#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/37/4073742.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_4073742
loop_
_publ_author_name
'Spies, Patrick'
'Kehr, Gerald'
'Kehr, Seda'
'Fröhlich, Roland'
'Erker, Gerhard'
_publ_section_title
;
 Formation and Structural and Dynamic Features of Atropisomeric
 η2-Iminoacyl Zirconium Complexes
;
_journal_issue                   23
_journal_name_full               Organometallics
_journal_page_first              5612
_journal_paper_doi               10.1021/om7005968
_journal_volume                  26
_journal_year                    2007
_chemical_formula_sum            'C40 H24 Cl F10 O0.5 P Zr'
_chemical_formula_weight         860.23
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_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                 95.67(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   21.386(1)
_cell_length_b                   10.982(1)
_cell_length_c                   30.684(1)
_cell_measurement_reflns_used    6978
_cell_measurement_temperature    198(2)
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      0.41
_cell_volume                     7171.2(8)
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'XP (BrukerAXS, 2000)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      198(2)
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode Nonius FR591'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.061
_diffrn_reflns_av_sigmaI/netI    0.0567
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            30924
_diffrn_reflns_theta_full        26.30
_diffrn_reflns_theta_max         26.30
_diffrn_reflns_theta_min         1.91
_exptl_absorpt_coefficient_mu    0.509
_exptl_absorpt_correction_T_max  0.9750
_exptl_absorpt_correction_T_min  0.8622
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.594
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             3440
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.437
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     483
_refine_ls_number_reflns         7053
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0869
_refine_ls_R_factor_gt           0.0492
_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)+(0.0314P)²+20.9663P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0894
_refine_ls_wR_factor_ref         0.1015
_reflns_number_gt                4938
_reflns_number_total             7053
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om7005968-file003.cif
_cod_data_source_block           erk3629(10)
_cod_original_sg_symbol_H-M      C2/c
_cod_original_formula_sum        'C40 H24 Cl F10 O0.50 P Zr'
_cod_database_code               4073742
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
Zr Zr 0.167536(15) 0.43013(3) 0.193538(11) 0.02976(11) Uani 1 1 d .
Cl Cl 0.25869(5) 0.30431(10) 0.21932(4) 0.0549(3) Uani 1 1 d .
C1 C 0.14185(15) 0.1823(3) 0.14486(12) 0.0310(8) Uani 1 1 d .
C11 C 0.18799(16) 0.1572(3) 0.11695(12) 0.0357(9) Uani 1 1 d .
H11 H 0.1997 0.2181 0.0973 0.043 Uiso 1 1 calc R
C12 C 0.21679(18) 0.0439(3) 0.11771(15) 0.0507(11) Uani 1 1 d .
H12 H 0.2480 0.0273 0.0985 0.061 Uiso 1 1 calc R
C13 C 0.2002(2) -0.0443(4) 0.14620(18) 0.0667(14) Uani 1 1 d .
H13 H 0.2196 -0.1222 0.1465 0.080 Uiso 1 1 calc R
C14 C 0.1556(2) -0.0201(4) 0.17434(18) 0.0701(15) Uani 1 1 d .
H14 H 0.1447 -0.0810 0.1943 0.084 Uiso 1 1 calc R
C15 C 0.12643(18) 0.0921(3) 0.17385(14) 0.0499(11) Uani 1 1 d .
H15 H 0.0957 0.1080 0.1934 0.060 Uiso 1 1 calc R
C2 C 0.10996(15) 0.3038(3) 0.14417(11) 0.0287(8) Uani 1 1 d .
C3 C 0.05714(15) 0.3204(3) 0.11715(12) 0.0290(8) Uani 1 1 d .
C4 C 0.02315(15) 0.4330(3) 0.11593(12) 0.0310(8) Uani 1 1 d .
C5 C -0.00597(15) 0.5259(3) 0.11530(12) 0.0315(8) Uani 1 1 d .
C6 C -0.03833(15) 0.6410(3) 0.11667(11) 0.0289(8) Uani 1 1 d .
C61 C -0.01010(16) 0.7483(3) 0.10430(12) 0.0364(9) Uani 1 1 d .
H61 H 0.0304 0.7459 0.0941 0.044 Uiso 1 1 calc R
C62 C -0.04100(18) 0.8585(3) 0.10682(13) 0.0433(10) Uani 1 1 d .
H62 H -0.0216 0.9316 0.0985 0.052 Uiso 1 1 calc R
C63 C -0.09982(18) 0.8624(3) 0.12140(14) 0.0464(10) Uani 1 1 d .
H63 H -0.1210 0.9381 0.1229 0.056 Uiso 1 1 calc R
C64 C -0.12807(17) 0.7574(4) 0.13379(14) 0.0476(10) Uani 1 1 d .
