#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/93/4329364.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_4329364
loop_
_publ_author_name
'Manolis J. Manos'
'Eleni J. Kyprianidou'
'Giannis S. Papaefstathiou'
'Anastasios J. Tasiopoulos'
_publ_section_title
;
 Insertion of Functional Groups into a Nd3+ Metal-Organic Framework via
 Single-Crystal-to-Single-Crystal Coordinating Solvent Exchange
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6308
_journal_page_last               6314
_journal_paper_doi               10.1021/ic3005085
_journal_volume                  51
_journal_year                    2012
_chemical_formula_moiety         'C20.20 H16.40 N2.40 Nd O8'
_chemical_formula_sum            'C20.2 H16.4 N2.4 Nd O8'
_chemical_formula_weight         565.00
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_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                 100.055(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   28.894(2)
_cell_length_b                   14.2731(14)
_cell_length_c                   13.645(2)
_cell_measurement_reflns_used    4480
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.4951
_cell_measurement_theta_min      2.9915
_cell_volume                     5540.9(11)
_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  0.0581
_diffrn_reflns_av_sigmaI/netI    0.0620
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            13820
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.03
_exptl_absorpt_coefficient_mu    1.913
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74530
_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    1.355
_exptl_crystal_description       plate
_exptl_crystal_F_000             2227.2
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.539
_refine_diff_density_min         -1.007
_refine_diff_density_rms         0.147
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     315
_refine_ls_number_reflns         4869
_refine_ls_number_restraints     309
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0771
_refine_ls_R_factor_gt           0.0594
_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)+(0.1049P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1640
_refine_ls_wR_factor_ref         0.1768
_reflns_number_gt                3520
_reflns_number_total             4869
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic3005085_si_002_02.cif
_cod_data_source_block           UCY-2
_cod_original_cell_volume        5540.8(11)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_original_formula_sum        'C20.20 H16.40 N2.40 Nd O8'
_cod_database_code               4329364
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
Nd1 Nd 0.182055(11) 0.21246(3) 0.95661(3) 0.0479(2) Uani 1 1 d U
N1 N -0.0985(2) 0.4171(5) 1.1491(5) 0.0648(18) Uani 1 1 d U
N2 N 0.1193(8) 0.3816(12) 0.6736(13) 0.230(7) Uani 1 1 d DU
N3 N 0.1143(6) 0.0189(10) 0.6850(12) 0.073(5) Uani 0.40 1 d PDU
O1 O 0.1078(2) 0.1774(5) 1.0172(6) 0.089(2) Uani 1 1 d U
O2 O 0.11916(19) 0.3276(4) 0.9937(5) 0.0785(17) Uani 1 1 d U
O3 O 0.20582(16) 0.0661(4) 1.0520(4) 0.0640(14) Uani 1 1 d U
