# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2022

####################################################################### 
# 
# 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_Wallace32
_database_code_depnum_ccdc_archive 'CCDC 2108067'
loop_
_audit_author_name
_audit_author_address
'Karl J Wallace'
;University of Southern Mississippi
United States of America
;
_audit_update_record             
;
2021-09-06 deposited with the CCDC.	2022-10-24 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_THETM01_Wallace32           
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.575
RESPONSE: The very small crystal did not scatter past sin(theta)/lambda
0.556 even at low temperature with microfocus Cu source.
;
# end Validation Reply Form


_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H27 N3 O4'
_chemical_formula_sum            'C24 H27 N3 O4'
_chemical_formula_weight         421.48

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   5.1039(3)
_cell_length_b                   14.0847(8)
_cell_length_c                   15.9717(9)
_cell_angle_alpha                69.320(4)
_cell_angle_beta                 87.965(5)
_cell_angle_gamma                80.713(4)
_cell_volume                     1059.81(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    90.0(5)
_cell_measurement_reflns_used    926
_cell_measurement_theta_min      2.96
_cell_measurement_theta_max      58.08
_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_F_000             448
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.738
_shelx_estimated_absorpt_T_min   0.843
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.714
_exptl_absorpt_correction_T_max  0.993
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      90.0(5)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'I\mS microfocus'
_diffrn_radiation_monochromator  'QUAZAR multilayer optics'
_diffrn_measurement_device_type  'Bruker Kappa APEX-II DUO'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9299
_diffrn_reflns_av_unetI/netI     0.1392
_diffrn_reflns_av_R_equivalents  0.1199
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.958
_diffrn_reflns_theta_max         59.015
_diffrn_reflns_theta_full        59.015
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             3045
_reflns_number_gt                1468
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _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    ?
_computing_publication_material  ?
_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)+(0.1078P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_extinction_coef       0.0035(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3045
_refine_ls_number_parameters     288
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1551
_refine_ls_R_factor_gt           0.0775
_refine_ls_wR_factor_ref         0.2360
_refine_ls_wR_factor_gt          0.1866
_refine_ls_goodness_of_fit_ref   0.951
_refine_ls_restrained_S_all      0.951
_refine_ls_shift/su_max          0.000
_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 -0.0788(7) 0.4304(3) 0.6492(2) 0.0468(10) Uani 1 1 d . . . . .
O2 O 0.2337(7) 0.4963(3) 0.5600(2) 0.0508(10) Uani 1 1 d . . . . .
O3 O 0.1501(7) 0.1488(3) 0.6235(2) 0.0488(10) Uani 1 1 d . . . . .
O4 O 1.6292(7) 0.0299(3) 0.2504(2) 0.0509(10) Uani 1 1 d . . . . .
N1 N 0.5043(9) 0.2310(4) 0.5091(3) 0.0481(12) Uani 1 1 d . . . . .
N2 N 1.4189(8) 0.0474(3) 0.3061(3) 0.0476(12) Uani 1 1 d . . . . .
