# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_140519a_0m
_database_code_depnum_ccdc_archive 'CCDC 1519115'
_audit_update_record             
;
2016-11-24 deposited with the CCDC.
2017-01-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H36 O4 Se'
_chemical_formula_weight         647.64

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'
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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.1407(8)
_cell_length_b                   10.9800(10)
_cell_length_c                   18.0686(16)
_cell_angle_alpha                105.4320(10)
_cell_angle_beta                 91.9620(10)
_cell_angle_gamma                108.6040(10)
_cell_volume                     1642.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5600
_cell_measurement_theta_min      0.00
_cell_measurement_theta_max      0.00

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             672
_exptl_absorpt_coefficient_mu    1.182
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8519
_exptl_absorpt_correction_T_max  0.8711
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14366
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_sigmaI/netI    0.0381
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.04
_diffrn_reflns_theta_max         27.62
_reflns_number_total             7443
_reflns_number_gt                5269
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0505P)²+0.5340P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7443
_refine_ls_number_parameters     401
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0660
_refine_ls_R_factor_gt           0.0413
_refine_ls_wR_factor_ref         0.1116
_refine_ls_wR_factor_gt          0.1005
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_restrained_S_all      0.989
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7160(3) 1.0225(2) 0.40210(13) 0.0509(5) Uani 1 1 d . . .
C2 C 0.5637(3) 0.9054(2) 0.40093(15) 0.0550(6) Uani 1 1 d . . .
H2A H 0.5522 0.8953 0.4524 0.066 Uiso 1 1 calc R . .
H2B H 0.4731 0.9214 0.3818 0.066 Uiso 1 1 calc R . .
C3 C 0.5836(3) 0.7833(2) 0.34720(13) 0.0475(5) Uani 1 1 d . . .
C4 C 0.4805(3) 0.6514(2) 0.32412(13) 0.0486(5) Uani 1 1 d . . .
C5 C 0.5122(3) 0.5490(2) 0.26879(13) 0.0478(5) Uani 1 1 d . . .
C6 C 0.6577(3) 0.5789(2) 0.24105(13) 0.0477(5) Uani 1 1 d . . .
C7 C 0.7642(3) 0.7112(2) 0.26714(12) 0.0480(5) Uani 1 1 d . . .
C8 C 0.7232(3) 0.8126(2) 0.31777(13) 0.0490(5) Uani 1 1 d . . .
C9 C 0.8170(3) 0.9601(2) 0.34605(15) 0.0610(6) Uani 1 1 d . . .
H9A H 0.8332 0.9986 0.3032 0.073 Uiso 1 1 calc R . .
H9B H 0.9175 0.9751 0.3732 0.073 Uiso 1 1 calc R . .
C10 C 0.8104(3) 1.0811(3) 0.48163(14) 0.0555(6) Uani 1 1 d . . .
C11 C 1.0249(4) 1.2624(3) 0.55852(17) 0.0761(8) Uani 1 1 d . . .
H11A H 1.0980 1.2142 0.5557 0.091 Uiso 1 1 calc R . .
H11B H 0.9741 1.2579 0.6044 0.091 Uiso 1 1 calc R . .
C12 C 1.1073(4) 1.4039(4) 0.5620(2) 0.0999(11) Uani 1 1 d . . .
H12A H 1.1525 1.4072 0.5151 0.150 Uiso 1 1 calc R . .
H12B H 1.1880 1.4446 0.6053 0.150 Uiso 1 1 calc R . .
H12C H 1.0350 1.4517 0.5678 0.150 Uiso 1 1 calc R . .
C13 C 0.6820(3) 1.1339(2) 0.37750(14) 0.0550(6) Uani 1 1 d . . .
C14 C 0.5270(4) 1.2743(3) 0.3984(2) 0.0847(9) Uani 1 1 d . . .
H14A H 0.6130 1.3589 0.4117 0.102 Uiso 1 1 calc R . .
H14B H 0.4935 1.2474 0.3432 0.102 Uiso 1 1 calc R . .
C15 C 0.4001(5) 1.2907(4) 0.4407(3) 0.1131(14) Uani 1 1 d . . .
H15A H 0.3128 1.2084 0.4248 0.170 Uiso 1 1 calc R . .
H15B H 0.3705 1.3615 0.4302 0.170 Uiso 1 1 calc R . .
H15C H 0.4324 1.3131 0.4952 0.170 Uiso 1 1 calc R . .
C16 C 0.3812(3) 0.4204(2) 0.24709(14) 0.0539(6) Uani 1 1 d . . .
C17 C 0.3658(3) 0.3030(3) 0.19051(16) 0.0654(7) Uani 1 1 d . . .
H17 H 0.4448 0.2986 0.1599 0.079 Uiso 1 1 calc R . .
C18 C 0.2310(4) 0.1903(3) 0.17911(19) 0.0779(8) Uani 1 1 d . . .
H18 H 0.2203 0.1120 0.1401 0.093 Uiso 1 1 calc R . .
C19 C 0.1139(4) 0.1941(3) 0.2250(2) 0.0839(9) Uani 1 1 d . . .
H19 H 0.0276 0.1172 0.2184 0.101 Uiso 1 1 calc R . .
C20 C 0.1242(3) 0.3107(3) 0.28032(19) 0.0747(8) Uani 1 1 d . . .
H20 H 0.0449 0.3143 0.3108 0.090 Uiso 1 1 calc R . .
C21 C 0.2559(3) 0.4234(3) 0.28970(15) 0.0590(6) Uani 1 1 d . . .
C22 C 0.7079(3) 0.4781(2) 0.18493(13) 0.0509(5) Uani 1 1 d . . .
C23 C 0.7260(4) 0.4865(3) 0.11071(15) 0.0667(7) Uani 1 1 d . . .
H23 H 0.7014 0.5526 0.0952 0.080 Uiso 1 1 calc R . .
C24 C 0.7798(4) 0.3982(3) 0.05925(16) 0.0794(9) Uani 1 1 d . . .
H24 H 0.7925 0.4069 0.0098 0.095 Uiso 1 1 calc R . .
C25 C 0.8152(4) 0.2977(3) 0.07941(18) 0.0774(8) Uani 1 1 d . . .
C26 C 0.7962(4) 0.2891(3) 0.15361(18) 0.0754(8) Uani 1 1 d . . .
H26 H 0.8192 0.2218 0.1687 0.090 Uiso 1 1 calc R . .
C27 C 0.7440(3) 0.3777(3) 0.20582(15) 0.0633(7) Uani 1 1 d . . .
H27 H 0.7330 0.3698 0.2555 0.076 Uiso 1 1 calc R . .
C28 C 0.8717(6) 0.2000(4) 0.0210(3) 0.1188(14) Uani 1 1 d . . .
H28A H 0.8811 0.1315 0.0436 0.143 Uiso 1 1 calc R . .
H28B H 0.7941 0.1557 -0.0244 0.143 Uiso 1 1 calc R . .
C29 C 1.0186(7) 0.2624(6) -0.0027(3) 0.167(2) Uani 1 1 d . . .
H29A H 1.0127 0.3345 -0.0219 0.251 Uiso 1 1 calc R . .
H29B H 1.0426 0.1972 -0.0428 0.251 Uiso 1 1 calc R . .
H29C H 1.0988 0.2973 0.0408 0.251 Uiso 1 1 calc R . .
C30 C 0.9173(3) 0.7427(2) 0.24480(13) 0.0528(6) Uani 1 1 d . . .
C31 C 1.0475(3) 0.7666(3) 0.22948(14) 0.0561(6) Uani 1 1 d . . .
C32 C 1.2000(3) 0.7890(3) 0.20694(13) 0.0531(6) Uani 1 1 d . . .
C33 C 1.2465(3) 0.6812(3) 0.16955(15) 0.0611(6) Uani 1 1 d . . .
H33 H 1.1804 0.5935 0.1620 0.073 Uiso 1 1 calc R . .
C34 C 1.3911(3) 0.7049(3) 0.14377(16) 0.0693(7) Uani 1 1 d . . .
H34 H 1.4209 0.6323 0.1194 0.083 Uiso 1 1 calc R . .
C35 C 1.4912(3) 0.8328(3) 0.15334(16) 0.0659(7) Uani 1 1 d . . .
C36 C 1.4470(3) 0.9385(3) 0.19212(18) 0.0747(8) Uani 1 1 d . . .
H36 H 1.5143 1.0260 0.2003 0.090 Uiso 1 1 calc R . .
C37 C 1.3047(3) 0.9170(3) 0.21911(17) 0.0691(7) Uani 1 1 d . . .
H37 H 1.2785 0.9903 0.2461 0.083 Uiso 1 1 calc R . .
C38 C 1.6433(4) 0.8575(4) 0.1190(2) 0.0911(10) Uani 1 1 d . . .
H38A H 1.7163 0.9446 0.1485 0.109 Uiso 1 1 calc R . .
H38B H 1.6874 0.7898 0.1233 0.109 Uiso 1 1 calc R . .
C39 C 1.6222(5) 0.8536(6) 0.0367(2) 0.1395(19) Uani 1 1 d . . .
H39A H 1.5677 0.7629 0.0057 0.209 Uiso 1 1 calc R . .
H39B H 1.7223 0.8858 0.0199 0.209 Uiso 1 1 calc R . .
H39C H 1.5632 0.9096 0.0310 0.209 Uiso 1 1 calc R . .
O1 O 0.8045(3) 1.0221(2) 0.52869(13) 0.0915(7) Uani 1 1 d . . .
O2 O 0.9104(2) 1.20318(18) 0.48985(10) 0.0634(4) Uani 1 1 d . . .
O3 O 0.7387(2) 1.1812(2) 0.32836(11) 0.0754(5) Uani 1 1 d . . .
O4 O 0.5773(2) 1.17200(18) 0.41806(10) 0.0653(5) Uani 1 1 d . . .
Se1 Se 0.28642(3) 0.59407(3) 0.359524(16) 0.06253(11) 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 C10 1.514(4) . ?
C1 C13 1.521(3) . ?
C1 C2 1.559(3) . ?
C1 C9 1.564(3) . ?
C2 C3 1.499(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C8 1.375(3) . ?
C3 C4 1.393(3) . ?
C4 C5 1.406(3) . ?
C4 Se1 1.879(2) . ?
C5 C6 1.408(3) . ?
C5 C16 1.474(3) . ?
C6 C7 1.408(3) . ?
C6 C22 1.491(3) . ?
C7 C8 1.402(3) . ?
C7 C30 1.431(3) . ?
C8 C9 1.504(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 O1 1.191(3) . ?
C10 O2 1.326(3) . ?
C11 O2 1.451(3) . ?
C11 C12 1.478(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 O3 1.196(3) . ?
C13 O4 1.330(3) . ?
C14 C15 1.443(5) . ?
C14 O4 1.460(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.378(4) . ?
C16 C21 1.406(3) . ?
C17 C18 1.402(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.380(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.372(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.390(4) . ?
