# Electronic Supplementary Material (ESI) for Dalton Transactions
# This journal is © The Royal Society of Chemistry 2012
data_global
_journal_name_full 'Dalton Trans.'
_journal_coden_cambridge 0222
_journal_year ?
_journal_volume ?
_journal_page_first ?
_publ_contact_author_email vst-1970@mail.ru
_publ_contact_author_name 'Dr Vladimir Tyurin'
_publ_section_title
;
Synthesis, characterization and
cation-induced dimerization of new aza-crown
ether-appended metalloporphyrins
;
loop_
_publ_author_name
E.Mikhalitsyna
V.Tyurin
I.Zamilatskov
V.Khrustalev
;
I.Beletskaya
;
# Attachment '- CuP3_revised.CIF'
data_CuP,3
_database_code_depnum_ccdc_archive 'CCDC 855624'
#TrackingRef '- CuP3_revised.CIF'
_audit_update_record
;
2012-03-11 # Formatted by publCIF
;
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C52 H67 Cu N5 O4, 0.75(C H Cl3)'
_chemical_formula_sum 'C52.75 H67.75 Cl2.25 Cu N5 O4'
_chemical_formula_weight 979.17
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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 12.769(2)
_cell_length_b 13.437(3)
_cell_length_c 17.341(3)
_cell_angle_alpha 100.068(3)
_cell_angle_beta 91.765(3)
_cell_angle_gamma 115.554(3)
_cell_volume 2624.0(9)
_cell_formula_units_Z 2
_cell_measurement_temperature 173(2)
_cell_measurement_reflns_used 3021
_cell_measurement_theta_min 2.26
_cell_measurement_theta_max 21.43
_exptl_crystal_description prism
_exptl_crystal_colour red-green
_exptl_crystal_size_max 0.24
_exptl_crystal_size_mid 0.22
_exptl_crystal_size_min 0.20
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.239
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1037
_exptl_absorpt_coefficient_mu 0.578
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.874
_exptl_absorpt_correction_T_max 0.893
_exptl_absorpt_process_details 'SADABS (Sheldrick, 2003)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 173(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'
_diffrn_measurement_method '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number 20935
_diffrn_reflns_av_R_equivalents 0.0543
_diffrn_reflns_av_sigmaI/netI 0.0830
_diffrn_reflns_limit_h_min -15
_diffrn_reflns_limit_h_max 15
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_k_max 15
_diffrn_reflns_limit_l_min -20
_diffrn_reflns_limit_l_max 20
_diffrn_reflns_theta_min 2.97
_diffrn_reflns_theta_max 25.00
_reflns_number_total 9114
_reflns_number_gt 5257
_reflns_threshold_expression I>2\s(I)
_computing_data_collection 'APEX2 (Bruker, 2005)'
_computing_cell_refinement 'SAINTPlus, v. 6.2 (Bruker, 2001)'
_computing_data_reduction 'SAINTPlus, v. 6.2 (Bruker, 2001)'
_computing_structure_solution 'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXTL (Sheldrick, 2008)'
_computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)'
_computing_publication_material '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.
The 19 least-squares restraints were used to fit the usual conformation for
the terminal pentyl substituents [the C~pyrrol~---CH~2~ distances were
constrained at 1.500 \%A (2 restraints) and the other C~sp~^3^-C~sp~^3^
distances were constrained at 1.515 \%A (8 restraints)] and for the solvate
chloroform molecule [the C---Cl distances were constrained at 1.780 \%A (3
restraints)] as well as to fix the rigid geometry for the terminal methyl
groups [the C~pyrrol~---C~methyl~ distances are constrained at1.500 \%A (6
restraints)]. Moreover, the anisotropic displacement parameters for the carbon
atoms of the methyl and pentyl fragments and the chlorine atoms of the solvate
chloroform molecule have been defined as equivalent, respectively. It was
necessary to increase the data-to-parameter ratio due to the low quality of
the crystal.
;
_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^)+(0.08P)^2^+8P] 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 9114
_refine_ls_number_parameters 519
_refine_ls_number_restraints 19
_refine_ls_R_factor_all 0.1439
_refine_ls_R_factor_gt 0.0851
_refine_ls_wR_factor_ref 0.2262
_refine_ls_wR_factor_gt 0.1936
_refine_ls_goodness_of_fit_ref 1.000
_refine_ls_restrained_S_all 1.000
_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
Cu1 Cu 0.17365(4) 0.14549(4) 0.88526(3) 0.03955(13) Uani 1 1 d . . .
O1 O 1.0799(3) 0.6918(3) 1.23066(19) 0.0696(11) Uani 1 1 d . . .
O2 O 1.0722(3) 0.6961(3) 1.3970(2) 0.0808(12) Uani 1 1 d . . .
O3 O 1.0461(3) 0.4729(3) 1.39083(19) 0.0711(11) Uani 1 1 d . . .
O4 O 0.9980(3) 0.3374(3) 1.22256(17) 0.0581(9) Uani 1 1 d . . .
N1 N 0.3285(3) 0.1919(3) 0.8420(2) 0.0468(10) Uani 1 1 d . . .
N2 N 0.2586(2) 0.2342(2) 0.99164(18) 0.0357(8) Uani 1 1 d . . .
N3 N 0.0192(3) 0.1005(3) 0.92741(19) 0.0383(9) Uani 1 1 d . . .
N4 N 0.0878(3) 0.0546(3) 0.77832(19) 0.0431(9) Uani 1 1 d . . .
N5 N 0.9424(3) 0.5071(3) 1.0987(2) 0.0442(9) Uani 1 1 d . . .
C1 C 0.3427(4) 0.1644(5) 0.7655(3) 0.0627(15) Uani 1 1 d . . .
C2 C 0.4643(3) 0.2122(5) 0.75508(18) 0.0769(19) Uani 1 1 d D . .
C3 C 0.5249(2) 0.2681(4) 0.8270(3) 0.0580(14) Uani 1 1 d D . .
C4 C 0.4387(3) 0.2558(3) 0.8820(2) 0.0415(11) Uani 1 1 d . . .
C5 C 0.4635(3) 0.3006(3) 0.9639(2) 0.0383(10) Uani 1 1 d . . .
C6 C 0.3782(3) 0.2929(3) 1.0149(2) 0.0361(10) Uani 1 1 d . . .
C7 C 0.4006(2) 0.3440(3) 1.0982(2) 0.0438(11) Uani 1 1 d D . .
C8 C 0.2941(3) 0.3176(3) 1.12407(15) 0.0413(11) Uani 1 1 d D . .
C9 C 0.2080(3) 0.2491(3) 1.0576(2) 0.0387(10) Uani 1 1 d . . .
C10 C 0.0889(3) 0.2040(3) 1.0632(2) 0.0417(11) Uani 1 1 d . . .
H10 H 0.0653 0.2235 1.1127 0.050 Uiso 1 1 calc R . .
C11 C 0.0007(3) 0.1325(3) 1.0022(2) 0.0374(10) Uani 1 1 d . . .
C12 C -0.1229(3) 0.0830(3) 1.01130(16) 0.0418(11) Uani 1 1 d D . .
C13 C -0.17925(19) 0.0195(3) 0.9392(3) 0.0433(11) Uani 1 1 d D . .
C14 C -0.0910(3) 0.0300(3) 0.8878(3) 0.0414(11) Uani 1 1 d . . .
C15 C -0.1131(3) -0.0241(3) 0.8097(3) 0.0463(12) Uani 1 1 d . . .
H15 H -0.1922 -0.0737 0.7896 0.056 Uiso 1 1 calc R . .
C16 C -0.0302(3) -0.0126(3) 0.7580(3) 0.0458(12) Uani 1 1 d . . .
C17 C -0.0544(2) -0.0661(3) 0.6750(2) 0.0518(12) Uani 1 1 d D . .
C18 C 0.0491(3) -0.0312(4) 0.64592(16) 0.0575(13) Uani 1 1 d D . .
C19 C 0.1362(4) 0.0432(4) 0.7106(3) 0.0551(13) Uani 1 1 d . . .
C20 C 0.2565(4) 0.0963(5) 0.7044(3) 0.0737(17) Uani 1 1 d . . .
H20 H 0.2803 0.0841 0.6537 0.088 Uiso 1 1 calc R . .
C21 C 0.5089(4) 0.1976(5) 0.67687(19) 0.0710(7) Uani 1 1 d D . .
H21A H 0.5291 0.1344 0.6709 0.107 Uiso 1 1 calc R . .
H21B H 0.5786 0.2668 0.6742 0.107 Uiso 1 1 calc R . .
H21C H 0.4482 0.1823 0.6344 0.107 Uiso 1 1 calc R . .
C22 C 0.6560(2) 0.3280(5) 0.8410(3) 0.0710(7) Uani 1 1 d D . .
H22A H 0.6882 0.3056 0.7942 0.107 Uiso 1 1 calc R . .
H22B H 0.6834 0.3077 0.8865 0.107 Uiso 1 1 calc R . .
H22C H 0.6820 0.4097 0.8513 0.107 Uiso 1 1 calc R . .
C23 C 0.5886(3) 0.3562(3) 0.9993(2) 0.0377(10) Uani 1 1 d . . .
C24 C 0.6593(3) 0.4696(3) 1.0071(3) 0.0460(12) Uani 1 1 d . . .
H24 H 0.6272 0.5147 0.9893 0.055 Uiso 1 1 calc R . .
C25 C 0.7749(3) 0.5210(3) 1.0398(3) 0.0459(12) Uani 1 1 d . . .
H25 H 0.8205 0.5996 1.0434 0.055 Uiso 1 1 calc R . .
C26 C 0.8249(3) 0.4582(3) 1.0674(2) 0.0378(10) Uani 1 1 d . . .
C27 C 0.7533(3) 0.3433(3) 1.0614(3) 0.0445(11) Uani 1 1 d . . .
H27 H 0.7841 0.2984 1.0811 0.053 Uiso 1 1 calc R . .
C28 C 0.6378(3) 0.2936(3) 1.0272(3) 0.0440(11) Uani 1 1 d . . .
H28 H 0.5915 0.2149 1.0229 0.053 Uiso 1 1 calc R . .
C29 C 1.0195(4) 0.6199(4) 1.0935(3) 0.0495(12) Uani 1 1 d . . .
H29A H 0.9915 0.6361 1.0455 0.059 Uiso 1 1 calc R . .
H29B H 1.0978 0.6240 1.0864 0.059 Uiso 1 1 calc R . .
C30 C 1.0323(5) 0.7094(4) 1.1615(3) 0.0657(16) Uani 1 1 d . . .
H30A H 1.0847 0.7842 1.1512 0.079 Uiso 1 1 calc R . .
H30B H 0.9551 0.7076 1.1694 0.079 Uiso 1 1 calc R . .
C31 C 1.1237(6) 0.7873(5) 1.2909(3) 0.086(2) Uani 1 1 d . . .
H31A H 1.0615 0.8108 1.3035 0.103 Uiso 1 1 calc R . .
H31B H 1.1884 0.8500 1.2739 0.103 Uiso 1 1 calc R . .
C32 C 1.1680(5) 0.7611(6) 1.3636(3) 0.094(2) Uani 1 1 d . . .
H32A H 1.2149 0.7198 1.3486 0.112 Uiso 1 1 calc R . .
H32B H 1.2181 0.8319 1.4017 0.112 Uiso 1 1 calc R . .
C33 C 1.1043(6) 0.6597(5) 1.4615(3) 0.087(2) Uani 1 1 d . . .
H33A H 1.0378 0.6350 1.4931 0.104 Uiso 1 1 calc R . .
H33B H 1.1706 0.7250 1.4954 0.104 Uiso 1 1 calc R . .
C34 C 1.1389(5) 0.5646(5) 1.4400(3) 0.090(2) Uani 1 1 d . . .
H34A H 1.2097 0.5897 1.4124 0.108 Uiso 1 1 calc R . .
H34B H 1.1565 0.5421 1.4883 0.108 Uiso 1 1 calc R . .
C35 C 1.0683(4) 0.3800(5) 1.3620(3) 0.0723(15) Uani 1 1 d . . .
H35A H 1.0675 0.3397 1.4047 0.087 Uiso 1 1 calc R . .
H35B H 1.1465 0.4066 1.3434 0.087 Uiso 1 1 calc R . .
C36 C 0.9761(5) 0.3013(4) 1.2948(3) 0.0666(15) Uani 1 1 d . . .
H36A H 0.9725 0.2252 1.2886 0.080 Uiso 1 1 calc R . .
H36B H 0.8990 0.2955 1.3079 0.080 Uiso 1 1 calc R . .
