#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/18/2211856.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_2211856
loop_
_publ_author_name
'Lv, Zhi-Fang '
'Gao, Xu-Sheng '
'Gao, Xiao-Feng '
'Wang, Jin-tang'
_publ_section_title
;
 N-Acryloylaspartic acid
;
_journal_coeditor_code           HK2172
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o207
_journal_page_last               o209
_journal_paper_doi               10.1107/S1600536806052032
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C7 H9 N O5'
_chemical_formula_moiety         'C7 H9 N O5'
_chemical_formula_sum            'C7 H9 N O5'
_chemical_formula_weight         187.15
_chemical_name_common            'N-acryoylaspartic acid'
_chemical_name_systematic        'N-acryoylaspartic acid'
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.16(3)
_cell_angle_beta                 94.17(3)
_cell_angle_gamma                104.99(3)
_cell_formula_units_Z            4
_cell_length_a                   8.1560(16)
_cell_length_b                   10.079(2)
_cell_length_c                   11.084(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      13
_cell_measurement_theta_min      11
_cell_volume                     877.6(3)
_computing_cell_refinement       'CAD-4 Software'
_computing_data_collection       'CAD-4 Software (Enraf--Nonius, 1985)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'SHELXTL (Bruker, 2000)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Enraf--Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_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  0.008
_diffrn_reflns_av_sigmaI/netI    0.0378
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3434
_diffrn_reflns_theta_full        25.97
_diffrn_reflns_theta_max         25.97
_diffrn_reflns_theta_min         1.84
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.123
_exptl_absorpt_correction_T_max  0.9879
_exptl_absorpt_correction_T_min  0.9526
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al.,  1968)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.424
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.245
_refine_diff_density_min         -0.340
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3433
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.110
_refine_ls_R_factor_all          0.0763
_refine_ls_R_factor_gt           0.0538
_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)+(0.0853P)²+0.2474P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1447
_refine_ls_wR_factor_ref         0.1573
_reflns_number_gt                2448
_reflns_number_total             3433
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hk2172.cif
_cod_data_source_block           I
_cod_database_code               2211856
_cod_database_fobs_code          2211856
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 -0.2120(3) 0.5594(2) 0.0427(2) 0.0647(7) Uani d . 1
O O2 0.1320(3) 0.92418(19) 0.31801(18) 0.0537(6) Uani d . 1
H H2C 0.1529 1.0019 0.3477 0.081 Uiso calc R 1
O O3 -0.0049(3) 1.01281(18) 0.17129(17) 0.0448(5) Uani d . 1
O O4 0.3067(3) 0.9725(2) 0.0467(2) 0.0603(6) Uani d . 1
