#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/19/2221909.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2221909
loop_
_publ_author_name
'Yue, Xia-Li'
_publ_section_title
;[13,27-Dichloro-3,6,9,17,20,23-hexaazatetracyclo[23.3.1.1^11,15^.0^2,6^]triaconta-1(29),9,11,13,15(30),16,23,25,27-nonaene-29,30-diol-κ⁵N¹⁷,N²⁰,N²³,O²⁹,O³⁰]bis(nitrato-κ²O,O')europium(III)
 nitrate methanol hemisolvate
;
_journal_coeditor_code           BI2359
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m614
_journal_paper_doi               10.1107/S1600536809013440
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac
'[Eu (N O3)2 (C24 H28 Cl2 N6 O2)] N O3, 0.5C H4 O'
_chemical_formula_moiety         'C24 H28 Cl2 Eu N8 O8 +, N O3 -, 0.5C H4 O'
_chemical_formula_sum            'C24.5 H30 Cl2 Eu N9 O11.5'
_chemical_formula_weight         857.44
_chemical_name_systematic
;[13,27-Dichloro-3,6,9,17,20,23-
hexaazatetracyclo[23.3.1.1^11,15^.0^2,6^]triaconta-
1(29),9,11,13,15(30),16,23,25,27-nonaene-29,30-diol-
κ⁵N¹⁷,N²⁰,N²³,O²⁹,O³⁰]
bis(nitrato-κ²O,O')europium(III)
 nitrate methanol hemisolvate
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 91.8040(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   23.7371(16)
_cell_length_b                   14.3327(10)
_cell_length_c                   19.3880(13)
_cell_measurement_reflns_used    8071
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.9
_cell_measurement_theta_min      2.6
_cell_volume                     6592.9(8)
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0161
_diffrn_reflns_av_sigmaI/netI    0.0185
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            18638
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.98
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.136
_exptl_absorpt_correction_T_max  0.66
_exptl_absorpt_correction_T_min  0.58
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2000)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.728
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             3432
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.368
_refine_diff_density_min         -0.807
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     453
_refine_ls_number_reflns         6469
_refine_ls_number_restraints     62
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0318
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0424P)²+14.6115P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0831
_refine_ls_wR_factor_ref         0.0884
_reflns_number_gt                5337
_reflns_number_total             6469
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bi2359.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2221909
_cod_database_fobs_code          2221909
loop_
_symmetry_equiv_pos_as_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'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Eu Eu1 0.132267(7) 0.505891(12) 0.114103(11) 0.04946(8) Uani d . 1 A .
Cl Cl1 -0.09862(5) 0.87749(10) 0.19253(8) 0.0924(4) Uani d . 1 . .
Cl Cl2 0.44821(4) 0.56791(11) 0.04485(7) 0.0868(4) Uani d . 1 . .
N N1 0.02753(14) 0.4948(2) 0.1406(2) 0.0578(9) Uani d . 1 . .
N N2 0.08955(15) 0.3511(3) 0.0744(2) 0.0720(11) Uani d . 1 . .
H H2 0.1009 0.3075 0.1060 0.086 Uiso calc R 1 . .
N N3 0.20067(15) 0.3992(3) 0.0512(2) 0.0682(10) Uani d . 1 . .
N N4 0.24192(12) 0.7536(2) 0.16799(16) 0.0532(8) Uani d . 1 . .
N N5 0.25996(14) 0.6549(3) 0.25521(17) 0.0677(10) Uani d . 1 . .
H H5A 0.2367 0.6078 0.2429 0.081 Uiso calc R 1 . .
H H5B 0.2859 0.6335 0.2862 0.081 Uiso calc R 1 . .
N N6 0.14960(12) 0.8091(2) 0.09364(17) 0.0500(7) Uani d . 1 . .
H H6 0.1482(19) 0.750(4) 0.093(2) 0.075(15) Uiso d . 1 . .
O O1 0.22095(10) 0.5406(2) 0.15231(14) 0.0581(7) Uani d . 1 . .
O O2 0.09634(10) 0.65382(18) 0.12070(15) 0.0543(6) Uani d . 1 . .
C C1 0.05213(14) 0.7012(3) 0.13456(18) 0.0448(8) Uani d . 1 . .
