#------------------------------------------------------------------------------
#$Date: 2019-06-20 15:52:19 +0300 (Thu, 20 Jun 2019) $
#$Revision: 216354 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/17/1551742.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_1551742
loop_
_publ_author_name
'IWATSUKI, Satoshi'
'KANAMITSU, Yuki'
'DANJO, Hiroshi'
'ISHIHARA, Koji'
_publ_section_title
;
 A Crystal Structure of Methanesulfonate Salt of 3-(N-Methyl)pyridinium
 Boronic Acid
;
_journal_name_full               'X-ray Structure Analysis Online'
_journal_page_first              61
_journal_paper_doi               10.2116/xraystruct.27.61
_journal_volume                  27
_journal_year                    2011
_chemical_formula_sum            'C7 H12 B N O5 S'
_chemical_formula_weight         233.05
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_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                 105.28(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.9460(18)
_cell_length_b                   8.8380(18)
_cell_length_c                   13.850(3)
_cell_measurement_temperature    100(2)
_cell_volume                     1056.3(4)
_computing_cell_refinement       'HKL2000 (HKL Research)'
_computing_data_collection       'HKL2000 (HKL Research)'
_computing_data_reduction        'HKL2000 (HKL Research)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.952
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measurement_device_type  'Quantum Q315 Area Detector'
_diffrn_measurement_method       omega_scan
_diffrn_radiation_monochromator  Si
_diffrn_radiation_source         SPring-8
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.70000
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0225
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            2739
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.89
_diffrn_reflns_theta_min         2.72
_exptl_absorpt_coefficient_mu    0.306
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'pale brown'
_exptl_crystal_density_diffrn    1.465
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             488
_exptl_crystal_size_max          1.00
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.467
_refine_diff_density_min         -0.480
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     140
_refine_ls_number_reflns         2739
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0403
_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/[σ²(Fo²)+(0.0661P)²+0.7784P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1124
_refine_ls_wR_factor_ref         0.1135
_reflns_number_gt                2624
_reflns_number_total             2739
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            27_61_1.cif
_cod_data_source_block           10b1dan09
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/home/andrius/struct/COD-crude-data/automatic-downloads/current/J-STAGE/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 6524 2018-11-02 12:15:13Z antanas 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               1551742
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-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
C4 C 0.29859(16) 0.27977(17) 0.85236(10) 0.0161(3) Uani 1 1 d .
H4 H 0.3064 0.3324 0.9133 0.019 Uiso 1 1 calc R
C6 C 0.02757(14) 0.01474(17) 0.68640(10) 0.0167(3) Uani 1 1 d .
H6A H 0.0379 -0.0355 0.6254 0.025 Uiso 1 1 calc R
H6B H -0.0674 0.0756 0.6710 0.025 Uiso 1 1 calc R
H6C H 0.0225 -0.0617 0.7367 0.025 Uiso 1 1 calc R
C2 C 0.40072(14) 0.21899(15) 0.71154(9) 0.0122(2) Uani 1 1 d .
C3 C 0.41266(15) 0.29624(15) 0.80137(10) 0.0146(3) Uani 1 1 d .
H3 H 0.4990 0.3603 0.8278 0.017 Uiso 1 1 calc R
C1 C 0.27197(14) 0.12775(15) 0.67590(9) 0.0115(2) Uani 1 1 d .
H1 H 0.2609 0.0740 0.6150 0.014 Uiso 1 1 calc R
C5 C 0.17458(15) 0.18643(16) 0.81329(9) 0.0139(3) Uani 1 1 d .
H5 H 0.0970 0.1730 0.8480 0.017 Uiso 1 1 calc R
N1 N 0.16250(12) 0.11368(13) 0.72570(8) 0.0115(2) Uani 1 1 d .
B1 B 0.52991(16) 0.23124(18) 0.65320(11) 0.0137(3) Uani 1 1 d .
O1 O 0.51895(11) 0.13563(12) 0.57557(7) 0.0175(2) Uani 1 1 d .
H1O H 0.5947 0.1489 0.5514 0.026 Uiso 1 1 calc R
O2 O 0.64241(14) 0.33462(16) 0.68711(9) 0.0302(3) Uani 1 1 d .
H2O H 0.7051 0.3326 0.6514 0.045 Uiso 1 1 calc R
S1 S 0.85476(3) 0.20625(4) 0.99725(2) 0.01239(12) Uani 1 1 d .
C7 C 0.76859(18) 0.06764(19) 0.90847(12) 0.0264(3) Uani 1 1 d .
