# 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 
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data_des_a_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2203351'
_audit_update_record             
;
2022-08-24 deposited with the CCDC.	2023-03-14 downloaded from the CCDC.
;
_audit_creation_date             2022-08-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
bambar.davaasuren@kaust.edu.sa
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H25 N3 O'
_chemical_formula_sum            'C19 H25 N3 O'
_chemical_formula_weight         311.42
_chemical_melting_point          ?
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'

_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_IT_number           2
_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                   10.7397(8)
_cell_length_b                   10.9415(9)
_cell_length_c                   16.0325(12)
_cell_angle_alpha                88.444(3)
_cell_angle_beta                 72.754(3)
_cell_angle_gamma                70.469(3)
_cell_volume                     1690.3(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9911
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.44
_cell_measurement_theta_min      2.35
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.969
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9489
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1161 before and 0.0578 after correction.
The Ratio of minimum to maximum transmission is 0.9489.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.224
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.407
_exptl_crystal_size_mid          0.317
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_av_unetI/netI     0.0256
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            59881
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.516
_diffrn_reflns_theta_min         1.981
_diffrn_ambient_temperature      120.01
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6273
_reflns_number_total             7752
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.617
_refine_diff_density_min         -0.608
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     419
_refine_ls_number_reflns         7752
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0625
_refine_ls_R_factor_gt           0.0465
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0565P)²+0.9605P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1163
_refine_ls_wR_factor_ref         0.1318
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C12(H12A,H12B), C13(H13A,H13B), C3(H3A,H3B), C32(H32A,H32B),
 C31(H31A,H31B), C22(H22A,H22B), C20(H20A,H20B)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), N3(H3), N5(H5), C6(H6), C7(H7), C11(H11), C15(H15), C16(H16),
 C17(H17), C18(H18), C19(H19), C10(H10), C36(H36), C37(H37), C38(H38), N6(H6A),
 C30(H30), C26(H26), C25(H25), C29(H29), C34(H34), C35(H35)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C4(H4A,H4B,H4C), C23(H23A,H23B,H23C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
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 0.90961(10) 0.00034(11) 0.40445(7) 0.0253(2) Uani 1 1 d . . . . .
O2 O 0.91733(11) 0.58075(11) 0.43768(7) 0.0270(2) Uani 1 1 d . . . . .
N1 N 0.68965(13) 0.32484(12) 0.23971(8) 0.0227(3) Uani 1 1 d . . . . .
N2 N 0.75859(12) -0.06851(12) 0.54041(8) 0.0216(3) Uani 1 1 d . . . . .
H2 H 0.840890 -0.073765 0.505269 0.026 Uiso 1 1 calc R U . . .
N3 N 0.85115(12) -0.05834(12) 0.69720(8) 0.0214(3) Uani 1 1 d . . . . .
H3 H 0.871628 0.005430 0.668314 0.026 Uiso 1 1 calc R U . . .
N5 N 0.84260(13) 0.38686(12) 0.51444(8) 0.0226(3) Uani 1 1 d . . . . .
H5 H 0.900715 0.429808 0.507340 0.027 Uiso 1 1 calc R U . . .
N4 N 0.65082(13) 0.84020(12) 0.26356(8) 0.0222(3) Uani 1 1 d . . . . .
C1 C 0.89674(18) 0.23433(18) 0.10774(11) 0.0359(4) Uani 1 1 d . . . . .
H1A H 0.905471 0.147057 0.127303 0.054 Uiso 1 1 calc R U . . .
H1B H 0.989289 0.238859 0.079450 0.054 Uiso 1 1 calc R U . . .
H1C H 0.843575 0.252714 0.065867 0.054 Uiso 1 1 calc R U . . .
C2 C 0.82248(16) 0.33371(15) 0.18586(10) 0.0271(3) Uani 1 1 d . . . . .
H2A H 0.883792 0.322800 0.223067 0.033 Uiso 1 1 calc R U . . .
