##############################################################################
#                                                                            #
# 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     2022-05-26
_journal_date_accepted     2022-06-02
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2022
_journal_volume     78
_journal_issue      7
_journal_page_first     0
_journal_page_last     0
_journal_paper_category     GO
_journal_paper_doi     10.1107/S2056989022005928
_journal_coeditor_code     TX2051
_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
4-bromo-2-[3-methyl-5-(2,4,6-trimethylbenzyl)oxazolidin-2-yl]phenol
;
_publ_section_title_footnote     .
loop_
    _publ_author_name
    _publ_author_address
    'Ali N. Khalilov'
;
"Composite Materials" Scientific Research Center,
Azerbaijan State Economic University (UNEC),
H. Aliyev str. 135, Az 1063,
Baku, Azerbaijan
Department of Chemistry,
Baku State University,
Z. Khalilov str. 23, Az,
1148 Baku,
Azerbaijan
;
    'Victor N. Khrustalev'
;
Peoples' Friendship University of Russia (RUDN University),
Miklukho-Maklay St. 6, Moscow, 117198
Russian Federation
N. D. Zelinsky Institute of Organic Chemistry RAS,
Leninsky Prosp. 47, Moscow, 119991
Russian Federation
;
    'Elena A. Fortalnova'
;
Peoples' Friendship University of Russia (RUDN University),
Miklukho-Maklay St. 6, Moscow, 117198,
Russian Federation
;
    'Akkurt, Mehmet'
;
Department of Physics,
Faculty of Sciences,
Erciyes University,
38039 Kayseri,
Turkey
;
    'Sema Öztürk Yıldırım'
;
Department of Physics,
Faculty of Science,
Eskisehir Technical University,
Yunus Emre Campus 26470 Eskisehir
Turkey
Department of Physics,
Faculty of Science,
Erciyes University,
38039 Kayseri
Turkey
;
    'Ajaya Bhattarai'
;
Department of Chemistry,
M.M.A.M.C (Tribhuvan University) Biratnagar,
Nepal
;
    'İbrahim G. Mamedov'
;
Department of Chemistry,
Baku State University,
Z. Khalilov str. 23, Az,
1148 Baku,
Azerbaijan
;
_publ_section_synopsis
;
In the crystal, neighboring molecules are linked into layers parallel to the
(200) plane via C---H...O hydrogen bonds and C---H...π interactions.
van der Waals interactions between parallel molecular layers help to strengthen
the packing.
;
_chemical_name_systematic
;
4-Bromo-2-[3-methyl-5-(2,4,6-trimethylbenzyl)oxazolidin-2-yl]phenol
;
_chemical_name_common     ?
_chemical_formula_moiety     'C20 H24 Br N O2'
_chemical_formula_sum     'C20 H24 Br N O2'
_chemical_formula_iupac     'C20 H24 Br N O2'
_chemical_formula_weight     390.30
_chemical_melting_point     ?
_space_group_crystal_system     monoclinic
_space_group_name_H-M_alt     'P 21/c'
_space_group_name_Hall     '-P 2ybc'
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'
_cell_length_a     21.1019(3)
_cell_length_b     9.01359(11)
_cell_length_c     10.03985(11)
_cell_angle_alpha     90
_cell_angle_beta     96.1425(11)
_cell_angle_gamma     90
_cell_volume     1898.66(4)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     13703
_cell_measurement_theta_min     2.14
_cell_measurement_theta_max     78.56
_cell_measurement_temperature     100(2)
_exptl_crystal_description     needle
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.32
_exptl_crystal_size_mid     0.04
_exptl_crystal_size_min     0.03
_exptl_crystal_density_diffrn     1.365
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     ?
_exptl_crystal_F_000     808
_exptl_absorpt_coefficient_mu     3.033
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2021)
;
_exptl_absorpt_correction_T_min     0.424
_exptl_absorpt_correction_T_max     0.882
_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     21431
_diffrn_reflns_av_R_equivalents     0.0428
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_theta_min     2.106
_diffrn_reflns_theta_max     79.607
_diffrn_reflns_theta_full     67.684
_diffrn_measured_fraction_theta_max     0.994
_diffrn_measured_fraction_theta_full     1.000
_diffrn_reflns_limit_h_min     -25
_diffrn_reflns_limit_h_max     26
_diffrn_reflns_limit_k_min     -11
_diffrn_reflns_limit_k_max     11
_diffrn_reflns_limit_l_min     -12
_diffrn_reflns_limit_l_max     10
_diffrn_standards_number     0
_diffrn_standards_interval_count     0
_diffrn_standards_interval_time     0
_diffrn_standards_decay_%     0
_refine_special_details     ?
