#------------------------------------------------------------------------------
#$Date: 2016-03-26 21:37:38 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180513 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/82/7218281.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_7218281
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 Yb2'
_chemical_formula_weight         1639.80
_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                111.386(5)
_cell_angle_beta                 96.465(4)
_cell_angle_gamma                101.209(5)
_cell_formula_units_Z            1
_cell_length_a                   10.0937(8)
_cell_length_b                   11.8057(9)
_cell_length_c                   14.2502(11)
_cell_measurement_reflns_used    21595
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      48.526
_cell_measurement_theta_min      4.708
_cell_volume                     1519.4(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 0.995
_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  0.0371
_diffrn_reflns_av_unetI/netI     0.0453
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            21595
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         28.464
_diffrn_reflns_theta_min         1.567
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    3.391
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6707
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS, Bruker-AXS (2008)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.792
_exptl_crystal_description       Plate
_exptl_crystal_F_000             802
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.666
_refine_diff_density_min         -0.543
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     406
_refine_ls_number_reflns         7640
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.995
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0284
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0263P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0551
_refine_ls_wR_factor_ref         0.0586
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6571
_reflns_number_total             7640
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c4ce01806k2.cif
_cod_data_source_block           Compound_9
_cod_depositor_comments
'Adding full bibliography for 7218273--7218283.cif.'
_cod_database_code               7218281
#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
Yb1 Yb 0.37796(2) 0.12890(2) 0.06465(2) 0.02380(5) Uani 1 1 d . .
Cl1 Cl 0.13484(12) 0.31166(12) 0.65765(8) 0.0657(3) Uani 1 1 d . .
Cl2 Cl -0.18896(12) -0.57761(11) -0.40978(10) 0.0797(4) Uani 1 1 d . .
Cl3 Cl 0.78769(16) 0.08172(14) 0.59783(9) 0.0975(5) Uani 1 1 d . .
C13 C 0.3051(4) 0.2204(3) 0.2519(2) 0.0323(7) Uani 1 1 d . .
O2 O 0.4276(2) 0.2629(2) 0.24897(16) 0.0384(5) Uani 1 1 d . .
O3 O 0.2429(2) -0.06596(19) -0.04065(17) 0.0378(5) Uani 1 1 d . .
O1 O 0.2170(2) 0.1499(2) 0.16921(16) 0.0354(5) Uani 1 1 d . .
N2 N 0.4088(3) 0.3543(2) 0.08791(19) 0.0298(6) Uani 1 1 d . .
O5 O 0.4288(2) 0.0030(2) 0.14571(17) 0.0404(6) Uani 1 1 d . .
O4 O 0.6091(2) 0.1782(2) 0.09941(18) 0.0440(6) Uani 1 1 d . .
O6 O 0.4232(2) 0.1129(2) -0.09164(17) 0.0384(5) Uani 1 1 d . .
C20 C 0.2719(3) -0.1618(3) -0.0996(2) 0.0304(7) Uani 1 1 d . .
C16 C 0.0858(4) 0.2255(4) 0.4509(3) 0.0473(9) Uani 1 1 d . .
H16 H -0.0056 0.1966 0.4536 0.057 Uiso 1 1 calc R U
N1 N 0.1775(2) 0.1756(2) -0.03222(18) 0.0263(5) Uani 1 1 d . .
C14 C 0.2604(3) 0.2477(3) 0.3531(2) 0.0340(7) Uani 1 1 d . .
C4 C 0.0939(3) 0.3277(3) -0.0844(2) 0.0334(7) Uani 1 1 d . .
C21 C 0.1569(3) -0.2659(3) -0.1768(2) 0.0272(6) Uani 1 1 d . .
C11 C 0.3139(3) 0.3897(3) 0.0368(2) 0.0282(7) Uani 1 1 d . .
C1 C 0.0613(3) 0.0907(3) -0.0886(2) 0.0335(7) Uani 1 1 d . .
H1 H 0.0489 0.0094 -0.0911 0.040 Uiso 1 1 calc R U
C27 C 0.5264(3) -0.0434(3) 0.1613(2) 0.0284(7) Uani 1 1 d . .
C12 C 0.1929(3) 0.2944(3) -0.0289(2) 0.0268(6) Uani 1 1 d . .
C23 C -0.0773(3) -0.3906(3) -0.2237(3) 0.0389(8) Uani 1 1 d . .
H23 H -0.1621 -0.4114 -0.2064 0.047 Uiso 1 1 calc R U
C28 C 0.5898(3) -0.0147(3) 0.2706(2) 0.0320(7) Uani 1 1 d . .
C6 C 0.2264(4) 0.5443(3) -0.0128(3) 0.0456(9) Uani 1 1 d . .
