# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 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_bwn18308
_database_code_depnum_ccdc_archive 'CCDC 1888535'
loop_
_audit_author_name
_audit_author_address
'Yanna Wang'
;BIT
China
;
_audit_update_record             
;
2019-01-03 deposited with the CCDC.	2019-09-12 downloaded from the CCDC.
;
_audit_creation_date             2018-10-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H6 N10 O4'
_chemical_formula_sum            'C5 H6 N10 O4'
_chemical_formula_weight         270.20
_chemical_melting_point          ?
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'

_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.3805(17)
_cell_length_b                   4.9153(10)
_cell_length_c                   23.694(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.21(3)
_cell_angle_gamma                90
_cell_volume                     966.0(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2246
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      27.4739
_cell_measurement_theta_min      1.7368
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.981
_exptl_absorpt_coefficient_mu    0.160
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.5704
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.858
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1093
_diffrn_reflns_av_unetI/netI     0.1152
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            5844
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        24.983
_diffrn_reflns_theta_max         24.983
_diffrn_reflns_theta_min         1.737
_diffrn_ambient_temperature      153.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1294
_reflns_number_total             1690
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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         0.552
_refine_diff_density_min         -0.521
_refine_diff_density_rms         0.101
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.237
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         1690
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1729
_refine_ls_R_factor_gt           0.1342
_refine_ls_restrained_S_all      1.237
_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)+(0.0266P)²+6.7293P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2124
_refine_ls_wR_factor_ref         0.2317
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
2.a Riding coordinates:
 N4(H4), N2(H2), N9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B)
2.c Aromatic/amide H refined with riding coordinates:
 N6(H6)
;
_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
N7 N 0.3923(7) 0.3787(13) 0.1415(2) 0.0235(15) Uani 1 1 d . . . . .
O1 O 1.3308(6) 0.0271(11) 0.0263(2) 0.0276(13) Uani 1 1 d . . . . .
O2 O 1.1927(6) -0.1417(11) 0.0906(2) 0.0326(14) Uani 1 1 d . . . . .
N1 N 1.2122(7) 0.0289(13) 0.0535(3) 0.0242(15) Uani 1 1 d . . . . .
N4 N 0.9223(7) 0.0808(13) 0.1069(3) 0.0235(15) Uani 1 1 d . . . . .
H4 H 0.978256 -0.053735 0.124447 0.028 Uiso 1 1 d R . . . .
O4 O 0.5037(7) 1.1369(12) 0.3221(2) 0.0411(16) Uani 1 1 d . . . . .
N2 N 1.1053(7) 0.2254(13) 0.0394(3) 0.0251(16) Uani 1 1 d . . . . .
H2 H 1.120546 0.348173 0.013718 0.030 Uiso 1 1 d R . . . .
N10 N 0.5265(8) 1.0273(14) 0.2765(3) 0.0297(17) Uani 1 1 d . . . . .
N6 N 0.5450(7) 0.7358(13) 0.1698(2) 0.0202(14) Uani 1 1 d . . . . .
H6 H 0.619347 0.862426 0.170154 0.024 Uiso 1 1 calc R . . . .
O3 O 0.6346(6) 1.1043(12) 0.2483(2) 0.0348(15) Uani 1 1 d . . . . .
C5 C 0.4474(8) 0.6965(15) 0.2098(3) 0.0223(18) Uani 1 1 d . . . . .
N5 N 0.7722(7) 0.1623(13) 0.1186(3) 0.0244(16) Uani 1 1 d . . . . .
C2 C 0.7374(8) 0.3654(15) 0.0838(3) 0.0201(17) Uani 1 1 d . . . . .
N8 N 0.3554(7) 0.4792(12) 0.1926(3) 0.0226(15) Uani 1 1 d . . . . .
N3 N 0.8542(7) 0.4158(12) 0.0503(2) 0.0198(14) Uani 1 1 d . . . . .
N9 N 0.4250(7) 0.8236(13) 0.2583(3) 0.0262(16) Uani 1 1 d . . . . .
H9 H 0.347103 0.774790 0.277428 0.031 Uiso 1 1 d R . . . .
C1 C 0.9722(9) 0.2317(16) 0.0656(3) 0.0227(18) Uani 1 1 d . . . . .
C3 C 0.5801(9) 0.5183(16) 0.0763(3) 0.0243(18) Uani 1 1 d . . . . .
H3A H 0.598669 0.703401 0.062137 0.029 Uiso 1 1 calc R . . . .
H3B H 0.503457 0.425258 0.046869 0.029 Uiso 1 1 calc R . . . .
C4 C 0.5065(8) 0.5413(15) 0.1283(3) 0.0208(17) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N7 N8 1.383(8) . ?
N7 C4 1.318(9) . ?
O1 N1 1.260(8) . ?
O2 N1 1.243(8) . ?
N1 N2 1.327(8) . ?
N4 H4 0.8800 . ?
N4 N5 1.385(8) . ?
N4 C1 1.341(9) . ?
O4 N10 1.245(8) . ?
N2 H2 0.8800 . ?
N2 C1 1.352(9) . ?
N10 O3 1.259(8) . ?
N10 N9 1.344(9) . ?
N6 H6 0.8800 . ?
N6 C5 1.352(9) . ?
N6 C4 1.375(9) . ?
C5 N8 1.347(9) . ?
C5 N9 1.343(9) . ?
N5 C2 1.301(9) . ?
C2 N3 1.368(9) . ?
C2 C3 1.506(10) . ?
N3 C1 1.351(9) . ?
N9 H9 0.8801 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.460(10) . ?

