#------------------------------------------------------------------------------
#$Date: 2016-03-23 16:50:47 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179396 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/93/4329365.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_4329365
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         'C26 H22 N2 Nd O9'
_chemical_formula_sum            'C26 H22 N2 Nd O9'
_chemical_formula_weight         650.70
_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                 100.014(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   28.2238(8)
_cell_length_b                   15.1581(5)
_cell_length_c                   13.5868(5)
_cell_measurement_reflns_used    5437
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.8058
_cell_measurement_theta_min      2.9257
_cell_volume                     5724.1(3)
_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 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0415
_diffrn_reflns_av_sigmaI/netI    0.0494
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14117
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.93
_exptl_absorpt_coefficient_mu    1.857
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71664
_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    1.504
_exptl_crystal_description       plate
_exptl_crystal_F_000             2592
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.400
_refine_diff_density_min         -0.652
_refine_diff_density_rms         0.126
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     349
_refine_ls_number_reflns         5044
_refine_ls_number_restraints     90
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0406
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0638P)²+11.9629P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1128
_refine_ls_wR_factor_ref         0.1180
_reflns_number_gt                4072
_reflns_number_total             5044
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic3005085_si_002_03.cif
_cod_data_source_block           UCY-2-2hpH2
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4329365
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 0.319489(9) 0.213217(18) 0.53874(2) 0.01868(12) Uani 1 1 d .
O1 O 0.38904(14) 0.1845(3) 0.4450(3) 0.0356(10) Uani 1 1 d .
O2 O 0.39102(15) 0.3079(3) 0.5309(4) 0.0490(13) Uani 1 1 d .
O3 O 0.29701(12) 0.0902(2) 0.4202(3) 0.0274(9) Uani 1 1 d .
O4 O 0.26664(12) 0.3328(3) 0.5620(3) 0.0284(9) Uani 1 1 d .
O5 O 0.30156(15) 0.2964(3) 0.3871(3) 0.0374(11) Uani 1 1 d .
O6 O 0.27147(13) 0.1393(3) 0.6466(3) 0.0362(10) Uani 1 1 d .
O7 O 0.35326(19) 0.2643(4) 0.7115(4) 0.0581(14) Uani 1 1 d D
O8 O 0.37040(16) 0.0922(3) 0.6274(4) 0.0507(12) Uani 1 1 d D
O9 O 0.3839(3) -0.0747(6) 0.7738(6) 0.125(3) Uani 1 1 d U
H9 H 0.3798 -0.1012 0.8242 0.187 Uiso 1 1 calc R
N1 N 0.59844(17) 0.4404(4) 0.3417(4) 0.0396(14) Uani 1 1 d .
N2 N 0.3519(6) 0.3386(12) 0.8674(11) 0.183(6) Uani 1 1 d DU
C1 C 0.4081(2) 0.2568(5) 0.4721(5) 0.0365(15) Uani 1 1 d .
C2 C 0.4523(2) 0.2856(4) 0.4323(5) 0.0386(16) Uani 1 1 d .
C3 C 0.4822(2) 0.2227(5) 0.3995(6) 0.0475(19) Uani 1 1 d .
H3 H 0.4735 0.1636 0.3969 0.057 Uiso 1 1 calc R
C4 C 0.5247(3) 0.2487(5) 0.3711(6) 0.058(2) Uani 1 1 d .
H4 H 0.5453 0.2067 0.3519 0.069 Uiso 1 1 calc R
C5 C 0.5370(2) 0.3396(5) 0.3710(5) 0.0472(19) Uani 1 1 d .
C6 C 0.5065(2) 0.4003(5) 0.4008(6) 0.057(2) Uani 1 1 d .
H6 H 0.5137 0.4600 0.3989 0.069 Uiso 1 1 calc R
C7 C 0.4649(2) 0.3740(5) 0.4337(6) 0.053(2) Uani 1 1 d .
H7 H 0.4454 0.4157 0.4568 0.063 Uiso 1 1 calc R
C8 C 0.5835(2) 0.3614(5) 0.3435(5) 0.0468(18) Uani 1 1 d D
C9 C 0.25250(19) 0.0997(4) 0.4057(4) 0.0242(12) Uani 1 1 d .
C10 C 0.22119(18) 0.0303(4) 0.3502(4) 0.0245(12) Uani 1 1 d .
C11 C 0.17379(19) 0.0198(4) 0.3659(4) 0.0298(14) Uani 1 1 d .
H11 H 0.1614 0.0574 0.4090 0.036 Uiso 1 1 calc R
C12 C 0.14548(19) -0.0467(4) 0.3170(4) 0.0309(14) Uani 1 1 d .
