#------------------------------------------------------------------------------
#$Date: 2019-12-20 12:28:44 +0200 (Fri, 20 Dec 2019) $
#$Revision: 245431 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/66/1556695.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_1556695
loop_
_publ_author_name
'Wang, D.'
'Moutet, J.'
'Tricoire, M.'
'Cordier, M.'
'Nocton, G.'
_publ_section_title
;
 Reactive Heterobimetallic Complex Combining Divalent Ytterbium and
 Dimethyl Nickel Fragments
;
_journal_name_full               Inorganics
_journal_page_first              58
_journal_paper_doi               10.3390/inorganics7050058
_journal_volume                  7
_journal_year                    2019
_chemical_formula_moiety         'C30 H42 N4 Ni Yb, C7 H8'
_chemical_formula_sum            'C37 H50 N4 Ni Yb'
_chemical_formula_weight         782.56
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                103.204(2)
_cell_angle_beta                 94.650(2)
_cell_angle_gamma                93.872(2)
_cell_formula_units_Z            2
_cell_length_a                   9.4362(7)
_cell_length_b                   10.7558(7)
_cell_length_c                   17.0271(12)
_cell_measurement_reflns_used    9472
_cell_measurement_temperature    150.0(1)
_cell_measurement_theta_max      26.6696
_cell_measurement_theta_min      2.4695
_cell_volume                     1670.3(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    SHELXT(Sheldrick,2014)
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Kappa APEX II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0450
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            26666
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.240
_diffrn_reflns_theta_max         26.369
_diffrn_reflns_theta_min         2.544
_exptl_absorpt_coefficient_mu    3.377
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6046
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            'red purple'
_exptl_crystal_density_diffrn    1.556
_exptl_crystal_description       plate
_exptl_crystal_F_000             796
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.538
_refine_diff_density_min         -0.427
_refine_diff_density_rms         0.092
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.945
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     404
_refine_ls_number_reflns         6781
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.945
_refine_ls_R_factor_all          0.0267
_refine_ls_R_factor_gt           0.0236
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0346P)²+0.1167P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0571
_refine_ls_wR_factor_ref         0.0588
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6241
_reflns_number_total             6781
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            Inorganics-2019-7-58.cif
_cod_data_source_block           2
_cod_database_code               1556695
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.451
_shelx_estimated_absorpt_t_max   0.729
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Yb1 Yb 0.64172(2) 0.73914(2) 0.27241(2) 0.01606(5) Uani 1 1 d . . . . .
Ni1 Ni 0.16006(4) 0.35850(4) 0.18085(2) 0.02684(9) Uani 1 1 d . . . . .
N1 N 0.5172(3) 0.5720(2) 0.31453(13) 0.0198(5) Uani 1 1 d . . . . .
N2 N 0.4178(3) 0.6903(2) 0.19495(13) 0.0201(5) Uani 1 1 d . . . . .
N3 N 0.2246(3) 0.5203(2) 0.15600(14) 0.0240(5) Uani 1 1 d . . . . .
N4 N 0.3172(3) 0.4084(2) 0.26750(15) 0.0239(5) Uani 1 1 d . . . . .
C1 C 0.5540(3) 0.5118(3) 0.37287(17) 0.0244(6) Uani 1 1 d . . . . .
H1 H 0.6360 0.5457 0.4097 0.029 Uiso 1 1 calc R U . . .
C2 C 0.4782(4) 0.4033(3) 0.38171(18) 0.0299(7) Uani 1 1 d . . . . .
H2 H 0.5050 0.3635 0.4244 0.036 Uiso 1 1 calc R U . . .
C3 C 0.3606(3) 0.3536(3) 0.32600(19) 0.0297(7) Uani 1 1 d . . . . .
H3 H 0.3093 0.2768 0.3302 0.036 Uiso 1 1 calc R U . . .
C4 C 0.3951(3) 0.5199(3) 0.26422(16) 0.0195(6) Uani 1 1 d . . . . .
C5 C 0.3451(3) 0.5802(3) 0.20382(16) 0.0195(6) Uani 1 1 d . . . . .
C6 C 0.3615(3) 0.7441(3) 0.13735(17) 0.0246(6) Uani 1 1 d . . . . .
H6 H 0.4090 0.8203 0.1294 0.029 Uiso 1 1 calc R U . . .
C7 C 0.2372(4) 0.6931(3) 0.08927(18) 0.0308(7) Uani 1 1 d . . . . .
H7 H 0.1968 0.7344 0.0501 0.037 Uiso 1 1 calc R U . . .
C8 C 0.1739(3) 0.5800(3) 0.10019(19) 0.0324(8) Uani 1 1 d . . . . .
H8 H 0.0897 0.5424 0.0663 0.039 Uiso 1 1 calc R U . . .
