# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/. 
# 
# Audit and citation data items have may been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_obbzr03
_audit_block_doi                 10.5517/cc13719p
_database_code_depnum_ccdc_archive 'CCDC 1019661'
_audit_update_record             
;
2014-08-18 deposited with the CCDC.
2014-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        LFZr(OBn)2
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C60 H74 F2 N2 O4 Zr'
_chemical_formula_weight         1016.43

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'
F F 0.0171 0.0103 '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'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

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'

_cell_length_a                   18.4467(10)
_cell_length_b                   11.8386(6)
_cell_length_c                   24.5461(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.112(5)
_cell_angle_gamma                90.00
_cell_volume                     5356.8(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.260
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2152
_exptl_absorpt_coefficient_mu    0.260
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12806
_diffrn_reflns_av_R_equivalents  0.0665
_diffrn_reflns_av_sigmaI/netI    0.0721
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.81
_diffrn_reflns_theta_max         26.00
_reflns_number_total             5267
_reflns_number_gt                4092
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1209P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5267
_refine_ls_number_parameters     324
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0849
_refine_ls_R_factor_gt           0.0700
_refine_ls_wR_factor_ref         0.1757
_refine_ls_wR_factor_gt          0.1694
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.014
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Zr1 Zr 0.5000 0.72143(4) 0.7500 0.0139(2) Uani 0.9562(18) 2 d SP . 1
Zr2 Zr 0.4589(10) 0.7121(13) 0.7322(6) 0.0139(2) Uani 0.0219(9) 1 d P . 2
F1 F 0.45418(11) 1.1013(2) 0.63807(9) 0.0353(6) Uani 1 1 d . . .
O1 O 0.46254(12) 0.7429(2) 0.82646(9) 0.0202(5) Uani 1 1 d . . .
O2 O 0.42167(12) 0.6233(2) 0.72410(10) 0.0243(6) Uani 1 1 d . . .
N1 N 0.42193(14) 0.8901(3) 0.73889(11) 0.0184(6) Uani 1 1 d . . .
C1 C 0.41884(17) 0.8053(3) 0.85782(13) 0.0181(7) Uani 1 1 d . . .
C2 C 0.42431(18) 0.8007(3) 0.91528(14) 0.0216(8) Uani 1 1 d . . .
C3 C 0.37902(18) 0.8734(3) 0.94359(14) 0.0223(7) Uani 1 1 d . . .
H3A H 0.3824 0.8719 0.9815 0.027 Uiso 1 1 calc R . .
C4 C 0.32961(17) 0.9472(3) 0.91903(14) 0.0219(7) Uani 1 1 d . . .
C5 C 0.32393(17) 0.9465(3) 0.86246(14) 0.0209(7) Uani 1 1 d . . .
H5A H 0.2906 0.9939 0.8446 0.025 Uiso 1 1 calc R . .
C6 C 0.36774(16) 0.8755(3) 0.83167(13) 0.0183(7) Uani 1 1 d . . .
C7 C 0.35517(16) 0.8722(3) 0.77076(13) 0.0194(7) Uani 1 1 d . . .
H7A H 0.3343 0.7996 0.7607 0.023 Uiso 1 1 calc R . .
H7B H 0.3200 0.9300 0.7604 0.023 Uiso 1 1 calc R . .
C8 C 0.46123(16) 0.9923(3) 0.75843(13) 0.0199(7) Uani 1 1 d . . .
H8A H 0.4601 0.9958 0.7979 0.024 Uiso 1 1 calc R . .
H8B H 0.4369 1.0589 0.7438 0.024 Uiso 1 1 calc R . .
C9 C 0.40029(19) 0.8964(3) 0.67925(13) 0.0211(7) Uani 1 1 d . . .
C10 C 0.35232(18) 0.9932(3) 0.66145(13) 0.0224(8) Uani 1 1 d . . .
C11 C 0.27676(19) 0.9867(4) 0.66102(14) 0.0283(8) Uani 1 1 d . . .
H11A H 0.2549 0.9210 0.6731 0.034 Uiso 1 1 calc R . .
C12 C 0.2336(2) 1.0759(4) 0.64300(16) 0.0350(10) Uani 1 1 d . . .
H12A H 0.1834 1.0708 0.6445 0.042 Uiso 1 1 calc R . .
C13 C 0.2650(2) 1.1728(4) 0.62272(16) 0.0342(9) Uani 1 1 d . . .
H13A H 0.2360 1.2320 0.6098 0.041 Uiso 1 1 calc R . .
C14 C 0.3395(2) 1.1810(4) 0.62179(15) 0.0313(9) Uani 1 1 d . . .
H14A H 0.3613 1.2459 0.6086 0.038 Uiso 1 1 calc R . .
C15 C 0.38113(18) 1.0922(3) 0.64048(14) 0.0250(8) Uani 1 1 d . . .
C16 C 0.47539(19) 0.7164(3) 0.94554(14) 0.0233(8) Uani 1 1 d . . .
C17 C 0.55424(19) 0.7293(4) 0.92890(16) 0.0313(9) Uani 1 1 d . . .
H17A H 0.5568 0.7199 0.8902 0.047 Uiso 1 1 calc R . .
H17B H 0.5837 0.6731 0.9471 0.047 Uiso 1 1 calc R . .
H17C H 0.5716 0.8032 0.9390 0.047 Uiso 1 1 calc R . .
C18 C 0.4505(2) 0.5958(4) 0.93171(15) 0.0316(9) Uani 1 1 d . . .
H18A H 0.4519 0.5842 0.8930 0.047 Uiso 1 1 calc R . .
H18B H 0.4019 0.5850 0.9433 0.047 Uiso 1 1 calc R . .
H18C H 0.4822 0.5427 0.9501 0.047 Uiso 1 1 calc R . .
C19 C 0.4731(2) 0.7309(4) 1.00773(15) 0.0334(9) Uani 1 1 d . . .
H19A H 0.5053 0.6773 1.0253 0.050 Uiso 1 1 calc R . .
H19B H 0.4246 0.7184 1.0192 0.050 Uiso 1 1 calc R . .
H19C H 0.4881 0.8061 1.0175 0.050 Uiso 1 1 calc R . .
C20 C 0.27944(19) 1.0223(3) 0.95258(15) 0.0269(8) Uani 1 1 d . . .
C24 C 0.3701(2) 0.5405(4) 0.71413(18) 0.0374(10) Uani 1 1 d . . .
H24A H 0.3723 0.5174 0.6763 0.045 Uiso 1 1 calc R A 2
H24B H 0.3225 0.5729 0.7191 0.045 Uiso 1 1 calc R A 2
C25 C 0.37821(19) 0.4364(3) 0.74993(16) 0.0293(9) Uani 1 1 d . . .
C26 C 0.33632(19) 0.3419(4) 0.73746(18) 0.0336(9) Uani 1 1 d . . .
H26A H 0.3054 0.3426 0.7067 0.040 Uiso 1 1 calc R . .
C27 C 0.3399(2) 0.2459(4) 0.7704(2) 0.0399(11) Uani 1 1 d . . .
H27A H 0.3105 0.1839 0.7622 0.048 Uiso 1 1 calc R . .
C28 C 0.3872(3) 0.2436(4) 0.8152(2) 0.0428(11) Uani 1 1 d . . .
H28A H 0.3907 0.1793 0.8370 0.051 Uiso 1 1 calc R . .
C29 C 0.4293(3) 0.3372(4) 0.82755(17) 0.0412(10) Uani 1 1 d . . .
H29A H 0.4608 0.3358 0.8580 0.049 Uiso 1 1 calc R . .
C30 C 0.4254(2) 0.4332(4) 0.79521(16) 0.0343(9) Uani 1 1 d . . .
H30A H 0.4544 0.4954 0.8039 0.041 Uiso 1 1 calc R . .
C21 C 0.2628(3) 1.1344(4) 0.92447(19) 0.0530(13) Uani 1 1 d . . .
