#------------------------------------------------------------------------------
#$Date: 2016-03-21 06:41:29 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178529 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/34/4063434.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4063434
loop_
_publ_author_name
'Volpe, Emily C.'
'Wolczanski, Peter T.'
'Lobkovsky, Emil B.'
_publ_section_title
;
 Aryl-Containing Pyridine-Imine and Azaallyl Chelates of Iron toward
 Strong Field Coordination Compounds
;
_journal_issue                   2
_journal_name_full               Organometallics
_journal_page_first              364
_journal_paper_doi               10.1021/om900793c
_journal_volume                  29
_journal_year                    2010
_chemical_formula_moiety         'C27 H48 Fe N2 P3, C F3 O3 S'
_chemical_formula_sum            'C28 H48 F3 Fe N2 O3 P3 S'
_chemical_formula_weight         698.50
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                97.4860(10)
_cell_angle_beta                 105.8730(10)
_cell_angle_gamma                102.5040(10)
_cell_formula_units_Z            2
_cell_length_a                   9.1821(3)
_cell_length_b                   13.7066(4)
_cell_length_c                   14.5326(5)
_cell_measurement_reflns_used    9990
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      0.00
_cell_measurement_theta_min      0.00
_cell_volume                     1682.20(9)
_computing_cell_refinement       'Bruker SAINT+'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT+'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker X8 APEX II diffractometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_sigmaI/netI    0.0421
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            41235
_diffrn_reflns_theta_full        30.51
_diffrn_reflns_theta_max         30.51
_diffrn_reflns_theta_min         1.92
_exptl_absorpt_coefficient_mu    0.701
_exptl_absorpt_correction_T_max  0.8443
_exptl_absorpt_correction_T_min  0.7668
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.487
_refine_diff_density_min         -0.463
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     419
_refine_ls_number_reflns         10134
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0623
_refine_ls_R_factor_gt           0.0419
_refine_ls_shift/su_max          0.041
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0468P)²+0.4618P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0960
_refine_ls_wR_factor_ref         0.1043
_reflns_number_gt                7579
_reflns_number_total             10134
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om900793c_si_002.cif
_cod_data_source_block           ev7
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1673 2011-04-08 12:14:43Z adriana 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4063434
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.17937(2) 0.238612(14) 0.268669(13) 0.01929(5) Uani 1 1 d . . .
P1 P 0.24573(4) 0.11979(3) 0.17933(3) 0.02320(8) Uani 1 1 d . . .
P2 P 0.34178(4) 0.36262(3) 0.22968(3) 0.02868(9) Uani 1 1 d . . .
P3 P 0.07784(4) 0.34793(3) 0.34340(3) 0.02636(9) Uani 1 1 d . . .
S1 S -0.00708(4) 0.22244(3) 0.65237(3) 0.03218(9) Uani 1 1 d . . .
F1 F 0.15953(18) 0.32341(15) 0.82808(10) 0.1092(6) Uani 1 1 d . . .
F2 F 0.29183(13) 0.30763(11) 0.73276(11) 0.0862(5) Uani 1 1 d . . .
F3 F 0.20547(15) 0.17997(11) 0.78970(11) 0.0912(5) Uani 1 1 d . . .
O1 O 0.03356(17) 0.15801(11) 0.58317(10) 0.0612(4) Uani 1 1 d . . .
O2 O -0.02708(15) 0.31646(9) 0.62680(10) 0.0538(4) Uani 1 1 d . . .
O3 O -0.12375(13) 0.16858(10) 0.68889(9) 0.0501(3) Uani 1 1 d . . .
N1 N 0.05355(12) 0.12659(8) 0.30484(8) 0.0213(2) Uani 1 1 d . . .
N2 N 0.37704(14) 0.13076(10) 0.51641(9) 0.0326(3) Uani 1 1 d . . .
C1 C -0.02392(14) 0.20918(10) 0.15737(9) 0.0208(3) Uani 1 1 d . . .
C2 C -0.07718(15) 0.25398(10) 0.07695(10) 0.0234(3) Uani 1 1 d . . .
H2 H -0.0123(16) 0.3051(10) 0.0642(10) 0.017(3) Uiso 1 1 d . . .
C3 C -0.23084(15) 0.22491(11) 0.01261(10) 0.0243(3) Uani 1 1 d . . .
C4 C -0.33894(15) 0.14333(11) 0.02677(10) 0.0261(3) Uani 1 1 d . . .
H4 H -0.4447(19) 0.1230(12) -0.0130(12) 0.040(5) Uiso 1 1 d . . .
