# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_MN-TMPP
_database_code_depnum_ccdc_archive 'CCDC 2010087'
loop_
_audit_author_name
_audit_author_address
'Wen-Hua Zhang'
;Soochow University
China
;

_audit_update_record             
;
2020-06-16 deposited with the CCDC.	2020-08-24 downloaded from the CCDC.
;
_publcif_datablock.id            {ac8c9d45-bf97-42c8-83e8-833743456a5b}

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H32 Mn N8 [+ solvent]'
_chemical_formula_sum            'C44 H32 Mn N8'
_chemical_formula_weight         727.71

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'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 2'
_space_group_name_Hall           'C 2y'

_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.
;

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'

_cell_length_a                   31.541(2)
_cell_length_b                   9.6191(8)
_cell_length_c                   14.6584(10)
_cell_angle_alpha                90
_cell_angle_beta                 95.861(2)
_cell_angle_gamma                90
_cell_volume                     4424.1(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    7257
_cell_measurement_theta_min      3.11
_cell_measurement_theta_max      25.09
_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.093
_exptl_crystal_F_000             1508
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.335
_shelx_estimated_absorpt_T_min   0.967
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.967
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_process_details   
;
 Sheldrick, G.M. SADABS (Program for Scaling and Correction of Area Detector
 Data), version 2008/1; University of Göttingen: Göttingen, Germany, 2008.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            32935
_diffrn_reflns_av_unetI/netI     0.1820
_diffrn_reflns_av_R_equivalents  0.1054
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.072
_diffrn_reflns_theta_max         28.520
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             11137
_reflns_number_gt                6078
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.891
_reflns_Friedel_fraction_max     0.995
_reflns_Friedel_fraction_full    0.999

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker ApexII'
_computing_cell_refinement       'Bruker ApexII'
_computing_data_reduction        'Bruker ApexII'
_computing_structure_solution    'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0978P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.38(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         11137
_refine_ls_number_parameters     483
_refine_ls_number_restraints     25
_refine_ls_R_factor_all          0.1672
_refine_ls_R_factor_gt           0.0793
_refine_ls_wR_factor_ref         0.1896
_refine_ls_wR_factor_gt          0.1559
_refine_ls_goodness_of_fit_ref   0.965
_refine_ls_restrained_S_all      0.977
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

