# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2016

####################################################################### 
# 
# 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_scz2
_database_code_depnum_ccdc_archive 'CCDC 1453055'
_audit_update_record             
;
2016-02-12 deposited with the CCDC.
2016-05-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H42 O2 Se2'
_chemical_formula_sum            'C32 H42 O2 Se2'
_chemical_formula_weight         616.57

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.0882(8)
_cell_length_b                   12.8630(10)
_cell_length_c                   11.8710(10)
_cell_angle_alpha                90
_cell_angle_beta                 102.335(6)
_cell_angle_gamma                90
_cell_volume                     1504.9(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    14939
_cell_measurement_theta_min      2.604
_cell_measurement_theta_max      31.168

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_F_000             636
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.390
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    2.482
_shelx_estimated_absorpt_T_min   0.437
_shelx_estimated_absorpt_T_max   0.692
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.2026
_exptl_absorpt_correction_T_max  0.4609
_exptl_absorpt_process_details   'Oxford Diffraction CrysAlis'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Oxford Sapphire CCD'
_diffrn_measurement_method       θ/2θ
_diffrn_detector_area_resol_mean 8.2564
_diffrn_reflns_number            14937
_diffrn_reflns_av_unetI/netI     0.0977
_diffrn_reflns_av_R_equivalents  0.0740
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.883
_diffrn_reflns_theta_max         31.168
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.942
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.877
_diffrn_reflns_point_group_measured_fraction_full 0.961
_reflns_number_total             8535
_reflns_number_gt                4564
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.790
_reflns_Friedel_fraction_max     0.806
_reflns_Friedel_fraction_full    0.921

_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       'Oxford Diffraction CrysAlis'
_computing_cell_refinement       'Oxford Diffraction CrysAlis'
_computing_data_reduction        'Oxford Diffraction CrysAlis'
_computing_structure_solution    'SHELX-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  'CIFTAB (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)+(0.0788P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   density
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1513 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.045(17)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         8535
_refine_ls_number_parameters     325
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0950
_refine_ls_R_factor_gt           0.0587
_refine_ls_wR_factor_ref         0.1535
_refine_ls_wR_factor_gt          0.1367
_refine_ls_goodness_of_fit_ref   0.879
_refine_ls_restrained_S_all      0.879
_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 0.4726(9) 0.1102(7) 0.7676(8) 0.064(2) Uani 1 1 d . . . . .
H1A H 0.4909 0.0704 0.8397 0.076 Uiso 1 1 calc R U . . .
C2 C 0.3477(8) 0.0760(7) 0.6821(7) 0.061(2) Uani 1 1 d . . . . .
H2A H 0.2921 0.1363 0.6555 0.073 Uiso 1 1 calc R U . . .
H2B H 0.2952 0.0296 0.7199 0.073 Uiso 1 1 calc R U . . .
C3 C 0.3821(9) 0.0212(7) 0.5796(7) 0.061(2) Uani 1 1 d . . . . .
H3A H 0.4406 -0.0374 0.6106 0.073 Uiso 1 1 calc R U . . .
C4 C 0.4651(8) 0.0900(7) 0.5180(7) 0.060(2) Uani 1 1 d . . . . .
H4A H 0.4914 0.0496 0.4563 0.072 Uiso 1 1 calc R U . . .
C5 C 0.5940(8) 0.1323(8) 0.5973(8) 0.073(3) Uani 1 1 d . . . . .
H5A H 0.6694 0.0892 0.5868 0.088 Uiso 1 1 calc R U . . .
H5B H 0.6100 0.2015 0.5708 0.088 Uiso 1 1 calc R U . . .
C6 C 0.5982(8) 0.1385(7) 0.7236(8) 0.064(2) Uani 1 1 d . . . . .
H6A H 0.6832 0.1137 0.7723 0.077 Uiso 1 1 calc R U . . .
C7 C 0.5271(9) 0.2189(8) 0.7790(9) 0.072(2) Uani 1 1 d . . . . .
C8 C 0.5959(13) 0.2516(10) 0.9004(10) 0.100(3) Uani 1 1 d . . . . .
H8A H 0.5417 0.3034 0.9275 0.120 Uiso 1 1 calc R U . . .
H8B H 0.6057 0.1923 0.9506 0.120 Uiso 1 1 calc R U . . .
H8C H 0.6838 0.2799 0.8998 0.120 Uiso 1 1 calc R U . . .
