#------------------------------------------------------------------------------
#$Date: 2021-10-24 20:53:08 +0300 (Sun, 24 Oct 2021) $
#$Revision: 270074 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/06/64/4066451.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_4066451
loop_
_publ_author_name
'Munhá, Rui F.'
'Antunes, M. Augusta'
'Alves, Luis G.'
'Veiros, Luis F.'
'Fryzuk, Michael D.'
'Martins, Ana M.'
_publ_section_title
;
 Structure and Reactivity of Neutral and
 Cationictrans-N,N′-Dibenzylcyclam Zirconium Alkyl Complexes
;
_journal_issue                   17
_journal_name_full               Organometallics
_journal_page_first              3753
_journal_paper_doi               10.1021/om100465d
_journal_volume                  29
_journal_year                    2010
_chemical_formula_moiety         'C32 H52 N4 Zr, 0.5(C4 H10 O)'
_chemical_formula_sum            'C34 H57 N4 O0.5 Zr'
_chemical_formula_weight         621.05
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           43
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'F 2 -2d'
_symmetry_space_group_name_H-M   'F d d 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            16
_cell_length_a                   34.251(8)
_cell_length_b                   43.849(9)
_cell_length_c                   8.9793(18)
_cell_measurement_reflns_used    2929
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      17.82
_cell_measurement_theta_min      2.39
_cell_volume                     13486(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    Sir97
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0932
_diffrn_reflns_av_sigmaI/netI    0.0920
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_k_max       53
_diffrn_reflns_limit_k_min       -53
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            28341
_diffrn_reflns_theta_full        25.71
_diffrn_reflns_theta_max         25.71
_diffrn_reflns_theta_min         2.38
_exptl_absorpt_coefficient_mu    0.355
_exptl_absorpt_correction_T_max  0.9654
_exptl_absorpt_correction_T_min  0.9324
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.224
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             5328
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.421
_refine_diff_density_min         -0.493
_refine_diff_density_rms         0.091
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.03(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     357
_refine_ls_number_reflns         6239
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.000
_refine_ls_R_factor_all          0.0791
_refine_ls_R_factor_gt           0.0507
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0557P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1057
_refine_ls_wR_factor_ref         0.1165
_reflns_number_gt                4692
_reflns_number_total             6239
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            om100465d_si_002.cif
_cod_data_source_block           rmd83ortof
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

2021-10-24
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C68 H114 N8 O Zr2'
_cod_original_formula_weight         1242.11
_cod_original_formula_moiety         '2(C32 H52 N4 Zr), C4 H10 O'
_cod_original_formula_units_Z            8
_cod_original_sg_symbol_H-M      Fdd2
_cod_database_code               4066451
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'
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
N4 N 0.19970(13) 0.11955(10) 0.1114(5) 0.0353(11) Uani 1 1 d .
C7 C 0.20890(16) 0.14615(12) 0.0228(6) 0.0358(13) Uani 1 1 d .
H7A H 0.1916 0.1472 -0.0627 0.043 Uiso 1 1 calc R
H7B H 0.2356 0.1449 -0.0130 0.043 Uiso 1 1 calc R
C30 C 0.1184(2) 0.11868(14) 0.5924(8) 0.0604(18) Uani 1 1 d .
H30A H 0.1223 0.0969 0.5798 0.072 Uiso 1 1 calc R
H30B H 0.1413 0.1265 0.6435 0.072 Uiso 1 1 calc R
C29 C 0.11755(16) 0.13328(13) 0.4343(6) 0.0380(13) Uani 1 1 d .
H29A H 0.1144 0.1552 0.4409 0.046 Uiso 1 1 calc R
H29B H 0.0962 0.1250 0.3758 0.046 Uiso 1 1 calc R
C32 C 0.0889(2) 0.10661(17) 0.8360(9) 0.088(2) Uani 1 1 d .
H32A H 0.0658 0.1105 0.8936 0.133 Uiso 1 1 calc R
H32B H 0.1113 0.1140 0.8889 0.133 Uiso 1 1 calc R
H32C H 0.0915 0.0851 0.8196 0.133 Uiso 1 1 calc R
C31 C 0.0858(3) 0.12272(18) 0.6887(9) 0.093(3) Uani 1 1 d .
