# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2017

####################################################################### 
# 
# 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/access/V1 
# 
# Audit and citation data items may have 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_ACP58
_database_code_depnum_ccdc_archive 'CCDC 1561078'
_audit_update_record             
;
2017-07-09 deposited with the CCDC.
2017-12-18 downloaded from the CCDC.
;

_audit_creation_date             2012-12-21T09:37:02-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C17 H22 Cl3 N3 O Zr'
_chemical_formula_sum            'C17 H22 Cl3 N3 O Zr'
_chemical_formula_weight         481.95
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/a'
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, -y-1/2, z'

_cell_length_a                   7.4895(4)
_cell_length_b                   28.0652(15)
_cell_length_c                   9.2016(6)
_cell_angle_alpha                90
_cell_angle_beta                 91.862(2)
_cell_angle_gamma                90
_cell_volume                     1933.10(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4869
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      27.45
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.08
_exptl_crystal_density_diffrn    1.656
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             976
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.994
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.829
_exptl_absorpt_correction_T_max  0.924


#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_measurement_device_type  'APEXII, Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_detector                 'CCD plate'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_reflns_av_R_equivalents  0.0442
_diffrn_reflns_av_unetI/netI     0.0462
_diffrn_reflns_number            17213
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.08
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_reflns_number_total             4429
_reflns_number_gt                3569
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2 (Bruker, 2006)'
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2006)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2006)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  
;
           WinGX publication routines (Farrugia, 1999),
           CRYSCAL (T. Roisnel, local program)
;

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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)+(0.0274P)²+0.4301P] 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_number_reflns         4429
_refine_ls_number_parameters     226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0323
_refine_ls_wR_factor_ref         0.0712
_refine_ls_wR_factor_gt          0.0654
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.497
_refine_diff_density_min         -0.434
_refine_diff_density_rms         0.08


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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'
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'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zr1 Zr 0.29274(3) 0.130635(7) 0.53856(3) 0.02005(8) Uani 1 1 d . . .
Cl2 Cl 0.13461(8) 0.06643(2) 0.65661(7) 0.02771(15) Uani 1 1 d . . .
Cl3 Cl 0.37730(9) 0.19435(2) 0.37588(7) 0.02964(15) Uani 1 1 d . . .
Cl4 Cl 0.59899(8) 0.09527(2) 0.55296(7) 0.02918(15) Uani 1 1 d . . .
N1 N 0.4055(3) 0.16071(7) 0.7490(2) 0.0265(5) Uani 1 1 d . . .
C2 C 0.5496(4) 0.15245(10) 0.8389(3) 0.0327(6) Uani 1 1 d . . .
H2 H 0.6426 0.1306 0.8186 0.039 Uiso 1 1 calc R . .
C3 C 0.5440(4) 0.17973(10) 0.9634(3) 0.0372(7) Uani 1 1 d . . .
H3 H 0.6302 0.1801 1.0414 0.045 Uiso 1 1 calc R . .
C4 C 0.3874(4) 0.20661(9) 0.9527(3) 0.0349(7) Uani 1 1 d . . .
H4 H 0.3459 0.2288 1.0218 0.042 Uiso 1 1 calc R . .
C5 C 0.3047(4) 0.19433(8) 0.8209(3) 0.0283(6) Uani 1 1 d . . .
C6 C 0.1411(3) 0.20664(8) 0.7524(3) 0.0274(6) Uani 1 1 d . . .
H6 H 0.0666 0.2303 0.7927 0.033 Uiso 1 1 calc R . .
N7 N 0.0939(3) 0.18507(6) 0.6330(2) 0.0235(5) Uani 1 1 d . . .
C8 C -0.0826(3) 0.19625(8) 0.5675(3) 0.0287(6) Uani 1 1 d . . .
H8A H -0.1079 0.2307 0.5779 0.034 Uiso 1 1 calc R . .
H8B H -0.1762 0.1781 0.6172 0.034 Uiso 1 1 calc R . .
C9 C -0.0828(3) 0.18294(8) 0.4093(3) 0.0270(6) Uani 1 1 d . . .
H9A H -0.2061 0.1831 0.3673 0.032 Uiso 1 1 calc R . .
H9B H -0.01 0.2058 0.3545 0.032 Uiso 1 1 calc R . .
N10 N -0.0050(3) 0.13422(6) 0.4019(2) 0.0214(4) Uani 1 1 d . . .
H10 H -0.0789 0.1165 0.4607 0.026 Uiso 1 1 calc R . .
C11 C -0.0335(3) 0.11228(8) 0.2604(3) 0.0210(5) Uani 1 1 d . . .
C12 C 0.0035(3) 0.13669(8) 0.1338(3) 0.0268(6) Uani 1 1 d . . .
H12 H 0.0466 0.1685 0.1385 0.032 Uiso 1 1 calc R . .
C13 C -0.0227(4) 0.11438(9) 0.0005(3) 0.0318(6) Uani 1 1 d . . .
H13 H 0.004 0.1309 -0.0862 0.038 Uiso 1 1 calc R . .
C14 C -0.0870(3) 0.06847(9) -0.0073(3) 0.0303(6) Uani 1 1 d . . .
H14 H -0.1057 0.0536 -0.0992 0.036 Uiso 1 1 calc R . .
C15 C -0.1242(3) 0.04410(9) 0.1186(3) 0.0271(6) Uani 1 1 d . . .
H15 H -0.1673 0.0123 0.1133 0.033 Uiso 1 1 calc R . .
C16 C -0.0987(3) 0.06609(8) 0.2530(3) 0.0232(5) Uani 1 1 d . . .
H16 H -0.1258 0.0495 0.3395 0.028 Uiso 1 1 calc R . .
O21 O 0.3103(2) 0.08010(5) 0.34292(18) 0.0219(4) Uani 1 1 d . . .
C22 C 0.3156(3) 0.02768(8) 0.3582(3) 0.0254(6) Uani 1 1 d . . .
H22A H 0.1933 0.0143 0.3522 0.031 Uiso 1 1 calc R . .
H22B H 0.3725 0.0185 0.4527 0.031 Uiso 1 1 calc R . .
C23 C 0.4238(3) 0.00990(8) 0.2345(3) 0.0298(6) Uani 1 1 d . . .
H23A H 0.3776 -0.021 0.1975 0.036 Uiso 1 1 calc R . .
H23B H 0.5511 0.0061 0.2648 0.036 Uiso 1 1 calc R . .
C24 C 0.4005(3) 0.04877(8) 0.1200(3) 0.0292(6) Uani 1 1 d . . .
H24A H 0.4982 0.0482 0.0501 0.035 Uiso 1 1 calc R . .
H24B H 0.2843 0.0459 0.0663 0.035 Uiso 1 1 calc R . .
C25 C 0.4083(3) 0.09303(8) 0.2129(3) 0.0259(6) Uani 1 1 d . . .
H25A H 0.5335 0.1016 0.239 0.031 Uiso 1 1 calc R . .
H25B H 0.3505 0.1202 0.1616 0.031 Uiso 1 1 calc R . .





