#------------------------------------------------------------------------------
#$Date: 2016-03-23 15:51:18 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179350 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/47/4324781.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4324781
loop_
_publ_author_name
'Tanmoy Kumar Saha'
'Venkatachalam Ramkumar'
'Debashis Chakraborty'
_publ_section_title
;
 Salen Complexes of Zirconium and Hafnium: Synthesis, Structural
 Characterization, Controlled Hydrolysis, and Solvent-Free Ring-Opening
 Polymerization of Cyclic Esters and Lactides
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2720
_journal_page_last               2722
_journal_paper_doi               10.1021/ic1025262
_journal_volume                  50
_journal_year                    2011
_chemical_formula_moiety         'C40 H61 Hf N2 O4'
_chemical_formula_sum            'C40 H61 Hf N2 O4'
_chemical_formula_weight         812.40
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 112.0480(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.3458(5)
_cell_length_b                   17.1552(4)
_cell_length_c                   19.7831(5)
_cell_measurement_temperature    173(2)
_cell_volume                     4827.2(2)
_computing_cell_refinement       'APEXII/SAINT (Bruker, 2004)'
_computing_data_collection       'APEXII (Bruker, 2004)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2004)'
_computing_molecular_graphics    'ORTEP3 (Farrugia, 1997) '
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measurement_device_type  'Bruker ApexII CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_sigmaI/netI    0.0444
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            34001
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.33
_diffrn_reflns_theta_min         1.87
_exptl_absorpt_coefficient_mu    2.193
_exptl_absorpt_correction_T_max  0.8105
_exptl_absorpt_correction_T_min  0.6440
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker,2004)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.118
_exptl_crystal_description       block
_exptl_crystal_F_000             1676
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.10
_refine_diff_density_max         2.766
_refine_diff_density_min         -1.038
_refine_diff_density_rms         0.229
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     435
_refine_ls_number_reflns         11493
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.123
_refine_ls_R_factor_all          0.0729
_refine_ls_R_factor_gt           0.0546
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0924P)²+34.8372P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1736
_refine_ls_wR_factor_ref         0.1862
_reflns_number_gt                9043
_reflns_number_total             11493
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic1025262_si_002_1.cif
_cod_data_source_block           Hf
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4324781
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3562(5) 0.4094(4) 0.1043(4) 0.0249(13) Uani 1 1 d . A .
C2 C 0.3304(6) 0.3299(4) 0.1082(4) 0.0312(16) Uani 1 1 d . . .
C3 C 0.2825(6) 0.3129(4) 0.1540(5) 0.0380(18) Uani 1 1 d . . .
H3 H 0.2633 0.2605 0.1554 0.046 Uiso 1 1 calc R . .
C4 C 0.2608(6) 0.3667(5) 0.1977(5) 0.0386(19) Uani 1 1 d . . .
C5 C 0.2897(6) 0.4417(4) 0.1966(4) 0.0325(16) Uani 1 1 d . . .
H5 H 0.2788 0.4793 0.2278 0.039 Uiso 1 1 calc R . .
C6 C 0.3354(5) 0.4643(4) 0.1498(4) 0.0266(14) Uani 1 1 d . . .
C7 C 0.3632(5) 0.5445(4) 0.1525(4) 0.0290(15) Uani 1 1 d . A .
H7 H 0.3588 0.5748 0.1913 0.035 Uiso 1 1 calc R . .
C8A C 0.400(2) 0.6688(11) 0.1198(10) 0.020(4) Uani 0.43(5) 1 d P A 1
H8A H 0.3346 0.6879 0.1078 0.024 Uiso 0.43(5) 1 calc PR A 1
C13A C 0.434(2) 0.7053(10) 0.0637(10) 0.020(4) Uani 0.43(5) 1 d P A 1
H13A H 0.5006 0.6874 0.0757 0.024 Uiso 0.43(5) 1 calc PR A 1
C8B C 0.441(2) 0.6546(11) 0.1269(9) 0.031(4) Uani 0.57(5) 1 d P A 2
H8B H 0.5055 0.6463 0.1264 0.037 Uiso 0.57(5) 1 calc PR A 2
C13B C 0.391(2) 0.7073(9) 0.0640(8) 0.034(5) Uani 0.57(5) 1 d P A 2
H13B H 0.3279 0.7168 0.0656 0.041 Uiso 0.57(5) 1 calc PR A 2
C9 C 0.4552(7) 0.6926(4) 0.1972(4) 0.0390(19) Uani 1 1 d . . .
H9A H 0.4167 0.6831 0.2268 0.047 Uiso 1 1 calc R A 1
H9B H 0.5125 0.6600 0.2172 0.047 Uiso 1 1 calc R A 1
C10 C 0.4830(11) 0.7764(6) 0.2032(5) 0.076(4) Uani 1 1 d . A .
H10A H 0.4464 0.8033 0.2282 0.091 Uiso 1 1 calc R . .
H10B H 0.5498 0.7790 0.2365 0.091 Uiso 1 1 calc R . .
