#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/98/4319872.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4319872
loop_
_publ_author_name
'Gregory A. Morris'
'Hongying Zhou'
'Charlotte L. Stern'
'SonBinh T. Nguyen'
_publ_section_title
;
 A General High-Yield Route to Bis(salicylaldimine) Zinc(II) Complexes:
 Application to the Synthesis of Pyridine-Modified Salen-Type Zinc(II)
 Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              3222
_journal_page_last               3227
_journal_paper_doi               10.1021/ic010090o
_journal_volume                  40
_journal_year                    2001
_chemical_formula_sum            'C48.5 H64.5 N4.5 O2 Zn'
_chemical_formula_weight         807.95
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90
_cell_angle_beta                 101
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.3302
_cell_length_b                   16.1694
_cell_length_c                   19.3652
_cell_measurement_reflns_used    0
_cell_measurement_temperature    153.2
_cell_measurement_theta_max      0.0
_cell_measurement_theta_min      0.0
_cell_volume                     4404.684
_computing_cell_refinement       'Bruker SAINT-1000 Diffractometer Control'
_computing_data_collection       'Bruker SMART-1000 Diffractometer Control'
_computing_data_reduction        'Bruker SAINT-1000 Diffractometer Control'
_computing_publication_material  'teXsan for Windows (MSC, 1997)'
_computing_structure_refinement  'teXsan for Windows (MSC, 1997)'
_computing_structure_solution
;
SHELXS86 (Sheldrick, 1986)
;
_diffrn_ambient_temperature      153.2
_diffrn_measurement_device       'Bruker SMART-1000 CCD'
_diffrn_measurement_method       ω\
_diffrn_orient_matrix_UB_11      0.00000
_diffrn_orient_matrix_UB_12      0.00000
_diffrn_orient_matrix_UB_13      0.00000
_diffrn_orient_matrix_UB_21      0.00000
_diffrn_orient_matrix_UB_22      0.00000
_diffrn_orient_matrix_UB_23      0.00000
_diffrn_orient_matrix_UB_31      0.00000
_diffrn_orient_matrix_UB_32      0.00000
_diffrn_orient_matrix_UB_33      0.00000
_diffrn_radiation_detector       'scintillation counter'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Sealed tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.06396
_diffrn_reflns_av_sigmaI/netI    0.058
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            40857
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_max         28.30
_diffrn_reflns_theta_min         1.07
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.601
_exptl_absorpt_correction_T_max  0.88714
_exptl_absorpt_correction_T_min  0.78682
_exptl_absorpt_correction_type   'Gaussian face-indexed'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.219
_exptl_crystal_density_meas      ?
_exptl_crystal_description       'cut prism'
_exptl_crystal_F_000             1732.00
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.14
_refine_diff_density_max         1.01
_refine_diff_density_min         -0.90
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   2.826
_refine_ls_goodness_of_fit_ref   3.300
_refine_ls_matrix_type           full
_refine_ls_number_constraints    4
_refine_ls_number_parameters     500
_refine_ls_number_reflns         7047
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1143
_refine_ls_R_factor_gt           0.060
_refine_ls_shift/su_max          0.0200
_refine_ls_shift/su_mean         0.0010
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     'w = 1/[σ²(Fo)]'
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         0.1300
_refine_ls_wR_factor_ref         0.060
_reflns_number_gt                7047
_reflns_number_total             10982
_reflns_threshold_expression     I>3.00σ(I)
_cod_data_source_file            ic010090o_1.cif
_cod_data_source_block           '_s28k'
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        4401.94141(8)
_cod_original_sg_symbol_H-M      'P 21/n '
_cod_original_formula_sum        'C48.50 H64.50 N4.50 O2 Zn '
_cod_database_code               4319872
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
1/2-x,1/2+y,1/2-z
'   -x,   -y,   -z'
1/2+x,1/2-y,1/2+z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_refinement_flags
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_calc_attached_atom
Zn(1) 0.31126(2) 0.03805(2) 0.018648(13) 0.02266(7) 1.000 . Uani d ?
O(1) 0.28326(11) 0.11976(9) -0.05746(8) 0.0294(5) 1.000 . Uani d ?
O(2) 0.32590(12) 0.11723(9) 0.09607(8) 0.0296(5) 1.000 . Uani d ?
N(1) 0.37813(13) -0.03623(12) -0.04532(9) 0.0259(5) 1.000 . Uani d ?
N(2) 0.3765(1) -0.04997(11) 0.09102(9) 0.0288(5) 1.000 . Uani d ?
N(3) 0.17816(13) -0.02097(11) 0.00817(9) 0.0266(5) 1.000 . Uani d ?
N(4) 0.4783(2) 0.4745(2) 0.27139(11) 0.0488(8) 1.000 . Uani d ?
N(5) 0.4818(2) 0.4844(2) 0.0647(2) 0.0585(8) 0.500 S Uiso d ?
C(1) 0.2946(2) 0.11724(13) -0.12224(11) 0.0232(6) 1.000 . Uani d ?
C(2) 0.2560(2) 0.18255(13) -0.17056(11) 0.0224(6) 1.000 . Uani d ?
C(3) 0.2755(2) 0.1809(1) -0.23746(11) 0.0256(6) 1.000 . Uani d ?
C(4) 0.3262(2) 0.11876(13) -0.26502(11) 0.0245(6) 1.000 . Uani d ?
C(5) 0.3588(2) 0.05455(13) -0.21988(11) 0.0242(6) 1.000 . Uani d ?
C(6) 0.3438(2) 0.05164(13) -0.15006(11) 0.0219(6) 1.000 . Uani d ?
