#------------------------------------------------------------------------------
#$Date: 2025-08-21 16:09:30 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301850 $
#$URL: svn://www.crystallography.net/cod/cif/7/04/68/7046858.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7046858
loop_
_publ_author_name
'Buß, Florenz'
'Rotering, Philipp'
'Mück-Lichtenfeld, Christian'
'Dielmann, Fabian'
_publ_section_title
;
 Crystalline, room-temperature stable phosphine-SO₂ adducts:
 generation of sulfur monoxide from sulfur dioxide.
;
_journal_issue                   31
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10420
_journal_page_last               10424
_journal_paper_doi               10.1039/c8dt01484a
_journal_volume                  47
_journal_year                    2018
_chemical_formula_moiety         'C12 H27 O3 P S'
_chemical_formula_sum            'C12 H27 O3 P S'
_chemical_formula_weight         282.36
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2016-08-15
_audit_creation_method
;
Olex2 1.2
(compiled 2013.11.15 svn.r2834 for OlexSys, GUI svn.r4720)
;
_audit_update_record
;
2018-04-15 deposited with the CCDC.
2018-06-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.7658(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.04457(8)
_cell_length_b                   13.70329(14)
_cell_length_c                   13.50419(12)
_cell_measurement_reflns_used    9998
_cell_measurement_temperature    100
_cell_measurement_theta_max      30.498
_cell_measurement_theta_min      3.018
_cell_volume                     1487.96(2)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0165
_diffrn_reflns_av_unetI/netI     0.0153
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            16409
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.509
_diffrn_reflns_theta_min         3.907
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.321
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9475
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0541 before and 0.0279 after correction.
The Ratio of minimum to maximum transmission is 0.9475.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.260
_exptl_crystal_description       block
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.418
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         4532
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0262
_refine_ls_R_factor_gt           0.0244
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0370P)²+0.5018P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0693
_refine_ls_wR_factor_ref         0.0708
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4246
_reflns_number_total             4532
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8dt01484a2.cif
_cod_data_source_block           p21n_pre
_cod_depositor_comments
'Adding full bibliography for 7046856--7046859.cif.'
_cod_database_code               7046858
_shelxl_version_number           2013-4
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C6(H6A,H6B,H6C), C7(H7A,
 H7B,H7C), C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,
 H12B,H12C)
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
S1 S 0.44045(3) 0.79302(2) 0.22486(2) 0.01233(6) Uani 1 1 d .
P1 P 0.57756(3) 0.65447(2) 0.24592(2) 0.00776(6) Uani 1 1 d .
O1 O 0.36491(9) 0.80927(5) 0.31938(5) 0.01969(14) Uani 1 1 d .
O2 O 0.32343(9) 0.77135(5) 0.14424(5) 0.01801(14) Uani 1 1 d .
O3 O 0.56871(9) 0.86240(5) 0.20104(5) 0.01916(14) Uani 1 1 d .
C1 C 0.41836(10) 0.55341(6) 0.23657(6) 0.01113(14) Uani 1 1 d .
C2 C 0.35888(12) 0.53684(7) 0.12826(6) 0.01672(17) Uani 1 1 d .
H2A H 0.3157 0.5982 0.1004 0.025 Uiso 1 1 calc GR
H2B H 0.2707 0.4875 0.1261 0.025 Uiso 1 1 calc GR
H2C H 0.4524 0.5143 0.0894 0.025 Uiso 1 1 calc GR
C3 C 0.49206(11) 0.45716(6) 0.27691(6) 0.01478(16) Uani 1 1 d .
H3A H 0.5956 0.4428 0.2435 0.022 Uiso 1 1 calc GR
H3B H 0.4124 0.4041 0.2646 0.022 Uiso 1 1 calc GR
H3C H 0.5151 0.4633 0.3483 0.022 Uiso 1 1 calc GR
C4 C 0.26194(11) 0.57954(7) 0.29408(7) 0.01684(17) Uani 1 1 d .
H4A H 0.2923 0.5881 0.3644 0.025 Uiso 1 1 calc GR
H4B H 0.1802 0.5268 0.2867 0.025 Uiso 1 1 calc GR
H4C H 0.2139 0.6403 0.2678 0.025 Uiso 1 1 calc GR
C5 C 0.73199(11) 0.64837(6) 0.14331(6) 0.01143(15) Uani 1 1 d .
