#------------------------------------------------------------------------------
#$Date: 2016-03-25 16:57:53 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179997 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/91/7029193.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_7029193
loop_
_publ_author_name
'Mikhalitsyna, E. A.'
'Tyurin, V. S.'
'Khrustalev, V. N.'
'Lonin, I. S.'
'Beletskaya, I. P.'
_publ_section_title
;
 Palladium-catalyzed amination of meso-(bromophenyl)porphyrins with
 diamines and azamacrocycles.
;
_journal_issue                   9
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3563
_journal_page_last               3575
_journal_paper_doi               10.1039/c3dt52685b
_journal_volume                  43
_journal_year                    2014
_chemical_formula_moiety         'C46 H58 N6 Zn'
_chemical_formula_sum            'C46 H58 N6 Zn'
_chemical_formula_weight         760.35
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 102.3080(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.8648(6)
_cell_length_b                   16.2634(8)
_cell_length_c                   23.2452(12)
_cell_measurement_reflns_used    5139
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      23.20
_cell_measurement_theta_min      2.37
_cell_volume                     4751.7(4)
_computing_cell_refinement       'SAINTPlus, v. 6.2 (Bruker, 2001)'
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction        'SAINTPlus, v. 6.2 (Bruker, 2001)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.0790
_diffrn_reflns_av_sigmaI/netI    0.0728
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            44943
_diffrn_reflns_theta_full        26.23
_diffrn_reflns_theta_max         26.23
_diffrn_reflns_theta_min         1.79
_exptl_absorpt_coefficient_mu    0.551
_exptl_absorpt_correction_T_max  0.937
_exptl_absorpt_correction_T_min  0.893
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2003)'
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.063
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1624
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.646
_refine_diff_density_min         -0.666
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     470
_refine_ls_number_reflns         9483
_refine_ls_number_restraints     46
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.1196
_refine_ls_R_factor_gt           0.0842
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.08P)²+19P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1914
_refine_ls_wR_factor_ref         0.2080
_reflns_number_gt                6175
_reflns_number_total             9483
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            c3dt52685b.txt
_cod_data_source_block           EM-1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/current/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7029193
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'
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 0.79357(3) 0.63070(2) 0.562237(17) 0.02053(9) Uani 1 1 d . . .
N1 N 0.9057(2) 0.59838(18) 0.63737(13) 0.0217(7) Uani 1 1 d . . .
N2 N 0.6780(2) 0.60691(17) 0.61045(12) 0.0219(7) Uani 1 1 d . . .
N3 N 0.6785(2) 0.61627(18) 0.48517(12) 0.0222(7) Uani 1 1 d . . .
N4 N 0.9061(2) 0.61342(18) 0.51172(13) 0.0229(7) Uani 1 1 d . . .
N5 N 0.79372(8) 0.61695(13) 0.95626(9) 0.0589(7) Uani 1 1 d D . .
H5A H 0.8183 0.5703 0.9752 0.071 Uiso 0.75 1 d PR A 1
H5B H 0.7753 0.5688 0.9703 0.071 Uiso 0.25 1 d PR A 2
N6 N 0.80075(13) 0.73046(14) 1.07830(7) 0.0589(7) Uani 1 1 d D . .
C1 C 1.0134(3) 0.5906(2) 0.63982(14) 0.0214(8) Uani 1 1 d . . .
C2 C 1.0681(3) 0.5712(2) 0.69856(16) 0.0267(9) Uani 1 1 d . . .
C3 C 0.9932(3) 0.5692(2) 0.73264(15) 0.0245(8) Uani 1 1 d . . .
C4 C 0.8905(3) 0.5861(2) 0.69329(15) 0.0232(8) Uani 1 1 d . . .
C5 C 0.79222(3) 0.59093(12) 0.70960(14) 0.0224(8) Uani 1 1 d D . .
C6 C 0.6911(3) 0.6016(2) 0.67040(15) 0.0228(8) Uani 1 1 d . . .
C7 C 0.5873(3) 0.6065(2) 0.68640(16) 0.0264(9) Uani 1 1 d . . .
C8 C 0.5138(3) 0.6139(2) 0.63537(16) 0.0257(9) Uani 1 1 d . . .
C9 C 0.5702(3) 0.6128(2) 0.58804(15) 0.0231(8) Uani 1 1 d . . .
C10 C 0.5221(3) 0.6157(2) 0.52834(15) 0.0252(9) Uani 1 1 d . . .
H10 H 0.4467 0.6199 0.5194 0.030 Uiso 1 1 calc R . .
C11 C 0.5703(3) 0.6130(2) 0.48046(15) 0.0220(8) Uani 1 1 d . . .
C12 C 0.5149(3) 0.6057(2) 0.41906(15) 0.0208(8) Uani 1 1 d . . .
C13 C 0.5910(3) 0.60504(18) 0.38381(10) 0.0230(8) Uani 1 1 d D . .
C14 C 0.6927(3) 0.6105(2) 0.42838(14) 0.0197(8) Uani 1 1 d . . .
C15 C 0.7927(3) 0.6116(2) 0.41277(15) 0.0203(8) Uani 1 1 d . . .
H15 H 0.7923 0.6106 0.3719 0.024 Uiso 1 1 calc R . .
C16 C 0.8913(3) 0.6140(2) 0.45069(15) 0.0216(8) Uani 1 1 d . . .