O O5 0.4636(3) 0.8229(2) 0.0490(2) 0.0671(7) Uani d . 1
H H5A 0.5312 0.8871 0.0196 0.101 Uiso calc R 1
N N1 -0.0692(3) 0.7816(2) 0.03214(18) 0.0365(5) Uani d . 1
H H1A -0.0517 0.8546 -0.0102 0.044 Uiso calc R 1
C C1 -0.4091(5) 0.5810(3) -0.1713(3) 0.0753(11) Uani d D 1
H H1B -0.4318 0.4959 -0.1348 0.090 Uiso calc R 1
H H1C -0.4712 0.5930 -0.2423 0.090 Uiso calc R 1
C C2 -0.2861(3) 0.6872(3) -0.1212(2) 0.0426(6) Uani d D 1
H H2A -0.2640 0.7721 -0.1581 0.051 Uiso calc R 1
C C3 -0.1871(3) 0.6702(2) -0.0094(2) 0.0373(6) Uani d . 1
C C4 0.0304(3) 0.7844(2) 0.1455(2) 0.0343(6) Uani d . 1
H H4A -0.0356 0.7130 0.1955 0.041 Uiso calc R 1
C C5 0.0507(3) 0.9210(2) 0.2108(2) 0.0352(6) Uani d . 1
C C6 0.2007(3) 0.7515(3) 0.1325(2) 0.0391(6) Uani d . 1
H H6A 0.2497 0.7376 0.2124 0.047 Uiso calc R 1
H H6B 0.1804 0.6659 0.0867 0.047 Uiso calc R 1
C C7 0.3272(3) 0.8600(3) 0.0715(2) 0.0419(6) Uani d . 1
O O6 1.2221(2) 0.15862(19) 0.44545(18) 0.0493(5) Uani d . 1
O O7 1.0021(3) 0.51749(19) 0.32469(18) 0.0508(5) Uani d . 1
O O8 0.8621(3) 0.3702(2) 0.17731(18) 0.0564(6) Uani d . 1
H H8D 0.8477 0.4403 0.1458 0.085 Uiso calc R 1
O O9 0.6782(3) 0.3262(2) 0.4319(3) 0.0736(7) Uani d . 1
O O10 0.5240(3) 0.1121(2) 0.3949(3) 0.0753(8) Uani d . 1
H H10A 0.4457 0.1438 0.4128 0.113 Uiso calc R 1
N N2 1.0662(3) 0.3105(2) 0.46104(19) 0.0403(5) Uani d . 1
H H2B 1.0418 0.3720 0.5053 0.048 Uiso calc R 1
C C8 1.3796(5) 0.2431(4) 0.6800(3) 0.0701(10) Uani d D 1
H H8A 1.3944 0.1613 0.6495 0.084 Uiso calc R 1
H H8B 1.4355 0.2797 0.7535 0.084 Uiso calc R 1
C C9 1.2773(4) 0.3086(3) 0.6176(3) 0.0477(7) Uani d D 1
H H9A 1.2634 0.3904 0.6490 0.057 Uiso calc R 1
C C10 1.1876(3) 0.2541(2) 0.5021(2) 0.0361(6) Uani d . 1
C C11 0.9720(3) 0.2735(2) 0.3446(2) 0.0368(6) Uani d . 1
H H11A 1.0445 0.2362 0.2945 0.044 Uiso calc R 1
C C12 0.9470(3) 0.4016(3) 0.2835(2) 0.0385(6) Uani d . 1
C C13 0.8067(3) 0.1621(3) 0.3500(3) 0.0429(7) Uani d . 1
H H13A 0.7702 0.1234 0.2692 0.051 Uiso calc R 1
H H13B 0.8281 0.0892 0.4007 0.051 Uiso calc R 1
C C14 0.6657(4) 0.2112(3) 0.3980(3) 0.0469(7) Uani d . 1
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_publ_flag
C5 O2 H2C 109.5 ?
C7 O5 H5A 109.5 ?
C3 N1 C4 122.5(2) yes
C3 N1 H1A 118.8 ?
C4 N1 H1A 118.8 ?
C2 C1 H1B 120.0 ?
C2 C1 H1C 120.0 ?
H1B C1 H1C 120.0 ?
C1 C2 C3 120.7(3) ?
C1 C2 H2A 119.6 ?
C3 C2 H2A 119.6 ?
O1 C3 N1 122.4(2) yes
O1 C3 C2 121.9(2) yes
N1 C3 C2 115.7(2) yes
N1 C4 C5 109.5(2) yes
N1 C4 C6 113.6(2) yes
C5 C4 C6 112.4(2) ?
N1 C4 H4A 107.0 ?
C5 C4 H4A 107.0 ?
C6 C4 H4A 107.0 ?
O3 C5 O2 124.3(2) yes
O3 C5 C4 124.4(2) yes
O2 C5 C4 111.2(2) yes
C7 C6 C4 114.4(2) ?
C7 C6 H6A 108.7 ?
C4 C6 H6A 108.7 ?
C7 C6 H6B 108.7 ?
C4 C6 H6B 108.7 ?
H6A C6 H6B 107.6 ?
O4 C7 O5 123.1(3) yes
O4 C7 C6 123.8(2) yes
O5 C7 C6 113.1(2) yes
C12 O8 H8D 109.5 ?
C14 O10 H10A 109.5 ?
C10 N2 C11 122.8(2) yes
C10 N2 H2B 118.6 ?
C11 N2 H2B 118.6 ?
C9 C8 H8A 120.0 ?
C9 C8 H8B 120.0 ?
H8A C8 H8B 120.0 ?
C8 C9 C10 121.5(3) ?
C8 C9 H9A 119.3 ?
C10 C9 H9A 119.3 ?
O6 C10 N2 121.6(2) yes
O6 C10 C9 122.3(2) yes
N2 C10 C9 116.1(2) yes
N2 C11 C12 109.5(2) yes
N2 C11 C13 114.0(2) yes
C12 C11 C13 112.8(2) ?
