# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3
_database_code_depnum_ccdc_archive 'CCDC 2165321'
loop_
_audit_author_name
_audit_author_address
'Huanyu Liu'
;Peking University
China
;
_audit_update_record             
;
2022-04-08 deposited with the CCDC.	2022-07-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H36 Br2 Eu N2 O6'
_chemical_formula_weight         688.27

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'
Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           'P 2 2ab'

_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'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'

_cell_length_a                   13.6795(3)
_cell_length_b                   17.7174(3)
_cell_length_c                   9.9143(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2402.88(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    179.99(10)
_cell_measurement_reflns_used    7790
_cell_measurement_theta_min      2.3600
_cell_measurement_theta_max      29.2230

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.903
_exptl_crystal_F_000             1356
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    5.970
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.71743
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.705
_oxdiff_exptl_absorpt_empirical_full_max 1.782
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      179.99(10)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_detector                 'CCD plate'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11809
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_av_R_equivalents  0.0213
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.354
_diffrn_reflns_theta_max         29.368
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.924
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.924
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.838
_diffrn_reflns_point_group_measured_fraction_full 0.956
_reflns_number_total             5554
_reflns_number_gt                5294
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.619
_reflns_Friedel_fraction_max     0.729
_reflns_Friedel_fraction_full    0.899