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 0.26192(3) 1.00050(12) -0.24178(5) 0.0234(3) Uani 1 1 d . . . . .
N1 N 0.29062(15) 0.8770(5) -0.1320(3) 0.0204(12) Uani 1 1 d . . . . .
N2 N 0.20509(13) 0.9852(7) -0.1758(3) 0.0199(11) Uani 1 1 d . . . . .
N3 N 0.22202(14) 1.0230(6) -0.3662(3) 0.0216(13) Uani 1 1 d . . . . .
N4 N 0.30721(15) 0.9172(6) -0.3232(3) 0.0234(12) Uani 1 1 d . . . . .
N5 N 0.3091(2) 0.9430(6) -0.7126(4) 0.0378(17) Uani 1 1 d . . . . .
N6 N 0.4791(3) 0.840(2) -0.1458(7) 0.136(6) Uani 1 1 d . . . . .
N7 N 0.21808(16) 0.7139(5) 0.1943(3) 0.0239(12) Uani 1 1 d . . . . .
N8 N 0.0518(4) 1.2643(15) -0.3541(7) 0.120(5) Uani 1 1 d . . . . .
C1 C 0.1884(2) 0.7805(8) 0.3348(4) 0.0406(19) Uani 1 1 d . . . . .
H1A H 0.167680 0.704267 0.327373 0.061 Uiso 1 1 calc R U . . .
H1B H 0.175056 0.861775 0.360406 0.061 Uiso 1 1 calc R U . . .
H1C H 0.213057 0.751422 0.376426 0.061 Uiso 1 1 calc R U . . .
C2 C 0.2025(2) 0.8171(7) 0.2436(4) 0.0283(15) Uani 1 1 d . . . . .
C3 C 0.2003(2) 0.9493(6) 0.2107(4) 0.0318(17) Uani 1 1 d . . . . .
H3 H 0.190412 1.021179 0.247615 0.038 Uiso 1 1 calc R U . . .
C4 C 0.2124(2) 0.9824(9) 0.1237(4) 0.0296(16) Uani 1 1 d . . . . .
H4 H 0.211369 1.075338 0.101694 0.036 Uiso 1 1 calc R U . . .
C5 C 0.22576(19) 0.8742(7) 0.0712(4) 0.0227(14) Uani 1 1 d . . . . .
C6 C 0.22859(19) 0.7423(7) 0.1100(4) 0.0218(14) Uani 1 1 d . . . . .
H6 H 0.238504 0.668246 0.074844 0.026 Uiso 1 1 calc R U . . .
C7 C 0.23585(19) 0.8982(6) -0.0250(4) 0.0222(14) Uani 1 1 d . . . . .
C8 C 0.27696(18) 0.8633(6) -0.0461(4) 0.0177(13) Uani 1 1 d . . . . .
C9 C 0.31173(19) 0.8137(7) 0.0157(4) 0.0233(15) Uani 1 1 d . . . . .
H9 H 0.311151 0.797578 0.079458 0.028 Uiso 1 1 calc R U . . .
C10 C 0.34485(19) 0.7942(7) -0.0315(4) 0.0248(15) Uani 1 1 d . . . . .
H10 H 0.371980 0.759669 -0.007775 0.030 Uiso 1 1 calc R U . . .
C11 C 0.33247(19) 0.8345(7) -0.1250(4) 0.0235(14) Uani 1 1 d . . . . .
C12 C 0.35827(19) 0.8306(7) -0.1968(4) 0.0267(15) Uani 1 1 d . . . . .
C13 C 0.4039(2) 0.7875(10) -0.1727(5) 0.042(2) Uani 1 1 d . . . . .
C14 C 0.4357(3) 0.8840(18) -0.1693(7) 0.110(5) Uani 1 1 d . . . . .
H14 H 0.429338 0.978872 -0.182244 0.131 Uiso 1 1 calc R U . . .
C15 C 0.4547(4) 0.6074(18) -0.1392(8) 0.107(5) Uani 1 1 d . . . . .
H15 H 0.460591 0.511182 -0.130368 0.128 Uiso 1 1 calc R U . . .
C16 C 0.4825(5) 0.692(2) -0.1332(9) 0.096(4) Uani 1 1 d . U . . .
C17 C 0.5325(4) 0.658(2) -0.1115(9) 0.153(7) Uani 1 1 d . U . . .
H17A H 0.538212 0.625592 -0.048186 0.229 Uiso 1 1 calc R U . . .
H17B H 0.549109 0.742867 -0.119634 0.229 Uiso 1 1 calc R U . . .
H17C H 0.540643 0.586273 -0.153607 0.229 Uiso 1 1 calc R U . . .
C18 C 0.4147(3) 0.6550(14) -0.1590(7) 0.094(4) Uani 1 1 d . . . . .
H18 H 0.392321 0.588324 -0.163633 0.112 Uiso 1 1 calc R U . . .
C19 C 0.34674(19) 0.8700(7) -0.2884(4) 0.0278(15) Uani 1 1 d . . . . .
C20 C 0.3737(2) 0.8680(8) -0.3601(4) 0.0374(18) Uani 1 1 d . . . . .
H20 H 0.402599 0.838756 -0.354579 0.045 Uiso 1 1 calc R U . . .
C21 C 0.35177(19) 0.9137(8) -0.4363(4) 0.0278(15) Uani 1 1 d . . . . .
H21 H 0.362112 0.924277 -0.494534 0.033 Uiso 1 1 calc R U . . .
C22 C 0.3095(2) 0.9440(6) -0.4140(4) 0.0256(15) Uani 1 1 d . . . . .
C23 C 0.27626(18) 1.0005(9) -0.4744(3) 0.0229(12) Uani 1 1 d . . . . .
C24 C 0.28621(19) 1.0255(8) -0.5705(4) 0.0264(17) Uani 1 1 d . . . . .
C25 C 0.2868(3) 1.1586(8) -0.6028(5) 0.043(2) Uani 1 1 d . . . . .
H25 H 0.278009 1.233957 -0.567212 0.052 Uiso 1 1 calc R U . . .
C26 C 0.3004(3) 1.1817(8) -0.6887(5) 0.051(2) Uani 1 1 d . . . . .
H26 H 0.302353 1.273634 -0.711545 0.061 Uiso 1 1 calc R U . . .
C27 C 0.3107(3) 1.0734(9) -0.7389(5) 0.0344(18) Uani 1 1 d . . . . .
C28 C 0.3277(3) 1.0987(9) -0.8316(5) 0.054(2) Uani 1 1 d . . . . .
H28A H 0.349473 1.028964 -0.841174 0.081 Uiso 1 1 calc R U . . .
H28B H 0.340281 1.191761 -0.832266 0.081 Uiso 1 1 calc R U . . .
H28C H 0.304251 1.091407 -0.880614 0.081 Uiso 1 1 calc R U . . .
C29 C 0.2964(2) 0.9210(8) -0.6281(4) 0.0286(15) Uani 1 1 d . . . . .
H29 H 0.294379 0.827755 -0.607703 0.034 Uiso 1 1 calc R U . . .
C30 C 0.23533(19) 1.0306(6) -0.4516(4) 0.0227(16) Uani 1 1 d . . . . .
C31 C 0.2000(2) 1.0752(7) -0.5157(4) 0.0272(15) Uani 1 1 d . . . . .
H31 H 0.200763 1.092501 -0.579282 0.033 Uiso 1 1 calc R U . . .
C32 C 0.1665(2) 1.0875(7) -0.4688(4) 0.0304(16) Uani 1 1 d . . . . .
H32 H 0.138478 1.112838 -0.493378 0.036 Uiso 1 1 calc R U . . .
C33 C 0.1797(2) 1.0560(7) -0.3747(4) 0.0253(15) Uani 1 1 d . . . . .
C34 C 0.1533(2) 1.0556(7) -0.3036(4) 0.0277(16) Uani 1 1 d . . . . .
C35 C 0.1079(2) 1.0952(10) -0.3266(5) 0.043(2) Uani 1 1 d . . . . .
C36 C 0.0762(3) 1.0010(19) -0.3441(7) 0.101(4) Uani 1 1 d . . . . .
H36 H 0.083470 0.905171 -0.342027 0.122 Uiso 1 1 calc R U . . .
C37 C 0.0348(3) 1.036(2) -0.3643(9) 0.117(6) Uani 1 1 d . . . . .
H37 H 0.013866 0.965457 -0.376898 0.141 Uiso 1 1 calc R U . . .
C38 C 0.0243(4) 1.1601(19) -0.3662(8) 0.084(4) Uani 1 1 d . U . . .
C39 C -0.0201(3) 1.219(2) -0.3851(7) 0.140(6) Uani 1 1 d . U . . .
H39A H -0.039970 1.145337 -0.406782 0.210 Uiso 1 1 calc R U . . .
H39B H -0.020247 1.291987 -0.432042 0.210 Uiso 1 1 calc R U . . .
H39C H -0.029016 1.259569 -0.328544 0.210 Uiso 1 1 calc R U . . .
C40 C 0.0952(3) 1.2264(12) -0.3303(7) 0.076(3) Uani 1 1 d . . . . .
H40 H 0.115706 1.297744 -0.316711 0.091 Uiso 1 1 calc R U . . .
C41 C 0.16508(18) 1.0179(8) -0.2113(4) 0.0218(14) Uani 1 1 d . . . . .
C42 C 0.13603(16) 1.0018(10) -0.1426(3) 0.0255(13) Uani 1 1 d . . . . .
H42 H 0.106160 1.017965 -0.150400 0.031 Uiso 1 1 calc R U . . .
C43 C 0.1585(2) 0.9606(6) -0.0667(4) 0.0288(18) Uani 1 1 d . . . . .
H43 H 0.147777 0.943564 -0.009465 0.035 Uiso 1 1 calc R U . . .
C44 C 0.2025(2) 0.9459(6) -0.0858(4) 0.0222(15) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 N4 2.111(5) . ?
Mn1 N3 2.119(4) . ?
Mn1 N1 2.127(5) . ?
Mn1 N2 2.127(4) . ?
Mn1 N7 2.237(5) 4 ?
N1 C11 1.376(7) . ?
N1 C8 1.379(7) . ?
N2 C41 1.352(7) . ?
N2 C44 1.382(7) . ?
N3 C30 1.362(7) . ?
N3 C33 1.364(8) . ?
N4 C22 1.365(8) . ?
N4 C19 1.375(8) . ?
N5 C27 1.315(8) . ?
N5 C29 1.356(9) . ?
N6 C14 1.438(15) . ?
N6 C16 1.44(2) . ?
N7 C6 1.340(7) . ?
N7 C2 1.350(8) . ?
N8 C38 1.325(18) . ?
N8 C40 1.425(13) . ?
C1 C2 1.495(9) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.359(9) . ?
C3 C4 1.404(9) . ?
C3 H3 0.9500 . ?
C4 C5 1.386(9) . ?
C4 H4 0.9500 . ?
C5 C6 1.390(9) . ?
C5 C7 1.495(8) . ?
C6 H6 0.9500 . ?
C7 C44 1.385(9) . ?
C7 C8 1.404(8) . ?
C8 C9 1.431(8) . ?
C9 C10 1.323(8) . ?
C9 H9 0.9500 . ?
C10 C11 1.440(8) . ?
C10 H10 0.9500 . ?
C11 C12 1.395(8) . ?
C12 C19 1.408(9) . ?
C12 C13 1.503(9) . ?
C13 C18 1.329(14) . ?
C13 C14 1.366(14) . ?
C14 H14 0.9500 . ?
C15 C16 1.19(2) . ?
C15 C18 1.347(13) . ?
C15 H15 0.9500 . ?
C16 C17 1.611(17) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18 0.9500 . ?
C19 C20 1.418(9) . ?
C20 C21 1.326(9) . ?
C20 H20 0.9500 . ?
C21 C22 1.435(9) . ?
C21 H21 0.9500 . ?
C22 C23 1.410(9) . ?
C23 C30 1.397(8) . ?
C23 C24 1.493(7) . ?
C24 C25 1.366(10) . ?
C24 C29 1.372(9) . ?
C25 C26 1.390(9) . ?
C25 H25 0.9500 . ?
C26 C27 1.334(11) . ?
C26 H26 0.9500 . ?
C27 C28 1.529(10) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29 0.9500 . ?
C30 C31 1.447(8) . ?
C31 C32 1.324(9) . ?
C31 H31 0.9500 . ?
C32 C33 1.432(8) . ?
C32 H32 0.9500 . ?
C33 C34 1.401(8) . ?
C34 C41 1.413(8) . ?
C34 C35 1.487(9) . ?
C35 C40 1.324(13) . ?
C35 C36 1.354(14) . ?
C36 C37 1.351(16) . ?
C36 H36 0.9500 . ?
C37 C38 1.24(2) . ?
C37 H37 0.9500 . ?
C38 C39 1.514(15) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40 0.9500 . ?
C41 C42 1.438(7) . ?
C42 C43 1.318(8) . ?
C42 H42 0.9500 . ?
C43 C44 1.450(9) . ?
C43 H43 0.9500 . ?