O4 O 0.26821(15) 0.1512(3) 1.0392(4) 0.0546(12) Uani 1 1 d U
O5 O 0.22861(18) 0.1685(5) 0.8308(4) 0.0780(17) Uani 1 1 d U
O6 O 0.20113(19) 0.2607(4) 1.1286(4) 0.0640(14) Uani 1 1 d U
O7 O 0.1423(4) 0.2832(5) 0.8022(7) 0.118(3) Uani 1 1 d DU
O8 O 0.1380(5) 0.0949(15) 0.8445(13) 0.060(5) Uani 0.40 1 d PU
O8A O 0.1438(7) 0.0673(13) 0.8712(14) 0.106(7) Uani 0.60 1 d PU
C1 C 0.0953(3) 0.2602(8) 1.0210(7) 0.066(2) Uani 1 1 d U
C2 C 0.0507(3) 0.2832(6) 1.0576(7) 0.067(2) Uani 1 1 d U
C3 C 0.0223(4) 0.2124(6) 1.0835(11) 0.108(5) Uani 1 1 d U
H3 H 0.0324 0.1506 1.0827 0.130 Uiso 1 1 calc R
C4 C -0.0205(4) 0.2315(7) 1.1106(11) 0.113(5) Uani 1 1 d U
H4 H -0.0401 0.1826 1.1219 0.136 Uiso 1 1 calc R
C5 C -0.0337(3) 0.3195(6) 1.1205(7) 0.073(2) Uani 1 1 d U
C6 C -0.0065(3) 0.3927(7) 1.0951(7) 0.082(3) Uani 1 1 d U
H6 H -0.0166 0.4544 1.0981 0.098 Uiso 1 1 calc R
C7 C 0.0362(3) 0.3728(7) 1.0649(8) 0.084(3) Uani 1 1 d U
H7 H 0.0550 0.4217 1.0497 0.101 Uiso 1 1 calc R
C8 C -0.0815(3) 0.3389(8) 1.1452(8) 0.082(3) Uani 1 1 d DU
H16 H -0.099(3) 0.285(4) 1.113(7) 0.098 Uiso 1 1 d D
C9 C 0.2499(2) 0.0782(5) 1.0707(6) 0.0535(18) Uani 1 1 d U
C10 C 0.2801(2) 0.0049(5) 1.1271(6) 0.0531(18) Uani 1 1 d U
C11 C 0.3277(2) -0.0032(5) 1.1188(6) 0.058(2) Uani 1 1 d U
H11 H 0.3408 0.0388 1.0793 0.070 Uiso 1 1 calc R
C12 C 0.3549(2) -0.0734(5) 1.1692(6) 0.0587(19) Uani 1 1 d U
C13 C 0.3368(2) -0.1286(5) 1.2367(6) 0.0551(18) Uani 1 1 d U
H13 H 0.3563 -0.1713 1.2754 0.066 Uiso 1 1 calc R
C14 C 0.2895(2) -0.1213(5) 1.2478(5) 0.0543(18) Uani 1 1 d U
C15 C 0.2618(2) -0.0547(5) 1.1924(5) 0.0527(18) Uani 1 1 d U
H15 H 0.2303 -0.0493 1.1984 0.063 Uiso 1 1 calc R
C16 C 0.2716(3) 0.1805(6) 0.8212(6) 0.061(2) Uani 1 1 d U
C17 C 0.1559(9) 0.3153(17) 0.7325(17) 0.223(7) Uani 1 1 d DU
C18 C 0.0668(10) 0.3871(18) 0.698(2) 0.272(8) Uani 1 1 d U
H18A H 0.0615 0.3343 0.7386 0.408 Uiso 1 1 calc R
H18B H 0.0444 0.3863 0.6375 0.408 Uiso 1 1 calc R
H18C H 0.0633 0.4440 0.7339 0.408 Uiso 1 1 calc R
C19 C 0.1412(6) 0.4253(10) 0.6021(11) 0.228(7) Uani 1 1 d DU
H19A H 0.1687 0.3907 0.5942 0.343 Uiso 1 1 calc R
H19B H 0.1499 0.4880 0.6233 0.343 Uiso 1 1 calc R
H19C H 0.1198 0.4274 0.5398 0.343 Uiso 1 1 calc R
C20 C 0.1304(6) 0.0940(10) 0.7512(11) 0.140(12) Uani 0.40 1 d PRDU
C21 C 0.0969(6) 0.0302(10) 0.5800(11) 0.108(9) Uani 0.40 1 d PRDU
H21A H 0.0895 0.0949 0.5660 0.162 Uiso 0.40 1 calc PR
H21B H 0.0691 -0.0070 0.5613 0.162 Uiso 0.40 1 calc PR
H21C H 0.1204 0.0103 0.5429 0.162 Uiso 0.40 1 calc PR
C22 C 0.1264(15) -0.065(2) 0.750(3) 0.162(15) Uani 0.40 1 d PDU
H22A H 0.1299 -0.0465 0.8185 0.243 Uiso 0.40 1 calc PR
H22B H 0.1553 -0.0917 0.7376 0.243 Uiso 0.40 1 calc PR
H22C H 0.1017 -0.1105 0.7355 0.243 Uiso 0.40 1 calc PR
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'
Nd Nd -0.1943 3.0179 '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 Nd1 O6 73.33(18) 7_557 .
O4 Nd1 O7 82.8(3) 7_557 .
O6 Nd1 O7 135.7(2) . .
O4 Nd1 O5 79.91(19) 7_557 .
O6 Nd1 O5 134.14(18) . .
O7 Nd1 O5 74.5(3) . .
O4 Nd1 O8 143.4(4) 7_557 .
O6 Nd1 O8 143.3(4) . .
O7 Nd1 O8 68.4(5) . .
O5 Nd1 O8 71.2(4) . .
O4 Nd1 O1 134.45(19) 7_557 .
