#------------------------------------------------------------------------------
#$Date: 2021-12-02 00:59:52 +0200 (Thu, 02 Dec 2021) $
#$Revision: 270962 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/93/7129332.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_7129332
loop_
_publ_author_name
'Sato, Yuta'
'Matsuzaki, Tsuyoshi'
'Takehara, Tsunayoshi'
'Sako, Makoto'
'Suzuki, Takeyuki'
'Arisawa, Mitsuhiro'
_publ_section_title
;
 Doubleisomerization / cycloisomerization / aromatization of
 1-(allyloxy)-2-(cyclopropylmethyl)benzenes to give
 2-ethyl-3-isopropylbenzofurans using multitasking single rhodium catalyst
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D1CC06163A
_journal_year                    2021
_chemical_formula_moiety         'C20 H23 N O2 S'
_chemical_formula_sum            'C20 H23 N O2 S'
_chemical_formula_weight         341.45
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-09-29
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-10-20 deposited with the CCDC.	2021-12-01 downloaded from the CCDC.
;
_cell_angle_alpha                70.9170(10)
_cell_angle_beta                 82.7930(10)
_cell_angle_gamma                79.8760(10)
_cell_formula_units_Z            4
_cell_length_a                   9.56190(10)
_cell_length_b                   11.8973(2)
_cell_length_c                   17.1330(3)
_cell_measurement_reflns_used    19171
_cell_measurement_temperature    103.15
_cell_measurement_theta_max      75.4350
_cell_measurement_theta_min      3.9480
_cell_volume                     1808.43(5)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      103.15
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -124.00  -1.00   0.50    0.50    --  -35.00 -60.00-142.00  246
  2  ω    -68.00  54.00   0.50    0.50    --  -35.00  60.00  -3.00  244
  3  ω     10.00 133.00   0.50    0.50    --   43.60  60.00  -3.00  246
  4  ω    -46.00  78.00   0.50    0.50    --   43.60 -60.00-142.00  248
  5  ω     76.00 199.00   0.50    0.50    --  109.30  60.00  -3.00  246
  6  ω     20.00 144.00   0.50    0.50    --  109.30 -60.00-142.00  248
  7  ω   -124.00 -76.00   0.50    0.50    --  -35.00 -77.00  60.00   96
  8  ω    -39.00   9.00   0.50    0.50    --  -35.00 -82.00 -90.00   96
  9  ω   -124.00 -76.00   0.50    0.50    --  -35.00 -77.00 120.00   96
 10  ω     81.00 133.00   0.50    0.50    --   43.60  82.00 150.00  104
 11  ω      2.00  48.00   0.50    0.50    --   43.60  77.00 150.00   92
 12  ω      2.00  48.00   0.50    0.50    --   43.60  77.00 -60.00   92
 13  ω      2.00  48.00   0.50    0.50    --   43.60  77.00-150.00   92
 14  ω      2.00  48.00   0.50    0.50    --   43.60  77.00 120.00   92
 15  ω      2.00  48.00   0.50    0.50    --   43.60  77.00 -90.00   92
 16  ω     81.00 133.00   0.50    0.50    --   43.60  82.00  60.00  104
 17  ω      2.00  48.00   0.50    0.50    --   43.60  77.00  90.00   92
 18  ω     20.00 154.00   0.50    0.50    --  109.30 -82.00 -30.00  268
 19  ω     20.00 154.00   0.50    0.50    --  109.30 -82.00 120.00  268
 20  ω     66.00 199.00   0.50    0.50    --  109.30  38.00  41.79  266
 21  ω     20.00 154.00   0.50    0.50    --  109.30 -82.00   0.00  268
 22  ω     20.00 154.00   0.50    0.50    --  109.30 -82.00-150.00  268
 23  ω     20.00 154.00   0.50    0.50    --  109.30 -82.00  60.00  268
 24  ω     20.00 154.00   0.50    0.50    --  109.30 -82.00 -90.00  268
 25  ω     20.00 199.00   0.50    0.50    --  109.30  15.00-180.00  358
 26  ω     70.00 199.00   0.50    0.50    --  109.30  45.00 -60.00  258
 27  ω     72.00 199.00   0.50    0.50    --  109.30  46.00-147.29  254
 28  ω     82.00 199.00   0.50    0.50    --  109.30  82.00 -90.00  234
 29  ω     20.00 154.00   0.50    0.50    --  109.30 -82.00 150.00  268
 30  ω     20.00 144.00   0.50    0.50    --  109.30 -61.00  30.00  248
 31  ω    -46.00  77.00   0.50    0.50    --   43.60 -57.00  60.00  246
 32  ω     81.00 133.00   0.50    0.50    --   43.60  82.00-120.00  104
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB PRO'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1418346000
_diffrn_orient_matrix_UB_12      -0.0730248000
_diffrn_orient_matrix_UB_13      -0.0198702000
_diffrn_orient_matrix_UB_21      0.0705447000
_diffrn_orient_matrix_UB_22      0.0317335000
_diffrn_orient_matrix_UB_23      0.0646159000
_diffrn_orient_matrix_UB_31      -0.0428444000
_diffrn_orient_matrix_UB_32      -0.1132711000
_diffrn_orient_matrix_UB_33      0.0673153000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0212
_diffrn_reflns_av_unetI/netI     0.0158
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            34553
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.671
_diffrn_reflns_theta_min         3.973
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_exptl_absorpt_coefficient_mu    1.673
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.600
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_description       plate
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.466
_refine_diff_density_min         -0.403
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     461
_refine_ls_number_reflns         7332
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0389
_refine_ls_R_factor_gt           0.0371
_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)+(0.0469P)²+0.8334P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0979
_refine_ls_wR_factor_ref         0.0991
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6858
_reflns_number_total             7332
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc06163a3.cif
_cod_data_source_block           ntsp_1
_cod_database_code               7129332
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C40 H46 N2 S2 O4'
_chemical_oxdiff_usercomment     '-170oC, grease, MicroMount'
_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.
