##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in          #
# Acta Crystallographica Section E. It conforms to the requirements of       #
# Notes for Authors for Acta Crystallographica Section E, and has been       #
# peer reviewed under the auspices of the IUCr Commission on Journals.       #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic.                                       #
#                                                                            #
# Software is freely available for graphical display of the structure(s)     #
# in this CIF. For information consult the CIF software page                 #
# http://www.iucr.org/resources/cif/software.                                #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the journal # 
# article from which it was obtained.                                        #
#                                                                            #
##############################################################################
data_I
_audit_creation_method     SHELXL-2013
_journal_date_recd_electronic     2023-02-01
_journal_date_accepted     2023-03-02
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2023
_journal_volume     79
_journal_issue      4
_journal_page_first     0
_journal_page_last     0
_journal_paper_category     GO
_journal_paper_doi     10.1107/S2056989023001986
_journal_coeditor_code     TX2063
_publ_contact_author_name     'Ajaya Bhattarai'
_publ_contact_author_address
;
Department of Chemistry,
M.M.A.M.C (Tribhuvan University)
Biratnagar,
Nepal
;
_publ_contact_author_email     'ajaya.bhattarai@mmamc.tu.edu.np'
_publ_contact_author_fax     ?
_publ_contact_author_phone     ?
_publ_section_title
;\
Crystal structure and Hirshfeld surface analysis of
(2²RS,2³SR,2⁵RS,2⁶SR)-2³,2⁵,5-\
trimethyl-2¹-(2,2,2-trifluoroacetyl)-5-aza-2(2,6)-piperidina-1,3(2,5)-\
difuranacyclohexaphan-2⁴-one
;
_publ_section_title_footnote     .
loop_
    _publ_author_name
    _publ_author_address
    'Sema Öztürk Yıldırım'
;
Department of Physics,
Faculty of Science,
Eskisehir Technical University,
Yunus Emre Campus 26470 Eskisehir
Turkey
Department of Physics,
Faculty of Sciences,
Erciyes University,
38039 Kayseri,
Turkey
;
    'Akkurt, Mehmet'
;
Department of Physics,
Faculty of Sciences,
Erciyes University,
38039 Kayseri,
Turkey
;
    'Anastasia A. Ershova'
;
Peoples' Friendship University of Russia (RUDN University),
6 Miklukho-Maklaya St., Moscow, 117198,
Russian Federation
;
    'Mikhail S. Grigoriev'
;
Frumkin Institute of Physical Chemistry and Electrochemistry,
Russian Academy of Sciences  (IPCE RAS),
31 Bldg 4, Leninsky prosp.,
Moscow, 119071,
Russian Federation
;
    'Bruno G.M. Rocha'
;
Centro de Química Estrutural,
Institute of Molecular Sciences, Instituto Superior Técnico,
Universidade de Lisboa,
Av. Rovisco Pais,
1049-001 Lisboa,
Portugal
;
    'Ajaya Bhattarai'
;
Department of Chemistry,
M.M.A.M.C (Tribhuvan University)
Biratnagar,
Nepal
;
_publ_section_synopsis
;
The title compound features a main twelve-membered difuryl ring with which the
furan rings make dihedral angles of 76.14(5) and 33.81(5)°. In the crystal,
C--H...O, C---H...F, C---H...π and C---F...π interactions link the molecules
into the chains along the b-axis direction,  forming  sheets parallel
to the (001) plane. These sheets are also connected by van der Waals
interaction.
;
_chemical_name_systematic
;/
(2²RS,2³SR,2⁵RS,2⁶SR)-\
2³,2⁵,5-trimethyl-2¹-(2,2,2-\
trifluoroacetyl)-5-aza-2(2,6)-piperidina-1,3(2,5)-difuranacyclohexaphan-\
2⁴-one
;
_chemical_name_common     ?
_chemical_formula_moiety     'C20 H21 F3 N2 O4'
_chemical_formula_sum     'C20 H21 F3 N2 O4'
_chemical_formula_iupac     'C20 H21 F3 N2 O4'
_chemical_formula_weight     410.39
_chemical_melting_point     ?