C(7) 0.3834(2) -0.01940(13) -0.10946(12) 0.0271(6) 1.000 . Uani d ?
C(8) 0.4279(2) -0.1083(2) -0.00857(13) 0.0485(9) 1.000 . Uani d ?
C(9) 0.4412(2) -0.1823(1) -0.05448(11) 0.0270(6) 1.000 . Uani d ?
C(10) 0.4866(2) -0.2546(2) -0.0108(1) 0.0557(10) 1.000 . Uani d ?
C(11) 0.4517(3) -0.2725(2) 0.0520(2) 0.0689(11) 1.000 . Uani d ?
C(12) 0.4421(2) -0.1975(1) 0.09828(12) 0.0314(7) 1.000 . Uani d ?
C(13) 0.3922(2) -0.1273(2) 0.05520(13) 0.0490(9) 1.000 . Uani d ?
C(14) 0.3887(2) -0.0440(2) 0.15807(12) 0.0290(6) 1.000 . Uani d ?
C(15) 0.3670(2) 0.02797(13) 0.19645(11) 0.0219(6) 1.000 . Uani d ?
C(16) 0.3748(2) 0.01823(13) 0.26985(11) 0.0251(6) 1.000 . Uani d ?
C(17) 0.3542(2) 0.0801(1) 0.31283(11) 0.0241(6) 1.000 . Uani d ?
C(18) 0.3259(2) 0.1560(1) 0.27960(12) 0.0266(6) 1.000 . Uani d ?
C(19) 0.3153(2) 0.17090(13) 0.20860(12) 0.0254(6) 1.000 . Uani d ?
C(20) 0.3358(2) 0.1046(1) 0.16341(12) 0.0244(6) 1.000 . Uani d ?
C(21) 0.1355(2) -0.0522(2) -0.05448(12) 0.0350(7) 1.000 . Uani d ?
C(22) 0.0586(2) -0.1042(2) -0.06190(13) 0.0438(8) 1.000 . Uani d ?
C(23) 0.0218(2) -0.1246(2) -0.0039(1) 0.0424(8) 1.000 . Uani d ?
C(24) 0.0636(2) -0.0921(2) 0.0601(1) 0.0435(9) 1.000 . Uani d ?
C(25) 0.1409(2) -0.0412(2) 0.06373(12) 0.0347(7) 1.000 . Uani d ?
C(26) 0.1927(2) 0.2498(1) -0.14680(12) 0.0258(6) 1.000 . Uani d ?
C(27) 0.1528(2) 0.3097(2) -0.20684(13) 0.0363(8) 1.000 . Uani d ?
C(28) 0.2483(2) 0.3014(2) -0.08641(13) 0.0374(8) 1.000 . Uani d ?
C(29) 0.1074(2) 0.2089(2) -0.1239(1) 0.0391(8) 1.000 . Uani d ?
C(30) 0.3461(2) 0.1243(2) -0.34011(12) 0.0321(7) 1.000 . Uani d ?
C(31) 0.4392(2) 0.1727(2) -0.33817(13) 0.0451(9) 1.000 . Uani d ?
C(32) 0.2664(2) 0.1689(2) -0.3890(1) 0.0663(11) 1.000 . Uani d ?
C(33) 0.3568(2) 0.0383(2) -0.37045(12) 0.0387(7) 1.000 . Uani d ?
C(34) 0.3579(2) 0.0709(1) 0.39176(11) 0.0267(7) 1.000 . Uani d ?
C(35) 0.4313(2) 0.1307(2) 0.43249(12) 0.0390(8) 1.000 . Uani d ?
C(36) 0.2608(2) 0.0902(2) 0.40873(13) 0.0448(9) 1.000 . Uani d ?
C(37) 0.3846(2) -0.0166(2) 0.41801(13) 0.0424(8) 1.000 . Uani d ?
C(38) 0.2810(2) 0.2545(1) 0.17662(12) 0.0286(7) 1.000 . Uani d ?
C(39) 0.1865(2) 0.2429(2) 0.12384(13) 0.0371(8) 1.000 . Uani d ?
C(40) 0.3547(2) 0.2933(2) 0.13910(13) 0.0389(8) 1.000 . Uani d ?
C(41) 0.2632(2) 0.3164(2) 0.23298(13) 0.0412(8) 1.000 . Uani d ?
C(42) 0.4221(2) 0.5420(2) 0.25779(13) 0.0476(9) 1.000 . Uani d ?
C(43) 0.4538(2) 0.6162(2) 0.23657(13) 0.0448(9) 1.000 . Uani d ?
C(44) 0.5467(2) 0.6236(2) 0.22913(13) 0.0482(9) 1.000 . Uani d ?
C(45) 0.6041(2) 0.5555(2) 0.2424(1) 0.0487(9) 1.000 . Uani d ?
C(46) 0.5674(2) 0.4839(2) 0.2636(1) 0.0505(10) 1.000 . Uani d ?
C(47) 0.5695(2) 0.5128(2) 0.05888(13) 0.0405(8) 1.000 . Uani d ?
C(48) 0.4124(2) 0.4720(2) 0.0051(2) 0.0451(9) 1.000 . Uani d ?
C(49) 0.4818 0.4844 0.0647 0.058 0.500 S Uiso d ?
H(63) 0.3467 0.4433 0.0137 0.024 1.000 . Uiso c ?
H(64) 0.6120 0.5178 0.0961 0.024 1.000 . Uiso c ?
H(65) 0.4657 0.4641 0.1156 0.024 0.500 S Uiso d ?
