#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/91/2219159.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2219159
loop_
_publ_author_name
'Shalumova, Tamila'
'Tanski, Joseph M.'
_publ_section_title
Bis{4,4',6,6'-tetrachloro-2,2'-[trans-(R,R)-cyclohexane-1,2-diylbis(iminomethylene)]diphenolato-κ⁴O,N,N',O'}zirconium(IV)
_journal_coeditor_code           RZ2233
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1029
_journal_page_last               m1030
_journal_paper_doi               10.1107/S1600536808021247
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          '[Zr (C20 H20 Cl4 N2 O2)2]'
_chemical_formula_moiety         'C40 H40 Cl8 N4 O4 Zr'
_chemical_formula_sum            'C40 H40 Cl8 N4 O4 Zr'
_chemical_formula_weight         1015.58
_chemical_name_systematic
;
Bis{4,4',6,6'-tetrachloro-2,2'-[trans-(R,R)-cyclohexane-1,2-
diylbis(iminomethylene)]diphenolato-κ⁴O,N,N',O'}zirconium(IV)
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 114.6860(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.2570(6)
_cell_length_b                   16.4848(8)
_cell_length_c                   12.7431(6)
_cell_measurement_reflns_used    9891
_cell_measurement_temperature    125(2)
_cell_measurement_theta_max      30.00
_cell_measurement_theta_min      2.34
_cell_volume                     2148.62(19)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      125(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0472
_diffrn_reflns_av_sigmaI/netI    0.0654
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            29336
_diffrn_reflns_theta_full        28.69
_diffrn_reflns_theta_max         28.69
_diffrn_reflns_theta_min         1.76
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.799
_exptl_absorpt_correction_T_max  0.9842
_exptl_absorpt_correction_T_min  0.8895
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2007)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.570
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1032
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.517
_refine_diff_density_min         -0.373
_refine_ls_abs_structure_details 'Flack (1983), 5344 Friedel pairs'
_refine_ls_abs_structure_Flack   -0.01(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     527
_refine_ls_number_reflns         11081
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0385
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.024P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0632
_refine_ls_wR_factor_ref         0.0679
_reflns_number_gt                9280
_reflns_number_total             11081
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            rz2233.cif
_cod_data_source_block           I
_cod_original_cell_volume        2148.62(18)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2219159
_cod_database_fobs_code          2219159
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
Zr Zr 0.21852(2) 0.025696(16) 0.24648(2) 0.01679(6) Uani d . 1
O O11 0.06724(19) -0.02645(12) 0.27759(17) 0.0217(5) Uani d . 1
O O12 0.16648(19) 0.14816(12) 0.23235(16) 0.0209(4) Uani d . 1
