#------------------------------------------------------------------------------
#$Date: 2019-11-24 08:57:49 +0200 (Sun, 24 Nov 2019) $
#$Revision: 237394 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/08/82/4088221.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_4088221
loop_
_publ_author_name
'Xiong, Zichang'
'Li, Xiaoyan'
'Zhang, Shumiao'
'Shi, Yaomin'
'Sun, Hongjian'
_publ_section_title
;
 Synthesis and Reactivity of N-Heterocyclic PSiP Pincer Iron and Cobalt
 Complexes and Catalytic Application of Cobalt Hydride in Kumada Coupling
 Reactions
;
_journal_issue                   3
_journal_name_full               Organometallics
_journal_page_first              357
_journal_paper_doi               10.1021/acs.organomet.5b00937
_journal_volume                  35
_journal_year                    2016
_chemical_formula_moiety         'C39 H50 Fe N2 P4 Si'
_chemical_formula_sum            'C39 H50 Fe N2 P4 Si'
_chemical_formula_weight         754.63
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2014-08-19
_audit_creation_method
;
Olex2 1.2
(compiled 2014.07.22 svn.r2960 for OlexSys, GUI svn.r4862)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.773(4)
_cell_length_b                   18.584(4)
_cell_length_c                   9.807(2)
_cell_measurement_reflns_used    11368
_cell_measurement_temperature    180.15
_cell_measurement_theta_max      26.16
_cell_measurement_theta_min      2.19
_cell_volume                     3785.9(13)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      180.15
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.956
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'Stoe IPDS2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0496
_diffrn_reflns_av_unetI/netI     0.0485
_diffrn_reflns_Laue_measured_fraction_full 0.956
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            14871
_diffrn_reflns_point_group_measured_fraction_full 0.956
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         25.696
_diffrn_reflns_theta_min         2.192
_diffrn_source
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_source_target            Mo
_diffrn_source_type              'sealed X-ray tube'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.630
_exptl_absorpt_correction_T_max  0.9110
_exptl_absorpt_correction_T_min  0.8385
_exptl_absorpt_correction_type   integration
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_description       block
_exptl_crystal_F_000             1592
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.247
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.363
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       0.00114(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.893
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     231
_refine_ls_number_reflns         3668
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.893
_refine_ls_R_factor_all          0.0518
_refine_ls_R_factor_gt           0.0285
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0302P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0542
_refine_ls_wR_factor_ref         0.0586
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2635
_reflns_number_total             3668
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            om5b00937_si_002.cif
_cod_data_source_block           complex_2
_cod_original_cell_volume        3786.1(13)
_cod_database_code               4088221
_shelxl_version_number           2014/6
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H1A(0.5) H1B(0.5) H1C(0.5) H19A(0.5) H19B(0.5) H19C(0.5) H20A(0.5)
 H20B(0.5) H20C(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B)
3.b Me refined with riding coordinates:
 C20(H20A,H20B,H20C)
3.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C13(H13),
 C14(H14), C15(H15), C16(H16), C17(H17)
3.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C21(H21A,H21B,H21C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z-1/2'
'x, -y-1/2, 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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.38151(2) 0.2500 0.65456(4) 0.01467(10) Uani 1 2 d S T P . .
H H 0.4497(15) 0.2500 0.613(3) 0.032(9) Uiso 1 2 d S T P . .
P1 P 0.40618(3) 0.13575(2) 0.62055(5) 0.01566(12) Uani 1 1 d . . . . .
P2 P 0.41361(4) 0.2500 0.87626(7) 0.02046(17) Uani 1 2 d S T P . .
P3 P 0.27465(4) 0.2500 0.67179(8) 0.02067(17) Uani 1 2 d S T P . .
Si1 Si 0.37514(4) 0.2500 0.42408(7) 0.01549(17) Uani 1 2 d S T P . .
N1 N 0.42635(8) 0.18204(7) 0.35711(16) 0.0167(4) Uani 1 1 d . . . . .
C1 C 0.30276(14) 0.2500 0.3059(3) 0.0219(6) Uani 1 2 d S T P . .