C C2 0.05371(14) 0.7998(3) 0.13119(19) 0.0479(8) Uani d . 1 . .
C C3 0.00702(16) 0.8538(3) 0.1483(2) 0.0576(10) Uani d . 1 . .
H H3 0.0087 0.9186 0.1459 0.069 Uiso calc R 1 . .
C C4 -0.04138(16) 0.8101(3) 0.1685(2) 0.0602(10) Uani d . 1 . .
C C5 -0.04490(15) 0.7141(3) 0.1701(2) 0.0584(10) Uani d . 1 . .
H H5 -0.0783 0.6861 0.1831 0.070 Uiso calc R 1 . .
C C6 0.00017(14) 0.6583(3) 0.15280(19) 0.0497(9) Uani d . 1 . .
C C7 -0.00850(15) 0.5575(3) 0.1519(2) 0.0576(10) Uani d . 1 . .
H H7 -0.0447 0.5370 0.1607 0.069 Uiso calc R 1 . .
C C8 0.00742(19) 0.3978(3) 0.1386(3) 0.0761(14) Uani d . 1 . .
H H8A -0.0334 0.3967 0.1393 0.091 Uiso calc R 1 . .
H H8B 0.0221 0.3642 0.1787 0.091 Uiso calc R 1 . .
C C9 0.02697(18) 0.3523(3) 0.0740(3) 0.0811(15) Uani d . 1 . .
H H9A 0.0127 0.2889 0.0712 0.097 Uiso calc R 1 . .
H H9B 0.0126 0.3864 0.0340 0.097 Uiso calc R 1 . .
C C10 0.1133(2) 0.3240(4) 0.0092(3) 0.0850(15) Uani d . 1 . .
H H10A 0.1036 0.3703 -0.0257 0.102 Uiso calc R 1 . .
H H10B 0.0974 0.2647 -0.0056 0.102 Uiso calc R 1 . .
C C11 0.1762(2) 0.3157(4) 0.0168(3) 0.0911(17) Uani d . 1 . .
H H11A 0.1858 0.2606 0.0437 0.109 Uiso calc R 1 . .
H H11B 0.1921 0.3087 -0.0284 0.109 Uiso calc R 1 . .
C C12 0.25325(19) 0.4135(3) 0.0422(3) 0.0697(12) Uani d . 1 . .
H H12 0.2708 0.3721 0.0128 0.084 Uiso calc R 1 . .
C C13 0.28854(17) 0.4860(3) 0.0720(2) 0.0586(10) Uani d . 1 . .
C C14 0.34386(19) 0.4933(3) 0.0490(2) 0.0660(12) Uani d . 1 . .
H H14 0.3567 0.4506 0.0170 0.079 Uiso calc R 1 . .
C C15 0.37933(16) 0.5622(3) 0.0730(2) 0.0625(11) Uani d . 1 . .
C C16 0.36114(15) 0.6265(3) 0.1197(2) 0.0582(10) Uani d . 1 . .
H H16 0.3852 0.6741 0.1348 0.070 Uiso calc R 1 . .
C C17 0.30710(14) 0.6210(3) 0.1445(2) 0.0542(9) Uani d . 1 . .
C C18 0.27015(14) 0.5485(3) 0.1232(2) 0.0520(9) Uani d . 1 . .
C C19 0.28796(15) 0.6941(3) 0.1932(2) 0.0573(10) Uani d . 1 . .
H H19 0.3201 0.7329 0.2081 0.069 Uiso calc R 1 . .
C C20 0.2276(2) 0.7336(4) 0.2848(2) 0.0845(16) Uani d . 1 . .
H H20A 0.2458 0.7561 0.3271 0.101 Uiso calc R 1 . .
H H20B 0.1894 0.7146 0.2943 0.101 Uiso calc R 1 . .
C C21 0.22782(18) 0.8080(4) 0.2290(2) 0.0702(13) Uani d . 1 . .
H H21A 0.1912 0.8374 0.2232 0.084 Uiso calc R 1 . .
H H21B 0.2560 0.8555 0.2392 0.084 Uiso calc R 1 . .
C C22 0.25275(15) 0.8039(3) 0.1050(2) 0.0584(10) Uani d . 1 . .