O O21 0.41628(18) 0.05315(12) 0.33466(16) 0.0220(5) Uani d . 1
O O22 0.2219(2) -0.07046(12) 0.14332(17) 0.0239(5) Uani d . 1
N N11 0.0281(2) 0.03706(14) 0.06275(19) 0.0177(5) Uani d D 1
H H11 0.023(3) -0.0137(12) 0.037(2) 0.021 Uiso d D 1
N N12 0.3180(2) -0.08819(15) 0.3763(2) 0.0204(5) Uani d D 1
H H12 0.252(2) -0.1231(16) 0.362(3) 0.025 Uiso d D 1
N N21 0.2823(2) 0.08477(16) 0.1011(2) 0.0192(5) Uani d D 1
H H21 0.283(3) 0.1366(11) 0.120(3) 0.023 Uiso d D 1
N N22 0.2551(2) 0.06397(15) 0.4425(2) 0.0197(5) Uani d D 1
H H22 0.334(2) 0.0871(17) 0.470(2) 0.024 Uiso d D 1
Cl Cl11 0.01552(7) -0.17386(5) 0.38480(6) 0.02992(19) Uani d . 1
Cl Cl12 0.09931(8) -0.14904(5) -0.08304(6) 0.03103(19) Uani d . 1
Cl Cl21 -0.45928(8) -0.16006(6) 0.02610(7) 0.0382(2) Uani d . 1
Cl Cl22 0.44983(8) -0.38479(5) 0.12259(7) 0.03275(19) Uani d . 1
Cl Cl31 0.85232(8) 0.22030(5) 0.29128(7) 0.0344(2) Uani d . 1
Cl Cl32 0.23253(9) 0.43591(5) 0.52203(8) 0.0388(2) Uani d . 1
Cl Cl41 0.60590(7) 0.12385(5) 0.55203(6) 0.02962(18) Uani d . 1
Cl Cl42 0.22922(8) 0.29830(5) 0.13700(7) 0.03235(19) Uani d . 1
C C11 -0.0509(3) -0.05738(18) 0.2207(2) 0.0195(6) Uani d . 1
C C12 0.2697(3) -0.14329(18) 0.1422(2) 0.0183(6) Uani d . 1
C C21 -0.0926(3) -0.12690(18) 0.2586(2) 0.0211(7) Uani d . 1
C C22 0.2245(3) -0.18855(18) 0.0405(2) 0.0210(6) Uani d . 1
C C31 -0.2177(3) -0.15817(19) 0.2006(2) 0.0246(7) Uani d . 1
H H31A -0.2445 -0.2046 0.2293 0.029 Uiso calc R 1
C C32 0.2770(3) -0.26272(18) 0.0334(2) 0.0208(6) Uani d . 1
H H32A 0.2453 -0.2922 -0.0371 0.025 Uiso calc R 1
C C41 -0.3018(3) -0.12093(19) 0.1011(3) 0.0244(7) Uani d . 1
C C42 0.3770(3) -0.29308(18) 0.1317(3) 0.0222(7) Uani d . 1
C C51 -0.2648(3) -0.05332(19) 0.0580(3) 0.0236(7) Uani d . 1
H H51A -0.3239 -0.0292 -0.0121 0.028 Uiso calc R 1
C C52 0.4222(3) -0.25144(18) 0.2346(3) 0.0214(7) Uani d . 1
H H52A 0.4900 -0.2739 0.3015 0.026 Uiso calc R 1
C C61 -0.1398(3) -0.02071(17) 0.1184(3) 0.0194(6) Uani d . 1
C C62 0.3691(3) -0.17704(18) 0.2409(2) 0.0198(6) Uani d . 1
C C71 -0.0945(3) 0.05371(17) 0.0772(3) 0.0210(7) Uani d . 1
H H71A -0.1637 0.0716 0.0025 0.025 Uiso calc R 1
H H71B -0.0788 0.0981 0.1338 0.025 Uiso calc R 1
C C72 0.4216(3) -0.12984(19) 0.3524(3) 0.0251(7) Uani d . 1
H H72A 0.4700 -0.1673 0.4169 0.030 Uiso calc R 1
H H72B 0.4843 -0.0887 0.3495 0.030 Uiso calc R 1
C C81 0.0454(3) 0.09205(19) -0.0218(2) 0.0214(7) Uani d . 1
H H81A 0.0416 0.1494 0.0024 0.026 Uiso calc R 1
C C82 0.3656(3) -0.06773(18) 0.5012(2) 0.0209(6) Uani d . 1
H H82A 0.4527 -0.0408 0.5260 0.025 Uiso calc R 1
C C91 -0.0596(3) 0.0805(2) -0.1450(2) 0.0300(8) Uani d . 1
H H91A -0.0592 0.0233 -0.1686 0.036 Uiso calc R 1
H H91B -0.1466 0.0921 -0.1466 0.036 Uiso calc R 1
C C92 0.3835(3) -0.1424(2) 0.5775(2) 0.0296(7) Uani d . 1
H H92A 0.4472 -0.1796 0.5678 0.036 Uiso calc R 1
H H92B 0.2990 -0.1714 0.5523 0.036 Uiso calc R 1
C C101 -0.0371(3) 0.1360(2) -0.2309(3) 0.0399(10) Uani d . 1
H H10A -0.1039 0.1250 -0.3099 0.048 Uiso calc R 1
H H10B -0.0459 0.1933 -0.2121 0.048 Uiso calc R 1
C C102 0.4318(4) -0.1200(2) 0.7053(3) 0.0346(8) Uani d . 1
H H10C 0.4367 -0.1695 0.7510 0.041 Uiso calc R 1
