#------------------------------------------------------------------------------
#$Date: 2016-03-21 06:43:43 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178531 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/36/4063602.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_4063602
loop_
_publ_author_name
'Sues, Peter E.'
'Lough, Alan J.'
'Morris, Robert H.'
_publ_section_title
;
 Stereoelectronic Factors in Iron Catalysis: Synthesis and
 Characterization of Aryl-Substituted Iron(II) Carbonyl P--N--N--P
 Complexes and Their Use in the Asymmetric Transfer Hydrogenation of
 Ketones
;
_journal_issue                   16
_journal_name_full               Organometallics
_journal_page_first              4418
_journal_paper_doi               10.1021/om2005172
_journal_volume                  30
_journal_year                    2011
_chemical_formula_moiety         'C32 H36 O2 P2, 2(C H4 O), 2(B F4)'
_chemical_formula_sum            'C34 H44 B2 F8 O4 P2'
_chemical_formula_weight         752.25
_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                68.306(4)
_cell_angle_beta                 72.384(4)
_cell_angle_gamma                74.079(3)
_cell_formula_units_Z            1
_cell_length_a                   8.4990(6)
_cell_length_b                   9.7576(6)
_cell_length_c                   12.2672(6)
_cell_measurement_reflns_used    16832
_cell_measurement_temperature    150(1)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.6
_cell_volume                     885.65(10)
_computing_cell_refinement       'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'Collect (Nonius B.V., 1997-2002)'
_computing_data_reduction        Denzo-SMN
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXTL V6.1'
_computing_structure_refinement  'SHELXTL V6.1 (Sheldrick, 2008)'
_computing_structure_solution    'SIR-92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      150(1)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ scans and ω scans with κ offsets'
_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  0.0803
_diffrn_reflns_av_sigmaI/netI    0.0769
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            16832
_diffrn_reflns_theta_full        27.54
_diffrn_reflns_theta_max         27.54
_diffrn_reflns_theta_min         2.56
_exptl_absorpt_coefficient_mu    0.203
_exptl_absorpt_correction_T_max  1.003
_exptl_absorpt_correction_T_min  0.781
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
multi-scan from symmetry-related measurements 
 Sortav (Blessing 1995)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.368
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     270
_refine_ls_number_reflns         4034
_refine_ls_number_restraints     15
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.1216
_refine_ls_R_factor_gt           0.0618
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0774P)²+0.2598P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1495
_refine_ls_wR_factor_ref         0.1777
_reflns_number_gt                2350
_reflns_number_total             4034
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            om2005172_si_002.cif
_cod_data_source_block           6a
_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 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        885.65(9)
_cod_database_code               4063602
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
P1 P 0.46894(10) 0.37928(8) 0.64433(6) 0.0369(2) Uani 1 1 d . . .
O1 O 0.7401(3) 0.4926(2) 0.56254(18) 0.0471(6) Uani 0.90 1 d P A 1
H1O H 0.7726 0.5616 0.5704 0.071 Uiso 0.90 1 d PR A 1
O1A O 0.594(2) 0.5656(18) 0.6841(14) 0.031(4) Uiso 0.10 1 d P B 2
H1OA H 0.6667 0.6204 0.6480 0.047 Uiso 0.10 1 d PR B 2
C1 C 0.5685(4) 0.5442(3) 0.5925(2) 0.0418(7) Uani 1 1 d . A 1
H1A H 0.5446 0.5832 0.6617 0.050 Uiso 0.90 1 calc PR A 1
H1B H 0.6848 0.5074 0.5512 0.050 Uiso 0.10 1 calc PR B 2
C2 C 0.5012(4) 0.6710(3) 0.4891(2) 0.0399(7) Uani 1 1 d . . .
H2A H 0.5574 0.7571 0.4671 0.048 Uiso 1 1 calc R A 1
H2B H 0.3796 0.7046 0.5183 0.048 Uiso 1 1 calc R A 1
C3 C 0.5783(4) 0.2318(3) 0.7469(2) 0.0369(6) Uani 1 1 d . A .
C4 C 0.6967(5) 0.1166(3) 0.7136(3) 0.0601(10) Uani 1 1 d . . .
H4A H 0.7167 0.1111 0.6347 0.072 Uiso 1 1 calc R A .
C5 C 0.7862(5) 0.0096(4) 0.7945(3) 0.0651(10) Uani 1 1 d . A .
H5A H 0.8680 -0.0681 0.7698 0.078 Uiso 1 1 calc R . .
