#------------------------------------------------------------------------------
#$Date: 2019-11-26 17:55:38 +0200 (Tue, 26 Nov 2019) $
#$Revision: 243724 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/08/97/4089704.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_4089704
loop_
_publ_author_name
'Romain, Charles'
'Specklin, David'
'Miqueu, Karinne'
'Sotiropoulos, Jean-Marc'
'Fliedel, Christophe'
'Bellemin-Laponnaz, Stéphane'
'Dagorne, Samuel'
_publ_section_title
;
 Unusual Benzyl Migration Reactivity in NHC-Bearing Group 4 Metal
 Chelates: Synthesis, Characterization, and Mechanistic Investigations
;
_journal_issue                   20
_journal_name_full               Organometallics
_journal_page_first              4854
_journal_paper_doi               10.1021/om501143t
_journal_volume                  34
_journal_year                    2015
_chemical_formula_moiety         'C76 H102 Cl2 N4 O4 Zr2'
_chemical_formula_sum            'C76 H102 Cl2 N4 O4 Zr2'
_chemical_formula_weight         1388.96
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_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                 109.6520(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.3205(6)
_cell_length_b                   29.0307(13)
_cell_length_c                   19.0815(9)
_cell_measurement_reflns_used    9850
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      30.01
_cell_measurement_theta_min      2.59
_cell_volume                     7470.8(6)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_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  0.0147
_diffrn_reflns_av_sigmaI/netI    0.0160
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            31816
_diffrn_reflns_theta_full        30.01
_diffrn_reflns_theta_max         30.01
_diffrn_reflns_theta_min         1.40
_exptl_absorpt_coefficient_mu    0.398
_exptl_absorpt_correction_T_max  0.8569
_exptl_absorpt_correction_T_min  0.8256
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.235
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2928
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.40
_refine_diff_density_max         2.338
_refine_diff_density_min         -2.011
_refine_diff_density_rms         0.140
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.141
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     397
_refine_ls_number_reflns         10705
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.141
_refine_ls_R_factor_all          0.0760
_refine_ls_R_factor_gt           0.0614
_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)+(0.0605P)²+43.1782P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1488
_refine_ls_wR_factor_ref         0.1675
_reflns_number_gt                9222
_reflns_number_total             10705
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            om501143t_si_003.cif
_cod_data_source_block           rwcr100510
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4089704
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
C1 C 0.2335(2) 0.14180(9) 0.12210(15) 0.0226(5) Uani 1 1 d . C .
C2 C 0.1711(2) 0.17844(10) 0.12531(16) 0.0246(5) Uani 1 1 d . . .
C3 C 0.1202(2) 0.20061(10) 0.05807(17) 0.0282(6) Uani 1 1 d . . .
H3 H 0.0773 0.2254 0.0591 0.034 Uiso 1 1 calc R . .
C4 C 0.1288(2) 0.18843(10) -0.01067(16) 0.0282(6) Uani 1 1 d . A .
C5 C 0.1904(2) 0.15167(10) -0.01205(16) 0.0284(6) Uani 1 1 d . . .
H5 H 0.1978 0.1424 -0.0576 0.034 Uiso 1 1 calc R . .
C6 C 0.2408(2) 0.12869(9) 0.05333(15) 0.0236(5) Uani 1 1 d . C .
C7 C 0.1622(2) 0.19376(11) 0.19963(17) 0.0294(6) Uani 1 1 d . . .
C8 C 0.1284(3) 0.15308(12) 0.2375(2) 0.0370(7) Uani 1 1 d . . .
H8A H 0.0644 0.1415 0.2046 0.056 Uiso 1 1 calc R . .
H8B H 0.1216 0.1635 0.2844 0.056 Uiso 1 1 calc R . .
H8C H 0.1778 0.1284 0.2476 0.056 Uiso 1 1 calc R . .
C9 C 0.2625(3) 0.21127(13) 0.25120(19) 0.0377(7) Uani 1 1 d . . .
H9A H 0.3117 0.1866 0.2601 0.057 Uiso 1 1 calc R . .
H9B H 0.2564 0.2210 0.2986 0.057 Uiso 1 1 calc R . .
H9C H 0.2837 0.2375 0.2279 0.057 Uiso 1 1 calc R . .
C10 C 0.0861(3) 0.23232(13) 0.1893(2) 0.0441(8) Uani 1 1 d . . .
H10A H 0.1061 0.2590 0.1661 0.066 Uiso 1 1 calc R . .
H10B H 0.0826 0.2413 0.2379 0.066 Uiso 1 1 calc R . .
H10C H 0.0210 0.2215 0.1573 0.066 Uiso 1 1 calc R . .
C11 C 0.0703(3) 0.21467(13) -0.08126(19) 0.0391(8) Uani 1 1 d . . .
