#------------------------------------------------------------------------------
#$Date: 2025-11-29 21:28:46 +0100 (Sat 29 de Nov de 2025) $
#$Revision: 303754 $
#$URL: svn://www.crystallography.net/cod/cif/7/71/96/7719608.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_7719608
loop_
_publ_author_name
'Archer, Emma M.'
'Vigil, Correy R.'
'Galley, Shane S.'
'Jackson, Jessica A.'
'Shafer, Jenifer C.'
_publ_section_title
;
 Unveiling the interplay: comparing solvent extraction, structure, and
 stability constants in a phenanthroline diamide system with trivalent
 lanthanides.
;
_journal_issue                   43
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              16086
_journal_page_last               16094
_journal_paper_doi               10.1039/d5dt01636c
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety         'C22 H26 Ce N7 O11'
_chemical_formula_sum            'C22 H26 Ce N7 O11'
_chemical_formula_weight         704.62
_chemical_name_systematic        Ce_TEtDAPhen
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2025-05-12
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-05-13 deposited with the CCDC.	2025-09-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.587(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.7201(7)
_cell_length_b                   17.5441(12)
_cell_length_c                   15.8709(11)
_cell_measurement_reflns_used    9614
_cell_measurement_temperature    100
_cell_measurement_theta_max      23.605
_cell_measurement_theta_min      2.235
_cell_volume                     2688.6(3)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_radiation_type           AgK\a
_diffrn_radiation_wavelength     0.56086
_diffrn_reflns_av_R_equivalents  0.0585
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            120568
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        19.665
_diffrn_reflns_theta_max         23.631
_diffrn_reflns_theta_min         2.475
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.936
_exptl_absorpt_correction_T_max  0.7449
_exptl_absorpt_correction_T_min  0.5791
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1127 before and 0.0737 after correction.
The Ratio of minimum to maximum transmission is 0.7774.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.741
_exptl_crystal_description       block
_exptl_crystal_F_000             1412
_exptl_crystal_size_max          0.904
_exptl_crystal_size_mid          0.776
_exptl_crystal_size_min          0.634
_refine_diff_density_max         1.422
_refine_diff_density_min         -0.926
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     398
_refine_ls_number_reflns         8170
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.094
_refine_ls_R_factor_all          0.0244
_refine_ls_R_factor_gt           0.0230
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0230P)²+1.8328P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0549
_refine_ls_wR_factor_ref         0.0559
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7718
_reflns_number_total             8170
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5dt01636c8.cif
_cod_data_source_block           ag_ce_tetdaphen
_cod_depositor_comments
'Adding full bibliography for 7719600--7719609.cif.'
_cod_database_code               7719608
_shelx_shelxl_version_number     2019/3
_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_max   0.588
_shelx_estimated_absorpt_t_min   0.485
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Restrained distances
 C19-C20 \\sim C19-C23
 with sigma of 0.02
 C20-H20A \\sim C23-H23A
 with sigma of 0.02
 C20-H20B \\sim C23-H23B
 with sigma of 0.02
 C20-H20C \\sim C23-H23C
 with sigma of 0.02
 C19-H20A \\sim C19-H23A
 with sigma of 0.04
 C19-H20B \\sim C19-H23B
 with sigma of 0.04
 C19-H20C \\sim C19-H23C
 with sigma of 0.04
 H20A-H20B \\sim H23A-H23B
 with sigma of 0.04
 H20A-H20C \\sim H23A-H23C
 with sigma of 0.04
 H20B-H20C \\sim H23B-H23C
 with sigma of 0.04
 N1-C00Z \\sim N1-C14
 with sigma of 0.02
 C00Z-C15 \\sim C14-C15
 with sigma of 0.02
3. Others
 Sof(H19C)=Sof(H19D)=Sof(C23)=Sof(H23A)=Sof(H23B)=Sof(H23C)=1-FVAR(1)
 Sof(H19A)=Sof(H19B)=Sof(C20)=Sof(H20A)=Sof(H20B)=Sof(H20C)=FVAR(1)
 Sof(H15D)=Sof(H15E)=Sof(H15F)=Sof(C14)=Sof(H14A)=Sof(H14B)=1-FVAR(2)
 Sof(C00Z)=Sof(H00A)=Sof(H00B)=Sof(H15A)=Sof(H15B)=Sof(H15C)=FVAR(2)
4.a Secondary CH2 refined with riding coordinates:
 C19(H19A,H19B), C19(H19C,H19D), C00Z(H00A,H00B), C16(H16A,H16B), C21(H21A,
 H21B), C14(H14A,H14B)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C2(H2), C11(H11), C5(H5), C6(H6), C10(H10)
4.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C15(H15A,H15B,H15C), C15(H15D,H15E,H15F), C22(H22A,H22B,
 H22C), C20(H20A,H20B,H20C), C23(H23A,H23B,H23C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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_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
Ce01 Ce 0.22486(2) 0.55686(2) 0.72393(2) 0.01497(3) Uani 1 1 d . . . . .
