#------------------------------------------------------------------------------
#$Date: 2016-03-25 16:42:11 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179985 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/79/7027955.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_7027955
loop_
_publ_author_name
'Fleischer, Roland'
'Freitag, Stefanie'
'Stalke, Dietmar'
_publ_section_title
;
 Oxidation of [Li4{(NBut)3S}2]: a new route to sulfur
 triimides ‡
;
_journal_issue                   2
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              193
_journal_paper_doi               10.1039/a707085c
_journal_year                    1998
_chemical_formula_sum            'C24 H51 I Li3 N3 O3 S'
_chemical_formula_weight         609.46
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.231(5)
_cell_length_b                   16.388(2)
_cell_length_c                   13.949(2)
_cell_measurement_reflns_used    68
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      12.5
_cell_measurement_theta_min      10
_cell_volume                     3253.2(13)
_computing_cell_refinement       DIF4
_computing_data_collection       DIF4
_computing_data_reduction        REDU4
_computing_molecular_graphics    Siemens-SHELXTL
_computing_publication_material  Siemens-SHELXTL
_computing_structure_refinement  'SHELXL-96 (Sheldrick, 1996)'
_computing_structure_solution    'SHELXS-96 (Sheldrick, 1990)'
_diffrn_ambient_temperature      193(2)
_diffrn_measurement_device       STOE-AED
_diffrn_measurement_method       'profile fitted on 2theta/omega'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1414
_diffrn_reflns_av_sigmaI/netI    0.0592
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -2
_diffrn_reflns_number            2546
_diffrn_reflns_theta_max         22.52
_diffrn_reflns_theta_min         3.12
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  90
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.074
_exptl_absorpt_correction_T_max  0.7728
_exptl_absorpt_correction_T_min  0.7646
_exptl_absorpt_correction_type   'semiempirical with Psi-scans'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.244
_exptl_crystal_description       blocks
_exptl_crystal_F_000             1272
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.978
_refine_diff_density_min         -0.934
_refine_diff_density_rms         0.102
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.047
_refine_ls_goodness_of_fit_obs   1.081
_refine_ls_hydrogen_treatment    'riding model'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     233
_refine_ls_number_reflns         2216
_refine_ls_number_restraints     249
_refine_ls_restrained_S_all      1.043
_refine_ls_restrained_S_obs      1.074
_refine_ls_R_factor_all          0.0576
_refine_ls_R_factor_obs          0.0497
_refine_ls_shift/esd_max         0.002
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0985P)²+0.7990P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1397
_refine_ls_wR_factor_obs         0.1320
_reflns_number_observed          1888
_reflns_number_total             2216
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            c707085sup1.cif
_cod_data_source_block           austin
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '
calc w=1/[\s^2^(Fo^2^)+(0.0985P)^2^+0.7990P] where P=(Fo^2^+2Fc^2^)/3
' was changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0985P)^2^+0.7990P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      Pnma
_cod_database_code               7027955
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, 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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Li1 Li 0.6440(6) 0.3415(5) -0.0750(6) 0.048(2) Uani 1 d . .
Li2 Li 0.7308(9) 0.2500 0.0883(8) 0.049(3) Uani 1 d S .
I1 I 0.52509(3) 0.2500 0.05651(3) 0.0507(3) Uani 1 d S .
S1 S 0.79684(12) 0.2500 -0.08950(11) 0.0395(4) Uani 1 d S .
N1 N 0.7747(3) 0.3276(2) -0.0172(3) 0.0436(10) Uani 1 d D .
C10 C 0.8474(3) 0.3908(3) -0.0074(3) 0.0506(14) Uani 1 d D .
C11 C 0.8729(5) 0.4309(5) -0.1037(4) 0.093(2) Uani 1 d D .
H11A H 0.8165 0.4552 -0.1321 0.139 Uiso 1 calc R .
H11B H 0.8984 0.3895 -0.1473 0.139 Uiso 1 calc R .
H11C H 0.9201 0.4735 -0.0931 0.139 Uiso 1 calc R .
