#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:27:00 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178565 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/74/4067470.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_4067470
loop_
_publ_author_name
'Franken, Andreas'
'McGrath, Thomas D.'
'Stone, F. Gordon A.'
_publ_section_title
;
 Toward Supramolecular Assembly of 10-Vertex {closo-2,1,10-FeC2B7}
 Clusters: Intramolecular Imidate Formation and Polymetallic, Polycluster
 Species
;
_journal_issue                   10
_journal_name_full               Organometallics
_journal_page_first              2234
_journal_paper_doi               10.1021/om900970x
_journal_volume                  29
_journal_year                    2010
_chemical_formula_sum            'C17 H23 B7 Fe N O2 P'
_chemical_formula_weight         435.85
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 99.078(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.9301(5)
_cell_length_b                   14.5508(9)
_cell_length_c                   16.3094(10)
_cell_measurement_reflns_used    8179
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.70
_cell_volume                     2092.7(2)
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2003)'
_computing_data_collection       'Bruker APEX2 (Bruker, 2003)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2003)'
_computing_molecular_graphics    'Bruker SHELXTL (Bruker, 2001)'
_computing_publication_material  'Bruker SHELXTL (Bruker, 2001)'
_computing_structure_refinement  'Bruker SHELXTL (Bruker, 2001)'
_computing_structure_solution    'Bruker SHELXTL (Bruker, 2001)'
_diffrn_ambient_temperature      110(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker-Nonius X8 APEX CCD area detector'
_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  0.0684
_diffrn_reflns_av_sigmaI/netI    0.0437
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            34267
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         2.80
_exptl_absorpt_coefficient_mu    0.811
_exptl_absorpt_correction_T_max  0.8881
_exptl_absorpt_correction_T_min  0.8108
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2003)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.639
_refine_diff_density_min         -0.570
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         3821
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0617
_refine_ls_R_factor_gt           0.0449
_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)+(0.0602P)²+1.3753P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1080
_refine_ls_wR_factor_ref         0.1181
_reflns_number_gt                3044
_reflns_number_total             3821
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om900970x_si_001.cif
_cod_data_source_block           7
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4067470
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'
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
C1 C 0.6058(3) -0.0022(2) 0.18317(19) 0.0249(7) Uani 1 1 d .
O1 O 0.4896(2) -0.06937(13) 0.16135(13) 0.0263(5) Uani 1 1 d .
C2 C 0.3607(3) -0.0292(2) 0.12525(18) 0.0240(7) Uani 1 1 d .
C3 C 0.2338(3) -0.0945(2) 0.0979(2) 0.0300(7) Uani 1 1 d .
H3A H 0.1468 -0.0607 0.0684 0.045 Uiso 1 1 calc R
H3B H 0.2046 -0.1251 0.1465 0.045 Uiso 1 1 calc R
H3C H 0.2668 -0.1407 0.0608 0.045 Uiso 1 1 calc R
N1 N 0.3606(3) 0.05772(17) 0.11969(15) 0.0255(6) Uani 1 1 d .
H1 H 0.2802 0.0877 0.0951 0.050(11) Uiso 1 1 calc R
Fe2 Fe 0.54749(5) 0.12367(3) 0.16831(3) 0.02170(15) Uani 1 1 d .
B3 B 0.6587(4) 0.0404(3) 0.2737(2) 0.0293(8) Uani 1 1 d .
H3 H 0.6031 0.0244 0.3290 0.035 Uiso 1 1 calc R
B4 B 0.7753(4) -0.0351(3) 0.2152(2) 0.0297(8) Uani 1 1 d .
H4 H 0.8084 -0.1091 0.2240 0.036 Uiso 1 1 calc R
B5 B 0.7126(4) 0.0316(2) 0.1184(2) 0.0269(8) Uani 1 1 d .
H5 H 0.6992 0.0090 0.0520 0.032 Uiso 1 1 calc R
B6 B 0.7421(4) 0.1543(3) 0.2601(2) 0.0309(8) Uani 1 1 d .
H6 H 0.7219 0.2141 0.3001 0.037 Uiso 1 1 calc R
B7 B 0.8611(4) 0.0526(3) 0.2859(3) 0.0345(9) Uani 1 1 d .
H7 H 0.9316 0.0329 0.3463 0.041 Uiso 1 1 calc R
B8 B 0.8996(4) 0.0461(3) 0.1779(3) 0.0332(9) Uani 1 1 d .
H8 H 1.0018 0.0213 0.1524 0.040 Uiso 1 1 calc R
B9 B 0.7785(4) 0.1471(2) 0.1486(3) 0.0300(8) Uani 1 1 d .
