#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:06:14 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301780 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/64/1556475.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_1556475
loop_
_publ_author_name
'Ortu, F.'
'Zhu, H.'
'Boulon, M.-E.'
'Mills, D.P.'
_publ_section_title
;
 Synthesis and Reactivity of a Cerium(III) Scorpionate Complex Containing
 a Redox Non-Innocent 2,2'-Bipyridine Ligand
;
_journal_name_full               Inorganics
_journal_page_first              534
_journal_page_last               553
_journal_paper_doi               10.3390/inorganics3040534
_journal_volume                  3
_journal_year                    2015
_chemical_formula_moiety         'C30 H44 B2 Ce N15, C7 H8'
_chemical_formula_sum            'C37 H52 B2 Ce N15'
_chemical_formula_weight         868.67
_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                105.035(2)
_cell_angle_beta                 96.314(2)
_cell_angle_gamma                112.313(3)
_cell_formula_units_Z            2
_cell_length_a                   11.2609(3)
_cell_length_b                   12.5209(3)
_cell_length_c                   16.7464(4)
_cell_measurement_reflns_used    17670
_cell_measurement_temperature    150.02(11)
_cell_measurement_theta_max      28.3350
_cell_measurement_theta_min      3.3950
_cell_volume                     2051.38(11)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.02(11)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1428
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -58.00   50.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -22.9725   77.0000 -150.0000 108

#__ type_ start__ end____ width___ exp.time_
  2 omega  -12.00   98.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       23.9100   77.0000   90.0000 110

#__ type_ start__ end____ width___ exp.time_
  3 omega  -11.00   98.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       23.9100   77.0000  -30.0000 109

#__ type_ start__ end____ width___ exp.time_
  4 omega  -64.00   54.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -22.9725   37.0000   90.0000 118

#__ type_ start__ end____ width___ exp.time_
  5 omega -109.00  -35.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -22.9725 -178.0000 -150.0000 74

#__ type_ start__ end____ width___ exp.time_
  6 omega  -20.00   26.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -22.9725  -99.0000 -180.0000 46

#__ type_ start__ end____ width___ exp.time_
  7 omega  -53.00   50.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -22.9725   57.0000  150.0000 103

#__ type_ start__ end____ width___ exp.time_
  8 omega  -20.00   26.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -22.9725  -99.0000  -30.0000 46

#__ type_ start__ end____ width___ exp.time_
  9 omega   -6.00   97.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       23.9100   57.0000 -150.0000 103

#__ type_ start__ end____ width___ exp.time_
 10 omega  -96.00  -71.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -22.9725  -57.0000    0.0000 25

#__ type_ start__ end____ width___ exp.time_
 11 omega -100.00   18.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -22.9725  -37.0000   60.0000 118

#__ type_ start__ end____ width___ exp.time_
 12 omega    4.00   90.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       23.9100 -128.0000    9.0000 86

#__ type_ start__ end____ width___ exp.time_
 13 omega  -49.00   53.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       23.9100  -57.0000 -150.0000 102

#__ type_ start__ end____ width___ exp.time_
 14 omega   -6.00   97.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       23.9100   57.0000  -30.0000 103
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0606148000
_diffrn_orient_matrix_UB_12      -0.0371137000
_diffrn_orient_matrix_UB_13      -0.0306233000
_diffrn_orient_matrix_UB_21      0.0342703000
_diffrn_orient_matrix_UB_22      0.0021616000
_diffrn_orient_matrix_UB_23      -0.0330582000
_diffrn_orient_matrix_UB_31      0.0074700000
_diffrn_orient_matrix_UB_32      -0.0530792000
_diffrn_orient_matrix_UB_33      0.0020258000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0600
_diffrn_reflns_av_unetI/netI     0.0475
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            28373
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.346
_diffrn_reflns_theta_min         3.211
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.157
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68706
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_description       block
_exptl_crystal_F_000             894
_exptl_crystal_size_max          0.2792
_exptl_crystal_size_mid          0.2037
_exptl_crystal_size_min          0.1292
_refine_diff_density_max         1.629
_refine_diff_density_min         -1.076
_refine_diff_density_rms         0.115
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     510
_refine_ls_number_reflns         28373
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.097
_refine_ls_R_factor_all          0.0654
_refine_ls_R_factor_gt           0.0515
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0943P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1456
_refine_ls_wR_factor_ref         0.1518
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                22381
_reflns_number_total             28373
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            Inorganics-2015-3-524.cif
_cod_data_source_block           4
_cod_original_cell_volume        2051.38(10)
_cod_database_code               1556475
_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.
;
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
Ce1 Ce 0.35805(3) 0.27739(3) 0.23198(2) 0.02377(13) Uani 1 1 d . . . . .
