#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/36/2213604.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_2213604
loop_
_publ_author_name
'Hansen, Lars Kr.'
'Perlovich, German L.'
'Bauer-Brandl, Annette'
_publ_section_title
;
 4-Hydroxybenzamide
;
_journal_coeditor_code           WN2135
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2362
_journal_page_last               o2362
_journal_paper_doi               10.1107/S160053680701793X
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C7 H7 N O2'
_chemical_formula_moiety         'C7 H7 N O2'
_chemical_formula_sum            'C7 H7 N O2'
_chemical_formula_weight         137.14
_chemical_melting_point          433.1
_chemical_name_systematic
;
4-Hydroxybenzamide
;
_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'
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.770(7)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   4.5828(15)
_cell_length_b                   8.825(3)
_cell_length_c                   15.888(5)
_cell_measurement_reflns_used    1110
_cell_measurement_temperature    293.1
_cell_measurement_theta_max      30.1
_cell_measurement_theta_min      2.6
_cell_volume                     642.5(4)
_computing_cell_refinement       CrystalClear
_computing_data_collection       'CrystalClear (Rigaku/MSC, 2005)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2005)'
_computing_molecular_graphics
;
ORTEX (McArdle, 1993) and ORTEPIII (Burnett & Johnson, (1996)
;
_computing_publication_material  CrystalStructure
_computing_structure_refinement  'CRYSTALS (Betteridge et al.,  2003)'
_computing_structure_solution    'SIR92 (Altomare et al.,  1994)'
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.882
_diffrn_measured_fraction_theta_max 0.882
_diffrn_measurement_device_type  'Rigaku Saturn CCD area-detector'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.031
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            5970
_diffrn_reflns_theta_full        30.61
_diffrn_reflns_theta_max         30.61
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_correction_T_min  0.905
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Jacobson, 1998)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.418
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             288.00
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.320
_refine_diff_density_min         -0.150
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   5.410
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     119
_refine_ls_number_reflns         871
_refine_ls_R_factor_gt           0.0468
_refine_ls_shift/su_max          0.1146
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0492P)²+0.3454P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0441
_reflns_number_gt                871
_reflns_number_total             1754
_reflns_threshold_expression     F²>2σ(F²)
_cod_data_source_file            wn2135.cif
_cod_data_source_block           III
_cod_original_cell_volume        642.5(3)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2213604
_cod_database_fobs_code          2213604
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +x,+y,+z
2 -x,1/2+y,1/2-z
3 -x,-y,-z
4 +x,1/2-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_occupancy
