#------------------------------------------------------------------------------
#$Date: 2025-08-19 22:06:29 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301812 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/09/4020922.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_4020922
loop_
_publ_author_name
'Shuang Chen'
'Brian O. Patrick'
'John R. Scheffer'
_publ_section_title
;
 Enantioselective Photochemical Synthesis of a Simple Alkene
 via the Solid State Ionic Chiral Auxiliary Approach
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2711
_journal_page_last               2718
_journal_paper_doi               10.1021/jo0358271
_journal_volume                  69
_journal_year                    2004
_chemical_formula_sum            'C26 H39 N O3'
_chemical_formula_weight         413.58
_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                 100.931(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   13.1235(16)
_cell_length_b                   6.1476(5)
_cell_length_c                   14.9542(19)
_cell_measurement_temperature    173(2)
_cell_volume                     1184.6(2)
_diffrn_ambient_temperature      173(2)
_exptl_crystal_density_diffrn    1.160
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4020922
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.58872(19) -0.1661(3) 0.50292(14) 0.0462(6) Uani 1 d . A 1
O2 O 0.88788(16) 0.1896(3) 0.91442(12) 0.0328(5) Uani 1 d . A 1
O3 O 0.8999(2) 0.5156(3) 0.85270(15) 0.0500(6) Uani 1 d . A 1
N1 N 0.9677(2) 0.3619(4) 0.08218(17) 0.0276(5) Uani 1 d . B 1
H1A H 0.936(2) 0.324(4) 0.027(2) 0.031(8) Uiso 1 d . C 1
H1B H 1.002(3) 0.260(6) 0.113(2) 0.044(10) Uiso 1 d . D 1
H1C H 1.027(3) 0.484(5) 0.087(2) 0.055(10) Uiso 1 d . E 1
C1 C 0.5074(2) 0.1195(4) 0.17283(19) 0.0288(6) Uani 1 d . A 1
H1 H 0.5270 0.2075 0.1225 0.035 Uiso 1 calc R A 1
C2 C 0.3938(2) 0.0495(4) 0.14732(19) 0.0318(7) Uani 1 d . A 1
H2A H 0.3504 0.1781 0.1263 0.038 Uiso 1 calc R A 1
H2B H 0.3710 -0.0092 0.2020 0.038 Uiso 1 calc R A 1
C3 C 0.3774(2) -0.1234(4) 0.07235(18) 0.0322(7) Uani 1 d . A 1
H3A H 0.3035 -0.1678 0.0589 0.039 Uiso 1 calc R A 1
H3B H 0.3951 -0.0621 0.0160 0.039 Uiso 1 calc R A 1
C4 C 0.4446(2) -0.3188(4) 0.10208(19) 0.0322(7) Uani 1 d . A 1
H4A H 0.4342 -0.4280 0.0525 0.039 Uiso 1 calc R A 1
H4B H 0.4232 -0.3855 0.1559 0.039 Uiso 1 calc R A 1
C5 C 0.5583(2) -0.2584(5) 0.12573(19) 0.0315(7) Uani 1 d . A 1
H5A H 0.5821 -0.2145 0.0694 0.038 Uiso 1 calc R A 1
H5B H 0.5987 -0.3881 0.1505 0.038 Uiso 1 calc R A 1
C6 C 0.5807(2) -0.0738(4) 0.19503(18) 0.0283(6) Uani 1 d . A 1
H6 H 0.6526 -0.0205 0.1947 0.034 Uiso 1 calc R A 1
C7 C 0.5748(3) -0.1321(5) 0.29448(19) 0.0351(7) Uani 1 d . A 1
H7A H 0.5239 -0.2502 0.2959 0.042 Uiso 1 calc R A 1
H7B H 0.6434 -0.1815 0.3277 0.042 Uiso 1 calc R A 1
C8 C 0.5411(2) 0.0744(4) 0.33855(18) 0.0277(6) Uani 1 d . A 1
H8 H 0.4720 0.0482 0.3554 0.033 Uiso 1 calc R A 1
C9 C 0.5289(2) 0.2491(4) 0.26229(19) 0.0323(7) Uani 1 d . A 1
H9A H 0.4704 0.3481 0.2663 0.039 Uiso 1 calc R A 1
H9B H 0.5931 0.3362 0.2669 0.039 Uiso 1 calc R A 1
C10 C 0.6167(2) 0.1559(4) 0.42243(18) 0.0315(7) Uani 1 d . A 1
H10A H 0.6858 0.1737 0.4059 0.038 Uiso 1 calc R A 1
H10B H 0.5935 0.3016 0.4385 0.038 Uiso 1 calc R A 1
C11 C 0.6285(2) 0.0140(4) 0.50521(19) 0.0297(6) Uani 1 d . A 1
C12 C 0.6923(2) 0.0967(4) 0.59263(17) 0.0246(6) Uani 1 d . A 1
C13 C 0.7118(2) -0.0392(4) 0.66781(18) 0.0265(6) Uani 1 d . A 1
H13 H 0.6852 -0.1833 0.6626 0.032 Uiso 1 calc R A 1
