# Electronic Supplementary Material (ESI) for ChemComm.
# 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_5a
_database_code_depnum_ccdc_archive 'CCDC 1939286'
loop_
_audit_author_name
_audit_author_address
'Todd Hudnall'
;Texas State University
United States of America
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-09-18 downloaded from the CCDC.
;
_audit_creation_date             2019-07-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            'Mes-camary dimer'
_chemical_name_systematic        N-mesityl-isoindolinon-2-yl-dimer
_chemical_formula_moiety         'C34 H30 N2 O2'
_chemical_formula_sum            'C34 H30 N2 O2'
_chemical_formula_weight         498.60
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.941(2)
_cell_length_b                   16.435(3)
_cell_length_c                   15.416(3)
_cell_angle_alpha                90
_cell_angle_beta                 104.77(3)
_cell_angle_gamma                90
_cell_volume                     2680.3(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4713
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      25.000
_cell_measurement_theta_min      3.001
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.236
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0893
_diffrn_reflns_av_unetI/netI     0.0661
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            21657
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         3.001
_diffrn_ambient_temperature      223(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2752
_reflns_number_total             4713
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.30d (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.30d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.30d (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXL (Sheldrick, 2015)'
_refine_diff_density_max         0.204
_refine_diff_density_min         -0.170
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     349
_refine_ls_number_reflns         4713
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1164
_refine_ls_R_factor_gt           0.0591
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0498P)²+1.1541P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1172
_refine_ls_wR_factor_ref         0.1402
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C12(H12), C13(H13), C16(H16), C19(H19), C20(H20), C24(H24), C25(H25),
 C26(H26), C30(H30), C32(H32), C33(H33), C34(H34)
2.b Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C29(H29A,H29B,H29C), C31(H31A,H31B,H31C), C36(H36A,H36B,
 H36C), C37(H37A,H37B,H37C), C38(H38A,H38B,H38C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N2 N 0.14979(19) 0.12333(13) 0.83394(14) 0.0331(5) Uani 1 1 d . . . . .
O2 O 0.3209(2) 0.19419(12) 0.80992(15) 0.0569(6) Uani 1 1 d . . . . .
C3 C 0.1148(2) 0.18897(15) 0.88443(17) 0.0313(6) Uani 1 1 d . . . . .
N1 N -0.1164(2) -0.02689(14) 0.75652(16) 0.0409(6) Uani 1 1 d . . . . .
C5 C 0.0854(2) 0.04874(15) 0.80336(17) 0.0307(6) Uani 1 1 d . . . . .
C6 C -0.1104(2) -0.06996(17) 0.67598(19) 0.0375(7) Uani 1 1 d . . . . .
C7 C 0.1695(2) 0.00656(16) 0.75739(18) 0.0339(7) Uani 1 1 d . . . . .
C8 C -0.2230(3) 0.02769(18) 0.85241(19) 0.0426(7) Uani 1 1 d . . . . .
C9 C -0.0989(3) 0.05532(16) 0.87939(18) 0.0338(7) Uani 1 1 d . . . . .
C10 C 0.2692(2) 0.05772(17) 0.75440(18) 0.0359(7) Uani 1 1 d . . . . .
C11 C -0.0302(2) 0.02739(15) 0.81385(17) 0.0318(6) Uani 1 1 d . . . . .
C12 C -0.0238(3) 0.29624(17) 0.9021(2) 0.0412(7) Uani 1 1 d . . . . .
H12 H -0.096074 0.327158 0.879211 0.049 Uiso 1 1 calc R . . . .
C13 C -0.1129(3) -0.19689(18) 0.6006(2) 0.0432(8) Uani 1 1 d . . . . .
H13 H -0.107570 -0.253370 0.602312 0.052 Uiso 1 1 calc R . . . .
C14 C -0.1271(3) -0.15807(18) 0.5195(2) 0.0435(8) Uani 1 1 d . . . . .
C15 C -0.1062(3) -0.15506(17) 0.67961(19) 0.0381(7) Uani 1 1 d . . . . .
C16 C -0.1313(3) -0.07371(18) 0.5187(2) 0.0460(8) Uani 1 1 d . . . . .
H16 H -0.138186 -0.046429 0.464845 0.055 Uiso 1 1 calc R . . . .
C17 C 0.0095(3) 0.23713(16) 0.84790(18) 0.0337(7) Uani 1 1 d . . . . .
C18 C -0.1257(3) -0.02890(17) 0.5956(2) 0.0410(7) Uani 1 1 d . . . . .
