#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/59/2005968.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_2005968
loop_
_publ_author_name
'Kumaradhas, P.'
'Nirmala, K. A.'
_publ_section_title
;(+-)-2-[Hydroxy(4-methoxyphenyl)methyl]-2H-1,4-benzothiazin-3(4H)-one
 Hydrate
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              313
_journal_page_last               315
_journal_paper_doi               10.1107/S0108270196011857
_journal_volume                  53
_journal_year                    1997
_chemical_formula_moiety         'C16 H15 N O3 S,H2 O '
_chemical_formula_sum            'C16 H17 N O4 S'
_chemical_formula_weight         319.37
_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_type_scat_source           'SHELXL-93 (Sheldrick, 1993)'
_cell_angle_alpha                90.00
_cell_angle_beta                 102.46(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.050(6)
_cell_length_b                   5.612(2)
_cell_length_c                   23.795(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    294
_cell_measurement_theta_max      14
_cell_measurement_theta_min      8
_cell_volume                     1571.2(10)
_computing_cell_refinement       'CAD-4 Software'
_computing_data_collection       'CAD-4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction
'NRCVAX DATRD2 (Gabe, Le Page, White & Lee, 1989)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976) in NRCVAX'
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_measurement_device       Enraf-Nonius
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7093
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2375
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        <2
_diffrn_standards_interval_time  60
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.223
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_density_meas      1.345
_exptl_crystal_density_method    'flotation in xylene-CCl~4~ mixture'
_exptl_crystal_description       Needle
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.17
_refine_diff_density_min         -0.27
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.13
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     267
_refine_ls_number_reflns         2375
_refine_ls_R_factor_obs          0.050
_refine_ls_shift/esd_max         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0466P)²+0.7290P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.094
_reflns_number_observed          1578
_reflns_number_total             2375
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            bk1267.cif
_cod_data_source_block           k615
_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

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 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'None' changed to
'none' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0466P)^2^+0.7290P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(Fo^2^)+(0.0466P)^2^+0.7290P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1571.2(9)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2005968
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x,1/2-y,1/2+z
-x,-1/2+y,-1/2-z
loop_
_atom_site_label
_atom_site_occupancy
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_type_symbol
C(1) 1 0.3707(3) -0.1380(8) 0.1503(2) 0.0631(11) Uani d C
C(2) 1 0.4296(3) 0.0510(6) 0.13291(13) 0.0469(8) Uani d C
C(3) 1 0.4193(2) 0.0900(6) 0.07428(12) 0.0406(7) Uani d C
C(4) 1 0.3490(3) -0.0524(6) 0.03503(15) 0.0507(9) Uani d C
C(5) 1 0.2889(3) -0.2354(7) 0.0529(2) 0.0629(10) Uani d C
C(6) 1 0.3003(4) -0.2774(9) 0.1107(2) 0.0726(12) Uani d C
S(7) 1 0.51281(8) 0.2452(2) 0.18285(3) 0.0611(3) Uani d S
