#------------------------------------------------------------------------------
#$Date: 2024-01-06 09:31:34 +0200 (Sat, 06 Jan 2024) $
#$Revision: 288763 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/03/1570356.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_1570356
loop_
_publ_author_name
'Specklin, David'
'Boegli, Marie-Christine'
'Coffinet, Anaïs'
'Escomel, Léon'
'Vendier, Laure'
'Grellier, Mary'
'Simonneau, Antoine'
_publ_section_title
;
 An orbitally adapted push-pull template for N₂ activation and
 reduction to diazene-diide.
;
_journal_issue                   48
_journal_name_full               'Chemical science'
_journal_page_first              14262
_journal_page_last               14270
_journal_paper_doi               10.1039/d3sc04390h
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C38 H50 B1 F15 N2 P4 W1'
_chemical_formula_sum            'C38 H50 B F15 N2 P4 W'
_chemical_formula_weight         1138.35
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_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   difmap
_atom_sites_solution_primary     direct
_audit_update_record
;
2023-07-31 deposited with the CCDC.	2023-11-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.510(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.96920(3)
_cell_length_b                   20.06390(4)
_cell_length_c                   20.47910(4)
_cell_measurement_reflns_used    9782
_cell_measurement_temperature    110
_cell_measurement_theta_max      28
_cell_measurement_theta_min      3
_cell_volume                     4416.50(5)
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SHELXS 86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      110
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.056
_diffrn_reflns_av_unetI/netI     0.074
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            95890
_diffrn_reflns_theta_full        27.856
_diffrn_reflns_theta_max         28.425
_diffrn_reflns_theta_min         1.435
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.855
_exptl_absorpt_correction_T_max  0.89
_exptl_absorpt_correction_T_min  0.83
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.712
_exptl_crystal_description       block
_exptl_crystal_F_000             2264
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.67
_refine_diff_density_min         -0.54
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9933
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     557
_refine_ls_number_reflns         11030
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0254
_refine_ls_R_factor_gt           0.0201
_refine_ls_shift/su_max          0.0049467
_refine_ls_shift/su_mean         0.0000511
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.01P)² + 5.38P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0737
_refine_ls_wR_factor_gt          0.0510
_refine_ls_wR_factor_ref         0.0473
_reflns_limit_h_max              14
_reflns_limit_h_min              -14
_reflns_limit_k_max              26
_reflns_limit_k_min              0
_reflns_limit_l_max              27
_reflns_limit_l_min              0
_reflns_number_gt                9836
_reflns_number_total             11037
_reflns_threshold_expression     I>2.0σ(I)
_cod_data_source_file            d3sc04390h2.cif
_cod_data_source_block           AC256
_cod_depositor_comments
'Adding full bibliography for 1570353--1570357.cif.'
_cod_original_sg_symbol_H-M      'P 1 21/c 1 '
_cod_original_formula_sum        'C38 H50 B1 F15 N2 P4 W1'
_cod_database_code               1570356
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,y+1/2,-z+1/2
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
W1 W 0.221561(7) 0.301816(4) 0.640188(4) 0.0096 1.0000 Uani . . . . . .
P2 P 0.43078(5) 0.25055(3) 0.65397(3) 0.0123 1.0000 Uani . . . . . .
P3 P 0.09600(5) 0.38856(3) 0.57662(3) 0.0143 1.0000 Uani . . . . . .
P4 P 0.10474(5) 0.23258(3) 0.54526(3) 0.0145 1.0000 Uani . . . . . .
P1 P 0.22118(5) 0.22403(3) 0.73434(3) 0.0130 1.0000 Uani . . . . . .
F16 F 0.19799(13) 0.55620(7) 1.01516(6) 0.0228 1.0000 Uani . . . . . .
F15 F 0.19181(14) 0.67709(7) 0.65284(8) 0.0320 1.0000 Uani . . . . . .
F14 F 0.43584(13) 0.58086(7) 1.00005(6) 0.0261 1.0000 Uani . . . . . .
F13 F 0.83745(13) 0.47078(8) 0.80699(8) 0.0323 1.0000 Uani . . . . . .
