# Supplementary Information (SI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_glm114
_database_code_depnum_ccdc_archive 'CCDC 2371120'
loop_
_audit_author_name
_audit_author_address
'Xiao-Nian Li'
;Kunming Institute of Botany, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2024-07-16 deposited with the CCDC.	2024-08-29 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C25 H32 O6 Se'
_chemical_formula_sum            'C25 H32 O6 Se'
_chemical_formula_iupac          ?
_chemical_formula_weight         507.46
_chemical_absolute_configuration ad

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.3051(3)
_cell_length_b                   6.2777(2)
_cell_length_c                   16.4774(4)
_cell_angle_alpha                90
_cell_angle_beta                 97.2010(10)
_cell_angle_gamma                90
_cell_volume                     1160.18(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9054
_cell_measurement_theta_min      2.7030
_cell_measurement_theta_max      72.2356
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       needle
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.030
_exptl_crystal_density_diffrn    1.453
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             528

_exptl_absorpt_coefficient_mu    2.516
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.34
_exptl_absorpt_correction_T_max  0.93

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Ius Diamond'
_diffrn_source_type              Microfocus

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Helixos MX multilayer Optic'

_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON II'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            21368
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_theta_min         2.70
_diffrn_reflns_theta_max         72.29
_diffrn_reflns_theta_full        72.29
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20

_refine_special_details          
;
;

