# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ysjh84_0m_sq
_database_code_depnum_ccdc_archive 'CCDC 2096666'
loop_
_audit_author_name
_audit_author_address
'XiaoNian Li'
;Kunming Institute of Botany, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2021-07-15 deposited with the CCDC.	2023-03-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C15 H19 N3 O4), H2 O'
_chemical_formula_sum            'C30 H40 N6 O9'
_chemical_formula_weight         628.68

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 2'
_space_group_name_Hall           'C 2y'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   28.2070(10)
_cell_length_b                   6.1502(2)
_cell_length_c                   22.3583(7)
_cell_angle_alpha                90
_cell_angle_beta                 117.563(2)
_cell_angle_gamma                90
_cell_volume                     3438.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9796
_cell_measurement_theta_min      3.19
_cell_measurement_theta_max      72.26

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_F_000             1336
_exptl_transmission_factor_min   0.6766
_exptl_transmission_factor_max   0.7536
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.756
_shelx_estimated_absorpt_T_min   0.851
_shelx_estimated_absorpt_T_max   0.970
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30553
_diffrn_reflns_av_unetI/netI     0.0386
_diffrn_reflns_av_R_equivalents  0.0603
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.229
_diffrn_reflns_theta_max         72.545
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             6736
_reflns_number_gt                6078
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.798
_reflns_Friedel_fraction_max     0.971
_reflns_Friedel_fraction_full    0.980

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2448 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.04(11)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         6736
_refine_ls_number_parameters     412
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0435
_refine_ls_R_factor_gt           0.0381
_refine_ls_wR_factor_ref         0.1223
_refine_ls_wR_factor_gt          0.1152
_refine_ls_goodness_of_fit_ref   0.918
_refine_ls_restrained_S_all      0.918
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.60380(9) 0.6285(3) 0.49736(10) 0.0374(5) Uani 1 1 d . . . . .
O2 O 0.64862(14) 0.4937(5) 0.15579(18) 0.0681(9) Uani 1 1 d . . . . .
O3 O 0.45653(7) 0.1753(3) 0.23574(8) 0.0227(4) Uani 1 1 d . . . . .
O4 O 0.79331(8) 0.1964(3) 0.63748(11) 0.0356(5) Uani 1 1 d . . . . .
O5 O 0.72136(9) 0.6909(4) 1.02361(10) 0.0386(5) Uani 1 1 d . . . . .
O6 O 0.63187(7) 0.8894(3) 0.72391(9) 0.0242(4) Uani 1 1 d . . . . .
O7 O 0.81946(10) 0.5427(4) 0.63998(13) 0.0442(5) Uani 1 1 d . . . . .
N2 N 0.50173(8) 0.4580(3) 0.30479(10) 0.0197(4) Uani 1 1 d . . . . .
N3 N 0.55279(10) 0.3351(4) 0.44742(11) 0.0302(5) Uani 1 1 d . . . . .
N4 N 0.43963(9) 0.2580(4) 0.32274(11) 0.0259(5) Uani 1 1 d . . . . .
H37 H 0.412712 0.165846 0.306617 0.031 Uiso 1 1 calc R U . . .
N5 N 0.67249(8) 0.5958(3) 0.79096(10) 0.0213(4) Uani 1 1 d . . . . .
N6 N 0.67041(8) 0.4294(4) 0.95073(10) 0.0245(4) Uani 1 1 d . . . . .
N7 N 0.60570(8) 0.7911(3) 0.80131(11) 0.0231(4) Uani 1 1 d . . . . .
H38 H 0.581752 0.895860 0.786037 0.028 Uiso 1 1 calc R U . . .
C1 C 0.65586(15) 0.8993(7) 0.11905(19) 0.0515(9) Uani 1 1 d . . . . .
H1 H 0.692168 0.841216 0.144442 0.077 Uiso 1 1 calc R U . . .
H16 H 0.657464 1.057794 0.115963 0.077 Uiso 1 1 calc R U . . .
