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#$Date: 2019-11-08 03:04:49 +0200 (Fri, 08 Nov 2019) $
#$Revision: 224962 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/86/7058688.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_7058688
loop_
_publ_author_name
'Fan, Liming'
'Liu, Zhangjie'
'Zhang, Yujuan'
'Wang, Feng'
'Zhao, Dongsheng'
'Yang, Jiandong'
'Zhang, Xiutang'
_publ_section_title
;
 Luminescence sensing, electrochemical, and magenetic properties of 2D
 coordination polymers based on the mixed ligands
 p-terphenyl-2,2′′,5′′,5′′′-tetracarboxylate
 acid and 1,10-phenanthroline
;
_journal_issue                   34
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              13349
_journal_paper_doi               10.1039/C9NJ03530C
_journal_volume                  43
_journal_year                    2019
_chemical_formula_moiety         'C23 H13 Mn N2 O4'
_chemical_formula_sum            'C23 H13 Mn N2 O4'
_chemical_formula_weight         436.29
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2019-03-24 deposited with the CCDC.    2019-07-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.34(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   20.831(16)
_cell_length_b                   9.137(6)
_cell_length_c                   20.062(15)
_cell_measurement_reflns_used    4221
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.97
_cell_volume                     3795(5)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0828
_diffrn_reflns_av_unetI/netI     0.0723
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            18580
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.612
_diffrn_reflns_theta_min         3.110
_exptl_absorpt_coefficient_mu    0.730
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6356
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_density_diffrn    1.527
_exptl_crystal_description       block
_exptl_crystal_F_000             1776
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.511
_refine_diff_density_min         -0.477
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         4385
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0998
_refine_ls_R_factor_gt           0.0518
_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)+(0.0490P)²+3.5885P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1044
_refine_ls_wR_factor_ref         0.1189
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2899
_reflns_number_total             4385
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9nj03530c2.cif
_cod_data_source_block           2
_cod_depositor_comments
'Adding full bibliography for 7058686--7058689.cif.'
_cod_database_code               7058688
_shelx_shelxl_version_number     2018/3
_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   0.844
_shelx_estimated_absorpt_t_max   0.868
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Mn1 Mn 0.31898(2) 0.68516(5) 0.41894(2) 0.02709(15) Uani 1 1 d . .
O1 O 0.18200(11) 0.6008(2) 0.54127(10) 0.0380(5) Uani 1 1 d . .
O2 O 0.22833(10) 0.6310(2) 0.44793(9) 0.0290(5) Uani 1 1 d . .
O3 O 0.10572(10) 0.2782(3) 0.14782(9) 0.0387(6) Uani 1 1 d . .
O4 O 0.20628(11) 0.2343(3) 0.18723(10) 0.0375(5) Uani 1 1 d . .
N1 N 0.38129(13) 0.5811(3) 0.50660(13) 0.0355(6) Uani 1 1 d . .
N2 N 0.34834(13) 0.4577(3) 0.38574(13) 0.0354(6) Uani 1 1 d . .
C1 C 0.15034(16) 0.2772(3) 0.19486(14) 0.0306(7) Uani 1 1 d . .
C2 C 0.13709(14) 0.3294(3) 0.26274(13) 0.0295(7) Uani 1 1 d . .
C3 C 0.08407(15) 0.4164(4) 0.26966(15) 0.0389(8) Uani 1 1 d . .
H3 H 0.054707 0.437536 0.232555 0.047 Uiso 1 1 calc R U
C4 C 0.07478(16) 0.4720(4) 0.33200(16) 0.0412(8) Uani 1 1 d . .
H4 H 0.039807 0.533037 0.336622 0.049 Uiso 1 1 calc R U
C5 C 0.11699(15) 0.4374(3) 0.38684(15) 0.0316(7) Uani 1 1 d . U
H5 H 0.1089(14) 0.474(4) 0.4294(16) 0.038 Uiso 1 1 d . U
C6 C 0.16704(13) 0.3483(3) 0.37948(13) 0.0223(6) Uani 1 1 d . U
C7 C 0.17836(14) 0.2938(3) 0.31892(13) 0.0278(6) Uani 1 1 d . .
H7 H 0.213625 0.232962 0.315355 0.033 Uiso 1 1 calc R U
C8 C 0.21165(13) 0.3000(3) 0.44204(12) 0.0236(6) Uani 1 1 d . .
C9 C 0.22852(14) 0.3947(3) 0.49650(13) 0.0242(6) Uani 1 1 d . .
