#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/99/4109901.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_4109901
loop_
_publ_author_name
'Joseph P. Leonard'
'Paul Jensen'
'Thomas McCabe'
'John E. O'Brien'
'Robert D. Peacock'
'Paul E. Kruger'
'Thorfinnur Gunnlaugsson'
_publ_section_title
;
 Self-Assembly of Chiral Luminescent Lanthanide Coordination Bundles
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              10986
_journal_page_last               10987
_journal_paper_doi               10.1021/ja073049e
_journal_volume                  129
_journal_year                    2007
_chemical_formula_moiety         '[Eu({R,R}L)3](CF3SO3)3.(12.5MeOH)'
_chemical_formula_sum            'C108.5 H131 Eu F9 N9 O27.5 S3'
_chemical_formula_weight         2420.36
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           182
_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_Hall  'P 6c 2c'
_symmetry_space_group_name_H-M   'P 63 2 2'
_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                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            2
_cell_length_a                   22.9440(10)
_cell_length_b                   22.9440(10)
_cell_length_c                   13.0020(10)
_cell_measurement_temperature    298(2)
_cell_volume                     5927.6(6)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker SMART APEX CCD'
_diffrn_measurement_method       'omega scans'
_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  0.0429
_diffrn_reflns_av_sigmaI/netI    0.0140
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            45975
_diffrn_reflns_theta_full        22.51
_diffrn_reflns_theta_max         22.51
_diffrn_reflns_theta_min         1.87
_exptl_absorpt_coefficient_mu    0.670
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.910
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.356
_exptl_crystal_description       prism
_exptl_crystal_F_000             2514
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.16
_platon_squeeze_details          ' ?'
_refine_diff_density_max         0.634
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.06(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     215
_refine_ls_number_reflns         2607
_refine_ls_number_restraints     259
_refine_ls_restrained_S_all      1.110
_refine_ls_R_factor_all          0.0346
_refine_ls_R_factor_gt           0.0332
_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)+(0.0636P)²+0.3499P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0857
_refine_ls_wR_factor_ref         0.0865
_reflns_number_gt                2523
_reflns_number_total             2607
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja073049esi20070515_024822_4.cif
_cod_data_source_block           Eu.2
_cod_original_formula_sum        'C108.50 H131 Eu F9 N9 O27.50 S3'
_cod_database_code               4109901
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, z+1/2'
'y, -x+y, z+1/2'
'x-y, x, z+1/2'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'-y, -x, -z+1/2'
