# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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. 
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data_cp_111_96_181024_0m_a
_audit_block_doi                 10.5517/ccdc.csd.cc2m7vlb
_database_code_depnum_ccdc_archive 'CCDC 2420622'
loop_
_audit_author_name
_audit_author_address
'BALLANKI TRINADH'
;NATIONAL Institute of TECHNOLOGY, TRICHY
India
;
_audit_update_record             
;
2025-01-30 deposited with the CCDC.	2026-03-30 downloaded from the CCDC.
;
_audit_creation_date             2024-12-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H24 N2 O2'
_chemical_formula_sum            'C25 H24 N2 O2'
_chemical_formula_weight         384.46
_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_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                   10.933(2)
_cell_length_b                   12.500(2)
_cell_length_c                   15.856(3)
_cell_angle_alpha                90
_cell_angle_beta                 109.097(6)
_cell_angle_gamma                90
_cell_volume                     2047.7(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9756
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      27.88
_cell_measurement_theta_min      2.56
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.971
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6905
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (BRUKER)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.223
_exptl_crystal_size_min          0.185
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0411
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            57573
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.282
_diffrn_reflns_theta_min         2.558
_diffrn_ambient_temperature      300.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  
'Bruker D8 QUEST diffractometer with PHOTON II detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'i-mu-s microfocus source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4063
_reflns_number_total             5061
_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       'Bruker APEX4/SAINT'
_computing_data_collection       'Bruker APEX4'
_computing_data_reduction        'Bruker APEX4/SAINT'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.370
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     310
_refine_ls_number_reflns         5061
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.0757
_refine_ls_R_factor_gt           0.0607
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0635P)²+0.8114P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1464
_refine_ls_wR_factor_ref         0.1576
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N1-C4 \\sim N1-C4A
 with sigma of 0.02
 C4-C17 \\sim C4A-C17A
 with sigma of 0.02
 C17-C18 \\sim C17A-C18A
 with sigma of 0.02
 N1-C17 \\sim N1-C17A
 with sigma of 0.04
 C4-C18 \\sim C4A-C18A
 with sigma of 0.04
3. Rigid bond restraints
 C17, C18
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
4. Uiso/Uaniso restraints and constraints
C17 \\sim C18A: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004 within 2A
N1 \\sim C4A: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004 within 2A
C20 \\sim C21B: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004 within 2A
C21A \\sim C22A: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004 within 2A
C21B \\sim C22B: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004 within 2A
5. Others
 Sof(C4A)=Sof(H4AA)=Sof(H4AB)=Sof(C17A)=Sof(H17A)=Sof(C18A)=Sof(H18C)=
 Sof(H18D)=1-FVAR(1)
 Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(C17)=Sof(H17)=Sof(C18)=Sof(H18A)=Sof(H18B)=
 FVAR(1)
 Sof(H20C)=Sof(H20D)=Sof(C21B)=Sof(H21B)=Sof(C22B)=Sof(H22C)=Sof(H22D)=1-FVAR(2)
 Sof(H20A)=Sof(H20B)=Sof(C21A)=Sof(H21A)=Sof(C22A)=Sof(H22A)=Sof(H22B)=FVAR(2)
6.a Ternary CH refined with riding coordinates:
 C12(H12)
6.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C4A(H4AA,H4AB), C20(H20C,H20D), C20(H20A,H20B)
6.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C7(H7), C8(H8), C9(H9), C10(H10), C14(H14), C17(H17),
 C17A(H17A), C21A(H21A), C21B(H21B), C23(H23), C24(H24), C25(H25)
6.d X=CH2 refined with riding coordinates:
 C18(H18A,H18B), C18A(H18C,H18D), C22A(H22A,H22B), C22B(H22C,H22D)
6.e Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.16152(13) 0.53460(12) 0.57180(9) 0.0645(4) Uani 1 1 d . . . . .
O2 O 0.34943(13) 0.57379(11) 0.55372(10) 0.0647(4) Uani 1 1 d . . . . .
N1 N 0.46713(15) 0.23054(13) 0.57134(11) 0.0591(4) Uani 1 1 d D U . . .