F12 F 0.10453(13) 0.46157(9) 0.80327(7) 0.0350 1.0000 Uani . . . . . .
F9 F 0.03589(13) 0.49709(8) 0.91561(8) 0.0342 1.0000 Uani . . . . . .
F10 F 0.64779(15) 0.29855(8) 0.90609(7) 0.0347 1.0000 Uani . . . . . .
F8 F 0.85675(13) 0.35618(8) 0.88016(7) 0.0341 1.0000 Uani . . . . . .
F11 F 0.47638(15) 0.54808(8) 0.56320(8) 0.0358 1.0000 Uani . . . . . .
F1 F 0.50847(12) 0.54585(7) 0.88913(7) 0.0232 1.0000 Uani . . . . . .
F2 F 0.62001(12) 0.52721(6) 0.76417(7) 0.0230 1.0000 Uani . . . . . .
N1 N 0.27239(15) 0.36800(8) 0.70508(8) 0.0109 1.0000 Uani . . . . . .
F3 F 0.21043(13) 0.59496(7) 0.75449(7) 0.0289 1.0000 Uani . . . . . .
F4 F 0.48861(13) 0.46080(7) 0.66158(7) 0.0249 1.0000 Uani . . . . . .
F5 F 0.32516(14) 0.65660(7) 0.55584(7) 0.0316 1.0000 Uani . . . . . .
F6 F 0.42582(13) 0.35263(7) 0.86163(7) 0.0248 1.0000 Uani . . . . . .
N2 N 0.28193(16) 0.40823(9) 0.74867(9) 0.0148 1.0000 Uani . . . . . .
C2 C 0.4921(2) 0.21445(11) 0.58482(11) 0.0193 1.0000 Uani . . . . . .
C1 C -0.0180(2) 0.35393(11) 0.50654(11) 0.0202 1.0000 Uani . . . . . .
C39 C 0.5547(2) 0.30909(11) 0.68983(11) 0.0187 1.0000 Uani . . . . . .
C38 C 0.4488(2) 0.18073(11) 0.71335(12) 0.0201 1.0000 Uani . . . . . .
C37 C 0.31356(19) 0.49704(10) 0.84121(10) 0.0138 1.0000 Uani . . . . . .
C36 C 0.7446(2) 0.38313(13) 0.85580(11) 0.0226 1.0000 Uani . . . . . .
C35 C 0.5246(2) 0.38326(11) 0.84445(10) 0.0177 1.0000 Uani . . . . . .
C34 C 0.5103(3) 0.26418(13) 0.53136(13) 0.0294 1.0000 Uani . . . . . .
C33 C 0.0316(2) 0.29072(11) 0.47896(11) 0.0214 1.0000 Uani . . . . . .
C32 C 0.2347(2) 0.53873(10) 0.95881(10) 0.0164 1.0000 Uani . . . . . .
C31 C 0.7350(2) 0.44070(12) 0.81926(11) 0.0216 1.0000 Uani . . . . . .
C30 C 0.6867(2) 0.28211(13) 0.70789(14) 0.0300 1.0000 Uani . . . . . .
C29 C 0.6190(2) 0.46801(11) 0.79613(11) 0.0171 1.0000 Uani . . . . . .
C28 C 0.1927(2) 0.48858(12) 0.85114(11) 0.0196 1.0000 Uani . . . . . .
C27 C 0.2681(2) 0.62401(11) 0.65617(11) 0.0209 1.0000 Uani . . . . . .
C26 C 0.6392(2) 0.35458(12) 0.86918(11) 0.0221 1.0000 Uani . . . . . .
C25 C 0.3805(2) 0.19633(12) 0.76952(11) 0.0196 1.0000 Uani . . . . . .
C115 C 0.0347(3) 0.27715(15) 0.79521(14) 0.0339 1.0000 Uani . . . . . .
C114 C 0.2407(3) 0.43308(17) 0.48300(19) 0.0524 1.0000 Uani . . . . . .
C113 C 0.1268(3) 0.10469(13) 0.78462(14) 0.0320 1.0000 Uani . . . . . .
C112 C 0.1730(2) 0.26227(11) 0.80640(11) 0.0195 1.0000 Uani . . . . . .
