#------------------------------------------------------------------------------
#$Date: 2017-03-24 12:00:48 +0200 (Fri, 24 Mar 2017) $
#$Revision: 194474 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/11/2011116.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_2011116
loop_
_publ_author_name
'Parvez, Masood'
'Arayne, M. Saeed '
'Sultana, Najma'
'Siddiqi, Ahsan Zamir'
_publ_section_title
;
 Pefloxacinium methanesulfonate 0.10-hydrate
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              910
_journal_page_last               912
_journal_paper_doi               10.1107/S0108270100004340
_journal_volume                  56
_journal_year                    2000
_chemical_formula_moiety         'C17 H21 F N3 O3 + , C H3 S O3 - , 0.10H2 O'
_chemical_formula_sum            'C18 H24.2 F N3 O6.1 S'
_chemical_formula_weight         431.26
_chemical_name_common
' Pefloxacinium methanesulfonate 0.10 hydrate'
_chemical_name_systematic
;
4-(3-Carboxy-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolyl)-1-
methylpiperazinium methanesulfonate 0.10 hydrate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                101.220(10)
_cell_angle_beta                 102.85(2)
_cell_angle_gamma                102.010(10)
_cell_formula_units_Z            2
_cell_length_a                   8.111(3)
_cell_length_b                   10.0130(10)
_cell_length_c                   13.277(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      10.0
_cell_volume                     994.9(5)
_computing_cell_refinement
'Enraf-Nonius CAD-4 Software. Version 5.0. (Enraf-Nonius, 1989)'
_computing_data_collection
'Enraf-Nonius CAD-4 Software. Version 5.0. (Enraf-Nonius, 1989)'
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1994)'
_computing_molecular_graphics
'TEXSAN (Molecular Structure Corporation, 1994)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SAPI91 (Fan, 1991)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ' ω-2θ '
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  .012
_diffrn_reflns_av_sigmaI/netI    .019
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            3886
_diffrn_reflns_theta_max         68.0
_diffrn_reflns_theta_min         5.0
_diffrn_standards_decay_%        ' < 0.20 '
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.91
_exptl_absorpt_correction_T_max  .70
_exptl_absorpt_correction_T_min  .60
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
 ψ-scan (3 reflections) (North et al., 1968)
;
_exptl_crystal_colour            ' colourless '
_exptl_crystal_density_diffrn    1.44
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       ' prismatic '
_exptl_crystal_F_000             454
_exptl_crystal_size_max          .30
_exptl_crystal_size_mid          .23
_exptl_crystal_size_min          .20
_refine_diff_density_max         .35
_refine_diff_density_min         -.41
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.10
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         3612
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.10
_refine_ls_R_factor_all          .047
_refine_ls_R_factor_gt           .040
_refine_ls_shift/su_max          .00
_refine_ls_shift/su_mean         .00
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0535P)²+0.4415P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .111
_reflns_number_gt                3167
_reflns_number_total             3612
_reflns_threshold_expression     'I > 2.0σ(I)'
_cod_data_source_file            fr1263.cif
_cod_data_source_block           I
_cod_depositor_comments
;
 Marking attached hydrogen atoms.