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
N4 Mn1 N3 85.92(18) . . ?
N4 Mn1 N1 87.45(18) . . ?
N3 Mn1 N1 151.4(2) . . ?
N4 Mn1 N2 151.8(2) . . ?
N3 Mn1 N2 86.84(17) . . ?
N1 Mn1 N2 86.02(18) . . ?
N4 Mn1 N7 109.8(2) . 4 ?
N3 Mn1 N7 107.3(2) . 4 ?
N1 Mn1 N7 101.08(19) . 4 ?
N2 Mn1 N7 98.4(2) . 4 ?
C11 N1 C8 106.9(5) . . ?
C11 N1 Mn1 123.6(4) . . ?
C8 N1 Mn1 126.6(4) . . ?
C41 N2 C44 106.7(4) . . ?
C41 N2 Mn1 127.3(4) . . ?
C44 N2 Mn1 126.0(4) . . ?
C30 N3 C33 107.1(5) . . ?
C30 N3 Mn1 125.8(4) . . ?
C33 N3 Mn1 126.3(4) . . ?
C22 N4 C19 106.7(5) . . ?
C22 N4 Mn1 125.9(4) . . ?
C19 N4 Mn1 123.8(4) . . ?
C27 N5 C29 116.2(6) . . ?
C14 N6 C16 112.0(13) . . ?
C6 N7 C2 118.8(5) . . ?
C6 N7 Mn1 112.7(4) . 4_545 ?
C2 N7 Mn1 128.0(4) . 4_545 ?
C38 N8 C40 116.0(12) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N7 C2 C3 120.5(6) . . ?
N7 C2 C1 117.6(6) . . ?
C3 C2 C1 121.9(6) . . ?
C2 C3 C4 121.7(6) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 117.4(7) . . ?
C5 C4 H4 121.3 . . ?
C3 C4 H4 121.3 . . ?
C4 C5 C6 117.9(5) . . ?
C4 C5 C7 120.9(6) . . ?
C6 C5 C7 121.1(5) . . ?
N7 C6 C5 123.5(6) . . ?
N7 C6 H6 118.3 . . ?
C5 C6 H6 118.3 . . ?
C44 C7 C8 126.6(6) . . ?
C44 C7 C5 115.9(5) . . ?
C8 C7 C5 117.4(5) . . ?
N1 C8 C7 124.0(5) . . ?
N1 C8 C9 108.6(5) . . ?
C7 C8 C9 127.3(5) . . ?
C10 C9 C8 108.2(5) . . ?
C10 C9 H9 125.9 . . ?
C8 C9 H9 125.9 . . ?
C9 C10 C11 107.9(5) . . ?
C9 C10 H10 126.1 . . ?
C11 C10 H10 126.1 . . ?
N1 C11 C12 125.5(5) . . ?
N1 C11 C10 108.4(5) . . ?
C12 C11 C10 126.1(6) . . ?
C11 C12 C19 126.8(6) . . ?
C11 C12 C13 116.6(5) . . ?
C19 C12 C13 116.5(5) . . ?
C18 C13 C14 118.0(10) . . ?
C18 C13 C12 121.6(9) . . ?
C14 C13 C12 120.3(9) . . ?
C13 C14 N6 119.3(14) . . ?
C13 C14 H14 120.4 . . ?
N6 C14 H14 120.4 . . ?
C16 C15 C18 116.6(17) . . ?
C16 C15 H15 121.7 . . ?
C18 C15 H15 121.7 . . ?
C15 C16 N6 128.6(15) . . ?
C15 C16 C17 124.9(17) . . ?
N6 C16 C17 106.5(14) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C13 C18 C15 125.4(14) . . ?
C13 C18 H18 117.3 . . ?
C15 C18 H18 117.3 . . ?
N4 C19 C12 125.4(5) . . ?
N4 C19 C20 108.6(5) . . ?
C12 C19 C20 126.0(6) . . ?
C21 C20 C19 108.6(6) . . ?
C21 C20 H20 125.7 . . ?
C19 C20 H20 125.7 . . ?
C20 C21 C22 107.0(6) . . ?
C20 C21 H21 126.5 . . ?
C22 C21 H21 126.5 . . ?
N4 C22 C23 125.1(6) . . ?
N4 C22 C21 109.0(5) . . ?
C23 C22 C21 125.8(6) . . ?
C30 C23 C22 125.2(5) . . ?
C30 C23 C24 118.7(5) . . ?
C22 C23 C24 116.1(5) . . ?
C25 C24 C29 117.4(6) . . ?
C25 C24 C23 119.3(6) . . ?
C29 C24 C23 123.2(7) . . ?
C24 C25 C26 118.7(7) . . ?
C24 C25 H25 120.7 . . ?
C26 C25 H25 120.7 . . ?
C27 C26 C25 119.4(7) . . ?
C27 C26 H26 120.3 . . ?
C25 C26 H26 120.3 . . ?
N5 C27 C26 124.3(7) . . ?
N5 C27 C28 116.1(7) . . ?
C26 C27 C28 119.5(7) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N5 C29 C24 123.9(7) . . ?
N5 C29 H29 118.1 . . ?
C24 C29 H29 118.1 . . ?
N3 C30 C23 126.0(5) . . ?
N3 C30 C31 108.8(5) . . ?
C23 C30 C31 125.2(5) . . ?
C32 C31 C30 107.1(5) . . ?
C32 C31 H31 126.5 . . ?
C30 C31 H31 126.5 . . ?
C31 C32 C33 108.0(6) . . ?
C31 C32 H32 126.0 . . ?
C33 C32 H32 126.0 . . ?
N3 C33 C34 125.6(5) . . ?
N3 C33 C32 108.9(5) . . ?
C34 C33 C32 125.5(6) . . ?
C33 C34 C41 126.5(6) . . ?
C33 C34 C35 117.6(5) . . ?
C41 C34 C35 115.8(5) . . ?
C40 C35 C36 114.6(10) . . ?
C40 C35 C34 122.3(8) . . ?
C36 C35 C34 123.1(10) . . ?
C37 C36 C35 123.7(17) . . ?
C37 C36 H36 118.2 . . ?
C35 C36 H36 118.2 . . ?
C38 C37 C36 119.5(16) . . ?
C38 C37 H37 120.2 . . ?
C36 C37 H37 120.2 . . ?
C37 C38 N8 123.9(13) . . ?
C37 C38 C39 127.4(16) . . ?
N8 C38 C39 108.7(15) . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C35 C40 N8 122.2(11) . . ?
C35 C40 H40 118.9 . . ?
N8 C40 H40 118.9 . . ?
N2 C41 C34 124.9(5) . . ?
N2 C41 C42 110.0(5) . . ?
C34 C41 C42 125.0(5) . . ?
C43 C42 C41 107.3(5) . . ?
C43 C42 H42 126.4 . . ?
C41 C42 H42 126.4 . . ?
C42 C43 C44 108.0(5) . . ?
C42 C43 H43 126.0 . . ?
C44 C43 H43 126.0 . . ?
N2 C44 C7 126.1(5) . . ?
N2 C44 C43 108.0(5) . . ?
C7 C44 C43 125.9(6) . . ?

_refine_diff_density_max         1.489
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.082


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ZN-THPP
_database_code_depnum_ccdc_archive 'CCDC 2010090'
loop_
_audit_author_name
_audit_author_address
'Wen-Hua Zhang'
;Soochow University
China
;

_audit_update_record             
;
2020-06-16 deposited with the CCDC.	2020-08-24 downloaded from the CCDC.
;
_publcif_datablock.id            {985ec8c6-b69b-4e93-a8e2-22e60a491081}

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H32 N8 O4 Zn'
_chemical_formula_sum            'C44 H32 N8 O4 Zn'
_chemical_formula_weight         802.14

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.8328(13)
_cell_length_b                   9.1345(12)
_cell_length_c                   20.405(3)
_cell_angle_alpha                90
_cell_angle_beta                 103.554(5)
_cell_angle_gamma                90
_cell_volume                     1781.7(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    3506
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      27.57

_exptl_crystal_description       block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_F_000             828
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.749
_shelx_estimated_absorpt_T_min   0.779
_shelx_estimated_absorpt_T_max   0.915
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.769
_exptl_absorpt_correction_T_max  0.914
_exptl_absorpt_process_details   
;
 Sheldrick, G.M. SADABS (Program for Scaling and Correction of Area Detector
 Data), version 2008/1; University of Göttingen: Göttingen, Germany, 2008.
;

_exptl_special_details           ?

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            9343
_diffrn_reflns_av_unetI/netI     0.0960
_diffrn_reflns_av_R_equivalents  0.0660
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.053
_diffrn_reflns_theta_max         27.513
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             4034
_reflns_number_gt                2726
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker D8 Quest'
_computing_cell_refinement       'Bruker D8 Quest'
_computing_data_reduction        'Bruker D8 Quest'
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXL-2013 (Sheldrick, 2013)'
_computing_publication_material  'publCIF (Westrip, 2010)'