C10 C 0.26545(14) 0.3421(3) 0.55273(13) 0.0256(6) Uani 1 1 d . .
H10 H 0.275406 0.405084 0.588792 0.031 Uiso 1 1 calc R U
C11 C 0.21174(14) 0.5547(3) 0.49474(13) 0.0250(6) Uani 1 1 d . .
C12 C 0.39590(19) 0.6391(4) 0.56684(18) 0.0506(9) Uani 1 1 d . .
H12 H 0.377579 0.728444 0.576372 0.061 Uiso 1 1 calc R U
C13 C 0.4377(2) 0.5714(5) 0.6165(2) 0.0626(12) Uani 1 1 d . .
H13 H 0.446352 0.614716 0.658507 0.075 Uiso 1 1 calc R U
C14 C 0.46538(19) 0.4432(5) 0.6034(2) 0.0577(11) Uani 1 1 d . .
H14 H 0.494185 0.398802 0.635993 0.069 Uiso 1 1 calc R U
C15 C 0.45099(16) 0.3769(4) 0.54124(19) 0.0432(8) Uani 1 1 d . .
C16 C 0.40747(15) 0.4499(3) 0.49425(16) 0.0339(7) Uani 1 1 d . .
C17 C 0.38855(15) 0.3833(3) 0.43038(16) 0.0346(7) Uani 1 1 d . .
C18 C 0.41172(17) 0.2430(4) 0.41718(19) 0.0464(9) Uani 1 1 d . .
C19 C 0.4572(2) 0.1752(4) 0.4657(2) 0.0629(12) Uani 1 1 d . .
H19 H 0.473531 0.083599 0.456402 0.075 Uiso 1 1 calc R U
C20 C 0.47714(19) 0.2396(4) 0.5243(2) 0.0590(11) Uani 1 1 d . .
H20 H 0.508302 0.194350 0.554102 0.071 Uiso 1 1 calc R U
C21 C 0.3898(2) 0.1792(4) 0.3566(2) 0.0619(11) Uani 1 1 d . .
H21 H 0.402606 0.084755 0.346988 0.074 Uiso 1 1 calc R U
C22 C 0.3495(2) 0.2541(4) 0.3110(2) 0.0586(11) Uani 1 1 d . .
H22 H 0.334997 0.212370 0.269778 0.070 Uiso 1 1 calc R U
C23 C 0.33010(17) 0.3963(4) 0.32707(18) 0.0465(9) Uani 1 1 d . .
H23 H 0.303522 0.448816 0.295302 0.056 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'
Mn Mn 0.3368 0.7283 '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'
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
O2 Mn1 O1 93.86(8) . 7_566
O2 Mn1 O4 101.05(9) . 4
O1 Mn1 O4 99.61(9) 7_566 4
O2 Mn1 N1 98.13(10) . .
O1 Mn1 N1 97.07(10) 7_566 .
O4 Mn1 N1 153.55(9) 4 .
O2 Mn1 N2 98.29(9) . .
O1 Mn1 N2 164.88(10) 7_566 .
O4 Mn1 N2 86.91(9) 4 .
N1 Mn1 N2 72.38(10) . .
O2 Mn1 O3 158.30(8) . 4
O1 Mn1 O3 85.12(9) 7_566 4
O4 Mn1 O3 57.99(9) 4 4
N1 Mn1 O3 103.51(10) . 4
N2 Mn1 O3 86.87(9) . 4
O2 Mn1 C1 129.92(9) . 4
O1 Mn1 C1 92.66(9) 7_566 4
O4 Mn1 C1 29.07(9) 4 4
N1 Mn1 C1 130.13(11) . 4
N2 Mn1 C1 86.45(10) . 4
O3 Mn1 C1 28.92(8) 4 4
C11 O1 Mn1 128.35(19) . 7_566
C11 O2 Mn1 132.33(19) . .
C1 O3 Mn1 86.54(19) . 4_545
C1 O4 Mn1 93.21(17) . 4_545
C12 N1 C16 117.7(3) . .
C12 N1 Mn1 126.3(2) . .
C16 N1 Mn1 115.9(2) . .
C23 N2 C17 118.5(3) . .
C23 N2 Mn1 125.8(2) . .
C17 N2 Mn1 115.7(2) . .
O3 C1 O4 122.3(3) . .
O3 C1 C2 119.2(3) . .
O4 C1 C2 118.5(3) . .