H6 H 0.2374 0.6265 -0.0078 0.055 Uiso 1 1 calc R U
C3 C -0.0255(4) 0.2347(4) -0.1428(3) 0.0431(9) Uani 1 1 d . .
H3 H -0.0929 0.2533 -0.1807 0.052 Uiso 1 1 calc R U
C18 C 0.3190(4) 0.3367(4) 0.5383(3) 0.0571(11) Uani 1 1 d . .
H18 H 0.3837 0.3817 0.5993 0.069 Uiso 1 1 calc R U
C5 C 0.1165(4) 0.4553(3) -0.0755(3) 0.0441(9) Uani 1 1 d . .
H5 H 0.0528 0.4763 -0.1145 0.053 Uiso 1 1 calc R U
C8 C 0.4438(4) 0.6055(3) 0.1158(3) 0.0460(9) Uani 1 1 d . .
H8 H 0.4565 0.6896 0.1257 0.055 Uiso 1 1 calc R U
C29 C 0.5405(4) 0.0608(4) 0.3505(3) 0.0479(9) Uani 1 1 d . .
H29 H 0.4654 0.0911 0.3366 0.057 Uiso 1 1 calc R U
C32 C 0.7631(4) -0.0279(4) 0.3932(3) 0.0578(11) Uani 1 1 d . .
H32 H 0.8386 -0.0572 0.4080 0.069 Uiso 1 1 calc R U
C17 C 0.1844(4) 0.2904(4) 0.5401(3) 0.0487(9) Uani 1 1 d . .
C15 C 0.1257(4) 0.2041(3) 0.3571(3) 0.0405(8) Uani 1 1 d . .
H15 H 0.0605 0.1598 0.2963 0.049 Uiso 1 1 calc R U
C10 C 0.5176(3) 0.4438(3) 0.1524(3) 0.0375(8) Uani 1 1 d . .
H10 H 0.5828 0.4210 0.1886 0.045 Uiso 1 1 calc R U
C33 C 0.7022(4) -0.0587(3) 0.2922(3) 0.0458(9) Uani 1 1 d . .
H33 H 0.7367 -0.1090 0.2388 0.055 Uiso 1 1 calc R U
C24 C -0.0551(4) -0.4569(3) -0.3196(3) 0.0432(9) Uani 1 1 d . .
C26 C 0.1771(3) -0.3349(3) -0.2738(3) 0.0394(8) Uani 1 1 d . .
H26 H 0.2631 -0.3176 -0.2904 0.047 Uiso 1 1 calc R U
C22 C 0.0282(3) -0.2927(3) -0.1533(2) 0.0321(7) Uani 1 1 d . .
H22 H 0.0125 -0.2444 -0.0896 0.039 Uiso 1 1 calc R U
C9 C 0.5376(4) 0.5700(3) 0.1678(3) 0.0466(9) Uani 1 1 d . .
H9 H 0.6148 0.6296 0.2135 0.056 Uiso 1 1 calc R U
C2 C -0.0435(4) 0.1169(3) -0.1445(3) 0.0427(8) Uani 1 1 d . .
H2 H -0.1237 0.0549 -0.1820 0.051 Uiso 1 1 calc R U
C19 C 0.3573(4) 0.3152(4) 0.4440(3) 0.0482(9) Uani 1 1 d . .
H19 H 0.4484 0.3462 0.4417 0.058 Uiso 1 1 calc R U
C25 C 0.0704(4) -0.4290(4) -0.3459(3) 0.0496(10) Uani 1 1 d . .
H25 H 0.0833 -0.4732 -0.4117 0.059 Uiso 1 1 calc R U
C7 C 0.3280(4) 0.5151(3) 0.0472(3) 0.0367(8) Uani 1 1 d . .
C31 C 0.7112(4) 0.0462(4) 0.4712(3) 0.0556(11) Uani 1 1 d . .
C30 C 0.6023(5) 0.0918(4) 0.4518(3) 0.0613(12) Uani 1 1 d . .
H30 H 0.5695 0.1433 0.5058 0.074 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'
Yb Yb -0.3850 5.5486 '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
O4 Yb1 O6 79.23(8) . .
O4 Yb1 O3 124.00(8) . .
O6 Yb1 O3 78.06(8) . .
O4 Yb1 O5 76.31(9) . .
O6 Yb1 O5 124.84(8) . .
O3 Yb1 O5 76.22(8) . .
O4 Yb1 O1 132.40(8) . .
O6 Yb1 O1 146.21(8) . .
O3 Yb1 O1 89.05(8) . .
O5 Yb1 O1 80.73(8) . .
O4 Yb1 O2 78.95(8) . .
O6 Yb1 O2 145.38(8) . .
O3 Yb1 O2 136.56(8) . .
