#------------------------------------------------------------------------------
#$Date: 2017-03-05 06:57:37 +0200 (Sun, 05 Mar 2017) $
#$Revision: 193755 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/75/7227597.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_7227597
loop_
_publ_author_name
'Ridenour, J. August'
'Carter, Korey P.'
'Butcher, Ray J.'
'Cahill, Christopher L.'
_publ_section_title
;
 RE-p-halobenzoic acid--terpyridine complexes, Part II: structural
 diversity, supramolecular assembly, and luminescence properties in a
 series of p-bromobenzoic acid rare-earth hybrid materials
;
_journal_issue                   8
_journal_name_full               CrystEngComm
_journal_page_first              1172
_journal_paper_doi               10.1039/C6CE02355J
_journal_volume                  19
_journal_year                    2017
_chemical_formula_sum            'C72 H46 Br6 Ce2 N6 O14'
_chemical_formula_weight         1978.79
_space_group_crystal_system      orthorhombic
_space_group_IT_number           52
_space_group_name_Hall           '-P 2a 2bc'
_space_group_name_H-M_alt        'P n n a'
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      52
_symmetry_space_group_name_Hall  '-P 2a 2bc'
_symmetry_space_group_name_H-M   'P n n a'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-11-03 deposited with the CCDC.
2017-01-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   25.242(5)
_cell_length_b                   29.691(6)
_cell_length_c                   9.5673(18)
_cell_measurement_reflns_used    77517
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      45.935
_cell_measurement_theta_min      4.473
_cell_volume                     7170(2)
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_collection       'APEX, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_molecular_graphics    'WinGX (Farrugia, 2012)'
_computing_publication_material  'Crystal Maker (Palmer, 2009)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'Superflip (Chapuis, 2007)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0813
_diffrn_reflns_av_unetI/netI     0.0501
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            73434
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         28.823
_diffrn_reflns_theta_min         1.372
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              Siemens
_exptl_absorpt_coefficient_mu    4.665
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (2015)'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.833
_exptl_crystal_description       Plate
_exptl_crystal_F_000             3832
_exptl_crystal_recrystallization_method Hydrothermal
_exptl_crystal_size_max          0.262
_exptl_crystal_size_mid          0.147
_exptl_crystal_size_min          0.120
_exptl_transmission_factor_max   0.7458
_exptl_transmission_factor_min   0.5721
_refine_diff_density_max         1.143
_refine_diff_density_min         -0.802
_refine_diff_density_rms         0.106
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     454
_refine_ls_number_reflns         9358
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.0968
_refine_ls_R_factor_gt           0.0416
_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)+(0.0434P)²+7.7808P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0876
_refine_ls_wR_factor_ref         0.1052
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5286
_reflns_number_total             9358
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6ce02355j2.cif
_cod_data_source_block           Complex_2Prime
_cod_depositor_comments
'Adding full bibliography for 7227579--7227602.cif.'
_cod_database_code               7227597
_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+1/2, -y, z'
'-x+1/2, y+1/2, -z+1/2'
'x, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z'
'x-1/2, -y-1/2, z-1/2'
'-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
C1 C 0.23315(19) 0.32819(17) -0.0180(5) 0.0454(12) Uani 1 1 d . . .
H1 H 0.2694 0.3230 -0.0256 0.054 Uiso 1 1 calc R U .
C2 C 0.2117(2) 0.36228(19) -0.0947(6) 0.0608(16) Uani 1 1 d . . .
H2 H 0.2328 0.3797 -0.1532 0.073 Uiso 1 1 calc R U .
C3 C 0.1584(2) 0.3704(2) -0.0839(7) 0.0691(18) Uani 1 1 d . . .
H3 H 0.1429 0.3940 -0.1329 0.083 Uiso 1 1 calc R U .
C4 C 0.1283(2) 0.3432(2) 0.0004(6) 0.0623(16) Uani 1 1 d . . .
H4 H 0.0921 0.3479 0.0081 0.075 Uiso 1 1 calc R U .
C5 C 0.15221(16) 0.30840(16) 0.0744(5) 0.0364(11) Uani 1 1 d . . .
C6 C 0.12180(16) 0.27755(14) 0.1639(4) 0.0316(10) Uani 1 1 d . . .
C7 C 0.06649(17) 0.27695(15) 0.1583(5) 0.0368(11) Uani 1 1 d . . .
H7 H 0.0482 0.2945 0.0938 0.044 Uiso 1 1 calc R U .