C17 C 0.99349(17) 0.6105(2) 0.43292(5) 0.0224(8) Uani 1 1 d D . .
C18 C 1.0692(3) 0.6041(2) 0.48460(15) 0.0225(8) Uani 1 1 d . . .
C19 C 1.0136(3) 0.6067(2) 0.53270(15) 0.0235(8) Uani 1 1 d . . .
C20 C 1.0620(3) 0.5973(2) 0.59111(16) 0.0244(8) Uani 1 1 d . . .
H20 H 1.1375 0.5949 0.5997 0.029 Uiso 1 1 calc R . .
C21 C 1.1848(3) 0.5540(3) 0.71740(17) 0.0352(11) Uani 1 1 d . . .
H21A H 1.2169 0.5927 0.7484 0.053 Uiso 1 1 calc R . .
H21B H 1.2186 0.5604 0.6836 0.053 Uiso 1 1 calc R . .
H21C H 1.1954 0.4976 0.7324 0.053 Uiso 1 1 calc R . .
C22 C 1.0191(3) 0.5454(3) 0.79652(16) 0.0334(10) Uani 1 1 d . . .
H22A H 1.0957 0.5353 0.8090 0.050 Uiso 1 1 calc R . .
H22B H 0.9800 0.4954 0.8021 0.050 Uiso 1 1 calc R . .
H22C H 0.9986 0.5901 0.8201 0.050 Uiso 1 1 calc R . .
C23 C 0.79163(3) 0.59402(11) 0.77365(15) 0.0240(8) Uani 1 1 d D . .
C24 C 0.81117(6) 0.66850(19) 0.80328(15) 0.0293(9) Uani 1 1 d D B .
H24 H 0.8245 0.7157 0.7819 0.035 Uiso 1 1 calc R . .
C25 C 0.81205(10) 0.6766(2) 0.86191(16) 0.0447(12) Uani 1 1 d D . .
H25 H 0.8258 0.7289 0.8801 0.054 Uiso 1 1 calc R B .
C26 C 0.79354(9) 0.61091(18) 0.89458(8) 0.0627(16) Uani 1 1 d D B .
C27 C 0.77310(10) 0.5332(2) 0.86538(18) 0.0499(13) Uani 1 1 d D . .
H27 H 0.7599 0.4862 0.8870 0.060 Uiso 1 1 calc R B .
C28 C 0.77244(10) 0.5260(2) 0.80660(17) 0.0339(10) Uani 1 1 d D B .
H28 H 0.7587 0.4739 0.7880 0.041 Uiso 1 1 calc R . .
C29 C 0.8506(4) 0.6869(2) 0.98706(9) 0.0589(7) Uani 0.75 1 d PD B 1
H29A H 0.8055 0.7357 0.9746 0.071 Uiso 0.75 1 calc PR B 1
H29B H 0.9154 0.6940 0.9711 0.071 Uiso 0.75 1 calc PR B 1
C30 C 0.88629(15) 0.6922(3) 1.05421(9) 0.0589(7) Uani 0.75 1 d PD B 1
H30A H 0.9018 0.6365 1.0710 0.071 Uiso 0.75 1 calc PR B 1
H30B H 0.9520 0.7256 1.0649 0.071 Uiso 0.75 1 calc PR B 1
C31 C 0.69663(16) 0.6958(3) 1.04721(13) 0.0589(7) Uani 0.75 1 d PD B 1
H31A H 0.6878 0.7044 1.0047 0.088 Uiso 0.75 1 calc PR B 1
H31B H 0.6389 0.7234 1.0611 0.088 Uiso 0.75 1 calc PR B 1
H31C H 0.6948 0.6368 1.0554 0.088 Uiso 0.75 1 calc PR B 1
C32 C 0.8136(3) 0.7141(3) 1.14151(8) 0.0589(7) Uani 0.75 1 d PD B 1
H32A H 0.8773 0.7423 1.1632 0.088 Uiso 0.75 1 calc PR B 1
H32B H 0.8210 0.6547 1.1486 0.088 Uiso 0.75 1 calc PR B 1
H32C H 0.7510 0.7343 1.1549 0.088 Uiso 0.75 1 calc PR B 1
C29' C 0.7372(4) 0.6874(2) 0.97264(11) 0.0589(7) Uani 0.25 1 d PD B 2
H29C H 0.6622 0.6892 0.9507 0.071 Uiso 0.25 1 calc PR B 2
H29D H 0.7729 0.7399 0.9672 0.071 Uiso 0.25 1 calc PR B 2
C30' C 0.7460(3) 0.6670(2) 1.03705(10) 0.0589(7) Uani 0.25 1 d PD B 2
H30C H 0.6735 0.6589 1.0442 0.071 Uiso 0.25 1 calc PR B 2
H30D H 0.7848 0.6144 1.0458 0.071 Uiso 0.25 1 calc PR B 2
C31' C 0.91754(15) 0.7161(5) 1.0895(2) 0.0589(7) Uani 0.25 1 d PD B 2
H31D H 0.9474 0.7457 1.0600 0.088 Uiso 0.25 1 calc PR B 2
H31E H 0.9314 0.6571 1.0869 0.088 Uiso 0.25 1 calc PR B 2
H31F H 0.9507 0.7361 1.1289 0.088 Uiso 0.25 1 calc PR B 2
C32' C 0.7679(3) 0.7222(5) 1.13553(11) 0.0589(7) Uani 0.25 1 d PD B 2
H32D H 0.6946 0.7418 1.1313 0.088 Uiso 0.25 1 calc PR B 2
H32E H 0.8153 0.7551 1.1654 0.088 Uiso 0.25 1 calc PR B 2
H32F H 0.7721 0.6644 1.1476 0.088 Uiso 0.25 1 calc PR B 2
C33 C 0.5580(3) 0.6044(2) 0.74622(16) 0.0322(10) Uani 1 1 d . . .