C111 C 0.1315(2) 0.14607(11) 0.72238(12) 0.0212 1.0000 Uani . . . . . .
C110 C 0.4115(2) 0.55935(12) 0.61120(11) 0.0223 1.0000 Uani . . . . . .
B1 B 0.3663(2) 0.46859(11) 0.77664(11) 0.0130 1.0000 Uani . . . . . .
C23 C 0.3351(2) 0.61426(11) 0.60723(11) 0.0215 1.0000 Uani . . . . . .
C22 C 0.0056(2) 0.44208(12) 0.62261(12) 0.0247 1.0000 Uani . . . . . .
C21 C 0.4171(2) 0.51518(11) 0.66343(11) 0.0183 1.0000 Uani . . . . . .
C20 C -0.0268(2) 0.17877(12) 0.55432(12) 0.0224 1.0000 Uani . . . . . .
C116 C -0.1066(3) 0.41047(16) 0.64328(18) 0.0481 1.0000 Uani . . . . . .
C10 C 0.35479(19) 0.52356(10) 0.71594(10) 0.0146 1.0000 Uani . . . . . .
C11 C 0.50800(19) 0.44022(10) 0.80528(10) 0.0146 1.0000 Uani . . . . . .
C12 C 0.1735(2) 0.45387(12) 0.53723(13) 0.0279 1.0000 Uani . . . . . .
C13 C -0.1334(2) 0.21195(13) 0.57912(16) 0.0326 1.0000 Uani . . . . . .
C14 C 0.1832(2) 0.17600(12) 0.49653(11) 0.0220 1.0000 Uani . . . . . .
C15 C 0.3543(2) 0.55052(10) 0.95129(10) 0.0165 1.0000 Uani . . . . . .
C16 C 0.2239(2) 0.11081(12) 0.53326(14) 0.0280 1.0000 Uani . . . . . .
C17 C 0.1526(2) 0.50795(11) 0.90821(11) 0.0196 1.0000 Uani . . . . . .
C18 C 0.2788(2) 0.57955(11) 0.70887(11) 0.0179 1.0000 Uani . . . . . .
C19 C 0.3899(2) 0.53056(10) 0.89336(10) 0.0147 1.0000 Uani . . . . . .
H21 H 0.5705 0.1941 0.6025 0.0237 1.0000 Uiso . . . . . .
H22 H 0.4359 0.1806 0.5642 0.0237 1.0000 Uiso . . . . . .
H11 H -0.0930 0.3435 0.5212 0.0249 1.0000 Uiso . . . . . .
H12 H -0.0362 0.3866 0.4719 0.0249 1.0000 Uiso . . . . . .
H391 H 0.5346 0.3271 0.7296 0.0223 1.0000 Uiso . . . . . .
H392 H 0.5547 0.3444 0.6587 0.0223 1.0000 Uiso . . . . . .
H381 H 0.5347 0.1735 0.7310 0.0254 1.0000 Uiso . . . . . .
H382 H 0.4144 0.1412 0.6907 0.0254 1.0000 Uiso . . . . . .
H341 H 0.5422 0.2425 0.4971 0.0361 1.0000 Uiso . . . . . .
H342 H 0.5674 0.2981 0.5508 0.0361 1.0000 Uiso . . . . . .
H343 H 0.4327 0.2846 0.5126 0.0361 1.0000 Uiso . . . . . .
H331 H 0.0921 0.3033 0.4534 0.0263 1.0000 Uiso . . . . . .
H332 H -0.0352 0.2686 0.4503 0.0263 1.0000 Uiso . . . . . .
H301 H 0.7431 0.3166 0.7260 0.0369 1.0000 Uiso . . . . . .
H302 H 0.6910 0.2473 0.7401 0.0369 1.0000 Uiso . . . . . .
H303 H 0.7111 0.2646 0.6691 0.0369 1.0000 Uiso . . . . . .
H251 H 0.4239 0.2311 0.7968 0.0245 1.0000 Uiso . . . . . .
H252 H 0.3782 0.1579 0.7962 0.0245 1.0000 Uiso . . . . . .