N3 N -0.7598(8) 0.3124(3) 0.8508(3) 0.0497(12) Uani 1 1 d . . . . .
C2 C 0.1317(10) 0.4204(4) 0.5935(3) 0.0446(13) Uani 1 1 d . . . . .
C3 C 0.2045(10) 0.3222(4) 0.5827(3) 0.0446(13) Uani 1 1 d . . . . .
C4 C 0.0814(10) 0.2354(4) 0.6309(4) 0.0444(13) Uani 1 1 d . . . . .
C4A C -0.1334(10) 0.2517(4) 0.6891(3) 0.0462(14) Uani 1 1 d . . . . .
C5 C -0.2727(10) 0.1752(4) 0.7397(3) 0.0500(14) Uani 1 1 d . . . . .
H5 H -0.227347 0.108428 0.736548 0.060 Uiso 1 1 calc R U . . .
C6 C -0.4752(11) 0.1926(4) 0.7944(4) 0.0514(15) Uani 1 1 d . . . . .
H6 H -0.564038 0.137790 0.829246 0.062 Uiso 1 1 calc R U . . .
C7 C -0.5524(10) 0.2929(4) 0.7991(3) 0.0474(14) Uani 1 1 d . . . . .
C8 C -0.4099(10) 0.3699(4) 0.7479(3) 0.0499(15) Uani 1 1 d . . . . .
H8 H -0.453032 0.437275 0.749783 0.060 Uiso 1 1 calc R U . . .
C8A C -0.2071(10) 0.3483(4) 0.6947(3) 0.0446(13) Uani 1 1 d . . . . .
C9 C 0.4116(10) 0.3173(4) 0.5241(3) 0.0481(14) Uani 1 1 d . . . . .
H9 H 0.488453 0.377199 0.494113 0.058 Uiso 1 1 calc R U . . .
C10 C 0.7095(10) 0.2159(4) 0.4498(3) 0.0451(13) Uani 1 1 d . . . . .
C11 C 0.8530(11) 0.2908(5) 0.4014(4) 0.0517(15) Uani 1 1 d . . . . .
H11 H 0.816318 0.357654 0.404868 0.062 Uiso 1 1 calc R U . . .
C11A C 0.7595(11) 0.1188(4) 0.4452(3) 0.0499(14) Uani 1 1 d . . . . .
H11A H 0.659869 0.067456 0.479689 0.060 Uiso 1 1 calc R U . . .
C12 C 1.0538(11) 0.2671(4) 0.3472(4) 0.0494(14) Uani 1 1 d . . . . .
H12 H 1.154779 0.318520 0.313696 0.059 Uiso 1 1 calc R U . . .
C12A C 0.9573(10) 0.0964(4) 0.3895(3) 0.0476(14) Uani 1 1 d . . . . .
H12A H 0.988212 0.030209 0.384674 0.057 Uiso 1 1 calc R U . . .
C13 C 1.1096(10) 0.1698(4) 0.3410(3) 0.0452(14) Uani 1 1 d . . . . .
C14 C 1.3299(10) 0.1438(4) 0.2855(3) 0.0445(14) Uani 1 1 d . . . . .
C15 C 1.4469(11) 0.2280(4) 0.2161(4) 0.0563(16) Uani 1 1 d . . . . .
H15A H 1.560776 0.199267 0.177356 0.084 Uiso 1 1 calc R U . . .
H15B H 1.552583 0.259853 0.245621 0.084 Uiso 1 1 calc R U . . .
H15C H 1.303735 0.279871 0.180009 0.084 Uiso 1 1 calc R U . . .
C16 C -0.8801(11) 0.2306(5) 0.9142(4) 0.0559(16) Uani 1 1 d . . . . .
H16A H -0.910694 0.181759 0.885129 0.067 Uiso 1 1 calc R U . . .
H16B H -1.055195 0.260267 0.930479 0.067 Uiso 1 1 calc R U . . .
C16A C -0.8491(10) 0.4164(4) 0.8489(4) 0.0513(15) Uani 1 1 d . . . . .
H16C H -1.037958 0.422370 0.865753 0.062 Uiso 1 1 calc R U . . .
H16D H -0.839236 0.464459 0.786710 0.062 Uiso 1 1 calc R U . . .
C17 C -0.7122(12) 0.1715(5) 1.0000(4) 0.0637(17) Uani 1 1 d . . . . .
H17A H -0.540166 0.138940 0.984326 0.076 Uiso 1 1 calc R U . . .
H17B H -0.675137 0.220524 1.028071 0.076 Uiso 1 1 calc R U . . .
C17A C -0.6942(11) 0.4506(5) 0.9099(4) 0.0566(16) Uani 1 1 d . . . . .
H17C H -0.703942 0.403676 0.972578 0.068 Uiso 1 1 calc R U . . .
H17D H -0.505263 0.446324 0.893145 0.068 Uiso 1 1 calc R U . . .
C18 C -0.8478(13) 0.0896(5) 1.0667(4) 0.0743(19) Uani 1 1 d . . . . .
H18A H -1.017294 0.121517 1.083097 0.111 Uiso 1 1 calc R U . . .
H18B H -0.733840 0.054565 1.120377 0.111 Uiso 1 1 calc R U . . .
H18C H -0.880117 0.039655 1.039944 0.111 Uiso 1 1 calc R U . . .
C18A C -0.8033(12) 0.5598(4) 0.9034(4) 0.0612(17) Uani 1 1 d . . . . .
H18D H -0.795069 0.606263 0.841313 0.092 Uiso 1 1 calc R U . . .
H18E H -0.697151 0.580171 0.942203 0.092 Uiso 1 1 calc R U . . .
H18F H -0.988237 0.563510 0.922371 0.092 Uiso 1 1 calc R U . . .
H4O H 1.715(13) -0.037(5) 0.283(4) 0.092 Uiso 1 1 d . U . . .
H1N H 0.423(12) 0.182(5) 0.542(4) 0.073 Uiso 1 1 d . U . . .