H33A H 0.4839 0.6216 0.7422 0.048 Uiso 1 1 calc R . .
H33B H 0.6046 0.6418 0.7731 0.048 Uiso 1 1 calc R . .
H33C H 0.5668 0.5483 0.7620 0.048 Uiso 1 1 calc R . .
C34 C 0.3947(3) 0.6209(3) 0.62546(17) 0.0331(10) Uani 1 1 d . . .
H34A H 0.3749 0.6382 0.6621 0.050 Uiso 1 1 calc R . .
H34B H 0.3623 0.5675 0.6132 0.050 Uiso 1 1 calc R . .
H34C H 0.3694 0.6618 0.5946 0.050 Uiso 1 1 calc R . .
C35 C 0.3970(3) 0.6010(2) 0.39893(17) 0.0288(9) Uani 1 1 d . . .
H35A H 0.3788 0.5917 0.3563 0.043 Uiso 1 1 calc R . .
H35B H 0.3650 0.6526 0.4082 0.043 Uiso 1 1 calc R . .
H35C H 0.3697 0.5554 0.4190 0.043 Uiso 1 1 calc R . .
C36 C 0.5771(3) 0.59433(14) 0.31828(11) 0.0269(9) Uani 1 1 d D . .
H36A H 0.6366 0.5615 0.3095 0.032 Uiso 1 1 calc R . .
H36B H 0.5098 0.5648 0.3024 0.032 Uiso 1 1 calc R . .
C37 C 0.5748(3) 0.67729(14) 0.29011(7) 0.0331(10) Uani 1 1 d D . .
H37A H 0.6360 0.7104 0.3108 0.040 Uiso 1 1 calc R . .
H37B H 0.5086 0.7065 0.2931 0.040 Uiso 1 1 calc R . .
C38 C 0.57994(19) 0.6675(2) 0.22639(7) 0.0362(10) Uani 1 1 d D . .
H38A H 0.6039 0.7195 0.2113 0.043 Uiso 1 1 calc R . .
H38B H 0.6316 0.6239 0.2224 0.043 Uiso 1 1 calc R . .
C39 C 0.4716(2) 0.6451(3) 0.19153(8) 0.0511(13) Uani 1 1 d D . .
H39A H 0.4181 0.6851 0.1991 0.061 Uiso 1 1 calc R . .
H39B H 0.4512 0.5897 0.2029 0.061 Uiso 1 1 calc R . .
C40 C 0.4764(4) 0.6461(4) 0.12686(9) 0.0682(18) Uani 1 1 d D . .
H40A H 0.4083 0.6274 0.1031 0.102 Uiso 1 1 calc R . .
H40B H 0.5333 0.6095 0.1204 0.102 Uiso 1 1 calc R . .
H40C H 0.4909 0.7022 0.1153 0.102 Uiso 1 1 calc R . .
C41 C 1.01246(18) 0.61339(14) 0.37143(6) 0.0279(9) Uani 1 1 d D D .
H41A H 0.9431 0.6071 0.3436 0.034 Uiso 1 1 calc R . .
H41B H 1.0568 0.5655 0.3660 0.034 Uiso 1 1 calc R . .
C42 C 1.06583(19) 0.69038(16) 0.35489(7) 0.0488(13) Uani 1 1 d D . .
H42A H 1.1278 0.7053 0.3863 0.059 Uiso 0.50 1 calc PR C 1
H42B H 1.0153 0.7371 0.3486 0.059 Uiso 0.50 1 calc PR C 1
H42C H 1.1411 0.6880 0.3705 0.059 Uiso 0.50 1 d PR C 2
H42D H 1.0379 0.7385 0.3701 0.059 Uiso 0.50 1 d PR C 2
C43 C 1.1011(2) 0.66928(19) 0.29814(10) 0.0527(12) Uani 0.50 1 d PD D 1
H43A H 1.1470 0.6198 0.3037 0.063 Uiso 0.50 1 calc PR D 1
H43B H 1.0386 0.6584 0.2660 0.063 Uiso 0.50 1 calc PR D 1
C44 C 1.1622(3) 0.7427(2) 0.28335(13) 0.0527(12) Uani 0.50 1 d PD D 1
H44A H 1.2261 0.7524 0.3148 0.063 Uiso 0.50 1 calc PR D 1
H44B H 1.1171 0.7926 0.2792 0.063 Uiso 0.50 1 calc PR D 1
C45 C 1.1941(3) 0.7233(4) 0.22575(14) 0.0527(12) Uani 0.50 1 d PD D 1
H45A H 1.1411 0.7462 0.1930 0.079 Uiso 0.50 1 calc PR D 1
H45B H 1.1979 0.6636 0.2211 0.079 Uiso 0.50 1 calc PR D 1
H45C H 1.2638 0.7477 0.2259 0.079 Uiso 0.50 1 calc PR D 1
C43' C 1.04319(19) 0.6942(3) 0.28844(9) 0.0527(12) Uani 0.50 1 d PD D 2
H43C H 1.0266 0.7513 0.2747 0.063 Uiso 0.50 1 calc PR D 2
H43D H 0.9819 0.6587 0.2713 0.063 Uiso 0.50 1 calc PR D 2
C44' C 1.1428(2) 0.6643(4) 0.27047(10) 0.0527(12) Uani 0.50 1 d PD D 2
H44C H 1.1493 0.6038 0.2750 0.063 Uiso 0.50 1 calc PR D 2
H44D H 1.2065 0.6901 0.2953 0.063 Uiso 0.50 1 calc PR D 2
C45' C 1.1332(4) 0.6882(5) 0.20668(13) 0.0527(12) Uani 0.50 1 d PD D 2
H45D H 1.1847 0.6567 0.1900 0.079 Uiso 0.50 1 calc PR D 2
H45E H 1.1478 0.7471 0.2042 0.079 Uiso 0.50 1 calc PR D 2
H45F H 1.0611 0.6763 0.1846 0.079 Uiso 0.50 1 calc PR D 2
C46 C 1.1864(3) 0.5923(2) 0.49028(16) 0.0265(9) Uani 1 1 d . . .
