# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1833475'
_audit_update_record             
;
2018-03-29 deposited with the CCDC.	2019-03-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H30 N2 O2'
_chemical_formula_weight         546.64

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'

_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                   9.750(2)
_cell_length_b                   11.263(3)
_cell_length_c                   13.618(3)
_cell_angle_alpha                98.148(3)
_cell_angle_beta                 92.030(3)
_cell_angle_gamma                92.274(3)
_cell_volume                     1478.0(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1677
_cell_measurement_theta_min      2.5303
_cell_measurement_theta_max      21.3903

_exptl_crystal_description       rodlike
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_F_000             576
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.700
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.076
_shelx_estimated_absorpt_T_min   0.949
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.986
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11703
_diffrn_reflns_av_unetI/netI     0.0603
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.092
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.967
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.967
_reflns_number_total             5187
_reflns_number_gt                2827
_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 SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXL-2014 (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'

_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)+(0.0847P)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     SHELXL
_refine_ls_extinction_coef       0.011(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5187
_refine_ls_number_parameters     380
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1030
_refine_ls_R_factor_gt           0.0511
_refine_ls_wR_factor_ref         0.1622
_refine_ls_wR_factor_gt          0.1308
_refine_ls_goodness_of_fit_ref   0.948
_refine_ls_restrained_S_all      0.948
_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 0.33266(17) 0.41911(15) 0.71126(12) 0.0645(5) Uani 1 1 d . . . . .
O2 O -0.12836(19) -0.22747(14) -0.02531(12) 0.0668(5) Uani 1 1 d . . . . .
C17 C 0.3114(3) 0.6413(3) 0.8380(2) 0.0746(8) Uani 1 1 d . . . . .
H17 H 0.2958 0.6482 0.7713 0.089 Uiso 1 1 calc R U . . .
C35 C -0.2787(3) -0.3808(2) -0.16950(19) 0.0636(7) Uani 1 1 d . . . . .
H35 H -0.3216 -0.3158 -0.1357 0.076 Uiso 1 1 calc R U . . .
C1AA C 0.1836(2) 0.10603(19) 0.35771(16) 0.0471(6) Uani 1 1 d . . . . .
C0AA C 0.0541(2) 0.09672(19) 0.31558(17) 0.0466(6) Uani 1 1 d . . . . .
C3 C 0.3025(2) 0.04245(19) 0.31221(18) 0.0490(6) Uani 1 1 d . . . . .
C4 C 0.3835(3) -0.0248(2) 0.3666(2) 0.0686(8) Uani 1 1 d . . . . .
H4 H 0.3610 -0.0321 0.4313 0.082 Uiso 1 1 calc R U . . .
C5 C 0.4966(3) -0.0814(3) 0.3277(3) 0.0898(10) Uani 1 1 d . . . . .
H5 H 0.5486 -0.1274 0.3653 0.108 Uiso 1 1 calc R U . . .
C6 C 0.5314(3) -0.0688(3) 0.2328(3) 0.0967(12) Uani 1 1 d . . . . .
H6 H 0.6076 -0.1063 0.2059 0.116 Uiso 1 1 calc R U . . .
C7 C 0.4548(3) -0.0016(3) 0.1777(2) 0.0830(10) Uani 1 1 d . . . . .
H7 H 0.4800 0.0070 0.1138 0.100 Uiso 1 1 calc R U . . .
C8 C 0.3390(3) 0.0546(2) 0.2162(2) 0.0623(7) Uani 1 1 d . . . . .
H8 H 0.2868 0.0997 0.1779 0.075 Uiso 1 1 calc R U . . .
C9 C 0.2202(2) 0.18444(19) 0.45383(17) 0.0463(6) Uani 1 1 d . . . . .
C10 C 0.1499(2) 0.1775(2) 0.53953(17) 0.0507(6) Uani 1 1 d . . . . .
H10 H 0.0773 0.1211 0.5381 0.061 Uiso 1 1 calc R U . . .
C11 C 0.1848(2) 0.2526(2) 0.62779(17) 0.0514(6) Uani 1 1 d . . . . .
H11 H 0.1370 0.2455 0.6847 0.062 Uiso 1 1 calc R U . . .
C12 C 0.2916(2) 0.3382(2) 0.62999(17) 0.0482(6) Uani 1 1 d . . . . .
C13 C 0.3640(2) 0.3457(2) 0.54514(17) 0.0520(6) Uani 1 1 d . . . . .
H13 H 0.4354 0.4032 0.5462 0.062 Uiso 1 1 calc R U . . .
C14 C 0.3307(2) 0.2685(2) 0.45960(17) 0.0502(6) Uani 1 1 d . . . . .
H14 H 0.3828 0.2722 0.4041 0.060 Uiso 1 1 calc R U . . .
C15 C 0.2574(3) 0.4204(2) 0.79972(19) 0.0689(8) Uani 1 1 d . . . . .
H15A H 0.2766 0.3501 0.8308 0.083 Uiso 1 1 calc R U . . .
H15B H 0.1596 0.4192 0.7837 0.083 Uiso 1 1 calc R U . . .
C16 C 0.3001(3) 0.5316(2) 0.86876(18) 0.0584(7) Uani 1 1 d . . . . .
N1 N 0.3225(3) 0.5172(2) 0.96255(18) 0.0955(9) Uani 1 1 d . . . . .
C20 C 0.3548(5) 0.6166(4) 1.0270(2) 0.1237(15) Uani 1 1 d . . . . .
H20 H 0.3686 0.6084 1.0935 0.148 Uiso 1 1 calc R U . . .
C19 C 0.3683(4) 0.7270(3) 1.0017(3) 0.1062(12) Uani 1 1 d . . . . .
H19 H 0.3930 0.7926 1.0494 0.127 Uiso 1 1 calc R U . . .
C18 C 0.3456(3) 0.7418(3) 0.9053(3) 0.0875(10) Uani 1 1 d . . . . .
H18 H 0.3530 0.8174 0.8855 0.105 Uiso 1 1 calc R U . . .
C21 C -0.0534(2) 0.1792(2) 0.35627(16) 0.0492(6) Uani 1 1 d . . . . .
C22 C -0.1831(3) 0.1343(2) 0.37478(19) 0.0611(7) Uani 1 1 d . . . . .
H22 H -0.2029 0.0520 0.3621 0.073 Uiso 1 1 calc R U . . .
C23 C -0.2833(3) 0.2098(3) 0.4118(2) 0.0734(8) Uani 1 1 d . . . . .
H23 H -0.3695 0.1781 0.4241 0.088 Uiso 1 1 calc R U . . .
C24 C -0.2558(3) 0.3315(3) 0.4304(2) 0.0748(8) Uani 1 1 d . . . . .
H24 H -0.3232 0.3822 0.4557 0.090 Uiso 1 1 calc R U . . .
C25 C -0.1287(3) 0.3785(2) 0.41163(19) 0.0705(8) Uani 1 1 d . . . . .
H25 H -0.1101 0.4610 0.4243 0.085 Uiso 1 1 calc R U . . .
C26 C -0.0284(3) 0.3030(2) 0.37390(18) 0.0588(7) Uani 1 1 d . . . . .
H26 H 0.0567 0.3356 0.3602 0.071 Uiso 1 1 calc R U . . .
C27 C 0.0107(2) 0.00807(19) 0.22700(16) 0.0470(6) Uani 1 1 d . . . . .
C28 C 0.0533(2) -0.1087(2) 0.21239(17) 0.0513(6) Uani 1 1 d . . . . .
H28 H 0.1122 -0.1336 0.2599 0.062 Uiso 1 1 calc R U . . .
C29 C 0.0114(2) -0.1899(2) 0.12952(17) 0.0523(6) Uani 1 1 d . . . . .
H29 H 0.0435 -0.2672 0.1214 0.063 Uiso 1 1 calc R U . . .
C30 C -0.0785(2) -0.1554(2) 0.05884(17) 0.0506(6) Uani 1 1 d . . . . .
C31 C -0.1238(3) -0.0389(2) 0.07264(18) 0.0593(7) Uani 1 1 d . . . . .
H31 H -0.1840 -0.0145 0.0257 0.071 Uiso 1 1 calc R U . . .
C32 C -0.0805(3) 0.0403(2) 0.15481(17) 0.0560(7) Uani 1 1 d . . . . .
H32 H -0.1126 0.1176 0.1627 0.067 Uiso 1 1 calc R U . . .
C33 C -0.0720(3) -0.3419(2) -0.04934(18) 0.0589(7) Uani 1 1 d . . . . .
H33A H -0.0804 -0.3869 0.0060 0.071 Uiso 1 1 calc R U . . .
H33B H 0.0247 -0.3321 -0.0622 0.071 Uiso 1 1 calc R U . . .
C34 C -0.1475(3) -0.4088(2) -0.13967(17) 0.0524(6) Uani 1 1 d . . . . .
N2 N -0.0810(2) -0.4990(2) -0.18707(16) 0.0701(6) Uani 1 1 d . . . . .
C38 C -0.1474(3) -0.5647(3) -0.2653(2) 0.0796(9) Uani 1 1 d . . . . .
H38 H -0.1020 -0.6281 -0.2993 0.096 Uiso 1 1 calc R U . . .
C37 C -0.2769(3) -0.5452(3) -0.2986(2) 0.0766(8) Uani 1 1 d . . . . .
H37 H -0.3187 -0.5946 -0.3528 0.092 Uiso 1 1 calc R U . . .
C36 C -0.3440(3) -0.4507(3) -0.2498(2) 0.0699(8) Uani 1 1 d . . . . .
H36 H -0.4321 -0.4343 -0.2708 0.084 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 C12 1.368(2) . ?
O1 C15 1.431(3) . ?
O2 C30 1.369(3) . ?
O2 C33 1.421(3) . ?
C17 C16 1.361(4) . ?
C17 C18 1.373(4) . ?
C35 C36 1.373(3) . ?
C35 C34 1.390(3) . ?
C1AA C0AA 1.362(3) . ?
C1AA C3 1.494(3) . ?
C1AA C9 1.495(3) . ?
C0AA C27 1.490(3) . ?
C0AA C21 1.497(3) . ?
C3 C4 1.382(3) . ?
C3 C8 1.391(3) . ?
C4 C5 1.380(4) . ?
C5 C6 1.373(5) . ?
C6 C7 1.364(5) . ?
C7 C8 1.398(4) . ?
C9 C10 1.384(3) . ?
C9 C14 1.398(3) . ?
C10 C11 1.391(3) . ?
C11 C12 1.387(3) . ?
C12 C13 1.386(3) . ?
C13 C14 1.372(3) . ?
C15 C16 1.491(3) . ?
C16 N1 1.322(3) . ?
N1 C20 1.341(4) . ?
C20 C19 1.339(5) . ?
C19 C18 1.358(5) . ?
C21 C22 1.387(3) . ?
C21 C26 1.392(3) . ?
C22 C23 1.383(3) . ?
C23 C24 1.372(4) . ?
C24 C25 1.375(4) . ?
C25 C26 1.386(3) . ?
C27 C28 1.384(3) . ?
C27 C32 1.398(3) . ?
C28 C29 1.387(3) . ?
C29 C30 1.385(3) . ?
C30 C31 1.390(3) . ?
C31 C32 1.372(3) . ?
C33 C34 1.500(3) . ?
C34 N2 1.329(3) . ?
N2 C38 1.339(3) . ?
C38 C37 1.363(4) . ?
C37 C36 1.374(4) . ?

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
C12 O1 C15 118.47(18) . . ?
C30 O2 C33 118.11(18) . . ?
C16 C17 C18 120.1(3) . . ?
C36 C35 C34 118.9(2) . . ?
C0AA C1AA C3 123.9(2) . . ?
C0AA C1AA C9 122.4(2) . . ?
C3 C1AA C9 113.63(18) . . ?
C1AA C0AA C27 123.4(2) . . ?
C1AA C0AA C21 120.59(19) . . ?
C27 C0AA C21 115.98(19) . . ?
C4 C3 C8 118.3(2) . . ?
C4 C3 C1AA 120.6(2) . . ?
C8 C3 C1AA 121.0(2) . . ?
C5 C4 C3 122.0(3) . . ?
C6 C5 C4 119.1(3) . . ?
C7 C6 C5 120.4(3) . . ?
C6 C7 C8 120.8(3) . . ?
C3 C8 C7 119.4(3) . . ?
C10 C9 C14 117.4(2) . . ?
C10 C9 C1AA 122.9(2) . . ?
C14 C9 C1AA 119.7(2) . . ?
C9 C10 C11 121.8(2) . . ?
C12 C11 C10 119.3(2) . . ?
O1 C12 C13 115.6(2) . . ?
O1 C12 C11 124.7(2) . . ?
C13 C12 C11 119.7(2) . . ?
C14 C13 C12 120.1(2) . . ?
C13 C14 C9 121.6(2) . . ?
O1 C15 C16 108.4(2) . . ?
N1 C16 C17 122.1(2) . . ?
N1 C16 C15 115.5(3) . . ?
C17 C16 C15 122.4(2) . . ?
C16 N1 C20 116.7(3) . . ?
C19 C20 N1 124.3(3) . . ?
C20 C19 C18 119.0(3) . . ?
C19 C18 C17 117.8(3) . . ?
C22 C21 C26 117.8(2) . . ?
C22 C21 C0AA 120.8(2) . . ?
C26 C21 C0AA 121.4(2) . . ?
C23 C22 C21 121.2(2) . . ?
C24 C23 C22 120.1(3) . . ?
C23 C24 C25 120.0(3) . . ?
C24 C25 C26 120.0(3) . . ?
C25 C26 C21 120.9(3) . . ?
C28 C27 C32 116.7(2) . . ?
C28 C27 C0AA 123.3(2) . . ?
C32 C27 C0AA 120.0(2) . . ?
C27 C28 C29 122.4(2) . . ?
C30 C29 C28 119.7(2) . . ?
O2 C30 C29 125.2(2) . . ?
O2 C30 C31 116.0(2) . . ?
C29 C30 C31 118.8(2) . . ?
C32 C31 C30 120.6(2) . . ?
C31 C32 C27 121.8(2) . . ?
O2 C33 C34 109.27(19) . . ?
N2 C34 C35 122.6(2) . . ?
N2 C34 C33 114.8(2) . . ?
C35 C34 C33 122.5(2) . . ?
C34 N2 C38 116.8(2) . . ?
N2 C38 C37 124.5(3) . . ?
C38 C37 C36 118.2(3) . . ?
C35 C36 C37 119.0(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 C1AA C0AA C27 9.6(4) . . . . ?
C9 C1AA C0AA C27 -172.0(2) . . . . ?
C3 C1AA C0AA C21 -169.2(2) . . . . ?
C9 C1AA C0AA C21 9.2(3) . . . . ?
C0AA C1AA C3 C4 -128.8(3) . . . . ?
C9 C1AA C3 C4 52.6(3) . . . . ?
C0AA C1AA C3 C8 54.6(3) . . . . ?
C9 C1AA C3 C8 -123.9(2) . . . . ?
C8 C3 C4 C5 -1.3(4) . . . . ?
C1AA C3 C4 C5 -177.9(2) . . . . ?
C3 C4 C5 C6 1.2(4) . . . . ?
C4 C5 C6 C7 -0.2(5) . . . . ?
C5 C6 C7 C8 -0.7(5) . . . . ?
C4 C3 C8 C7 0.4(3) . . . . ?
C1AA C3 C8 C7 177.0(2) . . . . ?
C6 C7 C8 C3 0.6(4) . . . . ?
C0AA C1AA C9 C10 53.5(3) . . . . ?
C3 C1AA C9 C10 -128.0(2) . . . . ?
C0AA C1AA C9 C14 -127.1(2) . . . . ?
C3 C1AA C9 C14 51.5(3) . . . . ?
C14 C9 C10 C11 1.4(3) . . . . ?
C1AA C9 C10 C11 -179.1(2) . . . . ?
C9 C10 C11 C12 1.0(3) . . . . ?
C15 O1 C12 C13 176.7(2) . . . . ?
C15 O1 C12 C11 -2.9(3) . . . . ?
C10 C11 C12 O1 178.0(2) . . . . ?
C10 C11 C12 C13 -1.5(3) . . . . ?
O1 C12 C13 C14 -179.9(2) . . . . ?
C11 C12 C13 C14 -0.3(3) . . . . ?
C12 C13 C14 C9 2.9(4) . . . . ?
C10 C9 C14 C13 -3.4(3) . . . . ?
C1AA C9 C14 C13 177.2(2) . . . . ?
C12 O1 C15 C16 -167.4(2) . . . . ?
C18 C17 C16 N1 -0.7(5) . . . . ?
C18 C17 C16 C15 177.4(3) . . . . ?
O1 C15 C16 N1 -135.9(3) . . . . ?
O1 C15 C16 C17 45.9(4) . . . . ?
C17 C16 N1 C20 1.2(5) . . . . ?
C15 C16 N1 C20 -177.0(3) . . . . ?
C16 N1 C20 C19 -1.6(6) . . . . ?
N1 C20 C19 C18 1.5(7) . . . . ?
C20 C19 C18 C17 -0.9(6) . . . . ?
C16 C17 C18 C19 0.5(5) . . . . ?
C1AA C0AA C21 C22 -131.7(2) . . . . ?
C27 C0AA C21 C22 49.4(3) . . . . ?
C1AA C0AA C21 C26 50.3(3) . . . . ?
C27 C0AA C21 C26 -128.6(2) . . . . ?
C26 C21 C22 C23 -1.5(4) . . . . ?
C0AA C21 C22 C23 -179.6(2) . . . . ?
C21 C22 C23 C24 0.4(4) . . . . ?
C22 C23 C24 C25 0.4(4) . . . . ?
C23 C24 C25 C26 0.0(4) . . . . ?
C24 C25 C26 C21 -1.2(4) . . . . ?
C22 C21 C26 C25 2.0(4) . . . . ?
C0AA C21 C26 C25 -180.0(2) . . . . ?
C1AA C0AA C27 C28 39.3(3) . . . . ?
C21 C0AA C27 C28 -141.8(2) . . . . ?
C1AA C0AA C27 C32 -142.5(2) . . . . ?
C21 C0AA C27 C32 36.4(3) . . . . ?
C32 C27 C28 C29 1.6(3) . . . . ?
C0AA C27 C28 C29 179.8(2) . . . . ?
C27 C28 C29 C30 -1.3(4) . . . . ?
C33 O2 C30 C29 -8.1(3) . . . . ?
C33 O2 C30 C31 172.1(2) . . . . ?
C28 C29 C30 O2 -179.3(2) . . . . ?
C28 C29 C30 C31 0.5(4) . . . . ?
O2 C30 C31 C32 179.7(2) . . . . ?
C29 C30 C31 C32 -0.1(4) . . . . ?
C30 C31 C32 C27 0.4(4) . . . . ?
C28 C27 C32 C31 -1.1(4) . . . . ?
C0AA C27 C32 C31 -179.4(2) . . . . ?
C30 O2 C33 C34 176.11(19) . . . . ?
C36 C35 C34 N2 1.6(4) . . . . ?
C36 C35 C34 C33 -176.3(2) . . . . ?
O2 C33 C34 N2 160.6(2) . . . . ?
O2 C33 C34 C35 -21.4(3) . . . . ?
C35 C34 N2 C38 -1.2(4) . . . . ?
C33 C34 N2 C38 176.9(2) . . . . ?
C34 N2 C38 C37 -0.1(4) . . . . ?
N2 C38 C37 C36 1.0(5) . . . . ?
C34 C35 C36 C37 -0.6(4) . . . . ?
C38 C37 C36 C35 -0.5(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
C15 H15B N2 0.97 2.58 3.461(4) 151.5 1_566

_refine_diff_density_max         0.168
_refine_diff_density_min         -0.186
_refine_diff_density_rms         0.043

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1833479'
_audit_update_record             
;
2018-03-29 deposited with the CCDC.	2019-03-01 downloaded from the CCDC.
;
_audit_creation_method           
'Created with CONVERT.DLL (www.crystalimpact.com)'
_audit_creation_date             2018-03-10
_chemical_formula_sum            'O12 C156 H136 N8'
_chemical_formula_weight         2314.837
_cell_length_a                   14.3860
_cell_length_b                   11.7780
_cell_length_c                   19.1770
_cell_angle_alpha                90.000
_cell_angle_beta                 98.760
_cell_angle_gamma                90.000
_cell_volume                     3211.4
_symmetry_int_tables_number      14
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  -P_2ybc

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,1/2-z
3 -x,-y,-z
4 x,1/2-y,1/2+z

loop_
_atom_type_symbol
_atom_type_oxidation_number
_atom_type_radius_bond
O+0 0.000 0.660
C+0 0.000 0.860
H+0 0.000 0.780
N+0 0.000 0.800