H64 H -0.1686 0.7609 0.1440 0.057 Uiso 1 1 calc R
C65 C -0.09780(16) 0.6466(3) 0.13149(13) 0.0375(9) Uani 1 1 d .
H65 H -0.1176 0.5742 0.1400 0.045 Uiso 1 1 calc R
P P 0.02577(4) 0.19097(8) 0.08282(3) 0.0311(2) Uani 1 1 d .
C21 C -0.05217(15) 0.2484(3) 0.06217(12) 0.0306(8) Uani 1 1 d .
C22 C -0.07503(16) 0.2843(3) 0.02094(12) 0.0354(9) Uani 1 1 d .
F22 F -0.03790(10) 0.2883(2) -0.01174(7) 0.0546(6) Uani 1 1 d .
C23 C -0.13734(17) 0.3173(3) 0.01031(13) 0.0389(9) Uani 1 1 d .
F23 F -0.15785(11) 0.3499(2) -0.03073(8) 0.0616(7) Uani 1 1 d .
C24 C -0.17835(16) 0.3159(3) 0.04173(14) 0.0403(10) Uani 1 1 d .
F24 F -0.23841(10) 0.3498(2) 0.03207(9) 0.0601(7) Uani 1 1 d .
C25 C -0.15752(17) 0.2814(3) 0.08370(14) 0.0414(10) Uani 1 1 d .
F25 F -0.19687(10) 0.2797(2) 0.11520(9) 0.0677(7) Uani 1 1 d .
C26 C -0.09592(16) 0.2481(3) 0.09317(13) 0.0356(9) Uani 1 1 d .
F26 F -0.07734(10) 0.2132(2) 0.13463(8) 0.0548(6) Uani 1 1 d .
C31 C 0.07313(14) 0.1991(3) 0.03570(11) 0.0295(8) Uani 1 1 d .
C32 C 0.09587(16) 0.0907(3) 0.02059(13) 0.0358(9) Uani 1 1 d .
F32 F 0.07333(10) -0.01598(17) 0.03378(8) 0.0543(6) Uani 1 1 d .
C33 C 0.14243(16) 0.0855(3) -0.00727(13) 0.0383(9) Uani 1 1 d .
F33 F 0.16310(10) -0.02177(19) -0.02117(8) 0.0580(7) Uani 1 1 d .
C34 C 0.16819(15) 0.1921(3) -0.02093(12) 0.0372(9) Uani 1 1 d .
F34 F 0.21525(9) 0.1887(2) -0.04654(8) 0.0537(6) Uani 1 1 d .
C35 C 0.14528(16) 0.3019(3) -0.00822(12) 0.0368(9) Uani 1 1 d .
F35 F 0.16948(11) 0.40548(19) -0.02269(8) 0.0556(6) Uani 1 1 d .
C36 C 0.09830(16) 0.3045(3) 0.01917(12) 0.0338(8) Uani 1 1 d .
F36 F 0.07698(10) 0.41425(16) 0.03046(7) 0.0460(6) Uani 1 1 d .
C40 C 0.1199(5) 0.3475(6) 0.2583(3) 0.113(3) Uani 1 1 d .
H40 H 0.1305 0.2665 0.2670 0.136 Uiso 1 1 calc R
C41 C 0.1519(3) 0.4491(9) 0.27249(17) 0.098(2) Uani 1 1 d .
H41 H 0.1884 0.4516 0.2928 0.118 Uiso 1 1 calc R
C42 C 0.1221(3) 0.5468(5) 0.25246(18) 0.0688(15) Uani 1 1 d .
H42 H 0.1340 0.6297 0.2564 0.083 Uiso 1 1 calc R
C43 C 0.0723(2) 0.5037(6) 0.22574(16) 0.0659(14) Uani 1 1 d .
H43 H 0.0435 0.5514 0.2074 0.079 Uiso 1 1 calc R
C44 C 0.0709(3) 0.3802(7) 0.2300(2) 0.090(2) Uani 1 1 d .
H44 H 0.0407 0.3268 0.2154 0.108 Uiso 1 1 calc R
C45 C 0.25549(19) 0.5557(4) 0.16844(17) 0.0598(13) Uani 1 1 d .
H45 H 0.2969 0.5445 0.1821 0.072 Uiso 1 1 calc R
C46 C 0.2290(2) 0.4956(4) 0.13143(15) 0.0527(12) Uani 1 1 d .
H46 H 0.2487 0.4346 0.1156 0.063 Uiso 1 1 calc R
C47 C 0.1692(2) 0.5398(4) 0.12164(13) 0.0496(11) Uani 1 1 d .
H47 H 0.1406 0.5157 0.0975 0.059 Uiso 1 1 calc R
C48 C 0.1576(2) 0.6245(4) 0.15258(16) 0.0524(11) Uani 1 1 d .
