 
data_2006slh0985
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C21 H22 Fe0.50 N Ni0.50 O2 P S2'
_chemical_formula_weight          472.77
 
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'
 'Ni'  'Ni'   0.3393   1.1124
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_symmetry_cell_setting            Triclinic
_symmetry_space_group_name_H-M    P-1
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, -y, -z'
 
_cell_length_a                    9.1961(3)
_cell_length_b                    10.5439(4)
_cell_length_c                    12.5033(4)
_cell_angle_alpha                 113.948(2)
_cell_angle_beta                  98.202(2)
_cell_angle_gamma                 95.732(2)
_cell_volume                      1079.84(6)
_cell_formula_units_Z             2
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     4888
_cell_measurement_theta_min       1.00
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        block
_exptl_crystal_colour             'light brown'
_exptl_crystal_size_max           0.24
_exptl_crystal_size_mid           0.08
_exptl_crystal_size_min           0.06
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.454
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              490
_exptl_absorpt_coefficient_mu     1.082
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.7812
_exptl_absorpt_correction_T_max   0.9379
_exptl_absorpt_process_details    
'SADABS V2.10 (Sheldrick, G.M., 2003)'

 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       120(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_monochromator    'graphite'
_diffrn_measurement_device_type  'Bruker-Nonius 95mm CCD camera on κ-goniostat'
_diffrn_measurement_method          'φ & ω scans'
_diffrn_detector_area_resol_mean   9.091
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             23749
_diffrn_reflns_av_R_equivalents   0.0593
_diffrn_reflns_av_sigmaI/netI     0.0575
_diffrn_reflns_limit_h_min        -11
_diffrn_reflns_limit_h_max        11
_diffrn_reflns_limit_k_min        -13
_diffrn_reflns_limit_k_max        13
_diffrn_reflns_limit_l_min        -16
_diffrn_reflns_limit_l_max        16
_diffrn_reflns_theta_min          2.84
_diffrn_reflns_theta_max          27.50
_reflns_number_total              4939
_reflns_number_gt                 3569
_reflns_threshold_expression      >2sigma(I)
 
_computing_data_collection        'COLLECT (Hooft, R.W.W., 1998)'
_computing_cell_refinement        
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
#Although determined using DirAx, the cell is refined in the HKL
#package during data reduction
_computing_data_reduction         
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
 
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 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.
;
 
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
 'calc w=1/[σ²(Fo²)+(0.0337P)²+0.9250P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      SHELXL
_refine_ls_extinction_coef        0.0048(10)
_refine_ls_extinction_expression
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_number_reflns          4939
_refine_ls_number_parameters      259
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0734
_refine_ls_R_factor_gt            0.0421
_refine_ls_wR_factor_ref          0.0955
_refine_ls_wR_factor_gt           0.0849
_refine_ls_goodness_of_fit_ref    1.050
_refine_ls_restrained_S_all       1.050
_refine_ls_shift/su_max           0.000
_refine_ls_shift/su_mean          0.000
 
