218(3) 0.22510(15) 0.0550(6) Uani 1 1 d . . .
O4 O 0.1672(2) 0.3890(2) 0.05641(17) 0.0919(7) Uani 1 1 d . . .
C4 C 0.2230(3) 0.4925(3) 0.08165(17) 0.0578(6) Uani 1 1 d . . .
C9 C 0.2230(4) 1.1777(3) 0.24949(17) 0.0708(8) Uani 1 1 d . . .
H9A H 0.2438 1.2578 0.2838 0.085 Uiso 1 1 calc R . .
C10 C 0.0903(4) 1.1353(4) 0.23396(18) 0.0755(9) Uani 1 1 d . . .
H10A H 0.0242 1.1886 0.2576 0.091 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Fe2 0.03903(19) 0.04336(19) 0.03859(19) -0.00207(12) 0.00574(13) 0.00122(11)
Fe1 0.03724(18) 0.04631(19) 0.03268(18) -0.00386(11) 0.00466(12) 0.00134(11)
S1 0.0335(3) 0.0605(3) 0.0464(3) -0.0071(2) 0.0074(2) 0.0016(2)
S2 0.0371(3) 0.0477(3) 0.0413(3) -0.0082(2) 0.0034(2) -0.0014(2)
C8 0.0536(13) 0.0477(12) 0.0342(11) -0.0042(9) 0.0050(9) 0.0073(10)
C7 0.0480(12) 0.0572(13) 0.0362(11) -0.0030(9) 0.0077(9) 0.0117(10)
O5 0.0508(11) 0.0720(12) 0.0953(16) -0.0217(10) 0.0076(10) 0.0144(9)
C1 0.0457(13) 0.0574(14) 0.0412(12) -0.0053(10) 0.0030(9) 0.0036(10)
C3 0.0493(13) 0.0432(11) 0.0435(12) -0.0043(9) 0.0077(9) -0.0024(10)
N2 0.0747(14) 0.0584(12) 0.0453(12) -0.0148(9) 0.0031(10) 0.0039(10)
O3 0.0542(10) 0.0622(10) 0.0767(13) -0.0070(9) 0.0286(9) -0.0005(8)
C5 0.0526(14) 0.0446(12) 0.0516(14) -0.0066(10) 0.0035(10) 0.0025(10)
N1 0.0589(14) 0.0839(16) 0.0606(14) -0.0120(11) 0.0153(10) 0.0236(11)
O1 0.0760(13) 0.0582(10) 0.0680(13) 0.0085(9) -0.0001(9) 0.0118(9)
O2 0.0711(13) 0.0925(14) 0.0665(13) -0.0298(11) -0.0097(10) -0.0099(10)
O6 0.0980(17) 0.1194(18) 0.0471(12) 0.0164(12) 0.0176(10) 0.0121(13)
C2 0.0465(12) 0.0626(14) 0.0442(13) -0.0053(11) 0.0033(10) 0.0015(11)
C6 0.0576(15) 0.0599(14) 0.0482(15) 0.0032(11) 0.0090(11) 0.0072(11)
O4 0.0766(14) 0.0697(13) 0.130(2) -0.0330(13) 0.0130(13) -0.0233(11)
C4 0.0489(14) 0.0569(15) 0.0686(17) -0.0058(12) 0.0103(11) -0.0020(11)
C9 0.104(2) 0.0609(16) 0.0470(15) -0.0170(11) 0.0084(15) 0.0162(15)
C10 0.084(2) 0.0850(19) 0.0588(18) -0.0163(15) 0.0150(15) 0.0370(17)
_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
Fe2 C5 1.791(2) . ?
Fe2 C4 1.798(3) . ?
Fe2 C6 1.806(3) . ?
Fe2 S2 2.2674(6) . ?
Fe2 S1 2.2790(6) . ?
Fe2 Fe1 2.4692(4) . ?
Fe1 C3 1.788(2) . ?
Fe1 C2 1.796(2) . ?
Fe1 C1 1.822(2) . ?
Fe1 S1 2.2768(6) . ?
Fe1 S2 2.2777(6) . ?
S1 C7 1.780(2) . ?
S2 C8 1.783(2) . ?
C8 N2 1.318(3) . ?
C8 C7 1.390(3) . ?
C7 N1 1.325(3) . ?
O5 C5 1.136(3) . ?
C1 O1 1.131(3) . ?
C3 O3 1.132(3) . ?
N2 C9 1.356(4) . ?
N1 C10 1.349(4) . ?
O2 C2 1.133(3) . ?
O6 C6 1.126(3) . ?
O4 C4 1.133(3) . ?
C9 C10 1.352(5) . ?
C9 H9A 0.9300 . ?
C10 H10A 0.9300 . ?
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
C5 Fe2 C4 92.08(11) . . ?
C5 Fe2 C6 99.61(11) . . ?
C4 Fe2 C6 98.95(13) . . ?
C5 Fe2 S2 87.96(7) . . ?
C4 Fe2 S2 159.02(9) . . ?
C6 Fe2 S2 101.73(8) . . ?
C5 Fe2 S1 156.87(8) . . ?
C4 Fe2 S1 90.37(8) . . ?
C6 Fe2 S1 102.72(8) . . ?
S2 Fe2 S1 81.69(2) . . ?