C20 H20 0.9300 . ?
C21 Se1 1.888(3) . ?
C22 C23 1.380(3) . ?
C22 C27 1.383(3) . ?
C23 C24 1.379(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.374(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.382(4) . ?
C25 C28 1.523(4) . ?
C26 C27 1.379(4) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 C29 1.437(6) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 C31 1.193(3) . ?
C31 C32 1.430(3) . ?
C32 C37 1.380(4) . ?
C32 C33 1.397(3) . ?
C33 C34 1.385(4) . ?
C33 H33 0.9300 . ?
C34 C35 1.371(4) . ?
C34 H34 0.9300 . ?
C35 C36 1.374(4) . ?
C35 C38 1.516(4) . ?
C36 C37 1.376(4) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
C38 C39 1.481(5) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 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
C10 C1 C13 109.14(19) . . ?
C10 C1 C2 111.2(2) . . ?
C13 C1 C2 111.8(2) . . ?
C10 C1 C9 106.7(2) . . ?
C13 C1 C9 110.96(19) . . ?
C2 C1 C9 106.86(18) . . ?
C3 C2 C1 104.47(18) . . ?
C3 C2 H2A 110.9 . . ?
C1 C2 H2A 110.9 . . ?
C3 C2 H2B 110.9 . . ?
C1 C2 H2B 110.9 . . ?
H2A C2 H2B 108.9 . . ?
C8 C3 C4 119.0(2) . . ?
C8 C3 C2 112.3(2) . . ?
C4 C3 C2 128.7(2) . . ?
C3 C4 C5 121.7(2) . . ?
C3 C4 Se1 124.42(17) . . ?
C5 C4 Se1 113.82(17) . . ?
C4 C5 C6 118.7(2) . . ?
C4 C5 C16 112.8(2) . . ?
C6 C5 C16 128.5(2) . . ?
C7 C6 C5 119.1(2) . . ?
C7 C6 C22 116.9(2) . . ?
C5 C6 C22 123.9(2) . . ?
C8 C7 C6 120.3(2) . . ?
C8 C7 C30 119.2(2) . . ?
C6 C7 C30 120.5(2) . . ?
C3 C8 C7 120.9(2) . . ?
C3 C8 C9 112.0(2) . . ?
C7 C8 C9 127.2(2) . . ?
C8 C9 C1 104.32(18) . . ?
C8 C9 H9A 110.9 . . ?
C1 C9 H9A 110.9 . . ?
C8 C9 H9B 110.9 . . ?
C1 C9 H9B 110.9 . . ?
H9A C9 H9B 108.9 . . ?
O1 C10 O2 124.0(3) . . ?
O1 C10 C1 124.7(2) . . ?
O2 C10 C1 111.1(2) . . ?
O2 C11 C12 107.4(3) . . ?
O2 C11 H11A 110.2 . . ?
C12 C11 H11A 110.2 . . ?
O2 C11 H11B 110.2 . . ?
C12 C11 H11B 110.2 . . ?
H11A C11 H11B 108.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O3 C13 O4 123.8(2) . . ?
O3 C13 C1 125.9(2) . . ?
O4 C13 C1 110.32(19) . . ?
C15 C14 O4 109.2(3) . . ?
C15 C14 H14A 109.8 . . ?
O4 C14 H14A 109.8 . . ?
C15 C14 H14B 109.8 . . ?
O4 C14 H14B 109.8 . . ?
H14A C14 H14B 108.3 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C21 117.7(2) . . ?
C17 C16 C5 128.7(2) . . ?
C21 C16 C5 113.6(2) . . ?
C16 C17 C18 120.0(3) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C19 C18 C17 120.9(3) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C20 C19 C18 120.4(3) . . ?
C20 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C19 C20 C21 118.5(3) . . ?
C19 C20 H20 120.8 . . ?
C21 C20 H20 120.8 . . ?
C20 C21 C16 122.5(3) . . ?
C20 C21 Se1 124.4(2) . . ?
C16 C21 Se1 113.10(18) . . ?
C23 C22 C27 117.9(2) . . ?
C23 C22 C6 120.2(2) . . ?
C27 C22 C6 121.8(2) . . ?
C24 C23 C22 121.0(3) . . ?
C24 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C25 C24 C23 121.4(3) . . ?
C25 C24 H24 119.3 . . ?
C23 C24 H24 119.3 . . ?
C24 C25 C26 117.5(3) . . ?
C24 C25 C28 120.4(3) . . ?
C26 C25 C28 122.1(3) . . ?
C27 C26 C25 121.6(3) . . ?
C27 C26 H26 119.2 . . ?
C25 C26 H26 119.2 . . ?
C26 C27 C22 120.6(3) . . ?
C26 C27 H27 119.7 . . ?
C22 C27 H27 119.7 . . ?
C29 C28 C25 113.8(4) . . ?
C29 C28 H28A 108.8 . . ?
C25 C28 H28A 108.8 . . ?
C29 C28 H28B 108.8 . . ?
C25 C28 H28B 108.8 . . ?
H28A C28 H28B 107.7 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C31 C30 C7 176.3(3) . . ?
C30 C31 C32 176.6(3) . . ?
C37 C32 C33 117.6(2) . . ?
C37 C32 C31 121.5(2) . . ?
C33 C32 C31 120.9(2) . . ?
C34 C33 C32 120.1(3) . . ?
C34 C33 H33 120.0 . . ?
C32 C33 H33 120.0 . . ?
C35 C34 C33 121.6(3) . . ?
C35 C34 H34 119.2 . . ?
C33 C34 H34 119.2 . . ?
C34 C35 C36 118.1(2) . . ?
C34 C35 C38 121.2(3) . . ?
C36 C35 C38 120.7(3) . . ?
C35 C36 C37 121.1(3) . . ?
C35 C36 H36 119.4 . . ?
C37 C36 H36 119.4 . . ?
C36 C37 C32 121.4(3) . . ?
C36 C37 H37 119.3 . . ?
C32 C37 H37 119.3 . . ?
C39 C38 C35 112.1(3) . . ?
C39 C38 H38A 109.2 . . ?
C35 C38 H38A 109.2 . . ?
C39 C38 H38B 109.2 . . ?
C35 C38 H38B 109.2 . . ?
H38A C38 H38B 107.9 . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C10 O2 C11 116.7(2) . . ?
C13 O4 C14 116.8(2) . . ?
C4 Se1 C21 86.57(10) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 C1 C2 C3 -115.0(2) . . . . ?
C13 C1 C2 C3 122.7(2) . . . . ?
C9 C1 C2 C3 1.1(3) . . . . ?
C1 C2 C3 C8 0.1(3) . . . . ?
C1 C2 C3 C4 -178.7(2) . . . . ?
C8 C3 C4 C5 -3.2(3) . . . . ?
C2 C3 C4 C5 175.6(2) . . . . ?
C8 C3 C4 Se1 179.28(17) . . . . ?
C2 C3 C4 Se1 -2.0(4) . . . . ?
C3 C4 C5 C6 5.4(3) . . . . ?
Se1 C4 C5 C6 -176.83(16) . . . . ?
C3 C4 C5 C16 -174.2(2) . . . . ?
Se1 C4 C5 C16 3.6(3) . . . . ?
C4 C5 C6 C7 -2.5(3) . . . . ?
C16 C5 C6 C7 177.0(2) . . . . ?
C4 C5 C6 C22 177.4(2) . . . . ?
C16 C5 C6 C22 -3.1(4) . . . . ?
C5 C6 C7 C8 -2.4(3) . . . . ?
C22 C6 C7 C8 177.7(2) . . . . ?
C5 C6 C7 C30 175.2(2) . . . . ?
C22 C6 C7 C30 -4.8(3) . . . . ?
C4 C3 C8 C7 -1.9(3) . . . . ?
C2 C3 C8 C7 179.2(2) . . . . ?
C4 C3 C8 C9 177.6(2) . . . . ?
C2 C3 C8 C9 -1.3(3) . . . . ?
C6 C7 C8 C3 4.7(3) . . . . ?
C30 C7 C8 C3 -172.9(2) . . . . ?
C6 C7 C8 C9 -174.7(2) . . . . ?
C30 C7 C8 C9 7.7(4) . . . . ?
C3 C8 C9 C1 2.0(3) . . . . ?
C7 C8 C9 C1 -178.6(2) . . . . ?
C10 C1 C9 C8 117.3(2) . . . . ?
C13 C1 C9 C8 -123.9(2) . . . . ?
C2 C1 C9 C8 -1.8(3) . . . . ?
C13 C1 C10 O1 148.8(3) . . . . ?
C2 C1 C10 O1 25.0(3) . . . . ?
C9 C1 C10 O1 -91.2(3) . . . . ?
C13 C1 C10 O2 -36.5(3) . . . . ?
C2 C1 C10 O2 -160.3(2) . . . . ?
C9 C1 C10 O2 83.5(2) . . . . ?
C10 C1 C13 O3 108.6(3) . . . . ?
C2 C1 C13 O3 -127.9(3) . . . . ?
C9 C1 C13 O3 -8.8(4) . . . . ?
C10 C1 C13 O4 -72.1(2) . . . . ?
C2 C1 C13 O4 51.4(3) . . . . ?
C9 C1 C13 O4 170.6(2) . . . . ?
C4 C5 C16 C17 173.9(2) . . . . ?
C6 C5 C16 C17 -5.7(4) . . . . ?
C4 C5 C16 C21 -4.2(3) . . . . ?
C6 C5 C16 C21 176.3(2) . . . . ?
C21 C16 C17 C18 -2.4(4) . . . . ?
C5 C16 C17 C18 179.6(3) . . . . ?
C16 C17 C18 C19 -1.4(5) . . . . ?
C17 C18 C19 C20 3.2(5) . . . . ?
C18 C19 C20 C21 -1.1(5) . . . . ?
C19 C20 C21 C16 -2.8(4) . . . . ?
C19 C20 C21 Se1 177.2(2) . . . . ?
C17 C16 C21 C20 4.6(4) . . . . ?
C5 C16 C21 C20 -177.2(2) . . . . ?
C17 C16 C21 Se1 -175.43(19) . . . . ?
C5 C16 C21 Se1 2.8(3) . . . . ?
C7 C6 C22 C23 -68.5(3) . . . . ?
C5 C6 C22 C23 111.6(3) . . . . ?
C7 C6 C22 C27 108.7(3) . . . . ?
C5 C6 C22 C27 -71.2(3) . . . . ?
C27 C22 C23 C24 -0.6(4) . . . . ?
C6 C22 C23 C24 176.7(3) . . . . ?
C22 C23 C24 C25 1.0(5) . . . . ?
C23 C24 C25 C26 -0.6(5) . . . . ?
C23 C24 C25 C28 178.9(3) . . . . ?
C24 C25 C26 C27 -0.1(5) . . . . ?
C28 C25 C26 C27 -179.6(3) . . . . ?
C25 C26 C27 C22 0.4(5) . . . . ?