O5 Yb1 O2 74.84(8) . .
O1 Yb1 O2 54.85(8) . .
O4 Yb1 N2 84.49(9) . .
O6 Yb1 N2 80.70(8) . .
O3 Yb1 N2 139.60(8) . .
O5 Yb1 N2 143.14(8) . .
O1 Yb1 N2 89.92(8) . .
O2 Yb1 N2 70.73(8) . .
O4 Yb1 N1 140.03(8) . .
O6 Yb1 N1 71.71(8) . .
O3 Yb1 N1 76.31(7) . .
O5 Yb1 N1 143.30(8) . .
O1 Yb1 N1 74.94(7) . .
O2 Yb1 N1 110.85(7) . .
N2 Yb1 N1 64.49(8) . .
O4 Yb1 C13 105.05(9) . .
O6 Yb1 C13 160.82(9) . .
O3 Yb1 C13 112.76(9) . .
O5 Yb1 C13 74.08(8) . .
O1 Yb1 C13 27.77(9) . .
O2 Yb1 C13 27.24(8) . .
N2 Yb1 C13 81.13(8) . .
N1 Yb1 C13 94.86(8) . .
O4 Yb1 Yb1 55.65(6) . 2_655
O6 Yb1 Yb1 64.10(6) . 2_655
O3 Yb1 Yb1 68.37(6) . 2_655
O5 Yb1 Yb1 61.20(6) . 2_655
O1 Yb1 Yb1 138.90(6) . 2_655
O2 Yb1 Yb1 121.53(5) . 2_655
N2 Yb1 Yb1 129.68(6) . 2_655
N1 Yb1 Yb1 127.54(5) . 2_655
C13 Yb1 Yb1 133.90(6) . 2_655
O2 C13 O1 120.7(3) . .
O2 C13 C14 120.5(3) . .
O1 C13 C14 118.8(3) . .
O2 C13 Yb1 63.76(16) . .
O1 C13 Yb1 57.49(15) . .
C14 C13 Yb1 170.2(2) . .
C13 O2 Yb1 89.00(19) . .
C20 O3 Yb1 131.6(2) . .
C13 O1 Yb1 94.75(19) . .
C10 N2 C11 117.7(3) . .
C10 N2 Yb1 121.1(2) . .
C11 N2 Yb1 121.12(19) . .
C27 O5 Yb1 137.9(2) . .
C20 O4 Yb1 158.2(2) 2_655 .
C27 O6 Yb1 137.9(2) 2_655 .
O3 C20 O4 125.0(3) . 2_655
O3 C20 C21 118.2(3) . .
O4 C20 C21 116.8(3) 2_655 .
C17 C16 C15 118.7(3) . .
C17 C16 H16 120.6 . .
C15 C16 H16 120.6 . .
C1 N1 C12 117.2(3) . .
C1 N1 Yb1 124.6(2) . .
C12 N1 Yb1 118.13(18) . .
C15 C14 C19 119.5(3) . .
C15 C14 C13 120.9(3) . .
C19 C14 C13 119.5(3) . .
C3 C4 C12 117.7(3) . .
C3 C4 C5 122.9(3) . .
C12 C4 C5 119.3(3) . .
C22 C21 C26 119.1(3) . .
C22 C21 C20 120.6(3) . .
C26 C21 C20 120.3(3) . .
N2 C11 C7 122.8(3) . .
N2 C11 C12 117.9(3) . .
C7 C11 C12 119.3(3) . .
N1 C1 C2 123.6(3) . .
N1 C1 H1 118.2 . .
C2 C1 H1 118.2 . .
O5 C27 O6 125.0(3) . 2_655
O5 C27 C28 118.2(3) . .
O6 C27 C28 116.8(3) 2_655 .
N1 C12 C4 122.7(3) . .
N1 C12 C11 118.1(3) . .
C4 C12 C11 119.2(3) . .
C24 C23 C22 119.2(3) . .
C24 C23 H23 120.4 . .
C22 C23 H23 120.4 . .
C29 C28 C33 119.3(3) . .
C29 C28 C27 120.1(3) . .
C33 C28 C27 120.5(3) . .
C5 C6 C7 120.8(3) . .
C5 C6 H6 119.6 . .
C7 C6 H6 119.6 . .
C2 C3 C4 120.1(3) . .
C2 C3 H3 120.0 . .
C4 C3 H3 120.0 . .
C17 C18 C19 118.9(4) . .
C17 C18 H18 120.5 . .
C19 C18 H18 120.5 . .
C6 C5 C4 121.6(3) . .
C6 C5 H5 119.2 . .
C4 C5 H5 119.2 . .
C9 C8 C7 119.7(3) . .
C9 C8 H8 120.2 . .
C7 C8 H8 120.2 . .