C11 C 0.4744(11) 0.8213(5) 0.1419(5) 0.073(4) Uani 1 1 d . . .
H11A H 0.5378 0.8416 0.1495 0.087 Uiso 1 1 calc R A .
H11B H 0.4350 0.8670 0.1420 0.087 Uiso 1 1 calc R . .
C12 C 0.4364(7) 0.7884(5) 0.0686(5) 0.044(2) Uani 1 1 d . A .
H12A H 0.3714 0.8079 0.0439 0.052 Uiso 1 1 calc R B 1
H12B H 0.4740 0.8085 0.0412 0.052 Uiso 1 1 calc R B 1
C14 C 0.3234(6) 0.7052(4) -0.0632(4) 0.0377(19) Uani 1 1 d . A .
H14 H 0.3093 0.7571 -0.0541 0.045 Uiso 1 1 calc R . .
C15 C 0.2855(5) 0.6811(4) -0.1372(4) 0.0288(15) Uani 1 1 d . . .
C16 C 0.2229(6) 0.7330(4) -0.1892(5) 0.0383(18) Uani 1 1 d . . .
H16 H 0.2056 0.7803 -0.1726 0.046 Uiso 1 1 calc R . .
C17 C 0.1873(5) 0.7169(5) -0.2619(4) 0.0333(16) Uani 1 1 d . . .
C18 C 0.2152(5) 0.6462(5) -0.2828(4) 0.0320(16) Uani 1 1 d . . .
H18 H 0.1900 0.6337 -0.3333 0.038 Uiso 1 1 calc R . .
C19 C 0.2772(5) 0.5923(4) -0.2357(4) 0.0276(14) Uani 1 1 d . . .
C20 C 0.3115(5) 0.6090(4) -0.1601(4) 0.0267(14) Uani 1 1 d . A .
C21 C 0.3539(7) 0.2679(4) 0.0627(5) 0.041(2) Uani 1 1 d . . .
C22 C 0.3036(8) 0.2842(6) -0.0188(5) 0.056(3) Uani 1 1 d . . .
H22A H 0.2362 0.2743 -0.0331 0.085 Uiso 1 1 calc R . .
H22B H 0.3290 0.2499 -0.0466 0.085 Uiso 1 1 calc R . .
H22C H 0.3136 0.3387 -0.0289 0.085 Uiso 1 1 calc R . .
C23 C 0.4607(7) 0.2647(5) 0.0834(5) 0.048(2) Uani 1 1 d . . .
H23A H 0.4843 0.3171 0.0802 0.073 Uiso 1 1 calc R . .
H23B H 0.4752 0.2298 0.0498 0.073 Uiso 1 1 calc R . .
H23C H 0.4908 0.2451 0.1334 0.073 Uiso 1 1 calc R . .
C24 C 0.3217(10) 0.1864(5) 0.0761(7) 0.071(4) Uani 1 1 d . . .
H24A H 0.3589 0.1698 0.1260 0.107 Uiso 1 1 calc R . .
H24B H 0.3305 0.1492 0.0415 0.107 Uiso 1 1 calc R . .
H24C H 0.2550 0.1882 0.0691 0.107 Uiso 1 1 calc R . .
C25 C 0.2040(7) 0.3444(5) 0.2449(6) 0.052(3) Uani 1 1 d . . .
C26 C 0.2149(9) 0.2606(7) 0.2674(7) 0.071(4) Uani 1 1 d . . .
H26A H 0.1756 0.2494 0.2955 0.107 Uiso 1 1 calc R . .
H26B H 0.2809 0.2500 0.2976 0.107 Uiso 1 1 calc R . .
H26C H 0.1954 0.2274 0.2239 0.107 Uiso 1 1 calc R . .
C27 C 0.2454(12) 0.3853(10) 0.3222(9) 0.102(5) Uiso 1 1 d . . .
H27A H 0.2418 0.4421 0.3159 0.152 Uiso 1 1 calc R . .
H27B H 0.3112 0.3698 0.3474 0.152 Uiso 1 1 calc R . .
H27C H 0.2090 0.3695 0.3513 0.152 Uiso 1 1 calc R . .
C28 C 0.1111(15) 0.3742(13) 0.2126(12) 0.146(8) Uiso 1 1 d . . .
H28A H 0.0766 0.3449 0.1680 0.218 Uiso 1 1 calc R . .
H28B H 0.1135 0.4293 0.2005 0.218 Uiso 1 1 calc R . .
H28C H 0.0792 0.3688 0.2469 0.218 Uiso 1 1 calc R . .
C29 C 0.1166(6) 0.7721(5) -0.3175(5) 0.042(2) Uani 1 1 d . . .
C30 C 0.0220(10) 0.7666(9) -0.3125(8) 0.089(4) Uiso 1 1 d . . .
H30A H -0.0188 0.8079 -0.3421 0.133 Uiso 1 1 calc R . .
H30B H 0.0286 0.7727 -0.2616 0.133 Uiso 1 1 calc R . .
H30C H -0.0058 0.7156 -0.3306 0.133 Uiso 1 1 calc R . .