H H10D 0.5207 -0.0965 0.7333 0.041 Uiso calc R 1
C C111 0.0985(3) 0.1222(2) -0.2266(3) 0.0330(8) Uani d . 1
H H11A 0.1136 0.1607 -0.2794 0.040 Uiso calc R 1
H H11B 0.1042 0.0665 -0.2530 0.040 Uiso calc R 1
C C112 0.3401(3) -0.0589(2) 0.7229(3) 0.0343(8) Uani d . 1
H H11C 0.3760 -0.0421 0.8049 0.041 Uiso calc R 1
H H11D 0.2537 -0.0842 0.7030 0.041 Uiso calc R 1
C C121 0.2032(3) 0.1340(2) -0.1045(3) 0.0277(7) Uani d . 1
H H12A 0.2015 0.1909 -0.0803 0.033 Uiso calc R 1
H H12B 0.2903 0.1235 -0.1034 0.033 Uiso calc R 1
C C122 0.3248(3) 0.0153(2) 0.6464(2) 0.0268(7) Uani d . 1
H H12C 0.4107 0.0422 0.6702 0.032 Uiso calc R 1
H H12D 0.2643 0.0543 0.6577 0.032 Uiso calc R 1
C C131 0.1815(3) 0.07684(19) -0.0196(2) 0.0210(6) Uani d . 1
H H13A 0.1839 0.0199 -0.0455 0.025 Uiso calc R 1
C C132 0.2722(3) -0.00701(17) 0.5183(2) 0.0203(6) Uani d . 1
H H13B 0.1853 -0.0339 0.4953 0.024 Uiso calc R 1
C C141 0.4133(3) 0.05631(19) 0.1134(2) 0.0212(6) Uani d . 1
H H14A 0.4247 0.0699 0.0425 0.025 Uiso calc R 1
H H14B 0.4186 -0.0034 0.1227 0.025 Uiso calc R 1
C C142 0.1574(3) 0.12355(18) 0.4452(2) 0.0219(6) Uani d . 1
H H14C 0.1619 0.1267 0.5243 0.026 Uiso calc R 1
H H14D 0.0684 0.1054 0.3927 0.026 Uiso calc R 1
C C151 0.5211(3) 0.09539(18) 0.2165(2) 0.0190(6) Uani d . 1
C C152 0.1832(3) 0.20643(18) 0.4083(3) 0.0207(6) Uani d . 1
C C161 0.6252(3) 0.13470(18) 0.2066(3) 0.0231(7) Uani d . 1
H H16A 0.6290 0.1382 0.1336 0.028 Uiso calc R 1
C C162 0.1994(3) 0.27479(19) 0.4771(3) 0.0243(7) Uani d . 1
H H16B 0.1965 0.2701 0.5503 0.029 Uiso calc R 1
C C171 0.7234(3) 0.16867(18) 0.3034(3) 0.0227(7) Uani d . 1
C C172 0.2197(3) 0.34961(19) 0.4383(3) 0.0264(7) Uani d . 1
C C181 0.7206(3) 0.16425(18) 0.4112(3) 0.0214(6) Uani d . 1
H H18A 0.7894 0.1864 0.4777 0.026 Uiso calc R 1
C C182 0.2297(3) 0.35755(19) 0.3345(3) 0.0268(7) Uani d . 1
H H18B 0.2460 0.4090 0.3095 0.032 Uiso calc R 1
C C192 0.2155(3) 0.28884(19) 0.2676(2) 0.0226(7) Uani d . 1
C C191 0.6144(3) 0.12660(18) 0.4186(2) 0.0212(6) Uani d . 1
C C201 0.5142(3) 0.09082(17) 0.3237(2) 0.0185(6) Uani d . 1
C C202 0.1886(3) 0.21253(18) 0.3006(2) 0.0185(6) Uani d . 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
O22 Zr O21 102.13(8) y
O22 Zr O11 92.19(8) y
O21 Zr O11 139.47(8) y
O22 Zr O12 139.85(8) y
O21 Zr O12 91.98(8) y
O11 Zr O12 101.11(8) y
O22 Zr N11 71.96(8) ?
O21 Zr N11 144.73(8) ?
O11 Zr N11 75.75(7) ?
O12 Zr N11 74.93(8) ?
O22 Zr N22 143.96(8) ?
O21 Zr N22 72.90(8) ?
O11 Zr N22 73.39(8) ?
O12 Zr N22 76.09(8) ?
N11 Zr N22 132.04(8) ?
O22 Zr N12 73.55(8) ?
O21 Zr N12 73.57(8) ?
O11 Zr N12 74.61(8) ?
O12 Zr N12 146.50(8) ?
N11 Zr N12 132.94(8) ?
N22 Zr N12 70.83(8) y
O22 Zr N21 74.65(8) ?
O21 Zr N21 74.74(8) ?
O11 Zr N21 145.76(8) ?
O12 Zr N21 73.20(8) ?
N11 Zr N21 70.16(8) y
N22 Zr N21 133.95(8) ?
N12 Zr N21 128.39(8) ?
C11 O11 Zr 140.16(18) ?
C202 O12 Zr 138.32(18) ?
C201 O21 Zr 142.74(18) ?
C12 O22 Zr 145.11(18) ?
C81 N11 C71 112.7(2) ?
C81 N11 Zr 114.59(16) ?
C71 N11 Zr 112.57(16) ?
C81 N11 H11 109(2) ?
C71 N11 H11 107(2) ?
Zr N11 H11 100.3(19) ?
C82 N12 C72 111.1(2) ?
C82 N12 Zr 114.07(18) ?
C72 N12 Zr 113.07(18) ?
C82 N12 H12 105(2) ?
