Supplementary Material (ESI) for Dalton Transactions
This journal is (c) The Royal Society of Chemistry 2008
data_global
_journal_name_full 'Dalton Trans.'
_journal_coden_Cambridge 0222
_publ_contact_author_name 'Christoph Janiak'
_publ_contact_author_address
;
Albert-Ludwigs-Universitat Freiburg
Institut fur Anorganische Chemie
Albertstr. 21
Freiburg
D-79104
GERMANY
;
_publ_contact_author_email JANIAK@UNI-FREIBURG.DE
_publ_section_title
;
Mixed-ligand coordination polymers from
1,2-bis(1,2,4-triazol-4-yl)ethane and benzene-1,3,5-tricarboxylate:
Trinuclear nickel or zinc secondary building units for three-dimensional
networks with crystal-to-crystal transformation upon dehydration
;
loop_
_publ_author_name
'Christoph Janiak'
'Hesham A. Habib'
'Joaquin Sanchiz'
# Attachment '1Ni.cif'
data_m146
_database_code_depnum_ccdc_archive 'CCDC 664041'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
Di(\m-aqua)-bis(\m3-benzene-1,3,5-tricarboxylato)-
bis(\m4-1,2-bis(1,2,4-triazol-4-yl)ethane)-trinickel(II) hydrate
;
_chemical_name_common
;
Di(mu-aqua)-bis(mu3-benzene-1,3,5-tricarboxylato)-bis(mu4-1,2-
bis(1,2,4-triazol-4-yl)ethane)-trinickel(ii) hydrate
;
_chemical_melting_point ?
_chemical_formula_moiety 'C30 H26 N12 Ni3 O14, 22(O)'
_chemical_formula_sum 'C30 H26 N12 Ni3 O36'
_chemical_formula_weight 1306.76
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'
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 P2(1)/c
_space_group_name_Hall -P2ybc
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 13.9111(2)
_cell_length_b 13.5328(2)
_cell_length_c 17.7634(3)
_cell_angle_alpha 90.00
_cell_angle_beta 111.2920(10)
_cell_angle_gamma 90.00
_cell_volume 3115.81(8)
_cell_formula_units_Z 2
_cell_measurement_temperature 203(2)
_cell_measurement_reflns_used 7244
_cell_measurement_theta_min 3.845
_cell_measurement_theta_max 34.066
_exptl_crystal_description 'square prism'
_exptl_crystal_colour blue
_exptl_crystal_size_max 0.21
_exptl_crystal_size_mid 0.18
_exptl_crystal_size_min 0.06
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.393
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1324
_exptl_absorpt_coefficient_mu 0.993
_exptl_absorpt_correction_type Multi-scan
_exptl_absorpt_correction_T_min 0.8193
_exptl_absorpt_correction_T_max 0.9428
_exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 203(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 'Bruker APEX II CCD area detector'
_diffrn_measurement_method '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 16511
_diffrn_reflns_av_R_equivalents 0.0240
_diffrn_reflns_av_sigmaI/netI 0.0279
_diffrn_reflns_limit_h_min -14
_diffrn_reflns_limit_h_max 16
_diffrn_reflns_limit_k_min -16
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_l_min -21
_diffrn_reflns_limit_l_max 21
_diffrn_reflns_theta_min 3.55
_diffrn_reflns_theta_max 25.65
_reflns_number_total 5855
_reflns_number_gt 5066
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'APEX2 (Bruker, 2006)'
_computing_cell_refinement 'SAINT (Bruker, 2006)'
_computing_data_reduction SAINT
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics ?
_computing_publication_material ?
_publ_section_references
;
Bruker (2006). APEX2 (Version 2.1-0) and SAINT.
Bruker Analytical X-ray Systems, Madison, Wisconsin, USA.
Crystal Impact (2006). DIAMOND. Version 3.1e. Crystal Impact GbR, Bonn,
Germany.
Sheldrick, G. M. (1996). SADABS. University of G\"ottingen, Germany.
Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of
G\"ottingen, Germany.
;
_publ_section_exptl_refinement
;
H atoms on carbon were positioned geometrically (C---H = 0.98 \%A for CH2,
0.94 \%A for aromatic CH) and refined using a
riding model (AFIX 23, 43, respectively), with U~iso~(H) = 1.2U~eq~(C).
Hydrogen atoms on the bridging aqua ligand were found and refined
with U~iso~(H) = 1.5U~eq~(O).
Hydrogen atoms on the crystal water molecules were neither found nor
refined. The crystal water is only given by its oxygen atoms.
Some of the disordered oxygen atoms of the water of crystallization were
refined
isotropically with "anti-bumping" restraints, BUMP -0.02.
If the sum of occupancies of the two atoms is less than 1.1, no restraint
is generated.
The occupancies of all 17 crystal water O atom position were refined
simultaneously until the very last refinement cycles.
Occupancies refined between about 0.15, 0.30, 0.60, 0.90 and 1.000.
In the last refinement cycles these occupancies were then kept fixed at
these rounded values, which summed up to 22 O atoms per Ni3 formula unit.
Any short Inter DA contacts (< 2.5 \%A) between crystal water O atoms
which are still listed by CheckCif have to viewed as a time-averaged
disordered water structure. This disorder is also a manifestation of high
mobility and dynamic behavior among the crystal solvent molecules.
At a given moment only one out of two partly occupied O atoms will
really be present at their position. Hence, if some of these
partly occupied refined O atoms are removed, such that the remaining
OO contacts are longer then 2.7-2.8 \%A, these remaining O atom positions
would then represent a real picture of the hydrogen-bonded crystal water
phase at this moment.
;
_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^)+(0.0647P)^2^+3.5335P] 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 mixed
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 5855
_refine_ls_number_parameters 407
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0473
_refine_ls_R_factor_gt 0.0398
_refine_ls_wR_factor_ref 0.1125
_refine_ls_wR_factor_gt 0.1076
_refine_ls_goodness_of_fit_ref 1.039
_refine_ls_restrained_S_all 1.039
_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 0.26145(2) -0.01711(2) 0.077238(18) 0.01130(11) Uani 1 1 d . . .
Ni2 Ni 0.0000 0.0000 0.0000 0.01061(12) Uani 1 2 d S . .
O1 O 0.12030(12) -0.09969(13) 0.03378(11) 0.0133(4) Uani 1 1 d . . .
H1A H 0.140(2) -0.139(2) -0.0021(19) 0.020 Uiso 1 1 d . . .
H1B H 0.136(2) -0.135(2) 0.077(2) 0.020 Uiso 1 1 d . . .
C1 C 0.22768(19) 0.1101(2) -0.07528(16) 0.0208(6) Uani 1 1 d . . .
H1 H 0.2978 0.1145 -0.0685 0.025 Uiso 1 1 calc R . .
N1 N 0.19197(15) 0.06689(16) -0.02523(13) 0.0158(4) Uani 1 1 d . . .
N2 N 0.08590(15) 0.07649(15) -0.05636(13) 0.0152(4) Uani 1 1 d . . .
C2 C 0.0620(2) 0.1249(2) -0.12421(16) 0.0206(6) Uani 1 1 d . . .
H2 H -0.0054 0.1415 -0.1582 0.025 Uiso 1 1 calc R . .
N3 N 0.14838(17) 0.14770(17) -0.13856(14) 0.0228(5) Uani 1 1 d . . .
C3 C 0.1542(2) 0.2014(2) -0.20878(18) 0.0287(7) Uani 1 1 d . . .
H3A H 0.1002 0.1776 -0.2582 0.034 Uiso 1 1 calc R . .
H3B H 0.2213 0.1893 -0.2135 0.034 Uiso 1 1 calc R . .
C4 C 0.1404(2) 0.1891(2) 0.30122(18) 0.0275(6) Uani 1 1 d . . .
H4A H 0.1975 0.1642 0.3483 0.033 Uiso 1 1 calc R . .
H4B H 0.0758 0.1775 0.3102 0.033 Uiso 1 1 calc R . .
N4 N 0.13809(17) 0.13688(17) 0.22826(14) 0.0217(5) Uani 1 1 d . . .
C5 C 0.0543(2) 0.1157(2) 0.16267(16) 0.0203(5) Uani 1 1 d . . .
H5 H -0.0138 0.1318 0.1565 0.024 Uiso 1 1 calc R . .
N5 N 0.08124(15) 0.06955(15) 0.10885(12) 0.0148(4) Uani 1 1 d . . .
N6 N 0.18722(15) 0.06040(16) 0.14084(13) 0.0160(4) Uani 1 1 d . . .
C6 C 0.2192(2) 0.1015(2) 0.21213(16) 0.0207(6) Uani 1 1 d . . .
H6 H 0.2885 0.1057 0.2471 0.025 Uiso 1 1 calc R . .
C10 C 0.32926(19) -0.18450(19) -0.10578(16) 0.0183(5) Uani 1 1 d . . .
C11 C 0.42984(19) -0.15254(19) -0.09100(16) 0.0194(5) Uani 1 1 d . . .
H11 H 0.4625 -0.1095 -0.0477 0.023 Uiso 1 1 calc R . .
C12 C 0.48162(19) -0.18421(19) -0.14024(16) 0.0188(5) Uani 1 1 d . . .
C13 C 0.43345(19) -0.24738(19) -0.20475(16) 0.0195(5) Uani 1 1 d . . .
H13 H 0.4701 -0.2718 -0.2361 0.023 Uiso 1 1 calc R . .
C14 C 0.33081(19) -0.2744(2) -0.22287(16) 0.0191(5) Uani 1 1 d . . .
C15 C 0.27953(19) -0.24249(19) -0.17296(16) 0.0190(5) Uani 1 1 d . . .
H15 H 0.2103 -0.2605 -0.1850 0.023 Uiso 1 1 calc R . .
C7 C 0.27430(18) -0.15330(19) -0.05061(16) 0.0172(5) Uani 1 1 d . . .
O2 O 0.32333(13) -0.10222(13) 0.00992(11) 0.0186(4) Uani 1 1 d . . .
O3 O 0.18107(14) -0.18025(15) -0.06966(12) 0.0253(4) Uani 1 1 d . . .
C8 C 0.59080(19) -0.1500(2) -0.12280(17) 0.0217(6) Uani 1 1 d . . .
O4 O 0.60564(13) -0.05855(13) -0.11238(12) 0.0210(4) Uani 1 1 d . . .
O5 O 0.65725(17) -0.21264(18) -0.1187(2) 0.0604(9) Uani 1 1 d . . .
C9 C 0.27401(19) -0.3333(2) -0.29673(16) 0.0188(5) Uani 1 1 d . . .
O6 O 0.32427(13) -0.39064(14) -0.32428(11) 0.0197(4) Uani 1 1 d . . .
O7 O 0.17701(13) -0.31960(15) -0.32810(12) 0.0247(4) Uani 1 1 d . . .
O11 O 0.0023(3) -0.3975(3) -0.0001(2) 0.0738(9) Uani 1 1 d . . .
O12 O 0.1141(4) -0.3762(3) 0.1625(3) 0.1116(17) Uani 1 1 d . . .
O13 O -0.0058(4) -0.0112(3) 0.2800(3) 0.0926(15) Uani 0.90 1 d P . .
O14 O 0.4380(3) 0.0998(5) -0.1299(3) 0.131(2) Uani 1 1 d . . .
O15 O 0.1163(5) -0.1260(3) 0.4040(4) 0.137(2) Uani 1 1 d . . .
O16 O 0.8238(4) -0.3225(4) -0.1149(3) 0.0679(14) Uani 0.60 1 d P . .
O17 O 0.4756(5) 0.0150(4) 0.3060(3) 0.140(2) Uani 1 1 d . . .
O18 O 0.7076(7) -0.4834(5) -0.2141(5) 0.111(3) Uani 0.60 1 d P . .