C31 C 0.1100(11) 0.7581(9) -0.3927(8) 0.087(4) Uiso 1 1 d . . .
H31A H 0.0809 0.7071 -0.4092 0.131 Uiso 1 1 calc R . .
H31B H 0.1731 0.7588 -0.3941 0.131 Uiso 1 1 calc R . .
H31C H 0.0715 0.7989 -0.4247 0.131 Uiso 1 1 calc R . .
C32 C 0.1541(12) 0.8546(7) -0.3037(9) 0.107(6) Uani 1 1 d . . .
H32A H 0.2223 0.8539 -0.2906 0.160 Uiso 1 1 calc R . .
H32B H 0.1397 0.8774 -0.2637 0.160 Uiso 1 1 calc R . .
H32C H 0.1245 0.8858 -0.3479 0.160 Uiso 1 1 calc R . .
C33 C 0.3078(6) 0.5187(4) -0.2638(4) 0.0329(16) Uani 1 1 d . . .
C34 C 0.2653(8) 0.5135(6) -0.3473(5) 0.050(2) Uani 1 1 d . . .
H34A H 0.1966 0.5160 -0.3642 0.075 Uiso 1 1 calc R . .
H34B H 0.2839 0.4641 -0.3629 0.075 Uiso 1 1 calc R . .
H34C H 0.2882 0.5570 -0.3681 0.075 Uiso 1 1 calc R . .
C35 C 0.4147(6) 0.5183(5) -0.2404(5) 0.0367(18) Uani 1 1 d . . .
H35A H 0.4341 0.5625 -0.2629 0.055 Uiso 1 1 calc R . .
H35B H 0.4345 0.4696 -0.2562 0.055 Uiso 1 1 calc R . .
H35C H 0.4440 0.5226 -0.1872 0.055 Uiso 1 1 calc R . .
C36 C 0.2761(7) 0.4463(5) -0.2341(5) 0.045(2) Uani 1 1 d . . .
H36A H 0.3074 0.4450 -0.1809 0.067 Uiso 1 1 calc R . .
H36B H 0.2929 0.3995 -0.2550 0.067 Uiso 1 1 calc R . .
H36C H 0.2079 0.4480 -0.2475 0.067 Uiso 1 1 calc R . .
C37 C 0.1554(5) 0.5201(5) -0.0563(4) 0.0336(17) Uani 1 1 d . A .
C38 C 0.1241(8) 0.4544(8) -0.0196(8) 0.074(4) Uani 1 1 d . . .
H38A H 0.1449 0.4045 -0.0325 0.112 Uiso 1 1 calc R . .
H38B H 0.0553 0.4546 -0.0361 0.112 Uiso 1 1 calc R . .
H38C H 0.1517 0.4614 0.0334 0.112 Uiso 1 1 calc R . .
C39 C 0.1255(8) 0.5967(7) -0.0369(8) 0.076(4) Uani 1 1 d . . .
H39A H 0.1535 0.6040 0.0161 0.113 Uiso 1 1 calc R . .
H39B H 0.0568 0.5980 -0.0531 0.113 Uiso 1 1 calc R . .
H39C H 0.1464 0.6386 -0.0609 0.113 Uiso 1 1 calc R . .
C40 C 0.1118(7) 0.5080(8) -0.1394(6) 0.064(3) Uani 1 1 d . . .
H40A H 0.1324 0.5498 -0.1637 0.096 Uiso 1 1 calc R . .
H40B H 0.0431 0.5087 -0.1557 0.096 Uiso 1 1 calc R . .
H40C H 0.1322 0.4576 -0.1516 0.096 Uiso 1 1 calc R . .
Hf1 Hf 0.388702(18) 0.529950(14) -0.003804(14) 0.01951(10) Uani 1 1 d . . .
N1 N 0.3936(4) 0.5802(3) 0.1081(3) 0.0249(12) Uani 1 1 d . . .
N2 N 0.3740(5) 0.6663(3) -0.0072(3) 0.0323(14) Uani 1 1 d . . .
O1 O 0.3989(3) 0.4309(3) 0.0610(2) 0.0237(10) Uani 1 1 d . . .
O2 O 0.3676(3) 0.5610(3) -0.1116(2) 0.0247(10) Uani 1 1 d . . .
O3 O 0.2545(3) 0.5201(3) -0.0349(3) 0.0286(11) Uani 1 1 d . . .
O4 O 0.4627(3) 0.4416(3) -0.0421(3) 0.0248(10) Uani 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hf Hf -0.5830 6.1852 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 C1 C6 121.0(6) . .
O1 C1 C2 121.2(6) . .
C6 C1 C2 117.8(6) . .
C3 C2 C1 117.2(7) . .
C3 C2 C21 122.5(7) . .
C1 C2 C21 120.3(6) . .
C4 C3 C2 125.0(7) . .
C4 C3 H3 117.5 . .
C2 C3 H3 117.5 . .
C5 C4 C3 117.5(7) . .
C5 C4 C25 120.3(7) . .
C3 C4 C25 122.2(7) . .