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.1040P)²+1.1459P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4034
_refine_ls_number_parameters     259
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1065
_refine_ls_R_factor_gt           0.0640
_refine_ls_wR_factor_ref         0.2069
_refine_ls_wR_factor_gt          0.1694
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.088
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Zn1 Zn 0.0000 1.0000 0.5000 0.0230(2) Uani 1 2 d S . P . .
O1 O -0.1654(3) 0.6383(3) 0.03118(14) 0.0347(8) Uani 1 1 d D . . . .
H1O1 H -0.1782 0.7336 0.0121 0.042 Uiso 1 1 d DR U . . .
O2 O 0.6102(5) 0.1569(5) 0.6724(2) 0.0812(16) Uani 1 1 d D . . . .
H1O2 H 0.6431 0.0728 0.6774 0.097 Uiso 1 1 d DR U . . .
N1 N -0.2729(4) 0.6359(5) 0.18959(19) 0.0419(11) Uani 1 1 d . . . . .
N2 N 0.3051(4) 0.3083(4) 0.5732(2) 0.0375(10) Uani 1 1 d . . . . .
N3 N -0.1377(4) 1.0591(4) 0.41089(15) 0.0223(7) Uani 1 1 d . . . . .
N4 N 0.0565(3) 0.8174(3) 0.45478(16) 0.0216(7) Uani 1 1 d . . . . .
C1 C -0.2520(5) 0.6022(5) 0.0751(2) 0.0302(10) Uani 1 1 d . . . . .
H1A H -0.2535 0.4946 0.0806 0.036 Uiso 1 1 calc R U . . .
H1B H -0.3488 0.6350 0.0550 0.036 Uiso 1 1 calc R U . . .
C2 C -0.2009(5) 0.6733(5) 0.1436(2) 0.0265(9) Uani 1 1 d . . . . .
C3 C -0.0874(5) 0.7651(5) 0.1583(2) 0.0276(9) Uani 1 1 d . . . . .
H3 H -0.0364 0.7870 0.1253 0.033 Uiso 1 1 calc R U . . .
C4 C -0.2343(6) 0.6983(6) 0.2505(2) 0.0407(12) Uani 1 1 d . . . . .
H4 H -0.2864 0.6747 0.2829 0.049 Uiso 1 1 calc R U . . .
C5 C -0.1236(5) 0.7947(4) 0.26957(19) 0.0244(9) Uani 1 1 d . . . . .
C6 C -0.0487(5) 0.8250(5) 0.2224(2) 0.0297(10) Uani 1 1 d . . . . .
H6 H 0.0305 0.8877 0.2337 0.036 Uiso 1 1 calc R U . . .
C7 C 0.5014(7) 0.1547(7) 0.6183(3) 0.0632(18) Uani 1 1 d . . . . .
H7A H 0.4294 0.0856 0.6261 0.076 Uiso 1 1 calc R U . . .
H7B H 0.5332 0.1212 0.5782 0.076 Uiso 1 1 calc R U . . .
C8 C 0.4385(6) 0.3092(5) 0.6056(2) 0.0402(12) Uani 1 1 d . . . . .
C9 C 0.5130(5) 0.4385(6) 0.6241(2) 0.0433(13) Uani 1 1 d . . . . .
H9 H 0.6084 0.4361 0.6479 0.052 Uiso 1 1 calc R U . . .
C10 C 0.4444(5) 0.5712(5) 0.6068(2) 0.0355(11) Uani 1 1 d . . . . .
H10 H 0.4936 0.6608 0.6175 0.043 Uiso 1 1 calc R U . . .
C11 C 0.3049(4) 0.5721(4) 0.57404(19) 0.0246(9) Uani 1 1 d . . . . .
C12 C 0.2408(5) 0.4365(5) 0.5601(2) 0.0300(10) Uani 1 1 d . . . . .
H12 H 0.1435 0.4354 0.5398 0.036 Uiso 1 1 calc R U . . .
C13 C -0.2132(5) 1.1857(4) 0.3985(2) 0.0242(9) Uani 1 1 d . . . . .
C14 C -0.2813(5) 1.1954(5) 0.3277(2) 0.0302(10) Uani 1 1 d . . . . .
H14 H -0.3402 1.2721 0.3060 0.036 Uiso 1 1 calc R U . . .
C15 C -0.2441(5) 1.0731(5) 0.2985(2) 0.0315(10) Uani 1 1 d . . . . .
H15 H -0.2729 1.0477 0.2522 0.038 Uiso 1 1 calc R U . . .
C16 C -0.1533(5) 0.9890(4) 0.3502(2) 0.0256(9) Uani 1 1 d . . . . .
C17 C -0.0865(4) 0.8587(4) 0.33932(18) 0.0228(8) Uani 1 1 d . . . . .
C18 C 0.0133(4) 0.7819(4) 0.38741(19) 0.0224(8) Uani 1 1 d . . . . .
C19 C 0.0850(5) 0.6541(5) 0.3740(2) 0.0297(10) Uani 1 1 d . . . . .
H19 H 0.0745 0.6077 0.3314 0.036 Uiso 1 1 calc R U . . .
C20 C 0.1706(5) 0.6108(5) 0.4324(2) 0.0293(10) Uani 1 1 d . . . . .
H20 H 0.2319 0.5289 0.4388 0.035 Uiso 1 1 calc R U . . .
C21 C 0.1509(4) 0.7138(4) 0.4838(2) 0.0221(8) Uani 1 1 d . . . . .
C22 C 0.2214(4) 0.7073(4) 0.5524(2) 0.0235(9) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Zn1 N4 2.045(3) . ?
Zn1 N4 2.045(3) 3_576 ?
Zn1 N3 2.068(3) 3_576 ?
Zn1 N3 2.068(3) . ?
Zn1 O1 2.265(3) 4_576 ?
Zn1 O1 2.265(3) 2 ?
O1 C1 1.412(5) . ?
O1 Zn1 2.265(3) 2_545 ?
O1 H1O1 0.9499 . ?
O2 C7 1.345(7) . ?
O2 H1O2 0.8300 . ?
N1 C4 1.339(5) . ?
N1 C2 1.345(6) . ?
N2 C8 1.324(7) . ?
N2 C12 1.327(6) . ?
N3 C13 1.365(5) . ?
N3 C16 1.370(5) . ?
N4 C21 1.360(5) . ?
N4 C18 1.379(5) . ?
C1 C2 1.517(5) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.372(6) . ?
C3 C6 1.386(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.383(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.371(6) . ?
C5 C17 1.502(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.538(7) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.394(8) . ?
C9 C10 1.391(7) . ?
C9 H9 0.9500 . ?
C10 C11 1.378(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.389(6) . ?
C11 C22 1.491(5) . ?
C12 H12 0.9500 . ?
C13 C22 1.415(5) 3_576 ?
C13 C14 1.445(5) . ?
C14 C15 1.356(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.435(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.402(5) . ?
C17 C18 1.403(5) . ?
C18 C19 1.423(6) . ?
C19 C20 1.348(6) . ?
C19 H19 0.9500 . ?
C20 C21 1.455(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.411(5) . ?
C22 C13 1.415(5) 3_576 ?

