# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2019

####################################################################### 
# 
# 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_20180113
_database_code_depnum_ccdc_archive 'CCDC 1850861'
loop_
_audit_author_name
_audit_author_address
'do not know'
;do not know
China
;
_audit_update_record             
;
2018-06-21 deposited with the CCDC.	2019-02-26 downloaded from the CCDC.
;
_audit_creation_date             2018-01-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C196 H124 N36 O48 Zn10), 5(H2 O)'
_chemical_formula_sum            'C98 H72 N18 O29 Zn5'
_chemical_formula_weight         2292.58
_chemical_melting_point          ?
_chemical_oxdiff_formula         C33H37O4N2Zn1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           52
_space_group_name_H-M_alt        'P n n a'
_space_group_name_Hall           '-P 2a 2bc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z'
'x, -y+1/2, -z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z'
'-x, y-1/2, z-1/2'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   20.1821(3)
_cell_length_b                   35.3003(4)
_cell_length_c                   13.25738(19)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9445.0(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9342
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.4900
_cell_measurement_theta_min      4.1630
_shelx_estimated_absorpt_T_max   0.777
_shelx_estimated_absorpt_T_min   0.692
_exptl_absorpt_coefficient_mu    2.212
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79476
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.612
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             4672
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_av_unetI/netI     0.0311
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       42
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            24558
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.080
_diffrn_reflns_theta_max         67.080
_diffrn_reflns_theta_min         3.561
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -100.00  -40.00   0.5000    9.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -57.0000    0.0000 120

#__ type_ start__ end____ width___ exp.time_
  2 omega  -76.00  -15.00   0.5000    9.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -57.0000   60.0000 122

#__ type_ start__ end____ width___ exp.time_
  3 omega  -22.00   34.00   0.5000    9.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -19.0000 -150.0000 112

#__ type_ start__ end____ width___ exp.time_
  4 omega   57.00   82.00   0.5000    9.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000  -90.0000 50

#__ type_ start__ end____ width___ exp.time_
  5 omega   59.00  107.00   0.5000    9.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   37.0000   60.0000 96

#__ type_ start__ end____ width___ exp.time_
  6 omega  -32.00    2.00   0.5000    9.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -57.0000  150.0000 68

#__ type_ start__ end____ width___ exp.time_
  7 omega   45.00   71.00   0.5000    9.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -19.0000 -150.0000 52

#__ type_ start__ end____ width___ exp.time_
  8 omega   71.00  102.00   0.5000    9.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000  150.0000 62

#__ type_ start__ end____ width___ exp.time_
  9 omega   56.00   86.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -30.0000 60

#__ type_ start__ end____ width___ exp.time_
 10 omega   45.00   90.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  120.0000 90

#__ type_ start__ end____ width___ exp.time_
 11 omega   43.00   90.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   90.0000 94

#__ type_ start__ end____ width___ exp.time_
 12 omega   47.00   78.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000   60.0000 62

#__ type_ start__ end____ width___ exp.time_
 13 omega   39.00   90.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   30.0000 102

#__ type_ start__ end____ width___ exp.time_
 14 omega   43.00  104.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  -90.0000 122