C4 C5 C6 121.0(7) . .
C4 C5 H5 119.5 . .
C6 C5 H5 119.5 . .
C5 C6 C1 121.3(6) . .
C5 C6 C7 117.0(6) . .
C1 C6 C7 121.6(6) . .
N1 C7 C6 127.4(6) . .
N1 C7 H7 116.3 . .
C6 C7 H7 116.3 . .
C9 C8A C13A 115(2) . .
C9 C8A N1 113.8(15) . .
C13A C8A N1 108.6(17) . .
C9 C8A H8A 106.5 . .
C13A C8A H8A 106.5 . .
N1 C8A H8A 106.5 . .
C12 C13A N2 119.6(14) . .
C12 C13A C8A 111(2) . .
N2 C13A C8A 103.5(19) . .
C12 C13A H13A 107.3 . .
N2 C13A H13A 107.3 . .
C8A C13A H13A 107.3 . .
N1 C8B C9 120.8(12) . .
N1 C8B C13B 105.6(19) . .
C9 C8B C13B 111(2) . .
N1 C8B H8B 106.1 . .
C9 C8B H8B 106.1 . .
C13B C8B H8B 106.1 . .
C8B C13B N2 110.5(17) . .
C8B C13B C12 114.8(19) . .
N2 C13B C12 113.3(15) . .
C8B C13B H13B 105.8 . .
N2 C13B H13B 105.8 . .
C12 C13B H13B 105.8 . .
C8B C9 C10 115.9(9) . .
C8B C9 C8A 24.8(7) . .
C10 C9 C8A 112.2(9) . .
C8B C9 H9A 125.2 . .
C10 C9 H9A 109.2 . .
C8A C9 H9A 109.2 . .
C8B C9 H9B 85.4 . .
C10 C9 H9B 109.2 . .
C8A C9 H9B 109.2 . .
H9A C9 H9B 107.9 . .
C11 C10 C9 121.9(8) . .
C11 C10 H10A 106.8 . .
C9 C10 H10A 106.8 . .
C11 C10 H10B 106.8 . .
C9 C10 H10B 106.8 . .
H10A C10 H10B 106.7 . .
C10 C11 C12 121.4(8) . .
C10 C11 H11A 107.0 . .
C12 C11 H11A 107.0 . .
C10 C11 H11B 107.0 . .
C12 C11 H11B 107.0 . .
H11A C11 H11B 106.7 . .
C13A C12 C11 116.4(10) . .
C13A C12 C13B 25.5(7) . .
C11 C12 C13B 114.3(9) . .
C13A C12 H12A 108.2 . .
C11 C12 H12A 108.2 . .
C13B C12 H12A 86.0 . .
C13A C12 H12B 108.2 . .
C11 C12 H12B 108.2 . .
C13B C12 H12B 128.5 . .
H12A C12 H12B 107.3 . .
N2 C14 C15 128.5(7) . .
N2 C14 H14 115.7 . .
C15 C14 H14 115.7 . .
C14 C15 C16 117.8(7) . .
C14 C15 C20 121.7(6) . .
C16 C15 C20 120.4(7) . .
C17 C16 C15 122.0(7) . .
C17 C16 H16 119.0 . .
C15 C16 H16 119.0 . .
C16 C17 C18 116.2(7) . .
C16 C17 C29 121.6(7) . .
C18 C17 C29 122.1(7) . .
C17 C18 C19 125.6(7) . .
C17 C18 H18 117.2 . .
C19 C18 H18 117.2 . .
C18 C19 C20 117.4(7) . .
C18 C19 C33 121.9(6) . .
C20 C19 C33 120.7(6) . .
O2 C20 C19 121.9(6) . .
O2 C20 C15 119.8(6) . .
C19 C20 C15 118.3(6) . .
C2 C21 C22 111.0(7) . .
C2 C21 C23 109.5(7) . .
C22 C21 C23 110.7(7) . .
C2 C21 C24 111.8(7) . .
C22 C21 C24 106.2(8) . .
C23 C21 C24 107.6(8) . .
C21 C22 H22A 109.5 . .
C21 C22 H22B 109.5 . .
H22A C22 H22B 109.5 . .
C21 C22 H22C 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
C21 C23 H23A 109.5 . .
C21 C23 H23B 109.5 . .
H23A C23 H23B 109.5 . .
C21 C23 H23C 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
C21 C24 H24A 109.5 . .
C21 C24 H24B 109.5 . .
H24A C24 H24B 109.5 . .
C21 C24 H24C 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
C28 C25 C26 117.4(12) . .
C28 C25 C4 109.7(12) . .
C26 C25 C4 113.1(8) . .
C28 C25 C27 104.3(12) . .
C26 C25 C27 100.3(10) . .
C4 C25 C27 111.2(10) . .
C25 C26 H26A 109.5 . .
C25 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C25 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C25 C27 H27A 109.5 . .
C25 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C25 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
C25 C28 H28A 109.5 . .
C25 C28 H28B 109.5 . .
H28A C28 H28B 109.5 . .
C25 C28 H28C 109.5 . .
