#------------------------------------------------------------------------------
#$Date: 2019-11-28 20:55:27 +0100 (Thu 28 de Nov de 2019) $
#$Revision: 244734 $
#$URL: svn://www.crystallography.net/cod/cif/7/23/94/7239496.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_7239496
loop_
_publ_author_name
'Efthymiou, Constantinos G.'
'Kyprianidou, Eleni J.'
'Milios, Constantinos J.'
'Manos, Manolis J.'
'Tasiopoulos, Anastasios J.'
_publ_section_title
;
 Flexible lanthanide MOFs as highly selective and reusable liquid MeOH
 sorbents
;
_journal_issue                   16
_journal_name_full               'Journal of Materials Chemistry A'
_journal_page_first              5061
_journal_paper_doi               10.1039/c3ta00115f
_journal_volume                  1
_journal_year                    2013
_chemical_formula_moiety         'C22 H20 N3 O8 Pr'
_chemical_formula_sum            'C22 H20 N3 O8 Pr'
_chemical_formula_weight         595.32
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 99.644(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   28.877(2)
_cell_length_b                   14.3145(9)
_cell_length_c                   13.6347(14)
_cell_measurement_reflns_used    4781
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.5395
_cell_measurement_theta_min      2.9997
_cell_volume                     5556.4(8)
_computing_cell_refinement       'CrysAlis RED'
_computing_data_collection       'CrysAlis CCD'
_computing_data_reduction        'CrysAlis RED'
_computing_molecular_graphics
;
DIAMOND (Brandenburg, 2006)
MERCURY (Bruno et al. 2002)
;
_computing_publication_material  'WINGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4223
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0416
_diffrn_reflns_av_sigmaI/netI    0.0604
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10719
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         3.03
_exptl_absorpt_coefficient_mu    1.797
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.28479
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'Empirical absorption correction (CrysAlis RED, Oxford Diffraction)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2368
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         2.899
_refine_diff_density_min         -1.262
_refine_diff_density_rms         0.197
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.150
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     310
_refine_ls_number_reflns         5458
_refine_ls_number_restraints     85
_refine_ls_restrained_S_all      1.173
_refine_ls_R_factor_all          0.0889
_refine_ls_R_factor_gt           0.0674
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1399P)²+0.1242P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2086
_refine_ls_wR_factor_ref         0.2280
_reflns_number_gt                3976
_reflns_number_total             5458
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ta00115f.txt
_cod_data_source_block           UCY-6
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7239496
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
Pr1 Pr 0.181727(13) 0.21268(3) 0.95680(3) 0.0345(2) Uani 1 1 d .
O1 O 0.1189(2) 0.3276(5) 0.9941(6) 0.067(2) Uani 1 1 d .
O2 O 0.1067(2) 0.1804(5) 1.0177(7) 0.071(2) Uani 1 1 d .
O3 O 0.26768(19) 0.1507(4) 1.0386(4) 0.0447(14) Uani 1 1 d .
O4 O 0.2056(2) 0.0662(4) 1.0537(5) 0.0534(16) Uani 1 1 d .
O5 O 0.2285(2) 0.1684(6) 0.8310(5) 0.0635(19) Uani 1 1 d .
O6 O 0.2010(2) 0.2620(5) 1.1299(5) 0.0546(17) Uani 1 1 d .
O7 O 0.1418(5) 0.2841(7) 0.8028(10) 0.118(3) Uani 1 1 d DU
O8 O 0.1401(4) 0.0823(7) 0.8561(9) 0.113(3) Uani 1 1 d DU
N1 N -0.0985(3) 0.4171(6) 1.1493(6) 0.054(2) Uani 1 1 d .
N2 N 0.1159(7) 0.3811(14) 0.6646(14) 0.177(5) Uani 1 1 d DU
N3 N 0.1157(7) 0.0151(12) 0.6861(11) 0.167(4) Uani 1 1 d DU
C1 C 0.0950(3) 0.2624(8) 1.0214(8) 0.052(2) Uani 1 1 d .
C2 C 0.0501(3) 0.2838(7) 1.0571(8) 0.055(3) Uani 1 1 d .
C3 C 0.0211(5) 0.2125(7) 1.0808(13) 0.090(5) Uani 1 1 d .
H3 H 0.0313 0.1510 1.0795 0.109 Uiso 1 1 calc R
C4 C -0.0220(5) 0.2300(8) 1.1059(13) 0.098(5) Uani 1 1 d .
H4 H -0.0423 0.1812 1.1134 0.118 Uiso 1 1 calc R
C5 C -0.0349(4) 0.3217(8) 1.1198(8) 0.063(3) Uani 1 1 d .