H9 H 0.7864 0.2008 0.1002 0.036 Uiso 1 1 calc R
C10 C 0.9028(4) 0.1371(2) 0.2314(2) 0.0346(8) Uani 1 1 d .
H10 H 0.9993 0.1809 0.2469 0.041 Uiso 1 1 calc R
C20 C 0.4570(4) 0.1884(2) 0.2370(2) 0.0274(7) Uani 1 1 d .
O20 O 0.4002(3) 0.22562(16) 0.28668(15) 0.0395(6) Uani 1 1 d .
P2 P 0.50697(8) 0.22838(5) 0.07000(5) 0.0222(2) Uani 1 1 d .
H2 H 0.545(3) 0.2017(19) -0.0048(18) 0.024(8) Uiso 1 1 d .
C11 C 0.3085(3) 0.25513(19) 0.03346(19) 0.0229(6) Uani 1 1 d .
C12 C 0.2385(3) 0.2222(2) -0.04279(19) 0.0268(7) Uani 1 1 d .
H12 H 0.2948 0.1870 -0.0764 0.032 Uiso 1 1 calc R
C13 C 0.0855(4) 0.2408(2) -0.0703(2) 0.0323(8) Uani 1 1 d .
H13 H 0.0377 0.2179 -0.1225 0.039 Uiso 1 1 calc R
C14 C 0.0035(4) 0.2925(2) -0.0218(2) 0.0336(8) Uani 1 1 d .
H14 H -0.1004 0.3056 -0.0409 0.040 Uiso 1 1 calc R
C15 C 0.0726(4) 0.3251(2) 0.0548(2) 0.0326(8) Uani 1 1 d .
H15 H 0.0158 0.3602 0.0883 0.039 Uiso 1 1 calc R
C16 C 0.2249(3) 0.3066(2) 0.0827(2) 0.0272(7) Uani 1 1 d .
H16 H 0.2721 0.3289 0.1352 0.033 Uiso 1 1 calc R
C21 C 0.6000(3) 0.3395(2) 0.08019(19) 0.0230(6) Uani 1 1 d .
C22 C 0.6227(4) 0.3869(2) 0.0089(2) 0.0301(7) Uani 1 1 d .
H22 H 0.5885 0.3612 -0.0443 0.036 Uiso 1 1 calc R
C23 C 0.6945(4) 0.4710(2) 0.0155(2) 0.0350(8) Uani 1 1 d .
H23 H 0.7120 0.5023 -0.0332 0.042 Uiso 1 1 calc R
C24 C 0.7412(3) 0.5101(2) 0.0922(2) 0.0313(8) Uani 1 1 d .
H24 H 0.7887 0.5686 0.0963 0.038 Uiso 1 1 calc R
C25 C 0.7187(4) 0.4640(2) 0.1628(2) 0.0331(8) Uani 1 1 d .
H25 H 0.7508 0.4909 0.2157 0.040 Uiso 1 1 calc R
C26 C 0.6495(4) 0.3785(2) 0.1572(2) 0.0312(7) Uani 1 1 d .
H26 H 0.6360 0.3465 0.2062 0.037 Uiso 1 1 calc R
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'
B B 0.0013 0.0007 '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'
Fe Fe 0.3463 0.8444 '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
O1 C1 B4 119.4(3)
O1 C1 B3 126.2(3)
B4 C1 B3 71.8(2)
O1 C1 B5 121.9(3)
B4 C1 B5 71.1(2)
B3 C1 B5 111.6(3)
O1 C1 Fe2 116.9(2)
B4 C1 Fe2 123.7(2)
B3 C1 Fe2 77.32(18)
B5 C1 Fe2 78.55(17)
C2 O1 C1 110.5(2)
N1 C2 O1 117.2(3)
N1 C2 C3 128.4(3)
O1 C2 C3 114.4(3)
C2 C3 H3A 109.5
C2 C3 H3B 109.5
H3A C3 H3B 109.5
C2 C3 H3C 109.5
H3A C3 H3C 109.5
H3B C3 H3C 109.5
C2 N1 Fe2 117.6(2)
C2 N1 H1 121.2
Fe2 N1 H1 121.2
C20 Fe2 C1 125.26(14)