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
C4 N7 N8 104.6(6) . . ?
O1 N1 N2 115.6(6) . . ?
O2 N1 O1 123.4(6) . . ?
O2 N1 N2 121.1(7) . . ?
N5 N4 H4 124.1 . . ?
C1 N4 H4 124.0 . . ?
C1 N4 N5 111.9(6) . . ?
N1 N2 H2 120.8 . . ?
N1 N2 C1 118.3(7) . . ?
C1 N2 H2 120.9 . . ?
O4 N10 O3 122.8(7) . . ?
O4 N10 N9 115.6(7) . . ?
O3 N10 N9 121.5(7) . . ?
C5 N6 H6 126.3 . . ?
C5 N6 C4 107.4(6) . . ?
C4 N6 H6 126.3 . . ?
N8 C5 N6 106.1(7) . . ?
N9 C5 N6 134.9(7) . . ?
N9 C5 N8 119.0(7) . . ?
C2 N5 N4 102.9(6) . . ?
N5 C2 N3 113.1(6) . . ?
N5 C2 C3 124.8(7) . . ?
N3 C2 C3 121.9(6) . . ?
C5 N8 N7 111.0(6) . . ?
C1 N3 C2 106.3(6) . . ?
N10 N9 H9 121.3 . . ?
C5 N9 N10 117.5(7) . . ?
C5 N9 H9 121.2 . . ?
N4 C1 N2 133.3(7) . . ?
N4 C1 N3 105.9(6) . . ?
N3 C1 N2 120.8(7) . . ?
C2 C3 H3A 108.7 . . ?
C2 C3 H3B 108.7 . . ?
H3A C3 H3B 107.6 . . ?
C4 C3 C2 114.1(6) . . ?
C4 C3 H3A 108.7 . . ?
C4 C3 H3B 108.7 . . ?
N7 C4 N6 110.9(6) . . ?
N7 C4 C3 124.2(7) . . ?
N6 C4 C3 124.9(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
O1 N1 N2 C1 177.5(6) . . . . ?
O2 N1 N2 C1 -1.5(10) . . . . ?
N1 N2 C1 N4 3.1(12) . . . . ?
N1 N2 C1 N3 -175.5(6) . . . . ?
N4 N5 C2 N3 0.8(8) . . . . ?
N4 N5 C2 C3 175.8(7) . . . . ?
O4 N10 N9 C5 -178.8(6) . . . . ?
N6 C5 N8 N7 -0.3(8) . . . . ?
N6 C5 N9 N10 -6.2(12) . . . . ?
O3 N10 N9 C5 2.8(10) . . . . ?
C5 N6 C4 N7 -1.6(8) . . . . ?
C5 N6 C4 C3 177.7(7) . . . . ?
N5 N4 C1 N2 -178.3(8) . . . . ?
N5 N4 C1 N3 0.5(8) . . . . ?
N5 C2 N3 C1 -0.5(8) . . . . ?
N5 C2 C3 C4 33.5(11) . . . . ?
C2 N3 C1 N4 0.0(8) . . . . ?
C2 N3 C1 N2 179.0(7) . . . . ?
C2 C3 C4 N7 -97.1(9) . . . . ?
C2 C3 C4 N6 83.7(9) . . . . ?
N8 N7 C4 N6 1.3(8) . . . . ?
N8 N7 C4 C3 -178.0(6) . . . . ?
N8 C5 N9 N10 175.3(6) . . . . ?
N3 C2 C3 C4 -151.9(7) . . . . ?
N9 C5 N8 N7 178.6(6) . . . . ?
C1 N4 N5 C2 -0.8(8) . . . . ?
C3 C2 N3 C1 -175.7(7) . . . . ?
C4 N7 N8 C5 -0.6(8) . . . . ?
C4 N6 C5 N8 1.1(7) . . . . ?
C4 N6 C5 N9 -177.6(8) . . . . ?

_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_bwn18421a
_database_code_depnum_ccdc_archive 'CCDC 1888539'
loop_
_audit_author_name
_audit_author_address
'Yanna Wang'
;BIT
China
;
_audit_update_record             
;
2019-01-03 deposited with the CCDC.	2019-09-12 downloaded from the CCDC.
;
_audit_creation_date             2018-11-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H12 Cd N10 O8, 2(H2 O)'
_chemical_formula_sum            'C5 H16 Cd N10 O10'
_chemical_formula_weight         488.68
_chemical_melting_point          ?
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'
Cd Cd -0.8075 1.2024 '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'

_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           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   9.916(2)
_cell_length_b                   14.765(3)
_cell_length_c                   11.093(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1624.1(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4876
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      27.4778
_cell_measurement_theta_min      1.8359
_shelx_estimated_absorpt_T_max   0.932
_shelx_estimated_absorpt_T_min   0.871
_exptl_absorpt_coefficient_mu    1.421
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7686
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.999
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0497
_diffrn_reflns_av_unetI/netI     0.0507
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6303
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.530
_diffrn_reflns_theta_min         2.759
_diffrn_ambient_temperature      153.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1713
_reflns_number_total             1928
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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         0.640
_refine_diff_density_min         -1.064
_refine_diff_density_rms         0.130
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.289
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     134
_refine_ls_number_reflns         1928
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0805
_refine_ls_R_factor_gt           0.0684
_refine_ls_restrained_S_all      1.286
_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)+(0.0105P)²+8.8429P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1010
_refine_ls_wR_factor_ref         0.1054
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups, All O(H) groups, All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
O6 \\sim O6A: within 1.7A with sigma of 0.01 and sigma for terminal atoms of
0.01
Uanis(O6) \\sim Ueq, Uanis(O6A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.01
3. Others
 Sof(O6A)=Sof(H6AA)=Sof(H6AB)=1-FVAR(1)
 Sof(O6)=Sof(H6A)=Sof(H6B)=FVAR(1)
4.a Riding coordinates:
 O4(H4), N3(H3), O3(H3A), O5(H5A,H5B), O6(H6A,H6B), O6A(H6AA,H6AB)
4.b Secondary CH2 refined with riding coordinates:
 C3(H3B,H3C)
;
_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
Cd1 Cd 0.75325(6) 0.750000 0.59690(5) 0.01724(17) Uani 1 2 d S T P . .
O4 O 0.8135(6) 0.750000 0.8022(5) 0.0345(15) Uani 1 2 d S T P . .
H4 H 0.836503 0.702310 0.837971 0.041 Uiso 1 1 d R . . . .
N3 N 1.0725(4) 0.5415(3) 0.6141(4) 0.0145(9) Uani 1 1 d . . . . .
H3 H 1.107310 0.492406 0.641888 0.017 Uiso 1 1 d R . . . .
O2 O 0.7636(4) 0.4147(2) 0.7979(4) 0.0257(9) Uani 1 1 d . . . . .
O3 O 0.6863(7) 0.750000 0.4025(5) 0.0305(15) Uani 1 2 d S T P . .
H3A H 0.690843 0.702040 0.362004 0.037 Uiso 1 1 d R . . . .
N1 N 0.9250(4) 0.6466(3) 0.5736(4) 0.0151(9) Uani 1 1 d . . . . .
N5 N 0.8622(5) 0.4513(3) 0.7433(4) 0.0194(10) Uani 1 1 d . . . . .
O1 O 0.9745(4) 0.4128(2) 0.7416(4) 0.0224(9) Uani 1 1 d . . . . .
N2 N 1.1394(5) 0.6044(3) 0.5471(4) 0.0164(10) Uani 1 1 d . . . . .
N4 N 0.8382(4) 0.5291(3) 0.6912(4) 0.0155(9) Uani 1 1 d . . . . .
C1 C 0.9448(5) 0.5676(3) 0.6305(5) 0.0146(11) Uani 1 1 d . . . . .
C3 C 1.0754(8) 0.750000 0.4539(7) 0.0199(17) Uani 1 2 d S T P . .
H3B H 1.018986 0.750000 0.380268 0.024 Uiso 1 2 calc RS T P . .
H3C H 1.171091 0.750001 0.428505 0.024 Uiso 1 2 calc RS T P . .
O5 O 0.6019(4) 0.6392(3) 0.6387(4) 0.0260(10) Uani 1 1 d . . . . .
H5A H 0.553867 0.615854 0.584595 0.031 Uiso 1 1 d R . . . .
H5B H 0.654267 0.595634 0.651975 0.031 Uiso 1 1 d R . . . .
C2 C 1.0475(5) 0.6662(3) 0.5243(5) 0.0157(11) Uani 1 1 d . . . . .
O6 O 0.5909(10) 0.3637(11) 0.5227(10) 0.037(3) Uani 0.483(18) 1 d . U . A 1
H6A H 0.655812 0.397642 0.505057 0.045 Uiso 0.483(18) 1 d R . . A 1
H6B H 0.558382 0.383362 0.587567 0.045 Uiso 0.483(18) 1 d R . . A 1
O6A O 0.5801(9) 0.4203(9) 0.5202(9) 0.033(3) Uani 0.517(18) 1 d . U . A 2
H6AA H 0.561226 0.399727 0.588784 0.040 Uiso 0.517(18) 1 d R . . A 2
H6AB H 0.661326 0.408116 0.505934 0.040 Uiso 0.517(18) 1 d R . . A 2