H(1) 0.2520 0.2256 -0.2678 0.031 1.000 . Uiso c ?
H(2) 0.3920 0.0104 -0.2366 0.029 1.000 . Uiso c ?
H(3) 0.4162 -0.0584 -0.1328 0.033 1.000 . Uiso c ?
H(4) 0.4912 -0.0887 0.0082 0.059 1.000 . Uiso c ?
H(5) 0.3808 -0.1985 -0.0803 0.033 1.000 . Uiso c ?
H(6) 0.4809 -0.1664 -0.0863 0.033 1.000 . Uiso c ?
H(7) 0.4763 -0.3026 -0.0398 0.067 1.000 . Uiso c ?
H(8) 0.5527 -0.2441 0.0020 0.067 1.000 . Uiso c ?
H(9) 0.3914 -0.2976 0.0393 0.082 1.000 . Uiso c ?
H(10) 0.4951 -0.3100 0.0795 0.082 1.000 . Uiso c ?
H(11) 0.4059 -0.2134 0.1326 0.037 1.000 . Uiso c ?
H(12) 0.5033 -0.1800 0.1211 0.037 1.000 . Uiso c ?
H(13) 0.3296 -0.1478 0.0380 0.058 1.000 . Uiso c ?
H(14) 0.4144 -0.0907 0.1850 0.035 1.000 . Uiso c ?
H(15) 0.3955 -0.0338 0.2905 0.029 1.000 . Uiso c ?
H(16) 0.3133 0.2004 0.3087 0.031 1.000 . Uiso c ?
H(17) 0.1600 -0.0375 -0.0952 0.043 1.000 . Uiso c ?
H(18) 0.0311 -0.1258 -0.1071 0.052 1.000 . Uiso c ?
H(19) -0.0316 -0.1606 -0.0080 0.050 1.000 . Uiso c ?
H(20) 0.0398 -0.1049 0.1013 0.052 1.000 . Uiso c ?
H(21) 0.1693 -0.0189 0.1084 0.042 1.000 . Uiso c ?
H(22) 0.1233 0.3551 -0.1888 0.044 1.000 . Uiso c ?
H(23) 0.2030 0.3288 -0.2283 0.044 1.000 . Uiso c ?
H(24) 0.1071 0.2814 -0.2410 0.044 1.000 . Uiso c ?
H(25) 0.2318 0.2846 -0.0434 0.045 1.000 . Uiso c ?
H(26) 0.3146 0.2935 -0.0839 0.045 1.000 . Uiso c ?
H(27) 0.2331 0.3582 -0.0946 0.045 1.000 . Uiso c ?
H(28) 0.1142 0.2130 -0.0743 0.047 1.000 . Uiso c ?
H(29) 0.0508 0.2356 -0.1462 0.047 1.000 . Uiso c ?
H(30) 0.1052 0.1521 -0.1371 0.047 1.000 . Uiso c ?
H(31) 0.4665 0.1858 -0.2910 0.054 1.000 . Uiso c ?
H(32) 0.4818 0.1396 -0.3581 0.054 1.000 . Uiso c ?
H(33) 0.4256 0.2221 -0.3648 0.054 1.000 . Uiso c ?
H(34) 0.2245 0.1930 -0.3619 0.080 1.000 . Uiso c ?
H(35) 0.2921 0.2106 -0.4138 0.080 1.000 . Uiso c ?
H(36) 0.2319 0.1302 -0.4212 0.080 1.000 . Uiso c ?
H(37) 0.3607 -0.0018 -0.3339 0.046 1.000 . Uiso c ?
H(38) 0.3033 0.0266 -0.4063 0.046 1.000 . Uiso c ?
H(39) 0.4131 0.0364 -0.3893 0.046 1.000 . Uiso c ?
H(40) 0.4297 0.1279 0.4812 0.046 1.000 . Uiso c ?
H(41) 0.4930 0.1157 0.4254 0.046 1.000 . Uiso c ?
H(42) 0.4171 0.1853 0.4158 0.046 1.000 . Uiso c ?
H(43) 0.2650 0.0907 0.4582 0.053 1.000 . Uiso c ?
H(44) 0.2405 0.1435 0.3902 0.053 1.000 . Uiso c ?
H(45) 0.2160 0.0500 0.3880 0.053 1.000 . Uiso c ?
H(46) 0.3844 -0.0197 0.4669 0.051 1.000 . Uiso c ?
H(47) 0.3397 -0.0546 0.3933 0.051 1.000 . Uiso c ?
H(48) 0.4462 -0.0295 0.4099 0.051 1.000 . Uiso c ?
H(49) 0.1360 0.2376 0.1487 0.045 1.000 . Uiso c ?
H(50) 0.1755 0.2895 0.0935 0.045 1.000 . Uiso c ?
H(51) 0.1902 0.1944 0.0968 0.045 1.000 . Uiso c ?
H(52) 0.4038 0.3179 0.1728 0.047 1.000 . Uiso c ?
H(53) 0.3810 0.2516 0.1140 0.047 1.000 . Uiso c ?
H(54) 0.3250 0.3343 0.1071 0.047 1.000 . Uiso c ?
H(55) 0.2719 0.2896 0.2771 0.050 1.000 . Uiso c ?
H(56) 0.3061 0.3613 0.2349 0.050 1.000 . Uiso c ?
H(57) 0.1995 0.3364 0.2206 0.050 1.000 . Uiso c ?
H(58) 0.3578 0.5378 0.2631 0.058 1.000 . Uiso c ?
