#------------------------------------------------------------------------------
#$Date: 2017-10-13 10:03:29 +0200 (vie 13 de oct de 2017) $
#$Revision: 201974 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/90/2219040.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_2219040
loop_
_publ_author_name
'Wu, Cong-Ren'
'Gao, Xiao-Feng'
'Wang, Hai-Bo'
'Jin, Dong'
'Wang, Jin-Tang'
_publ_section_title
;
 N-Acryloylphenylalanine
;
_journal_coeditor_code           HK2488
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1483
_journal_paper_doi               10.1107/S1600536808020849
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          'C12 H13 N O3'
_chemical_formula_moiety         'C12 H13 N O3'
_chemical_formula_sum            'C12 H13 N O3'
_chemical_formula_weight         219.23
_chemical_melting_point          402
_chemical_name_common            N-acryloylphenylalanie
_chemical_name_systematic
;
N-Acryloylphenylalanine
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 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                 98.58(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.0050(12)
_cell_length_b                   7.5820(15)
_cell_length_c                   12.512(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      14
_cell_measurement_theta_min      10
_cell_volume                     563.3(2)
_computing_cell_refinement       'CAD-4 Software (Enraf--Nonius, 1989)'
_computing_data_collection       'CAD-4 Software (Enraf--Nonius, 1989)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_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  0.0150
_diffrn_reflns_av_sigmaI/netI    0.0218
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1195
_diffrn_reflns_theta_full        25.18
_diffrn_reflns_theta_max         25.18
_diffrn_reflns_theta_min         1.65
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  0.9907
_exptl_absorpt_correction_T_min  0.9725
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al.,  1968)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             232
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.194
_refine_diff_density_min         -0.186
_refine_ls_extinction_coef       0.028(5)
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         1088
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0744
_refine_ls_R_factor_gt           0.0622
_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)+(0.06P)²+0.62P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1453
_refine_ls_wR_factor_ref         0.1607
_reflns_number_gt                940
_reflns_number_total             1088
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hk2488.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2219040
_cod_database_fobs_code          2219040
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -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
N N 0.7481(7) 0.7059(7) 0.2952(3) 0.0555(11) Uani d . 1
H H0A 0.8730 0.7469 0.2798 0.067 Uiso calc R 1
O O1 0.5602(6) 0.8820(8) 0.4513(3) 0.0843(15) Uani d . 1
H H1B 0.4871 0.9128 0.4985 0.126 Uiso calc R 1
C C1 0.8147(14) 0.9763(11) -0.0922(6) 0.086(2) Uani d . 1
H H1A 0.8611 0.9777 -0.1599 0.103 Uiso calc R 1
O O2 0.2165(6) 0.8618(7) 0.3516(3) 0.0700(11) Uani d . 1
C C2 0.9519(13) 1.0469(10) -0.0068(7) 0.084(2) Uani d . 1
H H2A 1.0883 1.0979 -0.0164 0.101 Uiso calc R 1
O O3 0.5572(6) 0.4855(7) 0.3658(3) 0.0632(11) Uani d . 1
C C3 0.8883(9) 1.0423(9) 0.0922(5) 0.0699(16) Uani d . 1
H H3A 0.9839 1.0857 0.1517 0.084 Uiso calc R 1
C C4 0.6681(9) 0.9687(8) 0.1060(4) 0.0592(13) Uani d . 1
C C5 0.5445(10) 0.8933(9) 0.0224(4) 0.0670(15) Uani d . 1
H H5A 0.4140 0.8336 0.0325 0.080 Uiso calc R 1
C C6 0.6059(12) 0.9014(10) -0.0818(5) 0.0801(19) Uani d . 1