_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
Cd1 O4 2.354(6) . ?
Cd1 O3 2.256(6) . ?
Cd1 N1 2.302(4) . ?
Cd1 N1 2.302(4) 7_575 ?
Cd1 O5 2.268(4) 7_575 ?
Cd1 O5 2.268(4) . ?
O4 H4 0.8399 . ?
O4 H4 0.8400 7_575 ?
N3 H3 0.8599 . ?
N3 N2 1.362(6) . ?
N3 C1 1.337(6) . ?
O2 N5 1.270(6) . ?
O3 H3A 0.8400 7_575 ?
O3 H3A 0.8400 . ?
N1 C1 1.341(6) . ?
N1 C2 1.363(7) . ?
N5 O1 1.251(6) . ?
N5 N4 1.308(6) . ?
N2 C2 1.315(6) . ?
N4 C1 1.375(7) . ?
C3 H3B 0.9900 . ?
C3 H3C 0.9900 . ?
C3 C2 1.489(6) 7_575 ?
C3 C2 1.489(6) . ?
O5 H5A 0.8401 . ?
O5 H5B 0.8401 . ?
O6 H6A 0.8398 . ?
O6 H6B 0.8400 . ?
O6A H6AA 0.8401 . ?
O6A H6AB 0.8401 . ?

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
O3 Cd1 O4 177.6(2) . . ?
O3 Cd1 N1 96.32(17) . 7_575 ?
O3 Cd1 N1 96.32(17) . . ?
O3 Cd1 O5 90.04(16) . . ?
O3 Cd1 O5 90.04(16) . 7_575 ?
N1 Cd1 O4 85.47(16) 7_575 . ?
N1 Cd1 O4 85.47(16) . . ?
N1 Cd1 N1 83.1(2) 7_575 . ?
O5 Cd1 O4 88.29(15) 7_575 . ?
O5 Cd1 O4 88.29(15) . . ?
O5 Cd1 N1 172.33(15) . 7_575 ?
O5 Cd1 N1 91.96(15) . . ?
O5 Cd1 N1 172.33(15) 7_575 . ?
O5 Cd1 N1 91.96(15) 7_575 7_575 ?
O5 Cd1 O5 92.3(2) 7_575 . ?
Cd1 O4 H4 121.74(3) . 7_575 ?
Cd1 O4 H4 121.7 . . ?
H4 O4 H4 113.9 . 7_575 ?
N2 N3 H3 125.1 . . ?
C1 N3 H3 125.0 . . ?
C1 N3 N2 109.8(4) . . ?
Cd1 O3 H3A 119.7 . . ?
Cd1 O3 H3A 119.73(4) . 7_575 ?
H3A O3 H3A 114.9 . 7_575 ?
C1 N1 Cd1 129.2(4) . . ?
C1 N1 C2 104.1(4) . . ?
C2 N1 Cd1 124.3(3) . . ?
O2 N5 N4 116.4(4) . . ?
O1 N5 O2 119.9(4) . . ?
O1 N5 N4 123.7(5) . . ?
C2 N2 N3 104.0(4) . . ?
N5 N4 C1 116.1(4) . . ?
N3 C1 N1 108.9(5) . . ?
N3 C1 N4 132.5(5) . . ?
N1 C1 N4 118.5(5) . . ?
H3B C3 H3C 107.9 . . ?
C2 C3 H3B 109.1 7_575 . ?
C2 C3 H3B 109.1 . . ?
C2 C3 H3C 109.1 . . ?
C2 C3 H3C 109.1 7_575 . ?
C2 C3 C2 112.4(6) . 7_575 ?
Cd1 O5 H5A 121.7 . . ?
Cd1 O5 H5B 100.3 . . ?
H5A O5 H5B 99.3 . . ?
N1 C2 C3 123.6(5) . . ?
N2 C2 N1 113.1(5) . . ?
N2 C2 C3 123.3(5) . . ?
H6A O6 H6B 106.7 . . ?
H6AA O6A H6AB 107.9 . . ?

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
Cd1 N1 C1 N3 -163.4(3) . . . . ?
Cd1 N1 C1 N4 16.9(7) . . . . ?
Cd1 N1 C2 N2 164.1(3) . . . . ?
Cd1 N1 C2 C3 -14.8(8) . . . . ?
N3 N2 C2 N1 0.3(6) . . . . ?
N3 N2 C2 C3 179.1(5) . . . . ?
O2 N5 N4 C1 -178.9(4) . . . . ?
N5 N4 C1 N3 -0.8(9) . . . . ?
N5 N4 C1 N1 178.8(5) . . . . ?
O1 N5 N4 C1 1.1(7) . . . . ?
N2 N3 C1 N1 1.0(6) . . . . ?
N2 N3 C1 N4 -179.4(5) . . . . ?
C1 N3 N2 C2 -0.8(6) . . . . ?
C1 N1 C2 N2 0.3(6) . . . . ?
C1 N1 C2 C3 -178.5(5) . . . . ?
C2 N1 C1 N3 -0.8(6) . . . . ?
C2 N1 C1 N4 179.6(5) . . . . ?
C2 C3 C2 N1 57.9(9) 7_575 . . . ?
C2 C3 C2 N2 -120.8(6) 7_575 . . . ?

_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_bwn18354
_database_code_depnum_ccdc_archive 'CCDC 1888536'
loop_
_audit_author_name
_audit_author_address
'Yanna Wang'
;Beijing Institute of Technology
China
;
_audit_update_record             
;
2019-09-06 deposited with the CCDC.	2019-09-12 downloaded from the CCDC.
;
_audit_creation_date             2019-09-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H12 Co N10 O8, 2(H2 O)'
_chemical_formula_sum            'C5 H16 Co N10 O10'
_chemical_formula_weight         435.21
_chemical_melting_point          ?
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'
Co Co 0.3494 0.9721 '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'

