##############################################################################
#                                                                            #
# 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
_database_code_depnum_ccdc_archive 'CCDC 1403518'
_audit_creation_method     SHELXL-2014/6
_journal_date_recd_electronic     2015-05-12
_journal_date_accepted     2015-05-27
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2015
_journal_volume     71
_journal_issue      7
_journal_page_first     737
_journal_page_last     740
_journal_paper_category     GO
_journal_paper_doi     10.1107/S2056989015010257
_journal_coeditor_code     ZS2335
_publ_contact_author_name     'Augusto Rivera'
_publ_contact_author_address
;
Universidad Nacional de Colombia, Sede Bogotá, Facultad de Ciencias,
Departamento de Química, Cra 30 No. 45-03, Bogotá, Código Postal 111321
Colombia
;
_publ_contact_author_email     'ariverau@unal.edu.co'
_publ_contact_author_fax     '57-1-3165220'
_publ_contact_author_phone     '571-3165000'
_publ_section_title
;
Crystal structure of the co-crystalline adduct
1,3,6,8-tetraazatricyclo[4.4.1.1^3,8^]dodecane
(TATD)--4-chloro-3,5-dimethylphenol (1/1)
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Rivera, Augusto' .
;
Universidad Nacional de Colombia, Sede Bogotá, Facultad de Ciencias,
Departamento de Química, Cra 30 No. 45-03, Bogotá, Código Postal 111321
Colombia
;
    'Rojas, Jicli José' .
;
Universidad Nacional de Colombia, Sede Bogotá, Facultad de Ciencias,
Departamento de Química, Cra 30 No. 45-03, Bogotá, Código Postal 111321
Colombia
;
    'Ríos-Motta, Jaime' .
;
Universidad Nacional de Colombia, Sede Bogotá, Facultad de Ciencias,
Departamento de Química, Cra 30 No. 45-03, Bogotá, Código Postal 111321
Colombia
;
    'Bolte, Michael' .
;
Institut für Anorganische Chemie, J. W. Goethe-Universität Frankfurt,
Max-von Laue-Strasse 7, 60438 Frankfurt/Main,
Germany
;
_publ_section_synopsis
;
In the crystal of the title co-crystalline adduct, the
1,3,6,8-tetraazatricyclo[4.4.1.1^3,8^]dodecane (TATD) and
4-chloro-3,5-dimethylphenol are linked by intermolecular O---H...N hydrogen
bonds and C---H...π interactions.
;
_chemical_name_systematic
;
1,3,6,8-Tetraazatricyclo[4.4.1.1^3,8^]dodecane;
4-chloro-3,5-dimethylphenol
;
_chemical_name_common     ?
_chemical_formula_moiety     'C8 H16 N4, C8 H9 Cl O'
_chemical_formula_sum     'C16 H25 Cl N4 O'
_chemical_formula_iupac     'C8 H16 N4, C8 H9 Cl O'
_chemical_formula_weight     324.85
_chemical_melting_point     ?
_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.
;
_space_group_crystal_system     monoclinic
_space_group_name_H-M_alt     'C 2/c'
_space_group_name_Hall     '-C 2yc'
loop_
    _space_group_symop_operation_xyz
    'x, y, z'
    '-x, y, -z+1/2'
    'x+1/2, y+1/2, z'
    '-x+1/2, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x, -y, z-1/2'
    '-x+1/2, -y+1/2, -z'
    'x+1/2, -y+1/2, z-1/2'
_cell_length_a     25.6048(18)
_cell_length_b     7.5295(7)
_cell_length_c     18.2317(13)
_cell_angle_alpha     90
_cell_angle_beta     111.080(5)
_cell_angle_gamma     90
_cell_volume     3279.7(5)
_cell_formula_units_Z     8
_cell_measurement_reflns_used     12525
_cell_measurement_theta_min     3.4
_cell_measurement_theta_max     25.8
_cell_measurement_temperature     173(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.270
_exptl_crystal_size_mid     0.260
_exptl_crystal_size_min     0.220
_exptl_crystal_density_diffrn     1.316
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     ?