C23 C22 C27 C26 -0.1(4) . . . . ?
C6 C22 C27 C26 -177.4(3) . . . . ?
C24 C25 C28 C29 63.9(6) . . . . ?
C26 C25 C28 C29 -116.6(5) . . . . ?
C8 C7 C30 C31 94(4) . . . . ?
C6 C7 C30 C31 -84(4) . . . . ?
C7 C30 C31 C32 113(5) . . . . ?
C30 C31 C32 C37 140(5) . . . . ?
C30 C31 C32 C33 -38(5) . . . . ?
C37 C32 C33 C34 -2.2(4) . . . . ?
C31 C32 C33 C34 175.9(2) . . . . ?
C32 C33 C34 C35 -0.5(4) . . . . ?
C33 C34 C35 C36 2.4(4) . . . . ?
C33 C34 C35 C38 -174.8(3) . . . . ?
C34 C35 C36 C37 -1.5(4) . . . . ?
C38 C35 C36 C37 175.8(3) . . . . ?
C35 C36 C37 C32 -1.3(5) . . . . ?
C33 C32 C37 C36 3.1(4) . . . . ?
C31 C32 C37 C36 -175.0(3) . . . . ?
C34 C35 C38 C39 83.4(4) . . . . ?
C36 C35 C38 C39 -93.8(4) . . . . ?
O1 C10 O2 C11 4.2(4) . . . . ?
C1 C10 O2 C11 -170.5(2) . . . . ?
C12 C11 O2 C10 -171.6(3) . . . . ?
O3 C13 O4 C14 2.1(4) . . . . ?
C1 C13 O4 C14 -177.2(2) . . . . ?
C15 C14 O4 C13 172.7(3) . . . . ?
C3 C4 Se1 C21 176.1(2) . . . . ?
C5 C4 Se1 C21 -1.66(18) . . . . ?
C20 C21 Se1 C4 179.3(3) . . . . ?
C16 C21 Se1 C4 -0.72(19) . . . . ?

_diffrn_measured_fraction_theta_max 0.973
_diffrn_reflns_theta_full        27.62
_diffrn_measured_fraction_theta_full 0.973
_refine_diff_density_max         0.461
_refine_diff_density_min         -0.229
_refine_diff_density_rms         0.046
####################################################################### 
# 
# 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_151119a_0m
_database_code_depnum_ccdc_archive 'CCDC 1519116'
_audit_update_record             
;
2016-11-24 deposited with the CCDC.
2017-01-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H36 O4 Se'
_chemical_formula_weight         647.64

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'
Se Se -0.0929 2.2259 '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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   14.263(2)
_cell_length_b                   8.8263(13)
_cell_length_c                   27.540(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.494(2)
_cell_angle_gamma                90.00
_cell_volume                     3437.5(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4609
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      27.32

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1344
_exptl_absorpt_coefficient_mu    1.130
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7732
_exptl_absorpt_correction_T_max  0.8056
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            27976
_diffrn_reflns_av_R_equivalents  0.1000
_diffrn_reflns_av_sigmaI/netI    0.1283
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         1.49
_diffrn_reflns_theta_max         27.51
_reflns_number_total             7722
_reflns_number_gt                3107
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0754P)²+0.6482P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7722
_refine_ls_number_parameters     424
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2105
_refine_ls_R_factor_gt           0.0883
_refine_ls_wR_factor_ref         0.1822
_refine_ls_wR_factor_gt          0.1485
_refine_ls_goodness_of_fit_ref   0.977
_refine_ls_restrained_S_all      0.977
_refine_ls_shift/su_max          0.010
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0036(3) 1.2305(5) 0.12499(17) 0.0705(12) Uani 1 1 d . . .
C2 C -0.0774(4) 1.3065(6) 0.1351(2) 0.0895(15) Uani 1 1 d . . .
H2 H -0.1363 1.2834 0.1181 0.107 Uiso 1 1 calc R . .
C3 C -0.0681(4) 1.4154(6) 0.1704(2) 0.0994(17) Uani 1 1 d . . .
H3 H -0.1212 1.4671 0.1779 0.119 Uiso 1 1 calc R . .
C4 C 0.0199(4) 1.4492(6) 0.1951(2) 0.0972(17) Uani 1 1 d . . .
H4 H 0.0257 1.5246 0.2189 0.117 Uiso 1 1 calc R . .
C5 C 0.0996(4) 1.3724(5) 0.18492(19) 0.0795(14) Uani 1 1 d . . .
H5 H 0.1584 1.3971 0.2018 0.095 Uiso 1 1 calc R . .
C6 C 0.0929(3) 1.2597(5) 0.15002(16) 0.0608(11) Uani 1 1 d . . .
C7 C 0.1672(3) 1.1616(4) 0.13570(14) 0.0562(11) Uani 1 1 d . . .
C8 C 0.2631(3) 1.1553(5) 0.15475(14) 0.0564(11) Uani 1 1 d . . .
C9 C 0.3211(3) 1.0472(5) 0.13614(16) 0.0647(12) Uani 1 1 d . . .
C10 C 0.2839(3) 0.9467(5) 0.09956(17) 0.0802(14) Uani 1 1 d . . .
C11 C 0.3355(4) 0.8211(7) 0.0771(2) 0.129(2) Uani 1 1 d . . .
H11A H 0.3580 0.7451 0.1013 0.155 Uiso 1 1 calc R . .
H11B H 0.3887 0.8601 0.0623 0.155 Uiso 1 1 calc R . .
C12 C 0.2569(3) 0.7538(7) 0.0369(2) 0.0878(16) Uani 1 1 d . . .
C13 C 0.1622(4) 0.8318(7) 0.0436(2) 0.128(2) Uani 1 1 d . . .
H13A H 0.1332 0.8762 0.0131 0.153 Uiso 1 1 calc R . .
H13B H 0.1184 0.7601 0.0550 0.153 Uiso 1 1 calc R . .
C14 C 0.1894(4) 0.9523(6) 0.08138(17) 0.0814(15) Uani 1 1 d . . .
C15 C 0.1317(3) 1.0581(5) 0.09919(16) 0.0666(12) Uani 1 1 d . . .
C16 C 0.3082(3) 1.2563(4) 0.19435(15) 0.0531(10) Uani 1 1 d . . .
C17 C 0.3574(3) 1.3833(5) 0.18365(17) 0.0700(13) Uani 1 1 d . . .
H17 H 0.3590 1.4095 0.1511 0.084 Uiso 1 1 calc R . .
C18 C 0.4041(3) 1.4727(5) 0.2200(2) 0.0740(14) Uani 1 1 d . . .
C19 C 0.4022(4) 1.4336(6) 0.2678(2) 0.0791(15) Uani 1 1 d . . .
H19 H 0.4348 1.4921 0.2926 0.095 Uiso 1 1 calc R . .
C20 C 0.3526(4) 1.3083(6) 0.27961(17) 0.0812(14) Uani 1 1 d . . .
H20 H 0.3507 1.2828 0.3122 0.097 Uiso 1 1 calc R . .
C21 C 0.3056(3) 1.2208(5) 0.24286(16) 0.0696(12) Uani 1 1 d . . .
H21 H 0.2717 1.1365 0.2509 0.084 Uiso 1 1 calc R . .
C22 C 0.4572(6) 1.6135(8) 0.2064(3) 0.168(3) Uani 1 1 d . . .
H22A H 0.4135 1.6833 0.1891 0.251 Uiso 1 1 calc R . .
H22B H 0.5040 1.5848 0.1860 0.251 Uiso 1 1 calc R . .
H22C H 0.4877 1.6607 0.2357 0.251 Uiso 1 1 calc R . .
C23 C 0.4206(4) 1.0395(5) 0.15394(16) 0.0669(12) Uani 1 1 d . . .
C24 C 0.5034(4) 1.0346(5) 0.16688(17) 0.0688(13) Uani 1 1 d . . .
C25 C 0.6036(4) 1.0379(6) 0.18149(18) 0.0717(13) Uani 1 1 d . . .
C26 C 0.6431(4) 1.1474(7) 0.2135(2) 0.1025(18) Uani 1 1 d . . .
H26 H 0.6045 1.2169 0.2267 0.123 Uiso 1 1 calc R . .
C27 C 0.7386(6) 1.1538(10) 0.2257(3) 0.137(3) Uani 1 1 d . . .
H27 H 0.7655 1.2277 0.2472 0.165 Uiso 1 1 calc R . .
C28 C 0.7935(5) 1.0534(11) 0.2065(3) 0.130(3) Uani 1 1 d . . .
H28 H 0.8586 1.0588 0.2157 0.156 Uiso 1 1 calc R . .
C29 C 0.7594(5) 0.9440(8) 0.1746(3) 0.1060(19) Uani 1 1 d . . .
C30 C 0.6608(4) 0.9374(6) 0.1623(2) 0.0906(16) Uani 1 1 d . . .
H30 H 0.6344 0.8632 0.1408 0.109 Uiso 1 1 calc R . .
C31 C 0.8212(5) 0.8352(10) 0.1533(3) 0.170(3) Uani 1 1 d . . .
H31A H 0.8373 0.8745 0.1230 0.255 Uiso 1 1 calc R . .
H31B H 0.7886 0.7405 0.1474 0.255 Uiso 1 1 calc R . .
H31C H 0.8778 0.8199 0.1757 0.255 Uiso 1 1 calc R . .
C32 C 0.2475(4) 0.5870(8) 0.0423(2) 0.0956(17) Uani 1 1 d . . .
C33 C 0.1695(6) 0.3691(7) 0.0040(3) 0.135(2) Uani 1 1 d . . .
H33 H 0.1564 0.3373 0.0366 0.162 Uiso 1 1 calc R . .
C34 C 0.0827(5) 0.3507(8) -0.0318(3) 0.178(4) Uani 1 1 d . . .
H34A H 0.0932 0.3928 -0.0628 0.267 Uiso 1 1 calc R . .
H34B H 0.0310 0.4026 -0.0200 0.267 Uiso 1 1 calc R . .
H34C H 0.0678 0.2450 -0.0358 0.267 Uiso 1 1 calc R . .
C35 C 0.2507(6) 0.2878(8) -0.0086(4) 0.222(5) Uani 1 1 d . . .
H35A H 0.2676 0.3264 -0.0389 0.333 Uiso 1 1 calc R . .
H35B H 0.2357 0.1821 -0.0122 0.333 Uiso 1 1 calc R . .
H35C H 0.3028 0.3010 0.0168 0.333 Uiso 1 1 calc R . .
C36 C 0.2853(4) 0.7862(6) -0.0128(2) 0.0856(16) Uani 1 1 d . . .
C37 C 0.4016(6) 0.7274(12) -0.0644(4) 0.138(3) Uani 1 1 d . . .
