# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1883736'
loop_
_audit_author_name
_audit_author_address
'Dr. Sumi Ganguly'
;Sister Nibedita Govt. General Degree College for Girls
India
;
_audit_update_record             
;
2019-02-17 deposited with the CCDC.	2019-08-21 downloaded from the CCDC.
;
_audit_creation_date             2019-01-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
sumigngl@gmail.com
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H17 Co N3 O5, 1[H2O]'
_chemical_formula_sum            'C20 H19 Co N3 O6'
_chemical_formula_weight         456.31
_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'
Co Co 0.3494 0.9721 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.5998(8)
_cell_length_b                   10.0610(8)
_cell_length_c                   13.6233(10)
_cell_angle_alpha                96.921(6)
_cell_angle_beta                 105.824(7)
_cell_angle_gamma                100.478(7)
_cell_volume                     1096.97(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2400
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.58
_cell_measurement_theta_min      2.99
_shelx_estimated_absorpt_T_max   0.670
_shelx_estimated_absorpt_T_min   0.605
_exptl_absorpt_coefficient_mu    0.821
_exptl_absorpt_correction_T_max  0.670
_exptl_absorpt_correction_T_min  0.605
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'BRUKER SADABS'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear pink'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   pinkish
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             450
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.23
_exptl_transmission_factor_max   0.670
_exptl_transmission_factor_min   0.605
_diffrn_reflns_av_R_equivalents  0.0625
_diffrn_reflns_av_unetI/netI     0.1204
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9072
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         2.896
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'BRUKER SMART APEX CCD DIFFRACTOMETER'
_diffrn_measurement_method       'OMEGA-PHI SCAN'
_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                2759
_reflns_number_total             4462
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'BRUKER SMART APEX 2'
_computing_data_collection       'BRUKER SMART APEX 2'
_computing_data_reduction        'BRUKER SAINT'
_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    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.665
_refine_diff_density_min         -0.528
_refine_diff_density_rms         0.089
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         4462
_refine_ls_number_restraints     33
_refine_ls_R_factor_all          0.1015
_refine_ls_R_factor_gt           0.0659
_refine_ls_restrained_S_all      1.006
_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)+(0.0747P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1597
_refine_ls_wR_factor_ref         0.1779
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2. Restrained distances
 C8-C7 = C8-C7B
 1.47 with sigma of 0.02
 C6-C7 = C6B-C7B
 1.33 with sigma of 0.02
 C3-C6 = C3B-C6B
 1.47 with sigma of 0.02
 C1-C2B = C2B-C3B = C3B-C4B = C4B-C5
 1.39 with sigma of 0.02
 C1-C2 = C2-C3 = C3-C4 = C4-C5
 1.39 with sigma of 0.02
 C9-C7 = C7-C12 = C4-C6 = C6-C2
 2.49 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(C2) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C4) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C17) = Uanis(C19)
4. Others
 Sof(C2B)=Sof(H2B)=Sof(C3B)=Sof(C4B)=Sof(H4B)=Sof(C6B)=Sof(H6B)=Sof(C7B)=
 Sof(H7B)=1-FVAR(1)
 Sof(C2)=Sof(H2)=Sof(C3)=Sof(C4)=Sof(H4)=Sof(C6)=Sof(H6)=Sof(C7)=Sof(H7)=FVAR(1)
5.a Everything fixed:
 H6, H7, H2B, H4B, H6B, H7B
5.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C12(H12),
 C16(H16), C19(H19), C21(H21)
5.c X=CH2 refined with riding coordinates:
 N3(H3A,H3B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
Co Co 0.66155(7) 0.88158(6) 0.05119(5) 0.0297(2) Uani 1 1 d . . . . .
O1 O 0.8875(4) 0.8015(3) 0.1030(3) 0.0488(10) Uani 1 1 d . . . . .
O2 O 0.6447(4) 0.6655(3) 0.0341(3) 0.0413(9) Uani 1 1 d . . . . .
O3 O 0.4108(3) 0.8431(3) 0.0027(3) 0.0342(8) Uani 1 1 d . . . . .
O4 O 0.7935(3) 1.0796(3) 0.0927(3) 0.0400(9) Uani 1 1 d . . . . .