N1 N 0.4726(5) 0.0570(4) 0.1457(3) 0.0233(10) Uani 1 1 d . . . . .
N2 N 0.3570(5) 0.0711(4) 0.1368(3) 0.0254(10) Uani 1 1 d . . . . .
N3 N 0.6467(5) 0.2719(4) 0.1749(3) 0.0227(10) Uani 1 1 d . . . . .
N4 N 0.5648(5) 0.3279(4) 0.1622(3) 0.0239(10) Uani 1 1 d . . . . .
N5 N 0.6019(4) 0.1922(4) 0.2981(3) 0.0217(10) Uani 1 1 d . . . . .
N6 N 0.5290(4) 0.2521(4) 0.3307(3) 0.0231(10) Uani 1 1 d . . . . .
N7 N 0.4412(5) 0.5951(4) 0.2988(3) 0.0231(10) Uani 1 1 d . . . . .
N8 N 0.5000(4) 0.5175(4) 0.3050(3) 0.0243(10) Uani 1 1 d . . . . .
N9 N 0.2453(5) 0.4757(4) 0.1710(3) 0.0238(10) Uani 1 1 d . . . . .
N10 N 0.2682(5) 0.3742(4) 0.1395(3) 0.0269(11) Uani 1 1 d . . . . .
N11 N 0.2171(4) 0.4770(4) 0.3207(3) 0.0211(10) Uani 1 1 d . . . . .
N12 N 0.2363(5) 0.3781(4) 0.3320(3) 0.0253(10) Uani 1 1 d . . . . .
N13 N 0.1391(6) 0.1340(5) 0.2044(4) 0.0471(15) Uani 1 1 d . . . . .
N14 N 0.0235(6) 0.0835(5) 0.1977(4) 0.0419(14) Uani 1 1 d . . . . .
N15 N -0.0899(6) 0.0316(6) 0.1897(5) 0.066(2) Uani 1 1 d . . . . .
C1 C 0.4526(6) -0.0556(5) 0.0954(4) 0.0291(13) Uani 1 1 d . . . . .
C2 C 0.3228(6) -0.1140(5) 0.0534(4) 0.0321(14) Uani 1 1 d . . . . .
H2 H 0.2804 -0.1926 0.0144 0.038 Uiso 1 1 calc R . . . .
C3 C 0.2661(6) -0.0347(6) 0.0796(4) 0.0310(14) Uani 1 1 d . . . . .
C4 C 0.5582(7) -0.0998(6) 0.0879(5) 0.0475(18) Uani 1 1 d . . . . .
H4A H 0.6248 -0.0487 0.0662 0.071 Uiso 1 1 calc GR . . . .
H4B H 0.5206 -0.1824 0.0499 0.071 Uiso 1 1 calc GR . . . .
H4C H 0.5972 -0.0966 0.1430 0.071 Uiso 1 1 calc GR . . . .
C5 C 0.1251(7) -0.0601(7) 0.0485(5) 0.0502(19) Uani 1 1 d . . . . .
H5A H 0.0734 -0.0952 0.0848 0.075 Uiso 1 1 calc GR . . . .
H5B H 0.0922 -0.1163 -0.0085 0.075 Uiso 1 1 calc GR . . . .
H5C H 0.1194 0.0147 0.0495 0.075 Uiso 1 1 calc GR . . . .
C6 C 0.7648(5) 0.3314(5) 0.1582(3) 0.0240(12) Uani 1 1 d . . . . .
C7 C 0.7586(6) 0.4254(5) 0.1332(3) 0.0283(13) Uani 1 1 d . . . . .
H7 H 0.8253 0.4817 0.1177 0.034 Uiso 1 1 calc R . . . .
C8 C 0.6332(6) 0.4205(5) 0.1357(3) 0.0278(13) Uani 1 1 d . . . . .
C9 C 0.8766(6) 0.2959(6) 0.1673(4) 0.0321(14) Uani 1 1 d . . . . .
H9A H 0.9095 0.3103 0.2263 0.048 Uiso 1 1 calc GR . . . .
H9B H 0.9459 0.3437 0.1455 0.048 Uiso 1 1 calc GR . . . .
H9C H 0.8464 0.2108 0.1360 0.048 Uiso 1 1 calc GR . . . .
C10 C 0.5782(7) 0.5035(6) 0.1144(4) 0.0382(15) Uani 1 1 d . . . . .
H10A H 0.6427 0.5631 0.0968 0.057 Uiso 1 1 calc R . . . .
H10B H 0.5003 0.4566 0.0691 0.057 Uiso 1 1 calc R . . . .
H10C H 0.5562 0.5440 0.1635 0.057 Uiso 1 1 calc R . . . .