N2 N 0.29706(15) 0.51287(13) 0.26170(10) 0.0546(4) Uani 1 1 d . . . . .
C1 C 0.1247(2) 0.64642(15) 0.18251(12) 0.0578(5) Uani 1 1 d . . . . .
H1 H 0.155990 0.661177 0.135803 0.069 Uiso 1 1 calc R U . . .
C2 C 0.25190(14) 0.52238(12) 0.53337(10) 0.0405(3) Uani 1 1 d . . . . .
C3 C 0.42836(16) 0.32563(15) 0.52762(12) 0.0526(4) Uani 1 1 d . . . . .
H3 H 0.483469 0.375435 0.515378 0.063 Uiso 1 1 calc R U . . .
C4 C 0.6048(2) 0.1998(2) 0.61323(16) 0.0649(7) Uani 0.873(4) 1 d D . P A 1
H4A H 0.656060 0.263440 0.635184 0.078 Uiso 0.873(4) 1 calc R U P A 1
H4B H 0.612943 0.153314 0.663776 0.078 Uiso 0.873(4) 1 calc R U P A 1
C4A C 0.5726(13) 0.1481(12) 0.5785(13) 0.0590(14) Uani 0.127(4) 1 d D U P A 2
H4AA H 0.587508 0.103689 0.631035 0.071 Uiso 0.127(4) 1 calc R U P A 2
H4AB H 0.550497 0.102805 0.525963 0.071 Uiso 0.127(4) 1 calc R U P A 2
C5 C 0.25085(16) 0.24339(12) 0.53710(10) 0.0433(4) Uani 1 1 d . . . . .
C6 C 0.36014(18) 0.17840(14) 0.57781(11) 0.0506(4) Uani 1 1 d . . . . .
C7 C 0.3497(2) 0.08064(16) 0.61787(14) 0.0671(6) Uani 1 1 d . . . . .
H7 H 0.421939 0.038124 0.644157 0.080 Uiso 1 1 calc R U . . .
C8 C 0.2292(3) 0.04996(17) 0.61690(16) 0.0780(7) Uani 1 1 d . . . . .
H8 H 0.219845 -0.014689 0.643179 0.094 Uiso 1 1 calc R U . . .
C9 C 0.1205(2) 0.11247(18) 0.57785(17) 0.0750(6) Uani 1 1 d . . . . .
H9 H 0.040050 0.088800 0.578343 0.090 Uiso 1 1 calc R U . . .
C10 C 0.12960(19) 0.20942(15) 0.53819(13) 0.0567(4) Uani 1 1 d . . . . .
H10 H 0.056400 0.251206 0.512733 0.068 Uiso 1 1 calc R U . . .
C11 C 0.29740(15) 0.33670(12) 0.50464(10) 0.0414(3) Uani 1 1 d . . . . .
C12 C 0.21654(14) 0.43318(12) 0.46348(10) 0.0394(3) Uani 1 1 d . . . . .
H12 H 0.125589 0.414530 0.452544 0.047 Uiso 1 1 calc R U . . .
C13 C 0.22812(15) 0.47450(12) 0.37720(10) 0.0413(3) Uani 1 1 d . . . . .
C14 C 0.32054(17) 0.45502(15) 0.33922(12) 0.0519(4) Uani 1 1 d . . . . .
H14 H 0.390220 0.408883 0.362413 0.062 Uiso 1 1 calc R U . . .
C15 C 0.18733(16) 0.57371(13) 0.24939(11) 0.0454(4) Uani 1 1 d . . . . .
C16 C 0.14085(14) 0.55086(12) 0.32056(10) 0.0400(3) Uani 1 1 d . . . . .