H21A H 0.3072 1.1751 0.9199 0.080 Uiso 1 1 calc R . .
H21B H 0.2312 1.1782 0.9464 0.080 Uiso 1 1 calc R . .
H21C H 0.2397 1.1206 0.8894 0.080 Uiso 1 1 calc R . .
C22 C 0.2071(3) 0.9599(5) 0.9581(3) 0.0643(17) Uani 1 1 d . . .
H22A H 0.1750 1.0051 0.9790 0.096 Uiso 1 1 calc R . .
H22B H 0.2156 0.8890 0.9763 0.096 Uiso 1 1 calc R . .
H22C H 0.1854 0.9464 0.9225 0.096 Uiso 1 1 calc R . .
C23 C 0.3120(3) 1.0459(6) 1.0085(2) 0.075(2) Uani 1 1 d . . .
H23A H 0.3572 1.0850 1.0053 0.112 Uiso 1 1 calc R . .
H23B H 0.3202 0.9759 1.0275 0.112 Uiso 1 1 calc R . .
H23C H 0.2792 1.0919 1.0285 0.112 Uiso 1 1 calc R . .
H9A H 0.3739(19) 0.827(4) 0.6709(15) 0.019(9) Uiso 1 1 d . . .
H9B H 0.439(2) 0.893(4) 0.6640(17) 0.028(11) Uiso 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zr1 O2 1.942(2) . ?
Zr1 O2 1.942(2) 2_656 ?
Zr1 O1 2.040(2) . ?
Zr1 O1 2.040(2) 2_656 ?
Zr1 N1 2.471(3) 2_656 ?
Zr1 N1 2.471(3) . ?
Zr2 O2 1.267(18) . ?
Zr2 Zr2 1.72(4) 2_656 ?
Zr2 O1 2.111(15) 2_656 ?
Zr2 N1 2.223(15) . ?
Zr2 O1 2.342(16) . ?
Zr2 O2 2.633(19) 2_656 ?
Zr2 C24 2.636(19) . ?
F1 C15 1.355(4) . ?
O1 C1 1.354(4) . ?
O1 Zr2 2.111(15) 2_656 ?
O2 C24 1.381(5) . ?
O2 Zr2 2.633(19) 2_656 ?
N1 C8 1.481(4) . ?
N1 C7 1.498(4) . ?
N1 C9 1.505(4) . ?
C1 C6 1.395(5) . ?
C1 C2 1.411(5) . ?
C2 C3 1.401(5) . ?
C2 C16 1.544(5) . ?
C3 C4 1.385(5) . ?
C3 H3A 0.9300 . ?
C4 C5 1.389(5) . ?
C4 C20 1.543(5) . ?
C5 C6 1.406(5) . ?
C5 H5A 0.9300 . ?
C6 C7 1.505(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C8 1.504(6) 2_656 ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.503(5) . ?
C9 H9A 0.97(4) . ?
C9 H9B 0.83(4) . ?
C10 C11 1.396(5) . ?
C10 C15 1.394(5) . ?
C10 H9B 2.00(4) . ?
C11 C12 1.386(6) . ?
C11 H11A 0.9300 . ?
C12 C13 1.386(6) . ?
C12 H12A 0.9300 . ?
C13 C14 1.380(6) . ?
C13 H13A 0.9300 . ?
C14 C15 1.370(5) . ?
C14 H14A 0.9300 . ?
C16 C17 1.533(5) . ?
C16 C18 1.534(6) . ?
C16 C19 1.538(5) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C23 1.505(6) . ?
C20 C21 1.522(6) . ?
C20 C22 1.536(6) . ?
C24 C25 1.518(6) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C30 1.386(5) . ?
C25 C26 1.387(5) . ?
C26 C27 1.395(7) . ?
C26 H26A 0.9300 . ?
C27 C28 1.379(7) . ?
C27 H27A 0.9300 . ?
C28 C29 1.381(6) . ?
C28 H28A 0.9300 . ?
C29 C30 1.387(6) . ?
C29 H29A 0.9300 . ?
C30 H30A 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Zr1 O2 106.57(15) . 2_656 ?
O2 Zr1 O1 95.88(10) . . ?
O2 Zr1 O1 92.67(10) 2_656 . ?
O2 Zr1 O1 92.67(10) . 2_656 ?
O2 Zr1 O1 95.88(10) 2_656 2_656 ?
O1 Zr1 O1 165.68(14) . 2_656 ?
O2 Zr1 N1 160.51(10) . 2_656 ?
O2 Zr1 N1 91.34(10) 2_656 2_656 ?
O1 Zr1 N1 90.77(9) . 2_656 ?
O1 Zr1 N1 77.59(9) 2_656 2_656 ?
O2 Zr1 N1 91.34(10) . . ?
O2 Zr1 N1 160.51(10) 2_656 . ?
O1 Zr1 N1 77.59(9) . . ?
O1 Zr1 N1 90.78(9) 2_656 . ?
N1 Zr1 N1 72.20(13) 2_656 . ?
O2 Zr2 Zr2 122.8(8) . 2_656 ?
O2 Zr2 O1 114.8(9) . 2_656 ?
Zr2 Zr2 O1 74.6(9) 2_656 2_656 ?
O2 Zr2 N1 129.2(12) . . ?
Zr2 Zr2 N1 103.2(6) 2_656 . ?
O1 Zr2 N1 96.1(6) 2_656 . ?
O2 Zr2 O1 106.2(8) . . ?
Zr2 Zr2 O1 60.3(9) 2_656 . ?
O1 Zr2 O1 130.7(10) 2_656 . ?
N1 Zr2 O1 77.1(5) . . ?
O2 Zr2 O2 100.0(9) . 2_656 ?
Zr2 Zr2 O2 23.9(4) 2_656 2_656 ?
O1 Zr2 O2 76.2(6) 2_656 2_656 ?
N1 Zr2 O2 127.0(8) . 2_656 ?
O1 Zr2 O2 70.5(5) . 2_656 ?
O2 Zr2 C24 5.7(4) . . ?
Zr2 Zr2 C24 127.9(5) 2_656 . ?
O1 Zr2 C24 117.2(7) 2_656 . ?
N1 Zr2 C24 123.5(8) . . ?
O1 Zr2 C24 106.3(5) . . ?
O2 Zr2 C24 105.4(5) 2_656 . ?
C1 O1 Zr1 145.1(2) . . ?
C1 O1 Zr2 156.9(5) . 2_656 ?
Zr1 O1 Zr2 24.1(6) . 2_656 ?
C1 O1 Zr2 130.6(5) . . ?
Zr1 O1 Zr2 21.5(5) . . ?
Zr2 O1 Zr2 45.1(10) 2_656 . ?
Zr2 O2 C24 169.2(8) . . ?
Zr2 O2 Zr1 20.0(8) . . ?
C24 O2 Zr1 168.9(2) . . ?
Zr2 O2 Zr2 33.4(10) . 2_656 ?
C24 O2 Zr2 156.3(4) . 2_656 ?
Zr1 O2 Zr2 13.4(4) . 2_656 ?
C8 N1 C7 110.4(3) . . ?
C8 N1 C9 112.5(3) . . ?
C7 N1 C9 108.7(2) . . ?
C8 N1 Zr2 130.6(6) . . ?
C7 N1 Zr2 99.5(4) . . ?
C9 N1 Zr2 92.6(5) . . ?
C8 N1 Zr1 110.37(18) . . ?
C7 N1 Zr1 108.4(2) . . ?
C9 N1 Zr1 106.3(2) . . ?
Zr2 N1 Zr1 20.4(5) . . ?
O1 C1 C6 118.0(3) . . ?
O1 C1 C2 121.6(3) . . ?
C6 C1 C2 120.3(3) . . ?
C3 C2 C1 116.7(3) . . ?
C3 C2 C16 121.5(3) . . ?
