#------------------------------------------------------------------------------
#$Date: 2017-10-13 12:31:46 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201979 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/23/07/2230716.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_2230716
loop_
_publ_author_name
'Wei, Bin'
_publ_section_title
;
 Diisopropylammonium 4-methoxybenzoate
;
_journal_coeditor_code           IM2287
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1865
_journal_paper_doi               10.1107/S1600536811023762
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C6 H16 N +, C8 H7 O3 -'
_chemical_formula_moiety         'C6 H16 N +, C8 H7 O3 -'
_chemical_formula_sum            'C14 H23 N O3'
_chemical_formula_weight         253.33
_chemical_name_systematic
;
Diisopropylammonium 4-methoxybenzoate
;
_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                87.83(3)
_cell_angle_beta                 77.83(3)
_cell_angle_gamma                83.44(3)
_cell_formula_units_Z            2
_cell_length_a                   7.3265(15)
_cell_length_b                   8.8808(18)
_cell_length_c                   12.107(2)
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      55.28
_cell_measurement_theta_min      6.21
_cell_volume                     764.9(3)
_computing_cell_refinement       'CrystalClear (Rigaku, 2005)'
_computing_data_collection       'CrystalClear (Rigaku, 2005)'
_computing_data_reduction        'CrystalClear (Rigaku, 2005)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXS97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       ω
_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  0.0272
_diffrn_reflns_av_sigmaI/netI    0.0374
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7992
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.02
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8415
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrystalClear; Rigaku, 2005)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.100
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             276
_exptl_crystal_size_max          0.2000
_exptl_crystal_size_mid          0.2000
_exptl_crystal_size_min          0.2000
_refine_diff_density_max         0.141
_refine_diff_density_min         -0.201
_refine_ls_extinction_coef       0.0000
_refine_ls_extinction_method     'SHELXS97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     168
_refine_ls_number_reflns         3501
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.1082
_refine_ls_R_factor_gt           0.0580
_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)+(0.0667P)²+0.0936P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1399
_refine_ls_wR_factor_ref         0.1626
_reflns_number_gt                1945
_reflns_number_total             3501
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            im2287.cif
_cod_data_source_block           I
_cod_database_code               2230716
_cod_database_fobs_code          2230716
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
_atom_site_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
C C5 0.3367(2) 0.7243(2) 0.69733(13) 0.0464(4) Uani d . 1 1 . .
O O2 0.4300(2) 0.49545(18) 0.78584(12) 0.0787(5) Uani d . 1 1 . .
C C2 0.2819(3) 0.8953(2) 0.50734(15) 0.0535(5) Uani d . 1 1 . .
N N1 0.2941(2) 0.64829(17) 0.11683(11) 0.0526(4) Uani d . 1 1 . .
H H1A 0.3909 0.5944 0.1403 0.063 Uiso calc R 1 1 . .
H H1B 0.3233 0.6510 0.0408 0.063 Uiso calc R 1 1 . .
C C3 0.3349(3) 0.7417(2) 0.49873(15) 0.0610(5) Uani d . 1 1 . .
H H3 0.3531 0.6951 0.4292 0.073 Uiso calc R 1 1 . .
C C6 0.2841(2) 0.8778(2) 0.70400(14) 0.0533(5) Uani d . 1 1 . .
H H6 0.2659 0.9246 0.7735 0.064 Uiso calc R 1 1 . .
O O1 0.2546(2) 0.96828(17) 0.40924(11) 0.0763(5) Uani d . 1 1 . .
C C8 0.3735(3) 0.6323(3) 0.79925(16) 0.0570(5) Uani d . 1 1 . .
C C7 0.2573(3) 0.9648(2) 0.60979(16) 0.0572(5) Uani d . 1 1 . .
H H7 0.2232 1.0688 0.6159 0.069 Uiso calc R 1 1 . .
O O3 0.3476(2) 0.70132(19) 0.89014(11) 0.0877(5) Uani d . 1 1 . .
C C4 0.3609(3) 0.6570(2) 0.59302(15) 0.0541(5) Uani d . 1 1 . .
H H4 0.3951 0.5531 0.5866 0.065 Uiso calc R 1 1 . .
C C12 0.2805(3) 0.8068(2) 0.15741(17) 0.0678(6) Uani d . 1 1 . .
H H12 0.2411 0.8061 0.2400 0.081 Uiso calc R 1 1 . .
C C1 0.2132(3) 1.1280(3) 0.4104(2) 0.0807(7) Uani d . 1 1 . .
H H1C 0.0956 1.1550 0.4615 0.121 Uiso calc R 1 1 . .
H H1D 0.2050 1.1645 0.3358 0.121 Uiso calc R 1 1 . .
H H1E 0.3110 1.1729 0.4347 0.121 Uiso calc R 1 1 . .
C C9 0.1253(3) 0.5634(3) 0.15227(18) 0.0706(6) Uani d . 1 1 . .
H H9 0.0195 0.6204 0.1260 0.085 Uiso calc R 1 1 . .
C C10 0.1664(3) 0.4115(3) 0.0961(2) 0.0842(7) Uani d . 1 1 . .
H H10A 0.2012 0.4256 0.0157 0.126 Uiso calc R 1 1 . .
H H10B 0.0565 0.3585 0.1142 0.126 Uiso calc R 1 1 . .
H H10C 0.2677 0.3533 0.1227 0.126 Uiso calc R 1 1 . .
C C13 0.1367(4) 0.9106(3) 0.1084(2) 0.1088(10) Uani d . 1 1 . .