O3 C1 Mn1 64.53(16) . 4_545
O4 C1 Mn1 57.72(15) . 4_545
C2 C1 Mn1 176.2(2) . 4_545
C7 C2 C3 119.2(3) . .
C7 C2 C1 120.5(3) . .
C3 C2 C1 120.3(3) . .
C2 C3 C4 119.7(3) . .
C2 C3 H3 120.1 . .
C4 C3 H3 120.1 . .
C5 C4 C3 120.0(3) . .
C5 C4 H4 120.0 . .
C3 C4 H4 120.0 . .
C6 C5 C4 119.3(3) . .
C6 C5 H5 121.8(19) . .
C4 C5 H5 118.8(19) . .
C5 C6 C7 122.3(3) . .
C5 C6 C8 119.3(2) . .
C7 C6 C8 118.4(2) . .
C6 C7 C2 119.4(3) . .
C6 C7 H7 120.3 . .
C2 C7 H7 120.3 . .
C10 C8 C9 117.6(2) 7_556 .
C10 C8 C6 120.2(2) 7_556 .
C9 C8 C6 122.2(2) . .
C10 C9 C8 119.3(3) . .
C10 C9 C11 117.7(2) . .
C8 C9 C11 122.8(2) . .
C9 C10 C8 123.1(2) . 7_556
C9 C10 H10 118.5 . .
C8 C10 H10 118.5 7_556 .
O2 C11 O1 125.1(3) . .
O2 C11 C9 118.5(2) . .
O1 C11 C9 116.3(2) . .
N1 C12 C13 122.6(4) . .
N1 C12 H12 118.7 . .
C13 C12 H12 118.7 . .
C14 C13 C12 119.6(4) . .
C14 C13 H13 120.2 . .
C12 C13 H13 120.2 . .
C13 C14 C15 120.0(3) . .
C13 C14 H14 120.0 . .
C15 C14 H14 120.0 . .
C14 C15 C16 117.1(3) . .
C14 C15 C20 123.2(4) . .
C16 C15 C20 119.6(4) . .
N1 C16 C15 122.9(3) . .
N1 C16 C17 117.6(3) . .
C15 C16 C17 119.5(3) . .
N2 C17 C18 122.6(3) . .
N2 C17 C16 118.1(3) . .
C18 C17 C16 119.3(3) . .
C21 C18 C17 117.6(4) . .
C21 C18 C19 123.3(4) . .
C17 C18 C19 119.0(4) . .
C20 C19 C18 121.8(4) . .
C20 C19 H19 119.1 . .
C18 C19 H19 119.1 . .
C19 C20 C15 120.5(4) . .
C19 C20 H20 119.8 . .
C15 C20 H20 119.8 . .
C22 C21 C18 120.1(4) . .
C22 C21 H21 120.0 . .
C18 C21 H21 120.0 . .
C21 C22 C23 118.9(4) . .
C21 C22 H22 120.6 . .
C23 C22 H22 120.6 . .
N2 C23 C22 122.3(4) . .
N2 C23 H23 118.9 . .
C22 C23 H23 118.9 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 O2 2.096(2) .
Mn1 O1 2.113(2) 7_566
Mn1 O4 2.184(3) 4
Mn1 N1 2.275(3) .
Mn1 N2 2.286(3) .
Mn1 O3 2.332(2) 4
Mn1 C1 2.579(3) 4
O1 C11 1.249(3) .
O2 C11 1.248(3) .
O3 C1 1.249(3) .
O4 C1 1.255(4) .
N1 C12 1.324(4) .
N1 C16 1.352(4) .
N2 C23 1.321(4) .
N2 C17 1.342(4) .
C1 C2 1.497(4) .
C2 C7 1.379(4) .
C2 C3 1.380(4) .
C3 C4 1.383(4) .
C3 H3 0.9300 .
C4 C5 1.368(4) .
C4 H4 0.9300 .
C5 C6 1.344(4) .
C5 H5 0.95(3) .
C6 C7 1.358(4) .
C6 C8 1.541(4) .
C7 H7 0.9300 .
C8 C10 1.383(4) 7_556
C8 C9 1.407(4) .
C9 C10 1.380(4) .
C9 C11 1.503(4) .
C10 H10 0.9300 .
C12 C13 1.393(5) .
C12 H12 0.9300 .
C13 C14 1.345(6) .
C13 H13 0.9300 .
C14 C15 1.389(5) .
C14 H14 0.9300 .
C15 C16 1.402(4) .
C15 C20 1.424(5) .
C16 C17 1.434(5) .
C17 C18 1.405(5) .
