##############################################################################
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###           Full Paper (Acta Crystallographica Section C)                ###
###                                                                        ###
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#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section C. It conforms to the editorial and technical    #
# requirements of Notes for Authors for Section C, 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. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
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data_General
_audit_creation_method     'by CrystalStructure 3.6.0'
_journal_date_recd_electronic     2004-03-09
_journal_date_accepted     2004-05-20
_journal_name_full     'Acta Crystallographica, Section C'
_journal_year     2004
_journal_volume     60
_journal_issue      7
_journal_page_first     o501
_journal_page_last     o502
_journal_paper_category     FO
_publ_contact_author_name     'Thies Thiemann'
_publ_contact_author_address
;
Institute of Materials Chemistry and Engineering
Kyushu University
6-1 Kasuga-koh-en
Kasuga-shi
Fukuoka 816-8580
Japan
;
_publ_contact_author_email     'thies@cm.kyushu-u.ac.jp'
_publ_contact_author_fax     '0081-92-583-7894'
_publ_contact_author_phone     '0081-92-583-7812'
_publ_section_title
;
2'-Amino-3-methoxypyrimidino[5',4':16,17]oestra-1,3,5(10),16-tetraene
;
loop_
    _publ_author_name
    _publ_author_address
    'Matsumoto, Tomohiro'
;
Interdisciplinary Graduate School of Engineering
Kyushu University
6-1 Kasuga-koh-en
Kasuga-shi
Fukuoka 816-8580
Japan
;
    'Matsumoto, Taisuke'
;
Institute of Materials Chemistry and Engineering
Kyushu University
6-1 Kasuga-koh-en
Kasuga-shi
Fukuoka 816-8580
Japan
;
    'Watanabe, Masataka'
;
Interdisciplinary Graduate School of Engineering
Kyushu University
6-1 Kasuga-koh-en
Kasuga-shi
Fukuoka 816-8580
Japan
;
    'Mataka, Shuntaro'
;
Institute of Materials Chemistry and Engineering
Kyushu University
6-1 Kasuga-koh-en
Kasuga-shi
Fukuoka 816-8580
Japan
;
    'Thiemann, Thies'
;
Institute of Materials Chemistry and Engineering
Kyushu University
6-1 Kasuga-koh-en
Kasuga-shi
Fukuoka 816-8580
Japan
;
data_I
_chemical_name_systematic
;
2'-Amino-3-methoxypyrimidino[5',4':16,17]oestra-1,3,5(10),16-tetraene
;
_chemical_formula_moiety     'C21 H25 N3 O'
_chemical_formula_sum     'C21 H25 N3 O'
_chemical_formula_iupac     'C21 H25 N3 O'
_chemical_formula_weight     335.45
_chemical_melting_point     ?
_symmetry_cell_setting     orthorhombic
_symmetry_space_group_name_H-M     'P 21 21 21'
_symmetry_space_group_name_Hall     'P 2ac 2ab'
loop_
    _symmetry_equiv_pos_site_id
    _symmetry_equiv_pos_as_xyz
    1 '+x,+y,+z'
    2 '1/2+x,1/2-y,-z'
    3 '-x,1/2+y,1/2-z'
    4 '1/2-x,-y,1/2+z'
_cell_length_a     8.198(2)
_cell_length_b     9.303(2)
_cell_length_c     22.644(5)
_cell_angle_alpha     90
_cell_angle_beta     90
_cell_angle_gamma     90
_cell_volume     1727.0(6)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     4940
_cell_measurement_theta_min     3.1
_cell_measurement_theta_max     27.5
_cell_measurement_temperature     123.1
_exptl_crystal_description     'prism'
_exptl_crystal_colour     'colourless'
_exptl_crystal_size_max     0.12
_exptl_crystal_size_mid     0.10
_exptl_crystal_size_min     0.08
_exptl_crystal_density_diffrn     1.290
_exptl_crystal_density_meas     'not measured'
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     720.00
_exptl_absorpt_coefficient_mu     0.081
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(Jacobson, 1998)'
_exptl_absorpt_correction_T_min     0.919
_exptl_absorpt_correction_T_max     0.994
_diffrn_radiation_type     'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_measurement_device_type     'Rigaku Saturn'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     7.31
_diffrn_reflns_number     14004
_diffrn_reflns_av_R_equivalents     0.038
_diffrn_reflns_theta_max     27.48
_diffrn_reflns_theta_full     27.48
_diffrn_measured_fraction_theta_max     0.9696
_diffrn_measured_fraction_theta_full     0.9696
_diffrn_reflns_limit_h_min     -10
_diffrn_reflns_limit_h_max     8
_diffrn_reflns_limit_k_min     -11
_diffrn_reflns_limit_k_max     10
_diffrn_reflns_limit_l_min     -29
_diffrn_reflns_limit_l_max     29
_diffrn_standards_number     0
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     0
_refine_special_details
;
Refinement using all reflections. The weighted
R-factor (wR) and goodness of fit (S) are based on F².
