#------------------------------------------------------------------------------
#$Date: 2016-03-21 17:04:53 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178767 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/21/4102141.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_4102141
loop_
_publ_author_name
'Guohai Xu'
'Xiaoguang Zhang'
'Peng Guo'
'Chengling Pan'
'Hongjie Zhang'
'Cheng Wang'
_publ_section_title
;
 MnII-based MIL-53 Analogues: Synthesis Using Neutral Bridging μ2-Ligands
 and Application in Liquid-Phase Adsorption and Separation of C6-C8
 Aromatics
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              3656
_journal_page_last               3657
_journal_paper_doi               10.1021/ja910818a
_journal_volume                  132
_journal_year                    2010
_chemical_formula_moiety         'C30 H28 Mn2 N2 O12'
_chemical_formula_sum            'C15 H14 Mn N O6'
_chemical_formula_weight         359.21
_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                 125.495(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   17.627(3)
_cell_length_b                   18.138(3)
_cell_length_c                   12.564(2)
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.1
_cell_measurement_theta_min      2.0
_cell_volume                     3270.5(9)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT software (Bruker, 1999)'
_computing_molecular_graphics    'SHELXTL-PLUS (Sheldrick, 1990)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97(Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Bruker SMART APEX CCD'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0380
_diffrn_reflns_av_sigmaI/netI    0.0448
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8505
_diffrn_reflns_theta_full        26.10
_diffrn_reflns_theta_max         26.10
_diffrn_reflns_theta_min         1.99
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    0.836
_exptl_absorpt_correction_T_max  0.814
_exptl_absorpt_correction_T_min  0.405
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             1472
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.386
_refine_diff_density_min         -0.559
_refine_diff_density_rms         0.121
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         3182
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0736
_refine_ls_R_factor_gt           0.0548
_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)+(0.0884P)²+9.7954P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1434
_refine_ls_wR_factor_ref         0.1599
_reflns_number_gt                2471
_reflns_number_total             3182
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja910818a_si_002_06.cif
_cod_data_source_block           4eth
_cod_original_cell_volume        3270.4(9)
_cod_database_code               4102141
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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6612(3) 0.1716(2) 0.7316(4) 0.0271(8) Uani 1 1 d . . .
C2 C 0.6657(2) 0.10465(19) 0.6661(4) 0.0270(8) Uani 1 1 d . . .
C3 C 0.5902(3) 0.0849(2) 0.5411(4) 0.0436(12) Uani 1 1 d . . .
H3 H 0.5387 0.1159 0.4952 0.052 Uiso 1 1 calc R . .
C4 C 0.5909(3) 0.0196(2) 0.4842(4) 0.0435(12) Uani 1 1 d . . .
H4 H 0.5410 0.0081 0.3994 0.052 Uiso 1 1 calc R . .
C5 C 0.6658(3) -0.02870(19) 0.5533(4) 0.0277(8) Uani 1 1 d . . .
C6 C 0.7418(3) -0.0081(2) 0.6766(4) 0.0417(11) Uani 1 1 d . . .
H6 H 0.7932 -0.0392 0.7231 0.050 Uiso 1 1 calc R . .
C7 C 0.7420(3) 0.0579(2) 0.7307(4) 0.0423(11) Uani 1 1 d . . .
H7 H 0.7943 0.0714 0.8124 0.051 Uiso 1 1 calc R . .
C8 C 0.6613(2) -0.1023(2) 0.4937(4) 0.0285(8) Uani 1 1 d . . .
C9 C 0.9083(3) 0.0931(2) 1.1009(4) 0.0360(9) Uani 1 1 d . . .
H9 H 0.8747 0.0896 1.1366 0.043 Uiso 1 1 calc R . .
C10 C 0.9367(3) 0.0298(2) 1.0727(4) 0.0394(10) Uani 1 1 d . . .
H10 H 0.9232 -0.0159 1.0913 0.047 Uiso 1 1 calc R . .
C11 C 0.9854(2) 0.0335(2) 1.0166(4) 0.0299(9) Uani 1 1 d . . .
C12 C 1.0030(3) 0.1035(3) 0.9916(6) 0.0468(12) Uani 1 1 d . . .