C12 C 0.9376(4) 0.3582(5) 0.0389(5) 0.088(2) Uani 1 d D .
H12A H 0.9808 0.4035 0.0511 0.132 Uiso 1 calc R .
H12B H 0.9675 0.3188 -0.0043 0.132 Uiso 1 calc R .
H12C H 0.9221 0.3312 0.0996 0.132 Uiso 1 calc R .
C13 C 0.8054(5) 0.4571(4) 0.0566(4) 0.0644(16) Uani 1 d D .
H13A H 0.7892 0.4336 0.1191 0.097 Uiso 1 calc R .
H13B H 0.7487 0.4791 0.0264 0.097 Uiso 1 calc R .
H13C H 0.8514 0.5009 0.0654 0.097 Uiso 1 calc R .
N2 N 0.6999(4) 0.2500 -0.1556(3) 0.0445(14) Uani 1 d SD .
C20 C 0.7085(5) 0.2500 -0.2612(4) 0.0497(16) Uani 1 d SDU .
C21 C 0.805(3) 0.281(4) -0.295(3) 0.054(6) Uani 0.11(3) d PDU -1
H21A H 0.8545 0.2490 -0.2640 0.081 Uiso 0.21(5) calc SPR -1
H21B H 0.8117 0.3387 -0.2768 0.081 Uiso 0.11(3) calc PR -1
H21C H 0.8095 0.2756 -0.3644 0.081 Uiso 0.11(3) calc PR -1
C22 C 0.630(4) 0.299(4) -0.307(3) 0.053(6) Uani 0.11(3) d PDU -1
H22A H 0.5690 0.2775 -0.2858 0.079 Uiso 0.11(3) calc PR -1
H22B H 0.6343 0.2948 -0.3770 0.079 Uiso 0.11(3) calc PR -1
H22C H 0.6353 0.3564 -0.2879 0.079 Uiso 0.11(3) calc PR -1
C23 C 0.701(5) 0.1604(13) -0.294(3) 0.053(6) Uani 0.11(3) d PDU -1
H23A H 0.7528 0.1287 -0.2669 0.079 Uiso 0.11(3) calc PR -1
H23B H 0.7044 0.1581 -0.3645 0.079 Uiso 0.11(3) calc PR -1
H23C H 0.6410 0.1375 -0.2730 0.079 Uiso 0.11(3) calc PR -1
C21' C 0.6092(10) 0.2311(15) -0.2974(10) 0.052(4) Uani 0.39(3) d PDU -2
H21D H 0.5643 0.2683 -0.2669 0.078 Uiso 0.39(3) calc PR -2
H21E H 0.5929 0.1747 -0.2813 0.078 Uiso 0.39(3) calc PR -2
H21F H 0.6069 0.2384 -0.3671 0.078 Uiso 0.39(3) calc PR -2
C22' C 0.7800(16) 0.1936(13) -0.3056(12) 0.061(4) Uani 0.39(3) d PDU -2
H22D H 0.8426 0.2067 -0.2807 0.092 Uiso 0.39(3) calc PR -2
H22E H 0.7795 0.2005 -0.3754 0.092 Uiso 0.39(3) calc PR -2
H22F H 0.7644 0.1370 -0.2896 0.092 Uiso 0.39(3) calc PR -2
C23' C 0.7346(16) 0.3383(7) -0.2909(11) 0.053(4) Uani 0.39(3) d PDU -2
H23D H 0.6888 0.3765 -0.2637 0.079 Uiso 0.39(3) calc PR -2
H23E H 0.7340 0.3427 -0.3610 0.079 Uiso 0.39(3) calc PR -2
H23F H 0.7975 0.3515 -0.2669 0.079 Uiso 0.39(3) calc PR -2
O1 O 0.5723(2) 0.4368(2) -0.1095(3) 0.0570(9) Uani 1 d D .
C31 C 0.6043(4) 0.5119(3) -0.1519(4) 0.0661(16) Uani 1 d D .
H31A H 0.6597 0.5020 -0.1933 0.079 Uiso 1 calc R .