H17 H 0.639012 0.836741 0.073569 0.077 Uiso 1 1 calc R U . . .
C2 C 0.62467(13) 0.6337(5) 0.16824(17) 0.0371(7) Uani 1 1 d . . . . .
C3 C 0.59193(11) 0.5918(5) 0.20359(15) 0.0297(6) Uani 1 1 d . . . . .
C4 C 0.56300(11) 0.7554(4) 0.21462(14) 0.0277(5) Uani 1 1 d . . . . .
H13 H 0.563998 0.899192 0.199706 0.033 Uiso 1 1 calc R U . . .
C5 C 0.53263(10) 0.7101(4) 0.24732(13) 0.0238(5) Uani 1 1 d . . . . .
H12 H 0.512648 0.822255 0.254495 0.029 Uiso 1 1 calc R U . . .
C6 C 0.53157(9) 0.4997(4) 0.26954(12) 0.0213(5) Uani 1 1 d . . . . .
C7 C 0.50639(10) 0.6088(4) 0.35823(12) 0.0227(5) Uani 1 1 d . . . . .
H11 H 0.476396 0.713799 0.340041 0.027 Uiso 1 1 calc R U . . .
H10 H 0.540298 0.691183 0.375082 0.027 Uiso 1 1 calc R U . . .
C8 C 0.50527(11) 0.4791(4) 0.41583(13) 0.0264(5) Uani 1 1 d . . . . .
H8 H 0.506821 0.584299 0.450796 0.032 Uiso 1 1 calc R U . . .
O8 O 0.62479(9) 0.8432(4) 0.15324(12) 0.0415(5) Uani 1 1 d . . . . .
C9 C 0.60043(12) 0.4298(5) 0.48642(13) 0.0332(6) Uani 1 1 d . . . . .
O9 O 0.58564(14) 0.8915(5) 0.58497(12) 0.0618(8) Uani 1 1 d . . . . .
C10 C 0.64983(14) 0.2905(6) 0.51545(17) 0.0461(8) Uani 1 1 d . . . . .
H4 H 0.681534 0.383317 0.537538 0.069 Uiso 1 1 calc R U . . .
H3 H 0.651721 0.207718 0.479167 0.069 Uiso 1 1 calc R U . . .
H2 H 0.648451 0.189806 0.548571 0.069 Uiso 1 1 calc R U . . .
C11 C 0.54844(14) 0.1026(5) 0.43071(14) 0.0373(7) Uani 1 1 d . . . . .
H6 H 0.548773 0.083013 0.387414 0.056 Uiso 1 1 calc R U . . .
H7 H 0.514926 0.045294 0.427510 0.056 Uiso 1 1 calc R U . . .
H5 H 0.578709 0.024474 0.466070 0.056 Uiso 1 1 calc R U . . .
C12 C 0.45209(12) 0.3616(5) 0.38763(14) 0.0320(6) Uani 1 1 d . . . . .
H9 H 0.453397 0.249516 0.420142 0.038 Uiso 1 1 calc R U . . .
H18 H 0.423493 0.466405 0.381270 0.038 Uiso 1 1 calc R U . . .
C13 C 0.46534(9) 0.2902(4) 0.28546(12) 0.0208(5) Uani 1 1 d . . . . .
C14 C 0.59107(11) 0.3813(5) 0.22646(15) 0.0327(6) Uani 1 1 d . . . . .
H15 H 0.611177 0.269427 0.219431 0.039 Uiso 1 1 calc R U . . .
C15 C 0.56097(10) 0.3349(4) 0.25941(13) 0.0268(5) Uani 1 1 d . . . . .
H14 H 0.560410 0.191636 0.274962 0.032 Uiso 1 1 calc R U . . .
C16 C 0.82275(13) 0.1388(6) 0.60150(17) 0.0418(7) Uani 1 1 d . . . . .
H36 H 0.805802 0.205822 0.556641 0.063 Uiso 1 1 calc R U . . .
