# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_complex1
_database_code_depnum_ccdc_archive 'CCDC 1840996'
_audit_update_record             
;
2018-05-02 deposited with the CCDC.
2018-08-03 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         'C27 H16 Mn N2 O7, H2 O'
_chemical_formula_sum            'C27 H18 Mn N2 O8'
_chemical_formula_weight         553.37

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.3400 0.7510 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 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/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                   10.557(2)
_cell_length_b                   17.598(4)
_cell_length_c                   12.593(3)
_cell_angle_alpha                90
_cell_angle_beta                 103.25(3)
_cell_angle_gamma                90
_cell_volume                     2277.3(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    12272
_cell_measurement_theta_min      1.17
_cell_measurement_theta_max      48.58

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.614
_exptl_crystal_F_000             1132
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.657
_shelx_estimated_absorpt_T_min   0.880
_shelx_estimated_absorpt_T_max   0.908
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.888
_exptl_absorpt_correction_T_max  0.906
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.720
_diffrn_radiation_type           synchrotron
_diffrn_source                   'synchrotron, 3W1A at BSRF'
_diffrn_measurement_device_type  mar555
_diffrn_measurement_method       'oscillation mode'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6961
_diffrn_reflns_av_unetI/netI     0.0362
_diffrn_reflns_av_R_equivalents  0
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_theta_min         2.008
_diffrn_reflns_theta_max         31.992
_diffrn_reflns_theta_full        25.595
_diffrn_measured_fraction_theta_max 0.915
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.915
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.915
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6961
_reflns_number_gt                5619
_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       mar555
_computing_cell_refinement       'HKL 2000'
_computing_data_reduction        'HKL 2000'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2015)'
_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)+(0.0869P)²+4.1707P] 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         6961
_refine_ls_number_parameters     343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0781
_refine_ls_R_factor_gt           0.0644
_refine_ls_wR_factor_ref         0.1748
_refine_ls_wR_factor_gt          0.1677
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.002
_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 0.63389(4) 0.07401(2) 0.44683(3) 0.01860(11) Uani 1 1 d . . . . .
O1 O 0.07645(19) 0.10780(15) 0.05048(16) 0.0328(5) Uani 1 1 d . . . . .
O2 O 0.41287(19) -0.00320(11) -0.28544(16) 0.0259(4) Uani 1 1 d . . . . .
O3 O 0.2120(2) -0.03297(13) -0.37039(19) 0.0330(5) Uani 1 1 d . . . . .
O4 O 0.44705(18) 0.08513(11) 0.47999(15) 0.0235(4) Uani 1 1 d . . . . .
O5 O 0.2906(2) -0.00006(12) 0.41809(19) 0.0331(5) Uani 1 1 d . . . . .
O6 O 0.1374(4) 0.34047(17) 0.0889(3) 0.0752(11) Uani 1 1 d . . . . .
H6 H 0.102649 0.368115 0.035850 0.113 Uiso 1 1 d R U . . .
O7 O 0.0334(3) 0.2523(2) -0.0181(2) 0.0620(9) Uani 1 1 d . . . . .
N1 N 0.6019(2) 0.17912(13) 0.33507(16) 0.0194(4) Uani 1 1 d . . . . .
N2 N 0.74017(19) 0.17226(12) 0.54498(16) 0.0178(4) Uani 1 1 d . . . . .
C1 C 0.3429(2) 0.06382(15) 0.4150(2) 0.0218(5) Uani 1 1 d . . . . .
C2 C 0.2774(2) 0.11857(14) 0.3276(2) 0.0190(4) Uani 1 1 d . . . . .
C3 C 0.2875(3) 0.19698(15) 0.3441(2) 0.0221(5) Uani 1 1 d . . . . .
H3 H 0.333711 0.216629 0.412250 0.026 Uiso 1 1 calc R U . . .
C4 C 0.2300(3) 0.24629(15) 0.2607(2) 0.0254(5) Uani 1 1 d . . . . .
H4 H 0.235758 0.299582 0.272921 0.030 Uiso 1 1 calc R U . . .
C5 C 0.1638(3) 0.21838(17) 0.1591(2) 0.0265(5) Uani 1 1 d . . . . .
C6 C 0.1513(2) 0.14003(17) 0.1458(2) 0.0239(5) Uani 1 1 d . . . . .
C7 C 0.2065(2) 0.09028(15) 0.2289(2) 0.0220(5) Uani 1 1 d . . . . .
H7 H 0.195874 0.037005 0.218286 0.026 Uiso 1 1 calc R U . . .
C8 C 0.1048(4) 0.2711(2) 0.0669(3) 0.0452(9) Uani 1 1 d . . . . .
C9 C 0.1368(3) 0.08764(16) -0.0309(2) 0.0234(5) Uani 1 1 d . . . . .
C10 C 0.2708(3) 0.08903(15) -0.0216(2) 0.0235(5) Uani 1 1 d . . . . .
H10 H 0.327435 0.108414 0.042360 0.028 Uiso 1 1 calc R U . . .
C11 C 0.0527(3) 0.06182(17) -0.1261(2) 0.0261(5) Uani 1 1 d . . . . .
H11 H -0.038770 0.063183 -0.132987 0.031 Uiso 1 1 calc R U . . .
C12 C 0.1034(3) 0.03428(16) -0.2102(2) 0.0262(5) Uani 1 1 d . . . . .
H12 H 0.046218 0.015996 -0.274648 0.031 Uiso 1 1 calc R U . . .
C13 C 0.3207(3) 0.06145(15) -0.1079(2) 0.0232(5) Uani 1 1 d . . . . .
H13 H 0.411972 0.062229 -0.102318 0.028 Uiso 1 1 calc R U . . .
C14 C 0.2384(3) 0.03291(15) -0.2017(2) 0.0227(5) Uani 1 1 d . . . . .
C15 C 0.2922(3) -0.00230(15) -0.2902(2) 0.0237(5) Uani 1 1 d . . . . .
C16 C 0.5369(3) 0.18193(17) 0.2312(2) 0.0251(5) Uani 1 1 d . . . . .
H16 H 0.510557 0.135464 0.194313 0.030 Uiso 1 1 calc R U . . .
C17 C 0.5053(3) 0.25014(19) 0.1736(2) 0.0286(6) Uani 1 1 d . . . . .
H17 H 0.458729 0.249298 0.099470 0.034 Uiso 1 1 calc R U . . .
C18 C 0.5421(3) 0.31800(18) 0.2248(2) 0.0285(6) Uani 1 1 d . . . . .
H18 H 0.519042 0.364677 0.187469 0.034 Uiso 1 1 calc R U . . .
C19 C 0.6153(2) 0.31746(15) 0.3344(2) 0.0224(5) Uani 1 1 d . . . . .
C20 C 0.6420(2) 0.24586(14) 0.38609(19) 0.0182(4) Uani 1 1 d . . . . .
C21 C 0.6656(3) 0.38507(16) 0.3928(3) 0.0277(5) Uani 1 1 d . . . . .
H21 H 0.647636 0.433154 0.358372 0.033 Uiso 1 1 calc R U . . .
C22 C 0.7386(3) 0.38132(16) 0.4967(2) 0.0271(5) Uani 1 1 d . . . . .
H22 H 0.772065 0.426812 0.533168 0.032 Uiso 1 1 calc R U . . .
C23 C 0.7661(2) 0.30971(15) 0.5525(2) 0.0211(5) Uani 1 1 d . . . . .
C24 C 0.7177(2) 0.24212(14) 0.49759(19) 0.0172(4) Uani 1 1 d . . . . .
C25 C 0.8402(3) 0.30325(17) 0.6610(2) 0.0253(5) Uani 1 1 d . . . . .
H25 H 0.873202 0.347469 0.701214 0.030 Uiso 1 1 calc R U . . .
C26 C 0.8639(2) 0.23304(17) 0.7076(2) 0.0246(5) Uani 1 1 d . . . . .
H26 H 0.914573 0.227793 0.780052 0.029 Uiso 1 1 calc R U . . .
C27 C 0.8120(2) 0.16851(16) 0.64666(19) 0.0208(5) Uani 1 1 d . . . . .
H27 H 0.829159 0.119930 0.679725 0.025 Uiso 1 1 calc R U . . .
O8 O 0.0351(5) 0.0725(4) 0.4337(6) 0.196(4) Uani 1 1 d . . . . .
H8A H 0.077750 0.031720 0.442349 0.293 Uiso 1 1 d R U . . .
H8B H -0.040970 0.059540 0.431879 0.293 Uiso 1 1 d R U . . .


_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 O4 2.1168(19) . ?
Mn1 O5 2.145(2) 3_656 ?
Mn1 O3 2.194(2) 3_655 ?
Mn1 N2 2.267(2) . ?
Mn1 N1 2.302(2) . ?
Mn1 O2 2.338(2) 3_655 ?
Mn1 C15 2.607(3) 3_655 ?
O1 C9 1.372(3) . ?
O1 C6 1.397(3) . ?
O2 C15 1.261(3) . ?
O3 C15 1.279(3) . ?
O4 C1 1.268(3) . ?
O5 C1 1.257(3) . ?
O6 C8 1.281(5) . ?
O6 H6 0.8401 . ?
O7 C8 1.205(5) . ?
N1 C16 1.332(3) . ?
N1 C20 1.359(3) . ?
N2 C27 1.332(3) . ?
N2 C24 1.363(3) . ?
C1 C2 1.506(3) . ?
C2 C7 1.388(3) . ?
C2 C3 1.396(4) . ?
C3 C4 1.389(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.399(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.392(4) . ?
C5 C8 1.505(4) . ?
C6 C7 1.386(4) . ?
C7 H7 0.9500 . ?
C9 C10 1.393(4) . ?
C9 C11 1.394(4) . ?
C10 C13 1.399(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.379(4) . ?
C11 H11 0.9500 . ?
C12 C14 1.405(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.390(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.497(4) . ?
C16 C17 1.403(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.370(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.419(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.416(3) . ?
C19 C21 1.435(4) . ?
C20 C24 1.449(3) . ?
C21 C22 1.359(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.440(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.412(3) . ?
C23 C25 1.415(4) . ?
C25 C26 1.366(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.409(4) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
O8 H8A 0.8412 . ?
O8 H8B 0.8305 . ?