O19 O 0.4198(5) 0.1968(6) 0.3691(5) 0.176(3) Uani 0.90 1 d P . .
O20 O 0.8207(8) -0.3081(7) -0.0055(7) 0.067(3) Uani 0.30 1 d P . .
O21 O 0.6572(10) -0.3701(10) -0.2245(8) 0.100(5) Uani 0.30 1 d P . .
O22A O 0.3977(11) 0.1118(11) 0.5421(9) 0.098(4) Uiso 0.30 1 d P . .
O22B O 0.3460(9) 0.1571(10) 0.4837(8) 0.082(3) Uiso 0.30 1 d P . .
O23 O 0.2750(9) -0.0038(8) 0.4452(11) 0.343(8) Uani 1 1 d . . .
O24 O 0.5481(12) 0.0626(11) 0.5606(9) 0.200(7) Uani 0.50 1 d P . .
O25A O 0.6956(15) -0.5397(15) -0.1383(12) 0.057(5) Uiso 0.15 1 d P . .
O25B O 0.743(3) -0.510(3) -0.166(3) 0.117(12) Uiso 0.15 1 d P . .
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 0.01067(17) 0.01242(17) 0.01153(18) -0.00040(11) 0.00488(12) -0.00070(11)
Ni2 0.0107(2) 0.0113(2) 0.0108(2) 0.00015(16) 0.00504(17) -0.00013(15)
O1 0.0145(8) 0.0122(8) 0.0140(9) 0.0006(7) 0.0060(7) 0.0018(6)
C1 0.0174(12) 0.0229(14) 0.0247(14) 0.0066(11) 0.0107(11) -0.0008(10)
N1 0.0130(10) 0.0171(11) 0.0178(11) 0.0022(9) 0.0061(8) -0.0011(8)
N2 0.0133(10) 0.0167(10) 0.0160(11) 0.0011(8) 0.0060(8) -0.0002(8)
C2 0.0176(12) 0.0253(14) 0.0194(13) 0.0075(11) 0.0071(10) 0.0027(10)
N3 0.0228(11) 0.0260(12) 0.0230(12) 0.0112(10) 0.0123(9) 0.0012(9)
C3 0.0361(16) 0.0325(16) 0.0237(15) 0.0139(13) 0.0183(13) 0.0017(13)
C4 0.0342(15) 0.0309(16) 0.0206(15) -0.0125(12) 0.0138(12) -0.0014(12)
N4 0.0230(11) 0.0245(12) 0.0192(12) -0.0090(10) 0.0098(9) -0.0009(9)
C5 0.0179(12) 0.0229(13) 0.0213(14) -0.0053(11) 0.0086(10) 0.0005(10)
N5 0.0133(10) 0.0154(10) 0.0168(11) -0.0026(8) 0.0066(8) 0.0000(8)
N6 0.0126(10) 0.0178(11) 0.0173(11) -0.0036(9) 0.0051(8) -0.0014(8)
C6 0.0176(12) 0.0257(14) 0.0178(13) -0.0052(11) 0.0055(10) -0.0008(10)
C10 0.0163(12) 0.0193(13) 0.0211(13) -0.0036(10) 0.0092(10) -0.0008(10)
C11 0.0175(12) 0.0182(13) 0.0226(14) -0.0082(11) 0.0074(10) -0.0039(10)
C12 0.0163(12) 0.0182(13) 0.0235(14) -0.0033(11) 0.0092(10) -0.0030(10)
C13 0.0172(12) 0.0209(13) 0.0243(14) -0.0055(11) 0.0123(10) -0.0016(10)
C14 0.0174(12) 0.0203(13) 0.0201(13) -0.0068(11) 0.0074(10) -0.0031(10)
C15 0.0145(12) 0.0219(13) 0.0224(14) -0.0041(11) 0.0087(10) -0.0044(10)
C7 0.0160(12) 0.0163(12) 0.0213(13) -0.0026(10) 0.0090(10) 0.0008(9)
O2 0.0160(9) 0.0223(10) 0.0188(9) -0.0070(8) 0.0079(7) -0.0002(7)
O3 0.0177(9) 0.0335(11) 0.0285(11) -0.0158(9) 0.0130(8) -0.0071(8)
C8 0.0175(12) 0.0207(14) 0.0283(15) -0.0080(11) 0.0100(11) -0.0049(10)
O4 0.0146(8) 0.0181(9) 0.0295(11) -0.0027(8) 0.0070(7) -0.0036(7)
O5 0.0221(11) 0.0282(13) 0.132(3) -0.0226(15) 0.0297(14) -0.0054(10)
C9 0.0192(12) 0.0210(13) 0.0193(13) -0.0044(11) 0.0106(10) -0.0061(10)
O6 0.0161(8) 0.0247(10) 0.0195(9) -0.0094(8) 0.0080(7) -0.0016(7)
O7 0.0144(9) 0.0337(11) 0.0258(11) -0.0139(9) 0.0070(8) -0.0019(8)
O11 0.083(2) 0.062(2) 0.074(2) 0.0015(17) 0.0251(19) -0.0045(16)
O12 0.149(4) 0.058(2) 0.087(3) 0.007(2) -0.006(3) -0.050(2)
O13 0.126(4) 0.101(3) 0.068(3) -0.025(2) 0.056(3) -0.052(3)
O14 0.062(2) 0.229(6) 0.120(4) 0.090(4) 0.055(2) 0.069(3)
O15 0.211(5) 0.070(3) 0.197(5) 0.067(3) 0.153(5) 0.083(3)
O16 0.074(3) 0.070(3) 0.072(4) 0.008(3) 0.041(3) 0.027(3)
O17 0.186(5) 0.110(4) 0.077(3) -0.026(3) -0.010(3) 0.012(3)
O18 0.152(8) 0.067(4) 0.086(6) 0.004(4) 0.011(5) 0.003(4)
O19 0.100(4) 0.219(8) 0.192(8) -0.080(6) 0.035(4) -0.013(5)
O20 0.080(7) 0.053(6) 0.064(7) -0.004(5) 0.022(5) 0.020(5)
O21 0.091(9) 0.095(9) 0.087(9) -0.052(8) 0.000(7) 0.029(7)
O23 0.203(9) 0.198(9) 0.53(2) 0.013(12) 0.025(12) -0.007(7)
O24 0.230(15) 0.164(12) 0.168(13) -0.073(11) 0.026(11) -0.067(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 O4 2.0046(17) 3_655 ?
Ni1 O2 2.0603(17) . ?
Ni1 N1 2.064(2) . ?
Ni1 O6 2.0669(18) 4_556 ?
Ni1 N6 2.071(2) . ?
Ni1 O1 2.1446(16) . ?
Ni2 O1 2.0618(16) 3 ?
Ni2 O1 2.0619(16) . ?
Ni2 N5 2.077(2) . ?
Ni2 N5 2.077(2) 3 ?
Ni2 N2 2.091(2) . ?
Ni2 N2 2.091(2) 3 ?
O1 H1A 0.94(3) . ?
O1 H1B 0.86(3) . ?
C1 N1 1.304(3) . ?
C1 N3 1.356(3) . ?
C1 H1 0.9400 . ?
N1 N2 1.381(3) . ?
N2 C2 1.304(3) . ?
C2 N3 1.351(3) . ?
C2 H2 0.9400 . ?
N3 C3 1.471(3) . ?
C3 C4 1.514(4) 4_565 ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C4 N4 1.466(3) . ?
C4 C3 1.514(4) 4_566 ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
N4 C5 1.346(3) . ?
N4 C6 1.349(3) . ?
C5 N5 1.305(3) . ?
C5 H5 0.9400 . ?
N5 N6 1.380(3) . ?
N6 C6 1.304(3) . ?
C6 H6 0.9400 . ?
C10 C15 1.385(4) . ?
C10 C11 1.395(3) . ?
C10 C7 1.506(3) . ?
C11 C12 1.388(4) . ?
C11 H11 0.9400 . ?
C12 C13 1.391(4) . ?
C12 C8 1.508(3) . ?
C13 C14 1.394(3) . ?
C13 H13 0.9400 . ?
C14 C15 1.393(4) . ?
C14 C9 1.493(4) . ?
C15 H15 0.9400 . ?
C7 O2 1.252(3) . ?
C7 O3 1.269(3) . ?
C8 O5 1.237(4) . ?
C8 O4 1.257(3) . ?
O4 Ni1 2.0045(17) 3_655 ?
C9 O6 1.256(3) . ?
C9 O7 1.273(3) . ?
O6 Ni1 2.0669(18) 4 ?
O18 O25B 0.89(4) . ?
O18 O25A 1.61(2) . ?
O18 O21 1.667(14) . ?
O22A O22B 1.194(17) . ?
O25A O25B 1.04(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
O4 Ni1 O2 86.20(7) 3_655 . ?
O4 Ni1 N1 94.41(8) 3_655 . ?
O2 Ni1 N1 87.51(8) . . ?
O4 Ni1 O6 89.21(7) 3_655 4_556 ?
O2 Ni1 O6 90.93(7) . 4_556 ?
N1 Ni1 O6 175.95(8) . 4_556 ?
O4 Ni1 N6 99.06(8) 3_655 . ?
O2 Ni1 N6 174.73(7) . . ?
N1 Ni1 N6 92.03(8) . . ?
O6 Ni1 N6 89.17(8) 4_556 . ?
O4 Ni1 O1 177.00(8) 3_655 . ?
O2 Ni1 O1 91.19(7) . . ?
N1 Ni1 O1 83.99(7) . . ?
O6 Ni1 O1 92.32(7) 4_556 . ?
N6 Ni1 O1 83.54(7) . . ?
O1 Ni2 O1 180.0 3 . ?
O1 Ni2 N5 94.83(7) 3 . ?
O1 Ni2 N5 85.17(7) . . ?
O1 Ni2 N5 85.17(7) 3 3 ?
O1 Ni2 N5 94.83(7) . 3 ?
N5 Ni2 N5 180.0 . 3 ?
O1 Ni2 N2 94.67(7) 3 . ?
O1 Ni2 N2 85.34(7) . . ?
N5 Ni2 N2 90.52(8) . . ?
N5 Ni2 N2 89.49(8) 3 . ?
O1 Ni2 N2 85.33(7) 3 3 ?
O1 Ni2 N2 94.66(7) . 3 ?
N5 Ni2 N2 89.49(8) . 3 ?
N5 Ni2 N2 90.51(8) 3 3 ?
N2 Ni2 N2 180.0 . 3 ?
Ni2 O1 Ni1 107.71(8) . . ?
Ni2 O1 H1A 125.1(18) . . ?
Ni1 O1 H1A 94.9(18) . . ?
Ni2 O1 H1B 123(2) . . ?
Ni1 O1 H1B 94(2) . . ?
H1A O1 H1B 104(3) . . ?
N1 C1 N3 109.7(2) . . ?
N1 C1 H1 125.2 . . ?
N3 C1 H1 125.2 . . ?
C1 N1 N2 107.5(2) . . ?
C1 N1 Ni1 132.52(17) . . ?
N2 N1 Ni1 119.66(15) . . ?
C2 N2 N1 107.1(2) . . ?
C2 N2 Ni2 133.87(17) . . ?
N1 N2 Ni2 118.36(15) . . ?
N2 C2 N3 110.1(2) . . ?
N2 C2 H2 125.0 . . ?
N3 C2 H2 125.0 . . ?
C2 N3 C1 105.6(2) . . ?
C2 N3 C3 126.8(2) . . ?
C1 N3 C3 127.5(2) . . ?
N3 C3 C4 109.6(2) . 4_565 ?
N3 C3 H3A 109.8 . . ?
C4 C3 H3A 109.8 4_565 . ?
N3 C3 H3B 109.8 . . ?
C4 C3 H3B 109.8 4_565 . ?
H3A C3 H3B 108.2 . . ?