C6 C -0.0071(4) 0.3935(8) 1.0967(9) 0.075(3) Uani 1 1 d .
H6 H -0.0167 0.4552 1.1011 0.090 Uiso 1 1 calc R
C7 C 0.0361(3) 0.3733(8) 1.0663(9) 0.068(3) Uani 1 1 d .
H7 H 0.0553 0.4220 1.0524 0.082 Uiso 1 1 calc R
C8 C -0.0817(4) 0.3388(8) 1.1446(9) 0.066(3) Uani 1 1 d D
H16 H -0.100(4) 0.286(5) 1.118(8) 0.079 Uiso 1 1 d D
C9 C 0.2490(3) 0.0787(5) 1.0700(6) 0.0387(18) Uani 1 1 d .
C10 C 0.2801(3) 0.0050(6) 1.1280(6) 0.0417(19) Uani 1 1 d .
C11 C 0.2612(3) -0.0542(6) 1.1932(6) 0.0387(18) Uani 1 1 d .
H11 H 0.2298 -0.0485 1.2003 0.046 Uiso 1 1 calc R
C12 C 0.2895(3) -0.1215(6) 1.2473(6) 0.0407(19) Uani 1 1 d .
C13 C 0.3366(3) -0.1298(6) 1.2369(6) 0.0396(18) Uani 1 1 d .
H13 H 0.3561 -0.1722 1.2758 0.048 Uiso 1 1 calc R
C14 C 0.3542(3) -0.0737(6) 1.1672(7) 0.049(2) Uani 1 1 d .
C15 C 0.3271(3) -0.0031(6) 1.1190(7) 0.045(2) Uani 1 1 d .
H15 H 0.3404 0.0394 1.0802 0.055 Uiso 1 1 calc R
C16 C 0.2711(3) 0.1786(7) 0.8215(6) 0.047(2) Uani 1 1 d .
C17 C 0.1519(8) 0.3304(17) 0.7319(15) 0.175(5) Uani 1 1 d DU
C18 C 0.0736(8) 0.3886(18) 0.7087(18) 0.193(6) Uani 1 1 d DU
H18A H 0.0687 0.3313 0.7421 0.289 Uiso 1 1 calc R
H18B H 0.0471 0.4004 0.6574 0.289 Uiso 1 1 calc R
H18C H 0.0770 0.4391 0.7557 0.289 Uiso 1 1 calc R
C19 C 0.1488(8) 0.4199(17) 0.6060(17) 0.181(6) Uani 1 1 d DU
H19A H 0.1711 0.3729 0.5953 0.271 Uiso 1 1 calc R
H19B H 0.1650 0.4718 0.6409 0.271 Uiso 1 1 calc R
H19C H 0.1321 0.4408 0.5431 0.271 Uiso 1 1 calc R
C20 C 0.1330(9) 0.0830(15) 0.7627(10) 0.170(4) Uani 1 1 d DU
C21 C 0.1010(9) 0.0245(17) 0.5791(12) 0.178(5) Uani 1 1 d DU
H21A H 0.0916 -0.0354 0.5509 0.267 Uiso 1 1 calc R
H21B H 0.1266 0.0480 0.5498 0.267 Uiso 1 1 calc R
H21C H 0.0750 0.0671 0.5660 0.267 Uiso 1 1 calc R
C22 C 0.1279(9) -0.0653(15) 0.7511(17) 0.192(5) Uani 1 1 d DU
H22A H 0.1394 -0.0440 0.8175 0.287 Uiso 1 1 calc R
H22B H 0.1518 -0.1013 0.7274 0.287 Uiso 1 1 calc R
H22C H 0.1005 -0.1034 0.7513 0.287 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'
Pr Pr -0.2180 2.8214 '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
O3 Pr1 O6 72.8(2) 7_557 .
O3 Pr1 O5 80.0(2) 7_557 .
O6 Pr1 O5 133.8(2) . .
O3 Pr1 O7 83.1(3) 7_557 .
O6 Pr1 O7 135.2(3) . .
O5 Pr1 O7 75.0(3) . .
O3 Pr1 O2 133.8(2) 7_557 .
O6 Pr1 O2 78.6(3) . .
O5 Pr1 O2 143.3(3) . .
O7 Pr1 O2 93.0(4) . .
O3 Pr1 O8 147.6(3) 7_557 .
O6 Pr1 O8 139.3(3) . .
O5 Pr1 O8 72.1(3) . .
O7 Pr1 O8 74.1(3) . .
O2 Pr1 O8 71.3(3) . .
O3 Pr1 O4 123.1(2) 7_557 .
O6 Pr1 O4 74.6(2) . .
O5 Pr1 O4 91.0(2) . .
O7 Pr1 O4 148.1(3) . .
