#------------------------------------------------------------------------------
#$Date: 2013-08-29 18:37:19 +0300 (Thu, 29 Aug 2013) $
#$Revision: 88064 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/23/62/2236238.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_2236238
loop_
_publ_author_name
'Chiririwa, Haleden'
'Moss, John R.'
'Hendricks, Denver'
'Meijboom, Reinout'
_publ_section_title
;
1-(Thiophen-2-yl)-N-(4-{(E)-[(thiophen-2-yl)methyl]iminomethyl}benzylidene)methanamine
;
_journal_coeditor_code GO2071
_journal_issue 11
_journal_name_full 'Acta Crystallographica Section E'
_journal_page_first o3137
_journal_volume 68
_journal_year 2012
_chemical_formula_iupac 'C18 H16 N2 S2'
_chemical_formula_moiety 'C18 H16 N2 S2'
_chemical_formula_sum 'C18 H16 N2 S2'
_chemical_formula_weight 324.45
_chemical_name_common
;
(1,4-phenylenebis(methan-1-yl-1-ylidene))bis(1-(thiophen-2-yl)methanamine)
;
_chemical_name_systematic
;
1-(Thiophen-2-yl)-N-(4-{(E)-[(thiophen-2-
yl)methyl]iminomethyl}benzylidene)methanamine
;
_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-97
_cell_angle_alpha 63.836(2)
_cell_angle_beta 69.023(2)
_cell_angle_gamma 72.394(2)
_cell_formula_units_Z 2
_cell_length_a 8.8517(3)
_cell_length_b 10.3937(5)
_cell_length_c 10.5763(4)
_cell_measurement_reflns_used 34407
_cell_measurement_temperature 173(2)
_cell_measurement_theta_max 26.44
_cell_measurement_theta_min 2.88
_cell_volume 803.22(6)
_computing_cell_refinement 'SAINT-Plus (Bruker, 2007)'
_computing_data_collection 'APEX2 (Bruker, 2007)'
_computing_data_reduction 'SAINT-Plus and XPREP (Bruker, 2007)'
_computing_molecular_graphics
'DIAMOND (Brandenburg & Putz, 2005), ORTEP-3 (Farrugia, 1997)'
_computing_publication_material 'WinGX (Farrugia, 1999)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 173(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type 'Nonius KappaCCD diffractometer'
_diffrn_measurement_method '1.2\% \f scans and \w scans'
_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 0.052
_diffrn_reflns_av_sigmaI/netI 0.0280
_diffrn_reflns_limit_h_max 11
_diffrn_reflns_limit_h_min 0
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_k_min -11
_diffrn_reflns_limit_l_max 13
_diffrn_reflns_limit_l_min -11
_diffrn_reflns_number 34407
_diffrn_reflns_theta_full 26.44
_diffrn_reflns_theta_max 26.44
_diffrn_reflns_theta_min 2.88
_diffrn_standards_decay_% 0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time 0
_diffrn_standards_number 0
_exptl_absorpt_coefficient_mu 0.329
_exptl_absorpt_correction_T_max 0.9585
_exptl_absorpt_correction_T_min 0.9312
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details '(SADABS; Bruker, 2007)'
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.341
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description plate