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 O5 95.36(8) . 3_656 ?
O4 Mn1 O3 159.27(8) . 3_655 ?
O5 Mn1 O3 88.29(9) 3_656 3_655 ?
O4 Mn1 N2 100.90(8) . . ?
O5 Mn1 N2 89.01(8) 3_656 . ?
O3 Mn1 N2 99.57(8) 3_655 . ?
O4 Mn1 N1 91.92(8) . . ?
O5 Mn1 N1 161.48(8) 3_656 . ?
O3 Mn1 N1 90.92(9) 3_655 . ?
N2 Mn1 N1 72.87(8) . . ?
O4 Mn1 O2 101.54(8) . 3_655 ?
O5 Mn1 O2 109.39(9) 3_656 3_655 ?
O3 Mn1 O2 58.21(7) 3_655 3_655 ?
N2 Mn1 O2 149.29(7) . 3_655 ?
N1 Mn1 O2 85.68(8) . 3_655 ?
O4 Mn1 C15 130.38(8) . 3_655 ?
O5 Mn1 C15 100.66(9) 3_656 3_655 ?
O3 Mn1 C15 29.32(8) 3_655 3_655 ?
N2 Mn1 C15 125.81(8) . 3_655 ?
N1 Mn1 C15 87.36(8) . 3_655 ?
O2 Mn1 C15 28.90(8) 3_655 3_655 ?
C9 O1 C6 118.6(2) . . ?
C15 O2 Mn1 87.45(16) . 3_655 ?
C15 O3 Mn1 93.54(16) . 3_655 ?
C1 O4 Mn1 123.70(17) . . ?
C1 O5 Mn1 118.75(18) . 3_656 ?
C8 O6 H6 109.4 . . ?
C16 N1 C20 117.8(2) . . ?
C16 N1 Mn1 126.93(19) . . ?
C20 N1 Mn1 114.79(15) . . ?
C27 N2 C24 118.0(2) . . ?
C27 N2 Mn1 126.02(18) . . ?
C24 N2 Mn1 115.74(15) . . ?
O5 C1 O4 124.5(2) . . ?
O5 C1 C2 117.6(2) . . ?
O4 C1 C2 117.9(2) . . ?
C7 C2 C3 119.7(2) . . ?
C7 C2 C1 119.2(2) . . ?
C3 C2 C1 121.1(2) . . ?
C4 C3 C2 120.0(2) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 120.8(3) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C6 C5 C4 118.2(2) . . ?
C6 C5 C8 120.4(3) . . ?
C4 C5 C8 121.4(3) . . ?
C7 C6 C5 121.5(2) . . ?
C7 C6 O1 116.7(3) . . ?
C5 C6 O1 121.7(2) . . ?
C6 C7 C2 119.8(2) . . ?
C6 C7 H7 120.1 . . ?
C2 C7 H7 120.1 . . ?
O7 C8 O6 122.4(3) . . ?
O7 C8 C5 125.5(4) . . ?
O6 C8 C5 112.1(4) . . ?
O1 C9 C10 124.7(2) . . ?
O1 C9 C11 114.4(2) . . ?
C10 C9 C11 120.8(3) . . ?
C9 C10 C13 119.0(2) . . ?
C9 C10 H10 120.5 . . ?
C13 C10 H10 120.5 . . ?
C12 C11 C9 119.5(3) . . ?
C12 C11 H11 120.3 . . ?
C9 C11 H11 120.3 . . ?
C11 C12 C14 120.9(2) . . ?
C11 C12 H12 119.6 . . ?
C14 C12 H12 119.6 . . ?
C14 C13 C10 120.8(2) . . ?
C14 C13 H13 119.6 . . ?
C10 C13 H13 119.6 . . ?
C13 C14 C12 118.9(2) . . ?
C13 C14 C15 120.8(2) . . ?
C12 C14 C15 120.2(2) . . ?
O2 C15 O3 120.7(2) . . ?
O2 C15 C14 121.4(2) . . ?
O3 C15 C14 117.8(2) . . ?
O2 C15 Mn1 63.65(14) . 3_655 ?
O3 C15 Mn1 57.13(14) . 3_655 ?
C14 C15 Mn1 173.95(19) . 3_655 ?
N1 C16 C17 123.2(3) . . ?
N1 C16 H16 118.4 . . ?
C17 C16 H16 118.4 . . ?
C18 C17 C16 119.6(2) . . ?
C18 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
C17 C18 C19 119.0(3) . . ?
C17 C18 H18 120.5 . . ?
C19 C18 H18 120.5 . . ?
C20 C19 C18 117.3(3) . . ?
C20 C19 C21 119.4(2) . . ?
C18 C19 C21 123.2(3) . . ?
N1 C20 C19 123.0(2) . . ?
N1 C20 C24 117.5(2) . . ?
C19 C20 C24 119.5(2) . . ?
C22 C21 C19 121.0(3) . . ?
C22 C21 H21 119.5 . . ?
C19 C21 H21 119.5 . . ?
C21 C22 C23 121.3(3) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 H22 119.4 . . ?
C24 C23 C25 117.6(2) . . ?
C24 C23 C22 119.2(2) . . ?
C25 C23 C22 123.2(2) . . ?
N2 C24 C23 122.6(2) . . ?
N2 C24 C20 117.8(2) . . ?
C23 C24 C20 119.6(2) . . ?
C26 C25 C23 119.6(2) . . ?
C26 C25 H25 120.2 . . ?
C23 C25 H25 120.2 . . ?
C25 C26 C27 119.0(2) . . ?
C25 C26 H26 120.5 . . ?
C27 C26 H26 120.5 . . ?
N2 C27 C26 123.3(2) . . ?
N2 C27 H27 118.4 . . ?
C26 C27 H27 118.4 . . ?
H8A O8 H8B 104.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Mn1 O5 C1 O4 8.2(4) 3_656 . . . ?
Mn1 O5 C1 C2 -172.10(17) 3_656 . . . ?
Mn1 O4 C1 O5 93.7(3) . . . . ?
Mn1 O4 C1 C2 -86.0(3) . . . . ?
O5 C1 C2 C7 -30.1(4) . . . . ?
O4 C1 C2 C7 149.7(2) . . . . ?
O5 C1 C2 C3 150.4(3) . . . . ?
O4 C1 C2 C3 -29.9(4) . . . . ?
C7 C2 C3 C4 -1.9(4) . . . . ?
C1 C2 C3 C4 177.7(2) . . . . ?
C2 C3 C4 C5 -1.3(4) . . . . ?
C3 C4 C5 C6 3.4(4) . . . . ?
C3 C4 C5 C8 -178.0(3) . . . . ?
C4 C5 C6 C7 -2.4(4) . . . . ?
C8 C5 C6 C7 179.0(3) . . . . ?
C4 C5 C6 O1 173.9(2) . . . . ?
C8 C5 C6 O1 -4.7(4) . . . . ?
C9 O1 C6 C7 -89.9(3) . . . . ?
C9 O1 C6 C5 93.6(3) . . . . ?
C5 C6 C7 C2 -0.7(4) . . . . ?
O1 C6 C7 C2 -177.2(2) . . . . ?
C3 C2 C7 C6 2.9(4) . . . . ?
C1 C2 C7 C6 -176.7(2) . . . . ?
C6 C5 C8 O7 8.2(5) . . . . ?
C4 C5 C8 O7 -170.5(3) . . . . ?
C6 C5 C8 O6 -172.9(3) . . . . ?
C4 C5 C8 O6 8.4(4) . . . . ?
C6 O1 C9 C10 7.5(4) . . . . ?
C6 O1 C9 C11 -175.0(3) . . . . ?
O1 C9 C10 C13 175.1(3) . . . . ?
C11 C9 C10 C13 -2.3(4) . . . . ?
O1 C9 C11 C12 -174.8(3) . . . . ?
C10 C9 C11 C12 2.8(4) . . . . ?
C9 C11 C12 C14 -0.9(4) . . . . ?
C9 C10 C13 C14 -0.1(4) . . . . ?
C10 C13 C14 C12 1.9(4) . . . . ?
C10 C13 C14 C15 -175.1(2) . . . . ?
C11 C12 C14 C13 -1.5(4) . . . . ?
C11 C12 C14 C15 175.6(3) . . . . ?
Mn1 O2 C15 O3 -2.4(3) 3_655 . . . ?
Mn1 O2 C15 C14 176.2(2) 3_655 . . . ?
Mn1 O3 C15 O2 2.5(3) 3_655 . . . ?
Mn1 O3 C15 C14 -176.1(2) 3_655 . . . ?
C13 C14 C15 O2 -4.2(4) . . . . ?
C12 C14 C15 O2 178.9(3) . . . . ?
C13 C14 C15 O3 174.5(3) . . . . ?
C12 C14 C15 O3 -2.5(4) . . . . ?
C20 N1 C16 C17 -1.7(4) . . . . ?
Mn1 N1 C16 C17 170.21(19) . . . . ?
N1 C16 C17 C18 0.0(4) . . . . ?
C16 C17 C18 C19 2.0(4) . . . . ?
C17 C18 C19 C20 -2.3(4) . . . . ?
C17 C18 C19 C21 175.8(3) . . . . ?
C16 N1 C20 C19 1.4(4) . . . . ?
Mn1 N1 C20 C19 -171.54(18) . . . . ?
C16 N1 C20 C24 -177.3(2) . . . . ?
Mn1 N1 C20 C24 9.8(3) . . . . ?
C18 C19 C20 N1 0.6(4) . . . . ?
C21 C19 C20 N1 -177.6(2) . . . . ?
C18 C19 C20 C24 179.3(2) . . . . ?
C21 C19 C20 C24 1.0(4) . . . . ?
C20 C19 C21 C22 0.2(4) . . . . ?
C18 C19 C21 C22 -177.9(3) . . . . ?
C19 C21 C22 C23 -1.1(4) . . . . ?
C21 C22 C23 C24 0.8(4) . . . . ?
C21 C22 C23 C25 -179.2(3) . . . . ?
C27 N2 C24 C23 -0.8(3) . . . . ?
Mn1 N2 C24 C23 173.57(18) . . . . ?
C27 N2 C24 C20 178.6(2) . . . . ?
Mn1 N2 C24 C20 -7.0(3) . . . . ?
C25 C23 C24 N2 -0.2(4) . . . . ?
C22 C23 C24 N2 179.8(2) . . . . ?
C25 C23 C24 C20 -179.6(2) . . . . ?
C22 C23 C24 C20 0.4(3) . . . . ?
N1 C20 C24 N2 -2.0(3) . . . . ?
C19 C20 C24 N2 179.3(2) . . . . ?
N1 C20 C24 C23 177.4(2) . . . . ?
C19 C20 C24 C23 -1.3(3) . . . . ?
C24 C23 C25 C26 1.1(4) . . . . ?
C22 C23 C25 C26 -178.9(2) . . . . ?
C23 C25 C26 C27 -1.0(4) . . . . ?
C24 N2 C27 C26 1.0(4) . . . . ?
Mn1 N2 C27 C26 -172.74(19) . . . . ?
C25 C26 C27 N2 -0.1(4) . . . . ?

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
O8 H8B O3 0.83 1.85 2.641(5) 157.6 3
O8 H8A O5 0.84 2.40 3.031(6) 132.1 .
C27 H27 O5 0.95 2.62 3.197(4) 119.7 3_656
C26 H26 O7 0.95 2.60 3.523(4) 164.1 1_656
C16 H16 O2 0.95 2.64 3.237(4) 121.4 3_655
O6 H6 O8 0.84 1.68 2.523(5) 177.0 4_565

_refine_diff_density_max         1.915
_refine_diff_density_min         -1.302
_refine_diff_density_rms         0.105

####################################################################### 
# 
# 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_complex2
_database_code_depnum_ccdc_archive 'CCDC 1840997'
_audit_update_record             
;
2018-05-02 deposited with the CCDC.
2018-08-03 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         ?
_chemical_formula_sum            'C54 H38 Mn2 N8 O15'
_chemical_formula_weight         1148.80

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   9.915(3)
_cell_length_b                   10.052(3)
_cell_length_c                   25.117(7)
_cell_angle_alpha                99.939(10)
_cell_angle_beta                 96.406(10)
_cell_angle_gamma                97.933(10)
_cell_volume                     2418.5(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    4386
_cell_measurement_theta_min      3.03
_cell_measurement_theta_max      24.08

