#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:41:38 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178577 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/87/4068749.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_4068749
loop_
_publ_author_name
'Zi, Guofu'
'Liu, Xue'
'Xiang, Li'
'Song, Haibin'
_publ_section_title
;
 Synthesis of Group 4 Metal Amides with New Chiral Biaryldiamine-Based
 Ligands and Their Use as Catalysts for Asymmetric
 Hydroamination/Cyclization
;
_journal_issue                   4
_journal_name_full               Organometallics
_journal_page_first              1127
_journal_paper_doi               10.1021/om801061v
_journal_volume                  28
_journal_year                    2009
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C56 H70 N6 O2 Zr'
_chemical_formula_sum            'C56 H70 N6 O2 Zr'
_chemical_formula_weight         950.40
_chemical_name_systematic
; 
 ? 
;
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 107.223(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.6839(16)
_cell_length_b                   28.265(4)
_cell_length_c                   9.8979(17)
_cell_measurement_reflns_used    5637
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.9
_cell_measurement_theta_min      2.3
_cell_volume                     2587.7(7)
_computing_cell_refinement       CrystalClear
_computing_data_collection       CrystalClear
_computing_data_reduction        CrystalClear
_computing_publication_material  'CrystalStructure 3.7.0'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      113(2)
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Rigaku Saturn'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0631
_diffrn_reflns_av_sigmaI/netI    0.1251
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            18905
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         2.32
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.258
_exptl_absorpt_correction_T_max  0.9502
_exptl_absorpt_correction_T_min  0.9219
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   crystalclear
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.807
_refine_diff_density_min         -0.911
_refine_diff_density_rms         0.095
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.03(4)
_refine_ls_extinction_coef       0.0121(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     605
_refine_ls_number_reflns         10216
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.0738
_refine_ls_R_factor_gt           0.0573
_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)+(0.0587P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1193
_refine_ls_wR_factor_ref         0.1428
_reflns_number_gt                7739
_reflns_number_total             10216
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om801061v_si_001.cif
_cod_data_source_block           compound20
_cod_original_sg_symbol_H-M      P2(1)
_cod_database_code               4068749
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
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
Zr1 Zr 1.00342(4) 0.26807(2) 0.26304(4) 0.02021(13) Uani 1 1 d .
O1 O 0.8235(4) 0.23139(11) 0.1051(3) 0.0259(7) Uani 1 1 d .
O2 O 0.8286(3) 0.30129(10) 0.3336(3) 0.0227(7) Uani 1 1 d .
N1 N 0.9541(4) 0.18930(13) 0.2840(4) 0.0213(9) Uani 1 1 d .
N2 N 0.7721(4) 0.18772(13) 0.5144(4) 0.0269(9) Uani 1 1 d .
N3 N 0.9318(4) 0.34558(13) 0.2094(4) 0.0196(9) Uani 1 1 d .
N4 N 0.7555(4) 0.34221(13) -0.1285(4) 0.0251(9) Uani 1 1 d .
N5 N 1.1359(4) 0.26649(17) 0.1369(3) 0.0262(8) Uani 1 1 d .
N6 N 1.1484(4) 0.27340(16) 0.4588(4) 0.0273(9) Uani 1 1 d .
C1 C 0.9348(6) 0.11628(15) 0.4219(5) 0.0198(10) Uani 1 1 d .
C2 C 1.0127(5) 0.15072(15) 0.3727(5) 0.0231(11) Uani 1 1 d .
C3 C 1.1652(6) 0.15073(17) 0.4270(5) 0.0270(11) Uani 1 1 d .
H3 H 1.2183 0.1748 0.3973 0.032 Uiso 1 1 calc R
C4 C 1.2393(5) 0.11705(19) 0.5216(5) 0.0290(12) Uani 1 1 d .
H4 H 1.3419 0.1174 0.5551 0.035 Uiso 1 1 calc R
C5 C 1.1605(5) 0.08242(17) 0.5671(5) 0.0275(11) Uani 1 1 d .
H5 H 1.2098 0.0590 0.6324 0.033 Uiso 1 1 calc R
C6 C 1.0122(6) 0.08194(16) 0.5184(5) 0.0270(12) Uani 1 1 d .
C7 C 0.9288(6) 0.04535(17) 0.5767(5) 0.0319(12) Uani 1 1 d .
H7A H 0.8852 0.0221 0.5031 0.048 Uiso 1 1 calc R
H7B H 0.8525 0.0612 0.6063 0.048 Uiso 1 1 calc R
H7C H 0.9950 0.0293 0.6581 0.048 Uiso 1 1 calc R
C8 C 0.7722(5) 0.11567(15) 0.3757(5) 0.0209(10) Uani 1 1 d .
C9 C 0.6941(5) 0.15039(16) 0.4259(5) 0.0222(10) Uani 1 1 d .
C10 C 0.5443(6) 0.14726(19) 0.3902(5) 0.0308(12) Uani 1 1 d .
H10 H 0.4918 0.1703 0.4250 0.037 Uiso 1 1 calc R
C11 C 0.4709(6) 0.11101(18) 0.3048(6) 0.0339(13) Uani 1 1 d .
H11 H 0.3685 0.1094 0.2805 0.041 Uiso 1 1 calc R
C12 C 0.5459(6) 0.07713(18) 0.2547(5) 0.0317(12) Uani 1 1 d .
