#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/34/2003416.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2003416
loop_
_publ_author_name
'Hashizume, D.'
'Kogo, H.'
'Sekine, A.'
'Ohashi, Y.'
'Miyamoto, H.'
'Toda, F.'
_publ_section_title
;
 Stereochemistry of Asymmetric β-Lactam Formation Involving Achiral
 Glyoxylamide Derivatives
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              929
_journal_page_last               933
_journal_paper_doi               10.1107/S0108270194012412
_journal_volume                  51
_journal_year                    1995
_chemical_formula_moiety         'C15 H21 N1 O2'
_chemical_formula_sum            'C15 H21 N O2'
_chemical_formula_weight         247.34
_chemical_name_common            N,N-diisopropyl(p-methylphenyl)glyoxylamide
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   15.438(2)
_cell_length_b                   15.343(2)
_cell_length_c                   12.685(1)
_cell_measurement_reflns_used    18
_cell_measurement_temperature    296
_cell_measurement_theta_max      24
_cell_measurement_theta_min      20
_cell_volume                     3004.6(6)
_computing_molecular_graphics    'ORTEP (Johnson, 1965)'
_computing_structure_refinement  'ORFLS (Busing, Martin & Levy, 1962)'
_computing_structure_solution    'MITHRIL (Gilmore, 1984)'
_diffrn_ambient_temperature      296
_diffrn_measurement_device       AFC-4
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray sealed tube'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2390
_diffrn_reflns_theta_max         62.5
_diffrn_reflns_theta_min         0
_diffrn_standards_decay_%        <1.7
_diffrn_standards_interval_count 50
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.53
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.09
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.28
_refine_ls_goodness_of_fit_obs   6.30
_refine_ls_hydrogen_treatment    'H atoms were placed in fixed positions'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         1459
_refine_ls_R_factor_obs          0.081
_refine_ls_shift/esd_max         0.009
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(|Fₒ|)]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.074
_reflns_number_observed          1459
_reflns_number_total             2390
_reflns_observed_criterion       |Fo|>6\s(|Fo|)
_cod_data_source_file            as1136.cif
_cod_data_source_block           pmethyl
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(|F~o~|)]' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w = 1/[\s^2^(|F~o~|)]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        3004.7(6)
_cod_original_formula_sum        'C15 H21 N1 O2'