C6 C 0.7597(4) 0.0127(3) 0.9105(2) 0.0432(7) Uani 1 1 d . . .
C7 C 0.6407(4) 0.1269(3) 0.9444(2) 0.0437(7) Uani 1 1 d . A .
H7A H 0.6204 0.1313 1.0237 0.052 Uiso 1 1 calc R . .
C8 C 0.5506(4) 0.2353(3) 0.8638(2) 0.0426(7) Uani 1 1 d . . .
H8A H 0.4689 0.3129 0.8886 0.051 Uiso 1 1 calc R A .
C9 C 0.8563(4) -0.1070(3) 0.9985(3) 0.0536(8) Uani 1 1 d . A .
H9A H 0.8220 -0.0861 1.0755 0.080 Uiso 1 1 calc R . .
H9B H 0.9769 -0.1074 0.9661 0.080 Uiso 1 1 calc R . .
H9C H 0.8328 -0.2053 1.0111 0.080 Uiso 1 1 calc R . .
C10 C 0.2543(4) 0.4271(3) 0.7145(2) 0.0367(6) Uani 1 1 d . A .
C11 C 0.1330(4) 0.3553(3) 0.7141(2) 0.0413(7) Uani 1 1 d . . .
H11A H 0.1640 0.2842 0.6719 0.050 Uiso 1 1 calc R A .
C12 C -0.0314(4) 0.3869(3) 0.7748(3) 0.0452(7) Uani 1 1 d . A .
H12A H -0.1123 0.3366 0.7743 0.054 Uiso 1 1 calc R . .
C13 C -0.0808(4) 0.4923(3) 0.8370(3) 0.0467(8) Uani 1 1 d . . .
C14 C 0.0406(4) 0.5625(3) 0.8367(3) 0.0482(8) Uani 1 1 d . A .
H14A H 0.0095 0.6336 0.8790 0.058 Uiso 1 1 calc R . .
C15 C 0.2057(4) 0.5318(3) 0.7766(2) 0.0429(7) Uani 1 1 d . . .
H15A H 0.2863 0.5821 0.7776 0.052 Uiso 1 1 calc R A .
C16 C -0.2597(4) 0.5267(4) 0.9023(3) 0.0650(10) Uani 1 1 d . A .
H16A H -0.2707 0.6012 0.9413 0.098 Uiso 1 1 calc R . .
H16B H -0.2927 0.4347 0.9634 0.098 Uiso 1 1 calc R . .
H16C H -0.3325 0.5665 0.8448 0.098 Uiso 1 1 calc R . .
B1 B 0.3391(5) 0.9013(4) 0.7049(3) 0.0512(9) Uani 1 1 d . . .
F1 F 0.2541(3) 0.8845(3) 0.6335(2) 0.0881(7) Uani 1 1 d . C .
F2 F 0.4928(7) 0.9304(8) 0.6157(4) 0.100(2) Uani 0.484(7) 1 d PD C 1
F3 F 0.2804(13) 1.0219(6) 0.7429(6) 0.123(4) Uani 0.484(7) 1 d PD C 1
F4 F 0.3871(8) 0.7779(4) 0.7940(4) 0.076(2) Uani 0.484(7) 1 d PD C 1
F2A F 0.4900(5) 0.8089(6) 0.6966(6) 0.088(2) Uani 0.516(7) 1 d PD C 2
F3A F 0.3476(8) 1.0387(4) 0.6903(6) 0.081(2) Uani 0.516(7) 1 d PD C 2
F4A F 0.2394(8) 0.8400(6) 0.8191(4) 0.095(2) Uani 0.516(7) 1 d PD C 2
C1S C 0.9462(6) 0.7967(5) 0.5334(4) 0.0880(14) Uani 1 1 d . D 1
H1S1 H 0.9359 0.8798 0.4590 0.132 Uiso 0.790(8) 1 calc PR E 1
H1S2 H 1.0416 0.7186 0.5160 0.132 Uiso 0.790(8) 1 calc PR E 1
H1S3 H 0.9643 0.8336 0.5921 0.132 Uiso 0.790(8) 1 calc PR E 1
O1S O 0.8069(5) 0.7401(4) 0.5782(4) 0.0810(16) Uani 0.790(8) 1 d P D 1
H1S H 0.7267 0.8045 0.5994 0.121 Uiso 0.790(8) 1 calc PR E 1
H1S4 H 0.8387 0.8338 0.5812 0.132 Uiso 0.210(8) 1 calc PR E 2
H1S5 H 0.9739 0.8746 0.4563 0.132 Uiso 0.210(8) 1 calc PR E 2
H1S6 H 1.0345 0.7713 0.5774 0.132 Uiso 0.210(8) 1 calc PR E 2
O1SA O 0.9356(18) 0.6856(15) 0.5153(12) 0.073(5) Uani 0.210(8) 1 d P E 2
H1SA H 1.0289 0.6516 0.4769 0.110 Uiso 0.210(8) 1 calc PR E 2
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'
P P 0.1023 0.0942 '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'
B B 0.0013 0.0007 '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'
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
C3 P1 C10 111.11(12) . .
