#------------------------------------------------------------------------------
#$Date: 2016-08-07 10:14:17 +0200 (dom 07 de ago de 2016) $
#$Revision: 185190 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/54/7225417.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_7225417
loop_
_publ_author_name
'Yang, Bo'
'Gao, Zhong-Zheng'
'Lu, Ji-Hong'
'Zhu, Qian-Jiang'
'Xue, Sai-Feng'
'Tao, Zhu'
'Prior, Timothy J.'
'Redshaw, Carl'
'Wei, Gang'
'Xiao, Xin'
_publ_section_title
;
 Interaction of a symmetrical
 α,α′,δ,δ′-tetramethyl-cucurbit[6]uril with Ln3+:
 potential applications for isolation of lanthanides
;
_journal_issue                   26
_journal_name_full               CrystEngComm
_journal_page_first              5028
_journal_paper_doi               10.1039/C6CE00134C
_journal_volume                  18
_journal_year                    2016
_chemical_formula_sum            'C40 H44 Cl3 N25 O21 Pr2'
_chemical_formula_weight         1599.17
_space_group_crystal_system      orthorhombic
_space_group_IT_number           53
_space_group_name_Hall           '-P 2ac 2'
_space_group_name_H-M_alt        'P m n a'
_symmetry_space_group_name_Hall  '-P 2ac 2'
_symmetry_space_group_name_H-M   'P m n a'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-05-31 deposited with the CCDC.
2016-06-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   25.508(17)
_cell_length_b                   10.756(7)
_cell_length_c                   14.224(9)
_cell_measurement_reflns_used    2786
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.36
_cell_measurement_theta_min      2.37
_cell_volume                     3903(4)
_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-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.745
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0712
_diffrn_reflns_av_unetI/netI     0.0634
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.745
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            17863
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.745
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.247
_diffrn_reflns_theta_min         1.597
_exptl_absorpt_coefficient_mu    1.409
_exptl_absorpt_correction_T_max  0.814
_exptl_absorpt_correction_T_min  0.746
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_description       block
_exptl_crystal_F_000             1592
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.130
_platon_squeeze_details          ' '
_refine_diff_density_max         0.912
_refine_diff_density_min         -1.497
_refine_diff_density_rms         0.154
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.949
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         4055
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      0.951
_refine_ls_R_factor_all          0.1043
_refine_ls_R_factor_gt           0.0581
_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)+(0.1274P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1643
_refine_ls_wR_factor_ref         0.2063
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2206
_reflns_number_total             4055
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6ce00134c2.cif
_cod_data_source_block           3pp
_cod_depositor_comments
'Adding full bibliography for 7225407--7225427.cif.'
_cod_original_cell_volume        3902(4)
_cod_database_code               7225417
_shelx_shelxl_version_number     2014/7
_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.
;
_shelx_estimated_absorpt_t_min   0.756
_shelx_estimated_absorpt_t_max   0.838
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x+1/2, y, -z+1/2'
'x, -y, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x-1/2, -y, z-1/2'
'-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
_atom_site_refinement_flags_occupancy
C1 C 0.6237(3) 0.2520(5) -0.0927(5) 0.0426(15) Uani 1 1 d . . .
C2 C 0.6678(3) 0.3433(6) 0.0474(5) 0.0488(16) Uani 1 1 d . . .
H2A H 0.6594 0.2622 0.0731 0.059 Uiso 1 1 calc R U .
H2B H 0.7057 0.3521 0.0482 0.059 Uiso 1 1 calc R U .
C3 C 0.6156(3) 0.4121(6) 0.1826(5) 0.0493(17) Uani 1 1 d . . .
C4 C 0.5956(3) 0.5019(7) 0.3379(5) 0.0564(18) Uani 1 1 d . . .
H4A H 0.6196 0.5460 0.3791 0.068 Uiso 1 1 calc R U .
H4B H 0.5953 0.4155 0.3574 0.068 Uiso 1 1 calc R U .
C5 C 0.5000 0.4788(10) 0.3398(6) 0.056(3) Uani 1 2 d S T P
C6 C 0.6693(3) 0.5612(6) 0.1153(5) 0.0458(16) Uani 1 1 d . . .
H6 H 0.7077 0.5561 0.1136 0.055 Uiso 1 1 calc R U .
C7 C 0.6493(3) 0.6088(6) 0.2112(5) 0.0508(17) Uani 1 1 d . . .
H7 H 0.6781 0.6256 0.2550 0.061 Uiso 1 1 calc R U .
C8 C 0.5304(3) 0.6861(6) 0.3641(5) 0.0462(16) Uani 1 1 d . . .