_reflns_number_total     4096
_reflns_number_gt     3783
_reflns_threshold_expression     'I > 2σ(I)'
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0357
_refine_ls_R_factor_gt     0.0334
_refine_ls_wR_factor_gt     0.0942
_refine_ls_wR_factor_ref     0.0958
_refine_ls_goodness_of_fit_ref     1.072
_refine_ls_restrained_S_all     1.072
_refine_ls_number_reflns     4096
_refine_ls_number_parameters     225
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
                 'w=1/[σ²(Fo²)+(0.055P)²+1.11P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     mixed
_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     0.584
_refine_diff_density_min     -0.597
_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'
    'Br' 'Br' -0.6763 1.2805
                         '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'
_computing_data_collection
;
CrysAlisPro (Rigaku OD, 2021)
;
_computing_cell_refinement
;
CrysAlisPro (Rigaku OD, 2021)
;
_computing_data_reduction
;
CrysAlisPro (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
    Br Br1 0.54220(2) 0.31515(2) 0.43375(2) 0.02813(9) Uani d 1 . .
    O O1 0.27633(7) 0.25150(17) 0.58702(14) 0.0298(3) Uani d 1 . .
    C C2 0.32957(9) 0.1726(2) 0.65118(19) 0.0232(4) Uani d 1 . .
    H H2 0.3517 0.2334 0.7256 0.028 Uiso calc 1 . .
    N N3 0.30119(8) 0.03941(18) 0.70533(15) 0.0240(3) Uani d 1 . .
    C C4 0.24396(10) 0.0998(2) 0.7578(2) 0.0286(4) Uani d 1 . .
    H H4A 0.2548 0.1518 0.8441 0.034 Uiso calc 1 . .
    H H4B 0.2124 0.0210 0.7696 0.034 Uiso calc 1 . .
    C C5 0.21970(10) 0.2075(2) 0.6467(2) 0.0275(4) Uani d 1 . .
    H H5 0.1901 0.1541 0.5785 0.033 Uiso calc 1 . .
    C C6 0.37483(9) 0.1367(2) 0.54907(18) 0.0226(4) Uani d 1 . .
    C C7 0.42805(9) 0.2251(2) 0.53991(18) 0.0235(4) Uani d 1 . .
    H H7 0.4364 0.3066 0.5991 0.028 Uiso calc 1 . .
    C C8 0.46904(9) 0.1942(2) 0.44404(19) 0.0229(4) Uani d 1 . .
    C C9 0.45780(9) 0.0753(2) 0.35676(18) 0.0238(4) Uani d 1 . .
    H H9 0.4865 0.0541 0.2925 0.029 Uiso calc 1 . .
    C C10 0.40439(10) -0.0118(2) 0.36452(18) 0.0255(4) Uani d 1 . .
    H H10 0.3961 -0.0925 0.3043 0.031 Uiso calc 1 . .
    C C11 0.36252(9) 0.0175(2) 0.45995(18) 0.0237(4) Uani d 1 . .
    O O11 0.31123(7) -0.07205(17) 0.46493(15) 0.0287(3) Uani d 1 . .
    H H11 0.2980(17) -0.053(4) 0.536(4) 0.050(9) Uiso d 1 . .
    C C12 0.34457(10) -0.0365(2) 0.8069(2) 0.0295(4) Uani d 1 . .
    H H12A 0.3823 -0.0707 0.7665 0.044 Uiso calc 1 . .
    H H12B 0.3228 -0.1218 0.8418 0.044 Uiso calc 1 . .
    H H12C 0.3577 0.0323 0.8803 0.044 Uiso calc 1 . .
    C C13 0.18595(10) 0.3429(2) 0.6965(2) 0.0293(4) Uani d 1 . .
    H H13A 0.1502 0.3093 0.7453 0.035 Uiso calc 1 . .
    H H13B 0.2162 0.3982 0.7606 0.035 Uiso calc 1 . .