_exptl_crystal_F_000 340
_exptl_crystal_size_max 0.22
_exptl_crystal_size_mid 0.20
_exptl_crystal_size_min 0.13
_refine_diff_density_max 0.344
_refine_diff_density_min -0.475
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.061
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 206
_refine_ls_number_reflns 3282
_refine_ls_number_restraints 9
_refine_ls_restrained_S_all 1.193
_refine_ls_R_factor_all 0.0696
_refine_ls_R_factor_gt 0.0452
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0560P)^2^+0.4946P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1086
_refine_ls_wR_factor_ref 0.1251
_reflns_number_gt 2478
_reflns_number_total 3282
_reflns_threshold_expression >2sigma(I)
_iucr_refine_instructions_details
;
REM hc132 in P-1
REM R1 = 0.1112 for 2482 Fo > 4sig(Fo) and 0.1385 for all 3289 data
REM 199 parameters refined using 0 restraints
REM Highest difference peak 1.841, deepest hole -1.032, 1-sigma level 0.161
REM hc132 in P-1
REM R1 = 0.0659 for 2479 Fo > 4sig(Fo) and 0.0908 for all 3283 data
REM 199 parameters refined using 0 restraints
REM Highest difference peak 0.437, deepest hole -1.012, 1-sigma level 0.086
REM hc132 in P-1
REM R1 = 0.0659 for 2479 Fo > 4sig(Fo) and 0.0908 for all 3283 data
REM 199 parameters refined using 0 restraints
REM Highest difference peak 0.437, deepest hole -1.012, 1-sigma level 0.086
REM hc132 in P-1
REM R1 = 0.0764 for 2479 Fo > 4sig(Fo) and 0.1025 for all 3283 data
REM 189 parameters refined using 0 restraints
REM Highest difference peak 1.131, deepest hole -1.012, 1-sigma level 0.096
REM hc132 in P-1
REM R1 = 0.1048 for 2479 Fo > 4sig(Fo) and 0.1333 for all 3283 data
REM 174 parameters refined using 0 restraints
REM Highest difference peak 1.830, deepest hole -1.192, 1-sigma level 0.140
REM hc132 in P-1
REM R1 = 0.0577 for 2479 Fo > 4sig(Fo) and 0.0815 for all 3283 data
REM 191 parameters refined using 0 restraints
REM Highest difference peak 0.765, deepest hole -0.398, 1-sigma level 0.070
REM hc132 in P-1
REM R1 = 0.0576 for 2478 Fo > 4sig(Fo) and 0.0818 for all 3282 data
REM 188 parameters refined using 9 restraints
REM Highest difference peak 0.699, deepest hole -0.524, 1-sigma level 0.065
REM hc132 in P-1
REM R1 = 0.0617 for 2478 Fo > 4sig(Fo) and 0.0866 for all 3282 data
REM 186 parameters refined using 9 restraints
REM Highest difference peak 0.888, deepest hole -0.854, 1-sigma level 0.069
REM hc132 in P-1
REM R1 = 0.0452 for 2478 Fo > 4sig(Fo) and 0.0696 for all 3282 data
REM 206 parameters refined using 9 restraints
REM Highest difference peak 0.344, deepest hole -0.475, 1-sigma level 0.054
TITL hc132 in P-1
CELL 0.71073 8.8517 10.3937 10.5763 63.836 69.023 72.394
ZERR 2.0000 0.0003 0.0005 0.0004 0.002 0.002 0.002
LATT 1
SFAC C H N S
UNIT 36 32 4 4
MERG 2
FMAP 2
