#------------------------------------------------------------------------------
#$Date: 2016-03-26 01:22:40 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180136 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/33/7103325.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_7103325
loop_
_publ_author_name
'Ntaganda, Rukundo'
'Milovic, Tamara'
'Tiburcio, Jorge'
'Thadani, Avinash N'
_publ_section_title
;
 Direct, facile synthesis of N-acyl-alpha-amino amides from alpha-keto
 esters and ammonia.
;
_journal_issue                   34
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              4052
_journal_page_last               4054
_journal_paper_doi               10.1039/b808302a
_journal_year                    2008
_chemical_formula_moiety         'C15 H14 N2 O2'
_chemical_formula_sum            'C15 H14 N2 O2'
_chemical_formula_weight         254.28
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 101.16(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   18.101(4)
_cell_length_b                   7.1667(14)
_cell_length_c                   20.677(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      7
_cell_measurement_theta_min      2
_cell_volume                     2631.6(9)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_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  0.0527
_diffrn_reflns_av_sigmaI/netI    0.0532
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            7631
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         2.037
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  0.9984
_exptl_absorpt_correction_T_min  0.9786
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.136
_refine_diff_density_min         -0.162
_refine_diff_density_rms         0.035
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2245
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0692
_refine_ls_R_factor_gt           0.0446
_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)+(0.0511P)²+0.7525P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1018
_refine_ls_wR_factor_ref         0.1161
_reflns_number_gt                1649
_reflns_number_total             2245
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b808302a.txt
_cod_data_source_block           jtk77
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7103325
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'
'-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_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
O1 O 0.22926(6) -0.01046(18) 0.44908(7) 0.0565(4) Uani 1 1 d . . .
N1 N 0.12201(7) -0.01089(18) 0.48979(7) 0.0388(4) Uani 1 1 d . . .
H1A H 0.0800 -0.0674 0.4893 0.047 Uiso 1 1 calc R . .
C1 C 0.05643(9) -0.2335(3) 0.37526(9) 0.0521(5) Uani 1 1 d . . .
H1B H 0.0252 -0.1338 0.3804 0.063 Uiso 1 1 calc R . .
O2 O 0.01392(5) 0.24669(16) 0.49937(6) 0.0449(3) Uani 1 1 d . . .
N2 N 0.10330(7) 0.46804(19) 0.52336(8) 0.0491(4) Uani 1 1 d . . .
H2A H 0.0711 0.5574 0.5154 0.059 Uiso 1 1 calc R . .
H2B H 0.1504 0.4927 0.5356 0.059 Uiso 1 1 calc R . .
C2 C 0.02715(10) -0.3865(3) 0.33928(11) 0.0707(7) Uani 1 1 d . . .
H2C H -0.0237 -0.3897 0.3201 0.085 Uiso 1 1 calc R . .
C3 C 0.07229(11) -0.5339(3) 0.33153(12) 0.0743(7) Uani 1 1 d . . .
H3A H 0.0518 -0.6387 0.3082 0.089 Uiso 1 1 calc R . .
C4 C 0.14766(11) -0.5279(3) 0.35806(11) 0.0661(6) Uani 1 1 d . . .
H4A H 0.1785 -0.6278 0.3521 0.079 Uiso 1 1 calc R . .
C5 C 0.17786(9) -0.3745(3) 0.39344(9) 0.0496(5) Uani 1 1 d . . .
H5A H 0.2293 -0.3700 0.4105 0.060 Uiso 1 1 calc R . .
C6 C 0.13247(8) -0.2266(2) 0.40399(8) 0.0380(4) Uani 1 1 d . . .
C7 C 0.16578(8) -0.0721(2) 0.44852(8) 0.0377(4) Uani 1 1 d . . .
C8 C 0.14097(8) 0.1437(2) 0.53483(8) 0.0375(4) Uani 1 1 d . . .
H8A H 0.1896 0.1953 0.5296 0.045 Uiso 1 1 calc R . .
C9 C 0.08046(8) 0.2937(2) 0.51674(8) 0.0359(4) Uani 1 1 d . . .
C10 C 0.14539(8) 0.0910(2) 0.60705(8) 0.0398(4) Uani 1 1 d . . .
C11 C 0.11976(10) -0.0782(3) 0.62598(10) 0.0540(5) Uani 1 1 d . . .
H11A H 0.0995 -0.1655 0.5941 0.065 Uiso 1 1 calc R . .
C12 C 0.12404(12) -0.1185(4) 0.69206(12) 0.0735(7) Uani 1 1 d . . .
H12A H 0.1072 -0.2336 0.7042 0.088 Uiso 1 1 calc R . .
C13 C 0.15245(13) 0.0074(4) 0.73953(12) 0.0768(7) Uani 1 1 d . . .
H13A H 0.1547 -0.0211 0.7837 0.092 Uiso 1 1 calc R . .
C14 C 0.17776(12) 0.1765(4) 0.72197(11) 0.0724(7) Uani 1 1 d . . .
H14A H 0.1972 0.2630 0.7543 0.087 Uiso 1 1 calc R . .
C15 C 0.17440(10) 0.2187(3) 0.65611(10) 0.0557(5) Uani 1 1 d . . .
H15A H 0.1917 0.3338 0.6445 0.067 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 N1 C8 124.27(13) . . ?
C2 C1 C6 120.42(17) . . ?
C3 C2 C1 120.35(18) . . ?
C2 C3 C4 120.1(2) . . ?
C3 C4 C5 120.08(19) . . ?
C4 C5 C6 120.64(16) . . ?
C5 C6 C1 118.31(16) . . ?
C5 C6 C7 118.99(14) . . ?
C1 C6 C7 122.61(14) . . ?
O1 C7 N1 122.76(16) . . ?
O1 C7 C6 122.58(14) . . ?
N1 C7 C6 114.62(13) . . ?
N1 C8 C10 113.66(13) . . ?
N1 C8 C9 108.17(13) . . ?
C10 C8 C9 108.21(12) . . ?
O2 C9 N2 123.96(14) . . ?
O2 C9 C8 119.45(14) . . ?
N2 C9 C8 116.54(13) . . ?
C11 C10 C15 118.09(18) . . ?
C11 C10 C8 122.48(16) . . ?
C15 C10 C8 119.41(16) . . ?
C10 C11 C12 120.3(2) . . ?
C13 C12 C11 121.0(2) . . ?
C12 C13 C14 119.7(2) . . ?
C13 C14 C15 120.1(2) . . ?
C14 C15 C10 120.8(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 C7 1.2292(18) . ?
N1 C7 1.345(2) . ?
N1 C8 1.445(2) . ?
C1 C2 1.373(3) . ?
C1 C6 1.390(2) . ?
O2 C9 1.2351(17) . ?
N2 C9 1.315(2) . ?
C2 C3 1.364(3) . ?
C3 C4 1.369(3) . ?
C4 C5 1.374(3) . ?
C5 C6 1.384(2) . ?
C6 C7 1.491(2) . ?
C8 C10 1.527(2) . ?
C8 C9 1.529(2) . ?
C10 C11 1.382(3) . ?
C10 C15 1.392(2) . ?
C11 C12 1.384(3) . ?
C12 C13 1.359(3) . ?
C13 C14 1.369(3) . ?
C14 C15 1.385(3) . ?