C5 C -0.29431(15) 0.09506(11) 0.10253(10) 0.0247(3) Uani 1 1 d . . .
H5 H -0.3644(18) 0.0423(12) 0.1116(11) 0.031(4) Uiso 1 1 d . . .
C6 C -0.14095(14) 0.12781(10) 0.16729(9) 0.0209(3) Uani 1 1 d . . .
C7 C -0.08907(15) 0.08429(10) 0.25058(10) 0.0233(3) Uani 1 1 d . . .
H7 H -0.1536(17) 0.0287(11) 0.2635(10) 0.024(4) Uiso 1 1 d . . .
C8 C 0.12227(17) 0.08714(11) 0.39014(10) 0.0280(3) Uani 1 1 d . . .
H8B H 0.0638(17) 0.0913(11) 0.4330(11) 0.024(4) Uiso 1 1 d . . .
H8A H 0.122(2) 0.0148(13) 0.3698(12) 0.043(5) Uiso 1 1 d . . .
C9 C 0.28608(15) 0.15369(11) 0.43589(10) 0.0257(3) Uani 1 1 d . . .
C10 C 0.52719(18) 0.18816(14) 0.56161(11) 0.0390(4) Uani 1 1 d . . .
H10 H 0.581(2) 0.1649(13) 0.6117(13) 0.044(5) Uiso 1 1 d . . .
C11 C 0.58423(18) 0.27044(14) 0.52732(12) 0.0400(4) Uani 1 1 d . . .
H11 H 0.681(2) 0.3072(13) 0.5542(13) 0.045(5) Uiso 1 1 d . . .
C12 C 0.49055(17) 0.29491(13) 0.44611(11) 0.0332(4) Uani 1 1 d . . .
H12 H 0.5292(18) 0.3517(12) 0.4241(11) 0.030(4) Uiso 1 1 d . . .
C13 C 0.33691(15) 0.23493(11) 0.39277(10) 0.0253(3) Uani 1 1 d . . .
C14 C -0.28698(16) 0.28205(11) -0.06775(10) 0.0291(3) Uani 1 1 d . . .
C15 C -0.3788(2) 0.20812(14) -0.16582(12) 0.0439(4) Uani 1 1 d . . .
H15A H -0.3111 0.1686 -0.1851 0.066 Uiso 1 1 calc R . .
H15B H -0.4128 0.2470 -0.2159 0.066 Uiso 1 1 calc R . .
H15C H -0.4709 0.1617 -0.1590 0.066 Uiso 1 1 calc R . .
C16 C -0.1511(2) 0.35623(15) -0.08465(14) 0.0496(5) Uani 1 1 d . . .
H16A H -0.0986 0.4106 -0.0264 0.074 Uiso 1 1 calc R . .
H16B H -0.1917 0.3861 -0.1409 0.074 Uiso 1 1 calc R . .
H16C H -0.0759 0.3196 -0.0975 0.074 Uiso 1 1 calc R . .
C17 C -0.39569(19) 0.34188(13) -0.03793(13) 0.0400(4) Uani 1 1 d . . .
H17A H -0.4840 0.2946 -0.0279 0.060 Uiso 1 1 calc R . .
H17B H -0.4356 0.3775 -0.0897 0.060 Uiso 1 1 calc R . .
H17C H -0.3370 0.3918 0.0228 0.060 Uiso 1 1 calc R . .
C18 C 0.3128(2) 0.04429(14) 0.55684(13) 0.0473(5) Uani 1 1 d . . .
H18A H 0.2225 0.0558 0.5759 0.071 Uiso 1 1 calc R . .
H18B H 0.3937 0.0382 0.6142 0.071 Uiso 1 1 calc R . .
H18C H 0.2794 -0.0187 0.5073 0.071 Uiso 1 1 calc R . .
C19 C 0.10963(17) -0.00738(11) 0.13992(12) 0.0320(4) Uani 1 1 d . . .
H19A H 0.0053 -0.0026 0.1036 0.048 Uiso 1 1 calc R . .
H19B H 0.1036 -0.0366 0.1973 0.048 Uiso 1 1 calc R . .
H19C H 0.1469 -0.0512 0.0978 0.048 Uiso 1 1 calc R . .
C20 C 0.42491(17) 0.08395(12) 0.23760(12) 0.0363(4) Uani 1 1 d . . .
H20A H 0.4144 0.0566 0.2952 0.054 Uiso 1 1 calc R . .
H20B H 0.5149 0.1442 0.2575 0.054 Uiso 1 1 calc R . .