R-factor (gt) are based on F. The threshold expression of
F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total     3850
_reflns_number_gt     2690
_reflns_threshold_expression     F²>2σ(F²)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_R_factor_gt     0.0410
_refine_ls_wR_factor_ref     0.1120
_refine_ls_goodness_of_fit_ref     1.010
_refine_ls_number_reflns     3850
_refine_ls_number_parameters     253
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details     'w = 1/[0.0007Fo² + 0.5σ(Fo²)]/(4Fo²)'
_refine_ls_shift/su_max     0.000
_refine_diff_density_max     0.64
_refine_diff_density_min     -0.58
_refine_ls_extinction_method     'Larson (1970)'
_refine_ls_extinction_coef     107.(4)
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C' 0.003 0.002
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
    'H' 'H' 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
    'N' 'N' 0.006 0.003
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
    'O' 'O' 0.011 0.006
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
_computing_data_collection     'CrystalClear (Rigaku, 1999)'
_computing_cell_refinement     'CrystalClear'
_computing_data_reduction     'CrystalStructure (Rigaku/MSC, 2004)'
_computing_structure_solution     'SIR97 (Altomare et al., 1999)'
_computing_structure_refinement     'CRYSTALS (Watkin et al., 1996)'
_computing_molecular_graphics     'PLATON (Spek, 2003)'
_computing_publication_material     'CrystalStructure'
loop_
    _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_refinement_flags
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    _atom_site_type_symbol
    O1 0.0736(2) -0.3739(2) 0.22700(7) 0.0297(4) Uani d . 1.00 . . O
    N1 0.9514(2) 0.6197(2) 0.04325(8) 0.0234(5) Uani d . 1.00 . . N
    N2 0.6604(2) 0.5812(2) 0.03685(8) 0.0213(4) Uani d . 1.00 . . N
    N3 0.7855(2) 0.7799(2) -0.00536(8) 0.0275(5) Uani d . 1.00 . . N
    C1 0.1463(3) -0.0712(2) 0.12471(9) 0.0221(5) Uani d . 1.00 . . C
    C2 0.0607(3) -0.1765(2) 0.15485(9) 0.0231(6) Uani d . 1.00 . . C
    C3 0.1427(3) -0.2638(2) 0.19481(9) 0.0227(5) Uani d . 1.00 . . C
    C4 0.3084(3) -0.2449(2) 0.20293(9) 0.0226(5) Uani d . 1.00 . . C
    C5 0.3946(3) -0.1393(2) 0.17243(9) 0.0221(5) Uani d . 1.00 . . C
    C6 0.5757(3) -0.1293(2) 0.18440(10) 0.0284(6) Uani d . 1.00 . . C
    C7 0.6647(3) -0.0218(2) 0.14596(10) 0.0262(6) Uani d . 1.00 . . C