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0158P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1974 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.001(6)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5554
_refine_ls_number_parameters     263
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0218
_refine_ls_R_factor_gt           0.0196
_refine_ls_wR_factor_ref         0.0387
_refine_ls_wR_factor_gt          0.0382
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Eu1 Eu 0.28576(2) 0.26970(2) 0.79739(2) 0.01454(4) Uani 1 1 d . . . . .
Br1 Br 0.27663(3) 0.19333(2) 1.06805(3) 0.02806(10) Uani 1 1 d . . . . .
O1 O 0.47166(18) 0.31119(15) 0.8470(3) 0.0266(6) Uani 1 1 d . . . . .
O2 O 0.44419(19) 0.18638(14) 0.7231(3) 0.0258(6) Uani 1 1 d . . . . .
O3 O 0.10280(18) 0.21894(14) 0.7725(2) 0.0251(6) Uani 1 1 d . . . . .
O4 O 0.13337(19) 0.35298(14) 0.8835(3) 0.0257(6) Uani 1 1 d . . . . .
O5 O 0.2902(2) 0.39347(13) 0.6577(2) 0.0240(6) Uani 1 1 d . . . . .
O6 O 0.26786(19) 0.25899(13) 0.5224(2) 0.0235(6) Uani 1 1 d . . . . .
N1 N 0.3201(2) 0.40477(17) 0.9405(3) 0.0234(8) Uani 1 1 d . . . . .
N2 N 0.2616(2) 0.12505(16) 0.6778(3) 0.0210(7) Uani 1 1 d . . . . .
C1 C 0.4123(3) 0.3945(2) 1.0147(5) 0.0365(11) Uani 1 1 d . . . . .
H1A H 0.4042 0.3540 1.0795 0.044 Uiso 1 1 calc R U . . .
H1B H 0.4267 0.4403 1.0645 0.044 Uiso 1 1 calc R U . . .
C2 C 0.4971(3) 0.3764(2) 0.9239(5) 0.0384(11) Uani 1 1 d . . . . .
H2A H 0.5104 0.4186 0.8643 0.046 Uiso 1 1 calc R U . . .
H2B H 0.5552 0.3666 0.9772 0.046 Uiso 1 1 calc R U . . .
C3 C 0.5352(3) 0.2988(3) 0.7349(4) 0.0332(10) Uani 1 1 d . . . . .
H3A H 0.5995 0.3193 0.7532 0.040 Uiso 1 1 calc R U . . .
H3B H 0.5093 0.3229 0.6547 0.040 Uiso 1 1 calc R U . . .
C4 C 0.5408(3) 0.2156(2) 0.7151(4) 0.0325(10) Uani 1 1 d . . . . .
H4A H 0.5691 0.2042 0.6277 0.039 Uiso 1 1 calc R U . . .
H4B H 0.5815 0.1930 0.7843 0.039 Uiso 1 1 calc R U . . .
C5 C 0.4402(3) 0.1068(2) 0.6978(4) 0.0317(9) Uani 1 1 d . . . . .
H5A H 0.4895 0.0809 0.7508 0.038 Uiso 1 1 calc R U . . .
H5B H 0.4525 0.0966 0.6032 0.038 Uiso 1 1 calc R U . . .
C6 C 0.3406(3) 0.0795(2) 0.7360(4) 0.0293(10) Uani 1 1 d . . . . .
H6A H 0.3332 0.0277 0.7063 0.035 Uiso 1 1 calc R U . . .
H6B H 0.3347 0.0801 0.8335 0.035 Uiso 1 1 calc R U . . .
C7 C 0.1664(3) 0.0974(2) 0.7267(4) 0.0276(9) Uani 1 1 d . . . . .
H7A H 0.1701 0.0894 0.8233 0.033 Uiso 1 1 calc R U . . .
H7B H 0.1522 0.0493 0.6845 0.033 Uiso 1 1 calc R U . . .
C8 C 0.0850(3) 0.1515(2) 0.6968(4) 0.0293(9) Uani 1 1 d . . . . .
H8A H 0.0831 0.1629 0.6011 0.035 Uiso 1 1 calc R U . . .
H8B H 0.0227 0.1297 0.7225 0.035 Uiso 1 1 calc R U . . .
C9 C 0.0318(3) 0.2770(2) 0.7469(4) 0.0308(9) Uani 1 1 d . . . . .
H9A H -0.0328 0.2549 0.7384 0.037 Uiso 1 1 calc R U . . .
H9B H 0.0472 0.3029 0.6634 0.037 Uiso 1 1 calc R U . . .
C10 C 0.0338(3) 0.3313(2) 0.8615(4) 0.0293(9) Uani 1 1 d . . . . .
H10A H -0.0056 0.3753 0.8404 0.035 Uiso 1 1 calc R U . . .
H10B H 0.0074 0.3077 0.9420 0.035 Uiso 1 1 calc R U . . .
C11 C 0.1412(3) 0.4137(2) 0.9766(5) 0.0342(10) Uani 1 1 d . . . . .
H11A H 0.0911 0.4093 1.0454 0.041 Uiso 1 1 calc R U . . .
H11B H 0.1324 0.4614 0.9302 0.041 Uiso 1 1 calc R U . . .
C12 C 0.2407(3) 0.4108(2) 1.0404(4) 0.0338(10) Uani 1 1 d . . . . .
H12A H 0.2505 0.4561 1.0939 0.041 Uiso 1 1 calc R U . . .
H12B H 0.2438 0.3678 1.1009 0.041 Uiso 1 1 calc R U . . .
C13 C 0.3246(3) 0.4708(2) 0.8503(4) 0.0293(9) Uani 1 1 d . . . . .
H13A H 0.3924 0.4798 0.8268 0.035 Uiso 1 1 calc R U . . .
H13B H 0.3015 0.5146 0.8997 0.035 Uiso 1 1 calc R U . . .
C14 C 0.2666(3) 0.46439(19) 0.7226(4) 0.0294(9) Uani 1 1 d . . . . .
H14A H 0.1973 0.4664 0.7427 0.035 Uiso 1 1 calc R U . . .
H14B H 0.2823 0.5061 0.6629 0.035 Uiso 1 1 calc R U . . .
C15 C 0.2604(3) 0.3934(2) 0.5204(4) 0.0320(10) Uani 1 1 d . . . . .
H15A H 0.2838 0.4386 0.4755 0.038 Uiso 1 1 calc R U . . .
H15B H 0.1896 0.3925 0.5145 0.038 Uiso 1 1 calc R U . . .
C16 C 0.3022(3) 0.3253(2) 0.4551(4) 0.0305(10) Uani 1 1 d . . . . .
H16A H 0.2830 0.3238 0.3609 0.037 Uiso 1 1 calc R U . . .
H16B H 0.3730 0.3272 0.4592 0.037 Uiso 1 1 calc R U . . .
C17 C 0.3121(3) 0.1923(2) 0.4662(4) 0.0281(9) Uani 1 1 d . . . . .
H17A H 0.3816 0.1920 0.4857 0.034 Uiso 1 1 calc R U . . .
H17B H 0.3037 0.1919 0.3691 0.034 Uiso 1 1 calc R U . . .
C18 C 0.2646(3) 0.1233(2) 0.5268(4) 0.0263(9) Uani 1 1 d . . . . .
H18A H 0.1984 0.1192 0.4926 0.032 Uiso 1 1 calc R U . . .
H18B H 0.3003 0.0788 0.4979 0.032 Uiso 1 1 calc R U . . .
Br2 Br 0.5000 0.5000 0.53237(6) 0.03132(13) Uani 1 2 d S T P . .
Br3 Br 0.0000 0.5000 0.61905(6) 0.03127(13) Uani 1 2 d S T P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Eu1 O5 2.595(2) . ?
Eu1 O3 2.671(2) . ?
Eu1 O4 2.693(3) . ?
Eu1 O1 2.692(2) . ?
Eu1 O2 2.724(2) . ?
Eu1 O6 2.744(2) . ?
Eu1 N1 2.822(3) . ?
Eu1 N2 2.843(3) . ?
Eu1 Br1 3.0078(4) . ?
O1 C2 1.428(5) . ?
O1 C3 1.428(5) . ?
O2 C4 1.422(4) . ?
O2 C5 1.434(4) . ?
O3 C8 1.432(4) . ?
O3 C9 1.438(4) . ?
O4 C11 1.422(5) . ?
O4 C10 1.432(5) . ?
O5 C15 1.421(4) . ?
O5 C14 1.448(4) . ?
O6 C16 1.430(4) . ?
O6 C17 1.440(4) . ?
N1 C1 1.471(5) . ?
N1 C12 1.474(5) . ?
N1 C13 1.474(5) . ?
N2 C6 1.467(5) . ?
N2 C7 1.474(5) . ?
N2 C18 1.498(4) . ?
C1 C2 1.504(6) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.489(6) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.494(6) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.500(5) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.489(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.503(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.498(5) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.485(6) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.508(5) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?