H(59) 0.4122 0.6622 0.2274 0.054 1.000 . Uiso c ?
H(60) 0.5709 0.6748 0.2152 0.057 1.000 . Uiso c ?
H(61) 0.6689 0.5581 0.2371 0.058 1.000 . Uiso c ?
H(62) 0.6089 0.4375 0.2733 0.060 1.000 . Uiso c ?
loop_
_atom_type_symbol
_atom_type_oxidation_number
_atom_type_number_in_cell
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0 194 0.002 0.002
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
Zn 0 4 0.222 1.431
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
O 0 8 0.008 0.006
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
N 0 18 0.004 0.003
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
H 0 258 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 ZN1 O2 96.39(11) . . . ?
O1 ZN1 N1 89.58(12) . . . ?
O1 ZN1 N2 164.46(13) . . . ?
O1 ZN1 N3 100.51(13) . . . ?
O2 ZN1 N1 147.14(13) . . . ?
O2 ZN1 N2 87.93(12) . . . ?
O2 ZN1 N3 109.42(12) . . . ?
N1 ZN1 N2 78.95(12) . . . ?
N1 ZN1 N3 101.11(13) . . . ?
N2 ZN1 N3 92.05(13) . . . ?
ZN1 O1 C1 131.3(3) . . . ?
ZN1 O2 C20 129.9(3) . . . ?
ZN1 N1 C7 124.7(3) . . . ?
ZN1 N1 C8 113.8(3) . . . ?
C7 N1 C8 121.3(3) . . . ?
ZN1 N2 C13 110.7(3) . . . ?
ZN1 N2 C14 125.8(3) . . . ?
C13 N2 C14 122.7(4) . . . ?
ZN1 N3 C21 120.1(3) . . . ?
ZN1 N3 C25 122.0(3) . . . ?
C21 N3 C25 116.9(4) . . . ?
C42 N4 C46 115.9(5) . . . ?
C47 N5 C48 120.3(5) . . . ?
C47 N5 H65 121.9 . . . no
C48 N5 H65 117.5 . . . no
O1 C1 C2 119.9(4) . . . ?
O1 C1 C6 123.3(4) . . . ?
C2 C1 C6 116.8(3) . . . ?
C1 C2 C3 118.2(4) . . . ?
C1 C2 C26 119.6(3) . . . ?
C3 C2 C26 122.1(4) . . . ?
C2 C3 C4 125.8(4) . . . ?
C2 C3 H1 117.0 . . . no
C4 C3 H1 117.2 . . . no
C3 C4 C5 115.8(4) . . . ?
C3 C4 C30 121.5(4) . . . ?
C5 C4 C30 122.7(4) . . . ?
C4 C5 C6 122.5(4) . . . ?
C4 C5 H2 118.8 . . . no
C6 C5 H2 118.8 . . . no
C1 C6 C5 120.8(4) . . . ?
C1 C6 C7 123.6(4) . . . ?
C5 C6 C7 115.6(3) . . . ?
N1 C7 C6 127.1(4) . . . ?
N1 C7 H3 116.4 . . . no
C6 C7 H3 116.5 . . . no
N1 C8 C9 116.2(4) . . . ?
N1 C8 C13 111.1(4) . . . ?
N1 C8 H4 104.0 . . . no
C9 C8 C13 115.6(4) . . . ?
C9 C8 H4 103.9 . . . no
C13 C8 H4 104.2 . . . no
C8 C9 C10 111.6(4) . . . ?
C8 C9 H5 108.6 . . . no
C8 C9 H6 108.9 . . . no
C10 C9 H5 109.4 . . . no
C10 C9 H6 108.9 . . . no
H5 C9 H6 109.4 . . . no
C9 C10 C11 116.6(4) . . . ?
C9 C10 H7 107.3 . . . no
C9 C10 H8 107.9 . . . no
C11 C10 H7 107.2 . . . no
C11 C10 H8 108.1 . . . no
H7 C10 H8 109.5 . . . no
C10 C11 C12 115.0(5) . . . ?
C10 C11 H9 108.5 . . . no
C10 C11 H10 107.8 . . . no
C12 C11 H9 108.2 . . . no
C12 C11 H10 107.4 . . . no
H9 C11 H10 109.8 . . . no
C11 C12 C13 111.1(4) . . . ?
C11 C12 H11 108.5 . . . no
C11 C12 H12 109.3 . . . no
C13 C12 H11 109.1 . . . no
C13 C12 H12 109.4 . . . no
H11 C12 H12 109.5 . . . no
N2 C13 C8 109.3(4) . . . ?
N2 C13 C12 118.7(4) . . . ?
N2 C13 H13 104.0 . . . no
C8 C13 C12 115.0(4) . . . ?
C8 C13 H13 103.7 . . . no
C12 C13 H13 104.2 . . . no
N2 C14 C15 125.5(4) . . . ?
N2 C14 H14 117.3 . . . no
C15 C14 H14 117.2 . . . no
C14 C15 C16 116.4(4) . . . ?
C14 C15 C20 123.2(4) . . . ?
C16 C15 C20 120.3(4) . . . ?
C15 C16 C17 123.1(4) . . . ?
C15 C16 H15 118.6 . . . no
C17 C16 H15 118.3 . . . no
C16 C17 C18 115.8(4) . . . ?
C16 C17 C34 124.6(4) . . . ?
C18 C17 C34 119.5(4) . . . ?
C17 C18 C19 125.1(4) . . . ?
C17 C18 H16 117.2 . . . no
C19 C18 H16 117.6 . . . no
C18 C19 C20 118.6(4) . . . ?