C5 Fe2 Fe1 99.92(8) . . ?
C4 Fe2 Fe1 102.16(9) . . ?
C6 Fe2 Fe1 150.54(8) . . ?
S2 Fe2 Fe1 57.294(17) . . ?
S1 Fe2 Fe1 57.139(17) . . ?
C3 Fe1 C2 90.03(10) . . ?
C3 Fe1 C1 97.66(10) . . ?
C2 Fe1 C1 98.47(11) . . ?
C3 Fe1 S1 157.19(8) . . ?
C2 Fe1 S1 90.53(8) . . ?
C1 Fe1 S1 104.81(7) . . ?
C3 Fe1 S2 89.97(7) . . ?
C2 Fe1 S2 158.99(8) . . ?
C1 Fe1 S2 102.35(7) . . ?
S1 Fe1 S2 81.52(2) . . ?
C3 Fe1 Fe2 100.47(7) . . ?
C2 Fe1 Fe2 102.52(8) . . ?
C1 Fe1 Fe2 152.11(7) . . ?
S1 Fe1 Fe2 57.223(18) . . ?
S2 Fe1 Fe2 56.894(17) . . ?
C7 S1 Fe1 100.41(8) . . ?
C7 S1 Fe2 100.28(8) . . ?
Fe1 S1 Fe2 65.638(17) . . ?
C8 S2 Fe2 100.83(8) . . ?
C8 S2 Fe1 100.50(7) . . ?
Fe2 S2 Fe1 65.811(17) . . ?
N2 C8 C7 123.4(2) . . ?
N2 C8 S2 120.52(18) . . ?
C7 C8 S2 116.03(16) . . ?
N1 C7 C8 122.7(2) . . ?
N1 C7 S1 120.50(19) . . ?
C8 C7 S1 116.75(16) . . ?
O1 C1 Fe1 177.5(2) . . ?
O3 C3 Fe1 178.4(2) . . ?
C8 N2 C9 113.7(2) . . ?
O5 C5 Fe2 176.7(2) . . ?
C7 N1 C10 113.7(2) . . ?
O2 C2 Fe1 178.4(2) . . ?
O6 C6 Fe2 179.3(2) . . ?
O4 C4 Fe2 179.3(3) . . ?
C10 C9 N2 122.9(2) . . ?
C10 C9 H9A 118.6 . . ?
N2 C9 H9A 118.6 . . ?
N1 C10 C9 123.5(2) . . ?
N1 C10 H10A 118.2 . . ?
C9 C10 H10A 118.2 . . ?
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
C5 Fe2 Fe1 C3 1.97(10) . . . . ?
C4 Fe2 Fe1 C3 -92.36(11) . . . . ?
C6 Fe2 Fe1 C3 132.82(18) . . . . ?
S2 Fe2 Fe1 C3 83.04(7) . . . . ?
S1 Fe2 Fe1 C3 -174.81(7) . . . . ?
C5 Fe2 Fe1 C2 94.35(10) . . . . ?
C4 Fe2 Fe1 C2 0.02(11) . . . . ?
C6 Fe2 Fe1 C2 -134.80(18) . . . . ?
S2 Fe2 Fe1 C2 175.42(8) . . . . ?
S1 Fe2 Fe1 C2 -82.43(8) . . . . ?
C5 Fe2 Fe1 C1 -127.74(17) . . . . ?
C4 Fe2 Fe1 C1 137.93(18) . . . . ?
C6 Fe2 Fe1 C1 3.1(2) . . . . ?
S2 Fe2 Fe1 C1 -46.67(16) . . . . ?
S1 Fe2 Fe1 C1 55.48(16) . . . . ?
C5 Fe2 Fe1 S1 176.78(8) . . . . ?
C4 Fe2 Fe1 S1 82.46(8) . . . . ?
C6 Fe2 Fe1 S1 -52.37(17) . . . . ?
S2 Fe2 Fe1 S1 -102.14(2) . . . . ?
C5 Fe2 Fe1 S2 -81.07(7) . . . . ?
C4 Fe2 Fe1 S2 -175.40(8) . . . . ?
C6 Fe2 Fe1 S2 49.78(17) . . . . ?
S1 Fe2 Fe1 S2 102.14(2) . . . . ?
C3 Fe1 S1 C7 109.9(2) . . . . ?
C2 Fe1 S1 C7 -158.75(11) . . . . ?
C1 Fe1 S1 C7 -59.84(11) . . . . ?
S2 Fe1 S1 C7 40.77(8) . . . . ?
Fe2 Fe1 S1 C7 96.67(8) . . . . ?
C3 Fe1 S1 Fe2 13.26(19) . . . . ?
C2 Fe1 S1 Fe2 104.59(8) . . . . ?
C1 Fe1 S1 Fe2 -156.50(7) . . . . ?
S2 Fe1 S1 Fe2 -55.892(18) . . . . ?
C5 Fe2 S1 C7 -104.9(2) . . . . ?
C4 Fe2 S1 C7 158.87(12) . . . . ?
C6 Fe2 S1 C7 59.61(12) . . . . ?
S2 Fe2 S1 C7 -40.62(8) . . . . ?
Fe1 Fe2 S1 C7 -96.86(8) . . . . ?
