# Supplementary Information (SI) for CrystEngComm.
# 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_SPA943
_database_code_depnum_ccdc_archive 'CCDC 2411605'
loop_
_audit_author_name
_audit_author_address
'Dohyun Moon'
;Pohang Accelerator Laboratory
South Korea
;
_audit_update_record             
;
2024-12-19 deposited with the CCDC.	2025-03-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        
2-(5-(diphenylamino)-2-formylphenoxy)benzonitrile
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H18 N2 O2'
_chemical_formula_sum            'C26 H18 N2 O2'
_chemical_formula_weight         390.42

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 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 0.0059 0.0032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0105 0.0059 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.078(2)
_cell_length_b                   9.888(2)
_cell_length_c                   20.434(4)
_cell_angle_alpha                90
_cell_angle_beta                 101.85(3)
_cell_angle_gamma                90
_cell_volume                     1992.9(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    220(2)
_cell_measurement_reflns_used    41822
_cell_measurement_theta_min      0.401
_cell_measurement_theta_max      30.000

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_F_000             816
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.045
_exptl_crystal_size_mid          0.038
_exptl_crystal_size_min          0.005
_exptl_absorpt_coefficient_mu    0.080
_shelx_estimated_absorpt_T_min   0.996
_shelx_estimated_absorpt_T_max   1.000
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.963
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      220(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'Rayonix SX165 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18101
_diffrn_reflns_av_unetI/netI     0.0558
_diffrn_reflns_av_R_equivalents  0.0719
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.006
_diffrn_reflns_theta_max         28.000
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             4931
_reflns_number_gt                3123
_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       
'PAL BL2D-SMDC Program(Shin et.al, 2016)'
_computing_cell_refinement       'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT-2018(Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018(Sheldrick, 2018)'
_computing_molecular_graphics    'DIAMOND 4(Putx&Brandenburg, 2014)'
_computing_publication_material  'publCIF(Westrip, 2010)'
_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)+(0.0764P)²+0.3615P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_extinction_coef       0.092(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4931
_refine_ls_number_parameters     272
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0949
_refine_ls_R_factor_gt           0.0574
_refine_ls_wR_factor_ref         0.1660
_refine_ls_wR_factor_gt          0.1433
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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 0.40488(16) 0.31035(14) 0.55439(8) 0.0585(4) Uani 1 1 d . . . . .
O2 O 0.23234(16) 0.66051(14) 0.48565(7) 0.0558(4) Uani 1 1 d . . . . .
N1 N 0.31104(16) 0.57238(17) 0.26305(8) 0.0481(4) Uani 1 1 d . . . . .
N2 N -0.1037(3) 0.6723(3) 0.39006(16) 0.1116(10) Uani 1 1 d . . . . .
C1 C 0.42975(18) 0.54400(19) 0.23686(10) 0.0434(4) Uani 1 1 d . . . . .
C2 C 0.4206(2) 0.4685(2) 0.17936(11) 0.0548(5) Uani 1 1 d . . . . .
H2 H 0.336478 0.434301 0.156974 0.066 Uiso 1 1 calc R U . . .
C3 C 0.5367(2) 0.4435(2) 0.15491(11) 0.0598(6) Uani 1 1 d . . . . .
H3 H 0.531061 0.392925 0.115490 0.072 Uiso 1 1 calc R U . . .
C4 C 0.6598(2) 0.4921(2) 0.18780(11) 0.0547(5) Uani 1 1 d . . . . .
H4 H 0.737724 0.477055 0.170261 0.066 Uiso 1 1 calc R U . . .
C5 C 0.6691(2) 0.5632(2) 0.24678(11) 0.0539(5) Uani 1 1 d . . . . .
H5 H 0.754103 0.593072 0.270347 0.065 Uiso 1 1 calc R U . . .
C6 C 0.5543(2) 0.5904(2) 0.27113(10) 0.0482(5) Uani 1 1 d . . . . .
H6 H 0.560516 0.640138 0.310830 0.058 Uiso 1 1 calc R U . . .
C7 C 0.20919(19) 0.65832(19) 0.22692(10) 0.0435(4) Uani 1 1 d . . . . .
C8 C 0.0784(2) 0.6556(2) 0.23863(11) 0.0510(5) Uani 1 1 d . . . . .
H8 H 0.056194 0.594958 0.270160 0.061 Uiso 1 1 calc R U . . .
C9 C -0.0190(2) 0.7416(2) 0.20414(11) 0.0560(5) Uani 1 1 d . . . . .
H9 H -0.106524 0.740842 0.213464 0.067 Uiso 1 1 calc R U . . .
C10 C 0.0095(2) 0.8281(2) 0.15649(12) 0.0577(6) Uani 1 1 d . . . . .
H10 H -0.057247 0.887096 0.133557 0.069 Uiso 1 1 calc R U . . .
C11 C 0.1369(2) 0.8270(2) 0.14287(12) 0.0603(6) Uani 1 1 d . . . . .
H11 H 0.156608 0.883412 0.109092 0.072 Uiso 1 1 calc R U . . .
C12 C 0.2370(2) 0.7440(2) 0.17810(11) 0.0548(5) Uani 1 1 d . . . . .
H12 H 0.324466 0.745963 0.168774 0.066 Uiso 1 1 calc R U . . .
C13 C 0.31516(17) 0.53524(19) 0.32940(9) 0.0413(4) Uani 1 1 d . . . . .
C14 C 0.36996(19) 0.4098(2) 0.35202(10) 0.0459(5) Uani 1 1 d . . . . .
H14 H 0.401753 0.351080 0.322474 0.055 Uiso 1 1 calc R U . . .
C15 C 0.37738(19) 0.37247(19) 0.41681(10) 0.0441(4) Uani 1 1 d . . . . .
H15 H 0.413888 0.287398 0.431047 0.053 Uiso 1 1 calc R U . . .
C16 C 0.33276(18) 0.45601(18) 0.46264(10) 0.0412(4) Uani 1 1 d . . . . .
C17 C 0.27776(18) 0.58084(18) 0.43920(9) 0.0403(4) Uani 1 1 d . . . . .
C18 C 0.26959(18) 0.62092(19) 0.37415(10) 0.0415(4) Uani 1 1 d . . . . .
H18 H 0.233288 0.706040 0.359869 0.050 Uiso 1 1 calc R U . . .
C19 C 0.3506(2) 0.4145(2) 0.53271(10) 0.0488(5) Uani 1 1 d . . . . .
H19 H 0.318060 0.472160 0.562437 0.059 Uiso 1 1 calc R U . . .
C20 C 0.2091(2) 0.79636(19) 0.47292(10) 0.0440(4) Uani 1 1 d . . . . .
C21 C 0.3072(2) 0.8881(2) 0.50013(11) 0.0536(5) Uani 1 1 d . . . . .
H21 H 0.391401 0.857696 0.524357 0.064 Uiso 1 1 calc R U . . .
C22 C 0.2823(2) 1.0242(2) 0.49198(12) 0.0589(6) Uani 1 1 d . . . . .
H22 H 0.349611 1.086642 0.510936 0.071 Uiso 1 1 calc R U . . .
C23 C 0.1610(2) 1.0697(2) 0.45674(11) 0.0561(5) Uani 1 1 d . . . . .
H23 H 0.145419 1.163117 0.451259 0.067 Uiso 1 1 calc R U . . .
C24 C 0.0615(2) 0.9798(2) 0.42919(11) 0.0542(5) Uani 1 1 d . . . . .
H24 H -0.022003 1.011450 0.404700 0.065 Uiso 1 1 calc R U . . .
C25 C 0.0847(2) 0.8412(2) 0.43767(10) 0.0492(5) Uani 1 1 d . . . . .
C26 C -0.0198(2) 0.7461(3) 0.41155(14) 0.0717(7) Uani 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
O1 C19 1.207(2) . ?
O2 C20 1.379(2) . ?
O2 C17 1.382(2) . ?
N1 C13 1.397(2) . ?
N1 C7 1.418(2) . ?
N1 C1 1.435(2) . ?
N2 C26 1.135(3) . ?
C1 C2 1.379(3) . ?
C1 C6 1.384(3) . ?
C2 C3 1.385(3) . ?
C2 H2 0.9400 . ?
C3 C4 1.370(3) . ?
C3 H3 0.9400 . ?
C4 C5 1.382(3) . ?
C4 H4 0.9400 . ?
C5 C6 1.376(3) . ?
C5 H5 0.9400 . ?
C6 H6 0.9400 . ?
C7 C12 1.381(3) . ?
C7 C8 1.387(3) . ?
C8 C9 1.378(3) . ?
C8 H8 0.9400 . ?
C9 C10 1.370(3) . ?
C9 H9 0.9400 . ?
C10 C11 1.368(3) . ?
C10 H10 0.9400 . ?
C11 C12 1.382(3) . ?
C11 H11 0.9400 . ?
C12 H12 0.9400 . ?
C13 C18 1.392(3) . ?
C13 C14 1.397(3) . ?
C14 C15 1.362(3) . ?
C14 H14 0.9400 . ?
C15 C16 1.391(3) . ?
C15 H15 0.9400 . ?
C16 C17 1.397(3) . ?
C16 C19 1.465(3) . ?
C17 C18 1.373(3) . ?
C18 H18 0.9400 . ?
C19 H19 0.9400 . ?
C20 C21 1.372(3) . ?
C20 C25 1.384(3) . ?
C21 C22 1.373(3) . ?
C21 H21 0.9400 . ?
C22 C23 1.361(3) . ?
C22 H22 0.9400 . ?
C23 C24 1.372(3) . ?
C23 H23 0.9400 . ?
C24 C25 1.395(3) . ?
C24 H24 0.9400 . ?
C25 C26 1.430(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
C20 O2 C17 119.55(15) . . ?
C13 N1 C7 122.48(15) . . ?
C13 N1 C1 116.72(15) . . ?
C7 N1 C1 119.54(16) . . ?
C2 C1 C6 120.34(18) . . ?
C2 C1 N1 120.58(18) . . ?
C6 C1 N1 119.05(17) . . ?
C1 C2 C3 119.4(2) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C4 C3 C2 120.5(2) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C5 119.93(19) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 120.19(19) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C5 C6 C1 119.66(19) . . ?
C5 C6 H6 120.2 . . ?
C1 C6 H6 120.2 . . ?
C12 C7 C8 118.51(18) . . ?
C12 C7 N1 120.78(17) . . ?
C8 C7 N1 120.69(18) . . ?
C9 C8 C7 120.1(2) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C10 C9 C8 121.2(2) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C11 C10 C9 118.8(2) . . ?
C11 C10 H10 120.6 . . ?
C9 C10 H10 120.6 . . ?
C10 C11 C12 120.9(2) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
C7 C12 C11 120.4(2) . . ?
C7 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C18 C13 N1 121.97(17) . . ?
C18 C13 C14 118.96(18) . . ?
N1 C13 C14 119.04(17) . . ?
C15 C14 C13 120.09(18) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C16 122.20(18) . . ?
C14 C15 H15 118.9 . . ?
C16 C15 H15 118.9 . . ?
C15 C16 C17 117.02(18) . . ?
C15 C16 C19 119.99(18) . . ?
C17 C16 C19 122.92(18) . . ?
C18 C17 O2 122.54(17) . . ?
C18 C17 C16 121.85(17) . . ?
O2 C17 C16 115.61(17) . . ?
C17 C18 C13 119.87(18) . . ?
C17 C18 H18 120.1 . . ?
C13 C18 H18 120.1 . . ?
O1 C19 C16 123.6(2) . . ?
O1 C19 H19 118.2 . . ?
C16 C19 H19 118.2 . . ?
C21 C20 O2 119.14(19) . . ?
C21 C20 C25 119.97(18) . . ?
O2 C20 C25 120.70(17) . . ?
C20 C21 C22 120.0(2) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 H21 120.0 . . ?
C23 C22 C21 120.6(2) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C22 C23 C24 120.3(2) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C23 C24 C25 119.7(2) . . ?
C23 C24 H24 120.1 . . ?
C25 C24 H24 120.1 . . ?
C20 C25 C24 119.32(19) . . ?
C20 C25 C26 120.2(2) . . ?
C24 C25 C26 120.5(2) . . ?
N2 C26 C25 178.9(4) . . ?