#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 N1 2.251(2) . ?
Zr1 O21 2.2989(16) . ?
Zr1 N7 2.3221(19) . ?
Zr1 Cl3 2.4291(6) . ?
Zr1 Cl2 2.4318(6) . ?
Zr1 Cl4 2.4987(7) . ?
Zr1 N10 2.526(2) . ?
N1 C2 1.359(3) . ?
N1 C5 1.389(3) . ?
C2 C3 1.379(4) . ?
C2 H2 0.95 . ?
C3 C4 1.395(4) . ?
C3 H3 0.95 . ?
C4 C5 1.388(4) . ?
C4 H4 0.95 . ?
C5 C6 1.403(4) . ?
C6 N7 1.293(3) . ?
C6 H6 0.95 . ?
N7 C8 1.468(3) . ?
C8 C9 1.503(3) . ?
C8 H8A 0.99 . ?
C8 H8B 0.99 . ?
C9 N10 1.489(3) . ?
C9 H9A 0.99 . ?
C9 H9B 0.99 . ?
N10 C11 1.450(3) . ?
N10 H10 0.93 . ?
C11 C16 1.386(3) . ?
C11 C12 1.387(3) . ?
C12 C13 1.386(4) . ?
C12 H12 0.95 . ?
C13 C14 1.377(4) . ?
C13 H13 0.95 . ?
C14 C15 1.382(4) . ?
C14 H14 0.95 . ?
C15 C16 1.390(3) . ?
C15 H15 0.95 . ?
C16 H16 0.95 . ?
O21 C25 1.469(3) . ?
O21 C22 1.478(3) . ?
C22 C23 1.505(3) . ?
C22 H22A 0.99 . ?
C22 H22B 0.99 . ?
C23 C24 1.522(4) . ?
C23 H23A 0.99 . ?
C23 H23B 0.99 . ?
C24 C25 1.508(3) . ?
C24 H24A 0.99 . ?
C24 H24B 0.99 . ?
C25 H25A 0.99 . ?
C25 H25B 0.99 . ?