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
O5 Eu1 O3 104.91(8) . . ?
O5 Eu1 O4 73.99(8) . . ?
O3 Eu1 O4 59.22(8) . . ?
O5 Eu1 O1 81.06(8) . . ?
O3 Eu1 O1 173.65(7) . . ?
O4 Eu1 O1 121.58(8) . . ?
O5 Eu1 O2 107.16(8) . . ?
O3 Eu1 O2 122.56(8) . . ?
O4 Eu1 O2 177.05(8) . . ?
O1 Eu1 O2 56.35(8) . . ?
O5 Eu1 O6 61.97(7) . . ?
O3 Eu1 O6 78.55(7) . . ?
O4 Eu1 O6 106.48(8) . . ?
O1 Eu1 O6 106.53(8) . . ?
O2 Eu1 O6 76.39(8) . . ?
O5 Eu1 N1 63.11(8) . . ?
O3 Eu1 N1 119.22(8) . . ?
O4 Eu1 N1 60.33(9) . . ?
O1 Eu1 N1 61.26(8) . . ?
O2 Eu1 N1 117.59(8) . . ?
O6 Eu1 N1 124.97(8) . . ?
O5 Eu1 N2 122.81(8) . . ?
O3 Eu1 N2 63.21(8) . . ?
O4 Eu1 N2 122.43(8) . . ?
O1 Eu1 N2 115.59(8) . . ?
O2 Eu1 N2 59.40(8) . . ?
O6 Eu1 N2 60.84(8) . . ?
N1 Eu1 N2 173.53(9) . . ?
O5 Eu1 Br1 149.04(5) . . ?
O3 Eu1 Br1 83.79(5) . . ?
O4 Eu1 Br1 86.08(6) . . ?
O1 Eu1 Br1 89.95(6) . . ?
O2 Eu1 Br1 91.75(6) . . ?
O6 Eu1 Br1 148.39(5) . . ?
N1 Eu1 Br1 86.55(6) . . ?
N2 Eu1 Br1 87.81(6) . . ?
C2 O1 C3 113.1(3) . . ?
C2 O1 Eu1 123.3(2) . . ?
C3 O1 Eu1 113.0(2) . . ?
C4 O2 C5 112.6(3) . . ?
C4 O2 Eu1 123.9(2) . . ?
C5 O2 Eu1 123.4(2) . . ?
C8 O3 C9 112.9(3) . . ?
C8 O3 Eu1 119.3(2) . . ?
C9 O3 Eu1 114.1(2) . . ?
C11 O4 C10 111.9(3) . . ?
C11 O4 Eu1 124.2(2) . . ?
C10 O4 Eu1 122.8(2) . . ?
C15 O5 C14 111.2(3) . . ?
C15 O5 Eu1 120.3(2) . . ?
C14 O5 Eu1 119.40(19) . . ?
C16 O6 C17 110.8(3) . . ?
C16 O6 Eu1 112.2(2) . . ?
C17 O6 Eu1 113.8(2) . . ?
C1 N1 C12 107.7(3) . . ?
C1 N1 C13 111.5(3) . . ?
C12 N1 C13 112.3(3) . . ?
C1 N1 Eu1 106.8(2) . . ?
C12 N1 Eu1 106.1(2) . . ?
C13 N1 Eu1 112.0(2) . . ?
C6 N2 C7 109.8(3) . . ?
C6 N2 C18 111.2(3) . . ?
C7 N2 C18 110.3(3) . . ?
C6 N2 Eu1 104.3(2) . . ?
C7 N2 Eu1 105.4(2) . . ?
C18 N2 Eu1 115.6(2) . . ?
N1 C1 C2 112.8(3) . . ?
N1 C1 H1A 109.0 . . ?
C2 C1 H1A 109.0 . . ?
N1 C1 H1B 109.0 . . ?
C2 C1 H1B 109.0 . . ?
H1A C1 H1B 107.8 . . ?
O1 C2 C1 107.7(3) . . ?
O1 C2 H2A 110.2 . . ?
C1 C2 H2A 110.2 . . ?
O1 C2 H2B 110.2 . . ?
C1 C2 H2B 110.2 . . ?
H2A C2 H2B 108.5 . . ?
O1 C3 C4 106.7(3) . . ?
O1 C3 H3A 110.4 . . ?
C4 C3 H3A 110.4 . . ?
O1 C3 H3B 110.4 . . ?
C4 C3 H3B 110.4 . . ?
H3A C3 H3B 108.6 . . ?
O2 C4 C3 107.7(3) . . ?
O2 C4 H4A 110.2 . . ?
C3 C4 H4A 110.2 . . ?
O2 C4 H4B 110.2 . . ?
C3 C4 H4B 110.2 . . ?
H4A C4 H4B 108.5 . . ?
O2 C5 C6 108.0(3) . . ?
O2 C5 H5A 110.1 . . ?
C6 C5 H5A 110.1 . . ?
O2 C5 H5B 110.1 . . ?
C6 C5 H5B 110.1 . . ?
H5A C5 H5B 108.4 . . ?
N2 C6 C5 113.2(3) . . ?
N2 C6 H6A 108.9 . . ?
C5 C6 H6A 108.9 . . ?
N2 C6 H6B 108.9 . . ?
C5 C6 H6B 108.9 . . ?
H6A C6 H6B 107.8 . . ?
N2 C7 C8 112.3(3) . . ?
N2 C7 H7A 109.1 . . ?
C8 C7 H7A 109.1 . . ?
N2 C7 H7B 109.1 . . ?
C8 C7 H7B 109.1 . . ?
H7A C7 H7B 107.9 . . ?
O3 C8 C7 107.6(3) . . ?
O3 C8 H8A 110.2 . . ?
C7 C8 H8A 110.2 . . ?
O3 C8 H8B 110.2 . . ?
C7 C8 H8B 110.2 . . ?
H8A C8 H8B 108.5 . . ?
O3 C9 C10 108.3(3) . . ?
O3 C9 H9A 110.0 . . ?
C10 C9 H9A 110.0 . . ?
O3 C9 H9B 110.0 . . ?
C10 C9 H9B 110.0 . . ?
H9A C9 H9B 108.4 . . ?
O4 C10 C9 107.8(3) . . ?
O4 C10 H10A 110.1 . . ?
C9 C10 H10A 110.1 . . ?
O4 C10 H10B 110.1 . . ?
C9 C10 H10B 110.1 . . ?
H10A C10 H10B 108.5 . . ?
O4 C11 C12 108.4(3) . . ?
O4 C11 H11A 110.0 . . ?
C12 C11 H11A 110.0 . . ?
O4 C11 H11B 110.0 . . ?
C12 C11 H11B 110.0 . . ?
H11A C11 H11B 108.4 . . ?
N1 C12 C11 112.8(3) . . ?
N1 C12 H12A 109.0 . . ?
C11 C12 H12A 109.0 . . ?
N1 C12 H12B 109.0 . . ?
C11 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
N1 C13 C14 115.5(3) . . ?
N1 C13 H13A 108.4 . . ?
C14 C13 H13A 108.4 . . ?
N1 C13 H13B 108.4 . . ?
C14 C13 H13B 108.4 . . ?
H13A C13 H13B 107.5 . . ?
O5 C14 C13 108.9(3) . . ?
O5 C14 H14A 109.9 . . ?
C13 C14 H14A 109.9 . . ?
O5 C14 H14B 109.9 . . ?
C13 C14 H14B 109.9 . . ?
H14A C14 H14B 108.3 . . ?
O5 C15 C16 107.9(3) . . ?
O5 C15 H15A 110.1 . . ?
C16 C15 H15A 110.1 . . ?
O5 C15 H15B 110.1 . . ?
C16 C15 H15B 110.1 . . ?
H15A C15 H15B 108.4 . . ?
O6 C16 C15 109.7(3) . . ?
O6 C16 H16A 109.7 . . ?
C15 C16 H16A 109.7 . . ?
O6 C16 H16B 109.7 . . ?
C15 C16 H16B 109.7 . . ?
H16A C16 H16B 108.2 . . ?
O6 C17 C18 109.3(3) . . ?
O6 C17 H17A 109.8 . . ?
C18 C17 H17A 109.8 . . ?
O6 C17 H17B 109.8 . . ?
C18 C17 H17B 109.8 . . ?
H17A C17 H17B 108.3 . . ?
N2 C18 C17 113.2(3) . . ?
N2 C18 H18A 108.9 . . ?
C17 C18 H18A 108.9 . . ?
N2 C18 H18B 108.9 . . ?
C17 C18 H18B 108.9 . . ?
H18A C18 H18B 107.8 . . ?

