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#$Date: 2025-08-23 02:36:08 +0300 (Sat, 23 Aug 2025) $
#$Revision: 301880 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/02/8100247.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.
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data_8100247
loop_
_publ_author_name
'Tinant, B.'
'Laurent, M.'
'Cérésiat, M.'
'Marchand-Brynaert, J.'
_publ_section_title
;
Crystal structure of N-[1',1'-(diphenyl)-hydroxymethyl]-3(S)-[1'(R)-
hydroxyethyl]-4(S)-(t-butyl-oxomethyl)-azetidin-2-one, C₂₃H₂₇NO₄, 
an unexpectedly stable intermediate in the photochemical cleavage 
of N-benzhydryl protecting group
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              145
_journal_page_last               147
_journal_volume                  218
_journal_year                    2003
_chemical_formula_structural     'C23 H27 N O4'
_chemical_formula_sum            'C23 H27 N O4'
_chemical_formula_weight         381.46
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 100.75(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.356(2)
_cell_length_b                   17.418(5)
_cell_length_c                   9.586(3)
_cell_measurement_temperature    293(2)
_cell_volume                     1042.6(6)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.215
_refine_diff_density_rms         0.038
_cod_original_sg_symbol_H-M      'P 21'
_cod_original_formula_sum        'C23 H27 N1 O4'
_cod_database_code               8100247
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
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
N1 N 0.6801(5) 0.22196(18) 0.2979(3) 0.0442(8) Uani 1 1 d . . .
C2 C 0.6454(6) 0.1541(2) 0.2287(4) 0.0441(10) Uani 1 1 d . . .
C3 C 0.7761(6) 0.1769(2) 0.1173(4) 0.0435(9) Uani 1 1 d . . .
C4 C 0.7882(6) 0.2582(2) 0.1906(4) 0.0413(9) Uani 1 1 d . . .
O5 O 0.5462(5) 0.09686(17) 0.2499(3) 0.0612(8) Uani 1 1 d . . .
C6 C 0.9821(7) 0.1306(3) 0.1251(4) 0.0509(10) Uani 1 1 d . . .
O7 O 1.0983(5) 0.1356(2) 0.2667(3) 0.0649(9) Uani 1 1 d . . .
C8 C 1.1155(7) 0.1549(3) 0.0174(5) 0.0670(13) Uani 1 1 d . . .
H8A H 1.2414 0.1235 0.0276 0.120(4) Uiso 1 1 calc R . .
H8B H 1.1566 0.2077 0.0329 0.120(4) Uiso 1 1 calc R . .
H8C H 1.0330 0.1490 -0.0766 0.120(4) Uiso 1 1 calc R . .
C9 C 0.6508(7) 0.3185(3) 0.1006(5) 0.0541(10) Uani 1 1 d . . .
O10 O 0.4592(6) 0.3156(3) 0.0943(5) 0.1181(18) Uani 1 1 d . . .
C11 C 0.7487(7) 0.3789(3) 0.0213(5) 0.0607(12) Uani 1 1 d . . .
C12 C 0.8859(19) 0.3428(5) -0.0705(10) 0.162(4) Uani 1 1 d . . .
H12A H 0.7989 0.3117 -0.1415 0.120(4) Uiso 1 1 calc R . .
H12B H 0.9925 0.3113 -0.0134 0.120(4) Uiso 1 1 calc R . .
H12C H 0.9549 0.3822 -0.1159 0.120(4) Uiso 1 1 calc R . .
C13 C 0.5793(14) 0.4283(5) -0.0658(10) 0.148(4) Uani 1 1 d . . .
H13A H 0.4865 0.3968 -0.1331 0.120(4) Uiso 1 1 calc R . .
H13B H 0.6461 0.4663 -0.1155 0.120(4) Uiso 1 1 calc R . .
H13C H 0.4971 0.4532 -0.0044 0.120(4) Uiso 1 1 calc R . .
C14 C 0.8925(19) 0.4269(6) 0.1265(10) 0.209(7) Uani 1 1 d . . .
H14A H 0.9570 0.4660 0.0778 0.120(4) Uiso 1 1 calc R . .
H14B H 1.0024 0.3953 0.1800 0.120(4) Uiso 1 1 calc R . .
H14C H 0.8110 0.4505 0.1897 0.120(4) Uiso 1 1 calc R . .
C15 C 0.5914(6) 0.2532(2) 0.4173(4) 0.0455(10) Uani 1 1 d D . .
O16 O 0.3720(4) 0.27155(18) 0.3714(3) 0.0604(8) Uani 1 1 d . . .
C17 C 0.7152(6) 0.3266(2) 0.4705(4) 0.0464(9) Uani 1 1 d . . .