O2 Pr1 O4 81.2(2) . .
O8 Pr1 O4 74.3(3) . .
O3 Pr1 O1 85.5(2) 7_557 .
O6 Pr1 O1 71.1(3) . .
O5 Pr1 O1 143.2(3) . .
O7 Pr1 O1 69.8(3) . .
O2 Pr1 O1 50.8(2) . .
O8 Pr1 O1 107.2(3) . .
O4 Pr1 O1 124.9(2) . .
O3 Pr1 O3 75.3(2) 7_557 .
O6 Pr1 O3 69.5(2) . .
O5 Pr1 O3 68.0(2) . .
O7 Pr1 O3 139.7(3) . .
O2 Pr1 O3 126.4(2) . .
O8 Pr1 O3 107.8(3) . .
O4 Pr1 O3 49.86(18) . .
O1 Pr1 O3 139.7(2) . .
O3 Pr1 C1 110.0(3) 7_557 .
O6 Pr1 C1 72.6(3) . .
O5 Pr1 C1 153.2(3) . .
O7 Pr1 C1 81.4(4) . .
O2 Pr1 C1 25.1(3) . .
O8 Pr1 C1 89.4(3) . .
O4 Pr1 C1 102.8(3) . .
O1 Pr1 C1 25.8(3) . .
O3 Pr1 C1 138.0(2) . .
O3 Pr1 C9 99.7(2) 7_557 .
O6 Pr1 C9 70.1(2) . .
O5 Pr1 C9 78.8(2) . .
O7 Pr1 C9 152.8(3) . .
O2 Pr1 C9 103.7(2) . .
O8 Pr1 C9 90.9(3) . .
O4 Pr1 C9 24.53(19) . .
O1 Pr1 C9 137.2(2) . .
O3 Pr1 C9 25.33(18) . .
C1 Pr1 C9 121.8(3) . .
O3 Pr1 Pr1 39.90(13) 7_557 7_557
O6 Pr1 Pr1 65.78(15) . 7_557
O5 Pr1 Pr1 69.33(15) . 7_557
O7 Pr1 Pr1 115.7(3) . 7_557
O2 Pr1 Pr1 143.9(2) . 7_557
O8 Pr1 Pr1 135.1(2) . 7_557
O4 Pr1 Pr1 84.25(14) . 7_557
O1 Pr1 Pr1 117.29(18) . 7_557
O3 Pr1 Pr1 35.43(12) . 7_557
C1 Pr1 Pr1 134.2(2) . 7_557
C9 Pr1 Pr1 60.08(15) . 7_557
C1 O1 Pr1 91.4(6) . .
C1 O2 Pr1 95.6(5) . .
C9 O3 Pr1 158.4(6) . 7_557
C9 O3 Pr1 89.6(5) . .
Pr1 O3 Pr1 104.7(2) 7_557 .
C9 O4 Pr1 98.8(5) . .
C16 O5 Pr1 134.8(6) . .
C16 O6 Pr1 135.8(6) 7_557 .
C17 O7 Pr1 138.8(14) . .
C20 O8 Pr1 122.1(12) . .
C8 N1 C14 119.3(8) . 3_455
C19 N2 C18 151(2) . .
C19 N2 C17 94.3(15) . .
C18 N2 C17 109.6(19) . .
C20 N3 C21 131.7(17) . .
C20 N3 C22 94.1(16) . .
C21 N3 C22 133.0(19) . .
O2 C1 O1 122.1(8) . .
O2 C1 C2 118.1(9) . .
O1 C1 C2 119.8(9) . .
O2 C1 Pr1 59.4(4) . .
O1 C1 Pr1 62.8(5) . .
C2 C1 Pr1 177.3(8) . .
C7 C2 C3 118.2(9) . .
C7 C2 C1 120.8(9) . .
C3 C2 C1 121.0(9) . .
C4 C3 C2 122.1(10) . .
C4 C3 H3 119.0 . .
C2 C3 H3 119.0 . .
C3 C4 C5 119.0(11) . .
C3 C4 H4 120.5 . .
C5 C4 H4 120.5 . .
C6 C5 C4 119.8(10) . .
C6 C5 C8 121.6(10) . .
C4 C5 C8 118.0(11) . .
C5 C6 C7 119.6(10) . .
C5 C6 H6 120.2 . .
C7 C6 H6 120.2 . .
C2 C7 C6 120.9(10) . .
C2 C7 H7 119.6 . .
C6 C7 H7 119.6 . .
N1 C8 C5 123.5(10) . .
N1 C8 H16 122(7) . .
C5 C8 H16 105(8) . .
O4 C9 O3 121.8(7) . .
O4 C9 C10 118.8(7) . .