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
C12 N1 C1 C2 171.7(3) . . . . ?
C13 N1 C1 C2 -64.6(4) . . . . ?
Eu1 N1 C1 C2 58.1(4) . . . . ?
C3 O1 C2 C1 165.8(3) . . . . ?
Eu1 O1 C2 C1 23.8(4) . . . . ?
N1 C1 C2 O1 -55.7(4) . . . . ?
C2 O1 C3 C4 147.9(3) . . . . ?
Eu1 O1 C3 C4 -66.1(3) . . . . ?
C5 O2 C4 C3 176.7(3) . . . . ?
Eu1 O2 C4 C3 -7.8(4) . . . . ?
O1 C3 C4 O2 45.4(4) . . . . ?
C4 O2 C5 C6 168.6(3) . . . . ?
Eu1 O2 C5 C6 -6.9(4) . . . . ?
C7 N2 C6 C5 -176.6(3) . . . . ?
C18 N2 C6 C5 61.1(4) . . . . ?
Eu1 N2 C6 C5 -64.2(3) . . . . ?
O2 C5 C6 N2 49.7(4) . . . . ?
C6 N2 C7 C8 167.0(3) . . . . ?
C18 N2 C7 C8 -70.1(4) . . . . ?
Eu1 N2 C7 C8 55.3(3) . . . . ?
C9 O3 C8 C7 177.0(3) . . . . ?
Eu1 O3 C8 C7 38.9(4) . . . . ?
N2 C7 C8 O3 -65.2(4) . . . . ?
C8 O3 C9 C10 159.6(3) . . . . ?
Eu1 O3 C9 C10 -60.0(3) . . . . ?
C11 O4 C10 C9 170.6(3) . . . . ?
Eu1 O4 C10 C9 -21.0(4) . . . . ?
O3 C9 C10 O4 50.6(4) . . . . ?
C10 O4 C11 C12 155.2(3) . . . . ?
Eu1 O4 C11 C12 -13.0(4) . . . . ?
C1 N1 C12 C11 -174.2(3) . . . . ?
C13 N1 C12 C11 62.6(4) . . . . ?
Eu1 N1 C12 C11 -60.1(3) . . . . ?
O4 C11 C12 N1 50.3(4) . . . . ?
C1 N1 C13 C14 147.6(3) . . . . ?
C12 N1 C13 C14 -91.4(4) . . . . ?
Eu1 N1 C13 C14 27.9(4) . . . . ?
C15 O5 C14 C13 -163.2(3) . . . . ?
Eu1 O5 C14 C13 49.7(4) . . . . ?
N1 C13 C14 O5 -49.9(4) . . . . ?
C14 O5 C15 C16 170.2(3) . . . . ?
Eu1 O5 C15 C16 -43.0(4) . . . . ?
C17 O6 C16 C15 -176.4(3) . . . . ?
Eu1 O6 C16 C15 -48.1(4) . . . . ?
O5 C15 C16 O6 59.4(4) . . . . ?
C16 O6 C17 C18 -172.6(3) . . . . ?
Eu1 O6 C17 C18 59.8(3) . . . . ?
C6 N2 C18 C17 -99.6(4) . . . . ?
C7 N2 C18 C17 138.4(3) . . . . ?
Eu1 N2 C18 C17 19.0(4) . . . . ?
O6 C17 C18 N2 -51.2(4) . . . . ?