H20C H 0.4411 0.0319 0.1912 0.054 Uiso 1 1 calc R . .
C21 C 0.26527(18) 0.13704(13) 0.06042(11) 0.0351(4) Uani 1 1 d . . .
H21A H 0.2816 0.0751 0.0275 0.053 Uiso 1 1 calc R . .
H21B H 0.3553 0.1950 0.0694 0.053 Uiso 1 1 calc R . .
H21C H 0.1695 0.1503 0.0205 0.053 Uiso 1 1 calc R . .
C22 C 0.53837(16) 0.34824(13) 0.23250(13) 0.0383(4) Uani 1 1 d . . .
H22A H 0.5276 0.2916 0.1803 0.057 Uiso 1 1 calc R . .
H22B H 0.5907 0.3341 0.2958 0.057 Uiso 1 1 calc R . .
H22C H 0.6010 0.4114 0.2228 0.057 Uiso 1 1 calc R . .
C23 C 0.28740(18) 0.39757(13) 0.10963(12) 0.0396(4) Uani 1 1 d . . .
H23A H 0.2079 0.4357 0.1062 0.059 Uiso 1 1 calc R . .
H23B H 0.2448 0.3356 0.0585 0.059 Uiso 1 1 calc R . .
H23C H 0.3805 0.4401 0.1001 0.059 Uiso 1 1 calc R . .
C24 C 0.4100(2) 0.49291(12) 0.30383(14) 0.0457(5) Uani 1 1 d . . .
H24A H 0.4809 0.5363 0.2771 0.069 Uiso 1 1 calc R . .
H24B H 0.4658 0.4914 0.3713 0.069 Uiso 1 1 calc R . .
H24C H 0.3195 0.5203 0.3025 0.069 Uiso 1 1 calc R . .
C25 C -0.00326(19) 0.43787(12) 0.27585(13) 0.0400(4) Uani 1 1 d . . .
H25A H -0.0998 0.4007 0.2234 0.060 Uiso 1 1 calc R . .
H25B H 0.0735 0.4732 0.2477 0.060 Uiso 1 1 calc R . .
H25C H -0.0268 0.4879 0.3203 0.060 Uiso 1 1 calc R . .
C26 C 0.19860(19) 0.42888(14) 0.46227(12) 0.0450(5) Uani 1 1 d . . .
H26A H 0.1411 0.4751 0.4838 0.067 Uiso 1 1 calc R . .
H26B H 0.2966 0.4689 0.4563 0.067 Uiso 1 1 calc R . .
H26C H 0.2226 0.3859 0.5102 0.067 Uiso 1 1 calc R . .
C27 C -0.09209(17) 0.28935(13) 0.37843(12) 0.0358(4) Uani 1 1 d . . .
H27A H -0.1328 0.3428 0.4060 0.054 Uiso 1 1 calc R . .
H27B H -0.0607 0.2487 0.4274 0.054 Uiso 1 1 calc R . .
H27C H -0.1739 0.2452 0.3208 0.054 Uiso 1 1 calc R . .
C28 C 0.1706(2) 0.26051(16) 0.75639(14) 0.0512(5) Uani 1 1 d . . .
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'
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
N1 Fe1 C13 81.82(5) . . ?
N1 Fe1 C1 80.24(5) . . ?
C13 Fe1 C1 161.95(6) . . ?
N1 Fe1 P1 86.52(4) . . ?
C13 Fe1 P1 93.52(4) . . ?
C1 Fe1 P1 87.35(4) . . ?
N1 Fe1 P3 89.95(4) . . ?
C13 Fe1 P3 93.33(4) . . ?
C1 Fe1 P3 84.72(4) . . ?
P1 Fe1 P3 171.773(14) . . ?
N1 Fe1 P2 175.30(4) . . ?
C13 Fe1 P2 94.88(4) . . ?
C1 Fe1 P2 103.14(4) . . ?
P1 Fe1 P2 90.354(16) . . ?
P3 Fe1 P2 93.603(16) . . ?
C21 P1 C19 97.80(7) . . ?
C21 P1 C20 102.95(8) . . ?
C19 P1 C20 98.49(7) . . ?
C21 P1 Fe1 119.68(6) . . ?
C19 P1 Fe1 116.82(5) . . ?
C20 P1 Fe1 117.36(5) . . ?
C23 P2 C24 97.21(8) . . ?
C23 P2 C22 97.73(8) . . ?
C24 P2 C22 96.24(8) . . ?
C23 P2 Fe1 121.32(5) . . ?
C24 P2 Fe1 120.55(7) . . ?
C22 P2 Fe1 118.36(6) . . ?