H12 H 1.0348 0.1086 0.9534 0.056 Uiso 1 1 calc R . .
C13 C 0.9743(3) 0.1658(2) 1.0222(5) 0.0456(11) Uani 1 1 d . . .
H13 H 0.9868 0.2122 1.0045 0.055 Uiso 1 1 calc R . .
C14 C 0.7483(9) 0.3357(11) 0.6218(15) 0.215(9) Uani 1 1 d . . .
H14A H 0.7390 0.3864 0.5948 0.323 Uiso 1 1 calc R . .
H14B H 0.7109 0.3242 0.6524 0.323 Uiso 1 1 calc R . .
H14C H 0.7304 0.3045 0.5490 0.323 Uiso 1 1 calc R . .
C15 C 0.8476(11) 0.3235(9) 0.7282(16) 0.169(6) Uani 1 1 d . . .
H15A H 0.8875 0.3352 0.7007 0.203 Uiso 1 1 calc R . .
H15B H 0.8670 0.3520 0.8054 0.203 Uiso 1 1 calc R . .
N1 N 0.9287(2) 0.15932(16) 1.0773(3) 0.0275(7) Uani 1 1 d . . .
O1 O 0.58338(18) 0.20340(14) 0.6770(3) 0.0301(6) Uani 1 1 d . . .
O2 O 0.73496(18) 0.19256(14) 0.8374(3) 0.0321(6) Uani 1 1 d . . .
O3 O 0.59021(19) -0.11427(14) 0.3813(3) 0.0365(7) Uani 1 1 d . . .
O4 O 0.72906(18) -0.14635(13) 0.5631(3) 0.0304(6) Uani 1 1 d . . .
O5 O 0.90199(17) 0.21990(13) 1.1070(3) 0.0288(6) Uani 1 1 d . . .
O6 O 0.8474(7) 0.2459(5) 0.7503(8) 0.143(3) Uani 1 1 d . . .
H6A H 0.8125 0.2376 0.7722 0.214 Uiso 1 1 calc R . .
Mn1 Mn 0.5000 0.19610(4) 0.7500 0.0208(2) Uani 1 2 d S . .
Mn2 Mn 0.7500 0.2500 1.0000 0.0190(2) Uani 1 2 d S . .
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'
Mn Mn 0.3368 0.7283 '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
_geom_angle_publ_flag
O1 C1 O2 124.3(3) . . ?
O1 C1 C2 117.4(3) . . ?
O2 C1 C2 118.2(3) . . ?
C7 C2 C3 118.1(3) . . ?
C7 C2 C1 121.2(3) . . ?
C3 C2 C1 120.5(3) . . ?
C4 C3 C2 120.8(4) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 120.4(4) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C6 C5 C4 118.7(3) . . ?
C6 C5 C8 122.0(3) . . ?
C4 C5 C8 119.4(3) . . ?
C7 C6 C5 120.6(4) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C6 C7 C2 121.4(3) . . ?
C6 C7 H7 119.3 . . ?
C2 C7 H7 119.3 . . ?
O3 C8 O4 126.4(3) . . ?
O3 C8 C5 116.3(3) . . ?
O4 C8 C5 117.2(3) . . ?
N1 C9 C10 120.5(4) . . ?
N1 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C9 C10 C11 120.8(4) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C12 C11 C10 116.4(4) . . ?
C12 C11 C11 122.0(5) . 5_757 ?
C10 C11 C11 121.6(5) . 5_757 ?
C13 C12 C11 121.3(4) . . ?
C13 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
N1 C13 C12 120.1(4) . . ?
N1 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C15 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C15 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O6 C15 C14 100.8(13) . . ?
O6 C15 H15A 111.6 . . ?
C14 C15 H15A 111.6 . . ?
O6 C15 H15B 111.6 . . ?
C14 C15 H15B 111.6 . . ?
H15A C15 H15B 109.4 . . ?
O5 N1 C9 119.8(3) . . ?
O5 N1 C13 119.3(3) . . ?
C9 N1 C13 120.9(3) . . ?
C1 O1 Mn1 122.6(2) . . ?
C1 O2 Mn2 128.6(3) . . ?