    C C14 0.16029(10) 0.4466(2) 0.5851(2) 0.0288(4) Uani d 1 . .
    C C15 0.19383(11) 0.5761(2) 0.5574(2) 0.0301(4) Uani d 1 . .
    C C16 0.16792(12) 0.6723(3) 0.4563(2) 0.0361(5) Uani d 1 . .
    H H16 0.1904 0.7603 0.4389 0.043 Uiso calc 1 . .
    C C17 0.11055(12) 0.6426(3) 0.3812(3) 0.0430(6) Uani d 1 . .
    C C18 0.07858(11) 0.5135(4) 0.4079(3) 0.0452(6) Uani d 1 . .
    H H18 0.0393 0.4915 0.3564 0.054 Uiso calc 1 . .
    C C19 0.10236(10) 0.4145(3) 0.5084(2) 0.0365(5) Uani d 1 . .
    C C20 0.25709(13) 0.6141(3) 0.6335(2) 0.0393(5) Uani d 1 . .
    H H20A 0.2512 0.6344 0.7273 0.059 Uiso calc 1 . .
    H H20B 0.2748 0.7021 0.5938 0.059 Uiso calc 1 . .
    H H20C 0.2865 0.5304 0.6291 0.059 Uiso calc 1 . .
    C C21 0.08362(15) 0.7492(5) 0.2732(3) 0.0650(10) Uani d 1 . .
    H H21A 0.0776 0.8468 0.3131 0.097 Uiso calc 1 . .
    H H21B 0.0425 0.7119 0.2318 0.097 Uiso calc 1 . .
    H H21C 0.1133 0.7581 0.2050 0.097 Uiso calc 1 . .
    C C22 0.06445(12) 0.2765(4) 0.5315(3) 0.0523(7) Uani d 1 . .
    H H22A 0.0859 0.1897 0.4985 0.079 Uiso calc 1 . .
    H H22B 0.0217 0.2853 0.4835 0.079 Uiso calc 1 . .
    H H22C 0.0611 0.2651 0.6276 0.079 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
    Br1 C8 . 1.9019(19) ?
    O1 C2 . 1.424(2) ?
    O1 C5 . 1.448(2) ?
    C2 N3 . 1.472(2) ?
    C2 C6 . 1.509(3) ?
    C2 H2 . 1.0000 ?
    N3 C12 . 1.465(2) ?
    N3 C4 . 1.472(3) ?
    C4 C5 . 1.525(3) ?
    C4 H4A . 0.9900 ?
    C4 H4B . 0.9900 ?
    C5 C13 . 1.524(3) ?
    C5 H5 . 1.0000 ?
    C6 C7 . 1.388(3) ?
    C6 C11 . 1.404(3) ?
    C7 C8 . 1.389(3) ?
    C7 H7 . 0.9500 ?
    C8 C9 . 1.388(3) ?
    C9 C10 . 1.383(3) ?
    C9 H9 . 0.9500 ?
    C10 C11 . 1.396(3) ?
    C10 H10 . 0.9500 ?
    C11 O11 . 1.356(2) ?
    O11 H11 . 0.81(4) ?
    C12 H12A . 0.9800 ?
    C12 H12B . 0.9800 ?
    C12 H12C . 0.9800 ?
    C13 C14 . 1.513(3) ?
    C13 H13A . 0.9900 ?
    C13 H13B . 0.9900 ?
    C14 C19 . 1.404(3) ?
    C14 C15 . 1.407(3) ?
    C15 C16 . 1.401(3) ?
    C15 C20 . 1.505(3) ?
    C16 C17 . 1.382(4) ?
    C16 H16 . 0.9500 ?
    C17 C18 . 1.385(4) ?
    C17 C21 . 1.513(4) ?
    C18 C19 . 1.399(4) ?
    C18 H18 . 0.9500 ?
    C19 C22 . 1.510(4) ?
    C20 H20A . 0.9800 ?
    C20 H20B . 0.9800 ?
    C20 H20C . 0.9800 ?
    C21 H21A . 0.9800 ?
    C21 H21B . 0.9800 ?
    C21 H21C . 0.9800 ?
    C22 H22A . 0.9800 ?
    C22 H22B . 0.9800 ?
    C22 H22C . 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
    C2 O1 C5 . . 108.79(14) ?
    O1 C2 N3 . . 104.01(15) ?
