#------------------------------------------------------------------------------
#$Date: 2015-05-13 23:23:50 +0300 (Wed, 13 May 2015) $
#$Revision: 136403 $
#$URL: svn://www.crystallography.net/cod/cif/2/24/06/2240611.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_2240611
loop_
_publ_author_name
'Peppel, Tim'
'Sonneck, Marcel'
'Spannenberg, Anke'
'Wohlrab, Sebastian'
_publ_section_title
;
 Crystal structure of (E)-pent-2-enoic acid
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o316
_journal_paper_doi               10.1107/S2056989015007203
_journal_volume                  71
_journal_year                    2015
_chemical_formula_iupac          'C5 H8 O2'
_chemical_formula_moiety         'C5 H8 O2'
_chemical_formula_sum            'C5 H8 O2'
_chemical_formula_weight         100.11
_chemical_name_systematic
;
(E)-Pent-2-enoic acid
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014
_cell_angle_alpha                67.743(2)
_cell_angle_beta                 75.518(2)
_cell_angle_gamma                64.401(2)
_cell_formula_units_Z            2
_cell_length_a                   6.7336(13)
_cell_length_b                   6.7821(13)
_cell_length_c                   7.2349(14)
_cell_measurement_reflns_used    4399
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.65
_cell_measurement_theta_min      3.06
_cell_volume                     274.29(9)
_computing_cell_refinement
;
SAINT (Bruker, 2013)
;
_computing_data_collection
;
APEX2 (Bruker, 2014)
;
_computing_data_reduction
;
SAINT (Bruker, 2013)
;
_computing_molecular_graphics
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_publication_material
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            7544
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.992
_diffrn_reflns_theta_min         3.059
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_correction_T_min  0.81
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2014)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.212
_exptl_crystal_description       prism
_exptl_crystal_F_000             108
_exptl_crystal_size_max          0.506
_exptl_crystal_size_mid          0.351
_exptl_crystal_size_min          0.271
_refine_diff_density_max         0.357
_refine_diff_density_min         -0.189
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     69
_refine_ls_number_reflns         1323
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0370
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0562P)²+0.0602P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1029
_refine_ls_wR_factor_ref         0.1126
_reflns_number_gt                1122
_reflns_number_total             1323
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            rz5155sup1.cif
_cod_data_source_block           I
_cod_database_code               2240611
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2.014
loop_
_space_group_symop_operation_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_occupancy
C C1 0.36613(18) 0.77456(19) 0.59878(16) 0.0284(3) Uani d 1
C C2 0.25933(18) 0.6065(2) 0.66526(16) 0.0295(3) Uani d 1
H H2 0.1507 0.6289 0.5893 0.035 Uiso calc 1
C C3 0.31028(18) 0.4243(2) 0.82842(16) 0.0290(3) Uani d 1
H H3 0.4190 0.4066 0.9018 0.035 Uiso calc 1
C C4 0.2111(2) 0.2446(2) 0.90640(17) 0.0323(3) Uani d 1
H H4A 0.1414 0.2401 1.0450 0.039 Uiso calc 1
H H4B 0.3320 0.0930 0.9135 0.039 Uiso calc 1
C C5 0.0389(2) 0.2791(2) 0.78294(19) 0.0372(3) Uani d 1
H H5A -0.0864 0.4244 0.7812 0.056 Uiso calc 1
H H5B -0.0133 0.1517 0.8430 0.056 Uiso calc 1
H H5C 0.1055 0.2834 0.6452 0.056 Uiso calc 1
O O1 0.30172(15) 0.93766(15) 0.42861(12) 0.0357(3) Uani d 1
O O2 0.50223(14) 0.76619(15) 0.69113(12) 0.0361(3) Uani d 1
H H1 0.376(3) 1.039(4) 0.395(3) 0.071(6) Uiso 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'
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
O2 C1 O1 122.75(11)
O2 C1 C2 123.99(10)
O1 C1 C2 113.26(10)
C3 C2 C1 122.03(10)
C3 C2 H2 119.0
C1 C2 H2 119.0
C2 C3 C4 125.63(10)
C2 C3 H3 117.2
C4 C3 H3 117.2
C3 C4 C5 115.33(10)
C3 C4 H4A 108.4
C5 C4 H4A 108.4
C3 C4 H4B 108.4
C5 C4 H4B 108.4
H4A C4 H4B 107.5
C4 C5 H5A 109.5
C4 C5 H5B 109.5
H5A C5 H5B 109.5
C4 C5 H5C 109.5
H5A C5 H5C 109.5
H5B C5 H5C 109.5
C1 O1 H1 108.7(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O2 1.2337(14)
C1 O1 1.3223(13)
C1 C2 1.4723(16)
C2 C3 1.3301(16)
C2 H2 0.9500
C3 C4 1.4981(16)
C3 H3 0.9500
C4 C5 1.5239(16)
C4 H4A 0.9900
C4 H4B 0.9900
C5 H5A 0.9800
C5 H5B 0.9800
C5 H5C 0.9800
O1 H1 0.95(2)
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
O1 H1 O2 2_676 0.95(2) 1.69(2) 2.6322(13) 173.3(19)
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
O2 C1 C2 C3 -3.05(19)
O1 C1 C2 C3 176.98(11)
C1 C2 C3 C4 -179.72(10)
C2 C3 C4 C5 0.45(18)

_cod_database_fobs_code 2240611