#__ type_ start__ end____ width___ exp.time_
 15 omega   91.00  156.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000  150.0000 130
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0601276000
_diffrn_orient_matrix_UB_12      0.0097431000
_diffrn_orient_matrix_UB_13      -0.0667503000
_diffrn_orient_matrix_UB_21      -0.0460226000
_diffrn_orient_matrix_UB_22      0.0205886000
_diffrn_orient_matrix_UB_23      -0.0747682000
_diffrn_orient_matrix_UB_31      0.0097551000
_diffrn_orient_matrix_UB_32      0.0372055000
_diffrn_orient_matrix_UB_33      0.0588561000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6788
_reflns_number_total             8415
_reflns_odcompleteness_completeness 99.75
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.664
_refine_diff_density_min         -0.483
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     708
_refine_ls_number_reflns         8415
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0455
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0753P)²+4.9480P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1212
_refine_ls_wR_factor_ref         0.1310
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups, All O(H,H,H,H) groups
2. Restrained distances
 H3-O3
 0.86 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(N9) = Uanis(N9A)
Uanis(C45) = Uanis(C45A)
Uanis(C46) = Uanis(C46A)
Uanis(C47) = Uanis(C47A)
Uanis(C48) = Uanis(C48A)
4. Others
 Sof(C45A)=Sof(H45A)=Sof(C46A)=Sof(H46A)=Sof(C47A)=Sof(H47A)=Sof(N9A)=1-FVAR(1)
 Sof(C45)=Sof(H45)=Sof(C46)=Sof(H46)=Sof(C47)=Sof(H47)=Sof(N9)=FVAR(1)
 Fixed Sof: C48(0.5) H48(0.5) C48A(0.5) C49(0.5)
5.a Riding coordinates:
 O12(H12), O13(H13A), O15(H15A,H15B)
5.b Free rotating group:
 O14(H14A,H14B)
5.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C10(H10), C11(H11), C13(H13), C14(H14), C15(H15), C16(H16),
 C19(H19), C20(H20), C21(H21), C22(H22), C30(H30), C31(H31), C32(H32), C33(H33),
  C35(H35), C36(H36), C37(H37), C38(H38), C41(H41), C42(H42), C43(H43),
 C44(H44), C45(H45), C45A(H45A), C46(H46), C46A(H46A), C47(H47), C47A(H47A),
 C48(H48)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
C1 C 0.13987(15) 0.51409(8) 0.5558(2) 0.0400(7) Uani 1 1 d . . . . .
C2 C 0.25292(18) 0.57046(9) 0.4475(2) 0.0474(8) Uani 1 1 d . . . . .
C3 C 0.18466(14) 0.54336(8) 0.5971(2) 0.0352(6) Uani 1 1 d . . . . .
C4 C 0.23150(15) 0.56585(8) 0.5531(2) 0.0373(6) Uani 1 1 d . . . . .
C5 C 0.22683(14) 0.57911(7) 0.7123(2) 0.0329(6) Uani 1 1 d . . . . .
C6 C 0.24111(15) 0.59777(8) 0.8101(2) 0.0372(6) Uani 1 1 d . . . . .
C7 C 0.29994(15) 0.59114(8) 0.8627(2) 0.0371(6) Uani 1 1 d . . . . .
C8 C 0.31245(18) 0.61120(9) 0.9505(3) 0.0508(8) Uani 1 1 d . . . . .
H8 H 0.3524 0.6076 0.9840 0.061 Uiso 1 1 calc R . . . .
C9 C 0.2669(2) 0.63631(11) 0.9890(3) 0.0704(12) Uani 1 1 d . . . . .
H9 H 0.2754 0.6491 1.0491 0.084 Uiso 1 1 calc R . . . .
C10 C 0.2086(2) 0.64230(13) 0.9376(3) 0.0756(13) Uani 1 1 d . . . . .
H10 H 0.1775 0.6591 0.9633 0.091 Uiso 1 1 calc R . . . .
C11 C 0.19600(19) 0.62369(10) 0.8488(3) 0.0577(9) Uani 1 1 d . . . . .
H11 H 0.1568 0.6285 0.8141 0.069 Uiso 1 1 calc R . . . .
C12 C 0.34829(15) 0.56059(8) 0.8320(2) 0.0388(6) Uani 1 1 d . . . . .
C13 C -0.02676(18) 0.51797(10) 0.7339(3) 0.0510(8) Uani 1 1 d . . . . .
H13 H -0.0167 0.5080 0.6707 0.061 Uiso 1 1 calc R . . . .
C14 C -0.0919(2) 0.52655(13) 0.7558(3) 0.0670(11) Uani 1 1 d . . . . .
H14 H -0.1251 0.5229 0.7082 0.080 Uiso 1 1 calc R . . . .
C15 C -0.10615(19) 0.54064(14) 0.8496(3) 0.0714(12) Uani 1 1 d . . . . .
H15 H -0.1496 0.5467 0.8664 0.086 Uiso 1 1 calc R . . . .
C16 C -0.05636(17) 0.54585(12) 0.9189(3) 0.0582(9) Uani 1 1 d . . . . .
H16 H -0.0660 0.5549 0.9831 0.070 Uiso 1 1 calc R . . . .
C17 C 0.00826(16) 0.53742(9) 0.8921(2) 0.0421(7) Uani 1 1 d . . . . .
C18 C 0.06560(16) 0.54322(9) 0.9610(2) 0.0440(7) Uani 1 1 d . . . . .
C19 C 0.05985(18) 0.55737(13) 1.0576(3) 0.0614(10) Uani 1 1 d . . . . .
H19 H 0.0186 0.5639 1.0835 0.074 Uiso 1 1 calc R . . . .
C20 C 0.1161(2) 0.56157(15) 1.1147(3) 0.0768(13) Uani 1 1 d . . . . .
H20 H 0.1132 0.5710 1.1800 0.092 Uiso 1 1 calc R . . . .
C21 C 0.1770(2) 0.55168(14) 1.0750(3) 0.0711(12) Uani 1 1 d . . . . .
H21 H 0.2156 0.5543 1.1126 0.085 Uiso 1 1 calc R . . . .
C22 C 0.17859(17) 0.53794(11) 0.9788(3) 0.0550(9) Uani 1 1 d . . . . .
H22 H 0.2193 0.5312 0.9515 0.066 Uiso 1 1 calc R . . . .
C23 C 0.22166(17) 0.69726(10) 0.5632(3) 0.0521(8) Uani 1 1 d . . . . .
C24 C 0.25970(17) 0.76416(9) 0.3907(3) 0.0483(8) Uani 1 1 d . . . . .
C25 C 0.27673(15) 0.70137(8) 0.4915(2) 0.0407(7) Uani 1 1 d . . . . .
C26 C 0.29215(15) 0.72811(8) 0.4204(2) 0.0406(7) Uani 1 1 d . . . . .
C27 C 0.36803(15) 0.68533(8) 0.4193(2) 0.0389(6) Uani 1 1 d . . . . .
C28 C 0.43052(16) 0.66527(8) 0.3939(2) 0.0416(7) Uani 1 1 d . . . . .
C29 C 0.49015(17) 0.67357(9) 0.4448(3) 0.0515(8) Uani 1 1 d . . . . .
C30 C 0.5477(2) 0.65419(13) 0.4191(4) 0.0697(11) Uani 1 1 d . . . . .
H30 H 0.5871 0.6595 0.4528 0.084 Uiso 1 1 calc R . . . .
C31 C 0.5469(2) 0.62752(13) 0.3451(4) 0.0768(13) Uani 1 1 d . . . . .
H31 H 0.5857 0.6147 0.3287 0.092 Uiso 1 1 calc R . . . .
C32 C 0.4900(3) 0.61935(11) 0.2949(3) 0.0731(13) Uani 1 1 d . . . . .
H32 H 0.4903 0.6012 0.2440 0.088 Uiso 1 1 calc R . . . .
C33 C 0.4304(2) 0.63823(9) 0.3195(3) 0.0557(9) Uani 1 1 d . . . . .
H33 H 0.3914 0.6324 0.2855 0.067 Uiso 1 1 calc R . . . .
C34 C 0.4930(2) 0.70226(12) 0.5253(4) 0.0664(10) Uani 1 1 d . . . . .
C35 C 0.3310(2) 0.68645(11) 0.7711(3) 0.0692(11) Uani 1 1 d . . . . .
H35 H 0.2858 0.6905 0.7633 0.083 Uiso 1 1 calc R . . . .
C36 C 0.3659(3) 0.70874(13) 0.8391(4) 0.0907(16) Uani 1 1 d . . . . .
H36 H 0.3448 0.7277 0.8758 0.109 Uiso 1 1 calc R . . . .
C37 C 0.4326(3) 0.70201(17) 0.8507(5) 0.1041(19) Uani 1 1 d . . . . .
H37 H 0.4573 0.7167 0.8951 0.125 Uiso 1 1 calc R . . . .
C38 C 0.4624(3) 0.67393(15) 0.7975(4) 0.0895(15) Uani 1 1 d . . . . .
H38 H 0.5072 0.6689 0.8067 0.107 Uiso 1 1 calc R . . . .
C39 C 0.4255(2) 0.65276(11) 0.7293(3) 0.0587(9) Uani 1 1 d . . . . .
C40 C 0.45525(18) 0.62309(10) 0.6670(3) 0.0512(8) Uani 1 1 d . . . . .
C41 C 0.5206(2) 0.61153(13) 0.6757(3) 0.0676(11) Uani 1 1 d . . . . .
H41 H 0.5486 0.6231 0.7222 0.081 Uiso 1 1 calc R . . . .
C42 C 0.5437(2) 0.58293(14) 0.6152(4) 0.0744(12) Uani 1 1 d . . . . .
H42 H 0.5873 0.5747 0.6211 0.089 Uiso 1 1 calc R . . . .
C43 C 0.5022(2) 0.56657(11) 0.5460(3) 0.0642(10) Uani 1 1 d . . . . .
H43 H 0.5170 0.5470 0.5047 0.077 Uiso 1 1 calc R . . . .
C44 C 0.43828(19) 0.57968(9) 0.5391(3) 0.0532(8) Uani 1 1 d . . . . .
H44 H 0.4101 0.5687 0.4920 0.064 Uiso 1 1 calc R . . . .
C45 C 0.4248(4) 0.6816(2) 0.0989(6) 0.0588(14) Uani 0.498(4) 1 d . . . A 1
H45 H 0.3804 0.6759 0.0881 0.071 Uiso 0.498(4) 1 calc R . . A 1
C45A C 0.4722(6) 0.7068(3) 0.1445(7) 0.0588(14) Uani 0.502(4) 1 d . . . A 2
H45A H 0.4348 0.6947 0.1189 0.071 Uiso 0.502(4) 1 calc R . . A 2
C46 C 0.4711(5) 0.6612(2) 0.0478(7) 0.0705(19) Uani 0.498(4) 1 d . . . A 1
H46 H 0.4587 0.6410 0.0070 0.085 Uiso 0.498(4) 1 calc R . . A 1
C46A C 0.5372(6) 0.6955(4) 0.1095(12) 0.0705(19) Uani 0.502(4) 1 d . . . A 2
H46A H 0.5424 0.6774 0.0589 0.085 Uiso 0.502(4) 1 calc R . . A 2
C47 C 0.5366(5) 0.6711(3) 0.0577(9) 0.085(2) Uani 0.498(4) 1 d . . . A 1
H47 H 0.5688 0.6590 0.0193 0.102 Uiso 0.498(4) 1 calc R . . A 1
C47A C 0.5915(5) 0.7128(3) 0.1553(9) 0.085(2) Uani 0.502(4) 1 d . . . A 2
H47A H 0.6342 0.7050 0.1388 0.102 Uiso 0.502(4) 1 calc R . . A 2
C48 C 0.5549(6) 0.6996(5) 0.1260(12) 0.074(2) Uani 0.5 1 d . . . A 1
H48 H 0.5991 0.7055 0.1380 0.088 Uiso 0.5 1 calc R . . A 1
C48A C 0.5828(4) 0.7409(3) 0.2235(7) 0.074(2) Uani 0.5 1 d . . . A 2
C49 C 0.5041(4) 0.7185(2) 0.1747(6) 0.0536(18) Uani 0.5 1 d . . . A 1
C49A C 0.5183(2) 0.7500 0.2500 0.0520(12) Uani 1 2 d S T P A 2
N1 N 0.18137(11) 0.55183(6) 0.69760(18) 0.0327(5) Uani 1 1 d . . . . .
N2 N 0.25808(12) 0.58878(6) 0.62683(18) 0.0356(5) Uani 1 1 d . . . . .
N3 N 0.02264(12) 0.52341(7) 0.8000(2) 0.0405(6) Uani 1 1 d . . . . .
N4 N 0.12441(13) 0.53375(7) 0.9220(2) 0.0432(6) Uani 1 1 d . . . . .
N5 N 0.32534(12) 0.67414(7) 0.4898(2) 0.0403(6) Uani 1 1 d . . . . .
N6 N 0.34925(13) 0.71789(7) 0.37372(19) 0.0408(6) Uani 1 1 d . . . . .
N7 N 0.36043(17) 0.65925(8) 0.7163(2) 0.0546(7) Uani 1 1 d . . . . .
N8 N 0.41498(14) 0.60761(7) 0.5974(2) 0.0464(6) Uani 1 1 d . . . . .
N9 N 0.4397(3) 0.70975(18) 0.1647(5) 0.0493(10) Uani 0.498(4) 1 d . . . A 1
N9A N 0.4649(3) 0.73371(17) 0.2111(5) 0.0493(10) Uani 0.502(4) 1 d . . . A 2
O1 O 0.10047(11) 0.49890(6) 0.61610(17) 0.0482(5) Uani 1 1 d . . . . .
O2 O 0.14292(12) 0.50654(7) 0.46258(18) 0.0537(6) Uani 1 1 d . . . . .
O3 O 0.22582(14) 0.54896(7) 0.37980(18) 0.0586(6) Uani 1 1 d D . . . .
H3 H 0.1978(19) 0.5330(12) 0.409(3) 0.088 Uiso 1 1 d DR . . . .
O4 O 0.29494(14) 0.59469(7) 0.42664(19) 0.0612(7) Uani 1 1 d . . . . .
O5 O 0.32078(11) 0.53106(6) 0.7959(2) 0.0532(6) Uani 1 1 d . . . . .
O6 O 0.40761(12) 0.56449(7) 0.8470(2) 0.0568(6) Uani 1 1 d . . . . .
O7 O 0.21810(13) 0.66956(8) 0.6179(2) 0.0680(8) Uani 1 1 d . . . . .
O8 O 0.17752(14) 0.72425(8) 0.5657(2) 0.0711(8) Uani 1 1 d . . . . .
O9 O 0.20559(14) 0.77280(7) 0.4345(2) 0.0645(7) Uani 1 1 d . . . . .
O10 O 0.28785(13) 0.78375(6) 0.32595(19) 0.0566(6) Uani 1 1 d . . . . .
O11 O 0.4479(2) 0.72179(11) 0.5495(4) 0.1258(17) Uani 1 1 d . . . . .
O12 O 0.54914(18) 0.70339(15) 0.5777(3) 0.1227(15) Uani 1 1 d . . . . .
H12 H 0.5808 0.7111 0.5302 0.184 Uiso 1 1 d R . . . .
Zn1 Zn 0.12284(2) 0.51294(2) 0.77012(3) 0.03980(13) Uani 1 1 d . . . . .
Zn2 Zn 0.31967(2) 0.63100(2) 0.59031(3) 0.04627(14) Uani 1 1 d . . . . .
Zn3 Zn 0.37179(3) 0.7500 0.2500 0.0592(2) Uani 1 2 d S T P . .
O13 O 0.5732(3) 0.7500 0.7500 0.1078(17) Uani 1 2 d S T P . .
H13A H 0.5843 0.7384 0.6843 0.162 Uiso 1 1 d R . . . .
O14 O 0.62777(19) 0.67908(19) 0.8223(4) 0.1333(18) Uani 1 1 d . . . . .
H14A H 0.6568 0.6914 0.8553 0.200 Uiso 1 1 d G . . . .
H14B H 0.6499 0.6634 0.7871 0.200 Uiso 1 1 d G . . . .
O15 O 0.2411(3) 0.64357(15) 0.2593(4) 0.154(2) Uani 1 1 d . . . . .
H15A H 0.2691 0.6594 0.2276 0.231 Uiso 1 1 d R . . . .
H15B H 0.2759 0.6326 0.2801 0.231 Uiso 1 1 d R . . . .
H48A H 0.616(7) 0.7500 0.2500 0.231 Uiso 1 2 d RS T P . .
H8A H 0.179(4) 0.745(3) 0.522(8) 0.231 Uiso 1 1 d R . . . .


