#------------------------------------------------------------------------------
#$Date: 2024-01-06 09:30:12 +0200 (Sat, 06 Jan 2024) $
#$Revision: 288759 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/03/1570346.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_1570346
loop_
_publ_author_name
'Turnbull, Douglas'
'Légaré, Marc-André'
_publ_section_title
;
 Rapid, iterative syntheses of unsymmetrical di- and triarylboranes from
 crystalline aryldifluoroboranes.
;
_journal_issue                   48
_journal_name_full               'Chemical science'
_journal_page_first              14256
_journal_page_last               14261
_journal_paper_doi               10.1039/d3sc05071h
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C52 H48 B2 Fe, 0.5[C6H5F]'
_chemical_formula_sum            'C55 H50.5 B2 F0.5 Fe'
_chemical_formula_weight         798.507
_chemical_name_systematic
'1,1'-bis[5-acenaphthyl(mesityl)boryl]ferrocene - fluorobenzene (1:0.5)'
_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'
_symmetry_Int_Tables_number      14
_atom_sites_solution_primary     dual
_audit_creation_date             2023-09-03
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.17 svn.r577a77a9 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2023-09-03 deposited with the CCDC.	2023-11-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.668(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   31.0228(11)
_cell_length_b                   7.5570(3)
_cell_length_c                   18.3028(8)
_cell_measurement_reflns_used    2216
_cell_measurement_temperature    298
_cell_measurement_theta_max      70.771
_cell_measurement_theta_min      2.874
_cell_volume                     4252.5(3)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      298.15
_diffrn_measured_fraction_theta_full 0.9513
_diffrn_measured_fraction_theta_max 0.9103
_diffrn_measurement_device_type  'Bruker D8'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0927
_diffrn_reflns_av_unetI/netI     0.0857
_diffrn_reflns_Laue_measured_fraction_full 0.9513
_diffrn_reflns_Laue_measured_fraction_max 0.9103
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            24980
_diffrn_reflns_point_group_measured_fraction_full 0.9513
_diffrn_reflns_point_group_measured_fraction_max 0.9103
_diffrn_reflns_theta_full        67.6786
_diffrn_reflns_theta_max         75.33
_diffrn_reflns_theta_min         2.87
_exptl_absorpt_coefficient_mu    3.133
_exptl_absorpt_correction_T_max  0.7538
_exptl_absorpt_correction_T_min  0.1720
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1571 before and 0.0405 after correction.
The Ratio of minimum to maximum transmission is 0.2282.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'translucent red'
_exptl_crystal_colour_lustre     translucent
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_description       plate
_exptl_crystal_F_000             1684.665
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.5676
_refine_diff_density_min         -0.6905
_refine_diff_density_rms         0.0912
_refine_ls_d_res_high            0.7969
_refine_ls_d_res_low             15.3727
_refine_ls_extinction_coef       0.00143(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   0.9696
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    80
_refine_ls_number_parameters     503
_refine_ls_number_reflns         8026
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.9696
_refine_ls_R_factor_all          0.1351
_refine_ls_R_factor_gt           0.0619
_refine_ls_shift/su_max          0.0009
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0916P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1470
_refine_ls_wR_factor_ref         0.1979
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              37
_reflns_limit_h_min              -38
_reflns_limit_k_max              9
_reflns_limit_k_min              0
_reflns_limit_l_max              22
_reflns_limit_l_min              0
_reflns_number_gt                3677
_reflns_number_total             8026
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d3sc05071h2.cif
_cod_data_source_block           6_FcBAM2
_cod_depositor_comments
'Adding full bibliography for 1570333--1570346.cif.'
_cod_original_formula_sum        'C55 H50.5 B2 F0.5 Fe1'
_cod_database_code               1570346
_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:
 C11(H11a,H11b), C12(H12a,H12b), C37(H37a,H37b), C38(H38a,H38b)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C7(H7), C8(H8), C9(H9), C15(H15), C17(H17), C23(H23),
 C24(H24), C25(H25), C26(H26), C28(H28), C29(H29), C33(H33), C34(H34), C35(H35),
  C41(H41), C43(H43), C49(H49), C50(H50), C51(H51), C52(H52)
2.c Idealised Me refined as rotating group:
 C19(H19a,H19b,H19c), C20(H20a,H20b,H20c), C21(H21a,H21b,H21c), C45(H45a,H45b,
 H45c), C46(H46a,H46b,H46c), C47(H47a,H47b,H47c)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 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_refinement_flags_posn
Fe1 Fe 0.24423(2) 0.62763(8) 0.40707(4) 0.0602(2) Uani 1.000000 .
C1 C 0.18197(14) 0.8553(6) 0.2203(3) 0.0651(11) Uani 1.000000 .
C2 C 0.21873(15) 0.9574(6) 0.2435(3) 0.0710(12) Uani 1.000000 .
H2 H 0.23655(15) 0.9219(6) 0.2859(3) 0.0852(15) Uiso 1.000000 R
C3 C 0.23081(15) 1.1111(6) 0.2070(3) 0.0716(12) Uani 1.000000 .
H3 H 0.25490(15) 1.1772(6) 0.2266(3) 0.0860(15) Uiso 1.000000 R
C4 C 0.20688(15) 1.1602(6) 0.1435(3) 0.0680(12) Uani 1.000000 .