C72 N12 H12 109(2) ?
Zr N12 H12 105(2) ?
C131 N21 C141 112.0(2) ?
C131 N21 Zr 114.14(17) ?
C141 N21 Zr 112.61(17) ?
C131 N21 H21 106(2) ?
C141 N21 H21 112(2) ?
Zr N21 H21 99(2) ?
C132 N22 C142 113.8(2) ?
C132 N22 Zr 112.64(17) ?
C142 N22 Zr 112.62(17) ?
C132 N22 H22 104(2) ?
C142 N22 H22 110(2) ?
Zr N22 H22 103.1(19) ?
O11 C11 C21 122.1(3) ?
O11 C11 C61 120.4(3) ?
C21 C11 C61 117.5(3) ?
O22 C12 C22 120.4(2) ?
O22 C12 C62 121.9(3) ?
C22 C12 C62 117.8(3) ?
C31 C21 C11 122.2(3) ?
C31 C21 Cl11 119.3(2) ?
C11 C21 Cl11 118.5(2) ?
C32 C22 C12 122.4(3) ?
C32 C22 Cl12 118.7(2) ?
C12 C22 Cl12 118.9(2) ?
C41 C31 C21 118.8(3) ?
C41 C31 H31A 120.6 ?
C21 C31 H31A 120.6 ?
C22 C32 C42 118.1(3) ?
C22 C32 H32A 120.9 ?
C42 C32 H32A 120.9 ?
C31 C41 C51 121.5(3) ?
C31 C41 Cl21 119.4(2) ?
C51 C41 Cl21 119.0(2) ?
C52 C42 C32 121.3(3) ?
C52 C42 Cl22 119.9(2) ?
C32 C42 Cl22 118.7(2) ?
C41 C51 C61 119.5(3) ?
C41 C51 H51A 120.3 ?
C61 C51 H51A 120.3 ?
C42 C52 C62 120.1(3) ?
C42 C52 H52A 119.9 ?
C62 C52 H52A 119.9 ?
C51 C61 C11 120.5(3) ?
C51 C61 C71 122.1(3) ?
C11 C61 C71 117.4(3) ?
C52 C62 C12 120.2(3) ?
C52 C62 C72 120.3(3) ?
C12 C62 C72 119.5(3) ?
N11 C71 C61 111.0(2) ?
N11 C71 H71A 109.4 ?
C61 C71 H71A 109.4 ?
N11 C71 H71B 109.4 ?
C61 C71 H71B 109.4 ?
H71A C71 H71B 108.0 ?
N12 C72 C62 113.5(2) ?
N12 C72 H72A 108.9 ?
C62 C72 H72A 108.9 ?
N12 C72 H72B 108.9 ?
C62 C72 H72B 108.9 ?
H72A C72 H72B 107.7 ?
N11 C81 C91 112.9(2) ?
N11 C81 C131 108.6(2) ?
C91 C81 C131 109.5(2) ?
N11 C81 H81A 108.6 ?
C91 C81 H81A 108.6 ?
C131 C81 H81A 108.6 ?
N12 C82 C92 113.0(2) ?
N12 C82 C132 109.7(2) ?
C92 C82 C132 110.5(2) ?
N12 C82 H82A 107.8 ?
C92 C82 H82A 107.8 ?
C132 C82 H82A 107.8 ?
C101 C91 C81 111.9(3) ?
C101 C91 H91A 109.2 ?
C81 C91 H91A 109.2 ?
C101 C91 H91B 109.2 ?
C81 C91 H91B 109.2 ?
H91A C91 H91B 107.9 ?
C82 C92 C102 112.1(3) ?
C82 C92 H92A 109.2 ?
C102 C92 H92A 109.2 ?
C82 C92 H92B 109.2 ?
C102 C92 H92B 109.2 ?
H92A C92 H92B 107.9 ?
C111 C101 C91 110.4(3) ?
C111 C101 H10A 109.6 ?
C91 C101 H10A 109.6 ?
C111 C101 H10B 109.6 ?
C91 C101 H10B 109.6 ?
H10A C101 H10B 108.1 ?
C112 C102 C92 110.7(3) ?
C112 C102 H10C 109.5 ?
C92 C102 H10C 109.5 ?
C112 C102 H10D 109.5 ?
C92 C102 H10D 109.5 ?
H10C C102 H10D 108.1 ?
C101 C111 C121 110.8(3) ?
C101 C111 H11A 109.5 ?
C121 C111 H11A 109.5 ?
C101 C111 H11B 109.5 ?
C121 C111 H11B 109.5 ?
H11A C111 H11B 108.1 ?
C102 C112 C122 109.8(3) ?
