# Electronic Supplementary Material (ESI) for CrystEngComm
# This journal is © The Royal Society of Chemistry 2012
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#
# Cambridge Crystallographic Data Centre
# CCDC
#
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#
# This CIF contains data from an original supplementary publication
# deposited with the CCDC, and may include chemical, crystal,
# experimental, refinement, atomic coordinates,
# anisotropic displacement parameters and molecular geometry data,
# as required by the journal to which it was submitted.
#
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# fide research purposes only. It may contain copyright material
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data_woe518
_database_code_depnum_ccdc_archive 'CCDC 903871'
#TrackingRef '(1)_C22H24N10NiS2.CIF'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C22 H24 N10 Ni S2'
_chemical_formula_sum 'C22 H24 N10 Ni S2'
_chemical_formula_weight 551.34
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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting triclinic
_symmetry_space_group_name_H-M P-1
_symmetry_space_group_name_Hall '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 9.4138(6)
_cell_length_b 12.1688(8)
_cell_length_c 13.0313(9)
_cell_angle_alpha 88.290(8)
_cell_angle_beta 88.203(8)
_cell_angle_gamma 71.209(8)
_cell_volume 1412.23(16)
_cell_formula_units_Z 2
_cell_measurement_temperature 200(2)
_cell_measurement_reflns_used 15646
_cell_measurement_theta_min 2.39
_cell_measurement_theta_max 27.00
_exptl_crystal_description block
_exptl_crystal_colour 'dark blue'
_exptl_crystal_size_max 0.1330
_exptl_crystal_size_mid 0.0978
_exptl_crystal_size_min 0.0700
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.297
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 572
_exptl_absorpt_coefficient_mu 0.864
_exptl_absorpt_correction_type numerical
_exptl_absorpt_correction_T_min 0.8232
_exptl_absorpt_correction_T_max 0.9400
_exptl_absorpt_process_details 'X-Shape and X-Red32 (Stoe, 2008)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 200(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'STOE IPDS-1'
_diffrn_measurement_method 'phi scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number 0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time 0
_diffrn_standards_decay_% 0
_diffrn_reflns_number 15646
_diffrn_reflns_av_R_equivalents 0.0421
_diffrn_reflns_av_sigmaI/netI 0.0432
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_k_max 15
_diffrn_reflns_limit_l_min -16
_diffrn_reflns_limit_l_max 16
_diffrn_reflns_theta_min 2.39
_diffrn_reflns_theta_max 27.00
_reflns_number_total 6036
_reflns_number_gt 4778
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'X-Area (Stoe, 2008)'
_computing_cell_refinement 'X-Area (Stoe, 2008)'
_computing_data_reduction 'X-Area (Stoe, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics
;
XP in SHELXTL (Sheldrick, 2008) and Diamond (Brandenburg, 2010)
;
_computing_publication_material 'XCIF in SHELXTL (Sheldrick, 2008)'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0791P)^2^+0.0086P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method SHELXL
_refine_ls_extinction_coef 0.015(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns 6036
_refine_ls_number_parameters 331
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0560
_refine_ls_R_factor_gt 0.0431
_refine_ls_wR_factor_ref 0.1212
_refine_ls_wR_factor_gt 0.1153
_refine_ls_goodness_of_fit_ref 1.032
_refine_ls_restrained_S_all 1.032
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni -0.33394(3) -0.28590(3) -0.23978(2) 0.02247(12) Uani 1 1 d . . .
S1 S -0.53275(14) -0.58545(10) -0.18525(13) 0.0840(4) Uani 1 1 d . . .
C1 C -0.5105(3) -0.4605(3) -0.2156(2) 0.0389(6) Uani 1 1 d . . .
N1 N -0.4894(3) -0.3731(2) -0.23623(17) 0.0311(5) Uani 1 1 d . . .
S2 S 0.06553(9) -0.11826(8) -0.25991(7) 0.0489(2) Uani 1 1 d . . .
C2 C -0.0750(3) -0.1687(2) -0.24621(18) 0.0287(5) Uani 1 1 d . . .
N2 N -0.1733(3) -0.2059(2) -0.23733(17) 0.0322(5) Uani 1 1 d . . .
N11 N -0.6690(3) 0.0522(3) -0.4231(2) 0.0489(7) Uani 1 1 d . C .
N12 N -0.4811(2) -0.13960(18) -0.31777(15) 0.0269(4) Uani 1 1 d . . .
N21 N -0.1544(4) -0.4420(3) -0.5831(2) 0.0509(7) Uani 1 1 d . . .
N22 N -0.2512(2) -0.35684(19) -0.38749(15) 0.0272(4) Uani 1 1 d . . .
N31 N 0.0163(3) -0.6358(2) -0.0812(2) 0.0412(6) Uani 1 1 d . . .
N32 N -0.1823(2) -0.43299(18) -0.16520(15) 0.0252(4) Uani 1 1 d . . .
N41 N -0.5466(3) -0.1019(2) 0.08518(18) 0.0398(6) Uani 1 1 d . . .
N42 N -0.4257(2) -0.21092(18) -0.09780(15) 0.0251(4) Uani 1 1 d . . .
C10 C -0.4782(3) -0.0321(2) -0.3030(2) 0.0350(6) Uani 1 1 d . D .
H10 H -0.4101 -0.0204 -0.2556 0.042 Uiso 1 1 calc R . .
C11 C -0.5727(4) 0.0624(3) -0.3557(2) 0.0446(7) Uani 1 1 d . . .
H11 H -0.5679 0.1376 -0.3427 0.054 Uiso 0.70 1 calc PR A 1
C12 C -0.6735(3) -0.0537(3) -0.4387(2) 0.0409(7) Uani 1 1 d . . .
H12 H -0.7413 -0.0645 -0.4869 0.049 Uiso 0.30 1 calc PR B 2
C13 C -0.5798(3) -0.1499(2) -0.3852(2) 0.0332(6) Uani 1 1 d . C .
H13 H -0.5865 -0.2247 -0.3972 0.040 Uiso 1 1 calc R . .
C14 C -0.7801(6) -0.0672(6) -0.5167(4) 0.0618(15) Uani 0.70 1 d P C 1
H14A H -0.8624 -0.0873 -0.4817 0.093 Uiso 0.70 1 calc PR C 1
H14B H -0.7268 -0.1291 -0.5638 0.093 Uiso 0.70 1 calc PR C 1
H14C H -0.8209 0.0059 -0.5555 0.093 Uiso 0.70 1 calc PR C 1
C14' C -0.5565(19) 0.1803(10) -0.3430(10) 0.063(4) Uani 0.30 1 d P D 2
H14D H -0.6359 0.2259 -0.2963 0.095 Uiso 0.30 1 calc PR D 2
H14E H -0.5649 0.2204 -0.4100 0.095 Uiso 0.30 1 calc PR D 2
H14F H -0.4583 0.1715 -0.3145 0.095 Uiso 0.30 1 calc PR D 2
C20 C -0.1860(3) -0.3015(3) -0.4542(2) 0.0377(6) Uani 1 1 d . . .
H20 H -0.1729 -0.2306 -0.4353 0.045 Uiso 1 1 calc R . .
C21 C -0.1372(4) -0.3453(3) -0.5504(2) 0.0507(8) Uani 1 1 d . . .
H21 H -0.0892 -0.3042 -0.5950 0.061 Uiso 1 1 calc R . .
C22 C -0.2221(4) -0.4972(3) -0.5185(2) 0.0418(7) Uani 1 1 d . . .
C23 C -0.2688(3) -0.4545(3) -0.4204(2) 0.0345(6) Uani 1 1 d . . .
H23 H -0.3149 -0.4965 -0.3754 0.041 Uiso 1 1 calc R . .
C30 C -0.2231(3) -0.4918(2) -0.08768(19) 0.0285(5) Uani 1 1 d . . .
H30 H -0.3226 -0.4631 -0.0603 0.034 Uiso 1 1 calc R . .
C31 C -0.1254(3) -0.5937(2) -0.0455(2) 0.0332(6) Uani 1 1 d . . .
C32 C 0.0572(3) -0.5765(3) -0.1576(2) 0.0420(7) Uani 1 1 d . . .
H32 H 0.1574 -0.6044 -0.1839 0.050 Uiso 1 1 calc R . .
C33 C -0.0402(3) -0.4757(2) -0.2003(2) 0.0304(5) Uani 1 1 d . . .
H33 H -0.0059 -0.4366 -0.2550 0.036 Uiso 1 1 calc R . .
C34 C -0.1764(4) -0.6589(3) 0.0388(3) 0.0516(8) Uani 1 1 d . . .
H34A H -0.0976 -0.7330 0.0520 0.077 Uiso 1 1 calc R . .
H34B H -0.2679 -0.6736 0.0185 0.077 Uiso 1 1 calc R . .
H34C H -0.1971 -0.6129 0.1013 0.077 Uiso 1 1 calc R . .
C40 C -0.5739(3) -0.1613(2) -0.08322(19) 0.0290(5) Uani 1 1 d . . .
H40 H -0.6394 -0.1645 -0.1362 0.035 Uiso 1 1 calc R . .
C41 C -0.6349(3) -0.1050(2) 0.0074(2) 0.0335(6) Uani 1 1 d . . .
C42 C -0.3998(4) -0.1537(3) 0.0702(2) 0.0393(6) Uani 1 1 d . . .
H42 H -0.3344 -0.1542 0.1244 0.047 Uiso 1 1 calc R . .
C43 C -0.3379(3) -0.2069(2) -0.02077(19) 0.0314(5) Uani 1 1 d . . .
H43 H -0.2321 -0.2408 -0.0282 0.038 Uiso 1 1 calc R . .
C44 C -0.8013(4) -0.0439(3) 0.0191(3) 0.0508(8) Uani 1 1 d . . .
H44A H -0.8438 -0.0849 0.0711 0.076 Uiso 1 1 calc R . .
H44B H -0.8493 -0.0431 -0.0467 0.076 Uiso 1 1 calc R . .
H44C H -0.8190 0.0361 0.0404 0.076 Uiso 1 1 calc R . .
C24 C -0.2480(5) -0.6055(4) -0.5537(3) 0.0666(11) Uani 1 1 d . . .
H24A H -0.3453 -0.5848 -0.5871 0.100 Uiso 1 1 calc R . .
H24B H -0.2475 -0.6570 -0.4944 0.100 Uiso 1 1 calc R . .
H24C H -0.1681 -0.6452 -0.6027 0.100 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ni1 0.02174(17) 0.02232(17) 0.02250(16) -0.00001(10) 0.00087(10) -0.00605(12)
S1 0.0690(7) 0.0485(6) 0.1475(12) 0.0212(7) -0.0172(7) -0.0377(5)
C1 0.0307(14) 0.0409(16) 0.0484(16) -0.0008(12) -0.0021(12) -0.0162(12)
N1 0.0291(11) 0.0347(12) 0.0318(11) -0.0017(9) 0.0010(8) -0.0134(10)
S2 0.0390(4) 0.0617(5) 0.0555(5) 0.0080(4) -0.0010(3) -0.0303(4)
C2 0.0313(13) 0.0298(12) 0.0246(11) 0.0005(9) 0.0001(9) -0.0095(11)
N2 0.0296(11) 0.0330(12) 0.0354(11) 0.0004(9) 0.0004(9) -0.0120(10)
N11 0.0480(15) 0.0439(15) 0.0470(14) 0.0152(12) -0.0061(12) -0.0051(12)
N12 0.0277(10) 0.0264(10) 0.0234(9) 0.0018(8) 0.0000(8) -0.0045(9)
N21 0.0577(17) 0.0601(18) 0.0323(12) -0.0123(12) 0.0083(11) -0.0152(14)
N22 0.0290(11) 0.0273(10) 0.0222(9) -0.0020(8) 0.0017(8) -0.0049(9)
N31 0.0346(13) 0.0345(13) 0.0508(14) 0.0094(11) -0.0118(11) -0.0058(11)
N32 0.0243(10) 0.0249(10) 0.0250(9) 0.0015(8) -0.0010(8) -0.0060(8)
N41 0.0473(14) 0.0404(13) 0.0317(11) -0.0083(10) 0.0071(10) -0.0141(12)
N42 0.0251(10) 0.0235(10) 0.0244(9) -0.0005(7) 0.0009(7) -0.0049(8)
C10 0.0439(15) 0.0264(13) 0.0309(12) -0.0005(10) -0.0025(11) -0.0058(12)
C11 0.0560(19) 0.0287(14) 0.0431(16) 0.0015(12) 0.0000(14) -0.0057(13)
C12 0.0340(15) 0.0477(17) 0.0390(15) 0.0148(12) -0.0068(12) -0.0111(13)
C13 0.0303(13) 0.0342(14) 0.0346(13) 0.0049(10) -0.0038(10) -0.0098(11)
C14 0.045(3) 0.082(4) 0.063(3) 0.038(3) -0.029(2) -0.027(3)
C14' 0.097(11) 0.036(6) 0.048(6) 0.003(5) -0.017(6) -0.007(6)
C20 0.0451(16) 0.0365(15) 0.0296(13) 0.0007(11) 0.0067(11) -0.0113(13)
C21 0.063(2) 0.057(2) 0.0322(15) 0.0019(14) 0.0137(14) -0.0205(17)
C22 0.0422(16) 0.0453(17) 0.0358(14) -0.0129(12) -0.0014(12) -0.0100(14)
C23 0.0367(14) 0.0368(14) 0.0292(12) -0.0046(10) -0.0004(10) -0.0103(12)
C30 0.0286(12) 0.0305(13) 0.0274(11) 0.0027(9) -0.0017(9) -0.0113(10)
C31 0.0389(15) 0.0290(13) 0.0339(13) 0.0040(10) -0.0101(11) -0.0133(12)
C32 0.0258(13) 0.0417(16) 0.0534(17) 0.0021(13) -0.0054(12) -0.0038(12)
C33 0.0224(12) 0.0332(13) 0.0330(12) 0.0001(10) -0.0006(9) -0.0055(10)
C34 0.065(2) 0.0437(18) 0.0511(18) 0.0212(14) -0.0111(16) -0.0256(17)
C40 0.0271(12) 0.0327(13) 0.0278(12) -0.0039(10) 0.0045(9) -0.0109(11)
C41 0.0346(14) 0.0341(14) 0.0340(13) -0.0072(10) 0.0072(10) -0.0142(12)
C42 0.0475(17) 0.0406(16) 0.0290(13) -0.0019(11) -0.0055(12) -0.0124(13)
C43 0.0316(13) 0.0303(13) 0.0294(12) -0.0011(10) -0.0055(10) -0.0053(11)
C44 0.0371(16) 0.056(2) 0.058(2) -0.0183(16) 0.0156(14) -0.0140(15)
C24 0.083(3) 0.069(3) 0.055(2) -0.0310(19) 0.0015(19) -0.032(2)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Ni1 N2 2.047(2) . ?
Ni1 N1 2.065(2) . ?
Ni1 N42 2.120(2) . ?
Ni1 N12 2.124(2) . ?
Ni1 N32 2.127(2) . ?
Ni1 N22 2.152(2) . ?
S1 C1 1.636(3) . ?
C1 N1 1.165(4) . ?
S2 C2 1.631(3) . ?
C2 N2 1.155(4) . ?
N11 C11 1.319(5) . ?
N11 C12 1.325(5) . ?
N12 C13 1.335(3) . ?
N12 C10 1.337(4) . ?
N21 C21 1.323(5) . ?
N21 C22 1.331(5) . ?
N22 C20 1.336(4) . ?
N22 C23 1.336(4) . ?
N31 C32 1.332(4) . ?
N31 C31 1.338(4) . ?
N32 C30 1.338(3) . ?
N32 C33 1.341(3) . ?
N41 C42 1.332(4) . ?
N41 C41 1.340(4) . ?
N42 C43 1.332(3) . ?
N42 C40 1.340(3) . ?
C10 C11 1.385(4) . ?
C11 C14' 1.505(13) . ?
C12 C13 1.400(4) . ?
C12 C14 1.499(6) . ?
C20 C21 1.383(4) . ?
C22 C23 1.398(4) . ?
C22 C24 1.502(5) . ?
C30 C31 1.393(4) . ?
C31 C34 1.493(4) . ?
C32 C33 1.387(4) . ?
C40 C41 1.395(3) . ?
C41 C44 1.507(4) . ?
C42 C43 1.387(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
N2 Ni1 N1 176.82(9) . . ?
N2 Ni1 N42 90.57(9) . . ?
N1 Ni1 N42 88.66(8) . . ?
N2 Ni1 N12 90.52(9) . . ?
N1 Ni1 N12 92.55(9) . . ?
N42 Ni1 N12 89.29(8) . . ?
N2 Ni1 N32 88.72(9) . . ?
N1 Ni1 N32 88.23(9) . . ?
N42 Ni1 N32 92.11(8) . . ?
N12 Ni1 N32 178.41(8) . . ?
N2 Ni1 N22 90.61(9) . . ?
N1 Ni1 N22 90.30(9) . . ?
N42 Ni1 N22 177.11(8) . . ?
N12 Ni1 N22 88.06(8) . . ?
N32 Ni1 N22 90.55(8) . . ?
N1 C1 S1 177.6(3) . . ?
C1 N1 Ni1 145.3(2) . . ?
N2 C2 S2 179.0(3) . . ?
C2 N2 Ni1 171.7(2) . . ?
C11 N11 C12 117.2(3) . . ?
C13 N12 C10 116.4(2) . . ?
C13 N12 Ni1 122.04(18) . . ?
C10 N12 Ni1 121.60(18) . . ?
C21 N21 C22 116.8(3) . . ?
C20 N22 C23 116.0(2) . . ?
C20 N22 Ni1 121.34(18) . . ?
C23 N22 Ni1 122.59(18) . . ?
C32 N31 C31 117.0(2) . . ?
C30 N32 C33 116.7(2) . . ?
C30 N32 Ni1 123.38(17) . . ?
