#------------------------------------------------------------------------------
#$Date: 2020-12-10 05:41:09 +0200 (Thu, 10 Dec 2020) $
#$Revision: 259738 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/17/7241757.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_7241757
loop_
_publ_author_name
'Yang, Dongdong'
'Liu, Xiaxia'
'Lu, Liping'
'Zhu, Miaoli'
_publ_section_title
;
 Effects of two different solvents on the syntheses, structural diversity,
 and magnetic properties of six Mn(ii) complexes derived from
 3,3′-((5-carboxy-1,3-phenylene)bis(oxy))dibenzoate and variable
 N-donor ligands
;
_journal_issue                   46
_journal_name_full               CrystEngComm
_journal_page_first              8088
_journal_page_last               8099
_journal_paper_doi               10.1039/D0CE01383H
_journal_volume                  22
_journal_year                    2020
_chemical_formula_moiety
'C66 H42 Mn3 N4 O18 [+ solvent = 2(C3 H7 N O),3(H2 O)]'
_chemical_formula_sum            'C69 H62 Mn3 N6 O23'
_chemical_formula_weight         1508.06
_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'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2020-05-30 deposited with the CCDC.	2020-10-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 133.158(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   28.4052(19)
_cell_length_b                   16.0847(12)
_cell_length_c                   19.9257(12)
_cell_measurement_reflns_used    5190
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      26.18
_cell_measurement_theta_min      2.80
_cell_volume                     6641.0(8)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1165
_diffrn_reflns_av_unetI/netI     0.1212
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            35107
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.525
_diffrn_reflns_theta_min         2.803
_exptl_absorpt_coefficient_mu    0.648
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.508
_exptl_crystal_description       block
_exptl_crystal_F_000             3108
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_transmission_factor_max   0.7456
_exptl_transmission_factor_min   0.6514
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.519
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.967
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     412
_refine_ls_number_reflns         7630
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.967
_refine_ls_R_factor_all          0.1478
_refine_ls_R_factor_gt           0.0569
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0538P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1093
_refine_ls_wR_factor_ref         0.1349
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3560
_reflns_number_total             7630
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ce01383h2.cif
_cod_data_source_block           complex3a
_cod_original_cell_volume        6640.9(8)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7241757
_shelx_shelxl_version_number     2014/7
_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   0.938
_shelx_estimated_absorpt_t_max   0.938
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.15468(3) 0.38034(3) 0.51934(4) 0.03816(17) Uani 1 1 d . . . . .
Mn2 Mn 0.2500 0.2500 0.5000 0.0545(3) Uani 1 2 d S . P . .
O1 O 0.24668(15) 0.37459(17) 0.4645(2) 0.0688(9) Uani 1 1 d . . . . .
O2 O 0.17251(13) 0.44906(16) 0.44764(18) 0.0536(7) Uani 1 1 d . . . . .
O3 O 0.31272(13) 0.28422(17) 0.64326(18) 0.0587(8) Uani 1 1 d . . . . .
O4 O 0.25301(13) 0.37580(18) 0.64076(19) 0.0665(9) Uani 1 1 d . . . . .
O5 O 0.14054(13) 0.30109(16) 0.59193(17) 0.0533(7) Uani 1 1 d . . . . .
O6 O 0.13739(13) 0.17284(16) 0.54805(17) 0.0543(7) Uani 1 1 d . . . . .
O7 O 0.38347(13) 0.58079(19) 0.4822(2) 0.0717(9) Uani 1 1 d . . . . .
O8 O 0.20568(14) 0.73971(15) 0.39878(18) 0.0621(8) Uani 1 1 d . . . . .
O9 O 0.15256(11) 0.26051(14) 0.45918(16) 0.0463(7) Uani 1 1 d . . . . .
H9A H 0.1448 0.2210 0.4778 0.069 Uiso 1 1 d R U . . .
H9B H 0.1265 0.2573 0.4037 0.069 Uiso 1 1 d R U . . .
N1 N 0.14232(15) 0.50042(19) 0.5644(2) 0.0486(8) Uani 1 1 d . . . . .
N2 N 0.04712(15) 0.41018(19) 0.4127(2) 0.0424(8) Uani 1 1 d . . . . .
C1 C 0.32329(19) 0.5864(3) 0.4540(3) 0.0484(10) Uani 1 1 d . . . . .
C2 C 0.2932(2) 0.6623(2) 0.4342(3) 0.0521(11) Uani 1 1 d . . . . .
H2 H 0.3108 0.7107 0.4335 0.062 Uiso 1 1 calc R U . . .
C3 C 0.2366(2) 0.6648(2) 0.4153(2) 0.0446(10) Uani 1 1 d . . . . .