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
C13 N1 C1 C2 124.8(2) . . . . ?
C7 N1 C1 C2 -67.7(3) . . . . ?
C13 N1 C1 C6 -53.4(2) . . . . ?
C7 N1 C1 C6 114.1(2) . . . . ?
C6 C1 C2 C3 -2.3(3) . . . . ?
N1 C1 C2 C3 179.5(2) . . . . ?
C1 C2 C3 C4 0.7(4) . . . . ?
C2 C3 C4 C5 1.9(4) . . . . ?
C3 C4 C5 C6 -2.8(3) . . . . ?
C4 C5 C6 C1 1.2(3) . . . . ?
C2 C1 C6 C5 1.4(3) . . . . ?
N1 C1 C6 C5 179.63(18) . . . . ?
C13 N1 C7 C12 148.5(2) . . . . ?
C1 N1 C7 C12 -18.3(3) . . . . ?
C13 N1 C7 C8 -33.2(3) . . . . ?
C1 N1 C7 C8 160.03(19) . . . . ?
C12 C7 C8 C9 -3.0(3) . . . . ?
N1 C7 C8 C9 178.69(19) . . . . ?
C7 C8 C9 C10 2.0(3) . . . . ?
C8 C9 C10 C11 0.7(4) . . . . ?
C9 C10 C11 C12 -2.4(4) . . . . ?
C8 C7 C12 C11 1.3(3) . . . . ?
N1 C7 C12 C11 179.7(2) . . . . ?
C10 C11 C12 C7 1.4(4) . . . . ?
C7 N1 C13 C18 -31.8(3) . . . . ?
C1 N1 C13 C18 135.32(19) . . . . ?
C7 N1 C13 C14 149.97(18) . . . . ?
C1 N1 C13 C14 -42.9(2) . . . . ?
C18 C13 C14 C15 0.4(3) . . . . ?
N1 C13 C14 C15 178.77(17) . . . . ?
C13 C14 C15 C16 -0.5(3) . . . . ?
C14 C15 C16 C17 0.7(3) . . . . ?
C14 C15 C16 C19 -176.27(17) . . . . ?
C20 O2 C17 C18 -16.6(3) . . . . ?
C20 O2 C17 C16 163.53(16) . . . . ?
C15 C16 C17 C18 -0.9(3) . . . . ?
C19 C16 C17 C18 175.97(17) . . . . ?
C15 C16 C17 O2 178.98(16) . . . . ?
C19 C16 C17 O2 -4.1(3) . . . . ?
O2 C17 C18 C13 -178.99(17) . . . . ?
C16 C17 C18 C13 0.9(3) . . . . ?
N1 C13 C18 C17 -178.91(16) . . . . ?
C14 C13 C18 C17 -0.6(3) . . . . ?
C15 C16 C19 O1 1.1(3) . . . . ?
C17 C16 C19 O1 -175.69(18) . . . . ?
C17 O2 C20 C21 -97.7(2) . . . . ?
C17 O2 C20 C25 87.4(2) . . . . ?
O2 C20 C21 C22 -175.40(19) . . . . ?
C25 C20 C21 C22 -0.5(3) . . . . ?
C20 C21 C22 C23 -0.3(4) . . . . ?
C21 C22 C23 C24 0.4(4) . . . . ?
C22 C23 C24 C25 0.3(3) . . . . ?
C21 C20 C25 C24 1.2(3) . . . . ?
O2 C20 C25 C24 176.03(18) . . . . ?
C21 C20 C25 C26 -177.4(2) . . . . ?
O2 C20 C25 C26 -2.6(3) . . . . ?
C23 C24 C25 C20 -1.1(3) . . . . ?
C23 C24 C25 C26 177.5(2) . . . . ?

_refine_diff_density_max         0.364
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.055

####################################################################### 
# 
# 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_SPA946
_database_code_depnum_ccdc_archive 'CCDC 2411609'
loop_
_audit_author_name
_audit_author_address
'Dohyun Moon'
;Pohang Accelerator Laboratory
South Korea
;
_audit_update_record             
;
2024-12-19 deposited with the CCDC.	2025-03-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        
2-(2-((1,3-dimethyl-2,4,6-trioxotetrahydropyrimidin-5(2H)-ylidene)methyl)-5-(diphenylamino)phenoxy)benzonitrile
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H24 N4 O4'
_chemical_formula_sum            'C32 H24 N4 O4'
_chemical_formula_weight         528.55

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0021 0.0012 '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 0.0044 0.0025 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0080 0.0047 '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                   7.6840(15)
_cell_length_b                   8.6090(17)
_cell_length_c                   19.253(4)
_cell_angle_alpha                87.90(3)
_cell_angle_beta                 89.11(3)
_cell_angle_gamma                78.07(3)
_cell_volume                     1245.2(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    220(2)
_cell_measurement_reflns_used    71513
_cell_measurement_theta_min      0.361
_cell_measurement_theta_max      30.000

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_F_000             552
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.049
_exptl_crystal_size_mid          0.042
_exptl_crystal_size_min          0.039
_exptl_absorpt_coefficient_mu    0.074
_shelx_estimated_absorpt_T_min   0.996
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.830
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      220(2)
_diffrn_radiation_wavelength     0.630
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'Rayonix SX165 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13769
_diffrn_reflns_av_unetI/netI     0.0417
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.876
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        22.210
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             6899
_reflns_number_gt                5810
_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       
'PAL BL2D-SMDC Program(Shin et.al, 2016)'
_computing_cell_refinement       'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT-2018(Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018(Sheldrick, 2018)'
_computing_molecular_graphics    'DIAMOND 4(Putx&Brandenburg, 2014)'
_computing_publication_material  'publCIF(Westrip, 2010)'
_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)+(0.1049P)²+4.7719P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_extinction_coef       0.259(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6899
_refine_ls_number_parameters     364
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1113
_refine_ls_R_factor_gt           0.1020
_refine_ls_wR_factor_ref         0.3147
_refine_ls_wR_factor_gt          0.3100
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_restrained_S_all      1.104
_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 0.6297(4) 0.6136(3) 0.64485(13) 0.0316(6) Uani 1 1 d . . . . .
O2 O 0.4226(4) 0.7093(5) 0.88497(17) 0.0494(9) Uani 1 1 d . . . . .
O3 O 0.0294(4) 0.7163(4) 0.69899(15) 0.0413(7) Uani 1 1 d . . . . .
O4 O -0.1565(5) 0.9342(5) 0.90309(19) 0.0562(10) Uani 1 1 d . . . . .
N1 N 1.0705(4) 0.2610(4) 0.78244(16) 0.0340(7) Uani 1 1 d . . . . .
N2 N 0.7763(5) 0.9334(5) 0.5620(2) 0.0433(9) Uani 1 1 d . . . . .
N3 N -0.0653(5) 0.8255(4) 0.80097(18) 0.0363(8) Uani 1 1 d . . . . .
N4 N 0.1271(5) 0.7992(5) 0.89716(17) 0.0381(8) Uani 1 1 d . . . . .
C1 C 1.1615(5) 0.1823(5) 0.72460(18) 0.0291(7) Uani 1 1 d . . . . .
C2 C 1.3387(5) 0.1855(5) 0.7112(2) 0.0331(8) Uani 1 1 d . . . . .
H2 H 1.398014 0.246029 0.738661 0.040 Uiso 1 1 calc R U . . .
C3 C 1.4282(5) 0.0992(5) 0.6573(2) 0.0356(8) Uani 1 1 d . . . . .
H3 H 1.549650 0.097489 0.649570 0.043 Uiso 1 1 calc R U . . .
C4 C 1.3399(6) 0.0163(5) 0.6150(2) 0.0370(9) Uani 1 1 d . . . . .
H4 H 1.400487 -0.041121 0.578238 0.044 Uiso 1 1 calc R U . . .
C5 C 1.1623(6) 0.0175(5) 0.6268(2) 0.0366(9) Uani 1 1 d . . . . .
H5 H 1.101061 -0.036640 0.597181 0.044 Uiso 1 1 calc R U . . .
C6 C 1.0741(5) 0.0977(5) 0.6820(2) 0.0331(8) Uani 1 1 d . . . . .
H6 H 0.953999 0.095022 0.690646 0.040 Uiso 1 1 calc R U . . .
C7 C 1.1602(5) 0.2613(5) 0.84593(19) 0.0320(8) Uani 1 1 d . . . . .
C8 C 1.1175(5) 0.3887(5) 0.8892(2) 0.0340(8) Uani 1 1 d . . . . .
H8 H 1.026673 0.476069 0.876976 0.041 Uiso 1 1 calc R U . . .
C9 C 1.2095(7) 0.3869(7) 0.9508(2) 0.0445(11) Uani 1 1 d . . . . .
H9 H 1.177610 0.472171 0.980691 0.053 Uiso 1 1 calc R U . . .
C10 C 1.3462(7) 0.2627(7) 0.9688(2) 0.0509(13) Uani 1 1 d . . . . .
H10 H 1.408566 0.263667 1.010360 0.061 Uiso 1 1 calc R U . . .
C11 C 1.3906(7) 0.1374(7) 0.9255(3) 0.0508(12) Uani 1 1 d . . . . .
H11 H 1.484705 0.052364 0.937206 0.061 Uiso 1 1 calc R U . . .
C12 C 1.2985(6) 0.1352(6) 0.8652(2) 0.0410(10) Uani 1 1 d . . . . .
H12 H 1.328850 0.047632 0.836386 0.049 Uiso 1 1 calc R U . . .
C13 C 0.8964(5) 0.3468(5) 0.77380(18) 0.0290(7) Uani 1 1 d . . . . .
C14 C 0.8483(5) 0.4341(4) 0.71231(18) 0.0282(7) Uani 1 1 d . . . . .
H14 H 0.932365 0.434420 0.676358 0.034 Uiso 1 1 calc R U . . .
C15 C 0.6772(5) 0.5197(4) 0.70426(17) 0.0258(7) Uani 1 1 d . . . . .
C16 C 0.5496(5) 0.5292(4) 0.75715(17) 0.0265(7) Uani 1 1 d . . . . .
C17 C 0.6005(5) 0.4368(5) 0.81821(18) 0.0326(8) Uani 1 1 d . . . . .
H17 H 0.517365 0.437472 0.854585 0.039 Uiso 1 1 calc R U . . .
C18 C 0.7685(5) 0.3458(5) 0.82585(19) 0.0341(8) Uani 1 1 d . . . . .
H18 H 0.797605 0.282296 0.866455 0.041 Uiso 1 1 calc R U . . .
C19 C 0.6910(5) 0.5506(4) 0.58187(17) 0.0264(7) Uani 1 1 d . . . . .
C20 C 0.6856(6) 0.3963(5) 0.5661(2) 0.0357(8) Uani 1 1 d . . . . .
H20 H 0.645182 0.328980 0.599390 0.043 Uiso 1 1 calc R U . . .
C21 C 0.7403(6) 0.3416(6) 0.5010(2) 0.0398(9) Uani 1 1 d . . . . .
H21 H 0.740401 0.235829 0.490522 0.048 Uiso 1 1 calc R U . . .
C22 C 0.7944(5) 0.4409(5) 0.45156(19) 0.0351(9) Uani 1 1 d . . . . .
H22 H 0.827995 0.403529 0.407049 0.042 Uiso 1 1 calc R U . . .
C23 C 0.7997(5) 0.5946(5) 0.46679(18) 0.0293(7) Uani 1 1 d . . . . .
H23 H 0.837558 0.662209 0.432961 0.035 Uiso 1 1 calc R U . . .
C24 C 0.7483(4) 0.6498(4) 0.53306(17) 0.0246(7) Uani 1 1 d . . . . .
C25 C 0.7632(5) 0.8065(5) 0.55004(18) 0.0293(7) Uani 1 1 d . . . . .
C26 C 0.3709(5) 0.6172(5) 0.74422(18) 0.0303(8) Uani 1 1 d . . . . .
H26 H 0.337394 0.624182 0.697279 0.036 Uiso 1 1 calc R U . . .
C27 C 0.2444(5) 0.6908(5) 0.78756(18) 0.0287(7) Uani 1 1 d . . . . .
C28 C 0.2771(5) 0.7298(5) 0.8594(2) 0.0348(8) Uani 1 1 d . . . . .
C29 C -0.0385(6) 0.8589(5) 0.8693(2) 0.0383(9) Uani 1 1 d . . . . .
C30 C 0.0637(5) 0.7432(5) 0.75774(19) 0.0310(8) Uani 1 1 d . . . . .
C31 C 0.1530(7) 0.8290(7) 0.9701(2) 0.0493(12) Uani 1 1 d . . . . .
H31A H 0.045518 0.823494 0.996342 0.074 Uiso 1 1 calc R U . . .
H31B H 0.179555 0.933743 0.973880 0.074 Uiso 1 1 calc R U . . .
H31C H 0.251214 0.749555 0.988633 0.074 Uiso 1 1 calc R U . . .
C32 C -0.2449(6) 0.8835(6) 0.7743(3) 0.0450(11) Uani 1 1 d . . . . .
H32A H -0.249070 0.855360 0.726149 0.068 Uiso 1 1 calc R U . . .
H32B H -0.276427 0.998113 0.777535 0.068 Uiso 1 1 calc R U . . .
H32C H -0.328390 0.835623 0.801619 0.068 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 C19 1.383(4) . ?
O1 C15 1.385(4) . ?
O2 C28 1.205(5) . ?
O3 C30 1.207(5) . ?
O4 C29 1.198(5) . ?
N1 C13 1.397(5) . ?
N1 C7 1.413(5) . ?
N1 C1 1.422(5) . ?
N2 C25 1.149(6) . ?
N3 C30 1.380(5) . ?
N3 C29 1.385(5) . ?
N3 C32 1.461(5) . ?
N4 C29 1.379(6) . ?
N4 C28 1.391(5) . ?
N4 C31 1.461(5) . ?
C1 C6 1.385(6) . ?
C1 C2 1.388(6) . ?
C2 C3 1.388(5) . ?
C2 H2 0.9400 . ?
C3 C4 1.375(6) . ?
C3 H3 0.9400 . ?
C4 C5 1.377(6) . ?
C4 H4 0.9400 . ?
C5 C6 1.379(6) . ?
C5 H5 0.9400 . ?
C6 H6 0.9400 . ?
C7 C8 1.384(6) . ?
C7 C12 1.396(6) . ?
C8 C9 1.387(6) . ?
C8 H8 0.9400 . ?
C9 C10 1.373(8) . ?
C9 H9 0.9400 . ?
C10 C11 1.372(8) . ?
C10 H10 0.9400 . ?
C11 C12 1.372(6) . ?
C11 H11 0.9400 . ?
C12 H12 0.9400 . ?
C13 C14 1.391(5) . ?
C13 C18 1.394(5) . ?
C14 C15 1.376(5) . ?
C14 H14 0.9400 . ?
C15 C16 1.396(5) . ?
C16 C17 1.409(5) . ?
C16 C26 1.445(5) . ?
C17 C18 1.371(5) . ?
C17 H17 0.9400 . ?
C18 H18 0.9400 . ?
C19 C24 1.375(5) . ?
C19 C20 1.382(6) . ?
C20 C21 1.384(6) . ?
C20 H20 0.9400 . ?
C21 C22 1.372(7) . ?
C21 H21 0.9400 . ?
C22 C23 1.375(6) . ?
C22 H22 0.9400 . ?
C23 C24 1.400(5) . ?
C23 H23 0.9400 . ?
C24 C25 1.428(5) . ?
C26 C27 1.342(5) . ?
C26 H26 0.9400 . ?
C27 C28 1.472(5) . ?
C27 C30 1.486(5) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 H31C 0.9700 . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 H32C 0.9700 . ?