    O1 C2 C6 . . 109.02(15) ?
    N3 C2 C6 . . 112.83(16) ?
    O1 C2 H2 . . 110.3 ?
    N3 C2 H2 . . 110.3 ?
    C6 C2 H2 . . 110.3 ?
    C12 N3 C2 . . 112.92(16) ?
    C12 N3 C4 . . 113.51(15) ?
    C2 N3 C4 . . 102.26(15) ?
    N3 C4 C5 . . 101.41(15) ?
    N3 C4 H4A . . 111.5 ?
    C5 C4 H4A . . 111.5 ?
    N3 C4 H4B . . 111.5 ?
    C5 C4 H4B . . 111.5 ?
    H4A C4 H4B . . 109.3 ?
    O1 C5 C13 . . 110.61(17) ?
    O1 C5 C4 . . 104.45(16) ?
    C13 C5 C4 . . 113.71(17) ?
    O1 C5 H5 . . 109.3 ?
    C13 C5 H5 . . 109.3 ?
    C4 C5 H5 . . 109.3 ?
    C7 C6 C11 . . 119.50(17) ?
    C7 C6 C2 . . 119.82(17) ?
    C11 C6 C2 . . 120.64(17) ?
    C6 C7 C8 . . 119.94(18) ?
    C6 C7 H7 . . 120.0 ?
    C8 C7 H7 . . 120.0 ?
    C9 C8 C7 . . 121.00(18) ?
    C9 C8 Br1 . . 119.54(14) ?
    C7 C8 Br1 . . 119.46(15) ?
    C10 C9 C8 . . 119.20(17) ?
    C10 C9 H9 . . 120.4 ?
    C8 C9 H9 . . 120.4 ?
    C9 C10 C11 . . 120.70(18) ?
    C9 C10 H10 . . 119.7 ?
    C11 C10 H10 . . 119.7 ?
    O11 C11 C10 . . 118.61(18) ?
    O11 C11 C6 . . 121.74(17) ?
    C10 C11 C6 . . 119.65(18) ?
    C11 O11 H11 . . 105(2) ?
    N3 C12 H12A . . 109.5 ?
    N3 C12 H12B . . 109.5 ?
    H12A C12 H12B . . 109.5 ?
    N3 C12 H12C . . 109.5 ?
    H12A C12 H12C . . 109.5 ?
    H12B C12 H12C . . 109.5 ?
    C14 C13 C5 . . 113.25(17) ?
    C14 C13 H13A . . 108.9 ?
    C5 C13 H13A . . 108.9 ?
    C14 C13 H13B . . 108.9 ?
    C5 C13 H13B . . 108.9 ?
    H13A C13 H13B . . 107.7 ?
    C19 C14 C15 . . 119.3(2) ?
    C19 C14 C13 . . 120.0(2) ?
    C15 C14 C13 . . 120.7(2) ?
    C16 C15 C14 . . 119.4(2) ?
    C16 C15 C20 . . 118.9(2) ?
    C14 C15 C20 . . 121.7(2) ?
    C17 C16 C15 . . 121.8(2) ?
    C17 C16 H16 . . 119.1 ?
    C15 C16 H16 . . 119.1 ?
    C16 C17 C18 . . 118.2(2) ?
    C16 C17 C21 . . 120.5(3) ?
    C18 C17 C21 . . 121.3(3) ?
    C17 C18 C19 . . 122.1(2) ?
    C17 C18 H18 . . 119.0 ?
    C19 C18 H18 . . 119.0 ?
    C18 C19 C14 . . 119.2(2) ?
    C18 C19 C22 . . 118.8(2) ?
    C14 C19 C22 . . 122.0(2) ?
    C15 C20 H20A . . 109.5 ?
    C15 C20 H20B . . 109.5 ?
    H20A C20 H20B . . 109.5 ?
    C15 C20 H20C . . 109.5 ?
    H20A C20 H20C . . 109.5 ?
    H20B C20 H20C . . 109.5 ?
    C17 C21 H21A . . 109.5 ?
    C17 C21 H21B . . 109.5 ?
    H21A C21 H21B . . 109.5 ?
    C17 C21 H21C . . 109.5 ?
    H21A C21 H21C . . 109.5 ?
    H21B C21 H21C . . 109.5 ?
    C19 C22 H22A . . 109.5 ?