H12 H 0.4947 0.0524 0.1958 0.038 Uiso 1 1 calc R
C13 C 0.6952(6) 0.07891(15) 0.2897(5) 0.0246(11) Uani 1 1 d .
C14 C 0.7734(6) 0.04153(16) 0.2297(6) 0.0334(13) Uani 1 1 d .
H14A H 0.7492 0.0101 0.2576 0.050 Uiso 1 1 calc R
H14B H 0.8780 0.0466 0.2665 0.050 Uiso 1 1 calc R
H14C H 0.7433 0.0439 0.1263 0.050 Uiso 1 1 calc R
C15 C 0.8606(6) 0.18971(16) 0.1563(5) 0.0239(11) Uani 1 1 d .
C16 C 0.8004(5) 0.14940(16) 0.0591(5) 0.0222(10) Uani 1 1 d .
C17 C 0.6499(5) 0.14611(16) -0.0021(5) 0.0227(10) Uani 1 1 d .
C18 C 0.5941(6) 0.11169(16) -0.1039(5) 0.0275(11) Uani 1 1 d .
H18 H 0.4922 0.1089 -0.1429 0.033 Uiso 1 1 calc R
C19 C 0.6834(5) 0.08134(16) -0.1499(4) 0.0236(11) Uani 1 1 d .
C20 C 0.8307(5) 0.08515(15) -0.0899(5) 0.0231(11) Uani 1 1 d .
H20 H 0.8927 0.0641 -0.1195 0.028 Uiso 1 1 calc R
C21 C 0.8918(6) 0.11921(16) 0.0139(5) 0.0217(11) Uani 1 1 d .
C22 C 0.5461(5) 0.17973(17) 0.0372(5) 0.0305(12) Uani 1 1 d .
H22A H 0.5837 0.1879 0.1376 0.046 Uiso 1 1 calc R
H22B H 0.4515 0.1645 0.0193 0.046 Uiso 1 1 calc R
H22C H 0.5360 0.2085 -0.0200 0.046 Uiso 1 1 calc R
C23 C 0.6178(6) 0.04650(18) -0.2671(5) 0.0376(14) Uani 1 1 d .
H23A H 0.5989 0.0624 -0.3588 0.056 Uiso 1 1 calc R
H23B H 0.5269 0.0343 -0.2564 0.056 Uiso 1 1 calc R
H23C H 0.6851 0.0202 -0.2620 0.056 Uiso 1 1 calc R
C24 C 1.0535(6) 0.12270(19) 0.0660(6) 0.0336(13) Uani 1 1 d .
H24A H 1.0821 0.1561 0.0780 0.050 Uiso 1 1 calc R
H24B H 1.0949 0.1080 -0.0029 0.050 Uiso 1 1 calc R
H24C H 1.0892 0.1063 0.1570 0.050 Uiso 1 1 calc R
C25 C 0.8434(6) 0.17371(18) 0.6611(5) 0.0352(13) Uani 1 1 d .
H25A H 0.7705 0.1691 0.7106 0.053 Uiso 1 1 calc R
H25B H 0.9109 0.1986 0.7087 0.053 Uiso 1 1 calc R
H25C H 0.8965 0.1441 0.6623 0.053 Uiso 1 1 calc R
C26 C 0.6868(6) 0.23113(17) 0.5109(6) 0.0347(13) Uani 1 1 d .
H26A H 0.6323 0.2385 0.4129 0.052 Uiso 1 1 calc R
H26B H 0.7519 0.2574 0.5511 0.052 Uiso 1 1 calc R
H26C H 0.6194 0.2263 0.5666 0.052 Uiso 1 1 calc R
C27 C 0.8975(6) 0.41799(16) 0.0558(5) 0.0209(11) Uani 1 1 d .
C28 C 0.9838(6) 0.38589(15) 0.1532(5) 0.0230(11) Uani 1 1 d .
C29 C 1.1333(6) 0.39067(16) 0.1902(5) 0.0279(12) Uani 1 1 d .
H29 H 1.1927 0.3688 0.2548 0.033 Uiso 1 1 calc R
C30 C 1.1971(6) 0.42630(16) 0.1353(5) 0.0277(11) Uani 1 1 d .
H30 H 1.2994 0.4292 0.1629 0.033 Uiso 1 1 calc R
C31 C 1.1123(5) 0.45773(16) 0.0404(5) 0.0262(11) Uani 1 1 d .
H31 H 1.1566 0.4824 0.0028 0.031 Uiso 1 1 calc R
C32 C 0.9626(5) 0.45389(15) -0.0012(5) 0.0234(11) Uani 1 1 d .
C33 C 0.8753(6) 0.48831(17) -0.1084(5) 0.0307(12) Uani 1 1 d .
H33A H 0.8252 0.5102 -0.0622 0.046 Uiso 1 1 calc R
H33B H 0.8041 0.4710 -0.1832 0.046 Uiso 1 1 calc R
H33C H 0.9397 0.5061 -0.1497 0.046 Uiso 1 1 calc R
C34 C 0.7335(6) 0.41412(16) 0.0029(5) 0.0237(11) Uani 1 1 d .
C35 C 0.6677(5) 0.37700(16) -0.0890(5) 0.0242(11) Uani 1 1 d .
C36 C 0.5160(6) 0.37576(18) -0.1428(6) 0.0349(13) Uani 1 1 d .