C37 C 0.9620(4) 0.4193(4) 1.2096(2) 0.0488(12) Uani 1 1 d . . .
H37A H 1.0042 0.4899 1.2497 0.059 Uiso 1 1 calc R . .
H37B H 0.8770 0.3916 1.2125 0.059 Uiso 1 1 calc R . .
C38 C 0.9908(3) 0.4396(3) 1.1275(2) 0.0429(11) Uani 1 1 d . . .
H38A H 1.0768 0.4775 1.1285 0.051 Uiso 1 1 calc R . .
H38B H 0.9610 0.3658 1.0903 0.051 Uiso 1 1 calc R . .
C39 C 0.5131(3) 0.4162(5) 1.1511(3) 0.0710(7) Uani 1 1 d D . .
H39A H 0.4971 0.4244 1.2061 0.107 Uiso 1 1 calc R . .
H39B H 0.5498 0.4908 1.1377 0.107 Uiso 1 1 calc R . .
H39C H 0.5659 0.3807 1.1440 0.107 Uiso 1 1 calc R . .
C40 C 0.2682(4) 0.3516(5) 1.20563(18) 0.0710(7) Uani 1 1 d D . .
H40A H 0.3303 0.3597 1.2444 0.107 Uiso 1 1 calc R . .
H40B H 0.1932 0.2937 1.2149 0.107 Uiso 1 1 calc R . .
H40C H 0.2643 0.4237 1.2108 0.107 Uiso 1 1 calc R . .
C41 C -0.1745(3) 0.0961(5) 1.08678(19) 0.0710(7) Uani 1 1 d D . .
H41A H -0.2582 0.0442 1.0789 0.107 Uiso 1 1 calc R . .
H41B H -0.1640 0.1739 1.1024 0.107 Uiso 1 1 calc R . .
H41C H -0.1352 0.0789 1.1283 0.107 Uiso 1 1 calc R . .
C42 C -0.30866(19) -0.0421(2) 0.9153(3) 0.0543(9) Uani 1 1 d D . .
H42A H -0.3485 -0.0683 0.9611 0.065 Uiso 1 1 calc R . .
H42B H -0.3266 -0.1093 0.8733 0.065 Uiso 1 1 calc R . .
C43 C -0.3545(2) 0.0330(3) 0.8855(4) 0.0968(12) Uani 1 1 d D . .
H43A H -0.3341 0.1007 0.9276 0.116 Uiso 1 1 calc R . .
H43B H -0.3137 0.0586 0.8400 0.116 Uiso 1 1 calc R . .
C44 C -0.4850(2) -0.0211(4) 0.8606(2) 0.0968(12) Uani 1 1 d D . .
H44A H -0.5264 -0.0594 0.9021 0.116 Uiso 1 1 calc R . .
H44B H -0.5092 0.0385 0.8556 0.116 Uiso 1 1 calc R . .
C45 C -0.5207(2) -0.1058(4) 0.7832(2) 0.0968(12) Uani 1 1 d D . .
H45A H -0.5062 -0.1704 0.7904 0.116 Uiso 1 1 calc R . .
H45B H -0.4712 -0.0702 0.7436 0.116 Uiso 1 1 calc R . .
C46 C -0.6480(3) -0.1492(6) 0.7517(4) 0.0968(12) Uani 1 1 d D . .
H46A H -0.6674 -0.2080 0.7040 0.145 Uiso 1 1 calc R . .
H46B H -0.6613 -0.0870 0.7391 0.145 Uiso 1 1 calc R . .
H46C H -0.6975 -0.1807 0.7918 0.145 Uiso 1 1 calc R . .
C47 C -0.1738(2) -0.1446(2) 0.6326(2) 0.0543(9) Uani 1 1 d D . .
H47A H -0.2167 -0.1986 0.6658 0.065 Uiso 1 1 calc R . .
H47B H -0.1654 -0.1884 0.5830 0.065 Uiso 1 1 calc R . .
C48 C -0.2454(2) -0.0850(3) 0.6132(3) 0.0989(12) Uani 1 1 d D . .
H48A H -0.2483 -0.0368 0.6624 0.119 Uiso 1 1 calc R . .
H48B H -0.2046 -0.0349 0.5771 0.119 Uiso 1 1 calc R . .
C49 C -0.3694(2) -0.1620(3) 0.5754(3) 0.0989(12) Uani 1 1 d D . .
H49A H -0.4107 -0.2121 0.6113 0.119 Uiso 1 1 calc R . .
H49B H -0.3670 -0.2102 0.5260 0.119 Uiso 1 1 calc R . .
C50 C -0.4385(2) -0.0997(3) 0.5567(4) 0.0989(12) Uani 1 1 d D . .
H50A H -0.4316 -0.0436 0.6044 0.119 Uiso 1 1 calc R . .
H50B H -0.4037 -0.0581 0.5150 0.119 Uiso 1 1 calc R . .
C51 C -0.5670(3) -0.1764(5) 0.5296(4) 0.0989(12) Uani 1 1 d D . .
H51A H -0.6079 -0.1306 0.5234 0.148 Uiso 1 1 calc R . .
H51B H -0.6009 -0.2219 0.5688 0.148 Uiso 1 1 calc R . .
H51C H -0.5751 -0.2262 0.4789 0.148 Uiso 1 1 calc R . .
C52 C 0.0746(4) -0.0630(5) 0.56386(19) 0.0710(7) Uani 1 1 d D . .
H52A H 0.0023 -0.1204 0.5318 0.107 Uiso 1 1 calc R . .
H52B H 0.1319 -0.0931 0.5657 0.107 Uiso 1 1 calc R . .
H52C H 0.1062 0.0039 0.5404 0.107 Uiso 1 1 calc R . .
Cl1 Cl 0.7903(2) 0.6595(3) 0.43160(15) 0.1461(7) Uani 0.75 1 d PD . .
Cl2 Cl 0.7158(2) 0.4401(2) 0.33447(19) 0.1461(7) Uani 0.75 1 d PD . .
Cl3 Cl 0.7674(2) 0.6293(3) 0.26286(15) 0.1461(7) Uani 0.75 1 d PD . .
C53 C 0.8117(4) 0.5851(2) 0.34321(16) 0.114(4) Uani 0.75 1 d PD . .
H53 H 0.8950 0.5981 0.3434 0.137 Uiso 0.75 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
Cu1 0.0324(2) 0.0459(2) 0.0406(3) 0.0042(2) 0.00031(19) 0.01974(18)
O1 0.089(2) 0.0482(17) 0.056(2) -0.0005(15) -0.0149(17) 0.0210(16)
O2 0.086(2) 0.095(2) 0.057(2) 0.0086(18) 0.0123(18) 0.0387(19)
O3 0.0782(19) 0.091(2) 0.0463(19) 0.0012(16) -0.0046(16) 0.0451(17)
O4 0.0747(16) 0.0698(17) 0.0451(17) 0.0090(14) 0.0014(14) 0.0476(14)
N1 0.0327(15) 0.065(2) 0.0398(19) 0.0030(16) 0.0028(14) 0.0220(15)
N2 0.0342(14) 0.0398(15) 0.0379(17) 0.0058(13) 0.0031(13) 0.0216(12)
N3 0.0350(15) 0.0364(16) 0.0430(19) 0.0064(14) -0.0009(14) 0.0164(13)
N4 0.0385(15) 0.0532(18) 0.0410(19) 0.0046(15) 0.0002(14) 0.0259(14)
N5 0.0333(15) 0.0488(18) 0.0434(19) 0.0030(15) -0.0038(14) 0.0148(14)
C1 0.042(2) 0.100(3) 0.040(3) -0.001(2) 0.0039(19) 0.032(2)
C2 0.043(2) 0.127(4) 0.048(3) 0.002(3) 0.010(2) 0.032(3)
C3 0.040(2) 0.085(3) 0.048(3) 0.009(2) 0.0102(19) 0.029(2)
C4 0.0371(18) 0.047(2) 0.044(2) 0.0102(17) 0.0045(17) 0.0222(16)
C5 0.0291(16) 0.0414(19) 0.049(2) 0.0101(17) 0.0020(16) 0.0194(15)
C6 0.0361(17) 0.0371(18) 0.038(2) 0.0066(16) -0.0002(16) 0.0193(15)
C7 0.0398(19) 0.046(2) 0.048(2) 0.0051(18) -0.0035(18) 0.0226(16)
C8 0.0436(19) 0.047(2) 0.037(2) 0.0062(17) 0.0024(17) 0.0248(16)
C9 0.0398(18) 0.0361(18) 0.045(2) 0.0121(16) 0.0016(17) 0.0201(15)
C10 0.0374(18) 0.045(2) 0.046(2) 0.0130(17) 0.0067(17) 0.0200(16)
C11 0.0345(17) 0.0360(18) 0.048(2) 0.0153(16) 0.0053(17) 0.0188(15)
C12 0.0408(19) 0.0337(18) 0.056(3) 0.0132(17) 0.0087(18) 0.0199(15)
C13 0.0387(18) 0.0368(19) 0.059(3) 0.0118(18) 0.0055(19) 0.0206(16)
C14 0.0359(18) 0.0374(19) 0.054(2) 0.0099(18) 0.0028(18) 0.0192(15)
C15 0.0342(19) 0.038(2) 0.059(3) 0.0062(19) -0.0064(19) 0.0110(17)
C16 0.0399(19) 0.045(2) 0.052(3) 0.0053(19) -0.0032(19) 0.0212(17)
C17 0.055(2) 0.049(2) 0.050(3) -0.002(2) -0.008(2) 0.0274(19)
C18 0.054(2) 0.069(3) 0.050(3) -0.002(2) -0.001(2) 0.033(2)
C19 0.042(2) 0.077(3) 0.043(3) -0.003(2) -0.0029(19) 0.030(2)
C20 0.056(2) 0.116(4) 0.046(3) -0.001(3) 0.006(2) 0.042(3)
C21 0.0509(10) 0.0967(15) 0.0529(12) 0.0000(11) 0.0038(9) 0.0271(10)
C22 0.0509(10) 0.0967(15) 0.0529(12) 0.0000(11) 0.0038(9) 0.0271(10)
C23 0.0338(17) 0.0351(19) 0.044(2) 0.0086(17) 0.0057(17) 0.0148(15)
C24 0.0392(19) 0.043(2) 0.057(3) 0.0106(19) -0.0003(19) 0.0193(17)
C25 0.039(2) 0.039(2) 0.055(3) 0.0106(19) 0.0018(19) 0.0137(17)
C26 0.0334(18) 0.0395(19) 0.039(2) 0.0077(16) 0.0016(16) 0.0148(16)
C27 0.0360(18) 0.046(2) 0.057(3) 0.0153(19) 0.0003(18) 0.0221(16)
C28 0.0352(19) 0.037(2) 0.059(3) 0.0126(18) 0.0008(18) 0.0140(16)
C29 0.0340(19) 0.056(2) 0.053(3) 0.021(2) 0.0061(18) 0.0111(18)
C30 0.071(3) 0.053(3) 0.061(3) 0.013(2) -0.010(2) 0.017(2)
C31 0.106(4) 0.072(3) 0.059(3) -0.003(3) -0.008(3) 0.027(3)
C32 0.079(4) 0.111(5) 0.060(4) -0.007(3) -0.004(3) 0.024(3)
C33 0.102(4) 0.097(4) 0.053(3) 0.009(3) -0.003(3) 0.039(3)
C34 0.095(4) 0.109(4) 0.056(3) 0.010(3) -0.019(3) 0.041(3)
C35 0.088(3) 0.111(3) 0.045(3) 0.017(2) 0.008(2) 0.068(3)
C36 0.085(3) 0.063(3) 0.056(3) 0.014(2) 0.001(3) 0.037(2)
C37 0.050(2) 0.056(2) 0.045(2) 0.0027(19) -0.0003(19) 0.0313(18)
C38 0.0326(17) 0.055(2) 0.042(2) 0.0017(18) -0.0004(17) 0.0231(16)
C39 0.0509(10) 0.0967(15) 0.0529(12) 0.0000(11) 0.0038(9) 0.0271(10)
C40 0.0509(10) 0.0967(15) 0.0529(12) 0.0000(11) 0.0038(9) 0.0271(10)
C41 0.0509(10) 0.0967(15) 0.0529(12) 0.0000(11) 0.0038(9) 0.0271(10)
C42 0.0454(15) 0.0545(17) 0.059(2) 0.0084(15) -0.0004(15) 0.0203(14)
C43 0.0552(15) 0.120(2) 0.102(2) 0.0222(19) 0.0055(16) 0.0275(16)
C44 0.0552(15) 0.120(2) 0.102(2) 0.0222(19) 0.0055(16) 0.0275(16)
C45 0.0552(15) 0.120(2) 0.102(2) 0.0222(19) 0.0055(16) 0.0275(16)
C46 0.0552(15) 0.120(2) 0.102(2) 0.0222(19) 0.0055(16) 0.0275(16)
C47 0.0454(15) 0.0545(17) 0.059(2) 0.0084(15) -0.0004(15) 0.0203(14)
C48 0.0650(16) 0.143(3) 0.076(2) 0.0132(19) -0.0125(15) 0.0389(17)
C49 0.0650(16) 0.143(3) 0.076(2) 0.0132(19) -0.0125(15) 0.0389(17)
C50 0.0650(16) 0.143(3) 0.076(2) 0.0132(19) -0.0125(15) 0.0389(17)
C51 0.0650(16) 0.143(3) 0.076(2) 0.0132(19) -0.0125(15) 0.0389(17)
C52 0.0509(10) 0.0967(15) 0.0529(12) 0.0000(11) 0.0038(9) 0.0271(10)
Cl1 0.1134(11) 0.1791(16) 0.1174(13) -0.0044(11) -0.0015(10) 0.0531(11)
Cl2 0.1134(11) 0.1791(16) 0.1174(13) -0.0044(11) -0.0015(10) 0.0531(11)
Cl3 0.1134(11) 0.1791(16) 0.1174(13) -0.0044(11) -0.0015(10) 0.0531(11)
C53 0.076(5) 0.162(8) 0.073(5) -0.033(5) -0.018(4) 0.047(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
Cu1 N2 1.998(3) . ?