H H13A 0.1710 0.9092 0.0274 0.163 Uiso calc R 1 1 . .
H H13B 0.1334 1.0121 0.1340 0.163 Uiso calc R 1 1 . .
H H13C 0.0150 0.8760 0.1329 0.163 Uiso calc R 1 1 . .
C C14 0.4734(4) 0.8603(3) 0.1257(2) 0.0937(8) Uani d . 1 1 . .
H H14A 0.5591 0.7954 0.1610 0.141 Uiso calc R 1 1 . .
H H14B 0.4676 0.9623 0.1507 0.141 Uiso calc R 1 1 . .
H H14C 0.5162 0.8570 0.0451 0.141 Uiso calc R 1 1 . .
C C11 0.0733(4) 0.5482(4) 0.2805(2) 0.1119(10) Uani d . 1 1 . .
H H11A 0.1810 0.5040 0.3084 0.168 Uiso calc R 1 1 . .
H H11B -0.0262 0.4844 0.3013 0.168 Uiso calc R 1 1 . .
H H11C 0.0323 0.6466 0.3127 0.168 Uiso calc R 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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C6 C5 C4 . . 117.94(16) ?
C6 C5 C8 . . 121.22(16) ?
C4 C5 C8 . . 120.81(17) ?
O1 C2 C7 . . 124.49(18) ?
O1 C2 C3 . . 115.47(17) ?
C7 C2 C3 . . 120.04(17) ?
C12 N1 C9 . . 117.80(16) ?
C12 N1 H1A . . 107.9 ?
C9 N1 H1A . . 107.9 ?
C12 N1 H1B . . 107.9 ?
C9 N1 H1B . . 107.9 ?
H1A N1 H1B . . 107.2 ?
C2 C3 C4 . . 120.11(17) ?
C2 C3 H3 . . 119.9 ?
C4 C3 H3 . . 119.9 ?
C5 C6 C7 . . 121.78(17) ?
C5 C6 H6 . . 119.1 ?
C7 C6 H6 . . 119.1 ?
C2 O1 C1 . . 118.28(16) ?
O2 C8 O3 . . 125.35(18) ?
O2 C8 C5 . . 117.80(17) ?
O3 C8 C5 . . 116.83(19) ?
C2 C7 C6 . . 119.14(18) ?
C2 C7 H7 . . 120.4 ?
C6 C7 H7 . . 120.4 ?
C3 C4 C5 . . 120.98(18) ?
C3 C4 H4 . . 119.5 ?
C5 C4 H4 . . 119.5 ?
N1 C12 C14 . . 108.13(18) ?
N1 C12 C13 . . 111.18(18) ?
C14 C12 C13 . . 111.6(2) ?
N1 C12 H12 . . 108.6 ?
C14 C12 H12 . . 108.6 ?
C13 C12 H12 . . 108.6 ?
O1 C1 H1C . . 109.5 ?
O1 C1 H1D . . 109.5 ?
H1C C1 H1D . . 109.5 ?
O1 C1 H1E . . 109.5 ?
H1C C1 H1E . . 109.5 ?
H1D C1 H1E . . 109.5 ?
N1 C9 C10 . . 108.59(17) ?
N1 C9 C11 . . 110.65(17) ?
C10 C9 C11 . . 111.9(2) ?
N1 C9 H9 . . 108.5 ?
C10 C9 H9 . . 108.5 ?
C11 C9 H9 . . 108.5 ?
C9 C10 H10A . . 109.5 ?
C9 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
C9 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
C12 C13 H13A . . 109.5 ?
C12 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C12 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C12 C14 H14A . . 109.5 ?
C12 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C12 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C9 C11 H11A . . 109.5 ?
C9 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C9 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C5 C6 . 1.374(2) ?
C5 C4 . 1.387(2) ?
C5 C8 . 1.509(2) ?
O2 C8 . 1.244(2) ?
C2 O1 . 1.372(2) ?
C2 C7 . 1.375(3) ?
C2 C3 . 1.376(3) ?
N1 C12 . 1.494(2) ?
N1 C9 . 1.499(2) ?
N1 H1A . 0.9000 ?
N1 H1B . 0.9000 ?
C3 C4 . 1.379(2) ?
C3 H3 . 0.9300 ?
C6 C7 . 1.389(3) ?
C6 H6 . 0.9300 ?
O1 C1 . 1.417(3) ?
C8 O3 . 1.249(2) ?
C7 H7 . 0.9300 ?
C4 H4 . 0.9300 ?
C12 C14 . 1.511(3) ?
C12 C13 . 1.520(3) ?
C12 H12 . 0.9800 ?
C1 H1C . 0.9600 ?
C1 H1D . 0.9600 ?
C1 H1E . 0.9600 ?
C9 C10 . 1.505(3) ?
C9 C11 . 1.523(3) ?
C9 H9 . 0.9800 ?
C10 H10A . 0.9600 ?
C10 H10B . 0.9600 ?
C10 H10C . 0.9600 ?
C13 H13A . 0.9600 ?
C13 H13B . 0.9600 ?
C13 H13C . 0.9600 ?
C14 H14A . 0.9600 ?
C14 H14B . 0.9600 ?
C14 H14C . 0.9600 ?
C11 H11A . 0.9600 ?
C11 H11B . 0.9600 ?
C11 H11C . 0.9600 ?
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
N1 H1B O3 1_554 0.90 1.84 2.720(2) 166
N1 H1A O2 2_666 0.90 1.83 2.721(2) 169
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30656778