_refine_diff_density_max         0.590
_refine_diff_density_min         -0.560
_refine_diff_density_rms         0.079

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2175169'
loop_
_audit_author_name
_audit_author_address
'WC Yan'
;PKU
China
;
_audit_update_record             
;
2022-05-26 deposited with the CCDC.	2022-07-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        EuBr2-N4O4
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H38 Br2 Eu N4 O4'
_chemical_formula_weight         686.30

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'
Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   26.7964(7)
_cell_length_b                   13.3338(3)
_cell_length_c                   17.1779(4)
_cell_angle_alpha                90
_cell_angle_beta                 126.811(2)
_cell_angle_gamma                90
_cell_volume                     4913.9(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    180.00(10)
_cell_measurement_reflns_used    13325
_cell_measurement_theta_min      2.3600
_cell_measurement_theta_max      29.3200

_exptl_crystal_description       block
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.855
_exptl_crystal_F_000             2712
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    5.835
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.43788
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.566
_oxdiff_exptl_absorpt_empirical_full_max 2.081
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      180.00(10)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_detector                 'CCD plate'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31540
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.375
_diffrn_reflns_theta_max         29.397
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.928
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.928
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.928
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6298
_reflns_number_gt                5267
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0334P)²+26.4052P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6298
_refine_ls_number_parameters     263
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0453
_refine_ls_R_factor_gt           0.0342
_refine_ls_wR_factor_ref         0.0816
_refine_ls_wR_factor_gt          0.0780
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Eu1 Eu 0.63718(2) 0.25547(2) 0.62973(2) 0.01830(6) Uani 1 1 d . . . . .
Br1 Br 0.78000(2) 0.26934(3) 0.75904(4) 0.04051(12) Uani 1 1 d . . . . .
Br3 Br 0.5000 0.41869(4) 0.2500 0.03080(13) Uani 1 2 d S T P . .
O1 O 0.65405(14) 0.1306(2) 0.77030(19) 0.0294(6) Uani 1 1 d . . . . .
O2 O 0.63211(16) 0.0540(2) 0.6128(2) 0.0376(7) Uani 1 1 d . . . . .
O3 O 0.62898(15) 0.4655(2) 0.6380(2) 0.0371(7) Uani 1 1 d . . . . .
O4 O 0.65966(15) 0.3751(2) 0.5275(2) 0.0337(7) Uani 1 1 d . . . . .
N1 N 0.64766(14) 0.3362(2) 0.7891(2) 0.0220(6) Uani 1 1 d . . . . .
N2 N 0.53127(15) 0.2476(2) 0.6182(2) 0.0255(7) Uani 1 1 d . . . . .
H2 H 0.5348 0.1912 0.6578 0.031 Uiso 1 1 calc R U . . .
N3 N 0.52882(16) 0.2722(3) 0.4472(2) 0.0275(7) Uani 1 1 d . . . . .
H3 H 0.5338 0.3252 0.4128 0.033 Uiso 1 1 calc R U . . .
N4 N 0.63684(15) 0.1675(2) 0.4798(2) 0.0241(7) Uani 1 1 d . . . . .
C1 C 0.58618(19) 0.3433(3) 0.7709(3) 0.0277(8) Uani 1 1 d . . . . .
H1A H 0.5847 0.4048 0.7995 0.033 Uiso 1 1 calc R U . . .
H1B H 0.5821 0.2877 0.8031 0.033 Uiso 1 1 calc R U . . .
C2 C 0.53147(19) 0.3417(3) 0.6640(3) 0.0287(8) Uani 1 1 d . . . . .
H2A H 0.4929 0.3472 0.6570 0.034 Uiso 1 1 calc R U . . .
H2B H 0.5342 0.3986 0.6315 0.034 Uiso 1 1 calc R U . . .
C3 C 0.4738(2) 0.2350(3) 0.5191(3) 0.0343(10) Uani 1 1 d . . . . .
H3A H 0.4384 0.2550 0.5176 0.041 Uiso 1 1 calc R U . . .
H3B H 0.4687 0.1646 0.5014 0.041 Uiso 1 1 calc R U . . .
C4 C 0.47421(19) 0.2963(4) 0.4449(3) 0.0327(9) Uani 1 1 d . . . . .