O6 Nd1 O1 78.3(2) . .
O7 Nd1 O1 93.8(3) . .
O5 Nd1 O1 142.9(2) . .
O8 Nd1 O1 71.8(5) . .
O4 Nd1 O3 123.68(16) 7_557 .
O6 Nd1 O3 74.7(2) . .
O7 Nd1 O3 147.6(2) . .
O5 Nd1 O3 90.9(2) . .
O8 Nd1 O3 79.6(5) . .
O1 Nd1 O3 80.36(19) . .
O4 Nd1 O8A 151.7(5) 7_557 .
O6 Nd1 O8A 133.4(4) . .
O7 Nd1 O8A 80.8(4) . .
O5 Nd1 O8A 73.5(5) . .
O8 Nd1 O8A 12.4(6) . .
O1 Nd1 O8A 69.8(5) . .
O3 Nd1 O8A 67.2(4) . .
O4 Nd1 O2 85.31(17) 7_557 .
O6 Nd1 O2 71.0(2) . .
O7 Nd1 O2 70.2(3) . .
O5 Nd1 O2 143.1(2) . .
O8 Nd1 O2 104.6(5) . .
O1 Nd1 O2 51.66(19) . .
O3 Nd1 O2 125.01(18) . .
O8A Nd1 O2 110.3(5) . .
O4 Nd1 O4 75.44(16) 7_557 .
O6 Nd1 O4 69.43(17) . .
O7 Nd1 O4 139.3(3) . .
O5 Nd1 O4 68.16(18) . .
O8 Nd1 O4 112.2(5) . .
O1 Nd1 O4 125.8(2) . .
O3 Nd1 O4 50.17(14) . .
O8A Nd1 O4 103.0(4) . .
O2 Nd1 O4 139.50(19) . .
O4 Nd1 C1 110.4(2) 7_557 .
O6 Nd1 C1 72.5(2) . .
O7 Nd1 C1 82.0(3) . .
O5 Nd1 C1 153.1(2) . .
O8 Nd1 C1 88.2(5) . .
O1 Nd1 C1 25.4(2) . .
O3 Nd1 C1 102.4(2) . .
O8A Nd1 C1 90.0(5) . .
O2 Nd1 C1 26.3(2) . .
O4 Nd1 C1 137.7(2) . .
O4 Nd1 C9 99.86(18) 7_557 .
O6 Nd1 C9 70.0(2) . .
O7 Nd1 C9 152.5(3) . .
O5 Nd1 C9 79.0(2) . .
O8 Nd1 C9 96.2(5) . .
O1 Nd1 C9 103.0(2) . .
O3 Nd1 C9 24.80(17) . .
O8A Nd1 C9 84.8(4) . .
O2 Nd1 C9 137.2(2) . .
O4 Nd1 C9 25.38(15) . .
C1 Nd1 C9 121.4(2) . .
C8 N1 C12 119.6(7) . 3_455
C19 N2 C17 106.6(16) . .
C19 N2 C18 132.9(19) . .
C17 N2 C18 120.4(17) . .
C20 N3 C21 124.3(13) . .
C20 N3 C22 102.1(18) . .
C21 N3 C22 133.2(18) . .
C1 O1 Nd1 95.6(5) . .
C1 O2 Nd1 90.7(5) . .
C9 O3 Nd1 99.6(4) . .
C9 O4 Nd1 158.4(5) . 7_557
C9 O4 Nd1 90.0(4) . .
Nd1 O4 Nd1 104.56(16) 7_557 .
C16 O5 Nd1 134.4(5) . .
C16 O6 Nd1 136.8(5) 7_557 .
C17 O7 Nd1 133.1(15) . .
O8A O8 C20 131(5) . .
O8A O8 Nd1 91(3) . .
C20 O8 Nd1 128.1(13) . .
O8 O8A C20 35(3) . .
O8 O8A Nd1 77(3) . .
C20 O8A Nd1 105.9(10) . .
O1 C1 O2 121.9(7) . .
O1 C1 C2 119.8(8) . .
O2 C1 C2 118.2(9) . .
O1 C1 Nd1 59.0(4) . .
O2 C1 Nd1 63.0(4) . .
C2 C1 Nd1 178.1(7) . .
C7 C2 C3 117.7(8) . .
C7 C2 C1 121.7(8) . .
C3 C2 C1 120.5(8) . .