C5 C 0.17035(14) 1.0580(6) 0.1161(3) 0.0649(12) Uani 1.000000 .
C6 C 0.14929(16) 1.1251(6) 0.0491(3) 0.0723(13) Uani 1.000000 .
C7 C 0.11479(17) 1.0349(7) 0.0141(3) 0.0854(15) Uani 1.000000 .
H7 H 0.10084(17) 1.0737(7) -0.0312(3) 0.1024(18) Uiso 1.000000 R
C8 C 0.10028(16) 0.8810(7) 0.0474(3) 0.0821(14) Uani 1.000000 .
H8 H 0.07656(16) 0.8196(7) 0.0233(3) 0.0985(17) Uiso 1.000000 R
C9 C 0.11990(15) 0.8191(6) 0.1139(3) 0.0732(13) Uani 1.000000 .
H9 H 0.10897(15) 0.7190(6) 0.1346(3) 0.0878(15) Uiso 1.000000 R
C10 C 0.15703(14) 0.9072(6) 0.1518(2) 0.0623(11) Uani 1.000000 .
C11 C 0.21159(18) 1.3121(6) 0.0914(3) 0.0840(15) Uani 1.000000 .
H11a H 0.23850(18) 1.3025(6) 0.0701(3) 0.1007(18) Uiso 1.000000 R
H11b H 0.21113(18) 1.4248(6) 0.1166(3) 0.1007(18) Uiso 1.000000 R
C12 C 0.17141(18) 1.2932(6) 0.0309(3) 0.0848(15) Uani 1.000000 .
H12a H 0.15200(18) 1.3935(6) 0.0321(3) 0.1017(18) Uiso 1.000000 R
H12b H 0.18052(18) 1.2859(6) -0.0177(3) 0.1017(18) Uiso 1.000000 R
C13 C 0.12164(14) 0.6563(6) 0.2837(2) 0.0623(11) Uani 1.000000 .
C14 C 0.09785(15) 0.7751(6) 0.3218(3) 0.0677(12) Uani 1.000000 .
C15 C 0.05666(15) 0.7289(7) 0.3383(3) 0.0792(14) Uani 1.000000 .
H15 H 0.04187(15) 0.8079(7) 0.3649(3) 0.0950(17) Uiso 1.000000 R
C16 C 0.03701(15) 0.5694(7) 0.3163(3) 0.0763(13) Uani 1.000000 .
C17 C 0.06011(15) 0.4554(6) 0.2785(3) 0.0750(13) Uani 1.000000 .
H17 H 0.04752(15) 0.3474(6) 0.2635(3) 0.0900(16) Uiso 1.000000 R
C18 C 0.10157(14) 0.4926(6) 0.2613(3) 0.0665(12) Uani 1.000000 .
C19 C 0.11612(17) 0.9528(6) 0.3486(3) 0.0954(17) Uani 1.000000 .
H19a H 0.1290(11) 0.9430(14) 0.3992(7) 0.143(3) Uiso 1.000000 GR
H19b H 0.1379(9) 0.989(2) 0.3190(14) 0.143(3) Uiso 1.000000 GR
H19c H 0.0931(3) 1.0387(13) 0.345(2) 0.143(3) Uiso 1.000000 GR
C20 C -0.00774(16) 0.5237(7) 0.3343(4) 0.110(2) Uani 1.000000 .
H20a H -0.0160(6) 0.607(4) 0.3696(19) 0.166(3) Uiso 1.000000 GR
H20b H -0.0283(3) 0.529(6) 0.2902(6) 0.166(3) Uiso 1.000000 GR
H20c H -0.0074(4) 0.406(2) 0.355(2) 0.166(3) Uiso 1.000000 GR
C21 C 0.12357(16) 0.3637(6) 0.2168(3) 0.0825(14) Uani 1.000000 .
H21a H 0.1353(10) 0.4251(9) 0.1780(12) 0.124(2) Uiso 1.000000 GR
H21b H 0.1467(7) 0.306(3) 0.2480(5) 0.124(2) Uiso 1.000000 GR
H21c H 0.1029(3) 0.277(3) 0.1959(16) 0.124(2) Uiso 1.000000 GR
C22 C 0.20583(14) 0.5750(5) 0.3085(2) 0.0615(11) Uani 1.000000 .
C23 C 0.25100(14) 0.5685(6) 0.3002(3) 0.0681(12) Uani 1.000000 .
H23 H 0.26453(14) 0.6390(6) 0.2684(3) 0.0817(14) Uiso 1.000000 R
C24 C 0.27191(15) 0.4384(6) 0.3479(3) 0.0707(12) Uani 1.000000 .
H24 H 0.30120(15) 0.4080(6) 0.3525(3) 0.0849(15) Uiso 1.000000 R
C25 C 0.24061(14) 0.3633(6) 0.3871(3) 0.0690(12) Uani 1.000000 .
H25 H 0.24558(14) 0.2748(6) 0.4225(3) 0.0828(15) Uiso 1.000000 R
C26 C 0.20050(14) 0.4445(5) 0.3636(3) 0.0646(12) Uani 1.000000 .