H36 H 0.4712 0.3509 -0.2050 0.042 Uiso 1 1 calc R
C37 C 0.4293(6) 0.4104(2) -0.1065(6) 0.0373(13) Uani 1 1 d .
H37 H 0.3270 0.4095 -0.1438 0.045 Uiso 1 1 calc R
C38 C 0.4989(6) 0.44618(18) -0.0136(5) 0.0338(12) Uani 1 1 d .
H38 H 0.4418 0.4697 0.0126 0.041 Uiso 1 1 calc R
C39 C 0.6480(6) 0.44864(16) 0.0418(5) 0.0267(11) Uani 1 1 d .
C40 C 0.7120(6) 0.48776(16) 0.1444(5) 0.0299(12) Uani 1 1 d .
H40A H 0.6726 0.5182 0.1033 0.045 Uiso 1 1 calc R
H40B H 0.8173 0.4879 0.1640 0.045 Uiso 1 1 calc R
H40C H 0.6878 0.4826 0.2327 0.045 Uiso 1 1 calc R
C41 C 0.8508(5) 0.34379(15) 0.2934(4) 0.0199(10) Uani 1 1 d .
C42 C 0.7845(5) 0.38263(15) 0.3539(5) 0.0210(10) Uani 1 1 d .
C43 C 0.8705(6) 0.41546(16) 0.4478(5) 0.0256(12) Uani 1 1 d .
C44 C 0.8034(6) 0.44895(16) 0.5133(5) 0.0293(12) Uani 1 1 d .
H44 H 0.8618 0.4716 0.5754 0.035 Uiso 1 1 calc R
C45 C 0.6558(6) 0.44985(17) 0.4900(5) 0.0309(12) Uani 1 1 d .
C46 C 0.5722(6) 0.41586(18) 0.3985(5) 0.0322(13) Uani 1 1 d .
H46 H 0.4705 0.4156 0.3827 0.039 Uiso 1 1 calc R
C47 C 0.6333(5) 0.38237(15) 0.3300(5) 0.0236(11) Uani 1 1 d .
C48 C 1.0339(6) 0.41343(19) 0.4899(6) 0.0385(14) Uani 1 1 d .
H48A H 1.0685 0.4313 0.4214 0.058 Uiso 1 1 calc R
H48B H 1.0652 0.3804 0.4912 0.058 Uiso 1 1 calc R
H48C H 1.0740 0.4272 0.5842 0.058 Uiso 1 1 calc R
C49 C 0.5873(7) 0.4841(2) 0.5682(5) 0.0435(15) Uani 1 1 d .
H49A H 0.5866 0.4702 0.6587 0.065 Uiso 1 1 calc R
H49B H 0.4879 0.4908 0.5111 0.065 Uiso 1 1 calc R
H49C H 0.6431 0.5136 0.5856 0.065 Uiso 1 1 calc R
C50 C 0.5385(5) 0.34656(18) 0.2338(5) 0.0303(11) Uani 1 1 d .
H50A H 0.5531 0.3155 0.2797 0.045 Uiso 1 1 calc R
H50B H 0.5635 0.3449 0.1450 0.045 Uiso 1 1 calc R
H50C H 0.4370 0.3559 0.2140 0.045 Uiso 1 1 calc R
C51 C 0.6850(6) 0.29636(17) -0.1679(6) 0.0364(13) Uani 1 1 d .
H51A H 0.6387 0.2866 -0.0967 0.055 Uiso 1 1 calc R
H51B H 0.7572 0.2727 -0.1732 0.055 Uiso 1 1 calc R
H51C H 0.6117 0.2990 -0.2603 0.055 Uiso 1 1 calc R
C52 C 0.8183(6) 0.35835(17) -0.2381(5) 0.0294(12) Uani 1 1 d .
H52A H 0.7410 0.3636 -0.3265 0.044 Uiso 1 1 calc R
H52B H 0.8851 0.3343 -0.2532 0.044 Uiso 1 1 calc R
H52C H 0.8709 0.3880 -0.2080 0.044 Uiso 1 1 calc R
C53 C 1.0955(6) 0.28804(19) -0.0053(5) 0.0406(14) Uani 1 1 d .
H53A H 1.1688 0.3113 -0.0102 0.061 Uiso 1 1 calc R
H53B H 1.0015 0.3037 -0.0236 0.061 Uiso 1 1 calc R
H53C H 1.0893 0.2634 -0.0763 0.061 Uiso 1 1 calc R
C54 C 1.2732(6) 0.24319(18) 0.1638(6) 0.0406(14) Uani 1 1 d .
H54A H 1.2645 0.2168 0.0975 0.061 Uiso 1 1 calc R
H54B H 1.3035 0.2311 0.2609 0.061 Uiso 1 1 calc R
H54C H 1.3453 0.2657 0.1513 0.061 Uiso 1 1 calc R
C55 C 1.2962(6) 0.2901(2) 0.4994(6) 0.0444(15) Uani 1 1 d .
H55A H 1.3058 0.3174 0.5623 0.067 Uiso 1 1 calc R
H55B H 1.3223 0.2993 0.4147 0.067 Uiso 1 1 calc R
H55C H 1.3608 0.2648 0.5487 0.067 Uiso 1 1 calc R
C56 C 1.1095(6) 0.2576(2) 0.5848(5) 0.0411(15) Uani 1 1 d .