C18 C21 1.380(6) .
C18 C19 1.422(5) .
C19 C20 1.339(6) .
C19 H19 0.9300 .
C20 H20 0.9300 .
C21 C22 1.356(6) .
C21 H21 0.9300 .
C22 C23 1.409(5) .
C22 H22 0.9300 .
C23 H23 0.9300 .
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_4
Mn1 O3 C1 O4 0.0(3) 4_545 .
Mn1 O3 C1 C2 179.7(2) 4_545 .
Mn1 O4 C1 O3 0.0(3) 4_545 .
Mn1 O4 C1 C2 -179.7(2) 4_545 .
O3 C1 C2 C7 162.2(3) . .
O4 C1 C2 C7 -18.0(4) . .
O3 C1 C2 C3 -19.1(4) . .
O4 C1 C2 C3 160.6(3) . .
C7 C2 C3 C4 3.0(5) . .
C1 C2 C3 C4 -175.6(3) . .
C2 C3 C4 C5 -1.9(5) . .
C3 C4 C5 C6 -0.5(5) . .
C4 C5 C6 C7 1.7(5) . .
C4 C5 C6 C8 -175.4(3) . .
C5 C6 C7 C2 -0.5(4) . .
C8 C6 C7 C2 176.7(2) . .
C3 C2 C7 C6 -1.9(4) . .
C1 C2 C7 C6 176.8(3) . .
C5 C6 C8 C10 140.3(3) . 7_556
C7 C6 C8 C10 -37.0(4) . 7_556
C5 C6 C8 C9 -37.2(4) . .
C7 C6 C8 C9 145.5(3) . .
C10 C8 C9 C10 -1.4(5) 7_556 .
C6 C8 C9 C10 176.1(2) . .
C10 C8 C9 C11 174.5(3) 7_556 .
C6 C8 C9 C11 -8.0(4) . .
C8 C9 C10 C8 1.5(5) . 7_556
C11 C9 C10 C8 -174.6(3) . 7_556
Mn1 O2 C11 O1 117.2(3) . .
Mn1 O2 C11 C9 -62.5(3) . .
Mn1 O1 C11 O2 -26.4(4) 7_566 .
Mn1 O1 C11 C9 153.3(2) 7_566 .
C10 C9 C11 O2 122.0(3) . .
C8 C9 C11 O2 -54.0(4) . .
C10 C9 C11 O1 -57.8(4) . .
C8 C9 C11 O1 126.2(3) . .
C16 N1 C12 C13 1.3(5) . .
Mn1 N1 C12 C13 -176.0(3) . .
N1 C12 C13 C14 0.9(6) . .
C12 C13 C14 C15 -1.7(6) . .
C13 C14 C15 C16 0.3(5) . .
C13 C14 C15 C20 -178.4(4) . .
C12 N1 C16 C15 -2.7(5) . .
Mn1 N1 C16 C15 174.9(2) . .
C12 N1 C16 C17 176.4(3) . .
Mn1 N1 C16 C17 -6.1(4) . .
C14 C15 C16 N1 1.9(5) . .
C20 C15 C16 N1 -179.3(3) . .
C14 C15 C16 C17 -177.1(3) . .
C20 C15 C16 C17 1.7(5) . .
C23 N2 C17 C18 -0.2(5) . .
Mn1 N2 C17 C18 -179.1(2) . .
C23 N2 C17 C16 -179.2(3) . .
Mn1 N2 C17 C16 1.8(4) . .
N1 C16 C17 N2 2.8(4) . .
C15 C16 C17 N2 -178.1(3) . .
N1 C16 C17 C18 -176.2(3) . .
C15 C16 C17 C18 2.9(5) . .
N2 C17 C18 C21 -2.4(5) . .
C16 C17 C18 C21 176.6(3) . .
N2 C17 C18 C19 176.3(3) . .
C16 C17 C18 C19 -4.7(5) . .
C21 C18 C19 C20 -179.5(4) . .
C17 C18 C19 C20 1.9(6) . .
C18 C19 C20 C15 2.7(6) . .
C14 C15 C20 C19 174.2(4) . .
C16 C15 C20 C19 -4.5(5) . .
C17 C18 C21 C22 2.8(6) . .
C19 C18 C21 C22 -175.8(4) . .
C18 C21 C22 C23 -0.9(6) . .
C17 N2 C23 C22 2.4(5) . .
Mn1 N2 C23 C22 -178.8(3) . .
C21 C22 C23 N2 -1.9(6) . .