GRID
PLAN 20
TEMP -100
SIZE 0.13 0.2 0.22
DFIX 1.700 0.005 C4B S1B1 C4B S1B2
DFIX 1.700 0.005 S1B1 C1B1 S1B2 C2B1
DFIX 1.380 0.005 C4B C3B1 C4B C3B2
DFIX 1.440 0.005 C2B1 C3B1 C1B1 C3B2
DFIX 1.380 0.005 C1B1 C2B1
EADP S1B2 C3B2
EADP S1B1 C3B1
OMIT 0 0 1
OMIT 1 1 0
OMIT 0 1 0
OMIT 0 1 1
OMIT 1 1 1
OMIT -1 0 1
CONF
BOND $H
OMIT 1 0 0
L.S. 15
ACTA
WGHT 0.056000 0.494600
FVAR 0.46442 0.00000
S1A 4 0.691400 -0.072287 0.717532 11.00000 0.03667 0.05703 =
0.05040 0.00261 -0.01597 -0.00940
N1A 3 0.887694 0.196797 0.477065 11.00000 0.03113 0.03485 =
0.03707 -0.01337 -0.00812 -0.00902
C1A 1 0.484852 -0.062849 0.795699 11.00000 0.04171 0.05192 =
0.04239 -0.00849 -0.00592 -0.01790
AFIX 43
H1A 2 0.437206 -0.124240 0.891840 11.00000 -1.20000
AFIX 0
C2A 1 0.398089 0.041908 0.704689 11.00000 0.03195 0.04570 =
0.05337 -0.02036 -0.01055 -0.00681
AFIX 43
H2A 2 0.281455 0.062695 0.729495 11.00000 -1.20000
AFIX 0
C3A 1 0.498938 0.118710 0.567054 11.00000 0.03574 0.03903 =
0.04414 -0.01675 -0.01323 -0.00684
AFIX 43
H3A 2 0.457126 0.196553 0.490527 11.00000 -1.20000
AFIX 0
C4A 1 0.663204 0.067629 0.557447 11.00000 0.03539 0.03109 =
0.03671 -0.01547 -0.01148 -0.00787
C5A 1 0.806255 0.124043 0.433894 11.00000 0.03684 0.03566 =
0.03843 -0.01714 -0.00994 -0.00839
AFIX 23
H5A1 2 0.885013 0.042512 0.409159 11.00000 -1.20000
H5A2 2 0.767821 0.193817 0.346543 11.00000 -1.20000
AFIX 0
C6A 1 0.875074 0.333657 0.414592 11.00000 0.02951 0.03502 =
0.02747 -0.00969 -0.00657 -0.00778
AFIX 43
H6A 2 0.820413 0.383262 0.338946 11.00000 -1.20000
AFIX 0
C7A 1 0.943104 0.418435 0.456157 11.00000 0.02599 0.03023 =
0.02517 -0.00728 -0.00343 -0.00855
C8A 1 1.045522 0.349613 0.549888 11.00000 0.03188 0.02811 =
0.03442 -0.00643 -0.00982 -0.00682
AFIX 43
H8A 2 1.077701 0.246813 0.583753 11.00000 -1.20000
AFIX 0
C9A 1 0.899675 0.569573 0.406357 11.00000 0.03240 0.03325 =
0.03172 -0.00495 -0.01354 -0.00701
AFIX 43
H9A 2 0.831263 0.617726 0.341260 11.00000 -1.20000
AFIX 0
N1B 3 0.112176 0.622199 1.008889 11.00000 0.03164 0.03350 =
0.04016 -0.01596 -0.00936 -0.00200
C4B 1 0.320801 0.441921 0.926874 11.00000 0.03459 0.03265 =
0.03541 -0.01229 -0.01625 -0.00077
C5B 1 0.188711 0.468896 1.053519 11.00000 0.03915 0.03085 =
0.03839 -0.01249 -0.01123 -0.00366
AFIX 23
H5B1 2 0.104797 0.407425 1.088126 11.00000 -1.20000
H5B2 2 0.236665 0.442589 1.134927 11.00000 -1.20000
AFIX 0
C6B 1 0.135818 0.696723 1.065677 11.00000 0.02748 0.03395 =
0.03243 -0.01182 -0.00633 -0.00377
AFIX 43
H6B 2 0.200923 0.650409 1.133532 11.00000 -1.20000
AFIX 0
C7B 1 0.066077 0.852794 1.030456 11.00000 0.02518 0.03477 =
0.03221 -0.01370 -0.00334 -0.00481
C8B 1 -0.029415 0.926692 0.930701 11.00000 0.03133 0.03564 =
0.03296 -0.01579 -0.00488 -0.00785
AFIX 43
H8B 2 -0.049560 0.876719 0.883304 11.00000 -1.20000
AFIX 0