H1151 H 0.0148 0.2968 0.8342 0.0416 1.0000 Uiso . . . . . .
H1152 H -0.0113 0.2367 0.7858 0.0416 1.0000 Uiso . . . . . .
H1153 H 0.0116 0.3068 0.7588 0.0416 1.0000 Uiso . . . . . .
H1141 H 0.2771 0.4706 0.4659 0.0628 1.0000 Uiso . . . . . .
H1142 H 0.3045 0.4017 0.5001 0.0628 1.0000 Uiso . . . . . .
H1143 H 0.1834 0.4125 0.4472 0.0628 1.0000 Uiso . . . . . .
H1131 H 0.0786 0.0655 0.7730 0.0396 1.0000 Uiso . . . . . .
H1132 H 0.0917 0.1302 0.8153 0.0396 1.0000 Uiso . . . . . .
H1133 H 0.2096 0.0919 0.8056 0.0396 1.0000 Uiso . . . . . .
H1121 H 0.1948 0.2329 0.8436 0.0240 1.0000 Uiso . . . . . .
H1122 H 0.2177 0.3031 0.8166 0.0240 1.0000 Uiso . . . . . .
H1111 H 0.0476 0.1571 0.7020 0.0263 1.0000 Uiso . . . . . .
H1112 H 0.1655 0.1188 0.6923 0.0263 1.0000 Uiso . . . . . .
H221 H 0.0602 0.4572 0.6620 0.0298 1.0000 Uiso . . . . . .
H222 H -0.0229 0.4796 0.5952 0.0298 1.0000 Uiso . . . . . .
H201 H 0.0049 0.1442 0.5852 0.0270 1.0000 Uiso . . . . . .
H202 H -0.0594 0.1594 0.5121 0.0270 1.0000 Uiso . . . . . .
H1161 H -0.1471 0.4418 0.6665 0.0579 1.0000 Uiso . . . . . .
H1162 H -0.0811 0.3731 0.6715 0.0579 1.0000 Uiso . . . . . .
H1163 H -0.1642 0.3955 0.6047 0.0579 1.0000 Uiso . . . . . .
H121 H 0.2328 0.4751 0.5713 0.0335 1.0000 Uiso . . . . . .
H122 H 0.1118 0.4859 0.5185 0.0335 1.0000 Uiso . . . . . .
H131 H -0.1964 0.1800 0.5820 0.0400 1.0000 Uiso . . . . . .
H132 H -0.1042 0.2310 0.6218 0.0400 1.0000 Uiso . . . . . .
H133 H -0.1685 0.2462 0.5488 0.0400 1.0000 Uiso . . . . . .
H141 H 0.2552 0.1980 0.4870 0.0271 1.0000 Uiso . . . . . .
H142 H 0.1283 0.1661 0.4555 0.0271 1.0000 Uiso . . . . . .
H161 H 0.2643 0.0828 0.5069 0.0345 1.0000 Uiso . . . . . .
H162 H 0.2799 0.1201 0.5743 0.0345 1.0000 Uiso . . . . . .
H163 H 0.1529 0.0882 0.5428 0.0345 1.0000 Uiso . . . . . .
H1 H 0.073(2) 0.2986(12) 0.6545(13) 0.021(7) 1.0000 Uiso . . . . . .
H2 H 0.294(3) 0.3263(16) 0.5779(16) 0.0500 1.0000 Uiso . . . . . .