_cod_database_code               2003416
loop_
_symmetry_equiv_pos_as_xyz
+x,+y,+z
+1/2+x,+1/2-y,-z
-x,+1/2+y,+1/2-z
+1/2-x,-y,+1/2+z
-x,-y,-z
-1/2-x,-1/2+y,+z
+x,-1/2-y,-1/2+z
-1/2+x,+y,-1/2-z
loop_
_atom_site_label
_atom_site_occupancy
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
O1 1.0000 0.6227(3) 0.0030(3) 0.8549(3) 0.0816 Uani
O2 1.0000 0.5965(2) -0.1189(2) 0.6614(3) 0.0635 Uani
N1 1.0000 0.7374(3) -0.0770(3) 0.6806(4) 0.0532 Uani
C1 1.0000 0.5787(3) 0.0827(4) 0.7037(5) 0.0460 Uani
C2 1.0000 0.5492(4) 0.1529(4) 0.7622(5) 0.0576 Uani
C3 1.0000 0.5107(4) 0.2223(4) 0.7120(6) 0.0652 Uani
C4 1.0000 0.5019(4) 0.2241(4) 0.6044(6) 0.0603 Uani
C5 1.0000 0.5316(4) 0.1537(4) 0.5466(5) 0.0626 Uani
C6 1.0000 0.5697(4) 0.0830(4) 0.5943(5) 0.0535 Uani
C7 1.0000 0.6188(4) 0.0089(4) 0.7583(5) 0.0532 Uani
C8 1.0000 0.6525(4) -0.0684(4) 0.6926(5) 0.0474 Uani
C9 1.0000 0.8005(4) -0.0098(4) 0.7173(5) 0.0651 Uani
C10 1.0000 0.8522(5) -0.0428(5) 0.8101(6) 0.1153 Uani
C11 1.0000 0.8565(4) 0.0254(4) 0.6295(6) 0.0979 Uani
C12 1.0000 0.7734(4) -0.1558(4) 0.6271(6) 0.0698 Uani
C13 1.0000 0.7466(4) -0.2383(4) 0.6873(7) 0.1139 Uani
C14 1.0000 0.7514(5) -0.1593(5) 0.5134(6) 0.1073 Uani
C15 1.0000 0.4584(4) 0.3011(4) 0.5474(6) 0.0956 Uani
H2 1.0000 0.5554 0.1531 0.8367 0.0693 Uiso
H3 1.0000 0.4898 0.2700 0.7524 0.0788 Uiso
H5 1.0000 0.5257 0.1546 0.4722 0.0753 Uiso
H6 1.0000 0.5891 0.0350 0.5533 0.0642 Uiso
H9 1.0000 0.7673 0.0380 0.7426 0.0779 Uiso
H12 1.0000 0.8350 -0.1520 0.6302 0.0852 Uiso
H101 1.0000 0.8140 -0.0581 0.8657 0.1391 Uiso
H102 1.0000 0.8845 -0.0928 0.7892 0.1391 Uiso
H103 1.0000 0.8909 0.0013 0.8332 0.1391 Uiso
H111 1.0000 0.8893 -0.0211 0.5997 0.1194 Uiso
H112 1.0000 0.8211 0.0507 0.5769 0.1194 Uiso
H113 1.0000 0.8951 0.0680 0.6570 0.1194 Uiso
H131 1.0000 0.6849 -0.2405 0.6923 0.1383 Uiso
H132 1.0000 0.7665 -0.2886 0.6508 0.1383 Uiso
H133 1.0000 0.7706 -0.2373 0.7561 0.1383 Uiso
H141 1.0000 0.6873 -0.1600 0.5070 0.1217 Uiso
H142 1.0000 0.7705 -0.1087 0.4780 0.1217 Uiso
H143 1.0000 0.7722 -0.2097 0.4813 0.1217 Uiso
H151 1.0000 0.4894 0.3532 0.5628 0.1148 Uiso
H152 1.0000 0.4597 0.2911 0.4733 0.1148 Uiso
H153 1.0000 0.4005 0.3066 0.5703 0.1148 Uiso
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_source
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
C C International_Tables_Vol_IV 0.017 0.009
H H International_Tables_Vol_IV 0.000 0.000
N N International_Tables_Vol_IV 0.029 0.018
O O International_Tables_Vol_IV 0.047 0.032
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C8 N1 C9 122.7(5) y
C8 N1 C12 120.0(5) y
C9 N1 C12 117.3(4) y
C2 C1 C6 119.8(5) no
C2 C1 C7 119.1(5) no
C6 C1 C7 121.1(5) no
C1 C2 C3 119.8(6) no
C1 C2 H2 120.1 n
C3 C2 H2 120.1 n
