# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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. 
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data_123
_database_code_depnum_ccdc_archive 'CCDC 2208435'
_audit_update_record             
;
2022-09-20 deposited with the CCDC.	2022-12-14 downloaded from the CCDC.
;
_audit_creation_date             2022-09-20
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H12 Co N4 O5, 3(H2 O)'
_chemical_formula_sum            'C16 H18 Co N4 O8'
_chemical_formula_weight         453.27
_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      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                   8.8988(6)
_cell_length_b                   9.8033(6)
_cell_length_c                   11.4213(7)
_cell_angle_alpha                90.342(2)
_cell_angle_beta                 103.096(2)
_cell_angle_gamma                104.310(2)
_cell_volume                     938.31(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5854
_cell_measurement_temperature    123
_cell_measurement_theta_max      23.55
_cell_measurement_theta_min      2.43
_shelx_estimated_absorpt_T_max   0.893
_shelx_estimated_absorpt_T_min   0.868
_exptl_absorpt_coefficient_mu    0.968
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6289
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1288 before and 0.0765 after correction.
The Ratio of minimum to maximum transmission is 0.8438.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic reddish red'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.604
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             466
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1124
_diffrn_reflns_av_unetI/netI     0.0517
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            36256
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.711
_diffrn_reflns_theta_min         2.149
_diffrn_ambient_temperature      123
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2733
_reflns_number_total             3568
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         1.543
_refine_diff_density_min         -0.896
_refine_diff_density_rms         0.118
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         3568
_refine_ls_number_restraints     182
_refine_ls_R_factor_all          0.0966
_refine_ls_R_factor_gt           0.0724
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1209P)²+2.3597P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1919
_refine_ls_wR_factor_ref         0.2111
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H8A,H8B} of O8, {H7A,H7B} of O7, All N(H) groups
 At 1.5 times of:
  {H6A,H6B} of O6, {H9B,H9C} of O9, {H3A,H3B} of O3
2. Restrained distances
 H9B_$1-H2_$2
 2.1 with sigma of 0.02
 O1-C14 \\sim O1-C14A
 with sigma of 0.02
 O2-C14 \\sim O2A-C14A
 with sigma of 0.02
 N3-C9 \\sim N3A-C9A
 with sigma of 0.02
 N3-C13 \\sim N3A-C13A
 with sigma of 0.02
 N4-C9 \\sim N4A-C9A
 with sigma of 0.02
 N4-C11 \\sim N4A-C11A
 with sigma of 0.02
 C12-C14 \\sim C12A-C14A
 with sigma of 0.04
 C3-C12 \\sim C3A-C12A
 with sigma of 0.02
 C3-C14 \\sim C3A-C14A
 with sigma of 0.02
 C3-C17 \\sim C3A-C17A
 with sigma of 0.02
 C9-C11 \\sim C9A-C11A
 with sigma of 0.04
 C11-C12 \\sim C11A-C12A
 with sigma of 0.02
 C11-C13 \\sim C11A-C13A
 with sigma of 0.02
 C13-C17 \\sim C13A-C17A
 with sigma of 0.04
 C14-C17 \\sim C14A-C17A
 with sigma of 0.04
 C13-C15 \\sim C13A-C15A
 with sigma of 0.02
 C3-C11 \\sim C3A-C11A
 with sigma of 0.04
 C3-C15 \\sim C3A-C15A
 with sigma of 0.04
 C15-C17 \\sim C15A-C17A
 with sigma of 0.02
 C9-C13 \\sim C9A-C13A
 with sigma of 0.04
 C11-C15 \\sim C11A-C15A
 with sigma of 0.04
 O1-O2 \\sim O1-O2A
 with sigma of 0.04
 C12-C13 \\sim C12A-C13A
 with sigma of 0.04
 O1-C3 \\sim O1-C3A
 with sigma of 0.04
 C12-C17 \\sim C12A-C17A
 with sigma of 0.04
 O2-C3 \\sim O2A-C3A
 with sigma of 0.04
 N3-N4 \\sim N3A-N4A
 with sigma of 0.04
 N3-C11 \\sim N3A-C11A
 with sigma of 0.04
 N3-C15 \\sim N3A-C15A
 with sigma of 0.04
 N4-C12 \\sim N4A-C12A
 with sigma of 0.04
 N4-C13 \\sim N4A-C13A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(O2) \\sim Ueq, Uanis(N3) \\sim Ueq, Uanis(N4) \\sim Ueq, Uanis(C3) \\sim
Ueq, Uanis(C9) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C12) \\sim Ueq,
Uanis(C13) \\sim Ueq, Uanis(C14) \\sim Ueq, Uanis(C15) \\sim Ueq, Uanis(C17)
\\sim Ueq, Uanis(C14A) \\sim Ueq, Uanis(O2A) \\sim Ueq, Uanis(C3A) \\sim Ueq,
Uanis(C12A) \\sim Ueq, Uanis(C17A) \\sim Ueq, Uanis(C15A) \\sim Ueq,
Uanis(C13A) \\sim Ueq, Uanis(C11A) \\sim Ueq, Uanis(N4A) \\sim Ueq, Uanis(C9A)
\\sim Ueq, Uanis(N3A) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(O8) \\sim Ueq, Uanis(O7) \\sim Ueq, Uanis(O6) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O2) = Uanis(N3) = Uanis(N4) = Uanis(C3) = Uanis(C9) = Uanis(C11) =
Uanis(C12) = Uanis(C13) = Uanis(C14) = Uanis(C15) = Uanis(C17) = Uanis(C14A) =
Uanis(O2A) = Uanis(C3A) = Uanis(C12A) = Uanis(C17A) = Uanis(C15A) = Uanis(C13A)
= Uanis(C11A) = Uanis(N4A) = Uanis(C9A) = Uanis(N3A)
Uanis(O8) = Uanis(O7) = Uanis(O6)
4. Others
 Sof(C14A)=Sof(O2A)=Sof(C3A)=Sof(C12A)=Sof(H12A)=Sof(C17A)=Sof(H17A)=Sof(C15A)=
 Sof(H15A)=Sof(C13A)=Sof(C11A)=Sof(N4A)=Sof(C9A)=Sof(H9A)=Sof(N3A)=Sof(H3AA)=1-
 FVAR(1)
 Sof(O2)=Sof(N3)=Sof(H3)=Sof(N4)=Sof(C3)=Sof(C9)=Sof(H9)=Sof(C11)=Sof(C12)=
 Sof(H12)=Sof(C13)=Sof(C14)=Sof(C15)=Sof(H15)=Sof(C17)=Sof(H17)=FVAR(1)
 Fixed Sof: O7(0.5) H7A(0.5) H7B(0.5) O8(0.5) H8A(0.5) H8B(0.5)
5.a Riding coordinates:
 O6(H6A,H6B), O7(H7A,H7B), O8(H8A,H8B)
5.b Free rotating group:
 O9(H9B,H9C)
5.c Rotating group:
 O3(H3A,H3B)
5.d Aromatic/amide H refined with riding coordinates:
 N2(H2), N3(H3), C2(H2A), C5(H5), C9(H9), C10(H10), C12(H12), C15(H15),
 C16(H16), C17(H17), C12A(H12A), C17A(H17A), C15A(H15A), C9A(H9A), N3A(H3AA)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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 1.00285(8) 0.08373(7) 0.22422(6) 0.0316(3) Uani 1 1 d . . . . .
O1 O 0.8405(4) 0.1256(4) 0.3120(3) 0.0372(8) Uani 1 1 d D . . . .
O2 O 0.6316(8) 0.1216(8) 0.1580(6) 0.0364(7) Uani 0.635(7) 1 d D U P A 1
O3 O 0.8174(4) 0.0126(4) 0.0643(3) 0.0412(9) Uani 1 1 d . . . . .
H3A H 0.743088 0.057271 0.059796 0.062 Uiso 1 1 d R U . . .
H3B H 0.854868 0.035824 0.001851 0.062 Uiso 1 1 d R U . . .
O4 O 1.1183(4) 0.9342(4) 0.1537(3) 0.0388(9) Uani 1 1 d . . . . .
O5 O 0.9535(5) 0.8652(4) 0.2709(4) 0.0466(10) Uani 1 1 d . . . . .
N1 N 1.0905(5) 0.2793(4) 0.1544(4) 0.0330(9) Uani 1 1 d . . . . .
N2 N 1.2280(5) 0.4424(5) 0.0573(4) 0.0390(10) Uani 1 1 d . . . . .
H2 H 1.291374 0.479791 0.010519 0.047 Uiso 1 1 calc R U . . .
N3 N 0.2914(8) 0.1544(10) 0.5747(6) 0.0364(7) Uani 0.635(7) 1 d D U P A 1
H3 H 0.299796 0.165213 0.652664 0.044 Uiso 0.635(7) 1 calc R U P A 1
N4 N 0.1812(10) 0.1264(13) 0.3789(9) 0.0364(7) Uani 0.635(7) 1 d D U P A 1
C1 C 1.0666(6) 0.4093(6) 0.1815(4) 0.0351(11) Uani 1 1 d . . . . .
C2 C 0.9785(7) 0.4487(6) 0.2564(5) 0.0406(13) Uani 1 1 d . . . . .
H2A H 0.922315 0.381270 0.301023 0.049 Uiso 1 1 calc R U . . .
C3 C 0.5977(10) 0.1406(10) 0.3579(7) 0.0364(7) Uani 0.635(7) 1 d D U P A 1
C4 C 1.1528(6) 0.5123(5) 0.1210(4) 0.0301(10) Uani 1 1 d . . . . .
C5 C 0.9752(7) 0.5876(6) 0.2636(5) 0.0416(13) Uani 1 1 d . . . . .
H5 H 0.913709 0.615252 0.313000 0.050 Uiso 1 1 calc R U . . .
C6 C 1.0433(6) 0.8377(5) 0.2091(5) 0.0350(11) Uani 1 1 d . . . . .
C8 C 1.0597(6) 0.6908(5) 0.2006(4) 0.0336(11) Uani 1 1 d . . . . .
C9 C 0.1559(10) 0.1361(10) 0.4871(8) 0.0364(7) Uani 0.635(7) 1 d D U P A 1
H9 H 0.054065 0.130954 0.502254 0.044 Uiso 0.635(7) 1 calc R U P A 1
C10 C 1.1506(6) 0.6532(6) 0.1279(5) 0.0342(11) Uani 1 1 d . . . . .
H10 H 1.208837 0.720972 0.084766 0.041 Uiso 1 1 calc R U . . .
C11 C 0.3424(10) 0.1352(11) 0.3958(8) 0.0364(7) Uani 0.635(7) 1 d D U P A 1
C12 C 0.4350(11) 0.1283(11) 0.3133(9) 0.0364(7) Uani 0.635(7) 1 d D U P A 1
H12 H 0.388594 0.115545 0.229161 0.044 Uiso 0.635(7) 1 calc R U P A 1
C13 C 0.4139(10) 0.1528(11) 0.5198(7) 0.0364(7) Uani 0.635(7) 1 d D U P A 1
C14 C 0.6966(10) 0.1284(12) 0.2690(8) 0.0364(7) Uani 0.635(7) 1 d D U P A 1
C15 C 0.5763(9) 0.1670(11) 0.5648(7) 0.0364(7) Uani 0.635(7) 1 d D U P A 1
H15 H 0.624198 0.183249 0.648613 0.044 Uiso 0.635(7) 1 calc R U P A 1
C16 C 1.1858(6) 0.3049(6) 0.0806(5) 0.0369(12) Uani 1 1 d . . . . .
H16 H 1.221717 0.233749 0.046653 0.044 Uiso 1 1 calc R U . . .
C17 C 0.6647(10) 0.1562(11) 0.4811(7) 0.0364(7) Uani 0.635(7) 1 d D U P A 1
H17 H 0.774631 0.159706 0.508899 0.044 Uiso 0.635(7) 1 calc R U P A 1
O6 O 0.6198(11) 0.7417(12) 0.1736(7) 0.164(3) Uani 1 1 d . U . . .
H6A H 0.554991 0.681077 0.121088 0.246 Uiso 1 1 d R U . . .
H6B H 0.634301 0.817517 0.138208 0.246 Uiso 1 1 d R U . . .
O7 O 0.450(2) 0.500(3) 0.5355(14) 0.164(3) Uani 0.5 1 d . U P B -1
H7A H 0.502164 0.520559 0.481441 0.197 Uiso 0.5 1 d R U P B -1
H7B H 0.467654 0.422479 0.558271 0.197 Uiso 0.5 1 d R U P B -1
O8 O 0.558(2) 0.505(2) 0.2917(14) 0.164(3) Uani 0.5 1 d . U P . .
H8A H 0.646053 0.541840 0.274235 0.197 Uiso 0.5 1 d R U P . .
H8B H 0.488893 0.531350 0.239525 0.197 Uiso 0.5 1 d R U P . .
O9 O 0.5639(6) 0.3727(7) 0.0605(5) 0.0700(15) Uani 1 1 d G . . . .
H9B H 0.617609 0.415431 0.127890 0.105 Uiso 1 1 d G U . . .
H9C H 0.470978 0.342025 0.071107 0.105 Uiso 1 1 d G U . . .