C9 C 0.4475(13) 0.3062(9) 0.7063(12) 0.101(3) Uani 1 1 d . . . . .
H9A H 0.4083 0.3509 0.7551 0.121 Uiso 1 1 calc R U . . .
H9B H 0.5077 0.3457 0.6702 0.121 Uiso 1 1 calc R U . . .
H9C H 0.3767 0.2765 0.6482 0.121 Uiso 1 1 calc R U . . .
C10 C 0.2584(10) -0.0252(10) 0.4998(9) 0.089(3) Uani 1 1 d . . . . .
H10A H 0.2857 -0.0590 0.4363 0.106 Uiso 1 1 calc R U . . .
H10B H 0.2166 -0.0749 0.5415 0.106 Uiso 1 1 calc R U . . .
H10C H 0.1948 0.0291 0.4712 0.106 Uiso 1 1 calc R U . . .
O1 O 0.3755(6) 0.1734(5) 0.4660(5) 0.0664(16) Uani 1 1 d . . . . .
C11 C 0.4024(8) 0.2262(6) 0.3740(6) 0.0532(17) Uani 1 1 d . . . . .
C12 C 0.5145(9) 0.2108(8) 0.3255(7) 0.073(3) Uani 1 1 d . . . . .
H12A H 0.5804 0.1626 0.3581 0.088 Uiso 1 1 calc R U . . .
C13 C 0.5290(10) 0.2663(8) 0.2295(7) 0.067(2) Uani 1 1 d . . . . .
H13A H 0.6034 0.2545 0.1966 0.081 Uiso 1 1 calc R U . . .
C14 C 0.4327(9) 0.3396(6) 0.1821(7) 0.062(2) Uani 1 1 d . . . . .
H14A H 0.4430 0.3777 0.1180 0.074 Uiso 1 1 calc R U . . .
C15 C 0.3210(8) 0.3562(6) 0.2304(6) 0.0549(18) Uani 1 1 d . . . . .
H15A H 0.2556 0.4048 0.1981 0.066 Uiso 1 1 calc R U . . .
C16 C 0.3072(7) 0.3006(5) 0.3262(6) 0.0472(15) Uani 1 1 d . . . . .
Se1 Se 0.15425(8) 0.31451(6) 0.39974(6) 0.0570(2) Uani 1 1 d . . . . .
Se2 Se -0.00391(8) 0.40123(6) 0.26095(7) 0.0548(2) Uani 1 1 d . . . . .
C16' C 0.0222(7) 0.5453(5) 0.3056(7) 0.0453(16) Uani 1 1 d . . . . .
C15' C 0.0636(8) 0.5785(7) 0.4160(7) 0.0552(18) Uani 1 1 d . . . . .
H15' H 0.0855 0.5304 0.4756 0.066 Uiso 1 1 calc R U . . .
C14' C 0.0734(9) 0.6854(8) 0.4408(9) 0.072(3) Uani 1 1 d . . . . .
H14' H 0.1056 0.7087 0.5158 0.087 Uiso 1 1 calc R U . . .
C13' C 0.0350(9) 0.7537(7) 0.3530(9) 0.073(3) Uani 1 1 d . . . . .
H13' H 0.0377 0.8244 0.3697 0.088 Uiso 1 1 calc R U . . .
C12' C -0.0074(9) 0.7229(7) 0.2411(8) 0.070(2) Uani 1 1 d . . . . .
H12' H -0.0279 0.7722 0.1826 0.084 Uiso 1 1 calc R U . . .
C11' C -0.0200(8) 0.6173(6) 0.2147(7) 0.0518(17) Uani 1 1 d . . . . .
O2 O -0.0701(6) 0.5764(4) 0.1086(4) 0.0595(14) Uani 1 1 d . . . . .
C1' C -0.0361(9) 0.5440(7) -0.1876(8) 0.065(2) Uani 1 1 d . . . . .
H1A' H -0.0627 0.5443 -0.2720 0.078 Uiso 1 1 calc R U . . .
C2' C -0.1390(9) 0.4991(8) -0.1290(8) 0.069(2) Uani 1 1 d . . . . .
H2A' H -0.0947 0.4527 -0.0681 0.083 Uiso 1 1 calc R U . . .
H2B' H -0.2038 0.4587 -0.1840 0.083 Uiso 1 1 calc R U . . .
