##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in          #
# Acta Crystallographica Section B. It conforms to the requirements of       #
# Notes for Authors for Acta Crystallographica Section B, 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_form_I_prime
_audit_creation_method     SHELXL-2014/7
_journal_date_recd_electronic     2016-10-26
_journal_date_accepted     2017-02-13
_journal_name_full     'Acta Crystallographica, Section B'
_journal_year     2017
_journal_volume     73
_journal_issue      3
_journal_page_first     399
_journal_page_last     412
_journal_paper_category     FA
_journal_paper_doi     10.1107/S2052520617002505
_journal_coeditor_code     PS5059
_database_code_depnum_ccdc_archive     'CCDC 1509155'
_chemical_name_systematic     ?
_chemical_name_common     ?
_chemical_formula_moiety     'C30 H46 N6 O10, H2 O'
_chemical_formula_sum     'C30 H48 N6 O11'
_chemical_formula_weight     668.74
_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     triclinic
_space_group_name_H-M_alt     'P -1'
_space_group_name_Hall     '-P 1'
loop_
    _space_group_symop_operation_xyz
    'x, y, z'
    '-x, -y, -z'
_cell_length_a     8.363(4)
_cell_length_b     9.394(4)
_cell_length_c     21.648(10)
_cell_angle_alpha     78.362(5)
_cell_angle_beta     88.664(7)
_cell_angle_gamma     83.547(5)
_cell_volume     1655.1(13)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     8341
_cell_measurement_theta_min     0.798
_cell_measurement_theta_max     12.303
_cell_measurement_temperature     100(2)
_exptl_crystal_description     needle
_exptl_crystal_colour     colorless
_exptl_crystal_size_max     0.35
_exptl_crystal_size_mid     0.025
_exptl_crystal_size_min     0.010
_exptl_crystal_density_diffrn     1.342
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     ?
_exptl_crystal_F_000     716
_exptl_absorpt_coefficient_mu     0.031
_exptl_absorpt_correction_type     none
_exptl_absorpt_process_details     ?
_shelx_estimated_absorpt_T_min     ?
_shelx_estimated_absorpt_T_max     ?
_exptl_absorpt_correction_T_min     ?
_exptl_absorpt_correction_T_max     ?
_diffrn_ambient_temperature     100(2)
_diffrn_radiation_type     Synchrotron
_diffrn_radiation_wavelength     0.2952
_diffrn_measurement_device_type     'ID11 ESRF beamline goniometer'
_diffrn_measurement_method     ?
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     32391
_diffrn_reflns_av_R_equivalents     0.0386
_diffrn_reflns_theta_min     0.798
_diffrn_reflns_theta_max     12.303
_diffrn_reflns_theta_full     10.202
_diffrn_measured_fraction_theta_max     0.801
_diffrn_measured_fraction_theta_full     0.977
_diffrn_reflns_limit_h_min     -11
_diffrn_reflns_limit_h_max     11
_diffrn_reflns_limit_k_min     -12
_diffrn_reflns_limit_k_max     11
_diffrn_reflns_limit_l_min     -30
_diffrn_reflns_limit_l_max     30
_refine_special_details     ?
_reflns_number_total     8341
_reflns_number_gt     7288
_reflns_threshold_expression     'I > 2σ(I)'
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0814
_refine_ls_R_factor_gt     0.0731
_refine_ls_wR_factor_gt     0.1889
_refine_ls_wR_factor_ref     0.1953
_refine_ls_goodness_of_fit_ref     1.138
_refine_ls_restrained_S_all     1.138
_refine_ls_number_reflns     8341
_refine_ls_number_parameters     430
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
              'w=1/[σ²(Fo²)+(0.1031P)²+1.1901P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary     ?
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.709
_refine_diff_density_min     -0.378
_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 -0.0010 0.0000 '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 -0.0010 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    O O -0.0010 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     ?
_computing_cell_refinement     ?
_computing_data_reduction     ?
_computing_structure_solution     ?
_computing_structure_refinement     'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics     ?
_computing_publication_material     ?
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
    O O1A 0.74225(17) 0.92177(16) 1.02791(7) 0.0252(3) Uani d 1 . .
    N N1A 0.74524(18) 0.81106(17) 0.94374(8) 0.0178(3) Uani d 1 . .
    C C1A 0.9907(2) 0.7823(2) 1.00927(9) 0.0185(3) Uani d 1 . .
    H H1A1 1.0249 0.7091 0.9831 0.022 Uiso calc 1 . .
    H H1A2 1.0590 0.8633 0.9980 0.022 Uiso calc 1 . .
    O O2A 0.87603(16) 0.53295(15) 1.05882(7) 0.0209(3) Uani d 1 . .
    N N2A 1.01386(18) 0.71441(17) 1.07611(8) 0.0185(3) Uani d 1 . .
    C C2A 0.8142(2) 0.84198(19) 0.99489(9) 0.0179(3) Uani d 1 . .
    O O3A 1.00499(17) 0.12331(15) 1.13677(7) 0.0232(3) Uani d 1 . .
    N N3A 0.97028(18) 0.34172(17) 1.16749(8) 0.0181(3) Uani d 1 . .
    C C3A 0.5785(2) 0.8740(2) 0.92715(10) 0.0198(4) Uani d 1 . .
    H H3A1 0.5469 0.9533 0.9504 0.024 Uiso calc 1 . .
    H H3A2 0.5721 0.9168 0.8815 0.024 Uiso calc 1 . .
    O O4A 1.34183(16) 0.62653(16) 1.12899(8) 0.0254(3) Uani d 1 . .
    C C4A 0.4666(2) 0.7620(2) 0.94270(10) 0.0236(4) Uani d 1 . .
    O O5A 0.9467(2) 0.25030(18) 1.30553(8) 0.0310(3) Uani d 1 . .
    C C5A 0.3817(3) 0.6672(3) 0.95528(13) 0.0325(5) Uani d 1 . .
    H H5A 0.3137 0.5912 0.9654 0.039 Uiso calc 1 . .
    C C6A 1.0091(2) 0.4919(2) 1.15991(9) 0.0193(4) Uani d 1 . .