C33 N32 Ni1 119.76(17) . . ?
C42 N41 C41 116.5(2) . . ?
C43 N42 C40 117.1(2) . . ?
C43 N42 Ni1 121.34(17) . . ?
C40 N42 Ni1 121.45(17) . . ?
N12 C10 C11 121.2(3) . . ?
N11 C11 C10 122.5(3) . . ?
N11 C11 C14' 118.1(6) . . ?
C10 C11 C14' 119.2(6) . . ?
N11 C12 C13 120.9(3) . . ?
N11 C12 C14 117.8(3) . . ?
C13 C12 C14 121.3(4) . . ?
N12 C13 C12 121.9(3) . . ?
N22 C20 C21 121.3(3) . . ?
N21 C21 C20 122.8(3) . . ?
N21 C22 C23 120.6(3) . . ?
N21 C22 C24 118.5(3) . . ?
C23 C22 C24 120.9(3) . . ?
N22 C23 C22 122.5(3) . . ?
N32 C30 C31 122.5(2) . . ?
N31 C31 C30 120.4(3) . . ?
N31 C31 C34 118.6(3) . . ?
C30 C31 C34 121.0(3) . . ?
N31 C32 C33 122.8(3) . . ?
N32 C33 C32 120.6(3) . . ?
N42 C40 C41 122.0(2) . . ?
N41 C41 C40 120.8(3) . . ?
N41 C41 C44 118.5(2) . . ?
C40 C41 C44 120.7(3) . . ?
N41 C42 C43 123.1(3) . . ?
N42 C43 C42 120.5(2) . . ?
_diffrn_measured_fraction_theta_max 0.979
_diffrn_reflns_theta_full 27.00
_diffrn_measured_fraction_theta_full 0.979
_refine_diff_density_max 0.631
_refine_diff_density_min -0.729
_refine_diff_density_rms 0.071
data_woe225a
_database_code_depnum_ccdc_archive 'CCDC 903872'
#TrackingRef '(2)_C27H29N12NiS2.CIF'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C22 H23 N10 Ni S2, C5 H6 N2'
_chemical_formula_sum 'C27 H29 N12 Ni S2'
_chemical_formula_weight 644.45
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting triclinic
_symmetry_space_group_name_H-M P-1
_symmetry_space_group_name_Hall '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 8.1708(6)
_cell_length_b 13.4538(14)
_cell_length_c 15.2020(13)
_cell_angle_alpha 101.707(11)
_cell_angle_beta 99.997(10)
_cell_angle_gamma 96.510(11)
_cell_volume 1592.3(2)
_cell_formula_units_Z 2
_cell_measurement_temperature 200(2)
_cell_measurement_reflns_used 6111
_cell_measurement_theta_min 2.56
_cell_measurement_theta_max 26.19
_exptl_crystal_description block
_exptl_crystal_colour blue
_exptl_crystal_size_max 0.1532
_exptl_crystal_size_mid 0.1177
_exptl_crystal_size_min 0.0579
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.344
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 670
_exptl_absorpt_coefficient_mu 0.778
_exptl_absorpt_correction_type numerical
_exptl_absorpt_correction_T_min 0.8411
_exptl_absorpt_correction_T_max 0.9560
_exptl_absorpt_process_details 'X-Shape and X-Red32 (Stoe, 2008)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 200(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'STOE IPDS-1'
_diffrn_measurement_method 'phi scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number 0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time 0
_diffrn_standards_decay_% 0
_diffrn_reflns_number 6111
_diffrn_reflns_av_R_equivalents 0.0000
_diffrn_reflns_av_sigmaI/netI 0.0421
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_k_min -16
_diffrn_reflns_limit_k_max 16
_diffrn_reflns_limit_l_min -17
_diffrn_reflns_limit_l_max 18
_diffrn_reflns_theta_min 2.56
_diffrn_reflns_theta_max 26.19
_reflns_number_total 6111
_reflns_number_gt 4607
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'X-Area (Stoe, 2008)'
_computing_cell_refinement 'X-Area (Stoe, 2008)'
_computing_data_reduction 'X-Area (Stoe, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics
;
XP in SHELXTL (Sheldrick, 2008) and Diamond (Brandenburg, 2010)
;
_computing_publication_material 'XCIF in SHELXTL (Sheldrick, 2008)'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1342P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method SHELXL
_refine_ls_extinction_coef 0.026(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns 6111
_refine_ls_number_parameters 420
_refine_ls_number_restraints 53
_refine_ls_R_factor_all 0.0809
_refine_ls_R_factor_gt 0.0633
_refine_ls_wR_factor_ref 0.1796
_refine_ls_wR_factor_gt 0.1670
_refine_ls_goodness_of_fit_ref 0.985
_refine_ls_restrained_S_all 0.982
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.30242(6) 0.67726(4) 0.28495(3) 0.02683(19) Uani 1 1 d . . .
N1 N 0.1291(4) 0.6785(3) 0.3672(2) 0.0345(8) Uani 1 1 d . . .
C1 C 0.0451(5) 0.7062(3) 0.4182(3) 0.0310(8) Uani 1 1 d . . .
S1 S -0.0824(6) 0.7391(4) 0.4868(4) 0.0467(8) Uani 0.75 1 d P . .
S1' S -0.040(2) 0.7656(14) 0.4990(13) 0.062(4) Uani 0.25 1 d P . .
N2 N 0.4765(4) 0.6781(3) 0.2032(2) 0.0334(7) Uani 1 1 d . . .
C2 C 0.5731(5) 0.7130(3) 0.1646(3) 0.0314(9) Uani 1 1 d . . .
S2 S 0.7067(2) 0.76157(12) 0.11239(12) 0.0680(5) Uani 1 1 d . . .
N11 N -0.0689(5) 0.3973(3) 0.0528(2) 0.0403(9) Uani 1 1 d D . .
N12 N 0.1377(4) 0.5597(2) 0.1812(2) 0.0282(7) Uani 1 1 d D . .
C11 C -0.1338(5) 0.4692(3) 0.1040(3) 0.0331(9) Uani 1 1 d D . .
C12 C -0.0286(5) 0.5511(3) 0.1681(3) 0.0293(8) Uani 1 1 d D . .
H12 H -0.0778 0.6020 0.2032 0.035 Uiso 1 1 calc R . .
C13 C 0.2024(5) 0.4871(3) 0.1291(3) 0.0333(9) Uani 1 1 d D . .
H13 H 0.3209 0.4910 0.1363 0.040 Uiso 1 1 calc R . .
C14 C 0.0987(6) 0.4074(4) 0.0654(3) 0.0409(10) Uani 1 1 d D . .
H14 H 0.1481 0.3577 0.0291 0.049 Uiso 1 1 calc R . .
C15 C -0.3200(5) 0.4604(4) 0.0909(4) 0.0478(12) Uani 1 1 d D . .
H15C H -0.3561 0.5214 0.0724 0.072 Uiso 1 1 calc R . .
H15B H -0.3544 0.4549 0.1486 0.072 Uiso 1 1 calc R . .
H15A H -0.3722 0.3990 0.0432 0.072 Uiso 1 1 calc R . .
N21 N 0.5265(5) 0.3940(3) 0.4032(3) 0.0424(9) Uani 1 1 d . . .
N22 N 0.4035(4) 0.5570(3) 0.3401(2) 0.0293(7) Uani 1 1 d . . .
C21 C 0.6282(5) 0.4651(3) 0.3794(3) 0.0360(9) Uani 1 1 d . . .
C22 C 0.5643(5) 0.5457(3) 0.3477(3) 0.0314(9) Uani 1 1 d . . .
H22 H 0.6387 0.5946 0.3307 0.038 Uiso 1 1 calc R . .
C23 C 0.3029(6) 0.4859(4) 0.3645(3) 0.0383(10) Uani 1 1 d . . .
H23 H 0.1868 0.4907 0.3601 0.046 Uiso 1 1 calc R . .
C24 C 0.3661(6) 0.4060(4) 0.3957(3) 0.0446(11) Uani 1 1 d . . .
H24 H 0.2914 0.3572 0.4127 0.053 Uiso 1 1 calc R . .
C25 C 0.8102(6) 0.4529(4) 0.3866(4) 0.0558(13) Uani 1 1 d . . .
H25C H 0.8297 0.3913 0.4094 0.084 Uiso 1 1 calc R . .
H25B H 0.8805 0.5133 0.4292 0.084 Uiso 1 1 calc R . .
H25A H 0.8393 0.4463 0.3260 0.084 Uiso 1 1 calc R . .
N31 N 0.6838(5) 0.9436(3) 0.5272(3) 0.0428(9) Uani 1 1 d . A .
N32 N 0.4697(4) 0.7916(3) 0.3892(2) 0.0307(7) Uani 1 1 d . . .
C31 C 0.6785(6) 0.9414(4) 0.4391(3) 0.0408(10) Uani 1 1 d . . .
C32 C 0.5709(6) 0.8661(3) 0.3702(3) 0.0369(9) Uani 1 1 d . A .
H32 H 0.5695 0.8679 0.3080 0.044 Uiso 1 1 calc R . .
C33 C 0.4790(5) 0.7928(3) 0.4783(3) 0.0336(9) Uani 1 1 d . A .
H33 H 0.4117 0.7402 0.4952 0.040 Uiso 1 1 calc R . .
C34 C 0.5841(6) 0.8687(4) 0.5464(3) 0.0401(10) Uani 1 1 d . . .
C35 C 0.7946(10) 1.0170(6) 0.4153(5) 0.067(2) Uani 0.75 1 d P A 1
H35A H 0.7693 1.0860 0.4380 0.101 Uiso 0.75 1 calc PR A 1
H35B H 0.7825 1.0034 0.3485 0.101 Uiso 0.75 1 calc PR A 1
H35C H 0.9101 1.0126 0.4434 0.101 Uiso 0.75 1 calc PR A 1
C35' C 0.5911(15) 0.8701(9) 0.6393(5) 0.028(3) Uani 0.25 1 d PR A 2
H35D H 0.7070 0.8693 0.6682 0.042 Uiso 0.25 1 d PR A 2
H35E H 0.5195 0.8091 0.6442 0.042 Uiso 0.25 1 d PR A 2
H35F H 0.5522 0.9313 0.6698 0.042 Uiso 0.25 1 d PR A 2
N41 N 0.0785(6) 0.9563(3) 0.1610(3) 0.0500(10) Uani 1 1 d . . .
N42 N 0.1985(4) 0.7947(3) 0.2299(2) 0.0316(7) Uani 1 1 d . . .
C41 C 0.1271(7) 0.8770(4) 0.1066(3) 0.0436(11) Uani 1 1 d . . .
C42 C 0.1844(6) 0.7975(3) 0.1417(3) 0.0362(9) Uani 1 1 d . . .
H42 H 0.2151 0.7424 0.1013 0.043 Uiso 1 1 calc R . .
C43 C 0.1504(6) 0.8722(3) 0.2837(3) 0.0423(10) Uani 1 1 d . . .
H43 H 0.1558 0.8725 0.3467 0.051 Uiso 1 1 calc R . .
C44 C 0.0924(7) 0.9526(4) 0.2491(3) 0.0508(12) Uani 1 1 d . . .
H44 H 0.0614 1.0074 0.2899 0.061 Uiso 1 1 calc R . .
C45 C 0.1130(11) 0.8796(5) 0.0092(4) 0.079(2) Uani 1 1 d . . .
H45A H 0.0665 0.9409 -0.0018 0.118 Uiso 1 1 calc R . .
H45B H 0.0386 0.8181 -0.0290 0.118 Uiso 1 1 calc R . .
H45C H 0.2246 0.8814 -0.0063 0.118 Uiso 1 1 calc R . .
N51 N 0.3524(10) 0.7481(6) 0.8050(5) 0.077(2) Uani 0.75 1 d PD B 1
N52 N 0.5091(14) 0.9525(7) 0.8553(9) 0.131(4) Uani 0.75 1 d PD B 1
C51 C 0.2631(10) 0.8240(6) 0.7993(4) 0.0567(19) Uani 0.75 1 d PD B 1
C52 C 0.3450(14) 0.9276(7) 0.8270(8) 0.091(3) Uani 0.75 1 d PD B 1
H52 H 0.2787 0.9811 0.8250 0.109 Uiso 0.75 1 calc PR B 1
C53 C 0.5958(14) 0.8711(9) 0.8577(12) 0.125(6) Uani 0.75 1 d PD B 1
H53 H 0.7147 0.8842 0.8773 0.150 Uiso 0.75 1 calc PR B 1
C54 C 0.5176(13) 0.7739(8) 0.8331(8) 0.094(3) Uani 0.75 1 d PD B 1
H54 H 0.5838 0.7206 0.8360 0.113 Uiso 0.75 1 calc PR B 1
C55 C 0.0758(11) 0.7977(8) 0.7660(6) 0.067(2) Uani 0.75 1 d PD B 1
H55A H 0.0480 0.7948 0.7001 0.100 Uiso 0.75 1 calc PR B 1
H55B H 0.0207 0.8503 0.7990 0.100 Uiso 0.75 1 calc PR B 1
H55C H 0.0366 0.7307 0.7773 0.100 Uiso 0.75 1 calc PR B 1
N51' N 0.330(7) 0.773(3) 0.858(3) 0.192(12) Uiso 0.25 1 d PD C 2
N52' N 0.485(7) 0.895(3) 0.762(3) 0.192(12) Uiso 0.25 1 d PD C 2
C51' C 0.239(5) 0.800(3) 0.788(3) 0.192(12) Uiso 0.25 1 d PD C 2
C52' C 0.320(6) 0.864(3) 0.741(3) 0.192(12) Uiso 0.25 1 d PD C 2
H52' H 0.2551 0.8842 0.6913 0.230 Uiso 0.25 1 calc PR C 2
C53' C 0.575(6) 0.863(4) 0.832(4) 0.192(12) Uiso 0.25 1 d PD C 2
H53' H 0.6944 0.8809 0.8472 0.230 Uiso 0.25 1 calc PR C 2
C54' C 0.495(7) 0.807(4) 0.881(3) 0.192(12) Uiso 0.25 1 d PD C 2
H54' H 0.5588 0.7914 0.9331 0.230 Uiso 0.25 1 calc PR C 2
C55' C 0.054(6) 0.763(5) 0.763(5) 0.192(12) Uiso 0.25 1 d PD C 2
H55D H 0.0312 0.6964 0.7201 0.288 Uiso 0.25 1 calc PR C 2
H55E H -0.0033 0.8128 0.7351 0.288 Uiso 0.25 1 calc PR C 2
H55F H 0.0116 0.7568 0.8190 0.288 Uiso 0.25 1 calc PR C 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_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ni1 0.0265(3) 0.0360(3) 0.0159(2) 0.00165(18) 0.00265(16) 0.0063(2)
N1 0.0317(18) 0.0434(19) 0.0263(16) 0.0026(14) 0.0065(14) 0.0054(15)
C1 0.029(2) 0.039(2) 0.0248(18) 0.0055(15) 0.0037(16) 0.0095(16)
S1 0.0400(19) 0.056(2) 0.0473(14) 0.0045(13) 0.0238(13) 0.0100(13)
S1' 0.064(10) 0.082(11) 0.055(7) 0.015(6) 0.048(7) 0.027(6)
N2 0.0338(18) 0.0429(19) 0.0228(15) 0.0031(14) 0.0069(14) 0.0096(15)
C2 0.033(2) 0.034(2) 0.0234(18) -0.0016(15) 0.0044(16) 0.0088(17)
S2 0.0716(10) 0.0646(9) 0.0795(10) 0.0163(8) 0.0505(9) 0.0040(7)
N11 0.040(2) 0.041(2) 0.0314(18) -0.0045(15) -0.0002(15) 0.0046(16)
N12 0.0283(17) 0.0346(17) 0.0189(14) 0.0017(12) 0.0013(12) 0.0060(13)
C11 0.032(2) 0.038(2) 0.0250(18) 0.0035(16) -0.0003(16) 0.0045(17)
C12 0.0255(19) 0.036(2) 0.0245(17) 0.0038(15) 0.0030(15) 0.0066(16)
C13 0.032(2) 0.041(2) 0.0244(19) -0.0002(16) 0.0059(16) 0.0093(17)
C14 0.043(3) 0.043(2) 0.030(2) -0.0052(17) 0.0067(18) 0.010(2)
C15 0.027(2) 0.052(3) 0.054(3) 0.000(2) -0.003(2) 0.0011(19)
N21 0.042(2) 0.046(2) 0.043(2) 0.0195(17) 0.0080(17) 0.0073(17)
N22 0.0276(17) 0.0377(18) 0.0200(15) 0.0039(13) 0.0020(12) 0.0030(14)
C21 0.033(2) 0.043(2) 0.030(2) 0.0082(17) 0.0008(17) 0.0061(18)
C22 0.028(2) 0.038(2) 0.0251(18) 0.0061(16) -0.0003(15) 0.0043(16)
C23 0.033(2) 0.050(2) 0.032(2) 0.0103(18) 0.0090(17) 0.0039(19)
C24 0.045(3) 0.047(3) 0.047(3) 0.017(2) 0.014(2) 0.006(2)
C25 0.035(3) 0.058(3) 0.075(4) 0.020(3) 0.002(2) 0.014(2)
N31 0.041(2) 0.046(2) 0.0339(19) -0.0042(16) 0.0014(16) 0.0088(17)
N32 0.0301(17) 0.0385(18) 0.0204(15) 0.0014(13) 0.0018(13) 0.0065(14)
C31 0.037(2) 0.042(2) 0.038(2) -0.0003(18) 0.0055(18) 0.0001(19)
C32 0.040(2) 0.042(2) 0.0256(19) 0.0027(17) 0.0044(17) 0.0061(19)
C33 0.038(2) 0.040(2) 0.0192(17) 0.0029(15) -0.0015(16) 0.0076(18)
C34 0.041(2) 0.048(3) 0.026(2) -0.0002(17) -0.0001(18) 0.011(2)
C35 0.067(5) 0.056(4) 0.063(5) -0.002(4) 0.004(4) -0.013(4)
C35' 0.039(8) 0.030(7) 0.010(6) -0.001(5) 0.000(6) 0.001(6)
N41 0.062(3) 0.042(2) 0.049(2) 0.0109(18) 0.009(2) 0.0198(19)
N42 0.0346(19) 0.0372(18) 0.0194(15) 0.0010(13) 0.0017(13) 0.0065(14)
C41 0.056(3) 0.046(2) 0.027(2) 0.0079(18) -0.0013(19) 0.010(2)
C42 0.040(2) 0.041(2) 0.0228(18) 0.0027(16) -0.0002(16) 0.0073(18)
C43 0.055(3) 0.042(2) 0.031(2) 0.0045(18) 0.009(2) 0.017(2)
C44 0.067(3) 0.045(3) 0.045(3) 0.009(2) 0.017(2) 0.022(2)
C45 0.147(7) 0.058(3) 0.033(3) 0.019(2) 0.007(3) 0.026(4)
N51 0.081(5) 0.071(4) 0.077(5) 0.026(4) -0.001(4) 0.018(4)
N52 0.096(8) 0.083(6) 0.210(14) 0.037(8) 0.025(8) 0.001(6)
C51 0.079(5) 0.070(5) 0.036(3) 0.024(3) 0.026(3) 0.029(4)
C52 0.100(8) 0.083(6) 0.108(8) 0.035(6) 0.039(7) 0.035(6)
C53 0.066(7) 0.094(9) 0.221(19) 0.058(11) 0.023(9) 0.006(6)
C54 0.082(7) 0.091(8) 0.116(9) 0.047(7) 0.012(6) 0.015(6)
C55 0.080(6) 0.082(6) 0.043(4) 0.017(4) 0.012(4) 0.028(5)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Ni1 N1 2.045(4) . ?
