# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 2159997'
loop_
_audit_author_name
_audit_author_address
'Jianguo Zhang'
;BIT
China
;
_audit_update_record             
;
2022-03-18 deposited with the CCDC.	2022-06-27 downloaded from the CCDC.
;
_audit_creation_method           'Olex2 1.2'
_audit_creation_date             2019-06-04
_chemical_formula_sum            'C6 H14 Co N12 O10'
_chemical_formula_weight         473.220
_refine_ls_R_factor_all          0.071
_cell_length_a                   9.3237(19)
_cell_length_b                   12.028(2)
_cell_length_c                   7.2810(15)
_cell_angle_alpha                90.000
_cell_angle_beta                 98.28(3)
_cell_angle_gamma                90.000
_cell_volume                     808.0(3)
_cell_formula_units_Z            2
_symmetry_int_tables_number      14
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  -P_2ybc

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,1/2-z
3 -x,-y,-z
4 x,1/2-y,1/2+z

loop_
_atom_type_symbol
_atom_type_oxidation_number
_atom_type_radius_bond
Co ? 1.200
O ? 1.200
H ? 1.200
N ? 1.200
C ? 1.200


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_Wyckoff_symbol
_atom_site_attached_hydrogens
_atom_site_calc_flag
_atom_site_thermal_displace_type
_atom_site_u_iso_or_equiv
Co1 Co 0.0000 0.0000 0.0000 1.000 2 a ? d Uani 0.0209(3)
O2 O 0.2037(3) -0.2034(2) 0.4483(4) 1.000 4 e ? d Uani 0.0222(6)
O5 O -0.0927(3) 0.1015(2) 0.1950(4) 1.000 4 e ? d Uani 0.0218(6)
H5A H -0.1248 0.0921 0.2959 1.000 4 e ? d Uiso 0.02600
H5B H -0.1404 0.1598 0.1664 1.000 4 e ? d Uiso 0.02600
N6 N 0.1486(3) -0.1196(3) 0.3642(4) 1.000 4 e ? d Uani 0.0162(6)
O3 O 0.1468(4) -0.0293(2) 0.4444(4) 1.000 4 e ? d Uani 0.0263(7)
O4 O 0.0937(3) -0.1290(2) 0.1954(4) 1.000 4 e ? d Uani 0.0213(6)
N2 N 0.3374(3) 0.0455(3) 0.1349(5) 1.000 4 e ? d Uani 0.0211(7)
H2 H 0.3425 -0.0250 0.1328 1.000 4 e ? d Uiso 0.02500
N4 N 0.1357(4) 0.2840(3) 0.0013(5) 1.000 4 e ? d Uani 0.0236(7)
H4A H 0.1627 0.3515 0.0120 1.000 4 e ? d Uiso 0.02800
H4B H 0.0632 0.2595 -0.0716 1.000 4 e ? d Uiso 0.02800
N5 N 0.4335(4) 0.3272(3) 0.2094(5) 1.000 4 e ? d Uani 0.0226(7)
O1 O 0.5590(3) 0.3279(3) 0.3060(5) 1.000 4 e ? d Uani 0.0334(8)
C2 C 0.3765(4) 0.2261(3) 0.1681(5) 1.000 4 e ? d Uani 0.0193(8)
N1 N 0.2093(3) 0.0977(3) 0.0475(5) 1.000 4 e ? d Uani 0.0182(7)
C3 C 0.2341(4) 0.2053(3) 0.0652(5) 1.000 4 e ? d Uani 0.0169(7)
C1 C 0.4368(4) 0.1177(3) 0.2078(5) 1.000 4 e ? d Uani 0.0193(8)
N3 N 0.5658(4) 0.0909(3) 0.2980(5) 1.000 4 e ? d Uani 0.0271(8)
H3A H 0.5774 0.0214 0.3159 1.000 4 e ? d Uiso 0.03300
H3B H 0.6309 0.1365 0.3438 1.000 4 e ? d Uiso 0.03300



loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Co1 O5 . 3 2.1463(29) no
Co1 O5 . . 2.1463(29) no
Co1 O4 . 3 2.1993(26) no
Co1 O4 . . 2.1993(26) no
Co1 N1 . 3 2.2615(30) no
Co1 N1 . . 2.2615(30) no
O2 N6 . . 1.2507(41) no
O5 H5A . . 0.8399(30) no
O5 H5B . . 0.8404(25) no
N6 O3 . . 1.2344(43) no
N6 O4 . . 1.2665(39) no
N2 H2 . . 0.8496(36) no
N2 N1 . . 1.4166(42) no
N2 C1 . . 1.3241(48) no
N4 H4A . . 0.8503(36) no
N4 H4B . . 0.8498(35) no
N4 C3 . . 1.3533(50) no
N5 O1 . . 1.2755(45) no
N5 C2 . . 1.3437(51) no
C2 C3 . . 1.4492(50) no
C2 C1 . . 1.4328(51) no
N1 C3 . . 1.3178(51) no
C1 N3 . . 1.3245(50) no
N3 H3A . . 0.8505(36) no
N3 H3B . . 0.8498(35) no

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O5 Co1 O5 3 . . 180.0(1) no
O5 Co1 O4 . . . 97.68(10) no
O5 Co1 O4 3 . . 82.32(10) no
O5 Co1 O4 . . 3 82.32(10) no
O5 Co1 O4 3 . 3 97.68(10) no
O5 Co1 N1 3 . 3 91.38(11) no
O5 Co1 N1 3 . . 88.62(11) no
O5 Co1 N1 . . 3 88.62(11) no
O5 Co1 N1 . . . 91.38(11) no
O4 Co1 O4 3 . . 180.0() no
O4 Co1 N1 3 . 3 90.80(11) no
O4 Co1 N1 3 . . 89.20(11) no
O4 Co1 N1 . . 3 89.20(11) no
O4 Co1 N1 . . . 90.80(11) no
N1 Co1 N1 3 . . 180.00(11) no
Co1 O5 H5A . . . 136.90(25) no
Co1 O5 H5B . . . 124.05(22) no
H5A O5 H5B . . . 94.96(27) no
O2 N6 O4 . . . 118.90(29) no
O3 N6 O2 . . . 120.67(33) no
O3 N6 O4 . . . 120.43(30) no
N6 O4 Co1 . . . 129.21(23) no
N1 N2 H2 . . . 118.69(34) no
C1 N2 H2 . . . 128.62(38) no
C1 N2 N1 . . . 112.68(29) no
H4A N4 H4B . . . 125.93(44) no
C3 N4 H4A . . . 117.34(37) no
C3 N4 H4B . . . 114.27(38) no
O1 N5 C2 . . . 115.55(35) no
N5 C2 C3 . . . 125.12(34) no
N5 C2 C1 . . . 130.34(34) no
C1 C2 C3 . . . 104.53(31) no
N2 N1 Co1 . . . 119.44(20) no
C3 N1 Co1 . . . 131.35(26) no
C3 N1 N2 . . . 105.46(32) no
N4 C3 C2 . . . 125.61(35) no
N1 C3 N4 . . . 123.55(35) no
N1 C3 C2 . . . 110.79(32) no
N2 C1 C2 . . . 106.52(32) no
N2 C1 N3 . . . 124.91(35) no
N3 C1 C2 . . . 128.57(35) no
C1 N3 H3A . . . 113.67(38) no
C1 N3 H3B . . . 125.72(40) no
H3A N3 H3B . . . 120.42(42) no

