# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# 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_0142-jt
_database_code_depnum_ccdc_archive 'CCDC 2371941'
loop_
_audit_author_name
_audit_author_address
'Edson Barrera Chavarria '
;Instituto Politecnico Nacional Escuela, Nacional de Ciencias Biologicas
Mexico
;
_audit_update_record             
;
2024-07-18 deposited with the CCDC.	2024-09-05 downloaded from the CCDC.
;

_audit_creation_date             2024-07-18T13:33:52-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
(S,E)-5-((1H-indol-3-yl)methylene)-3-(4-chlorophenyl)-1-(1-phenylethyl)imidazoli
_chemical_name_common            oxo-aplisinopsyn
_chemical_formula_structural     'C26 H20 N3 O2 Cl'
_chemical_formula_iupac          'C26 H20 N3 O2 Cl'
_chemical_formula_moiety         'C26 H20 N3 O2 Cl'
_chemical_formula_analytical     'C26 H20 Cl N3 O2'
_chemical_formula_sum            'C26 H20 Cl N3 O2'
_chemical_formula_weight         441.9
_chemical_melting_point          487.15
_chemical_compound_source        'Synthesis as described'
_chemical_absolute_configuration syn

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_Int_Tables_number      19
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   6.5034(4)
_cell_length_b                   18.5739(13)
_cell_length_c                   18.5540(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2241.2(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2088
_cell_measurement_theta_min      3.31
_cell_measurement_theta_max      20.6
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       needle
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_crystal_density_diffrn    1.31
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             920

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.199
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.377
_exptl_absorpt_correction_T_max  1