H31A H 0.0626 0.1155 0.6380 0.111 Uiso 1 1 calc R
H31B H 0.0825 0.1444 0.7071 0.111 Uiso 1 1 calc R
C33 C 0.0217(4) 0.0174(3) 0.550(3) 0.303(18) Uani 1 1 d D
H33A H 0.0058 0.0259 0.4713 0.363 Uiso 1 1 calc R
H33B H 0.0411 0.0045 0.5027 0.363 Uiso 1 1 calc R
O1 O 0.0000 0.0000 0.6235(18) 0.262(11) Uani 1 2 d S
C34 C 0.0410(4) 0.0406(4) 0.611(2) 0.231(9) Uani 1 1 d D
H34A H 0.0567 0.0504 0.5365 0.347 Uiso 1 1 calc R
H34B H 0.0576 0.0332 0.6896 0.347 Uiso 1 1 calc R
H34C H 0.0228 0.0551 0.6512 0.347 Uiso 1 1 calc R
Zr1 Zr 0.177161(14) 0.120949(10) 0.32789(5) 0.02677(13) Uani 1 1 d .
C12 C 0.25342(14) 0.05185(10) 0.6019(5) 0.0275(11) Uani 1 1 d .
C17 C 0.25642(16) 0.02190(11) 0.5573(6) 0.0363(13) Uani 1 1 d .
H17 H 0.2396 0.0144 0.4847 0.044 Uiso 1 1 calc R
C14 C 0.30613(16) 0.04295(13) 0.7751(6) 0.0369(14) Uani 1 1 d .
H14 H 0.3227 0.0503 0.8487 0.044 Uiso 1 1 calc R
N3 N 0.16890(12) 0.17186(9) 0.2134(4) 0.0305(10) Uani 1 1 d .
C25 C 0.14895(15) 0.07249(11) 0.3100(7) 0.0394(13) Uani 1 1 d .
H25A H 0.1692 0.0579 0.2846 0.047 Uiso 1 1 calc R
H25B H 0.1387 0.0669 0.4068 0.047 Uiso 1 1 calc R
N2 N 0.20934(12) 0.14501(10) 0.4885(4) 0.0343(11) Uani 1 1 d .
N1 N 0.23423(12) 0.09030(9) 0.3986(4) 0.0310(10) Uani 1 1 d .
C13 C 0.27853(15) 0.06191(12) 0.7115(6) 0.0347(13) Uani 1 1 d .
H13 H 0.2768 0.0820 0.7435 0.042 Uiso 1 1 calc R
C15 C 0.30886(15) 0.01333(12) 0.7291(6) 0.0353(13) Uani 1 1 d .
H15 H 0.3272 0.0004 0.7717 0.042 Uiso 1 1 calc R
C22 C 0.10659(18) 0.25094(14) -0.1374(7) 0.0552(18) Uani 1 1 d .
H22 H 0.1015 0.2685 -0.1925 0.066 Uiso 1 1 calc R
C19 C 0.12345(15) 0.19880(12) 0.0298(5) 0.0338(13) Uani 1 1 d .
C16 C 0.28433(17) 0.00283(12) 0.6198(6) 0.0383(14) Uani 1 1 d .
H16 H 0.2864 -0.0172 0.5873 0.046 Uiso 1 1 calc R
C3 C 0.19558(16) 0.17400(12) 0.5496(6) 0.0363(13) Uani 1 1 d .
H3A H 0.2113 0.1792 0.6359 0.044 Uiso 1 1 calc R
H3B H 0.1688 0.1716 0.5826 0.044 Uiso 1 1 calc R
C20 C 0.13767(17) 0.20212(13) -0.1148(6) 0.0414(14) Uani 1 1 d .
H20 H 0.1528 0.1868 -0.1573 0.050 Uiso 1 1 calc R
C24 C 0.09965(15) 0.22164(12) 0.0848(8) 0.0432(13) Uani 1 1 d .
H24 H 0.0889 0.2194 0.1793 0.052 Uiso 1 1 calc R
C18 C 0.13268(15) 0.17050(12) 0.1208(5) 0.0314(13) Uani 1 1 d .
H18A H 0.1107 0.1665 0.1862 0.038 Uiso 1 1 calc R
H18B H 0.1349 0.1533 0.0532 0.038 Uiso 1 1 calc R
C8 C 0.21581(17) 0.09157(12) 0.0503(6) 0.0419(15) Uani 1 1 d .
