Crystal Structure of a Methanesulfonate Salt of 3-(<i>N</i>-Methyl)quinolinium Boronic Acid
TAKEYAMA, Tomoyuki; NAKAJIMA, Yuki; KATAGIRI, Kosuke; IWATSUKI, Satoshi; X-ray Structure Analysis Online 33 (2017) 9–; doi:10.2116/xraystruct.33.9

data_1551595
_publ_section_title
;
 Crystal Structure of a Methanesulfonate Salt of
 3-(&lt;i&gt;N&lt;/i&gt;-Methyl)quinolinium Boronic Acid
;
_journal_issue                   0
_journal_name_full               'X-ray Structure Analysis Online'
_journal_page_first              9
_journal_paper_doi               10.2116/xraystruct.33.9
_journal_volume                  33
_journal_year                    2017
_chemical_formula_moiety         'C H3 O3 S, C10 H11 B N O2'
_chemical_formula_sum            'C11 H14 B N O5 S'
_chemical_formula_weight         283.10
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_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
_audit_creation_date             2016-10-24
_audit_creation_method
;
Olex2 1.2
(compiled Sep  9 2016 15:39:09 for OlexSys, GUI svn.r5227)
;
_cell_angle_alpha                90
_cell_angle_beta                 99.4787(19)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.57927(17)
_cell_length_b                   6.99494(16)
_cell_length_c                   21.0760(4)
_cell_measurement_reflns_used    3053
_cell_measurement_temperature    173
_cell_measurement_theta_max      73.0330
_cell_measurement_theta_min      4.2750
_cell_volume                     1247.53(5)
_computing_cell_refinement       'CrysAlisPro 1.171.39.3a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.3a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.3a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      173
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w      4.00  88.00   0.50    0.74    --    0.00  57.00 -60.00  168
  2  \w     44.00  88.00   0.50    0.74    --    0.00  57.00-180.00   88
  3  \w     35.00  80.00   0.50    0.74    --    0.00  77.00-150.00   90
  4  \w    118.00 186.00   0.50    2.97    --   98.00  45.00 -30.00  136
  5  \w    135.00 187.00   0.50    2.97    --   98.00  45.00  30.00  104
  6  \w     97.00 180.00   0.50    2.97    --   98.00  77.00 -90.00  166
  7  \w     89.00 115.00   0.50    2.97    --   98.00  45.00  30.00   52
  8  \w     61.00 170.00   0.50    2.97    --   98.00  45.00   0.00  218
  9  \w     79.00 105.00   0.50    2.97    --   98.00 -77.00 150.00   52
 10  \w     47.00  72.00   0.50    2.97    --   98.00 -77.00 150.00   50
 11  \w     30.00 127.00   0.50    2.97    --   98.00 -61.00-120.00  194
 12  \w     62.00  87.00   0.50    2.97    --   98.00  45.00 -30.00   50
 13  \w    -32.00  15.00   0.50    0.74    --    0.00  77.00-150.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa dual home'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0228757000
_diffrn_orient_matrix_UB_12      0.1146095000
_diffrn_orient_matrix_UB_13      0.0601671000
_diffrn_orient_matrix_UB_21      -0.1103017000
_diffrn_orient_matrix_UB_22      -0.1572765000
_diffrn_orient_matrix_UB_23      0.0182002000
_diffrn_orient_matrix_UB_31      0.1429962000
_diffrn_orient_matrix_UB_32      -0.1031218000
_diffrn_orient_matrix_UB_33      0.0392825000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            5696
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.699
_diffrn_reflns_theta_min         4.253
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.470
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94792
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.3a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light red'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.507
_exptl_crystal_description       prism
_exptl_crystal_F_000             592
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.300
_refine_diff_density_min         -0.381
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       0.0012(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     177
_refine_ls_number_reflns         2446
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0355
_refine_ls_R_factor_gt           0.0316
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0343P)^2^+0.5654P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0823
_refine_ls_wR_factor_ref         0.0853
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2197
_reflns_number_total             2446
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            33_9_1.txt
_cod_data_source_block           exp_150
_cod_original_cell_volume        1247.53(4)
_cod_database_code               1551595
_chemical_oxdiff_usercomment     Ru(bpy)2(H2pia)Cl2
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1A), C3(H3), C8(H8), C7(H7), C6(H6), C5(H5)
2.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C)
2.c Idealised tetrahedral OH refined as rotating group:
 O2(H2), O1(H1)
;
_shelx_shelxl_version_number     2014/7
_olex2_exptl_crystal_mounting_method loop
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.454
_oxdiff_exptl_absorpt_empirical_full_min 0.886