    C8 0.5599(3) 0.1102(2) 0.13504(9) 0.0206(5) Uani d . 1.00 . . C
    C9 0.4081(2) 0.0666(2) 0.09916(9) 0.0194(5) Uani d . 1.00 . . C
    C10 0.3136(3) -0.0485(2) 0.13279(9) 0.0204(5) Uani d . 1.00 . . C
    C11 0.3055(3) 0.1972(2) 0.08000(9) 0.0217(5) Uani d . 1.00 . . C
    C12 0.4070(3) 0.3193(2) 0.05066(9) 0.0222(5) Uani d . 1.00 . . C
    C13 0.5497(2) 0.3615(2) 0.09065(9) 0.0197(5) Uani d . 1.00 . . C
    C14 0.6523(2) 0.2252(2) 0.10146(9) 0.0206(5) Uani d . 1.00 . . C
    C15 0.8181(3) 0.2789(2) 0.12501(10) 0.0254(6) Uani d . 1.00 . . C
    C16 0.8339(3) 0.4160(2) 0.08978(9) 0.0223(5) Uani d . 1.00 . . C
    C17 0.6823(3) 0.4618(2) 0.06789(9) 0.0196(5) Uani d . 1.00 . . C
    C18 0.4865(3) 0.4335(2) 0.14756(10) 0.0274(6) Uani d . 1.00 . . C
    C19 0.9657(3) 0.5009(2) 0.07590(10) 0.0248(6) Uani d . 1.00 . . C
    C20 0.7994(3) 0.6558(2) 0.02564(9) 0.0209(5) Uani d . 1.00 . . C
    C21 -0.0993(3) -0.3773(3) 0.23098(11) 0.0339(7) Uani d . 1.00 . . C
    H1 0.0893 -0.0120 0.0975 0.026 Uiso c R 1.00 . . H
    H2 -0.0529 -0.1888 0.1484 0.027 Uiso c R 1.00 . . H
    H3 0.3647 -0.3050 0.2300 0.027 Uiso c R 1.00 . . H
    H4 0.5906 -0.1026 0.2245 0.034 Uiso c R 1.00 . . H
    H5 0.6224 -0.2214 0.1779 0.035 Uiso c R 1.00 . . H
    H6 0.7624 0.0068 0.1653 0.031 Uiso c R 1.00 . . H
    H7 0.6907 -0.0654 0.1092 0.032 Uiso c R 1.00 . . H
    H8 0.5257 0.1484 0.1719 0.024 Uiso c R 1.00 . . H
    H9 0.4468 0.0226 0.0640 0.023 Uiso c R 1.00 . . H
    H10 0.2256 0.1657 0.0525 0.026 Uiso c R 1.00 . . H
    H11 0.2529 0.2354 0.1140 0.026 Uiso c R 1.00 . . H
    H12 0.4482 0.2864 0.0139 0.027 Uiso c R 1.00 . . H
    H13 0.3393 0.4008 0.0444 0.027 Uiso c R 1.00 . . H
    H14 0.6736 0.1858 0.0635 0.024 Uiso c R 1.00 . . H
    H15 0.8149 0.2972 0.1663 0.030 Uiso c R 1.00 . . H
    H16 0.9039 0.2134 0.1166 0.031 Uiso c R 1.00 . . H
    H17 0.4791 0.5343 0.1415 0.034 Uiso c R 1.00 . . H
    H18 0.5600 0.4145 0.1790 0.034 Uiso c R 1.00 . . H
    H19 0.3818 0.3965 0.1572 0.034 Uiso c R 1.00 . . H
    H20 1.0704 0.4742 0.0901 0.029 Uiso c R 1.00 . . H
    H21 -0.1333 -0.3236 0.2645 0.042 Uiso c R 1.00 . . H
    H22 -0.1353 -0.4739 0.2348 0.042 Uiso c R 1.00 . . H
    H23 -0.1450 -0.3363 0.1963 0.042 Uiso c R 1.00 . . H
    H24 0.6713 0.7930 -0.0194 0.033 Uiso c R 1.00 . . H
    H25 0.8833 0.8209 -0.0194 0.033 Uiso c R 1.00 . . H
