#------------------------------------------------------------------------------
#$Date: 2023-03-04 20:51:18 +0200 (Sat, 04 Mar 2023) $
#$Revision: 281623 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/81/1568124.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_1568124
loop_
_publ_author_name
'Yu, Gang'
'Liu, Huanyu'
'Yan, Wenchao'
'Guo, Ruoyao'
'Wu, Aoben'
'Zhao, Zifeng'
'Liu, Zhiwei'
'Bian, Zuqiang'
_publ_section_title
;
4f → 3d sensitization: a luminescent
EuII-MnII heteronuclear complex with a near-unity
quantum yield.
;
_journal_issue 2
_journal_name_full 'Materials horizons'
_journal_page_first 625
_journal_page_last 631
_journal_paper_doi 10.1039/d2mh01123a
_journal_volume 10
_journal_year 2023
_chemical_absolute_configuration ad
_chemical_formula_sum 'C18 H36 Br2 Eu N2 O6'
_chemical_formula_weight 688.27
_space_group_crystal_system orthorhombic
_space_group_IT_number 18
_space_group_name_Hall 'P 2 2ab'
_space_group_name_H-M_alt 'P 21 21 2'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary dual
_audit_block_doi 10.5517/ccdc.csd.cc2bp62b
_audit_creation_method SHELXL-2014/7
_audit_update_record
;
2022-04-08 deposited with the CCDC. 2022-11-29 downloaded from the CCDC.
;
_cell_angle_alpha 90
_cell_angle_beta 90
_cell_angle_gamma 90
_cell_formula_units_Z 4
_cell_length_a 13.6795(3)
_cell_length_b 17.7174(3)
_cell_length_c 9.9143(2)
_cell_measurement_reflns_used 7790
_cell_measurement_temperature 179.99(10)
_cell_measurement_theta_max 29.2230
_cell_measurement_theta_min 2.3600
_cell_volume 2402.88(8)
_computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_environment N~2~
_diffrn_ambient_temperature 179.99(10)
_diffrn_detector 'CCD plate'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.924
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type 'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type 'Mo K\a'
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0213
_diffrn_reflns_av_unetI/netI 0.0321
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.924
_diffrn_reflns_limit_h_max 11
_diffrn_reflns_limit_h_min -18
_diffrn_reflns_limit_k_max 20
_diffrn_reflns_limit_k_min -24
_diffrn_reflns_limit_l_max 9
_diffrn_reflns_limit_l_min -13
_diffrn_reflns_number 11809
_diffrn_reflns_point_group_measured_fraction_full 0.956
_diffrn_reflns_point_group_measured_fraction_max 0.838
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 29.368
_diffrn_reflns_theta_min 2.354
_diffrn_source 'fine-focus sealed X-ray tube'
_diffrn_source_type 'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu 5.970
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.71743
_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.
;
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.903
_exptl_crystal_description block
_exptl_crystal_F_000 1356
_exptl_crystal_size_max 0.18
_exptl_crystal_size_mid 0.16
_exptl_crystal_size_min 0.09
_refine_diff_density_max 0.590
_refine_diff_density_min -0.560
_refine_diff_density_rms 0.079
_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)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.010
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 263
_refine_ls_number_reflns 5554
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.010
_refine_ls_R_factor_all 0.0218
_refine_ls_R_factor_gt 0.0196
_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/[\s^2^(Fo^2^)+(0.0158P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0382
_refine_ls_wR_factor_ref 0.0387
_reflns_Friedel_coverage 0.619
_reflns_Friedel_fraction_full 0.899
_reflns_Friedel_fraction_max 0.729
_reflns_number_gt 5294
_reflns_number_total 5554
_reflns_threshold_expression 'I > 2\s(I)'
_cod_data_source_file d2mh01123a2.cif
_cod_data_source_block 3
_cod_depositor_comments
'Adding full bibliography for 1568124--1568127.cif.'
_cod_database_code 1568124
_shelx_shelxl_version_number 2014/7
_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.