C102 C112 H11C 109.7 ?
C122 C112 H11C 109.7 ?
C102 C112 H11D 109.7 ?
C122 C112 H11D 109.7 ?
H11C C112 H11D 108.2 ?
C111 C121 C131 111.1(3) ?
C111 C121 H12A 109.4 ?
C131 C121 H12A 109.4 ?
C111 C121 H12B 109.4 ?
C131 C121 H12B 109.4 ?
H12A C121 H12B 108.0 ?
C112 C122 C132 112.3(3) ?
C112 C122 H12C 109.2 ?
C132 C122 H12C 109.2 ?
C112 C122 H12D 109.2 ?
C132 C122 H12D 109.2 ?
H12C C122 H12D 107.9 ?
N21 C131 C121 113.5(2) ?
N21 C131 C81 109.1(2) ?
C121 C131 C81 109.8(2) ?
N21 C131 H13A 108.1 ?
C121 C131 H13A 108.1 ?
C81 C131 H13A 108.1 ?
N22 C132 C122 113.2(2) ?
N22 C132 C82 109.5(2) ?
C122 C132 C82 109.0(2) ?
N22 C132 H13B 108.3 ?
C122 C132 H13B 108.3 ?
C82 C132 H13B 108.3 ?
N21 C141 C151 110.9(2) ?
N21 C141 H14A 109.5 ?
C151 C141 H14A 109.5 ?
N21 C141 H14B 109.5 ?
C151 C141 H14B 109.5 ?
H14A C141 H14B 108.0 ?
N22 C142 C152 110.5(2) ?
N22 C142 H14C 109.5 ?
C152 C142 H14C 109.5 ?
N22 C142 H14D 109.5 ?
C152 C142 H14D 109.5 ?
H14C C142 H14D 108.1 ?
C161 C151 C201 120.3(3) ?
C161 C151 C141 121.4(3) ?
C201 C151 C141 118.3(3) ?
C162 C152 C202 120.7(3) ?
C162 C152 C142 121.8(3) ?
C202 C152 C142 117.5(3) ?
C171 C161 C151 119.8(3) ?
C171 C161 H16A 120.1 ?
C151 C161 H16A 120.1 ?
C172 C162 C152 119.6(3) ?
C172 C162 H16B 120.2 ?
C152 C162 H16B 120.2 ?
C161 C171 C181 121.3(3) ?
C161 C171 Cl31 120.2(2) ?
C181 C171 Cl31 118.5(2) ?
C182 C172 C162 121.3(3) ?
C182 C172 Cl32 119.3(3) ?
C162 C172 Cl32 119.4(2) ?
C191 C181 C171 117.9(3) ?
C191 C181 H18A 121.1 ?
C171 C181 H18A 121.1 ?
C172 C182 C192 118.5(3) ?
C172 C182 H18B 120.7 ?
C192 C182 H18B 120.7 ?
C182 C192 C202 122.3(3) ?
C182 C192 Cl42 118.8(2) ?
C202 C192 Cl42 118.9(2) ?
C181 C191 C201 122.7(3) ?
C181 C191 Cl41 118.6(2) ?
C201 C191 Cl41 118.7(2) ?
O21 C201 C191 121.1(3) ?
O21 C201 C151 121.0(3) ?
C191 C201 C151 117.9(3) ?
O12 C202 C192 121.8(3) ?
O12 C202 C152 120.7(3) ?
C192 C202 C152 117.5(3) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Zr O22 2.070(2) y
Zr O21 2.0819(19) y
Zr O11 2.088(2) y
Zr O12 2.089(2) y
Zr N11 2.433(2) y
Zr N22 2.439(2) y
Zr N12 2.443(2) y
Zr N21 2.451(2) y
O11 C11 1.322(3) ?
O12 C202 1.328(3) ?
O21 C201 1.323(3) ?
O22 C12 1.318(3) ?
N11 C81 1.482(3) ?
N11 C71 1.492(4) ?
N11 H11 0.892(17) ?
N12 C82 1.491(4) ?
N12 C72 1.491(4) ?
N12 H12 0.900(17) ?
N21 C131 1.487(3) ?
N21 C141 1.492(4) ?
N21 H21 0.885(17) ?
N22 C132 1.478(4) ?
N22 C142 1.486(4) ?
N22 H22 0.896(17) ?
Cl11 C21 1.741(3) ?
Cl12 C22 1.742(3) ?
Cl21 C41 1.749(3) ?
Cl22 C42 1.746(3) ?
Cl31 C171 1.743(3) ?
Cl32 C172 1.748(3) ?
Cl41 C191 1.744(3) ?
Cl42 C192 1.742(3) ?
C11 C21 1.399(4) ?