C5 Fe2 S1 Fe1 -8.09(19) . . . . ?
C4 Fe2 S1 Fe1 -104.27(9) . . . . ?
C6 Fe2 S1 Fe1 156.47(9) . . . . ?
S2 Fe2 S1 Fe1 56.238(18) . . . . ?
C5 Fe2 S2 C8 -160.10(11) . . . . ?
C4 Fe2 S2 C8 109.4(2) . . . . ?
C6 Fe2 S2 C8 -60.71(11) . . . . ?
S1 Fe2 S2 C8 40.65(7) . . . . ?
Fe1 Fe2 S2 C8 96.74(7) . . . . ?
C5 Fe2 S2 Fe1 103.16(8) . . . . ?
C4 Fe2 S2 Fe1 12.7(2) . . . . ?
C6 Fe2 S2 Fe1 -157.45(8) . . . . ?
S1 Fe2 S2 Fe1 -56.089(19) . . . . ?
C3 Fe1 S2 C8 160.20(11) . . . . ?
C2 Fe1 S2 C8 -109.8(2) . . . . ?
C1 Fe1 S2 C8 62.36(10) . . . . ?
S1 Fe1 S2 C8 -41.04(8) . . . . ?
Fe2 Fe1 S2 C8 -97.25(8) . . . . ?
C3 Fe1 S2 Fe2 -102.55(7) . . . . ?
C2 Fe1 S2 Fe2 -12.6(2) . . . . ?
C1 Fe1 S2 Fe2 159.61(7) . . . . ?
S1 Fe1 S2 Fe2 56.208(19) . . . . ?
Fe2 S2 C8 N2 146.29(18) . . . . ?
Fe1 S2 C8 N2 -146.59(18) . . . . ?
Fe2 S2 C8 C7 -33.20(18) . . . . ?
Fe1 S2 C8 C7 33.92(18) . . . . ?
N2 C8 C7 N1 -0.3(4) . . . . ?
S2 C8 C7 N1 179.18(19) . . . . ?
N2 C8 C7 S1 -179.87(19) . . . . ?
S2 C8 C7 S1 -0.4(2) . . . . ?
Fe1 S1 C7 N1 147.09(19) . . . . ?
Fe2 S1 C7 N1 -146.05(19) . . . . ?
Fe1 S1 C7 C8 -33.33(19) . . . . ?
Fe2 S1 C7 C8 33.54(19) . . . . ?
C7 C8 N2 C9 0.3(4) . . . . ?
S2 C8 N2 C9 -179.11(19) . . . . ?
C8 C7 N1 C10 0.4(4) . . . . ?
S1 C7 N1 C10 180.0(2) . . . . ?
C8 N2 C9 C10 -0.6(4) . . . . ?
C7 N1 C10 C9 -0.7(4) . . . . ?
N2 C9 C10 N1 0.9(5) . . . . ?
_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full 26.00
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max 0.303
_refine_diff_density_min -0.505
_refine_diff_density_rms 0.087
# Attachment '- 1NH.cif'
data_1NH
_database_code_depnum_ccdc_archive 'CCDC 879647'
#TrackingRef '- 1NH.cif'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C11 H3 F3 Fe2 N2 O9 S3'
_chemical_formula_sum 'C11 H3 F3 Fe2 N2 O9 S3'
_chemical_formula_weight 572.03
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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 Monoclinic
_symmetry_space_group_name_H-M 'P2(1)/c '
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 7.947(3)
_cell_length_b 22.973(8)
_cell_length_c 20.733(7)
_cell_angle_alpha 90.00
_cell_angle_beta 94.517(4)
_cell_angle_gamma 90.00
_cell_volume 3774(2)
_cell_formula_units_Z 8
_cell_measurement_temperature 273(2)
_cell_measurement_reflns_used 5896
_cell_measurement_theta_min 2.65
_cell_measurement_theta_max 25.55
_exptl_crystal_description block
_exptl_crystal_colour red
_exptl_crystal_size_max 0.15
_exptl_crystal_size_mid 0.12
_exptl_crystal_size_min 0.10
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 2.014
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 2256
_exptl_absorpt_coefficient_mu 1.948
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.7587
_exptl_absorpt_correction_T_max 0.8290
_exptl_absorpt_process_details SADABS
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 273(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'CCD area detector'
_diffrn_measurement_method 'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 19908
_diffrn_reflns_av_R_equivalents 0.0312
_diffrn_reflns_av_sigmaI/netI 0.0388
_diffrn_reflns_limit_h_min -9
_diffrn_reflns_limit_h_max 8
_diffrn_reflns_limit_k_min -25
_diffrn_reflns_limit_k_max 28
_diffrn_reflns_limit_l_min -25
_diffrn_reflns_limit_l_max 25
_diffrn_reflns_theta_min 1.97
_diffrn_reflns_theta_max 26.00
_reflns_number_total 7393
_reflns_number_gt 5575
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'Bruker SMART'
_computing_cell_refinement 'Bruker SMART'
_computing_data_reduction 'Bruker SAINT'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics 'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0401P)^2^+0.0765P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment mixed
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 7393
_refine_ls_number_parameters 549
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0516
_refine_ls_R_factor_gt 0.0338
_refine_ls_wR_factor_ref 0.0834
_refine_ls_wR_factor_gt 0.0778
_refine_ls_goodness_of_fit_ref 1.050
_refine_ls_restrained_S_all 1.050
_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
Fe1 Fe -0.33159(5) 0.391217(18) 0.155840(19) 0.03449(11) Uani 1 1 d . . .