C17 C 0.6550(2) 0.1443(2) 0.54938(17) 0.0657(7) Uani 0.873(4) 1 d D U P A 1
H17 H 0.608480 0.085967 0.518654 0.079 Uiso 0.873(4) 1 calc R U P A 1
C17A C 0.6854(12) 0.2146(11) 0.5852(10) 0.054(4) Uani 0.127(4) 1 d D . P A 2
H17A H 0.700187 0.272615 0.623940 0.065 Uiso 0.127(4) 1 calc R U P A 2
C18 C 0.7590(5) 0.1711(3) 0.5333(4) 0.0847(12) Uani 0.873(4) 1 d D U P A 1
H18A H 0.807713 0.229028 0.562865 0.102 Uiso 0.873(4) 1 calc R U P A 1
H18B H 0.785249 0.132538 0.492071 0.102 Uiso 0.873(4) 1 calc R U P A 1
C18A C 0.765(3) 0.201(2) 0.543(2) 0.068(3) Uani 0.127(4) 1 d D U P A 2
H18C H 0.754722 0.143627 0.503712 0.082 Uiso 0.127(4) 1 calc R U P A 2
H18D H 0.834650 0.247411 0.551978 0.082 Uiso 0.127(4) 1 calc R U P A 2
C19 C 0.1886(3) 0.6136(2) 0.64207(17) 0.0847(7) Uani 1 1 d . . . . .
H19A H 0.120241 0.613526 0.667635 0.127 Uiso 1 1 calc R U . . .
H19B H 0.194551 0.683049 0.617865 0.127 Uiso 1 1 calc R U . . .
H19C H 0.269099 0.596677 0.687401 0.127 Uiso 1 1 calc R U . . .
C20 C 0.3853(2) 0.5198(2) 0.20968(14) 0.0691(6) Uani 1 1 d . U . . .
H20C H 0.414936 0.448788 0.201057 0.083 Uiso 0.271(8) 1 calc R U P B 2
H20D H 0.340333 0.550152 0.151454 0.083 Uiso 0.271(8) 1 calc R U P B 2
H20A H 0.335245 0.532111 0.147551 0.083 Uiso 0.729(8) 1 calc R U P B 1
H20B H 0.429861 0.451989 0.213369 0.083 Uiso 0.729(8) 1 calc R U P B 1
C21A C 0.4839(9) 0.6073(7) 0.2409(6) 0.119(2) Uani 0.729(8) 1 d . U P B 1
H21A H 0.534322 0.601023 0.300568 0.143 Uiso 0.729(8) 1 calc R U P B 1
C21B C 0.4893(16) 0.5828(12) 0.2536(10) 0.0647(13) Uani 0.271(8) 1 d . U P B 2
H21B H 0.491825 0.586142 0.312758 0.078 Uiso 0.271(8) 1 calc R U P B 2
C22A C 0.5079(8) 0.6747(6) 0.2090(4) 0.133(2) Uani 0.729(8) 1 d . U P B 1
H22A H 0.462933 0.688134 0.149153 0.160 Uiso 0.729(8) 1 calc R U P B 1
H22B H 0.573859 0.720507 0.240846 0.160 Uiso 0.729(8) 1 calc R U P B 1
C22B C 0.5849(11) 0.6391(9) 0.2483(8) 0.075(2) Uani 0.271(8) 1 d . U P B 2
H22C H 0.599403 0.646006 0.193995 0.090 Uiso 0.271(8) 1 calc R U P B 2
H22D H 0.639448 0.673054 0.298866 0.090 Uiso 0.271(8) 1 calc R U P B 2
C23 C 0.0156(2) 0.69529(15) 0.18812(13) 0.0634(5) Uani 1 1 d . . . . .
H23 H -0.027776 0.744058 0.144240 0.076 Uiso 1 1 calc R U . . .
C24 C -0.03214(19) 0.67403(15) 0.25765(14) 0.0602(5) Uani 1 1 d . . . . .
H24 H -0.106499 0.708791 0.259358 0.072 Uiso 1 1 calc R U . . .
C25 C 0.02921(16) 0.60207(13) 0.32423(12) 0.0477(4) Uani 1 1 d . . . . .
H25 H -0.003201 0.588041 0.370504 0.057 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 C2 1.329(2) . ?
O1 C19 1.445(2) . ?
O2 C2 1.1953(19) . ?
N1 C3 1.371(2) . ?
N1 C4 1.483(2) . ?
N1 C4A 1.522(12) . ?
N1 C6 1.372(2) . ?
N2 C14 1.376(2) . ?