Cu1 N3 2.001(3) . ?
Cu1 N1 2.013(3) . ?
Cu1 N4 2.015(3) . ?
O1 C31 1.387(6) . ?
O1 C30 1.428(6) . ?
O2 C32 1.377(7) . ?
O2 C33 1.411(7) . ?
O3 C34 1.399(6) . ?
O3 C35 1.408(7) . ?
O4 C37 1.410(6) . ?
O4 C36 1.414(6) . ?
N1 C1 1.354(6) . ?
N1 C4 1.374(5) . ?
N2 C9 1.358(5) . ?
N2 C6 1.389(4) . ?
N3 C11 1.355(5) . ?
N3 C14 1.383(4) . ?
N4 C19 1.359(6) . ?
N4 C16 1.375(5) . ?
N5 C26 1.397(5) . ?
N5 C29 1.429(5) . ?
N5 C38 1.441(6) . ?
C1 C20 1.375(6) . ?
C1 C2 1.433(6) . ?
C2 C3 1.353(5) . ?
C2 C21 1.501(3) . ?
C3 C4 1.453(5) . ?
C3 C22 1.501(3) . ?
C4 C5 1.410(6) . ?
C5 C6 1.404(5) . ?
C5 C23 1.495(5) . ?
C6 C7 1.448(5) . ?
C7 C8 1.362(5) . ?
C7 C39 1.501(3) . ?
C8 C9 1.436(5) . ?
C8 C40 1.500(3) . ?
C9 C10 1.387(5) . ?
C10 C11 1.395(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.451(5) . ?
C12 C13 1.360(5) . ?
C12 C41 1.501(3) . ?
C13 C14 1.434(5) . ?
C13 C42 1.499(2) . ?
C14 C15 1.377(6) . ?
C15 C16 1.383(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.451(6) . ?
C17 C18 1.346(5) . ?
C17 C47 1.500(2) . ?
C18 C19 1.437(5) . ?
C18 C52 1.500(3) . ?
C19 C20 1.403(6) . ?
C20 H20 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.374(5) . ?
C23 C28 1.385(6) . ?
C24 C25 1.382(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.392(6) . ?
C25 H25 0.9500 . ?
C26 C27 1.396(5) . ?
C27 C28 1.390(5) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C29 C30 1.479(7) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.522(9) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.517(10) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.508(7) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 C38 1.522(6) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 C43 1.517(3) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 C44 1.514(3) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C44 C45 1.512(3) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C45 C46 1.514(3) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C47 C48 1.515(3) . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C48 C49 1.514(2) . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C49 C50 1.516(3) . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C50 C51 1.516(3) . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
Cl1 C53 1.775(3) . ?
Cl2 C53 1.773(3) . ?
Cl3 C53 1.774(3) . ?
C53 H53 1.0000 . ?
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 Cu1 N3 91.21(12) . . ?
N2 Cu1 N1 89.07(13) . . ?
N3 Cu1 N1 179.29(16) . . ?
N2 Cu1 N4 179.42(15) . . ?
N3 Cu1 N4 88.70(13) . . ?
N1 Cu1 N4 91.03(13) . . ?
C31 O1 C30 112.1(4) . . ?
C32 O2 C33 111.9(5) . . ?
C34 O3 C35 115.1(4) . . ?
C37 O4 C36 116.6(4) . . ?
C1 N1 C4 106.5(3) . . ?
C1 N1 Cu1 125.2(3) . . ?
C4 N1 Cu1 128.3(3) . . ?
C9 N2 C6 105.3(3) . . ?
C9 N2 Cu1 125.7(2) . . ?
C6 N2 Cu1 129.0(3) . . ?
C11 N3 C14 105.0(3) . . ?
C11 N3 Cu1 126.8(2) . . ?
C14 N3 Cu1 128.2(3) . . ?
C19 N4 C16 104.9(3) . . ?
C19 N4 Cu1 126.7(3) . . ?
C16 N4 Cu1 128.4(3) . . ?
C26 N5 C29 120.7(4) . . ?
C26 N5 C38 120.1(3) . . ?
C29 N5 C38 118.7(3) . . ?
N1 C1 C20 127.0(4) . . ?
N1 C1 C2 110.6(3) . . ?
C20 C1 C2 122.4(4) . . ?
C3 C2 C1 107.1(3) . . ?
C3 C2 C21 129.3(3) . . ?
C1 C2 C21 123.6(3) . . ?
C2 C3 C4 106.4(3) . . ?
C2 C3 C22 123.2(4) . . ?
C4 C3 C22 130.3(4) . . ?
N1 C4 C5 124.9(4) . . ?
N1 C4 C3 109.4(3) . . ?
C5 C4 C3 125.7(3) . . ?
C6 C5 C4 124.4(3) . . ?
C6 C5 C23 117.8(3) . . ?
C4 C5 C23 117.8(3) . . ?
N2 C6 C5 124.0(3) . . ?
N2 C6 C7 110.1(3) . . ?
C5 C6 C7 125.9(3) . . ?
C8 C7 C6 106.4(2) . . ?
C8 C7 C39 122.5(3) . . ?
C6 C7 C39 131.1(3) . . ?
C7 C8 C9 106.7(3) . . ?
C7 C8 C40 127.9(3) . . ?
C9 C8 C40 125.4(3) . . ?
N2 C9 C10 126.0(3) . . ?
N2 C9 C8 111.5(3) . . ?
C10 C9 C8 122.5(4) . . ?
C9 C10 C11 125.6(4) . . ?
C9 C10 H10 117.2 . . ?
C11 C10 H10 117.2 . . ?
N3 C11 C10 124.6(3) . . ?
N3 C11 C12 111.5(3) . . ?
C10 C11 C12 124.0(4) . . ?
C13 C12 C11 105.9(3) . . ?
C13 C12 C41 128.2(3) . . ?
C11 C12 C41 125.8(3) . . ?
C12 C13 C14 106.8(2) . . ?
C12 C13 C42 127.3(3) . . ?
C14 C13 C42 125.8(4) . . ?
C15 C14 N3 124.7(4) . . ?
C15 C14 C13 124.5(3) . . ?
N3 C14 C13 110.9(3) . . ?
C14 C15 C16 125.7(4) . . ?
C14 C15 H15 117.1 . . ?
C16 C15 H15 117.1 . . ?
N4 C16 C15 124.2(4) . . ?
N4 C16 C17 110.3(3) . . ?
C15 C16 C17 125.5(3) . . ?
C18 C17 C16 106.7(3) . . ?
C18 C17 C47 128.5(4) . . ?
C16 C17 C47 124.8(3) . . ?
C17 C18 C19 106.4(3) . . ?
C17 C18 C52 128.9(3) . . ?
C19 C18 C52 124.7(4) . . ?
N4 C19 C20 124.4(4) . . ?
N4 C19 C18 111.7(3) . . ?
C20 C19 C18 123.9(4) . . ?
C1 C20 C19 125.6(5) . . ?
C1 C20 H20 117.2 . . ?
C19 C20 H20 117.2 . . ?
C2 C21 H21A 109.5 . . ?
C2 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C2 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C3 C22 H22A 109.5 . . ?
C3 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C3 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 C28 116.9(4) . . ?
C24 C23 C5 123.0(4) . . ?
C28 C23 C5 120.2(3) . . ?
C23 C24 C25 123.0(4) . . ?
C23 C24 H24 118.5 . . ?
C25 C24 H24 118.5 . . ?
C24 C25 C26 120.3(4) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C25 C26 C27 117.3(3) . . ?
C25 C26 N5 121.6(3) . . ?
C27 C26 N5 121.0(4) . . ?
C28 C27 C26 121.1(4) . . ?
C28 C27 H27 119.5 . . ?
C26 C27 H27 119.5 . . ?
C23 C28 C27 121.4(4) . . ?
C23 C28 H28 119.3 . . ?
C27 C28 H28 119.3 . . ?
N5 C29 C30 116.1(4) . . ?
N5 C29 H29A 108.3 . . ?
C30 C29 H29A 108.3 . . ?
N5 C29 H29B 108.3 . . ?
C30 C29 H29B 108.3 . . ?
H29A C29 H29B 107.4 . . ?
O1 C30 C29 109.4(4) . . ?
O1 C30 H30A 109.8 . . ?
C29 C30 H30A 109.8 . . ?
O1 C30 H30B 109.8 . . ?
C29 C30 H30B 109.8 . . ?
H30A C30 H30B 108.2 . . ?
O1 C31 C32 109.2(5) . . ?
O1 C31 H31A 109.8 . . ?
C32 C31 H31A 109.8 . . ?
O1 C31 H31B 109.8 . . ?
C32 C31 H31B 109.8 . . ?
H31A C31 H31B 108.3 . . ?
O2 C32 C31 107.8(5) . . ?
O2 C32 H32A 110.2 . . ?
C31 C32 H32A 110.2 . . ?
O2 C32 H32B 110.2 . . ?
C31 C32 H32B 110.2 . . ?
H32A C32 H32B 108.5 . . ?
O2 C33 C34 115.3(5) . . ?
O2 C33 H33A 108.5 . . ?
C34 C33 H33A 108.5 . . ?
O2 C33 H33B 108.5 . . ?
C34 C33 H33B 108.5 . . ?
H33A C33 H33B 107.5 . . ?
O3 C34 C33 108.6(5) . . ?
O3 C34 H34A 110.0 . . ?
C33 C34 H34A 110.0 . . ?
O3 C34 H34B 110.0 . . ?
C33 C34 H34B 110.0 . . ?
H34A C34 H34B 108.3 . . ?
O3 C35 C36 109.6(4) . . ?
O3 C35 H35A 109.8 . . ?
C36 C35 H35A 109.8 . . ?
O3 C35 H35B 109.8 . . ?
C36 C35 H35B 109.8 . . ?
H35A C35 H35B 108.2 . . ?
O4 C36 C35 112.7(4) . . ?
O4 C36 H36A 109.1 . . ?
C35 C36 H36A 109.1 . . ?
O4 C36 H36B 109.1 . . ?
C35 C36 H36B 109.1 . . ?
H36A C36 H36B 107.8 . . ?
O4 C37 C38 106.1(4) . . ?
O4 C37 H37A 110.5 . . ?
C38 C37 H37A 110.5 . . ?
O4 C37 H37B 110.5 . . ?
C38 C37 H37B 110.5 . . ?
H37A C37 H37B 108.7 . . ?
N5 C38 C37 113.9(4) . . ?
N5 C38 H38A 108.8 . . ?
C37 C38 H38A 108.8 . . ?
N5 C38 H38B 108.8 . . ?
C37 C38 H38B 108.8 . . ?
H38A C38 H38B 107.7 . . ?
C7 C39 H39A 109.5 . . ?
C7 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C7 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C8 C40 H40A 109.5 . . ?
C8 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C8 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C12 C41 H41A 109.5 . . ?
C12 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C12 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C13 C42 C43 111.2(2) . . ?
C13 C42 H42A 109.4 . . ?
C43 C42 H42A 109.4 . . ?
C13 C42 H42B 109.4 . . ?
C43 C42 H42B 109.4 . . ?