loop_
    _atom_site_aniso_label
    _atom_site_aniso_U_11
    _atom_site_aniso_U_22
    _atom_site_aniso_U_33
    _atom_site_aniso_U_12
    _atom_site_aniso_U_13
    _atom_site_aniso_U_23
    O1 0.0210(8) 0.0271(8) 0.0410(9) -0.0004(7) -0.0008(7) 0.0123(7)
    N1 0.0194(9) 0.0249(9) 0.0258(9) 0.0002(8) 0.0001(8) 0.0022(8)
    N2 0.0188(9) 0.0223(9) 0.0228(9) 0.0014(7) -0.0001(7) 0.0003(7)
    N3 0.0204(9) 0.0266(9) 0.0354(10) -0.0031(8) 0.0006(8) 0.0073(8)
    C1 0.0209(11) 0.0205(10) 0.0247(11) 0.0036(9) -0.0050(9) -0.0012(8)
    C2 0.0173(11) 0.0220(10) 0.0299(12) 0.0008(9) -0.0027(9) -0.0028(9)
    C3 0.0245(11) 0.0190(10) 0.0247(11) 0.0004(9) 0.0017(9) 0.0017(8)
    C4 0.0222(12) 0.0203(11) 0.0255(11) 0.0026(9) -0.0020(9) 0.0022(8)
    C5 0.0196(11) 0.0240(10) 0.0227(11) 0.0019(9) -0.0009(8) -0.0006(9)
    C6 0.0193(11) 0.0286(11) 0.0374(13) 0.0016(10) -0.0047(10) 0.0100(10)
    C7 0.0183(11) 0.0272(11) 0.0331(12) 0.0023(9) -0.0007(10) 0.0032(10)
    C8 0.0178(10) 0.0214(10) 0.0225(10) -0.0002(8) -0.0009(8) 0.0001(8)
    C9 0.0168(10) 0.0211(10) 0.0202(10) 0.0002(9) -0.0022(8) 0.0002(8)
    C10 0.0214(11) 0.0183(10) 0.0214(10) 0.0023(9) -0.0013(9) -0.0026(8)
    C11 0.0160(11) 0.0221(11) 0.0270(11) -0.0015(9) -0.0043(9) 0.0035(9)
    C12 0.0184(10) 0.0223(10) 0.0260(11) 0.0001(9) -0.0019(9) 0.0025(9)
    C13 0.0159(10) 0.0195(10) 0.0238(11)  0.0000(9) -0.0003(8) 0.0002(8)
    C14 0.0159(10) 0.0233(10) 0.0227(10) 0.0004(9) -0.0017(8) 0.0007(8)
    C15 0.0175(11) 0.0269(11) 0.0318(12) -0.0005(10) -0.0040(9) 0.0052(9)
    C16 0.0210(11) 0.0237(11) 0.0223(10) -0.0001(9) -0.0014(9) 0.0004(8)
    C17 0.0170(10) 0.0204(10) 0.0215(10) -0.0002(9) 0.0014(9) -0.0027(8)
    C18 0.0235(11) 0.0263(11) 0.0325(12) -0.0008(9) 0.0003(10) -0.0037(10)
    C19 0.0160(11) 0.0286(11) 0.0298(12) -0.0005(9) -0.0012(9) -0.0005(9)
    C20 0.0205(11) 0.0194(10) 0.0228(10) -0.0005(9) 0.0007(9) -0.0024(8)
    C21 0.0236(12) 0.0378(13) 0.0400(10)
                                       -0.0031(11) 0.0016(11) 0.0072(11)
_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_1
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    O1 C3 . . 1.379(2) n
    O1 C21 . . 1.421(3) n
    N1 C19 . . 1.335(3) n
    N1 C20 . . 1.350(3) n
    N2 C17 . . 1.326(3) n
    N2 C20 . . 1.358(3) n
    N3 C20 . . 1.356(3) n
    C1 C2 . . 1.385(3) n
    C1 C10 . . 1.400(3) n
