# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_mo_180912LT_0m_b
_database_code_depnum_ccdc_archive 'CCDC 1882293'
loop_
_audit_author_name
_audit_author_address
'Pei-Lin Chen'
;NTHU
Taiwan
;
_audit_update_record             
;
2018-11-30 deposited with the CCDC.	2019-02-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        
(Z)-5-(3,4-dimethoxybenzylidene)-2-((2-oxo-2-phenylethyl)selanyl)-3-phenyl-3,5-dihydro-4H-imidazol-4-one
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H22 N2 O4 Se'
_chemical_formula_weight         505.41

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   5.0331(3)
_cell_length_b                   12.9922(8)
_cell_length_c                   17.1983(11)
_cell_angle_alpha                90
_cell_angle_beta                 93.403(2)
_cell_angle_gamma                90
_cell_volume                     1122.63(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7303
_cell_measurement_theta_min      2.3726
_cell_measurement_theta_max      26.3590

_exptl_crystal_description       columnar
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_F_000             516
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    1.709
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6698
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            19872
_diffrn_reflns_av_unetI/netI     0.0553
_diffrn_reflns_av_R_equivalents  0.0465
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.966
_diffrn_reflns_theta_max         26.482
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4603
_reflns_number_gt                4117
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.900
_reflns_Friedel_fraction_max     0.982
_reflns_Friedel_fraction_full    0.996

_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       'Bruker APEX2'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0192P)²+0.0195P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1749 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.031(8)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         4603
_refine_ls_number_parameters     355
_refine_ls_number_restraints     217
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0335
_refine_ls_wR_factor_ref         0.0658
_refine_ls_wR_factor_gt          0.0644
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.058
_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
Se1 Se 0.22581(7) 0.28146(5) 0.74716(3) 0.02848(13) Uani 1 1 d . . . . .
O1 O 0.5717(5) 0.7873(3) 0.66052(19) 0.0436(8) Uani 1 1 d . . . . .
O2 O 0.9129(7) 0.9253(2) 0.7034(2) 0.0468(9) Uani 1 1 d . . . . .
O3 O 0.9792(8) 0.3516(3) 0.9557(2) 0.0467(9) Uani 1 1 d . . . . .
O4 O -0.1765(5) 0.2774(4) 0.62639(17) 0.0395(7) Uani 1 1 d . . . . .
N1 N 0.5893(7) 0.4427(2) 0.7911(2) 0.0236(9) Uani 1 1 d . . . . .
N2 N 0.6314(6) 0.3014(3) 0.8683(2) 0.0237(10) Uani 1 1 d . . . . .
C1 C 0.3753(9) 0.7127(4) 0.6358(3) 0.0428(14) Uani 1 1 d . . . . .
H1A H 0.4634 0.6516 0.6159 0.064 Uiso 1 1 calc R U . . .
H1B H 0.2563 0.7421 0.5944 0.064 Uiso 1 1 calc R U . . .
H1C H 0.2719 0.6932 0.6800 0.064 Uiso 1 1 calc R U . . .
C2 C 1.1139(13) 1.0020(4) 0.7223(3) 0.0631(19) Uani 1 1 d . . . . .
H2A H 1.1099 1.0205 0.7775 0.095 Uiso 1 1 calc R U . . .
H2B H 1.0787 1.0633 0.6902 0.095 Uiso 1 1 calc R U . . .
H2C H 1.2895 0.9742 0.7121 0.095 Uiso 1 1 calc R U . . .
C3 C 0.7445(9) 0.7592(3) 0.7203(3) 0.0330(12) Uani 1 1 d . . . . .
C4 C 0.9313(11) 0.8357(3) 0.7453(3) 0.0351(12) Uani 1 1 d . . . . .
C5 C 1.1113(12) 0.8159(3) 0.8064(3) 0.0471(15) Uani 1 1 d . . . . .
H5 H 1.2347 0.8676 0.8236 0.057 Uiso 1 1 calc R U . . .
C6 C 1.1145(12) 0.7203(4) 0.8434(3) 0.0440(15) Uani 1 1 d . . . . .
H6 H 1.2399 0.7077 0.8858 0.053 Uiso 1 1 calc R U . . .