H37 H 0.3839 0.8252 -0.0797 0.165 Uiso 1 1 calc R A 1
C38 C 0.366(2) 0.586(3) -0.1002(8) 0.168(9) Uani 0.64(4) 1 d P B 1
H38A H 0.3838 0.6028 -0.1321 0.252 Uiso 0.64(4) 1 calc PR B 1
H38B H 0.2983 0.5772 -0.1027 0.252 Uiso 0.64(4) 1 calc PR B 1
H38C H 0.3944 0.4936 -0.0868 0.252 Uiso 0.64(4) 1 calc PR B 1
C39 C 0.5078(11) 0.711(5) -0.0526(8) 0.195(14) Uani 0.64(4) 1 d P B 1
H39A H 0.5226 0.6125 -0.0388 0.292 Uiso 0.64(4) 1 calc PR B 1
H39B H 0.5318 0.7874 -0.0294 0.292 Uiso 0.64(4) 1 calc PR B 1
H39C H 0.5365 0.7223 -0.0820 0.292 Uiso 0.64(4) 1 calc PR B 1
C38' C 0.430(6) 0.613(7) -0.079(2) 0.23(3) Uani 0.36(4) 1 d P B 2
H38D H 0.4663 0.5590 -0.0532 0.347 Uiso 0.36(4) 1 calc PR B 2
H38E H 0.4683 0.6344 -0.1046 0.347 Uiso 0.36(4) 1 calc PR B 2
H38F H 0.3769 0.5512 -0.0928 0.347 Uiso 0.36(4) 1 calc PR B 2
C39' C 0.474(4) 0.867(8) -0.0437(10) 0.19(3) Uani 0.36(4) 1 d P B 2
H39D H 0.5215 0.8286 -0.0189 0.283 Uiso 0.36(4) 1 calc PR B 2
H39E H 0.4386 0.9452 -0.0301 0.283 Uiso 0.36(4) 1 calc PR B 2
H39F H 0.5035 0.9077 -0.0702 0.283 Uiso 0.36(4) 1 calc PR B 2
O1 O 0.2837(4) 0.5136(7) 0.07564(18) 0.186(2) Uani 1 1 d . . .
O2 O 0.1925(3) 0.5306(4) 0.00486(13) 0.0863(10) Uani 1 1 d . . .
O3 O 0.2463(3) 0.8741(5) -0.04202(18) 0.1394(17) Uani 1 1 d . . .
O4 O 0.3600(3) 0.7059(4) -0.02062(13) 0.0905(10) Uani 1 1 d . B .
Se1 Se 0.00172(3) 1.07296(6) 0.079059(19) 0.0866(3) 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 C6 1.391(6) . ?
C1 C2 1.395(6) . ?
C1 Se1 1.878(5) . ?
C2 C3 1.362(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.380(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.377(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.462(6) . ?
C7 C8 1.401(5) . ?
C7 C15 1.404(5) . ?
C8 C9 1.403(6) . ?
C8 C16 1.488(5) . ?
C9 C10 1.394(6) . ?
C9 C23 1.441(6) . ?
C10 C14 1.377(6) . ?
C10 C11 1.507(6) . ?
C11 C12 1.585(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C32 1.487(7) . ?
C12 C36 1.506(7) . ?
C12 C13 1.548(7) . ?
C13 C14 1.502(6) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.377(6) . ?
C15 Se1 1.869(4) . ?
C16 C17 1.374(5) . ?
C16 C21 1.377(5) . ?
C17 C18 1.377(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.364(7) . ?
C18 C22 1.527(8) . ?
C19 C20 1.376(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.375(6) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C24 1.189(6) . ?
C24 C25 1.433(7) . ?
C25 C30 1.359(6) . ?
C25 C26 1.377(7) . ?
C26 C27 1.362(8) . ?
C26 H26 0.9300 . ?
C27 C28 1.336(9) . ?
C27 H27 0.9300 . ?
C28 C29 1.354(9) . ?
C28 H28 0.9300 . ?
C29 C30 1.403(8) . ?
C29 C31 1.475(8) . ?
C30 H30 0.9300 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 O1 1.185(6) . ?
C32 O2 1.310(6) . ?
C33 C35 1.442(9) . ?
C33 O2 1.462(7) . ?
C33 C34 1.489(9) . ?
C33 H33 0.9800 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 O3 1.201(6) . ?
C36 O4 1.321(6) . ?
C37 C38' 1.18(5) . ?
C37 O4 1.423(9) . ?
C37 C39 1.515(18) . ?
C37 C38 1.63(3) . ?
C37 C39' 1.66(4) . ?
C37 H37 0.9800 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C38' H38D 0.9600 . ?
C38' H38E 0.9600 . ?
C38' H38F 0.9600 . ?
C39' H39D 0.9600 . ?
C39' H39E 0.9600 . ?
C39' H39F 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
C6 C1 C2 122.7(4) . . ?
C6 C1 Se1 113.8(3) . . ?
C2 C1 Se1 123.4(4) . . ?
C3 C2 C1 118.4(5) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 120.1(5) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C3 C4 C5 120.9(5) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C6 C5 C4 120.7(5) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C5 C6 C1 117.1(4) . . ?
C5 C6 C7 129.0(4) . . ?
C1 C6 C7 113.9(4) . . ?
C8 C7 C15 119.1(4) . . ?
C8 C7 C6 129.0(4) . . ?
C15 C7 C6 111.8(4) . . ?
C7 C8 C9 119.0(4) . . ?
C7 C8 C16 123.9(4) . . ?
C9 C8 C16 117.1(4) . . ?
C10 C9 C8 120.6(4) . . ?
C10 C9 C23 118.7(4) . . ?
C8 C9 C23 120.6(4) . . ?
C14 C10 C9 120.2(4) . . ?
C14 C10 C11 112.6(4) . . ?
C9 C10 C11 127.2(4) . . ?
C10 C11 C12 102.9(4) . . ?
C10 C11 H11A 111.2 . . ?
C12 C11 H11A 111.2 . . ?
C10 C11 H11B 111.2 . . ?
C12 C11 H11B 111.2 . . ?
H11A C11 H11B 109.1 . . ?
C32 C12 C36 108.5(4) . . ?
C32 C12 C13 109.8(5) . . ?
C36 C12 C13 111.5(5) . . ?
C32 C12 C11 111.5(5) . . ?
C36 C12 C11 108.3(5) . . ?
C13 C12 C11 107.4(4) . . ?
C14 C13 C12 104.3(4) . . ?
C14 C13 H13A 110.9 . . ?
C12 C13 H13A 110.9 . . ?
C14 C13 H13B 110.9 . . ?
C12 C13 H13B 110.9 . . ?
H13A C13 H13B 108.9 . . ?
C10 C14 C15 119.8(4) . . ?
C10 C14 C13 112.2(4) . . ?
C15 C14 C13 127.9(4) . . ?
C14 C15 C7 121.3(4) . . ?
C14 C15 Se1 123.9(3) . . ?
C7 C15 Se1 114.7(3) . . ?
C17 C16 C21 118.2(4) . . ?
C17 C16 C8 121.0(4) . . ?
C21 C16 C8 120.7(4) . . ?
C16 C17 C18 121.6(4) . . ?
C16 C17 H17 119.2 . . ?
C18 C17 H17 119.2 . . ?
C19 C18 C17 119.2(4) . . ?
C19 C18 C22 121.0(5) . . ?
C17 C18 C22 119.8(5) . . ?
C18 C19 C20 120.5(4) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C21 C20 C19 119.6(5) . . ?
C21 C20 H20 120.2 . . ?
C19 C20 H20 120.2 . . ?
C20 C21 C16 120.9(4) . . ?
C20 C21 H21 119.5 . . ?
C16 C21 H21 119.5 . . ?
C18 C22 H22A 109.5 . . ?
C18 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C18 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 C9 177.5(5) . . ?
C23 C24 C25 176.5(5) . . ?
C30 C25 C26 119.3(5) . . ?
C30 C25 C24 120.3(5) . . ?
C26 C25 C24 120.3(5) . . ?
C27 C26 C25 120.0(6) . . ?
C27 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
C28 C27 C26 119.6(7) . . ?
C28 C27 H27 120.2 . . ?
C26 C27 H27 120.2 . . ?
C27 C28 C29 123.4(7) . . ?
C27 C28 H28 118.3 . . ?
C29 C28 H28 118.3 . . ?
C28 C29 C30 116.7(6) . . ?
C28 C29 C31 122.6(8) . . ?
C30 C29 C31 120.6(8) . . ?
C25 C30 C29 120.9(6) . . ?
C25 C30 H30 119.5 . . ?
C29 C30 H30 119.5 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O1 C32 O2 123.9(6) . . ?
O1 C32 C12 125.6(6) . . ?
O2 C32 C12 110.5(5) . . ?
C35 C33 O2 107.7(6) . . ?
C35 C33 C34 114.2(8) . . ?
O2 C33 C34 106.4(6) . . ?
C35 C33 H33 109.5 . . ?
O2 C33 H33 109.5 . . ?
C34 C33 H33 109.5 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
O3 C36 O4 123.4(6) . . ?
O3 C36 C12 125.2(6) . . ?
O4 C36 C12 111.4(5) . . ?
C38' C37 O4 112(2) . . ?
C38' C37 C39 68(3) . . ?
O4 C37 C39 108.8(9) . . ?
C38' C37 C38 39(4) . . ?
O4 C37 C38 106.1(9) . . ?
C39 C37 C38 106.3(18) . . ?
C38' C37 C39' 122(3) . . ?
O4 C37 C39' 96.8(14) . . ?
C39 C37 C39' 55.8(16) . . ?
C38 C37 C39' 155(2) . . ?
C38' C37 H37 133.0 . . ?
O4 C37 H37 111.8 . . ?
C39 C37 H37 111.8 . . ?
C38 C37 H37 111.8 . . ?
C39' C37 H37 66.9 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
C37 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
C37 C39 H39C 109.5 . . ?
C37 C38' H38D 109.5 . . ?
C37 C38' H38E 109.5 . . ?
H38D C38' H38E 109.5 . . ?
C37 C38' H38F 109.5 . . ?
H38D C38' H38F 109.5 . . ?
H38E C38' H38F 109.5 . . ?
C37 C39' H39D 109.5 . . ?
C37 C39' H39E 109.5 . . ?
H39D C39' H39E 109.5 . . ?
C37 C39' H39F 109.5 . . ?
H39D C39' H39F 109.5 . . ?
H39E C39' H39F 109.5 . . ?
C32 O2 C33 119.5(5) . . ?
C36 O4 C37 120.1(5) . . ?
C15 Se1 C1 85.7(2) . . ?

_diffrn_measured_fraction_theta_max 0.975
_diffrn_reflns_theta_full        27.51
_diffrn_measured_fraction_theta_full 0.975
_refine_diff_density_max         0.556
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.044
####################################################################### 
# 
# 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_151208a_0m
_database_code_depnum_ccdc_archive 'CCDC 1519117'
_audit_update_record             
;
2016-11-24 deposited with the CCDC.