_exptl_crystal_F_000     1392
_exptl_absorpt_coefficient_mu     0.241
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
(X-RED32; Stoe & Cie, 2001)
;
_shelx_estimated_absorpt_T_min     0.938
_shelx_estimated_absorpt_T_max     0.949
_exptl_absorpt_correction_T_min     0.738
_exptl_absorpt_correction_T_max     1.000
_diffrn_ambient_temperature     173(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type     'Stoe IPDS II two-circle'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     14414
_diffrn_reflns_av_R_equivalents     0.0833
_diffrn_reflns_theta_min     3.404
_diffrn_reflns_theta_max     25.622
_diffrn_reflns_theta_full     25.000
_diffrn_measured_fraction_theta_max     0.992
_diffrn_measured_fraction_theta_full     0.998
_diffrn_reflns_limit_h_min     -30
_diffrn_reflns_limit_h_max     30
_diffrn_reflns_limit_k_min     -9
_diffrn_reflns_limit_k_max     9
_diffrn_reflns_limit_l_min     -19
_diffrn_reflns_limit_l_max     22
_refine_special_details     ?
_reflns_number_total     3066
_reflns_number_gt     2512
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0518
_refine_ls_R_factor_gt     0.0400
_refine_ls_wR_factor_gt     0.1015
_refine_ls_wR_factor_ref     0.1066
_refine_ls_goodness_of_fit_ref     1.022
_refine_ls_restrained_S_all     1.022
_refine_ls_number_reflns     3066
_refine_ls_number_parameters     205
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
              'w=1/[σ²(Fo²)+(0.0635P)²+0.5777P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary     ?
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.264
_refine_diff_density_min     -0.250
_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' 0.0033 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'
    'Cl' 'Cl' 0.1484 0.1585
                         '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'
_computing_data_collection
;
X-AREA (Stoe & Cie, 2001)
;
_computing_cell_refinement
;
X-AREA (Stoe & Cie, 2001)
;
_computing_data_reduction
;
X-AREA (Stoe & Cie, 2001)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_molecular_graphics
;
XP in SHELXTL-Plus (Sheldrick, 2008)
;
_computing_publication_material
;
SHELXL2014 (Sheldrick, 2015)
;
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
    N N1 0.37029(5) 0.56339(18) 0.36779(8) 0.0224(3) Uani d 1 . .
    N N2 0.30414(6) 0.8359(2) 0.26828(9) 0.0297(3) Uani d 1 . .
    N N3 0.40890(6) 0.84503(19) 0.33226(9) 0.0260(3) Uani d 1 . .
    N N4 0.35050(6) 0.58696(19) 0.22295(9) 0.0299(3) Uani d 1 . .
    C C1 0.31697(7) 0.6087(2) 0.37648(11) 0.0313(4) Uani d 1 . .
    H H1A 0.3246 0.6345 0.4326 0.038 Uiso calc 1 . .
    H H1B 0.2924 0.5030 0.3623 0.038 Uiso calc 1 . .
    C C2 0.28501(8) 0.7651(3) 0.32812(14) 0.0438(5) Uani d 1 . .
    H H2A 0.2455 0.7287 0.3022 0.053 Uiso calc 1 . .
    H H2B 0.2857 0.8627 0.3649 0.053 Uiso calc 1 . .
    C C3 0.41163(7) 0.7098(2) 0.38985(10) 0.0267(4) Uani d 1 . .
    H H3A 0.4084 0.7700 0.4363 0.032 Uiso calc 1 . .
    H H3B 0.4494 0.6559 0.4068 0.032 Uiso calc 1 . .
    C C4 0.35575(8) 0.9394(2) 0.29998(12) 0.0333(4) Uani d 1 . .
    H H4A 0.3578 1.0180 0.2575 0.040 Uiso calc 1 . .
    H H4B 0.3524 1.0170 0.3419 0.040 Uiso calc 1 . .
    C C5 0.36300(7) 0.4777(2) 0.29227(11) 0.0285(4) Uani d 1 . .
    H H5A 0.3977 0.4111 0.2989 0.034 Uiso calc 1 . .
    H H5B 0.3325 0.3894 0.2818 0.034 Uiso calc 1 . .
    C C6 0.30356(8) 0.7083(3) 0.20810(12) 0.0376(5) Uani d 1 . .
    H H6A 0.2997 0.7761 0.1599 0.045 Uiso calc 1 . .