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.578
_exptl_crystal_F_000             1176
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.250
_exptl_absorpt_coefficient_mu    0.606
_shelx_estimated_absorpt_T_min   0.839
_shelx_estimated_absorpt_T_max   0.863
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.834
_exptl_absorpt_correction_T_max  0.859
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28433
_diffrn_reflns_av_unetI/netI     0.1506
_diffrn_reflns_av_R_equivalents  0.1107
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.929
_diffrn_reflns_theta_max         25.048
_diffrn_reflns_theta_full        25.048
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             8517
_reflns_number_gt                4122
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0521P)²+0.2037P] 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         8517
_refine_ls_number_parameters     712
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1667
_refine_ls_R_factor_gt           0.0623
_refine_ls_wR_factor_ref         0.1478
_refine_ls_wR_factor_gt          0.1131
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.002
_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
Mn1 Mn 0.88891(8) 0.56207(8) 0.24874(3) 0.0256(2) Uani 1 1 d . . . . .
Mn2 Mn 0.41058(8) 0.54404(7) 0.24970(3) 0.0237(2) Uani 1 1 d . . . . .
C1 C 0.6667(6) 0.9806(6) 0.0432(3) 0.0476(17) Uani 1 1 d . . . . .
C2 C 0.7942(6) 0.9697(6) 0.0773(2) 0.0378(15) Uani 1 1 d . . . . .
C3 C 0.7929(6) 0.9379(7) 0.1284(3) 0.065(2) Uani 1 1 d . . . . .
H3 H 0.710076 0.922267 0.142091 0.078 Uiso 1 1 calc R U . . .
C4 C 0.9160(6) 0.9289(7) 0.1597(2) 0.057(2) Uani 1 1 d . . . . .
H4 H 0.915093 0.909100 0.194448 0.068 Uiso 1 1 calc R U . . .
C5 C 1.0369(5) 0.9492(5) 0.1392(2) 0.0299(13) Uani 1 1 d . . . . .
C6 C 1.0388(6) 0.9809(7) 0.0887(2) 0.0528(19) Uani 1 1 d . . . . .
H6 H 1.121373 0.995764 0.074644 0.063 Uiso 1 1 calc R U . . .
C7 C 0.9162(6) 0.9908(7) 0.0585(2) 0.064(2) Uani 1 1 d . . . . .
H7 H 0.917972 1.012721 0.024119 0.076 Uiso 1 1 calc R U . . .
C8 C 1.1673(6) 0.7469(5) 0.24159(19) 0.0245(13) Uani 1 1 d . . . . .
C9 C 1.1808(5) 0.9002(5) 0.2597(2) 0.0241(13) Uani 1 1 d . . . . .
C10 C 1.1790(5) 0.9910(5) 0.2240(2) 0.0261(13) Uani 1 1 d . . . . .
C11 C 1.2059(5) 0.9571(5) 0.3160(2) 0.0308(14) Uani 1 1 d . . . . .
H11 H 1.201558 0.899577 0.341225 0.037 Uiso 1 1 calc R U . . .
C12 C 1.2366(5) 1.0967(5) 0.3340(2) 0.0311(14) Uani 1 1 d . . . . .
H12 H 1.253490 1.132674 0.371255 0.037 Uiso 1 1 calc R U . . .
C13 C 1.2424(5) 1.1836(5) 0.2968(2) 0.0240(13) Uani 1 1 d . . . . .
C14 C 1.2085(5) 1.1299(5) 0.2419(2) 0.0250(13) Uani 1 1 d . . . . .
H14 H 1.205579 1.188094 0.216868 0.030 Uiso 1 1 calc R U . . .
C15 C 1.2952(5) 1.3336(5) 0.3165(2) 0.0307(14) Uani 1 1 d . . . . .
C16 C 0.6583(6) 0.7567(5) 0.2379(2) 0.0276(13) Uani 1 1 d . . . . .
C17 C 0.6437(5) 0.9046(5) 0.2465(2) 0.0233(12) Uani 1 1 d . . . . .
C18 C 0.5371(5) 0.9521(5) 0.2189(2) 0.0293(13) Uani 1 1 d . . . . .
H18 H 0.466462 0.889748 0.196761 0.035 Uiso 1 1 calc R U . . .
C19 C 0.5339(5) 1.0902(5) 0.2238(2) 0.0285(13) Uani 1 1 d . . . . .
H19 H 0.462571 1.119255 0.203882 0.034 Uiso 1 1 calc R U . . .
C20 C 0.6357(5) 1.1878(5) 0.2581(2) 0.0252(13) Uani 1 1 d . . . . .
C21 C 0.7380(5) 1.1372(5) 0.2881(2) 0.0233(13) Uani 1 1 d . . . . .
C22 C 0.7442(5) 1.0003(5) 0.2818(2) 0.0291(13) Uani 1 1 d . . . . .
H22 H 0.816085 0.970777 0.301230 0.035 Uiso 1 1 calc R U . . .
C23 C 0.6294(6) 1.3387(5) 0.2597(2) 0.0270(13) Uani 1 1 d . . . . .
C24 C 0.8056(5) 1.2928(5) 0.3722(2) 0.0280(13) Uani 1 1 d . . . . .
C25 C 0.6844(6) 1.2564(6) 0.3922(2) 0.0417(16) Uani 1 1 d . . . . .
H25 H 0.620661 1.181921 0.373341 0.050 Uiso 1 1 calc R U . . .
C26 C 0.6581(6) 1.3327(6) 0.4412(2) 0.0421(16) Uani 1 1 d . . . . .
H26 H 0.576999 1.308065 0.454953 0.051 Uiso 1 1 calc R U . . .
C27 C 0.7517(6) 1.4439(6) 0.4689(2) 0.0333(14) Uani 1 1 d . . . . .
C28 C 0.8716(6) 1.4782(6) 0.4480(2) 0.0409(16) Uani 1 1 d . . . . .
H28 H 0.933838 1.554744 0.466125 0.049 Uiso 1 1 calc R U . . .
C29 C 0.9019(6) 1.4028(5) 0.4011(2) 0.0366(15) Uani 1 1 d . . . . .
H29 H 0.985745 1.424844 0.388854 0.044 Uiso 1 1 calc R U . . .
C30 C 0.7255(6) 1.5306(6) 0.5203(2) 0.0384(15) Uani 1 1 d . . . . .
C31 C 0.8364(8) 0.3537(7) 0.1302(3) 0.072(2) Uani 1 1 d . . . . .
H31 H 0.897027 0.296297 0.139804 0.086 Uiso 1 1 calc R U . . .
C32 C 0.7190(6) 0.5151(7) 0.1328(2) 0.0520(19) Uani 1 1 d . . . . .
H32 H 0.683848 0.594120 0.145178 0.062 Uiso 1 1 calc R U . . .
C33 C 0.7620(9) 0.3414(7) 0.0804(3) 0.097(3) Uani 1 1 d . . . . .
H33 H 0.763513 0.274657 0.049869 0.116 Uiso 1 1 calc R U . . .
C34 C 0.5937(6) 0.4732(6) 0.0406(2) 0.0417(16) Uani 1 1 d . . . . .
C35 C 0.5683(6) 0.3903(7) -0.0103(2) 0.0550(19) Uani 1 1 d . . . . .
H35 H 0.612914 0.314963 -0.017513 0.066 Uiso 1 1 calc R U . . .
C36 C 0.5239(7) 0.5807(7) 0.0508(2) 0.060(2) Uani 1 1 d . . . . .
H36 H 0.538369 0.635297 0.085492 0.072 Uiso 1 1 calc R U . . .
C37 C 0.9541(5) 0.7573(5) 0.3650(2) 0.0262(13) Uani 1 1 d . . . . .
H37 H 0.874963 0.793379 0.355983 0.031 Uiso 1 1 calc R U . . .
C38 C 1.1182(5) 0.6398(5) 0.3615(2) 0.0274(13) Uani 1 1 d . . . . .
H38 H 1.173501 0.577223 0.348648 0.033 Uiso 1 1 calc R U . . .
C39 C 1.1430(5) 0.7230(5) 0.4111(2) 0.0280(13) Uani 1 1 d . . . . .
H39 H 1.216565 0.728465 0.438286 0.034 Uiso 1 1 calc R U . . .
C40 C 1.0180(5) 0.9009(5) 0.4573(2) 0.0294(14) Uani 1 1 d . . . . .
C41 C 0.9721(6) 1.0175(6) 0.4470(2) 0.0419(16) Uani 1 1 d . . . . .
H41 H 0.952616 1.029266 0.411173 0.050 Uiso 1 1 calc R U . . .
C42 C 1.0455(6) 0.8820(5) 0.5103(2) 0.0376(15) Uani 1 1 d . . . . .
H42 H 1.075710 0.802351 0.517269 0.045 Uiso 1 1 calc R U . . .
C43 C 0.3379(6) 0.3462(6) 0.1268(2) 0.0442(17) Uani 1 1 d . . . . .
H43 H 0.401440 0.290233 0.135056 0.053 Uiso 1 1 calc R U . . .
C44 C 0.2115(6) 0.5005(6) 0.1348(2) 0.0471(17) Uani 1 1 d . . . . .
H44 H 0.169009 0.572619 0.149374 0.057 Uiso 1 1 calc R U . . .
C45 C 0.0903(6) 0.4682(6) 0.0406(2) 0.0387(15) Uani 1 1 d . . . . .
C46 C 0.0629(7) 0.3868(7) -0.0099(2) 0.064(2) Uani 1 1 d . . . . .
H46 H 0.104419 0.309472 -0.017345 0.077 Uiso 1 1 calc R U . . .
C47 C 0.0270(7) 0.5805(7) 0.0502(2) 0.063(2) Uani 1 1 d . . . . .
H47 H 0.044649 0.636528 0.084601 0.075 Uiso 1 1 calc R U . . .
C48 C 0.6181(6) 0.6251(5) 0.3670(2) 0.0346(15) Uani 1 1 d . . . . .
H48 H 0.665892 0.553060 0.357534 0.042 Uiso 1 1 calc R U . . .
C49 C 0.6390(5) 0.7102(6) 0.4160(2) 0.0354(15) Uani 1 1 d . . . . .
H49 H 0.702358 0.707297 0.445903 0.042 Uiso 1 1 calc R U . . .
C50 C 0.4769(5) 0.7671(5) 0.3624(2) 0.0313(14) Uani 1 1 d . . . . .
H50 H 0.408327 0.812851 0.349586 0.038 Uiso 1 1 calc R U . . .
C51 C 0.5257(5) 0.9034(5) 0.4568(2) 0.0262(13) Uani 1 1 d . . . . .
C52 C 0.4414(6) 0.9965(6) 0.4478(2) 0.0428(17) Uani 1 1 d . . . . .
H52 H 0.401211 0.995203 0.412386 0.051 Uiso 1 1 calc R U . . .
C53 C 0.5853(6) 0.9072(6) 0.5097(2) 0.0438(17) Uani 1 1 d . . . . .
H53 H 0.643283 0.845116 0.516739 0.053 Uiso 1 1 calc R U . . .
C54 C 0.2654(7) 0.3357(6) 0.0776(2) 0.057(2) Uani 1 1 d . . . . .
H54 H 0.269596 0.272745 0.046284 0.068 Uiso 1 1 calc R U . . .
N1 N 0.1836(5) 0.4356(5) 0.08234(17) 0.0369(12) Uani 1 1 d . . . . .
N2 N 0.3058(5) 0.4505(4) 0.16331(17) 0.0359(12) Uani 1 1 d . . . . .
N3 N 0.8073(5) 0.4634(5) 0.16331(17) 0.0365(12) Uani 1 1 d . . . . .
N4 N 0.6859(5) 0.4425(5) 0.08264(18) 0.0410(13) Uani 1 1 d . . . . .
N5 N 0.5157(4) 0.6605(4) 0.33295(17) 0.0289(11) Uani 1 1 d . . . . .
N6 N 0.5484(4) 0.8023(4) 0.41338(16) 0.0259(11) Uani 1 1 d . . . . .
N7 N 0.9985(4) 0.6614(4) 0.33255(16) 0.0268(11) Uani 1 1 d . . . . .
N8 N 1.0370(4) 0.7975(4) 0.41319(16) 0.0287(11) Uani 1 1 d . . . . .
O1 O 1.0527(3) 0.6837(3) 0.21619(13) 0.0315(9) Uani 1 1 d . . . . .
O2 O 1.2719(4) 0.6965(3) 0.25355(14) 0.0377(10) Uani 1 1 d . . . . .
O3 O 1.2644(3) 1.4158(3) 0.28524(14) 0.0284(9) Uani 1 1 d . . . . .
O4 O 1.3688(4) 1.3676(4) 0.36179(15) 0.0434(11) Uani 1 1 d . . . . .
O5 O 1.1606(3) 0.9373(3) 0.16740(13) 0.0296(9) Uani 1 1 d . . . . .
O6 O 0.6671(4) 1.0045(5) -0.00304(17) 0.0705(15) Uani 1 1 d . . . . .
O7 O 0.5556(4) 0.9672(5) 0.06610(18) 0.0727(15) Uani 1 1 d . . . . .
H7A H 0.492164 0.987260 0.046818 0.109 Uiso 1 1 d R U . . .
O8 O 0.7723(4) 0.7266(3) 0.25357(14) 0.0341(10) Uani 1 1 d . . . . .
O9 O 0.5546(4) 0.6714(3) 0.21311(13) 0.0296(9) Uani 1 1 d . . . . .
O10 O 0.7392(4) 1.4216(3) 0.27752(14) 0.0312(9) Uani 1 1 d . . . . .
O11 O 0.8426(3) 1.2239(3) 0.32535(14) 0.0322(9) Uani 1 1 d . . . . .
O12 O 0.5163(4) 1.3681(3) 0.24303(14) 0.0340(9) Uani 1 1 d . . . . .
O13 O 0.6372(4) 1.4668(4) 0.54643(16) 0.0515(12) Uani 1 1 d . . . . .
H13 H 0.633177 1.515813 0.575729 0.077 Uiso 1 1 d R U . . .
O14 O 0.7834(5) 1.6476(4) 0.53559(16) 0.0600(13) Uani 1 1 d . . . . .
O15 O 0.9984(3) 0.3840(3) 0.24865(14) 0.0362(10) Uani 1 1 d . . . . .
H15A H 1.079422 0.410810 0.261340 0.054 Uiso 1 1 d R U . . .
H15B H 0.966253 0.334690 0.268647 0.054 Uiso 1 1 d R U . . .


_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 O8 2.139(3) . ?
Mn1 O10 2.175(4) 1_545 ?
Mn1 O1 2.212(4) . ?
Mn1 N3 2.214(4) . ?
Mn1 O15 2.218(3) . ?
Mn1 N7 2.252(4) . ?
Mn2 O12 2.168(3) 1_545 ?
Mn2 O9 2.172(4) . ?
Mn2 O3 2.175(3) 1_445 ?
Mn2 O2 2.193(4) 1_455 ?
Mn2 N5 2.272(4) . ?
Mn2 N2 2.279(4) . ?
C1 O6 1.225(7) . ?
C1 O7 1.300(7) . ?
C1 C2 1.474(7) . ?
C2 C7 1.349(8) . ?
C2 C3 1.376(7) . ?
C3 C4 1.398(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.359(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.364(7) . ?
C5 O5 1.376(6) . ?
C6 C7 1.384(8) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 O2 1.245(6) . ?
C8 O1 1.265(6) . ?
C8 C9 1.512(7) . ?
C9 C10 1.386(7) . ?
C9 C11 1.411(6) . ?
C10 C14 1.371(6) . ?
C10 O5 1.412(5) . ?
C11 C12 1.378(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.385(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.378(6) . ?
C13 C15 1.503(7) . ?
C14 H14 0.9300 . ?
C15 O4 1.247(6) . ?
C15 O3 1.278(6) . ?
C16 O8 1.250(6) . ?
C16 O9 1.268(6) . ?
C16 C17 1.494(7) . ?
C17 C18 1.384(6) . ?
C17 C22 1.396(6) . ?
C18 C19 1.377(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.402(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.400(6) . ?
C20 C23 1.520(7) . ?
C21 C22 1.368(6) . ?
C21 O11 1.402(5) . ?
C22 H22 0.9300 . ?
C23 O12 1.245(6) . ?
C23 O10 1.262(6) . ?
C24 O11 1.373(6) . ?
C24 C25 1.381(7) . ?
C24 C29 1.392(7) . ?
C25 C26 1.404(7) . ?
C25 H25 0.9300 . ?
C26 C27 1.377(7) . ?
C26 H26 0.9300 . ?
C27 C28 1.378(7) . ?
C27 C30 1.497(8) . ?
C28 C29 1.373(7) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C30 O14 1.212(6) . ?
C30 O13 1.314(6) . ?
C31 N3 1.347(7) . ?
C31 C33 1.357(8) . ?
C31 H31 0.9300 . ?
C32 N3 1.318(6) . ?
C32 N4 1.324(6) . ?
C32 H32 0.9300 . ?
C33 N4 1.344(7) . ?
C33 H33 0.9300 . ?
C34 C36 1.365(8) . ?
C34 C35 1.376(7) . ?
C34 N4 1.422(6) . ?
C35 C36 1.388(7) 2_665 ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
C37 N7 1.309(6) . ?
C37 N8 1.350(6) . ?
C37 H37 0.9300 . ?
C38 C39 1.353(6) . ?
C38 N7 1.385(6) . ?
C38 H38 0.9300 . ?
C39 N8 1.373(6) . ?
C39 H39 0.9300 . ?
C40 C41 1.369(7) . ?
C40 C42 1.378(7) . ?
C40 N8 1.431(6) . ?
C41 C42 1.385(7) 2_776 ?
C41 H41 0.9300 . ?
C42 H42 0.9300 . ?
C43 C54 1.338(7) . ?
C43 N2 1.366(6) . ?
C43 H43 0.9300 . ?
C44 N2 1.321(6) . ?
C44 N1 1.345(6) . ?
C44 H44 0.9300 . ?
C45 C46 1.363(7) . ?
C45 C47 1.364(7) . ?
C45 N1 1.431(6) . ?
C46 C47 1.386(7) 2_565 ?
C46 H46 0.9300 . ?
C47 H47 0.9300 . ?
C48 C49 1.350(6) . ?
C48 N5 1.379(6) . ?
C48 H48 0.9300 . ?
C49 N6 1.382(6) . ?
C49 H49 0.9300 . ?
C50 N5 1.322(6) . ?
C50 N6 1.356(6) . ?
C50 H50 0.9300 . ?
C51 C52 1.368(7) . ?
C51 C53 1.385(7) . ?
C51 N6 1.417(6) . ?
C52 C53 1.388(7) 2_676 ?
C52 H52 0.9300 . ?
C53 H53 0.9300 . ?
C54 N1 1.374(7) . ?
C54 H54 0.9300 . ?
O7 H7A 0.8200 . ?
O13 H13 0.8200 . ?
O15 H15A 0.8200 . ?
O15 H15B 0.8236 . ?