C12 C 0.0970(7) 0.2672(3) -0.0699(5) 0.0518(9) Uani 0.50 1 d P A 1
H12A H 0.0598 0.2843 -0.1150 0.078 Uiso 0.50 1 calc PR A 1
H12B H 0.1683 0.2713 -0.0598 0.078 Uiso 0.50 1 calc PR A 1
H12C H 0.0797 0.2789 -0.0277 0.078 Uiso 0.50 1 calc PR A 1
C13 C 0.0895(7) 0.1961(4) -0.1512(5) 0.0518(9) Uani 0.50 1 d P A 1
H13A H 0.0674 0.1640 -0.1597 0.078 Uiso 0.50 1 calc PR A 1
H13B H 0.1606 0.1978 -0.1436 0.078 Uiso 0.50 1 calc PR A 1
H13C H 0.0528 0.2147 -0.1945 0.078 Uiso 0.50 1 calc PR A 1
C14 C -0.0386(6) 0.2087(3) -0.0963(5) 0.0518(9) Uani 0.50 1 d P A 1
H14A H -0.0545 0.1758 -0.0984 0.078 Uiso 0.50 1 calc PR A 1
H14B H -0.0758 0.2231 -0.1440 0.078 Uiso 0.50 1 calc PR A 1
H14C H -0.0569 0.2233 -0.0564 0.078 Uiso 0.50 1 calc PR A 1
C12B C -0.0039(7) 0.2492(3) -0.0721(5) 0.0518(9) Uani 0.50 1 d P A 2
H12D H -0.0402 0.2630 -0.1204 0.078 Uiso 0.50 1 calc PR A 2
H12E H 0.0311 0.2733 -0.0373 0.078 Uiso 0.50 1 calc PR A 2
H12F H -0.0506 0.2335 -0.0526 0.078 Uiso 0.50 1 calc PR A 2
C13B C 0.1174(7) 0.2109(4) -0.1412(5) 0.0518(9) Uani 0.50 1 d P A 2
H13D H 0.1205 0.1785 -0.1545 0.078 Uiso 0.50 1 calc PR A 2
H13E H 0.1846 0.2237 -0.1227 0.078 Uiso 0.50 1 calc PR A 2
H13F H 0.0776 0.2282 -0.1853 0.078 Uiso 0.50 1 calc PR A 2
C14B C -0.0182(7) 0.1770(3) -0.1312(5) 0.0518(9) Uani 0.50 1 d P A 2
H14D H -0.0688 0.1735 -0.1075 0.078 Uiso 0.50 1 calc PR A 2
H14E H 0.0123 0.1470 -0.1331 0.078 Uiso 0.50 1 calc PR A 2
H14F H -0.0492 0.1888 -0.1819 0.078 Uiso 0.50 1 calc PR A 2
C15 C 0.2582(2) 0.04535(9) 0.07146(15) 0.0251(5) Uani 1 1 d . C .
C16 C 0.3497(3) 0.08071(11) 0.00087(17) 0.0327(6) Uani 1 1 d . C .
H16A H 0.4083 0.1009 0.0093 0.039 Uiso 1 1 calc R . .
H16B H 0.3026 0.0861 -0.0500 0.039 Uiso 1 1 calc R . .
C17 C 0.3801(3) 0.02998(10) 0.01259(16) 0.0322(6) Uani 1 1 d . C .
H17A H 0.3481 0.0117 -0.0330 0.039 Uiso 1 1 calc R . .
H17B H 0.4530 0.0264 0.0274 0.039 Uiso 1 1 calc R . .
C18 C 0.3335(2) -0.03964(10) 0.16285(16) 0.0262(5) Uani 1 1 d . C .
C19 C 0.3208(2) -0.08472(10) 0.18548(18) 0.0291(6) Uani 1 1 d . . .
C20 C 0.3180(2) -0.12001(10) 0.13463(19) 0.0342(7) Uani 1 1 d . . .
H20 H 0.3090 -0.1507 0.1486 0.041 Uiso 1 1 calc R . .
C21 C 0.3275(3) -0.11324(10) 0.06528(19) 0.0351(7) Uani 1 1 d . . .
C22 C 0.3345(3) -0.06792(10) 0.04303(17) 0.0327(7) Uani 1 1 d . . .
H22 H 0.3381 -0.0618 -0.0049 0.039 Uiso 1 1 calc R . .
C23 C 0.3363(2) -0.03191(9) 0.09134(16) 0.0274(6) Uani 1 1 d . C .
C24 C 0.3151(3) -0.09367(12) 0.2630(2) 0.0351(7) Uani 1 1 d . . .
C25 C 0.3047(4) -0.14514(14) 0.2768(3) 0.0555(11) Uani 1 1 d . . .
H25A H 0.2453 -0.1573 0.2386 0.083 Uiso 1 1 calc R . .
H25B H 0.2989 -0.1494 0.3260 0.083 Uiso 1 1 calc R . .
H25C H 0.3633 -0.1616 0.2744 0.083 Uiso 1 1 calc R . .
C26 C 0.4103(3) -0.07654(14) 0.32285(19) 0.0393(7) Uani 1 1 d . . .
H26A H 0.4680 -0.0912 0.3156 0.059 Uiso 1 1 calc R . .
H26B H 0.4083 -0.0845 0.3722 0.059 Uiso 1 1 calc R . .