;
_shelx_estimated_absorpt_t_max   0.864
_shelx_estimated_absorpt_t_min   0.742
_reflns_odcompleteness_completeness 99.58
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Rigid body (RIGU) restrains
 C37, C36
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3. Others
 Sof(H13D)=Sof(H13E)=Sof(H13F)=Sof(C12A)=Sof(H12A)=Sof(C14A)=Sof(H14D)=
 Sof(H14E)=Sof(H14F)=1-FVAR(1)
 Sof(H13A)=Sof(H13B)=Sof(H13C)=Sof(C12)=Sof(H12)=Sof(C14)=Sof(H14A)=Sof(H14B)=
 Sof(H14C)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C42(H42), C12(H12), C12A(H12A)
4.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C40(H40A,H40B)
4.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C23(H23), C22(H22), C8(H8), C19(H19), C39(H39), C49(H49), C20(H20),
 C6(H6), C7(H7), C52(H52), C50(H50), C53(H53), C37(H37), C38(H38), C36(H36)
4.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C24(H24A,H24B,H24C), C13(H13A,H13B,H13C), C13(H13D,H13E,
 H13F), C43(H43A,H43B,H43C), C54(H54A,H54B,H54C), C44(H44A,H44B,H44C), C41(H41A,
 H41B,H41C), C14(H14A,H14B,H14C), C14A(H14D,H14E,H14F)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.257
_oxdiff_exptl_absorpt_empirical_full_min 0.876
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S15 S 0.59504(3) 0.76680(3) 0.09923(2) 0.02295(9) Uani 1 1 d . . . . .
S45 S 0.24400(4) 1.28909(3) 0.40798(2) 0.03038(10) Uani 1 1 d . . . . .
O17 O 0.67808(10) 0.65620(9) 0.09533(6) 0.0273(2) Uani 1 1 d . . . . .
O16 O 0.62068(11) 0.87629(9) 0.03678(6) 0.0301(2) Uani 1 1 d . . . . .
O47 O 0.39207(12) 1.26665(10) 0.42172(7) 0.0368(3) Uani 1 1 d . . . . .
O46 O 0.14584(13) 1.22421(10) 0.46880(7) 0.0390(3) Uani 1 1 d . . . . .
N1 N 0.62265(12) 0.78114(10) 0.18972(7) 0.0238(2) Uani 1 1 d . . . . .
N31 N 0.23424(14) 1.25867(11) 0.32034(8) 0.0316(3) Uani 1 1 d . . . . .
C5 C 0.62841(13) 0.68127(13) 0.26316(8) 0.0240(3) Uani 1 1 d . . . . .
C18 C 0.41417(14) 0.75213(12) 0.10647(8) 0.0230(3) Uani 1 1 d . . . . .
C9 C 0.67246(14) 0.55967(13) 0.27401(9) 0.0270(3) Uani 1 1 d . . . . .
H9 H 0.699880 0.530414 0.228143 0.032 Uiso 1 1 calc R U . . .
C4 C 0.58507(14) 0.72679(14) 0.33003(9) 0.0282(3) Uani 1 1 d . . . . .
C23 C 0.31184(15) 0.85379(13) 0.09227(9) 0.0286(3) Uani 1 1 d . . . . .
H23 H 0.338862 0.931599 0.077612 0.034 Uiso 1 1 calc R U . . .
C35 C 0.33742(17) 1.28634(13) 0.25270(9) 0.0312(3) Uani 1 1 d . . . . .
C2 C 0.56896(15) 0.88753(13) 0.21318(9) 0.0282(3) Uani 1 1 d . . . . .
C21 C 0.12803(15) 0.72581(13) 0.12095(9) 0.0286(3) Uani 1 1 d . . . . .