C4 C 0.21193(19) 0.5947(2) 0.4202(2) 0.0430(10) Uani 1 1 d . . . . .
H4 H 0.1745 0.5976 0.4093 0.052 Uiso 1 1 calc R U . . .
C5 C 0.24314(18) 0.5186(2) 0.4416(2) 0.0368(9) Uani 1 1 d . . . . .
C6 C 0.29750(18) 0.5146(2) 0.4556(2) 0.0428(9) Uani 1 1 d . . . . .
H6 H 0.3170 0.4635 0.4662 0.051 Uiso 1 1 calc R U . . .
C7 C 0.2183(2) 0.4413(2) 0.4518(2) 0.0449(10) Uani 1 1 d . . . . .
C8 C 0.39307(18) 0.6093(2) 0.4269(3) 0.0477(10) Uani 1 1 d . . . . .
C9 C 0.34371(18) 0.6229(2) 0.3336(3) 0.0441(9) Uani 1 1 d . . . . .
H9 H 0.3011 0.6137 0.3048 0.053 Uiso 1 1 calc R U . . .
C10 C 0.35763(17) 0.6503(2) 0.2824(3) 0.0391(9) Uani 1 1 d . . . . .
C11 C 0.42141(19) 0.6620(2) 0.3258(3) 0.0533(11) Uani 1 1 d . . . . .
H11 H 0.4314 0.6808 0.2926 0.064 Uiso 1 1 calc R U . . .
C12 C 0.4704(2) 0.6454(3) 0.4193(3) 0.0654(13) Uani 1 1 d . . . . .
H12 H 0.5132 0.6515 0.4480 0.079 Uiso 1 1 calc R U . . .
C13 C 0.45640(19) 0.6199(2) 0.4702(3) 0.0608(12) Uani 1 1 d . . . . .
H13 H 0.4894 0.6099 0.5330 0.073 Uiso 1 1 calc R U . . .
C14 C 0.30353(19) 0.3350(2) 0.6804(3) 0.0440(10) Uani 1 1 d . . . . .
C15 C 0.18389(18) 0.7876(2) 0.3245(2) 0.0434(10) Uani 1 1 d . . . . .
C16 C 0.17380(16) 0.7578(2) 0.2509(2) 0.0382(9) Uani 1 1 d . . . . .
H16 H 0.1828 0.7025 0.2500 0.046 Uiso 1 1 calc R U . . .
C17 C 0.15048(16) 0.8092(2) 0.1784(2) 0.0339(8) Uani 1 1 d . . . . .
C18 C 0.13642(18) 0.8918(2) 0.1797(3) 0.0453(10) Uani 1 1 d . . . . .
H18 H 0.1214 0.9273 0.1316 0.054 Uiso 1 1 calc R U . . .
C19 C 0.1450(2) 0.9209(2) 0.2529(3) 0.0536(11) Uani 1 1 d . . . . .
H19 H 0.1348 0.9758 0.2532 0.064 Uiso 1 1 calc R U . . .
C20 C 0.1684(2) 0.8692(2) 0.3252(3) 0.0531(11) Uani 1 1 d . . . . .
H20 H 0.1738 0.8888 0.3740 0.064 Uiso 1 1 calc R U . . .
C21 C 0.14184(16) 0.2238(2) 0.5998(2) 0.0369(9) Uani 1 1 d . . . . .
C22 C 0.1884(2) 0.5433(3) 0.6378(3) 0.0722(14) Uani 1 1 d . . . . .
H22 H 0.2302 0.5223 0.6780 0.087 Uiso 1 1 calc R U . . .
C23 C 0.1769(3) 0.6201(3) 0.6582(4) 0.0942(19) Uani 1 1 d . . . . .
H23 H 0.2107 0.6494 0.7107 0.113 Uiso 1 1 calc R U . . .
C24 C 0.1160(3) 0.6510(3) 0.6005(4) 0.0840(17) Uani 1 1 d . . . . .
H24 H 0.1079 0.7018 0.6133 0.101 Uiso 1 1 calc R U . . .
C25 C 0.0660(2) 0.6069(3) 0.5227(3) 0.0595(12) Uani 1 1 d . . . . .
C26 C 0.08121(19) 0.5311(2) 0.5060(3) 0.0439(10) Uani 1 1 d . . . . .
C27 C 0.03083(17) 0.4830(2) 0.4266(3) 0.0388(9) Uani 1 1 d . . . . .
C30 C -0.0336(2) 0.5117(3) 0.3667(3) 0.0553(11) Uani 1 1 d . . . . .
C31 C -0.0806(2) 0.4616(4) 0.2927(3) 0.0831(16) Uani 1 1 d . . . . .
