#------------------------------------------------------------------------------
#$Date: 2016-03-23 16:50:47 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179396 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/93/4329366.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_4329366
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         'C22 H20 N Nd O8'
_chemical_formula_sum            'C22 H20 N Nd O8'
_chemical_formula_weight         570.63
_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                 103.661(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   28.6181(18)
_cell_length_b                   14.4649(10)
_cell_length_c                   12.8273(10)
_cell_measurement_reflns_used    5042
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.4986
_cell_measurement_theta_min      2.9241
_cell_volume                     5159.7(6)
_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  0.0539
_diffrn_reflns_av_sigmaI/netI    0.0627
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12195
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.93
_exptl_absorpt_coefficient_mu    2.054
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91409
_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    1.469
_exptl_crystal_description       plate
_exptl_crystal_F_000             2264
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.257
_refine_diff_density_min         -1.114
_refine_diff_density_rms         0.148
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         4541
_refine_ls_number_restraints     50
_refine_ls_restrained_S_all      1.116
_refine_ls_R_factor_all          0.0633
_refine_ls_R_factor_gt           0.0484
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0843P)²+1.6978P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1403
_refine_ls_wR_factor_ref         0.1495
_reflns_number_gt                3496
_reflns_number_total             4541
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic3005085_si_002_04.cif
_cod_data_source_block           UCY-2-acetone
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4329366
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 0.819715(12) 0.28617(3) 0.55916(3) 0.02856(18) Uani 1 1 d .
O1 O 0.8939(2) 0.3271(4) 0.4988(6) 0.0607(18) Uani 1 1 d .
O2 O 0.88422(18) 0.1796(4) 0.5280(4) 0.0454(13) Uani 1 1 d .
O3 O 0.79466(16) 0.4346(3) 0.4649(4) 0.0387(12) Uani 1 1 d .
O4 O 0.76870(16) 0.1510(3) 0.5361(4) 0.0319(11) Uani 1 1 d .
O5 O 0.77158(17) 0.3225(4) 0.6849(4) 0.0409(13) Uani 1 1 d .
O6 O 0.80070(17) 0.2464(4) 0.3712(4) 0.0348(11) Uani 1 1 d .
O7 O 0.8560(3) 0.2017(5) 0.7282(5) 0.091(3) Uani 1 1 d D
O8 O 0.8635(3) 0.4049(8) 0.6812(7) 0.129(4) Uani 1 1 d DU
N1 N 1.0960(2) 0.0869(5) 0.3522(5) 0.0427(16) Uani 1 1 d .
C1 C 0.9062(3) 0.2452(6) 0.4966(7) 0.0409(18) Uani 1 1 d .
C2 C 0.9498(3) 0.2230(5) 0.4530(7) 0.041(2) Uani 1 1 d .
C3 C 0.9629(2) 0.1314(5) 0.4418(6) 0.0402(18) Uani 1 1 d .
H3 H 0.9439 0.0838 0.4579 0.048 Uiso 1 1 calc R
C4 C 1.0042(3) 0.1103(6) 0.4070(6) 0.046(2) Uani 1 1 d .
H4 H 1.0125 0.0491 0.3984 0.055 Uiso 1 1 calc R
C5 C 1.0334(3) 0.1838(6) 0.3847(7) 0.050(2) Uani 1 1 d .
C6 C 1.0201(4) 0.2754(6) 0.3962(10) 0.069(3) Uani 1 1 d .
H6 H 1.0397 0.3235 0.3840 0.083 Uiso 1 1 calc R
C7 C 0.9772(3) 0.2944(6) 0.4262(10) 0.067(3) Uani 1 1 d .
H7 H 0.9669 0.3553 0.4283 0.081 Uiso 1 1 calc R
C8 C 1.0791(3) 0.1676(7) 0.3566(7) 0.052(2) Uani 1 1 d D
H16 H 1.097(3) 0.228(4) 0.353(7) 0.062 Uiso 1 1 d D
C9 C 0.7507(2) 0.4233(5) 0.4391(6) 0.0327(16) Uani 1 1 d .
C10 C 0.7190(2) 0.4959(5) 0.3788(5) 0.0290(15) Uani 1 1 d .
