#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/41/2004132.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# 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_2004132
loop_
_publ_author_name
'Billing, D. G.'
'Boeyens, J. C. A.'
'Lai, L.-L.'
'Reid, D. H.'
_publ_section_title
2,3-Diethyl-5,6,7,8-tetrahydro-2aλ⁴-thia-2,3,4a,8a-tetraazacyclopent[cd]azulene-1(2H),4(3H)-dithione
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2354
_journal_page_last               2356
_journal_paper_doi               10.1107/S010827019500343X
_journal_volume                  51
_journal_year                    1995
_chemical_formula_sum            'C11 H18 N4 S3'
_chemical_formula_weight         302.47
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_type_scat_source           IntTabC
_cell_angle_alpha                90
_cell_angle_beta                 100.13(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.615(2)
_cell_length_b                   10.0655(10)
_cell_length_c                   13.0482(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      20
_cell_measurement_theta_min      15
_cell_volume                     726.0(3)
_diffrn_measurement_device       'Nonius CAD-4'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            5043
_diffrn_reflns_theta_max         40
_diffrn_standards_decay_%        'random fluctuations'
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.499
_exptl_absorpt_correction_T_max  0.8508
_exptl_absorpt_correction_T_min  0.7807
_exptl_absorpt_correction_type   analytical
_exptl_crystal_colour            clear
_exptl_crystal_density_diffrn    1.384
_exptl_crystal_description       rectangular
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.241
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   0.946
_refine_ls_hydrogen_treatment    'H atoms refined in calculated positions'
_refine_ls_number_parameters     165
_refine_ls_number_reflns         5043
_refine_ls_R_factor_obs          '0.03 [I>2\s(I)]'
_refine_ls_shift/esd_max         0.04
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fₒ)+(0.1P)²] where P = [max(Fₒ,0)+2Fc²]/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         '0.09 [I>2\s(I)]'
_reflns_number_total             5043
_cod_data_source_file            hu1123.cif
_cod_data_source_block           hu1123a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/[\s^2^(F~o~)+(0.1P)^2^] where
P = [max(F~o~,0)+2F~c~^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^(F~o~)+(0.1P)^2^] where P =
[max(F~o~,0)+2F~c~^2^]/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_Hall     'P 2y1'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2004132
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,y+1/2,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
S(1) .38820(10) .0374 .16500(10) .0460(10)
S(2) .00900(10) .03660(10) .43120(10) .0630(10)
S(3) .93260(10) -0.25010(10) .10690(10) .0620(10)
N(1) .6201(2) -.0464(2) .09970(10) .0510(10)
N(2) .1745(2) .0920(2) .25510(10) .0510(10)