Ni1 N2 2.045(4) . ?
Ni1 N42 2.125(3) . ?
Ni1 N32 2.128(3) . ?
Ni1 N12 2.137(3) . ?
Ni1 N22 2.149(3) . ?
N1 C1 1.156(5) . ?
C1 S1' 1.627(18) . ?
C1 S1 1.632(8) . ?
N2 C2 1.174(5) . ?
C2 S2 1.612(4) . ?
N11 C11 1.334(5) . ?
N11 C14 1.337(6) . ?
N12 C12 1.327(5) . ?
N12 C13 1.345(5) . ?
C11 C12 1.400(5) . ?
C11 C15 1.487(6) . ?
C13 C14 1.376(6) . ?
N21 C24 1.326(6) . ?
N21 C21 1.343(6) . ?
N22 C22 1.328(5) . ?
N22 C23 1.340(6) . ?
C21 C22 1.390(6) . ?
C21 C25 1.502(6) . ?
C23 C24 1.377(7) . ?
N31 C31 1.328(6) . ?
N31 C34 1.333(7) . ?
N32 C32 1.337(6) . ?
N32 C33 1.339(5) . ?
C31 C32 1.393(6) . ?
C31 C35 1.455(9) . ?
C33 C34 1.384(6) . ?
C34 C35' 1.400(8) . ?
N41 C44 1.336(6) . ?
N41 C41 1.354(6) . ?
N42 C43 1.329(6) . ?
N42 C42 1.334(5) . ?
C41 C42 1.381(6) . ?
C41 C45 1.472(6) . ?
C43 C44 1.391(7) . ?
N51 C54 1.326(11) . ?
N51 C51 1.329(9) . ?
N52 C52 1.317(12) . ?
N52 C53 1.373(13) . ?
C51 C52 1.421(11) . ?
C51 C55 1.503(10) . ?
C53 C54 1.336(13) . ?
N51' C51' 1.330(16) . ?
N51' C54' 1.331(17) . ?
N52' C52' 1.325(17) . ?
N52' C53' 1.358(18) . ?
C51' C52' 1.406(17) . ?
C51' C55' 1.499(17) . ?
C53' C54' 1.351(18) . ?
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
N1 Ni1 N2 179.23(14) . . ?
N1 Ni1 N42 89.74(14) . . ?
N2 Ni1 N42 89.73(14) . . ?
N1 Ni1 N32 89.81(13) . . ?
N2 Ni1 N32 89.62(13) . . ?
N42 Ni1 N32 89.61(12) . . ?
N1 Ni1 N12 90.42(13) . . ?
N2 Ni1 N12 90.16(13) . . ?
N42 Ni1 N12 91.76(12) . . ?
N32 Ni1 N12 178.61(13) . . ?
N1 Ni1 N22 89.67(14) . . ?
N2 Ni1 N22 90.86(13) . . ?
N42 Ni1 N22 179.05(13) . . ?
N32 Ni1 N22 91.13(12) . . ?
N12 Ni1 N22 87.50(11) . . ?
C1 N1 Ni1 162.2(3) . . ?
N1 C1 S1' 167.6(6) . . ?
N1 C1 S1 176.4(4) . . ?
S1' C1 S1 16.0(5) . . ?
C2 N2 Ni1 157.4(3) . . ?
N2 C2 S2 179.5(4) . . ?
C11 N11 C14 117.2(4) . . ?
C12 N12 C13 117.3(3) . . ?
C12 N12 Ni1 123.0(3) . . ?
C13 N12 Ni1 119.6(3) . . ?
N11 C11 C12 120.5(4) . . ?
N11 C11 C15 118.4(4) . . ?
C12 C11 C15 121.1(4) . . ?
N12 C12 C11 121.9(4) . . ?
N12 C13 C14 120.7(4) . . ?
N11 C14 C13 122.4(4) . . ?
C24 N21 C21 116.6(4) . . ?
C22 N22 C23 116.6(4) . . ?
C22 N22 Ni1 122.6(3) . . ?
C23 N22 Ni1 120.7(3) . . ?
N21 C21 C22 120.3(4) . . ?
N21 C21 C25 117.7(4) . . ?
C22 C21 C25 122.0(4) . . ?
N22 C22 C21 122.7(4) . . ?
N22 C23 C24 120.7(4) . . ?
N21 C24 C23 123.1(4) . . ?
C31 N31 C34 116.5(4) . . ?
C32 N32 C33 116.1(3) . . ?
C32 N32 Ni1 122.4(3) . . ?
C33 N32 Ni1 121.5(3) . . ?
N31 C31 C32 121.6(4) . . ?
N31 C31 C35 118.2(4) . . ?
C32 C31 C35 120.1(5) . . ?
N32 C32 C31 122.0(4) . . ?
N32 C33 C34 121.7(4) . . ?
N31 C34 C33 122.1(4) . . ?
N31 C34 C35' 116.7(4) . . ?
C33 C34 C35' 121.2(5) . . ?
C44 N41 C41 115.9(4) . . ?
C43 N42 C42 116.6(4) . . ?
C43 N42 Ni1 120.8(3) . . ?
C42 N42 Ni1 122.6(3) . . ?
N41 C41 C42 120.8(4) . . ?
N41 C41 C45 116.8(5) . . ?
C42 C41 C45 122.4(5) . . ?
N42 C42 C41 122.9(4) . . ?
N42 C43 C44 121.0(4) . . ?
N41 C44 C43 122.8(4) . . ?
C54 N51 C51 117.0(8) . . ?
C52 N52 C53 115.2(9) . . ?
N51 C51 C52 119.8(8) . . ?
N51 C51 C55 118.6(7) . . ?
C52 C51 C55 121.6(7) . . ?
N52 C52 C51 122.6(9) . . ?
C54 C53 N52 121.8(10) . . ?
N51 C54 C53 123.5(10) . . ?
C51' N51' C54' 118(2) . . ?
C52' N52' C53' 118(2) . . ?
N51' C51' C52' 119(2) . . ?
N51' C51' C55' 119(2) . . ?
C52' C51' C55' 122(2) . . ?
N52' C52' C51' 122(2) . . ?
C54' C53' N52' 120(2) . . ?
N51' C54' C53' 123(2) . . ?
_diffrn_measured_fraction_theta_max 0.956
_diffrn_reflns_theta_full 26.19
_diffrn_measured_fraction_theta_full 0.956
_refine_diff_density_max 0.911
_refine_diff_density_min -0.846
_refine_diff_density_rms 0.103
data_woe201a
_database_code_depnum_ccdc_archive 'CCDC 903873'
#TrackingRef '(3)_C24H30N10NiOS2.CIF'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C22 H24 N10 Ni S2, C2 H6 O'
_chemical_formula_sum 'C24 H30 N10 Ni O S2'
_chemical_formula_weight 597.41
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'
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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting triclinic
_symmetry_space_group_name_H-M P-1
_symmetry_space_group_name_Hall '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 8.3977(7)
_cell_length_b 11.9808(12)
_cell_length_c 15.0476(12)
_cell_angle_alpha 98.015(11)
_cell_angle_beta 100.532(9)
_cell_angle_gamma 94.328(11)
_cell_volume 1466.0(2)
_cell_formula_units_Z 2
_cell_measurement_temperature 200(2)
_cell_measurement_reflns_used 6274
_cell_measurement_theta_min 2.38
_cell_measurement_theta_max 27.19
_exptl_crystal_description block
_exptl_crystal_colour blue
_exptl_crystal_size_max 0.1551
_exptl_crystal_size_mid 0.0766
_exptl_crystal_size_min 0.0448
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.353
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 624
_exptl_absorpt_coefficient_mu 0.840
_exptl_absorpt_correction_type numerical
_exptl_absorpt_correction_T_min 0.8675
_exptl_absorpt_correction_T_max 0.9426
_exptl_absorpt_process_details 'X-Shape and X-Red32 (Stoe, 2008)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 200(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'STOE IPDS-1'
_diffrn_measurement_method 'phi scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number 0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time 0
_diffrn_standards_decay_% 0
_diffrn_reflns_number 6274
_diffrn_reflns_av_R_equivalents 0.0000
_diffrn_reflns_av_sigmaI/netI 0.0299
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_k_max 15
_diffrn_reflns_limit_l_min -19
_diffrn_reflns_limit_l_max 19
_diffrn_reflns_theta_min 2.38
_diffrn_reflns_theta_max 27.19
_reflns_number_total 6274
_reflns_number_gt 5203
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'X-Area (Stoe, 2008)'
_computing_cell_refinement 'X-Area (Stoe, 2008)'
_computing_data_reduction 'X-Area (Stoe, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics
;
XP in SHELXTL (Sheldrick, 2008) and Diamond (Brandenburg, 2010)
;
_computing_publication_material 'XCIF in SHELXTL (Sheldrick, 2008)'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1265P)^2^+1.2200P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method SHELXL
_refine_ls_extinction_coef 0.054(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns 6274
_refine_ls_number_parameters 348
_refine_ls_number_restraints 3
_refine_ls_R_factor_all 0.0652
_refine_ls_R_factor_gt 0.0559
_refine_ls_wR_factor_ref 0.1877
_refine_ls_wR_factor_gt 0.1812
_refine_ls_goodness_of_fit_ref 1.063
_refine_ls_restrained_S_all 1.063
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.70135(6) 0.80266(4) 0.73007(3) 0.02104(18) Uani 1 1 d . . .
N1 N 0.5352(4) 0.8028(3) 0.8156(2) 0.0278(7) Uani 1 1 d . . .
C1 C 0.4382(5) 0.7622(3) 0.8499(3) 0.0309(8) Uani 1 1 d . . .
S1 S 0.2968(2) 0.70412(14) 0.89559(13) 0.0611(4) Uani 1 1 d . . .
N2 N 0.8716(4) 0.7982(3) 0.6491(2) 0.0308(7) Uani 1 1 d . . .
C2 C 0.9673(5) 0.7939(3) 0.6043(3) 0.0259(8) Uani 1 1 d . . .
S2 S 1.10233(16) 0.78835(13) 0.53881(10) 0.0525(4) Uani 1 1 d . . .
N11 N 1.0579(5) 1.1166(3) 0.9347(3) 0.0379(8) Uani 1 1 d . . .
N12 N 0.8586(4) 0.9329(3) 0.8266(2) 0.0244(6) Uani 1 1 d . . .
C10 C 1.0202(5) 0.9358(3) 0.8426(3) 0.0277(8) Uani 1 1 d . . .
H10 H 1.0685 0.8732 0.8166 0.033 Uiso 1 1 calc R . .
C11 C 1.1216(5) 1.0283(4) 0.8968(3) 0.0302(8) Uani 1 1 d . . .
C12 C 0.8952(6) 1.1122(4) 0.9196(3) 0.0423(11) Uani 1 1 d . . .
H12 H 0.8466 1.1740 0.9466 0.051 Uiso 1 1 calc R . .
C13 C 0.7952(5) 1.0210(4) 0.8660(3) 0.0340(9) Uani 1 1 d . . .
H13 H 0.6803 1.0212 0.8574 0.041 Uiso 1 1 calc R . .
C14 C 1.3029(5) 1.0311(4) 0.9149(4) 0.0440(11) Uani 1 1 d . . .
H14A H 1.3456 1.0630 0.8664 0.066 Uiso 1 1 calc R . .
H14B H 1.3334 0.9539 0.9161 0.066 Uiso 1 1 calc R . .
H14C H 1.3486 1.0781 0.9741 0.066 Uiso 1 1 calc R . .
N21 N 0.4698(6) 1.1296(3) 0.6078(3) 0.0431(9) Uani 1 1 d . . .
N22 N 0.5954(4) 0.9394(3) 0.6695(2) 0.0244(6) Uani 1 1 d . . .
C20 C 0.4438(5) 0.9640(3) 0.6752(3) 0.0299(8) Uani 1 1 d . . .
H20 H 0.3770 0.9141 0.7002 0.036 Uiso 1 1 calc R . .
C21 C 0.3809(6) 1.0598(4) 0.6458(3) 0.0347(9) Uani 1 1 d . . .
C22 C 0.6199(7) 1.1040(4) 0.6005(3) 0.0445(11) Uani 1 1 d . . .
H22 H 0.6851 1.1524 0.5733 0.053 Uiso 1 1 calc R . .
C23 C 0.6835(6) 1.0101(4) 0.6308(3) 0.0346(9) Uani 1 1 d . . .
H23 H 0.7906 0.9953 0.6243 0.041 Uiso 1 1 calc R . .
C24 C 0.2147(7) 1.0875(5) 0.6547(5) 0.0565(14) Uani 1 1 d . . .
H24A H 0.2222 1.1558 0.7000 0.085 Uiso 1 1 calc R . .
H24B H 0.1571 1.0241 0.6746 0.085 Uiso 1 1 calc R . .
H24C H 0.1549 1.1007 0.5954 0.085 Uiso 1 1 calc R . .
N31 N 0.9245(5) 0.4924(3) 0.8783(2) 0.0376(8) Uani 1 1 d . . .
N32 N 0.8034(4) 0.6689(3) 0.7925(2) 0.0239(6) Uani 1 1 d . . .
C30 C 0.8298(5) 0.5720(3) 0.7439(3) 0.0268(8) Uani 1 1 d . . .
H30 H 0.8092 0.5639 0.6790 0.032 Uiso 1 1 calc R . .
C31 C 0.8868(5) 0.4831(3) 0.7867(3) 0.0305(8) Uani 1 1 d . . .
C32 C 0.9000(6) 0.5901(4) 0.9252(3) 0.0386(10) Uani 1 1 d . . .
H32 H 0.9265 0.6001 0.9902 0.046 Uiso 1 1 calc R . .
C33 C 0.8374(5) 0.6778(3) 0.8837(3) 0.0290(8) Uani 1 1 d . . .
H33 H 0.8184 0.7449 0.9203 0.035 Uiso 1 1 calc R . .
C34 C 0.9063(7) 0.3709(4) 0.7330(3) 0.0453(12) Uani 1 1 d . . .
H34A H 1.0109 0.3455 0.7585 0.068 Uiso 1 1 calc R . .
H34B H 0.9032 0.3794 0.6689 0.068 Uiso 1 1 calc R . .
H34C H 0.8175 0.3149 0.7367 0.068 Uiso 1 1 calc R . .
N41 N 0.3115(5) 0.5524(3) 0.4863(2) 0.0345(8) Uani 1 1 d . . .
N42 N 0.5369(4) 0.6886(2) 0.6266(2) 0.0232(6) Uani 1 1 d . . .
C40 C 0.4251(5) 0.6127(3) 0.6437(3) 0.0305(8) Uani 1 1 d . . .
H40 H 0.4233 0.6047 0.7055 0.037 Uiso 1 1 calc R . .
C41 C 0.3115(5) 0.5451(3) 0.5740(3) 0.0335(9) Uani 1 1 d . . .
C42 C 0.4219(5) 0.6283(3) 0.4700(3) 0.0319(9) Uani 1 1 d . . .
H42 H 0.4243 0.6361 0.4083 0.038 Uiso 1 1 calc R . .
C43 C 0.5337(5) 0.6967(3) 0.5390(3) 0.0271(8) Uani 1 1 d . . .
H43 H 0.6093 0.7502 0.5235 0.033 Uiso 1 1 calc R . .
C44 C 0.1855(7) 0.4642(5) 0.5962(4) 0.0610(16) Uani 1 1 d . . .
H44A H 0.0808 0.4962 0.5889 0.092 Uiso 1 1 calc R . .
H44B H 0.2184 0.4512 0.6596 0.092 Uiso 1 1 calc R . .
H44C H 0.1748 0.3921 0.5548 0.092 Uiso 1 1 calc R . .