_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
C1 C3 1.478(4) . ?
C1 O1 1.249(4) . ?
C1 O2 1.265(4) . ?
C2 C4 1.474(4) . ?
C2 O3 1.297(4) . ?
C2 O4 1.236(4) . ?
C3 C4 1.366(4) . ?
C3 N1 1.367(4) . ?
C4 N2 1.378(4) . ?
C5 C6 1.483(4) . ?
C5 N1 1.344(4) . ?
C5 N2 1.341(4) . ?
C6 C7 1.396(4) . ?
C6 C11 1.389(5) . ?
C7 C8 1.386(4) . ?
C7 C12 1.510(4) . ?
C8 C9 1.376(5) . ?
C9 C10 1.375(6) . ?
C10 C11 1.373(5) . ?
C12 O5 1.274(4) . ?
C12 O6 1.222(4) . ?
C13 C14 1.379(5) . ?
C13 N3 1.341(4) . ?
C14 C15 1.370(6) . ?
C15 C16 1.374(6) . ?
C16 C17 1.384(5) . ?
C17 C18 1.488(5) . ?
C17 N3 1.349(4) . ?
C18 C19 1.380(5) . ?
C18 N4 1.337(4) . ?
C19 C20 1.372(6) . ?
C20 C21 1.382(6) . ?
C21 C22 1.364(6) . ?
C22 N4 1.336(4) . ?
C23 C25 1.470(5) . ?
C23 O7 1.219(4) . ?
C23 O8 1.305(4) . ?
C24 C26 1.484(4) . ?
C24 O9 1.274(4) . ?
C24 O10 1.240(4) . ?
C25 C26 1.369(4) . ?
C25 N5 1.373(4) . ?
C26 N6 1.357(4) . ?
C27 C28 1.485(4) . ?
C27 N5 1.331(4) . ?
C27 N6 1.353(4) . ?
C28 C29 1.410(5) . ?
C28 C33 1.373(5) . ?
C29 C30 1.391(5) . ?
C29 C34 1.473(6) . ?
C30 C31 1.360(7) . ?
C31 C32 1.357(7) . ?
C32 C33 1.413(6) . ?
C34 O11 1.187(5) . ?
C34 O12 1.329(5) . ?
C35 C36 1.388(7) . ?
C35 N7 1.342(5) . ?
C36 C37 1.375(8) . ?
C37 C38 1.357(8) . ?
C38 C39 1.389(6) . ?
C39 C40 1.463(6) . ?
C39 N7 1.344(5) . ?
C40 C41 1.386(5) . ?
C40 N8 1.345(4) . ?
C41 C42 1.371(6) . ?
C42 C43 1.368(6) . ?
C43 C44 1.374(5) . ?
C44 N8 1.338(5) . ?
C45 C46 1.361(11) . ?
C45 N9 1.356(10) . ?
C45A C46A 1.448(18) . ?
C45A N9A 1.305(12) . ?
C46 C47 1.373(13) . ?
C46A C47A 1.396(15) . ?
C47 C48 1.403(18) . ?
C47A C48A 1.352(13) . ?
C48 C49 1.384(17) . ?
C48A C48A 0.955(18) 3_565 ?
C48A C49A 1.387(9) . ?
C49 N9 1.342(10) . ?
C49A C48A 1.387(9) 3_565 ?
C49A N9A 1.326(7) . ?
C49A N9A 1.326(7) 3_565 ?
N1 Zn1 2.050(2) . ?
N2 Zn2 2.000(2) . ?
N3 Zn1 2.093(3) . ?
N4 Zn1 2.144(3) . ?
N5 Zn2 2.027(2) . ?
N6 Zn3 2.045(2) . ?
N7 Zn2 2.112(3) . ?
N8 Zn2 2.095(3) . ?
N9 Zn3 2.275(7) . ?
N9A N9A 1.544(13) 3_565 ?
N9A Zn3 2.032(6) . ?
O1 Zn1 2.149(2) . ?
O5 Zn1 1.956(2) 2_565 ?
O7 Zn2 2.488(3) . ?
O10 Zn3 2.303(2) . ?
Zn1 O5 1.956(2) 2_565 ?
Zn3 N6 2.045(2) 3_565 ?
Zn3 N9 2.275(7) 3_565 ?
Zn3 N9A 2.032(6) 3_565 ?
Zn3 O10 2.303(2) 3_565 ?

