#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:00:29 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180055 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/01/7050108.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_7050108
loop_
_publ_author_name
'Suárez, Stéphane'
'Mamula, Olimpia'
'Scopelliti, Rosario'
'Donnio, Bertrand'
'Guillon, Daniel'
'Terazzi, Emmanuel'
'Piguet, Claude'
'Bünzli, Jean-Claude G.'
_publ_section_title
;
 Lanthanide luminescent mesomorphic complexes with macrocycles derived
 from diaza-18-crown-6
;
_journal_issue                   10
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1323
_journal_paper_doi               10.1039/b503591k
_journal_volume                  29
_journal_year                    2005
_chemical_formula_moiety         'C44 H54 N2 O12'
_chemical_formula_sum            'C44 H54 N2 O12'
_chemical_formula_weight         802.89
_chemical_name_systematic
;
?
;
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                95.811(11)
_cell_angle_beta                 91.078(11)
_cell_angle_gamma                115.790(13)
_cell_formula_units_Z            1
_cell_length_a                   8.7954(11)
_cell_length_b                   9.5631(13)
_cell_length_c                   13.9798(18)
_cell_measurement_reflns_used    2959
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      28.15775
_cell_measurement_theta_min      2.41525
_cell_volume                     1050.7(3)
_computing_cell_refinement       'Oxford Diffraction CrysAlis RED'
_computing_data_collection       'Oxford Diffraction CrysAlis CCD'
_computing_data_reduction        'Oxford Diffraction CrysAlis RED'
_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      140(2)
_diffrn_measured_fraction_theta_full 0.872
_diffrn_measured_fraction_theta_max 0.872
_diffrn_measurement_device_type  'Oxford Diffraction KM4 Sapphire CCD'
_diffrn_measurement_method       'phi and 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  0.0340
_diffrn_reflns_av_sigmaI/netI    0.0408
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6249
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         2.88
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             428
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.241
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.964
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3242
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.964
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0421
_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)+(0.0779P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1111
_refine_ls_wR_factor_ref         0.1194
_reflns_number_gt                2410
_reflns_number_total             3242
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b503591k.txt
_cod_data_source_block           ssl9
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        1050.7(2)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7050108
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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.21720(16) -0.11830(15) -0.11515(8) 0.0286(3) Uani 1 1 d . . .
O2 O -0.36128(15) -0.07504(14) 0.06534(8) 0.0279(3) Uani 1 1 d . . .
O3 O 0.50445(16) 0.31831(15) -0.64004(8) 0.0302(3) Uani 1 1 d . . .
O4 O 0.73904(17) 0.35587(15) -0.54897(8) 0.0325(3) Uani 1 1 d . . .
O5 O 1.07891(17) 0.67256(15) -0.91742(9) 0.0326(4) Uani 1 1 d . . .
O6 O 1.21813(17) 0.61469(17) -0.77099(9) 0.0375(4) Uani 1 1 d . . .
N1 N 0.15297(19) 0.02091(17) -0.26269(9) 0.0233(4) Uani 1 1 d . . .
C1 C 0.0331(2) -0.0688(2) -0.19424(12) 0.0252(4) Uani 1 1 d . . .
H1A H 0.0884 -0.0332 -0.1282 0.030 Uiso 1 1 calc R . .
H1B H 0.0064 -0.1808 -0.2092 0.030 Uiso 1 1 calc R . .
C2 C -0.1301(2) -0.0523(2) -0.19657(12) 0.0266(4) Uani 1 1 d . . .
H2A H -0.1060 0.0593 -0.1931 0.032 Uiso 1 1 calc R . .
H2B H -0.1999 -0.1085 -0.2570 0.032 Uiso 1 1 calc R . .
C3 C -0.3706(2) -0.1030(2) -0.10653(12) 0.0269(4) Uani 1 1 d . . .
H3A H -0.4473 -0.1560 -0.1651 0.032 Uiso 1 1 calc R . .
H3B H -0.3462 0.0090 -0.0994 0.032 Uiso 1 1 calc R . .
C4 C -0.4533(2) -0.1765(2) -0.01899(12) 0.0283(5) Uani 1 1 d . . .
H4A H -0.5723 -0.1923 -0.0207 0.034 Uiso 1 1 calc R . .