O51 O 0.5596(15) 1.2532(11) 0.8699(9) 0.103(4) Uiso 0.61(2) 1 d PD A 1
H51 H 0.5374 1.2466 0.9213 0.154 Uiso 0.61(2) 1 calc PR A 1
C51 C 0.491(2) 1.3488(17) 0.8385(12) 0.097(5) Uiso 0.61(2) 1 d PD A 1
H51A H 0.4534 1.3338 0.7712 0.116 Uiso 0.61(2) 1 calc PR A 1
H51B H 0.5721 1.4162 0.8544 0.116 Uiso 0.61(2) 1 calc PR A 1
C52 C 0.3494(19) 1.3681(13) 0.8849(10) 0.083(4) Uiso 0.61(2) 1 d PD A 1
H52A H 0.2982 1.4338 0.8655 0.125 Uiso 0.61(2) 1 calc PR A 1
H52B H 0.3881 1.3822 0.9514 0.125 Uiso 0.61(2) 1 calc PR A 1
H52C H 0.2697 1.3009 0.8683 0.125 Uiso 0.61(2) 1 calc PR A 1
O51' O 0.392(5) 1.452(3) 0.814(3) 0.24(2) Uiso 0.39(2) 1 d PD A 2
H51' H 0.3902 1.4171 0.7617 0.363 Uiso 0.39(2) 1 d PR A 2
C51' C 0.459(5) 1.392(3) 0.884(2) 0.143(13) Uiso 0.39(2) 1 d PD A 2
H51C H 0.3720 1.3550 0.9085 0.172 Uiso 0.39(2) 1 calc PR A 2
H51D H 0.5321 1.4445 0.9340 0.172 Uiso 0.39(2) 1 calc PR A 2
C52' C 0.555(5) 1.305(4) 0.840(3) 0.159(17) Uiso 0.39(2) 1 d PD A 2
H52D H 0.6005 1.2592 0.8858 0.238 Uiso 0.39(2) 1 calc PR A 2
H52E H 0.6430 1.3433 0.8177 0.238 Uiso 0.39(2) 1 calc PR A 2
H52F H 0.4820 1.2557 0.7890 0.238 Uiso 0.39(2) 1 calc PR 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_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ni1 0.0211(3) 0.0235(3) 0.0169(2) 0.00252(17) 0.00016(16) 0.00219(17)
N1 0.0272(16) 0.0317(16) 0.0239(15) 0.0058(13) 0.0022(13) 0.0039(14)
C1 0.033(2) 0.0309(19) 0.0295(19) 0.0037(15) 0.0051(17) 0.0099(16)
S1 0.0545(8) 0.0580(8) 0.0854(11) 0.0248(8) 0.0408(8) 0.0070(7)
N2 0.0305(17) 0.0354(17) 0.0253(15) 0.0035(13) 0.0023(14) 0.0049(14)
C2 0.0223(17) 0.0265(17) 0.0253(17) 0.0013(14) -0.0027(15) 0.0024(14)
S2 0.0341(6) 0.0695(9) 0.0540(7) -0.0049(6) 0.0220(5) 0.0006(6)
N11 0.035(2) 0.0359(19) 0.0362(19) -0.0071(15) 0.0005(15) 0.0011(15)
N12 0.0254(16) 0.0264(15) 0.0179(13) 0.0003(11) -0.0019(12) 0.0020(12)
C10 0.0287(19) 0.0260(17) 0.0258(18) 0.0003(14) 0.0020(15) 0.0025(15)
C11 0.0242(19) 0.035(2) 0.0269(18) -0.0016(15) -0.0018(15) 0.0010(15)
C12 0.034(2) 0.042(2) 0.043(2) -0.0152(19) -0.0001(19) 0.0126(19)
C13 0.028(2) 0.040(2) 0.0295(19) -0.0063(16) 0.0000(16) 0.0086(17)
C14 0.026(2) 0.048(3) 0.049(3) -0.011(2) 0.0002(19) -0.0037(19)
N21 0.055(3) 0.0358(19) 0.045(2) 0.0192(17) 0.0141(19) 0.0154(18)
N22 0.0271(16) 0.0220(14) 0.0222(14) 0.0054(11) -0.0018(12) 0.0022(12)
C20 0.028(2) 0.0312(19) 0.0279(18) 0.0081(15) -0.0025(15) 0.0020(15)
C21 0.037(2) 0.033(2) 0.034(2) 0.0094(16) 0.0000(17) 0.0105(17)
C22 0.062(3) 0.035(2) 0.046(3) 0.022(2) 0.021(2) 0.009(2)
C23 0.039(2) 0.032(2) 0.036(2) 0.0090(17) 0.0129(18) 0.0060(17)
C24 0.047(3) 0.058(3) 0.072(4) 0.029(3) 0.010(3) 0.024(3)
N31 0.044(2) 0.0382(19) 0.0284(17) 0.0082(15) -0.0025(15) 0.0086(16)
N32 0.0264(16) 0.0252(15) 0.0181(14) 0.0039(11) -0.0017(12) 0.0040(12)
C30 0.0294(19) 0.0284(18) 0.0206(16) 0.0021(14) 0.0004(14) 0.0049(15)
C31 0.031(2) 0.0285(18) 0.0290(19) 0.0041(15) -0.0021(16) 0.0079(16)
C32 0.051(3) 0.042(2) 0.0196(18) 0.0062(16) -0.0037(17) 0.008(2)
C33 0.034(2) 0.0294(19) 0.0198(17) 0.0006(14) -0.0014(15) 0.0046(16)
C34 0.058(3) 0.033(2) 0.043(2) 0.0048(19) 0.001(2) 0.016(2)
N41 0.0372(19) 0.0309(17) 0.0283(17) -0.0038(13) -0.0062(14) 0.0055(14)
N42 0.0253(15) 0.0213(14) 0.0191(14) 0.0002(11) -0.0029(12) 0.0011(12)
C40 0.032(2) 0.0315(19) 0.0259(18) 0.0050(15) 0.0010(15) -0.0012(16)
C41 0.031(2) 0.0288(19) 0.036(2) 0.0011(16) -0.0027(17) -0.0007(16)
C42 0.041(2) 0.0308(19) 0.0202(17) 0.0017(14) -0.0041(16) 0.0105(17)
C43 0.0306(19) 0.0275(18) 0.0217(17) 0.0054(14) -0.0008(15) 0.0054(15)
C44 0.052(3) 0.060(3) 0.060(3) 0.005(3) -0.002(3) -0.028(3)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Ni1 N2 2.040(4) . ?
Ni1 N1 2.064(3) . ?
Ni1 N32 2.126(3) . ?
Ni1 N42 2.130(3) . ?
Ni1 N12 2.155(3) . ?
Ni1 N22 2.156(3) . ?
N1 C1 1.153(6) . ?
C1 S1 1.636(5) . ?
N2 C2 1.139(6) . ?
C2 S2 1.632(4) . ?
N11 C11 1.326(6) . ?
N11 C12 1.339(6) . ?
N12 C10 1.332(5) . ?
N12 C13 1.332(5) . ?
C10 C11 1.404(5) . ?
C10 H10 0.9500 . ?
C11 C14 1.494(6) . ?
C12 C13 1.384(6) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
N21 C21 1.333(6) . ?
N21 C22 1.339(7) . ?
N22 C20 1.343(5) . ?
N22 C23 1.343(5) . ?
C20 C21 1.394(6) . ?
C20 H20 0.9500 . ?
C21 C24 1.484(7) . ?
C22 C23 1.380(6) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
N31 C32 1.330(6) . ?
N31 C31 1.343(5) . ?
N32 C33 1.336(5) . ?
N32 C30 1.339(5) . ?
C30 C31 1.392(5) . ?
C30 H30 0.9500 . ?
C31 C34 1.505(6) . ?
C32 C33 1.386(6) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
N41 C42 1.328(6) . ?
N41 C41 1.336(6) . ?
N42 C43 1.330(5) . ?
N42 C40 1.341(5) . ?
C40 C41 1.395(6) . ?
C40 H40 0.9500 . ?
C41 C44 1.495(7) . ?
C42 C43 1.386(5) . ?
C42 H42 0.9500 . ?
C43 H43 0.9500 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
O51 C51 1.42(2) . ?
O51 H51 0.8400 . ?
C51 C52 1.50(2) . ?
C51 H51A 0.9900 . ?
C51 H51B 0.9900 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
O51' C51' 1.41(3) . ?
O51' H51' 0.8400 . ?
C51' C52' 1.51(3) . ?
C51' H51C 0.9900 . ?
C51' H51D 0.9900 . ?
C52' H52D 0.9800 . ?
C52' H52E 0.9800 . ?
C52' H52F 0.9800 . ?
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
N2 Ni1 N1 177.43(13) . . ?
N2 Ni1 N32 89.70(13) . . ?
N1 Ni1 N32 87.82(13) . . ?
N2 Ni1 N42 90.11(13) . . ?
N1 Ni1 N42 90.65(13) . . ?
N32 Ni1 N42 92.84(12) . . ?
N2 Ni1 N12 89.17(13) . . ?
N1 Ni1 N12 90.35(13) . . ?
N32 Ni1 N12 93.51(12) . . ?
N42 Ni1 N12 173.61(11) . . ?
N2 Ni1 N22 91.54(13) . . ?
N1 Ni1 N22 90.94(13) . . ?
N32 Ni1 N22 178.66(13) . . ?
N42 Ni1 N22 87.67(11) . . ?
N12 Ni1 N22 86.01(11) . . ?
C1 N1 Ni1 155.1(3) . . ?
N1 C1 S1 178.2(4) . . ?
C2 N2 Ni1 178.8(3) . . ?
N2 C2 S2 179.1(4) . . ?
C11 N11 C12 117.1(4) . . ?
C10 N12 C13 117.2(3) . . ?
C10 N12 Ni1 122.8(3) . . ?
C13 N12 Ni1 119.6(3) . . ?
N12 C10 C11 122.1(4) . . ?
N12 C10 H10 119.0 . . ?
C11 C10 H10 119.0 . . ?
N11 C11 C10 120.4(4) . . ?
N11 C11 C14 117.6(4) . . ?
C10 C11 C14 122.0(4) . . ?
N11 C12 C13 122.5(4) . . ?
N11 C12 H12 118.8 . . ?
C13 C12 H12 118.8 . . ?
N12 C13 C12 120.6(4) . . ?
N12 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C21 N21 C22 117.4(4) . . ?
C20 N22 C23 116.7(3) . . ?
C20 N22 Ni1 122.0(3) . . ?
C23 N22 Ni1 121.1(3) . . ?
N22 C20 C21 122.4(4) . . ?
N22 C20 H20 118.8 . . ?
C21 C20 H20 118.8 . . ?
N21 C21 C20 120.2(4) . . ?
N21 C21 C24 117.9(4) . . ?
C20 C21 C24 121.8(4) . . ?
N21 C22 C23 122.5(4) . . ?
N21 C22 H22 118.7 . . ?
C23 C22 H22 118.7 . . ?
N22 C23 C22 120.7(4) . . ?
N22 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C32 N31 C31 116.1(4) . . ?
C33 N32 C30 117.5(3) . . ?
C33 N32 Ni1 119.9(3) . . ?
C30 N32 Ni1 122.5(2) . . ?
N32 C30 C31 121.1(3) . . ?
N32 C30 H30 119.4 . . ?
C31 C30 H30 119.4 . . ?
N31 C31 C30 121.6(4) . . ?
N31 C31 C34 116.6(4) . . ?
C30 C31 C34 121.8(4) . . ?
N31 C32 C33 123.0(4) . . ?
N31 C32 H32 118.5 . . ?
C33 C32 H32 118.5 . . ?
N32 C33 C32 120.5(4) . . ?
N32 C33 H33 119.7 . . ?
C32 C33 H33 119.7 . . ?
C31 C34 H34A 109.5 . . ?
C31 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C31 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C42 N41 C41 116.5(3) . . ?
C43 N42 C40 116.4(3) . . ?
C43 N42 Ni1 119.4(3) . . ?
C40 N42 Ni1 123.9(3) . . ?
N42 C40 C41 122.3(4) . . ?
N42 C40 H40 118.9 . . ?
C41 C40 H40 118.9 . . ?
N41 C41 C40 120.7(4) . . ?
N41 C41 C44 118.7(4) . . ?
C40 C41 C44 120.6(4) . . ?
N41 C42 C43 123.0(4) . . ?
N41 C42 H42 118.5 . . ?
C43 C42 H42 118.5 . . ?
N42 C43 C42 121.0(4) . . ?
N42 C43 H43 119.5 . . ?
C42 C43 H43 119.5 . . ?
C41 C44 H44A 109.5 . . ?
C41 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C41 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
O51 C51 C52 106.6(12) . . ?
O51 C51 H51A 110.4 . . ?
C52 C51 H51A 110.4 . . ?
O51 C51 H51B 110.4 . . ?
C52 C51 H51B 110.4 . . ?
H51A C51 H51B 108.6 . . ?
C51 C52 H52A 109.5 . . ?
C51 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C51 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C51' O51' H51' 112.2 . . ?
O51' C51' C52' 107(2) . . ?
O51' C51' H51C 110.4 . . ?
C52' C51' H51C 110.4 . . ?
O51' C51' H51D 110.4 . . ?
C52' C51' H51D 110.4 . . ?
H51C C51' H51D 108.6 . . ?
C51' C52' H52D 109.5 . . ?
C51' C52' H52E 109.5 . . ?
H52D C52' H52E 109.5 . . ?
C51' C52' H52F 109.5 . . ?
H52D C52' H52F 109.5 . . ?
H52E C52' H52F 109.5 . . ?
_diffrn_measured_fraction_theta_max 0.960
_diffrn_reflns_theta_full 27.19
_diffrn_measured_fraction_theta_full 0.960
_refine_diff_density_max 0.607
_refine_diff_density_min -0.693
_refine_diff_density_rms 0.105
data_aom3a
_database_code_depnum_ccdc_archive 'CCDC 903874'
#TrackingRef '(4)_C12H16N6NiO2S2.CIF'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C12 H16 N6 Ni O2 S2'
_chemical_formula_sum 'C12 H16 N6 Ni O2 S2'
_chemical_formula_weight 399.14
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'
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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting triclinic
_symmetry_space_group_name_H-M P-1
_symmetry_space_group_name_Hall '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 6.9271(7)
_cell_length_b 8.0392(10)
_cell_length_c 9.2125(10)
_cell_angle_alpha 107.194(13)
_cell_angle_beta 112.256(12)
_cell_angle_gamma 99.445(13)
_cell_volume 430.91(8)
_cell_formula_units_Z 1
_cell_measurement_temperature 293(2)
_cell_measurement_reflns_used 3937
_cell_measurement_theta_min 2.60
_cell_measurement_theta_max 28.00
_exptl_crystal_description block
_exptl_crystal_colour 'light green'
_exptl_crystal_size_max 0.1416
_exptl_crystal_size_mid 0.1061
_exptl_crystal_size_min 0.0828
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.538
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 206
_exptl_absorpt_coefficient_mu 1.384
_exptl_absorpt_correction_type numerical
_exptl_absorpt_correction_T_min 0.7320
_exptl_absorpt_correction_T_max 0.8183
_exptl_absorpt_process_details 'X-Shape and X-Red32 (Stoe, 2008)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 293(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'STOE IPDS-2'
_diffrn_measurement_method 'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number 0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time 0
_diffrn_standards_decay_% 0
_diffrn_reflns_number 3937
_diffrn_reflns_av_R_equivalents 0.0360
_diffrn_reflns_av_sigmaI/netI 0.0465
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_h_max 9
_diffrn_reflns_limit_k_min -10
_diffrn_reflns_limit_k_max 10
_diffrn_reflns_limit_l_min -12
_diffrn_reflns_limit_l_max 12
_diffrn_reflns_theta_min 2.60
_diffrn_reflns_theta_max 28.00
_reflns_number_total 2003
_reflns_number_gt 1583
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'X-Area (Stoe, 2008)'
_computing_cell_refinement 'X-Area (Stoe, 2008)'
_computing_data_reduction 'X-Area (Stoe, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics
;
XP in SHELXTL (Sheldrick, 2008) and Diamond (Brandenburg, 2010)
;
_computing_publication_material 'XCIF in SHELXTL (Sheldrick, 2008)'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0772P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method SHELXL
_refine_ls_extinction_coef 0.054(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns 2003
_refine_ls_number_parameters 110
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0604
_refine_ls_R_factor_gt 0.0439
_refine_ls_wR_factor_ref 0.1165
_refine_ls_wR_factor_gt 0.1085
_refine_ls_goodness_of_fit_ref 0.996
_refine_ls_restrained_S_all 0.996
_refine_ls_shift/su_max 0.016
_refine_ls_shift/su_mean 0.000
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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.0000 0.0000 0.5000 0.0246(2) Uani 1 2 d S . .
C1 C 0.1111(5) -0.1797(4) 0.1974(3) 0.0299(6) Uani 1 1 d . . .
S1 S 0.21607(15) -0.25887(14) 0.06959(10) 0.0462(3) Uani 1 1 d . . .
N12 N 0.1560(4) 0.2617(3) 0.5196(3) 0.0275(5) Uani 1 1 d . . .
C11 C 0.3045(5) 0.3930(4) 0.6701(4) 0.0290(6) Uani 1 1 d . . .
H11 H 0.3476 0.3650 0.7663 0.035 Uiso 1 1 calc R . .
C12 C 0.3968(5) 0.5699(4) 0.6881(4) 0.0278(6) Uani 1 1 d . . .
C13 C 0.1870(5) 0.4831(4) 0.4011(4) 0.0299(6) Uani 1 1 d . . .
H13 H 0.1417 0.5109 0.3048 0.036 Uiso 1 1 calc R . .
C14 C 0.1008(5) 0.3065(4) 0.3838(4) 0.0287(6) Uani 1 1 d . . .
H14 H 0.0030 0.2177 0.2763 0.034 Uiso 1 1 calc R . .
C15 C 0.5658(6) 0.7132(5) 0.8579(4) 0.0409(8) Uani 1 1 d . . .
H15A H 0.6749 0.7868 0.8428 0.061 Uiso 1 1 calc R . .
H15B H 0.6343 0.6549 0.9315 0.061 Uiso 1 1 calc R . .