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
N1 Zr1 O21 151.10(7) . . ?
N1 Zr1 N7 70.04(7) . . ?
O21 Zr1 N7 138.82(7) . . ?
N1 Zr1 Cl3 98.97(5) . . ?
O21 Zr1 Cl3 87.07(4) . . ?
N7 Zr1 Cl3 85.97(5) . . ?
N1 Zr1 Cl2 93.91(5) . . ?
O21 Zr1 Cl2 86.19(4) . . ?
N7 Zr1 Cl2 89.58(5) . . ?
Cl3 Zr1 Cl2 164.00(2) . . ?
N1 Zr1 Cl4 77.61(6) . . ?
O21 Zr1 Cl4 73.79(4) . . ?
N7 Zr1 Cl4 147.18(5) . . ?
Cl3 Zr1 Cl4 93.89(2) . . ?
Cl2 Zr1 Cl4 98.14(2) . . ?
N1 Zr1 N10 135.52(7) . . ?
O21 Zr1 N10 72.95(6) . . ?
N7 Zr1 N10 66.02(7) . . ?
Cl3 Zr1 N10 84.69(5) . . ?
Cl2 Zr1 N10 79.46(5) . . ?
Cl4 Zr1 N10 146.73(5) . . ?
C2 N1 C5 105.0(2) . . ?
C2 N1 Zr1 136.74(18) . . ?
C5 N1 Zr1 118.04(17) . . ?
N1 C2 C3 111.5(3) . . ?
N1 C2 H2 124.3 . . ?
C3 C2 H2 124.3 . . ?
C2 C3 C4 106.9(2) . . ?
C2 C3 H3 126.6 . . ?
C4 C3 H3 126.6 . . ?
C5 C4 C3 106.1(2) . . ?
C5 C4 H4 127 . . ?
C3 C4 H4 127 . . ?
C4 C5 N1 110.6(2) . . ?
C4 C5 C6 133.7(3) . . ?
N1 C5 C6 115.7(2) . . ?
N7 C6 C5 118.5(2) . . ?
N7 C6 H6 120.7 . . ?
C5 C6 H6 120.7 . . ?
C6 N7 C8 117.8(2) . . ?
C6 N7 Zr1 117.70(17) . . ?
C8 N7 Zr1 124.50(15) . . ?
N7 C8 C9 108.5(2) . . ?
N7 C8 H8A 110 . . ?
C9 C8 H8A 110 . . ?
N7 C8 H8B 110 . . ?
C9 C8 H8B 110 . . ?
H8A C8 H8B 108.4 . . ?
N10 C9 C8 106.5(2) . . ?
N10 C9 H9A 110.4 . . ?
C8 C9 H9A 110.4 . . ?
N10 C9 H9B 110.4 . . ?
C8 C9 H9B 110.4 . . ?
H9A C9 H9B 108.6 . . ?
C11 N10 C9 112.62(19) . . ?
C11 N10 Zr1 122.14(14) . . ?
C9 N10 Zr1 110.76(14) . . ?
C11 N10 H10 102.8 . . ?
C9 N10 H10 102.8 . . ?
Zr1 N10 H10 102.8 . . ?
C16 C11 C12 120.0(2) . . ?
C16 C11 N10 118.9(2) . . ?
C12 C11 N10 121.1(2) . . ?
C13 C12 C11 119.6(2) . . ?
C13 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
C14 C13 C12 120.6(2) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C15 119.9(2) . . ?
C13 C14 H14 120 . . ?
C15 C14 H14 120 . . ?
C14 C15 C16 120.0(2) . . ?
C14 C15 H15 120 . . ?
C16 C15 H15 120 . . ?
C11 C16 C15 119.8(2) . . ?
C11 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C25 O21 C22 108.11(16) . . ?
C25 O21 Zr1 121.87(12) . . ?
C22 O21 Zr1 122.78(14) . . ?
O21 C22 C23 105.75(19) . . ?
O21 C22 H22A 110.6 . . ?
C23 C22 H22A 110.6 . . ?
O21 C22 H22B 110.6 . . ?
C23 C22 H22B 110.6 . . ?
H22A C22 H22B 108.7 . . ?
C22 C23 C24 103.5(2) . . ?
C22 C23 H23A 111.1 . . ?
C24 C23 H23A 111.1 . . ?
C22 C23 H23B 111.1 . . ?
C24 C23 H23B 111.1 . . ?
H23A C23 H23B 109 . . ?
C25 C24 C23 101.3(2) . . ?
C25 C24 H24A 111.5 . . ?
C23 C24 H24A 111.5 . . ?
C25 C24 H24B 111.5 . . ?
C23 C24 H24B 111.5 . . ?
H24A C24 H24B 109.3 . . ?
O21 C25 C24 104.29(19) . . ?
O21 C25 H25A 110.9 . . ?
C24 C25 H25A 110.9 . . ?
O21 C25 H25B 110.9 . . ?
C24 C25 H25B 110.9 . . ?
H25A C25 H25B 108.9 . . ?