H56A H 1.1726 0.2314 0.6299 0.062 Uiso 1 1 calc R
H56B H 1.0086 0.2471 0.5565 0.062 Uiso 1 1 calc R
H56C H 1.1214 0.2840 0.6517 0.062 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N6 Zr1 N5 101.70(14)
N6 Zr1 O2 92.56(14)
N5 Zr1 O2 151.43(14)
N6 Zr1 O1 151.73(14)
N5 Zr1 O1 93.63(13)
O2 Zr1 O1 84.65(12)
N6 Zr1 N1 95.12(16)
N5 Zr1 N1 102.66(17)
O2 Zr1 N1 100.54(13)
O1 Zr1 N1 58.08(12)
N6 Zr1 N3 102.94(16)
N5 Zr1 N3 94.61(17)
O2 Zr1 N3 57.79(12)
O1 Zr1 N3 99.28(13)
N1 Zr1 N3 151.91(14)
N6 Zr1 C15 124.85(17)
N5 Zr1 C15 94.94(16)
O2 Zr1 C15 97.00(13)
O1 Zr1 C15 28.94(13)
N1 Zr1 C15 29.73(13)
N3 Zr1 C15 127.80(16)
N6 Zr1 C41 94.73(15)
N5 Zr1 C41 123.83(17)
O2 Zr1 C41 29.12(12)
O1 Zr1 C41 96.23(12)
N1 Zr1 C41 129.04(15)
N3 Zr1 C41 29.21(13)
C15 Zr1 C41 118.21(14)
C15 O1 Zr1 94.6(3)
C41 O2 Zr1 94.8(3)
C15 N1 C2 129.7(4)
C15 N1 Zr1 90.4(3)
C2 N1 Zr1 138.5(3)
C9 N2 C25 114.5(4)
C9 N2 C26 114.1(4)
C25 N2 C26 110.1(4)
C41 N3 C28 129.0(4)
C41 N3 Zr1 90.8(3)
C28 N3 Zr1 137.0(3)
C35 N4 C51 114.4(4)
C35 N4 C52 113.5(4)
C51 N4 C52 110.0(4)
C54 N5 C53 109.6(4)
C54 N5 Zr1 127.8(3)
C53 N5 Zr1 122.5(3)
C55 N6 C56 110.1(4)
C55 N6 Zr1 129.5(3)
C56 N6 Zr1 120.4(3)
C2 C1 C6 118.6(5)
C2 C1 C8 121.6(4)
C6 C1 C8 119.7(4)
C1 C2 N1 126.4(5)
C1 C2 C3 118.4(4)
N1 C2 C3 114.8(4)
C4 C3 C2 122.2(4)
C4 C3 H3 118.9
C2 C3 H3 118.9
C3 C4 C5 118.6(5)
C3 C4 H4 120.7
C5 C4 H4 120.7
C6 C5 C4 120.6(4)
C6 C5 H5 119.7
C4 C5 H5 119.7
C5 C6 C1 121.4(4)
C5 C6 C7 119.3(4)
C1 C6 C7 119.2(5)
C6 C7 H7A 109.5
C6 C7 H7B 109.5
H7A C7 H7B 109.5
C6 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
C13 C8 C9 118.8(4)
C13 C8 C1 120.7(4)
C9 C8 C1 120.3(4)
C10 C9 C8 119.5(4)
C10 C9 N2 121.5(4)
C8 C9 N2 119.0(4)
C11 C10 C9 120.7(5)
C11 C10 H10 119.7
C9 C10 H10 119.7
C12 C11 C10 120.3(5)
C12 C11 H11 119.9
C10 C11 H11 119.9
C11 C12 C13 120.5(5)
C11 C12 H12 119.8
C13 C12 H12 119.8
C12 C13 C8 120.3(4)
C12 C13 C14 118.8(4)
C8 C13 C14 120.9(4)
C13 C14 H14A 109.5
C13 C14 H14B 109.5
H14A C14 H14B 109.5
C13 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
O1 C15 N1 114.6(4)
O1 C15 C16 115.7(4)
N1 C15 C16 129.5(4)
O1 C15 Zr1 56.4(2)
N1 C15 Zr1 59.9(2)
C16 C15 Zr1 161.6(3)
C21 C16 C17 119.8(4)
C21 C16 C15 120.6(5)
C17 C16 C15 119.0(4)
C18 C17 C16 119.3(4)
C18 C17 C22 118.7(4)
C16 C17 C22 122.0(4)
C19 C18 C17 121.6(5)
C19 C18 H18 119.2
C17 C18 H18 119.2
C20 C19 C18 118.5(4)
C20 C19 C23 121.9(4)
C18 C19 C23 119.6(5)
C19 C20 C21 121.8(4)
C19 C20 H20 119.1
C21 C20 H20 119.1
C16 C21 C20 118.9(5)
C16 C21 C24 123.1(4)
C20 C21 C24 117.9(4)
C17 C22 H22A 109.5
C17 C22 H22B 109.5
H22A C22 H22B 109.5
C17 C22 H22C 109.5
H22A C22 H22C 109.5
H22B C22 H22C 109.5
C19 C23 H23A 109.5
C19 C23 H23B 109.5
H23A C23 H23B 109.5