H15C H 0.4963 0.7898 0.9081 0.061 Uiso 1 1 calc R . .
N11 N 0.3342(4) 0.6159(3) 0.5525(3) 0.0306(5) Uani 1 1 d . . .
O1 O 0.2999(4) -0.0245(3) 0.6482(3) 0.0425(6) Uani 1 1 d . . .
H1O1 H 0.3278 -0.1168 0.6059 0.059(14) Uiso 1 1 d R . .
H2O1 H 0.4172 0.0550 0.7176 0.075(16) Uiso 1 1 d R . .
N1 N 0.0380(5) -0.1237(4) 0.2877(4) 0.0384(6) Uani 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ni1 0.0211(3) 0.0259(3) 0.0241(3) 0.0106(2) 0.0076(2) 0.0060(2)
C1 0.0250(15) 0.0307(14) 0.0232(13) 0.0098(11) 0.0035(11) 0.0019(11)
S1 0.0320(5) 0.0600(6) 0.0323(4) 0.0039(4) 0.0142(4) 0.0067(4)
N12 0.0235(12) 0.0294(11) 0.0292(12) 0.0127(10) 0.0111(10) 0.0071(10)
C11 0.0255(15) 0.0336(14) 0.0262(13) 0.0137(12) 0.0080(11) 0.0101(12)
C12 0.0212(14) 0.0309(14) 0.0321(14) 0.0120(11) 0.0126(12) 0.0094(11)
C13 0.0289(16) 0.0353(15) 0.0294(14) 0.0165(12) 0.0132(12) 0.0120(12)
C14 0.0250(15) 0.0325(14) 0.0243(13) 0.0118(11) 0.0074(11) 0.0066(11)
C15 0.0364(19) 0.0381(17) 0.0317(15) 0.0062(13) 0.0088(14) 0.0017(14)
N11 0.0274(14) 0.0305(12) 0.0351(13) 0.0140(10) 0.0143(11) 0.0090(10)
O1 0.0270(12) 0.0322(12) 0.0464(13) 0.0099(10) -0.0004(10) 0.0083(10)
N1 0.0424(16) 0.0378(14) 0.0342(14) 0.0119(11) 0.0193(12) 0.0100(12)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Ni1 N1 2.051(3) 2_556 ?
Ni1 N1 2.051(3) . ?
Ni1 O1 2.089(2) 2_556 ?
Ni1 O1 2.089(2) . ?
Ni1 N12 2.123(2) . ?
Ni1 N12 2.123(2) 2_556 ?
C1 N1 1.151(4) . ?
C1 S1 1.637(3) . ?
N12 C14 1.338(4) . ?
N12 C11 1.339(4) . ?
C11 C12 1.393(4) . ?
C11 H11 0.9300 . ?
C12 N11 1.342(4) . ?
C12 C15 1.500(4) . ?
C13 N11 1.345(4) . ?
C13 C14 1.383(4) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
O1 H1O1 0.8200 . ?
O1 H2O1 0.8200 . ?
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
N1 Ni1 N1 180.0 2_556 . ?
N1 Ni1 O1 88.53(11) 2_556 2_556 ?
N1 Ni1 O1 91.47(11) . 2_556 ?
N1 Ni1 O1 91.47(11) 2_556 . ?
N1 Ni1 O1 88.53(11) . . ?
O1 Ni1 O1 180.00(15) 2_556 . ?
N1 Ni1 N12 89.68(11) 2_556 . ?
N1 Ni1 N12 90.32(10) . . ?
O1 Ni1 N12 88.12(10) 2_556 . ?
O1 Ni1 N12 91.88(10) . . ?
N1 Ni1 N12 90.32(11) 2_556 2_556 ?
N1 Ni1 N12 89.68(11) . 2_556 ?
O1 Ni1 N12 91.88(10) 2_556 2_556 ?
O1 Ni1 N12 88.12(10) . 2_556 ?
N12 Ni1 N12 180.0 . 2_556 ?
N1 C1 S1 179.8(4) . . ?
C14 N12 C11 116.9(3) . . ?
C14 N12 Ni1 121.5(2) . . ?
C11 N12 Ni1 121.45(19) . . ?
N12 C11 C12 122.5(3) . . ?
N12 C11 H11 118.7 . . ?
C12 C11 H11 118.7 . . ?
N11 C12 C11 120.2(3) . . ?
N11 C12 C15 118.5(3) . . ?
C11 C12 C15 121.3(3) . . ?
N11 C13 C14 122.2(3) . . ?
N11 C13 H13 118.9 . . ?
C14 C13 H13 118.9 . . ?
N12 C14 C13 121.0(3) . . ?
N12 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C12 N11 C13 117.1(3) . . ?
Ni1 O1 H1O1 116.3 . . ?
Ni1 O1 H2O1 129.9 . . ?
H1O1 O1 H2O1 107.3 . . ?
C1 N1 Ni1 163.5(3) . . ?
_diffrn_measured_fraction_theta_max 0.961
_diffrn_reflns_theta_full 28.00
_diffrn_measured_fraction_theta_full 0.961
_refine_diff_density_max 0.893
_refine_diff_density_min -0.501
_refine_diff_density_rms 0.098
data_woe37
_database_code_depnum_ccdc_archive 'CCDC 903875'
#TrackingRef '(5)_C14H20N6NiO2S2.CIF'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C14 H20 N6 Ni O2 S2'
_chemical_formula_sum 'C14 H20 N6 Ni O2 S2'
_chemical_formula_weight 427.19
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'
Ni Ni 0.3393 1.1124 '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'
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_H-M P21/c
_symmetry_space_group_name_Hall '-P 2ybc'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
_cell_length_a 7.3832(4)
_cell_length_b 10.0762(4)
_cell_length_c 13.9767(7)
_cell_angle_alpha 90.00
_cell_angle_beta 104.536(4)
_cell_angle_gamma 90.00
_cell_volume 1006.51(8)
_cell_formula_units_Z 2
_cell_measurement_temperature 293(2)
_cell_measurement_reflns_used 15247
_cell_measurement_theta_min 2.52
_cell_measurement_theta_max 28.02
_exptl_crystal_description block
_exptl_crystal_colour green
_exptl_crystal_size_max 0.1719
_exptl_crystal_size_mid 0.1165
_exptl_crystal_size_min 0.0881
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.410
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 444
_exptl_absorpt_coefficient_mu 1.190
_exptl_absorpt_correction_type numerical
_exptl_absorpt_correction_T_min 0.7512
_exptl_absorpt_correction_T_max 0.8464
_exptl_absorpt_process_details 'X-Shape and X-Red32 (Stoe, 2008)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 293(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'STOE IPDS-2'
_diffrn_measurement_method 'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number 0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time 0
_diffrn_standards_decay_% 0
_diffrn_reflns_number 15247
_diffrn_reflns_av_R_equivalents 0.0303
_diffrn_reflns_av_sigmaI/netI 0.0144
_diffrn_reflns_limit_h_min -9
_diffrn_reflns_limit_h_max 9
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_l_min -18
_diffrn_reflns_limit_l_max 18
_diffrn_reflns_theta_min 2.52
_diffrn_reflns_theta_max 28.02
_reflns_number_total 2408
_reflns_number_gt 2158
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'X-Area (Stoe, 2008)'
_computing_cell_refinement 'X-Area (Stoe, 2008)'
_computing_data_reduction 'X-Area (Stoe, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics
;
XP in SHELXTL (Sheldrick, 2008) and Diamond (Brandenburg, 1999)
;
_computing_publication_material 'XCIF in SHELXTL (Sheldrick, 2008)'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0366P)^2^+0.2256P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 2408
_refine_ls_number_parameters 137
_refine_ls_number_restraints 2
_refine_ls_R_factor_all 0.0339
_refine_ls_R_factor_gt 0.0276
_refine_ls_wR_factor_ref 0.0723
_refine_ls_wR_factor_gt 0.0695
_refine_ls_goodness_of_fit_ref 1.060
_refine_ls_restrained_S_all 1.060
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.5000 0.5000 0.0000 0.03732(9) Uani 1 2 d S . .
S1 S 0.1360(5) 0.1352(3) 0.0600(6) 0.0742(13) Uani 0.49(3) 1 d PD A 1
C1 C 0.2612(16) 0.2539(12) 0.0359(8) 0.0351(15) Uani 0.49(3) 1 d PD A 1
S1' S 0.1504(11) 0.1594(12) 0.1034(16) 0.113(3) Uani 0.51(3) 1 d PD A 2
C1' C 0.2869(17) 0.2581(12) 0.0620(9) 0.0396(16) Uani 0.51(3) 1 d PD A 2
N1 N 0.3682(2) 0.33310(14) 0.02631(10) 0.0488(3) Uani 1 1 d D . .
N12 N 0.39786(18) 0.59908(13) 0.11029(9) 0.0427(3) Uani 1 1 d . . .
C11 C 0.3952(2) 0.54151(17) 0.19518(11) 0.0433(3) Uani 1 1 d . A .
H11 H 0.4346 0.4538 0.2054 0.052 Uiso 1 1 calc R . .
C12 C 0.3358(2) 0.60674(16) 0.26962(11) 0.0435(3) Uani 1 1 d . . .
N11 N 0.2798(2) 0.73268(15) 0.25755(10) 0.0508(3) Uani 1 1 d . A .
C13 C 0.2779(3) 0.78886(18) 0.17103(14) 0.0581(4) Uani 1 1 d . . .
H13 H 0.2357 0.8758 0.1598 0.070 Uiso 1 1 calc R A .
C14 C 0.3356(3) 0.72347(17) 0.09784(13) 0.0529(4) Uani 1 1 d . A .
H14 H 0.3312 0.7668 0.0385 0.063 Uiso 1 1 calc R . .
C15 C 0.3330(3) 0.5384(2) 0.36393(13) 0.0589(4) Uani 1 1 d . A .
H15A H 0.4465 0.5577 0.4129 0.088 Uiso 1 1 calc R . .
H15B H 0.3227 0.4443 0.3530 0.088 Uiso 1 1 calc R . .
H15C H 0.2278 0.5692 0.3865 0.088 Uiso 1 1 calc R . .
O1 O 0.73434(15) 0.43337(12) 0.10632(8) 0.0502(3) Uani 1 1 d . . .
H1O1 H 0.7255 0.3671 0.1388 0.068(7) Uiso 1 1 d R A .
C21 C 0.9104(3) 0.4934(3) 0.1406(2) 0.0843(8) Uani 1 1 d . A .
H21A H 0.9943 0.4325 0.1826 0.126 Uiso 0.50 1 calc PR . .
H21B H 0.8980 0.5720 0.1773 0.126 Uiso 0.50 1 calc PR . .
H21C H 0.9592 0.5167 0.0853 0.126 Uiso 0.50 1 calc PR . .
H21D H 0.9067 0.5816 0.1142 0.126 Uiso 0.50 1 calc PR . .
H21E H 1.0030 0.4422 0.1195 0.126 Uiso 0.50 1 calc PR . .
H21F H 0.9418 0.4974 0.2115 0.126 Uiso 0.50 1 calc PR . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ni1 0.04261(15) 0.03575(15) 0.03518(14) 0.00059(10) 0.01272(10) -0.00719(10)
S1 0.0613(12) 0.0524(10) 0.116(3) 0.0117(13) 0.0355(12) -0.0171(6)
C1 0.035(3) 0.039(2) 0.026(4) -0.001(3) -0.002(3) -0.0027(19)
S1' 0.0894(16) 0.080(3) 0.192(8) 0.058(4) 0.078(3) -0.0007(18)
C1' 0.038(3) 0.042(2) 0.032(4) 0.005(3) -0.002(3) -0.0027(17)
N1 0.0559(8) 0.0423(7) 0.0504(7) 0.0013(6) 0.0175(6) -0.0112(6)
N12 0.0496(7) 0.0408(7) 0.0394(6) -0.0011(5) 0.0146(5) -0.0031(5)
C11 0.0484(8) 0.0424(8) 0.0402(7) 0.0001(6) 0.0134(6) -0.0002(6)
C12 0.0415(7) 0.0498(9) 0.0392(7) -0.0048(6) 0.0104(6) -0.0034(6)
N11 0.0549(8) 0.0510(8) 0.0465(7) -0.0086(6) 0.0128(6) 0.0031(6)
C13 0.0750(12) 0.0429(9) 0.0565(10) -0.0033(8) 0.0168(9) 0.0071(8)
C14 0.0724(11) 0.0420(9) 0.0461(9) 0.0029(7) 0.0182(8) 0.0012(8)
C15 0.0701(11) 0.0673(11) 0.0439(9) 0.0003(8) 0.0229(8) 0.0010(9)
O1 0.0462(6) 0.0526(7) 0.0481(6) 0.0108(5) 0.0047(5) -0.0080(5)
C21 0.0547(11) 0.0912(17) 0.0947(17) 0.0259(13) -0.0042(11) -0.0237(11)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Ni1 N1 2.0221(13) . ?
Ni1 N1 2.0222(13) 3_665 ?
Ni1 O1 2.0885(11) 3_665 ?
Ni1 O1 2.0885(11) . ?
Ni1 N12 2.1272(12) 3_665 ?
Ni1 N12 2.1272(12) . ?
S1 C1 1.599(7) . ?
C1 N1 1.154(7) . ?
S1' C1' 1.622(7) . ?
C1' N1 1.154(7) . ?
N12 C11 1.3252(19) . ?
N12 C14 1.331(2) . ?
C11 C12 1.391(2) . ?
C11 H11 0.9300 . ?
C12 N11 1.332(2) . ?
C12 C15 1.492(2) . ?
N11 C13 1.332(2) . ?
C13 C14 1.372(2) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
O1 C21 1.404(2) . ?
O1 H1O1 0.8199 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C21 H21D 0.9600 . ?
C21 H21E 0.9600 . ?
C21 H21F 0.9600 . ?
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
N1 Ni1 N1 180.0 . 3_665 ?
N1 Ni1 O1 92.65(5) . 3_665 ?
N1 Ni1 O1 87.35(5) 3_665 3_665 ?
N1 Ni1 O1 87.35(5) . . ?
N1 Ni1 O1 92.65(5) 3_665 . ?
O1 Ni1 O1 180.00(8) 3_665 . ?
N1 Ni1 N12 90.90(5) . 3_665 ?
N1 Ni1 N12 89.10(5) 3_665 3_665 ?
O1 Ni1 N12 90.94(5) 3_665 3_665 ?
O1 Ni1 N12 89.06(5) . 3_665 ?
N1 Ni1 N12 89.10(5) . . ?
N1 Ni1 N12 90.90(5) 3_665 . ?
O1 Ni1 N12 89.06(5) 3_665 . ?
O1 Ni1 N12 90.94(5) . . ?
N12 Ni1 N12 180.00(4) 3_665 . ?
N1 C1 S1 172.2(11) . . ?
N1 C1' S1' 173.3(9) . . ?
C1' N1 C1 18.4(6) . . ?
C1' N1 Ni1 161.8(7) . . ?
C1 N1 Ni1 166.1(7) . . ?
C11 N12 C14 116.55(14) . . ?
C11 N12 Ni1 122.07(11) . . ?
C14 N12 Ni1 121.38(11) . . ?
N12 C11 C12 122.76(15) . . ?
N12 C11 H11 118.6 . . ?
C12 C11 H11 118.6 . . ?
N11 C12 C11 120.08(15) . . ?
N11 C12 C15 118.61(15) . . ?
C11 C12 C15 121.31(16) . . ?
C13 N11 C12 116.88(14) . . ?
N11 C13 C14 122.57(17) . . ?
N11 C13 H13 118.7 . . ?
C14 C13 H13 118.7 . . ?
N12 C14 C13 121.10(16) . . ?
N12 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C21 O1 Ni1 129.40(12) . . ?
C21 O1 H1O1 111.0 . . ?
Ni1 O1 H1O1 119.3 . . ?
O1 C21 H21A 109.5 . . ?
O1 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O1 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O1 C21 H21D 109.5 . . ?
H21A C21 H21D 141.1 . . ?
H21B C21 H21D 56.3 . . ?
H21C C21 H21D 56.3 . . ?
O1 C21 H21E 109.5 . . ?
H21A C21 H21E 56.3 . . ?
H21B C21 H21E 141.1 . . ?
H21C C21 H21E 56.3 . . ?
H21D C21 H21E 109.5 . . ?
O1 C21 H21F 109.5 . . ?
H21A C21 H21F 56.3 . . ?
H21B C21 H21F 56.3 . . ?
H21C C21 H21F 141.1 . . ?
H21D C21 H21F 109.5 . . ?
H21E C21 H21F 109.5 . . ?
_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full 28.02
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max 0.202
_refine_diff_density_min -0.223
_refine_diff_density_rms 0.036
data_woe102
_database_code_depnum_ccdc_archive 'CCDC 903876'
#TrackingRef '(6)_C39H44N18Ni2OS4.CIF'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C22 H24 N10 Ni S2, C17 H20 N8 Ni O S2'
_chemical_formula_sum 'C39 H44 N18 Ni2 O S4'
_chemical_formula_weight 1026.58
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'
Ni Ni 0.3393 1.1124 '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'
_symmetry_cell_setting triclinic
_symmetry_space_group_name_H-M P-1
_symmetry_space_group_name_Hall '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 9.0500(7)
_cell_length_b 11.3575(8)
_cell_length_c 24.0133(16)
_cell_angle_alpha 84.290(6)
_cell_angle_beta 85.960(6)
_cell_angle_gamma 79.693(6)
_cell_volume 2412.8(3)
_cell_formula_units_Z 2
_cell_measurement_temperature 293(2)
_cell_measurement_reflns_used 30864
_cell_measurement_theta_min 1.71
_cell_measurement_theta_max 25.00
_exptl_crystal_description block
_exptl_crystal_colour 'dark green'
_exptl_crystal_size_max 0.1351
_exptl_crystal_size_mid 0.0821
_exptl_crystal_size_min 0.0653
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.413
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1064
_exptl_absorpt_coefficient_mu 1.005
_exptl_absorpt_correction_type none
_exptl_absorpt_correction_T_min ?