H2B H 0.805900 0.421844 0.164678 0.033 Uiso 1 1 calc R U . . .
C5 C 0.68285(14) 0.24990(13) 0.30953(9) 0.0191(3) Uani 1 1 d . . . . .
C6 C 0.55043(14) 0.26095(13) 0.37076(9) 0.0206(3) Uani 1 1 d . . . . .
H6 H 0.467568 0.317710 0.361575 0.025 Uiso 1 1 calc R U . . .
C7 C 0.54394(14) 0.18982(13) 0.44209(9) 0.0200(3) Uani 1 1 d . . . . .
H7 H 0.455823 0.200889 0.483196 0.024 Uiso 1 1 calc R U . . .
C8 C 0.66364(14) 0.10014(13) 0.45709(9) 0.0185(3) Uani 1 1 d . . . . .
C11 C 0.65171(14) 0.02149(13) 0.52779(9) 0.0192(3) Uani 1 1 d . . . . .
H11 H 0.562364 0.034431 0.567896 0.023 Uiso 1 1 calc R U . . .
C12 C 0.75449(16) -0.16106(14) 0.60718(9) 0.0230(3) Uani 1 1 d . . . . .
H12A H 0.767285 -0.246583 0.580375 0.028 Uiso 1 1 calc R U . . .
H12B H 0.662844 -0.130587 0.652677 0.028 Uiso 1 1 calc R U . . .
C13 C 0.86802(15) -0.17557(14) 0.64907(9) 0.0236(3) Uani 1 1 d . . . . .
H13A H 0.869769 -0.245875 0.689368 0.028 Uiso 1 1 calc R U . . .
H13B H 0.958693 -0.202322 0.602594 0.028 Uiso 1 1 calc R U . . .
C14 C 0.80354(14) -0.04445(13) 0.78763(9) 0.0193(3) Uani 1 1 d . . . . .
C15 C 0.83087(15) 0.04680(14) 0.83273(10) 0.0237(3) Uani 1 1 d . . . . .
H15 H 0.884291 0.096264 0.800816 0.028 Uiso 1 1 calc R U . . .
C16 C 0.78084(17) 0.06562(15) 0.92333(10) 0.0288(3) Uani 1 1 d . . . . .
H16 H 0.800379 0.127789 0.952842 0.035 Uiso 1 1 calc R U . . .
C17 C 0.70266(17) -0.00523(16) 0.97127(10) 0.0302(3) Uani 1 1 d . . . . .
H17 H 0.668289 0.008118 1.033365 0.036 Uiso 1 1 calc R U . . .
C4 C 0.52699(17) 0.28612(16) 0.16809(11) 0.0303(3) Uani 1 1 d . . . . .
H4A H 0.603713 0.237548 0.117140 0.045 Uiso 1 1 calc R U . . .
H4B H 0.445445 0.332276 0.149580 0.045 Uiso 1 1 calc R U . . .
H4C H 0.504560 0.225566 0.211340 0.045 Uiso 1 1 calc R U . . .
C3 C 0.56932(16) 0.38392(14) 0.20883(10) 0.0240(3) Uani 1 1 d . . . . .
H3A H 0.590304 0.445357 0.164905 0.029 Uiso 1 1 calc R U . . .
H3B H 0.489884 0.434682 0.258795 0.029 Uiso 1 1 calc R U . . .
C18 C 0.67528(16) -0.09572(16) 0.92751(10) 0.0274(3) Uani 1 1 d . . . . .
H18 H 0.621855 -0.144838 0.959943 0.033 Uiso 1 1 calc R U . . .
C19 C 0.72480(15) -0.11558(14) 0.83705(9) 0.0222(3) Uani 1 1 d . . . . .
H19 H 0.705074 -0.178272 0.808160 0.027 Uiso 1 1 calc R U . . .
C9 C 0.79777(14) 0.08561(13) 0.39540(9) 0.0188(3) Uani 1 1 d . . . . .