C1 C2 C16 121.7(3) . . ?
C4 C3 C2 124.5(3) . . ?
C4 C3 H3A 117.7 . . ?
C2 C3 H3A 117.7 . . ?
C3 C4 C5 117.1(3) . . ?
C3 C4 C20 122.0(3) . . ?
C5 C4 C20 120.8(3) . . ?
C4 C5 C6 121.1(3) . . ?
C4 C5 H5A 119.4 . . ?
C6 C5 H5A 119.4 . . ?
C1 C6 C5 120.1(3) . . ?
C1 C6 C7 121.3(3) . . ?
C5 C6 C7 118.6(3) . . ?
N1 C7 C6 114.6(3) . . ?
N1 C7 H7A 108.6 . . ?
C6 C7 H7A 108.6 . . ?
N1 C7 H7B 108.6 . . ?
C6 C7 H7B 108.6 . . ?
H7A C7 H7B 107.6 . . ?
N1 C8 C8 111.7(2) . 2_656 ?
N1 C8 H8A 109.3 . . ?
C8 C8 H8A 109.3 2_656 . ?
N1 C8 H8B 109.3 . . ?
C8 C8 H8B 109.3 2_656 . ?
H8A C8 H8B 107.9 . . ?
N1 C9 C10 117.0(3) . . ?
N1 C9 H9A 106(2) . . ?
C10 C9 H9A 107(2) . . ?
N1 C9 H9B 104(3) . . ?
C10 C9 H9B 115(3) . . ?
H9A C9 H9B 108(4) . . ?
C11 C10 C15 116.0(3) . . ?
C11 C10 C9 122.5(3) . . ?
C15 C10 C9 121.4(3) . . ?
C11 C10 H9B 140.3(13) . . ?
C15 C10 H9B 101.2(13) . . ?
C9 C10 H9B 22.1(13) . . ?
C12 C11 C10 121.5(4) . . ?
C12 C11 H11A 119.2 . . ?
C10 C11 H11A 119.2 . . ?
C13 C12 C11 120.1(4) . . ?
C13 C12 H12A 119.9 . . ?
C11 C12 H12A 119.9 . . ?
C14 C13 C12 119.6(4) . . ?
C14 C13 H13A 120.2 . . ?
C12 C13 H13A 120.2 . . ?
C15 C14 C13 119.1(4) . . ?
C15 C14 H14A 120.4 . . ?
C13 C14 H14A 120.4 . . ?
F1 C15 C14 118.0(3) . . ?
F1 C15 C10 118.4(3) . . ?
C14 C15 C10 123.5(3) . . ?
C17 C16 C18 108.2(3) . . ?
C17 C16 C19 108.3(3) . . ?
C18 C16 C19 107.7(3) . . ?
C17 C16 C2 112.1(3) . . ?
C18 C16 C2 108.8(3) . . ?
C19 C16 C2 111.5(3) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C23 C20 C21 108.6(4) . . ?
C23 C20 C22 109.1(4) . . ?
C21 C20 C22 107.4(4) . . ?
C23 C20 C4 111.6(3) . . ?
C21 C20 C4 112.0(3) . . ?
C22 C20 C4 108.1(3) . . ?
O2 C24 C25 114.9(3) . . ?
O2 C24 Zr2 5.2(4) . . ?
C25 C24 Zr2 118.8(4) . . ?
O2 C24 H24A 108.5 . . ?
C25 C24 H24A 108.5 . . ?
Zr2 C24 H24A 109.3 . . ?
O2 C24 H24B 108.5 . . ?
C25 C24 H24B 108.5 . . ?
Zr2 C24 H24B 103.6 . . ?
H24A C24 H24B 107.5 . . ?
C30 C25 C26 118.9(4) . . ?
C30 C25 C24 122.1(4) . . ?
C26 C25 C24 119.0(4) . . ?
C25 C26 C27 121.0(4) . . ?
C25 C26 H26A 119.5 . . ?
C27 C26 H26A 119.5 . . ?
C28 C27 C26 119.6(4) . . ?
C28 C27 H27A 120.2 . . ?
C26 C27 H27A 120.2 . . ?
C27 C28 C29 119.6(4) . . ?
C27 C28 H28A 120.2 . . ?
C29 C28 H28A 120.2 . . ?
C28 C29 C30 121.0(4) . . ?
C28 C29 H29A 119.5 . . ?
C30 C29 H29A 119.5 . . ?
C25 C30 C29 119.9(4) . . ?
C25 C30 H30A 120.0 . . ?
C29 C30 H30A 120.0 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.988
_refine_diff_density_min         -1.553
_refine_diff_density_rms         0.158
_chemical_properties_physical    'Air-sensitive, Moisture-sensitive'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/. 
# 
# Audit and citation data items have may been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_obbszr
_audit_block_doi                 10.5517/cc1371bq
_database_code_depnum_ccdc_archive 'CCDC 1019662'
_audit_update_record             
;
2014-08-18 deposited with the CCDC.
2014-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        LThZr(OBn)2
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28.08 H35.05 N O2 S Zr0.50'
_chemical_formula_sum            'C28.08 H35.05 N O2 S Zr0.50'
_chemical_formula_weight         496.19

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'
S S 0.1246 0.1234 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'

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'

_cell_length_a                   18.2870(5)
_cell_length_b                   11.7537(4)
_cell_length_c                   24.4960(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.017(3)
_cell_angle_gamma                90.00
_cell_volume                     5261.9(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    112.8(2)
_cell_measurement_reflns_used    5524
_cell_measurement_theta_min      2.8226
_cell_measurement_theta_max      29.1064

_exptl_crystal_description       parallel
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.253
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2100
_exptl_absorpt_coefficient_mu    0.334
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.97841
_exptl_absorpt_correction_T_max  1.00000

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      112.8(2)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0690
_diffrn_reflns_number            16490
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_av_sigmaI/netI    0.0464
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.83
_diffrn_reflns_theta_max         29.17
_reflns_number_total             6178
_reflns_number_gt                5346
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) 
(compiled Oct 27 2011,15:02:11) 
;
_computing_cell_refinement       
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) 
(compiled Oct 27 2011,15:02:11) 
;
_computing_data_reduction        
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) 
(compiled Oct 27 2011,15:02:11) 
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0510P)²+8.0822P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6178
_refine_ls_number_parameters     321
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0514
_refine_ls_R_factor_gt           0.0415
_refine_ls_wR_factor_ref         0.1081
_refine_ls_wR_factor_gt          0.1022
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Zr Zr 0.5000 0.77270(2) 0.7500 0.01367(9) Uani 1 2 d S . .
O1 O 0.46268(7) 0.74957(12) 0.82675(6) 0.0173(3) Uani 1 1 d . . .
O2 O 0.42130(8) 0.87217(13) 0.72469(6) 0.0211(3) Uani 1 1 d . . .
N1 N 0.42127(9) 0.60352(15) 0.73894(6) 0.0148(3) Uani 1 1 d . . .
C1 C 0.41780(10) 0.68934(17) 0.85806(8) 0.0153(4) Uani 1 1 d . . .
C2 C 0.42216(11) 0.69462(18) 0.91582(8) 0.0167(4) Uani 1 1 d . . .
C3 C 0.37521(11) 0.62380(18) 0.94433(8) 0.0186(4) Uani 1 1 d . . .
H3A H 0.3780 0.6261 0.9823 0.022 Uiso 1 1 calc R . .
C4 C 0.32451(11) 0.55006(18) 0.91948(8) 0.0171(4) Uani 1 1 d . A .
C5 C 0.32016(10) 0.55040(17) 0.86253(8) 0.0163(4) Uani 1 1 d . . .
H5A H 0.2864 0.5032 0.8445 0.020 Uiso 1 1 calc R . .
C6 C 0.36499(10) 0.61948(17) 0.83196(8) 0.0146(4) Uani 1 1 d . . .