_exptl_absorpt_correction_T_max ?
_exptl_absorpt_process_details ?
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 293(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'STOE IPDS-2'
_diffrn_measurement_method 'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number 0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time 0
_diffrn_standards_decay_% 0
_diffrn_reflns_number 30864
_diffrn_reflns_av_R_equivalents 0.0752
_diffrn_reflns_av_sigmaI/netI 0.0523
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_k_min -13
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_l_min -28
_diffrn_reflns_limit_l_max 28
_diffrn_reflns_theta_min 1.71
_diffrn_reflns_theta_max 25.00
_reflns_number_total 8482
_reflns_number_gt 5783
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'X-Area (Stoe, 2008)'
_computing_cell_refinement 'X-Area (Stoe, 2008)'
_computing_data_reduction 'X-Area (Stoe, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics
;
XP in SHELXTL (Sheldrick, 2008) and Diamond (Brandenburg, 2011)
;
_computing_publication_material 'XCIF in SHELXTL (Sheldrick, 2008)'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1615P)^2^+9.0549P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 8482
_refine_ls_number_parameters 586
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.1479
_refine_ls_R_factor_gt 0.1077
_refine_ls_wR_factor_ref 0.3258
_refine_ls_wR_factor_gt 0.2853
_refine_ls_goodness_of_fit_ref 1.067
_refine_ls_restrained_S_all 1.067
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.32775(12) 0.78725(9) 0.11847(4) 0.0508(3) Uani 1 1 d . . .
Ni2 Ni -0.31004(12) 1.19733(9) 0.39471(4) 0.0552(4) Uani 1 1 d . . .
N1 N 0.1669(9) 0.6797(7) 0.1242(4) 0.068(2) Uani 1 1 d . . .
C1 C 0.0634(11) 0.6419(9) 0.1228(4) 0.063(2) Uani 1 1 d . . .
S1 S -0.0901(4) 0.5858(5) 0.12289(19) 0.1255(15) Uani 1 1 d . . .
N2 N 0.4765(8) 0.9036(6) 0.1129(3) 0.0585(17) Uani 1 1 d . . .
C2 C 0.4887(10) 1.0024(8) 0.1133(4) 0.059(2) Uani 1 1 d . . .
S2 S 0.4935(4) 1.1433(3) 0.1133(2) 0.1138(13) Uani 1 1 d . . .
N3 N -0.4597(10) 1.0793(7) 0.3954(4) 0.072(2) Uani 1 1 d . A .
C3 C -0.4788(12) 0.9904(9) 0.3815(4) 0.073(3) Uani 1 1 d . . .
S3 S -0.5126(11) 0.8639(8) 0.3567(4) 0.100(3) Uani 0.70 1 d P A 1
S3' S -0.480(3) 0.8537(15) 0.3838(11) 0.126(8) Uani 0.30 1 d P A 2
N4 N -0.1514(10) 1.3046(7) 0.3913(4) 0.070(2) Uani 1 1 d . . .
C4 C -0.0440(10) 1.3477(8) 0.3827(3) 0.056(2) Uani 1 1 d . . .
S4 S 0.1044(4) 1.4078(4) 0.3710(2) 0.1192(13) Uani 1 1 d . . .
N5 N 0.1792(9) 0.9073(7) 0.1716(4) 0.069(2) Uani 1 1 d . . .
N6 N -0.0088(10) 1.0183(8) 0.2557(3) 0.078(2) Uani 1 1 d . . .
C5 C 0.0296(12) 0.9164(9) 0.1733(4) 0.071(3) Uani 1 1 d . . .
H5 H -0.0133 0.8846 0.1454 0.086 Uiso 1 1 calc R . .
C6 C -0.0665(11) 0.9724(9) 0.2159(4) 0.069(2) Uani 1 1 d . . .
C7 C 0.1365(13) 1.0139(10) 0.2557(4) 0.077(3) Uani 1 1 d . . .
H7 H 0.1761 1.0488 0.2834 0.092 Uiso 1 1 calc R . .
C8 C 0.2344(12) 0.9566(9) 0.2140(4) 0.073(3) Uani 1 1 d . . .
H8 H 0.3377 0.9524 0.2153 0.088 Uiso 1 1 calc R . .
C9 C -0.2318(15) 0.9828(13) 0.2179(6) 0.105(4) Uani 1 1 d . . .
H9A H -0.2749 1.0234 0.2500 0.158 Uiso 1 1 calc R . .
H9B H -0.2578 0.9040 0.2206 0.158 Uiso 1 1 calc R . .
H9C H -0.2702 1.0278 0.1844 0.158 Uiso 1 1 calc R . .
N10 N 0.2407(8) 0.8716(6) 0.0417(3) 0.0623(18) Uani 1 1 d . . .
N11 N 0.1340(10) 0.9795(7) -0.0615(4) 0.077(2) Uani 1 1 d . . .
C10 C 0.1994(10) 0.8078(8) 0.0037(4) 0.062(2) Uani 1 1 d . . .
H10 H 0.2069 0.7252 0.0116 0.075 Uiso 1 1 calc R . .
C11 C 0.1454(11) 0.8609(8) -0.0474(4) 0.069(2) Uani 1 1 d . . .
C12 C 0.1786(13) 1.0407(9) -0.0244(5) 0.081(3) Uani 1 1 d . . .
H12 H 0.1739 1.1230 -0.0328 0.097 Uiso 1 1 calc R . .
C13 C 0.2324(11) 0.9896(8) 0.0268(4) 0.071(3) Uani 1 1 d . . .
H13 H 0.2633 1.0380 0.0511 0.085 Uiso 1 1 calc R . .
C14 C 0.0996(13) 0.7881(10) -0.0908(5) 0.082(3) Uani 1 1 d . . .
H14A H 0.0662 0.8406 -0.1230 0.123 Uiso 1 1 calc R . .
H14B H 0.0194 0.7480 -0.0751 0.123 Uiso 1 1 calc R . .
H14C H 0.1842 0.7295 -0.1018 0.123 Uiso 1 1 calc R . .
N15 N 0.4797(8) 0.6594(6) 0.0764(3) 0.0519(16) Uani 1 1 d . . .
N16 N 0.6872(9) 0.4834(6) 0.0268(3) 0.0607(18) Uani 1 1 d . . .
C15 C 0.5797(9) 0.6866(7) 0.0350(3) 0.0506(18) Uani 1 1 d . . .
H15 H 0.5775 0.7668 0.0219 0.061 Uiso 1 1 calc R . .
C16 C 0.6849(10) 0.5999(8) 0.0115(4) 0.058(2) Uani 1 1 d . . .
C17 C 0.5867(11) 0.4581(7) 0.0670(4) 0.059(2) Uani 1 1 d . . .
H17 H 0.5865 0.3778 0.0792 0.070 Uiso 1 1 calc R . .
C18 C 0.4833(10) 0.5430(7) 0.0916(4) 0.0554(19) Uani 1 1 d . . .
H18 H 0.4148 0.5192 0.1193 0.066 Uiso 1 1 calc R . .
C19 C 0.8024(15) 0.6314(10) -0.0325(5) 0.092(4) Uani 1 1 d . . .
H19A H 0.8648 0.5591 -0.0436 0.138 Uiso 1 1 calc R . .
H19B H 0.8632 0.6803 -0.0173 0.138 Uiso 1 1 calc R . .
H19C H 0.7539 0.6749 -0.0645 0.138 Uiso 1 1 calc R . .
N20 N 0.4168(9) 0.7034(7) 0.1965(3) 0.0603(18) Uani 1 1 d . . .
N21 N 0.5317(13) 0.6010(8) 0.2987(3) 0.082(3) Uani 1 1 d . . .
C20 C 0.5580(12) 0.6994(8) 0.2074(4) 0.064(2) Uani 1 1 d . . .
H20 H 0.6216 0.7308 0.1800 0.077 Uiso 1 1 calc R . .
C21 C 0.6169(14) 0.6488(9) 0.2592(4) 0.072(3) Uani 1 1 d . . .
C22 C 0.3916(16) 0.6052(10) 0.2872(4) 0.084(3) Uani 1 1 d . . .
H22 H 0.3294 0.5721 0.3146 0.101 Uiso 1 1 calc R . .
C23 C 0.3276(13) 0.6560(9) 0.2366(4) 0.072(3) Uani 1 1 d . . .
H23 H 0.2268 0.6566 0.2311 0.086 Uiso 1 1 calc R . .
C24 C 0.7770(16) 0.6495(12) 0.2721(5) 0.105(4) Uani 1 1 d . . .
H24A H 0.7953 0.6113 0.3091 0.158 Uiso 1 1 calc R . .
H24B H 0.7938 0.7309 0.2703 0.158 Uiso 1 1 calc R . .
H24C H 0.8440 0.6067 0.2453 0.158 Uiso 1 1 calc R . .
N28 N -0.2416(8) 1.1207(6) 0.4761(3) 0.0608(18) Uani 1 1 d . . .
N29 N -0.1191(9) 1.0189(7) 0.5762(3) 0.070(2) Uani 1 1 d . . .
C25 C -0.1983(10) 1.1868(8) 0.5130(4) 0.063(2) Uani 1 1 d . . .
H25 H -0.2080 1.2693 0.5041 0.076 Uiso 1 1 calc R . .
C26 C -0.1400(10) 1.1390(8) 0.5635(4) 0.060(2) Uani 1 1 d . . .
C27 C -0.1675(12) 0.9535(8) 0.5390(4) 0.071(3) Uani 1 1 d . . .
H27 H -0.1589 0.8710 0.5477 0.085 Uiso 1 1 calc R . .
C28 C -0.2279(10) 1.0016(8) 0.4898(4) 0.063(2) Uani 1 1 d . . .
H28 H -0.2594 0.9526 0.4658 0.076 Uiso 1 1 calc R . .
C29 C -0.0959(13) 1.2126(9) 0.6045(4) 0.076(3) Uani 1 1 d . . .
H29A H -0.0583 1.1615 0.6365 0.115 Uiso 1 1 calc R . .
H29B H -0.1818 1.2693 0.6160 0.115 Uiso 1 1 calc R . .
H29C H -0.0190 1.2550 0.5877 0.115 Uiso 1 1 calc R . .
N30 N -0.4732(8) 1.3306(6) 0.4297(3) 0.0531(16) Uani 1 1 d . . .
N31 N -0.6865(9) 1.5112(6) 0.4728(3) 0.065(2) Uani 1 1 d . . .
C30 C -0.5766(10) 1.3054(7) 0.4684(4) 0.059(2) Uani 1 1 d . . .
H30 H -0.5785 1.2257 0.4814 0.071 Uiso 1 1 calc R . .
C31 C -0.6831(12) 1.3960(8) 0.4901(4) 0.070(3) Uani 1 1 d . . .
C32 C -0.5810(11) 1.5332(7) 0.4344(4) 0.063(2) Uani 1 1 d . . .
H32 H -0.5783 1.6128 0.4215 0.076 Uiso 1 1 calc R . .
C33 C -0.4748(11) 1.4456(7) 0.4124(3) 0.058(2) Uani 1 1 d . . .
H33 H -0.4037 1.4668 0.3852 0.069 Uiso 1 1 calc R . .
C34 C -0.8036(14) 1.3684(10) 0.5335(5) 0.096(4) Uani 1 1 d . . .
H34A H -0.8655 1.4420 0.5433 0.144 Uiso 1 1 calc R . .
H34B H -0.7577 1.3262 0.5663 0.144 Uiso 1 1 calc R . .
H34C H -0.8646 1.3193 0.5185 0.144 Uiso 1 1 calc R . .
N35 N -0.3722(10) 1.2663(7) 0.3131(3) 0.0629(19) Uani 1 1 d . . .
N36 N -0.4586(14) 1.3625(9) 0.2057(4) 0.091(3) Uani 1 1 d . . .
C35 C -0.5088(13) 1.2768(8) 0.2968(4) 0.069(3) Uani 1 1 d . . .
H35 H -0.5809 1.2522 0.3228 0.083 Uiso 1 1 calc R . .
C36 C -0.5550(14) 1.3217(9) 0.2438(5) 0.079(3) Uani 1 1 d . . .
C37 C -0.3226(16) 1.3546(10) 0.2224(4) 0.086(3) Uani 1 1 d . . .
H37 H -0.2520 1.3839 0.1972 0.103 Uiso 1 1 calc R . .
C38 C -0.2754(14) 1.3063(9) 0.2746(4) 0.076(3) Uani 1 1 d . . .
H38 H -0.1756 1.3016 0.2829 0.091 Uiso 1 1 calc R . .
C39 C -0.7143(18) 1.3296(13) 0.2270(6) 0.111(5) Uani 1 1 d . . .
H39A H -0.7224 1.3628 0.1888 0.167 Uiso 1 1 calc R . .
H39B H -0.7817 1.3803 0.2508 0.167 Uiso 1 1 calc R . .
H39C H -0.7402 1.2508 0.2307 0.167 Uiso 1 1 calc R . .
O1 O -0.1432(8) 1.0628(6) 0.3619(3) 0.0789(19) Uani 1 1 d . . .
H2O1 H -0.1699 1.0884 0.3304 0.118 Uiso 1 1 d R . .
H1O1 H -0.0715 1.0693 0.3396 0.118 Uiso 1 1 d R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ni1 0.0536(6) 0.0431(6) 0.0546(6) -0.0117(4) 0.0077(5) -0.0053(4)
Ni2 0.0610(7) 0.0453(6) 0.0531(6) -0.0071(4) 0.0111(5) 0.0034(5)
N1 0.063(5) 0.060(5) 0.082(6) -0.016(4) 0.011(4) -0.013(4)
C1 0.066(6) 0.067(6) 0.057(5) -0.015(4) 0.006(4) -0.011(5)
S1 0.073(2) 0.180(4) 0.145(3) -0.068(3) 0.014(2) -0.056(2)
N2 0.066(4) 0.050(4) 0.059(4) -0.009(3) 0.001(3) -0.008(3)
C2 0.062(5) 0.050(5) 0.063(5) 0.001(4) 0.005(4) -0.009(4)
S2 0.107(2) 0.0508(15) 0.182(4) -0.0061(19) 0.003(2) -0.0147(15)
N3 0.084(6) 0.047(4) 0.083(6) -0.010(4) 0.018(4) -0.012(4)
C3 0.076(6) 0.058(6) 0.082(7) -0.008(5) 0.031(5) -0.013(5)
S3 0.104(5) 0.078(4) 0.126(5) -0.050(4) 0.020(4) -0.027(3)
S3' 0.135(14) 0.034(5) 0.21(3) -0.024(10) 0.008(16) -0.030(6)
N4 0.069(5) 0.064(5) 0.073(5) -0.008(4) 0.011(4) -0.011(4)
C4 0.060(5) 0.055(5) 0.050(5) -0.011(4) 0.005(4) -0.002(4)
S4 0.081(2) 0.148(4) 0.139(3) -0.020(3) 0.009(2) -0.048(2)
N5 0.064(5) 0.064(5) 0.076(5) -0.012(4) 0.015(4) -0.008(4)
N6 0.078(6) 0.089(6) 0.064(5) -0.011(4) 0.013(4) -0.008(5)
C5 0.075(6) 0.070(6) 0.065(6) -0.011(5) -0.012(5) 0.005(5)
C6 0.068(6) 0.059(5) 0.072(6) 0.001(4) 0.005(5) 0.004(4)
C7 0.076(7) 0.083(7) 0.073(6) -0.027(5) 0.011(5) -0.011(5)
C8 0.072(6) 0.076(6) 0.072(6) -0.029(5) 0.002(5) -0.004(5)
C9 0.088(9) 0.102(9) 0.123(11) -0.015(8) -0.006(8) -0.004(7)
N10 0.060(4) 0.053(4) 0.070(5) -0.007(3) -0.013(4) 0.008(3)
N11 0.084(6) 0.057(5) 0.082(6) 0.001(4) 0.001(5) 0.003(4)
C10 0.067(5) 0.044(4) 0.072(6) -0.006(4) -0.004(4) 0.002(4)
C11 0.071(6) 0.054(5) 0.076(6) -0.007(4) 0.010(5) 0.002(4)
C12 0.094(8) 0.052(5) 0.090(8) 0.001(5) -0.010(6) 0.002(5)
C13 0.073(6) 0.049(5) 0.085(7) -0.009(4) -0.012(5) 0.006(4)
C14 0.076(7) 0.076(7) 0.089(8) -0.010(6) -0.011(6) 0.001(5)
N15 0.065(4) 0.040(3) 0.048(4) -0.005(3) -0.003(3) 0.002(3)
N16 0.067(5) 0.044(4) 0.070(5) -0.019(3) -0.004(4) 0.003(3)
C15 0.052(4) 0.045(4) 0.051(4) -0.008(3) 0.013(3) -0.004(3)
C16 0.053(5) 0.058(5) 0.061(5) -0.013(4) 0.008(4) -0.005(4)
C17 0.077(6) 0.043(4) 0.056(5) -0.007(4) -0.007(4) -0.007(4)
C18 0.062(5) 0.050(4) 0.054(5) -0.011(4) -0.002(4) -0.005(4)
C19 0.110(9) 0.076(7) 0.081(7) -0.004(6) 0.033(7) -0.007(6)
N20 0.074(5) 0.061(4) 0.047(4) -0.009(3) 0.011(3) -0.018(4)
N21 0.123(8) 0.071(5) 0.055(5) -0.003(4) -0.009(5) -0.026(5)
C20 0.078(6) 0.057(5) 0.057(5) -0.008(4) 0.014(4) -0.013(4)
C21 0.107(8) 0.060(5) 0.049(5) -0.004(4) -0.009(5) -0.007(5)
C22 0.124(10) 0.077(7) 0.046(5) -0.004(5) 0.014(6) -0.015(7)
C23 0.097(7) 0.064(6) 0.058(5) -0.017(4) 0.009(5) -0.023(5)
C24 0.128(11) 0.098(9) 0.088(8) -0.003(7) -0.048(8) -0.003(8)
N28 0.061(4) 0.047(4) 0.066(4) -0.006(3) 0.005(4) 0.011(3)
N29 0.074(5) 0.062(5) 0.064(5) -0.003(4) 0.003(4) 0.014(4)
C25 0.065(5) 0.047(4) 0.069(6) 0.001(4) 0.010(4) 0.005(4)
C26 0.059(5) 0.057(5) 0.055(5) -0.003(4) 0.006(4) 0.008(4)
C27 0.077(6) 0.046(5) 0.077(6) 0.006(4) 0.011(5) 0.009(4)
C28 0.064(5) 0.046(4) 0.073(6) -0.009(4) 0.001(4) 0.007(4)
C29 0.089(7) 0.071(6) 0.066(6) -0.007(5) -0.007(5) -0.001(5)
N30 0.068(4) 0.041(3) 0.047(4) -0.007(3) 0.005(3) -0.003(3)
N31 0.079(5) 0.052(4) 0.055(4) -0.008(3) 0.006(4) 0.011(4)
C30 0.071(6) 0.045(4) 0.055(5) -0.004(4) 0.009(4) 0.004(4)
C31 0.086(7) 0.053(5) 0.061(5) -0.006(4) 0.013(5) 0.005(5)
C32 0.090(7) 0.040(4) 0.052(5) 0.004(3) -0.007(5) 0.007(4)
C33 0.078(6) 0.042(4) 0.046(4) 0.000(3) 0.009(4) 0.003(4)
C34 0.091(8) 0.079(7) 0.102(9) -0.007(6) 0.055(7) 0.004(6)
N35 0.081(5) 0.059(4) 0.044(4) -0.010(3) 0.007(4) -0.002(4)
N36 0.127(9) 0.099(7) 0.048(5) -0.001(4) -0.009(5) -0.024(6)
C35 0.092(7) 0.060(5) 0.049(5) -0.008(4) -0.002(5) 0.004(5)
C36 0.094(8) 0.064(6) 0.078(7) -0.016(5) -0.011(6) -0.005(5)
C37 0.130(11) 0.079(7) 0.055(6) -0.010(5) 0.020(6) -0.042(7)
C38 0.101(8) 0.083(7) 0.047(5) -0.013(5) 0.022(5) -0.027(6)
C39 0.150(14) 0.094(9) 0.086(9) -0.010(7) -0.015(9) -0.010(9)
O1 0.074(4) 0.079(4) 0.074(4) -0.018(3) 0.006(3) 0.015(3)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Ni1 N2 2.037(8) . ?