C9 C 0.1030(4) 0.2019(3) 0.2108(2) 0.0472(10) Uani 1 1 d . . . . .
H9A H 0.0701 0.2221 0.2650 0.071 Uiso 1 1 calc R U . . .
H9B H 0.1844 0.1500 0.2109 0.071 Uiso 1 1 calc R U . . .
H9C H 0.0253 0.1539 0.1716 0.071 Uiso 1 1 calc R U . . .
C10 C 0.0122(4) 0.3156(3) 0.0918(2) 0.0433(9) Uani 1 1 d . . . . .
H10A H -0.0388 0.2329 0.0913 0.065 Uiso 1 1 calc R U . . .
H10B H 0.0550 0.3099 0.0407 0.065 Uiso 1 1 calc R U . . .
H10C H -0.0548 0.3821 0.0982 0.065 Uiso 1 1 calc R U . . .
C11 C 0.7446(3) 0.6766(3) 0.13353(17) 0.0247(6) Uani 1 1 d . . . . .
C12 C 0.7064(3) 0.5588(3) 0.15384(18) 0.0269(7) Uani 1 1 d . . . . .
C13 C 0.7989(4) 0.5523(3) 0.22261(19) 0.0314(8) Uani 1 1 d . . . . .
C14 C 0.8935(3) 0.6641(3) 0.24431(18) 0.0296(7) Uani 1 1 d . . . . .
C15 C 0.8596(3) 0.7411(3) 0.18858(18) 0.0267(7) Uani 1 1 d . . . . .
C16 C 0.6819(4) 0.7212(4) 0.06199(19) 0.0395(9) Uani 1 1 d . . . . .
H16A H 0.7417 0.6991 0.0172 0.059 Uiso 1 1 calc R U . . .
H16B H 0.6778 0.8143 0.0771 0.059 Uiso 1 1 calc R U . . .
H16C H 0.5854 0.6792 0.0449 0.059 Uiso 1 1 calc R U . . .
C17 C 0.5991(4) 0.4557(3) 0.1056(2) 0.0428(9) Uani 1 1 d . . . . .
H17A H 0.5242 0.4942 0.0783 0.064 Uiso 1 1 calc R U . . .
H17B H 0.5565 0.4081 0.1418 0.064 Uiso 1 1 calc R U . . .
H17C H 0.6461 0.3971 0.0650 0.064 Uiso 1 1 calc R U . . .
C18 C 0.8052(5) 0.4378(4) 0.2592(2) 0.0520(11) Uani 1 1 d . . . . .
H18A H 0.7147 0.3840 0.2443 0.078 Uiso 1 1 calc R U . . .
H18B H 0.8218 0.4667 0.3183 0.078 Uiso 1 1 calc R U . . .
H18C H 0.8833 0.3881 0.2387 0.078 Uiso 1 1 calc R U . . .
C19 C 1.0197(4) 0.6820(4) 0.3064(2) 0.0496(10) Uani 1 1 d . . . . .
H19A H 1.0796 0.6109 0.2919 0.074 Uiso 1 1 calc R U . . .
H19B H 0.9867 0.6838 0.3598 0.074 Uiso 1 1 calc R U . . .
H19C H 1.0754 0.7631 0.3083 0.074 Uiso 1 1 calc R U . . .
C20 C 0.9451(4) 0.8596(3) 0.1800(2) 0.0454(9) Uani 1 1 d . . . . .
H20A H 0.9993 0.8383 0.1328 0.068 Uiso 1 1 calc R U . . .
H20B H 1.0112 0.8932 0.2289 0.068 Uiso 1 1 calc R U . . .
H20C H 0.8804 0.9246 0.1728 0.068 Uiso 1 1 calc R U . . .
C21 C 0.6819(3) 0.8735(3) 0.42029(16) 0.0243(6) Uani 1 1 d . . . . .
C22 C 0.7562(3) 0.9463(3) 0.37467(17) 0.0253(7) Uani 1 1 d . . . . .
C23 C 0.6539(3) 0.9890(3) 0.32317(17) 0.0241(6) Uani 1 1 d . . . . .
C24 C 0.5173(3) 0.9436(3) 0.33800(17) 0.0249(7) Uani 1 1 d . . . . .
C25 C 0.5345(3) 0.8727(3) 0.39874(17) 0.0234(6) Uani 1 1 d . . . . .
C26 C 0.7502(4) 0.8194(3) 0.48681(19) 0.0344(8) Uani 1 1 d . . . . .
H26A H 0.8264 0.7674 0.4661 0.052 Uiso 1 1 calc R U . . .
H26B H 0.6781 0.7659 0.5054 0.052 Uiso 1 1 calc R U . . .
H26C H 0.7904 0.8898 0.5322 0.052 Uiso 1 1 calc R U . . .
C27 C 0.9130(4) 0.9897(3) 0.3903(2) 0.0394(8) Uani 1 1 d . . . . .