H H6A 0.5110 0.8584 -0.1417 0.096 Uiso calc R 1
C C7 0.5920(12) 0.9795(10) 0.2154(5) 0.0743(17) Uani d . 1
H H7A 0.4576 1.0520 0.2085 0.089 Uiso calc R 1
H H7B 0.7079 1.0400 0.2642 0.089 Uiso calc R 1
C C8 0.5411(10) 0.8052(8) 0.2676(4) 0.0608(15) Uani d . 1
H H8A 0.4362 0.7369 0.2159 0.073 Uiso calc R 1
C C9 0.4281(9) 0.8489(9) 0.3655(4) 0.0634(15) Uani d . 1
C C10 0.7431(9) 0.5410(8) 0.3477(3) 0.0566(14) Uani d . 1
C C11 0.9502(11) 0.4520(10) 0.3691(4) 0.0701(18) Uani d . 1
H H11A 1.0794 0.5112 0.3564 0.084 Uiso calc R 1
C C12 0.9710(12) 0.2919(10) 0.4055(6) 0.083(2) Uani d . 1
H H12A 0.8446 0.2297 0.4189 0.099 Uiso calc R 1
H H12B 1.1124 0.2392 0.4183 0.099 Uiso calc R 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
N 0.055(2) 0.065(3) 0.049(2) -0.007(2) 0.0183(18) -0.002(2)
O1 0.076(3) 0.118(4) 0.066(2) -0.021(3) 0.033(2) -0.036(3)
C1 0.118(5) 0.070(4) 0.076(4) 0.005(5) 0.036(4) 0.008(4)
O2 0.0515(19) 0.084(3) 0.078(2) 0.001(2) 0.0231(17) 0.001(3)
C2 0.093(5) 0.074(5) 0.090(4) 0.000(4) 0.029(4) 0.023(4)
O3 0.0551(19) 0.090(3) 0.0452(18) -0.009(2) 0.0088(14) 0.010(2)
C3 0.062(3) 0.074(4) 0.078(4) -0.003(3) 0.026(3) 0.000(3)
C4 0.077(3) 0.052(3) 0.052(3) 0.004(3) 0.020(2) 0.005(3)
C5 0.081(4) 0.063(4) 0.059(3) -0.003(3) 0.019(3) 0.004(3)
C6 0.116(5) 0.077(5) 0.048(3) 0.001(4) 0.017(3) -0.004(3)
C7 0.099(4) 0.066(4) 0.064(3) -0.017(4) 0.032(3) 0.002(3)
C8 0.072(3) 0.064(4) 0.048(3) -0.012(3) 0.016(2) -0.006(3)
C9 0.068(3) 0.068(4) 0.055(3) -0.006(3) 0.011(2) 0.010(3)
C10 0.073(3) 0.069(4) 0.030(2) 0.003(3) 0.011(2) -0.006(2)
C11 0.083(4) 0.080(5) 0.053(3) -0.010(4) 0.031(3) -0.014(3)
C12 0.067(4) 0.063(4) 0.115(6) 0.003(3) 0.003(4) -0.014(4)
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
C10 N C8 119.5(4)
C10 N H0A 120.2
C8 N H0A 120.2
C9 O1 H1B 109.5
C2 C1 C6 122.2(6)
C2 C1 H1A 118.9
C6 C1 H1A 118.9
C3 C2 C1 119.4(7)
C3 C2 H2A 120.3
C1 C2 H2A 120.3
C2 C3 C4 120.0(6)
C2 C3 H3A 120.0
C4 C3 H3A 120.0
C5 C4 C3 118.8(5)
C5 C4 C7 122.2(5)
C3 C4 C7 119.0(5)
C4 C5 C6 121.4(6)
C4 C5 H5A 119.3
C6 C5 H5A 119.3
C1 C6 C5 117.7(6)
C1 C6 H6A 121.1
C5 C6 H6A 121.1
C4 C7 C8 116.7(6)
C4 C7 H7A 108.1
C8 C7 H7A 108.1
C4 C7 H7B 108.1
C8 C7 H7B 108.1
H7A C7 H7B 107.3
N C8 C9 112.9(5)
N C8 C7 109.4(5)
C9 C8 C7 107.3(5)
N C8 H8A 109.0
C9 C8 H8A 109.0
C7 C8 H8A 109.0
O2 C9 O1 126.5(5)
O2 C9 C8 117.8(5)
O1 C9 C8 115.4(5)
O3 C10 C11 126.5(6)
O3 C10 N 117.7(5)
C11 C10 N 115.7(5)
C12 C11 C10 123.6(7)
C12 C11 H11A 118.2
C10 C11 H11A 118.2
C11 C12 H12A 120.0
C11 C12 H12B 120.0
H12A C12 H12B 120.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N C10 1.414(8)
N C8 1.451(7)
N H0A 0.8600
O1 C9 1.261(6)
O1 H1B 0.8200
C1 C2 1.358(11)
C1 C6 1.400(10)
C1 H1A 0.9300
O2 C9 1.261(6)
C2 C3 1.350(10)
C2 H2A 0.9300
O3 C10 1.245(6)
C3 C4 1.468(8)
C3 H3A 0.9300
C4 C5 1.319(8)
C4 C7 1.509(7)
C5 C6 1.408(8)
C5 H5A 0.9300
C6 H6A 0.9300
C7 C8 1.525(9)
C7 H7A 0.9700
C7 H7B 0.9700
C8 C9 1.523(7)
C8 H8A 0.9800
C10 C11 1.405(9)
C11 C12 1.296(10)
C11 H11A 0.9300
C12 H12A 0.9300
C12 H12B 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
N H0A O2 1_655 0.86 2.30 3.036(6) 144
O1 H1B O3 2_656 0.82 1.84 2.614(6) 156
C12 H12B O1 2_746 0.93 2.60 3.178(8) 121
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
C6 C1 C2 C3 1.3(12)
C1 C2 C3 C4 -2.8(11)
C2 C3 C4 C5 6.2(10)
C2 C3 C4 C7 -174.7(7)
C3 C4 C5 C6 -8.0(10)
C7 C4 C5 C6 172.9(7)
C2 C1 C6 C5 -2.9(12)
C4 C5 C6 C1 6.5(10)
C5 C4 C7 C8 58.1(9)
C3 C4 C7 C8 -121.1(7)
C10 N C8 C9 58.7(6)
C10 N C8 C7 178.2(4)
C4 C7 C8 N 67.3(7)
C4 C7 C8 C9 -169.9(5)
N C8 C9 O2 -149.5(6)
C7 C8 C9 O2 89.9(7)
N C8 C9 O1 35.8(8)
C7 C8 C9 O1 -84.9(7)
C8 N C10 O3 1.8(6)
C8 N C10 C11 178.5(4)
O3 C10 C11 C12 4.3(9)
N C10 C11 C12 -172.1(6)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 24740380