H8A H 0.2204 0.0944 -0.0554 0.050 Uiso 1 1 calc R
H8B H 0.1968 0.0754 0.0617 0.050 Uiso 1 1 calc R
C6 C 0.20389(15) 0.17432(12) 0.1189(5) 0.0322(14) Uani 1 1 d .
H6A H 0.2268 0.1769 0.1813 0.039 Uiso 1 1 calc R
H6B H 0.2016 0.1922 0.0555 0.039 Uiso 1 1 calc R
C4 C 0.19757(17) 0.20023(12) 0.4376(6) 0.0391(13) Uani 1 1 d .
H4A H 0.1947 0.2193 0.4909 0.047 Uiso 1 1 calc R
H4B H 0.2232 0.2002 0.3914 0.047 Uiso 1 1 calc R
C21 C 0.12908(17) 0.22823(13) -0.1945(6) 0.0462(15) Uani 1 1 d .
H21 H 0.1390 0.2303 -0.2904 0.055 Uiso 1 1 calc R
C5 C 0.16695(14) 0.19885(10) 0.3166(6) 0.0335(12) Uani 1 1 d .
H5A H 0.1414 0.1990 0.3635 0.040 Uiso 1 1 calc R
H5B H 0.1690 0.2173 0.2571 0.040 Uiso 1 1 calc R
C28 C 0.06160(18) 0.03835(14) 0.0782(9) 0.0676(19) Uani 1 1 d .
H28A H 0.0490 0.0189 0.0882 0.101 Uiso 1 1 calc R
H28B H 0.0711 0.0407 -0.0218 0.101 Uiso 1 1 calc R
H28C H 0.0432 0.0543 0.0998 0.101 Uiso 1 1 calc R
C1 C 0.26460(15) 0.11315(12) 0.4346(6) 0.0362(13) Uani 1 1 d .
H1A H 0.2739 0.1225 0.3435 0.043 Uiso 1 1 calc R
H1B H 0.2865 0.1031 0.4824 0.043 Uiso 1 1 calc R
C2 C 0.24834(15) 0.13744(11) 0.5370(5) 0.0332(13) Uani 1 1 d .
H2A H 0.2477 0.1300 0.6386 0.040 Uiso 1 1 calc R
H2B H 0.2648 0.1554 0.5339 0.040 Uiso 1 1 calc R
C11 C 0.22283(14) 0.07234(11) 0.5334(5) 0.0295(12) Uani 1 1 d .
H11A H 0.2005 0.0598 0.5072 0.035 Uiso 1 1 calc R
H11B H 0.2142 0.0866 0.6092 0.035 Uiso 1 1 calc R
C26 C 0.11617(17) 0.07007(13) 0.1952(7) 0.0469(15) Uani 1 1 d .
H26A H 0.0972 0.0859 0.2171 0.056 Uiso 1 1 calc R
H26B H 0.1272 0.0746 0.0982 0.056 Uiso 1 1 calc R
C10 C 0.24998(15) 0.06898(12) 0.2833(5) 0.0361(13) Uani 1 1 d .
H10A H 0.2331 0.0513 0.2791 0.043 Uiso 1 1 calc R
H10B H 0.2755 0.0620 0.3159 0.043 Uiso 1 1 calc R
C9 C 0.25412(17) 0.08177(12) 0.1250(5) 0.0416(14) Uani 1 1 d .
H9A H 0.2664 0.0664 0.0631 0.050 Uiso 1 1 calc R
H9B H 0.2715 0.0992 0.1284 0.050 Uiso 1 1 calc R
C23 C 0.09141(19) 0.24751(15) 0.0041(7) 0.0568(18) Uani 1 1 d .
H23 H 0.0757 0.2627 0.0447 0.068 Uiso 1 1 calc R
C27 C 0.09470(19) 0.04023(14) 0.1836(8) 0.0587(18) Uani 1 1 d .
H27A H 0.1135 0.0246 0.1562 0.070 Uiso 1 1 calc R
H27B H 0.0850 0.0351 0.2819 0.070 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'
Zr Zr -2.9673 0.5597 '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'
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
C7 N4 C8 113.0(4) .
C7 N4 Zr1 124.6(3) .
C8 N4 Zr1 121.0(3) .
N4 C7 C6 108.6(4) .
N4 C7 H7A 110.0 .
C6 C7 H7A 110.0 .
N4 C7 H7B 110.0 .
C6 C7 H7B 110.0 .