C11 C 0.6794(6) 0.1858(5) 0.3626(4) 0.0286(13) Uani 1 1 d . . . . .
C12 C 0.6541(6) 0.2401(6) 0.4375(4) 0.0326(14) Uani 1 1 d . . . . .
H12 H 0.6919 0.2478 0.4921 0.039 Uiso 1 1 calc R . . . .
C13 C 0.5621(6) 0.2805(5) 0.4153(3) 0.0277(13) Uani 1 1 d . . . . .
C14 C 0.7753(6) 0.1310(7) 0.3496(4) 0.0409(16) Uani 1 1 d . . . . .
H14A H 0.7301 0.0489 0.3107 0.061 Uiso 1 1 calc GR . . . .
H14B H 0.8147 0.1300 0.4031 0.061 Uiso 1 1 calc GR . . . .
H14C H 0.8428 0.1787 0.3266 0.061 Uiso 1 1 calc GR . . . .
C15 C 0.5060(7) 0.3522(6) 0.4725(4) 0.0391(16) Uani 1 1 d . . . . .
H15A H 0.4562 0.3802 0.4396 0.059 Uiso 1 1 calc GR . . . .
H15B H 0.5765 0.4212 0.5151 0.059 Uiso 1 1 calc GR . . . .
H15C H 0.4492 0.3013 0.4994 0.059 Uiso 1 1 calc GR . . . .
C16 C 0.5334(6) 0.7118(5) 0.3266(4) 0.0294(13) Uani 1 1 d . . . . .
C17 C 0.6524(6) 0.7111(5) 0.3520(4) 0.0302(13) Uani 1 1 d . . . . .
H17 H 0.7336 0.7787 0.3741 0.036 Uiso 1 1 calc R . . . .
C18 C 0.6285(6) 0.5895(5) 0.3381(3) 0.0250(12) Uani 1 1 d . . . . .
C19 C 0.5010(7) 0.8178(6) 0.3293(5) 0.0443(17) Uani 1 1 d . . . . .
H19A H 0.4623 0.8096 0.2727 0.066 Uiso 1 1 calc GR . . . .
H19B H 0.5803 0.8924 0.3521 0.066 Uiso 1 1 calc GR . . . .
H19C H 0.4397 0.8195 0.3646 0.066 Uiso 1 1 calc GR . . . .
C20 C 0.7278(6) 0.5413(6) 0.3574(4) 0.0328(14) Uani 1 1 d . . . . .
H20A H 0.7271 0.5293 0.4117 0.049 Uiso 1 1 calc GR . . . .
H20B H 0.8141 0.5988 0.3585 0.049 Uiso 1 1 calc GR . . . .
H20C H 0.7056 0.4648 0.3142 0.049 Uiso 1 1 calc GR . . . .
C21 C 0.1859(6) 0.4970(6) 0.1064(4) 0.0287(13) Uani 1 1 d . . . . .
C22 C 0.1704(6) 0.4083(6) 0.0324(4) 0.0314(14) Uani 1 1 d . . . . .
H22 H 0.1319 0.4000 -0.0222 0.038 Uiso 1 1 calc R . . . .
C23 C 0.2231(6) 0.3337(6) 0.0547(3) 0.0271(13) Uani 1 1 d . . . . .
C24 C 0.1494(7) 0.6014(6) 0.1184(4) 0.0417(16) Uani 1 1 d . . . . .
H24A H 0.0957 0.6001 0.1592 0.063 Uiso 1 1 calc GR . . . .
H24B H 0.1009 0.5949 0.0652 0.063 Uiso 1 1 calc GR . . . .
H24C H 0.2280 0.6767 0.1386 0.063 Uiso 1 1 calc GR . . . .
C25 C 0.2411(7) 0.2294(6) -0.0004(4) 0.0385(16) Uani 1 1 d . . . . .
H25A H 0.2922 0.2040 0.0338 0.058 Uiso 1 1 calc GR . . . .
H25B H 0.2863 0.2543 -0.0423 0.058 Uiso 1 1 calc GR . . . .
H25C H 0.1563 0.1626 -0.0282 0.058 Uiso 1 1 calc GR . . . .
C26 C 0.1286(6) 0.4957(5) 0.3637(3) 0.0256(12) Uani 1 1 d . . . . .
C27 C 0.0909(6) 0.4093(6) 0.4038(3) 0.0306(14) Uani 1 1 d . . . . .
H27 H 0.0313 0.4005 0.4386 0.037 Uiso 1 1 calc R . . . .
C28 C 0.1591(6) 0.3376(5) 0.3824(4) 0.0289(13) Uani 1 1 d . . . . .
C29 C 0.0797(6) 0.5898(6) 0.3611(4) 0.0336(14) Uani 1 1 d . . . . .