H26C H 0.4153 -0.0430 0.3189 0.059 Uiso 1 1 calc R . .
C27 C 0.2258(3) -0.06832(16) 0.2714(3) 0.0505(10) Uani 1 1 d . . .
H27A H 0.2325 -0.0352 0.2644 0.076 Uiso 1 1 calc R . .
H27B H 0.2228 -0.0739 0.3212 0.076 Uiso 1 1 calc R . .
H27C H 0.1648 -0.0796 0.2339 0.076 Uiso 1 1 calc R . .
C28 C 0.3319(4) -0.15496(12) 0.0171(2) 0.0478(10) Uani 1 1 d . . .
C29 C 0.3462(5) -0.14113(15) -0.0553(3) 0.0691(16) Uani 1 1 d . . .
H29A H 0.3488 -0.1688 -0.0840 0.104 Uiso 1 1 calc R . .
H29B H 0.4084 -0.1240 -0.0444 0.104 Uiso 1 1 calc R . .
H29C H 0.2907 -0.1217 -0.0843 0.104 Uiso 1 1 calc R . .
C30 C 0.4204(4) -0.18554(16) 0.0612(3) 0.0653(14) Uani 1 1 d . . .
H30A H 0.4105 -0.1965 0.1067 0.098 Uiso 1 1 calc R . .
H30B H 0.4818 -0.1675 0.0743 0.098 Uiso 1 1 calc R . .
H30C H 0.4252 -0.2120 0.0306 0.098 Uiso 1 1 calc R . .
C31 C 0.2378(5) -0.18362(16) -0.0008(4) 0.0769(18) Uani 1 1 d . . .
H31A H 0.1801 -0.1642 -0.0255 0.115 Uiso 1 1 calc R . .
H31B H 0.2323 -0.1961 0.0453 0.115 Uiso 1 1 calc R . .
H31C H 0.2405 -0.2091 -0.0339 0.115 Uiso 1 1 calc R . .
C32 C 0.1545(3) 0.03182(11) 0.02292(19) 0.0381(8) Uani 1 1 d . . .
H32A H 0.1551 -0.0003 0.0057 0.046 Uiso 1 1 calc R B 1
H32B H 0.1327 0.0520 -0.0215 0.046 Uiso 1 1 calc R B 1
C33 C 0.0750(7) 0.0362(4) 0.0689(6) 0.0483(6) Uani 0.50 1 d P C 1
C34 C 0.0723(6) 0.0018(3) 0.1190(5) 0.0483(6) Uani 0.50 1 d P C 1
H34 H 0.1150 -0.0241 0.1265 0.058 Uiso 0.50 1 calc PR C 1
C35 C 0.0060(6) 0.0059(3) 0.1584(5) 0.0483(6) Uani 0.50 1 d P C 1
H35 H 0.0056 -0.0169 0.1940 0.058 Uiso 0.50 1 calc PR C 1
C36 C -0.0581(6) 0.0422(3) 0.1463(5) 0.0483(6) Uani 0.50 1 d P C 1
H36 H -0.1047 0.0434 0.1719 0.058 Uiso 0.50 1 calc PR C 1
C37 C -0.0568(7) 0.0723(4) 0.1044(5) 0.0483(6) Uani 0.50 1 d P C 1
H37 H -0.1004 0.0976 0.1002 0.058 Uiso 0.50 1 calc PR C 1
C38 C 0.0094(6) 0.0730(3) 0.0575(5) 0.0483(6) Uani 0.50 1 d P C 1
H38 H 0.0066 0.0969 0.0228 0.058 Uiso 0.50 1 calc PR C 1
C33B C 0.0803(7) 0.0457(4) 0.0455(6) 0.0483(6) Uani 0.50 1 d P C 2
C34B C 0.0758(6) 0.0330(3) 0.1110(6) 0.0483(6) Uani 0.50 1 d P C 2
H34B H 0.1251 0.0133 0.1426 0.058 Uiso 0.50 1 calc PR C 2
C35B C -0.0032(6) 0.0490(3) 0.1334(5) 0.0483(6) Uani 0.50 1 d P C 2
H35B H -0.0091 0.0412 0.1800 0.058 Uiso 0.50 1 calc PR C 2
C36B C -0.0730(7) 0.0777(4) 0.0812(5) 0.0483(6) Uani 0.50 1 d P C 2
H36B H -0.1256 0.0894 0.0958 0.058 Uiso 0.50 1 calc PR C 2
C37B C -0.0729(6) 0.0894(3) 0.0174(5) 0.0483(6) Uani 0.50 1 d P C 2
H37B H -0.1249 0.1074 -0.0150 0.058 Uiso 0.50 1 calc PR C 2
C38B C 0.0053(6) 0.0750(3) -0.0032(5) 0.0483(6) Uani 0.50 1 d P C 2
H38B H 0.0099 0.0844 -0.0496 0.058 Uiso 0.50 1 calc PR C 2
N1 N 0.30214(19) 0.08871(8) 0.05753(13) 0.0246(4) Uani 1 1 d . . .
N2 N 0.34368(19) 0.01614(8) 0.07360(13) 0.0250(5) Uani 1 1 d . . .
