#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/41/2004113.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_2004113
loop_
_publ_author_name
'Krishnaiah, M.'
'Jagadeesh Kumar, N.'
'Bhaskar Reddy, D.'
'Muralidhar Reddy, M.'
'Soriano, M.'
'Chen, Y.-S.'
'Narasinga Rao, S.'
_publ_section_title
;
 Methyl 6-Benzoyl-3,5-diphenyl-1,4-thiomorpholine-2-carboxylate
 1,1-Dioxide
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2426
_journal_page_last               2428
_journal_paper_doi               10.1107/S010827019500583X
_journal_volume                  51
_journal_year                    1995
_chemical_formula_sum            'C25 H23 N O5 S'
_chemical_formula_weight         449.55
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90
_cell_angle_beta                 110.5(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.989(4)
_cell_length_b                   20.086(3)
_cell_length_c                   11.058(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293
_cell_measurement_theta_max      22.5
_cell_measurement_theta_min      10
_cell_volume                     2286(5)
_computing_data_collection       'Nonius CAD-4 diffractometer'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_structure_solution    'SHELXTL/PC (Sheldrick, 1990)'
_diffrn_measurement_device       CAD-4
_diffrn_measurement_method       'ω/2θ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0221
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4461
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        <2
_diffrn_standards_interval_count 100
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.169
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_density_meas      1.30
_exptl_crystal_density_method    flotation
_exptl_crystal_description       needle
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.15
_refine_diff_density_min         0.06
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.46
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     289
_refine_ls_number_reflns         3199
_refine_ls_R_factor_obs          0.056
_refine_ls_shift/esd_max         0.52
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(Fₒ)+0.003Fₒ²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.073
_reflns_number_observed          3200
_reflns_number_total             3200
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            cr1183.cif
_cod_data_source_block           cr1183a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value ' 1/[\s^2^(F~o~)+0.003F~o~^2^]'
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^(F~o~)+0.003F~o~^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2287.(2)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2004113
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2+x,1/2-y,1/2+z