C8 C 0.0401(2) 0.2500 0.2500 0.0433(16) Uani 1 2 d S T P
H8 H 0.0033 0.2500 0.2500 0.052 Uiso 1 2 calc R U P
C9 C 0.26903(18) 0.19077(16) 0.0128(5) 0.0366(11) Uani 1 1 d . . .
C10 C 0.28588(17) 0.15035(15) -0.0731(5) 0.0365(11) Uani 1 1 d . . .
C11 C 0.32703(18) 0.15309(17) -0.1693(5) 0.0441(12) Uani 1 1 d . . .
H11 H 0.3440 0.1805 -0.1835 0.053 Uiso 1 1 calc R U .
C12 C 0.3430(2) 0.11588(19) -0.2436(6) 0.0507(13) Uani 1 1 d . . .
H12 H 0.3700 0.1179 -0.3096 0.061 Uiso 1 1 calc R U .
C13 C 0.3181(2) 0.07549(17) -0.2180(5) 0.0484(13) Uani 1 1 d . . .
C14 C 0.2776(2) 0.07182(16) -0.1236(5) 0.0475(13) Uani 1 1 d . . .
H14 H 0.2612 0.0442 -0.1085 0.057 Uiso 1 1 calc R U .
C15 C 0.26134(19) 0.10961(16) -0.0511(5) 0.0422(12) Uani 1 1 d . . .
H15 H 0.2337 0.1075 0.0129 0.051 Uiso 1 1 calc R U .
C16 C 0.35757(15) 0.16901(14) 0.2494(5) 0.0310(8) Uani 1 1 d . . .
C17 C 0.35216(15) 0.11901(15) 0.2305(5) 0.0343(11) Uani 1 1 d . . .
C18 C 0.38567(19) 0.09645(16) 0.1396(5) 0.0428(12) Uani 1 1 d . . .
H18 H 0.4116 0.1124 0.0915 0.051 Uiso 1 1 calc R U .
C19 C 0.3810(2) 0.05065(18) 0.1196(6) 0.0577(15) Uani 1 1 d . . .
H19 H 0.4032 0.0356 0.0576 0.069 Uiso 1 1 calc R U .
C20 C 0.3425(2) 0.02751(18) 0.1940(7) 0.0622(16) Uani 1 1 d . . .
C21 C 0.3090(2) 0.04934(18) 0.2853(7) 0.0633(17) Uani 1 1 d . . .
H21 H 0.2836 0.0334 0.3354 0.076 Uiso 1 1 calc R U .
C22 C 0.31385(19) 0.09525(16) 0.3011(6) 0.0510(13) Uani 1 1 d . . .
H22 H 0.2908 0.1104 0.3605 0.061 Uiso 1 1 calc R U .
C23 C 0.47206(18) 0.34654(16) 0.0536(5) 0.0384(11) Uani 1 1 d . . .
C24 C 0.48419(17) 0.39321(15) 0.1087(5) 0.0362(10) Uani 1 1 d . . .
C25 C 0.5200(2) 0.39903(16) 0.2160(5) 0.0469(13) Uani 1 1 d . . .
H25 H 0.5386 0.3742 0.2493 0.056 Uiso 1 1 calc R U .
C26 C 0.5291(2) 0.44085(17) 0.2755(6) 0.0532(14) Uani 1 1 d . . .
H26 H 0.5537 0.4446 0.3468 0.064 Uiso 1 1 calc R U .
C27 C 0.5001(2) 0.47663(17) 0.2250(6) 0.0516(14) Uani 1 1 d . . .
C28 C 0.4646(2) 0.47240(17) 0.1187(6) 0.0524(14) Uani 1 1 d . . .
H28 H 0.4459 0.4973 0.0861 0.063 Uiso 1 1 calc R U .
C29 C 0.45691(19) 0.43019(16) 0.0605(6) 0.0485(13) Uani 1 1 d . . .
H29 H 0.4329 0.4268 -0.0124 0.058 Uiso 1 1 calc R U .
C30 C 0.48348(19) 0.17689(15) -0.0321(5) 0.0382(11) Uani 1 1 d . . .
H30 H 0.4472 0.1820 -0.0368 0.046 Uiso 1 1 calc R U .
C31 C 0.5050(2) 0.14547(16) -0.1211(5) 0.0491(13) Uani 1 1 d . . .
H31 H 0.4840 0.1300 -0.1849 0.059 Uiso 1 1 calc R U .
