#------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/60/1506081.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_1506081
loop_
_publ_author_name
'Persson, Tobias'
'Nielsen, John'
_publ_section_title
;
 Synthesis of N-methoxy-N-methyl-beta-enaminoketoesters: new synthetic
 precursors for the regioselective synthesis of heterocyclic compounds.
;
_journal_issue                   15
_journal_name_full               'Organic letters'
_journal_page_first              3219
_journal_page_last               3222
_journal_paper_doi               10.1021/ol0611088
_journal_volume                  8
_journal_year                    2006
_chemical_formula_sum            'C9 H15 N O4'
_chemical_formula_weight         201.22
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           41
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'A 2 -2ab'
_symmetry_space_group_name_H-M   'A b a 2'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   17.5451(12)
_cell_length_b                   16.2722(11)
_cell_length_c                   7.3076(5)
_cell_measurement_temperature    120(2)
_cell_volume                     2086.3(2)
_computing_cell_refinement       'SAINT (Bruker AXS,1998)'
_computing_data_collection       'SMART (Bruker AXS,1998)'
_computing_data_reduction        'SAINT (Bruker AXS,1998)'
_computing_molecular_graphics    'SHELXTL,ver.6.12 (Sheldrick,2001)'
_computing_structure_refinement  'SHELXTL,ver.6.12 (Sheldrick,2001)'
_computing_structure_solution    'SHELXTL,ver.6.12 (Sheldrick,2001)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Siemens SMART CCD Platform'
_diffrn_measurement_method       'omega scans'
_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  0.0354
_diffrn_reflns_av_sigmaI/netI    0.0326
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            12099
_diffrn_reflns_theta_full        27.97
_diffrn_reflns_theta_max         27.97
_diffrn_reflns_theta_min         2.32
_diffrn_standards_decay_%        'no decay'
_diffrn_standards_interval_count no
_diffrn_standards_interval_time  no
_diffrn_standards_number         no
_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8670
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS,ver2.03 (Sheldrick,2001)'
_exptl_crystal_colour            colourles
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.308
_refine_diff_density_min         -0.178
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.6(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         2503
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.104
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0400
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0518P)²+0.6282P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0950
_refine_ls_wR_factor_ref         0.0964
_reflns_number_gt                2398
_reflns_number_total             2503
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol0611088si20060505_095924.cif
_cod_data_source_block           tp1k
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'no' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_database_code               1506081
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, 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
C1 C 0.17509(9) 0.28633(9) 0.6700(3) 0.0211(3) Uani 1 1 d .
H11 H 0.1832 0.3444 0.6404 0.025 Uiso 1 1 calc R
H12 H 0.1447 0.2820 0.7821 0.025 Uiso 1 1 calc R
H13 H 0.1480 0.2596 0.5690 0.025 Uiso 1 1 calc R
C2 C 0.25109(9) 0.24483(9) 0.6982(2) 0.0168(3) Uani 1 1 d .
O1 O 0.31136(6) 0.28030(7) 0.67116(18) 0.0244(3) Uani 1 1 d .
C3 C 0.24636(9) 0.15905(9) 0.7597(2) 0.0161(3) Uani 1 1 d .
H3 H 0.1975 0.1361 0.7825 0.019 Uiso 1 1 calc R
C4 C 0.30825(8) 0.11158(9) 0.7850(2) 0.0140(3) Uani 1 1 d .
C5 C 0.38886(8) 0.14115(8) 0.7480(2) 0.0144(3) Uani 1 1 d .
O2 O 0.43113(6) 0.16284(7) 0.86871(16) 0.0193(2) Uani 1 1 d .
O3 O 0.40588(6) 0.13598(7) 0.57155(16) 0.0177(2) Uani 1 1 d .
C6 C 0.48096(10) 0.16745(11) 0.5198(2) 0.0254(4) Uani 1 1 d .
H61 H 0.5195 0.1503 0.6111 0.030 Uiso 1 1 calc R
H62 H 0.4800 0.2282 0.5157 0.030 Uiso 1 1 calc R
C7 C 0.50101(12) 0.13398(12) 0.3364(3) 0.0327(5) Uani 1 1 d .
H71 H 0.5042 0.0739 0.3431 0.039 Uiso 1 1 calc R
H72 H 0.5503 0.1563 0.2976 0.039 Uiso 1 1 calc R
H73 H 0.4617 0.1497 0.2478 0.039 Uiso 1 1 calc R
N N 0.30645(7) 0.03466(8) 0.86258(19) 0.0154(3) Uani 1 1 d .
O4 O 0.36868(6) -0.01460(7) 0.80042(16) 0.0179(2) Uani 1 1 d .
C8 C 0.40612(9) -0.04941(10) 0.9575(2) 0.0218(3) Uani 1 1 d .