O3 C9 C10 119.4(7) . .
O4 C9 Pr1 56.7(4) . .
O3 C9 Pr1 65.1(4) . .
C10 C9 Pr1 175.5(5) . .
C15 C10 C11 119.6(7) . .
C15 C10 C9 121.0(7) . .
C11 C10 C9 119.4(7) . .
C12 C11 C10 119.9(7) . .
C12 C11 H11 120.1 . .
C10 C11 H11 120.1 . .
C11 C12 C13 120.1(7) . .
C11 C12 C16 120.2(7) . 6_556
C13 C12 C16 119.6(7) . 6_556
C12 C13 C14 119.3(7) . .
C12 C13 H13 120.4 . .
C14 C13 H13 120.4 . .
C15 C14 C13 120.2(7) . .
C15 C14 N1 117.9(7) . 3_545
C13 C14 N1 121.8(8) . 3_545
C14 C15 C10 120.4(7) . .
C14 C15 H15 119.8 . .
C10 C15 H15 119.8 . .
O5 C16 O6 124.2(8) . 7_557
O5 C16 C12 118.5(8) . 6
O6 C16 C12 117.3(7) 7_557 6
O7 C17 N2 121.3(19) . .
N2 C18 H18A 109.5 . .
N2 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
N2 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
N2 C19 H19A 109.5 . .
N2 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
N2 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
O8 C20 N3 134.5(19) . .
N3 C21 H21A 109.5 . .
N3 C21 H21B 109.5 . .
H21A C21 H21B 109.5 . .
N3 C21 H21C 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
N3 C22 H22A 109.5 . .
N3 C22 H22B 109.5 . .
H22A C22 H22B 109.5 . .
N3 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
Pr1 O3 2.436(6) 7_557
Pr1 O6 2.437(6) .
Pr1 O5 2.439(6) .
Pr1 O7 2.444(14) .
Pr1 O2 2.489(6) .
Pr1 O8 2.503(11) .
Pr1 O4 2.512(6) .
Pr1 O1 2.563(6) .
Pr1 O3 2.695(5) .
Pr1 C1 2.879(9) .
Pr1 C9 2.971(8) .
Pr1 Pr1 4.0645(8) 7_557
O1 C1 1.253(12) .
O2 C1 1.226(13) .
O3 C9 1.271(9) .
O3 Pr1 2.436(6) 7_557
O4 C9 1.248(9) .
O5 C16 1.265(10) .
O6 C16 1.278(11) 7_557
O7 C17 1.246(5) .
O8 C20 1.255(5) .
N1 C8 1.227(13) .
N1 C14 1.433(10) 3_455
N2 C19 1.450(5) .
N2 C18 1.454(5) .
N2 C17 1.458(5) .
N3 C20 1.454(5) .
N3 C21 1.456(5) .
N3 C22 1.459(5) .
C1 C2 1.493(12) .
C2 C7 1.355(13) .
C2 C3 1.391(14) .
C3 C4 1.368(16) .
C3 H3 0.9300 .
C4 C5 1.385(16) .
C4 H4 0.9300 .
C5 C6 1.373(15) .
C5 C8 1.468(14) .
C6 C7 1.409(13) .
C6 H6 0.9300 .
C7 H7 0.9300 .
C8 H16 0.96(2) .
C9 C10 1.518(11) .
C10 C15 1.389(10) .
C10 C11 1.403(11) .
C11 C12 1.392(11) .
C11 H11 0.9300 .
C12 C13 1.396(10) .
C12 C16 1.468(11) 6_556
C13 C14 1.403(11) .
C13 H13 0.9300 .
C14 C15 1.376(11) .
C14 N1 1.433(10) 3_545
C15 H15 0.9300 .
C16 O6 1.278(11) 7_557
C16 C12 1.468(11) 6
C18 H18A 0.9600 .
C18 H18B 0.9600 .
C18 H18C 0.9600 .
C19 H19A 0.9600 .
C19 H19B 0.9600 .
C19 H19C 0.9600 .
C21 H21A 0.9600 .
C21 H21B 0.9600 .
C21 H21C 0.9600 .
C22 H22A 0.9600 .
C22 H22B 0.9600 .
C22 H22C 0.9600 .
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
_platon_squeeze_void_content
1 0.250 0.750 0.000 196 34 ' '
2 0.750 0.250 0.000 196 34 ' '
3 0.500 0.398 0.250 149 26 ' '
4 1.000 0.898 0.250 149 26 ' '
5 0.250 0.250 0.500 196 34 ' '
6 0.750 0.750 0.500 196 34 ' '
7 0.500 0.605 0.750 146 25 ' '
8 1.000 0.105 0.750 146 25 ' '