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_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776
'International Tables Vol C 4.2.6.8 and 6.1.1.4'
P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645 1.1149
'International Tables Vol C 4.2.6.8 and 6.1.1.4'
W -0.8490 6.8722 29.0818 1.7203 15.4300 9.2259 14.4327 0.3217 5.1198 57.0560
9.8875 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
B 0.0013 0.0007 2.0545 23.2185 1.3326 1.0210 1.0979 60.3498 0.7068 0.1403
-0.1932 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
P2 . W1 . P3 . 140.443(18) yes
P2 . W1 . P4 . 100.118(18) yes
P3 . W1 . P4 . 80.504(18) yes
P2 . W1 . P1 . 78.207(17) yes
P3 . W1 . P1 . 141.089(18) yes
P4 . W1 . P1 . 99.973(18) yes
P2 . W1 . N1 . 94.32(5) yes
P3 . W1 . N1 . 85.95(5) yes
P4 . W1 . N1 . 165.07(5) yes
P1 . W1 . N1 . 86.64(5) yes
P2 . W1 . H1 . 148.8(8) no
P3 . W1 . H1 . 70.2(8) no
P4 . W1 . H1 . 75.9(9) no
P1 . W1 . H1 . 72.2(8) no
N1 . W1 . H1 . 93.6(8) no
P2 . W1 . H2 . 69.2(11) no
P3 . W1 . H2 . 72.0(11) no
P4 . W1 . H2 . 79.8(11) no
P1 . W1 . H2 . 146.7(11) no
N1 . W1 . H2 . 102.1(11) no
H1 . W1 . H2 . 137.7(14) no
W1 . P2 . C2 . 123.36(8) yes
W1 . P2 . C39 . 112.02(7) yes
C2 . P2 . C39 . 101.84(10) yes
W1 . P2 . C38 . 111.46(7) yes
C2 . P2 . C38 . 101.67(11) yes
C39 . P2 . C38 . 104.46(11) yes
W1 . P3 . C1 . 111.81(7) yes
W1 . P3 . C22 . 116.66(8) yes
C1 . P3 . C22 . 105.50(11) yes
W1 . P3 . C12 . 118.97(8) yes
C1 . P3 . C12 . 103.25(11) yes
C22 . P3 . C12 . 98.75(12) yes
W1 . P4 . C33 . 107.34(7) yes
W1 . P4 . C20 . 122.24(8) yes
C33 . P4 . C20 . 102.13(11) yes
W1 . P4 . C14 . 122.59(8) yes
C33 . P4 . C14 . 99.96(11) yes
C20 . P4 . C14 . 98.87(11) yes
W1 . P1 . C25 . 110.23(7) yes
W1 . P1 . C112 . 114.08(8) yes
C25 . P1 . C112 . 102.43(11) yes
W1 . P1 . C111 . 121.03(8) yes
C25 . P1 . C111 . 103.70(11) yes
C112 . P1 . C111 . 103.35(10) yes
W1 . N1 . N2 . 167.21(15) yes
N1 . N2 . B1 . 139.13(18) yes
P2 . C2 . C34 . 114.65(16) yes
P2 . C2 . H21 . 108.6 no
C34 . C2 . H21 . 108.4 no
P2 . C2 . H22 . 108.5 no
C34 . C2 . H22 . 108.2 no
H21 . C2 . H22 . 108.4 no
P3 . C1 . C33 . 111.34(15) yes
P3 . C1 . H11 . 109.4 no
C33 . C1 . H11 . 109.1 no
P3 . C1 . H12 . 109.1 no
C33 . C1 . H12 . 109.3 no
H11 . C1 . H12 . 108.6 no
P2 . C39 . C30 . 117.56(16) yes
P2 . C39 . H391 . 107.7 no
C30 . C39 . H391 . 107.3 no
P2 . C39 . H392 . 107.8 no
C30 . C39 . H392 . 107.5 no
H391 . C39 . H392 . 108.7 no
P2 . C38 . C25 . 109.77(15) yes
P2 . C38 . H381 . 109.6 no
C25 . C38 . H381 . 110.1 no
P2 . C38 . H382 . 109.3 no