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  grafphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 CCD
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction Sapphire 3 CCD'
_diffrn_detector_area_resol_mean 16.2257
_diffrn_orient_matrix_UB_11      0.0235664000
_diffrn_orient_matrix_UB_12      0.0260630000
_diffrn_orient_matrix_UB_13      0.0267583000
_diffrn_orient_matrix_UB_21      -0.0143694000
_diffrn_orient_matrix_UB_22      0.0278894000
_diffrn_orient_matrix_UB_23      -0.0255898000
_diffrn_orient_matrix_UB_31      -0.1054609000
_diffrn_orient_matrix_UB_32      0.0019793000
_diffrn_orient_matrix_UB_33      0.0094507000
_diffrn_measurement_method       'ω scans'
_diffrn_standards_number         0
_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        >2%
_diffrn_reflns_av_R_equivalents  0.046
_diffrn_reflns_av_unetI/netI     0.0851
_diffrn_reflns_number            13817
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.104
_diffrn_reflns_theta_max         32.506
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.907
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.907
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.866
_reflns_Friedel_fraction_full    0.992
_reflns_Friedel_fraction_max     0.813
_reflns_Friedel_coverage         0.698
_reflns_number_total             7033
_reflns_number_gt                3424
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
'CrysAlisPro, Agilent Technologies  Version 1.171.36.28'
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies  Version 1.171.36.28'
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies  Version 1.171.36.28'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   dual
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_shelx_SHELXL_version_number     2018/3
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0343P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         7033
_refine_ls_number_parameters     290
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.1943
_refine_ls_R_factor_gt           0.0945
_refine_ls_wR_factor_ref         0.1471
_refine_ls_wR_factor_gt          0.1187
_refine_ls_goodness_of_fit_ref   1.128
_refine_ls_restrained_S_all      1.128
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Flack x determined using 815 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.03(6)
_refine_diff_density_max         0.201
_refine_diff_density_min         -0.138
_refine_diff_density_rms         0.031
#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
C5 C 0.5732(6) 0.5699(2) 0.68610(19) 0.0533(10) Uani 1 1 d . . . . .
C2 C 0.3774(7) 0.6690(3) 0.7112(2) 0.0585(11) Uani 1 1 d . . . . .
C4 C 0.4373(7) 0.5528(3) 0.7470(2) 0.0576(11) Uani 1 1 d . . . . .
C8 C 0.6234(7) 0.6866(2) 0.6116(2) 0.0665(13) Uani 1 1 d . . . . .
H8 H 0.548338 0.732362 0.611569 0.08 Uiso 1 1 calc R U . . .
C9 C 0.8436(8) 0.7050(3) 0.6330(3) 0.0920(17) Uani 1 1 d . . . . .
H9A H 0.844713 0.724806 0.680801 0.138 Uiso 1 1 calc R U . . .
H9B H 0.898555 0.739709 0.599806 0.138 Uiso 1 1 calc R U . . .
H9C H 0.926143 0.662207 0.631838 0.138 Uiso 1 1 calc R U . . .
C10 C 0.5933(8) 0.6547(2) 0.5369(2) 0.0604(12) Uani 1 1 d . . . . .
C11 C 0.7464(8) 0.6539(3) 0.4864(3) 0.0902(16) Uani 1 1 d . . . . .
H11 H 0.875236 0.67234 0.497913 0.108 Uiso 1 1 calc R U . . .
C12 C 0.7114(13) 0.6258(4) 0.4178(3) 0.117(2) Uani 1 1 d . . . . .
H12 H 0.817867 0.625142 0.384302 0.141 Uiso 1 1 calc R U . . .
C13 C 0.5270(14) 0.5997(3) 0.3993(3) 0.105(2) Uani 1 1 d . . . . .
H13 H 0.505184 0.581038 0.353467 0.126 Uiso 1 1 calc R U . . .
C14 C 0.3728(11) 0.6009(3) 0.4481(3) 0.107(2) Uani 1 1 d . . . . .
H14 H 0.243855 0.583106 0.435778 0.128 Uiso 1 1 calc R U . . .
C16 C 0.1704(7) 0.6230(2) 0.81450(19) 0.0539(10) Uani 1 1 d . . . . .
C17 C 0.1925(7) 0.6734(2) 0.8680(2) 0.0675(13) Uani 1 1 d . . . . .
H17 H 0.30795 0.702868 0.869003 0.081 Uiso 1 1 calc R U . . .
C18 C 0.0439(8) 0.6801(3) 0.9199(2) 0.0730(14) Uani 1 1 d . . . . .
H18 H 0.05832 0.714347 0.956103 0.088 Uiso 1 1 calc R U . . .
C19 C -0.1241(7) 0.6369(3) 0.9187(2) 0.0645(12) Uani 1 1 d . . . . .
C20 C -0.1469(7) 0.5859(3) 0.8664(3) 0.0722(13) Uani 1 1 d . . . . .
H20 H -0.261665 0.556044 0.86634 0.087 Uiso 1 1 calc R U . . .
C21 C 0.0008(8) 0.5788(3) 0.8138(2) 0.0702(13) Uani 1 1 d . . . . .
H21 H -0.01403 0.544278 0.777934 0.084 Uiso 1 1 calc R U . . .
Cl23 Cl -0.3130(2) 0.64475(9) 0.98475(7) 0.1053(5) Uani 1 1 d . . . . .
C24 C 0.7206(6) 0.5294(2) 0.6560(2) 0.0577(11) Uani 1 1 d . . . . .
H24 H 0.78308 0.551236 0.616509 0.069 Uiso 1 1 calc R U . . .
C26 C 0.7271(7) 0.4054(2) 0.7146(2) 0.0598(11) Uani 1 1 d . . . . .
H26 H 0.604161 0.407058 0.740112 0.072 Uiso 1 1 calc R U . . .
C27 C 0.8012(6) 0.4601(2) 0.67185(19) 0.0519(10) Uani 1 1 d . . . . .
C28 C 0.9943(6) 0.4335(2) 0.6437(2) 0.0516(10) Uani 1 1 d . . . . .
C29 C 1.1429(7) 0.4618(3) 0.5971(2) 0.0685(12) Uani 1 1 d . . . . .
H29 H 1.12677 0.50736 0.577102 0.082 Uiso 1 1 calc R U . . .
C30 C 1.3115(8) 0.4212(3) 0.5817(3) 0.0845(15) Uani 1 1 d . . . . .
H30 H 1.410852 0.439828 0.550786 0.101 Uiso 1 1 calc R U . . .
C31 C 1.3397(8) 0.3537(3) 0.6103(3) 0.0818(15) Uani 1 1 d . . . . .
H31 H 1.457714 0.327973 0.598472 0.098 Uiso 1 1 calc R U . . .
C32 C 1.1982(8) 0.3234(3) 0.6557(3) 0.0749(14) Uani 1 1 d . . . . .
H32 H 1.216397 0.277602 0.674768 0.09 Uiso 1 1 calc R U . . .
C33 C 1.0254(7) 0.3648(2) 0.6718(2) 0.0582(11) Uani 1 1 d . . . . .
C15 C 0.4060(9) 0.6286(3) 0.5166(3) 0.0884(16) Uani 1 1 d . . . . .
H15 H 0.297969 0.629302 0.549439 0.106 Uiso 1 1 calc R U . . .
N1 N 0.5222(6) 0.64126(19) 0.66642(17) 0.0606(9) Uani 1 1 d . . . . .
N3 N 0.3253(6) 0.61515(19) 0.76015(16) 0.0596(9) Uani 1 1 d . . . . .
N25 N 0.8587(6) 0.34895(19) 0.71418(18) 0.0664(10) Uani 1 1 d . . . . .
H25 H 0.840459 0.309175 0.737027 0.08 Uiso 1 1 calc R U . . .
O6 O 0.3059(5) 0.72976(17) 0.70959(15) 0.0747(9) Uani 1 1 d . . . . .
O7 O 0.4214(5) 0.49789(17) 0.78243(15) 0.0739(9) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
C5 C24 1.340(5) . ?
C5 N1 1.415(5) . ?
C5 C4 1.469(5) . ?
C2 O6 1.220(5) . ?
C2 N1 1.358(5) . ?
C2 N3 1.393(5) . ?
C4 O7 1.218(5) . ?
C4 N3 1.390(5) . ?
C8 N1 1.475(5) . ?
C8 C10 1.520(6) . ?
C8 C9 1.525(7) . ?
C10 C15 1.364(7) . ?
C10 C11 1.367(6) . ?
C11 C12 1.395(8) . ?
C12 C13 1.337(9) . ?
C13 C14 1.352(8) . ?
C14 C15 1.387(7) . ?
C16 C17 1.371(5) . ?
C16 C21 1.374(6) . ?
C16 N3 1.433(5) . ?
C17 C18 1.370(5) . ?
C18 C19 1.355(6) . ?
C19 C20 1.363(6) . ?
C19 Cl23 1.742(4) . ?
C20 C21 1.375(6) . ?
C24 C27 1.422(5) . ?
C26 N25 1.354(5) . ?
C26 C27 1.375(5) . ?
C27 C28 1.447(6) . ?
C28 C33 1.393(6) . ?
C28 C29 1.399(6) . ?
C29 C30 1.361(7) . ?
C30 C31 1.374(7) . ?
C31 C32 1.369(6) . ?
C32 C33 1.393(6) . ?
C33 N25 1.371(5) . ?