C(8) 1 0.6221(3) 0.3032(6) 0.14342(13) 0.0490(9) Uani d C
C(9) 1 0.6998(3) 0.0850(6) 0.14310(12) 0.0424(8) Uani d C
O(10) 1 0.7704(2) 0.1441(5) 0.10452(9) 0.0559(7) Uani d O
C(11) 1 0.7680(2) 0.0331(5) 0.20294(12) 0.0389(7) Uani d C
C(12) 1 0.8613(3) 0.1702(6) 0.22688(13) 0.0465(9) Uani d C
C(13) 1 0.9238(3) 0.1269(7) 0.28159(14) 0.0503(9) Uani d C
C(14) 1 0.8940(2) -0.0593(6) 0.31299(13) 0.0427(8) Uani d C
C(15) 1 0.8016(3) -0.1992(6) 0.29022(14) 0.0481(8) Uani d C
C(16) 1 0.7391(3) -0.1500(6) 0.23560(14) 0.0453(8) Uani d C
O(17) 1 0.9610(2) -0.0894(5) 0.36715(9) 0.0624(7) Uani d O
C(18) 1 0.9391(5) -0.2907(12) 0.3999(2) 0.085(2) Uani d C
C(19) 1 0.5695(3) 0.3929(6) 0.08361(13) 0.0465(8) Uani d C
O(20) 1 0.6102(2) 0.5648(4) 0.06268(9) 0.0583(6) Uani d O
N(21) 1 0.4780(2) 0.2772(5) 0.05461(11) 0.0460(7) Uani d N
O(W) 1 0.8444(3) -0.3016(6) 0.0797(2) 0.0830(10) Uani d O
H(1) 1 0.3796(27) -0.1684(61) 0.1922(15) 0.067(10) Uiso d H
H(4) 1 0.3472(23) -0.0195(54) -0.0048(13) 0.047(8) Uiso d H
H(5) 1 0.2401(31) -0.3408(69) 0.0238(16) 0.085(13) Uiso d H
H(6) 1 0.2616(32) -0.4143(79) 0.1226(17) 0.093(14) Uiso d H
H(8) 1 0.6682(25) 0.4295(60) 0.1602(13) 0.054(10) Uiso d H
H(9) 1 0.6519(22) -0.0537(51) 0.1291(11) 0.033(7) Uiso d H
H(10) 1 0.8017(32) 0.0140(77) 0.0988(16) 0.078(15) Uiso d H
H(12) 1 0.8845(23) 0.2941(52) 0.2076(12) 0.040(9) Uiso d H
H(13) 1 0.9890(25) 0.2178(54) 0.2971(13) 0.051(9) Uiso d H
H(15) 1 0.7845(27) -0.3294(64) 0.3093(14) 0.063(11) Uiso d H
H(16) 1 0.6759(26) -0.2416(59) 0.2228(13) 0.058(10) Uiso d H
H(18A) 1 0.8588(42) -0.2817(87) 0.4065(20) 0.122(18) Uiso d H
H(18B) 1 0.9451(40) -0.4347(95) 0.3789(20) 0.118(21) Uiso d H
H(18C) 1 0.9978(37) -0.2778(79) 0.4344(20) 0.110(15) Uiso d H
H(21) 1 0.4537(25) 0.3163(57) 0.0214(14) 0.047(10) Uiso d H
H(W1) 1 0.7812(45) -0.3813(99) 0.0771(22) 0.129(22) Uiso d H
H(W2) 1 0.8880(42) -0.3816(98) 0.0970(22) 0.113(24) Uiso d H
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
C(6) C(1) C(2) 120.9(3) yes
C(6) C(1) H(1) 121.(2) ?
C(2) C(1) H(1) 119.(2) ?
C(1) C(2) C(3) 118.6(3) yes
C(1) C(2) S(7) 121.7(3) yes
C(3) C(2) S(7) 119.7(3) yes
C(4) C(3) C(2) 119.9(3) yes
C(4) C(3) N(21) 119.4(3) yes
C(2) C(3) N(21) 120.7(3) yes
C(3) C(4) C(5) 120.9(3) yes
C(3) C(4) H(4) 116.0(18) ?
C(5) C(4) H(4) 123.1(18) ?
C(6) C(5) C(4) 119.5(4) yes
C(6) C(5) H(5) 121.(2) ?
C(4) C(5) H(5) 120.(2) ?
C(1) C(6) C(5) 120.2(4) yes
C(1) C(6) H(6) 121.(2) ?
C(5) C(6) H(6) 118.(2) ?
C(19) C(8) C(9) 113.0(3) yes
C(19) C(8) S(7) 110.2(2) yes
C(9) C(8) S(7) 111.8(2) yes
C(19) C(8) H(8) 103.8(19) ?
C(9) C(8) H(8) 107.4(19) ?
S(7) C(8) H(8) 110.3(19) ?
O(10) C(9) C(11) 112.1(2) yes
O(10) C(9) C(8) 105.5(3) yes
C(11) C(9) C(8) 110.8(2) yes
O(10) C(9) H(9) 110.8(15) ?
C(11) C(9) H(9) 109.0(15) ?
C(8) C(9) H(9) 108.5(15) ?
C(16) C(11) C(12) 117.8(3) yes
C(16) C(11) C(9) 121.6(3) yes
C(12) C(11) C(9) 120.7(3) yes
C(13) C(12) C(11) 121.5(3) yes
C(13) C(12) H(12) 116.5(18) ?
C(11) C(12) H(12) 122.0(18) ?
C(14) C(13) C(12) 119.6(3) yes
C(14) C(13) H(13) 119.4(18) ?
C(12) C(13) H(13) 120.9(18) ?
C(15) C(14) O(17) 124.1(3) yes
C(15) C(14) C(13) 120.2(3) yes
O(17) C(14) C(13) 115.7(3) yes
C(14) C(15) C(16) 119.2(3) yes
C(14) C(15) H(15) 121.(2) ?
C(16) C(15) H(15) 120.(2) ?
C(11) C(16) C(15) 121.8(3) yes
C(11) C(16) H(16) 122.(2) ?
C(15) C(16) H(16) 117.(2) ?
O(17) C(18) H(18A) 110.(3) ?
O(17) C(18) H(18B) 110.(3) ?
H(18A) C(18) H(18B) 108.(4) ?
O(17) C(18) H(18C) 103.(3) ?
H(18A) C(18) H(18C) 115.(4) ?
H(18B) C(18) H(18C) 113.(4) ?
O(20) C(19) N(21) 121.8(3) yes
O(20) C(19) C(8) 121.2(3) yes
N(21) C(19) C(8) 117.1(3) yes
C(19) N(21) C(3) 127.7(3) yes
C(19) N(21) H(21) 117.(2) ?
C(3) N(21) H(21) 115.(2) ?
C(9) O(10) H(10) 105.(3) ?