H46A H 1.2008 0.5774 0.4519 0.040 Uiso 1 1 calc R . .
H46B H 1.2114 0.5482 0.5186 0.040 Uiso 1 1 calc R . .
H46C H 1.2238 0.6434 0.5041 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'
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_3
N4 Zn1 N3 87.23(11) .
N4 Zn1 N2 161.40(11) .
N3 Zn1 N2 89.06(11) .
N4 Zn1 N1 89.92(11) .
N3 Zn1 N1 158.90(11) .
N2 Zn1 N1 87.01(11) .
N4 Zn1 N6 102.60(9) 4_575
N3 Zn1 N6 104.39(9) 4_575
N2 Zn1 N6 95.98(9) 4_575
N1 Zn1 N6 96.64(9) 4_575
C4 N1 C1 107.0(3) .
C4 N1 Zn1 128.3(2) .
C1 N1 Zn1 124.6(2) .
C6 N2 C9 106.5(3) .
C6 N2 Zn1 127.8(2) .
C9 N2 Zn1 124.1(2) .
C11 N3 C14 105.1(3) .
C11 N3 Zn1 126.6(2) .
C14 N3 Zn1 128.3(2) .
C19 N4 C16 105.8(3) .
C19 N4 Zn1 125.8(2) .
C16 N4 Zn1 128.2(2) .
C26 N5 C29' 114.94(17) .
C26 N5 C29 116.0(2) .
C26 N5 H5A 110.9 .
C29 N5 H5A 109.3 .
C26 N5 H5B 111.0 .
C29' N5 H5B 114.0 .
C32 N6 C30 111.7(2) .
C30' N6 C32' 109.3(2) .
C30' N6 C31' 109.1(2) .
C32' N6 C31' 107.4(2) .
C32 N6 C31 108.3(2) .
C30 N6 C31 108.82(19) .
C32 N6 Zn1 109.6(2) 4_576
C30 N6 Zn1 111.2(2) 4_576
C30' N6 Zn1 125.80(17) 4_576
C32' N6 Zn1 103.1(3) 4_576
C31' N6 Zn1 100.8(3) 4_576
C31 N6 Zn1 107.1(2) 4_576
N1 C1 C20 125.0(3) .
N1 C1 C2 110.2(3) .
C20 C1 C2 124.8(3) .
C3 C2 C1 107.0(3) .
C3 C2 C21 127.6(3) .
C1 C2 C21 125.4(3) .
C2 C3 C4 106.7(3) .
C2 C3 C22 122.8(3) .
C4 C3 C22 130.3(3) .
N1 C4 C5 124.7(3) .
N1 C4 C3 109.2(3) .
C5 C4 C3 126.1(3) .
C4 C5 C6 125.9(3) .
C4 C5 C23 118.05(19) .
C6 C5 C23 115.73(19) .
N2 C6 C5 123.6(3) .
N2 C6 C7 109.5(3) .
C5 C6 C7 126.9(3) .
C8 C7 C6 106.6(3) .
C8 C7 C33 122.8(3) .
C6 C7 C33 130.5(3) .
C7 C8 C9 107.3(3) .
C7 C8 C34 129.7(3) .
C9 C8 C34 123.1(3) .
N2 C9 C10 125.2(3) .
N2 C9 C8 110.0(3) .
C10 C9 C8 124.8(3) .
C11 C10 C9 128.2(3) .
C11 C10 H10 115.9 .
C9 C10 H10 115.9 .
N3 C11 C10 123.7(3) .
N3 C11 C12 110.9(3) .
C10 C11 C12 125.4(3) .
C13 C12 C11 108.4(3) .
C13 C12 C35 127.3(3) .
C11 C12 C35 124.3(3) .
C12 C13 C14 102.2(2) .
C12 C13 C36 130.0(3) .
C14 C13 C36 127.5(3) .
N3 C14 C15 124.2(3) .
N3 C14 C13 113.3(3) .
C15 C14 C13 122.4(3) .
C16 C15 C14 126.9(3) .
C16 C15 H15 116.6 .
C14 C15 H15 116.6 .