C14 C 0.7691(2) 0.0298(4) 0.75067(18) 0.0270(6) Uani 1 d . A 1
H14 H 0.7812 -0.0660 0.8014 0.032 Uiso 1 calc R A 1
C15 C 0.8090(2) 0.2403(4) 0.75883(18) 0.0237(6) Uani 1 d . A 1
C16 C 0.7911(2) 0.3761(4) 0.68344(19) 0.0318(7) Uani 1 d . A 1
H16 H 0.8193 0.5189 0.6882 0.038 Uiso 1 calc R A 1
C17 C 0.7327(2) 0.3066(4) 0.60105(19) 0.0315(7) Uani 1 d . A 1
H17 H 0.7203 0.4026 0.5504 0.038 Uiso 1 calc R A 1
C18 C 0.8709(2) 0.3230(5) 0.84855(19) 0.0292(6) Uani 1 d . A 1
C19 C 0.8822(2) 0.4533(5) 0.12421(19) 0.0317(7) Uani 1 d . B 1
H19 H 0.8239 0.3459 0.1157 0.038 Uiso 1 calc R B 1
C20 C 0.8442(3) 0.6584(5) 0.0722(2) 0.0417(8) Uani 1 d . B 1
H20A H 0.8953 0.7747 0.0890 0.063 Uiso 1 calc R B 1
H20B H 0.7778 0.7028 0.0874 0.063 Uiso 1 calc R B 1
H20C H 0.8349 0.6303 0.0067 0.063 Uiso 1 calc R B 1
C21 C 0.9202(2) 0.4886(4) 0.2268(2) 0.0341(7) Uani 1 d D B 1
H21 H 0.9780(17) 0.595(4) 0.236(2) 0.041(9) Uiso 1 d D F 1
C22 C 0.9738(5) 0.2935(7) 0.2786(2) 0.0533(17) Uani 0.828(9) d PD B 1
H22A H 1.0344 0.2518 0.2517 0.064 Uiso 0.828(9) calc PR B 1
H22B H 0.9251 0.1689 0.2712 0.064 Uiso 0.828(9) calc PR B 1
C23 C 1.0102(4) 0.3392(10) 0.3799(3) 0.0607(17) Uani 0.828(9) d PD B 1
H23A H 1.0423 0.2067 0.4107 0.073 Uiso 0.828(9) calc PR B 1
H23B H 1.0630 0.4560 0.3881 0.073 Uiso 0.828(9) calc PR B 1
C24 C 0.9186(3) 0.4081(9) 0.4220(3) 0.0769(14) Uani 1 d D B 1
H24A H 0.880(3) 0.272(5) 0.400(3) 0.101(17) Uiso 1 d D G 1
H24B H 0.945(3) 0.446(7) 0.4873(12) 0.103(16) Uiso 1 d D H 1
C25 C 0.8756(6) 0.6159(13) 0.3763(3) 0.114(5) Uani 0.828(9) d PD B 1
H25A H 0.9307 0.7276 0.3816 0.137 Uiso 0.828(9) calc PR B 1
H25B H 0.8191 0.6726 0.4053 0.137 Uiso 0.828(9) calc PR B 1
C26 C 0.8331(4) 0.5623(13) 0.2742(3) 0.0613(18) Uani 0.828(9) d PD B 1
H26A H 0.7803 0.4459 0.2698 0.074 Uiso 0.828(9) calc PR B 1
H26B H 0.7993 0.6930 0.2431 0.074 Uiso 0.828(9) calc PR B 1
C22B C 0.8990(19) 0.268(2) 0.2685(11) 0.035(5) Uiso 0.172(9) d PD B 2
H22C H 0.9147 0.1489 0.2287 0.042 Uiso 0.172(9) calc PR B 2
H22D H 0.8247 0.2583 0.2725 0.042 Uiso 0.172(9) calc PR B 2
C23B C 0.967(2) 0.243(5) 0.3647(12) 0.087(12) Uiso 0.172(9) d PD B 2
H23C H 0.9624 0.0932 0.3880 0.105 Uiso 0.172(9) calc PR B 2
H23D H 1.0401 0.2785 0.3643 0.105 Uiso 0.172(9) calc PR B 2
C25B C 0.859(4) 0.586(6) 0.360(2) 0.108(19) Uiso 0.172(9) d PD B 2
H25C H 0.8723 0.7182 0.3975 0.130 Uiso 0.172(9) calc PR B 2
H25D H 0.7857 0.5483 0.3586 0.130 Uiso 0.172(9) calc PR B 2
C26B C 0.8569(13) 0.674(3) 0.2616(11) 0.022(4) Uiso 0.172(9) d PD B 2
H26C H 0.8918 0.8170 0.2621 0.026 Uiso 0.172(9) calc PR B 2
H26D H 0.7854 0.6843 0.2259 0.026 Uiso 0.172(9) calc PR B 2
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
O1 C11 1.222(3) . ?
O2 C18 1.269(3) . ?
O3 C18 1.242(3) . ?
N1 C19 1.496(4) . ?
C1 C6 1.525(4) . ?
C1 C2 1.528(4) . ?
C1 C9 1.537(4) . ?
C2 C3 1.530(4) . ?
C3 C4 1.506(4) . ?
C4 C5 1.513(4) . ?
C5 C6 1.527(4) . ?
C6 C7 1.546(4) . ?
C7 C8 1.534(4) . ?
C8 C10 1.529(4) . ?
C8 C9 1.552(4) . ?
C10 C11 1.498(4) . ?
C11 C12 1.501(4) . ?
C12 C13 1.385(4) . ?
C12 C17 1.392(4) . ?
C13 C14 1.389(4) . ?
C14 C15 1.392(4) . ?
C15 C16 1.386(4) . ?
C15 C18 1.518(4) . ?
C16 C17 1.389(4) . ?
C19 C20 1.515(4) . ?
C19 C21 1.536(4) . ?
C21 C26 1.523(4) . ?
C21 C22 1.525(4) . ?
C21 C22B 1.538(11) . ?
C21 C26B 1.558(11) . ?
C22 C23 1.525(5) . ?
C23 C24 1.520(5) . ?
C24 C25 1.508(6) . ?
C24 C23B 1.539(12) . ?
C24 C25B 1.547(12) . ?
C25 C26 1.558(6) . ?
C22B C23B 1.548(12) . ?
C25B C26B 1.557(12) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139089637