2017-01-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H22 Cl2 O4 Se'
_chemical_formula_weight         632.37

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'
Cl Cl 0.1484 0.1585 '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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.1578(10)
_cell_length_b                   11.3581(10)
_cell_length_c                   12.6856(11)
_cell_angle_alpha                86.3950(10)
_cell_angle_beta                 80.4640(10)
_cell_angle_gamma                64.0780(10)
_cell_volume                     1425.9(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8510
_cell_measurement_theta_min      2.15
_cell_measurement_theta_max      27.51

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.473
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             640
_exptl_absorpt_coefficient_mu    1.541
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6992
_exptl_absorpt_correction_T_max  0.7378
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16271
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_sigmaI/netI    0.0284
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_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         1.63
_diffrn_reflns_theta_max         27.52
_reflns_number_total             6390
_reflns_number_gt                5258
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0387P)²+0.6588P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6390
_refine_ls_number_parameters     363
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0446
_refine_ls_R_factor_gt           0.0336
_refine_ls_wR_factor_ref         0.0853
_refine_ls_wR_factor_gt          0.0799
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_restrained_S_all      0.988
_refine_ls_shift/su_max          0.036
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1715(2) 0.22472(19) 0.39401(16) 0.0405(4) Uani 1 1 d . . .
C2 C 0.1565(2) 0.36641(19) 0.37325(16) 0.0439(5) Uani 1 1 d . . .
H2A H 0.2131 0.3710 0.3078 0.053 Uiso 1 1 calc R . .
H2B H 0.0636 0.4271 0.3693 0.053 Uiso 1 1 calc R . .
C3 C 0.2030(2) 0.39427(19) 0.47019(15) 0.0392(4) Uani 1 1 d . . .
C4 C 0.2416(2) 0.49100(18) 0.48733(15) 0.0375(4) Uani 1 1 d . . .
C5 C 0.2840(2) 0.50068(18) 0.58414(15) 0.0371(4) Uani 1 1 d . . .
C6 C 0.2755(2) 0.41608(19) 0.66822(15) 0.0388(4) Uani 1 1 d . . .
C7 C 0.2342(2) 0.3196(2) 0.65071(16) 0.0400(4) Uani 1 1 d . . .
C8 C 0.2026(2) 0.30725(19) 0.55083(16) 0.0398(4) Uani 1 1 d . . .
C9 C 0.1612(2) 0.2080(2) 0.51691(16) 0.0455(5) Uani 1 1 d . . .
H9A H 0.0698 0.2263 0.5496 0.055 Uiso 1 1 calc R . .
H9B H 0.2216 0.1201 0.5355 0.055 Uiso 1 1 calc R . .
C10 C 0.2214(2) 0.2338(2) 0.73501(16) 0.0435(5) Uani 1 1 d . . .
C11 C 0.2082(2) 0.1623(2) 0.80398(17) 0.0467(5) Uani 1 1 d . . .
C12 C 0.1963(2) 0.0752(2) 0.88714(16) 0.0414(4) Uani 1 1 d . . .
C13 C 0.1750(3) 0.1091(2) 0.99385(19) 0.0600(6) Uani 1 1 d . . .
H13 H 0.1671 0.1905 1.0121 0.072 Uiso 1 1 calc R . .
C14 C 0.1652(3) 0.0240(3) 1.07330(19) 0.0643(7) Uani 1 1 d . . .
H14 H 0.1499 0.0479 1.1448 0.077 Uiso 1 1 calc R . .
C15 C 0.1781(2) -0.0964(2) 1.04595(18) 0.0493(5) Uani 1 1 d . . .
C16 C 0.1995(3) -0.1328(2) 0.9416(2) 0.0561(6) Uani 1 1 d . . .
H16 H 0.2075 -0.2144 0.9240 0.067 Uiso 1 1 calc R . .
C17 C 0.2093(2) -0.0473(2) 0.86257(18) 0.0505(5) Uani 1 1 d . . .
H17 H 0.2248 -0.0722 0.7913 0.061 Uiso 1 1 calc R . .
C18 C 0.3051(2) 0.4232(2) 0.77793(15) 0.0406(4) Uani 1 1 d . . .
C19 C 0.4284(3) 0.3433(3) 0.80659(19) 0.0611(6) Uani 1 1 d . . .
H19 H 0.4969 0.2883 0.7554 0.073 Uiso 1 1 calc R . .
C20 C 0.4530(3) 0.3427(3) 0.9105(2) 0.0681(7) Uani 1 1 d . . .
H20 H 0.5372 0.2883 0.9288 0.082 Uiso 1 1 calc R . .
C21 C 0.3522(3) 0.4229(2) 0.98516(17) 0.0543(6) Uani 1 1 d . . .
C22 C 0.2287(3) 0.5035(3) 0.95927(19) 0.0643(7) Uani 1 1 d . . .
H22 H 0.1606 0.5581 1.0109 0.077 Uiso 1 1 calc R . .
C23 C 0.2053(3) 0.5035(2) 0.85515(18) 0.0574(6) Uani 1 1 d . . .
H23 H 0.1210 0.5584 0.8373 0.069 Uiso 1 1 calc R . .
C24 C 0.3311(2) 0.60335(18) 0.58209(15) 0.0385(4) Uani 1 1 d . . .
C25 C 0.3885(2) 0.6346(2) 0.65923(18) 0.0470(5) Uani 1 1 d . . .
H25 H 0.3985 0.5893 0.7233 0.056 Uiso 1 1 calc R . .
C26 C 0.4307(2) 0.7331(2) 0.6407(2) 0.0533(6) Uani 1 1 d . . .
H26 H 0.4704 0.7519 0.6921 0.064 Uiso 1 1 calc R . .
C27 C 0.4148(2) 0.8041(2) 0.5473(2) 0.0516(5) Uani 1 1 d . . .
H27 H 0.4423 0.8709 0.5370 0.062 Uiso 1 1 calc R . .
C28 C 0.3583(2) 0.7760(2) 0.46956(18) 0.0484(5) Uani 1 1 d . . .
H28 H 0.3467 0.8237 0.4067 0.058 Uiso 1 1 calc R . .
C29 C 0.3190(2) 0.67490(19) 0.48685(16) 0.0408(4) Uani 1 1 d . . .
C30 C 0.3091(2) 0.1273(2) 0.33863(18) 0.0447(5) Uani 1 1 d . . .
C31 C 0.4430(3) 0.0552(4) 0.1692(3) 0.0897(10) Uani 1 1 d . . .
H31A H 0.5114 0.0789 0.1837 0.134 Uiso 1 1 calc R . .
H31B H 0.4345 0.0678 0.0948 0.134 Uiso 1 1 calc R . .
H31C H 0.4675 -0.0351 0.1868 0.134 Uiso 1 1 calc R . .
C32 C 0.0655(2) 0.1997(2) 0.35075(17) 0.0444(5) Uani 1 1 d . . .
C33 C -0.0309(3) 0.0499(3) 0.3580(2) 0.0701(8) Uani 1 1 d . . .
H33A H -0.1187 0.1134 0.3885 0.105 Uiso 1 1 calc R . .
H33B H -0.0166 -0.0350 0.3859 0.105 Uiso 1 1 calc R . .
H33C H -0.0248 0.0483 0.2817 0.105 Uiso 1 1 calc R . .
Cl1 Cl 0.16659(8) -0.20413(7) 1.14634(6) 0.0789(2) Uani 1 1 d . . .
Cl2 Cl 0.38324(10) 0.42294(9) 1.11564(5) 0.0852(2) Uani 1 1 d . . .
O1 O 0.39985(18) 0.05471(19) 0.38219(17) 0.0743(5) Uani 1 1 d . . .
O2 O 0.31569(17) 0.13647(19) 0.23310(14) 0.0681(5) Uani 1 1 d . . .
O3 O -0.01030(18) 0.26942(18) 0.29430(16) 0.0692(5) Uani 1 1 d . . .
O4 O 0.07077(18) 0.08450(17) 0.38522(15) 0.0614(4) Uani 1 1 d . . .
Se1 Se 0.24858(2) 0.61704(2) 0.386322(16) 0.04614(8) 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 C32 1.520(3) . ?
C1 C30 1.526(3) . ?
C1 C9 1.550(3) . ?
C1 C2 1.553(3) . ?
C2 C3 1.512(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C8 1.378(3) . ?
C3 C4 1.384(3) . ?
C4 C5 1.414(3) . ?
C4 Se1 1.8791(18) . ?
C5 C6 1.410(3) . ?
C5 C24 1.471(3) . ?
C6 C7 1.403(3) . ?
C6 C18 1.498(3) . ?
C7 C8 1.401(3) . ?
C7 C10 1.433(3) . ?
C8 C9 1.501(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.192(3) . ?
C11 C12 1.430(3) . ?
C12 C17 1.384(3) . ?
C12 C13 1.384(3) . ?
C13 C14 1.377(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.371(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.363(3) . ?
C15 Cl1 1.739(2) . ?
C16 C17 1.376(3) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C19 1.371(3) . ?
C18 C23 1.376(3) . ?
C19 C20 1.390(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.360(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.362(4) . ?
C21 Cl2 1.747(2) . ?
C22 C23 1.388(3) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 C25 1.395(3) . ?
C24 C29 1.405(3) . ?
C25 C26 1.385(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.382(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.375(3) . ?
C27 H27 0.9300 . ?
C28 C29 1.392(3) . ?
C28 H28 0.9300 . ?
C29 Se1 1.888(2) . ?
C30 O1 1.187(3) . ?
C30 O2 1.329(3) . ?
C31 O2 1.446(3) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 O3 1.183(3) . ?
C32 O4 1.333(3) . ?
C33 O4 1.448(3) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 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
C32 C1 C30 107.20(16) . . ?
C32 C1 C9 111.63(17) . . ?
C30 C1 C9 110.40(17) . . ?
C32 C1 C2 112.64(17) . . ?
C30 C1 C2 109.53(17) . . ?
C9 C1 C2 105.47(16) . . ?
C3 C2 C1 102.36(16) . . ?
C3 C2 H2A 111.3 . . ?
C1 C2 H2A 111.3 . . ?
C3 C2 H2B 111.3 . . ?
C1 C2 H2B 111.3 . . ?
H2A C2 H2B 109.2 . . ?
C8 C3 C4 118.98(18) . . ?
C8 C3 C2 111.06(17) . . ?
C4 C3 C2 129.95(18) . . ?
C3 C4 C5 121.77(17) . . ?
C3 C4 Se1 124.61(15) . . ?
C5 C4 Se1 113.60(14) . . ?
C6 C5 C4 118.61(17) . . ?
C6 C5 C24 128.61(18) . . ?
C4 C5 C24 112.78(16) . . ?
C7 C6 C5 119.06(17) . . ?
C7 C6 C18 116.59(16) . . ?
C5 C6 C18 124.34(17) . . ?
C8 C7 C6 120.35(17) . . ?
C8 C7 C10 119.03(18) . . ?
C6 C7 C10 120.62(18) . . ?