    H H6B 0.2693 0.6355 0.1961 0.045 Uiso calc 1 . .
    C C7 0.43347(9) 0.7933(3) 0.27484(12) 0.0386(5) Uani d 1 . .
    H H7A 0.4705 0.7391 0.3032 0.046 Uiso calc 1 . .
    H H7B 0.4399 0.9020 0.2487 0.046 Uiso calc 1 . .
    C C8 0.39926(10) 0.6640(3) 0.21162(13) 0.0430(5) Uani d 1 . .
    H H8A 0.3865 0.7265 0.1604 0.052 Uiso calc 1 . .
    H H8B 0.4241 0.5661 0.2084 0.052 Uiso calc 1 . .
    Cl Cl1 0.35337(2) -0.26689(6) 0.61168(3) 0.03412(16) Uani d 1 . .
    O O11 0.43692(5) 0.32897(19) 0.47753(9) 0.0390(4) Uani d 1 . .
    H H11 0.4116(15) 0.396(5) 0.447(2) 0.084(10) Uiso d 1 . .
    C C11 0.41519(7) 0.1923(2) 0.50578(10) 0.0257(4) Uani d 1 . .
    C C12 0.45255(7) 0.0659(2) 0.55103(10) 0.0261(4) Uani d 1 . .
    H H12 0.4913 0.0774 0.5597 0.031 Uiso calc 1 . .
    C C13 0.43430(7) -0.0768(2) 0.58371(10) 0.0250(4) Uani d 1 . .
    C C14 0.37708(7) -0.0899(2) 0.56943(10) 0.0237(3) Uani d 1 . .
    C C15 0.33830(7) 0.0318(2) 0.52312(10) 0.0229(3) Uani d 1 . .
    C C16 0.35825(7) 0.1742(2) 0.49162(10) 0.0245(4) Uani d 1 . .
    H H16 0.3327 0.2597 0.4601 0.029 Uiso calc 1 . .
    C C17 0.27635(7) 0.0110(2) 0.50600(12) 0.0311(4) Uani d 1 . .
    H H17A 0.2638 -0.1047 0.4813 0.047 Uiso calc 1 . .
    H H17B 0.2559 0.1057 0.4704 0.047 Uiso calc 1 . .
    H H17C 0.2692 0.0185 0.5552 0.047 Uiso calc 1 . .
    C C18 0.47576(8) -0.2148(3) 0.63056(13) 0.0388(5) Uani d 1 . .
    H H18A 0.4719 -0.2311 0.6817 0.058 Uiso calc 1 . .
    H H18B 0.5139 -0.1753 0.6384 0.058 Uiso calc 1 . .
    H H18C 0.4684 -0.3277 0.6019 0.058 Uiso calc 1 . .
_geom_special_details
;
All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s 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
    N1 C1 . 1.470(2) y
    N1 C5 . 1.470(2) y
    N1 C3 . 1.480(2) y
    N2 C2 . 1.449(3) y
    N2 C6 . 1.454(3) y
    N2 C4 . 1.462(2) y
    N3 C3 . 1.446(2) y
    N3 C7 . 1.455(2) y
    N3 C4 . 1.458(2) y
    N4 C5 . 1.444(2) y
    N4 C6 . 1.456(2) y
    N4 C8 . 1.457(3) y
    C1 C2 . 1.521(3) n
    C1 H1A . 0.9900 ?
    C1 H1B . 0.9900 ?
    C2 H2A . 0.9900 ?
    C2 H2B . 0.9900 ?
    C3 H3A . 0.9900 ?
    C3 H3B . 0.9900 ?
    C4 H4A . 0.9900 ?
    C4 H4B . 0.9900 ?
    C5 H5A . 0.9900 ?
    C5 H5B . 0.9900 ?
    C6 H6A . 0.9900 ?
    C6 H6B . 0.9900 ?
    C7 C8 . 1.522(3) n
    C7 H7A . 0.9900 ?
    C7 H7B . 0.9900 ?
    C8 H8A . 0.9900 ?
    C8 H8B . 0.9900 ?
    Cl1 C14 . 1.7534(16) y
    O11 C11 . 1.356(2) y
    O11 H11 . 0.85(4) ?
    C11 C12 . 1.391(2) ?
    C11 C16 . 1.393(2) ?