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
C19 O1 C15 117.4(3) . . ?
C13 N1 C7 120.9(3) . . ?
C13 N1 C1 118.9(3) . . ?
C7 N1 C1 120.0(3) . . ?
C30 N3 C29 124.8(4) . . ?
C30 N3 C32 119.2(3) . . ?
C29 N3 C32 116.0(4) . . ?
C29 N4 C28 125.1(3) . . ?
C29 N4 C31 117.4(4) . . ?
C28 N4 C31 117.0(4) . . ?
C6 C1 C2 119.3(3) . . ?
C6 C1 N1 119.8(3) . . ?
C2 C1 N1 120.8(4) . . ?
C1 C2 C3 119.9(4) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 H2 120.1 . . ?
C4 C3 C2 120.3(4) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C5 119.8(4) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C4 C5 C6 120.3(4) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C1 120.3(4) . . ?
C5 C6 H6 119.8 . . ?
C1 C6 H6 119.8 . . ?
C8 C7 C12 118.5(4) . . ?
C8 C7 N1 120.9(3) . . ?
C12 C7 N1 120.6(4) . . ?
C7 C8 C9 119.7(4) . . ?
C7 C8 H8 120.2 . . ?
C9 C8 H8 120.2 . . ?
C10 C9 C8 121.2(5) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C11 C10 C9 119.2(4) . . ?
C11 C10 H10 120.4 . . ?
C9 C10 H10 120.4 . . ?
C10 C11 C12 120.4(4) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C11 C12 C7 120.9(5) . . ?
C11 C12 H12 119.5 . . ?
C7 C12 H12 119.5 . . ?
C14 C13 C18 119.0(3) . . ?
C14 C13 N1 120.0(3) . . ?
C18 C13 N1 121.0(3) . . ?
C15 C14 C13 119.8(3) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C14 C15 O1 120.5(3) . . ?
C14 C15 C16 122.4(3) . . ?
O1 C15 C16 116.8(3) . . ?
C15 C16 C17 116.5(3) . . ?
C15 C16 C26 119.3(3) . . ?
C17 C16 C26 123.8(3) . . ?
C18 C17 C16 121.6(3) . . ?
C18 C17 H17 119.2 . . ?
C16 C17 H17 119.2 . . ?
C17 C18 C13 120.4(3) . . ?
C17 C18 H18 119.8 . . ?
C13 C18 H18 119.8 . . ?
C24 C19 C20 120.4(3) . . ?
C24 C19 O1 117.7(3) . . ?
C20 C19 O1 121.8(3) . . ?
C19 C20 C21 119.5(4) . . ?
C19 C20 H20 120.3 . . ?
C21 C20 H20 120.3 . . ?
C22 C21 C20 120.5(4) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C21 C22 C23 120.4(4) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C22 C23 C24 119.5(4) . . ?
C22 C23 H23 120.3 . . ?
C24 C23 H23 120.3 . . ?
C19 C24 C23 119.8(3) . . ?
C19 C24 C25 120.7(3) . . ?
C23 C24 C25 119.4(3) . . ?
N2 C25 C24 178.3(4) . . ?
C27 C26 C16 131.2(3) . . ?
C27 C26 H26 114.4 . . ?
C16 C26 H26 114.4 . . ?
C26 C27 C28 124.3(3) . . ?
C26 C27 C30 116.0(3) . . ?
C28 C27 C30 119.6(3) . . ?
O2 C28 N4 120.3(4) . . ?
O2 C28 C27 124.1(4) . . ?
N4 C28 C27 115.6(3) . . ?
O4 C29 N4 121.7(4) . . ?
O4 C29 N3 120.8(4) . . ?
N4 C29 N3 117.5(4) . . ?
O3 C30 N3 121.0(4) . . ?
O3 C30 C27 122.6(3) . . ?
N3 C30 C27 116.4(3) . . ?
N4 C31 H31A 109.5 . . ?
N4 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
N4 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
N3 C32 H32A 109.5 . . ?
N3 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
N3 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 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
C13 N1 C1 C6 -43.7(5) . . . . ?
C7 N1 C1 C6 140.8(4) . . . . ?
C13 N1 C1 C2 138.0(4) . . . . ?
C7 N1 C1 C2 -37.4(6) . . . . ?
C6 C1 C2 C3 -2.6(6) . . . . ?
N1 C1 C2 C3 175.7(4) . . . . ?
C1 C2 C3 C4 2.9(6) . . . . ?
C2 C3 C4 C5 -0.7(6) . . . . ?
C3 C4 C5 C6 -1.9(7) . . . . ?
C4 C5 C6 C1 2.2(6) . . . . ?
C2 C1 C6 C5 0.1(6) . . . . ?
N1 C1 C6 C5 -178.3(4) . . . . ?
C13 N1 C7 C8 -27.3(6) . . . . ?
C1 N1 C7 C8 148.1(4) . . . . ?
C13 N1 C7 C12 155.0(4) . . . . ?
C1 N1 C7 C12 -29.7(6) . . . . ?
C12 C7 C8 C9 -1.3(6) . . . . ?
N1 C7 C8 C9 -179.1(4) . . . . ?
C7 C8 C9 C10 1.9(7) . . . . ?
C8 C9 C10 C11 -0.9(8) . . . . ?
C9 C10 C11 C12 -0.6(8) . . . . ?
C10 C11 C12 C7 1.2(8) . . . . ?
C8 C7 C12 C11 -0.2(7) . . . . ?
N1 C7 C12 C11 177.6(4) . . . . ?
C7 N1 C13 C14 137.4(4) . . . . ?
C1 N1 C13 C14 -38.0(6) . . . . ?
C7 N1 C13 C18 -43.1(6) . . . . ?
C1 N1 C13 C18 141.5(4) . . . . ?
C18 C13 C14 C15 1.2(6) . . . . ?
N1 C13 C14 C15 -179.3(4) . . . . ?
C13 C14 C15 O1 176.7(4) . . . . ?
C13 C14 C15 C16 3.0(6) . . . . ?
C19 O1 C15 C14 43.0(5) . . . . ?
C19 O1 C15 C16 -143.0(3) . . . . ?
C14 C15 C16 C17 -4.4(6) . . . . ?
O1 C15 C16 C17 -178.3(3) . . . . ?
C14 C15 C16 C26 -178.0(4) . . . . ?
O1 C15 C16 C26 8.1(5) . . . . ?
C15 C16 C17 C18 1.7(6) . . . . ?
C26 C16 C17 C18 175.0(4) . . . . ?
C16 C17 C18 C13 2.3(7) . . . . ?
C14 C13 C18 C17 -3.8(6) . . . . ?
N1 C13 C18 C17 176.7(4) . . . . ?
C15 O1 C19 C24 -139.6(3) . . . . ?
C15 O1 C19 C20 44.3(5) . . . . ?
C24 C19 C20 C21 0.7(6) . . . . ?
O1 C19 C20 C21 176.7(4) . . . . ?
C19 C20 C21 C22 -2.0(7) . . . . ?
C20 C21 C22 C23 1.8(6) . . . . ?
C21 C22 C23 C24 -0.4(6) . . . . ?
C20 C19 C24 C23 0.7(5) . . . . ?
O1 C19 C24 C23 -175.5(3) . . . . ?
C20 C19 C24 C25 -176.7(3) . . . . ?
O1 C19 C24 C25 7.2(5) . . . . ?
C22 C23 C24 C19 -0.8(5) . . . . ?
C22 C23 C24 C25 176.6(3) . . . . ?
C15 C16 C26 C27 -153.9(4) . . . . ?
C17 C16 C26 C27 33.0(7) . . . . ?
C16 C26 C27 C28 15.3(7) . . . . ?
C16 C26 C27 C30 -168.5(4) . . . . ?
C29 N4 C28 O2 165.5(5) . . . . ?
C31 N4 C28 O2 -6.4(7) . . . . ?
C29 N4 C28 C27 -12.4(7) . . . . ?
C31 N4 C28 C27 175.7(4) . . . . ?
C26 C27 C28 O2 5.2(7) . . . . ?
C30 C27 C28 O2 -170.7(4) . . . . ?
C26 C27 C28 N4 -177.0(4) . . . . ?
C30 C27 C28 N4 7.1(6) . . . . ?
C28 N4 C29 O4 -170.8(5) . . . . ?
C31 N4 C29 O4 1.0(7) . . . . ?
C28 N4 C29 N3 10.6(7) . . . . ?
C31 N4 C29 N3 -177.5(4) . . . . ?
C30 N3 C29 O4 178.3(5) . . . . ?
C32 N3 C29 O4 -1.6(7) . . . . ?
C30 N3 C29 N4 -3.1(7) . . . . ?
C32 N3 C29 N4 176.9(4) . . . . ?
C29 N3 C30 O3 178.7(4) . . . . ?
C32 N3 C30 O3 -1.3(6) . . . . ?
C29 N3 C30 C27 -1.3(6) . . . . ?
C32 N3 C30 C27 178.6(4) . . . . ?
C26 C27 C30 O3 2.9(6) . . . . ?
C28 C27 C30 O3 179.1(4) . . . . ?
C26 C27 C30 N3 -177.1(4) . . . . ?
C28 C27 C30 N3 -0.8(6) . . . . ?

_refine_diff_density_max         0.491
_refine_diff_density_min         -0.412
_refine_diff_density_rms         0.109

####################################################################### 
# 
# 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_SPA944
_database_code_depnum_ccdc_archive 'CCDC 2411606'
loop_
_audit_author_name
_audit_author_address
'Dohyun Moon'
;Pohang Accelerator Laboratory
South Korea
;
_audit_update_record             
;
2024-12-19 deposited with the CCDC.	2025-03-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        
'ethyl (E)-2-cyano-3-(2-(2-cyanophenoxy)-4-(diphenylamino) phenyl)acrylate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H23 N3 O3'
_chemical_formula_sum            'C31 H23 N3 O3'
_chemical_formula_weight         485.52

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 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 0.0059 0.0032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0105 0.0059 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.5180(15)
_cell_length_b                   36.519(7)
_cell_length_c                   9.0830(18)
_cell_angle_alpha                90
_cell_angle_beta                 97.19(3)
_cell_angle_gamma                90
_cell_volume                     2474.1(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    220(2)
_cell_measurement_reflns_used    130337
_cell_measurement_theta_min      0.401
_cell_measurement_theta_max      30.000