O1 O 0.28928(15) 0.11798(7) 0.18276(10) 0.0244(4) Uani 1 1 d . . .
O2 O 0.34676(16) -0.00291(7) 0.20895(11) 0.0263(4) Uani 1 1 d . . .
Cl1 Cl 0.45650(5) 0.07544(3) 0.32408(4) 0.02931(15) Uani 1 1 d . . .
Zr1 Zr 0.368254(19) 0.061674(9) 0.177374(13) 0.02093(8) Uani 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zr Zr -2.9673 0.5597 '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
O1 C1 C2 123.4(2) . .
O1 C1 C6 116.9(2) . .
C2 C1 C6 119.7(2) . .
C3 C2 C1 116.8(3) . .
C3 C2 C7 122.3(3) . .
C1 C2 C7 120.8(2) . .
C2 C3 C4 123.9(3) . .
C2 C3 H3 118.0 . .
C4 C3 H3 118.0 . .
C5 C4 C3 117.8(3) . .
C5 C4 C11 121.9(3) . .
C3 C4 C11 120.2(3) . .
C6 C5 C4 119.6(3) . .
C6 C5 H5 120.2 . .
C4 C5 H5 120.2 . .
C5 C6 C1 122.1(3) . .
C5 C6 N1 124.2(3) . .
C1 C6 N1 113.7(2) . .
C10 C7 C9 108.3(3) . .
C10 C7 C2 111.8(3) . .
C9 C7 C2 109.9(3) . .
C10 C7 C8 107.4(3) . .
C9 C7 C8 109.1(3) . .
C2 C7 C8 110.4(3) . .
C7 C8 H8A 109.5 . .
C7 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C7 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C7 C9 H9A 109.5 . .
C7 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C7 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C7 C10 H10A 109.5 . .
C7 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C7 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C14 C11 C12B 51.1(5) . .
C14 C11 C13B 123.1(6) . .
C12B C11 C13B 130.1(5) . .
C14 C11 C4 109.7(4) . .
C12B C11 C4 115.2(4) . .
C13B C11 C4 112.2(4) . .
C14 C11 C13 105.7(6) . .
C12B C11 C13 131.8(5) . .
C4 C11 C13 112.5(4) . .
C14 C11 C12 109.2(5) . .
C12B C11 C12 59.2(5) . .
C13B C11 C12 91.4(6) . .
C4 C11 C12 109.0(4) . .
C13 C11 C12 110.6(6) . .
C12B C11 C14B 94.0(5) . .
C13B C11 C14B 88.2(5) . .
C4 C11 C14B 104.9(4) . .
C13 C11 C14B 66.9(5) . .
C12 C11 C14B 143.4(5) . .
C11 C12 H12A 109.5 . .
C11 C12 H12B 109.5 . .
C11 C12 H12C 109.5 . .
C11 C13 H13A 109.5 . .
C11 C13 H13B 109.5 . .
C11 C13 H13C 109.5 . .
C11 C14 H14A 109.5 . .
C11 C14 H14B 109.5 . .
C11 C14 H14C 109.5 . .
C11 C12B H12D 109.5 . .
C11 C12B H12E 109.5 . .
H12D C12B H12E 109.5 . .
C11 C12B H12F 109.5 . .
H12D C12B H12F 109.5 . .
H12E C12B H12F 109.5 . .
C11 C13B H13D 109.5 . .
C11 C13B H13E 109.5 . .
H13D C13B H13E 109.5 . .
C11 C13B H13F 109.5 . .
H13D C13B H13F 109.5 . .
H13E C13B H13F 109.5 . .
C11 C14B H14D 109.5 . .
C11 C14B H14E 109.5 . .
H14D C14B H14E 109.5 . .
C11 C14B H14F 109.5 . .
H14D C14B H14F 109.5 . .
H14E C14B H14F 109.5 . .
N1 C15 N2 95.4(2) . .
N1 C15 C32 120.2(2) . .
N2 C15 C32 120.1(2) . .
N1 C15 Zr1 76.05(15) . .
N2 C15 Zr1 76.27(14) . .
C32 C15 Zr1 152.6(2) . .
N1 C16 C17 102.9(2) . .
N1 C16 H16A 111.2 . .
C17 C16 H16A 111.2 . .
N1 C16 H16B 111.2 . .
C17 C16 H16B 111.2 . .
H16A C16 H16B 109.1 . .
N2 C17 C16 102.6(2) . .
N2 C17 H17A 111.3 . .
C16 C17 H17A 111.3 . .
N2 C17 H17B 111.3 . .
C16 C17 H17B 111.3 . .
H17A C17 H17B 109.2 . .
O2 C18 C23 117.7(2) . .
O2 C18 C19 122.5(3) . .
C23 C18 C19 119.9(3) . .
C20 C19 C18 116.3(3) . .
C20 C19 C24 123.1(3) . .
C18 C19 C24 120.5(3) . .
C21 C20 C19 124.5(3) . .
C21 C20 H20 117.8 . .
C19 C20 H20 117.8 . .