Fe4 Fe -0.79217(6) 0.659196(17) 0.143534(19) 0.03400(11) Uani 1 1 d . . .
Fe3 Fe -0.50555(6) 0.700444(18) 0.146874(19) 0.03660(12) Uani 1 1 d . . .
Fe2 Fe -0.04846(6) 0.433028(18) 0.152402(19) 0.03595(12) Uani 1 1 d . . .
S1 S -0.10021(10) 0.35008(3) 0.20906(3) 0.03338(17) Uani 1 1 d . . .
S2 S -0.24141(10) 0.47034(3) 0.21722(3) 0.03577(18) Uani 1 1 d . . .
S5 S -0.70254(10) 0.73363(3) 0.21123(3) 0.03313(17) Uani 1 1 d . . .
S4 S -0.56330(10) 0.61393(3) 0.19492(4) 0.03670(18) Uani 1 1 d . . .
S3 S -0.39678(10) 0.56409(4) 0.65032(4) 0.0442(2) Uani 1 1 d . . .
S6 S -0.05279(11) 0.61071(4) 0.38638(4) 0.0489(2) Uani 1 1 d . . .
N2 N -0.1638(3) 0.46270(11) 0.34677(11) 0.0337(5) Uani 1 1 d . . .
C7 C -0.1123(3) 0.37924(11) 0.28844(13) 0.0297(6) Uani 1 1 d . . .
N4 N -0.6615(3) 0.71661(11) 0.34003(11) 0.0393(6) Uani 1 1 d . . .
N1 N -0.0700(3) 0.34845(10) 0.33991(11) 0.0346(6) Uani 1 1 d . . .
O9 O -0.4843(3) 0.50954(10) 0.65801(12) 0.0596(7) Uani 1 1 d . . .
C18 C -0.5936(3) 0.63671(12) 0.27352(13) 0.0310(6) Uani 1 1 d . . .
C19 C -0.6482(4) 0.69354(12) 0.28307(13) 0.0306(6) Uani 1 1 d . . .
N3 N -0.5701(3) 0.60293(12) 0.32509(13) 0.0382(6) Uani 1 1 d . . .
C15 C -0.7793(4) 0.61022(14) 0.07766(15) 0.0457(8) Uani 1 1 d . . .
C2 C -0.3202(5) 0.34071(14) 0.09108(15) 0.0467(8) Uani 1 1 d . . .
C8 C -0.1682(3) 0.43658(11) 0.28966(13) 0.0296(6) Uani 1 1 d . . .
C5 C -0.0989(4) 0.48876(14) 0.09330(15) 0.0460(8) Uani 1 1 d . . .
C12 C -0.3121(5) 0.72894(15) 0.18768(16) 0.0488(8) Uani 1 1 d . . .
O14 O -0.9963(4) 0.73826(11) 0.05953(12) 0.0804(9) Uani 1 1 d . . .
O6 O 0.2694(4) 0.48780(13) 0.20147(14) 0.0850(9) Uani 1 1 d . . .
O2 O -0.3117(4) 0.30981(11) 0.04863(11) 0.0721(8) Uani 1 1 d . . .
C17 C -0.9729(4) 0.62652(14) 0.17955(15) 0.0420(7) Uani 1 1 d . . .
C20 C -0.6303(4) 0.68067(15) 0.39082(14) 0.0467(8) Uani 1 1 d . . .
H20A H -0.6373 0.6956 0.4322 0.056 Uiso 1 1 calc R . .
C4 C 0.0453(5) 0.38875(15) 0.09388(17) 0.0555(10) Uani 1 1 d . . .
C9 C -0.1152(4) 0.43335(14) 0.40114(14) 0.0399(7) Uani 1 1 d . . .
H9B H -0.1108 0.4518 0.4412 0.048 Uiso 1 1 calc R . .
C13 C -0.4101(5) 0.66165(15) 0.08455(17) 0.0565(10) Uani 1 1 d . . .
C10 C -0.0729(4) 0.37661(14) 0.39665(14) 0.0401(7) Uani 1 1 d . . .
H10A H -0.0443 0.3561 0.4346 0.048 Uiso 1 1 calc R . .
O5 O -0.1310(4) 0.52364(11) 0.05642(11) 0.0692(8) Uani 1 1 d . . .
F2 F -0.5300(3) 0.56598(12) 0.53228(10) 0.0929(8) Uani 1 1 d . . .
C16 C -0.9159(5) 0.70862(14) 0.09257(15) 0.0494(8) Uani 1 1 d . . .
C14 C -0.5531(5) 0.75916(15) 0.09179(15) 0.0501(9) Uani 1 1 d . . .
O10 O -0.1887(4) 0.74673(13) 0.21086(13) 0.0764(8) Uani 1 1 d . . .
C6 C 0.1471(5) 0.46504(15) 0.18619(16) 0.0519(9) Uani 1 1 d . . .
O8 O -0.4997(3) 0.61345(10) 0.66302(12) 0.0645(7) Uani 1 1 d . . .