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_F_000             1016
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.039
_exptl_crystal_size_mid          0.028
_exptl_crystal_size_min          0.005
_exptl_absorpt_coefficient_mu    0.082
_shelx_estimated_absorpt_T_min   0.997
_shelx_estimated_absorpt_T_max   1.000
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.883
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      220(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'Rayonix MX225HS CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22303
_diffrn_reflns_av_unetI/netI     0.0603
_diffrn_reflns_av_R_equivalents  0.0712
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -48
_diffrn_reflns_limit_k_max       48
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.197
_diffrn_reflns_theta_max         28.000
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measured_fraction_theta_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.946
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_point_group_measured_fraction_full 0.970
_reflns_number_total             5903
_reflns_number_gt                3349
_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       
'PAL BL2D-SMDC Program(Shin et.al, 2016)'
_computing_cell_refinement       'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT-2018(Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018(Sheldrick, 2018)'
_computing_molecular_graphics    'DIAMOND 4(Putx&Brandenburg, 2014)'
_computing_publication_material  'publCIF(Westrip, 2010)'
_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)+(0.0596P)²+0.3236P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_extinction_coef       0.0252(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5903
_refine_ls_number_parameters     336
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1111
_refine_ls_R_factor_gt           0.0546
_refine_ls_wR_factor_ref         0.1413
_refine_ls_wR_factor_gt          0.1190
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.001
_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 0.6105(2) 0.57335(4) 0.40940(18) 0.0497(4) Uani 1 1 d . . . . .
O2 O 0.0205(2) 0.60146(4) 0.2683(2) 0.0602(5) Uani 1 1 d . . . . .
O3 O -0.05067(19) 0.65659(4) 0.17220(16) 0.0477(4) Uani 1 1 d . . . . .
N1 N 1.0268(2) 0.64907(4) 0.72047(19) 0.0410(4) Uani 1 1 d . . . . .
N2 N 0.2855(3) 0.71736(5) 0.2521(2) 0.0575(5) Uani 1 1 d . . . . .
N3 N 0.7312(3) 0.53395(6) 0.0896(3) 0.0690(6) Uani 1 1 d . . . . .
C1 C 1.1201(3) 0.61912(5) 0.7940(2) 0.0379(5) Uani 1 1 d . . . . .
C2 C 1.3037(3) 0.61630(6) 0.7966(2) 0.0449(5) Uani 1 1 d . . . . .
H2 H 1.365874 0.633213 0.744136 0.054 Uiso 1 1 calc R U . . .
C3 C 1.3960(3) 0.58838(6) 0.8771(3) 0.0540(6) Uani 1 1 d . . . . .
H3 H 1.521118 0.586684 0.879793 0.065 Uiso 1 1 calc R U . . .
C4 C 1.3068(3) 0.56332(6) 0.9526(3) 0.0566(6) Uani 1 1 d . . . . .
H4 H 1.370243 0.544631 1.007625 0.068 Uiso 1 1 calc R U . . .
C5 C 1.1243(3) 0.56568(6) 0.9475(3) 0.0560(6) Uani 1 1 d . . . . .
H5 H 1.062087 0.548216 0.997294 0.067 Uiso 1 1 calc R U . . .
C6 C 1.0315(3) 0.59352(6) 0.8696(2) 0.0468(5) Uani 1 1 d . . . . .
H6 H 0.906463 0.595100 0.867941 0.056 Uiso 1 1 calc R U . . .
C7 C 1.1130(3) 0.68415(5) 0.7339(2) 0.0390(5) Uani 1 1 d . . . . .
C8 C 1.1719(3) 0.69794(6) 0.8722(3) 0.0522(6) Uani 1 1 d . . . . .
H8 H 1.147802 0.685346 0.957741 0.063 Uiso 1 1 calc R U . . .
C9 C 1.2667(4) 0.73038(6) 0.8847(3) 0.0633(7) Uani 1 1 d . . . . .
H9 H 1.308581 0.739689 0.979184 0.076 Uiso 1 1 calc R U . . .
C10 C 1.3001(4) 0.74908(6) 0.7606(3) 0.0609(7) Uani 1 1 d . . . . .
H10 H 1.365578 0.771068 0.769737 0.073 Uiso 1 1 calc R U . . .
C11 C 1.2377(3) 0.73566(6) 0.6227(3) 0.0562(6) Uani 1 1 d . . . . .
H11 H 1.259279 0.748596 0.537213 0.067 Uiso 1 1 calc R U . . .
C12 C 1.1436(3) 0.70323(6) 0.6094(3) 0.0471(5) Uani 1 1 d . . . . .
H12 H 1.100212 0.694159 0.514859 0.056 Uiso 1 1 calc R U . . .
C13 C 0.8664(3) 0.64443(5) 0.6292(2) 0.0377(5) Uani 1 1 d . . . . .
C14 C 0.8198(3) 0.61057(5) 0.5662(2) 0.0398(5) Uani 1 1 d . . . . .
H14 H 0.899746 0.590751 0.581996 0.048 Uiso 1 1 calc R U . . .
C15 C 0.6578(3) 0.60601(5) 0.4813(2) 0.0383(5) Uani 1 1 d . . . . .
C16 C 0.5353(3) 0.63462(5) 0.4500(2) 0.0383(5) Uani 1 1 d . . . . .
C17 C 0.5893(3) 0.66896(5) 0.5097(2) 0.0423(5) Uani 1 1 d . . . . .
H17 H 0.513495 0.689226 0.487953 0.051 Uiso 1 1 calc R U . . .
C18 C 0.7474(3) 0.67385(5) 0.5979(2) 0.0419(5) Uani 1 1 d . . . . .
H18 H 0.777309 0.697080 0.638254 0.050 Uiso 1 1 calc R U . . .
C19 C 0.6812(3) 0.54080(5) 0.4661(3) 0.0441(5) Uani 1 1 d . . . . .
C20 C 0.6863(3) 0.53129(7) 0.6122(3) 0.0564(6) Uani 1 1 d . . . . .
H20 H 0.646583 0.547835 0.680332 0.068 Uiso 1 1 calc R U . . .
C21 C 0.7505(3) 0.49711(7) 0.6592(3) 0.0643(7) Uani 1 1 d . . . . .
H21 H 0.755269 0.490559 0.759685 0.077 Uiso 1 1 calc R U . . .
C22 C 0.8072(3) 0.47272(7) 0.5595(4) 0.0636(8) Uani 1 1 d . . . . .
H22 H 0.851750 0.449682 0.592220 0.076 Uiso 1 1 calc R U . . .
C23 C 0.7990(3) 0.48190(6) 0.4128(3) 0.0550(6) Uani 1 1 d . . . . .
H23 H 0.834833 0.464915 0.344552 0.066 Uiso 1 1 calc R U . . .
C24 C 0.7378(3) 0.51637(5) 0.3645(3) 0.0454(5) Uani 1 1 d . . . . .
C25 C 0.7333(3) 0.52644(6) 0.2119(3) 0.0507(6) Uani 1 1 d . . . . .
C26 C 0.3628(3) 0.62678(6) 0.3706(2) 0.0412(5) Uani 1 1 d . . . . .
H26 H 0.331691 0.601844 0.368275 0.049 Uiso 1 1 calc R U . . .
C27 C 0.2372(3) 0.64890(5) 0.2984(2) 0.0397(5) Uani 1 1 d . . . . .
C28 C 0.2646(3) 0.68682(6) 0.2727(2) 0.0421(5) Uani 1 1 d . . . . .
C29 C 0.0605(3) 0.63256(6) 0.2448(2) 0.0418(5) Uani 1 1 d . . . . .
C30 C -0.2311(3) 0.64297(8) 0.1243(3) 0.0627(7) Uani 1 1 d . . . . .
H30A H -0.224835 0.618568 0.080360 0.075 Uiso 1 1 calc R U . . .
H30B H -0.298475 0.641107 0.209627 0.075 Uiso 1 1 calc R U . . .
C31 C -0.3204(4) 0.66823(8) 0.0154(4) 0.0906(11) Uani 1 1 d . . . . .
H31A H -0.439966 0.659272 -0.018615 0.136 Uiso 1 1 calc R U . . .
H31B H -0.252314 0.670113 -0.068212 0.136 Uiso 1 1 calc R U . . .
H31C H -0.328558 0.692168 0.060376 0.136 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 C19 1.376(2) . ?
O1 C15 1.384(2) . ?
O2 C29 1.200(2) . ?
O3 C29 1.329(2) . ?
O3 C30 1.459(3) . ?
N1 C13 1.385(3) . ?
N1 C1 1.420(2) . ?
N1 C7 1.434(2) . ?
N2 C28 1.145(3) . ?
N3 C25 1.142(3) . ?
C1 C6 1.380(3) . ?
C1 C2 1.381(3) . ?
C2 C3 1.389(3) . ?
C2 H2 0.9400 . ?
C3 C4 1.369(3) . ?
C3 H3 0.9400 . ?
C4 C5 1.369(3) . ?
C4 H4 0.9400 . ?
C5 C6 1.377(3) . ?
C5 H5 0.9400 . ?
C6 H6 0.9400 . ?
C7 C12 1.372(3) . ?
C7 C8 1.374(3) . ?
C8 C9 1.380(3) . ?
C8 H8 0.9400 . ?
C9 C10 1.368(4) . ?
C9 H9 0.9400 . ?
C10 C11 1.372(3) . ?
C10 H10 0.9400 . ?
C11 C12 1.377(3) . ?
C11 H11 0.9400 . ?
C12 H12 0.9400 . ?
C13 C14 1.389(3) . ?
C13 C18 1.404(3) . ?
C14 C15 1.368(3) . ?
C14 H14 0.9400 . ?
C15 C16 1.398(3) . ?
C16 C17 1.406(3) . ?
C16 C26 1.432(3) . ?
C17 C18 1.360(3) . ?
C17 H17 0.9400 . ?
C18 H18 0.9400 . ?
C19 C20 1.368(3) . ?
C19 C24 1.388(3) . ?
C20 C21 1.386(3) . ?
C20 H20 0.9400 . ?
C21 C22 1.375(4) . ?
C21 H21 0.9400 . ?
C22 C23 1.367(4) . ?
C22 H22 0.9400 . ?
C23 C24 1.392(3) . ?
C23 H23 0.9400 . ?
C24 C25 1.430(4) . ?
C26 C27 1.349(3) . ?
C26 H26 0.9400 . ?
C27 C28 1.424(3) . ?
C27 C29 1.482(3) . ?
C30 C31 1.454(4) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 H31C 0.9700 . ?

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
C19 O1 C15 120.25(17) . . ?
C29 O3 C30 115.23(18) . . ?
C13 N1 C1 121.92(16) . . ?
C13 N1 C7 120.69(16) . . ?
C1 N1 C7 117.17(16) . . ?
C6 C1 C2 118.97(19) . . ?
C6 C1 N1 120.99(18) . . ?
C2 C1 N1 119.96(18) . . ?
C1 C2 C3 119.8(2) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 H2 120.1 . . ?
C4 C3 C2 120.7(2) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 119.5(2) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C4 C5 C6 120.3(2) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C1 120.7(2) . . ?
C5 C6 H6 119.7 . . ?
C1 C6 H6 119.7 . . ?
C12 C7 C8 119.9(2) . . ?
C12 C7 N1 120.30(19) . . ?
C8 C7 N1 119.72(19) . . ?
C7 C8 C9 119.6(2) . . ?
C7 C8 H8 120.2 . . ?
C9 C8 H8 120.2 . . ?
C10 C9 C8 120.5(2) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C9 C10 C11 119.8(2) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C10 C11 C12 120.0(2) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C7 C12 C11 120.1(2) . . ?
C7 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
N1 C13 C14 120.75(18) . . ?
N1 C13 C18 120.81(17) . . ?
C14 C13 C18 118.44(18) . . ?
C15 C14 C13 120.10(18) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 O1 121.91(17) . . ?
C14 C15 C16 122.75(18) . . ?
O1 C15 C16 115.10(17) . . ?
C15 C16 C17 115.93(18) . . ?
C15 C16 C26 119.01(18) . . ?
C17 C16 C26 124.90(18) . . ?
C18 C17 C16 122.24(18) . . ?
C18 C17 H17 118.9 . . ?
C16 C17 H17 118.9 . . ?
C17 C18 C13 120.45(18) . . ?
C17 C18 H18 119.8 . . ?
C13 C18 H18 119.8 . . ?
C20 C19 O1 123.0(2) . . ?
C20 C19 C24 120.5(2) . . ?
O1 C19 C24 116.3(2) . . ?
C19 C20 C21 119.6(2) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
C22 C21 C20 120.3(3) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C23 C22 C21 120.2(2) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C22 C23 C24 120.1(2) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 H23 119.9 . . ?
C19 C24 C23 119.2(2) . . ?
C19 C24 C25 120.45(19) . . ?
C23 C24 C25 120.3(2) . . ?
N3 C25 C24 178.9(3) . . ?
C27 C26 C16 131.32(19) . . ?
C27 C26 H26 114.3 . . ?
C16 C26 H26 114.3 . . ?
C26 C27 C28 123.72(19) . . ?
C26 C27 C29 117.59(19) . . ?
C28 C27 C29 118.69(18) . . ?
N2 C28 C27 179.5(2) . . ?
O2 C29 O3 123.8(2) . . ?
O2 C29 C27 123.82(19) . . ?
O3 C29 C27 112.29(18) . . ?
C31 C30 O3 108.6(2) . . ?
C31 C30 H30A 110.0 . . ?
O3 C30 H30A 110.0 . . ?
C31 C30 H30B 110.0 . . ?
O3 C30 H30B 110.0 . . ?
H30A C30 H30B 108.3 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 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
C13 N1 C1 C6 -47.1(3) . . . . ?
C7 N1 C1 C6 138.3(2) . . . . ?
C13 N1 C1 C2 136.1(2) . . . . ?
C7 N1 C1 C2 -38.5(3) . . . . ?
C6 C1 C2 C3 -1.3(3) . . . . ?
N1 C1 C2 C3 175.61(19) . . . . ?
C1 C2 C3 C4 0.8(3) . . . . ?
C2 C3 C4 C5 0.6(4) . . . . ?
C3 C4 C5 C6 -1.4(4) . . . . ?
C4 C5 C6 C1 0.9(4) . . . . ?
C2 C1 C6 C5 0.4(3) . . . . ?
N1 C1 C6 C5 -176.4(2) . . . . ?
C13 N1 C7 C12 -51.2(3) . . . . ?
C1 N1 C7 C12 123.5(2) . . . . ?
C13 N1 C7 C8 131.6(2) . . . . ?
C1 N1 C7 C8 -53.7(3) . . . . ?
C12 C7 C8 C9 -2.1(4) . . . . ?
N1 C7 C8 C9 175.2(2) . . . . ?
C7 C8 C9 C10 0.9(4) . . . . ?
C8 C9 C10 C11 0.5(4) . . . . ?
C9 C10 C11 C12 -0.7(4) . . . . ?
C8 C7 C12 C11 1.9(3) . . . . ?
N1 C7 C12 C11 -175.3(2) . . . . ?
C10 C11 C12 C7 -0.5(4) . . . . ?
C1 N1 C13 C14 -21.7(3) . . . . ?
C7 N1 C13 C14 152.8(2) . . . . ?
C1 N1 C13 C18 158.5(2) . . . . ?
C7 N1 C13 C18 -27.0(3) . . . . ?
N1 C13 C14 C15 177.32(19) . . . . ?
C18 C13 C14 C15 -2.8(3) . . . . ?
C13 C14 C15 O1 176.1(2) . . . . ?
C13 C14 C15 C16 2.0(3) . . . . ?
C19 O1 C15 C14 28.0(3) . . . . ?
C19 O1 C15 C16 -157.37(19) . . . . ?
C14 C15 C16 C17 0.8(3) . . . . ?
O1 C15 C16 C17 -173.74(19) . . . . ?
C14 C15 C16 C26 -174.8(2) . . . . ?
O1 C15 C16 C26 10.6(3) . . . . ?
C15 C16 C17 C18 -2.8(3) . . . . ?
C26 C16 C17 C18 172.6(2) . . . . ?
C16 C17 C18 C13 1.9(3) . . . . ?
N1 C13 C18 C17 -179.19(19) . . . . ?
C14 C13 C18 C17 1.0(3) . . . . ?
C15 O1 C19 C20 47.7(3) . . . . ?
C15 O1 C19 C24 -136.5(2) . . . . ?
O1 C19 C20 C21 176.4(2) . . . . ?
C24 C19 C20 C21 0.7(3) . . . . ?
C19 C20 C21 C22 -0.6(4) . . . . ?
C20 C21 C22 C23 -0.7(4) . . . . ?
C21 C22 C23 C24 1.8(3) . . . . ?
C20 C19 C24 C23 0.4(3) . . . . ?
O1 C19 C24 C23 -175.55(18) . . . . ?
C20 C19 C24 C25 -179.6(2) . . . . ?
O1 C19 C24 C25 4.4(3) . . . . ?
C22 C23 C24 C19 -1.6(3) . . . . ?
C22 C23 C24 C25 178.4(2) . . . . ?
C15 C16 C26 C27 -163.4(2) . . . . ?
C17 C16 C26 C27 21.3(4) . . . . ?
C16 C26 C27 C28 7.8(4) . . . . ?
C16 C26 C27 C29 -171.6(2) . . . . ?
C30 O3 C29 O2 1.6(3) . . . . ?
C30 O3 C29 C27 -176.31(19) . . . . ?
C26 C27 C29 O2 3.8(3) . . . . ?
C28 C27 C29 O2 -175.6(2) . . . . ?
C26 C27 C29 O3 -178.32(18) . . . . ?
C28 C27 C29 O3 2.3(3) . . . . ?
C29 O3 C30 C31 -165.2(2) . . . . ?