C32 C 0.5589(2) 0.13759(17) -0.1127(6) 0.0593(15) Uani 1 1 d . . .
H32 H 0.5745 0.1157 -0.1687 0.071 Uiso 1 1 calc R U .
C33 C 0.5894(2) 0.16228(16) -0.0209(6) 0.0487(13) Uani 1 1 d . . .
H33 H 0.6258 0.1579 -0.0166 0.058 Uiso 1 1 calc R U .
C34 C 0.56470(17) 0.19416(14) 0.0662(5) 0.0352(11) Uani 1 1 d . . .
C35 C 0.59535(17) 0.22306(16) 0.1629(5) 0.0376(11) Uani 1 1 d . . .
C36 C 0.65016(17) 0.22264(19) 0.1602(5) 0.0492(14) Uani 1 1 d . . .
H36 H 0.6680 0.2040 0.0980 0.059 Uiso 1 1 calc R U .
C37 C 0.6781(3) 0.2500 0.2500 0.0526(19) Uani 1 2 d S T P
H37 H 0.7150 0.2500 0.2500 0.063 Uiso 1 2 calc R U P
N1 N 0.20488(14) 0.30177(12) 0.0676(4) 0.0360(9) Uani 1 1 d . . .
N2 N 0.14894(17) 0.2500 0.2500 0.0301(10) Uani 1 2 d S T P
N3 N 0.51166(14) 0.20062(12) 0.0611(4) 0.0349(9) Uani 1 1 d . . .
N4 N 0.56776(16) 0.2500 0.2500 0.0298(11) Uani 1 2 d S T P
O1 O 0.22852(12) 0.18671(10) 0.0902(3) 0.0407(8) Uani 1 1 d . . .
O2 O 0.29645(12) 0.22617(10) 0.0112(3) 0.0433(8) Uani 1 1 d . . .
O3 O 0.31977(12) 0.19062(10) 0.3039(3) 0.0407(8) Uani 1 1 d . . .
O4 O 0.40020(12) 0.18670(10) 0.2091(3) 0.0391(8) Uani 1 1 d . . .
O5 O 0.49573(11) 0.31398(10) 0.1134(3) 0.0371(7) Uani 1 1 d . . .
O6 O 0.44027(15) 0.34289(11) -0.0451(4) 0.0558(10) Uani 1 1 d . . .
OW1 O 0.40859(12) 0.25820(10) 0.0145(3) 0.0409(8) Uani 1 1 d . . .
Br1 Br 0.33940(3) 0.02280(2) -0.31662(9) 0.0848(2) Uani 1 1 d . . .
Br2 Br 0.33672(3) -0.03577(2) 0.17080(14) 0.1262(4) Uani 1 1 d . . .
Br3 Br 0.50848(3) 0.53391(2) 0.31234(8) 0.0813(2) Uani 1 1 d . . .
Ce2 Ce 0.25646(2) 0.2500 0.2500 0.02831(9) Uani 1 2 d S T P
Ce1 Ce 0.46040(2) 0.2500 0.2500 0.02606(9) Uani 1 2 d S T P
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'
Br Br -0.2901 2.4595 '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'
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
N1 C1 C2 123.6(5) . .
N1 C1 H1 118.2 . .
C2 C1 H1 118.2 . .
C1 C2 C3 118.7(5) . .
C1 C2 H2 120.7 . .
C3 C2 H2 120.7 . .
C4 C3 C2 118.9(5) . .
C4 C3 H3 120.5 . .
C2 C3 H3 120.5 . .
C3 C4 C5 119.9(5) . .
C3 C4 H4 120.1 . .
C5 C4 H4 120.1 . .
N1 C5 C4 120.9(4) . .
N1 C5 C6 116.9(4) . .
C4 C5 C6 122.2(4) . .
N2 C6 C7 121.5(4) . .
N2 C6 C5 117.9(4) . .
C7 C6 C5 120.5(4) . .
C8 C7 C6 118.1(4) . .
C8 C7 H7 120.9 . .
C6 C7 H7 120.9 . .
C7 C8 C7 121.5(6) 4 .
C7 C8 H8 119.3 4 .
C7 C8 H8 119.3 . .
O2 C9 O1 122.0(4) . .
O2 C9 C10 120.0(4) . .
O1 C9 C10 117.9(4) . .
O2 C9 Ce2 64.0(2) . .
O1 C9 Ce2 60.7(2) . .
C10 C9 Ce2 159.9(3) . .
C15 C10 C11 119.3(4) . .