H48 H 0.1195 0.6685 0.1538 0.063 Uiso 1 1 calc R
C49 C 0.2110(2) 0.6349(4) 0.18195(14) 0.0574(12) Uani 1 1 d .
H49 H 0.2160 0.6870 0.2068 0.069 Uiso 1 1 calc R
O51 O 0.0000 0.0732(4) 0.2500 0.0782(14) Uani 1 2 d S
C52 C -0.0344(3) -0.0018(5) 0.21900(19) 0.0816(16) Uani 1 1 d .
H52A H -0.0252 0.0206 0.1890 0.098 Uiso 1 1 calc R
H52B H -0.0801 0.0086 0.2210 0.098 Uiso 1 1 calc R
C53 C -0.0161(4) -0.1291(5) 0.2284(2) 0.122(3) Uani 1 1 d .
H53A H -0.0536 -0.1821 0.2270 0.147 Uiso 1 1 calc R
H53B H 0.0120 -0.1588 0.2068 0.147 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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
C2 Zr Cl 103.15(8) . .
C2 Zr C49 129.32(13) . .
Cl Zr C49 105.11(13) . .
C2 Zr C48 99.83(14) . .
Cl Zr C48 132.41(10) . .
C49 Zr C48 32.57(14) . .
C2 Zr C43 92.93(16) . .
Cl Zr C43 135.28(12) . .
C49 Zr C43 95.50(19) . .
C48 Zr C43 83.62(16) . .
C2 Zr C41 125.0(2) . .
Cl Zr C41 84.98(16) . .
C49 Zr C41 98.8(3) . .
C48 Zr C41 114.2(3) . .
C43 Zr C41 52.47(17) . .
C2 Zr C42 124.25(15) . .
Cl Zr C42 114.18(17) . .
C49 Zr C42 79.36(15) . .
C48 Zr C42 84.55(17) . .
C43 Zr C42 31.82(16) . .
C41 Zr C42 31.77(19) . .
C2 Zr C40 94.1(3) . .
Cl Zr C40 85.0(2) . .
C49 Zr C40 129.4(2) . .
C48 Zr C40 134.23(17) . .
C43 Zr C40 52.10(19) . .
C41 Zr C40 31.6(2) . .
C42 Zr C40 52.33(19) . .
C2 Zr C44 75.64(15) . .
Cl Zr C44 113.4(2) . .
C49 Zr C44 127.0(2) . .
C48 Zr C44 112.5(2) . .
C43 Zr C44 31.70(18) . .
C41 Zr C44 52.2(2) . .
C42 Zr C44 52.47(16) . .
C40 Zr C44 31.2(2) . .
C2 Zr C45 119.58(14) . .
Cl Zr C45 79.24(11) . .
C49 Zr C45 32.20(14) . .
C48 Zr C45 53.19(14) . .
C43 Zr C45 127.66(19) . .
C41 Zr C45 115.4(2) . .
C42 Zr C45 107.30(16) . .
C40 Zr C45 145.2(3) . .
C44 Zr C45 158.74(19) . .
C2 Zr C47 76.46(12) . .
Cl Zr C47 118.19(11) . .
C49 Zr C47 53.17(14) . .
C48 Zr C47 31.81(13) . .
C43 Zr C47 106.01(16) . .
C41 Zr C47 146.0(3) . .
C42 Zr C47 115.49(18) . .
C40 Zr C47 156.3(2) . .
C44 Zr C47 125.4(2) . .
C45 Zr C47 52.65(14) . .
C2 Zr C46 87.68(13) . .
Cl Zr C46 87.00(11) . .
C49 Zr C46 53.22(14) . .
C48 Zr C46 52.84(13) . .
C43 Zr C46 135.72(16) . .
C41 Zr C46 147.4(2) . .
C42 Zr C46 132.15(15) . .
C40 Zr C46 172.0(2) . .
C44 Zr C46 155.9(2) . .
C45 Zr C46 31.92(14) . .
C47 Zr C46 31.62(13) . .
C15 C1 C11 118.6(3) . .
C15 C1 C2 120.4(3) . .
C11 C1 C2 121.0(3) . .
C12 C11 C1 120.4(3) . .
C13 C12 C11 120.1(3) . .
C12 C13 C14 120.1(4) . .
C13 C14 C15 120.5(4) . .
C14 C15 C1 120.4(3) . .
C3 C2 C1 118.8(3) . .
C3 C2 Zr 133.0(2) . .
C1 C2 Zr 108.2(2) . .
C2 C3 C4 121.7(3) . .
C2 C3 P 118.7(2) . .
C4 C3 P 119.5(3) . .
C5 C4 C3 178.9(4) . .
C4 C5 C6 176.4(4) . .
C65 C6 C61 119.0(3) . .
C65 C6 C5 120.3(3) . .
C61 C6 C5 120.7(3) . .
C62 C61 C6 120.1(3) . .
C63 C62 C61 120.1(3) . .
