#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/75/4507569.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4507569
loop_
_publ_author_name
'Cherukuvada, Suryanarayan'
'Bolla, Geetha'
'Sikligar, Kanishka'
'Nangia, Ashwini'
_publ_section_title
;
 4-Aminosalicylic Acid Adducts
;
_journal_issue                   4
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1551
_journal_paper_doi               10.1021/cg301798s
_journal_volume                  13
_journal_year                    2013
_chemical_formula_sum            'C8 H11 N O6 S'
_chemical_formula_weight         249.24
_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'
_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                 99.057(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.3525(5)
_cell_length_b                   17.8159(12)
_cell_length_c                   11.0537(10)
_cell_measurement_reflns_used    1729
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      29.1081
_cell_measurement_theta_min      2.9456
_cell_volume                     1040.93(15)
_computing_cell_refinement
;
 CrysAlisPro, Oxford Diffraction Ltd.,
 Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
 (compiled Jan 5 2010,16:28:46)
;
_computing_data_collection
;
 CrysAlisPro, Oxford Diffraction Ltd.,
 Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
 (compiled Jan 5 2010,16:28:46)
;
_computing_data_reduction
;
 CrysAlisPro, Oxford Diffraction Ltd.,
 Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
 (compiled Jan 5 2010,16:28:46)
;
_computing_molecular_graphics
;
 OLEX2: a complete structure solution, refinement and analysis program.
 Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341
;
_computing_publication_material
;
 OLEX2: a complete structure solution, refinement and analysis program.
 Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 16.3291
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
 1 omega -1.00 67.00 1.0000 40.0000
 omega____ theta____ kappa____ phi______ frames
 - 18.9347 77.0000 60.0000 68
 2 omega -46.00 72.00 1.0000 40.0000
 omega____ theta____ kappa____ phi______ frames
 - 18.9347 0.0000 -120.0000 118
 3 omega -56.00 -18.00 1.0000 40.0000
 omega____ theta____ kappa____ phi______ frames
 - -19.1691 111.0000 124.0000 38
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.1168106
_diffrn_orient_matrix_UB_12      -0.0085459
_diffrn_orient_matrix_UB_13      -0.0373759
_diffrn_orient_matrix_UB_21      -0.0125473
_diffrn_orient_matrix_UB_22      0.0380123
_diffrn_orient_matrix_UB_23      -0.0190724
_diffrn_orient_matrix_UB_31      0.065007
_diffrn_orient_matrix_UB_32      -0.0081954
_diffrn_orient_matrix_UB_33      -0.0495776
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_sigmaI/netI    0.0511
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4343
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.95
_exptl_absorpt_coefficient_mu    0.325
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  0.98865
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 CrysAlisPro, Oxford Diffraction Ltd.,
 Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
 (compiled Jan 5 2010,16:28:46)
 Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.590
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.210
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       0.0085(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.968
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     167
_refine_ls_number_reflns         2132
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.968
_refine_ls_R_factor_all          0.0707
_refine_ls_R_factor_gt           0.0426
_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)+(0.0552P)²+0.0000P] where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0982
_refine_ls_wR_factor_ref         0.1071
_reflns_number_gt                1420
_reflns_number_total             2132
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg301798s_si_004.cif
_cod_data_source_block           4-Ammonium-salicylic-acid-mesylate
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_database_code               4507569
loop_
_symmetry_equiv_pos_as_xyz
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, y, z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.6336(5) -0.10355(13) 0.6686(2) 0.0384(6) Uani 1 1 d .
C2 C 0.6193(4) -0.02100(13) 0.6730(2) 0.0326(6) Uani 1 1 d .
C3 C 0.4477(5) 0.01348(13) 0.7369(2) 0.0399(6) Uani 1 1 d .
C4 C 0.4359(5) 0.09130(14) 0.7422(2) 0.0440(7) Uani 1 1 d .
H4 H 0.3202 0.1146 0.7844 0.053 Uiso 1 1 calc R
C5 C 0.5952(4) 0.13321(12) 0.6849(2) 0.0320(5) Uani 1 1 d .
C6 C 0.7658(5) 0.10113(14) 0.6205(2) 0.0484(7) Uani 1 1 d .
H6 H 0.8711 0.1306 0.5806 0.058 Uiso 1 1 calc R
C7 C 0.7771(5) 0.02407(15) 0.6163(2) 0.0525(8) Uani 1 1 d .
H7 H 0.8944 0.0015 0.5741 0.063 Uiso 1 1 calc R
C8 C 0.0787(6) 0.39637(14) 0.5059(2) 0.0535(8) Uani 1 1 d .
H8A H 0.0091 0.4231 0.4329 0.080 Uiso 1 1 calc R
H8B H 0.2600 0.3992 0.5171 0.080 Uiso 1 1 calc R
H8C H 0.0189 0.4184 0.5752 0.080 Uiso 1 1 calc R
H1 H 0.829(8) -0.177(2) 0.616(4) 0.140(17) Uiso 1 1 d .