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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O21 Zr1 N1 C2 -4.2(3) . . . . ?
N7 Zr1 N1 C2 173.2(3) . . . . ?
Cl3 Zr1 N1 C2 -104.5(2) . . . . ?
Cl2 Zr1 N1 C2 85.0(2) . . . . ?
Cl4 Zr1 N1 C2 -12.5(2) . . . . ?
N10 Zr1 N1 C2 164.0(2) . . . . ?
O21 Zr1 N1 C5 -177.80(14) . . . . ?
N7 Zr1 N1 C5 -0.47(16) . . . . ?
Cl3 Zr1 N1 C5 81.89(17) . . . . ?
Cl2 Zr1 N1 C5 -88.59(17) . . . . ?
Cl4 Zr1 N1 C5 173.93(17) . . . . ?
N10 Zr1 N1 C5 -9.7(2) . . . . ?
C5 N1 C2 C3 -0.5(3) . . . . ?
Zr1 N1 C2 C3 -174.64(18) . . . . ?
N1 C2 C3 C4 0.4(3) . . . . ?
C2 C3 C4 C5 -0.1(3) . . . . ?
C3 C4 C5 N1 -0.2(3) . . . . ?
C3 C4 C5 C6 175.6(3) . . . . ?
C2 N1 C5 C4 0.4(3) . . . . ?
Zr1 N1 C5 C4 175.89(16) . . . . ?
C2 N1 C5 C6 -176.3(2) . . . . ?
Zr1 N1 C5 C6 -0.8(3) . . . . ?
C4 C5 C6 N7 -173.2(3) . . . . ?
N1 C5 C6 N7 2.5(3) . . . . ?
C5 C6 N7 C8 176.3(2) . . . . ?
C5 C6 N7 Zr1 -3.0(3) . . . . ?
N1 Zr1 N7 C6 1.83(17) . . . . ?
O21 Zr1 N7 C6 179.87(15) . . . . ?
Cl3 Zr1 N7 C6 -99.24(17) . . . . ?
Cl2 Zr1 N7 C6 96.14(17) . . . . ?
Cl4 Zr1 N7 C6 -8.3(2) . . . . ?
N10 Zr1 N7 C6 174.78(19) . . . . ?
N1 Zr1 N7 C8 -177.4(2) . . . . ?
O21 Zr1 N7 C8 0.6(2) . . . . ?
Cl3 Zr1 N7 C8 81.51(18) . . . . ?
Cl2 Zr1 N7 C8 -83.11(18) . . . . ?
Cl4 Zr1 N7 C8 172.43(14) . . . . ?
N10 Zr1 N7 C8 -4.47(17) . . . . ?
C6 N7 C8 C9 158.9(2) . . . . ?
Zr1 N7 C8 C9 -21.9(3) . . . . ?
N7 C8 C9 N10 47.3(3) . . . . ?
C8 C9 N10 C11 166.79(19) . . . . ?
C8 C9 N10 Zr1 -52.5(2) . . . . ?
N1 Zr1 N10 C11 176.63(15) . . . . ?
O21 Zr1 N10 C11 -9.34(16) . . . . ?
N7 Zr1 N10 C11 167.16(18) . . . . ?
Cl3 Zr1 N10 C11 79.22(16) . . . . ?
Cl2 Zr1 N10 C11 -98.56(16) . . . . ?
Cl4 Zr1 N10 C11 -9.8(2) . . . . ?
N1 Zr1 N10 C9 40.24(19) . . . . ?
O21 Zr1 N10 C9 -145.72(17) . . . . ?
N7 Zr1 N10 C9 30.77(15) . . . . ?
Cl3 Zr1 N10 C9 -57.17(15) . . . . ?
Cl2 Zr1 N10 C9 125.05(16) . . . . ?
Cl4 Zr1 N10 C9 -146.17(13) . . . . ?
C9 N10 C11 C16 -131.7(2) . . . . ?
Zr1 N10 C11 C16 92.6(2) . . . . ?
C9 N10 C11 C12 48.4(3) . . . . ?
Zr1 N10 C11 C12 -87.3(2) . . . . ?
C16 C11 C12 C13 -0.9(4) . . . . ?
N10 C11 C12 C13 179.0(2) . . . . ?
C11 C12 C13 C14 0.8(4) . . . . ?
C12 C13 C14 C15 -0.7(4) . . . . ?
C13 C14 C15 C16 0.7(4) . . . . ?
C12 C11 C16 C15 1.0(4) . . . . ?
N10 C11 C16 C15 -178.9(2) . . . . ?
C14 C15 C16 C11 -0.9(4) . . . . ?
N1 Zr1 O21 C25 -84.7(2) . . . . ?
N7 Zr1 O21 C25 99.11(17) . . . . ?
Cl3 Zr1 O21 C25 18.63(15) . . . . ?
Cl2 Zr1 O21 C25 -175.89(15) . . . . ?
Cl4 Zr1 O21 C25 -76.28(15) . . . . ?
N10 Zr1 O21 C25 103.98(16) . . . . ?
N1 Zr1 O21 C22 62.0(2) . . . . ?
N7 Zr1 O21 C22 -114.22(16) . . . . ?
Cl3 Zr1 O21 C22 165.30(15) . . . . ?
Cl2 Zr1 O21 C22 -29.22(15) . . . . ?
Cl4 Zr1 O21 C22 70.39(15) . . . . ?
N10 Zr1 O21 C22 -109.36(16) . . . . ?
C25 O21 C22 C23 1.2(2) . . . . ?
Zr1 O21 C22 C23 -149.38(15) . . . . ?
O21 C22 C23 C24 -25.5(2) . . . . ?
C22 C23 C24 C25 39.4(2) . . . . ?
C22 O21 C25 C24 23.9(2) . . . . ?
Zr1 O21 C25 C24 174.82(14) . . . . ?
C23 C24 C25 O21 -38.9(2) . . . . ?