C25 . C38 . H382 . 109.3 no
H381 . C38 . H382 . 108.8 no
C28 . C37 . B1 . 124.95(18) yes
C28 . C37 . C19 . 113.05(19) yes
B1 . C37 . C19 . 121.96(18) yes
F8 . C36 . C31 . 120.4(2) yes
F8 . C36 . C26 . 120.3(2) yes
C31 . C36 . C26 . 119.2(2) yes
F6 . C35 . C26 . 115.6(2) yes
F6 . C35 . C11 . 120.35(19) yes
C26 . C35 . C11 . 124.0(2) yes
C2 . C34 . H341 . 110.6 no
C2 . C34 . H342 . 109.6 no
H341 . C34 . H342 . 109.0 no
C2 . C34 . H343 . 109.8 no
H341 . C34 . H343 . 109.2 no
H342 . C34 . H343 . 108.7 no
C1 . C33 . P4 . 112.70(15) yes
C1 . C33 . H331 . 108.6 no
P4 . C33 . H331 . 108.8 no
C1 . C33 . H332 . 109.1 no
P4 . C33 . H332 . 109.0 no
H331 . C33 . H332 . 108.7 no
F16 . C32 . C15 . 120.62(19) yes
F16 . C32 . C17 . 120.0(2) yes
C15 . C32 . C17 . 119.33(19) yes
F13 . C31 . C36 . 120.4(2) yes
F13 . C31 . C29 . 120.4(2) yes
C36 . C31 . C29 . 119.2(2) yes
C39 . C30 . H301 . 110.4 no
C39 . C30 . H302 . 110.0 no
H301 . C30 . H302 . 108.8 no
C39 . C30 . H303 . 109.9 no
H301 . C30 . H303 . 108.9 no
H302 . C30 . H303 . 108.8 no
F2 . C29 . C31 . 114.7(2) yes
F2 . C29 . C11 . 120.63(19) yes
C31 . C29 . C11 . 124.7(2) yes
C37 . C28 . F12 . 120.66(19) yes
C37 . C28 . C17 . 124.2(2) yes
F12 . C28 . C17 . 115.12(19) yes
F15 . C27 . C23 . 119.6(2) yes
F15 . C27 . C18 . 120.2(2) yes
C23 . C27 . C18 . 120.2(2) yes
F10 . C26 . C35 . 120.6(2) yes
F10 . C26 . C36 . 119.6(2) yes
C35 . C26 . C36 . 119.7(2) yes
C38 . C25 . P1 . 109.76(15) yes
C38 . C25 . H251 . 109.0 no
P1 . C25 . H251 . 109.4 no
C38 . C25 . H252 . 109.9 no
P1 . C25 . H252 . 109.9 no
H251 . C25 . H252 . 108.8 no
C112 . C115 . H1151 . 110.1 no
C112 . C115 . H1152 . 109.6 no
H1151 . C115 . H1152 . 108.6 no
C112 . C115 . H1153 . 110.1 no
H1151 . C115 . H1153 . 109.2 no
H1152 . C115 . H1153 . 109.2 no
C12 . C114 . H1141 . 110.7 no
C12 . C114 . H1142 . 110.0 no
H1141 . C114 . H1142 . 109.0 no
C12 . C114 . H1143 . 109.9 no
H1141 . C114 . H1143 . 108.7 no
H1142 . C114 . H1143 . 108.4 no
C111 . C113 . H1131 . 110.5 no
C111 . C113 . H1132 . 110.1 no
H1131 . C113 . H1132 . 109.4 no
C111 . C113 . H1133 . 109.4 no
H1131 . C113 . H1133 . 108.7 no
H1132 . C113 . H1133 . 108.7 no
C115 . C112 . P1 . 113.63(17) yes
C115 . C112 . H1121 . 108.9 no
P1 . C112 . H1121 . 108.6 no
C115 . C112 . H1122 . 108.5 no
P1 . C112 . H1122 . 108.5 no
H1121 . C112 . H1122 . 108.5 no
C113 . C111 . P1 . 117.18(17) yes
C113 . C111 . H1111 . 107.4 no
P1 . C111 . H1111 . 107.6 no
C113 . C111 . H1112 . 108.0 no
P1 . C111 . H1112 . 107.8 no
H1111 . C111 . H1112 . 108.5 no
F11 . C110 . C23 . 119.8(2) yes