C10 C 0.80216(14) 0.16418(14) 0.32438(9) 0.0202(3) Uani 1 1 d . . . . .
H10 H 0.889962 0.158583 0.284968 0.024 Uiso 1 1 calc R U . . .
C36 C 0.7588(2) 0.50433(18) 0.96156(11) 0.0447(5) Uani 1 1 d . . . . .
H36 H 0.739644 0.528634 1.021698 0.054 Uiso 1 1 calc R U . . .
C37 C 0.6913(2) 0.43162(17) 0.93657(11) 0.0380(4) Uani 1 1 d . . . . .
H37 H 0.626081 0.404820 0.980261 0.046 Uiso 1 1 calc R U . . .
C38 C 0.71636(16) 0.39648(15) 0.84892(10) 0.0279(3) Uani 1 1 d . . . . .
H38 H 0.667869 0.346963 0.833176 0.034 Uiso 1 1 calc R U . . .
C33 C 0.81310(15) 0.43416(14) 0.78389(9) 0.0243(3) Uani 1 1 d . . . . .
N6 N 0.84093(14) 0.40333(15) 0.69630(8) 0.0302(3) Uani 1 1 d . . . . .
H6A H 0.894578 0.437582 0.657793 0.036 Uiso 1 1 calc R U . . .
C32 C 0.78552(16) 0.31699(15) 0.66511(9) 0.0239(3) Uani 1 1 d . . . . .
H32A H 0.684984 0.361182 0.674639 0.029 Uiso 1 1 calc R U . . .
H32B H 0.797593 0.238735 0.698583 0.029 Uiso 1 1 calc R U . . .
C31 C 0.85856(17) 0.27674(14) 0.56846(10) 0.0265(3) Uani 1 1 d . . . . .
H31A H 0.958575 0.230583 0.559690 0.032 Uiso 1 1 calc R U . . .
H31B H 0.820892 0.215293 0.549077 0.032 Uiso 1 1 calc R U . . .
C30 C 0.74550(14) 0.42475(14) 0.47595(9) 0.0206(3) Uani 1 1 d . . . . .
H30 H 0.684347 0.376689 0.483591 0.025 Uiso 1 1 calc R U . . .
C27 C 0.72515(14) 0.53077(13) 0.42441(9) 0.0191(3) Uani 1 1 d . . . . .
C26 C 0.61310(14) 0.56340(14) 0.38877(9) 0.0207(3) Uani 1 1 d . . . . .
H26 H 0.553698 0.513123 0.401180 0.025 Uiso 1 1 calc R U . . .
C25 C 0.58780(14) 0.66387(14) 0.33758(9) 0.0204(3) Uani 1 1 d . . . . .
H25 H 0.510593 0.683884 0.315860 0.024 Uiso 1 1 calc R U . . .
C24 C 0.67706(14) 0.73994(13) 0.31615(9) 0.0192(3) Uani 1 1 d . . . . .
C22 C 0.53716(15) 0.86877(14) 0.22546(10) 0.0240(3) Uani 1 1 d . . . . .
H22A H 0.516896 0.958481 0.206806 0.029 Uiso 1 1 calc R U . . .
H22B H 0.453259 0.866018 0.271490 0.029 Uiso 1 1 calc R U . . .
C23 C 0.56479(17) 0.77674(17) 0.14751(10) 0.0296(3) Uani 1 1 d . . . . .
H23A H 0.647219 0.779039 0.101156 0.044 Uiso 1 1 calc R U . . .
H23B H 0.484614 0.803823 0.125358 0.044 Uiso 1 1 calc R U . . .
H23C H 0.580340 0.688065 0.165784 0.044 Uiso 1 1 calc R U . . .
C28 C 0.81525(14) 0.60712(14) 0.40590(9) 0.0202(3) Uani 1 1 d . . . . .
C29 C 0.78767(15) 0.71019(14) 0.35128(9) 0.0220(3) Uani 1 1 d . . . . .
