#------------------------------------------------------------------------------
#$Date: 2021-11-16 00:59:25 +0200 (Tue, 16 Nov 2021) $
#$Revision: 270662 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/92/7129245.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_7129245
loop_
_publ_author_name
'Guthardt, Robin'
'Blanckenberg, Johannes'
'Bruhn, Clemens'
'Siemeling, Ulrich'
_publ_section_title
;
 Planar-chiral 1,1’-diaminoferrocenes
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D1CC05287J
_journal_year                    2021
_chemical_formula_moiety         'C33 H40 Fe N2 P, B F4, C6 H6'
_chemical_formula_sum            'C39 H46 B F4 Fe N2 P'
_chemical_formula_weight         716.41
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-11-09
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-09-09 deposited with the CCDC.	2021-11-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.594(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.2413(8)
_cell_length_b                   9.0687(3)
_cell_length_c                   19.5393(7)
_cell_measurement_reflns_used    13509
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.06
_cell_measurement_theta_min      1.18
_cell_volume                     3611.6(2)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'imaging plate area detector'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            'STOE Imaging Plate'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
 146 frames, detector distance = 120 mm
;
_diffrn_measurement_device       '4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADI VARI'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_collimation    '1.2, 0.6 mm diameter, multiple pinhole'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0919
_diffrn_reflns_av_unetI/netI     0.1093
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            16456
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.498
_diffrn_reflns_theta_min         2.086
_diffrn_source                   'Genix Mo HF'
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.513
_exptl_absorpt_correction_T_max  0.9857
_exptl_absorpt_correction_T_min  0.9473
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in: F. R. Ahmed (Editor), "Crystallographic
Computing", Munksgaard, Copenhagen (1970), 255 - 270.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_description       plate
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.073
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.732
_refine_diff_density_min         -0.448
_refine_diff_density_rms         0.116
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.180
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     439
_refine_ls_number_reflns         7453
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.180
_refine_ls_R_factor_all          0.1679
_refine_ls_R_factor_gt           0.0896
_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)+(0.0469P)²+19.9653P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1793
_refine_ls_wR_factor_ref         0.2377
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4411
_reflns_number_total             7453
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc05287j2.cif
_cod_data_source_block           i3024
_cod_database_code               7129245
_shelx_shelxl_version_number     2014/7
_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.
;
_shelx_estimated_absorpt_t_max   0.980
_shelx_estimated_absorpt_t_min   0.951
_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.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C17(H17A,H17B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C23(H23),
 C24(H24), C25(H25), C26(H26), C27(H27), C29(H29), C30(H30), C31(H31), C32(H32),
  C33(H33), C34(H34), C35(H35), C36(H36), C37(H37), C38(H38), C39(H39)
2.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), C19(H19A,H19B,
 H19C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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_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 0.22880(4) 0.66473(10) 0.56570(5) 0.0251(2) Uani 1 1 d . . . . .
P1 P 0.33666(8) 0.39672(19) 0.66055(10) 0.0275(4) Uani 1 1 d . . . . .
N1 N 0.2616(2) 0.6347(6) 0.7281(3) 0.0256(12) Uani 1 1 d . . . . .
C1 C 0.2025(3) 0.5825(7) 0.7136(3) 0.0241(13) Uani 1 1 d . . . . .
H1 H 0.1956 0.5527 0.7566 0.029 Uiso 1 1 calc R . . . .
N2 N 0.1518(2) 0.5646(5) 0.6508(3) 0.0250(11) Uani 1 1 d . . . . .
C2 C 0.2831(3) 0.6827(7) 0.6716(3) 0.0235(13) Uani 1 1 d . . . . .
C3 C 0.3174(3) 0.5907(7) 0.6387(3) 0.0261(14) Uani 1 1 d . . . . .
C4 C 0.3255(3) 0.6798(7) 0.5827(4) 0.0270(14) Uani 1 1 d . . . . .
H4 H 0.3450 0.6478 0.5500 0.032 Uiso 1 1 calc R . . . .
C5 C 0.3002(3) 0.8224(8) 0.5832(4) 0.0305(15) Uani 1 1 d . . . . .
H5 H 0.3007 0.9027 0.5521 0.037 Uiso 1 1 calc R . . . .
C6 C 0.2740(3) 0.8238(7) 0.6386(3) 0.0263(13) Uani 1 1 d . . . . .
H6 H 0.2538 0.9057 0.6512 0.032 Uiso 1 1 calc R . . . .
