#------------------------------------------------------------------------------
#$Date: 2025-08-19 22:06:29 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301812 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/52/4025279.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_4025279
loop_
_publ_author_name
'Marcin Ptaszek'
'Dorothée Lahaye'
'Michael Krayer'
'Chinnasamy Muthiah'
'Jonathan S. Lindsey'
_publ_contact_author_address
;Department of Chemistry 
North Carolina State University 
Raleigh, NC 27695-8204    
;
_publ_contact_author_email       jlindsey@ncsu.edu
_publ_contact_author_fax         919-513-2830
_publ_contact_author_name        'Jonathan S. Lindsey'
_publ_contact_author_phone       919-515-6406
_publ_section_title
;
 De Novo Synthesis of Long-Wavelength Absorbing
 Chlorin-13,15-dicarboximides
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1659
_journal_page_last               1673
_journal_paper_doi               10.1021/jo902649d
_journal_volume                  75
_journal_year                    2010
_chemical_formula_sum            'C43 H39 N5 O3 Zn'
_chemical_formula_weight         739.16
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                100.001(2)
_cell_angle_beta                 114.6510(10)
_cell_angle_gamma                99.178(2)
_cell_formula_units_Z            2
_cell_length_a                   11.6918(3)
_cell_length_b                   12.5912(6)
_cell_length_c                   13.5930(3)
_cell_measurement_reflns_used    9913
_cell_measurement_temperature    110
_cell_measurement_theta_max      36.08
_cell_measurement_theta_min      2.54
_cell_volume                     1729.89(11)
_computing_cell_refinement       SAINT
_computing_data_collection       Apex2
_computing_data_reduction        SAINT
_computing_molecular_graphics    NRCVAX
_computing_publication_material  cif2tables.py
_computing_structure_refinement  XL
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      110
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.936
_diffrn_measurement_device_type  'Bruker-Nonius Kappa Axis X8 Apex2'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_sigmaI/netI    0.0441
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            99385
_diffrn_reflns_theta_full        36.89
_diffrn_reflns_theta_max         40.35
_diffrn_reflns_theta_min         2.25
_exptl_absorpt_coefficient_mu    0.760
_exptl_absorpt_correction_T_max  0.9017
_exptl_absorpt_correction_T_min  0.6924
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             772
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.14
_refine_diff_density_max         1.352
_refine_diff_density_min         -0.575
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     474
_refine_ls_number_reflns         20514
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0800
_refine_ls_R_factor_gt           0.0472
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0765P)²+0.3377P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1239
_refine_ls_wR_factor_ref         0.1400
_reflns_number_gt                14414
_reflns_number_total             20514
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo902649d_si_004.cif
_cod_data_source_block           x10056
_cod_original_cell_volume        1729.89(10)
_cod_database_code               4025279
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_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 -0.030119(12) 0.834025(12) 0.395331(11) 0.01678(4) Uani 1 1 d . . .
N1 N -0.16671(10) 0.90615(9) 0.41040(9) 0.01942(17) Uani 1 1 d . . .
N2 N -0.04019(10) 0.90654(9) 0.26679(9) 0.01859(17) Uani 1 1 d . . .
N3 N 0.13508(9) 0.79661(8) 0.40475(8) 0.01553(15) Uani 1 1 d . . .
N4 N -0.00012(9) 0.77641(8) 0.54018(8) 0.01629(16) Uani 1 1 d . . .
C1 C -0.22602(11) 0.88414(11) 0.47428(10) 0.0197(2) Uani 1 1 d . . .
C2 C -0.33678(12) 0.93185(12) 0.44705(11) 0.0245(2) Uani 1 1 d . . .
H2 H -0.3938 0.9288 0.4804 0.029 Uiso 1 1 calc R . .
C3 C -0.34321(13) 0.98154(12) 0.36493(11) 0.0248(2) Uani 1 1 d . . .
H3 H -0.4048 1.0213 0.3307 0.030 Uiso 1 1 calc R . .
C4 C -0.23881(12) 0.96289(11) 0.33904(11) 0.0212(2) Uani 1 1 d . . .
C5 C -0.22291(12) 0.98683(11) 0.24990(11) 0.0235(2) Uani 1 1 d . . .
H5 H -0.2786 1.0274 0.2085 0.028 Uiso 1 1 calc R . .
C6 C -0.13267(12) 0.95759(11) 0.21314(11) 0.0213(2) Uani 1 1 d . . .
C7 C -0.12611(13) 0.97633(12) 0.11406(12) 0.0256(2) Uani 1 1 d . . .