H27A H 0.9299 1.0599 0.4390 0.059 Uiso 1 1 calc R U . . .
H27B H 0.9445 1.0195 0.3437 0.059 Uiso 1 1 calc R U . . .
H27C H 0.9667 0.9179 0.3982 0.059 Uiso 1 1 calc R U . . .
C28 C 0.6830(4) 1.0789(3) 0.26913(19) 0.0347(8) Uani 1 1 d . . . . .
H28A H 0.6392 1.0402 0.2140 0.052 Uiso 1 1 calc R U . . .
H28B H 0.7863 1.0948 0.2683 0.052 Uiso 1 1 calc R U . . .
H28C H 0.6426 1.1601 0.2899 0.052 Uiso 1 1 calc R U . . .
C29 C 0.3776(4) 0.9777(3) 0.3044(2) 0.0353(8) Uani 1 1 d . . . . .
H29A H 0.3454 1.0499 0.3431 0.053 Uiso 1 1 calc R U . . .
H29B H 0.3066 0.9037 0.2952 0.053 Uiso 1 1 calc R U . . .
H29C H 0.3893 1.0017 0.2530 0.053 Uiso 1 1 calc R U . . .
C30 C 0.4158(4) 0.8195(3) 0.43759(19) 0.0350(8) Uani 1 1 d . . . . .
H30A H 0.3854 0.8877 0.4800 0.053 Uiso 1 1 calc R U . . .
H30B H 0.4488 0.7508 0.4617 0.053 Uiso 1 1 calc R U . . .
H30C H 0.3352 0.7851 0.3966 0.053 Uiso 1 1 calc R U . . .
C31 C 0.0694(5) 0.4543(5) 0.4510(3) 0.033(4) Uani 0.5 1 d G . P A -1
H31 H 0.1529 0.4596 0.4238 0.039 Uiso 0.5 1 calc R U P A -1
C32 C -0.0265(7) 0.3455(4) 0.4280(3) 0.051(2) Uani 0.5 1 d G . P A -1
H32 H -0.0085 0.2764 0.3851 0.061 Uiso 0.5 1 calc R U P A -1
C33 C -0.1486(6) 0.3378(5) 0.4677(4) 0.069(8) Uani 0.5 1 d G . P A -1
H33 H -0.2142 0.2634 0.4520 0.083 Uiso 0.5 1 calc R U P A -1
C34 C -0.1749(5) 0.4389(6) 0.5304(3) 0.0389(17) Uani 0.5 1 d G . P A -1
H34 H -0.2584 0.4336 0.5575 0.047 Uiso 0.5 1 calc R U P A -1
C35 C -0.0790(6) 0.5477(5) 0.5534(3) 0.059(6) Uani 0.5 1 d G . P A -1
H35 H -0.0969 0.6168 0.5962 0.071 Uiso 0.5 1 calc R U P A -1
C36 C 0.0432(6) 0.5554(5) 0.5136(3) 0.0392(17) Uani 0.5 1 d G . P A -1
C37 C 0.1459(11) 0.6665(7) 0.5375(6) 0.049(6) Uani 0.5 1 d . . P A -1
H37A H 0.1422 0.7151 0.4954 0.074 Uiso 0.5 1 calc R U P A -1
H37B H 0.2419 0.6388 0.5448 0.074 Uiso 0.5 1 calc R U P A -1
H37C H 0.1233 0.7210 0.5886 0.074 Uiso 0.5 1 calc R U P A -1
C38 C 0.3369(10) 0.0080(11) 0.0249(7) 0.0467(16) Uani 0.5 1 d G . P B -1
C39 C 0.4427(11) 0.0960(11) 0.0720(6) 0.0467(16) Uani 0.5 1 d G . P B -1
H39 H 0.4188 0.1585 0.1170 0.056 Uiso 0.5 1 calc R U P B -1
C40 C 0.5833(11) 0.0925(11) 0.0534(7) 0.0467(16) Uani 0.5 1 d G . P B -1
H40 H 0.6555 0.1527 0.0856 0.056 Uiso 0.5 1 calc R U P B -1
C41 C 0.6181(11) 0.0011(12) -0.0125(7) 0.0467(16) Uani 0.5 1 d G . P B -1
H41 H 0.7142 -0.0013 -0.0252 0.056 Uiso 0.5 1 calc R U P B -1
C42 C 0.5124(11) -0.0870(11) -0.0596(6) 0.0467(16) Uani 0.5 1 d G . P B -1
H42 H 0.5362 -0.1495 -0.1046 0.056 Uiso 0.5 1 calc R U P B -1
C43 C 0.3718(11) -0.0835(11) -0.0410(6) 0.0467(16) Uani 0.5 1 d G . P B -1
H43 H 0.2995 -0.1437 -0.0732 0.056 Uiso 0.5 1 calc R U P B -1
C44 C 0.2273(9) 0.0091(7) 0.0343(5) 0.0467(16) Uani 0.5 1 d . . P B -1
H44A H 0.2064 -0.0405 0.0742 0.070 Uiso 0.5 1 calc R U P B -1
H44B H 0.1691 -0.0288 -0.0170 0.070 Uiso 0.5 1 calc R U P B -1
H44C H 0.2051 0.0978 0.0544 0.070 Uiso 0.5 1 calc R U P B -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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Yb Yb -0.3850 5.5486 '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
N2 Yb1 N1 71.94(8) . .