C3 P1 C2 109.38(13) . 2_666
C10 P1 C2 113.71(13) . 2_666
C3 P1 C1 108.29(13) . .
C10 P1 C1 108.98(13) . .
C2 P1 C1 105.08(12) 2_666 .
O1 C1 C2 113.4(2) . .
O1 C1 P1 106.14(19) . .
C2 C1 P1 112.71(19) . .
C1 C2 P1 114.59(19) . 2_666
C4 C3 C8 118.3(3) . .
C4 C3 P1 122.5(2) . .
C8 C3 P1 119.2(2) . .
C5 C4 C3 120.3(3) . .
C4 C5 C6 121.6(3) . .
C7 C6 C5 118.3(3) . .
C7 C6 C9 120.8(3) . .
C5 C6 C9 120.9(3) . .
C6 C7 C8 120.6(3) . .
C7 C8 C3 120.9(3) . .
C15 C10 C11 118.8(3) . .
C15 C10 P1 120.2(2) . .
C11 C10 P1 120.9(2) . .
C12 C11 C10 120.5(3) . .
C11 C12 C13 120.9(3) . .
C14 C13 C12 118.0(3) . .
C14 C13 C16 121.3(3) . .
C12 C13 C16 120.7(3) . .
C15 C14 C13 121.7(3) . .
C14 C15 C10 120.1(3) . .
F3A B1 F3 31.6(3) . .
F3A B1 F2A 113.6(4) . .
F3 B1 F2A 132.2(6) . .
F3A B1 F4 125.7(5) . .
F3 B1 F4 111.1(4) . .
F2A B1 F4 54.4(3) . .
F3A B1 F1 116.1(5) . .
F3 B1 F1 116.9(6) . .
F2A B1 F1 108.6(3) . .
F4 B1 F1 117.6(3) . .
F3A B1 F4A 110.0(3) . .
F3 B1 F4A 79.2(4) . .
F2A B1 F4A 107.4(4) . .
F4 B1 F4A 53.1(3) . .
F1 B1 F4A 100.0(4) . .
F3A B1 F2 74.6(3) . .
F3 B1 F2 105.6(4) . .
F2A B1 F2 52.2(3) . .
F4 B1 F2 105.0(4) . .
F1 B1 F2 98.1(3) . .
F4A B1 F2 156.6(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
P1 C3 1.775(3) .
P1 C10 1.779(3) .
P1 C2 1.806(3) 2_666
P1 C1 1.837(3) .
O1 C1 1.388(4) .
C1 C2 1.535(4) .
C2 P1 1.806(3) 2_666
C3 C4 1.383(4) .
C3 C8 1.393(4) .
C4 C5 1.381(4) .
C5 C6 1.382(4) .
C6 C7 1.381(4) .
C6 C9 1.512(4) .
C7 C8 1.387(4) .
C10 C15 1.396(4) .
C10 C11 1.398(4) .
C11 C12 1.381(4) .
C12 C13 1.402(4) .
C13 C14 1.385(4) .
C13 C16 1.499(4) .
C14 C15 1.382(4) .
B1 F3A 1.305(6) .
B1 F3 1.339(6) .
B1 F2A 1.350(5) .
B1 F4 1.355(5) .
B1 F1 1.367(4) .
B1 F4A 1.406(5) .
B1 F2 1.447(6) .
C1S O1S 1.322(5) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1O O1S 0.84 1.88 2.712(4) 168.7 .
O1 H1O O1SA 0.84 1.89 2.640(12) 147.3 .
O1S H1S F2 0.84 2.03 2.820(8) 157.7 .
O1S H1S F2A 0.84 2.00 2.679(6) 137.0 .
O1SA H1SA O1 0.84 2.12 2.922(15) 160.4 2_766
O1A H1OA O1S 0.84 1.71 2.549(17) 176.5 .