C18 C 0.6111(8) 0.3952(3) 0.4743(5) 0.0649(13) Uani 1 1 d . . .
H18 H 0.4642 0.3982 0.4412 0.120(4) Uiso 1 1 calc R . .
C19 C 0.7251(12) 0.4604(3) 0.5279(6) 0.0854(17) Uani 1 1 d . . .
H19 H 0.6536 0.5068 0.5299 0.120(4) Uiso 1 1 calc R . .
C20 C 0.9412(11) 0.4568(3) 0.5775(6) 0.0765(15) Uani 1 1 d . . .
H20 H 1.0163 0.5002 0.6150 0.120(4) Uiso 1 1 calc R . .
C21 C 1.0445(8) 0.3890(3) 0.5714(6) 0.0762(15) Uani 1 1 d . . .
H21 H 1.1917 0.3864 0.6032 0.120(4) Uiso 1 1 calc R . .
C22 C 0.9338(7) 0.3235(3) 0.5184(5) 0.0624(12) Uani 1 1 d . . .
H22 H 1.0068 0.2775 0.5151 0.120(4) Uiso 1 1 calc R . .
C23 C 0.6143(6) 0.1916(2) 0.5347(4) 0.0449(9) Uani 1 1 d . . .
C24 C 0.4626(7) 0.1882(3) 0.6219(5) 0.0634(12) Uani 1 1 d . . .
H24 H 0.3499 0.2231 0.6097 0.120(4) Uiso 1 1 calc R . .
C25 C 0.4795(9) 0.1333(4) 0.7263(5) 0.0834(17) Uani 1 1 d . . .
H25 H 0.3780 0.1317 0.7847 0.120(4) Uiso 1 1 calc R . .
C26 C 0.6443(10) 0.0803(3) 0.7461(5) 0.0779(16) Uani 1 1 d . . .
H26 H 0.6527 0.0426 0.8156 0.120(4) Uiso 1 1 calc R . .
C27 C 0.7943(9) 0.0845(3) 0.6616(5) 0.0730(14) Uani 1 1 d . . .
H27 H 0.9078 0.0499 0.6754 0.120(4) Uiso 1 1 calc R . .
C28 C 0.7807(7) 0.1392(2) 0.5558(4) 0.0534(10) Uani 1 1 d . . .
H28 H 0.8839 0.1408 0.4987 0.120(4) Uiso 1 1 calc R . .
H3 H 0.693(11) 0.169(4) 0.028(8) 0.120(4) Uiso 1 1 d . . .
H4 H 0.945(11) 0.277(4) 0.238(7) 0.120(4) Uiso 1 1 d . . .
H6 H 0.945(11) 0.078(4) 0.105(7) 0.120(4) Uiso 1 1 d . . .
H7 H 1.219(11) 0.114(4) 0.265(7) 0.120(4) Uiso 1 1 d . . .
H16 H 0.340(7) 0.207(4) 0.335(6) 0.120(4) Uiso 1 1 d D . .
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
N1 C2 1.353(5) . ?
N1 C15 1.472(5) . ?
N1 C4 1.480(5) . ?
C2 O5 1.217(5) . ?
C2 C3 1.522(5) . ?
C3 C6 1.528(6) . ?
C3 C4 1.575(5) . ?
C3 H3 0.93(7) . ?
C4 C9 1.527(6) . ?
C4 H4 1.06(7) . ?
C6 O7 1.422(5) . ?
C6 C8 1.513(6) . ?
C6 H6 0.95(8) . ?
O7 H7 0.86(7) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 O10 1.209(6) . ?
C9 C11 1.499(6) . ?
C11 C14 1.486(9) . ?
C11 C12 1.489(9) . ?
C11 C13 1.504(8) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 O16 1.418(5) . ?
C15 C17 1.537(6) . ?
C15 C23 1.542(6) . ?
O16 H16 1.19(6) . ?
C17 C18 1.369(6) . ?
C17 C22 1.381(6) . ?
C18 C19 1.392(7) . ?
C18 H18 0.9300 . ?
C19 C20 1.369(9) . ?
C19 H19 0.9300 . ?
C20 C21 1.358(8) . ?
C20 H20 0.9300 . ?
C21 C22 1.385(7) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 C28 1.382(6) . ?
C23 C24 1.391(6) . ?
C24 C25 1.375(8) . ?
C24 H24 0.9300 . ?
C25 C26 1.383(8) . ?
C25 H25 0.9300 . ?
C26 C27 1.363(7) . ?
C26 H26 0.9300 . ?
C27 C28 1.383(6) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21183723
2 PubChem 12074616