N2 Yb1 C21 124.51(9) . .
N1 Yb1 C21 90.59(8) . .
N2 Yb1 C11 84.63(9) . .
N1 Yb1 C11 116.25(9) . .
C21 Yb1 C11 146.59(10) . .
N2 Yb1 C15 114.97(9) . .
N1 Yb1 C15 131.62(9) . .
C21 Yb1 C15 115.59(10) . .
C11 Yb1 C15 31.42(10) . .
N2 Yb1 C22 131.96(9) . .
N1 Yb1 C22 122.15(9) . .
C21 Yb1 C22 31.64(9) . .
C11 Yb1 C22 117.61(10) . .
C15 Yb1 C22 89.79(10) . .
N2 Yb1 C12 80.33(9) . .
N1 Yb1 C12 85.30(9) . .
C21 Yb1 C12 152.04(10) . .
C11 Yb1 C12 31.70(9) . .
C15 Yb1 C12 52.19(10) . .
C22 Yb1 C12 140.70(10) . .
N2 Yb1 C13 107.89(10) . .
N1 Yb1 C13 79.72(9) . .
C21 Yb1 C13 120.44(10) . .
C11 Yb1 C13 52.29(9) . .
C15 Yb1 C13 52.11(10) . .
C22 Yb1 C13 119.48(11) . .
C12 Yb1 C13 31.65(10) . .
N2 Yb1 C14 132.15(9) . .
N1 Yb1 C14 106.12(9) . .
C21 Yb1 C14 103.11(10) . .
C11 Yb1 C14 52.37(9) . .
C15 Yb1 C14 31.81(9) . .
C22 Yb1 C14 90.78(10) . .
C12 Yb1 C14 52.27(10) . .
C13 Yb1 C14 31.32(11) . .
N2 Yb1 C25 93.10(9) . .
N1 Yb1 C25 80.19(9) . .
C21 Yb1 C25 31.42(9) . .
C11 Yb1 C25 161.42(10) . .
C15 Yb1 C25 141.69(10) . .
C22 Yb1 C25 52.02(10) . .
C12 Yb1 C25 165.34(10) . .
C13 Yb1 C25 144.56(9) . .
C14 Yb1 C25 134.46(10) . .
N2 Yb1 C23 102.46(9) . .
N1 Yb1 C23 131.91(9) . .
C21 Yb1 C23 52.29(9) . .
C11 Yb1 C23 110.44(9) . .
C15 Yb1 C23 94.82(10) . .
C22 Yb1 C23 31.59(9) . .
C12 Yb1 C23 142.12(10) . .
C13 Yb1 C23 142.25(11) . .
C14 Yb1 C23 110.96(10) . .
C25 Yb1 C23 52.00(9) . .
N2 Yb1 C24 80.84(9) . .
N1 Yb1 C24 103.70(9) . .
C21 Yb1 C24 52.06(9) . .
C11 Yb1 C24 130.37(9) . .
C15 Yb1 C24 124.60(10) . .
C22 Yb1 C24 51.87(10) . .
C12 Yb1 C24 155.39(10) . .
C13 Yb1 C24 171.27(10) . .
C14 Yb1 C24 141.12(10) . .
C25 Yb1 C24 31.51(9) . .
C23 Yb1 C24 31.18(10) . .
C9 Ni1 C10 89.33(16) . .
C9 Ni1 N3 176.91(13) . .
C10 Ni1 N3 93.71(13) . .
C9 Ni1 N4 93.88(13) . .
C10 Ni1 N4 176.41(14) . .
N3 Ni1 N4 83.10(10) . .
C1 N1 C4 115.9(2) . .
C1 N1 Yb1 130.4(2) . .
C4 N1 Yb1 113.26(17) . .
C6 N2 C5 116.4(2) . .
C6 N2 Yb1 129.4(2) . .
C5 N2 Yb1 113.55(17) . .
C8 N3 C5 115.6(3) . .
C8 N3 Ni1 131.4(2) . .
C5 N3 Ni1 112.97(19) . .
C3 N4 C4 116.2(3) . .
C3 N4 Ni1 131.5(2) . .
C4 N4 Ni1 112.33(18) . .