C14A C 0.7090(16) 0.156(2) 0.2658(12) 0.0364(7) Uani 0.365(7) 1 d D U P A 2
O2A O 0.6539(15) 0.1660(13) 0.1564(10) 0.0364(7) Uani 0.365(7) 1 d D U P A 2
C3A C 0.6128(16) 0.1852(17) 0.3514(12) 0.0364(7) Uani 0.365(7) 1 d D U P A 2
C12A C 0.4480(17) 0.159(2) 0.3114(15) 0.0364(7) Uani 0.365(7) 1 d D U P A 2
H12A H 0.396205 0.131353 0.229375 0.044 Uiso 0.365(7) 1 calc R U P A 2
C17A C 0.6894(16) 0.2276(19) 0.4705(11) 0.0364(7) Uani 0.365(7) 1 d D U P A 2
H17A H 0.801973 0.242798 0.494559 0.044 Uiso 0.365(7) 1 calc R U P A 2
C15A C 0.6071(15) 0.2486(19) 0.5558(12) 0.0364(7) Uani 0.365(7) 1 d D U P A 2
H15A H 0.660561 0.280859 0.636662 0.044 Uiso 0.365(7) 1 calc R U P A 2
C13A C 0.4421(14) 0.2199(19) 0.5165(11) 0.0364(7) Uani 0.365(7) 1 d D U P A 2
C11A C 0.3612(16) 0.1734(18) 0.3968(12) 0.0364(7) Uani 0.365(7) 1 d D U P A 2
N4A N 0.1980(17) 0.148(2) 0.3859(14) 0.0364(7) Uani 0.365(7) 1 d D U P A 2
C9A C 0.1817(16) 0.1788(18) 0.4945(14) 0.0364(7) Uani 0.365(7) 1 d D U P A 2
H9A H 0.081648 0.171345 0.513686 0.044 Uiso 0.365(7) 1 calc R U P A 2
N3A N 0.3246(14) 0.2218(16) 0.5757(11) 0.0364(7) Uani 0.365(7) 1 d D U P A 2
H3AA H 0.338991 0.246494 0.652482 0.044 Uiso 0.365(7) 1 calc R U P 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
Co1 O1 2.051(3) . ?
Co1 O3 2.144(4) . ?
Co1 O4 2.227(4) 1_545 ?
Co1 O5 2.173(4) 1_545 ?
Co1 N1 2.117(4) . ?
Co1 N4 2.051(9) 1_655 ?
Co1 N4A 2.194(14) 1_655 ?
O1 C14 1.271(9) . ?
O1 C14A 1.276(12) . ?
O2 C14 1.263(9) . ?
O3 H3A 0.8717 . ?
O3 H3B 0.8623 . ?
O4 C6 1.274(7) . ?
O5 C6 1.253(6) . ?
N1 C1 1.386(7) . ?
N1 C16 1.310(7) . ?
N2 H2 0.8800 . ?
N2 C4 1.375(6) . ?
N2 C16 1.352(7) . ?
N3 H3 0.8800 . ?
N3 C9 1.353(10) . ?
N3 C13 1.378(9) . ?
N4 C9 1.313(10) . ?
N4 C11 1.384(9) . ?
C1 C2 1.394(7) . ?
C1 C4 1.397(7) . ?
C2 H2A 0.9500 . ?
C2 C5 1.372(8) . ?
C3 C12 1.396(10) . ?
C3 C14 1.507(9) . ?
C3 C17 1.390(10) . ?
C4 C10 1.388(7) . ?
C5 H5 0.9500 . ?
C5 C8 1.408(8) . ?
C6 C8 1.488(7) . ?
C8 C10 1.389(7) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.397(9) . ?
C11 C13 1.405(10) . ?
C12 H12 0.9500 . ?
C13 C15 1.391(10) . ?
C15 H15 0.9500 . ?
C15 C17 1.388(10) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
O6 H6A 0.8459 . ?
O6 H6B 0.8442 . ?
O7 H7A 0.8479 . ?
O7 H7B 0.8479 . ?
O8 H8A 0.8479 . ?
O8 H8B 0.8445 . ?
O9 H9B 0.8525 . ?
O9 H9C 0.8439 . ?
C14A O2A 1.248(12) . ?
C14A C3A 1.507(13) . ?
C3A C12A 1.390(13) . ?
C3A C17A 1.387(14) . ?
C12A H12A 0.9500 . ?
C12A C11A 1.401(13) . ?
C17A H17A 0.9500 . ?
C17A C15A 1.386(14) . ?
C15A H15A 0.9500 . ?
C15A C13A 1.390(14) . ?
C13A C11A 1.407(14) . ?
C13A N3A 1.373(13) . ?
C11A N4A 1.388(13) . ?
N4A C9A 1.322(13) . ?
C9A H9A 0.9500 . ?
C9A N3A 1.360(14) . ?
N3A H3AA 0.8800 . ?

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 O3 90.38(14) . . ?
O1 Co1 O4 151.34(15) . 1_545 ?
O1 Co1 O5 91.87(15) . 1_545 ?
O1 Co1 N1 103.04(16) . . ?
O1 Co1 N4 92.1(3) . 1_655 ?
O1 Co1 N4A 91.9(4) . 1_655 ?
O3 Co1 O4 84.21(14) . 1_545 ?
O3 Co1 O5 86.42(16) . 1_545 ?
O3 Co1 N4A 177.2(5) . 1_655 ?
O5 Co1 O4 59.77(14) 1_545 1_545 ?
O5 Co1 N4A 91.9(6) 1_545 1_655 ?
N1 Co1 O3 92.63(15) . . ?
N1 Co1 O4 105.30(15) . 1_545 ?
N1 Co1 O5 165.06(16) . 1_545 ?
N1 Co1 N4A 88.5(6) . 1_655 ?
N4 Co1 O3 173.0(4) 1_655 . ?
N4 Co1 O4 90.5(3) 1_655 1_545 ?
N4 Co1 O5 86.9(4) 1_655 1_545 ?
N4 Co1 N1 93.2(4) 1_655 . ?
N4 Co1 N4A 4.9(9) 1_655 1_655 ?
C14 O1 Co1 129.0(5) . . ?
C14A O1 Co1 127.7(7) . . ?
Co1 O3 H3A 110.6 . . ?
Co1 O3 H3B 109.5 . . ?
H3A O3 H3B 104.2 . . ?
C6 O4 Co1 88.4(3) . 1_565 ?
C6 O5 Co1 91.4(3) . 1_565 ?
C1 N1 Co1 127.7(4) . . ?
C16 N1 Co1 127.2(4) . . ?
C16 N1 C1 105.0(4) . . ?
C4 N2 H2 126.7 . . ?
C16 N2 H2 126.7 . . ?
C16 N2 C4 106.6(4) . . ?
C9 N3 H3 126.2 . . ?
C9 N3 C13 107.7(7) . . ?
C13 N3 H3 126.2 . . ?
C9 N4 Co1 123.7(6) . 1_455 ?
C9 N4 C11 105.9(7) . . ?
C11 N4 Co1 130.1(6) . 1_455 ?
N1 C1 C2 131.4(5) . . ?
N1 C1 C4 109.2(4) . . ?
C2 C1 C4 119.3(5) . . ?
C1 C2 H2A 121.0 . . ?
C5 C2 C1 118.1(5) . . ?
C5 C2 H2A 121.0 . . ?
C12 C3 C14 118.1(7) . . ?
C17 C3 C12 120.8(7) . . ?
C17 C3 C14 121.1(7) . . ?
N2 C4 C1 105.7(4) . . ?
N2 C4 C10 131.2(5) . . ?
C10 C4 C1 123.0(5) . . ?
C2 C5 H5 118.8 . . ?
C2 C5 C8 122.5(5) . . ?
C8 C5 H5 118.8 . . ?
O4 C6 C8 120.8(5) . . ?
O5 C6 O4 120.4(5) . . ?
O5 C6 C8 118.9(5) . . ?
C5 C8 C6 118.9(5) . . ?
C10 C8 C5 119.9(5) . . ?
C10 C8 C6 121.1(5) . . ?
N3 C9 H9 123.8 . . ?
N4 C9 N3 112.4(7) . . ?
N4 C9 H9 123.8 . . ?
C4 C10 C8 117.1(5) . . ?
C4 C10 H10 121.4 . . ?
C8 C10 H10 121.4 . . ?
N4 C11 C12 131.1(8) . . ?
N4 C11 C13 109.2(7) . . ?
C12 C11 C13 119.7(7) . . ?
C3 C12 C11 118.2(8) . . ?
C3 C12 H12 120.9 . . ?
C11 C12 H12 120.9 . . ?
N3 C13 C11 104.9(6) . . ?
N3 C13 C15 132.6(7) . . ?
C15 C13 C11 122.5(7) . . ?
O1 C14 C3 117.1(7) . . ?
O2 C14 O1 124.6(7) . . ?
O2 C14 C3 118.3(7) . . ?
C13 C15 H15 121.7 . . ?
C17 C15 C13 116.6(7) . . ?
C17 C15 H15 121.7 . . ?
N1 C16 N2 113.5(5) . . ?
N1 C16 H16 123.3 . . ?
N2 C16 H16 123.3 . . ?
C3 C17 H17 118.9 . . ?
C15 C17 C3 122.2(7) . . ?
C15 C17 H17 118.9 . . ?
H6A O6 H6B 104.8 . . ?
H7A O7 H7B 103.6 . . ?
H8A O8 H8B 104.9 . . ?
H9B O9 H9C 104.0 . . ?
O1 C14A C3A 117.0(11) . . ?
O2A C14A O1 126.2(11) . . ?
O2A C14A C3A 116.8(11) . . ?
C12A C3A C14A 119.2(11) . . ?
C17A C3A C14A 119.1(11) . . ?
C17A C3A C12A 121.5(11) . . ?
C3A C12A H12A 121.3 . . ?
C3A C12A C11A 117.5(12) . . ?
C11A C12A H12A 121.3 . . ?
C3A C17A H17A 118.9 . . ?
C15A C17A C3A 122.2(12) . . ?
C15A C17A H17A 118.9 . . ?
C17A C15A H15A 121.8 . . ?
C17A C15A C13A 116.3(11) . . ?
C13A C15A H15A 121.8 . . ?
C15A C13A C11A 122.6(10) . . ?
N3A C13A C15A 132.2(11) . . ?
N3A C13A C11A 105.2(10) . . ?
C12A C11A C13A 119.8(11) . . ?
N4A C11A C12A 130.8(12) . . ?
N4A C11A C13A 109.4(10) . . ?
C9A N4A C11A 105.4(11) . . ?
N4A C9A H9A 123.8 . . ?
N4A C9A N3A 112.3(11) . . ?
N3A C9A H9A 123.8 . . ?
C13A N3A H3AA 126.1 . . ?
C9A N3A C13A 107.7(10) . . ?
C9A N3A H3AA 126.1 . . ?

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 O1 C14 O2 -9.1(14) . . . . ?
Co1 O1 C14 C3 170.9(5) . . . . ?
Co1 O1 C14A O2A 0(2) . . . . ?
Co1 O1 C14A C3A -178.7(9) . . . . ?
Co1 O4 C6 O5 -1.0(5) 1_565 . . . ?
Co1 O4 C6 C8 178.4(4) 1_565 . . . ?
Co1 O5 C6 O4 1.0(5) 1_565 . . . ?
Co1 O5 C6 C8 -178.4(4) 1_565 . . . ?
Co1 N1 C1 C2 -2.0(8) . . . . ?
Co1 N1 C1 C4 176.6(3) . . . . ?
Co1 N1 C16 N2 -176.5(3) . . . . ?
Co1 N4 C9 N3 175.3(8) 1_455 . . . ?
Co1 N4 C11 C12 5.3(18) 1_455 . . . ?
Co1 N4 C11 C13 -174.1(9) 1_455 . . . ?
Co1 N4A C9A N3A -177.2(14) 1_455 . . . ?
O1 C14A C3A C12A -152.3(15) . . . . ?
O1 C14A C3A C17A 23(2) . . . . ?
O4 C6 C8 C5 179.7(5) . . . . ?
O4 C6 C8 C10 -3.1(8) . . . . ?
O5 C6 C8 C5 -0.8(8) . . . . ?
O5 C6 C8 C10 176.4(5) . . . . ?
N1 C1 C2 C5 -178.9(5) . . . . ?
N1 C1 C4 N2 0.1(6) . . . . ?
N1 C1 C4 C10 178.6(4) . . . . ?
N2 C4 C10 C8 179.2(5) . . . . ?
N3 C13 C15 C17 178.4(10) . . . . ?
N4 C11 C12 C3 -179.9(10) . . . . ?
N4 C11 C13 N3 -0.1(11) . . . . ?
N4 C11 C13 C15 -179.1(10) . . . . ?
C1 N1 C16 N2 0.5(6) . . . . ?
C1 C2 C5 C8 -1.3(9) . . . . ?
C1 C4 C10 C8 1.1(7) . . . . ?
C2 C1 C4 N2 179.0(5) . . . . ?
C2 C1 C4 C10 -2.5(8) . . . . ?
C2 C5 C8 C6 177.1(5) . . . . ?
C2 C5 C8 C10 -0.1(9) . . . . ?
C4 N2 C16 N1 -0.4(6) . . . . ?
C4 C1 C2 C5 2.5(8) . . . . ?
C5 C8 C10 C4 0.2(7) . . . . ?
C6 C8 C10 C4 -176.9(5) . . . . ?
C9 N3 C13 C11 1.0(10) . . . . ?
C9 N3 C13 C15 179.8(11) . . . . ?
C9 N4 C11 C12 178.5(10) . . . . ?
C9 N4 C11 C13 -0.8(12) . . . . ?
C11 N4 C9 N3 1.5(12) . . . . ?
C11 C13 C15 C17 -3.0(15) . . . . ?
C12 C3 C14 O1 -173.1(8) . . . . ?
C12 C3 C14 O2 6.9(14) . . . . ?
C12 C3 C17 C15 -3.1(15) . . . . ?
C12 C11 C13 N3 -179.6(9) . . . . ?
C12 C11 C13 C15 1.5(15) . . . . ?
C13 N3 C9 N4 -1.6(11) . . . . ?
C13 C11 C12 C3 -0.6(14) . . . . ?
C13 C15 C17 C3 3.8(15) . . . . ?
C14 C3 C12 C11 178.1(9) . . . . ?
C14 C3 C17 C15 -179.7(9) . . . . ?
C16 N1 C1 C2 -179.0(6) . . . . ?
C16 N1 C1 C4 -0.4(6) . . . . ?
C16 N2 C4 C1 0.2(5) . . . . ?
C16 N2 C4 C10 -178.2(5) . . . . ?
C17 C3 C12 C11 1.4(14) . . . . ?
C17 C3 C14 O1 3.6(14) . . . . ?
C17 C3 C14 O2 -176.4(9) . . . . ?
C14A C3A C12A C11A 173.6(15) . . . . ?
C14A C3A C17A C15A -176.2(16) . . . . ?
O2A C14A C3A C12A 29(2) . . . . ?
O2A C14A C3A C17A -155.9(16) . . . . ?
C3A C12A C11A C13A 3(2) . . . . ?