C20 C21 C22 117.6(3) . .
C20 C21 C28 119.8(3) . .
C22 C21 C28 122.6(3) . .
C23 C22 C21 119.6(3) . .
C23 C22 H22 120.2 . .
C21 C22 H22 120.2 . .
C22 C23 C18 121.8(3) . .
C22 C23 N2 123.8(3) . .
C18 C23 N2 114.3(2) . .
C19 C24 C27 109.8(3) . .
C19 C24 C25 111.8(3) . .
C27 C24 C25 108.5(3) . .
C19 C24 C26 109.9(3) . .
C27 C24 C26 109.3(3) . .
C25 C24 C26 107.5(3) . .
C24 C25 H25A 109.5 . .
C24 C25 H25B 109.5 . .
H25A C25 H25B 109.5 . .
C24 C25 H25C 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
C24 C26 H26A 109.5 . .
C24 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C24 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C24 C27 H27A 109.5 . .
C24 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C24 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
C29 C28 C31 108.7(4) . .
C29 C28 C21 112.5(3) . .
C31 C28 C21 110.7(4) . .
C29 C28 C30 108.1(4) . .
C31 C28 C30 108.1(4) . .
C21 C28 C30 108.6(3) . .
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 . .
C28 C30 H30A 109.5 . .
C28 C30 H30B 109.5 . .
H30A C30 H30B 109.5 . .
C28 C30 H30C 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
C28 C31 H31A 109.5 . .
C28 C31 H31B 109.5 . .
H31A C31 H31B 109.5 . .
C28 C31 H31C 109.5 . .
H31A C31 H31C 109.5 . .
H31B C31 H31C 109.5 . .
C33B C32 C15 116.6(5) . .
C15 C32 C33 111.3(4) . .
C33B C32 H32A 119.1 . .
C15 C32 H32A 109.4 . .
C33 C32 H32A 109.4 . .
C33B C32 H32B 92.4 . .
C15 C32 H32B 109.4 . .
C33 C32 H32B 109.4 . .
H32A C32 H32B 108.0 . .
C38 C33 C34 119.0(9) . .
C38 C33 C32 121.6(9) . .
C34 C33 C32 119.4(7) . .
C33 C34 C35 119.3(9) . .
C33 C34 H34 120.3 . .
C35 C34 H34 120.3 . .
C36 C35 C34 120.9(9) . .
C36 C35 H35 119.6 . .
C34 C35 H35 119.6 . .
C37 C36 C35 121.2(9) . .
C37 C36 H36 119.4 . .
C35 C36 H36 119.4 . .
C36 C37 C38 124.4(10) . .
C36 C37 H37 117.8 . .
C38 C37 H37 117.8 . .
C33 C38 C37 115.0(9) . .
C33 C38 H38 122.5 . .
C37 C38 H38 122.5 . .
C34B C33B C32 121.1(8) . .
C34B C33B C38B 120.7(8) . .
C32 C33B C38B 118.2(8) . .
C33B C34B C35B 119.4(9) . .
C33B C34B H34B 120.3 . .
C35B C34B H34B 120.3 . .
C34B C35B C36B 115.3(9) . .
C34B C35B H35B 122.3 . .
C36B C35B H35B 122.3 . .
C37B C36B C35B 127.1(9) . .
C37B C36B H36B 116.5 . .
C35B C36B H36B 116.5 . .
C36B C37B C38B 117.4(9) . .
C36B C37B H37B 121.3 . .
C38B C37B H37B 121.3 . .
C37B C38B C33B 120.0(9) . .
C37B C38B H38B 120.0 . .
C33B C38B H38B 120.0 . .
C6 N1 C15 114.2(2) . .
C6 N1 C16 120.5(2) . .
C15 N1 C16 109.2(2) . .
C6 N1 Zr1 111.70(17) . .
C15 N1 Zr1 65.56(13) . .
C16 N1 Zr1 122.49(18) . .
C23 N2 C15 115.7(2) . .
C23 N2 C17 121.2(2) . .
C15 N2 C17 109.3(2) . .
C23 N2 Zr1 110.69(17) . .
C15 N2 Zr1 65.23(13) . .
C17 N2 Zr1 121.76(18) . .
C1 O1 Zr1 123.50(17) . .
C18 O2 Zr1 122.55(18) . .
Zr1 Cl1 Zr1 94.88(2) 2_655 .
O1 Zr1 O2 126.41(9) . .
O1 Zr1 C15 88.86(9) . .
O2 Zr1 C15 86.50(9) . .
O1 Zr1 N1 73.90(8) . .
O2 Zr1 N1 124.01(9) . .
C15 Zr1 N1 38.39(10) . .
O1 Zr1 N2 125.72(8) . .
O2 Zr1 N2 74.35(8) . .
C15 Zr1 N2 38.51(10) . .
N1 Zr1 N2 56.56(8) . .
O1 Zr1 Cl1 116.47(6) . 2_655
O2 Zr1 Cl1 113.39(7) . 2_655
C15 Zr1 Cl1 115.85(9) . 2_655
N1 Zr1 Cl1 90.76(7) . 2_655
N2 Zr1 Cl1 86.96(7) . 2_655
O1 Zr1 Cl1 84.34(6) . .
