#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:32:38 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180084 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/30/7053066.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_7053066
loop_
_publ_author_name
'Sarwar, Masood'
'Madalan, Augustin M.'
'Tiseanu, Carmen'
'Novitchi, Ghenadie'
'Maxim, Catalin'
'Marinescu, Gabriela'
'Luneau, Dominique'
'Andruh, Marius'
_publ_section_title
;
 A new synthetic route towards binuclear 3d--4f complexes, using
 non-compartmental ligands derived from o-vanillin. Syntheses, crystal
 structures, magnetic and luminescent properties
;
_journal_issue                   8
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              2280
_journal_paper_doi               10.1039/c3nj00199g
_journal_volume                  37
_journal_year                    2013
_chemical_formula_sum            'C30 H29 Eu N8 O13 Zn'
_chemical_formula_weight         926.94
_chemical_name_systematic
;
?
;
_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                 130.612(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.795(2)
_cell_length_b                   12.7388(14)
_cell_length_c                   16.8446(19)
_cell_measurement_reflns_used    9181
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.64
_cell_measurement_theta_min      3.02
_cell_volume                     3550.3(7)
_computing_cell_refinement       X-Area
_computing_data_collection       X-Area
_computing_data_reduction        X-Area
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'STOE IPDS II'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0697
_diffrn_reflns_av_sigmaI/netI    0.0565
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            12463
_diffrn_reflns_theta_full        26.64
_diffrn_reflns_theta_max         26.64
_diffrn_reflns_theta_min         3.02
_exptl_absorpt_coefficient_mu    2.501
_exptl_absorpt_correction_T_max  0.4155
_exptl_absorpt_correction_T_min  0.2470
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.734
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1848
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.15
_refine_diff_density_max         2.176
_refine_diff_density_min         -1.151
_refine_diff_density_rms         0.107
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.922
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         3705
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.922
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0339
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0446P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0762
_refine_ls_wR_factor_ref         0.0793
_reflns_number_gt                3051
_reflns_number_total             3705
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3nj00199g.txt
_cod_data_source_block           shelxl10
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7053066
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_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.0735(4) -0.0711(4) 1.0113(4) 0.0618(15) Uani 1 1 d .
H1A H 0.0340 -0.1228 0.9633 0.093 Uiso 1 1 calc R
H1B H 0.0625 -0.0464 1.0547 0.093 Uiso 1 1 calc R
H1C H 0.1264 -0.1020 1.0543 0.093 Uiso 1 1 calc R
C2 C 0.1244(2) 0.0959(3) 1.0123(3) 0.0329(8) Uani 1 1 d .
C3 C 0.1789(2) 0.1012(4) 1.1199(3) 0.0398(9) Uani 1 1 d .
H3 H 0.1824 0.0463 1.1591 0.048 Uiso 1 1 calc R
C4 C 0.2285(2) 0.1884(4) 1.1699(3) 0.0450(10) Uani 1 1 d .
H4 H 0.2649 0.1921 1.2425 0.054 Uiso 1 1 calc R
C5 C 0.2241(2) 0.2695(4) 1.1122(3) 0.0420(10) Uani 1 1 d .
H5 H 0.2589 0.3264 1.1465 0.050 Uiso 1 1 calc R
C6 C 0.1674(2) 0.2676(3) 1.0016(3) 0.0330(8) Uani 1 1 d .
C7 C 0.1174(2) 0.1791(3) 0.9506(3) 0.0303(8) Uani 1 1 d .
C8 C 0.1655(2) 0.3564(3) 0.9455(3) 0.0351(9) Uani 1 1 d .
H8 H 0.2118 0.3976 0.9810 0.042 Uiso 1 1 calc R
C9 C 0.1148(3) 0.4693(3) 0.8029(3) 0.0398(9) Uani 1 1 d .
H9A H 0.1707 0.4924 0.8492 0.048 Uiso 1 1 calc R
H9B H 0.0813 0.5281 0.7906 0.048 Uiso 1 1 calc R
C10 C 0.0901(2) 0.4320(3) 0.7002(3) 0.0361(9) Uani 1 1 d .
C11 C 0.1169(2) 0.4843(4) 0.6546(3) 0.0435(10) Uani 1 1 d .
H11 H 0.1487 0.5443 0.6854 0.052 Uiso 1 1 calc R
C12 C 0.0952(2) 0.4452(4) 0.5633(4) 0.0471(11) Uani 1 1 d .