-x,-y,-z
1/2-x,1/2+y,1/2-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
S(1) .0561(1) .4477(1) .7666(1) .041(1)
O(1) .1093(2) .4030(1) .6971(2) .058(1)
O(2) .1252(2) .4573(1) .9016(2) .054(1)
O(3) -.0844(3) .3551(1) .9221(2) .074(1)
O(4) .1747(2) .5536(1) .5809(2) .058(1)
O(5) .2230(2) .5835(1) .7867(2) .063(1)
N -.1738(2) .5414(1) .7320(2) .043(1)
C(1) -.1086(3) .4237(1) .7419(2) .038(1)
C(2) -.1741(3) .4778(1) .7969(2) .040(1)
C(3) -.0463(3) .5718(1) .7532(2) .040(1)
C(4) .0253(3) .5268(1) .6866(2) .039(1)
C(5) -.1039(3) .3562(1) .8070(3) .049(1)
C(6) -.1231(3) .2938(2) .7309(3) .055(1)
C(7) -.0982(4) .2343(2) .7997(5) .075(2)
C(8) -.1167(5) .1752(2) .7391(6) .092(2)
C(9) -.1666(5) .1729(2) .6054(7) .106(3)
C(10) -.1870(7) .2305(3) .5356(6) .122(3)
C(11) -.1638(5) .2923(2) .6007(4) .093(2)
C(12) -.3994(3) .4475(2) .6472(3) .057(1)
C(13) -.5299(3) .4331(2) .6233(3) .065(1)
C(14) -.5746(3) .4313(2) .7249(4) .062(1)
C(15) -.4931(3) .4437(2) .8475(4) .063(1)
C(16) -.3610(3) .4577(2) .8737(3) .050(1)
C(17) -.3149(3) .4598(1) .7722(3) .040(1)
C(18) -.0688(3) .6411(1) .6948(3) .044(1)
C(19) -.1359(4) .6493(2) .5649(3) .059(1)
C(20) -.1644(5) .7129(2) .5122(4) .081(2)
C(21) -.1260(6) .7673(2) .5886(4) .091(2)
C(22) -.0576(5) .7595(2) .7179(4) .094(2)
C(23) -.0273(5) .6963(2) .7716(4) .074(2)
C(24) .1494(3) .5555(1) .6771(3) .044(1)
C(25) .3393(4) .6160(2) .7854(4) .075(2)
H -.222 .576 .759 .05
H(1) -.142 .421 .648 .05
H(2) -.121 .479 .896 .05
H(3) .007 .577 .847 .05
H(4) -.033 .515 .594 .05
H(7) -.074 .236 .909 .05
H(8) -.107 .126 .780 .05
H(9) -.188 .121 .567 .05
H(10) -.181 .239 .438 .05
H(11) -.181 .337 .549 .05
H(12) -.377 .452 .566 .05
H(13) -.585 .423 .527 .05
H(14) -.665 .424 .720 .05
H(15) -.517 .442 .924 .05
H(16) -.302 .465 .967 .05
H(19) -.175 .605 .506 .05
H(20) -.216 .716 .417 .05
H(21) -.136 .818 .557 .05
H(22) -.025 .801 .773 .05
H(23) .027 .688 .871 .05
H(25a) .386 .634 .869 .05
H(25b) .317 .651 .722 .05
H(25c) .393 .584 .763 .05
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
O(1) S(1) O(2) 118.50(10) yes
O(2) S(1) C(1) 109.40(10) yes
O(2) S(1) C(4) 109.50(10) yes
C(24) O(5) C(25) 116.2(3) yes
S(1) C(1) C(2) 109.6(2) yes
C(2) C(1) C(5) 112.5(3) yes
N C(2) C(17) 107.3(2) yes
N C(3) C(4) 107.3(2) yes
C(4) C(3) C(18) 111.6(3) yes
S(1) C(4) C(24) 110.6(2) yes
O(3) C(5) C(1) 118.3(3) yes
C(1) C(5) C(6) 120.6(3) yes
C(5) C(6) C(11) 123.5(3) yes
C(6) C(7) C(8) 121.3(4) yes
C(8) C(9) C(10) 120.0(5) yes
C(6) C(11) C(10) 119.8(4) yes
C(12) C(13) C(14) 119.3(3) yes
C(14) C(15) C(16) 120.9(4) yes
C(2) C(17) C(12) 120.3(3) yes
C(12) C(17) C(16) 119.6(3) yes
C(3) C(18) C(23) 120.5(2) yes
C(18) C(19) C(20) 120.4(3) yes
C(20) C(21) C(22) 119.6(4) yes
C(18) C(23) C(22) 119.7(3) yes
O(4) C(24) C(4) 123.2(2) yes
O(1) S(1) C(1) 109.20(10) yes