N4 C4 C3 109.3(2) . 4_566 ?
N4 C4 H4A 109.8 . . ?
C3 C4 H4A 109.8 4_566 . ?
N4 C4 H4B 109.8 . . ?
C3 C4 H4B 109.8 4_566 . ?
H4A C4 H4B 108.3 . . ?
C5 N4 C6 105.6(2) . . ?
C5 N4 C4 127.0(2) . . ?
C6 N4 C4 127.4(2) . . ?
N5 C5 N4 110.3(2) . . ?
N5 C5 H5 124.8 . . ?
N4 C5 H5 124.8 . . ?
C5 N5 N6 106.8(2) . . ?
C5 N5 Ni2 134.01(17) . . ?
N6 N5 Ni2 118.78(15) . . ?
C6 N6 N5 107.3(2) . . ?
C6 N6 Ni1 133.13(17) . . ?
N5 N6 Ni1 119.38(15) . . ?
N6 C6 N4 109.9(2) . . ?
N6 C6 H6 125.0 . . ?
N4 C6 H6 125.0 . . ?
C15 C10 C11 119.4(2) . . ?
C15 C10 C7 120.4(2) . . ?
C11 C10 C7 120.1(2) . . ?
C12 C11 C10 120.0(2) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C12 C13 120.3(2) . . ?
C11 C12 C8 119.3(2) . . ?
C13 C12 C8 120.4(2) . . ?
C12 C13 C14 119.9(2) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C15 C14 C13 119.3(2) . . ?
C15 C14 C9 119.7(2) . . ?
C13 C14 C9 120.9(2) . . ?
C10 C15 C14 120.9(2) . . ?
C10 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
O2 C7 O3 125.0(2) . . ?
O2 C7 C10 117.8(2) . . ?
O3 C7 C10 117.2(2) . . ?
C7 O2 Ni1 126.52(15) . . ?
O5 C8 O4 125.9(2) . . ?
O5 C8 C12 118.5(2) . . ?
O4 C8 C12 115.6(2) . . ?
C8 O4 Ni1 129.22(17) . 3_655 ?
O6 C9 O7 124.8(2) . . ?
O6 C9 C14 118.7(2) . . ?
O7 C9 C14 116.5(2) . . ?
C9 O6 Ni1 125.34(16) . 4 ?
O25B O18 O25A 37(3) . . ?
O25B O18 O21 123(3) . . ?
O25A O18 O21 111.2(11) . . ?
O25B O25A O18 31(2) . . ?
O18 O25B O25A 112(4) . . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1A O3 0.94(3) 1.61(3) 2.531(2) 166(3) .
O1 H1A O2 0.94(3) 2.53(3) 3.005(2) 111(2) .
O1 H1B O7 0.86(3) 1.69(4) 2.536(3) 168(3) 4_556
O1 H1B O6 0.86(3) 2.59(3) 3.038(2) 113(2) 4_556
_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full 25.65
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max 0.827
_refine_diff_density_min -0.593
_refine_diff_density_rms 0.078
# Attachment '2Ni-dehydr.CIF'
data_146froz
_database_code_depnum_ccdc_archive 'CCDC 664042'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
Diaqua-di(\m-aqua)-bis(\m2-benzene-1,3,5-tricarboxylato)-
bis(\m4-1,2-bis(1,2,4-triazol-4-yl)ethane)-trinickel(II) tetrahydrate
;
_chemical_name_common
;
Diaqua-di(mu-aqua)-bis(mu2-benzene-1,3,5-tricarboxylato)-
bis(mu4-1,2-bis(1,2,4-triazol-4-yl)ethane)-trinickel(ii) tetrahydrate
;
_chemical_melting_point ?
_chemical_formula_moiety 'C30 H30 N12 Ni3 O16, 4(H2 O)'
_chemical_formula_sum 'C30 H38 N12 Ni3 O20'
_chemical_formula_weight 1062.85
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'
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 P2(1)/c
_space_group_name_Hall -P2ybc
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 13.7399(9)
_cell_length_b 8.2320(5)
_cell_length_c 18.8439(13)
_cell_angle_alpha 90.00
_cell_angle_beta 114.636(4)
_cell_angle_gamma 90.00
_cell_volume 1937.4(2)
_cell_formula_units_Z 2
_cell_measurement_temperature 203(2)
_cell_measurement_reflns_used 1698
_cell_measurement_theta_min 2.75
_cell_measurement_theta_max 19.385
_exptl_crystal_description plate
_exptl_crystal_colour blue-green
_exptl_crystal_size_max 0.43
_exptl_crystal_size_mid 0.22
_exptl_crystal_size_min 0.03
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.822
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1092
_exptl_absorpt_coefficient_mu 1.545
_exptl_absorpt_correction_type Multi-scan
_exptl_absorpt_correction_T_min 0.5564
_exptl_absorpt_correction_T_max 0.9551
_exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 203(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 'Bruker APEX II CCD area detector'
_diffrn_measurement_method '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 8884
_diffrn_reflns_av_R_equivalents 0.0613
_diffrn_reflns_av_sigmaI/netI 0.0495
_diffrn_reflns_limit_h_min -13
_diffrn_reflns_limit_h_max 13
_diffrn_reflns_limit_k_min -7
_diffrn_reflns_limit_k_max 7
_diffrn_reflns_limit_l_min -17
_diffrn_reflns_limit_l_max 17
_diffrn_reflns_theta_min 1.63
_diffrn_reflns_theta_max 19.90
_reflns_number_total 1772
_reflns_number_gt 1360
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'APEX2 (Bruker, 2006)'
_computing_cell_refinement 'SAINT (Bruker, 2006)'
_computing_data_reduction SAINT
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics ?
_computing_publication_material ?
_publ_section_references
;
Bruker (2006). APEX2 (Version 2.1-0) and SAINT.
Bruker Analytical X-ray Systems, Madison, Wisconsin, USA.
Crystal Impact (2006). DIAMOND. Version 3.1e. Crystal Impact GbR, Bonn,
Germany.
Sheldrick, G. M. (1996). SADABS. University of G\"ottingen, Germany.
Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of
G\"ottingen, Germany.
;
_publ_section_exptl_refinement
;
H atoms on carbon were positioned geometrically (C---H = 0.98 \%A for CH2,
0.94 \%A for aromatic CH) and refined using a
riding model (AFIX 23, 43, respectively), with U~iso~(H) = 1.2U~eq~(C).
Hydrogen atoms on the bridging and terminal aqua ligand were found and
refined with U~iso~(H) = 1.5U~eq~(O).
Hydrogen atoms on the crystal water molecules were found but had to kept
fixed (AFIX 1) upon subsequent refinement.
Only the core atoms, that is nickel and its directly bound atoms were
refined anisotropically. The remaining non-hydrogen atoms were only
refined isotropically
because of the otherwise too low reflection to parameter ratio.
;
_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^)+(0.0885P)^2^+18.3368P] 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 mixed
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 1772
_refine_ls_number_parameters 192
_refine_ls_number_restraints 3
_refine_ls_R_factor_all 0.0894
_refine_ls_R_factor_gt 0.0658
_refine_ls_wR_factor_ref 0.1739
_refine_ls_wR_factor_gt 0.1562
_refine_ls_goodness_of_fit_ref 1.018
_refine_ls_restrained_S_all 1.018
_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 0.26471(11) 0.38631(18) 0.55871(8) 0.0348(6) Uani 1 1 d . . .
Ni2 Ni 0.0000 0.5000 0.5000 0.0298(6) Uani 1 2 d S . .
O1 O 0.0994(7) 0.3114(9) 0.4924(4) 0.038(2) Uani 1 1 d D . .
H1A H 0.085(9) 0.214(8) 0.501(7) 0.057 Uiso 1 1 d D . .
H1B H 0.100(9) 0.306(14) 0.448(4) 0.057 Uiso 1 1 d D . .
O8 O 0.3167(8) 0.1595(11) 0.5936(5) 0.056(3) Uani 1 1 d D . .
H8A H 0.246(6) 0.108(15) 0.580(8) 0.084 Uiso 1 1 d D . .
H8B H 0.348(11) 0.164(18) 0.640(8) 0.084 Uiso 1 1 d . . .
N1 N 0.2105(7) 0.6103(10) 0.5082(4) 0.030(2) Uani 1 1 d . . .
N2 N 0.1040(7) 0.6488(10) 0.4771(5) 0.029(2) Uani 1 1 d . . .
C1 C 0.2572(9) 0.7142(13) 0.4799(6) 0.036(3) Uiso 1 1 d . . .
H1 H 0.3308 0.7158 0.4917 0.043 Uiso 1 1 calc R . .
C2 C 0.0910(8) 0.7734(13) 0.4319(6) 0.032(3) Uiso 1 1 d . . .
H2 H 0.0250 0.8248 0.4033 0.038 Uiso 1 1 calc R . .
N3 N 0.1842(6) 0.8187(10) 0.4315(5) 0.031(2) Uiso 1 1 d . . .
C3 C 0.1971(9) 0.9429(13) 0.3794(6) 0.034(3) Uiso 1 1 d . . .
H3A H 0.2559 1.0167 0.4092 0.040 Uiso 1 1 calc R . .
H3B H 0.1313 1.0068 0.3545 0.040 Uiso 1 1 calc R . .
N5 N 0.1056(7) 0.5004(11) 0.6188(5) 0.034(2) Uani 1 1 d . . .
N6 N 0.2111(7) 0.4486(11) 0.6434(5) 0.035(2) Uani 1 1 d . . .
C5 C 0.1003(9) 0.5643(13) 0.6820(6) 0.034(3) Uiso 1 1 d . . .
H5 H 0.0377 0.6077 0.6831 0.041 Uiso 1 1 calc R . .
C6 C 0.2619(9) 0.4860(13) 0.7188(7) 0.040(3) Uiso 1 1 d . . .
H6 H 0.3344 0.4646 0.7504 0.048 Uiso 1 1 calc R . .
N4 N 0.1934(7) 0.5592(10) 0.7426(5) 0.034(2) Uiso 1 1 d . . .
C4 C 0.2213(10) 0.6463(15) 0.8177(7) 0.051(3) Uiso 1 1 d . . .
H4A H 0.1827 0.7499 0.8064 0.061 Uiso 1 1 calc R . .
H4B H 0.2980 0.6713 0.8399 0.061 Uiso 1 1 calc R . .
O2 O 0.3006(6) 0.3441(9) 0.4627(4) 0.040(2) Uani 1 1 d . . .
C7 C 0.2316(9) 0.3578(13) 0.3937(7) 0.031(3) Uiso 1 1 d . . .
O3 O 0.1339(6) 0.3310(9) 0.3716(4) 0.040(2) Uiso 1 1 d . . .
O4 O 0.5858(6) 0.5319(10) 0.3851(4) 0.045(2) Uani 1 1 d . . .
C8 C 0.5146(9) 0.5840(14) 0.3216(7) 0.040(3) Uiso 1 1 d . . .
O5 O 0.5346(6) 0.6799(11) 0.2759(5) 0.061(2) Uiso 1 1 d . . .
O6 O 0.1527(7) 0.5134(10) 0.0667(5) 0.059(2) Uiso 1 1 d . . .
C9 C 0.1283(9) 0.5474(14) 0.1239(7) 0.044(3) Uiso 1 1 d . . .
O7 O 0.0388(6) 0.5868(9) 0.1174(5) 0.049(2) Uiso 1 1 d . . .
C10 C 0.2692(8) 0.4200(13) 0.3350(6) 0.033(3) Uiso 1 1 d . . .
C11 C 0.3723(8) 0.4625(12) 0.3534(6) 0.029(3) Uiso 1 1 d . . .
H11 H 0.4247 0.4401 0.4037 0.035 Uiso 1 1 calc R . .