F11 . C110 . C21 . 120.7(2) yes
C23 . C110 . C21 . 119.5(2) yes
C37 . B1 . N2 . 106.57(16) yes
C37 . B1 . C10 . 112.77(17) yes
N2 . B1 . C10 . 106.95(16) yes
C37 . B1 . C11 . 106.93(16) yes
N2 . B1 . C11 . 108.09(16) yes
C10 . B1 . C11 . 115.13(17) yes
F5 . C23 . C110 . 120.5(2) yes
F5 . C23 . C27 . 120.8(2) yes
C110 . C23 . C27 . 118.7(2) yes
P3 . C22 . C116 . 116.61(18) yes
P3 . C22 . H221 . 107.9 no
C116 . C22 . H221 . 107.7 no
P3 . C22 . H222 . 107.9 no
C116 . C22 . H222 . 107.7 no
H221 . C22 . H222 . 108.8 no
F4 . C21 . C110 . 115.7(2) yes
F4 . C21 . C10 . 119.77(19) yes
C110 . C21 . C10 . 124.5(2) yes
P4 . C20 . C13 . 116.61(17) yes
P4 . C20 . H201 . 107.6 no
C13 . C20 . H201 . 107.5 no
P4 . C20 . H202 . 107.9 no
C13 . C20 . H202 . 108.0 no
H201 . C20 . H202 . 109.0 no
C22 . C116 . H1161 . 110.4 no
C22 . C116 . H1162 . 109.9 no
H1161 . C116 . H1162 . 109.1 no
C22 . C116 . H1163 . 109.8 no
H1161 . C116 . H1163 . 108.9 no
H1162 . C116 . H1163 . 108.7 no
B1 . C10 . C21 . 121.69(19) yes
B1 . C10 . C18 . 125.05(19) yes
C21 . C10 . C18 . 113.16(19) yes
B1 . C11 . C35 . 119.72(19) yes
B1 . C11 . C29 . 127.17(19) yes
C35 . C11 . C29 . 113.09(19) yes
C114 . C12 . P3 . 117.6(2) yes
C114 . C12 . H121 . 107.5 no
P3 . C12 . H121 . 107.8 no
C114 . C12 . H122 . 107.5 no
P3 . C12 . H122 . 107.7 no
H121 . C12 . H122 . 108.6 no
C20 . C13 . H131 . 110.0 no
C20 . C13 . H132 . 110.1 no
H131 . C13 . H132 . 109.2 no
C20 . C13 . H133 . 109.6 no
H131 . C13 . H133 . 108.8 no
H132 . C13 . H133 . 109.1 no
P4 . C14 . C16 . 112.58(17) yes
P4 . C14 . H141 . 108.8 no
C16 . C14 . H141 . 108.8 no
P4 . C14 . H142 . 109.1 no
C16 . C14 . H142 . 109.1 no
H141 . C14 . H142 . 108.5 no
F14 . C15 . C32 . 120.26(19) yes
F14 . C15 . C19 . 120.6(2) yes
C32 . C15 . C19 . 119.16(19) yes
C14 . C16 . H161 . 110.5 no
C14 . C16 . H162 . 109.8 no
H161 . C16 . H162 . 109.0 no
C14 . C16 . H163 . 109.7 no
H161 . C16 . H163 . 109.1 no
H162 . C16 . H163 . 108.6 no
C28 . C17 . F9 . 121.5(2) yes
C28 . C17 . C32 . 119.4(2) yes
F9 . C17 . C32 . 119.0(2) yes
C10 . C18 . C27 . 123.9(2) yes
C10 . C18 . F3 . 121.29(19) yes
C27 . C18 . F3 . 114.86(19) yes
F1 . C19 . C37 . 119.88(18) yes
F1 . C19 . C15 . 115.38(18) yes
C37 . C19 . C15 . 124.7(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
W1 . P2 . 2.4792(5) yes
W1 . P3 . 2.4300(5) yes
W1 . P4 . 2.5214(5) yes
W1 . P1 . 2.4813(5) yes
W1 . N1 . 1.8826(17) yes
W1 . H1 . 1.71(3) no
W1 . H2 . 1.70(3) no
P2 . C2 . 1.834(2) yes
P2 . C39 . 1.835(2) yes
P2 . C38 . 1.840(2) yes
P3 . C1 . 1.841(2) yes
P3 . C22 . 1.842(2) yes