O2 Zr1 Cl1 83.85(6) . .
C15 Zr1 Cl1 161.59(9) . .
N1 Zr1 Cl1 151.39(6) . .
N2 Zr1 Cl1 149.57(6) . .
Cl1 Zr1 Cl1 82.43(2) 2_655 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.354(3) .
C1 C2 1.404(4) .
C1 C6 1.404(4) .
C2 C3 1.401(4) .
C2 C7 1.532(4) .
C3 C4 1.403(4) .
C3 H3 0.9500 .
C4 C5 1.390(4) .
C4 C11 1.529(4) .
C5 C6 1.385(4) .
C5 H5 0.9500 .
C6 N1 1.441(3) .
C7 C10 1.528(4) .
C7 C9 1.529(5) .
C7 C8 1.545(5) .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 C14 1.498(10) .
C11 C12B 1.512(10) .
C11 C13B 1.515(12) .
C11 C13 1.547(12) .
C11 C12 1.571(10) .
C11 C14B 1.703(10) .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C12B H12D 0.9800 .
C12B H12E 0.9800 .
C12B H12F 0.9800 .
C13B H13D 0.9800 .
C13B H13E 0.9800 .
C13B H13F 0.9800 .
C14B H14D 0.9800 .
C14B H14E 0.9800 .
C14B H14F 0.9800 .
C15 N1 1.471(4) .
C15 N2 1.479(4) .
C15 C32 1.514(4) .
C15 Zr1 2.157(3) .
C16 N1 1.478(4) .
C16 C17 1.531(4) .
C16 H16A 0.9900 .
C16 H16B 0.9900 .
C17 N2 1.483(4) .
C17 H17A 0.9900 .
C17 H17B 0.9900 .
C18 O2 1.354(3) .
C18 C23 1.396(4) .
C18 C19 1.409(4) .
C19 C20 1.402(5) .
C19 C24 1.530(5) .
C20 C21 1.389(5) .
C20 H20 0.9500 .
C21 C22 1.396(4) .
C21 C28 1.535(5) .
C22 C23 1.388(4) .
C22 H22 0.9500 .
C23 N2 1.448(4) .
C24 C27 1.531(5) .
C24 C25 1.533(5) .
C24 C26 1.538(5) .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C28 C29 1.516(7) .
C28 C31 1.522(7) .
C28 C30 1.545(6) .
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 C33B 1.335(10) .
C32 C33 1.659(11) .
C32 H32A 0.9900 .
C32 H32B 0.9900 .
C33 C38 1.390(13) .
C33 C34 1.393(15) .
C34 C35 1.399(12) .
C34 H34 0.9500 .
C35 C36 1.366(12) .
C35 H35 0.9500 .
C36 C37 1.189(15) .
C36 H36 0.9500 .
C37 C38 1.507(14) .
C37 H37 0.9500 .
C38 H38 0.9500 .
C33B C34B 1.325(14) .
C33B C38B 1.440(13) .
C34B C35B 1.416(11) .
C34B H34B 0.9500 .
C35B C36B 1.419(13) .
C35B H35B 0.9500 .
C36B C37B 1.265(14) .
C36B H36B 0.9500 .
C37B C38B 1.370(11) .
C37B H37B 0.9500 .
C38B H38B 0.9500 .
N1 Zr1 2.299(2) .
N2 Zr1 2.307(2) .
O1 Zr1 2.010(2) .
O2 Zr1 2.024(2) .
Cl1 Zr1 2.5506(8) 2_655
Cl1 Zr1 2.6859(7) .
Zr1 Cl1 2.5506(8) 2_655
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_4
O1 C1 C2 C3 178.2(3) . .
C6 C1 C2 C3 -1.1(4) . .
O1 C1 C2 C7 -0.2(4) . .
C6 C1 C2 C7 -179.5(3) . .
C1 C2 C3 C4 -0.4(5) . .
C7 C2 C3 C4 178.0(3) . .
C2 C3 C4 C5 1.1(5) . .
C2 C3 C4 C11 -180.0(3) . .
C3 C4 C5 C6 -0.3(5) . .
C11 C4 C5 C6 -179.2(3) . .
C4 C5 C6 C1 -1.2(5) . .
C4 C5 C6 N1 176.5(3) . .
O1 C1 C6 C5 -177.4(3) . .
C2 C1 C6 C5 1.9(4) . .
O1 C1 C6 N1 4.6(4) . .
C2 C1 C6 N1 -176.0(2) . .
C3 C2 C7 C10 4.8(4) . .
C1 C2 C7 C10 -176.9(3) . .
C3 C2 C7 C9 -115.4(3) . .
C1 C2 C7 C9 62.9(4) . .
C3 C2 C7 C8 124.2(3) . .
C1 C2 C7 C8 -57.5(4) . .
C5 C4 C11 C14 116.4(5) . .
C3 C4 C11 C14 -62.6(6) . .
C5 C4 C11 C12B 171.7(5) . .