C6 C 0.65097(12) 0.68405(7) 0.04477(6) 0.01476(16) Uani 1 1 d .
H6A H 0.5525 0.6444 0.0286 0.022 Uiso 1 1 calc GR
H6B H 0.7308 0.6779 -0.0082 0.022 Uiso 1 1 calc GR
H6C H 0.6182 0.7526 0.0513 0.022 Uiso 1 1 calc GR
C7 C 0.87953(11) 0.71673(7) 0.16591(7) 0.01719(17) Uani 1 1 d .
H7A H 0.8388 0.7835 0.1742 0.026 Uiso 1 1 calc GR
H7B H 0.9562 0.7147 0.1109 0.026 Uiso 1 1 calc GR
H7C H 0.9378 0.6956 0.2270 0.026 Uiso 1 1 calc GR
C8 C 0.79913(12) 0.54399(7) 0.13000(7) 0.01643(17) Uani 1 1 d .
H8A H 0.8443 0.5198 0.1936 0.025 Uiso 1 1 calc GR
H8B H 0.8871 0.5446 0.0814 0.025 Uiso 1 1 calc GR
H8C H 0.7086 0.5012 0.1065 0.025 Uiso 1 1 calc GR
C9 C 0.68162(11) 0.66138(6) 0.37317(6) 0.01104(14) Uani 1 1 d .
C10 C 0.75326(13) 0.76459(7) 0.39167(6) 0.01792(17) Uani 1 1 d .
H10A H 0.8389 0.7782 0.3435 0.027 Uiso 1 1 calc GR
H10B H 0.8025 0.7681 0.4589 0.027 Uiso 1 1 calc GR
H10C H 0.6639 0.8129 0.3844 0.027 Uiso 1 1 calc GR
C11 C 0.82182(11) 0.58557(7) 0.38673(6) 0.01616(16) Uani 1 1 d .
H11A H 0.7771 0.5201 0.3740 0.024 Uiso 1 1 calc GR
H11B H 0.8678 0.5890 0.4547 0.024 Uiso 1 1 calc GR
H11C H 0.9098 0.5994 0.3401 0.024 Uiso 1 1 calc GR
C12 C 0.55427(12) 0.64414(6) 0.45412(6) 0.01454(16) Uani 1 1 d .
H12A H 0.4603 0.6890 0.4441 0.022 Uiso 1 1 calc GR
H12B H 0.6072 0.6558 0.5194 0.022 Uiso 1 1 calc GR
H12C H 0.5142 0.5767 0.4504 0.022 Uiso 1 1 calc GR
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
O1 S1 P1 103.89(3)
O1 S1 O2 114.43(4)
O2 S1 P1 103.35(3)
O3 S1 P1 103.69(3)
O3 S1 O1 114.62(4)
O3 S1 O2 114.79(4)
C1 P1 S1 106.66(3)
C1 P1 C5 112.22(4)
C1 P1 C9 112.21(4)
C5 P1 S1 106.27(3)
C9 P1 S1 106.21(3)
C9 P1 C5 112.69(4)
C2 C1 P1 111.20(6)
C3 C1 P1 110.60(6)
C3 C1 C2 108.34(7)
C3 C1 C4 109.41(7)
C4 C1 P1 111.02(6)
C4 C1 C2 106.14(7)
C6 C5 P1 110.39(6)
C7 C5 P1 110.41(6)
C7 C5 C6 106.34(7)
C7 C5 C8 108.53(7)
C8 C5 P1 111.53(6)
C8 C5 C6 109.49(7)
C10 C9 P1 110.21(5)
C11 C9 P1 112.11(6)
C11 C9 C10 109.28(7)
C12 C9 P1 110.61(6)
C12 C9 C10 106.19(7)
C12 C9 C11 108.24(7)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 P1 2.2098(3)
S1 O1 1.4477(7)
S1 O2 1.4479(7)
S1 O3 1.4465(7)
P1 C1 1.8878(8)
P1 C5 1.8910(8)
P1 C9 1.8906(8)
C1 C2 1.5416(12)
C1 C3 1.5388(12)
C1 C4 1.5411(12)
C5 C6 1.5432(11)
C5 C7 1.5353(12)
C5 C8 1.5413(12)
C9 C10 1.5447(12)
C9 C11 1.5401(12)
C9 C12 1.5393(12)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139173038