C22 C 0.16965(15) 0.83935(13) 0.09991(10) 0.0308(3) Uani 1 1 d . . . . .
H22 H 0.098855 0.908271 0.090628 0.037 Uiso 1 1 calc R U . . .
C8 C 0.67453(15) 0.48295(14) 0.35493(9) 0.0315(3) Uani 1 1 d . . . . .
H8 H 0.702758 0.399145 0.364735 0.038 Uiso 1 1 calc R U . . .
C51 C 0.08449(16) 1.68827(14) 0.34266(10) 0.0321(3) Uani 1 1 d . . . . .
C19 C 0.37591(15) 0.63802(12) 0.12687(9) 0.0290(3) Uani 1 1 d . . . . .
H19 H 0.446813 0.569172 0.136043 0.035 Uiso 1 1 calc R U . . .
C48 C 0.18359(15) 1.44363(13) 0.38496(9) 0.0273(3) Uani 1 1 d . . . . .
C3 C 0.54597(15) 0.85605(14) 0.29668(10) 0.0316(3) Uani 1 1 d . . . . .
C39 C 0.47888(18) 1.30361(13) 0.24953(10) 0.0345(3) Uani 1 1 d . . . . .
H39 H 0.521679 1.297818 0.298092 0.041 Uiso 1 1 calc R U . . .
C49 C 0.27872(16) 1.52573(14) 0.35072(10) 0.0328(3) Uani 1 1 d . . . . .
H49 H 0.377122 1.498838 0.341495 0.039 Uiso 1 1 calc R U . . .
C20 C 0.23345(16) 0.62604(13) 0.13361(10) 0.0315(3) Uani 1 1 d . . . . .
H20 H 0.206896 0.548238 0.147144 0.038 Uiso 1 1 calc R U . . .
C6 C 0.59127(16) 0.64743(15) 0.41057(9) 0.0339(3) Uani 1 1 d . . . . .
H6 H 0.565131 0.676146 0.456760 0.041 Uiso 1 1 calc R U . . .
C34 C 0.27202(18) 1.29198(13) 0.18198(9) 0.0345(3) Uani 1 1 d . . . . .
C7 C 0.63592(16) 0.52662(16) 0.42220(9) 0.0362(3) Uani 1 1 d . . . . .
H7 H 0.640465 0.472237 0.476896 0.043 Uiso 1 1 calc R U . . .
C10 C 0.56737(17) 1.01170(13) 0.15277(11) 0.0345(3) Uani 1 1 d . . . . .
H10A H 0.508184 1.070238 0.177555 0.041 Uiso 1 1 calc R U . . .
H10B H 0.523763 1.016097 0.102217 0.041 Uiso 1 1 calc R U . . .
C52 C -0.00850(16) 1.60438(15) 0.37751(11) 0.0372(4) Uani 1 1 d . . . . .
H52 H -0.106970 1.631341 0.386433 0.045 Uiso 1 1 calc R U . . .
C33 C 0.12732(18) 1.26812(14) 0.20726(10) 0.0355(3) Uani 1 1 d . . . . .
C50 C 0.22800(16) 1.64716(14) 0.33027(10) 0.0347(3) Uani 1 1 d . . . . .
H50 H 0.292739 1.703673 0.307247 0.042 Uiso 1 1 calc R U . . .
C53 C 0.03968(16) 1.48261(14) 0.39939(10) 0.0349(3) Uani 1 1 d . . . . .
H53 H -0.024642 1.426129 0.423999 0.042 Uiso 1 1 calc R U . . .
C37 C 0.4900(2) 1.33776(14) 0.10125(10) 0.0424(4) Uani 1 1 d . . . . .
H37 H 0.543329 1.357248 0.049145 0.051 Uiso 1 1 calc R U . . .
C38 C 0.5544(2) 1.32946(14) 0.17300(11) 0.0397(4) Uani 1 1 d . . . . .
H38 H 0.650916 1.341807 0.168693 0.048 Uiso 1 1 calc R U . . .
C11 C 0.71804(18) 1.04537(14) 0.12922(11) 0.0381(4) Uani 1 1 d . . . . .
H11A H 0.712815 1.128435 0.092368 0.057 Uiso 1 1 calc R U . . .
H11B H 0.774735 0.991295 0.100817 0.057 Uiso 1 1 calc R U . . .
H11C H 0.762878 1.037887 0.179412 0.057 Uiso 1 1 calc R U . . .
C36 C 0.3517(2) 1.31814(14) 0.10546(10) 0.0397(4) Uani 1 1 d . . . . .
H36 H 0.310212 1.322276 0.056842 0.048 Uiso 1 1 calc R U . . .
C32 C 0.10372(17) 1.25281(14) 0.28944(10) 0.0343(3) Uani 1 1 d . . . . .