_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           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   9.826(2)
_cell_length_b                   14.671(3)
_cell_length_c                   10.946(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1578.1(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5238
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      27.4816
_cell_measurement_theta_min      1.3880
_shelx_estimated_absorpt_T_max   0.800
_shelx_estimated_absorpt_T_min   0.775
_exptl_absorpt_coefficient_mu    1.166
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7259
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.832
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             892
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_av_unetI/netI     0.0288
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6001
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_min         2.777
_diffrn_ambient_temperature      153.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  AFC10/Saturn724+
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1806
_reflns_number_total             1866
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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         0.663
_refine_diff_density_min         -0.530
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     124
_refine_ls_number_reflns         1866
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0396
_refine_ls_R_factor_gt           0.0385
_refine_ls_restrained_S_all      1.069
_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)+(0.0389P)²+2.5198P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0937
_refine_ls_wR_factor_ref         0.0945
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups, All O(H) groups, All O(H,H) groups
2.a Riding coordinates:
 O1(H1), O2(H2A,H2B), O3(H3), N3(H3A), O6(H6A,H6B)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
;
_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
Co1 Co 0.26516(4) 0.250000 0.60378(4) 0.01422(14) Uani 1 2 d S T P . .
O5 O 0.47412(16) 0.58815(11) 0.74843(15) 0.0227(4) Uani 1 1 d . . . . .
O1 O 0.2104(3) 0.250000 0.4238(2) 0.0233(5) Uani 1 2 d S T P . .
H1 H 0.209696 0.299030 0.384178 0.028 Uiso 1 1 d R . . . .
O2 O 0.11819(16) 0.14977(11) 0.64305(15) 0.0222(3) Uani 1 1 d . . . . .
H2A H 0.052444 0.139540 0.595949 0.027 Uiso 1 1 d R . . . .
H2B H 0.160374 0.101320 0.658479 0.027 Uiso 1 1 d R . . . .
O4 O 0.26237(17) 0.58661(11) 0.80893(17) 0.0260(4) Uani 1 1 d . . . . .
O3 O 0.3158(3) 0.250000 0.7937(2) 0.0300(6) Uani 1 2 d S T P . .
H3 H 0.281794 0.206120 0.832449 0.036 Uiso 1 1 d R . . . .
N3 N 0.56763(18) 0.45950(12) 0.61544(16) 0.0158(4) Uani 1 1 d . . . . .
H3A H 0.608616 0.505209 0.645807 0.019 Uiso 1 1 d R . . . .
N5 N 0.36038(18) 0.54947(12) 0.75253(17) 0.0174(4) Uani 1 1 d . . . . .
N4 N 0.33454(18) 0.47114(12) 0.70044(17) 0.0171(4) Uani 1 1 d . . . . .
N1 N 0.41976(17) 0.35142(11) 0.58003(16) 0.0149(4) Uani 1 1 d . . . . .
N2 N 0.63490(18) 0.39695(12) 0.54538(16) 0.0176(4) Uani 1 1 d . . . . .
C2 C 0.5420(2) 0.33401(14) 0.52578(18) 0.0160(4) Uani 1 1 d . . . . .
C3 C 0.4401(2) 0.43162(14) 0.63661(18) 0.0145(4) Uani 1 1 d . . . . .
C1 C 0.5682(3) 0.250000 0.4525(3) 0.0191(6) Uani 1 2 d S T P . .
H1A H 0.508685 0.250000 0.379534 0.023 Uiso 1 2 calc RS T P . .
H1B H 0.663890 0.249999 0.424269 0.023 Uiso 1 2 calc RS T P . .
O6 O 0.9174(2) 0.3859(3) 0.4889(2) 0.0972(14) Uani 1 1 d . . . . .
H6A H 0.834637 0.397372 0.500378 0.117 Uiso 1 1 d R . . . .
H6B H 0.933727 0.387302 0.413628 0.117 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
Co1 O1 2.042(2) . ?
Co1 O2 2.1054(16) 7_565 ?
Co1 O2 2.1054(16) . ?
Co1 O3 2.138(2) . ?
Co1 N1 2.1423(17) 7_565 ?
Co1 N1 2.1423(17) . ?
O5 N5 1.254(2) . ?
O1 H1 0.8400 . ?
O1 H1 0.8400 7_565 ?
O2 H2A 0.8401 . ?
O2 H2B 0.8400 . ?
O4 N5 1.267(2) . ?
O3 H3 0.8400 . ?
O3 H3 0.8400 7_565 ?
N3 H3A 0.8500 . ?
N3 N2 1.366(2) . ?
N3 C3 1.339(3) . ?
N5 N4 1.308(2) . ?
N4 C3 1.378(3) . ?
N1 C2 1.364(3) . ?
N1 C3 1.345(3) . ?
N2 C2 1.316(3) . ?
C2 C1 1.493(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
O6 H6A 0.8401 . ?
O6 H6B 0.8400 . ?

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 Co1 O2 90.93(7) . 7_565 ?
O1 Co1 O2 90.93(7) . . ?
O1 Co1 O3 178.18(11) . . ?
O1 Co1 N1 94.00(7) . . ?
O1 Co1 N1 94.00(7) . 7_565 ?
O2 Co1 O2 88.60(9) 7_565 . ?
O2 Co1 O3 87.77(7) 7_565 . ?
O2 Co1 O3 87.77(7) . . ?
O2 Co1 N1 175.07(7) . . ?
O2 Co1 N1 175.07(7) 7_565 7_565 ?
O2 Co1 N1 91.50(7) . 7_565 ?
O2 Co1 N1 91.50(7) 7_565 . ?
O3 Co1 N1 87.31(7) . 7_565 ?
O3 Co1 N1 87.31(7) . . ?
N1 Co1 N1 87.98(9) 7_565 . ?
Co1 O1 H1 120.0 . . ?
Co1 O1 H1 120.022(13) . 7_565 ?
H1 O1 H1 117.8 . 7_565 ?
Co1 O2 H2A 121.8 . . ?
Co1 O2 H2B 107.1 . . ?
H2A O2 H2B 110.6 . . ?
Co1 O3 H3 113.5 . . ?
Co1 O3 H3 113.48(4) . 7_565 ?
H3 O3 H3 100.1 . 7_565 ?
N2 N3 H3A 121.3 . . ?
C3 N3 H3A 128.1 . . ?
C3 N3 N2 110.18(17) . . ?
O5 N5 O4 120.01(17) . . ?
O5 N5 N4 123.71(18) . . ?
O4 N5 N4 116.28(17) . . ?
N5 N4 C3 116.40(18) . . ?
C2 N1 Co1 123.17(14) . . ?
C3 N1 Co1 131.08(14) . . ?
C3 N1 C2 103.53(17) . . ?
C2 N2 N3 103.13(17) . . ?
N1 C2 C1 122.7(2) . . ?
N2 C2 N1 114.11(18) . . ?
N2 C2 C1 123.2(2) . . ?
N3 C3 N4 131.58(19) . . ?
N3 C3 N1 109.05(18) . . ?
N1 C3 N4 119.35(18) . . ?
C2 C1 C2 111.3(2) 7_565 . ?
C2 C1 H1A 109.4 . . ?
C2 C1 H1A 109.4 7_565 . ?
C2 C1 H1B 109.4 . . ?
C2 C1 H1B 109.4 7_565 . ?
H1A C1 H1B 108.0 . . ?
H6A O6 H6B 109.0 . . ?

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
Co1 N1 C2 N2 -164.41(14) . . . . ?
Co1 N1 C2 C1 14.6(3) . . . . ?
Co1 N1 C3 N3 163.35(14) . . . . ?
Co1 N1 C3 N4 -18.0(3) . . . . ?
O5 N5 N4 C3 -1.1(3) . . . . ?
O4 N5 N4 C3 178.52(19) . . . . ?
N3 N2 C2 N1 -0.8(2) . . . . ?
N3 N2 C2 C1 -179.8(2) . . . . ?
N5 N4 C3 N3 -1.1(3) . . . . ?
N5 N4 C3 N1 -179.43(18) . . . . ?
N1 C2 C1 C2 -57.0(3) . . . 7_565 ?
N2 N3 C3 N4 -179.3(2) . . . . ?
N2 N3 C3 N1 -0.9(2) . . . . ?
N2 C2 C1 C2 121.9(2) . . . 7_565 ?
C2 N1 C3 N3 0.4(2) . . . . ?
C2 N1 C3 N4 179.00(18) . . . . ?
C3 N3 N2 C2 1.0(2) . . . . ?
C3 N1 C2 N2 0.3(2) . . . . ?
C3 N1 C2 C1 179.3(2) . . . . ?