H28A C28 H28C 109.5 . .
H28B C28 H28C 109.5 . .
C31 C29 C30 110.9(10) . .
C31 C29 C32 102.3(11) . .
C30 C29 C32 111.1(11) . .
C31 C29 C17 112.5(9) . .
C30 C29 C17 110.7(9) . .
C32 C29 C17 109.1(8) . .
C29 C30 H30A 109.5 . .
C29 C30 H30B 109.5 . .
H30A C30 H30B 109.5 . .
C29 C30 H30C 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
C29 C31 H31A 109.5 . .
C29 C31 H31B 109.5 . .
H31A C31 H31B 109.5 . .
C29 C31 H31C 109.5 . .
H31A C31 H31C 109.5 . .
H31B C31 H31C 109.5 . .
C29 C32 H32A 109.5 . .
C29 C32 H32B 109.5 . .
H32A C32 H32B 109.5 . .
C29 C32 H32C 109.5 . .
H32A C32 H32C 109.5 . .
H32B C32 H32C 109.5 . .
C19 C33 C35 109.7(6) . .
C19 C33 C36 110.3(7) . .
C35 C33 C36 109.8(7) . .
C19 C33 C34 112.2(6) . .
C35 C33 C34 107.5(7) . .
C36 C33 C34 107.3(7) . .
C33 C34 H34A 109.5 . .
C33 C34 H34B 109.5 . .
H34A C34 H34B 109.5 . .
C33 C34 H34C 109.5 . .
H34A C34 H34C 109.5 . .
H34B C34 H34C 109.5 . .
C33 C35 H35A 109.5 . .
C33 C35 H35B 109.5 . .
H35A C35 H35B 109.5 . .
C33 C35 H35C 109.5 . .
H35A C35 H35C 109.5 . .
H35B C35 H35C 109.5 . .
C33 C36 H36A 109.5 . .
C33 C36 H36B 109.5 . .
H36A C36 H36B 109.5 . .
C33 C36 H36C 109.5 . .
H36A C36 H36C 109.5 . .
H36B C36 H36C 109.5 . .
O3 C37 C39 108.9(7) . .
O3 C37 C38 110.8(7) . .
C39 C37 C38 110.5(10) . .
O3 C37 C40 107.8(7) . .
C39 C37 C40 110.0(9) . .
C38 C37 C40 108.7(9) . .
C37 C38 H38A 109.5 . .
C37 C38 H38B 109.5 . .
H38A C38 H38B 109.5 . .
C37 C38 H38C 109.5 . .
H38A C38 H38C 109.5 . .
H38B C38 H38C 109.5 . .
C37 C39 H39A 109.5 . .
C37 C39 H39B 109.5 . .
H39A C39 H39B 109.5 . .
C37 C39 H39C 109.5 . .
H39A C39 H39C 109.5 . .
H39B C39 H39C 109.5 . .
C37 C40 H40A 109.5 . .
C37 C40 H40B 109.5 . .
H40A C40 H40B 109.5 . .
C37 C40 H40C 109.5 . .
H40A C40 H40C 109.5 . .
H40B C40 H40C 109.5 . .
O3 Hf1 O1 87.1(2) . .
O3 Hf1 O2 87.6(2) . .
O1 Hf1 O2 140.59(18) . .
O3 Hf1 O4 169.98(18) . 3_665
O1 Hf1 O4 95.82(19) . 3_665
O2 Hf1 O4 96.03(19) . 3_665
O3 Hf1 O4 117.40(19) . .
O1 Hf1 O4 73.84(18) . .
O2 Hf1 O4 74.17(18) . .
O4 Hf1 O4 72.62(19) 3_665 .
O3 Hf1 N2 89.9(2) . .
O1 Hf1 N2 143.92(19) . .
O2 Hf1 N2 75.1(2) . .
O4 Hf1 N2 82.1(2) 3_665 .
O4 Hf1 N2 137.4(2) . .
O3 Hf1 N1 89.1(2) . .
O1 Hf1 N1 75.68(18) . .
O2 Hf1 N1 143.23(19) . .
O4 Hf1 N1 82.33(19) 3_665 .
O4 Hf1 N1 137.85(19) . .
N2 Hf1 N1 68.3(2) . .
O3 Hf1 Hf1 153.49(15) . 3_665
O1 Hf1 Hf1 83.63(13) . 3_665
O2 Hf1 Hf1 83.96(13) . 3_665
O4 Hf1 Hf1 36.52(12) 3_665 3_665
O4 Hf1 Hf1 36.10(12) . 3_665
N2 Hf1 Hf1 111.95(16) . 3_665
N1 Hf1 Hf1 112.33(14) . 3_665
C7 N1 C8B 121.3(8) . .
C7 N1 C8A 112.8(9) . .
C8B N1 C8A 24.5(7) . .
C7 N1 Hf1 125.1(5) . .
C8B N1 Hf1 113.5(8) . .
C8A N1 Hf1 118.8(7) . .
C14 N2 C13B 113.8(10) . .
C14 N2 C13A 122.2(9) . .