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_Wyckoff_symbol
_atom_site_attached_hydrogens
_atom_site_calc_flag
_atom_site_thermal_displace_type
_atom_site_u_iso_or_equiv
O1 O+0 0.2011 0.1679 0.1699 ? 4 e ? d ? ?
O2 O+0 0.8240 -0.4532 0.0388 ? 4 e ? d ? ?
C3 C+0 0.3980 -0.0648 0.1173 ? 4 e ? d ? ?
C21 C+0 0.6284 -0.2318 0.1047 ? 4 e ? d ? ?
C6 C+0 0.2627 0.0868 0.1532 ? 4 e ? d ? ?
C23 C+0 0.7114 -0.2990 0.0110 ? 4 e ? d ? ?
H23 H+0 0.7216 -0.2952 -0.0357 ? 4 e ? d ? ?
C8 C+0 0.3069 -0.0996 0.1224 ? 4 e ? d ? ?
H8 H+0 0.2906 -0.1751 0.1130 ? 4 e ? d ? ?
C22 C+0 0.6456 -0.2284 0.0356 ? 4 e ? d ? ?
H22 H+0 0.6121 -0.1772 0.0044 ? 4 e ? d ? ?
C2 C+0 0.5556 -0.1585 0.1306 ? 4 e ? d ? ?
C24 C+0 0.7612 -0.3748 0.0577 ? 4 e ? d ? ?
C7 C+0 0.2398 -0.0264 0.1406 ? 4 e ? d ? ?
H7 H+0 0.1798 -0.0528 0.1445 ? 4 e ? d ? ?
C5 C+0 0.3526 0.1235 0.1488 ? 4 e ? d ? ?
H5 H+0 0.3685 0.1992 0.1580 ? 4 e ? d ? ?
C1 C+0 0.4671 -0.1470 0.0950 ? 4 e ? d ? ?
C4 C+0 0.4189 0.0492 0.1311 ? 4 e ? d ? ?
H4 H+0 0.4792 0.0756 0.1283 ? 4 e ? d ? ?
C15 C+0 0.4309 -0.2152 0.0312 ? 4 e ? d ? ?
C12 C+0 0.0507 0.2314 0.1904 ? 4 e ? d ? ?
C9 C+0 0.1054 0.1348 0.1666 ? 4 e ? d ? ?
H9A H+0 0.1012 0.0694 0.1967 ? 4 e ? d ? ?
H9B H+0 0.0796 0.1140 0.1186 ? 4 e ? d ? ?
C26 C+0 0.6830 -0.3065 0.1503 ? 4 e ? d ? ?
H26 H+0 0.6752 -0.3088 0.1975 ? 4 e ? d ? ?
C25 C+0 0.7478 -0.3765 0.1272 ? 4 e ? d ? ?
H25 H+0 0.7831 -0.4256 0.1588 ? 4 e ? d ? ?
C20 C+0 0.4377 -0.3326 0.0311 ? 4 e ? d ? ?
H20 H+0 0.4669 -0.3696 0.0714 ? 4 e ? d ? ?
C27 C+0 0.8428 -0.4550 -0.0315 ? 4 e ? d ? ?
H27A H+0 0.8847 -0.3931 -0.0389 ? 4 e ? d ? ?
H27B H+0 0.7848 -0.4457 -0.0641 ? 4 e ? d ? ?
C11 C+0 0.0905 0.3206 0.2300 ? 4 e ? d ? ?
H11 H+0 0.1554 0.3252 0.2423 ? 4 e ? d ? ?
C30 C+0 0.8876 -0.5666 -0.0445 ? 4 e ? d ? ?
C16 C+0 0.3867 -0.1634 -0.0297 ? 4 e ? d ? ?
H16 H+0 0.3795 -0.0849 -0.0306 ? 4 e ? d ? ?
C17 C+0 0.3530 -0.2256 -0.0893 ? 4 e ? d ? ?
H17 H+0 0.3251 -0.1887 -0.1301 ? 4 e ? d ? ?
N2 N+0 0.9678 -0.7748 -0.0735 ? 4 e ? d ? ?
N1 N+0 -0.0596 0.4056 0.2369 ? 4 e ? d ? ?
C0AA C+0 0.5886 -0.0977 0.1983 ? 4 e ? d ? ?
C29 C+0 0.9428 -0.5772 -0.0957 ? 4 e ? d ? ?
H29 H+0 0.9554 -0.5142 -0.1219 ? 4 e ? d ? ?
C34 C+0 0.6700 -0.0330 0.2055 ? 4 e ? d ? ?
H34 H+0 0.7053 -0.0305 0.1687 ? 4 e ? d ? ?
C19 C+0 0.4023 -0.3952 -0.0274 ? 4 e ? d ? ?
H19 H+0 0.4065 -0.4740 -0.0259 ? 4 e ? d ? ?
C10 C+0 0.0334 0.4038 0.2517 ? 4 e ? d ? ?
H10 H+0 0.0625 0.4631 0.2787 ? 4 e ? d ? ?
C13 C+0 -0.0463 0.2306 0.1756 ? 4 e ? d ? ?
H13 H+0 -0.0774 0.1716 0.1496 ? 4 e ? d ? ?
C28 C+0 0.9803 -0.6822 -0.1087 ? 4 e ? d ? ?
H28 H+0 1.0166 -0.6872 -0.1447 ? 4 e ? d ? ?
C31 C+0 0.8733 -0.6630 -0.0079 ? 4 e ? d ? ?
H31 H+0 0.8357 -0.6608 0.0274 ? 4 e ? d ? ?
C38 C+0 0.5396 -0.1035 0.2556 ? 4 e ? d ? ?
H38 H+0 0.4859 -0.1483 0.2527 ? 4 e ? d ? ?
C14 C+0 -0.0966 0.3184 0.1999 ? 4 e ? d ? ?
H14 H+0 -0.1619 0.3154 0.1892 ? 4 e ? d ? ?
C18 C+0 0.3606 -0.3423 -0.0883 ? 4 e ? d ? ?
H18 H+0 0.3379 -0.3847 -0.1282 ? 4 e ? d ? ?
C35 C+0 0.6999 0.0283 0.2668 ? 4 e ? d ? ?
H35 H+0 0.7543 0.0721 0.2707 ? 4 e ? d ? ?
C37 C+0 0.5701 -0.0433 0.3167 ? 4 e ? d ? ?
H37 H+0 0.5371 -0.0481 0.3546 ? 4 e ? d ? ?
C36 C+0 0.6488 0.0237 0.3215 ? 4 e ? d ? ?
H36 H+0 0.6675 0.0662 0.3621 ? 4 e ? d ? ?
C32 C+0 0.9147 -0.7631 -0.0236 ? 4 e ? d ? ?
H32 H+0 0.9047 -0.8270 0.0028 ? 4 e ? d ? ?
O3 O+0 1.0676 -0.9841 -0.0756 ? 4 e ? d ? ?
H3 H+0 1.0320 -0.9294 -0.0777 ? 4 e ? d ? ?
C33 C+0 1.1556 -0.9500 -0.0530 ? 4 e ? d ? ?
H33A H+0 1.1728 -0.8923 -0.0840 ? 4 e ? d ? ?
H33B H+0 1.1976 -1.0134 -0.0527 ? 4 e ? d ? ?
H33C H+0 1.1595 -0.9199 -0.0061 ? 4 e ? d ? ?

####################################################################### 
# 
# 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_1_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1833482'
_audit_update_record             
;
2018-03-29 deposited with the CCDC.	2019-03-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H34 N2 O4'
_chemical_formula_weight         582.67

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'

_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                   10.741(5)
_cell_length_b                   12.302(6)
_cell_length_c                   13.583(6)
_cell_angle_alpha                100.363(6)
_cell_angle_beta                 112.723(6)
_cell_angle_gamma                95.804(6)
_cell_volume                     1599.5(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1299
_cell_measurement_theta_min      2.4430
_cell_measurement_theta_max      19.8712

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.210
_exptl_crystal_F_000             616
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   0.975
_shelx_estimated_absorpt_T_max   0.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.975
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12883
_diffrn_reflns_av_unetI/netI     0.0825
_diffrn_reflns_av_R_equivalents  0.0500
_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       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.674
_diffrn_reflns_theta_max         25.149
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             5712
_reflns_number_gt                2620
_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 SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXL-2014 (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'

_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)+(0.0916P)²+0.0833P] 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         5712
_refine_ls_number_parameters     401
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1451
_refine_ls_R_factor_gt           0.0630
_refine_ls_wR_factor_ref         0.2095
_refine_ls_wR_factor_gt          0.1527
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_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
N1 N -0.2850(4) -0.1634(3) 0.0836(3) 0.0883(11) Uani 1 1 d . . . . .
N2 N 0.8340(4) 0.1909(3) -0.1197(3) 0.0915(12) Uani 1 1 d . . . . .
O1 O 0.0779(2) 0.0825(2) 0.3265(2) 0.0715(8) Uani 1 1 d . . . . .
O2 O -0.2934(3) -0.1897(3) 0.1792(3) 0.1043(11) Uani 1 1 d . . . . .
O3 O 0.7154(2) 0.1824(2) 0.1440(2) 0.0691(7) Uani 1 1 d . . . . .
O4 O 0.7199(4) 0.1037(3) -0.1784(2) 0.1023(10) Uani 1 1 d . . . . .
C1 C 0.6184(3) 0.4111(3) 0.6969(3) 0.0496(9) Uani 1 1 d . . . . .
C2 C 0.5511(4) 0.3629(3) 0.7519(3) 0.0634(10) Uani 1 1 d . . . . .
H2 H 0.5015 0.2897 0.7211 0.076 Uiso 1 1 calc R U . . .
C3 C 0.5551(4) 0.4196(4) 0.8509(3) 0.0760(12) Uani 1 1 d . . . . .
H3 H 0.5103 0.3844 0.8864 0.091 Uiso 1 1 calc R U . . .
C4 C 0.6258(4) 0.5283(4) 0.8962(3) 0.0778(12) Uani 1 1 d . . . . .
H4 H 0.6285 0.5676 0.9625 0.093 Uiso 1 1 calc R U . . .
C5 C 0.6928(4) 0.5791(3) 0.8430(3) 0.0726(12) Uani 1 1 d . . . . .
H5 H 0.7411 0.6527 0.8738 0.087 Uiso 1 1 calc R U . . .
C6 C 0.6887(3) 0.5215(3) 0.7445(3) 0.0614(10) Uani 1 1 d . . . . .
H6 H 0.7337 0.5571 0.7093 0.074 Uiso 1 1 calc R U . . .
C7 C 0.6074(3) 0.3482(3) 0.5890(3) 0.0497(9) Uani 1 1 d . . . . .
C8 C 0.7161(3) 0.3488(3) 0.5603(3) 0.0494(9) Uani 1 1 d . . . . .
C9 C 0.8616(3) 0.3935(3) 0.6396(3) 0.0482(8) Uani 1 1 d . . . . .
C10 C 0.9203(3) 0.3540(3) 0.7336(3) 0.0591(10) Uani 1 1 d . . . . .
H10 H 0.8653 0.3062 0.7527 0.071 Uiso 1 1 calc R U . . .
C11 C 1.0596(4) 0.3847(3) 0.7990(3) 0.0723(11) Uani 1 1 d . . . . .
H11 H 1.0977 0.3577 0.8617 0.087 Uiso 1 1 calc R U . . .
C12 C 1.1421(4) 0.4551(4) 0.7717(4) 0.0825(13) Uani 1 1 d . . . . .
H12 H 1.2361 0.4742 0.8151 0.099 Uiso 1 1 calc R U . . .
C13 C 1.0864(4) 0.4971(4) 0.6809(4) 0.0778(12) Uani 1 1 d . . . . .
H13 H 1.1422 0.5464 0.6639 0.093 Uiso 1 1 calc R U . . .
C14 C 0.9471(4) 0.4663(3) 0.6144(3) 0.0629(10) Uani 1 1 d . . . . .
H14 H 0.9101 0.4944 0.5521 0.076 Uiso 1 1 calc R U . . .
C15 C 0.7026(3) 0.2988(3) 0.4469(3) 0.0487(9) Uani 1 1 d . . . . .
C16 C 0.6091(3) 0.3246(3) 0.3542(3) 0.0531(9) Uani 1 1 d . . . . .
H16 H 0.5455 0.3680 0.3610 0.064 Uiso 1 1 calc R U . . .
C17 C 0.6091(3) 0.2864(3) 0.2507(3) 0.0561(9) Uani 1 1 d . . . . .
H17 H 0.5459 0.3044 0.1893 0.067 Uiso 1 1 calc R U . . .
C18 C 0.7029(3) 0.2220(3) 0.2401(3) 0.0508(9) Uani 1 1 d . . . . .
C19 C 0.7939(3) 0.1934(3) 0.3305(3) 0.0574(10) Uani 1 1 d . . . . .
H19 H 0.8552 0.1478 0.3230 0.069 Uiso 1 1 calc R U . . .
C20 C 0.7944(3) 0.2324(3) 0.4324(3) 0.0563(9) Uani 1 1 d . . . . .
H20 H 0.8579 0.2136 0.4931 0.068 Uiso 1 1 calc R U . . .
C21 C 0.4686(3) 0.2791(3) 0.5141(3) 0.0479(8) Uani 1 1 d . . . . .
C22 C 0.3514(3) 0.3242(3) 0.4844(3) 0.0566(9) Uani 1 1 d . . . . .
H22 H 0.3586 0.4013 0.5083 0.068 Uiso 1 1 calc R U . . .
C23 C 0.2233(3) 0.2585(3) 0.4202(3) 0.0591(10) Uani 1 1 d . . . . .
H23 H 0.1456 0.2913 0.4005 0.071 Uiso 1 1 calc R U . . .
C24 C 0.2107(3) 0.1434(3) 0.3852(3) 0.0566(10) Uani 1 1 d . . . . .
C25 C 0.3251(3) 0.0954(3) 0.4122(3) 0.0648(11) Uani 1 1 d . . . . .
H25 H 0.3175 0.0183 0.3885 0.078 Uiso 1 1 calc R U . . .
C26 C 0.4529(3) 0.1640(3) 0.4757(3) 0.0612(10) Uani 1 1 d . . . . .
H26 H 0.5309 0.1315 0.4931 0.073 Uiso 1 1 calc R U . . .
C27 C 0.0618(4) -0.0375(3) 0.3003(3) 0.0763(12) Uani 1 1 d . . . . .
H27A H 0.0958 -0.0636 0.3674 0.092 Uiso 1 1 calc R U . . .
H27B H 0.1146 -0.0603 0.2588 0.092 Uiso 1 1 calc R U . . .
C28 C -0.0874(4) -0.0887(3) 0.2337(4) 0.0662(11) Uani 1 1 d . . . . .
C29 C -0.1732(4) -0.1431(4) 0.2675(4) 0.0783(12) Uani 1 1 d . . . . .
C30 C -0.1618(5) -0.1626(5) 0.3743(4) 0.125(2) Uani 1 1 d . . . . .
H30A H -0.1553 -0.2397 0.3750 0.187 Uiso 1 1 calc R U . . .
H30B H -0.2415 -0.1463 0.3855 0.187 Uiso 1 1 calc R U . . .
H30C H -0.0810 -0.1144 0.4320 0.187 Uiso 1 1 calc R U . . .
C31 C -0.1624(5) -0.1036(4) 0.1199(4) 0.0773(12) Uani 1 1 d . . . . .
C32 C -0.1195(6) -0.0598(5) 0.0408(4) 0.129(2) Uani 1 1 d . . . . .
H32A H -0.1951 -0.0790 -0.0304 0.193 Uiso 1 1 calc R U . . .
H32B H -0.0439 -0.0925 0.0362 0.193 Uiso 1 1 calc R U . . .
H32C H -0.0917 0.0206 0.0652 0.193 Uiso 1 1 calc R U . . .
C33 C 0.6405(4) 0.2241(3) 0.0514(3) 0.0692(11) Uani 1 1 d . . . . .
H33A H 0.6529 0.3054 0.0723 0.083 Uiso 1 1 calc R U . . .
H33B H 0.5432 0.1930 0.0228 0.083 Uiso 1 1 calc R U . . .
C34 C 0.6936(4) 0.1900(3) -0.0339(3) 0.0604(10) Uani 1 1 d . . . . .
C35 C 0.6388(4) 0.1054(4) -0.1240(3) 0.0748(12) Uani 1 1 d . . . . .
C36 C 0.5159(5) 0.0148(5) -0.1704(5) 0.146(2) Uani 1 1 d . . . . .
H36A H 0.4605 0.0167 -0.2448 0.219 Uiso 1 1 calc R U . . .
H36B H 0.4635 0.0257 -0.1272 0.219 Uiso 1 1 calc R U . . .
H36C H 0.5441 -0.0567 -0.1694 0.219 Uiso 1 1 calc R U . . .
C37 C 0.8137(5) 0.2409(4) -0.0360(4) 0.0849(13) Uani 1 1 d . . . . .
C38 C 0.9177(6) 0.3417(6) 0.0413(6) 0.189(4) Uani 1 1 d . . . . .
H38A H 0.9642 0.3252 0.1115 0.283 Uiso 1 1 calc R U . . .
H38B H 0.8725 0.4039 0.0498 0.283 Uiso 1 1 calc R U . . .
H38C H 0.9834 0.3608 0.0123 0.283 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
N1 C31 1.300(5) . ?
N1 O2 1.427(4) . ?
N2 C37 1.298(5) . ?
N2 O4 1.400(4) . ?
O1 C24 1.386(4) . ?
O1 C27 1.430(4) . ?
O2 C29 1.356(4) . ?
O3 C18 1.371(4) . ?
O3 C33 1.424(4) . ?
O4 C35 1.342(5) . ?
C1 C2 1.387(5) . ?
C1 C6 1.389(5) . ?
C1 C7 1.484(5) . ?
C2 C3 1.381(5) . ?
C3 C4 1.372(5) . ?
C4 C5 1.380(5) . ?
C5 C6 1.379(5) . ?
C7 C8 1.366(4) . ?
C7 C21 1.497(4) . ?
C8 C9 1.489(4) . ?
C8 C15 1.497(5) . ?
C9 C10 1.388(4) . ?
C9 C14 1.397(4) . ?
C10 C11 1.382(5) . ?
C11 C12 1.372(6) . ?
C12 C13 1.366(6) . ?
C13 C14 1.384(5) . ?
C15 C16 1.388(4) . ?
C15 C20 1.391(4) . ?
C16 C17 1.400(5) . ?
C17 C18 1.377(5) . ?
C18 C19 1.372(4) . ?
C19 C20 1.379(5) . ?
C21 C22 1.373(5) . ?
C21 C26 1.387(4) . ?
C22 C23 1.379(4) . ?
C23 C24 1.385(5) . ?
C24 C25 1.368(5) . ?
C25 C26 1.389(4) . ?
C27 C28 1.501(5) . ?
C28 C29 1.350(5) . ?
C28 C31 1.407(5) . ?
C29 C30 1.473(6) . ?
C31 C32 1.483(6) . ?
C33 C34 1.492(5) . ?
C34 C35 1.337(5) . ?
C34 C37 1.389(5) . ?
C35 C36 1.479(6) . ?
C37 C38 1.495(6) . ?