C3A C12A C11A N4A -176.7(17) . . . . ?
C3A C17A C15A C13A 2(3) . . . . ?
C12A C3A C17A C15A -1(3) . . . . ?
C12A C11A N4A Co1 -3(3) . . . 1_455 ?
C12A C11A N4A C9A 179.6(18) . . . . ?
C17A C3A C12A C11A -1(2) . . . . ?
C17A C15A C13A C11A -1(3) . . . . ?
C17A C15A C13A N3A 176.3(17) . . . . ?
C15A C13A C11A C12A -2(3) . . . . ?
C15A C13A C11A N4A 177.7(17) . . . . ?
C15A C13A N3A C9A -177.4(18) . . . . ?
C13A C11A N4A Co1 177.0(15) . . . 1_455 ?
C13A C11A N4A C9A 0(2) . . . . ?
C11A C13A N3A C9A -0.1(17) . . . . ?
C11A N4A C9A N3A 0(2) . . . . ?
N4A C9A N3A C13A 0(2) . . . . ?
N3A C13A C11A C12A -179.6(15) . . . . ?
N3A C13A C11A N4A 0.1(19) . . . . ?

_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_323
_database_code_depnum_ccdc_archive 'CCDC 2208438'
_audit_update_record             
;
2022-09-20 deposited with the CCDC.	2022-12-14 downloaded from the CCDC.
;
_audit_creation_date             2022-09-20
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H12 Co N4 O5, 3(H2 O)'
_chemical_formula_sum            'C16 H18 Co N4 O8'
_chemical_formula_weight         453.27
_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      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                   8.8988(6)
_cell_length_b                   9.8033(6)
_cell_length_c                   11.4213(7)
_cell_angle_alpha                90.342(2)
_cell_angle_beta                 103.096(2)
_cell_angle_gamma                104.310(2)
_cell_volume                     938.31(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5312
_cell_measurement_temperature    323.00
_cell_measurement_theta_max      21.67
_cell_measurement_theta_min      2.42
_shelx_estimated_absorpt_T_max   0.893
_shelx_estimated_absorpt_T_min   0.868
_exptl_absorpt_coefficient_mu    0.968
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6203
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1257 before and 0.0810 after correction.
The Ratio of minimum to maximum transmission is 0.8322.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear reddish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.604
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             466
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1447
_diffrn_reflns_av_unetI/netI     0.0691
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            42531
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.811
_diffrn_reflns_theta_min         2.149
_diffrn_ambient_temperature      323.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2601
_reflns_number_total             3935
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.996
_refine_diff_density_min         -0.772
_refine_diff_density_rms         0.105
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         3935
_refine_ls_number_restraints     183
_refine_ls_R_factor_all          0.1199
_refine_ls_R_factor_gt           0.0752
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1290P)²+1.4423P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2013
_refine_ls_wR_factor_ref         0.2318
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H7A,H7B} of O7, {H8A,H8B} of O8, All N(H) groups
 At 1.5 times of:
  {H3A,H3B} of O3, {H9B,H9C} of O9, {H6A,H6B} of O6
2. Restrained distances
 H9B_$1-H2_$2
 2.1 with sigma of 0.02
 O8-O7
 2.3 with sigma of 0.02
 O1-C14 \\sim O1-C14A
 with sigma of 0.02
 O2-C14 \\sim O2A-C14A
 with sigma of 0.02
 N3-C9 \\sim N3A-C9A
 with sigma of 0.02
 N3-C13 \\sim N3A-C13A
 with sigma of 0.02
 N4-C9 \\sim N4A-C9A
 with sigma of 0.02
 N4-C11 \\sim N4A-C11A
 with sigma of 0.02
 C12-C14 \\sim C12A-C14A
 with sigma of 0.04
 C3-C12 \\sim C3A-C12A
 with sigma of 0.02
 C3-C14 \\sim C3A-C14A
 with sigma of 0.02
 C3-C17 \\sim C3A-C17A
 with sigma of 0.02
 C9-C11 \\sim C9A-C11A
 with sigma of 0.04
 C11-C12 \\sim C11A-C12A
 with sigma of 0.02
 C11-C13 \\sim C11A-C13A
 with sigma of 0.02
 C13-C17 \\sim C13A-C17A
 with sigma of 0.04
 C14-C17 \\sim C14A-C17A
 with sigma of 0.04
 C13-C15 \\sim C13A-C15A
 with sigma of 0.02
 C3-C11 \\sim C3A-C11A
 with sigma of 0.04
 C3-C15 \\sim C3A-C15A
 with sigma of 0.04
 C15-C17 \\sim C15A-C17A
 with sigma of 0.02
 C9-C13 \\sim C9A-C13A
 with sigma of 0.04
 C11-C15 \\sim C11A-C15A
 with sigma of 0.04
 O1-O2 \\sim O1-O2A
 with sigma of 0.04
 C12-C13 \\sim C12A-C13A
 with sigma of 0.04
 O1-C3 \\sim O1-C3A
 with sigma of 0.04
 C12-C17 \\sim C12A-C17A
 with sigma of 0.04
 O2-C3 \\sim O2A-C3A
 with sigma of 0.04
 N3-N4 \\sim N3A-N4A
 with sigma of 0.04
 N3-C11 \\sim N3A-C11A
 with sigma of 0.04
 N3-C15 \\sim N3A-C15A
 with sigma of 0.04
 N4-C12 \\sim N4A-C12A
 with sigma of 0.04
 N4-C13 \\sim N4A-C13A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(O2) \\sim Ueq, Uanis(N3) \\sim Ueq, Uanis(N4) \\sim Ueq, Uanis(C3) \\sim
Ueq, Uanis(C9) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C12) \\sim Ueq,
Uanis(C13) \\sim Ueq, Uanis(C14) \\sim Ueq, Uanis(C15) \\sim Ueq, Uanis(C17)
\\sim Ueq, Uanis(C14A) \\sim Ueq, Uanis(O2A) \\sim Ueq, Uanis(C3A) \\sim Ueq,
Uanis(C12A) \\sim Ueq, Uanis(C17A) \\sim Ueq, Uanis(C15A) \\sim Ueq,
Uanis(C13A) \\sim Ueq, Uanis(C11A) \\sim Ueq, Uanis(N4A) \\sim Ueq, Uanis(C9A)
\\sim Ueq, Uanis(N3A) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(O8) \\sim Ueq, Uanis(O7) \\sim Ueq, Uanis(O6) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O6) \\sim Ueq, Uanis(O8) \\sim Ueq, Uanis(O7) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O2) = Uanis(N3) = Uanis(N4) = Uanis(C3) = Uanis(C9) = Uanis(C11) =
Uanis(C12) = Uanis(C13) = Uanis(C14) = Uanis(C15) = Uanis(C17) = Uanis(C14A) =
Uanis(O2A) = Uanis(C3A) = Uanis(C12A) = Uanis(C17A) = Uanis(C15A) = Uanis(C13A)
= Uanis(C11A) = Uanis(N4A) = Uanis(C9A) = Uanis(N3A)
Uanis(O8) = Uanis(O7) = Uanis(O6)
Uanis(O6) = Uanis(O8) = Uanis(O7)
4. Others
 Sof(C14A)=Sof(O2A)=Sof(C3A)=Sof(C12A)=Sof(H12A)=Sof(C17A)=Sof(H17A)=Sof(C15A)=
 Sof(H15A)=Sof(C13A)=Sof(C11A)=Sof(N4A)=Sof(C9A)=Sof(H9A)=Sof(N3A)=Sof(H3AA)=1-
 FVAR(1)
 Sof(O2)=Sof(N3)=Sof(H3)=Sof(N4)=Sof(C3)=Sof(C9)=Sof(H9)=Sof(C11)=Sof(C12)=
 Sof(H12)=Sof(C13)=Sof(C14)=Sof(C15)=Sof(H15)=Sof(C17)=Sof(H17)=FVAR(1)
 Fixed Sof: O7(0.5) H7A(0.5) H7B(0.5) O8(0.5) H8A(0.5) H8B(0.5)
5.a Riding coordinates:
 O6(H6A,H6B), O7(H7A,H7B), O8(H8A,H8B)
5.b Free rotating group:
 O9(H9B,H9C)
5.c Rotating group:
 O3(H3A,H3B)
5.d Aromatic/amide H refined with riding coordinates:
 N2(H2), N3(H3), C2(H2A), C5(H5), C9(H9), C10(H10), C12(H12), C15(H15),
 C16(H16), C17(H17), C12A(H12A), C17A(H17A), C15A(H15A), C9A(H9A), N3A(H3AA)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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 0.99962(9) 0.08555(7) 0.22375(6) 0.0431(3) Uani 1 1 d . . . . .
O1 O 0.8361(4) 0.1283(4) 0.3108(4) 0.0541(10) Uani 1 1 d D . . . .
O2 O 0.6257(9) 0.1154(9) 0.1589(6) 0.0498(8) Uani 0.602(7) 1 d D U P A 1
O3 O 0.8164(5) 0.0148(5) 0.0627(4) 0.0575(10) Uani 1 1 d . . . . .
H3A H 0.744076 0.062144 0.056499 0.086 Uiso 1 1 d R U . . .
H3B H 0.854694 0.034547 0.000080 0.086 Uiso 1 1 d R U . . .
O4 O 1.1169(5) 0.9334(4) 0.1544(3) 0.0525(10) Uani 1 1 d . . . . .
O5 O 0.9496(6) 0.8671(5) 0.2699(4) 0.0626(11) Uani 1 1 d . . . . .
N1 N 1.0889(5) 0.2799(5) 0.1546(4) 0.0472(11) Uani 1 1 d . . . . .
N2 N 1.2257(6) 0.4387(5) 0.0575(5) 0.0555(12) Uani 1 1 d . . . . .
H2 H 1.288563 0.475200 0.010078 0.067 Uiso 1 1 calc R U . . .
N3 N 0.2799(9) 0.1514(11) 0.5734(7) 0.0498(8) Uani 0.602(7) 1 d D U P A 1
H3 H 0.286513 0.159204 0.651292 0.060 Uiso 0.602(7) 1 calc R U P A 1
N4 N 0.1744(12) 0.1291(18) 0.3777(10) 0.0498(8) Uani 0.602(7) 1 d D U P A 1
C1 C 1.0665(7) 0.4098(6) 0.1821(5) 0.0473(13) Uani 1 1 d . . . . .
C2 C 0.9797(8) 0.4514(7) 0.2561(5) 0.0573(15) Uani 1 1 d . . . . .
H2A H 0.923989 0.384308 0.301145 0.069 Uiso 1 1 calc R U . . .
C3 C 0.5915(11) 0.1400(11) 0.3578(8) 0.0498(8) Uani 0.602(7) 1 d D U P A 1
C4 C 1.1521(6) 0.5110(6) 0.1214(5) 0.0422(12) Uani 1 1 d . . . . .
C5 C 0.9746(8) 0.5901(6) 0.2640(6) 0.0576(15) Uani 1 1 d . . . . .
H5 H 0.913037 0.617693 0.313360 0.069 Uiso 1 1 calc R U . . .
C6 C 1.0408(7) 0.8380(6) 0.2094(5) 0.0473(13) Uani 1 1 d . . . . .
C8 C 1.0588(7) 0.6914(6) 0.2003(5) 0.0465(13) Uani 1 1 d . . . . .
C9 C 0.1479(11) 0.1374(12) 0.4851(9) 0.0498(8) Uani 0.602(7) 1 d D U P A 1
H9 H 0.045817 0.133883 0.499238 0.060 Uiso 0.602(7) 1 calc R U P A 1
C10 C 1.1499(7) 0.6523(6) 0.1293(5) 0.0480(13) Uani 1 1 d . . . . .
H10 H 1.209532 0.720120 0.087029 0.058 Uiso 1 1 calc R U . . .
C11 C 0.3365(12) 0.1339(12) 0.3960(8) 0.0498(8) Uani 0.602(7) 1 d D U P A 1
C12 C 0.4293(12) 0.1288(12) 0.3140(10) 0.0498(8) Uani 0.602(7) 1 d D U P A 1
H12 H 0.383138 0.118071 0.229797 0.060 Uiso 0.602(7) 1 calc R U P A 1
C13 C 0.4037(11) 0.1511(13) 0.5191(8) 0.0498(8) Uani 0.602(7) 1 d D U P A 1
C14 C 0.6891(11) 0.1263(13) 0.2683(8) 0.0498(8) Uani 0.602(7) 1 d D U P A 1
C15 C 0.5688(11) 0.1671(12) 0.5646(8) 0.0498(8) Uani 0.602(7) 1 d D U P A 1
H15 H 0.617806 0.186077 0.648051 0.060 Uiso 0.602(7) 1 calc R U P A 1
C16 C 1.1839(7) 0.3032(6) 0.0810(6) 0.0550(14) Uani 1 1 d . . . . .
H16 H 1.219541 0.231324 0.047682 0.066 Uiso 1 1 calc R U . . .
C17 C 0.6544(11) 0.1534(12) 0.4809(8) 0.0498(8) Uani 0.602(7) 1 d D U P A 1
H17 H 0.763315 0.153220 0.509399 0.060 Uiso 0.602(7) 1 calc R U P A 1
O6 O 0.6103(16) 0.7461(15) 0.1704(11) 0.249(5) Uani 1 1 d . U . . .
H6A H 0.545549 0.685529 0.117832 0.373 Uiso 1 1 d R U . . .
H6B H 0.624859 0.821969 0.134942 0.373 Uiso 1 1 d R U . . .
O7 O 0.563(3) 0.500(4) 0.496(2) 0.249(5) Uani 0.5 1 d D U P B -1
H7A H 0.510798 0.479437 0.549879 0.299 Uiso 0.5 1 d R U P B -1
H7B H 0.545318 0.577517 0.473059 0.299 Uiso 0.5 1 d R U P B -1
O8 O 0.543(3) 0.503(3) 0.298(2) 0.249(5) Uani 0.5 1 d D U P . .
H8A H 0.631016 0.539765 0.280569 0.299 Uiso 0.5 1 d R U P . .
H8B H 0.473846 0.529275 0.245839 0.299 Uiso 0.5 1 d R U P . .