C13 C 0.1627(2) -0.0989(4) 0.2474(4) 0.0326(14) Uani 1 1 d .
H13 H 0.1427 -0.1408 0.2115 0.039 Uiso 1 1 calc R
C14 C 0.20990(19) -0.0889(4) 0.2308(4) 0.0279(13) Uani 1 1 d .
C15 C 0.23918(18) -0.0242(4) 0.2831(4) 0.0249(12) Uani 1 1 d .
H15 H 0.2707 -0.0175 0.2731 0.030 Uiso 1 1 calc R
C16 C 0.2719(2) 0.3527(4) 0.3428(4) 0.0304(14) Uani 1 1 d .
C17 C 0.3307(6) 0.2838(11) 0.7846(12) 0.162(6) Uani 1 1 d DU
C18 C 0.3103(10) 0.373(2) 0.918(2) 0.365(16) Uani 1 1 d DU
H18A H 0.3231 0.4116 0.9724 0.548 Uiso 1 1 calc R
H18B H 0.2945 0.3243 0.9435 0.548 Uiso 1 1 calc R
H18C H 0.2876 0.4048 0.8703 0.548 Uiso 1 1 calc R
C19 C 0.4015(8) 0.3728(19) 0.870(2) 0.304(13) Uani 1 1 d DU
H19A H 0.4101 0.4107 0.9268 0.455 Uiso 1 1 calc R
H19B H 0.4027 0.4054 0.8100 0.455 Uiso 1 1 calc R
H19C H 0.4236 0.3244 0.8749 0.455 Uiso 1 1 calc R
C20 C 0.3867(4) 0.0090(7) 0.5904(8) 0.102(4) Uani 1 1 d U
H20A H 0.4185 -0.0043 0.6269 0.122 Uiso 1 1 calc R
H20B H 0.3892 0.0161 0.5207 0.122 Uiso 1 1 calc R
C21 C 0.3539(4) -0.0681(6) 0.6000(8) 0.081(3) Uani 1 1 d DU
C22 C 0.3525(3) -0.1066(6) 0.6929(7) 0.067(2) Uani 1 1 d DU
C23 C 0.3229(4) -0.1726(6) 0.7009(8) 0.077(3) Uani 1 1 d DU
H23 H 0.3223 -0.1976 0.7631 0.092 Uiso 1 1 calc R
C24 C 0.2934(6) -0.2040(8) 0.6196(12) 0.195(9) Uani 1 1 d DU
H24 H 0.2726 -0.2503 0.6251 0.234 Uiso 1 1 calc R
C25 C 0.2949(7) -0.1661(12) 0.5285(16) 0.228(10) Uani 1 1 d DU
H25 H 0.2746 -0.1869 0.4720 0.273 Uiso 1 1 calc R
C26 C 0.3250(5) -0.0998(10) 0.5201(10) 0.168(7) Uani 1 1 d DU
H26 H 0.3258 -0.0755 0.4576 0.201 Uiso 1 1 calc R
H16 H 0.592(5) 0.321(8) 0.290(8) 0.201 Uiso 1 1 d D
H17 H 0.373(5) 0.071(9) 0.698(4) 0.201 Uiso 1 1 d D
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
O5 Nd1 O4 70.88(13) . .
O5 Nd1 O6 134.76(14) . .
O4 Nd1 O6 81.09(13) . .
O5 Nd1 O3 81.11(14) . .
O4 Nd1 O3 124.07(12) . .
O6 Nd1 O3 86.46(13) . .
O5 Nd1 O7 129.37(18) . .
O4 Nd1 O7 77.67(16) . .
O6 Nd1 O7 74.83(17) . .
O3 Nd1 O7 149.10(16) . .
O5 Nd1 O2 73.22(17) . .
O4 Nd1 O2 95.53(14) . .
O6 Nd1 O2 146.06(15) . .
O3 Nd1 O2 121.60(12) . .
O7 Nd1 O2 71.48(17) . .
O5 Nd1 O8 144.82(14) . .
O4 Nd1 O8 143.72(15) . .
O6 Nd1 O8 72.92(14) . .
O3 Nd1 O8 79.70(15) . .
O7 Nd1 O8 71.47(18) . .
O2 Nd1 O8 92.37(17) . .
O5 Nd1 O1 74.12(13) . .
O4 Nd1 O1 137.87(13) . .
O6 Nd1 O1 141.03(13) . .
O3 Nd1 O1 71.29(12) . .
O7 Nd1 O1 108.70(16) . .
O2 Nd1 O1 51.65(14) . .