C3 C4 C11 C12B -7.2(6) . .
C5 C4 C11 C13B -24.3(6) . .
C3 C4 C11 C13B 156.8(5) . .
C5 C4 C11 C13 -0.9(6) . .
C3 C4 C11 C13 -179.9(5) . .
C5 C4 C11 C12 -124.1(5) . .
C3 C4 C11 C12 57.0(5) . .
C5 C4 C11 C14B 69.9(5) . .
C3 C4 C11 C14B -109.1(5) . .
N1 C16 C17 N2 1.0(3) . .
O2 C18 C19 C20 -173.7(3) . .
C23 C18 C19 C20 4.0(4) . .
O2 C18 C19 C24 3.8(4) . .
C23 C18 C19 C24 -178.5(3) . .
C18 C19 C20 C21 0.5(5) . .
C24 C19 C20 C21 -177.0(3) . .
C19 C20 C21 C22 -3.9(5) . .
C19 C20 C21 C28 174.9(3) . .
C20 C21 C22 C23 2.8(5) . .
C28 C21 C22 C23 -175.9(3) . .
C21 C22 C23 C18 1.5(5) . .
C21 C22 C23 N2 179.8(3) . .
O2 C18 C23 C22 172.7(3) . .
C19 C18 C23 C22 -5.1(5) . .
O2 C18 C23 N2 -5.7(4) . .
C19 C18 C23 N2 176.5(3) . .
C20 C19 C24 C27 -121.2(4) . .
C18 C19 C24 C27 61.4(4) . .
C20 C19 C24 C25 -0.8(5) . .
C18 C19 C24 C25 -178.1(3) . .
C20 C19 C24 C26 118.6(3) . .
C18 C19 C24 C26 -58.8(4) . .
C20 C21 C28 C29 -177.8(4) . .
C22 C21 C28 C29 0.9(6) . .
C20 C21 C28 C31 60.3(5) . .
C22 C21 C28 C31 -120.9(4) . .
C20 C21 C28 C30 -58.2(5) . .
C22 C21 C28 C30 120.6(4) . .
N1 C15 C32 C33B -90.8(6) . .
N2 C15 C32 C33B 151.6(6) . .
Zr1 C15 C32 C33B 30.2(8) . .
N1 C15 C32 C33 -108.8(5) . .
N2 C15 C32 C33 133.7(5) . .
Zr1 C15 C32 C33 12.3(7) . .
C33B C32 C33 C38 -8.6(17) . .
C15 C32 C33 C38 102.9(8) . .
C33B C32 C33 C34 170(3) . .
C15 C32 C33 C34 -78.3(8) . .
C38 C33 C34 C35 -1.9(13) . .
C32 C33 C34 C35 179.2(7) . .
C33 C34 C35 C36 2.3(13) . .
C34 C35 C36 C37 -3.1(14) . .
C35 C36 C37 C38 3.5(15) . .
C34 C33 C38 C37 2.1(12) . .
C32 C33 C38 C37 -179.1(7) . .
C36 C37 C38 C33 -3.0(14) . .
C15 C32 C33B C34B -59.6(11) . .
C33 C32 C33B C34B 16.3(16) . .
C15 C32 C33B C38B 120.1(7) . .
C33 C32 C33B C38B -164(3) . .
C32 C33B C34B C35B 178.9(8) . .
C38B C33B C34B C35B -0.8(14) . .
C33B C34B C35B C36B 0.8(13) . .
C34B C35B C36B C37B 1.5(15) . .
C35B C36B C37B C38B -3.6(16) . .
C36B C37B C38B C33B 3.3(13) . .
C34B C33B C38B C37B -1.3(14) . .
C32 C33B C38B C37B 179.0(8) . .
C5 C6 N1 C15 -106.9(3) . .
C1 C6 N1 C15 71.0(3) . .
C5 C6 N1 C16 26.1(4) . .
C1 C6 N1 C16 -156.0(3) . .
C5 C6 N1 Zr1 -178.9(2) . .
C1 C6 N1 Zr1 -1.0(3) . .
N2 C15 N1 C6 -178.3(2) . .
C32 C15 N1 C6 52.1(4) . .
Zr1 C15 N1 C6 -104.0(2) . .
N2 C15 N1 C16 43.4(3) . .
C32 C15 N1 C16 -86.1(3) . .
Zr1 C15 N1 C16 117.8(2) . .
N2 C15 N1 Zr1 -74.37(14) . .
C32 C15 N1 Zr1 156.0(3) . .
C17 C16 N1 C6 -164.2(3) . .
C17 C16 N1 C15 -29.1(3) . .
C17 C16 N1 Zr1 43.6(3) . .
C22 C23 N2 C15 117.2(3) . .
C18 C23 N2 C15 -64.4(3) . .
C22 C23 N2 C17 -18.8(5) . .
C18 C23 N2 C17 159.6(3) . .
C22 C23 N2 Zr1 -171.2(3) . .
C18 C23 N2 Zr1 7.2(3) . .
N1 C15 N2 C23 176.3(2) . .
C32 C15 N2 C23 -54.0(4) . .