C20 Fe2 N1 94.10(13)
C1 Fe2 N1 77.38(11)
C20 Fe2 B6 81.25(14)
C1 Fe2 B6 86.34(14)
N1 Fe2 B6 156.30(13)
C20 Fe2 B9 123.79(14)
C1 Fe2 B9 85.58(13)
N1 Fe2 B9 141.27(13)
B6 Fe2 B9 52.22(15)
C20 Fe2 P2 93.13(10)
C1 Fe2 P2 140.10(10)
N1 Fe2 P2 90.71(8)
B6 Fe2 P2 112.66(11)
B9 Fe2 P2 80.41(11)
C20 Fe2 B3 89.61(14)
C1 Fe2 B3 45.10(13)
N1 Fe2 B3 107.05(12)
B6 Fe2 B3 50.04(14)
B9 Fe2 B3 83.12(14)
P2 Fe2 B3 161.80(10)
C20 Fe2 B5 161.67(14)
C1 Fe2 B5 44.75(13)
N1 Fe2 B5 97.25(12)
B6 Fe2 B5 82.59(14)
B9 Fe2 B5 48.88(13)
P2 Fe2 B5 101.04(10)
B3 Fe2 B5 73.34(14)
C1 B3 B7 106.6(3)
C1 B3 B6 107.6(3)
B7 B3 B6 60.4(2)
C1 B3 B4 53.92(19)
B7 B3 B4 58.9(2)
B6 B3 B4 101.4(2)
C1 B3 Fe2 57.58(16)
B7 B3 Fe2 110.7(2)
B6 B3 Fe2 63.49(16)
B4 B3 Fe2 98.2(2)
C1 B3 H3 123.9
B7 B3 H3 119.8
B6 B3 H3 121.5
B4 B3 H3 129.8
Fe2 B3 H3 122.6
C1 B4 B8 107.3(3)
C1 B4 B7 106.4(3)
B8 B4 B7 61.8(2)
C1 B4 B5 54.77(19)
B8 B4 B5 59.2(2)
B7 B4 B5 102.3(2)
C1 B4 B3 54.27(19)
B8 B4 B3 102.1(2)
B7 B4 B3 58.3(2)
B5 B4 B3 90.5(2)
C1 B4 H4 123.3
B8 B4 H4 120.8
B7 B4 H4 121.4
B5 B4 H4 130.3
B3 B4 H4 130.9
C1 B5 B8 106.1(3)
C1 B5 B9 107.7(3)
B8 B5 B9 61.0(2)
C1 B5 B4 54.12(19)
B8 B5 B4 58.5(2)
B9 B5 B4 102.2(2)
C1 B5 Fe2 56.70(15)
B8 B5 Fe2 109.9(2)
B9 B5 Fe2 63.44(15)
B4 B5 Fe2 97.5(2)
C1 B5 H5 124.2
B8 B5 H5 120.2
B9 B5 H5 120.8
B4 B5 H5 129.7
Fe2 B5 H5 123.4
C10 B6 B7 54.9(2)
C10 B6 B3 107.0(3)
B7 B6 B3 58.5(2)
C10 B6 B9 54.1(2)
B7 B6 B9 89.7(2)
B3 B6 B9 101.5(2)
C10 B6 Fe2 115.3(2)
B7 B6 Fe2 111.6(2)
B3 B6 Fe2 66.48(16)
B9 B6 Fe2 64.19(16)
C10 B6 H6 121.8
B7 B6 H6 129.4
B3 B6 H6 121.5
B9 B6 H6 132.0
Fe2 B6 H6 112.3
C10 B7 B3 109.5(3)
C10 B7 B4 107.6(3)
B3 B7 B4 62.7(2)
C10 B7 B6 55.1(2)
B3 B7 B6 61.1(2)
B4 B7 B6 104.6(3)
C10 B7 B8 54.2(2)
B3 B7 B8 103.0(3)
B4 B7 B8 58.7(2)
B6 B7 B8 90.6(2)
C10 B7 H7 122.6
B3 B7 H7 119.3
B4 B7 H7 120.2
B6 B7 H7 129.4
B8 B7 H7 131.4
C10 B8 B4 108.8(3)
C10 B8 B5 109.2(3)
B4 B8 B5 62.3(2)
C10 B8 B9 55.6(2)
B4 B8 B9 104.1(2)
B5 B8 B9 59.9(2)
C10 B8 B7 54.7(2)
B4 B8 B7 59.5(2)
B5 B8 B7 102.8(2)
B9 B8 B7 90.9(2)
C10 B8 H8 121.9
B4 B8 H8 119.9
B5 B8 H8 120.1
B9 B8 H8 129.8
B7 B8 H8 130.9
C10 B9 B5 107.0(3)
C10 B9 B8 54.1(2)
B5 B9 B8 59.04(19)
C10 B9 B6 53.3(2)
B5 B9 B6 102.2(2)
B8 B9 B6 88.7(2)
C10 B9 Fe2 114.0(2)
B5 B9 Fe2 67.68(16)
