#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:37:38 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180513 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/82/7218283.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_7218283
loop_
_publ_author_name
'Carter, Korey P.'
'Zulato, Cecília H. F.'
'Cahill, Christopher L.'
_publ_section_title
;
 Exploring supramolecular assembly and luminescent behavior in a series of
 RE-p-chlorobenzoic acid-1,10-phenanthroline complexes
;
_journal_issue                   44
_journal_name_full               CrystEngComm
_journal_page_first              10189
_journal_paper_doi               10.1039/C4CE01806K
_journal_volume                  16
_journal_year                    2014
_chemical_formula_sum            'C66 H40 Cl6 N4 O12 Y2'
_chemical_formula_weight         1471.54
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                111.160(3)
_cell_angle_beta                 96.429(4)
_cell_angle_gamma                101.497(4)
_cell_formula_units_Z            1
_cell_length_a                   10.0929(8)
_cell_length_b                   11.8472(9)
_cell_length_c                   14.2880(11)
_cell_measurement_reflns_used    19695
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      44.368
_cell_measurement_theta_min      4.705
_cell_volume                     1529.3(2)
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_collection       'APEX, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_molecular_graphics    'Crystal Maker (Palmer, 2009)'
_computing_publication_material  'WINGX (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SIR92 (Gualardi, 1994)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX II CCD'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0534
_diffrn_reflns_av_unetI/netI     0.0664
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            19695
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         27.051
_diffrn_reflns_theta_min         1.560
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    2.218
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6688
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS, Bruker-AXS (2008)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.598
_exptl_crystal_description       Plate
_exptl_crystal_F_000             740
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.342
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     406
_refine_ls_number_reflns         6696
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.0696
_refine_ls_R_factor_gt           0.0422
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0295P)²+0.2262P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0744
_refine_ls_wR_factor_ref         0.0830
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4980
_reflns_number_total             6696
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c4ce01806k2.cif
_cod_data_source_block           Compound_11
_cod_depositor_comments
'Adding full bibliography for 7218273--7218283.cif.'
_cod_database_code               7218283
#BEGIN Tags that were not found in dictionaries:
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2013-4
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Y1 Y 0.87708(3) 0.62819(3) 0.06492(2) 0.02585(9) Uani 1 1 d . .
Cl1 Cl 0.63696(11) 0.81262(10) 0.65846(7) 0.0712(3) Uani 1 1 d . .
Cl2 Cl 0.31063(11) -0.07863(10) -0.41059(9) 0.0861(4) Uani 1 1 d . .
Cl3 Cl 0.71137(15) 0.41901(12) -0.59698(8) 0.1036(5) Uani 1 1 d . .
O3 O 0.7389(2) 0.43177(18) -0.04157(16) 0.0409(5) Uani 1 1 d . .
O1 O 0.7152(2) 0.65037(19) 0.17143(15) 0.0386(5) Uani 1 1 d . .
O2 O 0.9268(2) 0.76285(18) 0.24954(15) 0.0407(5) Uani 1 1 d . .
O6 O 0.9241(2) 0.61319(19) -0.09277(15) 0.0402(5) Uani 1 1 d . .
O5 O 0.9280(2) 0.50088(19) 0.14612(15) 0.0424(5) Uani 1 1 d . .
O4 O 1.1110(2) 0.6766(2) 0.09946(16) 0.0468(6) Uani 1 1 d . .
N1 N 0.6752(2) 0.6769(2) -0.03302(17) 0.0276(5) Uani 1 1 d . .
N2 N 0.9067(2) 0.8555(2) 0.08794(18) 0.0312(6) Uani 1 1 d . .
C14 C 0.7610(3) 0.7474(3) 0.3541(2) 0.0356(7) Uani 1 1 d . .
C20 C 0.7695(3) 0.3370(3) -0.1003(2) 0.0327(7) Uani 1 1 d . .
C12 C 0.6912(3) 0.7955(3) -0.0295(2) 0.0285(6) Uani 1 1 d . .
C11 C 0.8124(3) 0.8905(3) 0.0365(2) 0.0290(7) Uani 1 1 d . .
C27 C 0.9734(3) 0.5439(3) -0.1619(2) 0.0305(7) Uani 1 1 d . .
C28 C 0.9099(3) 0.5148(3) -0.2710(2) 0.0346(7) Uani 1 1 d . .
C21 C 0.6547(3) 0.2336(3) -0.1777(2) 0.0296(7) Uani 1 1 d . .
C4 C 0.5925(3) 0.8290(3) -0.0851(2) 0.0358(7) Uani 1 1 d . .
C33 C 0.7982(3) 0.5585(3) -0.2931(3) 0.0489(9) Uani 1 1 d . .