C18 C19 C38 121.7(4) . . . ?
C20 C19 C38 119.8(4) . . . ?
O2 C20 C15 123.4(4) . . . ?
O2 C20 C19 119.6(4) . . . ?
C15 C20 C19 117.0(4) . . . ?
N3 C21 C22 122.7(4) . . . ?
N3 C21 H17 118.4 . . . no
C22 C21 H17 118.9 . . . no
C21 C22 C23 119.4(4) . . . ?
C21 C22 H18 120.2 . . . no
C23 C22 H18 120.5 . . . no
C22 C23 C24 118.6(4) . . . ?
C22 C23 H19 120.6 . . . no
C24 C23 H19 120.8 . . . no
C23 C24 C25 118.8(4) . . . ?
C23 C24 H20 120.7 . . . no
C25 C24 H20 120.4 . . . no
N3 C25 C24 123.5(4) . . . ?
N3 C25 H21 118.2 . . . no
C24 C25 H21 118.2 . . . no
C2 C26 C27 111.9(3) . . . ?
C2 C26 C28 111.3(4) . . . ?
C2 C26 C29 109.3(3) . . . ?
C27 C26 C28 107.2(4) . . . ?
C27 C26 C29 106.9(4) . . . ?
C28 C26 C29 110.0(4) . . . ?
C26 C27 H22 109.8 . . . no
C26 C27 H23 109.5 . . . no
C26 C27 H24 109.1 . . . no
H22 C27 H23 109.8 . . . no
H22 C27 H24 109.4 . . . no
H23 C27 H24 109.2 . . . no
C26 C28 H25 109.5 . . . no
C26 C28 H26 109.4 . . . no
C26 C28 H27 109.4 . . . no
H25 C28 H26 109.4 . . . no
H25 C28 H27 109.6 . . . no
H26 C28 H27 109.5 . . . no
C26 C29 H28 109.4 . . . no
C26 C29 H29 109.4 . . . no
C26 C29 H30 109.1 . . . no
H28 C29 H29 110.0 . . . no
H28 C29 H30 109.4 . . . no
H29 C29 H30 109.6 . . . no
C4 C30 C31 108.9(4) . . . ?
C4 C30 C32 111.2(4) . . . ?
C4 C30 C33 111.2(3) . . . ?
C31 C30 C32 108.5(4) . . . ?
C31 C30 C33 108.7(4) . . . ?
C32 C30 C33 108.2(4) . . . ?
C30 C31 H31 109.4 . . . no
C30 C31 H32 109.0 . . . no
C30 C31 H33 109.1 . . . no
H31 C31 H32 109.9 . . . no
H31 C31 H33 109.8 . . . no
H32 C31 H33 109.6 . . . no
C30 C32 H34 109.2 . . . no
C30 C32 H35 109.6 . . . no
C30 C32 H36 109.2 . . . no
H34 C32 H35 109.7 . . . no
H34 C32 H36 109.1 . . . no
H35 C32 H36 110.0 . . . no
C30 C33 H37 109.2 . . . no
C30 C33 H38 109.7 . . . no
C30 C33 H39 109.4 . . . no
H37 C33 H38 109.4 . . . no
H37 C33 H39 109.3 . . . no
H38 C33 H39 109.9 . . . no
C17 C34 C35 110.0(3) . . . ?
C17 C34 C36 109.9(4) . . . ?
C17 C34 C37 112.4(3) . . . ?
C35 C34 C36 109.0(4) . . . ?
C35 C34 C37 108.1(4) . . . ?
C36 C34 C37 107.4(4) . . . ?
C34 C35 H40 109.6 . . . no
C34 C35 H41 109.3 . . . no
C34 C35 H42 109.4 . . . no
H40 C35 H41 109.4 . . . no
H40 C35 H42 109.7 . . . no
H41 C35 H42 109.4 . . . no
C34 C36 H43 109.7 . . . no
C34 C36 H44 109.1 . . . no
C34 C36 H45 109.9 . . . no
H43 C36 H44 109.1 . . . no
H43 C36 H45 109.9 . . . no
H44 C36 H45 109.1 . . . no
C34 C37 H46 109.5 . . . no
C34 C37 H47 109.3 . . . no
C34 C37 H48 109.3 . . . no
H46 C37 H47 109.6 . . . no
H46 C37 H48 109.6 . . . no
H47 C37 H48 109.5 . . . no
C19 C38 C39 109.5(3) . . . ?
C19 C38 C40 111.0(4) . . . ?
C19 C38 C41 111.9(3) . . . ?
C39 C38 C40 109.5(4) . . . ?
C39 C38 C41 107.7(4) . . . ?
C40 C38 C41 107.2(4) . . . ?
C38 C39 H49 109.5 . . . no
C38 C39 H50 109.5 . . . no
C38 C39 H51 109.3 . . . no
H49 C39 H50 109.6 . . . no
H49 C39 H51 109.5 . . . no
H50 C39 H51 109.5 . . . no
C38 C40 H52 109.5 . . . no
C38 C40 H53 109.3 . . . no
C38 C40 H54 109.4 . . . no
H52 C40 H53 109.6 . . . no
H52 C40 H54 109.6 . . . no
H53 C40 H54 109.5 . . . no
C38 C41 H55 109.4 . . . no
C38 C41 H56 109.3 . . . no
C38 C41 H57 108.9 . . . no
H55 C41 H56 110.1 . . . no
H55 C41 H57 109.7 . . . no
H56 C41 H57 109.4 . . . no
N4 C42 C43 123.0(5) . . . ?