N1 C1 C2 122.7(3) . .
N1 C1 H1 118.6 . .
C2 C1 H1 118.6 . .
C1 C2 C3 117.7(3) . .
C1 C2 H2 121.2 . .
C3 C2 H2 121.2 . .
N4 C3 C2 123.0(3) . .
N4 C3 H3 118.5 . .
C2 C3 H3 118.5 . .
N4 C4 N1 124.4(2) . .
N4 C4 C5 115.9(3) . .
N1 C4 C5 119.7(3) . .
N4 C4 Yb1 164.90(19) . .
N1 C4 Yb1 43.13(13) . .
C5 C4 Yb1 77.09(16) . .
N3 C5 N2 124.6(2) . .
N3 C5 C4 115.5(3) . .
N2 C5 C4 119.9(2) . .
N3 C5 Yb1 165.1(2) . .
N2 C5 Yb1 43.04(13) . .
C4 C5 Yb1 77.34(16) . .
N2 C6 C7 122.5(3) . .
N2 C6 H6 118.8 . .
C7 C6 H6 118.8 . .
C8 C7 C6 117.3(3) . .
C8 C7 H7 121.3 . .
C6 C7 H7 121.3 . .
N3 C8 C7 123.5(3) . .
N3 C8 H8 118.3 . .
C7 C8 H8 118.3 . .
Ni1 C9 H9A 109.5 . .
Ni1 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
Ni1 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
Ni1 C10 H10A 109.5 . .
Ni1 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
Ni1 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C15 C11 C12 108.2(3) . .
C15 C11 C16 125.2(3) . .
C12 C11 C16 126.4(3) . .
C15 C11 Yb1 74.52(17) . .
C12 C11 Yb1 74.61(16) . .
C16 C11 Yb1 120.6(2) . .
C11 C12 C13 107.5(3) . .
C11 C12 C17 125.4(3) . .
C13 C12 C17 126.8(3) . .
C11 C12 Yb1 73.69(16) . .
C13 C12 Yb1 74.20(16) . .
C17 C12 Yb1 122.8(2) . .
C14 C13 C12 108.5(3) . .
C14 C13 C18 126.0(3) . .
C12 C13 C18 125.1(3) . .
C14 C13 Yb1 74.38(17) . .
C12 C13 Yb1 74.14(17) . .
C18 C13 Yb1 123.2(2) . .
C13 C14 C15 107.6(3) . .
C13 C14 C19 123.3(3) . .
C15 C14 C19 128.4(3) . .
C13 C14 Yb1 74.29(18) . .
C15 C14 Yb1 73.79(17) . .
C19 C14 Yb1 125.4(2) . .
C11 C15 C14 108.2(3) . .
C11 C15 C20 124.4(3) . .
C14 C15 C20 126.7(3) . .
C11 C15 Yb1 74.06(17) . .
C14 C15 Yb1 74.40(17) . .
C20 C15 Yb1 125.2(2) . .
C11 C16 H16A 109.5 . .
C11 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C11 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C12 C17 H17A 109.5 . .
C12 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C12 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C13 C18 H18A 109.5 . .
C13 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C13 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C14 C19 H19A 109.5 . .
C14 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
C14 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
C15 C20 H20A 109.5 . .
C15 C20 H20B 109.5 . .
H20A C20 H20B 109.5 . .
C15 C20 H20C 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
C25 C21 C22 108.3(3) . .
C25 C21 C26 126.4(3) . .
C22 C21 C26 125.0(3) . .
C25 C21 Yb1 75.57(16) . .
C22 C21 Yb1 74.77(16) . .
C26 C21 Yb1 120.93(19) . .
C21 C22 C23 108.0(3) . .
C21 C22 C27 124.6(3) . .
C23 C22 C27 126.4(3) . .
C21 C22 Yb1 73.60(16) . .
C23 C22 Yb1 75.00(16) . .
C27 C22 Yb1 125.8(2) . .
C24 C23 C22 107.7(3) . .
C24 C23 C28 125.3(3) . .
C22 C23 C28 126.7(3) . .
C24 C23 Yb1 74.67(16) . .
C22 C23 Yb1 73.41(16) . .
C28 C23 Yb1 122.84(19) . .
C23 C24 C25 108.2(3) . .
C23 C24 C29 126.2(3) . .
C25 C24 C29 125.1(3) . .
C23 C24 Yb1 74.16(16) . .
C25 C24 Yb1 73.88(16) . .
C29 C24 Yb1 124.0(2) . .
C21 C25 C24 107.7(3) . .
C21 C25 C30 126.9(3) . .
C24 C25 C30 125.1(3) . .
C21 C25 Yb1 73.01(16) . .
C24 C25 Yb1 74.61(16) . .
C30 C25 Yb1 122.9(2) . .
C21 C26 H26A 109.5 . .