C(14) O(17) C(18) 118.0(3) yes
H(W1) O(W) H(W2) 103.(5) ?
C(2) S(7) C(8) 97.7(2) yes
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
C(1) C(6) . 1.368(6) yes
C(1) C(2) . 1.387(5) yes
C(1) H(1) . 1.00(3) ?
C(2) C(3) . 1.391(4) yes
C(2) S(7) . 1.758(3) yes
C(3) C(4) . 1.374(4) yes
C(3) N(21) . 1.402(4) yes
C(4) C(5) . 1.375(5) yes
C(4) H(4) . 0.96(3) ?
C(5) C(6) . 1.374(5) yes
C(5) H(5) . 1.00(4) ?
C(6) H(6) . 0.97(4) ?
C(8) C(19) . 1.514(4) yes
C(8) C(9) . 1.543(4) yes
C(8) S(7) . 1.804(4) yes
C(8) H(8) . 0.94(3) ?
C(9) O(10) . 1.418(4) yes
C(9) C(11) . 1.510(4) yes
C(9) H(9) . 0.98(3) ?
C(11) C(16) . 1.378(4) yes
C(11) C(12) . 1.380(4) yes
C(12) C(13) . 1.378(4) yes
C(12) H(12) . 0.91(3) ?
C(13) C(14) . 1.376(4) yes
C(13) H(13) . 0.94(3) ?
C(14) C(15) . 1.375(4) yes
C(14) O(17) . 1.375(3) yes
C(15) C(16) . 1.382(4) yes
C(15) H(15) . 0.91(3) ?
C(16) H(16) . 0.91(3) ?
C(18) O(17) . 1.429(5) yes
C(18) H(18A) . 1.01(5) ?
C(18) H(18B) . 0.96(5) ?
C(18) H(18C) . 0.96(5) ?
C(19) O(20) . 1.234(4) yes
C(19) N(21) . 1.337(4) yes
N(21) H(21) . 0.81(3) ?
O(10) H(10) . 0.85(4) ?
O(W) H(W1) . 0.87(5) ?
O(W) H(W2) . 0.74(5) ?
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
C(6) C(1) C(2) C(3) -2.7(5) ?
C(6) C(1) C(2) S(7) 175.5(3) ?
C(1) C(2) C(3) C(4) 2.1(5) ?
S(7) C(2) C(3) C(4) -176.1(2) ?
C(1) C(2) C(3) N(21) -179.4(3) ?
S(7) C(2) C(3) N(21) 2.4(4) yes
C(2) C(3) C(4) C(5) -0.6(5) ?
N(21) C(3) C(4) C(5) -179.1(3) ?
C(3) C(4) C(5) C(6) -0.5(6) ?
C(2) C(1) C(6) C(5) 1.6(6) ?
C(4) C(5) C(6) C(1) 0.0(6) ?
C(19) C(8) C(9) O(10) 47.2(4) ?
S(7) C(8) C(9) O(10) 172.1(2) yes
C(19) C(8) C(9) C(11) 168.7(3) yes
S(7) C(8) C(9) C(11) -66.4(3) ?
O(10) C(9) C(11) C(16) -139.7(3) ?
C(8) C(9) C(11) C(16) 102.7(4) ?
O(10) C(9) C(11) C(12) 40.8(4) ?
C(8) C(9) C(11) C(12) -76.7(4) ?
C(16) C(11) C(12) C(13) -0.1(5) ?
C(9) C(11) C(12) C(13) 179.4(3) ?
C(11) C(12) C(13) C(14) 1.0(5) ?
C(12) C(13) C(14) C(15) -0.9(5) ?
C(12) C(13) C(14) O(17) -180.0(3) ?
O(17) C(14) C(15) C(16) 178.9(3) ?
C(13) C(14) C(15) C(16) -0.2(5) ?
C(12) C(11) C(16) C(15) -1.0(5) ?
C(9) C(11) C(16) C(15) 179.6(3) ?
C(14) C(15) C(16) C(11) 1.1(5) ?
C(9) C(8) C(19) O(20) -98.9(4) yes
S(7) C(8) C(19) O(20) 135.2(3) ?
C(9) C(8) C(19) N(21) 80.8(4) ?
S(7) C(8) C(19) N(21) -45.1(4) yes
O(20) C(19) N(21) C(3) -175.8(3) ?
C(8) C(19) N(21) C(3) 4.5(5) yes
C(4) C(3) N(21) C(19) -161.3(3) ?
C(2) C(3) N(21) C(19) 20.3(5) yes
C(15) C(14) O(17) C(18) 5.5(5) ?
C(13) C(14) O(17) C(18) -175.4(4) ?
C(1) C(2) S(7) C(8) 146.2(3) ?
C(3) C(2) S(7) C(8) -35.7(3) yes
C(19) C(8) S(7) C(2) 54.7(3) yes
C(9) C(8) S(7) C(2) -71.8(2) ?