_reflns_number_total             4464
_reflns_number_gt                4381
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0398
_refine_ls_wR_factor_gt          0.1087
_refine_ls_wR_factor_ref         0.1094
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.049
_refine_ls_number_reflns         4464
_refine_ls_number_parameters     296
_refine_ls_number_restraints     1
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0645P)²+0.7997P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.177
_refine_diff_density_min         -0.305
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 1861 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.031(6)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service vV6.2.9'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se Se1 0.09255(5) 0.42609(10) 0.80268(3) 0.05098(19) Uani d . . . 1 . .
C C1 0.2389(5) 0.9505(13) 0.9419(3) 0.0629(17) Uani d . . . 1 . .
H H1A 0.314261 0.959274 0.918487 0.094 Uiso calc U . R 1 . .
H H1B 0.255312 0.938292 1.001501 0.094 Uiso calc U . R 1 . .
H H1C 0.191698 1.079135 0.927631 0.094 Uiso calc U . R 1 . .
O O1 0.1630(3) 0.4242(7) 0.70580(16) 0.0411(6) Uani d . . . 1 . .
O O2 0.4123(3) 1.0304(5) 0.58238(19) 0.0379(7) Uani d . . . 1 . .
H H2 0.454(5) 1.033(8) 0.554(4) 0.057 Uiso calc U . R 1 . .
C C2 0.1709(5) 0.7600(10) 0.9084(3) 0.0520(13) Uani d . . . 1 . .
O O3 0.4440(3) 0.5707(6) 0.54405(19) 0.0399(7) Uani d . . . 1 . .
C C3 0.0822(6) 0.6615(12) 0.9502(3) 0.0616(16) Uani d . . . 1 . .
H H3 0.063676 0.720245 1.000179 0.074 Uiso calc U . R 1 . .
O O4 0.3770(3) 0.6090(7) 0.80466(19) 0.0525(10) Uani d . . . 1 . .
C C4 0.1842(4) 0.6621(9) 0.8362(3) 0.0434(11) Uani d . . . 1 . .
O O5 0.0291(4) 0.5001(8) 0.9219(3) 0.0680(13) Uani d . . . 1 . .
C C5 0.2685(4) 0.7163(8) 0.7765(3) 0.0377(9) Uani d . . . 1 . .
H H5 0.280429 0.873676 0.772614 0.045 Uiso calc U . R 1 . .
O O6 0.7684(4) 0.1715(8) 0.8010(2) 0.0635(10) Uani d . . . 1 . .
C C6 0.2256(3) 0.6171(6) 0.6922(2) 0.0300(8) Uani d . . . 1 . .
C C8 0.2136(3) 0.9435(9) 0.5986(2) 0.0322(8) Uani d . . . 1 . .
H H8 0.241438 1.042355 0.644686 0.039 Uiso calc U . R 1 . .
C C7 0.1451(3) 0.7600(7) 0.6326(2) 0.0315(8) Uani d . . . 1 . .
H H7 0.111025 0.669714 0.585336 0.038 Uiso calc U . R 1 . .
C C9 0.1357(4) 1.0731(8) 0.5309(3) 0.0443(11) Uani d . . . 1 . .
H H9A 0.061019 0.995451 0.51212 0.053 Uiso calc U . R 1 . .
H H9AB 0.114858 1.213856 0.552218 0.053 Uiso calc U . R 1 . .
C C10 0.2101(5) 1.1002(8) 0.4607(3) 0.0446(11) Uani d . . . 1 . .
H H10A 0.261643 1.227886 0.468904 0.054 Uiso calc U . R 1 . .
H H10B 0.158617 1.112996 0.407728 0.054 Uiso calc U . R 1 . .
C C11 0.2849(4) 0.8966(8) 0.4638(2) 0.0348(9) Uani d . . . 1 . .
H H11 0.356971 0.920512 0.435439 0.042 Uiso calc U . R 1 . .
C C12 0.3226(3) 0.8756(6) 0.5570(2) 0.0317(9) Uani d . . . 1 . .
C C13 0.3741(3) 0.6578(7) 0.5837(2) 0.0300(8) Uani d . . . 1 . .
C C14 0.3433(3) 0.5481(7) 0.6608(2) 0.0306(8) Uani d . . . 1 . .
H H14 0.335961 0.392452 0.648145 0.037 Uiso calc U . R 1 . .
C C15 0.4436(4) 0.5725(7) 0.7363(2) 0.0351(9) Uani d . . . 1 . .
C C16 0.5102(4) 0.3652(6) 0.7553(3) 0.0344(9) Uani d . . . 1 . .
H H16A 0.555624 0.330063 0.709492 0.041 Uiso calc U . R 1 . .
H H16B 0.451762 0.249553 0.759604 0.041 Uiso calc U . R 1 . .
C C17 0.5975(4) 0.3747(7) 0.8359(3) 0.0426(12) Uani d . . . 1 . .
H H17A 0.64975 0.500662 0.83374 0.051 Uiso calc U . R 1 . .
H H17B 0.550584 0.395703 0.882116 0.051 Uiso calc U . R 1 . .
C C18 0.6740(5) 0.1832(9) 0.8529(3) 0.0513(12) Uani d . . . 1 . .
C C19 0.6876(5) 0.0200(10) 0.9024(3) 0.0536(13) Uani d . . . 1 . .
C C20 0.7850(5) -0.1070(11) 0.8854(3) 0.0547(14) Uani d . . . 1 . .
H H20 0.812076 -0.237181 0.910646 0.066 Uiso calc U . R 1 . .
C C21 0.8318(5) 0.0020(12) 0.8237(3) 0.0606(16) Uani d . . . 1 . .
H H21 0.901117 -0.040678 0.800741 0.073 Uiso calc U . R 1 . .
C C22 0.0403(4) 0.8516(8) 0.6727(3) 0.0406(10) Uani d . . . 1 . .
H H22A -0.012402 0.932096 0.63203 0.061 Uiso calc U . R 1 . .
H H22B 0.071098 0.946266 0.717781 0.061 Uiso calc U . R 1 . .
H H22C -0.004398 0.73478 0.693971 0.061 Uiso calc U . R 1 . .
C C23 0.2132(4) 0.7063(8) 0.4247(3) 0.0399(10) Uani d . . . 1 . .
H H23A 0.18482 0.73886 0.367409 0.06 Uiso calc U . R 1 . .
H H23B 0.144879 0.679083 0.45439 0.06 Uiso calc U . R 1 . .
