#------------------------------------------------------------------------------
#$Date: 2025-08-19 22:06:29 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301812 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/10/4021038.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4021038
loop_
_publ_author_name
'Dan Yang'
'Qiang Gao'
'Bao-Fu Zheng'
'Nian-Yong Zhu'
_publ_section_title
;
 Et₂AlCl-Promoted Asymmetric Phenylseleno Group Transfer
 Radical Cyclization Reactions of Unsaturated β-Hydroxy Esters
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8821
_journal_page_last               8828
_journal_paper_doi               10.1021/jo048322z
_journal_volume                  69
_journal_year                    2004
_chemical_formula_moiety         'C16 H22 O3 Se'
_chemical_formula_sum            'C16 H22 O3 Se'
_chemical_formula_weight         341.30
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.2800(10)
_cell_length_b                   10.367(2)
_cell_length_c                   24.434(5)
_cell_measurement_temperature    253(2)
_cell_volume                     1590.8(5)
_diffrn_ambient_temperature      253(2)
_exptl_crystal_density_diffrn    1.425
_cod_database_code               4021038
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
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
Se1 Se 0.02487(8) 0.12547(5) 0.027018(15) 0.06305(19) Uani 1 1 d . . .
O1 O -0.0090(7) 0.0759(3) 0.24381(10) 0.0615(8) Uani 1 1 d . . .
H1 H -0.0529 0.1348 0.2632 0.092 Uiso 1 1 calc R . .
O2 O 0.1000(5) -0.1994(3) 0.18960(13) 0.0594(8) Uani 1 1 d . . .
O3 O 0.3971(4) -0.0812(3) 0.19641(12) 0.0552(8) Uani 1 1 d . . .
C1 C -0.0999(7) -0.0286(4) 0.06485(16) 0.0470(10) Uani 1 1 d . . .
C2 C -0.1109(6) 0.0043(4) 0.12660(16) 0.0407(10) Uani 1 1 d . . .
H2 H -0.1853 -0.0668 0.1448 0.049 Uiso 1 1 calc R . .
C3 C -0.2304(6) 0.1308(5) 0.14139(17) 0.0537(11) Uani 1 1 d . . .
H3A H -0.2918 0.1696 0.1089 0.064 Uiso 1 1 calc R . .
H3B H -0.3436 0.1136 0.1674 0.064 Uiso 1 1 calc R . .
C4 C -0.0635(6) 0.2192(4) 0.16639(17) 0.0502(11) Uani 1 1 d . . .
H4A H 0.0110 0.2674 0.1383 0.060 Uiso 1 1 calc R . .
H4B H -0.1278 0.2793 0.1919 0.060 Uiso 1 1 calc R . .
C5 C 0.0842(6) 0.1285(4) 0.19527(16) 0.0486(10) Uani 1 1 d . . .
H5 H 0.2214 0.1696 0.2031 0.058 Uiso 1 1 calc R . .
C6 C 0.1092(6) 0.0187(4) 0.15447(16) 0.0388(9) Uani 1 1 d . . .
H6 H 0.2120 0.0458 0.1266 0.047 Uiso 1 1 calc R . .
C7 C 0.1937(6) -0.1009(4) 0.18153(14) 0.0426(10) Uani 1 1 d . . .
C8 C -0.3267(7) -0.0543(6) 0.0435(2) 0.0710(15) Uani 1 1 d . . .
H8A H -0.3204 -0.0777 0.0055 0.107 Uiso 1 1 calc R . .
H8B H -0.4113 0.0222 0.0476 0.107 Uiso 1 1 calc R . .
H8C H -0.3898 -0.1234 0.0640 0.107 Uiso 1 1 calc R . .
C9 C 0.0357(8) -0.1458(4) 0.05408(16) 0.0574(11) Uani 1 1 d . . .
H9A H -0.0236 -0.2188 0.0729 0.086 Uiso 1 1 calc R . .
H9B H 0.1777 -0.1305 0.0671 0.086 Uiso 1 1 calc R . .
H9C H 0.0393 -0.1629 0.0155 0.086 Uiso 1 1 calc R . .
C10 C 0.5075(9) -0.1861(5) 0.22301(19) 0.0718(14) Uani 1 1 d . . .
H10A H 0.4402 -0.2046 0.2574 0.108 Uiso 1 1 calc R . .
H10B H 0.6532 -0.1621 0.2292 0.108 Uiso 1 1 calc R . .
H10C H 0.5025 -0.2613 0.2001 0.108 Uiso 1 1 calc R . .
C11 C 0.0466(7) 0.0630(4) -0.04683(16) 0.0490(11) Uani 1 1 d . . .
C12 C -0.1210(8) 0.0798(5) -0.08307(18) 0.0620(13) Uani 1 1 d . . .
H12 H -0.2487 0.1155 -0.0712 0.074 Uiso 1 1 calc R . .
C13 C -0.0963(8) 0.0429(6) -0.13720(19) 0.0676(15) Uani 1 1 d . . .
H13 H -0.2086 0.0540 -0.1616 0.081 Uiso 1 1 calc R . .
C14 C 0.0896(9) -0.0091(5) -0.1552(2) 0.0667(14) Uani 1 1 d . . .
H14 H 0.1040 -0.0333 -0.1917 0.080 Uiso 1 1 calc R . .
C15 C 0.2542(9) -0.0258(5) -0.1199(2) 0.0694(15) Uani 1 1 d . . .
H15 H 0.3811 -0.0617 -0.1324 0.083 Uiso 1 1 calc R . .
C16 C 0.2344(8) 0.0102(5) -0.0655(2) 0.0623(13) Uani 1 1 d . . .
H16 H 0.3479 -0.0012 -0.0415 0.075 Uiso 1 1 calc R . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 C11 1.922(4) . ?
Se1 C1 2.005(4) . ?
O1 C5 1.430(5) . ?
O2 C7 1.195(5) . ?
O3 C7 1.344(5) . ?
O3 C10 1.444(5) . ?
C1 C9 1.507(6) . ?
C1 C8 1.540(6) . ?
C1 C2 1.548(6) . ?
C2 C6 1.548(5) . ?
C2 C3 1.553(6) . ?
C3 C4 1.521(6) . ?
C4 C5 1.498(5) . ?
C5 C6 1.520(6) . ?
C6 C7 1.503(6) . ?
C11 C16 1.377(6) . ?
C11 C12 1.386(6) . ?
C12 C13 1.385(6) . ?
C13 C14 1.360(7) . ?
C14 C15 1.356(7) . ?
C15 C16 1.389(7) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9534702
2 PubChem 11359775
