#------------------------------------------------------------------------------
#$Date: 2016-03-26 19:51:55 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180452 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/21/7212191.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_7212191
loop_
_publ_author_name
'Zucchi, Gaël'
'Jeon, Taewoo'
'Tondelier, Denis'
'Aldakov, Dmitry'
'Thuéry, Pierre'
'Ephritikhine, Michel'
'Geffroy, Bernard'
_publ_section_title
;
 White electroluminescence of lanthanide complexes resulting from exciplex
 formation
;
_journal_issue                   11
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              2114
_journal_paper_doi               10.1039/b921740a
_journal_volume                  20
_journal_year                    2010
_chemical_formula_sum            'C38 H48 Eu2 N4 O12'
_chemical_formula_weight         1056.72
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                107.066(2)
_cell_angle_beta                 97.152(3)
_cell_angle_gamma                96.245(3)
_cell_formula_units_Z            1
_cell_length_a                   9.2290(4)
_cell_length_b                   9.8631(5)
_cell_length_c                   12.4794(6)
_cell_measurement_reflns_used    51854
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.68
_cell_measurement_theta_min      3.06
_cell_volume                     1064.77(9)
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1998)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1999)'
_computing_publication_material
'SHELXTL (Sheldrick, 1999); PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type
'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method       'two φ and thirteen ω scans with 2° steps'
_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  0.0242
_diffrn_reflns_av_sigmaI/netI    0.0281
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            51854
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         3.06
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.980
_exptl_absorpt_correction_T_max  0.812
_exptl_absorpt_correction_T_min  0.490
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.648
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             526
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.359
_refine_diff_density_min         -0.763
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     259
_refine_ls_number_reflns         4032
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0174
_refine_ls_R_factor_gt           0.0155
_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)+(0.0148P)²+0.3919P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0363
_refine_ls_wR_factor_ref         0.0367
_reflns_number_gt                3879
_reflns_number_total             4032
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b921740a.txt
_cod_data_source_block           1
_cod_database_code               7212191
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Eu Eu 0.704437(9) 0.746892(9) 0.839593(8) 0.01556(4) Uani 1 1 d .
O1 O 0.82095(15) 0.66660(15) 0.98042(13) 0.0260(3) Uani 1 1 d .
O2 O 0.54224(15) 0.74772(14) 0.96903(12) 0.0232(3) Uani 1 1 d .
O3 O 0.78742(16) 0.54588(14) 0.72804(13) 0.0264(3) Uani 1 1 d .
O4 O 0.49578(15) 0.59035(15) 0.72722(13) 0.0272(3) Uani 1 1 d .
O5 O 0.79490(15) 0.82803(15) 0.69870(13) 0.0268(3) Uani 1 1 d .
O6 O 0.54530(15) 0.89928(14) 0.79078(12) 0.0238(3) Uani 1 1 d .
N1 N 0.98902(17) 0.83717(17) 0.88520(14) 0.0200(3) Uani 1 1 d .
N2 N 1.19610(17) 1.00680(17) 0.99930(14) 0.0205(4) Uani 1 1 d .
C1 C 1.0507(2) 0.9567(2) 0.96815(17) 0.0182(4) Uani 1 1 d .
C2 C 1.2852(2) 0.9267(2) 0.94029(19) 0.0260(5) Uani 1 1 d .
H2 H 1.3867 0.9572 0.9589 0.031 Uiso 1 1 calc R
C3 C 1.2326(2) 0.8002(2) 0.85257(19) 0.0261(5) Uani 1 1 d .
H3 H 1.2962 0.7458 0.8127 0.031 Uiso 1 1 calc R
C4 C 1.0816(2) 0.7591(2) 0.82732(18) 0.0228(4) Uani 1 1 d .
H4 H 1.0425 0.6751 0.7687 0.027 Uiso 1 1 calc R
C5 C 0.9095(3) 0.5936(3) 1.1370(2) 0.0384(6) Uani 1 1 d .
H5A H 0.9427 0.5114 1.0893 0.058 Uiso 1 1 calc R
H5B H 0.8726 0.5699 1.1989 0.058 Uiso 1 1 calc R
H5C H 0.9905 0.6712 1.1664 0.058 Uiso 1 1 calc R
C6 C 0.7878(2) 0.6383(2) 1.06827(19) 0.0260(5) Uani 1 1 d .
C7 C 0.6499(2) 0.6449(2) 1.10270(19) 0.0286(5) Uani 1 1 d .
H7 H 0.6340 0.6133 1.1641 0.034 Uiso 1 1 calc R
C8 C 0.5338(2) 0.6961(2) 1.05067(18) 0.0249(4) Uani 1 1 d .
C9 C 0.3894(2) 0.6971(2) 1.0960(2) 0.0315(5) Uani 1 1 d .