C64 C63 C62 120.4(3) . .
C63 C64 C65 120.3(3) . .
C64 C65 C6 120.1(3) . .
C21 P C31 105.23(16) . .
C21 P C3 101.43(15) . .
C31 P C3 102.24(14) . .
C22 C21 C26 115.3(3) . .
C22 C21 P 130.3(3) . .
C26 C21 P 114.2(3) . .
F22 C22 C21 121.1(3) . .
F22 C22 C23 116.2(3) . .
C21 C22 C23 122.6(3) . .
F23 C23 C24 119.5(3) . .
F23 C23 C22 120.5(3) . .
C24 C23 C22 120.0(4) . .
F24 C24 C23 120.5(4) . .
F24 C24 C25 119.9(3) . .
C23 C24 C25 119.6(3) . .
F25 C25 C26 120.1(4) . .
F25 C25 C24 120.7(3) . .
C26 C25 C24 119.2(3) . .
F26 C26 C25 117.6(3) . .
F26 C26 C21 119.2(3) . .
C25 C26 C21 123.3(4) . .
C32 C31 C36 115.6(3) . .
C32 C31 P 117.3(3) . .
C36 C31 P 125.9(2) . .
F32 C32 C33 117.0(3) . .
F32 C32 C31 120.1(3) . .
C33 C32 C31 122.9(3) . .
F33 C33 C32 121.0(3) . .
F33 C33 C34 119.7(3) . .
C32 C33 C34 119.3(3) . .
F34 C34 C35 120.1(3) . .
F34 C34 C33 120.1(3) . .
C35 C34 C33 119.7(3) . .
F35 C35 C36 121.0(3) . .
F35 C35 C34 119.4(3) . .
C36 C35 C34 119.7(3) . .
F36 C36 C35 117.6(3) . .
F36 C36 C31 119.8(3) . .
C35 C36 C31 122.6(3) . .
C44 C40 C41 108.9(6) . .
C44 C40 Zr 74.9(3) . .
C41 C40 Zr 74.0(3) . .
C40 C41 C42 107.8(6) . .
C40 C41 Zr 74.4(3) . .
C42 C41 Zr 74.2(3) . .
C41 C42 C43 107.4(5) . .
C41 C42 Zr 74.0(3) . .
C43 C42 Zr 73.9(2) . .
C44 C43 C42 108.1(5) . .
C44 C43 Zr 75.0(3) . .
C42 C43 Zr 74.3(2) . .
C40 C44 C43 107.7(6) . .
C40 C44 Zr 73.9(3) . .
C43 C44 Zr 73.3(3) . .
C49 C45 C46 107.9(4) . .
C49 C45 Zr 72.3(2) . .
C46 C45 Zr 74.4(2) . .
C47 C46 C45 107.9(4) . .
C47 C46 Zr 73.9(2) . .
C45 C46 Zr 73.6(2) . .
C48 C47 C46 108.5(4) . .
C48 C47 Zr 72.4(2) . .
C46 C47 Zr 74.5(2) . .
C47 C48 C49 108.3(4) . .
C47 C48 Zr 75.8(2) . .
C49 C48 Zr 73.6(2) . .
C45 C49 C48 107.4(4) . .
C45 C49 Zr 75.5(2) . .
C48 C49 Zr 73.8(2) . .
C52 O51 C52 108.5(5) . 2
O51 C52 C53 108.1(4) . .
C53 C53 C52 106.0(3) 2 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zr C2 2.317(3) .
Zr Cl 2.4556(10) .
Zr C49 2.473(4) .
Zr C48 2.475(4) .
Zr C43 2.485(4) .
Zr C41 2.487(5) .
Zr C42 2.490(4) .
Zr C40 2.492(5) .
Zr C44 2.505(4) .
Zr C45 2.514(4) .
Zr C47 2.517(4) .
Zr C46 2.524(4) .
C1 C15 1.392(5) .
C1 C11 1.396(5) .
C1 C2 1.498(4) .
C11 C12 1.387(5) .
C12 C13 1.375(6) .
C13 C14 1.375(6) .
C14 C15 1.380(5) .
C2 C3 1.346(5) .
C3 C4 1.433(4) .
C3 P 1.855(3) .
C4 C5 1.195(4) .
C5 C6 1.443(4) .
C6 C65 1.394(4) .
C6 C61 1.394(5) .
C61 C62 1.385(5) .
C62 C63 1.377(5) .
C63 C64 1.372(5) .
C64 C65 1.384(5) .
P C21 1.835(4) .
P C31 1.848(3) .
C21 C22 1.369(5) .
C21 C26 1.399(5) .
C22 F22 1.340(4) .
C22 C23 1.388(5) .
C23 F23 1.341(4) .
C23 C24 1.366(5) .
C24 F24 1.342(4) .
C24 C25 1.373(5) .
C25 F25 1.343(4) .