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
N4 Zn1 N4 180.0 . 3_576 ?
N4 Zn1 N3 89.57(13) . 3_576 ?
N4 Zn1 N3 90.43(13) 3_576 3_576 ?
N4 Zn1 N3 90.43(13) . . ?
N4 Zn1 N3 89.57(13) 3_576 . ?
N3 Zn1 N3 180.0 3_576 . ?
N4 Zn1 O1 87.76(12) . 4_576 ?
N4 Zn1 O1 92.24(12) 3_576 4_576 ?
N3 Zn1 O1 88.44(12) 3_576 4_576 ?
N3 Zn1 O1 91.57(12) . 4_576 ?
N4 Zn1 O1 92.24(12) . 2 ?
N4 Zn1 O1 87.76(12) 3_576 2 ?
N3 Zn1 O1 91.56(12) 3_576 2 ?
N3 Zn1 O1 88.43(12) . 2 ?
O1 Zn1 O1 180.00(13) 4_576 2 ?
C1 O1 Zn1 128.9(3) . 2_545 ?
C1 O1 H1O1 115.5 . . ?
Zn1 O1 H1O1 115.6 2_545 . ?
C7 O2 H1O2 107.4 . . ?
C4 N1 C2 117.3(4) . . ?
C8 N2 C12 117.7(4) . . ?
C13 N3 C16 106.7(3) . . ?
C13 N3 Zn1 126.8(3) . . ?
C16 N3 Zn1 125.7(3) . . ?
C21 N4 C18 106.8(3) . . ?
C21 N4 Zn1 126.9(3) . . ?
C18 N4 Zn1 126.1(3) . . ?
O1 C1 C2 111.5(3) . . ?
O1 C1 H1A 109.3 . . ?
C2 C1 H1A 109.3 . . ?
O1 C1 H1B 109.3 . . ?
C2 C1 H1B 109.3 . . ?
H1A C1 H1B 108.0 . . ?
N1 C2 C3 122.5(4) . . ?
N1 C2 C1 114.8(4) . . ?
C3 C2 C1 122.7(4) . . ?
C2 C3 C6 118.5(4) . . ?
C2 C3 H3 120.7 . . ?
C6 C3 H3 120.7 . . ?
N1 C4 C5 124.4(4) . . ?
N1 C4 H4 117.8 . . ?
C5 C4 H4 117.8 . . ?
C6 C5 C4 116.7(4) . . ?
C6 C5 C17 122.4(4) . . ?
C4 C5 C17 120.9(4) . . ?
C5 C6 C3 120.6(4) . . ?
C5 C6 H6 119.7 . . ?
C3 C6 H6 119.7 . . ?
O2 C7 C8 109.6(5) . . ?
O2 C7 H7A 109.7 . . ?
C8 C7 H7A 109.7 . . ?
O2 C7 H7B 109.7 . . ?
C8 C7 H7B 109.7 . . ?
H7A C7 H7B 108.2 . . ?
N2 C8 C9 122.5(4) . . ?
N2 C8 C7 113.0(5) . . ?
C9 C8 C7 124.5(5) . . ?
C10 C9 C8 118.4(4) . . ?
C10 C9 H9 120.8 . . ?
C8 C9 H9 120.8 . . ?
C11 C10 C9 119.8(5) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C10 C11 C12 116.5(4) . . ?
C10 C11 C22 124.4(4) . . ?
C12 C11 C22 119.1(4) . . ?
N2 C12 C11 125.0(4) . . ?
N2 C12 H12 117.5 . . ?
C11 C12 H12 117.5 . . ?
N3 C13 C22 124.9(4) . 3_576 ?
N3 C13 C14 110.0(3) . . ?
C22 C13 C14 125.1(4) 3_576 . ?
C15 C14 C13 106.2(4) . . ?
C15 C14 H14 126.9 . . ?
C13 C14 H14 126.9 . . ?
C14 C15 C16 107.7(4) . . ?
C14 C15 H15 126.2 . . ?
C16 C15 H15 126.2 . . ?
N3 C16 C17 125.7(3) . . ?
N3 C16 C15 109.4(3) . . ?
C17 C16 C15 124.8(4) . . ?
C16 C17 C18 126.2(4) . . ?
C16 C17 C5 117.6(3) . . ?
C18 C17 C5 116.3(4) . . ?
N4 C18 C17 125.6(4) . . ?
N4 C18 C19 109.5(3) . . ?
C17 C18 C19 124.9(4) . . ?
C20 C19 C18 107.8(4) . . ?
C20 C19 H19 126.1 . . ?
C18 C19 H19 126.1 . . ?
C19 C20 C21 106.7(4) . . ?
C19 C20 H20 126.7 . . ?
C21 C20 H20 126.7 . . ?
N4 C21 C22 126.0(3) . . ?
N4 C21 C20 109.2(3) . . ?
C22 C21 C20 124.8(4) . . ?
C21 C22 C13 125.3(4) . 3_576 ?
C21 C22 C11 115.9(3) . . ?
C13 C22 C11 118.8(4) 3_576 . ?

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
O1 H1O1 N2 0.95 2.01 2.732(5) 131.5 2
O2 H1O2 N1 0.83 2.07 2.900(6) 179.4 4_666

_refine_diff_density_max         0.680
_refine_diff_density_min         -0.957
_refine_diff_density_rms         0.151

_shelxl_version_number           2013-2




_publcif_funding_html            
;
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_MN-THPP
_database_code_depnum_ccdc_archive 'CCDC 2010089'
loop_
_audit_author_name
_audit_author_address
'Wen-Hua Zhang'
;Soochow University
China
;

_audit_update_record             
;
2020-06-16 deposited with the CCDC.	2020-08-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H32 Mn N8 O4'
_chemical_formula_sum            'C44 H32 Mn N8 O4'
_chemical_formula_weight         791.71

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.8600(14)
_cell_length_b                   9.1501(12)
_cell_length_c                   20.476(3)
_cell_angle_alpha                90
_cell_angle_beta                 103.826(4)
_cell_angle_gamma                90
_cell_volume                     1793.8(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    1860
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      22.58

_exptl_crystal_description       block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.466
_exptl_crystal_F_000             818
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.427
_shelx_estimated_absorpt_T_min   0.919
_shelx_estimated_absorpt_T_max   0.959
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.918
_exptl_absorpt_correction_T_max  0.958
_exptl_absorpt_process_details   
;
 Sheldrick, G.M. SADABS (Program for Scaling and Correction of Area Detector
 Data), version 2008/1; University of Göttingen: Göttingen, Germany, 2008.
;

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            25696
_diffrn_reflns_av_unetI/netI     0.1180
_diffrn_reflns_av_R_equivalents  0.2115
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.049
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_full        25.027
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3161
_reflns_number_gt                2216
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker D8 Quest'
_computing_cell_refinement       'Bruker D8 Quest'
_computing_data_reduction        'Bruker D8 Quest'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'SHELXL-2013 (Sheldrick, 2013)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1886P)²+1.9108P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.18(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3161
_refine_ls_number_parameters     260
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1752
_refine_ls_R_factor_gt           0.1266
_refine_ls_wR_factor_ref         0.3296
_refine_ls_wR_factor_gt          0.2949
_refine_ls_goodness_of_fit_ref   1.149
_refine_ls_restrained_S_all      1.149
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.500000 0.500000 0.500000 0.0313(7) Uani 1 2 d S . P . .
O1 O 0.2010(6) 0.1382(6) 0.0320(3) 0.0420(16) Uani 1 1 d . . . . .
H1O1 H 0.196403 0.221262 0.015342 0.050 Uiso 1 1 d R U . . .
O2 O 0.9373(11) 1.3423(9) 0.3293(4) 0.095(3) Uani 1 1 d . . . . .
H1O2 H 0.965006 1.426215 0.324165 0.114 Uiso 1 1 d R U . . .
N1 N 0.4003(6) 0.3134(6) 0.4541(3) 0.0212(14) Uani 1 1 d . . . . .
N2 N 0.5511(6) 0.5601(6) 0.4096(3) 0.0206(14) Uani 1 1 d . . . . .
N4 N 0.7348(8) 1.1909(7) 0.4277(3) 0.0398(18) Uani 1 1 d . . . . .
N6 N 0.4648(7) 0.1386(8) 0.1888(3) 0.043(2) Uani 1 1 d . . . . .
C1 C 0.3300(9) 0.1027(9) 0.0757(3) 0.0312(19) Uani 1 1 d . . . . .
H1A H 0.406746 0.134991 0.055536 0.037 Uiso 1 1 calc R U . . .
H1B H 0.336908 -0.004629 0.081521 0.037 Uiso 1 1 calc R U . . .
C2 C 0.3467(7) 0.1745(8) 0.1440(3) 0.0229(17) Uani 1 1 d . . . . .
C3 C 0.2494(9) 0.2644(8) 0.1597(3) 0.0295(19) Uani 1 1 d . . . . .
H3 H 0.166071 0.286445 0.126947 0.035 Uiso 1 1 calc R U . . .
C4 C 0.2720(8) 0.3235(8) 0.2234(3) 0.0285(18) Uani 1 1 d . . . . .
H4 H 0.202362 0.382324 0.235467 0.034 Uiso 1 1 calc R U . . .
C5 C 0.3973(8) 0.2963(7) 0.2697(3) 0.0220(17) Uani 1 1 d . . . . .
C6 C 0.4868(9) 0.2014(11) 0.2501(4) 0.045(2) Uani 1 1 d . . . . .
H6 H 0.570964 0.177733 0.281978 0.053 Uiso 1 1 calc R U . . .
C7 C 0.8864(14) 1.3464(15) 0.3827(5) 0.086(4) Uani 1 1 d . . . . .
H7A H 0.808077 1.416892 0.375902 0.103 Uiso 1 1 calc R U . . .
H7B H 0.959452 1.377816 0.422287 0.103 Uiso 1 1 calc R U . . .
C8 C 0.8335(11) 1.1883(10) 0.3944(4) 0.047(3) Uani 1 1 d . . . . .
C9 C 0.8874(9) 1.0590(12) 0.3755(4) 0.045(2) Uani 1 1 d . . . . .
H9 H 0.958550 1.060862 0.351401 0.054 Uiso 1 1 calc R U . . .
C10 C 0.8353(9) 0.9263(9) 0.3926(4) 0.033(2) Uani 1 1 d . . . . .
H10 H 0.872385 0.836310 0.381568 0.040 Uiso 1 1 calc R U . . .
C11 C 0.7297(8) 0.9279(8) 0.4257(3) 0.0226(16) Uani 1 1 d . . . . .
C12 C 0.6823(8) 1.0626(8) 0.4396(4) 0.0313(19) Uani 1 1 d . . . . .
H12 H 0.604729 1.064358 0.459580 0.038 Uiso 1 1 calc R U . . .
C13 C 0.3354(7) 0.2121(7) 0.4839(3) 0.0200(16) Uani 1 1 d . . . . .
C14 C 0.2620(8) 0.1096(8) 0.4326(3) 0.0302(19) Uani 1 1 d . . . . .
H14 H 0.206023 0.028935 0.439117 0.036 Uiso 1 1 calc R U . . .
C15 C 0.2905(9) 0.1538(8) 0.3733(3) 0.0305(19) Uani 1 1 d . . . . .
H15 H 0.257953 0.108600 0.330612 0.037 Uiso 1 1 calc R U . . .
C16 C 0.3781(7) 0.2801(7) 0.3872(3) 0.0218(17) Uani 1 1 d . . . . .
C17 C 0.4283(8) 0.3593(7) 0.3389(3) 0.0191(16) Uani 1 1 d . . . . .
C18 C 0.5060(8) 0.4911(7) 0.3493(3) 0.0247(17) Uani 1 1 d . . . . .
C19 C 0.5420(9) 0.5756(8) 0.2982(3) 0.0306(19) Uani 1 1 d . . . . .
H19 H 0.523688 0.551163 0.251773 0.037 Uiso 1 1 calc R U . . .
C20 C 0.6075(9) 0.6976(9) 0.3273(4) 0.034(2) Uani 1 1 d . . . . .
H20 H 0.643418 0.774543 0.305211 0.041 Uiso 1 1 calc R U . . .
C21 C 0.6124(8) 0.6887(7) 0.3979(3) 0.0241(17) Uani 1 1 d . . . . .
C22 C 0.6694(7) 0.7950(7) 0.4473(3) 0.0207(16) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 N1 2.080(5) . ?
Mn1 N1 2.080(5) 3_666 ?
Mn1 N2 2.105(5) . ?
Mn1 N2 2.105(5) 3_666 ?
Mn1 O1 2.310(6) 4_666 ?
Mn1 O1 2.310(6) 2 ?
O1 C1 1.408(9) . ?
O1 H1O1 0.8300 . ?
O2 C7 1.309(13) . ?
O2 H1O2 0.8300 . ?
N1 C13 1.352(9) . ?
N1 C16 1.368(8) . ?
N2 C18 1.362(8) . ?
N2 C21 1.370(9) . ?
N4 C8 1.314(12) . ?
N4 C12 1.329(10) . ?
N6 C2 1.341(9) . ?
N6 C6 1.349(10) . ?
C1 C2 1.517(9) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.359(10) . ?
C3 C4 1.380(10) . ?
C3 H3 0.9500 . ?
C4 C5 1.389(10) . ?
C4 H4 0.9500 . ?
C5 C6 1.366(11) . ?
C5 C17 1.492(8) . ?
C6 H6 0.9500 . ?
C7 C8 1.576(14) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.389(14) . ?
C9 C10 1.395(12) . ?
C9 H9 0.9500 . ?
C10 C11 1.371(11) . ?
C10 H10 0.9500 . ?
C11 C12 1.372(11) . ?
C11 C22 1.468(10) . ?
C12 H12 0.9500 . ?
C13 C22 1.422(9) 3_666 ?
C13 C14 1.464(10) . ?
C14 C15 1.372(10) . ?
C14 H14 0.9500 . ?
C15 C16 1.430(10) . ?
C15 H15 0.9500 . ?
C16 C17 1.408(10) . ?
C17 C18 1.418(10) . ?
C18 C19 1.414(10) . ?
C19 C20 1.354(11) . ?
C19 H19 0.9500 . ?
C20 C21 1.437(10) . ?
C20 H20 0.9500 . ?
C21 C22 1.419(9) . ?