C3 C8 C7 120.95(18) . . ?
C3 C8 C9 111.40(17) . . ?
C7 C8 C9 127.62(17) . . ?
C8 C9 C1 103.02(16) . . ?
C8 C9 H9A 111.2 . . ?
C1 C9 H9A 111.2 . . ?
C8 C9 H9B 111.2 . . ?
C1 C9 H9B 111.2 . . ?
H9A C9 H9B 109.1 . . ?
C11 C10 C7 178.3(2) . . ?
C10 C11 C12 178.3(2) . . ?
C17 C12 C13 118.17(19) . . ?
C17 C12 C11 120.50(19) . . ?
C13 C12 C11 121.3(2) . . ?
C14 C13 C12 120.9(2) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C15 C14 C13 119.4(2) . . ?
C15 C14 H14 120.3 . . ?
C13 C14 H14 120.3 . . ?
C16 C15 C14 121.2(2) . . ?
C16 C15 Cl1 119.54(18) . . ?
C14 C15 Cl1 119.31(18) . . ?
C15 C16 C17 119.2(2) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 H16 120.4 . . ?
C16 C17 C12 121.2(2) . . ?
C16 C17 H17 119.4 . . ?
C12 C17 H17 119.4 . . ?
C19 C18 C23 118.2(2) . . ?
C19 C18 C6 121.2(2) . . ?
C23 C18 C6 120.4(2) . . ?
C18 C19 C20 121.4(2) . . ?
C18 C19 H19 119.3 . . ?
C20 C19 H19 119.3 . . ?
C21 C20 C19 119.1(2) . . ?
C21 C20 H20 120.5 . . ?
C19 C20 H20 120.5 . . ?
C20 C21 C22 121.0(2) . . ?
C20 C21 Cl2 119.1(2) . . ?
C22 C21 Cl2 119.8(2) . . ?
C21 C22 C23 119.4(2) . . ?
C21 C22 H22 120.3 . . ?
C23 C22 H22 120.3 . . ?
C18 C23 C22 120.9(2) . . ?
C18 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C25 C24 C29 117.33(18) . . ?
C25 C24 C5 128.88(18) . . ?
C29 C24 C5 113.75(18) . . ?
C26 C25 C24 120.1(2) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C27 C26 C25 121.3(2) . . ?
C27 C26 H26 119.3 . . ?
C25 C26 H26 119.3 . . ?
C28 C27 C26 120.1(2) . . ?
C28 C27 H27 120.0 . . ?
C26 C27 H27 120.0 . . ?
C27 C28 C29 118.7(2) . . ?
C27 C28 H28 120.6 . . ?
C29 C28 H28 120.6 . . ?
C28 C29 C24 122.4(2) . . ?
C28 C29 Se1 124.49(17) . . ?
C24 C29 Se1 113.13(14) . . ?
O1 C30 O2 123.7(2) . . ?
O1 C30 C1 125.7(2) . . ?
O2 C30 C1 110.59(18) . . ?
O2 C31 H31A 109.5 . . ?
O2 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
O2 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O3 C32 O4 124.0(2) . . ?
O3 C32 C1 126.4(2) . . ?
O4 C32 C1 109.53(18) . . ?
O4 C33 H33A 109.5 . . ?
O4 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
O4 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C30 O2 C31 117.1(2) . . ?
C32 O4 C33 116.7(2) . . ?
C4 Se1 C29 86.66(8) . . ?

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
C32 C1 C2 C3 147.06(18) . . . . ?
C30 C1 C2 C3 -93.7(2) . . . . ?
C9 C1 C2 C3 25.1(2) . . . . ?
C1 C2 C3 C8 -17.3(2) . . . . ?
C1 C2 C3 C4 163.7(2) . . . . ?
C8 C3 C4 C5 1.7(3) . . . . ?
C2 C3 C4 C5 -179.3(2) . . . . ?
C8 C3 C4 Se1 179.80(15) . . . . ?
C2 C3 C4 Se1 -1.2(3) . . . . ?
C3 C4 C5 C6 -5.4(3) . . . . ?
Se1 C4 C5 C6 176.30(15) . . . . ?
C3 C4 C5 C24 175.22(18) . . . . ?
Se1 C4 C5 C24 -3.1(2) . . . . ?
C4 C5 C6 C7 4.3(3) . . . . ?
C24 C5 C6 C7 -176.5(2) . . . . ?
C4 C5 C6 C18 -174.41(19) . . . . ?
C24 C5 C6 C18 4.8(3) . . . . ?
C5 C6 C7 C8 0.3(3) . . . . ?
C18 C6 C7 C8 179.14(19) . . . . ?
C5 C6 C7 C10 -178.59(19) . . . . ?
C18 C6 C7 C10 0.2(3) . . . . ?
C4 C3 C8 C7 3.1(3) . . . . ?
C2 C3 C8 C7 -176.05(19) . . . . ?
C4 C3 C8 C9 -178.69(19) . . . . ?
C2 C3 C8 C9 2.1(3) . . . . ?
C6 C7 C8 C3 -4.2(3) . . . . ?
C10 C7 C8 C3 174.8(2) . . . . ?
C6 C7 C8 C9 178.0(2) . . . . ?
C10 C7 C8 C9 -3.1(3) . . . . ?
C3 C8 C9 C1 14.1(2) . . . . ?
C7 C8 C9 C1 -167.9(2) . . . . ?
C32 C1 C9 C8 -146.71(18) . . . . ?
C30 C1 C9 C8 94.16(19) . . . . ?
C2 C1 C9 C8 -24.1(2) . . . . ?
C8 C7 C10 C11 -31(9) . . . . ?
C6 C7 C10 C11 148(8) . . . . ?
C7 C10 C11 C12 155(7) . . . . ?
C10 C11 C12 C17 -97(9) . . . . ?
C10 C11 C12 C13 81(9) . . . . ?
C17 C12 C13 C14 -0.9(4) . . . . ?
C11 C12 C13 C14 -179.3(2) . . . . ?
C12 C13 C14 C15 0.7(4) . . . . ?
C13 C14 C15 C16 -0.4(4) . . . . ?
C13 C14 C15 Cl1 179.7(2) . . . . ?
C14 C15 C16 C17 0.4(4) . . . . ?
Cl1 C15 C16 C17 -179.65(19) . . . . ?
C15 C16 C17 C12 -0.7(4) . . . . ?
C13 C12 C17 C16 0.9(4) . . . . ?
C11 C12 C17 C16 179.3(2) . . . . ?
C7 C6 C18 C19 83.7(3) . . . . ?
C5 C6 C18 C19 -97.5(3) . . . . ?
C7 C6 C18 C23 -91.2(3) . . . . ?
C5 C6 C18 C23 87.6(3) . . . . ?
C23 C18 C19 C20 -0.1(4) . . . . ?
C6 C18 C19 C20 -175.1(2) . . . . ?
C18 C19 C20 C21 0.3(4) . . . . ?
C19 C20 C21 C22 -0.3(4) . . . . ?
C19 C20 C21 Cl2 -179.7(2) . . . . ?
C20 C21 C22 C23 0.2(4) . . . . ?
Cl2 C21 C22 C23 179.5(2) . . . . ?
C19 C18 C23 C22 0.0(4) . . . . ?
C6 C18 C23 C22 175.0(2) . . . . ?
C21 C22 C23 C18 0.0(4) . . . . ?
C6 C5 C24 C25 5.7(4) . . . . ?
C4 C5 C24 C25 -175.0(2) . . . . ?
C6 C5 C24 C29 -176.57(19) . . . . ?
C4 C5 C24 C29 2.7(3) . . . . ?
C29 C24 C25 C26 0.2(3) . . . . ?
C5 C24 C25 C26 177.9(2) . . . . ?
C24 C25 C26 C27 1.3(4) . . . . ?
C25 C26 C27 C28 -1.2(4) . . . . ?
C26 C27 C28 C29 -0.5(3) . . . . ?
C27 C28 C29 C24 2.0(3) . . . . ?
C27 C28 C29 Se1 -176.61(16) . . . . ?
C25 C24 C29 C28 -1.9(3) . . . . ?
C5 C24 C29 C28 -179.92(19) . . . . ?
C25 C24 C29 Se1 176.88(15) . . . . ?
C5 C24 C29 Se1 -1.1(2) . . . . ?
C32 C1 C30 O1 -126.7(2) . . . . ?
C9 C1 C30 O1 -4.9(3) . . . . ?
C2 C1 C30 O1 110.8(2) . . . . ?
C32 C1 C30 O2 54.8(2) . . . . ?
C9 C1 C30 O2 176.59(17) . . . . ?
C2 C1 C30 O2 -67.7(2) . . . . ?
C30 C1 C32 O3 -110.3(3) . . . . ?
C9 C1 C32 O3 128.7(2) . . . . ?
C2 C1 C32 O3 10.2(3) . . . . ?
C30 C1 C32 O4 69.0(2) . . . . ?
C9 C1 C32 O4 -52.1(2) . . . . ?
C2 C1 C32 O4 -170.50(18) . . . . ?
O1 C30 O2 C31 -1.9(4) . . . . ?
C1 C30 O2 C31 176.6(2) . . . . ?
O3 C32 O4 C33 -5.3(3) . . . . ?
C1 C32 O4 C33 175.4(2) . . . . ?
C3 C4 Se1 C29 -176.22(19) . . . . ?
C5 C4 Se1 C29 2.01(15) . . . . ?
C28 C29 Se1 C4 178.30(19) . . . . ?
C24 C29 Se1 C4 -0.45(15) . . . . ?

_diffrn_measured_fraction_theta_max 0.972
_diffrn_reflns_theta_full        27.52
_diffrn_measured_fraction_theta_full 0.972
_refine_diff_density_max         0.444
_refine_diff_density_min         -0.413
_refine_diff_density_rms         0.050
####################################################################### 
# 
# 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_test_0m
_database_code_depnum_ccdc_archive 'CCDC 1519118'
_audit_update_record             
;
2016-11-24 deposited with the CCDC.
2017-01-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H34 O4 Se'
_chemical_formula_weight         633.61

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   11.8983(12)
_cell_length_b                   24.716(2)
_cell_length_c                   12.9910(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 120.114(6)
_cell_angle_gamma                90.00
_cell_volume                     3304.7(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6502
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      22.43

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1312
_exptl_absorpt_coefficient_mu    1.174
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7579
_exptl_absorpt_correction_T_max  0.7906
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            27806
_diffrn_reflns_av_R_equivalents  0.0519
_diffrn_reflns_av_sigmaI/netI    0.0623
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.65
_diffrn_reflns_theta_max         27.50
_reflns_number_total             7475
_reflns_number_gt                3872
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.3000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7475
_refine_ls_number_parameters     345
_refine_ls_number_restraints     202
_refine_ls_R_factor_all          0.1850
_refine_ls_R_factor_gt           0.1178
_refine_ls_wR_factor_ref         0.4433
_refine_ls_wR_factor_gt          0.3851
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_restrained_S_all      1.094
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C12 C 0.6316(3) 0.06229(15) 1.0417(3) 0.081(2) Uani 1 1 d G . .
