On the transfer of theoretical multipole parameters for restoring static electron density and revealing and treating atomic anharmonic motion. Features of chemical bonding in crystals of an isocyanuric acid derivative
Shteingolts, Sergey A.; Voronina, Julia K.; Saifina, Liliya F.; Shulaeva, Marina M.; Semenov, Vyacheslav E.; Fayzullin, Robert R.; Acta Crystallographica Section B 77 (2021) 871–891; doi:10.1107/S2052520621009690

data_2108907
_publ_section_title
;
 On the transfer of theoretical multipole parameters for restoring static
 electron density and revealing and treating atomic anharmonic motion.
 Features of chemical bonding in crystals of an isocyanuric acid
 derivative
;
_journal_coeditor_code           PX5043
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              871
_journal_page_last               891
_journal_paper_doi               10.1107/S2052520621009690
_journal_volume                  77
_journal_year                    2021
_chemical_formula_moiety         'C12 H19 N3 O8 S'
_chemical_formula_sum            'C12 H19 N3 O8 S'
_chemical_formula_weight         365.36
_chemical_melting_point          393
_chemical_name_systematic
1-{2-[2-(methoxycarbonylmethylsulfonyl)ethoxy]ethyl}-3,5-dimethylisocyanurate
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method
;
MoPro [version of June 2021] (Jelsch, Guillot et al., 2005)
;
_cell_angle_alpha                90
_cell_angle_beta                 110.575(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.2921(5)
_cell_length_b                   17.8132(8)
_cell_length_c                   8.3448(4)
_cell_measurement_reflns_used    9891
_cell_measurement_temperature    100.0(5)
_cell_measurement_theta_max      48.03
_cell_measurement_theta_min      2.24
_cell_volume                     1571.47(13)
_computing_cell_refinement       'APEX3 v2019.11-0 (Bruker AXS)'
_computing_data_collection       'APEX3 v2019.11-0 (Bruker AXS)'
_computing_data_reduction        'APEX3 v2019.11-0 (Bruker AXS)'
_computing_molecular_graphics
;
MoProViewer v.1.2000 (Jelsch, Guillot et al., 2005); 
3DPlot v.2.5.25 (Stash & Tsirelson, 2014); 
TrajPlot v1.4.0.2 (Stash & Tsirelson, 2014); 
WinGX v.2021.3 & ORTEP-3 v.2014.1 (Farrugia, 2012); 
Mercury 2020.3.0 (Macrae, 2020) 
;
_computing_publication_material
;
WinXPRO v.3.4.41 (Stash & Tsirelson, 2014); 
VMoPro [version of June 2021] (Jelsch, Guillot et al., 2005); 
PLATON [version of June 14th, 2021] (Spek, 2009) 
;
_computing_structure_refinement
;
SHELXL-2018/3 (Sheldrick, 2015) 
 for Independent Atom Model refinement; 
MoPro [version of June 2021] (Jelsch, Guillot et al., 2005) 
 for refinement within the Hansen-Coppens multipole formalism 
;
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.0(5)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker KAPPA APEX II'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_av_unetI/netI     0.0213
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            180475
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_max         54.964
_diffrn_reflns_theta_min         1.926
_diffrn_source                   'sealed x-ray tube'
_diffrn_source_type              'Siemens sealed x-ray tube'
_exptl_absorpt_coefficient_mu    0.255
_exptl_absorpt_correction_T_max  0.9074
_exptl_absorpt_correction_T_min  0.8763
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
SADABS-2016/2 (Stalke et al., 2015)

 Equivalent reflections defined by point group 2/m for scaling and error model
 Restraint esd for equal adjacent scale factors =  0.0050
 Maximum odd and even orders for spherical harmonics =   1   4
 130667 reflections employed for parameter determination
 Effective data to parameter ratio =   14.14
 wR2(int) =  0.0477 (selected reflections only, before parameter refinement)
 wR2(int) =  0.0436 (selected reflections only, after parameter refinement)

 Run 2theta R(int) Incid. factors Diffr. factors    K      g   I/s(lim) Total I>2sig(I)
   1  -7.5  0.0220  0.593 - 0.630  0.991 - 1.011  0.797  0.0176  56.7    6018    5350
   2   7.5  0.0223  0.593 - 0.614  0.989 - 1.011  0.701  0.0176  56.7    3195    2781
   3  47.5  0.0317  0.604 - 0.636  0.985 - 1.011  0.641  0.0176  56.7   20772   16058
   4 -10.0  0.0216  0.591 - 0.611  0.991 - 1.011  0.683  0.0176  56.7    1674    1468
   5  35.0  0.0293  0.584 - 0.611  0.985 - 1.011  0.663  0.0176  56.7   15219   12134
   6  42.5  0.0443  0.564 - 0.627  0.991 - 1.011  0.684  0.0176  56.7   12933    9246
   7  35.0  0.0239  0.578 - 0.618  0.994 - 1.011  0.675  0.0176  56.7    8562    7170
   8  27.5  0.0240  0.587 - 0.661  0.985 - 1.011  0.663  0.0176  56.7   12387   10378
   9 -27.5  0.0243  0.586 - 0.619  0.988 - 1.011  0.713  0.0176  56.7   10333    8724
  10 -10.0  0.0256  0.604 - 0.632  0.991 - 1.011  0.687  0.0176  56.7    2582    2251
  11 -52.5  0.0336  0.608 - 0.635  0.987 - 1.011  0.639  0.0176  56.7    3692    2871
  12 -65.0  0.0483  0.595 - 0.631  0.996 - 1.011  0.752  0.0176  56.7    3126    2116
  13 -85.0  0.0855  0.646 - 0.676  0.986 - 1.011  0.660  0.0176  56.7   10184    5134
  14 -57.5  0.0345  0.635 - 0.729  0.991 - 1.011  0.731  0.0176  56.7    4790    3555
  15 -75.0  0.0565  0.606 - 0.642  0.985 - 1.011  0.619  0.0176  56.7   27040   17030
  16  60.0  0.0320  0.611 - 0.657  0.983 - 1.010  0.634  0.0176  56.7   20189   15304
  17  75.0  0.0536  0.597 - 0.674  0.984 - 1.010  0.609  0.0176  56.7   20715   13600
  18  40.0  0.0356  0.578 - 0.588  1.002 - 1.011  0.671  0.0176  56.7     211     160
  19  40.0  0.0430  0.596 - 0.606  0.998 - 1.011  0.659  0.0176  56.7     222     150
  20  40.0  0.0458  0.597 - 0.612  1.000 - 1.008  0.794  0.0176  56.7     235     162

 Estimated minimum and maximum transmission:  0.8763  0.9074
 Additional spherical absorption correction applied with mu*r =  0.0440
 Lambda/2 correction factor = 0.00150
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.544
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             768
_exptl_crystal_recrystallization_method
;
slow evaporation of a benzene / ethyl acetate solution at room temperature
;
_exptl_crystal_size_max          0.309
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.222
_refine_diff_density_max         0.2560
_refine_diff_density_min         -0.3038
_refine_diff_density_rms         0.0385
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.389
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     150
_refine_ls_number_reflns         12487
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0205
_refine_ls_shift/su_max          0.00081
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'weight w was equal to 1/\s^2^(F^1^)'
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_gt          0.0112
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12487
_reflns_number_total             19390
_reflns_threshold_expression     'I > 3\s(I)'
_cod_data_source_file            px5043sup1.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2108907