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
C31 N1 O2 104.2(3) . . ?
C37 N2 O4 104.9(3) . . ?
C24 O1 C27 117.1(3) . . ?
C29 O2 N1 109.1(3) . . ?
C18 O3 C33 117.7(3) . . ?
C35 O4 N2 108.3(3) . . ?
C2 C1 C6 117.0(3) . . ?
C2 C1 C7 120.4(3) . . ?
C6 C1 C7 122.5(3) . . ?
C3 C2 C1 122.4(4) . . ?
C4 C3 C2 119.4(4) . . ?
C3 C4 C5 119.6(4) . . ?
C6 C5 C4 120.5(4) . . ?
C5 C6 C1 121.1(4) . . ?
C8 C7 C1 123.2(3) . . ?
C8 C7 C21 121.6(3) . . ?
C1 C7 C21 115.1(3) . . ?
C7 C8 C9 123.7(3) . . ?
C7 C8 C15 123.6(3) . . ?
C9 C8 C15 112.6(3) . . ?
C10 C9 C14 118.0(3) . . ?
C10 C9 C8 121.2(3) . . ?
C14 C9 C8 120.3(3) . . ?
C11 C10 C9 120.7(3) . . ?
C12 C11 C10 120.3(4) . . ?
C13 C12 C11 120.2(4) . . ?
C12 C13 C14 120.1(4) . . ?
C13 C14 C9 120.7(4) . . ?
C16 C15 C20 117.3(3) . . ?
C16 C15 C8 122.4(3) . . ?
C20 C15 C8 120.0(3) . . ?
C15 C16 C17 121.1(3) . . ?
C18 C17 C16 119.7(3) . . ?
O3 C18 C19 114.9(3) . . ?
O3 C18 C17 125.1(3) . . ?
C19 C18 C17 120.0(3) . . ?
C18 C19 C20 120.0(3) . . ?
C19 C20 C15 121.9(3) . . ?
C22 C21 C26 117.0(3) . . ?
C22 C21 C7 122.4(3) . . ?
C26 C21 C7 120.4(3) . . ?
C21 C22 C23 121.8(3) . . ?
C22 C23 C24 119.7(3) . . ?
C25 C24 O1 123.6(3) . . ?
C25 C24 C23 120.1(3) . . ?
O1 C24 C23 116.2(3) . . ?
C24 C25 C26 118.8(3) . . ?
C21 C26 C25 122.4(3) . . ?
O1 C27 C28 109.5(3) . . ?
C29 C28 C31 105.1(4) . . ?
C29 C28 C27 127.1(4) . . ?
C31 C28 C27 127.3(4) . . ?
C28 C29 O2 108.7(4) . . ?
C28 C29 C30 134.2(4) . . ?
O2 C29 C30 117.0(4) . . ?
N1 C31 C28 112.9(4) . . ?
N1 C31 C32 118.5(5) . . ?
C28 C31 C32 128.5(4) . . ?
O3 C33 C34 107.8(3) . . ?
C35 C34 C37 104.5(3) . . ?
C35 C34 C33 128.8(4) . . ?
C37 C34 C33 126.6(3) . . ?
C34 C35 O4 109.7(4) . . ?
C34 C35 C36 133.9(4) . . ?
O4 C35 C36 116.3(4) . . ?
N2 C37 C34 112.5(4) . . ?
N2 C37 C38 117.5(4) . . ?
C34 C37 C38 130.0(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
C31 N1 O2 C29 -0.1(5) . . . . ?
C37 N2 O4 C35 -1.4(5) . . . . ?
C6 C1 C2 C3 -1.5(5) . . . . ?
C7 C1 C2 C3 -178.0(3) . . . . ?
C1 C2 C3 C4 1.2(6) . . . . ?
C2 C3 C4 C5 -0.6(6) . . . . ?
C3 C4 C5 C6 0.3(6) . . . . ?
C4 C5 C6 C1 -0.6(6) . . . . ?
C2 C1 C6 C5 1.1(5) . . . . ?
C7 C1 C6 C5 177.6(3) . . . . ?
C2 C1 C7 C8 -139.0(3) . . . . ?
C6 C1 C7 C8 44.7(5) . . . . ?
C2 C1 C7 C21 38.5(4) . . . . ?
C6 C1 C7 C21 -137.8(3) . . . . ?
C1 C7 C8 C9 12.1(5) . . . . ?
C21 C7 C8 C9 -165.3(3) . . . . ?
C1 C7 C8 C15 -171.4(3) . . . . ?
C21 C7 C8 C15 11.2(5) . . . . ?
C7 C8 C9 C10 55.3(5) . . . . ?
C15 C8 C9 C10 -121.5(3) . . . . ?
C7 C8 C9 C14 -132.7(4) . . . . ?
C15 C8 C9 C14 50.5(4) . . . . ?
C14 C9 C10 C11 -0.9(5) . . . . ?
C8 C9 C10 C11 171.4(3) . . . . ?
C9 C10 C11 C12 0.0(6) . . . . ?
C10 C11 C12 C13 1.4(6) . . . . ?
C11 C12 C13 C14 -1.8(7) . . . . ?
C12 C13 C14 C9 0.9(6) . . . . ?
C10 C9 C14 C13 0.4(5) . . . . ?
C8 C9 C14 C13 -171.9(3) . . . . ?
C7 C8 C15 C16 51.1(5) . . . . ?
C9 C8 C15 C16 -132.1(3) . . . . ?
C7 C8 C15 C20 -135.2(4) . . . . ?
C9 C8 C15 C20 41.6(4) . . . . ?
C20 C15 C16 C17 -0.9(5) . . . . ?
C8 C15 C16 C17 172.9(3) . . . . ?
C15 C16 C17 C18 0.1(5) . . . . ?
C33 O3 C18 C19 -169.8(3) . . . . ?
C33 O3 C18 C17 9.8(5) . . . . ?
C16 C17 C18 O3 -178.1(3) . . . . ?
C16 C17 C18 C19 1.5(5) . . . . ?
O3 C18 C19 C20 177.4(3) . . . . ?
C17 C18 C19 C20 -2.2(5) . . . . ?
C18 C19 C20 C15 1.3(5) . . . . ?
C16 C15 C20 C19 0.2(5) . . . . ?
C8 C15 C20 C19 -173.8(3) . . . . ?
C8 C7 C21 C22 -127.2(4) . . . . ?
C1 C7 C21 C22 55.3(4) . . . . ?
C8 C7 C21 C26 55.9(5) . . . . ?
C1 C7 C21 C26 -121.6(3) . . . . ?
C26 C21 C22 C23 0.6(5) . . . . ?
C7 C21 C22 C23 -176.4(3) . . . . ?
C21 C22 C23 C24 0.8(5) . . . . ?
C27 O1 C24 C25 4.5(5) . . . . ?
C27 O1 C24 C23 -173.1(3) . . . . ?
C22 C23 C24 C25 -1.4(5) . . . . ?
C22 C23 C24 O1 176.4(3) . . . . ?
O1 C24 C25 C26 -177.1(3) . . . . ?
C23 C24 C25 C26 0.5(6) . . . . ?
C22 C21 C26 C25 -1.6(5) . . . . ?
C7 C21 C26 C25 175.5(3) . . . . ?
C24 C25 C26 C21 1.0(6) . . . . ?
C24 O1 C27 C28 -178.1(3) . . . . ?
O1 C27 C28 C29 -107.2(5) . . . . ?
O1 C27 C28 C31 82.1(5) . . . . ?
C31 C28 C29 O2 0.6(5) . . . . ?
C27 C28 C29 O2 -171.8(4) . . . . ?
C31 C28 C29 C30 179.2(5) . . . . ?
C27 C28 C29 C30 6.8(8) . . . . ?
N1 O2 C29 C28 -0.4(5) . . . . ?
N1 O2 C29 C30 -179.3(4) . . . . ?
O2 N1 C31 C28 0.5(5) . . . . ?
O2 N1 C31 C32 -179.0(4) . . . . ?
C29 C28 C31 N1 -0.7(5) . . . . ?
C27 C28 C31 N1 171.7(4) . . . . ?
C29 C28 C31 C32 178.7(5) . . . . ?
C27 C28 C31 C32 -8.9(7) . . . . ?
C18 O3 C33 C34 167.6(3) . . . . ?
O3 C33 C34 C35 101.1(5) . . . . ?
O3 C33 C34 C37 -78.8(5) . . . . ?
C37 C34 C35 O4 0.2(5) . . . . ?
C33 C34 C35 O4 -179.8(4) . . . . ?
C37 C34 C35 C36 177.0(6) . . . . ?
C33 C34 C35 C36 -3.0(9) . . . . ?
N2 O4 C35 C34 0.7(5) . . . . ?
N2 O4 C35 C36 -176.7(4) . . . . ?
O4 N2 C37 C34 1.6(5) . . . . ?
O4 N2 C37 C38 -178.0(5) . . . . ?
C35 C34 C37 N2 -1.1(5) . . . . ?
C33 C34 C37 N2 178.8(4) . . . . ?
C35 C34 C37 C38 178.3(6) . . . . ?
C33 C34 C37 C38 -1.7(9) . . . . ?

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
C19 H19 O1 0.93 2.59 3.481(4) 161.7 1_655
C27 H27B N2 0.97 2.52 3.423(5) 154.9 2_655
C27 H27B O4 0.97 2.47 3.436(5) 171.4 2_655
C32 H32B N2 0.96 2.63 3.499(7) 151.0 2_655
C33 H33B N1 0.97 2.53 3.467(5) 161.2 2

_refine_diff_density_max         0.238
_refine_diff_density_min         -0.198
_refine_diff_density_rms         0.045

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_exp_139
_database_code_depnum_ccdc_archive 'CCDC 1833477'
_audit_update_record             
;
2018-03-29 deposited with the CCDC.	2019-03-01 downloaded from the CCDC.
;
_audit_creation_date             2018-01-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C38 H30 N2 O2'
_chemical_formula_sum            'C38 H30 N2 O2'
_chemical_formula_weight         546.64
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/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                   9.72023(14)
_cell_length_b                   9.20409(15)
_cell_length_c                   32.4449(4)
_cell_angle_alpha                90
_cell_angle_beta                 97.3047(13)
_cell_angle_gamma                90
_cell_volume                     2879.15(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9258
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.6050
_cell_measurement_theta_min      4.6010
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.610
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57061
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.261
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             1152
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0239
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            16190
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.192
_diffrn_reflns_theta_min         2.746
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -65.00  17.00   0.50    0.50    --    0.00 -38.00  90.00  164
  2  ω    -76.00 -38.00   0.50    0.50    --    0.00 -19.00 -30.00   76
  3  ω    -44.00  16.00   0.50    0.50    --    0.00 -38.00   0.00  120
  4  ω      6.00  77.00   0.50    0.50    --   95.20 -82.00  60.00  142
  5  ω     76.00 185.00   0.50    0.50    --   95.20  45.00 -60.00  218
  6  ω      7.00 116.00   0.50    0.50    --   95.20 -82.00   0.00  218
  7  ω     59.00 119.00   0.50    0.50    --   95.20 -61.00 150.00  120
  8  ω     73.00  98.00   0.50    0.50    --   95.20 -82.00 -30.00   50
  9  ω     83.00 127.00   0.50    0.50    --   95.20 -82.00  60.00   88
 10  ω     71.00 162.00   0.50    0.50    --   95.20  77.00 150.00  182
 11  ω     94.00 144.00   0.50    0.50    --   95.20  30.00-120.00  100
 12  ω    159.00 184.00   0.50    0.50    --   95.20  82.00-150.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0630825000
_diffrn_orient_matrix_UB_12      0.0178585000
_diffrn_orient_matrix_UB_13      -0.0409628000
_diffrn_orient_matrix_UB_21      -0.0012621000
_diffrn_orient_matrix_UB_22      0.1662344000
_diffrn_orient_matrix_UB_23      0.0052793000
_diffrn_orient_matrix_UB_31      0.1467361000
_diffrn_orient_matrix_UB_32      -0.0060400000
_diffrn_orient_matrix_UB_33      0.0242827000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4973
_reflns_number_total             5619
_reflns_odcompleteness_completeness 99.62
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.505
_refine_diff_density_min         -0.691
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     403
_refine_ls_number_reflns         5619
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0564
_refine_ls_restrained_S_all      1.044
_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)+(0.0720P)²+1.8170P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1445
_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, All C(H,H) groups, All C(H,H,H,H) groups
2. Others
 Fixed Sof: H33a(0.75) H33b(0.75) H33c(0.25) H33d(0.25) C34(0.75) C38(0.75)
 H38(0.75) C37(0.75) H37(0.75) C36(0.75) H36(0.75) C3AA(0.25) C1(0.25) H1(0.25)
 C2(0.25) H2(0.25) C3(0.25) H3(0.25) H35(0.75) H35a(0.25)
3.a Ternary CH refined with riding coordinates:
 C2(H2)
3.b Secondary CH2 refined with riding coordinates:
 C6(H6a,H6b), C33(H33a,H33b), C33(H33c,H33d)
3.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C20(H20), C28(H28), C11(H11), C22(H22), C16(H16), C8(H8), C31(H31),
 C32(H32), C26(H26), C23(H23), C19(H19), C12(H12), C5(H5), C29(H29), C17(H17),
 C2AA(H2AA), C24(H24), C1AA(H1AA), C0AA(H0AA), C25(H25), C18(H18), C38(H38),
 C37(H37), C36(H36), C1(H1), C3(H3), C35(H35), C35(H35a)
3.d Fitted hexagon refined as free rotating group:
 C3AA(C1,C2,C3,N1,C35)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
O1 O 0.40500(14) 0.23414(16) 0.49004(4) 0.0382(3) Uani 1 1 d . . . . .
O2 O 0.33511(16) 0.33765(16) 0.85748(4) 0.0445(4) Uani 1 1 d . . . . .
C21 C 0.51053(16) 0.18862(19) 0.68905(5) 0.0248(3) Uani 1 1 d . . . . .
N2 N 0.40160(18) 0.3433(2) 0.35085(5) 0.0451(4) Uani 1 1 d . . . . .
C15 C 0.12898(16) 0.30733(19) 0.65890(5) 0.0252(3) Uani 1 1 d . . . . .
C14 C 0.26850(17) 0.28188(18) 0.68245(5) 0.0241(3) Uani 1 1 d . . . . .
C13 C 0.37964(17) 0.23960(18) 0.66389(5) 0.0245(3) Uani 1 1 d . . . . .
C27 C 0.27831(16) 0.30443(19) 0.72825(5) 0.0244(3) Uani 1 1 d . . . . .
C10 C 0.38230(16) 0.24077(19) 0.61802(5) 0.0252(3) Uani 1 1 d . . . . .
C9 C 0.31943(17) 0.35045(19) 0.59260(5) 0.0276(4) Uani 1 1 d . . . . .
H9 H 0.2724 0.4241 0.6046 0.033 Uiso 1 1 calc R . . . .
C7 C 0.39438(18) 0.2440(2) 0.53170(5) 0.0299(4) Uani 1 1 d . . . . .
C20 C 0.05784(17) 0.4367(2) 0.66349(5) 0.0298(4) Uani 1 1 d . . . . .
H20 H 0.0968 0.5069 0.6821 0.036 Uiso 1 1 calc R . . . .
C28 C 0.38999(18) 0.37873(19) 0.75005(5) 0.0288(4) Uani 1 1 d . . . . .
H28 H 0.4557 0.4218 0.7355 0.035 Uiso 1 1 calc R . . . .
C11 C 0.45413(18) 0.1338(2) 0.59881(5) 0.0316(4) Uani 1 1 d . . . . .
H11 H 0.4993 0.0604 0.6150 0.038 Uiso 1 1 calc R . . . .
C22 C 0.63892(18) 0.2423(2) 0.68171(5) 0.0298(4) Uani 1 1 d . . . . .
H22 H 0.6437 0.3099 0.6606 0.036 Uiso 1 1 calc R . . . .
C16 C 0.06624(17) 0.2013(2) 0.63203(5) 0.0289(4) Uani 1 1 d . . . . .
H16 H 0.1112 0.1134 0.6291 0.035 Uiso 1 1 calc R . . . .
C30 C 0.3066(2) 0.3264(2) 0.81501(5) 0.0313(4) Uani 1 1 d . . . . .
C4 C 0.34176(17) 0.2986(2) 0.41958(5) 0.0296(4) Uani 1 1 d . . . . .
C8 C 0.32470(18) 0.3534(2) 0.54996(5) 0.0296(4) Uani 1 1 d . . . . .
H8 H 0.2819 0.4281 0.5338 0.035 Uiso 1 1 calc R . . . .
C31 C 0.19115(19) 0.2583(2) 0.79418(5) 0.0308(4) Uani 1 1 d . . . . .
H31 H 0.1235 0.2193 0.8088 0.037 Uiso 1 1 calc R . . . .
C32 C 0.17786(17) 0.24912(19) 0.75100(5) 0.0276(4) Uani 1 1 d . . . . .
H32 H 0.0996 0.2048 0.7369 0.033 Uiso 1 1 calc R . . . .
C26 C 0.50662(18) 0.0854(2) 0.72039(5) 0.0300(4) Uani 1 1 d . . . . .
H26 H 0.4221 0.0459 0.7252 0.036 Uiso 1 1 calc R . . . .
C23 C 0.76028(18) 0.1963(2) 0.70545(5) 0.0341(4) Uani 1 1 d . . . . .
H23 H 0.8456 0.2322 0.7000 0.041 Uiso 1 1 calc R . . . .
C6 C 0.3446(2) 0.3482(2) 0.46376(5) 0.0337(4) Uani 1 1 d . . . . .
H6A H 0.3992 0.4363 0.4684 0.040 Uiso 1 1 calc R . . . .
H6B H 0.2512 0.3684 0.4697 0.040 Uiso 1 1 calc R . . . .
C19 C -0.07065(19) 0.4617(2) 0.64056(5) 0.0362(4) Uani 1 1 d . . . . .
H19 H -0.1166 0.5491 0.6435 0.043 Uiso 1 1 calc R . . . .
C12 C 0.45984(19) 0.1343(2) 0.55636(5) 0.0351(4) Uani 1 1 d . . . . .
H12 H 0.5075 0.0612 0.5443 0.042 Uiso 1 1 calc R . . . .
C5 C 0.2708(2) 0.1737(2) 0.40544(6) 0.0388(4) Uani 1 1 d . . . . .
H5 H 0.2267 0.1170 0.4235 0.047 Uiso 1 1 calc R . . . .
C29 C 0.40466(19) 0.3894(2) 0.79279(5) 0.0326(4) Uani 1 1 d . . . . .
H29 H 0.4801 0.4386 0.8068 0.039 Uiso 1 1 calc R . . . .
C17 C -0.06312(19) 0.2265(2) 0.60963(5) 0.0347(4) Uani 1 1 d . . . . .
H17 H -0.1047 0.1550 0.5920 0.042 Uiso 1 1 calc R . . . .
C2AA C 0.40542(19) 0.3781(2) 0.39117(5) 0.0363(4) Uani 1 1 d . . . . .
H2AA H 0.4541 0.4611 0.4006 0.044 Uiso 1 1 calc R . . . .
C24 C 0.7541(2) 0.0972(2) 0.73715(5) 0.0384(5) Uani 1 1 d . . . . .
H24 H 0.8349 0.0680 0.7535 0.046 Uiso 1 1 calc R . . . .
C1AA C 0.2664(2) 0.1348(2) 0.36439(6) 0.0438(5) Uani 1 1 d . . . . .
H1AA H 0.2201 0.0511 0.3543 0.053 Uiso 1 1 calc R . . . .
C33 C 0.2403(3) 0.2703(3) 0.88184(6) 0.0480(5) Uani 1 1 d . . . . .
H33A H 0.2142 0.1755 0.8703 0.058 Uiso 0.75 1 calc R . P A 1
H33B H 0.1570 0.3289 0.8808 0.058 Uiso 0.75 1 calc R . P A 1
H33C H 0.2310 0.1660 0.8781 0.058 Uiso 0.25 1 calc R . P B 2
H33D H 0.1507 0.3178 0.8804 0.058 Uiso 0.25 1 calc R . P B 2
C0AA C 0.3321(2) 0.2224(3) 0.33840(6) 0.0455(5) Uani 1 1 d . . . . .
H0AA H 0.3277 0.1959 0.3106 0.055 Uiso 1 1 calc R . . . .
C25 C 0.6271(2) 0.0414(2) 0.74436(6) 0.0377(4) Uani 1 1 d . . . . .
H25 H 0.6228 -0.0261 0.7655 0.045 Uiso 1 1 calc R . . . .
C34 C 0.3030(3) 0.2540(3) 0.92533(7) 0.0354(6) Uani 0.75 1 d . . P C 1
C18 C -0.13040(18) 0.3572(2) 0.61340(5) 0.0377(4) Uani 1 1 d . . . . .
H18 H -0.2156 0.3747 0.5977 0.045 Uiso 1 1 calc R . . . .
C38 C 0.2269(3) 0.2711(3) 0.95863(8) 0.0416(6) Uani 0.75 1 d . . P C 1
H38 H 0.1344 0.2996 0.9543 0.050 Uiso 0.75 1 calc R . P C 1
C37 C 0.2921(3) 0.2447(4) 0.99813(8) 0.0499(7) Uani 0.75 1 d . . P C 1
H37 H 0.2454 0.2583 1.0211 0.060 Uiso 0.75 1 calc R . P C 1
C36 C 0.4264(4) 0.1981(5) 1.00284(9) 0.0603(9) Uani 0.75 1 d . . P C 1
H36 H 0.4647 0.1735 1.0297 0.072 Uiso 0.75 1 calc R . P C 1
C3AA C 0.3592(4) 0.3230(4) 0.92337(9) 0.073(4) Uani 0.25 1 d . . P C 2
C1 C 0.3616(6) 0.4385(3) 0.95106(14) 0.047(2) Uani 0.25 1 d G . P C 2
H1 H 0.3134 0.5234 0.9432 0.057 Uiso 0.25 1 calc R . P C 2
C2 C 0.4359(6) 0.4269(4) 0.99046(13) 0.061(3) Uani 0.25 1 d G . P C 2
H2 H 0.3649 0.4327 1.0093 0.073 Uiso 0.25 1 calc R . P C 2
C3 C 0.5078(4) 0.2999(4) 1.00217(8) 0.069(4) Uani 0.25 1 d G . P C 2
H3 H 0.5575 0.2922 1.0285 0.083 Uiso 0.25 1 calc R . P C 2
N1 N 0.5054(2) 0.1844(3) 0.97448(6) 0.0769(7) Uani 1 1 d G . . . .
C35 C 0.4311(2) 0.1960(3) 0.93508(6) 0.0621(7) Uani 1 1 d G . . . .
H35 H 0.4738 0.1601 0.9131 0.075 Uiso 0.75 1 calc R . P C 1
H35A H 0.4295 0.1187 0.9166 0.075 Uiso 0.25 1 calc R . P C 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
O1 C7 1.3718(19) . ?
O1 C6 1.431(2) . ?
O2 C30 1.3744(19) . ?
O2 C33 1.429(3) . ?
C21 C13 1.497(2) . ?
C21 C22 1.391(2) . ?
C21 C26 1.395(2) . ?
N2 C2AA 1.342(2) . ?
N2 C0AA 1.337(3) . ?
C15 C14 1.488(2) . ?
C15 C20 1.394(2) . ?
C15 C16 1.396(2) . ?
C14 C13 1.359(2) . ?
C14 C27 1.491(2) . ?
C13 C10 1.492(2) . ?
C27 C28 1.397(2) . ?
C27 C32 1.393(2) . ?
C10 C9 1.394(2) . ?
C10 C11 1.398(2) . ?
C9 C8 1.391(2) . ?
C7 C8 1.388(2) . ?
C7 C12 1.391(3) . ?
C20 C19 1.389(2) . ?
C28 C29 1.379(2) . ?
C11 C12 1.385(2) . ?
C22 C23 1.390(2) . ?
C16 C17 1.390(2) . ?
C30 C31 1.384(3) . ?
C30 C29 1.393(3) . ?
C4 C6 1.501(2) . ?
C4 C5 1.388(3) . ?
C4 C2AA 1.383(3) . ?
C31 C32 1.393(2) . ?
C26 C25 1.381(2) . ?
C23 C24 1.382(3) . ?
C19 C18 1.382(3) . ?
C5 C1AA 1.375(3) . ?
C17 C18 1.382(3) . ?
C24 C25 1.385(3) . ?
C1AA C0AA 1.381(3) . ?
C33 C34 1.472(3) . ?
C33 C3AA 1.729(4) . ?
C34 C38 1.394(3) . ?
C34 C35 1.355(3) . ?
C38 C37 1.377(4) . ?
C37 C36 1.364(4) . ?
C36 N1 1.278(4) . ?
C3AA C1 1.3900 . ?
C3AA C35 1.3900 . ?
C1 C2 1.3900 . ?
C2 C2 1.884(10) 3_667 ?
C2 C3 1.3900 . ?
C3 N1 1.3900 . ?
N1 C35 1.3900 . ?