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
N1 Mn1 N1 180.0 . 3_666 ?
N1 Mn1 N2 90.2(2) . . ?
N1 Mn1 N2 89.8(2) 3_666 . ?
N1 Mn1 N2 89.8(2) . 3_666 ?
N1 Mn1 N2 90.2(2) 3_666 3_666 ?
N2 Mn1 N2 180.0(3) . 3_666 ?
N1 Mn1 O1 87.7(2) . 4_666 ?
N1 Mn1 O1 92.3(2) 3_666 4_666 ?
N2 Mn1 O1 91.3(2) . 4_666 ?
N2 Mn1 O1 88.7(2) 3_666 4_666 ?
N1 Mn1 O1 92.3(2) . 2 ?
N1 Mn1 O1 87.7(2) 3_666 2 ?
N2 Mn1 O1 88.7(2) . 2 ?
N2 Mn1 O1 91.3(2) 3_666 2 ?
O1 Mn1 O1 180.0 4_666 2 ?
C1 O1 Mn1 129.7(5) . 2_545 ?
C1 O1 H1O1 115.1 . . ?
Mn1 O1 H1O1 115.2 2_545 . ?
C7 O2 H1O2 106.4 . . ?
C13 N1 C16 108.7(5) . . ?
C13 N1 Mn1 125.6(4) . . ?
C16 N1 Mn1 125.5(5) . . ?
C18 N2 C21 107.6(5) . . ?
C18 N2 Mn1 125.5(5) . . ?
C21 N2 Mn1 125.9(4) . . ?
C8 N4 C12 116.6(8) . . ?
C2 N6 C6 116.9(7) . . ?
O1 C1 C2 111.6(6) . . ?
O1 C1 H1A 109.3 . . ?
C2 C1 H1A 109.3 . . ?
O1 C1 H1B 109.3 . . ?
C2 C1 H1B 109.3 . . ?
H1A C1 H1B 108.0 . . ?
N6 C2 C3 122.2(6) . . ?
N6 C2 C1 114.2(6) . . ?
C3 C2 C1 123.6(6) . . ?
C2 C3 C4 119.8(7) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C3 C4 C5 119.4(7) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C6 C5 C4 116.4(6) . . ?
C6 C5 C17 121.7(6) . . ?
C4 C5 C17 121.7(6) . . ?
N6 C6 C5 125.0(7) . . ?
N6 C6 H6 117.5 . . ?
C5 C6 H6 117.5 . . ?
O2 C7 C8 107.9(11) . . ?
O2 C7 H7A 110.1 . . ?
C8 C7 H7A 110.1 . . ?
O2 C7 H7B 110.1 . . ?
C8 C7 H7B 110.1 . . ?
H7A C7 H7B 108.4 . . ?
N4 C8 C9 122.7(8) . . ?
N4 C8 C7 112.0(9) . . ?
C9 C8 C7 125.2(10) . . ?
C8 C9 C10 118.9(8) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
C11 C10 C9 118.9(8) . . ?
C11 C10 H10 120.6 . . ?
C9 C10 H10 120.6 . . ?
C12 C11 C10 116.6(7) . . ?
C12 C11 C22 120.0(7) . . ?
C10 C11 C22 123.4(7) . . ?
N4 C12 C11 126.1(8) . . ?
N4 C12 H12 117.0 . . ?
C11 C12 H12 117.0 . . ?
N1 C13 C22 127.6(6) . 3_666 ?
N1 C13 C14 108.7(6) . . ?
C22 C13 C14 123.6(6) 3_666 . ?
C15 C14 C13 106.0(6) . . ?
C15 C14 H14 127.0 . . ?
C13 C14 H14 127.0 . . ?
C14 C15 C16 107.6(6) . . ?
C14 C15 H15 126.2 . . ?
C16 C15 H15 126.2 . . ?
N1 C16 C17 126.1(6) . . ?
N1 C16 C15 108.9(6) . . ?
C17 C16 C15 124.9(6) . . ?
C16 C17 C18 126.9(6) . . ?
C16 C17 C5 116.2(6) . . ?
C18 C17 C5 116.9(6) . . ?
N2 C18 C19 109.4(6) . . ?
N2 C18 C17 125.3(6) . . ?
C19 C18 C17 125.2(6) . . ?
C20 C19 C18 107.5(6) . . ?
C20 C19 H19 126.2 . . ?
C18 C19 H19 126.2 . . ?
C19 C20 C21 107.1(6) . . ?
C19 C20 H20 126.4 . . ?
C21 C20 H20 126.4 . . ?
N2 C21 C22 125.5(6) . . ?
N2 C21 C20 108.3(6) . . ?
C22 C21 C20 126.2(6) . . ?
C13 C22 C21 125.0(6) 3_666 . ?
C13 C22 C11 116.6(6) 3_666 . ?
C21 C22 C11 118.2(6) . . ?