H29 H 0.846388 0.761121 0.337933 0.026 Uiso 1 1 calc R U . . .
C20 C 0.75084(18) 0.90696(16) 0.22982(12) 0.0318(4) Uani 1 1 d . . . . .
H20A H 0.784942 0.923628 0.277857 0.038 Uiso 1 1 calc R U . . .
H20B H 0.702623 0.992311 0.211376 0.038 Uiso 1 1 calc R U . . .
C21 C 0.87430(19) 0.8327(2) 0.15325(13) 0.0415(4) Uani 1 1 d . . . . .
H21A H 0.924098 0.748642 0.171070 0.062 Uiso 1 1 calc R U . . .
H21B H 0.936613 0.883065 0.134661 0.062 Uiso 1 1 calc R U . . .
H21C H 0.842068 0.818201 0.104464 0.062 Uiso 1 1 calc R U . . .
C34 C 0.88224(19) 0.50698(16) 0.80991(11) 0.0316(3) Uani 1 1 d . . . . .
H34 H 0.948725 0.533065 0.766757 0.038 Uiso 1 1 calc R U . . .
C35 C 0.8553(2) 0.54153(18) 0.89737(12) 0.0418(4) Uani 1 1 d . . . . .
H35 H 0.903237 0.591139 0.913712 0.050 Uiso 1 1 calc R 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 C9 1.2966(17) . ?
O2 C28 1.2871(17) . ?
N1 C2 1.4655(19) . ?
N1 C5 1.3683(18) . ?
N1 C3 1.4616(18) . ?
N2 H2 0.8800 . ?
N2 C11 1.3036(18) . ?
N2 C12 1.4548(17) . ?
N3 H3 0.8800 . ?
N3 C13 1.4454(19) . ?
N3 C14 1.3810(17) . ?
N5 H5 0.8800 . ?
N5 C31 1.4576(18) . ?
N5 C30 1.3110(18) . ?
N4 C24 1.3702(18) . ?
N4 C22 1.4620(18) . ?
N4 C20 1.463(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.513(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C5 C6 1.4369(19) . ?
C5 C10 1.3941(19) . ?
C6 H6 0.9500 . ?
C6 C7 1.363(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.4143(19) . ?
C8 C11 1.4059(19) . ?
C8 C9 1.4454(19) . ?
C11 H11 0.9500 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.521(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.402(2) . ?
C14 C19 1.399(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.386(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.385(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.383(2) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C4 C3 1.522(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C18 H18 0.9500 . ?
C18 C19 1.384(2) . ?
C19 H19 0.9500 . ?
C9 C10 1.4070(19) . ?
C10 H10 0.9500 . ?
C36 H36 0.9500 . ?
C36 C37 1.376(3) . ?
C36 C35 1.388(3) . ?
C37 H37 0.9500 . ?
C37 C38 1.390(2) . ?
C38 H38 0.9500 . ?
C38 C33 1.399(2) . ?
C33 N6 1.3729(19) . ?
C33 C34 1.399(2) . ?
N6 H6A 0.8800 . ?
N6 C32 1.4403(19) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C31 1.515(2) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C30 H30 0.9500 . ?
C30 C27 1.4006(19) . ?
C27 C26 1.4183(19) . ?
C27 C28 1.442(2) . ?
C26 H26 0.9500 . ?
C26 C25 1.356(2) . ?
C25 H25 0.9500 . ?
C25 C24 1.4327(19) . ?
C24 C29 1.4009(19) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.521(2) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C28 C29 1.415(2) . ?
C29 H29 0.9500 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.515(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C34 H34 0.9500 . ?
C34 C35 1.381(2) . ?
C35 H35 0.9500 . ?

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
C5 N1 C2 120.88(12) . . ?
C5 N1 C3 121.29(12) . . ?
C3 N1 C2 117.29(12) . . ?
C11 N2 H2 117.0 . . ?