C40 C -0.02957(18) 1.22367(16) 0.34346(11) 0.0412(4) Uani 1 1 d . . . . .
H40A H -0.112537 1.256772 0.309446 0.049 Uiso 1 1 calc R U . . .
H40B H -0.040286 1.263555 0.386759 0.049 Uiso 1 1 calc R U . . .
C24 C -0.02645(16) 0.71136(15) 0.13046(11) 0.0382(4) Uani 1 1 d . . . . .
H24A H -0.058125 0.684946 0.189432 0.057 Uiso 1 1 calc R U . . .
H24B H -0.039481 0.651240 0.105255 0.057 Uiso 1 1 calc R U . . .
H24C H -0.082695 0.788443 0.102909 0.057 Uiso 1 1 calc R U . . .
C13 C 0.61559(19) 0.97910(15) 0.37628(11) 0.0399(4) Uani 1 1 d . . . . .
H13A H 0.579716 1.040027 0.403776 0.060 Uiso 0.805(11) 1 calc R U P A 1
H13B H 0.685750 1.010157 0.330852 0.060 Uiso 0.805(11) 1 calc R U P A 1
H13C H 0.660639 0.906315 0.416312 0.060 Uiso 0.805(11) 1 calc R U P A 1
H13D H 0.708207 0.929130 0.388240 0.060 Uiso 0.195(11) 1 calc R U P A 2
H13E H 0.580857 1.012268 0.421663 0.060 Uiso 0.195(11) 1 calc R U P A 2
H13F H 0.625844 1.044964 0.324544 0.060 Uiso 0.195(11) 1 calc R U P A 2
C42 C 0.02072(19) 1.25430(15) 0.15365(11) 0.0401(4) Uani 1 1 d . . . . .
H42 H -0.066463 1.231388 0.190291 0.048 Uiso 1 1 calc R U . . .
C43 C 0.0788(2) 1.15248(16) 0.11700(11) 0.0432(4) Uani 1 1 d . . . . .
H43A H 0.164192 1.172507 0.080342 0.065 Uiso 1 1 calc R U . . .
H43B H 0.006220 1.141982 0.085323 0.065 Uiso 1 1 calc R U . . .
H43C H 0.103020 1.077757 0.161866 0.065 Uiso 1 1 calc R U . . .
C12 C 0.4924(3) 0.9493(4) 0.3419(2) 0.0308(6) Uani 0.805(11) 1 d . . P A 1
H12 H 0.450583 1.024585 0.300263 0.037 Uiso 0.805(11) 1 calc R U P A 1
C54 C 0.0283(2) 1.82009(15) 0.32008(12) 0.0441(4) Uani 1 1 d . . . . .
H54A H -0.048376 1.838842 0.282890 0.066 Uiso 1 1 calc R U . . .
H54B H 0.105365 1.866688 0.292213 0.066 Uiso 1 1 calc R U . . .
H54C H -0.008680 1.840714 0.370418 0.066 Uiso 1 1 calc R U . . .
C44 C -0.0237(2) 1.37139(17) 0.08658(12) 0.0523(5) Uani 1 1 d . . . . .
H44A H -0.065270 1.433423 0.112210 0.078 Uiso 1 1 calc R U . . .
H44B H -0.094409 1.359382 0.054390 0.078 Uiso 1 1 calc R U . . .
H44C H 0.059857 1.396881 0.049879 0.078 Uiso 1 1 calc R U . . .
C41 C -0.0305(2) 1.08998(19) 0.38478(15) 0.0595(5) Uani 1 1 d . . . . .
H41A H -0.018220 1.049552 0.342367 0.089 Uiso 1 1 calc R U . . .
H41B H -0.121433 1.076508 0.417207 0.089 Uiso 1 1 calc R U . . .
H41C H 0.047665 1.057441 0.421479 0.089 Uiso 1 1 calc R U . . .
C14 C 0.3745(3) 0.9087(4) 0.4099(3) 0.0421(9) Uani 0.805(11) 1 d . . P A 1
H14A H 0.414965 0.840719 0.455205 0.063 Uiso 0.805(11) 1 calc R U P A 1
H14B H 0.300472 0.884024 0.386935 0.063 Uiso 0.805(11) 1 calc R U P A 1
H14C H 0.332692 0.975352 0.431079 0.063 Uiso 0.805(11) 1 calc R U P A 1
C12A C 0.5144(19) 0.9062(16) 0.3680(11) 0.038(3) Uani 0.195(11) 1 d . . P A 2
H12A H 0.521356 0.834270 0.418667 0.046 Uiso 0.195(11) 1 calc R U P A 2
C14A C 0.3596(13) 0.9570(15) 0.3669(12) 0.045(3) Uani 0.195(11) 1 d . . P A 2
H14D H 0.333849 0.995289 0.410410 0.067 Uiso 0.195(11) 1 calc R U P A 2
H14E H 0.302558 0.892177 0.376775 0.067 Uiso 0.195(11) 1 calc R U P A 2
H14F H 0.341161 1.016734 0.312867 0.067 Uiso 0.195(11) 1 calc R U P A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-3 -7 -4 0.0878
-1 -4 7 0.0861
1 0 11 0.0713
3 5 10 0.0954
3 7 4 0.0854
3 6 -2 0.0891
-1 0 -10 0.0675
-1 -6 4 0.0935
5 -2 -2 0.0435
4 4 -5 0.0809
-1 6 -3 0.0766
-6 1 3 0.0410
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O17 S15 N1 106.39(6) . . ?