C27 P3 C26 98.30(8) . . ?
C27 P3 C25 99.30(8) . . ?
C26 P3 C25 103.03(8) . . ?
C27 P3 Fe1 115.38(6) . . ?
C26 P3 Fe1 118.87(6) . . ?
C25 P3 Fe1 118.42(6) . . ?
O2 S1 O1 114.96(9) . . ?
O2 S1 O3 115.93(9) . . ?
O1 S1 O3 113.36(9) . . ?
O2 S1 C28 103.67(9) . . ?
O1 S1 C28 102.59(9) . . ?
O3 S1 C28 104.11(8) . . ?
C7 N1 C8 120.27(12) . . ?
C7 N1 Fe1 119.55(10) . . ?
C8 N1 Fe1 120.10(8) . . ?
C9 N2 C10 120.62(14) . . ?
C9 N2 C18 120.08(13) . . ?
C10 N2 C18 119.29(13) . . ?
C2 C1 C6 113.77(11) . . ?
C2 C1 Fe1 134.83(9) . . ?
C6 C1 Fe1 111.29(9) . . ?
C3 C2 C1 124.62(12) . . ?
C2 C3 C4 118.13(13) . . ?
C2 C3 C14 122.70(12) . . ?
C4 C3 C14 119.08(11) . . ?
C5 C4 C3 120.31(11) . . ?
C4 C5 C6 120.20(12) . . ?
C5 C6 C1 122.94(13) . . ?
C5 C6 C7 123.03(12) . . ?
C1 C6 C7 114.02(11) . . ?
N1 C7 C6 114.89(12) . . ?
N1 C8 C9 106.15(12) . . ?
N2 C9 C13 124.02(12) . . ?
N2 C9 C8 117.59(13) . . ?
C13 C9 C8 118.39(12) . . ?
C11 C10 N2 119.45(15) . . ?
C10 C11 C12 119.95(14) . . ?
C11 C12 C13 123.16(16) . . ?
C9 C13 C12 112.61(13) . . ?
C9 C13 Fe1 113.23(9) . . ?
C12 C13 Fe1 134.15(12) . . ?
C3 C14 C16 112.34(12) . . ?
C3 C14 C17 108.28(13) . . ?
C16 C14 C17 109.06(14) . . ?
C3 C14 C15 111.40(13) . . ?
C16 C14 C15 106.98(14) . . ?
C17 C14 C15 108.70(12) . . ?
F1 C28 F2 106.35(17) . . ?
F1 C28 F3 108.39(19) . . ?
F2 C28 F3 106.92(17) . . ?
F1 C28 S1 112.43(14) . . ?
F2 C28 S1 111.35(14) . . ?
F3 C28 S1 111.12(13) . . ?
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 N1 1.9347(11) . ?
Fe1 C13 1.9940(13) . ?
Fe1 C1 2.0287(12) . ?
Fe1 P1 2.2407(4) . ?
Fe1 P3 2.2424(4) . ?
Fe1 P2 2.2470(4) . ?
P1 C21 1.8254(16) . ?
P1 C19 1.8257(14) . ?
P1 C20 1.8334(15) . ?
P2 C23 1.8351(17) . ?
P2 C24 1.8406(16) . ?
P2 C22 1.8479(16) . ?
P3 C27 1.8268(16) . ?
P3 C26 1.8343(15) . ?
P3 C25 1.8305(17) . ?
S1 O2 1.4222(13) . ?
S1 O1 1.4307(14) . ?
S1 O3 1.4301(13) . ?
S1 C28 1.8152(18) . ?
F1 C28 1.304(3) . ?
F2 C28 1.316(2) . ?
F3 C28 1.328(2) . ?
N1 C7 1.2885(15) . ?
N1 C8 1.4567(18) . ?
N2 C9 1.3566(18) . ?
N2 C10 1.3607(19) . ?
N2 C18 1.472(2) . ?
C1 C2 1.409(2) . ?
C1 C6 1.4238(18) . ?
C2 C3 1.4006(17) . ?
C3 C4 1.403(2) . ?
C3 C14 1.525(2) . ?
C4 C5 1.370(2) . ?
C5 C6 1.4006(17) . ?
C6 C7 1.4296(19) . ?
C8 C9 1.4958(19) . ?
C9 C13 1.403(2) . ?
C10 C11 1.352(3) . ?
C11 C12 1.385(2) . ?
C12 C13 1.4144(18) . ?
C14 C16 1.528(2) . ?
C14 C17 1.535(2) . ?
C14 C15 1.538(2) . ?
