#------------------------------------------------------------------------------
#$Date: 2013-08-29 18:37:19 +0300 (Thu, 29 Aug 2013) $
#$Revision: 88064 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/18/2011834.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_2011834
loop_
_publ_author_name
'Yoon, Il'
'Park, Ki-Min'
'Lee, Shim Sung'
_publ_section_title
;
 Tritosylate of diethanolamine
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              321
_journal_page_last               322
_journal_volume                  57
_journal_year                    2001
_chemical_formula_moiety         'C25 H29 N O8 S3'
_chemical_formula_sum            'C25 H29 N O8 S3'
_chemical_formula_weight         567.67
_chemical_name_systematic
;
N-(tolyl-p-sulfonyl)-3-aza-1,5-bis(tolyl-p-sulfonyloxy)pentane
;
_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'
_audit_creation_method           SHELXTL
_cell_angle_alpha                90.00
_cell_angle_beta                 113.3300(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.3887(10)
_cell_length_b                   22.0576(19)
_cell_length_c                   11.7301(10)
_cell_measurement_reflns_used    17590
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.39
_cell_measurement_theta_min      1.85
_cell_volume                     2705.8(4)
_computing_cell_refinement       'SAINT (Siemens, 1996)'
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        'SHELXTL (Sheldrick, 1996b)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    SHELXTL
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full .970
_diffrn_measured_fraction_theta_max .970
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .0474
_diffrn_reflns_av_sigmaI/netI    .0552
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            17590
_diffrn_reflns_theta_full        28.39
_diffrn_reflns_theta_max         28.39
_diffrn_reflns_theta_min         1.85
_exptl_absorpt_coefficient_mu    .322
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1192
_exptl_crystal_size_max          .40
_exptl_crystal_size_mid          .30
_exptl_crystal_size_min          .10
_refine_diff_density_max         .282
_refine_diff_density_min         -.289
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         6572
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          .1019
_refine_ls_R_factor_gt           .0465
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[\s^2^(Fo^2^)+(0.0680P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .1358
_reflns_number_gt                3614
_reflns_number_total             6572
_reflns_threshold_expression     I>2\s(I)
_[local]_cod_data_source_file    vj1127.cif
_[local]_cod_data_source_block   I
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
_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.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2011834
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
S1 .37323(6) .40954(3) .81419(6) .04859(18) Uani d . 1 . . S