H4B H -0.4526 -0.2797 -0.0185 0.034 Uiso 1 1 calc R . .
C5 C -0.4178(2) -0.1457(2) 0.15183(11) 0.0256(4) Uani 1 1 d . . .
H5A H -0.4000 -0.2412 0.1507 0.031 Uiso 1 1 calc R . .
H5B H -0.5405 -0.1767 0.1551 0.031 Uiso 1 1 calc R . .
C6 C -0.3215(2) -0.0320(2) 0.24055(12) 0.0256(4) Uani 1 1 d . . .
H6A H -0.3097 0.0733 0.2308 0.031 Uiso 1 1 calc R . .
H6B H -0.3894 -0.0648 0.2969 0.031 Uiso 1 1 calc R . .
C7 C 0.0902(2) -0.0517(2) -0.36314(11) 0.0255(4) Uani 1 1 d . . .
H7A H -0.0274 -0.0659 -0.3743 0.031 Uiso 1 1 calc R . .
H7B H 0.0884 -0.1565 -0.3720 0.031 Uiso 1 1 calc R . .
C8 C 0.1984(2) 0.0457(2) -0.43707(11) 0.0239(4) Uani 1 1 d . . .
C9 C 0.2283(2) 0.2019(2) -0.43810(12) 0.0264(4) Uani 1 1 d . . .
H9 H 0.1786 0.2468 -0.3923 0.032 Uiso 1 1 calc R . .
C10 C 0.3293(2) 0.2928(2) -0.50475(12) 0.0282(4) Uani 1 1 d . . .
H10 H 0.3474 0.3981 -0.5053 0.034 Uiso 1 1 calc R . .
C11 C 0.4029(2) 0.2272(2) -0.57020(12) 0.0255(4) Uani 1 1 d . . .
C12 C 0.3728(2) 0.0717(2) -0.57317(12) 0.0302(5) Uani 1 1 d . . .
H12 H 0.4209 0.0271 -0.6201 0.036 Uiso 1 1 calc R . .
C13 C 0.2705(3) -0.0179(2) -0.50599(12) 0.0290(5) Uani 1 1 d . . .
H13 H 0.2497 -0.1243 -0.5073 0.035 Uiso 1 1 calc R . .
C14 C 0.6759(2) 0.3725(2) -0.62284(12) 0.0254(4) Uani 1 1 d . . .
C15 C 0.7734(2) 0.4510(2) -0.70282(12) 0.0229(4) Uani 1 1 d . . .
C16 C 0.6985(3) 0.4805(2) -0.78278(12) 0.0267(4) Uani 1 1 d . . .
H16 H 0.5800 0.4495 -0.7873 0.032 Uiso 1 1 calc R . .
C17 C 0.7975(2) 0.5556(2) -0.85628(12) 0.0248(4) Uani 1 1 d . . .
H17 H 0.7465 0.5763 -0.9101 0.030 Uiso 1 1 calc R . .
C18 C 0.9702(2) 0.5995(2) -0.84993(12) 0.0251(4) Uani 1 1 d . . .
C19 C 1.0474(2) 0.5694(2) -0.76883(12) 0.0263(4) Uani 1 1 d . . .
C20 C 0.9488(2) 0.4972(2) -0.69600(12) 0.0249(4) Uani 1 1 d . . .
H20 H 0.9999 0.4788 -0.6412 0.030 Uiso 1 1 calc R . .
C21 C 1.0107(3) 0.7135(2) -0.99863(13) 0.0372(5) Uani 1 1 d . . .
H21A H 0.9222 0.6186 -1.0346 0.056 Uiso 1 1 calc R . .
H21B H 1.1012 0.7652 -1.0409 0.056 Uiso 1 1 calc R . .
H21C H 0.9622 0.7847 -0.9758 0.056 Uiso 1 1 calc R . .
C22 C 1.2984(3) 0.5758(3) -0.69383(14) 0.0404(5) Uani 1 1 d . . .
H22A H 1.2852 0.6265 -0.6321 0.061 Uiso 1 1 calc R . .
H22B H 1.4191 0.6124 -0.7037 0.061 Uiso 1 1 calc R . .