 Antanas Vaitkus,
 2017-03-24
;
_cod_original_cell_volume        994.9(4)
_cod_database_code               2011116
_cod_database_fobs_code          2011116
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_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_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
_atom_site_attached_hydrogens
S1 .77493(6) .29092(5) .99532(4) .03219(15) Uani d . 1 . . S 0
F1 .65338(19) .75430(13) .57256(10) .0514(3) Uani d . 1 . . F 0
O1 .9255(2) .1756(2) .26551(12) .0544(4) Uani d . 1 . . O 0
H1 .8971 .2501 .2712 .082 Uiso calc R 1 . . H 0
O2 .9419(3) .0148(2) .35648(14) .0682(5) Uani d . 1 . . O 0
O3 .8243(2) .38882(18) .33421(11) .0485(4) Uani d . 1 . . O 0
O4 .6665(2) .35098(17) .92482(13) .0478(4) Uani d . 1 . . O 0
O5 .8995(2) .23530(17) .94905(13) .0483(4) Uani d . 1 . . O 0
O6 .67168(18) .18731(16) 1.03640(13) .0438(4) Uani d . 1 . . O 0
N1 .7871(2) .24239(18) .59762(13) .0365(4) Uani d . 1 . . N 0
N2 .6446(3) .66246(17) .76079(15) .0437(5) Uani d . 1 . . N 0
N3 .6690(2) .81227(17) .97290(13) .0340(4) Uani d . 1 . . N 0
H3 .5601 .8270 .9597 .041 Uiso calc R 1 . . H 0
C1 .8347(3) .1697(2) .51834(16) .0395(5) Uani d . 1 . . C 0
H1A .8587 .0843 .5244 .047 Uiso calc R 1 . . H 0
C2 .8500(3) .2140(2) .42876(15) .0383(5) Uani d . 1 . . C 0
C3 .8139(3) .3442(2) .41591(15) .0359(4) Uani d . 1 . . C 0
C4 .7670(2) .4239(2) .50284(15) .0325(4) Uani d . 1 . . C 0
C5 .7348(3) .5560(2) .50046(16) .0360(4) Uani d . 1 . . C 0
H5 .7426 .5922 .4418 .043 Uiso calc R 1 . . H 0
C6 .6925(3) .6311(2) .58265(16) .0353(4) Uani d . 1 . . C 0
C7 .6817(2) .5848(2) .67572(15) .0322(4) Uani d . 1 . . C 0
C8 .7114(3) .4528(2) .67694(15) .0318(4) Uani d . 1 . . C 0
H8 .7028 .4170 .7357 .038 Uiso calc R 1 . . H 0
C9 .7535(2) .3730(2) .59286(15) .0311(4) Uani d . 1 . . C 0
C10 .7612(3) .1787(2) .68610(17) .0459(5) Uani d . 1 . . C 0
H10A .8079 .2509 .7530 .055 Uiso calc R 1 . . H 0
H10B .8254 .1074 .6896 .055 Uiso calc R 1 . . H 0
C11 .5707(4) .1127(3) .6721(2) .0652(8) Uani d . 1 . . C 0
H11A .5056 .1816 .6640 .098 Uiso calc R 1 . . H 0
H11B .5576 .0794 .7337 .098 Uiso calc R 1 . . H 0
H11C .5271 .0350 .6097 .098 Uiso calc R 1 . . H 0
C12 .9093(3) .1251(3) .34870(17) .0453(5) Uani d . 1 . . C 0
C13 .6692(3) .8148(2) .78642(18) .0438(5) Uani d . 1 . . C 0
H13A .5562 .8357 .7699 .053 Uiso calc R 1 . . H 0
H13B .7376 .8557 .7433 .053 Uiso calc R 1 . . H 0
C14 .7623(3) .8789(2) .90307(18) .0411(5) Uani d . 1 . . C 0
H14A .8804 .8674 .9174 .049 Uiso calc R 1 . . H 0
H14B .7707 .9792 .9198 .049 Uiso calc R 1 . . H 0
C15 .6471(3) .6566(2) .94408(16) .0344(4) Uani d . 1 . . C 0
H15A .5814 .6126 .9871 .041 Uiso calc R 1 . . H 0
H15B .7612 .6371 .9583 .041 Uiso calc R 1 . . H 0
C16 .5516(3) .5967(2) .82772(16) .0352(4) Uani d . 1 . . C 0
