#------------------------------------------------------------------------------
#$Date: 2016-03-25 16:36:21 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179979 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/73/7027348.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_7027348
loop_
_publ_author_name
'Kilián, Petr'
'Marek, Jaromír'
'Marek, Radek'
'Tousek, Jaromír'
'Humpa, Otakar'
'Slawin, Alexandra M. Z.'
'Touzín, Jirí'
'Novosad, Josef'
'Woollins, J. Derek'
_publ_section_title
;
 New P--S--N containing ring systems. Reaction of
 2,4-(naphthalene-1,8-diyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide with
 methylbis(trimethylsilyl)amine
;
_journal_issue                   13
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              2231
_journal_paper_doi               10.1039/a901698h
_journal_year                    1999
_chemical_formula_sum            'C35 H30 N P3 S4'
_chemical_formula_weight         685.75
_chemical_melting_point          195-7
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                105.217(8)
_cell_angle_beta                 102.994(7)
_cell_angle_gamma                90.777(6)
_cell_formula_units_Z            2
_cell_length_a                   9.8665(7)
_cell_length_b                   10.4165(8)
_cell_length_c                   17.1308(15)
_cell_measurement_temperature    150(2)
_cell_volume                     1650.4(2)
_computing_structure_refinement  'SHELXL-96 (Sheldrick, 1996)'
_computing_structure_solution    'SHELXS-96 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_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  0.0372
_diffrn_reflns_av_sigmaI/netI    0.0304
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            8096
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.54
_exptl_absorpt_coefficient_mu    0.460
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_description       rhomboid
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.617
_refine_diff_density_min         -0.702
_refine_diff_density_rms         0.114
_refine_ls_extinction_coef       0.0132(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.010
_refine_ls_goodness_of_fit_obs   1.012
_refine_ls_matrix_type           full
_refine_ls_number_parameters     497
_refine_ls_number_reflns         5459
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.010
_refine_ls_restrained_S_obs      1.012
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_obs          0.0466
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0600P)²+3.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1288
_refine_ls_wR_factor_obs         0.1196
_reflns_number_observed          4755
_reflns_number_total             5459
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            901698hsup1.cif
_cod_data_source_block           5
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0600P)^2^+3.0000P] 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^)+(0.0600P)^2^+3.0000P] 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      P-1
_cod_database_code               7027348
loop_
_symmetry_equiv_pos_as_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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
S1 S 0.43802(8) 0.15467(8) 0.19751(5) 0.0371(2) Uani 1 d . .
S1' S 0.35580(10) 0.30887(7) 0.37995(5) 0.0419(2) Uani 1 d . .
S9 S -0.12739(9) -0.04313(12) 0.27066(7) 0.0591(3) Uani 1 d . .
S19 S 0.13654(7) 0.07910(7) 0.22236(4) 0.0302(2) Uani 1 d . .
P1 P 0.34689(8) 0.14615(7) 0.28725(4) 0.0273(2) Uani 1 d . .
P9 P 0.05509(8) 0.05326(8) 0.32005(5) 0.0335(2) Uani 1 d . .
N9 N 0.0474(5) 0.1970(4) 0.3878(2) 0.0537(10) Uani 1 d . .
C1 C 0.4018(3) 0.0093(3) 0.33166(16) 0.0250(6) Uani 1 d . .
C2 C 0.5338(3) -0.0275(3) 0.32853(19) 0.0324(6) Uani 1 d . .
C3 C 0.5994(3) -0.1162(3) 0.3716(2) 0.0360(7) Uani 1 d . .
C4 C 0.5318(3) -0.1656(3) 0.41928(19) 0.0337(7) Uani 1 d . .
C5 C 0.3935(3) -0.1339(3) 0.42330(17) 0.0278(6) Uani 1 d . .
C6 C 0.3277(3) -0.1873(3) 0.47409(19) 0.0341(7) Uani 1 d . .
C7 C 0.1955(3) -0.1599(3) 0.4800(2) 0.0379(7) Uani 1 d . .