C28 C29 C30 120.4(4) . .
C28 C29 H29 119.8 . .
C30 C29 H29 119.8 . .
C31 C32 C33 119.4(4) . .
C31 C32 H32 120.3 . .
C33 C32 H32 120.3 . .
C18 C17 C16 121.8(3) . .
C18 C17 Cl1 119.7(3) . .
C16 C17 Cl1 118.5(3) . .
C14 C15 C16 120.7(3) . .
C14 C15 H15 119.6 . .
C16 C15 H15 119.6 . .
N2 C10 C9 122.7(3) . .
N2 C10 H10 118.6 . .
C9 C10 H10 118.6 . .
C32 C33 C28 120.1(4) . .
C32 C33 H33 120.0 . .
C28 C33 H33 120.0 . .
C23 C24 C25 121.2(3) . .
C23 C24 Cl2 119.3(3) . .
C25 C24 Cl2 119.5(3) . .
C25 C26 C21 120.5(3) . .
C25 C26 H26 119.8 . .
C21 C26 H26 119.8 . .
C21 C22 C23 120.6(3) . .
C21 C22 H22 119.7 . .
C23 C22 H22 119.7 . .
C8 C9 C10 119.7(3) . .
C8 C9 H9 120.1 . .
C10 C9 H9 120.1 . .
C3 C2 C1 118.7(3) . .
C3 C2 H2 120.6 . .
C1 C2 H2 120.6 . .
C18 C19 C14 120.4(4) . .
C18 C19 H19 119.8 . .
C14 C19 H19 119.8 . .
C24 C25 C26 119.4(3) . .
C24 C25 H25 120.3 . .
C26 C25 H25 120.3 . .
C8 C7 C11 117.3(3) . .
C8 C7 C6 123.1(3) . .
C11 C7 C6 119.6(3) . .
C30 C31 C32 121.6(4) . .
C30 C31 Cl3 119.8(3) . .
C32 C31 Cl3 118.6(3) . .
C31 C30 C29 119.3(4) . .
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
Yb1 O4 2.242(2) .
Yb1 O6 2.272(2) .
Yb1 O3 2.281(2) .
Yb1 O5 2.285(2) .
Yb1 O1 2.314(2) .
Yb1 O2 2.453(2) .
Yb1 N2 2.509(2) .
Yb1 N1 2.581(2) .
Cl1 C17 1.747(4) .
Cl2 C24 1.742(3) .
Cl3 C31 1.743(4) .
C13 O2 1.252(4) .
C13 O1 1.278(4) .
C13 C14 1.500(4) .
O3 C20 1.250(4) .
N2 C10 1.335(4) .
N2 C11 1.357(4) .
O5 C27 1.252(4) .
O4 C20 1.254(4) 2_655
O6 C27 1.265(4) 2_655
C20 O4 1.254(4) 2_655
C20 C21 1.497(4) .
C16 C17 1.378(5) .
C16 C15 1.389(5) .
C16 H16 0.9300 .
N1 C1 1.330(4) .
N1 C12 1.364(4) .
C14 C15 1.372(5) .
C14 C19 1.389(5) .
C4 C3 1.394(5) .
C4 C12 1.408(4) .
C4 C5 1.434(5) .
C21 C22 1.384(4) .
C21 C26 1.387(4) .
C11 C7 1.410(4) .
C11 C12 1.440(4) .
C1 C2 1.403(4) .
C1 H1 0.9300 .
C27 O6 1.265(4) 2_655
C27 C28 1.503(4) .
C23 C24 1.374(5) .
C23 C22 1.383(4) .
C23 H23 0.9300 .
C28 C29 1.378(5) .
C28 C33 1.385(4) .
C6 C5 1.331(5) .
C6 C7 1.434(5) .
C6 H6 0.9300 .
C3 C2 1.357(5) .
C3 H3 0.9300 .
C18 C17 1.369(5) .
C18 C19 1.388(5) .
C18 H18 0.9300 .
C5 H5 0.9300 .
C8 C9 1.358(5) .
C8 C7 1.400(5) .
C8 H8 0.9300 .
C29 C30 1.389(5) .
C29 H29 0.9300 .
C32 C31 1.369(6) .
C32 C33 1.383(5) .
C32 H32 0.9300 .
C15 H15 0.9300 .
C10 C9 1.395(5) .
C10 H10 0.9300 .
C33 H33 0.9300 .
C24 C25 1.373(5) .
C26 C25 1.379(5) .
C26 H26 0.9300 .
C22 H22 0.9300 .
C9 H9 0.9300 .
C2 H2 0.9300 .
C19 H19 0.9300 .
C25 H25 0.9300 .
C31 C30 1.358(6) .
C30 H30 0.9300 .