####################################################################### 
# 
# 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/access/V1 
# 
# Audit and citation data items may have 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_ACPL1ZR
_database_code_depnum_ccdc_archive 'CCDC 1561079'
_audit_update_record             
;
2017-07-09 deposited with the CCDC.
2017-12-18 downloaded from the CCDC.
;

_audit_creation_date             2012-11-27T14:02:04-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C17 H21 Cl2 N3 O Zr'
_chemical_formula_sum            'C17 H21 Cl2 N3 O Zr'
_chemical_formula_weight         445.49
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/a'
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, -y-1/2, z'

_cell_length_a                   15.6351(4)
_cell_length_b                   7.2529(2)
_cell_length_c                   16.5555(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.5510(10)
_cell_angle_gamma                90
_cell_volume                     1868.59(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    8176
_cell_measurement_theta_min      2.47
_cell_measurement_theta_max      27.47
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.24
_exptl_crystal_density_diffrn    1.584
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             904
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.883
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.692
_exptl_absorpt_correction_T_max  0.809


#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_measurement_device_type  'APEXII, Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_detector                 'CCD plate'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_reflns_av_R_equivalents  0.0247
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_number            14297
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.1
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_full        27.47
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_reflns_number_total             4264
_reflns_number_gt                3710
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2 (Bruker, 2006)'
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2006)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2006)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  
;
           WinGX publication routines (Farrugia, 1999),
           CRYSCAL (T. Roisnel, local program)
;

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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)+(0.0364P)²+1.1426P] 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_number_reflns         4264
_refine_ls_number_parameters     217
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0342
_refine_ls_R_factor_gt           0.0279
_refine_ls_wR_factor_ref         0.0753
_refine_ls_wR_factor_gt          0.0717
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.021
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         0.885
_refine_diff_density_min         -0.344
_refine_diff_density_rms         0.06


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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'
N N 0.0061 0.0033 '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'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zr1 Zr 0.422246(13) 0.32876(3) 0.248842(11) 0.02641(8) Uani 1 1 d . . .
Cl1 Cl 0.36792(4) 0.58847(8) 0.16216(4) 0.04752(16) Uani 1 1 d . . .
Cl2 Cl 0.54453(4) 0.49970(8) 0.31493(3) 0.03825(13) Uani 1 1 d . . .
O1 O 0.31278(9) 0.1674(2) 0.18727(8) 0.0313(3) Uani 1 1 d . . .
C2 C 0.26713(17) 0.0203(4) 0.22466(14) 0.0449(6) Uani 1 1 d . . .
H2A H 0.2416 0.0665 0.2732 0.054 Uiso 1 1 calc R . .
H2B H 0.3067 -0.0824 0.2412 0.054 Uiso 1 1 calc R . .
C3 C 0.19849(15) -0.0428(4) 0.16193(14) 0.0429(6) Uani 1 1 d . . .
H3A H 0.145 0.0292 0.1646 0.051 Uiso 1 1 calc R . .
H3B H 0.1857 -0.1754 0.1685 0.051 Uiso 1 1 calc R . .
C4 C 0.23760(16) -0.0075(4) 0.08279(13) 0.0436(6) Uani 1 1 d . . .
H4A H 0.2763 -0.1094 0.0702 0.052 Uiso 1 1 calc R . .
H4B H 0.1924 0.0077 0.0371 0.052 Uiso 1 1 calc R . .
C5 C 0.28711(16) 0.1694(4) 0.09940(13) 0.0449(6) Uani 1 1 d . . .
H5A H 0.3382 0.1731 0.0685 0.054 Uiso 1 1 calc R . .
H5B H 0.2505 0.2777 0.0842 0.054 Uiso 1 1 calc R . .
N11 N 0.49605(11) 0.2326(2) 0.15061(10) 0.0289(4) Uani 1 1 d . . .
C12 C 0.51173(14) 0.2993(3) 0.07649(12) 0.0330(5) Uani 1 1 d . . .
H12 H 0.4889 0.4112 0.0537 0.04 Uiso 1 1 calc R . .
C13 C 0.56513(15) 0.1824(3) 0.03915(13) 0.0372(5) Uani 1 1 d . . .
H13 H 0.5851 0.1988 -0.0128 0.045 Uiso 1 1 calc R . .
C14 C 0.58434(15) 0.0352(3) 0.09212(13) 0.0384(5) Uani 1 1 d . . .
H14 H 0.6201 -0.0675 0.0835 0.046 Uiso 1 1 calc R . .
C15 C 0.54073(13) 0.0686(3) 0.15997(12) 0.0288(4) Uani 1 1 d . . .
C16 C 0.53098(13) -0.0271(3) 0.23358(12) 0.0303(4) Uani 1 1 d . . .
H16 H 0.5578 -0.1428 0.2453 0.036 Uiso 1 1 calc R . .
N17 N 0.48400(11) 0.0508(2) 0.28345(10) 0.0276(4) Uani 1 1 d . . .
C18 C 0.46589(15) -0.0361(3) 0.36000(12) 0.0335(5) Uani 1 1 d . . .
H18A H 0.5179 -0.0981 0.3859 0.04 Uiso 1 1 calc R . .
H18B H 0.4196 -0.1289 0.3502 0.04 Uiso 1 1 calc R . .
C19 C 0.43810(15) 0.1182(3) 0.41381(12) 0.0326(5) Uani 1 1 d . . .
H19A H 0.4041 0.0683 0.4563 0.039 Uiso 1 1 calc R . .
H19B H 0.4889 0.1834 0.4404 0.039 Uiso 1 1 calc R . .
N20 N 0.38583(11) 0.2434(2) 0.36036(10) 0.0293(4) Uani 1 1 d . . .
C21 C 0.34906(14) 0.3992(3) 0.39228(12) 0.0303(4) Uani 1 1 d . . .
C22 C 0.37829(15) 0.4815(3) 0.46663(13) 0.0364(5) Uani 1 1 d . . .
H22 H 0.4231 0.4254 0.5009 0.044 Uiso 1 1 calc R . .
C23 C 0.34178(17) 0.6445(3) 0.48993(16) 0.0451(6) Uani 1 1 d . . .
H23 H 0.361 0.6977 0.5409 0.054 Uiso 1 1 calc R . .
C24 C 0.27816(17) 0.7310(4) 0.44061(18) 0.0509(7) Uani 1 1 d . . .
H24 H 0.2551 0.8449 0.4568 0.061 Uiso 1 1 calc R . .
C25 C 0.24791(17) 0.6523(3) 0.36771(18) 0.0463(6) Uani 1 1 d . . .
H25 H 0.204 0.7118 0.3335 0.056 Uiso 1 1 calc R . .
C26 C 0.28205(14) 0.4842(3) 0.34403(14) 0.0365(5) Uani 1 1 d . . .
H26 H 0.2595 0.4276 0.2948 0.044 Uiso 1 1 calc R . .