O8 Nd1 O1 71.90(14) . .
O5 Nd1 O4 70.08(14) . 7_556
O4 Nd1 O4 74.59(13) . 7_556
O6 Nd1 O4 68.61(13) . 7_556
O3 Nd1 O4 50.28(11) . 7_556
O7 Nd1 O4 136.73(14) . 7_556
O2 Nd1 O4 143.24(15) . 7_556
O8 Nd1 O4 116.74(15) . 7_556
O1 Nd1 O4 114.20(13) . 7_556
O5 Nd1 C1 70.94(17) . .
O4 Nd1 C1 117.43(17) . .
O6 Nd1 C1 154.04(16) . .
O3 Nd1 C1 96.11(16) . .
O7 Nd1 C1 90.82(18) . .
O2 Nd1 C1 26.03(17) . .
O8 Nd1 C1 82.11(17) . .
O1 Nd1 C1 25.65(17) . .
O4 Nd1 C1 131.47(15) 7_556 .
O5 Nd1 C9 76.24(16) . .
O4 Nd1 C9 100.13(14) . .
O6 Nd1 C9 74.61(14) . .
O3 Nd1 C9 24.79(12) . .
O7 Nd1 C9 149.32(16) . .
O2 Nd1 C9 138.64(14) . .
O8 Nd1 C9 96.91(17) . .
O1 Nd1 C9 93.51(14) . .
O4 Nd1 C9 25.64(13) 7_556 .
C1 Nd1 C9 116.23(17) . .
O5 Nd1 Nd1 65.16(9) . 7_556
O4 Nd1 Nd1 39.55(9) . 7_556
O6 Nd1 Nd1 70.54(9) . 7_556
O3 Nd1 Nd1 84.92(8) . 7_556
O7 Nd1 Nd1 110.71(12) . 7_556
O2 Nd1 Nd1 125.91(12) . 7_556
O8 Nd1 Nd1 141.01(11) . 7_556
O1 Nd1 Nd1 135.44(10) . 7_556
O4 Nd1 Nd1 35.04(8) 7_556 7_556
C1 Nd1 Nd1 135.38(13) . 7_556
C9 Nd1 Nd1 60.61(10) . 7_556
C1 O1 Nd1 91.9(3) . .
C1 O2 Nd1 94.3(4) . .
C9 O3 Nd1 98.8(3) . .
C9 O4 Nd1 164.6(4) 7_556 .
C9 O4 Nd1 89.1(3) 7_556 7_556
Nd1 O4 Nd1 105.41(13) . 7_556
C16 O5 Nd1 141.7(3) . .
C16 O6 Nd1 132.5(4) 7_556 .
C17 O7 Nd1 129.0(9) . .
C20 O8 Nd1 130.9(5) . .
C20 O8 H17 95(9) . .
Nd1 O8 H17 129(8) . .
C22 O9 H9 109.5 . .
C8 N1 C12 117.1(5) . 3
C17 N2 C19 118.7(18) . .
C17 N2 C18 107.3(16) . .
C19 N2 C18 131(2) . .
O1 C1 O2 122.1(5) . .
O1 C1 C2 119.4(6) . .
O2 C1 C2 118.6(6) . .
O1 C1 Nd1 62.5(3) . .
O2 C1 Nd1 59.7(3) . .
C2 C1 Nd1 175.3(5) . .
C7 C2 C3 119.8(5) . .
C7 C2 C1 120.1(6) . .
C3 C2 C1 119.9(6) . .
C4 C3 C2 119.7(6) . .
C4 C3 H3 120.1 . .
C2 C3 H3 120.1 . .
C3 C4 C5 120.2(7) . .
C3 C4 H4 119.9 . .
C5 C4 H4 119.9 . .
C6 C5 C4 119.0(6) . .
C6 C5 C8 124.2(6) . .
C4 C5 C8 116.8(6) . .
C5 C6 C7 120.9(7) . .
C5 C6 H6 119.6 . .
C7 C6 H6 119.6 . .
C6 C7 C2 120.3(6) . .
C6 C7 H7 119.8 . .
C2 C7 H7 119.8 . .
N1 C8 C5 122.1(6) . .
N1 C8 H16 116(9) . .
C5 C8 H16 112(9) . .
O3 C9 O4 121.1(5) . 7_556
O3 C9 C10 119.3(5) . .
O4 C9 C10 119.5(5) 7_556 .
O3 C9 Nd1 56.4(3) . .
O4 C9 Nd1 65.3(3) 7_556 .
C10 C9 Nd1 170.5(4) . .