C19 C -0.0612(3) 0.09271(17) 0.96242(19) 0.0428(8) Uani 1 1 d . . . . .
H19 H 0.022484 0.108332 0.985351 0.051 Uiso 1 1 calc R . . . .
C20 C 0.1551(3) 0.26495(17) 1.0197(2) 0.0436(8) Uani 1 1 d . . . . .
H20 H 0.206149 0.275994 1.076567 0.052 Uiso 1 1 calc R . . . .
C21 C 0.1909(3) 0.20386(16) 0.97005(18) 0.0364(7) Uani 1 1 d . . . . .
C22 C 0.2556(3) 0.13357(17) 0.80029(19) 0.0372(7) Uani 1 1 d . . . . .
C23 C 0.0463(3) 0.31064(17) 0.9884(2) 0.0435(8) Uani 1 1 d . . . . .
C24 C 0.3677(3) 0.03417(19) 0.7196(2) 0.0485(8) Uani 1 1 d . . . . .
H24 H 0.432814 0.070079 0.718041 0.058 Uiso 1 1 calc R . . . .
C25 C -0.2736(3) 0.08318(19) 0.9797(2) 0.0554(9) Uani 1 1 d . . . . .
H25 H -0.331782 0.095628 1.012410 0.066 Uiso 1 1 calc R . . . .
C26 C 0.1741(3) -0.07301(18) 0.7290(2) 0.0473(8) Uani 1 1 d . . . . .
H26 H 0.112219 -0.110139 0.734081 0.057 Uiso 1 1 calc R . . . .
C27 C -0.0670(3) 0.22703(19) 0.7530(2) 0.0518(9) Uani 1 1 d . . . . .
H27A H -0.012494 0.211493 0.715925 0.078 Uiso 1 1 calc GR . . . .
H27B H -0.107941 0.277518 0.731762 0.078 Uiso 1 1 calc GR . . . .
H27C H -0.129665 0.185594 0.750518 0.078 Uiso 1 1 calc GR . . . .
O1 O -0.3276(2) -0.05954(18) 0.73062(18) 0.0899(10) Uani 1 1 d . . . . .
C29 C -0.0902(3) -0.2017(2) 0.7656(2) 0.0581(9) Uani 1 1 d . . . . .
H29A H -0.129390 -0.254138 0.752894 0.087 Uiso 1 1 calc GR . . . .
H29B H -0.129130 -0.172302 0.805186 0.087 Uiso 1 1 calc GR . . . .
H29C H -0.001747 -0.208558 0.793518 0.087 Uiso 1 1 calc GR . . . .
C30 C -0.3114(3) 0.04148(19) 0.9002(2) 0.0542(9) Uani 1 1 d . . . . .
H30 H -0.394154 0.023122 0.879365 0.065 Uiso 1 1 calc R . . . .
C31 C 0.3083(3) 0.1552(2) 1.0089(2) 0.0633(10) Uani 1 1 d . . . . .
H31A H 0.329760 0.159178 1.073111 0.095 Uiso 1 1 calc GR . . . .
H31B H 0.376685 0.175992 0.986824 0.095 Uiso 1 1 calc GR . . . .
H31C H 0.293591 0.099205 0.991484 0.095 Uiso 1 1 calc GR . . . .
C32 C 0.2720(3) -0.0965(2) 0.6929(2) 0.0581(9) Uani 1 1 d . . . . .
H32 H 0.273580 -0.149415 0.671859 0.070 Uiso 1 1 calc R . . . .
C33 C 0.3674(3) -0.0436(2) 0.6873(2) 0.0570(9) Uani 1 1 d . . . . .
H33 H 0.431414 -0.060552 0.661622 0.068 Uiso 1 1 calc R . . . .
C34 C -0.1494(3) 0.10651(18) 1.0107(2) 0.0517(9) Uani 1 1 d . . . . .
H34 H -0.124064 0.132427 1.065999 0.062 Uiso 1 1 calc R . . . .
C35 C -0.2349(3) -0.0235(2) 0.7737(2) 0.0528(9) Uani 1 1 d . . . . .
C36 C -0.1385(4) -0.2057(2) 0.4344(2) 0.0686(11) Uani 1 1 d . . . . .
H36A H -0.066498 -0.240781 0.441206 0.103 Uiso 1 1 calc GR . . . .
H36B H -0.142090 -0.168826 0.385509 0.103 Uiso 1 1 calc GR . . . .