_space_group_crystal_system     orthorhombic
_space_group_name_H-M_alt     'P b c a'
_space_group_name_Hall     '-P 2ac 2ab'
loop_
    _space_group_symop_operation_xyz
    'x, y, z'
    '-x+1/2, -y, z+1/2'
    '-x, y+1/2, -z+1/2'
    'x+1/2, -y+1/2, -z'
    '-x, -y, -z'
    'x-1/2, y, -z-1/2'
    'x, -y-1/2, z-1/2'
    '-x-1/2, y-1/2, z'
_cell_length_a     11.13510(10)
_cell_length_b     17.0545(2)
_cell_length_c     19.9131(3)
_cell_angle_alpha     90
_cell_angle_beta     90
_cell_angle_gamma     90
_cell_volume     3781.57(8)
_cell_formula_units_Z     8
_cell_measurement_reflns_used     15774
_cell_measurement_theta_min     2.2
_cell_measurement_theta_max     78.7
_cell_measurement_temperature     100(2)
_exptl_crystal_description     prism
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.25
_exptl_crystal_size_mid     0.20
_exptl_crystal_size_min     0.20
_exptl_crystal_density_diffrn     1.442
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     ?
_exptl_crystal_F_000     1712
_exptl_absorpt_coefficient_mu     1.030
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2021)
;
_exptl_absorpt_correction_T_min     0.761
_exptl_absorpt_correction_T_max     0.801
_exptl_special_details
;
CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature     100(2)
_diffrn_source     'micro-focus sealed X-ray tube'
_diffrn_radiation_type     CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_device_type     'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method     'φ and ω'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     24690
_diffrn_reflns_av_R_equivalents     0.0313
_diffrn_reflns_av_unetI/netI     0.0189
_diffrn_reflns_theta_min     5.187
_diffrn_reflns_theta_max     79.330
_diffrn_reflns_theta_full     67.684
_diffrn_measured_fraction_theta_max     0.985
_diffrn_measured_fraction_theta_full     0.993
_diffrn_reflns_limit_h_min     -12
_diffrn_reflns_limit_h_max     14
_diffrn_reflns_limit_k_min     -20
_diffrn_reflns_limit_k_max     21
_diffrn_reflns_limit_l_min     -25
_diffrn_reflns_limit_l_max     25
_diffrn_standards_number     0
_diffrn_standards_interval_count     0
_diffrn_standards_interval_time     0
_diffrn_standards_decay_%     0
_refine_special_details     ?
_reflns_number_total     4040
_reflns_number_gt     3752
_reflns_threshold_expression     'I > 2σ(I)'
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0389
_refine_ls_R_factor_gt     0.0368
_refine_ls_wR_factor_gt     0.1005
_refine_ls_wR_factor_ref     0.1022
_refine_ls_goodness_of_fit_ref     1.034
_refine_ls_restrained_S_all     1.034
_refine_ls_number_reflns     4040
_refine_ls_number_parameters     265
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
              'w=1/[σ²(Fo²)+(0.0586P)²+1.2514P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.316
_refine_diff_density_min     -0.206
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     .
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'
    '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'
    'F' 'F' 0.0727 0.0534
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection
;
CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)
;
_computing_cell_refinement
;
CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)
;
_computing_data_reduction
;
CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015b)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012)
;
_computing_publication_material
;
PLATON (Spek, 2020)
;
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_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    F F1 0.46254(7) 0.40849(4) 0.69241(4) 0.03490(19) Uani d 1 . .
    F F2 0.47797(8) 0.35558(4) 0.59393(4) 0.0394(2) Uani d 1 . .
    F F3 0.62779(7) 0.41697(5) 0.63772(5) 0.0411(2) Uani d 1 . .
    C C1 0.25270(10) 0.46229(6) 0.61741(6) 0.0228(2) Uani d 1 . .
    H H1 0.2891 0.4136 0.6366 0.027 Uiso calc 1 . .
    C C2 0.18508(10) 0.50270(6) 0.67299(6) 0.0234(2) Uani d 1 . .
    C C3 0.06815(11) 0.52036(7) 0.68327(6) 0.0269(2) Uani d 1 . .
    H H3 0.0021 0.5056 0.6559 0.032 Uiso calc 1 . .
    C C4 0.06377(11) 0.56583(7) 0.74372(6) 0.0287(3) Uani d 1 . .
    H H4 -0.0059 0.5875 0.7641 0.034 Uiso calc 1 . .
