#------------------------------------------------------------------------------
#$Date: 2021-11-06 20:51:11 +0200 (Sat, 06 Nov 2021) $
#$Revision: 270370 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/89/7128968.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_7128968
loop_
_publ_author_name
'Cao, Tingting'
'Retailleau, Pascal'
'Milcent, Thierry'
'Crousse, Benoît'
_publ_section_title
;
 Synthesis of N-CF₃ hydrazines through radical
 trifluoromethylation of azodicarboxylates.
;
_journal_issue                   80
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              10351
_journal_page_last               10354
_journal_paper_doi               10.1039/d1cc04538e
_journal_volume                  57
_journal_year                    2021
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C12 H14 F3 N3 O3, 0.33(H2 O)'
_chemical_formula_sum            'C12 H14.67 F3 N3 O3.33'
_chemical_formula_weight         311.27
_chemical_name_systematic
;
'benzyl (S)-(1-oxo-1-(1-(trifluoromethyl)hydrazineyl)propan-2-yl)carbamate'
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     other
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-12-10 deposited with the CCDC.	2021-09-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.556(12)
_cell_angle_gamma                90
_cell_formula_units_Z            6
_cell_length_a                   5.128(3)
_cell_length_b                   27.296(13)
_cell_length_c                   15.794(9)
_cell_measurement_reflns_used    3437
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      68.5
_cell_measurement_theta_min      2.8
_cell_volume                     2200(2)
_computing_cell_refinement
;
CrystalClear-SM Expert 2.0 r16 (Rigaku, 2014)
;
_computing_data_collection
;
CrystalClear-SM Expert 2.0 r16 (Rigaku, 2014)
;
_computing_data_reduction
;
CrystalClear-SM Expert 2.0 r16 (Rigaku, 2014)
;
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Rigaku Rapid2 curved large area IP'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device
;
Crystal Goniometer chi-partial
;
_diffrn_measurement_device_type
;
Rigaku MM007HF Spider
;
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support Fiber
_diffrn_radiation_monochromator  'OSMIC CMF optics'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.1440
_diffrn_reflns_av_unetI/netI     0.1336
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            18721
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        53.421
_diffrn_reflns_theta_max         53.421
_diffrn_reflns_theta_min         2.811
_diffrn_source                   'Rotating Anode'
_exptl_absorpt_coefficient_mu    1.122
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.676
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Reqab-Rigaku (1998)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_description       stick
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.272
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.4(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.923
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     602
_refine_ls_number_reflns         5157
_refine_ls_number_restraints     196
_refine_ls_restrained_S_all      0.915
_refine_ls_R_factor_all          0.1368
_refine_ls_R_factor_gt           0.0891
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1227P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2072
_refine_ls_wR_factor_ref         0.2454
_reflns_Friedel_coverage         0.925
_reflns_Friedel_fraction_full    0.974
_reflns_Friedel_fraction_max     0.974
_reflns_number_gt                2471
_reflns_number_total             5160
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc04538e2.cif
_cod_data_source_block           TC139
_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/RSC/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 

 Adding full bibliography for 7128966--7128968.cif.
;
_cod_original_cell_volume        2200.3(19)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7128968
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
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
C1A C 0.865(6) 0.5269(8) 1.0900(15) 0.141(6) Uani 1 1 d . . . . .
N2A N 0.952(2) 0.4767(5) 1.1051(7) 0.114(4) Uani 1 1 d . . . . .
N3A N 0.955(3) 0.4546(5) 1.1861(8) 0.115(4) Uani 1 1 d D . . . .
H3A1 H 1.084(15) 0.470(5) 1.215(7) 0.138 Uiso 1 1 d D U . . .
H3A2 H 0.796(9) 0.460(5) 1.201(9) 0.138 Uiso 1 1 d D U . . .
C4A C 1.049(3) 0.4502(5) 1.0387(11) 0.102(4) Uani 1 1 d . . . . .
O5A O 1.082(2) 0.4700(4) 0.9722(6) 0.132(4) Uani 1 1 d . . . . .
C6A C 1.131(3) 0.3972(5) 1.0620(7) 0.092(4) Uani 1 1 d . . . . .
