#------------------------------------------------------------------------------
#$Date: 2017-10-13 12:31:46 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201979 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/23/45/2234532.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_2234532
loop_
_publ_author_name
'Sornamurthy, B. M.'
'Peramaiyan, G.'
'Chakkaravarthi, G.'
'Kumar, R. Mohan'
'Manivannan, V.'
_publ_section_title
;
 Dimethylammonium 4-hydroxybenzoate
;
_journal_coeditor_code           BT5869
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1445
_journal_paper_doi               10.1107/S1600536812016145
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          'C2 H8 N + , C7 H5 O3 -'
_chemical_formula_moiety         'C2 H8 N + , C7 H5 O3 -'
_chemical_formula_sum            'C9 H13 N O3'
_chemical_formula_weight         183.20
_chemical_name_systematic
;
Dimethylammonium 4-hydroxybenzoate
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   10.2980(8)
_cell_length_b                   10.0586(9)
_cell_length_c                   19.2595(17)
_cell_measurement_reflns_used    10382
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      28.2
_cell_measurement_theta_min      2.1
_cell_volume                     1995.0(3)
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_device_type  'Bruker Kappa APEXII'
_diffrn_measurement_method       'ω and φ'
_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  0.0360
_diffrn_reflns_av_sigmaI/netI    0.0322
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            9496
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         2.11
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  0.9873
_exptl_absorpt_correction_T_min  0.9837
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.265
_refine_ls_extinction_coef       0.051(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     122
_refine_ls_number_reflns         2394
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0699
_refine_ls_R_factor_gt           0.0470
_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)+(0.0681P)²+0.4306P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1251
_refine_ls_wR_factor_ref         0.1431
_reflns_number_gt                1673
_reflns_number_total             2394
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            bt5869.cif
_cod_data_source_block           I
_cod_database_code               2234532
_cod_database_fobs_code          2234532
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -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
_atom_site_symmetry_multiplicity
C C1 1.07130(13) 0.17170(15) 0.67576(7) 0.0411(4) Uani d . 1 1
C C2 1.01976(15) 0.06187(15) 0.71025(8) 0.0454(4) Uani d . 1 1
H H2 0.9527 0.0140 0.6897 0.055 Uiso calc R 1 1
C C3 1.06624(15) 0.02280(16) 0.77417(8) 0.0489(4) Uani d . 1 1
H H3 1.0315 -0.0518 0.7959 0.059 Uiso calc R 1 1
C C4 1.16481(14) 0.09434(17) 0.80639(8) 0.0463(4) Uani d . 1 1
C C5 1.21388(15) 0.20718(16) 0.77404(8) 0.0479(4) Uani d . 1 1
H H5 1.2774 0.2579 0.7959 0.058 Uiso calc R 1 1
C C6 1.16815(14) 0.24402(15) 0.70933(8) 0.0453(4) Uani d . 1 1
H H6 1.2028 0.3187 0.6877 0.054 Uiso calc R 1 1
C C8 1.02545(14) 0.21186(16) 0.60471(8) 0.0446(4) Uani d . 1 1
C C9 1.3600(3) 0.0899(2) 0.54792(15) 0.1060(10) Uani d . 1 1
H H9A 1.4478 0.0611 0.5406 0.159 Uiso calc R 1 1
H H9B 1.3047 0.0507 0.5134 0.159 Uiso calc R 1 1
H H9C 1.3318 0.0627 0.5933 0.159 Uiso calc R 1 1
C C10 1.4471(2) 0.3010(3) 0.58929(11) 0.0863(7) Uani d . 1 1
H H10A 1.4299 0.2755 0.6364 0.129 Uiso calc R 1 1
H H10B 1.4385 0.3956 0.5848 0.129 Uiso calc R 1 1
H H10C 1.5338 0.2750 0.5770 0.129 Uiso calc R 1 1
N N1 1.35343(14) 0.23451(14) 0.54264(7) 0.0525(4) Uani d . 1 1
H H1A 1.2726 0.2616 0.5533 0.063 Uiso calc R 1 1
H H1B 1.3698 0.2589 0.4985 0.063 Uiso calc R 1 1
O O1 1.20733(12) 0.05085(14) 0.86889(6) 0.0650(4) Uani d . 1 1
H H1 1.2727 0.0922 0.8800 0.098 Uiso calc R 1 1
O O2 0.91717(11) 0.16686(14) 0.58397(6) 0.0603(4) Uani d . 1 1
O O3 1.09461(11) 0.28636(13) 0.56856(6) 0.0590(4) Uani d . 1 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
C6 C1 C2 117.72(14)
C6 C1 C8 120.46(14)
C2 C1 C8 121.82(14)
C3 C2 C1 121.30(14)
C3 C2 H2 119.4
C1 C2 H2 119.4
C2 C3 C4 120.30(15)
C2 C3 H3 119.8
C4 C3 H3 119.8
O1 C4 C5 123.02(14)
O1 C4 C3 117.76(14)
C5 C4 C3 119.21(14)
C6 C5 C4 119.93(14)
C6 C5 H5 120.0
C4 C5 H5 120.0
C5 C6 C1 121.47(14)
C5 C6 H6 119.3
C1 C6 H6 119.3
O3 C8 O2 122.76(15)
O3 C8 C1 119.39(14)
O2 C8 C1 117.85(14)
N1 C9 H9A 109.5
N1 C9 H9B 109.5
H9A C9 H9B 109.5
N1 C9 H9C 109.5
H9A C9 H9C 109.5
H9B C9 H9C 109.5
N1 C10 H10A 109.5
N1 C10 H10B 109.5
H10A C10 H10B 109.5
N1 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
C9 N1 C10 112.2(2)
C9 N1 H1A 109.2
C10 N1 H1A 109.2
C9 N1 H1B 109.2
C10 N1 H1B 109.2
H1A N1 H1B 107.9
C4 O1 H1 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C6 1.394(2)
C1 C2 1.394(2)
C1 C8 1.503(2)
C2 C3 1.378(2)
C2 H2 0.9300
C3 C4 1.390(2)
C3 H3 0.9300
C4 O1 1.3535(19)
C4 C5 1.390(2)
C5 C6 1.383(2)
C5 H5 0.9300
C6 H6 0.9300
C8 O3 1.2464(19)
C8 O2 1.2680(19)
C9 N1 1.460(3)
C9 H9A 0.9600
C9 H9B 0.9600
C9 H9C 0.9600
C10 N1 1.478(3)
C10 H10A 0.9600
C10 H10B 0.9600
C10 H10C 0.9600
N1 H1A 0.9000
N1 H1B 0.9000
O1 H1 0.8200
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 O3 . 0.90 1.87 2.7614(18) 169 y
O1 H1 O2 6_657 0.82 1.81 2.6183(17) 171 y
N1 H1B O2 3_556 0.90 1.82 2.7131(17) 170 y
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 -2.5(2)
C8 C1 C2 C3 177.33(14)
C1 C2 C3 C4 1.2(2)
C2 C3 C4 O1 -179.52(15)
C2 C3 C4 C5 1.4(2)
O1 C4 C5 C6 178.38(15)
C3 C4 C5 C6 -2.5(2)
C4 C5 C6 C1 1.2(2)
C2 C1 C6 C5 1.3(2)
C8 C1 C6 C5 -178.54(14)
C6 C1 C8 O3 18.5(2)
C2 C1 C8 O3 -161.34(15)
C6 C1 C8 O2 -162.06(15)
C2 C1 C8 O2 18.2(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30657669
