#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:37:38 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180513 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/82/7218279.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_7218279
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 Er2 N4 O12'
_chemical_formula_weight         1628.24
_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                111.1860(9)
_cell_angle_beta                 96.4610(9)
_cell_angle_gamma                101.3860(11)
_cell_formula_units_Z            1
_cell_length_a                   10.0959(3)
_cell_length_b                   11.8279(3)
_cell_length_c                   14.2740(4)
_cell_measurement_reflns_used    22343
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      54.239
_cell_measurement_theta_min      4.705
_cell_volume                     1526.17(7)
_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 0.984
_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  0.0271
_diffrn_reflns_av_unetI/netI     0.0334
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            22340
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         29.078
_diffrn_reflns_theta_min         1.562
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    3.061
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.6712
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS, Bruker-AXS (2008)'
_exptl_crystal_colour            Pink
_exptl_crystal_density_diffrn    1.772
_exptl_crystal_description       Plate
_exptl_crystal_F_000             798
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.555
_refine_diff_density_min         -0.401
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     406
_refine_ls_number_reflns         8051
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0292
_refine_ls_R_factor_gt           0.0236
_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)+(0.0235P)²+0.1126P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0493
_refine_ls_wR_factor_ref         0.0515
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7147
_reflns_number_total             8051
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c4ce01806k2.cif
_cod_data_source_block           Compound_7
_cod_depositor_comments
'Adding full bibliography for 7218273--7218283.cif.'
_cod_database_code               7218279
#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
Er1 Er 0.37734(2) 0.12828(2) 0.06478(2) 0.02436(4) Uani 1 1 d . .
Cl1 Cl 0.13616(10) 0.31224(10) 0.65828(6) 0.0691(2) Uani 1 1 d . .
Cl2 Cl -0.18916(10) -0.57832(9) -0.41018(8) 0.0840(3) Uani 1 1 d . .
Cl3 Cl 0.78847(13) 0.08169(11) 0.59744(7) 0.1016(4) Uani 1 1 d . .
C25 C -0.0796(3) -0.3918(2) -0.2247(2) 0.0402(6) Uani 1 1 d . .
H25 H -0.1649 -0.4126 -0.2079 0.048 Uiso 1 1 calc R U
O1 O 0.21552(18) 0.15016(17) 0.17053(13) 0.0369(4) Uani 1 1 d . .
O2 O 0.42687(19) 0.26264(16) 0.24946(13) 0.0394(4) Uani 1 1 d . .
O5 O 0.42783(19) 0.00093(17) 0.14592(13) 0.0414(4) Uani 1 1 d . .
O6 O 0.42361(18) 0.11336(17) -0.09275(13) 0.0392(4) Uani 1 1 d . .
O3 O 0.23980(18) -0.06742(16) -0.04133(14) 0.0398(4) Uani 1 1 d . .
N2 N 0.4075(2) 0.35471(18) 0.08786(15) 0.0301(4) Uani 1 1 d . .
O4 O 0.61021(17) 0.17672(19) 0.09938(14) 0.0460(5) Uani 1 1 d . .
C12 C 0.1915(2) 0.2945(2) -0.02928(17) 0.0280(5) Uani 1 1 d . .
N1 N 0.17570(19) 0.17615(17) -0.03266(14) 0.0282(4) Uani 1 1 d . .
C20 C 0.2702(2) -0.1624(2) -0.09970(18) 0.0309(5) Uani 1 1 d . .
C13 C 0.3039(3) 0.2202(2) 0.25271(19) 0.0330(5) Uani 1 1 d . .
C27 C 0.5260(2) -0.0445(2) 0.16146(18) 0.0304(5) Uani 1 1 d . .
C11 C 0.3131(2) 0.3894(2) 0.03602(17) 0.0287(5) Uani 1 1 d . .
C21 C 0.1552(2) -0.2666(2) -0.17713(18) 0.0293(5) Uani 1 1 d . .
C14 C 0.2608(3) 0.2478(2) 0.35387(19) 0.0354(6) Uani 1 1 d . .
C28 C 0.5899(3) -0.0149(2) 0.27071(18) 0.0330(5) Uani 1 1 d . .
C1 C 0.0599(2) 0.0913(2) -0.08939(19) 0.0350(5) Uani 1 1 d . .
H1 H 0.0475 0.0102 -0.0919 0.042 Uiso 1 1 calc R U
C7 C 0.3276(3) 0.5154(2) 0.0466(2) 0.0373(6) Uani 1 1 d . .
C5 C 0.1163(3) 0.4558(3) -0.0760(2) 0.0464(7) Uani 1 1 d . .