H31 H -0.1236 0.4781 0.2522 0.100 Uiso 1 1 calc R U . . .
C32 C -0.0646(2) 0.3883(4) 0.2784(3) 0.0796(15) Uani 1 1 d . . . . .
H32 H -0.0962 0.3549 0.2284 0.096 Uiso 1 1 calc R U . . .
C33 C -0.0002(2) 0.3643(3) 0.3399(3) 0.0603(12) Uani 1 1 d . . . . .
H33 H 0.0105 0.3142 0.3299 0.072 Uiso 1 1 calc R U . . .
C28 C -0.0004(3) 0.6338(3) 0.4592(4) 0.0718(15) Uani 1 1 d . . . . .
H28 H -0.0108 0.6841 0.4693 0.086 Uiso 1 1 calc R U . . .
C29 C -0.0465(3) 0.5883(3) 0.3872(4) 0.0762(15) Uani 1 1 d . . . . .
H29 H -0.0889 0.6069 0.3484 0.091 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
O4 Mn1 O2 92.97(11) . . ?
O4 Mn1 O5 85.30(11) . . ?
O2 Mn1 O5 174.93(10) . . ?
O4 Mn1 O9 96.54(10) . . ?
O2 Mn1 O9 91.11(9) . . ?
O5 Mn1 O9 84.36(9) . . ?
O4 Mn1 N1 91.02(11) . . ?
O2 Mn1 N1 89.75(11) . . ?
O5 Mn1 N1 95.04(11) . . ?
O9 Mn1 N1 172.34(10) . . ?
O4 Mn1 N2 163.50(11) . . ?
O2 Mn1 N2 92.72(10) . . ?
O5 Mn1 N2 90.23(10) . . ?
O9 Mn1 N2 98.82(10) . . ?
N1 Mn1 N2 73.54(11) . . ?
O1 Mn2 O1 180.0 . 7_556 ?
O1 Mn2 O3 89.53(11) . 7_556 ?
O1 Mn2 O3 90.47(11) 7_556 7_556 ?
O1 Mn2 O3 90.47(11) . . ?
O1 Mn2 O3 89.53(11) 7_556 . ?
O3 Mn2 O3 180.00(14) 7_556 . ?
O1 Mn2 O9 87.44(10) . 7_556 ?
O1 Mn2 O9 92.56(10) 7_556 7_556 ?
O3 Mn2 O9 98.87(9) 7_556 7_556 ?
O3 Mn2 O9 81.13(9) . 7_556 ?
O1 Mn2 O9 92.56(10) . . ?
O1 Mn2 O9 87.44(10) 7_556 . ?
O3 Mn2 O9 81.13(9) 7_556 . ?
O3 Mn2 O9 98.87(9) . . ?
O9 Mn2 O9 180.00(14) 7_556 . ?
C7 O1 Mn2 139.0(3) . . ?
C7 O2 Mn1 128.3(2) . . ?
C14 O3 Mn2 129.4(3) . . ?
C14 O4 Mn1 142.5(3) . . ?
C21 O5 Mn1 131.8(2) . . ?
C8 O7 C1 121.0(3) . . ?
C15 O8 C3 118.9(3) . . ?
Mn1 O9 Mn2 106.74(10) . . ?
C22 N1 C26 118.8(4) . . ?
C22 N1 Mn1 126.0(3) . . ?
C26 N1 Mn1 115.2(2) . . ?
C33 N2 C27 117.9(4) . . ?
C33 N2 Mn1 127.4(3) . . ?
C27 N2 Mn1 114.7(2) . . ?
O7 C1 C6 117.5(4) . . ?
O7 C1 C2 121.4(4) . . ?
C6 C1 C2 120.7(4) . . ?
C3 C2 C1 118.8(4) . . ?
C2 C3 C4 121.0(4) . . ?
C2 C3 O8 121.4(4) . . ?
C4 C3 O8 117.4(4) . . ?
C3 C4 C5 119.7(4) . . ?
C6 C5 C4 119.7(3) . . ?
C6 C5 C7 119.9(3) . . ?
C4 C5 C7 120.4(4) . . ?
C5 C6 C1 119.9(3) . . ?
O1 C7 O2 126.2(4) . . ?
O1 C7 C5 115.8(4) . . ?
O2 C7 C5 118.0(3) . . ?
O7 C8 C13 115.4(4) . . ?
O7 C8 C9 123.7(3) . . ?
C13 C8 C9 120.9(4) . . ?
C10 C9 C8 120.1(3) . . ?
C11 C10 C9 119.3(4) . . ?
C11 C10 C14 120.8(4) . 6_565 ?