O17 S15 C18 108.59(6) . . ?
O16 S15 O17 119.34(6) . . ?
O16 S15 N1 106.84(6) . . ?
O16 S15 C18 109.56(6) . . ?
N1 S15 C18 105.18(6) . . ?
O47 S45 O46 119.90(7) . . ?
O47 S45 N31 105.56(6) . . ?
O47 S45 C48 109.29(7) . . ?
O46 S45 N31 107.14(7) . . ?
O46 S45 C48 108.97(7) . . ?
N31 S45 C48 104.91(6) . . ?
C5 N1 S15 121.21(9) . . ?
C5 N1 C2 107.66(11) . . ?
C2 N1 S15 123.32(10) . . ?
C35 N31 S45 122.28(10) . . ?
C35 N31 C32 108.35(12) . . ?
C32 N31 S45 124.35(11) . . ?
C9 C5 N1 130.21(12) . . ?
C9 C5 C4 122.66(13) . . ?
C4 C5 N1 107.08(12) . . ?
C23 C18 S15 119.88(10) . . ?
C23 C18 C19 121.15(13) . . ?
C19 C18 S15 118.97(10) . . ?
C5 C9 H9 121.5 . . ?
C8 C9 C5 116.98(13) . . ?
C8 C9 H9 121.5 . . ?
C5 C4 C3 108.13(13) . . ?
C6 C4 C5 118.79(14) . . ?
C6 C4 C3 133.04(14) . . ?
C18 C23 H23 120.7 . . ?
C22 C23 C18 118.63(13) . . ?
C22 C23 H23 120.7 . . ?
C39 C35 N31 130.87(14) . . ?
C39 C35 C34 122.51(15) . . ?
C34 C35 N31 106.60(14) . . ?
N1 C2 C10 122.33(13) . . ?
C3 C2 N1 109.07(13) . . ?
C3 C2 C10 127.71(13) . . ?
C22 C21 C24 120.89(13) . . ?
C20 C21 C22 118.37(13) . . ?
C20 C21 C24 120.73(13) . . ?
C23 C22 C21 121.48(13) . . ?
C23 C22 H22 119.3 . . ?
C21 C22 H22 119.3 . . ?
C9 C8 H8 119.4 . . ?
C9 C8 C7 121.29(15) . . ?
C7 C8 H8 119.4 . . ?
C52 C51 C54 119.69(14) . . ?
C50 C51 C52 118.57(14) . . ?
C50 C51 C54 121.74(15) . . ?
C18 C19 H19 120.4 . . ?
C20 C19 C18 119.12(13) . . ?
C20 C19 H19 120.4 . . ?
C49 C48 S45 119.91(11) . . ?
C49 C48 C53 120.69(14) . . ?
C53 C48 S45 119.37(12) . . ?
C4 C3 C12 129.8(2) . . ?
C4 C3 C12A 108.1(8) . . ?
C2 C3 C4 108.00(13) . . ?
C2 C3 C12 122.2(2) . . ?
C2 C3 C12A 143.1(8) . . ?
C35 C39 H39 121.3 . . ?
C38 C39 C35 117.44(15) . . ?
C38 C39 H39 121.3 . . ?
C48 C49 H49 120.5 . . ?
C50 C49 C48 118.97(14) . . ?
C50 C49 H49 120.5 . . ?
C21 C20 H20 119.4 . . ?
C19 C20 C21 121.25(13) . . ?
C19 C20 H20 119.4 . . ?
C4 C6 H6 120.5 . . ?
C7 C6 C4 119.09(14) . . ?
C7 C6 H6 120.5 . . ?
C35 C34 C33 108.15(14) . . ?
C36 C34 C35 118.54(16) . . ?
C36 C34 C33 133.31(15) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 C8 121.15(14) . . ?
C6 C7 H7 119.4 . . ?
C2 C10 H10A 109.3 . . ?
C2 C10 H10B 109.3 . . ?
C2 C10 C11 111.53(13) . . ?
H10A C10 H10B 108.0 . . ?
C11 C10 H10A 109.3 . . ?
C11 C10 H10B 109.3 . . ?
C51 C52 H52 119.4 . . ?
C53 C52 C51 121.18(14) . . ?
