#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/46/7004616.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_7004616
loop_
_publ_author_name
'Constable, Edwin C.'
'Housecroft, Catherine E.'
'Neuburger, Markus'
'Price, Jason R.'
'Schaffner, Silvia'
_publ_section_title
;
 Metal-mediated thiol--disulfide interconversion---a new tool for
 metallosupramolecular chemistry
;
_journal_issue                   29
_journal_name_full               'Dalton Transactions'
_journal_page_first              3795
_journal_page_last               3797
_journal_paper_doi               10.1039/b809242g
_journal_year                    2008
_chemical_formula_moiety         'C15 H11 N3 S1'
_chemical_formula_sum            'C15 H11 N3 S'
_chemical_formula_weight         265.34
_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
_audit_creation_date             07-05-18
_audit_creation_method           CRYSTALS_ver_12.84
_cell_angle_alpha                99.9387(6)
_cell_angle_beta                 99.6486(5)
_cell_angle_gamma                93.4424(7)
_cell_formula_units_Z            4
_cell_length_a                   7.9314(1)
_cell_length_b                   8.7268(1)
_cell_length_c                   19.2880(2)
_cell_measurement_reflns_used    6148
_cell_measurement_temperature    173
_cell_measurement_theta_max      28
_cell_measurement_theta_min      1
_cell_volume                     1290.94(3)
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1997-2001).'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      173
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.021
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            12189
_diffrn_reflns_theta_full        27.892
_diffrn_reflns_theta_max         27.892
_diffrn_reflns_theta_min         2.180
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.239
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.98
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_description       plate
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.19
_refine_diff_density_min         -0.26
_refine_ls_extinction_coef       98(12)
_refine_ls_extinction_method     'Larson (1970), Equation 22'
_refine_ls_goodness_of_fit_ref   0.9037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     344
_refine_ls_number_reflns         4164
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0319
_refine_ls_shift/su_max          0.000346
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
Method= Modified Sheldrick
w=1/[σ²(F²) + ( 0.01P)² + 0.02P]
,where P=(max(Fo²,0) + 2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0531
_refine_ls_wR_factor_gt          0.0419
_refine_ls_wR_factor_ref         0.0419
_reflns_limit_h_max              10
_reflns_limit_h_min              -10
_reflns_limit_k_max              11
_reflns_limit_k_min              -11
_reflns_limit_l_max              25
_reflns_limit_l_min              0
_reflns_number_gt                4164
_reflns_number_total             6154
_reflns_threshold_expression     I>3.0σ(I)
_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00
_oxford_refine_ls_scale          0.4793(7)
_oxford_structure_analysis_title '5181847 jp22_173k'
_cod_data_source_file            b809242g.txt
_cod_data_source_block           jp22_173k
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_formula_sum        'C15 H11 N3 S1'
_cod_database_code               7004616
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
S1 S 0.53845(5) 0.39337(5) 0.39903(2) 0.0316 1.0000 Uani . . . . . .
N1 N 0.27179(15) 0.55037(14) 0.42545(7) 0.0252 1.0000 Uani . . . . . .
N2 N 0.19083(16) 0.80586(14) 0.51356(7) 0.0265 1.0000 Uani . . . . . .
N3 N 0.26022(18) 1.13217(16) 0.66135(7) 0.0341 1.0000 Uani . . . . . .
C1 C 0.33707(19) 0.44522(17) 0.37839(8) 0.0264 1.0000 Uani . . . . . .
C2 C 0.2234(2) 0.38299(19) 0.31364(8) 0.0338 1.0000 Uani . . . . . .
C3 C 0.0604(2) 0.4248(2) 0.30123(9) 0.0404 1.0000 Uani . . . . . .
C4 C -0.0004(2) 0.5305(2) 0.35246(9) 0.0383 1.0000 Uani . . . . . .
C5 C 0.10789(19) 0.59271(18) 0.41510(9) 0.0283 1.0000 Uani . . . . . .
C6 C 0.06125(19) 0.70651(18) 0.47364(8) 0.0279 1.0000 Uani . . . . . .
C7 C -0.1067(2) 0.70649(19) 0.48544(9) 0.0334 1.0000 Uani . . . . . .
C8 C -0.1414(2) 0.8144(2) 0.54128(9) 0.0354 1.0000 Uani . . . . . .
C9 C -0.0105(2) 0.9185(2) 0.58246(9) 0.0333 1.0000 Uani . . . . . .