C11 C61 1.406(4) ?
C12 C22 1.395(4) ?
C12 C62 1.403(4) ?
C21 C31 1.388(4) ?
C22 C32 1.377(4) ?
C31 C41 1.371(4) ?
C31 H31A 0.9500 ?
C32 C42 1.382(4) ?
C32 H32A 0.9500 ?
C41 C51 1.381(4) ?
C42 C52 1.376(4) ?
C51 C61 1.399(4) ?
C51 H51A 0.9500 ?
C52 C62 1.381(4) ?
C52 H52A 0.9500 ?
C61 C71 1.505(4) ?
C62 C72 1.507(4) ?
C71 H71A 0.9900 ?
C71 H71B 0.9900 ?
C72 H72A 0.9900 ?
C72 H72B 0.9900 ?
C81 C91 1.533(4) ?
C81 C131 1.541(4) ?
C81 H81A 1.0000 ?
C82 C92 1.529(4) ?
C82 C132 1.532(4) ?
C82 H82A 1.0000 ?
C91 C101 1.527(4) ?
C91 H91A 0.9900 ?
C91 H91B 0.9900 ?
C92 C102 1.531(4) ?
C92 H92A 0.9900 ?
C92 H92B 0.9900 ?
C101 C111 1.521(4) ?
C101 H10A 0.9900 ?
C101 H10B 0.9900 ?
C102 C112 1.524(5) ?
C102 H10C 0.9900 ?
C102 H10D 0.9900 ?
C111 C121 1.521(4) ?
C111 H11A 0.9900 ?
C111 H11B 0.9900 ?
C112 C122 1.528(4) ?
C112 H11C 0.9900 ?
C112 H11D 0.9900 ?
C121 C131 1.529(4) ?
C121 H12A 0.9900 ?
C121 H12B 0.9900 ?
C122 C132 1.530(4) ?
C122 H12C 0.9900 ?
C122 H12D 0.9900 ?
C131 H13A 1.0000 ?
C132 H13B 1.0000 ?
C141 C151 1.511(4) ?
C141 H14A 0.9900 ?
C141 H14B 0.9900 ?
C142 C152 1.512(4) ?
C142 H14C 0.9900 ?
C142 H14D 0.9900 ?
C151 C161 1.391(4) ?
C151 C201 1.403(4) ?
C152 C162 1.392(4) ?
C152 C202 1.403(4) ?
C161 C171 1.385(4) ?
C161 H16A 0.9500 ?
C162 C172 1.383(4) ?
C162 H16B 0.9500 ?
C171 C181 1.389(4) ?
C172 C182 1.379(4) ?
C181 C191 1.385(4) ?
C181 H18A 0.9500 ?
C182 C192 1.386(4) ?
C182 H18B 0.9500 ?
C192 C202 1.399(4) ?
C191 C201 1.393(4) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N11 H11 O22 . 0.89(2) 2.28(3) 2.662(3) 105.7(18)
N21 H21 O12 . 0.89(2) 2.32(4) 2.722(4) 108(2)
N21 H21 Cl42 . 0.89(2) 2.76(2) 3.631(3) 166.8(16)
N22 H22 O21 . 0.89(2) 2.34(3) 2.701(4) 104.1(18)
C72 H72B O21 . 0.99 2.44 3.024(4) 116.9
C132 H13B O11 . 1.00 2.53 2.987(3) 107.6
C141 H14B O22 . 0.99 2.58 3.137(4) 115.2
C51 H51A Cl22 2_555 0.95 2.83 3.654(3) 146.0
C122 H12C Cl22 2_656 0.99 2.72 3.402(3) 126.1
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
O22 Zr O11 C11 -52.3(3)
O21 Zr O11 C11 -163.9(3)
O12 Zr O11 C11 89.6(3)
N11 Zr O11 C11 18.5(3)
N22 Zr O11 C11 161.3(3)
N12 Zr O11 C11 -124.6(3)
N21 Zr O11 C11 13.2(4)
O22 Zr O12 C202 -162.5(2)
O21 Zr O12 C202 -50.9(3)
O11 Zr O12 C202 90.5(3)
N11 Zr O12 C202 162.3(3)
N22 Zr O12 C202 20.9(3)
N12 Zr O12 C202 11.6(3)
N21 Zr O12 C202 -124.3(3)
O22 Zr O21 C201 79.1(3)
O11 Zr O21 C201 -172.8(3)
O12 Zr O21 C201 -63.0(3)
N11 Zr O21 C201 3.3(4)
N22 Zr O21 C201 -137.8(3)
N12 Zr O21 C201 147.7(3)
N21 Zr O21 C201 8.9(3)