C19 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
N2 C25 H25A 109.5
N2 C25 H25B 109.5
H25A C25 H25B 109.5
N2 C25 H25C 109.5
H25A C25 H25C 109.5
H25B C25 H25C 109.5
N2 C26 H26A 109.5
N2 C26 H26B 109.5
H26A C26 H26B 109.5
N2 C26 H26C 109.5
H26A C26 H26C 109.5
H26B C26 H26C 109.5
C32 C27 C28 119.9(5)
C32 C27 C34 117.5(4)
C28 C27 C34 122.5(4)
C29 C28 C27 118.6(4)
C29 C28 N3 115.8(4)
C27 C28 N3 125.3(5)
C30 C29 C28 121.5(5)
C30 C29 H29 119.3
C28 C29 H29 119.3
C29 C30 C31 119.7(5)
C29 C30 H30 120.1
C31 C30 H30 120.1
C30 C31 C32 120.8(4)
C30 C31 H31 119.6
C32 C31 H31 119.6
C31 C32 C27 119.5(4)
C31 C32 C33 118.6(4)
C27 C32 C33 121.9(5)
C32 C33 H33A 109.5
C32 C33 H33B 109.5
H33A C33 H33B 109.5
C32 C33 H33C 109.5
H33A C33 H33C 109.5
H33B C33 H33C 109.5
C39 C34 C35 120.2(5)
C39 C34 C27 119.7(4)
C35 C34 C27 120.1(4)
C36 C35 C34 118.9(4)
C36 C35 N4 121.3(4)
C34 C35 N4 119.8(4)
C37 C36 C35 121.5(5)
C37 C36 H36 119.3
C35 C36 H36 119.3
C38 C37 C36 117.7(5)
C38 C37 H37 121.2
C36 C37 H37 121.2
C39 C38 C37 122.6(5)
C39 C38 H38 118.7
C37 C38 H38 118.7
C38 C39 C34 119.1(5)
C38 C39 C40 118.4(4)
C34 C39 C40 122.4(5)
C39 C40 H40A 109.5
C39 C40 H40B 109.5
H40A C40 H40B 109.5
C39 C40 H40C 109.5
H40A C40 H40C 109.5
H40B C40 H40C 109.5
N3 C41 O2 114.6(4)
N3 C41 C42 130.0(4)
O2 C41 C42 115.4(4)
N3 C41 Zr1 60.0(2)
O2 C41 Zr1 56.1(2)
C42 C41 Zr1 163.5(3)
C43 C42 C47 119.8(4)
C43 C42 C41 121.0(4)
C47 C42 C41 118.6(4)
C42 C43 C44 119.1(5)
C42 C43 C48 121.7(4)
C44 C43 C48 119.0(5)
C45 C44 C43 122.1(5)
C45 C44 H44 118.9
C43 C44 H44 118.9
C44 C45 C46 117.9(4)
C44 C45 C49 121.1(5)
C46 C45 C49 120.9(5)
C47 C46 C45 122.2(5)
C47 C46 H46 118.9
C45 C46 H46 118.9
C46 C47 C42 118.9(5)
C46 C47 C50 119.9(5)
C42 C47 C50 121.2(4)
C43 C48 H48A 109.5
C43 C48 H48B 109.5
H48A C48 H48B 109.5
C43 C48 H48C 109.5
H48A C48 H48C 109.5
H48B C48 H48C 109.5
C45 C49 H49A 109.5
C45 C49 H49B 109.5
H49A C49 H49B 109.5
C45 C49 H49C 109.5
H49A C49 H49C 109.5
H49B C49 H49C 109.5
C47 C50 H50A 109.5
C47 C50 H50B 109.5
H50A C50 H50B 109.5
C47 C50 H50C 109.5
H50A C50 H50C 109.5
H50B C50 H50C 109.5
N4 C51 H51A 109.5
N4 C51 H51B 109.5
H51A C51 H51B 109.5
N4 C51 H51C 109.5
H51A C51 H51C 109.5
H51B C51 H51C 109.5
N4 C52 H52A 109.5
N4 C52 H52B 109.5
H52A C52 H52B 109.5
N4 C52 H52C 109.5
H52A C52 H52C 109.5
H52B C52 H52C 109.5
N5 C53 H53A 109.5
N5 C53 H53B 109.5
H53A C53 H53B 109.5
N5 C53 H53C 109.5
H53A C53 H53C 109.5
H53B C53 H53C 109.5
N5 C54 H54A 109.5
N5 C54 H54B 109.5
H54A C54 H54B 109.5
N5 C54 H54C 109.5
H54A C54 H54C 109.5
H54B C54 H54C 109.5
N6 C55 H55A 109.5
N6 C55 H55B 109.5
H55A C55 H55B 109.5
N6 C55 H55C 109.5
H55A C55 H55C 109.5
H55B C55 H55C 109.5
N6 C56 H56A 109.5
N6 C56 H56B 109.5