H26 H 0.17444(14) 0.4179(5) 0.3811(3) 0.0775(14) Uiso 1.000000 R
C27 C 0.37596(14) 0.6967(6) 0.4748(3) 0.0648(11) Uani 1.000000 .
C28 C 0.37080(14) 0.7306(6) 0.3996(3) 0.0683(12) Uani 1.000000 .
H28 H 0.34262(14) 0.7297(6) 0.3748(3) 0.0819(14) Uiso 1.000000 R
C29 C 0.40476(16) 0.7664(6) 0.3579(3) 0.0788(14) Uani 1.000000 .
H29 H 0.39886(16) 0.7866(6) 0.3074(3) 0.0946(16) Uiso 1.000000 R
C30 C 0.44651(16) 0.7709(7) 0.3927(3) 0.0790(14) Uani 1.000000 .
C31 C 0.45350(14) 0.7429(6) 0.4691(3) 0.0712(13) Uani 1.000000 .
C32 C 0.49810(17) 0.7538(8) 0.4979(3) 0.0892(16) Uani 1.000000 .
C33 C 0.51035(18) 0.7305(9) 0.5707(4) 0.1089(19) Uani 1.000000 .
H33 H 0.53950(18) 0.7353(9) 0.5907(4) 0.131(2) Uiso 1.000000 R
C34 C 0.47763(19) 0.6985(8) 0.6155(3) 0.1075(19) Uani 1.000000 .
H34 H 0.48584(19) 0.6854(8) 0.6660(3) 0.129(2) Uiso 1.000000 R
C35 C 0.43419(16) 0.6855(7) 0.5886(3) 0.0863(15) Uani 1.000000 .
H35 H 0.41399(16) 0.6627(7) 0.6207(3) 0.1035(18) Uiso 1.000000 R
C36 C 0.42009(15) 0.7067(6) 0.5123(3) 0.0674(12) Uani 1.000000 .
C37 C 0.48987(17) 0.8012(9) 0.3647(3) 0.1044(19) Uani 1.000000 .
H37a H 0.49544(17) 0.7098(9) 0.3299(3) 0.125(2) Uiso 1.000000 R
H37b H 0.49053(17) 0.9157(9) 0.3410(3) 0.125(2) Uiso 1.000000 R
C38 C 0.52354(18) 0.7926(9) 0.4352(3) 0.1052(19) Uani 1.000000 .
H38a H 0.53879(18) 0.9045(9) 0.4431(3) 0.126(2) Uiso 1.000000 R
H38b H 0.54467(18) 0.6999(9) 0.4309(3) 0.126(2) Uiso 1.000000 R
C39 C 0.34341(14) 0.4912(6) 0.5752(3) 0.0678(12) Uani 1.000000 .
C40 C 0.35778(14) 0.3200(6) 0.5632(3) 0.0714(13) Uani 1.000000 .
C41 C 0.36908(16) 0.2058(7) 0.6222(3) 0.0879(16) Uani 1.000000 .
H41 H 0.37840(16) 0.0920(7) 0.6128(3) 0.1055(19) Uiso 1.000000 R
C42 C 0.36695(19) 0.2551(9) 0.6940(4) 0.0974(18) Uani 1.000000 .
C43 C 0.35105(17) 0.4188(9) 0.7063(3) 0.0930(16) Uani 1.000000 .
H43 H 0.34855(17) 0.4532(9) 0.7543(3) 0.112(2) Uiso 1.000000 R
C44 C 0.33835(16) 0.5369(7) 0.6484(3) 0.0810(14) Uani 1.000000 .
C45 C 0.36168(17) 0.2549(6) 0.4863(3) 0.0881(16) Uani 1.000000 .
H45a H 0.33323(18) 0.246(4) 0.4585(7) 0.132(2) Uiso 1.000000 GR
H45b H 0.3790(10) 0.336(3) 0.4625(7) 0.132(2) Uiso 1.000000 GR
H45c H 0.3753(10) 0.141(2) 0.4891(3) 0.132(2) Uiso 1.000000 GR
C46 C 0.3833(2) 0.1343(9) 0.7583(4) 0.145(3) Uani 1.000000 .
H46a H 0.3654(12) 0.030(4) 0.7566(18) 0.217(4) Uiso 1.000000 GR
H46b H 0.4129(7) 0.101(6) 0.7550(18) 0.217(4) Uiso 1.000000 GR
H46c H 0.3821(18) 0.196(3) 0.8039(4) 0.217(4) Uiso 1.000000 GR
C47 C 0.32275(18) 0.7194(8) 0.6670(3) 0.1024(18) Uani 1.000000 .
H47a H 0.3361(11) 0.8067(9) 0.6392(18) 0.154(3) Uiso 1.000000 GR
H47b H 0.2917(2) 0.7256(19) 0.655(2) 0.154(3) Uiso 1.000000 GR
H47c H 0.3306(12) 0.741(2) 0.7187(5) 0.154(3) Uiso 1.000000 GR
C48 C 0.29043(14) 0.7146(6) 0.4913(2) 0.0637(11) Uani 1.000000 .
C49 C 0.27542(14) 0.8558(5) 0.4424(3) 0.0673(12) Uani 1.000000 .