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
O8 Mn1 O10 95.95(14) . 1_545 ?
O8 Mn1 O1 90.59(14) . . ?
O10 Mn1 O1 173.24(13) 1_545 . ?
O8 Mn1 N3 96.93(15) . . ?
O10 Mn1 N3 89.99(15) 1_545 . ?
O1 Mn1 N3 87.50(15) . . ?
O8 Mn1 O15 175.01(14) . . ?
O10 Mn1 O15 79.33(13) 1_545 . ?
O1 Mn1 O15 94.18(13) . . ?
N3 Mn1 O15 84.78(15) . . ?
O8 Mn1 N7 87.65(14) . . ?
O10 Mn1 N7 95.09(14) 1_545 . ?
O1 Mn1 N7 86.88(14) . . ?
N3 Mn1 N7 172.79(17) . . ?
O15 Mn1 N7 91.12(14) . . ?
O12 Mn2 O9 96.82(13) 1_545 . ?
O12 Mn2 O3 83.34(13) 1_545 1_445 ?
O9 Mn2 O3 179.17(13) . 1_445 ?
O12 Mn2 O2 170.34(14) 1_545 1_455 ?
O9 Mn2 O2 91.00(13) . 1_455 ?
O3 Mn2 O2 88.75(14) 1_445 1_455 ?
O12 Mn2 N5 99.31(14) 1_545 . ?
O9 Mn2 N5 88.28(14) . . ?
O3 Mn2 N5 92.49(14) 1_445 . ?
O2 Mn2 N5 86.53(14) 1_455 . ?
O12 Mn2 N2 85.76(15) 1_545 . ?
O9 Mn2 N2 87.17(15) . . ?
O3 Mn2 N2 92.04(15) 1_445 . ?
O2 Mn2 N2 89.00(15) 1_455 . ?
N5 Mn2 N2 173.56(16) . . ?
O6 C1 O7 122.8(6) . . ?
O6 C1 C2 121.8(6) . . ?
O7 C1 C2 115.4(6) . . ?
C7 C2 C3 118.3(5) . . ?
C7 C2 C1 120.0(6) . . ?
C3 C2 C1 121.7(6) . . ?
C2 C3 C4 120.1(6) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 120.0(6) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 C6 120.1(5) . . ?
C4 C5 O5 122.6(5) . . ?
C6 C5 O5 117.3(5) . . ?
C5 C6 C7 119.0(6) . . ?
C5 C6 H6 120.5 . . ?
C7 C6 H6 120.5 . . ?
C2 C7 C6 122.4(6) . . ?
C2 C7 H7 118.8 . . ?
C6 C7 H7 118.8 . . ?
O2 C8 O1 127.0(5) . . ?
O2 C8 C9 115.6(5) . . ?
O1 C8 C9 117.4(5) . . ?
C10 C9 C11 117.0(5) . . ?
C10 C9 C8 123.8(5) . . ?
C11 C9 C8 119.1(4) . . ?
C14 C10 C9 122.0(5) . . ?
C14 C10 O5 119.4(5) . . ?
C9 C10 O5 118.2(4) . . ?
C12 C11 C9 120.9(5) . . ?
C12 C11 H11 119.5 . . ?
C9 C11 H11 119.5 . . ?
C11 C12 C13 120.1(5) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C14 C13 C12 119.5(5) . . ?
C14 C13 C15 120.7(5) . . ?
C12 C13 C15 119.7(5) . . ?
C10 C14 C13 120.2(5) . . ?
C10 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
O4 C15 O3 125.1(5) . . ?
O4 C15 C13 117.0(5) . . ?
O3 C15 C13 117.9(5) . . ?
O8 C16 O9 124.9(5) . . ?
O8 C16 C17 118.0(5) . . ?
O9 C16 C17 117.0(5) . . ?
C18 C17 C22 118.1(5) . . ?
C18 C17 C16 122.6(5) . . ?
C22 C17 C16 119.3(5) . . ?
C19 C18 C17 121.1(5) . . ?
C19 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
C18 C19 C20 121.5(5) . . ?
C18 C19 H19 119.2 . . ?
C20 C19 H19 119.2 . . ?
C21 C20 C19 116.4(4) . . ?
C21 C20 C23 124.8(4) . . ?
C19 C20 C23 118.8(4) . . ?
C22 C21 C20 122.1(5) . . ?
C22 C21 O11 115.8(4) . . ?
C20 C21 O11 122.0(4) . . ?
C21 C22 C17 120.6(5) . . ?
C21 C22 H22 119.7 . . ?
C17 C22 H22 119.7 . . ?
O12 C23 O10 126.5(5) . . ?
O12 C23 C20 116.6(5) . . ?
O10 C23 C20 116.9(5) . . ?
O11 C24 C25 124.3(5) . . ?
O11 C24 C29 115.7(5) . . ?
C25 C24 C29 120.0(5) . . ?
C24 C25 C26 119.5(5) . . ?
C24 C25 H25 120.2 . . ?
C26 C25 H25 120.2 . . ?
C27 C26 C25 120.4(6) . . ?
C27 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
C26 C27 C28 118.9(5) . . ?
C26 C27 C30 122.1(6) . . ?
C28 C27 C30 119.0(5) . . ?
C29 C28 C27 121.9(5) . . ?
C29 C28 H28 119.0 . . ?
C27 C28 H28 119.0 . . ?
C28 C29 C24 119.2(6) . . ?
C28 C29 H29 120.4 . . ?
C24 C29 H29 120.4 . . ?
O14 C30 O13 124.7(6) . . ?
O14 C30 C27 121.7(6) . . ?
O13 C30 C27 113.6(5) . . ?
N3 C31 C33 108.3(6) . . ?
N3 C31 H31 125.9 . . ?
C33 C31 H31 125.9 . . ?
N3 C32 N4 112.7(5) . . ?
N3 C32 H32 123.6 . . ?
N4 C32 H32 123.6 . . ?
N4 C33 C31 108.2(6) . . ?
N4 C33 H33 125.9 . . ?
C31 C33 H33 125.9 . . ?
C36 C34 C35 119.1(5) . . ?
C36 C34 N4 120.6(5) . . ?
C35 C34 N4 120.2(5) . . ?
C34 C35 C36 119.9(6) . 2_665 ?
C34 C35 H35 120.1 . . ?
C36 C35 H35 120.1 2_665 . ?
C34 C36 C35 120.9(6) . 2_665 ?
C34 C36 H36 119.5 . . ?
C35 C36 H36 119.5 2_665 . ?
N7 C37 N8 111.8(5) . . ?
N7 C37 H37 124.1 . . ?
N8 C37 H37 124.1 . . ?
C39 C38 N7 110.1(5) . . ?
C39 C38 H38 125.0 . . ?
N7 C38 H38 125.0 . . ?
C38 C39 N8 105.8(4) . . ?
C38 C39 H39 127.1 . . ?
N8 C39 H39 127.1 . . ?
C41 C40 C42 120.2(5) . . ?
C41 C40 N8 120.2(5) . . ?
C42 C40 N8 119.6(5) . . ?
C40 C41 C42 120.2(5) . 2_776 ?
C40 C41 H41 119.9 . . ?
C42 C41 H41 119.9 2_776 . ?
C40 C42 C41 119.6(5) . 2_776 ?
C40 C42 H42 120.2 . . ?
C41 C42 H42 120.2 2_776 . ?
C54 C43 N2 110.7(5) . . ?
C54 C43 H43 124.7 . . ?
N2 C43 H43 124.7 . . ?
N2 C44 N1 112.6(5) . . ?
N2 C44 H44 123.7 . . ?
N1 C44 H44 123.7 . . ?
C46 C45 C47 118.5(5) . . ?
C46 C45 N1 120.2(5) . . ?
C47 C45 N1 121.3(5) . . ?
C45 C46 C47 119.9(5) . 2_565 ?
C45 C46 H46 120.0 . . ?
C47 C46 H46 120.0 2_565 . ?
C45 C47 C46 121.6(5) . 2_565 ?
C45 C47 H47 119.2 . . ?
C46 C47 H47 119.2 2_565 . ?
C49 C48 N5 110.1(5) . . ?
C49 C48 H48 125.0 . . ?
N5 C48 H48 125.0 . . ?
C48 C49 N6 106.9(4) . . ?
C48 C49 H49 126.6 . . ?
N6 C49 H49 126.6 . . ?
N5 C50 N6 112.4(5) . . ?
N5 C50 H50 123.8 . . ?
N6 C50 H50 123.8 . . ?
C52 C51 C53 118.6(5) . . ?
C52 C51 N6 121.0(5) . . ?
C53 C51 N6 120.4(5) . . ?
C51 C52 C53 121.4(5) . 2_676 ?
C51 C52 H52 119.3 . . ?
C53 C52 H52 119.3 2_676 . ?
C51 C53 C52 120.0(5) . 2_676 ?
C51 C53 H53 120.0 . . ?
C52 C53 H53 120.0 2_676 . ?
C43 C54 N1 106.9(5) . . ?
C43 C54 H54 126.6 . . ?
N1 C54 H54 126.6 . . ?
C44 N1 C54 105.5(4) . . ?
C44 N1 C45 126.3(5) . . ?
C54 N1 C45 128.1(5) . . ?
C44 N2 C43 104.3(5) . . ?
C44 N2 Mn2 125.9(4) . . ?
C43 N2 Mn2 129.1(4) . . ?
C32 N3 C31 105.3(5) . . ?
C32 N3 Mn1 122.3(4) . . ?
C31 N3 Mn1 132.2(4) . . ?
C32 N4 C33 105.4(5) . . ?
C32 N4 C34 125.6(5) . . ?
C33 N4 C34 129.0(5) . . ?
C50 N5 C48 104.9(4) . . ?
C50 N5 Mn2 126.3(4) . . ?
C48 N5 Mn2 128.2(3) . . ?
C50 N6 C49 105.8(4) . . ?
C50 N6 C51 127.2(4) . . ?
C49 N6 C51 126.7(4) . . ?
C37 N7 C38 105.1(4) . . ?
C37 N7 Mn1 123.6(4) . . ?
C38 N7 Mn1 131.3(3) . . ?
C37 N8 C39 107.2(4) . . ?
C37 N8 C40 125.8(5) . . ?
C39 N8 C40 127.0(4) . . ?
C8 O1 Mn1 127.6(3) . . ?
C8 O2 Mn2 157.6(3) . 1_655 ?
C15 O3 Mn2 125.4(3) . 1_665 ?
C5 O5 C10 115.3(4) . . ?
C1 O7 H7A 109.5 . . ?
C16 O8 Mn1 143.1(3) . . ?
C16 O9 Mn2 126.7(3) . . ?
C23 O10 Mn1 139.7(3) . 1_565 ?
C24 O11 C21 117.3(4) . . ?
C23 O12 Mn2 138.9(3) . 1_565 ?
C30 O13 H13 109.5 . . ?
Mn1 O15 H15A 109.5 . . ?
Mn1 O15 H15B 110.2 . . ?
H15A O15 H15B 106.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O6 C1 C2 C7 2.2(10) . . . . ?
O7 C1 C2 C7 -175.8(6) . . . . ?
O6 C1 C2 C3 -177.6(7) . . . . ?
O7 C1 C2 C3 4.4(9) . . . . ?
C7 C2 C3 C4 0.4(10) . . . . ?
C1 C2 C3 C4 -179.8(6) . . . . ?
C2 C3 C4 C5 -1.2(11) . . . . ?
C3 C4 C5 C6 1.3(10) . . . . ?
C3 C4 C5 O5 -177.8(6) . . . . ?
C4 C5 C6 C7 -0.6(10) . . . . ?
O5 C5 C6 C7 178.6(6) . . . . ?
C3 C2 C7 C6 0.3(11) . . . . ?
C1 C2 C7 C6 -179.5(6) . . . . ?
C5 C6 C7 C2 -0.2(11) . . . . ?
O2 C8 C9 C10 112.2(6) . . . . ?
O1 C8 C9 C10 -67.8(7) . . . . ?
O2 C8 C9 C11 -63.4(6) . . . . ?
O1 C8 C9 C11 116.7(5) . . . . ?
C11 C9 C10 C14 4.0(7) . . . . ?
C8 C9 C10 C14 -171.7(5) . . . . ?
C11 C9 C10 O5 177.1(4) . . . . ?
C8 C9 C10 O5 1.4(7) . . . . ?
C10 C9 C11 C12 -4.4(7) . . . . ?
C8 C9 C11 C12 171.4(5) . . . . ?
C9 C11 C12 C13 0.4(8) . . . . ?
C11 C12 C13 C14 4.2(8) . . . . ?
C11 C12 C13 C15 -171.4(5) . . . . ?
C9 C10 C14 C13 0.6(8) . . . . ?
O5 C10 C14 C13 -172.5(4) . . . . ?
C12 C13 C14 C10 -4.7(7) . . . . ?
C15 C13 C14 C10 170.9(5) . . . . ?
C14 C13 C15 O4 -154.6(5) . . . . ?
C12 C13 C15 O4 21.0(7) . . . . ?
C14 C13 C15 O3 23.7(7) . . . . ?
C12 C13 C15 O3 -160.7(5) . . . . ?
O8 C16 C17 C18 162.8(5) . . . . ?
O9 C16 C17 C18 -14.5(8) . . . . ?
O8 C16 C17 C22 -14.3(7) . . . . ?
O9 C16 C17 C22 168.4(5) . . . . ?
C22 C17 C18 C19 3.5(8) . . . . ?
C16 C17 C18 C19 -173.6(5) . . . . ?
C17 C18 C19 C20 -2.1(8) . . . . ?
C18 C19 C20 C21 -1.7(8) . . . . ?
C18 C19 C20 C23 177.4(5) . . . . ?
C19 C20 C21 C22 4.1(8) . . . . ?
C23 C20 C21 C22 -174.8(5) . . . . ?
C19 C20 C21 O11 -177.5(5) . . . . ?
C23 C20 C21 O11 3.5(8) . . . . ?
C20 C21 C22 C17 -2.8(8) . . . . ?
O11 C21 C22 C17 178.7(4) . . . . ?
C18 C17 C22 C21 -1.1(8) . . . . ?
C16 C17 C22 C21 176.1(5) . . . . ?
C21 C20 C23 O12 -161.3(5) . . . . ?
C19 C20 C23 O12 19.8(7) . . . . ?
C21 C20 C23 O10 19.0(8) . . . . ?
C19 C20 C23 O10 -159.9(5) . . . . ?
O11 C24 C25 C26 178.7(5) . . . . ?
C29 C24 C25 C26 1.3(8) . . . . ?
C24 C25 C26 C27 0.6(9) . . . . ?
C25 C26 C27 C28 -0.4(9) . . . . ?
C25 C26 C27 C30 177.9(5) . . . . ?
C26 C27 C28 C29 -1.8(9) . . . . ?
C30 C27 C28 C29 179.9(5) . . . . ?
C27 C28 C29 C24 3.6(8) . . . . ?
O11 C24 C29 C28 179.0(5) . . . . ?
C25 C24 C29 C28 -3.3(8) . . . . ?
C26 C27 C30 O14 -157.3(6) . . . . ?
C28 C27 C30 O14 21.0(8) . . . . ?
C26 C27 C30 O13 23.7(7) . . . . ?
C28 C27 C30 O13 -158.0(5) . . . . ?
N3 C31 C33 N4 -0.6(10) . . . . ?
C36 C34 C35 C36 2.1(11) . . . 2_665 ?
N4 C34 C35 C36 178.7(6) . . . 2_665 ?
C35 C34 C36 C35 -2.1(11) . . . 2_665 ?
N4 C34 C36 C35 -178.7(6) . . . 2_665 ?
N7 C38 C39 N8 0.0(6) . . . . ?
C42 C40 C41 C42 0.8(10) . . . 2_776 ?
N8 C40 C41 C42 -179.6(5) . . . 2_776 ?
C41 C40 C42 C41 -0.8(10) . . . 2_776 ?
N8 C40 C42 C41 179.6(5) . . . 2_776 ?
C47 C45 C46 C47 0.3(12) . . . 2_565 ?
N1 C45 C46 C47 -179.6(6) . . . 2_565 ?
C46 C45 C47 C46 -0.3(12) . . . 2_565 ?
N1 C45 C47 C46 179.6(6) . . . 2_565 ?
N5 C48 C49 N6 -0.2(6) . . . . ?
C53 C51 C52 C53 -0.3(10) . . . 2_676 ?
N6 C51 C52 C53 177.7(5) . . . 2_676 ?
C52 C51 C53 C52 0.3(10) . . . 2_676 ?
N6 C51 C53 C52 -177.7(5) . . . 2_676 ?
N2 C43 C54 N1 -0.2(8) . . . . ?
N2 C44 N1 C54 0.9(7) . . . . ?
N2 C44 N1 C45 -177.7(5) . . . . ?
C43 C54 N1 C44 -0.4(7) . . . . ?
C43 C54 N1 C45 178.2(6) . . . . ?
C46 C45 N1 C44 -174.4(6) . . . . ?
C47 C45 N1 C44 5.6(10) . . . . ?
C46 C45 N1 C54 7.2(10) . . . . ?
C47 C45 N1 C54 -172.7(6) . . . . ?
N1 C44 N2 C43 -1.0(7) . . . . ?
N1 C44 N2 Mn2 170.4(4) . . . . ?
C54 C43 N2 C44 0.7(7) . . . . ?
C54 C43 N2 Mn2 -170.3(4) . . . . ?
N4 C32 N3 C31 2.3(8) . . . . ?
N4 C32 N3 Mn1 178.4(4) . . . . ?
C33 C31 N3 C32 -1.0(9) . . . . ?
C33 C31 N3 Mn1 -176.5(5) . . . . ?
N3 C32 N4 C33 -2.7(8) . . . . ?
N3 C32 N4 C34 -179.8(5) . . . . ?
C31 C33 N4 C32 1.9(9) . . . . ?
C31 C33 N4 C34 178.9(6) . . . . ?
C36 C34 N4 C32 -4.1(10) . . . . ?
C35 C34 N4 C32 179.4(6) . . . . ?
C36 C34 N4 C33 179.5(7) . . . . ?
C35 C34 N4 C33 3.0(11) . . . . ?
N6 C50 N5 C48 0.0(6) . . . . ?
N6 C50 N5 Mn2 171.3(3) . . . . ?
C49 C48 N5 C50 0.1(6) . . . . ?
C49 C48 N5 Mn2 -171.0(4) . . . . ?
N5 C50 N6 C49 -0.1(6) . . . . ?
N5 C50 N6 C51 -174.3(5) . . . . ?
C48 C49 N6 C50 0.1(6) . . . . ?
C48 C49 N6 C51 174.4(5) . . . . ?
C52 C51 N6 C50 -12.7(8) . . . . ?
C53 C51 N6 C50 165.2(5) . . . . ?
C52 C51 N6 C49 174.3(5) . . . . ?
C53 C51 N6 C49 -7.8(8) . . . . ?
N8 C37 N7 C38 -0.7(6) . . . . ?
N8 C37 N7 Mn1 178.8(3) . . . . ?
C39 C38 N7 C37 0.4(6) . . . . ?
C39 C38 N7 Mn1 -179.0(3) . . . . ?
N7 C37 N8 C39 0.7(6) . . . . ?
N7 C37 N8 C40 179.5(4) . . . . ?
C38 C39 N8 C37 -0.4(6) . . . . ?
C38 C39 N8 C40 -179.2(5) . . . . ?
C41 C40 N8 C37 -39.0(8) . . . . ?
C42 C40 N8 C37 140.6(6) . . . . ?
C41 C40 N8 C39 139.6(6) . . . . ?
C42 C40 N8 C39 -40.8(8) . . . . ?
O2 C8 O1 Mn1 78.4(7) . . . . ?
C9 C8 O1 Mn1 -101.6(5) . . . . ?
O1 C8 O2 Mn2 18.0(13) . . . 1_655 ?
C9 C8 O2 Mn2 -162.0(7) . . . 1_655 ?
O4 C15 O3 Mn2 61.0(7) . . . 1_665 ?
C13 C15 O3 Mn2 -117.2(4) . . . 1_665 ?
C4 C5 O5 C10 -40.1(7) . . . . ?
C6 C5 O5 C10 140.8(5) . . . . ?
C14 C10 O5 C5 -75.9(6) . . . . ?
C9 C10 O5 C5 110.8(5) . . . . ?
O9 C16 O8 Mn1 9.0(10) . . . . ?
C17 C16 O8 Mn1 -168.1(4) . . . . ?
O8 C16 O9 Mn2 80.7(6) . . . . ?
C17 C16 O9 Mn2 -102.2(5) . . . . ?
O12 C23 O10 Mn1 -66.6(8) . . . 1_565 ?
C20 C23 O10 Mn1 113.1(5) . . . 1_565 ?
C25 C24 O11 C21 18.5(7) . . . . ?
C29 C24 O11 C21 -163.9(4) . . . . ?
C22 C21 O11 C24 -112.6(5) . . . . ?
C20 C21 O11 C24 69.0(6) . . . . ?
O10 C23 O12 Mn2 -19.9(9) . . . 1_565 ?
C20 C23 O12 Mn2 160.4(4) . . . 1_565 ?

