#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/66/1506647.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_1506647
loop_
_publ_author_name
'Moon, Bongjin'
'Han, Sangbae'
'Kim, Dohyung'
_publ_section_title
;
 Efficient synthesis of highly functionalized cyclic aminimides.
;
_journal_issue                   15
_journal_name_full               'Organic letters'
_journal_page_first              3359
_journal_page_last               3361
_journal_paper_doi               10.1021/ol051270v
_journal_volume                  7
_journal_year                    2005
_chemical_formula_sum            'C7 H12 N2 O3'
_chemical_formula_weight         172.19
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 98.120(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.520(3)
_cell_length_b                   8.698(4)
_cell_length_c                   16.224(7)
_cell_measurement_temperature    293(2)
_cell_volume                     771.2(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0735
_diffrn_reflns_av_sigmaI/netI    0.1107
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            4681
_diffrn_reflns_theta_full        28.03
_diffrn_reflns_theta_max         28.03
_diffrn_reflns_theta_min         2.54
_exptl_absorpt_coefficient_mu    0.117
_exptl_absorpt_correction_T_max  0.9884
_exptl_absorpt_correction_T_min  0.9659
_exptl_crystal_density_diffrn    1.483
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             368
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.294
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         1859
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.1351
_refine_ls_R_factor_gt           0.0799
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0648P)²+0.2092P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1549
_refine_ls_wR_factor_ref         0.1774
_reflns_number_gt                1154
_reflns_number_total             1859
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol051270vsi20050531_012024.cif
_cod_data_source_block           g012m
_cod_original_cell_volume        771.1(6)
_cod_database_code               1506647
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -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
O11 O 0.3447(3) 0.1495(2) 0.35759(12) 0.0287(5) Uani 1 1 d .
O12 O 0.8683(3) 0.0732(2) 0.34116(12) 0.0297(5) Uani 1 1 d .
H12A H 1.0161 0.0895 0.3472 0.045 Uiso 1 1 calc R
N1 N 0.5844(4) 0.1863(2) 0.17155(13) 0.0204(6) Uani 1 1 d .
N2 N 0.3799(4) 0.1609(3) 0.21926(14) 0.0247(6) Uani 1 1 d .
O8 O 0.7517(4) 0.1424(2) 0.01243(12) 0.0331(6) Uani 1 1 d .
C3 C 0.4678(5) 0.1710(3) 0.29918(17) 0.0210(6) Uani 1 1 d .
C6 C 0.6618(5) 0.0318(3) 0.14248(17) 0.0249(7) Uani 1 1 d .
H6A H 0.5190 -0.0234 0.1160 0.030 Uiso 1 1 calc R
H6B H 0.7352 -0.0277 0.1901 0.030 Uiso 1 1 calc R
C5 C 0.7834(5) 0.2661(3) 0.23026(16) 0.0219(6) Uani 1 1 d .
H5A H 0.9446 0.2369 0.2185 0.026 Uiso 1 1 calc R
H5B H 0.7670 0.3770 0.2263 0.026 Uiso 1 1 calc R
C10 C 0.4947(5) 0.2800(3) 0.09614(17) 0.0272(7) Uani 1 1 d .
H10A H 0.4522 0.3824 0.1130 0.033 Uiso 1 1 calc R
H10B H 0.3488 0.2330 0.0663 0.033 Uiso 1 1 calc R
C7 C 0.8435(6) 0.0488(4) 0.08156(18) 0.0312(7) Uani 1 1 d .
H7A H 0.9932 0.0937 0.1099 0.037 Uiso 1 1 calc R
H7B H 0.8827 -0.0522 0.0617 0.037 Uiso 1 1 calc R
C4 C 0.7410(5) 0.2098(3) 0.31462(17) 0.0211(6) Uani 1 1 d .
H4A H 0.7745 0.2911 0.3565 0.025 Uiso 1 1 calc R
C9 C 0.6894(6) 0.2910(4) 0.03952(19) 0.0326(8) Uani 1 1 d .
H9A H 0.6300 0.3540 -0.0085 0.039 Uiso 1 1 calc R
H9B H 0.8341 0.3400 0.0691 0.039 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N2 N1 C10 108.8(2)
N2 N1 C6 107.65(19)
C10 N1 C6 107.8(2)
N2 N1 C5 106.24(19)
C10 N1 C5 113.0(2)
C6 N1 C5 113.1(2)
C3 N2 N1 107.6(2)
C7 O8 C9 110.6(2)
O11 C3 N2 124.6(3)
O11 C3 C4 122.3(2)
N2 C3 C4 113.1(2)
N1 C6 C7 111.2(2)
C4 C5 N1 103.3(2)
N1 C10 C9 110.5(2)
O8 C7 C6 112.1(2)
O12 C4 C5 114.6(2)
O12 C4 C3 107.5(2)
C5 C4 C3 101.5(2)
O8 C9 C10 110.7(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O11 C3 1.256(3)
O12 C4 1.416(3)
N1 N2 1.473(3)
N1 C10 1.495(3)
N1 C6 1.506(3)
N1 C5 1.516(3)
N2 C3 1.322(3)
O8 C7 1.421(4)
O8 C9 1.423(4)
C3 C4 1.531(4)
C6 C7 1.511(4)
C5 C4 1.503(4)
C10 C9 1.512(4)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C10 N1 N2 C3 -141.1(2)
C6 N1 N2 C3 102.3(2)
C5 N1 N2 C3 -19.1(3)
N1 N2 C3 O11 -177.2(2)
N1 N2 C3 C4 1.9(3)
N2 N1 C6 C7 170.9(2)
C10 N1 C6 C7 53.7(3)
C5 N1 C6 C7 -72.0(3)
N2 N1 C5 C4 28.4(3)
C10 N1 C5 C4 147.7(2)
C6 N1 C5 C4 -89.5(2)
N2 N1 C10 C9 -172.5(2)
C6 N1 C10 C9 -56.0(3)
C5 N1 C10 C9 69.8(3)
C9 O8 C7 C6 58.2(3)
N1 C6 C7 O8 -55.8(3)
N1 C5 C4 O12 89.7(3)
N1 C5 C4 C3 -25.7(3)
O11 C3 C4 O12 74.4(3)
N2 C3 C4 O12 -104.7(3)
O11 C3 C4 C5 -165.0(2)
N2 C3 C4 C5 15.9(3)
C7 O8 C9 C10 -60.2(3)
N1 C10 C9 O8 60.4(3)