O10 O 0.13650(12) 0.47940(7) 0.59203(7) 0.0229(2) Uani 1 1 d . . . . .
O4 O 0.37856(13) 0.67832(7) 0.75931(8) 0.0266(2) Uani 1 1 d . . . . .
O7 O 0.12851(13) 0.61532(7) 0.85359(7) 0.0256(2) Uani 1 1 d . . . . .
N4 N 0.58280(14) 0.40567(8) 0.79627(8) 0.0219(2) Uani 1 1 d . . . . .
O9 O 0.01750(13) 0.46535(7) 0.69796(8) 0.0260(2) Uani 1 1 d . . . . .
O2 O 0.36618(12) 0.43752(6) 0.74039(7) 0.0195(2) Uani 1 1 d . . . . .
N2 N 0.25320(13) 0.64869(7) 0.58964(8) 0.0170(2) Uani 1 1 d . . . . .
O1 O 0.03344(13) 0.63788(7) 0.66474(8) 0.0277(2) Uani 1 1 d . . . . .
O11 O -0.04171(14) 0.40338(8) 0.58098(9) 0.0352(3) Uani 1 1 d . . . . .
O6 O 0.18133(14) 0.49570(7) 0.86619(8) 0.0269(2) Uani 1 1 d . . . . .
O3 O 0.44219(13) 0.57688(7) 0.83124(8) 0.0265(2) Uani 1 1 d . . . . .
O5 O 0.58656(14) 0.67086(9) 0.82628(12) 0.0466(4) Uani 1 1 d . . . . .
N7 N 0.03510(14) 0.44785(7) 0.62236(9) 0.0205(2) Uani 1 1 d . . . . .
O8 O 0.12838(17) 0.55912(8) 0.97596(8) 0.0363(3) Uani 1 1 d . . . . .
N5 N 0.47245(14) 0.64279(8) 0.80630(9) 0.0254(3) Uani 1 1 d . . . . .
N3 N 0.45035(13) 0.54527(7) 0.64499(8) 0.0165(2) Uani 1 1 d . . . . .
C1 C 0.15326(15) 0.69821(8) 0.56242(9) 0.0181(2) Uani 1 1 d . . . . .
C8 C 0.47416(15) 0.59075(8) 0.57941(9) 0.0169(2) Uani 1 1 d . . . . .
C3 C 0.28032(18) 0.74204(9) 0.45082(10) 0.0237(3) Uani 1 1 d . . . . .
H3 H 0.288238 0.773852 0.403175 0.028 Uiso 1 1 calc R U . . .
C7 C 0.36805(15) 0.64532(8) 0.54952(9) 0.0169(2) Uani 1 1 d . . . . .
C2 C 0.16365(17) 0.74546(9) 0.49177(10) 0.0229(3) Uani 1 1 d . . . . .
H2 H 0.090532 0.779396 0.472612 0.028 Uiso 1 1 calc R U . . .
N6 N 0.14517(15) 0.55647(8) 0.90106(9) 0.0224(3) Uani 1 1 d . . . . .
C11 C 0.66642(16) 0.48181(9) 0.63305(9) 0.0204(3) Uani 1 1 d . . . . .
H11 H 0.730424 0.442938 0.652382 0.025 Uiso 1 1 calc R U . . .