H6A H 0.997201 0.381972 1.093523 0.110 Uiso 1 1 calc R U . . .
C7A C 1.393(3) 0.3948(6) 1.1147(10) 0.115(4) Uani 1 1 d . . . . .
H7AA H 1.437937 0.361210 1.126526 0.173 Uiso 1 1 calc R U . . .
H7AB H 1.381772 0.412030 1.167286 0.173 Uiso 1 1 calc R U . . .
H7AC H 1.524482 0.409689 1.083970 0.173 Uiso 1 1 calc R U . . .
N8A N 1.147(3) 0.3708(4) 0.9814(8) 0.103(3) Uani 1 1 d D . . . .
H8NA H 1.308(10) 0.365(5) 0.969(9) 0.124 Uiso 1 1 d D U . . .
C9A C 0.942(4) 0.3574(5) 0.9348(9) 0.097(4) Uani 1 1 d . . . . .
O10A O 0.714(2) 0.3648(4) 0.9509(6) 0.119(3) Uani 1 1 d . . . . .
O11A O 0.9982(19) 0.3330(3) 0.8635(6) 0.106(3) Uani 1 1 d . . . . .
C12A C 0.775(4) 0.3156(5) 0.8055(10) 0.129(5) Uani 1 1 d . U . . .
H12A H 0.616550 0.332305 0.818376 0.155 Uiso 1 1 calc R U . . .
H12B H 0.805094 0.323281 0.747311 0.155 Uiso 1 1 calc R U . . .
C13A C 0.740(3) 0.2626(5) 0.8141(9) 0.106(4) Uani 1 1 d . U . . .
C14A C 0.553(4) 0.2448(7) 0.8591(11) 0.146(6) Uani 1 1 d . U . . .
H14A H 0.445300 0.266811 0.884045 0.175 Uiso 1 1 calc R U . . .
C15A C 0.514(4) 0.1952(8) 0.8702(13) 0.160(7) Uani 1 1 d . U . . .
H15A H 0.387957 0.184195 0.904303 0.192 Uiso 1 1 calc R U . . .
C16A C 0.658(5) 0.1637(8) 0.8314(15) 0.161(7) Uani 1 1 d . U . . .
H16A H 0.622554 0.130445 0.835291 0.194 Uiso 1 1 calc R U . . .
C17A C 0.847(4) 0.1778(8) 0.7881(19) 0.181(8) Uani 1 1 d . U . . .
H17A H 0.956960 0.154875 0.766399 0.217 Uiso 1 1 calc R U . . .
C18A C 0.885(4) 0.2288(7) 0.7740(14) 0.160(6) Uani 1 1 d . U . . .
H18A H 1.006378 0.239121 0.737903 0.192 Uiso 1 1 calc R U . . .
F19A F 0.774(3) 0.5433(4) 1.1568(8) 0.197(5) Uani 1 1 d . . . . .
F20A F 0.703(3) 0.5321(4) 1.0237(9) 0.194(5) Uani 1 1 d . . . . .
F21A F 1.075(3) 0.5540(4) 1.0806(8) 0.186(5) Uani 1 1 d . . . . .
C1B C 0.187(4) 0.4448(7) 0.7448(13) 0.125(5) Uani 1 1 d . . . . .
N2B N 0.249(3) 0.4920(5) 0.7727(10) 0.116(4) Uani 1 1 d . . . . .
N3B N 0.456(4) 0.4998(6) 0.8371(12) 0.143(5) Uani 1 1 d D . . . .
H3B1 H 0.42(3) 0.497(7) 0.890(4) 0.172 Uiso 1 1 d D U . . .
H3B2 H 0.620(13) 0.493(7) 0.828(9) 0.172 Uiso 1 1 d D U . . .
C4B C 0.116(5) 0.5336(9) 0.7449(17) 0.144(7) Uani 1 1 d . . . . .
O5B O -0.068(4) 0.5263(5) 0.6890(11) 0.173(5) Uani 1 1 d . . . . .
C6B C 0.197(4) 0.5824(6) 0.7803(13) 0.142(6) Uani 1 1 d . . . . .