H36C H -0.214191 -0.237902 0.422159 0.103 Uiso 1 1 calc GR . . . .
C37 C 0.0065(4) 0.3751(2) 1.0449(2) 0.0741(11) Uani 1 1 d . . . . .
H37A H 0.068194 0.417977 1.056696 0.111 Uiso 1 1 calc GR . . . .
H37B H 0.000069 0.351696 1.100604 0.111 Uiso 1 1 calc GR . . . .
H37C H -0.074033 0.396837 1.013441 0.111 Uiso 1 1 calc GR . . . .
C38 C -0.1372(3) 0.06179(18) 0.5901(2) 0.0592(9) Uani 1 1 d . . . . .
H38A H -0.200391 0.079363 0.619230 0.089 Uiso 1 1 calc GR . . . .
H38B H -0.161043 0.078186 0.528317 0.089 Uiso 1 1 calc GR . . . .
H38C H -0.057430 0.085991 0.619292 0.089 Uiso 1 1 calc GR . . . .


_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
N2 C3 1.438(3) . ?
N2 C5 1.432(3) . ?
N2 C22 1.394(3) . ?
O2 C22 1.213(3) . ?
C3 C17 1.392(4) . ?
C3 C21 1.391(4) . ?
N1 C6 1.445(3) . ?
N1 C11 1.429(3) . ?
N1 C35 1.389(4) . ?
C5 C7 1.471(4) . ?
C5 C11 1.361(3) . ?
C6 C15 1.400(4) . ?
C6 C18 1.383(4) . ?
C7 C10 1.387(4) . ?
C7 C26 1.384(4) . ?
C8 C9 1.390(4) . ?
C8 C30 1.377(4) . ?
C8 C35 1.455(4) . ?
C9 C11 1.478(4) . ?
C9 C19 1.384(4) . ?
C10 C22 1.460(4) . ?
C10 C24 1.377(4) . ?
C12 H12 0.9300 . ?
C12 C17 1.389(4) . ?
C12 C23 1.377(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.376(4) . ?
C13 C15 1.385(4) . ?
C14 C16 1.387(4) . ?
C14 C36 1.506(4) . ?
C15 C29 1.502(4) . ?
C16 H16 0.9300 . ?
C16 C18 1.383(4) . ?
C17 C27 1.498(4) . ?
C18 C38 1.496(4) . ?
C19 H19 0.9300 . ?
C19 C34 1.379(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.378(4) . ?
C20 C23 1.385(4) . ?
C21 C31 1.503(4) . ?
C23 C37 1.505(4) . ?
C24 H24 0.9300 . ?
C24 C33 1.371(4) . ?
C25 H25 0.9300 . ?
C25 C30 1.372(4) . ?
C25 C34 1.375(4) . ?
C26 H26 0.9300 . ?
C26 C32 1.382(4) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
O1 C35 1.215(3) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30 0.9300 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32 0.9300 . ?
C32 C33 1.378(4) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?

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
C5 N2 C3 130.0(2) . . ?
C22 N2 C3 118.2(2) . . ?
C22 N2 C5 111.5(2) . . ?
C17 C3 N2 121.0(2) . . ?
C21 C3 N2 117.9(2) . . ?
C21 C3 C17 121.1(2) . . ?
C11 N1 C6 132.1(2) . . ?
C35 N1 C6 115.6(2) . . ?
C35 N1 C11 111.0(2) . . ?
N2 C5 C7 104.3(2) . . ?
C11 C5 N2 125.1(2) . . ?
C11 C5 C7 130.6(2) . . ?
C15 C6 N1 117.6(3) . . ?
C18 C6 N1 120.6(3) . . ?
C18 C6 C15 121.2(3) . . ?
C10 C7 C5 108.9(2) . . ?
C26 C7 C5 132.5(3) . . ?
C26 C7 C10 118.0(3) . . ?
C9 C8 C35 108.2(2) . . ?
C30 C8 C9 123.5(3) . . ?
C30 C8 C35 128.0(3) . . ?
C8 C9 C11 108.8(2) . . ?
C19 C9 C8 117.4(3) . . ?
C19 C9 C11 133.3(3) . . ?
C7 C10 C22 108.9(2) . . ?
C24 C10 C7 122.9(3) . . ?
C24 C10 C22 128.0(3) . . ?
N1 C11 C9 104.3(2) . . ?
C5 C11 N1 125.0(2) . . ?
C5 C11 C9 130.6(2) . . ?