    C2 C3 . . 1.390(3) n
    C3 C4 . . 1.381(3) n
    C4 C5 . . 1.394(3) n
    C5 C6 . . 1.512(3) n
    C5 C10 . . 1.400(3) n
    C6 C7 . . 1.513(3) n
    C7 C8 . . 1.519(3) n
    C8 C9 . . 1.540(3) n
    C8 C14 . . 1.515(3) n
    C9 C10 . . 1.525(3) n
    C9 C11 . . 1.540(3) n
    C11 C12 . . 1.557(3) n
    C12 C13 . . 1.531(3) n
    C13 C14 . . 1.541(3) n
    C13 C17 . . 1.523(3) n
    C13 C18 . . 1.542(3) n
    C14 C15 . . 1.544(3) n
    C15 C16 . . 1.510(3) n
    C16 C17 . . 1.404(3) n
    C16 C19 . . 1.374(3) n
    N3 H24 . . 0.9957 n
    N3 H25 . . 0.9436 n
    C1 H1 . . 0.9499 n
    C2 H2 . . 0.9500 n
    C4 H3 . . 0.9500 n
    C6 H4 . . 0.9499 n
    C6 H5 . . 0.9500 n
    C7 H6 . . 0.9500 n
    C7 H7 . . 0.9500 n
    C8 H8 . . 0.9500 n
    C9 H9 . . 0.9500 n
    C11 H10 . . 0.9500 n
    C11 H11 . . 0.9501 n
    C12 H12 . . 0.9499 n
    C12 H13 . . 0.9500 n
    C14 H14 . . 0.9501 n
    C15 H15 . . 0.9499 n
    C15 H16 . . 0.9500 n
    C18 H17 . . 0.9500 n
    C18 H18 . . 0.9500 n
    C18 H19 . . 0.9500 n
    C19 H20 . . 0.9500 n
    C21 H21 . . 0.9499 n
    C21 H22 . . 0.9500 n
    C21 H23 . . 0.9499 n
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_2
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    O1 C3 C2 . . . 125.4(2) n
    O1 C3 C4 . . . 115.4(2) n
    C21 O1 C3 . . . 117.4(2) n
    N2 C17 C13 . . . 126.6(2) n
    N2 C17 C16 . . . 124.1(2) n
    C20 N2 C17 . . . 114.4(2) n
    N2 C20 N1 . . . 126.3(2) n
    N2 C20 N3 . . . 117.4(2) n
    N1 C19 C16 . . . 122.2(2) n
    C20 N1 C19 . . . 116.8(2) n
    N1 C20 N3 . . . 116.2(2) n
    C1 C2 C3 . . . 119.3(2) n
    C10 C1 C2 . . . 122.6(2) n
    C1 C10 C5 . . . 117.2(2) n
    C1 C10 C9 . . . 122.6(2) n
    C2 C3 C4 . . . 119.2(2) n
    C3 C4 C5 . . . 121.5(2) n
    C4 C5 C10 . . . 120.2(2) n
    C4 C5 C6 . . . 116.9(2) n
    C10 C5 C6 . . . 122.9(2) n
    C5 C6 C7 . . . 114.3(2) n
    C5 C10 C9 . . . 120.2(2) n
    C6 C7 C8 . . . 110.8(2) n
    C7 C8 C9 . . . 109.3(2) n
    C7 C8 C14 . . . 111.7(2) n
    C8 C9 C10 . . . 109.4(2) n
    C8 C9 C11 . . . 112.5(2) n
    C14 C8 C9 . . . 109.0(2) n
    C8 C14 C13 . . . 112.8(2) n
    C8 C14 C15 . . . 119.7(2) n
    C11 C9 C10 . . . 114.6(2) n
    C9 C11 C12 . . . 113.8(2) n
    C11 C12 C13 . . . 110.1(2) n
    C12 C13 C17 . . . 120.2(2) n
    C12 C13 C18 . . . 110.4(2) n
    C12 C13 C14 . . . 107.5(2) n
    C17 C13 C14 . . . 99.7(2) n