H29A H 0.1531 0.6661 0.3694 0.050 Uiso 1 1 calc GR . . . .
H29B H 0.0334 0.5996 0.4053 0.050 Uiso 1 1 calc GR . . . .
H29C H 0.0210 0.5645 0.3069 0.050 Uiso 1 1 calc GR . . . .
C30 C 0.1524(7) 0.2293(6) 0.4069(4) 0.0425(17) Uani 1 1 d . . . . .
H30A H 0.2095 0.1981 0.3808 0.064 Uiso 1 1 calc GR . . . .
H30B H 0.0634 0.1671 0.3881 0.064 Uiso 1 1 calc GR . . . .
H30C H 0.1801 0.2532 0.4676 0.064 Uiso 1 1 calc GR . . . .
B1 B 0.6050(6) 0.1574(6) 0.2027(4) 0.0230(13) Uani 1 1 d . . . . .
H1 H 0.6720 0.1259 0.1960 0.028 Uiso 1 1 calc R . . . .
B2 B 0.2914(6) 0.5507(6) 0.2670(4) 0.0247(14) Uani 1 1 d . . . . .
H2A H 0.2729 0.6227 0.2750 0.030 Uiso 1 1 calc R . . . .
C31 C 0.0678(8) -0.1355(6) 0.3023(4) 0.0446(17) Uani 1 1 d . . . . .
C32 C 0.0611(9) -0.1067(7) 0.3864(5) 0.054(2) Uani 1 1 d . . . . .
H32 H -0.0199 -0.1364 0.4007 0.065 Uiso 1 1 calc R . . . .
C33 C 0.1760(10) -0.0331(8) 0.4499(5) 0.064(2) Uani 1 1 d . . . . .
H33 H 0.1708 -0.0133 0.5065 0.077 Uiso 1 1 calc R . . . .
C34 C 0.2940(9) 0.0098(8) 0.4309(6) 0.065(2) Uani 1 1 d . . . . .
H34 H 0.3698 0.0590 0.4741 0.078 Uiso 1 1 calc R . . . .
C35 C 0.3028(9) -0.0188(7) 0.3486(6) 0.064(2) Uani 1 1 d . . . . .
H35 H 0.3849 0.0104 0.3356 0.077 Uiso 1 1 calc R . . . .
C36 C 0.1918(9) -0.0900(7) 0.2846(5) 0.055(2) Uani 1 1 d . . . . .
H36 H 0.1992 -0.1084 0.2284 0.066 Uiso 1 1 calc R . . . .
C37 C -0.0553(9) -0.2154(8) 0.2332(6) 0.072(3) Uani 1 1 d . . . . .
H37A H -0.0330 -0.2261 0.1789 0.108 Uiso 1 1 calc R . . . .
H37B H -0.0962 -0.2936 0.2409 0.108 Uiso 1 1 calc R . . . .
H37C H -0.1154 -0.1777 0.2358 0.108 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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ce Ce -0.2486 2.6331 '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'
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 Ce1 N8 145.16(14) . .
N4 Ce1 N2 70.32(14) . .
N4 Ce1 N8 75.63(14) . .
N6 Ce1 N2 78.44(14) . .
N6 Ce1 N4 76.19(14) . .
N6 Ce1 N8 86.64(14) . .
N6 Ce1 N12 105.96(14) . .
N10 Ce1 N2 110.43(14) . .
N10 Ce1 N4 87.63(14) . .
N10 Ce1 N6 157.92(15) . .
N10 Ce1 N8 74.69(15) . .
N10 Ce1 N12 78.23(14) . .
N12 Ce1 N2 146.32(15) . .
N12 Ce1 N4 143.36(14) . .
N12 Ce1 N8 68.09(14) . .
N13 Ce1 N2 76.10(17) . .
N13 Ce1 N4 140.94(17) . .
N13 Ce1 N6 116.20(19) . .
N13 Ce1 N8 138.32(17) . .
N13 Ce1 N10 85.8(2) . .
N13 Ce1 N12 72.08(17) . .
N2 N1 B1 123.8(4) . .
C1 N1 N2 110.4(5) . .
C1 N1 B1 125.8(5) . .
N1 N2 Ce1 118.3(3) . .
C3 N2 Ce1 136.1(4) . .
C3 N2 N1 105.5(5) . .
N4 N3 B1 123.4(4) . .
C6 N3 N4 110.1(5) . .
C6 N3 B1 126.4(5) . .
N3 N4 Ce1 117.1(3) . .
C8 N4 Ce1 134.0(4) . .
C8 N4 N3 106.1(5) . .
N6 N5 B1 122.5(4) . .
C11 N5 N6 109.3(4) . .