H56A C56 H56B 109.5
N6 C56 H56C 109.5
H56A C56 H56C 109.5
H56B C56 H56C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Zr1 N6 2.034(3)
Zr1 N5 2.039(3)
Zr1 O2 2.221(3)
Zr1 O1 2.223(3)
Zr1 N1 2.299(4)
Zr1 N3 2.312(4)
Zr1 C15 2.659(5)
Zr1 C41 2.668(4)
O1 C15 1.291(5)
O2 C41 1.303(5)
N1 C15 1.319(6)
N1 C2 1.410(6)
N2 C9 1.435(6)
N2 C25 1.466(6)
N2 C26 1.474(6)
N3 C41 1.302(6)
N3 C28 1.423(6)
N4 C35 1.428(6)
N4 C51 1.463(6)
N4 C52 1.465(6)
N5 C54 1.436(6)
N5 C53 1.476(6)
N6 C55 1.446(6)
N6 C56 1.475(6)
C1 C2 1.404(6)
C1 C6 1.412(6)
C1 C8 1.505(7)
C2 C3 1.413(7)
C3 C4 1.379(7)
C3 H3 0.9500
C4 C5 1.396(7)
C4 H4 0.9500
C5 C6 1.372(7)
C5 H5 0.9500
C6 C7 1.527(6)
C7 H7A 0.9800
C7 H7B 0.9800
C7 H7C 0.9800
C8 C13 1.409(6)
C8 C9 1.415(6)
C9 C10 1.391(6)
C10 C11 1.384(7)
C10 H10 0.9500
C11 C12 1.380(7)
C11 H11 0.9500
C12 C13 1.385(7)
C12 H12 0.9500
C13 C14 1.519(6)
C14 H14A 0.9800
C14 H14B 0.9800
C14 H14C 0.9800
C15 C16 1.494(6)
C16 C21 1.395(7)
C16 C17 1.406(7)
C17 C18 1.390(6)
C17 C22 1.515(7)
C18 C19 1.387(7)
C18 H18 0.9500
C19 C20 1.378(7)
C19 C23 1.510(6)
C20 C21 1.404(6)
C20 H20 0.9500
C21 C24 1.499(7)
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 H25A 0.9800
C25 H25B 0.9800
C25 H25C 0.9800
C26 H26A 0.9800
C26 H26B 0.9800
C26 H26C 0.9800
C27 C32 1.399(6)
C27 C28 1.405(7)
C27 C34 1.522(7)
C28 C29 1.391(7)
C29 C30 1.375(6)
C29 H29 0.9500
C30 C31 1.375(6)
C30 H30 0.9500
C31 C32 1.389(6)
C31 H31 0.9500
C32 C33 1.502(6)
C33 H33A 0.9800
C33 H33B 0.9800
C33 H33C 0.9800
C34 C39 1.405(6)
C34 C35 1.411(7)
C35 C36 1.407(7)
C36 C37 1.403(7)
C36 H36 0.9500
C37 C38 1.399(7)
C37 H37 0.9500
C38 C39 1.386(7)
C38 H38 0.9500
C39 C40 1.505(7)
C40 H40A 0.9800
C40 H40B 0.9800
C40 H40C 0.9800
C41 C42 1.484(6)
C42 C43 1.400(7)
C42 C47 1.413(6)
C43 C44 1.410(6)
C43 C48 1.514(7)
C44 C45 1.379(7)
C44 H44 0.9500
C45 C46 1.402(7)
C45 C49 1.510(7)
C46 C47 1.394(6)
C46 H46 0.9500
C47 C50 1.502(7)
C48 H48A 0.9800
C48 H48B 0.9800
C48 H48C 0.9800
C49 H49A 0.9800
C49 H49B 0.9800
C49 H49C 0.9800
C50 H50A 0.9800
C50 H50B 0.9800
C50 H50C 0.9800
C51 H51A 0.9800
C51 H51B 0.9800
C51 H51C 0.9800
C52 H52A 0.9800
C52 H52B 0.9800
C52 H52C 0.9800
C53 H53A 0.9800
C53 H53B 0.9800
C53 H53C 0.9800
C54 H54A 0.9800
C54 H54B 0.9800
C54 H54C 0.9800
C55 H55A 0.9800
C55 H55B 0.9800
C55 H55C 0.9800
C56 H56A 0.9800
C56 H56B 0.9800
C56 H56C 0.9800
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
N6 Zr1 O1 C15 -29.5(4)
N5 Zr1 O1 C15 93.6(3)
O2 Zr1 O1 C15 -115.0(3)
N1 Zr1 O1 C15 -9.0(3)
N3 Zr1 O1 C15 -171.1(3)
C41 Zr1 O1 C15 -141.7(3)
N6 Zr1 O2 C41 95.1(3)
N5 Zr1 O2 C41 -25.3(4)
O1 Zr1 O2 C41 -113.1(3)
N1 Zr1 O2 C41 -169.2(3)
N3 Zr1 O2 C41 -8.6(2)
C15 Zr1 O2 C41 -139.3(3)
N6 Zr1 N1 C15 179.2(3)