C17 C12 H12 118.9 . . ?
C23 C12 H12 118.9 . . ?
C23 C12 C17 122.3(3) . . ?
C14 C13 H13 118.8 . . ?
C14 C13 C15 122.5(3) . . ?
C15 C13 H13 118.8 . . ?
C13 C14 C16 117.8(3) . . ?
C13 C14 C36 121.0(3) . . ?
C16 C14 C36 121.1(3) . . ?
C6 C15 C29 122.7(3) . . ?
C13 C15 C6 117.8(3) . . ?
C13 C15 C29 119.4(3) . . ?
C14 C16 H16 119.0 . . ?
C18 C16 C14 122.1(3) . . ?
C18 C16 H16 119.0 . . ?
C3 C17 C27 122.1(2) . . ?
C12 C17 C3 118.1(3) . . ?
C12 C17 C27 119.8(2) . . ?
C6 C18 C38 121.7(3) . . ?
C16 C18 C6 118.5(3) . . ?
C16 C18 C38 119.8(3) . . ?
C9 C19 H19 120.4 . . ?
C34 C19 C9 119.2(3) . . ?
C34 C19 H19 120.4 . . ?
C21 C20 H20 118.6 . . ?
C21 C20 C23 122.9(3) . . ?
C23 C20 H20 118.6 . . ?
C3 C21 C31 121.9(3) . . ?
C20 C21 C3 117.9(3) . . ?
C20 C21 C31 120.2(3) . . ?
N2 C22 C10 105.9(2) . . ?
O2 C22 N2 125.0(3) . . ?
O2 C22 C10 129.1(3) . . ?
C12 C23 C20 117.4(3) . . ?
C12 C23 C37 120.5(3) . . ?
C20 C23 C37 122.0(3) . . ?
C10 C24 H24 120.8 . . ?
C33 C24 C10 118.3(3) . . ?
C33 C24 H24 120.8 . . ?
C30 C25 H25 120.1 . . ?
C30 C25 C34 119.7(3) . . ?
C34 C25 H25 120.1 . . ?
C7 C26 H26 120.5 . . ?
C32 C26 C7 119.1(3) . . ?
C32 C26 H26 120.5 . . ?
C17 C27 H27A 109.5 . . ?
C17 C27 H27B 109.5 . . ?
C17 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C15 C29 H29A 109.5 . . ?
C15 C29 H29B 109.5 . . ?
C15 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C8 C30 H30 121.1 . . ?
C25 C30 C8 117.8(3) . . ?
C25 C30 H30 121.1 . . ?
C21 C31 H31A 109.5 . . ?
C21 C31 H31B 109.5 . . ?
C21 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C26 C32 H32 119.1 . . ?
C33 C32 C26 121.8(3) . . ?
C33 C32 H32 119.1 . . ?
C24 C33 C32 119.8(3) . . ?
C24 C33 H33 120.1 . . ?
C32 C33 H33 120.1 . . ?
C19 C34 H34 118.9 . . ?
C25 C34 C19 122.1(3) . . ?
C25 C34 H34 118.9 . . ?
N1 C35 C8 107.0(2) . . ?
O1 C35 N1 124.5(3) . . ?
O1 C35 C8 128.5(3) . . ?
C14 C36 H36A 109.5 . . ?
C14 C36 H36B 109.5 . . ?
C14 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C23 C37 H37A 109.5 . . ?
C23 C37 H37B 109.5 . . ?
C23 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C18 C38 H38A 109.5 . . ?
C18 C38 H38B 109.5 . . ?
C18 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_6a
_database_code_depnum_ccdc_archive 'CCDC 1939287'
loop_
_audit_author_name
_audit_author_address
'Todd Hudnall'
;Texas State University
United States of America
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-09-18 downloaded from the CCDC.