H6B H 0.388822 0.584484 0.789780 0.170 Uiso 1 1 calc R U . . .
C7B C 0.077(5) 0.5894(7) 0.8624(13) 0.181(9) Uani 1 1 d . . . . .
H7BA H 0.094118 0.623032 0.879674 0.272 Uiso 1 1 calc R U . . .
H7BB H 0.165252 0.568854 0.905496 0.272 Uiso 1 1 calc R U . . .
H7BC H -0.105089 0.580700 0.854557 0.272 Uiso 1 1 calc R U . . .
N8B N 0.093(3) 0.6210(5) 0.7195(12) 0.151(5) Uani 1 1 d D . . . .
H8NB H -0.073(13) 0.624(8) 0.700(12) 0.181 Uiso 1 1 d D U . . .
C9B C 0.237(5) 0.6392(6) 0.6606(10) 0.127(6) Uani 1 1 d . . . . .
O10B O 0.462(3) 0.6275(5) 0.6552(8) 0.163(5) Uani 1 1 d D . . . .
O11B O 0.103(2) 0.6738(4) 0.6143(8) 0.135(4) Uani 1 1 d . . . . .
C12B C 0.248(4) 0.6957(6) 0.5486(10) 0.140(5) Uani 1 1 d . U . . .
H12C H 0.312703 0.670440 0.512888 0.168 Uiso 1 1 calc R U . . .
H12D H 0.395149 0.714497 0.574203 0.168 Uiso 1 1 calc R U . . .
C13B C 0.062(4) 0.7277(7) 0.4983(11) 0.127(5) Uani 1 1 d . U . . .
C14B C -0.151(5) 0.7084(9) 0.4457(11) 0.150(6) Uani 1 1 d . U . . .
H14B H -0.174001 0.674615 0.444652 0.180 Uiso 1 1 calc R U . . .
C15B C -0.324(5) 0.7359(10) 0.3972(13) 0.166(7) Uani 1 1 d . U . . .
H15B H -0.462372 0.721096 0.364236 0.200 Uiso 1 1 calc R U . . .
C16B C -0.297(5) 0.7846(9) 0.3966(13) 0.164(6) Uani 1 1 d . U . . .
H16B H -0.413019 0.803476 0.361501 0.197 Uiso 1 1 calc R U . . .
C17B C -0.098(4) 0.8072(8) 0.4472(10) 0.144(6) Uani 1 1 d . U . . .
H17B H -0.083239 0.841159 0.448222 0.173 Uiso 1 1 calc R U . . .
C18B C 0.083(4) 0.7780(7) 0.4972(9) 0.135(5) Uani 1 1 d . U . . .
H18B H 0.219387 0.793043 0.530528 0.162 Uiso 1 1 calc R U . . .
F19B F 0.189(3) 0.4398(5) 0.6604(7) 0.183(4) Uani 1 1 d . . . . .
F20B F 0.339(3) 0.4126(4) 0.7797(7) 0.166(4) Uani 1 1 d . . . . .
F21B F -0.056(2) 0.4321(4) 0.7571(7) 0.158(4) Uani 1 1 d . . . . .
C1C C 0.378(6) 0.5643(8) 0.3590(14) 0.142(6) Uani 1 1 d . . . . .
N2C N 0.364(4) 0.5203(5) 0.4103(9) 0.148(5) Uani 1 1 d . . . . .
N3C N 0.268(4) 0.5244(5) 0.4931(10) 0.160(6) Uani 1 1 d D . . . .
H3C1 H 0.23(4) 0.504(4) 0.532(7) 0.192 Uiso 1 1 d D U . . .
H3C2 H 0.32(4) 0.554(3) 0.513(9) 0.192 Uiso 1 1 d D U . . .
C4C C 0.434(3) 0.4759(6) 0.3814(12) 0.116(5) Uani 1 1 d . . . . .
O5C O 0.495(2) 0.4726(3) 0.3096(6) 0.125(3) Uani 1 1 d . . . . .
C6C C 0.426(3) 0.4331(5) 0.4405(8) 0.104(4) Uani 1 1 d . . . . .