N(3) .3619(2) -.07850(10) .34240(10) .0450(10)
N(4) .6368(2) -0.17090(10) .24080(10) .0440(10)
C(1) .4712(2) -.08160(10) .25850(10) .0420(10)
C(2) .4465(3) -0.1544(2) .43820(10) .0580(10)
C(3) .4003(3) -0.3011(2) .4270(2) .0680(10)
C(4) .4918(3) -0.3618(2) .3336(2) .0660(10)
C(5) .7085(3) -0.2897(2) .30500(10) .0560(10)
C(6) .7255(2) -0.1507(2) .14590(10) .0470(10)
C(7) .1803(2) .0217(2) .33830(10) .0480(10)
C(8) .6482(4) -.0020(2) -.00400(10) .0650(10)
C(9) .4791(5) -.0771(3) -.0862(2) .0890(10)
C(10) .0155(3) .2059(2) .22640(10) .0600(10)
C(11) .1037(4) .3286(2) .2873(2) .0840(10)
H(2A) .3666(3) -0.1206(2) .49300(10) .070
H(2B) .6189(3) -0.1399(2) .45950(10) .070
H(3A) .2277(3) -0.3170(2) .4196(2) .081
H(3B) .4787(3) -0.3454(2) .4899(2) .081
H(4A) .5356(3) -0.4538(2) .3491(2) .080
H(4B) .3615(3) -0.3608(2) .2739(2) .080
H(5A) .8161(3) -0.2633(2) .36830(10) .067
H(5B) .7965(3) -0.3498(2) .26720(10) .067
H(8A) .8139(4) -.0162(2) -.01340(10) .078
H(8B) .6139(4) .0923(2) -.01100(10) .078
H(9A) .505(3) -.0497(18) -0.1539(2) .134
H(9B) .3148(5) -.0588(19) -.0793(12) .134
H(9C) .510(3) -0.1706(3) -.0778(12) .134
H(10A) -0.1457(3) .1843(2) .23850(10) .072
H(10B) .0050(3) .2238(2) .15270(10) .072
H(11A) .0110(3) .4039(4) .2580(10) .126
H(11B) .2714(11) .3427(12) .2842(14) .126
H(11C) .085(4) .3175(9) .3585(4) .126
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(1) S(1) N(1) 83.44(6) yes
C(1) S(1) N(2) 83.33(6) yes
N(1) S(1) N(2) 166.77(6) yes
C(6) N(1) S(1) 116.61(9) yes
C(7) N(2) S(1) 115.82(11) yes
C(1) N(3) C(7) 114.20(12) yes
C(1) N(4) C(6) 114.31(11) yes
N(4) C(1) N(3) 125.75(12) yes
N(4) C(1) S(1) 117.06(9) yes
N(3) C(1) S(1) 117.18(10) yes
N(1) C(6) N(4) 108.51(12) yes
N(1) C(6) S(3) 128.63(11) yes
N(4) C(6) S(3) 122.87(11) yes
N(2) C(7) N(3) 109.34(11) yes
N(2) C(7) S(2) 128.59(12) yes
N(3) C(7) S(2) 122.07(11) yes
C(6) N(1) C(8) 124.21(13) no
C(8) N(1) S(1) 118.70(11) no
C(7) N(2) C(10) 124.74(14) no
C(10) N(2) S(1) 119.43(11) no
C(1) N(3) C(2) 123.65(12) no
C(7) N(3) C(2) 121.37(12) no
C(1) N(4) C(5) 124.94(11) no
C(6) N(4) C(5) 120.44(12) no
N(3) C(2) C(3) 113.8(2) no
C(2) C(3) C(4) 113.17(14) no
C(5) C(4) C(3) 113.6(2) no
N(4) C(5) C(4) 112.12(12) no
N(2) C(10) C(11) 112.3(2) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S(1) C(1) 1.7149(13) yes
S(1) N(1) 1.8765(13) yes
S(1) N(2) 1.9032(14) yes
S(2) C(7) 1.6819(13) yes
S(3) C(6) 1.6797(14) yes
N(1) C(6) 1.300(2) yes
N(2) C(7) 1.291(2) yes
N(3) C(1) 1.346(2) yes
N(3) C(7) 1.428(2) yes
N(4) C(1) 1.342(2) yes
N(4) C(6) 1.428(2) yes
N(4) C(5) 1.475(2) no
C(2) C(3) 1.502(3) no
C(2) H(2A) 0.97 no
C(2) H(2B) 0.97 no
C(3) C(4) 1.531(3) no
C(3) H(3A) 0.97 no
C(3) H(3B) 0.97 no
C(4) C(5) 1.518(3) no
C(4) H(4A) 0.97 no
C(4) H(4B) 0.97 no
C(5) H(5A) 0.97 no
C(5) H(5B) 0.97 no
C(8) C(9) 1.505(3) no
C(8) H(8A) 0.97 no
C(8) H(8B) 0.97 no
C(9) H(9A) 0.96 no
C(9) H(9B) 0.96 no
C(9) H(9C) 0.96 no
C(10) C(11) 1.504(3) no
C(10) H(10A) 0.97 no
C(10) H(10B) 0.97 no
C(11) H(11A) 0.96 no
C(11) H(11B) 0.96 no
C(11) H(11C) 0.96 no