    H H6A1 1.1265 0.4914 1.1651 0.023 Uiso calc 1 . .
    H H6A2 0.9539 0.5377 1.1931 0.023 Uiso calc 1 . .
    C C7A 0.9573(2) 0.58310(19) 1.09454(9) 0.0175(3) Uani d 1 . .
    C C8A 1.0958(2) 0.7886(2) 1.11771(10) 0.0204(4) Uani d 1 . .
    H H8A1 1.0690 0.7474 1.1620 0.024 Uiso calc 1 . .
    H H8A2 1.0541 0.8936 1.1089 0.024 Uiso calc 1 . .
    C C9A 1.2776(2) 0.7753(2) 1.11053(10) 0.0228(4) Uani d 1 . .
    H H9A1 1.3065 0.8129 1.0661 0.027 Uiso calc 1 . .
    H H9A2 1.3240 0.8346 1.1371 0.027 Uiso calc 1 . .
    C C10A 1.5140(3) 0.6127(3) 1.12554(12) 0.0309(5) Uani d 1 . .
    H H10A 1.5562 0.5095 1.1384 0.046 Uiso calc 1 . .
    H H10B 1.5475 0.6498 1.0821 0.046 Uiso calc 1 . .
    H H10C 1.5560 0.6692 1.1537 0.046 Uiso calc 1 . .
    C C11A 1.1839(2) 0.2998(2) 1.09022(9) 0.0187(3) Uani d 1 . .
    H H11A 1.1431 0.3887 1.0594 0.022 Uiso calc 1 . .
    H H11B 1.2681 0.3263 1.1159 0.022 Uiso calc 1 . .
    C C12A 1.0452(2) 0.2471(2) 1.13357(9) 0.0186(3) Uani d 1 . .
    C C14A 0.8652(2) 0.1851(2) 1.26333(10) 0.0240(4) Uani d 1 . .
    H H14A 0.7650 0.1505 1.2831 0.029 Uiso calc 1 . .
    H H14B 0.9344 0.1000 1.2533 0.029 Uiso calc 1 . .
    C C15A 1.0130(3) 0.1411(3) 1.35706(12) 0.0400(6) Uani d 1 . .
    H H15A 1.0687 0.1875 1.3857 0.060 Uiso calc 1 . .
    H H15B 0.9263 0.0906 1.3798 0.060 Uiso calc 1 . .
    H H15C 1.0895 0.0703 1.3410 0.060 Uiso calc 1 . .
    O O1B 0.68448(19) 0.88806(17) 0.40395(8) 0.0284(3) Uani d 1 . .
    N N1B 0.7209(2) 0.69122(18) 0.35604(8) 0.0218(3) Uani d 1 . .
    C C1B 0.5631(3) 0.6705(2) 0.45226(10) 0.0287(4) Uani d 1 . .
    H H1B1 0.4716 0.6418 0.4311 0.034 Uiso calc 1 . .
    H H1B2 0.6306 0.5798 0.4716 0.034 Uiso calc 1 . .
    O O2B 0.64804(18) 0.57381(18) 0.57418(8) 0.0290(3) Uani d 1 . .
    N N2B 0.4995(2) 0.7449(2) 0.50258(9) 0.0276(4) Uani d 1 . .
    C C2B 0.6626(2) 0.7611(2) 0.40253(10) 0.0224(4) Uani d 1 . .
    O O3B 0.50204(18) 0.37605(16) 0.72072(8) 0.0273(3) Uani d 1 . .
    N N3B 0.4831(2) 0.62066(18) 0.67600(8) 0.0217(3) Uani d 1 . .
    C C3B 0.8003(2) 0.7757(2) 0.30153(10) 0.0240(4) Uani d 1 . .
    H H3B1 0.7789 0.8811 0.3023 0.029 Uiso calc 1 . .
    H H3B2 0.7536 0.7597 0.2622 0.029 Uiso calc 1 . .
    O O4B 0.1552(2) 0.7213(2) 0.51828(9) 0.0359(4) Uani d 1 . .
    C C4B 0.9758(3) 0.7345(2) 0.30111(11) 0.0273(4) Uani d 1 . .
    O O5B 0.59209(19) 0.89820(17) 0.70119(8) 0.0292(3) Uani d 1 . .
    C C5B 1.1172(3) 0.7014(3) 0.29982(13) 0.0365(5) Uani d 1 . .
    H H5B 1.2301 0.6749 0.2988 0.044 Uiso calc 1 . .
    C C6B 0.4449(2) 0.7278(2) 0.61745(10) 0.0216(4) Uani d 1 . .
    H H6B1 0.4734 0.8248 0.6218 0.026 Uiso calc 1 . .
    H H6B2 0.3281 0.7368 0.6087 0.026 Uiso calc 1 . .
    C C7B 0.5411(2) 0.6768(2) 0.56247(10) 0.0239(4) Uani d 1 . .
    C C8B 0.3725(3) 0.8673(2) 0.48626(11) 0.0299(4) Uani d 1 . .
    H H8B1 0.4106 0.9400 0.4509 0.036 Uiso calc 1 . .
    H H8B2 0.3534 0.9153 0.5229 0.036 Uiso calc 1 . .
    C C9B 0.2141(3) 0.8231(3) 0.46754(12) 0.0374(5) Uani d 1 . .
    H H9B1 0.1346 0.9106 0.4568 0.045 Uiso calc 1 . .
    H H9B2 0.2304 0.7783 0.4299 0.045 Uiso calc 1 . .
    C C10B -0.0021(4) 0.6887(4) 0.50510(18) 0.0538(8) Uani d 1 . .
    H H10D -0.0394 0.6184 0.5409 0.081 Uiso calc 1 . .
    H H10E -0.0766 0.7787 0.4983 0.081 Uiso calc 1 . .
    H H10F 0.0018 0.6466 0.4671 0.081 Uiso calc 1 . .
    C C11B 0.2922(2) 0.4623(2) 0.64413(10) 0.0211(4) Uani d 1 . .
    H H11C 0.1924 0.5052 0.6620 0.025 Uiso calc 1 . .
