#------------------------------------------------------------------------------
#$Date: 2020-09-12 01:48:54 +0300 (Sat, 12 Sep 2020) $
#$Revision: 256359 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/52/4135244.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_4135244
loop_
_publ_author_name
'Smith, Jacob A.'
'Schouten, Anna'
'Wilde, Justin H.'
'Westendorff, Karl S.'
'Dickie, Diane A.'
'Ess, Daniel H.'
'Harman, W. Dean'
_publ_section_title
;
 Experiments and Direct Dynamics Simulations that Probe
 η2-Arene/Aryl-Hydride Equilibria of Tungsten Benzene Complexes.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.0c08032
_journal_year                    2020
_chemical_formula_sum            'C33 H54 B F3 N7 O P W'
_chemical_formula_weight         847.46
_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
_cell_angle_alpha                90
_cell_angle_beta                 99.649(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.2624(17)
_cell_length_b                   24.788(3)
_cell_length_c                   10.7571(11)
_cell_measurement_reflns_used    7345
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      25.4172
_cell_measurement_theta_min      2.5277
_cell_volume                     3749.2(7)
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_collection       'Bruker Instrument Service v2017.5.0.0'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker Kappa APEXII Duo'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1442
_diffrn_reflns_av_unetI/netI     0.1242
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            37174
_diffrn_reflns_theta_full        25.78
_diffrn_reflns_theta_max         25.78
_diffrn_reflns_theta_min         2.09
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    3.174
_exptl_absorpt_correction_T_max  0.87
_exptl_absorpt_correction_T_min  0.61
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.501
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1720
_exptl_crystal_size_max          0.181
_exptl_crystal_size_mid          0.115
_exptl_crystal_size_min          0.045
_refine_diff_density_max         0.938
_refine_diff_density_min         -0.795
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.965
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     450
_refine_ls_number_reflns         7130
_refine_ls_number_restraints     73
_refine_ls_restrained_S_all      0.962
_refine_ls_R_factor_all          0.1046
_refine_ls_R_factor_gt           0.0491
_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)+(0.0288P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0861
_refine_ls_wR_factor_ref         0.1008
_reflns_number_gt                4504
_reflns_number_total             7130
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja0c08032_si_003.cif
_cod_data_source_block           Compound4A_4B
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               4135244
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
W W1 0.67136(2) 0.38093(2) 0.46786(3) 0.02047(10) Uani d . . D 1.0 . .
P P1 0.79345(15) 0.45463(8) 0.49929(18) 0.0236(5) Uani d . . . 1.0 . .
O O1 0.6700(4) 0.3833(2) 0.1893(4) 0.0335(13) Uani d . . . 1.0 . .
N N1 0.6739(4) 0.3768(2) 0.6772(5) 0.0213(13) Uani d . . . 1.0 . .
N N2 0.7018(4) 0.3297(2) 0.7398(5) 0.0242(15) Uani d . . . 1.0 . .
N N3 0.7911(4) 0.3234(2) 0.5024(5) 0.0218(14) Uani d . . . 1.0 . .
N N4 0.7985(4) 0.2851(2) 0.5959(5) 0.0230(15) Uani d . . . 1.0 . .
N N5 0.6000(4) 0.3015(2) 0.4730(5) 0.0218(14) Uani d . . . 1.0 . .
N N6 0.6274(4) 0.2668(2) 0.5721(5) 0.0274(15) Uani d . . . 1.0 . .
N N7 0.6711(4) 0.3817(2) 0.3034(5) 0.0243(14) Uani d . . . 1.0 . .
C C1 0.6581(5) 0.4128(3) 0.7647(6) 0.0255(18) Uani d . . . 1.0 . .
H H1 0.638161 0.448968 0.7477 0.031 Uiso calc U . R 1.0 . .
C C2 0.6753(5) 0.3893(3) 0.8843(6) 0.0281(19) Uani d . . . 1.0 . .
H H2 0.669217 0.405729 0.962381 0.034 Uiso calc U . R 1.0 . .
C C3 0.7029(6) 0.3376(3) 0.8647(7) 0.032(2) Uani d . . . 1.0 . .
H H3 0.720082 0.311259 0.928626 0.038 Uiso calc U . R 1.0 . .
C C4 0.8609(5) 0.3140(3) 0.4384(7) 0.0250(18) Uani d . . . 1.0 . .
H H4 0.871868 0.334307 0.367333 0.03 Uiso calc U . R 1.0 . .
C C5 0.9159(6) 0.2707(3) 0.4889(7) 0.033(2) Uani d . . . 1.0 . .
H H5 0.970643 0.256067 0.46174 0.039 Uiso calc U . R 1.0 . .
C C6 0.8726(6) 0.2536(3) 0.5880(7) 0.032(2) Uani d . . . 1.0 . .
H H6 0.892811 0.223943 0.641931 0.038 Uiso calc U . R 1.0 . .
C C7 0.5320(6) 0.2769(3) 0.3939(7) 0.031(2) Uani d . . . 1.0 . .
H H7 0.501187 0.291548 0.316045 0.037 Uiso calc U . R 1.0 . .
C C8 0.5124(6) 0.2269(3) 0.4413(7) 0.036(2) Uani d . . . 1.0 . .
H H8 0.466335 0.201372 0.404154 0.043 Uiso calc U . R 1.0 . .
C C9 0.5738(6) 0.2222(3) 0.5530(7) 0.032(2) Uani d . . . 1.0 . .