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
C24 C5 N1 125.8(4) . . ?
C24 C5 C4 129.1(4) . . ?
N1 C5 C4 105.1(3) . . ?
O6 C2 N1 126.9(4) . . ?
O6 C2 N3 125.9(4) . . ?
N1 C2 N3 107.1(4) . . ?
O7 C4 N3 124.0(4) . . ?
O7 C4 C5 130.3(4) . . ?
N3 C4 C5 105.7(4) . . ?
N1 C8 C10 110.4(4) . . ?
N1 C8 C9 111.6(4) . . ?
C10 C8 C9 116.5(4) . . ?
C15 C10 C11 117.2(4) . . ?
C15 C10 C8 120.4(4) . . ?
C11 C10 C8 122.3(5) . . ?
C10 C11 C12 120.7(6) . . ?
C13 C12 C11 121.0(6) . . ?
C12 C13 C14 119.2(6) . . ?
C13 C14 C15 120.3(6) . . ?
C17 C16 C21 119.8(4) . . ?
C17 C16 N3 120.3(4) . . ?
C21 C16 N3 119.8(4) . . ?
C18 C17 C16 119.8(4) . . ?
C19 C18 C17 120.2(4) . . ?
C18 C19 C20 120.7(4) . . ?
C18 C19 Cl23 120.4(4) . . ?
C20 C19 Cl23 118.8(4) . . ?
C19 C20 C21 119.7(4) . . ?
C16 C21 C20 119.8(4) . . ?
C5 C24 C27 133.3(4) . . ?
N25 C26 C27 110.3(4) . . ?
C26 C27 C24 131.2(4) . . ?
C26 C27 C28 105.1(4) . . ?
C24 C27 C28 123.7(4) . . ?
C33 C28 C29 118.4(4) . . ?
C33 C28 C27 107.7(4) . . ?
C29 C28 C27 133.9(4) . . ?
C30 C29 C28 118.6(5) . . ?
C29 C30 C31 122.1(5) . . ?
C32 C31 C30 121.5(5) . . ?
C31 C32 C33 116.7(5) . . ?
N25 C33 C28 107.2(4) . . ?
N25 C33 C32 130.0(4) . . ?
C28 C33 C32 122.7(4) . . ?
C10 C15 C14 121.6(6) . . ?
C2 N1 C5 111.1(3) . . ?
C2 N1 C8 120.9(4) . . ?
C5 N1 C8 127.5(3) . . ?
C4 N3 C2 110.9(3) . . ?
C4 N3 C16 125.2(3) . . ?
C2 N3 C16 123.8(4) . . ?
C26 N25 C33 109.7(3) . . ?