H7A H 0.7592 0.1066 0.8409 0.040 Uiso 1 1 calc R
H7B H 0.6654 0.0428 0.9159 0.040 Uiso 1 1 calc R
H7C H 0.8332 -0.0236 0.9193 0.040 Uiso 1 1 calc R
O5 O 1.00422(11) 0.24169(13) 0.98091(7) 0.0188(2) Uani 1 1 d .
O4 O 0.86882(12) 0.13825(13) 1.09582(8) 0.0191(2) Uani 1 1 d .
O3 O 0.74857(11) 0.33595(12) 0.97985(7) 0.0155(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
C4 0.0159(6) 0.0212(7) 0.0123(5) -0.0034(4) 0.0057(4) 0.0009(5)
C6 0.0126(5) 0.0203(7) 0.0165(6) 0.0012(5) 0.0025(4) -0.0048(5)
C2 0.0109(5) 0.0141(6) 0.0119(5) 0.0007(4) 0.0036(4) 0.0007(4)
C3 0.0129(6) 0.0177(7) 0.0133(6) -0.0030(4) 0.0037(4) -0.0016(4)
C1 0.0119(5) 0.0137(6) 0.0096(5) 0.0006(4) 0.0041(4) 0.0010(4)
C5 0.0131(5) 0.0184(7) 0.0121(5) 0.0009(4) 0.0068(4) 0.0033(4)
N1 0.0095(4) 0.0138(5) 0.0115(5) 0.0010(4) 0.0035(4) 0.0005(4)
B1 0.0122(6) 0.0168(7) 0.0132(6) 0.0004(5) 0.0052(5) -0.0015(5)
O1 0.0169(4) 0.0225(6) 0.0168(5) -0.0054(4) 0.0107(4) -0.0055(4)
O2 0.0270(6) 0.0411(7) 0.0305(6) -0.0210(5) 0.0216(5) -0.0212(5)
S1 0.01118(17) 0.0155(2) 0.01161(17) 0.00098(10) 0.00495(11) 0.00271(10)
C7 0.0221(7) 0.0227(8) 0.0289(8) -0.0090(6) -0.0030(6) 0.0035(5)
O5 0.0141(4) 0.0261(6) 0.0192(5) 0.0026(4) 0.0097(4) 0.0030(4)
O4 0.0183(5) 0.0252(6) 0.0170(5) 0.0077(4) 0.0100(4) 0.0078(4)
O3 0.0150(4) 0.0177(5) 0.0156(4) 0.0031(3) 0.0073(3) 0.0056(3)
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'
B B 0.0013 0.0007 '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'
S S 0.1246 0.1234 '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
C5 C4 C3 119.11(12)
C5 C4 H4 120.4
C3 C4 H4 120.4
N1 C6 H6A 109.5
N1 C6 H6B 109.5
H6A C6 H6B 109.5
N1 C6 H6C 109.5
H6A C6 H6C 109.5
H6B C6 H6C 109.5
C1 C2 C3 117.54(12)
C1 C2 B1 120.62(11)
C3 C2 B1 121.83(12)
C4 C3 C2 120.37(12)
C4 C3 H3 119.8
C2 C3 H3 119.8
N1 C1 C2 121.38(11)
N1 C1 H1 119.3
C2 C1 H1 119.3
N1 C5 C4 120.28(12)
N1 C5 H5 119.9
C4 C5 H5 119.9
C1 N1 C5 121.32(11)
C1 N1 C6 120.14(11)
C5 N1 C6 118.53(11)
O2 B1 O1 126.30(12)
O2 B1 C2 116.61(12)
O1 B1 C2 117.08(12)
B1 O1 H1O 109.5
B1 O2 H2O 109.5
O5 S1 O4 112.21(6)
O5 S1 O3 112.94(6)
O4 S1 O3 111.47(6)
O5 S1 C7 107.07(8)
O4 S1 C7 106.20(8)
O3 S1 C7 106.45(7)
S1 C7 H7A 109.5
S1 C7 H7B 109.5
H7A C7 H7B 109.5
S1 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C4 C5 1.3739(19)
C4 C3 1.3932(18)
C4 H4 0.9500
C6 N1 1.4736(16)
C6 H6A 0.9800
C6 H6B 0.9800
C6 H6C 0.9800
C2 C1 1.3860(17)
C2 C3 1.3984(17)
C2 B1 1.5788(19)
C3 H3 0.9500
C1 N1 1.3440(15)
C1 H1 0.9500
C5 N1 1.3520(16)
C5 H5 0.9500
B1 O2 1.3488(18)
B1 O1 1.3505(17)
O1 H1O 0.8400
O2 H2O 0.8400
S1 O5 1.4479(10)
S1 O4 1.4664(10)
S1 O3 1.4676(10)
S1 C7 1.7627(16)
C7 H7A 0.9800
C7 H7B 0.9800
C7 H7C 0.9800