N2 C11 H11A 106.6 ?
C12 C11 H11A 106.6 ?
C13 C11 H11A 106.6 ?
O7 C12 O8 124.7(2) yes
O7 C12 C11 124.8(2) yes
O8 C12 C11 110.5(2) yes
C14 C13 C11 114.0(2) ?
C14 C13 H13A 108.8 ?
C11 C13 H13A 108.8 ?
C14 C13 H13B 108.8 ?
C11 C13 H13B 108.8 ?
H13A C13 H13B 107.7 ?
O9 C14 O10 124.1(3) yes
O9 C14 C13 124.6(3) yes
O10 C14 C13 111.2(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C3 1.235(3) yes
O2 C5 1.314(3) yes
O2 H2C 0.8200 ?
O3 C5 1.202(3) yes
O4 C7 1.218(3) yes
O5 C7 1.302(3) yes
O5 H5A 0.8200 ?
N1 C3 1.331(3) yes
N1 C4 1.441(3) yes
N1 H1A 0.8600 ?
C1 C2 1.349(3) ?
C1 H1B 0.9300 ?
C1 H1C 0.9300 ?
C2 C3 1.464(4) ?
C2 H2A 0.9300 ?
C4 C5 1.519(3) ?
C4 C6 1.526(4) ?
C4 H4A 0.9800 ?
C6 C7 1.497(4) ?
C6 H6A 0.9700 ?
C6 H6B 0.9700 ?
O6 C10 1.249(3) yes
O7 C12 1.213(3) yes
O8 C12 1.315(3) yes
O8 H8D 0.8200 ?
O9 C14 1.195(3) yes
O10 C14 1.315(4) yes
O10 H10A 0.8200 ?
N2 C10 1.319(3) yes
N2 C11 1.449(3) yes
N2 H2B 0.8600 ?
C8 C9 1.347(3) ?
C8 H8A 0.9300 ?
C8 H8B 0.9300 ?
C9 C10 1.459(4) ?
C9 H9A 0.9300 ?
C11 C12 1.513(3) ?
C11 C13 1.520(4) ?
C11 H11A 0.9800 ?
C13 C14 1.494(4) ?
C13 H13A 0.9700 ?
C13 H13B 0.9700 ?
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
O2 H2C O6 1_465 0.82 1.85 2.655(3) 166.3 yes
O5 H5A O4 2_675 0.82 1.86 2.681(3) 176.9 yes
N1 H1A O3 2_575 0.86 2.24 3.053(3) 158.5 yes
O8 H8D O1 1_655 0.82 1.79 2.590(3) 163.6 yes
O10 H10A O6 1_455 0.82 1.93 2.719(3) 161.9 yes
N2 H2B O7 2_766 0.86 2.28 3.102(3) 159.2 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
C4 N1 C3 O1 -4.4(4)
C4 N1 C3 C2 175.4(2)
C1 C2 C3 O1 0.0(5)
C1 C2 C3 N1 -179.9(3)
C3 N1 C4 C5 -139.7(2)
C3 N1 C4 C6 93.8(3)
N1 C4 C5 O3 -1.7(3)
C6 C4 C5 O3 125.5(3)
N1 C4 C5 O2 176.1(2)
C6 C4 C5 O2 -56.7(3)
N1 C4 C6 C7 69.5(3)
C5 C4 C6 C7 -55.5(3)
C4 C6 C7 O4 8.5(4)
C4 C6 C7 O5 -172.5(2)
C11 N2 C10 O6 -4.3(4)
C11 N2 C10 C9 176.4(2)
C8 C9 C10 O6 -12.3(5)
C8 C9 C10 N2 167.0(3)
C10 N2 C11 C12 -138.9(2)
C10 N2 C11 C13 93.6(3)
N2 C11 C12 O7 2.0(4)
C13 C11 C12 O7 130.2(3)
N2 C11 C12 O8 179.8(2)
C13 C11 C12 O8 -52.0(3)
N2 C11 C13 C14 76.1(3)
C12 C11 C13 C14 -49.7(3)
C11 C13 C14 O9 -1.3(4)
C11 C13 C14 O10 176.9(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 104298