H H9 0.577702 0.192137 0.608373 0.039 Uiso calc U . R 1.0 . .
C C17 0.9175(5) 0.4344(3) 0.5598(6) 0.0262(18) Uani d . . . 1.0 . .
H H17A 0.937267 0.406871 0.502829 0.031 Uiso calc U . R 1.0 . .
H H17B 0.959395 0.466186 0.558589 0.031 Uiso calc U . R 1.0 . .
C C18 0.9311(6) 0.4116(3) 0.6943(7) 0.031(2) Uani d . . . 1.0 . .
H H18A 0.929765 0.441535 0.754824 0.037 Uiso calc U . R 1.0 . .
H H18B 0.877749 0.386925 0.702051 0.037 Uiso calc U . R 1.0 . .
C C19 1.0246(6) 0.3812(3) 0.7274(7) 0.039(2) Uani d . . . 1.0 . .
H H19A 1.077625 0.405308 0.715228 0.047 Uiso calc U . R 1.0 . .
H H19B 1.024488 0.350137 0.669386 0.047 Uiso calc U . R 1.0 . .
C C20 1.0410(7) 0.3607(4) 0.8633(8) 0.063(3) Uani d . . . 1.0 . .
H H20A 0.985874 0.33952 0.877922 0.095 Uiso calc U . R 1.0 . .
H H20B 1.049579 0.3915 0.921256 0.095 Uiso calc U . R 1.0 . .
H H20C 1.098044 0.338021 0.877872 0.095 Uiso calc U . R 1.0 . .
C C21 0.7776(6) 0.5115(3) 0.6063(7) 0.0276(19) Uani d . . . 1.0 . .
H H21A 0.717405 0.530087 0.571856 0.033 Uiso calc U . R 1.0 . .
H H21B 0.770132 0.496223 0.689049 0.033 Uiso calc U . R 1.0 . .
C C22 0.8556(6) 0.5534(3) 0.6283(7) 0.034(2) Uani d . . . 1.0 . .
H H22A 0.915368 0.535678 0.668266 0.041 Uiso calc U . R 1.0 . .
H H22B 0.865851 0.567745 0.545788 0.041 Uiso calc U . R 1.0 . .
C C23 0.8352(6) 0.5997(3) 0.7100(9) 0.048(2) Uani d . . . 1.0 . .
H H23A 0.828316 0.58572 0.794259 0.058 Uiso calc U . R 1.0 . .
H H23B 0.774083 0.616533 0.672405 0.058 Uiso calc U . R 1.0 . .
C C24 0.9134(7) 0.6426(4) 0.7255(10) 0.069(3) Uani d . . . 1.0 . .
H H24A 0.924861 0.654118 0.642146 0.103 Uiso calc U . R 1.0 . .
H H24B 0.971993 0.627556 0.773413 0.103 Uiso calc U . R 1.0 . .
H H24C 0.893297 0.673754 0.770715 0.103 Uiso calc U . R 1.0 . .
C C25 0.8021(6) 0.4888(3) 0.3507(6) 0.031(2) Uani d . . . 1.0 . .
H H25A 0.737008 0.495803 0.305286 0.037 Uiso calc U . R 1.0 . .
H H25B 0.83339 0.524128 0.370323 0.037 Uiso calc U . R 1.0 . .
C C26 0.8569(6) 0.4579(3) 0.2627(6) 0.032(2) Uani d . . . 1.0 . .
H H26A 0.925391 0.457357 0.299296 0.039 Uiso calc U . R 1.0 . .
H H26B 0.834183 0.420073 0.254919 0.039 Uiso calc U . R 1.0 . .
C C27 0.8438(6) 0.4837(3) 0.1325(7) 0.040(2) Uani d . . . 1.0 . .
H H27A 0.775291 0.483762 0.096176 0.047 Uiso calc U . R 1.0 . .
H H27B 0.865398 0.521636 0.141136 0.047 Uiso calc U . R 1.0 . .
C C28 0.8978(7) 0.4549(4) 0.0432(7) 0.052(3) Uani d . . . 1.0 . .
H H28A 0.88174 0.470928 -0.041041 0.078 Uiso calc U . R 1.0 . .
H H28B 0.880403 0.416639 0.039155 0.078 Uiso calc U . R 1.0 . .
H H28C 0.966237 0.458534 0.073227 0.078 Uiso calc U . R 1.0 . .
C C29 0.2192(14) 0.2559(6) 0.0521(16) 0.168(8) Uani d . . . 1.0 . .
H H29A 0.224071 0.251402 -0.037086 0.252 Uiso calc U . R 1.0 . .
H H29B 0.202889 0.293385 0.067783 0.252 Uiso calc U . R 1.0 . .
H H29C 0.169703 0.231894 0.073556 0.252 Uiso calc U . R 1.0 . .
C C30 0.3083(12) 0.2427(6) 0.1282(16) 0.133(6) Uani d . . . 1.0 . .
H H30A 0.356772 0.269604 0.114439 0.159 Uiso calc U . R 1.0 . .
H H30B 0.301857 0.243607 0.218357 0.159 Uiso calc U . R 1.0 . .
C C31 0.3372(12) 0.1911(5) 0.0967(15) 0.136(6) Uani d . . . 1.0 . .
H H31A 0.406267 0.188771 0.129149 0.163 Uiso calc U . R 1.0 . .
H H31B 0.329903 0.189994 0.003591 0.163 Uiso calc U . R 1.0 . .
C C32 0.2953(10) 0.1422(5) 0.1348(13) 0.102(4) Uani d . . . 1.0 . .