C7 C 0.1510(3) 0.5933(7) 0.5779(3) 0.0264(14) Uani 1 1 d . . . . .
C8 C 0.1687(3) 0.4861(7) 0.5350(4) 0.0288(14) Uani 1 1 d . . . . .
H8 H 0.1799 0.3858 0.5478 0.035 Uiso 1 1 calc R . . . .
C9 C 0.1661(3) 0.5590(8) 0.4705(4) 0.0342(16) Uani 1 1 d . . . . .
H9 H 0.1763 0.5158 0.4321 0.041 Uiso 1 1 calc R . . . .
C10 C 0.1458(3) 0.7080(8) 0.4714(4) 0.0323(16) Uani 1 1 d . . . . .
H10 H 0.1407 0.7808 0.4345 0.039 Uiso 1 1 calc R . . . .
C11 C 0.1346(3) 0.7279(8) 0.5373(4) 0.0307(15) Uani 1 1 d . . . . .
H11 H 0.1191 0.8152 0.5516 0.037 Uiso 1 1 calc R . . . .
C12 C 0.3110(3) 0.6237(8) 0.8051(4) 0.0313(15) Uani 1 1 d . . . . .
H12A H 0.3518 0.5841 0.8032 0.038 Uiso 1 1 calc R . . . .
H12B H 0.2954 0.5501 0.8317 0.038 Uiso 1 1 calc R . . . .
C13 C 0.3287(3) 0.7643(8) 0.8522(4) 0.0361(16) Uani 1 1 d . . . . .
C14 C 0.3654(4) 0.8753(9) 0.8238(5) 0.052(2) Uani 1 1 d . . . . .
H14A H 0.4017 0.8254 0.8170 0.078 Uiso 1 1 calc GR . . . .
H14B H 0.3827 0.9551 0.8603 0.078 Uiso 1 1 calc GR . . . .
H14C H 0.3352 0.9163 0.7760 0.078 Uiso 1 1 calc GR . . . .
C15 C 0.3765(4) 0.7136(10) 0.9301(4) 0.049(2) Uani 1 1 d . . . . .
H15A H 0.3537 0.6469 0.9513 0.073 Uiso 1 1 calc GR . . . .
H15B H 0.3926 0.7997 0.9627 0.073 Uiso 1 1 calc GR . . . .
H15C H 0.4136 0.6620 0.9260 0.073 Uiso 1 1 calc GR . . . .
C16 C 0.2691(4) 0.8340(10) 0.8576(5) 0.050(2) Uani 1 1 d . . . . .
H16A H 0.2375 0.8609 0.8075 0.075 Uiso 1 1 calc GR . . . .
H16B H 0.2823 0.9227 0.8888 0.075 Uiso 1 1 calc GR . . . .
H16C H 0.2488 0.7638 0.8800 0.075 Uiso 1 1 calc GR . . . .
C17 C 0.0927(3) 0.4916(7) 0.6542(4) 0.0281(14) Uani 1 1 d . . . . .
H17A H 0.1074 0.4288 0.6994 0.034 Uiso 1 1 calc R . . . .
H17B H 0.0735 0.4256 0.6104 0.034 Uiso 1 1 calc R . . . .
C18 C 0.0383(3) 0.5939(8) 0.6557(4) 0.0318(15) Uani 1 1 d . . . . .
C19 C 0.0015(4) 0.6679(10) 0.5810(4) 0.0465(19) Uani 1 1 d . . . . .
H19A H -0.0162 0.5926 0.5421 0.070 Uiso 1 1 calc GR . . . .
H19B H 0.0316 0.7321 0.5692 0.070 Uiso 1 1 calc GR . . . .
H19C H -0.0345 0.7269 0.5833 0.070 Uiso 1 1 calc GR . . . .
C20 C -0.0079(3) 0.4932(8) 0.6740(4) 0.0391(18) Uani 1 1 d . . . . .
H20A H -0.0211 0.4105 0.6387 0.059 Uiso 1 1 calc GR . . . .
H20B H -0.0470 0.5488 0.6700 0.059 Uiso 1 1 calc GR . . . .
H20C H 0.0144 0.4553 0.7250 0.059 Uiso 1 1 calc GR . . . .
C21 C 0.0664(4) 0.7099(8) 0.7170(4) 0.0392(18) Uani 1 1 d . . . . .
H21A H 0.0931 0.6614 0.7643 0.059 Uiso 1 1 calc GR . . . .
H21B H 0.0303 0.7637 0.7226 0.059 Uiso 1 1 calc GR . . . .