C3 C -0.4604(5) 0.43833(16) 0.10371(16) 0.0515(9) Uani 1 1 d . . .
C1 C -0.5050(4) 0.35523(15) 0.19283(15) 0.0448(8) Uani 1 1 d . . .
F1 F -0.3054(3) 0.61607(12) 0.54770(11) 0.0945(9) Uani 1 1 d . . .
O7 O -0.2261(3) 0.56494(13) 0.67604(12) 0.0780(9) Uani 1 1 d . . .
O11 O -0.3511(4) 0.63683(14) 0.04520(14) 0.0923(10) Uani 1 1 d . . .
C21 C -0.5892(4) 0.62386(15) 0.38448(15) 0.0480(8) Uani 1 1 d . . .
H21A H -0.5746 0.5998 0.4206 0.058 Uiso 1 1 calc R . .
C11 C -0.3782(5) 0.56781(19) 0.56398(17) 0.0626(10) Uani 1 1 d . . .
O17 O -1.0887(3) 0.60589(11) 0.19590(13) 0.0683(7) Uani 1 1 d . . .
F6 F -0.2291(3) 0.68926(10) 0.44191(13) 0.0887(8) Uani 1 1 d . . .
O1 O -0.6156(3) 0.33041(11) 0.20901(12) 0.0696(8) Uani 1 1 d . . .
O15 O -0.7679(4) 0.57896(11) 0.03560(12) 0.0702(8) Uani 1 1 d . . .
O19 O -0.2038(3) 0.57636(10) 0.37599(15) 0.0749(8) Uani 1 1 d . . .
F4 F -0.0185(4) 0.72260(11) 0.39721(17) 0.1202(11) Uani 1 1 d . . .
O12 O -0.5891(4) 0.79434(11) 0.05507(11) 0.0795(9) Uani 1 1 d . . .
O3 O -0.5394(4) 0.46842(13) 0.07092(13) 0.0842(9) Uani 1 1 d . . .
F3 F -0.2870(4) 0.52354(13) 0.54497(12) 0.1072(9) Uani 1 1 d . . .
F5 F -0.2411(4) 0.69619(12) 0.34077(15) 0.1099(10) Uani 1 1 d . . .
O20 O 0.0396(4) 0.60319(13) 0.44760(12) 0.0813(9) Uani 1 1 d . . .
O4 O 0.1041(4) 0.36068(13) 0.05733(15) 0.0957(11) Uani 1 1 d . . .
O18 O 0.0460(3) 0.61342(13) 0.33207(12) 0.0764(8) Uani 1 1 d . . .
C22 C -0.1379(5) 0.68368(16) 0.3922(2) 0.0607(10) Uani 1 1 d . . .
H2 H -0.193(4) 0.5029(14) 0.3489(14) 0.051(10) Uiso 1 1 d . . .
H3 H -0.552(4) 0.5695(13) 0.3209(15) 0.041(10) Uiso 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Fe1 0.0382(3) 0.0333(2) 0.0315(2) 0.00219(18) 0.00057(18) -0.00228(19)
Fe4 0.0406(3) 0.0299(2) 0.0311(2) -0.00086(17) 0.00053(19) -0.00057(18)
Fe3 0.0430(3) 0.0342(2) 0.0337(2) -0.00124(18) 0.0103(2) -0.00309(19)
Fe2 0.0400(3) 0.0336(2) 0.0352(2) 0.00233(18) 0.00899(19) -0.00321(19)
S1 0.0409(4) 0.0274(4) 0.0322(4) -0.0018(3) 0.0047(3) 0.0018(3)
S2 0.0419(5) 0.0278(4) 0.0378(4) 0.0023(3) 0.0043(3) 0.0044(3)
S5 0.0429(5) 0.0265(4) 0.0298(3) 0.0011(3) 0.0022(3) 0.0048(3)
S4 0.0424(5) 0.0279(4) 0.0402(4) -0.0016(3) 0.0058(3) 0.0050(3)
S3 0.0380(5) 0.0518(5) 0.0423(4) 0.0078(4) 0.0001(4) -0.0091(4)
S6 0.0430(5) 0.0491(5) 0.0548(5) -0.0096(4) 0.0048(4) -0.0030(4)
N2 0.0278(14) 0.0340(14) 0.0393(14) -0.0074(12) 0.0027(11) -0.0030(11)
C7 0.0268(15) 0.0284(15) 0.0341(14) -0.0052(12) 0.0039(12) -0.0056(12)
N4 0.0435(16) 0.0451(15) 0.0296(12) -0.0028(11) 0.0050(11) 0.0002(12)
N1 0.0367(14) 0.0341(14) 0.0327(13) 0.0029(11) 0.0000(11) -0.0025(11)
O9 0.0411(14) 0.0425(14) 0.0947(18) 0.0220(13) 0.0014(13) -0.0015(11)
C18 0.0272(16) 0.0330(16) 0.0323(14) 0.0037(12) -0.0011(12) -0.0004(12)
C19 0.0292(16) 0.0305(15) 0.0323(14) 0.0030(12) 0.0028(12) -0.0002(12)
N3 0.0341(15) 0.0346(16) 0.0452(15) 0.0125(13) -0.0004(12) 0.0014(12)