C7 C 0.35367(10) 0.62211(19) 0.77067(8) 0.0169(4) Uani 1 1 d . . .
H7A H 0.3181 0.5641 0.7602 0.020 Uiso 1 1 calc R . .
H7B H 0.3329 0.6952 0.7603 0.020 Uiso 1 1 calc R . .
C8 C 0.46077(10) 0.50019(17) 0.75868(8) 0.0167(4) Uani 1 1 d . . .
H8A H 0.4361 0.4330 0.7442 0.020 Uiso 1 1 calc R . .
H8B H 0.4598 0.4970 0.7982 0.020 Uiso 1 1 calc R . .
C9 C 0.39937(11) 0.59557(19) 0.67905(8) 0.0186(4) Uani 1 1 d . . .
H9A H 0.3755 0.6663 0.6685 0.022 Uiso 1 1 calc R . .
H9B H 0.4437 0.5900 0.6586 0.022 Uiso 1 1 calc R . .
C14 C 0.47377(12) 0.7786(2) 0.94660(8) 0.0229(5) Uani 1 1 d . . .
C15 C 0.55332(13) 0.7636(3) 0.93012(10) 0.0401(7) Uani 1 1 d . . .
H15A H 0.5562 0.7728 0.8913 0.060 Uiso 1 1 calc R . .
H15B H 0.5701 0.6889 0.9404 0.060 Uiso 1 1 calc R . .
H15C H 0.5835 0.8197 0.9484 0.060 Uiso 1 1 calc R . .
C16 C 0.44937(16) 0.9000(2) 0.93289(10) 0.0373(6) Uani 1 1 d . . .
H16A H 0.4504 0.9116 0.8941 0.056 Uiso 1 1 calc R . .
H16B H 0.4818 0.9531 0.9511 0.056 Uiso 1 1 calc R . .
H16C H 0.4005 0.9117 0.9449 0.056 Uiso 1 1 calc R . .
C17 C 0.47184(14) 0.7636(2) 1.00879(9) 0.0317(6) Uani 1 1 d . . .
H17A H 0.4227 0.7739 1.0204 0.048 Uiso 1 1 calc R . .
H17B H 0.5032 0.8190 1.0264 0.048 Uiso 1 1 calc R . .
H17C H 0.4884 0.6886 1.0185 0.048 Uiso 1 1 calc R . .
C18 C 0.27375(12) 0.4751(2) 0.95288(9) 0.0235(5) Uani 1 1 d . . .
C19 C 0.2585(2) 0.3615(3) 0.92581(14) 0.0618(10) Uani 1 1 d . A .
H19A H 0.2260 0.3722 0.8946 0.093 Uiso 1 1 calc R . .
H19B H 0.2362 0.3114 0.9513 0.093 Uiso 1 1 calc R . .
H19C H 0.3036 0.3289 0.9144 0.093 Uiso 1 1 calc R . .
C20 C 0.1948(2) 0.5336(4) 0.9512(2) 0.0352(10) Uani 0.688(6) 1 d P A .
H20A H 0.2073 0.5899 0.9247 0.053 Uiso 0.688(6) 1 calc PR A 2
H20B H 0.1441 0.5412 0.9595 0.053 Uiso 0.688(6) 1 calc PR A 2
H20C H 0.2033 0.4591 0.9367 0.053 Uiso 0.688(6) 1 calc PR A 2
C20' C 0.2188(5) 0.5421(9) 0.9775(5) 0.0352(10) Uani 0.312(6) 1 d P A 2
H20D H 0.2149 0.6196 0.9895 0.053 Uiso 0.312(6) 1 calc PR A 2
H20E H 0.2688 0.5254 0.9702 0.053 Uiso 0.312(6) 1 calc PR A 2
H20F H 0.2023 0.4921 1.0055 0.053 Uiso 0.312(6) 1 calc PR A 2
C21 C 0.2964(3) 0.4661(5) 1.01339(17) 0.0438(12) Uani 0.661(6) 1 d P A 1
H21A H 0.2653 0.5138 1.0344 0.066 Uiso 0.661(6) 1 calc PR A 1
H21B H 0.3463 0.4903 1.0187 0.066 Uiso 0.661(6) 1 calc PR A 1
H21C H 0.2918 0.3886 1.0252 0.066 Uiso 0.661(6) 1 calc PR A 1
C21' C 0.3287(6) 0.4160(10) 0.9976(4) 0.0438(12) Uani 0.339(6) 1 d P A 2
H21D H 0.3719 0.3906 0.9802 0.066 Uiso 0.339(6) 1 calc PR A 2
H21E H 0.3048 0.3521 1.0137 0.066 Uiso 0.339(6) 1 calc PR A 2
H21F H 0.3419 0.4702 1.0256 0.066 Uiso 0.339(6) 1 calc PR A 2
C22 C 0.37175(15) 0.9591(2) 0.71474(11) 0.0376(6) Uani 1 1 d . . .
H22A H 0.3227 0.9287 0.7176 0.045 Uiso 1 1 calc R . .
H22B H 0.3766 0.9851 0.6775 0.045 Uiso 1 1 calc R . .
C23 C 0.37997(13) 1.0600(2) 0.75239(10) 0.0274(5) Uani 1 1 d . . .
C24 C 0.42671(16) 1.0598(2) 0.79840(10) 0.0363(6) Uani 1 1 d . . .
H24A H 0.4555 0.9962 0.8062 0.044 Uiso 1 1 calc R . .
C25 C 0.43067(18) 1.1534(2) 0.83267(11) 0.0437(7) Uani 1 1 d . . .
H25A H 0.4619 1.1522 0.8634 0.052 Uiso 1 1 calc R . .
C26 C 0.38851(18) 1.2486(2) 0.82149(13) 0.0459(8) Uani 1 1 d . . .
H26A H 0.3912 1.3114 0.8446 0.055 Uiso 1 1 calc R . .
C27 C 0.34215(16) 1.2496(2) 0.77552(15) 0.0457(8) Uani 1 1 d . . .
H27A H 0.3135 1.3133 0.7676 0.055 Uiso 1 1 calc R . .
C28 C 0.33839(13) 1.1567(2) 0.74164(12) 0.0354(6) Uani 1 1 d . . .
H28A H 0.3073 1.1586 0.7108 0.043 Uiso 1 1 calc R . .
S1 S 0.38133(5) 0.37803(8) 0.63603(3) 0.0378(5) Uani 0.688(18) 1 d P . .
S1C C 0.38133(5) 0.37803(8) 0.63603(3) 0.0378(5) Uani 0.35(6) 1 d P . .
H1C H 0.4299 0.3597 0.6302 0.045 Uiso 0.35 1 calc P . .
C11 C 0.26790(7) 0.48901(15) 0.66040(5) 0.0418(8) Uani 0.65(6) 1 d P . .
H11 H 0.2381 0.5470 0.6728 0.050 Uiso 0.65 1 calc P . .
C11S S 0.26790(7) 0.48901(15) 0.66040(5) 0.0418(8) Uani 0.313(19) 1 d P . .
C12 C 0.3301(7) 0.3130(11) 0.6215(5) 0.044(2) Uani 0.379(10) 1 d P . .
H12 H 0.2920 0.2647 0.6106 0.053 Uiso 0.379(10) 1 calc PR . .
C12' C 0.2925(6) 0.3217(6) 0.6257(2) 0.044(2) Uani 0.637(12) 1 d P . .
C13 C 0.2417(4) 0.3980(6) 0.6418(2) 0.0397(18) Uani 0.668(14) 1 d P . .
H13 H 0.2222 0.3303 0.6280 0.048 Uiso 0.668(14) 1 calc PR . .
C13' C 0.2660(9) 0.3503(16) 0.6320(6) 0.0397(18) Uani 0.343(15) 1 d P . .
C10 C 0.3503(3) 0.5002(6) 0.66170(13) 0.0244(12) Uani 0.94(3) 1 d P . .