H7A C7 H7B 108.3 .
C31 C30 C29 119.2(6) .
C31 C30 H30A 107.5 .
C29 C30 H30A 107.5 .
C31 C30 H30B 107.5 .
C29 C30 H30B 107.5 .
H30A C30 H30B 107.0 .
C30 C29 Zr1 105.2(4) .
C30 C29 H29A 110.7 .
Zr1 C29 H29A 110.7 .
C30 C29 H29B 110.7 .
Zr1 C29 H29B 110.7 .
H29A C29 H29B 108.8 .
C31 C32 H32A 109.5 .
C31 C32 H32B 109.5 .
H32A C32 H32B 109.5 .
C31 C32 H32C 109.5 .
H32A C32 H32C 109.5 .
H32B C32 H32C 109.5 .
C30 C31 C32 114.9(7) .
C30 C31 H31A 108.5 .
C32 C31 H31A 108.5 .
C30 C31 H31B 108.5 .
C32 C31 H31B 108.5 .
H31A C31 H31B 107.5 .
O1 C33 C34 123(2) .
O1 C33 H33A 106.5 .
C34 C33 H33A 106.5 .
O1 C33 H33B 106.5 .
C34 C33 H33B 106.5 .
H33A C33 H33B 106.5 .
C33 O1 C33 117(3) 2
C33 C34 H34A 109.5 .
C33 C34 H34B 109.5 .
H34A C34 H34B 109.5 .
C33 C34 H34C 109.5 .
H34A C34 H34C 109.5 .
H34B C34 H34C 109.5 .
N4 Zr1 N2 117.33(18) .
N4 Zr1 C29 135.61(18) .
N2 Zr1 C29 93.57(18) .
N4 Zr1 C25 93.55(19) .
N2 Zr1 C25 136.09(18) .
C29 Zr1 C25 82.9(2) .
N4 Zr1 N1 86.02(15) .
N2 Zr1 N1 71.31(15) .
C29 Zr1 N1 136.24(16) .
C25 Zr1 N1 81.34(15) .
N4 Zr1 N3 71.49(15) .
N2 Zr1 N3 83.80(15) .
C29 Zr1 N3 81.95(16) .
C25 Zr1 N3 138.05(16) .
N1 Zr1 N3 133.81(13) .
C17 C12 C13 117.8(5) .
C17 C12 C11 120.0(5) .
C13 C12 C11 122.2(4) .
C12 C17 C16 120.5(5) .
C12 C17 H17 119.7 .
C16 C17 H17 119.7 .
C15 C14 C13 119.6(5) .
C15 C14 H14 120.2 .
C13 C14 H14 120.2 .
C6 N3 C18 111.0(4) .
C6 N3 C5 109.5(4) .
C18 N3 C5 109.7(4) .
C6 N3 Zr1 102.3(3) .
C18 N3 Zr1 106.9(3) .
C5 N3 Zr1 117.3(3) .
C26 C25 Zr1 114.4(3) .
C26 C25 H25A 108.7 .
Zr1 C25 H25A 108.7 .
C26 C25 H25B 108.7 .
Zr1 C25 H25B 108.7 .
H25A C25 H25B 107.6 .
C2 N2 C3 112.6(4) .
C2 N2 Zr1 125.3(3) .
C3 N2 Zr1 121.7(3) .
C1 N1 C10 108.7(4) .
C1 N1 C11 111.3(4) .
C10 N1 C11 109.0(4) .
C1 N1 Zr1 104.2(3) .
C10 N1 Zr1 116.8(3) .
C11 N1 Zr1 106.8(3) .
C12 C13 C14 121.9(5) .
C12 C13 H13 119.0 .
C14 C13 H13 119.0 .
C14 C15 C16 119.6(5) .
C14 C15 H15 120.2 .
C16 C15 H15 120.2 .
C21 C22 C23 118.7(6) .
C21 C22 H22 120.6 .
C23 C22 H22 120.6 .
C24 C19 C20 117.6(5) .
C24 C19 C18 121.5(5) .
C20 C19 C18 120.9(5) .
C15 C16 C17 120.6(5) .
C15 C16 H16 119.7 .
C17 C16 H16 119.7 .
N2 C3 C4 113.1(4) .
N2 C3 H3A 109.0 .
C4 C3 H3A 109.0 .
N2 C3 H3B 109.0 .