_refine_diff_density_max         0.220
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.043

####################################################################### 
# 
# 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_SPA945
_database_code_depnum_ccdc_archive 'CCDC 2411607'
loop_
_audit_author_name
_audit_author_address
'Dohyun Moon'
;Pohang Accelerator Laboratory
South Korea
;
_audit_update_record             
;
2024-12-19 deposited with the CCDC.	2025-03-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        
'(E)-2-cyano-3-(2-(2-cyanophenoxy)-4-(diphenylamino) phenyl)acrylamide'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H20 N4 O2'
_chemical_formula_weight         456.49

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0021 0.0012 '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 0.0044 0.0025 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0080 0.0047 '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                   8.6580(17)
_cell_length_b                   10.746(2)
_cell_length_c                   13.271(3)
_cell_angle_alpha                76.39(3)
_cell_angle_beta                 74.05(3)
_cell_angle_gamma                83.35(3)
_cell_volume                     1152.1(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    220(2)
_cell_measurement_reflns_used    67815
_cell_measurement_theta_min      0.361
_cell_measurement_theta_max      30.000

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_F_000             476
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.059
_exptl_crystal_size_mid          0.048
_exptl_crystal_size_min          0.042
_exptl_absorpt_coefficient_mu    0.066
_shelx_estimated_absorpt_T_min   0.996
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.861
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      220(2)
_diffrn_radiation_wavelength     0.630
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'Rayonix SX165 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12949
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.448
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        22.210
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6477
_reflns_number_gt                5239
_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       
'PAL BL2D-SMDC Program(Shin et.al, 2016)'
_computing_cell_refinement       'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT-2018(Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018(Sheldrick, 2018)'
_computing_molecular_graphics    'DIAMOND 4(Putx&Brandenburg, 2014)'
_computing_publication_material  'publCIF(Westrip, 2010)'
_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)+(0.0602P)²+0.2099P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_extinction_coef       0.275(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6477
_refine_ls_number_parameters     317
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0443
_refine_ls_wR_factor_ref         0.1240
_refine_ls_wR_factor_gt          0.1167
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_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 0.30721(9) 0.71583(7) 0.57056(6) 0.03182(18) Uani 1 1 d . . . . .
O2 O 0.44561(10) 0.55520(8) 0.87684(6) 0.0395(2) Uani 1 1 d . . . . .
N1 N 0.65400(12) 0.79337(9) 0.21626(7) 0.0371(2) Uani 1 1 d . . . . .
N2 N -0.05034(18) 0.62231(15) 0.73609(12) 0.0687(4) Uani 1 1 d . . . . .
N3 N 0.86211(14) 0.34825(12) 0.65839(10) 0.0508(3) Uani 1 1 d . . . . .
N4 N 0.66189(13) 0.42649(11) 0.89950(8) 0.0445(3) Uani 1 1 d . . . . .
H4A H 0.633668 0.420219 0.968610 0.053 Uiso 1 1 calc R U . . .
H4B H 0.749831 0.386548 0.869988 0.053 Uiso 1 1 calc R U . . .
C1 C 0.56211(14) 0.91104(11) 0.19063(8) 0.0360(2) Uani 1 1 d . . . . .
C2 C 0.59495(18) 1.01933(13) 0.21822(12) 0.0495(3) Uani 1 1 d . . . . .
H2 H 0.676013 1.015486 0.253811 0.059 Uiso 1 1 calc R U . . .
C3 C 0.5082(2) 1.13350(14) 0.19332(14) 0.0612(4) Uani 1 1 d . . . . .
H3 H 0.530639 1.207467 0.211816 0.073 Uiso 1 1 calc R U . . .
C4 C 0.3898(2) 1.13926(15) 0.14186(12) 0.0599(4) Uani 1 1 d . . . . .
H4 H 0.331516 1.217182 0.124636 0.072 Uiso 1 1 calc R U . . .
C5 C 0.35630(19) 1.03151(17) 0.11546(11) 0.0581(4) Uani 1 1 d . . . . .
H5 H 0.274270 1.035572 0.080637 0.070 Uiso 1 1 calc R U . . .
C6 C 0.44284(17) 0.91590(14) 0.13983(10) 0.0461(3) Uani 1 1 d . . . . .
H6 H 0.419704 0.841963 0.121627 0.055 Uiso 1 1 calc R U . . .
C7 C 0.79708(14) 0.76989(11) 0.13628(8) 0.0334(2) Uani 1 1 d . . . . .
C8 C 0.79855(19) 0.68132(15) 0.07738(13) 0.0543(4) Uani 1 1 d . . . . .
H8 H 0.708771 0.632004 0.092867 0.065 Uiso 1 1 calc R U . . .
C9 C 0.9315(2) 0.66368(18) -0.00504(14) 0.0633(4) Uani 1 1 d . . . . .
H9 H 0.931296 0.602391 -0.045187 0.076 Uiso 1 1 calc R U . . .
C10 C 1.06168(18) 0.73362(15) -0.02848(11) 0.0537(4) Uani 1 1 d . . . . .
H10 H 1.151220 0.721939 -0.085130 0.064 Uiso 1 1 calc R U . . .
C11 C 1.06184(19) 0.82054(19) 0.03037(16) 0.0695(5) Uani 1 1 d . . . . .
H11 H 1.152558 0.868847 0.014741 0.083 Uiso 1 1 calc R U . . .
C12 C 0.92976(18) 0.83935(17) 0.11358(14) 0.0602(4) Uani 1 1 d . . . . .
H12 H 0.931485 0.899710 0.154242 0.072 Uiso 1 1 calc R U . . .
C13 C 0.62661(12) 0.72908(9) 0.32172(8) 0.0287(2) Uani 1 1 d . . . . .
C14 C 0.47881(12) 0.75125(9) 0.39284(8) 0.0287(2) Uani 1 1 d . . . . .
H14 H 0.396367 0.802479 0.367108 0.034 Uiso 1 1 calc R U . . .
C15 C 0.45453(11) 0.69820(9) 0.49993(8) 0.02602(19) Uani 1 1 d . . . . .
C16 C 0.57087(12) 0.61805(9) 0.54310(8) 0.02603(19) Uani 1 1 d . . . . .
C17 C 0.71296(12) 0.58950(10) 0.46853(8) 0.0299(2) Uani 1 1 d . . . . .
H17 H 0.791753 0.532187 0.493313 0.036 Uiso 1 1 calc R U . . .
C18 C 0.74095(13) 0.64223(10) 0.36074(8) 0.0313(2) Uani 1 1 d . . . . .
H18 H 0.836955 0.619999 0.313139 0.038 Uiso 1 1 calc R U . . .
C19 C 0.23495(12) 0.83513(10) 0.57350(8) 0.0277(2) Uani 1 1 d . . . . .
C20 C 0.30492(13) 0.94976(10) 0.52059(9) 0.0342(2) Uani 1 1 d . . . . .
H20 H 0.409298 0.950008 0.474843 0.041 Uiso 1 1 calc R U . . .
C21 C 0.22014(16) 1.06421(12) 0.53545(11) 0.0427(3) Uani 1 1 d . . . . .
H21 H 0.268239 1.142067 0.499739 0.051 Uiso 1 1 calc R U . . .
C22 C 0.06688(17) 1.06626(13) 0.60146(12) 0.0491(3) Uani 1 1 d . . . . .
H22 H 0.010976 1.144699 0.611157 0.059 Uiso 1 1 calc R U . . .
C23 C -0.00344(15) 0.95257(14) 0.65297(12) 0.0476(3) Uani 1 1 d . . . . .
H23 H -0.108515 0.953369 0.697663 0.057 Uiso 1 1 calc R U . . .
C24 C 0.07918(13) 0.83598(11) 0.63977(9) 0.0352(2) Uani 1 1 d . . . . .
C25 C 0.00748(15) 0.71670(14) 0.69285(11) 0.0457(3) Uani 1 1 d . . . . .
C26 C 0.54113(12) 0.58047(9) 0.65763(8) 0.0276(2) Uani 1 1 d . . . . .
H26 H 0.445690 0.617900 0.695143 0.033 Uiso 1 1 calc R U . . .
C27 C 0.62469(12) 0.50149(9) 0.72128(8) 0.0286(2) Uani 1 1 d . . . . .
C28 C 0.75924(13) 0.41976(10) 0.68391(9) 0.0334(2) Uani 1 1 d . . . . .
C29 C 0.57073(13) 0.49702(10) 0.83907(8) 0.0303(2) Uani 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
O1 C19 1.3641(12) . ?
O1 C15 1.3827(12) . ?
O2 C29 1.2280(14) . ?
N1 C13 1.3758(14) . ?
N1 C7 1.4339(15) . ?
N1 C1 1.4356(14) . ?
N2 C25 1.1378(19) . ?
N3 C28 1.1388(15) . ?
N4 C29 1.3281(14) . ?
N4 H4A 0.8700 . ?
N4 H4B 0.8700 . ?
C1 C6 1.3700(19) . ?
C1 C2 1.3796(19) . ?
C2 C3 1.382(2) . ?
C2 H2 0.9400 . ?
C3 C4 1.368(3) . ?
C3 H3 0.9400 . ?
C4 C5 1.368(3) . ?
C4 H4 0.9400 . ?
C5 C6 1.392(2) . ?
C5 H5 0.9400 . ?
C6 H6 0.9400 . ?
C7 C8 1.3635(18) . ?
C7 C12 1.367(2) . ?
C8 C9 1.383(2) . ?
C8 H8 0.9400 . ?
C9 C10 1.351(3) . ?
C9 H9 0.9400 . ?
C10 C11 1.352(2) . ?
C10 H10 0.9400 . ?
C11 C12 1.388(2) . ?
C11 H11 0.9400 . ?
C12 H12 0.9400 . ?
C13 C14 1.3988(15) . ?
C13 C18 1.3998(15) . ?
C14 C15 1.3679(14) . ?
C14 H14 0.9400 . ?
C15 C16 1.4031(14) . ?
C16 C17 1.4048(14) . ?
C16 C26 1.4351(14) . ?
C17 C18 1.3732(15) . ?
C17 H17 0.9400 . ?
C18 H18 0.9400 . ?
C19 C20 1.3817(16) . ?
C19 C24 1.3934(15) . ?
C20 C21 1.3842(16) . ?
C20 H20 0.9400 . ?
C21 C22 1.376(2) . ?
C21 H21 0.9400 . ?
C22 C23 1.371(2) . ?
C22 H22 0.9400 . ?
C23 C24 1.3925(17) . ?
C23 H23 0.9400 . ?
C24 C25 1.4295(19) . ?
C26 C27 1.3466(14) . ?
C26 H26 0.9400 . ?
C27 C28 1.4230(15) . ?
C27 C29 1.4942(15) . ?

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
C19 O1 C15 121.45(8) . . ?
C13 N1 C7 122.57(9) . . ?
C13 N1 C1 118.55(9) . . ?
C7 N1 C1 116.50(9) . . ?
C29 N4 H4A 120.0 . . ?
C29 N4 H4B 120.0 . . ?
H4A N4 H4B 120.0 . . ?
C6 C1 C2 120.31(12) . . ?
C6 C1 N1 120.56(12) . . ?
C2 C1 N1 119.13(12) . . ?
C1 C2 C3 119.74(15) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 H2 120.1 . . ?
C4 C3 C2 120.25(16) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C5 119.95(13) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C4 C5 C6 120.46(15) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 119.29(14) . . ?
C1 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
C8 C7 C12 118.98(12) . . ?
C8 C7 N1 119.51(12) . . ?
C12 C7 N1 121.41(11) . . ?
C7 C8 C9 120.31(14) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C10 C9 C8 120.70(15) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C9 C10 C11 119.32(13) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?
C10 C11 C12 120.82(16) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
C7 C12 C11 119.85(14) . . ?
C7 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
N1 C13 C14 118.80(9) . . ?
N1 C13 C18 122.56(10) . . ?
C14 C13 C18 118.64(9) . . ?
C15 C14 C13 119.84(9) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C14 C15 O1 120.40(9) . . ?
C14 C15 C16 122.93(9) . . ?
O1 C15 C16 116.56(9) . . ?
C15 C16 C17 115.77(9) . . ?
C15 C16 C26 118.33(9) . . ?
C17 C16 C26 125.74(9) . . ?
C18 C17 C16 122.41(9) . . ?
C18 C17 H17 118.8 . . ?
C16 C17 H17 118.8 . . ?
C17 C18 C13 120.04(10) . . ?
C17 C18 H18 120.0 . . ?
C13 C18 H18 120.0 . . ?
O1 C19 C20 125.71(9) . . ?
O1 C19 C24 114.51(10) . . ?
C20 C19 C24 119.74(10) . . ?
C19 C20 C21 119.50(11) . . ?
C19 C20 H20 120.3 . . ?
C21 C20 H20 120.3 . . ?
C22 C21 C20 121.29(12) . . ?
C22 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
C23 C22 C21 119.25(12) . . ?
C23 C22 H22 120.4 . . ?
C21 C22 H22 120.4 . . ?
C22 C23 C24 120.70(12) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 H23 119.6 . . ?
C23 C24 C19 119.50(12) . . ?
C23 C24 C25 121.36(11) . . ?
C19 C24 C25 119.14(11) . . ?
N2 C25 C24 179.23(15) . . ?
C27 C26 C16 131.89(10) . . ?
C27 C26 H26 114.1 . . ?
C16 C26 H26 114.1 . . ?
C26 C27 C28 124.22(10) . . ?
C26 C27 C29 118.03(9) . . ?
C28 C27 C29 117.74(9) . . ?
N3 C28 C27 175.82(13) . . ?
O2 C29 N4 122.49(10) . . ?
O2 C29 C27 120.33(10) . . ?
N4 C29 C27 117.17(10) . . ?