C21 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C21 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C22 C27 H27A 109.5 . .
C22 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C22 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
C23 C28 H28A 109.5 . .
C23 C28 H28B 109.5 . .
H28A C28 H28B 109.5 . .
C23 C28 H28C 109.5 . .
H28A C28 H28C 109.5 . .
H28B C28 H28C 109.5 . .
C24 C29 H29A 109.5 . .
C24 C29 H29B 109.5 . .
H29A C29 H29B 109.5 . .
C24 C29 H29C 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
C25 C30 H30A 109.5 . .
C25 C30 H30B 109.5 . .
H30A C30 H30B 109.5 . .
C25 C30 H30C 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
C32 C31 C36 120.0 . .
C32 C31 H31 120.0 . .
C36 C31 H31 120.0 . .
C31 C32 C33 120.0 . .
C31 C32 H32 120.0 . .
C33 C32 H32 120.0 . .
C34 C33 C32 120.0 . .
C34 C33 H33 120.0 . .
C32 C33 H33 120.0 . .
C35 C34 C33 120.0 . .
C35 C34 H34 120.0 . .
C33 C34 H34 120.0 . .
C36 C35 C34 120.0 . .
C36 C35 H35 120.0 . .
C34 C35 H35 120.0 . .
C35 C36 C31 120.0 . .
C35 C36 C37 121.0(5) . .
C31 C36 C37 119.0(5) . .
C36 C37 H37A 109.5 . .
C36 C37 H37B 109.5 . .
H37A C37 H37B 109.5 . .
C36 C37 H37C 109.5 . .
H37A C37 H37C 109.5 . .
H37B C37 H37C 109.5 . .
C44 C38 C39 123.3(8) . .
C44 C38 C43 116.6(8) . .
C39 C38 C43 120.0 . .
C38 C39 C40 120.0 . .
C38 C39 H39 120.0 . .
C40 C39 H39 120.0 . .
C41 C40 C39 120.0 . .
C41 C40 H40 120.0 . .
C39 C40 H40 120.0 . .
C42 C41 C40 120.0 . .
C42 C41 H41 120.0 . .
C40 C41 H41 120.0 . .
C43 C42 C41 120.0 . .
C43 C42 H42 120.0 . .
C41 C42 H42 120.0 . .
C42 C43 C38 120.0 . .
C42 C43 H43 120.0 . .
C38 C43 H43 120.0 . .
C38 C44 H44A 109.5 . .
C38 C44 H44B 109.5 . .
H44A C44 H44B 109.5 . .
C38 C44 H44C 109.5 . .
H44A C44 H44C 109.5 . .
H44B C44 H44C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Yb1 N2 2.358(2) .
Yb1 N1 2.359(2) .
Yb1 C21 2.585(3) .
Yb1 C11 2.592(3) .
Yb1 C15 2.598(3) .
Yb1 C22 2.600(3) .
Yb1 C12 2.604(3) .
Yb1 C13 2.605(3) .
Yb1 C14 2.606(3) .
Yb1 C25 2.617(3) .
Yb1 C23 2.620(3) .
Yb1 C24 2.627(3) .
Ni1 C9 1.924(3) .
Ni1 C10 1.925(3) .
Ni1 N3 1.953(3) .
Ni1 N4 1.959(2) .
N1 C1 1.339(3) .
N1 C4 1.382(4) .
N2 C6 1.340(3) .
N2 C5 1.373(4) .
N3 C8 1.338(4) .
N3 C5 1.372(4) .
N4 C3 1.320(4) .
N4 C4 1.378(4) .
C1 C2 1.372(4) .
C1 H1 0.9500 .
C2 C3 1.390(4) .
C2 H2 0.9500 .
C3 H3 0.9500 .
C4 C5 1.403(4) .
C6 C7 1.378(4) .
C6 H6 0.9500 .
C7 C8 1.376(5) .
C7 H7 0.9500 .
C8 H8 0.9500 .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 C15 1.405(4) .
C11 C12 1.419(4) .
C11 C16 1.501(4) .
C12 C13 1.421(4) .
C12 C17 1.492(4) .
C13 C14 1.407(5) .
C13 C18 1.504(4) .
C14 C15 1.426(4) .
C14 C19 1.499(4) .
C15 C20 1.504(4) .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
C19 H19A 0.9800 .
C19 H19B 0.9800 .
C19 H19C 0.9800 .
C20 H20A 0.9800 .
C20 H20B 0.9800 .
C20 H20C 0.9800 .
C21 C25 1.409(4) .
C21 C22 1.413(4) .
C21 C26 1.507(4) .
C22 C23 1.421(4) .
C22 C27 1.505(4) .
C23 C24 1.410(4) .
C23 C28 1.506(4) .
C24 C25 1.424(4) .
C24 C29 1.496(4) .
