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#$Date: 2025-08-19 01:52:38 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301791 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/98/2009865.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_2009865
loop_
_publ_author_name
'Gallardo, Hugo'
'Merlo, Aloir A.'
'Vencato, Ivo'
'Mascarenhas, Yvonne P.'
_publ_contact_author
;
    Dr Ivo Vencato
    Depto. Física - UFSC
    88040 - 900 Florianópolis, SC
    Brazil
;
_publ_section_title
;
 (R)-(+)-2-Phenylpropyl p-toluenesulfonate,
 C₁₆H₁₈O₃S
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1093
_journal_page_last               1095
_journal_paper_doi               10.1107/S0108270193014532
_journal_volume                  50
_journal_year                    1994
_chemical_formula_analytical     'C16 H18 S O3'
_chemical_formula_sum            'C16 H18 O3 S'
_chemical_formula_weight         290.4
_chemical_name_systematic
;
(R)-(+)-2-phenylpropyl p-toluenesulfonate
;
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_type_scat_source
;
 International Tables for X-ray Crystallography (1974, Vol. IV)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 105.70(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   5.9230(10)
_cell_length_b                   15.708(2)
_cell_length_c                   8.421(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296
_cell_measurement_theta_max      15.5
_cell_measurement_theta_min      5.7
_cell_volume                     754.2(3)
_computing_cell_refinement       SDP-Plus
_computing_data_collection       'SDP-Plus (Frenz, 1985)'
_computing_data_reduction        SDP-Plus
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_structure_refinement  'SHELX76 (Sheldrick, 1976)'
_computing_structure_solution    'SHELX86 (Sheldrick, 1985)'
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.70930
_diffrn_reflns_av_R_equivalents  0.022
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4400
_diffrn_reflns_theta_max         29.15
_diffrn_standards_decay_%        1.5
_diffrn_standards_interval_time  30
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.176
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.28
_exptl_crystal_description       irregular
_exptl_crystal_F_000             308
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.35
_refine_diff_density_max         0.34
_refine_diff_density_min         -0.23
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   3.84
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         1977
_refine_ls_R_factor_obs          0.055
_refine_ls_shift/esd_max         0.30
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 3.012/[σ₂(F) + 0.0051F₂]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.065
_reflns_number_observed          1977
_reflns_number_total             3279
_reflns_observed_criterion       'F > 6.0\s(F)'
_cod_data_source_file            ha1081.cif
_cod_data_source_block           ha1081
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 3.012/[\s~2~(F) +
0.0051F~2~]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 3.012/[\s~2~(F) + 0.0051F~2~]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2009865
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
S 0.2960(2) 0.2625 0.42800(10)
O(1) 0.3536(6) 0.1652(3) 0.4506(4)
O(2) 0.0543(5) 0.2676(4) 0.4233(5)
O(3) 0.3743(7) 0.2946(3) 0.2937(4)
C(1) 0.8550(10) 0.0153(4) 0.4783(8)
C(2) 0.6534(9) 0.0584(3) 0.5320(6)
C(3) 0.5730(10) 0.1349(4) 0.4220(5)
C(4) 0.7197(9) 0.0830(3) 0.7111(5)
C(5) 0.9110(10) 0.1332(4) 0.7786(7)
C(6) 0.9730(10) 0.1560(4) 0.9436(7)
C(7) 0.8360(10) 0.1278(5) 1.0425(7)
C(8) 0.6510(10) 0.0773(6) 0.9778(7)
C(9) 0.5870(10) 0.0543(5) 0.8136(7)
C(10) 0.4639(7) 0.3076(3) 0.6123(5)
C(11) 0.3860(10) 0.2997(4) 0.7514(7)
C(12) 0.5170(10) 0.3329(4) 0.8994(7)
C(13) 0.7240(10) 0.3750(3) 0.9076(7)
C(14) 0.7974(9) 0.3842(4) 0.7656(7)
C(15) 0.6685(8) 0.3503(4) 0.6180(7)
C(16) 0.8720(10) 0.4102(5) 1.0708(9)
H1 1.0098 0.0574 0.5113
H1' 0.8090 0.0042 0.3485
H1" 0.9040 -0.0442 0.5443
H2 0.5067 0.0184 0.5101
H3 0.5448 0.1181 0.2944
H3' 0.7047 0.1845 0.4544
H5 1.0279 0.1521 0.7017
H6 1.1247 0.1971 0.9939
H7 0.8804 0.1436 1.1721
H8 0.5469 0.0543 1.0565
H9 0.4333 0.0162 0.7641
H11 0.2254 0.2667 0.7458
H12 0.4546 0.3261 1.0083
H14 0.9614 0.4182 0.7715
H15 0.7258 0.3571 0.5068
H16 1.0279 0.4397 1.0546
H16' 0.9275 0.3572 1.1603
H16" 0.7749 0.4548 1.1237
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(2) S O(1) 104.0(3) yes
O(3) S O(1) 109.6(2) yes
O(3) S O(2) 119.9(3) yes
C(10) S O(1) 103.5(2) yes
C(10) S O(2) 109.1(2) yes
C(10) S O(3) 109.4(2) yes
C(3) O(1) S 118.1(3) yes
C(3) C(2) C(1) 108.0(4) yes
C(4) C(2) C(1) 113.2(5) yes
C(4) C(2) C(3) 111.3(4) yes
C(2) C(3) O(1) 107.7(4) yes
C(5) C(4) C(2) 121.8(4) no
C(9) C(4) C(2) 120.1(5) no
C(9) C(4) C(5) 118.1(5) no
C(6) C(5) C(4) 122.0(5) no
C(7) C(6) C(5) 118.9(5) no
C(8) C(7) C(6) 119.4(5) no
C(9) C(8) C(7) 122.3(6) no
C(8) C(9) C(4) 119.3(5) no
C(11) C(10) S 118.5(4) no
C(15) C(10) S 120.8(4) no
C(15) C(10) C(11) 120.7(4) no
C(12) C(11) C(10) 119.7(5) no
C(13) C(12) C(11) 120.2(5) no
C(14) C(13) C(12) 119.2(5) no
C(16) C(13) C(12) 120.5(6) no
C(16) C(13) C(14) 120.2(5) no
C(15) C(14) C(13) 120.8(4) no
C(14) C(15) C(10) 119.2(4) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) S 1.566(4) yes
O(2) S 1.423(3) yes
O(3) S 1.426(4) yes
C(10) S 1.751(4) yes
C(3) O(1) 1.464(6) yes
C(2) C(1) 1.543(8) yes
C(3) C(2) 1.514(8) yes
C(4) C(2) 1.503(6) yes
C(5) C(4) 1.371(6) no
C(9) C(4) 1.390(6) no
C(6) C(5) 1.384(8) no
C(7) C(6) 1.382(10) no
C(8) C(7) 1.345(10) no
C(9) C(8) 1.379(8) no
C(11) C(10) 1.377(6) no
C(15) C(10) 1.374(6) no
C(12) C(11) 1.381(8) no
C(13) C(12) 1.378(8) no
C(14) C(13) 1.385(8) no
C(15) C(14) 1.377(6) no
C(16) C(13) 1.521(8) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 13791931