_refine_diff_density_max         1.250
_refine_diff_density_min         -0.998
_refine_diff_density_rms         0.347

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ZN-TMPP
_database_code_depnum_ccdc_archive 'CCDC 2010088'
loop_
_audit_author_name
_audit_author_address
'Wen-Hua Zhang'
;Soochow University
China
;

_audit_update_record             
;
2020-06-16 deposited with the CCDC.	2020-08-24 downloaded from the CCDC.
;
_publcif_datablock.id            {e0687b83-f768-48a4-b7bd-e1cc96c9d7ab}

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H32 N8 Zn'
_chemical_formula_sum            'C44 H32 N8 Zn'
_chemical_formula_weight         738.14

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -2.7473 0.5279 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

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'

_cell_length_a                   31.6289(18)
_cell_length_b                   9.5751(5)
_cell_length_c                   14.6667(8)
_cell_angle_alpha                90
_cell_angle_beta                 96.004(2)
_cell_angle_gamma                90
_cell_volume                     4417.4(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9972
_cell_measurement_theta_min      4.20
_cell_measurement_theta_max      54.69

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.110
_exptl_crystal_F_000             1528
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    0.688
_shelx_estimated_absorpt_T_min   0.934
_shelx_estimated_absorpt_T_max   0.960
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.934
_exptl_absorpt_correction_T_max  0.960
_exptl_absorpt_process_details   
;
 Sheldrick, G.M. SADABS (Program for Scaling and Correction of Area Detector
 Data), version 2008/1; University of Göttingen: Göttingen, Germany, 2008.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.34138
_diffrn_radiation_type           GaK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            31511
_diffrn_reflns_av_unetI/netI     0.0375
_diffrn_reflns_av_R_equivalents  0.0638
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         4.199
_diffrn_reflns_theta_max         54.876
_diffrn_reflns_theta_full        53.594
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4193
_reflns_number_gt                3480
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1442P)²+10.8865P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.0008(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4193
_refine_ls_number_parameters     288
_refine_ls_number_restraints     240
_refine_ls_R_factor_all          0.0933
_refine_ls_R_factor_gt           0.0834
_refine_ls_wR_factor_ref         0.2655
_refine_ls_wR_factor_gt          0.2571
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Zn1 Zn 0.74145(3) 0.19208(10) 0.49309(6) 0.0415(4) Uani 0.5 1 d . U P . .
N1 N 0.78457(12) 0.1785(4) 0.6168(2) 0.0658(11) Uani 1 1 d . . . . .
N2 N 0.69964(11) 0.2816(4) 0.5730(2) 0.0599(9) Uani 1 1 d . . . . .
N4 N 0.7132(2) 0.0132(4) 0.9440(3) 0.1007(18) Uani 1 1 d . . . . .
C1 C 0.4824(9) 0.614(5) 0.366(2) 0.170(11) Uani 0.42(2) 1 d . U P A 1
H1A H 0.468772 0.629244 0.422375 0.255 Uiso 0.42(2) 1 calc R U P A 1
H1B H 0.462493 0.566776 0.320654 0.255 Uiso 0.42(2) 1 calc R U P A 1
H1C H 0.490729 0.703945 0.341830 0.255 Uiso 0.42(2) 1 calc R U P A 1
N3 N 0.5254(5) 0.382(3) 0.3837(14) 0.128(5) Uani 0.42(2) 1 d G U P A 1
C2 C 0.5207(6) 0.526(3) 0.3872(15) 0.120(6) Uani 0.42(2) 1 d G U P A 1
C3 C 0.5559(8) 0.610(2) 0.4101(19) 0.128(6) Uani 0.42(2) 1 d G U P A 1
H3 H 0.552627 0.708949 0.412488 0.153 Uiso 0.42(2) 1 calc R U P A 1
C4 C 0.5959(6) 0.551(3) 0.4293(19) 0.114(5) Uani 0.42(2) 1 d G U P A 1
H4 H 0.619988 0.608676 0.444951 0.137 Uiso 0.42(2) 1 calc R U P A 1
C5 C 0.6007(5) 0.407(3) 0.4258(18) 0.091(6) Uani 0.42(2) 1 d G U P A 1
C6 C 0.5654(7) 0.322(2) 0.4030(18) 0.122(5) Uani 0.42(2) 1 d G U P A 1
H6 H 0.568707 0.223630 0.400549 0.147 Uiso 0.42(2) 1 calc R U P A 1
C1A C 0.4706(5) 0.494(4) 0.3616(10) 0.166(9) Uani 0.58(2) 1 d . U P A 2
H1A1 H 0.452647 0.410384 0.360388 0.249 Uiso 0.58(2) 1 calc R U P A 2
H1A2 H 0.466471 0.540689 0.301943 0.249 Uiso 0.58(2) 1 calc R U P A 2
H1A3 H 0.462849 0.557667 0.409397 0.249 Uiso 0.58(2) 1 calc R U P A 2
N3A N 0.5450(4) 0.5623(18) 0.3853(9) 0.122(4) Uani 0.58(2) 1 d G U P A 2
C2A C 0.5160(3) 0.453(2) 0.3816(10) 0.124(5) Uani 0.58(2) 1 d G U P A 2
C3A C 0.5303(4) 0.317(2) 0.3980(11) 0.134(5) Uani 0.58(2) 1 d G U P A 2
H3A H 0.510481 0.241842 0.395443 0.161 Uiso 0.58(2) 1 calc R U P A 2
C4A C 0.5735(5) 0.2904(16) 0.4181(12) 0.114(4) Uani 0.58(2) 1 d G U P A 2
H4A H 0.583183 0.197493 0.429279 0.137 Uiso 0.58(2) 1 calc R U P A 2
C5A C 0.6024(3) 0.4000(18) 0.4218(11) 0.078(3) Uani 0.58(2) 1 d G U P A 2
C6A C 0.5882(4) 0.5359(17) 0.4054(10) 0.099(4) Uani 0.58(2) 1 d G U P A 2
H6A H 0.607950 0.610838 0.407979 0.118 Uiso 0.58(2) 1 calc R U P A 2
C7 C 0.64719(14) 0.3597(5) 0.4466(3) 0.0648(12) Uani 1 1 d . . . . .
C8 C 0.65965(14) 0.3222(5) 0.5372(3) 0.0602(11) Uani 1 1 d . . . . .
C9 C 0.63135(13) 0.3178(4) 0.6079(3) 0.0578(10) Uani 1 1 d . . . . .
H9 H 0.602113 0.342692 0.601518 0.069 Uiso 1 1 calc R U . . .
C10 C 0.65420(13) 0.2715(4) 0.6850(2) 0.0533(9) Uani 1 1 d . . . . .
H10 H 0.643854 0.255578 0.742641 0.064 Uiso 1 1 calc R U . . .
C11 C 0.69707(13) 0.2508(4) 0.6636(2) 0.0517(9) Uani 1 1 d . . . . .
C12 C 0.73048(13) 0.1990(4) 0.7247(2) 0.0509(9) Uani 1 1 d . . . . .
C13 C 0.72056(13) 0.1715(4) 0.8204(2) 0.0543(10) Uani 1 1 d . . . . .
C14 C 0.70805(13) 0.2769(4) 0.8764(3) 0.0555(10) Uani 1 1 d . . . . .
H14 H 0.708113 0.370693 0.855316 0.067 Uiso 1 1 calc R U . . .
C15 C 0.69566(14) 0.2498(4) 0.9606(2) 0.0540(10) Uani 1 1 d . . . . .
H15 H 0.686293 0.323431 0.996926 0.065 Uiso 1 1 calc R U . . .
C16 C 0.69681(18) 0.1171(5) 0.9920(3) 0.0742(14) Uani 1 1 d . . . . .
C17 C 0.72352(19) 0.0414(5) 0.8583(3) 0.0821(17) Uani 1 1 d . . . . .
H17 H 0.733227 -0.033037 0.823055 0.099 Uiso 1 1 calc R U . . .
C18 C 0.6818(2) 0.0852(5) 1.0835(3) 0.102(2) Uani 1 1 d . . . . .
H18A H 0.676222 -0.015083 1.087865 0.153 Uiso 1 1 calc R U . . .
H18B H 0.655648 0.137414 1.090097 0.153 Uiso 1 1 calc R U . . .
H18C H 0.703776 0.112571 1.132396 0.153 Uiso 1 1 calc R U . . .
C19 C 0.77107(14) 0.1662(4) 0.7022(2) 0.0535(10) Uani 1 1 d . . . . .
C20 C 0.80667(13) 0.1197(4) 0.7660(2) 0.0545(10) Uani 1 1 d . . . . .
H20 H 0.806025 0.102798 0.829662 0.065 Uiso 1 1 calc R U . . .
C21 C 0.84062(13) 0.1051(4) 0.7188(2) 0.0559(10) Uani 1 1 d . . . . .
H21 H 0.868441 0.077134 0.742386 0.067 Uiso 1 1 calc R U . . .
C22 C 0.82631(14) 0.1404(5) 0.6253(2) 0.0582(10) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Zn1 Zn1 1.241(2) 7_656 ?
Zn1 N2 2.045(3) . ?
Zn1 N1 2.129(3) 7_656 ?
Zn1 N1 2.157(3) . ?
Zn1 N2 2.203(3) 7_656 ?
Zn1 N4 2.246(4) 6 ?
N1 C22 1.363(5) . ?
N1 C19 1.370(4) . ?
N2 C11 1.371(4) . ?
N2 C8 1.374(5) . ?
N4 C16 1.353(6) . ?
N4 C17 1.359(5) . ?
C1 C2 1.479(19) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
N3 C2 1.3900 . ?
N3 C6 1.3900 . ?
C2 C3 1.3900 . ?
C3 C4 1.3900 . ?
C3 H3 0.9500 . ?
C4 C5 1.3900 . ?
C4 H4 0.9500 . ?
C5 C6 1.3900 . ?
C5 C7 1.538(13) . ?
C6 H6 0.9500 . ?
C1A C2A 1.489(12) . ?
C1A H1A1 0.9800 . ?
C1A H1A2 0.9800 . ?
C1A H1A3 0.9800 . ?
N3A C2A 1.3900 . ?
N3A C6A 1.3900 . ?
C2A C3A 1.3900 . ?
C3A C4A 1.3900 . ?
C3A H3A 0.9500 . ?
C4A C5A 1.3900 . ?
C4A H4A 0.9500 . ?
C5A C6A 1.3900 . ?
C5A C7 1.477(9) . ?
C6A H6A 0.9500 . ?
C7 C8 1.393(5) . ?
C7 C22 1.413(5) 7_656 ?
C8 C9 1.440(5) . ?
C9 C10 1.352(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.438(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.403(5) . ?
C12 C19 1.394(6) . ?
C12 C13 1.494(5) . ?
C13 C17 1.363(6) . ?
C13 C14 1.384(5) . ?
C14 C15 1.359(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.351(6) . ?
C15 H15 0.9500 . ?
C16 C18 1.501(5) . ?
C17 H17 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.456(5) . ?
C20 C21 1.345(6) . ?
C20 H20 0.9500 . ?
C21 C22 1.439(5) . ?
C21 H21 0.9500 . ?