N1 N 0.6470(6) 0.8974(4) 0.2062(4) 0.0465(11) Uani 1 1 d . . . A 1
C1 C 0.5140(8) 0.8277(6) 0.2265(5) 0.0605(17) Uani 1 1 d D . . A 1
H1 H 0.415795 0.775313 0.179364 0.073 Uiso 1 1 calc R . . A 1
C2 C 0.5598(19) 0.8534(15) 0.3419(10) 0.035(4) Uani 0.444(13) 1 d D U P A 1
H2 H 0.481397 0.803612 0.366809 0.042 Uiso 0.444(13) 1 calc R . P A 1
C3 C 0.694(2) 0.936(2) 0.4201(11) 0.044(5) Uani 0.444(13) 1 d D U P A 1
C4 C 0.8171(19) 1.0109(16) 0.3895(9) 0.042(4) Uani 0.444(13) 1 d D U P A 1
H4 H 0.911070 1.074811 0.431712 0.050 Uiso 0.444(13) 1 calc R . P A 1
C5 C 0.7738(8) 0.9733(7) 0.2866(5) 0.0661(18) Uani 1 1 d D . . A 1
H5 H 0.859448 1.012522 0.262460 0.079 Uiso 1 1 calc R . . A 1
C6 C 0.7192(14) 0.9524(13) 0.5320(10) 0.048(4) Uani 0.444(13) 1 d D . P A 1
H6 H 0.816750 1.000690 0.563250 0.058 Uiso 0.4441 1 d . . P A 1
C7 C 0.6227(17) 0.8795(14) 0.5754(9) 0.031(4) Uani 0.444(13) 1 d D . P A 1
H7 H 0.516370 0.818620 0.534010 0.037 Uiso 0.4441 1 d . . P A 1
C8 C 0.6659(8) 0.8939(5) 0.6911(5) 0.0495(14) Uani 1 1 d D . . A 1
C9 C 0.5412(7) 0.8063(5) 0.7133(4) 0.0481(14) Uani 1 1 d D . . A 1
H9 H 0.453837 0.749803 0.659744 0.058 Uiso 1 1 calc R . . A 1
C10 C 0.5471(6) 0.8032(5) 0.8158(4) 0.0415(13) Uani 1 1 d . . . A 1
H10 H 0.461364 0.744066 0.828753 0.050 Uiso 1 1 calc R . . A 1
N2 N 0.6693(4) 0.8804(4) 0.8975(3) 0.0328(9) Uani 1 1 d . . . A 1
C11 C 0.7898(6) 0.9646(5) 0.8745(4) 0.0380(12) Uani 1 1 d . . . A 1
H11 H 0.876732 1.019698 0.929047 0.046 Uiso 1 1 calc R . . A 1
C12 C 0.7913(7) 0.9736(5) 0.7755(5) 0.0501(15) Uani 1 1 d D . . A 1
H12 H 0.877965 1.034106 0.764645 0.060 Uiso 1 1 calc R . . A 1
C2B C 0.4732(12) 0.8115(11) 0.3172(8) 0.036(3) Uani 0.556(13) 1 d D . P A 2
H2B H 0.370980 0.768420 0.318850 0.043 Uiso 0.5559 1 d . . P A 2
C3B C 0.6009(14) 0.8786(10) 0.4044(8) 0.030(3) Uani 0.556(13) 1 d D . P A 2
C4B C 0.7401(17) 0.9530(14) 0.3867(10) 0.042(4) Uani 0.556(13) 1 d D . P A 2
H4B H 0.830820 1.006000 0.456260 0.050 Uiso 0.5559 1 d . . P A 2
C6B C 0.5858(10) 0.8671(8) 0.5090(8) 0.032(3) Uani 0.556(13) 1 d D . P A 2
H6B H 0.481700 0.815290 0.490000 0.038 Uiso 0.5559 1 d . . P A 2
C7B C 0.7025(12) 0.9198(11) 0.5967(10) 0.039(4) Uani 0.556(13) 1 d D . P A 2
H7B H 0.805780 0.974510 0.600850 0.046 Uiso 0.5559 1 d . . P A 2
C14 C 0.7979(6) 0.6838(5) 0.0764(4) 0.0396(13) Uani 1 1 d . . . . .
C15 C 0.8724(6) 0.5613(5) 0.0955(5) 0.0481(15) Uani 1 1 d . . . . .
C16 C 1.0404(6) 0.5788(5) 0.1348(5) 0.067(2) Uani 1 1 d . . . . .
H16 H 1.107533 0.666993 0.152035 0.080 Uiso 1 1 calc R . . . .
C17 C 1.1129(6) 0.4666(5) 0.1494(6) 0.0749(16) Uani 1 1 d . . . . .
N3 N 1.2852(5) 0.4832(5) 0.1856(5) 0.112(3) Uani 1 1 d . . . . .
H3A H 1.348822 0.563941 0.199260 0.134 Uiso 1 1 calc R . . . .
H3B H 1.327560 0.412732 0.194095 0.134 Uiso 1 1 calc R . . . .