C9B 1 0.094585 0.927623 1.099090 11.00000 0.02873 0.03675 =
0.03284 -0.01257 -0.00793 -0.00466
AFIX 43
H9B 2 0.159513 0.877866 1.167048 11.00000 -1.20000
PART 1
AFIX 0
S1B1 4 0.349113 0.295382 0.884773 10.66670 0.04407 0.02935 =
0.03753 -0.01360 -0.01312 -0.00947
PART 0
C1B1 1 0.507176 0.343241 0.744067 11.00000 0.06240 0.05907 =
0.05550 -0.03683 -0.02723 0.01354
AFIX 43
H1B1 2 0.564651 0.286348 0.685846 11.00000 -1.20000
AFIX 0
C2B1 1 0.549243 0.467334 0.717197 11.00000 0.03732 0.06675 =
0.04193 -0.01583 -0.00233 -0.00664
AFIX 43
H2B1 2 0.637065 0.510254 0.640219 11.00000 -1.20000
PART 1
AFIX 0
C3B1 1 0.438739 0.524873 0.824834 10.66670 0.04407 0.02935 =
0.03753 -0.01360 -0.01312 -0.00947
AFIX 43
H3B1 2 0.446039 0.613674 0.825957 10.66670 -1.20000
PART 2
AFIX 0
S1B2 4 0.450298 0.555292 0.821428 10.33330 0.04079 0.03788 =
0.05557 -0.01769 -0.00744 -0.01460
C3B2 1 0.367899 0.330763 0.872733 10.33330 0.04079 0.03788 =
0.05557 -0.01769 -0.00744 -0.01460
AFIX 43
H3B2 2 0.311539 0.250516 0.917870 10.33330 -1.20000
HKLF 4
REM hc132 in P-1
REM R1 = 0.0452 for 2478 Fo > 4sig(Fo) and 0.0696 for all 3282 data
REM 206 parameters refined using 9 restraints
END
WGHT 0.0560 0.4946
REM Highest difference peak 0.344, deepest hole -0.475, 1-sigma level 0.054
Q1 1 0.5320 0.4893 0.7486 11.00000 0.05 0.34
Q2 1 0.4263 0.2949 0.8325 11.00000 0.05 0.30
Q3 1 0.3232 0.3410 0.9018 11.00000 0.05 0.27
Q4 1 0.3481 0.4676 0.9194 11.00000 0.05 0.23
Q5 1 0.0838 0.7771 1.0521 11.00000 0.05 0.22
Q6 1 0.9672 0.3822 0.5216 11.00000 0.05 0.21
Q7 1 0.5736 0.1258 0.5688 11.00000 0.05 0.21
Q8 1 0.4757 0.1480 0.5391 11.00000 0.05 0.19
Q9 1 0.4544 -0.1261 0.9566 11.00000 0.05 0.18
Q10 1 0.0186 0.8537 1.0352 11.00000 0.05 0.17
Q11 1 0.8017 0.1793 0.6400 11.00000 0.05 0.17
Q12 1 0.4614 0.6018 0.9025 11.00000 0.05 0.17
Q13 1 0.2135 0.2948 0.8969 11.00000 0.05 0.17
Q14 1 0.9407 0.3809 0.4216 11.00000 0.05 0.17
Q15 1 0.7471 0.1625 0.3185 11.00000 0.05 0.16
Q16 1 0.5239 0.3760 0.7413 11.00000 0.05 0.16
Q17 1 0.0379 0.8830 0.9805 11.00000 0.05 0.16
Q18 1 0.6739 0.0491 0.6330 11.00000 0.05 0.16
Q19 1 1.0222 0.1198 0.4985 11.00000 0.05 0.16
Q20 1 0.0008 0.6475 1.0573 11.00000 0.05 0.16
;
_[local]_cod_data_source_file go2071.cif
_[local]_cod_data_source_block I
_[local]_cod_cif_authors_sg_Hall '-p 1'
_cod_database_code 2236238
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1A 0.69140(9) -0.07229(9) 0.71753(8) 0.0551(3) Uani d . 1 1 . .
N N1A 0.8877(2) 0.1968(2) 0.4771(2) 0.0338(5) Uani d . 1 1 . .
C C1A 0.4849(3) -0.0628(3) 0.7957(3) 0.0479(7) Uani d . 1 1 . .
H H1A 0.4372 -0.1242 0.8918 0.058 Uiso calc R 1 1 . .
C C2A 0.3981(3) 0.0419(3) 0.7047(3) 0.0431(6) Uani d . 1 1 . .
H H2A 0.2815 0.0627 0.7295 0.052 Uiso calc R 1 1 . .
C C3A 0.4989(3) 0.1187(3) 0.5671(3) 0.0383(6) Uani d . 1 1 . .