_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 C8A 1.382(6) . ?
O1 C2 1.391(6) . ?
O2 C2 1.207(6) . ?
O3 C4 1.260(6) . ?
O4 N2 1.416(5) . ?
O4 H4O 0.94(7) . ?
N1 C9 1.330(7) . ?
N1 C10 1.428(7) . ?
N1 H1N 0.87(6) . ?
N2 C14 1.287(6) . ?
N3 C7 1.371(6) . ?
N3 C16 1.446(7) . ?
N3 C16A 1.453(7) . ?
C2 C3 1.441(7) . ?
C3 C9 1.396(7) . ?
C3 C4 1.425(7) . ?
C4 C4A 1.455(7) . ?
C4A C5 1.383(7) . ?
C4A C8A 1.385(7) . ?
C5 C6 1.378(7) . ?
C5 H5 0.9500 . ?
C6 C7 1.432(7) . ?
C6 H6 0.9500 . ?
C7 C8 1.399(7) . ?
C8 C8A 1.380(7) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 C11 1.371(7) . ?
C10 C11A 1.379(7) . ?
C11 C12 1.394(7) . ?
C11 H11 0.9500 . ?
C11A C12A 1.393(7) . ?
C11A H11A 0.9500 . ?
C12 C13 1.391(7) . ?
C12 H12 0.9500 . ?
C12A C13 1.387(7) . ?
C12A H12A 0.9500 . ?
C13 C14 1.487(7) . ?
C14 C15 1.497(7) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.533(8) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16A C17A 1.521(7) . ?
C16A H16C 0.9900 . ?
C16A H16D 0.9900 . ?
C17 C18 1.510(8) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17A C18A 1.517(8) . ?
C17A H17C 0.9900 . ?
C17A H17D 0.9900 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C18A H18D 0.9800 . ?
C18A H18E 0.9800 . ?
C18A H18F 0.9800 . ?