C19 C 1.0086(6) 0.3343(5) 0.1261(6) 0.0749(16) Uani 1 1 d . . . . .
H19 H 1.054219 0.258515 0.137830 0.090 Uiso 1 1 calc R . . . .
C20 C 0.8392(6) 0.3168(5) 0.0859(5) 0.0464(14) Uani 1 1 d . . . . .
C21 C 0.7700(5) 0.4279(5) 0.0683(4) 0.0401(13) Uani 1 1 d . . . . .
H21 H 0.656084 0.415089 0.038643 0.048 Uiso 1 1 calc R . . . .
C22 C 0.2673(5) 0.8261(5) -0.0567(4) 0.0367(12) 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
Co O1 2.209(3) . ?
Co O2 2.132(3) . ?
Co O3 2.023(3) . ?
Co O4 2.033(3) . ?
Co N1 2.137(5) . ?
Co N2 2.112(4) 1_554 ?
Co C14 2.500(4) . ?
O1 C14 1.241(5) . ?
O2 C14 1.254(5) . ?
O3 C22 1.246(5) . ?
O4 C22 1.252(5) 2_675 ?
N1 C1 1.343(7) . ?
N1 C5 1.348(7) . ?
C1 H1 0.9300 . ?
C1 C2 1.489(12) . ?
C2 H2 0.9300 . ?
C2 C3 1.388(15) . ?
C3 C4 1.374(14) . ?
C3 C6 1.464(15) . ?
C4 H4 0.9300 . ?
C4 C5 1.335(12) . ?
C5 H5 0.9300 . ?
C6 H6 0.8538 . ?
C6 C7 1.314(14) . ?
C7 H7 0.9801 . ?
C7 C8 1.500(12) . ?
C8 C9 1.383(7) . ?
C8 C12 1.384(8) . ?
C9 H9 0.9300 . ?
C9 C10 1.389(7) . ?
C10 H10 0.9300 . ?
C10 N2 1.342(6) . ?
N2 C11 1.345(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.367(7) . ?
C12 H12 0.9300 . ?
C2B H2B 0.9146 . ?
C2B C3B 1.378(12) . ?
C3B C4B 1.388(13) . ?
C3B C6B 1.483(13) . ?
C4B H4B 1.0555 . ?
C6B H6B 0.9009 . ?
C6B C7B 1.309(12) . ?
C7B H7B 0.9396 . ?
C14 C15 1.506(6) . ?
C15 C16 1.367(6) . ?
C15 C21 1.409(6) . ?
C16 H16 0.9300 . ?
C16 C17 1.395(7) . ?
C17 N3 1.400(6) . ?
C17 C19 1.409(7) . ?
N3 H3A 0.8600 . ?
N3 H3B 0.8600 . ?
C19 H19 0.9300 . ?
C19 C20 1.379(6) . ?
C20 C21 1.375(6) . ?
C20 C22 1.500(6) 2_665 ?
C21 H21 0.9300 . ?

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 Co C14 29.75(12) . . ?
O2 Co O1 59.84(11) . . ?
O2 Co N1 92.94(15) . . ?
O2 Co C14 30.11(13) . . ?
O3 Co O1 147.95(12) . . ?
O3 Co O2 88.70(11) . . ?
O3 Co O4 119.25(12) . . ?
O3 Co N1 87.38(15) . . ?
O3 Co N2 90.99(13) . 1_554 ?
O3 Co C14 118.48(13) . . ?
O4 Co O1 92.19(11) . . ?
O4 Co O2 151.99(12) . . ?
O4 Co N1 86.99(16) . . ?
O4 Co N2 90.15(14) . 1_554 ?
O4 Co C14 121.94(14) . . ?
N1 Co O1 88.29(15) . . ?
N1 Co C14 89.81(16) . . ?
N2 Co O1 95.30(14) 1_554 . ?
N2 Co O2 91.22(14) 1_554 . ?
N2 Co N1 175.50(13) 1_554 . ?
N2 Co C14 94.65(15) 1_554 . ?
C14 O1 Co 88.2(3) . . ?
C14 O2 Co 91.4(3) . . ?
C22 O3 Co 159.3(3) . . ?
C22 O4 Co 120.7(3) 2_675 . ?
C1 N1 Co 120.9(4) . . ?
C1 N1 C5 118.1(5) . . ?
C5 N1 Co 120.9(4) . . ?
N1 C1 H1 127.9 . . ?
N1 C1 C2 104.3(8) . . ?
C2 C1 H1 127.9 . . ?
C1 C2 H2 113.1 . . ?