H7 H -0.1803 1.0105 0.0622 0.031 Uiso 1 1 calc R . .
C8 C -0.02669(12) 0.93544(12) 0.10899(11) 0.0229(2) Uani 1 1 d . . .
H8 H 0.0010 0.9348 0.0524 0.027 Uiso 1 1 calc R . .
C9 C 0.02795(11) 0.89359(10) 0.20602(10) 0.01753(18) Uani 1 1 d . . .
C10 C 0.13820(10) 0.85124(9) 0.23799(9) 0.01538(17) Uani 1 1 d . . .
C11 C 0.19080(10) 0.81146(9) 0.33372(9) 0.01482(17) Uani 1 1 d . . .
C12 C 0.31018(10) 0.77953(9) 0.37182(9) 0.01495(17) Uani 1 1 d . . .
H12 H 0.3676 0.7816 0.3388 0.018 Uiso 1 1 calc R . .
C13 C 0.32555(10) 0.74508(9) 0.46639(9) 0.01449(16) Uani 1 1 d . . .
C14 C 0.21563(10) 0.75591(9) 0.48451(9) 0.01396(16) Uani 1 1 d . . .
C15 C 0.20046(10) 0.72313(9) 0.57415(9) 0.01495(17) Uani 1 1 d . . .
C16 C 0.09427(10) 0.72865(10) 0.59626(9) 0.01572(17) Uani 1 1 d . . .
C17 C 0.07048(12) 0.68681(12) 0.68554(10) 0.0208(2) Uani 1 1 d . . .
H17A H 0.1313 0.7361 0.7614 0.025 Uiso 1 1 calc R . .
H17B H 0.0805 0.6099 0.6829 0.025 Uiso 1 1 calc R . .
C18 C -0.07063(11) 0.68994(11) 0.65522(10) 0.0195(2) Uani 1 1 d . . .
C19 C -0.09104(11) 0.76763(10) 0.57904(9) 0.01717(18) Uani 1 1 d . . .
C20 C -0.19238(11) 0.81774(11) 0.55029(10) 0.0200(2) Uani 1 1 d . . .
H20 H -0.2462 0.8062 0.5860 0.024 Uiso 1 1 calc R . .
C21 C -0.09127(15) 0.72929(14) 0.75799(12) 0.0281(3) Uani 1 1 d . . .
H21A H -0.0373 0.8056 0.7991 0.042 Uiso 1 1 calc R . .
H21B H -0.0665 0.6797 0.8071 0.042 Uiso 1 1 calc R . .
H21C H -0.1832 0.7277 0.7337 0.042 Uiso 1 1 calc R . .
C22 C -0.16379(14) 0.57409(12) 0.58455(13) 0.0292(3) Uani 1 1 d . . .
H22A H -0.2541 0.5785 0.5600 0.044 Uiso 1 1 calc R . .
H22B H -0.1462 0.5206 0.6300 0.044 Uiso 1 1 calc R . .
H22C H -0.1504 0.5494 0.5186 0.044 Uiso 1 1 calc R . .
C23 C 0.20765(10) 0.84911(9) 0.16675(9) 0.01523(17) Uani 1 1 d . . .
C24 C 0.30119(11) 0.94441(9) 0.18280(9) 0.01693(18) Uani 1 1 d . . .
C25 C 0.37028(12) 0.93792(10) 0.12033(10) 0.01925(19) Uani 1 1 d . . .
H25 H 0.4331 1.0026 0.1311 0.023 Uiso 1 1 calc R . .
C26 C 0.35031(12) 0.84062(11) 0.04341(10) 0.0204(2) Uani 1 1 d . . .
C27 C 0.25363(13) 0.74811(11) 0.02563(10) 0.0224(2) Uani 1 1 d . . .
H27 H 0.2360 0.6813 -0.0290 0.027 Uiso 1 1 calc R . .
C28 C 0.18212(12) 0.75118(10) 0.08602(10) 0.01931(19) Uani 1 1 d . . .
C29 C 0.07856(15) 0.64915(12) 0.06361(13) 0.0289(3) Uani 1 1 d . . .
H29A H -0.0048 0.6683 0.0439 0.043 Uiso 1 1 calc R . .
H29B H 0.1029 0.6221 0.1311 0.043 Uiso 1 1 calc R . .
H29C H 0.0702 0.5907 0.0013 0.043 Uiso 1 1 calc R . .
C30 C 0.43077(16) 0.83383(14) -0.01888(13) 0.0310(3) Uani 1 1 d . . .