H H3A 0.4571 0.1966 0.4905 0.046 Uiso calc R 1 1 . .
C C4A 0.6632(3) 0.0676(3) 0.5574(3) 0.0322(5) Uani d . 1 1 . .
C C5A 0.8063(3) 0.1240(3) 0.4339(3) 0.0352(6) Uani d . 1 1 . .
H H5A1 0.8850 0.0425 0.4092 0.042 Uiso calc R 1 1 . .
H H5A2 0.7678 0.1938 0.3465 0.042 Uiso calc R 1 1 . .
C C6A 0.8751(3) 0.3337(3) 0.4146(3) 0.0312(5) Uani d . 1 1 . .
H H6A 0.8204 0.3833 0.3389 0.037 Uiso calc R 1 1 . .
C C7A 0.9431(3) 0.4184(2) 0.4562(2) 0.0284(5) Uani d . 1 1 . .
C C8A 1.0455(3) 0.3496(3) 0.5499(3) 0.0327(5) Uani d . 1 1 . .
H H8A 1.0777 0.2468 0.5838 0.039 Uiso calc R 1 1 . .
C C9A 0.8997(3) 0.5696(3) 0.4064(3) 0.0334(5) Uani d . 1 1 . .
H H9A 0.8313 0.6177 0.3413 0.040 Uiso calc R 1 1 . .
N N1B 0.1122(2) 0.6222(2) 1.0089(2) 0.0352(5) Uani d . 1 1 . .
C C4B 0.3208(3) 0.4419(2) 0.9269(3) 0.0335(5) Uani d D 1 1 . .
C C5B 0.1887(3) 0.4689(3) 1.0535(3) 0.0366(6) Uani d . 1 1 A .
H H5B1 0.1048 0.4074 1.0881 0.044 Uiso calc R 1 1 . .
H H5B2 0.2367 0.4426 1.1349 0.044 Uiso calc R 1 1 . .
C C6B 0.1358(3) 0.6967(3) 1.0657(3) 0.0324(5) Uani d . 1 1 . .
H H6B 0.2009 0.6504 1.1335 0.039 Uiso calc R 1 1 . .
C C7B 0.0661(3) 0.8528(3) 1.0305(3) 0.0316(5) Uani d . 1 1 . .
C C8B -0.0294(3) 0.9267(3) 0.9307(3) 0.0327(5) Uani d . 1 1 . .
H H8B -0.0496 0.8767 0.8833 0.039 Uiso calc R 1 1 . .
C C9B 0.0946(3) 0.9276(3) 1.0991(3) 0.0332(5) Uani d . 1 1 . .
H H9B 0.1595 0.8779 1.1670 0.040 Uiso calc R 1 1 . .
S S1B1 0.34911(15) 0.29538(12) 0.88477(13) 0.0351(3) Uani d PD 0.67 1 A 1
C C1B1 0.5072(4) 0.3432(3) 0.7441(3) 0.0555(8) Uani d D 1 1 . .
H H1B1 0.5647 0.2863 0.6858 0.067 Uiso calc R 1 1 A 1
C C2B1 0.5492(3) 0.4673(3) 0.7172(3) 0.0534(8) Uani d D 1 1 A .