H H23C 0.264369 0.579794 0.427431 0.06 Uiso calc U . R 1 . .
C C24 0.5268(5) 0.7566(9) 0.7280(3) 0.0535(14) Uani d . . . 1 . .
H H24A 0.574274 0.727851 0.683381 0.08 Uiso calc U . R 1 . .
H H24B 0.580086 0.774669 0.77927 0.08 Uiso calc U . R 1 . .
H H24C 0.480292 0.887064 0.716053 0.08 Uiso calc U . R 1 . .
C C25 0.6048(5) -0.0408(11) 0.9628(3) 0.0551(14) Uani d . . . 1 . .
H H25A 0.539739 0.063002 0.960481 0.083 Uiso calc U . R 1 . .
H H25B 0.64874 -0.04244 1.017959 0.083 Uiso calc U . R 1 . .
H H25C 0.57188 -0.182686 0.949375 0.083 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Se1 C4 . 1.852(6) ?
Se1 O1 . 1.871(3) ?
Se1 O5 . 2.223(4) ?
C1 C2 . 1.489(10) ?
C1 H1A . 0.98 ?
C1 H1B . 0.98 ?
C1 H1C . 0.98 ?
O1 C6 . 1.434(6) ?
O2 C12 . 1.429(5) ?
O2 H2 . 0.71(7) ?
C2 C4 . 1.364(7) ?
C2 C3 . 1.427(10) ?
O3 C13 . 1.217(5) ?
C3 O5 . 1.238(9) ?
C3 H3 . 0.95 ?
O4 C5 . 1.426(5) ?
O4 C15 . 1.449(5) ?
C4 C5 . 1.491(7) ?
C5 C6 . 1.545(5) ?
C5 H5 . 1.0 ?
O6 C21 . 1.311(8) ?
O6 C18 . 1.451(8) ?
C6 C7 . 1.541(6) ?
C6 C14 . 1.549(5) ?
C8 C7 . 1.532(6) ?
C8 C12 . 1.544(5) ?
C8 C9 . 1.561(6) ?
C8 H8 . 1.0 ?
C7 C22 . 1.538(6) ?
C7 H7 . 1.0 ?
C9 C10 . 1.523(7) ?
C9 H9A . 0.99 ?
C9 H9AB . 0.99 ?
C10 C11 . 1.530(7) ?
C10 H10A . 0.99 ?
C10 H10B . 0.99 ?
C11 C23 . 1.539(6) ?
C11 C12 . 1.547(5) ?
C11 H11 . 1.0 ?
C12 C13 . 1.529(6) ?
C13 C14 . 1.522(6) ?
C14 C15 . 1.583(5) ?
C14 H14 . 1.0 ?
C15 C24 . 1.508(7) ?
C15 C16 . 1.516(6) ?
C16 C17 . 1.554(6) ?
C16 H16A . 0.99 ?
C16 H16B . 0.99 ?
C17 C18 . 1.487(7) ?
C17 H17A . 0.99 ?
C17 H17B . 0.99 ?
C18 C19 . 1.306(9) ?
C19 C20 . 1.416(8) ?
C19 C25 . 1.498(8) ?
C20 C21 . 1.385(9) ?
C20 H20 . 0.95 ?
C21 H21 . 0.95 ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
C24 H24A . 0.98 ?
C24 H24B . 0.98 ?
C24 H24C . 0.98 ?
C25 H25A . 0.98 ?
C25 H25B . 0.98 ?
C25 H25C . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C4 Se1 O1 . . 88.69(19) ?
C4 Se1 O5 . . 78.5(2) ?
O1 Se1 O5 . . 166.92(19) ?
C2 C1 H1A . . 109.5 ?
C2 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
C2 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
C6 O1 Se1 . . 113.5(3) ?
C12 O2 H2 . . 109.5 ?
C4 C2 C3 . . 112.7(6) ?
C4 C2 C1 . . 125.2(6) ?
C3 C2 C1 . . 122.0(5) ?
O5 C3 C2 . . 120.7(5) ?
O5 C3 H3 . . 119.7 ?
C2 C3 H3 . . 119.7 ?
C5 O4 C15 . . 109.4(3) ?
C2 C4 C5 . . 128.4(5) ?
C2 C4 Se1 . . 120.1(4) ?
C5 C4 Se1 . . 111.5(3) ?
C3 O5 Se1 . . 108.0(4) ?
O4 C5 C4 . . 105.8(4) ?
O4 C5 C6 . . 105.2(3) ?
C4 C5 C6 . . 110.3(4) ?
O4 C5 H5 . . 111.7 ?
C4 C5 H5 . . 111.7 ?
C6 C5 H5 . . 111.7 ?
C21 O6 C18 . . 106.8(4) ?
O1 C6 C7 . . 109.2(3) ?
O1 C6 C5 . . 107.8(3) ?
C7 C6 C5 . . 115.6(3) ?
O1 C6 C14 . . 106.1(3) ?
C7 C6 C14 . . 114.4(3) ?
C5 C6 C14 . . 103.1(3) ?
C7 C8 C12 . . 115.0(4) ?
C7 C8 C9 . . 112.8(3) ?
C12 C8 C9 . . 103.7(3) ?
C7 C8 H8 . . 108.4 ?
C12 C8 H8 . . 108.4 ?
C9 C8 H8 . . 108.4 ?
C8 C7 C22 . . 109.1(4) ?
C8 C7 C6 . . 112.7(3) ?
C22 C7 C6 . . 111.6(3) ?
C8 C7 H7 . . 107.8 ?
C22 C7 H7 . . 107.8 ?
C6 C7 H7 . . 107.8 ?
C10 C9 C8 . . 106.6(4) ?
C10 C9 H9A . . 110.4 ?
C8 C9 H9A . . 110.4 ?
C10 C9 H9AB . . 110.4 ?
C8 C9 H9AB . . 110.4 ?
H9A C9 H9AB . . 108.6 ?
C9 C10 C11 . . 103.7(4) ?
C9 C10 H10A . . 111.0 ?
C11 C10 H10A . . 111.0 ?
C9 C10 H10B . . 111.0 ?
C11 C10 H10B . . 111.0 ?
H10A C10 H10B . . 109.0 ?
C10 C11 C23 . . 112.0(4) ?
C10 C11 C12 . . 100.7(3) ?
C23 C11 C12 . . 114.5(4) ?
C10 C11 H11 . . 109.8 ?
C23 C11 H11 . . 109.8 ?
C12 C11 H11 . . 109.8 ?
O2 C12 C13 . . 107.0(3) ?
O2 C12 C8 . . 105.0(3) ?
C13 C12 C8 . . 114.6(3) ?
O2 C12 C11 . . 109.2(3) ?
C13 C12 C11 . . 114.2(3) ?
C8 C12 C11 . . 106.4(3) ?
O3 C13 C14 . . 118.5(4) ?
O3 C13 C12 . . 119.8(4) ?
C14 C13 C12 . . 121.7(3) ?
C13 C14 C6 . . 116.6(3) ?
C13 C14 C15 . . 113.3(3) ?
C6 C14 C15 . . 105.7(3) ?
C13 C14 H14 . . 106.9 ?
C6 C14 H14 . . 106.9 ?
C15 C14 H14 . . 106.9 ?
O4 C15 C24 . . 109.9(4) ?
O4 C15 C16 . . 105.6(4) ?
C24 C15 C16 . . 112.2(4) ?
O4 C15 C14 . . 103.7(3) ?
C24 C15 C14 . . 113.4(4) ?
C16 C15 C14 . . 111.6(3) ?
C15 C16 C17 . . 112.9(3) ?
C15 C16 H16A . . 109.0 ?
C17 C16 H16A . . 109.0 ?
C15 C16 H16B . . 109.0 ?
C17 C16 H16B . . 109.0 ?
H16A C16 H16B . . 107.8 ?
C18 C17 C16 . . 115.0(4) ?
C18 C17 H17A . . 108.5 ?
C16 C17 H17A . . 108.5 ?
C18 C17 H17B . . 108.5 ?
C16 C17 H17B . . 108.5 ?
H17A C17 H17B . . 107.5 ?