O9 O 0.5663(8) 0.3779(8) 0.0631(6) 0.113(2) Uiso 1 1 d G . . . .
H9B H 0.626653 0.417195 0.129910 0.169 Uiso 1 1 d G U . . .
H9C H 0.567417 0.292220 0.067423 0.169 Uiso 1 1 d G U . . .
C14A C 0.7045(15) 0.1590(19) 0.2651(12) 0.0498(8) Uani 0.398(7) 1 d D U P A 2
O2A O 0.6494(13) 0.1697(12) 0.1582(9) 0.0498(8) Uani 0.398(7) 1 d D U P A 2
C3A C 0.6083(16) 0.1876(17) 0.3509(11) 0.0498(8) Uani 0.398(7) 1 d D U P A 2
C12A C 0.4435(16) 0.1618(19) 0.3121(14) 0.0498(8) Uani 0.398(7) 1 d D U P A 2
H12A H 0.392030 0.136184 0.229704 0.060 Uiso 0.398(7) 1 calc R U P A 2
C17A C 0.6804(16) 0.2261(19) 0.4703(11) 0.0498(8) Uani 0.398(7) 1 d D U P A 2
H17A H 0.791956 0.235646 0.496340 0.060 Uiso 0.398(7) 1 calc R U P A 2
C15A C 0.5991(15) 0.2515(18) 0.5541(12) 0.0498(8) Uani 0.398(7) 1 d D U P A 2
H15A H 0.653078 0.288168 0.633904 0.060 Uiso 0.398(7) 1 calc R U P A 2
C13A C 0.4326(14) 0.2202(19) 0.5152(11) 0.0498(8) Uani 0.398(7) 1 d D U P A 2
C11A C 0.3553(16) 0.1741(17) 0.3961(12) 0.0498(8) Uani 0.398(7) 1 d D U P A 2
N4A N 0.1891(17) 0.148(3) 0.3842(15) 0.0498(8) Uani 0.398(7) 1 d D U P A 2
C9A C 0.1734(16) 0.1784(18) 0.4924(14) 0.0498(8) Uani 0.398(7) 1 d D U P A 2
H9A H 0.073037 0.171307 0.510893 0.060 Uiso 0.398(7) 1 calc R U P A 2
N3A N 0.3133(13) 0.2208(16) 0.5742(10) 0.0498(8) Uani 0.398(7) 1 d D U P A 2
H3AA H 0.326403 0.244463 0.651010 0.060 Uiso 0.398(7) 1 calc R U P 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
Co1 O1 2.058(4) . ?
Co1 O3 2.142(4) . ?
Co1 O4 2.252(4) 1_545 ?
Co1 O5 2.170(4) 1_545 ?
Co1 N1 2.107(5) . ?
Co1 N4 2.029(10) 1_655 ?
Co1 N4A 2.157(14) 1_655 ?
O1 C14 1.283(9) . ?
O1 C14A 1.278(12) . ?
O2 C14 1.241(9) . ?
O3 H3A 0.8726 . ?
O3 H3B 0.8631 . ?
O4 C6 1.270(7) . ?
O5 C6 1.259(7) . ?
N1 C1 1.382(7) . ?
N1 C16 1.305(7) . ?
N2 H2 0.8800 . ?
N2 C4 1.380(7) . ?
N2 C16 1.335(8) . ?
N3 H3 0.8800 . ?
N3 C9 1.341(11) . ?
N3 C13 1.381(10) . ?
N4 C9 1.307(10) . ?
N4 C11 1.399(10) . ?
C1 C2 1.387(8) . ?
C1 C4 1.386(8) . ?
C2 H2A 0.9500 . ?
C2 C5 1.375(9) . ?
C3 C12 1.393(10) . ?
C3 C14 1.509(10) . ?
C3 C17 1.383(11) . ?
C4 C10 1.393(8) . ?
C5 H5 0.9500 . ?
C5 C8 1.402(8) . ?
C6 C8 1.490(8) . ?
C8 C10 1.382(8) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.390(10) . ?
C11 C13 1.390(11) . ?
C12 H12 0.9500 . ?
C13 C15 1.411(11) . ?
C15 H15 0.9500 . ?
C15 C17 1.375(11) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
O6 H6A 0.8458 . ?
O6 H6B 0.8443 . ?
O7 H7A 0.8479 . ?
O7 H7B 0.8478 . ?
O8 H8A 0.8479 . ?
O8 H8B 0.8447 . ?
O9 H9B 0.8530 . ?
O9 H9C 0.8436 . ?
C14A O2A 1.224(12) . ?
C14A C3A 1.506(13) . ?
C3A C12A 1.390(13) . ?
C3A C17A 1.375(14) . ?
C12A H12A 0.9500 . ?
C12A C11A 1.393(13) . ?
C17A H17A 0.9500 . ?
C17A C15A 1.380(14) . ?
C15A H15A 0.9500 . ?
C15A C13A 1.401(14) . ?
C13A C11A 1.394(14) . ?
C13A N3A 1.381(13) . ?
C11A N4A 1.411(13) . ?
N4A C9A 1.316(13) . ?
C9A H9A 0.9500 . ?
C9A N3A 1.345(13) . ?
N3A H3AA 0.8800 . ?

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 O3 90.74(16) . . ?
O1 Co1 O4 151.21(17) . 1_545 ?
O1 Co1 O5 92.11(16) . 1_545 ?
O1 Co1 N1 103.19(17) . . ?
O1 Co1 N4A 91.5(4) . 1_655 ?
O3 Co1 O4 84.18(15) . 1_545 ?
O3 Co1 O5 86.44(17) . 1_545 ?
O3 Co1 N4A 177.0(6) . 1_655 ?
O5 Co1 O4 59.36(15) 1_545 1_545 ?
N1 Co1 O3 92.57(17) . . ?
N1 Co1 O4 105.34(16) . 1_545 ?
N1 Co1 O5 164.69(17) . 1_545 ?
N1 Co1 N4A 88.8(7) . 1_655 ?
N4 Co1 O1 91.7(3) 1_655 . ?
N4 Co1 O3 173.4(5) 1_655 . ?
N4 Co1 O4 90.8(4) 1_655 1_545 ?
N4 Co1 O5 87.3(5) 1_655 1_545 ?
N4 Co1 N1 92.8(5) 1_655 . ?
N4 Co1 N4A 4.2(11) 1_655 1_655 ?
C14 O1 Co1 129.4(5) . . ?
C14A O1 Co1 128.4(6) . . ?
Co1 O3 H3A 110.2 . . ?
Co1 O3 H3B 110.2 . . ?
H3A O3 H3B 104.1 . . ?
C6 O4 Co1 88.3(3) . 1_565 ?
C6 O5 Co1 92.3(3) . 1_565 ?
C1 N1 Co1 127.5(4) . . ?
C16 N1 Co1 126.6(4) . . ?
C16 N1 C1 105.8(5) . . ?
C4 N2 H2 126.4 . . ?
C16 N2 H2 126.4 . . ?
C16 N2 C4 107.3(5) . . ?
C9 N3 H3 126.4 . . ?
C9 N3 C13 107.2(7) . . ?
C13 N3 H3 126.4 . . ?
C9 N4 Co1 123.9(7) . 1_455 ?
C9 N4 C11 105.8(8) . . ?
C11 N4 Co1 129.7(7) . 1_455 ?
N1 C1 C2 132.3(5) . . ?
N1 C1 C4 108.9(5) . . ?
C4 C1 C2 118.8(5) . . ?
C1 C2 H2A 120.1 . . ?
C5 C2 C1 119.8(6) . . ?
C5 C2 H2A 120.1 . . ?
C12 C3 C14 118.0(8) . . ?
C17 C3 C12 119.2(8) . . ?
C17 C3 C14 122.6(8) . . ?
N2 C4 C1 105.3(5) . . ?
N2 C4 C10 132.5(5) . . ?
C1 C4 C10 122.1(5) . . ?
C2 C5 H5 119.5 . . ?
C2 C5 C8 121.0(6) . . ?
C8 C5 H5 119.5 . . ?
O4 C6 C8 119.5(5) . . ?
O5 C6 O4 120.1(5) . . ?
O5 C6 C8 120.4(5) . . ?
C5 C8 C6 117.6(5) . . ?
C10 C8 C5 119.8(5) . . ?
C10 C8 C6 122.6(5) . . ?
N3 C9 H9 123.6 . . ?
N4 C9 N3 112.9(8) . . ?
N4 C9 H9 123.6 . . ?
C4 C10 H10 120.8 . . ?
C8 C10 C4 118.3(5) . . ?
C8 C10 H10 120.8 . . ?
C12 C11 N4 130.7(9) . . ?
C13 C11 N4 108.3(7) . . ?
C13 C11 C12 121.0(8) . . ?
C3 C12 H12 120.7 . . ?
C11 C12 C3 118.6(9) . . ?
C11 C12 H12 120.7 . . ?
N3 C13 C11 105.9(7) . . ?
N3 C13 C15 133.1(8) . . ?
C11 C13 C15 121.0(8) . . ?
O1 C14 C3 117.2(8) . . ?
O2 C14 O1 123.4(8) . . ?
O2 C14 C3 119.4(8) . . ?
C13 C15 H15 122.0 . . ?
C17 C15 C13 116.0(8) . . ?
C17 C15 H15 122.0 . . ?
N1 C16 N2 112.7(5) . . ?
N1 C16 H16 123.6 . . ?
N2 C16 H16 123.6 . . ?
C3 C17 H17 118.1 . . ?
C15 C17 C3 123.9(8) . . ?
C15 C17 H17 118.1 . . ?
H6A O6 H6B 104.8 . . ?
H7A O7 H7B 103.6 . . ?
H8A O8 H8B 104.9 . . ?
H9B O9 H9C 104.0 . . ?
O1 C14A C3A 117.1(10) . . ?
O2A C14A O1 126.5(11) . . ?
O2A C14A C3A 116.4(10) . . ?
C12A C3A C14A 119.8(10) . . ?
C17A C3A C14A 120.3(10) . . ?
C17A C3A C12A 119.6(11) . . ?
C3A C12A H12A 120.6 . . ?
C3A C12A C11A 118.7(12) . . ?
C11A C12A H12A 120.6 . . ?
C3A C17A H17A 118.3 . . ?
C3A C17A C15A 123.4(11) . . ?
C15A C17A H17A 118.3 . . ?
C17A C15A H15A 121.8 . . ?
C17A C15A C13A 116.3(11) . . ?
C13A C15A H15A 121.8 . . ?
C11A C13A C15A 121.3(10) . . ?
N3A C13A C15A 132.8(11) . . ?
N3A C13A C11A 105.9(10) . . ?
C12A C11A C13A 120.2(11) . . ?
C12A C11A N4A 131.1(11) . . ?
C13A C11A N4A 108.7(10) . . ?
C9A N4A C11A 104.8(11) . . ?
N4A C9A H9A 123.3 . . ?
N4A C9A N3A 113.5(11) . . ?
N3A C9A H9A 123.3 . . ?
C13A N3A H3AA 126.4 . . ?
C9A N3A C13A 107.2(10) . . ?
C9A N3A H3AA 126.4 . . ?

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 O1 C14 O2 -10.4(15) . . . . ?
Co1 O1 C14 C3 170.5(6) . . . . ?
Co1 O1 C14A O2A 0(2) . . . . ?
Co1 O1 C14A C3A -179.1(8) . . . . ?
Co1 O4 C6 O5 -0.8(5) 1_565 . . . ?
Co1 O4 C6 C8 178.4(5) 1_565 . . . ?
Co1 O5 C6 O4 0.9(6) 1_565 . . . ?
Co1 O5 C6 C8 -178.4(5) 1_565 . . . ?
Co1 N1 C1 C2 -2.3(9) . . . . ?
Co1 N1 C1 C4 177.0(3) . . . . ?
Co1 N1 C16 N2 -177.1(4) . . . . ?
Co1 N4 C9 N3 172.9(10) 1_455 . . . ?
Co1 N4 C11 C12 10(2) 1_455 . . . ?
Co1 N4 C11 C13 -172.8(11) 1_455 . . . ?
Co1 N4A C9A N3A -176.8(16) 1_455 . . . ?
O1 C14A C3A C12A -152.3(15) . . . . ?
O1 C14A C3A C17A 21(2) . . . . ?
O4 C6 C8 C5 179.0(5) . . . . ?
O4 C6 C8 C10 -3.2(8) . . . . ?
O5 C6 C8 C5 -1.8(8) . . . . ?
O5 C6 C8 C10 176.1(5) . . . . ?
N1 C1 C2 C5 -178.0(6) . . . . ?
N1 C1 C4 N2 -0.1(6) . . . . ?
N1 C1 C4 C10 178.5(5) . . . . ?
N2 C4 C10 C8 178.1(5) . . . . ?
N3 C13 C15 C17 176.8(11) . . . . ?
N4 C11 C12 C3 178.1(12) . . . . ?
N4 C11 C13 N3 2.1(13) . . . . ?
N4 C11 C13 C15 -176.6(11) . . . . ?
C1 N1 C16 N2 -0.2(7) . . . . ?
C1 C2 C5 C8 -1.4(10) . . . . ?
C1 C4 C10 C8 -0.1(8) . . . . ?
C2 C1 C4 N2 179.4(5) . . . . ?
C2 C1 C4 C10 -2.0(8) . . . . ?
C2 C5 C8 C6 177.2(6) . . . . ?
C2 C5 C8 C10 -0.7(9) . . . . ?
C4 N2 C16 N1 0.1(7) . . . . ?
C4 C1 C2 C5 2.7(9) . . . . ?
C5 C8 C10 C4 1.4(8) . . . . ?
C6 C8 C10 C4 -176.4(5) . . . . ?
C9 N3 C13 C11 -1.0(12) . . . . ?
C9 N3 C13 C15 177.4(12) . . . . ?
C9 N4 C11 C12 179.9(11) . . . . ?
C9 N4 C11 C13 -2.4(14) . . . . ?
C11 N4 C9 N3 1.8(15) . . . . ?
C11 C13 C15 C17 -4.9(16) . . . . ?
C12 C3 C14 O1 -175.9(9) . . . . ?