    H H11D 0.3029 0.5159 0.6002 0.025 Uiso calc 1 . .
    C C12B 0.4384(2) 0.4822(2) 0.68309(10) 0.0211(4) Uani d 1 . .
    C C13B 0.6309(2) 0.6366(2) 0.70932(11) 0.0251(4) Uani d 1 . .
    H H13A 0.7191 0.6508 0.6782 0.030 Uiso calc 1 . .
    H H13B 0.6617 0.5445 0.7399 0.030 Uiso calc 1 . .
    C C13A 0.8258(2) 0.2977(2) 1.20353(10) 0.0204(4) Uani d 1 . .
    H H13C 0.7565 0.2571 1.1765 0.024 Uiso calc 1 . .
    H H13D 0.7642 0.3853 1.2146 0.024 Uiso calc 1 . .
    C C14B 0.6151(3) 0.7616(2) 0.74407(11) 0.0266(4) Uani d 1 . .
    H H14C 0.5226 0.7522 0.7734 0.032 Uiso calc 1 . .
    H H14D 0.7135 0.7572 0.7692 0.032 Uiso calc 1 . .
    C C15B 0.5930(3) 1.0176(3) 0.73273(13) 0.0343(5) Uani d 1 . .
    H H15D 0.5769 1.1099 0.7019 0.052 Uiso calc 1 . .
    H H15E 0.5061 1.0141 0.7640 0.052 Uiso calc 1 . .
    H H15F 0.6966 1.0107 0.7540 0.052 Uiso calc 1 . .
    O O1W 0.2646(2) 0.0544(2) 0.84233(8) 0.0323(4) Uani d 1 . .
    H H1W 0.186(5) -0.005(4) 0.8422(19) 0.060 Uiso d 1 . .
    H H2W 0.258(5) 0.076(4) 0.883(2) 0.060 Uiso d 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
    O1A C2A . 1.237(2) ?
    N1A C2A . 1.356(2) ?
    N1A C11A 2_767 1.458(2) ?
    N1A C3A . 1.475(2) ?
    C1A N2A . 1.467(3) ?
    C1A C2A . 1.535(2) ?
    C1A H1A1 . 0.9900 ?
    C1A H1A2 . 0.9900 ?
    O2A C7A . 1.235(2) ?
    N2A C7A . 1.352(2) ?
    N2A C8A . 1.469(2) ?
    O3A C12A . 1.235(2) ?
    N3A C12A . 1.356(2) ?
    N3A C6A . 1.459(2) ?
    N3A C13A . 1.476(2) ?
    C3A C4A . 1.469(3) ?
    C3A H3A1 . 0.9900 ?
    C3A H3A2 . 0.9900 ?
    O4A C9A . 1.421(2) ?
    O4A C10A . 1.432(3) ?
    C4A C5A . 1.187(3) ?
    O5A C14A . 1.422(3) ?
    O5A C15A . 1.429(3) ?
    C5A H5A . 0.9500 ?
    C6A C7A . 1.543(3) ?
    C6A H6A1 . 0.9900 ?
    C6A H6A2 . 0.9900 ?
    C8A C9A . 1.518(3) ?
    C8A H8A1 . 0.9900 ?
    C8A H8A2 . 0.9900 ?
    C9A H9A1 . 0.9900 ?
    C9A H9A2 . 0.9900 ?
    C10A H10A . 0.9800 ?
    C10A H10B . 0.9800 ?
    C10A H10C . 0.9800 ?
    C11A N1A 2_767 1.458(2) ?
    C11A C12A . 1.536(3) ?
    C11A H11A . 0.9900 ?
    C11A H11B . 0.9900 ?
    C14A C13A . 1.514(3) ?
    C14A H14A . 0.9900 ?
    C14A H14B . 0.9900 ?
    C15A H15A . 0.9800 ?
    C15A H15B . 0.9800 ?
    C15A H15C . 0.9800 ?
    O1B C2B . 1.233(3) ?
    N1B C2B . 1.362(3) ?
    N1B C11B 2_666 1.460(2) ?
    N1B C3B . 1.472(3) ?
    C1B N2B . 1.468(3) ?
    C1B C2B . 1.524(3) ?
    C1B H1B1 . 0.9900 ?
    C1B H1B2 . 0.9900 ?
    O2B C7B . 1.232(3) ?
    N2B C7B . 1.359(3) ?
    N2B C8B . 1.468(3) ?
    O3B C12B . 1.230(3) ?
    N3B C12B . 1.372(3) ?
    N3B C6B . 1.468(3) ?
    N3B C13B . 1.482(2) ?
    C3B C4B . 1.475(3) ?
    C3B H3B1 . 0.9900 ?
    C3B H3B2 . 0.9900 ?
    O4B C9B . 1.421(3) ?
    O4B C10B . 1.432(3) ?
    C4B C5B . 1.189(3) ?
    O5B C14B . 1.421(3) ?
    O5B C15B . 1.426(3) ?
    C5B H5B . 0.9500 ?
    C6B C7B . 1.547(3) ?
    C6B H6B1 . 0.9900 ?
    C6B H6B2 . 0.9900 ?
    C8B C9B . 1.519(4) ?
    C8B H8B1 . 0.9900 ?
    C8B H8B2 . 0.9900 ?
    C9B H9B1 . 0.9900 ?
    C9B H9B2 . 0.9900 ?
    C10B H10D . 0.9800 ?
    C10B H10E . 0.9800 ?
    C10B H10F . 0.9800 ?
    C11B N1B 2_666 1.460(2) ?
    C11B C12B . 1.551(3) ?
    C11B H11C . 0.9900 ?
    C11B H11D . 0.9900 ?
    C13B C14B . 1.510(3) ?
    C13B H13A . 0.9900 ?
    C13B H13B . 0.9900 ?
    C13A H13C . 0.9900 ?
    C13A H13D . 0.9900 ?
    C14B H14C . 0.9900 ?
    C14B H14D . 0.9900 ?
    C15B H15D . 0.9800 ?
    C15B H15E . 0.9800 ?
    C15B H15F . 0.9800 ?
    O1W H1W . 0.91(4) ?