;
_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
;
_shelx_res_file
;
3.res created by SHELXL-2014/7
TITL 3_a.res in P2(1)2(1)2
REM Old TITL 3 in P2(1)2(1)2
REM SHELXT solution in P2(1)2(1)2
REM R1 0.130, Rweak 0.042, Alpha 0.010, Orientation as input
REM Flack x = 0.411 ( 0.015 ) from Parsons' quotients
REM Formula found by SHELXT: C18 N4 O4 I2 Eu
CELL 0.71073 13.6795 17.7174 9.9143 90 90 90
ZERR 4 0.0003 0.0003 0.0002 0 0 0
LATT -1
SYMM -X,-Y,+Z
SYMM 0.5-X,0.5+Y,-Z
SYMM 0.5+X,0.5-Y,-Z
SFAC C H N O Br Eu
UNIT 72 144 8 24 8 4
L.S. 10
PLAN 20
BOND $H
LIST 6
CONF
fmap 2
acta
OMIT 0 0 1
OMIT 0 2 0
WGHT 0.015800
FVAR 0.07923
EU1 6 0.285763 0.269698 0.797392 11.00000 0.01407 0.01556 =
0.01398 0.00081 -0.00064 -0.00185
BR1 5 0.276626 0.193329 1.068050 11.00000 0.02393 0.04061 =
0.01963 0.00844 -0.00062 -0.00230
O1 4 0.471659 0.311191 0.846972 11.00000 0.02085 0.02431 =
0.03453 -0.00190 -0.00250 -0.00790
O2 4 0.444189 0.186377 0.723077 11.00000 0.01800 0.02810 =
0.03133 -0.00848 0.00003 0.00235
O3 4 0.102802 0.218945 0.772542 11.00000 0.01926 0.02878 =
0.02733 -0.00097 -0.00654 -0.00008
O4 4 0.133367 0.352981 0.883466 11.00000 0.01796 0.02684 =
0.03229 -0.00221 0.00562 0.00052
O5 4 0.290216 0.393471 0.657670 11.00000 0.02671 0.02287 =
0.02236 0.00859 -0.00314 -0.00007
O6 4 0.267863 0.258989 0.522382 11.00000 0.02810 0.02802 =
0.01451 0.00445 0.00466 -0.00384
N1 3 0.320141 0.404768 0.940513 11.00000 0.02608 0.01711 =
0.02687 -0.00263 -0.00573 -0.00032
N2 3 0.261648 0.125054 0.677763 11.00000 0.02503 0.02198 =
0.01603 -0.00294 -0.00267 -0.00205
C1 1 0.412264 0.394524 1.014738 11.00000 0.03992 0.02489 =
0.04475 -0.01114 -0.02186 0.00074
AFIX 23
H1A 2 0.404247 0.353967 1.079522 11.00000 -1.20000
H1B 2 0.426700 0.440316 1.064528 11.00000 -1.20000
AFIX 0
C2 1 0.497140 0.376427 0.923887 11.00000 0.02362 0.02627 =
0.06541 -0.00410 -0.01765 -0.00461
AFIX 23
H2A 2 0.510428 0.418638 0.864339 11.00000 -1.20000
H2B 2 0.555229 0.366558 0.977152 11.00000 -1.20000
AFIX 0
C3 1 0.535150 0.298751 0.734856 11.00000 0.01978 0.04704 =
0.03279 0.01413 -0.00080 -0.00470
AFIX 23
H3A 2 0.599534 0.319263 0.753219 11.00000 -1.20000
H3B 2 0.509319 0.322946 0.654652 11.00000 -1.20000
AFIX 0
C4 1 0.540808 0.215583 0.715072 11.00000 0.01819 0.04823 =
0.03119 0.00059 0.00158 0.00475
AFIX 23
H4A 2 0.569075 0.204178 0.627689 11.00000 -1.20000
H4B 2 0.581547 0.193021 0.784261 11.00000 -1.20000
AFIX 0
C5 1 0.440196 0.106751 0.697823 11.00000 0.03113 0.03106 =
0.03292 -0.01199 -0.00624 0.01191
AFIX 23
H5A 2 0.489481 0.080880 0.750839 11.00000 -1.20000
H5B 2 0.452515 0.096649 0.603179 11.00000 -1.20000
AFIX 0
C6 1 0.340602 0.079506 0.735998 11.00000 0.03766 0.02028 =
0.02995 -0.00166 -0.00695 0.00312
AFIX 23
H6A 2 0.333180 0.027657 0.706299 11.00000 -1.20000
H6B 2 0.334700 0.080148 0.833490 11.00000 -1.20000
AFIX 0
C7 1 0.166435 0.097415 0.726673 11.00000 0.03506 0.02394 =
0.02369 -0.00450 0.00299 -0.01258
AFIX 23
H7A 2 0.170123 0.089358 0.823312 11.00000 -1.20000
H7B 2 0.152195 0.049254 0.684494 11.00000 -1.20000
AFIX 0