C10' C 0.366(2) 0.461(5) 0.6569(13) 0.0244(12) Uani 0.10(2) 1 d P . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zr O2 1.9390(14) 2_656 ?
Zr O2 1.9391(14) . ?
Zr O1 2.0408(14) . ?
Zr O1 2.0409(14) 2_656 ?
Zr N1 2.4643(17) 2_656 ?
Zr N1 2.4644(17) . ?
O1 C1 1.344(2) . ?
O2 C22 1.381(3) . ?
N1 C8 1.485(3) . ?
N1 C7 1.499(2) . ?
N1 C9 1.510(2) . ?
C1 C6 1.404(3) . ?
C1 C2 1.416(3) . ?
C2 C3 1.400(3) . ?
C2 C14 1.544(3) . ?
C3 C4 1.393(3) . ?
C3 H3A 0.9300 . ?
C4 C5 1.394(3) . ?
C4 C18 1.536(3) . ?
C5 C6 1.391(3) . ?
C5 H5A 0.9300 . ?
C6 C7 1.509(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C8 1.511(4) 2_656 ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.489(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C14 C16 1.529(4) . ?
C14 C15 1.533(3) . ?
C14 C17 1.535(3) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C20' 1.428(10) . ?
C18 C19 1.512(4) . ?
C18 C21 1.529(4) . ?
C18 C20 1.598(5) . ?
C18 C21' 1.617(10) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C20' 0.774(10) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C20' H20D 0.9600 . ?
C20' H20E 0.9600 . ?
C20' H20F 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C21' H21D 0.9600 . ?
C21' H21E 0.9600 . ?
C21' H21F 0.9600 . ?
C22 C23 1.507(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C28 1.387(3) . ?
C23 C24 1.390(3) . ?
C24 C25 1.385(4) . ?
C24 H24A 0.9300 . ?
C25 C26 1.381(4) . ?
C25 H25A 0.9300 . ?
C26 C27 1.385(5) . ?
C26 H26A 0.9300 . ?
C27 C28 1.371(4) . ?
C27 H27A 0.9300 . ?
C28 H28A 0.9300 . ?
S1 C10' 1.14(7) . ?
S1 C12 1.251(11) . ?
S1 C10 1.674(9) . ?
S1 C12' 1.764(9) . ?
S1 C13' 2.133(15) . ?
C11 C13 1.252(6) . ?
C11 C10 1.512(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.979(18) . ?
C12 H12 0.9300 . ?
C12' C13' 0.61(2) . ?
C13 H13 0.9300 . ?
C10 C10' 0.55(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Zr O2 105.84(9) 2_656 . ?
O2 Zr O1 93.11(6) 2_656 . ?
O2 Zr O1 96.11(6) . . ?
O2 Zr O1 96.10(6) 2_656 2_656 ?
O2 Zr O1 93.11(6) . 2_656 ?
O1 Zr O1 164.69(8) . 2_656 ?
O2 Zr N1 91.56(6) 2_656 2_656 ?
O2 Zr N1 161.06(6) . 2_656 ?
O1 Zr N1 90.24(6) . 2_656 ?
O1 Zr N1 77.34(5) 2_656 2_656 ?
O2 Zr N1 161.06(6) 2_656 . ?
O2 Zr N1 91.56(6) . . ?
O1 Zr N1 77.34(5) . . ?
O1 Zr N1 90.25(6) 2_656 . ?
N1 Zr N1 72.41(8) 2_656 . ?
C1 O1 Zr 145.73(13) . . ?
C22 O2 Zr 167.71(15) . . ?
C8 N1 C7 110.53(15) . . ?
C8 N1 C9 112.03(16) . . ?
C7 N1 C9 108.51(14) . . ?
C8 N1 Zr 110.39(11) . . ?
C7 N1 Zr 108.33(12) . . ?
C9 N1 Zr 106.90(12) . . ?
O1 C1 C6 118.17(17) . . ?
O1 C1 C2 122.21(18) . . ?
C6 C1 C2 119.62(18) . . ?
C3 C2 C1 117.30(18) . . ?
C3 C2 C14 120.77(18) . . ?
C1 C2 C14 121.87(18) . . ?
C4 C3 C2 124.21(18) . . ?
C4 C3 H3A 117.9 . . ?
C2 C3 H3A 117.9 . . ?
C3 C4 C5 116.68(19) . . ?
C3 C4 C18 121.95(18) . . ?
C5 C4 C18 121.33(18) . . ?
C6 C5 C4 121.75(18) . . ?
C6 C5 H5A 119.1 . . ?
C4 C5 H5A 119.1 . . ?
C5 C6 C1 120.33(18) . . ?
C5 C6 C7 119.01(17) . . ?
C1 C6 C7 120.60(18) . . ?
N1 C7 C6 115.23(15) . . ?
N1 C7 H7A 108.5 . . ?
C6 C7 H7A 108.5 . . ?
N1 C7 H7B 108.5 . . ?
C6 C7 H7B 108.5 . . ?
H7A C7 H7B 107.5 . . ?
N1 C8 C8 111.36(13) . 2_656 ?
N1 C8 H8A 109.4 . . ?
C8 C8 H8A 109.4 2_656 . ?
N1 C8 H8B 109.4 . . ?
C8 C8 H8B 109.4 2_656 . ?
H8A C8 H8B 108.0 . . ?
C10 C9 N1 117.42(19) . . ?
C10 C9 H9A 107.9 . . ?
N1 C9 H9A 107.9 . . ?
C10 C9 H9B 107.9 . . ?
N1 C9 H9B 107.9 . . ?
H9A C9 H9B 107.2 . . ?
C16 C14 C15 108.8(2) . . ?
C16 C14 C17 107.96(19) . . ?
C15 C14 C17 107.66(19) . . ?
C16 C14 C2 108.71(18) . . ?
C15 C14 C2 111.52(18) . . ?
C17 C14 C2 112.10(18) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C20' C18 C19 123.4(5) . . ?
C20' C18 C21 78.4(5) . . ?
C19 C18 C21 113.8(3) . . ?
C20' C18 C4 110.9(4) . . ?
C19 C18 C4 112.2(2) . . ?
C21 C18 C4 114.1(2) . . ?
C20' C18 C20 28.9(4) . . ?
C19 C18 C20 102.5(3) . . ?
C21 C18 C20 105.6(3) . . ?
C4 C18 C20 107.6(2) . . ?
C20' C18 C21' 112.3(7) . . ?
C19 C18 C21' 91.1(5) . . ?
C21 C18 C21' 34.2(4) . . ?
C4 C18 C21' 103.6(4) . . ?
C20 C18 C21' 137.8(5) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C20' C20 C18 63.2(8) . . ?
C20' C20 H20A 109.5 . . ?
C18 C20 H20A 94.5 . . ?
C20' C20 H20B 109.5 . . ?
C18 C20 H20B 155.8 . . ?
H20A C20 H20B 109.5 . . ?
C20' C20 H20C 109.5 . . ?
C18 C20 H20C 57.3 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C20 C20' C18 87.8(10) . . ?
C20 C20' H20D 109.5 . . ?
C18 C20' H20D 135.5 . . ?
C20 C20' H20E 109.5 . . ?
C18 C20' H20E 28.0 . . ?
H20D C20' H20E 109.5 . . ?
C20 C20' H20F 109.5 . . ?
C18 C20' H20F 102.0 . . ?
H20D C20' H20F 109.5 . . ?
H20E C20' H20F 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C18 C21' H21D 109.5 . . ?
C18 C21' H21E 109.5 . . ?
H21D C21' H21E 109.5 . . ?
C18 C21' H21F 109.5 . . ?
H21D C21' H21F 109.5 . . ?
H21E C21' H21F 109.5 . . ?
O2 C22 C23 115.07(19) . . ?
O2 C22 H22A 108.5 . . ?
C23 C22 H22A 108.5 . . ?
O2 C22 H22B 108.5 . . ?