C11 N5 B1 127.5(5) . .
N5 N6 Ce1 120.8(3) . .
C13 N6 Ce1 132.7(4) . .
C13 N6 N5 106.4(4) . .
N8 N7 B2 123.4(4) . .
C16 N7 N8 109.9(5) . .
C16 N7 B2 126.6(5) . .
N7 N8 Ce1 118.9(3) . .
C18 N8 Ce1 134.3(4) . .
C18 N8 N7 105.8(5) . .
N10 N9 B2 121.2(4) . .
C21 N9 N10 109.6(5) . .
C21 N9 B2 129.1(5) . .
N9 N10 Ce1 124.0(3) . .
C23 N10 Ce1 128.8(4) . .
C23 N10 N9 106.9(4) . .
N12 N11 B2 122.3(4) . .
C26 N11 N12 109.8(4) . .
C26 N11 B2 127.9(5) . .
N11 N12 Ce1 119.7(3) . .
C28 N12 Ce1 131.8(4) . .
C28 N12 N11 106.5(5) . .
N14 N13 Ce1 165.5(5) . .
N15 N14 N13 178.4(8) . .
N1 C1 C2 106.8(5) . .
N1 C1 C4 124.4(6) . .
C2 C1 C4 128.8(6) . .
C1 C2 H2 126.3 . .
C1 C2 C3 107.3(5) . .
C3 C2 H2 126.3 . .
N2 C3 C2 110.0(5) . .
N2 C3 C5 124.4(6) . .
C2 C3 C5 125.6(6) . .
C1 C4 H4A 109.5 . .
C1 C4 H4B 109.5 . .
C1 C4 H4C 109.5 . .
H4A C4 H4B 109.5 . .
H4A C4 H4C 109.5 . .
H4B C4 H4C 109.5 . .
C3 C5 H5A 109.5 . .
C3 C5 H5B 109.5 . .
C3 C5 H5C 109.5 . .
H5A C5 H5B 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
N3 C6 C7 107.2(5) . .
N3 C6 C9 123.8(5) . .
C7 C6 C9 129.0(5) . .
C6 C7 H7 126.6 . .
C6 C7 C8 106.9(5) . .
C8 C7 H7 126.6 . .
N4 C8 C7 109.6(5) . .
N4 C8 C10 122.7(5) . .
C7 C8 C10 127.6(5) . .
C6 C9 H9A 109.5 . .
C6 C9 H9B 109.5 . .
C6 C9 H9C 109.5 . .
H9A C9 H9B 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C8 C10 H10A 109.5 . .
C8 C10 H10B 109.5 . .
C8 C10 H10C 109.5 . .
H10A C10 H10B 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
N5 C11 C12 107.7(5) . .
N5 C11 C14 123.2(5) . .
C12 C11 C14 129.0(5) . .
C11 C12 H12 126.9 . .
C13 C12 C11 106.2(5) . .
C13 C12 H12 126.9 . .
N6 C13 C12 110.4(5) . .
N6 C13 C15 121.2(5) . .
C12 C13 C15 128.3(5) . .
C11 C14 H14A 109.5 . .
C11 C14 H14B 109.5 . .
C11 C14 H14C 109.5 . .
H14A C14 H14B 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C13 C15 H15A 109.5 . .
C13 C15 H15B 109.5 . .
C13 C15 H15C 109.5 . .
H15A C15 H15B 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
N7 C16 C17 107.7(5) . .
N7 C16 C19 123.0(5) . .
C17 C16 C19 129.3(6) . .
C16 C17 H17 126.7 . .
C16 C17 C18 106.6(5) . .
C18 C17 H17 126.7 . .
N8 C18 C17 110.0(5) . .
N8 C18 C20 123.0(5) . .
C17 C18 C20 127.0(5) . .
C16 C19 H19A 109.5 . .
C16 C19 H19B 109.5 . .
C16 C19 H19C 109.5 . .
H19A C19 H19B 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
C18 C20 H20A 109.5 . .
C18 C20 H20B 109.5 . .
C18 C20 H20C 109.5 . .
H20A C20 H20B 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
N9 C21 C22 107.5(5) . .
N9 C21 C24 123.3(6) . .
C22 C21 C24 129.1(5) . .
C21 C22 H22 126.5 . .
C21 C22 C23 106.9(5) . .
C23 C22 H22 126.5 . .
N10 C23 C22 109.0(5) . .
N10 C23 C25 121.2(5) . .
C22 C23 C25 129.7(5) . .
C21 C24 H24A 109.5 . .
C21 C24 H24B 109.5 . .
C21 C24 H24C 109.5 . .
H24A C24 H24B 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
C23 C25 H25A 109.5 . .
