# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_cew24001
_database_code_depnum_ccdc_archive 'CCDC 2351245'
loop_
_audit_author_name
_audit_author_address
'Adrian Whitwood'
;University of York
United Kingdom
;
_audit_update_record             
;
2024-04-26 deposited with the CCDC.	2024-07-22 downloaded from the CCDC.
;
_audit_creation_date             2024-01-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
''
_chemical_name_common            ?
_chemical_name_systematic        DRH-04-35
_chemical_formula_moiety         'C18 H19 N3 O4'
_chemical_formula_sum            'C18 H19 N3 O4'
_chemical_formula_weight         341.36
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H19 N3 O4'
_chemical_oxdiff_usercomment     'David Husbands DRH 04 35'
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'

_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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.6692(4)
_cell_length_b                   12.8126(5)
_cell_length_c                   11.3946(5)
_cell_angle_alpha                90
_cell_angle_beta                 97.665(3)
_cell_angle_gamma                90
_cell_volume                     1688.41(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2076
_cell_measurement_temperature    110.00(10)
_cell_measurement_theta_max      76.2020
_cell_measurement_theta_min      3.8190
_shelx_estimated_absorpt_T_max   0.900
_shelx_estimated_absorpt_T_min   0.800
_exptl_absorpt_coefficient_mu    0.797
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.792
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.94a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             720
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 1 0.1518
1 -1 -1 0.1236
-1 1 1 0.1389
-1 0 1 0.1360
1 0 -1 0.1037
1 -1 0 0.1180
-1 1 0 0.1138
-1 -1 1 0.1339
1 0 0 0.0703
-1 0 0 0.0646
1 -1 1 0.1125
-1 1 -1 0.1042
-1 -1 0 0.0867
1 1 0 0.0910
1 0 1 0.0757
-1 0 -1 0.0688
0 1 -1 0.0978
1 1 1 0.0874
-1 -1 -1 0.0969

_exptl_crystal_recrystallization_method 'Solvent Methanol'
_exptl_crystal_size_max          0.293
_exptl_crystal_size_mid          0.258
_exptl_crystal_size_min          0.135
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0001 -0.9999 1.0002 0.0022 -0.0280 0.1799
1.0008 -1.0005 -1.0005 -0.1940 0.0914 0.0071
-1.0008 1.0005 1.0005 0.1940 -0.0914 -0.0071
-1.0007 0.0003 1.0002 0.1544 -0.0242 0.0844
1.0007 -0.0003 -1.0002 -0.1544 0.0242 -0.0844
1.0006 -1.0002 0.0000 -0.1523 -0.0038 0.0955
-1.0006 1.0002 -0.0000 0.1523 0.0038 -0.0955
-1.0006 -0.9998 0.9999 0.1149 0.0431 0.1759
1.0005 -0.0001 0.0003 -0.1127 -0.0711 0.0040
-1.0005 0.0001 -0.0003 0.1127 0.0711 -0.0040
1.0003 -1.0000 1.0005 -0.1105 -0.0990 0.1839
-1.0003 1.0000 -1.0005 0.1105 0.0990 -0.1839
-1.0004 -1.0000 -0.0006 0.0732 0.1383 0.0875
1.0004 1.0000 0.0006 -0.0732 -0.1383 -0.0875
1.0002 0.0001 1.0008 -0.0710 -0.1663 0.0924
-1.0002 -0.0001 -1.0008 0.0710 0.1663 -0.0924
0.0001 0.9999 -1.0002 -0.0022 0.0280 -0.1799
1.0001 1.0002 1.0010 -0.0314 -0.2335 0.0009
-1.0001 -1.0002 -1.0010 0.0314 0.2335 -0.0009

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            9320
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.080
_diffrn_reflns_theta_max         67.080
_diffrn_reflns_theta_min         3.822
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      110.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -20.00  24.00   0.50    1.00    --  -48.64  54.00  12.00   88
  2  ω    -63.00 -24.00   0.50    1.00    --  -48.64  54.00  12.00   78
  3  ω   -120.00 -34.00   0.50    1.00    --  -48.64 -54.00-131.00  172
  4  ω     94.00 130.00   0.50    3.00    --  107.75  54.00  12.00   72
  5  ω    134.00 178.00   0.50    3.00    --  107.75  54.00  12.00   88
  6  ω     36.00 103.00   0.50    3.00    --  107.75 -54.00-131.00  134
  7  ω   -117.00 -78.00   0.50    1.00    --  -48.64-125.00-180.00   78