H42A C42 H42B 108.0 . . ?
C44 C43 C42 115.4(3) . . ?
C44 C43 H43A 108.4 . . ?
C42 C43 H43A 108.4 . . ?
C44 C43 H43B 108.4 . . ?
C42 C43 H43B 108.4 . . ?
H43A C43 H43B 107.5 . . ?
C45 C44 C43 112.5(3) . . ?
C45 C44 H44A 109.1 . . ?
C43 C44 H44A 109.1 . . ?
C45 C44 H44B 109.1 . . ?
C43 C44 H44B 109.1 . . ?
H44A C44 H44B 107.8 . . ?
C44 C45 C46 113.3(4) . . ?
C44 C45 H45A 108.9 . . ?
C46 C45 H45A 108.9 . . ?
C44 C45 H45B 108.9 . . ?
C46 C45 H45B 108.9 . . ?
H45A C45 H45B 107.7 . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C17 C47 C48 113.7(3) . . ?
C17 C47 H47A 108.8 . . ?
C48 C47 H47A 108.8 . . ?
C17 C47 H47B 108.8 . . ?
C48 C47 H47B 108.8 . . ?
H47A C47 H47B 107.7 . . ?
C49 C48 C47 115.2(3) . . ?
C49 C48 H48A 108.5 . . ?
C47 C48 H48A 108.5 . . ?
C49 C48 H48B 108.5 . . ?
C47 C48 H48B 108.5 . . ?
H48A C48 H48B 107.5 . . ?
C48 C49 C50 113.8(3) . . ?
C48 C49 H49A 108.8 . . ?
C50 C49 H49A 108.8 . . ?
C48 C49 H49B 108.8 . . ?
C50 C49 H49B 108.8 . . ?
H49A C49 H49B 107.7 . . ?
C51 C50 C49 113.5(4) . . ?
C51 C50 H50A 108.9 . . ?
C49 C50 H50A 108.9 . . ?
C51 C50 H50B 108.9 . . ?
C49 C50 H50B 108.9 . . ?
H50A C50 H50B 107.7 . . ?
C50 C51 H51A 109.5 . . ?
C50 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
C50 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C18 C52 H52A 109.5 . . ?
C18 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C18 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
Cl2 C53 Cl3 107.2(2) . . ?
Cl2 C53 Cl1 107.4(2) . . ?
Cl3 C53 Cl1 108.0(2) . . ?
Cl2 C53 H53 111.4 . . ?
Cl3 C53 H53 111.4 . . ?
Cl1 C53 H53 111.4 . . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 Cu1 N1 C1 -177.6(4) . . . . ?
N4 Cu1 N1 C1 3.0(4) . . . . ?
N2 Cu1 N1 C4 2.5(4) . . . . ?
N4 Cu1 N1 C4 -176.9(4) . . . . ?
N3 Cu1 N2 C9 -2.6(3) . . . . ?
N1 Cu1 N2 C9 176.7(3) . . . . ?
N3 Cu1 N2 C6 177.3(3) . . . . ?
N1 Cu1 N2 C6 -3.3(4) . . . . ?
N2 Cu1 N3 C11 2.0(3) . . . . ?
N4 Cu1 N3 C11 -178.5(3) . . . . ?
N2 Cu1 N3 C14 -177.3(4) . . . . ?
N4 Cu1 N3 C14 2.2(4) . . . . ?
N3 Cu1 N4 C19 178.5(4) . . . . ?
N1 Cu1 N4 C19 -0.8(4) . . . . ?
N3 Cu1 N4 C16 -4.3(4) . . . . ?
N1 Cu1 N4 C16 176.3(4) . . . . ?
C4 N1 C1 C20 176.5(6) . . . . ?
Cu1 N1 C1 C20 -3.5(9) . . . . ?
C4 N1 C1 C2 -0.6(6) . . . . ?
Cu1 N1 C1 C2 179.4(4) . . . . ?
N1 C1 C2 C3 1.0(7) . . . . ?
C20 C1 C2 C3 -176.2(6) . . . . ?
N1 C1 C2 C21 -179.6(6) . . . . ?
C20 C1 C2 C21 3.1(10) . . . . ?
C1 C2 C3 C4 -0.9(7) . . . . ?
C21 C2 C3 C4 179.8(6) . . . . ?
C1 C2 C3 C22 178.7(5) . . . . ?
C21 C2 C3 C22 -0.6(11) . . . . ?
C1 N1 C4 C5 -179.1(5) . . . . ?
Cu1 N1 C4 C5 0.9(7) . . . . ?
C1 N1 C4 C3 0.0(5) . . . . ?
Cu1 N1 C4 C3 180.0(3) . . . . ?
C2 C3 C4 N1 0.6(6) . . . . ?
C22 C3 C4 N1 -179.0(5) . . . . ?
C2 C3 C4 C5 179.7(5) . . . . ?
C22 C3 C4 C5 0.1(9) . . . . ?
N1 C4 C5 C6 -4.9(7) . . . . ?
C3 C4 C5 C6 176.1(4) . . . . ?
N1 C4 C5 C23 172.7(4) . . . . ?
C3 C4 C5 C23 -6.3(7) . . . . ?
C9 N2 C6 C5 -179.2(4) . . . . ?
Cu1 N2 C6 C5 0.9(6) . . . . ?
C9 N2 C6 C7 0.6(4) . . . . ?
Cu1 N2 C6 C7 -179.3(3) . . . . ?
C4 C5 C6 N2 4.0(7) . . . . ?
C23 C5 C6 N2 -173.6(4) . . . . ?
C4 C5 C6 C7 -175.7(4) . . . . ?
C23 C5 C6 C7 6.7(6) . . . . ?
N2 C6 C7 C8 -1.2(5) . . . . ?
C5 C6 C7 C8 178.6(4) . . . . ?
N2 C6 C7 C39 -179.2(5) . . . . ?
C5 C6 C7 C39 0.6(8) . . . . ?
C6 C7 C8 C9 1.3(5) . . . . ?
C39 C7 C8 C9 179.4(4) . . . . ?
C6 C7 C8 C40 -178.9(5) . . . . ?
C39 C7 C8 C40 -0.8(8) . . . . ?
C6 N2 C9 C10 -178.9(4) . . . . ?
Cu1 N2 C9 C10 1.1(6) . . . . ?
C6 N2 C9 C8 0.2(5) . . . . ?
Cu1 N2 C9 C8 -179.8(3) . . . . ?
C7 C8 C9 N2 -1.0(5) . . . . ?
C40 C8 C9 N2 179.2(4) . . . . ?
C7 C8 C9 C10 178.1(4) . . . . ?
C40 C8 C9 C10 -1.7(7) . . . . ?
N2 C9 C10 C11 2.2(7) . . . . ?
C8 C9 C10 C11 -176.8(4) . . . . ?
C14 N3 C11 C10 179.6(4) . . . . ?
Cu1 N3 C11 C10 0.2(6) . . . . ?
C14 N3 C11 C12 -0.5(4) . . . . ?
Cu1 N3 C11 C12 -179.9(3) . . . . ?
C9 C10 C11 N3 -2.9(7) . . . . ?
C9 C10 C11 C12 177.2(4) . . . . ?
N3 C11 C12 C13 0.1(5) . . . . ?
C10 C11 C12 C13 180.0(4) . . . . ?
N3 C11 C12 C41 177.1(4) . . . . ?
C10 C11 C12 C41 -2.9(7) . . . . ?
C11 C12 C13 C14 0.4(5) . . . . ?
C41 C12 C13 C14 -176.6(5) . . . . ?
C11 C12 C13 C42 -174.9(4) . . . . ?
C41 C12 C13 C42 8.1(7) . . . . ?
C11 N3 C14 C15 -178.5(4) . . . . ?
Cu1 N3 C14 C15 0.9(6) . . . . ?
C11 N3 C14 C13 0.7(5) . . . . ?
Cu1 N3 C14 C13 -179.9(3) . . . . ?
C12 C13 C14 C15 178.6(4) . . . . ?
C42 C13 C14 C15 -6.0(7) . . . . ?
C12 C13 C14 N3 -0.7(5) . . . . ?
C42 C13 C14 N3 174.7(4) . . . . ?
N3 C14 C15 C16 -3.2(7) . . . . ?
C13 C14 C15 C16 177.6(4) . . . . ?
C19 N4 C16 C15 -178.7(5) . . . . ?
Cu1 N4 C16 C15 3.7(7) . . . . ?
C19 N4 C16 C17 -0.3(5) . . . . ?
Cu1 N4 C16 C17 -177.9(3) . . . . ?
C14 C15 C16 N4 0.9(8) . . . . ?
C14 C15 C16 C17 -177.3(4) . . . . ?
N4 C16 C17 C18 0.2(5) . . . . ?
C15 C16 C17 C18 178.6(5) . . . . ?
N4 C16 C17 C47 -179.7(4) . . . . ?
C15 C16 C17 C47 -1.3(7) . . . . ?
C16 C17 C18 C19 0.0(6) . . . . ?
C47 C17 C18 C19 179.9(4) . . . . ?
C16 C17 C18 C52 178.3(5) . . . . ?
C47 C17 C18 C52 -1.8(9) . . . . ?
C16 N4 C19 C20 -178.9(5) . . . . ?
Cu1 N4 C19 C20 -1.3(8) . . . . ?
C16 N4 C19 C18 0.3(6) . . . . ?
Cu1 N4 C19 C18 178.0(3) . . . . ?
C17 C18 C19 N4 -0.2(6) . . . . ?
C52 C18 C19 N4 -178.6(5) . . . . ?
C17 C18 C19 C20 179.1(5) . . . . ?
C52 C18 C19 C20 0.6(9) . . . . ?
N1 C1 C20 C19 0.7(11) . . . . ?
C2 C1 C20 C19 177.5(6) . . . . ?
N4 C19 C20 C1 1.9(10) . . . . ?
C18 C19 C20 C1 -177.3(6) . . . . ?
C6 C5 C23 C24 -91.1(5) . . . . ?
C4 C5 C23 C24 91.1(5) . . . . ?
C6 C5 C23 C28 87.8(5) . . . . ?
C4 C5 C23 C28 -90.0(5) . . . . ?
C28 C23 C24 C25 1.1(7) . . . . ?
C5 C23 C24 C25 -180.0(4) . . . . ?
C23 C24 C25 C26 -0.7(7) . . . . ?
C24 C25 C26 C27 -0.8(6) . . . . ?
C24 C25 C26 N5 178.1(4) . . . . ?
C29 N5 C26 C25 -8.7(6) . . . . ?
C38 N5 C26 C25 179.3(4) . . . . ?
C29 N5 C26 C27 170.2(4) . . . . ?
C38 N5 C26 C27 -1.9(6) . . . . ?
C25 C26 C27 C28 1.7(6) . . . . ?
N5 C26 C27 C28 -177.2(4) . . . . ?
C24 C23 C28 C27 -0.1(6) . . . . ?
C5 C23 C28 C27 -179.1(4) . . . . ?
C26 C27 C28 C23 -1.3(7) . . . . ?
C26 N5 C29 C30 92.8(5) . . . . ?
C38 N5 C29 C30 -95.0(5) . . . . ?
C31 O1 C30 C29 163.4(4) . . . . ?
N5 C29 C30 O1 61.8(5) . . . . ?
C30 O1 C31 C32 177.6(5) . . . . ?
C33 O2 C32 C31 175.2(5) . . . . ?
O1 C31 C32 O2 -74.9(7) . . . . ?
C32 O2 C33 C34 -75.8(6) . . . . ?
C35 O3 C34 C33 176.3(4) . . . . ?
O2 C33 C34 O3 -57.1(7) . . . . ?
C34 O3 C35 C36 -165.5(4) . . . . ?
C37 O4 C36 C35 -82.7(5) . . . . ?
O3 C35 C36 O4 80.6(5) . . . . ?
C36 O4 C37 C38 -177.8(3) . . . . ?
C26 N5 C38 C37 -79.4(4) . . . . ?
C29 N5 C38 C37 108.4(4) . . . . ?
O4 C37 C38 N5 170.2(3) . . . . ?
C12 C13 C42 C43 88.6(6) . . . . ?
C14 C13 C42 C43 -85.9(5) . . . . ?
C13 C42 C43 C44 -179.4(4) . . . . ?
C42 C43 C44 C45 -73.3(6) . . . . ?
C43 C44 C45 C46 -172.3(5) . . . . ?
C18 C17 C47 C48 -102.9(6) . . . . ?
C16 C17 C47 C48 77.0(6) . . . . ?
C17 C47 C48 C49 -176.0(4) . . . . ?