C7 C 0.9370(9) 0.6435(3) 0.8191(3) 0.0298(11) Uani 1 1 d . . . . .
C8 C 0.7524(8) 0.6639(3) 0.7577(3) 0.0284(11) Uani 1 1 d . . . . .
H8 H 0.6291 0.6120 0.7409 0.034 Uiso 1 1 calc R U . . .
C9 C 0.9474(9) 0.5456(3) 0.8602(3) 0.0329(11) Uani 1 1 d . . . . .
H9 H 1.0810 0.5407 0.9014 0.039 Uiso 1 1 calc R U . . .
C10 C 0.7949(10) 0.4604(3) 0.8484(3) 0.0265(10) Uani 1 1 d . . . . .
C11 C 0.8293(10) 0.3685(3) 0.8995(3) 0.0307(11) Uani 1 1 d . . . . .
C13 C 0.5027(8) 0.3504(3) 0.8053(3) 0.0253(10) Uani 1 1 d . . . . .
C14 C 0.1362(9) 0.3979(3) 0.6791(3) 0.0266(10) Uani 1 1 d . . . . .
H14A H 0.0812 0.4576 0.7102 0.032 Uiso 1 1 calc R U . . .
H14B H 0.2925 0.4183 0.6503 0.032 Uiso 1 1 calc R U . . .
C15 C -0.0877(8) 0.3649(4) 0.6234(3) 0.0277(11) Uani 1 1 d . . . . .
C16 C -0.1966(9) 0.4394(3) 0.5642(3) 0.0295(11) Uani 1 1 d . . . . .
C17 C -0.4112(9) 0.4125(4) 0.5137(3) 0.0375(12) Uani 1 1 d . . . . .
H17 H -0.4885 0.3462 0.5176 0.045 Uiso 1 1 calc R U . . .
C18 C -0.5128(11) 0.4797(4) 0.4585(3) 0.0471(14) Uani 1 1 d . . . . .
H18 H -0.6603 0.4597 0.4249 0.057 Uiso 1 1 calc R U . . .
C19 C -0.4033(10) 0.5769(4) 0.4509(3) 0.0447(13) Uani 1 1 d . . . . .
H19 H -0.4761 0.6235 0.4128 0.054 Uiso 1 1 calc R U . . .
C20 C -0.1877(11) 0.6053(4) 0.4994(3) 0.0462(14) Uani 1 1 d . . . . .
H20 H -0.1088 0.6712 0.4942 0.055 Uiso 1 1 calc R U . . .
C21 C -0.0859(10) 0.5370(4) 0.5561(3) 0.0374(12) Uani 1 1 d . . . . .
H21 H 0.0613 0.5572 0.5898 0.045 Uiso 1 1 calc R U . . .
C22 C 0.597(5) 0.1953(12) 0.9015(12) 0.019(3) Uani 0.506(5) 1 d D U P A 1
C23 C 0.3565(18) 0.1683(6) 0.9277(5) 0.0221(17) Uani 0.506(5) 1 d D U P A 1
H23 H 0.2182 0.2177 0.9300 0.027 Uiso 0.506(5) 1 calc R U P A 1
C24 C 0.3158(17) 0.0663(6) 0.9513(5) 0.0261(18) Uani 0.506(5) 1 d D U P A 1
H24 H 0.1457 0.0452 0.9665 0.031 Uiso 0.506(5) 1 calc R U P A 1
C25 C 0.522(4) -0.0027(12) 0.9524(10) 0.025(2) Uani 0.506(5) 1 d D U P A 1
H25 H 0.4948 -0.0709 0.9702 0.030 Uiso 0.506(5) 1 calc R U P A 1
C26 C 0.7681(17) 0.0251(6) 0.9282(5) 0.0260(18) Uani 0.506(5) 1 d D U P A 1
H26 H 0.9075 -0.0242 0.9285 0.031 Uiso 0.506(5) 1 calc R U P A 1
C27 C 0.8133(15) 0.1258(6) 0.9031(5) 0.0204(17) Uani 0.506(5) 1 d D U P A 1
H27 H 0.9834 0.1467 0.8878 0.024 Uiso 0.506(5) 1 calc R U P A 1
C22' C 0.590(5) 0.2005(13) 0.8877(13) 0.020(3) Uani 0.494(5) 1 d D U P A 2
C23' C 0.5077(17) 0.1806(6) 0.9603(5) 0.0210(18) Uani 0.494(5) 1 d D U P A 2
H23' H 0.4599 0.2353 0.9933 0.025 Uiso 0.494(5) 1 calc R U P A 2
C24' C 0.4945(17) 0.0781(6) 0.9855(6) 0.0261(18) Uani 0.494(5) 1 d D U P A 2