;
_audit_creation_date             2019-07-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            Mes-Camary-sulfur
_chemical_name_systematic        N-mesityl-3-thiooisoindolin-1-one
_chemical_formula_moiety         'C17 H15 N O S'
_chemical_formula_sum            'C17 H15 N O S'
_chemical_formula_weight         281.36
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C17 H15 N1 O1 S1'
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.0730(8)
_cell_length_b                   11.6945(12)
_cell_length_c                   14.8493(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1401.9(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3291
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      21.2080
_cell_measurement_theta_min      2.0790
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.225
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75066
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             592
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_av_unetI/netI     0.0311
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11981
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        24.995
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_min         2.217
_diffrn_ambient_temperature      223(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -120.00  60.00   1.00   20.00    --  -29.30  54.00   0.00  180
  2  ω   -120.00  60.00   1.00   20.00    --  -29.30  54.00 120.00  180
  3  ω   -120.00  60.00   1.00   20.00    --  -29.30  54.00 240.00  180
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0363508000
_diffrn_orient_matrix_UB_12      0.0357244000
_diffrn_orient_matrix_UB_13      -0.0331460000
_diffrn_orient_matrix_UB_21      0.0372166000
_diffrn_orient_matrix_UB_22      -0.0334149000
_diffrn_orient_matrix_UB_23      -0.0343884000
_diffrn_orient_matrix_UB_31      -0.0708162000
_diffrn_orient_matrix_UB_32      -0.0358327000
_diffrn_orient_matrix_UB_33      -0.0010331000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.720
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                1924
_reflns_number_total             2458
_reflns_odcompleteness_completeness 99.35
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.146
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 
;
 Flack x determined using 666 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     184
_refine_ls_number_reflns         2458
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0686
_refine_ls_R_factor_gt           0.0503
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0788P)²+0.1517P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1306
_refine_ls_wR_factor_ref         0.1455
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C008(H008), C00B(H00B), C00D(H00D), C00G(H00G), C00H(H00H), C00J(H00K)
2.b Idealised Me refined as rotating group:
 C00E(H00A,H00C,H00E), C00I(H00F,H00I,H00J), C00K(H00L,H00M,H00N)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S001 S 0.4238(2) 0.48724(17) 0.43126(10) 0.1124(7) Uani 1 1 d . . . . .
N002 N 0.5957(4) 0.4552(3) 0.5741(2) 0.0593(8) Uani 1 1 d . . . . .
O003 O 0.7965(4) 0.4450(4) 0.6817(2) 0.0875(11) Uani 1 1 d . . . . .
C004 C 0.4697(5) 0.3975(4) 0.6211(3) 0.0548(10) Uani 1 1 d . . . . .
C005 C 0.8374(5) 0.5360(4) 0.5381(3) 0.0640(11) Uani 1 1 d . . . . .
C006 C 0.4576(5) 0.2819(4) 0.6123(3) 0.0641(11) Uani 1 1 d . . . . .
C007 C 0.3627(5) 0.4588(4) 0.6718(3) 0.0590(10) Uani 1 1 d . . . . .
C008 C 0.2383(5) 0.4022(4) 0.7127(3) 0.0667(11) Uani 1 1 d . . . . .
H008 H 0.162597 0.443109 0.747202 0.080 Uiso 1 1 calc R . . . .
C009 C 0.7521(5) 0.4756(4) 0.6078(3) 0.0650(10) Uani 1 1 d . . . . .
C00A C 0.7357(6) 0.5483(3) 0.4681(3) 0.0643(11) Uani 1 1 d . . . . .
C00B C 0.3296(6) 0.2300(4) 0.6559(3) 0.0678(11) Uani 1 1 d . . . . .
H00B H 0.318268 0.151086 0.651182 0.081 Uiso 1 1 calc R . . . .
C00C C 0.2201(5) 0.2881(4) 0.7051(3) 0.0671(11) Uani 1 1 d . . . . .
C00D C 0.7862(7) 0.5970(4) 0.3899(3) 0.0825(14) Uani 1 1 d . . . . .
H00D H 0.716212 0.603003 0.340326 0.099 Uiso 1 1 calc R . . . .
C00E C 0.3810(6) 0.5833(4) 0.6823(4) 0.0817(14) Uani 1 1 d . . . . .
H00A H 0.484500 0.599757 0.711413 0.123 Uiso 1 1 calc GR . . . .
H00C H 0.291579 0.612356 0.718223 0.123 Uiso 1 1 calc GR . . . .
H00E H 0.378977 0.618992 0.624093 0.123 Uiso 1 1 calc GR . . . .
C00F C 0.5779(5) 0.4955(4) 0.4897(3) 0.0647(10) Uani 1 1 d . . . . .
C00G C 0.9445(8) 0.6366(4) 0.3876(4) 0.0917(17) Uani 1 1 d . . . . .
H00G H 0.983479 0.671423 0.335480 0.110 Uiso 1 1 calc R . . . .
C00H C 0.9952(6) 0.5761(5) 0.5358(4) 0.0875(15) Uani 1 1 d . . . . .
H00H H 1.065561 0.569101 0.585092 0.105 Uiso 1 1 calc R . . . .