O(1) S(1) C(4) 109.40(10) yes
C(1) S(1) C(4) 99.00(10) yes
C(2) N C(3) 116.7(2) yes
S(1) C(1) C(5) 107.5(2) yes
N C(2) C(1) 109.8(2) yes
C(1) C(2) C(17) 110.4(2) yes
N C(3) C(18) 108.0(2) yes
S(1) C(4) C(3) 108.9(2) yes
C(3) C(4) C(24) 115.6(2) yes
O(3) C(5) C(6) 121.1(3) yes
C(5) C(6) C(7) 117.0(3) yes
C(7) C(6) C(11) 119.5(3) yes
C(7) C(8) C(9) 119.7(4) yes
C(9) C(10) C(11) 119.5(5) yes
C(13) C(12) C(17) 120.6(3) yes
C(13) C(14) C(15) 120.7(3) yes
C(15) C(16) C(17) 119.0(3) yes
C(2) C(17) C(16) 120.1(2) yes
C(3) C(18) C(19) 120.1(2) yes
C(19) C(18) C(23) 119.3(3) yes
C(19) C(20) C(21) 120.3(3) yes
C(21) C(22) C(23) 120.7(4) yes
O(4) C(24) O(5) 124.93(3) yes
O(5) C(24) C(4) 111.9(3) yes
S(1) C(1) H(1) 99.2(2) no
S(1) C(4) H(4) 103.4(2) no
O(5) C(25) H(25a) 109.8(3) no
O(5) C(25) H(25b) 109.8(3) no
O(5) C(25) H(25c) 109.1(3) no
N C(2) H(2) 113.4(2) no
N C(3) H(3) 112.8(2) no
C(2) N H 112.0(2) no
C(3) N H 104.1(2) no
C(1) C(2) H(2) 105.3(2) no
C(2) C(1) H(1) 114.0(2) no
C(5) C(1) H(1) 113.0(2) no
C(17) C(2) H(2) 110.7(2) no
C(3) C(4) H(4) 111.5(2) no
C(4) C(3) H(3) 110.1(2) no
C(18) C(3) H(3) 107.1(2) no
C(24) C(4) H(4) 106.3(2) no
C(6) C(7) H(7) 118.7(3) no
C(6) C(11) H(11) 119.5(3) no
C(7) C(8) H(8) 128.8(4) no
C(8) C(7) H(7) 119.5(3) no
C(8) C(9) H(9) 112.8(4) no
C(9) C(8) H(8) 111.2(4) no
(9) C(10) H(10) 128.5(5) no
C(10) C(9) H(9) 127.2(4) no
C(10) C(11) H(11) 120.7(3) no
C(11) C(10) H(10) 107.3(4) no
C(12) C(13) H(13) 115.1(3) no
C(13) C(12) H(12) 113.8(3) no
C(17) C(12) H(12) 125.4(3) no
C(13) C(14) H(14) 126.9(3) no
C(14) C(13) H(13) 125.6(3) no
C(14) C(15) H(15) 125.3(3) no
C(15) C(14) H(14) 112.3(3) no
C(15) C(16) H(16) 118.8(3) no
C(16) C(15) H(15) 113.8(3) no
C(17) C(16) H(16) 122.2(3) no
C(18) C(19) H(19) 118.5(3) no
C(18) C(23) H(23) 117.2(3) no
C(19) C(20) H(20) 117.1(3) no
C(20) C(19) H(19) 120.8(3) no
C(20) C(21) H(21) 126.2(3) no
C(21) C(20) H(20) 122.7(3) no
C(21) C(22) H(22) 118.6(3) no
C(22) C(21) H(21) 113.9(3) no
C(22) C(23) H(23) 123.2(3) no
C(23) C(22) H(21) 149.0(4) no
C(23) C(22) H(22) 120.6(3) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S(1) O(1) 1.433(3) yes
S(1) C(1) 1.798(3) yes
O(3) C(5) 1.215(4) yes
O(5) C(24) 1.324(3) yes
N C(2) 1.466(4) yes
C(1) C(2) 1.543(4) yes
C(2) C(17) 1.518(4) yes
C(3) C(18) 1.517(4) yes
C(5) C(6) 1.483(4) yes
C(6) C(11) 1.350(6) yes
C(8) C(9) 1.385(9) yes
C(10) C(11) 1.412(7) yes
C(12) C(17) 1.391(4) yes
C(14) C(15) 1.360(5) yes
C(16) C(17) 1.384(5) yes
C(18) C(23) 1.375(4) yes
C(20) C(21) 1.356(6) yes
C(22) C(23) 1.391(5) yes
S(1) O(2) 1.431(2) yes
S(1) C(4) 1.793(3) yes
O(4) C(24) 1.190(4) yes
O(5) C(25) 1.440(5) yes
N C(3) 1.470(4) yes
C(1) C(5) 1.527(4) yes
C(3) C(4) 1.543(4) yes
C(4) C(24) 1.518(4) yes
C(6) C(7) 1.391(5) yes
C(7) C(8) 1.344(6) yes
C(9) C(10) 1.365(8) yes