O21 Zr O22 C12 55.4(3)
O11 Zr O22 C12 -86.4(3)
O12 Zr O22 C12 163.4(3)
N11 Zr O22 C12 -160.7(3)
N22 Zr O22 C12 -22.1(4)
N12 Zr O22 C12 -13.2(3)
N21 Zr O22 C12 125.7(3)
O22 Zr N11 C81 -96.17(19)
O21 Zr N11 C81 -10.6(3)
O11 Zr N11 C81 166.7(2)
O12 Zr N11 C81 60.78(18)
N22 Zr N11 C81 115.47(19)
N12 Zr N11 C81 -140.93(18)
N21 Zr N11 C81 -16.45(18)
O22 Zr N11 C71 133.25(19)
O21 Zr N11 C71 -141.21(17)
O11 Zr N11 C71 36.12(17)
O12 Zr N11 C71 -69.80(18)
N22 Zr N11 C71 -15.1(2)
N12 Zr N11 C71 88.5(2)
N21 Zr N11 C71 -147.0(2)
O22 Zr N12 C82 175.8(2)
O21 Zr N12 C82 67.38(19)
O11 Zr N12 C82 -87.2(2)
O12 Zr N12 C82 -0.3(3)
N11 Zr N12 C82 -139.96(18)
N22 Zr N12 C82 -9.79(18)
N21 Zr N12 C82 121.66(19)
O22 Zr N12 C72 47.57(18)
O21 Zr N12 C72 -60.81(18)
O11 Zr N12 C72 144.6(2)
O12 Zr N12 C72 -128.47(19)
N11 Zr N12 C72 91.8(2)
N22 Zr N12 C72 -138.0(2)
N21 Zr N12 C72 -6.5(2)
O22 Zr N21 C131 62.43(19)
O21 Zr N21 C131 169.9(2)
O11 Zr N21 C131 -8.1(3)
O12 Zr N21 C131 -93.19(19)
N11 Zr N21 C131 -13.55(18)
N22 Zr N21 C131 -143.41(18)
N12 Zr N21 C131 116.11(19)
O22 Zr N21 C141 -66.70(18)
O21 Zr N21 C141 40.80(18)
O11 Zr N21 C141 -137.25(18)
O12 Zr N21 C141 137.68(19)
N11 Zr N21 C141 -142.7(2)
N22 Zr N21 C141 87.5(2)
N12 Zr N21 C141 -13.0(2)
O22 Zr N22 C132 -10.3(3)
O21 Zr N22 C132 -97.45(19)
O11 Zr N22 C132 59.71(18)
O12 Zr N22 C132 166.0(2)
N11 Zr N22 C132 111.77(19)
N12 Zr N22 C132 -19.36(18)
N21 Zr N22 C132 -144.68(18)
O22 Zr N22 C142 -140.67(18)
O21 Zr N22 C142 132.15(19)
O11 Zr N22 C142 -70.68(18)
O12 Zr N22 C142 35.64(18)
N11 Zr N22 C142 -18.6(2)
N12 Zr N22 C142 -149.8(2)
N21 Zr N22 C142 84.9(2)
Zr O11 C11 C21 139.5(3)
Zr O11 C11 C61 -40.5(4)
Zr O22 C12 C22 172.4(2)
Zr O22 C12 C62 -9.4(5)
O11 C11 C21 C31 178.3(3)
C61 C11 C21 C31 -1.8(4)
O11 C11 C21 Cl11 -0.1(4)
C61 C11 C21 Cl11 179.8(2)
O22 C12 C22 C32 176.0(3)
C62 C12 C22 C32 -2.3(4)
O22 C12 C22 Cl12 -2.8(4)
C62 C12 C22 Cl12 179.0(2)
C11 C21 C31 C41 1.9(5)
Cl11 C21 C31 C41 -179.7(2)
C12 C22 C32 C42 0.7(4)
Cl12 C22 C32 C42 179.4(2)
C21 C31 C41 C51 -0.2(5)
C21 C31 C41 Cl21 179.4(2)
C22 C32 C42 C52 1.1(4)
C22 C32 C42 Cl22 -177.0(2)
C31 C41 C51 C61 -1.5(5)
Cl21 C41 C51 C61 178.9(2)
C32 C42 C52 C62 -1.1(5)
Cl22 C42 C52 C62 176.9(2)
C41 C51 C61 C11 1.6(4)
C41 C51 C61 C71 -178.9(3)
O11 C11 C61 C51 180.0(3)
C21 C11 C61 C51 0.0(4)
O11 C11 C61 C71 0.4(4)
C21 C11 C61 C71 -179.6(3)
C42 C52 C62 C12 -0.5(4)
C42 C52 C62 C72 -177.7(3)
O22 C12 C62 C52 -176.0(3)
C22 C12 C62 C52 2.1(4)
O22 C12 C62 C72 1.2(4)