C15 0.054(2) 0.0422(19) 0.0405(17) 0.0020(15) -0.0006(16) -0.0032(16)
C2 0.058(2) 0.044(2) 0.0366(17) 0.0084(15) -0.0034(16) -0.0050(16)
C8 0.0261(15) 0.0288(15) 0.0341(14) -0.0019(12) 0.0033(12) -0.0033(12)
C5 0.052(2) 0.043(2) 0.0440(18) -0.0005(16) 0.0091(16) -0.0068(16)
C12 0.052(2) 0.051(2) 0.0453(18) -0.0047(16) 0.0156(17) -0.0040(18)
O14 0.110(3) 0.0559(17) 0.0677(16) 0.0046(14) -0.0381(17) 0.0173(16)
O6 0.068(2) 0.093(2) 0.090(2) 0.0319(17) -0.0208(16) -0.0376(17)
O2 0.123(3) 0.0561(16) 0.0375(13) -0.0120(12) 0.0051(15) -0.0083(16)
C17 0.045(2) 0.0375(18) 0.0424(17) -0.0012(14) -0.0041(15) 0.0014(15)
C20 0.051(2) 0.059(2) 0.0294(16) 0.0017(15) 0.0007(15) -0.0022(17)
C4 0.066(3) 0.054(2) 0.049(2) 0.0016(17) 0.0226(19) -0.0071(19)
C9 0.0404(19) 0.050(2) 0.0299(15) -0.0120(14) 0.0046(13) -0.0087(15)
C13 0.061(2) 0.056(2) 0.055(2) -0.0022(18) 0.0212(19) -0.0059(18)
C10 0.0416(19) 0.0457(19) 0.0323(15) 0.0011(14) -0.0002(14) -0.0075(15)
O5 0.099(2) 0.0548(16) 0.0534(14) 0.0210(13) 0.0006(14) -0.0039(15)
F2 0.0699(17) 0.152(3) 0.0531(12) -0.0012(14) -0.0159(12) 0.0018(16)
C16 0.063(2) 0.042(2) 0.0417(17) -0.0034(16) -0.0058(17) -0.0008(17)
C14 0.072(3) 0.043(2) 0.0368(17) -0.0065(16) 0.0143(17) -0.0141(18)
O10 0.0547(18) 0.092(2) 0.0831(19) -0.0233(16) 0.0089(15) -0.0197(16)
C6 0.054(2) 0.050(2) 0.0513(19) 0.0161(17) 0.0024(18) -0.0066(18)
O8 0.0778(19) 0.0498(15) 0.0685(16) -0.0125(13) 0.0209(15) -0.0075(13)
C3 0.055(2) 0.054(2) 0.0449(18) 0.0069(17) -0.0005(17) -0.0010(18)
C1 0.046(2) 0.047(2) 0.0400(17) 0.0013(15) -0.0017(16) -0.0039(16)
F1 0.0817(18) 0.125(2) 0.0790(16) 0.0491(16) 0.0221(14) -0.0122(16)
O7 0.0400(15) 0.132(3) 0.0599(15) 0.0261(16) -0.0090(12) -0.0268(15)
O11 0.108(3) 0.100(2) 0.0752(19) -0.0239(18) 0.0480(19) 0.012(2)
C21 0.049(2) 0.060(2) 0.0343(17) 0.0145(16) -0.0027(15) -0.0051(17)
C11 0.051(2) 0.088(3) 0.049(2) 0.003(2) 0.0019(19) 0.012(2)
O17 0.0562(17) 0.0697(18) 0.0803(18) 0.0079(14) 0.0129(15) -0.0180(14)
F6 0.0857(18) 0.0777(16) 0.1066(19) -0.0268(14) 0.0333(16) 0.0052(14)
O1 0.0582(17) 0.0781(19) 0.0742(18) 0.0059(14) 0.0149(15) -0.0262(15)
O15 0.098(2) 0.0609(17) 0.0512(14) -0.0220(13) 0.0034(14) 0.0025(15)
O19 0.0459(15) 0.0449(15) 0.135(2) -0.0311(16) 0.0116(16) -0.0073(12)
F4 0.083(2) 0.0561(15) 0.226(3) -0.0197(19) 0.041(2) -0.0274(14)
O12 0.141(3) 0.0524(17) 0.0452(14) 0.0131(13) 0.0047(16) -0.0079(17)
O3 0.089(2) 0.087(2) 0.0733(18) 0.0279(17) -0.0153(16) 0.0243(18)
F3 0.099(2) 0.139(2) 0.0863(17) -0.0367(17) 0.0219(15) 0.0337(18)
F5 0.100(2) 0.106(2) 0.122(2) 0.0468(18) -0.0018(19) 0.0248(17)
O20 0.074(2) 0.109(2) 0.0590(16) 0.0178(16) -0.0046(15) 0.0150(17)
O4 0.125(3) 0.085(2) 0.086(2) -0.0170(18) 0.063(2) 0.009(2)
O18 0.0580(17) 0.114(2) 0.0589(15) -0.0258(16) 0.0135(14) 0.0014(16)
C22 0.057(3) 0.050(2) 0.075(3) 0.002(2) 0.005(2) -0.0080(19)
_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 C2 1.782(3) . ?
Fe1 C3 1.792(4) . ?