C47 C48 C49 C50 180.0(5) . . . . ?
C48 C49 C50 C51 -172.0(5) . . . . ?
_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full 25.00
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max 0.938
_refine_diff_density_min -1.043
_refine_diff_density_rms 0.083
_publ_section_references
;
Bruker (2001). SAINTPlus, v. 6.2. Data Reduction and Correction Program,
Bruker AXS, Madison, Wisconsin, USA.
Bruker (2005). APEX2 software package, v. 1.27. Bruker Molecular
Analysis Research Tool, Bruker AXS, Madison, Wisconsin, USA.
Sheldrick, G. M. (2003). SADABS, v. 2.03, Bruker/Siemens Area Detector
Absorption Correction Program, Bruker AXS, Madison, Wisconsin, USA.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112--122.
;
# Attachment '- ZnP3_revised.CIF'
data_ZnP,3
_database_code_depnum_ccdc_archive 'CCDC 855625'
#TrackingRef '- ZnP3_revised.CIF'
_audit_update_record
;
2012-03-11 # Formatted by publCIF
;
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C104 H134 N10 O8 Zn2'
_chemical_formula_sum 'C104 H134 N10 O8 Zn2'
_chemical_formula_weight 1782.99
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'
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 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 20.044(15)
_cell_length_b 13.779(10)
_cell_length_c 17.745(15)
_cell_angle_alpha 90.00
_cell_angle_beta 111.71(2)
_cell_angle_gamma 90.00
_cell_volume 4553(6)
_cell_formula_units_Z 2
_cell_measurement_temperature 100(2)
_cell_measurement_reflns_used 177
_cell_measurement_theta_min 2.74
_cell_measurement_theta_max 25.91
_exptl_crystal_description plate
_exptl_crystal_colour pink
_exptl_crystal_size_max 0.18
_exptl_crystal_size_mid 0.15
_exptl_crystal_size_min 0.02
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.300
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1904
_exptl_absorpt_coefficient_mu 0.591
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.901
_exptl_absorpt_correction_T_max 0.988
_exptl_absorpt_process_details 'SADABS (Sheldrick, 2003)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 100(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'
_diffrn_measurement_method '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number 35389
_diffrn_reflns_av_R_equivalents 0.0909
_diffrn_reflns_av_sigmaI/netI 0.3697
_diffrn_reflns_limit_h_min -22
_diffrn_reflns_limit_h_max 22
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_k_max 15
_diffrn_reflns_limit_l_min -20
_diffrn_reflns_limit_l_max 20
_diffrn_reflns_theta_min 1.93
_diffrn_reflns_theta_max 24.00
_reflns_number_total 7093
_reflns_number_gt 1585
_reflns_threshold_expression I>2\s(I)
_computing_data_collection 'APEX2 (Bruker, 2005)'
_computing_cell_refinement 'SAINTPlus, v. 6.2 (Bruker, 2001)'
_computing_data_reduction 'SAINTPlus, v. 6.2 (Bruker, 2001)'
_computing_structure_solution 'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXTL (Sheldrick, 2008)'
_computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)'
_computing_publication_material '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.
The 16 least-squares restraints were used to fit the usual conformation for the
terminal pentyl substituents [the C~pyrrol~---CH~2~ distances were constrained
at 1.500 \%A (2 restraints) and the other C~sp~^3^---C~sp~^3^ distances were
constrained at 1.515 \%A (8 restraints)] as well as to fix the rigid geometry
for the terminal methyl groups [the C~pyrrol~---C~methyl~ distances are
constrained at 1.500 \%A (6 restraints)]. Moreover, the anisotropic
displacement parameters for the carbon atoms of methyl and pentyl fragments
have been defined as equivalent, respectively. It was necessary to increase the
data-to-parameter ratio due to the low qualityof the crystal.
;
_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^)+(0.001P)^2^] 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 7093
_refine_ls_number_parameters 285
_refine_ls_number_restraints 16
_refine_ls_R_factor_all 0.4096
_refine_ls_R_factor_gt 0.1071
_refine_ls_wR_factor_ref 0.1487
_refine_ls_wR_factor_gt 0.0853
_refine_ls_goodness_of_fit_ref 0.868
_refine_ls_restrained_S_all 0.868
_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
Zn1 Zn 0.29226(6) 0.14682(9) 0.41728(8) 0.0247(4) Uani 1 1 d . . .
O1 O 0.7084(3) 0.5260(5) 0.9553(4) 0.0324(8) Uani 1 1 d . . .
O2 O 0.8390(3) 0.4684(5) 0.9094(4) 0.0324(8) Uani 1 1 d . . .
O3 O 0.8337(3) 0.6456(5) 0.8245(3) 0.0324(8) Uani 1 1 d . . .
O4 O 0.7140(3) 0.7583(5) 0.6956(4) 0.0324(8) Uani 1 1 d . . .
N1 N 0.4009(3) 0.1695(5) 0.4666(4) 0.0158(11) Uani 1 1 d . . .
N2 N 0.2796(3) 0.2644(5) 0.4827(4) 0.0158(11) Uani 1 1 d . . .
N3 N 0.1822(3) 0.1240(5) 0.3687(4) 0.0158(11) Uani 1 1 d . . .
N4 N 0.3028(3) 0.0234(5) 0.3582(4) 0.0158(11) Uani 1 1 d . . .
N5 N 0.5865(4) 0.6064(5) 0.7531(4) 0.0179(11) Uani 1 1 d . . .
C1 C 0.4487(4) 0.1175(7) 0.4427(5) 0.0191(16) Uani 1 1 d . . .
C2 C 0.51953(16) 0.1615(6) 0.4764(4) 0.0191(16) Uani 1 1 d D . .
C3 C 0.5152(2) 0.2417(4) 0.5225(5) 0.0191(16) Uani 1 1 d D . .
C4 C 0.4385(5) 0.2469(7) 0.5151(5) 0.0191(16) Uani 1 1 d . . .
C5 C 0.4038(5) 0.3140(7) 0.5473(5) 0.0221(16) Uani 1 1 d . . .
C6 C 0.3340(4) 0.3226(7) 0.5363(5) 0.0200(17) Uani 1 1 d . . .
C7 C 0.2957(4) 0.3903(3) 0.5708(3) 0.0200(17) Uani 1 1 d D . .
C8 C 0.22475(18) 0.3791(4) 0.5340(4) 0.0200(17) Uani 1 1 d D . .
C9 C 0.2122(5) 0.2975(7) 0.4796(5) 0.0200(17) Uani 1 1 d . . .
C10 C 0.1478(5) 0.2638(7) 0.4324(5) 0.0221(16) Uani 1 1 d . . .
H10 H 0.1076 0.2992 0.4336 0.027 Uiso 1 1 calc R . .
C11 C 0.1324(5) 0.1824(7) 0.3812(5) 0.0183(16) Uani 1 1 d . . .
C12 C 0.06117(16) 0.1495(5) 0.3318(4) 0.0183(16) Uani 1 1 d D . .
C13 C 0.0676(3) 0.0671(4) 0.2908(4) 0.0183(16) Uani 1 1 d D . .
C14 C 0.1451(5) 0.0508(7) 0.3150(5) 0.0183(16) Uani 1 1 d . . .
C15 C 0.1790(4) -0.0212(7) 0.2896(5) 0.0221(16) Uani 1 1 d . . .
H15 H 0.1476 -0.0669 0.2537 0.027 Uiso 1 1 calc R . .
C16 C 0.2520(5) -0.0386(7) 0.3075(5) 0.0191(16) Uani 1 1 d . . .
C17 C 0.2818(4) -0.1074(3) 0.2691(3) 0.0191(16) Uani 1 1 d D . .
C18 C 0.35630(18) -0.0911(5) 0.3008(4) 0.0191(16) Uani 1 1 d D . .
C19 C 0.3665(5) -0.0069(7) 0.3538(5) 0.0191(16) Uani 1 1 d . . .
C20 C 0.4345(5) 0.0387(7) 0.3922(5) 0.0221(16) Uani 1 1 d . . .
H20 H 0.4739 0.0118 0.3818 0.027 Uiso 1 1 calc R . .
C21 C 0.5865(2) 0.1291(6) 0.4646(4) 0.0290(14) Uani 1 1 d D . .
H21A H 0.6284 0.1442 0.5134 0.043 Uiso 1 1 calc R . .
H21B H 0.5905 0.1630 0.4179 0.043 Uiso 1 1 calc R . .
H21C H 0.5843 0.0590 0.4549 0.043 Uiso 1 1 calc R . .
C22 C 0.5770(3) 0.3076(5) 0.5665(5) 0.0290(14) Uani 1 1 d D . .
H22A H 0.6169 0.2941 0.5487 0.043 Uiso 1 1 calc R . .
H22B H 0.5926 0.2962 0.6250 0.043 Uiso 1 1 calc R . .
H22C H 0.5619 0.3753 0.5545 0.043 Uiso 1 1 calc R . .
C23 C 0.4533(4) 0.3912(7) 0.6037(5) 0.0179(11) Uani 1 1 d . . .
C24 C 0.4915(4) 0.3742(7) 0.6857(5) 0.0179(11) Uani 1 1 d . . .
H24 H 0.4873 0.3128 0.7079 0.021 Uiso 1 1 calc R . .
C25 C 0.5341(4) 0.4421(6) 0.7346(5) 0.0179(11) Uani 1 1 d . . .
H25 H 0.5570 0.4288 0.7909 0.021 Uiso 1 1 calc R . .
C26 C 0.5459(5) 0.5333(7) 0.7038(5) 0.0179(11) Uani 1 1 d . . .
C27 C 0.5085(4) 0.5475(7) 0.6200(5) 0.0179(11) Uani 1 1 d . . .
H27 H 0.5140 0.6072 0.5961 0.021 Uiso 1 1 calc R . .
C28 C 0.4645(4) 0.4771(6) 0.5719(5) 0.0179(11) Uani 1 1 d . . .
H28 H 0.4413 0.4886 0.5154 0.021 Uiso 1 1 calc R . .
C29 C 0.6182(5) 0.5930(7) 0.8431(5) 0.0324(8) Uani 1 1 d . . .
H29A H 0.6264 0.6574 0.8697 0.039 Uiso 1 1 calc R . .
H29B H 0.5837 0.5572 0.8608 0.039 Uiso 1 1 calc R . .
C30 C 0.6867(5) 0.5393(7) 0.8694(5) 0.0324(8) Uani 1 1 d . . .
H30A H 0.6802 0.4758 0.8416 0.039 Uiso 1 1 calc R . .
H30B H 0.7234 0.5768 0.8567 0.039 Uiso 1 1 calc R . .
C31 C 0.7685(5) 0.4576(7) 0.9898(5) 0.0324(8) Uani 1 1 d . . .
H31A H 0.7565 0.3954 0.9599 0.039 Uiso 1 1 calc R . .
H31B H 0.7758 0.4445 1.0472 0.039 Uiso 1 1 calc R . .
C32 C 0.8375(4) 0.4972(7) 0.9853(5) 0.0324(8) Uani 1 1 d . . .
H32A H 0.8386 0.5689 0.9897 0.039 Uiso 1 1 calc R . .
H32B H 0.8796 0.4706 1.0300 0.039 Uiso 1 1 calc R . .
C33 C 0.8972(5) 0.5055(7) 0.8891(5) 0.0324(8) Uani 1 1 d . . .
H33A H 0.8951 0.4739 0.8382 0.039 Uiso 1 1 calc R . .
H33B H 0.9428 0.4853 0.9322 0.039 Uiso 1 1 calc R . .
C34 C 0.9003(5) 0.6112(7) 0.8784(5) 0.0324(8) Uani 1 1 d . . .
H34A H 0.9128 0.6439 0.9315 0.039 Uiso 1 1 calc R . .
H34B H 0.9381 0.6265 0.8568 0.039 Uiso 1 1 calc R . .
C35 C 0.8333(5) 0.7436(7) 0.8055(5) 0.0324(8) Uani 1 1 d . . .
H35A H 0.8555 0.7520 0.7646 0.039 Uiso 1 1 calc R . .
H35B H 0.8627 0.7798 0.8548 0.039 Uiso 1 1 calc R . .
C36 C 0.7612(5) 0.7845(7) 0.7741(5) 0.0324(8) Uani 1 1 d . . .
H36A H 0.7377 0.7673 0.8125 0.039 Uiso 1 1 calc R . .
H36B H 0.7661 0.8561 0.7753 0.039 Uiso 1 1 calc R . .
C37 C 0.6735(4) 0.6712(7) 0.6921(5) 0.0324(8) Uani 1 1 d . . .