  8  ω   -101.00 -73.00   0.50    1.00    --  -48.64-125.00  30.00   56
  9  ω     36.00  92.00   0.50    1.00    --   48.64-125.00  90.00  112
 10  ω     53.00  78.00   0.50    1.00    --   48.64  54.00  12.00   50
 11  ω     -4.00  21.00   0.50    1.00    --   48.64 -54.00-131.00   50
 12  ω     37.00  84.00   0.50    3.00    --  107.75 -99.00-150.00   94
 13  ω     37.00 106.00   0.50    3.00    --  107.75 -99.00  60.00  138
 14  ω     41.00  74.00   0.50    3.00    --  107.75 -19.00 -90.00   66
 15  ω    107.00 169.00   0.50    3.00    --  107.75  19.00 150.00  124
 16  ω     94.00 119.00   0.50    3.00    --  107.75 -19.00 -90.00   50
 17  ω     62.00  88.00   0.50    3.00    --  107.75 -99.00 120.00   52
 18  ω     95.00 167.00   0.50    3.00    --  107.75  37.00 -90.00  144
 19  ω     72.00 102.00   0.50    3.00    --  107.75 -99.00 -90.00   60
 20  ω     49.00  83.00   0.50    3.00    --  107.75 -99.00-180.00   68
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1126684000
_diffrn_orient_matrix_UB_12      0.0395235000
_diffrn_orient_matrix_UB_13      0.0416616000
_diffrn_orient_matrix_UB_21      -0.0710092000
_diffrn_orient_matrix_UB_22      -0.0672357000
_diffrn_orient_matrix_UB_23      -0.0951716000
_diffrn_orient_matrix_UB_31      0.0039674000
_diffrn_orient_matrix_UB_32      -0.0915074000
_diffrn_orient_matrix_UB_33      0.0883641000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2646
_reflns_number_total             3013
_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       'CrysAlisPro 1.171.43.94a (Rigaku OD, 2023)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.95a 64-bit (release 03-11-2023))'
_computing_data_reduction        'CrysAlisPro 1.171.43.94a (Rigaku OD, 2023)'
_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    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.202
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         3013
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0371
_refine_ls_restrained_S_all      1.048
_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)+(0.0574P)²+0.5502P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1024
_refine_ls_wR_factor_ref         0.1061
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C6(H6), C7(H7), C10(H10), C11(H11), C13(H13), C14(H14)
2.b Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
C1 C 0.64165(11) 0.49048(10) 0.06159(12) 0.0209(3) Uani 1 1 d . . . . .
C2 C 0.68522(12) 0.40569(11) 0.00554(12) 0.0233(3) Uani 1 1 d . . . . .
H2 H 0.724866 0.415938 -0.061150 0.028 Uiso 1 1 calc R U . . .
C3 C 0.67025(12) 0.30702(11) 0.04777(12) 0.0230(3) Uani 1 1 d . . . . .
H3 H 0.700332 0.248597 0.010613 0.028 Uiso 1 1 calc R U . . .
C4 C 0.61054(12) 0.29199(10) 0.14586(12) 0.0212(3) Uani 1 1 d . . . . .
C5 C 0.56667(11) 0.37886(10) 0.20159(11) 0.0198(3) Uani 1 1 d . . . . .
C6 C 0.58223(11) 0.47865(10) 0.15815(11) 0.0200(3) Uani 1 1 d . . . . .
H6 H 0.552507 0.537838 0.194234 0.024 Uiso 1 1 calc R U . . .
C7 C 0.50117(12) 0.36116(10) 0.30094(11) 0.0210(3) Uani 1 1 d . . . . .
H7 H 0.497218 0.292876 0.332632 0.025 Uiso 1 1 calc R U . . .
C8 C 0.32095(12) 0.47766(10) 0.48263(12) 0.0215(3) Uani 1 1 d . . . . .
C9 C 0.25274(12) 0.43740(10) 0.57431(12) 0.0211(3) Uani 1 1 d . . . . .
C10 C 0.28074(12) 0.34690(10) 0.63866(11) 0.0213(3) Uani 1 1 d . . . . .
H10 H 0.350207 0.310820 0.629866 0.026 Uiso 1 1 calc R U . . .
C11 C 0.20825(12) 0.30853(11) 0.71579(12) 0.0223(3) Uani 1 1 d . . . . .
H11 H 0.228845 0.246214 0.758644 0.027 Uiso 1 1 calc R U . . .
C12 C 0.10632(12) 0.35928(11) 0.73163(12) 0.0234(3) Uani 1 1 d . . . . .
C13 C 0.08099(13) 0.45221(12) 0.66872(13) 0.0293(3) Uani 1 1 d . . . . .
H13 H 0.012811 0.489600 0.679275 0.035 Uiso 1 1 calc R U . . .
C14 C 0.15243(13) 0.49082(11) 0.59189(13) 0.0281(3) Uani 1 1 d . . . . .
H14 H 0.133148 0.554217 0.550698 0.034 Uiso 1 1 calc R U . . .