H9A H 0.3741 0.7944 1.1286 0.047 Uiso 1 1 calc R
H9B H 0.3926 0.6497 1.1531 0.047 Uiso 1 1 calc R
H9C H 0.3097 0.6478 1.0350 0.047 Uiso 1 1 calc R
C10 C 0.8383(3) 0.3488(3) 0.5847(2) 0.0432(6) Uani 1 1 d .
H10A H 0.9170 0.4100 0.5706 0.065 Uiso 1 1 calc R
H10B H 0.7878 0.2818 0.5139 0.065 Uiso 1 1 calc R
H10C H 0.8784 0.2974 0.6330 0.065 Uiso 1 1 calc R
C11 C 0.7306(2) 0.4390(2) 0.64241(19) 0.0265(5) Uani 1 1 d .
C12 C 0.5803(2) 0.3994(2) 0.59919(19) 0.0285(5) Uani 1 1 d .
H12 H 0.5509 0.3174 0.5367 0.034 Uiso 1 1 calc R
C13 C 0.4710(2) 0.4757(2) 0.64417(18) 0.0253(5) Uani 1 1 d .
C14 C 0.3109(2) 0.4181(3) 0.5927(2) 0.0346(5) Uani 1 1 d .
H14A H 0.2754 0.3448 0.6235 0.052 Uiso 1 1 calc R
H14B H 0.3026 0.3783 0.5117 0.052 Uiso 1 1 calc R
H14C H 0.2532 0.4947 0.6101 0.052 Uiso 1 1 calc R
C15 C 0.8786(3) 0.9509(3) 0.5773(2) 0.0350(5) Uani 1 1 d .
H15A H 0.9625 1.0121 0.6286 0.053 Uiso 1 1 calc R
H15B H 0.8376 0.9998 0.5274 0.053 Uiso 1 1 calc R
H15C H 0.9091 0.8645 0.5333 0.053 Uiso 1 1 calc R
C16 C 0.7634(2) 0.9135(2) 0.64424(18) 0.0252(4) Uani 1 1 d .
C17 C 0.6325(2) 0.9721(2) 0.64272(19) 0.0287(5) Uani 1 1 d .
H17 H 0.6137 1.0245 0.5930 0.034 Uiso 1 1 calc R
C18 C 0.5283(2) 0.9561(2) 0.71198(18) 0.0248(4) Uani 1 1 d .
C19 C 0.3831(2) 1.0113(2) 0.6933(2) 0.0328(5) Uani 1 1 d .
H19A H 0.3052 0.9316 0.6589 0.049 Uiso 1 1 calc R
H19B H 0.3902 1.0698 0.6442 0.049 Uiso 1 1 calc R
H19C H 0.3619 1.0675 0.7650 0.049 Uiso 1 1 calc R
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'
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
_geom_angle_site_symmetry_3
O1 Eu O3 79.76(5) .
O1 Eu O2 73.12(5) .
O3 Eu O2 126.10(5) .
O1 Eu O4 114.08(5) .
O3 Eu O4 72.87(5) .
O2 Eu O4 77.12(5) .
O1 Eu O5 131.67(5) .
O3 Eu O5 76.96(5) .
O2 Eu O5 152.06(5) .
O4 Eu O5 98.54(5) .
O1 Eu O6 147.98(5) .
O3 Eu O6 131.32(5) .
O2 Eu O6 80.15(5) .
O4 Eu O6 75.64(5) .
O5 Eu O6 72.09(5) .
O1 Eu N1 68.14(5) .
O3 Eu N1 80.16(5) .
O2 Eu N1 127.42(5) .
O4 Eu N1 151.70(5) .
O5 Eu N1 66.53(5) .
O6 Eu N1 118.44(5) .
O1 Eu N2 79.34(5) 2_777
O3 Eu N2 141.06(5) 2_777
O2 Eu N2 77.62(5) 2_777
O4 Eu N2 146.03(5) 2_777
O5 Eu N2 93.26(5) 2_777
O6 Eu N2 77.96(5) 2_777
N1 Eu N2 61.62(5) 2_777
C6 O1 Eu 136.47(13) .
C8 O2 Eu 135.53(13) .
C11 O3 Eu 135.57(14) .
C13 O4 Eu 136.33(13) .
C16 O5 Eu 137.40(13) .
C18 O6 Eu 135.24(13) .
C1 N1 C4 116.66(17) .
C1 N1 Eu 122.97(12) .
C4 N1 Eu 120.31(13) .
C2 N2 C1 115.59(18) .
C2 N2 Eu 122.75(13) 2_777
C1 N2 Eu 121.61(12) 2_777
N1 C1 N2 126.32(17) .
N1 C1 C1 116.9(2) 2_777
N2 C1 C1 116.8(2) 2_777
N2 C2 C3 122.77(19) .
N2 C2 H2 118.6 .