C3' C -0.2145(9) 0.5844(7) -0.0774(8) 0.065(2) Uani 1 1 d . . . . .
H3A' H -0.2514 0.6331 -0.1398 0.078 Uiso 1 1 calc R U . . .
C4' C -0.1141(9) 0.6447(6) 0.0126(7) 0.062(2) Uani 1 1 d . . . . .
H4A' H -0.1624 0.7031 0.0385 0.074 Uiso 1 1 calc R U . . .
C5' C 0.0079(10) 0.6890(6) -0.0319(8) 0.071(2) Uani 1 1 d . . . . .
H5A' H -0.0089 0.7623 -0.0481 0.085 Uiso 1 1 calc R U . . .
H5B' H 0.0876 0.6841 0.0302 0.085 Uiso 1 1 calc R U . . .
C6' C 0.0413(10) 0.6403(7) -0.1358(8) 0.068(2) Uani 1 1 d . . . . .
H6A' H 0.0555 0.6909 -0.1938 0.081 Uiso 1 1 calc R U . . .
C7' C 0.1170(9) 0.5401(7) -0.1397(8) 0.061(2) Uani 1 1 d . . . . .
C8' C 0.2066(12) 0.5316(10) -0.2237(10) 0.097(3) Uani 1 1 d . . . . .
H8D H 0.2485 0.4642 -0.2173 0.116 Uiso 1 1 calc R U . . .
H8E H 0.1537 0.5408 -0.3005 0.116 Uiso 1 1 calc R U . . .
H8F H 0.2755 0.5842 -0.2077 0.116 Uiso 1 1 calc R U . . .
C9' C 0.1683(10) 0.4815(7) -0.0284(8) 0.074(3) Uani 1 1 d . . . . .
H9D H 0.1059 0.4903 0.0216 0.088 Uiso 1 1 calc R U . . .
H9E H 0.1759 0.4089 -0.0449 0.088 Uiso 1 1 calc R U . . .
H9F H 0.2557 0.5080 0.0088 0.088 Uiso 1 1 calc R U . . .
C10' C -0.3330(10) 0.5447(9) -0.0298(10) 0.087(3) Uani 1 1 d . . . . .
H10D H -0.3942 0.5071 -0.0889 0.104 Uiso 1 1 calc R U . . .
H10E H -0.3001 0.4994 0.0343 0.104 Uiso 1 1 calc R U . . .
H10F H -0.3798 0.6024 -0.0048 0.104 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
C1 C7 1.498(13) . ?
C1 C2 1.505(12) . ?
C1 C6 1.515(12) . ?
C1 H1A 0.9800 . ?
C2 C3 1.509(12) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.511(12) . ?
C3 C10 1.518(13) . ?
C3 H3A 0.9800 . ?
C4 O1 1.453(9) . ?
C4 C5 1.533(13) . ?
C4 H4A 0.9800 . ?
C5 C6 1.493(12) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C7 1.488(13) . ?
C6 H6A 0.9800 . ?
C7 C8 1.519(15) . ?
C7 C9 1.534(16) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
O1 C11 1.362(9) . ?
C11 C12 1.388(11) . ?
C11 C16 1.389(10) . ?
C12 C13 1.379(12) . ?
C12 H12A 0.9300 . ?
C13 C14 1.384(12) . ?
C13 H13A 0.9300 . ?
C14 C15 1.386(11) . ?
C14 H14A 0.9300 . ?
C15 C16 1.376(10) . ?
C15 H15A 0.9300 . ?
C16 Se1 1.936(7) . ?
Se1 Se2 2.3198(10) . ?
Se2 C16' 1.930(7) . ?
C16' C15' 1.357(11) . ?
C16' C11' 1.417(11) . ?
C15' C14' 1.405(13) . ?
C15' H15' 0.9300 . ?
C14' C13' 1.355(14) . ?
C14' H14' 0.9300 . ?
C13' C12' 1.365(12) . ?
C13' H13' 0.9300 . ?
C12' C11' 1.394(12) . ?
C12' H12' 0.9300 . ?
C11' O2 1.358(9) . ?
O2 C4' 1.432(9) . ?
C1' C2' 1.485(13) . ?
C1' C6' 1.522(13) . ?
C1' C7' 1.528(13) . ?
C1' H1A' 0.9800 . ?
C2' C3' 1.536(12) . ?
C2' H2A' 0.9700 . ?
C2' H2B' 0.9700 . ?