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
C7 O1 C6 117.52(14) . . ?
C30 O2 C33 117.36(16) . . ?
C22 C21 C13 120.94(15) . . ?
C22 C21 C26 118.35(15) . . ?
C26 C21 C13 120.71(15) . . ?
C0AA N2 C2AA 116.27(18) . . ?
C20 C15 C14 120.76(15) . . ?
C20 C15 C16 118.72(15) . . ?
C16 C15 C14 120.51(15) . . ?
C15 C14 C27 115.37(13) . . ?
C13 C14 C15 122.77(14) . . ?
C13 C14 C27 121.86(14) . . ?
C14 C13 C21 121.09(14) . . ?
C14 C13 C10 123.76(14) . . ?
C10 C13 C21 115.15(14) . . ?
C28 C27 C14 121.32(14) . . ?
C32 C27 C14 121.11(15) . . ?
C32 C27 C28 117.55(15) . . ?
C9 C10 C13 122.23(15) . . ?
C9 C10 C11 116.88(14) . . ?
C11 C10 C13 120.83(15) . . ?
C8 C9 C10 122.24(16) . . ?
O1 C7 C8 124.78(16) . . ?
O1 C7 C12 115.64(15) . . ?
C8 C7 C12 119.58(15) . . ?
C19 C20 C15 120.58(17) . . ?
C29 C28 C27 121.21(16) . . ?
C12 C11 C10 121.76(16) . . ?
C23 C22 C21 120.90(17) . . ?
C17 C16 C15 120.26(17) . . ?
O2 C30 C31 124.85(16) . . ?
O2 C30 C29 115.04(16) . . ?
C31 C30 C29 120.11(15) . . ?
C5 C4 C6 121.02(17) . . ?
C2AA C4 C6 121.36(17) . . ?
C2AA C4 C5 117.59(16) . . ?
C7 C8 C9 119.48(16) . . ?
C30 C31 C32 118.97(16) . . ?
C31 C32 C27 121.94(16) . . ?
C25 C26 C21 120.69(17) . . ?
C24 C23 C22 119.97(17) . . ?
O1 C6 C4 107.57(15) . . ?
C18 C19 C20 120.15(18) . . ?
C11 C12 C7 120.05(16) . . ?
C1AA C5 C4 119.27(19) . . ?
C28 C29 C30 120.05(16) . . ?
C18 C17 C16 120.42(18) . . ?
N2 C2AA C4 124.37(19) . . ?
C23 C24 C25 119.63(16) . . ?
C5 C1AA C0AA 118.7(2) . . ?
O2 C33 C34 110.9(2) . . ?
O2 C33 C3AA 84.0(2) . . ?
N2 C0AA C1AA 123.84(18) . . ?
C26 C25 C24 120.43(17) . . ?
C38 C34 C33 122.4(2) . . ?
C35 C34 C33 121.3(2) . . ?
C35 C34 C38 115.2(2) . . ?
C19 C18 C17 119.82(16) . . ?
C37 C38 C34 118.3(3) . . ?
C36 C37 C38 118.7(3) . . ?
N1 C36 C37 127.2(3) . . ?
C1 C3AA C33 132.3(2) . . ?
C1 C3AA C35 120.0 . . ?
C35 C3AA C33 103.9(2) . . ?
C3AA C1 C2 120.0 . . ?
C1 C2 C2 119.5(5) . 3_667 ?
C3 C2 C1 120.0 . . ?
C3 C2 C2 102.8(5) . 3_667 ?
C2 C3 N1 120.0 . . ?
C36 N1 C35 111.4(2) . . ?
C35 N1 C3 120.0 . . ?
C34 C35 N1 126.82(19) . . ?
N1 C35 C3AA 120.0 . . ?

_shelx_SHELXL_version_number     2014/7
_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 1.812
_oxdiff_exptl_absorpt_empirical_full_min 0.652
####################################################################### 
# 
# 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_TPE-BY-3-2
_database_code_depnum_ccdc_archive 'CCDC 1833480'
_audit_update_record             
;
2018-03-29 deposited with the CCDC.	2019-03-01 downloaded from the CCDC.
;
_audit_creation_date             2018-01-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5155)
;
_chemical_formula_moiety         'C38 H30 N2 O2'
_chemical_formula_sum            'C38 H30 N2 O2'
_chemical_formula_weight         546.67
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.05239 0.03377 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.03256 0.01839 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   22.5985(5)
_cell_length_b                   5.88283(9)
_cell_length_c                   23.3075(5)
_cell_angle_alpha                90
_cell_angle_beta                 108.792(2)
_cell_angle_gamma                90
_cell_volume                     2933.40(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6323
_cell_measurement_temperature    298
_cell_measurement_theta_max      73.2640
_cell_measurement_theta_min      3.8770
_exptl_absorpt_coefficient_mu    0.599
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49386
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.2377
_exptl_crystal_description       plate
_exptl_crystal_F_000             1155.4249
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.02
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            13921
_diffrn_reflns_theta_full        74.2000
_diffrn_reflns_theta_max         74.20
_diffrn_reflns_theta_min         3.87
_diffrn_ambient_temperature      298
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.9644
_diffrn_measured_fraction_theta_max 0.9644
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -9.00  21.00   0.50    0.50    --    0.00 -57.00-180.00   60
  2  ω     44.00  70.00   0.50    0.50    --    0.00  38.00 -90.00   52
  3  ω    -81.00 -39.00   0.50    0.50    --    0.00 -57.00-180.00   84
  4  ω    -89.00  13.00   0.50    0.50    --    0.00 -38.00  30.00  204
  5  ω     20.00 114.00   0.50    1.72    --   95.20 -45.00 -90.00  188
  6  ω     72.00 164.00   0.50    1.72    --   95.20  61.00  60.00  184
  7  ω    131.00 184.00   0.50    1.72    --   95.20  77.00 -60.00  106
  8  ω    130.00 182.00   0.50    1.72    --   95.20  61.00   0.00  104
  9  ω     91.00 125.00   0.50    1.72    --   95.20  61.00   0.00   68
 10  ω     75.00 112.00   0.50    1.72    --   95.20 -30.00  30.00   74
 11  ω    121.00 164.00   0.50    1.72    --   95.20  61.00 -30.00   86
 12  ω     86.00 165.00   0.50    1.72    --   95.20  30.00 150.00  158
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0485305000
_diffrn_orient_matrix_UB_12      -0.1708130000
_diffrn_orient_matrix_UB_13      0.0077575000
_diffrn_orient_matrix_UB_21      0.0145239000
_diffrn_orient_matrix_UB_22      0.0759427000
_diffrn_orient_matrix_UB_23      0.0664119000
_diffrn_orient_matrix_UB_31      -0.0511654000
_diffrn_orient_matrix_UB_32      0.1833305000
_diffrn_orient_matrix_UB_33      -0.0201968000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              26
_reflns_limit_h_min              -27
_reflns_limit_k_max              7
_reflns_limit_k_min              0
_reflns_limit_l_max              28
_reflns_limit_l_min              0
_reflns_number_gt                4726
_reflns_number_total             5770
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.1929
_refine_diff_density_min         -0.2613
_refine_diff_density_rms         0.0666
_refine_ls_d_res_high            0.8012
_refine_ls_d_res_low             11.4176
_refine_ls_goodness_of_fit_ref   1.1370
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    58
_refine_ls_number_parameters     378
_refine_ls_number_reflns         5770
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0494
_refine_ls_restrained_S_all      1.1370
_refine_ls_shift/su_max          0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1481
_refine_ls_wR_factor_ref         0.1562
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C33(H33a,H33b), C21(H21a,H21b)
2.b Aromatic/amide H refined with riding coordinates:
 C31(H31), C32(H32), C29(H29), C28(H28), C14(H14), C13(H13), C12(H12),
 C11(H11), C10(H10), C3(H3), C2(H2), C1(H1), C6(H6), C5(H5), C16(H16), C17(H17),
  C19(H19), C20(H20), C37(H37), C36(H36), C35(H35), C38(H38), C24(H24),
 C25(H25), C26(H26), C23(H23)
;
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_refinement_flags_posn
O1 O 0.05915(5) 0.17573(19) 0.45176(5) 0.0678(3) Uani 1.000000 .
O2 O 0.26262(5) 0.08975(19) 0.81514(5) 0.0663(3) Uani 1.000000 .
N1 N -0.16039(6) 0.4108(2) 0.35378(7) 0.0729(4) Uani 1.000000 .
N2 N 0.06104(10) 0.5124(4) 0.78946(12) 0.1151(7) Uani 1.000000 .
C1 C 0.53911(9) -0.2624(4) 0.68066(9) 0.0888(6) Uani 1.000000 .
H1 H 0.58085(9) -0.3063(4) 0.69491(9) 0.1066(8) Uiso 1.000000 R
C2 C 0.49527(10) -0.3989(4) 0.64079(10) 0.0880(6) Uani 1.000000 .
H2 H 0.50739(10) -0.5368(4) 0.62854(10) 0.1056(7) Uiso 1.000000 R
C3 C 0.43349(8) -0.3323(3) 0.61890(7) 0.0664(4) Uani 1.000000 .
H3 H 0.40435(8) -0.4258(3) 0.59191(7) 0.0797(5) Uiso 1.000000 R
C4 C 0.41440(6) -0.1281(2) 0.63664(5) 0.0467(3) Uani 1.000000 .
C5 C 0.45878(7) 0.0055(3) 0.67759(7) 0.0605(4) Uani 1.000000 .
H5 H 0.44693(7) 0.1421(3) 0.69082(7) 0.0726(4) Uiso 1.000000 R
C6 C 0.52069(8) -0.0629(4) 0.69896(8) 0.0814(5) Uani 1.000000 .
H6 H 0.55007(8) 0.0290(4) 0.72622(8) 0.0977(6) Uiso 1.000000 R
C7 C 0.34773(6) -0.0533(2) 0.61466(5) 0.0456(3) Uani 1.000000 .
C8 C 0.31684(6) -0.0224(2) 0.55515(6) 0.0467(3) Uani 1.000000 .
C9 C 0.34935(6) -0.0468(2) 0.50883(6) 0.0472(3) Uani 1.000000 .
C10 C 0.39355(7) 0.1082(3) 0.50445(7) 0.0617(4) Uani 1.000000 .
H10 H 0.40358(7) 0.2313(3) 0.53084(7) 0.0740(4) Uiso 1.000000 R
C11 C 0.42302(8) 0.0827(3) 0.46143(8) 0.0757(5) Uani 1.000000 .
H11 H 0.45221(8) 0.1900(3) 0.45869(8) 0.0908(6) Uiso 1.000000 R
C12 C 0.40974(9) -0.0988(3) 0.42282(8) 0.0771(5) Uani 1.000000 .
H12 H 0.43022(9) -0.1164(3) 0.39431(8) 0.0925(6) Uiso 1.000000 R
C13 C 0.36626(10) -0.2539(3) 0.42638(7) 0.0787(5) Uani 1.000000 .
H13 H 0.35760(10) -0.3794(3) 0.40074(7) 0.0944(6) Uiso 1.000000 R
C14 C 0.33499(8) -0.2251(3) 0.46805(7) 0.0644(4) Uani 1.000000 .
H14 H 0.30380(8) -0.3274(3) 0.46864(7) 0.0772(5) Uiso 1.000000 R
C15 C 0.32046(6) -0.0112(2) 0.66408(5) 0.0444(3) Uani 1.000000 .
C16 C 0.32813(6) -0.1738(2) 0.70934(6) 0.0507(3) Uani 1.000000 .
H16 H 0.34734(6) -0.3111(2) 0.70640(6) 0.0608(4) Uiso 1.000000 R
C17 C 0.30794(6) -0.1361(2) 0.75833(6) 0.0536(3) Uani 1.000000 .
H17 H 0.31331(6) -0.2480(2) 0.78778(6) 0.0643(4) Uiso 1.000000 R
C18 C 0.27966(6) 0.0679(2) 0.76387(6) 0.0488(3) Uani 1.000000 .
C19 C 0.27055(6) 0.2310(2) 0.71920(6) 0.0507(3) Uani 1.000000 .
H19 H 0.25087(6) 0.3673(2) 0.72211(6) 0.0608(4) Uiso 1.000000 R
C20 C 0.29094(6) 0.1904(2) 0.66997(6) 0.0495(3) Uani 1.000000 .
H20 H 0.28466(6) 0.3011(2) 0.64012(6) 0.0594(4) Uiso 1.000000 R
C21 C 0.25325(7) 0.3120(3) 0.83509(7) 0.0643(4) Uani 1.000000 .
H21a H 0.27075(7) 0.3179(3) 0.87891(7) 0.0772(5) Uiso 1.000000 R
H21b H 0.27581(7) 0.4206(3) 0.81866(7) 0.0772(5) Uiso 1.000000 R
C22 C 0.18605(7) 0.3809(2) 0.81676(6) 0.0573(3) Uani 1.000000 .
C23 C 0.13819(8) 0.2461(3) 0.78319(9) 0.0791(5) Uani 1.000000 .
H23 H 0.14655(8) 0.1060(3) 0.76901(9) 0.0950(6) Uiso 1.000000 R
C24 C 0.07715(10) 0.3198(5) 0.77047(11) 0.1011(7) Uani 1.000000 .
H24 H 0.04544(10) 0.2263(5) 0.74684(11) 0.1213(8) Uiso 1.000000 R
C25 C 0.10845(14) 0.6421(4) 0.82136(15) 0.1233(9) Uani 1.000000 .
H25 H 0.09880(14) 0.7819(4) 0.83473(15) 0.1480(11) Uiso 1.000000 R
C26 C 0.17001(11) 0.5862(3) 0.83596(11) 0.0943(6) Uani 1.000000 .
H26 H 0.20077(11) 0.6852(3) 0.85859(11) 0.1132(8) Uiso 1.000000 R
C27 C 0.24916(6) 0.0339(2) 0.52987(6) 0.0479(3) Uani 1.000000 .
C28 C 0.14039(7) -0.0517(3) 0.51232(7) 0.0600(4) Uani 1.000000 .
H28 H 0.11014(7) -0.1461(3) 0.51878(7) 0.0720(4) Uiso 1.000000 R
C29 C 0.20276(6) -0.1019(2) 0.53916(7) 0.0572(3) Uani 1.000000 .
H29 H 0.21403(6) -0.2291(2) 0.56398(7) 0.0686(4) Uiso 1.000000 R
C30 C 0.12238(6) 0.1388(3) 0.47573(6) 0.0549(3) Uani 1.000000 .
C31 C 0.16769(7) 0.2778(3) 0.46631(7) 0.0621(4) Uani 1.000000 .
H31 H 0.15635(7) 0.4077(3) 0.44255(7) 0.0745(4) Uiso 1.000000 R
C32 C 0.23004(7) 0.2219(3) 0.49256(7) 0.0595(4) Uani 1.000000 .
H32 H 0.26021(7) 0.3135(3) 0.48493(7) 0.0714(4) Uiso 1.000000 R
C33 C 0.03983(7) 0.3738(3) 0.41523(8) 0.0692(4) Uani 1.000000 .
H33a H 0.05723(7) 0.5087(3) 0.43852(8) 0.0831(5) Uiso 1.000000 R
H33b H 0.05447(7) 0.3669(3) 0.38046(8) 0.0831(5) Uiso 1.000000 R
C34 C -0.03006(7) 0.3837(3) 0.39469(6) 0.0584(4) Uani 1.000000 .
C35 C -0.06605(8) 0.2147(3) 0.36022(9) 0.0769(5) Uani 1.000000 .
H35 H -0.04744(8) 0.0873(3) 0.34970(9) 0.0922(6) Uiso 1.000000 R
C36 C -0.13013(8) 0.2356(3) 0.34132(9) 0.0805(5) Uani 1.000000 .
H36 H -0.15370(8) 0.1184(3) 0.31821(9) 0.0966(6) Uiso 1.000000 R
C37 C -0.12532(8) 0.5724(3) 0.38707(8) 0.0765(5) Uani 1.000000 .
H37 H -0.14530(8) 0.6984(3) 0.39650(8) 0.0918(6) Uiso 1.000000 R
C38 C -0.06077(8) 0.5667(3) 0.40884(8) 0.0711(4) Uani 1.000000 .
H38 H -0.03840(8) 0.6847(3) 0.43270(8) 0.0854(5) Uiso 1.000000 R


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 C30 1.3737(16) . ?
O1 C33 1.4262(18) . ?
O2 C18 1.3745(16) . ?
O2 C21 1.4259(19) . ?
N1 C36 1.320(2) . ?
N1 C37 1.318(2) . ?
N2 C24 1.310(3) . ?
N2 C25 1.330(3) . ?
C1 C2 1.377(3) . ?
C1 C6 1.359(3) . ?
C2 C3 1.380(2) . ?
C3 C4 1.3840(19) . ?
C4 C5 1.3851(19) . ?
C4 C7 1.4929(17) . ?
C5 C6 1.385(2) . ?
C7 C8 1.3492(17) . ?
C7 C15 1.4918(17) . ?
C8 C9 1.4957(18) . ?
C8 C27 1.4885(17) . ?
C9 C10 1.3800(19) . ?
C9 C14 1.3822(19) . ?
C10 C11 1.379(2) . ?
C11 C12 1.366(3) . ?
C12 C13 1.363(3) . ?
C13 C14 1.383(2) . ?
C15 C16 1.3929(17) . ?
C15 C20 1.3890(17) . ?
C16 C17 1.3773(18) . ?
C17 C18 1.3853(18) . ?
C18 C19 1.3815(18) . ?
C19 C20 1.3881(17) . ?
C21 C22 1.495(2) . ?
C22 C23 1.366(2) . ?
C22 C26 1.376(2) . ?
C23 C24 1.384(3) . ?
C25 C26 1.362(3) . ?
C27 C29 1.3893(18) . ?
C27 C32 1.3872(19) . ?
C28 C29 1.3772(19) . ?
C28 C30 1.387(2) . ?
C30 C31 1.382(2) . ?
C31 C32 1.383(2) . ?
C33 C34 1.496(2) . ?
C34 C35 1.369(2) . ?
C34 C38 1.377(2) . ?
C35 C36 1.377(2) . ?
C37 C38 1.382(2) . ?

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
C33 O1 C30 116.77(12) . . ?
C21 O2 C18 118.81(11) . . ?
C37 N1 C36 115.90(15) . . ?
C25 N2 C24 115.1(2) . . ?
C6 C1 C2 119.26(17) . . ?
C3 C2 C1 120.42(18) . . ?
C4 C3 C2 120.76(17) . . ?
C5 C4 C3 118.19(13) . . ?
C7 C4 C3 122.06(12) . . ?
C7 C4 C5 119.71(12) . . ?
C6 C5 C4 120.41(16) . . ?
C5 C6 C1 120.93(18) . . ?
C8 C7 C4 121.55(11) . . ?
C15 C7 C4 113.97(10) . . ?
C15 C7 C8 124.46(12) . . ?
C9 C8 C7 121.16(12) . . ?
C27 C8 C7 124.22(12) . . ?
C27 C8 C9 114.61(10) . . ?
C10 C9 C8 121.72(12) . . ?
C14 C9 C8 120.52(12) . . ?
C14 C9 C10 117.76(13) . . ?
C11 C10 C9 120.83(14) . . ?
C12 C11 C10 120.59(16) . . ?
C13 C12 C11 119.54(15) . . ?
C14 C13 C12 120.13(16) . . ?
C13 C14 C9 121.05(15) . . ?
C16 C15 C7 119.29(11) . . ?
C20 C15 C7 123.30(11) . . ?
C20 C15 C16 117.27(12) . . ?
C17 C16 C15 121.58(12) . . ?
C18 C17 C16 120.17(12) . . ?
C17 C18 O2 115.39(12) . . ?
C19 C18 O2 125.08(12) . . ?
C19 C18 C17 119.53(12) . . ?
C20 C19 C18 119.65(12) . . ?
C19 C20 C15 121.77(12) . . ?
C22 C21 O2 113.55(13) . . ?
C23 C22 C21 123.38(14) . . ?
C26 C22 C21 119.67(15) . . ?
C26 C22 C23 116.90(17) . . ?
C24 C23 C22 119.46(19) . . ?
C23 C24 N2 124.4(2) . . ?
C26 C25 N2 125.1(2) . . ?
C25 C26 C22 119.1(2) . . ?
C29 C27 C8 122.77(12) . . ?
C32 C27 C8 119.89(12) . . ?
C32 C27 C29 117.24(12) . . ?
C30 C28 C29 120.46(13) . . ?
C28 C29 C27 121.29(13) . . ?
C28 C30 O1 116.02(12) . . ?
C31 C30 O1 124.65(13) . . ?
C31 C30 C28 119.33(13) . . ?
C32 C31 C30 119.36(13) . . ?
C31 C32 C27 122.28(13) . . ?
C34 C33 O1 108.14(13) . . ?
C35 C34 C33 121.72(14) . . ?
C38 C34 C33 121.00(15) . . ?
C38 C34 C35 117.27(15) . . ?
C36 C35 C34 119.18(16) . . ?
C35 C36 N1 124.44(16) . . ?
C38 C37 N1 124.19(16) . . ?
C37 C38 C34 119.00(16) . . ?