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
O15 H15B O11 0.82 2.31 3.121(5) 168.6 1_545
O15 H15A O3 0.82 1.86 2.651(5) 162.8 1_545
O13 H13 O4 0.82 1.79 2.612(5) 176.0 2_786
O7 H7A O6 0.82 1.84 2.648(6) 168.1 2_675
C53 H53 O14 0.93 2.65 3.578(7) 173.6 1_545
C50 H50 O2 0.93 2.62 3.131(6) 115.0 1_455
C49 H49 O14 0.93 2.51 3.376(7) 156.1 1_545
C48 H48 O10 0.93 2.45 3.220(6) 140.5 1_545
C44 H44 O1 0.93 2.35 3.205(7) 152.3 1_455
C39 H39 O13 0.93 2.65 3.295(6) 127.0 2_776
C38 H38 O3 0.93 2.41 3.297(6) 159.2 1_545
C37 H37 O8 0.93 2.59 3.098(6) 114.5 .
C32 H32 O9 0.93 2.34 3.089(7) 137.7 .

_refine_diff_density_max         0.400
_refine_diff_density_min         -0.520
_refine_diff_density_rms         0.084

####################################################################### 
# 
# 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_complex4
_database_code_depnum_ccdc_archive 'CCDC 1841001'
_audit_update_record             
;
2018-05-02 deposited with the CCDC.
2018-08-03 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         'C25 H16 N2 O8 Zn2, H2 O'
_chemical_formula_sum            'C25 H18 N2 O9 Zn2'
_chemical_formula_weight         621.15

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                   12.390(3)
_cell_length_b                   16.177(3)
_cell_length_c                   13.367(6)
_cell_angle_alpha                90
_cell_angle_beta                 120.16(2)
_cell_angle_gamma                90
_cell_volume                     2316.5(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6215
_cell_measurement_theta_min      1.83
_cell_measurement_theta_max      29.10

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.781
_exptl_crystal_F_000             1256
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    2.133
_shelx_estimated_absorpt_T_min   0.815
_shelx_estimated_absorpt_T_max   0.815
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.808
_exptl_absorpt_correction_T_max  0.809
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.7100
_diffrn_radiation_type           synchrotron
_diffrn_source                   'synchrotron, 3W1A at BSRF'
_diffrn_measurement_device_type  mar555
_diffrn_measurement_method       'oscillation mode'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6026
_diffrn_reflns_av_unetI/netI     0.0245
_diffrn_reflns_av_R_equivalents  0.000
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_theta_min         2.163
_diffrn_reflns_theta_max         29.258
_diffrn_reflns_theta_full        25.214
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             6026
_reflns_number_gt                5405
_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.