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 C1 C3 116.9(3) . . ?
O1 C1 O2 124.5(3) . . ?
O2 C1 C3 118.7(3) . . ?
O3 C2 C4 118.0(3) . . ?
O4 C2 C4 119.4(3) . . ?
O4 C2 O3 122.6(3) . . ?
C4 C3 C1 132.1(3) . . ?
C4 C3 N1 108.8(2) . . ?
N1 C3 C1 119.0(3) . . ?
C3 C4 C2 132.3(3) . . ?
C3 C4 N2 107.9(3) . . ?
N2 C4 C2 119.6(3) . . ?
N1 C5 C6 125.3(3) . . ?
N2 C5 C6 122.3(2) . . ?
N2 C5 N1 112.4(2) . . ?
C7 C6 C5 121.8(3) . . ?
C11 C6 C5 119.2(3) . . ?
C11 C6 C7 118.9(3) . . ?
C6 C7 C12 122.3(3) . . ?
C8 C7 C6 119.2(3) . . ?
C8 C7 C12 118.3(3) . . ?
C9 C8 C7 121.3(3) . . ?
C10 C9 C8 119.1(3) . . ?
C11 C10 C9 120.7(4) . . ?
C10 C11 C6 120.7(3) . . ?
O5 C12 C7 113.8(3) . . ?
O6 C12 C7 120.6(3) . . ?
O6 C12 O5 125.5(3) . . ?
N3 C13 C14 122.6(3) . . ?
C15 C14 C13 118.1(4) . . ?
C14 C15 C16 120.1(4) . . ?
C15 C16 C17 119.2(3) . . ?
C16 C17 C18 123.1(3) . . ?
N3 C17 C16 120.9(3) . . ?
N3 C17 C18 116.0(3) . . ?
C19 C18 C17 123.6(3) . . ?
N4 C18 C17 114.8(3) . . ?
N4 C18 C19 121.6(3) . . ?
C20 C19 C18 118.8(3) . . ?
C19 C20 C21 119.8(4) . . ?
C22 C21 C20 117.9(4) . . ?
N4 C22 C21 123.1(3) . . ?
O7 C23 C25 120.5(3) . . ?
O7 C23 O8 122.0(3) . . ?
O8 C23 C25 117.4(3) . . ?
O9 C24 C26 117.5(3) . . ?
O10 C24 C26 117.4(3) . . ?
O10 C24 O9 125.1(3) . . ?
C26 C25 C23 133.2(3) . . ?
C26 C25 N5 108.0(3) . . ?
N5 C25 C23 118.8(3) . . ?
C25 C26 C24 132.3(3) . . ?
N6 C26 C24 118.8(3) . . ?
N6 C26 C25 108.9(3) . . ?
N5 C27 C28 124.6(3) . . ?
N5 C27 N6 112.6(3) . . ?
N6 C27 C28 122.8(3) . . ?
C29 C28 C27 121.1(3) . . ?
C33 C28 C27 119.6(3) . . ?
C33 C28 C29 119.3(3) . . ?
C28 C29 C34 121.6(3) . . ?
C30 C29 C28 119.6(4) . . ?
C30 C29 C34 118.8(4) . . ?
C31 C30 C29 120.4(4) . . ?
C32 C31 C30 120.8(4) . . ?
C31 C32 C33 120.4(4) . . ?
C28 C33 C32 119.5(4) . . ?
O11 C34 C29 124.4(4) . . ?
O11 C34 O12 119.7(5) . . ?
O12 C34 C29 115.7(4) . . ?
N7 C35 C36 122.2(5) . . ?
C37 C36 C35 118.1(5) . . ?
C38 C37 C36 120.1(5) . . ?
C37 C38 C39 119.6(5) . . ?
C38 C39 C40 122.2(4) . . ?
N7 C39 C38 121.0(4) . . ?
N7 C39 C40 116.7(3) . . ?
C41 C40 C39 123.7(4) . . ?
N8 C40 C39 115.5(3) . . ?
N8 C40 C41 120.8(4) . . ?
C42 C41 C40 119.4(4) . . ?
C43 C42 C41 119.7(4) . . ?
C42 C43 C44 118.4(4) . . ?
N8 C44 C43 122.7(4) . . ?
N9 C45 C46 123.7(8) . . ?
N9A C45A C46A 121.3(11) . . ?
C45 C46 C47 118.6(9) . . ?
C47A C46A C45A 116.8(11) . . ?
C46 C47 C48 119.9(9) . . ?
C48A C47A C46A 120.7(10) . . ?
C49 C48 C47 116.9(11) . . ?
C47A C48A C49A 117.5(8) . . ?
C48A C48A C47A 171.0(12) 3_565 . ?
C48A C48A C49A 69.9(4) 3_565 . ?
N9 C49 C48 124.0(10) . . ?
C48A C49A C48A 40.3(8) 3_565 . ?
N9A C49A C48A 124.3(5) . . ?
N9A C49A C48A 124.3(5) 3_565 3_565 ?
N9A C49A C48A 164.3(5) . 3_565 ?
N9A C49A C48A 164.3(5) 3_565 . ?
N9A C49A N9A 71.2(6) 3_565 . ?
C3 N1 Zn1 109.78(18) . . ?
C5 N1 C3 105.4(2) . . ?
C5 N1 Zn1 143.6(2) . . ?
C4 N2 Zn2 120.5(2) . . ?
C5 N2 C4 105.5(2) . . ?
C5 N2 Zn2 133.36(19) . . ?
C13 N3 C17 119.0(3) . . ?
C13 N3 Zn1 124.7(2) . . ?
C17 N3 Zn1 116.3(2) . . ?
C18 N4 Zn1 115.8(2) . . ?
C22 N4 C18 118.8(3) . . ?
C22 N4 Zn1 125.4(2) . . ?
C25 N5 Zn2 118.3(2) . . ?
C27 N5 C25 105.4(2) . . ?
C27 N5 Zn2 136.1(2) . . ?
C26 N6 Zn3 114.1(2) . . ?
C27 N6 C26 105.1(2) . . ?
C27 N6 Zn3 140.1(2) . . ?
C35 N7 C39 118.9(4) . . ?
C35 N7 Zn2 126.4(3) . . ?
C39 N7 Zn2 113.7(3) . . ?
C40 N8 Zn2 115.2(2) . . ?
C44 N8 C40 118.9(3) . . ?
C44 N8 Zn2 126.0(2) . . ?
C45 N9 Zn3 130.0(6) . . ?
C49 N9 C45 116.6(8) . . ?
C49 N9 Zn3 112.9(6) . . ?
C45A N9A C49A 119.2(8) . . ?
C45A N9A N9A 173.5(6) . 3_565 ?
C45A N9A Zn3 118.8(7) . . ?
C49A N9A N9A 54.4(3) . 3_565 ?
C49A N9A Zn3 122.0(4) . . ?
N9A N9A Zn3 67.66(18) 3_565 . ?
C1 O1 Zn1 112.07(19) . . ?
C12 O5 Zn1 117.5(2) . 2_565 ?
C23 O7 Zn2 107.6(2) . . ?
C24 O10 Zn3 110.5(2) . . ?
N1 Zn1 N3 121.80(9) . . ?
N1 Zn1 N4 101.69(10) . . ?
N1 Zn1 O1 80.21(9) . . ?
N3 Zn1 N4 77.06(10) . . ?
N3 Zn1 O1 91.00(10) . . ?
N4 Zn1 O1 167.06(10) . . ?
O5 Zn1 N1 106.17(9) 2_565 . ?
O5 Zn1 N3 132.01(10) 2_565 . ?
O5 Zn1 N4 95.71(11) 2_565 . ?
O5 Zn1 O1 96.02(10) 2_565 . ?
N2 Zn2 N5 138.94(10) . . ?
N2 Zn2 N7 113.73(11) . . ?
N2 Zn2 N8 105.42(10) . . ?
N2 Zn2 O7 81.95(9) . . ?
N5 Zn2 N7 98.24(11) . . ?
N5 Zn2 N8 105.89(10) . . ?
N5 Zn2 O7 74.45(9) . . ?
N7 Zn2 O7 86.94(12) . . ?
N8 Zn2 N7 78.05(12) . . ?
N8 Zn2 O7 164.91(11) . . ?
N6 Zn3 N6 154.29(15) . 3_565 ?
N6 Zn3 N9 100.74(17) 3_565 3_565 ?
N6 Zn3 N9 94.69(17) . 3_565 ?
N6 Zn3 N9 100.74(17) . . ?
N6 Zn3 N9 94.69(17) 3_565 . ?
N6 Zn3 O10 84.27(10) . 3_565 ?
N6 Zn3 O10 76.85(9) . . ?
N6 Zn3 O10 84.27(10) 3_565 . ?
N6 Zn3 O10 76.85(9) 3_565 3_565 ?
N9 Zn3 N9 105.9(3) . 3_565 ?
N9 Zn3 O10 84.43(19) 3_565 . ?
N9 Zn3 O10 169.62(19) 3_565 3_565 ?
N9 Zn3 O10 84.43(19) . 3_565 ?
N9 Zn3 O10 169.62(19) . . ?
N9A Zn3 N6 99.16(18) . 3_565 ?
N9A Zn3 N6 99.16(18) 3_565 . ?
N9A Zn3 N6 104.62(17) . . ?
N9A Zn3 N6 104.62(17) 3_565 3_565 ?
N9A Zn3 N9A 44.7(4) 3_565 . ?
N9A Zn3 O10 159.68(19) . . ?
N9A Zn3 O10 159.68(19) 3_565 3_565 ?
N9A Zn3 O10 115.03(19) 3_565 . ?
N9A Zn3 O10 115.03(19) . 3_565 ?
O10 Zn3 O10 85.28(14) 3_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
O3 H3 O2 0.888(19) 1.61(2) 2.499(3) 176(5) .
O12 H12 O8 0.94 2.38 3.297(6) 167.5 6_656
O14 H14A O9 0.85 1.92 2.751(5) 166.7 8_676
O14 H14A O10 0.85 2.81 3.487(5) 137.4 8_676
O14 H14B O15 0.85 2.06 2.823(7) 148.6 6_656
O15 H15A O10 0.90 2.16 2.958(5) 147.2 3_565
O15 H15B O4 0.85 2.39 3.014(5) 130.8 .
O8 H8A O9 0.92(10) 1.62(10) 2.506(4) 160(9) .