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
C13 N1 C1 C6 -107.21(13) . . . . ?
C7 N1 C1 C6 89.80(14) . . . . ?
C13 N1 C1 C2 72.53(15) . . . . ?
C7 N1 C1 C2 -90.46(14) . . . . ?
C6 C1 C2 C3 -0.7(2) . . . . ?
N1 C1 C2 C3 179.52(12) . . . . ?
C1 C2 C3 C4 0.2(2) . . . . ?
C2 C3 C4 C5 0.4(2) . . . . ?
C3 C4 C5 C6 -0.5(2) . . . . ?
C2 C1 C6 C5 0.61(19) . . . . ?
N1 C1 C6 C5 -179.65(11) . . . . ?
C4 C5 C6 C1 0.0(2) . . . . ?
C13 N1 C7 C8 91.97(16) . . . . ?
C1 N1 C7 C8 -105.79(15) . . . . ?
C13 N1 C7 C12 -91.62(16) . . . . ?
C1 N1 C7 C12 70.62(17) . . . . ?
C12 C7 C8 C9 -1.0(2) . . . . ?
N1 C7 C8 C9 175.53(14) . . . . ?
C7 C8 C9 C10 0.0(3) . . . . ?
C8 C9 C10 C11 0.7(3) . . . . ?
C9 C10 C11 C12 -0.6(3) . . . . ?
C8 C7 C12 C11 1.1(2) . . . . ?
N1 C7 C12 C11 -175.29(15) . . . . ?
C10 C11 C12 C7 -0.4(3) . . . . ?
C7 N1 C13 C14 -175.46(10) . . . . ?
C1 N1 C13 C14 22.65(16) . . . . ?
C7 N1 C13 C18 4.55(17) . . . . ?
C1 N1 C13 C18 -157.34(11) . . . . ?
N1 C13 C14 C15 -173.67(10) . . . . ?
C18 C13 C14 C15 6.32(15) . . . . ?
C13 C14 C15 O1 -177.83(9) . . . . ?
C13 C14 C15 C16 -1.80(16) . . . . ?
C19 O1 C15 C14 -51.78(14) . . . . ?
C19 O1 C15 C16 131.94(10) . . . . ?
C14 C15 C16 C17 -3.15(15) . . . . ?
O1 C15 C16 C17 173.03(9) . . . . ?
C14 C15 C16 C26 172.36(10) . . . . ?
O1 C15 C16 C26 -11.47(14) . . . . ?
C15 C16 C17 C18 3.65(15) . . . . ?
C26 C16 C17 C18 -171.48(10) . . . . ?
C16 C17 C18 C13 0.78(17) . . . . ?
N1 C13 C18 C17 174.16(11) . . . . ?
C14 C13 C18 C17 -5.83(16) . . . . ?
C15 O1 C19 C20 -9.49(16) . . . . ?
C15 O1 C19 C24 172.85(9) . . . . ?
O1 C19 C20 C21 -176.51(11) . . . . ?
C24 C19 C20 C21 1.03(17) . . . . ?
C19 C20 C21 C22 -0.41(19) . . . . ?
C20 C21 C22 C23 -0.4(2) . . . . ?
C21 C22 C23 C24 0.6(2) . . . . ?
C22 C23 C24 C19 0.0(2) . . . . ?
C22 C23 C24 C25 -179.95(13) . . . . ?
O1 C19 C24 C23 176.96(11) . . . . ?
C20 C19 C24 C23 -0.84(17) . . . . ?
O1 C19 C24 C25 -3.05(15) . . . . ?
C20 C19 C24 C25 179.14(11) . . . . ?
C15 C16 C26 C27 176.57(11) . . . . ?
C17 C16 C26 C27 -8.42(18) . . . . ?
C16 C26 C27 C28 -9.67(19) . . . . ?
C16 C26 C27 C29 171.75(10) . . . . ?
C26 C27 C29 O2 6.36(16) . . . . ?
C28 C27 C29 O2 -172.32(10) . . . . ?
C26 C27 C29 N4 -174.78(11) . . . . ?
C28 C27 C29 N4 6.54(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
N4 H4A O2 0.87 2.05 2.9033(15) 168.2 2_667 yes

_refine_diff_density_max         0.312
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.042

####################################################################### 
# 
# 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_SPA947
_database_code_depnum_ccdc_archive 'CCDC 2411608'
loop_
_audit_author_name
_audit_author_address
'Dohyun Moon'
;Pohang Accelerator Laboratory
South Korea
;
_audit_update_record             
;
2024-12-19 deposited with the CCDC.	2025-03-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        
'(E)-2-cyano-3-(2-(2-cyanophenoxy)-4-(diphenylamino) phenyl)acrylic acid'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H19 N3 O3'
_chemical_formula_sum            'C29 H19 N3 O3'
_chemical_formula_weight         457.47

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0021 0.0012 '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 0.0044 0.0025 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0080 0.0047 '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                   11.226(2)
_cell_length_b                   13.215(3)
_cell_length_c                   16.773(3)
_cell_angle_alpha                81.42(3)
_cell_angle_beta                 87.99(3)
_cell_angle_gamma                69.34(3)
_cell_volume                     2301.8(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    221(2)
_cell_measurement_reflns_used    134253
_cell_measurement_theta_min      0.361
_cell_measurement_theta_max      30.000