H33 H 0.7640 0.6087 -0.2399 0.059 Uiso 1 1 calc R U
C13 C 0.8038(3) 0.7202(3) 0.2529(2) 0.0342(7) Uani 1 1 d . .
C6 C 0.7254(4) 1.0446(3) -0.0137(3) 0.0486(9) Uani 1 1 d . .
H6 H 0.7364 1.1265 -0.0087 0.058 Uiso 1 1 calc R U
C3 C 0.4734(3) 0.7353(3) -0.1442(2) 0.0457(8) Uani 1 1 d . .
H3 H 0.4060 0.7534 -0.1824 0.055 Uiso 1 1 calc R U
C22 C 0.5258(3) 0.2058(3) -0.1550(2) 0.0337(7) Uani 1 1 d . .
H22 H 0.5096 0.2533 -0.0916 0.040 Uiso 1 1 calc R U
C29 C 0.9580(4) 0.4392(3) -0.3510(2) 0.0514(9) Uani 1 1 d . .
H29 H 1.0322 0.4082 -0.3372 0.062 Uiso 1 1 calc R U
C1 C 0.5590(3) 0.5924(3) -0.0899(2) 0.0352(7) Uani 1 1 d . .
H1 H 0.5459 0.5113 -0.0924 0.042 Uiso 1 1 calc R U
C7 C 0.8274(3) 1.0156(3) 0.0465(2) 0.0375(7) Uani 1 1 d . .
C26 C 0.6766(3) 0.1652(3) -0.2736(2) 0.0438(8) Uani 1 1 d . .
H26 H 0.7630 0.1827 -0.2897 0.053 Uiso 1 1 calc R U
C8 C 0.9435(4) 1.1055(3) 0.1143(3) 0.0489(9) Uani 1 1 d . .
H8 H 0.9573 1.1889 0.1229 0.059 Uiso 1 1 calc R U
C17 C 0.6852(4) 0.7904(3) 0.5408(3) 0.0492(9) Uani 1 1 d . .
C10 C 1.0146(3) 0.9448(3) 0.1515(2) 0.0411(8) Uani 1 1 d . .
H10 H 1.0798 0.9220 0.1874 0.049 Uiso 1 1 calc R U
C16 C 0.5870(4) 0.7261(3) 0.4529(3) 0.0499(9) Uani 1 1 d . .
H16 H 0.4957 0.6971 0.4562 0.060 Uiso 1 1 calc R U
C24 C 0.4429(3) 0.0425(3) -0.3204(3) 0.0472(9) Uani 1 1 d . .
C2 C 0.4560(3) 0.6183(3) -0.1459(2) 0.0442(8) Uani 1 1 d . .
H2 H 0.3761 0.5560 -0.1839 0.053 Uiso 1 1 calc R U
C19 C 0.8572(4) 0.8153(3) 0.4442(3) 0.0513(9) Uani 1 1 d . .
H19 H 0.9482 0.8470 0.4418 0.062 Uiso 1 1 calc R U
C23 C 0.4206(3) 0.1082(3) -0.2253(3) 0.0415(8) Uani 1 1 d . .
H23 H 0.3354 0.0872 -0.2083 0.050 Uiso 1 1 calc R U
C9 C 1.0360(4) 1.0708(3) 0.1677(3) 0.0490(9) Uani 1 1 d . .
H9 H 1.1124 1.1302 0.2144 0.059 Uiso 1 1 calc R U
C15 C 0.6249(3) 0.7045(3) 0.3589(2) 0.0443(8) Uani 1 1 d . .
H15 H 0.5586 0.6609 0.2989 0.053 Uiso 1 1 calc R U
C18 C 0.8196(4) 0.8366(4) 0.5382(3) 0.0588(10) Uani 1 1 d . .
H18 H 0.8848 0.8817 0.5988 0.071 Uiso 1 1 calc R U
C32 C 0.7370(4) 0.5283(3) -0.3933(3) 0.0621(11) Uani 1 1 d . .
H32 H 0.6620 0.5581 -0.4077 0.074 Uiso 1 1 calc R U
C31 C 0.7872(4) 0.4545(3) -0.4710(3) 0.0585(10) Uani 1 1 d . .
C25 C 0.5688(4) 0.0704(3) -0.3455(3) 0.0526(9) Uani 1 1 d . .
H25 H 0.5822 0.0259 -0.4107 0.063 Uiso 1 1 calc R U
C5 C 0.6157(4) 0.9558(3) -0.0764(3) 0.0486(9) Uani 1 1 d . .
H5 H 0.5524 0.9767 -0.1156 0.058 Uiso 1 1 calc R U
C30 C 0.8975(4) 0.4092(4) -0.4511(3) 0.0641(11) Uani 1 1 d . .