C23 C22 H22B 108.5 . . ?
H22A C22 H22B 107.5 . . ?
C28 C23 C24 118.2(2) . . ?
C28 C23 C22 119.1(2) . . ?
C24 C23 C22 122.6(2) . . ?
C25 C24 C23 120.5(2) . . ?
C25 C24 H24A 119.8 . . ?
C23 C24 H24A 119.8 . . ?
C26 C25 C24 120.5(3) . . ?
C26 C25 H25A 119.8 . . ?
C24 C25 H25A 119.8 . . ?
C25 C26 C27 119.3(3) . . ?
C25 C26 H26A 120.4 . . ?
C27 C26 H26A 120.4 . . ?
C28 C27 C26 120.1(3) . . ?
C28 C27 H27A 119.9 . . ?
C26 C27 H27A 119.9 . . ?
C27 C28 C23 121.4(3) . . ?
C27 C28 H28A 119.3 . . ?
C23 C28 H28A 119.3 . . ?
C10' S1 C12 116.8(19) . . ?
C10' S1 C10 6.3(19) . . ?
C12 S1 C10 111.7(7) . . ?
C10' S1 C12' 98.0(18) . . ?
C12 S1 C12' 18.8(7) . . ?
C10 S1 C12' 93.0(3) . . ?
C10' S1 C13' 83.4(19) . . ?
C12 S1 C13' 33.3(10) . . ?
C10 S1 C13' 78.5(6) . . ?
C12' S1 C13' 14.5(6) . . ?
C13 C11 C10 116.8(5) . . ?
C13 C11 H11 121.6 . . ?
C10 C11 H11 121.6 . . ?
S1 C12 C13 103.3(8) . . ?
S1 C12 H12 180.0 . . ?
C13 C12 H12 76.7 . . ?
C13' C12' S1 119.3(15) . . ?
C11 C13 C12 102.5(4) . . ?
C11 C13 H13 180.0 . . ?
C12 C13 H13 77.5 . . ?
C12' C13' S1 46.2(12) . . ?
C10' C10 C9 113(4) . . ?
C10' C10 C11 116(4) . . ?
C9 C10 C11 131.4(6) . . ?
C10' C10 S1 13(3) . . ?
C9 C10 S1 123.0(4) . . ?
C11 C10 S1 105.6(3) . . ?
C10 C10' S1 161(5) . . ?

_diffrn_measured_fraction_theta_max 0.869
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.544
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.068
_chemical_properties_physical    'Air-sensitive, Moisture-sensitive'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/. 
# 
# Audit and citation data items have may been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_obbzr04
_audit_block_doi                 10.5517/cc1371cr
_database_code_depnum_ccdc_archive 'CCDC 1019663'
_audit_update_record             
;
2014-08-18 deposited with the CCDC.
2014-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        LBnZr(OBn)2
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C60 H76 N2 O4 Zr'
_chemical_formula_sum            'C60 H76 N2 O4 Zr'
_chemical_formula_weight         980.45

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'
Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'

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'

_cell_length_a                   18.3446(4)
_cell_length_b                   11.8436(3)
_cell_length_c                   24.6246(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.149(2)
_cell_angle_gamma                90.00
_cell_volume                     5346.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    8843
_cell_measurement_theta_min      2.8044
_cell_measurement_theta_max      29.1506

_exptl_crystal_description       hexgonal
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.218
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2088
_exptl_absorpt_coefficient_mu    0.253
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.74723
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET) 
(compiled Apr 28 2010,14:27:37) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0690
_diffrn_reflns_number            13661
_diffrn_reflns_av_R_equivalents  0.0260
_diffrn_reflns_av_sigmaI/netI    0.0407
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.82
_diffrn_reflns_theta_max         26.00
_reflns_number_total             5264
_reflns_number_gt                4424
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET) 
(compiled Apr 28 2010,14:27:37) 
;
_computing_cell_refinement       
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET) 
(compiled Apr 28 2010,14:27:37) 
;
_computing_data_reduction        
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET) 
(compiled Apr 28 2010,14:27:37) 
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0609P)²+2.0600P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5264
_refine_ls_number_parameters     313
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0443
_refine_ls_R_factor_gt           0.0337
_refine_ls_wR_factor_ref         0.0881
_refine_ls_wR_factor_gt          0.0849
_refine_ls_goodness_of_fit_ref   0.917
_refine_ls_restrained_S_all      0.917
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Zr Zr 0.0000 0.21982(2) 0.7500 0.01109(9) Uani 1 2 d S . .
O1 O -0.03792(6) 0.24160(11) 0.82617(5) 0.0145(3) Uani 1 1 d . . .
O2 O -0.07830(7) 0.12117(11) 0.72441(5) 0.0183(3) Uani 1 1 d . . .
N1 N -0.07818(8) 0.38842(13) 0.73913(6) 0.0123(3) Uani 1 1 d . . .
C1 C -0.08101(9) 0.30385(15) 0.85762(7) 0.0122(4) Uani 1 1 d . . .
C2 C -0.07491(9) 0.30025(16) 0.91491(7) 0.0145(4) Uani 1 1 d . . .
C3 C -0.12022(10) 0.37286(16) 0.94332(7) 0.0166(4) Uani 1 1 d . . .
H3A H -0.1167 0.3713 0.9811 0.020 Uiso 1 1 calc R . .
C4 C -0.17024(9) 0.44724(16) 0.91875(8) 0.0151(4) Uani 1 1 d . A .
C5 C -0.17585(9) 0.44589(16) 0.86236(8) 0.0149(4) Uani 1 1 d . . .
H5A H -0.2090 0.4938 0.8445 0.018 Uiso 1 1 calc R . .
C6 C -0.13305(9) 0.37450(16) 0.83187(7) 0.0129(4) Uani 1 1 d . . .
C7 C -0.14543(9) 0.37094(17) 0.77095(7) 0.0145(4) Uani 1 1 d . . .
H7A H -0.1665 0.2984 0.7610 0.017 Uiso 1 1 calc R . .
H7B H -0.1808 0.4286 0.7605 0.017 Uiso 1 1 calc R . .
C8 C -0.03910(9) 0.49107(16) 0.75866(7) 0.0145(4) Uani 1 1 d . . .
H8A H -0.0399 0.4944 0.7980 0.017 Uiso 1 1 calc R . .
H8B H -0.0638 0.5575 0.7442 0.017 Uiso 1 1 calc R . .
C9 C -0.09974(10) 0.39458(17) 0.67962(7) 0.0156(4) Uani 1 1 d . . .
H9A H -0.0555 0.3956 0.6593 0.019 Uiso 1 1 calc R . .
H9B H -0.1258 0.3258 0.6699 0.019 Uiso 1 1 calc R . .
C10 C -0.14620(10) 0.49330(17) 0.66103(7) 0.0173(4) Uani 1 1 d . . .
C11 C -0.22229(10) 0.48855(19) 0.66123(8) 0.0218(4) Uani 1 1 d . . .
H11A H -0.2451 0.4239 0.6737 0.026 Uiso 1 1 calc R . .
C12 C -0.26410(11) 0.5796(2) 0.64304(9) 0.0291(5) Uani 1 1 d . . .
H12A H -0.3147 0.5763 0.6443 0.035 Uiso 1 1 calc R . .
C13 C -0.23126(12) 0.6747(2) 0.62309(9) 0.0296(5) Uani 1 1 d . . .
H13A H -0.2596 0.7350 0.6104 0.036 Uiso 1 1 calc R . .
C14 C -0.15609(12) 0.68019(19) 0.62196(8) 0.0251(5) Uani 1 1 d . . .
H14A H -0.1337 0.7444 0.6085 0.030 Uiso 1 1 calc R . .
C15 C -0.11404(10) 0.59039(17) 0.64074(8) 0.0200(4) Uani 1 1 d . . .