C10 C 0.15486(19) 0.91185(18) 0.56732(8) 0.0271 1.0000 Uani . . . . . .
C11 C 0.2991(2) 1.02421(17) 0.60912(8) 0.0272 1.0000 Uani . . . . . .
C12 C 0.4635(2) 1.01743(18) 0.59391(9) 0.0319 1.0000 Uani . . . . . .
C13 C 0.5936(2) 1.12425(19) 0.63423(10) 0.0385 1.0000 Uani . . . . . .
C14 C 0.5557(2) 1.23496(19) 0.68830(9) 0.0386 1.0000 Uani . . . . . .
C15 C 0.3882(2) 1.2351(2) 0.69933(9) 0.0382 1.0000 Uani . . . . . .
S2 S 0.71424(7) 0.47143(5) 0.14527(2) 0.0434 1.0000 Uani . . . . . .
N4 N 0.68002(17) 0.16715(15) 0.10083(7) 0.0311 1.0000 Uani . . . . . .
N5 N 0.75125(16) -0.01398(15) -0.00916(7) 0.0296 1.0000 Uani . . . . . .
N6 N 0.91929(19) -0.08606(17) -0.17279(7) 0.0393 1.0000 Uani . . . . . .
C21 C 0.6601(2) 0.2868(2) 0.15347(9) 0.0334 1.0000 Uani . . . . . .
C22 C 0.5957(2) 0.2397(2) 0.21139(9) 0.0382 1.0000 Uani . . . . . .
C23 C 0.5576(2) 0.0855(2) 0.21184(10) 0.0417 1.0000 Uani . . . . . .
C24 C 0.5820(2) -0.0314(2) 0.15568(9) 0.0377 1.0000 Uani . . . . . .
C25 C 0.64583(19) 0.01205(18) 0.09973(8) 0.0304 1.0000 Uani . . . . . .
C26 C 0.6881(2) -0.09082(19) 0.03670(9) 0.0312 1.0000 Uani . . . . . .
C27 C 0.6675(2) -0.2523(2) 0.02644(10) 0.0412 1.0000 Uani . . . . . .
C28 C 0.7184(3) -0.3367(2) -0.03248(11) 0.0487 1.0000 Uani . . . . . .
C29 C 0.7861(3) -0.2589(2) -0.07983(10) 0.0437 1.0000 Uani . . . . . .
C30 C 0.7994(2) -0.09620(19) -0.06684(9) 0.0327 1.0000 Uani . . . . . .
C31 C 0.8657(2) -0.00442(19) -0.11611(8) 0.0322 1.0000 Uani . . . . . .
C32 C 0.8721(2) 0.1569(2) -0.10410(10) 0.0388 1.0000 Uani . . . . . .
C33 C 0.9348(2) 0.2378(2) -0.15138(10) 0.0435 1.0000 Uani . . . . . .
C34 C 0.9904(2) 0.1546(2) -0.20948(10) 0.0433 1.0000 Uani . . . . . .
C35 C 0.9800(2) -0.0053(2) -0.21754(10) 0.0443 1.0000 Uani . . . . . .
H1 H 0.3391 0.5863 0.4672 0.0303 1.0000 Uiso R . . . . .
H2 H 0.7240 0.1925 0.0642 0.0371 1.0000 Uiso R . . . . .
H21 H 0.2637 0.3088 0.2781 0.0389 1.0000 Uiso R . . . . .
H31 H -0.0156 0.3825 0.2563 0.0470 1.0000 Uiso R . . . . .
H41 H -0.1155 0.5609 0.3435 0.0432 1.0000 Uiso R . . . . .
H71 H -0.1959 0.6288 0.4551 0.0413 1.0000 Uiso R . . . . .
H81 H -0.2546 0.8184 0.5518 0.0454 1.0000 Uiso R . . . . .
H91 H -0.0320 0.9933 0.6209 0.0414 1.0000 Uiso R . . . . .
H112 H 0.4839 0.9405 0.5561 0.0384 1.0000 Uiso R . . . . .
H131 H 0.7089 1.1202 0.6242 0.0465 1.0000 Uiso R . . . . .
H141 H 0.6447 1.3149 0.7178 0.0474 1.0000 Uiso R . . . . .
H151 H 0.3601 1.3154 0.7370 0.0441 1.0000 Uiso R . . . . .
H221 H 0.5785 0.3179 0.2486 0.0466 1.0000 Uiso R . . . . .