C4 C3 H3B 109.0 .
H3A C3 H3B 107.8 .
C21 C20 C19 119.6(5) .
C21 C20 H20 120.2 .
C19 C20 H20 120.2 .
C23 C24 C19 122.0(6) .
C23 C24 H24 119.0 .
C19 C24 H24 119.0 .
N3 C18 C19 116.1(4) .
N3 C18 H18A 108.3 .
C19 C18 H18A 108.3 .
N3 C18 H18B 108.3 .
C19 C18 H18B 108.3 .
H18A C18 H18B 107.4 .
N4 C8 C9 113.3(4) .
N4 C8 H8A 108.9 .
C9 C8 H8A 108.9 .
N4 C8 H8B 108.9 .
C9 C8 H8B 108.9 .
H8A C8 H8B 107.7 .
N3 C6 C7 111.1(4) .
N3 C6 H6A 109.4 .
C7 C6 H6A 109.4 .
N3 C6 H6B 109.4 .
C7 C6 H6B 109.4 .
H6A C6 H6B 108.0 .
C5 C4 C3 114.3(4) .
C5 C4 H4A 108.7 .
C3 C4 H4A 108.7 .
C5 C4 H4B 108.7 .
C3 C4 H4B 108.7 .
H4A C4 H4B 107.6 .
C22 C21 C20 122.1(6) .
C22 C21 H21 118.9 .
C20 C21 H21 118.9 .
N3 C5 C4 116.3(4) .
N3 C5 H5A 108.2 .
C4 C5 H5A 108.2 .
N3 C5 H5B 108.2 .
C4 C5 H5B 108.2 .
H5A C5 H5B 107.4 .
C27 C28 H28A 109.5 .
C27 C28 H28B 109.5 .
H28A C28 H28B 109.5 .
C27 C28 H28C 109.5 .
H28A C28 H28C 109.5 .
H28B C28 H28C 109.5 .
N1 C1 C2 110.5(4) .
N1 C1 H1A 109.5 .
C2 C1 H1A 109.5 .
N1 C1 H1B 109.5 .
C2 C1 H1B 109.5 .
H1A C1 H1B 108.1 .
N2 C2 C1 108.6(4) .
N2 C2 H2A 110.0 .
C1 C2 H2A 110.0 .
N2 C2 H2B 110.0 .
C1 C2 H2B 110.0 .
H2A C2 H2B 108.4 .
N1 C11 C12 117.5(4) .
N1 C11 H11A 107.9 .
C12 C11 H11A 107.9 .
N1 C11 H11B 107.9 .
C12 C11 H11B 107.9 .
H11A C11 H11B 107.2 .
C27 C26 C25 117.8(5) .
C27 C26 H26A 107.9 .
C25 C26 H26A 107.9 .
C27 C26 H26B 107.9 .
C25 C26 H26B 107.9 .
H26A C26 H26B 107.2 .
N1 C10 C9 116.5(4) .
N1 C10 H10A 108.2 .
C9 C10 H10A 108.2 .
N1 C10 H10B 108.2 .
C9 C10 H10B 108.2 .
H10A C10 H10B 107.3 .
C10 C9 C8 115.3(5) .
C10 C9 H9A 108.4 .
C8 C9 H9A 108.4 .
C10 C9 H9B 108.4 .
C8 C9 H9B 108.4 .
H9A C9 H9B 107.5 .
C24 C23 C22 119.8(6) .
C24 C23 H23 120.1 .
C22 C23 H23 120.1 .
C28 C27 C26 117.8(5) .
C28 C27 H27A 107.8 .
C26 C27 H27A 107.8 .
C28 C27 H27B 107.8 .
C26 C27 H27B 107.8 .
H27A C27 H27B 107.2 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N4 C7 1.446(6) .
N4 C8 1.453(6) .
N4 Zr1 2.093(4) .
C7 C6 1.516(7) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C30 C31 1.424(10) .
C30 C29 1.558(8) .
C30 H30A 0.9700 .
C30 H30B 0.9700 .
C29 Zr1 2.318(5) .
C29 H29A 0.9700 .
C29 H29B 0.9700 .
C32 C31 1.503(10) .
C32 H32A 0.9600 .
C32 H32B 0.9600 .
C32 H32C 0.9600 .
C31 H31A 0.9700 .
C31 H31B 0.9700 .
C33 O1 1.25(2) .