H16A .5392 .4958 .8089 .042 Uiso calc R 1 . . H 0
H16B .4351 .6115 .8149 .042 Uiso calc R 1 . . H 0
C17 .7584(3) .8770(3) 1.08825(18) .0495(6) Uani d . 1 . . C 0
H17A .6892 .8371 1.1304 .074 Uiso calc R 1 . . H 0
H17B .7722 .9770 1.1033 .074 Uiso calc R 1 . . H 0
H17C .8716 .8586 1.1054 .074 Uiso calc R 1 . . H 0
C18 .8987(3) .4291(3) 1.10682(18) .0532(6) Uani d . 1 . . C 0
H18A .9763 .3942 1.1547 .080 Uiso calc R 1 . . H 0
H18B .8214 .4663 1.1429 .080 Uiso calc R 1 . . H 0
H18C .9660 .5023 1.0840 .080 Uiso calc R 1 . . H 0
O7 .221(4) .312(3) .717(2) .114(9) Uiso d P .10 . . O 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0181 .0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0311 .0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0492 .0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F .0727 .0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S .3331 .5567 '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
_geom_angle_publ_flag
O5 S1 O4 113.06(10) y
O5 S1 O6 111.81(9) y
O4 S1 O6 112.36(10) y
O5 S1 C18 106.28(12) y
O4 S1 C18 106.79(12) y
O6 S1 C18 105.95(11) y
C12 O1 H1 109.5 n
C1 N1 C9 120.01(17) y
C1 N1 C10 118.77(17) y
C9 N1 C10 121.13(16) y
C7 N2 C16 122.13(16) y
C7 N2 C13 125.47(17) y
C16 N2 C13 111.88(16) y
C17 N3 C14 111.99(17) y
C17 N3 C15 111.94(17) y
C14 N3 C15 109.78(15) y
C17 N3 H3 107.6 n
C14 N3 H3 107.6 n
C15 N3 H3 107.6 n
N1 C1 C2 123.7(2) n
N1 C1 H1A 118.2 n
C2 C1 H1A 118.2 n
C1 C2 C3 120.14(19) n
C1 C2 C12 118.0(2) n
C3 C2 C12 121.86(19) n
O3 C3 C2 122.54(19) n
O3 C3 C4 121.47(19) n
C2 C3 C4 115.99(18) n
C9 C4 C5 117.89(18) n
C9 C4 C3 121.24(18) n
C5 C4 C3 120.87(18) n
C6 C5 C4 120.66(18) n
C6 C5 H5 119.7 n
C4 C5 H5 119.7 n
C5 C6 F1 117.59(18) n
C5 C6 C7 123.09(19) n
F1 C6 C7 119.28(18) n
N2 C7 C8 120.68(18) n
N2 C7 C6 123.39(18) n
C8 C7 C6 115.94(18) n
C9 C8 C7 122.00(18) n
C9 C8 H8 119.0 n
C7 C8 H8 119.0 n
C8 C9 N1 120.67(17) n
C8 C9 C4 120.39(18) n
N1 C9 C4 118.92(17) n
N1 C10 C11 111.6(2) n
N1 C10 H10A 109.3 n
C11 C10 H10A 109.3 n
N1 C10 H10B 109.3 n
C11 C10 H10B 109.3 n
H10A C10 H10B 108.0 n
C10 C11 H11A 109.5 n
C10 C11 H11B 109.5 n
H11A C11 H11B 109.5 n
C10 C11 H11C 109.5 n
H11A C11 H11C 109.5 n
H11B C11 H11C 109.5 n
O2 C12 O1 121.0(2) n
O2 C12 C2 124.1(2) n
O1 C12 C2 114.9(2) n
N2 C13 C14 110.33(18) n
N2 C13 H13A 109.6 n
C14 C13 H13A 109.6 n
N2 C13 H13B 109.6 n
C14 C13 H13B 109.6 n
H13A C13 H13B 108.1 n
N3 C14 C13 111.74(17) n
N3 C14 H14A 109.3 n
C13 C14 H14A 109.3 n
N3 C14 H14B 109.3 n
C13 C14 H14B 109.3 n
H14A C14 H14B 107.9 n
N3 C15 C16 109.51(16) n
N3 C15 H15A 109.8 n
C16 C15 H15A 109.8 n
N3 C15 H15B 109.8 n
C16 C15 H15B 109.8 n
H15A C15 H15B 108.2 n
N2 C16 C15 111.29(17) n
N2 C16 H16A 109.4 n
C15 C16 H16A 109.4 n
N2 C16 H16B 109.4 n
C15 C16 H16B 109.4 n