H30A H 0.5216 0.8419 0.0344 0.046 Uiso 1 1 calc R . .
H30B H 0.4263 0.8938 -0.0566 0.046 Uiso 1 1 calc R . .
H30C H 0.3967 0.7614 -0.0749 0.046 Uiso 1 1 calc R . .
C31 C 0.32928(16) 1.05148(11) 0.26760(13) 0.0286(3) Uani 1 1 d . . .
H31A H 0.4026 1.1061 0.2725 0.043 Uiso 1 1 calc R . .
H31B H 0.3514 1.0373 0.3412 0.043 Uiso 1 1 calc R . .
H31C H 0.2521 1.0809 0.2444 0.043 Uiso 1 1 calc R . .
C32 C 0.30500(10) 0.68020(10) 0.64822(9) 0.01618(18) Uani 1 1 d . . .
O1 O 0.30494(9) 0.64939(9) 0.72872(8) 0.02458(19) Uani 1 1 d . . .
N5 N 0.41378(9) 0.67536(8) 0.62790(8) 0.01518(15) Uani 1 1 d . . .
C33 C 0.43022(10) 0.70410(9) 0.53850(9) 0.01458(17) Uani 1 1 d . . .
O2 O 0.52628(8) 0.69529(8) 0.52615(7) 0.01927(15) Uani 1 1 d . . .
C34 C 0.51435(10) 0.63467(10) 0.70459(9) 0.01587(17) Uani 1 1 d . . .
C35 C 0.59192(12) 0.69900(11) 0.81473(10) 0.0198(2) Uani 1 1 d . . .
H35 H 0.5783 0.7690 0.8396 0.024 Uiso 1 1 calc R . .
C36 C 0.68949(13) 0.66054(12) 0.88823(11) 0.0246(2) Uani 1 1 d . . .
H36 H 0.7429 0.7044 0.9635 0.030 Uiso 1 1 calc R . .
C37 C 0.70896(13) 0.55826(13) 0.85188(12) 0.0258(2) Uani 1 1 d . . .
H37 H 0.7757 0.5320 0.9023 0.031 Uiso 1 1 calc R . .
C38 C 0.63119(13) 0.49436(12) 0.74219(12) 0.0243(2) Uani 1 1 d . . .
H38 H 0.6448 0.4243 0.7175 0.029 Uiso 1 1 calc R . .
C39 C 0.53297(12) 0.53230(10) 0.66780(10) 0.0199(2) Uani 1 1 d . . .
H39 H 0.4794 0.4883 0.5926 0.024 Uiso 1 1 calc R . .
O3 O -0.16967(10) 0.67554(9) 0.28651(8) 0.02698(19) Uani 1 1 d . . .
C40 C -0.30119(16) 0.63776(17) 0.26917(15) 0.0419(4) Uani 1 1 d . . .
H40A H -0.3346 0.7020 0.2874 0.050 Uiso 1 1 calc R . .
H40B H -0.3052 0.5879 0.3171 0.050 Uiso 1 1 calc R . .
C41 C -0.37988(16) 0.57565(16) 0.14676(14) 0.0390(4) Uani 1 1 d . . .
H41A H -0.4103 0.6270 0.0997 0.047 Uiso 1 1 calc R . .
H41B H -0.4559 0.5172 0.1340 0.047 Uiso 1 1 calc R . .
C42 C -0.28193(17) 0.52514(13) 0.12329(12) 0.0322(3) Uani 1 1 d . . .
H42A H -0.2752 0.4560 0.1481 0.039 Uiso 1 1 calc R . .
H42B H -0.3053 0.5082 0.0423 0.039 Uiso 1 1 calc R . .
C43 C -0.15735(16) 0.61588(15) 0.19179(13) 0.0332(3) Uani 1 1 d . . .
H43A H -0.0816 0.5834 0.2178 0.040 Uiso 1 1 calc R . .
H43B H -0.1456 0.6666 0.1467 0.040 Uiso 1 1 calc R . .
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'
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
N3 Zn1 N1 166.56(4) . . ?
N3 Zn1 N2 88.92(4) . . ?
N1 Zn1 N2 90.02(4) . . ?
N3 Zn1 N4 88.75(4) . . ?
N1 Zn1 N4 90.73(4) . . ?
N2 Zn1 N4 173.07(4) . . ?
N3 Zn1 O3 99.23(4) . . ?
N1 Zn1 O3 94.20(4) . . ?