N4 C42 H58 118.4 . . . no
C43 C42 H58 118.6 . . . no
C42 C43 C44 119.4(5) . . . ?
C42 C43 H59 120.6 . . . no
C44 C43 H59 120.0 . . . no
C43 C44 C45 118.1(5) . . . ?
C43 C44 H60 121.1 . . . no
C45 C44 H60 120.8 . . . no
C44 C45 C46 119.1(5) . . . ?
C44 C45 H61 120.4 . . . no
C46 C45 H61 120.6 . . . no
N4 C46 C45 124.6(5) . . . ?
N4 C46 H62 117.8 . . . no
C45 C46 H62 117.6 . . . no
N5 C47 C48 119.0(4) . . . ?
N5 C47 H64 118.9 . . . no
C48 C47 H64 122.0 3_665 3_665 3_665 no
N5 C48 C47 120.6(5) . . . ?
N5 C48 H63 115.8 . . . no
C47 C48 H63 123.2 3_665 3_665 3_665 no
C47 C49 C48 120.3(3) . . . ?
C47 C49 H65 121.9 . . . no
C48 C49 H65 117.5 . . . no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
ZN1 O1 1.963(3) . . ?
ZN1 O2 1.953(3) . . ?
ZN1 N1 2.087(3) . . ?
ZN1 N2 2.089(3) . . ?
ZN1 N3 2.108(3) . . ?
O1 C1 1.297(4) . . ?
O2 C20 1.301(4) . . ?
N1 C7 1.289(5) . . ?
N1 C8 1.476(5) . . ?
N2 C13 1.469(5) . . ?
N2 C14 1.281(5) . . ?
N3 C21 1.347(5) . . ?
N3 C25 1.331(5) . . ?
N4 C42 1.353(6) . . ?
N4 C46 1.323(6) . . ?
N5 C47 1.363(6) . . ?
N5 C48 1.386(6) . . ?
N5 H65 1.11 . . no
C1 C2 1.449(5) . . ?
C1 C6 1.436(5) . . ?
C2 C3 1.378(5) . . ?
C2 C26 1.543(5) . . ?
C3 C4 1.404(5) . . ?
C3 H1 0.95 . . no
C4 C5 1.380(5) . . ?
C4 C30 1.538(5) . . ?
C5 C6 1.411(5) . . ?
C5 H2 0.95 . . no
C6 C7 1.446(5) . . ?
C7 H3 0.95 . . no
C8 C9 1.526(6) . . ?
C8 C13 1.458(6) . . ?
C8 H4 0.96 . . no
C9 C10 1.515(6) . . ?
C9 H5 0.95 . . no
C9 H6 0.95 . . no
C10 C11 1.432(7) . . ?
C10 H7 0.95 . . no
C10 H8 0.95 . . no
C11 C12 1.531(6) . . ?
C11 H9 0.94 . . no
C11 H10 0.95 . . no
C12 C13 1.506(6) . . ?
C12 H11 0.95 . . no
C12 H12 0.95 . . no
C13 H13 0.95 . . no
C14 C15 1.447(5) . . ?
C14 H14 0.95 . . no
C15 C16 1.414(5) . . ?
C15 C20 1.427(5) . . ?
C16 C17 1.369(5) . . ?
C16 H15 0.95 . . no
C17 C18 1.410(5) . . ?
C17 C34 1.527(5) . . ?
C18 C19 1.376(5) . . ?
C18 H16 0.95 . . no
C19 C20 1.450(5) . . ?
C19 C38 1.530(5) . . ?
C21 C22 1.372(6) . . ?
C21 H17 0.95 . . no
C22 C23 1.370(6) . . ?
C22 H18 0.95 . . no
C23 C24 1.374(6) . . ?
C23 H19 0.95 . . no
C24 C25 1.373(6) . . ?
C24 H20 0.95 . . no
C25 H21 0.95 . . no
C26 C27 1.538(6) . . ?
C26 C28 1.531(6) . . ?
C26 C29 1.529(6) . . ?
C27 H22 0.95 . . no
C27 H23 0.95 . . no
C27 H24 0.96 . . no
C28 H25 0.95 . . no
C28 H26 0.95 . . no
C28 H27 0.95 . . no
C29 H28 0.95 . . no
C29 H29 0.95 . . no
C29 H30 0.95 . . no
C30 C31 1.542(6) . . ?
C30 C32 1.519(6) . . ?
C30 C33 1.529(6) . . ?
C31 H31 0.95 . . no
C31 H32 0.95 . . no
C31 H33 0.95 . . no
C32 H34 0.95 . . no
C32 H35 0.94 . . no
C32 H36 0.95 . . no
C33 H37 0.95 . . no
C33 H38 0.95 . . no
C33 H39 0.95 . . no
C34 C35 1.532(6) . . ?
C34 C36 1.523(6) . . ?
C34 C37 1.528(6) . . ?
C35 H40 0.95 . . no
C35 H41 0.95 . . no
C35 H42 0.95 . . no
C36 H43 0.95 . . no
C36 H44 0.96 . . no
C36 H45 0.95 . . no
C37 H46 0.95 . . no
C37 H47 0.95 . . no
C37 H48 0.95 . . no
C38 C39 1.543(6) . . ?
C38 C40 1.528(6) . . ?
C38 C41 1.539(6) . . ?
C39 H49 0.95 . . no
C39 H50 0.95 . . no
C39 H51 0.95 . . no
C40 H52 0.95 . . no
C40 H53 0.95 . . no
C40 H54 0.95 . . no
C41 H55 0.95 . . no
C41 H56 0.95 . . no
C41 H57 0.95 . . no
C42 C43 1.374(7) . . ?