    C C5 0.17741(11) 0.57194(7) 0.76607(6) 0.0264(2) Uani d 1 . .
    C C6 0.23342(11) 0.61600(7) 0.82269(6) 0.0291(3) Uani d 1 . .
    H H6A 0.1701 0.6439 0.8481 0.035 Uiso calc 1 . .
    H H6B 0.2730 0.5786 0.8536 0.035 Uiso calc 1 . .
    N N7 0.32220(10) 0.67275(6) 0.79832(5) 0.0295(2) Uani d 1 . .
    C C8 0.27337(13) 0.73574(7) 0.75550(7) 0.0337(3) Uani d 1 . .
    H H8A 0.2940 0.7876 0.7747 0.040 Uiso calc 1 . .
    H H8B 0.1848 0.7315 0.7532 0.040 Uiso calc 1 . .
    C C9 0.32582(12) 0.72806(7) 0.68700(6) 0.0299(3) Uani d 1 . .
    C C10 0.42408(12) 0.75661(7) 0.65530(7) 0.0318(3) Uani d 1 . .
    H H10 0.4722 0.7997 0.6692 0.038 Uiso calc 1 . .
    C C11 0.44143(11) 0.70908(7) 0.59651(6) 0.0286(3) Uani d 1 . .
    H H11 0.5035 0.7143 0.5641 0.034 Uiso calc 1 . .
    C C12 0.35196(10) 0.65556(7) 0.59651(6) 0.0246(2) Uani d 1 . .
    C C13 0.32223(10) 0.58544(6) 0.55457(6) 0.0230(2) Uani d 1 . .
    H H13 0.3733 0.5873 0.5133 0.028 Uiso calc 1 . .
    C C14 0.18934(10) 0.58564(6) 0.53217(6) 0.0247(2) Uani d 1 . .
    H H14 0.1393 0.5980 0.5725 0.030 Uiso calc 1 . .
    C C15 0.15409(10) 0.50470(7) 0.50819(6) 0.0243(2) Uani d 1 . .
    O O15 0.11156(8) 0.49283(5) 0.45311(4) 0.0309(2) Uani d 1 . .
    C C16 0.17334(10) 0.43780(7) 0.55769(6) 0.0250(2) Uani d 1 . .
    H H16 0.0930 0.4225 0.5759 0.030 Uiso calc 1 . .
    N N17 0.35219(9) 0.51181(5) 0.59182(5) 0.0220(2) Uani d 1 . .
    C C17 0.47033(10) 0.49467(7) 0.59476(6) 0.0244(2) Uani d 1 . .
    O O17 0.54942(7) 0.53360(5) 0.56885(4) 0.0294(2) Uani d 1 . .
    O O18 0.25418(7) 0.53151(5) 0.72431(4) 0.02384(18) Uani d 1 . .
    C C18 0.50906(11) 0.41827(7) 0.63123(7) 0.0303(3) Uani d 1 . .
    O O19 0.27850(8) 0.66728(5) 0.65050(4) 0.02727(19) Uani d 1 . .
    C C19 0.39990(13) 0.70224(8) 0.85115(7) 0.0353(3) Uani d 1 . .
    H H19A 0.4331 0.6581 0.8766 0.053 Uiso calc 1 . .
    H H19B 0.3534 0.7360 0.8813 0.053 Uiso calc 1 . .
    H H19C 0.4656 0.7325 0.8312 0.053 Uiso calc 1 . .
    C C20 0.16602(12) 0.64922(7) 0.48000(7) 0.0320(3) Uani d 1 . .
    H H20A 0.0798 0.6519 0.4704 0.048 Uiso calc 1 . .
    H H20B 0.2098 0.6368 0.4387 0.048 Uiso calc 1 . .
    H H20C 0.1934 0.6999 0.4974 0.048 Uiso calc 1 . .
    C C21 0.22552(12) 0.36654(7) 0.52092(6) 0.0311(3) Uani d 1 . .
    H H21A 0.1701 0.3501 0.4854 0.047 Uiso calc 1 . .
    H H21B 0.2367 0.3234 0.5528 0.047 Uiso calc 1 . .
    H H21C 0.3031 0.3806 0.5011 0.047 Uiso calc 1 . .
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
    F1 C18 . 1.3344(15) ?