C00I C 0.5746(8) 0.2169(5) 0.5573(4) 0.1004(18) Uani 1 1 d . . . . .
H00F H 0.560774 0.237249 0.495141 0.151 Uiso 1 1 calc GR . . . .
H00I H 0.554139 0.136623 0.564799 0.151 Uiso 1 1 calc GR . . . .
H00J H 0.685675 0.234217 0.575942 0.151 Uiso 1 1 calc GR . . . .
C00J C 1.0454(8) 0.6268(5) 0.4585(5) 0.0957(17) Uani 1 1 d . . . . .
H00K H 1.152634 0.655457 0.454630 0.115 Uiso 1 1 calc R . . . .
C00K C 0.0801(7) 0.2292(6) 0.7496(4) 0.1049(19) Uani 1 1 d . . . . .
H00L H 0.084683 0.242824 0.813346 0.157 Uiso 1 1 calc GR . . . .
H00M H 0.087221 0.148480 0.738358 0.157 Uiso 1 1 calc GR . . . .
H00N H -0.022572 0.257956 0.726148 0.157 Uiso 1 1 calc GR . . . .


_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
S001 C00F 1.519(4) . ?
N002 C004 1.406(5) . ?
N002 C009 1.378(5) . ?
N002 C00F 1.347(5) . ?
O003 C009 1.209(5) . ?
C004 C006 1.361(6) . ?
C004 C007 1.352(6) . ?
C005 C009 1.430(6) . ?
C005 C00A 1.333(6) . ?
C005 C00H 1.358(6) . ?
C006 C00B 1.362(6) . ?
C006 C00I 1.461(7) . ?
C007 C008 1.348(6) . ?
C007 C00E 1.471(6) . ?
C008 C00C 1.347(7) . ?
C00A C00D 1.356(6) . ?
C00A C00F 1.451(6) . ?
C00B C00C 1.333(6) . ?
C00C C00K 1.480(6) . ?
C00D C00G 1.360(8) . ?
C00G C00J 1.335(8) . ?
C00H C00J 1.355(8) . ?

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
C009 N002 C004 124.4(3) . . ?
C00F N002 C004 123.5(3) . . ?
C00F N002 C009 112.0(3) . . ?
C006 C004 N002 118.7(4) . . ?
C007 C004 N002 119.0(4) . . ?
C007 C004 C006 122.3(4) . . ?
C00A C005 C009 108.7(4) . . ?
C00A C005 C00H 121.4(5) . . ?
C00H C005 C009 129.9(5) . . ?
C004 C006 C00B 116.8(4) . . ?
C004 C006 C00I 121.6(4) . . ?
C00B C006 C00I 121.6(4) . . ?
C004 C007 C00E 121.3(4) . . ?
C008 C007 C004 117.8(4) . . ?
C008 C007 C00E 120.9(4) . . ?
C00C C008 C007 122.0(4) . . ?
N002 C009 C005 105.3(4) . . ?
O003 C009 N002 123.4(4) . . ?
O003 C009 C005 131.3(4) . . ?
C005 C00A C00D 121.9(5) . . ?
C005 C00A C00F 108.8(4) . . ?
C00D C00A C00F 129.2(5) . . ?
C00C C00B C006 122.5(4) . . ?
C008 C00C C00K 120.5(5) . . ?
C00B C00C C008 118.6(4) . . ?
C00B C00C C00K 121.0(5) . . ?
C00A C00D C00G 116.5(6) . . ?
N002 C00F S001 126.6(3) . . ?
N002 C00F C00A 105.1(4) . . ?
C00A C00F S001 128.3(3) . . ?
C00J C00G C00D 121.7(5) . . ?
C00J C00H C005 117.0(6) . . ?
C00G C00J C00H 121.5(5) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.213
_oxdiff_exptl_absorpt_empirical_full_min 0.886
####################################################################### 
# 
# 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_7a
_database_code_depnum_ccdc_archive 'CCDC 1939288'
loop_
_audit_author_name
_audit_author_address
'Todd Hudnall'
;Texas State University
United States of America
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-09-18 downloaded from the CCDC.