C3 C2 C1 133.8(11) . . ?
C3 C2 H2 113.1 . . ?
C2 C3 C6 127.2(13) . . ?
C4 C3 C2 116.6(12) . . ?
C4 C3 C6 116.3(13) . . ?
C3 C4 H4 127.1 . . ?
C5 C4 C3 105.8(12) . . ?
C5 C4 H4 127.1 . . ?
N1 C5 H5 109.5 . . ?
C4 C5 N1 141.0(10) . . ?
C4 C5 H5 109.5 . . ?
C3 C6 H6 108.4 . . ?
C7 C6 C3 124.4(13) . . ?
C7 C6 H6 125.5 . . ?
C6 C7 H7 121.5 . . ?
C6 C7 C8 121.0(13) . . ?
C8 C7 H7 117.3 . . ?
C9 C8 C7 107.7(7) . . ?
C9 C8 C12 116.3(5) . . ?
C12 C8 C7 136.0(8) . . ?
C8 C9 H9 120.2 . . ?
C8 C9 C10 119.6(5) . . ?
C10 C9 H9 120.2 . . ?
C9 C10 H10 118.0 . . ?
N2 C10 C9 123.9(5) . . ?
N2 C10 H10 118.0 . . ?
C10 N2 Co 121.9(3) . 1_556 ?
C10 N2 C11 115.7(4) . . ?
C11 N2 Co 122.2(3) . 1_556 ?
N2 C11 H11 118.2 . . ?
N2 C11 C12 123.6(5) . . ?
C12 C11 H11 118.2 . . ?
C8 C12 H12 119.5 . . ?
C11 C12 C8 121.0(5) . . ?
C11 C12 H12 119.5 . . ?
C3B C2B H2B 123.7 . . ?
C2B C3B C4B 115.9(9) . . ?
C2B C3B C6B 120.2(8) . . ?
C4B C3B C6B 123.9(10) . . ?
C3B C4B H4B 112.2 . . ?
C3B C6B H6B 98.6 . . ?
C7B C6B C3B 125.3(10) . . ?
C7B C6B H6B 136.0 . . ?
C6B C7B H7B 123.4 . . ?
O1 C14 Co 62.1(2) . . ?
O1 C14 O2 120.5(4) . . ?
O1 C14 C15 120.1(4) . . ?
O2 C14 Co 58.5(2) . . ?
O2 C14 C15 119.4(4) . . ?
C15 C14 Co 176.2(4) . . ?
C16 C15 C14 120.0(4) . . ?
C16 C15 C21 119.8(4) . . ?
C21 C15 C14 120.2(4) . . ?
C15 C16 H16 119.5 . . ?
C15 C16 C17 121.1(5) . . ?
C17 C16 H16 119.5 . . ?
C16 C17 N3 121.4(5) . . ?
C16 C17 C19 118.5(5) . . ?
N3 C17 C19 120.1(5) . . ?
C17 N3 H3A 120.0 . . ?
C17 N3 H3B 120.0 . . ?
H3A N3 H3B 120.0 . . ?
C17 C19 H19 119.9 . . ?
C20 C19 C17 120.3(5) . . ?
C20 C19 H19 119.9 . . ?
C19 C20 C22 118.9(4) . 2_665 ?
C21 C20 C19 120.6(4) . . ?
C21 C20 C22 120.5(4) . 2_665 ?
C15 C21 H21 120.2 . . ?
C20 C21 C15 119.7(4) . . ?
C20 C21 H21 120.2 . . ?
O3 C22 O4 124.3(4) . 2_675 ?
O3 C22 C20 117.5(4) . 2_665 ?
O4 C22 C20 118.2(4) 2_675 2_665 ?

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
Co O1 C14 O2 3.0(5) . . . . ?
Co O1 C14 C15 -176.4(5) . . . . ?
Co O2 C14 O1 -3.1(5) . . . . ?
Co O2 C14 C15 176.3(5) . . . . ?
Co O3 C22 O4 -70.7(11) . . . 2_675 ?
Co O3 C22 C20 109.9(8) . . . 2_665 ?
Co N1 C1 C2 173.9(6) . . . . ?
Co N1 C5 C4 179.8(10) . . . . ?
Co N2 C11 C12 -174.9(3) 1_556 . . . ?
O1 C14 C15 C16 -5.1(9) . . . . ?
O1 C14 C15 C21 177.9(5) . . . . ?
O2 C14 C15 C16 175.4(6) . . . . ?
O2 C14 C15 C21 -1.5(8) . . . . ?
N1 C1 C2 C3 5.5(19) . . . . ?
