Salts and Ionic Liquid of The Antituberculosis DrugS,S-Ethambutol
Cherukuvada, Suryanarayan; Nangia, Ashwini; Crystal Growth & Design 13 (2013) 1752–; doi:10.1021/cg400071d

data_4507706
_publ_section_title
;
 Salts and Ionic Liquid of The Antituberculosis DrugS,S-Ethambutol
;
_journal_issue                   4
_journal_name_full               'Crystal Growth &amp; Design'
_journal_page_first              1752
_journal_paper_doi               10.1021/cg400071d
_journal_volume                  13
_journal_year                    2013
_chemical_absolute_configuration rm
_chemical_formula_sum            'C10 H24 N2 O2'
_chemical_formula_weight         204.31
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 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                 95.633(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.1428(3)
_cell_length_b                   8.4149(3)
_cell_length_c                   10.1973(4)
_cell_measurement_reflns_used    3352
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      71.9715
_cell_measurement_theta_min      5.2521
_cell_volume                     609.96(4)
_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)/Bruker'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 16.3291
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details
;
 1 omega -52.00 -21.00 1.0000 70.0000
 omega____ theta____ kappa____ phi______ frames
 - -42.5000 -63.0000 120.0000 31
 2 omega -115.00 -86.00 1.0000 70.0000
 omega____ theta____ kappa____ phi______ frames
 - -42.5000 179.0000 -180.0000 29
 3 omega -109.00 -69.00 1.0000 70.0000
 omega____ theta____ kappa____ phi______ frames
 - -42.5000 -63.0000 120.0000 40
 4 omega -60.00 -33.00 1.0000 70.0000
 omega____ theta____ kappa____ phi______ frames
 - -42.5000 -63.0000 90.0000 27
 5 omega -109.00 -69.00 1.0000 70.0000
 omega____ theta____ kappa____ phi______ frames
 - -42.5000 -63.0000 90.0000 40
 6 omega -10.00 26.00 1.0000 70.0000
 omega____ theta____ kappa____ phi______ frames
 - -42.5000 57.0000 60.0000 36
 7 omega -47.00 12.00 1.0000 70.0000
 omega____ theta____ kappa____ phi______ frames
 - -42.5000 37.0000 150.0000 59
 8 omega -114.00 -46.00 1.0000 70.0000
 omega____ theta____ kappa____ phi______ frames
 - -42.5000 179.0000 150.0000 68
 9 omega -46.00 -21.00 1.0000 70.0000
 omega____ theta____ kappa____ phi______ frames
 - -42.5000 -57.0000 150.0000 25
 10 omega -104.00 -74.00 1.0000 70.0000
 omega____ theta____ kappa____ phi______ frames
 - -42.5000 -57.0000 150.0000 30
 11 omega -4.00 22.00 1.0000 70.0000
 omega____ theta____ kappa____ phi______ frames
 - 55.1592 -99.0000 -30.0000 26
 12 omega -9.00 77.00 1.0000 70.0000
 omega____ theta____ kappa____ phi______ frames
 - 55.1592 -57.0000 -30.0000 86
 13 omega 54.00 90.00 1.0000 70.0000
 omega____ theta____ kappa____ phi______ frames
 - 55.1592 -99.0000 -30.0000 36
 14 omega 48.00 74.00 1.0000 15.0000
 omega____ theta____ kappa____ phi______ frames
 - 110.3184 -127.0000 84.0000 26
 15 omega 86.00 128.00 1.0000 15.0000
 omega____ theta____ kappa____ phi______ frames
 - 110.3184 77.0000 30.0000 42
 16 omega 40.00 88.00 1.0000 15.0000
 omega____ theta____ kappa____ phi______ frames
 - 110.3184 -25.0000 -30.0000 48
 17 omega 39.00 72.00 1.0000 15.0000
 omega____ theta____ kappa____ phi______ frames
 - 110.3184 -37.0000 -120.0000 33
 18 omega 117.00 147.00 1.0000 15.0000
 omega____ theta____ kappa____ phi______ frames
 - 110.3184 179.0000 -30.0000 30
 19 omega 128.00 175.00 1.0000 15.0000
 omega____ theta____ kappa____ phi______ frames
 - 110.3184 111.0000 -60.0000 47
 20 omega 42.00 91.00 1.0000 15.0000
 omega____ theta____ kappa____ phi______ frames
 - 110.3184 -37.0000 150.0000 49
 21 omega 153.00 178.00 1.0000 15.0000
 omega____ theta____ kappa____ phi______ frames
 - 110.3184 0.0000 -180.0000 25
 22 omega 44.00 94.00 1.0000 15.0000
 omega____ theta____ kappa____ phi______ frames
 - 110.3184 -25.0000 30.0000 50
 23 omega 40.00 142.00 1.0000 15.0000
 omega____ theta____ kappa____ phi______ frames
 - 110.3184 0.0000 -180.0000 102
 24 omega 51.00 90.00 1.0000 15.0000
 omega____ theta____ kappa____ phi______ frames
 - 110.3184 -77.0000 -60.0000 39
 25 omega 66.00 93.00 1.0000 15.0000
 omega____ theta____ kappa____ phi______ frames
 - 110.3184 -111.0000 150.0000 27
 26 omega 57.00 82.00 1.0000 15.0000
 omega____ theta____ kappa____ phi______ frames
 - 110.3184 -37.0000 0.0000 25
 27 omega 39.00 91.00 1.0000 15.0000
 omega____ theta____ kappa____ phi______ frames
 - 110.3184 -25.0000 90.0000 52
 28 omega 140.00 174.00 1.0000 15.0000
 omega____ theta____ kappa____ phi______ frames
 - 110.3184 77.0000 30.0000 34
 29 omega 42.00 101.00 1.0000 15.0000
 omega____ theta____ kappa____ phi______ frames
 - 110.3184 -103.0000 -84.0000 59
 30 omega 92.00 122.00 1.0000 15.0000
 omega____ theta____ kappa____ phi______ frames
 - 110.3184 -127.0000 84.0000 30
 31 omega 40.00 93.00 1.0000 15.0000
 omega____ theta____ kappa____ phi______ frames
 - 110.3184 -25.0000 -90.0000 53
 32 omega 40.00 134.00 1.0000 15.0000
 omega____ theta____ kappa____ phi______ frames
 - 110.3184 -77.0000 0.0000 94
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0671606
_diffrn_orient_matrix_UB_12      0.0973959
_diffrn_orient_matrix_UB_13      -0.1236637
_diffrn_orient_matrix_UB_21      0.0365644
_diffrn_orient_matrix_UB_22      0.1549354
_diffrn_orient_matrix_UB_23      0.0793385
_diffrn_orient_matrix_UB_31      0.2024812
_diffrn_orient_matrix_UB_32      0.0044989
_diffrn_orient_matrix_UB_33      -0.0391301
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0154
_diffrn_reflns_av_sigmaI/netI    0.0125
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            3541
_diffrn_reflns_theta_full        68.23
_diffrn_reflns_theta_max         68.23
_diffrn_reflns_theta_min         6.23
_exptl_absorpt_coefficient_mu    0.613
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  0.73504
_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_density_diffrn    1.112
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             228
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.4(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         2201
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0506
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
calc w=1/[\s^2^(Fo^2^)+(0.1243P)^2^+0.0281P] where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1438
_refine_ls_wR_factor_ref         0.1471
_reflns_number_gt                2157
_reflns_number_total             2201
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg400071d_si_004.cif
_cod_data_source_block           S,S-Ethambutol
_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               4507706