H5 H 0.0531 0.4769 -0.1151 0.056 Uiso 1 1 calc R U
C4 C 0.0929(3) 0.3284(2) -0.08456(19) 0.0346(5) Uani 1 1 d . .
C29 C 0.7020(3) -0.0589(3) 0.2928(2) 0.0471(7) Uani 1 1 d . .
H29 H 0.7365 -0.1091 0.2397 0.057 Uiso 1 1 calc R U
C17 C 0.1848(3) 0.2902(3) 0.5409(2) 0.0496(7) Uani 1 1 d . .
C10 C 0.5160(3) 0.4440(2) 0.1522(2) 0.0395(6) Uani 1 1 d . .
H10 H 0.5810 0.4212 0.1884 0.047 Uiso 1 1 calc R U
C24 C -0.0560(3) -0.4574(3) -0.3201(2) 0.0461(7) Uani 1 1 d . .
C26 C 0.0270(2) -0.2936(2) -0.15381(19) 0.0341(5) Uani 1 1 d . .
H26 H 0.0114 -0.2458 -0.0902 0.041 Uiso 1 1 calc R U
C33 C 0.5408(3) 0.0606(3) 0.3506(2) 0.0511(8) Uani 1 1 d . .
H33 H 0.4660 0.0911 0.3367 0.061 Uiso 1 1 calc R U
C18 C 0.3193(4) 0.3356(3) 0.5387(2) 0.0585(9) Uani 1 1 d . .
H18 H 0.3843 0.3794 0.5995 0.070 Uiso 1 1 calc R U
C3 C -0.0264(3) 0.2353(3) -0.1437(2) 0.0437(7) Uani 1 1 d . .
H3 H -0.0935 0.2538 -0.1818 0.052 Uiso 1 1 calc R U
C8 C 0.4438(3) 0.6056(3) 0.1150(2) 0.0492(7) Uani 1 1 d . .
H8 H 0.4572 0.6894 0.1244 0.059 Uiso 1 1 calc R U
C9 C 0.5367(3) 0.5701(3) 0.1676(2) 0.0490(7) Uani 1 1 d . .
H9 H 0.6137 0.6295 0.2136 0.059 Uiso 1 1 calc R U
C15 C 0.1256(3) 0.2044(3) 0.3589(2) 0.0436(6) Uani 1 1 d . .
H15 H 0.0600 0.1603 0.2985 0.052 Uiso 1 1 calc R U
C2 C -0.0441(3) 0.1170(3) -0.1454(2) 0.0429(6) Uani 1 1 d . .
H2 H -0.1240 0.0547 -0.1833 0.051 Uiso 1 1 calc R U
C19 C 0.3583(3) 0.3156(3) 0.4445(2) 0.0510(7) Uani 1 1 d . .
H19 H 0.4492 0.3475 0.4423 0.061 Uiso 1 1 calc R U
C16 C 0.0860(3) 0.2252(3) 0.4518(2) 0.0497(7) Uani 1 1 d . .
H16 H -0.0055 0.1961 0.4545 0.060 Uiso 1 1 calc R U
C22 C 0.1766(3) -0.3348(3) -0.2736(2) 0.0419(6) Uani 1 1 d . .
H22 H 0.2628 -0.3168 -0.2899 0.050 Uiso 1 1 calc R U
C32 C 0.6026(4) 0.0912(3) 0.4516(2) 0.0640(9) Uani 1 1 d . .
H32 H 0.5695 0.1420 0.5054 0.077 Uiso 1 1 calc R U
C23 C 0.0700(3) -0.4292(3) -0.3456(2) 0.0525(8) Uani 1 1 d . .
H23 H 0.0835 -0.4734 -0.4109 0.063 Uiso 1 1 calc R U
C6 C 0.2261(3) 0.5442(3) -0.0134(2) 0.0488(7) Uani 1 1 d . .
H6 H 0.2373 0.6262 -0.0085 0.059 Uiso 1 1 calc R U
C31 C 0.7116(4) 0.0463(3) 0.4712(2) 0.0578(9) Uani 1 1 d . .
C30 C 0.7633(3) -0.0284(3) 0.3941(3) 0.0616(9) Uani 1 1 d . .
H30 H 0.8381 -0.0582 0.4091 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'
Er Er -0.2586 4.9576 '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 Er1 O6 79.11(6) . .
O4 Er1 O5 76.17(7) . .
O6 Er1 O5 124.85(6) . .
O4 Er1 O3 123.92(7) . .
O6 Er1 O3 78.22(7) . .
O5 Er1 O3 76.29(6) . .
O4 Er1 O1 132.29(6) . .