For complex 4, the PLATON/SQUEEZE(Spek, A. L. (2009). Acta Cryst. 
D65, 148C155) program was used to remove the contributions of all 
disordered solvent water molecules. The full details of the 
solvent removed are included in the platon squeeze details 
sections of the CIF. 
There is a total potential solvent accessible 
void 154.1 Å³ with 6.7% of per unit cell volume.
EA and TGA results matched with the formula C₂₅ H₁₈ Zn₂ N₂
O₉,corresponding to [Zn₂(cpota)(4,4?-bpy)(OH)]\\cdotH₂O .
;

_computing_data_collection       mar555
_computing_cell_refinement       'HKL 2000'
_computing_data_reduction        'HKL 2000'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.1067P)²+26.8107P] 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         6026
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0804
_refine_ls_R_factor_gt           0.0762
_refine_ls_wR_factor_ref         0.2364
_refine_ls_wR_factor_gt          0.2339
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_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 0.48978(6) 0.59706(4) 0.52422(6) 0.02188(19) Uani 1 1 d . . . . .
Zn2 Zn 0.28737(6) 0.55333(4) 0.24956(6) 0.02349(19) Uani 1 1 d . . . . .
O1 O 0.3835(4) 0.5077(2) 0.4060(3) 0.0215(7) Uani 1 1 d . . . . .
H1A H 0.347253 0.484644 0.436113 0.032 Uiso 1 1 d R U . . .
O2 O -0.1228(5) 1.0091(3) 0.1778(5) 0.0413(12) Uani 1 1 d . . . . .
O3 O -0.1510(4) 0.9697(3) 0.3220(4) 0.0322(10) Uani 1 1 d . . . . .
O4 O 0.2546(5) 0.6703(3) 0.2604(4) 0.0304(9) Uani 1 1 d . . . . .
O5 O 0.3432(4) 0.6841(3) 0.4539(4) 0.0319(10) Uani 1 1 d . . . . .
O6 O 0.0277(4) 0.8667(3) 0.4839(4) 0.0288(9) Uani 1 1 d . . . . .
O7 O 0.5861(5) 0.6335(3) 0.4355(5) 0.0379(11) Uani 1 1 d . . . . .
O8 O 0.6365(5) 0.6951(3) 0.5989(5) 0.0392(11) Uani 1 1 d . . . . .
N1 N 0.3398(5) 0.5587(3) 1.1291(4) 0.0240(9) Uani 1 1 d . . . . .
N2 N 0.4559(5) 0.5909(3) 0.6622(4) 0.0227(9) Uani 1 1 d . . . . .
C1 C -0.0994(6) 0.9619(4) 0.2619(6) 0.0287(12) Uani 1 1 d . . . . .
C2 C -0.0037(5) 0.8944(4) 0.2909(6) 0.0257(11) Uani 1 1 d . . . . .
C3 C 0.0301(6) 0.8761(4) 0.2086(5) 0.0275(12) Uani 1 1 d . . . . .
H3 H -0.005685 0.906705 0.138515 0.033 Uiso 1 1 calc R U . . .
C4 C 0.1151(6) 0.8137(4) 0.2272(6) 0.0290(12) Uani 1 1 d . . . . .
H4 H 0.134610 0.800542 0.168800 0.035 Uiso 1 1 calc R U . . .
C5 C 0.1720(5) 0.7702(4) 0.3317(6) 0.0261(11) Uani 1 1 d . . . . .
C6 C 0.1417(5) 0.7889(4) 0.4160(5) 0.0258(11) Uani 1 1 d . . . . .
H6 H 0.181932 0.760594 0.488061 0.031 Uiso 1 1 calc R U . . .
C7 C 0.0516(5) 0.8497(4) 0.3949(5) 0.0259(11) Uani 1 1 d . . . . .
C8 C 0.2646(5) 0.7027(4) 0.3522(5) 0.0256(11) Uani 1 1 d . . . . .
C9 C -0.0649(5) 0.8221(4) 0.4874(5) 0.0258(11) Uani 1 1 d . . . . .
C10 C -0.1378(6) 0.7631(4) 0.4025(6) 0.0327(13) Uani 1 1 d . . . . .
H10 H -0.125359 0.753300 0.338910 0.039 Uiso 1 1 calc R U . . .
C11 C -0.2286(7) 0.7194(4) 0.4132(7) 0.0350(14) Uani 1 1 d . . . . .
H11 H -0.278014 0.679446 0.356315 0.042 Uiso 1 1 calc R U . . .
C12 C -0.2481(6) 0.7333(4) 0.5068(6) 0.0314(13) Uani 1 1 d . . . . .
C13 C -0.1767(6) 0.7929(4) 0.5881(6) 0.0322(13) Uani 1 1 d . . . . .
H13 H -0.190536 0.803954 0.650587 0.039 Uiso 1 1 calc R U . . .
C14 C -0.0840(6) 0.8371(4) 0.5794(6) 0.0302(12) Uani 1 1 d . . . . .
H14 H -0.034796 0.877142 0.636235 0.036 Uiso 1 1 calc R U . . .
C15 C 0.6540(6) 0.6853(4) 0.5152(6) 0.0326(14) Uani 1 1 d . . . . .
C16 C 0.2790(6) 0.5120(4) 1.0352(6) 0.0310(13) Uani 1 1 d . . . . .
H16 H 0.219995 0.473018 1.032036 0.037 Uiso 1 1 calc R U . . .
C17 C 0.2979(6) 0.5175(4) 0.9412(6) 0.0307(13) Uani 1 1 d . . . . .
H17 H 0.253025 0.482626 0.875832 0.037 Uiso 1 1 calc R U . . .
C18 C 0.3836(5) 0.5750(4) 0.9439(5) 0.0239(11) Uani 1 1 d . . . . .
C19 C 0.4475(6) 0.6243(4) 1.0430(6) 0.0291(12) Uani 1 1 d . . . . .
H19 H 0.506337 0.664220 1.048311 0.035 Uiso 1 1 calc R U . . .
C20 C 0.4238(6) 0.6139(4) 1.1338(6) 0.0294(12) Uani 1 1 d . . . . .
H20 H 0.468284 0.646952 1.201234 0.035 Uiso 1 1 calc R U . . .
C21 C 0.4053(5) 0.5820(4) 0.8444(5) 0.0232(11) Uani 1 1 d . . . . .
C22 C 0.3363(9) 0.5380(6) 0.7436(7) 0.050(2) Uani 1 1 d . . . . .
H22 H 0.269435 0.503878 0.734156 0.060 Uiso 1 1 calc R U . . .
C23 C 0.3649(9) 0.5436(6) 0.6557(7) 0.051(2) Uani 1 1 d . . . . .
H23 H 0.316902 0.512069 0.587384 0.062 Uiso 1 1 calc R U . . .
C24 C 0.5187(9) 0.6338(6) 0.7560(7) 0.051(2) Uani 1 1 d . . . . .
H24 H 0.583377 0.668618 0.761858 0.062 Uiso 1 1 calc R U . . .
C25 C 0.4972(9) 0.6319(6) 0.8484(7) 0.055(3) Uani 1 1 d . . . . .
H25 H 0.546281 0.665192 0.914584 0.065 Uiso 1 1 calc R U . . .


_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 O1 2.057(4) . ?
Zn1 N2 2.089(5) . ?
Zn1 O5 2.110(4) . ?
Zn1 O7 2.145(5) . ?
Zn1 O1 2.177(4) 3_666 ?
Zn1 O8 2.235(6) . ?
Zn1 C15 2.537(7) . ?
Zn2 O4 1.956(4) . ?
Zn2 O1 1.957(4) . ?
Zn2 O3 1.994(5) 2_545 ?
Zn2 N1 2.018(5) 1_554 ?
O1 H1A 0.8282 . ?
O2 C1 1.266(8) . ?
O3 C1 1.261(8) . ?
O4 C8 1.282(8) . ?
O5 C8 1.248(8) . ?
O6 C9 1.376(7) . ?
O6 C7 1.390(7) . ?
O7 C15 1.283(9) . ?
O8 C15 1.252(9) . ?
N1 C16 1.328(8) . ?
N1 C20 1.349(8) . ?
N2 C24 1.295(9) . ?
N2 C23 1.328(9) . ?
C1 C2 1.512(8) . ?
C2 C3 1.392(9) . ?
C2 C7 1.403(9) . ?
C3 C4 1.388(9) . ?
C3 H3 0.9500 . ?
C4 C5 1.398(9) . ?
C4 H4 0.9500 . ?
C5 C6 1.389(9) . ?
C5 C8 1.505(8) . ?
C6 C7 1.406(8) . ?
C6 H6 0.9500 . ?
C9 C14 1.386(9) . ?
C9 C10 1.408(9) . ?
C10 C11 1.396(9) . ?
C10 H10 0.9500 . ?
C11 C12 1.407(10) . ?
C11 H11 0.9500 . ?
C12 C13 1.389(10) . ?
C12 C15 1.491(9) 1_455 ?
C13 C14 1.407(9) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C16 C17 1.392(9) . ?
C16 H16 0.9500 . ?
C17 C18 1.398(8) . ?
C17 H17 0.9500 . ?
C18 C19 1.401(9) . ?
C18 C21 1.488(8) . ?
C19 C20 1.395(9) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 C25 1.375(9) . ?
C21 C22 1.377(9) . ?
C22 C23 1.391(10) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 C25 1.388(10) . ?
C24 H24 0.9500 . ?
C25 H25 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
O1 Zn1 N2 108.06(19) . . ?
O1 Zn1 O5 92.94(17) . . ?
N2 Zn1 O5 85.15(19) . . ?
O1 Zn1 O7 95.00(19) . . ?
N2 Zn1 O7 156.3(2) . . ?
O5 Zn1 O7 99.4(2) . . ?
O1 Zn1 O1 80.08(17) . 3_666 ?
N2 Zn1 O1 90.32(17) . 3_666 ?
O5 Zn1 O1 170.09(17) . 3_666 ?
O7 Zn1 O1 88.24(17) . 3_666 ?
O1 Zn1 O8 154.83(17) . . ?
N2 Zn1 O8 96.8(2) . . ?
O5 Zn1 O8 92.9(2) . . ?
O7 Zn1 O8 59.9(2) . . ?
O1 Zn1 O8 96.43(18) 3_666 . ?
O1 Zn1 C15 125.3(2) . . ?
N2 Zn1 C15 126.2(2) . . ?
O5 Zn1 C15 97.7(2) . . ?
O7 Zn1 C15 30.3(2) . . ?
O1 Zn1 C15 92.05(18) 3_666 . ?
O8 Zn1 C15 29.6(2) . . ?
O4 Zn2 O1 108.85(18) . . ?
O4 Zn2 O3 122.3(2) . 2_545 ?
O1 Zn2 O3 99.85(18) . 2_545 ?
O4 Zn2 N1 100.3(2) . 1_554 ?
O1 Zn2 N1 126.96(19) . 1_554 ?
O3 Zn2 N1 100.4(2) 2_545 1_554 ?
Zn2 O1 Zn1 111.55(19) . . ?
Zn2 O1 Zn1 132.2(2) . 3_666 ?
Zn1 O1 Zn1 99.92(16) . 3_666 ?
Zn2 O1 H1A 120.1 . . ?
Zn1 O1 H1A 103.7 . . ?
Zn1 O1 H1A 83.7 3_666 . ?
C1 O3 Zn2 109.9(4) . 2 ?
C8 O4 Zn2 122.9(4) . . ?
C8 O5 Zn1 132.2(4) . . ?
C9 O6 C7 117.7(5) . . ?
C15 O7 Zn1 92.0(4) . . ?
C15 O8 Zn1 88.7(4) . . ?
C16 N1 C20 118.6(5) . . ?
C16 N1 Zn2 118.2(4) . 1_556 ?
C20 N1 Zn2 122.8(4) . 1_556 ?
C24 N2 C23 116.7(6) . . ?
C24 N2 Zn1 122.6(5) . . ?
C23 N2 Zn1 120.6(4) . . ?
O3 C1 O2 122.8(6) . . ?
O3 C1 C2 119.5(6) . . ?
O2 C1 C2 117.7(6) . . ?
C3 C2 C7 118.8(6) . . ?
C3 C2 C1 117.4(6) . . ?
C7 C2 C1 123.8(6) . . ?
C4 C3 C2 121.1(6) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C5 120.1(6) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 119.7(6) . . ?
C6 C5 C8 120.2(6) . . ?
C4 C5 C8 120.2(6) . . ?
C5 C6 C7 120.1(6) . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
O6 C7 C2 122.5(6) . . ?
O6 C7 C6 117.1(5) . . ?
C2 C7 C6 120.2(6) . . ?
O5 C8 O4 126.3(6) . . ?
O5 C8 C5 118.6(5) . . ?
O4 C8 C5 115.1(5) . . ?
O6 C9 C14 117.0(6) . . ?
O6 C9 C10 122.4(6) . . ?
C14 C9 C10 120.6(6) . . ?
C11 C10 C9 118.9(6) . . ?
C11 C10 H10 120.5 . . ?
C9 C10 H10 120.5 . . ?
C10 C11 C12 121.2(6) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C13 C12 C11 118.7(6) . . ?
C13 C12 C15 121.7(6) . 1_455 ?
C11 C12 C15 119.6(6) . 1_455 ?
C12 C13 C14 120.9(6) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C9 C14 C13 119.6(6) . . ?
C9 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
O8 C15 O7 119.3(6) . . ?
O8 C15 C12 120.9(7) . 1_655 ?
O7 C15 C12 119.8(6) . 1_655 ?
O8 C15 Zn1 61.7(4) . . ?
O7 C15 Zn1 57.6(3) . . ?
C12 C15 Zn1 176.9(5) 1_655 . ?
N1 C16 C17 122.9(6) . . ?
N1 C16 H16 118.5 . . ?
C17 C16 H16 118.5 . . ?
C16 C17 C18 119.3(6) . . ?
C16 C17 H17 120.3 . . ?
C18 C17 H17 120.3 . . ?
C17 C18 C19 117.6(6) . . ?
C17 C18 C21 120.2(5) . . ?
C19 C18 C21 122.2(5) . . ?
C20 C19 C18 119.3(6) . . ?
C20 C19 H19 120.4 . . ?
C18 C19 H19 120.4 . . ?
N1 C20 C19 122.2(6) . . ?
N1 C20 H20 118.9 . . ?
C19 C20 H20 118.9 . . ?
C25 C21 C22 115.9(6) . . ?
C25 C21 C18 121.9(6) . . ?
C22 C21 C18 122.2(6) . . ?
C21 C22 C23 119.8(7) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 H22 120.1 . . ?
N2 C23 C22 123.4(7) . . ?
N2 C23 H23 118.3 . . ?
C22 C23 H23 118.3 . . ?
N2 C24 C25 124.0(7) . . ?
N2 C24 H24 118.0 . . ?
C25 C24 H24 118.0 . . ?
C21 C25 C24 120.2(7) . . ?
C21 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn2 O3 C1 O2 8.3(8) 2 . . . ?
Zn2 O3 C1 C2 -172.6(4) 2 . . . ?
O3 C1 C2 C3 166.0(6) . . . . ?
O2 C1 C2 C3 -14.9(9) . . . . ?
O3 C1 C2 C7 -13.6(9) . . . . ?
O2 C1 C2 C7 165.5(6) . . . . ?
C7 C2 C3 C4 1.2(9) . . . . ?
C1 C2 C3 C4 -178.5(6) . . . . ?
C2 C3 C4 C5 -2.4(9) . . . . ?
C3 C4 C5 C6 0.9(9) . . . . ?
C3 C4 C5 C8 -179.8(5) . . . . ?
C4 C5 C6 C7 1.8(9) . . . . ?
C8 C5 C6 C7 -177.4(5) . . . . ?
C9 O6 C7 C2 94.1(7) . . . . ?
C9 O6 C7 C6 -90.5(7) . . . . ?
C3 C2 C7 O6 176.8(5) . . . . ?
C1 C2 C7 O6 -3.5(9) . . . . ?
C3 C2 C7 C6 1.6(9) . . . . ?
C1 C2 C7 C6 -178.8(5) . . . . ?
C5 C6 C7 O6 -178.6(5) . . . . ?
C5 C6 C7 C2 -3.1(9) . . . . ?
Zn1 O5 C8 O4 0.0(10) . . . . ?
Zn1 O5 C8 C5 -179.0(4) . . . . ?
Zn2 O4 C8 O5 35.6(9) . . . . ?
Zn2 O4 C8 C5 -145.3(4) . . . . ?
C6 C5 C8 O5 -24.4(8) . . . . ?
C4 C5 C8 O5 156.3(6) . . . . ?
C6 C5 C8 O4 156.4(6) . . . . ?
C4 C5 C8 O4 -22.8(8) . . . . ?
C7 O6 C9 C14 177.3(5) . . . . ?
C7 O6 C9 C10 -2.4(9) . . . . ?
O6 C9 C10 C11 178.9(6) . . . . ?
C14 C9 C10 C11 -0.8(10) . . . . ?
C9 C10 C11 C12 0.1(11) . . . . ?
C10 C11 C12 C13 1.2(10) . . . . ?
C10 C11 C12 C15 180.0(6) . . . 1_455 ?
C11 C12 C13 C14 -1.7(9) . . . . ?
C15 C12 C13 C14 179.5(6) 1_455 . . . ?
O6 C9 C14 C13 -179.4(5) . . . . ?
C10 C9 C14 C13 0.3(9) . . . . ?
C12 C13 C14 C9 1.0(10) . . . . ?
Zn1 O8 C15 O7 2.3(6) . . . . ?
Zn1 O8 C15 C12 -178.0(5) . . . 1_655 ?
Zn1 O7 C15 O8 -2.4(6) . . . . ?
Zn1 O7 C15 C12 177.9(5) . . . 1_655 ?
C20 N1 C16 C17 -0.1(10) . . . . ?
Zn2 N1 C16 C17 172.7(5) 1_556 . . . ?
N1 C16 C17 C18 -0.6(10) . . . . ?
C16 C17 C18 C19 0.5(9) . . . . ?
C16 C17 C18 C21 180.0(6) . . . . ?
C17 C18 C19 C20 0.2(9) . . . . ?
C21 C18 C19 C20 -179.3(6) . . . . ?
C16 N1 C20 C19 0.9(10) . . . . ?
Zn2 N1 C20 C19 -171.6(5) 1_556 . . . ?
C18 C19 C20 N1 -0.9(10) . . . . ?
C17 C18 C21 C25 -173.5(8) . . . . ?
C19 C18 C21 C25 6.0(10) . . . . ?
C17 C18 C21 C22 5.3(10) . . . . ?
C19 C18 C21 C22 -175.3(7) . . . . ?
C25 C21 C22 C23 2.2(14) . . . . ?
C18 C21 C22 C23 -176.6(8) . . . . ?
C24 N2 C23 C22 -0.7(15) . . . . ?
Zn1 N2 C23 C22 -178.8(8) . . . . ?
C21 C22 C23 N2 -0.9(16) . . . . ?
C23 N2 C24 C25 1.0(15) . . . . ?
Zn1 N2 C24 C25 179.0(8) . . . . ?
C22 C21 C25 C24 -2.0(14) . . . . ?
C18 C21 C25 C24 176.8(8) . . . . ?
N2 C24 C25 C21 0.4(17) . . . . ?