H H22A 0.2638 0.7600 0.0698 0.070 Uiso calc R 1 . .
H H22B 0.2839 0.8468 0.1134 0.070 Uiso calc R 1 . .
C C23 0.20158(16) 0.8584(3) 0.0787(2) 0.0608(10) Uani d . 1 . .
H H23A 0.2013 0.9193 0.1004 0.073 Uiso calc R 1 . .
H H23B 0.2038 0.8674 0.0293 0.073 Uiso calc R 1 . .
C C24 0.10390(15) 0.8487(3) 0.1123(2) 0.0517(9) Uani d . 1 . .
H H24 0.1032 0.9136 0.1137 0.062 Uiso calc R 1 . .
N N7 0.12585(13) 0.6082(3) -0.01481(18) 0.0570(8) Uani d . 1 . .
O O3 0.09247(12) 0.5410(2) -0.00393(16) 0.0666(7) Uani d . 1 . .
O O4 0.17132(10) 0.6095(2) 0.02117(15) 0.0602(7) Uani d . 1 . .
O O5 0.11402(13) 0.6698(3) -0.05529(18) 0.0798(9) Uani d . 1 . .
N N8 0.14009(18) 0.4670(5) 0.2623(3) 0.0941(16) Uani d D 1 . .
O O6 0.13883(15) 0.4020(3) 0.2184(2) 0.0917(12) Uani d . 1 A .
O O7 0.13077(13) 0.5480(3) 0.24185(17) 0.0784(9) Uani d . 1 A .
O O8 0.1559(4) 0.4690(9) 0.3256(3) 0.099(2) Uani d PDU 0.543(12) A 1
O O8' 0.1383(5) 0.4232(9) 0.3188(5) 0.099(2) Uani d PDU 0.457(12) A 2
N N9 0.36911(18) 0.6104(3) 0.3621(2) 0.0765(11) Uani d D 1 . .
O O9 0.4091(2) 0.5910(4) 0.3993(3) 0.1301(16) Uani d U 1 B .
O O10 0.3339(3) 0.5519(5) 0.3452(4) 0.104(2) Uani d PDU 0.687(7) B 1
O O11 0.3656(3) 0.6888(3) 0.3356(3) 0.0957(17) Uani d PDU 0.687(7) B 1
O O10' 0.3531(7) 0.5516(10) 0.3194(7) 0.104(2) Uani d PDU 0.313(7) B 2
O O11' 0.3356(5) 0.6730(8) 0.3750(7) 0.0957(17) Uani d PDU 0.313(7) B 2
C C1M 0.5000 0.6209(14) 0.2500 0.220(8) Uani d SDU 1 . .
H H1MA 0.5386 0.6246 0.2370 0.330 Uiso d PR 0.50 . .
H H1MB 0.4985 0.6041 0.2978 0.330 Uiso d PR 0.50 . .
H H1MC 0.4808 0.5744 0.2224 0.330 Uiso d PR 0.50 . .
O O1M 0.4733(8) 0.7024(13) 0.2367(13) 0.295(11) Uani d PDU 0.50 . .
H H1WD 0.4442 0.7310 0.2458 0.442 Uiso d PR 0.50 . .
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'
Cl Cl 0.1484 0.1585 '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_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Eu1 O2 . . 97.01(10) ?
O1 Eu1 O3 . . 125.16(10) ?
O2 Eu1 O3 . . 74.57(10) ?
O1 Eu1 O6 . . 80.42(11) ?
O2 Eu1 O6 . . 121.17(14) ?
O3 Eu1 O6 . . 150.28(13) ?
O1 Eu1 O4 . . 75.31(9) ?
O2 Eu1 O4 . . 69.04(9) ?
O3 Eu1 O4 . . 50.72(9) ?
O6 Eu1 O4 . . 154.86(10) ?
O1 Eu1 N2 . . 130.32(11) ?
O2 Eu1 N2 . . 132.66(10) ?
O3 Eu1 N2 . . 76.33(12) ?
O6 Eu1 N2 . . 74.98(15) ?
O4 Eu1 N2 . . 116.53(12) ?
O1 Eu1 O7 . . 70.82(10) ?
O2 Eu1 O7 . . 73.14(11) ?