H49 H 0.29291(14) 0.9236(5) 0.4158(3) 0.0807(14) Uiso 1.000000 R
C50 C 0.23030(15) 0.8765(6) 0.4406(3) 0.0722(13) Uani 1.000000 .
H50 H 0.21307(15) 0.9597(6) 0.4129(3) 0.0866(15) Uiso 1.000000 R
C51 C 0.21572(14) 0.7497(6) 0.4879(3) 0.0696(12) Uani 1.000000 .
H51 H 0.18720(14) 0.7347(6) 0.4972(3) 0.0836(15) Uiso 1.000000 R
C52 C 0.25146(14) 0.6507(6) 0.5183(3) 0.0668(12) Uani 1.000000 .
H52 H 0.25049(14) 0.5572(6) 0.5511(3) 0.0801(14) Uiso 1.000000 R
B1 B 0.16995(16) 0.6985(7) 0.2700(3) 0.0615(13) Uani 1.000000 .
B2 B 0.33582(17) 0.6359(7) 0.5122(3) 0.0638(13) Uani 1.000000 .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
B 0.00925 0.00394 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.19320 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
C 0.01788 0.00908 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
Fe -1.13089 3.15213 11.76950 7.35730 3.52220 2.30450 4.76110 0.30720 15.35350
76.88050 1.03690 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
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
C23 Fe1 C22 40.76(16) . . ?
C24 Fe1 C22 68.76(17) . . ?
C24 Fe1 C23 40.41(17) . . ?
C25 Fe1 C22 68.98(17) . . ?
C25 Fe1 C23 67.85(18) . . ?
C25 Fe1 C24 40.15(16) . . ?
C26 Fe1 C22 41.10(16) . . ?
C26 Fe1 C23 67.91(18) . . ?
C26 Fe1 C24 67.77(18) . . ?
C26 Fe1 C25 40.46(16) . . ?
C48 Fe1 C22 167.21(17) . . ?
C48 Fe1 C23 129.30(17) . . ?
C48 Fe1 C24 108.54(18) . . ?
C48 Fe1 C25 117.60(17) . . ?
C48 Fe1 C26 150.67(17) . . ?
C49 Fe1 C22 129.37(17) . . ?
C49 Fe1 C23 112.52(19) . . ?
C49 Fe1 C24 122.87(18) . . ?
C49 Fe1 C25 154.27(18) . . ?
C49 Fe1 C26 165.22(17) . . ?
C49 Fe1 C48 40.73(16) . . ?
C50 Fe1 C22 108.64(18) . . ?
C50 Fe1 C23 122.8(2) . . ?
C50 Fe1 C24 157.1(2) . . ?
C50 Fe1 C25 161.98(19) . . ?
C50 Fe1 C26 126.15(17) . . ?
C50 Fe1 C48 68.68(17) . . ?
C50 Fe1 C49 40.25(16) . . ?
C51 Fe1 C22 117.71(18) . . ?
C51 Fe1 C23 154.36(18) . . ?
C51 Fe1 C24 161.80(19) . . ?
C51 Fe1 C25 123.77(19) . . ?
C51 Fe1 C26 105.13(18) . . ?
C51 Fe1 C48 68.92(17) . . ?
C51 Fe1 C49 67.76(18) . . ?
C51 Fe1 C50 40.27(17) . . ?
C52 Fe1 C22 150.32(18) . . ?
C52 Fe1 C23 165.60(18) . . ?
C52 Fe1 C24 126.34(19) . . ?
C52 Fe1 C25 105.17(18) . . ?
C52 Fe1 C26 115.60(18) . . ?
C52 Fe1 C48 41.44(16) . . ?
C52 Fe1 C49 67.93(18) . . ?
C52 Fe1 C50 67.57(18) . . ?
C52 Fe1 C51 39.98(16) . . ?
C10 C1 C2 115.9(4) . . ?
B1 C1 C2 119.3(4) . . ?
B1 C1 C10 124.8(4) . . ?
H2 C2 C1 117.7(3) . . ?
C3 C2 C1 124.6(4) . . ?
C3 C2 H2 117.7(3) . . ?
H3 C3 C2 120.5(3) . . ?
C4 C3 C2 118.9(4) . . ?
C4 C3 H3 120.5(3) . . ?
C5 C4 C3 118.8(4) . . ?
C11 C4 C3 131.7(5) . . ?
C11 C4 C5 109.5(4) . . ?
C6 C5 C4 111.8(4) . . ?
C10 C5 C4 123.6(4) . . ?
C10 C5 C6 124.6(4) . . ?
C7 C6 C5 118.5(4) . . ?
C12 C6 C5 109.0(4) . . ?
C12 C6 C7 132.5(5) . . ?
H7 C7 C6 120.5(3) . . ?
C8 C7 C6 119.1(5) . . ?
C8 C7 H7 120.5(3) . . ?
H8 C8 C7 118.8(3) . . ?
C9 C8 C7 122.3(5) . . ?
C9 C8 H8 118.8(3) . . ?
H9 C9 C8 119.8(3) . . ?
C10 C9 C8 120.5(4) . . ?
C10 C9 H9 119.8(3) . . ?
C5 C10 C1 118.0(4) . . ?
C9 C10 C1 127.0(4) . . ?
