#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/10/4021091.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_4021091
loop_
_publ_author_name
'Mamoru Koketsu'
'Kayo Mizutani'
'Tomoko Ogawa'
'Ayako Takahashi'
'Hideharu Ishihara'
_publ_section_title
;
 Synthesis of 3-Acyl-1-alkyl-2-alkylseleno-1-cyclobutene
 Using Alkyneselenolate
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8938
_journal_page_last               8941
_journal_paper_doi               10.1021/jo048787p
_journal_volume                  69
_journal_year                    2004
_chemical_formula_moiety         'C16 H16 O2 Se'
_chemical_formula_sum            'C16 H16 O2 Se'
_chemical_formula_weight         319.25
_chemical_melting_point          370.50(15)
_chemical_name_common            7-phenylbicyclo[4.2.0]oct-7-en-2-one
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 104.828(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.9072(10)
_cell_length_b                   10.0329(10)
_cell_length_c                   14.3386(14)
_cell_measurement_temperature    190(2)
_cell_volume                     1377.8(2)
_diffrn_ambient_temperature      190(2)
_exptl_crystal_density_diffrn    1.539
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_chemical_melting_point' value '97.2-97.5C' was changed to
'370.50(15)' - it was converted from degrees Celsius(C) to
Kelvins(K), the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4021091
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'
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 0.62949(2) -0.29763(2) 0.575001(17) 0.03738(11) Uani 1 1 d . . .
C1 C 0.6800(2) -0.11551(19) 0.57910(14) 0.0282(4) Uani 1 1 d . . .
C2 C 0.7260(2) -0.02407(19) 0.66680(14) 0.0287(4) Uani 1 1 d . . .
H2 H 0.6486 -0.0065 0.6982 0.034 Uiso 1 1 calc R . .
C3 C 0.8584(2) -0.0673(2) 0.73880(15) 0.0334(5) Uani 1 1 d . . .
O3 O 0.85163(18) -0.14289(18) 0.80366(12) 0.0502(4) Uani 1 1 d . . .
C4 C 0.9959(2) -0.0152(2) 0.72921(16) 0.0377(5) Uani 1 1 d . . .
H4A H 1.0656 -0.0879 0.7450 0.045 Uiso 1 1 calc R . .
H4B H 1.0271 0.0567 0.7772 0.045 Uiso 1 1 calc R . .
C5 C 0.9933(2) 0.0388(2) 0.62939(15) 0.0331(4) Uani 1 1 d . . .
H5A H 1.0851 0.0783 0.6302 0.040 Uiso 1 1 calc R . .
H5B H 0.9752 -0.0349 0.5819 0.040 Uiso 1 1 calc R . .
C6 C 0.8798(2) 0.1440(2) 0.59995(16) 0.0327(4) Uani 1 1 d . . .
H6A H 0.8842 0.1836 0.5375 0.039 Uiso 1 1 calc R . .
H6B H 0.8970 0.2160 0.6488 0.039 Uiso 1 1 calc R . .
C7 C 0.7345(2) 0.08590(19) 0.59031(14) 0.0278(4) Uani 1 1 d . . .
H7 H 0.6629 0.1572 0.5869 0.033 Uiso 1 1 calc R . .
C8 C 0.68463(19) -0.02062(19) 0.51338(14) 0.0263(4) Uani 1 1 d . . .
C9 C 0.65357(19) -0.00936(19) 0.40845(14) 0.0274(4) Uani 1 1 d . . .
C10 C 0.6132(2) -0.1177(2) 0.34676(15) 0.0325(4) Uani 1 1 d . . .
H10 H 0.6053 -0.2036 0.3728 0.039 Uiso 1 1 calc R . .
C11 C 0.5844(2) -0.1007(2) 0.24747(16) 0.0399(5) Uani 1 1 d . . .
H11 H 0.5560 -0.1749 0.2059 0.048 Uiso 1 1 calc R . .
C12 C 0.5968(2) 0.0238(3) 0.20872(16) 0.0421(5) Uani 1 1 d . . .
H12 H 0.5777 0.0345 0.1408 0.051 Uiso 1 1 calc R . .
C13 C 0.6366(2) 0.1317(2) 0.26846(16) 0.0394(5) Uani 1 1 d . . .
H13 H 0.6454 0.2170 0.2417 0.047 Uiso 1 1 calc R . .
C14 C 0.6641(2) 0.1164(2) 0.36792(16) 0.0334(5) Uani 1 1 d . . .
H14 H 0.6903 0.1916 0.4088 0.040 Uiso 1 1 calc R . .
C15 C 0.7799(2) -0.3749(2) 0.52725(15) 0.0342(5) Uani 1 1 d . . .
O15 O 0.87397(18) -0.31029(15) 0.51260(14) 0.0474(4) Uani 1 1 d . . .
C16 C 0.7601(3) -0.5218(2) 0.51048(18) 0.0462(6) Uani 1 1 d . . .
H16A H 0.8456 -0.5606 0.4997 0.069 Uiso 1 1 calc R . .
H16B H 0.6823 -0.5375 0.4537 0.069 Uiso 1 1 calc R . .
H16C H 0.7395 -0.5635 0.5671 0.069 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 C1 1.891(2) . yes
Se1 C15 1.952(2) . yes
C1 C8 1.349(3) . yes
C1 C2 1.529(3) . yes
C2 C3 1.510(3) . yes
C2 C7 1.573(3) . yes
C2 H2 1.0000 . ?
C3 O3 1.215(3) . yes
C3 C4 1.497(3) . yes
C4 C5 1.524(3) . yes
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.521(3) . yes
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.526(3) . yes
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.525(3) . yes
C7 H7 1.0000 . ?
C8 C9 1.461(3) . yes
C9 C10 1.394(3) . yes
C9 C14 1.404(3) . yes
C10 C11 1.389(3) . yes
C10 H10 0.9500 . ?
C11 C12 1.385(3) . yes
C11 H11 0.9500 . ?
C12 C13 1.375(3) . yes
C12 H12 0.9500 . ?
C13 C14 1.390(3) . yes
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 O15 1.197(3) . yes
C15 C16 1.499(3) . yes
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9476585