N5 Zr1 N1 C15 -77.6(3)
O2 Zr1 N1 C15 85.6(3)
O1 Zr1 N1 C15 8.8(3)
N3 Zr1 N1 C15 49.0(5)
C41 Zr1 N1 C15 78.9(3)
N6 Zr1 N1 C2 -14.1(5)
N5 Zr1 N1 C2 89.1(5)
O2 Zr1 N1 C2 -107.7(5)
O1 Zr1 N1 C2 175.5(5)
N3 Zr1 N1 C2 -144.3(4)
C15 Zr1 N1 C2 166.7(6)
C41 Zr1 N1 C2 -114.5(5)
N6 Zr1 N3 C41 -76.3(3)
N5 Zr1 N3 C41 -179.4(3)
O2 Zr1 N3 C41 8.6(2)
O1 Zr1 N3 C41 86.2(3)
N1 Zr1 N3 C41 52.4(5)
C15 Zr1 N3 C41 80.7(3)
N6 Zr1 N3 C28 83.5(5)
N5 Zr1 N3 C28 -19.6(5)
O2 Zr1 N3 C28 168.3(5)
O1 Zr1 N3 C28 -114.1(4)
N1 Zr1 N3 C28 -147.8(4)
C15 Zr1 N3 C28 -119.5(4)
C41 Zr1 N3 C28 159.8(6)
N6 Zr1 N5 C54 38.4(5)
O2 Zr1 N5 C54 156.8(4)
O1 Zr1 N5 C54 -117.7(4)
N1 Zr1 N5 C54 -59.7(4)
N3 Zr1 N5 C54 142.6(4)
C15 Zr1 N5 C54 -88.7(4)
C41 Zr1 N5 C54 142.3(4)
N6 Zr1 N5 C53 -145.7(4)
O2 Zr1 N5 C53 -27.3(6)
O1 Zr1 N5 C53 58.2(4)
N1 Zr1 N5 C53 116.3(4)
N3 Zr1 N5 C53 -41.4(4)
C15 Zr1 N5 C53 87.2(4)
C41 Zr1 N5 C53 -41.8(4)
N5 Zr1 N6 C55 21.6(5)
O2 Zr1 N6 C55 -133.5(4)
O1 Zr1 N6 C55 143.1(4)
N1 Zr1 N6 C55 125.7(5)
N3 Zr1 N6 C55 -75.9(5)
C15 Zr1 N6 C55 126.2(4)
C41 Zr1 N6 C55 -104.4(4)
N5 Zr1 N6 C56 -156.3(4)
O2 Zr1 N6 C56 48.6(4)
O1 Zr1 N6 C56 -34.9(6)
N1 Zr1 N6 C56 -52.3(4)
N3 Zr1 N6 C56 106.1(4)
C15 Zr1 N6 C56 -51.8(4)
C41 Zr1 N6 C56 77.7(4)
C6 C1 C2 N1 -175.6(4)
C8 C1 C2 N1 3.6(7)
C6 C1 C2 C3 -2.9(6)
C8 C1 C2 C3 176.3(4)
C15 N1 C2 C1 -58.0(7)
Zr1 N1 C2 C1 139.4(4)
C15 N1 C2 C3 129.1(5)
Zr1 N1 C2 C3 -33.5(6)
C1 C2 C3 C4 2.8(7)
N1 C2 C3 C4 176.3(4)
C2 C3 C4 C5 -1.3(7)
C3 C4 C5 C6 0.1(7)
C4 C5 C6 C1 -0.3(7)
C4 C5 C6 C7 -176.4(4)
C2 C1 C6 C5 1.7(7)
C8 C1 C6 C5 -177.5(4)
C2 C1 C6 C7 177.9(4)
C8 C1 C6 C7 -1.3(6)
C2 C1 C8 C13 112.1(5)
C6 C1 C8 C13 -68.7(6)
C2 C1 C8 C9 -72.1(6)
C6 C1 C8 C9 107.1(5)
C13 C8 C9 C10 0.5(6)
C1 C8 C9 C10 -175.4(4)
C13 C8 C9 N2 179.6(4)
C1 C8 C9 N2 3.7(6)
C25 N2 C9 C10 102.4(5)
C26 N2 C9 C10 -25.7(6)
C25 N2 C9 C8 -76.6(5)
C26 N2 C9 C8 155.3(4)
C8 C9 C10 C11 -1.0(7)
N2 C9 C10 C11 180.0(4)
C9 C10 C11 C12 0.6(7)
C10 C11 C12 C13 0.2(7)
C11 C12 C13 C8 -0.7(7)
C11 C12 C13 C14 -178.7(4)
C9 C8 C13 C12 0.3(6)
C1 C8 C13 C12 176.2(4)
C9 C8 C13 C14 178.3(4)
C1 C8 C13 C14 -5.8(6)
Zr1 O1 C15 N1 14.8(4)
Zr1 O1 C15 C16 -160.9(4)
C2 N1 C15 O1 177.2(4)
Zr1 N1 C15 O1 -14.2(4)
C2 N1 C15 C16 -7.9(8)
Zr1 N1 C15 C16 160.7(5)
C2 N1 C15 Zr1 -168.5(6)
N6 Zr1 C15 O1 163.5(2)
N5 Zr1 C15 O1 -88.6(3)
O2 Zr1 C15 O1 65.4(3)
N1 Zr1 C15 O1 164.4(4)
N3 Zr1 C15 O1 11.2(3)
C41 Zr1 C15 O1 44.3(3)
N6 Zr1 C15 N1 -1.0(3)
N5 Zr1 C15 N1 107.0(3)
O2 Zr1 C15 N1 -99.0(3)
O1 Zr1 C15 N1 -164.4(4)
N3 Zr1 C15 N1 -153.3(3)
C41 Zr1 C15 N1 -120.1(3)
N6 Zr1 C15 C16 -126.9(11)
N5 Zr1 C15 C16 -19.0(11)
O2 Zr1 C15 C16 135.0(11)
O1 Zr1 C15 C16 69.6(11)
N1 Zr1 C15 C16 -126.0(12)
N3 Zr1 C15 C16 80.8(11)