C25 C30 1.492(4) .
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 H29A 0.9800 .
C29 H29B 0.9800 .
C29 H29C 0.9800 .
C30 H30A 0.9800 .
C30 H30B 0.9800 .
C30 H30C 0.9800 .
C31 C32 1.3900 .
C31 C36 1.3900 .
C31 H31 0.9500 .
C32 C33 1.3900 .
C32 H32 0.9500 .
C33 C34 1.3900 .
C33 H33 0.9500 .
C34 C35 1.3900 .
C34 H34 0.9500 .
C35 C36 1.3900 .
C35 H35 0.9500 .
C36 C37 1.446(9) .
C37 H37A 0.9800 .
C37 H37B 0.9800 .
C37 H37C 0.9800 .
C38 C44 1.060(12) .
C38 C39 1.3900 .
C38 C43 1.3900 .
C39 C40 1.3900 .
C39 H39 0.9500 .
C40 C41 1.3900 .
C40 H40 0.9500 .
C41 C42 1.3900 .
C41 H41 0.9500 .
C42 C43 1.3900 .
C42 H42 0.9500 .
C43 H43 0.9500 .
C44 H44A 0.9800 .
C44 H44B 0.9800 .
C44 H44C 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C4 N1 C1 C2 1.6(4) . . . .
Yb1 N1 C1 C2 -170.0(2) . . . .
N1 C1 C2 C3 1.5(5) . . . .
C4 N4 C3 C2 -0.2(4) . . . .
Ni1 N4 C3 C2 178.7(2) . . . .
C1 C2 C3 N4 -2.3(5) . . . .
C3 N4 C4 N1 3.7(4) . . . .
Ni1 N4 C4 N1 -175.4(2) . . . .
C3 N4 C4 C5 -177.7(3) . . . .
Ni1 N4 C4 C5 3.2(3) . . . .
C3 N4 C4 Yb1 34.7(9) . . . .
Ni1 N4 C4 Yb1 -144.4(6) . . . .
C1 N1 C4 N4 -4.4(4) . . . .
Yb1 N1 C4 N4 168.7(2) . . . .
C1 N1 C4 C5 177.1(3) . . . .
Yb1 N1 C4 C5 -9.9(3) . . . .
C1 N1 C4 Yb1 -173.0(3) . . . .
C8 N3 C5 N2 -3.5(4) . . . .
Ni1 N3 C5 N2 175.2(2) . . . .
C8 N3 C5 C4 177.7(3) . . . .
Ni1 N3 C5 C4 -3.6(3) . . . .
C8 N3 C5 Yb1 -34.1(9) . . . .
Ni1 N3 C5 Yb1 144.6(6) . . . .
C6 N2 C5 N3 3.0(4) . . . .
Yb1 N2 C5 N3 -169.0(2) . . . .
C6 N2 C5 C4 -178.3(2) . . . .
Yb1 N2 C5 C4 9.8(3) . . . .
C6 N2 C5 Yb1 171.9(3) . . . .
N4 C4 C5 N3 0.3(4) . . . .
N1 C4 C5 N3 178.9(2) . . . .
Yb1 C4 C5 N3 172.0(2) . . . .
N4 C4 C5 N2 -178.6(2) . . . .
N1 C4 C5 N2 0.1(4) . . . .
Yb1 C4 C5 N2 -6.8(2) . . . .
N4 C4 C5 Yb1 -171.8(2) . . . .
N1 C4 C5 Yb1 6.9(2) . . . .
C5 N2 C6 C7 0.2(4) . . . .
Yb1 N2 C6 C7 170.5(2) . . . .
N2 C6 C7 C8 -2.4(5) . . . .
C5 N3 C8 C7 0.9(5) . . . .
Ni1 N3 C8 C7 -177.4(2) . . . .
C6 C7 C8 N3 1.9(5) . . . .
C15 C11 C12 C13 0.5(3) . . . .
C16 C11 C12 C13 176.0(3) . . . .
Yb1 C11 C12 C13 -67.1(2) . . . .
C15 C11 C12 C17 -173.5(3) . . . .
C16 C11 C12 C17 2.0(5) . . . .
Yb1 C11 C12 C17 119.0(3) . . . .
C15 C11 C12 Yb1 67.5(2) . . . .
C16 C11 C12 Yb1 -116.9(3) . . . .
C11 C12 C13 C14 -0.3(3) . . . .
C17 C12 C13 C14 173.6(3) . . . .
Yb1 C12 C13 C14 -67.0(2) . . . .
C11 C12 C13 C18 -173.6(3) . . . .
C17 C12 C13 C18 0.3(5) . . . .
Yb1 C12 C13 C18 119.7(3) . . . .
C11 C12 C13 Yb1 66.7(2) . . . .
C17 C12 C13 Yb1 -119.4(3) . . . .