_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 2.327
_oxdiff_exptl_absorpt_empirical_full_min 0.437
####################################################################### 
# 
# 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_1_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1833483'
_audit_update_record             
;
2018-03-29 deposited with the CCDC.	2019-03-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C37 H31 Cl3 N2 O2 S2'
_chemical_formula_weight         706.11

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'
Cl Cl 0.1484 0.1585 '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                   11.174(3)
_cell_length_b                   12.359(4)
_cell_length_c                   13.771(4)
_cell_angle_alpha                74.622(5)
_cell_angle_beta                 80.595(4)
_cell_angle_gamma                77.330(4)
_cell_volume                     1777.7(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1012
_cell_measurement_theta_min      2
_cell_measurement_theta_max      20

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_F_000             732
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.410
_shelx_estimated_absorpt_T_min   0.883
_shelx_estimated_absorpt_T_max   0.941
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.883
_exptl_absorpt_correction_T_max  0.941
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14384
_diffrn_reflns_av_unetI/netI     0.1198
_diffrn_reflns_av_R_equivalents  0.0698
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.543
_diffrn_reflns_theta_max         25.149
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             6345
_reflns_number_gt                2501
_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 SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXL-2014 (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'

_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)+(0.1463P)²+0.8498P] 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
_refine_ls_extinction_coef       0.005(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6345
_refine_ls_number_parameters     418
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1884
_refine_ls_R_factor_gt           0.0758
_refine_ls_wR_factor_ref         0.2943
_refine_ls_wR_factor_gt          0.2010
_refine_ls_goodness_of_fit_ref   0.941
_refine_ls_restrained_S_all      0.941
_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
Cl1 Cl 0.6277(2) 1.0930(2) 0.47725(18) 0.1191(9) Uani 1 1 d . . . . .
Cl2 Cl 0.8093(5) 0.9112(4) 0.5601(4) 0.277(3) Uani 1 1 d . . . . .
Cl3 Cl 0.8496(4) 1.0393(4) 0.3586(4) 0.259(3) Uani 1 1 d . . . . .
N1 N -0.0351(5) 0.7023(4) -0.6186(3) 0.0615(14) Uani 1 1 d . . . . .
N2 N 0.4028(5) 0.1691(5) 0.6463(4) 0.0702(15) Uani 1 1 d . . . . .
O1 O 0.1657(4) 0.6296(4) -0.4189(3) 0.0675(12) Uani 1 1 d . . . . .
O2 O 0.4139(4) 0.3254(4) 0.4452(3) 0.0737(13) Uani 1 1 d . . . . .
S1 S 0.10767(18) 0.82860(16) -0.73201(13) 0.0795(7) Uani 1 1 d . . . . .
S2 S 0.54994(19) 0.1891(2) 0.76071(14) 0.0912(7) Uani 1 1 d . . . . .
C1 C -0.1065(7) 0.7913(6) -0.7875(5) 0.083(2) Uani 1 1 d . . . . .
H1A H -0.1589 0.7354 -0.7699 0.125 Uiso 1 1 calc R U . . .
H1B H -0.0591 0.7881 -0.8518 0.125 Uiso 1 1 calc R U . . .
H1C H -0.1562 0.8660 -0.7917 0.125 Uiso 1 1 calc R U . . .
C2 C -0.0213(6) 0.7669(5) -0.7082(4) 0.0613(17) Uani 1 1 d . . . . .
C3 C 0.1428(6) 0.7647(5) -0.6120(5) 0.0664(18) Uani 1 1 d . . . . .
H3 H 0.2102 0.7727 -0.5847 0.080 Uiso 1 1 calc R U . . .
C4 C 0.0581(6) 0.7006(5) -0.5626(4) 0.0540(15) Uani 1 1 d . . . . .
C5 C 0.0541(6) 0.6323(6) -0.4552(4) 0.0635(17) Uani 1 1 d . . . . .
H5A H -0.0151 0.6670 -0.4142 0.076 Uiso 1 1 calc R U . . .
H5B H 0.0441 0.5553 -0.4517 0.076 Uiso 1 1 calc R U . . .
C6 C 0.1769(5) 0.5845(5) -0.3180(4) 0.0547(15) Uani 1 1 d . . . . .
C7 C 0.0919(6) 0.5256(5) -0.2508(4) 0.0576(16) Uani 1 1 d . . . . .
H7 H 0.0223 0.5146 -0.2731 0.069 Uiso 1 1 calc R U . . .
C8 C 0.1134(6) 0.4837(5) -0.1502(5) 0.0617(17) Uani 1 1 d . . . . .
H8 H 0.0565 0.4447 -0.1056 0.074 Uiso 1 1 calc R U . . .
C9 C 0.2163(5) 0.4973(5) -0.1130(4) 0.0533(15) Uani 1 1 d . . . . .
C10 C 0.2987(6) 0.5561(5) -0.1828(4) 0.0600(16) Uani 1 1 d . . . . .
H10 H 0.3683 0.5677 -0.1609 0.072 Uiso 1 1 calc R U . . .
C11 C 0.2804(6) 0.5975(5) -0.2830(4) 0.0658(18) Uani 1 1 d . . . . .
H11 H 0.3385 0.6348 -0.3279 0.079 Uiso 1 1 calc R U . . .
C12 C 0.2359(5) 0.4516(5) -0.0040(4) 0.0489(14) Uani 1 1 d . . . . .
C13 C 0.2343(5) 0.3253(5) 0.0334(4) 0.0503(15) Uani 1 1 d . . . . .
C14 C 0.3024(6) 0.2501(5) -0.0228(5) 0.0634(17) Uani 1 1 d . . . . .
H14 H 0.3474 0.2782 -0.0839 0.076 Uiso 1 1 calc R U . . .
C15 C 0.3045(7) 0.1335(6) 0.0108(6) 0.074(2) Uani 1 1 d . . . . .
H15 H 0.3531 0.0840 -0.0267 0.089 Uiso 1 1 calc R U . . .
C16 C 0.2353(7) 0.0910(6) 0.0989(6) 0.074(2) Uani 1 1 d . . . . .
H16 H 0.2354 0.0131 0.1208 0.089 Uiso 1 1 calc R U . . .
C17 C 0.1656(6) 0.1653(6) 0.1547(5) 0.0678(18) Uani 1 1 d . . . . .
H17 H 0.1186 0.1369 0.2146 0.081 Uiso 1 1 calc R U . . .
C18 C 0.1647(6) 0.2809(5) 0.1228(5) 0.0604(16) Uani 1 1 d . . . . .
H18 H 0.1172 0.3297 0.1614 0.072 Uiso 1 1 calc R U . . .
C19 C 0.2567(5) 0.5159(5) 0.0547(4) 0.0489(14) Uani 1 1 d . . . . .
C20 C 0.2436(5) 0.6415(5) 0.0208(4) 0.0492(14) Uani 1 1 d . . . . .
C21 C 0.1377(6) 0.7099(5) -0.0203(5) 0.0606(16) Uani 1 1 d . . . . .
H21 H 0.0740 0.6759 -0.0270 0.073 Uiso 1 1 calc R U . . .
C22 C 0.1264(7) 0.8269(6) -0.0510(5) 0.0691(18) Uani 1 1 d . . . . .
H22 H 0.0558 0.8711 -0.0787 0.083 Uiso 1 1 calc R U . . .
C23 C 0.2189(7) 0.8781(6) -0.0409(5) 0.077(2) Uani 1 1 d . . . . .
H23 H 0.2107 0.9571 -0.0618 0.092 Uiso 1 1 calc R U . . .
C24 C 0.3244(6) 0.8137(6) 0.0000(5) 0.0673(18) Uani 1 1 d . . . . .
H24 H 0.3872 0.8488 0.0067 0.081 Uiso 1 1 calc R U . . .
C25 C 0.3356(6) 0.6953(5) 0.0310(4) 0.0589(16) Uani 1 1 d . . . . .
H25 H 0.4062 0.6517 0.0591 0.071 Uiso 1 1 calc R U . . .
C26 C 0.2957(5) 0.4655(5) 0.1590(4) 0.0478(14) Uani 1 1 d . . . . .
C27 C 0.2416(6) 0.5137(5) 0.2404(4) 0.0579(16) Uani 1 1 d . . . . .
H27 H 0.1797 0.5781 0.2289 0.069 Uiso 1 1 calc R U . . .
C28 C 0.2756(5) 0.4702(5) 0.3365(4) 0.0568(16) Uani 1 1 d . . . . .
H28 H 0.2369 0.5046 0.3887 0.068 Uiso 1 1 calc R U . . .
C29 C 0.3680(5) 0.3748(5) 0.3549(4) 0.0531(15) Uani 1 1 d . . . . .
C30 C 0.4250(5) 0.3255(5) 0.2750(4) 0.0563(16) Uani 1 1 d . . . . .
H30 H 0.4879 0.2618 0.2865 0.068 Uiso 1 1 calc R U . . .
C31 C 0.3896(5) 0.3696(5) 0.1801(4) 0.0546(15) Uani 1 1 d . . . . .
H31 H 0.4288 0.3352 0.1280 0.066 Uiso 1 1 calc R U . . .
C32 C 0.3505(6) 0.3610(6) 0.5340(4) 0.0704(19) Uani 1 1 d . . . . .
H32A H 0.2641 0.3552 0.5419 0.084 Uiso 1 1 calc R U . . .
H32B H 0.3560 0.4394 0.5295 0.084 Uiso 1 1 calc R U . . .
C33 C 0.4136(6) 0.2819(6) 0.6212(4) 0.0622(17) Uani 1 1 d . . . . .
C34 C 0.4883(7) 0.3084(7) 0.6745(5) 0.080(2) Uani 1 1 d . . . . .
H34 H 0.5046 0.3811 0.6661 0.096 Uiso 1 1 calc R U . . .
C35 C 0.4690(6) 0.1097(6) 0.7186(5) 0.0715(19) Uani 1 1 d . . . . .
C36 C 0.4822(8) -0.0167(7) 0.7589(6) 0.108(3) Uani 1 1 d . . . . .
H36A H 0.4192 -0.0433 0.7368 0.161 Uiso 1 1 calc R U . . .
H36B H 0.4739 -0.0344 0.8316 0.161 Uiso 1 1 calc R U . . .
H36C H 0.5619 -0.0534 0.7341 0.161 Uiso 1 1 calc R U . . .
C37 C 0.7462(8) 0.9840(7) 0.4527(6) 0.105(3) Uani 1 1 d . . . . .
H37 H 0.7109 0.9311 0.4288 0.126 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
Cl1 C37 1.730(8) . ?
Cl2 C37 1.688(8) . ?
Cl3 C37 1.694(10) . ?
N1 C2 1.286(7) . ?
N1 C4 1.387(7) . ?
N2 C35 1.300(8) . ?
N2 C33 1.372(8) . ?
O1 C6 1.369(6) . ?
O1 C5 1.408(7) . ?
O2 C29 1.360(6) . ?
O2 C32 1.434(7) . ?
S1 C3 1.700(6) . ?
S1 C2 1.721(7) . ?
S2 C34 1.718(8) . ?
S2 C35 1.726(8) . ?
C1 C2 1.492(8) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C3 C4 1.348(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.495(8) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C11 1.379(8) . ?
C6 C7 1.395(8) . ?
C7 C8 1.384(8) . ?
C7 H7 0.9300 . ?
C8 C9 1.391(8) . ?
C8 H8 0.9300 . ?
C9 C10 1.391(8) . ?
C9 C12 1.491(7) . ?
C10 C11 1.371(8) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 C19 1.350(8) . ?
C12 C13 1.512(8) . ?
C13 C14 1.386(8) . ?
C13 C18 1.392(8) . ?
C14 C15 1.388(8) . ?
C14 H14 0.9300 . ?
C15 C16 1.371(9) . ?
C15 H15 0.9300 . ?
C16 C17 1.381(9) . ?
C16 H16 0.9300 . ?
C17 C18 1.377(8) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.479(8) . ?
C19 C26 1.501(7) . ?
C20 C25 1.385(8) . ?
C20 C21 1.400(8) . ?
C21 C22 1.378(8) . ?
C21 H21 0.9300 . ?
C22 C23 1.367(9) . ?
C22 H22 0.9300 . ?
C23 C24 1.382(9) . ?
C23 H23 0.9300 . ?
C24 C25 1.394(8) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 C27 1.396(8) . ?
C26 C31 1.400(8) . ?
C27 C28 1.372(8) . ?
C27 H27 0.9300 . ?
C28 C29 1.383(8) . ?
C28 H28 0.9300 . ?
C29 C30 1.395(8) . ?
C30 C31 1.363(7) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C32 C33 1.499(8) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 C34 1.339(9) . ?
C34 H34 0.9300 . ?
C35 C36 1.495(10) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 H37 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
C2 N1 C4 111.2(5) . . ?
C35 N2 C33 111.6(6) . . ?
C6 O1 C5 118.6(4) . . ?
C29 O2 C32 118.7(5) . . ?
C3 S1 C2 90.2(3) . . ?
C34 S2 C35 89.2(4) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 C1 125.7(6) . . ?
N1 C2 S1 113.9(5) . . ?
C1 C2 S1 120.4(5) . . ?
C4 C3 S1 109.7(5) . . ?
C4 C3 H3 125.1 . . ?
S1 C3 H3 125.1 . . ?
C3 C4 N1 115.0(5) . . ?
C3 C4 C5 126.7(6) . . ?
N1 C4 C5 118.3(5) . . ?
O1 C5 C4 108.1(5) . . ?
O1 C5 H5A 110.1 . . ?
C4 C5 H5A 110.1 . . ?
O1 C5 H5B 110.1 . . ?
C4 C5 H5B 110.1 . . ?
H5A C5 H5B 108.4 . . ?
O1 C6 C11 116.7(5) . . ?
O1 C6 C7 124.0(5) . . ?
C11 C6 C7 119.3(5) . . ?
C8 C7 C6 118.7(6) . . ?
C8 C7 H7 120.7 . . ?
C6 C7 H7 120.7 . . ?
C7 C8 C9 123.0(6) . . ?
C7 C8 H8 118.5 . . ?
C9 C8 H8 118.5 . . ?
C8 C9 C10 116.3(5) . . ?
C8 C9 C12 121.5(5) . . ?
C10 C9 C12 122.2(5) . . ?
C11 C10 C9 121.9(6) . . ?
C11 C10 H10 119.1 . . ?
C9 C10 H10 119.1 . . ?
C10 C11 C6 120.8(6) . . ?
C10 C11 H11 119.6 . . ?
C6 C11 H11 119.6 . . ?
C19 C12 C9 123.4(5) . . ?
C19 C12 C13 123.3(5) . . ?
C9 C12 C13 113.4(5) . . ?
C14 C13 C18 118.1(6) . . ?
C14 C13 C12 119.8(5) . . ?
C18 C13 C12 122.1(5) . . ?
C13 C14 C15 121.0(6) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 H14 119.5 . . ?
C16 C15 C14 120.3(6) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C15 C16 C17 119.2(6) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 H16 120.4 . . ?
C18 C17 C16 120.8(6) . . ?
C18 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C17 C18 C13 120.6(6) . . ?
C17 C18 H18 119.7 . . ?
C13 C18 H18 119.7 . . ?
C12 C19 C20 122.5(5) . . ?
C12 C19 C26 122.7(5) . . ?
C20 C19 C26 114.9(5) . . ?
C25 C20 C21 117.9(5) . . ?
C25 C20 C19 120.5(5) . . ?
C21 C20 C19 121.7(5) . . ?
C22 C21 C20 121.0(6) . . ?
C22 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
C23 C22 C21 120.1(6) . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C22 C23 C24 120.7(6) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C23 C24 C25 119.1(6) . . ?
C23 C24 H24 120.4 . . ?
C25 C24 H24 120.4 . . ?
C20 C25 C24 121.2(6) . . ?
C20 C25 H25 119.4 . . ?
C24 C25 H25 119.4 . . ?
C27 C26 C31 116.2(5) . . ?
C27 C26 C19 121.4(5) . . ?
C31 C26 C19 122.3(5) . . ?
C28 C27 C26 122.9(5) . . ?
C28 C27 H27 118.5 . . ?
C26 C27 H27 118.5 . . ?
C27 C28 C29 119.4(6) . . ?
C27 C28 H28 120.3 . . ?
C29 C28 H28 120.3 . . ?
O2 C29 C28 125.6(5) . . ?
O2 C29 C30 115.2(5) . . ?
C28 C29 C30 119.1(5) . . ?
C31 C30 C29 120.7(5) . . ?
C31 C30 H30 119.7 . . ?
C29 C30 H30 119.7 . . ?
C30 C31 C26 121.7(6) . . ?
C30 C31 H31 119.2 . . ?
C26 C31 H31 119.2 . . ?
O2 C32 C33 105.8(5) . . ?
O2 C32 H32A 110.6 . . ?
C33 C32 H32A 110.6 . . ?
O2 C32 H32B 110.6 . . ?
C33 C32 H32B 110.6 . . ?
H32A C32 H32B 108.7 . . ?
C34 C33 N2 115.0(6) . . ?
C34 C33 C32 126.2(7) . . ?
N2 C33 C32 118.6(6) . . ?
C33 C34 S2 110.5(6) . . ?
C33 C34 H34 124.8 . . ?
S2 C34 H34 124.8 . . ?
N2 C35 C36 124.5(7) . . ?
N2 C35 S2 113.8(6) . . ?
C36 C35 S2 121.7(6) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
Cl2 C37 Cl3 113.3(6) . . ?
Cl2 C37 Cl1 110.2(5) . . ?
Cl3 C37 Cl1 109.1(5) . . ?
Cl2 C37 H37 108.0 . . ?
Cl3 C37 H37 108.0 . . ?
Cl1 C37 H37 108.0 . . ?

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
C4 N1 C2 C1 -178.1(6) . . . . ?
C4 N1 C2 S1 1.0(7) . . . . ?
C3 S1 C2 N1 -1.1(5) . . . . ?
C3 S1 C2 C1 178.0(5) . . . . ?
C2 S1 C3 C4 0.9(5) . . . . ?
S1 C3 C4 N1 -0.5(7) . . . . ?
S1 C3 C4 C5 -178.8(5) . . . . ?
C2 N1 C4 C3 -0.3(8) . . . . ?
C2 N1 C4 C5 178.2(5) . . . . ?
C6 O1 C5 C4 171.6(5) . . . . ?
C3 C4 C5 O1 -10.2(9) . . . . ?
N1 C4 C5 O1 171.6(5) . . . . ?
C5 O1 C6 C11 -171.4(6) . . . . ?
C5 O1 C6 C7 9.8(9) . . . . ?
O1 C6 C7 C8 179.9(5) . . . . ?
C11 C6 C7 C8 1.2(9) . . . . ?
C6 C7 C8 C9 -0.2(9) . . . . ?
C7 C8 C9 C10 -0.1(9) . . . . ?
C7 C8 C9 C12 179.6(5) . . . . ?
C8 C9 C10 C11 -0.6(9) . . . . ?
C12 C9 C10 C11 179.7(6) . . . . ?
C9 C10 C11 C6 1.6(10) . . . . ?
O1 C6 C11 C10 179.3(5) . . . . ?
C7 C6 C11 C10 -1.8(10) . . . . ?
C8 C9 C12 C19 -126.8(7) . . . . ?
C10 C9 C12 C19 52.9(8) . . . . ?
C8 C9 C12 C13 55.1(7) . . . . ?
C10 C9 C12 C13 -125.2(6) . . . . ?
C19 C12 C13 C14 -130.6(6) . . . . ?
C9 C12 C13 C14 47.5(7) . . . . ?
C19 C12 C13 C18 50.4(8) . . . . ?
C9 C12 C13 C18 -131.5(6) . . . . ?
C18 C13 C14 C15 -2.2(9) . . . . ?
C12 C13 C14 C15 178.8(6) . . . . ?
C13 C14 C15 C16 2.3(10) . . . . ?
C14 C15 C16 C17 -1.2(10) . . . . ?
C15 C16 C17 C18 0.1(10) . . . . ?
C16 C17 C18 C13 0.0(10) . . . . ?
C14 C13 C18 C17 1.0(9) . . . . ?
C12 C13 C18 C17 -179.9(6) . . . . ?
C9 C12 C19 C20 9.4(9) . . . . ?
C13 C12 C19 C20 -172.7(5) . . . . ?
C9 C12 C19 C26 -170.2(5) . . . . ?
C13 C12 C19 C26 7.7(9) . . . . ?
C12 C19 C20 C25 -131.5(6) . . . . ?
C26 C19 C20 C25 48.2(7) . . . . ?
C12 C19 C20 C21 50.0(8) . . . . ?
C26 C19 C20 C21 -130.4(6) . . . . ?
C25 C20 C21 C22 1.0(9) . . . . ?
C19 C20 C21 C22 179.6(6) . . . . ?
C20 C21 C22 C23 -0.5(10) . . . . ?
C21 C22 C23 C24 0.0(10) . . . . ?
C22 C23 C24 C25 0.0(10) . . . . ?
C21 C20 C25 C24 -1.0(9) . . . . ?
C19 C20 C25 C24 -179.6(5) . . . . ?
C23 C24 C25 C20 0.6(9) . . . . ?
C12 C19 C26 C27 -135.1(6) . . . . ?
C20 C19 C26 C27 45.3(7) . . . . ?
C12 C19 C26 C31 46.3(8) . . . . ?
C20 C19 C26 C31 -133.3(6) . . . . ?
C31 C26 C27 C28 -0.9(9) . . . . ?
C19 C26 C27 C28 -179.6(6) . . . . ?
C26 C27 C28 C29 0.4(10) . . . . ?
C32 O2 C29 C28 11.0(9) . . . . ?
C32 O2 C29 C30 -171.9(6) . . . . ?
C27 C28 C29 O2 177.4(5) . . . . ?
C27 C28 C29 C30 0.5(9) . . . . ?
O2 C29 C30 C31 -178.0(5) . . . . ?
C28 C29 C30 C31 -0.7(9) . . . . ?
C29 C30 C31 C26 0.2(9) . . . . ?
C27 C26 C31 C30 0.6(9) . . . . ?
C19 C26 C31 C30 179.3(5) . . . . ?
C29 O2 C32 C33 173.2(5) . . . . ?
C35 N2 C33 C34 0.1(8) . . . . ?
C35 N2 C33 C32 175.6(5) . . . . ?
O2 C32 C33 C34 107.4(7) . . . . ?
O2 C32 C33 N2 -67.7(7) . . . . ?
N2 C33 C34 S2 0.1(7) . . . . ?
C32 C33 C34 S2 -175.1(5) . . . . ?
C35 S2 C34 C33 -0.1(5) . . . . ?
C33 N2 C35 C36 -176.5(6) . . . . ?
C33 N2 C35 S2 -0.2(7) . . . . ?
C34 S2 C35 N2 0.2(5) . . . . ?
C34 S2 C35 C36 176.6(6) . . . . ?