H3 H 0.322(7) -0.074(2) 0.781(3) 0.106(13) Uiso 1 1 d .
H1A H 0.433(6) 0.2279(18) 0.671(2) 0.073(11) Uiso 1 1 d .
H1C H 0.611(7) 0.228(2) 0.786(4) 0.152(17) Uiso 1 1 d .
H1B H 0.676(6) 0.238(2) 0.649(3) 0.080(11) Uiso 1 1 d .
N1 N 0.5860(5) 0.21491(12) 0.6962(2) 0.0426(6) Uani 1 1 d .
O1 O 0.8200(5) -0.12904(11) 0.6163(2) 0.0651(7) Uani 1 1 d .
O2 O 0.4887(3) -0.14416(10) 0.71115(17) 0.0529(5) Uani 1 1 d .
O3 O 0.2888(4) -0.02624(12) 0.7951(2) 0.0819(9) Uani 1 1 d .
O4 O -0.2865(3) 0.30066(11) 0.47557(19) 0.0670(6) Uani 1 1 d .
O5 O 0.0927(4) 0.26430(11) 0.60368(15) 0.0592(6) Uani 1 1 d .
O6 O 0.0821(4) 0.27474(9) 0.38537(16) 0.0563(6) Uani 1 1 d .
S1 S -0.01545(11) 0.30255(3) 0.49218(5) 0.0344(2) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0493(15) 0.0244(14) 0.0403(14) 0.0000(11) 0.0031(11) 0.0030(12)
C2 0.0401(14) 0.0217(12) 0.0366(13) 0.0003(10) 0.0078(10) 0.0006(11)
C3 0.0400(14) 0.0287(15) 0.0553(16) 0.0061(11) 0.0205(12) -0.0014(11)
C4 0.0496(15) 0.0296(14) 0.0589(17) -0.0013(12) 0.0274(13) 0.0077(13)
C5 0.0396(13) 0.0188(12) 0.0369(13) 0.0000(10) 0.0037(10) 0.0000(11)
C6 0.0621(18) 0.0234(14) 0.0680(18) 0.0052(12) 0.0361(15) -0.0015(13)
C7 0.0696(19) 0.0297(14) 0.0687(18) 0.0016(13) 0.0437(16) 0.0044(14)
C8 0.085(2) 0.0271(14) 0.0535(17) -0.0076(13) 0.0279(15) -0.0091(14)
N1 0.0524(16) 0.0206(11) 0.0550(16) -0.0015(10) 0.0089(12) 0.0032(11)
O1 0.0901(16) 0.0236(11) 0.0928(16) -0.0016(11) 0.0490(12) 0.0095(11)
O2 0.0592(12) 0.0234(10) 0.0785(13) 0.0098(9) 0.0179(10) -0.0051(9)
O3 0.0875(17) 0.0342(12) 0.145(2) 0.0160(14) 0.0840(17) 0.0032(12)
O4 0.0420(11) 0.0671(15) 0.0920(16) 0.0227(12) 0.0112(10) -0.0013(11)
O5 0.0800(14) 0.0468(12) 0.0445(11) 0.0183(9) -0.0101(9) -0.0099(11)
O6 0.0932(16) 0.0268(10) 0.0541(12) -0.0082(8) 0.0277(10) 0.0063(10)
S1 0.0438(4) 0.0229(3) 0.0365(4) 0.0023(3) 0.0065(2) -0.0004(3)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 '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
C2 C3 C4 120.1(2)
C3 C2 C1 120.03(19)
C4 C5 C6 122.1(2)
C4 C5 N1 118.3(2)
C5 C4 C3 119.4(2)
C5 C6 C7 118.1(2)
C6 C5 N1 119.6(2)
C6 C7 C2 122.0(2)
C7 C2 C1 121.7(2)
C7 C2 C3 118.3(2)
O1 C1 C2 114.0(2)
O2 C1 C2 123.0(2)
O2 C1 O1 123.0(2)
O3 C3 C2 122.0(2)
O3 C3 C4 117.9(2)
O4 S1 C8 107.83(13)
O4 S1 O5 111.04(11)
O4 S1 O6 111.96(13)
O5 S1 C8 107.80(13)
O5 S1 O6 112.66(12)
O6 S1 C8 105.17(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.474(3)
C1 O1 1.311(3)
C1 O2 1.209(3)
C2 C3 1.387(3)
C2 C7 1.385(3)
C3 C4 1.390(3)
C3 O3 1.345(3)
C4 C5 1.362(3)
C5 C6 1.369(3)
C5 N1 1.462(3)
C6 C7 1.375(3)
C8 S1 1.746(2)
O4 S1 1.4340(19)
O5 S1 1.4470(17)
O6 S1 1.4512(17)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30652524