C3 C2 H2 118.6 .
C4 C3 C2 116.85(18) .
C4 C3 H3 121.6 .
C2 C3 H3 121.6 .
N1 C4 C3 121.81(19) .
N1 C4 H4 119.1 .
C3 C4 H4 119.1 .
C6 C5 H5A 109.5 .
C6 C5 H5B 109.5 .
H5A C5 H5B 109.5 .
C6 C5 H5C 109.5 .
H5A C5 H5C 109.5 .
H5B C5 H5C 109.5 .
O1 C6 C7 124.7(2) .
O1 C6 C5 115.60(18) .
C7 C6 C5 119.69(19) .
C6 C7 C8 124.17(19) .
C6 C7 H7 117.9 .
C8 C7 H7 117.9 .
O2 C8 C7 124.51(18) .
O2 C8 C9 116.46(19) .
C7 C8 C9 118.98(19) .
C8 C9 H9A 109.5 .
C8 C9 H9B 109.5 .
H9A C9 H9B 109.5 .
C8 C9 H9C 109.5 .
H9A C9 H9C 109.5 .
H9B C9 H9C 109.5 .
C11 C10 H10A 109.5 .
C11 C10 H10B 109.5 .
H10A C10 H10B 109.5 .
C11 C10 H10C 109.5 .
H10A C10 H10C 109.5 .
H10B C10 H10C 109.5 .
O3 C11 C12 125.5(2) .
O3 C11 C10 115.7(2) .
C12 C11 C10 118.8(2) .
C11 C12 C13 123.9(2) .
C11 C12 H12 118.1 .
C13 C12 H12 118.1 .
O4 C13 C12 124.6(2) .
O4 C13 C14 116.54(19) .
C12 C13 C14 118.8(2) .
C13 C14 H14A 109.5 .
C13 C14 H14B 109.5 .
H14A C14 H14B 109.5 .
C13 C14 H14C 109.5 .
H14A C14 H14C 109.5 .
H14B C14 H14C 109.5 .
C16 C15 H15A 109.5 .
C16 C15 H15B 109.5 .
H15A C15 H15B 109.5 .
C16 C15 H15C 109.5 .
H15A C15 H15C 109.5 .
H15B C15 H15C 109.5 .
O5 C16 C17 124.46(18) .
O5 C16 C15 115.54(18) .
C17 C16 C15 120.00(19) .
C16 C17 C18 123.46(19) .
C16 C17 H17 118.3 .
C18 C17 H17 118.3 .
O6 C18 C17 125.15(19) .
O6 C18 C19 116.60(18) .
C17 C18 C19 118.25(19) .
C18 C19 H19A 109.5 .
C18 C19 H19B 109.5 .
H19A C19 H19B 109.5 .
C18 C19 H19C 109.5 .
H19A C19 H19C 109.5 .
H19B C19 H19C 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Eu O1 2.3246(14) .
Eu O3 2.3304(13) .
Eu O2 2.3339(13) .
Eu O4 2.3385(14) .
Eu O5 2.3399(13) .
Eu O6 2.3626(13) .
Eu N1 2.6146(16) .
Eu N2 2.6410(17) 2_777
O1 C6 1.272(2) .
O2 C8 1.272(2) .
O3 C11 1.268(3) .
O4 C13 1.266(3) .
O5 C16 1.264(2) .
O6 C18 1.269(2) .
N1 C1 1.333(3) .
N1 C4 1.348(2) .
N2 C2 1.339(3) .
N2 C1 1.345(3) .
N2 Eu 2.6410(16) 2_777
C1 C1 1.483(4) 2_777
C2 C3 1.387(3) .
C2 H2 0.9300 .
C3 C4 1.378(3) .
C3 H3 0.9300 .
C4 H4 0.9300 .
C5 C6 1.510(3) .
C5 H5A 0.9600 .
C5 H5B 0.9600 .
C5 H5C 0.9600 .
C6 C7 1.395(3) .
C7 C8 1.400(3) .
C7 H7 0.9300 .
C8 C9 1.511(3) .
C9 H9A 0.9600 .
C9 H9B 0.9600 .
C9 H9C 0.9600 .
C10 C11 1.514(3) .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 H10C 0.9600 .
C11 C12 1.393(3) .
C12 C13 1.399(3) .
C12 H12 0.9300 .
C13 C14 1.511(3) .
C14 H14A 0.9600 .
C14 H14B 0.9600 .
C14 H14C 0.9600 .
C15 C16 1.511(3) .
C15 H15A 0.9600 .
C15 H15B 0.9600 .
C15 H15C 0.9600 .
C16 C17 1.394(3) .
C17 C18 1.397(3) .
C17 H17 0.9300 .
C18 C19 1.518(3) .
C19 H19A 0.9600 .
C19 H19B 0.9600 .
C19 H19C 0.9600 .