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Co1 N1 C3 N4 . . . . -21.62(57) no
Co1 N1 C3 C2 . . . . 155.86(27) no
O2 N6 O4 Co1 . . . . -175.98(23) no
O3 N6 O4 Co1 . . . . 4.47(48) no
N2 N1 C3 N4 . . . . -178.97(35) no
N2 N1 C3 C2 . . . . -1.50(41) no
N5 C2 C3 N4 . . . . -2.48(62) no
N5 C2 C3 N1 . . . . -179.89(36) no
N5 C2 C1 N2 . . . . -179.14(39) no
N5 C2 C1 N3 . . . . 0.55(69) no
O1 N5 C2 C3 . . . . 178.02(36) no
O1 N5 C2 C1 . . . . -3.29(61) no
N1 N2 C1 C2 . . . . -0.66(42) no
N1 N2 C1 N3 . . . . 179.64(36) no
C3 C2 C1 N2 . . . . -0.25(40) no
C3 C2 C1 N3 . . . . 179.44(38) no
C1 N2 N1 Co1 . . . . -159.24(26) no
C1 N2 N1 C3 . . . . 1.38(43) no
C1 C2 C3 N4 . . . . 178.56(36) no
C1 C2 C3 N1 . . . . 1.14(42) no
####################################################################### 
# 
# 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_201026h
_database_code_depnum_ccdc_archive 'CCDC 2160045'
loop_
_audit_author_name
_audit_author_address
'Jianguo Zhang'
;BIT
China
;
_audit_update_record             
;
2022-03-18 deposited with the CCDC.	2022-06-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C3 H9 N5 O3'
_chemical_formula_weight         163.15

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   6.2790(6)
_cell_length_b                   6.6441(7)
_cell_length_c                   17.6502(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.914(2)
_cell_angle_gamma                90.00
_cell_volume                     734.62(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1118
_cell_measurement_theta_min      2.316
_cell_measurement_theta_max      24.037

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      0
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             344
_exptl_absorpt_coefficient_mu    0.128
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9505
_exptl_absorpt_correction_T_max  0.9835
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3512
_diffrn_reflns_av_R_equivalents  0.0952
_diffrn_reflns_av_sigmaI/netI    0.0710
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.31
_diffrn_reflns_theta_max         25.02
_reflns_number_total             1295
_reflns_number_gt                839
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1469P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1295
_refine_ls_number_parameters     100
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1136
_refine_ls_R_factor_gt           0.0717