#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 N20 2.0783(16) . ?
Zr1 N11 2.1969(17) . ?
Zr1 O1 2.2363(15) . ?
Zr1 N17 2.2844(17) . ?
Zr1 Cl2 2.4464(6) . ?
Zr1 Cl1 2.4684(6) . ?
Zr1 C21 2.781(2) . ?
O1 C2 1.455(3) . ?
O1 C5 1.471(3) . ?
C2 C3 1.491(3) . ?
C2 H2A 0.99 . ?
C2 H2B 0.99 . ?
C3 C4 1.520(3) . ?
C3 H3A 0.99 . ?
C3 H3B 0.99 . ?
C4 C5 1.510(4) . ?
C4 H4A 0.99 . ?
C4 H4B 0.99 . ?
C5 H5A 0.99 . ?
C5 H5B 0.99 . ?
N11 C12 1.363(3) . ?
N11 C15 1.381(3) . ?
C12 C13 1.378(3) . ?
C12 H12 0.95 . ?
C13 C14 1.396(3) . ?
C13 H13 0.95 . ?
C14 C15 1.391(3) . ?
C14 H14 0.95 . ?
C15 C16 1.423(3) . ?
C16 N17 1.287(3) . ?
C16 H16 0.95 . ?
N17 C18 1.467(2) . ?
C18 C19 1.520(3) . ?
C18 H18A 0.99 . ?
C18 H18B 0.99 . ?
C19 N20 1.461(3) . ?
C19 H19A 0.99 . ?
C19 H19B 0.99 . ?
N20 C21 1.395(3) . ?
C21 C26 1.398(3) . ?
C21 C22 1.404(3) . ?
C22 C23 1.384(3) . ?
C22 H22 0.95 . ?
C23 C24 1.376(4) . ?
C23 H23 0.95 . ?
C24 C25 1.377(4) . ?
C24 H24 0.95 . ?
C25 C26 1.402(3) . ?
C25 H25 0.95 . ?
C26 H26 0.95 . ?