    C19 C22 H22B . . 109.5 ?
    H22A C22 H22B . . 109.5 ?
    C19 C22 H22C . . 109.5 ?
    H22A C22 H22C . . 109.5 ?
    H22B C22 H22C . . 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
    C5 O1 C2 N3 . . . . 23.8(2) ?
    C5 O1 C2 C6 . . . . 144.39(16) ?
    O1 C2 N3 C12 . . . . -163.70(15) ?
    C6 C2 N3 C12 . . . . 78.3(2) ?
    O1 C2 N3 C4 . . . . -41.36(18) ?
    C6 C2 N3 C4 . . . . -159.35(16) ?
    C12 N3 C4 C5 . . . . 163.78(17) ?
    C2 N3 C4 C5 . . . . 41.84(18) ?
    C2 O1 C5 C13 . . . . 125.28(18) ?
    C2 O1 C5 C4 . . . . 2.6(2) ?
    N3 C4 C5 O1 . . . . -27.6(2) ?
    N3 C4 C5 C13 . . . . -148.32(17) ?
    O1 C2 C6 C7 . . . . 98.9(2) ?
    N3 C2 C6 C7 . . . . -146.13(17) ?
    O1 C2 C6 C11 . . . . -79.0(2) ?
    N3 C2 C6 C11 . . . . 36.0(2) ?
    C11 C6 C7 C8 . . . . -0.7(3) ?
    C2 C6 C7 C8 . . . . -178.59(17) ?
    C6 C7 C8 C9 . . . . -0.2(3) ?
    C6 C7 C8 Br1 . . . . -179.44(14) ?
    C7 C8 C9 C10 . . . . 1.0(3) ?
    Br1 C8 C9 C10 . . . . -179.76(14) ?
    C8 C9 C10 C11 . . . . -0.9(3) ?
    C9 C10 C11 O11 . . . . -179.15(17) ?
    C9 C10 C11 C6 . . . . -0.1(3) ?
    C7 C6 C11 O11 . . . . 179.93(17) ?
    C2 C6 C11 O11 . . . . -2.2(3) ?
    C7 C6 C11 C10 . . . . 0.9(3) ?
    C2 C6 C11 C10 . . . . 178.71(17) ?
    O1 C5 C13 C14 . . . . 64.6(2) ?
    C4 C5 C13 C14 . . . . -178.21(18) ?
    C5 C13 C14 C19 . . . . 80.4(2) ?
    C5 C13 C14 C15 . . . . -99.8(2) ?
    C19 C14 C15 C16 . . . . 1.7(3) ?
    C13 C14 C15 C16 . . . . -178.05(18) ?
    C19 C14 C15 C20 . . . . -178.2(2) ?
    C13 C14 C15 C20 . . . . 2.1(3) ?
    C14 C15 C16 C17 . . . . -1.0(3) ?
    C20 C15 C16 C17 . . . . 178.9(2) ?
    C15 C16 C17 C18 . . . . -0.1(4) ?
    C15 C16 C17 C21 . . . . 179.6(2) ?
    C16 C17 C18 C19 . . . . 0.5(4) ?
    C21 C17 C18 C19 . . . . -179.2(3) ?
    C17 C18 C19 C14 . . . . 0.2(4) ?
    C17 C18 C19 C22 . . . . 179.8(3) ?
    C15 C14 C19 C18 . . . . -1.3(3) ?
    C13 C14 C19 C18 . . . . 178.4(2) ?
    C15 C14 C19 C22 . . . . 179.1(2) ?
    C13 C14 C19 C22 . . . . -1.1(3) ?
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
    O11 H11 N3 . 0.81(4) 1.89(4) 2.644(2) 155(3) yes
    C4 H4A O1 4_566 0.99 2.58 3.564(2) 171 yes
    C20 H20B O11 1_565 0.98 2.57 3.548(3) 173 yes
    C20 H20C O1 . 0.98 2.55 3.332(3) 136 yes
    C2 H2 Cg2 4_566 1.00 2.91 3.908(2) 176 yes
    C4 H4B Cg3 4_566 0.99 2.88 3.622(2) 132 yes
    C21 H21C Cg3 4_575 0.98 2.93 3.723(4) 138 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     0.444
_shelx_estimated_absorpt_T_max     0.915
_shelxl_version_number         .2013