C15 C 0.02145(13) 0.31607(12) 0.81114(13) 0.0293(3) Uani 1 1 d . . . . .
C16 C -0.00691(17) 0.40115(15) 0.89782(16) 0.0445(4) Uani 1 1 d . . . . .
H16A H 0.064912 0.426792 0.943015 0.067 Uiso 1 1 calc R U . . .
H16B H -0.056758 0.371941 0.952311 0.067 Uiso 1 1 calc R U . . .
H16C H -0.046956 0.458981 0.853413 0.067 Uiso 1 1 calc R U . . .
C17 C -0.08807(16) 0.28056(18) 0.73381(17) 0.0507(5) Uani 1 1 d . . . . .
H17A H -0.122695 0.339847 0.687633 0.076 Uiso 1 1 calc R U . . .
H17B H -0.143153 0.253407 0.784070 0.076 Uiso 1 1 calc R U . . .
H17C H -0.068885 0.225556 0.679922 0.076 Uiso 1 1 calc R U . . .
C18 C 0.07280(15) 0.22343(13) 0.88560(15) 0.0361(4) Uani 1 1 d . . . . .
H18A H 0.091349 0.167139 0.833042 0.054 Uiso 1 1 calc R U . . .
H18B H 0.016477 0.198288 0.935615 0.054 Uiso 1 1 calc R U . . .
H18C H 0.143376 0.245685 0.935734 0.054 Uiso 1 1 calc R U . . .
N1 N 0.38885(10) 0.40731(9) 0.43652(10) 0.0219(3) Uani 1 1 d . . . . .
N2 N 0.44930(10) 0.43628(9) 0.34554(10) 0.0219(3) Uani 1 1 d . . . . .
N3 N 0.65589(10) 0.59412(9) 0.01395(10) 0.0227(3) Uani 1 1 d . . . . .
O1 O 0.31153(9) 0.56898(7) 0.44833(9) 0.0285(3) Uani 1 1 d . . . . .
O2 O 0.59067(9) 0.19702(8) 0.18866(9) 0.0267(2) Uani 1 1 d . . . . .
O3 O 0.60817(9) 0.66850(7) 0.05670(9) 0.0258(2) Uani 1 1 d . . . . .
O4 O 0.71383(10) 0.60402(8) -0.06770(10) 0.0331(3) Uani 1 1 d . . . . .
H1 H 0.3881(14) 0.3392(14) 0.4575(13) 0.020(4) Uiso 1 1 d . . . . .
H2A H 0.619(2) 0.146(2) 0.147(2) 0.061(7) Uiso 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
C1 C2 1.390(2) . ?
C1 C6 1.3848(19) . ?
C1 N3 1.4525(17) . ?
C2 H2 0.9500 . ?
C2 C3 1.372(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.4069(19) . ?
C4 C5 1.4109(19) . ?
C4 O2 1.3426(16) . ?
C5 C6 1.3917(19) . ?
C5 C7 1.4656(18) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C7 N2 1.2779(18) . ?
C8 C9 1.4875(19) . ?
C8 N1 1.3518(18) . ?
C8 O1 1.2339(17) . ?
C9 C10 1.3875(19) . ?
C9 C14 1.393(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.3885(19) . ?
C11 H11 0.9500 . ?
C11 C12 1.388(2) . ?
C12 C13 1.401(2) . ?
C12 C15 1.5321(19) . ?
C13 H13 0.9500 . ?
C13 C14 1.379(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.536(2) . ?
C15 C17 1.522(2) . ?
C15 C18 1.534(2) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
N1 N2 1.3803(16) . ?
N1 H1 0.905(17) . ?
N3 O3 1.2360(15) . ?
N3 O4 1.2275(15) . ?
O2 H2A 0.90(3) . ?

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 C1 N3 118.40(12) . . ?
C6 C1 C2 122.13(13) . . ?
C6 C1 N3 119.43(12) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 C1 119.17(12) . . ?
C3 C2 H2 120.4 . . ?
C2 C3 H3 119.9 . . ?
C2 C3 C4 120.29(12) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 C5 119.83(12) . . ?
O2 C4 C3 122.72(12) . . ?
O2 C4 C5 117.44(12) . . ?
C4 C5 C7 118.91(12) . . ?
C6 C5 C4 119.49(12) . . ?
C6 C5 C7 121.54(12) . . ?
C1 C6 C5 119.08(12) . . ?
C1 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
C5 C7 H7 119.5 . . ?
N2 C7 C5 120.94(12) . . ?
N2 C7 H7 119.5 . . ?
N1 C8 C9 115.98(12) . . ?
O1 C8 C9 121.19(12) . . ?
O1 C8 N1 122.77(13) . . ?
C10 C9 C8 123.41(12) . . ?
C10 C9 C14 118.54(13) . . ?