    F2 C18 . 1.3470(15) ?
    F3 C18 . 1.3286(15) ?
    C1 N17 . 1.4833(14) ?
    C1 C2 . 1.5056(16) ?
    C1 C16 . 1.5393(16) ?
    C1 H1 . 1.0000 ?
    C2 C3 . 1.3521(17) ?
    C2 O18 . 1.3702(14) ?
    C3 C4 . 1.4328(17) ?
    C3 H3 . 0.9500 ?
    C4 C5 . 1.3454(17) ?
    C4 H4 . 0.9500 ?
    C5 O18 . 1.3776(14) ?
    C5 C6 . 1.4916(16) ?
    C6 N7 . 1.4661(16) ?
    C6 H6A . 0.9900 ?
    C6 H6B . 0.9900 ?
    N7 C19 . 1.4520(16) ?
    N7 C8 . 1.4755(17) ?
    C8 C9 . 1.4895(19) ?
    C8 H8A . 0.9900 ?
    C8 H8B . 0.9900 ?
    C9 C10 . 1.3537(19) ?
    C9 O19 . 1.3713(14) ?
    C10 C11 . 1.4370(18) ?
    C10 H10 . 0.9500 ?
    C11 C12 . 1.3511(16) ?
    C11 H11 . 0.9500 ?
    C12 O19 . 1.3655(14) ?
    C12 C13 . 1.4958(15) ?
    C13 N17 . 1.4961(13) ?
    C13 C14 . 1.5455(16) ?
    C13 H13 . 1.0000 ?
    C14 C15 . 1.5125(16) ?
    C14 C20 . 1.5239(16) ?
    C14 H14 . 1.0000 ?
    C15 O15 . 1.2117(15) ?
    C15 C16 . 1.5230(16) ?
    C16 C21 . 1.5333(16) ?
    C16 H16 . 1.0000 ?
    N17 C17 . 1.3489(15) ?
    C17 O17 . 1.2176(15) ?
    C17 C18 . 1.5527(16) ?
    C19 H19A . 0.9800 ?
    C19 H19B . 0.9800 ?
    C19 H19C . 0.9800 ?
    C20 H20A . 0.9800 ?
    C20 H20B . 0.9800 ?
    C20 H20C . 0.9800 ?
    C21 H21A . 0.9800 ?
    C21 H21B . 0.9800 ?
    C21 H21C . 0.9800 ?
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
    N17 C1 C2 . . 111.43(9) ?
    N17 C1 C16 . . 108.54(9) ?
    C2 C1 C16 . . 113.89(9) ?
    N17 C1 H1 . . 107.6 ?
    C2 C1 H1 . . 107.6 ?
    C16 C1 H1 . . 107.6 ?
    C3 C2 O18 . . 110.37(10) ?
    C3 C2 C1 . . 134.01(11) ?
    O18 C2 C1 . . 115.57(10) ?
    C2 C3 C4 . . 106.29(10) ?
    C2 C3 H3 . . 126.9 ?
    C4 C3 H3 . . 126.9 ?
    C5 C4 C3 . . 106.73(11) ?
    C5 C4 H4 . . 126.6 ?
    C3 C4 H4 . . 126.6 ?
    C4 C5 O18 . . 110.19(10) ?
    C4 C5 C6 . . 133.02(11) ?
    O18 C5 C6 . . 116.68(10) ?
    N7 C6 C5 . . 111.36(10) ?
    N7 C6 H6A . . 109.4 ?
    C5 C6 H6A . . 109.4 ?
    N7 C6 H6B . . 109.4 ?
    C5 C6 H6B . . 109.4 ?
    H6A C6 H6B . . 108.0 ?
    C19 N7 C6 . . 113.00(10) ?
    C19 N7 C8 . . 112.71(10) ?
    C6 N7 C8 . . 115.05(10) ?
    N7 C8 C9 . . 108.70(10) ?
    N7 C8 H8A . . 109.9 ?
    C9 C8 H8A . . 109.9 ?
    N7 C8 H8B . . 109.9 ?
    C9 C8 H8B . . 109.9 ?
    H8A C8 H8B . . 108.3 ?
    C10 C9 O19 . . 109.59(11) ?
    C10 C9 C8 . . 135.42(12) ?
    O19 C9 C8 . . 113.66(11) ?