C22 C12 C62 C72 179.4(3)
C81 N11 C71 C61 155.0(2)
Zr N11 C71 C61 -73.5(2)
C51 C61 C71 N11 -123.8(3)
C11 C61 C71 N11 55.7(3)
C82 N12 C72 C62 160.1(2)
Zr N12 C72 C62 -70.2(3)
C52 C62 C72 N12 -140.9(3)
C12 C62 C72 N12 41.9(4)
C71 N11 C81 C91 -65.0(3)
Zr N11 C81 C91 164.5(2)
C71 N11 C81 C131 173.3(2)
Zr N11 C81 C131 42.8(3)
C72 N12 C82 C92 -70.5(3)
Zr N12 C82 C92 160.3(2)
C72 N12 C82 C132 165.7(2)
Zr N12 C82 C132 36.5(3)
N11 C81 C91 C101 -178.2(3)
C131 C81 C91 C101 -57.1(4)
N12 C82 C92 C102 -179.7(3)
C132 C82 C92 C102 -56.3(4)
C81 C91 C101 C111 56.4(4)
C82 C92 C102 C112 55.6(4)
C91 C101 C111 C121 -55.9(4)
C92 C102 C112 C122 -55.3(4)
C101 C111 C121 C131 57.8(4)
C102 C112 C122 C132 58.2(4)
C141 N21 C131 C121 -67.6(3)
Zr N21 C131 C121 163.0(2)
C141 N21 C131 C81 169.6(2)
Zr N21 C131 C81 40.2(3)
C111 C121 C131 N21 179.1(3)
C111 C121 C131 C81 -58.4(3)
N11 C81 C131 N21 -53.9(3)
C91 C81 C131 N21 -177.7(2)
N11 C81 C131 C121 -179.0(2)
C91 C81 C131 C121 57.3(3)
C142 N22 C132 C122 -63.0(3)
Zr N22 C132 C122 167.24(19)
C142 N22 C132 C82 175.2(2)
Zr N22 C132 C82 45.4(3)
C112 C122 C132 N22 179.3(3)
C112 C122 C132 C82 -58.5(3)
N12 C82 C132 N22 -53.9(3)
C92 C82 C132 N22 -179.2(2)
N12 C82 C132 C122 -178.3(2)
C92 C82 C132 C122 56.5(3)
C131 N21 C141 C151 156.1(2)
Zr N21 C141 C151 -73.7(3)
C132 N22 C142 C152 156.8(2)
Zr N22 C142 C152 -73.4(2)
N21 C141 C151 C161 -128.1(3)
N21 C141 C151 C201 52.3(4)
N22 C142 C152 C162 -125.4(3)
N22 C142 C152 C202 55.4(3)
C201 C151 C161 C171 0.7(4)
C141 C151 C161 C171 -178.9(3)
C202 C152 C162 C172 0.7(4)
C142 C152 C162 C172 -178.5(3)
C151 C161 C171 C181 0.2(5)
C151 C161 C171 Cl31 -178.4(2)
C152 C162 C172 C182 -2.7(5)
C152 C162 C172 Cl32 177.1(2)
C161 C171 C181 C191 -1.7(5)
Cl31 C171 C181 C191 176.8(2)
C162 C172 C182 C192 1.7(4)
Cl32 C172 C182 C192 -178.1(2)
C172 C182 C192 C202 1.5(4)
C172 C182 C192 Cl42 -179.5(2)
C171 C181 C191 C201 2.5(4)
C171 C181 C191 Cl41 -177.6(2)
Zr O21 C201 C191 149.1(2)
Zr O21 C201 C151 -31.4(5)
C181 C191 C201 O21 177.9(3)
Cl41 C191 C201 O21 -2.1(4)
C181 C191 C201 C151 -1.6(4)
Cl41 C191 C201 C151 178.4(2)
C161 C151 C201 O21 -179.5(3)
C141 C151 C201 O21 0.2(4)
C161 C151 C201 C191 0.0(4)
C141 C151 C201 C191 179.6(3)
Zr O12 C202 C192 137.0(2)
Zr O12 C202 C152 -44.3(4)
C182 C192 C202 O12 175.4(3)
Cl42 C192 C202 O12 -3.6(4)
C182 C192 C202 C152 -3.4(4)
Cl42 C192 C202 C152 177.6(2)
C162 C152 C202 O12 -176.5(3)
C142 C152 C202 O12 2.7(4)
C162 C152 C202 C192 2.3(4)
C142 C152 C202 C192 -178.5(3)