C53 C52 H52 119.4 . . ?
C34 C33 C42 126.87(15) . . ?
C32 C33 C34 108.35(14) . . ?
C32 C33 C42 124.68(16) . . ?
C51 C50 H50 119.3 . . ?
C49 C50 C51 121.39(14) . . ?
C49 C50 H50 119.3 . . ?
C48 C53 H53 120.4 . . ?
C52 C53 C48 119.17(14) . . ?
C52 C53 H53 120.4 . . ?
C38 C37 H37 119.5 . . ?
C36 C37 H37 119.5 . . ?
C36 C37 C38 121.09(16) . . ?
C39 C38 C37 120.89(17) . . ?
C39 C38 H38 119.6 . . ?
C37 C38 H38 119.6 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C34 C36 H36 120.3 . . ?
C37 C36 C34 119.50(16) . . ?
C37 C36 H36 120.3 . . ?
N31 C32 C40 123.69(14) . . ?
C33 C32 N31 108.41(14) . . ?
C33 C32 C40 127.71(15) . . ?
C32 C40 H40A 108.9 . . ?
C32 C40 H40B 108.9 . . ?
C32 C40 C41 113.28(15) . . ?
H40A C40 H40B 107.7 . . ?
C41 C40 H40A 108.9 . . ?
C41 C40 H40B 108.9 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
H13D C13 H13E 109.5 . . ?
H13D C13 H13F 109.5 . . ?
H13E C13 H13F 109.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
C12A C13 H13D 109.5 . . ?
C12A C13 H13E 109.5 . . ?
C12A C13 H13F 109.5 . . ?
C33 C42 H42 107.4 . . ?
C33 C42 C43 110.81(14) . . ?
C33 C42 C44 111.94(14) . . ?
C43 C42 H42 107.4 . . ?
C44 C42 H42 107.4 . . ?
C44 C42 C43 111.50(15) . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C3 C12 H12 107.5 . . ?
C13 C12 C3 110.6(2) . . ?
C13 C12 H12 107.5 . . ?
C13 C12 C14 111.4(3) . . ?
C14 C12 C3 112.1(3) . . ?
C14 C12 H12 107.5 . . ?
C51 C54 H54A 109.5 . . ?
C51 C54 H54B 109.5 . . ?
C51 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C42 C44 H44A 109.5 . . ?
C42 C44 H44B 109.5 . . ?
C42 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C3 C12A H12A 105.0 . . ?
C13 C12A C3 116.4(9) . . ?
C13 C12A H12A 105.0 . . ?
C13 C12A C14A 118.5(12) . . ?
C14A C12A C3 105.7(15) . . ?
C14A C12A H12A 105.0 . . ?
C12A C14A H14D 109.5 . . ?
C12A C14A H14E 109.5 . . ?
C12A C14A H14F 109.5 . . ?
H14D C14A H14E 109.5 . . ?
H14D C14A H14F 109.5 . . ?
H14E C14A H14F 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S15 O17 1.4294(10) . ?
S15 O16 1.4272(10) . ?
S15 N1 1.6716(11) . ?
S15 C18 1.7536(13) . ?
S45 O47 1.4286(11) . ?
S45 O46 1.4304(12) . ?
S45 N31 1.6724(12) . ?
S45 C48 1.7548(15) . ?
N1 C5 1.4193(18) . ?
N1 C2 1.4420(17) . ?
N31 C35 1.415(2) . ?
N31 C32 1.436(2) . ?
C5 C9 1.391(2) . ?
C5 C4 1.4089(19) . ?
C18 C23 1.3895(19) . ?
C18 C19 1.3898(19) . ?
C9 H9 0.9500 . ?
C9 C8 1.389(2) . ?
C4 C3 1.452(2) . ?
C4 C6 1.396(2) . ?
C23 H23 0.9500 . ?
C23 C22 1.385(2) . ?
C35 C39 1.395(2) . ?
C35 C34 1.409(2) . ?
C2 C3 1.355(2) . ?
C2 C10 1.500(2) . ?
C21 C22 1.396(2) . ?
C21 C20 1.392(2) . ?
C21 C24 1.499(2) . ?
C22 H22 0.9500 . ?
C8 H8 0.9500 . ?
C8 C7 1.397(2) . ?
C51 C52 1.390(2) . ?
C51 C50 1.388(2) . ?
C51 C54 1.502(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.381(2) . ?
C48 C49 1.389(2) . ?
C48 C53 1.391(2) . ?
C3 C12 1.535(3) . ?
C3 C12A 1.503(13) . ?
C39 H39 0.9500 . ?
C39 C38 1.383(2) . ?
C49 H49 0.9500 . ?
C49 C50 1.382(2) . ?
C20 H20 0.9500 . ?
C6 H6 0.9500 . ?
C6 C7 1.381(2) . ?
C34 C33 1.446(2) . ?