'-x+y, y, -z+1/2'
'x, x-y, -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
Eu1 Eu 0.3333 0.6667 0.2500 0.05025(16) Uani 1 6 d SU
N1 N 0.26969(8) 0.53938(16) 0.2500 0.0597(8) Uani 1 2 d SU
N2 N 0.3706(2) 0.5286(2) 0.0525(3) 0.0892(10) Uani 1 1 d U
H2N H 0.3535 0.4857 0.0470 0.107 Uiso 1 1 calc R
O1 O 0.36748(14) 0.61283(13) 0.12742(18) 0.0695(7) Uani 1 1 d U
C1 C 0.20139(12) 0.4028(2) 0.2500 0.0957(16) Uani 1 2 d SU
H1 H 0.1780 0.3560 0.2500 0.115 Uiso 1 2 calc SR
C2 C 0.2541(2) 0.4371(2) 0.1830(4) 0.0825(11) Uani 1 1 d U
H2 H 0.2671 0.4143 0.1377 0.099 Uiso 1 1 calc R
C3 C 0.28682(18) 0.50576(18) 0.1848(3) 0.0639(9) Uani 1 1 d U
C4 C 0.3449(2) 0.5522(2) 0.1192(3) 0.0671(9) Uani 1 1 d U
C5 C 0.4274(3) 0.5728(3) -0.0129(3) 0.1041(11) Uani 1 1 d DU
H5 H 0.4191 0.6084 -0.0371 0.125 Uiso 1 1 calc R
C6 C 0.4262(4) 0.5320(4) -0.1099(4) 0.146(3) Uani 1 1 d U
H6A H 0.3823 0.5112 -0.1406 0.219 Uiso 1 1 calc R
H6B H 0.4365 0.4979 -0.0900 0.219 Uiso 1 1 calc R
H6C H 0.4590 0.5618 -0.1587 0.219 Uiso 1 1 calc R
C7 C 0.49375(15) 0.60688(16) 0.0420(3) 0.1046(15) Uani 1 1 d GDU
C8 C 0.50223(19) 0.57047(15) 0.1202(3) 0.1138(15) Uani 1 1 d GDU
H8 H 0.4666 0.5287 0.1394 0.137 Uiso 1 1 calc R
C9 C 0.5640(2) 0.5965(2) 0.1698(3) 0.149(2) Uani 1 1 d GU
H9 H 0.5696 0.5721 0.2221 0.178 Uiso 1 1 calc R
C10 C 0.61719(18) 0.6589(2) 0.1412(3) 0.172(3) Uani 1 1 d GU
H10 H 0.6585 0.6763 0.1743 0.206 Uiso 1 1 calc R
C11 C 0.60871(16) 0.69530(16) 0.0630(3) 0.171(3) Uani 1 1 d GU
C12 C 0.54698(17) 0.66930(15) 0.0134(2) 0.1323(19) Uani 1 1 d GDU
C13 C 0.5385(3) 0.7057(2) -0.0648(3) 0.188(3) Uani 1 1 d GU
H13 H 0.4972 0.6883 -0.0980 0.226 Uiso 1 1 calc R
C14 C 0.5917(3) 0.7681(2) -0.0934(4) 0.258(6) Uani 1 1 d GU
H14 H 0.5861 0.7925 -0.1458 0.310 Uiso 1 1 calc R
C15 C 0.6535(3) 0.79413(17) -0.0439(5) 0.309(7) Uani 1 1 d GU
H15 H 0.6891 0.8359 -0.0630 0.371 Uiso 1 1 calc R
C16 C 0.6619(2) 0.75772(18) 0.0343(4) 0.254(5) Uani 1 1 d GU
H16 H 0.7032 0.7751 0.0675 0.305 Uiso 1 1 calc R
S1 S 0.3362(3) 0.3430(2) -0.0149(8) 0.167(2) Uani 0.50 1 d PDU
O2 O 0.3588(5) 0.3989(4) 0.0537(11) 0.199(7) Uani 0.50 1 d PDU
O3 O 0.3852(4) 0.3235(5) -0.0361(11) 0.172(5) Uani 0.50 1 d PDU
O4 O 0.2955(7) 0.3414(8) -0.0993(10) 0.356(12) Uani 0.50 1 d PDU
C17 C 0.2757(5) 0.2734(5) 0.0642(10) 0.251(8) Uani 0.50 1 d PDU
F1 F 0.2282(6) 0.2829(6) 0.1005(15) 0.363(12) Uani 0.50 1 d PDU
F2 F 0.2477(5) 0.2165(4) 0.0131(16) 0.328(10) Uani 0.50 1 d PDU
F3 F 0.3064(9) 0.2647(9) 0.1447(12) 0.374(10) Uani 0.50 1 d PDU
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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_1
_geom_angle_site_symmetry_3
O1 Eu1 O1 126.49(13) 12_565 3_565
O1 Eu1 O1 85.27(12) 12_565 2_665
O1 Eu1 O1 79.94(9) 3_565 2_665
O1 Eu1 O1 79.94(9) 12_565 11
O1 Eu1 O1 85.27(12) 3_565 11
O1 Eu1 O1 146.82(13) 2_665 11
O1 Eu1 O1 79.94(9) 12_565 10_665
O1 Eu1 O1 146.82(13) 3_565 10_665
O1 Eu1 O1 126.49(13) 2_665 10_665
O1 Eu1 O1 79.94(9) 11 10_665
O1 Eu1 O1 146.82(14) 12_565 .