C9 C10 C5 114.9(4) . . ?
H11a C11 C4 110.9(3) . . ?
H11b C11 C4 110.9(3) . . ?
H11b C11 H11a 109.0 . . ?
C12 C11 C4 104.0(4) . . ?
C12 C11 H11a 110.9(3) . . ?
C12 C11 H11b 110.9(3) . . ?
C11 C12 C6 105.4(4) . . ?
H12a C12 C6 110.7(3) . . ?
H12a C12 C11 110.7(3) . . ?
H12b C12 C6 110.7(3) . . ?
H12b C12 C11 110.7(3) . . ?
H12b C12 H12a 108.8 . . ?
C18 C13 C14 117.4(4) . . ?
B1 C13 C14 121.4(4) . . ?
B1 C13 C18 121.1(4) . . ?
C15 C14 C13 120.3(4) . . ?
C19 C14 C13 121.9(4) . . ?
C19 C14 C15 117.8(4) . . ?
H15 C15 C14 118.8(3) . . ?
C16 C15 C14 122.3(4) . . ?
C16 C15 H15 118.8(3) . . ?
C17 C16 C15 117.1(4) . . ?
C20 C16 C15 121.1(5) . . ?
C20 C16 C17 121.7(5) . . ?
H17 C17 C16 118.3(3) . . ?
C18 C17 C16 123.3(4) . . ?
C18 C17 H17 118.3(3) . . ?
C17 C18 C13 119.6(4) . . ?
C21 C18 C13 120.8(4) . . ?
C21 C18 C17 119.6(4) . . ?
H19a C19 C14 109.5 . . ?
H19b C19 C14 109.5 . . ?
H19b C19 H19a 109.5 . . ?
H19c C19 C14 109.5 . . ?
H19c C19 H19a 109.5 . . ?
H19c C19 H19b 109.5 . . ?
H20a C20 C16 109.5 . . ?
H20b C20 C16 109.5 . . ?
H20b C20 H20a 109.5 . . ?
H20c C20 C16 109.5 . . ?
H20c C20 H20a 109.5 . . ?
H20c C20 H20b 109.5 . . ?
H21a C21 C18 109.5 . . ?
H21b C21 C18 109.5 . . ?
H21b C21 H21a 109.5 . . ?
H21c C21 C18 109.5 . . ?
H21c C21 H21a 109.5 . . ?
H21c C21 H21b 109.5 . . ?
C23 C22 Fe1 68.9(3) . . ?
C26 C22 Fe1 68.0(2) . . ?
C26 C22 C23 104.9(4) . . ?
B1 C22 Fe1 125.3(3) . . ?
B1 C22 C23 128.8(4) . . ?
B1 C22 C26 126.2(4) . . ?
C22 C23 Fe1 70.3(3) . . ?
H23 C23 Fe1 125.97(12) . . ?
H23 C23 C22 125.3(3) . . ?
C24 C23 Fe1 70.0(3) . . ?
C24 C23 C22 109.5(4) . . ?
C24 C23 H23 125.3(3) . . ?
C23 C24 Fe1 69.6(3) . . ?
H24 C24 Fe1 126.69(13) . . ?
H24 C24 C23 126.1(3) . . ?
C25 C24 Fe1 69.2(3) . . ?
C25 C24 C23 107.8(4) . . ?
C25 C24 H24 126.1(3) . . ?
C24 C25 Fe1 70.6(3) . . ?
H25 C25 Fe1 125.56(13) . . ?
H25 C25 C24 125.9(3) . . ?
C26 C25 Fe1 69.5(2) . . ?
C26 C25 C24 108.3(4) . . ?
C26 C25 H25 125.9(3) . . ?
C22 C26 Fe1 70.9(2) . . ?
C25 C26 Fe1 70.0(3) . . ?
C25 C26 C22 109.6(4) . . ?
H26 C26 Fe1 125.46(13) . . ?
H26 C26 C22 125.2(2) . . ?
H26 C26 C25 125.2(3) . . ?
C36 C27 C28 115.9(4) . . ?
B2 C27 C28 119.6(4) . . ?
B2 C27 C36 124.3(4) . . ?
H28 C28 C27 117.3(3) . . ?
C29 C28 C27 125.3(4) . . ?
C29 C28 H28 117.3(3) . . ?
H29 C29 C28 120.5(3) . . ?
C30 C29 C28 118.9(5) . . ?
C30 C29 H29 120.5(3) . . ?
C31 C30 C29 118.2(5) . . ?
C37 C30 C29 132.4(5) . . ?
C37 C30 C31 109.4(5) . . ?
C32 C31 C30 112.1(5) . . ?
C36 C31 C30 124.1(4) . . ?
C36 C31 C32 123.8(5) . . ?
C33 C32 C31 119.6(5) . . ?
C38 C32 C31 108.2(5) . . ?
C38 C32 C33 132.2(5) . . ?
H33 C33 C32 121.1(3) . . ?
C34 C33 C32 117.9(5) . . ?
C34 C33 H33 121.1(3) . . ?
H34 C34 C33 118.2(3) . . ?
C35 C34 C33 123.5(6) . . ?
C35 C34 H34 118.2(4) . . ?
H35 C35 C34 119.9(4) . . ?