_refine_ls_wR_factor_ref         0.2372
_refine_ls_wR_factor_gt          0.2029
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.0364(4) 0.6204(4) 0.29463(14) 0.0438(8) Uani 1 1 d . . .
H1 H 0.0302 0.6231 0.3431 0.053 Uiso 1 1 calc R . .
N2 N -0.1493(4) 0.6154(4) 0.24290(16) 0.0434(8) Uani 1 1 d . . .
N3 N -0.2043(4) 0.6001(5) 0.11011(17) 0.0646(11) Uani 1 1 d . . .
H3A H -0.3407 0.5973 0.1122 0.077 Uiso 1 1 calc R . .
H3B H -0.1492 0.5968 0.0668 0.077 Uiso 1 1 calc R . .
N4 N 0.3021(4) 0.6145(4) 0.12702(14) 0.0473(9) Uani 1 1 d . . .
N5 N 0.4120(4) 0.6270(5) 0.29700(16) 0.0566(10) Uani 1 1 d . . .
H5A H 0.4247 0.6317 0.3458 0.068 Uiso 1 1 calc R . .
H5B H 0.5241 0.6267 0.2716 0.068 Uiso 1 1 calc R . .
O1 O 0.2256(3) 0.6083(4) 0.05584(12) 0.0615(9) Uani 1 1 d . . .
O2 O 0.5080(4) 0.1820(5) 0.03833(13) 0.0707(10) Uani 1 1 d . . .
H2C H 0.5878 0.2540 0.0123 0.085 Uiso 1 1 d R . .
H2D H 0.4966 0.0665 0.0177 0.085 Uiso 0.50 1 d PR A 1
H2A H 0.3854 0.2361 0.0390 0.085 Uiso 0.50 1 d PR B 2
O3 O 0.0583(5) 0.1570(5) 0.05124(16) 0.0897(11) Uani 1 1 d . . .
H3C H -0.0137 0.2290 0.0189 0.108 Uiso 1 1 d R . .
H3D H 0.0227 0.0340 0.0462 0.108 Uiso 0.50 1 d PR C 2
H3E H 0.1901 0.1717 0.0444 0.108 Uiso 0.50 1 d PR D 1
C1 C -0.0757(4) 0.6099(5) 0.17526(18) 0.0423(9) Uani 1 1 d . . .
C2 C 0.1606(4) 0.6125(5) 0.17927(17) 0.0393(9) Uani 1 1 d . . .
C3 C 0.2192(5) 0.6205(5) 0.26088(17) 0.0409(9) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C3 1.329(4) . ?
N1 N2 1.431(3) . ?
N1 H1 0.8600 . ?
N2 C1 1.310(4) . ?
N3 C1 1.361(4) . ?
N3 H3A 0.8600 . ?
N3 H3B 0.8600 . ?
N4 O1 1.315(3) . ?
N4 C2 1.323(4) . ?
N5 C3 1.330(4) . ?
N5 H5A 0.8600 . ?
N5 H5B 0.8600 . ?
O2 H2C 0.8500 . ?
O2 H2D 0.8500 . ?
O2 H2A 0.8500 . ?
O3 H3C 0.8500 . ?
O3 H3D 0.8500 . ?
O3 H3E 0.8500 . ?
C1 C2 1.481(4) . ?
C2 C3 1.463(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 N1 N2 113.9(2) . . ?
C3 N1 H1 123.1 . . ?
N2 N1 H1 123.1 . . ?
C1 N2 N1 105.0(2) . . ?
C1 N3 H3A 120.0 . . ?
C1 N3 H3B 120.0 . . ?
H3A N3 H3B 120.0 . . ?
O1 N4 C2 116.5(2) . . ?
C3 N5 H5A 120.0 . . ?
C3 N5 H5B 120.0 . . ?
H5A N5 H5B 120.0 . . ?
H2C O2 H2D 108.2 . . ?
H2C O2 H2A 109.7 . . ?
H2D O2 H2A 109.7 . . ?
H3C O3 H3D 110.3 . . ?
H3C O3 H3E 108.5 . . ?
H3D O3 H3E 110.3 . . ?
N2 C1 N3 123.1(3) . . ?
N2 C1 C2 111.8(3) . . ?
N3 C1 C2 125.2(3) . . ?
N4 C2 C3 123.4(3) . . ?
N4 C2 C1 133.2(3) . . ?
C3 C2 C1 103.4(2) . . ?
N1 C3 N5 124.8(3) . . ?
N1 C3 C2 105.9(3) . . ?
N5 C3 C2 129.2(3) . . ?