C25 C26 1.370(5) .
C26 F26 1.350(4) .
C31 C32 1.383(4) .
C31 C36 1.393(5) .
C32 F32 1.344(4) .
C32 C33 1.376(5) .
C33 F33 1.342(4) .
C33 C34 1.377(5) .
C34 F34 1.337(4) .
C34 C35 1.373(5) .
C35 F35 1.343(4) .
C35 C36 1.372(5) .
C36 F36 1.346(4) .
C40 C44 1.343(9) .
C40 C41 1.357(9) .
C41 C42 1.362(8) .
C42 C43 1.364(7) .
C43 C44 1.363(8) .
C45 C49 1.383(6) .
C45 C46 1.385(6) .
C46 C47 1.373(6) .
C47 C48 1.369(6) .
C48 C49 1.388(6) .
O51 C52 1.409(5) .
O51 C52 1.409(5) 2
C52 C53 1.472(7) .
C53 C53 1.434(11) 2
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
C15 C1 C11 C12 1.2(6) . .
C2 C1 C11 C12 -179.5(3) . .
C1 C11 C12 C13 -0.3(6) . .
C11 C12 C13 C14 -0.7(8) . .
C12 C13 C14 C15 0.9(8) . .
C13 C14 C15 C1 0.0(8) . .
C11 C1 C15 C14 -1.0(6) . .
C2 C1 C15 C14 179.7(4) . .
C15 C1 C2 C3 -90.6(4) . .
C11 C1 C2 C3 90.1(4) . .
C15 C1 C2 Zr 89.6(4) . .
C11 C1 C2 Zr -89.7(3) . .
Cl Zr C2 C3 -175.7(3) . .
C49 Zr C2 C3 -53.2(4) . .
C48 Zr C2 C3 -37.7(3) . .
C43 Zr C2 C3 46.3(3) . .
C41 Zr C2 C3 91.2(4) . .
C42 Zr C2 C3 52.4(4) . .
C40 Zr C2 C3 98.5(3) . .
C44 Zr C2 C3 73.1(4) . .
C45 Zr C2 C3 -90.8(3) . .
C47 Zr C2 C3 -59.5(3) . .
C46 Zr C2 C3 -89.4(3) . .
Cl Zr C2 C1 4.1(2) . .
C49 Zr C2 C1 126.6(2) . .
C48 Zr C2 C1 142.1(2) . .
C43 Zr C2 C1 -133.9(2) . .
C41 Zr C2 C1 -89.0(3) . .
C42 Zr C2 C1 -127.9(3) . .
C40 Zr C2 C1 -81.7(3) . .
C44 Zr C2 C1 -107.1(3) . .
C45 Zr C2 C1 89.0(2) . .
C47 Zr C2 C1 120.3(2) . .
C46 Zr C2 C1 90.4(2) . .
C1 C2 C3 C4 177.9(3) . .
Zr C2 C3 C4 -2.4(5) . .
C1 C2 C3 P 1.0(4) . .
Zr C2 C3 P -179.21(17) . .
C2 C3 C4 C5 -105(24) . .
P C3 C4 C5 72(24) . .
C3 C4 C5 C6 103(24) . .
C4 C5 C6 C65 -112(6) . .
C4 C5 C6 C61 66(6) . .
C65 C6 C61 C62 0.0(5) . .
C5 C6 C61 C62 -178.4(3) . .
C6 C61 C62 C63 -0.2(6) . .
C61 C62 C63 C64 0.4(6) . .
C62 C63 C64 C65 -0.4(6) . .
C63 C64 C65 C6 0.1(6) . .
C61 C6 C65 C64 0.0(6) . .
C5 C6 C65 C64 178.4(4) . .
C2 C3 P C21 168.5(3) . .
C4 C3 P C21 -8.4(3) . .
C2 C3 P C31 -83.0(3) . .
C4 C3 P C31 100.1(3) . .
C31 P C21 C22 3.5(4) . .
C3 P C21 C22 109.7(3) . .
C31 P C21 C26 179.2(2) . .
C3 P C21 C26 -74.6(3) . .
C26 C21 C22 F22 -179.9(3) . .
P C21 C22 F22 -4.2(5) . .
C26 C21 C22 C23 -0.5(5) . .
P C21 C22 C23 175.1(3) . .
F22 C22 C23 F23 0.5(5) . .
C21 C22 C23 F23 -178.9(3) . .
F22 C22 C23 C24 -179.9(3) . .
C21 C22 C23 C24 0.7(5) . .
F23 C23 C24 F24 -1.7(5) . .
C22 C23 C24 F24 178.7(3) . .
F23 C23 C24 C25 179.4(3) . .
C22 C23 C24 C25 -0.1(5) . .
F24 C24 C25 F25 0.9(5) . .
C23 C24 C25 F25 179.7(3) . .
F24 C24 C25 C26 -179.4(3) . .