O6 Er1 O1 146.34(6) . .
O5 Er1 O1 80.87(6) . .
O3 Er1 O1 89.26(6) . .
O4 Er1 O2 79.25(6) . .
O6 Er1 O2 145.16(6) . .
O5 Er1 O2 75.14(6) . .
O3 Er1 O2 136.62(6) . .
O1 Er1 O2 54.49(6) . .
O4 Er1 N2 85.12(7) . .
O6 Er1 N2 80.60(6) . .
O5 Er1 N2 143.45(6) . .
O3 Er1 N2 139.14(6) . .
O1 Er1 N2 89.44(6) . .
O2 Er1 N2 70.64(6) . .
O4 Er1 N1 140.09(7) . .
O6 Er1 N1 71.68(6) . .
O5 Er1 N1 143.36(6) . .
O3 Er1 N1 76.21(6) . .
O1 Er1 N1 75.04(6) . .
O2 Er1 N1 110.59(6) . .
N2 Er1 N1 64.05(6) . .
O4 Er1 C13 105.23(7) . .
O6 Er1 C13 160.52(7) . .
O5 Er1 C13 74.36(7) . .
O3 Er1 C13 112.80(7) . .
O1 Er1 C13 27.49(7) . .
O2 Er1 C13 27.15(7) . .
N2 Er1 C13 80.87(7) . .
N1 Er1 C13 94.72(7) . .
C24 C25 C26 118.7(3) . .
C24 C25 H25 120.7 . .
C26 C25 H25 120.7 . .
C13 O1 Er1 94.85(15) . .
C13 O2 Er1 89.25(14) . .
C27 O5 Er1 137.49(17) . .
C27 O6 Er1 137.60(16) 2_655 .
C20 O3 Er1 130.65(16) . .
C10 N2 C11 117.8(2) . .
C10 N2 Er1 121.03(16) . .
C11 N2 Er1 121.13(15) . .
C20 O4 Er1 159.44(18) 2_655 .
N1 C12 C4 122.9(2) . .
N1 C12 C11 118.1(2) . .
C4 C12 C11 119.0(2) . .
C1 N1 C12 117.3(2) . .
C1 N1 Er1 124.44(16) . .
C12 N1 Er1 118.24(15) . .
O4 C20 O3 125.0(2) 2_655 .
O4 C20 C21 117.2(2) 2_655 .
O3 C20 C21 117.8(2) . .
O2 C13 O1 120.7(2) . .
O2 C13 C14 120.0(2) . .
O1 C13 C14 119.2(2) . .
O2 C13 Er1 63.59(13) . .
O1 C13 Er1 57.66(12) . .
C14 C13 Er1 170.27(17) . .
O5 C27 O6 125.3(2) . 2_655
O5 C27 C28 118.0(2) . .
O6 C27 C28 116.8(2) 2_655 .
N2 C11 C7 122.5(2) . .
N2 C11 C12 118.2(2) . .
C7 C11 C12 119.3(2) . .
C26 C21 C22 119.5(2) . .
C26 C21 C20 120.3(2) . .
C22 C21 C20 120.1(2) . .
C15 C14 C19 119.2(2) . .
C15 C14 C13 120.9(2) . .
C19 C14 C13 120.0(2) . .
C33 C28 C29 119.1(2) . .
C33 C28 C27 120.3(2) . .
C29 C28 C27 120.6(2) . .
N1 C1 C2 123.8(2) . .
N1 C1 H1 118.1 . .
C2 C1 H1 118.1 . .
C8 C7 C11 117.3(2) . .
C8 C7 C6 123.4(2) . .
C11 C7 C6 119.3(2) . .
C6 C5 C4 121.5(3) . .
C6 C5 H5 119.2 . .
C4 C5 H5 119.2 . .
C3 C4 C12 117.5(2) . .
C3 C4 C5 122.9(2) . .
C12 C4 C5 119.5(2) . .
C28 C29 C30 120.4(3) . .
C28 C29 H29 119.8 . .
C30 C29 H29 119.8 . .
C18 C17 C16 121.6(3) . .
C18 C17 Cl1 119.6(2) . .
C16 C17 Cl1 118.8(2) . .
N2 C10 C9 123.0(3) . .
N2 C10 H10 118.5 . .
C9 C10 H10 118.5 . .
C23 C24 C25 121.4(3) . .
C23 C24 Cl2 119.4(2) . .
C25 C24 Cl2 119.1(2) . .
C21 C26 C25 120.6(2) . .
C21 C26 H26 119.7 . .
C25 C26 H26 119.7 . .
C28 C33 C32 120.3(3) . .