H24' H 0.4470 0.0634 1.0370 0.031 Uiso 0.494(5) 1 calc R U P A 2
C25' C 0.551(4) -0.0019(12) 0.9355(11) 0.026(3) Uani 0.494(5) 1 d D U P A 2
H25' H 0.5397 -0.0713 0.9524 0.031 Uiso 0.494(5) 1 calc R U P A 2
C26' C 0.6217(16) 0.0197(6) 0.8619(5) 0.0274(18) Uani 0.494(5) 1 d D U P A 2
H26' H 0.6584 -0.0355 0.8280 0.033 Uiso 0.494(5) 1 calc R U P A 2
C27' C 0.6416(18) 0.1193(6) 0.8357(5) 0.0226(19) Uani 0.494(5) 1 d D U P A 2
H27' H 0.6887 0.1332 0.7841 0.027 Uiso 0.494(5) 1 calc R U P A 2


_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
Se1 C13 1.892(4) . ?
Se1 C14 1.949(4) . ?
O1 C3 1.357(6) . ?
O1 C1 1.431(6) . ?
O2 C4 1.371(5) . ?
O2 C2 1.443(6) . ?
O3 C11 1.210(6) . ?
O4 C15 1.224(7) . ?
N1 C13 1.304(5) . ?
N1 C10 1.405(6) . ?
N2 C22' 1.372(17) . ?
N2 C13 1.383(6) . ?
N2 C11 1.406(6) . ?
N2 C22 1.506(16) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C8 1.395(6) . ?
C3 C4 1.416(6) . ?
C4 C5 1.370(7) . ?
C5 C6 1.395(6) . ?
C5 H5 0.9500 . ?
C6 C7 1.388(6) . ?
C6 H6 0.9500 . ?
C7 C8 1.389(6) . ?
C7 C9 1.454(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.355(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.487(6) . ?
C14 C15 1.498(6) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.485(7) . ?
C16 C17 1.390(6) . ?
C16 C21 1.395(6) . ?
C17 C18 1.366(7) . ?
C17 H17 0.9500 . ?
C18 C19 1.387(8) . ?
C18 H18 0.9500 . ?
C19 C20 1.379(7) . ?
C19 H19 0.9500 . ?
C20 C21 1.393(7) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 C23 1.36(2) . ?
C22 C27 1.414(19) . ?
C23 C24 1.404(10) . ?
C23 H23 0.9500 . ?
C24 C25 1.371(17) . ?
C24 H24 0.9500 . ?
C25 C26 1.378(18) . ?
C25 H25 0.9500 . ?
C26 C27 1.400(10) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C22' C23' 1.363(17) . ?
C22' C27' 1.417(19) . ?
C23' C24' 1.403(10) . ?
C23' H23' 0.9500 . ?
C24' C25' 1.389(17) . ?
C24' H24' 0.9500 . ?
C25' C26' 1.363(16) . ?
C25' H25' 0.9500 . ?
C26' C27' 1.376(11) . ?
C26' H26' 0.9500 . ?
C27' H27' 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 Se1 C14 94.99(18) . . ?
C3 O1 C1 116.4(4) . . ?
C4 O2 C2 116.3(4) . . ?
C13 N1 C10 105.0(4) . . ?
C22' N2 C13 124.0(13) . . ?
C22' N2 C11 127.8(13) . . ?
C13 N2 C11 107.6(3) . . ?
C13 N2 C22 131.2(11) . . ?
C11 N2 C22 121.2(11) . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O2 C2 H2A 109.5 . . ?
O2 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
O2 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
O1 C3 C8 126.0(4) . . ?
O1 C3 C4 115.2(4) . . ?
C8 C3 C4 118.8(5) . . ?
C5 C4 O2 125.7(4) . . ?
C5 C4 C3 119.9(4) . . ?
O2 C4 C3 114.4(5) . . ?