    C12 C13 . 1.388(2) ?
    C12 H12 . 0.9500 ?
    C13 C14 . 1.396(2) ?
    C13 C18 . 1.512(2) n
    C14 C15 . 1.391(2) ?
    C15 C16 . 1.397(2) ?
    C15 C17 . 1.511(2) n
    C16 H16 . 0.9500 ?
    C17 H17A . 0.9800 ?
    C17 H17B . 0.9800 ?
    C17 H17C . 0.9800 ?
    C18 H18A . 0.9800 ?
    C18 H18B . 0.9800 ?
    C18 H18C . 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
    C1 N1 C5 . . 113.12(13) ?
    C1 N1 C3 . . 113.50(13) ?
    C5 N1 C3 . . 114.75(13) ?
    C2 N2 C6 . . 114.25(16) ?
    C2 N2 C4 . . 113.62(17) ?
    C6 N2 C4 . . 114.37(16) ?
    C3 N3 C7 . . 114.43(15) ?
    C3 N3 C4 . . 115.49(14) ?
    C7 N3 C4 . . 114.98(16) ?
    C5 N4 C6 . . 115.37(15) ?
    C5 N4 C8 . . 114.79(15) ?
    C6 N4 C8 . . 114.58(16) ?
    N1 C1 C2 . . 116.37(15) ?
    N1 C1 H1A . . 108.2 ?
    C2 C1 H1A . . 108.2 ?
    N1 C1 H1B . . 108.2 ?
    C2 C1 H1B . . 108.2 ?
    H1A C1 H1B . . 107.3 ?
    N2 C2 C1 . . 117.66(15) ?
    N2 C2 H2A . . 107.9 ?
    C1 C2 H2A . . 107.9 ?
    N2 C2 H2B . . 107.9 ?
    C1 C2 H2B . . 107.9 ?
    H2A C2 H2B . . 107.2 ?
    N3 C3 N1 . . 118.95(14) ?
    N3 C3 H3A . . 107.6 ?
    N1 C3 H3A . . 107.6 ?
    N3 C3 H3B . . 107.6 ?
    N1 C3 H3B . . 107.6 ?
    H3A C3 H3B . . 107.0 ?
    N3 C4 N2 . . 118.66(14) ?
    N3 C4 H4A . . 107.6 ?
    N2 C4 H4A . . 107.6 ?
    N3 C4 H4B . . 107.6 ?
    N2 C4 H4B . . 107.6 ?
    H4A C4 H4B . . 107.1 ?
    N4 C5 N1 . . 118.91(13) ?
    N4 C5 H5A . . 107.6 ?
    N1 C5 H5A . . 107.6 ?
    N4 C5 H5B . . 107.6 ?
    N1 C5 H5B . . 107.6 ?
    H5A C5 H5B . . 107.0 ?
    N2 C6 N4 . . 119.39(15) ?
    N2 C6 H6A . . 107.5 ?
    N4 C6 H6A . . 107.5 ?
    N2 C6 H6B . . 107.5 ?
    N4 C6 H6B . . 107.5 ?
    H6A C6 H6B . . 107.0 ?
    N3 C7 C8 . . 115.84(15) ?
    N3 C7 H7A . . 108.3 ?
    C8 C7 H7A . . 108.3 ?
    N3 C7 H7B . . 108.3 ?
    C8 C7 H7B . . 108.3 ?
    H7A C7 H7B . . 107.4 ?
    N4 C8 C7 . . 115.87(15) ?
    N4 C8 H8A . . 108.3 ?
    C7 C8 H8A . . 108.3 ?
    N4 C8 H8B . . 108.3 ?
    C7 C8 H8B . . 108.3 ?
    H8A C8 H8B . . 107.4 ?
    C11 O11 H11 . . 112(2) ?
    O11 C11 C12 . . 117.13(15) ?
    O11 C11 C16 . . 123.30(16) ?
    C12 C11 C16 . . 119.58(15) ?
    C13 C12 C11 . . 121.22(15) ?
    C13 C12 H12 . . 119.4 ?
    C11 C12 H12 . . 119.4 ?
    C12 C13 C14 . . 117.86(15) ?
    C12 C13 C18 . . 119.89(15) ?
    C14 C13 C18 . . 122.22(15) ?