B8 B9 Fe2 111.7(2)
B6 B9 Fe2 63.59(16)
C10 B9 H9 122.8
B5 B9 H9 120.4
B8 B9 H9 129.7
B6 B9 H9 132.5
Fe2 B9 H9 112.5
B8 C10 B7 71.2(2)
B8 C10 B6 110.7(3)
B7 C10 B6 70.0(2)
B8 C10 B9 70.3(2)
B7 C10 B9 110.2(3)
B6 C10 B9 72.5(2)
B8 C10 H10 124.9
B7 C10 H10 125.3
B6 C10 H10 124.4
B9 C10 H10 124.5
O20 C20 Fe2 174.7(3)
C21 P2 C11 104.35(13)
C21 P2 Fe2 122.02(10)
C11 P2 Fe2 115.23(10)
C21 P2 H2 99.1(12)
C11 P2 H2 97.8(12)
Fe2 P2 H2 114.6(12)
C12 C11 C16 119.7(3)
C12 C11 P2 119.8(2)
C16 C11 P2 120.5(2)
C11 C12 C13 120.1(3)
C11 C12 H12 119.9
C13 C12 H12 119.9
C14 C13 C12 120.1(3)
C14 C13 H13 120.0
C12 C13 H13 120.0
C13 C14 C15 120.1(3)
C13 C14 H14 120.0
C15 C14 H14 120.0
C14 C15 C16 120.1(3)
C14 C15 H15 119.9
C16 C15 H15 119.9
C15 C16 C11 120.0(3)
C15 C16 H16 120.0
C11 C16 H16 120.0
C26 C21 C22 119.1(3)
C26 C21 P2 121.6(2)
C22 C21 P2 119.3(2)
C23 C22 C21 120.1(3)
C23 C22 H22 120.0
C21 C22 H22 120.0
C24 C23 C22 120.5(3)
C24 C23 H23 119.7
C22 C23 H23 119.7
C25 C24 C23 119.8(3)
C25 C24 H24 120.1
C23 C24 H24 120.1
C24 C25 C26 120.3(3)
C24 C25 H25 119.8
C26 C25 H25 119.8
C21 C26 C25 120.2(3)
C21 C26 H26 119.9
C25 C26 H26 119.9
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O1 1.429(4)
C1 B4 1.595(5)
C1 B3 1.602(5)
C1 B5 1.608(5)
C1 Fe2 1.909(3)
O1 C2 1.341(4)
C2 N1 1.269(4)
C2 C3 1.492(4)
C3 H3A 0.9800
C3 H3B 0.9800
C3 H3C 0.9800
N1 Fe2 1.980(2)
N1 H1 0.8800
Fe2 C20 1.755(3)
Fe2 B6 2.153(4)
Fe2 B9 2.165(4)
Fe2 P2 2.2001(9)
Fe2 B3 2.206(4)
Fe2 B5 2.239(4)
B3 B7 1.796(5)
B3 B6 1.844(5)
B3 B4 1.875(5)
B3 H3 1.1200
B4 B8 1.792(5)
B4 B7 1.807(5)
B4 B5 1.862(5)
B4 H4 1.1200
B5 B8 1.806(5)
B5 B9 1.823(5)
B5 H5 1.1200
B6 C10 1.598(5)
B6 B7 1.831(5)
B6 B9 1.900(6)
B6 H6 1.1200
B7 C10 1.595(5)
B7 B8 1.850(6)
B7 H7 1.1200
B8 C10 1.584(5)
B8 B9 1.843(5)
B8 H8 1.1200
B9 C10 1.614(5)
B9 H9 1.1200
C10 H10 1.0699
C20 O20 1.156(4)
P2 C21 1.814(3)
P2 C11 1.821(3)
P2 H2 1.37(3)
C11 C12 1.386(4)
C11 C16 1.397(4)
C12 C13 1.395(4)
C12 H12 0.9500
C13 C14 1.383(5)
C13 H13 0.9500
C14 C15 1.387(5)
C14 H14 0.9500
C15 C16 1.391(4)
C15 H15 0.9500
C16 H16 0.9500
C21 C26 1.385(4)
C21 C22 1.393(4)
C22 C23 1.379(4)
C22 H22 0.9500
C23 C24 1.377(5)
C23 H23 0.9500
C24 C25 1.374(5)
C24 H24 0.9500
C25 C26 1.385(4)
C25 H25 0.9500
C26 H26 0.9500