C11 C 0.6712(2) 0.5051(5) 0.3867(6) 0.0339(16) Uani 1 1 d .
H11 H 0.6580 0.4627 0.4261 0.041 Uiso 1 1 calc R
C12 C 0.6436(2) 0.5792(5) 0.3342(6) 0.0344(17) Uani 1 1 d .
C13 C 0.6612(2) 0.6364(5) 0.2673(5) 0.0328(16) Uani 1 1 d .
H13 H 0.6417 0.6822 0.2285 0.039 Uiso 1 1 calc R
C14 C 0.7084(2) 0.6254(5) 0.2579(5) 0.0300(15) Uani 1 1 d .
C15 C 0.7366(2) 0.5574(5) 0.3156(5) 0.0285(15) Uani 1 1 d .
H15 H 0.7686 0.5528 0.3119 0.034 Uiso 1 1 calc R
C16 C 0.7277(3) 0.3107(5) 0.6845(6) 0.0335(17) Uani 1 1 d .
C17 C 0.8867(5) 0.1516(9) 0.7881(9) 0.133(6) Uani 1 1 d DU
C18 C 0.8697(7) 0.0915(10) 0.8673(11) 0.161(8) Uani 1 1 d DU
H18A H 0.8390 0.1128 0.8750 0.241 Uiso 1 1 calc R
H18B H 0.8925 0.0944 0.9355 0.241 Uiso 1 1 calc R
H18C H 0.8669 0.0287 0.8421 0.241 Uiso 1 1 calc R
C19 C 0.9354(4) 0.1209(13) 0.7741(13) 0.215(11) Uani 1 1 d DU
H19A H 0.9453 0.1604 0.7231 0.322 Uiso 1 1 calc R
H19B H 0.9334 0.0582 0.7487 0.322 Uiso 1 1 calc R
H19C H 0.9585 0.1246 0.8418 0.322 Uiso 1 1 calc R
C20 C 0.8725(11) 0.4603(14) 0.7585(14) 0.233(7) Uani 1 1 d DU
C21 C 0.8612(10) 0.5600(17) 0.730(2) 0.266(8) Uani 1 1 d DU
H21A H 0.8551 0.5674 0.6533 0.400 Uiso 1 1 calc R
H21B H 0.8880 0.5979 0.7637 0.400 Uiso 1 1 calc R
H21C H 0.8333 0.5783 0.7538 0.400 Uiso 1 1 calc R
C22 C 0.8812(9) 0.4620(17) 0.8788(14) 0.209(7) Uani 1 1 d DU
H22A H 0.8871 0.4003 0.9062 0.313 Uiso 1 1 calc R
H22B H 0.8535 0.4867 0.8988 0.313 Uiso 1 1 calc R
H22C H 0.9087 0.5001 0.9081 0.313 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'
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
O6 Nd1 O5 133.65(16) . .
O6 Nd1 O4 72.39(16) . .
O5 Nd1 O4 80.48(17) . .
O6 Nd1 O8 139.8(2) . .
O5 Nd1 O8 73.0(2) . .
O4 Nd1 O8 147.7(2) . .
O6 Nd1 O3 75.43(17) . .
O5 Nd1 O3 89.57(17) . .
O4 Nd1 O3 122.89(15) . .
O8 Nd1 O3 75.6(3) . .
O6 Nd1 O7 134.6(2) . .
O5 Nd1 O7 73.2(2) . .
O4 Nd1 O7 79.9(2) . .
O8 Nd1 O7 75.1(3) . .
O3 Nd1 O7 149.3(2) . .
O6 Nd1 O1 75.75(19) . .
O5 Nd1 O1 144.8(2) . .
O4 Nd1 O1 133.40(17) . .
O8 Nd1 O1 71.9(2) . .
O3 Nd1 O1 79.20(18) . .
O7 Nd1 O1 100.2(3) . .
O6 Nd1 O2 72.26(17) . .
O5 Nd1 O2 142.93(18) . .
O4 Nd1 O2 85.93(16) . .
O8 Nd1 O2 104.3(3) . .
O3 Nd1 O2 126.30(16) . .
O7 Nd1 O2 70.5(2) . .
O1 Nd1 O2 52.04(17) . .