loop_
 _atom_site_label
 _atom_site_type_symbol
 _atom_site_fract_x
 _atom_site_fract_y
 _atom_site_fract_z
 _atom_site_U_iso_or_equiv
 _atom_site_adp_type
 _atom_site_occupancy
 _atom_site_symmetry_multiplicity
 _atom_site_calc_flag
 _atom_site_refinement_flags
 _atom_site_disorder_assembly
 _atom_site_disorder_group
C1 C -0.2635(3) 0.1694(3) 0.2793(2) 0.0276(6) Uani 1 1 d . . .
C2 C -0.3694(3) 0.0474(3) 0.2326(3) 0.0370(7) Uani 1 1 d . . .
H2 H -0.3470 -0.0310 0.2471 0.044 Uiso 1 1 calc R . .
C3 C -0.5080(3) 0.0371(3) 0.1648(3) 0.0368(7) Uani 1 1 d . . .
H3 H -0.5794 -0.0473 0.1333 0.044 Uiso 1 1 calc R . .
C4 C -0.5403(3) 0.1519(3) 0.1441(3) 0.0318(7) Uani 1 1 d . . .
C5 C -0.4357(3) 0.2755(3) 0.1915(3) 0.0361(7) Uani 1 1 d . . .
H5 H -0.4583 0.3541 0.1776 0.043 Uiso 1 1 calc R . .
C6 C -0.2987(3) 0.2842(3) 0.2587(3) 0.0332(7) Uani 1 1 d . . .
H6 H -0.2280 0.3691 0.2911 0.040 Uiso 1 1 calc R . .
C7 C -0.7872(3) 0.0348(3) 0.0331(3) 0.0417(8) Uani 1 1 d . . .
H7A H -0.7494 -0.0501 -0.0135 0.063 Uiso 1 1 calc R . .
H7B H -0.8704 0.0476 -0.0178 0.063 Uiso 1 1 calc R . .
H7C H -0.8218 0.0250 0.1004 0.063 Uiso 1 1 calc R . .
C8 C 0.1499(3) 0.3823(4) 0.4408(3) 0.0412(8) Uani 1 1 d . . .
H8A H 0.1671 0.3542 0.5075 0.049 Uiso 1 1 calc R . .
H8B H 0.1579 0.4861 0.4756 0.049 Uiso 1 1 calc R . .
C9 C 0.2664(4) 0.3406(4) 0.3680(3) 0.0573(10) Uani 1 1 d . . .
H9A H 0.2675 0.2397 0.3423 0.086 Uiso 1 1 calc R . .
H9B H 0.3642 0.3946 0.4161 0.086 Uiso 1 1 calc R . .
H9C H 0.2440 0.3600 0.2977 0.086 Uiso 1 1 calc R . .
O1 O 0.0009(2) 0.3167(2) 0.36923(17) 0.0323(5) Uani 1 1 d . . .
O2 O -0.6703(2) 0.1549(2) 0.07751(19) 0.0389(5) Uani 1 1 d . . .
P1 P -0.08840(8) 0.18048(8) 0.37125(6) 0.02559(18) Uani 1 1 d . . .
S1 S 0.00560(7) 0.01000(7) 0.30434(6) 0.02629(18) Uani 1 1 d . . .
S2 S -0.11631(7) 0.21075(8) 0.53522(6) 0.02745(18) Uani 1 1 d . . .
Ni1 Ni 0.0000 0.0000 0.5000 0.02189(14) Uani 1 2 d S . .
C10 C 0.1555(3) 0.4422(3) 0.0989(2) 0.0252(6) Uani 1 1 d . . .
C11 C 0.1058(3) 0.3313(3) -0.0193(2) 0.0274(6) Uani 1 1 d . . .
H11 H 0.1672 0.2922 -0.0752 0.033 Uiso 1 1 calc R . .
C12 C -0.0505(3) 0.2902(3) -0.0383(2) 0.0288(6) Uani 1 1 d . . .
H12 H -0.1121 0.2191 -0.1093 0.035 Uiso 1 1 calc R . .
C13 C -0.0990(3) 0.3732(3) 0.0665(2) 0.0293(6) Uani 1 1 d . . .
H13 H -0.1990 0.3667 0.0780 0.035 Uiso 1 1 calc R . .
C14 C 0.0263(3) 0.4680(3) 0.1519(2) 0.0285(6) Uani 1 1 d . . .
H14 H 0.0249 0.5360 0.2299 0.034 Uiso 1 1 calc R . .
C15 C 0.3087(3) 0.5184(3) 0.1479(2) 0.0273(6) Uani 1 1 d . . .
H15 H 0.3781 0.4982 0.0962 0.033 Uiso 1 1 calc R . .
C16 C 0.3575(3) 0.6143(3) 0.2600(3) 0.0298(7) Uani 1 1 d . . .
H16 H 0.2873 0.6310 0.3110 0.036 Uiso 1 1 calc R . .
C17 C 0.5084(3) 0.6969(3) 0.3133(2) 0.0271(6) Uani 1 1 d . . .
C18 C 0.5341(3) 0.8078(3) 0.4268(2) 0.0296(7) Uani 1 1 d . . .
H18 H 0.4552 0.8272 0.4693 0.036 Uiso 1 1 calc R . .
C19 C 0.6736(3) 0.8895(3) 0.4775(2) 0.0284(6) Uani 1 1 d . . .
H19 H 0.6875 0.9653 0.5546 0.034 Uiso 1 1 calc R . .
C20 C 0.7686(3) 0.7581(3) 0.3154(2) 0.0255(6) Uani 1 1 d . . .
H20 H 0.8508 0.7387 0.2767 0.031 Uiso 1 1 calc R . .
C21 C 0.6314(3) 0.6726(3) 0.2580(2) 0.0272(6) Uani 1 1 d . . .
H21 H 0.6205 0.5973 0.1810 0.033 Uiso 1 1 calc R . .
N1 N 0.7911(2) 0.8677(2) 0.42367(19) 0.0248(5) Uani 1 1 d . . .
Fe1 Fe 0.0000 0.5000 0.0000 0.02170(15) Uani 1 2 d S . .
 