H22C H 1.2454 0.4621 -0.6932 0.061 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'
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
C3 O1 C2 112.50(13) . . ?
C4 O2 C5 112.07(14) . . ?
C14 O3 C11 115.53(13) . . ?
C18 O5 C21 117.73(15) . . ?
C19 O6 C22 116.98(15) . . ?
C6 N1 C1 110.57(13) 2 . ?
C6 N1 C7 110.88(13) 2 . ?
C1 N1 C7 110.40(13) . . ?
N1 C1 C2 113.52(14) . . ?
N1 C1 H1A 108.9 . . ?
C2 C1 H1A 108.9 . . ?
N1 C1 H1B 108.9 . . ?
C2 C1 H1B 108.9 . . ?
H1A C1 H1B 107.7 . . ?
O1 C2 C1 107.04(13) . . ?
O1 C2 H2A 110.3 . . ?
C1 C2 H2A 110.3 . . ?
O1 C2 H2B 110.3 . . ?
C1 C2 H2B 110.3 . . ?
H2A C2 H2B 108.6 . . ?
O1 C3 C4 108.47(14) . . ?
O1 C3 H3A 110.0 . . ?
C4 C3 H3A 110.0 . . ?
O1 C3 H3B 110.0 . . ?
C4 C3 H3B 110.0 . . ?
H3A C3 H3B 108.4 . . ?
O2 C4 C3 108.60(15) . . ?
O2 C4 H4A 110.0 . . ?
C3 C4 H4A 110.0 . . ?
O2 C4 H4B 110.0 . . ?
C3 C4 H4B 110.0 . . ?
H4A C4 H4B 108.4 . . ?
O2 C5 C6 110.65(15) . . ?
O2 C5 H5A 109.5 . . ?
C6 C5 H5A 109.5 . . ?
O2 C5 H5B 109.5 . . ?
C6 C5 H5B 109.5 . . ?
H5A C5 H5B 108.1 . . ?
N1 C6 C5 114.58(14) 2 . ?
N1 C6 H6A 108.6 2 . ?
C5 C6 H6A 108.6 . . ?
N1 C6 H6B 108.6 2 . ?
C5 C6 H6B 108.6 . . ?
H6A C6 H6B 107.6 . . ?
N1 C7 C8 112.60(14) . . ?
N1 C7 H7A 109.1 . . ?
C8 C7 H7A 109.1 . . ?
N1 C7 H7B 109.1 . . ?
C8 C7 H7B 109.1 . . ?
H7A C7 H7B 107.8 . . ?
C13 C8 C9 118.15(17) . . ?
C13 C8 C7 120.85(16) . . ?
C9 C8 C7 121.01(15) . . ?
C10 C9 C8 121.38(16) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C11 C10 C9 118.87(17) . . ?
C11 C10 H10 120.6 . . ?
C9 C10 H10 120.6 . . ?
C10 C11 C12 121.47(18) . . ?
C10 C11 O3 119.42(16) . . ?
C12 C11 O3 119.01(16) . . ?
C11 C12 C13 118.83(16) . . ?
C11 C12 H12 120.6 . . ?
C13 C12 H12 120.6 . . ?
C8 C13 C12 121.25(17) . . ?
C8 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
O4 C14 O3 122.56(17) . . ?
O4 C14 C15 124.38(18) . . ?
O3 C14 C15 113.06(14) . . ?
C16 C15 C20 119.87(17) . . ?
C16 C15 C14 122.91(17) . . ?
C20 C15 C14 117.22(15) . . ?
C15 C16 C17 120.33(18) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
C18 C17 C16 119.71(16) . . ?
C18 C17 H17 120.1 . . ?
C16 C17 H17 120.1 . . ?
O5 C18 C17 124.79(16) . . ?
O5 C18 C19 114.93(16) . . ?
C17 C18 C19 120.28(17) . . ?
O6 C19 C20 125.10(16) . . ?
O6 C19 C18 115.36(16) . . ?
C20 C19 C18 119.53(17) . . ?
C19 C20 C15 120.26(16) . . ?
C19 C20 H20 119.9 . . ?
C15 C20 H20 119.9 . . ?
O5 C21 H21A 109.5 . . ?
O5 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O5 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O6 C22 H22A 109.5 . . ?