C19 C18 O6 . . 106.9(5) ?
C19 C18 C17 . . 140.6(6) ?
O6 C18 C17 . . 112.5(5) ?
C18 C19 C20 . . 110.7(6) ?
C18 C19 C25 . . 125.4(6) ?
C20 C19 C25 . . 123.6(6) ?
C21 C20 C19 . . 104.2(6) ?
C21 C20 H20 . . 127.9 ?
C19 C20 H20 . . 127.9 ?
O6 C21 C20 . . 111.4(5) ?
O6 C21 H21 . . 124.3 ?
C20 C21 H21 . . 124.3 ?
C7 C22 H22A . . 109.5 ?
C7 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C7 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C11 C23 H23A . . 109.5 ?
C11 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C11 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C15 C24 H24A . . 109.5 ?
C15 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C15 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
C19 C25 H25A . . 109.5 ?
C19 C25 H25B . . 109.5 ?
H25A C25 H25B . . 109.5 ?
C19 C25 H25C . . 109.5 ?
H25A C25 H25C . . 109.5 ?
H25B C25 H25C . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C4 Se1 O1 C6 . . . . -14.3(3) ?
O5 Se1 O1 C6 . . . . -3.8(8) ?
C4 C2 C3 O5 . . . . 2.3(7) ?
C1 C2 C3 O5 . . . . -178.2(5) ?
C3 C2 C4 C5 . . . . -179.0(4) ?
C1 C2 C4 C5 . . . . 1.5(8) ?
C3 C2 C4 Se1 . . . . -0.4(6) ?
C1 C2 C4 Se1 . . . . -179.9(4) ?
O1 Se1 C4 C2 . . . . 176.9(4) ?
O5 Se1 C4 C2 . . . . -0.7(4) ?
O1 Se1 C4 C5 . . . . -4.3(3) ?
O5 Se1 C4 C5 . . . . 178.1(3) ?
C2 C3 O5 Se1 . . . . -2.7(6) ?
C15 O4 C5 C4 . . . . 155.0(4) ?
C15 O4 C5 C6 . . . . 38.3(5) ?
C2 C4 C5 O4 . . . . 85.8(6) ?
Se1 C4 C5 O4 . . . . -92.9(4) ?
C2 C4 C5 C6 . . . . -161.0(5) ?
Se1 C4 C5 C6 . . . . 20.4(4) ?
Se1 O1 C6 C7 . . . . -98.5(3) ?
Se1 O1 C6 C5 . . . . 27.8(4) ?
Se1 O1 C6 C14 . . . . 137.7(3) ?
O4 C5 C6 O1 . . . . 83.2(4) ?
C4 C5 C6 O1 . . . . -30.5(5) ?
O4 C5 C6 C7 . . . . -154.4(4) ?
C4 C5 C6 C7 . . . . 91.9(4) ?
O4 C5 C6 C14 . . . . -28.8(5) ?
C4 C5 C6 C14 . . . . -142.4(4) ?
C12 C8 C7 C22 . . . . 179.4(3) ?
C9 C8 C7 C22 . . . . -62.0(5) ?
C12 C8 C7 C6 . . . . 54.9(4) ?
C9 C8 C7 C6 . . . . 173.5(4) ?
O1 C6 C7 C8 . . . . -166.4(3) ?
C5 C6 C7 C8 . . . . 72.0(5) ?
C14 C6 C7 C8 . . . . -47.7(5) ?
O1 C6 C7 C22 . . . . 70.5(4) ?
C5 C6 C7 C22 . . . . -51.2(5) ?
C14 C6 C7 C22 . . . . -170.9(4) ?
C7 C8 C9 C10 . . . . -133.1(4) ?
C12 C8 C9 C10 . . . . -8.0(5) ?
C8 C9 C10 C11 . . . . 32.3(5) ?
C9 C10 C11 C23 . . . . 79.1(5) ?
C9 C10 C11 C12 . . . . -43.0(4) ?
C7 C8 C12 O2 . . . . -139.7(3) ?
C9 C8 C12 O2 . . . . 96.7(4) ?
C7 C8 C12 C13 . . . . -22.6(5) ?
C9 C8 C12 C13 . . . . -146.1(4) ?
C7 C8 C12 C11 . . . . 104.5(4) ?
C9 C8 C12 C11 . . . . -19.0(5) ?
C10 C11 C12 O2 . . . . -74.3(4) ?
C23 C11 C12 O2 . . . . 165.3(4) ?
C10 C11 C12 C13 . . . . 165.9(3) ?
C23 C11 C12 C13 . . . . 45.5(5) ?
C10 C11 C12 C8 . . . . 38.5(4) ?
C23 C11 C12 C8 . . . . -81.8(5) ?
O2 C12 C13 O3 . . . . -78.3(4) ?
C8 C12 C13 O3 . . . . 165.7(4) ?
C11 C12 C13 O3 . . . . 42.7(5) ?
O2 C12 C13 C14 . . . . 99.8(4) ?
C8 C12 C13 C14 . . . . -16.2(5) ?
C11 C12 C13 C14 . . . . -139.2(4) ?
O3 C13 C14 C6 . . . . -159.2(4) ?
C12 C13 C14 C6 . . . . 22.7(5) ?
O3 C13 C14 C15 . . . . 77.7(5) ?
C12 C13 C14 C15 . . . . -100.4(4) ?
O1 C6 C14 C13 . . . . 130.4(3) ?
C7 C6 C14 C13 . . . . 10.0(5) ?
C5 C6 C14 C13 . . . . -116.4(4) ?
O1 C6 C14 C15 . . . . -102.6(3) ?
C7 C6 C14 C15 . . . . 137.0(4) ?
C5 C6 C14 C15 . . . . 10.6(4) ?
C5 O4 C15 C24 . . . . 91.1(4) ?
C5 O4 C15 C16 . . . . -147.8(4) ?
C5 O4 C15 C14 . . . . -30.4(5) ?
C13 C14 C15 O4 . . . . 139.5(4) ?
C6 C14 C15 O4 . . . . 10.6(4) ?
C13 C14 C15 C24 . . . . 20.4(5) ?
C6 C14 C15 C24 . . . . -108.5(4) ?
C13 C14 C15 C16 . . . . -107.4(4) ?
C6 C14 C15 C16 . . . . 123.7(4) ?
O4 C15 C16 C17 . . . . -60.4(5) ?
C24 C15 C16 C17 . . . . 59.3(5) ?
C14 C15 C16 C17 . . . . -172.3(4) ?
C15 C16 C17 C18 . . . . -174.0(5) ?
C21 O6 C18 C19 . . . . -0.3(6) ?
C21 O6 C18 C17 . . . . 177.7(4) ?
C16 C17 C18 C19 . . . . -109.2(7) ?
C16 C17 C18 O6 . . . . 73.9(5) ?
O6 C18 C19 C20 . . . . -1.6(6) ?
C17 C18 C19 C20 . . . . -178.6(6) ?
O6 C18 C19 C25 . . . . -175.4(5) ?
C17 C18 C19 C25 . . . . 7.7(11) ?
C18 C19 C20 C21 . . . . 2.8(6) ?
C25 C19 C20 C21 . . . . 176.7(5) ?
C18 O6 C21 C20 . . . . 2.1(7) ?
C19 C20 C21 O6 . . . . -3.0(7) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O2 H2 O3 2_656 0.71 2.11 2.809(4) 170.0 ?
C3 H3 O5 2_557 0.95 2.48 3.349(7) 151.2 ?
C11 H11 O3 2_656 1.00 2.42 3.271(5) 142.1 ?
C24 H24C O2 . 0.98 2.41 3.100(6) 126.6 ?