N2 Zn1 O3 96.05(4) . . ?
N4 Zn1 O3 90.77(4) . . ?
C1 N1 C4 106.86(10) . . ?
C1 N1 Zn1 125.06(8) . . ?
C4 N1 Zn1 126.26(8) . . ?
C6 N2 C9 106.60(10) . . ?
C6 N2 Zn1 125.69(8) . . ?
C9 N2 Zn1 126.63(8) . . ?
C14 N3 C11 106.71(9) . . ?
C14 N3 Zn1 126.10(7) . . ?
C11 N3 Zn1 127.15(7) . . ?
C16 N4 C19 109.63(9) . . ?
C16 N4 Zn1 127.94(7) . . ?
C19 N4 Zn1 121.71(8) . . ?
N1 C1 C20 125.65(11) . . ?
N1 C1 C2 110.03(11) . . ?
C20 C1 C2 124.16(11) . . ?
C3 C2 C1 106.75(11) . . ?
C3 C2 H2 126.6 . . ?
C1 C2 H2 126.6 . . ?
C2 C3 C4 107.23(11) . . ?
C2 C3 H3 126.4 . . ?
C4 C3 H3 126.4 . . ?
C5 C4 N1 125.48(11) . . ?
C5 C4 C3 125.13(12) . . ?
N1 C4 C3 109.03(11) . . ?
C4 C5 C6 127.06(11) . . ?
C4 C5 H5 116.5 . . ?
C6 C5 H5 116.5 . . ?
N2 C6 C5 124.27(11) . . ?
N2 C6 C7 110.40(11) . . ?
C5 C6 C7 125.33(11) . . ?
C8 C7 C6 106.59(10) . . ?
C8 C7 H7 126.7 . . ?
C6 C7 H7 126.7 . . ?
C7 C8 C9 106.66(11) . . ?
C7 C8 H8 126.7 . . ?
C9 C8 H8 126.7 . . ?
N2 C9 C10 124.51(10) . . ?
N2 C9 C8 109.73(10) . . ?
C10 C9 C8 125.68(11) . . ?
C9 C10 C11 124.86(10) . . ?
C9 C10 C23 118.38(9) . . ?
C11 C10 C23 116.75(9) . . ?
N3 C11 C10 125.85(10) . . ?
N3 C11 C12 109.80(9) . . ?
C10 C11 C12 124.35(9) . . ?
C13 C12 C11 106.00(9) . . ?
C13 C12 H12 127.0 . . ?
C11 C12 H12 127.0 . . ?
C12 C13 C14 107.52(9) . . ?
C12 C13 C33 129.21(10) . . ?
C14 C13 C33 123.27(9) . . ?
N3 C14 C15 128.79(9) . . ?
N3 C14 C13 109.98(9) . . ?
C15 C14 C13 121.21(9) . . ?
C16 C15 C14 124.82(10) . . ?
C16 C15 C32 118.56(9) . . ?
C14 C15 C32 116.62(9) . . ?
N4 C16 C15 123.07(9) . . ?
N4 C16 C17 110.84(9) . . ?
C15 C16 C17 126.07(10) . . ?
C16 C17 C18 103.54(9) . . ?
C16 C17 H17A 111.1 . . ?
C18 C17 H17A 111.1 . . ?
C16 C17 H17B 111.1 . . ?
C18 C17 H17B 111.1 . . ?
H17A C17 H17B 109.0 . . ?
C19 C18 C21 114.48(11) . . ?
C19 C18 C17 100.92(9) . . ?
C21 C18 C17 113.10(10) . . ?
C19 C18 C22 108.01(10) . . ?
C21 C18 C22 109.82(11) . . ?
C17 C18 C22 110.12(11) . . ?
N4 C19 C20 125.45(11) . . ?
N4 C19 C18 111.34(10) . . ?
C20 C19 C18 123.15(10) . . ?
C19 C20 C1 127.85(11) . . ?
C19 C20 H20 116.1 . . ?
C1 C20 H20 116.1 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C18 C22 H22A 109.5 . . ?
C18 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C18 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C28 C23 C24 119.60(10) . . ?
C28 C23 C10 120.06(10) . . ?
C24 C23 C10 120.32(10) . . ?
C25 C24 C23 119.08(11) . . ?
C25 C24 C31 120.04(10) . . ?
C23 C24 C31 120.87(10) . . ?
C26 C25 C24 122.21(11) . . ?
C26 C25 H25 118.9 . . ?
C24 C25 H25 118.9 . . ?