Ni1 N1 2.050(9) . ?
Ni1 N15 2.098(6) . ?
Ni1 N10 2.125(7) . ?
Ni1 N20 2.157(8) . ?
Ni1 N5 2.178(8) . ?
Ni2 N4 2.035(9) . ?
Ni2 N3 2.067(9) . ?
Ni2 N30 2.112(6) . ?
Ni2 N35 2.113(7) . ?
Ni2 O1 2.117(6) . ?
Ni2 N28 2.145(7) . ?
N1 C1 1.102(12) . ?
C1 S1 1.629(11) . ?
N2 C2 1.149(11) . ?
C2 S2 1.608(9) . ?
N3 C3 1.140(12) . ?
C3 S3' 1.549(18) . ?
C3 S3 1.692(13) . ?
N4 C4 1.161(12) . ?
C4 S4 1.608(10) . ?
N5 C5 1.337(13) . ?
N5 C8 1.372(13) . ?
N6 C7 1.307(13) . ?
N6 C6 1.313(13) . ?
C5 C6 1.419(14) . ?
C5 H5 0.9300 . ?
C6 C9 1.477(16) . ?
C7 C8 1.418(13) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
N10 C10 1.332(12) . ?
N10 C13 1.343(12) . ?
N11 C12 1.310(14) . ?
N11 C11 1.342(12) . ?
C10 C11 1.395(13) . ?
C10 H10 0.9300 . ?
C11 C14 1.515(15) . ?
C12 C13 1.387(15) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
N15 C18 1.331(10) . ?
N15 C15 1.348(10) . ?
N16 C17 1.326(12) . ?
N16 C16 1.335(11) . ?
C15 C16 1.377(11) . ?
C15 H15 0.9300 . ?
C16 C19 1.507(13) . ?
C17 C18 1.366(12) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
N20 C20 1.314(12) . ?
N20 C23 1.346(12) . ?
N21 C21 1.315(14) . ?
N21 C22 1.308(16) . ?
C20 C21 1.417(13) . ?
C20 H20 0.9300 . ?
C21 C24 1.504(17) . ?
C22 C23 1.409(15) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
N28 C25 1.337(12) . ?
N28 C28 1.346(11) . ?
N29 C27 1.358(14) . ?
N29 C26 1.350(12) . ?
C25 C26 1.379(13) . ?
C25 H25 0.9300 . ?
C26 C29 1.472(14) . ?
C27 C28 1.360(13) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
N30 C30 1.319(11) . ?
N30 C33 1.329(10) . ?
N31 C32 1.319(12) . ?
N31 C31 1.329(11) . ?
C30 C31 1.393(12) . ?
C30 H30 0.9300 . ?
C31 C34 1.507(13) . ?
C32 C33 1.372(12) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
N35 C35 1.305(13) . ?
N35 C38 1.331(12) . ?
N36 C37 1.307(16) . ?
N36 C36 1.326(15) . ?
C35 C36 1.388(14) . ?
C35 H35 0.9300 . ?
C36 C39 1.509(18) . ?
C37 C38 1.382(15) . ?
C37 H37 0.9300 . ?
C38 H38 0.9300 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
O1 H2O1 0.8199 . ?
O1 H1O1 0.8200 . ?
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
N2 Ni1 N1 176.2(3) . . ?
N2 Ni1 N15 92.4(3) . . ?
N1 Ni1 N15 90.9(3) . . ?
N2 Ni1 N10 89.0(3) . . ?
N1 Ni1 N10 89.1(3) . . ?
N15 Ni1 N10 91.6(3) . . ?
N2 Ni1 N20 90.4(3) . . ?
N1 Ni1 N20 91.4(3) . . ?
N15 Ni1 N20 88.7(3) . . ?
N10 Ni1 N20 179.4(3) . . ?
N2 Ni1 N5 88.5(3) . . ?
N1 Ni1 N5 88.4(3) . . ?
N15 Ni1 N5 173.0(3) . . ?
N10 Ni1 N5 95.4(3) . . ?
N20 Ni1 N5 84.3(3) . . ?
N4 Ni2 N3 175.8(3) . . ?
N4 Ni2 N30 91.3(3) . . ?
N3 Ni2 N30 92.9(3) . . ?
N4 Ni2 N35 90.7(3) . . ?
N3 Ni2 N35 89.0(3) . . ?
N30 Ni2 N35 90.7(3) . . ?
N4 Ni2 O1 88.2(3) . . ?
N3 Ni2 O1 87.7(3) . . ?
N30 Ni2 O1 178.3(3) . . ?
N35 Ni2 O1 91.0(3) . . ?
N4 Ni2 N28 89.8(3) . . ?
N3 Ni2 N28 90.3(3) . . ?
N30 Ni2 N28 91.7(3) . . ?
N35 Ni2 N28 177.6(3) . . ?
O1 Ni2 N28 86.7(3) . . ?
C1 N1 Ni1 166.0(8) . . ?
N1 C1 S1 178.2(9) . . ?
C2 N2 Ni1 144.8(7) . . ?
N2 C2 S2 176.1(9) . . ?
C3 N3 Ni2 145.6(8) . . ?
N3 C3 S3' 158.8(14) . . ?
N3 C3 S3 175.9(11) . . ?
S3' C3 S3 25.3(10) . . ?
C4 N4 Ni2 165.8(8) . . ?
N4 C4 S4 179.8(10) . . ?
C5 N5 C8 115.4(8) . . ?
C5 N5 Ni1 122.2(7) . . ?
C8 N5 Ni1 120.9(7) . . ?
C7 N6 C6 120.2(9) . . ?
N5 C5 C6 122.8(10) . . ?
N5 C5 H5 118.6 . . ?
C6 C5 H5 118.6 . . ?
N6 C6 C5 119.8(10) . . ?
N6 C6 C9 117.2(10) . . ?
C5 C6 C9 123.0(11) . . ?
N6 C7 C8 120.8(10) . . ?
N6 C7 H7 119.6 . . ?
C8 C7 H7 119.6 . . ?
N5 C8 C7 121.1(10) . . ?
N5 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C10 N10 C13 115.7(8) . . ?
C10 N10 Ni1 121.2(6) . . ?
C13 N10 Ni1 123.0(7) . . ?
C12 N11 C11 115.5(9) . . ?
N10 C10 C11 122.1(8) . . ?
N10 C10 H10 118.9 . . ?
C11 C10 H10 118.9 . . ?
N11 C11 C10 121.7(10) . . ?
N11 C11 C14 116.2(9) . . ?
C10 C11 C14 122.0(9) . . ?
N11 C12 C13 123.6(9) . . ?
N11 C12 H12 118.2 . . ?
C13 C12 H12 118.2 . . ?
N10 C13 C12 121.2(9) . . ?
N10 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C18 N15 C15 116.2(7) . . ?
C18 N15 Ni1 119.5(6) . . ?
C15 N15 Ni1 124.3(5) . . ?
C17 N16 C16 115.8(7) . . ?
N15 C15 C16 122.3(7) . . ?
N15 C15 H15 118.9 . . ?
C16 C15 H15 118.9 . . ?
N16 C16 C15 121.0(8) . . ?
N16 C16 C19 116.9(8) . . ?
C15 C16 C19 122.0(8) . . ?
N16 C17 C18 123.9(8) . . ?
N16 C17 H17 118.0 . . ?
C18 C17 H17 118.0 . . ?
N15 C18 C17 120.7(8) . . ?
N15 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C20 N20 C23 117.6(8) . . ?
C20 N20 Ni1 121.6(6) . . ?
C23 N20 Ni1 120.7(7) . . ?
C21 N21 C22 116.1(9) . . ?
N20 C20 C21 122.4(9) . . ?
N20 C20 H20 118.8 . . ?
C21 C20 H20 118.8 . . ?
N21 C21 C20 120.8(11) . . ?
N21 C21 C24 117.2(10) . . ?
C20 C21 C24 121.9(10) . . ?
N21 C22 C23 125.1(11) . . ?
N21 C22 H22 117.5 . . ?
C23 C22 H22 117.5 . . ?
N20 C23 C22 118.0(11) . . ?
N20 C23 H23 121.0 . . ?
C22 C23 H23 121.0 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C25 N28 C28 117.5(8) . . ?
C25 N28 Ni2 121.6(6) . . ?
C28 N28 Ni2 120.6(6) . . ?
C27 N29 C26 116.5(8) . . ?
N28 C25 C26 123.4(8) . . ?
N28 C25 H25 118.3 . . ?
C26 C25 H25 118.3 . . ?
N29 C26 C25 119.3(9) . . ?
N29 C26 C29 117.6(8) . . ?
C25 C26 C29 123.2(8) . . ?
N29 C27 C28 123.8(8) . . ?
N29 C27 H27 118.1 . . ?
C28 C27 H27 118.1 . . ?
N28 C28 C27 119.4(9) . . ?
N28 C28 H28 120.3 . . ?
C27 C28 H28 120.3 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C30 N30 C33 117.4(7) . . ?
C30 N30 Ni2 123.0(5) . . ?
C33 N30 Ni2 119.6(6) . . ?
C32 N31 C31 115.2(7) . . ?
N30 C30 C31 121.2(8) . . ?
N30 C30 H30 119.4 . . ?
C31 C30 H30 119.4 . . ?
N31 C31 C30 122.0(9) . . ?
N31 C31 C34 116.2(8) . . ?
C30 C31 C34 121.8(9) . . ?
N31 C32 C33 123.9(8) . . ?
N31 C32 H32 118.1 . . ?
C33 C32 H32 118.1 . . ?
N30 C33 C32 120.4(8) . . ?
N30 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
C31 C34 H34A 109.5 . . ?
C31 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C31 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C35 N35 C38 114.6(9) . . ?
C35 N35 Ni2 123.0(7) . . ?
C38 N35 Ni2 122.4(8) . . ?
C37 N36 C36 114.8(9) . . ?
N35 C35 C36 125.1(10) . . ?
N35 C35 H35 117.5 . . ?
C36 C35 H35 117.5 . . ?
N36 C36 C35 120.2(11) . . ?
N36 C36 C39 117.1(11) . . ?
C35 C36 C39 122.7(12) . . ?
N36 C37 C38 125.0(11) . . ?
N36 C37 H37 117.5 . . ?
C38 C37 H37 117.5 . . ?
N35 C38 C37 120.3(11) . . ?
N35 C38 H38 119.8 . . ?
C37 C38 H38 119.8 . . ?
C36 C39 H39A 109.5 . . ?
C36 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C36 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
Ni2 O1 H2O1 88.6 . . ?
Ni2 O1 H1O1 129.9 . . ?
H2O1 O1 H1O1 68.0 . . ?
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full 25.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max 2.099
_refine_diff_density_min -0.735
_refine_diff_density_rms 0.114
data_woe2145
_database_code_depnum_ccdc_archive 'CCDC 903877'
#TrackingRef '(7)_C12H12N6NiS2.cif'
_chemical_name_mineral ??
_chemical_formula_sum C12H12N6Ni1S2
_chemical_formula_weight 363.09
_cell_length_a 18.33206(42)
_cell_length_b 9.39332(22)
_cell_length_c 11.28370(27)
_cell_angle_alpha 90
_cell_angle_beta 124.6427(19)
_cell_angle_gamma 90
_cell_volume 1598.564(75)
_cell_formula_units_Z 4
_space_group P121/n1
_symmetry_space_group_name_H-M P121/n1
_cell_measurement_temperature 300
_diffrn_radiation_wavelength 1.54056
_diffrn_ambient_temperature 300
_exptl_crystal_density_diffrn 1.509
loop_
_symmetry_equiv_pos_as_xyz
'-x, -y, -z'
'-x+1/2, y+1/2, -z+1/2'
'x, y, z'
'x+1/2, -y+1/2, z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_symmetry_multiplicity
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_B_iso_or_equiv
_atom_site_adp_type
Ni1 Ni 4 0.363318(88) 0.20402(18) 0.37870(19) 1 2.317(72) Biso
N2 N 4 0.34211(28) 0.41274(34) 0.32269(39) 1 3.952(89) Biso
N3 N 4 0.32046(10) 0.14193(21) 0.16856(17) 1 3.952(89) Biso
S4 S 4 0.51101(15) 0.24993(31) 0.41652(30) 1 3.720(85) Biso
N5 N 4 0.41021(11) 0.24661(24) 0.59478(22) 1 3.952(89) Biso
C6 C 4 0.32158(28) 0.51981(36) 0.26462(42) 1 3.952(89) Biso
C7 C 4 0.35928(13) 0.02274(22) 0.15838(22) 1 3.952(89) Biso
C8 C 4 0.25998(12) 0.20913(27) 0.04762(23) 1 3.952(89) Biso
C9 C 4 0.56650(25) 0.10290(38) 0.50390(44) 1 3.952(89) Biso
C10 C 4 0.38679(12) 0.15896(26) 0.66589(27) 1 3.952(89) Biso
C11 C 4 0.46367(12) 0.35494(25) 0.67002(25) 1 3.952(89) Biso
S12 S 4 0.29203(19) 0.67491(29) 0.18421(35) 1 3.720(85) Biso
C13 C 4 0.34115(13) -0.03809(25) 0.02802(25) 1 3.952(89) Biso
C14 C 4 0.23913(12) 0.15622(28) -0.08312(23) 1 3.952(89) Biso
N15 N 4 0.60554(37) 0.00005(49) 0.56039(59) 1 3.952(89) Biso
C16 C 4 0.41916(13) 0.18786(28) 0.80868(28) 1 3.952(89) Biso
C17 C 4 0.49595(12) 0.38316(28) 0.81256(25) 1 3.952(89) Biso
N18 N 4 0.27600(14) 0.03883(32) -0.09688(29) 1 3.952(89) Biso
C19 C 4 0.17188(13) 0.23652(27) -0.21573(22) 1 3.952(89) Biso
N20 N 4 0.47365(14) 0.29978(30) 0.88123(31) 1 3.952(89) Biso
C21 C 4 0.55637(13) 0.50865(27) 0.89112(25) 1 3.952(89) Biso
H1 H 4 0.40596(81) -0.0214(15) 0.2627(14) 1 4.74(11) Biso
H2 H 4 0.22983(72) 0.3003(16) 0.0561(12) 1 4.74(11) Biso
H3 H 4 0.34303(91) 0.0661(13) 0.6162(14) 1 4.74(11) Biso
H4 H 4 0.47640(72) 0.4124(16) 0.6088(12) 1 4.74(11) Biso
H5 H 4 0.38165(72) -0.1346(14) 0.0440(12) 1 4.74(11) Biso
H6 H 4 0.40015(80) 0.1197(14) 0.8627(16) 1 4.74(11) Biso
H7 H 4 0.20494(77) 0.3179(14) -0.2303(14) 1 4.74(11) Biso
H8 H 4 0.14376(91) 0.1632(14) -0.2988(13) 1 4.74(11) Biso
H9 H 4 0.12421(77) 0.2837(14) -0.2082(12) 1 4.74(11) Biso
H10 H 4 0.58278(74) 0.5479(15) 0.8357(12) 1 4.74(11) Biso
H11 H 4 0.60785(73) 0.4755(15) 0.9970(12) 1 4.74(11) Biso
H12 H 4 0.51945(75) 0.5883(15) 0.8974(12) 1 4.74(11) Biso
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_source
C C 'International Tables Vol C Table 6.1.1.4'
H H 'International Tables Vol C Table 6.1.1.4'
N N 'International Tables Vol C Table 6.1.1.4'
Ni Ni 'International Tables Vol C Table 6.1.1.4'
S S 'International Tables Vol C Table 6.1.1.4'
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
Ni1 N2 2.029(4) . ?