C15 C10 C9 119.2(4) . .
C11 C10 C9 121.5(4) . .
C12 C11 C10 121.0(5) . .
C12 C11 H11 119.5 . .
C10 C11 H11 119.5 . .
C11 C12 C13 118.3(5) . .
C11 C12 H12 120.9 . .
C13 C12 H12 120.9 . .
C14 C13 C12 121.9(5) . .
C14 C13 Br1 118.2(4) . .
C12 C13 Br1 119.9(4) . .
C13 C14 C15 119.2(5) . .
C13 C14 H14 120.4 . .
C15 C14 H14 120.4 . .
C10 C15 C14 120.3(4) . .
C10 C15 H15 119.9 . .
C14 C15 H15 119.9 . .
O4 C16 O3 124.1(4) . .
O4 C16 C17 117.0(4) . .
O3 C16 C17 118.9(4) . .
C22 C17 C18 119.3(4) . .
C22 C17 C16 120.8(4) . .
C18 C17 C16 119.8(4) . .
C19 C18 C17 120.8(5) . .
C19 C18 H18 119.6 . .
C17 C18 H18 119.6 . .
C18 C19 C20 118.5(5) . .
C18 C19 H19 120.7 . .
C20 C19 H19 120.7 . .
C21 C20 C19 121.5(5) . .
C21 C20 Br2 119.6(5) . .
C19 C20 Br2 118.9(5) . .
C22 C21 C20 118.7(5) . .
C22 C21 H21 120.6 . .
C20 C21 H21 120.6 . .
C17 C22 C21 121.1(5) . .
C17 C22 H22 119.4 . .
C21 C22 H22 119.4 . .
O6 C23 O5 125.3(4) . .
O6 C23 C24 118.3(4) . .
O5 C23 C24 116.3(4) . .
C29 C24 C25 118.6(4) . .
C29 C24 C23 120.8(4) . .
C25 C24 C23 120.4(4) . .
C24 C25 C26 121.7(5) . .
C24 C25 H25 119.1 . .
C26 C25 H25 119.1 . .
C27 C26 C25 117.4(5) . .
C27 C26 H26 121.3 . .
C25 C26 H26 121.3 . .
C28 C27 C26 122.7(5) . .
C28 C27 Br3 118.8(4) . .
C26 C27 Br3 118.4(4) . .
C27 C28 C29 118.4(5) . .
C27 C28 H28 120.8 . .
C29 C28 H28 120.8 . .
C24 C29 C28 121.2(5) . .
C24 C29 H29 119.4 . .
C28 C29 H29 119.4 . .
N3 C30 C31 124.0(5) . .
N3 C30 H30 118.0 . .
C31 C30 H30 118.0 . .
C30 C31 C32 117.9(5) . .
C30 C31 H31 121.1 . .
C32 C31 H31 121.1 . .
C33 C32 C31 119.8(5) . .
C33 C32 H32 120.1 . .
C31 C32 H32 120.1 . .
C32 C33 C34 119.2(5) . .
C32 C33 H33 120.4 . .
C34 C33 H33 120.4 . .
N3 C34 C33 120.8(4) . .
N3 C34 C35 117.2(4) . .
C33 C34 C35 121.9(4) . .
N4 C35 C36 122.2(5) . .
N4 C35 C34 117.4(4) . .
C36 C35 C34 120.4(4) . .
C37 C36 C35 119.7(5) . .
C37 C36 H36 120.1 . .
C35 C36 H36 120.1 . .
C36 C37 C36 118.3(6) . 4
C36 C37 H37 120.9 . .
C36 C37 H37 120.9 4 .
C1 N1 C5 118.0(4) . .
C1 N1 Ce2 118.6(3) . .
C5 N1 Ce2 122.4(3) . .
C6 N2 C6 118.9(5) . 4
C6 N2 Ce2 120.5(2) . .
C6 N2 Ce2 120.5(2) 4 .
C30 N3 C34 118.3(4) . .
C30 N3 Ce1 118.9(3) . .
C34 N3 Ce1 122.3(3) . .
C35 N4 C35 117.8(5) . 4
C35 N4 Ce1 121.1(3) . .
C35 N4 Ce1 121.1(3) 4 .
C9 O1 Ce2 93.3(3) . .
C9 O2 Ce2 90.2(3) . .
C16 O3 Ce2 140.9(3) . .
C16 O4 Ce1 143.4(3) . .
C23 O5 Ce1 130.7(3) . .
O3 Ce2 O3 97.96(14) 4 .