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 H1A O2 0.83 2.44 2.838(6) 110.5 2_545
O1 H1A O7 0.83 2.42 3.008(6) 128.8 3_666
C16 H16 O3 0.95 2.49 3.109(8) 122.6 2_546
C24 H24 O8 0.95 2.61 3.256(9) 125.8 .

_refine_diff_density_max         1.739
_refine_diff_density_min         -1.690
_refine_diff_density_rms         0.198



####################################################################### 
# 
# 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_complex3
_database_code_depnum_ccdc_archive 'CCDC 1841000'
_audit_update_record             
;
2018-05-02 deposited with the CCDC.
2018-08-03 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         'C27 H16 N2 O7 Zn, H2 O'
_chemical_formula_sum            'C27 H18 N2 O8 Zn'
_chemical_formula_weight         563.80

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                   11.8697(9)
_cell_length_b                   11.5660(9)
_cell_length_c                   16.8792(13)
_cell_angle_alpha                90
_cell_angle_beta                 101.036(3)
_cell_angle_gamma                90
_cell_volume                     2274.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    7618
_cell_measurement_theta_min      2.91
_cell_measurement_theta_max      28.26

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.647
_exptl_crystal_F_000             1152
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.140
_shelx_estimated_absorpt_T_min   0.848
_shelx_estimated_absorpt_T_max   0.895
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6660
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   MoK\a
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22082
_diffrn_reflns_av_unetI/netI     0.0517
_diffrn_reflns_av_R_equivalents  0.0493
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.914
_diffrn_reflns_theta_max         28.342
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             5648
_reflns_number_gt                4035
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.1000P)²+0.3413P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5648
_refine_ls_number_parameters     346
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0795
_refine_ls_R_factor_gt           0.0483
_refine_ls_wR_factor_ref         0.1601
_refine_ls_wR_factor_gt          0.1422
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_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 0.34129(3) -0.06659(3) -0.03446(2) 0.02440(14) Uani 1 1 d . . . . .
N1 N 0.3272(2) -0.2276(2) 0.02724(17) 0.0282(6) Uani 1 1 d . . . . .
N2 N 0.1595(2) -0.0983(3) -0.05698(19) 0.0348(7) Uani 1 1 d . . . . .
C1 C 0.0775(4) -0.0348(4) -0.1007(3) 0.0587(13) Uani 1 1 d . . . . .
H1 H 0.086(4) 0.039(5) -0.125(3) 0.070 Uiso 1 1 d . U . . .
C2 C -0.0389(4) -0.0584(5) -0.1067(4) 0.0748(18) Uani 1 1 d . . . . .
H2 H -0.093908 -0.011510 -0.137799 0.090 Uiso 1 1 calc R U . . .
C3 C -0.0714(3) -0.1512(4) -0.0662(3) 0.0616(13) Uani 1 1 d . . . . .
H3 H -0.148780 -0.167127 -0.068690 0.074 Uiso 1 1 calc R U . . .
C4 C 0.0130(3) -0.2224(4) -0.0207(2) 0.0405(9) Uani 1 1 d . . . . .
C5 C -0.0126(3) -0.3232(4) 0.0220(3) 0.0497(11) Uani 1 1 d . . . . .
H5 H -0.088838 -0.342980 0.020744 0.060 Uiso 1 1 calc R U . . .
C6 C 0.0704(4) -0.3893(4) 0.0633(3) 0.0473(10) Uani 1 1 d . . . . .
H6 H 0.051158 -0.454515 0.090095 0.057 Uiso 1 1 calc R U . . .
C7 C 0.1893(3) -0.3609(3) 0.0670(2) 0.0364(8) Uani 1 1 d . . . . .
C8 C 0.2173(3) -0.2607(3) 0.0270(2) 0.0288(7) Uani 1 1 d . . . . .
C9 C 0.1272(3) -0.1910(3) -0.0177(2) 0.0296(7) Uani 1 1 d . . . . .
C10 C 0.2820(4) -0.4278(3) 0.1073(3) 0.0464(10) Uani 1 1 d . . . . .
H10 H 0.268074 -0.495227 0.133903 0.056 Uiso 1 1 calc R U . . .
C11 C 0.4114(3) -0.2930(3) 0.0665(2) 0.0364(8) Uani 1 1 d . . . . .
H11 H 0.486631 -0.270405 0.066668 0.044 Uiso 1 1 calc R U . . .
C12 C 0.3932(4) -0.3938(4) 0.1074(3) 0.0454(10) Uani 1 1 d . . . . .
H12 H 0.454841 -0.437161 0.134196 0.054 Uiso 1 1 calc R U . . .
C13 C 0.4271(3) 0.1086(3) 0.08548(19) 0.0243(6) Uani 1 1 d . . . . .
C14 C 0.4092(2) 0.1760(3) 0.15850(18) 0.0238(6) Uani 1 1 d . . . . .
C15 C 0.3388(3) 0.1286(3) 0.2079(2) 0.0270(7) Uani 1 1 d . . . . .
H15 H 0.310152 0.054139 0.197335 0.032 Uiso 1 1 calc R U . . .
C16 C 0.3110(3) 0.1888(3) 0.2714(2) 0.0284(7) Uani 1 1 d . . . . .
H16 H 0.264147 0.154911 0.303101 0.034 Uiso 1 1 calc R U . . .
C17 C 0.4273(3) 0.3473(3) 0.24367(19) 0.0266(7) Uani 1 1 d . . . . .
H17 H 0.458876 0.420123 0.256377 0.032 Uiso 1 1 calc R U . . .
C18 C 0.3527(3) 0.3010(3) 0.28877(19) 0.0261(6) Uani 1 1 d . . . . .
C19 C 0.3140(3) 0.3696(3) 0.3552(2) 0.0291(7) Uani 1 1 d . . . . .
C20 C 0.4553(2) 0.2862(3) 0.17983(19) 0.0248(6) Uani 1 1 d . . . . .
C21 C 0.6412(3) 0.3348(3) 0.15862(19) 0.0267(7) Uani 1 1 d . . . . .
C22 C 0.7069(3) 0.4164(3) 0.1276(2) 0.0318(7) Uani 1 1 d . . . . .
H22 H 0.671959 0.471454 0.090812 0.038 Uiso 1 1 calc R U . . .
C23 C 0.8240(3) 0.4148(3) 0.1520(2) 0.0363(8) Uani 1 1 d . . . . .
H23 H 0.867915 0.469812 0.131592 0.044 Uiso 1 1 calc R U . . .
C24 C 0.8788(3) 0.3331(3) 0.2064(2) 0.0343(8) Uani 1 1 d . . . . .
C25 C 0.8119(3) 0.2493(4) 0.2342(3) 0.0440(9) Uani 1 1 d . . . . .
H25 H 0.847170 0.192664 0.269541 0.053 Uiso 1 1 calc R U . . .
C26 C 0.6932(3) 0.2489(3) 0.2100(2) 0.0396(9) Uani 1 1 d . . . . .
H26 H 0.649229 0.191648 0.228078 0.047 Uiso 1 1 calc R U . . .
C27 C 1.0040(3) 0.3381(4) 0.2360(2) 0.0400(9) Uani 1 1 d . . . . .
O1 O 0.3573(2) 0.0277(2) 0.06479(14) 0.0340(5) Uani 1 1 d . . . . .
O2 O 0.50539(19) 0.1378(2) 0.04979(14) 0.0326(5) Uani 1 1 d . . . . .
O3 O 0.2416(2) 0.3235(2) 0.39112(15) 0.0376(6) Uani 1 1 d . . . . .
O4 O 0.3557(2) 0.4693(2) 0.36916(15) 0.0358(6) Uani 1 1 d . . . . .
O5 O 0.52371(18) 0.34296(19) 0.13348(14) 0.0290(5) Uani 1 1 d . . . . .
O6 O 1.0392(2) 0.2653(3) 0.29609(18) 0.0554(8) Uani 1 1 d . . . . .
H6A H 1.107118 0.277413 0.315005 0.083 Uiso 1 1 d R U . . .
O7 O 1.0671(2) 0.4038(3) 0.2114(2) 0.0593(9) Uani 1 1 d . . . . .
O8 O 0.3132(6) 0.1395(7) 0.4943(5) 0.190(3) Uani 1 1 d . U . . .
H8A H 0.382773 0.137066 0.511175 0.285 Uiso 1 1 d R U . . .
H8B H 0.299428 0.198427 0.467151 0.285 Uiso 1 1 d R U . . .