H4A H 0.4364 0.2830 0.3804 0.039 Uiso 1 1 calc R U . . .
H4B H 0.4749 0.3671 0.4584 0.039 Uiso 1 1 calc R U . . .
C5 C 0.52252(19) 0.1755(3) 0.4005(3) 0.0317(9) Uani 1 1 d . . . . .
H5A H 0.4820 0.1721 0.3378 0.038 Uiso 1 1 calc R U . . .
H5B H 0.5252 0.1212 0.4404 0.038 Uiso 1 1 calc R U . . .
C6 C 0.57303(19) 0.1630(3) 0.3867(3) 0.0290(8) Uani 1 1 d . . . . .
H6A H 0.5675 0.0990 0.3556 0.035 Uiso 1 1 calc R U . . .
H6B H 0.5686 0.2154 0.3438 0.035 Uiso 1 1 calc R U . . .
C7 C 0.6918(2) 0.2732(3) 0.8750(3) 0.0297(9) Uani 1 1 d . . . . .
H7A H 0.6960 0.3005 0.9311 0.036 Uiso 1 1 calc R U . . .
H7B H 0.7324 0.2762 0.8883 0.036 Uiso 1 1 calc R U . . .
C8 C 0.6718(2) 0.1647(3) 0.8621(3) 0.0293(8) Uani 1 1 d . . . . .
H8A H 0.7059 0.1242 0.9137 0.035 Uiso 1 1 calc R U . . .
H8B H 0.6370 0.1586 0.8653 0.035 Uiso 1 1 calc R U . . .
C9 C 0.6455(2) 0.0244(3) 0.7600(3) 0.0289(9) Uani 1 1 d . . . . .
H9A H 0.6242 0.0021 0.7869 0.035 Uiso 1 1 calc R U . . .
H9B H 0.6856 -0.0090 0.7950 0.035 Uiso 1 1 calc R U . . .
C10 C 0.6076(2) -0.0012(3) 0.6546(3) 0.0312(9) Uani 1 1 d . . . . .
H10A H 0.6100 -0.0726 0.6464 0.037 Uiso 1 1 calc R U . . .
H10B H 0.5643 0.0165 0.6226 0.037 Uiso 1 1 calc R U . . .
C11 C 0.6314(2) 0.0014(3) 0.5400(3) 0.0321(9) Uani 1 1 d . . . . .
H11A H 0.5889 -0.0104 0.4834 0.039 Uiso 1 1 calc R U . . .
H11B H 0.6523 -0.0627 0.5647 0.039 Uiso 1 1 calc R U . . .
C12 C 0.6650(2) 0.0667(3) 0.5139(3) 0.0328(9) Uani 1 1 d . . . . .
H12A H 0.7081 0.0739 0.5704 0.039 Uiso 1 1 calc R U . . .
H12B H 0.6648 0.0341 0.4633 0.039 Uiso 1 1 calc R U . . .
C13 C 0.6774(2) 0.4353(3) 0.8081(3) 0.0301(9) Uani 1 1 d . . . . .
H13A H 0.7180 0.4266 0.8219 0.036 Uiso 1 1 calc R U . . .
H13B H 0.6840 0.4642 0.8654 0.036 Uiso 1 1 calc R U . . .
C14 C 0.6396(2) 0.5075(3) 0.7242(3) 0.0334(10) Uani 1 1 d . . . . .
H14A H 0.5999 0.5203 0.7124 0.040 Uiso 1 1 calc R U . . .
H14B H 0.6616 0.5707 0.7401 0.040 Uiso 1 1 calc R U . . .
C15 C 0.6631(3) 0.5185(4) 0.6125(4) 0.0528(14) Uani 1 1 d . . . . .
H15A H 0.7074 0.5115 0.6638 0.063 Uiso 1 1 calc R U . . .
H15B H 0.6527 0.5893 0.6054 0.063 Uiso 1 1 calc R U . . .
C16 C 0.6485(2) 0.4797(3) 0.5204(3) 0.0357(10) Uani 1 1 d . . . . .
H16A H 0.6052 0.4932 0.4677 0.043 Uiso 1 1 calc R U . . .
H16B H 0.6742 0.5136 0.5061 0.043 Uiso 1 1 calc R U . . .
C17 C 0.6625(2) 0.3378(3) 0.4526(3) 0.0283(8) Uani 1 1 d . . . . .
H17A H 0.6936 0.3745 0.4522 0.034 Uiso 1 1 calc R U . . .
H17B H 0.6224 0.3464 0.3898 0.034 Uiso 1 1 calc R U . . .
C18 C 0.6793(2) 0.2280(3) 0.4712(3) 0.0303(9) Uani 1 1 d . . . . .
H18A H 0.6791 0.2014 0.4185 0.036 Uiso 1 1 calc R U . . .
H18B H 0.7213 0.2214 0.5307 0.036 Uiso 1 1 calc R U . . .
Br2 Br 0.5000 0.08913(4) 0.7500 0.03109(13) Uani 1 2 d S T P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Eu1 O4 2.694(3) . ?
Eu1 O2 2.696(3) . ?
Eu1 N3 2.721(3) . ?
Eu1 N2 2.726(3) . ?
Eu1 O1 2.738(3) . ?
Eu1 N1 2.795(3) . ?
Eu1 O3 2.819(3) . ?
Eu1 N4 2.824(3) . ?
Eu1 Br1 3.0702(5) . ?
O1 C8 1.422(5) . ?
O1 C9 1.429(4) . ?
O2 C11 1.424(5) . ?
O2 C10 1.432(5) . ?
O3 C15 1.417(5) . ?
O3 C14 1.444(5) . ?
O4 C16 1.417(5) . ?
O4 C17 1.423(5) . ?
N1 C13 1.476(5) . ?
N1 C1 1.484(5) . ?
N1 C7 1.480(5) . ?
N2 C3 1.469(5) . ?
N2 C2 1.479(5) . ?
N2 H2 0.9800 . ?
N3 C5 1.473(5) . ?
N3 C4 1.476(5) . ?
N3 H3 0.9800 . ?
N4 C18 1.472(5) . ?
N4 C12 1.480(5) . ?
N4 C6 1.486(5) . ?
C1 C2 1.515(6) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.520(6) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.516(6) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.512(5) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.492(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.501(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.510(6) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.477(7) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.509(5) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?