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
C3 N1 N2 C1 0.7(3) . . . . ?
N1 N2 C1 N3 178.7(3) . . . . ?
N1 N2 C1 C2 -0.4(3) . . . . ?
O1 N4 C2 C3 -179.4(3) . . . . ?
O1 N4 C2 C1 -1.9(5) . . . . ?
N2 C1 C2 N4 -177.9(3) . . . . ?
N3 C1 C2 N4 3.0(6) . . . . ?
N2 C1 C2 C3 0.0(4) . . . . ?
N3 C1 C2 C3 -179.1(3) . . . . ?
N2 N1 C3 N5 179.2(3) . . . . ?
N2 N1 C3 C2 -0.7(3) . . . . ?
N4 C2 C3 N1 178.6(3) . . . . ?
C1 C2 C3 N1 0.4(3) . . . . ?
N4 C2 C3 N5 -1.3(5) . . . . ?
C1 C2 C3 N5 -179.5(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.357
_refine_diff_density_min         -0.347
_refine_diff_density_rms         0.072
####################################################################### 
# 
# 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_211128H
_database_code_depnum_ccdc_archive 'CCDC 2160280'
loop_
_audit_author_name
_audit_author_address
'Jianguo Zhang'
;BIT
China
;
_audit_update_record             
;
2022-05-22 deposited with the CCDC.	2022-06-27 downloaded from the CCDC.
;
_audit_creation_date             2022-05-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         'C6 H14 Cd N12 O10'
_chemical_formula_sum            'C6 H14 Cd N12 O10'
_chemical_formula_weight         526.66
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cd -0.80532 1.22853 19.22140 17.64440 4.46100 1.60290 0.59460 6.90890 24.70080
87.48250 5.06939983368
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   9.2560(8)
_cell_length_b                   12.1628(11)
_cell_length_c                   7.5984(7)
_cell_angle_alpha                90
_cell_angle_beta                 99.304(2)
_cell_angle_gamma                90
_cell_volume                     844.17(13)
_cell_formula_units_Z            2
_exptl_absorpt_coefficient_mu    1.378
_exptl_crystal_density_diffrn    2.0718
_exptl_crystal_F_000             522.6719
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.11
_diffrn_reflns_av_R_equivalents  0.0640
_diffrn_reflns_av_unetI/netI     0.0749
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            4881
_diffrn_reflns_theta_full        25.0125
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.23
_diffrn_ambient_temperature      298.15
_diffrn_measured_fraction_theta_full 0.9959
_diffrn_measured_fraction_theta_max 0.9959
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -10
_reflns_limit_k_max              14
_reflns_limit_k_min              0
_reflns_limit_l_max              9
_reflns_limit_l_min              0
_reflns_number_gt                1202
_reflns_number_total             1470
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         2.1387
_refine_diff_density_min         -1.0553
_refine_diff_density_rms         0.1822
_refine_ls_d_res_high            0.8405
_refine_ls_d_res_low             9.1342
_refine_ls_goodness_of_fit_ref   1.0661
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    11
_refine_ls_number_parameters     133
_refine_ls_number_reflns         1470
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0639
_refine_ls_R_factor_gt           0.0550
_refine_ls_restrained_S_all      1.0657
_refine_ls_shift/su_max          0.0119
_refine_ls_shift/su_mean         0.0020
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0962P)²+0.8512P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1453
_refine_ls_wR_factor_ref         0.1511
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H,H) groups, All O(H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Rigid bond restraints
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 N4, C2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3.a Riding coordinates:
 O5(H5c,H5d)
3.b Tetrahedral OH refined with riding coordinates:
 O1(H1)
3.c X=CH2 refined with riding coordinates:
 N3(H3a,H3b), N5(H5a,H5b)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Cd1 Cd 0.5 0.5 0.5 0.0264(3) Uani 1.000000 2 S T P
O1 O 1.0846(6) 0.2010(6) 0.7959(9) 0.0695(17) Uani 1.000000 1 . . .
H1 H 1.1164(6) 0.1384(6) 0.8143(9) 0.104(3) Uiso 1.000000 1 R . .
O2 O 0.5660(5) 0.6257(4) 0.7304(5) 0.0420(12) Uani 1.000000 1 . . .
O3 O 0.6365(11) 0.4951(4) 0.9125(10) 0.075(2) Uani 1.000000 1 . . .
O4 O 0.6545(5) 0.6608(4) 1.0025(5) 0.0363(10) Uani 1.000000 1 . . .
O5 O 0.3871(6) 0.3686(4) 0.6385(6) 0.0508(13) Uani 1.000000 1 . . .
H5c H 0.3754(6) 0.3628(4) 0.7468(6) 0.0610(16) Uiso 1.000000 1 R . .
H5d H 0.3750(6) 0.3056(4) 0.5902(6) 0.0610(16) Uiso 1.000000 1 R . .
N1 N 0.7255(5) 0.4175(4) 0.5415(7) 0.0323(12) Uani 1.000000 1 . . .
N2 N 0.8465(7) 0.4763(5) 0.6343(9) 0.0418(14) Uani 1.000000 1 . . .
N3 N 1.0740(6) 0.4398(6) 0.8082(9) 0.0558(17) Uani 1.000000 1 . . .
H3a H 1.0910(6) 0.5088(6) 0.8262(9) 0.067(2) Uiso 1.000000 1 R . .
H3b H 1.1375(6) 0.3920(6) 0.8541(9) 0.067(2) Uiso 1.000000 1 R . .
N4 N 0.9617(6) 0.1972(6) 0.7005(8) 0.0476(14) Uani 1.000000 1 . U .
N5 N 0.6719(6) 0.2335(5) 0.4833(9) 0.0497(16) Uani 1.000000 1 . . .
H5a H 0.5878(6) 0.2492(5) 0.4225(9) 0.0596(19) Uiso 1.000000 1 R . .
H5b H 0.6993(6) 0.1661(5) 0.4968(9) 0.0596(19) Uiso 1.000000 1 R . .
N6 N 0.6188(5) 0.5922(4) 0.8833(6) 0.0279(11) Uani 1.000000 1 . . .
C1 C 0.9497(6) 0.4072(6) 0.7096(8) 0.0365(15) Uani 1.000000 1 . . .
C2 C 0.9009(7) 0.2991(7) 0.6636(9) 0.0386(14) Uani 1.000000 1 . U .
C3 C 0.7596(6) 0.3136(5) 0.5563(8) 0.0303(13) Uani 1.000000 1 . . .