H21C H 0.0937 0.7792 0.7036 0.059 Uiso 1 1 calc GR . . . .
C22 C 0.3624(3) 0.3481(7) 0.5846(4) 0.0277(14) Uani 1 1 d . . . . .
C23 C 0.3170(4) 0.2729(9) 0.5247(4) 0.0425(18) Uani 1 1 d . . . . .
H23 H 0.2754 0.2486 0.5245 0.051 Uiso 1 1 calc R . . . .
C24 C 0.3319(4) 0.2325(10) 0.4646(5) 0.054(2) Uani 1 1 d . . . . .
H24 H 0.3004 0.1825 0.4230 0.065 Uiso 1 1 calc R . . . .
C25 C 0.3921(4) 0.2652(10) 0.4658(5) 0.053(2) Uani 1 1 d . . . . .
H25 H 0.4028 0.2350 0.4255 0.063 Uiso 1 1 calc R . . . .
C26 C 0.4378(4) 0.3415(9) 0.5247(5) 0.047(2) Uani 1 1 d . . . . .
H26 H 0.4794 0.3654 0.5247 0.057 Uiso 1 1 calc R . . . .
C27 C 0.4223(3) 0.3825(8) 0.5839(4) 0.0344(16) Uani 1 1 d . . . . .
H27 H 0.4536 0.4353 0.6246 0.041 Uiso 1 1 calc R . . . .
C28 C 0.4157(3) 0.4101(7) 0.7413(4) 0.0287(14) Uani 1 1 d . . . . .
C29 C 0.4343(3) 0.2880(8) 0.7892(4) 0.0338(16) Uani 1 1 d . . . . .
H29 H 0.4072 0.2029 0.7781 0.041 Uiso 1 1 calc R . . . .
C30 C 0.4913(4) 0.2913(9) 0.8518(4) 0.0425(19) Uani 1 1 d . . . . .
H30 H 0.5038 0.2073 0.8834 0.051 Uiso 1 1 calc R . . . .
C31 C 0.5313(4) 0.4154(9) 0.8703(4) 0.0421(19) Uani 1 1 d . . . . .
H31 H 0.5708 0.4173 0.9141 0.050 Uiso 1 1 calc R . . . .
C32 C 0.5122(4) 0.5358(9) 0.8232(4) 0.0435(19) Uani 1 1 d . . . . .
H32 H 0.5388 0.6217 0.8352 0.052 Uiso 1 1 calc R . . . .
C33 C 0.4554(3) 0.5338(8) 0.7594(4) 0.0338(16) Uani 1 1 d . . . . .
H33 H 0.4433 0.6177 0.7277 0.041 Uiso 1 1 calc R . . . .
F1 F 0.0979(2) 0.4618(6) 0.8722(3) 0.0620(14) Uani 1 1 d . . . . .
B1 B 0.1621(4) 0.4082(8) 0.8995(5) 0.0321(17) Uani 1 1 d . . . . .
F2 F 0.1606(3) 0.2575(5) 0.8948(3) 0.0766(17) Uani 1 1 d . . . . .
F3 F 0.1937(3) 0.4684(7) 0.8600(3) 0.086(2) Uani 1 1 d . . . . .
F4 F 0.1929(3) 0.4432(6) 0.9734(3) 0.0656(14) Uani 1 1 d . . . . .
C34 C 0.1753(5) 0.1455(9) 0.7062(6) 0.058(2) Uani 1 1 d . . . . .
H34 H 0.2174 0.1640 0.7444 0.069 Uiso 1 1 calc R . . . .
C35 C 0.1667(5) 0.1384(9) 0.6324(6) 0.059(3) Uani 1 1 d . . . . .
H35 H 0.2035 0.1497 0.6198 0.071 Uiso 1 1 calc R . . . .
C36 C 0.1058(5) 0.1155(8) 0.5770(5) 0.055(2) Uani 1 1 d . . . . .
H36 H 0.1002 0.1132 0.5262 0.067 Uiso 1 1 calc R . . . .
C37 C 0.0527(5) 0.0957(8) 0.5954(5) 0.049(2) Uani 1 1 d . . . . .
H37 H 0.0105 0.0780 0.5572 0.059 Uiso 1 1 calc R . . . .
C38 C 0.0600(4) 0.1013(8) 0.6686(5) 0.046(2) Uani 1 1 d . . . . .
H38 H 0.0231 0.0888 0.6808 0.056 Uiso 1 1 calc R . . . .
C39 C 0.1208(5) 0.1249(8) 0.7237(5) 0.052(2) Uani 1 1 d . . . . .