C12 C 0.54447(15) 0.49222(8) 0.67138(9) 0.0169(2) Uani 1 1 d . . . . .
N1 N -0.06950(15) 0.74372(9) 0.61112(11) 0.0304(3) Uani 1 1 d D . . . .
C18 C 0.49518(16) 0.44252(8) 0.74018(9) 0.0175(2) Uani 1 1 d . . . . .
C4 C 0.38828(17) 0.69161(8) 0.47912(9) 0.0204(3) Uani 1 1 d . . . . .
C5 C 0.51268(18) 0.68466(9) 0.43905(10) 0.0249(3) Uani 1 1 d . . . . .
H5 H 0.525513 0.716237 0.391957 0.030 Uiso 1 1 calc R U . . .
C13 C 0.03285(15) 0.69313(8) 0.61499(10) 0.0200(3) Uani 1 1 d . . . . .
C6 C 0.61211(18) 0.63376(9) 0.46739(10) 0.0246(3) Uani 1 1 d . . . . .
H6 H 0.694104 0.630277 0.440295 0.030 Uiso 1 1 calc R U . . .
C9 C 0.59460(16) 0.58502(9) 0.53802(9) 0.0198(3) Uani 1 1 d . . . . .
C19 C 0.73410(16) 0.41599(11) 0.81116(11) 0.0263(3) Uani 1 1 d D . . . .
H19A H 0.763798 0.420155 0.872774 0.032 Uiso 0.663(6) 1 calc R U P A 1
H19B H 0.760833 0.463469 0.783517 0.032 Uiso 0.663(6) 1 calc R U P A 1
H19C H 0.774966 0.401046 0.759260 0.032 Uiso 0.337(6) 1 calc R U P A 2
H19D H 0.771907 0.381363 0.857372 0.032 Uiso 0.337(6) 1 calc R U P A 2
C10 C 0.69184(16) 0.52880(9) 0.56700(10) 0.0215(3) Uani 1 1 d . . . . .
H10 H 0.774702 0.523235 0.541143 0.026 Uiso 1 1 calc R U . . .
C00Z C -0.0744(2) 0.82046(11) 0.57076(14) 0.0302(5) Uani 0.888(6) 1 d D . P B 1
H00A H -0.107680 0.857998 0.610355 0.036 Uiso 0.888(6) 1 calc R U P B 1
H00B H 0.020597 0.835422 0.560697 0.036 Uiso 0.888(6) 1 calc R U P B 1
C16 C -0.18108(18) 0.72923(11) 0.66526(14) 0.0345(4) Uani 1 1 d . . . . .
H16A H -0.194386 0.673584 0.670741 0.041 Uiso 1 1 calc R U . . .
H16B H -0.268882 0.751300 0.638061 0.041 Uiso 1 1 calc R U . . .
C17 C -0.1467(3) 0.76366(14) 0.75222(17) 0.0471(5) Uani 1 1 d . . . . .
H17A H -0.134360 0.818827 0.746920 0.071 Uiso 1 1 calc R U . . .
H17B H -0.060905 0.740982 0.779746 0.071 Uiso 1 1 calc R U . . .
H17C H -0.222350 0.753538 0.786487 0.071 Uiso 1 1 calc R U . . .
C15 C -0.1655(2) 0.82336(16) 0.48927(19) 0.0559(7) Uani 1 1 d D . . . .
H15A H -0.132419 0.786818 0.449439 0.084 Uiso 0.888(6) 1 calc R U P B 1
H15B H -0.163799 0.874853 0.465477 0.084 Uiso 0.888(6) 1 calc R U P B 1
H15C H -0.260384 0.810326 0.499023 0.084 Uiso 0.888(6) 1 calc R U P B 1
H15D H -0.133521 0.832145 0.433715 0.084 Uiso 0.112(6) 1 calc R U P B 2
H15E H -0.119974 0.859570 0.530482 0.084 Uiso 0.112(6) 1 calc R U P B 2
H15F H -0.266007 0.830527 0.484966 0.084 Uiso 0.112(6) 1 calc R U P B 2
C21 C 0.52399(18) 0.35655(11) 0.85878(12) 0.0311(4) Uani 1 1 d . . . . .