    C9 C10 C11 . . 106.59(11) ?
    C9 C10 H10 . . 126.7 ?
    C11 C10 H10 . . 126.7 ?
    C12 C11 C10 . . 106.38(11) ?
    C12 C11 H11 . . 126.8 ?
    C10 C11 H11 . . 126.8 ?
    C11 C12 O19 . . 110.05(10) ?
    C11 C12 C13 . . 134.69(11) ?
    O19 C12 C13 . . 115.09(10) ?
    C12 C13 N17 . . 110.17(9) ?
    C12 C13 C14 . . 111.80(9) ?
    N17 C13 C14 . . 111.01(9) ?
    C12 C13 H13 . . 107.9 ?
    N17 C13 H13 . . 107.9 ?
    C14 C13 H13 . . 107.9 ?
    C15 C14 C20 . . 112.95(10) ?
    C15 C14 C13 . . 109.73(9) ?
    C20 C14 C13 . . 111.19(10) ?
    C15 C14 H14 . . 107.6 ?
    C20 C14 H14 . . 107.6 ?
    C13 C14 H14 . . 107.6 ?
    O15 C15 C14 . . 122.66(11) ?
    O15 C15 C16 . . 121.05(10) ?
    C14 C15 C16 . . 116.28(10) ?
    C15 C16 C21 . . 109.76(10) ?
    C15 C16 C1 . . 112.18(9) ?
    C21 C16 C1 . . 111.50(10) ?
    C15 C16 H16 . . 107.7 ?
    C21 C16 H16 . . 107.7 ?
    C1 C16 H16 . . 107.7 ?
    C17 N17 C1 . . 126.16(9) ?
    C17 N17 C13 . . 114.89(9) ?
    C1 N17 C13 . . 118.79(9) ?
    O17 C17 N17 . . 124.67(11) ?
    O17 C17 C18 . . 117.06(11) ?
    N17 C17 C18 . . 118.23(10) ?
    C2 O18 C5 . . 106.33(9) ?
    F3 C18 F1 . . 107.18(11) ?
    F3 C18 F2 . . 107.23(10) ?
    F1 C18 F2 . . 107.72(10) ?
    F3 C18 C17 . . 109.62(10) ?
    F1 C18 C17 . . 115.10(10) ?
    F2 C18 C17 . . 109.68(10) ?
    C12 O19 C9 . . 107.32(9) ?
    N7 C19 H19A . . 109.5 ?
    N7 C19 H19B . . 109.5 ?
    H19A C19 H19B . . 109.5 ?
    N7 C19 H19C . . 109.5 ?
    H19A C19 H19C . . 109.5 ?
    H19B C19 H19C . . 109.5 ?
    C14 C20 H20A . . 109.5 ?
    C14 C20 H20B . . 109.5 ?
    H20A C20 H20B . . 109.5 ?
    C14 C20 H20C . . 109.5 ?
    H20A C20 H20C . . 109.5 ?
    H20B C20 H20C . . 109.5 ?
    C16 C21 H21A . . 109.5 ?
    C16 C21 H21B . . 109.5 ?
    H21A C21 H21B . . 109.5 ?
    C16 C21 H21C . . 109.5 ?
    H21A C21 H21C . . 109.5 ?
    H21B C21 H21C . . 109.5 ?
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
    N17 C1 C2 C3 . . . . 125.68(14) ?
    C16 C1 C2 C3 . . . . 2.49(18) ?
    N17 C1 C2 O18 . . . . -51.30(13) ?
    C16 C1 C2 O18 . . . . -174.48(9) ?
    O18 C2 C3 C4 . . . . 2.27(13) ?
    C1 C2 C3 C4 . . . . -174.82(12) ?
    C2 C3 C4 C5 . . . . -0.54(14) ?
    C3 C4 C5 O18 . . . . -1.37(14) ?
    C3 C4 C5 C6 . . . . 174.71(13) ?
    C4 C5 C6 N7 . . . . -118.73(15) ?
    O18 C5 C6 N7 . . . . 57.15(14) ?
    C5 C6 N7 C19 . . . . -165.25(11) ?
    C5 C6 N7 C8 . . . . 63.35(13) ?
    C19 N7 C8 C9 . . . . 112.65(12) ?
    C6 N7 C8 C9 . . . . -115.81(12) ?
