#------------------------------------------------------------------------------
#$Date: 2023-02-28 10:36:10 +0200 (Tue, 28 Feb 2023) $
#$Revision: 281166 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/24/7712421.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_7712421
loop_
_publ_author_name
'Xu, Zhen'
'Zhao, Ya-Yu'
'Chen, Le'
'Zhu, Cai-Yong'
'Li, Peng'
'Gao, Wei'
'Li, Ji-Yang'
'Zhang, Xiu-Mei'
_publ_section_title
;
 Thermally activated bipyridyl-based Mn-MOFs with Lewis acid-base
 bifunctional sites for highly efficient catalytic cycloaddition of
 CO₂ with epoxides and Knoevenagel condensation reactions.
;
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_paper_doi               10.1039/d3dt00043e
_journal_year                    2023
_chemical_formula_sum            'C26 H18 Mn2 N2 O11'
_chemical_formula_weight         644.30
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_Hall           '-C 2y'
_space_group_name_H-M_alt        'C 1 2/m 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2019/2
_audit_update_record
;
2022-12-21 deposited with the CCDC.	2023-02-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.585(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   24.7409(12)
_cell_length_b                   15.0833(12)
_cell_length_c                   8.7224(6)
_cell_measurement_reflns_used    2774
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      2.70
_cell_volume                     3102.9(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_av_unetI/netI     0.0109
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            72298
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.493
_diffrn_reflns_theta_min         2.535
_exptl_absorpt_coefficient_mu    0.870
_exptl_absorpt_correction_T_max  0.7506
_exptl_absorpt_correction_T_min  0.7223
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_description       block
_exptl_crystal_F_000             1304
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.380
_exptl_crystal_size_min          0.350
_refine_diff_density_max         0.542
_refine_diff_density_min         -0.378
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2999
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0338
_refine_ls_R_factor_gt           0.0286
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0506P)²+4.2591P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0859
_refine_ls_wR_factor_ref         0.0912
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2725
_reflns_number_total             2999
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt00043e2.cif
_cod_data_source_block           2_sq
_cod_original_sg_symbol_H-M      'C 2/m'
_cod_database_code               7712421
_shelx_shelxl_version_number     2019/2
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_shelx_estimated_absorpt_t_min   0.722
_shelx_estimated_absorpt_t_max   0.751
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.22659(2) 0.000000 0.25081(4) 0.02646(13) Uani 1 2 d S T P . .
Mn2 Mn 0.29476(2) 0.000000 0.83183(5) 0.03008(13) Uani 1 2 d S T P . .
O1 O 0.20225(6) 0.10214(10) 0.39202(16) 0.0368(3) Uani 1 1 d . . . . .
O2 O 0.27147(6) 0.10075(10) 0.62602(17) 0.0368(3) Uani 1 1 d . . . . .
O3 O 0.24935(7) 0.39845(10) 0.89073(18) 0.0433(4) Uani 1 1 d . . . . .
O4 O 0.17696(7) 0.39571(11) 0.99283(18) 0.0454(4) Uani 1 1 d . . . . .
O5 O 0.31581(9) 0.000000 0.4199(3) 0.0537(6) Uani 1 2 d S T P . .
H5 H 0.316800 -0.044870 0.479694 0.064 Uiso 1 1 d R U . . .
O6 O 0.38015(10) 0.000000 0.8071(3) 0.0603(7) Uani 1 2 d S T P . .
H6A H 0.401115 -0.035360 0.875534 0.090 Uiso 0.5 1 d R U P . .
H6B H 0.378615 -0.016660 0.712804 0.090 Uiso 0.5 1 d R U P . .
O7 O 0.20881(8) 0.000000 0.8239(2) 0.0374(5) Uani 1 2 d S T P . .
H7 H 0.206087 0.044830 0.880211 0.045 Uiso 1 1 d R U . . .
N1 N -0.13829(9) 0.000000 -0.0801(3) 0.0297(5) Uani 1 2 d S T P . .
N2 N 0.12341(9) 0.000000 0.5448(3) 0.0266(5) Uani 1 2 d S T P . .
C1 C 0.22224(8) 0.12081(12) 0.5384(2) 0.0279(4) Uani 1 1 d . . . . .