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.320
_exptl_crystal_F_000             952
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.057
_exptl_crystal_size_mid          0.049
_exptl_crystal_size_min          0.041
_exptl_absorpt_coefficient_mu    0.068
_shelx_estimated_absorpt_T_min   0.996
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.832
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
'HKL3000sm Scalepack(Otwinowski et.al,2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      221(2)
_diffrn_radiation_wavelength     0.630
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'Rayonix SX165 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25979
_diffrn_reflns_av_unetI/netI     0.0445
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.476
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        22.210
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             13005
_reflns_number_gt                8921
_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       
'PAL BL2D-SMDC Program(Shin et.al, 2016)'
_computing_cell_refinement       'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT-2018(Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018(Sheldrick, 2018)'
_computing_molecular_graphics    'DIAMOND 4(Putx&Brandenburg, 2014)'
_computing_publication_material  'publCIF(Westrip, 2010)'
_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)+(0.1252P)²+0.7888P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_extinction_coef       0.088(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         13005
_refine_ls_number_parameters     636
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1026
_refine_ls_R_factor_gt           0.0763
_refine_ls_wR_factor_ref         0.2387
_refine_ls_wR_factor_gt          0.2179
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_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
O1A O 0.40312(16) 1.00168(11) 0.71875(10) 0.0497(4) Uani 1 1 d . . . . .
O2A O 0.3818(3) 0.72660(15) 0.59037(14) 0.0849(8) Uani 1 1 d . . . . .
O3A O 0.4495(2) 0.55432(14) 0.64908(13) 0.0722(6) Uani 1 1 d . . . . .
H3AA H 0.396(4) 0.5459(7) 0.601(2) 0.108 Uiso 1 1 calc R U . . .
N1A N 0.69768(17) 0.96320(13) 0.93369(10) 0.0390(4) Uani 1 1 d . . . . .
N2A N 0.6854(2) 1.0526(2) 0.64053(16) 0.0735(7) Uani 1 1 d . . . . .
N3A N 0.6086(3) 0.5220(2) 0.82230(18) 0.0908(10) Uani 1 1 d . . . . .
C1A C 0.66415(18) 1.07737(15) 0.93716(11) 0.0347(4) Uani 1 1 d . . . . .
C2A C 0.6286(2) 1.11368(19) 1.01005(13) 0.0449(5) Uani 1 1 d . . . . .
H2A H 0.618773 1.065308 1.054741 0.054 Uiso 1 1 calc R U . . .
C3A C 0.6071(2) 1.2218(2) 1.01754(15) 0.0538(6) Uani 1 1 d . . . . .
H3A H 0.584145 1.246323 1.067602 0.065 Uiso 1 1 calc R U . . .
C4A C 0.6193(2) 1.29260(18) 0.95253(17) 0.0528(6) Uani 1 1 d . . . . .
H4A H 0.605146 1.365703 0.957940 0.063 Uiso 1 1 calc R U . . .
C5A C 0.6523(2) 1.25716(17) 0.87882(16) 0.0489(5) Uani 1 1 d . . . . .
H5A H 0.659547 1.306404 0.833948 0.059 Uiso 1 1 calc R U . . .
C6A C 0.6748(2) 1.14922(16) 0.87079(13) 0.0407(4) Uani 1 1 d . . . . .
H6A H 0.697056 1.125002 0.820575 0.049 Uiso 1 1 calc R U . . .
C7A C 0.7934(2) 0.89241(16) 0.99139(11) 0.0411(5) Uani 1 1 d . . . . .
C8A C 0.9127(2) 0.90154(17) 0.98881(14) 0.0479(5) Uani 1 1 d . . . . .
H8A H 0.931066 0.951652 0.948912 0.057 Uiso 1 1 calc R U . . .
C9A C 1.0047(3) 0.8359(2) 1.04579(18) 0.0639(8) Uani 1 1 d . . . . .
H9A H 1.085208 0.842791 1.045306 0.077 Uiso 1 1 calc R U . . .
C10A C 0.9792(3) 0.7615(2) 1.10242(16) 0.0705(9) Uani 1 1 d . . . . .
H10A H 1.042164 0.717176 1.140732 0.085 Uiso 1 1 calc R U . . .
C11A C 0.8622(4) 0.7510(2) 1.10378(14) 0.0702(9) Uani 1 1 d . . . . .
H11A H 0.845714 0.698602 1.142488 0.084 Uiso 1 1 calc R U . . .
C12A C 0.7673(3) 0.81739(19) 1.04833(13) 0.0549(6) Uani 1 1 d . . . . .
H12A H 0.686448 0.810928 1.049832 0.066 Uiso 1 1 calc R U . . .
C13A C 0.64996(19) 0.92122(15) 0.87759(10) 0.0340(4) Uani 1 1 d . . . . .
C14A C 0.54812(19) 0.98692(15) 0.82591(11) 0.0349(4) Uani 1 1 d . . . . .
H14A H 0.511009 1.062140 0.828619 0.042 Uiso 1 1 calc R U . . .
C15A C 0.50245(19) 0.94112(15) 0.77110(11) 0.0362(4) Uani 1 1 d . . . . .
C16A C 0.5484(2) 0.82854(15) 0.76784(11) 0.0381(4) Uani 1 1 d . . . . .
C17A C 0.6519(2) 0.76535(15) 0.81885(12) 0.0395(4) Uani 1 1 d . . . . .
H17A H 0.687097 0.689748 0.817249 0.047 Uiso 1 1 calc R U . . .
C18A C 0.7038(2) 0.80919(15) 0.87095(12) 0.0393(4) Uani 1 1 d . . . . .
H18A H 0.775759 0.764357 0.902550 0.047 Uiso 1 1 calc R U . . .
C19A C 0.3679(2) 1.11334(15) 0.69908(11) 0.0387(4) Uani 1 1 d . . . . .
C20A C 0.2419(2) 1.1738(2) 0.70612(15) 0.0511(5) Uani 1 1 d . . . . .
H20A H 0.185146 1.139585 0.728170 0.061 Uiso 1 1 calc R U . . .
C21A C 0.1984(3) 1.2850(2) 0.68079(17) 0.0618(7) Uani 1 1 d . . . . .
H21A H 0.111560 1.326364 0.684890 0.074 Uiso 1 1 calc R U . . .
C22A C 0.2799(3) 1.3349(2) 0.65008(18) 0.0686(8) Uani 1 1 d . . . . .
H22A H 0.249782 1.411063 0.634525 0.082 Uiso 1 1 calc R U . . .
C23A C 0.4055(3) 1.2755(2) 0.64149(16) 0.0611(7) Uani 1 1 d . . . . .
H23A H 0.461044 1.310856 0.619175 0.073 Uiso 1 1 calc R U . . .
C24A C 0.4519(2) 1.16274(17) 0.66563(12) 0.0434(5) Uani 1 1 d . . . . .
C25A C 0.5820(2) 1.0998(2) 0.65200(14) 0.0525(5) Uani 1 1 d . . . . .
C26A C 0.4917(2) 0.78554(16) 0.71252(13) 0.0448(5) Uani 1 1 d . . . . .
H26A H 0.442288 0.837108 0.670616 0.054 Uiso 1 1 calc R U . . .
C27A C 0.4988(2) 0.68118(17) 0.71181(14) 0.0479(5) Uani 1 1 d . . . . .
C28A C 0.5592(3) 0.59280(19) 0.77309(16) 0.0593(7) Uani 1 1 d . . . . .
C29A C 0.4391(3) 0.65471(18) 0.64509(15) 0.0541(6) Uani 1 1 d . . . . .
O1B O 0.1428(3) 0.30099(17) 0.46289(11) 0.0818(8) Uani 1 1 d . . . . .
O2B O 0.3538(3) 0.51303(16) 0.52475(13) 0.0864(8) Uani 1 1 d . . . . .
O3B O 0.31908(18) 0.67847(13) 0.45758(11) 0.0559(5) Uani 1 1 d . . . . .
H3BA H 0.358(3) 0.6871(11) 0.507(2) 0.084 Uiso 1 1 calc R U . . .
N1B N -0.05313(18) 0.31735(13) 0.20670(11) 0.0445(4) Uani 1 1 d . . . . .
N2B N 0.4457(4) 0.1263(5) 0.4571(3) 0.1380(17) Uani 1 1 d . . . . .
N3B N 0.1603(3) 0.72396(18) 0.28539(13) 0.0698(7) Uani 1 1 d . . . . .
C1B C -0.0501(2) 0.20846(15) 0.21293(11) 0.0372(4) Uani 1 1 d . . . . .
C2B C -0.1547(2) 0.1889(2) 0.18798(15) 0.0505(5) Uani 1 1 d . . . . .
H2B H -0.229853 0.247623 0.171158 0.061 Uiso 1 1 calc R U . . .
C3B C -0.1486(3) 0.0823(2) 0.18777(16) 0.0608(7) Uani 1 1 d . . . . .
H3B H -0.219372 0.069512 0.169163 0.073 Uiso 1 1 calc R U . . .
C4B C -0.0420(3) -0.00434(19) 0.21407(14) 0.0525(6) Uani 1 1 d . . . . .
H4B H -0.038827 -0.076229 0.213279 0.063 Uiso 1 1 calc R U . . .
C5B C 0.0615(2) 0.01479(17) 0.24192(13) 0.0440(5) Uani 1 1 d . . . . .
H5B H 0.134296 -0.044495 0.261916 0.053 Uiso 1 1 calc R U . . .
C6B C 0.0586(2) 0.12042(16) 0.24059(13) 0.0407(4) Uani 1 1 d . . . . .
H6B H 0.130056 0.132766 0.258386 0.049 Uiso 1 1 calc R U . . .
C7B C -0.1312(2) 0.39648(16) 0.14413(12) 0.0418(5) Uani 1 1 d . . . . .
C8B C -0.1041(2) 0.38820(19) 0.06499(14) 0.0513(5) Uani 1 1 d . . . . .
H8B H -0.032603 0.331093 0.050789 0.062 Uiso 1 1 calc R U . . .
C9B C -0.1824(3) 0.4641(2) 0.00582(16) 0.0617(7) Uani 1 1 d . . . . .
H9B H -0.164554 0.458200 -0.048822 0.074 Uiso 1 1 calc R U . . .
C10B C -0.2854(3) 0.5478(2) 0.02630(17) 0.0634(7) Uani 1 1 d . . . . .
H10B H -0.338534 0.599283 -0.014193 0.076 Uiso 1 1 calc R U . . .
C11B C -0.3113(3) 0.5568(2) 0.10524(19) 0.0664(7) Uani 1 1 d . . . . .
H11B H -0.381275 0.615453 0.119052 0.080 Uiso 1 1 calc R U . . .
C12B C -0.2355(2) 0.4803(2) 0.16547(16) 0.0548(6) Uani 1 1 d . . . . .
H12B H -0.254815 0.485424 0.220041 0.066 Uiso 1 1 calc R U . . .
C13B C 0.0137(2) 0.35352(16) 0.25653(13) 0.0441(5) Uani 1 1 d . . . . .
C14B C 0.0476(3) 0.30263(19) 0.33560(14) 0.0545(6) Uani 1 1 d . . . . .
H14B H 0.026484 0.241099 0.356263 0.065 Uiso 1 1 calc R U . . .
C15B C 0.1126(3) 0.34359(18) 0.38339(14) 0.0539(6) Uani 1 1 d . . . . .
C16B C 0.1486(2) 0.43424(17) 0.35463(14) 0.0492(5) Uani 1 1 d . . . . .
C17B C 0.1125(2) 0.48353(16) 0.27490(13) 0.0452(5) Uani 1 1 d . . . . .
H17B H 0.134358 0.544505 0.253707 0.054 Uiso 1 1 calc R U . . .
C18B C 0.0465(2) 0.44543(16) 0.22717(13) 0.0442(5) Uani 1 1 d . . . . .
H18B H 0.022906 0.480967 0.174232 0.053 Uiso 1 1 calc R U . . .
C19B C 0.1267(3) 0.20381(19) 0.49572(13) 0.0562(7) Uani 1 1 d . . . . .
C20B C 0.0147(3) 0.2021(3) 0.52344(17) 0.0650(7) Uani 1 1 d . . . . .
H20B H -0.057042 0.266704 0.515985 0.078 Uiso 1 1 calc R U . . .
C21B C 0.0022(3) 0.1085(3) 0.56234(17) 0.0695(8) Uani 1 1 d . . . . .
H21B H -0.077528 0.107715 0.580840 0.083 Uiso 1 1 calc R U . . .
C22B C 0.1092(4) 0.0146(3) 0.57412(16) 0.0683(8) Uani 1 1 d . . . . .
H22B H 0.101864 -0.049590 0.602918 0.082 Uiso 1 1 calc R U . . .
C23B C 0.2247(3) 0.0123(2) 0.54529(14) 0.0537(6) Uani 1 1 d . . . . .
H23B H 0.295958 -0.052771 0.551634 0.064 Uiso 1 1 calc R U . . .
C24B C 0.2336(3) 0.1095(2) 0.50617(13) 0.0542(6) Uani 1 1 d . . . . .
C25B C 0.3507(4) 0.1193(4) 0.4787(2) 0.0854(10) Uani 1 1 d . . . . .
C26B C 0.2181(2) 0.46986(18) 0.40740(15) 0.0527(6) Uani 1 1 d . . . . .
H26B H 0.251320 0.420645 0.454553 0.063 Uiso 1 1 calc R U . . .
C27B C 0.2431(2) 0.56342(17) 0.39972(14) 0.0471(5) Uani 1 1 d . . . . .
C28B C 0.1987(3) 0.65150(18) 0.33528(14) 0.0495(5) Uani 1 1 d . . . . .
C29B C 0.3107(3) 0.58411(18) 0.46552(15) 0.0521(6) Uani 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
O1A C15A 1.373(2) . ?
O1A C19A 1.376(2) . ?
O2A C29A 1.228(3) . ?
O3A C29A 1.282(3) . ?
O3A H3AA 1.07(5) . ?
N1A C13A 1.372(2) . ?
N1A C1A 1.430(2) . ?
N1A C7A 1.435(2) . ?
N2A C25A 1.132(3) . ?
N3A C28A 1.140(3) . ?
C1A C2A 1.375(3) . ?
C1A C6A 1.382(3) . ?
C2A C3A 1.387(3) . ?
C2A H2A 0.9400 . ?
C3A C4A 1.363(4) . ?
C3A H3A 0.9400 . ?
C4A C5A 1.380(4) . ?
C4A H4A 0.9400 . ?
C5A C6A 1.385(3) . ?
C5A H5A 0.9400 . ?
C6A H6A 0.9400 . ?
C7A C12A 1.373(3) . ?
C7A C8A 1.385(3) . ?
C8A C9A 1.386(3) . ?
C8A H8A 0.9400 . ?
C9A C10A 1.361(5) . ?
C9A H9A 0.9400 . ?
C10A C11A 1.367(5) . ?
C10A H10A 0.9400 . ?
C11A C12A 1.391(4) . ?
C11A H11A 0.9400 . ?
C12A H12A 0.9400 . ?
C13A C14A 1.399(3) . ?
C13A C18A 1.408(3) . ?
C14A C15A 1.376(2) . ?
C14A H14A 0.9400 . ?
C15A C16A 1.401(3) . ?
C16A C17A 1.396(3) . ?
C16A C26A 1.430(3) . ?
C17A C18A 1.365(3) . ?
C17A H17A 0.9400 . ?
C18A H18A 0.9400 . ?
C19A C20A 1.369(3) . ?
C19A C24A 1.385(3) . ?
C20A C21A 1.378(4) . ?
C20A H20A 0.9400 . ?
C21A C22A 1.352(4) . ?
C21A H21A 0.9400 . ?
C22A C23A 1.366(4) . ?
C22A H22A 0.9400 . ?
C23A C24A 1.394(3) . ?
C23A H23A 0.9400 . ?
C24A C25A 1.433(4) . ?
C26A C27A 1.355(3) . ?
C26A H26A 0.9400 . ?
C27A C28A 1.418(3) . ?
C27A C29A 1.470(3) . ?
O1B C15B 1.372(3) . ?
O1B C19B 1.390(3) . ?
O2B C29B 1.240(3) . ?
O3B C29B 1.270(3) . ?
O3B H3BA 0.99(4) . ?
N1B C13B 1.381(2) . ?
N1B C1B 1.415(2) . ?
N1B C7B 1.433(2) . ?
N2B C25B 1.145(5) . ?
N3B C28B 1.139(3) . ?
C1B C2B 1.379(3) . ?
C1B C6B 1.390(3) . ?
C2B C3B 1.387(3) . ?
C2B H2B 0.9400 . ?
C3B C4B 1.363(4) . ?
C3B H3B 0.9400 . ?
C4B C5B 1.383(3) . ?
C4B H4B 0.9400 . ?
C5B C6B 1.382(3) . ?
C5B H5B 0.9400 . ?
C6B H6B 0.9400 . ?
C7B C8B 1.363(3) . ?
C7B C12B 1.378(3) . ?
C8B C9B 1.380(3) . ?
C8B H8B 0.9400 . ?
C9B C10B 1.364(4) . ?
C9B H9B 0.9400 . ?
C10B C11B 1.359(4) . ?
C10B H10B 0.9400 . ?
C11B C12B 1.384(3) . ?
C11B H11B 0.9400 . ?
C12B H12B 0.9400 . ?
C13B C14B 1.394(3) . ?
C13B C18B 1.407(3) . ?
C14B C15B 1.385(3) . ?
C14B H14B 0.9400 . ?
C15B C16B 1.409(3) . ?
C16B C17B 1.403(3) . ?
C16B C26B 1.430(3) . ?
C17B C18B 1.367(3) . ?
C17B H17B 0.9400 . ?
C18B H18B 0.9400 . ?
C19B C20B 1.332(4) . ?
C19B C24B 1.385(4) . ?
C20B C21B 1.360(4) . ?
C20B H20B 0.9400 . ?
C21B C22B 1.384(5) . ?
C21B H21B 0.9400 . ?
C22B C23B 1.360(4) . ?
C22B H22B 0.9400 . ?
C23B C24B 1.387(3) . ?
C23B H23B 0.9400 . ?
C24B C25B 1.421(5) . ?
C26B C27B 1.349(3) . ?
C26B H26B 0.9400 . ?
C27B C28B 1.423(3) . ?
C27B C29B 1.471(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
C15A O1A C19A 122.36(15) . . ?
C29A O3A H3AA 109.5 . . ?
C13A N1A C1A 124.35(15) . . ?
C13A N1A C7A 120.64(15) . . ?
C1A N1A C7A 114.91(14) . . ?
C2A C1A C6A 120.08(18) . . ?
C2A C1A N1A 118.28(18) . . ?
C6A C1A N1A 121.51(18) . . ?
C1A C2A C3A 119.9(2) . . ?
C1A C2A H2A 120.0 . . ?
C3A C2A H2A 120.0 . . ?
C4A C3A C2A 120.2(2) . . ?
C4A C3A H3A 119.9 . . ?
C2A C3A H3A 119.9 . . ?
C3A C4A C5A 120.1(2) . . ?
C3A C4A H4A 119.9 . . ?
C5A C4A H4A 119.9 . . ?
C4A C5A C6A 120.2(2) . . ?
C4A C5A H5A 119.9 . . ?
C6A C5A H5A 119.9 . . ?
C1A C6A C5A 119.5(2) . . ?
C1A C6A H6A 120.2 . . ?
C5A C6A H6A 120.2 . . ?
C12A C7A C8A 120.5(2) . . ?
C12A C7A N1A 120.8(2) . . ?
C8A C7A N1A 118.72(18) . . ?
C7A C8A C9A 119.2(2) . . ?
C7A C8A H8A 120.4 . . ?
C9A C8A H8A 120.4 . . ?
C10A C9A C8A 120.5(3) . . ?
C10A C9A H9A 119.8 . . ?
C8A C9A H9A 119.8 . . ?
C9A C10A C11A 120.2(2) . . ?
C9A C10A H10A 119.9 . . ?
C11A C10A H10A 119.9 . . ?
C10A C11A C12A 120.5(3) . . ?
C10A C11A H11A 119.7 . . ?
C12A C11A H11A 119.7 . . ?
C7A C12A C11A 119.0(3) . . ?
C7A C12A H12A 120.5 . . ?
C11A C12A H12A 120.5 . . ?
N1A C13A C14A 121.77(17) . . ?
N1A C13A C18A 119.93(16) . . ?
C14A C13A C18A 118.30(16) . . ?
C15A C14A C13A 119.80(17) . . ?
C15A C14A H14A 120.1 . . ?
C13A C14A H14A 120.1 . . ?
O1A C15A C14A 122.31(17) . . ?
O1A C15A C16A 114.99(16) . . ?
C14A C15A C16A 122.59(17) . . ?
C17A C16A C15A 116.20(16) . . ?
C17A C16A C26A 124.06(18) . . ?
C15A C16A C26A 119.72(17) . . ?
C18A C17A C16A 122.49(18) . . ?
C18A C17A H17A 118.8 . . ?
C16A C17A H17A 118.8 . . ?
C17A C18A C13A 120.33(17) . . ?
C17A C18A H18A 119.8 . . ?
C13A C18A H18A 119.8 . . ?
C20A C19A O1A 116.9(2) . . ?
C20A C19A C24A 120.51(19) . . ?
O1A C19A C24A 122.2(2) . . ?
C19A C20A C21A 119.8(2) . . ?
C19A C20A H20A 120.1 . . ?
C21A C20A H20A 120.1 . . ?
C22A C21A C20A 120.3(3) . . ?
C22A C21A H21A 119.8 . . ?
C20A C21A H21A 119.8 . . ?
C21A C22A C23A 120.6(2) . . ?
C21A C22A H22A 119.7 . . ?
C23A C22A H22A 119.7 . . ?
C22A C23A C24A 120.3(3) . . ?
C22A C23A H23A 119.8 . . ?
C24A C23A H23A 119.8 . . ?
C19A C24A C23A 118.4(2) . . ?
C19A C24A C25A 121.4(2) . . ?
C23A C24A C25A 120.1(2) . . ?
N2A C25A C24A 178.2(3) . . ?
C27A C26A C16A 129.31(19) . . ?
C27A C26A H26A 115.3 . . ?
C16A C26A H26A 115.3 . . ?
C26A C27A C28A 124.32(19) . . ?
C26A C27A C29A 119.70(19) . . ?
C28A C27A C29A 115.96(18) . . ?
N3A C28A C27A 179.4(3) . . ?
O2A C29A O3A 123.6(2) . . ?
O2A C29A C27A 120.51(19) . . ?
O3A C29A C27A 115.9(2) . . ?
C15B O1B C19B 120.72(17) . . ?
C29B O3B H3BA 109.5 . . ?
C13B N1B C1B 124.90(16) . . ?
C13B N1B C7B 117.18(15) . . ?
C1B N1B C7B 117.92(15) . . ?
C2B C1B C6B 119.22(18) . . ?
C2B C1B N1B 119.54(18) . . ?
C6B C1B N1B 121.18(17) . . ?
C1B C2B C3B 119.8(2) . . ?
C1B C2B H2B 120.1 . . ?
C3B C2B H2B 120.1 . . ?
C4B C3B C2B 121.2(2) . . ?
C4B C3B H3B 119.4 . . ?
C2B C3B H3B 119.4 . . ?
C3B C4B C5B 119.2(2) . . ?
C3B C4B H4B 120.4 . . ?
C5B C4B H4B 120.4 . . ?
C6B C5B C4B 120.5(2) . . ?
C6B C5B H5B 119.8 . . ?
C4B C5B H5B 119.8 . . ?
C5B C6B C1B 120.03(19) . . ?
C5B C6B H6B 120.0 . . ?
C1B C6B H6B 120.0 . . ?
C8B C7B C12B 120.57(19) . . ?
C8B C7B N1B 120.7(2) . . ?
C12B C7B N1B 118.7(2) . . ?
C7B C8B C9B 119.6(2) . . ?
C7B C8B H8B 120.2 . . ?
C9B C8B H8B 120.2 . . ?
C10B C9B C8B 120.3(3) . . ?
C10B C9B H9B 119.9 . . ?
C8B C9B H9B 119.9 . . ?
C11B C10B C9B 120.0(2) . . ?
C11B C10B H10B 120.0 . . ?
C9B C10B H10B 120.0 . . ?
C10B C11B C12B 120.6(3) . . ?
C10B C11B H11B 119.7 . . ?
C12B C11B H11B 119.7 . . ?
C7B C12B C11B 118.9(2) . . ?
C7B C12B H12B 120.6 . . ?
C11B C12B H12B 120.6 . . ?
N1B C13B C14B 121.83(19) . . ?
N1B C13B C18B 119.07(18) . . ?
C14B C13B C18B 119.09(18) . . ?
C15B C14B C13B 119.4(2) . . ?
C15B C14B H14B 120.3 . . ?
C13B C14B H14B 120.3 . . ?
O1B C15B C14B 122.3(2) . . ?
O1B C15B C16B 115.28(18) . . ?
C14B C15B C16B 122.4(2) . . ?
C17B C16B C15B 116.63(18) . . ?
C17B C16B C26B 124.5(2) . . ?
C15B C16B C26B 118.83(19) . . ?
C18B C17B C16B 121.88(19) . . ?
C18B C17B H17B 119.1 . . ?
C16B C17B H17B 119.1 . . ?
C17B C18B C13B 120.62(19) . . ?
C17B C18B H18B 119.7 . . ?
C13B C18B H18B 119.7 . . ?
C20B C19B C24B 120.3(2) . . ?
C20B C19B O1B 121.5(3) . . ?
C24B C19B O1B 117.9(3) . . ?
C19B C20B C21B 121.2(3) . . ?
C19B C20B H20B 119.4 . . ?
C21B C20B H20B 119.4 . . ?
C20B C21B C22B 118.6(3) . . ?
C20B C21B H21B 120.7 . . ?
C22B C21B H21B 120.7 . . ?
C23B C22B C21B 122.0(3) . . ?
C23B C22B H22B 119.0 . . ?
C21B C22B H22B 119.0 . . ?
C22B C23B C24B 117.6(3) . . ?
C22B C23B H23B 121.2 . . ?
C24B C23B H23B 121.2 . . ?
C19B C24B C23B 120.2(3) . . ?
C19B C24B C25B 116.9(3) . . ?
C23B C24B C25B 122.8(3) . . ?
N2B C25B C24B 179.4(5) . . ?
C27B C26B C16B 129.7(2) . . ?
C27B C26B H26B 115.1 . . ?
C16B C26B H26B 115.1 . . ?
C26B C27B C28B 125.19(19) . . ?
C26B C27B C29B 119.37(19) . . ?
C28B C27B C29B 115.17(18) . . ?
N3B C28B C27B 177.7(3) . . ?
O2B C29B O3B 123.6(2) . . ?
O2B C29B C27B 120.74(19) . . ?
O3B C29B C27B 115.62(19) . . ?