H21A H 0.586407 0.312632 0.872782 0.037 Uiso 1 1 calc R U . . .
H21B H 0.433347 0.336470 0.833505 0.037 Uiso 1 1 calc R U . . .
C22 C 0.5049(2) 0.39963(15) 0.93932(13) 0.0440(5) Uani 1 1 d . . . . .
H22A H 0.436542 0.440263 0.926481 0.066 Uiso 1 1 calc R U . . .
H22B H 0.593501 0.421975 0.962799 0.066 Uiso 1 1 calc R U . . .
H22C H 0.472364 0.364521 0.980788 0.066 Uiso 1 1 calc R U . . .
C20 C 0.8049(3) 0.34739(17) 0.77449(19) 0.0337(7) Uani 0.663(6) 1 d D . P A 1
H20A H 0.772933 0.342674 0.713870 0.050 Uiso 0.663(6) 1 calc DR U P A 1
H20B H 0.781475 0.300889 0.803952 0.050 Uiso 0.663(6) 1 calc DR U P A 1
H20C H 0.905480 0.354778 0.782218 0.050 Uiso 0.663(6) 1 calc DR U P A 1
C23 C 0.7795(5) 0.4992(3) 0.8352(3) 0.0309(13) Uani 0.337(6) 1 d D . P A 2
H23A H 0.767108 0.531337 0.784439 0.04(2) Uiso 0.337(6) 1 calc DR . P A 2
H23B H 0.877141 0.499468 0.858840 0.031(17) Uiso 0.337(6) 1 calc DR . P A 2
H23C H 0.722653 0.518937 0.877483 0.026(16) Uiso 0.337(6) 1 calc DR . P A 2
C14 C -0.1334(17) 0.7510(8) 0.5151(9) 0.037(5) Uani 0.112(6) 1 d D . P B 2
H14A H -0.066509 0.729787 0.478804 0.044 Uiso 0.112(6) 1 calc R U P B 2
H14B H -0.218399 0.719603 0.506392 0.044 Uiso 0.112(6) 1 calc R U P B 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0013 0.0009 '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'
Ce Ce -0.5372 1.7475 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0030 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0058 0.0036 '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
_geom_angle_publ_flag
O10 Ce01 O4 137.30(4) . . ?
O10 Ce01 O7 138.38(4) . . ?
O10 Ce01 O9 49.80(4) . . ?
O10 Ce01 N2 74.18(4) . . ?
O10 Ce01 O6 114.94(4) . . ?
O10 Ce01 O3 141.65(4) . . ?
O10 Ce01 N7 24.92(4) . . ?
O10 Ce01 N3 77.94(4) . . ?
O10 Ce01 N6 131.79(4) . . ?
O4 Ce01 N2 65.12(4) . . ?
O4 Ce01 N7 158.92(4) . . ?
O4 Ce01 N3 71.51(4) . . ?
O4 Ce01 N6 90.18(4) . . ?
O7 Ce01 O4 75.85(4) . . ?
O7 Ce01 O9 91.52(4) . . ?
O7 Ce01 N2 118.14(4) . . ?
O7 Ce01 O6 49.72(4) . . ?
O7 Ce01 O3 76.30(4) . . ?
O7 Ce01 N7 115.28(4) . . ?
O7 Ce01 N3 143.61(4) . . ?
O7 Ce01 N6 25.01(4) . . ?
O9 Ce01 O4 163.07(4) . . ?
O9 Ce01 N2 113.16(4) . . ?
O9 Ce01 O6 71.11(4) . . ?
O9 Ce01 O3 139.24(4) . . ?
O9 Ce01 N7 24.88(4) . . ?
O9 Ce01 N3 123.42(4) . . ?
O9 Ce01 N6 82.36(4) . . ?
O2 Ce01 O10 76.69(4) . . ?
O2 Ce01 O4 111.39(4) . . ?
O2 Ce01 O7 119.77(4) . . ?
O2 Ce01 O9 84.56(4) . . ?
O2 Ce01 N2 118.39(4) . . ?
O2 Ce01 O6 72.75(4) . . ?