H H2B1 0.6371 0.5103 0.6402 0.064 Uiso calc R 1 1 B 1
C C3B1 0.4387(8) 0.5249(7) 0.8248(6) 0.0351(3) Uani d PD 0.67 1 A 1
H H3B1 0.4460 0.6137 0.8260 0.042 Uiso calc PR 0.67 1 A 1
S S1B2 0.4503(4) 0.5553(3) 0.8214(4) 0.0443(7) Uani d PD 0.33 1 A 2
C C3B2 0.3679(13) 0.3308(11) 0.8727(12) 0.0443(7) Uani d PD 0.33 1 A 2
H H3B2 0.3115 0.2505 0.9179 0.053 Uiso calc PR 0.33 1 A 2
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
S1A 0.0367(4) 0.0570(5) 0.0504(5) -0.0094(3) -0.0160(3) 0.0026(4)
N1A 0.0311(11) 0.0349(11) 0.0371(11) -0.0090(9) -0.0081(9) -0.0134(9)
C1A 0.0417(15) 0.0519(17) 0.0424(16) -0.0179(13) -0.0059(12) -0.0085(13)
C2A 0.0320(13) 0.0457(15) 0.0534(17) -0.0068(11) -0.0105(12) -0.0204(13)
C3A 0.0357(13) 0.0390(14) 0.0441(15) -0.0068(11) -0.0132(11) -0.0167(12)
C4A 0.0354(13) 0.0311(12) 0.0367(13) -0.0079(10) -0.0115(10) -0.0155(10)
C5A 0.0368(13) 0.0357(13) 0.0384(14) -0.0084(11) -0.0099(11) -0.0171(11)
C6A 0.0295(12) 0.0350(13) 0.0275(12) -0.0078(10) -0.0066(9) -0.0097(10)
C7A 0.0260(11) 0.0302(12) 0.0252(11) -0.0086(9) -0.0034(9) -0.0073(9)
C8A 0.0319(12) 0.0281(12) 0.0344(13) -0.0068(10) -0.0098(10) -0.0064(10)
C9A 0.0324(12) 0.0332(13) 0.0317(13) -0.0070(10) -0.0135(10) -0.0049(10)
N1B 0.0316(11) 0.0335(11) 0.0402(12) -0.0020(9) -0.0094(9) -0.0160(9)
C4B 0.0346(13) 0.0326(13) 0.0354(13) -0.0008(10) -0.0162(10) -0.0123(10)
C5B 0.0391(14) 0.0308(12) 0.0384(14) -0.0037(10) -0.0112(11) -0.0125(11)
C6B 0.0275(12) 0.0340(13) 0.0324(13) -0.0038(10) -0.0063(10) -0.0118(10)
C7B 0.0252(11) 0.0348(13) 0.0322(13) -0.0048(10) -0.0033(9) -0.0137(10)
C8B 0.0313(12) 0.0356(13) 0.0330(13) -0.0078(10) -0.0049(10) -0.0158(10)
C9B 0.0287(12) 0.0367(13) 0.0328(13) -0.0047(10) -0.0079(10) -0.0126(10)
S1B1 0.0441(6) 0.0294(6) 0.0375(5) -0.0095(4) -0.0131(4) -0.0136(5)
C1B1 0.0624(19) 0.0591(19) 0.0555(19) 0.0135(15) -0.0272(16) -0.0368(16)
C2B1 0.0373(15) 0.067(2) 0.0419(16) -0.0066(14) -0.0023(12) -0.0158(14)
C3B1 0.0441(6) 0.0294(6) 0.0375(5) -0.0095(4) -0.0131(4) -0.0136(5)
S1B2 0.0408(12) 0.0379(16) 0.0556(13) -0.0146(10) -0.0074(10) -0.0177(11)
C3B2 0.0408(12) 0.0379(16) 0.0556(13) -0.0146(10) -0.0074(10) -0.0177(11)
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'
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_site_symmetry_1