_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_bwn18355_pl
_database_code_depnum_ccdc_archive 'CCDC 1888538'
loop_
_audit_author_name
_audit_author_address
'Yanna Wang'
;Beijing Institute of Technology
China
;
_audit_update_record             
;
2019-09-06 deposited with the CCDC.	2019-09-12 downloaded from the CCDC.
;
_audit_creation_date             2019-09-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H12 N10 O8 Zn, 2(H2 O)'
_chemical_formula_sum            'C5 H16 N10 O10 Zn'
_chemical_formula_weight         441.65
_chemical_melting_point          ?
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'

_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           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z-1/2'
'x, -y-1/2, z'

_cell_length_a                   9.775(2)
_cell_length_b                   14.662(3)
_cell_length_c                   11.057(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1584.7(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5072
_cell_measurement_temperature    163(2)
_cell_measurement_theta_max      27.4546
_cell_measurement_theta_min      1.3888
_shelx_estimated_absorpt_T_max   0.867
_shelx_estimated_absorpt_T_min   0.816
_exptl_absorpt_coefficient_mu    1.628
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7969
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.851
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0473
_diffrn_reflns_av_unetI/netI     0.0408
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6112
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.464
_diffrn_reflns_theta_min         2.778
_diffrn_ambient_temperature      163.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  AFC10\SATURN724+
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1708
_reflns_number_total             1856
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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         0.441
_refine_diff_density_min         -0.656
_refine_diff_density_rms         0.092
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.121
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     134
_refine_ls_number_reflns         1856
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0484
_refine_ls_R_factor_gt           0.0437
_refine_ls_restrained_S_all      1.121
_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)+(0.0362P)²+2.3930P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0971
_refine_ls_wR_factor_ref         0.1003
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups, All O(H) groups, All O(H,H) groups
2. Others
 Sof(O3A)=Sof(H3AA)=Sof(H3AB)=1-FVAR(1)
 Sof(O3)=Sof(H3C)=Sof(H3D)=FVAR(1)
3.a Riding coordinates:
 O4(H4), O5(H5A,H5B), O6(H6), N3(H3), O3(H3C,H3D), O3A(H3AA,H3AB)
3.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B)
;
_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
Zn1 Zn 0.75984(4) 0.750000 0.39968(4) 0.01508(15) Uani 1 2 d S T P . .
O4 O 0.7008(3) 0.750000 0.5783(3) 0.0236(6) Uani 1 2 d S T P . .
H4 H 0.711517 0.798310 0.618040 0.028 Uiso 1 1 d R . . . .
O2 O 0.97383(19) 0.41315(13) 0.25233(18) 0.0220(4) Uani 1 1 d . . . A 2
O5 O 0.61257(19) 0.84879(13) 0.35689(19) 0.0228(4) Uani 1 1 d . . . . .
H5A H 0.556970 0.863822 0.411273 0.027 Uiso 1 1 d R . . . .
H5B H 0.655850 0.894852 0.332853 0.027 Uiso 1 1 d R . . . .
O1 O 0.7612(2) 0.41425(13) 0.1916(2) 0.0250(5) Uani 1 1 d . . . B 1
O6 O 0.8162(3) 0.750000 0.2090(3) 0.0282(7) Uani 1 2 d S T P . .
H6 H 0.802554 0.785860 0.150957 0.034 Uiso 1 1 d R . . . .
N1 N 0.8589(2) 0.45162(14) 0.2483(2) 0.0176(5) Uani 1 1 d . . . . .
N3 N 1.0663(2) 0.54134(15) 0.3851(2) 0.0166(5) Uani 1 1 d . . . . .
H3 H 1.103579 0.493344 0.357329 0.020 Uiso 1 1 d R . . . .
N4 N 1.1334(2) 0.60373(15) 0.4562(2) 0.0184(5) Uani 1 1 d . . . . .
N5 N 0.9161(2) 0.64852(14) 0.4233(2) 0.0152(5) Uani 1 1 d . . . . .
N2 N 0.8319(2) 0.52944(14) 0.3011(2) 0.0172(5) Uani 1 1 d . . . . .
C1 C 0.9377(3) 0.56879(17) 0.3651(2) 0.0155(5) Uani 1 1 d . . . . .
C2 C 1.0393(3) 0.66621(17) 0.4769(2) 0.0164(5) Uani 1 1 d . . . . .
C3 C 1.0655(4) 0.750000 0.5499(4) 0.0191(8) Uani 1 2 d S T P . .
H3A H 1.005342 0.750001 0.621949 0.023 Uiso 1 2 calc RS T P . .
H3B H 1.161591 0.750000 0.578104 0.023 Uiso 1 2 calc RS T P . .
O3 O 0.4250(7) 0.5873(16) 0.5086(6) 0.040(3) Uani 0.52(4) 1 d . . . C 1
H3C H 0.436285 0.603504 0.580750 0.048 Uiso 0.52(4) 1 d R . . C 1
H3D H 0.344635 0.601214 0.489100 0.048 Uiso 0.52(4) 1 d R . . C 1
O3A O 0.4109(8) 0.6376(17) 0.5186(8) 0.040(4) Uani 0.48(4) 1 d . . . C 2
H3AA H 0.341235 0.612519 0.489011 0.048 Uiso 0.48(4) 1 d R . . C 2
H3AB H 0.437695 0.615329 0.584441 0.048 Uiso 0.48(4) 1 d R . . C 2


_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 O4 2.058(3) . ?
Zn1 O5 2.0963(19) 8_575 ?
Zn1 O5 2.0963(19) . ?
Zn1 O6 2.179(3) . ?
Zn1 N5 2.149(2) 8_575 ?
Zn1 N5 2.149(2) . ?
O4 H4 0.8401 . ?
O4 H4 0.8401 8_575 ?
O2 N1 1.258(3) . ?
O5 H5A 0.8399 . ?
O5 H5B 0.8401 . ?
O1 N1 1.267(3) . ?
O6 H6 0.8401 . ?
O6 H6 0.8401 8_575 ?
N1 N2 1.309(3) . ?
N3 H3 0.8501 . ?
N3 N4 1.373(3) . ?
N3 C1 1.338(3) . ?
N4 C2 1.318(3) . ?
N5 C1 1.351(3) . ?
N5 C2 1.366(3) . ?
N2 C1 1.379(3) . ?
C2 C3 1.492(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
O3 H3C 0.8400 . ?
O3 H3D 0.8400 . ?
O3A H3AA 0.8401 . ?
O3A H3AB 0.8401 . ?

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 Zn1 O5 91.37(9) . . ?
O4 Zn1 O5 91.37(9) . 8_575 ?
O4 Zn1 O6 178.33(12) . . ?
O4 Zn1 N5 94.76(9) . 8_575 ?
O4 Zn1 N5 94.76(9) . . ?
O5 Zn1 O5 87.42(11) . 8_575 ?
O5 Zn1 O6 87.42(8) 8_575 . ?
O5 Zn1 O6 87.43(8) . . ?
O5 Zn1 N5 92.13(8) 8_575 . ?
O5 Zn1 N5 92.13(8) . 8_575 ?
O5 Zn1 N5 173.86(8) 8_575 8_575 ?
O5 Zn1 N5 173.86(8) . . ?
N5 Zn1 O6 86.44(8) . . ?
N5 Zn1 O6 86.44(9) 8_575 . ?
N5 Zn1 N5 87.66(11) . 8_575 ?
Zn1 O4 H4 117.83(3) . 8_575 ?
Zn1 O4 H4 117.8 . . ?
H4 O4 H4 114.9 . 8_575 ?
Zn1 O5 H5A 117.7 . . ?
Zn1 O5 H5B 106.3 . . ?
H5A O5 H5B 110.0 . . ?
Zn1 O6 H6 134.35(4) . 8_575 ?
Zn1 O6 H6 134.3 . . ?
H6 O6 H6 77.5 . 8_575 ?
O2 N1 N2 123.7(2) . . ?
O1 N1 N2 116.5(2) . . ?
N4 N3 H3 123.6 . . ?
C1 N3 H3 126.3 . . ?
C1 N3 N4 110.1(2) . . ?
C2 N4 N3 103.2(2) . . ?
C1 N5 Zn1 130.70(18) . . ?
C1 N5 C2 103.5(2) . . ?
C2 N5 Zn1 123.20(17) . . ?
N1 N2 C1 116.3(2) . . ?
N3 C1 N5 109.1(2) . . ?
N3 C1 N2 131.6(2) . . ?
N5 C1 N2 119.3(2) . . ?
N4 C2 N5 114.0(2) . . ?
N4 C2 C3 123.1(3) . . ?
N5 C2 C3 122.8(3) . . ?
C2 C3 C2 110.8(3) 8_575 . ?
C2 C3 H3A 109.5 8_575 . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 8_575 . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 108.1 . . ?
H3C O3 H3D 107.3 . . ?
H3AA O3A H3AB 114.8 . . ?