    C15 C14 C13 . . 122.59(15) ?
    C15 C14 Cl1 . . 118.87(12) ?
    C13 C14 Cl1 . . 118.54(13) ?
    C14 C15 C16 . . 117.92(14) ?
    C14 C15 C17 . . 121.63(15) ?
    C16 C15 C17 . . 120.45(15) ?
    C11 C16 C15 . . 120.81(15) ?
    C11 C16 H16 . . 119.6 ?
    C15 C16 H16 . . 119.6 ?
    C15 C17 H17A . . 109.5 ?
    C15 C17 H17B . . 109.5 ?
    H17A C17 H17B . . 109.5 ?
    C15 C17 H17C . . 109.5 ?
    H17A C17 H17C . . 109.5 ?
    H17B C17 H17C . . 109.5 ?
    C13 C18 H18A . . 109.5 ?
    C13 C18 H18B . . 109.5 ?
    H18A C18 H18B . . 109.5 ?
    C13 C18 H18C . . 109.5 ?
    H18A C18 H18C . . 109.5 ?
    H18B C18 H18C . . 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 N1 C1 C2 . . . . -73.2(2) ?
    C3 N1 C1 C2 . . . . 59.8(2) ?
    C6 N2 C2 C1 . . . . 59.7(2) ?
    C4 N2 C2 C1 . . . . -74.0(2) ?
    N1 C1 C2 N2 . . . . 10.4(3) y
    C7 N3 C3 N1 . . . . -79.67(19) ?
    C4 N3 C3 N1 . . . . 57.2(2) ?
    C1 N1 C3 N3 . . . . -84.10(19) ?
    C5 N1 C3 N3 . . . . 48.1(2) ?
    C3 N3 C4 N2 . . . . -51.5(2) ?
    C7 N3 C4 N2 . . . . 85.2(2) ?
    C2 N2 C4 N3 . . . . 78.8(2) ?
    C6 N2 C4 N3 . . . . -54.8(2) ?
    C6 N4 C5 N1 . . . . -51.7(2) ?
    C8 N4 C5 N1 . . . . 84.85(19) ?
    C1 N1 C5 N4 . . . . 79.28(19) ?
    C3 N1 C5 N4 . . . . -53.1(2) ?
    C2 N2 C6 N4 . . . . -83.3(2) ?
    C4 N2 C6 N4 . . . . 50.0(2) ?
    C5 N4 C6 N2 . . . . 56.6(2) ?
    C8 N4 C6 N2 . . . . -80.1(2) ?
    C3 N3 C7 C8 . . . . 74.7(2) ?
    C4 N3 C7 C8 . . . . -62.5(2) ?
    C5 N4 C8 C7 . . . . -63.3(2) ?
    C6 N4 C8 C7 . . . . 73.6(2) ?
    N3 C7 C8 N4 . . . . -9.0(3) y
    O11 C11 C12 C13 . . . . 178.74(17) ?
    C16 C11 C12 C13 . . . . -1.2(3) ?
    C11 C12 C13 C14 . . . . 0.3(3) ?
    C11 C12 C13 C18 . . . . 178.17(17) ?
    C12 C13 C14 C15 . . . . 1.1(3) ?
    C18 C13 C14 C15 . . . . -176.72(17) ?
    C12 C13 C14 Cl1 . . . . -178.85(13) ?
    C18 C13 C14 Cl1 . . . . 3.3(2) ?
    C13 C14 C15 C16 . . . . -1.5(2) ?
    Cl1 C14 C15 C16 . . . . 178.46(13) ?
    C13 C14 C15 C17 . . . . 177.67(16) ?
    Cl1 C14 C15 C17 . . . . -2.4(2) ?
    O11 C11 C16 C15 . . . . -179.15(17) ?
    C12 C11 C16 C15 . . . . 0.8(3) ?
    C14 C15 C16 C11 . . . . 0.5(3) ?
    C17 C15 C16 C11 . . . . -178.67(17) ?
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
    O11 H11 N1 . 0.85(4) 1.92(4) 2.752(2) 165(3)
    C3 H3A Cg8 1_565 0.99 2.89 3.837(2) 160
    C8 H8A Cg8 6_565 0.99 2.88 3.814(2) 157
_shelxl_version_number     2014/6