C8 1 0.084962 0.151539 0.696770 11.00000 0.02291 0.04035 =
0.02452 -0.00585 -0.00050 -0.01488
AFIX 23
H8A 2 0.083108 0.162865 0.601083 11.00000 -1.20000
H8B 2 0.022694 0.129659 0.722503 11.00000 -1.20000
AFIX 0
C9 1 0.031795 0.277011 0.746878 11.00000 0.01815 0.04218 =
0.03217 0.00862 -0.00450 0.00308
AFIX 23
H9A 2 -0.032812 0.254947 0.738441 11.00000 -1.20000
H9B 2 0.047235 0.302908 0.663351 11.00000 -1.20000
AFIX 0
C10 1 0.033762 0.331265 0.861535 11.00000 0.01688 0.03278 =
0.03813 0.00769 0.00462 0.00414
AFIX 23
H10A 2 -0.005553 0.375271 0.840435 11.00000 -1.20000
H10B 2 0.007389 0.307750 0.942047 11.00000 -1.20000
AFIX 0
C11 1 0.141185 0.413732 0.976623 11.00000 0.03392 0.02906 =
0.03970 -0.00768 0.01380 0.00333
AFIX 23
H11A 2 0.091050 0.409333 1.045364 11.00000 -1.20000
H11B 2 0.132361 0.461449 0.930223 11.00000 -1.20000
AFIX 0
C12 1 0.240739 0.410837 1.040437 11.00000 0.04424 0.02537 =
0.03190 -0.01069 0.00244 -0.00003
AFIX 23
H12A 2 0.250472 0.456087 1.093853 11.00000 -1.20000
H12B 2 0.243802 0.367850 1.100877 11.00000 -1.20000
AFIX 0
C13 1 0.324559 0.470817 0.850306 11.00000 0.02370 0.01684 =
0.04735 0.00082 0.00111 -0.00312
AFIX 23
H13A 2 0.392396 0.479833 0.826817 11.00000 -1.20000
H13B 2 0.301540 0.514615 0.899676 11.00000 -1.20000
AFIX 0
C14 1 0.266620 0.464388 0.722557 11.00000 0.02825 0.01834 =
0.04175 0.00966 0.00101 0.00380
AFIX 23
H14A 2 0.197276 0.466350 0.742697 11.00000 -1.20000
H14B 2 0.282284 0.506069 0.662916 11.00000 -1.20000
AFIX 0
C15 1 0.260397 0.393445 0.520365 11.00000 0.03597 0.03326 =
0.02685 0.01393 -0.01124 -0.00383
AFIX 23
H15A 2 0.283805 0.438622 0.475517 11.00000 -1.20000
H15B 2 0.189627 0.392486 0.514483 11.00000 -1.20000
AFIX 0
C16 1 0.302219 0.325285 0.455071 11.00000 0.03249 0.04219 =
0.01687 0.00867 0.00096 -0.00283
AFIX 23
H16A 2 0.283005 0.323784 0.360931 11.00000 -1.20000
H16B 2 0.373019 0.327225 0.459220 11.00000 -1.20000
AFIX 0
C17 1 0.312134 0.192252 0.466231 11.00000 0.02848 0.04386 =
0.01194 -0.00623 0.00279 0.00016
AFIX 23
H17A 2 0.381626 0.191984 0.485689 11.00000 -1.20000
H17B 2 0.303745 0.191908 0.369081 11.00000 -1.20000
AFIX 0
C18 1 0.264643 0.123338 0.526761 11.00000 0.02909 0.03303 =
0.01684 -0.00893 -0.00051 -0.00386
AFIX 23
H18A 2 0.198407 0.119208 0.492621 11.00000 -1.20000
H18B 2 0.300255 0.078828 0.497932 11.00000 -1.20000
AFIX 0
BR2 5 0.500000 0.500000 0.532369 10.50000 0.02492 0.03118 =
0.03786 0.00000 0.00000 -0.00037
BR3 5 0.000000 0.500000 0.619047 10.50000 0.02542 0.03700 =
0.03138 0.00000 0.00000 0.00028
HKLF 4
REM 3_a.res in P2(1)2(1)2
REM R1 = 0.0196 for 5294 Fo > 4sig(Fo) and 0.0218 for all 5554 data
REM 263 parameters refined using 0 restraints
END
WGHT 0.0156 0.0000
REM Highest difference peak 0.590, deepest hole -0.560, 1-sigma level 0.079
Q1 1 0.3484 0.2712 0.8391 11.00000 0.05 0.59
Q2 1 0.3462 0.2682 0.7545 11.00000 0.05 0.53
Q3 1 0.3423 0.2023 1.0254 11.00000 0.05 0.37
Q4 1 0.2233 0.2678 0.7597 11.00000 0.05 0.36
Q5 1 0.2269 0.2656 0.8341 11.00000 0.05 0.34
Q6 1 0.2185 0.1882 1.0265 11.00000 0.05 0.32
Q7 1 -0.0533 0.2739 0.7980 11.00000 0.05 0.31