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_gkm8
_database_code_depnum_ccdc_archive 'CCDC 1885269'
loop_
_audit_author_name
_audit_author_address
aaa
;ffff
China
;
_audit_update_record             
;
2018-12-15 deposited with the CCDC.	2019-02-26 downloaded from the CCDC.
;
_audit_creation_date             2018-09-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H14 Mn N3 O8, 3(H2 O)'
_chemical_formula_sum            'C17 H20 Mn N3 O11'
_chemical_formula_weight         497.30
_chemical_melting_point          ?
_chemical_oxdiff_formula         C15H15O3N2Mn1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 -0.5299 2.8052 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.2225(3)
_cell_length_b                   11.0737(3)
_cell_length_c                   11.3556(2)
_cell_angle_alpha                91.380(2)
_cell_angle_beta                 111.018(2)
_cell_angle_gamma                117.458(3)
_cell_volume                     1036.55(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3504
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.8580
_cell_measurement_theta_min      4.6040
_shelx_estimated_absorpt_T_max   0.761
_shelx_estimated_absorpt_T_min   0.687
_exptl_absorpt_coefficient_mu    5.789
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71650
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.593
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_av_unetI/netI     0.0443
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            7503
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.078
_diffrn_reflns_theta_max         67.078
_diffrn_reflns_theta_min         4.623
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -103.00   -5.00   0.5000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -77.0000 -180.0000 196