C3' C10' 1.516(13) . ?
C3' C4' 1.519(13) . ?
C3' H3A' 0.9800 . ?
C4' C5' 1.548(13) . ?
C4' H4A' 0.9800 . ?
C5' C6' 1.484(13) . ?
C5' H5A' 0.9700 . ?
C5' H5B' 0.9700 . ?
C6' C7' 1.503(12) . ?
C6' H6A' 0.9800 . ?
C7' C8' 1.486(14) . ?
C7' C9' 1.514(12) . ?
C8' H8D 0.9600 . ?
C8' H8E 0.9600 . ?
C8' H8F 0.9600 . ?
C9' H9D 0.9600 . ?
C9' H9E 0.9600 . ?
C9' H9F 0.9600 . ?
C10' H10D 0.9600 . ?
C10' H10E 0.9600 . ?
C10' H10F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 C1 C2 124.9(8) . . ?
C7 C1 C6 59.2(6) . . ?
C2 C1 C6 118.6(7) . . ?
C7 C1 H1A 114.3 . . ?
C2 C1 H1A 114.3 . . ?
C6 C1 H1A 114.3 . . ?
C1 C2 C3 112.2(7) . . ?
C1 C2 H2A 109.2 . . ?
C3 C2 H2A 109.2 . . ?
C1 C2 H2B 109.2 . . ?
C3 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
C2 C3 C4 111.3(7) . . ?
C2 C3 C10 112.7(8) . . ?
C4 C3 C10 113.2(7) . . ?
C2 C3 H3A 106.3 . . ?
C4 C3 H3A 106.3 . . ?
C10 C3 H3A 106.3 . . ?
O1 C4 C3 106.2(6) . . ?
O1 C4 C5 111.6(7) . . ?
C3 C4 C5 113.3(7) . . ?
O1 C4 H4A 108.5 . . ?
C3 C4 H4A 108.5 . . ?
C5 C4 H4A 108.5 . . ?
C6 C5 C4 118.3(7) . . ?
C6 C5 H5A 107.7 . . ?
C4 C5 H5A 107.7 . . ?
C6 C5 H5B 107.7 . . ?
C4 C5 H5B 107.7 . . ?
H5A C5 H5B 107.1 . . ?
C7 C6 C5 124.7(8) . . ?
C7 C6 C1 59.8(6) . . ?
C5 C6 C1 119.2(7) . . ?
C7 C6 H6A 114.1 . . ?
C5 C6 H6A 114.1 . . ?
C1 C6 H6A 114.1 . . ?
C6 C7 C1 61.0(6) . . ?
C6 C7 C8 116.5(9) . . ?
C1 C7 C8 115.4(9) . . ?
C6 C7 C9 120.2(9) . . ?
C1 C7 C9 119.6(9) . . ?
C8 C7 C9 114.1(9) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C3 C10 H10A 109.5 . . ?
C3 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C3 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C11 O1 C4 119.7(6) . . ?
O1 C11 C12 125.5(7) . . ?
O1 C11 C16 115.6(6) . . ?
C12 C11 C16 118.9(7) . . ?
C13 C12 C11 120.5(8) . . ?
C13 C12 H12A 119.7 . . ?
C11 C12 H12A 119.7 . . ?
C12 C13 C14 120.0(8) . . ?
C12 C13 H13A 120.0 . . ?
C14 C13 H13A 120.0 . . ?
C13 C14 C15 119.9(7) . . ?
C13 C14 H14A 120.0 . . ?
C15 C14 H14A 120.0 . . ?
C16 C15 C14 119.8(7) . . ?
C16 C15 H15A 120.1 . . ?
C14 C15 H15A 120.1 . . ?
C15 C16 C11 120.8(7) . . ?
C15 C16 Se1 123.8(5) . . ?
C11 C16 Se1 115.4(5) . . ?
C16 Se1 Se2 102.6(2) . . ?
C16' Se2 Se1 103.5(2) . . ?
C15' C16' C11' 120.6(7) . . ?
C15' C16' Se2 124.3(6) . . ?
C11' C16' Se2 114.7(5) . . ?
C16' C15' C14' 120.2(9) . . ?
C16' C15' H15' 119.9 . . ?
C14' C15' H15' 119.9 . . ?
C13' C14' C15' 118.6(9) . . ?
C13' C14' H14' 120.7 . . ?
C15' C14' H14' 120.7 . . ?