H6C H 0.260917 0.434595 0.466888 0.125 Uiso 1 1 calc R U . . .
C7C C 0.650(3) 0.4328(8) 0.5115(11) 0.138(5) Uani 1 1 d . . . . .
H7CA H 0.637784 0.461300 0.546610 0.207 Uiso 1 1 calc R U . . .
H7CB H 0.814532 0.433186 0.487135 0.207 Uiso 1 1 calc R U . . .
H7CC H 0.639179 0.403873 0.545458 0.207 Uiso 1 1 calc R U . . .
N8C N 0.424(3) 0.3874(4) 0.3884(8) 0.111(4) Uani 1 1 d D . . . .
H8NC H 0.574(15) 0.378(6) 0.370(9) 0.134 Uiso 1 1 d D U . . .
C9C C 0.197(5) 0.3676(6) 0.3548(9) 0.104(4) Uani 1 1 d . . . . .
O10C O -0.020(2) 0.3813(4) 0.3672(6) 0.122(3) Uani 1 1 d . . . . .
O11C O 0.254(2) 0.3296(4) 0.3065(6) 0.123(3) Uani 1 1 d . U . . .
C12C C 0.018(4) 0.3054(8) 0.2627(13) 0.158(6) Uani 1 1 d . U . . .
H12E H -0.078853 0.288855 0.304098 0.190 Uiso 1 1 calc R U . . .
H12F H -0.095590 0.329803 0.233747 0.190 Uiso 1 1 calc R U . . .
C13C C 0.101(3) 0.2699(4) 0.2011(7) 0.124(5) Uani 1 1 d G U . . .
C14C C -0.025(3) 0.2691(5) 0.1192(8) 0.169(7) Uani 1 1 d G U . . .
H14C H -0.162723 0.290516 0.104235 0.203 Uiso 1 1 calc R U . . .
C15C C 0.054(3) 0.2361(6) 0.0597(6) 0.183(8) Uani 1 1 d G U . . .
H15C H -0.030316 0.235535 0.004872 0.219 Uiso 1 1 calc R U . . .
C16C C 0.260(4) 0.2041(5) 0.0821(9) 0.194(9) Uani 1 1 d G U . . .
H16C H 0.313093 0.182012 0.042227 0.233 Uiso 1 1 calc R U . . .
C17C C 0.386(3) 0.2049(5) 0.1640(10) 0.209(9) Uani 1 1 d G U . . .
H17C H 0.524097 0.183469 0.178945 0.251 Uiso 1 1 calc R U . . .
C18C C 0.307(3) 0.2379(5) 0.2235(7) 0.171(7) Uani 1 1 d G U . . .
H18C H 0.391694 0.238450 0.278309 0.205 Uiso 1 1 calc R U . . .
F19C F 0.306(4) 0.6009(5) 0.3971(10) 0.246(8) Uani 1 1 d . . . . .
F20C F 0.232(4) 0.5615(5) 0.2866(10) 0.239(8) Uani 1 1 d . . . . .
F21C F 0.628(4) 0.5699(5) 0.3410(9) 0.205(6) Uani 1 1 d . . . . .
O1W O 0.755(5) 0.5757(7) 0.5477(10) 0.220(7) Uani 1 1 d D . . . .
H1W1 H 0.69(5) 0.599(2) 0.573(15) 0.330 Uiso 1 1 d D U . . .
H1W2 H 0.87(6) 0.564(12) 0.582(17) 0.330 Uiso 1 1 d D U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
F19A C1A F20A 112(2) . . ?
F19A C1A F21A 105.2(18) . . ?
F20A C1A F21A 108(2) . . ?
F19A C1A N2A 109.0(17) . . ?
F20A C1A N2A 113.8(17) . . ?
F21A C1A N2A 107.7(19) . . ?
C4A N2A N3A 118.8(13) . . ?
C4A N2A C1A 119.3(13) . . ?
N3A N2A C1A 121.8(12) . . ?
O5A C4A N2A 120.5(13) . . ?
O5A C4A C6A 124.8(13) . . ?
N2A C4A C6A 114.4(13) . . ?
N8A C6A C7A 109.8(11) . . ?