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
C37 H37 N2 0.98 2.45 3.421(10) 169.3 2_666
C37 H37 N2 0.98 2.45 3.421(10) 169.3 2_666

_refine_diff_density_max         0.475
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.093

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_1_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 1833478'
_audit_update_record             
;
2018-03-29 deposited with the CCDC.	2019-03-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H15 N O'
_chemical_formula_weight         273.32

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

_cell_length_a                   17.704(19)
_cell_length_b                   10.131(11)
_cell_length_c                   18.53(3)
_cell_angle_alpha                90
_cell_angle_beta                 117.784(13)
_cell_angle_gamma                90
_cell_volume                     2940(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1558
_cell_measurement_theta_min      2.3943
_cell_measurement_theta_max      20.1185

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.235
_exptl_crystal_F_000             1152
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.540
_exptl_crystal_size_mid          0.440
_exptl_crystal_size_min          0.260
_exptl_absorpt_coefficient_mu    0.076
_shelx_estimated_absorpt_T_min   0.960
_shelx_estimated_absorpt_T_max   0.980
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11249
_diffrn_reflns_av_unetI/netI     0.0426
_diffrn_reflns_av_R_equivalents  0.0479
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.394
_diffrn_reflns_theta_max         25.148
_diffrn_reflns_theta_full        25.148
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2632
_reflns_number_gt                1549
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0628P)²+0.2051P] 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-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0021(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2632
_refine_ls_number_parameters     192
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0931
_refine_ls_R_factor_gt           0.0460
_refine_ls_wR_factor_ref         0.1365
_refine_ls_wR_factor_gt          0.1124
_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
C1 C 0.59911(14) 0.5310(2) 0.27322(13) 0.0598(6) Uani 1 1 d . . . . .
H1 H 0.5655 0.5073 0.2189 0.072 Uiso 1 1 calc R U . . .
C2 C 0.66921(15) 0.4544(2) 0.32183(15) 0.0681(7) Uani 1 1 d . . . . .
H2 H 0.6831 0.3815 0.2998 0.082 Uiso 1 1 calc R U . . .
C3 C 0.71866(15) 0.4860(2) 0.40311(16) 0.0710(7) Uani 1 1 d . . . . .
H3 H 0.7655 0.4341 0.4360 0.085 Uiso 1 1 calc R U . . .
C4 C 0.69834(15) 0.5944(2) 0.43511(14) 0.0691(7) Uani 1 1 d . . . . .
H4 H 0.7315 0.6160 0.4898 0.083 Uiso 1 1 calc R U . . .
C5 C 0.62840(14) 0.6719(2) 0.38605(13) 0.0606(6) Uani 1 1 d . . . . .
H5 H 0.6151 0.7448 0.4085 0.073 Uiso 1 1 calc R U . . .
C6 C 0.57756(12) 0.6425(2) 0.30346(12) 0.0507(5) Uani 1 1 d . . . . .
C7 C 0.5000 0.7224(3) 0.2500 0.0504(7) Uani 1 2 d S T P . .
C8 C 0.5000 0.8573(3) 0.2500 0.0486(7) Uani 1 2 d S T P . .
C9 C 0.41985(12) 0.93661(19) 0.20787(12) 0.0494(5) Uani 1 1 d . . . . .
C10 C 0.34755(13) 0.9107(2) 0.21676(12) 0.0543(6) Uani 1 1 d . . . . .
H10 H 0.3491 0.8423 0.2509 0.065 Uiso 1 1 calc R U . . .
C11 C 0.27297(13) 0.9839(2) 0.17611(12) 0.0564(6) Uani 1 1 d . . . . .
H11 H 0.2255 0.9643 0.1831 0.068 Uiso 1 1 calc R U . . .
C12 C 0.26985(12) 1.08611(19) 0.12521(12) 0.0500(5) Uani 1 1 d . . . . .
C13 C 0.34159(13) 1.1171(2) 0.11729(13) 0.0553(6) Uani 1 1 d . . . . .
H13 H 0.3402 1.1870 0.0841 0.066 Uiso 1 1 calc R U . . .
C14 C 0.41555(13) 1.0442(2) 0.15868(12) 0.0545(6) Uani 1 1 d . . . . .
H14 H 0.4638 1.0673 0.1537 0.065 Uiso 1 1 calc R U . . .
C15 C 0.12045(14) 1.1191(3) 0.07721(15) 0.0788(8) Uani 1 1 d . . . . .
H15A H 0.1228 1.1331 0.1300 0.095 Uiso 1 1 calc R U . . .
H15B H 0.1126 1.0255 0.0650 0.095 Uiso 1 1 calc R U . . .
C16 C 0.04679(13) 1.1949(2) 0.01296(15) 0.0619(6) Uani 1 1 d . . . . .
C17 C 0.00718(18) 1.2948(3) 0.03130(18) 0.1024(10) Uani 1 1 d . . . . .
H17 H 0.0287 1.3229 0.0851 0.123 Uiso 1 1 calc R U . . .
C18 C -0.06361(18) 1.3541(3) -0.0282(2) 0.1034(10) Uani 1 1 d . . . . .
H18 H -0.0907 1.4218 -0.0153 0.124 Uiso 1 1 calc R U . . .
C19 C -0.09339(16) 1.3139(3) -0.10501(19) 0.0849(8) Uani 1 1 d . . . . .
H19 H -0.1423 1.3539 -0.1449 0.102 Uiso 1 1 calc R U . . .
N1 N -0.05652(16) 1.2187(3) -0.12778(14) 0.0997(8) Uani 1 1 d . . . . .
C20 C 0.01319(16) 1.1619(2) -0.06756(17) 0.0794(8) Uani 1 1 d . . . . .
H20 H 0.0402 1.0959 -0.0818 0.095 Uiso 1 1 calc R U . . .
O1 O 0.19814(8) 1.16205(14) 0.07967(9) 0.0638(5) 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 C2 1.383(3) . ?
C1 C6 1.391(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.381(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.373(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.388(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.399(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.501(3) . ?
C7 C8 1.366(4) . ?
C7 C6 1.501(3) 2_655 ?
C8 C9 1.495(3) 2_655 ?
C8 C9 1.495(3) . ?
C9 C10 1.390(3) . ?
C9 C14 1.400(3) . ?
C10 C11 1.390(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.385(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.381(3) . ?
C12 O1 1.384(2) . ?
C13 C14 1.383(3) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 O1 1.423(3) . ?
C15 C16 1.503(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.361(4) . ?
C16 C20 1.365(4) . ?
C17 C18 1.364(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.330(4) . ?
C18 H18 0.9300 . ?
C19 N1 1.338(3) . ?
C19 H19 0.9300 . ?
N1 C20 1.347(3) . ?
C20 H20 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 121.7(2) . . ?
C2 C1 H1 119.2 . . ?
C6 C1 H1 119.2 . . ?
C3 C2 C1 120.0(2) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C4 C3 C2 119.7(2) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 120.2(2) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C4 C5 C6 121.2(2) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C1 C6 C5 117.1(2) . . ?
C1 C6 C7 120.69(19) . . ?
C5 C6 C7 122.09(19) . . ?
C8 C7 C6 122.63(12) . 2_655 ?
C8 C7 C6 122.63(12) . . ?
C6 C7 C6 114.7(2) 2_655 . ?
C7 C8 C9 122.50(12) . 2_655 ?
C7 C8 C9 122.50(12) . . ?
C9 C8 C9 115.0(2) 2_655 . ?
C10 C9 C14 116.80(18) . . ?
C10 C9 C8 122.61(19) . . ?
C14 C9 C8 120.57(18) . . ?
C9 C10 C11 122.0(2) . . ?
C9 C10 H10 119.0 . . ?
C11 C10 H10 119.0 . . ?
C12 C11 C10 119.6(2) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C13 C12 C11 119.73(19) . . ?
C13 C12 O1 115.87(19) . . ?
C11 C12 O1 124.40(19) . . ?
C12 C13 C14 120.0(2) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 C9 121.80(19) . . ?
C13 C14 H14 119.1 . . ?
C9 C14 H14 119.1 . . ?
O1 C15 C16 109.77(19) . . ?
O1 C15 H15A 109.7 . . ?
C16 C15 H15A 109.7 . . ?
O1 C15 H15B 109.7 . . ?
C16 C15 H15B 109.7 . . ?
H15A C15 H15B 108.2 . . ?
C17 C16 C20 116.2(2) . . ?
C17 C16 C15 122.7(3) . . ?
C20 C16 C15 121.1(2) . . ?
C16 C17 C18 120.8(3) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
C19 C18 C17 119.1(3) . . ?
C19 C18 H18 120.4 . . ?
C17 C18 H18 120.4 . . ?
C18 C19 N1 123.3(3) . . ?
C18 C19 H19 118.3 . . ?
N1 C19 H19 118.3 . . ?
C19 N1 C20 116.1(3) . . ?
N1 C20 C16 124.4(3) . . ?
N1 C20 H20 117.8 . . ?
C16 C20 H20 117.8 . . ?
C12 O1 C15 116.61(17) . . ?

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
C6 C1 C2 C3 1.6(3) . . . . ?
C1 C2 C3 C4 -0.6(3) . . . . ?
C2 C3 C4 C5 0.0(3) . . . . ?
C3 C4 C5 C6 -0.4(3) . . . . ?
C2 C1 C6 C5 -1.9(3) . . . . ?
C2 C1 C6 C7 -178.62(19) . . . . ?
C4 C5 C6 C1 1.3(3) . . . . ?
C4 C5 C6 C7 177.96(19) . . . . ?
C1 C6 C7 C8 -137.86(16) . . . . ?
C5 C6 C7 C8 45.6(2) . . . . ?
C1 C6 C7 C6 42.14(16) . . . 2_655 ?
C5 C6 C7 C6 -134.4(2) . . . 2_655 ?
C6 C7 C8 C9 -169.33(13) 2_655 . . 2_655 ?
C6 C7 C8 C9 10.67(13) . . . 2_655 ?
C6 C7 C8 C9 10.67(13) 2_655 . . . ?
C6 C7 C8 C9 -169.33(13) . . . . ?
C7 C8 C9 C10 47.6(2) . . . . ?
C9 C8 C9 C10 -132.4(2) 2_655 . . . ?
C7 C8 C9 C14 -134.11(16) . . . . ?
C9 C8 C9 C14 45.89(16) 2_655 . . . ?
C14 C9 C10 C11 2.8(3) . . . . ?
C8 C9 C10 C11 -178.90(18) . . . . ?
C9 C10 C11 C12 -0.1(3) . . . . ?
C10 C11 C12 C13 -2.1(3) . . . . ?
C10 C11 C12 O1 177.59(18) . . . . ?
C11 C12 C13 C14 1.5(3) . . . . ?
O1 C12 C13 C14 -178.21(18) . . . . ?
C12 C13 C14 C9 1.3(3) . . . . ?
C10 C9 C14 C13 -3.4(3) . . . . ?
C8 C9 C14 C13 178.26(18) . . . . ?
O1 C15 C16 C17 -103.5(3) . . . . ?
O1 C15 C16 C20 79.8(3) . . . . ?
C20 C16 C17 C18 2.0(4) . . . . ?
C15 C16 C17 C18 -174.8(3) . . . . ?
C16 C17 C18 C19 -0.5(5) . . . . ?
C17 C18 C19 N1 -1.2(5) . . . . ?
C18 C19 N1 C20 1.3(4) . . . . ?
C19 N1 C20 C16 0.4(4) . . . . ?
C17 C16 C20 N1 -2.0(4) . . . . ?
C15 C16 C20 N1 174.9(2) . . . . ?
C13 C12 O1 C15 170.69(19) . . . . ?
C11 C12 O1 C15 -9.0(3) . . . . ?
C16 C15 O1 C12 -168.81(19) . . . . ?

_refine_diff_density_max         0.133
_refine_diff_density_min         -0.152
_refine_diff_density_rms         0.032

####################################################################### 
# 
# 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_1_CCDC5
_database_code_depnum_ccdc_archive 'CCDC 1833476'
_audit_update_record             
;
2018-03-29 deposited with the CCDC.	2019-03-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H15 N O'
_chemical_formula_weight         273.32

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

_cell_length_a                   17.97(3)
_cell_length_b                   10.134(15)
_cell_length_c                   18.39(3)
_cell_angle_alpha                90
_cell_angle_beta                 116.463(12)
_cell_angle_gamma                90
_cell_volume                     2997(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3799
_cell_measurement_theta_min      2.3754
_cell_measurement_theta_max      23.8037

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.212
_exptl_crystal_F_000             1152
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.410
_exptl_crystal_size_min          0.350
_exptl_absorpt_coefficient_mu    0.075
_shelx_estimated_absorpt_T_min   0.969
_shelx_estimated_absorpt_T_max   0.974
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.969
_exptl_absorpt_correction_T_max  0.974
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11276
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.375
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_full        24.996
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2627
_reflns_number_gt                1933
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0937P)²+1.0602P] 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-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0062(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2627
_refine_ls_number_parameters     192
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0687
_refine_ls_R_factor_gt           0.0511
_refine_ls_wR_factor_ref         0.1686
_refine_ls_wR_factor_gt          0.1557
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_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 1.13523(9) 0.08977(14) 0.07897(9) 0.0772(5) Uani 1 1 d . . . . .
N1 N 1.27847(17) -0.0280(4) 0.0320(2) 0.1744(17) Uani 1 1 d . . . . .
C1 C 1.02480(12) 0.60951(17) 0.19566(11) 0.0579(5) Uani 1 1 d . . . . .
C2 C 1.08042(13) 0.7139(2) 0.22621(13) 0.0710(6) Uani 1 1 d . . . . .
H2 H 1.1034 0.7335 0.2814 0.085 Uiso 1 1 calc R U . . .
C3 C 1.10211(14) 0.7892(2) 0.17563(14) 0.0790(6) Uani 1 1 d . . . . .
H3 H 1.1402 0.8577 0.1974 0.095 Uiso 1 1 calc R U . . .
C4 C 1.06795(15) 0.7638(2) 0.09347(14) 0.0766(6) Uani 1 1 d . . . . .
H4 H 1.0825 0.8150 0.0598 0.092 Uiso 1 1 calc R U . . .
C5 C 1.01204(14) 0.6617(2) 0.06185(12) 0.0739(6) Uani 1 1 d . . . . .
H5 H 0.9888 0.6436 0.0065 0.089 Uiso 1 1 calc R U . . .
C6 C 0.99027(13) 0.58553(19) 0.11220(11) 0.0657(5) Uani 1 1 d . . . . .
H6 H 0.9521 0.5174 0.0900 0.079 Uiso 1 1 calc R U . . .
C7 C 1.0000 0.5300(2) 0.2500 0.0572(6) Uani 1 2 d S T P . .
C8 C 1.0000 0.3957(2) 0.2500 0.0563(6) Uani 1 2 d S T P . .
C9 C 1.03889(11) 0.31645(17) 0.20736(11) 0.0566(5) Uani 1 1 d . . . . .
C10 C 1.11821(12) 0.3410(2) 0.21642(12) 0.0662(5) Uani 1 1 d . . . . .
H10 H 1.1490 0.4088 0.2507 0.079 Uiso 1 1 calc R U . . .
C11 C 1.15328(13) 0.2674(2) 0.17583(13) 0.0694(6) Uani 1 1 d . . . . .
H11 H 1.2068 0.2861 0.1830 0.083 Uiso 1 1 calc R U . . .
C12 C 1.10808(12) 0.16570(17) 0.12450(11) 0.0601(5) Uani 1 1 d . . . . .
C13 C 1.02989(12) 0.13608(19) 0.11674(11) 0.0632(5) Uani 1 1 d . . . . .
H13 H 1.0000 0.0662 0.0840 0.076 Uiso 1 1 calc R U . . .
C14 C 0.99630(12) 0.21015(19) 0.15757(11) 0.0616(5) Uani 1 1 d . . . . .
H14 H 0.9436 0.1889 0.1519 0.074 Uiso 1 1 calc R U . . .
C15 C 1.20703(16) 0.1319(3) 0.07290(18) 0.0962(8) Uani 1 1 d . . . . .
H15A H 1.2558 0.1183 0.1243 0.115 Uiso 1 1 calc R U . . .
H15B H 1.2029 0.2252 0.0599 0.115 Uiso 1 1 calc R U . . .
C16 C 1.21486(15) 0.0539(3) 0.00733(17) 0.0845(7) Uani 1 1 d . . . . .
C17 C 1.1604(2) 0.0704(3) -0.07214(18) 0.0996(8) Uani 1 1 d . . . . .
H17 H 1.1159 0.1285 -0.0868 0.120 Uiso 1 1 calc R U . . .
C18 C 1.1716(3) 0.0003(4) -0.1308(2) 0.1223(12) Uani 1 1 d . . . . .
H18 H 1.1351 0.0097 -0.1856 0.147 Uiso 1 1 calc R U . . .
C19 C 1.2390(3) -0.0847(5) -0.1054(3) 0.1606(19) Uani 1 1 d . . . . .
H19 H 1.2495 -0.1333 -0.1428 0.193 Uiso 1 1 calc R U . . .
C20 C 1.2880(2) -0.0946(6) -0.0264(3) 0.226(3) Uani 1 1 d . . . . .
H20 H 1.3326 -0.1526 -0.0101 0.271 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 C12 1.376(2) . ?
O1 C15 1.410(3) . ?
N1 C16 1.318(4) . ?
N1 C20 1.343(5) . ?
C1 C2 1.390(3) . ?
C1 C6 1.396(3) . ?
C1 C7 1.498(3) . ?
C2 C3 1.386(3) . ?
C3 C4 1.378(4) . ?
C4 C5 1.378(3) . ?
C5 C6 1.388(3) . ?
C7 C8 1.361(4) . ?
C7 C1 1.498(3) 2_755 ?
C8 C9 1.495(3) 2_755 ?
C8 C9 1.495(3) . ?
C9 C10 1.382(3) . ?
C9 C14 1.400(3) . ?
C10 C11 1.389(3) . ?
C11 C12 1.389(3) . ?
C12 C13 1.380(3) . ?
C13 C14 1.377(3) . ?
C15 C16 1.500(4) . ?
C16 C17 1.359(4) . ?
C17 C18 1.379(4) . ?
C18 C19 1.386(6) . ?
C19 C20 1.325(6) . ?