C1 N1 C5 C4 -2.8(13) . . . . ?
C1 C2 C3 C4 -1(3) . . . . ?
C1 C2 C3 C6 178.3(14) . . . . ?
C2 C3 C4 C5 -4(2) . . . . ?
C2 C3 C6 C7 7(3) . . . . ?
C3 C4 C5 N1 7.4(19) . . . . ?
C3 C6 C7 C8 174.2(13) . . . . ?
C4 C3 C6 C7 -173.5(15) . . . . ?
C5 N1 C1 C2 -3.6(8) . . . . ?
C6 C3 C4 C5 176.2(12) . . . . ?
C6 C7 C8 C9 179.3(11) . . . . ?
C6 C7 C8 C12 2.0(18) . . . . ?
C7 C8 C9 C10 -177.5(7) . . . . ?
C7 C8 C12 C11 177.1(9) . . . . ?
C8 C9 C10 N2 -0.6(7) . . . . ?
C9 C8 C12 C11 0.0(7) . . . . ?
C9 C10 N2 Co 175.3(3) . . . 1_556 ?
C9 C10 N2 C11 0.3(6) . . . . ?
C10 N2 C11 C12 0.1(6) . . . . ?
N2 C11 C12 C8 -0.3(7) . . . . ?
C12 C8 C9 C10 0.4(7) . . . . ?
C2B C3B C6B C7B 175.9(10) . . . . ?
C4B C3B C6B C7B -3.1(16) . . . . ?
C14 C15 C16 C17 -177.5(6) . . . . ?
C14 C15 C21 C20 179.8(5) . . . . ?
C15 C16 C17 N3 177.3(7) . . . . ?
C15 C16 C17 C19 -2.1(12) . . . . ?
C16 C15 C21 C20 2.9(9) . . . . ?
C16 C17 C19 C20 2.5(12) . . . . ?
C17 C19 C20 C21 -0.2(10) . . . . ?
C17 C19 C20 C22 176.8(6) . . . 2_665 ?
N3 C17 C19 C20 -177.0(7) . . . . ?
C19 C20 C21 C15 -2.6(9) . . . . ?
C21 C15 C16 C17 -0.6(10) . . . . ?
C22 C20 C21 C15 -179.5(5) 2_665 . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.295 0.500 0.500 322.3 18.5 WATER

_olex2_date_sample_data_collection 2018-11-20
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a glass fibre oil'
_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_2
_database_code_depnum_ccdc_archive 'CCDC 1883737'
loop_
_audit_author_name
_audit_author_address
'Dr. Sumi Ganguly'
;Sister Nibedita Govt. General Degree College for Girls
India
;
_audit_update_record             
;
2019-02-17 deposited with the CCDC.	2019-08-21 downloaded from the CCDC.
;
_audit_creation_date             2019-02-17
_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         '0.5(C52 H36 Co2 N12 O8), 1[H2O]'
_chemical_formula_sum            'C26 H21 Co N6 O6'
_chemical_formula_weight         572.42
_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'
Co Co 0.3494 0.9721 '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           12
_space_group_name_H-M_alt        'I 1 2/m 1'
_space_group_name_Hall           '-I 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   13.6754(6)
_cell_length_b                   9.8645(3)
_cell_length_c                   20.0008(8)
_cell_angle_alpha                90
_cell_angle_beta                 109.923(4)
_cell_angle_gamma                90
_cell_volume                     2536.65(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8772
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.59
_cell_measurement_theta_min      3.18
_shelx_estimated_absorpt_T_max   1.000
_shelx_estimated_absorpt_T_min   0.347
_exptl_absorpt_coefficient_mu    0.731
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'BRUKER SADABS'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            PINK
_exptl_crystal_density_diffrn    1.499
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   1.000
_exptl_transmission_factor_min   0.347
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_av_unetI/netI     0.0450
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.894
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            10798
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.894
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.896
_diffrn_reflns_theta_min         3.021
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.894
_diffrn_measurement_device_type  'BRUKER SMART APEX CCD DIFFRACTOMETER'
_diffrn_measurement_method       'OMEGA-PHI SCAN'
_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                2645
_reflns_number_total             3164
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'BRUKER SMART'
_computing_data_collection       'BRUKER SMART'
_computing_data_reduction        'BRUKER SAINT'
_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    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         1.159
_refine_diff_density_min         -1.129
_refine_diff_density_rms         0.084
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     225
_refine_ls_number_reflns         3164
_refine_ls_number_restraints     25
_refine_ls_R_factor_all          0.0748
_refine_ls_R_factor_gt           0.0650
_refine_ls_restrained_S_all      1.119
_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)+(0.0614P)²+10.4746P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1580
_refine_ls_wR_factor_ref         0.1649
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 N12-N13 \\sim N13-N14
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C4) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C5) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C15) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C9) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Fixed Sof: N13(0.5) N14(0.5) C9(0.5) H9(0.5) C10(0.5) H10(0.5) C11(0.5)
 H11(0.5) C12(0.5) H12(0.5) C16(0.5)
5.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C5(H5), C6(H6), C7(H7), C9(H9), C10(H10), C11(H11),
 C12(H12), C13(H13), C14(H14), C18(H18), C20(H20)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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 0.69245(5) 0.500000 0.36470(3) 0.0290(2) Uani 1 2 d S T P . .