    O1W H2W . 0.94(4) ?
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
    C2A N1A C11A . 2_767 123.55(15) ?
    C2A N1A C3A . . 118.89(15) ?
    C11A N1A C3A 2_767 . 116.79(15) ?
    N2A C1A C2A . . 111.46(15) ?
    N2A C1A H1A1 . . 109.3 ?
    C2A C1A H1A1 . . 109.3 ?
    N2A C1A H1A2 . . 109.3 ?
    C2A C1A H1A2 . . 109.3 ?
    H1A1 C1A H1A2 . . 108.0 ?
    C7A N2A C1A . . 115.52(15) ?
    C7A N2A C8A . . 124.63(17) ?
    C1A N2A C8A . . 119.84(15) ?
    O1A C2A N1A . . 122.24(17) ?
    O1A C2A C1A . . 119.56(17) ?
    N1A C2A C1A . . 118.09(16) ?
    C12A N3A C6A . . 122.06(16) ?
    C12A N3A C13A . . 117.28(15) ?
    C6A N3A C13A . . 119.62(15) ?
    C4A C3A N1A . . 111.02(16) ?
    C4A C3A H3A1 . . 109.4 ?
    N1A C3A H3A1 . . 109.4 ?
    C4A C3A H3A2 . . 109.4 ?
    N1A C3A H3A2 . . 109.4 ?
    H3A1 C3A H3A2 . . 108.0 ?
    C9A O4A C10A . . 110.55(16) ?
    C5A C4A C3A . . 177.2(2) ?
    C14A O5A C15A . . 110.36(19) ?
    C4A C5A H5A . . 180.0 ?
    N3A C6A C7A . . 111.44(15) ?
    N3A C6A H6A1 . . 109.3 ?
    C7A C6A H6A1 . . 109.3 ?
    N3A C6A H6A2 . . 109.3 ?
    C7A C6A H6A2 . . 109.3 ?
    H6A1 C6A H6A2 . . 108.0 ?
    O2A C7A N2A . . 121.39(18) ?
    O2A C7A C6A . . 120.73(16) ?
    N2A C7A C6A . . 117.70(16) ?
    N2A C8A C9A . . 114.07(16) ?
    N2A C8A H8A1 . . 108.7 ?
    C9A C8A H8A1 . . 108.7 ?
    N2A C8A H8A2 . . 108.7 ?
    C9A C8A H8A2 . . 108.7 ?
    H8A1 C8A H8A2 . . 107.6 ?
    O4A C9A C8A . . 109.74(15) ?
    O4A C9A H9A1 . . 109.7 ?
    C8A C9A H9A1 . . 109.7 ?
    O4A C9A H9A2 . . 109.7 ?
    C8A C9A H9A2 . . 109.7 ?
    H9A1 C9A H9A2 . . 108.2 ?
    O4A C10A H10A . . 109.5 ?
    O4A C10A H10B . . 109.5 ?
    H10A C10A H10B . . 109.5 ?
    O4A C10A H10C . . 109.5 ?
    H10A C10A H10C . . 109.5 ?
    H10B C10A H10C . . 109.5 ?
    N1A C11A C12A 2_767 . 112.30(15) ?
    N1A C11A H11A 2_767 . 109.1 ?
    C12A C11A H11A . . 109.1 ?
    N1A C11A H11B 2_767 . 109.1 ?
    C12A C11A H11B . . 109.1 ?
    H11A C11A H11B . . 107.9 ?
    O3A C12A N3A . . 122.11(17) ?
    O3A C12A C11A . . 120.57(17) ?
    N3A C12A C11A . . 117.32(16) ?
    O5A C14A C13A . . 108.82(16) ?
    O5A C14A H14A . . 109.9 ?
    C13A C14A H14A . . 109.9 ?
    O5A C14A H14B . . 109.9 ?
    C13A C14A H14B . . 109.9 ?
    H14A C14A H14B . . 108.3 ?
    O5A C15A H15A . . 109.5 ?
    O5A C15A H15B . . 109.5 ?
    H15A C15A H15B . . 109.5 ?
    O5A C15A H15C . . 109.5 ?
    H15A C15A H15C . . 109.5 ?
    H15B C15A H15C . . 109.5 ?
    C2B N1B C11B . 2_666 124.37(17) ?
    C2B N1B C3B . . 118.35(17) ?
    C11B N1B C3B 2_666 . 117.27(17) ?
    N2B C1B C2B . . 114.71(18) ?
    N2B C1B H1B1 . . 108.6 ?
    C2B C1B H1B1 . . 108.6 ?
    N2B C1B H1B2 . . 108.6 ?
    C2B C1B H1B2 . . 108.6 ?
    H1B1 C1B H1B2 . . 107.6 ?
    C7B N2B C8B . . 124.50(18) ?
    C7B N2B C1B . . 116.21(18) ?
    C8B N2B C1B . . 118.00(19) ?
    O1B C2B N1B . . 123.33(19) ?
    O1B C2B C1B . . 122.36(19) ?
    N1B C2B C1B . . 114.29(17) ?
    C12B N3B C6B . . 119.98(17) ?
    C12B N3B C13B . . 116.88(17) ?
    C6B N3B C13B . . 116.13(16) ?
    N1B C3B C4B . . 112.50(18) ?
    N1B C3B H3B1 . . 109.1 ?
    C4B C3B H3B1 . . 109.1 ?
    N1B C3B H3B2 . . 109.1 ?
    C4B C3B H3B2 . . 109.1 ?
    H3B1 C3B H3B2 . . 107.8 ?
    C9B O4B C10B . . 111.4(2) ?
    C5B C4B C3B . . 179.0(3) ?
    C14B O5B C15B . . 111.55(18) ?
    C4B C5B H5B . . 180.0 ?
    N3B C6B C7B . . 109.12(16) ?
    N3B C6B H6B1 . . 109.9 ?
    C7B C6B H6B1 . . 109.9 ?
    N3B C6B H6B2 . . 109.9 ?
    C7B C6B H6B2 . . 109.9 ?
    H6B1 C6B H6B2 . . 108.3 ?
    O2B C7B N2B . . 122.50(19) ?