C15 C16 N4 123.9(3) .
C15 C16 C17 125.3(3) .
N4 C16 C17 110.6(3) .
C18 C17 C16 105.5(2) .
C18 C17 C41 127.1(2) .
C16 C17 C41 127.4(2) .
C17 C18 C19 107.2(3) .
C17 C18 C46 126.7(3) .
C19 C18 C46 126.0(3) .
N4 C19 C20 124.8(3) .
N4 C19 C18 110.8(3) .
C20 C19 C18 124.3(3) .
C19 C20 C1 128.1(3) .
C19 C20 H20 116.0 .
C1 C20 H20 116.0 .
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(3) .
C24 C23 C5 119.0(2) .
C28 C23 C5 124.0(2) .
C25 C24 C23 122.7(3) .
C25 C24 H24 118.7 .
C23 C24 H24 118.7 .
C26 C25 C24 121.1(3) .
C26 C25 H25 119.5 .
C24 C25 H25 119.5 .
C25 C26 C27 117.7(3) .
C25 C26 N5 122.7(2) .
C27 C26 N5 119.6(3) .
C28 C27 C26 120.7(3) .
C28 C27 H27 119.6 .
C26 C27 H27 119.6 .
C27 C28 C23 120.9(3) .
C27 C28 H28 119.5 .
C23 C28 H28 119.5 .
N5 C29 C30 123.8(3) .
N5 C29 H29A 106.4 .
C30 C29 H29A 106.4 .
N5 C29 H29B 106.4 .
C30 C29 H29B 106.4 .
H29A C29 H29B 106.5 .
N6 C30 C29 108.9(3) .
N6 C30 H30A 109.9 .
C29 C30 H30A 109.9 .
N6 C30 H30B 109.9 .
C29 C30 H30B 109.9 .
H30A C30 H30B 108.3 .
N6 C31 H31A 109.5 .
N6 C31 H31B 109.5 .
N6 C31 H31C 109.5 .
N6 C32 H32A 109.5 .
N6 C32 H32B 109.5 .
N6 C32 H32C 109.5 .
N5 C29' C30' 98.7(2) .
N5 C29' H29C 112.0 .
C30' C29' H29C 112.0 .
N5 C29' H29D 112.0 .
C30' C29' H29D 112.0 .
H29C C29' H29D 109.7 .
N6 C30' C29' 114.4(3) .
N6 C30' H30C 108.7 .
C29' C30' H30C 108.7 .
N6 C30' H30D 108.7 .
C29' C30' H30D 108.7 .
H30C C30' H30D 107.6 .
N6 C31' H31D 109.5 .
N6 C31' H31E 109.5 .
H31D C31' H31E 109.5 .
N6 C31' H31F 109.5 .
H31D C31' H31F 109.5 .
H31E C31' H31F 109.5 .
N6 C32' H32D 109.5 .
N6 C32' H32E 109.5 .
H32D C32' H32E 109.5 .
N6 C32' H32F 109.5 .
H32D C32' H32F 109.5 .
H32E C32' H32F 109.5 .
C7 C33 H33A 109.5 .
C7 C33 H33B 109.5 .
H33A C33 H33B 109.5 .
C7 C33 H33C 109.5 .
H33A C33 H33C 109.5 .
H33B C33 H33C 109.5 .
C8 C34 H34A 109.5 .
C8 C34 H34B 109.5 .
H34A C34 H34B 109.5 .
C8 C34 H34C 109.5 .
H34A C34 H34C 109.5 .
H34B C34 H34C 109.5 .
C12 C35 H35A 109.5 .
C12 C35 H35B 109.5 .
H35A C35 H35B 109.5 .
C12 C35 H35C 109.5 .
H35A C35 H35C 109.5 .
H35B C35 H35C 109.5 .
C37 C36 C13 108.98(19) .
C37 C36 H36A 109.9 .
C13 C36 H36A 109.9 .
C37 C36 H36B 109.9 .
C13 C36 H36B 109.9 .
H36A C36 H36B 108.3 .
C36 C37 C38 109.5(2) .
C36 C37 H37A 109.8 .
C38 C37 H37A 109.8 .
C36 C37 H37B 109.8 .
C38 C37 H37B 109.8 .
H37A C37 H37B 108.2 .
C39 C38 C37 109.07(19) .
C39 C38 H38A 109.9 .
C37 C38 H38A 109.9 .
C39 C38 H38B 109.9 .
C37 C38 H38B 109.9 .
H38A C38 H38B 108.3 .
C38 C39 C40 107.6(2) .
C38 C39 H39A 110.2 .
C40 C39 H39A 110.2 .
C38 C39 H39B 110.2 .
C40 C39 H39B 110.2 .
H39A C39 H39B 108.5 .
C39 C40 H40A 109.5 .
C39 C40 H40B 109.5 .
H40A C40 H40B 109.5 .
C39 C40 H40C 109.5 .
H40A C40 H40C 109.5 .
H40B C40 H40C 109.5 .
C17 C41 C42 116.20(19) .
C17 C41 H41A 108.2 .
C42 C41 H41A 108.2 .
C17 C41 H41B 108.2 .
C42 C41 H41B 108.2 .
H41A C41 H41B 107.4 .
C43' C42 C41 107.12(19) .
C41 C42 C43 105.56(17) .
C41 C42 H42A 110.6 .
C43 C42 H42A 110.6 .