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
C8A O1 C2 121.3(4) . . ?
N2 O4 H4O 103(4) . . ?
C9 N1 C10 127.6(5) . . ?
C9 N1 H1N 110(4) . . ?
C10 N1 H1N 123(4) . . ?
C14 N2 O4 111.6(4) . . ?
C7 N3 C16 121.9(5) . . ?
C7 N3 C16A 120.2(5) . . ?
C16 N3 C16A 117.7(4) . . ?
O2 C2 O1 115.1(5) . . ?
O2 C2 C3 127.5(5) . . ?
O1 C2 C3 117.4(5) . . ?
C9 C3 C4 122.4(5) . . ?
C9 C3 C2 115.1(5) . . ?
C4 C3 C2 122.5(5) . . ?
O3 C4 C3 122.6(5) . . ?
O3 C4 C4A 120.9(5) . . ?
C3 C4 C4A 116.6(5) . . ?
C5 C4A C8A 117.2(5) . . ?
C5 C4A C4 123.3(5) . . ?
C8A C4A C4 119.5(5) . . ?
C6 C5 C4A 122.1(5) . . ?
C6 C5 H5 118.9 . . ?
C4A C5 H5 118.9 . . ?
C5 C6 C7 120.3(5) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 H6 119.9 . . ?
N3 C7 C8 121.8(5) . . ?
N3 C7 C6 121.0(5) . . ?
C8 C7 C6 117.2(5) . . ?
C8A C8 C7 120.3(5) . . ?
C8A C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C8 C8A O1 114.5(5) . . ?
C8 C8A C4A 122.8(5) . . ?
O1 C8A C4A 122.6(5) . . ?
N1 C9 C3 121.8(6) . . ?
N1 C9 H9 119.1 . . ?
C3 C9 H9 119.1 . . ?
C11 C10 C11A 121.3(5) . . ?
C11 C10 N1 123.4(5) . . ?
C11A C10 N1 115.2(5) . . ?
C10 C11 C12 118.8(6) . . ?
C10 C11 H11 120.6 . . ?
C12 C11 H11 120.6 . . ?
C10 C11A C12A 119.5(5) . . ?
C10 C11A H11A 120.3 . . ?
C12A C11A H11A 120.3 . . ?
C13 C12 C11 121.4(5) . . ?
C13 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
C13 C12A C11A 120.7(5) . . ?
C13 C12A H12A 119.7 . . ?
C11A C12A H12A 119.7 . . ?
C12A C13 C12 118.3(5) . . ?
C12A C13 C14 120.4(5) . . ?
C12 C13 C14 121.2(5) . . ?
N2 C14 C13 115.5(5) . . ?
N2 C14 C15 124.4(5) . . ?
C13 C14 C15 119.9(5) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N3 C16 C17 113.7(5) . . ?
N3 C16 H16A 108.8 . . ?
C17 C16 H16A 108.8 . . ?
N3 C16 H16B 108.8 . . ?
C17 C16 H16B 108.8 . . ?
H16A C16 H16B 107.7 . . ?
N3 C16A C17A 115.5(5) . . ?
N3 C16A H16C 108.4 . . ?
C17A C16A H16C 108.4 . . ?
N3 C16A H16D 108.4 . . ?
C17A C16A H16D 108.4 . . ?
H16C C16A H16D 107.5 . . ?
C18 C17 C16 112.6(5) . . ?
C18 C17 H17A 109.1 . . ?
C16 C17 H17A 109.1 . . ?
C18 C17 H17B 109.1 . . ?
C16 C17 H17B 109.1 . . ?
H17A C17 H17B 107.8 . . ?
C18A C17A C16A 111.3(5) . . ?
C18A C17A H17C 109.4 . . ?
C16A C17A H17C 109.4 . . ?
C18A C17A H17D 109.4 . . ?
C16A C17A H17D 109.4 . . ?
H17C C17A H17D 108.0 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17A C18A H18D 109.5 . . ?
C17A C18A H18E 109.5 . . ?
H18D C18A H18E 109.5 . . ?
C17A C18A H18F 109.5 . . ?
H18D C18A H18F 109.5 . . ?
H18E C18A H18F 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8A O1 C2 O2 -177.4(4) . . . . ?
C8A O1 C2 C3 2.2(7) . . . . ?
O2 C2 C3 C9 -2.3(8) . . . . ?
O1 C2 C3 C9 178.2(4) . . . . ?
O2 C2 C3 C4 175.3(5) . . . . ?
O1 C2 C3 C4 -4.2(7) . . . . ?
C9 C3 C4 O3 -0.4(8) . . . . ?
C2 C3 C4 O3 -177.9(5) . . . . ?
C9 C3 C4 C4A -179.6(5) . . . . ?
C2 C3 C4 C4A 3.0(7) . . . . ?
O3 C4 C4A C5 0.5(8) . . . . ?
C3 C4 C4A C5 179.6(5) . . . . ?
O3 C4 C4A C8A -179.0(5) . . . . ?
C3 C4 C4A C8A 0.2(7) . . . . ?
C8A C4A C5 C6 -0.7(8) . . . . ?
C4 C4A C5 C6 179.9(5) . . . . ?
C4A C5 C6 C7 1.4(8) . . . . ?
C16 N3 C7 C8 -170.1(5) . . . . ?
C16A N3 C7 C8 4.2(7) . . . . ?
C16 N3 C7 C6 10.8(8) . . . . ?
C16A N3 C7 C6 -174.9(5) . . . . ?
C5 C6 C7 N3 177.6(5) . . . . ?
C5 C6 C7 C8 -1.5(8) . . . . ?
N3 C7 C8 C8A -178.2(5) . . . . ?
C6 C7 C8 C8A 0.9(8) . . . . ?
C7 C8 C8A O1 -178.7(5) . . . . ?
C7 C8 C8A C4A -0.2(8) . . . . ?
C2 O1 C8A C8 179.4(4) . . . . ?
C2 O1 C8A C4A 1.0(7) . . . . ?
C5 C4A C8A C8 0.1(8) . . . . ?
C4 C4A C8A C8 179.5(5) . . . . ?
C5 C4A C8A O1 178.4(5) . . . . ?
C4 C4A C8A O1 -2.2(8) . . . . ?
C10 N1 C9 C3 178.4(5) . . . . ?
C4 C3 C9 N1 0.8(8) . . . . ?
C2 C3 C9 N1 178.4(5) . . . . ?
C9 N1 C10 C11 3.4(8) . . . . ?
C9 N1 C10 C11A -177.9(5) . . . . ?
C11A C10 C11 C12 -0.3(8) . . . . ?
N1 C10 C11 C12 178.4(5) . . . . ?
C11 C10 C11A C12A -0.8(8) . . . . ?
N1 C10 C11A C12A -179.6(5) . . . . ?
C10 C11 C12 C13 0.3(8) . . . . ?
C10 C11A C12A C13 2.1(8) . . . . ?
C11A C12A C13 C12 -2.1(8) . . . . ?
C11A C12A C13 C14 176.7(5) . . . . ?
C11 C12 C13 C12A 0.9(8) . . . . ?
C11 C12 C13 C14 -177.9(5) . . . . ?
O4 N2 C14 C13 -179.5(4) . . . . ?
O4 N2 C14 C15 -4.5(7) . . . . ?
C12A C13 C14 N2 -20.3(7) . . . . ?
C12 C13 C14 N2 158.5(5) . . . . ?
C12A C13 C14 C15 164.4(5) . . . . ?
C12 C13 C14 C15 -16.8(8) . . . . ?
C7 N3 C16 C17 75.6(7) . . . . ?
C16A N3 C16 C17 -98.8(6) . . . . ?
C7 N3 C16A C17A -83.8(6) . . . . ?
C16 N3 C16A C17A 90.7(6) . . . . ?
N3 C16 C17 C18 177.5(5) . . . . ?
N3 C16A C17A C18A -179.8(5) . . . . ?

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
O4 H4O O3 0.94(7) 1.80(7) 2.707(5) 160(6) 2_756 yes
N1 H1N O3 0.87(6) 1.87(6) 2.626(5) 145(6) . yes

_refine_diff_density_max         0.309
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.077