C12 C13 C14 C15 0.0(3) . . . .
C18 C13 C14 C15 173.2(3) . . . .
Yb1 C13 C14 C15 -66.8(2) . . . .
C12 C13 C14 C19 -170.8(3) . . . .
C18 C13 C14 C19 2.4(5) . . . .
Yb1 C13 C14 C19 122.3(3) . . . .
C12 C13 C14 Yb1 66.9(2) . . . .
C18 C13 C14 Yb1 -119.9(3) . . . .
C12 C11 C15 C14 -0.5(3) . . . .
C16 C11 C15 C14 -176.0(3) . . . .
Yb1 C11 C15 C14 67.1(2) . . . .
C12 C11 C15 C20 170.4(3) . . . .
C16 C11 C15 C20 -5.2(5) . . . .
Yb1 C11 C15 C20 -122.0(3) . . . .
C12 C11 C15 Yb1 -67.6(2) . . . .
C16 C11 C15 Yb1 116.8(3) . . . .
C13 C14 C15 C11 0.3(3) . . . .
C19 C14 C15 C11 170.5(3) . . . .
Yb1 C14 C15 C11 -66.9(2) . . . .
C13 C14 C15 C20 -170.3(3) . . . .
C19 C14 C15 C20 -0.1(5) . . . .
Yb1 C14 C15 C20 122.5(3) . . . .
C13 C14 C15 Yb1 67.2(2) . . . .
C19 C14 C15 Yb1 -122.6(3) . . . .
C25 C21 C22 C23 -1.1(3) . . . .
C26 C21 C22 C23 -174.9(3) . . . .
Yb1 C21 C22 C23 67.69(19) . . . .
C25 C21 C22 C27 168.7(3) . . . .
C26 C21 C22 C27 -5.2(5) . . . .
Yb1 C21 C22 C27 -122.6(3) . . . .
C25 C21 C22 Yb1 -68.76(19) . . . .
C26 C21 C22 Yb1 117.4(3) . . . .
C21 C22 C23 C24 0.6(3) . . . .
C27 C22 C23 C24 -168.9(3) . . . .
Yb1 C22 C23 C24 67.37(19) . . . .
C21 C22 C23 C28 174.3(3) . . . .
C27 C22 C23 C28 4.8(5) . . . .
Yb1 C22 C23 C28 -118.9(3) . . . .
C21 C22 C23 Yb1 -66.75(19) . . . .
C27 C22 C23 Yb1 123.8(3) . . . .
C22 C23 C24 C25 0.1(3) . . . .
C28 C23 C24 C25 -173.7(3) . . . .
Yb1 C23 C24 C25 66.59(19) . . . .
C22 C23 C24 C29 172.6(3) . . . .
C28 C23 C24 C29 -1.2(5) . . . .
Yb1 C23 C24 C29 -120.9(3) . . . .
C22 C23 C24 Yb1 -66.53(19) . . . .
C28 C23 C24 Yb1 119.7(3) . . . .
C22 C21 C25 C24 1.1(3) . . . .
C26 C21 C25 C24 174.9(3) . . . .
Yb1 C21 C25 C24 -67.12(19) . . . .
C22 C21 C25 C30 -173.1(3) . . . .
C26 C21 C25 C30 0.7(5) . . . .
Yb1 C21 C25 C30 118.7(3) . . . .
C22 C21 C25 Yb1 68.23(19) . . . .
C26 C21 C25 Yb1 -118.0(3) . . . .
C23 C24 C25 C21 -0.7(3) . . . .
C29 C24 C25 C21 -173.4(3) . . . .
Yb1 C24 C25 C21 66.05(19) . . . .
C23 C24 C25 C30 173.6(3) . . . .
C29 C24 C25 C30 1.0(5) . . . .
Yb1 C24 C25 C30 -119.6(3) . . . .
C23 C24 C25 Yb1 -66.8(2) . . . .
C29 C24 C25 Yb1 120.6(3) . . . .
C36 C31 C32 C33 0.0 . . . .
C31 C32 C33 C34 0.0 . . . .
C32 C33 C34 C35 0.0 . . . .
C33 C34 C35 C36 0.0 . . . .
C34 C35 C36 C31 0.0 . . . .
C34 C35 C36 C37 -178.8(8) . . . .
C32 C31 C36 C35 0.0 . . . .
C32 C31 C36 C37 178.8(8) . . . .
C44 C38 C39 C40 -176.6(9) . . . .
C43 C38 C39 C40 0.0 . . . .
C38 C39 C40 C41 0.0 . . . .
C39 C40 C41 C42 0.0 . . . .
C40 C41 C42 C43 0.0 . . . .
C41 C42 C43 C38 0.0 . . . .
C44 C38 C43 C42 176.8(8) . . . .
C39 C38 C43 C42 0.0 . . . .