C41 C42 H42B 110.6 .
C43 C42 H42B 110.6 .
H42A C42 H42B 108.8 .
C43' C42 H42C 110.4 .
C41 C42 H42C 110.2 .
C43' C42 H42D 109.8 .
C41 C42 H42D 110.7 .
H42C C42 H42D 108.7 .
C44 C43 C42 106.5(2) .
C44 C43 H43A 110.4 .
C42 C43 H43A 110.4 .
C44 C43 H43B 110.4 .
C42 C43 H43B 110.4 .
H43A C43 H43B 108.6 .
C43 C44 C45 106.8(2) .
C43 C44 H44A 110.4 .
C45 C44 H44A 110.4 .
C43 C44 H44B 110.4 .
C45 C44 H44B 110.4 .
H44A C44 H44B 108.6 .
C42 C43' C44' 106.22(18) .
C42 C43' H43C 110.5 .
C44' C43' H43C 110.5 .
C42 C43' H43D 110.5 .
C44' C43' H43D 110.5 .
H43C C43' H43D 108.7 .
C43' C44' C45' 106.9(2) .
C43' C44' H44C 110.3 .
C45' C44' H44C 110.3 .
C43' C44' H44D 110.3 .
C45' C44' H44D 110.3 .
H44C C44' H44D 108.6 .
C44' C45' H45D 109.5 .
C44' C45' H45E 109.5 .
H45D C45' H45E 109.5 .
C44' C45' H45F 109.5 .
H45D C45' H45F 109.5 .
H45E C45' H45F 109.5 .
C18 C46 H46A 109.5 .
C18 C46 H46B 109.5 .
H46A C46 H46B 109.5 .
C18 C46 H46C 109.5 .
H46A C46 H46C 109.5 .
H46B C46 H46C 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 N4 2.068(3) .
Zn1 N3 2.080(3) .
Zn1 N2 2.080(3) .
Zn1 N1 2.081(3) .
Zn1 N6 2.287(2) 4_575
N1 C4 1.370(5) .
N1 C1 1.381(4) .
N2 C6 1.370(4) .
N2 C9 1.377(4) .
N3 C11 1.373(4) .
N3 C14 1.374(4) .
N4 C19 1.369(4) .
N4 C16 1.391(4) .
N5 C26 1.436(2) .
N5 C29' 1.451(2) .
N5 C29 1.455(3) .
N5 H5A 0.9000 .
N5 H5B 0.9003 .
N6 C32 1.468(2) .
N6 C30 1.474(2) .
N6 C30' 1.481(2) .
N6 C32' 1.485(2) .
N6 C31' 1.488(2) .
N6 C31 1.491(2) .
N6 Zn1 2.287(2) 4_576
C1 C20 1.409(5) .
C1 C2 1.432(5) .
C2 C3 1.373(5) .
C2 C21 1.498(5) .
C3 C4 1.463(5) .
C3 C22 1.502(5) .
C4 C5 1.397(4) .
C5 C6 1.431(4) .
C5 C23 1.491(5) .
C6 C7 1.463(5) .
C7 C8 1.355(5) .
C7 C33 1.516(5) .
C8 C9 1.441(5) .
C8 C34 1.504(5) .
C9 C10 1.394(5) .
C10 C11 1.386(5) .
C10 H10 0.9500 .
C11 C12 1.458(5) .
C12 C13 1.405(5) .
C12 C35 1.491(5) .
C13 C14 1.488(4) .
C13 C36 1.505(3) .
C14 C15 1.409(5) .
C15 C16 1.383(5) .
C15 H15 0.9500 .
C16 C17 1.461(4) .
C17 C18 1.380(4) .
C17 C41 1.5011(10) .
C18 C19 1.451(5) .
C18 C46 1.498(5) .
C19 C20 1.376(5) .
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 1.390(4) .
C23 C28 1.398(4) .
C24 C25 1.367(5) .
C24 H24 0.9500 .
C25 C26 1.360(5) .
C25 H25 0.9500 .
C26 C27 1.432(5) .
C27 C28 1.370(6) .
C27 H27 0.9500 .
C28 H28 0.9500 .
C29 C30 1.533(2) .
C29 H29A 0.9900 .
C29 H29B 0.9900 .
C30 H30A 0.9900 .
C30 H30B 0.9900 .
C31 H31A 0.9800 .
C31 H31B 0.9800 .
C31 H31C 0.9800 .
C32 H32A 0.9800 .
C32 H32B 0.9800 .
C32 H32C 0.9800 .
C29' C30' 1.514(3) .
C29' H29C 0.9900 .
C29' H29D 0.9900 .
C30' H30C 0.9900 .
C30' H30D 0.9900 .
C31' H31D 0.9800 .
C31' H31E 0.9800 .
C31' H31F 0.9800 .
C32' H32D 0.9800 .
C32' H32E 0.9800 .
C32' H32F 0.9800 .
C33 H33A 0.9800 .
C33 H33B 0.9800 .
C33 H33C 0.9800 .
C34 H34A 0.9800 .
C34 H34B 0.9800 .
C34 H34C 0.9800 .
C35 H35A 0.9800 .
C35 H35B 0.9800 .
C35 H35C 0.9800 .
C36 C37 1.497(2) .
C36 H36A 0.9900 .
C36 H36B 0.9900 .
C37 C38 1.505(2) .