#__ type_ start__ end____ width___ exp.time_
  2 omega   -4.00   77.00   0.5000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -99.0000  150.0000 162

#__ type_ start__ end____ width___ exp.time_
  3 omega   18.00  105.00   0.5000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   57.0000   90.0000 174

#__ type_ start__ end____ width___ exp.time_
  4 omega   18.00  105.00   0.5000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   57.0000  -60.0000 174

#__ type_ start__ end____ width___ exp.time_
  5 omega   -4.00   77.00   0.5000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -99.0000   30.0000 162

#__ type_ start__ end____ width___ exp.time_
  6 omega   -1.00  109.00   0.5000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   19.0000 -120.0000 220

#__ type_ start__ end____ width___ exp.time_
  7 omega   57.00  110.00   0.5000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000 -120.0000 106

#__ type_ start__ end____ width___ exp.time_
  8 omega   -4.00   77.00   0.5000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -99.0000 -120.0000 162

#__ type_ start__ end____ width___ exp.time_
  9 omega   57.00  110.00   0.5000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000   90.0000 106

#__ type_ start__ end____ width___ exp.time_
 10 omega   -1.00  109.00   0.5000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   19.0000  120.0000 220

#__ type_ start__ end____ width___ exp.time_
 11 omega   88.00  176.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000   90.0000 176

#__ type_ start__ end____ width___ exp.time_
 12 omega   41.00   98.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -180.0000 114

#__ type_ start__ end____ width___ exp.time_
 13 omega   51.00   99.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -60.0000 96

#__ type_ start__ end____ width___ exp.time_
 14 omega   44.00   87.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   30.0000 86

#__ type_ start__ end____ width___ exp.time_
 15 omega   53.00   89.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000 -180.0000 72

#__ type_ start__ end____ width___ exp.time_
 16 omega   79.00  107.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  120.0000 56

#__ type_ start__ end____ width___ exp.time_
 17 omega   63.00  173.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   15.0000   60.0000 220

#__ type_ start__ end____ width___ exp.time_
 18 omega   47.00  109.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000   60.0000 124

#__ type_ start__ end____ width___ exp.time_
 19 omega   40.00  102.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  -30.0000 124

#__ type_ start__ end____ width___ exp.time_
 20 omega   37.00   87.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  120.0000 100

#__ type_ start__ end____ width___ exp.time_
 21 omega  111.00  137.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000 -180.0000 52

#__ type_ start__ end____ width___ exp.time_
 22 omega  135.00  178.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000  -60.0000 86

#__ type_ start__ end____ width___ exp.time_
 23 omega   40.00   72.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  120.0000 64

#__ type_ start__ end____ width___ exp.time_
 24 omega   37.00   68.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -90.0000 62

#__ type_ start__ end____ width___ exp.time_
 25 omega   37.00   77.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000    0.0000 80

#__ type_ start__ end____ width___ exp.time_
 26 omega  100.00  126.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000  -60.0000 52

#__ type_ start__ end____ width___ exp.time_
 27 omega   72.00  125.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000   30.0000 106