H39 H 0.1260 0.1274 0.7744 0.062 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'
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'
P P 0.1023 0.0942 '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
C2 Fe1 C3 42.5(2) . . ?
C2 Fe1 C4 69.9(2) . . ?
C2 Fe1 C5 69.9(3) . . ?
C2 Fe1 C6 42.0(3) . . ?
C2 Fe1 C7 95.8(2) . . ?
C2 Fe1 C8 115.9(3) . . ?
C2 Fe1 C9 155.4(3) . . ?
C2 Fe1 C10 153.0(3) . . ?
C2 Fe1 C11 113.8(3) . . ?
C3 Fe1 C4 41.0(2) . . ?
C3 Fe1 C5 69.3(3) . . ?
C3 Fe1 C8 106.4(3) . . ?
C3 Fe1 C9 126.6(3) . . ?
C3 Fe1 C10 164.4(3) . . ?
C4 Fe1 C5 40.2(3) . . ?
C4 Fe1 C9 117.8(3) . . ?
C4 Fe1 C10 129.9(3) . . ?
C6 Fe1 C3 70.6(3) . . ?
C6 Fe1 C4 68.8(3) . . ?
C6 Fe1 C5 41.0(2) . . ?
C6 Fe1 C8 150.6(3) . . ?
C6 Fe1 C9 161.3(3) . . ?
C6 Fe1 C10 121.1(3) . . ?
C6 Fe1 C11 99.3(3) . . ?
C7 Fe1 C3 117.6(3) . . ?
C7 Fe1 C4 158.3(3) . . ?
C7 Fe1 C5 150.8(3) . . ?
C7 Fe1 C6 111.8(3) . . ?
C7 Fe1 C8 42.3(3) . . ?
C7 Fe1 C9 69.1(3) . . ?
C7 Fe1 C10 69.6(3) . . ?
C7 Fe1 C11 41.9(3) . . ?
C8 Fe1 C4 128.8(3) . . ?
C8 Fe1 C5 166.9(3) . . ?
C8 Fe1 C9 40.1(3) . . ?
C8 Fe1 C10 68.9(3) . . ?
C9 Fe1 C5 132.1(3) . . ?
C10 Fe1 C5 111.8(3) . . ?
C10 Fe1 C9 40.6(3) . . ?
C11 Fe1 C3 153.4(3) . . ?
C11 Fe1 C4 158.7(3) . . ?
C11 Fe1 C5 119.6(3) . . ?
C11 Fe1 C8 70.0(3) . . ?
C11 Fe1 C9 68.4(3) . . ?
C11 Fe1 C10 40.6(3) . . ?
C3 P1 C22 99.3(3) . . ?
C3 P1 C28 101.1(3) . . ?
C28 P1 C22 102.0(3) . . ?
C1 N1 C2 123.8(5) . . ?
C1 N1 C12 117.9(5) . . ?
C2 N1 C12 117.8(5) . . ?
N1 C1 H1 114.4 . . ?
N2 C1 N1 131.3(6) . . ?
N2 C1 H1 114.4 . . ?
C1 N2 C7 124.9(5) . . ?
C1 N2 C17 117.2(5) . . ?
C7 N2 C17 117.4(5) . . ?
N1 C2 Fe1 122.5(4) . . ?
N1 C2 C3 124.4(6) . . ?
C3 C2 Fe1 72.0(3) . . ?
C6 C2 Fe1 71.0(4) . . ?
C6 C2 N1 126.6(5) . . ?
C6 C2 C3 109.0(5) . . ?
P1 C3 Fe1 123.8(3) . . ?
C2 C3 Fe1 65.5(3) . . ?
C2 C3 P1 124.8(5) . . ?
C4 C3 Fe1 70.1(3) . . ?
C4 C3 P1 129.5(5) . . ?
C4 C3 C2 105.4(5) . . ?
Fe1 C4 H4 127.1 . . ?
C3 C4 Fe1 68.9(3) . . ?
C3 C4 H4 125.0 . . ?
C5 C4 Fe1 70.6(3) . . ?
C5 C4 C3 109.9(5) . . ?
C5 C4 H4 125.0 . . ?
Fe1 C5 H5 129.1 . . ?
C4 C5 Fe1 69.2(4) . . ?
C4 C5 H5 126.3 . . ?
C4 C5 C6 107.4(6) . . ?
C6 C5 Fe1 66.9(3) . . ?
C6 C5 H5 126.3 . . ?