H30 H 0.9309 0.3587 -0.5047 0.077 Uiso 1 1 calc R U
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'
Y Y -2.7962 3.5667 '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
O4 Y1 O6 78.93(7) .
O4 Y1 O5 76.01(8) .
O6 Y1 O5 124.65(7) .
O4 Y1 O3 123.77(8) .
O6 Y1 O3 78.22(7) .
O5 Y1 O3 76.33(7) .
O4 Y1 O1 132.14(7) .
O6 Y1 O1 146.67(7) .
O5 Y1 O1 80.91(7) .
O3 Y1 O1 89.48(7) .
O4 Y1 O2 79.33(7) .
O6 Y1 O2 145.06(7) .
O5 Y1 O2 75.26(7) .
O3 Y1 O2 136.72(7) .
O1 Y1 O2 54.30(7) .
O4 Y1 N2 85.42(8) .
O6 Y1 N2 80.71(7) .
O5 Y1 N2 143.54(8) .
O3 Y1 N2 138.99(7) .
O1 Y1 N2 89.23(7) .
O2 Y1 N2 70.57(7) .
O4 Y1 N1 139.86(7) .
O6 Y1 N1 71.70(7) .
O5 Y1 N1 143.74(7) .
O3 Y1 N1 76.44(7) .
O1 Y1 N1 75.35(7) .
O2 Y1 N1 110.51(7) .
N2 Y1 N1 63.63(7) .
O4 Y1 C13 105.25(9) .
O6 Y1 C13 160.58(7) .
O5 Y1 C13 74.46(8) .
O3 Y1 C13 112.91(9) .
O1 Y1 C13 27.34(8) .
O2 Y1 C13 27.11(8) .
N2 Y1 C13 80.74(8) .
N1 Y1 C13 94.82(8) .
C20 O3 Y1 130.61(19) .
C13 O1 Y1 94.75(17) .
C13 O2 Y1 89.26(18) .
C27 O6 Y1 137.77(18) .
C27 O5 Y1 137.45(19) 2_765
C20 O4 Y1 159.8(2) 2_765
C1 N1 C12 117.0(2) .
C1 N1 Y1 124.53(18) .
C12 N1 Y1 118.43(18) .
C10 N2 C11 117.3(2) .
C10 N2 Y1 121.22(19) .
C11 N2 Y1 121.52(18) .
C19 C14 C15 119.0(3) .
C19 C14 C13 120.4(3) .
C15 C14 C13 120.7(3) .
O4 C20 O3 124.7(3) 2_765
O4 C20 C21 117.6(3) 2_765
O3 C20 C21 117.7(3) .
N1 C12 C4 122.7(3) .
N1 C12 C11 118.1(2) .
C4 C12 C11 119.2(3) .
N2 C11 C7 122.7(3) .
N2 C11 C12 118.0(2) .
C7 C11 C12 119.3(3) .
O5 C27 O6 124.8(3) 2_765
O5 C27 C28 118.1(3) 2_765
O6 C27 C28 117.2(3) .
C29 C28 C33 118.7(3) .
C29 C28 C27 120.6(3) .
C33 C28 C27 120.6(3) .
C22 C21 C26 119.3(3) .
C22 C21 C20 120.6(3) .
C26 C21 C20 120.1(3) .
C3 C4 C12 117.3(3) .
C3 C4 C5 123.2(3) .
C12 C4 C5 119.5(3) .
C32 C33 C28 120.6(3) .
C32 C33 H33 119.7 .
C28 C33 H33 119.7 .
O2 C13 O1 121.0(3) .
O2 C13 C14 120.0(3) .
O1 C13 C14 119.0(3) .
O2 C13 Y1 63.63(15) .
O1 C13 Y1 57.91(14) .
C14 C13 Y1 170.0(2) .
C5 C6 C7 120.9(3) .
C5 C6 H6 119.5 .
C7 C6 H6 119.5 .
C2 C3 C4 120.0(3) .
C2 C3 H3 120.0 .
C4 C3 H3 120.0 .
C21 C22 C23 120.7(3) .
C21 C22 H22 119.6 .
C23 C22 H22 119.6 .
C30 C29 C28 120.9(3) .
C30 C29 H29 119.6 .
C28 C29 H29 119.6 .
N1 C1 C2 123.8(3) .
N1 C1 H1 118.1 .
C2 C1 H1 118.1 .
C8 C7 C11 117.4(3) .
C8 C7 C6 123.2(3) .
C11 C7 C6 119.4(3) .
C21 C26 C25 119.7(3) .
C21 C26 H26 120.1 .
C25 C26 H26 120.1 .