O3 Eu1 O7 . . 145.58(11) ?
O6 Eu1 O7 . . 50.30(14) ?
O4 Eu1 O7 . . 124.64(11) ?
N2 Eu1 O7 . . 118.80(13) ?
O1 Eu1 N1 . . 147.85(11) ?
O2 Eu1 N1 . . 71.36(9) ?
O3 Eu1 N1 . . 81.65(11) ?
O6 Eu1 N1 . . 80.66(11) ?
O4 Eu1 N1 . . 123.97(9) ?
N2 Eu1 N1 . . 68.09(12) ?
O7 Eu1 N1 . . 77.08(11) ?
O1 Eu1 N3 . . 72.00(11) ?
O2 Eu1 N3 . . 145.13(11) ?
O3 Eu1 N3 . . 84.94(11) ?
O6 Eu1 N3 . . 90.28(14) ?
O4 Eu1 N3 . . 76.13(11) ?
N2 Eu1 N3 . . 65.76(12) ?
O7 Eu1 N3 . . 129.10(12) ?
N1 Eu1 N3 . . 133.76(11) ?
C7 N1 C8 . . 117.1(3) ?
C7 N1 Eu1 . . 131.1(3) ?
C8 N1 Eu1 . . 111.7(3) ?
C10 N2 C9 . . 114.4(4) ?
C10 N2 Eu1 . . 109.5(3) ?
C9 N2 Eu1 . . 112.3(3) ?
C10 N2 H2 . . 106.7 ?
C9 N2 H2 . . 106.7 ?
Eu1 N2 H2 . . 106.7 ?
C12 N3 C11 . . 115.9(4) ?
C12 N3 Eu1 . . 127.1(3) ?
C11 N3 Eu1 . . 116.8(3) ?
C22 N4 C19 . . 115.0(3) ?
C22 N4 C21 . . 117.9(4) ?
C19 N4 C21 . . 103.2(3) ?
C20 N5 C19 . . 105.8(4) ?
C20 N5 H5A . . 110.6 ?
C19 N5 H5A . . 110.6 ?
C20 N5 H5B . . 110.6 ?
C19 N5 H5B . . 110.6 ?
H5A N5 H5B . . 108.7 ?
C24 N6 C23 . . 124.6(4) ?
C24 N6 H6 . . 114(3) ?
C23 N6 H6 . . 121(3) ?
C18 O1 Eu1 . . 134.9(2) ?
C1 O2 Eu1 . . 144.0(2) ?
O2 C1 C2 . . 119.7(3) ?
O2 C1 C6 . . 122.6(3) ?
C2 C1 C6 . . 117.7(3) ?
C3 C2 C1 . . 121.3(3) ?
C3 C2 C24 . . 117.3(3) ?
C1 C2 C24 . . 121.4(3) ?
C4 C3 C2 . . 119.3(4) ?
C4 C3 H3 . . 120.3 ?
C2 C3 H3 . . 120.3 ?
C3 C4 C5 . . 120.8(4) ?
C3 C4 Cl1 . . 119.3(3) ?
C5 C4 Cl1 . . 119.9(3) ?
C4 C5 C6 . . 121.5(4) ?
C4 C5 H5 . . 119.2 ?
C6 C5 H5 . . 119.2 ?
C5 C6 C1 . . 119.3(4) ?
C5 C6 C7 . . 117.7(3) ?
C1 C6 C7 . . 123.0(3) ?
N1 C7 C6 . . 127.6(3) ?
N1 C7 H7 . . 116.2 ?
C6 C7 H7 . . 116.2 ?
N1 C8 C9 . . 109.0(4) ?
N1 C8 H8A . . 109.9 ?
C9 C8 H8A . . 109.9 ?
N1 C8 H8B . . 109.9 ?
C9 C8 H8B . . 109.9 ?
H8A C8 H8B . . 108.3 ?
N2 C9 C8 . . 109.6(4) ?
N2 C9 H9A . . 109.7 ?
C8 C9 H9A . . 109.7 ?
N2 C9 H9B . . 109.7 ?
C8 C9 H9B . . 109.7 ?
H9A C9 H9B . . 108.2 ?
N2 C10 C11 . . 110.4(4) ?