C36 C35 C34 120.3(5) . . ?
C36 C35 H35 119.9(3) . . ?
C31 C36 C27 117.5(4) . . ?
C35 C36 C27 127.5(4) . . ?
C35 C36 C31 115.0(4) . . ?
H37a C37 C30 111.0(3) . . ?
H37b C37 C30 111.0(3) . . ?
H37b C37 H37a 109.0 . . ?
C38 C37 C30 104.0(5) . . ?
C38 C37 H37a 111.0(3) . . ?
C38 C37 H37b 111.0(3) . . ?
C37 C38 C32 106.2(4) . . ?
H38a C38 C32 110.5(3) . . ?
H38a C38 C37 110.5(3) . . ?
H38b C38 C32 110.5(3) . . ?
H38b C38 C37 110.5(3) . . ?
H38b C38 H38a 108.7 . . ?
C44 C39 C40 117.0(4) . . ?
B2 C39 C40 123.1(4) . . ?
B2 C39 C44 119.8(4) . . ?
C41 C40 C39 120.4(5) . . ?
C45 C40 C39 121.0(4) . . ?
C45 C40 C41 118.5(5) . . ?
H41 C41 C40 118.9(3) . . ?
C42 C41 C40 122.3(5) . . ?
C42 C41 H41 118.9(4) . . ?
C43 C42 C41 117.9(5) . . ?
C46 C42 C41 121.5(6) . . ?
C46 C42 C43 120.5(6) . . ?
H43 C43 C42 119.2(4) . . ?
C44 C43 C42 121.7(6) . . ?
C44 C43 H43 119.2(4) . . ?
C43 C44 C39 120.4(5) . . ?
C47 C44 C39 121.0(5) . . ?
C47 C44 C43 118.4(5) . . ?
H45a C45 C40 109.5 . . ?
H45b C45 C40 109.5 . . ?
H45b C45 H45a 109.5 . . ?
H45c C45 C40 109.5 . . ?
H45c C45 H45a 109.5 . . ?
H45c C45 H45b 109.5 . . ?
H46a C46 C42 109.5 . . ?
H46b C46 C42 109.5 . . ?
H46b C46 H46a 109.5 . . ?
H46c C46 C42 109.5 . . ?
H46c C46 H46a 109.5 . . ?
H46c C46 H46b 109.5 . . ?
H47a C47 C44 109.5 . . ?
H47b C47 C44 109.5 . . ?
H47b C47 H47a 109.5 . . ?
H47c C47 C44 109.5 . . ?
H47c C47 H47a 109.5 . . ?
H47c C47 H47b 109.5 . . ?
C49 C48 Fe1 68.6(2) . . ?
C52 C48 Fe1 67.7(2) . . ?
C52 C48 C49 104.2(4) . . ?
B2 C48 Fe1 125.9(3) . . ?
B2 C48 C49 131.2(4) . . ?
B2 C48 C52 124.5(4) . . ?
C48 C49 Fe1 70.7(2) . . ?
H49 C49 Fe1 125.82(14) . . ?
H49 C49 C48 125.1(3) . . ?
C50 C49 Fe1 70.0(3) . . ?
C50 C49 C48 109.8(4) . . ?
C50 C49 H49 125.1(3) . . ?
C49 C50 Fe1 69.8(2) . . ?
H50 C50 Fe1 126.01(13) . . ?
H50 C50 C49 125.9(3) . . ?
C51 C50 Fe1 69.9(3) . . ?
C51 C50 C49 108.1(4) . . ?
C51 C50 H50 125.9(3) . . ?
C50 C51 Fe1 69.9(3) . . ?
H51 C51 Fe1 126.32(13) . . ?
H51 C51 C50 126.0(3) . . ?
C52 C51 Fe1 69.3(3) . . ?
C52 C51 C50 107.9(4) . . ?
C52 C51 H51 126.0(3) . . ?
C48 C52 Fe1 70.8(3) . . ?
C51 C52 Fe1 70.7(3) . . ?
C51 C52 C48 110.0(4) . . ?
H52 C52 Fe1 125.05(12) . . ?
H52 C52 C48 125.0(3) . . ?
H52 C52 C51 125.0(3) . . ?
C13 B1 C1 123.1(4) . . ?
C22 B1 C1 120.5(4) . . ?
C22 B1 C13 116.4(4) . . ?
C39 B2 C27 118.1(4) . . ?
C48 B2 C27 122.3(4) . . ?
C48 B2 C39 119.6(4) . . ?
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 C22 2.063(4) . ?
Fe1 C23 2.044(5) . ?
Fe1 C24 2.050(5) . ?
Fe1 C25 2.031(4) . ?
Fe1 C26 2.025(4) . ?
Fe1 C48 2.067(4) . ?
Fe1 C49 2.040(4) . ?
Fe1 C50 2.043(4) . ?
Fe1 C51 2.042(5) . ?
Fe1 C52 2.025(5) . ?
C1 C2 1.395(6) . ?
C1 C10 1.437(6) . ?
C1 B1 1.569(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.415(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.345(6) . ?
C4 C5 1.407(6) . ?
C4 C11 1.512(6) . ?
C5 C6 1.406(6) . ?
C5 C10 1.403(6) . ?