C14' C13' C12' 122.6(9) . . ?
C14' C13' H13' 118.7 . . ?
C12' C13' H13' 118.7 . . ?
C13' C12' C11' 119.8(9) . . ?
C13' C12' H12' 120.1 . . ?
C11' C12' H12' 120.1 . . ?
O2 C11' C12' 125.7(7) . . ?
O2 C11' C16' 116.4(7) . . ?
C12' C11' C16' 117.9(8) . . ?
C11' O2 C4' 119.4(6) . . ?
C2' C1' C6' 118.5(8) . . ?
C2' C1' C7' 124.4(7) . . ?
C6' C1' C7' 59.1(6) . . ?
C2' C1' H1A' 114.5 . . ?
C6' C1' H1A' 114.5 . . ?
C7' C1' H1A' 114.5 . . ?
C1' C2' C3' 111.4(8) . . ?
C1' C2' H2A' 109.3 . . ?
C3' C2' H2A' 109.3 . . ?
C1' C2' H2B' 109.3 . . ?
C3' C2' H2B' 109.3 . . ?
H2A' C2' H2B' 108.0 . . ?
C10' C3' C4' 111.7(8) . . ?
C10' C3' C2' 113.9(8) . . ?
C4' C3' C2' 109.4(7) . . ?
C10' C3' H3A' 107.1 . . ?
C4' C3' H3A' 107.1 . . ?
C2' C3' H3A' 107.1 . . ?
O2 C4' C3' 107.1(7) . . ?
O2 C4' C5' 111.3(7) . . ?
C3' C4' C5' 114.0(7) . . ?
O2 C4' H4A' 108.1 . . ?
C3' C4' H4A' 108.1 . . ?
C5' C4' H4A' 108.1 . . ?
C6' C5' C4' 117.8(8) . . ?
C6' C5' H5A' 107.9 . . ?
C4' C5' H5A' 107.9 . . ?
C6' C5' H5B' 107.9 . . ?
C4' C5' H5B' 107.9 . . ?
H5A' C5' H5B' 107.2 . . ?
C5' C6' C7' 126.4(7) . . ?
C5' C6' C1' 119.4(8) . . ?
C7' C6' C1' 60.7(6) . . ?
C5' C6' H6A' 113.3 . . ?
C7' C6' H6A' 113.3 . . ?
C1' C6' H6A' 113.3 . . ?
C8' C7' C6' 118.0(8) . . ?
C8' C7' C9' 113.9(9) . . ?
C6' C7' C9' 118.8(8) . . ?
C8' C7' C1' 117.6(9) . . ?
C6' C7' C1' 60.3(6) . . ?
C9' C7' C1' 118.1(8) . . ?
C7' C8' H8D 109.5 . . ?
C7' C8' H8E 109.5 . . ?
H8D C8' H8E 109.5 . . ?
C7' C8' H8F 109.5 . . ?
H8D C8' H8F 109.5 . . ?
H8E C8' H8F 109.5 . . ?
C7' C9' H9D 109.5 . . ?
C7' C9' H9E 109.5 . . ?
H9D C9' H9E 109.5 . . ?
C7' C9' H9F 109.5 . . ?
H9D C9' H9F 109.5 . . ?
H9E C9' H9F 109.5 . . ?
C3' C10' H10D 109.5 . . ?
C3' C10' H10E 109.5 . . ?
H10D C10' H10E 109.5 . . ?
C3' C10' H10F 109.5 . . ?
H10D C10' H10F 109.5 . . ?
H10E C10' H10F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 C1 C2 C3 101.4(11) . . . . ?
C6 C1 C2 C3 30.7(11) . . . . ?
C1 C2 C3 C4 -58.4(9) . . . . ?
C1 C2 C3 C10 173.1(8) . . . . ?
C2 C3 C4 O1 -68.1(8) . . . . ?
C10 C3 C4 O1 60.2(10) . . . . ?
C2 C3 C4 C5 54.8(9) . . . . ?
C10 C3 C4 C5 -177.0(8) . . . . ?
O1 C4 C5 C6 96.5(9) . . . . ?
C3 C4 C5 C6 -23.3(11) . . . . ?
C4 C5 C6 C7 -75.8(12) . . . . ?
C4 C5 C6 C1 -4.1(13) . . . . ?
C2 C1 C6 C7 115.7(9) . . . . ?
C7 C1 C6 C5 -115.4(9) . . . . ?