S2 .07641(7) .61162(3) .96867(6) .05512(19) Uani d . 1 . . S
S3 -.18899(7) .38665(3) .49546(6) .0623(2) Uani d . 1 . . S
O1 -.06145(17) .36808(8) .60595(15) .0614(5) Uani d . 1 . . O
O2 .18674(18) .57087(8) .96467(16) .0636(5) Uani d . 1 . . O
O3 .45664(17) .46049(8) .84379(17) .0640(5) Uani d . 1 . . O
O4 .33576(18) .38053(8) .69667(15) .0644(5) Uani d . 1 . . O
O5 -.0241(2) .57494(9) .97176(19) .0791(6) Uani d . 1 . . O
O6 .1396(2) .65128(8) 1.06877(16) .0811(6) Uani d . 1 . . O
O7 -.26634(19) .33362(9) .47450(19) .0853(6) Uani d . 1 . . O
O8 -.1611(2) .41154(10) .39737(17) .0836(6) Uani d . 1 . . O
N .24073(17) .43264(8) .82231(17) .0471(5) Uani d . 1 . . N
C1 .0429(2) .41098(12) .6444(2) .0598(7) Uani d . 1 . . C
H1A .0119 .4515 .6439 .072 Uiso calc R 1 . . H
H1B .0874 .4093 .5900 .072 Uiso calc R 1 . . H
C2 .1302(2) .39234(11) .7747(2) .0500(6) Uani d . 1 . . C
H2A .0843 .3941 .8278 .060 Uiso calc R 1 . . H
H2B .1584 .3514 .7741 .060 Uiso calc R 1 . . H
C3 .2489(2) .47456(10) .9228(2) .0489(6) Uani d . 1 . . C
H3A .3340 .4906 .9614 .059 Uiso calc R 1 . . H
H3B .2296 .4534 .9848 .059 Uiso calc R 1 . . H
C4 .1552(3) .52530(12) .8695(2) .0671(8) Uani d . 1 . . C
H4A .1624 .5414 .7965 .081 Uiso calc R 1 . . H
H4B .0693 .5111 .8476 .081 Uiso calc R 1 . . H
C5 .4402(2) .35443(10) .9291(2) .0452(5) Uani d . 1 . . C
C6 .4132(3) .29397(12) .9028(3) .0668(8) Uani d . 1 . . C
H6 .3572 .2815 .8208 .080 Uiso calc R 1 . . H
C7 .4670(3) .25161(12) .9944(3) .0730(8) Uani d . 1 . . C
H7 .4473 .2095 .9753 .088 Uiso calc R 1 . . H
C8 .5484(2) .26772(12) 1.1131(2) .0577(7) Uani d . 1 . . C
C9 .5742(3) .32818(12) 1.1366(2) .0643(7) Uani d . 1 . . C
H9 .6311 .3405 1.2184 .077 Uiso calc R 1 . . H
C10 .5215(2) .37172(12) 1.0471(2) .0562(6) Uani d . 1 . . C
H10 .5409 .4138 1.0665 .067 Uiso calc R 1 . . H
C11 .6083(3) .22042(15) 1.2105(3) .0885(10) Uani d . 1 . . C
H11A .5784 .1811 1.1765 .106 Uiso calc R 1 . . H
H11B .5854 .2278 1.2797 .106 Uiso calc R 1 . . H
H11C .6997 .2221 1.2378 .106 Uiso calc R 1 . . H
C12 .0198(2) .65134(10) .8280(2) .0441(5) Uani d . 1 . . C
C13 -.0861(2) .63005(11) .7304(2) .0564(7) Uani d . 1 . . C
H13 -.1268 .5932 .7385 .068 Uiso calc R 1 . . H
C14 -.1328(3) .66221(12) .6213(2) .0605(7) Uani d . 1 . . C
H14 -.2066 .6472 .5534 .073 Uiso calc R 1 . . H
C15 -.0773(3) .71512(11) .6063(2) .0533(6) Uani d . 1 . . C
C16 .0292(3) .73507(11) .7055(2) .0606(7) Uani d . 1 . . C
H16 .0703 .7718 .6969 .073 Uiso calc R 1 . . H
C17 .0786(2) .70413(11) .8163(2) .0559(6) Uani d . 1 . . C
H17 .1527 .7191 .8842 .067 Uiso calc R 1 . . H
C18 -.1304(3) .74921(13) .4865(3) .0778(9) Uani d . 1 . . C
H18A -.0801 .7850 .4929 .093 Uiso calc R 1 . . H
H18B -.2173 .7606 .4688 .093 Uiso calc R 1 . . H
H18C -.1280 .7240 .4208 .093 Uiso calc R 1 . . H
C19 -.2501(2) .44420(11) .5588(2) .0517(6) Uani d . 1 . . C
C20 -.2557(3) .43598(12) .6741(2) .0597(7) Uani d . 1 . . C
H20 -.2214 .3999 .7215 .072 Uiso calc R 1 . . H
C21 -.3106(3) .48001(13) .7190(2) .0613(7) Uani d . 1 . . C
H21 -.3146 .4743 .7985 .074 Uiso calc R 1 . . H