C34 C36 1.400(2) . ?
C7 H7 0.9500 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.533(2) . ?
C52 H52 0.9500 . ?
C52 C53 1.380(2) . ?
C33 C32 1.354(2) . ?
C33 C42 1.517(2) . ?
C50 H50 0.9500 . ?
C53 H53 0.9500 . ?
C37 H37 0.9500 . ?
C37 C38 1.410(3) . ?
C37 C36 1.373(3) . ?
C38 H38 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C36 H36 0.9500 . ?
C32 C40 1.500(2) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C40 C41 1.516(3) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C13 H13D 0.9800 . ?
C13 H13E 0.9800 . ?
C13 H13F 0.9800 . ?
C13 C12 1.522(3) . ?
C13 C12A 1.456(14) . ?
C42 H42 1.0000 . ?
C42 C43 1.531(2) . ?
C42 C44 1.520(2) . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C12 H12 1.0000 . ?
C12 C14 1.535(6) . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C12A H12A 1.0000 . ?
C12A C14A 1.50(3) . ?
C14A H14D 0.9800 . ?
C14A H14E 0.9800 . ?
C14A H14F 0.9800 . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S15 N1 C5 C9 30.04(19) . . . . ?
S15 N1 C5 C4 -152.59(9) . . . . ?
S15 N1 C2 C3 150.77(10) . . . . ?
S15 N1 C2 C10 -39.24(17) . . . . ?
S15 C18 C23 C22 -178.82(11) . . . . ?
S15 C18 C19 C20 179.22(11) . . . . ?
S45 N31 C35 C39 23.1(2) . . . . ?
S45 N31 C35 C34 -158.37(10) . . . . ?
S45 N31 C32 C33 159.12(11) . . . . ?
S45 N31 C32 C40 -25.7(2) . . . . ?
S45 C48 C49 C50 177.67(12) . . . . ?
S45 C48 C53 C52 -176.92(12) . . . . ?
O17 S15 N1 C5 -41.30(11) . . . . ?
O17 S15 N1 C2 173.34(10) . . . . ?
O17 S15 C18 C23 -165.37(11) . . . . ?
O17 S15 C18 C19 14.94(13) . . . . ?
O16 S15 N1 C5 -169.81(10) . . . . ?
O16 S15 N1 C2 44.83(12) . . . . ?
O16 S15 C18 C23 -33.44(13) . . . . ?
O16 S15 C18 C19 146.86(11) . . . . ?
O47 S45 N31 C35 -37.22(13) . . . . ?
O47 S45 N31 C32 170.83(12) . . . . ?
O47 S45 C48 C49 25.50(14) . . . . ?
O47 S45 C48 C53 -156.11(12) . . . . ?
O46 S45 N31 C35 -166.08(11) . . . . ?
O46 S45 N31 C32 41.97(14) . . . . ?
O46 S45 C48 C49 158.25(12) . . . . ?
O46 S45 C48 C53 -23.36(14) . . . . ?
N1 S15 C18 C23 81.07(12) . . . . ?
N1 S15 C18 C19 -98.62(12) . . . . ?
N1 C5 C9 C8 175.99(13) . . . . ?
N1 C5 C4 C3 2.60(15) . . . . ?
N1 C5 C4 C6 -175.28(12) . . . . ?
N1 C2 C3 C4 0.17(16) . . . . ?
N1 C2 C3 C12 178.31(17) . . . . ?
N1 C2 C3 C12A 168.2(12) . . . . ?
N1 C2 C10 C11 -71.20(17) . . . . ?
N31 S45 C48 C49 -87.29(13) . . . . ?
N31 S45 C48 C53 91.11(13) . . . . ?
N31 C35 C39 C38 179.66(14) . . . . ?
N31 C35 C34 C33 0.35(16) . . . . ?
N31 C35 C34 C36 -179.92(12) . . . . ?
N31 C32 C40 C41 -82.0(2) . . . . ?
C5 N1 C2 C3 1.44(15) . . . . ?
C5 N1 C2 C10 171.44(12) . . . . ?
C5 C9 C8 C7 -0.9(2) . . . . ?
C5 C4 C3 C2 -1.74(16) . . . . ?
C5 C4 C3 C12 -179.70(19) . . . . ?
C5 C4 C3 C12A -174.2(7) . . . . ?
C5 C4 C6 C7 -1.7(2) . . . . ?
C18 S15 N1 C5 73.79(11) . . . . ?
C18 S15 N1 C2 -71.56(12) . . . . ?
C18 C23 C22 C21 -0.3(2) . . . . ?
C18 C19 C20 C21 -0.5(2) . . . . ?
C9 C5 C4 C3 -179.79(12) . . . . ?
C9 C5 C4 C6 2.3(2) . . . . ?
C9 C8 C7 C6 1.4(2) . . . . ?
C4 C5 C9 C8 -1.0(2) . . . . ?