C23 C24 C25 C26 -0.5(5) . .
F25 C25 C26 F26 0.6(5) . .
C24 C25 C26 F26 -179.1(3) . .
F25 C25 C26 C21 -179.6(3) . .
C24 C25 C26 C21 0.7(6) . .
C22 C21 C26 F26 179.7(3) . .
P C21 C26 F26 3.3(4) . .
C22 C21 C26 C25 -0.2(5) . .
P C21 C26 C25 -176.5(3) . .
C21 P C31 C32 -117.6(3) . .
C3 P C31 C32 136.8(3) . .
C21 P C31 C36 75.6(3) . .
C3 P C31 C36 -30.0(3) . .
C36 C31 C32 F32 -178.3(3) . .
P C31 C32 F32 13.5(5) . .
C36 C31 C32 C33 3.0(6) . .
P C31 C32 C33 -165.2(3) . .
F32 C32 C33 F33 1.3(5) . .
C31 C32 C33 F33 -180.0(3) . .
F32 C32 C33 C34 -178.5(3) . .
C31 C32 C33 C34 0.2(6) . .
F33 C33 C34 F34 -2.6(5) . .
C32 C33 C34 F34 177.2(3) . .
F33 C33 C34 C35 177.3(3) . .
C32 C33 C34 C35 -2.9(6) . .
F34 C34 C35 F35 1.7(5) . .
C33 C34 C35 F35 -178.1(3) . .
F34 C34 C35 C36 -178.0(3) . .
C33 C34 C35 C36 2.1(6) . .
F35 C35 C36 F36 0.8(5) . .
C34 C35 C36 F36 -179.5(3) . .
F35 C35 C36 C31 -178.4(3) . .
C34 C35 C36 C31 1.3(6) . .
C32 C31 C36 F36 177.0(3) . .
P C31 C36 F36 -15.9(5) . .
C32 C31 C36 C35 -3.8(5) . .
P C31 C36 C35 163.2(3) . .
C2 Zr C40 C44 -53.3(5) . .
Cl Zr C40 C44 -156.2(5) . .
C49 Zr C40 C44 98.4(6) . .
C48 Zr C40 C44 54.6(7) . .
C43 Zr C40 C44 37.2(3) . .
C41 Zr C40 C44 115.2(6) . .
C42 Zr C40 C44 77.8(4) . .
C45 Zr C40 C44 140.9(5) . .
C47 Zr C40 C44 11.7(9) . .
C46 Zr C40 C44 -155.6(15) . .
C2 Zr C40 C41 -168.5(5) . .
Cl Zr C40 C41 88.6(5) . .
C49 Zr C40 C41 -16.8(7) . .
C48 Zr C40 C41 -60.6(7) . .
C43 Zr C40 C41 -78.0(4) . .
C42 Zr C40 C41 -37.4(4) . .
C44 Zr C40 C41 -115.2(6) . .
C45 Zr C40 C41 25.7(7) . .
C47 Zr C40 C41 -103.5(9) . .
C46 Zr C40 C41 89.2(17) . .
C44 C40 C41 C42 -0.1(6) . .
Zr C40 C41 C42 67.3(4) . .
C44 C40 C41 Zr -67.4(4) . .
C2 Zr C41 C40 14.0(6) . .
Cl Zr C41 C40 -88.5(5) . .
C49 Zr C41 C40 166.9(5) . .
C48 Zr C41 C40 136.8(5) . .
C43 Zr C41 C40 76.7(4) . .
C42 Zr C41 C40 114.1(5) . .
C44 Zr C41 C40 36.3(4) . .
C45 Zr C41 C40 -164.1(5) . .
C47 Zr C41 C40 135.6(6) . .
C46 Zr C41 C40 -165.0(4) . .
C2 Zr C41 C42 -100.1(5) . .
Cl Zr C41 C42 157.4(4) . .
C49 Zr C41 C42 52.8(4) . .
C48 Zr C41 C42 22.7(5) . .
C43 Zr C41 C42 -37.4(3) . .
C40 Zr C41 C42 -114.1(5) . .
C44 Zr C41 C42 -77.8(4) . .
C45 Zr C41 C42 81.8(4) . .
C47 Zr C41 C42 21.6(6) . .
C46 Zr C41 C42 80.9(4) . .
C40 C41 C42 C43 -0.5(6) . .
Zr C41 C42 C43 66.9(3) . .
C40 C41 C42 Zr -67.4(4) . .
C2 Zr C42 C41 102.5(5) . .
Cl Zr C42 C41 -24.9(4) . .
C49 Zr C42 C41 -126.8(5) . .
C48 Zr C42 C41 -159.3(4) . .
C43 Zr C42 C41 114.0(5) . .
C40 Zr C42 C41 37.2(4) . .
C44 Zr C42 C41 76.9(4) . .