H21 H 0.822825 -0.019586 0.596848 0.063 Uiso 1 1 calc R U . . .
H19 H 0.859637 0.191159 0.626561 0.063 Uiso 1 1 calc R U . . .
C17 C 0.79496(11) 0.4073(5) 0.65326(14) 0.0300(6) Uani 1 1 d . . . . .
C18 C 0.76266(10) 0.4539(4) 0.68926(13) 0.0257(5) Uani 1 1 d . . . . .
C19 C 0.76243(10) 0.6641(4) 0.71246(14) 0.0272(5) Uani 1 1 d . . . . .
H22 H 0.782765 0.775022 0.705439 0.033 Uiso 1 1 calc R U . . .
C20 C 0.73285(10) 0.7118(4) 0.74553(13) 0.0244(5) Uani 1 1 d . . . . .
H35 H 0.733110 0.855111 0.761520 0.029 Uiso 1 1 calc R U . . .
C21 C 0.70249(9) 0.5502(4) 0.75561(12) 0.0213(5) Uani 1 1 d . . . . .
C22 C 0.67571(10) 0.4408(4) 0.84290(12) 0.0225(5) Uani 1 1 d . . . . .
H34 H 0.711850 0.375417 0.865727 0.027 Uiso 1 1 calc R U . . .
H25 H 0.649304 0.322620 0.821867 0.027 Uiso 1 1 calc R U . . .
C23 C 0.66403(10) 0.5631(4) 0.89386(12) 0.0228(5) Uani 1 1 d . . . . .
H33 H 0.690311 0.685256 0.912100 0.027 Uiso 1 1 calc R U . . .
C24 C 0.70258(10) 0.5067(5) 1.01395(13) 0.0269(5) Uani 1 1 d . . . . .
C25 C 0.71309(12) 0.3582(6) 1.07231(14) 0.0355(6) Uani 1 1 d . . . . .
H26 H 0.745295 0.406628 1.112245 0.053 Uiso 1 1 calc R U . . .
H20 H 0.718334 0.209372 1.060871 0.053 Uiso 1 1 calc R U . . .
H27 H 0.682487 0.362060 1.081800 0.053 Uiso 1 1 calc R U . . .
C26 C 0.70269(10) 0.3391(4) 0.73303(13) 0.0256(5) Uani 1 1 d . . . . .
H23 H 0.682278 0.228454 0.740057 0.031 Uiso 1 1 calc R U . . .
C27 C 0.73290(10) 0.2913(4) 0.70021(13) 0.0265(5) Uani 1 1 d . . . . .
H24 H 0.733337 0.147292 0.685117 0.032 Uiso 1 1 calc R U . . .
C28 C 0.64669(13) 0.2128(5) 0.93790(15) 0.0354(6) Uani 1 1 d . . . . .
H29 H 0.674048 0.104484 0.943991 0.053 Uiso 1 1 calc R U . . .
H30 H 0.617694 0.205297 0.891551 0.053 Uiso 1 1 calc R U . . .
H28 H 0.632382 0.182997 0.969521 0.053 Uiso 1 1 calc R U . . .
C29 C 0.60847(10) 0.6632(4) 0.85760(12) 0.0226(5) Uani 1 1 d . . . . .
H32 H 0.580988 0.547320 0.840902 0.027 Uiso 1 1 calc R U . . .
H31 H 0.601865 0.757154 0.888923 0.027 Uiso 1 1 calc R U . . .
C30 C 0.63647(9) 0.7635(4) 0.77059(11) 0.0204(4) Uani 1 1 d . . . . .


_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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C9 1.242(4) . ?
O2 C2 1.204(4) . ?
O3 C13 1.241(3) . ?
O4 C17 1.339(4) . ?
O4 C16 1.442(3) . ?
O5 C24 1.227(4) . ?
O6 C30 1.257(3) . ?
O7 C17 1.204(4) . ?
N2 C13 1.376(3) . ?
N2 C6 1.418(3) . ?
N2 C7 1.470(3) . ?
N3 C9 1.349(4) . ?