C33 C34 1.332(13) .
C33 H33A 0.9700 .
C33 H33B 0.9700 .
O1 C33 1.25(2) 2
C34 H34A 0.9600 .
C34 H34B 0.9600 .
C34 H34C 0.9600 .
Zr1 N2 2.099(4) .
Zr1 C25 2.340(5) .
Zr1 N1 2.456(4) .
Zr1 N3 2.474(4) .
C12 C17 1.377(7) .
C12 C13 1.379(7) .
C12 C11 1.511(6) .
C17 C16 1.389(7) .
C17 H17 0.9300 .
C14 C15 1.366(7) .
C14 C13 1.382(7) .
C14 H14 0.9300 .
N3 C6 1.473(6) .
N3 C18 1.494(6) .
N3 C5 1.505(6) .
C25 C26 1.528(7) .
C25 H25A 0.9700 .
C25 H25B 0.9700 .
N2 C2 1.444(6) .
N2 C3 1.463(6) .
N1 C1 1.480(6) .
N1 C10 1.496(6) .
N1 C11 1.496(6) .
C13 H13 0.9300 .
C15 C16 1.371(7) .
C15 H15 0.9300 .
C22 C21 1.360(8) .
C22 C23 1.381(9) .
C22 H22 0.9300 .
C19 C24 1.383(7) .
C19 C20 1.394(7) .
C19 C18 1.519(7) .
C16 H16 0.9300 .
C3 C4 1.529(7) .
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C20 C21 1.382(7) .
C20 H20 0.9300 .
C24 C23 1.375(8) .
C24 H24 0.9300 .
C18 H18A 0.9700 .
C18 H18B 0.9700 .
C8 C9 1.535(7) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C4 C5 1.511(7) .
C4 H4A 0.9700 .
C4 H4B 0.9700 .
C21 H21 0.9300 .
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C28 C27 1.479(8) .
C28 H28A 0.9600 .
C28 H28B 0.9600 .
C28 H28C 0.9600 .
C1 C2 1.513(7) .
C1 H1A 0.9700 .
C1 H1B 0.9700 .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C26 C27 1.505(8) .
C26 H26A 0.9700 .
C26 H26B 0.9700 .
C10 C9 1.535(7) .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C23 H23 0.9300 .
C27 H27A 0.9700 .
C27 H27B 0.9700 .
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_4
C8 N4 C7 C6 -160.2(4) .
Zr1 N4 C7 C6 6.4(6) .
C31 C30 C29 Zr1 178.7(6) .
C29 C30 C31 C32 177.5(7) .
C34 C33 O1 C33 168(2) 2
C7 N4 Zr1 N2 -56.6(4) .
C8 N4 Zr1 N2 109.0(4) .
C7 N4 Zr1 C29 72.3(5) .
C8 N4 Zr1 C29 -122.1(4) .
C7 N4 Zr1 C25 155.8(4) .
C8 N4 Zr1 C25 -38.6(4) .
C7 N4 Zr1 N1 -123.2(4) .
C8 N4 Zr1 N1 42.4(4) .
C7 N4 Zr1 N3 15.9(4) .
C8 N4 Zr1 N3 -178.5(4) .
C30 C29 Zr1 N4 161.4(4) .
C30 C29 Zr1 N2 -62.4(4) .
C30 C29 Zr1 C25 73.6(4) .
C30 C29 Zr1 N1 4.1(5) .
C30 C29 Zr1 N3 -145.6(4) .
C13 C12 C17 C16 -1.0(7) .
C11 C12 C17 C16 -179.8(5) .
N4 Zr1 N3 C6 -34.2(3) .
N2 Zr1 N3 C6 87.3(3) .
C29 Zr1 N3 C6 -178.2(3) .
C25 Zr1 N3 C6 -108.3(4) .
N1 Zr1 N3 C6 30.8(4) .
N4 Zr1 N3 C18 82.4(3) .
N2 Zr1 N3 C18 -156.0(3) .
C29 Zr1 N3 C18 -61.5(3) .
C25 Zr1 N3 C18 8.4(4) .
N1 Zr1 N3 C18 147.4(3) .
N4 Zr1 N3 C5 -154.0(4) .
N2 Zr1 N3 C5 -32.4(3) .
C29 Zr1 N3 C5 62.1(3) .
C25 Zr1 N3 C5 131.9(3) .