O3 Ce2 O1 76.86(10) 4 4
O3 Ce2 O1 126.46(10) . 4
O3 Ce2 O1 126.46(10) 4 .
O3 Ce2 O1 76.86(10) . .
O1 Ce2 O1 147.54(14) 4 .
O3 Ce2 O2 75.85(10) 4 .
O3 Ce2 O2 74.57(11) . .
O1 Ce2 O2 147.67(10) 4 .
O1 Ce2 O2 51.13(10) . .
O3 Ce2 O2 74.57(11) 4 4
O3 Ce2 O2 75.85(10) . 4
O1 Ce2 O2 51.13(10) 4 4
O1 Ce2 O2 147.67(10) . 4
O2 Ce2 O2 134.23(14) . 4
O3 Ce2 N1 76.36(11) 4 .
O3 Ce2 N1 151.28(11) . .
O1 Ce2 N1 80.26(11) 4 .
O1 Ce2 N1 84.04(11) . .
O2 Ce2 N1 76.75(10) . .
O2 Ce2 N1 127.52(10) 4 .
O3 Ce2 N1 151.28(11) 4 4
O3 Ce2 N1 76.36(11) . 4
O1 Ce2 N1 84.04(11) 4 4
O1 Ce2 N1 80.25(11) . 4
O2 Ce2 N1 127.52(10) . 4
O2 Ce2 N1 76.75(10) 4 4
N1 Ce2 N1 121.52(15) . 4
O3 Ce2 N2 131.02(7) 4 .
O3 Ce2 N2 131.02(7) . .
O1 Ce2 N2 73.77(7) 4 .
O1 Ce2 N2 73.77(7) . .
O2 Ce2 N2 112.88(7) . .
O2 Ce2 N2 112.88(7) 4 .
N1 Ce2 N2 60.76(8) . .
N1 Ce2 N2 60.76(8) 4 .
O3 Ce2 C9 101.67(12) 4 .
O3 Ce2 C9 69.73(12) . .
O1 Ce2 C9 163.79(12) 4 .
O1 Ce2 C9 26.00(11) . .
O2 Ce2 C9 25.84(11) . .
O2 Ce2 C9 144.55(11) 4 .
N1 Ce2 C9 83.71(12) . .
N1 Ce2 C9 102.53(13) 4 .
N2 Ce2 C9 96.31(9) . .
O3 Ce2 C9 69.73(12) 4 4
O3 Ce2 C9 101.67(12) . 4
O1 Ce2 C9 25.99(11) 4 4
O1 Ce2 C9 163.79(12) . 4
O2 Ce2 C9 144.55(11) . 4
O2 Ce2 C9 25.84(11) 4 4
N1 Ce2 C9 102.53(13) . 4
N1 Ce2 C9 83.71(12) 4 4
N2 Ce2 C9 96.31(9) . 4
C9 Ce2 C9 167.39(18) . 4
O4 Ce1 O4 103.27(14) 4 .
O4 Ce1 O5 73.65(10) 4 .
O4 Ce1 O5 136.83(10) . .
O4 Ce1 O5 136.83(10) 4 4
O4 Ce1 O5 73.65(10) . 4
O5 Ce1 O5 137.70(13) . 4
O4 Ce1 OW1 75.87(10) 4 .
O4 Ce1 OW1 67.89(10) . .
O5 Ce1 OW1 69.74(10) . .
O5 Ce1 OW1 134.99(9) 4 .
O4 Ce1 OW1 67.89(10) 4 4
O4 Ce1 OW1 75.87(10) . 4
O5 Ce1 OW1 134.99(9) . 4
O5 Ce1 OW1 69.74(10) 4 4
OW1 Ce1 OW1 120.01(13) . 4
O4 Ce1 N3 76.73(10) 4 4
O4 Ce1 N3 146.38(11) . 4
O5 Ce1 N3 76.13(11) . 4
O5 Ce1 N3 83.63(10) 4 4
OW1 Ce1 N3 140.91(10) . 4
OW1 Ce1 N3 73.12(10) 4 4
O4 Ce1 N3 146.38(11) 4 .
O4 Ce1 N3 76.73(10) . .
O5 Ce1 N3 83.63(10) . .
O5 Ce1 N3 76.13(11) 4 .
OW1 Ce1 N3 73.12(10) . .
OW1 Ce1 N3 140.91(10) 4 .
N3 Ce1 N3 121.86(15) 4 .