N2 C15 1.379(2) . ?
N2 C20 1.463(2) . ?
C1 H1 0.9300 . ?
C1 C15 1.394(2) . ?
C1 C23 1.369(3) . ?
C2 C12 1.530(2) . ?
C3 H3 0.9300 . ?
C3 C11 1.364(2) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C17 1.474(4) . ?
C4A H4AA 0.9700 . ?
C4A H4AB 0.9700 . ?
C4A C17A 1.462(15) . ?
C5 C6 1.414(2) . ?
C5 C10 1.397(2) . ?
C5 C11 1.434(2) . ?
C6 C7 1.399(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.367(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.388(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.384(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.511(2) . ?
C12 H12 0.9800 . ?
C12 C13 1.506(2) . ?
C13 C14 1.357(2) . ?
C13 C16 1.438(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.410(2) . ?
C16 C25 1.396(2) . ?
C17 H17 0.9300 . ?
C17 C18 1.289(4) . ?
C17A H17A 0.9300 . ?
C17A C18A 1.274(17) . ?
C18 H18A 0.9300 . ?
C18 H18B 0.9300 . ?
C18A H18C 0.9300 . ?
C18A H18D 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20C 0.9700 . ?
C20 H20D 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21A 1.501(7) . ?
C20 C21B 1.371(17) . ?
C21A H21A 0.9300 . ?
C21A C22A 1.058(7) . ?
C21B H21B 0.9300 . ?
C21B C22B 1.285(19) . ?
C22A H22A 0.9300 . ?
C22A H22B 0.9300 . ?
C22B H22C 0.9300 . ?
C22B H22D 0.9300 . ?
C23 H23 0.9300 . ?
C23 C24 1.391(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.382(2) . ?
C25 H25 0.9300 . ?

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
C2 O1 C19 115.88(15) . . ?
C3 N1 C4 123.47(19) . . ?
C3 N1 C4A 136.5(6) . . ?
C3 N1 C6 108.63(14) . . ?
C6 N1 C4 127.48(18) . . ?
C6 N1 C4A 108.5(6) . . ?
C14 N2 C15 108.40(14) . . ?
C14 N2 C20 124.77(17) . . ?
C15 N2 C20 126.24(17) . . ?
C15 C1 H1 121.2 . . ?
C23 C1 H1 121.2 . . ?
C23 C1 C15 117.57(17) . . ?
O1 C2 C12 111.49(13) . . ?
O2 C2 O1 123.09(15) . . ?
O2 C2 C12 125.39(15) . . ?
N1 C3 H3 124.9 . . ?
C11 C3 N1 110.29(16) . . ?
C11 C3 H3 124.9 . . ?
N1 C4 H4A 109.3 . . ?
N1 C4 H4B 109.3 . . ?
H4A C4 H4B 108.0 . . ?
C17 C4 N1 111.45(19) . . ?
C17 C4 H4A 109.3 . . ?
C17 C4 H4B 109.3 . . ?
N1 C4A H4AA 111.2 . . ?
N1 C4A H4AB 111.2 . . ?
H4AA C4A H4AB 109.1 . . ?
C17A C4A N1 102.8(11) . . ?
C17A C4A H4AA 111.2 . . ?
C17A C4A H4AB 111.2 . . ?
C6 C5 C11 106.56(15) . . ?
C10 C5 C6 118.89(16) . . ?
C10 C5 C11 134.52(15) . . ?
N1 C6 C5 107.86(15) . . ?
N1 C6 C7 130.34(17) . . ?
C7 C6 C5 121.78(18) . . ?
C6 C7 H7 121.3 . . ?
C8 C7 C6 117.49(19) . . ?
C8 C7 H7 121.3 . . ?
C7 C8 H8 119.0 . . ?
C7 C8 C9 121.9(2) . . ?
C9 C8 H8 119.0 . . ?
C8 C9 H9 119.4 . . ?
C10 C9 C8 121.1(2) . . ?
C10 C9 H9 119.4 . . ?
C5 C10 H10 120.6 . . ?
C9 C10 C5 118.79(19) . . ?