C9 C 0.5568(3) 0.7346(6) 0.4511(5) 0.061(2) Uani 1 1 d . . .
H9A H 0.5469 0.6845 0.5041 0.092 Uiso 1 1 calc R U .
H9B H 0.5941 0.7311 0.4430 0.092 Uiso 1 1 calc R U .
H9C H 0.5463 0.8191 0.4617 0.092 Uiso 1 1 calc R U .
C10 C 0.5955(3) 0.7993(6) 0.2541(5) 0.0463(16) Uani 1 1 d . . .
H10A H 0.5930 0.8829 0.2290 0.056 Uiso 1 1 calc R U .
H10B H 0.6174 0.8028 0.3098 0.056 Uiso 1 1 calc R U .
C11 C 0.5000 0.7998(9) 0.2333(7) 0.050(2) Uani 1 2 d S T P
N1 N 0.6498(2) 0.3486(5) -0.0497(4) 0.0505(14) Uani 1 1 d . . .
N2 N 0.6451(2) 0.4384(4) 0.1074(4) 0.0452(13) Uani 1 1 d . . .
N3 N 0.6154(2) 0.5086(5) 0.2441(4) 0.0482(13) Uani 1 1 d . . .
N4 N 0.5433(2) 0.5528(5) 0.3510(4) 0.0482(14) Uani 1 1 d . . .
N5 N 0.6204(3) 0.7224(6) 0.1863(4) 0.0531(16) Uani 1 1 d . . .
N6 N 0.5441(2) 0.7590(4) 0.2811(4) 0.0442(13) Uani 1 1 d . . .
O1 O 0.6075(2) 0.1578(4) -0.0542(3) 0.0551(12) Uani 1 1 d . . .
O2 O 0.59209(19) 0.3112(4) 0.1958(3) 0.0523(12) Uani 1 1 d . . .
O1W O 0.5000 0.2774(6) 0.0082(5) 0.060(2) Uani 1 2 d S T P
O3 O 0.5000 0.3687(6) 0.3282(4) 0.0518(18) Uani 1 2 d S T P
O2W O 0.4416(2) 0.0842(4) 0.1086(4) 0.0721(15) Uani 1 1 d . . .
O4 O 0.5000 0.8633(6) 0.1632(4) 0.0501(17) Uani 1 2 d S T P
Pr1 Pr 0.5000 0.24886(4) 0.17883(4) 0.0457(2) Uani 1 2 d S T P
Cl1 Cl 0.5000 0.5037(2) 0.13019(16) 0.0517(6) Uani 1 2 d S T P
Cl2 Cl 0.5000 0.0786(5) 0.3334(4) 0.104(2) Uani 0.5 2 d S T P
N7 N 0.5000 0.0786(5) 0.3334(4) 0.104(2) Uani 0.5 2 d S TU P
O5 O 0.5442(4) 0.1121(9) 0.3046(7) 0.060(3) Uani 0.5 1 d . . P
O6 O 0.5000 0.0143(13) 0.4122(9) 0.079(5) Uani 0.5 2 d S T P
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'
Pr Pr -0.2180 2.8214 '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'
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 C1 N5 125.7(6) . 4_565
O1 C1 N1 126.1(6) . .
N5 C1 N1 108.2(6) 4_565 .
N2 C2 N1 113.8(5) . .
O2 C3 N2 124.9(6) . .
O2 C3 N3 124.2(6) . .
N2 C3 N3 110.9(6) . .
N3 C4 N4 115.1(6) . .
O3 C5 N4 126.2(5) . 8_655
O3 C5 N4 126.2(5) . .
N4 C5 N4 107.4(9) 8_655 .
N1 C6 N2 114.4(5) 4_565 .
N1 C6 C7 103.6(5) 4_565 .
N2 C6 C7 103.1(5) . .
N3 C7 N5 113.1(6) . .
N3 C7 C6 103.6(5) . .
N5 C7 C6 103.2(5) . .
N6 C8 N4 111.4(5) . .
N6 C8 C9 111.8(5) . .
N4 C8 C9 109.9(6) . .
N6 C8 C8 103.9(3) . 8_655
N4 C8 C8 102.9(4) . 8_655
C9 C8 C8 116.6(4) . 8_655
N5 C10 N6 114.6(5) . .
O4 C11 N6 125.7(4) . .
O4 C11 N6 125.7(4) . 8_655
N6 C11 N6 108.6(9) . 8_655
C1 N1 C6 112.9(5) . 4_565
C1 N1 C2 123.0(5) . .
C6 N1 C2 122.1(5) 4_565 .
C3 N2 C2 123.0(5) . .
C3 N2 C6 111.6(5) . .