C4 C5 C6 120.3(4) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C7 C6 C5 120.9(5) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C6 C7 C8 118.7(4) . . ?
C6 C7 C9 118.6(5) . . ?
C8 C7 C9 122.7(4) . . ?
C7 C8 C3 121.3(4) . . ?
C7 C8 H8 119.3 . . ?
C3 C8 H8 119.3 . . ?
C10 C9 C7 129.7(5) . . ?
C10 C9 H9 115.2 . . ?
C7 C9 H9 115.2 . . ?
C9 C10 N1 128.7(4) . . ?
C9 C10 C11 121.6(5) . . ?
N1 C10 C11 109.8(4) . . ?
O3 C11 N2 126.0(4) . . ?
O3 C11 C10 131.5(4) . . ?
N2 C11 C10 102.5(4) . . ?
N1 C13 N2 115.1(4) . . ?
N1 C13 Se1 125.4(4) . . ?
N2 C13 Se1 119.5(3) . . ?
C15 C14 Se1 107.5(3) . . ?
C15 C14 H14A 110.2 . . ?
Se1 C14 H14A 110.2 . . ?
C15 C14 H14B 110.2 . . ?
Se1 C14 H14B 110.2 . . ?
H14A C14 H14B 108.5 . . ?
O4 C15 C16 120.9(4) . . ?
O4 C15 C14 120.1(4) . . ?
C16 C15 C14 119.0(4) . . ?
C17 C16 C21 117.8(5) . . ?
C17 C16 C15 120.4(4) . . ?
C21 C16 C15 121.8(4) . . ?
C18 C17 C16 121.2(5) . . ?
C18 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
C17 C18 C19 120.9(5) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 H18 119.6 . . ?
C20 C19 C18 119.3(5) . . ?
C20 C19 H19 120.4 . . ?
C18 C19 H19 120.4 . . ?
C19 C20 C21 119.8(5) . . ?
C19 C20 H20 120.1 . . ?
C21 C20 H20 120.1 . . ?
C20 C21 C16 121.1(5) . . ?
C20 C21 H21 119.5 . . ?
C16 C21 H21 119.5 . . ?
C23 C22 C27 121.8(12) . . ?
C23 C22 N2 119.1(13) . . ?
C27 C22 N2 119.0(14) . . ?
C22 C23 C24 119.1(9) . . ?
C22 C23 H23 120.4 . . ?
C24 C23 H23 120.4 . . ?
C25 C24 C23 119.9(10) . . ?
C25 C24 H24 120.1 . . ?
C23 C24 H24 120.1 . . ?
C24 C25 C26 121.2(12) . . ?
C24 C25 H25 119.4 . . ?
C26 C25 H25 119.4 . . ?
C25 C26 C27 120.2(9) . . ?
C25 C26 H26 119.9 . . ?
C27 C26 H26 119.9 . . ?
C26 C27 C22 117.6(10) . . ?
C26 C27 H27 121.2 . . ?
C22 C27 H27 121.2 . . ?
C23' C22' N2 117.6(14) . . ?
C23' C22' C27' 120.9(13) . . ?
N2 C22' C27' 121.4(12) . . ?
C22' C23' C24' 119.1(10) . . ?
C22' C23' H23' 120.4 . . ?
C24' C23' H23' 120.4 . . ?
C25' C24' C23' 120.2(10) . . ?
C25' C24' H24' 119.9 . . ?
C23' C24' H24' 119.9 . . ?
C26' C25' C24' 119.7(12) . . ?
C26' C25' H25' 120.1 . . ?
C24' C25' H25' 120.1 . . ?
C25' C26' C27' 121.7(10) . . ?
C25' C26' H26' 119.2 . . ?
C27' C26' H26' 119.2 . . ?
C26' C27' C22' 118.3(10) . . ?
C26' C27' H27' 120.9 . . ?
C22' C27' H27' 120.9 . . ?