Zr1 C15 N2 C23 102.1(2) . .
N1 C15 N2 C17 -42.7(3) . .
C32 C15 N2 C17 86.9(3) . .
Zr1 C15 N2 C17 -116.9(2) . .
N1 C15 N2 Zr1 74.18(15) . .
C32 C15 N2 Zr1 -156.1(3) . .
C16 C17 N2 C23 165.6(3) . .
C16 C17 N2 C15 27.2(3) . .
C16 C17 N2 Zr1 -45.0(3) . .
C2 C1 O1 Zr1 173.8(2) . .
C6 C1 O1 Zr1 -6.9(3) . .
C23 C18 O2 Zr1 0.8(4) . .
C19 C18 O2 Zr1 178.5(2) . .
C1 O1 Zr1 O2 -116.0(2) . .
C1 O1 Zr1 C15 -31.2(2) . .
C1 O1 Zr1 N1 4.6(2) . .
C1 O1 Zr1 N2 -19.3(2) . .
C1 O1 Zr1 Cl1 87.3(2) . 2_655
C1 O1 Zr1 Cl1 165.9(2) . .
C18 O2 Zr1 O1 125.7(2) . .
C18 O2 Zr1 C15 39.7(2) . .
C18 O2 Zr1 N1 31.0(2) . .
C18 O2 Zr1 N2 2.5(2) . .
C18 O2 Zr1 Cl1 -77.0(2) . 2_655
C18 O2 Zr1 Cl1 -156.0(2) . .
N1 C15 Zr1 O1 65.07(15) . .
N2 C15 Zr1 O1 164.35(15) . .
C32 C15 Zr1 O1 -65.2(5) . .
N1 C15 Zr1 O2 -168.35(16) . .
N2 C15 Zr1 O2 -69.07(15) . .
C32 C15 Zr1 O2 61.4(5) . .
N2 C15 Zr1 N1 99.3(2) . .
C32 C15 Zr1 N1 -130.3(5) . .
N1 C15 Zr1 N2 -99.3(2) . .
C32 C15 Zr1 N2 130.5(5) . .
N1 C15 Zr1 Cl1 -53.99(16) . 2_655
N2 C15 Zr1 Cl1 45.28(16) . 2_655
C32 C15 Zr1 Cl1 175.7(4) . 2_655
N1 C15 Zr1 Cl1 133.2(2) . .
N2 C15 Zr1 Cl1 -127.5(2) . .
C32 C15 Zr1 Cl1 2.9(6) . .
C6 N1 Zr1 O1 -1.69(18) . .
C15 N1 Zr1 O1 -109.32(17) . .
C16 N1 Zr1 O1 152.7(2) . .
C6 N1 Zr1 O2 121.71(18) . .
C15 N1 Zr1 O2 14.07(19) . .
C16 N1 Zr1 O2 -83.9(2) . .
C6 N1 Zr1 C15 107.6(3) . .
C16 N1 Zr1 C15 -98.0(3) . .
C6 N1 Zr1 N2 155.1(2) . .
C15 N1 Zr1 N2 47.42(16) . .
C16 N1 Zr1 N2 -50.5(2) . .
C6 N1 Zr1 Cl1 -119.09(18) . 2_655
C15 N1 Zr1 Cl1 133.28(15) . 2_655
C16 N1 Zr1 Cl1 35.3(2) . 2_655
C6 N1 Zr1 Cl1 -43.6(3) . .
C15 N1 Zr1 Cl1 -151.26(15) . .
C16 N1 Zr1 Cl1 110.8(2) . .
C23 N2 Zr1 O1 -129.05(19) . .
C15 N2 Zr1 O1 -19.41(19) . .
C17 N2 Zr1 O1 78.8(2) . .
C23 N2 Zr1 O2 -5.15(19) . .
C15 N2 Zr1 O2 104.50(17) . .
C17 N2 Zr1 O2 -157.3(2) . .
C23 N2 Zr1 C15 -109.6(3) . .
C17 N2 Zr1 C15 98.2(3) . .
C23 N2 Zr1 N1 -156.9(2) . .
C15 N2 Zr1 N1 -47.26(16) . .
C17 N2 Zr1 N1 50.9(2) . .
C23 N2 Zr1 Cl1 110.17(19) . 2_655
C15 N2 Zr1 Cl1 -140.18(15) . 2_655
C17 N2 Zr1 Cl1 -42.0(2) . 2_655
C23 N2 Zr1 Cl1 40.7(3) . .
C15 N2 Zr1 Cl1 150.36(14) . .
C17 N2 Zr1 Cl1 -111.5(2) . .
Zr1 Cl1 Zr1 O1 -135.65(6) 2_655 .
Zr1 Cl1 Zr1 O2 96.72(7) 2_655 .
Zr1 Cl1 Zr1 C15 155.5(2) 2_655 .
Zr1 Cl1 Zr1 N1 -95.47(14) 2_655 .
Zr1 Cl1 Zr1 N2 52.69(14) 2_655 .
Zr1 Cl1 Zr1 Cl1 -17.94(4) 2_655 2_655