C2 N2 C6 120.7(6) . .
C3 N3 C4 124.4(6) . .
C3 N3 C7 110.7(5) . .
C4 N3 C7 123.1(6) . .
C5 N4 C4 120.4(6) . .
C5 N4 C8 113.3(6) . .
C4 N4 C8 125.7(6) . .
C1 N5 C10 125.0(6) 4_565 .
C1 N5 C7 111.8(6) 4_565 .
C10 N5 C7 123.0(6) . .
C11 N6 C10 121.0(6) . .
C11 N6 C8 111.8(6) . .
C10 N6 C8 126.8(6) . .
C3 O2 Pr1 132.8(4) . .
C5 O3 Pr1 129.2(6) . .
O1W Pr1 O2 93.64(12) . .
O1W Pr1 O2 93.64(12) . 8_655
O2 Pr1 O2 146.2(2) . 8_655
O1W Pr1 O3 141.5(2) . .
O2 Pr1 O3 76.94(11) . .
O2 Pr1 O3 76.94(11) 8_655 .
O1W Pr1 O2W 72.25(17) . .
O2 Pr1 O2W 142.79(17) . .
O2 Pr1 O2W 70.46(17) 8_655 .
O3 Pr1 O2W 134.70(15) . .
O1W Pr1 O2W 72.25(17) . 8_655
O2 Pr1 O2W 70.47(17) . 8_655
O2 Pr1 O2W 142.79(17) 8_655 8_655
O3 Pr1 O2W 134.70(15) . 8_655
O2W Pr1 O2W 72.4(3) . 8_655
O1W Pr1 O5 139.5(2) . .
O2 Pr1 O5 70.7(3) . .
O2 Pr1 O5 120.4(2) 8_655 .
O3 Pr1 O5 72.7(3) . .
O2W Pr1 O5 97.6(3) . .
O2W Pr1 O5 67.4(3) 8_655 .
O1W Pr1 O5 139.5(2) . 8_655
O2 Pr1 O5 120.4(2) . 8_655
O2 Pr1 O5 70.7(3) 8_655 8_655
O3 Pr1 O5 72.7(3) . 8_655
O2W Pr1 O5 67.4(3) . 8_655
O2W Pr1 O5 97.6(3) 8_655 8_655
O5 Pr1 O5 51.9(5) . 8_655
O1W Pr1 Cl1 68.61(15) . .
O2 Pr1 Cl1 76.07(10) . .
O2 Pr1 Cl1 76.07(10) 8_655 .
O3 Pr1 Cl1 72.92(16) . .
O2W Pr1 Cl1 125.76(13) . .
O2W Pr1 Cl1 125.76(13) 8_655 .
O5 Pr1 Cl1 136.4(2) . .
O5 Pr1 Cl1 136.4(2) 8_655 .
O1W Pr1 Cl2 147.43(18) . .
O2 Pr1 Cl2 95.68(11) . .
O2 Pr1 Cl2 95.68(11) 8_655 .
O3 Pr1 Cl2 71.04(19) . .
O2W Pr1 Cl2 81.65(15) . .
O2W Pr1 Cl2 81.65(15) 8_655 .
O5 Pr1 Cl2 25.9(2) . .
O5 Pr1 Cl2 25.9(2) 8_655 .
Cl1 Pr1 Cl2 143.96(12) . .
O5 Cl2 O5 128.4(11) . 8_655
O5 Cl2 O6 115.4(5) . .
O5 Cl2 O6 115.4(5) 8_655 .
O5 Cl2 Pr1 64.2(5) . .
O5 Cl2 Pr1 64.2(5) 8_655 .
O6 Cl2 Pr1 171.9(7) . .
Cl2 O5 Pr1 89.9(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.224(7) .
C1 N5 1.362(9) 4_565
C1 N1 1.376(8) .
C2 N2 1.453(8) .
C2 N1 1.457(8) .
C3 O2 1.255(8) .
C3 N2 1.337(8) .
C3 N3 1.358(8) .
C4 N3 1.428(8) .
C4 N4 1.453(10) .
C5 O3 1.195(13) .
C5 N4 1.371(8) 8_655
C5 N4 1.371(8) .
C6 N1 1.435(8) 4_565
C6 N2 1.463(8) .
C6 C7 1.543(9) .
C7 N3 1.460(8) .
C7 N5 1.471(9) .
C8 N6 1.461(9) .
C8 N4 1.483(8) .
C8 C9 1.502(10) .
C8 C8 1.550(14) 8_655
C10 N5 1.421(9) .
C10 N6 1.431(9) .
C11 O4 1.209(11) .
C11 N6 1.386(8) .