H231 H 0.5124 0.0557 0.2524 0.0511 1.0000 Uiso R . . . . .
H241 H 0.5549 -0.1431 0.1557 0.0479 1.0000 Uiso R . . . . .
H271 H 0.6198 -0.3032 0.0601 0.0474 1.0000 Uiso R . . . . .
H281 H 0.7064 -0.4473 -0.0402 0.0557 1.0000 Uiso R . . . . .
H291 H 0.8255 -0.3104 -0.1200 0.0507 1.0000 Uiso R . . . . .
H321 H 0.8341 0.2133 -0.0625 0.0467 1.0000 Uiso R . . . . .
H331 H 0.9404 0.3508 -0.1439 0.0522 1.0000 Uiso R . . . . .
H341 H 1.0362 0.2104 -0.2421 0.0517 1.0000 Uiso R . . . . .
H351 H 1.0209 -0.0661 -0.2579 0.0514 1.0000 Uiso R . . . . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 . N1 . C5 . 125.01(13) yes
C1 . N1 . H1 . 116.3 no
C5 . N1 . H1 . 118.4 no
C6 . N2 . C10 . 117.91(13) yes
C11 . N3 . C15 . 117.18(14) yes
N1 . C1 . S1 . 120.92(11) yes
N1 . C1 . C2 . 115.19(14) yes
S1 . C1 . C2 . 123.88(12) yes
C1 . C2 . C3 . 121.18(15) yes
C1 . C2 . H21 . 118.6 no
C3 . C2 . H21 . 120.2 no
C2 . C3 . C4 . 120.91(15) yes
C2 . C3 . H31 . 120.3 no
C4 . C3 . H31 . 118.8 no
C3 . C4 . C5 . 118.75(15) yes
C3 . C4 . H41 . 120.9 no
C5 . C4 . H41 . 120.3 no
N1 . C5 . C4 . 118.93(14) yes
N1 . C5 . C6 . 116.55(13) yes
C4 . C5 . C6 . 124.51(14) yes
C5 . C6 . N2 . 115.67(13) yes
C5 . C6 . C7 . 120.89(14) yes
N2 . C6 . C7 . 123.44(15) yes
C6 . C7 . C8 . 118.08(16) yes
C6 . C7 . H71 . 119.8 no
C8 . C7 . H71 . 122.1 no
C7 . C8 . C9 . 119.38(15) yes
C7 . C8 . H81 . 121.2 no
C9 . C8 . H81 . 119.4 no
C8 . C9 . C10 . 119.34(15) yes
C8 . C9 . H91 . 120.5 no
C10 . C9 . H91 . 120.1 no
C9 . C10 . N2 . 121.84(15) yes
C9 . C10 . C11 . 121.20(14) yes
N2 . C10 . C11 . 116.95(13) yes
C10 . C11 . N3 . 116.29(13) yes
C10 . C11 . C12 . 121.08(14) yes
N3 . C11 . C12 . 122.63(15) yes
C11 . C12 . C13 . 119.04(15) yes
C11 . C12 . H112 . 119.4 no
C13 . C12 . H112 . 121.5 no
C12 . C13 . C14 . 118.92(16) yes
C12 . C13 . H131 . 119.7 no
C14 . C13 . H131 . 121.4 no
C13 . C14 . C15 . 118.42(16) yes
C13 . C14 . H141 . 121.5 no
C15 . C14 . H141 . 120.1 no
C14 . C15 . N3 . 123.80(16) yes
C14 . C15 . H151 . 118.7 no
N3 . C15 . H151 . 117.5 no
C21 . N4 . C25 . 126.49(14) yes
C21 . N4 . H2 . 116.9 no
C25 . N4 . H2 . 116.5 no
C26 . N5 . C30 . 118.93(14) yes
C31 . N6 . C35 . 117.38(16) yes
N4 . C21 . S2 . 119.01(12) yes
N4 . C21 . C22 . 114.57(15) yes
S2 . C21 . C22 . 126.41(14) yes
C21 . C22 . C23 . 120.73(16) yes
C21 . C22 . H221 . 117.7 no
C23 . C22 . H221 . 121.6 no
C22 . C23 . C24 . 121.46(16) yes
C22 . C23 . H231 . 119.3 no
C24 . C23 . H231 . 119.2 no
C23 . C24 . C25 . 118.53(16) yes
C23 . C24 . H241 . 121.9 no
C25 . C24 . H241 . 119.6 no