C8 C 0.1215(3) -0.0842(3) 0.43160(19) 0.0339(7) Uani 1 d . .
C9 C 0.1803(3) -0.0290(3) 0.38064(16) 0.0269(6) Uani 1 d . .
C10 C 0.3232(3) -0.0481(3) 0.37722(16) 0.0252(6) Uani 1 d . .
C11 C -0.0496(8) 0.2896(5) 0.3620(3) 0.107(2) Uani 1 d . .
H11A H -0.0215 0.3209 0.3183 0.160 Uiso 1 calc R .
H11B H -0.0493 0.3660 0.4098 0.160 Uiso 1 calc R .
H11C H -0.1437 0.2446 0.3403 0.160 Uiso 1 calc R .
P3 P 0.84552(8) 0.49687(7) 0.15494(4) 0.0270(2) Uani 1 d . .
C12 C 1.0259(3) 0.5495(3) 0.17276(17) 0.0286(6) Uani 1 d . .
C13 C 1.0682(3) 0.6730(3) 0.16803(19) 0.0348(7) Uani 1 d . .
C14 C 1.2085(4) 0.7144(4) 0.1895(2) 0.0450(8) Uani 1 d . .
C15 C 1.3065(4) 0.6340(4) 0.2165(2) 0.0500(9) Uani 1 d . .
C16 C 1.2654(4) 0.5116(6) 0.2221(3) 0.0653(13) Uani 1 d . .
C17 C 1.1256(4) 0.4674(4) 0.1998(3) 0.0531(10) Uani 1 d . .
C18 C 0.7381(3) 0.5934(3) 0.09654(18) 0.0302(6) Uani 1 d . .
C19 C 0.7403(6) 0.5839(6) 0.0161(3) 0.094(2) Uani 1 d . .
H19 H 0.7968 0.5226 -0.0109 0.113 Uiso 1 calc R .
C20 C 0.6603(7) 0.6637(7) -0.0265(3) 0.106(2) Uani 1 d . .
H20 H 0.6624 0.6559 -0.0827 0.127 Uiso 1 calc R .
C21 C 0.5803(4) 0.7514(4) 0.0100(3) 0.0542(10) Uani 1 d . .
C22 C 0.5755(5) 0.7617(5) 0.0900(3) 0.0701(13) Uani 1 d . .
C23 C 0.6559(5) 0.6831(5) 0.1339(3) 0.0633(12) Uani 1 d . .
C24 C 0.8023(3) 0.5243(3) 0.25381(17) 0.0268(6) Uani 1 d . .
C25 C 0.8920(3) 0.6050(3) 0.32467(19) 0.0331(6) Uani 1 d . .
C26 C 0.8579(4) 0.6254(3) 0.4007(2) 0.0376(7) Uani 1 d . .
C27 C 0.7377(4) 0.5646(3) 0.4069(2) 0.0392(7) Uani 1 d . .
C28 C 0.6473(4) 0.4868(4) 0.3363(2) 0.0480(9) Uani 1 d . .
C29 C 0.6771(3) 0.4685(4) 0.2598(2) 0.0422(8) Uani 1 d . .
C30 C 0.8240(4) 0.3224(3) 0.1006(2) 0.0402(8) Uani 1 d . .
C31_a C 0.9032(8) 0.2842(5) 0.0384(4) 0.0503(19) Uani 0.630(8) d P 1
H31_a H 0.9588 0.3490 0.0270 0.060 Uiso 0.630(8) calc PR 1
C32_a C 0.8963(9) 0.1502(6) -0.0046(4) 0.061(2) Uani 0.630(8) d P 1
H32_a H 0.9500 0.1204 -0.0446 0.073 Uiso 0.630(8) calc PR 1
C31_b C 0.7780(12) 0.2843(8) 0.0084(5) 0.043(3) Uani 0.370(8) d P 2
H31A_b H 0.7600 0.3512 -0.0203 0.052 Uiso 0.370(8) calc PR 2
C32_b C 0.7616(13) 0.1507(9) -0.0357(6) 0.051(3) Uani 0.370(8) d P 2
H32A_b H 0.7255 0.1224 -0.0943 0.062 Uiso 0.370(8) calc PR 2
C33 C 0.8032(6) 0.0557(4) 0.0135(3) 0.0765(15) Uani 1 d . .