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
C24 C5 C4 O7 -2.9(7) . . . . ?
N1 C5 C4 O7 179.6(4) . . . . ?
C24 C5 C4 N3 175.2(4) . . . . ?
N1 C5 C4 N3 -2.4(4) . . . . ?
N1 C8 C10 C15 43.5(6) . . . . ?
C9 C8 C10 C15 172.0(5) . . . . ?
N1 C8 C10 C11 -139.8(4) . . . . ?
C9 C8 C10 C11 -11.3(7) . . . . ?
C15 C10 C11 C12 -1.5(8) . . . . ?
C8 C10 C11 C12 -178.3(5) . . . . ?
C10 C11 C12 C13 0.8(10) . . . . ?
C11 C12 C13 C14 0.1(10) . . . . ?
C12 C13 C14 C15 -0.3(10) . . . . ?
C21 C16 C17 C18 -0.9(6) . . . . ?
N3 C16 C17 C18 -179.6(4) . . . . ?
C16 C17 C18 C19 0.3(7) . . . . ?
C17 C18 C19 C20 0.6(7) . . . . ?
C17 C18 C19 Cl23 179.6(3) . . . . ?
C18 C19 C20 C21 -0.9(7) . . . . ?
Cl23 C19 C20 C21 -179.9(3) . . . . ?
C17 C16 C21 C20 0.6(7) . . . . ?
N3 C16 C21 C20 179.4(4) . . . . ?
C19 C20 C21 C16 0.2(7) . . . . ?
N1 C5 C24 C27 174.8(4) . . . . ?
C4 C5 C24 C27 -2.3(7) . . . . ?
N25 C26 C27 C24 -179.3(4) . . . . ?
N25 C26 C27 C28 -0.1(4) . . . . ?
C5 C24 C27 C26 15.0(7) . . . . ?
C5 C24 C27 C28 -164.1(4) . . . . ?
C26 C27 C28 C33 -0.6(4) . . . . ?
C24 C27 C28 C33 178.7(4) . . . . ?
C26 C27 C28 C29 179.3(4) . . . . ?
C24 C27 C28 C29 -1.5(7) . . . . ?
C33 C28 C29 C30 -0.4(6) . . . . ?
C27 C28 C29 C30 179.8(4) . . . . ?
C28 C29 C30 C31 0.1(7) . . . . ?
C29 C30 C31 C32 0.4(8) . . . . ?
C30 C31 C32 C33 -0.5(7) . . . . ?
C29 C28 C33 N25 -178.8(3) . . . . ?
C27 C28 C33 N25 1.1(4) . . . . ?
C29 C28 C33 C32 0.2(6) . . . . ?
C27 C28 C33 C32 -179.9(4) . . . . ?
C31 C32 C33 N25 179.1(4) . . . . ?
C31 C32 C33 C28 0.2(6) . . . . ?
C11 C10 C15 C14 1.4(8) . . . . ?
C8 C10 C15 C14 178.2(5) . . . . ?
C13 C14 C15 C10 -0.5(9) . . . . ?
O6 C2 N1 C5 177.8(4) . . . . ?
N3 C2 N1 C5 -1.9(4) . . . . ?
O6 C2 N1 C8 4.7(7) . . . . ?
N3 C2 N1 C8 -174.9(4) . . . . ?
C24 C5 N1 C2 -175.0(4) . . . . ?
C4 C5 N1 C2 2.7(4) . . . . ?
C24 C5 N1 C8 -2.5(6) . . . . ?
C4 C5 N1 C8 175.2(4) . . . . ?
C10 C8 N1 C2 -123.0(4) . . . . ?
C9 C8 N1 C2 105.9(4) . . . . ?
C10 C8 N1 C5 65.2(5) . . . . ?
C9 C8 N1 C5 -66.0(5) . . . . ?
O7 C4 N3 C2 179.6(4) . . . . ?
C5 C4 N3 C2 1.4(4) . . . . ?
O7 C4 N3 C16 -2.9(7) . . . . ?
C5 C4 N3 C16 178.9(3) . . . . ?
O6 C2 N3 C4 -179.4(4) . . . . ?
N1 C2 N3 C4 0.2(5) . . . . ?
O6 C2 N3 C16 3.0(7) . . . . ?
N1 C2 N3 C16 -177.4(3) . . . . ?
C17 C16 N3 C4 119.7(5) . . . . ?
C21 C16 N3 C4 -59.0(5) . . . . ?
C17 C16 N3 C2 -63.1(5) . . . . ?
C21 C16 N3 C2 118.2(5) . . . . ?
C27 C26 N25 C33 0.7(5) . . . . ?
C28 C33 N25 C26 -1.1(5) . . . . ?
C32 C33 N25 C26 179.9(4) . . . . ?

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
C18 H18 Cl23 0.93 2.96 3.819(5) 154.4 4_567 yes
C26 H26 O7 0.93 2.21 2.913(5) 132 . yes
N25 H25 O6 0.86 2.02 2.837(5) 159.4 3_646 yes
C18 H18 Cl23 0.93 2.96 3.819(5) 154.4 4_567 yes
C26 H26 O7 0.93 2.21 2.913(5) 132 . yes
N25 H25 O6 0.86 2.02 2.837(5) 159.4 3_646 yes

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# END of CIF
_chemical_properties_physical    Air-sensitive