N3 C11 1.468(4) . ?
N3 C8 1.485(4) . ?
N4 C13 1.349(3) . ?
N4 C12 1.471(3) . ?
N4 H37 0.8800 . ?
N5 C30 1.369(3) . ?
N5 C21 1.428(3) . ?
N5 C22 1.472(3) . ?
N6 C24 1.364(3) . ?
N6 C23 1.454(3) . ?
N6 C28 1.459(3) . ?
N7 C30 1.344(3) . ?
N7 C29 1.455(3) . ?
N7 H38 0.8800 . ?
C1 O8 1.446(3) . ?
C1 H1 0.9800 . ?
C1 H16 0.9800 . ?
C1 H17 0.9800 . ?
C2 O8 1.332(4) . ?
C2 C3 1.490(3) . ?
C3 C4 1.388(4) . ?
C3 C14 1.396(4) . ?
C4 C5 1.388(3) . ?
C4 H13 0.9500 . ?
C5 C6 1.391(4) . ?
C5 H12 0.9500 . ?
C6 C15 1.393(3) . ?
C7 C8 1.528(3) . ?
C7 H11 0.9900 . ?
C7 H10 0.9900 . ?
C8 C12 1.515(4) . ?
C8 H8 1.0000 . ?
C9 C10 1.503(5) . ?
C10 H4 0.9800 . ?
C10 H3 0.9800 . ?
C10 H2 0.9800 . ?
C11 H6 0.9800 . ?
C11 H7 0.9800 . ?
C11 H5 0.9800 . ?
C12 H9 0.9900 . ?
C12 H18 0.9900 . ?
C14 C15 1.387(4) . ?
C14 H15 0.9500 . ?
C15 H14 0.9500 . ?
C16 H36 0.9800 . ?
C16 H21 0.9800 . ?
C16 H19 0.9800 . ?
C17 C18 1.496(3) . ?
C18 C19 1.394(4) . ?
C18 C27 1.398(4) . ?
C19 C20 1.378(3) . ?
C19 H22 0.9500 . ?
C20 C21 1.397(3) . ?
C20 H35 0.9500 . ?
C21 C26 1.394(3) . ?
C22 C23 1.523(3) . ?
C22 H34 0.9900 . ?
C22 H25 0.9900 . ?
C23 C29 1.522(3) . ?
C23 H33 1.0000 . ?
C24 C25 1.505(4) . ?
C25 H26 0.9800 . ?
C25 H20 0.9800 . ?
C25 H27 0.9800 . ?
C26 C27 1.389(3) . ?
C26 H23 0.9500 . ?
C27 H24 0.9500 . ?
C28 H29 0.9800 . ?
C28 H30 0.9800 . ?
C28 H28 0.9800 . ?
C29 H32 0.9900 . ?
C29 H31 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C17 O4 C16 115.2(2) . . ?
C13 N2 C6 120.64(19) . . ?
C13 N2 C7 120.11(19) . . ?
C6 N2 C7 119.00(19) . . ?
C9 N3 C11 121.7(3) . . ?
C9 N3 C8 117.4(2) . . ?
C11 N3 C8 120.6(2) . . ?
C13 N4 C12 126.5(2) . . ?
C13 N4 H37 116.8 . . ?
C12 N4 H37 116.8 . . ?
C30 N5 C21 120.17(19) . . ?
C30 N5 C22 121.02(19) . . ?
C21 N5 C22 118.24(19) . . ?
C24 N6 C23 117.6(2) . . ?
C24 N6 C28 123.2(2) . . ?
C23 N6 C28 119.0(2) . . ?
C30 N7 C29 125.8(2) . . ?
C30 N7 H38 117.1 . . ?
C29 N7 H38 117.1 . . ?
O8 C1 H1 109.5 . . ?
O8 C1 H16 109.5 . . ?
H1 C1 H16 109.5 . . ?
O8 C1 H17 109.5 . . ?
H1 C1 H17 109.5 . . ?