H37A H 0.7051 0.6211 0.7277 0.039 Uiso 1 1 calc R . .
H37B H 0.6547 0.6458 0.6359 0.039 Uiso 1 1 calc R . .
C38 C 0.6098(5) 0.6934(7) 0.7202(5) 0.0324(8) Uani 1 1 d . . .
H38A H 0.6246 0.7445 0.7624 0.039 Uiso 1 1 calc R . .
H38B H 0.5687 0.7186 0.6735 0.039 Uiso 1 1 calc R . .
C39 C 0.3310(4) 0.4676(4) 0.6320(4) 0.0290(14) Uani 1 1 d D . .
H39A H 0.2960 0.4951 0.6526 0.043 Uiso 1 1 calc R . .
H39B H 0.3491 0.5190 0.6064 0.043 Uiso 1 1 calc R . .
H39C H 0.3711 0.4394 0.6771 0.043 Uiso 1 1 calc R . .
C40 C 0.1660(3) 0.4364(5) 0.5463(5) 0.0290(14) Uani 1 1 d D . .
H40A H 0.1836 0.4633 0.6013 0.043 Uiso 1 1 calc R . .
H40B H 0.1249 0.3938 0.5390 0.043 Uiso 1 1 calc R . .
H40C H 0.1512 0.4893 0.5067 0.043 Uiso 1 1 calc R . .
C41 C -0.0081(2) 0.1973(5) 0.3250(5) 0.0290(14) Uani 1 1 d D . .
H41A H -0.0454 0.1478 0.3156 0.043 Uiso 1 1 calc R . .
H41B H -0.0226 0.2432 0.2796 0.043 Uiso 1 1 calc R . .
H41C H -0.0015 0.2321 0.3754 0.043 Uiso 1 1 calc R . .
C42 C 0.0136(3) 0.0057(5) 0.22737(17) 0.026(2) Uani 1 1 d D . .
H42A H -0.0329 0.0102 0.2346 0.031 Uiso 1 1 calc R . .
H42B H 0.0295 -0.0628 0.2362 0.031 Uiso 1 1 calc R . .
C43 C 0.0022(3) 0.0333(3) 0.1407(2) 0.038(3) Uani 1 1 d D . .
H43A H 0.0495 0.0334 0.1350 0.045 Uiso 1 1 calc R . .
H43B H -0.0273 -0.0179 0.1043 0.045 Uiso 1 1 calc R . .
C44 C -0.0335(3) 0.1304(3) 0.1114(2) 0.039(3) Uani 1 1 d D . .
H44A H -0.0825 0.1283 0.1124 0.047 Uiso 1 1 calc R . .
H44B H -0.0064 0.1809 0.1503 0.047 Uiso 1 1 calc R . .
C45 C -0.0389(2) 0.1606(3) 0.0273(2) 0.058(3) Uani 1 1 d D . .
H45A H -0.0578 0.1062 -0.0112 0.070 Uiso 1 1 calc R . .
H45B H 0.0091 0.1782 0.0279 0.070 Uiso 1 1 calc R . .
C46 C -0.0890(3) 0.2470(4) 0.0008(6) 0.057(3) Uani 1 1 d D . .
H46A H -0.0873 0.2736 -0.0496 0.086 Uiso 1 1 calc R . .
H46B H -0.0741 0.2968 0.0432 0.086 Uiso 1 1 calc R . .
H46C H -0.1382 0.2263 -0.0082 0.086 Uiso 1 1 calc R . .
C47 C 0.2413(4) -0.1811(2) 0.2067(3) 0.026(2) Uani 1 1 d D . .
H47A H 0.2497 -0.1677 0.1562 0.031 Uiso 1 1 calc R . .
H47B H 0.1893 -0.1720 0.1946 0.031 Uiso 1 1 calc R . .
C48 C 0.2596(2) -0.2865(2) 0.2292(2) 0.038(3) Uani 1 1 d D . .
H48A H 0.3120 -0.2956 0.2452 0.045 Uiso 1 1 calc R . .
H48B H 0.2354 -0.3274 0.1809 0.045 Uiso 1 1 calc R . .
C49 C 0.2376(3) -0.3208(2) 0.2979(3) 0.039(3) Uani 1 1 d D . .
H49A H 0.1853 -0.3115 0.2823 0.047 Uiso 1 1 calc R . .
H49B H 0.2623 -0.2808 0.3466 0.047 Uiso 1 1 calc R . .
C50 C 0.2559(2) -0.4268(2) 0.3184(3) 0.058(3) Uani 1 1 d D . .
H50A H 0.2324 -0.4661 0.2689 0.070 Uiso 1 1 calc R . .
H50B H 0.3084 -0.4353 0.3349 0.070 Uiso 1 1 calc R . .
C51 C 0.2331(4) -0.4651(7) 0.3852(4) 0.057(3) Uani 1 1 d D . .
H51A H 0.2589 -0.5254 0.4068 0.086 Uiso 1 1 calc R . .
H51B H 0.1813 -0.4777 0.3633 0.086 Uiso 1 1 calc R . .
H51C H 0.2443 -0.4168 0.4287 0.086 Uiso 1 1 calc R . .
C52 C 0.4130(3) -0.1393(6) 0.2776(4) 0.0290(14) Uani 1 1 d D . .
H52A H 0.3903 -0.1842 0.2326 0.043 Uiso 1 1 calc R . .
H52B H 0.4459 -0.1751 0.3242 0.043 Uiso 1 1 calc R . .
H52C H 0.4398 -0.0898 0.2608 0.043 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
Zn1 0.0160(6) 0.0227(7) 0.0304(7) -0.0099(8) 0.0028(5) -0.0030(8)
O1 0.0363(14) 0.0295(16) 0.0288(15) 0.0023(15) 0.0091(13) -0.0019(15)
O2 0.0363(14) 0.0295(16) 0.0288(15) 0.0023(15) 0.0091(13) -0.0019(15)
O3 0.0363(14) 0.0295(16) 0.0288(15) 0.0023(15) 0.0091(13) -0.0019(15)
O4 0.0363(14) 0.0295(16) 0.0288(15) 0.0023(15) 0.0091(13) -0.0019(15)
N1 0.0100(19) 0.014(2) 0.024(2) -0.0076(19) 0.0074(17) 0.0017(19)
N2 0.0100(19) 0.014(2) 0.024(2) -0.0076(19) 0.0074(17) 0.0017(19)
N3 0.0100(19) 0.014(2) 0.024(2) -0.0076(19) 0.0074(17) 0.0017(19)
N4 0.0100(19) 0.014(2) 0.024(2) -0.0076(19) 0.0074(17) 0.0017(19)
N5 0.0157(19) 0.020(2) 0.013(2) 0.0003(19) 0.0004(17) -0.0004(19)
C1 0.016(3) 0.021(3) 0.018(3) -0.001(3) 0.003(3) -0.002(3)
C2 0.016(3) 0.021(3) 0.018(3) -0.001(3) 0.003(3) -0.002(3)
C3 0.016(3) 0.021(3) 0.018(3) -0.001(3) 0.003(3) -0.002(3)
C4 0.016(3) 0.021(3) 0.018(3) -0.001(3) 0.003(3) -0.002(3)
C5 0.025(3) 0.021(3) 0.017(3) -0.005(3) 0.004(3) -0.002(3)
C6 0.016(3) 0.018(4) 0.022(3) -0.002(2) 0.002(3) 0.000(3)
C7 0.016(3) 0.018(4) 0.022(3) -0.002(2) 0.002(3) 0.000(3)
C8 0.016(3) 0.018(4) 0.022(3) -0.002(2) 0.002(3) 0.000(3)
C9 0.016(3) 0.018(4) 0.022(3) -0.002(2) 0.002(3) 0.000(3)
C10 0.025(3) 0.021(3) 0.017(3) -0.005(3) 0.004(3) -0.002(3)
C11 0.021(3) 0.015(3) 0.011(3) 0.001(2) -0.002(3) -0.002(3)
C12 0.021(3) 0.015(3) 0.011(3) 0.001(2) -0.002(3) -0.002(3)
C13 0.021(3) 0.015(3) 0.011(3) 0.001(2) -0.002(3) -0.002(3)
C14 0.021(3) 0.015(3) 0.011(3) 0.001(2) -0.002(3) -0.002(3)
C15 0.025(3) 0.021(3) 0.017(3) -0.005(3) 0.004(3) -0.002(3)
C16 0.025(3) 0.017(3) 0.016(3) -0.001(2) 0.008(3) -0.004(3)
C17 0.025(3) 0.017(3) 0.016(3) -0.001(2) 0.008(3) -0.004(3)
C18 0.025(3) 0.017(3) 0.016(3) -0.001(2) 0.008(3) -0.004(3)
C19 0.025(3) 0.017(3) 0.016(3) -0.001(2) 0.008(3) -0.004(3)
C20 0.025(3) 0.021(3) 0.017(3) -0.005(3) 0.004(3) -0.002(3)
C21 0.017(2) 0.035(3) 0.028(3) -0.014(2) 0.001(2) -0.004(2)
C22 0.017(2) 0.035(3) 0.028(3) -0.014(2) 0.001(2) -0.004(2)
C23 0.0157(19) 0.020(2) 0.013(2) 0.0003(19) 0.0004(17) -0.0004(19)
C24 0.0157(19) 0.020(2) 0.013(2) 0.0003(19) 0.0004(17) -0.0004(19)
C25 0.0157(19) 0.020(2) 0.013(2) 0.0003(19) 0.0004(17) -0.0004(19)
C26 0.0157(19) 0.020(2) 0.013(2) 0.0003(19) 0.0004(17) -0.0004(19)
C27 0.0157(19) 0.020(2) 0.013(2) 0.0003(19) 0.0004(17) -0.0004(19)
C28 0.0157(19) 0.020(2) 0.013(2) 0.0003(19) 0.0004(17) -0.0004(19)
C29 0.0363(14) 0.0295(16) 0.0288(15) 0.0023(15) 0.0091(13) -0.0019(15)
C30 0.0363(14) 0.0295(16) 0.0288(15) 0.0023(15) 0.0091(13) -0.0019(15)
C31 0.0363(14) 0.0295(16) 0.0288(15) 0.0023(15) 0.0091(13) -0.0019(15)
C32 0.0363(14) 0.0295(16) 0.0288(15) 0.0023(15) 0.0091(13) -0.0019(15)
C33 0.0363(14) 0.0295(16) 0.0288(15) 0.0023(15) 0.0091(13) -0.0019(15)
C34 0.0363(14) 0.0295(16) 0.0288(15) 0.0023(15) 0.0091(13) -0.0019(15)
C35 0.0363(14) 0.0295(16) 0.0288(15) 0.0023(15) 0.0091(13) -0.0019(15)
C36 0.0363(14) 0.0295(16) 0.0288(15) 0.0023(15) 0.0091(13) -0.0019(15)
C37 0.0363(14) 0.0295(16) 0.0288(15) 0.0023(15) 0.0091(13) -0.0019(15)
C38 0.0363(14) 0.0295(16) 0.0288(15) 0.0023(15) 0.0091(13) -0.0019(15)
C39 0.017(2) 0.035(3) 0.028(3) -0.014(2) 0.001(2) -0.004(2)
C40 0.017(2) 0.035(3) 0.028(3) -0.014(2) 0.001(2) -0.004(2)
C41 0.017(2) 0.035(3) 0.028(3) -0.014(2) 0.001(2) -0.004(2)
C42 0.029(4) 0.025(5) 0.022(5) -0.001(4) 0.008(4) 0.005(4)
C43 0.029(5) 0.021(5) 0.051(6) -0.011(4) 0.001(4) -0.004(4)
C44 0.019(4) 0.038(6) 0.059(6) -0.016(5) 0.014(4) -0.005(4)
C45 0.084(7) 0.044(6) 0.029(6) 0.017(5) 0.001(5) 0.006(6)
C46 0.057(6) 0.059(7) 0.051(6) 0.020(5) 0.014(5) 0.005(6)
C47 0.029(4) 0.025(5) 0.022(5) -0.001(4) 0.008(4) 0.005(4)
C48 0.029(5) 0.021(5) 0.051(6) -0.011(4) 0.001(4) -0.004(4)
C49 0.019(4) 0.038(6) 0.059(6) -0.016(5) 0.014(4) -0.005(4)
C50 0.084(7) 0.044(6) 0.029(6) 0.017(5) 0.001(5) 0.006(6)
C51 0.057(6) 0.059(7) 0.051(6) 0.020(5) 0.014(5) 0.005(6)
C52 0.017(2) 0.035(3) 0.028(3) -0.014(2) 0.001(2) -0.004(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
Zn1 N1 2.049(7) . ?