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
N20 Zr1 N11 140.50(7) . . ?
N20 Zr1 O1 89.17(6) . . ?
N11 Zr1 O1 85.99(6) . . ?
N20 Zr1 N17 70.10(6) . . ?
N11 Zr1 N17 70.48(6) . . ?
O1 Zr1 N17 86.48(6) . . ?
N20 Zr1 Cl2 91.33(5) . . ?
N11 Zr1 Cl2 92.77(5) . . ?
O1 Zr1 Cl2 178.55(4) . . ?
N17 Zr1 Cl2 92.41(5) . . ?
N20 Zr1 Cl1 129.45(5) . . ?
N11 Zr1 Cl1 89.30(5) . . ?
O1 Zr1 Cl1 85.94(4) . . ?
N17 Zr1 Cl1 158.85(4) . . ?
Cl2 Zr1 Cl1 94.78(2) . . ?
N20 Zr1 C21 29.03(7) . . ?
N11 Zr1 C21 168.34(7) . . ?
O1 Zr1 C21 97.20(6) . . ?
N17 Zr1 C21 98.44(6) . . ?
Cl2 Zr1 C21 83.88(5) . . ?
Cl1 Zr1 C21 102.08(5) . . ?
C2 O1 C5 109.26(17) . . ?
C2 O1 Zr1 125.12(13) . . ?
C5 O1 Zr1 124.68(13) . . ?
O1 C2 C3 106.16(19) . . ?
O1 C2 H2A 110.5 . . ?
C3 C2 H2A 110.5 . . ?
O1 C2 H2B 110.5 . . ?
C3 C2 H2B 110.5 . . ?
H2A C2 H2B 108.7 . . ?
C2 C3 C4 103.1(2) . . ?
C2 C3 H3A 111.2 . . ?
C4 C3 H3A 111.2 . . ?
C2 C3 H3B 111.2 . . ?
C4 C3 H3B 111.2 . . ?
H3A C3 H3B 109.1 . . ?
C5 C4 C3 103.19(19) . . ?
C5 C4 H4A 111.1 . . ?
C3 C4 H4A 111.1 . . ?
C5 C4 H4B 111.1 . . ?
C3 C4 H4B 111.1 . . ?
H4A C4 H4B 109.1 . . ?
O1 C5 C4 104.93(19) . . ?
O1 C5 H5A 110.8 . . ?
C4 C5 H5A 110.8 . . ?
O1 C5 H5B 110.8 . . ?
C4 C5 H5B 110.8 . . ?
H5A C5 H5B 108.8 . . ?
C12 N11 C15 105.88(17) . . ?
C12 N11 Zr1 134.98(15) . . ?
C15 N11 Zr1 119.13(13) . . ?
N11 C12 C13 110.8(2) . . ?
N11 C12 H12 124.6 . . ?
C13 C12 H12 124.6 . . ?
C12 C13 C14 106.96(19) . . ?
C12 C13 H13 126.5 . . ?
C14 C13 H13 126.5 . . ?
C15 C14 C13 106.4(2) . . ?
C15 C14 H14 126.8 . . ?
C13 C14 H14 126.8 . . ?
N11 C15 C14 109.98(19) . . ?
N11 C15 C16 114.92(18) . . ?
C14 C15 C16 135.1(2) . . ?
N17 C16 C15 116.75(19) . . ?
N17 C16 H16 121.6 . . ?
C15 C16 H16 121.6 . . ?
C16 N17 C18 122.34(17) . . ?
C16 N17 Zr1 118.69(13) . . ?
C18 N17 Zr1 118.92(13) . . ?
N17 C18 C19 106.24(16) . . ?
N17 C18 H18A 110.5 . . ?
C19 C18 H18A 110.5 . . ?
N17 C18 H18B 110.5 . . ?
C19 C18 H18B 110.5 . . ?
H18A C18 H18B 108.7 . . ?
N20 C19 C18 106.10(16) . . ?
N20 C19 H19A 110.5 . . ?
C18 C19 H19A 110.5 . . ?
N20 C19 H19B 110.5 . . ?
C18 C19 H19B 110.5 . . ?
H19A C19 H19B 108.7 . . ?
C21 N20 C19 120.04(17) . . ?
C21 N20 Zr1 104.68(13) . . ?
C19 N20 Zr1 122.55(13) . . ?
N20 C21 C26 117.02(19) . . ?
N20 C21 C22 124.4(2) . . ?
C26 C21 C22 118.4(2) . . ?
N20 C21 Zr1 46.29(9) . . ?
C26 C21 Zr1 86.59(13) . . ?
C22 C21 Zr1 134.48(14) . . ?
C23 C22 C21 120.0(2) . . ?
C23 C22 H22 120 . . ?
C21 C22 H22 120 . . ?
C24 C23 C22 121.2(2) . . ?
C24 C23 H23 119.4 . . ?
C22 C23 H23 119.4 . . ?
C23 C24 C25 119.9(2) . . ?
C23 C24 H24 120.1 . . ?
C25 C24 H24 120.1 . . ?
C24 C25 C26 119.9(3) . . ?
C24 C25 H25 120.1 . . ?
C26 C25 H25 120.1 . . ?
C21 C26 C25 120.5(2) . . ?
C21 C26 H26 119.7 . . ?
C25 C26 H26 119.7 . . ?