O1 Eu1 O1 79.94(9) 3_565 .
O1 Eu1 O1 79.94(9) 2_665 .
O1 Eu1 O1 126.49(13) 11 .
O1 Eu1 O1 85.27(12) 10_665 .
O1 Eu1 N1 63.25(7) 12_565 3_565
O1 Eu1 N1 63.25(6) 3_565 3_565
O1 Eu1 N1 73.41(7) 2_665 3_565
O1 Eu1 N1 73.41(7) 11 3_565
O1 Eu1 N1 137.36(6) 10_665 3_565
O1 Eu1 N1 137.36(6) . 3_565
O1 Eu1 N1 73.41(7) 12_565 2_665
O1 Eu1 N1 137.36(6) 3_565 2_665
O1 Eu1 N1 63.25(7) 2_665 2_665
O1 Eu1 N1 137.36(6) 11 2_665
O1 Eu1 N1 63.25(7) 10_665 2_665
O1 Eu1 N1 73.41(7) . 2_665
N1 Eu1 N1 120.0 3_565 2_665
O1 Eu1 N1 137.36(6) 12_565 .
O1 Eu1 N1 73.41(7) 3_565 .
O1 Eu1 N1 137.36(6) 2_665 .
O1 Eu1 N1 63.25(7) 11 .
O1 Eu1 N1 73.41(7) 10_665 .
O1 Eu1 N1 63.25(7) . .
N1 Eu1 N1 120.0 3_565 .
N1 Eu1 N1 120.0 2_665 .
O1 Eu1 C4 17.71(9) 12_565 12_565
O1 Eu1 C4 108.81(10) 3_565 12_565
O1 Eu1 C4 79.54(9) 2_665 12_565
O1 Eu1 C4 77.40(9) 11 12_565
O1 Eu1 C4 96.76(10) 10_665 12_565
O1 Eu1 C4 155.80(10) . 12_565
N1 Eu1 C4 45.58(7) 3_565 12_565
N1 Eu1 C4 85.94(7) 2_665 12_565
N1 Eu1 C4 140.42(7) . 12_565
O1 Eu1 C4 108.81(10) 12_565 3_565
O1 Eu1 C4 17.71(9) 3_565 3_565
O1 Eu1 C4 77.40(9) 2_665 3_565
O1 Eu1 C4 79.54(9) 11 3_565
O1 Eu1 C4 155.80(10) 10_665 3_565
O1 Eu1 C4 96.76(10) . 3_565
N1 Eu1 C4 45.58(7) 3_565 3_565
N1 Eu1 C4 140.42(7) 2_665 3_565
N1 Eu1 C4 85.94(7) . 3_565
C4 Eu1 C4 91.16(14) 12_565 3_565
O1 Eu1 C4 79.54(9) 12_565 2_665
O1 Eu1 C4 96.76(10) 3_565 2_665
O1 Eu1 C4 17.71(9) 2_665 2_665
O1 Eu1 C4 155.80(9) 11 2_665
O1 Eu1 C4 108.81(10) 10_665 2_665
O1 Eu1 C4 77.40(9) . 2_665
N1 Eu1 C4 85.94(7) 3_565 2_665
N1 Eu1 C4 45.58(7) 2_665 2_665
N1 Eu1 C4 140.42(7) . 2_665
C4 Eu1 C4 79.15(13) 12_565 2_665
C4 Eu1 C4 95.11(9) 3_565 2_665
C3 N1 C3 119.7(4) 11 .
C3 N1 Eu1 120.1(2) 11 .
C3 N1 Eu1 120.1(2) . .
C4 N2 C5 121.9(4) . .
C4 O1 Eu1 126.0(2) . .
C2 C1 C2 120.5(5) . 11
C3 C2 C1 118.0(4) . .