C12 C 0.4025(8) 0.5384(13) 0.2998(6) 0.034(3) Uiso 1 1 d . . .
C13 C 0.3226(8) 0.5639(13) 0.2239(6) 0.035(3) Uiso 1 1 d . . .
H13 H 0.3411 0.6118 0.1859 0.042 Uiso 1 1 calc R . .
C14 C 0.2190(8) 0.5204(13) 0.2046(6) 0.033(3) Uiso 1 1 d . . .
C15 C 0.1904(9) 0.4458(13) 0.2591(6) 0.035(3) Uiso 1 1 d . . .
H15 H 0.1193 0.4129 0.2454 0.043 Uiso 1 1 calc R . .
O9 O 0.4876(8) 0.7009(12) 0.9737(6) 0.081(3) Uiso 1 1 d . . .
H9A H 0.5179 0.6061 0.9657 0.121 Uiso 1 1 d . . .
H9B H 0.5214 0.7884 0.9610 0.121 Uiso 1 1 d . . .
O10 O 0.4712(10) 0.4233(15) 0.8809(8) 0.121(4) Uiso 1 1 d . . .
H10A H 0.4625 0.3523 0.9144 0.181 Uiso 1 1 d . . .
H10B H 0.4631 0.3685 0.8342 0.181 Uiso 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 0.0461(10) 0.0441(10) 0.0240(9) 0.0085(7) 0.0244(7) 0.0083(8)
Ni2 0.0428(13) 0.0370(13) 0.0185(12) 0.0020(9) 0.0215(10) 0.0019(10)
O1 0.077(6) 0.030(5) 0.029(5) 0.002(4) 0.043(5) 0.005(4)
O8 0.078(7) 0.059(6) 0.043(6) 0.020(5) 0.038(6) 0.013(5)
N1 0.048(7) 0.041(6) 0.008(5) -0.003(4) 0.017(5) -0.011(5)
N2 0.035(6) 0.037(6) 0.021(5) 0.003(4) 0.016(5) 0.003(5)
N5 0.046(6) 0.044(6) 0.023(6) -0.002(5) 0.025(5) -0.003(5)
N6 0.049(7) 0.043(6) 0.024(6) -0.002(4) 0.025(5) 0.003(5)
O2 0.050(5) 0.050(5) 0.025(5) 0.007(4) 0.021(4) 0.009(4)
O4 0.054(5) 0.067(6) 0.025(5) 0.015(4) 0.027(4) 0.022(4)
_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 O4 1.995(8) 3_666 ?
Ni1 O8 2.009(9) . ?
Ni1 N1 2.066(9) . ?
Ni1 N6 2.082(8) . ?
Ni1 O2 2.092(7) . ?
Ni1 O1 2.177(9) . ?
Ni2 N2 2.060(8) . ?
Ni2 N2 2.060(8) 3_566 ?
Ni2 N5 2.100(9) . ?
Ni2 N5 2.100(8) 3_566 ?
Ni2 O1 2.112(7) 3_566 ?
Ni2 O1 2.112(7) . ?
O1 H1A 0.86(5) . ?
O1 H1B 0.84(5) . ?
O8 H8A 0.98(5) . ?
O8 H8B 0.80(14) . ?
N1 C1 1.309(13) . ?
N1 N2 1.367(11) . ?
N2 C2 1.297(13) . ?
C1 N3 1.347(13) . ?
C1 H1 0.9400 . ?
C2 N3 1.337(12) . ?
C2 H2 0.9400 . ?
N3 C3 1.479(13) . ?
C3 C4 1.525(15) 4_575 ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
N5 C5 1.332(13) . ?
N5 N6 1.392(12) . ?
N6 C6 1.331(13) . ?
C5 N4 1.313(12) . ?
C5 H5 0.9400 . ?
C6 N4 1.342(13) . ?
C6 H6 0.9400 . ?
N4 C4 1.487(14) . ?
C4 C3 1.525(15) 4_576 ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
O2 C7 1.255(12) . ?
C7 O3 1.248(11) . ?
C7 C10 1.495(15) . ?
O4 C8 1.264(13) . ?
O4 Ni1 1.995(8) 3_666 ?
C8 O5 1.279(13) . ?
C8 C12 1.468(15) . ?
O6 C9 1.287(13) . ?
C9 O7 1.227(12) . ?
C9 C14 1.528(16) . ?
C10 C11 1.356(13) . ?
C10 C15 1.404(14) . ?
C11 C12 1.389(14) . ?
C11 H11 0.9400 . ?
C12 C13 1.410(14) . ?
C13 C14 1.362(14) . ?
C13 H13 0.9400 . ?
C14 C15 1.386(14) . ?
C15 H15 0.9400 . ?
O9 H9A 0.9270 . ?
O9 H9B 0.9400 . ?
O10 H10A 0.9042 . ?
O10 H10B 0.9527 . ?
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
O4 Ni1 O8 89.6(4) 3_666 . ?
O4 Ni1 N1 92.1(3) 3_666 . ?
O8 Ni1 N1 172.2(3) . . ?
O4 Ni1 N6 97.2(3) 3_666 . ?
O8 Ni1 N6 99.7(3) . . ?
N1 Ni1 N6 87.6(3) . . ?
O4 Ni1 O2 87.3(3) 3_666 . ?
O8 Ni1 O2 87.1(3) . . ?
N1 Ni1 O2 85.4(3) . . ?
N6 Ni1 O2 171.8(3) . . ?
O4 Ni1 O1 176.2(3) 3_666 . ?
O8 Ni1 O1 93.9(4) . . ?
N1 Ni1 O1 84.2(3) . . ?
N6 Ni1 O1 83.8(3) . . ?
O2 Ni1 O1 91.3(3) . . ?
N2 Ni2 N2 179.998(1) . 3_566 ?
N2 Ni2 N5 89.5(3) . . ?
N2 Ni2 N5 90.5(3) 3_566 . ?
N2 Ni2 N5 90.5(3) . 3_566 ?
N2 Ni2 N5 89.5(3) 3_566 3_566 ?
N5 Ni2 N5 179.998(1) . 3_566 ?
N2 Ni2 O1 95.8(3) . 3_566 ?
N2 Ni2 O1 84.2(3) 3_566 3_566 ?
N5 Ni2 O1 96.1(3) . 3_566 ?
N5 Ni2 O1 84.0(3) 3_566 3_566 ?
N2 Ni2 O1 84.2(3) . . ?
N2 Ni2 O1 95.8(3) 3_566 . ?
N5 Ni2 O1 84.0(3) . . ?
N5 Ni2 O1 96.0(3) 3_566 . ?
O1 Ni2 O1 179.997(2) 3_566 . ?
Ni2 O1 Ni1 107.6(3) . . ?
Ni2 O1 H1A 117(8) . . ?
Ni1 O1 H1A 115(8) . . ?
Ni2 O1 H1B 112(8) . . ?
Ni1 O1 H1B 98(8) . . ?
H1A O1 H1B 104(10) . . ?
Ni1 O8 H8A 98(8) . . ?
Ni1 O8 H8B 106(10) . . ?
H8A O8 H8B 109(10) . . ?
C1 N1 N2 107.0(8) . . ?
C1 N1 Ni1 128.8(7) . . ?
N2 N1 Ni1 121.4(6) . . ?
C2 N2 N1 107.2(8) . . ?
C2 N2 Ni2 133.6(7) . . ?
N1 N2 Ni2 119.0(6) . . ?
N1 C1 N3 109.9(9) . . ?
N1 C1 H1 125.1 . . ?
N3 C1 H1 125.1 . . ?
N2 C2 N3 110.7(9) . . ?
N2 C2 H2 124.6 . . ?
N3 C2 H2 124.6 . . ?
C2 N3 C1 105.2(9) . . ?
C2 N3 C3 125.2(9) . . ?
C1 N3 C3 129.0(9) . . ?
N3 C3 C4 107.4(8) . 4_575 ?
N3 C3 H3A 110.2 . . ?
C4 C3 H3A 110.2 4_575 . ?
N3 C3 H3B 110.2 . . ?
C4 C3 H3B 110.2 4_575 . ?
H3A C3 H3B 108.5 . . ?
C5 N5 N6 105.1(8) . . ?
C5 N5 Ni2 133.1(8) . . ?
N6 N5 Ni2 121.1(6) . . ?
C6 N6 N5 107.1(8) . . ?
C6 N6 Ni1 132.8(8) . . ?
N5 N6 Ni1 118.1(6) . . ?
N4 C5 N5 111.5(10) . . ?
N4 C5 H5 124.2 . . ?
N5 C5 H5 124.2 . . ?
N6 C6 N4 109.4(10) . . ?
N6 C6 H6 125.3 . . ?
N4 C6 H6 125.3 . . ?
C5 N4 C6 106.8(9) . . ?
C5 N4 C4 125.6(9) . . ?
C6 N4 C4 126.6(9) . . ?
N4 C4 C3 116.2(9) . 4_576 ?
N4 C4 H4A 108.2 . . ?
C3 C4 H4A 108.2 4_576 . ?
N4 C4 H4B 108.2 . . ?
C3 C4 H4B 108.2 4_576 . ?
H4A C4 H4B 107.4 . . ?
C7 O2 Ni1 122.2(7) . . ?
O3 C7 O2 125.0(10) . . ?
O3 C7 C10 118.0(10) . . ?
O2 C7 C10 116.9(9) . . ?
C8 O4 Ni1 127.4(7) . 3_666 ?
O4 C8 O5 123.2(10) . . ?
O4 C8 C12 119.0(10) . . ?
O5 C8 C12 117.7(11) . . ?
O7 C9 O6 125.0(11) . . ?
O7 C9 C14 120.4(10) . . ?
O6 C9 C14 114.4(10) . . ?
C11 C10 C15 120.1(10) . . ?
C11 C10 C7 123.1(10) . . ?
C15 C10 C7 116.6(9) . . ?
C10 C11 C12 121.8(10) . . ?
C10 C11 H11 119.1 . . ?
C12 C11 H11 119.1 . . ?
C11 C12 C13 117.5(10) . . ?
C11 C12 C8 120.6(10) . . ?
C13 C12 C8 121.8(10) . . ?
C14 C13 C12 121.1(10) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 C15 120.5(10) . . ?
C13 C14 C9 123.7(10) . . ?
C15 C14 C9 115.8(9) . . ?
C14 C15 C10 119.0(10) . . ?
C14 C15 H15 120.5 . . ?
C10 C15 H15 120.5 . . ?
H9A O9 H9B 107.5 . . ?
H10A O10 H10B 109.9 . . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1A O6 0.86(5) 2.22(8) 2.965(11) 144(10) 4_566
O1 H1A O7 0.86(5) 2.41(11) 2.833(11) 111(9) 2_545
O1 H1B O3 0.84(5) 1.70(6) 2.516(9) 163(12) .
O1 H1B O2 0.84(5) 2.67(11) 3.052(10) 109(9) .
O8 H8A O6 0.98(5) 1.57(6) 2.532(13) 165(13) 4_566
O8 H8B O5 0.80(14) 2.15(14) 2.789(13) 137(14) 3_666
O8 H8B O4 0.80(14) 2.77(15) 2.822(13) 85(11) 3_666
O9 H9A O10 0.93 2.09 2.830(16) 135.6 .