C8 O3 Mn1 144.8(3) . 5_656 ?
C8 O4 Mn2 126.1(2) . 4_646 ?
N1 O5 Mn1 123.89(19) . 7_657 ?
N1 O5 Mn2 121.54(19) . . ?
Mn1 O5 Mn2 114.36(10) 7_657 . ?
C15 O6 H6A 109.5 . . ?
O3 Mn1 O3 90.02(15) 5_656 6_556 ?
O3 Mn1 O1 89.16(11) 5_656 2_656 ?
O3 Mn1 O1 95.86(11) 6_556 2_656 ?
O3 Mn1 O1 95.86(11) 5_656 . ?
O3 Mn1 O1 89.16(11) 6_556 . ?
O1 Mn1 O1 172.91(14) 2_656 . ?
O3 Mn1 O5 178.33(11) 5_656 7_657 ?
O3 Mn1 O5 88.32(10) 6_556 7_657 ?
O1 Mn1 O5 90.91(10) 2_656 7_657 ?
O1 Mn1 O5 84.22(10) . 7_657 ?
O3 Mn1 O5 88.32(10) 5_656 8_455 ?
O3 Mn1 O5 178.33(10) 6_556 8_455 ?
O1 Mn1 O5 84.22(10) 2_656 8_455 ?
O1 Mn1 O5 90.91(10) . 8_455 ?
O5 Mn1 O5 93.34(13) 7_657 8_455 ?
O4 Mn2 O4 180.0 6_556 4_656 ?
O4 Mn2 O2 88.53(11) 6_556 . ?
O4 Mn2 O2 91.47(11) 4_656 . ?
O4 Mn2 O2 91.47(11) 6_556 7_657 ?
O4 Mn2 O2 88.53(11) 4_656 7_657 ?
O2 Mn2 O2 180.000(1) . 7_657 ?
O4 Mn2 O5 88.14(10) 6_556 . ?
O4 Mn2 O5 91.86(10) 4_656 . ?
O2 Mn2 O5 84.17(9) . . ?
O2 Mn2 O5 95.83(10) 7_657 . ?
O4 Mn2 O5 91.86(10) 6_556 7_657 ?
O4 Mn2 O5 88.14(10) 4_656 7_657 ?
O2 Mn2 O5 95.83(10) . 7_657 ?
O2 Mn2 O5 84.17(9) 7_657 7_657 ?
O5 Mn2 O5 180.0 . 7_657 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.262(4) . ?
C1 O2 1.263(4) . ?
C1 C2 1.494(5) . ?
C2 C7 1.385(5) . ?
C2 C3 1.392(5) . ?
C3 C4 1.387(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.390(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.387(5) . ?
C5 C8 1.511(5) . ?
C6 C7 1.376(6) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 O3 1.248(4) . ?
C8 O4 1.271(4) . ?
C9 N1 1.336(5) . ?
C9 C10 1.377(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.392(6) . ?
C10 H10 0.9300 . ?
C11 C12 1.386(6) . ?
C11 C11 1.474(7) 5_757 ?
C12 C13 1.380(6) . ?
C12 H12 0.9300 . ?
C13 N1 1.337(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.478(18) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 O6 1.434(16) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
N1 O5 1.331(4) . ?
O1 Mn1 2.141(3) . ?
O2 Mn2 2.168(3) . ?
O3 Mn1 2.099(2) 5_656 ?
O4 Mn2 2.154(2) 4_646 ?
O5 Mn1 2.220(2) 7_657 ?
O5 Mn2 2.259(2) . ?
O6 H6A 0.8200 . ?
Mn1 O3 2.099(2) 5_656 ?
Mn1 O3 2.099(2) 6_556 ?
Mn1 O1 2.141(3) 2_656 ?
Mn1 O5 2.220(2) 7_657 ?
Mn1 O5 2.220(2) 8_455 ?
Mn2 O4 2.154(2) 6_556 ?
Mn2 O4 2.154(2) 4_656 ?
Mn2 O2 2.168(3) 7_657 ?
Mn2 O5 2.259(2) 7_657 ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C7 -166.7(4) . . . . ?
O2 C1 C2 C7 13.3(6) . . . . ?