C11 N2 C12 126.07(12) . . ?
C12 N2 H2 117.0 . . ?
C13 N3 H3 119.4 . . ?
C14 N3 H3 119.4 . . ?
C14 N3 C13 121.30(12) . . ?
C31 N5 H5 118.5 . . ?
C30 N5 H5 118.5 . . ?
C30 N5 C31 122.91(13) . . ?
C24 N4 C22 121.80(12) . . ?
C24 N4 C20 120.72(12) . . ?
C22 N4 C20 116.49(12) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 114.20(13) . . ?
N1 C2 H2A 108.7 . . ?
N1 C2 H2B 108.7 . . ?
C1 C2 H2A 108.7 . . ?
C1 C2 H2B 108.7 . . ?
H2A C2 H2B 107.6 . . ?
N1 C5 C6 119.87(12) . . ?
N1 C5 C10 121.62(13) . . ?
C10 C5 C6 118.50(12) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 C5 119.86(13) . . ?
C7 C6 H6 120.1 . . ?
C6 C7 H7 118.8 . . ?
C6 C7 C8 122.39(13) . . ?
C8 C7 H7 118.8 . . ?
C7 C8 C9 118.65(12) . . ?
C11 C8 C7 120.58(12) . . ?
C11 C8 C9 120.67(12) . . ?
N2 C11 C8 122.50(13) . . ?
N2 C11 H11 118.8 . . ?
C8 C11 H11 118.8 . . ?
N2 C12 H12A 109.6 . . ?
N2 C12 H12B 109.6 . . ?
N2 C12 C13 110.38(12) . . ?
H12A C12 H12B 108.1 . . ?
C13 C12 H12A 109.6 . . ?
C13 C12 H12B 109.6 . . ?
N3 C13 C12 113.86(12) . . ?
N3 C13 H13A 108.8 . . ?
N3 C13 H13B 108.8 . . ?
C12 C13 H13A 108.8 . . ?
C12 C13 H13B 108.8 . . ?
H13A C13 H13B 107.7 . . ?
N3 C14 C15 119.48(13) . . ?
N3 C14 C19 122.63(13) . . ?
C19 C14 C15 117.86(13) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 C14 120.75(14) . . ?
C16 C15 H15 119.6 . . ?
C15 C16 H16 119.7 . . ?
C17 C16 C15 120.69(15) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 120.5 . . ?
C18 C17 C16 119.08(14) . . ?
C18 C17 H17 120.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
N1 C3 C4 113.94(12) . . ?
N1 C3 H3A 108.8 . . ?
N1 C3 H3B 108.8 . . ?
C4 C3 H3A 108.8 . . ?
C4 C3 H3B 108.8 . . ?
H3A C3 H3B 107.7 . . ?
C17 C18 H18 119.6 . . ?
C17 C18 C19 120.81(14) . . ?
C19 C18 H18 119.6 . . ?
C14 C19 H19 119.6 . . ?
C18 C19 C14 120.81(14) . . ?
C18 C19 H19 119.6 . . ?
O1 C9 C8 120.67(12) . . ?
O1 C9 C10 121.44(12) . . ?
C10 C9 C8 117.87(12) . . ?
C5 C10 C9 122.65(13) . . ?
C5 C10 H10 118.7 . . ?
C9 C10 H10 118.7 . . ?
C37 C36 H36 120.6 . . ?
C37 C36 C35 118.85(16) . . ?
C35 C36 H36 120.6 . . ?
C36 C37 H37 119.2 . . ?
C36 C37 C38 121.52(17) . . ?
C38 C37 H37 119.2 . . ?
C37 C38 H38 120.1 . . ?
C37 C38 C33 119.89(16) . . ?
C33 C38 H38 120.1 . . ?
C38 C33 C34 118.22(14) . . ?
N6 C33 C38 122.37(15) . . ?
N6 C33 C34 119.41(14) . . ?