H33_a H 0.7675 -0.0275 -0.0254 0.092 Uiso 1 calc R 1
C34 C 0.7729(5) 0.0922(4) 0.0855(2) 0.0542(10) Uani 1 d . .
C35 C 0.7816(5) 0.2262(4) 0.1296(2) 0.0529(10) Uani 1 d . .
H1 H 0.1121(31) 0.2336(31) 0.4033(20) 0.010(9) Uiso 1 d . .
H2 H 0.0266(37) -0.0729(32) 0.4296(20) 0.036(9) Uiso 1 d . .
H3 H 0.1553(36) -0.1965(34) 0.5135(21) 0.038(9) Uiso 1 d . .
H4 H 0.3828(35) -0.2510(34) 0.5036(21) 0.039(9) Uiso 1 d . .
H8 H 0.5796(32) 0.0070(30) 0.2991(19) 0.025(7) Uiso 1 d . .
H9 H 0.6957(44) -0.1354(39) 0.3685(24) 0.057(11) Uiso 1 d . .
H10 H 0.5763(36) -0.2323(35) 0.4513(21) 0.042(9) Uiso 1 d . .
H13 H 1.0052(38) 0.7261(36) 0.1520(22) 0.041(9) Uiso 1 d . .
H14 H 1.2378(45) 0.7957(44) 0.1833(27) 0.064(13) Uiso 1 d . .
H15 H 1.4063(46) 0.6682(40) 0.2328(25) 0.062(12) Uiso 1 d . .
H16 H 1.3240(57) 0.4634(53) 0.2413(33) 0.089(16) Uiso 1 d . .
H17 H 1.0906(44) 0.3872(43) 0.1966(26) 0.060(12) Uiso 1 d . .
H21 H 0.5288(47) 0.8106(44) -0.0171(28) 0.069(13) Uiso 1 d . .
H22 H 0.5270(58) 0.8250(56) 0.1201(34) 0.097(18) Uiso 1 d . .
H23 H 0.6560(51) 0.6952(50) 0.1830(32) 0.078(16) Uiso 1 d . .
H25 H 0.9756(40) 0.6495(37) 0.3168(23) 0.049(10) Uiso 1 d . .
H26 H 0.9204(38) 0.6771(36) 0.4474(23) 0.041(9) Uiso 1 d . .
H27 H 0.7156(36) 0.5733(34) 0.4575(23) 0.040(9) Uiso 1 d . .
H28 H 0.5702(42) 0.4509(37) 0.3429(23) 0.048(10) Uiso 1 d . .
H29 H 0.6091(43) 0.4167(40) 0.2088(26) 0.059(11) Uiso 1 d . .
H34 H 0.7338(55) 0.0296(52) 0.1039(32) 0.089(16) Uiso 1 d . .
H35 H 0.7484(46) 0.2513(45) 0.1737(29) 0.067(13) Uiso 1 d . .
