#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/93/2009389.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_2009389
loop_
_publ_author_name
'Kim, M.-J.'
'Lee, Y.-B.'
'Kim, D.-W.'
'Lim, S.-S.'
'Lee, J.-H.'
'Ryu, B.-Y.'
'Suh, I.-H.'
_publ_section_title
;
 Structure of
 2-(1-acetoxy-2-fluoropropyl)-N-tert-butylbenzenesulfonamide
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              103
_journal_page_last               106
_journal_paper_doi               10.1107/S0108270193005372
_journal_volume                  50
_journal_year                    1994
_chemical_formula_sum            'C15 H22 F N O4 S'
_chemical_formula_weight         331.4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 106.51(5)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   13.693(6)
_cell_length_b                   14.731(15)
_cell_length_c                   8.737(5)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    299
_cell_measurement_theta_max      15
_cell_measurement_theta_min      10
_cell_volume                     1690(2)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2549
_diffrn_reflns_theta_max         24
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.74
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_density_meas      1.3
_exptl_crystal_description       needle
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.481
_refine_diff_density_min         -0.349
_refine_ls_goodness_of_fit_obs   3.5233
_refine_ls_hydrogen_treatment    refU
_refine_ls_number_parameters     224
_refine_ls_number_reflns         2337
_refine_ls_R_factor_obs          0.0598
_refine_ls_shift/esd_max         0.076
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F)+0.00034F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0670
_reflns_number_observed          2337
_reflns_number_total             2549
_reflns_observed_criterion       F>3\s(F)
_cod_data_source_file            hl1027.cif
_cod_data_source_block           hl1027_stucture_1_of_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/[\s^2^(F)+0.00034F^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)+0.00034F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1690.0(10)
_cod_original_sg_symbol_H-M      'P 21/a'
_cod_original_formula_sum        'C15 H22 F1 N1 O4 S1'
_cod_database_code               2009389
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
S .21760(10) .3425 .72510(10) .040
F .0756(2) .66060(10) .8577(3) .083
O(1) .2426(2) .63660(10) .7567(3) .052
O(2) .3216(2) .5628(2) .6045(4) .083
O(3) .2209(2) .24880(10) .7683(3) .058
O(4) .13020(10) .37540(10) .6074(2) .051
N .3128(2) .3635(2) .6569(3) .045
C(1) .2312(2) .4071(2) .9020(3) .039
C(2) .2183(2) .5022(2) .9026(3) .037
C(3) .2415(2) .5461(2) 1.0485(4) .052
C(4) .2731(3) .4985(3) 1.1913(4) .061
C(5) .2813(3) .4053(3) 1.1883(4) .067
C(6) .2616(2) .3593(2) 1.0443(4) .053
C(7) .1759(2) .5586(2) .7527(3) .043
C(8) .0707(2) .5970(2) .7359(4) .052
C(9) -.0067(2) .5269(3) .7416(5) .066
C(10) .3137(3) .6290(2) .6793(4) .050
C(11) .3779(3) .7120(2) .6950(5) .070
C(12) .4207(2) .3314(2) .7215(4) .057
C(13) .4770(3) .3671(4) .6105(5) .097
C(14) .4689(4) .3677(6) .8839(6) .162
C(15) .4217(5) .2279(4) .7187(12) .191
H3 .2352(2) .6191(2) 1.0515(4) .070
H4 .2912(3) .5341(3) 1.3040(4) .050
H5 .3031(3) .3679(3) 1.2991(4) .127
H6 .2699(2) .2864(2) 1.0432(4) .059
H7 .1715(2) .5131(2) .6542(3) .069
H8 .0465(2) .6281(2) .6193(4) .065
H9A -.0118(2) .4775(3) .6484(5) .078
H9B -.0800(2) .5589(3) .7247(5) .102
H9C .0155(2) .4934(3) .8563(5) .123