H1A H 0.2661 0.2275 0.3521 0.033 Uiso 0.5 1 calc GR . . A -1
H1B H 0.3130 0.2228 0.2231 0.033 Uiso 0.5 1 calc GR . . A -1
H1C H 0.2918 0.2996 0.2815 0.033 Uiso 0.5 1 calc GR . . A -1
C2 C 0.48555(10) 0.21159(10) 0.3170(2) 0.0189(4) Uani 1 1 d . . . . .
C3 C 0.53970(11) 0.17513(11) 0.2748(2) 0.0257(5) Uani 1 1 d . . . . .
H3 H 0.5399 0.1240 0.2744 0.031 Uiso 1 1 calc R . . . .
C4 C 0.59420(12) 0.21263(12) 0.2326(2) 0.0324(5) Uani 1 1 d . . . . .
H4 H 0.6314 0.1871 0.2038 0.039 Uiso 1 1 calc R . . . .
C5 C 0.42210(10) 0.11532(9) 0.43255(19) 0.0194(4) Uani 1 1 d . . . . .
H5A H 0.4628 0.0881 0.4232 0.023 Uiso 1 1 calc R . . . .
H5B H 0.3868 0.0854 0.3954 0.023 Uiso 1 1 calc R . . . .
C6 C 0.48237(10) 0.10078(9) 0.6925(2) 0.0187(4) Uani 1 1 d . . . . .
C7 C 0.54086(10) 0.13030(10) 0.6482(2) 0.0235(5) Uani 1 1 d . . . . .
H7 H 0.5407 0.1680 0.5828 0.028 Uiso 1 1 calc R . . . .
C8 C 0.59857(11) 0.10517(11) 0.6985(2) 0.0289(5) Uani 1 1 d . . . . .
H8 H 0.6378 0.1256 0.6669 0.035 Uiso 1 1 calc R . . . .
C9 C 0.60021(11) 0.05064(12) 0.7944(2) 0.0321(5) Uani 1 1 d . . . . .
H9 H 0.6402 0.0339 0.8294 0.039 Uiso 1 1 calc R . . . .
C10 C 0.54308(11) 0.02077(11) 0.8389(2) 0.0303(5) Uani 1 1 d . . . . .
H10 H 0.5437 -0.0168 0.9045 0.036 Uiso 1 1 calc R . . . .
C11 C 0.48509(11) 0.04543(10) 0.7881(2) 0.0230(5) Uani 1 1 d . . . . .
H11 H 0.4462 0.0242 0.8192 0.028 Uiso 1 1 calc R . . . .
C12 C 0.35458(10) 0.05833(9) 0.6657(2) 0.0191(4) Uani 1 1 d . . . . .
C13 C 0.35907(10) -0.00729(10) 0.5960(2) 0.0238(5) Uani 1 1 d . . . . .
H13 H 0.3887 -0.0124 0.5229 0.029 Uiso 1 1 calc R . . . .
C14 C 0.32043(12) -0.06467(11) 0.6334(2) 0.0347(6) Uani 1 1 d . . . . .
H14 H 0.3233 -0.1087 0.5845 0.042 Uiso 1 1 calc R . . . .
C15 C 0.27790(13) -0.05880(12) 0.7404(3) 0.0394(6) Uani 1 1 d . . . . .
H15 H 0.2511 -0.0983 0.7642 0.047 Uiso 1 1 calc R . . . .
C16 C 0.27444(12) 0.00460(12) 0.8128(3) 0.0377(6) Uani 1 1 d . . . . .
H16 H 0.2463 0.0086 0.8888 0.045 Uiso 1 1 calc R . . . .
C17 C 0.31231(11) 0.06270(11) 0.7741(2) 0.0259(5) Uani 1 1 d . . . . .
H17 H 0.3091 0.1066 0.8233 0.031 Uiso 1 1 calc R . . . .
C18 C 0.39109(12) 0.17591(11) 0.9907(2) 0.0288(6) Uani 1 1 d . . . . .
H18A H 0.4054 0.1301 0.9513 0.043 Uiso 1 1 calc GR . . . .
H18B H 0.3442 0.1752 1.0021 0.043 Uiso 1 1 calc GR . . . .
H18C H 0.4117 0.1829 1.0796 0.043 Uiso 1 1 calc GR . . . .