O9 H9B O2 0.94 2.31 2.896(12) 120.1 2_656
O9 H9B O4 0.94 2.46 3.365(12) 160.5 4_576
O10 H10A O9 0.90 1.98 2.754(16) 143.2 3_667
O10 H10B O5 0.95 2.13 3.043(16) 161.1 3_666
_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full 19.90
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max 1.155
_refine_diff_density_min -0.510
_refine_diff_density_rms 0.114
# Attachment '3Zn.cif'
data_m149
_database_code_depnum_ccdc_archive 'CCDC 664043'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
Diaqua-bis(\m4-benzene-1,3,5-tricarboxylato)-
bis(\m4-1,2-bis(1,2,4-triazol-4-yl)ethane)-trizinc(II) dihydrate
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C24 H18 N6 O14 Zn3, 2(H2 O)'
_chemical_formula_sum 'C24 H22 N6 O16 Zn3'
_chemical_formula_weight 846.65
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'
Zn Zn 0.2839 1.4301 '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
_space_group_name_Hall -P1
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 11.8109(2)
_cell_length_b 11.9995(2)
_cell_length_c 12.4175(3)
_cell_angle_alpha 109.0470(10)
_cell_angle_beta 105.8250(10)
_cell_angle_gamma 110.9600(10)
_cell_volume 1394.08(5)
_cell_formula_units_Z 2
_cell_measurement_temperature 203(2)
_cell_measurement_reflns_used ?
_cell_measurement_theta_min ?
_cell_measurement_theta_max ?
_exptl_crystal_description parallelepiped
_exptl_crystal_colour colorless
_exptl_crystal_size_max 0.40
_exptl_crystal_size_mid 0.40
_exptl_crystal_size_min 0.30
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 2.017
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 852
_exptl_absorpt_coefficient_mu 2.655
_exptl_absorpt_correction_type Multi-scan
_exptl_absorpt_correction_T_min 0.4165
_exptl_absorpt_correction_T_max 0.5030
_exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 203(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 'Bruker APEX II CCD area detector'
_diffrn_measurement_method '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 26451
_diffrn_reflns_av_R_equivalents 0.0371
_diffrn_reflns_av_sigmaI/netI 0.0379
_diffrn_reflns_limit_h_min -14
_diffrn_reflns_limit_h_max 14
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_k_max 15
_diffrn_reflns_limit_l_min -15
_diffrn_reflns_limit_l_max 15
_diffrn_reflns_theta_min 1.93
_diffrn_reflns_theta_max 26.60
_reflns_number_total 5757
_reflns_number_gt 4726
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'APEX2 (Bruker, 2006)'
_computing_cell_refinement 'SAINT (Bruker, 2006)'
_computing_data_reduction SAINT
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics ?
_computing_publication_material ?
_publ_section_references
;
Bruker (2006). APEX2 (Version 2.1-0) and SAINT.
Bruker Analytical X-ray Systems, Madison, Wisconsin, USA.
Crystal Impact (2006). DIAMOND. Version 3.1e. Crystal Impact GbR, Bonn,
Germany.
Sheldrick, G. M. (1996). SADABS. University of G\"ottingen, Germany.
Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of
G\"ottingen, Germany.
;
_publ_section_exptl_refinement
;
H atoms on carbon were positioned geometrically (C---H = 0.98 \%A for CH2,
0.94 \%A for aromatic CH) and refined using a
riding model (AFIX 23, 43, respectively), with U~iso~(H) = 1.2U~eq~(C).
Hydrogen atoms on the crystal water molecules were found and
refined with U~iso~(H) = 1.5U~eq~(O).
;
_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^)+(0.0440P)^2^+0.0306P] 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 mixed
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 5757
_refine_ls_number_parameters 466
_refine_ls_number_restraints 2
_refine_ls_R_factor_all 0.0382
_refine_ls_R_factor_gt 0.0274
_refine_ls_wR_factor_ref 0.0793
_refine_ls_wR_factor_gt 0.0733
_refine_ls_goodness_of_fit_ref 1.040
_refine_ls_restrained_S_all 1.040
_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
Zn1 Zn 0.61844(3) 1.28660(2) 0.33309(2) 0.01488(8) Uani 1 1 d . . .
Zn2 Zn 0.25340(2) 1.01230(2) 0.25243(2) 0.01359(8) Uani 1 1 d . . .
Zn3 Zn -0.10340(3) 0.71081(2) 0.16801(2) 0.01481(8) Uani 1 1 d . . .
O1 O 0.39911(17) 1.10857(16) 0.43664(15) 0.0189(4) Uani 1 1 d . . .
H1A H 0.474(3) 1.132(3) 0.442(3) 0.028 Uiso 1 1 d . . .
H1B H 0.387(3) 1.060(3) 0.483(2) 0.028 Uiso 1 1 d . . .
O2 O 0.10280(17) 0.92427(17) 0.06996(16) 0.0213(4) Uani 1 1 d D . .
H2A H 0.033(3) 0.919(3) 0.069(3) 0.032 Uiso 1 1 d D . .
H2B H 0.122(3) 0.973(3) 0.027(3) 0.032 Uiso 1 1 d . . .
N1 N 0.44917(19) 1.30843(18) 0.31310(17) 0.0161(4) Uani 1 1 d . . .
N2 N 0.31675(19) 1.21505(18) 0.27150(18) 0.0166(4) Uani 1 1 d . . .
N3 N 0.33154(19) 1.41232(18) 0.30983(17) 0.0167(4) Uani 1 1 d . . .
N4 N 0.20571(19) 0.81640(18) 0.23830(18) 0.0156(4) Uani 1 1 d . . .
N5 N 0.07756(18) 0.71185(18) 0.19396(18) 0.0163(4) Uani 1 1 d . . .
N6 N 0.21744(19) 0.63256(18) 0.21279(17) 0.0156(4) Uani 1 1 d . . .
C1 C 0.4553(2) 1.4253(2) 0.3351(2) 0.0190(5) Uani 1 1 d . . .
H1 H 0.5343 1.5063 0.3641 0.023 Uiso 1 1 calc R . .
C2 C 0.2485(2) 1.2802(2) 0.2706(2) 0.0175(5) Uani 1 1 d . . .
H2 H 0.1551 1.2409 0.2461 0.021 Uiso 1 1 calc R . .
C3 C 0.2965(3) 1.5206(2) 0.3247(2) 0.0204(5) Uani 1 1 d . . .
H3A H 0.3718 1.6063 0.3968 0.024 Uiso 1 1 calc R . .
H3B H 0.2172 1.4992 0.3418 0.024 Uiso 1 1 calc R . .
C4 C 0.2877(2) 0.7662(2) 0.2488(2) 0.0165(5) Uani 1 1 d . . .
H4 H 0.3815 0.8156 0.2771 0.020 Uiso 1 1 calc R . .
C5 C 0.0879(2) 0.6030(2) 0.1796(2) 0.0179(5) Uani 1 1 d . . .
H5 H 0.0153 0.5170 0.1503 0.021 Uiso 1 1 calc R . .
C6 C 0.2665(3) 0.5347(2) 0.2044(2) 0.0201(5) Uani 1 1 d . . .
H6A H 0.3487 0.5653 0.1922 0.024 Uiso 1 1 calc R . .
H6B H 0.1980 0.4465 0.1311 0.024 Uiso 1 1 calc R . .
O11 O 0.59143(16) 1.13150(15) 0.19591(14) 0.0176(3) Uani 1 1 d . . .
O12 O 0.38669(16) 0.99475(16) 0.16867(15) 0.0211(4) Uani 1 1 d . . .
O13 O 0.19644(16) 0.50161(16) -0.06995(17) 0.0259(4) Uani 1 1 d . . .
O14 O 0.29021(19) 0.41523(16) -0.17572(16) 0.0325(4) Uani 1 1 d . . .
O15 O 0.80344(16) 0.72821(16) 0.01972(15) 0.0215(4) Uani 1 1 d . . .
O16 O 0.87107(16) 0.94326(16) 0.06529(16) 0.0215(4) Uani 1 1 d . . .
O21 O 0.26480(17) 1.51857(16) 0.57778(17) 0.0260(4) Uani 1 1 d . . .
O22 O 0.14535(19) 1.57458(17) 0.67220(17) 0.0340(4) Uani 1 1 d . . .
O23 O -0.34763(16) 1.22009(15) 0.46248(15) 0.0185(3) Uani 1 1 d . . .
O24 O -0.38986(16) 1.00907(16) 0.41376(15) 0.0210(4) Uani 1 1 d . . .
O25 O -0.07052(16) 0.87630(15) 0.30109(15) 0.0190(3) Uani 1 1 d . . .
O26 O 0.12425(17) 1.03539(16) 0.33077(16) 0.0247(4) Uani 1 1 d . . .
C11 C 0.5050(2) 0.8970(2) 0.0827(2) 0.0139(4) Uani 1 1 d . . .
C12 C 0.3962(2) 0.7661(2) 0.0208(2) 0.0156(5) Uani 1 1 d . . .
H12 H 0.3123 0.7523 0.0196 0.019 Uiso 1 1 calc R . .
C13 C 0.4106(2) 0.6559(2) -0.0390(2) 0.0162(5) Uani 1 1 d . . .
C14 C 0.5359(2) 0.6749(2) -0.0351(2) 0.0169(5) Uani 1 1 d . . .
H14 H 0.5465 0.5999 -0.0732 0.020 Uiso 1 1 calc R . .
C15 C 0.6453(2) 0.8061(2) 0.0259(2) 0.0151(5) Uani 1 1 d . . .
C16 C 0.6292(2) 0.9170(2) 0.0832(2) 0.0140(4) Uani 1 1 d . . .
H16 H 0.7020 1.0053 0.1221 0.017 Uiso 1 1 calc R . .
C17 C 0.4910(2) 1.0154(2) 0.1535(2) 0.0135(4) Uani 1 1 d . . .
C18 C 0.2931(2) 0.5162(2) -0.0999(2) 0.0215(5) Uani 1 1 d . . .
C19 C 0.7830(2) 0.8289(2) 0.0376(2) 0.0164(5) Uani 1 1 d . . .
C21 C 0.0569(2) 1.3413(2) 0.5325(2) 0.0158(5) Uani 1 1 d . . .
C22 C -0.0724(2) 1.3045(2) 0.5236(2) 0.0161(5) Uani 1 1 d . . .
H22 H -0.0933 1.3715 0.5611 0.019 Uiso 1 1 calc R . .
C23 C -0.1711(2) 1.1683(2) 0.4590(2) 0.0144(4) Uani 1 1 d . . .
C24 C -0.1400(2) 1.0690(2) 0.4038(2) 0.0138(4) Uani 1 1 d . . .
H24 H -0.2060 0.9771 0.3623 0.017 Uiso 1 1 calc R . .
C25 C -0.0124(2) 1.1048(2) 0.4097(2) 0.0144(4) Uani 1 1 d . . .
C26 C 0.0864(2) 1.2417(2) 0.4740(2) 0.0159(5) Uani 1 1 d . . .
H26 H 0.1730 1.2665 0.4779 0.019 Uiso 1 1 calc R . .
C27 C 0.1610(2) 1.4889(2) 0.6005(2) 0.0205(5) Uani 1 1 d . . .
C28 C -0.3123(2) 1.1271(2) 0.4433(2) 0.0154(5) Uani 1 1 d . . .
C29 C 0.0173(2) 0.9978(2) 0.3423(2) 0.0150(4) Uani 1 1 d . . .
O3 O 0.0254(2) 1.6831(2) 0.8191(2) 0.0494(6) Uani 1 1 d . . .
H3C H 0.073(4) 1.667(4) 0.783(4) 0.074 Uiso 1 1 d . . .
H3D H 0.081(4) 1.753(4) 0.888(4) 0.074 Uiso 1 1 d . . .
O4 O 0.4109(3) 0.3097(2) -0.3178(3) 0.0549(7) Uani 1 1 d D . .
H4A H 0.361(4) 0.234(3) -0.376(4) 0.082 Uiso 1 1 d D . .