C12 C3 C14 O2 4.9(15) . . . . ?
C12 C3 C17 C15 -5.0(17) . . . . ?
C12 C11 C13 N3 -179.9(10) . . . . ?
C12 C11 C13 C15 1.4(17) . . . . ?
C13 N3 C9 N4 -0.5(13) . . . . ?
C13 C11 C12 C3 0.7(16) . . . . ?
C13 C15 C17 C3 6.8(17) . . . . ?
C14 C3 C12 C11 176.7(9) . . . . ?
C14 C3 C17 C15 179.5(10) . . . . ?
C16 N1 C1 C2 -179.2(6) . . . . ?
C16 N1 C1 C4 0.1(6) . . . . ?
C16 N2 C4 C1 0.0(6) . . . . ?
C16 N2 C4 C10 -178.4(6) . . . . ?
C17 C3 C12 C11 1.0(15) . . . . ?
C17 C3 C14 O1 -0.4(15) . . . . ?
C17 C3 C14 O2 -179.6(10) . . . . ?
C14A C3A C12A C11A 173.0(14) . . . . ?
C14A C3A C17A C15A -178.8(16) . . . . ?
O2A C14A C3A C12A 29(2) . . . . ?
O2A C14A C3A C17A -157.5(16) . . . . ?
C3A C12A C11A C13A 4(2) . . . . ?
C3A C12A C11A N4A -176.3(19) . . . . ?
C3A C17A C15A C13A 7(2) . . . . ?
C12A C3A C17A C15A -5(2) . . . . ?
C12A C11A N4A Co1 -4(3) . . . 1_455 ?
C12A C11A N4A C9A -179.4(18) . . . . ?
C17A C3A C12A C11A -1(2) . . . . ?
C17A C15A C13A C11A -4(2) . . . . ?
C17A C15A C13A N3A 174.0(16) . . . . ?
C15A C13A C11A C12A -2(2) . . . . ?
C15A C13A C11A N4A 178.5(17) . . . . ?
C15A C13A N3A C9A -178.7(19) . . . . ?
C13A C11A N4A Co1 176.2(17) . . . 1_455 ?
C13A C11A N4A C9A 0(2) . . . . ?
C11A C13A N3A C9A -0.6(17) . . . . ?
C11A N4A C9A N3A -1(2) . . . . ?
N4A C9A N3A C13A 1(2) . . . . ?
N3A C13A C11A C12A 180.0(15) . . . . ?
N3A C13A C11A N4A 0.2(19) . . . . ?

_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_293
_database_code_depnum_ccdc_archive 'CCDC 2208437'
_audit_update_record             
;
2022-09-20 deposited with the CCDC.	2022-12-14 downloaded from the CCDC.
;
_audit_creation_date             2022-09-20
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H12 Co N4 O5, 3(H2 O)'
_chemical_formula_sum            'C16 H18 Co N4 O8'
_chemical_formula_weight         453.27
_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      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                   8.8988(6)
_cell_length_b                   9.8033(6)
_cell_length_c                   11.4213(7)
_cell_angle_alpha                90.342(2)
_cell_angle_beta                 103.096(2)
_cell_angle_gamma                104.310(2)
_cell_volume                     938.31(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8891
_cell_measurement_temperature    293
_cell_measurement_theta_max      26.30
_cell_measurement_theta_min      2.42
_shelx_estimated_absorpt_T_max   0.893
_shelx_estimated_absorpt_T_min   0.868
_exptl_absorpt_coefficient_mu    0.968
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6440
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1249 before and 0.0775 after correction.
The Ratio of minimum to maximum transmission is 0.8640.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear reddish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.604
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             466
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0987
_diffrn_reflns_av_unetI/netI     0.0480
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            37603
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.678
_diffrn_reflns_theta_min         2.149
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3065
_reflns_number_total             3885
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         1.393
_refine_diff_density_min         -0.670
_refine_diff_density_rms         0.116
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         3885
_refine_ls_number_restraints     182
_refine_ls_R_factor_all          0.0922
_refine_ls_R_factor_gt           0.0723
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1210P)²+2.1306P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1948
_refine_ls_wR_factor_ref         0.2136
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H7A,H7B} of O7, {H8A,H8B} of O8, All N(H) groups
 At 1.5 times of:
  {H6A,H6B} of O6, {H9B,H9C} of O9, {H3A,H3B} of O3
2. Restrained distances
 H9B_$1-H2_$2
 2.1 with sigma of 0.02
 O1-C14 \\sim O1-C14A
 with sigma of 0.02
 O2-C14 \\sim O2A-C14A
 with sigma of 0.02
 N3-C9 \\sim N3A-C9A
 with sigma of 0.02
 N3-C13 \\sim N3A-C13A
 with sigma of 0.02
 N4-C9 \\sim N4A-C9A
 with sigma of 0.02
 N4-C11 \\sim N4A-C11A
 with sigma of 0.02
 C12-C14 \\sim C12A-C14A
 with sigma of 0.04
 C3-C12 \\sim C3A-C12A
 with sigma of 0.02
 C3-C14 \\sim C3A-C14A
 with sigma of 0.02
 C3-C17 \\sim C3A-C17A
 with sigma of 0.02
 C9-C11 \\sim C9A-C11A
 with sigma of 0.04
 C11-C12 \\sim C11A-C12A
 with sigma of 0.02
 C11-C13 \\sim C11A-C13A
 with sigma of 0.02
 C13-C17 \\sim C13A-C17A
 with sigma of 0.04
 C14-C17 \\sim C14A-C17A
 with sigma of 0.04
 C13-C15 \\sim C13A-C15A
 with sigma of 0.02
 C3-C11 \\sim C3A-C11A
 with sigma of 0.04
 C3-C15 \\sim C3A-C15A
 with sigma of 0.04
 C15-C17 \\sim C15A-C17A
 with sigma of 0.02
 C9-C13 \\sim C9A-C13A
 with sigma of 0.04
 C11-C15 \\sim C11A-C15A
 with sigma of 0.04
 O1-O2 \\sim O1-O2A
 with sigma of 0.04
 C12-C13 \\sim C12A-C13A
 with sigma of 0.04
 O1-C3 \\sim O1-C3A
 with sigma of 0.04
 C12-C17 \\sim C12A-C17A
 with sigma of 0.04
 O2-C3 \\sim O2A-C3A
 with sigma of 0.04
 N3-N4 \\sim N3A-N4A
 with sigma of 0.04
 N3-C11 \\sim N3A-C11A
 with sigma of 0.04
 N3-C15 \\sim N3A-C15A
 with sigma of 0.04
 N4-C12 \\sim N4A-C12A
 with sigma of 0.04
 N4-C13 \\sim N4A-C13A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(O2) \\sim Ueq, Uanis(N3) \\sim Ueq, Uanis(N4) \\sim Ueq, Uanis(C3) \\sim
Ueq, Uanis(C9) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C12) \\sim Ueq,
Uanis(C13) \\sim Ueq, Uanis(C14) \\sim Ueq, Uanis(C15) \\sim Ueq, Uanis(C17)
\\sim Ueq, Uanis(C14A) \\sim Ueq, Uanis(O2A) \\sim Ueq, Uanis(C3A) \\sim Ueq,
Uanis(C12A) \\sim Ueq, Uanis(C17A) \\sim Ueq, Uanis(C15A) \\sim Ueq,
Uanis(C13A) \\sim Ueq, Uanis(C11A) \\sim Ueq, Uanis(N4A) \\sim Ueq, Uanis(C9A)
\\sim Ueq, Uanis(N3A) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(O8) \\sim Ueq, Uanis(O7) \\sim Ueq, Uanis(O6) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O6) \\sim Ueq, Uanis(O8) \\sim Ueq, Uanis(O7) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O2) = Uanis(N3) = Uanis(N4) = Uanis(C3) = Uanis(C9) = Uanis(C11) =
Uanis(C12) = Uanis(C13) = Uanis(C14) = Uanis(C15) = Uanis(C17) = Uanis(C14A) =
Uanis(O2A) = Uanis(C3A) = Uanis(C12A) = Uanis(C17A) = Uanis(C15A) = Uanis(C13A)
= Uanis(C11A) = Uanis(N4A) = Uanis(C9A) = Uanis(N3A)
Uanis(O8) = Uanis(O7) = Uanis(O6)
Uanis(O6) = Uanis(O8) = Uanis(O7)
4. Others
 Sof(C14A)=Sof(O2A)=Sof(C3A)=Sof(C12A)=Sof(H12A)=Sof(C17A)=Sof(H17A)=Sof(C15A)=
 Sof(H15A)=Sof(C13A)=Sof(C11A)=Sof(N4A)=Sof(C9A)=Sof(H9A)=Sof(N3A)=Sof(H3AA)=1-
 FVAR(1)
 Sof(O2)=Sof(N3)=Sof(H3)=Sof(N4)=Sof(C3)=Sof(C9)=Sof(H9)=Sof(C11)=Sof(C12)=
 Sof(H12)=Sof(C13)=Sof(C14)=Sof(C15)=Sof(H15)=Sof(C17)=Sof(H17)=FVAR(1)
 Fixed Sof: O7(0.5) H7A(0.5) H7B(0.5) O8(0.5) H8A(0.5) H8B(0.5)
5.a Riding coordinates:
 O6(H6A,H6B), O7(H7A,H7B), O8(H8A,H8B)
5.b Free rotating group:
 O9(H9B,H9C)
5.c Rotating group:
 O3(H3A,H3B)
5.d Aromatic/amide H refined with riding coordinates:
 N2(H2), N3(H3), C2(H2A), C5(H5), C9(H9), C10(H10), C12(H12), C15(H15),
 C16(H16), C17(H17), C12A(H12A), C17A(H17A), C15A(H15A), C9A(H9A), N3A(H3AA)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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 1.00430(7) 0.08458(6) 0.22487(5) 0.0343(2) Uani 1 1 d . . . . .
O1 O 0.8415(4) 0.1277(4) 0.3116(3) 0.0432(8) Uani 1 1 d D . . . .
O2 O 0.6321(7) 0.1221(8) 0.1592(6) 0.0425(7) Uani 0.649(8) 1 d D U P A 1
O3 O 0.8223(4) 0.0166(4) 0.0647(3) 0.0477(9) Uani 1 1 d . . . . .
H3A H 0.749924 0.063696 0.058698 0.072 Uiso 1 1 d R U . . .
H3B H 0.860615 0.036589 0.002188 0.072 Uiso 1 1 d R U . . .
O4 O 1.1201(4) 0.9326(4) 0.1555(3) 0.0431(8) Uani 1 1 d . . . . .
O5 O 0.9552(5) 0.8665(4) 0.2717(4) 0.0512(9) Uani 1 1 d . . . . .
N1 N 1.0905(5) 0.2789(4) 0.1549(4) 0.0395(9) Uani 1 1 d . . . . .
N2 N 1.2269(5) 0.4396(5) 0.0564(4) 0.0442(10) Uani 1 1 d . . . . .
H2 H 1.289413 0.476598 0.008946 0.053 Uiso 1 1 calc R U . . .
N3 N 0.2907(8) 0.1548(9) 0.5756(6) 0.0425(7) Uani 0.649(8) 1 d D U P A 1
H3 H 0.299300 0.165693 0.653581 0.051 Uiso 0.649(8) 1 calc R U P A 1
N4 N 0.1827(11) 0.130(2) 0.3793(9) 0.0425(7) Uani 0.649(8) 1 d D U P A 1
C1 C 1.0679(6) 0.4095(5) 0.1819(4) 0.0386(10) Uani 1 1 d . . . . .
C2 C 0.9802(7) 0.4500(6) 0.2578(5) 0.0483(13) Uani 1 1 d . . . . .
H2A H 0.924208 0.382889 0.302753 0.058 Uiso 1 1 calc R U . . .
C3 C 0.5978(9) 0.1428(10) 0.3581(7) 0.0425(7) Uani 0.649(8) 1 d D U P A 1
C4 C 1.1527(5) 0.5107(5) 0.1208(4) 0.0332(9) Uani 1 1 d . . . . .
C5 C 0.9778(7) 0.5894(6) 0.2652(5) 0.0471(12) Uani 1 1 d . . . . .
H5 H 0.918075 0.618123 0.315493 0.057 Uiso 1 1 calc R U . . .
C6 C 1.0443(6) 0.8376(5) 0.2104(4) 0.0373(10) Uani 1 1 d . . . . .
C8 C 1.0605(6) 0.6901(5) 0.2009(4) 0.0372(10) Uani 1 1 d . . . . .
C9 C 0.1555(10) 0.1368(10) 0.4876(8) 0.0425(7) Uani 0.649(8) 1 d D U P A 1
H9 H 0.053039 0.130246 0.502199 0.051 Uiso 0.649(8) 1 calc R U P A 1
C10 C 1.1509(6) 0.6513(5) 0.1283(4) 0.0395(10) Uani 1 1 d . . . . .
H10 H 1.209576 0.718898 0.085330 0.047 Uiso 1 1 calc R U . . .
C11 C 0.3441(10) 0.1368(11) 0.3966(7) 0.0425(7) Uani 0.649(8) 1 d D U P A 1
C12 C 0.4358(10) 0.1297(11) 0.3146(9) 0.0425(7) Uani 0.649(8) 1 d D U P A 1
H12 H 0.388880 0.116289 0.230616 0.051 Uiso 0.649(8) 1 calc R U P A 1
C13 C 0.4130(9) 0.1526(11) 0.5196(7) 0.0425(7) Uani 0.649(8) 1 d D U P A 1
C14 C 0.6979(11) 0.1323(16) 0.2692(8) 0.0425(7) Uani 0.649(8) 1 d D U P A 1
C15 C 0.5756(9) 0.1667(11) 0.5641(7) 0.0425(7) Uani 0.649(8) 1 d D U P A 1
H15 H 0.623553 0.181395 0.647926 0.051 Uiso 0.649(8) 1 calc R U P A 1
C16 C 1.1852(6) 0.3030(5) 0.0801(5) 0.0432(11) Uani 1 1 d . . . . .
H16 H 1.220610 0.231426 0.046264 0.052 Uiso 1 1 calc R U . . .