C25 C26 C27 117.83(11) . . ?
C25 C26 C30 121.32(12) . . ?
C27 C26 C30 120.85(12) . . ?
C28 C27 C26 121.72(12) . . ?
C28 C27 H27 119.1 . . ?
C26 C27 H27 119.1 . . ?
C27 C28 C23 119.46(11) . . ?
C27 C28 C29 119.73(12) . . ?
C23 C28 C29 120.80(11) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C26 C30 H30A 109.5 . . ?
C26 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C26 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C24 C31 H31A 109.5 . . ?
C24 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C24 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O1 C32 N5 117.05(10) . . ?
O1 C32 C15 123.66(10) . . ?
N5 C32 C15 119.29(9) . . ?
C33 N5 C32 125.58(9) . . ?
C33 N5 C34 117.60(9) . . ?
C32 N5 C34 116.79(8) . . ?
O2 C33 N5 121.20(10) . . ?
O2 C33 C13 124.84(10) . . ?
N5 C33 C13 113.96(9) . . ?
C39 C34 C35 120.57(10) . . ?
C39 C34 N5 119.82(10) . . ?
C35 C34 N5 119.61(10) . . ?
C36 C35 C34 119.69(12) . . ?
C36 C35 H35 120.2 . . ?
C34 C35 H35 120.2 . . ?
C37 C36 C35 120.06(12) . . ?
C37 C36 H36 120.0 . . ?
C35 C36 H36 120.0 . . ?
C38 C37 C36 120.02(11) . . ?
C38 C37 H37 120.0 . . ?
C36 C37 H37 120.0 . . ?
C37 C38 C39 120.32(12) . . ?
C37 C38 H38 119.8 . . ?
C39 C38 H38 119.8 . . ?
C34 C39 C38 119.34(12) . . ?
C34 C39 H39 120.3 . . ?
C38 C39 H39 120.3 . . ?
C40 O3 C43 109.12(11) . . ?
C40 O3 Zn1 126.81(9) . . ?
C43 O3 Zn1 120.29(8) . . ?
O3 C40 C41 105.80(13) . . ?
O3 C40 H40A 110.6 . . ?
C41 C40 H40A 110.6 . . ?
O3 C40 H40B 110.6 . . ?
C41 C40 H40B 110.6 . . ?
H40A C40 H40B 108.7 . . ?
C40 C41 C42 101.90(14) . . ?
C40 C41 H41A 111.4 . . ?
C42 C41 H41A 111.4 . . ?
C40 C41 H41B 111.4 . . ?
C42 C41 H41B 111.4 . . ?
H41A C41 H41B 109.3 . . ?
C43 C42 C41 102.67(13) . . ?
C43 C42 H42A 111.2 . . ?
C41 C42 H42A 111.2 . . ?
C43 C42 H42B 111.2 . . ?
C41 C42 H42B 111.2 . . ?
H42A C42 H42B 109.1 . . ?
O3 C43 C42 105.88(12) . . ?
O3 C43 H43A 110.6 . . ?
C42 C43 H43A 110.6 . . ?
O3 C43 H43B 110.6 . . ?
C42 C43 H43B 110.6 . . ?
H43A C43 H43B 108.7 . . ?
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 N3 2.0183(9) . ?
Zn1 N1 2.0219(10) . ?
Zn1 N2 2.0779(10) . ?
Zn1 N4 2.1277(9) . ?
Zn1 O3 2.1806(10) . ?
N1 C1 1.3551(16) . ?
N1 C4 1.3830(16) . ?
N2 C6 1.3568(15) . ?
N2 C9 1.3738(15) . ?
N3 C14 1.3491(13) . ?
N3 C11 1.3929(13) . ?
N4 C16 1.3528(14) . ?
N4 C19 1.3684(14) . ?
C1 C20 1.4096(18) . ?
C1 C2 1.4493(17) . ?
C2 C3 1.353(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.4456(18) . ?
C3 H3 0.9500 . ?
C4 C5 1.3749(19) . ?
C5 C6 1.4137(18) . ?
C5 H5 0.9500 . ?
C6 C7 1.4374(18) . ?
C7 C8 1.3662(19) . ?
C7 H7 0.9500 . ?
C8 C9 1.4391(16) . ?
C8 H8 0.9500 . ?
C9 C10 1.4026(16) . ?
C10 C11 1.4069(14) . ?
C10 C23 1.5007(15) . ?
C11 C12 1.4235(15) . ?
C12 C13 1.3780(14) . ?
C12 H12 0.9500 . ?