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
Zn1 N5 C1 N3 162.36(18) . . . . ?
Zn1 N5 C1 N2 -19.1(4) . . . . ?
Zn1 N5 C2 N4 -163.65(18) . . . . ?
Zn1 N5 C2 C3 15.0(4) . . . . ?
O2 N1 N2 C1 -0.7(4) . . . . ?
O1 N1 N2 C1 178.6(2) . . . . ?
N1 N2 C1 N3 -0.8(4) . . . . ?
N1 N2 C1 N5 -179.0(2) . . . . ?
N3 N4 C2 N5 -0.4(3) . . . . ?
N3 N4 C2 C3 -179.0(3) . . . . ?
N4 N3 C1 N5 -0.9(3) . . . . ?
N4 N3 C1 N2 -179.3(3) . . . . ?
N4 C2 C3 C2 121.0(3) . . . 8_575 ?
N5 C2 C3 C2 -57.5(4) . . . 8_575 ?
C1 N3 N4 C2 0.8(3) . . . . ?
C1 N5 C2 N4 -0.2(3) . . . . ?
C1 N5 C2 C3 178.5(3) . . . . ?
C2 N5 C1 N3 0.6(3) . . . . ?
C2 N5 C1 N2 179.2(2) . . . . ?

_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_bwn18353-a
_database_code_depnum_ccdc_archive 'CCDC 1888537'
loop_
_audit_author_name
_audit_author_address
'Yanna Wang'
;Beijing Institute of Technology
China
;
_audit_update_record             
;
2019-09-06 deposited with the CCDC.	2019-09-12 downloaded from the CCDC.
;
_audit_creation_date             2019-09-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H12 N10 Ni O8, 2(H2 O)'
_chemical_formula_sum            'C5 H16 N10 Ni O10'
_chemical_formula_weight         434.99
_chemical_melting_point          ?
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'
Ni Ni 0.3393 1.1124 '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'

_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           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   9.6991(19)
_cell_length_b                   14.573(3)
_cell_length_c                   11.082(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1566.3(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5018
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      27.4816
_cell_measurement_theta_min      1.3974
_shelx_estimated_absorpt_T_max   0.880
_shelx_estimated_absorpt_T_min   0.847
_exptl_absorpt_coefficient_mu    1.317
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7078
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.845
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6025
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.473
_diffrn_reflns_theta_min         2.795
_diffrn_ambient_temperature      153.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  AFC10\SATURN724+
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1739
_reflns_number_total             1846
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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         0.613
_refine_diff_density_min         -0.588
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     134
_refine_ls_number_reflns         1846
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0427
_refine_ls_R_factor_gt           0.0400
_refine_ls_restrained_S_all      1.103
_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)+(0.0351P)²+2.3571P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0923
_refine_ls_wR_factor_ref         0.0940
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups, All O(H) groups, All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
O6A \\sim O6: within 1.7A with sigma of 0.01 and sigma for terminal atoms of
0.01
Uanis(O6A) \\sim Ueq, Uanis(O6) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
3. Others
 Sof(O6A)=Sof(H6AA)=Sof(H6AB)=1-FVAR(1)
 Sof(O6)=Sof(H6A)=Sof(H6B)=FVAR(1)
4.a Riding coordinates:
 O3(H3), O4(H4), O5(H5A,H5B), O6(H6A,H6B), O6A(H6AA,H6AB)
4.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B)
4.c Aromatic/amide H refined with riding coordinates:
 N4(H4A)
;
_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
Ni1 Ni 0.23880(4) 0.750000 0.89423(4) 0.01345(14) Uani 1 2 d S T P . .
O3 O 0.1849(3) 0.750000 0.7104(2) 0.0249(6) Uani 1 2 d S T P . .
H3 H 0.205820 0.703960 0.668597 0.030 Uiso 1 1 d R . . . .
O4 O 0.3000(3) 0.750000 1.0696(2) 0.0204(5) Uani 1 2 d S T P . .
H4 H 0.295316 0.702510 1.112383 0.024 Uiso 1 1 d R . . . .
N4 N -0.0637(2) 0.54082(14) 0.88517(17) 0.0154(4) Uani 1 1 d . . . . .
H4A H -0.100478 0.489891 0.857212 0.018 Uiso 1 1 calc R . . . .
O5 O 0.38794(17) 0.65306(12) 0.85404(16) 0.0210(4) Uani 1 1 d . . . . .
H5A H 0.342433 0.605952 0.836034 0.025 Uiso 1 1 d R . . . .
H5B H 0.437303 0.639272 0.913644 0.025 Uiso 1 1 d R . . . .
O1 O 0.02645(18) 0.41319(12) 0.74984(16) 0.0224(4) Uani 1 1 d . . . A 1
N3 N 0.0875(2) 0.64949(13) 0.92037(17) 0.0142(4) Uani 1 1 d . . . . .
N5 N -0.1300(2) 0.60306(14) 0.95762(18) 0.0171(4) Uani 1 1 d . . . . .
N2 N 0.1702(2) 0.52958(13) 0.79707(18) 0.0159(4) Uani 1 1 d . . . . .
O2 O 0.23888(18) 0.41411(12) 0.68551(18) 0.0250(4) Uani 1 1 d . . . B 2
N1 N 0.1417(2) 0.45169(13) 0.74449(18) 0.0171(4) Uani 1 1 d . . . . .
C1 C 0.0652(2) 0.56891(15) 0.8633(2) 0.0141(5) Uani 1 1 d . . . . .
C3 C -0.0599(4) 0.750000 1.0512(3) 0.0179(7) Uani 1 2 d S T P . .
H3A H -0.156066 0.750000 1.081140 0.021 Uiso 1 2 calc RS T P . .
H3B H 0.002602 0.750001 1.121788 0.021 Uiso 1 2 calc RS T P . .
C2 C -0.0351(2) 0.66596(15) 0.9769(2) 0.0149(5) Uani 1 1 d . . . . .
O6 O 0.5743(6) 0.5885(8) 1.0066(5) 0.0382(19) Uani 0.530(19) 1 d . U . C 1
H6A H 0.651911 0.576518 0.976839 0.046 Uiso 0.530(19) 1 d R . . C 1
H6B H 0.589121 0.616968 1.071229 0.046 Uiso 0.530(19) 1 d R . . C 1
O6A O 0.5892(7) 0.6382(9) 1.0177(6) 0.037(2) Uani 0.470(19) 1 d . U . C 2
H6AA H 0.589282 0.641899 1.093304 0.044 Uiso 0.470(19) 1 d R . . C 2
H6AB H 0.656732 0.604379 1.001064 0.044 Uiso 0.470(19) 1 d R . . C 2