H15A H -0.0635 0.5949 0.6398 0.024 Uiso 1 1 calc R . .
C16 C -0.02416(10) 0.21606(17) 0.94523(7) 0.0174(4) Uani 1 1 d . . .
C17 C 0.05529(10) 0.2272(2) 0.92824(8) 0.0247(5) Uani 1 1 d . . .
H17A H 0.0574 0.2181 0.8896 0.037 Uiso 1 1 calc R . .
H17B H 0.0845 0.1700 0.9461 0.037 Uiso 1 1 calc R . .
H17C H 0.0736 0.3004 0.9384 0.037 Uiso 1 1 calc R . .
C18 C -0.05000(12) 0.09536(18) 0.93243(8) 0.0257(5) Uani 1 1 d . . .
H18A H -0.0503 0.0832 0.8939 0.039 Uiso 1 1 calc R . .
H18B H -0.0984 0.0851 0.9452 0.039 Uiso 1 1 calc R . .
H18C H -0.0175 0.0424 0.9502 0.039 Uiso 1 1 calc R . .
C19 C -0.02446(12) 0.2315(2) 1.00711(8) 0.0277(5) Uani 1 1 d . . .
H19A H -0.0086 0.3066 1.0163 0.042 Uiso 1 1 calc R . .
H19B H 0.0080 0.1777 1.0243 0.042 Uiso 1 1 calc R . .
H19C H -0.0730 0.2200 1.0194 0.042 Uiso 1 1 calc R . .
C20 C -0.22039(10) 0.52196(18) 0.95245(8) 0.0195(4) Uani 1 1 d . . .
C21 C -0.2962(3) 0.4607(4) 0.9545(2) 0.0347(12) Uani 0.754(11) 1 d P A 1
H21A H -0.3122 0.4392 0.9184 0.052 Uiso 0.754(11) 1 calc PR A 1
H21B H -0.3313 0.5109 0.9695 0.052 Uiso 0.754(11) 1 calc PR A 1
H21C H -0.2914 0.3945 0.9769 0.052 Uiso 0.754(11) 1 calc PR A 1
C22 C -0.1910(3) 0.5400(5) 1.0105(2) 0.0453(15) Uani 0.754(11) 1 d P A 1
H22A H -0.1443 0.5765 1.0099 0.068 Uiso 0.754(11) 1 calc PR A 1
H22B H -0.1858 0.4683 1.0285 0.068 Uiso 0.754(11) 1 calc PR A 1
H22C H -0.2242 0.5865 1.0297 0.068 Uiso 0.754(11) 1 calc PR A 1
C23 C -0.2348(7) 0.6373(10) 0.9254(7) 0.0430(19) Uani 0.754(11) 1 d P A 1
H23A H -0.1901 0.6791 0.9246 0.065 Uiso 0.754(11) 1 calc PR A 1
H23B H -0.2696 0.6786 0.9458 0.065 Uiso 0.754(11) 1 calc PR A 1
H23C H -0.2539 0.6261 0.8890 0.065 Uiso 0.754(11) 1 calc PR A 1
C21' C -0.2758(8) 0.4520(13) 0.9769(7) 0.0347(12) Uani 0.246(11) 1 d P A 2
H21D H -0.2583 0.4272 1.0121 0.052 Uiso 0.246(11) 1 calc PR A 2
H21E H -0.2858 0.3876 0.9541 0.052 Uiso 0.246(11) 1 calc PR A 2
H21F H -0.3196 0.4953 0.9804 0.052 Uiso 0.246(11) 1 calc PR A 2
C22' C -0.1697(9) 0.5788(16) 0.9974(7) 0.0453(15) Uani 0.246(11) 1 d P A 2
H22D H -0.1268 0.6079 0.9812 0.068 Uiso 0.246(11) 1 calc PR A 2
H22E H -0.1559 0.5239 1.0245 0.068 Uiso 0.246(11) 1 calc PR A 2
H22F H -0.1955 0.6395 1.0140 0.068 Uiso 0.246(11) 1 calc PR A 2
C23' C -0.248(2) 0.618(3) 0.921(2) 0.0430(19) Uani 0.246(11) 1 d P A 2
H23D H -0.2083 0.6703 0.9157 0.065 Uiso 0.246(11) 1 calc PR A 2
H23E H -0.2851 0.6554 0.9406 0.065 Uiso 0.246(11) 1 calc PR A 2
H23F H -0.2670 0.5930 0.8866 0.065 Uiso 0.246(11) 1 calc PR A 2
C24 C -0.12953(12) 0.0369(2) 0.71484(9) 0.0319(5) Uani 1 1 d . . .
H24A H -0.1269 0.0125 0.6774 0.038 Uiso 1 1 calc R . .
H24B H -0.1777 0.0685 0.7193 0.038 Uiso 1 1 calc R . .
C25 C -0.12091(11) -0.06496(18) 0.75109(9) 0.0243(5) Uani 1 1 d . . .
C26 C -0.16222(11) -0.16075(19) 0.73918(10) 0.0316(5) Uani 1 1 d . . .
H26A H -0.1933 -0.1612 0.7085 0.038 Uiso 1 1 calc R . .
C27 C -0.15804(13) -0.2551(2) 0.77192(12) 0.0384(6) Uani 1 1 d . . .
H27A H -0.1863 -0.3182 0.7634 0.046 Uiso 1 1 calc R . .
C28 C -0.11197(15) -0.2558(2) 0.81726(12) 0.0408(7) Uani 1 1 d . . .
H28A H -0.1091 -0.3192 0.8395 0.049 Uiso 1 1 calc R . .
C29 C -0.06979(15) -0.1613(2) 0.82977(10) 0.0392(6) Uani 1 1 d . . .
H29A H -0.0384 -0.1615 0.8603 0.047 Uiso 1 1 calc R . .
C30 C -0.07444(13) -0.06664(19) 0.79656(9) 0.0314(5) Uani 1 1 d . . .
H30A H -0.0460 -0.0036 0.8050 0.038 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zr O2 1.9384(13) 2_556 ?
Zr O2 1.9384(13) . ?
Zr O1 2.0412(12) . ?
Zr O1 2.0412(12) 2_556 ?
Zr N1 2.4672(15) . ?
Zr N1 2.4673(15) 2_556 ?
O1 C1 1.347(2) . ?
O2 C24 1.385(2) . ?
N1 C8 1.482(2) . ?
N1 C7 1.500(2) . ?
N1 C9 1.505(2) . ?
C1 C6 1.403(3) . ?
C1 C2 1.412(2) . ?
C2 C3 1.401(3) . ?
C2 C16 1.538(3) . ?
C3 C4 1.394(3) . ?
C3 H3A 0.9300 . ?
C4 C5 1.389(3) . ?
C4 C20 1.541(3) . ?
C5 C6 1.393(2) . ?
C5 H5A 0.9300 . ?
C6 C7 1.510(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C8 1.512(3) 2_556 ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.508(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C15 1.394(3) . ?
C10 C11 1.397(3) . ?
C11 C12 1.388(3) . ?
C11 H11A 0.9300 . ?
C12 C13 1.377(3) . ?
C12 H12A 0.9300 . ?
C13 C14 1.382(3) . ?
C13 H13A 0.9300 . ?
C14 C15 1.383(3) . ?
C14 H14A 0.9300 . ?
C15 H15A 0.9300 . ?
C16 C17 1.537(3) . ?
C16 C19 1.535(3) . ?
C16 C18 1.535(3) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C23' 1.45(5) . ?
C20 C21' 1.458(14) . ?
C20 C22 1.524(5) . ?
C20 C23 1.538(15) . ?
C20 C22' 1.570(17) . ?
C20 C21 1.571(5) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C21' H21D 0.9600 . ?
C21' H21E 0.9600 . ?
C21' H21F 0.9600 . ?
C22' H22D 0.9600 . ?
C22' H22E 0.9600 . ?
C22' H22F 0.9600 . ?