C6 C7 1.355(7) . ?
C6 C12 1.502(6) . ?
C7 H7 0.9300 . ?
C7 C8 1.415(7) . ?
C8 H8 0.9300 . ?
C8 C9 1.369(6) . ?
C9 H9 0.9300 . ?
C9 C10 1.427(6) . ?
C11 H11a 0.9700 . ?
C11 H11b 0.9700 . ?
C11 C12 1.559(7) . ?
C12 H12a 0.9700 . ?
C12 H12b 0.9700 . ?
C13 C14 1.406(6) . ?
C13 C18 1.420(6) . ?
C13 B1 1.584(6) . ?
C14 C15 1.396(6) . ?
C14 C19 1.514(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.386(6) . ?
C16 C17 1.366(6) . ?
C16 C20 1.509(6) . ?
C17 H17 0.9300 . ?
C17 C18 1.393(6) . ?
C18 C21 1.492(6) . ?
C19 H19a 0.9600 . ?
C19 H19b 0.9600 . ?
C19 H19c 0.9600 . ?
C20 H20a 0.9600 . ?
C20 H20b 0.9600 . ?
C20 H20c 0.9600 . ?
C21 H21a 0.9600 . ?
C21 H21b 0.9600 . ?
C21 H21c 0.9600 . ?
C22 C23 1.431(6) . ?
C22 C26 1.435(6) . ?
C22 B1 1.548(6) . ?
C23 H23 0.9300 . ?
C23 C24 1.414(6) . ?
C24 H24 0.9300 . ?
C24 C25 1.401(6) . ?
C25 H25 0.9300 . ?
C25 C26 1.403(6) . ?
C26 H26 0.9300 . ?
C27 C28 1.389(6) . ?
C27 C36 1.449(6) . ?
C27 B2 1.568(7) . ?
C28 H28 0.9300 . ?
C28 C29 1.408(6) . ?
C29 H29 0.9300 . ?
C29 C30 1.365(6) . ?
C30 C31 1.402(7) . ?
C30 C37 1.519(7) . ?
C31 C32 1.416(6) . ?
C31 C36 1.412(6) . ?
C32 C33 1.348(7) . ?
C32 C38 1.506(7) . ?
C33 H33 0.9300 . ?
C33 C34 1.408(7) . ?
C34 H34 0.9300 . ?
C34 C35 1.375(7) . ?
C35 H35 0.9300 . ?
C35 C36 1.416(6) . ?
C37 H37a 0.9700 . ?
C37 H37b 0.9700 . ?
C37 C38 1.549(7) . ?
C38 H38a 0.9700 . ?
C38 H38b 0.9700 . ?
C39 C40 1.395(6) . ?
C39 C44 1.413(6) . ?
C39 B2 1.583(7) . ?
C40 C41 1.390(6) . ?
C40 C45 1.511(6) . ?
C41 H41 0.9300 . ?
C41 C42 1.377(8) . ?
C42 C43 1.362(8) . ?
C42 C46 1.523(8) . ?
C43 H43 0.9300 . ?
C43 C44 1.401(7) . ?
C44 C47 1.515(7) . ?
C45 H45a 0.9600 . ?
C45 H45b 0.9600 . ?
C45 H45c 0.9600 . ?
C46 H46a 0.9600 . ?
C46 H46b 0.9600 . ?
C46 H46c 0.9600 . ?
C47 H47a 0.9600 . ?
C47 H47b 0.9600 . ?
C47 H47c 0.9600 . ?
C48 C49 1.430(6) . ?
C48 C52 1.449(6) . ?
C48 B2 1.530(6) . ?
C49 H49 0.9300 . ?
C49 C50 1.405(6) . ?
C50 H50 0.9300 . ?
C50 C51 1.406(6) . ?
C51 H51 0.9300 . ?
C51 C52 1.391(6) . ?
C52 H52 0.9300 . ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Fe1 C22 C23 C24 59.3(3) . . . . ?
Fe1 C22 C26 C25 -59.5(3) . . . . ?
Fe1 C22 B1 C1 83.0(4) . . . . ?
Fe1 C22 B1 C13 -97.2(4) . . . . ?
Fe1 C23 C22 C26 -58.8(3) . . . . ?
Fe1 C23 C22 B1 119.0(3) . . . . ?
Fe1 C23 C24 C25 58.8(3) . . . . ?
Fe1 C24 C23 C22 -59.5(3) . . . . ?
Fe1 C24 C25 C26 59.6(3) . . . . ?
Fe1 C25 C24 C23 -59.1(3) . . . . ?
Fe1 C25 C26 C22 60.1(3) . . . . ?
Fe1 C26 C22 C23 59.4(3) . . . . ?
Fe1 C26 C22 B1 -118.5(3) . . . . ?
Fe1 C26 C25 C24 -60.3(3) . . . . ?
Fe1 C48 C49 C50 59.2(3) . . . . ?
Fe1 C48 C52 C51 -60.1(3) . . . . ?
Fe1 C48 B2 C27 87.2(4) . . . . ?
Fe1 C48 B2 C39 -94.4(4) . . . . ?
Fe1 C49 C48 C52 -58.7(3) . . . . ?
Fe1 C49 C48 B2 119.6(3) . . . . ?