N2 C10 H10A . . 109.6 ?
C11 C10 H10A . . 109.6 ?
N2 C10 H10B . . 109.6 ?
C11 C10 H10B . . 109.6 ?
H10A C10 H10B . . 108.1 ?
N3 C11 C10 . . 110.8(4) ?
N3 C11 H11A . . 109.5 ?
C10 C11 H11A . . 109.5 ?
N3 C11 H11B . . 109.5 ?
C10 C11 H11B . . 109.5 ?
H11A C11 H11B . . 108.1 ?
N3 C12 C13 . . 128.0(4) ?
N3 C12 H12 . . 116.0 ?
C13 C12 H12 . . 116.0 ?
C14 C13 C18 . . 119.2(4) ?
C14 C13 C12 . . 117.6(4) ?
C18 C13 C12 . . 123.2(4) ?
C15 C14 C13 . . 121.1(4) ?
C15 C14 H14 . . 119.4 ?
C13 C14 H14 . . 119.4 ?
C14 C15 C16 . . 120.4(4) ?
C14 C15 Cl2 . . 120.0(4) ?
C16 C15 Cl2 . . 119.6(4) ?
C15 C16 C17 . . 120.3(4) ?
C15 C16 H16 . . 119.8 ?
C17 C16 H16 . . 119.8 ?
C16 C17 C18 . . 120.8(4) ?
C16 C17 C19 . . 118.9(4) ?
C18 C17 C19 . . 120.2(3) ?
O1 C18 C17 . . 119.2(4) ?
O1 C18 C13 . . 122.9(4) ?
C17 C18 C13 . . 117.9(3) ?
N4 C19 C17 . . 116.0(3) ?
N4 C19 N5 . . 98.1(3) ?
C17 C19 N5 . . 113.3(4) ?
N4 C19 H19 . . 109.6 ?
C17 C19 H19 . . 109.6 ?
N5 C19 H19 . . 109.6 ?
N5 C20 C21 . . 104.2(3) ?
N5 C20 H20A . . 110.9 ?
C21 C20 H20A . . 110.9 ?
N5 C20 H20B . . 110.9 ?
C21 C20 H20B . . 110.9 ?
H20A C20 H20B . . 108.9 ?
N4 C21 C20 . . 102.0(4) ?
N4 C21 H21A . . 111.4 ?
C20 C21 H21A . . 111.4 ?
N4 C21 H21B . . 111.4 ?
C20 C21 H21B . . 111.4 ?
H21A C21 H21B . . 109.2 ?
N4 C22 C23 . . 112.2(3) ?
N4 C22 H22A . . 109.2 ?
C23 C22 H22A . . 109.2 ?
N4 C22 H22B . . 109.2 ?
C23 C22 H22B . . 109.2 ?
H22A C22 H22B . . 107.9 ?
N6 C23 C22 . . 110.9(3) ?
N6 C23 H23A . . 109.5 ?
C22 C23 H23A . . 109.5 ?
N6 C23 H23B . . 109.5 ?
C22 C23 H23B . . 109.5 ?
H23A C23 H23B . . 108.0 ?
N6 C24 C2 . . 124.6(4) ?
N6 C24 H24 . . 117.7 ?
C2 C24 H24 . . 117.7 ?
O5 N7 O4 . . 121.6(4) ?
O5 N7 O3 . . 121.9(3) ?
O4 N7 O3 . . 116.4(3) ?
N7 O3 Eu1 . . 94.9(2) ?
N7 O4 Eu1 . . 93.4(2) ?
O7 N8 O6 . . 118.3(4) ?
O7 N8 O8' . . 136.8(8) ?
O6 N8 O8' . . 102.5(9) ?
O7 N8 O8 . . 109.3(8) ?
O6 N8 O8 . . 131.8(7) ?
N8 O6 Eu1 . . 96.0(3) ?
N8 O7 Eu1 . . 94.6(3) ?
O9 N9 O10 . . 121.4(5) ?
O9 N9 O11' . . 123.3(8) ?
O9 N9 O10' . . 117.6(10) ?
O11' N9 O10' . . 116.6(11) ?
O9 N9 O11 . . 119.9(5) ?
O10 N9 O11 . . 118.4(5) ?