C13B N2 C13A 25.3(7) . .
C14 N2 Hf1 124.5(5) . .
C13B N2 Hf1 117.2(7) . .
C13A N2 Hf1 113.2(8) . .
C1 O1 Hf1 133.3(4) . .
C20 O2 Hf1 135.3(4) . .
C37 O3 Hf1 174.8(5) . .
Hf1 O4 Hf1 107.38(19) 3_665 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.313(8) .
C1 C6 1.419(10) .
C1 C2 1.431(9) .
C2 C3 1.395(11) .
C2 C21 1.521(10) .
C3 C4 1.389(11) .
C3 H3 0.9500 .
C4 C5 1.364(11) .
C4 C25 1.544(11) .
C5 C6 1.409(10) .
C5 H5 0.9500 .
C6 C7 1.437(9) .
C7 N1 1.292(9) .
C7 H7 0.9500 .
C8A C9 1.50(2) .
C8A C13A 1.53(4) .
C8A N1 1.536(19) .
C8A H8A 1.0000 .
C13A C12 1.428(19) .
C13A N2 1.52(2) .
C13A H13A 1.0000 .
C8B N1 1.449(16) .
C8B C9 1.477(18) .
C8B C13B 1.50(3) .
C8B H8B 1.0000 .
C13B N2 1.506(17) .
C13B C12 1.54(2) .
C13B H13B 1.0000 .
C9 C10 1.492(12) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 C11 1.401(14) .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C11 C12 1.457(12) .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C14 N2 1.277(9) .
C14 C15 1.418(10) .
C14 H14 0.9500 .
C15 C16 1.425(10) .
C15 C20 1.426(10) .
C16 C17 1.362(11) .
C16 H16 0.9500 .
C17 C18 1.399(11) .
C17 C29 1.545(10) .
C18 C19 1.401(10) .
C18 H18 0.9500 .
C19 C20 1.415(10) .
C19 C33 1.523(10) .
C20 O2 1.311(8) .
C21 C22 1.530(13) .
C21 C23 1.533(14) .
C21 C24 1.538(11) .
C22 H22A 0.9800 .
C22 H22B 0.9800 .
C22 H22C 0.9800 .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
C25 C28 1.42(2) .
C25 C26 1.496(13) .
C25 C27 1.583(19) .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C28 H28A 0.9800 .
C28 H28B 0.9800 .
C28 H28C 0.9800 .
C29 C31 1.472(16) .
C29 C30 1.495(17) .
C29 C32 1.512(16) .
C30 H30A 0.9800 .
C30 H30B 0.9800 .
C30 H30C 0.9800 .
C31 H31A 0.9800 .
C31 H31B 0.9800 .
C31 H31C 0.9800 .
C32 H32A 0.9800 .
C32 H32B 0.9800 .
C32 H32C 0.9800 .
C33 C35 1.528(12) .
C33 C36 1.530(11) .
C33 C34 1.533(11) .
C34 H34A 0.9800 .
C34 H34B 0.9800 .
C34 H34C 0.9800 .
C35 H35A 0.9800 .
C35 H35B 0.9800 .
C35 H35C 0.9800 .
C36 H36A 0.9800 .
C36 H36B 0.9800 .
C36 H36C 0.9800 .
C37 O3 1.417(9) .
C37 C39 1.489(13) .
C37 C38 1.514(14) .
C37 C40 1.539(13) .
C38 H38A 0.9800 .
C38 H38B 0.9800 .
C38 H38C 0.9800 .
C39 H39A 0.9800 .
C39 H39B 0.9800 .
C39 H39C 0.9800 .
C40 H40A 0.9800 .
C40 H40B 0.9800 .
C40 H40C 0.9800 .
Hf1 O3 1.923(5) .
Hf1 O1 2.098(4) .
Hf1 O2 2.102(4) .
Hf1 O4 2.170(5) 3_665
Hf1 O4 2.192(4) .
Hf1 N2 2.348(6) .
Hf1 N1 2.351(6) .
Hf1 Hf1 3.5158(5) 3_665
O4 Hf1 2.170(5) 3_665
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
O1 C1 C2 C3 -177.9(7) . .
C6 C1 C2 C3 3.1(11) . .
O1 C1 C2 C21 1.2(11) . .
C6 C1 C2 C21 -177.9(7) . .
C1 C2 C3 C4 -2.2(13) . .
C21 C2 C3 C4 178.7(9) . .
C2 C3 C4 C5 -1.0(14) . .
C2 C3 C4 C25 177.6(9) . .
C3 C4 C5 C6 3.3(13) . .
C25 C4 C5 C6 -175.3(8) . .
C4 C5 C6 C1 -2.4(12) . .
C4 C5 C6 C7 -180.0(8) . .
O1 C1 C6 C5 -179.9(7) . .
C2 C1 C6 C5 -0.9(11) . .
O1 C1 C6 C7 -2.5(11) . .
C2 C1 C6 C7 176.6(7) . .
C5 C6 C7 N1 -169.5(8) . .
C1 C6 C7 N1 12.9(12) . .