H11A .4338(3) .7025(2) .6306(5) .191
H11B .4161(3) .7242(2) .8195(5) .169
H11C .3303(3) .7696(2) .6461(5) .247
H(N) .311(2) .417(2) .634(3) .038
H13A .5558(3) .3460(4) .6515(5) .111
H13B .4731(3) .4403(4) .6074(5) .137
H13C .4429(3) .3404(4) .4921(5) .163
H14A .4287(4) .3423(6) .9649(6) .156
H14B .4658(4) .4409(6) .8815(6) .229
H14C .5474(4) .3459(6) .9237(6) .267
H15A .4990(5) .2038(4) .7649(12) .155
H15B .3905(5) .2044(4) .5975(12) .667
H15C .3761(5) .2023(4) .7918(12) .218
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(3) C(2) C(1) 118.1(2) yes
C(5) C(4) C(3) 119.5(3) yes
C(6) C(1) C(2) 120.4(2) yes
C(7) C(2) C(1) 123.8(2) yes
C(8) C(7) C(2) 114.0(2) yes
C(10) O(1) C(7) 117.5(2) yes
C(15) C(12) C(13) 109.4(4) yes
F C(8) C(7) 109.6(2) yes
O(1) C(7) C(2) 109.0(2) yes
O(1) C(10) C(11) 112.3(3) yes
O(2) C(10) O(1) 122.4(3) yes
O(4) S C(1) 107.70(10) yes
S C(1) C(2) 123.5(2) yes
S N C(12) 127.9(2) yes
N C(12) C(14) 111.7(3) yes
N S C(1) 108.80(10) yes
N S O(4) 105.70(10) yes
C(4) C(3) C(2) 121.5(3) yes
C(5) C(6) C(1) 119.8(3) yes
C(6) C(5) C(4) 120.6(3) yes
C(7) C(2) C(3) 118.0(3) yes
C(9) C(8) C(7) 113.8(3) yes
C(14) C(12) C(13) 108.8(3) yes
C(15) C(12) C(14) 111.8(5) yes
F C(8) C(9) 108.5(3) yes
O(1) C(7) C(8) 106.2(2) yes
O(2) C(10) C(11) 125.3(4) yes
O(3) S C(1) 107.40(10) yes
O(4) S O(3) 118.50(10) yes
S C(1) C(6) 116.0(2) yes
N C(12) C(13) 106.2(3) yes
N C(12) C(15) 108.8(3) yes
N S O(3) 108.4(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C(1) C(2) 1.412(4) yes
C(1) S 1.779(3) yes
C(2) C(7) 1.520(4) yes
C(4) C(5) 1.378(6) yes
C(7) C(8) 1.515(4) yes
C(8) C(9) 1.491(5) yes
C(10) C(11) 1.489(5) yes
C(10) O(2) 1.196(4) yes
C(12) C(14) 1.484(7) yes
C(12) N 1.500(4) yes
O(4) S 1.423(2) yes
C(1) C(6) 1.386(4) yes
C(2) C(3) 1.383(4) yes
C(3) C(4) 1.389(5) yes
C(5) C(6) 1.386(5) yes
C(7) O(1) 1.462(3) yes
C(8) F 1.405(4) yes
C(10) O(1) 1.339(5) yes
C(12) C(13) 1.495(5) yes
C(12) C(15) 1.525(7) yes
O(3) S 1.428(2) yes
S N 1.610(3) yes
C(3) H3 1.08 yes
C(5) H5 1.08 yes
C(7) H7 1.08 yes
C(9) H9A 1.08 yes
C(9) H9C 1.08 yes
C(11) H11B 1.08 yes
C(13) H13A 1.08 yes
C(13) H13C 1.08 yes
C(14) H14B 1.080(10) yes
C(15) H15A 1.080(10) yes
C(15) H15C 1.080(10) yes
C(4) H4 1.08 yes
C(6) H6 1.08 yes
C(8) H8 1.08 yes
C(9) H9B 1.08 yes
C(11) H11A 1.08 yes
C(11) H11C 1.08 yes
C(13) H13B 1.080(10) yes
C(14) H14A 1.080(10) yes
C(14) H14C 1.080(10) yes
C(15) H15B 1.080(10) yes
N H(N) 0.81 yes
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) 3.0(3) yes
S C(1) C(2) C(3) -173.2(4) yes
C(2) C(1) C(6) C(5) -1.2(3) yes
C(2) C(1) S O(3) -171.5(3) yes
C(2) C(1) S N 71.4(2) yes
C(6) C(1) S O(4) 140.9(2) yes
C(1) C(2) C(3) C(4) -2.3(3) yes
C(1) C(2) C(7) C(8) 110.0(3) yes
C(3) C(2) C(7) C(8) -67.1(3) yes
C(2) C(3) C(4) C(5) -0.3(3) yes
C(4) C(5) C(6) C(1) -1.4(3) yes
C(2) C(7) C(8) F 66.0(3) yes
O(1) C(7) C(8) F -54.0(2) yes
C(8) C(7) O(1) C(10) -140.9(3) yes
O(2) C(10) O(1) C(7) 2.5(3) yes
C(14) C(12) N S -63.7(4) yes
C(1) S N C(12) 74.0(3) yes
O(4) S N C(12) -170.5(3) yes
C(6) C(1) C(2) C(7) -174.1(4) yes
S C(1) C(2) C(7) 9.7(2) yes
S C(1) C(6) C(5) 175.3(4) yes
C(2) C(1) S O(4) -42.7(2) yes
C(6) C(1) S O(3) 12.2(2) yes
C(6) C(1) S N -105.0(3) yes
C(7) C(2) C(3) C(4) 175.0(4) yes
C(1) C(2) C(7) O(1) -131.5(3) yes
C(3) C(2) C(7) O(1) 51.4(3) yes
C(3) C(4) C(5) C(6) 2.2(3) yes
C(2) C(7) C(8) C(9) -55.7(3) yes
O(1) C(7) C(8) C(9) -175.8(3) yes
C(2) C(7) O(1) C(10) 95.8(3) yes
C(11) C(10) O(1) C(7) -178.8(4) yes
C(13) C(12) N S 177.8(4) yes
C(15) C(12) N S 60.1(4) yes
O(3) S N C(12) -42.5(3) yes