N8A C6A C4A 106.8(11) . . ?
C7A C6A C4A 112.3(12) . . ?
C9A N8A C6A 122.0(12) . . ?
O10A C9A N8A 125.2(14) . . ?
O10A C9A O11A 122.0(17) . . ?
N8A C9A O11A 112.8(16) . . ?
C9A O11A C12A 117.2(14) . . ?
C13A C12A O11A 110.8(12) . . ?
C14A C13A C18A 116.5(16) . . ?
C14A C13A C12A 120.4(15) . . ?
C18A C13A C12A 123.0(16) . . ?
C13A C14A C15A 122.9(17) . . ?
C16A C15A C14A 119(2) . . ?
C17A C16A C15A 122(2) . . ?
C16A C17A C18A 119(2) . . ?
C13A C18A C17A 120(2) . . ?
F20B C1B F21B 107.6(17) . . ?
F20B C1B F19B 107.5(15) . . ?
F21B C1B F19B 102.5(19) . . ?
F20B C1B N2B 113.2(19) . . ?
F21B C1B N2B 112.7(15) . . ?
F19B C1B N2B 112.7(16) . . ?
C4B N2B C1B 125(2) . . ?
C4B N2B N3B 114.8(18) . . ?
C1B N2B N3B 120.1(16) . . ?
O5B C4B N2B 114(2) . . ?
O5B C4B C6B 125(2) . . ?
N2B C4B C6B 120(2) . . ?
C4B C6B N8B 108.7(17) . . ?
C4B C6B C7B 108.4(16) . . ?
N8B C6B C7B 108.3(15) . . ?
C9B N8B C6B 121.3(16) . . ?
O10B C9B N8B 123.2(19) . . ?
O10B C9B O11B 126.2(16) . . ?
N8B C9B O11B 110.4(19) . . ?
C9B O11B C12B 114.0(14) . . ?
O11B C12B C13B 106.4(14) . . ?
C18B C13B C14B 115(2) . . ?
C18B C13B C12B 123.6(19) . . ?
C14B C13B C12B 121.5(19) . . ?
C15B C14B C13B 124(2) . . ?
C16B C15B C14B 120(3) . . ?
C15B C16B C17B 121(3) . . ?
C16B C17B C18B 119(2) . . ?
C13B C18B C17B 122(2) . . ?
F19C C1C F20C 107(2) . . ?
F19C C1C F21C 110(2) . . ?
F20C C1C F21C 107(2) . . ?
F19C C1C N2C 111.2(19) . . ?
F20C C1C N2C 113(2) . . ?
F21C C1C N2C 108.1(18) . . ?
C4C N2C N3C 119.9(14) . . ?
C4C N2C C1C 121.4(14) . . ?
N3C N2C C1C 118.6(14) . . ?
O5C C4C N2C 118.9(15) . . ?
O5C C4C C6C 123.5(13) . . ?
N2C C4C C6C 117.6(14) . . ?
N8C C6C C4C 107.8(11) . . ?
N8C C6C C7C 111.4(13) . . ?
C4C C6C C7C 113.5(14) . . ?
C9C N8C C6C 120.8(14) . . ?
O10C C9C O11C 126.0(18) . . ?
O10C C9C N8C 126.0(15) . . ?
O11C C9C N8C 108.0(18) . . ?
C9C O11C C12C 113.4(14) . . ?
C13C C12C O11C 109.0(14) . . ?
C14C C13C C18C 120.0 . . ?
C14C C13C C12C 119.3(13) . . ?
C18C C13C C12C 120.7(13) . . ?
C15C C14C C13C 120.0 . . ?
C14C C15C C16C 120.0 . . ?
C17C C16C C15C 120.0 . . ?
C16C C17C C18C 120.0 . . ?
C17C C18C C13C 120.0 . . ?
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
C1A F19A 1.275(18) . ?
C1A F20A 1.28(2) . ?
C1A F21A 1.32(2) . ?
C1A N2A 1.45(2) . ?
N2A C4A 1.405(18) . ?
N2A N3A 1.413(17) . ?
C4A O5A 1.207(16) . ?