H4B H 0.371(4) 0.326(4) -0.279(4) 0.082 Uiso 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
Zn1 0.01329(16) 0.00929(14) 0.01962(15) 0.00444(12) 0.00679(12) 0.00568(12)
Zn2 0.01163(16) 0.01112(14) 0.01879(15) 0.00689(12) 0.00642(13) 0.00669(12)
Zn3 0.01268(16) 0.00935(14) 0.01961(15) 0.00459(12) 0.00608(12) 0.00552(12)
O1 0.0123(9) 0.0219(9) 0.0227(9) 0.0117(8) 0.0074(8) 0.0078(8)
O2 0.0131(9) 0.0219(9) 0.0268(9) 0.0132(8) 0.0060(8) 0.0070(8)
N1 0.0143(10) 0.0128(9) 0.0217(10) 0.0081(8) 0.0068(9) 0.0080(8)
N2 0.0119(10) 0.0153(9) 0.0247(10) 0.0108(9) 0.0078(9) 0.0076(8)
N3 0.0218(11) 0.0155(10) 0.0188(10) 0.0087(8) 0.0099(9) 0.0138(9)
N4 0.0131(10) 0.0125(9) 0.0216(10) 0.0088(8) 0.0069(8) 0.0066(8)
N5 0.0113(10) 0.0118(9) 0.0221(10) 0.0067(8) 0.0054(8) 0.0047(8)
N6 0.0181(11) 0.0150(9) 0.0173(9) 0.0082(8) 0.0075(8) 0.0113(9)
C1 0.0199(13) 0.0141(11) 0.0232(12) 0.0084(10) 0.0092(11) 0.0092(10)
C2 0.0157(12) 0.0179(12) 0.0234(12) 0.0116(10) 0.0086(10) 0.0111(10)
C3 0.0310(14) 0.0180(12) 0.0203(12) 0.0090(10) 0.0125(11) 0.0189(11)
C4 0.0156(12) 0.0163(11) 0.0202(11) 0.0101(10) 0.0075(10) 0.0092(10)
C5 0.0154(12) 0.0147(11) 0.0213(12) 0.0075(10) 0.0064(10) 0.0074(10)
C6 0.0291(14) 0.0210(12) 0.0224(12) 0.0129(10) 0.0133(11) 0.0202(11)
O11 0.0186(9) 0.0109(8) 0.0202(8) 0.0047(7) 0.0090(7) 0.0063(7)
O12 0.0197(9) 0.0212(9) 0.0289(9) 0.0114(8) 0.0153(8) 0.0131(8)
O13 0.0128(9) 0.0185(9) 0.0400(11) 0.0148(8) 0.0076(8) 0.0035(7)
O14 0.0407(12) 0.0120(8) 0.0288(10) 0.0028(8) 0.0141(9) 0.0046(8)
O15 0.0253(10) 0.0222(9) 0.0214(9) 0.0082(7) 0.0100(8) 0.0179(8)
O16 0.0136(9) 0.0248(9) 0.0269(9) 0.0151(8) 0.0085(8) 0.0080(8)
O21 0.0184(10) 0.0118(8) 0.0377(10) 0.0086(8) 0.0105(8) 0.0018(7)
O22 0.0363(12) 0.0148(9) 0.0363(11) 0.0019(8) 0.0130(9) 0.0100(9)
O23 0.0173(9) 0.0207(8) 0.0215(8) 0.0093(7) 0.0099(7) 0.0129(7)
O24 0.0150(9) 0.0201(9) 0.0282(9) 0.0133(8) 0.0096(8) 0.0071(7)
O25 0.0202(9) 0.0117(8) 0.0223(9) 0.0052(7) 0.0091(7) 0.0079(7)
O26 0.0193(9) 0.0214(9) 0.0365(10) 0.0103(8) 0.0179(8) 0.0118(8)
C11 0.0148(12) 0.0126(11) 0.0143(11) 0.0066(9) 0.0064(10) 0.0064(10)
C12 0.0121(12) 0.0149(11) 0.0166(11) 0.0063(9) 0.0051(10) 0.0053(10)
C13 0.0143(12) 0.0106(11) 0.0168(11) 0.0049(9) 0.0042(10) 0.0027(10)
C14 0.0192(13) 0.0169(12) 0.0169(11) 0.0065(10) 0.0086(10) 0.0120(10)
C15 0.0146(12) 0.0167(11) 0.0145(11) 0.0072(9) 0.0066(10) 0.0082(10)
C16 0.0117(12) 0.0121(10) 0.0154(11) 0.0060(9) 0.0047(9) 0.0046(9)
C17 0.0143(12) 0.0141(11) 0.0114(10) 0.0058(9) 0.0038(9) 0.0079(10)
C18 0.0203(14) 0.0145(12) 0.0203(12) 0.0088(10) 0.0026(11) 0.0037(11)
C19 0.0186(13) 0.0222(12) 0.0128(11) 0.0094(10) 0.0072(10) 0.0129(11)
C21 0.0131(12) 0.0114(11) 0.0157(11) 0.0047(9) 0.0032(10) 0.0028(9)
C22 0.0205(13) 0.0135(11) 0.0159(11) 0.0055(9) 0.0083(10) 0.0109(10)
C23 0.0123(12) 0.0164(11) 0.0146(11) 0.0079(9) 0.0058(9) 0.0067(10)
C24 0.0122(12) 0.0101(10) 0.0137(11) 0.0037(9) 0.0034(9) 0.0037(9)
C25 0.0139(12) 0.0151(11) 0.0146(11) 0.0073(9) 0.0060(9) 0.0074(10)
C26 0.0153(12) 0.0160(11) 0.0178(11) 0.0078(10) 0.0083(10) 0.0083(10)
C27 0.0212(14) 0.0136(11) 0.0212(12) 0.0078(10) 0.0043(11) 0.0075(11)
C28 0.0165(12) 0.0182(11) 0.0117(11) 0.0071(9) 0.0068(10) 0.0082(10)
C29 0.0150(12) 0.0154(11) 0.0136(11) 0.0062(9) 0.0047(10) 0.0084(10)
O3 0.0377(14) 0.0333(12) 0.0618(16) 0.0099(11) 0.0220(12) 0.0137(11)
O4 0.0469(16) 0.0316(12) 0.0770(19) 0.0140(12) 0.0381(14) 0.0131(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
Zn1 O11 1.9175(15) . ?
Zn1 O21 1.9403(16) 2_686 ?
Zn1 O23 2.0232(15) 1_655 ?
Zn1 N1 2.0673(19) . ?
Zn2 O1 2.0578(16) . ?
Zn2 O26 2.0702(16) . ?
Zn2 O2 2.0758(17) . ?
Zn2 O12 2.1428(16) . ?
Zn2 N4 2.1455(17) . ?
Zn2 N2 2.1818(18) . ?
Zn3 O25 1.9445(15) . ?
Zn3 O15 1.9887(15) 1_455 ?
Zn3 N5 2.0676(18) . ?
Zn3 O13 2.1043(16) 2_565 ?
Zn3 O14 2.2331(18) 2_565 ?
Zn3 C18 2.500(2) 2_565 ?
O1 H1A 0.80(3) . ?
O1 H1B 0.95(3) . ?
O2 H2A 0.80(3) . ?
O2 H2B 0.93(3) . ?
N1 C1 1.309(3) . ?
N1 N2 1.377(3) . ?
N2 C2 1.309(3) . ?
N3 C1 1.347(3) . ?
N3 C2 1.355(3) . ?
N3 C3 1.471(3) . ?
N4 C4 1.311(3) . ?
N4 N5 1.380(3) . ?
N5 C5 1.314(3) . ?
N6 C5 1.345(3) . ?
N6 C4 1.355(3) . ?
N6 C6 1.472(3) . ?
C1 H1 0.9400 . ?
C2 H2 0.9400 . ?
C3 C6 1.518(3) 1_565 ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C4 H4 0.9400 . ?
C5 H5 0.9400 . ?
C6 C3 1.518(3) 1_545 ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
O11 C17 1.274(3) . ?
O12 C17 1.247(3) . ?
O13 C18 1.267(3) . ?
O13 Zn3 2.1043(16) 2_565 ?
O14 C18 1.250(3) . ?
O14 Zn3 2.2331(18) 2_565 ?
O15 C19 1.277(3) . ?
O15 Zn3 1.9887(15) 1_655 ?
O16 C19 1.248(3) . ?
O21 C27 1.285(3) . ?
O21 Zn1 1.9403(16) 2_686 ?
O22 C27 1.230(3) . ?
O23 C28 1.300(3) . ?
O23 Zn1 2.0232(15) 1_455 ?
O24 C28 1.237(3) . ?
O25 C29 1.267(3) . ?
O26 C29 1.246(3) . ?
C11 C12 1.392(3) . ?
C11 C16 1.397(3) . ?
C11 C17 1.500(3) . ?
C12 C13 1.385(3) . ?
C12 H12 0.9400 . ?
C13 C14 1.399(3) . ?
C13 C18 1.498(3) . ?
C14 C15 1.398(3) . ?
C14 H14 0.9400 . ?
C15 C16 1.397(3) . ?
C15 C19 1.506(3) . ?
C16 H16 0.9400 . ?
C18 Zn3 2.500(2) 2_565 ?
C21 C22 1.391(3) . ?
C21 C26 1.396(3) . ?
C21 C27 1.503(3) . ?
C22 C23 1.395(3) . ?
C22 H22 0.9400 . ?
C23 C24 1.394(3) . ?
C23 C28 1.495(3) . ?
C24 C25 1.385(3) . ?
C24 H24 0.9400 . ?
C25 C26 1.400(3) . ?
C25 C29 1.501(3) . ?
C26 H26 0.9400 . ?
O3 H3C 0.84(4) . ?
O3 H3D 0.83(4) . ?
O4 H4A 0.81(3) . ?
O4 H4B 0.79(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
O11 Zn1 O21 138.41(7) . 2_686 ?
O11 Zn1 O23 95.11(6) . 1_655 ?
O21 Zn1 O23 106.87(7) 2_686 1_655 ?
O11 Zn1 N1 115.13(7) . . ?
O21 Zn1 N1 91.21(7) 2_686 . ?
O23 Zn1 N1 108.34(7) 1_655 . ?
O1 Zn2 O26 85.94(7) . . ?
O1 Zn2 O2 176.43(6) . . ?
O26 Zn2 O2 91.52(7) . . ?
O1 Zn2 O12 94.92(7) . . ?
O26 Zn2 O12 177.50(6) . . ?
O2 Zn2 O12 87.51(7) . . ?
O1 Zn2 N4 91.97(7) . . ?
O26 Zn2 N4 94.53(7) . . ?
O2 Zn2 N4 90.74(7) . . ?
O12 Zn2 N4 87.78(6) . . ?
O1 Zn2 N2 85.53(7) . . ?
O26 Zn2 N2 88.44(7) . . ?
O2 Zn2 N2 91.88(7) . . ?
O12 Zn2 N2 89.29(6) . . ?
N4 Zn2 N2 175.98(6) . . ?
O25 Zn3 O15 97.90(6) . 1_455 ?
O25 Zn3 N5 109.55(7) . . ?
O15 Zn3 N5 118.18(7) 1_455 . ?
O25 Zn3 O13 150.98(7) . 2_565 ?
O15 Zn3 O13 95.04(6) 1_455 2_565 ?
N5 Zn3 O13 86.57(7) . 2_565 ?
O25 Zn3 O14 92.47(6) . 2_565 ?
O15 Zn3 O14 96.33(7) 1_455 2_565 ?
N5 Zn3 O14 134.58(7) . 2_565 ?
O13 Zn3 O14 60.25(6) 2_565 2_565 ?
O25 Zn3 C18 122.19(8) . 2_565 ?
O15 Zn3 C18 94.73(7) 1_455 2_565 ?
N5 Zn3 C18 113.04(7) . 2_565 ?
O13 Zn3 C18 30.41(7) 2_565 2_565 ?
O14 Zn3 C18 29.95(7) 2_565 2_565 ?
Zn2 O1 H1A 113(2) . . ?
Zn2 O1 H1B 115.9(16) . . ?