C24 . C25 . N4 . 118.20(15) yes
C24 . C25 . C26 . 127.72(15) yes
N4 . C25 . C26 . 114.06(14) yes
C25 . C26 . N5 . 114.10(14) yes
C25 . C26 . C27 . 123.16(15) yes
N5 . C26 . C27 . 122.72(16) yes
C26 . C27 . C28 . 118.28(17) yes
C26 . C27 . H271 . 120.3 no
C28 . C27 . H271 . 121.4 no
C27 . C28 . C29 . 119.65(17) yes
C27 . C28 . H281 . 119.6 no
C29 . C28 . H281 . 120.8 no
C28 . C29 . C30 . 118.81(17) yes
C28 . C29 . H291 . 123.2 no
C30 . C29 . H291 . 118.0 no
C29 . C30 . N5 . 121.58(16) yes
C29 . C30 . C31 . 122.08(16) yes
N5 . C30 . C31 . 116.34(14) yes
C30 . C31 . N6 . 116.59(15) yes
C30 . C31 . C32 . 121.53(15) yes
N6 . C31 . C32 . 121.88(16) yes
C31 . C32 . C33 . 119.64(16) yes
C31 . C32 . H321 . 120.4 no
C33 . C32 . H321 . 120.0 no
C32 . C33 . C34 . 118.67(18) yes
C32 . C33 . H331 . 120.9 no
C34 . C33 . H331 . 120.4 no
C33 . C34 . C35 . 118.10(17) yes
C33 . C34 . H341 . 119.0 no
C35 . C34 . H341 . 122.9 no
C34 . C35 . N6 . 124.33(17) yes
C34 . C35 . H351 . 119.2 no
N6 . C35 . H351 . 116.4 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 . C1 . 1.6882(16) yes
N1 . C1 . 1.3643(19) yes
N1 . C5 . 1.3647(19) yes
N1 . H1 . 0.884 no
N2 . C6 . 1.3410(19) yes
N2 . C10 . 1.3461(19) yes
N3 . C11 . 1.3449(19) yes
N3 . C15 . 1.337(2) yes
C1 . C2 . 1.413(2) yes
C2 . C3 . 1.358(2) yes
C2 . H21 . 0.968 no
C3 . C4 . 1.400(2) yes
C3 . H31 . 0.969 no
C4 . C5 . 1.365(2) yes
C4 . H41 . 0.962 no
C5 . C6 . 1.482(2) yes
C6 . C7 . 1.388(2) yes
C7 . C8 . 1.380(2) yes
C7 . H71 . 0.984 no
C8 . C9 . 1.377(2) yes
C8 . H81 . 0.954 no
C9 . C10 . 1.393(2) yes
C9 . H91 . 0.946 no
C10 . C11 . 1.484(2) yes
C11 . C12 . 1.387(2) yes
C12 . C13 . 1.379(2) yes
C12 . H112 . 0.945 no
C13 . C14 . 1.380(2) yes
C13 . H131 . 0.968 no
C14 . C15 . 1.380(3) yes
C14 . H141 . 0.989 no
C15 . H151 . 0.983 no
S2 . C21 . 1.6831(17) yes
N4 . C21 . 1.362(2) yes
N4 . C25 . 1.360(2) yes
N4 . H2 . 0.894 no
N5 . C26 . 1.340(2) yes
N5 . C30 . 1.341(2) yes
N6 . C31 . 1.344(2) yes
N6 . C35 . 1.335(2) yes
C21 . C22 . 1.415(2) yes
C22 . C23 . 1.363(3) yes
C22 . H221 . 0.935 no
C23 . C24 . 1.401(3) yes
C23 . H231 . 0.980 no
C24 . C25 . 1.366(2) yes
C24 . H241 . 0.985 no
C25 . C26 . 1.481(2) yes
C26 . C27 . 1.385(2) yes
C27 . C28 . 1.377(3) yes
C27 . H271 . 0.961 no
C28 . C29 . 1.385(3) yes
C28 . H281 . 0.947 no
C29 . C30 . 1.393(2) yes
C29 . H291 . 0.937 no
C30 . C31 . 1.484(2) yes
C31 . C32 . 1.383(2) yes
C32 . C33 . 1.382(3) yes
C32 . H321 . 0.969 no
C33 . C34 . 1.379(3) yes
C33 . H331 . 0.968 no
C34 . C35 . 1.373(3) yes
C34 . H341 . 0.962 no
C35 . H351 . 0.977 no
