#------------------------------------------------------------------------------
#$Date: 2017-10-13 08:09:21 +0200 (vie 13 de oct de 2017) $
#$Revision: 201973 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/68/2206832.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_2206832
loop_
_publ_author_name
'Caudle, M. Tyler'
'Tassone, Erica'
'Groy, Thomas L.'
_publ_section_title
;
 Anhydrous 1-methylimidazolidin-2-one
;
_journal_coeditor_code           AC6191
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3269
_journal_page_last               o3270
_journal_paper_doi               10.1107/S1600536805028023
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          'C4 H8 N2 O'
_chemical_formula_moiety         'C4 H8 N2 O'
_chemical_formula_sum            'C4 H8 N2 O'
_chemical_formula_weight         100.12
_chemical_name_systematic        N-methylimidazolidin-2-one
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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                 117.139(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.5746(11)
_cell_length_b                   9.3984(13)
_cell_length_c                   7.9482(11)
_cell_measurement_reflns_used    1593
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      31.59
_cell_measurement_theta_min      3.02
_cell_volume                     503.53(12)
_computing_cell_refinement       'SAINT (Bruker, 1997)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker 1997)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART APEX'
_diffrn_measurement_method       ω
_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  0.0918
_diffrn_reflns_av_sigmaI/netI    0.0667
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            3853
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         3.02
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.94
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(Blessing, 1995)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             216
_exptl_crystal_size_max          0.375
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.136
_refine_diff_density_min         -0.180
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.161
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     65
_refine_ls_number_reflns         888
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.161
_refine_ls_R_factor_all          0.0913
_refine_ls_R_factor_gt           0.0702
_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)+(0.0535P)²+0.1874P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1483
_refine_ls_wR_factor_ref         0.1605
_reflns_number_gt                712
_reflns_number_total             888
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ac6191.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2206832
_cod_database_fobs_code          2206832
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_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
O1 0.7224(3) 1.23376(17) -0.0327(3) 0.0607(7) Uani d . 1 O
C1 0.7478(4) 1.1137(3) 0.0358(4) 0.0422(7) Uani d . 1 C
N2 0.7386(4) 0.9918(2) -0.0542(3) 0.0570(8) Uani d . 1 N
C2 0.6997(5) 0.9812(3) -0.2483(4) 0.0610(9) Uani d . 1 C
H2A 0.6795 1.0746 -0.3028 0.092 Uiso calc R 1 H
H2B 0.5829 0.9247 -0.3170 0.092 Uiso calc R 1 H
H2C 0.8107 0.9371 -0.2550 0.092 Uiso calc R 1 H
C3 0.7750(4) 0.8699(3) 0.0645(4) 0.0565(8) Uani d . 1 C
H3A 0.8956 0.8215 0.0827 0.068 Uiso calc R 1 H
H3B 0.6650 0.8035 0.0114 0.068 Uiso calc R 1 H
C4 0.7961(4) 0.9324(3) 0.2486(4) 0.0556(8) Uani d . 1 C
H4A 0.6873 0.9032 0.2734 0.067 Uiso calc R 1 H
H4B 0.9206 0.9043 0.3541 0.067 Uiso calc R 1 H
N5 0.7908(4) 1.0826(2) 0.2151(3) 0.0601(8) Uani d . 1 N
H5A 0.8129 1.1459 0.3007 0.072 Uiso calc R 1 H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 0.1007(18) 0.0342(11) 0.0614(13) 0.0035(10) 0.0492(13) 0.0068(9)
C1 0.0468(16) 0.0392(14) 0.0435(15) -0.0003(11) 0.0232(13) -0.0008(11)
N2 0.090(2) 0.0353(12) 0.0456(14) 0.0022(11) 0.0304(14) -0.0031(9)
C2 0.079(2) 0.0567(19) 0.0485(18) -0.0074(15) 0.0303(17) -0.0119(13)
C3 0.067(2) 0.0361(15) 0.067(2) 0.0078(13) 0.0305(17) 0.0036(12)
C4 0.065(2) 0.0481(16) 0.0527(17) 0.0075(14) 0.0256(15) 0.0124(13)
N5 0.101(2) 0.0390(13) 0.0485(14) 0.0025(12) 0.0414(14) -0.0005(10)
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
O1 C1 N2 126.2(2)
O1 C1 N5 125.7(2)
N2 C1 N5 108.1(2)
C1 N2 C3 112.7(2)
C1 N2 C2 124.8(2)
C3 N2 C2 122.5(2)
N2 C2 H2A 109.5
N2 C2 H2B 109.5
H2A C2 H2B 109.5
N2 C2 H2C 109.5
H2A C2 H2C 109.5
H2B C2 H2C 109.5
N2 C3 C4 103.3(2)
N2 C3 H3A 111.1
C4 C3 H3A 111.1
N2 C3 H3B 111.1
C4 C3 H3B 111.1
H3A C3 H3B 109.1
N5 C4 C3 102.7(2)
N5 C4 H4A 111.2
C3 C4 H4A 111.2
N5 C4 H4B 111.2
C3 C4 H4B 111.2
H4A C4 H4B 109.1
C1 N5 C4 112.6(2)
C1 N5 H5A 123.7
C4 N5 H5A 123.7
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.229(3)
C1 N2 1.336(3)
C1 N5 1.341(3)
N2 C3 1.429(3)
N2 C2 1.436(3)
C2 H2A 0.9600
C2 H2B 0.9600
C2 H2C 0.9600
C3 C4 1.516(4)
C3 H3A 0.9700
C3 H3B 0.9700
C4 N5 1.434(4)
C4 H4A 0.9700
C4 H4B 0.9700
N5 H5A 0.8600
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
C1 N2 C3 C4 3.9(4)
N2 C3 C4 N5 -6.2(3)
C3 C4 N5 C1 7.1(4)
C4 N5 C1 N2 -5.0(4)
N5 C1 N2 C3 0.4(4)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 493469