C23 C25 H25B 109.5 . .
C23 C25 H25C 109.5 . .
H25A C25 H25B 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
N11 C26 C27 107.3(5) . .
N11 C26 C29 123.7(5) . .
C27 C26 C29 129.0(5) . .
C26 C27 H27 126.5 . .
C26 C27 C28 106.9(5) . .
C28 C27 H27 126.5 . .
N12 C28 C27 109.5(5) . .
N12 C28 C30 121.4(6) . .
C27 C28 C30 129.1(6) . .
C26 C29 H29A 109.5 . .
C26 C29 H29B 109.5 . .
C26 C29 H29C 109.5 . .
H29A C29 H29B 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
C28 C30 H30A 109.5 . .
C28 C30 H30B 109.5 . .
C28 C30 H30C 109.5 . .
H30A C30 H30B 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
N1 B1 N3 110.9(5) . .
N1 B1 N5 112.3(4) . .
N1 B1 H1 107.8 . .
N3 B1 N5 110.1(4) . .
N3 B1 H1 107.8 . .
N5 B1 H1 107.8 . .
N7 B2 N9 111.0(5) . .
N7 B2 H2A 108.1 . .
N9 B2 H2A 108.1 . .
N11 B2 N7 109.6(4) . .
N11 B2 N9 111.9(5) . .
N11 B2 H2A 108.1 . .
C32 C31 C36 117.7(7) . .
C32 C31 C37 120.3(8) . .
C36 C31 C37 121.9(7) . .
C31 C32 H32 120.1 . .
C31 C32 C33 119.7(8) . .
C33 C32 H32 120.1 . .
C32 C33 H33 119.4 . .
C34 C33 C32 121.2(8) . .
C34 C33 H33 119.4 . .
C33 C34 H34 120.0 . .
C33 C34 C35 119.9(8) . .
C35 C34 H34 120.0 . .
C34 C35 H35 119.8 . .
C34 C35 C36 120.4(9) . .
C36 C35 H35 119.8 . .
C31 C36 H36 119.5 . .
C35 C36 C31 121.0(8) . .
C35 C36 H36 119.5 . .
C31 C37 H37A 109.5 . .
C31 C37 H37B 109.5 . .
C31 C37 H37C 109.5 . .
H37A C37 H37B 109.5 . .
H37A C37 H37C 109.5 . .
H37B C37 H37C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ce1 N2 2.656(5) .
Ce1 N4 2.655(5) .
Ce1 N6 2.565(4) .
Ce1 N8 2.665(5) .
Ce1 N10 2.539(5) .
Ce1 N12 2.646(5) .
Ce1 N13 2.340(6) .
N1 N2 1.375(6) .
N1 C1 1.360(7) .
N1 B1 1.535(7) .
N2 C3 1.348(7) .
N3 N4 1.383(6) .
N3 C6 1.356(7) .
N3 B1 1.542(8) .
N4 C8 1.342(7) .
N5 N6 1.374(6) .
N5 C11 1.350(7) .
N5 B1 1.551(7) .
N6 C13 1.340(7) .
N7 N8 1.384(6) .
N7 C16 1.348(7) .
N7 B2 1.541(8) .
N8 C18 1.338(7) .
N9 N10 1.375(6) .
N9 C21 1.347(7) .
N9 B2 1.549(8) .
N10 C23 1.344(7) .
N11 N12 1.390(6) .
N11 C26 1.347(7) .
N11 B2 1.541(8) .
N12 C28 1.331(7) .
N13 N14 1.188(8) .
N14 N15 1.165(8) .
C1 C2 1.364(9) .
C1 C4 1.494(9) .
C2 H2 0.9300 .
C2 C3 1.380(9) .
C3 C5 1.496(9) .
C4 H4A 0.9600 .
C4 H4B 0.9600 .
C4 H4C 0.9600 .
C5 H5A 0.9600 .
C5 H5B 0.9600 .
C5 H5C 0.9600 .
C6 C7 1.370(8) .
C6 C9 1.491(8) .
C7 H7 0.9300 .
C7 C8 1.396(8) .
C8 C10 1.490(8) .
C9 H9A 0.9600 .
C9 H9B 0.9600 .
C9 H9C 0.9600 .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 H10C 0.9600 .
C11 C12 1.379(9) .
C11 C14 1.490(9) .
C12 H12 0.9300 .
C12 C13 1.370(9) .
C13 C15 1.496(8) .
C14 H14A 0.9600 .
C14 H14B 0.9600 .
C14 H14C 0.9600 .
C15 H15A 0.9600 .
C15 H15B 0.9600 .
C15 H15C 0.9600 .
C16 C17 1.365(8) .
C16 C19 1.496(8) .
C17 H17 0.9300 .