H H32A 0.225279 0.146259 0.116342 0.123 Uiso calc U . R 1.0 . .
H H32B 0.312342 0.112389 0.081593 0.123 Uiso calc U . R 1.0 . .
C C33 0.3208(11) 0.1266(5) 0.2624(13) 0.129(6) Uani d . . . 1.0 . .
H H33A 0.388685 0.117724 0.279943 0.193 Uiso calc U . R 1.0 . .
H H33B 0.283527 0.094975 0.278742 0.193 Uiso calc U . R 1.0 . .
H H33C 0.307889 0.156397 0.317102 0.193 Uiso calc U . R 1.0 . .
B B1 0.7147(7) 0.2785(4) 0.6712(8) 0.030(2) Uani d . . . 1.0 . .
H H1A 0.727372 0.24773 0.731919 0.037 Uiso calc U . R 1.0 . .
F F1 0.4549(6) 0.4230(4) 0.0114(7) 0.0599(16) Uani d . P D 0.700(8) A 1
F F2 0.3384(7) 0.4635(4) 0.0746(7) 0.0599(16) Uani d . P D 0.700(8) A 1
F F3 0.3520(6) 0.3795(3) 0.1007(7) 0.0599(16) Uani d . P D 0.700(8) A 1
C C10 0.5788(15) 0.4561(6) 0.467(2) 0.0216(13) Uani d . P D 0.700(8) A 1
H H10 0.620136 0.462852 0.544682 0.026 Uiso calc U P R 0.700(8) A 1
C C11 0.5199(7) 0.4081(8) 0.4515(18) 0.0216(13) Uani d . P D 0.700(8) A 1
H H11 0.520558 0.382226 0.516826 0.026 Uiso calc U P R 0.700(8) A 1
C C12 0.4594(10) 0.4020(5) 0.3280(13) 0.0216(13) Uani d . P D 0.700(8) A 1
H H12 0.414663 0.373261 0.315889 0.026 Uiso calc U P R 0.700(8) A 1
C C13 0.4647(9) 0.4355(5) 0.2314(12) 0.0216(13) Uani d . P D 0.700(8) A 1
C C14 0.5216(9) 0.4815(5) 0.2466(10) 0.0216(13) Uani d . P D 0.700(8) A 1
H H14 0.524555 0.504342 0.176505 0.026 Uiso calc U P R 0.700(8) A 1
C C15 0.5734(10) 0.4940(6) 0.3623(12) 0.0216(13) Uani d . P D 0.700(8) A 1
H H15 0.606072 0.52746 0.374202 0.026 Uiso calc U P R 0.700(8) A 1
C C16 0.4053(9) 0.4249(4) 0.1100(12) 0.052(4) Uani d . P D 0.700(8) A 1
F F1A 0.530(2) 0.4643(13) 0.037(3) 0.0599(16) Uani d . P D 0.161(4) A 2
F F2A 0.532(2) 0.5435(12) 0.140(3) 0.0599(16) Uani d . P D 0.161(4) A 2
F F3A 0.394(2) 0.4951(14) 0.059(3) 0.0599(16) Uani d . P D 0.161(4) A 2
C C10A 0.5205(18) 0.405(3) 0.482(5) 0.0216(13) Uani d . P D 0.161(4) A 2
H H10A 0.529182 0.385067 0.558373 0.026 Uiso calc U P R 0.161(4) A 2
C C11A 0.575(4) 0.4537(18) 0.467(7) 0.0216(13) Uani d . P D 0.161(4) A 2
H H11A 0.624703 0.466007 0.52991 0.026 Uiso calc U P R 0.161(4) A 2
C C12A 0.547(4) 0.482(3) 0.347(6) 0.0216(13) Uani d . P D 0.161(4) A 2
H H12A 0.575975 0.516724 0.343828 0.026 Uiso calc U P R 0.161(4) A 2
C C13A 0.488(4) 0.469(2) 0.241(4) 0.0216(13) Uani d . P D 0.161(4) A 2
C C14A 0.446(5) 0.420(2) 0.263(5) 0.0216(13) Uani d . P D 0.161(4) A 2
H H14A 0.406772 0.405279 0.191474 0.026 Uiso calc U P R 0.161(4) A 2
C C15A 0.451(4) 0.390(2) 0.371(4) 0.0216(13) Uani d . P D 0.161(4) A 2
H H15A 0.410797 0.35999 0.374005 0.026 Uiso calc U P R 0.161(4) A 2
C C16A 0.487(2) 0.4944(13) 0.118(3) 0.052(4) Uani d . P D 0.161(4) A 2
F F1B 0.438(3) 0.3852(19) 0.034(3) 0.0599(16) Uani d . P D 0.138(7) A 3
F F2B 0.311(3) 0.4380(17) 0.097(4) 0.0599(16) Uani d . P D 0.138(7) A 3
F F3B 0.326(3) 0.3555(16) 0.154(4) 0.0599(16) Uani d . P D 0.138(7) A 3
C C10B 0.587(5) 0.4588(19) 0.447(7) 0.0216(13) Uani d . P D 0.138(7) A 3
H H10B 0.637653 0.467307 0.513084 0.026 Uiso calc U P R 0.138(7) A 3
C C11B 0.521(2) 0.414(3) 0.445(9) 0.0216(13) Uani d . P D 0.138(7) A 3
H H11B 0.522171 0.397853 0.525648 0.026 Uiso calc U P R 0.138(7) A 3
C C12B 0.454(6) 0.388(3) 0.345(5) 0.0216(13) Uani d . P D 0.138(7) A 3
H H12B 0.424663 0.353934 0.35589 0.026 Uiso calc U P R 0.138(7) A 3
C C13B 0.437(6) 0.415(3) 0.236(5) 0.0216(13) Uani d . P D 0.138(7) A 3
C C14B 0.500(5) 0.458(3) 0.245(6) 0.0216(13) Uani d . P D 0.138(7) A 3
H H14B 0.500412 0.472104 0.1624 0.026 Uiso calc U P R 0.138(7) A 3
C C15B 0.560(6) 0.489(3) 0.329(5) 0.0216(13) Uani d . P D 0.138(7) A 3
H H15B 0.582211 0.524037 0.313513 0.026 Uiso calc U P R 0.138(7) A 3
C C16B 0.378(3) 0.3973(17) 0.118(4) 0.052(4) Uani d . P D 0.138(7) A 3
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'
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'
W W -0.8490 6.8722 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N7 W1 N3 . . 92.7(2) ?