Ni1 N3 2.112(3) . ?
Ni1 S4 2.527(4) . ?
Ni1 N5 2.112(3) . ?
N2 C6 1.141(5) . ?
N3 C7 1.366(3) . ?
N3 C8 1.330(2) . ?
S4 C9 1.666(4) . ?
N5 C10 1.378(4) . ?
N5 C11 1.331(3) . ?
C6 S12 1.637(4) . ?
C7 C13 1.430(4) . ?
C7 H1 1.07(1) . ?
C8 C14 1.389(4) . ?
C8 H2 1.05(2) . ?
C9 N15 1.155(6) . ?
C10 C16 1.391(4) . ?
C10 H3 1.10(1) . ?
C11 C17 1.388(4) . ?
C11 H4 1.00(2) . ?
C13 N18 1.422(3) . ?
C13 H5 1.12(1) . ?
C14 N18 1.348(4) . ?
C14 C19 1.493(3) . ?
C16 N20 1.358(3) . ?
C16 H6 1.07(2) . ?
C17 N20 1.319(5) . ?
C17 C21 1.512(3) . ?
C19 H7 1.04(2) . ?
C19 H8 1.03(1) . ?
C19 H9 1.03(2) . ?
C21 H10 1.05(2) . ?
C21 H11 1.06(1) . ?
C21 H12 1.04(2) . ?
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
N2 Ni1 N3 91.9(1) . . ?
N2 Ni1 S4 83.4(2) . . ?
N2 Ni1 N5 93.3(2) . . ?
N3 Ni1 S4 85.2(1) . . ?
N3 Ni1 N5 174.7(1) . . ?
S4 Ni1 N5 94.5(1) . . ?
Ni1 N2 C6 166.6(4) . . ?
Ni1 N3 C7 116.2(2) . . ?
Ni1 N3 C8 125.6(2) . . ?
C7 N3 C8 118.2(2) . . ?
Ni1 S4 C9 101.2(2) . . ?
Ni1 N5 C10 120.1(2) . . ?
Ni1 N5 C11 123.4(2) . . ?
C10 N5 C11 116.5(2) . . ?
N2 C6 S12 178.7(4) . . ?
N3 C7 C13 125.9(2) . . ?
N3 C7 H1 110.7(8) . . ?
C13 C7 H1 123.3(8) . . ?
N3 C8 C14 119.0(2) . . ?
N3 C8 H2 117.9(8) . . ?
C14 C8 H2 123.1(8) . . ?
S4 C9 N15 177.3(5) . . ?
N5 C10 C16 119.3(2) . . ?
N5 C10 H3 123.8(8) . . ?
C16 C10 H3 116.9(8) . . ?
N5 C11 C17 124.0(2) . . ?
N5 C11 H4 110.3(8) . . ?
C17 C11 H4 125.6(8) . . ?
C7 C13 N18 112.9(2) . . ?
C7 C13 H5 114.4(7) . . ?
N18 C13 H5 132.7(7) . . ?
C8 C14 N18 124.2(2) . . ?
C8 C14 C19 117.1(2) . . ?
N18 C14 C19 118.7(2) . . ?
C10 C16 N20 122.2(3) . . ?
C10 C16 H6 118.7(9) . . ?
N20 C16 H6 119.1(9) . . ?
C11 C17 N20 119.8(2) . . ?
C11 C17 C21 121.1(2) . . ?
N20 C17 C21 119.1(2) . . ?
C13 N18 C14 119.7(3) . . ?
C14 C19 H7 107.7(8) . . ?
C14 C19 H8 105.9(8) . . ?
C14 C19 H9 113.1(8) . . ?
H7 C19 H8 112(1) . . ?
H7 C19 H9 107(1) . . ?
H8 C19 H9 111(1) . . ?
C16 N20 C17 118.2(3) . . ?
C17 C21 H10 110.9(8) . . ?
C17 C21 H11 108.5(8) . . ?
C17 C21 H12 108.3(8) . . ?
H10 C21 H11 111(1) . . ?
H10 C21 H12 109(1) . . ?
H11 C21 H12 109(1) . . ?
_diffrn_radiation_type 'Cu K\a~1~'
_diffrn_measurement_device_type 'STOE Stadi-P'
_diffrn_detector_type 'lin psd'
_diffrn_radiation_source 'X-ray tube'
_exptl_crystal_F_000 744.0
_pd_meas_scan_method step
_diffrn_radiation_monochromator 'primary focussing, Ge 111'
# The following four items give details of the measured (not processed)
# powder pattern. Angles are in degrees.
_pd_meas_number_of_points 11801
_pd_meas_2theta_range_min 2
_pd_meas_2theta_range_max 120
_pd_meas_2theta_range_inc 0.01
#==============================================================================
# 8. REFINEMENT DATA
# Use the next field to give any special details about the fitting of the
# powder pattern.
_pd_proc_ls_profile_function
'modified Thompson-Cox-Hastings pseudo-Voigt'
_pd_proc_ls_background_function 'Chebychev polynomial'
_pd_proc_ls_pref_orient_corr none
_pd_proc_ls_prof_R_factor 0.002673
_pd_proc_ls_prof_wR_factor 0.003543
_pd_proc_ls_prof_wR_expected 0.002343
_refine_ls_matrix_type fullcycle
_refine_ls_weighting_scheme sigma
_refine_ls_weighting_details w=1/\s(Y~obs~)^2^
_refine_ls_hydrogen_treatment mixed
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_parameters 147
_refine_ls_number_restraints 82
_refine_ls_number_constraints 4
_refine_ls_number_reflns ?
_refine_ls_goodness_of_fit_all 1.512
_refine_ls_restrained_S_all ?
_refine_ls_restrained_S_obs ?
_refine_ls_shift/su_max ?
_refine_ls_shift/su_mean ?
# The following four items apply to angular dispersive measurements.
# 2theta minimum, maximum and increment (in degrees) are for the
# intensities used in the refinement.
_pd_proc_2theta_range_min 2
_pd_proc_2theta_range_max 120
_pd_proc_2theta_range_inc 0.01
_pd_proc_info_excluded_regions none
# The following items are used to identify the programs used.
_computing_molecular_graphics 'MERCURY (Macrea et al.)'
_computing_structure_refinement 'TOPAS (Coelho, 2007)'
_computing_structure_solution 'DASH (David et al., 2004)'
_computing_data_reduction 'DASH (David et al., 2004)'
_computing_cell_refinement 'DASH (David et al. , 2004)'
_computing_data_collection 'STOE WINXPOW (STOE & Cie GmbH, 2004)'
data_woe193
_database_code_depnum_ccdc_archive 'CCDC 903878'
#TrackingRef '(8)_C7H6N4NiS2.CIF'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C7 H6 N4 Ni S2'
_chemical_formula_sum 'C7 H6 N4 Ni S2'
_chemical_formula_weight 268.99
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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_H-M 'P 21/c'
_symmetry_space_group_name_Hall '-P 2ybc'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
_cell_length_a 14.2691(11)
_cell_length_b 5.6188(4)
_cell_length_c 13.7419(10)
_cell_angle_alpha 90.00
_cell_angle_beta 101.886(9)
_cell_angle_gamma 90.00
_cell_volume 1078.14(14)
_cell_formula_units_Z 4
_cell_measurement_temperature 293(2)
_cell_measurement_reflns_used 7659
_cell_measurement_theta_min 3.08
_cell_measurement_theta_max 26.00
_exptl_crystal_description block
_exptl_crystal_colour green
_exptl_crystal_size_max 0.1512
_exptl_crystal_size_mid 0.0929
_exptl_crystal_size_min 0.0594
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.657
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 544
_exptl_absorpt_coefficient_mu 2.151
_exptl_absorpt_correction_type numerical
_exptl_absorpt_correction_T_min 0.6628
_exptl_absorpt_correction_T_max 0.7588
_exptl_absorpt_process_details 'X-Shape and X-Red32 (Stoe, 2008)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 293(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'STOE IPDS-2'
_diffrn_measurement_method 'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number 0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time 0
_diffrn_standards_decay_% 0
_diffrn_reflns_number 7659
_diffrn_reflns_av_R_equivalents 0.0534
_diffrn_reflns_av_sigmaI/netI 0.0354
_diffrn_reflns_limit_h_min -17
_diffrn_reflns_limit_h_max 17
_diffrn_reflns_limit_k_min -6
_diffrn_reflns_limit_k_max 6
_diffrn_reflns_limit_l_min -16
_diffrn_reflns_limit_l_max 16
_diffrn_reflns_theta_min 3.08
_diffrn_reflns_theta_max 26.00
_reflns_number_total 2102
_reflns_number_gt 1627
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'X-Area (Stoe, 2008)'
_computing_cell_refinement 'X-Area (Stoe, 2008)'
_computing_data_reduction 'X-Area (Stoe, 2008)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics
;
XP in SHELXTL (Sheldrick, 2008) and Diamond (Brandenburg, 2011)
;
_computing_publication_material 'XCIF in SHELXTL (Sheldrick, 2008)'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0697P)^2^+6.3584P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 2102
_refine_ls_number_parameters 131
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0707
_refine_ls_R_factor_gt 0.0572
_refine_ls_wR_factor_ref 0.1588
_refine_ls_wR_factor_gt 0.1506
_refine_ls_goodness_of_fit_ref 1.093
_refine_ls_restrained_S_all 1.093
_refine_ls_shift/su_max 0.000
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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni2 Ni 0.0000 0.0000 0.0000 0.0095(3) Uani 1 2 d S . .
Ni1 Ni -0.5000 0.0000 0.0000 0.0103(3) Uani 1 2 d S . .
S2 S -0.03025(8) -0.7631(2) -0.15882(8) 0.0156(3) Uani 1 1 d . . .
S1 S -0.51611(9) 0.2426(2) -0.15796(9) 0.0196(4) Uani 1 1 d . . .
N1 N -0.4971(3) 0.7046(7) -0.0791(3) 0.0142(8) Uani 1 1 d . . .
N2 N -0.0249(3) -0.2966(7) -0.0852(3) 0.0142(9) Uani 1 1 d . . .
C1 C -0.5037(3) 0.5131(9) -0.1109(3) 0.0129(9) Uani 1 1 d . . .
C2 C -0.0273(3) -0.4886(8) -0.1156(3) 0.0113(9) Uani 1 1 d . . .
N12 N -0.1472(3) 0.0166(8) 0.0051(3) 0.0163(9) Uani 1 1 d . . .
C13 C -0.2159(3) -0.0523(10) -0.0729(4) 0.0173(10) Uani 1 1 d . . .
H13 H -0.1985 -0.1029 -0.1311 0.021 Uiso 1 1 calc R . .
C11 C -0.2735(3) 0.0896(10) 0.0934(4) 0.0188(10) Uani 1 1 d . . .
C12 C -0.1762(3) 0.0842(10) 0.0861(4) 0.0170(10) Uani 1 1 d . . .
H12 H -0.1303 0.1306 0.1411 0.020 Uiso 1 1 calc R . .
C15 C -0.2961(4) 0.1739(14) 0.1899(4) 0.0335(16) Uani 1 1 d . . .
H15A H -0.3129 0.3396 0.1845 0.050 Uiso 1 1 calc R . .
H15B H -0.2410 0.1524 0.2425 0.050 Uiso 1 1 calc R . .
H15C H -0.3488 0.0838 0.2042 0.050 Uiso 1 1 calc R . .
N11 N -0.3411(3) 0.0214(8) 0.0159(3) 0.0171(9) Uani 1 1 d . . .
C14 C -0.3116(3) -0.0487(10) -0.0673(4) 0.0181(10) Uani 1 1 d . . .
H14 H -0.3572 -0.0958 -0.1225 0.022 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ni2 0.0085(4) 0.0091(5) 0.0111(5) -0.0010(3) 0.0025(3) 0.0005(3)
Ni1 0.0114(5) 0.0091(5) 0.0106(5) -0.0020(3) 0.0029(3) -0.0008(3)
S2 0.0235(6) 0.0102(6) 0.0119(6) -0.0014(4) 0.0012(4) 0.0013(4)
S1 0.0357(7) 0.0104(7) 0.0126(6) -0.0027(5) 0.0051(5) -0.0003(5)
N1 0.022(2) 0.011(2) 0.0104(18) 0.0014(16) 0.0053(15) 0.0001(15)
N2 0.0163(19) 0.012(2) 0.0134(19) 0.0001(16) 0.0012(15) -0.0004(15)
C1 0.017(2) 0.014(2) 0.009(2) 0.0035(18) 0.0040(17) 0.0026(17)
C2 0.0098(19) 0.014(2) 0.010(2) 0.0028(18) 0.0022(16) 0.0011(16)
N12 0.020(2) 0.016(2) 0.013(2) -0.0019(16) 0.0022(15) 0.0004(15)
C13 0.012(2) 0.024(3) 0.015(2) -0.003(2) -0.0002(17) -0.0006(19)
C11 0.014(2) 0.026(3) 0.016(2) -0.005(2) 0.0030(18) 0.000(2)
C12 0.010(2) 0.026(3) 0.015(2) -0.006(2) 0.0005(17) -0.0007(19)
C15 0.013(2) 0.067(5) 0.020(3) -0.019(3) 0.004(2) -0.006(3)
N11 0.0153(19) 0.020(2) 0.0141(19) -0.0039(17) -0.0004(16) -0.0021(16)
C14 0.016(2) 0.022(3) 0.016(2) -0.001(2) 0.0038(18) 0.0005(19)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Ni2 N2 2.026(4) 3 ?
Ni2 N2 2.026(4) . ?
Ni2 N12 2.118(4) 3 ?
Ni2 N12 2.118(4) . ?
Ni2 S2 2.5167(11) 1_565 ?
Ni2 S2 2.5167(11) 3_545 ?
Ni1 N1 1.989(4) 3_465 ?
Ni1 N1 1.989(4) 1_545 ?
Ni1 N11 2.236(4) . ?
Ni1 N11 2.236(4) 3_455 ?
Ni1 S1 2.5333(12) 3_455 ?
Ni1 S1 2.5333(12) . ?
S2 C2 1.650(5) . ?
S2 Ni2 2.5167(11) 1_545 ?
S1 C1 1.647(5) . ?
N1 C1 1.158(6) . ?
N1 Ni1 1.989(4) 1_565 ?
N2 C2 1.155(6) . ?
N12 C12 1.320(6) . ?
N12 C13 1.351(6) . ?
C13 C14 1.384(7) . ?
C11 N11 1.338(6) . ?
C11 C12 1.412(6) . ?
C11 C15 1.504(7) . ?
N11 C14 1.356(6) . ?
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
N2 Ni2 N2 180.00(19) 3 . ?
N2 Ni2 N12 89.92(16) 3 3 ?
N2 Ni2 N12 90.08(16) . 3 ?
N2 Ni2 N12 90.08(16) 3 . ?
N2 Ni2 N12 89.92(16) . . ?
N12 Ni2 N12 180.0(2) 3 . ?
N2 Ni2 S2 92.56(11) 3 1_565 ?
N2 Ni2 S2 87.44(11) . 1_565 ?
N12 Ni2 S2 89.35(12) 3 1_565 ?
N12 Ni2 S2 90.65(12) . 1_565 ?
N2 Ni2 S2 87.44(11) 3 3_545 ?
N2 Ni2 S2 92.56(11) . 3_545 ?
N12 Ni2 S2 90.65(12) 3 3_545 ?
N12 Ni2 S2 89.35(12) . 3_545 ?
S2 Ni2 S2 180.00(3) 1_565 3_545 ?
N1 Ni1 N1 180.0(3) 3_465 1_545 ?
N1 Ni1 N11 92.08(16) 3_465 . ?
N1 Ni1 N11 87.92(16) 1_545 . ?
N1 Ni1 N11 87.92(16) 3_465 3_455 ?
N1 Ni1 N11 92.08(16) 1_545 3_455 ?
N11 Ni1 N11 180.0 . 3_455 ?
N1 Ni1 S1 89.38(11) 3_465 3_455 ?
N1 Ni1 S1 90.62(11) 1_545 3_455 ?
N11 Ni1 S1 91.94(12) . 3_455 ?
N11 Ni1 S1 88.06(12) 3_455 3_455 ?
N1 Ni1 S1 90.62(11) 3_465 . ?
N1 Ni1 S1 89.38(11) 1_545 . ?
N11 Ni1 S1 88.06(12) . . ?
N11 Ni1 S1 91.94(12) 3_455 . ?
S1 Ni1 S1 180.00(6) 3_455 . ?
C2 S2 Ni2 101.27(16) . 1_545 ?
C1 S1 Ni1 100.20(16) . . ?
C1 N1 Ni1 166.6(4) . 1_565 ?
C2 N2 Ni2 165.1(4) . . ?
N1 C1 S1 178.4(5) . . ?
N2 C2 S2 179.7(5) . . ?
C12 N12 C13 116.7(4) . . ?
C12 N12 Ni2 121.7(3) . . ?
C13 N12 Ni2 121.5(3) . . ?
N12 C13 C14 121.0(5) . . ?
N11 C11 C12 119.7(4) . . ?
N11 C11 C15 122.8(4) . . ?
C12 C11 C15 117.5(4) . . ?
N12 C12 C11 123.3(4) . . ?
C11 N11 C14 117.1(4) . . ?
C11 N11 Ni1 130.1(3) . . ?
C14 N11 Ni1 112.8(3) . . ?
N11 C14 C13 122.2(5) . . ?
_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full 26.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max 1.762
_refine_diff_density_min -0.771
_refine_diff_density_rms 0.151