C19 C 0.50006(15) 0.2500 0.9090(3) 0.0303(7) Uani 1 2 d S T P . .
H19A H 0.5179 0.2975 0.8872 0.045 Uiso 0.5 1 calc GR . . B -1
H19B H 0.5208 0.2134 0.8520 0.045 Uiso 0.5 1 calc GR . . B -1
H19C H 0.5079 0.2391 1.0053 0.045 Uiso 0.5 1 calc GR . . B -1
C20 C 0.23286(16) 0.2500 0.8380(3) 0.0291(7) Uani 1 2 d S T P . .
H20A H 0.2511 0.2877 0.8963 0.044 Uiso 0.5 1 calc R . . C -1
H20B H 0.1869 0.2593 0.8238 0.044 Uiso 0.5 1 calc R . . C -1
H20C H 0.2384 0.2031 0.8820 0.044 Uiso 0.5 1 calc R . . C -1
C21 C 0.22966(11) 0.17551(11) 0.5920(2) 0.0293(5) Uani 1 1 d . . . . .
H21A H 0.2476 0.1655 0.5015 0.044 Uiso 1 1 calc GR . . . .
H21B H 0.1843 0.1890 0.5831 0.044 Uiso 1 1 calc GR . . . .
H21C H 0.2332 0.1324 0.6490 0.044 Uiso 1 1 calc GR . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.0860
0 -1 0 0.1150
0 0 1 0.1720
0 0 -1 0.1940
1 0 0 0.0690
-1 0 0 0.0860
1 1 0 0.0760
-1 -1 0 0.0980
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
P1 Fe1 P1 147.86(3) . 8_565
P1 Fe1 P2 94.377(17) 8_565 .
P1 Fe1 P2 94.377(17) . .
P1 Fe1 P3 104.049(18) . .
P1 Fe1 P3 104.050(18) 8_565 .
P1 Fe1 Si1 82.116(17) . .
P1 Fe1 Si1 82.117(17) 8_565 .
P3 Fe1 P2 102.70(3) . .
P3 Fe1 Si1 91.00(3) . .
Si1 Fe1 P2 166.30(4) . .
C5 P1 Fe1 112.13(6) . .
C6 P1 Fe1 118.58(6) . .
C6 P1 C5 98.62(9) . .
C12 P1 Fe1 125.27(7) . .
C12 P1 C5 100.18(9) . .
C12 P1 C6 97.55(9) . .
C18 P2 Fe1 120.62(7) 8_565 .
C18 P2 Fe1 120.62(7) . .
C18 P2 C18 97.13(14) 8_565 .
C19 P2 Fe1 117.18(11) . .
C19 P2 C18 98.24(11) . 8_565
C19 P2 C18 98.24(11) . .
C20 P3 Fe1 122.40(11) . .
C21 P3 Fe1 118.23(8) . .
C21 P3 Fe1 118.23(8) 8_565 .
C21 P3 C20 97.83(11) 8_565 .
C21 P3 C20 97.83(11) . .
C21 P3 C21 97.28(15) . 8_565
N1 Si1 Fe1 109.51(6) 8_565 .
N1 Si1 Fe1 109.51(6) . .
N1 Si1 N1 90.58(11) . 8_565
N1 Si1 C1 104.39(9) 8_565 .
N1 Si1 C1 104.39(9) . .
C1 Si1 Fe1 130.98(10) . .
C2 N1 Si1 110.50(12) . .
C2 N1 C5 122.17(16) . .
C5 N1 Si1 112.56(12) . .
N1 C2 C2 113.04(10) . 8_565
C3 C2 N1 127.43(17) . .
C3 C2 C2 119.48(12) . 8_565
C2 C3 C4 120.49(19) . .
C4 C4 C3 120.03(13) 8_565 .
N1 C5 P1 109.49(12) . .
C7 C6 P1 119.05(15) . .
C11 C6 P1 123.40(17) . .
C11 C6 C7 117.5(2) . .
C8 C7 C6 120.67(19) . .
C7 C8 C9 120.9(2) . .
C10 C9 C8 119.2(2) . .
C9 C10 C11 120.2(2) . .