H12 H 0.1120 0.4788 0.5314 0.056 Uiso 1 1 calc R
C13 C 0.0483(3) 0.3560(4) 0.5192(4) 0.0444(11) Uani 1 1 d .
H13 H 0.0336 0.3278 0.4580 0.053 Uiso 1 1 calc R
C14 C 0.0237(3) 0.3094(4) 0.5690(3) 0.0415(9) Uani 1 1 d .
H14 H -0.0080 0.2492 0.5395 0.050 Uiso 1 1 calc R
C15 C -0.2552(10) -0.2221(12) 0.4351(14) 0.084(5) Uani 0.50 1 d P
C16 C -0.2693(10) -0.1856(12) 0.3646(12) 0.092(5) Uani 0.50 1 d P
H16A H -0.3114 -0.1345 0.3355 0.138 Uiso 0.50 1 calc PR
H16B H -0.2867 -0.2389 0.3135 0.138 Uiso 0.50 1 calc PR
H16C H -0.2217 -0.1519 0.3841 0.138 Uiso 0.50 1 calc PR
Eu1 Eu 0.0000 0.01386(2) 0.7500 0.02768(9) Uani 1 2 d S
N1 N 0.1052(2) 0.3822(3) 0.8515(3) 0.0333(7) Uani 1 1 d .
N2 N 0.0432(2) 0.3466(3) 0.6574(3) 0.0366(7) Uani 1 1 d .
N3 N 0.0000 -0.2186(4) 0.7500 0.0431(12) Uani 1 2 d S
N4 N 0.16080(18) -0.0173(3) 0.8183(2) 0.0354(7) Uani 1 1 d .
N6 N -0.2500 -0.2500 0.5000 0.284(15) Uani 1 2 d S
O1 O 0.06996(16) 0.0157(2) 0.9534(2) 0.0352(6) Uani 1 1 d .
O2 O 0.06184(15) 0.1688(2) 0.84619(19) 0.0325(6) Uani 1 1 d .
O5 O 0.0095(2) -0.1664(2) 0.6949(2) 0.0459(7) Uani 1 1 d .
O6 O 0.0000 -0.3153(4) 0.7500 0.0705(15) Uani 1 2 d S
O7 O 0.14488(17) -0.0423(2) 0.8759(2) 0.0406(7) Uani 1 1 d .
O8 O 0.22721(17) -0.0331(3) 0.8449(2) 0.0497(8) Uani 1 1 d .
O9 O 0.10417(16) 0.0279(2) 0.7317(2) 0.0392(6) Uani 1 1 d .
Zn1 Zn 0.0000 0.29624(5) 0.7500 0.03156(15) Uani 1 2 d S
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'
Eu Eu -0.1578 3.6682 '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'
Zn Zn 0.2839 1.4301 '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
O1 C1 H1A 109.5 . .
O1 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
O1 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
C3 C2 O1 125.7(4) . .
C3 C2 C7 121.0(4) . .
O1 C2 C7 113.2(3) . .
C2 C3 C4 120.1(4) . .
C2 C3 H3 119.9 . .
C4 C3 H3 119.9 . .
C5 C4 C3 120.2(4) . .
C5 C4 H4 119.9 . .
C3 C4 H4 119.9 . .
C4 C5 C6 121.1(4) . .
C4 C5 H5 119.5 . .
C6 C5 H5 119.5 . .
C7 C6 C5 118.9(4) . .
C7 C6 C8 122.9(3) . .
C5 C6 C8 118.2(4) . .
O2 C7 C6 123.8(4) . .
O2 C7 C2 117.5(4) . .
C6 C7 C2 118.7(3) . .
N1 C8 C6 125.1(4) . .
N1 C8 H8 117.4 . .
C6 C8 H8 117.4 . .
N1 C9 C10 109.0(3) . .
N1 C9 H9A 109.9 . .
C10 C9 H9A 109.9 . .
N1 C9 H9B 109.9 . .
C10 C9 H9B 109.9 . .
H9A C9 H9B 108.3 . .
N2 C10 C11 122.5(4) . .
N2 C10 C9 116.7(3) . .
C11 C10 C9 120.8(4) . .
C12 C11 C10 118.6(4) . .
C12 C11 H11 120.7 . .
C10 C11 H11 120.7 . .
C11 C12 C13 119.8(4) . .
C11 C12 H12 120.1 . .
C13 C12 H12 120.1 . .
C12 C13 C14 118.0(4) . .
C12 C13 H13 121.0 . .
C14 C13 H13 121.0 . .