Zn1 N4 2.050(7) . ?
Zn1 N2 2.062(7) . ?
Zn1 N3 2.075(7) . ?
Zn1 O4 2.357(7) 3_666 ?
O1 C30 1.434(10) . ?
O1 C31 1.473(10) . ?
O2 C32 1.416(10) . ?
O2 C33 1.436(11) . ?
O3 C35 1.391(11) . ?
O3 C34 1.406(9) . ?
O4 C36 1.411(9) . ?
O4 C37 1.437(11) . ?
N1 C1 1.383(11) . ?
N1 C4 1.401(10) . ?
N2 C6 1.404(10) . ?
N2 C9 1.409(11) . ?
N3 C11 1.362(11) . ?
N3 C14 1.397(10) . ?
N4 C19 1.373(11) . ?
N4 C16 1.378(10) . ?
N5 C26 1.384(10) . ?
N5 C38 1.482(11) . ?
N5 C29 1.497(10) . ?
C1 C20 1.369(12) . ?
C1 C2 1.453(9) . ?
C2 C3 1.397(9) . ?
C2 C21 1.500(10) . ?
C3 C4 1.495(10) . ?
C3 C22 1.500(10) . ?
C4 C5 1.400(13) . ?
C5 C6 1.344(12) . ?
C5 C23 1.544(11) . ?
C6 C7 1.477(11) . ?
C7 C8 1.337(8) . ?
C7 C39 1.499(10) . ?
C8 C9 1.442(10) . ?
C8 C40 1.499(10) . ?
C9 C10 1.335(11) . ?
C10 C11 1.404(12) . ?
C10 H10 0.9500 . ?
C11 C12 1.444(9) . ?
C12 C13 1.379(8) . ?
C12 C41 1.500(10) . ?
C13 C14 1.469(10) . ?
C13 C42 1.501(11) . ?
C14 C15 1.369(12) . ?
C15 C16 1.398(12) . ?
C15 H15 0.9500 . ?
C16 C17 1.423(11) . ?
C17 C18 1.405(7) . ?
C17 C47 1.501(11) . ?
C18 C19 1.460(11) . ?
C18 C52 1.499(10) . ?
C19 C20 1.425(11) . ?
C20 H20 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C28 1.365(12) . ?
C23 C24 1.391(11) . ?
C24 C25 1.346(11) . ?
C24 H24 0.9500 . ?
C25 C26 1.425(12) . ?
C25 H25 0.9500 . ?
C26 C27 1.410(11) . ?
C27 C28 1.375(11) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C29 C30 1.475(12) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.516(12) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.472(12) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.456(12) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 C38 1.563(12) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 C43 1.517(12) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 C44 1.515(12) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C44 C45 1.515(12) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C45 C46 1.515(12) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C47 C48 1.515(12) . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C48 C49 1.516(12) . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C49 C50 1.516(12) . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C50 C51 1.514(12) . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 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
N1 Zn1 N4 92.9(3) . . ?
N1 Zn1 N2 88.4(3) . . ?
N4 Zn1 N2 175.7(3) . . ?
N1 Zn1 N3 179.3(3) . . ?
N4 Zn1 N3 87.5(3) . . ?
N2 Zn1 N3 91.1(3) . . ?
N1 Zn1 O4 89.6(3) . 3_666 ?
N4 Zn1 O4 90.5(3) . 3_666 ?
N2 Zn1 O4 93.7(3) . 3_666 ?
N3 Zn1 O4 91.0(2) . 3_666 ?
C30 O1 C31 113.8(7) . . ?
C32 O2 C33 116.4(7) . . ?
C35 O3 C34 114.3(7) . . ?
C36 O4 C37 114.7(7) . . ?
C36 O4 Zn1 120.2(6) . 3_666 ?
C37 O4 Zn1 125.1(5) . 3_666 ?
C1 N1 C4 107.8(7) . . ?
C1 N1 Zn1 122.5(5) . . ?
C4 N1 Zn1 128.6(6) . . ?
C6 N2 C9 109.5(7) . . ?
C6 N2 Zn1 127.2(6) . . ?
C9 N2 Zn1 123.3(5) . . ?
C11 N3 C14 107.5(7) . . ?
C11 N3 Zn1 125.0(6) . . ?
C14 N3 Zn1 127.5(6) . . ?
C19 N4 C16 104.7(7) . . ?
C19 N4 Zn1 123.7(6) . . ?
C16 N4 Zn1 131.1(6) . . ?
C26 N5 C38 122.5(8) . . ?
C26 N5 C29 120.2(8) . . ?
C38 N5 C29 116.7(7) . . ?
C20 C1 N1 127.7(8) . . ?
C20 C1 C2 122.4(9) . . ?
N1 C1 C2 109.8(7) . . ?
C3 C2 C1 108.0(5) . . ?
C3 C2 C21 124.7(5) . . ?
C1 C2 C21 127.3(7) . . ?
C2 C3 C4 105.7(5) . . ?
C2 C3 C22 124.4(5) . . ?
C4 C3 C22 129.9(7) . . ?
C5 C4 N1 121.1(8) . . ?
C5 C4 C3 130.2(8) . . ?
N1 C4 C3 108.7(7) . . ?
C6 C5 C4 130.3(9) . . ?
C6 C5 C23 114.8(9) . . ?
C4 C5 C23 114.9(8) . . ?
C5 C6 N2 123.6(9) . . ?
C5 C6 C7 131.9(8) . . ?
N2 C6 C7 104.5(7) . . ?
C8 C7 C6 110.3(5) . . ?
C8 C7 C39 124.6(7) . . ?
C6 C7 C39 124.8(7) . . ?
C7 C8 C9 108.0(5) . . ?
C7 C8 C40 128.2(5) . . ?
C9 C8 C40 123.8(5) . . ?
C10 C9 N2 127.0(9) . . ?
C10 C9 C8 125.6(8) . . ?
N2 C9 C8 107.4(6) . . ?
C9 C10 C11 128.0(9) . . ?
C9 C10 H10 116.0 . . ?
C11 C10 H10 116.0 . . ?
N3 C11 C10 125.3(8) . . ?
N3 C11 C12 109.6(7) . . ?
C10 C11 C12 125.1(8) . . ?
C13 C12 C11 108.3(5) . . ?
C13 C12 C41 125.6(5) . . ?
C11 C12 C41 126.1(6) . . ?
C12 C13 C14 105.5(5) . . ?
C12 C13 C42 132.7(5) . . ?
C14 C13 C42 121.6(6) . . ?
C15 C14 N3 123.0(8) . . ?
C15 C14 C13 128.0(8) . . ?
N3 C14 C13 109.1(7) . . ?
C14 C15 C16 130.9(9) . . ?
C14 C15 H15 114.6 . . ?
C16 C15 H15 114.6 . . ?
N4 C16 C15 120.1(9) . . ?
N4 C16 C17 112.7(7) . . ?
C15 C16 C17 126.6(8) . . ?
C18 C17 C16 105.9(5) . . ?
C18 C17 C47 127.5(6) . . ?
C16 C17 C47 126.5(7) . . ?
C17 C18 C19 105.1(5) . . ?
C17 C18 C52 128.3(5) . . ?
C19 C18 C52 126.1(5) . . ?
N4 C19 C20 125.8(9) . . ?
N4 C19 C18 111.4(7) . . ?
C20 C19 C18 122.7(8) . . ?
C1 C20 C19 126.4(9) . . ?
C1 C20 H20 116.8 . . ?
C19 C20 H20 116.8 . . ?
C2 C21 H21A 109.5 . . ?
C2 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C2 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C3 C22 H22A 109.5 . . ?
C3 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C3 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C28 C23 C24 117.9(8) . . ?
C28 C23 C5 119.6(8) . . ?
C24 C23 C5 122.4(8) . . ?
C25 C24 C23 122.0(9) . . ?
C25 C24 H24 119.0 . . ?
C23 C24 H24 119.0 . . ?
C24 C25 C26 121.5(9) . . ?
C24 C25 H25 119.3 . . ?
C26 C25 H25 119.3 . . ?
N5 C26 C27 121.6(9) . . ?
N5 C26 C25 122.9(8) . . ?
C27 C26 C25 115.4(8) . . ?
C28 C27 C26 121.7(9) . . ?
C28 C27 H27 119.2 . . ?
C26 C27 H27 119.2 . . ?
C23 C28 C27 121.4(9) . . ?
C23 C28 H28 119.3 . . ?
C27 C28 H28 119.3 . . ?
C30 C29 N5 112.1(8) . . ?
C30 C29 H29A 109.2 . . ?
N5 C29 H29A 109.2 . . ?
C30 C29 H29B 109.2 . . ?
N5 C29 H29B 109.2 . . ?
H29A C29 H29B 107.9 . . ?
O1 C30 C29 106.3(8) . . ?
O1 C30 H30A 110.5 . . ?
C29 C30 H30A 110.5 . . ?
O1 C30 H30B 110.5 . . ?
C29 C30 H30B 110.5 . . ?
H30A C30 H30B 108.7 . . ?
O1 C31 C32 111.7(8) . . ?
O1 C31 H31A 109.3 . . ?
C32 C31 H31A 109.3 . . ?
O1 C31 H31B 109.3 . . ?
C32 C31 H31B 109.3 . . ?
H31A C31 H31B 107.9 . . ?
O2 C32 C31 106.9(7) . . ?
O2 C32 H32A 110.3 . . ?
C31 C32 H32A 110.3 . . ?
O2 C32 H32B 110.3 . . ?
C31 C32 H32B 110.3 . . ?
H32A C32 H32B 108.6 . . ?
O2 C33 C34 117.5(8) . . ?
O2 C33 H33A 107.9 . . ?
C34 C33 H33A 107.9 . . ?
O2 C33 H33B 107.9 . . ?
C34 C33 H33B 107.9 . . ?
H33A C33 H33B 107.2 . . ?
O3 C34 C33 110.2(7) . . ?
O3 C34 H34A 109.6 . . ?
C33 C34 H34A 109.6 . . ?
O3 C34 H34B 109.6 . . ?
C33 C34 H34B 109.6 . . ?
H34A C34 H34B 108.1 . . ?
O3 C35 C36 112.7(8) . . ?
O3 C35 H35A 109.1 . . ?
C36 C35 H35A 109.1 . . ?
O3 C35 H35B 109.1 . . ?
C36 C35 H35B 109.1 . . ?
H35A C35 H35B 107.8 . . ?
O4 C36 C35 119.2(8) . . ?
O4 C36 H36A 107.5 . . ?
C35 C36 H36A 107.5 . . ?
O4 C36 H36B 107.5 . . ?
C35 C36 H36B 107.5 . . ?
H36A C36 H36B 107.0 . . ?
O4 C37 C38 109.7(7) . . ?
O4 C37 H37A 109.7 . . ?
C38 C37 H37A 109.7 . . ?
O4 C37 H37B 109.7 . . ?
C38 C37 H37B 109.7 . . ?
H37A C37 H37B 108.2 . . ?
N5 C38 C37 112.3(8) . . ?
N5 C38 H38A 109.1 . . ?
C37 C38 H38A 109.1 . . ?
N5 C38 H38B 109.1 . . ?
C37 C38 H38B 109.1 . . ?
H38A C38 H38B 107.9 . . ?
C7 C39 H39A 109.5 . . ?
C7 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C7 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C8 C40 H40A 109.5 . . ?
C8 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C8 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C12 C41 H41A 109.5 . . ?
C12 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C12 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C13 C42 C43 114.6(5) . . ?
C13 C42 H42A 108.6 . . ?
C43 C42 H42A 108.6 . . ?
C13 C42 H42B 108.6 . . ?
C43 C42 H42B 108.6 . . ?
H42A C42 H42B 107.6 . . ?
C44 C43 C42 116.3(4) . . ?
C44 C43 H43A 108.2 . . ?
C42 C43 H43A 108.2 . . ?
C44 C43 H43B 108.2 . . ?
C42 C43 H43B 108.2 . . ?
H43A C43 H43B 107.4 . . ?
C45 C44 C43 115.7(3) . . ?
C45 C44 H44A 108.4 . . ?
C43 C44 H44A 108.4 . . ?
C45 C44 H44B 108.4 . . ?
C43 C44 H44B 108.4 . . ?
H44A C44 H44B 107.4 . . ?
C44 C45 C46 108.6(5) . . ?
C44 C45 H45A 110.0 . . ?
C46 C45 H45A 110.0 . . ?
C44 C45 H45B 110.0 . . ?
C46 C45 H45B 110.0 . . ?
H45A C45 H45B 108.3 . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C17 C47 C48 116.3(4) . . ?