O2 Ce01 O3 69.32(4) . . ?
O2 Ce01 N7 79.55(4) . . ?
O2 Ce01 N3 60.78(4) . . ?
O2 Ce01 N6 95.62(4) . . ?
N2 Ce01 N7 93.91(4) . . ?
N2 Ce01 N6 142.98(4) . . ?
O1 Ce01 O10 79.93(4) . . ?
O1 Ce01 O4 89.98(4) . . ?
O1 Ce01 O7 75.18(4) . . ?
O1 Ce01 O9 75.72(4) . . ?
O1 Ce01 O2 155.84(4) . . ?
O1 Ce01 N2 59.56(4) . . ?
O1 Ce01 O6 112.63(4) . . ?
O1 Ce01 O3 134.79(4) . . ?
O1 Ce01 N7 76.69(4) . . ?
O1 Ce01 N3 119.80(4) . . ?
O1 Ce01 N6 95.43(4) . . ?
O6 Ce01 O4 107.27(4) . . ?
O6 Ce01 N2 167.83(4) . . ?
O6 Ce01 O3 71.51(4) . . ?
O6 Ce01 N7 93.02(4) . . ?
O6 Ce01 N3 127.51(4) . . ?
O6 Ce01 N6 24.85(4) . . ?
O3 Ce01 O4 49.15(4) . . ?
O3 Ce01 N2 106.78(4) . . ?
O3 Ce01 N7 148.07(4) . . ?
O3 Ce01 N3 70.38(4) . . ?
O3 Ce01 N6 70.23(4) . . ?
N7 Ce01 N6 107.07(4) . . ?
N3 Ce01 N2 60.69(4) . . ?
N3 Ce01 N7 100.83(4) . . ?
N3 Ce01 N6 139.29(4) . . ?
N7 O10 Ce01 97.09(8) . . ?
N5 O4 Ce01 94.58(9) . . ?
N6 O7 Ce01 96.70(9) . . ?
C18 N4 C19 126.84(13) . . ?
C18 N4 C21 117.80(13) . . ?
C19 N4 C21 114.81(13) . . ?
N7 O9 Ce01 96.56(9) . . ?
C18 O2 Ce01 118.50(9) . . ?
C1 N2 Ce01 120.30(10) . . ?
C1 N2 C7 119.07(13) . . ?
C7 N2 Ce01 120.63(9) . . ?
C13 O1 Ce01 129.98(10) . . ?
N6 O6 Ce01 96.53(9) . . ?
N5 O3 Ce01 96.87(9) . . ?
O10 N7 Ce01 57.99(7) . . ?
O9 N7 Ce01 58.55(7) . . ?
O9 N7 O10 116.54(12) . . ?
O11 N7 Ce01 179.79(13) . . ?
O11 N7 O10 121.87(14) . . ?
O11 N7 O9 121.58(14) . . ?
O4 N5 Ce01 60.46(8) . . ?
O3 N5 Ce01 58.40(8) . . ?
O3 N5 O4 116.94(13) . . ?
O5 N5 Ce01 166.39(12) . . ?
O5 N5 O4 121.53(16) . . ?
O5 N5 O3 121.53(16) . . ?
C8 N3 Ce01 122.80(9) . . ?
C12 N3 Ce01 118.52(9) . . ?
C12 N3 C8 118.68(13) . . ?
N2 C1 C2 121.61(14) . . ?
N2 C1 C13 111.23(12) . . ?
C2 C1 C13 127.13(13) . . ?
N3 C8 C7 117.66(13) . . ?
N3 C8 C9 122.76(13) . . ?
C9 C8 C7 119.54(13) . . ?
C2 C3 H3 119.9 . . ?
C2 C3 C4 120.23(15) . . ?
C4 C3 H3 119.9 . . ?
N2 C7 C8 118.15(12) . . ?
N2 C7 C4 123.09(13) . . ?
C4 C7 C8 118.75(13) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 C1 119.38(15) . . ?
C3 C2 H2 120.3 . . ?
O7 N6 Ce01 58.29(7) . . ?
O6 N6 Ce01 58.62(8) . . ?
O6 N6 O7 116.38(13) . . ?