C13 C14 1.4279(14) . ?
C13 C33 1.4495(14) . ?
C14 C15 1.4206(14) . ?
C15 C16 1.4029(15) . ?
C15 C32 1.4741(15) . ?
C16 C17 1.5115(15) . ?
C17 C18 1.5338(16) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.5187(16) . ?
C18 C21 1.5277(17) . ?
C18 C22 1.5397(19) . ?
C19 C20 1.3758(16) . ?
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 1.3975(16) . ?
C23 C24 1.4053(15) . ?
C24 C25 1.3962(16) . ?
C24 C31 1.5024(18) . ?
C25 C26 1.3817(18) . ?
C25 H25 0.9500 . ?
C26 C27 1.3955(18) . ?
C26 C30 1.5080(18) . ?
C27 C28 1.3950(17) . ?
C27 H27 0.9500 . ?
C28 C29 1.5066(17) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 O1 1.2230(13) . ?
C32 N5 1.4176(14) . ?
N5 C33 1.4037(13) . ?
N5 C34 1.4446(13) . ?
C33 O2 1.2217(13) . ?
C34 C39 1.3839(17) . ?
C34 C35 1.3900(16) . ?
C35 C36 1.3883(17) . ?
C35 H35 0.9500 . ?
C36 C37 1.386(2) . ?
C36 H36 0.9500 . ?
C37 C38 1.384(2) . ?
C37 H37 0.9500 . ?
C38 C39 1.3940(17) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
O3 C40 1.4393(18) . ?
O3 C43 1.4477(18) . ?
C40 C41 1.506(2) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 C42 1.512(3) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 C43 1.504(2) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
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
N3 Zn1 N1 C1 -103.48(18) . . . . ?
N2 Zn1 N1 C1 171.07(10) . . . . ?
N4 Zn1 N1 C1 -15.82(10) . . . . ?
O3 Zn1 N1 C1 75.00(10) . . . . ?
N3 Zn1 N1 C4 93.88(19) . . . . ?
N2 Zn1 N1 C4 8.44(11) . . . . ?
N4 Zn1 N1 C4 -178.46(10) . . . . ?
O3 Zn1 N1 C4 -87.64(11) . . . . ?
N3 Zn1 N2 C6 -178.39(11) . . . . ?
N1 Zn1 N2 C6 -11.79(11) . . . . ?
N4 Zn1 N2 C6 -108.0(3) . . . . ?
O3 Zn1 N2 C6 82.44(11) . . . . ?
N3 Zn1 N2 C9 15.13(10) . . . . ?
N1 Zn1 N2 C9 -178.27(10) . . . . ?
N4 Zn1 N2 C9 85.5(3) . . . . ?
O3 Zn1 N2 C9 -84.04(11) . . . . ?
N1 Zn1 N3 C14 85.77(19) . . . . ?
N2 Zn1 N3 C14 171.34(10) . . . . ?
N4 Zn1 N3 C14 -2.12(10) . . . . ?
O3 Zn1 N3 C14 -92.70(10) . . . . ?
N1 Zn1 N3 C11 -91.55(19) . . . . ?
N2 Zn1 N3 C11 -5.98(10) . . . . ?
N4 Zn1 N3 C11 -179.44(10) . . . . ?
O3 Zn1 N3 C11 89.98(10) . . . . ?
N3 Zn1 N4 C16 -4.30(10) . . . . ?
N1 Zn1 N4 C16 -170.86(10) . . . . ?
N2 Zn1 N4 C16 -74.7(3) . . . . ?
O3 Zn1 N4 C16 94.92(10) . . . . ?
N3 Zn1 N4 C19 -173.54(9) . . . . ?
N1 Zn1 N4 C19 19.89(10) . . . . ?
N2 Zn1 N4 C19 116.1(3) . . . . ?
O3 Zn1 N4 C19 -74.32(9) . . . . ?
C4 N1 C1 C20 173.17(12) . . . . ?
Zn1 N1 C1 C20 7.73(18) . . . . ?
C4 N1 C1 C2 -2.41(14) . . . . ?
Zn1 N1 C1 C2 -167.84(9) . . . . ?
N1 C1 C2 C3 0.68(15) . . . . ?
C20 C1 C2 C3 -174.97(12) . . . . ?
C1 C2 C3 C4 1.27(15) . . . . ?
C1 N1 C4 C5 -170.22(13) . . . . ?
Zn1 N1 C4 C5 -5.01(19) . . . . ?
C1 N1 C4 C3 3.18(14) . . . . ?