C45 Zr C42 C41 -110.6(4) . .
C47 Zr C42 C41 -166.8(4) . .
C46 Zr C42 C41 -134.1(4) . .
C2 Zr C42 C43 -11.5(4) . .
Cl Zr C42 C43 -138.9(3) . .
C49 Zr C42 C43 119.2(4) . .
C48 Zr C42 C43 86.7(4) . .
C41 Zr C42 C43 -114.0(5) . .
C40 Zr C42 C43 -76.8(4) . .
C44 Zr C42 C43 -37.2(3) . .
C45 Zr C42 C43 135.4(3) . .
C47 Zr C42 C43 79.1(4) . .
C46 Zr C42 C43 111.9(3) . .
C41 C42 C43 C44 1.0(5) . .
Zr C42 C43 C44 67.9(3) . .
C41 C42 C43 Zr -66.9(3) . .
C2 Zr C43 C44 56.3(4) . .
Cl Zr C43 C44 -55.8(5) . .
C49 Zr C43 C44 -173.8(4) . .
C48 Zr C43 C44 155.9(4) . .
C41 Zr C43 C44 -76.9(4) . .
C42 Zr C43 C44 -114.2(5) . .
C40 Zr C43 C44 -36.6(4) . .
C45 Zr C43 C44 -172.1(4) . .
C47 Zr C43 C44 133.0(4) . .
C46 Zr C43 C44 146.0(4) . .
C2 Zr C43 C42 170.5(4) . .
Cl Zr C43 C42 58.5(4) . .
C49 Zr C43 C42 -59.5(4) . .
C48 Zr C43 C42 -89.9(4) . .
C41 Zr C43 C42 37.3(3) . .
C40 Zr C43 C42 77.6(4) . .
C44 Zr C43 C42 114.2(5) . .
C45 Zr C43 C42 -57.9(4) . .
C47 Zr C43 C42 -112.8(3) . .
C46 Zr C43 C42 -99.8(4) . .
C41 C40 C44 C43 0.7(6) . .
Zr C40 C44 C43 -66.1(3) . .
C41 C40 C44 Zr 66.8(4) . .
C42 C43 C44 C40 -1.1(6) . .
Zr C43 C44 C40 66.4(4) . .
C42 C43 C44 Zr -67.5(3) . .
C2 Zr C44 C40 124.3(5) . .
Cl Zr C44 C40 26.0(5) . .
C49 Zr C44 C40 -106.9(6) . .
C48 Zr C44 C40 -140.8(5) . .
C43 Zr C44 C40 -114.7(6) . .
C41 Zr C44 C40 -36.9(4) . .
C42 Zr C44 C40 -77.3(4) . .
C45 Zr C44 C40 -97.3(9) . .
C47 Zr C44 C40 -174.2(4) . .
C46 Zr C44 C40 171.8(4) . .
C2 Zr C44 C43 -121.0(4) . .
Cl Zr C44 C43 140.7(4) . .
C49 Zr C44 C43 7.8(5) . .
C48 Zr C44 C43 -26.1(5) . .
C41 Zr C44 C43 77.8(4) . .
C42 Zr C44 C43 37.3(3) . .
C40 Zr C44 C43 114.7(6) . .
C45 Zr C44 C43 17.4(9) . .
C47 Zr C44 C43 -59.6(4) . .
C46 Zr C44 C43 -73.5(5) . .
C2 Zr C45 C49 117.8(3) . .
Cl Zr C45 C49 -143.1(3) . .
C48 Zr C45 C49 38.1(3) . .
C43 Zr C45 C49 -3.0(4) . .
C41 Zr C45 C49 -64.0(4) . .
C42 Zr C45 C49 -30.9(3) . .
C40 Zr C45 C49 -78.6(4) . .
C44 Zr C45 C49 -14.5(7) . .
C47 Zr C45 C49 78.3(3) . .
C46 Zr C45 C49 115.1(4) . .
C2 Zr C45 C46 2.7(3) . .
Cl Zr C45 C46 101.8(3) . .
C49 Zr C45 C46 -115.1(4) . .
C48 Zr C45 C46 -77.0(3) . .
C43 Zr C45 C46 -118.1(3) . .
C41 Zr C45 C46 -179.1(3) . .
C42 Zr C45 C46 -146.0(3) . .
C40 Zr C45 C46 166.3(3) . .
C44 Zr C45 C46 -129.6(6) . .
C47 Zr C45 C46 -36.8(2) . .
C49 C45 C46 C47 1.5(5) . .
Zr C45 C46 C47 66.5(3) . .
C49 C45 C46 Zr -65.0(3) . .
C2 Zr C46 C47 67.6(3) . .
Cl Zr C46 C47 170.9(3) . .
C49 Zr C46 C47 -77.7(3) . .
C48 Zr C46 C47 -36.6(2) . .