C37 H37A 0.9900 .
C37 H37B 0.9900 .
C38 C39 1.500(2) .
C38 H38A 0.9900 .
C38 H38B 0.9900 .
C39 C40 1.518(2) .
C39 H39A 0.9900 .
C39 H39B 0.9900 .
C40 H40A 0.9800 .
C40 H40B 0.9800 .
C40 H40C 0.9800 .
C41 C42 1.517(2) .
C41 H41A 0.9900 .
C41 H41B 0.9900 .
C42 C43' 1.511(2) .
C42 C43 1.523(2) .
C42 H42A 0.9900 .
C42 H42B 0.9900 .
C42 H42C 0.9600 .
C42 H42D 0.9600 .
C43 C44 1.509(3) .
C43 H43A 0.9900 .
C43 H43B 0.9900 .
C44 C45 1.515(3) .
C44 H44A 0.9900 .
C44 H44B 0.9900 .
C45 H45A 0.9800 .
C45 H45B 0.9800 .
C45 H45C 0.9800 .
C43' C44' 1.511(3) .
C43' H43C 0.9900 .
C43' H43D 0.9900 .
C44' C45' 1.513(3) .
C44' H44C 0.9900 .
C44' H44D 0.9900 .
C45' H45D 0.9800 .
C45' H45E 0.9800 .
C45' H45F 0.9800 .
C46 H46A 0.9800 .
C46 H46B 0.9800 .
C46 H46C 0.9800 .
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
N4 Zn1 N1 C4 -172.8(3) .
N3 Zn1 N1 C4 -90.7(4) .
N2 Zn1 N1 C4 -11.1(3) .
N6 Zn1 N1 C4 84.6(3) 4_575
N4 Zn1 N1 C1 11.8(3) .
N3 Zn1 N1 C1 93.9(4) .
N2 Zn1 N1 C1 173.4(3) .
N6 Zn1 N1 C1 -90.9(3) 4_575
N4 Zn1 N2 C6 98.9(4) .
N3 Zn1 N2 C6 177.3(3) .
N1 Zn1 N2 C6 18.1(3) .
N6 Zn1 N2 C6 -78.3(3) 4_575
N4 Zn1 N2 C9 -97.2(4) .
N3 Zn1 N2 C9 -18.8(3) .
N1 Zn1 N2 C9 -178.0(3) .
N6 Zn1 N2 C9 85.6(3) 4_575
N4 Zn1 N3 C11 174.5(3) .
N2 Zn1 N3 C11 12.7(3) .
N1 Zn1 N3 C11 91.9(4) .
N6 Zn1 N3 C11 -83.2(3) 4_575
N4 Zn1 N3 C14 -7.6(3) .
N2 Zn1 N3 C14 -169.4(3) .
N1 Zn1 N3 C14 -90.2(4) .
N6 Zn1 N3 C14 94.7(3) 4_575
N3 Zn1 N4 C19 -173.8(3) .
N2 Zn1 N4 C19 -95.1(4) .
N1 Zn1 N4 C19 -14.7(3) .
N6 Zn1 N4 C19 82.1(3) 4_575
N3 Zn1 N4 C16 12.9(3) .
N2 Zn1 N4 C16 91.6(4) .
N1 Zn1 N4 C16 171.9(3) .
N6 Zn1 N4 C16 -91.3(3) 4_575
C4 N1 C1 C20 178.6(3) .
Zn1 N1 C1 C20 -5.1(5) .
C4 N1 C1 C2 1.2(4) .
Zn1 N1 C1 C2 177.5(2) .
N1 C1 C2 C3 -1.5(4) .
C20 C1 C2 C3 -178.9(3) .
N1 C1 C2 C21 176.7(4) .
C20 C1 C2 C21 -0.7(6) .
C1 C2 C3 C4 1.2(4) .
C21 C2 C3 C4 -177.0(4) .
C1 C2 C3 C22 176.0(3) .
C21 C2 C3 C22 -2.1(6) .
C1 N1 C4 C5 178.3(3) .
Zn1 N1 C4 C5 2.2(5) .
C1 N1 C4 C3 -0.5(4) .
Zn1 N1 C4 C3 -176.6(2) .
C2 C3 C4 N1 -0.5(4) .
C22 C3 C4 N1 -174.8(4) .
C2 C3 C4 C5 -179.2(3) .
C22 C3 C4 C5 6.5(6) .
N1 C4 C5 C6 6.3(5) .
C3 C4 C5 C6 -175.2(3) .
N1 C4 C5 C23 -167.0(3) .
C3 C4 C5 C23 11.5(4) .
C9 N2 C6 C5 177.2(3) .
Zn1 N2 C6 C5 -16.7(5) .
C9 N2 C6 C7 -1.5(4) .
Zn1 N2 C6 C7 164.6(2) .
C4 C5 C6 N2 1.3(5) .
C23 C5 C6 N2 174.7(3) .
C4 C5 C6 C7 179.8(3) .
C23 C5 C6 C7 -6.8(4) .
N2 C6 C7 C8 0.6(4) .
C5 C6 C7 C8 -178.0(3) .
N2 C6 C7 C33 -179.4(4) .
C5 C6 C7 C33 1.9(6) .
C6 C7 C8 C9 0.5(4) .
C33 C7 C8 C9 -179.5(3) .
C6 C7 C8 C34 179.7(4) .