    N7 C8 C9 C10 . . . . -90.45(17) ?
    N7 C8 C9 O19 . . . . 74.55(13) ?
    O19 C9 C10 C11 . . . . -1.95(14) ?
    C8 C9 C10 C11 . . . . 163.48(14) ?
    C9 C10 C11 C12 . . . . 0.47(14) ?
    C10 C11 C12 O19 . . . . 1.19(13) ?
    C10 C11 C12 C13 . . . . -173.65(12) ?
    C11 C12 C13 N17 . . . . 103.88(15) ?
    O19 C12 C13 N17 . . . . -70.77(12) ?
    C11 C12 C13 C14 . . . . -132.19(14) ?
    O19 C12 C13 C14 . . . . 53.16(13) ?
    C12 C13 C14 C15 . . . . -163.52(9) ?
    N17 C13 C14 C15 . . . . -40.06(12) ?
    C12 C13 C14 C20 . . . . 70.80(12) ?
    N17 C13 C14 C20 . . . . -165.74(10) ?
    C20 C14 C15 O15 . . . . -0.18(16) ?
    C13 C14 C15 O15 . . . . -124.85(12) ?
    C20 C14 C15 C16 . . . . -179.39(10) ?
    C13 C14 C15 C16 . . . . 55.94(13) ?
    O15 C15 C16 C21 . . . . 42.86(15) ?
    C14 C15 C16 C21 . . . . -137.91(10) ?
    O15 C15 C16 C1 . . . . 167.40(11) ?
    C14 C15 C16 C1 . . . . -13.37(14) ?
    N17 C1 C16 C15 . . . . -40.88(12) ?
    C2 C1 C16 C15 . . . . 83.87(12) ?
    N17 C1 C16 C21 . . . . 82.69(11) ?
    C2 C1 C16 C21 . . . . -152.56(10) ?
    C2 C1 N17 C17 . . . . 116.85(12) ?
    C16 C1 N17 C17 . . . . -116.96(12) ?
    C2 C1 N17 C13 . . . . -67.88(12) ?
    C16 C1 N17 C13 . . . . 58.31(12) ?
    C12 C13 N17 C17 . . . . -75.59(12) ?
    C14 C13 N17 C17 . . . . 160.03(10) ?
    C12 C13 N17 C1 . . . . 108.62(11) ?
    C14 C13 N17 C1 . . . . -15.77(13) ?
    C1 N17 C17 O17 . . . . 174.16(11) ?
    C13 N17 C17 O17 . . . . -1.27(17) ?
    C1 N17 C17 C18 . . . . -3.30(17) ?
    C13 N17 C17 C18 . . . . -178.73(10) ?
    C3 C2 O18 C5 . . . . -3.10(12) ?
    C1 C2 O18 C5 . . . . 174.59(9) ?
    C4 C5 O18 C2 . . . . 2.73(13) ?
    C6 C5 O18 C2 . . . . -174.06(10) ?
    O17 C17 C18 F3 . . . . 11.43(15) ?
    N17 C17 C18 F3 . . . . -170.92(10) ?
    O17 C17 C18 F1 . . . . 132.31(12) ?
    N17 C17 C18 F1 . . . . -50.03(15) ?
    O17 C17 C18 F2 . . . . -106.05(12) ?
    N17 C17 C18 F2 . . . . 71.60(14) ?
    C11 C12 O19 C9 . . . . -2.39(13) ?
    C13 C12 O19 C9 . . . . 173.57(9) ?
    C10 C9 O19 C12 . . . . 2.69(13) ?
    C8 C9 O19 C12 . . . . -166.19(10) ?
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    _geom_hbond_publ_flag
    C1 H1 F1 . 1.00 2.23 2.9210(14) 125 no
    C1 H1 F2 . 1.00 2.47 3.1341(14) 123 no
    C3 H3 O15 5_566 0.95 2.51 3.3809(15) 152 yes
    C14 H14 O19 . 1.00 2.49 2.9114(14) 105 no
    C20 H20B F3 5_666 0.98 2.54 3.4700(16) 160 yes
    C21 H21B Cg2 8_655 0.98 2.88 3.7561(13) 150 yes
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_T_min     0.783
_shelx_estimated_absorpt_T_max     0.821
_shelxl_version_number         .2013