C17 C 0.6629(9) 0.1584(11) 0.4812(7) 0.0425(7) Uani 0.649(8) 1 d D U P A 1
H17 H 0.773310 0.163659 0.509244 0.051 Uiso 0.649(8) 1 calc R U P A 1
O6 O 0.6161(12) 0.7498(12) 0.1730(8) 0.182(3) Uani 1 1 d . U . . .
H6A H 0.551309 0.689166 0.120412 0.273 Uiso 1 1 d R U . . .
H6B H 0.630619 0.825606 0.137532 0.273 Uiso 1 1 d R U . . .
O7 O 0.454(3) 0.498(3) 0.5352(15) 0.182(3) Uani 0.5 1 d . U P B -1
H7A H 0.505891 0.518011 0.481166 0.219 Uiso 0.5 1 d R U P B -1
H7B H 0.471372 0.419931 0.557996 0.219 Uiso 0.5 1 d R U P B -1
O8 O 0.554(3) 0.506(2) 0.2952(15) 0.182(3) Uani 0.5 1 d . U P . .
H8A H 0.642150 0.542946 0.277766 0.219 Uiso 0.5 1 d R U P . .
H8B H 0.484980 0.532456 0.243046 0.219 Uiso 0.5 1 d R U P . .
O9 O 0.5663(7) 0.3753(7) 0.0611(5) 0.0860(15) Uiso 1 1 d G . . . .
H9B H 0.607598 0.425524 0.127199 0.129 Uiso 1 1 d G U . . .
H9C H 0.534675 0.293163 0.082934 0.129 Uiso 1 1 d G U . . .
C14A C 0.7061(19) 0.150(3) 0.2665(13) 0.0425(7) Uani 0.351(8) 1 d D U P A 2
O2A O 0.6568(14) 0.1695(13) 0.1589(10) 0.0425(7) Uani 0.351(8) 1 d D U P A 2
C3A C 0.6108(16) 0.1835(18) 0.3510(12) 0.0425(7) Uani 0.351(8) 1 d D U P A 2
C12A C 0.4461(17) 0.158(2) 0.3117(15) 0.0425(7) Uani 0.351(8) 1 d D U P A 2
H12A H 0.394693 0.132764 0.229280 0.051 Uiso 0.351(8) 1 calc R U P A 2
C17A C 0.6845(16) 0.2255(19) 0.4701(12) 0.0425(7) Uani 0.351(8) 1 d D U P A 2
H17A H 0.797222 0.242665 0.494774 0.051 Uiso 0.351(8) 1 calc R U P A 2
C15A C 0.6014(14) 0.2434(19) 0.5548(12) 0.0425(7) Uani 0.351(8) 1 d D U P A 2
H15A H 0.653669 0.272567 0.636442 0.051 Uiso 0.351(8) 1 calc R U P A 2
C13A C 0.4371(14) 0.2165(19) 0.5138(12) 0.0425(7) Uani 0.351(8) 1 d D U P A 2
C11A C 0.3587(17) 0.1697(19) 0.3960(13) 0.0425(7) Uani 0.351(8) 1 d D U P A 2
N4A N 0.1939(18) 0.143(4) 0.3846(16) 0.0425(7) Uani 0.351(8) 1 d D U P A 2
C9A C 0.1767(16) 0.1752(18) 0.4925(14) 0.0425(7) Uani 0.351(8) 1 d D U P A 2
H9A H 0.076331 0.166559 0.511437 0.051 Uiso 0.351(8) 1 calc R U P A 2
N3A N 0.3195(13) 0.2225(17) 0.5735(11) 0.0425(7) Uani 0.351(8) 1 d D U P A 2
H3AA H 0.334229 0.251414 0.649281 0.051 Uiso 0.351(8) 1 calc R U P 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
Co1 O1 2.051(3) . ?
Co1 O3 2.126(4) . ?
Co1 O4 2.242(3) 1_545 ?
Co1 O5 2.169(4) 1_545 ?
Co1 N1 2.105(4) . ?
Co1 N4 2.050(9) 1_655 ?
Co1 N4A 2.148(16) 1_655 ?
O1 C14 1.271(8) . ?
O1 C14A 1.269(12) . ?
O2 C14 1.252(9) . ?
O3 H3A 0.8720 . ?
O3 H3B 0.8624 . ?
O4 C6 1.266(6) . ?
O5 C6 1.248(6) . ?
N1 C1 1.388(6) . ?
N1 C16 1.313(7) . ?
N2 H2 0.8800 . ?
N2 C4 1.380(6) . ?
N2 C16 1.345(7) . ?
N3 H3 0.8800 . ?
N3 C9 1.355(9) . ?
N3 C13 1.386(8) . ?
N4 C9 1.318(9) . ?
N4 C11 1.388(9) . ?
C1 C2 1.405(7) . ?
C1 C4 1.385(7) . ?
C2 H2A 0.9500 . ?
C2 C5 1.375(8) . ?
C3 C12 1.387(9) . ?
C3 C14 1.514(9) . ?
C3 C17 1.385(9) . ?
C4 C10 1.384(7) . ?
C5 H5 0.9500 . ?
C5 C8 1.396(7) . ?
C6 C8 1.494(7) . ?
C8 C10 1.389(7) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.386(9) . ?
C11 C13 1.391(10) . ?
C12 H12 0.9500 . ?
C13 C15 1.392(9) . ?
C15 H15 0.9500 . ?
C15 C17 1.368(9) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
O6 H6A 0.8459 . ?
O6 H6B 0.8443 . ?
O7 H7A 0.8480 . ?
O7 H7B 0.8478 . ?
O8 H8A 0.8479 . ?
O8 H8B 0.8447 . ?
O9 H9B 0.8529 . ?
O9 H9C 0.8435 . ?
C14A O2A 1.241(13) . ?
C14A C3A 1.507(13) . ?
C3A C12A 1.389(13) . ?
C3A C17A 1.380(14) . ?
C12A H12A 0.9500 . ?
C12A C11A 1.388(13) . ?
C17A H17A 0.9500 . ?
C17A C15A 1.377(14) . ?
C15A H15A 0.9500 . ?
C15A C13A 1.387(13) . ?
C13A C11A 1.385(14) . ?
C13A N3A 1.384(13) . ?
C11A N4A 1.400(13) . ?
N4A C9A 1.323(14) . ?
C9A H9A 0.9500 . ?
C9A N3A 1.362(14) . ?
N3A H3AA 0.8800 . ?

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 O3 90.59(14) . . ?
O1 Co1 O4 151.21(14) . 1_545 ?
O1 Co1 O5 92.29(14) . 1_545 ?
O1 Co1 N1 102.58(15) . . ?
O1 Co1 N4A 92.0(5) . 1_655 ?
O3 Co1 O4 84.42(14) . 1_545 ?
O3 Co1 O5 87.26(15) . 1_545 ?
O3 Co1 N4A 176.5(8) . 1_655 ?
O5 Co1 O4 59.23(13) 1_545 1_545 ?
N1 Co1 O3 91.52(15) . . ?
N1 Co1 O4 105.87(15) . 1_545 ?
N1 Co1 O5 165.10(15) . 1_545 ?
N1 Co1 N4A 90.1(9) . 1_655 ?
N4 Co1 O1 92.2(3) 1_655 . ?
N4 Co1 O3 174.1(5) 1_655 . ?
N4 Co1 O4 90.7(4) 1_655 1_545 ?
N4 Co1 O5 87.5(6) 1_655 1_545 ?
N4 Co1 N1 92.9(5) 1_655 . ?
N4 Co1 N4A 2.9(15) 1_655 1_655 ?
C14 O1 Co1 129.8(5) . . ?
C14A O1 Co1 128.8(7) . . ?
Co1 O3 H3A 110.6 . . ?
Co1 O3 H3B 110.3 . . ?
H3A O3 H3B 104.2 . . ?
C6 O4 Co1 88.3(3) . 1_565 ?
C6 O5 Co1 92.1(3) . 1_565 ?
C1 N1 Co1 128.1(3) . . ?
C16 N1 Co1 126.7(3) . . ?
C16 N1 C1 105.1(4) . . ?
C4 N2 H2 126.6 . . ?
C16 N2 H2 126.6 . . ?
C16 N2 C4 106.8(4) . . ?
C9 N3 H3 126.5 . . ?
C9 N3 C13 107.0(6) . . ?
C13 N3 H3 126.5 . . ?
C9 N4 Co1 123.1(6) . 1_455 ?
C9 N4 C11 106.3(8) . . ?
C11 N4 Co1 130.0(6) . 1_455 ?
N1 C1 C2 131.2(5) . . ?
C4 C1 N1 109.3(4) . . ?
C4 C1 C2 119.5(5) . . ?
C1 C2 H2A 121.0 . . ?
C5 C2 C1 118.1(5) . . ?
C5 C2 H2A 121.0 . . ?
C12 C3 C14 118.7(7) . . ?
C17 C3 C12 119.8(7) . . ?
C17 C3 C14 121.5(7) . . ?
N2 C4 C1 105.8(4) . . ?
N2 C4 C10 131.7(4) . . ?
C10 C4 C1 122.5(4) . . ?
C2 C5 H5 119.0 . . ?
C2 C5 C8 122.0(5) . . ?
C8 C5 H5 119.0 . . ?
O4 C6 C8 119.8(4) . . ?
O5 C6 O4 120.3(4) . . ?
O5 C6 C8 119.9(4) . . ?
C5 C8 C6 117.9(4) . . ?
C10 C8 C5 120.1(4) . . ?
C10 C8 C6 121.9(4) . . ?
N3 C9 H9 124.0 . . ?
N4 C9 N3 112.0(7) . . ?
N4 C9 H9 124.0 . . ?
C4 C10 C8 117.8(5) . . ?
C4 C10 H10 121.1 . . ?
C8 C10 H10 121.1 . . ?
N4 C11 C13 108.6(7) . . ?
C12 C11 N4 131.0(8) . . ?
C12 C11 C13 120.4(7) . . ?
C3 C12 H12 120.8 . . ?
C11 C12 C3 118.5(8) . . ?
C11 C12 H12 120.8 . . ?
N3 C13 C11 105.9(6) . . ?
N3 C13 C15 132.4(7) . . ?
C11 C13 C15 121.6(7) . . ?
O1 C14 C3 117.6(7) . . ?
O2 C14 O1 124.4(7) . . ?
O2 C14 C3 118.0(7) . . ?
C13 C15 H15 121.6 . . ?
C17 C15 C13 116.7(7) . . ?
C17 C15 H15 121.6 . . ?
N1 C16 N2 113.0(4) . . ?
N1 C16 H16 123.5 . . ?
N2 C16 H16 123.5 . . ?
C3 C17 H17 118.5 . . ?
C15 C17 C3 123.0(7) . . ?
C15 C17 H17 118.5 . . ?
H6A O6 H6B 104.8 . . ?
H7A O7 H7B 103.6 . . ?
H8A O8 H8B 104.9 . . ?
H9B O9 H9C 104.0 . . ?
O1 C14A C3A 118.2(11) . . ?
O2A C14A O1 124.9(12) . . ?
O2A C14A C3A 115.7(11) . . ?
C12A C3A C14A 119.5(11) . . ?
C17A C3A C14A 120.0(11) . . ?
C17A C3A C12A 120.2(11) . . ?
C3A C12A H12A 120.9 . . ?
C11A C12A C3A 118.3(12) . . ?
C11A C12A H12A 120.9 . . ?
C3A C17A H17A 118.6 . . ?
C15A C17A C3A 122.8(11) . . ?
C15A C17A H17A 118.6 . . ?
C17A C15A H15A 121.9 . . ?
C17A C15A C13A 116.1(11) . . ?
C13A C15A H15A 121.9 . . ?
C11A C13A C15A 122.7(11) . . ?
N3A C13A C15A 131.2(11) . . ?
N3A C13A C11A 106.1(10) . . ?
C12A C11A N4A 131.0(12) . . ?
C13A C11A C12A 119.8(12) . . ?
C13A C11A N4A 109.2(10) . . ?
C9A N4A C11A 105.4(11) . . ?
N4A C9A H9A 123.9 . . ?
N4A C9A N3A 112.3(11) . . ?
N3A C9A H9A 123.9 . . ?
C13A N3A H3AA 126.5 . . ?
C9A N3A C13A 107.0(10) . . ?
C9A N3A H3AA 126.5 . . ?

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 O1 C14 O2 -6.6(19) . . . . ?
Co1 O1 C14 C3 169.9(6) . . . . ?
Co1 O1 C14A O2A -11(4) . . . . ?
Co1 O1 C14A C3A -178.3(11) . . . . ?
Co1 O4 C6 O5 -1.4(5) 1_565 . . . ?
Co1 O4 C6 C8 178.0(4) 1_565 . . . ?
Co1 O5 C6 O4 1.5(5) 1_565 . . . ?
Co1 O5 C6 C8 -178.0(4) 1_565 . . . ?
Co1 N1 C1 C2 -2.3(8) . . . . ?
Co1 N1 C1 C4 176.6(3) . . . . ?
Co1 N1 C16 N2 -176.6(3) . . . . ?
Co1 N4 C9 N3 174.2(10) 1_455 . . . ?
Co1 N4 C11 C12 7(2) 1_455 . . . ?
Co1 N4 C11 C13 -172.3(12) 1_455 . . . ?
Co1 N4A C9A N3A -173(2) 1_455 . . . ?
O1 C14A C3A C12A -156.6(18) . . . . ?
O1 C14A C3A C17A 17(3) . . . . ?
O4 C6 C8 C5 178.5(5) . . . . ?
O4 C6 C8 C10 -3.2(7) . . . . ?
O5 C6 C8 C5 -2.0(7) . . . . ?
O5 C6 C8 C10 176.2(4) . . . . ?
N1 C1 C2 C5 -179.0(5) . . . . ?
N1 C1 C4 N2 0.0(5) . . . . ?
N1 C1 C4 C10 178.8(4) . . . . ?
N2 C4 C10 C8 178.8(5) . . . . ?
N3 C13 C15 C17 179.7(9) . . . . ?
N4 C11 C12 C3 178.8(12) . . . . ?
N4 C11 C13 N3 0.0(12) . . . . ?
N4 C11 C13 C15 -178.2(11) . . . . ?