N7 W1 N5 . . 96.4(2) ?
N3 W1 N5 . . 76.5(2) ?
N7 W1 C11 . . 94.5(5) ?
N3 W1 C11 . . 156.2(6) ?
N5 W1 C11 . . 80.1(6) ?
N7 W1 N1 . . 177.9(2) ?
N3 W1 N1 . . 85.4(2) ?
N5 W1 N1 . . 82.3(2) ?
C11 W1 N1 . . 86.9(5) ?
N7 W1 C11B . . 93.(3) ?
N3 W1 C11B . . 160.(2) ?
N5 W1 C11B . . 84.(2) ?
N1 W1 C11B . . 89.(3) ?
N7 W1 C10A . . 102.9(14) ?
N3 W1 C10A . . 151.3(18) ?
N5 W1 C10A . . 77.9(19) ?
N1 W1 C10A . . 78.4(14) ?
N7 W1 C10B . . 88.8(17) ?
N3 W1 C10B . . 162.(2) ?
N5 W1 C10B . . 121.(2) ?
N1 W1 C10B . . 93.3(17) ?
C11B W1 C10B . . 37.5(6) ?
N7 W1 C11A . . 94.9(19) ?
N3 W1 C11A . . 165.(2) ?
N5 W1 C11A . . 115.1(19) ?
N1 W1 C11A . . 87.1(19) ?
C10A W1 C11A . . 37.4(6) ?
N7 W1 C10 . . 94.8(6) ?
N3 W1 C10 . . 163.4(7) ?
N5 W1 C10 . . 117.2(6) ?
C11 W1 C10 . . 37.4(3) ?
N1 W1 C10 . . 87.2(5) ?
N7 W1 P1 . . 90.7(2) ?
N3 W1 P1 . . 87.03(16) ?
N5 W1 P1 . . 162.38(16) ?
C11 W1 P1 . . 115.5(5) ?
N1 W1 P1 . . 90.22(15) ?
C11B W1 P1 . . 112.(2) ?
C10A W1 P1 . . 116.3(18) ?
C10B W1 P1 . . 75.(2) ?
C11A W1 P1 . . 80.2(19) ?
C10 W1 P1 . . 78.1(6) ?
C25 P1 C17 . . 103.4(3) ?
C25 P1 C21 . . 102.9(3) ?
C17 P1 C21 . . 101.3(3) ?
C25 P1 W1 . . 111.5(3) ?
C17 P1 W1 . . 116.9(2) ?
C21 P1 W1 . . 118.9(2) ?
C1 N1 N2 . . 106.9(5) ?
C1 N1 W1 . . 134.1(5) ?
N2 N1 W1 . . 119.0(4) ?
C3 N2 N1 . . 108.5(6) ?
C3 N2 B1 . . 129.0(6) ?
N1 N2 B1 . . 122.0(6) ?
C4 N3 N4 . . 106.8(6) ?
C4 N3 W1 . . 130.8(5) ?
N4 N3 W1 . . 122.1(4) ?
C6 N4 N3 . . 108.9(6) ?
C6 N4 B1 . . 131.1(6) ?
N3 N4 B1 . . 118.8(6) ?
C7 N5 N6 . . 107.1(6) ?
C7 N5 W1 . . 132.8(5) ?
N6 N5 W1 . . 120.1(4) ?
C9 N6 N5 . . 108.5(6) ?
C9 N6 B1 . . 129.9(7) ?
N5 N6 B1 . . 121.1(6) ?
O1 N7 W1 . . 178.7(5) ?
N1 C1 C2 . . 110.2(6) ?
N1 C1 H1 . . 124.9 ?
C2 C1 H1 . . 124.9 ?
C3 C2 C1 . . 105.0(6) ?
C3 C2 H2 . . 127.5 ?
C1 C2 H2 . . 127.5 ?
N2 C3 C2 . . 109.4(6) ?
N2 C3 H3 . . 125.3 ?
C2 C3 H3 . . 125.3 ?
N3 C4 C5 . . 111.0(7) ?
N3 C4 H4 . . 124.5 ?
C5 C4 H4 . . 124.5 ?
C6 C5 C4 . . 104.1(7) ?
C6 C5 H5 . . 128.0 ?
C4 C5 H5 . . 128.0 ?
N4 C6 C5 . . 109.3(7) ?
N4 C6 H6 . . 125.3 ?
C5 C6 H6 . . 125.3 ?