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_glm161a
_database_code_depnum_ccdc_archive 'CCDC 2371122'
loop_
_audit_author_name
_audit_author_address
'Xiao-Nian Li'
;Kunming Institute of Botany, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2024-07-16 deposited with the CCDC.	2024-08-29 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C25 H32 O7 Se'
_chemical_formula_sum            'C25 H32 O7 Se'
_chemical_formula_iupac          ?
_chemical_formula_weight         523.46
_chemical_absolute_configuration ad

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'

_cell_length_a                   6.4438(2)
_cell_length_b                   9.1435(2)
_cell_length_c                   40.8405(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2406.28(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9974
_cell_measurement_theta_min      3.2463
_cell_measurement_theta_max      72.3489
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            'clear light brown'
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.070
_exptl_crystal_density_diffrn    1.445
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1088

_exptl_absorpt_coefficient_mu    2.476
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.51
_exptl_absorpt_correction_T_max  0.85

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Ius Diamond'
_diffrn_source_type              Microfocus

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Helixos MX multilayer Optic'

_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON II'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            21277
_diffrn_reflns_av_R_equivalents  0.0234
_diffrn_reflns_av_unetI/netI     0.0221
_diffrn_reflns_theta_min         2.16
_diffrn_reflns_theta_max         72.37
_diffrn_reflns_theta_full        72.37
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -50
_diffrn_reflns_limit_l_max       50

_refine_special_details          
;
;