C9 C10 C14 119.9(3) . 6_565 ?
C10 C11 C12 119.5(4) . . ?
C11 C12 C13 121.0(4) . . ?
C8 C13 C12 119.1(4) . . ?
O3 C14 O4 125.9(4) . . ?
O3 C14 C10 118.0(3) . 6_566 ?
O4 C14 C10 116.1(4) . 6_566 ?
O8 C15 C16 124.2(3) . . ?
O8 C15 C20 115.4(3) . . ?
C16 C15 C20 120.3(3) . . ?
C17 C16 C15 120.7(3) . . ?
C16 C17 C18 119.4(3) . . ?
C16 C17 C21 120.0(3) . 6_565 ?
C18 C17 C21 120.7(3) . 6_565 ?
C17 C18 C19 119.7(3) . . ?
C20 C19 C18 120.6(4) . . ?
C19 C20 C15 119.3(4) . . ?
O6 C21 O5 124.7(3) . . ?
O6 C21 C17 118.5(3) . 6_566 ?
O5 C21 C17 116.7(3) . 6_566 ?
N1 C22 C23 122.3(4) . . ?
C24 C23 C22 119.4(4) . . ?
C23 C24 C25 119.9(4) . . ?
C24 C25 C26 117.6(4) . . ?
C24 C25 C28 123.7(4) . . ?
C26 C25 C28 118.7(4) . . ?
N1 C26 C25 122.1(4) . . ?
N1 C26 C27 118.4(3) . . ?
C25 C26 C27 119.5(4) . . ?
N2 C27 C30 122.4(4) . . ?
N2 C27 C26 118.0(3) . . ?
C30 C27 C26 119.6(4) . . ?
C31 C30 C27 117.2(4) . . ?
C31 C30 C29 124.1(5) . . ?
C27 C30 C29 118.6(4) . . ?
C30 C31 C32 120.7(4) . . ?
C33 C32 C31 118.9(5) . . ?
N2 C33 C32 122.9(4) . . ?
C29 C28 C25 121.2(4) . . ?
C28 C29 C30 122.3(5) . . ?
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 O4 2.101(3) . ?
Mn1 O2 2.123(3) . ?
Mn1 O5 2.162(3) . ?
Mn1 O9 2.249(2) . ?
Mn1 N1 2.256(3) . ?
Mn1 N2 2.280(3) . ?
Mn2 O1 2.106(3) . ?
Mn2 O1 2.106(3) 7_556 ?
Mn2 O3 2.161(3) 7_556 ?
Mn2 O3 2.161(3) . ?
Mn2 O9 2.296(2) 7_556 ?
Mn2 O9 2.296(2) . ?
O1 C7 1.259(4) . ?
O2 C7 1.253(4) . ?
O3 C14 1.244(4) . ?
O4 C14 1.250(4) . ?
O5 C21 1.250(4) . ?
O6 C21 1.253(4) . ?
O7 C8 1.381(4) . ?
O7 C1 1.390(4) . ?
O8 C15 1.384(4) . ?
O8 C3 1.392(4) . ?
N1 C22 1.308(5) . ?
N1 C26 1.359(4) . ?
N2 C33 1.337(5) . ?
N2 C27 1.356(4) . ?
C1 C6 1.380(5) . ?
C1 C2 1.384(5) . ?
C2 C3 1.378(5) . ?
C3 C4 1.367(5) . ?
C4 C5 1.396(4) . ?
C5 C6 1.370(5) . ?
C5 C7 1.509(5) . ?
C8 C13 1.373(5) . ?
C8 C9 1.381(5) . ?
C9 C10 1.394(5) . ?
C10 C11 1.386(5) . ?
C10 C14 1.508(5) 6_565 ?
C11 C12 1.390(6) . ?
C12 C13 1.381(6) . ?
C14 C10 1.508(5) 6_566 ?
C15 C16 1.375(5) . ?
C15 C20 1.387(5) . ?
C16 C17 1.378(4) . ?
C17 C18 1.394(5) . ?
C17 C21 1.506(5) 6_565 ?
C18 C19 1.386(5) . ?
C19 C20 1.378(5) . ?
C21 C17 1.506(5) 6_566 ?
C22 C23 1.406(6) . ?
C23 C24 1.356(6) . ?
C24 C25 1.382(6) . ?
C25 C26 1.408(5) . ?
C25 C28 1.441(6) . ?
C26 C27 1.432(5) . ?
C27 C30 1.414(5) . ?
C30 C31 1.384(6) . ?
C30 C29 1.422(6) . ?
C31 C32 1.361(6) . ?
C32 C33 1.389(6) . ?
C28 C29 1.319(6) . ?