P3 . C12 . 1.834(3) yes
P4 . C33 . 1.848(2) yes
P4 . C20 . 1.841(2) yes
P4 . C14 . 1.835(2) yes
P1 . C25 . 1.838(2) yes
P1 . C112 . 1.832(2) yes
P1 . C111 . 1.838(2) yes
F16 . C32 . 1.343(2) yes
F15 . C27 . 1.348(3) yes
F14 . C15 . 1.346(2) yes
F13 . C31 . 1.342(3) yes
F12 . C28 . 1.346(2) yes
F9 . C17 . 1.337(3) yes
F10 . C26 . 1.347(3) yes
F8 . C36 . 1.345(2) yes
F11 . C110 . 1.343(3) yes
F1 . C19 . 1.356(2) yes
F2 . C29 . 1.357(2) yes
N1 . N2 . 1.193(2) yes
F3 . C18 . 1.345(3) yes
F4 . C21 . 1.349(3) yes
F5 . C23 . 1.340(2) yes
F6 . C35 . 1.352(3) yes
N2 . B1 . 1.562(3) yes
C2 . C34 . 1.523(3) yes
C2 . H21 . 0.956 no
C2 . H22 . 0.957 no
C1 . C33 . 1.532(3) yes
C1 . H11 . 0.953 no
C1 . H12 . 0.957 no
C39 . C30 . 1.521(3) yes
C39 . H391 . 0.956 no
C39 . H392 . 0.953 no
C38 . C25 . 1.525(3) yes
C38 . H381 . 0.952 no
C38 . H382 . 0.956 no
C37 . C28 . 1.391(3) yes
C37 . B1 . 1.648(3) yes
C37 . C19 . 1.392(3) yes
C36 . C31 . 1.369(3) yes
C36 . C26 . 1.366(4) yes
C35 . C26 . 1.383(3) yes
C35 . C11 . 1.387(3) yes
C34 . H341 . 0.949 no
C34 . H342 . 0.956 no
C34 . H343 . 0.954 no
C33 . H331 . 0.957 no
C33 . H332 . 0.952 no
C32 . C15 . 1.371(3) yes
C32 . C17 . 1.376(3) yes
C31 . C29 . 1.380(3) yes
C30 . H301 . 0.953 no
C30 . H302 . 0.954 no
C30 . H303 . 0.954 no
C29 . C11 . 1.385(3) yes
C28 . C17 . 1.384(3) yes
C27 . C23 . 1.370(3) yes
C27 . C18 . 1.387(3) yes
C25 . H251 . 0.958 no
C25 . H252 . 0.949 no
C115 . C112 . 1.519(3) yes
C115 . H1151 . 0.955 no
C115 . H1152 . 0.955 no
C115 . H1153 . 0.948 no
C114 . C12 . 1.509(4) yes
C114 . H1141 . 0.951 no
C114 . H1142 . 0.954 no
C114 . H1143 . 0.958 no
C113 . C111 . 1.531(3) yes
C113 . H1131 . 0.950 no
C113 . H1132 . 0.950 no
C113 . H1133 . 0.959 no
C112 . H1121 . 0.955 no
C112 . H1122 . 0.956 no
C111 . H1111 . 0.957 no
C111 . H1112 . 0.954 no
C110 . C23 . 1.376(3) yes
C110 . C21 . 1.381(3) yes
B1 . C10 . 1.648(3) yes
B1 . C11 . 1.649(3) yes
C22 . C116 . 1.519(4) yes
C22 . H221 . 0.953 no
C22 . H222 . 0.954 no
C21 . C10 . 1.395(3) yes
C20 . C13 . 1.518(3) yes
C20 . H201 . 0.956 no
C20 . H202 . 0.950 no
C116 . H1161 . 0.951 no
C116 . H1162 . 0.954 no
C116 . H1163 . 0.956 no
C10 . C18 . 1.389(3) yes
C12 . H121 . 0.954 no
C12 . H122 . 0.957 no
C13 . H131 . 0.954 no
C13 . H132 . 0.950 no
C13 . H133 . 0.954 no
C14 . C16 . 1.530(3) yes
C14 . H141 . 0.958 no
C14 . H142 . 0.953 no
C15 . C19 . 1.380(3) yes
C16 . H161 . 0.949 no
C16 . H162 . 0.956 no
C16 . H163 . 0.954 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C12 . H121 . C110 . 152 0.95 2.59 3.465(3) yes