N1 C3 C2 121.9(4) . .
N1 C3 C4 111.6(3) . .
C2 C3 C4 126.5(3) . .
O1 C4 N2 120.5(4) . .
O1 C4 C3 118.9(3) . .
N2 C4 C3 120.7(4) . .
O1 C4 Eu1 36.28(16) . .
N2 C4 Eu1 156.6(3) . .
C3 C4 Eu1 82.71(19) . .
N2 C5 C7 114.0(3) . .
N2 C5 C6 108.2(5) . .
C7 C5 C6 114.0(4) . .
C8 C7 C12 120.0 . .
C8 C7 C5 116.5(3) . .
C12 C7 C5 123.4(3) . .
C9 C8 C7 120.0 . .
C8 C9 C10 120.0 . .
C11 C10 C9 120.0 . .
C12 C11 C10 120.0 . .
C12 C11 C16 120.0 . .
C10 C11 C16 120.0 . .
C13 C12 C11 120.0 . .
C13 C12 C7 120.0 . .
C11 C12 C7 120.0 . .
C14 C13 C12 120.0 . .
C13 C14 C15 120.0 . .
C16 C15 C14 120.0 . .
C15 C16 C11 120.0 . .
S1 S1 O3 93(2) 7 7
S1 S1 O2 85.2(15) 7 7
O3 S1 O2 124.7(6) 7 7
S1 S1 O2 75.6(15) 7 .
O3 S1 O2 31.1(6) 7 .
O2 S1 O2 97.3(9) 7 .
S1 S1 O3 67.3(19) 7 .
O3 S1 O3 145.3(8) 7 .
O2 S1 O3 30.6(6) 7 .
O2 S1 O3 114.2(4) . .
S1 S1 O4 160.2(6) 7 .
O3 S1 O4 91.3(9) 7 .
O2 S1 O4 107.8(11) 7 .
O2 S1 O4 116.2(5) . .
O3 S1 O4 116.8(5) . .
S1 S1 C17 107.0(8) 7 7
O3 S1 C17 118.6(9) 7 7
O2 S1 C17 114.5(10) 7 7
O2 S1 C17 148.1(9) . 7
O3 S1 C17 95.1(8) . 7
O4 S1 C17 54.3(10) . 7
S1 S1 C17 58.7(7) 7 .
O3 S1 C17 90.5(7) 7 .
O2 S1 C17 132.1(7) 7 .
O2 S1 C17 102.1(4) . .
O3 S1 C17 102.1(4) . .
O4 S1 C17 102.1(4) . .
C17 S1 C17 57.7(10) 7 .
S1 S1 O4 14.9(4) 7 7
O3 S1 O4 97.5(11) 7 7
O2 S1 O4 94.6(9) 7 7
O2 S1 O4 85.8(7) . 7
O3 S1 O4 71.5(6) . 7
O4 S1 O4 145.2(10) . 7
C17 S1 O4 92.5(5) 7 7
C17 S1 O4 44.6(8) . 7
O3 O2 S1 77.7(8) 7 7
O3 O2 S1 66.4(12) 7 .
S1 O2 S1 19.2(8) 7 .
O2 O3 S1 82.5(12) 7 7
O2 O3 S1 71.7(10) 7 .
S1 O3 S1 19.3(8) 7 .
F3 O4 C17 65.4(13) 7 7
F3 O4 S1 133.7(19) 7 .
C17 O4 S1 70.0(8) 7 .
F3 O4 S1 129.7(19) 7 7
C17 O4 S1 65.5(8) 7 7
S1 O4 S1 4.9(2) . 7
F1 C17 F2 108.5(8) . .
F1 C17 F3 106.9(8) . .
F2 C17 F3 106.3(8) . .