N5 C7 C8 . . 110.2(7) ?
N5 C7 H7 . . 124.9 ?
C8 C7 H7 . . 124.9 ?
C9 C8 C7 . . 105.0(7) ?
C9 C8 H8 . . 127.5 ?
C7 C8 H8 . . 127.5 ?
N6 C9 C8 . . 109.2(7) ?
N6 C9 H9 . . 125.4 ?
C8 C9 H9 . . 125.4 ?
C18 C17 P1 . . 113.2(5) ?
C18 C17 H17A . . 108.9 ?
P1 C17 H17A . . 108.9 ?
C18 C17 H17B . . 108.9 ?
P1 C17 H17B . . 108.9 ?
H17A C17 H17B . . 107.7 ?
C19 C18 C17 . . 111.8(6) ?
C19 C18 H18A . . 109.3 ?
C17 C18 H18A . . 109.3 ?
C19 C18 H18B . . 109.3 ?
C17 C18 H18B . . 109.3 ?
H18A C18 H18B . . 107.9 ?
C18 C19 C20 . . 112.1(7) ?
C18 C19 H19A . . 109.2 ?
C20 C19 H19A . . 109.2 ?
C18 C19 H19B . . 109.2 ?
C20 C19 H19B . . 109.2 ?
H19A C19 H19B . . 107.9 ?
C19 C20 H20A . . 109.5 ?
C19 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C19 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
C22 C21 P1 . . 117.1(5) ?
C22 C21 H21A . . 108.0 ?
P1 C21 H21A . . 108.0 ?
C22 C21 H21B . . 108.0 ?
P1 C21 H21B . . 108.0 ?
H21A C21 H21B . . 107.3 ?
C23 C22 C21 . . 114.0(7) ?
C23 C22 H22A . . 108.8 ?
C21 C22 H22A . . 108.8 ?
C23 C22 H22B . . 108.8 ?
C21 C22 H22B . . 108.8 ?
H22A C22 H22B . . 107.6 ?
C22 C23 C24 . . 112.7(7) ?
C22 C23 H23A . . 109.1 ?
C24 C23 H23A . . 109.1 ?
C22 C23 H23B . . 109.1 ?
C24 C23 H23B . . 109.1 ?
H23A C23 H23B . . 107.8 ?
C23 C24 H24A . . 109.5 ?
C23 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C23 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
C26 C25 P1 . . 115.2(5) ?
C26 C25 H25A . . 108.5 ?
P1 C25 H25A . . 108.5 ?
C26 C25 H25B . . 108.5 ?
P1 C25 H25B . . 108.5 ?
H25A C25 H25B . . 107.5 ?
C27 C26 C25 . . 111.2(6) ?
C27 C26 H26A . . 109.4 ?
C25 C26 H26A . . 109.4 ?
C27 C26 H26B . . 109.4 ?
C25 C26 H26B . . 109.4 ?
H26A C26 H26B . . 108.0 ?
C28 C27 C26 . . 113.0(7) ?
C28 C27 H27A . . 109.0 ?
C26 C27 H27A . . 109.0 ?
C28 C27 H27B . . 109.0 ?
C26 C27 H27B . . 109.0 ?
H27A C27 H27B . . 107.8 ?
C27 C28 H28A . . 109.5 ?
C27 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C27 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C30 C29 H29A . . 109.5 ?
C30 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C30 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C31 C30 C29 . . 109.9(16) ?
C31 C30 H30A . . 109.7 ?
C29 C30 H30A . . 109.7 ?
C31 C30 H30B . . 109.7 ?
C29 C30 H30B . . 109.7 ?
H30A C30 H30B . . 108.2 ?
C30 C31 C32 . . 123.0(15) ?
C30 C31 H31A . . 106.6 ?
C32 C31 H31A . . 106.6 ?
C30 C31 H31B . . 106.6 ?
C32 C31 H31B . . 106.6 ?
H31A C31 H31B . . 106.5 ?
C33 C32 C31 . . 117.0(13) ?
C33 C32 H32A . . 108.0 ?
C31 C32 H32A . . 108.0 ?
C33 C32 H32B . . 108.0 ?
C31 C32 H32B . . 108.0 ?
H32A C32 H32B . . 107.3 ?
C32 C33 H33A . . 109.5 ?
C32 C33 H33B . . 109.5 ?
H33A C33 H33B . . 109.5 ?
C32 C33 H33C . . 109.5 ?
H33A C33 H33C . . 109.5 ?
H33B C33 H33C . . 109.5 ?
N2 B1 N6 . . 110.7(7) ?
N2 B1 N4 . . 109.6(6) ?
N6 B1 N4 . . 105.2(6) ?
N2 B1 H1A . . 110.4 ?
N6 B1 H1A . . 110.4 ?
N4 B1 H1A . . 110.4 ?
C11 C10 C15 . . 119.(2) ?
C11 C10 W1 . . 69.7(5) ?
C15 C10 W1 . . 118.8(10) ?
C11 C10 H10 . . 120.6 ?
C15 C10 H10 . . 120.6 ?
W1 C10 H10 . . 82.4 ?
C10 C11 C12 . . 116.(2) ?
C10 C11 W1 . . 72.9(5) ?
C12 C11 W1 . . 117.0(10) ?
C10 C11 H11 . . 122.2 ?
C12 C11 H11 . . 122.2 ?
W1 C11 H11 . . 81.4 ?
C13 C12 C11 . . 122.4(15) ?
C13 C12 H12 . . 118.8 ?