H16 C1 H17 109.5 . . ?
O2 C2 O8 124.5(3) . . ?
O2 C2 C3 123.4(3) . . ?
O8 C2 C3 112.1(2) . . ?
C4 C3 C14 119.7(2) . . ?
C4 C3 C2 121.9(3) . . ?
C14 C3 C2 118.4(2) . . ?
C3 C4 C5 120.3(2) . . ?
C3 C4 H13 119.8 . . ?
C5 C4 H13 119.8 . . ?
C4 C5 C6 119.7(2) . . ?
C4 C5 H12 120.2 . . ?
C6 C5 H12 120.2 . . ?
C5 C6 C15 120.4(2) . . ?
C5 C6 N2 118.9(2) . . ?
C15 C6 N2 120.7(2) . . ?
N2 C7 C8 109.09(19) . . ?
N2 C7 H11 109.9 . . ?
C8 C7 H11 109.9 . . ?
N2 C7 H10 109.9 . . ?
C8 C7 H10 109.9 . . ?
H11 C7 H10 108.3 . . ?
N3 C8 C12 114.6(2) . . ?
N3 C8 C7 110.2(2) . . ?
C12 C8 C7 107.5(2) . . ?
N3 C8 H8 108.1 . . ?
C12 C8 H8 108.1 . . ?
C7 C8 H8 108.1 . . ?
C2 O8 C1 115.9(3) . . ?
O1 C9 N3 121.0(3) . . ?
O1 C9 C10 120.3(3) . . ?
N3 C9 C10 118.7(3) . . ?
C9 C10 H4 109.5 . . ?
C9 C10 H3 109.5 . . ?
H4 C10 H3 109.5 . . ?
C9 C10 H2 109.5 . . ?
H4 C10 H2 109.5 . . ?
H3 C10 H2 109.5 . . ?
N3 C11 H6 109.5 . . ?
N3 C11 H7 109.5 . . ?
H6 C11 H7 109.5 . . ?
N3 C11 H5 109.5 . . ?
H6 C11 H5 109.5 . . ?
H7 C11 H5 109.5 . . ?
N4 C12 C8 110.8(2) . . ?
N4 C12 H9 109.5 . . ?
C8 C12 H9 109.5 . . ?
N4 C12 H18 109.5 . . ?
C8 C12 H18 109.5 . . ?
H9 C12 H18 108.1 . . ?
O3 C13 N4 121.9(2) . . ?
O3 C13 N2 121.3(2) . . ?
N4 C13 N2 116.9(2) . . ?
C15 C14 C3 120.3(2) . . ?
C15 C14 H15 119.9 . . ?
C3 C14 H15 119.9 . . ?
C14 C15 C6 119.6(2) . . ?
C14 C15 H14 120.2 . . ?
C6 C15 H14 120.2 . . ?
O4 C16 H36 109.5 . . ?
O4 C16 H21 109.5 . . ?
H36 C16 H21 109.5 . . ?
O4 C16 H19 109.5 . . ?
H36 C16 H19 109.5 . . ?
H21 C16 H19 109.5 . . ?
O7 C17 O4 124.0(3) . . ?
O7 C17 C18 124.2(3) . . ?
O4 C17 C18 111.8(2) . . ?
C19 C18 C27 119.4(2) . . ?
C19 C18 C17 119.1(2) . . ?
C27 C18 C17 121.4(2) . . ?
C20 C19 C18 120.3(2) . . ?
C20 C19 H22 119.8 . . ?
C18 C19 H22 119.8 . . ?
C19 C20 C21 120.2(2) . . ?
C19 C20 H35 119.9 . . ?
C21 C20 H35 119.9 . . ?
C26 C21 C20 119.9(2) . . ?
C26 C21 N5 119.1(2) . . ?
C20 C21 N5 120.9(2) . . ?
N5 C22 C23 108.33(19) . . ?
N5 C22 H34 110.0 . . ?
C23 C22 H34 110.0 . . ?
N5 C22 H25 110.0 . . ?