C14 C9 C8 117.98(12) . . ?
C9 C10 H10 119.7 . . ?
C9 C10 C11 120.66(13) . . ?
C11 C10 H10 119.7 . . ?
C10 C11 H11 119.3 . . ?
C12 C11 C10 121.43(13) . . ?
C12 C11 H11 119.3 . . ?
C11 C12 C13 117.22(13) . . ?
C11 C12 C15 122.70(13) . . ?
C13 C12 C15 120.05(13) . . ?
C12 C13 H13 119.1 . . ?
C14 C13 C12 121.72(13) . . ?
C14 C13 H13 119.1 . . ?
C9 C14 H14 119.8 . . ?
C13 C14 C9 120.38(13) . . ?
C13 C14 H14 119.8 . . ?
C12 C15 C16 109.59(13) . . ?
C12 C15 C18 111.79(13) . . ?
C17 C15 C12 108.96(13) . . ?
C17 C15 C16 110.37(15) . . ?
C17 C15 C18 108.96(14) . . ?
C18 C15 C16 107.17(13) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C8 N1 N2 119.83(11) . . ?
C8 N1 H1 120.9(10) . . ?
N2 N1 H1 118.8(10) . . ?
C7 N2 N1 114.38(11) . . ?
O3 N3 C1 118.52(11) . . ?
O4 N3 C1 118.67(11) . . ?
O4 N3 O3 122.80(11) . . ?
C4 O2 H2A 112.0(15) . . ?

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
N1 H1 O3 0.905(17) 2.194(18) 3.0608(15) 160.2(13) 2_645 yes
O2 H2A O1 0.90(3) 1.74(3) 2.6279(14) 168(2) 2_645 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
C1 C2 C3 C4 0.6(2) . . . . ?
C2 C1 C6 C5 0.8(2) . . . . ?
C2 C1 N3 O3 173.46(12) . . . . ?
C2 C1 N3 O4 -5.88(19) . . . . ?
C2 C3 C4 C5 -0.5(2) . . . . ?
C2 C3 C4 O2 178.09(13) . . . . ?
C3 C4 C5 C6 0.51(19) . . . . ?
C3 C4 C5 C7 177.84(12) . . . . ?
C4 C5 C6 C1 -0.64(19) . . . . ?
C4 C5 C7 N2 -172.31(13) . . . . ?
C5 C7 N2 N1 178.44(12) . . . . ?
C6 C1 C2 C3 -0.8(2) . . . . ?
C6 C1 N3 O3 -4.39(18) . . . . ?
C6 C1 N3 O4 176.27(12) . . . . ?
C6 C5 C7 N2 5.0(2) . . . . ?
C7 C5 C6 C1 -177.90(12) . . . . ?
C8 C9 C10 C11 -174.47(12) . . . . ?
C8 C9 C14 C13 174.71(13) . . . . ?
C8 N1 N2 C7 -173.27(13) . . . . ?
C9 C8 N1 N2 175.80(11) . . . . ?
C9 C10 C11 C12 -0.4(2) . . . . ?
C10 C9 C14 C13 -2.2(2) . . . . ?
C10 C11 C12 C13 -1.5(2) . . . . ?
C10 C11 C12 C15 176.78(13) . . . . ?
C11 C12 C13 C14 1.6(2) . . . . ?
C11 C12 C15 C16 128.77(15) . . . . ?
C11 C12 C15 C17 -110.37(17) . . . . ?
C11 C12 C15 C18 10.1(2) . . . . ?
C12 C13 C14 C9 0.3(2) . . . . ?
C13 C12 C15 C16 -52.99(19) . . . . ?
C13 C12 C15 C17 67.87(19) . . . . ?
C13 C12 C15 C18 -171.65(14) . . . . ?
C14 C9 C10 C11 2.2(2) . . . . ?
C15 C12 C13 C14 -176.78(14) . . . . ?
N1 C8 C9 C10 20.71(19) . . . . ?
N1 C8 C9 C14 -155.98(13) . . . . ?
N3 C1 C2 C3 -178.55(12) . . . . ?
N3 C1 C6 C5 178.54(11) . . . . ?
O1 C8 C9 C10 -162.09(13) . . . . ?
O1 C8 C9 C14 21.2(2) . . . . ?
O1 C8 N1 N2 -1.3(2) . . . . ?
O2 C4 C5 C6 -178.15(12) . . . . ?
O2 C4 C5 C7 -0.82(19) . . . . ?

_olex2_date_sample_data_collection 2024-01-12
_olex2_date_sample_submission    2024-01-11
_olex2_exptl_crystal_mounting_method '200 micrometer micromount'
_olex2_submission_original_sample_id cew24001
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.994
_oxdiff_exptl_absorpt_empirical_full_min 0.505