;
_audit_creation_date             2019-07-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            Mesityl-Camary-Selenium
_chemical_name_systematic        2-mesityl-3-selenoxoisoindolin-1-one
_chemical_formula_moiety         'C17 H15 N O Se'
_chemical_formula_sum            'C17 H15 N O Se'
_chemical_formula_weight         328.26
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C17 H15 N1 O1 Se1'
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.019(2)
_cell_length_b                   8.6626(17)
_cell_length_c                   17.467(5)
_cell_angle_alpha                90
_cell_angle_beta                 101.67(3)
_cell_angle_gamma                90
_cell_volume                     1484.7(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2035
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      23.2010
_cell_measurement_theta_min      2.0790
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.524
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61342
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            teal
_exptl_crystal_density_diffrn    1.469
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0933
_diffrn_reflns_av_unetI/netI     0.0726
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            10958
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        24.994
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_min         2.174
_diffrn_ambient_temperature      223(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -120.00  60.00   1.00   20.00    --  -29.30  54.00   0.00  180
  2  ω   -120.00  60.00   1.00   20.00    --  -29.30  54.00 120.00  180
  3  ω   -120.00  60.00   1.00   20.00    --  -29.30  54.00 240.00  180
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0693454000
_diffrn_orient_matrix_UB_12      0.0048309000
_diffrn_orient_matrix_UB_13      0.0033352000
_diffrn_orient_matrix_UB_21      0.0183594000
_diffrn_orient_matrix_UB_22      -0.0223995000
_diffrn_orient_matrix_UB_23      0.0398193000
_diffrn_orient_matrix_UB_31      0.0095067000
_diffrn_orient_matrix_UB_32      0.0785285000
_diffrn_orient_matrix_UB_33      0.0110428000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1652
_reflns_number_total             2526
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.398
_refine_diff_density_min         -0.587
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.980
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     184
_refine_ls_number_reflns         2526
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0858
_refine_ls_R_factor_gt           0.0541
_refine_ls_restrained_S_all      0.980
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0652P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1219
_refine_ls_wR_factor_ref         0.1487
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00C(H00C), C00E(H00E), C00F(H00F), C00G(H00G), C00I(H00K), C00J(H00L)
2.b Idealised Me refined as rotating group:
 C00D(H00A,H00B,H00D), C00H(H00H,H00I,H00J), C00K(H00M,H00N,H00O)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se01 Se 0.57393(6) 0.78636(7) 0.69607(3) 0.0713(3) Uani 1 1 d . . . . .
O002 O 0.1828(3) 0.4320(4) 0.57845(18) 0.0586(9) Uani 1 1 d . . . . .
N003 N 0.3675(4) 0.5773(4) 0.64399(18) 0.0419(9) Uani 1 1 d . . . . .
C004 C 0.3377(5) 0.7912(5) 0.5712(2) 0.0444(11) Uani 1 1 d . . . . .
C005 C 0.4242(4) 0.4591(5) 0.6982(2) 0.0410(10) Uani 1 1 d . . . . .
C006 C 0.3941(5) 0.4598(5) 0.7717(2) 0.0461(11) Uani 1 1 d . . . . .
C007 C 0.4249(5) 0.7174(5) 0.6375(2) 0.0448(11) Uani 1 1 d . . . . .
C008 C 0.2472(5) 0.5520(6) 0.5860(2) 0.0506(12) Uani 1 1 d . . . . .
C009 C 0.2336(5) 0.6945(5) 0.5409(3) 0.0486(11) Uani 1 1 d . . . . .
C00A C 0.5078(5) 0.3529(5) 0.6743(3) 0.0480(11) Uani 1 1 d . . . . .
C00B C 0.5390(5) 0.2378(6) 0.8017(3) 0.0518(12) Uani 1 1 d . . . . .
C00C C 0.4549(5) 0.3460(6) 0.8223(3) 0.0539(12) Uani 1 1 d . . . . .
H00C H 0.437400 0.343345 0.872532 0.065 Uiso 1 1 calc R . . . .
C00D C 0.3026(6) 0.5772(7) 0.7952(3) 0.0653(14) Uani 1 1 d . . . . .
H00A H 0.337793 0.678466 0.788947 0.098 Uiso 1 1 calc GR . . . .
H00B H 0.297610 0.561623 0.848995 0.098 Uiso 1 1 calc GR . . . .
H00D H 0.213238 0.567497 0.763046 0.098 Uiso 1 1 calc GR . . . .
C00E C 0.5655(6) 0.2401(6) 0.7271(3) 0.0565(13) Uani 1 1 d . . . . .
H00E H 0.622209 0.165790 0.712201 0.068 Uiso 1 1 calc R . . . .
C00F C 0.1333(6) 0.7337(6) 0.4768(3) 0.0615(14) Uani 1 1 d . . . . .