O6 Nd1 O4 70.21(15) . 7_656
O5 Nd1 O4 66.82(15) . 7_656
O4 Nd1 O4 75.05(16) . 7_656
O8 Nd1 O4 109.6(3) . 7_656
O3 Nd1 O4 49.90(14) . 7_656
O7 Nd1 O4 135.5(2) . 7_656
O1 Nd1 O4 123.74(18) . 7_656
O2 Nd1 O4 141.52(16) . 7_656
O6 Nd1 C1 71.0(2) . .
O5 Nd1 C1 155.2(2) . .
O4 Nd1 C1 109.8(2) . .
O8 Nd1 C1 88.8(3) . .
O3 Nd1 C1 102.3(2) . .
O7 Nd1 C1 86.1(3) . .
O1 Nd1 C1 25.8(2) . .
O2 Nd1 C1 26.3(2) . .
O4 Nd1 C1 136.92(19) 7_656 .
O6 Nd1 C9 71.02(18) . .
O5 Nd1 C9 77.62(18) . .
O4 Nd1 C9 99.73(17) . .
O8 Nd1 C9 92.3(3) . .
O3 Nd1 C9 24.22(16) . .
O7 Nd1 C9 150.5(2) . .
O1 Nd1 C9 101.03(19) . .
O2 Nd1 C9 138.98(17) . .
O4 Nd1 C9 25.68(15) 7_656 .
C1 Nd1 C9 120.8(2) . .
O6 Nd1 Nd1 66.10(11) . 7_656
O5 Nd1 Nd1 68.90(12) . 7_656
O4 Nd1 Nd1 39.92(10) . 7_656
O8 Nd1 Nd1 136.6(2) . 7_656
O3 Nd1 Nd1 84.01(10) . 7_656
O7 Nd1 Nd1 111.7(2) . 7_656
O1 Nd1 Nd1 141.09(16) . 7_656
O2 Nd1 Nd1 118.53(13) . 7_656
O4 Nd1 Nd1 35.13(10) 7_656 7_656
C1 Nd1 Nd1 133.37(16) . 7_656
C9 Nd1 Nd1 60.14(13) . 7_656
C1 O1 Nd1 92.8(5) . .
C1 O2 Nd1 91.7(5) . .
C9 O3 Nd1 100.1(4) . .
C9 O4 Nd1 158.6(4) 7_656 .
C9 O4 Nd1 88.9(4) 7_656 7_656
Nd1 O4 Nd1 104.95(16) . 7_656
C16 O5 Nd1 133.6(5) . .
C16 O6 Nd1 133.4(4) 7_656 .
C17 O7 Nd1 154.9(8) . .
C20 O8 Nd1 158.3(16) . .
C8 N1 C12 117.6(6) . 3_545
O1 C1 O2 123.2(7) . .
O1 C1 C2 118.4(7) . .
O2 C1 C2 118.4(7) . .
O1 C1 Nd1 61.4(4) . .
O2 C1 Nd1 62.0(4) . .
C2 C1 Nd1 174.9(6) . .
C7 C2 C3 120.1(7) . .
C7 C2 C1 119.7(7) . .
C3 C2 C1 120.3(7) . .
C4 C3 C2 120.7(7) . .
C4 C3 H3 119.7 . .
C2 C3 H3 119.7 . .
C3 C4 C5 119.0(7) . .
C3 C4 H4 120.5 . .
C5 C4 H4 120.5 . .
C6 C5 C4 120.1(7) . .
C6 C5 C8 117.5(8) . .
C4 C5 C8 122.3(8) . .
C5 C6 C7 119.6(8) . .
C5 C6 H6 120.2 . .
C7 C6 H6 120.2 . .
C2 C7 C6 120.4(8) . .
C2 C7 H7 119.8 . .
C6 C7 H7 119.8 . .
N1 C8 C5 122.1(8) . .
N1 C8 H16 126(5) . .
C5 C8 H16 112(5) . .
O3 C9 O4 121.2(7) . 7_656
O3 C9 C10 120.4(6) . .
O4 C9 C10 118.4(6) 7_656 .
O3 C9 Nd1 55.7(4) . .
O4 C9 Nd1 65.5(3) 7_656 .