O O1 0.7483(4) 0.1346(2) 0.30494(11) 0.0527(5) Uani d 1.00
O O2 1.0947(5) 0.2443(2) -0.07333(11) 0.0543(6) Uani d 1.00
N N3 0.4860(5) 0.3475(3) 0.28422(14) 0.0492(7) Uani d 1.00
C C4 0.6686(5) 0.2409(3) 0.25753(13) 0.0398(7) Uani d 1.00
C C5 0.7782(5) 0.2489(3) 0.16993(12) 0.0357(6) Uani d 1.00
C C6 0.9893(6) 0.1458(3) 0.14555(16) 0.0431(7) Uani d 1.00
C C7 0.9875(6) 0.2478(3) 0.00638(14) 0.0400(7) Uani d 1.00
C C8 1.0950(6) 0.1447(3) 0.06454(16) 0.0461(8) Uani d 1.00
C C9 0.6756(6) 0.3535(3) 0.11146(16) 0.0456(7) Uani d 1.00
C C10 0.7795(6) 0.3522(3) 0.02972(16) 0.0460(8) Uani d 1.00
H H1 0.406(6) 0.334(3) 0.3373(18) 0.054(8) Uiso c 1.00
H H2 0.421(6) 0.422(3) 0.250(2) 0.065(10) Uiso c 1.00
H H3 0.527(6) 0.429(3) 0.1269(18) 0.054(8) Uiso c 1.00
H H4 0.704(6) 0.422(3) -0.0127(19) 0.067(9) Uiso c 1.00
H H5 0.989(8) 0.304(4) -0.108(2) 0.098(15) Uiso c 1.00
H H6 1.243(7) 0.075(3) 0.048(2) 0.074(10) Uiso c 1.00
H H7 1.054(6) 0.073(3) 0.1873(18) 0.057(9) Uiso c 1.00
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 0.0770(15) 0.0490(11) 0.0321(8) -0.0021(11) 0.0042(9) 0.0073(9)
O2 0.0657(14) 0.0658(15) 0.0316(9) 0.0105(13) 0.0122(9) 0.0015(10)
N3 0.0632(17) 0.0505(16) 0.0343(11) 0.0026(14) 0.0132(11) 0.0018(12)
C4 0.0483(16) 0.0407(15) 0.0303(11) -0.0099(15) 0.0013(11) -0.0005(12)
C5 0.0420(14) 0.0366(14) 0.0285(10) -0.0048(12) 0.0025(10) -0.0003(10)
C6 0.0502(16) 0.0447(16) 0.0344(12) 0.0017(14) 0.0017(11) 0.0031(12)
C7 0.0449(14) 0.0446(16) 0.0305(10) -0.0048(14) 0.0056(10) -0.0039(12)
C8 0.0506(17) 0.0485(17) 0.0392(13) 0.0070(15) 0.0058(12) -0.0009(13)
C9 0.0532(17) 0.0488(17) 0.0352(12) 0.0103(16) 0.0105(11) 0.0039(13)
C10 0.0555(18) 0.0517(18) 0.0310(12) 0.0065(16) 0.0071(11) 0.0088(13)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.006 0.003
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.011 0.006
;
International Tables for Crystallography
(1992, 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 C4 N3 121.1(2)
O1 C4 C5 119.9(2)
N3 C4 C5 119.0(2)
C4 C5 C6 118.4(2)
C4 C5 C9 122.9(2)
C6 C5 C9 118.7(2)
C5 C6 C8 121.3(2)
O2 C7 C8 118.4(2)
O2 C7 C10 121.5(2)
C8 C7 C10 120.1(2)
C6 C8 C7 119.4(2)
C5 C9 C10 120.2(2)
C7 C10 C9 120.2(2)
C7 O2 H5 111(2)
C4 N3 H1 116.8(18)
C4 N3 H2 122(2)
H1 N3 H2 121(2)
C5 C6 H7 116.9(17)
C8 C6 H7 121.8(17)
C6 C8 H6 121.2(19)
C7 C8 H6 119.4(19)
C5 C9 H3 120.8(16)
C10 C9 H3 119.0(16)
C7 C10 H4 118.6(18)
C9 C10 H4 121.2(18)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C4 1.254(3)
O2 C7 1.365(3)
N3 C4 1.333(3)
C4 C5 1.488(3)
C5 C6 1.387(4)
C5 C9 1.387(3)
C6 C8 1.381(3)
C7 C8 1.383(4)
C7 C10 1.380(4)
C9 C10 1.389(3)
O2 H5 0.90(3)
N3 H1 0.93(3)
N3 H2 0.90(3)
C6 H7 0.96(2)
C8 H6 0.96(3)
C9 H3 0.99(2)
C10 H4 0.97(3)
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
O2 H5 O1 4_554 0.90(3) 1.84(3) 2.706(2) 161(2)
N3 H1 O2 4_455 0.93(3) 2.14(3) 3.017(3) 156(2)
N3 H2 O1 2_655 0.90(3) 2.21(3) 3.088(3) 166(2)
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 C4 C5 C6 -6.2(4)
O1 C4 C5 C9 172.9(2)
N3 C4 C5 C6 173.9(2)
N3 C4 C5 C9 -7.0(4)
C4 C5 C6 C8 178.4(2)
C4 C5 C9 C10 -177.9(2)
C6 C5 C9 C10 1.2(4)
C9 C5 C6 C8 -0.8(4)
C5 C6 C8 C7 -0.3(4)
O2 C7 C8 C6 -179.8(2)
O2 C7 C10 C9 -179.7(2)
C8 C7 C10 C9 -0.5(4)
C10 C7 C8 C6 0.9(4)
C5 C9 C10 C7 -0.6(4)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 58563
