#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/99/2009962.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_2009962
loop_
_publ_author_name
'Ibbett, A.J.'
'Watkin, D.J.'
'Jones, J.H.'
_publ_section_title
;
 N-Chlorosulfonyl-<small>L</small>-proline benzyl ester
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1283
_journal_page_last               1284
_journal_paper_doi               10.1107/S0108270193013733
_journal_volume                  50
_journal_year                    1994
_chemical_formula_sum            'C12 H14 Cl N O4 S'
_chemical_formula_weight         303.8
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 90.
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   5.6987(2)
_cell_length_b                   14.384(2)
_cell_length_c                   17.218(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      49.8
_cell_measurement_theta_min      35.4
_cell_volume                     1411.4(3)
_diffrn_measurement_device       'Enraf-Nonius CAD-4F'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.058
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -1
_diffrn_reflns_number            2229
_diffrn_reflns_theta_max         72
_diffrn_standards_decay_%        '50% intensity decrease'
_diffrn_standards_interval_time  60
_diffrn_standards_number         '3 intensity and 3 orientation'
_exptl_absorpt_coefficient_mu    3.89
_exptl_absorpt_correction_T_max  1.354
_exptl_absorpt_correction_T_min  0.614
_exptl_absorpt_correction_type   'empirical (DIFABS; Walker & Stuart, 1983)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.43
_exptl_crystal_description       needle-like
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.25
_refine_diff_density_min         -0.24
_refine_ls_extinction_coef       3.02E-4
_refine_ls_extinction_method     'Larson (1970)'
_refine_ls_goodness_of_fit_obs   1.09
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     173
_refine_ls_number_reflns         1090
_refine_ls_R_factor_obs          0.045
_refine_ls_shift/esd_max         0.402E-4
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme
; Chebychev weighting scheme (15; Tukey & Prince),
w = [weight]x[1-(\DF/6\sF)^2^]^2^
;
_refine_ls_wR_factor_obs         0.054
_reflns_number_observed          1090
_reflns_number_total             1608
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            he1006.cif
_cod_data_source_block           he1006_structure_1_of_1
_cod_original_cell_volume        1411
_cod_original_formula_sum        'C12 H14 Cl1 N1 O4 S1'
_cod_database_code               2009962
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
S(1) .8326(2) .32960(10) .65260(8) .0613
Cl(2) 1.1850(3) .35680(10) .65160(10) .0874
O(3) .7488(7) .1276(3) .8359(2) .0612
N(4) .8137(8) .2204(3) .6442(2) .0544
O(5) .7560(9) .3558(3) .7272(2) .0790
O(6) .4726(8) .1448(4) .7445(3) .0863
O(7) .7439(9) .3727(3) .5848(2) .0837
C(8) .6690(10) .1147(3) .9715(3) .0512
C(9) .6750(10) .1452(4) .7649(3) .0593
C(10) .5710(10) .0999(4) .8924(3) .0651
C(11) .8840(10) .1618(4) .7123(3) .0540
C(12) .5480(10) .1673(4) 1.0241(3) .0629
C(13) .8790(10) .0753(4) .9941(3) .0656
C(14) .8390(10) .1431(5) 1.1203(3) .0736
C(15) .8850(10) .1744(5) .5705(3) .0702
C(16) 1.056(2) .1004(5) .5955(4) .0799
C(17) .9670(10) .0719(4) .6738(3) .0714
C(18) .9650(10) .0898(5) 1.0687(4) .0743
C(19) .6330(10) .1811(4) 1.0985(3) .0719
H(101) .4265 .1386 .8855 .0662
H(102) .5303 .0328 .8851 .0662
H(111) 1.0055 .1916 .7459 .0548
H(121) .3956 .1962 1.0086 .0644
H(131) .9695 .0360 .9568 .0661
H(141) .9009 .1538 1.1739 .0749
H(151) .9618 .2199 .5347 .0710
H(152) .7461 .1460 .5441 .0710
H(161) 1.2191 .1261 .5992 .0832
H(162) 1.0549 .0468 .5586 .0832
H(171) 1.0957 .0427 .7050 .0720
H(172) .8343 .0270 .6684 .0720
H(181) 1.1172 .0615 1.0849 .0767
H(191) .5113 .2193 1.1362 .0734
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
N(4) S(1) Cl(2) 104.9(2) yes
O(5) S(1) Cl(2) 105.1(2) yes
O(5) S(1) N(4) 109.2(2) yes
O(7) S(1) Cl(2) 105.1(2) yes
O(7) S(1) N(4) 109.6(2) yes
O(7) S(1) O(5) 121.6(3) yes
C(10) O(3) C(9) 116.7(5) yes
C(11) N(4) S(1) 118.0(3) yes
C(15) N(4) S(1) 120.1(4) yes
C(15) N(4) C(11) 110.1(4) yes
C(12) C(8) C(10) 119.6(5) yes
C(13) C(8) C(10) 121.9(5) yes
C(13) C(8) C(12) 118.6(5) yes
O(6) C(9) O(3) 125.0(5) yes
C(11) C(9) O(3) 109.6(5) yes
C(11) C(9) O(6) 125.3(5) yes
C(8) C(10) O(3) 107.9(5) yes
C(9) C(11) N(4) 110.4(4) yes
C(17) C(11) N(4) 102.7(4) yes
C(17) C(11) C(9) 111.7(5) yes
C(19) C(12) C(8) 121.0(6) yes
C(18) C(13) C(8) 120.3(5) yes
C(19) C(14) C(18) 119.9(6) yes
C(16) C(15) N(4) 104.3(4) yes
C(17) C(16) C(15) 103.3(6) yes
C(16) C(17) C(11) 105.3(5) yes
C(14) C(18) C(13) 119.9(6) yes
C(14) C(19) C(12) 120.3(6) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S(1) Cl(2) 2.046(2) yes
S(1) N(4) 1.581(4) yes
S(1) O(5) 1.409(4) yes
S(1) O(7) 1.415(4) yes
O(3) C(9) 1.318(6) yes
O(3) C(10) 1.462(6) yes
N(4) C(11) 1.497(6) yes
N(4) C(15) 1.488(6) yes
O(6) C(9) 1.206(7) yes
C(8) C(10) 1.489(7) yes
C(8) C(12) 1.368(7) yes
C(8) C(13) 1.378(8) yes
C(9) C(11) 1.514(8) yes
C(11) C(17) 1.529(8) yes
C(12) C(19) 1.383(8) yes
C(13) C(18) 1.389(8) yes
C(14) C(18) 1.373(9) yes
C(14) C(19) 1.350(10) yes
C(15) C(16) 1.510(10) yes
C(16) C(17) 1.498(9) yes