H81 H 0.4228 -0.0052 1.0393 0.026 Uiso 1 1 calc R
H82 H 0.4505 -0.0813 0.9176 0.026 Uiso 1 1 calc R
H83 H 0.3706 -0.0855 1.0228 0.026 Uiso 1 1 calc R
C9 C 0.23505(9) -0.01158(10) 0.8667(2) 0.0197(3) Uani 1 1 d .
H91 H 0.1981 0.0171 0.9444 0.024 Uiso 1 1 calc R
H92 H 0.2445 -0.0666 0.9163 0.024 Uiso 1 1 calc R
H93 H 0.2147 -0.0163 0.7423 0.024 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0186(7) 0.0186(7) 0.0260(8) -0.0013(7) -0.0023(7) 0.0033(6)
C2 0.0186(7) 0.0177(6) 0.0142(7) -0.0020(6) -0.0002(6) 0.0006(6)
O1 0.0204(6) 0.0208(5) 0.0319(7) 0.0031(5) 0.0012(5) -0.0035(4)
C3 0.0129(6) 0.0188(6) 0.0167(7) -0.0005(6) 0.0002(5) -0.0013(5)
C4 0.0151(7) 0.0165(6) 0.0104(6) -0.0016(6) 0.0001(6) -0.0019(5)
C5 0.0140(6) 0.0108(6) 0.0183(8) 0.0002(6) -0.0005(6) 0.0011(5)
O2 0.0161(5) 0.0224(5) 0.0193(5) -0.0030(5) -0.0028(4) -0.0016(4)
O3 0.0130(5) 0.0249(6) 0.0151(5) -0.0011(4) 0.0008(4) -0.0053(4)
C6 0.0186(8) 0.0357(9) 0.0219(8) -0.0026(7) 0.0057(7) -0.0127(7)
C7 0.0322(10) 0.0302(9) 0.0356(11) -0.0060(8) 0.0163(8) -0.0060(8)
N 0.0120(6) 0.0158(6) 0.0185(6) -0.0003(5) 0.0015(5) 0.0011(4)
O4 0.0179(5) 0.0169(5) 0.0189(5) -0.0011(4) 0.0032(5) 0.0038(4)
C8 0.0187(8) 0.0203(7) 0.0265(9) 0.0016(7) -0.0013(6) 0.0032(6)
C9 0.0198(8) 0.0193(7) 0.0199(8) 0.0006(6) 0.0026(6) -0.0040(6)
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
C2 C1 H11 109.5
C2 C1 H12 109.5
H11 C1 H12 109.5
C2 C1 H13 109.5
H11 C1 H13 109.5
H12 C1 H13 109.5
O1 C2 C3 123.21(14)
O1 C2 C1 122.13(13)
C3 C2 C1 114.66(13)
C4 C3 C2 122.83(14)
C4 C3 H3 118.6
C2 C3 H3 118.6
C3 C4 N 124.13(13)
C3 C4 C5 123.04(13)
N C4 C5 112.56(12)
O2 C5 O3 126.27(14)
O2 C5 C4 122.37(14)
O3 C5 C4 111.29(12)
C5 O3 C6 115.58(12)
O3 C6 C7 108.49(14)
O3 C6 H61 110.0
C7 C6 H61 110.0
O3 C6 H62 110.0
C7 C6 H62 110.0
H61 C6 H62 108.4
C6 C7 H71 109.5
C6 C7 H72 109.5
H71 C7 H72 109.5
C6 C7 H73 109.5
H71 C7 H73 109.5
H72 C7 H73 109.5
C4 N O4 111.24(11)
C4 N C9 119.80(12)
O4 N C9 111.89(12)
N O4 C8 108.42(11)
O4 C8 H81 109.5
O4 C8 H82 109.5
H81 C8 H82 109.5
O4 C8 H83 109.5
H81 C8 H83 109.5
H82 C8 H83 109.5
N C9 H91 109.5
N C9 H92 109.5
H91 C9 H92 109.5
N C9 H93 109.5
H91 C9 H93 109.5
H92 C9 H93 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.509(2)
C1 H11 0.9800
C1 H12 0.9800
C1 H13 0.9800
C2 O1 1.2209(19)
C2 C3 1.469(2)
C3 C4 1.346(2)
C3 H3 0.9500
C4 N 1.374(2)
C4 C5 1.518(2)
C5 O2 1.2055(19)
C5 O3 1.3260(19)
O3 C6 1.4629(18)
C6 C7 1.489(3)
C6 H61 0.9900
C6 H62 0.9900
C7 H71 0.9800
C7 H72 0.9800
C7 H73 0.9800
N O4 1.4286(16)
N C9 1.4615(19)
O4 C8 1.439(2)
C8 H81 0.9800
C8 H82 0.9800
C8 H83 0.9800
C9 H91 0.9800
C9 H92 0.9800
C9 H93 0.9800
loop_
_cod_related_entry_id
_cod_related_entry_code
_cod_related_entry_database
1 21199771 ChemSpider