Fe1 C6 H6 126.5 . . ?
C2 C6 Fe1 67.0(4) . . ?
C2 C6 C5 108.2(6) . . ?
C2 C6 H6 125.9 . . ?
C5 C6 Fe1 72.1(4) . . ?
C5 C6 H6 125.9 . . ?
N2 C7 Fe1 121.4(4) . . ?
C8 C7 Fe1 71.9(4) . . ?
C8 C7 N2 123.8(6) . . ?
C11 C7 Fe1 71.8(4) . . ?
C11 C7 N2 127.3(6) . . ?
C11 C7 C8 108.9(6) . . ?
Fe1 C8 H8 127.8 . . ?
C7 C8 Fe1 65.8(4) . . ?
C7 C8 H8 126.8 . . ?
C9 C8 Fe1 71.1(4) . . ?
C9 C8 C7 106.4(6) . . ?
C9 C8 H8 126.8 . . ?
Fe1 C9 H9 128.0 . . ?
C8 C9 Fe1 68.8(4) . . ?
C8 C9 H9 125.2 . . ?
C8 C9 C10 109.5(6) . . ?
C10 C9 Fe1 69.6(4) . . ?
C10 C9 H9 125.2 . . ?
Fe1 C10 H10 127.1 . . ?
C9 C10 Fe1 69.9(4) . . ?
C9 C10 H10 126.2 . . ?
C11 C10 Fe1 68.4(4) . . ?
C11 C10 C9 107.7(6) . . ?
C11 C10 H10 126.2 . . ?
Fe1 C11 H11 127.9 . . ?
C7 C11 Fe1 66.3(4) . . ?
C7 C11 H11 126.3 . . ?
C10 C11 Fe1 71.0(4) . . ?
C10 C11 C7 107.4(6) . . ?
C10 C11 H11 126.3 . . ?
N1 C12 H12A 107.9 . . ?
N1 C12 H12B 107.9 . . ?
N1 C12 C13 117.8(6) . . ?
H12A C12 H12B 107.2 . . ?
C13 C12 H12A 107.9 . . ?
C13 C12 H12B 107.9 . . ?
C12 C13 C14 112.1(6) . . ?
C12 C13 C15 104.8(6) . . ?
C14 C13 C15 107.3(6) . . ?
C16 C13 C12 111.7(6) . . ?
C16 C13 C14 111.1(7) . . ?
C16 C13 C15 109.5(6) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N2 C17 H17A 108.2 . . ?
N2 C17 H17B 108.2 . . ?
N2 C17 C18 116.5(5) . . ?
H17A C17 H17B 107.3 . . ?
C18 C17 H17A 108.2 . . ?
C18 C17 H17B 108.2 . . ?
C19 C18 C17 112.0(6) . . ?
C19 C18 C20 109.7(6) . . ?
C19 C18 C21 110.1(6) . . ?
C20 C18 C17 104.7(6) . . ?
C20 C18 C21 109.4(6) . . ?
C21 C18 C17 110.7(6) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 P1 116.3(5) . . ?
C27 C22 P1 124.6(5) . . ?
C27 C22 C23 119.1(6) . . ?
C22 C23 H23 119.8 . . ?
C22 C23 C24 120.4(7) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 H24 120.3 . . ?
C25 C24 C23 119.5(8) . . ?
C25 C24 H24 120.3 . . ?
C24 C25 H25 119.5 . . ?
C24 C25 C26 121.1(7) . . ?
C26 C25 H25 119.5 . . ?
C25 C26 H26 120.5 . . ?
C25 C26 C27 119.0(7) . . ?
C27 C26 H26 120.5 . . ?
C22 C27 C26 121.0(7) . . ?
C22 C27 H27 119.5 . . ?
C26 C27 H27 119.5 . . ?
C29 C28 P1 116.5(5) . . ?
C33 C28 P1 124.5(5) . . ?
C33 C28 C29 118.9(6) . . ?
C28 C29 H29 120.0 . . ?
C30 C29 C28 120.1(7) . . ?
C30 C29 H29 120.0 . . ?
C29 C30 H30 119.4 . . ?
C29 C30 C31 121.3(7) . . ?
C31 C30 H30 119.4 . . ?
C30 C31 H31 120.9 . . ?
C32 C31 C30 118.2(7) . . ?
C32 C31 H31 120.9 . . ?
C31 C32 H32 119.3 . . ?
C33 C32 C31 121.4(8) . . ?
C33 C32 H32 119.3 . . ?
C28 C33 H33 119.9 . . ?