C22 -.3604(2) .53219(12) .6537(2) .0556(6) Uani d . 1 . . C
C23 -.3551(2) .53909(12) .5378(2) .0566(7) Uani d . 1 . . C
H23 -.3910 .5747 .4896 .068 Uiso calc R 1 . . H
C24 -.2997(2) .49590(12) .4915(2) .0543(6) Uani d . 1 . . C
H24 -.2955 .5017 .4121 .065 Uiso calc R 1 . . H
C25 -.4185(3) .58014(14) .7057(3) .0791(9) Uani d . 1 . . C
H25A -.4140 .5676 .7857 .095 Uiso calc R 1 . . H
H25B -.5064 .5860 .6508 .095 Uiso calc R 1 . . H
H25C -.3725 .6175 .7139 .095 Uiso calc R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
S1 .0483(3) .0542(4) .0458(3) .0090(3) .0214(3) .0081(3)
S2 .0721(4) .0486(4) .0493(4) .0125(3) .0289(3) .0048(3)
S3 .0580(4) .0741(5) .0430(4) .0003(4) .0073(3) -.0048(3)
O1 .0548(11) .0618(11) .0538(10) -.0011(9) .0069(8) .0014(8)
O2 .0683(12) .0601(11) .0549(10) .0180(9) .0163(9) -.0046(8)
O3 .0556(10) .0624(11) .0790(12) -.0030(9) .0320(9) .0159(9)
O4 .0719(12) .0822(13) .0418(10) .0207(10) .0255(9) .0042(9)
O5 .0896(15) .0773(13) .0860(14) -.0006(11) .0513(12) .0240(11)
O6 .1198(17) .0647(12) .0459(10) .0169(12) .0191(11) -.0078(9)
O7 .0759(14) .0760(13) .0819(14) -.0190(11) .0078(11) -.0256(11)
O8 .0899(15) .1155(17) .0463(11) .0188(13) .0280(10) .0076(10)
N .0425(11) .0484(11) .0477(11) .0084(9) .0151(9) -.0033(9)
C1 .0537(15) .0672(16) .0517(15) -.0017(13) .0135(12) .0063(13)
C2 .0474(14) .0523(14) .0474(13) .0020(12) .0158(11) .0018(11)
C3 .0521(14) .0464(13) .0449(13) .0056(11) .0158(11) -.0001(10)
C4 .083(2) .0641(17) .0469(15) .0216(15) .0177(14) -.0047(13)
C5 .0433(13) .0484(14) .0452(13) .0054(11) .0188(11) .0010(10)
C6 .0675(18) .0529(16) .0624(17) .0056(14) .0072(14) -.0048(13)
C7 .0749(19) .0446(15) .083(2) .0033(14) .0141(16) .0070(14)
C8 .0538(16) .0602(17) .0617(16) .0151(13) .0257(13) .0152(13)
C9 .0681(18) .0662(18) .0460(14) .0089(15) .0093(13) .0023(13)
C10 .0584(16) .0532(15) .0483(14) .0011(12) .0119(12) -.0018(12)
C11 .088(2) .085(2) .093(2) .0257(18) .0356(19) .0404(18)
C12 .0516(14) .0405(13) .0448(13) .0033(11) .0239(11) -.0004(10)
C13 .0571(16) .0478(14) .0611(16) -.0113(12) .0201(13) .0048(12)
C14 .0570(16) .0595(16) .0551(15) -.0106(13) .0116(13) .0017(13)
C15 .0599(15) .0533(14) .0473(14) -.0027(13) .0219(12) .0038(12)
C16 .0657(17) .0510(15) .0636(17) -.0150(13) .0240(14) .0052(13)
C17 .0585(15) .0515(15) .0527(15) -.0089(12) .0167(12) -.0028(12)
C18 .088(2) .077(2) .0593(17) -.0085(18) .0198(15) .0128(15)
C19 .0461(13) .0628(16) .0386(13) -.0090(12) .0089(10) .0023(11)
C20 .0645(17) .0652(17) .0432(14) -.0005(14) .0148(12) .0133(12)
C21 .0645(17) .0751(18) .0443(14) -.0062(15) .0217(13) .0033(14)
C22 .0418(13) .0666(17) .0547(15) -.0102(12) .0152(12) -.0032(13)
C23 .0501(14) .0583(16) .0526(15) -.0070(12) .0108(12) .0087(12)
C24 .0551(15) .0628(16) .0403(13) -.0089(13) .0140(11) .0080(12)
C25 .0664(19) .091(2) .078(2) -.0045(17) .0270(16) -.0083(17)
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 O3 . 1.4228(18) ?
S1 O4 . 1.4234(18) ?
S1 N . 1.6307(19) ?
S1 C5 . 1.750(2) ?
S2 O6 . 1.4117(18) ?