C17 C18 1.391(8) .
C18 C20 1.501(8) .
C19 H19A 0.9600 .
C19 H19B 0.9600 .
C19 H19C 0.9600 .
C20 H20A 0.9600 .
C20 H20B 0.9600 .
C20 H20C 0.9600 .
C21 C22 1.376(9) .
C21 C24 1.486(9) .
C22 H22 0.9300 .
C22 C23 1.384(8) .
C23 C25 1.488(8) .
C24 H24A 0.9600 .
C24 H24B 0.9600 .
C24 H24C 0.9600 .
C25 H25A 0.9600 .
C25 H25B 0.9600 .
C25 H25C 0.9600 .
C26 C27 1.376(8) .
C26 C29 1.485(8) .
C27 H27 0.9300 .
C27 C28 1.394(9) .
C28 C30 1.493(8) .
C29 H29A 0.9600 .
C29 H29B 0.9600 .
C29 H29C 0.9600 .
C30 H30A 0.9600 .
C30 H30B 0.9600 .
C30 H30C 0.9600 .
B1 H1 0.9800 .
B2 H2A 0.9800 .
C31 C32 1.378(10) .
C31 C36 1.392(11) .
C31 C37 1.502(11) .
C32 H32 0.9300 .
C32 C33 1.392(12) .
C33 H33 0.9300 .
C33 C34 1.340(13) .
C34 H34 0.9300 .
C34 C35 1.356(12) .
C35 H35 0.9300 .
C35 C36 1.367(12) .
C36 H36 0.9300 .
C37 H37A 0.9600 .
C37 H37B 0.9600 .
C37 H37C 0.9600 .
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
Ce1 N2 C3 C2 -176.5(4) . . . .
Ce1 N2 C3 C5 4.4(9) . . . .
Ce1 N4 C8 C7 158.3(4) . . . .
Ce1 N4 C8 C10 -20.8(8) . . . .
Ce1 N6 C13 C12 175.5(4) . . . .
Ce1 N6 C13 C15 -7.3(8) . . . .
Ce1 N8 C18 C17 167.7(4) . . . .
Ce1 N8 C18 C20 -13.1(8) . . . .
Ce1 N10 C23 C22 173.4(4) . . . .
Ce1 N10 C23 C25 -10.3(8) . . . .
Ce1 N12 C28 C27 -164.0(4) . . . .
Ce1 N12 C28 C30 15.0(8) . . . .
N1 N2 C3 C2 0.4(6) . . . .
N1 N2 C3 C5 -178.7(6) . . . .
N1 C1 C2 C3 -0.1(7) . . . .
N2 N1 C1 C2 0.4(6) . . . .
N2 N1 C1 C4 178.3(6) . . . .
N2 N1 B1 N3 -59.9(6) . . . .
N2 N1 B1 N5 63.8(7) . . . .
N3 N4 C8 C7 -1.4(6) . . . .
N3 N4 C8 C10 179.6(5) . . . .
N3 C6 C7 C8 0.1(6) . . . .
N4 N3 C6 C7 -1.0(6) . . . .
N4 N3 C6 C9 178.7(5) . . . .
N4 N3 B1 N1 50.9(6) . . . .
N4 N3 B1 N5 -74.0(6) . . . .
N5 N6 C13 C12 -0.1(6) . . . .
N5 N6 C13 C15 177.1(5) . . . .
N5 C11 C12 C13 -1.2(7) . . . .
N6 N5 C11 C12 1.2(6) . . . .
N6 N5 C11 C14 -177.4(5) . . . .
N6 N5 B1 N1 -69.0(6) . . . .
N6 N5 B1 N3 55.2(6) . . . .
N7 N8 C18 C17 -0.8(6) . . . .
N7 N8 C18 C20 178.4(5) . . . .
N7 C16 C17 C18 0.2(6) . . . .
N8 N7 C16 C17 -0.7(6) . . . .
N8 N7 C16 C19 -179.1(5) . . . .
N8 N7 B2 N9 -68.5(6) . . . .
N8 N7 B2 N11 55.6(6) . . . .
N9 N10 C23 C22 -0.7(6) . . . .
N9 N10 C23 C25 175.6(5) . . . .
N9 C21 C22 C23 -0.3(7) . . . .
N10 N9 C21 C22 -0.1(6) . . . .
N10 N9 C21 C24 -178.9(5) . . . .
N10 N9 B2 N7 56.5(7) . . . .
N10 N9 B2 N11 -66.3(6) . . . .
N11 N12 C28 C27 -0.2(6) . . . .
N11 N12 C28 C30 178.8(5) . . . .
N11 C26 C27 C28 -0.7(6) . . . .
N12 N11 C26 C27 0.6(6) . . . .