C23' H23D 0.9600 . ?
C23' H23E 0.9600 . ?
C23' H23F 0.9600 . ?
C24 C25 1.505(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C30 1.382(3) . ?
C25 C26 1.390(3) . ?
C26 C27 1.378(4) . ?
C26 H26A 0.9300 . ?
C27 C28 1.375(4) . ?
C27 H27A 0.9300 . ?
C28 C29 1.388(4) . ?
C28 H28A 0.9300 . ?
C29 C30 1.389(3) . ?
C29 H29A 0.9300 . ?
C30 H30A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Zr O2 105.87(8) 2_556 . ?
O2 Zr O1 92.94(5) 2_556 . ?
O2 Zr O1 95.80(5) . . ?
O2 Zr O1 95.80(5) 2_556 2_556 ?
O2 Zr O1 92.94(5) . 2_556 ?
O1 Zr O1 165.49(7) . 2_556 ?
O2 Zr N1 160.69(5) 2_556 . ?
O2 Zr N1 91.83(5) . . ?
O1 Zr N1 77.33(5) . . ?
O1 Zr N1 90.85(5) 2_556 . ?
O2 Zr N1 91.83(5) 2_556 2_556 ?
O2 Zr N1 160.69(5) . 2_556 ?
O1 Zr N1 90.85(5) . 2_556 ?
O1 Zr N1 77.33(5) 2_556 2_556 ?
N1 Zr N1 71.94(7) . 2_556 ?
C1 O1 Zr 145.60(11) . . ?
C24 O2 Zr 168.36(14) . . ?
C8 N1 C7 109.93(13) . . ?
C8 N1 C9 112.48(14) . . ?
C7 N1 C9 108.90(13) . . ?
C8 N1 Zr 110.88(10) . . ?
C7 N1 Zr 108.52(11) . . ?
C9 N1 Zr 105.98(10) . . ?
O1 C1 C6 118.08(16) . . ?
O1 C1 C2 122.13(16) . . ?
C6 C1 C2 119.78(16) . . ?
C3 C2 C1 117.01(16) . . ?
C3 C2 C16 121.01(16) . . ?
C1 C2 C16 121.89(16) . . ?
C4 C3 C2 124.37(17) . . ?
C4 C3 H3A 117.8 . . ?
C2 C3 H3A 117.8 . . ?
C5 C4 C3 116.72(16) . . ?
C5 C4 C20 121.44(17) . . ?
C3 C4 C20 121.73(16) . . ?
C4 C5 C6 121.60(17) . . ?
C4 C5 H5A 119.2 . . ?
C6 C5 H5A 119.2 . . ?
C5 C6 C1 120.42(16) . . ?
C5 C6 C7 119.08(16) . . ?
C1 C6 C7 120.46(16) . . ?
N1 C7 C6 114.78(14) . . ?
N1 C7 H7A 108.6 . . ?
C6 C7 H7A 108.6 . . ?
N1 C7 H7B 108.6 . . ?
C6 C7 H7B 108.6 . . ?
H7A C7 H7B 107.5 . . ?
N1 C8 C8 111.16(11) . 2_556 ?
N1 C8 H8A 109.4 . . ?
C8 C8 H8A 109.4 2_556 . ?
N1 C8 H8B 109.4 . . ?
C8 C8 H8B 109.4 2_556 . ?
H8A C8 H8B 108.0 . . ?
C10 C9 N1 117.26(15) . . ?
C10 C9 H9A 108.0 . . ?
N1 C9 H9A 108.0 . . ?
C10 C9 H9B 108.0 . . ?
N1 C9 H9B 108.0 . . ?
H9A C9 H9B 107.2 . . ?
C15 C10 C11 118.10(18) . . ?
C15 C10 C9 120.43(16) . . ?
C11 C10 C9 121.41(18) . . ?
C12 C11 C10 120.51(19) . . ?
C12 C11 H11A 119.7 . . ?
C10 C11 H11A 119.7 . . ?
C13 C12 C11 120.47(19) . . ?
C13 C12 H12A 119.8 . . ?
C11 C12 H12A 119.8 . . ?
C12 C13 C14 119.7(2) . . ?
C12 C13 H13A 120.1 . . ?
C14 C13 H13A 120.1 . . ?
C15 C14 C13 120.1(2) . . ?
C15 C14 H14A 120.0 . . ?
C13 C14 H14A 120.0 . . ?
C14 C15 C10 121.06(18) . . ?
C14 C15 H15A 119.5 . . ?
C10 C15 H15A 119.5 . . ?
C17 C16 C19 107.38(16) . . ?
C17 C16 C18 108.21(17) . . ?
C19 C16 C18 107.60(17) . . ?
C17 C16 C2 112.05(15) . . ?
C19 C16 C2 112.32(16) . . ?
C18 C16 C2 109.11(16) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C23' C20 C21' 115.7(17) . . ?
C23' C20 C22 119.3(19) . . ?
C21' C20 C22 85.4(6) . . ?
C23' C20 C23 12.5(19) . . ?
C21' C20 C23 124.9(7) . . ?
C22 C20 C23 109.3(6) . . ?
C23' C20 C4 111(2) . . ?
C21' C20 C4 109.6(6) . . ?
C22 C20 C4 112.8(2) . . ?
C23 C20 C4 111.9(6) . . ?
C23' C20 C22' 102.6(18) . . ?
C21' C20 C22' 110.9(8) . . ?
C22 C20 C22' 25.8(6) . . ?
C23 C20 C22' 90.7(8) . . ?
C4 C20 C22' 106.0(6) . . ?
C23' C20 C21 95.4(15) . . ?
C21' C20 C21 24.9(6) . . ?
C22 C20 C21 108.5(3) . . ?
C23 C20 C21 106.6(4) . . ?
C4 C20 C21 107.4(2) . . ?
C22' C20 C21 132.6(6) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C20 C21' H21D 109.5 . . ?
C20 C21' H21E 109.5 . . ?
H21D C21' H21E 109.5 . . ?
C20 C21' H21F 109.5 . . ?
H21D C21' H21F 109.5 . . ?
H21E C21' H21F 109.5 . . ?
C20 C22' H22D 109.5 . . ?
C20 C22' H22E 109.5 . . ?
H22D C22' H22E 109.5 . . ?
C20 C22' H22F 109.5 . . ?
H22D C22' H22F 109.5 . . ?
H22E C22' H22F 109.5 . . ?
C20 C23' H23D 109.5 . . ?
C20 C23' H23E 109.5 . . ?
H23D C23' H23E 109.5 . . ?
C20 C23' H23F 109.5 . . ?
H23D C23' H23F 109.5 . . ?
H23E C23' H23F 109.5 . . ?
O2 C24 C25 114.90(18) . . ?
O2 C24 H24A 108.5 . . ?
C25 C24 H24A 108.5 . . ?
O2 C24 H24B 108.5 . . ?
C25 C24 H24B 108.5 . . ?
H24A C24 H24B 107.5 . . ?
C30 C25 C26 118.3(2) . . ?
C30 C25 C24 122.69(19) . . ?
C26 C25 C24 119.0(2) . . ?
C27 C26 C25 121.4(2) . . ?
C27 C26 H26A 119.3 . . ?
C25 C26 H26A 119.3 . . ?
C28 C27 C26 119.9(2) . . ?
C28 C27 H27A 120.0 . . ?
C26 C27 H27A 120.0 . . ?
C27 C28 C29 119.8(2) . . ?
C27 C28 H28A 120.1 . . ?
C29 C28 H28A 120.1 . . ?
C30 C29 C28 119.9(3) . . ?
C30 C29 H29A 120.0 . . ?
C28 C29 H29A 120.0 . . ?
C25 C30 C29 120.7(2) . . ?
C25 C30 H30A 119.6 . . ?
C29 C30 H30A 119.6 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.518
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.054
_chemical_properties_physical    'Air-sensitive, Moisture-sensitive'