_refine_diff_density_max         0.349
_refine_diff_density_min         -0.628
_refine_diff_density_rms         0.049

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_181208lt_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1884822'
loop_
_audit_author_name
_audit_author_address
'Pei-Lin Chen'
;NTHU
Taiwan
;
_audit_update_record             
;
2018-12-13 deposited with the CCDC.	2019-02-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        
5-(3,4-dimethoxybenzyl)-2-((2-oxo-2-phenylethyl)thio)-3-phenyl-3,5-dihydro-4H-imidazol-4-one
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H24 N2 O4 S'
_chemical_formula_weight         460.53

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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                   14.9997(15)
_cell_length_b                   8.0616(7)
_cell_length_c                   20.034(2)
_cell_angle_alpha                90
_cell_angle_beta                 107.259(4)
_cell_angle_gamma                90
_cell_volume                     2313.4(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4851
_cell_measurement_theta_min      2.8902
_cell_measurement_theta_max      26.1657

_exptl_crystal_description       tabullar
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_F_000             968
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    0.176
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2965
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            13728
_diffrn_reflns_av_unetI/netI     0.0968
_diffrn_reflns_av_R_equivalents  0.0835
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.422
_diffrn_reflns_theta_max         26.506
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4756
_reflns_number_gt                3506
_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       'Bruker APEX2'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.1259P)²] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4756
_refine_ls_number_parameters     300
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0986
_refine_ls_R_factor_gt           0.0760
_refine_ls_wR_factor_ref         0.2052
_refine_ls_wR_factor_gt          0.1852
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_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
C1 C 0.42694(19) 0.3016(3) 0.52442(15) 0.0242(6) Uani 1 1 d . . . . .
C2 C 0.46565(17) 0.5252(3) 0.59510(14) 0.0219(6) Uani 1 1 d . . . . .
C3 C 0.53035(18) 0.3047(3) 0.56419(14) 0.0228(6) Uani 1 1 d . . . . .
H3 H 0.5676 0.3073 0.5303 0.027 Uiso 1 1 calc R U . . .
C4 C 0.29447(17) 0.4884(3) 0.52561(15) 0.0230(6) Uani 1 1 d . . . . .
C5 C 0.25158(18) 0.5167(4) 0.45501(14) 0.0265(6) Uani 1 1 d . . . . .
H5 H 0.2857 0.5052 0.4222 0.032 Uiso 1 1 calc R U . . .
C6 C 0.15837(19) 0.5620(4) 0.43319(17) 0.0333(7) Uani 1 1 d . . . . .
H6 H 0.1280 0.5806 0.3850 0.040 Uiso 1 1 calc R U . . .
C7 C 0.10895(19) 0.5803(4) 0.48146(18) 0.0377(8) Uani 1 1 d . . . . .
H7 H 0.0453 0.6135 0.4663 0.045 Uiso 1 1 calc R U . . .
C8 C 0.15234(19) 0.5504(4) 0.55134(17) 0.0374(8) Uani 1 1 d . . . . .
H8 H 0.1181 0.5622 0.5841 0.045 Uiso 1 1 calc R U . . .
C9 C 0.24494(18) 0.5034(4) 0.57422(16) 0.0296(7) Uani 1 1 d . . . . .
H9 H 0.2745 0.4816 0.6223 0.036 Uiso 1 1 calc R U . . .
C10 C 0.56128(17) 0.7552(3) 0.68222(14) 0.0222(6) Uani 1 1 d . . . . .
H10A H 0.6016 0.7456 0.6512 0.027 Uiso 1 1 calc R U . . .
H10B H 0.5646 0.8715 0.6986 0.027 Uiso 1 1 calc R U . . .
C11 C 0.59968(18) 0.6431(3) 0.74485(14) 0.0223(6) Uani 1 1 d . . . . .
C12 C 0.70150(18) 0.6546(3) 0.78264(14) 0.0221(6) Uani 1 1 d . . . . .
C13 C 0.76063(18) 0.7658(4) 0.76272(15) 0.0267(6) Uani 1 1 d . . . . .
H13 H 0.7357 0.8408 0.7253 0.032 Uiso 1 1 calc R U . . .
C14 C 0.85529(19) 0.7666(4) 0.79748(16) 0.0296(7) Uani 1 1 d . . . . .
H14 H 0.8949 0.8437 0.7843 0.036 Uiso 1 1 calc R U . . .
C15 C 0.89249(19) 0.6567(4) 0.85093(16) 0.0306(7) Uani 1 1 d . . . . .
H15 H 0.9579 0.6553 0.8734 0.037 Uiso 1 1 calc R U . . .