O4 Ce1 N4 128.36(7) 4 .
O4 Ce1 N4 128.36(7) . .
O5 Ce1 N4 68.85(7) . .
O5 Ce1 N4 68.85(7) 4 .
OW1 Ce1 N4 119.99(7) . .
OW1 Ce1 N4 119.99(7) 4 .
N3 Ce1 N4 60.93(8) 4 .
N3 Ce1 N4 60.93(8) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.340(6) .
C1 C2 1.362(7) .
C1 H1 0.9300 .
C2 C3 1.371(7) .
C2 H2 0.9300 .
C3 C4 1.371(7) .
C3 H3 0.9300 .
C4 C5 1.389(7) .
C4 H4 0.9300 .
C5 N1 1.346(5) .
C5 C6 1.470(6) .
C6 N2 1.348(5) .
C6 C7 1.397(6) .
C7 C8 1.361(5) .
C7 H7 0.9300 .
C8 C7 1.361(5) 4
C8 H8 0.9300 .
C9 O2 1.259(5) .
C9 O1 1.268(5) .
C9 C10 1.515(6) .
C9 Ce2 2.888(5) .
C10 C15 1.375(6) .
C10 C11 1.390(6) .
C11 C12 1.375(7) .
C11 H11 0.9300 .
C12 C13 1.376(7) .
C12 H12 0.9300 .
C13 C14 1.369(7) .
C13 Br1 1.904(5) .
C14 C15 1.381(6) .
C14 H14 0.9300 .
C15 H15 0.9300 .
C16 O4 1.258(5) .
C16 O3 1.263(5) .
C16 C17 1.502(6) .
C17 C22 1.374(6) .
C17 C18 1.386(6) .
C18 C19 1.378(7) .
C18 H18 0.9300 .
C19 C20 1.387(8) .
C19 H19 0.9300 .
C20 C21 1.377(8) .
C20 Br2 1.898(5) .
C21 C22 1.377(7) .
C21 H21 0.9300 .
C22 H22 0.9300 .
C23 O6 1.244(6) .
C23 O5 1.273(5) .
C23 C24 1.514(6) .
C24 C29 1.376(6) .
C24 C25 1.379(6) .
C25 C26 1.384(7) .
C25 H25 0.9300 .
C26 C27 1.377(7) .
C26 H26 0.9300 .
C27 C28 1.362(7) .
C27 Br3 1.906(5) .
C28 C29 1.385(7) .
C28 H28 0.9300 .
C29 H29 0.9300 .
C30 N3 1.341(6) .
C30 C31 1.375(6) .
C30 H30 0.9300 .
C31 C32 1.382(7) .
C31 H31 0.9300 .
C32 C33 1.379(8) .
C32 H32 0.9300 .
C33 C34 1.406(6) .
C33 H33 0.9300 .
C34 N3 1.353(5) .
C34 C35 1.480(6) .
C35 N4 1.349(5) .
C35 C36 1.384(6) .
C36 C37 1.377(6) .
C36 H36 0.9300 .
C37 C36 1.378(6) 4
C37 H37 0.9300 .
N1 Ce2 2.665(4) .
N2 C6 1.348(5) 4
N2 Ce2 2.714(4) .
N3 Ce1 2.663(4) .
N4 C35 1.349(5) 4
N4 Ce1 2.710(4) .
O1 Ce2 2.523(3) .
O2 Ce2 2.596(3) .
O3 Ce2 2.435(3) .
O4 Ce1 2.448(3) .
O5 Ce1 2.472(3) .
OW1 Ce1 2.616(3) .
Ce2 O3 2.435(3) 4
Ce2 O1 2.523(3) 4
Ce2 O2 2.596(3) 4
Ce2 N1 2.665(4) 4
Ce2 C9 2.888(5) 4
Ce1 O4 2.448(3) 4
Ce1 O5 2.472(3) 4
Ce1 OW1 2.616(3) 4
Ce1 N3 2.663(4) 4
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C30 H30 O4 0.93 2.64 3.135(5) 114.1 .
C30 H30 OW1 0.93 2.51 3.099(5) 121.3 .
C31 H31 Br3 0.93 2.86 3.390(5) 117.4 8_655
C36 H36 O1 0.93 2.42 3.284(6) 155.5 6_655
C7 H7 O5 0.93 2.45 3.340(5) 159.4 6
C12 H12 O6 0.93 2.54 3.407(6) 156.1 4_554
C1 H1 O3 0.93 2.51 3.048(6) 117.4 4