C9 C8 C7 119.8(3) .
C9 C8 H8 120.1 .
C7 C8 H8 120.1 .
C16 C17 C18 121.5(3) .
C16 C17 Cl1 118.8(3) .
C18 C17 Cl1 119.7(3) .
N2 C10 C9 123.8(3) .
N2 C10 H10 118.1 .
C9 C10 H10 118.1 .
C17 C16 C15 119.4(3) .
C17 C16 H16 120.3 .
C15 C16 H16 120.3 .
C25 C24 C23 120.9(3) .
C25 C24 Cl2 119.1(3) .
C23 C24 Cl2 120.0(3) .
C3 C2 C1 119.1(3) .
C3 C2 H2 120.4 .
C1 C2 H2 120.4 .
C14 C19 C18 120.7(3) .
C14 C19 H19 119.6 .
C18 C19 H19 119.6 .
C24 C23 C22 119.4(3) .
C24 C23 H23 120.3 .
C22 C23 H23 120.3 .
C8 C9 C10 118.9(3) .
C8 C9 H9 120.5 .
C10 C9 H9 120.5 .
C16 C15 C14 120.3(3) .
C16 C15 H15 119.8 .
C14 C15 H15 119.8 .
C17 C18 C19 119.0(3) .
C17 C18 H18 120.5 .
C19 C18 H18 120.5 .
C31 C32 C33 119.6(3) .
C31 C32 H32 120.2 .
C33 C32 H32 120.2 .
C32 C31 C30 121.0(3) .
C32 C31 Cl3 119.3(3) .
C30 C31 Cl3 119.7(3) .
C24 C25 C26 119.9(3) .
C24 C25 H25 120.1 .
C26 C25 H25 120.1 .
C6 C5 C4 121.7(3) .
C6 C5 H5 119.2 .
C4 C5 H5 119.2 .
C31 C30 C29 119.2(3) .
C31 C30 H30 120.4 .
C29 C30 H30 120.4 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Y1 O4 2.268(2) .
Y1 O6 2.306(2) .
Y1 O5 2.3075(19) .
Y1 O3 2.3131(19) .
Y1 O1 2.3436(19) .
Y1 O2 2.470(2) .
Y1 N2 2.543(2) .
Y1 N1 2.618(2) .
Y1 C13 2.757(3) .
Cl1 C17 1.746(3) .
Cl2 C24 1.737(3) .
Cl3 C31 1.738(3) .
O3 C20 1.255(3) .
O1 C13 1.271(3) .
O2 C13 1.257(3) .
O6 C27 1.259(3) .
O5 C27 1.252(3) 2_765
O4 C20 1.248(3) 2_765
N1 C1 1.330(3) .
N1 C12 1.364(3) .
N2 C10 1.325(4) .
N2 C11 1.356(3) .
C14 C19 1.382(4) .
C14 C15 1.386(4) .
C14 C13 1.496(4) .
C20 O4 1.248(3) 2_765
C20 C21 1.495(4) .
C12 C4 1.410(4) .
C12 C11 1.442(4) .
C11 C7 1.411(4) .
C27 O5 1.252(3) 2_765
C27 C28 1.503(4) .
C28 C29 1.379(4) .
C28 C33 1.382(4) .
C21 C22 1.381(4) .
C21 C26 1.386(4) .
C4 C3 1.398(4) .
C4 C5 1.430(4) .
C33 C32 1.380(4) .
C33 H33 0.9300 .
C6 C5 1.330(4) .
C6 C7 1.440(4) .
C6 H6 0.9300 .
C3 C2 1.353(4) .
C3 H3 0.9300 .
C22 C23 1.381(4) .
C22 H22 0.9300 .
C29 C30 1.376(4) .
C29 H29 0.9300 .
C1 C2 1.390(4) .
C1 H1 0.9300 .
C7 C8 1.396(4) .
C26 C25 1.390(4) .
C26 H26 0.9300 .
C8 C9 1.358(4) .
C8 H8 0.9300 .
C17 C16 1.367(5) .
C17 C18 1.367(5) .
C10 C9 1.392(4) .
C10 H10 0.9300 .
C16 C15 1.386(4) .
C16 H16 0.9300 .
C24 C25 1.369(5) .
C24 C23 1.369(4) .
C2 H2 0.9300 .
C19 C18 1.385(4) .
C19 H19 0.9300 .
C23 H23 0.9300 .
C9 H9 0.9300 .
C15 H15 0.9300 .
C18 H18 0.9300 .
C32 C31 1.362(5) .
C32 H32 0.9300 .
C31 C30 1.373(5) .
C25 H25 0.9300 .
C5 H5 0.9300 .
C30 H30 0.9300 .