H31B H 0.6220 0.5516 -0.1015 0.079 Uiso 1 calc R .
C32 C 0.5239(4) 0.5434(4) -0.2098(4) 0.0676(17) Uani 1 d D .
H32A H 0.5265 0.5226 -0.2764 0.081 Uiso 1 calc R .
H32B H 0.5235 0.6038 -0.2112 0.081 Uiso 1 calc R .
C33 C 0.4394(4) 0.5108(3) -0.1580(4) 0.0588(14) Uani 1 d D .
H33A H 0.4222 0.5461 -0.1031 0.071 Uiso 1 calc R .
H33B H 0.3848 0.5058 -0.2015 0.071 Uiso 1 calc R .
C34 C 0.4724(3) 0.4291(4) -0.1248(5) 0.0656(17) Uani 1 d D .
H34A H 0.4403 0.4135 -0.0646 0.079 Uiso 1 calc R .
H34B H 0.4592 0.3870 -0.1740 0.079 Uiso 1 calc R .
O2 O 0.7388(5) 0.2409(11) 0.2266(4) 0.061(3) Uani 0.50 d PDU -1
C35 C 0.7747(11) 0.3035(10) 0.2862(9) 0.105(4) Uani 0.50 d PDU -1
H35A H 0.7573 0.3575 0.2598 0.126 Uiso 0.50 calc PR -1
H35B H 0.8441 0.3000 0.2887 0.126 Uiso 0.50 calc PR -1
C36 C 0.7355(12) 0.2943(10) 0.3833(9) 0.104(4) Uani 0.50 d PDU -1
H36A H 0.7864 0.2924 0.4317 0.125 Uiso 0.50 calc PR -1
H36B H 0.6930 0.3402 0.3987 0.125 Uiso 0.50 calc PR -1
C37 C 0.6839(13) 0.2173(9) 0.3814(9) 0.108(4) Uani 0.50 d PDU -1
H37A H 0.7114 0.1786 0.4282 0.129 Uiso 0.50 calc PR -1
H37B H 0.6174 0.2267 0.3989 0.129 Uiso 0.50 calc PR -1
C38 C 0.6896(14) 0.1833(9) 0.2850(8) 0.102(4) Uani 0.50 d PDU -1
H38A H 0.7237 0.1306 0.2862 0.123 Uiso 0.50 calc PR -1
H38B H 0.6258 0.1737 0.2591 0.123 Uiso 0.50 calc PR -1
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'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Li1 N2 131.8(5) . . ?
O1 Li1 N1 132.2(5) . . ?
N2 Li1 N1 77.3(3) . . ?
O1 Li1 S1 151.0(4) . . ?
N2 Li1 S1 38.8(2) . . ?
N1 Li1 S1 38.60(18) . . ?
O1 Li1 I1 105.5(3) . . ?
N2 Li1 I1 101.3(4) . . ?
N1 Li1 I1 102.9(3) . . ?
S1 Li1 I1 103.5(3) . . ?
O1 Li1 Li2 144.5(4) . . ?
N2 Li1 Li2 83.7(3) . . ?
N1 Li1 Li2 42.9(3) . . ?
S1 Li1 Li2 55.7(3) . . ?
I1 Li1 Li2 60.1(3) . . ?
O1 Li1 Li1 144.2(3) . 7_565 ?
N2 Li1 Li1 42.6(3) . 7_565 ?
N1 Li1 Li1 83.6(3) . 7_565 ?
S1 Li1 Li1 55.5(2) . 7_565 ?
I1 Li1 Li1 59.00(17) . 7_565 ?
Li2 Li1 Li1 59.9(2) . 7_565 ?
O2 Li2 O2 8.8(11) 7_565 . ?
O2 Li2 N1 130.6(6) 7_565 . ?
O2 Li2 N1 138.3(6) . . ?
O2 Li2 N1 138.3(6) 7_565 7_565 ?
O2 Li2 N1 130.6(6) . 7_565 ?
N1 Li2 N1 77.0(5) . 7_565 ?
O2 Li2 S1 155.5(6) 7_565 . ?