C16 C 0.8343(2) 0.5477(4) 0.87206(15) 0.0304(7) Uani 1 1 d . . . . .
H16 H 0.8599 0.4727 0.9094 0.036 Uiso 1 1 calc R U . . .
C17 C 0.73934(19) 0.5484(4) 0.83874(14) 0.0264(6) Uani 1 1 d . . . . .
H17 H 0.6996 0.4759 0.8542 0.032 Uiso 1 1 calc R U . . .
C18 C 0.55731(17) 0.1511(3) 0.61095(14) 0.0244(6) Uani 1 1 d . . . . .
H18A H 0.5226 0.1516 0.6460 0.029 Uiso 1 1 calc R U . . .
H18B H 0.5393 0.0500 0.5820 0.029 Uiso 1 1 calc R U . . .
C19 C 0.66082(17) 0.1467(3) 0.64810(14) 0.0227(6) Uani 1 1 d . . . . .
C20 C 0.69807(19) 0.2114(4) 0.71458(15) 0.0282(6) Uani 1 1 d . . . . .
H20 H 0.6577 0.2559 0.7387 0.034 Uiso 1 1 calc R U . . .
C21 C 0.7938(2) 0.2119(4) 0.74623(15) 0.0281(6) Uani 1 1 d . . . . .
H21 H 0.8183 0.2572 0.7918 0.034 Uiso 1 1 calc R U . . .
C22 C 0.85419(18) 0.1472(4) 0.71241(14) 0.0243(6) Uani 1 1 d . . . . .
C23 C 0.81682(18) 0.0804(3) 0.64549(14) 0.0231(6) Uani 1 1 d . . . . .
C24 C 0.72187(18) 0.0811(3) 0.61387(14) 0.0228(6) Uani 1 1 d . . . . .
H24 H 0.6974 0.0365 0.5682 0.027 Uiso 1 1 calc R U . . .
C25 C 0.9897(2) 0.2229(4) 0.80424(15) 0.0359(7) Uani 1 1 d . . . . .
H25A H 0.9712 0.3399 0.7998 0.054 Uiso 1 1 calc R U . . .
H25B H 1.0579 0.2147 0.8169 0.054 Uiso 1 1 calc R U . . .
H25C H 0.9677 0.1706 0.8406 0.054 Uiso 1 1 calc R U . . .
C26 C 0.8456(2) -0.0532(5) 0.54832(16) 0.0374(8) Uani 1 1 d . . . . .
H26A H 0.8042 -0.1458 0.5506 0.056 Uiso 1 1 calc R U . . .
H26B H 0.8972 -0.0939 0.5322 0.056 Uiso 1 1 calc R U . . .
H26C H 0.8103 0.0307 0.5156 0.056 Uiso 1 1 calc R U . . .
N1 N 0.39061(14) 0.4406(3) 0.54839(12) 0.0231(5) Uani 1 1 d . . . . .
N2 N 0.54589(14) 0.4585(3) 0.60507(11) 0.0217(5) Uani 1 1 d . . . . .
O1 O 0.38356(13) 0.2026(3) 0.48250(11) 0.0342(5) Uani 1 1 d . . . . .
O2 O 0.54976(12) 0.5479(3) 0.76483(10) 0.0300(5) Uani 1 1 d . . . . .
O3 O 0.94951(12) 0.1409(3) 0.73954(10) 0.0296(5) Uani 1 1 d . . . . .
O4 O 0.88168(12) 0.0182(2) 0.61568(10) 0.0281(5) Uani 1 1 d . . . . .
S1 S 0.44295(4) 0.70997(9) 0.63231(4) 0.0240(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
C1 O1 1.201(3) . ?
C1 N1 1.392(3) . ?
C1 C3 1.519(4) . ?
C2 N2 1.279(3) . ?
C2 N1 1.408(3) . ?
C2 S1 1.744(3) . ?
C3 N2 1.466(3) . ?
C3 C18 1.533(4) . ?
C3 H3 1.0000 . ?
C4 C5 1.388(4) . ?
C4 C9 1.394(4) . ?
C4 N1 1.430(3) . ?
C5 C6 1.384(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.390(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.379(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.380(4) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 C11 1.515(4) . ?