C11 C 0.7306(3) 0.05369(16) 1.1582(4) 0.098(3) Uani 1 1 d G . .
C10 C 0.7315(3) 0.08211(18) 1.2509(3) 0.117(4) Uani 1 1 d G . .
H10 H 0.7977 0.0764 1.3288 0.140 Uiso 1 1 calc R . .
C9 C 0.6335(3) 0.11913(18) 1.2272(3) 0.132(5) Uani 1 1 d G . .
H9 H 0.6341 0.1381 1.2893 0.159 Uiso 1 1 calc R . .
C8 C 0.5345(3) 0.12773(14) 1.1108(2) 0.096(3) Uani 1 1 d G . .
H8 H 0.4690 0.1525 1.0950 0.115 Uiso 1 1 calc R . .
C7 C 0.5336(3) 0.09931(12) 1.0181(3) 0.078(2) Uani 1 1 d G . .
C26 C 0.3853(3) 0.22879(10) 0.9196(3) 0.087(2) Uani 1 1 d GU . .
H26 H 0.4484 0.2292 0.8974 0.105 Uiso 1 1 calc R . .
C27 C 0.3761(4) 0.27167(12) 0.9843(3) 0.117(3) Uani 1 1 d GU . .
H27 H 0.4330 0.3008 1.0052 0.141 Uiso 1 1 calc R . .
C28 C 0.2819(4) 0.27105(17) 1.0176(3) 0.131(3) Uani 1 1 d GU . .
H28 H 0.2757 0.2997 1.0608 0.157 Uiso 1 1 calc R . .
C29 C 0.1968(4) 0.22757(19) 0.9862(3) 0.121(3) Uani 1 1 d GU . .
H29 H 0.1337 0.2272 1.0085 0.145 Uiso 1 1 calc R . .
C30 C 0.2060(3) 0.18470(14) 0.9216(3) 0.096(2) Uani 1 1 d GU . .
H30 H 0.1490 0.1556 0.9006 0.115 Uiso 1 1 calc R . .
C25 C 0.3002(3) 0.18530(10) 0.8883(2) 0.0755(19) Uani 1 1 d GU . .
C19 C -0.0755(3) 0.22837(15) 0.5455(3) 0.0778(19) Uani 1 1 d GU . .
C20 C -0.1516(4) 0.22697(19) 0.4222(3) 0.107(3) Uani 1 1 d GU . .
H20 H -0.1315 0.2030 0.3786 0.129 Uiso 1 1 calc R . .
C21 C -0.2577(4) 0.2614(2) 0.3640(3) 0.124(3) Uani 1 1 d GU . .
H21 H -0.3086 0.2605 0.2815 0.149 Uiso 1 1 calc R . .
C22 C -0.2878(3) 0.29725(19) 0.4292(4) 0.124(3) Uani 1 1 d GU . .
H22 H -0.3588 0.3203 0.3902 0.149 Uiso 1 1 calc R . .
C23 C -0.2117(3) 0.29866(18) 0.5525(4) 0.124(3) Uani 1 1 d GU . .
H23 H -0.2318 0.3226 0.5961 0.149 Uiso 1 1 calc R . .
C24 C -0.1056(3) 0.26422(15) 0.6107(3) 0.107(3) Uani 1 1 d GU . .
H24 H -0.0547 0.2652 0.6932 0.128 Uiso 1 1 calc R . .
C1 C 0.2586(8) 0.0335(3) 0.4949(7) 0.074(2) Uani 1 1 d . . .
C2 C 0.1744(8) 0.0724(4) 0.5211(7) 0.078(2) Uani 1 1 d . . .
H2A H 0.1487 0.1037 0.4690 0.094 Uiso 1 1 calc R . .
H2B H 0.0969 0.0543 0.5100 0.094 Uiso 1 1 calc R . .
C3 C 0.2591(7) 0.0892(3) 0.6487(6) 0.0639(18) Uani 1 1 d . . .
C4 C 0.2371(7) 0.1287(2) 0.7123(7) 0.0585(16) Uani 1 1 d . . .
C5 C 0.3265(7) 0.1368(3) 0.8341(7) 0.0627(17) Uani 1 1 d . . .
C6 C 0.4332(7) 0.1035(3) 0.8902(7) 0.0593(17) Uani 1 1 d . . .
C13 C 0.4575(7) 0.0656(3) 0.8217(7) 0.0686(19) Uani 1 1 d . . .
C14 C 0.3722(7) 0.0595(3) 0.7003(7) 0.0641(18) Uani 1 1 d . . .
C15 C 0.3845(8) 0.0209(3) 0.6197(8) 0.075(2) Uani 1 1 d . . .
H15A H 0.3843 -0.0162 0.6440 0.090 Uiso 1 1 calc R . .
H15B H 0.4634 0.0273 0.6169 0.090 Uiso 1 1 calc R . .
C16 C 0.8329(11) 0.0119(6) 1.1853(12) 0.137(5) Uani 1 1 d . . .
H16A H 0.7924 -0.0223 1.1536 0.206 Uiso 1 1 calc R . .
H16B H 0.8885 0.0090 1.2699 0.206 Uiso 1 1 calc R . .
H16C H 0.8836 0.0224 1.1498 0.206 Uiso 1 1 calc R . .
C17 C 0.1205(8) 0.1623(3) 0.6494(7) 0.0694(19) Uani 1 1 d . . .
C18 C 0.0323(8) 0.1917(3) 0.6044(7) 0.071(2) Uani 1 1 d . . .
C31 C 0.2950(10) 0.0592(3) 0.4122(9) 0.086(3) Uani 1 1 d . . .
C32 C 0.215(2) 0.0873(8) 0.2138(16) 0.168(5) Uani 1 1 d DU . .
H32 H 0.2965 0.0717 0.2272 0.202 Uiso 1 1 calc R . .
C33 C 0.227(2) 0.1451(8) 0.205(2) 0.221(7) Uani 1 1 d DU . .
H33A H 0.2697 0.1523 0.1609 0.332 Uiso 1 1 calc R . .
H33B H 0.2766 0.1601 0.2837 0.332 Uiso 1 1 calc R . .
H33C H 0.1419 0.1612 0.1655 0.332 Uiso 1 1 calc R . .
C34 C 0.116(2) 0.0692(9) 0.0967(17) 0.195(6) Uani 1 1 d U . .
H34A H 0.0326 0.0825 0.0799 0.292 Uiso 1 1 calc R . .
H34B H 0.1144 0.0304 0.0945 0.292 Uiso 1 1 calc R . .
H34C H 0.1355 0.0828 0.0382 0.292 Uiso 1 1 calc R . .
C35 C 0.1897(8) -0.0204(3) 0.4441(7) 0.066(2) Uani 1 1 d . . .
C36 C 0.2069(10) -0.1039(4) 0.3595(11) 0.102(3) Uani 1 1 d . . .
H36 H 0.1478 -0.1143 0.3881 0.122 Uiso 1 1 calc R . .
C37 C 0.1296(15) -0.1014(6) 0.2308(13) 0.161(6) Uani 1 1 d . . .
H37A H 0.1840 -0.0914 0.1989 0.242 Uiso 1 1 calc R . .
H37B H 0.0621 -0.0749 0.2080 0.242 Uiso 1 1 calc R . .
H37C H 0.0914 -0.1362 0.2003 0.242 Uiso 1 1 calc R . .
C38 C 0.3210(14) -0.1401(6) 0.419(2) 0.205(10) Uani 1 1 d . . .
H38A H 0.3801 -0.1322 0.3910 0.308 Uiso 1 1 calc R . .
H38B H 0.2929 -0.1771 0.4010 0.308 Uiso 1 1 calc R . .
H38C H 0.3639 -0.1346 0.5035 0.308 Uiso 1 1 calc R . .
O1 O 0.3942(9) 0.0731(4) 0.4302(9) 0.146(4) Uani 1 1 d . . .
O2 O 0.1910(6) 0.0637(3) 0.3023(5) 0.0955(19) Uani 1 1 d . . .
O3 O 0.0943(6) -0.0369(3) 0.4455(6) 0.0824(16) Uani 1 1 d . . .
O4 O 0.2513(6) -0.0482(3) 0.4031(6) 0.0927(19) Uani 1 1 d . . .
Se1 Se 0.61053(7) 0.02538(3) 0.90973(8) 0.0784(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
C12 C11 1.3900 . ?
C12 C7 1.3900 . ?
C12 Se1 1.845(4) . ?
C11 C10 1.3900 . ?
C11 C16 1.497(14) . ?
C10 C9 1.3900 . ?
C10 H10 0.9300 . ?
C9 C8 1.3900 . ?
C9 H9 0.9300 . ?
C8 C7 1.3900 . ?
C8 H8 0.9300 . ?
C7 C6 1.485(8) . ?
C26 C25 1.3900 . ?
C26 C27 1.3901 . ?
C26 H26 0.9300 . ?
C27 C28 1.3899 . ?
C27 H27 0.9300 . ?
C28 C29 1.3900 . ?
C28 H28 0.9300 . ?
C29 C30 1.3899 . ?
C29 H29 0.9300 . ?
C30 C25 1.3900 . ?
C30 H30 0.9300 . ?
C25 C5 1.500(8) . ?
C19 C20 1.3900 . ?
C19 C24 1.3901 . ?
C19 C18 1.438(7) . ?
C20 C21 1.3900 . ?
C20 H20 0.9300 . ?
C21 C22 1.3900 . ?
C21 H21 0.9300 . ?
C22 C23 1.3900 . ?
C22 H22 0.9300 . ?
C23 C24 1.3900 . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C1 C31 1.486(14) . ?
C1 C35 1.531(11) . ?
C1 C2 1.545(11) . ?
C1 C15 1.593(11) . ?
C2 C3 1.502(10) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C14 1.377(9) . ?
C3 C4 1.386(10) . ?
C4 C5 1.409(11) . ?
C4 C17 1.465(10) . ?
C5 C6 1.376(10) . ?
C6 C13 1.418(11) . ?
C13 C14 1.390(11) . ?
C13 Se1 1.877(7) . ?
C14 C15 1.477(11) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.165(10) . ?
C31 O1 1.135(12) . ?
C31 O2 1.346(11) . ?
C32 O2 1.436(17) . ?
C32 C33 1.444(16) . ?
C32 C34 1.45(2) . ?
C32 H32 0.9800 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 O3 1.215(10) . ?
C35 O4 1.298(10) . ?
C36 C37 1.450(17) . ?
C36 O4 1.480(10) . ?
C36 C38 1.480(18) . ?
C36 H36 0.9800 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 C12 C7 120.0 . . ?
C11 C12 Se1 125.57(9) . . ?
C7 C12 Se1 114.34(9) . . ?
C10 C11 C12 120.0 . . ?