C11 C12 H12 . . 118.8 ?
C12 C13 C14 . . 121.6(11) ?
C12 C13 C16 . . 118.8(12) ?
C14 C13 C16 . . 119.5(10) ?
C15 C14 C13 . . 120.4(12) ?
C15 C14 H14 . . 119.8 ?
C13 C14 H14 . . 119.8 ?
C14 C15 C10 . . 120.5(16) ?
C14 C15 H15 . . 119.8 ?
C10 C15 H15 . . 119.8 ?
F3 C16 F2 . . 101.9(10) ?
F3 C16 F1 . . 105.7(10) ?
F2 C16 F1 . . 103.7(9) ?
F3 C16 C13 . . 116.8(10) ?
F2 C16 C13 . . 113.6(10) ?
F1 C16 C13 . . 113.7(11) ?
C11A C10A C15A . . 115.(6) ?
C11A C10A W1 . . 71.5(8) ?
C15A C10A W1 . . 113.(3) ?
C11A C10A H10A . . 122.7 ?
C15A C10A H10A . . 122.7 ?
W1 C10A H10A . . 86.0 ?
C10A C11A C12A . . 116.(6) ?
C10A C11A W1 . . 71.2(8) ?
C12A C11A W1 . . 118.(4) ?
C10A C11A H11A . . 122.2 ?
C12A C11A H11A . . 122.2 ?
W1 C11A H11A . . 82.4 ?
C13A C12A C11A . . 132.(6) ?
C13A C12A H12A . . 114.2 ?
C11A C12A H12A . . 114.2 ?
C12A C13A C14A . . 107.(5) ?
C12A C13A C16A . . 125.(5) ?
C14A C13A C16A . . 127.(5) ?
C15A C14A C13A . . 131.(5) ?
C15A C14A H14A . . 114.5 ?
C13A C14A H14A . . 114.5 ?
C14A C15A C10A . . 119.(5) ?
C14A C15A H15A . . 120.5 ?
C10A C15A H15A . . 120.5 ?
F3A C16A F2A . . 117.(3) ?
F3A C16A F1A . . 102.(3) ?
F2A C16A F1A . . 110.(3) ?
F3A C16A C13A . . 107.(3) ?
F2A C16A C13A . . 107.(3) ?
F1A C16A C13A . . 114.(4) ?
C11B C10B C15B . . 108.(8) ?
C11B C10B W1 . . 71.1(8) ?
C15B C10B W1 . . 125.(5) ?
C11B C10B H10B . . 126.1 ?
C15B C10B H10B . . 126.1 ?
W1 C10B H10B . . 77.7 ?
C10B C11B C12B . . 133.(10) ?
C10B C11B W1 . . 71.4(8) ?
C12B C11B W1 . . 114.(5) ?
C10B C11B H11B . . 113.3 ?
C12B C11B H11B . . 113.3 ?
W1 C11B H11B . . 83.4 ?
C13B C12B C11B . . 114.(7) ?
C13B C12B H12B . . 122.8 ?
C11B C12B H12B . . 122.8 ?
C12B C13B C14B . . 108.(6) ?
C12B C13B C16B . . 126.(6) ?
C14B C13B C16B . . 124.(5) ?
C15B C14B C13B . . 143.(7) ?
C15B C14B H14B . . 108.5 ?
C13B C14B H14B . . 108.5 ?
C14B C15B C10B . . 110.(7) ?
C14B C15B H15B . . 125.2 ?
C10B C15B H15B . . 125.2 ?
F3B C16B F1B . . 116.(4) ?
F3B C16B F2B . . 102.(3) ?
F1B C16B F2B . . 123.(4) ?
F3B C16B C13B . . 104.(4) ?
F1B C16B C13B . . 107.(5) ?
F2B C16B C13B . . 102.(5) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
W1 N7 . 1.769(6) ?
W1 N3 . 2.209(6) ?
W1 N5 . 2.222(6) ?
W1 C11 . 2.241(9) ?
W1 N1 . 2.249(5) ?
W1 C11B . 2.264(16) ?
W1 C10A . 2.265(16) ?
W1 C10B . 2.268(16) ?
W1 C11A . 2.269(16) ?
W1 C10 . 2.283(8) ?
W1 P1 . 2.507(2) ?
P1 C25 . 1.831(7) ?
P1 C17 . 1.848(7) ?
P1 C21 . 1.857(7) ?
O1 N7 . 1.226(6) ?
N1 C1 . 1.343(8) ?
N1 N2 . 1.373(7) ?
N2 C3 . 1.355(8) ?
N2 B1 . 1.495(10) ?
N3 C4 . 1.322(9) ?
N3 N4 . 1.373(7) ?
N4 C6 . 1.329(9) ?
N4 B1 . 1.561(10) ?
N5 C7 . 1.326(9) ?
N5 N6 . 1.374(7) ?
N6 C9 . 1.340(9) ?
N6 B1 . 1.525(11) ?
C1 C2 . 1.395(9) ?
C1 H1 . 0.95 ?
C2 C3 . 1.369(10) ?
C2 H2 . 0.95 ?
C3 H3 . 0.95 ?
C4 C5 . 1.386(10) ?
C4 H4 . 0.95 ?
C5 C6 . 1.385(10) ?
C5 H5 . 0.95 ?
C6 H6 . 0.95 ?
C7 C8 . 1.388(10) ?
C7 H7 . 0.95 ?
C8 C9 . 1.368(10) ?
C8 H8 . 0.95 ?