O1 O 0.7469(2) 0.3612(2) 0.45193(15) 0.0477(7) Uani 1 1 d . . . . .
O2 O 0.6791(3) 0.2538(3) 0.35207(16) 0.0598(8) Uani 1 1 d . . . . .
N1 N 0.8433(3) 0.500000 0.3529(2) 0.0320(8) Uani 1 2 d S T P . .
N2 N 0.5376(3) 0.500000 0.3711(2) 0.0416(10) Uani 1 2 d S T P . .
N3 N 0.6223(3) 0.500000 0.2504(2) 0.0348(9) Uani 1 2 d S T P . .
N12 N 0.8184(4) 0.000000 0.6444(2) 0.0498(12) Uani 1 2 d DS T P . .
N13 N 0.8276(6) 0.0979(7) 0.6767(4) 0.0567(18) Uani 0.5 1 d D . . . .
N14 N 0.8395(8) 0.1889(8) 0.7125(4) 0.074(2) Uani 0.5 1 d D . . . .
C1 C 0.8602(5) 0.500000 0.2911(3) 0.077(2) Uani 1 2 d S T P . .
H1 H 0.802702 0.500000 0.249477 0.093 Uiso 1 2 calc RS T P . .
C2 C 0.9572(5) 0.500000 0.2851(3) 0.077(2) Uani 1 2 d S T P . .
H2 H 0.963699 0.500000 0.240277 0.093 Uiso 1 2 calc RS T P . .
C3 C 1.0432(4) 0.500000 0.3437(3) 0.0515(14) Uani 1 2 d S T P . .
C4 C 1.0265(6) 0.500000 0.4068(4) 0.104(3) Uani 1 2 d S TU P . .
H4 H 1.082545 0.500000 0.449250 0.125 Uiso 1 2 calc RS T P . .
C5 C 0.9257(5) 0.500000 0.4080(4) 0.090(3) Uani 1 2 d S TU P . .
H5 H 0.917249 0.500000 0.452188 0.108 Uiso 1 2 calc RS T P . .
C6 C 1.1478(4) 0.500000 0.3373(3) 0.0628(18) Uani 1 2 d S T P . .
H6 H 1.151169 0.500000 0.291659 0.075 Uiso 1 2 calc RS T P . .
C7 C 1.2340(4) 0.500000 0.3892(3) 0.0378(11) Uani 1 2 d S T P . .
H7 H 1.231113 0.500000 0.435010 0.045 Uiso 1 2 calc RS T P . .
C8 C 0.3384(4) 0.500000 0.3818(3) 0.0384(11) Uani 1 2 d S T P . .
C9 C 0.4160(8) 0.4250(14) 0.4259(6) 0.100(4) Uani 0.5 1 d . U . . .
H9 H 0.404250 0.374341 0.461587 0.120 Uiso 0.5 1 calc R . . . .
C10 C 0.5145(7) 0.4223(16) 0.4185(6) 0.127(7) Uani 0.5 1 d . . . . .
H10 H 0.565275 0.364819 0.447533 0.153 Uiso 0.5 1 calc R . . . .
C11 C 0.4626(6) 0.5628(8) 0.3294(5) 0.057(2) Uani 0.5 1 d . . . . .
H11 H 0.474521 0.611316 0.293036 0.068 Uiso 0.5 1 calc R . . . .
C12 C 0.3615(7) 0.5668(8) 0.3323(6) 0.065(3) Uani 0.5 1 d . . . . .
H12 H 0.310352 0.617281 0.298837 0.078 Uiso 0.5 1 calc R . . . .
C13 C 0.6030(4) 0.6119(5) 0.2127(2) 0.0730(15) Uani 1 1 d . . . . .
H13 H 0.615150 0.694197 0.236834 0.088 Uiso 1 1 calc R . . . .
C14 C 0.5660(5) 0.6149(7) 0.1398(3) 0.100(2) Uani 1 1 d . . . . .