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
O4 Eu1 O2 122.40(8) . . ?
O4 Eu1 N3 72.61(10) . . ?
O2 Eu1 N3 90.41(10) . . ?
O4 Eu1 N2 127.22(10) . . ?
O2 Eu1 N2 88.34(10) . . ?
N3 Eu1 N2 64.77(10) . . ?
O4 Eu1 O1 162.08(10) . . ?
O2 Eu1 O1 57.35(8) . . ?
N3 Eu1 O1 124.36(9) . . ?
N2 Eu1 O1 69.84(9) . . ?
O4 Eu1 N1 118.70(9) . . ?
O2 Eu1 N1 117.27(9) . . ?
N3 Eu1 N1 120.60(10) . . ?
N2 Eu1 N1 64.86(9) . . ?
O1 Eu1 N1 60.24(8) . . ?
O4 Eu1 O3 59.96(8) . . ?
O2 Eu1 O3 174.00(10) . . ?
N3 Eu1 O3 85.13(10) . . ?
N2 Eu1 O3 86.14(9) . . ?
O1 Eu1 O3 122.43(8) . . ?
N1 Eu1 O3 62.19(9) . . ?
O4 Eu1 N4 62.04(9) . . ?
O2 Eu1 N4 61.04(9) . . ?
N3 Eu1 N4 64.21(10) . . ?
N2 Eu1 N4 118.90(9) . . ?
O1 Eu1 N4 117.41(9) . . ?
N1 Eu1 N4 175.19(9) . . ?
O3 Eu1 N4 120.02(9) . . ?
O4 Eu1 Br1 76.55(7) . . ?
O2 Eu1 Br1 95.65(7) . . ?
N3 Eu1 Br1 146.69(7) . . ?
N2 Eu1 Br1 147.89(7) . . ?
O1 Eu1 Br1 85.59(6) . . ?
N1 Eu1 Br1 85.29(6) . . ?
O3 Eu1 Br1 90.27(7) . . ?
N4 Eu1 Br1 90.37(7) . . ?
C8 O1 C9 112.1(3) . . ?
C8 O1 Eu1 123.6(2) . . ?
C9 O1 Eu1 124.4(2) . . ?
C11 O2 C10 114.7(3) . . ?
C11 O2 Eu1 124.0(2) . . ?
C10 O2 Eu1 117.8(2) . . ?
C15 O3 C14 110.9(3) . . ?
C15 O3 Eu1 113.3(3) . . ?
C14 O3 Eu1 117.6(2) . . ?
C16 O4 C17 112.9(3) . . ?
C16 O4 Eu1 121.4(2) . . ?
C17 O4 Eu1 122.5(2) . . ?
C13 N1 C1 112.0(3) . . ?
C13 N1 C7 106.5(3) . . ?
C1 N1 C7 111.7(3) . . ?
C13 N1 Eu1 106.5(2) . . ?
C1 N1 Eu1 111.7(2) . . ?
C7 N1 Eu1 108.0(2) . . ?
C3 N2 C2 112.4(3) . . ?
C3 N2 Eu1 114.3(2) . . ?
C2 N2 Eu1 104.9(2) . . ?
C3 N2 H2 108.3 . . ?
C2 N2 H2 108.3 . . ?
Eu1 N2 H2 108.3 . . ?
C5 N3 C4 112.8(3) . . ?
C5 N3 Eu1 104.5(2) . . ?
C4 N3 Eu1 113.9(2) . . ?
C5 N3 H3 108.5 . . ?
C4 N3 H3 108.5 . . ?
Eu1 N3 H3 108.5 . . ?
C18 N4 C12 107.2(3) . . ?
C18 N4 C6 112.0(3) . . ?
C12 N4 C6 112.0(3) . . ?
C18 N4 Eu1 106.5(2) . . ?
C12 N4 Eu1 107.1(2) . . ?
C6 N4 Eu1 111.8(2) . . ?
N1 C1 C2 113.6(3) . . ?
N1 C1 H1A 108.8 . . ?
C2 C1 H1A 108.8 . . ?
N1 C1 H1B 108.8 . . ?
C2 C1 H1B 108.8 . . ?
H1A C1 H1B 107.7 . . ?
N2 C2 C1 110.4(3) . . ?
N2 C2 H2A 109.6 . . ?
C1 C2 H2A 109.6 . . ?
N2 C2 H2B 109.6 . . ?
C1 C2 H2B 109.6 . . ?
H2A C2 H2B 108.1 . . ?
N2 C3 C4 112.3(3) . . ?
N2 C3 H3A 109.1 . . ?
C4 C3 H3A 109.1 . . ?
N2 C3 H3B 109.1 . . ?
C4 C3 H3B 109.1 . . ?
H3A C3 H3B 107.9 . . ?
N3 C4 C3 111.4(3) . . ?
N3 C4 H4A 109.3 . . ?
C3 C4 H4A 109.3 . . ?
N3 C4 H4B 109.3 . . ?
C3 C4 H4B 109.3 . . ?
H4A C4 H4B 108.0 . . ?
N3 C5 C6 111.0(3) . . ?
N3 C5 H5A 109.4 . . ?
C6 C5 H5A 109.4 . . ?
N3 C5 H5B 109.4 . . ?
C6 C5 H5B 109.4 . . ?
H5A C5 H5B 108.0 . . ?
N4 C6 C5 112.8(3) . . ?
N4 C6 H6A 109.0 . . ?
C5 C6 H6A 109.0 . . ?
N4 C6 H6B 109.0 . . ?
C5 C6 H6B 109.0 . . ?
H6A C6 H6B 107.8 . . ?
N1 C7 C8 113.3(3) . . ?
N1 C7 H7A 108.9 . . ?
C8 C7 H7A 108.9 . . ?
N1 C7 H7B 108.9 . . ?
C8 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?
O1 C8 C7 108.8(3) . . ?
O1 C8 H8A 109.9 . . ?
C7 C8 H8A 109.9 . . ?
O1 C8 H8B 109.9 . . ?
C7 C8 H8B 109.9 . . ?
H8A C8 H8B 108.3 . . ?
O1 C9 C10 108.6(3) . . ?
O1 C9 H9A 110.0 . . ?
C10 C9 H9A 110.0 . . ?
O1 C9 H9B 110.0 . . ?
C10 C9 H9B 110.0 . . ?
H9A C9 H9B 108.4 . . ?
O2 C10 C9 108.0(3) . . ?
O2 C10 H10A 110.1 . . ?
C9 C10 H10A 110.1 . . ?
O2 C10 H10B 110.1 . . ?
C9 C10 H10B 110.1 . . ?
H10A C10 H10B 108.4 . . ?
O2 C11 C12 106.3(3) . . ?
O2 C11 H11A 110.5 . . ?
C12 C11 H11A 110.5 . . ?
O2 C11 H11B 110.5 . . ?
C12 C11 H11B 110.5 . . ?
H11A C11 H11B 108.7 . . ?
N4 C12 C11 113.0(3) . . ?
N4 C12 H12A 109.0 . . ?
C11 C12 H12A 109.0 . . ?
N4 C12 H12B 109.0 . . ?
C11 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
N1 C13 C14 113.2(3) . . ?
N1 C13 H13A 108.9 . . ?
C14 C13 H13A 108.9 . . ?
N1 C13 H13B 108.9 . . ?
C14 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
O3 C14 C13 109.8(3) . . ?
O3 C14 H14A 109.7 . . ?
C13 C14 H14A 109.7 . . ?
O3 C14 H14B 109.7 . . ?
C13 C14 H14B 109.7 . . ?
H14A C14 H14B 108.2 . . ?
O3 C15 C16 110.5(4) . . ?
O3 C15 H15A 109.5 . . ?
C16 C15 H15A 109.5 . . ?
O3 C15 H15B 109.5 . . ?
C16 C15 H15B 109.5 . . ?
H15A C15 H15B 108.1 . . ?
O4 C16 C15 110.3(4) . . ?
O4 C16 H16A 109.6 . . ?
C15 C16 H16A 109.6 . . ?
O4 C16 H16B 109.6 . . ?
C15 C16 H16B 109.6 . . ?
H16A C16 H16B 108.1 . . ?
O4 C17 C18 108.5(3) . . ?
O4 C17 H17A 110.0 . . ?
C18 C17 H17A 110.0 . . ?
O4 C17 H17B 110.0 . . ?
C18 C17 H17B 110.0 . . ?
H17A C17 H17B 108.4 . . ?
N4 C18 C17 113.7(3) . . ?
N4 C18 H18A 108.8 . . ?
C17 C18 H18A 108.8 . . ?
N4 C18 H18B 108.8 . . ?
C17 C18 H18B 108.8 . . ?
H18A C18 H18B 107.7 . . ?