O6 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O6 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
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
O1 C3 1.425(2) . ?
O1 C2 1.428(2) . ?
O2 C4 1.427(2) . ?
O2 C5 1.4357(19) . ?
O3 C14 1.371(2) . ?
O3 C11 1.428(2) . ?
O4 C14 1.220(2) . ?
O5 C18 1.371(2) . ?
O5 C21 1.439(2) . ?
O6 C19 1.372(2) . ?
O6 C22 1.442(2) . ?
N1 C6 1.464(2) 2 ?
N1 C1 1.477(2) . ?
N1 C7 1.483(2) . ?
C1 C2 1.511(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.511(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.525(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 N1 1.464(2) 2 ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.517(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C13 1.393(2) . ?
C8 C9 1.401(2) . ?
C9 C10 1.391(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.382(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.388(3) . ?
C12 C13 1.396(2) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C15 1.482(2) . ?
C15 C16 1.400(2) . ?
C15 C20 1.406(3) . ?
C16 C17 1.403(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.387(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.427(2) . ?
C19 C20 1.385(2) . ?
C20 H20 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
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
C6 N1 C1 C2 165.90(14) 2 . . . ?
C7 N1 C1 C2 -71.03(18) . . . . ?
C3 O1 C2 C1 177.13(14) . . . . ?
N1 C1 C2 O1 -168.76(13) . . . . ?
C2 O1 C3 C4 179.75(14) . . . . ?
C5 O2 C4 C3 -172.25(14) . . . . ?
O1 C3 C4 O2 74.26(17) . . . . ?
C4 O2 C5 C6 -177.90(14) . . . . ?
O2 C5 C6 N1 -80.11(18) . . . 2 ?
C6 N1 C7 C8 -63.54(19) 2 . . . ?
C1 N1 C7 C8 173.57(14) . . . . ?
N1 C7 C8 C13 124.04(17) . . . . ?
N1 C7 C8 C9 -56.1(2) . . . . ?
C13 C8 C9 C10 -1.0(3) . . . . ?
C7 C8 C9 C10 179.06(15) . . . . ?
C8 C9 C10 C11 -0.9(3) . . . . ?
C9 C10 C11 C12 2.6(3) . . . . ?
C9 C10 C11 O3 178.91(15) . . . . ?
C14 O3 C11 C10 104.86(18) . . . . ?
C14 O3 C11 C12 -78.73(19) . . . . ?
C10 C11 C12 C13 -2.3(3) . . . . ?
O3 C11 C12 C13 -178.66(15) . . . . ?
C9 C8 C13 C12 1.3(3) . . . . ?
C7 C8 C13 C12 -178.79(16) . . . . ?
C11 C12 C13 C8 0.3(3) . . . . ?
C11 O3 C14 O4 -6.0(2) . . . . ?
C11 O3 C14 C15 173.65(14) . . . . ?
O4 C14 C15 C16 -174.16(16) . . . . ?
O3 C14 C15 C16 6.2(2) . . . . ?
O4 C14 C15 C20 5.6(2) . . . . ?
O3 C14 C15 C20 -174.04(14) . . . . ?
C20 C15 C16 C17 0.1(2) . . . . ?
C14 C15 C16 C17 179.90(15) . . . . ?
C15 C16 C17 C18 0.6(2) . . . . ?
C21 O5 C18 C17 3.1(2) . . . . ?
C21 O5 C18 C19 -176.88(15) . . . . ?
C16 C17 C18 O5 179.64(15) . . . . ?
C16 C17 C18 C19 -0.4(2) . . . . ?
C22 O6 C19 C20 3.6(2) . . . . ?
C22 O6 C19 C18 -175.54(16) . . . . ?
O5 C18 C19 O6 -1.4(2) . . . . ?
C17 C18 C19 O6 178.66(15) . . . . ?
O5 C18 C19 C20 179.44(14) . . . . ?
C17 C18 C19 C20 -0.5(2) . . . . ?
O6 C19 C20 C15 -177.87(15) . . . . ?
C18 C19 C20 C15 1.2(2) . . . . ?
C16 C15 C20 C19 -1.0(2) . . . . ?
C14 C15 C20 C19 179.15(15) . . . . ?