C4A C6A 1.541(19) . ?
C6A N8A 1.471(17) . ?
C6A C7A 1.509(18) . ?
N8A C9A 1.277(19) . ?
C9A O10A 1.236(18) . ?
C9A O11A 1.363(16) . ?
O11A C12A 1.474(18) . ?
C12A C13A 1.47(2) . ?
C13A C14A 1.34(2) . ?
C13A C18A 1.38(2) . ?
C14A C15A 1.38(3) . ?
C15A C16A 1.32(3) . ?
C16A C17A 1.30(3) . ?
C17A C18A 1.42(3) . ?
C1B F20B 1.264(18) . ?
C1B F21B 1.33(2) . ?
C1B F19B 1.341(19) . ?
C1B N2B 1.39(2) . ?
N2B C4B 1.38(2) . ?
N2B N3B 1.41(2) . ?
C4B O5B 1.25(2) . ?
C4B C6B 1.49(3) . ?
C6B N8B 1.49(2) . ?
C6B C7B 1.50(2) . ?
N8B C9B 1.34(2) . ?
C9B O10B 1.20(2) . ?
C9B O11B 1.34(2) . ?
O11B C12B 1.460(18) . ?
C12B C13B 1.47(2) . ?
C13B C18B 1.38(2) . ?
C13B C14B 1.41(2) . ?
C14B C15B 1.34(3) . ?
C15B C16B 1.34(3) . ?
C16B C17B 1.38(3) . ?
C17B C18B 1.40(2) . ?
C1C F19C 1.24(2) . ?
C1C F20C 1.31(2) . ?
C1C F21C 1.35(3) . ?
C1C N2C 1.45(2) . ?
N2C C4C 1.357(18) . ?
N2C N3C 1.446(18) . ?
C4C O5C 1.209(17) . ?
C4C C6C 1.50(2) . ?
C6C N8C 1.495(18) . ?
C6C C7C 1.53(2) . ?
N8C C9C 1.34(2) . ?
C9C O10C 1.21(2) . ?
C9C O11C 1.336(18) . ?
O11C C12C 1.49(2) . ?
C12C C13C 1.47(2) . ?
C13C C14C 1.3900 . ?
C13C C18C 1.3900 . ?
C14C C15C 1.3900 . ?
C15C C16C 1.3900 . ?
C16C C17C 1.3900 . ?
C17C C18C 1.3900 . ?
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
F19A C1A N2A C4A 177.0(16) . . . . ?
F20A C1A N2A C4A 51(3) . . . . ?
F21A C1A N2A C4A -69(2) . . . . ?
F19A C1A N2A N3A -6(3) . . . . ?
F20A C1A N2A N3A -132.4(17) . . . . ?
F21A C1A N2A N3A 107.4(16) . . . . ?
N3A N2A C4A O5A -170.3(14) . . . . ?
C1A N2A C4A O5A 6(2) . . . . ?
N3A N2A C4A C6A 4.2(17) . . . . ?
C1A N2A C4A C6A -179.0(16) . . . . ?
O5A C4A C6A N8A -23.3(19) . . . . ?
N2A C4A C6A N8A 162.5(12) . . . . ?
O5A C4A C6A C7A 97.1(17) . . . . ?
N2A C4A C6A C7A -77.2(15) . . . . ?
C7A C6A N8A C9A 163.2(13) . . . . ?
C4A C6A N8A C9A -74.8(15) . . . . ?
C6A N8A C9A O10A 0(2) . . . . ?
C6A N8A C9A O11A -179.3(10) . . . . ?
O10A C9A O11A C12A 0.1(18) . . . . ?
N8A C9A O11A C12A 179.6(11) . . . . ?
C9A O11A C12A C13A -104.4(15) . . . . ?
O11A C12A C13A C14A 101.5(19) . . . . ?
O11A C12A C13A C18A -81.9(19) . . . . ?
C18A C13A C14A C15A 4(3) . . . . ?
C12A C13A C14A C15A -179.2(17) . . . . ?
C13A C14A C15A C16A -3(3) . . . . ?
C14A C15A C16A C17A 5(4) . . . . ?