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
C13 N1 C1 C2 98.9(4) . . . . ?
C7 N1 C1 C2 -141.6(3) . . . . ?
Eu1 N1 C1 C2 -20.5(4) . . . . ?
C3 N2 C2 C1 170.5(3) . . . . ?
Eu1 N2 C2 C1 -64.6(3) . . . . ?
N1 C1 C2 N2 59.8(4) . . . . ?
C2 N2 C3 C4 79.6(4) . . . . ?
Eu1 N2 C3 C4 -39.9(4) . . . . ?
C5 N3 C4 C3 75.6(4) . . . . ?
Eu1 N3 C4 C3 -43.3(4) . . . . ?
N2 C3 C4 N3 56.2(5) . . . . ?
C4 N3 C5 C6 168.9(3) . . . . ?
Eu1 N3 C5 C6 -66.9(3) . . . . ?
C18 N4 C6 C5 -137.1(3) . . . . ?
C12 N4 C6 C5 102.4(4) . . . . ?
Eu1 N4 C6 C5 -17.7(4) . . . . ?
N3 C5 C6 N4 59.1(4) . . . . ?
C13 N1 C7 C8 -172.9(3) . . . . ?
C1 N1 C7 C8 64.4(4) . . . . ?
Eu1 N1 C7 C8 -58.8(4) . . . . ?
C9 O1 C8 C7 169.3(3) . . . . ?
Eu1 O1 C8 C7 -11.4(4) . . . . ?
N1 C7 C8 O1 47.5(5) . . . . ?
C8 O1 C9 C10 161.5(3) . . . . ?
Eu1 O1 C9 C10 -17.9(5) . . . . ?
C11 O2 C10 C9 143.2(4) . . . . ?
Eu1 O2 C10 C9 -57.1(4) . . . . ?
O1 C9 C10 O2 45.3(5) . . . . ?
C10 O2 C11 C12 -173.9(4) . . . . ?
Eu1 O2 C11 C12 27.9(5) . . . . ?
C18 N4 C12 C11 171.6(4) . . . . ?
C6 N4 C12 C11 -65.2(4) . . . . ?
Eu1 N4 C12 C11 57.6(4) . . . . ?
O2 C11 C12 N4 -57.5(5) . . . . ?
C1 N1 C13 C14 -60.7(4) . . . . ?
C7 N1 C13 C14 176.8(3) . . . . ?
Eu1 N1 C13 C14 61.7(4) . . . . ?
C15 O3 C14 C13 -110.1(4) . . . . ?
Eu1 O3 C14 C13 22.6(4) . . . . ?
N1 C13 C14 O3 -58.3(5) . . . . ?
C14 O3 C15 C16 -176.0(4) . . . . ?
Eu1 O3 C15 C16 49.2(5) . . . . ?
C17 O4 C16 C15 -164.5(4) . . . . ?
Eu1 O4 C16 C15 35.5(5) . . . . ?
O3 C15 C16 O4 -55.5(6) . . . . ?
C16 O4 C17 C18 175.7(4) . . . . ?
Eu1 O4 C17 C18 -24.5(4) . . . . ?
C12 N4 C18 C17 -170.8(4) . . . . ?
C6 N4 C18 C17 66.1(4) . . . . ?
Eu1 N4 C18 C17 -56.4(4) . . . . ?
O4 C17 C18 N4 55.6(5) . . . . ?

_refine_diff_density_max         2.212
_refine_diff_density_min         -1.074
_refine_diff_density_rms         0.133


_chemical_properties_physical    Air-sensitive,Moisture-sensitive
_exptl_crystal_preparation       Luminescent