F1 C17 O4 131.2(14) . 7
F2 C17 O4 115.3(12) . 7
F3 C17 O4 41.0(10) . 7
F1 C17 F2 69.7(10) . 7
F2 C17 F2 52.6(10) . 7
F3 C17 F2 151.9(12) . 7
O4 C17 F2 157.8(16) 7 7
F1 C17 S1 119.8(10) . 7
F2 C17 S1 117.2(10) . 7
F3 C17 S1 95.9(10) . 7
O4 C17 S1 55.7(4) 7 7
F2 C17 S1 110.1(13) 7 7
F1 C17 C17 108.4(10) . 7
F2 C17 C17 61.2(9) . 7
F3 C17 C17 144.7(11) . 7
O4 C17 C17 111.0(10) 7 7
F2 C17 C17 47.8(8) 7 7
S1 C17 C17 67.0(7) 7 7
F1 C17 S1 113.1(7) . .
F2 C17 S1 111.5(8) . .
F3 C17 S1 110.3(8) . .
O4 C17 S1 69.9(8) 7 .
F2 C17 S1 96.1(10) 7 .
S1 C17 S1 14.4(6) 7 .
C17 C17 S1 55.3(4) 7 .
C17 F1 F2 62.3(7) . 7
F2 F2 C17 73.3(10) 7 .
F2 F2 C17 54.1(11) 7 7
C17 F2 C17 71.0(9) . 7
F2 F2 F1 92(2) 7 7
C17 F2 F1 109.7(9) . 7
C17 F2 F1 48.0(9) 7 7
O4 F3 C17 73.6(13) 7 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Eu1 O1 2.376(2) 12_565
Eu1 O1 2.376(2) 3_565
Eu1 O1 2.376(2) 2_665
Eu1 O1 2.376(2) 11
Eu1 O1 2.376(2) 10_665
Eu1 O1 2.376(2) .
Eu1 N1 2.529(3) 3_565
Eu1 N1 2.529(3) 2_665
Eu1 N1 2.529(3) .
Eu1 C4 3.249(4) 12_565
Eu1 C4 3.249(4) 3_565
Eu1 C4 3.249(4) 2_665
N1 C3 1.331(4) 11
N1 C3 1.331(4) .
N2 C4 1.309(5) .
N2 C5 1.460(7) .
O1 C4 1.222(4) .
C1 C2 1.375(5) .
C1 C2 1.375(5) 11
C2 C3 1.364(5) .
C3 C4 1.490(5) .
C5 C7 1.499(7) .
C5 C6 1.562(7) .
C7 C8 1.3900 .
C7 C12 1.3900 .
C8 C9 1.3900 .
C9 C10 1.3900 .
C10 C11 1.3900 .
C11 C12 1.3900 .
C11 C16 1.3900 .
C12 C13 1.3900 .
C13 C14 1.3900 .
C14 C15 1.3900 .
C15 C16 1.3900 .
S1 S1 0.472(19) 7
S1 O3 1.321(15) 7
S1 O2 1.389(12) 7
S1 O2 1.4294(10) .
S1 O3 1.4296(10) .
S1 O4 1.4296(10) .
S1 C17 1.627(10) 7
S1 C17 1.822(7) .
S1 O4 1.881(18) 7
O2 O3 0.744(14) 7
O2 S1 1.389(12) 7
O3 O2 0.744(14) 7
O3 S1 1.321(15) 7
O4 F3 0.96(2) 7
O4 C17 1.41(2) 7
O4 S1 1.881(18) 7
C17 F1 1.301(9) .
C17 F2 1.311(9) .
C17 F3 1.332(9) .
C17 O4 1.41(2) 7
C17 F2 1.55(2) 7
C17 S1 1.627(10) 7
C17 C17 1.67(3) 7
F1 F2 1.64(3) 7
F2 F2 1.28(3) 7
F2 C17 1.55(2) 7
F2 F1 1.64(3) 7
F3 O4 0.96(2) 7
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.000 0.000 -0.011 1183.8 443.8
2 0.667 0.333 0.250 169.1 7.7
3 0.333 0.667 0.750 169.1 5.3