Fe1 C1 1.827(3) . ?
Fe1 S1 2.2743(10) . ?
Fe1 S2 2.3009(10) . ?
Fe1 Fe2 2.4527(10) . ?
Fe4 C15 1.779(3) . ?
Fe4 C16 1.791(4) . ?
Fe4 C17 1.831(4) . ?
Fe4 S4 2.2846(10) . ?
Fe4 S5 2.2900(10) . ?
Fe4 Fe3 2.4630(10) . ?
Fe3 C13 1.787(4) . ?
Fe3 C14 1.788(4) . ?
Fe3 C12 1.818(4) . ?
Fe3 S5 2.2675(9) . ?
Fe3 S4 2.2859(10) . ?
Fe2 C4 1.790(4) . ?
Fe2 C5 1.796(4) . ?
Fe2 C6 1.810(4) . ?
Fe2 S2 2.2841(10) . ?
Fe2 S1 2.2926(10) . ?
S1 C7 1.786(3) . ?
S2 C8 1.749(3) . ?
S5 C19 1.775(3) . ?
S4 C18 1.746(3) . ?
S3 O7 1.418(3) . ?
S3 O8 1.434(3) . ?
S3 O9 1.448(2) . ?
S3 C11 1.810(4) . ?
S6 O18 1.424(3) . ?
S6 O20 1.426(3) . ?
S6 O19 1.438(3) . ?
S6 C22 1.815(4) . ?
N2 C8 1.325(3) . ?
N2 C9 1.344(4) . ?
N2 H2 0.95(3) . ?
C7 N1 1.302(3) . ?
C7 C8 1.391(4) . ?
N4 C19 1.306(3) . ?
N4 C20 1.346(4) . ?
N1 C10 1.344(3) . ?
C18 N3 1.323(4) . ?
C18 C19 1.395(4) . ?
N3 C21 1.342(4) . ?
N3 H3 0.79(3) . ?
C15 O15 1.139(4) . ?
C2 O2 1.137(4) . ?
C5 O5 1.123(4) . ?
C12 O10 1.134(4) . ?
O14 C16 1.128(4) . ?
O6 C6 1.127(4) . ?
C17 O17 1.112(4) . ?
C20 C21 1.354(4) . ?
C20 H20A 0.9300 . ?
C4 O4 1.124(4) . ?
C9 C10 1.351(4) . ?
C9 H9B 0.9300 . ?
C13 O11 1.127(4) . ?
C10 H10A 0.9300 . ?
F2 C11 1.328(4) . ?
C14 O12 1.132(4) . ?
C3 O3 1.126(4) . ?
C1 O1 1.121(4) . ?
F1 C11 1.307(4) . ?
C21 H21A 0.9300 . ?
C11 F3 1.327(4) . ?
F6 C22 1.311(4) . ?
F4 C22 1.302(4) . ?
F5 C22 1.325(5) . ?
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 Fe1 C3 89.97(15) . . ?
C2 Fe1 C1 96.12(15) . . ?
C3 Fe1 C1 96.46(15) . . ?
C2 Fe1 S1 90.44(11) . . ?
C3 Fe1 S1 160.90(12) . . ?
C1 Fe1 S1 102.48(11) . . ?
C2 Fe1 S2 154.01(11) . . ?
C3 Fe1 S2 89.69(12) . . ?
C1 Fe1 S2 109.74(10) . . ?
S1 Fe1 S2 81.67(4) . . ?
C2 Fe1 Fe2 97.57(11) . . ?
C3 Fe1 Fe2 103.16(12) . . ?
C1 Fe1 Fe2 156.00(10) . . ?
S1 Fe1 Fe2 57.88(3) . . ?
S2 Fe1 Fe2 57.33(2) . . ?
C15 Fe4 C16 90.58(15) . . ?
C15 Fe4 C17 98.52(14) . . ?
C16 Fe4 C17 95.09(15) . . ?
C15 Fe4 S4 88.76(11) . . ?
C16 Fe4 S4 160.64(12) . . ?
C17 Fe4 S4 104.14(10) . . ?
C15 Fe4 S5 155.38(11) . . ?
C16 Fe4 S5 91.03(11) . . ?
C17 Fe4 S5 105.80(10) . . ?
S4 Fe4 S5 81.74(4) . . ?
C15 Fe4 Fe3 98.98(11) . . ?
C16 Fe4 Fe3 103.66(12) . . ?
C17 Fe4 Fe3 154.11(10) . . ?
S4 Fe4 Fe3 57.42(3) . . ?
S5 Fe4 Fe3 56.85(2) . . ?
C13 Fe3 C14 89.70(15) . . ?
C13 Fe3 C12 97.15(16) . . ?
C14 Fe3 C12 98.85(16) . . ?
C13 Fe3 S5 160.95(13) . . ?
C14 Fe3 S5 90.08(11) . . ?
C12 Fe3 S5 101.71(10) . . ?
C13 Fe3 S4 89.58(11) . . ?
C14 Fe3 S4 153.45(12) . . ?
C12 Fe3 S4 107.57(11) . . ?
S5 Fe3 S4 82.20(3) . . ?
C13 Fe3 Fe4 103.42(12) . . ?
C14 Fe3 Fe4 97.12(12) . . ?