O8 N6 Ce01 172.42(12) . . ?
O8 N6 O7 121.48(14) . . ?
O8 N6 O6 122.13(15) . . ?
C12 C11 H11 120.5 . . ?
C10 C11 H11 120.5 . . ?
C10 C11 C12 119.04(14) . . ?
N3 C12 C11 122.36(13) . . ?
N3 C12 C18 111.34(12) . . ?
C11 C12 C18 126.07(13) . . ?
C13 N1 C00Z 127.60(15) . . ?
C13 N1 C16 116.91(15) . . ?
C13 N1 C14 107.9(6) . . ?
C16 N1 C00Z 114.55(15) . . ?
C16 N1 C14 109.9(7) . . ?
N4 C18 C12 122.09(13) . . ?
O2 C18 N4 121.84(14) . . ?
O2 C18 C12 116.06(13) . . ?
C3 C4 C7 116.60(14) . . ?
C3 C4 C5 123.22(14) . . ?
C7 C4 C5 120.17(14) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 120.97(14) . . ?
C6 C5 H5 119.5 . . ?
O1 C13 C1 116.45(13) . . ?
O1 C13 N1 119.75(15) . . ?
N1 C13 C1 123.80(14) . . ?
C5 C6 H6 119.7 . . ?
C5 C6 C9 120.54(15) . . ?
C9 C6 H6 119.7 . . ?
C8 C9 C6 120.03(14) . . ?
C10 C9 C8 117.40(13) . . ?
C10 C9 C6 122.53(14) . . ?
N4 C19 H19A 109.9 . . ?
N4 C19 H19B 109.9 . . ?
N4 C19 H19C 108.8 . . ?
N4 C19 H19D 108.8 . . ?
N4 C19 C20 109.01(17) . . ?
N4 C19 C23 113.8(2) . . ?
H19A C19 H19B 108.3 . . ?
H19C C19 H19D 107.7 . . ?
C20 C19 H19A 109.9 . . ?
C20 C19 H19B 109.9 . . ?
C23 C19 H19C 108.8 . . ?
C23 C19 H19D 108.8 . . ?
C11 C10 C9 119.73(14) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
N1 C00Z H00A 109.0 . . ?
N1 C00Z H00B 109.0 . . ?
H00A C00Z H00B 107.8 . . ?
C15 C00Z N1 113.12(19) . . ?
C15 C00Z H00A 109.0 . . ?
C15 C00Z H00B 109.0 . . ?
N1 C16 H16A 109.4 . . ?
N1 C16 H16B 109.4 . . ?
N1 C16 C17 111.21(17) . . ?
H16A C16 H16B 108.0 . . ?
C17 C16 H16A 109.4 . . ?
C17 C16 H16B 109.4 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C00Z C15 H15A 109.5 . . ?
C00Z C15 H15B 109.5 . . ?
C00Z C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
H15D C15 H15E 109.5 . . ?
H15D C15 H15F 109.5 . . ?
H15E C15 H15F 109.5 . . ?
C14 C15 H15D 109.5 . . ?
C14 C15 H15E 109.5 . . ?
C14 C15 H15F 109.5 . . ?
N4 C21 H21A 109.3 . . ?
N4 C21 H21B 109.3 . . ?
N4 C21 C22 111.70(16) . . ?
H21A C21 H21B 107.9 . . ?
C22 C21 H21A 109.3 . . ?
C22 C21 H21B 109.3 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C23 H23A 109.5 . . ?
C19 C23 H23B 109.5 . . ?
C19 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N1 C14 H14A 108.6 . . ?
N1 C14 H14B 108.6 . . ?
C15 C14 N1 114.7(10) . . ?
C15 C14 H14A 108.6 . . ?
C15 C14 H14B 108.6 . . ?
H14A C14 H14B 107.6 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ce01 O10 2.5602(11) . ?
Ce01 O4 2.6259(12) . ?
Ce01 O7 2.5702(12) . ?
Ce01 O9 2.5729(12) . ?
Ce01 O2 2.5014(11) . ?
Ce01 N2 2.7107(12) . ?
Ce01 O1 2.4421(12) . ?