Zn1 N1 C4 C3 168.39(9) . . . . ?
C2 C3 C4 C5 170.63(13) . . . . ?
C2 C3 C4 N1 -2.80(16) . . . . ?
N1 C4 C5 C6 0.9(2) . . . . ?
C3 C4 C5 C6 -171.49(13) . . . . ?
C9 N2 C6 C5 -179.41(13) . . . . ?
Zn1 N2 C6 C5 11.88(19) . . . . ?
C9 N2 C6 C7 1.13(15) . . . . ?
Zn1 N2 C6 C7 -167.58(9) . . . . ?
C4 C5 C6 N2 -4.7(2) . . . . ?
C4 C5 C6 C7 174.68(14) . . . . ?
N2 C6 C7 C8 -0.14(16) . . . . ?
C5 C6 C7 C8 -179.60(13) . . . . ?
C6 C7 C8 C9 -0.86(16) . . . . ?
C6 N2 C9 C10 175.25(11) . . . . ?
Zn1 N2 C9 C10 -16.17(18) . . . . ?
C6 N2 C9 C8 -1.66(14) . . . . ?
Zn1 N2 C9 C8 166.91(9) . . . . ?
C7 C8 C9 N2 1.59(15) . . . . ?
C7 C8 C9 C10 -175.28(12) . . . . ?
N2 C9 C10 C11 3.05(19) . . . . ?
C8 C9 C10 C11 179.48(12) . . . . ?
N2 C9 C10 C23 -175.99(11) . . . . ?
C8 C9 C10 C23 0.44(18) . . . . ?
C14 N3 C11 C10 179.18(11) . . . . ?
Zn1 N3 C11 C10 -3.08(17) . . . . ?
C14 N3 C11 C12 -0.45(13) . . . . ?
Zn1 N3 C11 C12 177.29(8) . . . . ?
C9 C10 C11 N3 7.26(19) . . . . ?
C23 C10 C11 N3 -173.68(11) . . . . ?
C9 C10 C11 C12 -173.15(11) . . . . ?
C23 C10 C11 C12 5.90(17) . . . . ?
N3 C11 C12 C13 0.13(13) . . . . ?
C10 C11 C12 C13 -179.51(11) . . . . ?
C11 C12 C13 C14 0.23(13) . . . . ?
C11 C12 C13 C33 -179.94(11) . . . . ?
C11 N3 C14 C15 -177.58(11) . . . . ?
Zn1 N3 C14 C15 4.65(17) . . . . ?
C11 N3 C14 C13 0.60(13) . . . . ?
Zn1 N3 C14 C13 -177.17(8) . . . . ?
C12 C13 C14 N3 -0.53(13) . . . . ?
C33 C13 C14 N3 179.63(10) . . . . ?
C12 C13 C14 C15 177.81(10) . . . . ?
C33 C13 C14 C15 -2.03(17) . . . . ?
N3 C14 C15 C16 -0.5(2) . . . . ?
C13 C14 C15 C16 -178.51(11) . . . . ?
N3 C14 C15 C32 179.36(11) . . . . ?
C13 C14 C15 C32 1.37(16) . . . . ?
C19 N4 C16 C15 179.13(11) . . . . ?
Zn1 N4 C16 C15 8.83(17) . . . . ?
C19 N4 C16 C17 -2.52(14) . . . . ?
Zn1 N4 C16 C17 -172.82(8) . . . . ?
C14 C15 C16 N4 -6.62(19) . . . . ?
C32 C15 C16 N4 173.51(10) . . . . ?
C14 C15 C16 C17 175.29(11) . . . . ?
C32 C15 C16 C17 -4.58(18) . . . . ?
N4 C16 C17 C18 13.85(13) . . . . ?
C15 C16 C17 C18 -167.86(12) . . . . ?
C16 C17 C18 C19 -17.98(12) . . . . ?
C16 C17 C18 C21 -140.73(11) . . . . ?
C16 C17 C18 C22 95.98(12) . . . . ?
C16 N4 C19 C20 172.24(12) . . . . ?
Zn1 N4 C19 C20 -16.75(17) . . . . ?
C16 N4 C19 C18 -10.48(14) . . . . ?
Zn1 N4 C19 C18 160.54(8) . . . . ?
C21 C18 C19 N4 140.02(11) . . . . ?
C17 C18 C19 N4 18.22(13) . . . . ?
C22 C18 C19 N4 -97.31(12) . . . . ?
C21 C18 C19 C20 -42.62(16) . . . . ?