#__ type_ start__ end____ width___ exp.time_
 28 omega   69.00  114.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  -90.0000 90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0370003000
_diffrn_orient_matrix_UB_12      0.1296657000
_diffrn_orient_matrix_UB_13      -0.0585998000
_diffrn_orient_matrix_UB_21      -0.1736877000
_diffrn_orient_matrix_UB_22      -0.0291703000
_diffrn_orient_matrix_UB_23      -0.0350329000
_diffrn_orient_matrix_UB_31      0.0580716000
_diffrn_orient_matrix_UB_32      0.0909537000
_diffrn_orient_matrix_UB_33      0.1327656000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3316
_reflns_number_total             3703
_reflns_odcompleteness_completeness 99.65
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.375
_refine_diff_density_min         -0.358
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     294
_refine_ls_number_reflns         3703
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0503
_refine_ls_R_factor_gt           0.0448
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0748P)²+0.3179P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1181
_refine_ls_wR_factor_ref         0.1244
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H,H) groups, All O(H,H,H,H) groups
2. Restrained distances
 O11-H11B
 0.9 with sigma of 0.02
3.a Riding coordinates:
 O7(H7A,H7B), O9(H9A,H9B,H10A,H10B), O10(H11A,H11B)
3.b Rotating group:
 O8(H8A,H8B)
3.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C9(H9), C10(H10), C13(H13), C14(H14), C16(H16), C17(H17),
 N2(H2)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
C1 C 0.1873(3) 0.7983(3) -0.1192(3) 0.0294(6) Uani 1 1 d . . . . .
C2 C 0.2661(3) 0.9400(3) -0.0365(2) 0.0260(5) Uani 1 1 d . . . . .
C3 C 0.3650(3) 1.0699(3) -0.0487(3) 0.0287(5) Uani 1 1 d . . . . .
C4 C 0.4340(4) 1.1191(3) -0.1443(3) 0.0367(7) Uani 1 1 d . . . . .
C5 C 0.3294(3) 1.0890(3) 0.1291(3) 0.0264(5) Uani 1 1 d . . . . .
C6 C 0.3525(3) 1.1530(3) 0.2558(3) 0.0274(5) Uani 1 1 d . . . . .
C7 C 0.4040(4) 1.1005(3) 0.3621(3) 0.0378(7) Uani 1 1 d . . . . .
H7 H 0.4189 1.0248 0.3515 0.045 Uiso 1 1 calc R . . . .
C8 C 0.4333(5) 1.1609(4) 0.4842(3) 0.0479(8) Uani 1 1 d . . . . .
H8 H 0.4658 1.1244 0.5547 0.057 Uiso 1 1 calc R . . . .
C9 C 0.4143(5) 1.2750(4) 0.5013(3) 0.0468(8) Uani 1 1 d . . . . .
H9 H 0.4351 1.3160 0.5832 0.056 Uiso 1 1 calc R . . . .
C10 C 0.3641(4) 1.3275(3) 0.3956(3) 0.0384(7) Uani 1 1 d . . . . .
H10 H 0.3527 1.4049 0.4073 0.046 Uiso 1 1 calc R . . . .
C11 C 0.3304(3) 1.2667(3) 0.2719(3) 0.0295(6) Uani 1 1 d . . . . .
C12 C 0.2572(3) 1.3179(3) 0.1588(3) 0.0297(6) Uani 1 1 d . . . . .
C13 C -0.0037(4) 0.9430(3) 0.2324(3) 0.0335(6) Uani 1 1 d . . . . .
H13 H -0.0118 0.9769 0.1575 0.040 Uiso 1 1 calc R . . . .
C14 C -0.0103(4) 1.0111(3) 0.3321(3) 0.0337(6) Uani 1 1 d . . . . .
H14 H -0.0228 1.0889 0.3232 0.040 Uiso 1 1 calc R . . . .
C15 C 0.0016(4) 0.9635(3) 0.4449(3) 0.0350(6) Uani 1 1 d . . . . .
C16 C 0.0160(7) 0.8450(4) 0.4501(4) 0.0621(12) Uani 1 1 d . . . . .
H16 H 0.0205 0.8070 0.5226 0.074 Uiso 1 1 calc R . . . .
C17 C 0.0236(6) 0.7841(4) 0.3478(4) 0.0569(10) Uani 1 1 d . . . . .
H17 H 0.0360 0.7061 0.3543 0.068 Uiso 1 1 calc R . . . .
Mn1 Mn 0.04933(5) 0.74506(4) 0.08194(4) 0.02621(15) Uani 1 1 d . . . . .
N1 N 0.2441(3) 0.9530(2) 0.0751(2) 0.0260(5) Uani 1 1 d . . . . .
N2 N 0.4041(3) 1.1621(2) 0.0567(2) 0.0298(5) Uani 1 1 d . . . . .
H2 H 0.4657 1.2514 0.0741 0.036 Uiso 1 1 calc R . . . .
N3 N 0.0139(3) 0.8309(3) 0.2392(2) 0.0359(6) Uani 1 1 d . . . . .
O1 O 0.1059(3) 0.6966(2) -0.0809(2) 0.0345(4) Uani 1 1 d . . . . .
O2 O 0.2061(3) 0.7884(2) -0.2216(2) 0.0444(5) Uani 1 1 d . . . . .
O3 O 0.3957(3) 1.0254(3) -0.2408(2) 0.0463(6) Uani 1 1 d . . . . .
H3 H 0.333(5) 0.947(4) -0.239(4) 0.039(10) Uiso 1 1 d . . . . .
O4 O 0.5266(3) 1.2432(3) -0.1289(3) 0.0546(7) Uani 1 1 d . . . . .
O5 O 0.1325(3) 1.2264(2) 0.0645(2) 0.0350(5) Uani 1 1 d . . . . .
O6 O 0.3235(3) 1.4465(2) 0.1677(3) 0.0572(7) Uani 1 1 d . . . . .
O7 O 0.2240(3) 0.6951(3) 0.2109(2) 0.0453(6) Uani 1 1 d . . . . .
H7A H 0.1833 0.6625 0.2663 0.068 Uiso 1 1 d R . . . .
H7B H 0.3069 0.7323 0.2095 0.068 Uiso 1 1 d R . . . .
O8 O -0.1467(3) 0.5342(2) 0.0559(2) 0.0362(5) Uani 1 1 d . . . . .
H8A H -0.2113 0.5353 -0.0245 0.054 Uiso 1 1 d GR . . . .
H8B H -0.1093 0.4773 0.0680 0.054 Uiso 1 1 d GR . . . .
O9 O 0.7978(7) 0.4301(6) 0.3917(5) 0.1328(19) Uani 1 1 d . . . . .
H9A H 0.8665 0.3959 0.3831 0.199 Uiso 1 1 d R . . . .
H9B H 0.7069 0.4242 0.3171 0.199 Uiso 1 1 d R . . . .
H10A H 0.8338 0.4788 0.5649 0.199 Uiso 1 1 d R . . . .
H10B H 0.9647 0.5659 0.7082 0.199 Uiso 1 1 d R . . . .
O10 O 0.8718(5) 0.4917(4) 0.6495(3) 0.0902(11) Uani 1 1 d . . . . .
H11A H 0.4518 0.5042 0.8430 0.135 Uiso 1 1 d R . . . .
H11B H 0.3179 0.4981 0.8856 0.135 Uiso 1 1 d DR . . . .
O11 O 0.3964(4) 0.5425(3) 0.8484(4) 0.0802(10) Uani 1 1 d 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
C1 C2 1.488(4) . ?
C1 O1 1.253(4) . ?
C1 O2 1.254(3) . ?
C2 C3 1.371(4) . ?
C2 N1 1.380(3) . ?
C3 C4 1.481(4) . ?
C3 N2 1.363(4) . ?
C4 O3 1.302(4) . ?
C4 O4 1.219(4) . ?
C5 C6 1.477(4) . ?
C5 N1 1.329(4) . ?
C5 N2 1.352(3) . ?
C6 C7 1.391(4) . ?
C6 C11 1.396(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.390(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.383(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.381(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.392(4) . ?
C11 C12 1.506(4) . ?
C12 O5 1.256(4) . ?
C12 O6 1.245(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.384(4) . ?
C13 N3 1.334(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.383(4) . ?
C15 C15 1.492(5) 2_576 ?
C15 C16 1.387(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.373(5) . ?
C17 H17 0.9300 . ?
C17 N3 1.338(4) . ?
Mn1 N1 2.272(2) . ?
Mn1 N3 2.219(2) . ?
Mn1 O1 2.247(2) . ?
Mn1 O5 2.161(2) 2_575 ?
Mn1 O7 2.171(2) . ?
Mn1 O8 2.187(2) . ?
N2 H2 0.8600 . ?
O3 H3 0.81(4) . ?
O5 Mn1 2.161(2) 2_575 ?
O7 H7A 0.8716 . ?
O7 H7B 0.7586 . ?
O8 H8A 0.9193 . ?
O8 H8B 0.8669 . ?
O9 H9A 0.9688 . ?
O9 H9B 0.9809 . ?
O10 H10A 0.8769 . ?
O10 H10B 0.9060 . ?
O11 H11A 0.8661 . ?
O11 H11B 0.9764 . ?