 
_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
C1 C2 1.387(4) . ?
C1 C6 1.394(4) . ?
C1 P1 1.803(3) . ?
C2 C3 1.395(4) . ?
C3 C4 1.388(4) . ?
C4 O2 1.367(3) . ?
C4 C5 1.391(4) . ?
C5 C6 1.384(4) . ?
C7 O2 1.433(3) . ?
C8 O1 1.455(3) . ?
C8 C9 1.489(5) . ?
O1 P1 1.593(2) . ?
P1 S1 1.9934(10) . ?
P1 S2 2.0016(10) . ?
S1 Ni1 2.4986(7) . ?
S2 Ni1 2.4679(7) . ?
Ni1 N1 2.099(2) 1_445 ?
Ni1 N1 2.099(2) 2_666 ?
Ni1 S2 2.4679(7) 2_556 ?
Ni1 S1 2.4986(7) 2_556 ?
C10 C11 1.434(4) . ?
C10 C14 1.438(4) . ?
C10 C15 1.461(4) . ?
C10 Fe1 2.055(3) . ?
C11 C12 1.416(4) . ?
C11 Fe1 2.057(3) . ?
C12 C13 1.413(4) . ?
C12 Fe1 2.052(3) . ?
C13 C14 1.421(4) . ?
C13 Fe1 2.046(3) . ?
C14 Fe1 2.046(3) . ?
C15 C16 1.330(4) . ?
C16 C17 1.467(4) . ?
C17 C18 1.393(4) . ?
C17 C21 1.401(4) . ?
C18 C19 1.376(4) . ?
C19 N1 1.344(3) . ?
C20 N1 1.346(3) . ?
C20 C21 1.382(4) . ?
N1 Ni1 2.099(2) 1_665 ?
Fe1 C13 2.046(3) 2_565 ?
Fe1 C14 2.046(3) 2_565 ?
Fe1 C12 2.052(3) 2_565 ?
Fe1 C10 2.055(3) 2_565 ?
Fe1 C11 2.057(3) 2_565 ?
 