C17 C18 C19 C20 -164.42(12) . . . . ?
C22 C18 C19 C20 80.04(14) . . . . ?
N4 C19 C20 C1 2.1(2) . . . . ?
C18 C19 C20 C1 -174.89(12) . . . . ?
N1 C1 C20 C19 3.6(2) . . . . ?
C2 C1 C20 C19 178.57(13) . . . . ?
C9 C10 C23 C28 -97.42(13) . . . . ?
C11 C10 C23 C28 83.46(13) . . . . ?
C9 C10 C23 C24 84.33(14) . . . . ?
C11 C10 C23 C24 -94.79(13) . . . . ?
C28 C23 C24 C25 -2.33(16) . . . . ?
C10 C23 C24 C25 175.92(10) . . . . ?
C28 C23 C24 C31 179.00(12) . . . . ?
C10 C23 C24 C31 -2.74(17) . . . . ?
C23 C24 C25 C26 -0.33(18) . . . . ?
C31 C24 C25 C26 178.35(12) . . . . ?
C24 C25 C26 C27 2.68(18) . . . . ?
C24 C25 C26 C30 -176.86(12) . . . . ?
C25 C26 C27 C28 -2.44(19) . . . . ?
C30 C26 C27 C28 177.10(13) . . . . ?
C26 C27 C28 C23 -0.14(19) . . . . ?
C26 C27 C28 C29 179.90(12) . . . . ?
C24 C23 C28 C27 2.56(17) . . . . ?
C10 C23 C28 C27 -175.70(11) . . . . ?
C24 C23 C28 C29 -177.49(11) . . . . ?
C10 C23 C28 C29 4.25(17) . . . . ?
C16 C15 C32 O1 -0.37(18) . . . . ?
C14 C15 C32 O1 179.74(12) . . . . ?
C16 C15 C32 N5 -179.23(10) . . . . ?
C14 C15 C32 N5 0.89(16) . . . . ?
O1 C32 N5 C33 178.24(11) . . . . ?
C15 C32 N5 C33 -2.83(17) . . . . ?
O1 C32 N5 C34 -0.14(16) . . . . ?
C15 C32 N5 C34 178.78(10) . . . . ?
C32 N5 C33 O2 -178.56(11) . . . . ?
C34 N5 C33 O2 -0.19(16) . . . . ?
C32 N5 C33 C13 2.19(16) . . . . ?
C34 N5 C33 C13 -179.44(10) . . . . ?
C12 C13 C33 O2 1.2(2) . . . . ?
C14 C13 C33 O2 -178.95(11) . . . . ?
C12 C13 C33 N5 -179.53(11) . . . . ?
C14 C13 C33 N5 0.27(16) . . . . ?
C33 N5 C34 C39 -67.67(14) . . . . ?
C32 N5 C34 C39 110.84(12) . . . . ?
C33 N5 C34 C35 112.11(12) . . . . ?
C32 N5 C34 C35 -69.37(14) . . . . ?
C39 C34 C35 C36 0.43(17) . . . . ?
N5 C34 C35 C36 -179.35(11) . . . . ?
C34 C35 C36 C37 -0.23(19) . . . . ?
C35 C36 C37 C38 0.0(2) . . . . ?
C36 C37 C38 C39 -0.1(2) . . . . ?
C35 C34 C39 C38 -0.45(17) . . . . ?
N5 C34 C39 C38 179.34(10) . . . . ?
C37 C38 C39 C34 0.26(19) . . . . ?
N3 Zn1 O3 C40 163.61(14) . . . . ?
N1 Zn1 O3 C40 -16.04(14) . . . . ?
N2 Zn1 O3 C40 -106.51(14) . . . . ?
N4 Zn1 O3 C40 74.75(14) . . . . ?
N3 Zn1 O3 C43 -40.75(12) . . . . ?
N1 Zn1 O3 C43 139.61(11) . . . . ?
N2 Zn1 O3 C43 49.14(12) . . . . ?
N4 Zn1 O3 C43 -129.61(11) . . . . ?
C43 O3 C40 C41 -15.1(2) . . . . ?
Zn1 O3 C40 C41 142.73(12) . . . . ?
O3 C40 C41 C42 32.95(19) . . . . ?
C40 C41 C42 C43 -37.70(17) . . . . ?
C40 O3 C43 C42 -9.21(18) . . . . ?
Zn1 O3 C43 C42 -168.76(10) . . . . ?
C41 C42 C43 O3 29.52(17) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139091428