_reflns_number_total             4724
_reflns_number_gt                4700
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0191
_refine_ls_R_factor_gt           0.0190
_refine_ls_wR_factor_gt          0.0514
_refine_ls_wR_factor_ref         0.0515
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_refine_ls_number_reflns         4724
_refine_ls_number_parameters     305
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0295P)²+0.3562P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.257
_refine_diff_density_min         -0.222
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 1935 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.039(4)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service vV6.2.9'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 882)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se Se1 0.64015(3) 0.83297(2) 0.36348(2) 0.02729(7) Uani d . . . 1 . .
O O1 0.8406(3) 0.86718(15) 0.39932(4) 0.0306(3) Uani d . . . 1 . .
O O2 0.6863(2) 0.57917(17) 0.43398(4) 0.0292(3) Uani d . . . 1 . .
O O3 0.9932(2) 0.33290(19) 0.39176(3) 0.0297(3) Uani d . . . 1 . .
O O4 0.3699(3) 0.45198(19) 0.24654(4) 0.0419(4) Uani d . . . 1 . .
O O5 0.4975(2) 0.30974(18) 0.28644(3) 0.0317(3) Uani d . . . 1 . .
O O6 0.4795(2) 0.76225(18) 0.32361(4) 0.0303(3) Uani d . . . 1 . .
O O7 1.1853(2) 0.61214(16) 0.36106(4) 0.0287(3) Uani d . . . 1 . .
H H7A 1.260(4) 0.650(2) 0.3509(7) 0.043 Uiso calc U . R 1 . .
C C1 1.0082(3) 0.7888(2) 0.39524(5) 0.0267(4) Uani d . . . 1 . .
C C2 1.1688(3) 0.7927(2) 0.42189(5) 0.0292(4) Uani d . . . 1 . .
H H1 1.299457 0.74737 0.413445 0.035 Uiso calc U . R 1 . .
C C3 1.0918(3) 0.7030(2) 0.45130(5) 0.0239(4) Uani d . . . 1 . .
H H24 0.960565 0.74815 0.459599 0.029 Uiso calc U . R 1 . .
C C4 1.2504(3) 0.6977(2) 0.47971(5) 0.0279(4) Uani d . . . 1 . .
H H23 1.392411 0.716353 0.47146 0.034 Uiso calc U . R 1 . .
H H2 1.216476 0.77229 0.496442 0.034 Uiso calc U . R 1 . .
C C5 1.2351(4) 0.5428(3) 0.49440(5) 0.0323(5) Uani d . . . 1 . .
H H21 1.363851 0.487029 0.490068 0.039 Uiso calc U . R 1 . .
H H22 1.213384 0.548005 0.518374 0.039 Uiso calc U . R 1 . .
C C6 1.0495(3) 0.4694(2) 0.47778(5) 0.0259(4) Uani d . . . 1 . .
H H6 0.920498 0.500328 0.489493 0.031 Uiso calc U . R 1 . .
C C7 1.0580(3) 0.3027(2) 0.47777(5) 0.0294(4) Uani d . . . 1 . .
H H5 1.181767 0.270109 0.465883 0.044 Uiso calc U . R 1 . .
H H3 0.933687 0.263794 0.467049 0.044 Uiso calc U . R 1 . .
H H4 1.064122 0.267104 0.500386 0.044 Uiso calc U . R 1 . .
C C8 1.0493(3) 0.5412(2) 0.44342(5) 0.0222(4) Uani d . . . 1 . .
H H20 1.164908 0.500347 0.429878 0.027 Uiso calc U . R 1 . .
C C9 0.8445(3) 0.5156(2) 0.42661(4) 0.0228(4) Uani d . . . 1 . .
C C10 0.8354(3) 0.3942(2) 0.39995(4) 0.0228(4) Uani d . . . 1 . .
C C11 0.6219(3) 0.3544(2) 0.38774(4) 0.0223(4) Uani d . . . 1 . .
H H19 0.539842 0.44631 0.384814 0.027 Uiso calc U . R 1 . .
C C12 0.6325(3) 0.2749(2) 0.35493(4) 0.0249(4) Uani d . . . 1 . .
H H7 0.715636 0.184553 0.357537 0.03 Uiso calc U . R 1 . .
H H15 0.703965 0.338033 0.338791 0.03 Uiso calc U . R 1 . .
C C13 0.4174(3) 0.2348(2) 0.34181(5) 0.0256(4) Uani d . . . 1 . .
H H14 0.324188 0.320308 0.343919 0.031 Uiso calc U . R 1 . .
H H8 0.358921 0.154361 0.355166 0.031 Uiso calc U . R 1 . .
C C14 0.4256(3) 0.1870(2) 0.30589(5) 0.0261(4) Uani d . . . 1 . .
H H13 0.521777 0.102013 0.303284 0.031 Uiso calc U . R 1 . .
C C15 0.2160(3) 0.1509(2) 0.29183(5) 0.0281(4) Uani d . . . 1 . .
C C16 0.1742(4) 0.2463(2) 0.26808(5) 0.0315(5) Uani d . . . 1 . .
H H9 0.050829 0.247819 0.255354 0.038 Uiso calc U . R 1 . .
C C17 0.3466(4) 0.3479(3) 0.26463(5) 0.0332(4) Uani d . . . 1 . .
C C18 0.0889(4) 0.0274(3) 0.30425(6) 0.0364(5) Uani d . . . 1 . .
H H11 -0.03987 0.020847 0.291582 0.055 Uiso calc U . R 1 . .
H H12 0.055724 0.043811 0.327381 0.055 Uiso calc U . R 1 . .
H H10 0.167067 -0.064005 0.302 0.055 Uiso calc U . R 1 . .
C C19 0.5190(3) 0.2620(3) 0.41467(5) 0.0288(4) Uani d . . . 1 . .
H H18 0.590379 0.167688 0.416416 0.043 Uiso calc U . R 1 . .
