Synthesis, characterization and crystal structure of 2-chloroethyl(methylsulfonyl)methanesulfonate
Galván, J. E.; Defonsi Lestard, M. E.; Piro, O. E.; Echeverria, G.; Molina, R. D. I.; Arena, M. E.; Ulic, S. E.; Tuttolomondo, M. E.; Ben Altabef, A.; New Journal of Chemistry 42 (2018) 11073–; doi:10.1039/C7NJ05138G

data_7057457
_publ_section_title
;
 Synthesis, characterization and crystal structure of
 2-chloroethyl(methylsulfonyl)methanesulfonate
;
_journal_issue                   13
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              11073
_journal_paper_doi               10.1039/C7NJ05138G
_journal_volume                  42
_journal_year                    2018
_chemical_formula_sum            'C4 H9 Cl O5 S2'
_chemical_formula_weight         236.68
_chemical_name_systematic        '2-chloro (methylsulfonyl) methanesulfonate'
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-12-22 deposited with the CCDC.
2018-05-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.633(9)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.4479(7)
_cell_length_b                   5.5001(3)
_cell_length_c                   10.0650(7)
_cell_measurement_reflns_used    830
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      71.6970
_cell_measurement_theta_min      5.0640
_cell_volume                     482.74(6)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS (Sheldick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0604
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_av_unetI/netI     0.0438
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            1784
_diffrn_reflns_point_group_measured_fraction_full 0.686
_diffrn_reflns_point_group_measured_fraction_max 0.679
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.824
_diffrn_reflns_theta_min         4.760
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    7.485
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83017
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.628
_exptl_crystal_description       fragment
_exptl_crystal_F_000             244
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Dichloromethane'
_exptl_crystal_size_max          0.305
_exptl_crystal_size_mid          0.162
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.659
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.070
_refine_ls_abs_structure_details
;
Flack x determined using 207 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.09(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         1263
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0459
_refine_ls_R_factor_gt           0.0427
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0566P)^2^+0.1322P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1081
_refine_ls_wR_factor_ref         0.1149
_reflns_Friedel_coverage         0.227
_reflns_Friedel_fraction_full    0.292
_reflns_Friedel_fraction_max     0.283
_reflns_number_gt                1186
_reflns_number_total             1263
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7nj05138g2.cif
_cod_data_source_block           shelx
_cod_depositor_comments          'Adding full bibliography for 7057457.cif.'
_cod_database_code               7057457
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.209
_shelx_estimated_absorpt_t_max   0.586
_shelx_res_checksum              62625