C43 Zr C46 C47 -24.2(4) . .
C41 Zr C46 C47 -113.3(4) . .
C42 Zr C46 C47 -68.7(4) . .
C40 Zr C46 C47 170.3(18) . .
C44 Zr C46 C47 22.0(5) . .
C45 Zr C46 C47 -114.7(4) . .
C2 Zr C46 C45 -177.7(3) . .
Cl Zr C46 C45 -74.4(3) . .
C49 Zr C46 C45 37.0(3) . .
C48 Zr C46 C45 78.1(3) . .
C43 Zr C46 C45 90.5(4) . .
C41 Zr C46 C45 1.5(5) . .
C42 Zr C46 C45 46.0(4) . .
C40 Zr C46 C45 -74.9(19) . .
C44 Zr C46 C45 136.7(5) . .
C47 Zr C46 C45 114.7(4) . .
C45 C46 C47 C48 -1.4(4) . .
Zr C46 C47 C48 65.0(3) . .
C45 C46 C47 Zr -66.3(3) . .
C2 Zr C47 C48 136.2(3) . .
Cl Zr C47 C48 -126.0(2) . .
C49 Zr C47 C48 -37.8(2) . .
C43 Zr C47 C48 47.0(3) . .
C41 Zr C47 C48 2.0(4) . .
C42 Zr C47 C48 14.4(3) . .
C40 Zr C47 C48 67.7(6) . .
C44 Zr C47 C48 75.1(3) . .
C45 Zr C47 C48 -78.5(3) . .
C46 Zr C47 C48 -115.7(4) . .
C2 Zr C47 C46 -108.2(3) . .
Cl Zr C47 C46 -10.3(3) . .
C49 Zr C47 C46 77.8(3) . .
C48 Zr C47 C46 115.7(4) . .
C43 Zr C47 C46 162.7(3) . .
C41 Zr C47 C46 117.7(4) . .
C42 Zr C47 C46 130.1(3) . .
C40 Zr C47 C46 -176.6(6) . .
C44 Zr C47 C46 -169.2(3) . .
C45 Zr C47 C46 37.2(2) . .
C46 C47 C48 C49 0.7(4) . .
Zr C47 C48 C49 67.0(3) . .
C46 C47 C48 Zr -66.3(3) . .
C2 Zr C48 C47 -43.1(3) . .
Cl Zr C48 C47 75.0(3) . .
C49 Zr C48 C47 114.3(4) . .
C43 Zr C48 C47 -135.0(3) . .
C41 Zr C48 C47 -178.7(3) . .
C42 Zr C48 C47 -167.0(3) . .
C40 Zr C48 C47 -148.7(4) . .
C44 Zr C48 C47 -121.5(3) . .
C45 Zr C48 C47 76.6(3) . .
C46 Zr C48 C47 36.4(2) . .
C2 Zr C48 C49 -157.4(3) . .
Cl Zr C48 C49 -39.3(3) . .
C43 Zr C48 C49 110.7(3) . .
C41 Zr C48 C49 67.0(3) . .
C42 Zr C48 C49 78.8(3) . .
C40 Zr C48 C49 97.0(5) . .
C44 Zr C48 C49 124.2(3) . .
C45 Zr C48 C49 -37.7(3) . .
C47 Zr C48 C49 -114.3(4) . .
C46 Zr C48 C49 -77.9(3) . .
C46 C45 C49 C48 -1.0(5) . .
Zr C45 C49 C48 -67.5(3) . .
C46 C45 C49 Zr 66.5(3) . .
C47 C48 C49 C45 0.2(5) . .
Zr C48 C49 C45 68.7(3) . .
C47 C48 C49 Zr -68.5(3) . .
C2 Zr C49 C45 -84.1(3) . .
Cl Zr C49 C45 37.6(3) . .
C48 Zr C49 C45 -113.4(4) . .
C43 Zr C49 C45 177.6(3) . .
C41 Zr C49 C45 124.8(3) . .
C42 Zr C49 C45 150.0(3) . .
C40 Zr C49 C45 133.6(4) . .
C44 Zr C49 C45 173.5(3) . .
C47 Zr C49 C45 -76.5(3) . .
C46 Zr C49 C45 -36.7(3) . .
C2 Zr C49 C48 29.3(3) . .
Cl Zr C49 C48 151.0(2) . .
C43 Zr C49 C48 -69.0(3) . .
C41 Zr C49 C48 -121.8(3) . .
C42 Zr C49 C48 -96.6(3) . .
C40 Zr C49 C48 -113.0(4) . .
C44 Zr C49 C48 -73.1(4) . .
C45 Zr C49 C48 113.4(4) . .
C47 Zr C49 C48 36.9(2) . .
C46 Zr C49 C48 76.7(3) . .
C52 O51 C52 C53 -5.8(4) 2 .
O51 C52 C53 C53 15.3(10) . 2