C33 N6 H6A 118.8 . . ?
C33 N6 C32 122.41(13) . . ?
C32 N6 H6A 118.8 . . ?
N6 C32 H32A 109.5 . . ?
N6 C32 H32B 109.5 . . ?
N6 C32 C31 110.57(13) . . ?
H32A C32 H32B 108.1 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
N5 C31 C32 112.78(12) . . ?
N5 C31 H31A 109.0 . . ?
N5 C31 H31B 109.0 . . ?
C32 C31 H31A 109.0 . . ?
C32 C31 H31B 109.0 . . ?
H31A C31 H31B 107.8 . . ?
N5 C30 H30 117.5 . . ?
N5 C30 C27 124.90(13) . . ?
C27 C30 H30 117.5 . . ?
C30 C27 C26 118.97(13) . . ?
C30 C27 C28 122.03(12) . . ?
C26 C27 C28 118.99(12) . . ?
C27 C26 H26 118.9 . . ?
C25 C26 C27 122.28(13) . . ?
C25 C26 H26 118.9 . . ?
C26 C25 H25 119.9 . . ?
C26 C25 C24 120.26(13) . . ?
C24 C25 H25 119.9 . . ?
N4 C24 C25 119.46(12) . . ?
N4 C24 C29 122.11(13) . . ?
C29 C24 C25 118.42(13) . . ?
N4 C22 H22A 108.6 . . ?
N4 C22 H22B 108.6 . . ?
N4 C22 C23 114.81(12) . . ?
H22A C22 H22B 107.5 . . ?
C23 C22 H22A 108.6 . . ?
C23 C22 H22B 108.6 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O2 C28 C27 120.62(13) . . ?
O2 C28 C29 121.85(13) . . ?
C29 C28 C27 117.53(12) . . ?
C24 C29 C28 122.49(13) . . ?
C24 C29 H29 118.8 . . ?
C28 C29 H29 118.8 . . ?
N4 C20 H20A 108.7 . . ?
N4 C20 H20B 108.7 . . ?
N4 C20 C21 114.26(14) . . ?
H20A C20 H20B 107.6 . . ?
C21 C20 H20A 108.7 . . ?
C21 C20 H20B 108.7 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C33 C34 H34 119.5 . . ?
C35 C34 C33 121.01(16) . . ?
C35 C34 H34 119.5 . . ?
C36 C35 H35 119.7 . . ?
C34 C35 C36 120.50(18) . . ?
C34 C35 H35 119.7 . . ?

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
N2 H2 O1 0.88 1.85 2.5653(15) 136.6 . yes
N3 H3 O1 0.88 2.27 2.8656(16) 124.6 2_756 yes
N5 H5 O2 0.88 2.00 2.6589(17) 131.1 . yes
N5 H5 O2 0.88 2.34 3.0268(16) 135.0 2_766 yes
C13 H13B N5 0.99 2.66 3.5453(19) 148.3 2_756 yes
N6 H6A O2 0.88 2.09 2.8914(17) 150.7 2_766 yes
C31 H31A O1 0.99 2.59 3.3318(18) 131.3 2_756 yes

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
O1 C9 C10 C5 175.25(13) . . . . ?
O2 C28 C29 C24 179.93(13) . . . . ?
N1 C5 C6 C7 -177.59(13) . . . . ?
N1 C5 C10 C9 -179.62(13) . . . . ?
N2 C12 C13 N3 64.71(16) . . . . ?
N3 C14 C15 C16 178.05(13) . . . . ?
N3 C14 C19 C18 -177.91(13) . . . . ?
N5 C30 C27 C26 -178.10(13) . . . . ?
N5 C30 C27 C28 2.4(2) . . . . ?
N4 C24 C29 C28 179.77(13) . . . . ?
C2 N1 C5 C6 168.54(13) . . . . ?
C2 N1 C5 C10 -10.0(2) . . . . ?
C2 N1 C3 C4 103.90(16) . . . . ?