C4 C3 C12 C13 78.5(3) . . . . ?
C4 C3 C12 C14 -46.5(4) . . . . ?
C4 C3 C12A C13 110.7(13) . . . . ?
C4 C3 C12A C14A -115.5(15) . . . . ?
C4 C6 C7 C8 -0.1(2) . . . . ?
C23 C18 C19 C20 -0.5(2) . . . . ?
C35 N31 C32 C33 3.88(16) . . . . ?
C35 N31 C32 C40 179.10(13) . . . . ?
C35 C39 C38 C37 -0.1(2) . . . . ?
C35 C34 C33 C32 2.07(17) . . . . ?
C35 C34 C33 C42 -174.39(14) . . . . ?
C35 C34 C36 C37 -0.2(2) . . . . ?
C2 N1 C5 C9 -179.85(13) . . . . ?
C2 N1 C5 C4 -2.49(14) . . . . ?
C2 C3 C12 C13 -99.2(3) . . . . ?
C2 C3 C12 C14 135.8(3) . . . . ?
C2 C3 C12A C13 -57(2) . . . . ?
C2 C3 C12A C14A 76.5(14) . . . . ?
C22 C21 C20 C19 0.9(2) . . . . ?
C51 C52 C53 C48 -1.0(2) . . . . ?
C19 C18 C23 C22 0.9(2) . . . . ?
C48 S45 N31 C35 78.19(12) . . . . ?
C48 S45 N31 C32 -73.77(13) . . . . ?
C48 C49 C50 C51 -0.5(2) . . . . ?
C3 C4 C6 C7 -178.96(14) . . . . ?
C3 C2 C10 C11 96.83(18) . . . . ?
C39 C35 C34 C33 179.05(13) . . . . ?
C39 C35 C34 C36 -1.2(2) . . . . ?
C49 C48 C53 C52 1.5(2) . . . . ?
C20 C21 C22 C23 -0.5(2) . . . . ?
C6 C4 C3 C2 175.71(15) . . . . ?
C6 C4 C3 C12 -2.2(3) . . . . ?
C6 C4 C3 C12A 3.2(7) . . . . ?
C34 C35 C39 C38 1.3(2) . . . . ?
C34 C33 C32 N31 -3.61(17) . . . . ?
C34 C33 C32 C40 -178.58(14) . . . . ?
C34 C33 C42 C43 58.1(2) . . . . ?
C34 C33 C42 C44 -67.1(2) . . . . ?
C10 C2 C3 C4 -169.14(14) . . . . ?
C10 C2 C3 C12 9.0(3) . . . . ?
C10 C2 C3 C12A -1.1(12) . . . . ?
C52 C51 C50 C49 0.9(2) . . . . ?
C33 C34 C36 C37 179.49(16) . . . . ?
C33 C32 C40 C41 92.3(2) . . . . ?
C50 C51 C52 C53 -0.1(2) . . . . ?
C53 C48 C49 C50 -0.7(2) . . . . ?
C38 C37 C36 C34 1.4(2) . . . . ?
C36 C34 C33 C32 -177.61(16) . . . . ?
C36 C34 C33 C42 5.9(3) . . . . ?
C36 C37 C38 C39 -1.3(2) . . . . ?
C32 N31 C35 C39 178.94(15) . . . . ?
C32 N31 C35 C34 -2.51(15) . . . . ?
C32 C33 C42 C43 -117.83(18) . . . . ?
C32 C33 C42 C44 117.01(19) . . . . ?
C24 C21 C22 C23 178.92(15) . . . . ?
C24 C21 C20 C19 -178.52(15) . . . . ?
C42 C33 C32 N31 172.95(14) . . . . ?
C42 C33 C32 C40 -2.0(3) . . . . ?
C54 C51 C52 C53 -179.65(16) . . . . ?
C54 C51 C50 C49 -179.58(15) . . . . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-3.3433 -7.1358 -3.7797 0.1220 -0.7065 0.6971
-1.4783 -4.2139 6.5575 -0.0323 0.1857 0.9821
0.5965 0.0076 10.5106 -0.1248 0.7215 0.6811
2.6972 4.8739 9.9117 -0.1703 0.9854 -0.0004
3.3548 7.1219 4.0906 -0.1255 0.7270 -0.6751
2.6155 6.2499 -2.2321 -0.0411 0.2386 -0.9702
-0.5406 0.1127 -10.4543 0.1228 -0.7101 -0.6933
-0.5429 -5.8240 4.1602 0.2656 0.0457 0.9630
5.4225 -2.2608 -2.1941 0.9778 0.1690 -0.1239
3.7459 3.8409 -5.0344 0.3509 0.0608 -0.9345
-0.8131 5.9931 -3.3534 -0.4863 -0.0839 -0.8697
-5.5605 1.4531 2.8134 -0.9507 -0.1644 0.2630