C9 H9 . 0.95 ?
C17 C18 . 1.535(9) ?
C17 H17A . 0.99 ?
C17 H17B . 0.99 ?
C18 C19 . 1.522(10) ?
C18 H18A . 0.99 ?
C18 H18B . 0.99 ?
C19 C20 . 1.528(10) ?
C19 H19A . 0.99 ?
C19 H19B . 0.99 ?
C20 H20A . 0.98 ?
C20 H20B . 0.98 ?
C20 H20C . 0.98 ?
C21 C22 . 1.511(10) ?
C21 H21A . 0.99 ?
C21 H21B . 0.99 ?
C22 C23 . 1.504(10) ?
C22 H22A . 0.99 ?
C22 H22B . 0.99 ?
C23 C24 . 1.530(11) ?
C23 H23A . 0.99 ?
C23 H23B . 0.99 ?
C24 H24A . 0.98 ?
C24 H24B . 0.98 ?
C24 H24C . 0.98 ?
C25 C26 . 1.530(10) ?
C25 H25A . 0.99 ?
C25 H25B . 0.99 ?
C26 C27 . 1.522(9) ?
C26 H26A . 0.99 ?
C26 H26B . 0.99 ?
C27 C28 . 1.507(11) ?
C27 H27A . 0.99 ?
C27 H27B . 0.99 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 C30 . 1.428(18) ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
C30 C31 . 1.401(17) ?
C30 H30A . 0.99 ?
C30 H30B . 0.99 ?
C31 C32 . 1.442(15) ?
C31 H31A . 0.99 ?
C31 H31B . 0.99 ?
C32 C33 . 1.414(15) ?
C32 H32A . 0.99 ?
C32 H32B . 0.99 ?
C33 H33A . 0.98 ?
C33 H33B . 0.98 ?
C33 H33C . 0.98 ?
B1 H1A . 1.0 ?
F1 C16 . 1.371(11) ?
F2 C16 . 1.359(11) ?
F3 C16 . 1.354(11) ?
C10 C11 . 1.451(12) ?
C10 C15 . 1.460(13) ?
C10 H10 . 0.95 ?
C11 C12 . 1.465(14) ?
C11 H11 . 0.95 ?
C12 C13 . 1.343(14) ?
C12 H12 . 0.95 ?
C13 C14 . 1.392(14) ?
C13 C16 . 1.457(18) ?
C14 C15 . 1.372(14) ?
C14 H14 . 0.95 ?
C15 H15 . 0.95 ?
F1A C16A . 1.375(16) ?
F2A C16A . 1.374(16) ?
F3A C16A . 1.366(16) ?
C10A C11A . 1.45(2) ?
C10A C15A . 1.46(2) ?
C10A H10A . 0.95 ?
C11A C12A . 1.47(2) ?
C11A H11A . 0.95 ?
C12A C13A . 1.34(2) ?
C12A H12A . 0.95 ?
C13A C14A . 1.38(2) ?
C13A C16A . 1.46(3) ?
C14A C15A . 1.37(2) ?
C14A H14A . 0.95 ?
C15A H15A . 0.95 ?
F1B C16B . 1.375(16) ?
F2B C16B . 1.380(16) ?
F3B C16B . 1.365(17) ?
C10B C11B . 1.46(2) ?
C10B C15B . 1.46(2) ?
C10B H10B . 0.95 ?
C11B C12B . 1.47(2) ?
C11B H11B . 0.95 ?
C12B C13B . 1.34(2) ?
C12B H12B . 0.95 ?
C13B C14B . 1.38(2) ?
C13B C16B . 1.47(3) ?
C14B C15B . 1.37(2) ?
C14B H14B . 0.95 ?
C15B H15B . 0.95 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C1 N1 N2 C3 . . . . -0.1(8) ?
W1 N1 N2 C3 . . . . 176.6(5) ?
C1 N1 N2 B1 . . . . 172.7(7) ?
W1 N1 N2 B1 . . . . -10.6(8) ?
C4 N3 N4 C6 . . . . 0.5(8) ?
W1 N3 N4 C6 . . . . 174.9(5) ?
C4 N3 N4 B1 . . . . -168.3(6) ?
W1 N3 N4 B1 . . . . 6.1(8) ?
C7 N5 N6 C9 . . . . -1.6(8) ?
W1 N5 N6 C9 . . . . 179.8(5) ?
C7 N5 N6 B1 . . . . 170.8(7) ?
W1 N5 N6 B1 . . . . -7.9(8) ?
N2 N1 C1 C2 . . . . -0.2(8) ?
W1 N1 C1 C2 . . . . -176.2(5) ?
N1 C1 C2 C3 . . . . 0.4(8) ?
N1 N2 C3 C2 . . . . 0.4(8) ?
B1 N2 C3 C2 . . . . -171.8(7) ?
C1 C2 C3 N2 . . . . -0.5(9) ?
N4 N3 C4 C5 . . . . -1.0(8) ?
W1 N3 C4 C5 . . . . -174.7(5) ?
N3 C4 C5 C6 . . . . 1.1(9) ?
N3 N4 C6 C5 . . . . 0.2(8) ?
B1 N4 C6 C5 . . . . 167.2(7) ?
C4 C5 C6 N4 . . . . -0.8(8) ?
N6 N5 C7 C8 . . . . 1.5(8) ?
W1 N5 C7 C8 . . . . 179.9(5) ?
N5 C7 C8 C9 . . . . -0.9(9) ?