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 O2 2.330(4) . ?
Cd1 O2 2.330(4) 3_666 ?
Cd1 O5 2.260(4) . ?
Cd1 O5 2.260(4) 3_666 ?
Cd1 N1 2.292(4) 3_666 ?
Cd1 N1 2.292(4) . ?
O1 H1 0.8200 . ?
O1 N4 1.247(7) . ?
O2 N6 1.254(6) . ?
O3 N6 1.208(6) . ?
O4 N6 1.236(6) . ?
O5 H5c 0.8501 . ?
O5 H5d 0.8500 . ?
N1 N2 1.417(7) . ?
N1 C3 1.303(7) . ?
N2 C1 1.329(8) . ?
N3 H3a 0.8600 . ?
N3 H3b 0.8600 . ?
N3 C1 1.328(8) . ?
N4 C2 1.372(10) . ?
N5 H5a 0.8600 . ?
N5 H5b 0.8600 . ?
N5 C3 1.330(8) . ?
C1 C2 1.415(11) . ?
C2 C3 1.436(8) . ?

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
O2 Cd1 O2 180.0 3_666 . ?
O5 Cd1 O2 101.47(16) 3_666 3_666 ?
O5 Cd1 O2 101.47(16) . . ?
O5 Cd1 O2 78.53(16) 3_666 . ?
O5 Cd1 O2 78.53(16) . 3_666 ?
O5 Cd1 O5 180.0 . 3_666 ?
N1 Cd1 O2 93.53(16) . . ?
N1 Cd1 O2 86.47(16) 3_666 . ?
N1 Cd1 O2 93.53(16) 3_666 3_666 ?
N1 Cd1 O2 86.47(16) . 3_666 ?
N1 Cd1 O5 96.07(18) 3_666 3_666 ?
N1 Cd1 O5 83.93(18) 3_666 . ?
N1 Cd1 O5 83.93(18) . 3_666 ?
N1 Cd1 O5 96.07(18) . . ?
N1 Cd1 N1 180.0 . 3_666 ?
N4 O1 H1 109.5 . . ?
N6 O2 Cd1 120.0(4) . . ?
H5c O5 Cd1 130.6 . 3_666 ?
H5d O5 Cd1 118.4 . 3_666 ?
H5d O5 H5c 108.3 . . ?
N2 N1 Cd1 118.5(4) . 3_666 ?
C3 N1 Cd1 129.7(4) . 3_666 ?
C3 N1 N2 106.6(5) . . ?
C1 N2 N1 110.5(5) . . ?
H3b N3 H3a 120.0 . . ?
C1 N3 H3a 120.0 . . ?
C1 N3 H3b 120.0 . . ?
C2 N4 O1 113.0(6) . . ?
H5b N5 H5a 120.0 . . ?
C3 N5 H5a 120.0 . . ?
C3 N5 H5b 120.0 . . ?
O3 N6 O2 120.5(6) . . ?
O4 N6 O2 118.5(5) . . ?
O4 N6 O3 120.9(6) . . ?
N3 C1 N2 123.4(7) . . ?
C2 C1 N2 107.6(5) . . ?
C2 C1 N3 129.0(6) . . ?
C1 C2 N4 133.3(6) . . ?
C3 C2 N4 122.2(7) . . ?
C3 C2 C1 104.6(6) . . ?
N5 C3 N1 123.4(6) . . ?
C2 C3 N1 110.7(6) . . ?
C2 C3 N5 125.9(6) . . ?


_olex2_submission_special_instructions 'No special instructions were received'
loop_
_restr_U_rigid_atom_site_label_1
_restr_U_rigid_atom_site_label_2
_restr_U_rigid_target_weight_param
_restr_U_rigid_U_parallel
_restr_U_rigid_diff
N4 C2 0.0010 0.0439 0.0011