N1 Zr1 N3 C5 -89.0(3) .
N4 Zr1 C25 C26 -65.1(4) .
N2 Zr1 C25 C26 158.2(4) .
C29 Zr1 C25 C26 70.5(4) .
N1 Zr1 C25 C26 -150.5(4) .
N3 Zr1 C25 C26 0.9(5) .
N4 Zr1 N2 C2 -62.7(4) .
C29 Zr1 N2 C2 150.4(4) .
C25 Zr1 N2 C2 66.9(5) .
N1 Zr1 N2 C2 12.4(4) .
N3 Zr1 N2 C2 -128.1(4) .
N4 Zr1 N2 C3 109.5(4) .
C29 Zr1 N2 C3 -37.5(4) .
C25 Zr1 N2 C3 -120.9(4) .
N1 Zr1 N2 C3 -175.5(4) .
N3 Zr1 N2 C3 44.0(4) .
N4 Zr1 N1 C1 88.8(3) .
N2 Zr1 N1 C1 -31.8(3) .
C29 Zr1 N1 C1 -106.8(4) .
C25 Zr1 N1 C1 -176.9(3) .
N3 Zr1 N1 C1 29.4(4) .
N4 Zr1 N1 C10 -31.0(3) .
N2 Zr1 N1 C10 -151.7(4) .
C29 Zr1 N1 C10 133.3(4) .
C25 Zr1 N1 C10 63.2(3) .
N3 Zr1 N1 C10 -90.5(3) .
N4 Zr1 N1 C11 -153.2(3) .
N2 Zr1 N1 C11 86.1(3) .
C29 Zr1 N1 C11 11.1(4) .
C25 Zr1 N1 C11 -59.0(3) .
N3 Zr1 N1 C11 147.3(3) .
C17 C12 C13 C14 0.4(8) .
C11 C12 C13 C14 179.2(5) .
C15 C14 C13 C12 -0.1(8) .
C13 C14 C15 C16 0.4(8) .
C14 C15 C16 C17 -1.0(8) .
C12 C17 C16 C15 1.3(8) .
C2 N2 C3 C4 102.2(5) .
Zr1 N2 C3 C4 -70.9(5) .
C24 C19 C20 C21 2.8(8) .
C18 C19 C20 C21 -179.4(5) .
C20 C19 C24 C23 -2.9(9) .
C18 C19 C24 C23 179.3(5) .
C6 N3 C18 C19 -64.7(6) .
C5 N3 C18 C19 56.3(5) .
Zr1 N3 C18 C19 -175.5(3) .
C24 C19 C18 N3 -92.4(6) .
C20 C19 C18 N3 89.9(6) .
C7 N4 C8 C9 98.5(5) .
Zr1 N4 C8 C9 -68.7(5) .
C18 N3 C6 C7 -63.9(5) .
C5 N3 C6 C7 174.9(4) .
Zr1 N3 C6 C7 49.8(4) .
N4 C7 C6 N3 -40.9(6) .
N2 C3 C4 C5 73.2(6) .
C23 C22 C21 C20 -1.0(9) .
C19 C20 C21 C22 -0.9(9) .
C6 N3 C5 C4 -69.2(6) .
C18 N3 C5 C4 168.9(4) .
Zr1 N3 C5 C4 46.8(5) .
C3 C4 C5 N3 -63.3(6) .
C10 N1 C1 C2 173.2(4) .
C11 N1 C1 C2 -66.7(5) .
Zr1 N1 C1 C2 48.0(4) .
C3 N2 C2 C1 -162.8(4) .
Zr1 N2 C2 C1 10.0(6) .
N1 C1 C2 N2 -40.8(5) .
C1 N1 C11 C12 -65.6(6) .
C10 N1 C11 C12 54.3(6) .
Zr1 N1 C11 C12 -178.7(3) .
C17 C12 C11 N1 -91.3(6) .
C13 C12 C11 N1 90.0(6) .
Zr1 C25 C26 C27 -176.1(5) .
C1 N1 C10 C9 -72.6(6) .
C11 N1 C10 C9 165.9(5) .
Zr1 N1 C10 C9 44.8(6) .
N1 C10 C9 C8 -62.6(6) .
N4 C8 C9 C10 72.8(6) .
C19 C24 C23 C22 1.1(9) .
C21 C22 C23 C24 0.9(9) .
C25 C26 C27 C28 176.8(6) .