C(12) C(13) 1.394(5) yes
C(13) C(14) 1.376(6) yes
C(15) C(16) 1.406(5) yes
C(18) C(19) 1.375(4) yes
C(19) C(20) 1.394(5) yes
C(21) C(22) 1.371(6) yes
N H 0.982(2) no
C(1) H(1) 0.974(2) no
C(2) H(2) 1.046(2) no
C(3) H(3) 1.002(2) no
C(4) H(4) 1.027(2) no
C(7) H(7) 1.143(5) no
C(8) H(8) 1.076(5) no
C(9) H(9) 1.119(5) no
C(10) H(10) 1.117(7) no
C(11) H(11) 1.045(4) no
C(12) H(12) 1.015(4) no
C(13) H(13) 1.044(3) no
C(14) H(14) 0.987(4) no
C(15) H(15) 0.970(5) no
C(16) H(16) 1.018(3) no
C(19) H(19) 1.097(4) no
C(20) H(20) 1.007(4) no
C(21) H(21) 1.070(4) no
C(22) H(22) 1.020(4) no
C(23) H(23) 1.064(4) no
C(25) H(25a) 0.957(4) no
C(25) H(25b) 0.962(4) no
C(25) H(25c) 0.962(5) no
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
S(1) C(1) C(2) N 59.6(2) no
C(1) C(2) N C(3) -65.5(2) no
C(2) N C(3) C(4) 67.9(2) no
N C(3) C(4) S(1) 65.0(2) no
C(3) C(4) S(1) C(1) 59.4(2) no
C(4) S(1) C(1) C(2) -56.3(2) no
S(1) C(4) C(24) O(4) 101.6(3) no
S(1) C(1) C(5) C(6) -96.6(2) no
S(1) C(4) C(24) O(5) -79.7(2) no
S(1) C(1) C(5) O(3) 83.5(3) no
S(1) C(4) C(3) C(18) 176.8(2) no
C(1) C(5) C(6) C(11) -10.0(4) no
C(1) C(5) C(6) C(7) 170.6(3) no
C(1) C(2) C(17) C(12) -56.0(3) no
C(1) C(2) C(17) C(16) 126.1(3) no
C(1) S(1) C(4) C(24) -172.6(2) no
C(2) C(1) C(5) O(3) 37.2(3) no
C(2) C(1) C(5) C(6) 142.6(2) no
C(2) C(1) S(1) O(2) 58.2(2) no
C(2) C(1) S(1) O(1) -170.6(2) no
C(2) N C(3) C(18) -171.7(2) no
C(2) C(17) C(12) C13 -177.9(3) no
C(2) C(17) C(16) C(15) 177.3(3) no
N C(2) C(1) C(5) 179.2(2) no
N C(2) C(17) C(16) -114.2(3) no
N C(2) C(17) C(12) 63.6(3) no
N C(3) C(4) C(24) 169.8(2) no
N C(3) C(18) C(19) -60.6(3) no
N C(3) C(18) C(23) 116.7(3) no
C(3) C(4) S(1) O(1) 173.6(2) no
C(3) C(4) S(1) O(2) -55.0(2) no
C(3) C(18) C(19) C(20) 175.7(3) no
C(3) C(18) C(23) C(22) -175.1(3) no
C(3) N C(2) C(17) 174.4(2) no
C(4) C(24) O(5) C(25) -176.2(2) no
C(4) S(1) C(1) C(5) 178.9(2) no
C(4) C(3) C(18) C(19) 57.1(3) no
C(4) C(3) C(18) C(23) -125.6(3) no
O(3) C(5) C(6) C(11) 169.9(3) no
O(3) C(5) C(6) C(7) -9.6(4) no
C(5) C(6) C(11) C(10) -176.2(4) no
C(5) C(6) C(7) C(8) 177.9(4) no
C(5) C(1) S(1) O(2) -64.3(2) no
C(5) C(1) S(1) O(1) 66.8(2) no
C(6) C(7) C(8) C(9) -2.7(7) no
C(7) C(8) C(9) C(10) 5.2(7) no
C(8) C(9) C(10) C(11) -3.5(8) no
C(9) C(10) C(11) C(6) -0.7(7) no
C(17) C(12) C(13) C(14) 0.1(5) no
C(12) C(13) C(14) C(15) 0.3(5) no
C(13) C(14) C(15) C(16) -0.9(5) no
C(14) C(15) C(16) C(17) 1.0(5) no
C(15) C(16) C(17) C(12) -0.6(4) no
C(16) C(17) C(12) C(13) 0.0(4) no
C(18) C(19) C(20) C(21) -0.1(6) no
C(19) C(20) C(21) C(22) -0.7(6) no
C(20) C(21) C(22) C(23) 0.1(6) no
C(21) C(22) C(23) C(18) 1.4(6) no
C(22) C(23) C(18) C(19) 2.2(5) no
C(23) C(18) C(19) C(20) 1.6(5) no
C(24) C(4) S(1) O(1) -58.4(2) no
C(24) C(4) S(1) O(2) 73.1(2) no
C(25) O(5) C(24) O(4) 2.5(4) no