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
C13A N1A C1A C2A 130.5(2) . . . . ?
C7A N1A C1A C2A -53.2(3) . . . . ?
C13A N1A C1A C6A -53.7(3) . . . . ?
C7A N1A C1A C6A 122.6(2) . . . . ?
C6A C1A C2A C3A -2.0(3) . . . . ?
N1A C1A C2A C3A 173.87(19) . . . . ?
C1A C2A C3A C4A 1.0(3) . . . . ?
C2A C3A C4A C5A 0.4(4) . . . . ?
C3A C4A C5A C6A -0.8(3) . . . . ?
C2A C1A C6A C5A 1.5(3) . . . . ?
N1A C1A C6A C5A -174.18(19) . . . . ?
C4A C5A C6A C1A -0.2(3) . . . . ?
C13A N1A C7A C12A -64.7(3) . . . . ?
C1A N1A C7A C12A 118.9(2) . . . . ?
C13A N1A C7A C8A 115.6(2) . . . . ?
C1A N1A C7A C8A -60.8(3) . . . . ?
C12A C7A C8A C9A -1.6(3) . . . . ?
N1A C7A C8A C9A 178.0(2) . . . . ?
C7A C8A C9A C10A 1.6(4) . . . . ?
C8A C9A C10A C11A -0.2(4) . . . . ?
C9A C10A C11A C12A -1.1(4) . . . . ?
C8A C7A C12A C11A 0.4(3) . . . . ?
N1A C7A C12A C11A -179.3(2) . . . . ?
C10A C11A C12A C7A 1.0(4) . . . . ?
C1A N1A C13A C14A -10.2(3) . . . . ?
C7A N1A C13A C14A 173.63(19) . . . . ?
C1A N1A C13A C18A 169.73(19) . . . . ?
C7A N1A C13A C18A -6.4(3) . . . . ?
N1A C13A C14A C15A -179.32(19) . . . . ?
C18A C13A C14A C15A 0.7(3) . . . . ?
C19A O1A C15A C14A 20.6(3) . . . . ?
C19A O1A C15A C16A -163.1(2) . . . . ?
C13A C14A C15A O1A -179.76(19) . . . . ?
C13A C14A C15A C16A 4.2(3) . . . . ?
O1A C15A C16A C17A 178.24(19) . . . . ?
C14A C15A C16A C17A -5.5(3) . . . . ?
O1A C15A C16A C26A 0.1(3) . . . . ?
C14A C15A C16A C26A 176.4(2) . . . . ?
C15A C16A C17A C18A 1.9(3) . . . . ?
C26A C16A C17A C18A 180.0(2) . . . . ?
C16A C17A C18A C13A 2.8(3) . . . . ?
N1A C13A C18A C17A 175.9(2) . . . . ?
C14A C13A C18A C17A -4.2(3) . . . . ?
C15A O1A C19A C20A -129.1(2) . . . . ?
C15A O1A C19A C24A 57.5(3) . . . . ?
O1A C19A C20A C21A -174.4(2) . . . . ?
C24A C19A C20A C21A -0.9(3) . . . . ?
C19A C20A C21A C22A -0.9(4) . . . . ?
C20A C21A C22A C23A 2.0(5) . . . . ?
C21A C22A C23A C24A -1.1(5) . . . . ?
C20A C19A C24A C23A 1.7(3) . . . . ?
O1A C19A C24A C23A 174.8(2) . . . . ?
C20A C19A C24A C25A -175.1(2) . . . . ?
O1A C19A C24A C25A -2.0(3) . . . . ?
C22A C23A C24A C19A -0.7(4) . . . . ?
C22A C23A C24A C25A 176.2(3) . . . . ?
C17A C16A C26A C27A 19.3(4) . . . . ?
C15A C16A C26A C27A -162.7(3) . . . . ?
C16A C26A C27A C28A 5.6(5) . . . . ?
C16A C26A C27A C29A -175.8(3) . . . . ?
C26A C27A C29A O2A -0.6(4) . . . . ?
C28A C27A C29A O2A 178.2(3) . . . . ?
C26A C27A C29A O3A -179.6(3) . . . . ?
C28A C27A C29A O3A -0.9(4) . . . . ?
C13B N1B C1B C2B 151.3(2) . . . . ?
C7B N1B C1B C2B -28.7(3) . . . . ?
C13B N1B C1B C6B -31.5(3) . . . . ?
C7B N1B C1B C6B 148.5(2) . . . . ?
C6B C1B C2B C3B -2.5(4) . . . . ?
N1B C1B C2B C3B 174.8(2) . . . . ?
C1B C2B C3B C4B 1.9(4) . . . . ?
C2B C3B C4B C5B 0.5(4) . . . . ?
C3B C4B C5B C6B -2.2(4) . . . . ?
C4B C5B C6B C1B 1.6(3) . . . . ?
C2B C1B C6B C5B 0.8(3) . . . . ?
N1B C1B C6B C5B -176.4(2) . . . . ?
C13B N1B C7B C8B 114.9(2) . . . . ?
C1B N1B C7B C8B -65.1(3) . . . . ?
C13B N1B C7B C12B -66.0(3) . . . . ?
C1B N1B C7B C12B 114.0(2) . . . . ?
C12B C7B C8B C9B -0.4(4) . . . . ?
N1B C7B C8B C9B 178.6(2) . . . . ?
C7B C8B C9B C10B 0.8(4) . . . . ?
C8B C9B C10B C11B 0.1(4) . . . . ?
C9B C10B C11B C12B -1.4(5) . . . . ?
C8B C7B C12B C11B -0.9(4) . . . . ?
N1B C7B C12B C11B -179.9(2) . . . . ?
C10B C11B C12B C7B 1.8(4) . . . . ?
C1B N1B C13B C14B -27.4(4) . . . . ?
C7B N1B C13B C14B 152.6(2) . . . . ?
C1B N1B C13B C18B 153.8(2) . . . . ?
C7B N1B C13B C18B -26.2(3) . . . . ?
N1B C13B C14B C15B -178.8(2) . . . . ?
C18B C13B C14B C15B 0.0(4) . . . . ?
C19B O1B C15B C14B 10.0(5) . . . . ?
C19B O1B C15B C16B -172.1(3) . . . . ?
C13B C14B C15B O1B 176.5(3) . . . . ?
C13B C14B C15B C16B -1.3(4) . . . . ?
O1B C15B C16B C17B -176.5(3) . . . . ?
C14B C15B C16B C17B 1.5(4) . . . . ?
O1B C15B C16B C26B 3.5(4) . . . . ?
C14B C15B C16B C26B -178.6(3) . . . . ?
C15B C16B C17B C18B -0.4(4) . . . . ?
C26B C16B C17B C18B 179.7(3) . . . . ?
C16B C17B C18B C13B -0.8(4) . . . . ?
N1B C13B C18B C17B 179.9(2) . . . . ?
C14B C13B C18B C17B 1.0(4) . . . . ?
C15B O1B C19B C20B -84.4(4) . . . . ?
C15B O1B C19B C24B 101.8(3) . . . . ?
C24B C19B C20B C21B -0.1(4) . . . . ?
O1B C19B C20B C21B -173.7(2) . . . . ?
C19B C20B C21B C22B 1.2(4) . . . . ?
C20B C21B C22B C23B -2.6(4) . . . . ?
C21B C22B C23B C24B 2.8(4) . . . . ?
C20B C19B C24B C23B 0.3(3) . . . . ?
O1B C19B C24B C23B 174.2(2) . . . . ?
C20B C19B C24B C25B -176.7(2) . . . . ?
O1B C19B C24B C25B -2.9(3) . . . . ?
C22B C23B C24B C19B -1.6(3) . . . . ?
C22B C23B C24B C25B 175.2(3) . . . . ?
C17B C16B C26B C27B 13.0(5) . . . . ?
C15B C16B C26B C27B -166.9(3) . . . . ?
C16B C26B C27B C28B 2.6(5) . . . . ?
C16B C26B C27B C29B 176.2(3) . . . . ?
C26B C27B C29B O2B 5.9(4) . . . . ?
C28B C27B C29B O2B -179.9(3) . . . . ?
C26B C27B C29B O3B -172.9(3) . . . . ?
C28B C27B C29B O3B 1.3(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
O3A H3AA O2B 1.07 1.55 2.590(3) 164.3 . yes
O3B H3BA O2A 0.99 1.63 2.590(2) 164.1 . yes

_refine_diff_density_max         0.883
_refine_diff_density_min         -0.497
_refine_diff_density_rms         0.068

