#------------------------------------------------------------------------------
#$Date: 2025-08-19 22:06:29 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301812 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/10/4021056.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_4021056
loop_
_publ_author_name
'Ramaiah Kumareswaran'
'Judith Gallucci'
'T. V. RajanBabu'
_publ_section_title
;
 Tuning the Acceptors in Catalyzed Cyclizations Initiated by Allenes.
 Silylstannylation/Cyclization of Allene-Aldehydes
 for Synthesis of Polyalkylated Indolizidines Including 223A Congeners
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              9151
_journal_page_last               9158
_journal_paper_doi               10.1021/jo048580w
_journal_volume                  69
_journal_year                    2004
_chemical_formula_sum            'C15 H25 N O2'
_chemical_formula_weight         251.36
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 91.122(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.2070(10)
_cell_length_b                   12.006(2)
_cell_length_c                   10.6250(10)
_cell_measurement_temperature    200(2)
_cell_volume                     1429.3(3)
_diffrn_ambient_temperature      200(2)
_exptl_crystal_density_diffrn    1.168
_refine_ls_R_factor_obs          0.0309
_refine_ls_wR_factor_obs         0.0762
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               4021056
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, 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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
O1 O 0.20095(9) 0.22236(9) 0.04457(9) 0.0390(2) Uani 1 d . .
H1A H 0.1317(17) 0.2555(15) 0.0365(18) 0.048(5) Uiso 1 d . .
O2 O 0.48337(8) 0.17561(8) 0.48445(8) 0.0350(2) Uani 1 d . .
N N 0.40329(8) 0.19605(8) 0.28367(9) 0.0248(2) Uani 1 d . .
C1 C 0.41569(10) 0.14526(11) 0.15816(11) 0.0285(3) Uani 1 d . .
H1 H 0.41701 0.20575 0.09350 0.034 Uiso 1 calc R .
C2 C 0.30864(11) 0.06856(10) 0.13008(11) 0.0288(3) Uani 1 d . .
H2 H 0.31430 0.04390 0.04049 0.035 Uiso 1 calc R .
C3 C 0.19498(10) 0.13884(11) 0.14026(10) 0.0284(3) Uani 1 d . .
H3 H 0.12372 0.09050 0.12368 0.034 Uiso 1 calc R .
C4 C 0.18579(9) 0.19137(9) 0.27259(10) 0.0250(2) Uani 1 d . .
H4 H 0.18570 0.12986 0.33605 0.030 Uiso 1 calc R .
C5 C 0.29596(10) 0.26583(10) 0.29966(11) 0.0244(2) Uani 1 d . .
H5 H 0.29710 0.32362 0.23192 0.029 Uiso 1 calc R .
C6 C 0.48106(10) 0.15571(10) 0.37037(11) 0.0279(2) Uani 1 d . .
C7 C 0.56754(12) 0.07852(13) 0.30589(14) 0.0379(3) Uani 1 d . .
H7A H 0.55607 0.00071 0.33403 0.045 Uiso 1 calc R .
H7B H 0.65101 0.10085 0.32486 0.045 Uiso 1 calc R .
C8 C 0.53926(12) 0.08969(12) 0.16536(13) 0.0366(3) Uani 1 d . .
H8A H 0.53724 0.01568 0.12430 0.044 Uiso 1 calc R .
H8B H 0.59967 0.13649 0.12387 0.044 Uiso 1 calc R .
C9 C 0.30749(11) -0.03652(11) 0.21201(12) 0.0331(3) Uani 1 d . .
H9A H 0.37706 -0.08309 0.19041 0.040 Uiso 1 calc R .
H9B H 0.31746 -0.01407 0.30125 0.040 Uiso 1 calc R .
C10 C 0.19468(14) -0.10745(13) 0.1987(2) 0.0475(4) Uani 1 d . .
H10A H 0.1273 -0.0676 0.2352 0.071 Uiso 1 calc R .
H10B H 0.2067 -0.1783 0.2430 0.071 Uiso 1 calc R .
H10C H 0.1777 -0.1220 0.1094 0.071 Uiso 1 calc R .
C11 C 0.06990(11) 0.25388(11) 0.28167(12) 0.0298(3) Uani 1 d . .
H11 H 0.05966 0.31869 0.23130 0.036 Uiso 1 calc R .
C12 C -0.01810(12) 0.22470(13) 0.35472(14) 0.0393(3) Uani 1 d . .
H12A H -0.01077 0.16034 0.40629 0.047 Uiso 1 calc R .
H12B H -0.08904 0.26799 0.35595 0.047 Uiso 1 calc R .
C13 C 0.29042(11) 0.32779(11) 0.42429(11) 0.0293(3) Uani 1 d . .
H13A H 0.30013 0.27322 0.49358 0.035 Uiso 1 calc R .
H13B H 0.21020 0.36149 0.43130 0.035 Uiso 1 calc R .
C14 C 0.38352(12) 0.41900(11) 0.44222(13) 0.0331(3) Uani 1 d . .
H14A H 0.46424 0.38549 0.44213 0.040 Uiso 1 calc R .
H14B H 0.37756 0.47208 0.37107 0.040 Uiso 1 calc R .
C15 C 0.36633(14) 0.48128(13) 0.56518(15) 0.0431(3) Uani 1 d . .
H15A H 0.4289 0.5377 0.5755 0.065 Uiso 1 calc R .
H15B H 0.3710 0.4287 0.6356 0.065 Uiso 1 calc R .
H15C H 0.2880 0.5176 0.5637 0.065 Uiso 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
O1 C3 1.431(2) . ?
O1 H1A 0.87(2) . ?
O2 C6 1.2353(14) . ?
N C6 1.346(2) . ?
N C1 1.4753(14) . ?
N C5 1.4784(14) . ?
C1 C2 1.537(2) . ?
C1 C8 1.538(2) . ?
C1 H1 1.00 . ?
C2 C9 1.533(2) . ?
C2 C3 1.533(2) . ?
C2 H2 1.00 . ?
C3 C4 1.546(2) . ?
C3 H3 1.00 . ?
C4 C11 1.505(2) . ?
C4 C5 1.547(2) . ?
C4 H4 1.00 . ?
C5 C13 1.521(2) . ?
C5 H5 1.00 . ?
C6 C7 1.514(2) . ?
C7 C8 1.526(2) . ?
C7 H7A 0.99 . ?
C7 H7B 0.99 . ?
C8 H8A 0.99 . ?
C8 H8B 0.99 . ?
C9 C10 1.529(2) . ?
C9 H9A 0.99 . ?
C9 H9B 0.99 . ?
C10 H10A 0.98 . ?
C10 H10B 0.98 . ?
C10 H10C 0.98 . ?
C11 C12 1.314(2) . ?
C11 H11 0.95 . ?
C12 H12A 0.95 . ?
C12 H12B 0.95 . ?
C13 C14 1.522(2) . ?
C13 H13A 0.99 . ?
C13 H13B 0.99 . ?
C14 C15 1.521(2) . ?
C14 H14A 0.99 . ?
C14 H14B 0.99 . ?
C15 H15A 0.98 . ?
C15 H15B 0.98 . ?
C15 H15C 0.98 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 11288188