O1 C1 C2 C3 8.8(6) . . . . ?
O2 C1 C2 C3 -171.2(4) . . . . ?
C7 C2 C3 C4 1.1(7) . . . . ?
C1 C2 C3 C4 -174.5(4) . . . . ?
C2 C3 C4 C5 2.5(8) . . . . ?
C3 C4 C5 C6 -3.9(7) . . . . ?
C3 C4 C5 C8 174.9(4) . . . . ?
C4 C5 C6 C7 1.8(7) . . . . ?
C8 C5 C6 C7 -177.0(4) . . . . ?
C5 C6 C7 C2 1.9(8) . . . . ?
C3 C2 C7 C6 -3.3(7) . . . . ?
C1 C2 C7 C6 172.3(4) . . . . ?
C6 C5 C8 O3 -178.8(4) . . . . ?
C4 C5 C8 O3 2.4(6) . . . . ?
C6 C5 C8 O4 2.5(6) . . . . ?
C4 C5 C8 O4 -176.3(4) . . . . ?
N1 C9 C10 C11 -1.4(6) . . . . ?
C9 C10 C11 C12 0.0(6) . . . . ?
C9 C10 C11 C11 -178.8(4) . . . 5_757 ?
C10 C11 C12 C13 0.6(7) . . . . ?
C11 C11 C12 C13 179.4(5) 5_757 . . . ?
C11 C12 C13 N1 0.1(8) . . . . ?
C10 C9 N1 O5 -179.0(3) . . . . ?
C10 C9 N1 C13 2.1(6) . . . . ?
C12 C13 N1 O5 179.6(4) . . . . ?
C12 C13 N1 C9 -1.5(7) . . . . ?
O2 C1 O1 Mn1 -73.9(5) . . . . ?
C2 C1 O1 Mn1 106.1(3) . . . . ?
O1 C1 O2 Mn2 29.8(6) . . . . ?
C2 C1 O2 Mn2 -150.3(3) . . . . ?
O4 C8 O3 Mn1 28.0(8) . . . 5_656 ?
C5 C8 O3 Mn1 -150.5(4) . . . 5_656 ?
O3 C8 O4 Mn2 7.9(6) . . . 4_646 ?
C5 C8 O4 Mn2 -173.5(2) . . . 4_646 ?
C9 N1 O5 Mn1 118.5(3) . . . 7_657 ?
C13 N1 O5 Mn1 -62.6(4) . . . 7_657 ?
C9 N1 O5 Mn2 -67.0(4) . . . . ?
C13 N1 O5 Mn2 111.9(3) . . . . ?
C1 O1 Mn1 O3 -99.4(3) . . . 5_656 ?
C1 O1 Mn1 O3 -9.5(3) . . . 6_556 ?
C1 O1 Mn1 O1 125.7(3) . . . 2_656 ?
C1 O1 Mn1 O5 78.9(3) . . . 7_657 ?
C1 O1 Mn1 O5 172.2(3) . . . 8_455 ?
C1 O2 Mn2 O4 78.8(3) . . . 6_556 ?
C1 O2 Mn2 O4 -101.2(3) . . . 4_656 ?
C1 O2 Mn2 O2 -90(100) . . . 7_657 ?
C1 O2 Mn2 O5 167.1(3) . . . . ?
C1 O2 Mn2 O5 -12.9(3) . . . 7_657 ?
N1 O5 Mn2 O4 59.2(3) . . . 6_556 ?
Mn1 O5 Mn2 O4 -125.86(14) 7_657 . . 6_556 ?
N1 O5 Mn2 O4 -120.8(3) . . . 4_656 ?
Mn1 O5 Mn2 O4 54.14(14) 7_657 . . 4_656 ?
N1 O5 Mn2 O2 -29.5(3) . . . . ?
Mn1 O5 Mn2 O2 145.43(14) 7_657 . . . ?
N1 O5 Mn2 O2 150.5(3) . . . 7_657 ?
Mn1 O5 Mn2 O2 -34.57(14) 7_657 . . 7_657 ?
N1 O5 Mn2 O5 -147.7(3) . . . 7_657 ?
Mn1 O5 Mn2 O5 27.2(5) 7_657 . . 7_657 ?