C42 H58 0.95 . . no
C43 C44 1.372(7) . . ?
C43 H59 0.95 . . no
C44 C45 1.369(7) . . ?
C44 H60 0.96 . . no
C45 C46 1.368(7) . . ?
C45 H61 0.96 . . no
C46 H62 0.95 . . no
C47 C48 1.336(6) . . ?
C47 H64 0.85 . . no
C48 H63 1.09 . . no
C49 H65 1.11 . . no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
O2 H6 2.9225 . 3_655 no
N1 H4 2.7557 . 3_655 no
N2 C7 3.573(6) . 3_655 no
N4 H20 2.8361 . 2 no
N4 H65 2.9926 . . no
N4 H56 3.0455 . . no
N4 C24 3.596(6) . 2 no
N5 H7 3.0596 . 3_655 no
C2 H62 2.9193 . 4_454 no
C5 C14 3.591(6) . 3_655 no
C6 H12 2.9935 . 3_655 no
C7 H4 2.9627 . 3_655 no
C10 H53 3.0119 . 3_655 no
C23 H28 3.0467 . 3 no
C23 C25 3.596(7) . 3 no
C24 C29 3.503(6) . 3 no
C29 H20 2.7978 . 3 no
C32 H5 2.9884 . 2_554 no
C43 H18 3.0218 . 4 no
C44 H10 3.0460 . 1_565 no
C45 H64 2.9236 . . no
C45 C47 3.562(7) . . no
C46 H30 2.9038 . 4 no
C46 H17 2.9328 . 4 no
C46 H65 2.9722 . . no
C49 H7 3.0596 . 3_655 no
H63 H54 2.5874 . . no
H5 H34 2.4434 . 2_544 no
H6 H53 2.5528 . 3_655 no
H8 H26 2.3693 . 3_655 no
H8 H53 2.6073 . 3_655 no
H10 H60 2.6550 . 1_545 no
H15 H57 2.4906 . 2_545 no
H15 H32 2.6168 . 3_655 no
H18 H33 2.6214 . 2_544 no
H19 H28 2.3212 . 3 no
H19 H51 2.6306 . 3 no
H20 H30 2.4369 . 3 no
H22 H37 2.3595 . 2_554 no
H23 H61 2.6211 . 3_665 no
H30 H62 2.2693 . 4_454 no
H32 H48 2.3752 . 3_655 no
H36 H43 2.5539 . 1_554 no
H39 H48 2.1344 . 3_655 no
H47 H50 2.5481 . 2_545 no
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
ZN1 O1 C1 C2 . . . . 171.8(3) no
ZN1 O1 C1 C6 . . . . -7.8(6) no
ZN1 O2 C20 C15 . . . . 20.2(6) no
ZN1 O2 C20 C19 . . . . -160.3(3) no
ZN1 N1 C7 C6 . . . . -1.2(6) no
ZN1 N1 C8 C9 . . . . 154.9(3) no
ZN1 N1 C8 C13 . . . . 20.0(5) no
ZN1 N2 C13 C8 . . . . 43.1(5) no
ZN1 N2 C13 C12 . . . . 177.7(4) no
ZN1 N2 C14 C15 . . . . -5.7(6) no
ZN1 N3 C21 C22 . . . . 167.5(4) no
ZN1 N3 C25 C24 . . . . -168.0(4) no
O1 ZN1 O2 C20 . . . . 171.9(3) no
O1 ZN1 N1 C7 . . . . -2.5(4) no
O1 ZN1 N1 C8 . . . . 172.2(3) no
O1 ZN1 N2 C13 . . . . -68.0(6) no
O1 ZN1 N2 C14 . . . . 122.0(5) no
O1 ZN1 N3 C21 . . . . 53.4(3) no
O1 ZN1 N3 C25 . . . . -138.0(3) no
O1 C1 C2 C3 . . . . 175.3(4) no
O1 C1 C2 C26 . . . . -6.4(6) no
O1 C1 C6 C5 . . . . -176.3(4) no
O1 C1 C6 C7 . . . . 1.8(6) no
O2 ZN1 O1 C1 . . . . 154.8(4) no
O2 ZN1 N1 C7 . . . . -103.7(4) no
O2 ZN1 N1 C8 . . . . 71.0(4) no
O2 ZN1 N2 C13 . . . . -174.6(3) no
O2 ZN1 N2 C14 . . . . 15.4(4) no
O2 ZN1 N3 C21 . . . . 154.1(3) no
O2 ZN1 N3 C25 . . . . -37.4(4) no
O2 C20 C15 C14 . . . . -1.4(6) no
O2 C20 C15 C16 . . . . -179.1(4) no
O2 C20 C19 C18 . . . . 179.8(4) no
O2 C20 C19 C38 . . . . 0.9(6) no
N1 ZN1 O1 C1 . . . . 7.2(4) no
N1 ZN1 O2 C20 . . . . -88.9(4) no
N1 ZN1 N2 C13 . . . . -24.9(3) no
N1 ZN1 N2 C14 . . . . 165.2(4) no
N1 ZN1 N3 C21 . . . . -38.3(3) no
N1 ZN1 N3 C25 . . . . 130.3(3) no
N1 C7 C6 C1 . . . . 2.7(7) no
N1 C7 C6 C5 . . . . -179.1(4) no
N1 C8 C9 C10 . . . . -175.9(4) no
N1 C8 C13 N2 . . . . -40.7(6) no
N1 C8 C13 C12 . . . . -177.2(4) no
N2 ZN1 O1 C1 . . . . 49.3(7) no