    O2B C7B C6B . . 119.34(19) ?
    N2B C7B C6B . . 118.12(18) ?
    N2B C8B C9B . . 114.0(2) ?
    N2B C8B H8B1 . . 108.7 ?
    C9B C8B H8B1 . . 108.7 ?
    N2B C8B H8B2 . . 108.7 ?
    C9B C8B H8B2 . . 108.7 ?
    H8B1 C8B H8B2 . . 107.6 ?
    O4B C9B C8B . . 109.67(19) ?
    O4B C9B H9B1 . . 109.7 ?
    C8B C9B H9B1 . . 109.7 ?
    O4B C9B H9B2 . . 109.7 ?
    C8B C9B H9B2 . . 109.7 ?
    H9B1 C9B H9B2 . . 108.2 ?
    O4B C10B H10D . . 109.5 ?
    O4B C10B H10E . . 109.5 ?
    H10D C10B H10E . . 109.5 ?
    O4B C10B H10F . . 109.5 ?
    H10D C10B H10F . . 109.5 ?
    H10E C10B H10F . . 109.5 ?
    N1B C11B C12B 2_666 . 112.21(16) ?
    N1B C11B H11C 2_666 . 109.2 ?
    C12B C11B H11C . . 109.2 ?
    N1B C11B H11D 2_666 . 109.2 ?
    C12B C11B H11D . . 109.2 ?
    H11C C11B H11D . . 107.9 ?
    O3B C12B N3B . . 123.74(18) ?
    O3B C12B C11B . . 118.84(18) ?
    N3B C12B C11B . . 117.30(17) ?
    N3B C13B C14B . . 114.55(17) ?
    N3B C13B H13A . . 108.6 ?
    C14B C13B H13A . . 108.6 ?
    N3B C13B H13B . . 108.6 ?
    C14B C13B H13B . . 108.6 ?
    H13A C13B H13B . . 107.6 ?
    N3A C13A C14A . . 113.00(16) ?
    N3A C13A H13C . . 109.0 ?
    C14A C13A H13C . . 109.0 ?
    N3A C13A H13D . . 109.0 ?
    C14A C13A H13D . . 109.0 ?
    H13C C13A H13D . . 107.8 ?
    O5B C14B C13B . . 110.87(18) ?
    O5B C14B H14C . . 109.5 ?
    C13B C14B H14C . . 109.5 ?
    O5B C14B H14D . . 109.5 ?
    C13B C14B H14D . . 109.5 ?
    H14C C14B H14D . . 108.1 ?
    O5B C15B H15D . . 109.5 ?
    O5B C15B H15E . . 109.5 ?
    H15D C15B H15E . . 109.5 ?
    O5B C15B H15F . . 109.5 ?
    H15D C15B H15F . . 109.5 ?
    H15E C15B H15F . . 109.5 ?
    H1W O1W H2W . . 104(3) ?
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
    C2A C1A N2A C7A . . . . 73.4(2) ?
    C2A C1A N2A C8A . . . . -107.33(18) ?
    C11A N1A C2A O1A 2_767 . . . -170.00(18) ?
    C3A N1A C2A O1A . . . . -0.4(3) ?
    C11A N1A C2A C1A 2_767 . . . 13.6(3) ?
    C3A N1A C2A C1A . . . . -176.73(15) ?
    N2A C1A C2A O1A . . . . 50.4(2) ?
    N2A C1A C2A N1A . . . . -133.17(17) ?
    C2A N1A C3A C4A . . . . -106.4(2) ?
    C11A N1A C3A C4A 2_767 . . . 63.9(2) ?
    C12A N3A C6A C7A . . . . 67.6(2) ?
    C13A N3A C6A C7A . . . . -100.49(19) ?
    C1A N2A C7A O2A . . . . -7.8(3) ?
    C8A N2A C7A O2A . . . . 172.99(17) ?
    C1A N2A C7A C6A . . . . 167.36(15) ?
    C8A N2A C7A C6A . . . . -11.8(3) ?
    N3A C6A C7A O2A . . . . 8.2(2) ?
    N3A C6A C7A N2A . . . . -167.05(16) ?
    C7A N2A C8A C9A . . . . 101.6(2) ?
    C1A N2A C8A C9A . . . . -77.6(2) ?
    C10A O4A C9A C8A . . . . -177.11(17) ?
    N2A C8A C9A O4A . . . . -64.2(2) ?
    C6A N3A C12A O3A . . . . -174.94(17) ?
    C13A N3A C12A O3A . . . . -6.6(3) ?
    C6A N3A C12A C11A . . . . 4.9(3) ?
    C13A N3A C12A C11A . . . . 173.28(16) ?
    N1A C11A C12A O3A 2_767 . . . -0.1(3) ?
    N1A C11A C12A N3A 2_767 . . . -179.97(16) ?
    C15A O5A C14A C13A . . . . -168.86(18) ?
    C12A N3A C13A C14A . . . . 76.4(2) ?
    C6A N3A C13A C14A . . . . -114.92(19) ?
    O5A C14A C13A N3A . . . . 66.3(2) ?
    C2B C1B N2B C7B . . . . -122.9(2) ?
    C2B C1B N2B C8B . . . . 69.5(3) ?
    C11B N1B C2B O1B 2_666 . . . 174.88(19) ?
    C3B N1B C2B O1B . . . . -6.3(3) ?
    C11B N1B C2B C1B 2_666 . . . -6.7(3) ?
    C3B N1B C2B C1B . . . . 172.14(18) ?
    N2B C1B C2B O1B . . . . -1.6(3) ?
    N2B C1B C2B N1B . . . . -179.98(18) ?
    C2B N1B C3B C4B . . . . 108.9(2) ?
    C11B N1B C3B C4B 2_666 . . . -72.1(2) ?
    C12B N3B C6B C7B . . . . -66.2(2) ?
    C13B N3B C6B C7B . . . . 83.6(2) ?
    C8B N2B C7B O2B . . . . 179.6(2) ?
    C1B N2B C7B O2B . . . . 12.9(3) ?
    C8B N2B C7B C6B . . . . 2.1(3) ?