H00F H 0.061551 0.667522 0.456951 0.074 Uiso 1 1 calc R . . . .
C00G C 0.3490(6) 0.9360(6) 0.5399(3) 0.0603(13) Uani 1 1 d . . . . .
H00G H 0.419493 1.003070 0.560784 0.072 Uiso 1 1 calc R . . . .
C00H C 0.5385(6) 0.3560(7) 0.5940(3) 0.0693(15) Uani 1 1 d . . . . .
H00H H 0.458644 0.326754 0.556491 0.104 Uiso 1 1 calc GR . . . .
H00I H 0.611008 0.284857 0.591437 0.104 Uiso 1 1 calc GR . . . .
H00J H 0.565723 0.458247 0.582497 0.104 Uiso 1 1 calc GR . . . .
C00I C 0.2484(7) 0.9762(7) 0.4749(3) 0.0806(19) Uani 1 1 d . . . . .
H00K H 0.251381 1.072970 0.452170 0.097 Uiso 1 1 calc R . . . .
C00J C 0.1462(7) 0.8767(7) 0.4441(3) 0.0755(17) Uani 1 1 d . . . . .
H00L H 0.083157 0.905969 0.399798 0.091 Uiso 1 1 calc R . . . .
C00K C 0.6006(6) 0.1142(7) 0.8576(3) 0.0767(17) Uani 1 1 d . . . . .
H00M H 0.612797 0.152317 0.910156 0.115 Uiso 1 1 calc GR . . . .
H00N H 0.687360 0.084744 0.846853 0.115 Uiso 1 1 calc GR . . . .
H00O H 0.541229 0.026137 0.851623 0.115 Uiso 1 1 calc GR . . . .


_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
Se01 C007 1.737(5) . ?
O002 C008 1.216(6) . ?
N003 C005 1.431(5) . ?
N003 C007 1.358(6) . ?
N003 C008 1.425(6) . ?
C004 C007 1.450(6) . ?
C004 C009 1.358(7) . ?
C004 C00G 1.383(7) . ?
C005 C006 1.377(6) . ?
C005 C00A 1.365(6) . ?
C006 C00C 1.381(7) . ?
C006 C00D 1.482(7) . ?
C008 C009 1.457(7) . ?
C009 C00F 1.387(7) . ?
C00A C00E 1.387(7) . ?
C00A C00H 1.496(6) . ?
C00B C00C 1.356(7) . ?
C00B C00E 1.383(7) . ?
C00B C00K 1.495(7) . ?
C00F C00J 1.380(8) . ?
C00G C00I 1.402(8) . ?
C00I C00J 1.363(9) . ?

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
C007 N003 C005 125.2(4) . . ?
C007 N003 C008 112.9(4) . . ?
C008 N003 C005 121.7(4) . . ?
C009 C004 C007 109.3(4) . . ?
C009 C004 C00G 121.5(5) . . ?
C00G C004 C007 129.2(5) . . ?
C006 C005 N003 118.7(4) . . ?
C00A C005 N003 117.8(4) . . ?
C00A C005 C006 123.5(4) . . ?
C005 C006 C00C 116.2(4) . . ?
C005 C006 C00D 121.8(4) . . ?
C00C C006 C00D 122.0(4) . . ?
N003 C007 Se01 125.9(3) . . ?
N003 C007 C004 105.3(4) . . ?
C004 C007 Se01 128.8(4) . . ?
O002 C008 N003 124.2(4) . . ?
O002 C008 C009 132.5(4) . . ?
N003 C008 C009 103.1(4) . . ?
C004 C009 C008 109.3(4) . . ?
C004 C009 C00F 122.5(5) . . ?
C00F C009 C008 128.1(5) . . ?
C005 C00A C00E 118.1(4) . . ?
C005 C00A C00H 122.0(4) . . ?
C00E C00A C00H 119.9(5) . . ?
C00C C00B C00E 119.2(4) . . ?
C00C C00B C00K 121.3(5) . . ?
C00E C00B C00K 119.5(5) . . ?
C00B C00C C006 122.8(4) . . ?
C00B C00E C00A 120.2(5) . . ?
C00J C00F C009 116.1(5) . . ?
C004 C00G C00I 116.3(5) . . ?
C00J C00I C00G 121.4(5) . . ?
C00I C00J C00F 122.0(5) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.954
_oxdiff_exptl_absorpt_empirical_full_min 0.621