C2 C1 C6 C5 0.3(12) . . . . ?
C5 C6 C7 C1 106.5(10) . . . . ?
C5 C6 C7 C8 -147.8(10) . . . . ?
C1 C6 C7 C8 105.8(10) . . . . ?
C5 C6 C7 C9 -2.8(15) . . . . ?
C1 C6 C7 C9 -109.3(11) . . . . ?
C2 C1 C7 C6 -105.3(10) . . . . ?
C2 C1 C7 C8 147.1(9) . . . . ?
C6 C1 C7 C8 -107.6(10) . . . . ?
C2 C1 C7 C9 5.0(15) . . . . ?
C6 C1 C7 C9 110.3(10) . . . . ?
C3 C4 O1 C11 -157.1(7) . . . . ?
C5 C4 O1 C11 79.0(9) . . . . ?
C4 O1 C11 C12 -3.0(12) . . . . ?
C4 O1 C11 C16 176.6(7) . . . . ?
O1 C11 C12 C13 177.7(9) . . . . ?
C16 C11 C12 C13 -1.9(14) . . . . ?
C11 C12 C13 C14 1.4(15) . . . . ?
C12 C13 C14 C15 -0.8(14) . . . . ?
C13 C14 C15 C16 0.9(12) . . . . ?
C14 C15 C16 C11 -1.5(11) . . . . ?
C14 C15 C16 Se1 -178.7(6) . . . . ?
O1 C11 C16 C15 -177.7(7) . . . . ?
C12 C11 C16 C15 2.0(12) . . . . ?
O1 C11 C16 Se1 -0.2(9) . . . . ?
C12 C11 C16 Se1 179.4(7) . . . . ?
C11' C16' C15' C14' -4.2(11) . . . . ?
Se2 C16' C15' C14' -176.9(6) . . . . ?
C16' C15' C14' C13' 3.0(13) . . . . ?
C15' C14' C13' C12' -2.8(14) . . . . ?
C14' C13' C12' C11' 3.8(14) . . . . ?
C13' C12' C11' O2 175.0(8) . . . . ?
C13' C12' C11' C16' -4.8(12) . . . . ?
C15' C16' C11' O2 -174.8(6) . . . . ?
Se2 C16' C11' O2 -1.4(9) . . . . ?
C15' C16' C11' C12' 5.0(11) . . . . ?
Se2 C16' C11' C12' 178.4(6) . . . . ?
C12' C11' O2 C4' 0.5(12) . . . . ?
C16' C11' O2 C4' -179.7(7) . . . . ?
C6' C1' C2' C3' 36.1(10) . . . . ?
C7' C1' C2' C3' 106.4(10) . . . . ?
C1' C2' C3' C10' 172.6(8) . . . . ?
C1' C2' C3' C4' -61.6(9) . . . . ?
C11' O2 C4' C3' -156.9(7) . . . . ?
C11' O2 C4' C5' 77.9(9) . . . . ?
C10' C3' C4' O2 57.5(9) . . . . ?
C2' C3' C4' O2 -69.6(9) . . . . ?
C10' C3' C4' C5' -179.0(8) . . . . ?
C2' C3' C4' C5' 54.0(9) . . . . ?
O2 C4' C5' C6' 100.2(9) . . . . ?
C3' C4' C5' C6' -21.0(11) . . . . ?
C4' C5' C6' C7' -79.1(12) . . . . ?
C4' C5' C6' C1' -5.5(12) . . . . ?
C2' C1' C6' C5' -2.6(12) . . . . ?
C7' C1' C6' C5' -117.7(9) . . . . ?
C2' C1' C6' C7' 115.2(9) . . . . ?
C5' C6' C7' C8' -145.9(10) . . . . ?
C1' C6' C7' C8' 107.5(10) . . . . ?
C5' C6' C7' C9' -1.2(14) . . . . ?
C1' C6' C7' C9' -107.7(9) . . . . ?
C5' C6' C7' C1' 106.6(10) . . . . ?
C2' C1' C7' C8' 146.6(9) . . . . ?
C6' C1' C7' C8' -108.2(9) . . . . ?
C2' C1' C7' C6' -105.3(10) . . . . ?
C2' C1' C7' C9' 3.6(13) . . . . ?
C6' C1' C7' C9' 108.9(9) . . . . ?

_refine_diff_density_max         0.966
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.088

_shelxl_version_number           2014-3


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