C15 C10 C11 120.0(5) . .
C15 C10 C9 119.9(4) . .
C11 C10 C9 120.0(5) . .
C12 C11 C10 119.8(5) . .
C12 C11 H11 120.1 . .
C10 C11 H11 120.1 . .
C11 C12 C13 120.2(5) . .
C11 C12 N1 117.8(5) . 3_445
C13 C12 N1 121.9(5) . 3_445
C12 C13 C14 120.4(5) . .
C12 C13 H13 119.8 . .
C14 C13 H13 119.8 . .
C15 C14 C13 119.4(5) . .
C15 C14 C16 121.1(4) . 4_545
C13 C14 C16 119.5(5) . 4_545
C10 C15 C14 120.0(4) . .
C10 C15 H15 120.0 . .
C14 C15 H15 120.0 . .
O6 C16 O5 125.6(5) 7_556 .
O6 C16 C14 118.2(5) 7_556 4
O5 C16 C14 116.2(4) . 4
O7 C17 N2 122.3(15) . .
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 C21 113.9(6) . .
O8 C20 H20A 108.8 . .
C21 C20 H20A 108.8 . .
O8 C20 H20B 108.8 . .
C21 C20 H20B 108.8 . .
H20A C20 H20B 107.7 . .
C26 C21 C22 118.5(11) . .
C26 C21 C20 120.4(10) . .
C22 C21 C20 121.1(11) . .
C23 C22 O9 122.0(9) . .
C23 C22 C21 120.6(10) . .
O9 C22 C21 117.4(9) . .
C22 C23 C24 120.6(11) . .
C22 C23 H23 119.7 . .
C24 C23 H23 119.7 . .
C23 C24 C25 118.7(17) . .
C23 C24 H24 120.6 . .
C25 C24 H24 120.6 . .
C26 C25 C24 121(2) . .
C26 C25 H25 119.6 . .
C24 C25 H25 119.6 . .
C21 C26 C25 120.7(16) . .
C21 C26 H26 119.6 . .
C25 C26 H26 119.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Nd1 O5 2.397(4) .
Nd1 O4 2.407(4) .
Nd1 O6 2.439(3) .
Nd1 O3 2.478(4) .
Nd1 O7 2.500(5) .
Nd1 O2 2.498(4) .
Nd1 O8 2.510(4) .
Nd1 O1 2.560(4) .
Nd1 O4 2.670(4) 7_556
Nd1 C1 2.885(5) .
Nd1 C9 2.939(6) .
Nd1 Nd1 4.0375(4) 7_556
O1 C1 1.249(8) .
O2 C1 1.270(8) .
O3 C9 1.247(6) .
O4 C9 1.272(6) 7_556
O4 Nd1 2.670(4) 7_556
O5 C16 1.272(7) .
O6 C16 1.265(6) 7_556
O7 C17 1.306(14) .
O8 C20 1.464(11) .
O8 H17 1.01(2) .
O9 C22 1.375(11) .
O9 H9 0.8200 .
N1 C8 1.273(8) .
N1 C12 1.440(7) 3
N2 C17 1.444(14) .
N2 C19 1.489(16) .
N2 C18 1.555(17) .
C1 C2 1.511(8) .
C2 C7 1.388(9) .
C2 C3 1.398(9) .
C3 C4 1.382(9) .
C3 H3 0.9300 .
C4 C5 1.424(11) .
C4 H4 0.9300 .
C5 C6 1.373(9) .
C5 C8 1.466(8) .
C6 C7 1.385(8) .
C6 H6 0.9300 .
C7 H7 0.9300 .
C8 H16 1.00(2) .
C9 O4 1.272(6) 7_556
C9 C10 1.494(8) .
C10 C15 1.392(7) .
C10 C11 1.402(7) .
C11 C12 1.384(8) .
C11 H11 0.9300 .
C12 C13 1.387(8) .
C12 N1 1.440(7) 3_445
C13 C14 1.399(7) .
C13 H13 0.9300 .
C14 C15 1.397(8) .
C14 C16 1.495(7) 4_545
C15 H15 0.9300 .
C16 O6 1.265(6) 7_556
C16 C14 1.494(7) 4
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 C21 1.513(14) .
C20 H20A 0.9700 .
C20 H20B 0.9700 .
C21 C26 1.331(16) .
C21 C22 1.398(11) .
C22 C23 1.323(12) .
C23 C24 1.350(17) .
C23 H23 0.9300 .
C24 C25 1.372(16) .
C24 H24 0.9300 .
C25 C26 1.337(16) .
C25 H25 0.9300 .
C26 H26 0.9300 .