C32 C33 C28 120.2(7) . . ?
C32 C33 H33 119.9 . . ?
F2 B1 F1 109.2(7) . . ?
F3 B1 F1 109.1(6) . . ?
F3 B1 F2 111.7(7) . . ?
F3 B1 F4 110.8(7) . . ?
F4 B1 F1 109.1(6) . . ?
F4 B1 F2 106.9(6) . . ?
C35 C34 H34 120.7 . . ?
C35 C34 C39 118.6(9) . . ?
C39 C34 H34 120.7 . . ?
C34 C35 H35 119.5 . . ?
C36 C35 C34 121.0(9) . . ?
C36 C35 H35 119.5 . . ?
C35 C36 H36 120.2 . . ?
C35 C36 C37 119.6(9) . . ?
C37 C36 H36 120.2 . . ?
C36 C37 H37 119.7 . . ?
C38 C37 C36 120.6(9) . . ?
C38 C37 H37 119.7 . . ?
C37 C38 H38 120.2 . . ?
C39 C38 C37 119.6(8) . . ?
C39 C38 H38 120.2 . . ?
C34 C39 H39 119.7 . . ?
C38 C39 C34 120.7(8) . . ?
C38 C39 H39 119.7 . . ?
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 C2 1.941(6) . ?
Fe1 C3 2.029(6) . ?
Fe1 C4 2.044(6) . ?
Fe1 C5 2.061(6) . ?
Fe1 C6 1.993(7) . ?
Fe1 C7 1.949(6) . ?
Fe1 C8 2.032(6) . ?
Fe1 C9 2.061(7) . ?
Fe1 C10 2.057(6) . ?
Fe1 C11 2.023(6) . ?
P1 C3 1.821(7) . ?
P1 C22 1.845(6) . ?
P1 C28 1.837(7) . ?
N1 C1 1.318(8) . ?
N1 C2 1.435(7) . ?
N1 C12 1.470(8) . ?
C1 H1 0.9500 . ?
C1 N2 1.303(8) . ?
N2 C7 1.441(8) . ?
N2 C17 1.496(7) . ?
C2 C3 1.443(8) . ?
C2 C6 1.411(9) . ?
C3 C4 1.428(9) . ?
C4 H4 0.9500 . ?
C4 C5 1.411(9) . ?
C5 H5 0.9500 . ?
C5 C6 1.421(8) . ?
C6 H6 0.9500 . ?
C7 C8 1.437(9) . ?
C7 C11 1.422(9) . ?
C8 H8 0.9500 . ?
C8 C9 1.404(9) . ?
C9 H9 0.9500 . ?
C9 C10 1.427(10) . ?
C10 H10 0.9500 . ?
C10 C11 1.416(10) . ?
C11 H11 0.9500 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.529(10) . ?
C13 C14 1.533(10) . ?
C13 C15 1.537(10) . ?
C13 C16 1.510(10) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.534(9) . ?
C18 C19 1.515(10) . ?
C18 C20 1.521(9) . ?
C18 C21 1.528(9) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.381(10) . ?
C22 C27 1.375(9) . ?
C23 H23 0.9500 . ?
C23 C24 1.391(10) . ?
C24 H24 0.9500 . ?
C24 C25 1.362(11) . ?
C25 H25 0.9500 . ?
C25 C26 1.378(12) . ?
C26 H26 0.9500 . ?
C26 C27 1.383(10) . ?
C27 H27 0.9500 . ?
C28 C29 1.401(9) . ?
C28 C33 1.382(9) . ?
C29 H29 0.9500 . ?
C29 C30 1.365(10) . ?
C30 H30 0.9500 . ?
C30 C31 1.390(11) . ?
C31 H31 0.9500 . ?
C31 C32 1.380(11) . ?
C32 H32 0.9500 . ?
C32 C33 1.375(10) . ?
C33 H33 0.9500 . ?
F1 B1 1.396(9) . ?
B1 F2 1.370(9) . ?
B1 F3 1.350(9) . ?
B1 F4 1.366(9) . ?
C34 H34 0.9500 . ?
C34 C35 1.377(13) . ?
C34 C39 1.398(12) . ?
C35 H35 0.9500 . ?
C35 C36 1.369(13) . ?
C36 H36 0.9500 . ?
C36 C37 1.378(12) . ?
C37 H37 0.9500 . ?
C37 C38 1.373(11) . ?
C38 H38 0.9500 . ?
C38 C39 1.366(12) . ?
C39 H39 0.9500 . ?