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 C1 C2 117.0(2) . . ?
O1 C1 O2 124.6(3) . . ?
O2 C1 C2 118.5(3) . . ?
C3 C2 C1 131.3(2) . . ?
C3 C2 N1 109.4(2) . . ?
N1 C2 C1 119.2(2) . . ?
C2 C3 C4 133.4(3) . . ?
N2 C3 C2 105.9(2) . . ?
N2 C3 C4 120.6(3) . . ?
O3 C4 C3 117.7(3) . . ?
O4 C4 C3 119.9(3) . . ?
O4 C4 O3 122.4(3) . . ?
N1 C5 C6 125.6(2) . . ?
N1 C5 N2 110.6(2) . . ?
N2 C5 C6 123.6(2) . . ?
C7 C6 C5 118.0(2) . . ?
C7 C6 C11 119.9(3) . . ?
C11 C6 C5 122.0(2) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 C6 120.0(3) . . ?
C8 C7 H7 120.0 . . ?
C7 C8 H8 119.8 . . ?
C9 C8 C7 120.4(3) . . ?
C9 C8 H8 119.8 . . ?
C8 C9 H9 120.3 . . ?
C10 C9 C8 119.4(3) . . ?
C10 C9 H9 120.3 . . ?
C9 C10 H10 119.4 . . ?
C9 C10 C11 121.2(3) . . ?
C11 C10 H10 119.4 . . ?
C6 C11 C12 122.3(2) . . ?
C10 C11 C6 119.0(3) . . ?
C10 C11 C12 118.5(3) . . ?
O5 C12 C11 116.6(2) . . ?
O6 C12 C11 117.5(3) . . ?
O6 C12 O5 125.9(3) . . ?
C14 C13 H13 118.6 . . ?
N3 C13 H13 118.6 . . ?
N3 C13 C14 122.9(3) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.0(3) . . ?
C15 C14 H14 120.0 . . ?
C14 C15 C15 121.3(3) . 2_576 ?
C14 C15 C16 116.8(3) . . ?
C16 C15 C15 121.9(3) . 2_576 ?
C15 C16 H16 120.1 . . ?
C17 C16 C15 119.8(3) . . ?
C17 C16 H16 120.1 . . ?
C16 C17 H17 118.3 . . ?
N3 C17 C16 123.5(3) . . ?
N3 C17 H17 118.3 . . ?
N3 Mn1 N1 96.14(9) . . ?
N3 Mn1 O1 170.04(9) . . ?
O1 Mn1 N1 74.38(8) . . ?
O5 Mn1 N1 89.19(8) 2_575 . ?
O5 Mn1 N3 91.55(9) 2_575 . ?
O5 Mn1 O1 85.37(8) 2_575 . ?
O5 Mn1 O7 172.90(8) 2_575 . ?
O5 Mn1 O8 86.54(8) 2_575 . ?
O7 Mn1 N1 93.47(9) . . ?
O7 Mn1 N3 94.71(9) . . ?
O7 Mn1 O1 89.00(8) . . ?
O7 Mn1 O8 89.86(9) . . ?
O8 Mn1 N1 170.77(8) . . ?
O8 Mn1 N3 92.16(9) . . ?
O8 Mn1 O1 97.09(8) . . ?
C2 N1 Mn1 110.34(17) . . ?
C5 N1 C2 105.8(2) . . ?
C5 N1 Mn1 142.77(19) . . ?
C3 N2 H2 125.9 . . ?
C5 N2 C3 108.2(2) . . ?
C5 N2 H2 125.9 . . ?
C13 N3 C17 117.0(3) . . ?
C13 N3 Mn1 119.3(2) . . ?
C17 N3 Mn1 123.4(2) . . ?
C1 O1 Mn1 116.92(17) . . ?
C4 O3 H3 111(3) . . ?
C12 O5 Mn1 127.17(18) . 2_575 ?
Mn1 O7 H7A 102.4 . . ?
Mn1 O7 H7B 114.7 . . ?
H7A O7 H7B 137.9 . . ?
Mn1 O8 H8A 92.5 . . ?
Mn1 O8 H8B 109.6 . . ?
H8A O8 H8B 123.2 . . ?
H9A O9 H9B 122.7 . . ?
H10A O10 H10B 126.7 . . ?
H11A O11 H11B 118.1 . . ?

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
N2 H2 O11 0.86 2.00 2.850(4) 167.3 2_676
O3 H3 O2 0.81(4) 1.70(4) 2.516(3) 175(4) .
O7 H7A O10 0.87 1.93 2.675(4) 142.5 2_666
O7 H7B O3 0.76 2.87 3.566(3) 154.0 2_675
O7 H7B O4 0.76 2.12 2.822(3) 153.0 2_675
O8 H8B O1 0.87 1.95 2.778(3) 159.6 2_565
O10 H10A O9 0.88 1.88 2.730(6) 161.9 .
O10 H10B O2 0.91 2.38 3.231(4) 155.7 1_656
O11 H11A O6 0.87 2.15 2.882(5) 141.4 2_676

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
C1 C2 C3 C4 -1.7(5) . . . . ?
C1 C2 C3 N2 -178.7(3) . . . . ?
C1 C2 N1 C5 179.0(2) . . . . ?
C1 C2 N1 Mn1 -10.0(3) . . . . ?
C2 C1 O1 Mn1 12.2(3) . . . . ?
C2 C3 C4 O3 1.3(5) . . . . ?
C2 C3 C4 O4 -176.6(3) . . . . ?
C2 C3 N2 C5 -0.4(3) . . . . ?
C3 C2 N1 C5 -0.2(3) . . . . ?
C3 C2 N1 Mn1 170.82(17) . . . . ?
C4 C3 N2 C5 -177.9(2) . . . . ?
C5 C6 C7 C8 177.6(3) . . . . ?
C5 C6 C11 C10 -176.0(3) . . . . ?
C5 C6 C11 C12 9.6(4) . . . . ?
C6 C5 N1 C2 -175.3(2) . . . . ?
C6 C5 N1 Mn1 18.7(5) . . . . ?
C6 C5 N2 C3 175.7(2) . . . . ?
C6 C7 C8 C9 -1.2(6) . . . . ?
C6 C11 C12 O5 45.1(4) . . . . ?
C6 C11 C12 O6 -135.9(3) . . . . ?
C7 C6 C11 C10 1.5(4) . . . . ?
C7 C6 C11 C12 -173.0(3) . . . . ?
C7 C8 C9 C10 0.7(6) . . . . ?
C8 C9 C10 C11 0.8(6) . . . . ?
C9 C10 C11 C6 -1.9(5) . . . . ?
C9 C10 C11 C12 172.8(3) . . . . ?
C10 C11 C12 O5 -129.3(3) . . . . ?
C10 C11 C12 O6 49.6(4) . . . . ?
C11 C6 C7 C8 0.0(5) . . . . ?
C11 C12 O5 Mn1 158.05(19) . . . 2_575 ?
C13 C14 C15 C15 178.6(3) . . . 2_576 ?
C13 C14 C15 C16 -1.5(5) . . . . ?
C14 C13 N3 C17 0.7(5) . . . . ?
C14 C13 N3 Mn1 -173.5(2) . . . . ?
C14 C15 C16 C17 2.3(6) . . . . ?
C15 C15 C16 C17 -177.9(4) 2_576 . . . ?
C15 C16 C17 N3 -1.6(8) . . . . ?
C16 C17 N3 C13 0.1(6) . . . . ?
C16 C17 N3 Mn1 174.0(4) . . . . ?
N1 C2 C3 C4 177.4(3) . . . . ?
N1 C2 C3 N2 0.4(3) . . . . ?
N1 C5 C6 C7 50.5(4) . . . . ?
N1 C5 C6 C11 -132.0(3) . . . . ?
N1 C5 N2 C3 0.3(3) . . . . ?
N2 C3 C4 O3 178.0(3) . . . . ?
N2 C3 C4 O4 0.0(4) . . . . ?
N2 C5 C6 C7 -124.1(3) . . . . ?
N2 C5 C6 C11 53.4(4) . . . . ?
N2 C5 N1 C2 0.0(3) . . . . ?
N2 C5 N1 Mn1 -166.1(2) . . . . ?
N3 C13 C14 C15 0.1(5) . . . . ?
O1 C1 C2 C3 177.9(3) . . . . ?
O1 C1 C2 N1 -1.1(4) . . . . ?
O2 C1 C2 C3 -2.2(4) . . . . ?
O2 C1 C2 N1 178.8(3) . . . . ?
O2 C1 O1 Mn1 -167.6(2) . . . . ?
O6 C12 O5 Mn1 -20.8(5) . . . 2_575 ?

_olex2_submission_special_instructions 'No special instructions were received'
