#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/36/2213661.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_2213661
loop_
_publ_author_name
'Zhou, Qing-Li'
'Zhang, Zhen-Heng'
'Jing, Zuo-Liang'
_publ_section_title
;
 Acrylamide
;
_journal_coeditor_code           AT2300
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3039
_journal_page_last               o3039
_journal_paper_doi               10.1107/S1600536807024816
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C3 H5 N O'
_chemical_formula_moiety         'C3 H5 N O'
_chemical_formula_sum            'C3 H5 N O'
_chemical_formula_weight         71.08
_chemical_name_systematic
;
Acrylamide
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 111.37(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.2062(16)
_cell_length_b                   5.7480(11)
_cell_length_c                   9.0527(18)
_cell_measurement_reflns_used    1254
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      2.3
_cell_volume                     397.65(16)
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1999)'
_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      113(2)
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Rigaku Saturn'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_sigmaI/netI    0.0281
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            2936
_diffrn_reflns_theta_full        27.85
_diffrn_reflns_theta_max         27.85
_diffrn_reflns_theta_min         2.87
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  0.9946
_exptl_absorpt_correction_T_min  0.9910
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.187
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             152
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.197
_refine_diff_density_min         -0.193
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     54
_refine_ls_number_reflns         943
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.115
_refine_ls_R_factor_all          0.0484
_refine_ls_R_factor_gt           0.0415
_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)+(0.0533P)²+0.053P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1029
_refine_ls_wR_factor_ref         0.1073
_reflns_number_gt                832
_reflns_number_total             943
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            at2300.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2213661
_cod_database_fobs_code          2213661
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_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
O O1 0.01963(11) 0.26267(14) 0.86873(9) 0.0303(3) Uani d . 1
N N1 0.21481(13) 0.36721(18) 1.10725(11) 0.0281(3) Uani d D 1
C C1 0.15782(14) 0.2263(2) 0.98265(12) 0.0226(3) Uani d . 1
C C2 0.26969(15) 0.0222(2) 0.98707(13) 0.0283(3) Uani d . 1
H H2 0.3754 0.0058 1.0719 0.034 Uiso calc R 1
C C3 0.22422(19) -0.1360(2) 0.87512(16) 0.0383(4) Uani d . 1
H H3A 0.1189 -0.1220 0.7896 0.046 Uiso calc R 1
H H3B 0.2972 -0.2623 0.8812 0.046 Uiso calc R 1
H H1A 0.3147(13) 0.344(2) 1.1876(13) 0.032(3) Uiso d D 1
H H1B 0.1520(16) 0.492(2) 1.1129(17) 0.041(4) Uiso d D 1
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 0.0228(4) 0.0377(6) 0.0219(4) 0.0031(3) -0.0021(3) -0.0051(3)
N1 0.0226(5) 0.0298(6) 0.0221(5) 0.0056(4) -0.0034(4) -0.0023(4)
C1 0.0191(5) 0.0277(6) 0.0189(5) -0.0011(4) 0.0045(4) 0.0016(4)
C2 0.0284(6) 0.0317(7) 0.0256(6) 0.0058(5) 0.0109(5) 0.0057(5)
C3 0.0482(8) 0.0314(7) 0.0399(7) 0.0052(6) 0.0215(7) 0.0008(5)
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
C1 N1 H1A 122.6(9)
C1 N1 H1B 120.3(9)
H1A N1 H1B 117.1(11)
O1 C1 N1 122.39(11)
O1 C1 C2 121.69(10)
N1 C1 C2 115.93(10)
C3 C2 C1 121.98(12)
C3 C2 H2 119.0
C1 C2 H2 119.0
C2 C3 H3A 120.0
C2 C3 H3B 120.0
H3A C3 H3B 120.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.2413(14)
N1 C1 1.3275(14)
N1 H1A 0.886(8)
N1 H1B 0.894(8)
C1 C2 1.4815(16)
C2 C3 1.3106(18)
C2 H2 0.9300
C3 H3A 0.9300
C3 H3B 0.9300
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1A O1 4_666 0.886(8) 1.970(8) 2.8465(16) 169.9(14) yes
N1 H1B O1 3_567 0.894(8) 2.044(8) 2.9291(13) 170.6(15) yes
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
O1 C1 C2 C3 -3.48(18)
N1 C1 C2 C3 176.71(12)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 6331