N12 N11 C26 C29 -176.3(5) . . . .
N12 N11 B2 N7 -53.9(6) . . . .
N12 N11 B2 N9 69.6(6) . . . .
C1 N1 N2 Ce1 177.1(3) . . . .
C1 N1 N2 C3 -0.5(6) . . . .
C1 N1 B1 N3 118.1(6) . . . .
C1 N1 B1 N5 -118.2(6) . . . .
C1 C2 C3 N2 -0.2(7) . . . .
C1 C2 C3 C5 178.9(6) . . . .
C4 C1 C2 C3 -177.9(6) . . . .
C6 N3 N4 Ce1 -162.2(3) . . . .
C6 N3 N4 C8 1.5(6) . . . .
C6 N3 B1 N1 -128.2(5) . . . .
C6 N3 B1 N5 106.8(6) . . . .
C6 C7 C8 N4 0.8(6) . . . .
C6 C7 C8 C10 179.8(6) . . . .
C9 C6 C7 C8 -179.6(5) . . . .
C11 N5 N6 Ce1 -176.9(3) . . . .
C11 N5 N6 C13 -0.7(6) . . . .
C11 N5 B1 N1 120.9(6) . . . .
C11 N5 B1 N3 -115.0(6) . . . .
C11 C12 C13 N6 0.8(7) . . . .
C11 C12 C13 C15 -176.1(6) . . . .
C14 C11 C12 C13 177.2(6) . . . .
C16 N7 N8 Ce1 -169.7(3) . . . .
C16 N7 N8 C18 0.9(6) . . . .
C16 N7 B2 N9 113.5(6) . . . .
C16 N7 B2 N11 -122.5(6) . . . .
C16 C17 C18 N8 0.4(6) . . . .
C16 C17 C18 C20 -178.7(5) . . . .
C19 C16 C17 C18 178.5(6) . . . .
C21 N9 N10 Ce1 -174.0(4) . . . .
C21 N9 N10 C23 0.5(6) . . . .
C21 N9 B2 N7 -120.3(6) . . . .
C21 N9 B2 N11 116.9(6) . . . .
C21 C22 C23 N10 0.6(7) . . . .
C21 C22 C23 C25 -175.2(6) . . . .
C24 C21 C22 C23 178.4(6) . . . .
C26 N11 N12 Ce1 165.9(3) . . . .
C26 N11 N12 C28 -0.2(6) . . . .
C26 N11 B2 N7 125.2(6) . . . .
C26 N11 B2 N9 -111.3(6) . . . .
C26 C27 C28 N12 0.5(7) . . . .
C26 C27 C28 C30 -178.4(6) . . . .
C29 C26 C27 C28 175.9(6) . . . .
B1 N1 N2 Ce1 -4.7(6) . . . .
B1 N1 N2 C3 177.8(5) . . . .
B1 N1 C1 C2 -177.8(5) . . . .
B1 N1 C1 C4 0.1(9) . . . .
B1 N3 N4 Ce1 18.5(6) . . . .
B1 N3 N4 C8 -177.8(5) . . . .
B1 N3 C6 C7 178.2(5) . . . .
B1 N3 C6 C9 -2.0(8) . . . .
B1 N5 N6 Ce1 11.3(6) . . . .
B1 N5 N6 C13 -172.5(5) . . . .
B1 N5 C11 C12 172.4(5) . . . .
B1 N5 C11 C14 -6.1(9) . . . .
B2 N7 N8 Ce1 12.0(6) . . . .
B2 N7 N8 C18 -177.4(5) . . . .
B2 N7 C16 C17 177.6(5) . . . .
B2 N7 C16 C19 -0.9(9) . . . .
B2 N9 N10 Ce1 8.7(7) . . . .
B2 N9 N10 C23 -176.9(5) . . . .
B2 N9 C21 C22 177.0(5) . . . .
B2 N9 C21 C24 -1.8(9) . . . .
B2 N11 N12 Ce1 -14.8(6) . . . .
B2 N11 N12 C28 179.0(5) . . . .
B2 N11 C26 C27 -178.6(5) . . . .
B2 N11 C26 C29 4.5(9) . . . .
C31 C32 C33 C34 -0.6(13) . . . .
C32 C31 C36 C35 -0.4(12) . . . .
C32 C33 C34 C35 -0.2(14) . . . .
C33 C34 C35 C36 0.7(13) . . . .
C34 C35 C36 C31 -0.4(12) . . . .
C36 C31 C32 C33 0.9(11) . . . .
C37 C31 C32 C33 179.6(8) . . . .
C37 C31 C36 C35 -179.1(7) . . . .
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.4250(12)
2 0.2459(8)
3 0.2766(9)
4 0.0525(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168305817