C10 C9 Nd1 176.2(4) . .
C15 C10 C11 118.8(6) . .
C15 C10 C9 120.0(5) . .
C11 C10 C9 121.1(6) . .
C10 C11 C12 119.0(6) . .
C10 C11 H11 120.5 . .
C12 C11 H11 120.5 . .
C13 C12 C11 120.8(6) . .
C13 C12 N1 123.7(6) . 3_455
C11 C12 N1 115.4(6) . 3_455
C12 C13 C14 119.4(6) . .
C12 C13 H13 120.3 . .
C14 C13 H13 120.3 . .
C15 C14 C13 119.6(6) . .
C15 C14 C16 121.2(6) . 6_565
C13 C14 C16 119.2(6) . 6_565
C14 C15 C10 121.9(6) . .
C14 C15 H15 119.0 . .
C10 C15 H15 119.0 . .
O6 C16 O5 126.8(7) 7_656 .
O6 C16 C14 118.2(6) 7_656 6_566
O5 C16 C14 115.0(6) . 6_566
O7 C17 C18 117.3(12) . .
O7 C17 C19 129.0(12) . .
C18 C17 C19 111.3(12) . .
C17 C18 H18A 109.5 . .
C17 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C17 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C17 C19 H19A 109.5 . .
C17 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
C17 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
O8 C20 C22 141(2) . .
O8 C20 C21 115(2) . .
C22 C20 C21 102.1(15) . .
C20 C21 H21A 109.5 . .
C20 C21 H21B 109.5 . .
H21A C21 H21B 109.5 . .
C20 C21 H21C 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
C20 C22 H22A 109.5 . .
C20 C22 H22B 109.5 . .
H22A C22 H22B 109.5 . .
C20 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 O6 2.413(5) .
Nd1 O5 2.414(4) .
Nd1 O4 2.417(5) .
Nd1 O8 2.459(9) .
Nd1 O3 2.486(5) .
Nd1 O7 2.492(7) .
Nd1 O1 2.496(5) .
Nd1 O2 2.509(5) .
Nd1 O4 2.695(4) 7_656
Nd1 C1 2.839(7) .
Nd1 C9 2.962(7) .
Nd1 Nd1 4.0571(7) 7_656
O1 C1 1.238(10) .
O2 C1 1.257(10) .
O3 C9 1.234(8) .
O4 C9 1.284(8) 7_656
O4 Nd1 2.695(4) 7_656
O5 C16 1.266(8) .
O6 C16 1.257(9) 7_656
O7 C17 1.253(5) .
O8 C20 1.253(3) .
N1 C8 1.269(10) .
N1 C12 1.440(8) 3_545
C1 C2 1.517(10) .
C2 C7 1.388(11) .
C2 C3 1.394(10) .
C3 C4 1.392(10) .
C3 H3 0.9300 .
C4 C5 1.421(11) .
C4 H4 0.9300 .
C5 C6 1.396(12) .
C5 C8 1.457(10) .
C6 C7 1.398(12) .
C6 H6 0.9300 .
C7 H7 0.9300 .
C8 H16 1.02(3) .
C9 O4 1.284(8) 7_656
C9 C10 1.482(10) .
C10 C15 1.378(9) .
C10 C11 1.399(9) .
C11 C12 1.406(10) .
C11 H11 0.9300 .
C12 C13 1.371(9) .
C12 N1 1.440(8) 3_455
C13 C14 1.395(9) .
C13 H13 0.9300 .
C14 C15 1.372(9) .
C14 C16 1.513(9) 6_565
C15 H15 0.9300 .
C16 O6 1.257(9) 7_656
C16 C14 1.513(9) 6_566
C17 C18 1.502(5) .
C17 C19 1.515(5) .
C18 H18A 0.9600 .
C18 H18B 0.9600 .
C18 H18C 0.9600 .
C19 H19A 0.9600 .
C19 H19B 0.9600 .
C19 H19C 0.9600 .
C20 C22 1.504(3) .
C20 C21 1.505(3) .
C21 H21A 0.9600 .
C21 H21B 0.9600 .
C21 H21C 0.9600 .
C22 H22A 0.9600 .
C22 H22B 0.9600 .
C22 H22C 0.9600 .