C1 N1 C16 N2 0.2(6) . . . . ?
C1 C2 C5 C8 -0.7(9) . . . . ?
C1 C4 C10 C8 0.3(7) . . . . ?
C2 C1 C4 N2 179.1(5) . . . . ?
C2 C1 C4 C10 -2.1(7) . . . . ?
C2 C5 C8 C6 177.2(5) . . . . ?
C2 C5 C8 C10 -1.1(8) . . . . ?
C4 N2 C16 N1 -0.2(6) . . . . ?
C4 C1 C2 C5 2.2(8) . . . . ?
C5 C8 C10 C4 1.3(7) . . . . ?
C6 C8 C10 C4 -177.0(4) . . . . ?
C9 N3 C13 C11 1.6(10) . . . . ?
C9 N3 C13 C15 179.5(10) . . . . ?
C9 N4 C11 C12 177.8(10) . . . . ?
C9 N4 C11 C13 -1.7(15) . . . . ?
C11 N4 C9 N3 2.8(15) . . . . ?
C11 C13 C15 C17 -2.6(14) . . . . ?
C12 C3 C14 O1 -171.8(10) . . . . ?
C12 C3 C14 O2 4.9(16) . . . . ?
C12 C3 C17 C15 -2.3(14) . . . . ?
C12 C11 C13 N3 -179.5(8) . . . . ?
C12 C11 C13 C15 2.3(14) . . . . ?
C13 N3 C9 N4 -2.8(13) . . . . ?
C13 C11 C12 C3 -1.8(14) . . . . ?
C13 C15 C17 C3 2.7(14) . . . . ?
C14 C3 C12 C11 178.8(9) . . . . ?
C14 C3 C17 C15 -179.3(10) . . . . ?
C16 N1 C1 C2 -179.1(5) . . . . ?
C16 N1 C1 C4 -0.2(5) . . . . ?
C16 N2 C4 C1 0.1(5) . . . . ?
C16 N2 C4 C10 -178.6(5) . . . . ?
C17 C3 C12 C11 1.8(13) . . . . ?
C17 C3 C14 O1 5.1(16) . . . . ?
C17 C3 C14 O2 -178.1(10) . . . . ?
C14A C3A C12A C11A 170.5(17) . . . . ?
C14A C3A C17A C15A -172.9(18) . . . . ?
O2A C14A C3A C12A 35(3) . . . . ?
O2A C14A C3A C17A -152(2) . . . . ?
C3A C12A C11A C13A 5(3) . . . . ?
C3A C12A C11A N4A -176(2) . . . . ?
C3A C17A C15A C13A 0(3) . . . . ?
C12A C3A C17A C15A 0(3) . . . . ?
C12A C11A N4A Co1 -5(4) . . . 1_455 ?
C12A C11A N4A C9A -178(2) . . . . ?
C17A C3A C12A C11A -3(3) . . . . ?
C17A C15A C13A C11A 2(3) . . . . ?
C17A C15A C13A N3A 179.3(17) . . . . ?
C15A C13A C11A C12A -5(3) . . . . ?
C15A C13A C11A N4A 176(2) . . . . ?
C15A C13A N3A C9A -175.4(19) . . . . ?
C13A C11A N4A Co1 174(2) . . . 1_455 ?
C13A C11A N4A C9A 1(3) . . . . ?
C11A C13A N3A C9A 2.1(18) . . . . ?
C11A N4A C9A N3A 0(3) . . . . ?
N4A C9A N3A C13A -2(2) . . . . ?
N3A C13A C11A C12A 177.5(16) . . . . ?
N3A C13A C11A N4A -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_193
_database_code_depnum_ccdc_archive 'CCDC 2208436'
_audit_update_record             
;
2022-09-20 deposited with the CCDC.	2022-12-14 downloaded from the CCDC.
;
_audit_creation_date             2022-09-20
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H12 Co N4 O5, 3(H2 O)'
_chemical_formula_sum            'C16 H18 Co N4 O8'
_chemical_formula_weight         453.27
_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      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                   8.8988(6)
_cell_length_b                   9.8033(6)
_cell_length_c                   11.4213(7)
_cell_angle_alpha                90.342(2)
_cell_angle_beta                 103.096(2)
_cell_angle_gamma                104.310(2)
_cell_volume                     938.31(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9934
_cell_measurement_temperature    193
_cell_measurement_theta_max      25.56
_cell_measurement_theta_min      2.43
_shelx_estimated_absorpt_T_max   0.893
_shelx_estimated_absorpt_T_min   0.868
_exptl_absorpt_coefficient_mu    0.968
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6778
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1230 before and 0.0618 after correction.
The Ratio of minimum to maximum transmission is 0.9094.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear reddish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.604
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             466
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0518
_diffrn_reflns_av_unetI/netI     0.0251
_diffrn_reflns_Laue_measured_fraction_full 0.999
_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       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            30451
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.812
_diffrn_reflns_theta_min         2.149
_diffrn_ambient_temperature      193
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3158
_reflns_number_total             3583
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         1.546
_refine_diff_density_min         -0.832
_refine_diff_density_rms         0.112
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         3583
_refine_ls_number_restraints     182
_refine_ls_R_factor_all          0.0749
_refine_ls_R_factor_gt           0.0671
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1048P)²+2.8993P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1810
_refine_ls_wR_factor_ref         0.1886
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H8A,H8B} of O8, {H7A,H7B} of O7, All N(H) groups
 At 1.5 times of:
  {H3A,H3B} of O3, {H6A,H6B} of O6, {H9B,H9C} of O9
2. Restrained distances
 H9B_$1-H2_$2
 2.1 with sigma of 0.02
 O1-C14 \\sim O1-C14A
 with sigma of 0.02
 O2-C14 \\sim O2A-C14A
 with sigma of 0.02
 N3-C9 \\sim N3A-C9A
 with sigma of 0.02
 N3-C13 \\sim N3A-C13A
 with sigma of 0.02
 N4-C9 \\sim N4A-C9A
 with sigma of 0.02
 N4-C11 \\sim N4A-C11A
 with sigma of 0.02
 C12-C14 \\sim C12A-C14A
 with sigma of 0.04
 C3-C12 \\sim C3A-C12A
 with sigma of 0.02
 C3-C14 \\sim C3A-C14A
 with sigma of 0.02
 C3-C17 \\sim C3A-C17A
 with sigma of 0.02
 C9-C11 \\sim C9A-C11A
 with sigma of 0.04
 C11-C12 \\sim C11A-C12A
 with sigma of 0.02
 C11-C13 \\sim C11A-C13A
 with sigma of 0.02
 C13-C17 \\sim C13A-C17A
 with sigma of 0.04
 C14-C17 \\sim C14A-C17A
 with sigma of 0.04
 C13-C15 \\sim C13A-C15A
 with sigma of 0.02
 C3-C11 \\sim C3A-C11A
 with sigma of 0.04
 C3-C15 \\sim C3A-C15A
 with sigma of 0.04
 C15-C17 \\sim C15A-C17A
 with sigma of 0.02
 C9-C13 \\sim C9A-C13A
 with sigma of 0.04
 C11-C15 \\sim C11A-C15A
 with sigma of 0.04
 O1-O2 \\sim O1-O2A
 with sigma of 0.04
 C12-C13 \\sim C12A-C13A
 with sigma of 0.04
 O1-C3 \\sim O1-C3A
 with sigma of 0.04
 C12-C17 \\sim C12A-C17A
 with sigma of 0.04
 O2-C3 \\sim O2A-C3A
 with sigma of 0.04
 N3-N4 \\sim N3A-N4A
 with sigma of 0.04
 N3-C11 \\sim N3A-C11A
 with sigma of 0.04
 N3-C15 \\sim N3A-C15A
 with sigma of 0.04
 N4-C12 \\sim N4A-C12A
 with sigma of 0.04
 N4-C13 \\sim N4A-C13A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(O2) \\sim Ueq, Uanis(N3) \\sim Ueq, Uanis(N4) \\sim Ueq, Uanis(C3) \\sim
Ueq, Uanis(C9) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C12) \\sim Ueq,
Uanis(C13) \\sim Ueq, Uanis(C14) \\sim Ueq, Uanis(C15) \\sim Ueq, Uanis(C17)
\\sim Ueq, Uanis(C14A) \\sim Ueq, Uanis(O2A) \\sim Ueq, Uanis(C3A) \\sim Ueq,
Uanis(C12A) \\sim Ueq, Uanis(C17A) \\sim Ueq, Uanis(C15A) \\sim Ueq,
Uanis(C13A) \\sim Ueq, Uanis(C11A) \\sim Ueq, Uanis(N4A) \\sim Ueq, Uanis(C9A)
\\sim Ueq, Uanis(N3A) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(O8) \\sim Ueq, Uanis(O7) \\sim Ueq, Uanis(O6) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O6) \\sim Ueq, Uanis(O8) \\sim Ueq, Uanis(O7) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O2) = Uanis(N3) = Uanis(N4) = Uanis(C3) = Uanis(C9) = Uanis(C11) =
Uanis(C12) = Uanis(C13) = Uanis(C14) = Uanis(C15) = Uanis(C17) = Uanis(C14A) =
Uanis(O2A) = Uanis(C3A) = Uanis(C12A) = Uanis(C17A) = Uanis(C15A) = Uanis(C13A)
= Uanis(C11A) = Uanis(N4A) = Uanis(C9A) = Uanis(N3A)
Uanis(O8) = Uanis(O7) = Uanis(O6)
Uanis(O6) = Uanis(O8) = Uanis(O7)
4. Others
 Sof(C14A)=Sof(O2A)=Sof(C3A)=Sof(C12A)=Sof(H12A)=Sof(C17A)=Sof(H17A)=Sof(C15A)=
 Sof(H15A)=Sof(C13A)=Sof(C11A)=Sof(N4A)=Sof(C9A)=Sof(H9A)=Sof(N3A)=Sof(H3AA)=1-
 FVAR(1)
 Sof(O2)=Sof(N3)=Sof(H3)=Sof(N4)=Sof(C3)=Sof(C9)=Sof(H9)=Sof(C11)=Sof(C12)=
 Sof(H12)=Sof(C13)=Sof(C14)=Sof(C15)=Sof(H15)=Sof(C17)=Sof(H17)=FVAR(1)
 Fixed Sof: O7(0.5) H7A(0.5) H7B(0.5) O8(0.5) H8A(0.5) H8B(0.5)
5.a Riding coordinates:
 O6(H6A,H6B), O7(H7A,H7B), O8(H8A,H8B)
5.b Free rotating group:
 O9(H9B,H9C)
5.c Rotating group:
 O3(H3A,H3B)
5.d Aromatic/amide H refined with riding coordinates:
 N2(H2), N3(H3), C2(H2A), C5(H5), C9(H9), C10(H10), C12(H12), C15(H15),
 C16(H16), C17(H17), C12A(H12A), C17A(H17A), C15A(H15A), C9A(H9A), N3A(H3AA)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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 1.00346(7) 0.08413(6) 0.22444(5) 0.0298(2) Uani 1 1 d . . . . .
O1 O 0.8409(3) 0.1264(3) 0.3115(3) 0.0363(7) Uani 1 1 d D . . . .
O2 O 0.6322(7) 0.1228(7) 0.1583(5) 0.0369(6) Uani 0.651(6) 1 d D U P A 1
O3 O 0.8195(4) 0.0144(4) 0.0643(3) 0.0408(8) Uani 1 1 d . . . . .
H3A H 0.743938 0.057473 0.060746 0.061 Uiso 1 1 d R U . . .
H3B H 0.856263 0.039443 0.001936 0.061 Uiso 1 1 d R U . . .
O4 O 1.1191(4) 0.9336(3) 0.1546(3) 0.0375(7) Uani 1 1 d . . . . .
O5 O 0.9542(4) 0.8658(4) 0.2712(3) 0.0445(8) Uani 1 1 d . . . . .
N1 N 1.0903(4) 0.2791(4) 0.1540(3) 0.0332(8) Uani 1 1 d . . . . .
N2 N 1.2273(5) 0.4410(4) 0.0568(4) 0.0376(9) Uani 1 1 d . . . . .
H2 H 1.290479 0.478201 0.009845 0.045 Uiso 1 1 calc R U . . .
N3 N 0.2916(7) 0.1550(8) 0.5752(5) 0.0369(6) Uani 0.651(6) 1 d D U P A 1
H3 H 0.300013 0.165876 0.653107 0.044 Uiso 0.651(6) 1 calc R U P A 1
N4 N 0.1821(10) 0.1296(17) 0.3787(8) 0.0369(6) Uani 0.651(6) 1 d D U P A 1
C1 C 1.0671(5) 0.4096(5) 0.1817(4) 0.0334(9) Uani 1 1 d . . . . .
C2 C 0.9792(6) 0.4491(5) 0.2569(4) 0.0422(11) Uani 1 1 d . . . . .
H2A H 0.923274 0.381644 0.301613 0.051 Uiso 1 1 calc R U . . .
C3 C 0.5975(9) 0.1421(9) 0.3578(6) 0.0369(6) Uani 0.651(6) 1 d D U P A 1
C4 C 1.1529(5) 0.5119(4) 0.1204(4) 0.0293(9) Uani 1 1 d . . . . .
C5 C 0.9759(6) 0.5884(5) 0.2643(4) 0.0403(10) Uani 1 1 d . . . . .
H5 H 0.915465 0.616557 0.314262 0.048 Uiso 1 1 calc R U . . .
C6 C 1.0438(5) 0.8375(5) 0.2096(4) 0.0340(9) Uani 1 1 d . . . . .
C8 C 1.0591(5) 0.6903(5) 0.2003(4) 0.0321(9) Uani 1 1 d . . . . .
C9 C 0.1561(9) 0.1361(9) 0.4873(7) 0.0369(6) Uani 0.651(6) 1 d D U P A 1
H9 H 0.053723 0.128343 0.502369 0.044 Uiso 0.651(6) 1 calc R U P A 1
C10 C 1.1508(5) 0.6529(5) 0.1279(4) 0.0338(9) Uani 1 1 d . . . . .
H10 H 1.209637 0.720992 0.085300 0.041 Uiso 1 1 calc R U . . .