    C18 C13 C14 . . . 114.1(2) n
    C13 C14 C15 . . . 105.6(2) n
    C13 C17 C16 . . . 109.0(2) n
    C18 C13 C17 . . . 104.8(2) n
    C14 C15 C16 . . . 99.6(2) n
    C15 C16 C17 . . . 111.6(2) n
    C15 C16 C19 . . . 132.3(2) n
    C19 C16 C17 . . . 116.1(2) n
    O1 C21 H21 . . . 109.3545 n
    O1 C21 H22 . . . 109.6639 n
    O1 C21 H23 . . . 109.3960 n
    N1 C19 H20 . . . 118.9273 n
    H24 N3 C20 . . . 110.3702 n
    H25 N3 C20 . . . 116.5734 n
    H25 N3 H24 . . . 129.9485 n
    C1 C2 H2 . . . 120.4231 n
    H1 C1 C2 . . . 118.7730 n
    H1 C1 C10 . . . 118.6300 n
    H2 C2 C3 . . . 120.2725 n
    C3 C4 H3 . . . 119.2854 n
    H3 C4 C5 . . . 119.2198 n
    C5 C6 H4 . . . 108.2917 n
    C5 C6 H5 . . . 108.1867 n
    H4 C6 C7 . . . 108.3790 n
    H5 C6 C7 . . . 108.1847 n
    C6 C7 H6 . . . 109.0701 n
    C6 C7 H7 . . . 109.2664 n
    H5 C6 H4 . . . 109.4631 n
    H6 C7 C8 . . . 108.9874 n
    H7 C7 C8 . . . 109.2436 n
    C7 C8 H8 . . . 109.0585 n
    H7 C7 H6 . . . 109.4672 n
    C8 C9 H9 . . . 106.6153 n
    H8 C8 C9 . . . 108.8839 n
    H8 C8 C14 . . . 108.9288 n
    C8 C14 H14 . . . 105.8929 n
    H9 C9 C10 . . . 106.6012 n
    H9 C9 C11 . . . 106.6114 n
    C9 C11 H10 . . . 108.5447 n
    C9 C11 H11 . . . 108.3389 n
    C11 C12 H12 . . . 109.2523 n
    C11 C12 H13 . . . 109.5181 n
    H10 C11 C12 . . . 108.2864 n
    H11 C11 C12 . . . 108.3491 n
    H11 C11 H10 . . . 109.4626 n
    H12 C12 C13 . . . 109.2209 n
    H13 C12 C13 . . . 109.3073 n
    H13 C12 H12 . . . 109.4591 n
    C13 C14 H14 . . . 105.8954 n
    C13 C18 H17 . . . 109.2299 n
    C13 C18 H18 . . . 109.4164 n
    C13 C18 H19 . . . 109.7766 n
    H14 C14 C15 . . . 105.9498 n
    C14 C15 H15 . . . 111.9072 n
    C14 C15 H16 . . . 111.9685 n
    H15 C15 C16 . . . 111.7858 n
    H16 C15 C16 . . . 111.8937 n
    H16 C15 H15 . . . 109.4574 n
    C16 C19 H20 . . . 118.8644 n
    H18 C18 H17 . . . 109.4726 n
    H19 C18 H17 . . . 109.4680 n
    H19 C18 H18 . . . 109.4633 n
    H22 C21 H21 . . . 109.4703 n
    H23 C21 H21 . . . 109.4644 n
    H23 C21 H22 . . . 109.4780 n
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
    C21 O1 C3 C2 . . . . -16.1(3) n
    C21 O1 C3 C4 . . . . 165.9(2) n
    C20 N1 C19 C16 . . . . 1.9(3) n
    C19 N1 C20 N2 . . . . -1.5(3) n
    C19 N1 C20 N3 . . . . 177.3(2) n
    C20 N2 C17 C13 . . . . 175.7(2) n