N2 C14 C13 123.4(4) . .
N2 C14 H14 118.3 . .
C13 C14 H14 118.3 . .
N6 C15 C16 170.5(18) . .
C15 C16 H16A 109.5 . .
C15 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C15 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
O2 Eu1 O2 65.28(12) . 2_556
O2 Eu1 O9 82.22(9) . .
O2 Eu1 O9 90.80(9) 2_556 .
O2 Eu1 O9 90.80(9) . 2_556
O2 Eu1 O9 82.22(9) 2_556 2_556
O9 Eu1 O9 171.73(14) . 2_556
O2 Eu1 O7 131.83(9) . 2_556
O2 Eu1 O7 79.29(10) 2_556 2_556
O9 Eu1 O7 131.69(9) . 2_556
O9 Eu1 O7 51.40(9) 2_556 2_556
O2 Eu1 O7 79.29(10) . .
O2 Eu1 O7 131.83(9) 2_556 .
O9 Eu1 O7 51.40(9) . .
O9 Eu1 O7 131.69(9) 2_556 .
O7 Eu1 O7 146.80(15) 2_556 .
O2 Eu1 O5 150.28(10) . .
O2 Eu1 O5 131.07(10) 2_556 .
O9 Eu1 O5 73.81(10) . .
O9 Eu1 O5 114.16(10) 2_556 .
O7 Eu1 O5 77.87(10) 2_556 .
O7 Eu1 O5 72.10(10) . .
O2 Eu1 O5 131.07(9) . 2_556
O2 Eu1 O5 150.28(10) 2_556 2_556
O9 Eu1 O5 114.16(10) . 2_556
O9 Eu1 O5 73.81(10) 2_556 2_556
O7 Eu1 O5 72.10(10) 2_556 2_556
O7 Eu1 O5 77.87(10) . 2_556
O5 Eu1 O5 50.16(14) . 2_556
O2 Eu1 O1 61.26(9) . .
O2 Eu1 O1 117.80(9) 2_556 .
O9 Eu1 O1 110.50(9) . .
O9 Eu1 O1 69.42(9) 2_556 .
O7 Eu1 O1 115.95(9) 2_556 .
O7 Eu1 O1 64.36(9) . .
O5 Eu1 O1 111.08(9) . .
O5 Eu1 O1 69.87(9) 2_556 .
O2 Eu1 O1 117.80(9) . 2_556
O2 Eu1 O1 61.26(9) 2_556 2_556
O9 Eu1 O1 69.42(9) . 2_556
O9 Eu1 O1 110.50(9) 2_556 2_556
O7 Eu1 O1 64.36(9) 2_556 2_556
O7 Eu1 O1 115.95(9) . 2_556
O5 Eu1 O1 69.87(9) . 2_556
O5 Eu1 O1 111.08(9) 2_556 2_556
O1 Eu1 O1 179.02(12) . 2_556
O2 Eu1 N4 80.75(9) . .
O2 Eu1 N4 112.93(10) 2_556 .
O9 Eu1 N4 25.88(9) . .
O9 Eu1 N4 156.82(9) 2_556 .
O7 Eu1 N4 145.54(9) 2_556 .
O7 Eu1 N4 25.56(9) . .
O5 Eu1 N4 69.99(10) . .
O5 Eu1 N4 95.51(10) 2_556 .
O1 Eu1 N4 87.67(9) . .
O1 Eu1 N4 92.46(9) 2_556 .
O2 Eu1 N4 112.93(10) . 2_556
O2 Eu1 N4 80.75(9) 2_556 2_556
O9 Eu1 N4 156.82(9) . 2_556
O9 Eu1 N4 25.88(9) 2_556 2_556
O7 Eu1 N4 25.56(9) 2_556 2_556
O7 Eu1 N4 145.54(9) . 2_556
O5 Eu1 N4 95.51(10) . 2_556
O5 Eu1 N4 69.99(10) 2_556 2_556
O1 Eu1 N4 92.46(9) . 2_556
O1 Eu1 N4 87.67(9) 2_556 2_556
N4 Eu1 N4 164.38(14) . 2_556
C8 N1 C9 118.6(3) . .
C8 N1 Zn1 125.5(3) . .
C9 N1 Zn1 115.0(2) . .
C10 N2 C14 117.7(4) . .
C10 N2 Zn1 110.9(3) . .
C14 N2 Zn1 131.2(3) . .
O6 N3 O5 121.7(2) . 2_556
O6 N3 O5 121.7(2) . .