_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
Ni1 O3 2.103(2) . ?
Ni1 O4 2.032(2) . ?
Ni1 O5 2.0703(17) 7_575 ?
Ni1 O5 2.0704(17) . ?
Ni1 N3 2.094(2) . ?
Ni1 N3 2.0938(19) 7_575 ?
O3 H3 0.8400 . ?
O3 H3 0.8400 7_575 ?
O4 H4 0.8401 . ?
O4 H4 0.8402 7_575 ?
N4 H4A 0.8800 . ?
N4 N5 1.372(3) . ?
N4 C1 1.337(3) . ?
O5 H5A 0.8402 . ?
O5 H5B 0.8401 . ?
O1 N1 1.252(3) . ?
N3 C1 1.351(3) . ?
N3 C2 1.365(3) . ?
N5 C2 1.317(3) . ?
N2 N1 1.306(3) . ?
N2 C1 1.380(3) . ?
O2 N1 1.271(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C2 1.495(3) 7_575 ?
C3 C2 1.495(3) . ?
O6 H6A 0.8400 . ?
O6 H6B 0.8399 . ?
O6A H6AA 0.8400 . ?
O6A H6AB 0.8401 . ?

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 Ni1 O3 177.40(11) . . ?
O4 Ni1 O5 90.09(7) . . ?
O4 Ni1 O5 90.09(8) . 7_575 ?
O4 Ni1 N3 94.16(8) . 7_575 ?
O4 Ni1 N3 94.16(8) . . ?
O5 Ni1 O3 88.01(7) . . ?
O5 Ni1 O3 88.02(8) 7_575 . ?
O5 Ni1 O5 86.05(10) 7_575 . ?
O5 Ni1 N3 175.49(7) 7_575 . ?
O5 Ni1 N3 92.42(7) . . ?
O5 Ni1 N3 92.42(7) 7_575 7_575 ?
O5 Ni1 N3 175.49(7) . 7_575 ?
N3 Ni1 O3 87.69(8) . . ?
N3 Ni1 O3 87.69(8) 7_575 . ?
N3 Ni1 N3 88.78(11) 7_575 . ?
Ni1 O3 H3 118.3 . . ?
Ni1 O3 H3 118.27(3) . 7_575 ?
H3 O3 H3 106.0 . 7_575 ?
Ni1 O4 H4 121.6 . . ?
Ni1 O4 H4 121.58(2) . 7_575 ?
H4 O4 H4 110.9 . 7_575 ?
N5 N4 H4A 125.0 . . ?
C1 N4 H4A 125.0 . . ?
C1 N4 N5 110.01(19) . . ?
Ni1 O5 H5A 104.0 . . ?
Ni1 O5 H5B 113.1 . . ?
H5A O5 H5B 106.9 . . ?
C1 N3 Ni1 130.94(16) . . ?
C1 N3 C2 103.21(19) . . ?
C2 N3 Ni1 123.44(15) . . ?
C2 N5 N4 103.15(19) . . ?
N1 N2 C1 116.20(19) . . ?
O1 N1 N2 123.9(2) . . ?
O2 N1 N2 116.52(19) . . ?
N4 C1 N3 109.3(2) . . ?
N4 C1 N2 131.3(2) . . ?
N3 C1 N2 119.4(2) . . ?
H3A C3 H3B 108.2 . . ?
C2 C3 H3A 109.7 7_575 . ?
C2 C3 H3A 109.7 . . ?
C2 C3 H3B 109.7 7_575 . ?
C2 C3 H3B 109.7 . . ?
C2 C3 C2 110.0(3) 7_575 . ?
N3 C2 C3 122.5(2) . . ?
N5 C2 N3 114.3(2) . . ?
N5 C2 C3 123.2(2) . . ?
H6A O6 H6B 106.5 . . ?
H6AA O6A H6AB 104.8 . . ?

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
Ni1 N3 C1 N4 -161.95(15) . . . . ?
Ni1 N3 C1 N2 18.8(3) . . . . ?
Ni1 N3 C2 N5 163.15(15) . . . . ?
Ni1 N3 C2 C3 -15.0(3) . . . . ?
N4 N5 C2 N3 1.0(3) . . . . ?
N4 N5 C2 C3 179.2(2) . . . . ?
N5 N4 C1 N3 0.2(3) . . . . ?
N5 N4 C1 N2 179.3(2) . . . . ?
N1 N2 C1 N4 0.8(4) . . . . ?
N1 N2 C1 N3 179.9(2) . . . . ?
C1 N4 N5 C2 -0.7(2) . . . . ?
C1 N3 C2 N5 -0.9(3) . . . . ?
C1 N3 C2 C3 -179.1(2) . . . . ?
C1 N2 N1 O1 1.1(3) . . . . ?
C1 N2 N1 O2 -178.5(2) . . . . ?
C2 N3 C1 N4 0.4(2) . . . . ?
C2 N3 C1 N2 -178.9(2) . . . . ?
C2 C3 C2 N3 56.9(4) 7_575 . . . ?
C2 C3 C2 N5 -121.1(2) 7_575 . . . ?

_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_bwn18357_pl
_database_code_depnum_ccdc_archive 'CCDC 1888540'
loop_
_audit_author_name
_audit_author_address
'Yanna Wang'
;Beijing Institute of Technology
China
;
_audit_update_record             
;
2019-09-06 deposited with the CCDC.	2019-09-12 downloaded from the CCDC.
;
_audit_creation_date             2019-09-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H10 Fe N10 O9, 4(H2 O)'
_chemical_formula_sum            'C5 H18 Fe N10 O13'
_chemical_formula_weight         482.14
_chemical_melting_point          ?
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'
Fe Fe 0.3463 0.8444 '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'

_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           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, z-1/2'