C9 C10 H10 120.6 . . ?
C3 C11 C5 106.65(14) . . ?
C3 C11 C12 127.65(15) . . ?
C5 C11 C12 125.31(14) . . ?
C2 C12 H12 107.6 . . ?
C11 C12 C2 107.17(12) . . ?
C11 C12 H12 107.6 . . ?
C13 C12 C2 109.37(12) . . ?
C13 C12 C11 117.06(13) . . ?
C13 C12 H12 107.6 . . ?
C14 C13 C12 129.63(15) . . ?
C14 C13 C16 106.27(14) . . ?
C16 C13 C12 124.01(14) . . ?
N2 C14 H14 124.6 . . ?
C13 C14 N2 110.72(15) . . ?
C13 C14 H14 124.6 . . ?
N2 C15 C1 130.90(17) . . ?
N2 C15 C16 107.43(14) . . ?
C1 C15 C16 121.67(17) . . ?
C15 C16 C13 107.17(14) . . ?
C25 C16 C13 133.54(15) . . ?
C25 C16 C15 119.29(15) . . ?
C4 C17 H17 117.8 . . ?
C18 C17 C4 124.4(3) . . ?
C18 C17 H17 117.8 . . ?
C4A C17A H17A 116.9 . . ?
C18A C17A C4A 126.3(18) . . ?
C18A C17A H17A 116.9 . . ?
C17 C18 H18A 120.0 . . ?
C17 C18 H18B 120.0 . . ?
H18A C18 H18B 120.0 . . ?
C17A C18A H18C 120.0 . . ?
C17A C18A H18D 120.0 . . ?
H18C C18A H18D 120.0 . . ?
O1 C19 H19A 109.5 . . ?
O1 C19 H19B 109.5 . . ?
O1 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N2 C20 H20C 109.7 . . ?
N2 C20 H20D 109.7 . . ?
N2 C20 H20A 109.0 . . ?
N2 C20 H20B 109.0 . . ?
N2 C20 C21A 113.1(3) . . ?
H20C C20 H20D 108.2 . . ?
H20A C20 H20B 107.8 . . ?
C21A C20 H20A 109.0 . . ?
C21A C20 H20B 109.0 . . ?
C21B C20 N2 109.8(6) . . ?
C21B C20 H20C 109.7 . . ?
C21B C20 H20D 109.7 . . ?
C20 C21A H21A 113.3 . . ?
C22A C21A C20 133.3(8) . . ?
C22A C21A H21A 113.3 . . ?
C20 C21B H21B 106.5 . . ?
C22B C21B C20 147.0(14) . . ?
C22B C21B H21B 106.5 . . ?
C21A C22A H22A 120.0 . . ?
C21A C22A H22B 120.0 . . ?
H22A C22A H22B 120.0 . . ?
C21B C22B H22C 120.0 . . ?
C21B C22B H22D 120.0 . . ?
H22C C22B H22D 120.0 . . ?
C1 C23 H23 119.1 . . ?
C1 C23 C24 121.83(17) . . ?
C24 C23 H23 119.1 . . ?
C23 C24 H24 119.5 . . ?
C25 C24 C23 121.02(18) . . ?
C25 C24 H24 119.5 . . ?
C16 C25 H25 120.7 . . ?
C24 C25 C16 118.62(17) . . ?
C24 C25 H25 120.7 . . ?

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
C3 H3 O2 0.93 2.50 3.346(2) 151.4 3_666 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 C2 C12 C11 -103.21(15) . . . . ?
O1 C2 C12 C13 128.96(14) . . . . ?
O2 C2 C12 C11 74.9(2) . . . . ?
O2 C2 C12 C13 -52.9(2) . . . . ?
N1 C3 C11 C5 0.9(2) . . . . ?
N1 C3 C11 C12 173.89(15) . . . . ?
N1 C4 C17 C18 127.6(4) . . . . ?
N1 C4A C17A C18A -135(3) . . . . ?
N1 C6 C7 C8 177.6(2) . . . . ?
N2 C15 C16 C13 0.72(17) . . . . ?
N2 C15 C16 C25 -179.83(14) . . . . ?