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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N20 Zr1 O1 C2 -18.40(18) . . . . ?
N11 Zr1 O1 C2 122.36(18) . . . . ?
N17 Zr1 O1 C2 51.71(17) . . . . ?
Cl1 Zr1 O1 C2 -148.06(17) . . . . ?
C21 Zr1 O1 C2 -46.37(18) . . . . ?
N20 Zr1 O1 C5 173.88(17) . . . . ?
N11 Zr1 O1 C5 -45.36(17) . . . . ?
N17 Zr1 O1 C5 -116.01(17) . . . . ?
Cl1 Zr1 O1 C5 44.22(16) . . . . ?
C21 Zr1 O1 C5 145.91(17) . . . . ?
C5 O1 C2 C3 -12.1(3) . . . . ?
Zr1 O1 C2 C3 178.53(14) . . . . ?
O1 C2 C3 C4 30.3(3) . . . . ?
C2 C3 C4 C5 -36.6(3) . . . . ?
C2 O1 C5 C4 -11.2(2) . . . . ?
Zr1 O1 C5 C4 158.15(14) . . . . ?
C3 C4 C5 O1 29.5(2) . . . . ?
N20 Zr1 N11 C12 175.53(18) . . . . ?
O1 Zr1 N11 C12 91.7(2) . . . . ?
N17 Zr1 N11 C12 179.4(2) . . . . ?
Cl2 Zr1 N11 C12 -89.0(2) . . . . ?
Cl1 Zr1 N11 C12 5.7(2) . . . . ?
C21 Zr1 N11 C12 -161.9(3) . . . . ?
N20 Zr1 N11 C15 -5.6(2) . . . . ?
O1 Zr1 N11 C15 -89.40(15) . . . . ?
N17 Zr1 N11 C15 -1.72(14) . . . . ?
Cl2 Zr1 N11 C15 89.86(15) . . . . ?
Cl1 Zr1 N11 C15 -175.38(15) . . . . ?
C21 Zr1 N11 C15 17.0(4) . . . . ?
C15 N11 C12 C13 -0.2(3) . . . . ?
Zr1 N11 C12 C13 178.78(15) . . . . ?
N11 C12 C13 C14 -0.2(3) . . . . ?
C12 C13 C14 C15 0.4(3) . . . . ?
C12 N11 C15 C14 0.5(2) . . . . ?
Zr1 N11 C15 C14 -178.68(15) . . . . ?
C12 N11 C15 C16 -178.41(18) . . . . ?
Zr1 N11 C15 C16 2.4(2) . . . . ?
C13 C14 C15 N11 -0.6(3) . . . . ?
C13 C14 C15 C16 178.0(2) . . . . ?
N11 C15 C16 N17 -1.6(3) . . . . ?
C14 C15 C16 N17 179.8(2) . . . . ?
C15 C16 N17 C18 177.55(19) . . . . ?
C15 C16 N17 Zr1 0.1(3) . . . . ?
N20 Zr1 N17 C16 178.20(18) . . . . ?
N11 Zr1 N17 C16 0.82(15) . . . . ?
O1 Zr1 N17 C16 87.81(16) . . . . ?
Cl2 Zr1 N17 C16 -91.26(16) . . . . ?
Cl1 Zr1 N17 C16 18.6(3) . . . . ?
C21 Zr1 N17 C16 -175.42(16) . . . . ?
N20 Zr1 N17 C18 0.70(15) . . . . ?
N11 Zr1 N17 C18 -176.68(16) . . . . ?
O1 Zr1 N17 C18 -89.69(15) . . . . ?
Cl2 Zr1 N17 C18 91.24(15) . . . . ?
Cl1 Zr1 N17 C18 -158.88(13) . . . . ?
C21 Zr1 N17 C18 7.08(16) . . . . ?
C16 N17 C18 C19 160.06(19) . . . . ?
Zr1 N17 C18 C19 -22.5(2) . . . . ?
N17 C18 C19 N20 38.3(2) . . . . ?
C18 C19 N20 C21 178.84(18) . . . . ?
C18 C19 N20 Zr1 -45.4(2) . . . . ?
N11 Zr1 N20 C21 170.81(12) . . . . ?
O1 Zr1 N20 C21 -106.52(14) . . . . ?
N17 Zr1 N20 C21 166.92(15) . . . . ?
Cl2 Zr1 N20 C21 74.84(13) . . . . ?
Cl1 Zr1 N20 C21 -22.47(16) . . . . ?
N11 Zr1 N20 C19 29.4(2) . . . . ?
O1 Zr1 N20 C19 112.11(16) . . . . ?
N17 Zr1 N20 C19 25.55(15) . . . . ?
Cl2 Zr1 N20 C19 -66.53(16) . . . . ?
Cl1 Zr1 N20 C19 -163.83(14) . . . . ?
C21 Zr1 N20 C19 -141.4(2) . . . . ?
C19 N20 C21 C26 -162.88(19) . . . . ?
Zr1 N20 C21 C26 54.6(2) . . . . ?
C19 N20 C21 C22 21.2(3) . . . . ?
Zr1 N20 C21 C22 -121.31(19) . . . . ?
C19 N20 C21 Zr1 142.6(2) . . . . ?
N11 Zr1 C21 N20 -30.2(4) . . . . ?
O1 Zr1 C21 N20 75.07(14) . . . . ?
N17 Zr1 C21 N20 -12.43(14) . . . . ?
Cl2 Zr1 C21 N20 -103.96(13) . . . . ?
Cl1 Zr1 C21 N20 162.44(13) . . . . ?
N20 Zr1 C21 C26 -133.4(2) . . . . ?
N11 Zr1 C21 C26 -163.6(3) . . . . ?
O1 Zr1 C21 C26 -58.29(14) . . . . ?
N17 Zr1 C21 C26 -145.78(13) . . . . ?
Cl2 Zr1 C21 C26 122.68(13) . . . . ?
Cl1 Zr1 C21 C26 29.08(14) . . . . ?
N20 Zr1 C21 C22 99.1(3) . . . . ?
N11 Zr1 C21 C22 68.9(4) . . . . ?
O1 Zr1 C21 C22 174.1(2) . . . . ?
N17 Zr1 C21 C22 86.7(2) . . . . ?
Cl2 Zr1 C21 C22 -4.9(2) . . . . ?
Cl1 Zr1 C21 C22 -98.5(2) . . . . ?
N20 C21 C22 C23 174.8(2) . . . . ?
C26 C21 C22 C23 -1.0(3) . . . . ?
Zr1 C21 C22 C23 114.9(2) . . . . ?
C21 C22 C23 C24 -1.5(3) . . . . ?
C22 C23 C24 C25 2.0(4) . . . . ?
C23 C24 C25 C26 0.0(4) . . . . ?
N20 C21 C26 C25 -173.1(2) . . . . ?
C22 C21 C26 C25 3.0(3) . . . . ?
Zr1 C21 C26 C25 -136.9(2) . . . . ?
C24 C25 C26 C21 -2.6(4) . . . . ?