H H16 0.372868 0.245656 0.409137 0.043 Uiso calc U . R 1 . .
H H17 0.528224 0.313801 0.43563 0.043 Uiso calc U . R 1 . .
C C20 1.2140(5) 0.9509(3) 0.43149(7) 0.0448(6) Uani d . . . 1 . .
H H25 1.250181 1.007241 0.411886 0.067 Uiso calc U . R 1 . .
H H26 1.330219 0.953399 0.446967 0.067 Uiso calc U . R 1 . .
H H27 1.090786 0.993706 0.441782 0.067 Uiso calc U . R 1 . .
C C21 1.0195(3) 0.7032(2) 0.36723(5) 0.0244(4) Uani d . . . 1 . .
C C22 0.8444(3) 0.7093(2) 0.34698(5) 0.0241(4) Uani d . . . 1 . .
C C23 0.7932(3) 0.6386(2) 0.31747(5) 0.0255(4) Uani d . . . 1 . .
C C24 0.5958(3) 0.6710(3) 0.30687(5) 0.0289(4) Uani d . . . 1 . .
H H28 0.543623 0.627396 0.287427 0.035 Uiso calc U . R 1 . .
C C25 0.9355(3) 0.5360(3) 0.29964(5) 0.0300(4) Uani d . . . 1 . .
H H29 0.861411 0.491762 0.281171 0.045 Uiso calc U . R 1 . .
H H30 0.982059 0.458946 0.314624 0.045 Uiso calc U . R 1 . .
H H31 1.056119 0.590174 0.291478 0.045 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Se1 C22 . 1.861(2) ?
Se1 O1 . 1.9770(16) ?
Se1 O6 . 2.0352(16) ?
O1 C1 . 1.307(3) ?
O2 C9 . 1.212(3) ?
O3 C10 . 1.208(3) ?
O4 C17 . 1.214(3) ?
O5 C17 . 1.364(3) ?
O5 C14 . 1.451(3) ?
O6 C24 . 1.313(3) ?
O7 C21 . 1.378(2) ?
O7 H7A . 0.72(3) ?
C1 C21 . 1.388(3) ?
C1 C2 . 1.502(3) ?
C2 C20 . 1.527(3) ?
C2 C3 . 1.537(3) ?
C2 H1 . 1.0 ?
C3 C8 . 1.539(3) ?
C3 C4 . 1.547(3) ?
C3 H24 . 1.0 ?
C4 C5 . 1.541(3) ?
C4 H23 . 0.99 ?
C4 H2 . 0.99 ?
C5 C6 . 1.530(3) ?
C5 H21 . 0.99 ?
C5 H22 . 0.99 ?
C6 C7 . 1.525(3) ?
C6 C8 . 1.549(3) ?
C6 H6 . 1.0 ?
C7 H5 . 0.98 ?
C7 H3 . 0.98 ?
C7 H4 . 0.98 ?
C8 C9 . 1.506(3) ?
C8 H20 . 1.0 ?
C9 C10 . 1.556(3) ?
C10 C11 . 1.508(3) ?
C11 C12 . 1.526(2) ?
C11 C19 . 1.537(3) ?
C11 H19 . 1.0 ?
C12 C13 . 1.531(3) ?
C12 H7 . 0.99 ?
C12 H15 . 0.99 ?
C13 C14 . 1.531(3) ?
C13 H14 . 0.99 ?
C13 H8 . 0.99 ?
C14 C15 . 1.504(3) ?
C14 H13 . 1.0 ?
C15 C16 . 1.332(3) ?
C15 C18 . 1.485(3) ?
C16 C17 . 1.455(3) ?
C16 H9 . 0.95 ?
C18 H11 . 0.98 ?
C18 H12 . 0.98 ?
C18 H10 . 0.98 ?
C19 H18 . 0.98 ?
C19 H16 . 0.98 ?
C19 H17 . 0.98 ?
C20 H25 . 0.98 ?
C20 H26 . 0.98 ?
C20 H27 . 0.98 ?
C21 C22 . 1.400(3) ?
C22 C23 . 1.407(3) ?
C23 C24 . 1.376(3) ?
C23 C25 . 1.501(3) ?
C24 H28 . 0.95 ?
C25 H29 . 0.98 ?
C25 H30 . 0.98 ?
C25 H31 . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C22 Se1 O1 . . 84.40(8) ?
C22 Se1 O6 . . 82.93(8) ?
O1 Se1 O6 . . 167.18(6) ?
C1 O1 Se1 . . 111.00(13) ?
C17 O5 C14 . . 109.14(16) ?
C24 O6 Se1 . . 109.14(13) ?
C21 O7 H7A . . 109.5 ?
O1 C1 C21 . . 117.25(19) ?
O1 C1 C2 . . 117.61(18) ?
C21 C1 C2 . . 125.07(19) ?
C1 C2 C20 . . 109.90(19) ?
C1 C2 C3 . . 109.34(17) ?
C20 C2 C3 . . 111.50(18) ?
C1 C2 H1 . . 108.7 ?
C20 C2 H1 . . 108.7 ?
C3 C2 H1 . . 108.7 ?
C2 C3 C8 . . 114.02(16) ?
C2 C3 C4 . . 112.94(16) ?
C8 C3 C4 . . 104.12(16) ?
C2 C3 H24 . . 108.5 ?
C8 C3 H24 . . 108.5 ?
C4 C3 H24 . . 108.5 ?
C5 C4 C3 . . 106.17(16) ?
C5 C4 H23 . . 110.5 ?
C3 C4 H23 . . 110.5 ?
C5 C4 H2 . . 110.5 ?
C3 C4 H2 . . 110.5 ?
H23 C4 H2 . . 108.7 ?
C6 C5 C4 . . 106.28(17) ?
C6 C5 H21 . . 110.5 ?
C4 C5 H21 . . 110.5 ?
C6 C5 H22 . . 110.5 ?
C4 C5 H22 . . 110.5 ?
H21 C5 H22 . . 108.7 ?
C7 C6 C5 . . 114.22(18) ?
C7 C6 C8 . . 115.06(17) ?
C5 C6 C8 . . 102.50(16) ?
C7 C6 H6 . . 108.2 ?
C5 C6 H6 . . 108.2 ?
C8 C6 H6 . . 108.2 ?
C6 C7 H5 . . 109.5 ?
C6 C7 H3 . . 109.5 ?
H5 C7 H3 . . 109.5 ?
C6 C7 H4 . . 109.5 ?
H5 C7 H4 . . 109.5 ?
H3 C7 H4 . . 109.5 ?
C9 C8 C3 . . 113.61(17) ?
C9 C8 C6 . . 110.35(16) ?
C3 C8 C6 . . 102.60(15) ?
C9 C8 H20 . . 110.0 ?
C3 C8 H20 . . 110.0 ?
C6 C8 H20 . . 110.0 ?
O2 C9 C8 . . 123.33(17) ?
O2 C9 C10 . . 118.99(18) ?
C8 C9 C10 . . 117.56(17) ?
O3 C10 C11 . . 124.35(17) ?
O3 C10 C9 . . 119.54(18) ?
C11 C10 C9 . . 115.96(16) ?
C10 C11 C12 . . 111.38(16) ?
C10 C11 C19 . . 106.82(15) ?
C12 C11 C19 . . 112.68(16) ?
C10 C11 H19 . . 108.6 ?
C12 C11 H19 . . 108.6 ?
C19 C11 H19 . . 108.6 ?
C11 C12 C13 . . 112.40(17) ?
C11 C12 H7 . . 109.1 ?
C13 C12 H7 . . 109.1 ?
C11 C12 H15 . . 109.1 ?
C13 C12 H15 . . 109.1 ?
H7 C12 H15 . . 107.9 ?
C12 C13 C14 . . 111.87(17) ?
C12 C13 H14 . . 109.2 ?
C14 C13 H14 . . 109.2 ?
C12 C13 H8 . . 109.2 ?