Fe1 C49 C50 C51 59.6(3) . . . . ?
Fe1 C50 C49 C48 -59.6(3) . . . . ?
Fe1 C50 C51 C52 59.1(3) . . . . ?
Fe1 C51 C50 C49 -59.5(3) . . . . ?
Fe1 C51 C52 C48 60.2(3) . . . . ?
Fe1 C52 C48 C49 59.3(3) . . . . ?
Fe1 C52 C48 B2 -119.2(3) . . . . ?
Fe1 C52 C51 C50 -59.4(3) . . . . ?
C1 C2 C3 C4 -3.4(5) . . . . ?
C1 C10 C5 C4 0.4(5) . . . . ?
C1 C10 C5 C6 -179.9(4) . . . . ?
C1 C10 C9 C8 -177.6(5) . . . . ?
C1 B1 C13 C14 -65.4(5) . . . . ?
C1 B1 C13 C18 118.0(5) . . . . ?
C1 B1 C22 C23 -7.3(6) . . . . ?
C1 B1 C22 C26 170.1(4) . . . . ?
C2 C3 C4 C5 0.8(5) . . . . ?
C2 C3 C4 C11 -178.6(4) . . . . ?
C3 C4 C5 C6 -179.2(5) . . . . ?
C3 C4 C5 C10 0.5(5) . . . . ?
C3 C4 C11 C12 -177.7(6) . . . . ?
C4 C5 C6 C7 176.6(4) . . . . ?
C4 C5 C6 C12 -3.7(4) . . . . ?
C4 C5 C10 C9 -178.2(4) . . . . ?
C4 C11 C12 C6 -4.8(4) . . . . ?
C5 C6 C7 C8 2.3(5) . . . . ?
C5 C6 C12 C11 5.3(4) . . . . ?
C5 C10 C9 C8 0.8(5) . . . . ?
C6 C7 C8 C9 -0.1(6) . . . . ?
C7 C8 C9 C10 -1.5(6) . . . . ?
C13 C14 C15 C16 -2.1(5) . . . . ?
C13 C18 C17 C16 0.2(5) . . . . ?
C13 B1 C22 C23 172.6(4) . . . . ?
C13 B1 C22 C26 -10.1(5) . . . . ?
C14 C15 C16 C17 1.3(6) . . . . ?
C14 C15 C16 C20 -179.5(5) . . . . ?
C15 C16 C17 C18 -0.3(6) . . . . ?
C16 C17 C18 C21 -177.2(5) . . . . ?
C22 C23 C24 C25 -0.6(4) . . . . ?
C22 C26 C25 C24 -0.2(4) . . . . ?
C23 C24 C25 C26 0.5(4) . . . . ?
C27 C28 C29 C30 -0.8(6) . . . . ?
C27 C36 C31 C30 0.6(5) . . . . ?
C27 C36 C31 C32 -179.0(4) . . . . ?
C27 C36 C35 C34 179.8(6) . . . . ?
C27 B2 C39 C40 -62.4(5) . . . . ?
C27 B2 C39 C44 113.4(4) . . . . ?
C27 B2 C48 C49 -4.9(6) . . . . ?
C27 B2 C48 C52 173.1(4) . . . . ?
C28 C29 C30 C31 -1.2(5) . . . . ?
C28 C29 C30 C37 178.6(5) . . . . ?
C29 C30 C31 C32 -179.1(5) . . . . ?
C29 C30 C31 C36 1.3(6) . . . . ?
C29 C30 C37 C38 178.7(7) . . . . ?
C30 C31 C32 C33 179.8(5) . . . . ?
C30 C31 C32 C38 -0.0(5) . . . . ?
C30 C31 C36 C35 -179.0(5) . . . . ?
C30 C37 C38 C32 1.5(5) . . . . ?
C31 C32 C33 C34 -0.9(7) . . . . ?
C31 C32 C38 C37 -1.0(5) . . . . ?
C31 C36 C35 C34 -0.7(5) . . . . ?
C32 C33 C34 C35 1.7(8) . . . . ?
C33 C34 C35 C36 -0.8(8) . . . . ?
C39 C40 C41 C42 -0.4(5) . . . . ?
C39 C44 C43 C42 -2.6(6) . . . . ?
C39 B2 C48 C49 173.5(4) . . . . ?
C39 B2 C48 C52 -8.4(5) . . . . ?
C40 C41 C42 C43 3.4(6) . . . . ?
C40 C41 C42 C46 -174.3(5) . . . . ?
C41 C42 C43 C44 -1.9(6) . . . . ?
C42 C43 C44 C47 -177.5(5) . . . . ?
C48 C49 C50 C51 -0.1(4) . . . . ?
C48 C52 C51 C50 0.7(4) . . . . ?
C49 C50 C51 C52 -0.4(4) . . . . ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 -0.864 0.000 172.4 50.2 '1 C6H5F'
2 0.000 -0.587 0.500 172.4 50.2 '1 C6H5F'
3 0.454 0.080 0.241 11.5 0.7 ?
4 0.454 0.420 0.741 11.5 0.7 ?
5 0.546 0.580 0.259 11.5 0.7 ?
6 0.546 0.920 0.759 11.5 0.7 ?