C2 C 0.18459(8) 0.17389(13) 0.6114(2) 0.0270(4) Uani 1 1 d . . . . .
C3 C 0.20827(8) 0.24278(13) 0.7157(2) 0.0297(4) Uani 1 1 d . . . . .
H3 H 0.247006 0.253538 0.741701 0.036 Uiso 1 1 calc R U . . .
C4 C 0.17533(8) 0.29588(13) 0.7819(2) 0.0301(4) Uani 1 1 d . . . . .
C5 C 0.11732(9) 0.28070(15) 0.7402(3) 0.0385(5) Uani 1 1 d . . . . .
H5A H 0.094704 0.315837 0.783580 0.046 Uiso 1 1 calc R U . . .
C6 C 0.09325(8) 0.21325(15) 0.6342(2) 0.0367(5) Uani 1 1 d . . . . .
H6 H 0.054218 0.204765 0.604526 0.044 Uiso 1 1 calc R U . . .
C7 C 0.12596(8) 0.15796(13) 0.5709(2) 0.0285(4) Uani 1 1 d . . . . .
C8 C 0.20245(9) 0.36933(13) 0.8966(2) 0.0317(4) Uani 1 1 d . . . . .
C9 C 0.09927(7) 0.07662(13) 0.4821(2) 0.0270(4) Uani 1 1 d . . . . .
C10 C 0.04957(7) 0.07917(13) 0.3531(2) 0.0291(4) Uani 1 1 d . . . . .
H10 H 0.033765 0.133295 0.311548 0.035 Uiso 1 1 calc R U . . .
C11 C 0.02367(11) 0.000000 0.2866(3) 0.0263(5) Uani 1 2 d S T P . .
C12 C -0.03121(11) 0.000000 0.1539(3) 0.0267(5) Uani 1 2 d S T P . .
C13 C -0.05844(9) -0.07757(14) 0.0899(3) 0.0420(5) Uani 1 1 d . . . . .
H13 H -0.041219 -0.131911 0.123973 0.050 Uiso 1 1 calc R U . . .
C14 C -0.11132(9) -0.07490(15) -0.0248(3) 0.0433(5) Uani 1 1 d . . . . .
H14 H -0.128732 -0.128266 -0.064902 0.052 Uiso 1 1 calc R U . . .
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
O3 Mn1 O3 90.29(8) 4_546 7_556 ?
O3 Mn1 O1 89.58(6) 4_546 6 ?
O3 Mn1 O1 179.78(6) 7_556 6 ?
O3 Mn1 O1 179.78(6) 4_546 . ?
O3 Mn1 O1 89.58(6) 7_556 . ?
O1 Mn1 O1 90.55(8) 6 . ?
O3 Mn1 N1 90.12(6) 4_546 5 ?
O3 Mn1 N1 90.12(6) 7_556 5 ?
O1 Mn1 N1 89.71(6) 6 5 ?
O1 Mn1 N1 89.71(6) . 5 ?
O3 Mn1 O5 89.40(6) 4_546 . ?
O3 Mn1 O5 89.40(6) 7_556 . ?
O1 Mn1 O5 90.77(6) 6 . ?
O1 Mn1 O5 90.77(6) . . ?
N1 Mn1 O5 179.32(8) 5 . ?
O7 Mn2 O4 97.54(6) . 7_557 ?
O7 Mn2 O4 97.54(6) . 4_547 ?
O4 Mn2 O4 93.60(10) 7_557 4_547 ?
O7 Mn2 O6 172.83(9) . . ?
O4 Mn2 O6 87.35(6) 7_557 . ?
O4 Mn2 O6 87.35(6) 4_547 . ?
O7 Mn2 O2 87.82(5) . 6 ?
O4 Mn2 O2 172.20(6) 7_557 6 ?
O4 Mn2 O2 91.31(6) 4_547 6 ?
O6 Mn2 O2 86.82(6) . 6 ?
O7 Mn2 O2 87.82(5) . . ?
O4 Mn2 O2 91.31(6) 7_557 . ?
O4 Mn2 O2 172.20(6) 4_547 . ?
O6 Mn2 O2 86.82(6) . . ?
O2 Mn2 O2 83.20(7) 6 . ?