N2 ZN1 O2 C20 . . . . -23.1(4) no
N2 ZN1 N1 C7 . . . . -172.0(4) no
N2 ZN1 N1 C8 . . . . 2.8(3) no
N2 ZN1 N3 C21 . . . . -117.4(3) no
N2 ZN1 N3 C25 . . . . 51.2(4) no
N2 C13 C8 C9 . . . . -175.9(4) no
N2 C13 C12 C11 . . . . 179.9(4) no
N2 C14 C15 C16 . . . . 172.4(4) no
N2 C14 C15 C20 . . . . -5.3(7) no
N3 ZN1 O1 C1 . . . . -94.1(4) no
N3 ZN1 O2 C20 . . . . 68.4(4) no
N3 ZN1 N1 C7 . . . . 98.1(4) no
N3 ZN1 N1 C8 . . . . -87.2(3) no
N3 ZN1 N2 C13 . . . . 76.0(3) no
N3 ZN1 N2 C14 . . . . -93.9(4) no
N3 C21 C22 C23 . . . . 1.2(8) no
N3 C25 C24 C23 . . . . 0.1(8) no
N4 C42 C43 C44 . . . . -0.6(8) no
N4 C46 C45 C44 . . . . 1.2(8) no
C1 C2 C3 C4 . . . . 3.4(6) no
C1 C2 C26 C27 . . . . -175.8(4) no
C1 C2 C26 C28 . . . . 64.2(5) no
C1 C2 C26 C29 . . . . -57.6(5) no
C1 C6 C5 C4 . . . . -1.2(6) no
C2 C1 C6 C5 . . . . 4.2(6) no
C2 C1 C6 C7 . . . . -177.7(4) no
C2 C3 C4 C5 . . . . -0.3(6) no
C2 C3 C4 C30 . . . . -178.4(4) no
C3 C2 C1 C6 . . . . -5.1(6) no
C3 C2 C26 C27 . . . . 2.3(6) no
C3 C2 C26 C28 . . . . -117.7(4) no
C3 C2 C26 C29 . . . . 120.6(4) no
C3 C4 C5 C6 . . . . -0.9(6) no
C3 C4 C30 C31 . . . . 87.6(5) no
C3 C4 C30 C32 . . . . -31.9(6) no
C3 C4 C30 C33 . . . . -152.6(4) no
C4 C3 C2 C26 . . . . -174.8(4) no
C4 C5 C6 C7 . . . . -179.4(4) no
C5 C4 C30 C31 . . . . -90.3(5) no
C5 C4 C30 C32 . . . . 150.1(4) no
C5 C4 C30 C33 . . . . 29.5(6) no
C6 C1 C2 C26 . . . . 173.1(4) no
C6 C5 C4 C30 . . . . 177.2(4) no
C6 C7 N1 C8 . . . . -175.6(4) no
C7 N1 C8 C9 . . . . -30.1(6) no
C7 N1 C8 C13 . . . . -165.0(4) no
C8 C9 C10 C11 . . . . 43.3(7) no
C8 C13 N2 C14 . . . . -146.6(5) no
C8 C13 C12 C11 . . . . -47.9(6) no
C9 C8 C13 C12 . . . . 47.6(7) no
C9 C10 C11 C12 . . . . -47.1(7) no
C10 C9 C8 C13 . . . . -43.1(6) no
C10 C11 C12 C13 . . . . 47.6(7) no
C12 C13 N2 C14 . . . . -12.0(7) no
C13 N2 C14 C15 . . . . -174.5(4) no
C14 C15 C16 C17 . . . . -178.3(4) no
C14 C15 C20 C19 . . . . 179.1(4) no
C15 C16 C17 C18 . . . . -1.1(6) no
C15 C16 C17 C34 . . . . 177.4(4) no
C15 C20 C19 C18 . . . . -0.7(6) no
C15 C20 C19 C38 . . . . -179.6(4) no
C16 C15 C20 C19 . . . . 1.5(6) no
C16 C17 C18 C19 . . . . 1.9(6) no
C16 C17 C34 C35 . . . . 118.8(5) no
C16 C17 C34 C36 . . . . -121.2(5) no
C16 C17 C34 C37 . . . . -1.7(6) no
C17 C16 C15 C20 . . . . -0.5(6) no
C17 C18 C19 C20 . . . . -1.0(7) no
C17 C18 C19 C38 . . . . 177.9(4) no
C18 C17 C34 C35 . . . . -62.7(5) no
C18 C17 C34 C36 . . . . 57.3(5) no
C18 C17 C34 C37 . . . . 176.8(4) no
C18 C19 C38 C39 . . . . -118.3(4) no
C18 C19 C38 C40 . . . . 120.7(4) no
C18 C19 C38 C41 . . . . 1.1(6) no
C19 C18 C17 C34 . . . . -176.7(4) no
C20 C19 C38 C39 . . . . 60.6(5) no
C20 C19 C38 C40 . . . . -60.4(5) no
C20 C19 C38 C41 . . . . 179.9(4) no
C21 N3 C25 C24 . . . . 0.9(7) no
C21 C22 C23 C24 . . . . -0.1(8) no
C22 C21 N3 C25 . . . . -1.6(7) no
C22 C23 C24 C25 . . . . -0.5(8) no
C42 N4 C46 C45 . . . . -0.8(8) no
C42 C43 C44 C45 . . . . 0.9(7) no
C43 C42 N4 C46 . . . . 0.5(7) no
C43 C44 C45 C46 . . . . -1.1(7) no