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
C12 O1 C15 117.64(17) . . ?
C16 N1 C20 116.1(3) . . ?
C2 C1 C6 117.64(17) . . ?
C2 C1 C7 120.91(18) . . ?
C6 C1 C7 121.39(18) . . ?
C3 C2 C1 120.9(2) . . ?
C4 C3 C2 120.8(2) . . ?
C3 C4 C5 119.18(19) . . ?
C4 C5 C6 120.4(2) . . ?
C5 C6 C1 121.1(2) . . ?
C8 C7 C1 122.55(11) . . ?
C8 C7 C1 122.55(11) . 2_755 ?
C1 C7 C1 114.9(2) . 2_755 ?
C7 C8 C9 122.48(11) . 2_755 ?
C7 C8 C9 122.48(11) . . ?
C9 C8 C9 115.0(2) 2_755 . ?
C10 C9 C14 116.83(17) . . ?
C10 C9 C8 122.55(17) . . ?
C14 C9 C8 120.60(18) . . ?
C9 C10 C11 121.93(18) . . ?
C12 C11 C10 119.7(2) . . ?
O1 C12 C13 115.83(17) . . ?
O1 C12 C11 124.7(2) . . ?
C13 C12 C11 119.44(18) . . ?
C14 C13 C12 119.90(18) . . ?
C13 C14 C9 122.10(19) . . ?
O1 C15 C16 108.74(19) . . ?
N1 C16 C17 123.1(3) . . ?
N1 C16 C15 115.6(3) . . ?
C17 C16 C15 121.2(3) . . ?
C16 C17 C18 119.4(3) . . ?
C17 C18 C19 117.9(3) . . ?
C20 C19 C18 118.0(3) . . ?
C19 C20 N1 125.4(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
C6 C1 C2 C3 -1.5(3) . . . . ?
C7 C1 C2 C3 -178.68(18) . . . . ?
C1 C2 C3 C4 1.1(3) . . . . ?
C2 C3 C4 C5 -0.4(3) . . . . ?
C3 C4 C5 C6 0.2(3) . . . . ?
C4 C5 C6 C1 -0.6(3) . . . . ?
C2 C1 C6 C5 1.3(3) . . . . ?
C7 C1 C6 C5 178.43(17) . . . . ?
C2 C1 C7 C8 -132.06(16) . . . . ?
C6 C1 C7 C8 50.9(2) . . . . ?
C2 C1 C7 C1 47.94(16) . . . 2_755 ?
C6 C1 C7 C1 -129.1(2) . . . 2_755 ?
C1 C7 C8 C9 -168.69(12) . . . 2_755 ?
C1 C7 C8 C9 11.31(12) 2_755 . . 2_755 ?
C1 C7 C8 C9 11.31(12) . . . . ?
C1 C7 C8 C9 -168.69(12) 2_755 . . . ?
C7 C8 C9 C10 48.7(2) . . . . ?
C9 C8 C9 C10 -131.3(2) 2_755 . . . ?
C7 C8 C9 C14 -133.10(15) . . . . ?
C9 C8 C9 C14 46.90(15) 2_755 . . . ?
C14 C9 C10 C11 2.4(3) . . . . ?
C8 C9 C10 C11 -179.39(17) . . . . ?
C9 C10 C11 C12 -0.1(3) . . . . ?
C15 O1 C12 C13 168.3(2) . . . . ?
C15 O1 C12 C11 -11.5(3) . . . . ?
C10 C11 C12 O1 177.42(18) . . . . ?
C10 C11 C12 C13 -2.3(3) . . . . ?
O1 C12 C13 C14 -177.51(16) . . . . ?
C11 C12 C13 C14 2.2(3) . . . . ?
C12 C13 C14 C9 0.2(3) . . . . ?
C10 C9 C14 C13 -2.5(3) . . . . ?
C8 C9 C14 C13 179.28(16) . . . . ?
C12 O1 C15 C16 -167.8(2) . . . . ?
C20 N1 C16 C17 0.9(6) . . . . ?
C20 N1 C16 C15 -177.6(4) . . . . ?
O1 C15 C16 N1 -112.5(3) . . . . ?
O1 C15 C16 C17 69.0(3) . . . . ?
N1 C16 C17 C18 -0.7(4) . . . . ?
C15 C16 C17 C18 177.6(2) . . . . ?
C16 C17 C18 C19 -0.1(4) . . . . ?
C17 C18 C19 C20 0.8(6) . . . . ?
C18 C19 C20 N1 -0.6(9) . . . . ?
C16 N1 C20 C19 -0.2(8) . . . . ?

_refine_diff_density_max         0.251
_refine_diff_density_min         -0.213
_refine_diff_density_rms         0.032

####################################################################### 
# 
# 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_1_CCDC6
_database_code_depnum_ccdc_archive 'CCDC 1833481'
_audit_update_record             
;
2018-03-29 deposited with the CCDC.	2019-03-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H34 N2 O4'
_chemical_formula_weight         582.67

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'

_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                   12.0607(18)
_cell_length_b                   10.4171(15)
_cell_length_c                   26.268(4)
_cell_angle_alpha                90
_cell_angle_beta                 101.731(2)
_cell_angle_gamma                90
_cell_volume                     3231.4(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1573
_cell_measurement_theta_min      2.6073
_cell_measurement_theta_max      20.1100

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.198
_exptl_crystal_F_000             1232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   0.979
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.979
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17763
_diffrn_reflns_av_unetI/netI     0.0779
_diffrn_reflns_av_R_equivalents  0.0644
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.745
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        24.997
_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             5692
_reflns_number_gt                2887
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0688P)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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0029(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5692
_refine_ls_number_parameters     402
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1251
_refine_ls_R_factor_gt           0.0575
_refine_ls_wR_factor_ref         0.1586
_refine_ls_wR_factor_gt          0.1328
_refine_ls_goodness_of_fit_ref   0.973
_refine_ls_restrained_S_all      0.973
_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
O3 O 0.92781(16) 0.36134(19) 0.09890(6) 0.0624(6) Uani 1 1 d . . . . .
O1 O 0.94494(18) 0.7441(2) 0.53586(7) 0.0767(7) Uani 1 1 d . . . . .
C2 C 0.8990(2) 0.5148(3) 0.30306(9) 0.0439(7) Uani 1 1 d . . . . .
C27 C 0.9073(2) 0.4742(3) 0.24917(9) 0.0410(6) Uani 1 1 d . . . . .
C32 C 0.9004(2) 0.3458(3) 0.23571(9) 0.0495(7) Uani 1 1 d . . . . .
H32 H 0.8896 0.2857 0.2604 0.059 Uiso 1 1 calc R U . . .
C29 C 0.9272(2) 0.5220(3) 0.16137(9) 0.0509(7) Uani 1 1 d . . . . .
H29 H 0.9358 0.5824 0.1364 0.061 Uiso 1 1 calc R U . . .
C21 C 0.7952(2) 0.4675(2) 0.32013(9) 0.0437(6) Uani 1 1 d . . . . .
C10 C 0.8762(2) 0.7061(3) 0.39374(10) 0.0527(7) Uani 1 1 d . . . . .
H10 H 0.8200 0.7281 0.3653 0.063 Uiso 1 1 calc R U . . .
C1 C 0.9795(2) 0.5857(3) 0.33352(9) 0.0458(7) Uani 1 1 d . . . . .
C30 C 0.9218(2) 0.3935(3) 0.14920(9) 0.0462(7) Uani 1 1 d . . . . .
C22 C 0.6903(2) 0.4816(3) 0.28712(10) 0.0513(7) Uani 1 1 d . . . . .
H22 H 0.6858 0.5188 0.2546 0.062 Uiso 1 1 calc R U . . .
C28 C 0.9200(2) 0.5614(3) 0.21096(9) 0.0503(7) Uani 1 1 d . . . . .
H28 H 0.9239 0.6485 0.2188 0.060 Uiso 1 1 calc R U . . .
C9 C 0.9673(2) 0.6346(3) 0.38562(9) 0.0462(7) Uani 1 1 d . . . . .
C31 C 0.9090(2) 0.3035(3) 0.18652(9) 0.0510(7) Uani 1 1 d . . . . .
H31 H 0.9063 0.2164 0.1787 0.061 Uiso 1 1 calc R U . . .
C12 C 0.9485(3) 0.7158(3) 0.48487(10) 0.0563(8) Uani 1 1 d . . . . .
C11 C 0.8658(2) 0.7464(3) 0.44292(10) 0.0549(8) Uani 1 1 d . . . . .
H11 H 0.8030 0.7938 0.4473 0.066 Uiso 1 1 calc R U . . .
N2 N 0.9582(2) 0.1659(2) -0.04701(8) 0.0590(7) Uani 1 1 d . . . . .
C26 C 0.7992(2) 0.4066(3) 0.36737(9) 0.0558(8) Uani 1 1 d . . . . .
H26 H 0.8689 0.3932 0.3895 0.067 Uiso 1 1 calc R U . . .
C24 C 0.5982(3) 0.3841(3) 0.34979(12) 0.0653(9) Uani 1 1 d . . . . .
H24 H 0.5324 0.3583 0.3602 0.078 Uiso 1 1 calc R U . . .
C34 C 0.9749(2) 0.2243(3) 0.03536(10) 0.0571(8) Uani 1 1 d . . . . .
O2 O 0.9012(2) 0.9003(3) 0.68550(8) 0.0998(8) Uani 1 1 d . . . . .
C33 C 0.9580(3) 0.2315(3) 0.08987(10) 0.0633(8) Uani 1 1 d . . . . .
H33A H 0.8983 0.1733 0.0948 0.076 Uiso 1 1 calc R U . . .
H33B H 1.0272 0.2078 0.1139 0.076 Uiso 1 1 calc R U . . .
C3 C 1.0886(2) 0.6188(3) 0.31852(9) 0.0519(7) Uani 1 1 d . . . . .
C25 C 0.7024(3) 0.3659(3) 0.38205(11) 0.0657(9) Uani 1 1 d . . . . .
H25 H 0.7070 0.3256 0.4140 0.079 Uiso 1 1 calc R U . . .
C14 C 1.0517(2) 0.6099(3) 0.42903(10) 0.0721(10) Uani 1 1 d . . . . .
H14 H 1.1163 0.5660 0.4248 0.087 Uiso 1 1 calc R U . . .
C16 C 0.9046(3) 0.8745(3) 0.60240(10) 0.0612(8) Uani 1 1 d . . . . .
C19 C 1.0107(3) 0.9150(3) 0.62951(12) 0.0663(9) Uani 1 1 d . . . . .
C35 C 0.9196(3) 0.1484(3) -0.00369(11) 0.0619(8) Uani 1 1 d . . . . .
C23 C 0.5926(2) 0.4411(3) 0.30194(11) 0.0605(8) Uani 1 1 d . . . . .
H23 H 0.5228 0.4523 0.2796 0.073 Uiso 1 1 calc R U . . .
C13 C 1.0426(3) 0.6485(3) 0.47800(11) 0.0747(10) Uani 1 1 d . . . . .
H13 H 1.0999 0.6293 0.5064 0.090 Uiso 1 1 calc R U . . .
C15 C 0.8728(3) 0.8461(3) 0.54595(10) 0.0712(9) Uani 1 1 d . . . . .
H15A H 0.7940 0.8202 0.5367 0.085 Uiso 1 1 calc R U . . .
H15B H 0.8833 0.9215 0.5258 0.085 Uiso 1 1 calc R U . . .
O4 O 1.0429(3) 0.2596(3) -0.03639(11) 0.1263(11) Uani 1 1 d . . . . .
C17 C 0.8402(3) 0.8673(3) 0.63907(12) 0.0735(10) Uani 1 1 d . . . . .
N1 N 1.0117(2) 0.9310(3) 0.67913(10) 0.0781(8) Uani 1 1 d . . . . .
C4 C 1.1239(3) 0.7447(4) 0.31869(11) 0.0730(9) Uani 1 1 d . . . . .
H4 H 1.0788 0.8094 0.3281 0.088 Uiso 1 1 calc R U . . .
C8 C 1.1586(2) 0.5244(4) 0.30561(12) 0.0763(10) Uani 1 1 d . . . . .
H8 H 1.1372 0.4386 0.3058 0.092 Uiso 1 1 calc R U . . .
C37 C 1.0529(3) 0.2933(3) 0.01289(13) 0.0765(10) Uani 1 1 d . . . . .
C7 C 1.2600(3) 0.5568(5) 0.29241(14) 0.1063(15) Uani 1 1 d . . . . .
H7 H 1.3060 0.4926 0.2835 0.128 Uiso 1 1 calc R U . . .
C5 C 1.2257(4) 0.7762(5) 0.30508(13) 0.0994(13) Uani 1 1 d . . . . .
H5 H 1.2479 0.8616 0.3047 0.119 Uiso 1 1 calc R U . . .
C20 C 1.1167(3) 0.9389(4) 0.61081(15) 0.1023(12) Uani 1 1 d . . . . .
H20A H 1.1489 0.8585 0.6034 0.153 Uiso 1 1 calc R U . . .
H20B H 1.1695 0.9836 0.6371 0.153 Uiso 1 1 calc R U . . .
H20C H 1.1004 0.9901 0.5798 0.153 Uiso 1 1 calc R U . . .
C18 C 0.7207(3) 0.8306(4) 0.63819(14) 0.1078(14) Uani 1 1 d . . . . .
H18A H 0.7162 0.7396 0.6432 0.162 Uiso 1 1 calc R U . . .
H18B H 0.6745 0.8537 0.6052 0.162 Uiso 1 1 calc R U . . .
H18C H 0.6943 0.8748 0.6655 0.162 Uiso 1 1 calc R U . . .
C38 C 1.1383(4) 0.3908(4) 0.03733(17) 0.1299(17) Uani 1 1 d . . . . .
H38A H 1.1002 0.4624 0.0491 0.195 Uiso 1 1 calc R U . . .
H38B H 1.1805 0.4198 0.0122 0.195 Uiso 1 1 calc R U . . .
H38C H 1.1890 0.3529 0.0663 0.195 Uiso 1 1 calc R U . . .
C36 C 0.8281(3) 0.0520(3) -0.00785(13) 0.0864(11) Uani 1 1 d . . . . .
H36A H 0.7574 0.0901 -0.0244 0.130 Uiso 1 1 calc R U . . .
H36B H 0.8229 0.0231 0.0263 0.130 Uiso 1 1 calc R U . . .
H36C H 0.8445 -0.0196 -0.0281 0.130 Uiso 1 1 calc R U . . .
C6 C 1.2935(3) 0.6812(6) 0.29228(14) 0.1080(16) Uani 1 1 d . . . . .
H6 H 1.3623 0.7018 0.2835 0.130 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
O3 C30 1.379(3) . ?
O3 C33 1.433(3) . ?
O1 C12 1.381(3) . ?
O1 C15 1.433(3) . ?
C2 C1 1.346(3) . ?
C2 C21 1.496(3) . ?
C2 C27 1.500(3) . ?
C27 C32 1.382(3) . ?
C27 C28 1.385(3) . ?
C32 C31 1.389(3) . ?
C32 H32 0.9300 . ?
C29 C30 1.375(4) . ?
C29 C28 1.385(3) . ?
C29 H29 0.9300 . ?
C21 C26 1.385(3) . ?
C21 C22 1.389(3) . ?
C10 C9 1.379(3) . ?
C10 C11 1.388(3) . ?
C10 H10 0.9300 . ?
C1 C3 1.489(4) . ?
C1 C9 1.495(3) . ?
C30 C31 1.387(3) . ?
C22 C23 1.380(3) . ?
C22 H22 0.9300 . ?
C28 H28 0.9300 . ?
C9 C14 1.389(4) . ?
C31 H31 0.9300 . ?
C12 C11 1.365(4) . ?
C12 C13 1.377(4) . ?
C11 H11 0.9300 . ?
N2 C35 1.327(3) . ?
N2 O4 1.400(3) . ?
C26 C25 1.370(4) . ?
C26 H26 0.9300 . ?
C24 C25 1.378(4) . ?
C24 C23 1.379(4) . ?
C24 H24 0.9300 . ?
C34 C35 1.358(4) . ?
C34 C37 1.406(4) . ?
C34 C33 1.488(3) . ?
O2 C17 1.335(3) . ?
O2 N1 1.413(3) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C3 C4 1.378(4) . ?
C3 C8 1.383(4) . ?
C25 H25 0.9300 . ?
C14 C13 1.373(3) . ?
C14 H14 0.9300 . ?
C16 C17 1.357(4) . ?
C16 C19 1.398(4) . ?
C16 C15 1.484(4) . ?
C19 N1 1.311(3) . ?
C19 C20 1.481(4) . ?
C35 C36 1.479(4) . ?
C23 H23 0.9300 . ?
C13 H13 0.9300 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
O4 C37 1.323(4) . ?
C17 C18 1.486(4) . ?
C4 C5 1.386(4) . ?
C4 H4 0.9300 . ?
C8 C7 1.379(4) . ?
C8 H8 0.9300 . ?
C37 C38 1.496(5) . ?
C7 C6 1.358(6) . ?
C7 H7 0.9300 . ?
C5 C6 1.368(6) . ?
C5 H5 0.9300 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C6 H6 0.9300 . ?

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
C30 O3 C33 116.9(2) . . ?
C12 O1 C15 118.5(2) . . ?
C1 C2 C21 123.3(2) . . ?
C1 C2 C27 122.5(2) . . ?
C21 C2 C27 114.2(2) . . ?
C32 C27 C28 117.3(2) . . ?
C32 C27 C2 120.1(2) . . ?
C28 C27 C2 122.6(2) . . ?
C27 C32 C31 122.2(2) . . ?
C27 C32 H32 118.9 . . ?
C31 C32 H32 118.9 . . ?
C30 C29 C28 119.8(2) . . ?
C30 C29 H29 120.1 . . ?
C28 C29 H29 120.1 . . ?
C26 C21 C22 118.0(2) . . ?
C26 C21 C2 122.7(2) . . ?
C22 C21 C2 119.3(2) . . ?
C9 C10 C11 122.2(2) . . ?
C9 C10 H10 118.9 . . ?
C11 C10 H10 118.9 . . ?
C2 C1 C3 122.6(2) . . ?
C2 C1 C9 122.5(2) . . ?
C3 C1 C9 114.8(2) . . ?
C29 C30 O3 116.7(2) . . ?
C29 C30 C31 120.0(2) . . ?
O3 C30 C31 123.2(3) . . ?
C23 C22 C21 120.9(2) . . ?
C23 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?
C27 C28 C29 121.7(3) . . ?
C27 C28 H28 119.2 . . ?
C29 C28 H28 119.2 . . ?
C10 C9 C14 116.5(2) . . ?
C10 C9 C1 123.7(2) . . ?
C14 C9 C1 119.8(2) . . ?
C30 C31 C32 118.9(3) . . ?
C30 C31 H31 120.6 . . ?
C32 C31 H31 120.6 . . ?
C11 C12 C13 120.0(2) . . ?
C11 C12 O1 124.9(3) . . ?
C13 C12 O1 115.1(2) . . ?
C12 C11 C10 119.4(3) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
C35 N2 O4 107.1(2) . . ?
C25 C26 C21 121.2(3) . . ?
C25 C26 H26 119.4 . . ?
C21 C26 H26 119.4 . . ?
C25 C24 C23 119.3(3) . . ?
C25 C24 H24 120.3 . . ?
C23 C24 H24 120.3 . . ?
C35 C34 C37 104.4(3) . . ?
C35 C34 C33 127.9(3) . . ?
C37 C34 C33 127.7(3) . . ?
C17 O2 N1 107.9(2) . . ?
O3 C33 C34 107.2(2) . . ?
O3 C33 H33A 110.3 . . ?
C34 C33 H33A 110.3 . . ?
O3 C33 H33B 110.3 . . ?
C34 C33 H33B 110.3 . . ?
H33A C33 H33B 108.5 . . ?
C4 C3 C8 118.3(3) . . ?
C4 C3 C1 120.6(3) . . ?
C8 C3 C1 121.1(3) . . ?
C26 C25 C24 120.5(3) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C13 C14 C9 122.1(3) . . ?
C13 C14 H14 119.0 . . ?
C9 C14 H14 119.0 . . ?
C17 C16 C19 104.6(3) . . ?
C17 C16 C15 129.0(3) . . ?
C19 C16 C15 126.4(3) . . ?
N1 C19 C16 111.5(3) . . ?
N1 C19 C20 118.4(3) . . ?
C16 C19 C20 130.1(3) . . ?
N2 C35 C34 111.4(3) . . ?
N2 C35 C36 114.6(3) . . ?
C34 C35 C36 134.0(3) . . ?
C24 C23 C22 120.1(3) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C14 C13 C12 119.8(3) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
O1 C15 C16 106.8(2) . . ?
O1 C15 H15A 110.4 . . ?
C16 C15 H15A 110.4 . . ?
O1 C15 H15B 110.4 . . ?
C16 C15 H15B 110.4 . . ?
H15A C15 H15B 108.6 . . ?
C37 O4 N2 107.3(3) . . ?
O2 C17 C16 110.2(3) . . ?
O2 C17 C18 115.7(3) . . ?
C16 C17 C18 134.1(3) . . ?
C19 N1 O2 105.8(2) . . ?
C3 C4 C5 120.9(3) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C7 C8 C3 120.3(4) . . ?
C7 C8 H8 119.9 . . ?
C3 C8 H8 119.9 . . ?
O4 C37 C34 109.8(3) . . ?
O4 C37 C38 121.2(3) . . ?
C34 C37 C38 128.9(3) . . ?
C6 C7 C8 121.0(4) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 H7 119.5 . . ?
C6 C5 C4 119.8(4) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C7 C6 C5 119.8(4) . . ?
C7 C6 H6 120.1 . . ?
C5 C6 H6 120.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C27 C32 124.4(3) . . . . ?
C21 C2 C27 C32 -54.4(3) . . . . ?
C1 C2 C27 C28 -56.7(4) . . . . ?
C21 C2 C27 C28 124.5(3) . . . . ?
C28 C27 C32 C31 1.8(4) . . . . ?
C2 C27 C32 C31 -179.2(2) . . . . ?
C1 C2 C21 C26 -48.4(4) . . . . ?
C27 C2 C21 C26 130.4(3) . . . . ?
C1 C2 C21 C22 133.3(3) . . . . ?
C27 C2 C21 C22 -47.9(3) . . . . ?
C21 C2 C1 C3 172.5(2) . . . . ?
C27 C2 C1 C3 -6.3(4) . . . . ?
C21 C2 C1 C9 -6.0(4) . . . . ?
C27 C2 C1 C9 175.2(2) . . . . ?
C28 C29 C30 O3 179.1(2) . . . . ?
C28 C29 C30 C31 0.0(4) . . . . ?
C33 O3 C30 C29 160.8(2) . . . . ?
C33 O3 C30 C31 -20.2(3) . . . . ?
C26 C21 C22 C23 2.7(4) . . . . ?
C2 C21 C22 C23 -178.9(3) . . . . ?
C32 C27 C28 C29 -0.9(4) . . . . ?
C2 C27 C28 C29 -179.8(2) . . . . ?
C30 C29 C28 C27 0.0(4) . . . . ?
C11 C10 C9 C14 -3.2(4) . . . . ?
C11 C10 C9 C1 177.8(3) . . . . ?
C2 C1 C9 C10 -54.2(4) . . . . ?
C3 C1 C9 C10 127.2(3) . . . . ?
C2 C1 C9 C14 126.8(3) . . . . ?
C3 C1 C9 C14 -51.7(4) . . . . ?
C29 C30 C31 C32 0.9(4) . . . . ?
O3 C30 C31 C32 -178.1(2) . . . . ?
C27 C32 C31 C30 -1.9(4) . . . . ?
C15 O1 C12 C11 -22.0(4) . . . . ?
C15 O1 C12 C13 160.0(3) . . . . ?
C13 C12 C11 C10 1.7(4) . . . . ?
O1 C12 C11 C10 -176.3(3) . . . . ?
C9 C10 C11 C12 0.7(4) . . . . ?
C22 C21 C26 C25 -2.4(4) . . . . ?
C2 C21 C26 C25 179.2(3) . . . . ?
C30 O3 C33 C34 -172.3(2) . . . . ?
C35 C34 C33 O3 -121.2(3) . . . . ?
C37 C34 C33 O3 59.8(4) . . . . ?
C2 C1 C3 C4 126.8(3) . . . . ?
C9 C1 C3 C4 -54.6(3) . . . . ?
C2 C1 C3 C8 -55.1(4) . . . . ?
C9 C1 C3 C8 123.5(3) . . . . ?
C21 C26 C25 C24 0.3(4) . . . . ?
C23 C24 C25 C26 1.6(5) . . . . ?
C10 C9 C14 C13 3.4(5) . . . . ?
C1 C9 C14 C13 -177.5(3) . . . . ?
C17 C16 C19 N1 0.2(4) . . . . ?
C15 C16 C19 N1 -179.5(3) . . . . ?
C17 C16 C19 C20 179.2(3) . . . . ?
C15 C16 C19 C20 -0.6(6) . . . . ?
O4 N2 C35 C34 -0.7(3) . . . . ?
O4 N2 C35 C36 179.6(3) . . . . ?
C37 C34 C35 N2 0.3(3) . . . . ?
C33 C34 C35 N2 -178.9(3) . . . . ?
C37 C34 C35 C36 179.9(3) . . . . ?
C33 C34 C35 C36 0.7(5) . . . . ?
C25 C24 C23 C22 -1.3(5) . . . . ?
C21 C22 C23 C24 -0.9(4) . . . . ?
C9 C14 C13 C12 -1.2(5) . . . . ?
C11 C12 C13 C14 -1.4(5) . . . . ?
O1 C12 C13 C14 176.7(3) . . . . ?
C12 O1 C15 C16 -167.5(3) . . . . ?
C17 C16 C15 O1 -119.4(4) . . . . ?
C19 C16 C15 O1 60.3(4) . . . . ?
C35 N2 O4 C37 0.8(3) . . . . ?
N1 O2 C17 C16 0.0(4) . . . . ?
N1 O2 C17 C18 179.6(3) . . . . ?
C19 C16 C17 O2 -0.1(4) . . . . ?
C15 C16 C17 O2 179.6(3) . . . . ?
C19 C16 C17 C18 -179.6(4) . . . . ?
C15 C16 C17 C18 0.1(7) . . . . ?
C16 C19 N1 O2 -0.2(3) . . . . ?
C20 C19 N1 O2 -179.3(3) . . . . ?
C17 O2 N1 C19 0.2(3) . . . . ?
C8 C3 C4 C5 1.5(4) . . . . ?
C1 C3 C4 C5 179.6(3) . . . . ?
C4 C3 C8 C7 -1.1(4) . . . . ?
C1 C3 C8 C7 -179.2(3) . . . . ?
N2 O4 C37 C34 -0.7(4) . . . . ?
N2 O4 C37 C38 178.8(3) . . . . ?
C35 C34 C37 O4 0.3(4) . . . . ?
C33 C34 C37 O4 179.4(3) . . . . ?
C35 C34 C37 C38 -179.2(4) . . . . ?
C33 C34 C37 C38 0.0(6) . . . . ?
C3 C8 C7 C6 0.6(5) . . . . ?
C3 C4 C5 C6 -1.3(5) . . . . ?
C8 C7 C6 C5 -0.4(6) . . . . ?
C4 C5 C6 C7 0.8(6) . . . . ?