C10 C11 C16 119.5(6) . . ?
C12 C11 C16 120.4(6) . . ?
C11 C10 C9 120.0 . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C8 C9 C10 120.0 . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C9 C8 C7 120.0 . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C7 C12 120.0 . . ?
C8 C7 C6 125.9(3) . . ?
C12 C7 C6 114.1(3) . . ?
C25 C26 C27 120.0 . . ?
C25 C26 H26 120.0 . . ?
C27 C26 H26 120.0 . . ?
C28 C27 C26 120.0 . . ?
C28 C27 H27 120.0 . . ?
C26 C27 H27 120.0 . . ?
C27 C28 C29 120.0 . . ?
C27 C28 H28 120.0 . . ?
C29 C28 H28 120.0 . . ?
C30 C29 C28 120.0 . . ?
C30 C29 H29 120.0 . . ?
C28 C29 H29 120.0 . . ?
C29 C30 C25 120.0 . . ?
C29 C30 H30 120.0 . . ?
C25 C30 H30 120.0 . . ?
C26 C25 C30 120.0 . . ?
C26 C25 C5 117.5(3) . . ?
C30 C25 C5 121.9(3) . . ?
C20 C19 C24 120.0 . . ?
C20 C19 C18 119.3(3) . . ?
C24 C19 C18 120.7(3) . . ?
C19 C20 C21 120.0 . . ?
C19 C20 H20 120.0 . . ?
C21 C20 H20 120.0 . . ?
C22 C21 C20 120.0 . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C23 C22 C21 120.0 . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C22 C23 C24 120.0 . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C23 C24 C19 120.0 . . ?
C23 C24 H24 120.0 . . ?
C19 C24 H24 120.0 . . ?
C31 C1 C35 110.3(7) . . ?
C31 C1 C2 110.5(7) . . ?
C35 C1 C2 111.8(7) . . ?
C31 C1 C15 110.7(8) . . ?
C35 C1 C15 107.1(6) . . ?
C2 C1 C15 106.3(6) . . ?
C3 C2 C1 105.4(6) . . ?
C3 C2 H2A 110.7 . . ?
C1 C2 H2A 110.7 . . ?
C3 C2 H2B 110.7 . . ?
C1 C2 H2B 110.7 . . ?
H2A C2 H2B 108.8 . . ?
C14 C3 C4 121.1(7) . . ?
C14 C3 C2 109.9(6) . . ?
C4 C3 C2 129.0(6) . . ?
C3 C4 C5 120.5(6) . . ?
C3 C4 C17 118.4(7) . . ?
C5 C4 C17 121.1(6) . . ?
C6 C5 C4 119.1(6) . . ?
C6 C5 C25 125.7(7) . . ?
C4 C5 C25 115.0(6) . . ?
C5 C6 C13 119.1(7) . . ?
C5 C6 C7 130.2(6) . . ?
C13 C6 C7 110.7(6) . . ?
C14 C13 C6 121.4(7) . . ?
C14 C13 Se1 124.5(6) . . ?
C6 C13 Se1 114.1(6) . . ?
C3 C14 C13 118.2(7) . . ?
C3 C14 C15 114.8(7) . . ?
C13 C14 C15 126.8(6) . . ?
C14 C15 C1 102.6(6) . . ?
C14 C15 H15A 111.3 . . ?
C1 C15 H15A 111.3 . . ?
C14 C15 H15B 111.3 . . ?
C1 C15 H15B 111.3 . . ?
H15A C15 H15B 109.2 . . ?
C11 C16 H16A 109.5 . . ?
C11 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C11 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 C4 175.5(9) . . ?
C17 C18 C19 178.0(8) . . ?
O1 C31 O2 120.0(11) . . ?
O1 C31 C1 129.1(10) . . ?
O2 C31 C1 110.9(8) . . ?
O2 C32 C33 122.0(18) . . ?
O2 C32 C34 109.5(15) . . ?
C33 C32 C34 106.5(18) . . ?
O2 C32 H32 105.9 . . ?
C33 C32 H32 105.9 . . ?
C34 C32 H32 105.9 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
O3 C35 O4 123.6(7) . . ?
O3 C35 C1 126.0(7) . . ?
O4 C35 C1 110.4(7) . . ?
C37 C36 O4 107.5(10) . . ?
C37 C36 C38 120.8(13) . . ?
O4 C36 C38 107.8(9) . . ?
C37 C36 H36 106.7 . . ?
O4 C36 H36 106.7 . . ?
C38 C36 H36 106.7 . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C36 C38 H38A 109.5 . . ?
C36 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C36 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C31 O2 C32 116.0(11) . . ?
C35 O4 C36 118.9(7) . . ?
C12 Se1 C13 86.7(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
C7 C12 C11 C10 0.0 . . . . ?
Se1 C12 C11 C10 -176.3(3) . . . . ?
C7 C12 C11 C16 176.9(6) . . . . ?
Se1 C12 C11 C16 0.7(6) . . . . ?
C12 C11 C10 C9 0.0 . . . . ?
C16 C11 C10 C9 -177.0(6) . . . . ?
C11 C10 C9 C8 0.0 . . . . ?
C10 C9 C8 C7 0.0 . . . . ?
C9 C8 C7 C12 0.0 . . . . ?
C9 C8 C7 C6 178.7(3) . . . . ?
C11 C12 C7 C8 0.0 . . . . ?
Se1 C12 C7 C8 176.7(2) . . . . ?
C11 C12 C7 C6 -178.8(3) . . . . ?
Se1 C12 C7 C6 -2.1(3) . . . . ?
C25 C26 C27 C28 0.0 . . . . ?
C26 C27 C28 C29 0.0 . . . . ?
C27 C28 C29 C30 0.0 . . . . ?
C28 C29 C30 C25 0.0 . . . . ?
C27 C26 C25 C30 0.0 . . . . ?
C27 C26 C25 C5 -171.5(3) . . . . ?
C29 C30 C25 C26 0.0 . . . . ?
C29 C30 C25 C5 171.1(4) . . . . ?
C24 C19 C20 C21 0.0 . . . . ?
C18 C19 C20 C21 178.8(4) . . . . ?
C19 C20 C21 C22 0.0 . . . . ?
C20 C21 C22 C23 0.0 . . . . ?
C21 C22 C23 C24 0.0 . . . . ?
C22 C23 C24 C19 0.0 . . . . ?
C20 C19 C24 C23 0.0 . . . . ?
C18 C19 C24 C23 -178.8(4) . . . . ?
C31 C1 C2 C3 -110.0(8) . . . . ?
C35 C1 C2 C3 126.7(7) . . . . ?
C15 C1 C2 C3 10.2(9) . . . . ?
C1 C2 C3 C14 -7.7(10) . . . . ?
C1 C2 C3 C4 171.1(8) . . . . ?
C14 C3 C4 C5 -4.3(11) . . . . ?
C2 C3 C4 C5 177.1(8) . . . . ?
C14 C3 C4 C17 174.5(7) . . . . ?
C2 C3 C4 C17 -4.2(12) . . . . ?
C3 C4 C5 C6 -2.7(10) . . . . ?
C17 C4 C5 C6 178.5(6) . . . . ?
C3 C4 C5 C25 172.4(5) . . . . ?
C17 C4 C5 C25 -6.4(9) . . . . ?
C26 C25 C5 C6 65.0(7) . . . . ?
C30 C25 C5 C6 -106.4(6) . . . . ?
C26 C25 C5 C4 -109.8(5) . . . . ?
C30 C25 C5 C4 78.9(6) . . . . ?
C4 C5 C6 C13 6.4(9) . . . . ?
C25 C5 C6 C13 -168.1(6) . . . . ?
C4 C5 C6 C7 -172.9(6) . . . . ?
C25 C5 C6 C7 12.5(10) . . . . ?
C8 C7 C6 C5 4.1(8) . . . . ?
C12 C7 C6 C5 -177.2(6) . . . . ?
C8 C7 C6 C13 -175.3(4) . . . . ?
C12 C7 C6 C13 3.5(6) . . . . ?
C5 C6 C13 C14 -3.5(10) . . . . ?
C7 C6 C13 C14 176.0(6) . . . . ?
C5 C6 C13 Se1 177.3(5) . . . . ?
C7 C6 C13 Se1 -3.2(7) . . . . ?
C4 C3 C14 C13 7.2(11) . . . . ?
C2 C3 C14 C13 -173.9(7) . . . . ?
C4 C3 C14 C15 -177.1(7) . . . . ?
C2 C3 C14 C15 1.8(10) . . . . ?
C6 C13 C14 C3 -3.4(11) . . . . ?
Se1 C13 C14 C3 175.8(6) . . . . ?
C6 C13 C14 C15 -178.5(8) . . . . ?
Se1 C13 C14 C15 0.7(12) . . . . ?
C3 C14 C15 C1 4.6(10) . . . . ?
C13 C14 C15 C1 179.9(8) . . . . ?
C31 C1 C15 C14 111.0(8) . . . . ?
C35 C1 C15 C14 -128.6(7) . . . . ?
C2 C1 C15 C14 -9.0(9) . . . . ?
C3 C4 C17 C18 -148(11) . . . . ?
C5 C4 C17 C18 30(11) . . . . ?
C4 C17 C18 C19 103(27) . . . . ?
C20 C19 C18 C17 38(25) . . . . ?
C24 C19 C18 C17 -143(25) . . . . ?
C35 C1 C31 O1 -124.2(12) . . . . ?
C2 C1 C31 O1 111.7(12) . . . . ?
C15 C1 C31 O1 -5.8(14) . . . . ?
C35 C1 C31 O2 53.8(9) . . . . ?
C2 C1 C31 O2 -70.3(9) . . . . ?
C15 C1 C31 O2 172.2(7) . . . . ?
C31 C1 C35 O3 -138.0(8) . . . . ?
C2 C1 C35 O3 -14.6(11) . . . . ?
C15 C1 C35 O3 101.5(9) . . . . ?
C31 C1 C35 O4 45.2(9) . . . . ?
C2 C1 C35 O4 168.5(7) . . . . ?
C15 C1 C35 O4 -75.4(9) . . . . ?
O1 C31 O2 C32 -1.0(16) . . . . ?
C1 C31 O2 C32 -179.2(10) . . . . ?
C33 C32 O2 C31 -79(2) . . . . ?
C34 C32 O2 C31 155.6(14) . . . . ?
O3 C35 O4 C36 -2.2(13) . . . . ?
C1 C35 O4 C36 174.7(8) . . . . ?
C37 C36 O4 C35 99.9(12) . . . . ?
C38 C36 O4 C35 -128.5(13) . . . . ?
C11 C12 Se1 C13 176.7(3) . . . . ?
C7 C12 Se1 C13 0.3(3) . . . . ?
C14 C13 Se1 C12 -177.4(7) . . . . ?
C6 C13 Se1 C12 1.8(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         3.761
_refine_diff_density_min         -0.714
_refine_diff_density_rms         0.119