_geom_angle
C1A S1A C4A . 92.37(13)
C6A N1A C5A . 117.3(2)
C2A C1A S1A . 111.7(2)
C2A C1A H1A . 124.1
S1A C1A H1A . 124.1
C1A C2A C3A . 113.0(2)
C1A C2A H2A . 123.5
C3A C2A H2A . 123.5
C4A C3A C2A . 112.4(2)
C4A C3A H3A . 123.8
C2A C3A H3A . 123.8
C3A C4A C5A . 128.2(2)
C3A C4A S1A . 110.46(19)
C5A C4A S1A . 121.24(18)
N1A C5A C4A . 109.30(19)
N1A C5A H5A1 . 109.8
C4A C5A H5A1 . 109.8
N1A C5A H5A2 . 109.8
C4A C5A H5A2 . 109.8
H5A1 C5A H5A2 . 108.3
N1A C6A C7A . 121.8(2)
N1A C6A H6A . 119.1
C7A C6A H6A . 119.1
C8A C7A C9A . 118.8(2)
C8A C7A C6A . 121.2(2)
C9A C7A C6A . 120.0(2)
C9A C8A C7A 2_766 120.2(2)
C9A C8A H8A 2_766 119.9
C7A C8A H8A . 119.9
C8A C9A C7A 2_766 121.1(2)
C8A C9A H9A 2_766 119.5
C7A C9A H9A . 119.5
C6B N1B C5B . 116.7(2)
C3B1 C4B C3B2 . 97.2(4)
C3B1 C4B C5B . 129.2(3)
C3B2 C4B C5B . 133.6(3)
C3B2 C4B S1B2 . 105.9(3)
C5B C4B S1B2 . 120.50(18)
C3B1 C4B S1B1 . 107.2(3)
C5B C4B S1B1 . 123.56(17)
S1B2 C4B S1B1 . 115.94(16)
N1B C5B C4B . 109.8(2)
N1B C5B H5B1 . 109.7
C4B C5B H5B1 . 109.7
N1B C5B H5B2 . 109.7
C4B C5B H5B2 . 109.7
H5B1 C5B H5B2 . 108.2
N1B C6B C7B . 122.5(2)
N1B C6B H6B . 118.8
C7B C6B H6B . 118.8
C9B C7B C8B . 119.3(2)
C9B C7B C6B . 119.5(2)
C8B C7B C6B . 121.2(2)
C9B C8B C7B 2_577 120.0(2)
C9B C8B H8B 2_577 120.0
C7B C8B H8B . 120.0
C8B C9B C7B 2_577 120.7(2)
C8B C9B H9B 2_577 119.7
C7B C9B H9B . 119.7
C1B1 S1B1 C4B . 94.00(13)
C2B1 C1B1 C3B2 . 102.2(3)
C2B1 C1B1 S1B1 . 115.4(2)
C2B1 C1B1 H1B1 . 122.3
C3B2 C1B1 H1B1 . 135.5
S1B1 C1B1 H1B1 . 122.3
C1B1 C2B1 C3B1 . 108.1(3)
C1B1 C2B1 S1B2 . 119.7(2)
C1B1 C2B1 H2B1 . 126.0
C3B1 C2B1 H2B1 . 126.0
S1B2 C2B1 H2B1 . 114.3
C4B C3B1 C2B1 . 115.3(4)
C4B C3B1 H3B1 . 122.3
C2B1 C3B1 H3B1 . 122.3
C2B1 S1B2 C4B . 94.97(16)
C4B C3B2 C1B1 . 117.2(5)
C4B C3B2 H3B2 . 121.4
C1B1 C3B2 H3B2 . 121.4
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
S1A C1A . 1.708(3)
S1A C4A . 1.719(3)
N1A C6A . 1.265(3)
N1A C5A . 1.473(3)
C1A C2A . 1.342(4)
C1A H1A . 0.9500
C2A C3A . 1.424(4)
C2A H2A . 0.9500
C3A C4A . 1.372(3)
C3A H3A . 0.9500
C4A C5A . 1.498(3)
C5A H5A1 . 0.9900
C5A H5A2 . 0.9900
C6A C7A . 1.478(3)
C6A H6A . 0.9500
C7A C8A . 1.394(3)
C7A C9A . 1.394(3)
C8A C9A 2_766 1.380(3)
C8A H8A . 0.9500
C9A C8A 2_766 1.380(3)