C41 Zr1 C15 C16 113.9(11)
O1 C15 C16 C21 116.1(5)
N1 C15 C16 C21 -58.8(7)
Zr1 C15 C16 C21 56.0(13)
O1 C15 C16 C17 -55.1(6)
N1 C15 C16 C17 130.0(5)
Zr1 C15 C16 C17 -115.2(10)
C21 C16 C17 C18 2.0(7)
C15 C16 C17 C18 173.3(4)
C21 C16 C17 C22 -176.6(4)
C15 C16 C17 C22 -5.3(6)
C16 C17 C18 C19 -2.0(7)
C22 C17 C18 C19 176.7(4)
C17 C18 C19 C20 1.5(7)
C17 C18 C19 C23 -176.3(4)
C18 C19 C20 C21 -1.1(7)
C23 C19 C20 C21 176.6(4)
C17 C16 C21 C20 -1.7(7)
C15 C16 C21 C20 -172.8(4)
C17 C16 C21 C24 175.5(4)
C15 C16 C21 C24 4.4(7)
C19 C20 C21 C16 1.2(7)
C19 C20 C21 C24 -176.1(4)
C32 C27 C28 C29 -0.2(6)
C34 C27 C28 C29 176.7(4)
C32 C27 C28 N3 -174.3(4)
C34 C27 C28 N3 2.6(7)
C41 N3 C28 C29 119.0(5)
Zr1 N3 C28 C29 -34.6(6)
C41 N3 C28 C27 -66.8(7)
Zr1 N3 C28 C27 139.6(4)
C27 C28 C29 C30 1.0(7)
N3 C28 C29 C30 175.6(4)
C28 C29 C30 C31 -0.8(7)
C29 C30 C31 C32 -0.2(7)
C30 C31 C32 C27 0.9(7)
C30 C31 C32 C33 -178.3(4)
C28 C27 C32 C31 -0.7(7)
C34 C27 C32 C31 -177.8(4)
C28 C27 C32 C33 178.4(4)
C34 C27 C32 C33 1.4(6)
C32 C27 C34 C39 -71.1(6)
C28 C27 C34 C39 111.9(5)
C32 C27 C34 C35 106.5(5)
C28 C27 C34 C35 -70.5(6)
C39 C34 C35 C36 1.2(7)
C27 C34 C35 C36 -176.4(4)
C39 C34 C35 N4 179.7(4)
C27 C34 C35 N4 2.1(6)
C51 N4 C35 C36 -27.4(6)
C52 N4 C35 C36 100.0(5)
C51 N4 C35 C34 154.1(4)
C52 N4 C35 C34 -78.4(5)
C34 C35 C36 C37 -0.3(7)
N4 C35 C36 C37 -178.7(4)
C35 C36 C37 C38 -0.6(8)
C36 C37 C38 C39 0.5(8)
C37 C38 C39 C34 0.4(7)
C37 C38 C39 C40 -178.2(4)
C35 C34 C39 C38 -1.3(7)
C27 C34 C39 C38 176.4(4)
C35 C34 C39 C40 177.3(4)
C27 C34 C39 C40 -5.1(6)
C28 N3 C41 O2 -176.0(4)
Zr1 N3 C41 O2 -13.6(4)
C28 N3 C41 C42 1.7(8)
Zr1 N3 C41 C42 164.0(5)
C28 N3 C41 Zr1 -162.3(5)
Zr1 O2 C41 N3 14.3(4)
Zr1 O2 C41 C42 -163.7(3)
N6 Zr1 C41 N3 108.2(3)
N5 Zr1 C41 N3 0.7(3)
O2 Zr1 C41 N3 -165.0(4)
O1 Zr1 C41 N3 -97.9(3)
N1 Zr1 C41 N3 -151.3(3)
C15 Zr1 C41 N3 -117.8(3)
N6 Zr1 C41 O2 -86.8(3)
N5 Zr1 C41 O2 165.8(2)
O1 Zr1 C41 O2 67.1(3)
N1 Zr1 C41 O2 13.7(3)
N3 Zr1 C41 O2 165.0(4)
C15 Zr1 C41 O2 47.3(3)
N6 Zr1 C41 C42 -23.7(12)
N5 Zr1 C41 C42 -131.2(11)
O2 Zr1 C41 C42 63.1(11)
O1 Zr1 C41 C42 130.2(11)
N1 Zr1 C41 C42 76.8(12)
N3 Zr1 C41 C42 -131.9(13)
C15 Zr1 C41 C42 110.3(11)
N3 C41 C42 C43 -64.3(7)
O2 C41 C42 C43 113.4(5)
Zr1 C41 C42 C43 58.4(13)
N3 C41 C42 C47 124.0(5)
O2 C41 C42 C47 -58.4(5)
Zr1 C41 C42 C47 -113.3(11)
C47 C42 C43 C44 -2.3(6)
C41 C42 C43 C44 -173.9(4)
C47 C42 C43 C48 172.7(4)
C41 C42 C43 C48 1.1(7)
C42 C43 C44 C45 1.3(7)
C48 C43 C44 C45 -173.8(4)
C43 C44 C45 C46 0.4(7)
C43 C44 C45 C49 176.2(4)
C44 C45 C46 C47 -1.1(7)
C49 C45 C46 C47 -177.0(4)
C45 C46 C47 C42 0.2(7)
C45 C46 C47 C50 179.6(4)
C43 C42 C47 C46 1.6(6)
C41 C42 C47 C46 173.4(4)
C43 C42 C47 C50 -177.9(4)
C41 C42 C47 C50 -6.1(6)