C10 S1 1.797(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 O2 1.220(3) . ?
C11 C12 1.493(4) . ?
C12 C17 1.393(4) . ?
C12 C13 1.400(4) . ?
C13 C14 1.384(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.374(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.389(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.383(4) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 C19 1.510(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.384(4) . ?
C19 C24 1.400(4) . ?
C20 C21 1.388(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.383(4) . ?
C21 H21 0.9500 . ?
C22 O3 1.372(3) . ?
C22 C23 1.399(4) . ?
C23 C24 1.376(4) . ?
C23 O4 1.378(3) . ?
C24 H24 0.9500 . ?
C25 O3 1.420(3) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 O4 1.419(3) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?

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
O1 C1 N1 126.2(3) . . ?
O1 C1 C3 129.4(2) . . ?
N1 C1 C3 104.4(2) . . ?
N2 C2 N1 115.4(2) . . ?
N2 C2 S1 125.9(2) . . ?
N1 C2 S1 118.62(18) . . ?
N2 C3 C1 106.0(2) . . ?
N2 C3 C18 111.9(2) . . ?
C1 C3 C18 110.5(2) . . ?
N2 C3 H3 109.5 . . ?
C1 C3 H3 109.5 . . ?
C18 C3 H3 109.5 . . ?
C5 C4 C9 121.0(2) . . ?
C5 C4 N1 119.2(2) . . ?
C9 C4 N1 119.7(2) . . ?
C6 C5 C4 119.0(3) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
C5 C6 C7 120.4(3) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 H6 119.8 . . ?
C8 C7 C6 120.0(3) . . ?
C8 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
C7 C8 C9 120.7(3) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C8 C9 C4 118.9(3) . . ?
C8 C9 H9 120.5 . . ?
C4 C9 H9 120.5 . . ?
C11 C10 S1 114.19(18) . . ?
C11 C10 H10A 108.7 . . ?
S1 C10 H10A 108.7 . . ?
C11 C10 H10B 108.7 . . ?
S1 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
O2 C11 C12 120.5(2) . . ?
O2 C11 C10 121.9(2) . . ?
C12 C11 C10 117.6(2) . . ?
C17 C12 C13 118.9(3) . . ?
C17 C12 C11 118.8(2) . . ?
C13 C12 C11 122.3(2) . . ?
C14 C13 C12 120.1(3) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C15 C14 C13 120.5(3) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C16 119.9(3) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C17 C16 C15 120.0(3) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C17 C12 120.4(3) . . ?
C16 C17 H17 119.8 . . ?
C12 C17 H17 119.8 . . ?
C19 C18 C3 111.5(2) . . ?
C19 C18 H18A 109.3 . . ?
C3 C18 H18A 109.3 . . ?
C19 C18 H18B 109.3 . . ?
C3 C18 H18B 109.3 . . ?
H18A C18 H18B 108.0 . . ?
C20 C19 C24 118.5(2) . . ?
C20 C19 C18 121.9(2) . . ?
C24 C19 C18 119.6(2) . . ?
C19 C20 C21 120.5(2) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 H20 119.7 . . ?
C22 C21 C20 120.9(3) . . ?
C22 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
O3 C22 C21 125.2(2) . . ?
O3 C22 C23 116.1(2) . . ?
C21 C22 C23 118.7(2) . . ?
C24 C23 O4 124.7(2) . . ?
C24 C23 C22 120.3(2) . . ?
O4 C23 C22 115.0(2) . . ?
C23 C24 C19 120.9(3) . . ?
C23 C24 H24 119.5 . . ?
C19 C24 H24 119.5 . . ?
O3 C25 H25A 109.5 . . ?
O3 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
O3 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O4 C26 H26A 109.5 . . ?
O4 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O4 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C1 N1 C2 107.6(2) . . ?
C1 N1 C4 124.6(2) . . ?
C2 N1 C4 127.8(2) . . ?
C2 N2 C3 106.4(2) . . ?
C22 O3 C25 117.0(2) . . ?
C23 O4 C26 116.1(2) . . ?
C2 S1 C10 97.20(12) . . ?

_refine_diff_density_max         1.150
_refine_diff_density_min         -0.791
_refine_diff_density_rms         0.112

_shelxl_version_number           2014/6