S2 O5 . 1.414(2) ?
S2 O2 . 1.5606(18) ?
S2 C12 . 1.750(2) ?
S3 O8 . 1.420(2) ?
S3 O7 . 1.426(2) ?
S3 O1 . 1.5704(18) ?
S3 C19 . 1.749(3) ?
O1 C1 . 1.445(3) ?
O2 C4 . 1.438(3) ?
N C2 . 1.459(3) ?
N C3 . 1.472(3) ?
C1 C2 . 1.513(3) ?
C3 C4 . 1.502(3) ?
C5 C6 . 1.376(3) ?
C5 C10 . 1.379(3) ?
C6 C7 . 1.372(4) ?
C7 C8 . 1.379(4) ?
C8 C9 . 1.370(4) ?
C8 C11 . 1.498(3) ?
C9 C10 . 1.373(3) ?
C12 C13 . 1.375(3) ?
C12 C17 . 1.377(3) ?
C13 C14 . 1.373(3) ?
C14 C15 . 1.371(3) ?
C15 C16 . 1.379(4) ?
C15 C18 . 1.494(3) ?
C16 C17 . 1.376(3) ?
C19 C24 . 1.374(3) ?
C19 C20 . 1.390(3) ?
C20 C21 . 1.369(4) ?
C21 C22 . 1.374(4) ?
C22 C23 . 1.392(3) ?
C22 C25 . 1.500(4) ?
C23 C24 . 1.368(4) ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 '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 .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S .1246 .1234 '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
O3 S1 O4 120.43(12)
O3 S1 N 106.43(10)
O4 S1 N 105.52(11)
O3 S1 C5 108.39(11)
O4 S1 C5 107.81(11)
N S1 C5 107.64(11)
O6 S2 O5 119.00(14)
O6 S2 O2 103.32(12)
O5 S2 O2 109.93(12)
O6 S2 C12 110.48(11)
O5 S2 C12 108.12(12)
O2 S2 C12 105.09(10)
O8 S3 O7 119.92(13)
O8 S3 O1 109.81(12)
O7 S3 O1 103.57(11)
O8 S3 C19 108.54(13)
O7 S3 C19 110.24(13)
O1 S3 C19 103.45(10)
C1 O1 S3 117.68(15)
C4 O2 S2 117.98(16)
C2 N C3 117.43(19)
C2 N S1 117.72(15)
C3 N S1 118.45(15)
O1 C1 C2 105.52(19)
N C2 C1 110.08(19)
N C3 C4 108.99(18)
O2 C4 C3 106.2(2)
C6 C5 C10 119.7(2)
C6 C5 S1 120.64(18)
C10 C5 S1 119.70(18)
C7 C6 C5 119.6(2)
C6 C7 C8 121.9(3)
C9 C8 C7 117.3(2)
C9 C8 C11 121.8(3)
C7 C8 C11 120.8(3)
C8 C9 C10 122.2(2)
C9 C10 C5 119.4(2)
C13 C12 C17 120.4(2)
C13 C12 S2 119.20(18)
C17 C12 S2 120.34(18)
C14 C13 C12 119.2(2)
C15 C14 C13 122.1(2)
C14 C15 C16 117.4(2)
C14 C15 C18 120.9(2)
C16 C15 C18 121.7(2)
C17 C16 C15 122.2(2)
C16 C17 C12 118.7(2)
C24 C19 C20 120.0(3)
C24 C19 S3 120.03(19)
C20 C19 S3 119.8(2)
C21 C20 C19 119.1(2)
C20 C21 C22 122.0(2)
C21 C22 C23 117.9(2)
C21 C22 C25 120.9(3)
C23 C22 C25 121.1(3)
C24 C23 C22 121.1(2)
C23 C24 C19 119.9(2)
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
_geom_hbond_publ_flag
C4 H4A O8 3_566 .96 2.495 3.451(4) 174.4 y
C20 H20 O6 3_567 .96 2.526 3.376(3) 147.5 y
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
O1 C1 C2 N 179.29(19)
O2 C4 C3 N -167.7(2)
_cod_database_fobs_code 2011834