C17 C47 H47A 108.2 . . ?
C48 C47 H47A 108.2 . . ?
C17 C47 H47B 108.2 . . ?
C48 C47 H47B 108.2 . . ?
H47A C47 H47B 107.4 . . ?
C47 C48 C49 113.4(4) . . ?
C47 C48 H48A 108.9 . . ?
C49 C48 H48A 108.9 . . ?
C47 C48 H48B 108.9 . . ?
C49 C48 H48B 108.9 . . ?
H48A C48 H48B 107.7 . . ?
C48 C49 C50 112.2(4) . . ?
C48 C49 H49A 109.2 . . ?
C50 C49 H49A 109.2 . . ?
C48 C49 H49B 109.2 . . ?
C50 C49 H49B 109.2 . . ?
H49A C49 H49B 107.9 . . ?
C51 C50 C49 114.1(5) . . ?
C51 C50 H50A 108.7 . . ?
C49 C50 H50A 108.7 . . ?
C51 C50 H50B 108.7 . . ?
C49 C50 H50B 108.7 . . ?
H50A C50 H50B 107.6 . . ?
C50 C51 H51A 109.5 . . ?
C50 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
C50 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C18 C52 H52A 109.5 . . ?
C18 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C18 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N4 Zn1 N1 C1 10.3(7) . . . . ?
N2 Zn1 N1 C1 -173.8(7) . . . . ?
O4 Zn1 N1 C1 -80.1(7) 3_666 . . . ?
N4 Zn1 N1 C4 176.9(8) . . . . ?
N2 Zn1 N1 C4 -7.2(8) . . . . ?
O4 Zn1 N1 C4 86.4(8) 3_666 . . . ?
N1 Zn1 N2 C6 -0.9(8) . . . . ?
N3 Zn1 N2 C6 178.6(8) . . . . ?
O4 Zn1 N2 C6 -90.3(7) 3_666 . . . ?
N1 Zn1 N2 C9 179.7(7) . . . . ?
N3 Zn1 N2 C9 -0.7(7) . . . . ?
O4 Zn1 N2 C9 90.3(7) 3_666 . . . ?
N4 Zn1 N3 C11 -179.7(8) . . . . ?
N2 Zn1 N3 C11 4.4(8) . . . . ?
O4 Zn1 N3 C11 -89.3(7) 3_666 . . . ?
N4 Zn1 N3 C14 -3.1(8) . . . . ?
N2 Zn1 N3 C14 -179.0(8) . . . . ?
O4 Zn1 N3 C14 87.3(8) 3_666 . . . ?
N1 Zn1 N4 C19 -8.4(7) . . . . ?
N3 Zn1 N4 C19 172.2(7) . . . . ?
O4 Zn1 N4 C19 81.2(7) 3_666 . . . ?
N1 Zn1 N4 C16 -178.7(8) . . . . ?
N3 Zn1 N4 C16 1.8(8) . . . . ?
O4 Zn1 N4 C16 -89.1(8) 3_666 . . . ?
C4 N1 C1 C20 -177.0(10) . . . . ?
Zn1 N1 C1 C20 -8.0(14) . . . . ?
C4 N1 C1 C2 0.2(10) . . . . ?
Zn1 N1 C1 C2 169.2(5) . . . . ?
C20 C1 C2 C3 177.9(8) . . . . ?
N1 C1 C2 C3 0.5(10) . . . . ?
C20 C1 C2 C21 -1.7(14) . . . . ?
N1 C1 C2 C21 -179.1(7) . . . . ?
C1 C2 C3 C4 -0.9(9) . . . . ?
C21 C2 C3 C4 178.7(7) . . . . ?
C1 C2 C3 C22 -179.2(7) . . . . ?
C21 C2 C3 C22 0.4(13) . . . . ?
C1 N1 C4 C5 178.8(9) . . . . ?
Zn1 N1 C4 C5 10.6(13) . . . . ?
C1 N1 C4 C3 -0.7(10) . . . . ?
Zn1 N1 C4 C3 -168.9(5) . . . . ?
C2 C3 C4 C5 -178.4(10) . . . . ?
C22 C3 C4 C5 -0.3(16) . . . . ?
C2 C3 C4 N1 1.0(9) . . . . ?
C22 C3 C4 N1 179.2(8) . . . . ?
N1 C4 C5 C6 -4.4(17) . . . . ?
C3 C4 C5 C6 175.0(10) . . . . ?
N1 C4 C5 C23 176.3(8) . . . . ?
C3 C4 C5 C23 -4.3(15) . . . . ?
C4 C5 C6 N2 -4.2(17) . . . . ?
C23 C5 C6 N2 175.1(8) . . . . ?
C4 C5 C6 C7 178.0(9) . . . . ?
C23 C5 C6 C7 -2.8(15) . . . . ?
C9 N2 C6 C5 -174.5(9) . . . . ?
Zn1 N2 C6 C5 6.0(14) . . . . ?
C9 N2 C6 C7 3.8(9) . . . . ?
Zn1 N2 C6 C7 -175.6(5) . . . . ?
C5 C6 C7 C8 172.0(10) . . . . ?
N2 C6 C7 C8 -6.1(9) . . . . ?
C5 C6 C7 C39 -2.0(15) . . . . ?
N2 C6 C7 C39 179.9(7) . . . . ?
C6 C7 C8 C9 5.9(9) . . . . ?
C39 C7 C8 C9 179.9(7) . . . . ?
C6 C7 C8 C40 -176.1(8) . . . . ?
C39 C7 C8 C40 -2.2(12) . . . . ?
C6 N2 C9 C10 176.3(10) . . . . ?
Zn1 N2 C9 C10 -4.2(14) . . . . ?
C6 N2 C9 C8 -0.5(10) . . . . ?
Zn1 N2 C9 C8 178.9(5) . . . . ?
C7 C8 C9 C10 179.7(9) . . . . ?
C40 C8 C9 C10 1.6(15) . . . . ?
C7 C8 C9 N2 -3.4(10) . . . . ?
C40 C8 C9 N2 178.5(7) . . . . ?
N2 C9 C10 C11 6.8(18) . . . . ?
C8 C9 C10 C11 -176.9(9) . . . . ?
C14 N3 C11 C10 179.0(9) . . . . ?
Zn1 N3 C11 C10 -3.8(14) . . . . ?
C14 N3 C11 C12 -2.8(10) . . . . ?
Zn1 N3 C11 C12 174.4(6) . . . . ?
C9 C10 C11 N3 -2.3(17) . . . . ?
C9 C10 C11 C12 179.7(10) . . . . ?
N3 C11 C12 C13 2.5(10) . . . . ?
C10 C11 C12 C13 -179.3(9) . . . . ?
N3 C11 C12 C41 -176.8(8) . . . . ?
C10 C11 C12 C41 1.5(15) . . . . ?
C11 C12 C13 C14 -1.1(9) . . . . ?
C41 C12 C13 C14 178.1(8) . . . . ?
C11 C12 C13 C42 -175.0(7) . . . . ?
C41 C12 C13 C42 4.2(14) . . . . ?
C11 N3 C14 C15 -179.7(9) . . . . ?
Zn1 N3 C14 C15 3.2(14) . . . . ?
C11 N3 C14 C13 2.1(10) . . . . ?
Zn1 N3 C14 C13 -175.0(5) . . . . ?
C12 C13 C14 C15 -178.7(10) . . . . ?
C42 C13 C14 C15 -3.9(14) . . . . ?
C12 C13 C14 N3 -0.6(10) . . . . ?
C42 C13 C14 N3 174.2(6) . . . . ?
N3 C14 C15 C16 -0.8(17) . . . . ?
C13 C14 C15 C16 177.1(9) . . . . ?
C19 N4 C16 C15 -172.1(9) . . . . ?
Zn1 N4 C16 C15 -0.4(14) . . . . ?
C19 N4 C16 C17 -1.2(10) . . . . ?
Zn1 N4 C16 C17 170.6(6) . . . . ?
C14 C15 C16 N4 -0.7(17) . . . . ?
C14 C15 C16 C17 -170.3(10) . . . . ?
N4 C16 C17 C18 3.3(10) . . . . ?
C15 C16 C17 C18 173.5(9) . . . . ?
N4 C16 C17 C47 -176.1(6) . . . . ?
C15 C16 C17 C47 -5.8(14) . . . . ?
C16 C17 C18 C19 -3.8(8) . . . . ?
C47 C17 C18 C19 175.6(6) . . . . ?
C16 C17 C18 C52 -175.9(8) . . . . ?
C47 C17 C18 C52 3.5(12) . . . . ?
C16 N4 C19 C20 176.0(9) . . . . ?
Zn1 N4 C19 C20 3.5(13) . . . . ?
C16 N4 C19 C18 -1.4(10) . . . . ?
Zn1 N4 C19 C18 -173.9(5) . . . . ?
C17 C18 C19 N4 3.4(10) . . . . ?
C52 C18 C19 N4 175.7(7) . . . . ?
C17 C18 C19 C20 -174.1(8) . . . . ?
C52 C18 C19 C20 -1.7(14) . . . . ?
N1 C1 C20 C19 -0.4(17) . . . . ?
C2 C1 C20 C19 -177.3(9) . . . . ?
N4 C19 C20 C1 3.0(16) . . . . ?
C18 C19 C20 C1 -179.9(9) . . . . ?
C6 C5 C23 C28 -88.3(12) . . . . ?
C4 C5 C23 C28 91.0(11) . . . . ?
C6 C5 C23 C24 96.1(11) . . . . ?
C4 C5 C23 C24 -84.5(12) . . . . ?
C28 C23 C24 C25 4.9(14) . . . . ?
C5 C23 C24 C25 -179.5(9) . . . . ?
C23 C24 C25 C26 -3.7(15) . . . . ?
C38 N5 C26 C27 -16.6(14) . . . . ?
C29 N5 C26 C27 172.7(8) . . . . ?
C38 N5 C26 C25 168.4(8) . . . . ?
C29 N5 C26 C25 -2.4(14) . . . . ?
C24 C25 C26 N5 176.7(8) . . . . ?
C24 C25 C26 C27 1.4(14) . . . . ?
N5 C26 C27 C28 -175.8(8) . . . . ?
C25 C26 C27 C28 -0.4(14) . . . . ?
C24 C23 C28 C27 -3.9(15) . . . . ?
C5 C23 C28 C27 -179.6(8) . . . . ?
C26 C27 C28 C23 1.8(15) . . . . ?
C26 N5 C29 C30 83.4(10) . . . . ?
C38 N5 C29 C30 -87.9(10) . . . . ?
C31 O1 C30 C29 168.8(7) . . . . ?
N5 C29 C30 O1 -176.2(7) . . . . ?
C30 O1 C31 C32 67.4(10) . . . . ?
C33 O2 C32 C31 174.7(7) . . . . ?
O1 C31 C32 O2 -88.6(9) . . . . ?
C32 O2 C33 C34 -64.5(10) . . . . ?
C35 O3 C34 C33 -175.0(8) . . . . ?
O2 C33 C34 O3 -51.0(11) . . . . ?
C34 O3 C35 C36 -160.0(8) . . . . ?
C37 O4 C36 C35 86.6(11) . . . . ?
Zn1 O4 C36 C35 -92.2(9) 3_666 . . . ?
O3 C35 C36 O4 -71.6(12) . . . . ?
C36 O4 C37 C38 78.1(9) . . . . ?
Zn1 O4 C37 C38 -103.2(7) 3_666 . . . ?
C26 N5 C38 C37 -76.1(10) . . . . ?
C29 N5 C38 C37 95.0(9) . . . . ?
O4 C37 C38 N5 -154.4(7) . . . . ?
C12 C13 C42 C43 93.2(10) . . . . ?
C14 C13 C42 C43 -79.9(8) . . . . ?
C13 C42 C43 C44 -67.8(7) . . . . ?
C42 C43 C44 C45 175.1(4) . . . . ?
C43 C44 C45 C46 168.2(5) . . . . ?
C18 C17 C47 C48 61.4(10) . . . . ?
C16 C17 C47 C48 -119.3(8) . . . . ?
C17 C47 C48 C49 67.3(8) . . . . ?
C47 C48 C49 C50 179.3(4) . . . . ?
C48 C49 C50 C51 -178.4(4) . . . . ?
_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full 24.00
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max 0.460
_refine_diff_density_min -0.604
_refine_diff_density_rms 0.108
_publ_section_references
;
Bruker (2001). SAINTPlus, v. 6.2. Data Reduction and Correction Program,
Bruker AXS, Madison, Wisconsin, USA.
Bruker (2005). APEX2 software package, v. 1.27. Bruker Molecular
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