C9A H9A . 0.9500
N1B C6B . 1.266(3)
N1B C5B . 1.461(3)
C4B C3B1 . 1.384(5)
C4B C3B2 . 1.399(5)
C4B C5B . 1.500(3)
C4B S1B2 . 1.640(3)
C4B S1B1 . 1.694(2)
C5B H5B1 . 0.9900
C5B H5B2 . 0.9900
C6B C7B . 1.476(3)
C6B H6B . 0.9500
C7B C9B . 1.394(3)
C7B C8B . 1.396(3)
C8B C9B 2_577 1.381(3)
C8B H8B . 0.9500
C9B C8B 2_577 1.381(3)
C9B H9B . 0.9500
S1B1 C1B1 . 1.642(3)
C1B1 C2B1 . 1.332(3)
C1B1 C3B2 . 1.459(5)
C1B1 H1B1 . 0.9500
C2B1 C3B1 . 1.435(5)
C2B1 S1B2 . 1.591(3)
C2B1 H2B1 . 0.9500
C3B1 H3B1 . 0.9500
C3B2 H3B2 . 0.9500
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_site_symmetry_4
_geom_torsion
C4A S1A C1A C2A . -0.1(2)
S1A C1A C2A C3A . -0.2(3)
C1A C2A C3A C4A . 0.5(3)
C2A C3A C4A C5A . -177.0(2)
C2A C3A C4A S1A . -0.6(3)
C1A S1A C4A C3A . 0.4(2)
C1A S1A C4A C5A . 177.1(2)
C6A N1A C5A C4A . -110.5(2)
C3A C4A C5A N1A . 108.5(3)
S1A C4A C5A N1A . -67.7(2)
C5A N1A C6A C7A . 176.1(2)
N1A C6A C7A C8A . 10.0(3)
N1A C6A C7A C9A . -167.3(2)
C9A C7A C8A C9A 2_766 0.9(4)
C6A C7A C8A C9A 2_766 -176.4(2)
C8A C7A C9A C8A 2_766 -0.9(4)
C6A C7A C9A C8A 2_766 176.4(2)
C6B N1B C5B C4B . -112.6(2)
C3B1 C4B C5B N1B . 42.8(6)
C3B2 C4B C5B N1B . -137.8(9)
S1B2 C4B C5B N1B . 44.0(3)
S1B1 C4B C5B N1B . -137.1(2)
C5B N1B C6B C7B . 179.9(2)
N1B C6B C7B C9B . 178.8(2)
N1B C6B C7B C8B . -0.5(4)
C9B C7B C8B C9B 2_577 0.0(4)
C6B C7B C8B C9B 2_577 179.3(2)
C8B C7B C9B C8B 2_577 0.0(4)
C6B C7B C9B C8B 2_577 -179.3(2)
C3B1 C4B S1B1 C1B1 . 0.7(4)
C3B2 C4B S1B1 C1B1 . -2(4)
C5B C4B S1B1 C1B1 . -179.4(2)
S1B2 C4B S1B1 C1B1 . -0.5(2)
C4B S1B1 C1B1 C2B1 . -0.5(3)
C4B S1B1 C1B1 C3B2 . 2(3)
C3B2 C1B1 C2B1 C3B1 . -0.3(9)
S1B1 C1B1 C2B1 C3B1 . 0.2(5)
C3B2 C1B1 C2B1 S1B2 . 0.9(7)
S1B1 C1B1 C2B1 S1B2 . 1.5(4)
C3B2 C4B C3B1 C2B1 . -0.2(8)
C5B C4B C3B1 C2B1 . 179.4(3)
S1B2 C4B C3B1 C2B1 . 172(4)
S1B1 C4B C3B1 C2B1 . -0.7(7)
C1B1 C2B1 C3B1 C4B . 0.4(7)
S1B2 C2B1 C3B1 C4B . -174(3)
C1B1 C2B1 S1B2 C4B . -1.5(4)
C3B1 C2B1 S1B2 C4B . 4(2)
C3B1 C4B S1B2 C2B1 . -6(3)
C3B2 C4B S1B2 C2B1 . 1.4(8)
C5B C4B S1B2 C2B1 . -179.9(2)
S1B1 C4B S1B2 C2B1 . 1.1(3)
C3B1 C4B C3B2 C1B1 . -0.1(11)
C5B C4B C3B2 C1B1 . -179.6(5)
S1B2 C4B C3B2 C1B1 . -1.2(13)
S1B1 C4B C3B2 C1B1 . 177(5)
C2B1 C1B1 C3B2 C4B . 0.3(12)
S1B1 C1B1 C3B2 C4B . -178(4)
_cod_database_fobs_code 2236238