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle_publ_flag
C2 C1 C6 118.6(3) . . ?
C2 C1 P1 120.0(2) . . ?
C6 C1 P1 121.3(2) . . ?
C1 C2 C3 121.5(3) . . ?
C4 C3 C2 119.0(3) . . ?
O2 C4 C3 125.0(3) . . ?
O2 C4 C5 114.9(3) . . ?
C3 C4 C5 120.1(3) . . ?
C6 C5 C4 120.2(3) . . ?
C5 C6 C1 120.6(3) . . ?
O1 C8 C9 111.4(3) . . ?
C8 O1 P1 122.0(2) . . ?
C4 O2 C7 117.9(2) . . ?
O1 P1 C1 98.45(12) . . ?
O1 P1 S1 113.32(8) . . ?
C1 P1 S1 113.40(10) . . ?
O1 P1 S2 112.62(8) . . ?
C1 P1 S2 110.38(10) . . ?
S1 P1 S2 108.46(5) . . ?
P1 S1 Ni1 84.70(3) . . ?
P1 S2 Ni1 85.35(3) . . ?
N1 Ni1 N1 180.0 1_445 2_666 ?
N1 Ni1 S2 88.85(6) 1_445 2_556 ?
N1 Ni1 S2 91.15(6) 2_666 2_556 ?
N1 Ni1 S2 91.15(6) 1_445 . ?
N1 Ni1 S2 88.85(6) 2_666 . ?
S2 Ni1 S2 180.0 2_556 . ?
N1 Ni1 S1 91.18(6) 1_445 2_556 ?
N1 Ni1 S1 88.82(6) 2_666 2_556 ?
S2 Ni1 S1 81.48(2) 2_556 2_556 ?
S2 Ni1 S1 98.52(2) . 2_556 ?
N1 Ni1 S1 88.82(6) 1_445 . ?
N1 Ni1 S1 91.18(6) 2_666 . ?
S2 Ni1 S1 98.52(2) 2_556 . ?
S2 Ni1 S1 81.48(2) . . ?
S1 Ni1 S1 180.0 2_556 . ?
C11 C10 C14 107.2(2) . . ?
C11 C10 C15 124.2(2) . . ?
C14 C10 C15 128.4(2) . . ?
C11 C10 Fe1 69.65(15) . . ?
C14 C10 Fe1 69.13(15) . . ?
C15 C10 Fe1 122.8(2) . . ?
C12 C11 C10 108.3(2) . . ?
C12 C11 Fe1 69.63(16) . . ?
C10 C11 Fe1 69.53(16) . . ?
C13 C12 C11 108.2(2) . . ?
C13 C12 Fe1 69.61(16) . . ?
C11 C12 Fe1 70.05(16) . . ?
C12 C13 C14 108.7(2) . . ?
C12 C13 Fe1 70.04(16) . . ?
C14 C13 Fe1 69.69(16) . . ?
C13 C14 C10 107.6(2) . . ?
C13 C14 Fe1 69.67(16) . . ?
C10 C14 Fe1 69.81(16) . . ?
C16 C15 C10 124.3(3) . . ?
C15 C16 C17 126.8(3) . . ?
C18 C17 C21 116.5(2) . . ?
C18 C17 C16 118.9(2) . . ?
C21 C17 C16 124.6(2) . . ?
C19 C18 C17 120.2(3) . . ?
N1 C19 C18 123.4(3) . . ?
N1 C20 C21 123.1(3) . . ?
C20 C21 C17 119.9(2) . . ?
C19 N1 C20 116.9(2) . . ?
C19 N1 Ni1 122.44(17) . 1_665 ?
C20 N1 Ni1 120.60(18) . 1_665 ?
C13 Fe1 C13 180.00(12) . 2_565 ?
C13 Fe1 C14 139.36(10) . 2_565 ?
C13 Fe1 C14 40.64(10) 2_565 2_565 ?
C13 Fe1 C14 40.64(10) . . ?
C13 Fe1 C14 139.36(10) 2_565 . ?
C14 Fe1 C14 180.00(15) 2_565 . ?
C13 Fe1 C12 40.35(11) . . ?
C13 Fe1 C12 139.65(11) 2_565 . ?
C14 Fe1 C12 111.59(11) 2_565 . ?
C14 Fe1 C12 68.41(11) . . ?
C13 Fe1 C12 139.65(11) . 2_565 ?
C13 Fe1 C12 40.35(11) 2_565 2_565 ?
C14 Fe1 C12 68.41(11) 2_565 2_565 ?
C14 Fe1 C12 111.59(11) . 2_565 ?
C12 Fe1 C12 180.00(17) . 2_565 ?
C13 Fe1 C10 111.54(11) . 2_565 ?
C13 Fe1 C10 68.46(11) 2_565 2_565 ?
C14 Fe1 C10 41.06(11) 2_565 2_565 ?
C14 Fe1 C10 138.94(11) . 2_565 ?
C12 Fe1 C10 111.57(10) . 2_565 ?
C12 Fe1 C10 68.43(10) 2_565 2_565 ?
C13 Fe1 C10 68.46(11) . . ?
C13 Fe1 C10 111.54(11) 2_565 . ?
C14 Fe1 C10 138.94(11) 2_565 . ?
C14 Fe1 C10 41.06(11) . . ?
C12 Fe1 C10 68.43(10) . . ?
C12 Fe1 C10 111.57(10) 2_565 . ?
C10 Fe1 C10 180.00(13) 2_565 . ?
C13 Fe1 C11 67.92(11) . . ?
C13 Fe1 C11 112.08(12) 2_565 . ?
C14 Fe1 C11 111.40(11) 2_565 . ?
C14 Fe1 C11 68.60(11) . . ?
C12 Fe1 C11 40.32(11) . . ?
C12 Fe1 C11 139.68(11) 2_565 . ?
C10 Fe1 C11 139.18(10) 2_565 . ?
C10 Fe1 C11 40.82(10) . . ?
C13 Fe1 C11 112.08(12) . 2_565 ?
C13 Fe1 C11 67.92(12) 2_565 2_565 ?
C14 Fe1 C11 68.60(11) 2_565 2_565 ?
C14 Fe1 C11 111.40(11) . 2_565 ?
C12 Fe1 C11 139.68(11) . 2_565 ?
C12 Fe1 C11 40.32(11) 2_565 2_565 ?
C10 Fe1 C11 40.82(10) 2_565 2_565 ?
C10 Fe1 C11 139.18(10) . 2_565 ?
C11 Fe1 C11 180.0 . 2_565 ?
 
_diffrn_measured_fraction_theta_max    0.997
_diffrn_reflns_theta_full              27.50
_diffrn_measured_fraction_theta_full   0.997
_refine_diff_density_max    0.605
_refine_diff_density_min   -0.451
_refine_diff_density_rms    0.080