C11 N6 1.386(8) 8_655
N1 C6 1.435(8) 4_565
N5 C1 1.362(9) 4_565
O2 Pr1 2.455(5) .
O1W Pr1 2.446(7) .
O3 Pr1 2.486(6) .
O2W Pr1 2.521(5) .
Pr1 O2 2.455(5) 8_655
Pr1 O2W 2.521(5) 8_655
Pr1 O5 2.576(10) .
Pr1 O5 2.576(10) 8_655
Pr1 Cl1 2.827(3) .
Pr1 Cl2 2.862(6) .
Cl2 O5 1.252(10) .
Cl2 O5 1.252(10) 8_655
Cl2 O6 1.316(14) .
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_4
N1 C6 C7 N3 118.1(5) 4_565 .
N2 C6 C7 N3 -1.4(6) . .
N1 C6 C7 N5 0.0(7) 4_565 .
N2 C6 C7 N5 -119.5(6) . .
O1 C1 N1 C6 172.9(6) . 4_565
N5 C1 N1 C6 -5.4(8) 4_565 4_565
O1 C1 N1 C2 8.5(10) . .
N5 C1 N1 C2 -169.7(6) 4_565 .
N2 C2 N1 C1 -119.7(7) . .
N2 C2 N1 C6 77.4(8) . 4_565
O2 C3 N2 C2 -21.2(10) . .
N3 C3 N2 C2 157.7(6) . .
O2 C3 N2 C6 -177.1(6) . .
N3 C3 N2 C6 1.8(7) . .
N1 C2 N2 C3 118.8(7) . .
N1 C2 N2 C6 -87.5(7) . .
N1 C6 N2 C3 -111.9(7) 4_565 .
C7 C6 N2 C3 -0.1(7) . .
N1 C6 N2 C2 91.6(7) 4_565 .
C7 C6 N2 C2 -156.6(5) . .
O2 C3 N3 C4 10.6(10) . .
N2 C3 N3 C4 -168.3(6) . .
O2 C3 N3 C7 176.1(6) . .
N2 C3 N3 C7 -2.8(8) . .
N4 C4 N3 C3 -100.4(7) . .
N4 C4 N3 C7 95.8(8) . .
N5 C7 N3 C3 113.6(6) . .
C6 C7 N3 C3 2.6(7) . .
N5 C7 N3 C4 -80.7(8) . .
C6 C7 N3 C4 168.3(6) . .
O3 C5 N4 C4 7.6(12) . .
N4 C5 N4 C4 -176.6(4) 8_655 .
O3 C5 N4 C8 -179.9(8) . .
N4 C5 N4 C8 -4.1(10) 8_655 .
N3 C4 N4 C5 89.3(8) . .
N3 C4 N4 C8 -82.2(8) . .
N6 C8 N4 C5 -108.2(7) . .
C9 C8 N4 C5 127.4(7) . .
C8 C8 N4 C5 2.5(6) 8_655 .
N6 C8 N4 C4 63.8(8) . .
C9 C8 N4 C4 -60.6(8) . .
C8 C8 N4 C4 174.5(5) 8_655 .
N6 C10 N5 C1 101.0(8) . 4_565
N6 C10 N5 C7 -83.7(8) . .
N3 C7 N5 C1 -114.5(7) . 4_565
C6 C7 N5 C1 -3.2(8) . 4_565
N3 C7 N5 C10 69.7(8) . .
C6 C7 N5 C10 -179.1(6) . .
O4 C11 N6 C10 5.4(12) . .
N6 C11 N6 C10 -172.7(4) 8_655 .
O4 C11 N6 C8 178.9(8) . .
N6 C11 N6 C8 0.8(9) 8_655 .
N5 C10 N6 C11 -90.0(7) . .
N5 C10 N6 C8 97.5(7) . .
N4 C8 N6 C11 109.6(7) . .
C9 C8 N6 C11 -127.1(7) . .
C8 C8 N6 C11 -0.5(5) 8_655 .
N4 C8 N6 C10 -77.4(8) . .
C9 C8 N6 C10 46.0(8) . .
C8 C8 N6 C10 172.6(5) 8_655 .
N2 C3 O2 Pr1 -102.2(8) . .
N3 C3 O2 Pr1 79.1(8) . .
N4 C5 O3 Pr1 92.5(8) 8_655 .
N4 C5 O3 Pr1 -92.5(8) . .
O5 Cl2 O5 Pr1 -1.7(13) 8_655 .
O6 Cl2 O5 Pr1 -171.0(8) . .
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 0.250 -0.004 -0.009 721.7 217.6
2 0.750 -0.006 -0.008 721.7 217.6