C23 C22 H25 110.0 . . ?
H34 C22 H25 108.4 . . ?
N6 C23 C29 112.01(19) . . ?
N6 C23 C22 113.1(2) . . ?
C29 C23 C22 109.1(2) . . ?
N6 C23 H33 107.5 . . ?
C29 C23 H33 107.5 . . ?
C22 C23 H33 107.5 . . ?
O5 C24 N6 122.0(2) . . ?
O5 C24 C25 120.8(3) . . ?
N6 C24 C25 117.2(3) . . ?
C24 C25 H26 109.5 . . ?
C24 C25 H20 109.5 . . ?
H26 C25 H20 109.5 . . ?
C24 C25 H27 109.5 . . ?
H26 C25 H27 109.5 . . ?
H20 C25 H27 109.5 . . ?
C27 C26 C21 119.6(2) . . ?
C27 C26 H23 120.2 . . ?
C21 C26 H23 120.2 . . ?
C26 C27 C18 120.4(2) . . ?
C26 C27 H24 119.8 . . ?
C18 C27 H24 119.8 . . ?
N6 C28 H29 109.5 . . ?
N6 C28 H30 109.5 . . ?
H29 C28 H30 109.5 . . ?
N6 C28 H28 109.5 . . ?
H29 C28 H28 109.5 . . ?
H30 C28 H28 109.5 . . ?
N7 C29 C23 108.01(19) . . ?
N7 C29 H32 110.1 . . ?
C23 C29 H32 110.1 . . ?
N7 C29 H31 110.1 . . ?
C23 C29 H31 110.1 . . ?
H32 C29 H31 108.4 . . ?
O6 C30 N7 120.2(2) . . ?
O6 C30 N5 121.0(2) . . ?
N7 C30 N5 118.7(2) . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C2 C3 C4 -177.2(4) . . . . ?
O8 C2 C3 C4 3.7(4) . . . . ?
O2 C2 C3 C14 3.3(5) . . . . ?
O8 C2 C3 C14 -175.8(3) . . . . ?
C14 C3 C4 C5 -1.0(4) . . . . ?
C2 C3 C4 C5 179.5(3) . . . . ?
C3 C4 C5 C6 0.5(4) . . . . ?
C4 C5 C6 C15 0.3(4) . . . . ?
C4 C5 C6 N2 178.0(2) . . . . ?
C13 N2 C6 C5 129.1(2) . . . . ?
C7 N2 C6 C5 -45.2(3) . . . . ?
C13 N2 C6 C15 -53.2(3) . . . . ?
C7 N2 C6 C15 132.5(2) . . . . ?
C13 N2 C7 C8 43.4(3) . . . . ?
C6 N2 C7 C8 -142.3(2) . . . . ?
C9 N3 C8 C12 -165.5(2) . . . . ?
C11 N3 C8 C12 20.8(3) . . . . ?
C9 N3 C8 C7 73.1(3) . . . . ?
C11 N3 C8 C7 -100.7(3) . . . . ?
N2 C7 C8 N3 64.5(3) . . . . ?
N2 C7 C8 C12 -61.0(3) . . . . ?
O2 C2 O8 C1 0.7(5) . . . . ?
C3 C2 O8 C1 179.7(3) . . . . ?
C11 N3 C9 O1 176.4(3) . . . . ?
C8 N3 C9 O1 2.7(4) . . . . ?
C11 N3 C9 C10 -2.4(4) . . . . ?
C8 N3 C9 C10 -176.1(2) . . . . ?
C13 N4 C12 C8 -11.4(4) . . . . ?
N3 C8 C12 N4 -77.4(3) . . . . ?
C7 C8 C12 N4 45.6(3) . . . . ?
C12 N4 C13 O3 170.6(3) . . . . ?
C12 N4 C13 N2 -9.9(4) . . . . ?
C6 N2 C13 O3 -2.1(3) . . . . ?
C7 N2 C13 O3 172.1(2) . . . . ?