Ce01 O6 2.5783(12) . ?
Ce01 O3 2.5809(12) . ?
Ce01 N7 2.9961(13) . ?
Ce01 N3 2.6542(13) . ?
Ce01 N6 3.0005(14) . ?
O10 N7 1.2721(17) . ?
O4 N5 1.273(2) . ?
O7 N6 1.2774(18) . ?
N4 C18 1.3273(19) . ?
N4 C19 1.474(2) . ?
N4 C21 1.478(2) . ?
O9 N7 1.2689(18) . ?
O2 C18 1.2573(19) . ?
N2 C1 1.3374(18) . ?
N2 C7 1.3485(18) . ?
O1 C13 1.2497(19) . ?
O11 N7 1.2186(17) . ?
O6 N6 1.2694(18) . ?
O3 N5 1.268(2) . ?
O5 N5 1.2217(19) . ?
O8 N6 1.2191(19) . ?
N3 C8 1.3522(18) . ?
N3 C12 1.3383(18) . ?
C1 C2 1.407(2) . ?
C1 C13 1.516(2) . ?
C8 C7 1.4468(19) . ?
C8 C9 1.410(2) . ?
C3 H3 0.9500 . ?
C3 C2 1.372(2) . ?
C3 C4 1.406(2) . ?
C7 C4 1.413(2) . ?
C2 H2 0.9500 . ?
C11 H11 0.9500 . ?
C11 C12 1.405(2) . ?
C11 C10 1.378(2) . ?
C12 C18 1.517(2) . ?
N1 C13 1.329(2) . ?
N1 C00Z 1.489(2) . ?
N1 C16 1.481(2) . ?
N1 C14 1.583(13) . ?
C4 C5 1.434(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.354(2) . ?
C6 H6 0.9500 . ?
C6 C9 1.435(2) . ?
C9 C10 1.406(2) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 H19C 0.9900 . ?
C19 H19D 0.9900 . ?
C19 C20 1.534(3) . ?
C19 C23 1.559(6) . ?
C10 H10 0.9500 . ?
C00Z H00A 0.9900 . ?
C00Z H00B 0.9900 . ?
C00Z C15 1.482(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.508(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C15 H15D 0.9800 . ?
C15 H15E 0.9800 . ?
C15 H15F 0.9800 . ?
C15 C14 1.359(14) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.514(3) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
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
_geom_torsion_publ_flag
Ce01 O10 N7 O9 0.52(14) . . . . ?
Ce01 O10 N7 O11 -179.80(13) . . . . ?
Ce01 O4 N5 O3 -15.51(14) . . . . ?
Ce01 O4 N5 O5 164.35(14) . . . . ?
Ce01 O7 N6 O6 -8.20(14) . . . . ?
Ce01 O7 N6 O8 171.11(14) . . . . ?
Ce01 O9 N7 O10 -0.52(14) . . . . ?
Ce01 O9 N7 O11 179.81(13) . . . . ?
Ce01 O2 C18 N4 135.06(12) . . . . ?
Ce01 O2 C18 C12 -45.75(16) . . . . ?
Ce01 N2 C1 C2 -178.61(11) . . . . ?
Ce01 N2 C1 C13 -0.55(15) . . . . ?
Ce01 N2 C7 C8 0.87(17) . . . . ?
Ce01 N2 C7 C4 179.83(10) . . . . ?
Ce01 O1 C13 C1 20.5(2) . . . . ?
Ce01 O1 C13 N1 -158.90(12) . . . . ?
Ce01 O6 N6 O7 8.17(14) . . . . ?
Ce01 O6 N6 O8 -171.13(14) . . . . ?
Ce01 O3 N5 O4 15.85(14) . . . . ?
Ce01 O3 N5 O5 -164.01(14) . . . . ?
Ce01 N3 C8 C7 -2.87(17) . . . . ?
Ce01 N3 C8 C9 179.39(11) . . . . ?
Ce01 N3 C12 C11 179.67(11) . . . . ?
Ce01 N3 C12 C18 4.85(15) . . . . ?
N2 C1 C2 C3 -1.5(2) . . . . ?
N2 C1 C13 O1 -10.84(19) . . . . ?