_cell_length_a                   8.4366(17)
_cell_length_b                   9.839(2)
_cell_length_c                   20.798(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1726.4(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5356
_cell_measurement_temperature    163(2)
_cell_measurement_theta_max      27.4739
_cell_measurement_theta_min      2.0699
_shelx_estimated_absorpt_T_max   0.876
_shelx_estimated_absorpt_T_min   0.823
_exptl_absorpt_coefficient_mu    0.968
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7872
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.855
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            6354
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.486
_diffrn_reflns_theta_min         3.109
_diffrn_ambient_temperature      163.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  AFC10\SATURN724+
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1862
_reflns_number_total             1975
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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         0.336
_refine_diff_density_min         -0.336
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     133
_refine_ls_number_reflns         1975
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0368
_refine_ls_restrained_S_all      1.103
_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)+(0.0352P)²+1.8961P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0864
_refine_ls_wR_factor_ref         0.0883
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H) groups, All O(H,H) groups
2.a Riding coordinates:
 O5(H5A,H5B), O4(H4A,H4B), O7(H7A,H7B), O6(H6A,H6B), N3(H3)
;
_atom_sites_solution_hydrogens   difmap
_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
Fe1 Fe 0.250000 0.250000 0.39981(2) 0.01255(13) Uani 1 2 d S T P . .
O5 O 0.15928(16) 0.45579(14) 0.40375(6) 0.0155(3) Uani 1 1 d . . . . .
H5A H 0.067812 0.460688 0.419528 0.019 Uiso 1 1 d R . . . .
H5B H 0.153762 0.488818 0.366578 0.019 Uiso 1 1 d R . . . .
O4 O 0.09929(16) 0.19130(15) 0.32275(7) 0.0198(3) Uani 1 1 d . . . . .
H4A H 0.074586 0.241985 0.291839 0.024 Uiso 1 1 d R . . . .
H4B H 0.009516 0.172665 0.337849 0.024 Uiso 1 1 d R . . . .
O2 O 0.84759(16) 0.45949(14) 0.45345(7) 0.0183(3) Uani 1 1 d . . . . .
O1 O 0.82137(18) 0.43798(17) 0.34959(7) 0.0245(4) Uani 1 1 d . . . . .
O3 O 0.250000 0.250000 0.63438(10) 0.0234(5) Uani 1 2 d S T P . .
O7 O 0.8360(2) 0.42394(17) 0.71172(8) 0.0319(4) Uani 1 1 d . . . . .
H7A H 0.891936 0.353388 0.713024 0.038 Uiso 1 1 d R . . . .
H7B H 0.867986 0.480368 0.739104 0.038 Uiso 1 1 d R . . . .
O6 O 0.5064(2) 0.35599(19) 0.72149(8) 0.0368(4) Uani 1 1 d . . . . .
H6A H 0.601518 0.381300 0.721779 0.044 Uiso 1 1 d R . . . .
H6B H 0.468708 0.371180 0.684820 0.044 Uiso 1 1 d R . . . .
N5 N 0.41648(18) 0.29838(16) 0.47601(8) 0.0133(3) Uani 1 1 d . . . . .
N1 N 0.7676(2) 0.42337(18) 0.40449(8) 0.0158(3) Uani 1 1 d . . . . .
N3 N 0.62293(19) 0.37401(17) 0.52885(8) 0.0148(3) Uani 1 1 d . . . . .
H3 H 0.705970 0.418417 0.538544 0.018 Uiso 1 1 d R . . . .
N4 N 0.51613(19) 0.33855(16) 0.57501(8) 0.0159(3) Uani 1 1 d . . . . .
N2 N 0.62506(19) 0.36878(18) 0.40970(8) 0.0168(3) Uani 1 1 d . . . . .
C1 C 0.5634(2) 0.35027(18) 0.46977(9) 0.0135(4) Uani 1 1 d . . . . .
C2 C 0.3947(2) 0.29391(19) 0.54104(9) 0.0139(4) Uani 1 1 d . . . . .
C3 C 0.250000 0.250000 0.57604(13) 0.0156(5) Uani 1 2 d S T P . .


_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
Fe1 O5 2.1661(14) . ?
Fe1 O5 2.1661(14) 2 ?
Fe1 O4 2.1258(14) 2 ?
Fe1 O4 2.1258(14) . ?
Fe1 N5 2.1705(16) . ?
Fe1 N5 2.1705(16) 2 ?
O5 H5A 0.8400 . ?
O5 H5B 0.8399 . ?
O4 H4A 0.8399 . ?
O4 H4B 0.8401 . ?
O2 N1 1.272(2) . ?
O1 N1 1.237(2) . ?
O3 C3 1.213(4) . ?
O7 H7A 0.8400 . ?
O7 H7B 0.8400 . ?
O6 H6A 0.8402 . ?
O6 H6B 0.8397 . ?
N5 C1 1.347(2) . ?
N5 C2 1.366(2) . ?
N1 N2 1.322(2) . ?
N3 H3 0.8499 . ?
N3 N4 1.362(2) . ?
N3 C1 1.348(2) . ?
N4 C2 1.320(2) . ?
N2 C1 1.366(3) . ?
C2 C3 1.486(2) . ?

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
O5 Fe1 O5 175.67(7) 2 . ?
O5 Fe1 N5 87.06(6) 2 . ?
O5 Fe1 N5 87.06(6) . 2 ?
O5 Fe1 N5 89.77(6) . . ?
O5 Fe1 N5 89.77(6) 2 2 ?
O4 Fe1 O5 94.08(5) . . ?
O4 Fe1 O5 89.19(5) 2 . ?
O4 Fe1 O5 89.19(5) . 2 ?
O4 Fe1 O5 94.08(5) 2 2 ?
O4 Fe1 O4 82.13(8) 2 . ?
O4 Fe1 N5 95.96(6) 2 . ?
O4 Fe1 N5 175.67(6) 2 2 ?
O4 Fe1 N5 175.67(6) . . ?
O4 Fe1 N5 95.96(6) . 2 ?
N5 Fe1 N5 86.20(9) . 2 ?
Fe1 O5 H5A 113.1 . . ?
Fe1 O5 H5B 110.3 . . ?
H5A O5 H5B 106.6 . . ?
Fe1 O4 H4A 124.3 . . ?
Fe1 O4 H4B 108.5 . . ?
H4A O4 H4B 101.1 . . ?
H7A O7 H7B 110.1 . . ?
H6A O6 H6B 108.4 . . ?
C1 N5 Fe1 127.48(13) . . ?
C1 N5 C2 103.38(16) . . ?
C2 N5 Fe1 128.98(13) . . ?
O2 N1 N2 122.04(16) . . ?
O1 N1 O2 120.80(17) . . ?
O1 N1 N2 117.16(16) . . ?
N4 N3 H3 120.7 . . ?
C1 N3 H3 127.8 . . ?
C1 N3 N4 110.60(15) . . ?
C2 N4 N3 102.79(16) . . ?
N1 N2 C1 118.41(16) . . ?
N5 C1 N3 108.71(16) . . ?
N5 C1 N2 119.28(17) . . ?
N3 C1 N2 132.01(17) . . ?
N5 C2 C3 127.24(18) . . ?
N4 C2 N5 114.52(17) . . ?
N4 C2 C3 118.19(18) . . ?
O3 C3 C2 119.34(12) . 2 ?
O3 C3 C2 119.34(12) . . ?
C2 C3 C2 121.3(2) 2 . ?

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
Fe1 N5 C1 N3 175.74(12) . . . . ?
Fe1 N5 C1 N2 -4.6(3) . . . . ?
Fe1 N5 C2 N4 -175.58(12) . . . . ?
Fe1 N5 C2 C3 2.0(3) . . . . ?
O2 N1 N2 C1 -0.4(3) . . . . ?
O1 N1 N2 C1 179.39(17) . . . . ?
N5 C2 C3 O3 178.96(14) . . . . ?
N5 C2 C3 C2 -1.04(14) . . . 2 ?
N1 N2 C1 N5 178.12(16) . . . . ?
N1 N2 C1 N3 -2.3(3) . . . . ?
N3 N4 C2 N5 0.0(2) . . . . ?
N3 N4 C2 C3 -177.81(14) . . . . ?
N4 N3 C1 N5 -0.2(2) . . . . ?
N4 N3 C1 N2 -179.80(19) . . . . ?
N4 C2 C3 O3 -3.57(19) . . . . ?
N4 C2 C3 C2 176.43(19) . . . 2 ?
C1 N5 C2 N4 -0.1(2) . . . . ?
C1 N5 C2 C3 177.47(15) . . . . ?
C1 N3 N4 C2 0.1(2) . . . . ?
C2 N5 C1 N3 0.1(2) . . . . ?
C2 N5 C1 N2 179.84(17) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