O2 Li2 S1 155.5(6) . . ?
N1 Li2 S1 38.5(2) . . ?
N1 Li2 S1 38.5(2) 7_565 . ?
O2 Li2 I1 102.0(5) 7_565 . ?
O2 Li2 I1 102.0(5) . . ?
N1 Li2 I1 101.2(4) . . ?
N1 Li2 I1 101.2(4) 7_565 . ?
S1 Li2 I1 102.1(4) . . ?
O2 Li2 Li1 145.1(6) 7_565 7_565 ?
O2 Li2 Li1 138.0(6) . 7_565 ?
N1 Li2 Li1 83.7(4) . 7_565 ?
N1 Li2 Li1 42.8(3) 7_565 7_565 ?
S1 Li2 Li1 55.6(3) . 7_565 ?
I1 Li2 Li1 58.5(3) . 7_565 ?
O2 Li2 Li1 138.0(6) 7_565 . ?
O2 Li2 Li1 145.1(6) . . ?
N1 Li2 Li1 42.8(3) . . ?
N1 Li2 Li1 83.7(4) 7_565 . ?
S1 Li2 Li1 55.6(3) . . ?
I1 Li2 Li1 58.5(3) . . ?
Li1 Li2 Li1 60.1(4) 7_565 . ?
Li1 I1 Li1 62.0(3) . 7_565 ?
Li1 I1 Li2 61.3(2) . . ?
Li1 I1 Li2 61.3(2) 7_565 . ?
N1 S1 N1 100.5(3) 7_565 . y
N1 S1 N2 100.42(19) 7_565 . y
N1 S1 N2 100.42(19) . . y
N1 S1 Li1 50.4(2) 7_565 7_565 ?
N1 S1 Li1 103.4(2) . 7_565 ?
N2 S1 Li1 50.2(2) . 7_565 ?
N1 S1 Li1 103.4(2) 7_565 . ?
N1 S1 Li1 50.4(2) . . ?
N2 S1 Li1 50.2(2) . . ?
Li1 S1 Li1 68.9(4) 7_565 . ?
N1 S1 Li2 50.34(14) 7_565 . ?
N1 S1 Li2 50.34(14) . . ?
N2 S1 Li2 103.0(3) . . ?
Li1 S1 Li2 68.8(3) 7_565 . ?
Li1 S1 Li2 68.8(3) . . ?
C10 N1 S1 117.6(3) . . y
C10 N1 Li1 126.8(4) . . ?
S1 N1 Li1 91.0(3) . . ?
C10 N1 Li2 126.0(4) . . ?
S1 N1 Li2 91.1(3) . . ?
Li1 N1 Li2 94.3(4) . . ?
N1 C10 C13 106.2(4) . . ?
N1 C10 C12 112.4(5) . . ?
C13 C10 C12 109.2(5) . . ?
N1 C10 C11 112.7(4) . . ?
C13 C10 C11 107.4(5) . . ?
C12 C10 C11 108.7(5) . . ?
C20 N2 S1 119.0(4) . . y
C20 N2 Li1 125.6(3) . 7_565 ?
S1 N2 Li1 91.0(3) . 7_565 ?
C20 N2 Li1 125.6(3) . . ?
S1 N2 Li1 91.0(3) . . ?
Li1 N2 Li1 94.9(5) 7_565 . ?
N2 C20 C22' 117.8(8) . . ?
N2 C20 C22' 117.8(8) . 7_565 ?
C22' C20 C22' 75.6(19) . 7_565 ?
N2 C20 C22 111.0(16) . 7_565 ?
N2 C20 C22 111.0(16) . . ?
C22 C20 C22 64(6) 7_565 . ?
N2 C20 C21' 104.6(7) . 7_565 ?
C22' C20 C21' 127.6(13) . 7_565 ?
C22' C20 C21' 111.3(8) 7_565 7_565 ?
N2 C20 C21' 104.6(7) . . ?
C22' C20 C21' 111.3(8) . . ?
C22' C20 C21' 127.6(13) 7_565 . ?
C21' C20 C21' 23.3(18) 7_565 . ?