H1A O1 H1B 107(2) . . ?
Zn2 O2 H2A 112(2) . . ?
Zn2 O2 H2B 113.8(17) . . ?
H2A O2 H2B 103(2) . . ?
C1 N1 N2 107.75(18) . . ?
C1 N1 Zn1 121.02(16) . . ?
N2 N1 Zn1 131.13(13) . . ?
C2 N2 N1 106.57(18) . . ?
C2 N2 Zn2 128.87(15) . . ?
N1 N2 Zn2 123.41(13) . . ?
C1 N3 C2 105.41(18) . . ?
C1 N3 C3 126.59(19) . . ?
C2 N3 C3 128.0(2) . . ?
C4 N4 N5 107.00(17) . . ?
C4 N4 Zn2 126.50(15) . . ?
N5 N4 Zn2 125.56(13) . . ?
C5 N5 N4 107.22(18) . . ?
C5 N5 Zn3 121.43(15) . . ?
N4 N5 Zn3 131.06(13) . . ?
C5 N6 C4 105.70(18) . . ?
C5 N6 C6 125.33(19) . . ?
C4 N6 C6 128.91(19) . . ?
N1 C1 N3 109.9(2) . . ?
N1 C1 H1 125.1 . . ?
N3 C1 H1 125.1 . . ?
N2 C2 N3 110.4(2) . . ?
N2 C2 H2 124.8 . . ?
N3 C2 H2 124.8 . . ?
N3 C3 C6 109.69(18) . 1_565 ?
N3 C3 H3A 109.7 . . ?
C6 C3 H3A 109.7 1_565 . ?
N3 C3 H3B 109.7 . . ?
C6 C3 H3B 109.7 1_565 . ?
H3A C3 H3B 108.2 . . ?
N4 C4 N6 110.0(2) . . ?
N4 C4 H4 125.0 . . ?
N6 C4 H4 125.0 . . ?
N5 C5 N6 110.06(19) . . ?
N5 C5 H5 125.0 . . ?
N6 C5 H5 125.0 . . ?
N6 C6 C3 110.21(18) . 1_545 ?
N6 C6 H6A 109.6 . . ?
C3 C6 H6A 109.6 1_545 . ?
N6 C6 H6B 109.6 . . ?
C3 C6 H6B 109.6 1_545 . ?
H6A C6 H6B 108.1 . . ?
C17 O11 Zn1 120.22(14) . . ?
C17 O12 Zn2 161.87(16) . . ?
C18 O13 Zn3 92.36(14) . 2_565 ?
C18 O14 Zn3 86.95(15) . 2_565 ?
C19 O15 Zn3 119.72(14) . 1_655 ?
C27 O21 Zn1 109.52(15) . 2_686 ?
C28 O23 Zn1 120.14(13) . 1_455 ?
C29 O25 Zn3 129.42(15) . . ?
C29 O26 Zn2 155.38(16) . . ?
C12 C11 C16 119.5(2) . . ?
C12 C11 C17 120.4(2) . . ?
C16 C11 C17 120.06(19) . . ?
C13 C12 C11 120.6(2) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C12 C13 C14 120.2(2) . . ?
C12 C13 C18 119.1(2) . . ?
C14 C13 C18 120.6(2) . . ?
C15 C14 C13 119.6(2) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C16 C15 C14 119.9(2) . . ?
C16 C15 C19 119.4(2) . . ?
C14 C15 C19 120.6(2) . . ?
C11 C16 C15 120.2(2) . . ?
C11 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
O12 C17 O11 125.2(2) . . ?
O12 C17 C11 119.32(19) . . ?
O11 C17 C11 115.50(19) . . ?
O14 C18 O13 120.0(2) . . ?
O14 C18 C13 122.0(2) . . ?
O13 C18 C13 118.0(2) . . ?
O14 C18 Zn3 63.10(13) . 2_565 ?
O13 C18 Zn3 57.23(12) . 2_565 ?
C13 C18 Zn3 171.30(16) . 2_565 ?
O16 C19 O15 123.4(2) . . ?
O16 C19 C15 119.6(2) . . ?
O15 C19 C15 117.0(2) . . ?
C22 C21 C26 119.7(2) . . ?
C22 C21 C27 119.1(2) . . ?
C26 C21 C27 121.1(2) . . ?
C21 C22 C23 120.0(2) . . ?
C21 C22 H22 120.0 . . ?
C23 C22 H22 120.0 . . ?
C24 C23 C22 120.0(2) . . ?
C24 C23 C28 119.1(2) . . ?
C22 C23 C28 120.8(2) . . ?
C25 C24 C23 120.3(2) . . ?
C25 C24 H24 119.8 . . ?
C23 C24 H24 119.8 . . ?
C24 C25 C26 119.5(2) . . ?
C24 C25 C29 120.0(2) . . ?
C26 C25 C29 120.4(2) . . ?
C21 C26 C25 120.3(2) . . ?
C21 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
O22 C27 O21 122.9(2) . . ?
O22 C27 C21 121.2(2) . . ?
O21 C27 C21 115.9(2) . . ?
O24 C28 O23 122.8(2) . . ?
O24 C28 C23 120.1(2) . . ?
O23 C28 C23 117.14(19) . . ?
O26 C29 O25 125.9(2) . . ?
O26 C29 C25 117.80(19) . . ?
O25 C29 C25 116.30(19) . . ?
H3C O3 H3D 104(4) . . ?
H4A O4 H4B 107(4) . . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1A O23 0.80(3) 1.89(3) 2.678(2) 168(3) 1_655
O1 H1A O24 0.80(3) 2.56(3) 3.164(2) 134(2) 1_655
O1 H1B O24 0.95(3) 1.74(3) 2.677(2) 171(2) 2_576
O2 H2A O16 0.80(3) 2.02(3) 2.813(2) 168(3) 1_455
O2 H2A O15 0.80(3) 2.59(3) 3.211(2) 136(2) 1_455
O2 H2B O16 0.93(3) 1.75(3) 2.668(2) 170(3) 2_675
O3 H3C O22 0.84(4) 2.04(4) 2.865(3) 164(4) .
O3 H3D O2 0.83(4) 2.38(4) 3.096(3) 144(4) 1_566
O4 H4A O1 0.81(3) 2.58(4) 3.141(3) 128(4) 1_544
O4 H4B O14 0.79(4) 2.05(4) 2.820(3) 165(4) .
_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full 26.60
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max 0.466
_refine_diff_density_min -0.633
_refine_diff_density_rms 0.107
# Attachment '4Zn-dehydr.cif'
data_m149n280
_database_code_depnum_ccdc_archive 'CCDC 664044'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
Bis(\m6-benzene-1,3,5-tricarboxylato)-
bis(\m4-1,2-bis(1,2,4-triazol-4-yl)ethane)-trizinc(II) 0.67(H2O)
;
_chemical_name_common
;
Bis(mu6-benzene-1,3,5-tricarboxylato)-bis(mu4-1,2-bis(1,2,4-
triazol-4-yl)ethane)-trizinc(ii) 0.67(H2O)
;
_chemical_melting_point ?
_chemical_formula_moiety 'C24 H14 N6 O12 Zn3, 0.33(H2 O2)'
_chemical_formula_sum 'C24 H14.66 N6 O12.66 Zn3'
_chemical_formula_weight 785.92
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'
Zn Zn 0.2839 1.4301 '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
_space_group_name_Hall '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 8.5489(3)
_cell_length_b 8.9997(4)
_cell_length_c 9.6016(7)
_cell_angle_alpha 100.890(3)
_cell_angle_beta 104.282(3)
_cell_angle_gamma 115.281(2)
_cell_volume 609.73(6)
_cell_formula_units_Z 1
_cell_measurement_temperature 203(2)
_cell_measurement_reflns_used 3879
_cell_measurement_theta_min 2.65
_cell_measurement_theta_max 29.23
_exptl_crystal_description parallelepiped
_exptl_crystal_colour colorless
_exptl_crystal_size_max 0.35
_exptl_crystal_size_mid 0.18
_exptl_crystal_size_min 0.03
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 2.140
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 392
_exptl_absorpt_coefficient_mu 3.017
_exptl_absorpt_correction_type Multi-scan
_exptl_absorpt_correction_T_min 0.4182
_exptl_absorpt_correction_T_max 0.9149
_exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 203(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 'Bruker APEX II CCD area detector'
_diffrn_measurement_method '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 16073
_diffrn_reflns_av_R_equivalents 0.0529
_diffrn_reflns_av_sigmaI/netI 0.0406
_diffrn_reflns_limit_h_min -11
_diffrn_reflns_limit_h_max 11
_diffrn_reflns_limit_k_min -11
_diffrn_reflns_limit_k_max 11
_diffrn_reflns_limit_l_min -12
_diffrn_reflns_limit_l_max 12
_diffrn_reflns_theta_min 2.32
_diffrn_reflns_theta_max 27.85
_reflns_number_total 2858
_reflns_number_gt 2292
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'APEX2 (Bruker, 2006)'
_computing_cell_refinement 'SAINT (Bruker, 2006)'
_computing_data_reduction SAINT
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics ?
_computing_publication_material ?
_publ_section_references
;
Bruker (2006). APEX2 (Version 2.1-0) and SAINT.
Bruker Analytical X-ray Systems, Madison, Wisconsin, USA.
Crystal Impact (2006). DIAMOND. Version 3.1e. Crystal Impact GbR, Bonn,
Germany.
Sheldrick, G. M. (1996). SADABS. University of G\"ottingen, Germany.
Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of
G\"ottingen, Germany.
;
_publ_section_exptl_refinement
;
H atoms on carbon were positioned geometrically (C---H = 0.98 \%A for CH2,
0.94 \%A for aromatic CH) and refined using a
riding model (AFIX 23, 43, respectively), with U~iso~(H) = 1.2U~eq~(C).
One hydrogen atoms on the partly occupied crystal water molecule was found
and refined with U~iso~(H) = 1.5U~eq~(O).
;
_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^)+(0.0398P)^2^+0.3825P] 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 mixed
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 2858
_refine_ls_number_parameters 217
_refine_ls_number_restraints 5
_refine_ls_R_factor_all 0.0464
_refine_ls_R_factor_gt 0.0318
_refine_ls_wR_factor_ref 0.0779
_refine_ls_wR_factor_gt 0.0726
_refine_ls_goodness_of_fit_ref 1.027
_refine_ls_restrained_S_all 1.035
_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
Zn1 Zn 0.40147(4) 0.13270(4) 0.64819(4) 0.01198(10) Uani 1 1 d . . .
Zn2 Zn 0.5000 0.5000 1.0000 0.01102(12) Uani 1 2 d S . .
O11 O 0.2416(3) -0.0009(3) 0.7470(2) 0.0150(4) Uani 1 1 d . . .
O12 O 0.3429(3) 0.2406(3) 0.9744(2) 0.0171(4) Uani 1 1 d . . .
O13 O 0.4858(3) 0.0263(3) 1.3658(2) 0.0156(4) Uani 1 1 d . . .
O14 O 0.2319(3) -0.0213(3) 1.4142(2) 0.0160(4) Uani 1 1 d . . .
O15 O -0.3606(3) -0.6069(3) 0.8873(2) 0.0161(4) Uani 1 1 d . . .
O16 O -0.3372(3) -0.6165(3) 0.6793(2) 0.0205(5) Uani 1 1 d . . .
C11 C 0.1713(4) -0.0612(4) 0.9408(3) 0.0131(6) Uani 1 1 d . . .
C12 C 0.2704(4) 0.0014(4) 1.0941(3) 0.0139(6) Uani 1 1 d D . .
H12 H 0.3807 0.1094 1.1452 0.017 Uiso 1 1 calc R . .
C13 C 0.1939(4) -0.1057(4) 1.1596(3) 0.0129(6) Uani 1 1 d D . .