_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 O1 1.978(2) . ?
Zn1 O4 2.012(2) 4_565 ?
Zn1 O2 2.058(2) 3_655 ?
Zn1 N2 2.149(3) . ?
Zn1 N1 2.156(3) . ?
N1 C11 1.325(4) . ?
N1 C8 1.359(4) . ?
N2 C1 1.326(5) . ?
N2 C9 1.355(4) . ?
C1 C2 1.393(6) . ?
C1 H1 0.96(5) . ?
C2 C3 1.367(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.406(6) . ?
C3 H3 0.9300 . ?
C4 C9 1.394(5) . ?
C4 C5 1.433(5) . ?
C5 C6 1.334(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.439(5) . ?
C6 H6 0.9300 . ?
C7 C10 1.410(6) . ?
C7 C8 1.413(5) . ?
C8 C9 1.433(5) . ?
C10 C12 1.377(6) . ?
C10 H10 0.9300 . ?
C11 C12 1.393(5) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 O2 1.246(4) . ?
C13 O1 1.254(4) . ?
C13 C14 1.508(4) . ?
C14 C15 1.400(4) . ?
C14 C20 1.406(4) . ?
C15 C16 1.370(5) . ?
C15 H15 0.9300 . ?
C16 C18 1.399(5) . ?
C16 H16 0.9300 . ?
C17 C20 1.381(4) . ?
C17 C18 1.382(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.515(4) . ?
C19 O4 1.259(4) . ?
C19 O3 1.262(4) . ?
C20 O5 1.395(4) . ?
C21 O5 1.381(4) . ?
C21 C26 1.384(5) . ?
C21 C22 1.389(4) . ?
C22 C23 1.372(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.389(5) . ?
C23 H23 0.9300 . ?
C24 C25 1.389(5) . ?
C24 C27 1.476(5) . ?
C25 C26 1.391(5) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 O7 1.196(5) . ?
C27 O6 1.322(5) . ?
O6 H6A 0.8200 . ?
O8 H8A 0.8206 . ?
O8 H8B 0.8202 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O4 111.54(11) . 4_565 ?
O1 Zn1 O2 112.52(10) . 3_655 ?
O4 Zn1 O2 84.71(10) 4_565 3_655 ?
O1 Zn1 N2 100.04(11) . . ?
O4 Zn1 N2 100.97(11) 4_565 . ?
O2 Zn1 N2 142.31(11) 3_655 . ?
O1 Zn1 N1 94.07(10) . . ?
O4 Zn1 N1 154.18(11) 4_565 . ?
O2 Zn1 N1 82.38(10) 3_655 . ?
N2 Zn1 N1 76.71(11) . . ?
C11 N1 C8 118.2(3) . . ?
C11 N1 Zn1 127.9(2) . . ?
C8 N1 Zn1 113.9(2) . . ?
C1 N2 C9 117.6(3) . . ?
C1 N2 Zn1 127.6(3) . . ?
C9 N2 Zn1 114.7(2) . . ?
N2 C1 C2 123.0(4) . . ?
N2 C1 H1 127(3) . . ?
C2 C1 H1 109(3) . . ?
C3 C2 C1 119.2(4) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C2 C3 C4 119.6(4) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C9 C4 C3 116.9(4) . . ?
C9 C4 C5 119.5(4) . . ?
C3 C4 C5 123.6(4) . . ?
C6 C5 C4 121.5(4) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C5 C6 C7 120.8(4) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 H6 119.6 . . ?
C10 C7 C8 116.6(3) . . ?
C10 C7 C6 124.4(4) . . ?
C8 C7 C6 119.0(3) . . ?
N1 C8 C7 122.9(3) . . ?
N1 C8 C9 117.6(3) . . ?
C7 C8 C9 119.5(3) . . ?
N2 C9 C4 123.6(3) . . ?
N2 C9 C8 116.7(3) . . ?
C4 C9 C8 119.6(3) . . ?
C12 C10 C7 120.2(4) . . ?
C12 C10 H10 119.9 . . ?
C7 C10 H10 119.9 . . ?
N1 C11 C12 123.5(3) . . ?
N1 C11 H11 118.2 . . ?
C12 C11 H11 118.2 . . ?
C10 C12 C11 118.6(4) . . ?
C10 C12 H12 120.7 . . ?
C11 C12 H12 120.7 . . ?
O2 C13 O1 125.5(3) . . ?
O2 C13 C14 119.4(3) . . ?
O1 C13 C14 115.1(3) . . ?
C15 C14 C20 116.8(3) . . ?
C15 C14 C13 118.5(3) . . ?
C20 C14 C13 124.7(3) . . ?
C16 C15 C14 121.7(3) . . ?
C16 C15 H15 119.1 . . ?
C14 C15 H15 119.1 . . ?
C15 C16 C18 120.5(3) . . ?
C15 C16 H16 119.7 . . ?
C18 C16 H16 119.7 . . ?
C20 C17 C18 120.4(3) . . ?
C20 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
C17 C18 C16 118.8(3) . . ?
C17 C18 C19 121.4(3) . . ?
C16 C18 C19 119.8(3) . . ?
O4 C19 O3 125.2(3) . . ?
O4 C19 C18 117.1(3) . . ?
O3 C19 C18 117.7(3) . . ?
C17 C20 O5 116.7(3) . . ?
C17 C20 C14 121.5(3) . . ?
O5 C20 C14 121.5(3) . . ?
O5 C21 C26 123.0(3) . . ?
O5 C21 C22 116.4(3) . . ?
C26 C21 C22 120.6(3) . . ?
C23 C22 C21 119.2(3) . . ?
C23 C22 H22 120.4 . . ?
C21 C22 H22 120.4 . . ?
C22 C23 C24 121.8(3) . . ?
C22 C23 H23 119.1 . . ?
C24 C23 H23 119.1 . . ?
C25 C24 C23 118.2(3) . . ?
C25 C24 C27 121.1(3) . . ?
C23 C24 C27 120.7(3) . . ?
C24 C25 C26 121.0(4) . . ?
C24 C25 H25 119.5 . . ?
C26 C25 H25 119.5 . . ?
C21 C26 C25 119.1(3) . . ?
C21 C26 H26 120.4 . . ?
C25 C26 H26 120.4 . . ?
O7 C27 O6 122.9(3) . . ?
O7 C27 C24 124.4(4) . . ?
O6 C27 C24 112.6(3) . . ?
C13 O1 Zn1 126.8(2) . . ?
C13 O2 Zn1 135.3(2) . 3_655 ?
C19 O4 Zn1 124.9(2) . 4_566 ?
C21 O5 C20 117.2(2) . . ?
C27 O6 H6A 109.5 . . ?
H8A O8 H8B 107.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C9 N2 C1 C2 1.1(8) . . . . ?
Zn1 N2 C1 C2 -175.1(4) . . . . ?
N2 C1 C2 C3 -0.3(10) . . . . ?
C1 C2 C3 C4 -1.3(9) . . . . ?
C2 C3 C4 C9 2.0(7) . . . . ?
C2 C3 C4 C5 -178.3(5) . . . . ?
C9 C4 C5 C6 -1.3(7) . . . . ?
C3 C4 C5 C6 178.9(5) . . . . ?
C4 C5 C6 C7 0.5(7) . . . . ?
C5 C6 C7 C10 -178.0(4) . . . . ?
C5 C6 C7 C8 0.8(6) . . . . ?
C11 N1 C8 C7 0.4(5) . . . . ?
Zn1 N1 C8 C7 -177.2(3) . . . . ?
C11 N1 C8 C9 -178.1(3) . . . . ?
Zn1 N1 C8 C9 4.2(4) . . . . ?
C10 C7 C8 N1 -0.9(5) . . . . ?
C6 C7 C8 N1 -179.8(3) . . . . ?
C10 C7 C8 C9 177.6(3) . . . . ?
C6 C7 C8 C9 -1.3(5) . . . . ?
C1 N2 C9 C4 -0.3(6) . . . . ?
Zn1 N2 C9 C4 176.3(3) . . . . ?
C1 N2 C9 C8 178.0(4) . . . . ?
Zn1 N2 C9 C8 -5.4(4) . . . . ?
C3 C4 C9 N2 -1.2(6) . . . . ?
C5 C4 C9 N2 179.0(4) . . . . ?
C3 C4 C9 C8 -179.4(4) . . . . ?
C5 C4 C9 C8 0.8(6) . . . . ?
N1 C8 C9 N2 0.8(5) . . . . ?
C7 C8 C9 N2 -177.9(3) . . . . ?
N1 C8 C9 C4 179.1(3) . . . . ?
C7 C8 C9 C4 0.5(5) . . . . ?
C8 C7 C10 C12 0.9(6) . . . . ?
C6 C7 C10 C12 179.8(4) . . . . ?
C8 N1 C11 C12 0.0(6) . . . . ?
Zn1 N1 C11 C12 177.3(3) . . . . ?
C7 C10 C12 C11 -0.5(6) . . . . ?
N1 C11 C12 C10 0.0(6) . . . . ?
O2 C13 C14 C15 -166.4(3) . . . . ?
O1 C13 C14 C15 15.4(4) . . . . ?
O2 C13 C14 C20 15.7(5) . . . . ?
O1 C13 C14 C20 -162.4(3) . . . . ?
C20 C14 C15 C16 3.4(5) . . . . ?
C13 C14 C15 C16 -174.6(3) . . . . ?
C14 C15 C16 C18 0.1(5) . . . . ?
C20 C17 C18 C16 3.4(5) . . . . ?
C20 C17 C18 C19 -175.6(3) . . . . ?
C15 C16 C18 C17 -3.5(5) . . . . ?
C15 C16 C18 C19 175.4(3) . . . . ?
C17 C18 C19 O4 -2.2(5) . . . . ?
C16 C18 C19 O4 178.8(3) . . . . ?
C17 C18 C19 O3 176.7(3) . . . . ?
C16 C18 C19 O3 -2.2(4) . . . . ?
C18 C17 C20 O5 174.9(3) . . . . ?
C18 C17 C20 C14 0.2(5) . . . . ?
C15 C14 C20 C17 -3.6(4) . . . . ?
C13 C14 C20 C17 174.3(3) . . . . ?
C15 C14 C20 O5 -178.1(3) . . . . ?
C13 C14 C20 O5 -0.2(5) . . . . ?
O5 C21 C22 C23 178.3(3) . . . . ?
C26 C21 C22 C23 -3.5(5) . . . . ?
C21 C22 C23 C24 0.5(6) . . . . ?
C22 C23 C24 C25 2.1(6) . . . . ?
C22 C23 C24 C27 -175.7(3) . . . . ?
C23 C24 C25 C26 -1.7(6) . . . . ?
C27 C24 C25 C26 176.1(4) . . . . ?
O5 C21 C26 C25 -178.0(3) . . . . ?
C22 C21 C26 C25 3.9(6) . . . . ?
C24 C25 C26 C21 -1.2(6) . . . . ?
C25 C24 C27 O7 175.8(4) . . . . ?
C23 C24 C27 O7 -6.5(6) . . . . ?
C25 C24 C27 O6 -7.4(5) . . . . ?
C23 C24 C27 O6 170.4(4) . . . . ?
O2 C13 O1 Zn1 -6.1(5) . . . . ?
C14 C13 O1 Zn1 171.9(2) . . . . ?
O1 C13 O2 Zn1 -70.2(5) . . . 3_655 ?
C14 C13 O2 Zn1 111.8(3) . . . 3_655 ?
O3 C19 O4 Zn1 12.6(5) . . . 4_566 ?
C18 C19 O4 Zn1 -168.6(2) . . . 4_566 ?
C26 C21 O5 C20 20.0(5) . . . . ?
C22 C21 O5 C20 -161.9(3) . . . . ?
C17 C20 O5 C21 87.8(3) . . . . ?
C14 C20 O5 C21 -97.5(3) . . . . ?

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
O8 H8B O3 0.82 1.97 2.778(8) 169.3 .
O8 H8A O5 0.82 2.41 3.091(7) 141.5 4_566
O6 H6A O3 0.82 1.92 2.705(4) 159.3 1_655
C22 H22 O8 0.93 2.44 3.280(9) 149.8 2_655
C11 H11 O2 0.93 2.51 2.965(4) 110.4 3_655
C1 H1 O3 0.96(5) 2.41(5) 3.145(5) 132(4) 4_565

_refine_diff_density_max         0.884
_refine_diff_density_min         -0.751
_refine_diff_density_rms         0.086