C12 Fe3 Fe4 153.93(10) . . ?
S5 Fe3 Fe4 57.73(3) . . ?
S4 Fe3 Fe4 57.37(2) . . ?
C4 Fe2 C5 91.44(15) . . ?
C4 Fe2 C6 95.89(17) . . ?
C5 Fe2 C6 96.50(15) . . ?
C4 Fe2 S2 161.21(12) . . ?
C5 Fe2 S2 90.56(10) . . ?
C6 Fe2 S2 102.44(12) . . ?
C4 Fe2 S1 88.63(11) . . ?
C5 Fe2 S1 154.55(11) . . ?
C6 Fe2 S1 108.82(11) . . ?
S2 Fe2 S1 81.64(3) . . ?
C4 Fe2 Fe1 103.25(12) . . ?
C5 Fe2 Fe1 98.23(11) . . ?
C6 Fe2 Fe1 155.45(10) . . ?
S2 Fe2 Fe1 57.99(3) . . ?
S1 Fe2 Fe1 57.15(2) . . ?
C7 S1 Fe1 101.01(10) . . ?
C7 S1 Fe2 100.67(9) . . ?
Fe1 S1 Fe2 64.97(3) . . ?
C8 S2 Fe2 98.38(9) . . ?
C8 S2 Fe1 101.11(9) . . ?
Fe2 S2 Fe1 64.68(3) . . ?
C19 S5 Fe3 100.69(9) . . ?
C19 S5 Fe4 99.80(10) . . ?
Fe3 S5 Fe4 65.42(3) . . ?
C18 S4 Fe4 97.79(10) . . ?
C18 S4 Fe3 101.14(10) . . ?
Fe4 S4 Fe3 65.22(3) . . ?
O7 S3 O8 117.55(18) . . ?
O7 S3 O9 115.09(16) . . ?
O8 S3 O9 112.22(15) . . ?
O7 S3 C11 102.78(17) . . ?
O8 S3 C11 103.66(17) . . ?
O9 S3 C11 103.12(18) . . ?
O18 S6 O20 115.59(17) . . ?
O18 S6 O19 114.29(17) . . ?
O20 S6 O19 115.59(18) . . ?
O18 S6 C22 104.12(18) . . ?
O20 S6 C22 102.75(19) . . ?
O19 S6 C22 101.87(17) . . ?
C8 N2 C9 120.5(3) . . ?
C8 N2 H2 119.3(18) . . ?
C9 N2 H2 120.1(18) . . ?
N1 C7 C8 124.2(2) . . ?
N1 C7 S1 121.5(2) . . ?
C8 C7 S1 114.4(2) . . ?
C19 N4 C20 115.8(3) . . ?
C7 N1 C10 115.8(2) . . ?
N3 C18 C19 117.4(3) . . ?
N3 C18 S4 123.9(2) . . ?
C19 C18 S4 118.7(2) . . ?
N4 C19 C18 123.8(3) . . ?
N4 C19 S5 121.1(2) . . ?
C18 C19 S5 115.1(2) . . ?
C18 N3 C21 120.8(3) . . ?
C18 N3 H3 120(2) . . ?
C21 N3 H3 119(2) . . ?
O15 C15 Fe4 178.7(3) . . ?
O2 C2 Fe1 178.0(3) . . ?
N2 C8 C7 117.3(3) . . ?
N2 C8 S2 123.4(2) . . ?
C7 C8 S2 119.3(2) . . ?
O5 C5 Fe2 179.7(3) . . ?
O10 C12 Fe3 177.3(3) . . ?
O17 C17 Fe4 173.7(3) . . ?
N4 C20 C21 123.1(3) . . ?
N4 C20 H20A 118.4 . . ?
C21 C20 H20A 118.4 . . ?
O4 C4 Fe2 179.6(3) . . ?
N2 C9 C10 118.9(3) . . ?
N2 C9 H9B 120.6 . . ?
C10 C9 H9B 120.6 . . ?
O11 C13 Fe3 179.3(4) . . ?
N1 C10 C9 123.1(3) . . ?
N1 C10 H10A 118.5 . . ?
C9 C10 H10A 118.5 . . ?
O14 C16 Fe4 177.8(3) . . ?
O12 C14 Fe3 176.2(3) . . ?
O6 C6 Fe2 173.1(3) . . ?
O3 C3 Fe1 179.0(4) . . ?
O1 C1 Fe1 172.3(3) . . ?
N3 C21 C20 118.7(3) . . ?
N3 C21 H21A 120.7 . . ?
C20 C21 H21A 120.7 . . ?
F1 C11 F3 108.0(3) . . ?
F1 C11 F2 107.6(3) . . ?
F3 C11 F2 109.0(3) . . ?
F1 C11 S3 111.6(3) . . ?
F3 C11 S3 110.3(3) . . ?
F2 C11 S3 110.3(3) . . ?
F4 C22 F6 108.3(3) . . ?
F4 C22 F5 108.4(4) . . ?
F6 C22 F5 105.4(3) . . ?
F4 C22 S6 111.5(3) . . ?
F6 C22 S6 112.0(3) . . ?
F5 C22 S6 110.9(3) . . ?
_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full 26.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max 0.495
_refine_diff_density_min -0.325
_refine_diff_density_rms 0.068