    C1B N2B C7B C6B . . . . -164.67(17) ?
    N3B C6B C7B O2B . . . . -10.4(2) ?
    N3B C6B C7B N2B . . . . 167.25(17) ?
    C7B N2B C8B C9B . . . . -99.8(2) ?
    C1B N2B C8B C9B . . . . 66.7(3) ?
    C10B O4B C9B C8B . . . . 173.8(2) ?
    N2B C8B C9B O4B . . . . 59.9(3) ?
    C6B N3B C12B O3B . . . . 158.53(19) ?
    C13B N3B C12B O3B . . . . 8.9(3) ?
    C6B N3B C12B C11B . . . . -25.5(3) ?
    C13B N3B C12B C11B . . . . -175.11(17) ?
    N1B C11B C12B O3B 2_666 . . . -17.2(3) ?
    N1B C11B C12B N3B 2_666 . . . 166.63(17) ?
    C12B N3B C13B C14B . . . . -134.2(2) ?
    C6B N3B C13B C14B . . . . 75.0(2) ?
    C15B O5B C14B C13B . . . . -174.20(17) ?
    N3B C13B C14B O5B . . . . -66.2(2) ?
data_form_II
_audit_creation_method     SHELXL-2014/7
_database_code_depnum_ccdc_archive     'CCDC 1509157'
_chemical_name_systematic     ?
_chemical_name_common     ?
_chemical_formula_moiety     'C30 H46 N6 O10'
_chemical_formula_sum     'C30 H46 N6 O10'
_chemical_formula_weight     650.73
_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     'P 21/n'
_space_group_name_Hall     '-P 2yn'
loop_
    _space_group_symop_operation_xyz
    'x, y, z'
    '-x+1/2, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x-1/2, -y-1/2, z-1/2'
_cell_length_a     9.0367(17)
_cell_length_b     10.6221(18)
_cell_length_c     18.022(3)
_cell_angle_alpha     90
_cell_angle_beta     102.661(4)
_cell_angle_gamma     90
_cell_volume     1687.9(5)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     5055
_cell_measurement_theta_min     2.2399
_cell_measurement_theta_max     28.9381
_cell_measurement_temperature     100(2)
_exptl_crystal_description     Plate
_exptl_crystal_colour     Colorless
_exptl_crystal_size_max     0.4
_exptl_crystal_size_mid     0.3
_exptl_crystal_size_min     0.2
_exptl_crystal_density_diffrn     1.280
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     ?
_exptl_crystal_F_000     696
_exptl_absorpt_coefficient_mu     0.097
_exptl_absorpt_correction_type     Multi-scan
_exptl_absorpt_process_details     'Blessing, 1995'
_shelx_estimated_absorpt_T_min     ?
_shelx_estimated_absorpt_T_max     ?
_exptl_absorpt_correction_T_min     0.7661
_exptl_absorpt_correction_T_max     1.0000
_diffrn_ambient_temperature     100(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'Sealed Tube'
_diffrn_radiation_monochromator     'Graphite Monochromator'
_diffrn_measurement_device_type     'AFC7S Rigaku'
_diffrn_measurement_method     dtprofit.ref
_diffrn_detector_area_resol_mean     13.6612
_diffrn_reflns_number     14363
_diffrn_reflns_av_R_equivalents     0.0554
_diffrn_reflns_theta_min     2.240
_diffrn_reflns_theta_max     29.010
_diffrn_reflns_theta_full     25.242
_diffrn_measured_fraction_theta_max     0.965
_diffrn_measured_fraction_theta_full     0.998
_diffrn_reflns_limit_h_min     -7
_diffrn_reflns_limit_h_max     12
_diffrn_reflns_limit_k_min     -14
_diffrn_reflns_limit_k_max     10
_diffrn_reflns_limit_l_min     -24
_diffrn_reflns_limit_l_max     23
_refine_special_details     ?
_reflns_number_total     4342
_reflns_number_gt     2516
_reflns_threshold_expression     'I > 2σ(I)'
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.1017
_refine_ls_R_factor_gt     0.0606
_refine_ls_wR_factor_gt     0.1463
_refine_ls_wR_factor_ref     0.1733
_refine_ls_goodness_of_fit_ref     0.916
_refine_ls_restrained_S_all     0.916
_refine_ls_number_reflns     4342
_refine_ls_number_parameters     209
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
                      'w=1/[σ²(Fo²)+(0.0853P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_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     0.363
_refine_diff_density_min     -0.306
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014)'
_refine_ls_extinction_coef     0.0064(17)
_refine_ls_extinction_expression
                                    Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    C C 0.0033 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'
    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     'CrystalClear (Rigaku Inc., 2007)'
_computing_cell_refinement     'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction     'CrystalClear (Rigaku Inc., 2007)'
_computing_structure_solution     SIR2014/14.10
_computing_structure_refinement     'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics     ?
_computing_publication_material     ?
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
    O O1 0.06954(17) 0.06173(12) -0.17281(8) 0.0358(4) Uani d 1 . .
    O O2 0.47174(15) -0.02091(11) -0.09270(7) 0.0267(3) Uani d 1 . .
    O O3 0.87960(15) -0.17924(12) -0.05125(8) 0.0302(4) Uani d 1 . .
    O O4 0.31564(17) -0.38143(12) -0.01185(9) 0.0358(4) Uani d 1 . .
    O O5 0.7970(2) -0.24785(12) -0.29492(9) 0.0457(5) Uani d 1 . .
    N N1 0.19920(19) 0.19463(13) -0.08366(9) 0.0260(4) Uani d 1 . .
    N N2 0.26354(17) -0.13750(13) -0.09465(9) 0.0250(4) Uani d 1 . .
    N N3 0.64527(18) -0.21513(13) -0.12366(9) 0.0245(4) Uani d 1 . .
    C C1 0.2025(2) -0.03279(16) -0.05714(12) 0.0269(4) Uani d 1 . .
    H H1A 0.2807 -0.0044 -0.0128 0.032 Uiso calc 1 . .
    H H1B 0.1141 -0.0630 -0.0381 0.032 Uiso calc 1 . .