C1 O1 Mn1 130.25(13) . . ?
C1 O2 Mn2 126.99(13) . . ?
C8 O3 Mn1 133.52(15) . 7_556 ?
C8 O4 Mn2 125.67(14) . 7_557 ?
Mn1 O5 H5 104.0 . . ?
Mn1 O5 H5 104.03(3) . 6 ?
H5 O5 H5 105.5 . 6 ?
Mn2 O6 H6A 109.5 . . ?
Mn2 O6 H6B 109.5 . . ?
H6A O6 H6B 109.5 . . ?
Mn2 O6 H6A 109.48(5) . 6 ?
H6A O6 H6A 77.7 . 6 ?
H6B O6 H6A 134.8 . 6 ?
Mn2 O6 H6B 109.46(7) . 6 ?
H6A O6 H6B 134.8 . 6 ?
H6B O6 H6B 34.4 . 6 ?
H6A O6 H6B 109.5 6 6 ?
Mn2 O7 H7 103.7 . . ?
Mn2 O7 H7 103.67(3) . 6 ?
H7 O7 H7 105.4 . 6 ?
C14 N1 C14 116.8(2) 6 . ?
C14 N1 Mn1 121.60(12) 6 5 ?
C14 N1 Mn1 121.60(12) . 5 ?
C9 N2 C9 119.2(2) 6 . ?
O1 C1 O2 125.01(18) . . ?
O1 C1 C2 116.46(17) . . ?
O2 C1 C2 118.50(16) . . ?
C3 C2 C7 119.43(17) . . ?
C3 C2 C1 118.82(16) . . ?
C7 C2 C1 121.69(17) . . ?
C4 C3 C2 121.35(17) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C3 C4 C5 119.11(18) . . ?
C3 C4 C8 120.06(17) . . ?
C5 C4 C8 120.83(18) . . ?
C6 C5 C4 119.90(19) . . ?
C6 C5 H5A 120.0 . . ?
C4 C5 H5A 120.0 . . ?
C5 C6 C7 121.54(18) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
C6 C7 C2 118.61(17) . . ?
C6 C7 C9 118.71(17) . . ?
C2 C7 C9 122.09(17) . . ?
O3 C8 O4 124.93(18) . . ?
O3 C8 C4 117.47(17) . . ?
O4 C8 C4 117.59(18) . . ?
N2 C9 C10 121.96(17) . . ?
N2 C9 C7 115.08(15) . . ?
C10 C9 C7 122.66(17) . . ?
C9 C10 C11 119.60(18) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
C10 C11 C10 117.6(2) . 6 ?
C10 C11 C12 121.16(11) . . ?
C10 C11 C12 121.16(11) 6 . ?
C13 C12 C13 115.8(2) 6 . ?
C13 C12 C11 122.07(12) 6 . ?
C13 C12 C11 122.08(12) . . ?
C12 C13 C14 120.4(2) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
N1 C14 C13 123.3(2) . . ?
N1 C14 H14 118.4 . . ?
C13 C14 H14 118.4 . . ?
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
Mn1 O3 2.1607(15) 4_546 ?
Mn1 O3 2.1607(15) 7_556 ?
Mn1 O1 2.1682(14) 6 ?
Mn1 O1 2.1683(14) . ?
Mn1 N1 2.241(2) 5 ?
Mn1 O5 2.254(2) . ?
Mn2 O7 2.107(2) . ?
Mn2 O4 2.1579(15) 7_557 ?
Mn2 O4 2.1579(15) 4_547 ?
Mn2 O6 2.188(2) . ?
Mn2 O2 2.2888(15) 6 ?
Mn2 O2 2.2888(15) . ?
O1 C1 1.254(2) . ?
O2 C1 1.264(2) . ?
O3 C8 1.256(2) . ?
O4 C8 1.257(2) . ?
O5 H5 0.8500 . ?
O5 H5 0.8500 6 ?
O6 H6A 0.8500 . ?
O6 H6B 0.8500 . ?
O6 H6A 0.8500 6 ?
O6 H6B 0.8500 6 ?
O7 H7 0.8501 . ?
O7 H7 0.8501 6 ?
N1 C14 1.327(2) 6 ?
N1 C14 1.327(2) . ?