    C20 N2 C17 C16 . . . . 2.2(3) n
    C17 N2 C20 N1 . . . . -0.4(3) n
    C17 N2 C20 N3 . . . . -179.3(2) n
    C10 C1 C2 C3 . . . .  0.0(3) n
    C2 C1 C10 C5 . . . . 1.1(3) n
    C2 C1 C10 C9 . . . . 179.4(2) n
    C1 C2 C3 O1 . . . . -178.9(2) n
    C1 C2 C3 C4 . . . . -0.9(3) n
    O1 C3 C4 C5 . . . . 178.9(2) n
    C2 C3 C4 C5 . . . . 0.7(3) n
    C3 C4 C5 C6 . . . . -179.4(2) n
    C3 C4 C5 C10 . . . . 0.5(3) n
    C4 C5 C6 C7 . . . . 174.8(2) n
    C10 C5 C6 C7 . . . . -5.2(3) n
    C4 C5 C10 C1 . . . . -1.4(3) n
    C4 C5 C10 C9 . . . . -179.7(2) n
    C6 C5 C10 C1 . . . . 178.6(2) n
    C6 C5 C10 C9 . . . . 0.2(3) n
    C5 C6 C7 C8 . . . . 37.0(2) n
    C6 C7 C8 C9 . . . . -64.7(2) n
    C6 C7 C8 C14 . . . . 174.7(2) n
    C7 C8 C9 C10 . . . . 58.1(2) n
    C7 C8 C9 C11 . . . . -173.3(2) n
    C14 C8 C9 C10 . . . . -179.6(2) n
    C14 C8 C9 C11 . . . . -51.1(2) n
    C7 C8 C14 C13 . . . . -179.0(2) n
    C7 C8 C14 C15 . . . . -53.9(2) n
    C9 C8 C14 C13 . . . . 60.1(2) n
    C9 C8 C14 C15 . . . . -174.7(2) n
    C8 C9 C10 C1 . . . . 155.2(2) n
    C8 C9 C10 C5 . . . . -26.6(2) n
    C11 C9 C10 C1 . . . . 27.8(3) n
    C11 C9 C10 C5 . . . . -154.0(2) n
    C8 C9 C11 C12 . . . . 49.2(2) n
    C10 C9 C11 C12 . . . . 174.9(2) n
    C9 C11 C12 C13 . . . . -52.7(2) n
    C11 C12 C13 C14 . . . . 57.6(2) n
    C11 C12 C13 C17 . . . . 170.5(2) n
    C11 C12 C13 C18 . . . . -67.4(2) n
    C12 C13 C14 C8 . . . . -64.2(2) n
    C12 C13 C14 C15 . . . . 163.3(2) n
    C17 C13 C14 C8 . . . . 169.8(2) n
    C17 C13 C14 C15 . . . . 37.2(2) n
    C18 C13 C14 C8 . . . . 58.6(2) n
    C18 C13 C14 C15 . . . . -73.9(2) n
    C12 C13 C17 N2 . . . . 43.7(3) n
    C12 C13 C17 C16 . . . . -142.0(2) n
    C14 C13 C17 N2 . . . . 160.5(2) n
    C14 C13 C17 C16 . . . . -25.1(2) n
    C18 C13 C17 N2 . . . . -81.2(2) n
    C18 C13 C17 C16 . . . . 93.2(2) n
    C8 C14 C15 C16 . . . . -163.6(2) n
    C13 C14 C15 C16 . . . . -35.1(2) n
    C14 C15 C16 C17 . . . . 19.6(2) n
    C14 C15 C16 C19 . . . . -160.5(2) n
    C15 C16 C17 N2 . . . . 178.1(2) n
    C15 C16 C17 C13 . . . . 3.6(2) n
    C19 C16 C17 N2 . . . . -1.9(3) n
    C19 C16 C17 C13 . . . . -176.4(2) n
    C15 C16 C19 N1 . . . . 179.7(2) n
    C17 C16 C19 N1 . . . . -0.3(3) n
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
    N3 H24 N1 2_465 1.00 2.05 3.019(3) 164
    N3 H25 N2 2_565 0.94 2.48 3.409(3) 169