Q8 1 0.2657 0.1262 0.6159 11.00000 0.05 0.30
Q9 1 0.4314 0.1895 0.7976 11.00000 0.05 0.30
Q10 1 0.3852 0.1992 0.9505 11.00000 0.05 0.29
Q11 1 0.5790 0.3860 1.1089 11.00000 0.05 0.29
Q12 1 -0.0950 0.2784 0.7079 11.00000 0.05 0.28
Q13 1 0.5916 0.5248 0.5750 11.00000 0.05 0.28
Q14 1 0.4032 0.3117 0.8474 11.00000 0.05 0.28
Q15 1 0.3435 0.1864 1.1080 11.00000 0.05 0.28
Q16 1 0.2972 0.2792 0.9960 11.00000 0.05 0.28
Q17 1 0.2144 0.2592 0.2881 11.00000 0.05 0.28
Q18 1 0.4818 0.0257 0.8210 11.00000 0.05 0.27
Q19 1 0.0786 0.5109 0.5645 11.00000 0.05 0.27
Q20 1 -0.1027 0.2616 0.7453 11.00000 0.05 0.27
;
_shelx_res_checksum 21235
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'
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 . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Eu1 0.01407(7) 0.01556(7) 0.01398(8) 0.00081(7) -0.00064(8) -0.00185(7)
Br1 0.0239(2) 0.0406(2) 0.01963(19) 0.00844(16) -0.00062(17) -0.0023(2)
O1 0.0208(14) 0.0243(13) 0.0345(15) -0.0019(12) -0.0025(12) -0.0079(12)
O2 0.0180(13) 0.0281(13) 0.0313(15) -0.0085(12) 0.0000(12) 0.0024(12)
O3 0.0193(13) 0.0288(14) 0.0273(14) -0.0010(12) -0.0065(11) -0.0001(11)
O4 0.0180(14) 0.0268(14) 0.0323(14) -0.0022(13) 0.0056(13) 0.0005(12)
O5 0.0267(14) 0.0229(12) 0.0224(12) 0.0086(10) -0.0031(13) -0.0001(13)
O6 0.0281(15) 0.0280(13) 0.0145(11) 0.0044(11) 0.0047(11) -0.0038(12)
N1 0.0261(18) 0.0171(15) 0.0269(18) -0.0026(13) -0.0057(14) -0.0003(14)
N2 0.0250(18) 0.0220(14) 0.0160(16) -0.0029(12) -0.0027(13) -0.0021(13)
C1 0.040(3) 0.025(2) 0.045(3) -0.011(2) -0.022(2) 0.001(2)
C2 0.024(2) 0.026(2) 0.065(3) -0.004(2) -0.018(2) -0.0046(19)
C3 0.020(2) 0.047(3) 0.033(2) 0.014(2) -0.0008(17) -0.0047(19)
C4 0.0182(19) 0.048(3) 0.031(2) 0.001(2) 0.0016(18) 0.0048(17)
C5 0.031(2) 0.031(2) 0.033(2) -0.012(2) -0.006(2) 0.0119(18)
C6 0.038(3) 0.0203(18) 0.030(2) -0.0017(17) -0.0069(19) 0.0031(18)
C7 0.035(2) 0.0239(19) 0.024(2) -0.0045(17) 0.0030(18) -0.0126(18)
C8 0.023(2) 0.040(2) 0.0245(19) -0.006(2) -0.0005(19) -0.0149(18)
C9 0.0182(19) 0.042(2) 0.032(2) 0.009(2) -0.0045(16) 0.0031(19)
C10 0.0169(19) 0.033(2) 0.038(2) 0.0077(19) 0.0046(18) 0.0041(17)
C11 0.034(2) 0.029(2) 0.040(2) -0.008(2) 0.014(2) 0.003(2)
C12 0.044(3) 0.025(2) 0.032(2) -0.0107(18) 0.002(2) 0.0000(19)
C13 0.024(2) 0.0168(17) 0.047(2) 0.0008(18) 0.0011(19) -0.0031(16)
C14 0.028(2) 0.0183(16) 0.042(2) 0.0097(17) 0.001(2) 0.0038(16)
C15 0.036(3) 0.033(2) 0.027(2) 0.0139(18) -0.0112(19) -0.0038(19)
C16 0.032(3) 0.042(2) 0.0169(18) 0.0087(17) 0.0010(18) -0.003(2)
C17 0.028(2) 0.044(2) 0.0119(16) -0.0062(19) 0.0028(16) 0.0002(19)
C18 0.029(2) 0.033(2) 0.0168(17) -0.0089(17) -0.0005(17) -0.0039(17)
Br2 0.0249(3) 0.0312(3) 0.0379(3) 0.000 0.000 -0.0004(3)
Br3 0.0254(3) 0.0370(3) 0.0314(3) 0.000 0.000 0.0003(3)
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'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D2QI01216B 2022
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_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_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) . . . . ?