N2 C1 C13 N1 168.54(15) . . . . ?
N2 C7 C4 C3 -0.9(2) . . . . ?
N2 C7 C4 C5 -179.56(14) . . . . ?
N3 C8 C7 N2 1.25(19) . . . . ?
N3 C8 C7 C4 -177.75(13) . . . . ?
N3 C8 C9 C6 178.45(14) . . . . ?
N3 C8 C9 C10 0.5(2) . . . . ?
N3 C12 C18 N4 -155.55(14) . . . . ?
N3 C12 C18 O2 25.26(18) . . . . ?
C1 N2 C7 C8 -179.32(13) . . . . ?
C1 N2 C7 C4 -0.4(2) . . . . ?
C8 N3 C12 C11 -0.4(2) . . . . ?
C8 N3 C12 C18 -175.26(12) . . . . ?
C8 C7 C4 C3 178.06(14) . . . . ?
C8 C7 C4 C5 -0.6(2) . . . . ?
C8 C9 C10 C11 0.4(2) . . . . ?
C3 C4 C5 C6 -178.24(16) . . . . ?
C7 N2 C1 C2 1.6(2) . . . . ?
C7 N2 C1 C13 179.64(12) . . . . ?
C7 C8 C9 C6 0.7(2) . . . . ?
C7 C8 C9 C10 -177.20(14) . . . . ?
C7 C4 C5 C6 0.3(2) . . . . ?
C2 C1 C13 O1 167.08(15) . . . . ?
C2 C1 C13 N1 -13.5(2) . . . . ?
C2 C3 C4 C7 0.9(2) . . . . ?
C2 C3 C4 C5 179.56(16) . . . . ?
C11 C12 C18 N4 29.9(2) . . . . ?
C11 C12 C18 O2 -149.33(15) . . . . ?
C12 N3 C8 C7 177.24(13) . . . . ?
C12 N3 C8 C9 -0.5(2) . . . . ?
C12 C11 C10 C9 -1.3(2) . . . . ?
C18 N4 C19 C20 -106.4(2) . . . . ?
C18 N4 C19 C23 57.7(3) . . . . ?
C18 N4 C21 C22 -91.34(19) . . . . ?
C4 C3 C2 C1 0.2(2) . . . . ?
C4 C5 C6 C9 0.5(3) . . . . ?
C5 C6 C9 C8 -1.0(2) . . . . ?
C5 C6 C9 C10 176.80(16) . . . . ?
C13 C1 C2 C3 -179.24(15) . . . . ?
C13 N1 C00Z C15 105.3(2) . . . . ?
C13 N1 C16 C17 88.3(2) . . . . ?
C13 N1 C14 C15 -139.1(10) . . . . ?
C6 C9 C10 C11 -177.46(15) . . . . ?
C9 C8 C7 N2 179.06(13) . . . . ?
C9 C8 C7 C4 0.1(2) . . . . ?
C19 N4 C18 O2 -169.73(15) . . . . ?
C19 N4 C18 C12 11.1(2) . . . . ?
C19 N4 C21 C22 80.77(19) . . . . ?
C10 C11 C12 N3 1.4(2) . . . . ?
C10 C11 C12 C18 175.39(14) . . . . ?
C00Z N1 C13 O1 166.08(18) . . . . ?
C00Z N1 C13 C1 -13.3(3) . . . . ?
C00Z N1 C16 C17 -81.5(2) . . . . ?
C16 N1 C13 O1 -2.1(2) . . . . ?
C16 N1 C13 C1 178.51(15) . . . . ?
C16 N1 C00Z C15 -86.2(2) . . . . ?
C16 N1 C14 C15 92.4(11) . . . . ?
C21 N4 C18 O2 1.3(2) . . . . ?
C21 N4 C18 C12 -177.83(15) . . . . ?
C21 N4 C19 C20 82.3(2) . . . . ?
C21 N4 C19 C23 -113.6(3) . . . . ?
C14 N1 C13 O1 -126.5(6) . . . . ?
C14 N1 C13 C1 54.2(6) . . . . ?
C14 N1 C16 C17 -148.4(6) . . . . ?