C15A C16A C17A C18A -7(4) . . . . ?
C14A C13A C18A C17A -6(3) . . . . ?
C12A C13A C18A C17A 178(2) . . . . ?
C16A C17A C18A C13A 7(4) . . . . ?
F20B C1B N2B C4B 179.8(15) . . . . ?
F21B C1B N2B C4B -58(2) . . . . ?
F19B C1B N2B C4B 58(2) . . . . ?
F20B C1B N2B N3B -3(2) . . . . ?
F21B C1B N2B N3B 119.3(17) . . . . ?
F19B C1B N2B N3B -125.3(17) . . . . ?
C1B N2B C4B O5B -2(3) . . . . ?
N3B N2B C4B O5B -179.0(17) . . . . ?
C1B N2B C4B C6B 179.0(16) . . . . ?
N3B N2B C4B C6B 2(2) . . . . ?
O5B C4B C6B N8B -20(3) . . . . ?
N2B C4B C6B N8B 159.5(15) . . . . ?
O5B C4B C6B C7B 98(2) . . . . ?
N2B C4B C6B C7B -83(2) . . . . ?
C4B C6B N8B C9B -94(2) . . . . ?
C7B C6B N8B C9B 148.5(19) . . . . ?
C6B N8B C9B O10B -4(3) . . . . ?
C6B N8B C9B O11B -179.2(16) . . . . ?
O10B C9B O11B C12B 4(3) . . . . ?
N8B C9B O11B C12B 179.7(15) . . . . ?
C9B O11B C12B C13B 173.1(15) . . . . ?
O11B C12B C13B C18B 112.4(17) . . . . ?
O11B C12B C13B C14B -68.4(19) . . . . ?
C18B C13B C14B C15B 0(3) . . . . ?
C12B C13B C14B C15B -178.8(17) . . . . ?
C13B C14B C15B C16B 1(3) . . . . ?
C14B C15B C16B C17B -2(3) . . . . ?
C15B C16B C17B C18B 3(3) . . . . ?
C14B C13B C18B C17B 0(2) . . . . ?
C12B C13B C18B C17B 179.2(14) . . . . ?
C16B C17B C18B C13B -1(2) . . . . ?
F19C C1C N2C C4C -180(2) . . . . ?
F20C C1C N2C C4C 59(3) . . . . ?
F21C C1C N2C C4C -59(3) . . . . ?
F19C C1C N2C N3C 1(3) . . . . ?
F20C C1C N2C N3C -119(2) . . . . ?
F21C C1C N2C N3C 122(2) . . . . ?
N3C N2C C4C O5C 174.6(17) . . . . ?
C1C N2C C4C O5C -4(3) . . . . ?
N3C N2C C4C C6C -4(3) . . . . ?
C1C N2C C4C C6C 176.9(19) . . . . ?
O5C C4C C6C N8C -17(2) . . . . ?
N2C C4C C6C N8C 162.0(15) . . . . ?
O5C C4C C6C C7C 106.9(18) . . . . ?
N2C C4C C6C C7C -74.1(19) . . . . ?
C4C C6C N8C C9C -88.8(15) . . . . ?
C7C C6C N8C C9C 146.0(13) . . . . ?
C6C N8C C9C O10C -6(2) . . . . ?
C6C N8C C9C O11C 175.4(11) . . . . ?
O10C C9C O11C C12C 3(2) . . . . ?
N8C C9C O11C C12C -177.8(13) . . . . ?
C9C O11C C12C C13C 170.6(14) . . . . ?
O11C C12C C13C C14C -133.3(13) . . . . ?
O11C C12C C13C C18C 45.7(19) . . . . ?
C18C C13C C14C C15C 0.0 . . . . ?
C12C C13C C14C C15C 179.0(13) . . . . ?
C13C C14C C15C C16C 0.0 . . . . ?
C14C C15C C16C C17C 0.0 . . . . ?
C15C C16C C17C C18C 0.0 . . . . ?
C16C C17C C18C C13C 0.0 . . . . ?
C14C C13C C18C C17C 0.0 . . . . ?
C12C C13C C18C C17C -179.0(13) . . . . ?