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'
N N 0.0061 0.0033 '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
P9 S19 P1 100.21(4)
C1 P1 S1 112.19(9)
C1 P1 S1' 108.18(9)
S1 P1 S1' 118.79(5)
C1 P1 S19 101.84(9)
S1 P1 S19 103.18(4)
S1' P1 S19 111.30(5)
N9 P9 C9 102.58(17)
N9 P9 S9 112.32(17)
C9 P9 S9 115.43(10)
N9 P9 S19 111.78(12)
C9 P9 S19 107.67(9)
S9 P9 S19 107.04(5)
C11 N9 P9 118.6(4)
C2 C1 C10 119.9(3)
C2 C1 P1 115.7(2)
C10 C1 P1 124.0(2)
C1 C2 C3 122.3(3)
C4 C3 C2 119.3(3)
C3 C4 C5 120.9(3)
C6 C5 C4 118.9(3)
C6 C5 C10 120.7(3)
C4 C5 C10 120.4(3)
C7 C6 C5 121.1(3)
C6 C7 C8 119.3(3)
C9 C8 C7 122.2(3)
C8 C9 C10 119.9(3)
C8 C9 P9 111.9(2)
C10 C9 P9 128.0(2)
C5 C10 C9 116.4(2)
C5 C10 C1 116.9(2)
C9 C10 C1 126.7(3)
C12 P3 C24 108.27(13)
C12 P3 C18 110.45(13)
C24 P3 C18 108.33(13)
C12 P3 C30 107.13(15)
C24 P3 C30 110.83(14)
C18 P3 C30 111.79(15)
C13 C12 C17 119.4(3)
C13 C12 P3 121.9(2)
C17 C12 P3 118.4(2)
C12 C13 C14 120.1(3)
C15 C14 C13 120.6(4)
C16 C15 C14 119.8(3)
C15 C16 C17 120.6(4)
C16 C17 C12 119.6(4)
C19 C18 C23 118.7(3)
C19 C18 P3 121.3(3)
C23 C18 P3 120.0(3)
C18 C19 C20 120.0(4)
C21 C20 C19 121.4(4)
C20 C21 C22 119.6(4)
C21 C22 C23 119.8(4)
C18 C23 C22 120.5(4)
C25 C24 C29 119.7(3)
C25 C24 P3 119.8(2)
C29 C24 P3 120.5(2)
C26 C25 C24 119.4(3)
C27 C26 C25 120.7(3)
C26 C27 C28 119.8(3)
C29 C28 C27 120.4(3)
C28 C29 C24 119.9(3)
C35 C30 C31_a 116.9(4)
C35 C30 C31_b 109.8(4)
C35 C30 P3 124.8(3)
C31_a C30 P3 114.5(3)
C31_b C30 P3 118.1(4)
C32_a C31_a C30 118.3(5)
C31_a C32_a C33 118.1(6)
C32_b C31_b C30 119.8(7)
C31_b C32_b C33 116.0(8)
C34 C33 C32_b 112.0(5)
C34 C33 C32_a 116.3(4)
C33 C34 C35 121.5(4)
C30 C35 C34 121.6(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 P1 1.9675(10)
S1' P1 1.9806(10)
S9 P9 1.9456(13)
S19 P9 2.0867(10)
S19 P1 2.1323(11)
P1 C1 1.8191(27)
P9 N9 1.6507(35)
P9 C9 1.8045(29)
N9 C11 1.4500(55)
C1 C2 1.3711(41)
C1 C10 1.4399(37)
C2 C3 1.4048(44)
C3 C4 1.3545(45)
C4 C5 1.4201(41)
C5 C6 1.4095(41)
C5 C10 1.4301(39)
C6 C7 1.3595(46)
C7 C8 1.3885(45)
C8 C9 1.3828(40)
C9 C10 1.4386(38)
P3 C12 1.7897(29)
P3 C24 1.7908(27)
P3 C18 1.7933(29)
P3 C30 1.7965(30)
C12 C13 1.3750(43)
C12 C17 1.3929(43)
C13 C14 1.3815(47)
C14 C15 1.3689(53)
C15 C16 1.3664(64)
C16 C17 1.3831(58)
C18 C19 1.3602(50)
C18 C23 1.3712(49)
C19 C20 1.3867(58)
C20 C21 1.3381(64)
C21 C22 1.3580(63)
C22 C23 1.3923(54)
C24 C25 1.3875(42)
C24 C29 1.3939(43)
C25 C26 1.3809(43)
C26 C27 1.3749(46)
C27 C28 1.3764(52)
C28 C29 1.3726(49)
C30 C35 1.3289(50)
C30 C31_a 1.4368(66)
C30 C31_b 1.4841(94)
C31_a C32_a 1.3901(79)
C32_a C33 1.4740(89)
C31_b C32_b 1.3853(122)
C32_b C33 1.4675(112)
C33 C34 1.2943(60)
C34 C35 1.3930(50)