    C C2 0.1543(2) 0.07796(17) -0.11014(12) 0.0269(4) Uani d 1 . .
    C C3 0.1213(2) 0.30404(17) -0.12311(12) 0.0313(5) Uani d 1 . .
    H H3A 0.0995 0.3644 -0.0850 0.038 Uiso calc 1 . .
    H H3B 0.0231 0.2768 -0.1552 0.038 Uiso calc 1 . .
    C C4 0.2096(3) 0.36767(18) -0.17088(12) 0.0358(5) Uani d 1 . .
    C C5 0.2832(3) 0.4190(2) -0.20880(14) 0.0462(6) Uani d 1 . .
    H H5 0.3422 0.4601 -0.2392 0.055 Uiso calc 1 . .
    C C6 0.4850(2) -0.23825(17) -0.12908(12) 0.0260(4) Uani d 1 . .
    H H6A 0.4729 -0.3102 -0.0960 0.031 Uiso calc 1 . .
    H H6B 0.4365 -0.2610 -0.1821 0.031 Uiso calc 1 . .
    C C7 0.4051(2) -0.12224(16) -0.10520(11) 0.0241(4) Uani d 1 . .
    C C8 0.1723(2) -0.25234(16) -0.11115(12) 0.0280(5) Uani d 1 . .
    H H8A 0.2134 -0.3044 -0.1475 0.034 Uiso calc 1 . .
    H H8B 0.0671 -0.2289 -0.1359 0.034 Uiso calc 1 . .
    C C9 0.1696(2) -0.33025(17) -0.04121(13) 0.0316(5) Uani d 1 . .
    H H9A 0.1388 -0.2769 -0.0021 0.038 Uiso calc 1 . .
    H H9B 0.0947 -0.3992 -0.0545 0.038 Uiso calc 1 . .
    C C10 0.3211(3) -0.44937(19) 0.05695(13) 0.0417(6) Uani d 1 . .
    H H10A 0.2909 -0.3938 0.0945 0.063 Uiso calc 1 . .
    H H10B 0.4246 -0.4798 0.0769 0.063 Uiso calc 1 . .
    H H10C 0.2515 -0.5212 0.0468 0.063 Uiso calc 1 . .
    C C11 0.6839(2) -0.21781(17) 0.01622(11) 0.0251(4) Uani d 1 . .
    H H11A 0.5992 -0.1581 0.0147 0.030 Uiso calc 1 . .
    H H11B 0.6439 -0.3042 0.0183 0.030 Uiso calc 1 . .
    C C12 0.7451(2) -0.20279(16) -0.05599(11) 0.0235(4) Uani d 1 . .
    C C13 0.6958(2) -0.18054(16) -0.19275(11) 0.0253(4) Uani d 1 . .
    H H13A 0.7793 -0.1186 -0.1798 0.030 Uiso calc 1 . .
    H H13B 0.6109 -0.1400 -0.2290 0.030 Uiso calc 1 . .
    C C14 0.7501(2) -0.29427(16) -0.23049(11) 0.0274(4) Uani d 1 . .
    H H14A 0.8356 -0.3358 -0.1953 0.033 Uiso calc 1 . .
    H H14B 0.6669 -0.3560 -0.2457 0.033 Uiso calc 1 . .
    C C15 0.8611(4) -0.3446(2) -0.33318(15) 0.0556(8) Uani d 1 . .
    H H15A 0.9451 -0.3849 -0.2974 0.083 Uiso calc 1 . .
    H H15B 0.8989 -0.3078 -0.3753 0.083 Uiso calc 1 . .
    H H15C 0.7833 -0.4076 -0.3531 0.083 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
    O1 C2 . 1.230(2) ?
    O2 C7 . 1.230(2) ?
    O3 C12 . 1.225(2) ?
    O4 C9 . 1.419(2) ?
    O4 C10 . 1.426(2) ?
    O5 C14 . 1.410(2) ?
    O5 C15 . 1.429(3) ?
    N1 C2 . 1.358(2) ?
    N1 C11 3_655 1.446(2) ?
    N1 C3 . 1.460(2) ?
    N2 C7 . 1.344(2) ?
    N2 C8 . 1.466(2) ?
    N2 C1 . 1.470(2) ?
    N3 C12 . 1.355(2) ?
    N3 C6 . 1.451(2) ?
    N3 C13 . 1.464(2) ?
    C1 C2 . 1.518(3) ?
    C1 H1A . 0.9900 ?
    C1 H1B . 0.9900 ?
    C3 C4 . 1.461(3) ?
    C3 H3A . 0.9900 ?
    C3 H3B . 0.9900 ?
    C4 C5 . 1.186(3) ?
    C5 H5 . 0.9500 ?
    C6 C7 . 1.536(3) ?
    C6 H6A . 0.9900 ?
    C6 H6B . 0.9900 ?
    C8 C9 . 1.513(3) ?
    C8 H8A . 0.9900 ?
    C8 H8B . 0.9900 ?
    C9 H9A . 0.9900 ?
    C9 H9B . 0.9900 ?
    C10 H10A . 0.9800 ?
    C10 H10B . 0.9800 ?
    C10 H10C . 0.9800 ?
    C11 N1 3_655 1.446(2) ?
    C11 C12 . 1.530(3) ?
    C11 H11A . 0.9900 ?
    C11 H11B . 0.9900 ?
    C13 C14 . 1.520(2) ?
    C13 H13A . 0.9900 ?
    C13 H13B . 0.9900 ?
    C14 H14A . 0.9900 ?
    C14 H14B . 0.9900 ?
    C15 H15A . 0.9800 ?
    C15 H15B . 0.9800 ?
    C15 H15C . 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
    C9 O4 C10 . . 111.72(16) ?
    C14 O5 C15 . . 111.87(15) ?
    C2 N1 C11 . 3_655 123.90(15) ?
    C2 N1 C3 . . 118.71(16) ?
    C11 N1 C3 3_655 . 117.33(14) ?
    C7 N2 C8 . . 125.60(15) ?
    C7 N2 C1 . . 116.01(14) ?
    C8 N2 C1 . . 118.17(15) ?