_refine_diff_density_max         0.206
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.041

####################################################################### 
# 
# 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_tpe-tz-2
_database_code_depnum_ccdc_archive 'CCDC 1833484'
_audit_update_record             
;
2018-03-29 deposited with the CCDC.	2019-03-01 downloaded from the CCDC.
;
_audit_creation_date             2018-03-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H30 N2 O2 S2'
_chemical_formula_sum            'C36 H30 N2 O2 S2'
_chemical_formula_weight         586.74
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   18.3912(4)
_cell_length_b                   16.5233(3)
_cell_length_c                   10.1810(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.1241(19)
_cell_angle_gamma                90
_cell_volume                     3069.96(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7598
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      73.2160
_cell_measurement_theta_min      3.6020
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.844
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.48858
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1232
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_av_unetI/netI     0.0296
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            18094
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.067
_diffrn_reflns_theta_min         3.609
_diffrn_ambient_temperature      298.0
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     46.00  88.00   0.50    0.80    --    0.00  38.00 -60.00   84
  2  ω    -15.00  31.00   0.50    0.80    --    0.00  38.00 -60.00   92
  3  ω    -14.00  12.00   0.50    0.80    --    0.00 -38.00  60.00   52
  4  ω     19.00  89.00   0.50    0.80    --    0.00  38.00   0.00  140
  5  ω     58.00 120.00   0.50    5.00    --   95.20 -82.00-180.00  124
  6  ω     11.00 119.00   0.50    5.00    --   95.20 -61.00 -30.00  216
  7  ω      7.00  52.00   0.50    5.00    --   95.20 -82.00-180.00   90
  8  ω     83.00 184.00   0.50    5.00    --   95.20  77.00 -90.00  202
  9  ω      8.00 117.00   0.50    5.00    --   95.20 -61.00-180.00  218
 10  ω     80.00 105.00   0.50    5.00    --   95.20  30.00-120.00   50
 11  ω    132.00 158.00   0.50    5.00    --   95.20  30.00-120.00   52
 12  ω     68.00  96.00   0.50    5.00    --   95.20 -61.00  90.00   56
 13  ω      9.00 103.00   0.50    5.00    --   95.20 -15.00   0.00  188
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0205910000
_diffrn_orient_matrix_UB_12      -0.0684333000
_diffrn_orient_matrix_UB_13      -0.0910868000
_diffrn_orient_matrix_UB_21      0.0170428000
_diffrn_orient_matrix_UB_22      -0.0560028000
_diffrn_orient_matrix_UB_23      0.1208708000
_diffrn_orient_matrix_UB_31      -0.0801445000
_diffrn_orient_matrix_UB_32      -0.0295648000
_diffrn_orient_matrix_UB_33      -0.0175904000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4946
_reflns_number_total             6086
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (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    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.758
_refine_diff_density_min         -0.695
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     381
_refine_ls_number_reflns         6086
_refine_ls_number_restraints     19
_refine_ls_R_factor_all          0.0812
_refine_ls_R_factor_gt           0.0711
_refine_ls_restrained_S_all      1.144
_refine_ls_shift/su_max          0.039
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1176P)²+1.8023P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2100
_refine_ls_wR_factor_ref         0.2202
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 S1, N1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 S2, N2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 N1, C33
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 N2, C22
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C23, C24
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C34, C35
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 S1, C35
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
C34 \\sim C35: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004
S1 \\sim C35: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004
4.a Secondary CH2 refined with riding coordinates:
 C32(H32A,H32B), C21(H21A,H21B)
4.b Aromatic/amide H refined with riding coordinates:
 C34(H34), C30(H30), C10(H10), C5(H5), C28(H28), C14(H14), C31(H31), C27(H27),
 C3(H3), C20(H20), C16(H16), C6(H6), C11(H11), C2(H2), C13(H13), C17(H17),
 C12(H12), C19(H19), C1(H1), C23(H23)
4.c Idealised Me refined as rotating group:
 C36(H36A,H36B,H36C), C25(H25A,H25B,H25C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
O1 O 0.72218(10) 0.80573(11) 0.3274(2) 0.0521(5) Uani 1 1 d . . . . .
O2 O 0.96810(11) 1.16293(15) 0.2367(2) 0.0685(6) Uani 1 1 d . . . . .
C29 C 0.70192(14) 0.88559(15) 0.3297(3) 0.0433(5) Uani 1 1 d . . . . .
C34 C 0.81101(13) 0.64325(15) 0.3220(3) 0.0447(5) Uani 1 1 d . U . . .
H34 H 0.831619 0.663691 0.249930 0.054 Uiso 1 1 calc R . . . .
C26 C 0.65105(13) 1.04616(14) 0.3185(2) 0.0415(5) Uani 1 1 d . . . . .
C9 C 0.64271(13) 1.28112(15) 0.3110(3) 0.0425(5) Uani 1 1 d . . . . .
C30 C 0.73904(15) 0.94442(16) 0.4077(3) 0.0510(6) Uani 1 1 d . . . . .
H30 H 0.780967 0.931002 0.464204 0.061 Uiso 1 1 calc R . . . .
C4 C 0.54272(13) 1.13968(14) 0.3133(3) 0.0422(5) Uani 1 1 d . . . . .
C7 C 0.62330(14) 1.13100(14) 0.3111(3) 0.0422(5) Uani 1 1 d . . . . .
C10 C 0.60175(16) 1.30633(16) 0.4087(3) 0.0518(6) Uani 1 1 d . . . . .
H10 H 0.589388 1.269183 0.470895 0.062 Uiso 1 1 calc R . . . .
C5 C 0.49899(15) 1.18258(16) 0.2156(3) 0.0485(6) Uani 1 1 d . . . . .
H5 H 0.520424 1.206436 0.147101 0.058 Uiso 1 1 calc R . . . .
C28 C 0.63872(14) 0.90635(15) 0.2482(3) 0.0457(6) Uani 1 1 d . . . . .
H28 H 0.612972 0.866938 0.196354 0.055 Uiso 1 1 calc R . . . .
C8 C 0.66791(14) 1.19559(15) 0.3025(3) 0.0431(5) Uani 1 1 d . . . . .
C14 C 0.66130(16) 1.33878(16) 0.2213(3) 0.0523(6) Uani 1 1 d . . . . .
H14 H 0.690300 1.323824 0.156743 0.063 Uiso 1 1 calc R . . . .
C31 C 0.71362(15) 1.02373(16) 0.4015(3) 0.0493(6) Uani 1 1 d . . . . .
H31 H 0.739140 1.062859 0.454318 0.059 Uiso 1 1 calc R . . . .
C27 C 0.61378(14) 0.98497(15) 0.2435(3) 0.0453(6) Uani 1 1 d . . . . .
H27 H 0.570947 0.997613 0.188861 0.054 Uiso 1 1 calc R . . . .
C3 C 0.50872(15) 1.10435(17) 0.4134(3) 0.0513(6) Uani 1 1 d . . . . .
H3 H 0.536377 1.073975 0.478374 0.062 Uiso 1 1 calc R . . . .
C20 C 0.80043(16) 1.2180(2) 0.3805(3) 0.0603(8) Uani 1 1 d . . . . .
H20 H 0.786004 1.244629 0.453452 0.072 Uiso 1 1 calc R . . . .
C16 C 0.77039(15) 1.14893(16) 0.1769(3) 0.0481(6) Uani 1 1 d . . . . .
H16 H 0.735834 1.127303 0.111944 0.058 Uiso 1 1 calc R . . . .
C6 C 0.42443(16) 1.19040(19) 0.2184(3) 0.0578(7) Uani 1 1 d . . . . .
H6 H 0.395960 1.218182 0.151131 0.069 Uiso 1 1 calc R . . . .
C15 C 0.74718(14) 1.18701(15) 0.2862(3) 0.0456(6) Uani 1 1 d . . . . .
C11 C 0.57881(18) 1.38602(18) 0.4155(3) 0.0605(7) Uani 1 1 d . . . . .
H11 H 0.551347 1.401688 0.481952 0.073 Uiso 1 1 calc R . . . .
C33 C 0.78483(14) 0.69006(17) 0.4174(3) 0.0513(6) Uani 1 1 d . U . . .
C18 C 0.89632(15) 1.17410(18) 0.2599(3) 0.0543(7) Uani 1 1 d . . . . .
C32 C 0.78615(15) 0.78023(17) 0.4124(3) 0.0550(7) Uani 1 1 d . . . . .
H32A H 0.785742 0.802534 0.500407 0.066 Uiso 1 1 calc R . . . .
H32B H 0.830079 0.798771 0.377802 0.066 Uiso 1 1 calc R . . . .
C2 C 0.43431(17) 1.11369(19) 0.4179(3) 0.0609(8) Uani 1 1 d . . . . .
H2 H 0.412722 1.090558 0.486836 0.073 Uiso 1 1 calc R . . . .
C13 C 0.63750(17) 1.41766(18) 0.2266(3) 0.0594(7) Uani 1 1 d . . . . .
H13 H 0.649115 1.454802 0.163777 0.071 Uiso 1 1 calc R . . . .
C17 C 0.84405(16) 1.14275(17) 0.1635(3) 0.0518(6) Uani 1 1 d . . . . .
H17 H 0.858607 1.117463 0.089390 0.062 Uiso 1 1 calc R . . . .
C12 C 0.59640(17) 1.44201(17) 0.3246(3) 0.0585(7) Uani 1 1 d . . . . .
H12 H 0.580934 1.495417 0.328969 0.070 Uiso 1 1 calc R . . . .
C19 C 0.87454(17) 1.2107(2) 0.3702(3) 0.0658(8) Uani 1 1 d . . . . .
H19 H 0.909181 1.230293 0.436908 0.079 Uiso 1 1 calc R . . . .
C1 C 0.39209(16) 1.15678(19) 0.3216(4) 0.0621(8) Uani 1 1 d . . . . .
H1 H 0.342185 1.163381 0.325499 0.074 Uiso 1 1 calc R . . . .
C21 C 1.02552(18) 1.1938(3) 0.3310(4) 0.0781(11) Uani 1 1 d . . . . .
H21A H 1.071788 1.171509 0.311490 0.094 Uiso 1 1 calc R . . . .
H21B H 1.017599 1.175192 0.418442 0.094 Uiso 1 1 calc R . . . .
S1 S 0.76188(6) 0.54744(5) 0.48510(11) 0.0794(3) Uani 1 1 d . U . . .
S2 S 1.04094(7) 1.43009(12) 0.40135(17) 0.1346(7) Uani 1 1 d . U . . .
C23 C 1.04167(17) 1.3255(2) 0.2211(3) 0.0593(7) Uani 1 1 d . U . . .
H23 H 1.044085 1.301453 0.139179 0.071 Uiso 1 1 calc R . . . .
C35 C 0.80320(17) 0.56690(19) 0.3457(3) 0.0611(6) Uani 1 1 d . U . . .
C22 C 1.03107(15) 1.2835(3) 0.3330(3) 0.0740(10) Uani 1 1 d . U . . .
N1 N 0.75688(19) 0.64899(19) 0.5146(3) 0.0812(8) Uani 1 1 d . U . . .
C24 C 1.0480(2) 1.4026(3) 0.2422(5) 0.0875(12) Uani 1 1 d . U . . .
C36 C 0.8294(2) 0.4997(2) 0.2656(5) 0.0922(13) Uani 1 1 d . . . . .
H36A H 0.788901 0.465390 0.233805 0.138 Uiso 1 1 calc GR . . . .
H36B H 0.865702 0.468568 0.319800 0.138 Uiso 1 1 calc GR . . . .
H36C H 0.850575 0.521795 0.191863 0.138 Uiso 1 1 calc GR . . . .
N2 N 1.0297(2) 1.3300(4) 0.4419(4) 0.1325(12) Uani 1 1 d . U . . .
C25 C 1.0631(4) 1.4642(3) 0.1390(8) 0.147(3) Uani 1 1 d . . . . .
H25A H 1.025877 1.505290 0.132357 0.221 Uiso 1 1 calc GR . . . .
H25B H 1.062834 1.437895 0.054858 0.221 Uiso 1 1 calc GR . . . .
H25C H 1.110130 1.488596 0.164207 0.221 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
O1 C29 1.372(3) . ?
O1 C32 1.435(3) . ?
O2 C18 1.382(3) . ?
O2 C21 1.430(5) . ?
C29 C30 1.381(4) . ?
C29 C28 1.385(4) . ?
C34 C33 1.375(4) . ?
C34 C35 1.296(4) . ?
C26 C7 1.491(3) . ?
C26 C31 1.391(4) . ?
C26 C27 1.395(4) . ?
C9 C10 1.384(3) . ?
C9 C8 1.493(3) . ?
C9 C14 1.391(4) . ?
C30 C31 1.390(4) . ?
C4 C7 1.492(3) . ?
C4 C5 1.393(4) . ?
C4 C3 1.389(4) . ?
C7 C8 1.356(3) . ?
C10 C11 1.387(4) . ?
C5 C6 1.381(4) . ?
C28 C27 1.376(4) . ?
C8 C15 1.494(3) . ?
C14 C13 1.378(4) . ?
C3 C2 1.384(4) . ?
C20 C15 1.382(4) . ?
C20 C19 1.385(4) . ?
C16 C15 1.391(4) . ?
C16 C17 1.382(4) . ?
C6 C1 1.386(5) . ?
C11 C12 1.375(4) . ?
C33 C32 1.491(4) . ?
C33 N1 1.353(4) . ?
C18 C17 1.387(4) . ?
C18 C19 1.378(4) . ?
C2 C1 1.372(5) . ?
C13 C12 1.384(4) . ?
C21 C22 1.485(6) . ?
S1 C35 1.721(4) . ?
S1 N1 1.709(3) . ?
S2 C24 1.703(5) . ?
S2 N2 1.723(6) . ?
C23 C22 1.369(5) . ?
C23 C24 1.294(5) . ?
C35 C36 1.493(5) . ?
C22 N2 1.352(5) . ?
C24 C25 1.514(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
C29 O1 C32 118.4(2) . . ?
C18 O2 C21 118.6(3) . . ?
O1 C29 C30 124.8(2) . . ?
O1 C29 C28 115.9(2) . . ?
C30 C29 C28 119.2(2) . . ?
C35 C34 C33 111.1(3) . . ?
C31 C26 C7 122.2(2) . . ?
C31 C26 C27 116.9(2) . . ?
C27 C26 C7 120.8(2) . . ?
C10 C9 C8 121.8(2) . . ?
C10 C9 C14 117.7(2) . . ?
C14 C9 C8 120.4(2) . . ?
C29 C30 C31 119.9(3) . . ?
C5 C4 C7 121.7(2) . . ?
C3 C4 C7 120.6(2) . . ?
C3 C4 C5 117.7(2) . . ?
C26 C7 C4 115.1(2) . . ?
C8 C7 C26 122.5(2) . . ?
C8 C7 C4 122.4(2) . . ?
C9 C10 C11 121.2(3) . . ?
C6 C5 C4 121.3(3) . . ?
C27 C28 C29 120.4(2) . . ?
C9 C8 C15 114.2(2) . . ?
C7 C8 C9 123.1(2) . . ?
C7 C8 C15 122.6(2) . . ?
C13 C14 C9 121.1(3) . . ?
C30 C31 C26 121.8(3) . . ?
C28 C27 C26 121.7(2) . . ?
C2 C3 C4 121.0(3) . . ?
C15 C20 C19 122.3(3) . . ?
C17 C16 C15 121.0(3) . . ?
C5 C6 C1 119.9(3) . . ?
C20 C15 C8 120.3(2) . . ?
C20 C15 C16 117.5(2) . . ?
C16 C15 C8 122.2(2) . . ?
C12 C11 C10 120.5(3) . . ?
C34 C33 C32 122.0(3) . . ?
N1 C33 C34 115.7(3) . . ?
N1 C33 C32 122.4(3) . . ?
O2 C18 C17 115.0(3) . . ?
C19 C18 O2 125.4(3) . . ?
C19 C18 C17 119.7(3) . . ?
O1 C32 C33 107.4(2) . . ?
C1 C2 C3 120.6(3) . . ?
C14 C13 C12 120.5(3) . . ?
C16 C17 C18 120.3(2) . . ?
C11 C12 C13 119.0(3) . . ?
C18 C19 C20 119.2(3) . . ?
C2 C1 C6 119.5(3) . . ?
O2 C21 C22 114.1(3) . . ?
N1 S1 C35 90.02(16) . . ?
C24 S2 N2 89.9(2) . . ?
C24 C23 C22 112.3(4) . . ?
C34 C35 S1 113.9(3) . . ?
C34 C35 C36 124.9(3) . . ?
C36 C35 S1 121.1(3) . . ?
C23 C22 C21 120.7(3) . . ?
N2 C22 C21 124.8(4) . . ?
N2 C22 C23 114.4(5) . . ?
C33 N1 S1 109.3(3) . . ?
C23 C24 S2 113.9(4) . . ?
C23 C24 C25 124.5(4) . . ?
C25 C24 S2 121.5(4) . . ?
C22 N2 S2 109.5(4) . . ?

_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 1.787
_oxdiff_exptl_absorpt_empirical_full_min 0.652