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
Zn1 Zn1 N2 80.13(14) 7_656 . ?
Zn1 Zn1 N1 74.40(14) 7_656 7_656 ?
N2 Zn1 N1 88.17(12) . 7_656 ?
Zn1 Zn1 N1 71.95(14) 7_656 . ?
N2 Zn1 N1 86.15(13) . . ?
N1 Zn1 N1 146.35(7) 7_656 . ?
Zn1 Zn1 N2 66.15(13) 7_656 7_656 ?
N2 Zn1 N2 146.28(7) . 7_656 ?
N1 Zn1 N2 83.00(13) 7_656 7_656 ?
N1 Zn1 N2 83.56(13) . 7_656 ?
Zn1 Zn1 N4 170.45(14) 7_656 6 ?
N2 Zn1 N4 106.94(18) . 6 ?
N1 Zn1 N4 99.06(18) 7_656 6 ?
N1 Zn1 N4 114.33(18) . 6 ?
N2 Zn1 N4 106.57(16) 7_656 6 ?
C22 N1 C19 106.6(3) . . ?
C22 N1 Zn1 121.2(3) . 7_656 ?
C19 N1 Zn1 127.5(2) . 7_656 ?
C22 N1 Zn1 127.9(2) . . ?
C19 N1 Zn1 123.0(3) . . ?
Zn1 N1 Zn1 33.66(7) 7_656 . ?
C11 N2 C8 106.6(3) . . ?
C11 N2 Zn1 124.9(2) . . ?
C8 N2 Zn1 121.6(2) . . ?
C11 N2 Zn1 126.1(3) . 7_656 ?
C8 N2 Zn1 125.9(2) . 7_656 ?
Zn1 N2 Zn1 33.72(7) . 7_656 ?
C16 N4 C17 118.6(4) . . ?
C16 N4 Zn1 129.6(3) . 6_556 ?
C17 N4 Zn1 110.2(3) . 6_556 ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 N3 C6 120.0 . . ?
C3 C2 N3 120.0 . . ?
C3 C2 C1 109.6(18) . . ?
N3 C2 C1 130.4(18) . . ?
C2 C3 C4 120.0 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 C5 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 120.0 . . ?
C6 C5 C7 127.1(16) . . ?
C4 C5 C7 112.9(16) . . ?
C5 C6 N3 120.0 . . ?
C5 C6 H6 120.0 . . ?
N3 C6 H6 120.0 . . ?
C2A C1A H1A1 109.5 . . ?
C2A C1A H1A2 109.5 . . ?
H1A1 C1A H1A2 109.5 . . ?
C2A C1A H1A3 109.5 . . ?
H1A1 C1A H1A3 109.5 . . ?
H1A2 C1A H1A3 109.5 . . ?
C2A N3A C6A 120.0 . . ?
C3A C2A N3A 120.0 . . ?
C3A C2A C1A 124.8(12) . . ?
N3A C2A C1A 115.2(12) . . ?
C2A C3A C4A 120.0 . . ?
C2A C3A H3A 120.0 . . ?
C4A C3A H3A 120.0 . . ?
C5A C4A C3A 120.0 . . ?
C5A C4A H4A 120.0 . . ?
C3A C4A H4A 120.0 . . ?
C4A C5A C6A 120.0 . . ?
C4A C5A C7 115.1(10) . . ?
C6A C5A C7 124.9(10) . . ?
C5A C6A N3A 120.0 . . ?
C5A C6A H6A 120.0 . . ?
N3A C6A H6A 120.0 . . ?
C8 C7 C22 125.5(4) . 7_656 ?
C8 C7 C5A 118.1(8) . . ?
C22 C7 C5A 116.4(7) 7_656 . ?
C8 C7 C5 115.7(11) . . ?
C22 C7 C5 118.8(11) 7_656 . ?
N2 C8 C7 126.5(4) . . ?
N2 C8 C9 109.4(3) . . ?
C7 C8 C9 124.0(4) . . ?
C10 C9 C8 107.1(4) . . ?
C10 C9 H9 126.4 . . ?
C8 C9 H9 126.4 . . ?
C9 C10 C11 107.2(3) . . ?
C9 C10 H10 126.4 . . ?
C11 C10 H10 126.4 . . ?
N2 C11 C12 125.3(3) . . ?
N2 C11 C10 109.6(3) . . ?
C12 C11 C10 125.0(3) . . ?
C19 C12 C11 125.4(3) . . ?
C19 C12 C13 118.1(3) . . ?
C11 C12 C13 116.4(3) . . ?
C17 C13 C14 115.9(3) . . ?
C17 C13 C12 122.1(3) . . ?
C14 C13 C12 122.0(3) . . ?
C15 C14 C13 121.8(4) . . ?
C15 C14 H14 119.1 . . ?
C13 C14 H14 119.1 . . ?
C16 C15 C14 119.3(3) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C15 C16 N4 120.8(4) . . ?
C15 C16 C18 119.8(4) . . ?
N4 C16 C18 119.4(4) . . ?
N4 C17 C13 123.1(4) . . ?
N4 C17 H17 118.5 . . ?
C13 C17 H17 118.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N1 C19 C12 125.4(3) . . ?
N1 C19 C20 108.6(3) . . ?
C12 C19 C20 125.9(3) . . ?
C21 C20 C19 107.8(3) . . ?
C21 C20 H20 126.1 . . ?
C19 C20 H20 126.1 . . ?
C20 C21 C22 106.2(3) . . ?
C20 C21 H21 126.9 . . ?
C22 C21 H21 126.9 . . ?
N1 C22 C7 125.2(3) . 7_656 ?
N1 C22 C21 110.8(3) . . ?
C7 C22 C21 124.0(4) 7_656 . ?

_refine_diff_density_max         0.407
_refine_diff_density_min         -0.516
_refine_diff_density_rms         0.073