H14 H 0.553856 0.697855 0.116289 0.120 Uiso 1 1 calc R . . . .
C15 C 0.5471(5) 0.500000 0.1019(3) 0.077(2) Uani 1 2 d S TU P . .
C16 C 0.5085(6) 0.5502(7) 0.0234(3) 0.0391(16) Uani 0.5 1 d . . . . .
C17 C 0.7857(4) 0.000000 0.5684(3) 0.0377(11) Uani 1 2 d S T P . .
C18 C 0.7700(3) 0.1221(3) 0.53153(19) 0.0386(8) Uani 1 1 d . . . . .
H18 H 0.781740 0.203725 0.556232 0.046 Uiso 1 1 calc R . . . .
C19 C 0.7370(3) 0.1217(3) 0.45813(19) 0.0376(8) Uani 1 1 d . . . . .
C20 C 0.7193(4) 0.000000 0.4214(3) 0.0363(11) Uani 1 2 d S T P . .
H20 H 0.695381 0.000000 0.371973 0.044 Uiso 1 2 calc RS T P . .
C21 C 0.7197(3) 0.2537(3) 0.4177(2) 0.0444(9) Uani 1 1 d . . . . .
H16 H 0.500000 0.645(6) 0.000000 0.055(17) Uiso 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
Co1 O1 2.142(3) 6_565 ?
Co1 O1 2.142(3) . ?
Co1 N1 2.155(3) . ?
Co1 N2 2.164(4) . ?
Co1 N3 2.156(4) . ?
O1 C21 1.248(4) . ?
O2 C21 1.239(5) . ?
N1 C1 1.332(6) . ?
N1 C5 1.279(8) . ?
N2 C10 1.339(10) 6_565 ?
N2 C10 1.339(10) . ?
N2 C11 1.245(9) 6_565 ?
N2 C11 1.245(9) . ?
N3 C13 1.313(5) 6_565 ?
N3 C13 1.313(5) . ?
N12 N13 1.146(6) . ?
N12 N13 1.146(6) 6 ?
N12 C17 1.431(6) . ?
N13 N14 1.124(8) . ?
C1 H1 0.9300 . ?
C1 C2 1.372(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.349(8) . ?
C3 C4 1.357(8) . ?
C3 C6 1.479(7) . ?
C4 H4 0.9300 . ?
C4 C5 1.387(9) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C6 C7 1.277(8) . ?
C7 H7 0.9300 . ?
C7 C8 1.485(6) 1_655 ?
C8 C9 1.347(12) . ?
C8 C9 1.347(12) 6_565 ?
C8 C12 1.314(8) 6_565 ?
C8 C12 1.314(9) . ?
C9 H9 0.9300 . ?
C9 C10 1.404(12) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C11 C12 1.404(10) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C13 C14 1.372(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.338(7) . ?
C15 C16 1.556(9) . ?
C15 C16 1.556(9) 6_565 ?
C16 C16 0.990(13) 6_565 ?
C16 C16 0.886(13) 2_655 ?
C16 C16 1.328(12) 5_665 ?
C16 H16 1.03(6) . ?
C17 C18 1.390(4) . ?
C17 C18 1.390(4) 6 ?
C18 H18 0.9300 . ?
C18 C19 1.381(5) . ?
C19 C20 1.385(4) . ?
C19 C21 1.508(4) . ?
C20 H20 0.9300 . ?

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 O1 79.48(14) 6_565 . ?
O1 Co1 N1 90.54(11) . . ?
O1 Co1 N1 90.54(11) 6_565 . ?
O1 Co1 N2 91.58(11) . . ?
O1 Co1 N2 91.58(11) 6_565 . ?
O1 Co1 N3 140.26(7) 6_565 . ?
O1 Co1 N3 140.26(7) . . ?
N1 Co1 N2 177.24(15) . . ?
N1 Co1 N3 88.88(14) . . ?
N3 Co1 N2 88.36(14) . . ?
C21 O1 Co1 98.1(2) . . ?
C1 N1 Co1 125.2(4) . . ?
C5 N1 Co1 120.0(3) . . ?
C5 N1 C1 114.8(5) . . ?
C10 N2 Co1 120.9(5) . . ?
C10 N2 Co1 120.9(5) 6_565 . ?
C10 N2 C10 69.8(14) 6_565 . ?
C11 N2 Co1 124.1(4) . . ?
C11 N2 Co1 124.1(4) 6_565 . ?
C11 N2 C10 81.4(7) 6_565 . ?
C11 N2 C10 81.4(7) . 6_565 ?
C11 N2 C10 114.8(6) 6_565 6_565 ?