C33 C7 C8 C34 -0.2(6) .
C6 N2 C9 C10 -176.9(3) .
Zn1 N2 C9 C10 16.4(5) .
C6 N2 C9 C8 1.9(4) .
Zn1 N2 C9 C8 -164.9(2) .
C7 C8 C9 N2 -1.5(4) .
C34 C8 C9 N2 179.2(3) .
C7 C8 C9 C10 177.2(3) .
C34 C8 C9 C10 -2.1(6) .
N2 C9 C10 C11 0.2(6) .
C8 C9 C10 C11 -178.4(4) .
C14 N3 C11 C10 178.9(3) .
Zn1 N3 C11 C10 -2.8(5) .
C14 N3 C11 C12 -0.5(4) .
Zn1 N3 C11 C12 177.7(2) .
C9 C10 C11 N3 -7.6(6) .
C9 C10 C11 C12 171.7(4) .
N3 C11 C12 C13 -0.5(4) .
C10 C11 C12 C13 -179.9(3) .
N3 C11 C12 C35 -179.8(3) .
C10 C11 C12 C35 0.7(6) .
C11 C12 C13 C14 1.2(3) .
C35 C12 C13 C14 -179.5(3) .
C11 C12 C13 C36 176.4(3) .
C35 C12 C13 C36 -4.2(6) .
C11 N3 C14 C15 179.8(3) .
Zn1 N3 C14 C15 1.6(5) .
C11 N3 C14 C13 1.3(4) .
Zn1 N3 C14 C13 -176.9(2) .
C12 C13 C14 N3 -1.6(4) .
C36 C13 C14 N3 -177.0(3) .
C12 C13 C14 C15 179.9(3) .
C36 C13 C14 C15 4.5(5) .
N3 C14 C15 C16 3.8(6) .
C13 C14 C15 C16 -177.9(3) .
C14 C15 C16 N4 1.8(6) .
C14 C15 C16 C17 176.4(3) .
C19 N4 C16 C15 173.1(3) .
Zn1 N4 C16 C15 -12.5(5) .
C19 N4 C16 C17 -2.1(4) .
Zn1 N4 C16 C17 172.3(2) .
C15 C16 C17 C18 -172.6(3) .
N4 C16 C17 C18 2.6(4) .
C15 C16 C17 C41 7.5(5) .
N4 C16 C17 C41 -177.3(3) .
C16 C17 C18 C19 -1.9(4) .
C41 C17 C18 C19 178.0(3) .
C16 C17 C18 C46 175.1(3) .
C41 C17 C18 C46 -5.0(6) .
C16 N4 C19 C20 -174.5(3) .
Zn1 N4 C19 C20 10.9(5) .
C16 N4 C19 C18 0.9(4) .
Zn1 N4 C19 C18 -173.7(2) .
C17 C18 C19 N4 0.7(4) .
C46 C18 C19 N4 -176.3(3) .
C17 C18 C19 C20 176.1(3) .
C46 C18 C19 C20 -0.9(6) .
N4 C19 C20 C1 1.7(6) .
C18 C19 C20 C1 -173.0(4) .
N1 C1 C20 C19 -4.8(6) .
C2 C1 C20 C19 172.2(4) .
C4 C5 C23 C24 80.8(2) .
C6 C5 C23 C24 -93.2(2) .
C4 C5 C23 C28 -99.2(2) .
C6 C5 C23 C28 86.8(2) .
C28 C23 C24 C25 -0.01(7) .
C5 C23 C24 C25 180.00(5) .
C23 C24 C25 C26 0.03(11) .
C24 C25 C26 C27 -0.04(14) .
C24 C25 C26 N5 -179.95(8) .
C29' N5 C26 C25 44.5(3) .
C29 N5 C26 C25 -21.3(3) .
C29' N5 C26 C27 -135.4(3) .
C29 N5 C26 C27 158.8(3) .
C25 C26 C27 C28 0.04(14) .
N5 C26 C27 C28 179.95(9) .
C26 C27 C28 C23 -0.02(14) .
C24 C23 C28 C27 0.01(11) .
C5 C23 C28 C27 180.00(7) .
C26 N5 C29 C30 -162.6(3) .
C32 N6 C30 C29 161.7(3) .
C31 N6 C30 C29 42.2(4) .
Zn1 N6 C30 C29 -75.5(3) 4_576
N5 C29 C30 N6 -89.9(5) .
C26 N5 C29' C30' 174.6(2) .
C32' N6 C30' C29' 157.4(3) .
C31' N6 C30' C29' -85.5(4) .
Zn1 N6 C30' C29' 34.2(4) 4_576
N5 C29' C30' N6 120.9(3) .
C12 C13 C36 C37 97.0(4) .
C14 C13 C36 C37 -88.9(4) .
C13 C36 C37 C38 170.3(3) .
C36 C37 C38 C39 79.5(4) .
C37 C38 C39 C40 173.1(3) .
C18 C17 C41 C42 -68.9(4) .
C16 C17 C41 C42 111.0(3) .
C17 C41 C42 C43' -160.8(2) .
C17 C41 C42 C43 165.9(2) .
C41 C42 C43 C44 -175.6(2) .
C42 C43 C44 C45 -178.0(3) .
C41 C42 C43' C44' -101.2(3) .
C43 C42 C43' C44' -9.1(3) .
C42 C43' C44' C45' -165.5(4) .