C10 C11 C6 121.5(2) . .
C13 C12 P1 121.49(16) . .
C17 C12 P1 120.48(15) . .
C17 C12 C13 117.96(18) . .
C14 C13 C12 120.2(2) . .
C15 C14 C13 120.9(2) . .
C14 C15 C16 119.6(2) . .
C15 C16 C17 119.6(2) . .
C12 C17 C16 121.7(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 P1 2.2095(6) .
Fe1 P1 2.2095(6) 8_565
Fe1 P2 2.2742(9) .
Fe1 P3 2.2262(10) .
Fe1 Si1 2.2643(9) .
P1 C5 1.911(2) .
P1 C6 1.851(2) .
P1 C12 1.8480(19) .
P2 C18 1.837(2) 8_565
P2 C18 1.837(2) .
P2 C19 1.824(3) .
P3 C20 1.846(3) .
P3 C21 1.845(2) 8_565
P3 C21 1.845(2) .
Si1 N1 1.7773(16) 8_565
Si1 N1 1.7772(16) .
Si1 C1 1.898(3) .
N1 C2 1.403(3) .
N1 C5 1.447(2) .
C2 C2 1.428(4) 8_565
C2 C3 1.377(3) .
C3 C4 1.392(3) .
C4 C4 1.389(4) 8_565
C6 C7 1.402(3) .
C6 C11 1.394(3) .
C7 C8 1.378(3) .
C8 C9 1.383(3) .
C9 C10 1.381(3) .
C10 C11 1.382(3) .
C12 C13 1.401(3) .
C12 C17 1.381(3) .
C13 C14 1.384(3) .
C14 C15 1.376(3) .
C15 C16 1.378(3) .
C16 C17 1.389(3) .
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_4
Fe1 P1 C6 C7 -61.99(17) . .
Fe1 P1 C6 C11 118.85(15) . .
Fe1 P1 C12 C13 153.66(14) . .
Fe1 P1 C12 C17 -29.4(2) . .
Fe1 Si1 N1 C2 -97.28(12) . .
Fe1 Si1 N1 C5 43.15(14) . .
P1 C6 C7 C8 -179.40(16) . .
P1 C6 C11 C10 179.77(16) . .
P1 C12 C13 C14 179.07(16) . .
P1 C12 C17 C16 -177.96(18) . .
Si1 N1 C2 C2 -10.42(13) . 8_565
Si1 N1 C2 C3 172.26(18) . .
Si1 N1 C5 P1 -33.11(17) . .
N1 Si1 N1 C2 13.69(17) 8_565 .
N1 Si1 N1 C5 154.12(10) 8_565 .
N1 C2 C3 C4 177.3(2) . .
C1 Si1 N1 C2 118.71(14) . .
C1 Si1 N1 C5 -100.86(14) . .
C2 N1 C5 P1 102.07(18) . .
C2 C2 C3 C4 0.1(3) 8_565 .
C2 C3 C4 C4 -0.1(3) . 8_565
C5 P1 C6 C7 59.10(16) . .
C5 P1 C6 C11 -120.05(17) . .
C5 P1 C12 C13 27.09(19) . .
C5 P1 C12 C17 -155.94(17) . .
C5 N1 C2 C2 -146.40(12) . 8_565
C5 N1 C2 C3 36.3(3) . .
C6 P1 C12 C13 -73.12(18) . .
C6 P1 C12 C17 103.84(18) . .
C6 C7 C8 C9 -0.4(3) . .
C7 C6 C11 C10 0.6(3) . .
C7 C8 C9 C10 0.6(3) . .
C8 C9 C10 C11 -0.2(3) . .
C9 C10 C11 C6 -0.4(3) . .
C11 C6 C7 C8 -0.2(3) . .
C12 P1 C6 C7 160.66(16) . .
C12 P1 C6 C11 -18.50(18) . .
C12 C13 C14 C15 -1.1(3) . .
C13 C12 C17 C16 -0.9(3) . .
C13 C14 C15 C16 -1.1(4) . .
C14 C15 C16 C17 2.2(4) . .
C15 C16 C17 C12 -1.2(4) . .
C17 C12 C13 C14 2.0(3) . .