N2 C20 C21 112.2(16) . 7_565 ?
C22 C20 C21 110.7(16) 7_565 7_565 ?
C22 C20 C21 135(3) . 7_565 ?
N2 C20 C21 112.2(16) . . ?
C22 C20 C21 135(3) 7_565 . ?
C22 C20 C21 110.7(16) . . ?
C21 C20 C21 39(6) 7_565 . ?
N2 C20 C23 107.1(16) . . ?
C22 C20 C23 47(6) 7_565 . ?
C22 C20 C23 109.0(17) . . ?
C21 C20 C23 70(5) 7_565 . ?
C21 C20 C23 106.7(17) . . ?
N2 C20 C23 107.1(16) . 7_565 ?
C22 C20 C23 109.0(17) 7_565 7_565 ?
C22 C20 C23 47(6) . 7_565 ?
C21 C20 C23 106.7(17) 7_565 7_565 ?
C21 C20 C23 70(5) . 7_565 ?
C23 C20 C23 144(3) . 7_565 ?
N2 C20 C23' 106.7(6) . . ?
C22' C20 C23' 107.5(10) . . ?
C22' C20 C23' 32.5(16) 7_565 . ?
C21' C20 C23' 86.8(17) 7_565 . ?
C21' C20 C23' 108.7(8) . . ?
C31 O1 C34 109.0(4) . . ?
C31 O1 Li1 128.9(4) . . ?
C34 O1 Li1 119.2(4) . . ?
O1 C31 C32 105.9(4) . . ?
C31 C32 C33 103.3(5) . . ?
C34 C33 C32 102.5(5) . . ?
O1 C34 C33 106.1(5) . . ?
C35 O2 C38 108.6(7) . . ?
C35 O2 Li2 123.4(11) . . ?
C38 O2 Li2 126.1(10) . . ?
O2 C35 C36 109.3(9) . . ?
C37 C36 C35 105.2(10) . . ?
C38 C37 C36 108.6(10) . . ?
O2 C38 C37 107.5(9) . . ?
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
Li1 O1 1.927(9) . y
Li1 N2 2.036(9) . y
Li1 N1 2.041(9) . y
Li1 S1 2.650(8) . ?
Li1 I1 2.912(8) . y
Li1 Li2 2.995(13) . ?
Li1 Li1 3.000(18) 7_565 ?
Li2 O2 1.937(13) 7_565 y
Li2 O2 1.937(13) . y
Li2 N1 2.043(10) . y
Li2 N1 2.043(10) 7_565 y
Li2 S1 2.653(12) . ?
Li2 I1 2.960(12) . y
Li2 Li1 2.995(13) 7_565 ?
I1 Li1 2.912(8) 7_565 y
S1 N1 1.654(4) 7_565 y
S1 N1 1.654(4) . y
S1 N2 1.659(6) . y
S1 Li1 2.650(8) 7_565 ?
N1 C10 1.471(6) . ?
C10 C13 1.528(7) . ?
C10 C12 1.533(7) . ?
C10 C11 1.539(7) . ?
N2 C20 1.477(8) . ?
N2 Li1 2.036(9) 7_565 ?
C20 C22' 1.507(10) . ?
C20 C22' 1.507(10) 7_565 ?
C20 C22 1.521(14) 7_565 ?
C20 C22 1.521(14) . ?
C20 C21' 1.533(11) 7_565 ?
C20 C21' 1.533(11) . ?
C20 C21 1.534(14) 7_565 ?
C20 C21 1.534(14) . ?
C20 C23 1.544(14) . ?
C20 C23 1.544(14) 7_565 ?
C20 C23' 1.551(10) . ?
O1 C31 1.439(6) . ?
O1 C34 1.444(6) . ?
C31 C32 1.494(7) . ?
C32 C33 1.500(7) . ?
C33 C34 1.492(8) . ?
O2 C35 1.416(13) . ?
O2 C38 1.430(12) . ?
C35 C36 1.472(12) . ?
C36 C37 1.460(12) . ?
C37 C38 1.457(12) . ?