C14 C13 H8 . . 109.2 ?
H14 C13 H8 . . 107.9 ?
O5 C14 C15 . . 104.33(16) ?
O5 C14 C13 . . 108.38(16) ?
C15 C14 C13 . . 113.41(17) ?
O5 C14 H13 . . 110.2 ?
C15 C14 H13 . . 110.2 ?
C13 C14 H13 . . 110.2 ?
C16 C15 C18 . . 129.5(2) ?
C16 C15 C14 . . 108.4(2) ?
C18 C15 C14 . . 122.13(19) ?
C15 C16 C17 . . 109.52(19) ?
C15 C16 H9 . . 125.2 ?
C17 C16 H9 . . 125.2 ?
O4 C17 O5 . . 120.7(2) ?
O4 C17 C16 . . 130.8(2) ?
O5 C17 C16 . . 108.51(18) ?
C15 C18 H11 . . 109.5 ?
C15 C18 H12 . . 109.5 ?
H11 C18 H12 . . 109.5 ?
C15 C18 H10 . . 109.5 ?
H11 C18 H10 . . 109.5 ?
H12 C18 H10 . . 109.5 ?
C11 C19 H18 . . 109.5 ?
C11 C19 H16 . . 109.5 ?
H18 C19 H16 . . 109.5 ?
C11 C19 H17 . . 109.5 ?
H18 C19 H17 . . 109.5 ?
H16 C19 H17 . . 109.5 ?
C2 C20 H25 . . 109.5 ?
C2 C20 H26 . . 109.5 ?
H25 C20 H26 . . 109.5 ?
C2 C20 H27 . . 109.5 ?
H25 C20 H27 . . 109.5 ?
H26 C20 H27 . . 109.5 ?
O7 C21 C1 . . 122.14(18) ?
O7 C21 C22 . . 122.77(18) ?
C1 C21 C22 . . 114.96(18) ?
C21 C22 C23 . . 132.57(19) ?
C21 C22 Se1 . . 112.35(14) ?
C23 C22 Se1 . . 115.07(16) ?
C24 C23 C22 . . 112.78(19) ?
C24 C23 C25 . . 123.2(2) ?
C22 C23 C25 . . 124.04(19) ?
O6 C24 C23 . . 120.05(19) ?
O6 C24 H28 . . 120.0 ?
C23 C24 H28 . . 120.0 ?
C23 C25 H29 . . 109.5 ?
C23 C25 H30 . . 109.5 ?
H29 C25 H30 . . 109.5 ?
C23 C25 H31 . . 109.5 ?
H29 C25 H31 . . 109.5 ?
H30 C25 H31 . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Se1 O1 C1 C21 . . . . 2.2(2) ?
Se1 O1 C1 C2 . . . . -175.02(14) ?
O1 C1 C2 C20 . . . . -48.5(3) ?
C21 C1 C2 C20 . . . . 134.6(2) ?
O1 C1 C2 C3 . . . . 74.2(2) ?
C21 C1 C2 C3 . . . . -102.7(2) ?
C1 C2 C3 C8 . . . . 59.9(2) ?
C20 C2 C3 C8 . . . . -178.3(2) ?
C1 C2 C3 C4 . . . . 178.53(17) ?
C20 C2 C3 C4 . . . . -59.7(2) ?
C2 C3 C4 C5 . . . . -143.05(18) ?
C8 C3 C4 C5 . . . . -18.8(2) ?
C3 C4 C5 C6 . . . . -7.8(2) ?
C4 C5 C6 C7 . . . . 156.19(18) ?
C4 C5 C6 C8 . . . . 31.1(2) ?
C2 C3 C8 C9 . . . . -79.4(2) ?
C4 C3 C8 C9 . . . . 157.07(16) ?
C2 C3 C8 C6 . . . . 161.47(17) ?
C4 C3 C8 C6 . . . . 37.96(19) ?
C7 C6 C8 C9 . . . . 71.4(2) ?
C5 C6 C8 C9 . . . . -164.02(17) ?
C7 C6 C8 C3 . . . . -167.23(17) ?
C5 C6 C8 C3 . . . . -42.66(19) ?
C3 C8 C9 O2 . . . . -40.3(3) ?
C6 C8 C9 O2 . . . . 74.3(2) ?
C3 C8 C9 C10 . . . . 143.59(16) ?
C6 C8 C9 C10 . . . . -101.83(19) ?
O2 C9 C10 O3 . . . . 177.97(19) ?
C8 C9 C10 O3 . . . . -5.7(3) ?
O2 C9 C10 C11 . . . . -6.1(3) ?
C8 C9 C10 C11 . . . . 170.13(16) ?
O3 C10 C11 C12 . . . . -23.0(3) ?
C9 C10 C11 C12 . . . . 161.31(15) ?
O3 C10 C11 C19 . . . . 100.4(2) ?
C9 C10 C11 C19 . . . . -75.3(2) ?
C10 C11 C12 C13 . . . . -179.36(16) ?
C19 C11 C12 C13 . . . . 60.6(2) ?
C11 C12 C13 C14 . . . . 167.12(16) ?
C17 O5 C14 C15 . . . . 2.9(2) ?
C17 O5 C14 C13 . . . . -118.27(18) ?
C12 C13 C14 O5 . . . . -63.0(2) ?
C12 C13 C14 C15 . . . . -178.32(18) ?
O5 C14 C15 C16 . . . . -2.0(2) ?
C13 C14 C15 C16 . . . . 115.8(2) ?
O5 C14 C15 C18 . . . . 178.30(19) ?
C13 C14 C15 C18 . . . . -64.0(3) ?
C18 C15 C16 C17 . . . . -179.9(2) ?
C14 C15 C16 C17 . . . . 0.4(2) ?
C14 O5 C17 O4 . . . . 177.25(19) ?
C14 O5 C17 C16 . . . . -2.7(2) ?
C15 C16 C17 O4 . . . . -178.5(2) ?
C15 C16 C17 O5 . . . . 1.5(2) ?
O1 C1 C21 O7 . . . . -177.51(17) ?
C2 C1 C21 O7 . . . . -0.5(3) ?
O1 C1 C21 C22 . . . . -1.5(3) ?
C2 C1 C21 C22 . . . . 175.45(18) ?
O7 C21 C22 C23 . . . . -2.5(3) ?
C1 C21 C22 C23 . . . . -178.5(2) ?
O7 C21 C22 Se1 . . . . 175.95(14) ?
C1 C21 C22 Se1 . . . . 0.0(2) ?
O1 Se1 C22 C21 . . . . 0.91(13) ?
O6 Se1 C22 C21 . . . . -177.11(14) ?
O1 Se1 C22 C23 . . . . 179.64(15) ?
O6 Se1 C22 C23 . . . . 1.63(14) ?
C21 C22 C23 C24 . . . . 176.3(2) ?
Se1 C22 C23 C24 . . . . -2.2(2) ?
C21 C22 C23 C25 . . . . -2.4(3) ?
Se1 C22 C23 C25 . . . . 179.14(16) ?
Se1 O6 C24 C23 . . . . -0.2(2) ?
C22 C23 C24 O6 . . . . 1.5(3) ?
C25 C23 C24 O6 . . . . -179.79(19) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O7 H7A Se1 1_655 0.72 3.01 3.5604(16) 135.1 ?
O7 H7A O6 1_655 0.72 2.08 2.796(2) 177.4 ?
C2 H1 Se1 1_655 1.00 3.10 3.880(2) 136.0 ?
C14 H13 O4 3_645 1.00 2.55 3.308(3) 132.3 ?
C24 H28 O4 . 0.95 2.57 3.493(3) 163.4 ?