O1M C1M H1MA . . 110.4 ?
O1M C1M H1MB . . 111.7 ?
H1MA C1M H1MB . . 109.5 ?
O1M C1M H1MC . . 106.3 ?
H1MA C1M H1MC . . 109.5 ?
H1MB C1M H1MC . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Eu1 O1 . 2.265(2) ?
Eu1 O2 . 2.290(2) ?
Eu1 O3 . 2.499(3) ?
Eu1 O4 . 2.533(3) ?
Eu1 O6 . 2.513(4) ?
Eu1 O7 . 2.551(3) ?
Eu1 N1 . 2.559(3) ?
Eu1 N2 . 2.549(4) ?
Eu1 N3 . 2.566(4) ?
Cl1 C4 . 1.742(4) ?
Cl2 C15 . 1.742(4) ?
N1 C7 . 1.264(5) ?
N1 C8 . 1.470(5) ?
N2 C10 . 1.452(7) ?
N2 C9 . 1.485(5) ?
N2 H2 . 0.910 ?
N3 C12 . 1.282(6) ?
N3 C11 . 1.480(6) ?
N4 C22 . 1.448(5) ?
N4 C19 . 1.459(5) ?
N4 C21 . 1.465(5) ?
N5 C20 . 1.489(6) ?
N5 C19 . 1.501(5) ?
N5 H5A . 0.900 ?
N5 H5B . 0.900 ?
N6 C24 . 1.286(5) ?
N6 C23 . 1.459(5) ?
N6 H6 . 0.85(5) ?
O1 C18 . 1.318(4) ?
O2 C1 . 1.286(4) ?
C1 C2 . 1.414(5) ?
C1 C6 . 1.433(5) ?
C2 C3 . 1.401(5) ?
C2 C24 . 1.440(5) ?
C3 C4 . 1.376(5) ?
C3 H3 . 0.930 ?
C4 C5 . 1.380(6) ?
C5 C6 . 1.385(5) ?
C5 H5 . 0.930 ?
C6 C7 . 1.459(6) ?
C7 H7 . 0.930 ?
C8 C9 . 1.499(7) ?
C8 H8A . 0.970 ?
C8 H8B . 0.970 ?
C9 H9A . 0.970 ?
C9 H9B . 0.970 ?
C10 C11 . 1.501(7) ?
C10 H10A . 0.970 ?
C10 H10B . 0.970 ?
C11 H11A . 0.970 ?
C11 H11B . 0.970 ?
C12 C13 . 1.444(6) ?
C12 H12 . 0.930 ?
C13 C14 . 1.403(6) ?
C13 C18 . 1.417(6) ?
C14 C15 . 1.370(7) ?
C14 H14 . 0.930 ?
C15 C16 . 1.371(6) ?
C16 C17 . 1.387(5) ?
C16 H16 . 0.930 ?
C17 C18 . 1.413(6) ?
C17 C19 . 1.490(6) ?
C19 H19 . 0.980 ?
C20 C21 . 1.519(7) ?
C20 H20A . 0.970 ?
C20 H20B . 0.970 ?
C21 H21A . 0.970 ?
C21 H21B . 0.970 ?
C22 C23 . 1.518(6) ?
C22 H22A . 0.970 ?
C22 H22B . 0.970 ?
C23 H23A . 0.970 ?
C23 H23B . 0.970 ?
C24 H24 . 0.930 ?
N7 O5 . 1.209(4) ?
N7 O4 . 1.267(4) ?
N7 O3 . 1.269(4) ?
N8 O7 . 1.245(7) ?
N8 O6 . 1.262(7) ?
N8 O8' . 1.265(7) ?
N8 O8 . 1.273(6) ?
N9 O9 . 1.206(5) ?
N9 O10 . 1.221(4) ?
N9 O11' . 1.230(5) ?
N9 O10' . 1.233(5) ?
N9 O11 . 1.238(4) ?
C1M O1M 2_655 1.351(10) ?
C1M O1M . 1.351(10) ?
C1M H1MA . 0.960 ?
C1M H1MB . 0.960 ?
C1M H1MC . 0.960 ?
O1M O1M 2_655 1.35(4) ?
O1M H1WD . 0.826 ?