C6 N2 C13 N4 178.3(2) . . . . ?
C7 N2 C13 N4 -7.4(3) . . . . ?
C4 C3 C14 C15 0.7(4) . . . . ?
C2 C3 C14 C15 -179.8(3) . . . . ?
C3 C14 C15 C6 0.0(4) . . . . ?
C5 C6 C15 C14 -0.5(4) . . . . ?
N2 C6 C15 C14 -178.2(2) . . . . ?
C16 O4 C17 O7 -1.0(4) . . . . ?
C16 O4 C17 C18 178.9(2) . . . . ?
O7 C17 C18 C19 -3.4(4) . . . . ?
O4 C17 C18 C19 176.6(2) . . . . ?
O7 C17 C18 C27 176.7(3) . . . . ?
O4 C17 C18 C27 -3.2(4) . . . . ?
C27 C18 C19 C20 -0.4(4) . . . . ?
C17 C18 C19 C20 179.7(2) . . . . ?
C18 C19 C20 C21 -0.5(4) . . . . ?
C19 C20 C21 C26 0.9(4) . . . . ?
C19 C20 C21 N5 178.7(2) . . . . ?
C30 N5 C21 C26 -127.8(2) . . . . ?
C22 N5 C21 C26 43.7(3) . . . . ?
C30 N5 C21 C20 54.4(3) . . . . ?
C22 N5 C21 C20 -134.1(2) . . . . ?
C30 N5 C22 C23 -34.7(3) . . . . ?
C21 N5 C22 C23 153.9(2) . . . . ?
C24 N6 C23 C29 -108.8(2) . . . . ?
C28 N6 C23 C29 77.0(3) . . . . ?
C24 N6 C23 C22 127.4(2) . . . . ?
C28 N6 C23 C22 -46.8(3) . . . . ?
N5 C22 C23 N6 -175.26(19) . . . . ?
N5 C22 C23 C29 59.4(2) . . . . ?
C23 N6 C24 O5 7.3(4) . . . . ?
C28 N6 C24 O5 -178.7(3) . . . . ?
C23 N6 C24 C25 -174.4(2) . . . . ?
C28 N6 C24 C25 -0.4(4) . . . . ?
C20 C21 C26 C27 -0.4(4) . . . . ?
N5 C21 C26 C27 -178.2(2) . . . . ?
C21 C26 C27 C18 -0.5(4) . . . . ?
C19 C18 C27 C26 1.0(4) . . . . ?
C17 C18 C27 C26 -179.2(2) . . . . ?
C30 N7 C29 C23 23.2(3) . . . . ?
N6 C23 C29 N7 -179.3(2) . . . . ?
C22 C23 C29 N7 -53.3(2) . . . . ?
C29 N7 C30 O6 -177.3(2) . . . . ?
C29 N7 C30 N5 2.9(4) . . . . ?
C21 N5 C30 O6 -5.2(3) . . . . ?
C22 N5 C30 O6 -176.4(2) . . . . ?
C21 N5 C30 N7 174.6(2) . . . . ?
C22 N5 C30 N7 3.3(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N4 H37 O6 0.88 2.04 2.889(3) 163.2 2_646 yes
N7 H38 O3 0.88 1.97 2.829(3) 166.0 2_666 yes
C5 H12 O3 0.95 2.60 3.514(3) 160.4 1_565 yes
C7 H10 O1 0.99 2.51 3.055(3) 114.4 . yes
C11 H5 O1 0.98 2.54 3.318(4) 136.0 1_545 yes
C12 H9 O9 0.99 2.44 3.236(4) 137.0 2_646 yes
C22 H34 O5 0.99 2.58 3.418(3) 142.6 4_647 yes
C25 H27 O2 0.98 2.40 3.260(4) 145.9 1_556 yes
C26 H23 O6 0.95 2.45 3.362(3) 159.7 1_545 yes
C28 H30 O3 0.98 2.65 3.625(4) 176.6 2_656 yes

_refine_diff_density_max         0.471
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.039