C14 C 0.0161(4) -0.2777(4) 1.0704(3) 0.0132(6) Uani 1 1 d . . .
H14 H -0.0333 -0.3468 1.1275 0.016 Uiso 1 1 calc R . .
C15 C -0.0812(4) -0.3443(4) 0.9164(3) 0.0122(6) Uani 1 1 d D . .
C16 C -0.0031(4) -0.2365(4) 0.8514(3) 0.0127(6) Uani 1 1 d D . .
H16 H -0.0561 -0.2675 0.7450 0.015 Uiso 1 1 calc R . .
C17 C 0.2586(4) 0.0696(4) 0.8813(3) 0.0122(6) Uani 1 1 d . . .
C18 C 0.3111(4) -0.0308(4) 1.3260(3) 0.0132(6) Uani 1 1 d . . .
C19 C -0.2699(4) -0.5318(4) 0.8212(3) 0.0134(6) Uani 1 1 d D . .
N2 N 0.3139(3) 0.4324(3) 0.7835(3) 0.0139(5) Uani 1 1 d D . .
N1 N 0.2626(3) 0.2799(3) 0.6520(3) 0.0141(5) Uani 1 1 d D . .
N3 N 0.0950(3) 0.3946(3) 0.5961(3) 0.0138(5) Uani 1 1 d . . .
C1 C 0.1313(4) 0.2592(4) 0.5416(3) 0.0146(6) Uani 1 1 d . . .
H1 H 0.0706 0.1731 0.4445 0.018 Uiso 1 1 calc R . .
C2 C 0.2134(4) 0.5003(4) 0.7471(3) 0.0156(6) Uani 1 1 d . . .
H2 H 0.2175 0.5983 0.8072 0.019 Uiso 1 1 calc R . .
C3 C -0.0498(4) 0.4154(4) 0.5106(3) 0.0155(6) Uani 1 1 d . . .
H3A H -0.1306 0.4183 0.5666 0.019 Uiso 1 1 calc R . .
H3B H -0.1253 0.3207 0.4123 0.019 Uiso 1 1 calc R . .
O3 O 0.4765(19) 0.4006(16) 0.4162(12) 0.073(3) Uani 0.33 1 d PD . .
H3 H 0.54(3) 0.46(2) 0.513(9) 0.110 Uiso 0.33 1 d PD . .
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
Zn1 0.01333(17) 0.01571(18) 0.01137(18) 0.00945(14) 0.00559(13) 0.00840(14)
Zn2 0.0140(2) 0.0133(2) 0.0092(2) 0.00863(19) 0.00518(18) 0.00721(19)
O11 0.0189(10) 0.0183(10) 0.0118(10) 0.0114(9) 0.0088(9) 0.0083(9)
O12 0.0244(11) 0.0155(10) 0.0169(11) 0.0133(9) 0.0123(9) 0.0089(9)
O13 0.0158(10) 0.0222(11) 0.0165(11) 0.0137(9) 0.0076(9) 0.0120(9)
O14 0.0187(10) 0.0276(12) 0.0102(10) 0.0127(9) 0.0085(9) 0.0143(9)
O15 0.0167(10) 0.0191(11) 0.0220(11) 0.0155(10) 0.0119(9) 0.0109(9)
O16 0.0184(10) 0.0247(12) 0.0139(11) 0.0071(10) 0.0069(9) 0.0063(9)
C11 0.0174(13) 0.0146(14) 0.0138(14) 0.0101(12) 0.0090(12) 0.0095(12)
C12 0.0140(13) 0.0132(14) 0.0149(15) 0.0085(12) 0.0064(12) 0.0049(11)
C13 0.0140(13) 0.0184(15) 0.0109(14) 0.0086(12) 0.0064(11) 0.0094(12)
C14 0.0152(13) 0.0180(14) 0.0152(14) 0.0131(12) 0.0104(12) 0.0100(12)
C15 0.0124(12) 0.0132(14) 0.0138(14) 0.0074(12) 0.0060(11) 0.0068(11)
C16 0.0146(13) 0.0159(14) 0.0086(13) 0.0052(12) 0.0049(11) 0.0075(12)
C17 0.0107(12) 0.0176(14) 0.0122(14) 0.0103(12) 0.0053(11) 0.0076(11)
C18 0.0173(14) 0.0138(14) 0.0134(14) 0.0088(12) 0.0073(12) 0.0093(12)
C19 0.0129(13) 0.0129(14) 0.0174(15) 0.0087(12) 0.0074(12) 0.0065(11)
N2 0.0174(12) 0.0169(12) 0.0147(12) 0.0117(11) 0.0081(10) 0.0109(10)
N1 0.0177(12) 0.0200(13) 0.0117(12) 0.0116(11) 0.0056(10) 0.0126(11)
N3 0.0152(11) 0.0188(12) 0.0127(12) 0.0114(11) 0.0055(10) 0.0103(10)
C1 0.0193(14) 0.0190(15) 0.0099(14) 0.0091(12) 0.0052(12) 0.0114(12)
C2 0.0207(14) 0.0175(15) 0.0153(15) 0.0099(13) 0.0087(12) 0.0123(12)
C3 0.0145(13) 0.0203(15) 0.0168(15) 0.0117(13) 0.0057(12) 0.0108(12)
O3 0.112(10) 0.075(8) 0.049(6) 0.044(6) 0.028(7) 0.052(7)
_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
Zn1 O11 1.970(2) . ?
Zn1 O13 2.0398(19) 2_657 ?
Zn1 N1 2.124(2) . ?
Zn1 O14 2.138(2) 1_554 ?
Zn1 O16 2.299(2) 1_665 ?
Zn2 O12 2.063(2) . ?
Zn2 O12 2.063(2) 2_667 ?
Zn2 N2 2.070(2) 2_667 ?
Zn2 N2 2.070(2) . ?
Zn2 O15 2.177(2) 2_557 ?
Zn2 O15 2.177(2) 1_665 ?
O11 C17 1.268(3) . ?
O12 C17 1.379(4) . ?
O13 C18 1.277(3) . ?
O13 Zn1 2.0398(19) 2_657 ?
O14 C18 1.220(3) . ?
O14 Zn1 2.138(2) 1_556 ?
O15 C19 1.191(3) . ?
O15 Zn2 2.177(2) 1_445 ?
O16 C19 1.271(4) . ?
O16 Zn1 2.299(2) 1_445 ?
C11 C12 1.366(4) . ?
C11 C17 1.409(4) . ?
C11 C16 1.515(4) . ?
C12 C13 1.282(4) . ?
C12 H12 0.9400 . ?
C13 C18 1.496(4) . ?
C13 C14 1.513(4) . ?
C14 C15 1.367(4) . ?
C14 H14 0.9400 . ?
C15 C16 1.288(4) . ?
C15 C19 1.628(4) . ?
C16 H16 0.9400 . ?
N2 C2 1.271(3) . ?
N2 N1 1.493(3) . ?
N1 C1 1.256(3) . ?
N3 C2 1.401(4) . ?
N3 C3 1.413(3) . ?
N3 C1 1.421(4) . ?
C1 H1 0.9400 . ?
C2 H2 0.9400 . ?
C3 C3 1.477(6) 2_566 ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
O3 H3 0.88(5) . ?
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
O11 Zn1 O13 91.56(8) . 2_657 ?
O11 Zn1 N1 86.04(9) . . ?
O13 Zn1 N1 175.33(9) 2_657 . ?
O11 Zn1 O14 99.79(8) . 1_554 ?
O13 Zn1 O14 84.54(8) 2_657 1_554 ?
N1 Zn1 O14 91.91(8) . 1_554 ?
O11 Zn1 O16 146.56(8) . 1_665 ?
O13 Zn1 O16 96.61(8) 2_657 1_665 ?
N1 Zn1 O16 87.57(9) . 1_665 ?
O14 Zn1 O16 113.22(8) 1_554 1_665 ?
O12 Zn2 O12 180.0 . 2_667 ?
O12 Zn2 N2 95.41(9) . 2_667 ?
O12 Zn2 N2 84.59(9) 2_667 2_667 ?
O12 Zn2 N2 84.59(9) . . ?
O12 Zn2 N2 95.41(9) 2_667 . ?
N2 Zn2 N2 179.999(1) 2_667 . ?
O12 Zn2 O15 99.47(8) . 2_557 ?
O12 Zn2 O15 80.53(8) 2_667 2_557 ?
N2 Zn2 O15 86.45(9) 2_667 2_557 ?
N2 Zn2 O15 93.55(9) . 2_557 ?
O12 Zn2 O15 80.53(8) . 1_665 ?
O12 Zn2 O15 99.47(8) 2_667 1_665 ?
N2 Zn2 O15 93.55(9) 2_667 1_665 ?
N2 Zn2 O15 86.45(9) . 1_665 ?
O15 Zn2 O15 179.998(1) 2_557 1_665 ?
C17 O11 Zn1 121.02(19) . . ?
C17 O12 Zn2 146.51(18) . . ?
C18 O13 Zn1 123.30(18) . 2_657 ?
C18 O14 Zn1 117.41(18) . 1_556 ?
C19 O15 Zn2 121.40(18) . 1_445 ?
C19 O16 Zn1 104.13(18) . 1_445 ?
C12 C11 C17 107.2(3) . . ?
C12 C11 C16 126.7(3) . . ?
C17 C11 C16 126.1(3) . . ?
C13 C12 C11 111.5(3) . . ?
C13 C12 H12 124.3 . . ?
C11 C12 H12 124.3 . . ?
C12 C13 C18 108.6(3) . . ?
C12 C13 C14 121.6(3) . . ?
C18 C13 C14 129.7(2) . . ?
C15 C14 C13 127.5(3) . . ?
C15 C14 H14 116.2 . . ?
C13 C14 H14 116.2 . . ?
C16 C15 C14 110.5(3) . . ?
C16 C15 C19 122.4(3) . . ?
C14 C15 C19 127.1(3) . . ?
C15 C16 C11 122.2(3) . . ?
C15 C16 H16 118.9 . . ?
C11 C16 H16 118.9 . . ?
O11 C17 O12 133.4(3) . . ?
O11 C17 C11 109.4(3) . . ?
O12 C17 C11 117.3(3) . . ?
O14 C18 O13 124.7(3) . . ?
O14 C18 C13 116.5(2) . . ?
O13 C18 C13 118.7(3) . . ?
O15 C19 O16 112.3(3) . . ?
O15 C19 C15 119.3(3) . . ?
O16 C19 C15 128.3(3) . . ?
C2 N2 N1 110.4(2) . . ?
C2 N2 Zn2 125.7(2) . . ?
N1 N2 Zn2 123.52(15) . . ?
C1 N1 N2 109.0(2) . . ?
C1 N1 Zn1 125.6(2) . . ?
N2 N1 Zn1 125.28(15) . . ?
C2 N3 C3 123.7(2) . . ?
C2 N3 C1 112.3(2) . . ?
C3 N3 C1 123.9(2) . . ?
N1 C1 N3 104.7(3) . . ?
N1 C1 H1 127.7 . . ?
N3 C1 H1 127.7 . . ?
N2 C2 N3 103.6(3) . . ?
N2 C2 H2 128.2 . . ?
N3 C2 H2 128.2 . . ?
N3 C3 C3 103.5(3) . 2_566 ?
N3 C3 H3A 111.1 . . ?
C3 C3 H3A 111.1 2_566 . ?
N3 C3 H3B 111.1 . . ?
C3 C3 H3B 111.1 2_566 . ?
H3A C3 H3B 109.0 . . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O3 H3 O3 0.88(5) 1.34(16) 1.98(3) 125(19) 2_666
O3 H3 O16 0.88(5) 2.11(18) 2.704(10) 124(17) 1_665
_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full 27.85
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max 0.617
_refine_diff_density_min -0.475
_refine_diff_density_rms 0.110