C28 C33 H33 119.8 . .
C32 C33 H33 119.8 . .
C17 C18 C19 119.4(3) . .
C17 C18 H18 120.3 . .
C19 C18 H18 120.3 . .
C2 C3 C4 119.8(2) . .
C2 C3 H3 120.1 . .
C4 C3 H3 120.1 . .
C9 C8 C7 119.7(3) . .
C9 C8 H8 120.2 . .
C7 C8 H8 120.2 . .
C8 C9 C10 119.6(3) . .
C8 C9 H9 120.2 . .
C10 C9 H9 120.2 . .
C16 C15 C14 121.3(3) . .
C16 C15 H15 119.4 . .
C14 C15 H15 119.4 . .
C3 C2 C1 118.8(2) . .
C3 C2 H2 120.6 . .
C1 C2 H2 120.6 . .
C14 C19 C18 119.9(3) . .
C14 C19 H19 120.1 . .
C18 C19 H19 120.1 . .
C15 C16 C17 118.7(3) . .
C15 C16 H16 120.7 . .
C17 C16 H16 120.7 . .
C23 C22 C21 120.1(3) . .
C23 C22 H22 119.9 . .
C21 C22 H22 119.9 . .
C31 C32 C33 119.4(3) . .
C31 C32 H32 120.3 . .
C33 C32 H32 120.3 . .
C24 C23 C22 119.6(3) . .
C24 C23 H23 120.2 . .
C22 C23 H23 120.2 . .
C5 C6 C7 121.2(3) . .
C5 C6 H6 119.4 . .
C7 C6 H6 119.4 . .
C32 C31 C30 121.9(3) . .
C32 C31 Cl3 120.0(3) . .
C30 C31 Cl3 118.2(3) . .
C31 C30 C29 118.9(3) . .
C31 C30 H30 120.5 . .
C29 C30 H30 120.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Er1 O4 2.2588(17) .
Er1 O6 2.2994(17) .
Er1 O5 2.3024(17) .
Er1 O3 2.3030(16) .
Er1 O1 2.3354(17) .
Er1 O2 2.4671(17) .
Er1 N2 2.5281(19) .
Er1 N1 2.6051(18) .
Er1 C13 2.754(2) .
Cl1 C17 1.743(3) .
Cl2 C24 1.740(3) .
Cl3 C31 1.743(3) .
C25 C24 1.376(4) .
C25 C26 1.394(3) .
C25 H25 0.9300 .
O1 C13 1.276(3) .
O2 C13 1.257(3) .
O5 C27 1.252(3) .
O6 C27 1.258(3) 2_655
O3 C20 1.252(3) .
N2 C10 1.332(3) .
N2 C11 1.356(3) .
O4 C20 1.251(3) 2_655
C12 N1 1.360(3) .
C12 C4 1.408(3) .
C12 C11 1.442(3) .
N1 C1 1.329(3) .
C20 O4 1.251(3) 2_655
C20 C21 1.500(3) .
C13 C14 1.496(3) .
C27 O6 1.258(3) 2_655
C27 C28 1.504(3) .
C11 C7 1.418(3) .
C21 C26 1.379(3) .
C21 C22 1.388(3) .
C14 C15 1.379(4) .
C14 C19 1.392(4) .
C28 C33 1.382(4) .
C28 C29 1.387(4) .
C1 C2 1.395(3) .
C1 H1 0.9300 .
C7 C8 1.401(4) .
C7 C6 1.431(4) .
C5 C6 1.329(4) .
C5 C4 1.435(4) .
C5 H5 0.9300 .
C4 C3 1.397(4) .
C29 C30 1.391(4) .
C29 H29 0.9300 .
C17 C18 1.366(4) .
C17 C16 1.382(4) .
C10 C9 1.395(4) .
C10 H10 0.9300 .
C24 C23 1.374(4) .
C26 H26 0.9300 .
C33 C32 1.389(4) .
C33 H33 0.9300 .
C18 C19 1.394(4) .
C18 H18 0.9300 .
C3 C2 1.366(4) .
C3 H3 0.9300 .
C8 C9 1.358(4) .
C8 H8 0.9300 .
C9 H9 0.9300 .
C15 C16 1.379(4) .
C15 H15 0.9300 .
C2 H2 0.9300 .
C19 H19 0.9300 .
C16 H16 0.9300 .
C22 C23 1.381(4) .
C22 H22 0.9300 .
C32 C31 1.356(5) .
C32 H32 0.9300 .
C23 H23 0.9300 .
C6 H6 0.9300 .
C31 C30 1.368(5) .
C30 H30 0.9300 .