C9 C8A C13A C12 -55(4) . .
N1 C8A C13A C12 176.2(12) . .
C9 C8A C13A N2 174.9(12) . .
N1 C8A C13A N2 47(3) . .
N1 C8B C13B N2 -45(4) . .
C9 C8B C13B N2 -177.4(11) . .
N1 C8B C13B C12 -174.4(11) . .
C9 C8B C13B C12 53(4) . .
N1 C8B C9 C10 -165.4(18) . .
C13B C8B C9 C10 -41(3) . .
N1 C8B C9 C8A -78(3) . .
C13B C8B C9 C8A 46(3) . .
C13A C8A C9 C8B -66(3) . .
N1 C8A C9 C8B 60(2) . .
C13A C8A C9 C10 38(3) . .
N1 C8A C9 C10 164.2(15) . .
C8B C9 C10 C11 15(2) . .
C8A C9 C10 C11 -12(2) . .
C9 C10 C11 C12 1(2) . .
N2 C13A C12 C11 164.0(16) . .
C8A C13A C12 C11 43(3) . .
N2 C13A C12 C13B 72(3) . .
C8A C13A C12 C13B -48(3) . .
C10 C11 C12 C13A -18(2) . .
C10 C11 C12 C13B 10(2) . .
C8B C13B C12 C13A 63(4) . .
N2 C13B C12 C13A -65(3) . .
C8B C13B C12 C11 -38(3) . .
N2 C13B C12 C11 -166.1(16) . .
N2 C14 C15 C16 173.8(9) . .
N2 C14 C15 C20 -8.9(14) . .
C14 C15 C16 C17 176.2(8) . .
C20 C15 C16 C17 -1.1(13) . .
C15 C16 C17 C18 0.2(12) . .
C15 C16 C17 C29 177.6(8) . .
C16 C17 C18 C19 -1.1(12) . .
C29 C17 C18 C19 -178.5(8) . .
C17 C18 C19 C20 2.8(12) . .
C17 C18 C19 C33 -176.6(7) . .
C18 C19 C20 O2 178.0(7) . .
C33 C19 C20 O2 -2.6(11) . .
C18 C19 C20 C15 -3.5(10) . .
C33 C19 C20 C15 175.9(7) . .
C14 C15 C20 O2 4.1(11) . .
C16 C15 C20 O2 -178.6(7) . .
C14 C15 C20 C19 -174.4(8) . .
C16 C15 C20 C19 2.8(11) . .
C3 C2 C21 C22 116.4(9) . .
C1 C2 C21 C22 -62.6(11) . .
C3 C2 C21 C23 -121.1(9) . .
C1 C2 C21 C23 59.9(10) . .
C3 C2 C21 C24 -2.0(13) . .
C1 C2 C21 C24 179.0(9) . .
C5 C4 C25 C28 72.9(15) . .
C3 C4 C25 C28 -105.6(13) . .
C5 C4 C25 C26 -153.9(10) . .
C3 C4 C25 C26 27.6(15) . .
C5 C4 C25 C27 -41.9(13) . .
C3 C4 C25 C27 139.6(10) . .
C16 C17 C29 C31 161.9(10) . .
C18 C17 C29 C31 -20.8(13) . .
C16 C17 C29 C30 -73.4(12) . .
C18 C17 C29 C30 103.8(11) . .
C16 C17 C29 C32 49.2(13) . .
C18 C17 C29 C32 -133.6(11) . .
C18 C19 C33 C35 120.9(8) . .
C20 C19 C33 C35 -58.5(9) . .
C18 C19 C33 C36 -118.1(8) . .
C20 C19 C33 C36 62.5(10) . .
C18 C19 C33 C34 1.5(11) . .
C20 C19 C33 C34 -177.9(8) . .
C6 C7 N1 C8B -164.1(16) . .
C6 C7 N1 C8A 170.0(14) . .
C6 C7 N1 Hf1 11.1(11) . .
C9 C8B N1 C7 -1(3) . .
C13B C8B N1 C7 -128.3(19) . .
C9 C8B N1 C8A 75(3) . .
C13B C8B N1 C8A -52(3) . .
C9 C8B N1 Hf1 -176.8(17) . .
C13B C8B N1 Hf1 56(3) . .
C9 C8A N1 C7 53(2) . .
C13A C8A N1 C7 -179(2) . .
C9 C8A N1 C8B -63(3) . .
C13A C8A N1 C8B 66(3) . .
C9 C8A N1 Hf1 -147.1(12) . .
C13A C8A N1 Hf1 -18(3) . .
O3 Hf1 N1 C7 58.2(6) . .
O1 Hf1 N1 C7 -29.1(6) . .
O2 Hf1 N1 C7 143.1(6) . .
O4 Hf1 N1 C7 -127.1(6) 3_665 .
O4 Hf1 N1 C7 -73.8(7) . .
N2 Hf1 N1 C7 148.4(6) . .
Hf1 Hf1 N1 C7 -105.9(6) 3_665 .
O3 Hf1 N1 C8B -126.3(14) . .