H16A C16 H16B 108.0 n
N3 C17 H17A 109.5 n
N3 C17 H17B 109.5 n
H17A C17 H17B 109.5 n
N3 C17 H17C 109.5 n
H17A C17 H17C 109.5 n
H17B C17 H17C 109.5 n
S1 C18 H18A 109.5 n
S1 C18 H18B 109.5 n
H18A C18 H18B 109.5 n
S1 C18 H18C 109.5 n
H18A C18 H18C 109.5 n
H18B C18 H18C 109.5 n
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
S1 O5 . 1.444(2) y
S1 O4 . 1.444(2) y
S1 O6 . 1.462(2) y
S1 C18 . 1.754(2) y
F1 C6 . 1.360(2) y
O1 C12 . 1.322(3) y
O1 H1 . .8200 n
O2 C12 . 1.206(3) y
O3 C3 . 1.264(2) y
N1 C1 . 1.336(3) y
N1 C9 . 1.401(3) y
N1 C10 . 1.475(3) y
N2 C7 . 1.370(3) y
N2 C16 . 1.453(2) y
N2 C13 . 1.457(3) y
N3 C17 . 1.488(3) y
N3 C14 . 1.490(3) y
N3 C15 . 1.494(2) y
N3 H3 . .9100 n
C1 C2 . 1.369(3) n
C1 H1A . .9300 n
C2 C3 . 1.427(3) n
C2 C12 . 1.480(3) n
C3 C4 . 1.442(3) n
C4 C9 . 1.404(3) n
C4 C5 . 1.406(3) n
C5 C6 . 1.352(3) n
C5 H5 . .9300 n
C6 C7 . 1.415(3) n
C7 C8 . 1.395(3) n
C8 C9 . 1.392(3) n
C8 H8 . .9300 n
C10 C11 . 1.503(4) n
C10 H10A . .9700 n
C10 H10B . .9700 n
C11 H11A . .9600 n
C11 H11B . .9600 n
C11 H11C . .9600 n
C13 C14 . 1.507(3) n
C13 H13A . .9700 n
C13 H13B . .9700 n
C14 H14A . .9700 n
C14 H14B . .9700 n
C15 C16 . 1.504(3) n
C15 H15A . .9700 n
C15 H15B . .9700 n
C16 H16A . .9700 n
C16 H16B . .9700 n
C17 H17A . .9600 n
C17 H17B . .9600 n
C17 H17C . .9600 n
C18 H18A . .9600 n
C18 H18B . .9600 n
C18 H18C . .9600 n
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
N3 H3 O6 2_667 .91 1.87 2.739(2) 159
O1 H1 O3 . .82 1.76 2.523(2) 155
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
C9 N1 C1 C2 -1.4(3) n
C10 N1 C1 C2 175.1(2) n
N1 C1 C2 C3 -.2(3) n
N1 C1 C2 C12 178.1(2) n
C1 C2 C3 O3 -179.2(2) n
C12 C2 C3 O3 2.5(3) n
C1 C2 C3 C4 1.7(3) n
C12 C2 C3 C4 -176.58(19) n
O3 C3 C4 C9 179.21(19) n
C2 C3 C4 C9 -1.7(3) n
O3 C3 C4 C5 -1.4(3) n
C2 C3 C4 C5 177.73(18) n
C9 C4 C5 C6 .1(3) n
C3 C4 C5 C6 -179.34(19) n
C4 C5 C6 F1 -176.39(17) n
C4 C5 C6 C7 1.4(3) n
C16 N2 C7 C8 -31.1(3) n
C13 N2 C7 C8 157.9(2) n
C16 N2 C7 C6 148.9(2) n
C13 N2 C7 C6 -22.1(3) n
C5 C6 C7 N2 177.8(2) n
F1 C6 C7 N2 -4.4(3) n
C5 C6 C7 C8 -2.2(3) n
F1 C6 C7 C8 175.57(17) n
N2 C7 C8 C9 -178.43(19) n
C6 C7 C8 C9 1.6(3) n
C7 C8 C9 N1 178.33(18) n
C7 C8 C9 C4 -.2(3) n
C1 N1 C9 C8 -177.15(19) n
C10 N1 C9 C8 6.4(3) n
C1 N1 C9 C4 1.4(3) n
C10 N1 C9 C4 -175.06(19) n
C5 C4 C9 C8 -.7(3) n
C3 C4 C9 C8 178.72(18) n
C5 C4 C9 N1 -179.24(17) n
C3 C4 C9 N1 .2(3) n
C1 N1 C10 C11 -98.8(2) n
C9 N1 C10 C11 77.6(3) n
C1 C2 C12 O2 1.4(4) n
C3 C2 C12 O2 179.7(2) n
C1 C2 C12 O1 -178.4(2) n
C3 C2 C12 O1 -.1(3) n
C7 N2 C13 C14 -132.3(2) n
C16 N2 C13 C14 55.9(3) n
C17 N3 C14 C13 -178.93(17) n
C15 N3 C14 C13 56.1(2) n
N2 C13 C14 N3 -55.2(2) n
C17 N3 C15 C16 178.34(16) n
C14 N3 C15 C16 -56.6(2) n
C7 N2 C16 C15 129.6(2) n
C13 N2 C16 C15 -58.3(2) n
N3 C15 C16 N2 58.1(2) n