C2 C3 C4 121.2(6) no
C2 C3 H3 119.5 n
C4 C3 H3 119.3 n
C3 C4 C5 118.6(6) no
C3 C4 C15 121.7(6) no
C5 C4 C15 119.7(6) no
C4 C5 C6 121.7(6) no
C4 C5 H5 119.0 n
C6 C5 H5 119.3 n
C1 C6 C5 118.9(5) no
C1 C6 H6 120.6 n
C5 C6 H6 120.5 n
O1 C7 C1 123.3(6) y
O1 C7 C8 117.8(5) y
C1 C7 C8 118.8(5) y
O2 C8 N1 126.6(5) y
O2 C8 C7 115.1(5) y
N1 C8 C7 118.2(5) y
N1 C9 C10 110.9(5) no
N1 C9 C11 113.0(5) no
N1 C9 H9 106.7 n
C10 C9 C11 113.1(5) no
C10 C9 H9 106.3 n
C11 C9 H9 106.3 n
C9 C10 H101 109.5 n
C9 C10 H102 109.3 n
C9 C10 H103 109.6 n
H101 C10 H102 109.4 n
H101 C10 H103 109.6 n
H102 C10 H103 109.4 n
C9 C11 H111 109.2 n
C9 C11 H112 109.6 n
C9 C11 H113 109.5 n
H111 C11 H112 109.5 n
H111 C11 H113 109.2 n
H112 C11 H113 109.8 n
N1 C12 C13 109.9(5) no
N1 C12 C14 112.7(5) no
N1 C12 H12 107.6 n
C13 C12 C14 113.1(6) no
C13 C12 H12 107.3 n
C14 C12 H12 105.7 n
C12 C13 H131 109.3 n
C12 C13 H132 109.8 n
C12 C13 H133 109.8 n
H131 C13 H132 109.0 n
H131 C13 H133 109.3 n
H132 C13 H133 109.6 n
C12 C14 H141 107.9 n
C12 C14 H142 111.1 n
C12 C14 H143 112.1 n
H141 C14 H142 106.3 n
H141 C14 H143 107.5 n
H142 C14 H143 111.6 n
C4 C15 H151 109.3 n
C4 C15 H152 109.4 n
C4 C15 H153 109.8 n
H151 C15 H152 109.0 n
H151 C15 H153 109.7 n
H152 C15 H153 109.7 n
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C7 1.230(8) y
O2 C8 1.227(7) y
N1 C8 1.327(7) y
N1 C9 1.493(8) y
N1 C12 1.494(8) y
C1 C2 1.385(9) no
C1 C6 1.395(9) no
C1 C7 1.464(8) y
C2 C3 1.376(9) no
C2 H2 0.951 n
C3 C4 1.372(10) n
C3 H3 0.950 no
C4 C5 1.382(9) no
C4 C15 1.538(9) no
C5 C6 1.374(9) no
C5 H5 0.948 n
C6 H6 0.950 n
C7 C8 1.540(8) y
C9 C10 1.509(10) no
C9 C11 1.511(9) no
C9 H9 0.951 n
C10 H101 0.949 n
C10 H102 0.952 n
C10 H103 0.949 n
C11 H111 0.953 n
C11 H112 0.946 n
C11 H113 0.950 n
C12 C13 1.536(10) no
C12 C14 1.483(10) no
C12 H12 0.953 n
C13 H131 0.955 n
C13 H132 0.951 n
C13 H133 0.948 n
C14 H141 0.993 n
C14 H142 0.945 n
C14 H143 0.931 n
C15 H151 0.953 n
C15 H152 0.953 n
C15 H153 0.945 n
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
C9 N1 C8 O2 177.3(5)
C9 N1 C8 C7 -7.2(8)
C12 N1 C8 O2 -1.9(9)
C12 N1 C8 C7 173.7(5)
C8 N1 C9 C10 110.4(6)
C8 N1 C9 C11 -121.5(6)
C12 N1 C9 C10 -70.4(7)
C12 N1 C9 C11 57.7(7)
C8 N1 C12 C13 -59.6(7)
C8 N1 C12 C14 67.6(7)
C9 N1 C12 C13 121.2(6)
C9 N1 C12 C14 -111.6(6)
C6 C1 C2 C3 0.4(9)
C7 C1 C2 C3 -179.4(6)
C2 C1 C6 C5 0.3(9)
C7 C1 C6 C5 180.0(6)
C2 C1 C7 O1 4.9(9)
C2 C1 C7 C8 -179.2(5)
C6 C1 C7 O1 -174.8(6)
C6 C1 C7 C8 1.1(8)
C1 C2 C3 C4 -0.9(10)
C2 C3 C4 C5 0.8(10)
C2 C3 C4 C15 179.6(6)
C3 C4 C5 C6 -0.2(10)
C15 C4 C5 C6 -179.0(6)
C4 C5 C6 C1 -0.3(9)
O1 C7 C8 O2 98.1(7)
O1 C7 C8 N1 -78.0(7)
C1 C7 C8 O2 -78.0(7)
C1 C7 C8 N1 105.9(6)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 8281551