    C12 N3 C6 . . 122.33(16) ?
    C12 N3 C13 . . 118.10(16) ?
    C6 N3 C13 . . 118.55(16) ?
    N2 C1 C2 . . 112.44(16) ?
    N2 C1 H1A . . 109.1 ?
    C2 C1 H1A . . 109.1 ?
    N2 C1 H1B . . 109.1 ?
    C2 C1 H1B . . 109.1 ?
    H1A C1 H1B . . 107.8 ?
    O1 C2 N1 . . 121.92(17) ?
    O1 C2 C1 . . 120.28(16) ?
    N1 C2 C1 . . 117.64(17) ?
    N1 C3 C4 . . 112.80(17) ?
    N1 C3 H3A . . 109.0 ?
    C4 C3 H3A . . 109.0 ?
    N1 C3 H3B . . 109.0 ?
    C4 C3 H3B . . 109.0 ?
    H3A C3 H3B . . 107.8 ?
    C5 C4 C3 . . 179.0(3) ?
    C4 C5 H5 . . 180.0 ?
    N3 C6 C7 . . 111.63(15) ?
    N3 C6 H6A . . 109.3 ?
    C7 C6 H6A . . 109.3 ?
    N3 C6 H6B . . 109.3 ?
    C7 C6 H6B . . 109.3 ?
    H6A C6 H6B . . 108.0 ?
    O2 C7 N2 . . 121.50(16) ?
    O2 C7 C6 . . 120.82(17) ?
    N2 C7 C6 . . 117.59(15) ?
    N2 C8 C9 . . 113.43(17) ?
    N2 C8 H8A . . 108.9 ?
    C9 C8 H8A . . 108.9 ?
    N2 C8 H8B . . 108.9 ?
    C9 C8 H8B . . 108.9 ?
    H8A C8 H8B . . 107.7 ?
    O4 C9 C8 . . 109.65(17) ?
    O4 C9 H9A . . 109.7 ?
    C8 C9 H9A . . 109.7 ?
    O4 C9 H9B . . 109.7 ?
    C8 C9 H9B . . 109.7 ?
    H9A C9 H9B . . 108.2 ?
    O4 C10 H10A . . 109.5 ?
    O4 C10 H10B . . 109.5 ?
    H10A C10 H10B . . 109.5 ?
    O4 C10 H10C . . 109.5 ?
    H10A C10 H10C . . 109.5 ?
    H10B C10 H10C . . 109.5 ?
    N1 C11 C12 3_655 . 111.30(16) ?
    N1 C11 H11A 3_655 . 109.4 ?
    C12 C11 H11A . . 109.4 ?
    N1 C11 H11B 3_655 . 109.4 ?
    C12 C11 H11B . . 109.4 ?
    H11A C11 H11B . . 108.0 ?
    O3 C12 N3 . . 122.48(17) ?
    O3 C12 C11 . . 120.01(18) ?
    N3 C12 C11 . . 117.51(16) ?
    N3 C13 C14 . . 111.88(14) ?
    N3 C13 H13A . . 109.2 ?
    C14 C13 H13A . . 109.2 ?
    N3 C13 H13B . . 109.2 ?
    C14 C13 H13B . . 109.2 ?
    H13A C13 H13B . . 107.9 ?
    O5 C14 C13 . . 106.00(14) ?
    O5 C14 H14A . . 110.5 ?
    C13 C14 H14A . . 110.5 ?
    O5 C14 H14B . . 110.5 ?
    C13 C14 H14B . . 110.5 ?
    H14A C14 H14B . . 108.7 ?
    O5 C15 H15A . . 109.5 ?
    O5 C15 H15B . . 109.5 ?
    H15A C15 H15B . . 109.5 ?
    O5 C15 H15C . . 109.5 ?
    H15A C15 H15C . . 109.5 ?
    H15B C15 H15C . . 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
    C7 N2 C1 C2 . . . . 76.1(2) ?
    C8 N2 C1 C2 . . . . -109.07(19) ?
    C11 N1 C2 O1 3_655 . . . -170.09(19) ?
    C3 N1 C2 O1 . . . . 12.7(3) ?
    C11 N1 C2 C1 3_655 . . . 14.5(3) ?
    C3 N1 C2 C1 . . . . -162.64(17) ?
    N2 C1 C2 O1 . . . . 51.2(3) ?
    N2 C1 C2 N1 . . . . -133.33(18) ?
    C2 N1 C3 C4 . . . . -103.5(2) ?
    C11 N1 C3 C4 3_655 . . . 79.1(2) ?
    C12 N3 C6 C7 . . . . 70.2(2) ?
    C13 N3 C6 C7 . . . . -98.02(18) ?
    C8 N2 C7 O2 . . . . 177.07(17) ?
    C1 N2 C7 O2 . . . . -8.6(3) ?
    C8 N2 C7 C6 . . . . -6.4(3) ?
    C1 N2 C7 C6 . . . . 167.95(16) ?
    N3 C6 C7 O2 . . . . 8.0(3) ?
    N3 C6 C7 N2 . . . . -168.51(16) ?
    C7 N2 C8 C9 . . . . 101.0(2) ?
    C1 N2 C8 C9 . . . . -73.2(2) ?
    C10 O4 C9 C8 . . . . 176.38(16) ?
    N2 C8 C9 O4 . . . . -67.8(2) ?
    C6 N3 C12 O3 . . . . -177.58(16) ?
    C13 N3 C12 O3 . . . . -9.3(2) ?
    C6 N3 C12 C11 . . . . 1.7(2) ?
    C13 N3 C12 C11 . . . . 169.97(14) ?
    N1 C11 C12 O3 3_655 . . . 2.8(2) ?
    N1 C11 C12 N3 3_655 . . . -176.48(14) ?
    C12 N3 C13 C14 . . . . 96.14(19) ?
    C6 N3 C13 C14 . . . . -95.13(19) ?
    C15 O5 C14 C13 . . . . 176.0(2) ?
    N3 C13 C14 O5 . . . . -179.14(16) ?
    C2 N1 C11 C12 . . 3_655 3_655 -80.0(2) ?