C11 N2 C10 114.8(6) . . ?
C11 N2 C11 59.7(9) 6_565 . ?
C13 N3 Co1 122.6(3) . . ?
C13 N3 Co1 122.6(3) 6_565 . ?
C13 N3 C13 114.5(5) . 6_565 ?
N13 N12 N13 115.0(8) . 6 ?
N13 N12 C17 122.3(4) . . ?
N13 N12 C17 122.3(4) 6 . ?
N14 N13 N12 175.4(9) . . ?
N1 C1 H1 118.0 . . ?
N1 C1 C2 124.0(6) . . ?
C2 C1 H1 118.0 . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.4(5) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 C4 115.8(5) . . ?
C2 C3 C6 120.5(5) . . ?
C4 C3 C6 123.7(6) . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 119.9(7) . . ?
C5 C4 H4 120.0 . . ?
N1 C5 C4 125.0(6) . . ?
N1 C5 H5 117.5 . . ?
C4 C5 H5 117.5 . . ?
C3 C6 H6 117.2 . . ?
C7 C6 C3 125.5(5) . . ?
C7 C6 H6 117.2 . . ?
C6 C7 H7 117.6 . . ?
C6 C7 C8 124.8(5) . 1_655 ?
C8 C7 H7 117.6 1_655 . ?
C9 C8 C7 120.3(5) . 1_455 ?
C9 C8 C7 120.3(5) 6_565 1_455 ?
C9 C8 C9 66.6(12) 6_565 . ?
C12 C8 C7 124.2(5) . 1_455 ?
C12 C8 C7 124.2(5) 6_565 1_455 ?
C12 C8 C9 83.1(7) . 6_565 ?
C12 C8 C9 115.5(6) . . ?
C12 C8 C9 115.5(6) 6_565 6_565 ?
C12 C8 C9 83.1(7) 6_565 . ?
C12 C8 C12 60.2(8) 6_565 . ?
C8 C9 H9 119.6 . . ?
C8 C9 C10 120.8(8) . . ?
C10 C9 H9 119.6 . . ?
N2 C10 C9 122.0(9) . . ?
N2 C10 H10 119.0 . . ?
C9 C10 H10 119.0 . . ?
N2 C11 H11 117.1 . . ?
N2 C11 C12 125.8(7) . . ?
C12 C11 H11 117.1 . . ?
C8 C12 C11 120.6(8) . . ?
C8 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
N3 C13 H13 118.0 . . ?
N3 C13 C14 124.0(5) . . ?
C14 C13 H13 118.0 . . ?
C13 C14 H14 119.5 . . ?
C15 C14 C13 120.9(6) . . ?
C15 C14 H14 119.5 . . ?
C14 C15 C14 115.7(6) 6_565 . ?
C14 C15 C16 103.6(3) . . ?
C14 C15 C16 140.7(5) . 6_565 ?
C14 C15 C16 140.7(5) 6_565 . ?
C14 C15 C16 103.6(3) 6_565 6_565 ?
C16 C15 C16 37.1(5) . 6_565 ?
C15 C16 H16 133.8(16) . . ?
C16 C16 C15 160.7(4) 2_655 . ?
C16 C16 C15 71.5(2) 6_565 . ?
C16 C16 C15 113.1(8) 5_665 . ?
C16 C16 C16 48.2(6) 2_655 5_665 ?
C16 C16 C16 41.8(6) 6_565 5_665 ?
C16 C16 C16 89.996(2) 2_655 6_565 ?
C16 C16 H16 112.8(19) 5_665 . ?
C16 C16 H16 64.7(16) 2_655 . ?
C16 C16 H16 154.6(16) 6_565 . ?
C18 C17 N12 120.0(2) 6 . ?
C18 C17 N12 120.0(2) . . ?
C18 C17 C18 120.1(4) 6 . ?
C17 C18 H18 120.1 . . ?
C19 C18 C17 119.8(3) . . ?
C19 C18 H18 120.1 . . ?
C18 C19 C20 120.0(3) . . ?
C18 C19 C21 120.2(3) . . ?
C20 C19 C21 119.8(3) . . ?
C19 C20 C19 120.2(5) . 6 ?
C19 C20 H20 119.9 . . ?
C19 C20 H20 119.9 6 . ?
O1 C21 C19 118.5(3) . . ?
O2 C21 O1 121.5(3) . . ?
O2 C21 C19 120.1(3) . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.500 0.000 153.7 17.0 '1/2 water'
2 0.500 0.000 0.500 153.7 17.0 '1/2 water'

_olex2_submission_special_instructions 'No special instructions were received'