C4 C3 C2 121.5(9) . .
C4 C3 H3 119.3 . .
C2 C3 H3 119.3 . .
C5 C4 C3 120.2(9) . .
C5 C4 H4 119.9 . .
C3 C4 H4 119.9 . .
C4 C5 C6 120.2(8) . .
C4 C5 C8 119.3(9) . .
C6 C5 C8 119.9(8) . .
C5 C6 C7 119.1(9) . .
C5 C6 H6 120.4 . .
C7 C6 H6 120.4 . .
C2 C7 C6 121.0(9) . .
C2 C7 H7 119.5 . .
C6 C7 H7 119.5 . .
N1 C8 C5 124.7(8) . .
N1 C8 H16 124(6) . .
C5 C8 H16 100(6) . .
O3 C9 O4 120.3(6) . .
O3 C9 C10 119.1(6) . .
O4 C9 C10 120.6(6) . .
O3 C9 Nd1 55.6(4) . .
O4 C9 Nd1 64.7(3) . .
C10 C9 Nd1 174.7(5) . .
C15 C10 C11 119.1(7) . .
C15 C10 C9 120.2(6) . .
C11 C10 C9 120.6(6) . .
C12 C11 C10 119.9(6) . .
C12 C11 H11 120.0 . .
C10 C11 H11 120.0 . .
C13 C12 C11 119.9(6) . .
C13 C12 N1 123.5(7) . 3_545
C11 C12 N1 116.6(6) . 3_545
C12 C13 C14 121.1(7) . .
C12 C13 H13 119.4 . .
C14 C13 H13 119.4 . .
C15 C14 C13 118.3(7) . .
C15 C14 C16 122.0(6) . 6_556
C13 C14 C16 119.7(7) . 6_556
C14 C15 C10 121.3(6) . .
C14 C15 H15 119.3 . .
C10 C15 H15 119.3 . .
O6 C16 O5 123.7(7) 7_557 .
O6 C16 C14 119.2(6) 7_557 6
O5 C16 C14 117.1(7) . 6
O7 C17 N2 111.3(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 129.2(15) . .
O8 C20 O8A 14.4(15) . .
N3 C20 O8A 116.5(12) . .
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
Nd1 O4 2.414(5) 7_557
Nd1 O6 2.415(6) .
Nd1 O7 2.436(8) .
Nd1 O5 2.440(5) .
Nd1 O8 2.468(17) .
Nd1 O1 2.480(5) .
Nd1 O3 2.494(5) .
Nd1 O8A 2.54(2) .
Nd1 O2 2.565(5) .
Nd1 O4 2.693(5) .
Nd1 C1 2.879(8) .
Nd1 C9 2.979(7) .
N1 C8 1.224(11) .
N1 C12 1.427(8) 3_455
N2 C19 1.398(15) .
N2 C17 1.537(17) .
N2 C18 1.61(3) .
N3 C20 1.426(14) .
N3 C21 1.442(15) .
N3 C22 1.493(18) .
O1 C1 1.240(11) .
O2 C1 1.276(11) .
O3 C9 1.267(8) .
O4 C9 1.277(8) .
O4 Nd1 2.414(5) 7_557
O5 C16 1.283(9) .
O6 C16 1.268(10) 7_557
O7 C17 1.183(16) .
O8 O8A 0.54(3) .
O8 C20 1.25(2) .
O8A C20 1.66(2) .
C1 C2 1.497(11) .
C2 C7 1.354(11) .
C2 C3 1.386(12) .
C3 C4 1.377(13) .
C3 H3 0.9300 .
C4 C5 1.325(13) .
C4 H4 0.9300 .
C5 C6 1.387(12) .
C5 C8 1.506(12) .
C6 C7 1.398(11) .
C6 H6 0.9300 .
C7 H7 0.9300 .
C8 H16 0.982(10) .
C9 C10 1.488(10) .
C10 C15 1.400(10) .
C10 C11 1.403(9) .
C11 C12 1.381(10) .
C11 H11 0.9300 .
C12 C13 1.381(10) .
C12 N1 1.427(8) 3_545
C13 C14 1.407(9) .
C13 H13 0.9300 .
C14 C15 1.381(10) .
C14 C16 1.471(10) 6_556
C15 H15 0.9300 .
C16 O6 1.268(10) 7_557
C16 C14 1.471(10) 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 .