N2 C20 C21A C22A -122.5(11) . . . . ?
N2 C20 C21B C22B -161(2) . . . . ?
C1 C15 C16 C13 -179.32(14) . . . . ?
C1 C15 C16 C25 0.1(2) . . . . ?
C1 C23 C24 C25 -0.1(3) . . . . ?
C2 C12 C13 C14 105.35(19) . . . . ?
C2 C12 C13 C16 -70.74(18) . . . . ?
C3 N1 C4 C17 -88.7(3) . . . . ?
C3 N1 C4A C17A 41.6(18) . . . . ?
C3 N1 C6 C5 -0.3(2) . . . . ?
C3 N1 C6 C7 -178.52(19) . . . . ?
C3 C11 C12 C2 -67.1(2) . . . . ?
C3 C11 C12 C13 56.1(2) . . . . ?
C4 N1 C3 C11 -173.44(18) . . . . ?
C4 N1 C6 C5 172.42(19) . . . . ?
C4 N1 C6 C7 -5.8(3) . . . . ?
C4A N1 C3 C11 146.8(11) . . . . ?
C4A N1 C6 C5 -157.1(8) . . . . ?
C4A N1 C6 C7 24.7(8) . . . . ?
C5 C6 C7 C8 -0.4(3) . . . . ?
C5 C11 C12 C2 104.68(17) . . . . ?
C5 C11 C12 C13 -132.12(16) . . . . ?
C6 N1 C3 C11 -0.4(2) . . . . ?
C6 N1 C4 C17 99.6(3) . . . . ?
C6 N1 C4A C17A -171.2(9) . . . . ?
C6 C5 C10 C9 -1.0(3) . . . . ?
C6 C5 C11 C3 -1.03(18) . . . . ?
C6 C5 C11 C12 -174.24(14) . . . . ?
C6 C7 C8 C9 0.1(3) . . . . ?
C7 C8 C9 C10 -0.2(4) . . . . ?
C8 C9 C10 C5 0.7(3) . . . . ?
C10 C5 C6 N1 -177.49(16) . . . . ?
C10 C5 C6 C7 0.9(3) . . . . ?
C10 C5 C11 C3 176.88(19) . . . . ?
C10 C5 C11 C12 3.7(3) . . . . ?
C11 C5 C6 N1 0.81(18) . . . . ?
C11 C5 C6 C7 179.22(16) . . . . ?
C11 C5 C10 C9 -178.74(19) . . . . ?
C11 C12 C13 C14 -16.7(2) . . . . ?
C11 C12 C13 C16 167.19(13) . . . . ?
C12 C13 C14 N2 -177.34(15) . . . . ?
C12 C13 C16 C15 176.85(14) . . . . ?
C12 C13 C16 C25 -2.5(3) . . . . ?
C13 C16 C25 C24 179.13(16) . . . . ?
C14 N2 C15 C1 178.89(17) . . . . ?
C14 N2 C15 C16 -1.15(18) . . . . ?
C14 N2 C20 C21A -87.0(5) . . . . ?
C14 N2 C20 C21B -73.0(7) . . . . ?
C14 C13 C16 C15 -0.01(17) . . . . ?
C14 C13 C16 C25 -179.35(17) . . . . ?
C15 N2 C14 C13 1.2(2) . . . . ?
C15 N2 C20 C21A 83.1(5) . . . . ?
C15 N2 C20 C21B 97.1(7) . . . . ?
C15 C1 C23 C24 0.0(3) . . . . ?
C15 C16 C25 C24 -0.1(2) . . . . ?
C16 C13 C14 N2 -0.71(19) . . . . ?
C19 O1 C2 O2 -1.1(3) . . . . ?
C19 O1 C2 C12 177.12(17) . . . . ?
C20 N2 C14 C13 172.77(17) . . . . ?
C20 N2 C15 C1 7.5(3) . . . . ?
C20 N2 C15 C16 -172.58(16) . . . . ?
C23 C1 C15 N2 179.87(17) . . . . ?
C23 C1 C15 C16 -0.1(2) . . . . ?
C23 C24 C25 C16 0.1(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