N2 C9 1.339(2) 6 ?
N2 C9 1.340(2) . ?
C1 C2 1.508(3) . ?
C2 C3 1.389(3) . ?
C2 C7 1.406(3) . ?
C3 C4 1.387(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.389(3) . ?
C4 C8 1.508(3) . ?
C5 C6 1.383(3) . ?
C5 H5A 0.9300 . ?
C6 C7 1.387(3) . ?
C6 H6 0.9300 . ?
C7 C9 1.494(3) . ?
C9 C10 1.394(2) . ?
C10 C11 1.396(2) . ?
C10 H10 0.9300 . ?
C11 C12 1.494(3) . ?
C12 C13 1.381(3) 6 ?
C12 C13 1.381(3) . ?
C13 C14 1.387(3) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O5 H5 O2 0.85 2.11 2.817(2) 140.0 6 yes
O6 H6B O5 0.85 2.57 3.270(3) 140.4 . yes
O7 H7 O3 0.85 2.15 2.838(2) 138.3 7_557 yes
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
Mn1 O1 C1 O2 22.0(3) . . . . ?
Mn1 O1 C1 C2 -160.12(12) . . . . ?
Mn2 O2 C1 O1 -110.83(19) . . . . ?
Mn2 O2 C1 C2 71.3(2) . . . . ?
O1 C1 C2 C3 -137.56(19) . . . . ?
O2 C1 C2 C3 40.5(3) . . . . ?
O1 C1 C2 C7 39.5(3) . . . . ?
O2 C1 C2 C7 -142.48(19) . . . . ?
C7 C2 C3 C4 0.5(3) . . . . ?
C1 C2 C3 C4 177.65(17) . . . . ?
C2 C3 C4 C5 -1.3(3) . . . . ?
C2 C3 C4 C8 179.13(17) . . . . ?
C3 C4 C5 C6 0.1(3) . . . . ?
C8 C4 C5 C6 179.67(19) . . . . ?
C4 C5 C6 C7 1.9(3) . . . . ?
C5 C6 C7 C2 -2.7(3) . . . . ?
C5 C6 C7 C9 168.76(19) . . . . ?
C3 C2 C7 C6 1.4(3) . . . . ?
C1 C2 C7 C6 -175.62(18) . . . . ?
C3 C2 C7 C9 -169.68(17) . . . . ?
C1 C2 C7 C9 13.3(3) . . . . ?
Mn1 O3 C8 O4 -94.2(2) 7_556 . . . ?
Mn1 O3 C8 C4 87.2(2) 7_556 . . . ?
Mn2 O4 C8 O3 1.9(3) 7_557 . . . ?
Mn2 O4 C8 C4 -179.46(13) 7_557 . . . ?
C3 C4 C8 O3 21.9(3) . . . . ?
C5 C4 C8 O3 -157.7(2) . . . . ?
C3 C4 C8 O4 -156.85(19) . . . . ?
C5 C4 C8 O4 23.6(3) . . . . ?
C9 N2 C9 C10 0.1(3) 6 . . . ?
C9 N2 C9 C7 173.95(14) 6 . . . ?
C6 C7 C9 N2 -119.8(2) . . . . ?
C2 C7 C9 N2 51.3(3) . . . . ?
C6 C7 C9 C10 54.1(3) . . . . ?
C2 C7 C9 C10 -134.81(19) . . . . ?
N2 C9 C10 C11 0.2(3) . . . . ?
C7 C9 C10 C11 -173.21(19) . . . . ?
C9 C10 C11 C10 -0.5(4) . . . 6 ?
C9 C10 C11 C12 176.8(2) . . . . ?
C10 C11 C12 C13 0.7(4) . . . 6 ?
C10 C11 C12 C13 177.9(2) 6 . . 6 ?
C10 C11 C12 C13 -177.9(2) . . . . ?
C10 C11 C12 C13 -0.7(4) 6 . . . ?
C13 C12 C13 C14 -3.5(4) 6 . . . ?
C11 C12 C13 C14 175.2(2) . . . . ?
C14 N1 C14 C13 2.4(5) 6 . . . ?
Mn1 N1 C14 C13 -175.03(19) 5 . . . ?
C12 C13 C14 N1 0.6(4) . . . . ?