O5 N3 O5 116.6(5) 2_556 .
O6 N3 Eu1 180.000(1) . .
O5 N3 Eu1 58.3(2) 2_556 .
O5 N3 Eu1 58.3(2) . .
O8 N4 O7 121.9(3) . .
O8 N4 O9 121.6(3) . .
O7 N4 O9 116.4(3) . .
O8 N4 Eu1 177.9(3) . .
O7 N4 Eu1 58.55(17) . .
O9 N4 Eu1 58.02(17) . .
C15 N6 C15 180.0(19) 7_446 .
C2 O1 C1 116.1(3) . .
C2 O1 Eu1 115.5(2) . .
C1 O1 Eu1 126.1(3) . .
C7 O2 Zn1 121.6(2) . .
C7 O2 Eu1 127.5(2) . .
Zn1 O2 Eu1 109.44(10) . .
N3 O5 Eu1 96.6(3) . .
N4 O7 Eu1 95.9(2) . .
N4 O9 Eu1 96.1(2) . .
O2 Zn1 O2 75.85(14) 2_556 .
O2 Zn1 N1 150.96(12) 2_556 .
O2 Zn1 N1 87.79(12) . .
O2 Zn1 N1 87.79(12) 2_556 2_556
O2 Zn1 N1 150.96(12) . 2_556
N1 Zn1 N1 116.03(19) . 2_556
O2 Zn1 N2 113.18(11) 2_556 2_556
O2 Zn1 N2 91.85(11) . 2_556
N1 Zn1 N2 90.83(13) . 2_556
N1 Zn1 N2 72.51(13) 2_556 2_556
O2 Zn1 N2 91.85(11) 2_556 .
O2 Zn1 N2 113.18(11) . .
N1 Zn1 N2 72.51(13) . .
N1 Zn1 N2 90.83(13) 2_556 .
N2 Zn1 N2 148.68(17) 2_556 .
O2 Zn1 Eu1 37.92(7) 2_556 .
O2 Zn1 Eu1 37.92(7) . .
N1 Zn1 Eu1 121.98(9) . .
N1 Zn1 Eu1 121.98(9) 2_556 .
N2 Zn1 Eu1 105.66(9) 2_556 .
N2 Zn1 Eu1 105.66(9) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.442(5) .
C1 H1A 0.9600 .
C1 H1B 0.9600 .
C1 H1C 0.9600 .
C2 C3 1.378(6) .
C2 O1 1.379(5) .
C2 C7 1.421(6) .
C3 C4 1.389(7) .
C3 H3 0.9300 .
C4 C5 1.377(7) .
C4 H4 0.9300 .
C5 C6 1.415(5) .
C5 H5 0.9300 .
C6 C7 1.406(6) .
C6 C8 1.457(6) .
C7 O2 1.343(4) .
C8 N1 1.279(5) .
C8 H8 0.9300 .
C9 N1 1.472(5) .
C9 C10 1.515(6) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 N2 1.337(5) .
C10 C11 1.400(6) .
C11 C12 1.375(7) .
C11 H11 0.9300 .
C12 C13 1.378(7) .
C12 H12 0.9300 .
C13 C14 1.390(6) .
C13 H13 0.9300 .
C14 N2 1.340(6) .
C14 H14 0.9300 .
C15 N6 1.08(2) .
C15 C16 1.12(2) .
C16 H16A 0.9600 .
C16 H16B 0.9600 .
C16 H16C 0.9600 .
Eu1 O2 2.345(3) .
Eu1 O2 2.345(3) 2_556
Eu1 O9 2.489(3) .
Eu1 O9 2.489(3) 2_556
Eu1 O7 2.502(3) 2_556
Eu1 O7 2.502(3) .
Eu1 O5 2.536(3) .
Eu1 O5 2.536(3) 2_556
Eu1 O1 2.695(3) .
Eu1 O1 2.695(3) 2_556
Eu1 N4 2.918(3) .
Eu1 N4 2.918(3) 2_556
N1 Zn1 2.068(3) .
N2 Zn1 2.376(3) .
N3 O6 1.233(7) .
N3 O5 1.263(4) 2_556
N3 O5 1.263(4) .
N4 O8 1.222(4) .
N4 O7 1.265(4) .
N4 O9 1.281(4) .
N6 C15 1.08(2) 7_446
O2 Zn1 2.057(3) .
Zn1 O2 2.057(3) 2_556
Zn1 N1 2.068(3) 2_556
Zn1 N2 2.376(3) 2_556