N5 N6 C9 C8 . . . . 1.0(9) ?
B1 N6 C9 C8 . . . . -170.4(7) ?
C7 C8 C9 N6 . . . . -0.1(9) ?
C25 P1 C17 C18 . . . . 172.0(5) ?
C21 P1 C17 C18 . . . . 65.7(6) ?
W1 P1 C17 C18 . . . . -65.1(5) ?
P1 C17 C18 C19 . . . . 163.9(5) ?
C17 C18 C19 C20 . . . . 177.1(7) ?
C25 P1 C21 C22 . . . . -59.7(7) ?
C17 P1 C21 C22 . . . . 47.1(6) ?
W1 P1 C21 C22 . . . . 176.6(5) ?
P1 C21 C22 C23 . . . . 176.8(6) ?
C21 C22 C23 C24 . . . . -177.3(8) ?
C17 P1 C25 C26 . . . . 49.3(7) ?
C21 P1 C25 C26 . . . . 154.5(6) ?
W1 P1 C25 C26 . . . . -77.0(6) ?
P1 C25 C26 C27 . . . . 168.7(5) ?
C25 C26 C27 C28 . . . . 179.2(7) ?
C29 C30 C31 C32 . . . . -75.(2) ?
C30 C31 C32 C33 . . . . -75.(2) ?
C3 N2 B1 N6 . . . . 120.6(8) ?
N1 N2 B1 N6 . . . . -50.5(9) ?
C3 N2 B1 N4 . . . . -123.8(8) ?
N1 N2 B1 N4 . . . . 65.1(9) ?
C9 N6 B1 N2 . . . . -127.3(8) ?
N5 N6 B1 N2 . . . . 62.2(9) ?
C9 N6 B1 N4 . . . . 114.4(8) ?
N5 N6 B1 N4 . . . . -56.1(8) ?
C6 N4 B1 N2 . . . . 132.0(8) ?
N3 N4 B1 N2 . . . . -62.0(8) ?
C6 N4 B1 N6 . . . . -108.9(8) ?
N3 N4 B1 N6 . . . . 57.0(8) ?
C15 C10 C11 C12 . . . . 0.2(16) ?
W1 C10 C11 C12 . . . . -112.3(10) ?
C15 C10 C11 W1 . . . . 112.5(12) ?
C10 C11 C12 C13 . . . . 6.6(18) ?
W1 C11 C12 C13 . . . . -76.5(18) ?
C11 C12 C13 C14 . . . . -6.6(19) ?
C11 C12 C13 C16 . . . . 176.9(11) ?
C12 C13 C14 C15 . . . . -0.6(19) ?
C16 C13 C14 C15 . . . . 175.8(12) ?
C13 C14 C15 C10 . . . . 7.4(19) ?
C11 C10 C15 C14 . . . . -7.0(18) ?
W1 C10 C15 C14 . . . . 74.(2) ?
C12 C13 C16 F3 . . . . -3.8(16) ?
C14 C13 C16 F3 . . . . 179.6(10) ?
C12 C13 C16 F2 . . . . 114.4(13) ?
C14 C13 C16 F2 . . . . -62.2(15) ?
C12 C13 C16 F1 . . . . -127.4(12) ?
C14 C13 C16 F1 . . . . 56.1(14) ?
C15A C10A C11A C12A . . . . 5.(6) ?
W1 C10A C11A C12A . . . . 112.(4) ?
C15A C10A C11A W1 . . . . -108.(4) ?
C10A C11A C12A C13A . . . . -10.(9) ?
W1 C11A C12A C13A . . . . 71.(9) ?
C11A C12A C13A C14A . . . . 5.(10) ?
C11A C12A C13A C16A . . . . -163.(6) ?
C12A C13A C14A C15A . . . . 5.(11) ?
C16A C13A C14A C15A . . . . 172.(7) ?
C13A C14A C15A C10A . . . . -9.(12) ?
C11A C10A C15A C14A . . . . 3.(7) ?
W1 C10A C15A C14A . . . . -77.(7) ?
C12A C13A C16A F3A . . . . -145.(6) ?
C14A C13A C16A F3A . . . . 50.(7) ?
C12A C13A C16A F2A . . . . -19.(7) ?
C14A C13A C16A F2A . . . . 176.(6) ?
C12A C13A C16A F1A . . . . 103.(6) ?
C14A C13A C16A F1A . . . . -62.(7) ?
C15B C10B C11B C12B . . . . 16.(8) ?
W1 C10B C11B C12B . . . . -106.(6) ?
C15B C10B C11B W1 . . . . 122.(5) ?
C10B C11B C12B C13B . . . . -12.(11) ?
W1 C11B C12B C13B . . . . -99.(9) ?
C11B C12B C13B C14B . . . . 8.(10) ?
C11B C12B C13B C16B . . . . 177.(7) ?
C12B C13B C14B C15B . . . . -16.(15) ?
C16B C13B C14B C15B . . . . 175.(9) ?
C13B C14B C15B C10B . . . . 20.(14) ?
C11B C10B C15B C14B . . . . -14.(7) ?
W1 C10B C15B C14B . . . . 65.(9) ?
C12B C13B C16B F3B . . . . 15.(10) ?
C14B C13B C16B F3B . . . . -178.(7) ?
C12B C13B C16B F1B . . . . -109.(9) ?
C14B C13B C16B F1B . . . . 58.(9) ?
C12B C13B C16B F2B . . . . 121.(9) ?
C14B C13B C16B F2B . . . . -72.(8) ?