C5 N1 C2 C1 91.36(17) . . . . ?
C5 N1 C3 C4 -67.81(18) . . . . ?
C5 C6 C7 C8 -2.5(2) . . . . ?
C6 C5 C10 C9 1.8(2) . . . . ?
C6 C7 C8 C11 -175.11(13) . . . . ?
C6 C7 C8 C9 1.3(2) . . . . ?
C7 C8 C11 N2 175.17(13) . . . . ?
C7 C8 C9 O1 -176.85(13) . . . . ?
C7 C8 C9 C10 1.42(19) . . . . ?
C8 C9 C10 C5 -3.0(2) . . . . ?
C11 N2 C12 C13 -137.40(14) . . . . ?
C11 C8 C9 O1 -0.4(2) . . . . ?
C11 C8 C9 C10 177.85(12) . . . . ?
C12 N2 C11 C8 -174.53(13) . . . . ?
C13 N3 C14 C15 158.94(13) . . . . ?
C13 N3 C14 C19 -22.9(2) . . . . ?
C14 N3 C13 C12 103.84(15) . . . . ?
C14 C15 C16 C17 0.0(2) . . . . ?
C15 C14 C19 C18 0.3(2) . . . . ?
C15 C16 C17 C18 0.2(2) . . . . ?
C16 C17 C18 C19 -0.1(2) . . . . ?
C17 C18 C19 C14 -0.1(2) . . . . ?
C3 N1 C2 C1 -80.38(17) . . . . ?
C3 N1 C5 C6 -20.1(2) . . . . ?
C3 N1 C5 C10 161.43(13) . . . . ?
C19 C14 C15 C16 -0.2(2) . . . . ?
C9 C8 C11 N2 -1.2(2) . . . . ?
C10 C5 C6 C7 1.0(2) . . . . ?
C36 C37 C38 C33 0.6(3) . . . . ?
C37 C36 C35 C34 0.5(3) . . . . ?
C37 C38 C33 N6 -179.32(15) . . . . ?
C37 C38 C33 C34 0.0(2) . . . . ?
C38 C33 N6 C32 -7.7(2) . . . . ?
C38 C33 C34 C35 -0.4(2) . . . . ?
C33 N6 C32 C31 -167.00(14) . . . . ?
C33 C34 C35 C36 0.1(3) . . . . ?
N6 C33 C34 C35 178.98(16) . . . . ?
N6 C32 C31 N5 -60.58(17) . . . . ?
C31 N5 C30 C27 179.17(13) . . . . ?
C30 N5 C31 C32 -94.68(16) . . . . ?
C30 C27 C26 C25 -179.34(13) . . . . ?
C30 C27 C28 O2 -1.0(2) . . . . ?
C30 C27 C28 C29 178.43(13) . . . . ?
C27 C26 C25 C24 1.3(2) . . . . ?
C27 C28 C29 C24 0.5(2) . . . . ?
C26 C27 C28 O2 179.52(13) . . . . ?
C26 C27 C28 C29 -1.07(19) . . . . ?
C26 C25 C24 N4 179.29(13) . . . . ?
C26 C25 C24 C29 -1.8(2) . . . . ?
C25 C24 C29 C28 0.9(2) . . . . ?
C24 N4 C22 C23 -76.49(17) . . . . ?
C24 N4 C20 C21 77.57(18) . . . . ?
C22 N4 C24 C25 -2.6(2) . . . . ?
C22 N4 C24 C29 178.54(13) . . . . ?
C22 N4 C20 C21 -91.25(16) . . . . ?
C28 C27 C26 C25 0.2(2) . . . . ?
C20 N4 C24 C25 -170.79(13) . . . . ?
C20 N4 C24 C29 10.3(2) . . . . ?
C20 N4 C22 C23 92.19(16) . . . . ?
C34 C33 N6 C32 173.00(14) . . . . ?
C35 C36 C37 C38 -0.9(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