O1 Hf1 N1 C8B 146.5(14) . .
O2 Hf1 N1 C8B -41.4(15) . .
O4 Hf1 N1 C8B 48.4(14) 3_665 .
O4 Hf1 N1 C8B 101.7(14) . .
N2 Hf1 N1 C8B -36.1(14) . .
Hf1 Hf1 N1 C8B 69.7(14) 3_665 .
O3 Hf1 N1 C8A -99.6(14) . .
O1 Hf1 N1 C8A 173.2(14) . .
O2 Hf1 N1 C8A -14.6(15) . .
O4 Hf1 N1 C8A 75.2(14) 3_665 .
O4 Hf1 N1 C8A 128.4(14) . .
N2 Hf1 N1 C8A -9.3(14) . .
Hf1 Hf1 N1 C8A 96.4(14) 3_665 .
C15 C14 N2 C13B -172.7(15) . .
C15 C14 N2 C13A 160.2(15) . .
C15 C14 N2 Hf1 -17.2(13) . .
C8B C13B N2 C14 173(2) . .
C12 C13B N2 C14 -56(3) . .
C8B C13B N2 C13A -71(3) . .
C12 C13B N2 C13A 59(3) . .
C8B C13B N2 Hf1 16(3) . .
C12 C13B N2 Hf1 146.4(13) . .
C12 C13A N2 C14 -1(3) . .
C8A C13A N2 C14 123.8(17) . .
C12 C13A N2 C13B -78(3) . .
C8A C13A N2 C13B 46(3) . .
C12 C13A N2 Hf1 176.9(16) . .
C8A C13A N2 Hf1 -59(2) . .
O3 Hf1 N2 C14 -56.1(7) . .
O1 Hf1 N2 C14 -141.0(6) . .
O2 Hf1 N2 C14 31.5(7) . .
O4 Hf1 N2 C14 130.0(7) 3_665 .
O4 Hf1 N2 C14 76.6(8) . .
N1 Hf1 N2 C14 -145.2(7) . .
Hf1 Hf1 N2 C14 108.5(7) 3_665 .
O3 Hf1 N2 C13B 98.7(16) . .
O1 Hf1 N2 C13B 13.7(17) . .
O2 Hf1 N2 C13B -173.7(16) . .
O4 Hf1 N2 C13B -75.3(16) 3_665 .
O4 Hf1 N2 C13B -128.7(16) . .
N1 Hf1 N2 C13B 9.6(16) . .
Hf1 Hf1 N2 C13B -96.7(16) 3_665 .
O3 Hf1 N2 C13A 126.4(13) . .
O1 Hf1 N2 C13A 41.5(14) . .
O2 Hf1 N2 C13A -146.0(13) . .
O4 Hf1 N2 C13A -47.6(13) 3_665 .
O4 Hf1 N2 C13A -101.0(13) . .
N1 Hf1 N2 C13A 37.3(13) . .
Hf1 Hf1 N2 C13A -69.0(13) 3_665 .
C6 C1 O1 Hf1 -39.0(10) . .
C2 C1 O1 Hf1 142.0(6) . .
O3 Hf1 O1 C1 -44.5(6) . .
O2 Hf1 O1 C1 -127.3(6) . .
O4 Hf1 O1 C1 125.9(6) 3_665 .
O4 Hf1 O1 C1 -164.1(6) . .
N2 Hf1 O1 C1 41.3(8) . .
N1 Hf1 O1 C1 45.3(6) . .
Hf1 Hf1 O1 C1 160.4(6) 3_665 .
C19 C20 O2 Hf1 -146.8(6) . .
C15 C20 O2 Hf1 34.7(10) . .
O3 Hf1 O2 C20 47.0(7) . .
O1 Hf1 O2 C20 129.5(6) . .
O4 Hf1 O2 C20 -123.7(6) 3_665 .
O4 Hf1 O2 C20 166.3(7) . .
N2 Hf1 O2 C20 -43.5(6) . .
N1 Hf1 O2 C20 -38.4(8) . .
Hf1 Hf1 O2 C20 -158.2(7) 3_665 .
C39 C37 O3 Hf1 -7(6) . .
C38 C37 O3 Hf1 -129(5) . .
C40 C37 O3 Hf1 112(5) . .
O1 Hf1 O3 C37 130(5) . .
O2 Hf1 O3 C37 -89(5) . .
O4 Hf1 O3 C37 23(6) 3_665 .
O4 Hf1 O3 C37 -160(5) . .
N2 Hf1 O3 C37 -14(5) . .
N1 Hf1 O3 C37 54(5) . .
Hf1 Hf1 O3 C37 -161(5) 3_665 .
O3 Hf1 O4 Hf1 -179.5(2) . 3_665
O1 Hf1 O4 Hf1 -101.6(2) . 3_665
O2 Hf1 O4 Hf1 101.7(2) . 3_665
O4 Hf1 O4 Hf1 0.0 3_665 3_665
N2 Hf1 O4 Hf1 56.4(4) . 3_665
N1 Hf1 O4 Hf1 -56.3(3) . 3_665