C11 C 0.3435(9) 0.1365(9) 0.3963(7) 0.0369(6) Uani 0.651(6) 1 d D U P A 1
C12 C 0.4362(10) 0.1301(10) 0.3138(8) 0.0369(6) Uani 0.651(6) 1 d D U P A 1
H12 H 0.389761 0.117769 0.229653 0.044 Uiso 0.651(6) 1 calc R U P A 1
C13 C 0.4142(8) 0.1540(10) 0.5199(6) 0.0369(6) Uani 0.651(6) 1 d D U P A 1
C14 C 0.6974(10) 0.1312(13) 0.2688(7) 0.0369(6) Uani 0.651(6) 1 d D U P A 1
C15 C 0.5764(8) 0.1677(9) 0.5643(6) 0.0369(6) Uani 0.651(6) 1 d D U P A 1
H15 H 0.624119 0.182223 0.648202 0.044 Uiso 0.651(6) 1 calc R U P A 1
C16 C 1.1858(5) 0.3044(5) 0.0798(4) 0.0360(10) Uani 1 1 d . . . . .
H16 H 1.221760 0.233302 0.045887 0.043 Uiso 1 1 calc R U . . .
C17 C 0.6647(8) 0.1592(10) 0.4811(6) 0.0369(6) Uani 0.651(6) 1 d D U P A 1
H17 H 0.775337 0.165204 0.508917 0.044 Uiso 0.651(6) 1 calc R U P A 1
O6 O 0.6182(11) 0.7450(11) 0.1731(7) 0.168(3) Uani 1 1 d . U . . .
H6A H 0.553445 0.684412 0.120502 0.252 Uiso 1 1 d R U . . .
H6B H 0.632755 0.820852 0.137622 0.252 Uiso 1 1 d R U . . .
O7 O 0.452(2) 0.500(2) 0.5344(14) 0.168(3) Uani 0.5 1 d . U P B -1
H7A H 0.503876 0.519873 0.480286 0.202 Uiso 0.5 1 d R U P B -1
H7B H 0.469365 0.421793 0.557116 0.202 Uiso 0.5 1 d R U P B -1
O8 O 0.556(2) 0.505(2) 0.2949(14) 0.168(3) Uani 0.5 1 d . U P . .
H8A H 0.643946 0.542212 0.277444 0.202 Uiso 0.5 1 d R U P . .
H8B H 0.486786 0.531722 0.242724 0.202 Uiso 0.5 1 d R U P . .
O9 O 0.5642(6) 0.3741(6) 0.0605(4) 0.0720(12) Uiso 1 1 d G . . . .
H9B H 0.609696 0.422207 0.127107 0.108 Uiso 1 1 d G U . . .
H9C H 0.550466 0.289566 0.079436 0.108 Uiso 1 1 d G U . . .
C14A C 0.7070(17) 0.151(2) 0.2666(12) 0.0369(6) Uani 0.349(6) 1 d D U P A 2
O2A O 0.6551(13) 0.1673(12) 0.1581(10) 0.0369(6) Uani 0.349(6) 1 d D U P A 2
C3A C 0.6116(15) 0.1844(16) 0.3513(11) 0.0369(6) Uani 0.349(6) 1 d D U P A 2
C12A C 0.4468(16) 0.1569(19) 0.3115(14) 0.0369(6) Uani 0.349(6) 1 d D U P A 2
H12A H 0.395064 0.128714 0.229605 0.044 Uiso 0.349(6) 1 calc R U P A 2
C17A C 0.6872(15) 0.2277(18) 0.4709(11) 0.0369(6) Uani 0.349(6) 1 d D U P A 2
H17A H 0.799871 0.243964 0.495020 0.044 Uiso 0.349(6) 1 calc R U P A 2
C15A C 0.6054(13) 0.2478(17) 0.5555(11) 0.0369(6) Uani 0.349(6) 1 d D U P A 2
H15A H 0.658215 0.278106 0.636888 0.044 Uiso 0.349(6) 1 calc R U P A 2
C13A C 0.4411(13) 0.2211(18) 0.5147(11) 0.0369(6) Uani 0.349(6) 1 d D U P A 2
C11A C 0.3597(16) 0.1720(16) 0.3966(11) 0.0369(6) Uani 0.349(6) 1 d D U P A 2
N4A N 0.1948(17) 0.143(3) 0.3854(15) 0.0369(6) Uani 0.349(6) 1 d D U P A 2
C9A C 0.1806(15) 0.1787(16) 0.4936(13) 0.0369(6) Uani 0.349(6) 1 d D U P A 2
H9A H 0.080754 0.172531 0.512758 0.044 Uiso 0.349(6) 1 calc R U P A 2
N3A N 0.3235(12) 0.2251(15) 0.5747(10) 0.0369(6) Uani 0.349(6) 1 d D U P A 2
H3AA H 0.338183 0.252383 0.650921 0.044 Uiso 0.349(6) 1 calc R U P 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
Co1 O1 2.049(3) . ?
Co1 O3 2.137(3) . ?
Co1 O4 2.232(3) 1_545 ?
Co1 O5 2.171(3) 1_545 ?
Co1 N1 2.114(4) . ?
Co1 N4 2.050(8) 1_655 ?
Co1 N4A 2.167(14) 1_655 ?
O1 C14 1.271(8) . ?
O1 C14A 1.268(12) . ?
O2 C14 1.257(8) . ?
O3 H3A 0.8719 . ?
O3 H3B 0.8623 . ?
O4 C6 1.272(6) . ?
O5 C6 1.252(6) . ?
N1 C1 1.391(6) . ?
N1 C16 1.314(6) . ?
N2 H2 0.8800 . ?
N2 C4 1.374(6) . ?
N2 C16 1.342(6) . ?
N3 H3 0.8800 . ?
N3 C9 1.354(9) . ?
N3 C13 1.380(8) . ?
N4 C9 1.316(9) . ?
N4 C11 1.389(9) . ?
C1 C2 1.396(6) . ?
C1 C4 1.397(6) . ?
C2 H2A 0.9500 . ?
C2 C5 1.376(7) . ?
C3 C12 1.384(9) . ?
C3 C14 1.514(8) . ?
C3 C17 1.391(9) . ?
C4 C10 1.389(6) . ?
C5 H5 0.9500 . ?
C5 C8 1.403(6) . ?
C6 C8 1.488(6) . ?
C8 C10 1.390(6) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.396(8) . ?
C11 C13 1.399(9) . ?
C12 H12 0.9500 . ?
C13 C15 1.389(9) . ?
C15 H15 0.9500 . ?
C15 C17 1.378(9) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
O6 H6A 0.8459 . ?
O6 H6B 0.8443 . ?
O7 H7A 0.8479 . ?
O7 H7B 0.8479 . ?
O8 H8A 0.8479 . ?
O8 H8B 0.8446 . ?
O9 H9B 0.8527 . ?
O9 H9C 0.8436 . ?
C14A O2A 1.246(12) . ?
C14A C3A 1.507(13) . ?
C3A C12A 1.389(13) . ?
C3A C17A 1.390(13) . ?
C12A H12A 0.9500 . ?
C12A C11A 1.401(13) . ?
C17A H17A 0.9500 . ?
C17A C15A 1.375(13) . ?
C15A H15A 0.9500 . ?
C15A C13A 1.387(13) . ?
C13A C11A 1.398(13) . ?
C13A N3A 1.382(12) . ?
C11A N4A 1.400(13) . ?
N4A C9A 1.323(13) . ?
C9A H9A 0.9500 . ?
C9A N3A 1.363(13) . ?
N3A H3AA 0.8800 . ?

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 O3 90.40(12) . . ?
O1 Co1 O4 151.29(13) . 1_545 ?
O1 Co1 O5 92.04(13) . 1_545 ?
O1 Co1 N1 102.90(14) . . ?
O1 Co1 N4 92.1(3) . 1_655 ?
O1 Co1 N4A 91.9(4) . 1_655 ?
O3 Co1 O4 84.34(12) . 1_545 ?
O3 Co1 O5 86.79(14) . 1_545 ?
O3 Co1 N4A 176.5(7) . 1_655 ?
O5 Co1 O4 59.55(12) 1_545 1_545 ?
N1 Co1 O3 92.00(13) . . ?
N1 Co1 O4 105.47(13) . 1_545 ?
N1 Co1 O5 165.02(14) . 1_545 ?
N1 Co1 N4A 90.0(8) . 1_655 ?
N4 Co1 O3 174.0(5) 1_655 . ?
N4 Co1 O4 90.8(4) 1_655 1_545 ?
N4 Co1 O5 87.6(5) 1_655 1_545 ?
N4 Co1 N1 92.8(5) 1_655 . ?
N4 Co1 N4A 2.9(13) 1_655 1_655 ?
C14 O1 Co1 129.5(4) . . ?
C14A O1 Co1 128.7(7) . . ?
Co1 O3 H3A 110.6 . . ?
Co1 O3 H3B 109.8 . . ?
H3A O3 H3B 104.2 . . ?
C6 O4 Co1 88.5(3) . 1_565 ?
C6 O5 Co1 91.8(3) . 1_565 ?
C1 N1 Co1 127.6(3) . . ?
C16 N1 Co1 127.2(3) . . ?
C16 N1 C1 105.1(4) . . ?
C4 N2 H2 126.4 . . ?
C16 N2 H2 126.4 . . ?
C16 N2 C4 107.2(4) . . ?
C9 N3 H3 126.3 . . ?
C9 N3 C13 107.4(6) . . ?
C13 N3 H3 126.3 . . ?
C9 N4 Co1 123.5(6) . 1_455 ?
C9 N4 C11 105.6(7) . . ?
C11 N4 Co1 130.2(6) . 1_455 ?
N1 C1 C2 131.4(4) . . ?
N1 C1 C4 108.9(4) . . ?
C2 C1 C4 119.7(4) . . ?
C1 C2 H2A 121.0 . . ?
C5 C2 C1 118.1(4) . . ?
C5 C2 H2A 121.0 . . ?
C12 C3 C14 118.4(6) . . ?
C12 C3 C17 120.7(6) . . ?
C17 C3 C14 121.0(6) . . ?
N2 C4 C1 105.6(4) . . ?
N2 C4 C10 131.9(4) . . ?
C10 C4 C1 122.5(4) . . ?
C2 C5 H5 119.0 . . ?
C2 C5 C8 122.0(4) . . ?
C8 C5 H5 119.0 . . ?
O4 C6 C8 120.6(4) . . ?
O5 C6 O4 120.1(4) . . ?
O5 C6 C8 119.4(4) . . ?
C5 C8 C6 118.5(4) . . ?
C10 C8 C5 120.3(4) . . ?
C10 C8 C6 121.2(4) . . ?
N3 C9 H9 123.8 . . ?
N4 C9 N3 112.4(7) . . ?
N4 C9 H9 123.8 . . ?
C4 C10 C8 117.3(4) . . ?
C4 C10 H10 121.4 . . ?
C8 C10 H10 121.4 . . ?
N4 C11 C12 130.9(7) . . ?
N4 C11 C13 109.2(6) . . ?
C12 C11 C13 120.0(7) . . ?
C3 C12 C11 118.2(7) . . ?
C3 C12 H12 120.9 . . ?
C11 C12 H12 120.9 . . ?
N3 C13 C11 105.3(6) . . ?
N3 C13 C15 132.7(6) . . ?
C15 C13 C11 122.0(6) . . ?
O1 C14 C3 117.3(6) . . ?
O2 C14 O1 124.5(7) . . ?
O2 C14 C3 118.1(6) . . ?
C13 C15 H15 121.6 . . ?
C17 C15 C13 116.9(6) . . ?
C17 C15 H15 121.6 . . ?
N1 C16 N2 113.2(4) . . ?
N1 C16 H16 123.4 . . ?
N2 C16 H16 123.4 . . ?
C3 C17 H17 118.9 . . ?
C15 C17 C3 122.3(6) . . ?
C15 C17 H17 118.9 . . ?
H6A O6 H6B 104.8 . . ?
H7A O7 H7B 103.6 . . ?
H8A O8 H8B 104.9 . . ?
H9B O9 H9C 104.0 . . ?
O1 C14A C3A 118.2(10) . . ?
O2A C14A O1 125.3(11) . . ?
O2A C14A C3A 115.9(11) . . ?
C12A C3A C14A 119.0(10) . . ?
C12A C3A C17A 121.1(10) . . ?
C17A C3A C14A 119.6(10) . . ?
C3A C12A H12A 121.2 . . ?
C3A C12A C11A 117.6(12) . . ?
C11A C12A H12A 121.2 . . ?
C3A C17A H17A 118.7 . . ?
C15A C17A C3A 122.7(11) . . ?
C15A C17A H17A 118.7 . . ?
C17A C15A H15A 122.1 . . ?
C17A C15A C13A 115.8(10) . . ?
C13A C15A H15A 122.1 . . ?
C15A C13A C11A 123.3(10) . . ?
N3A C13A C15A 131.3(10) . . ?
N3A C13A C11A 105.3(9) . . ?
C13A C11A C12A 119.4(11) . . ?
C13A C11A N4A 110.1(10) . . ?
N4A C11A C12A 130.5(11) . . ?
C9A N4A C11A 104.3(11) . . ?
N4A C9A H9A 123.4 . . ?
N4A C9A N3A 113.3(11) . . ?
N3A C9A H9A 123.4 . . ?
C13A N3A H3AA 126.5 . . ?
C9A N3A C13A 107.0(10) . . ?
C9A N3A H3AA 126.5 . . ?

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 O1 C14 O2 -7.2(15) . . . . ?
Co1 O1 C14 C3 170.4(5) . . . . ?
Co1 O1 C14A O2A -7(3) . . . . ?
Co1 O1 C14A C3A -177.9(9) . . . . ?
Co1 O4 C6 O5 -1.2(4) 1_565 . . . ?
Co1 O4 C6 C8 177.9(4) 1_565 . . . ?
Co1 O5 C6 O4 1.3(4) 1_565 . . . ?
Co1 O5 C6 C8 -177.9(4) 1_565 . . . ?
Co1 N1 C1 C2 -2.7(7) . . . . ?
Co1 N1 C1 C4 176.5(3) . . . . ?
Co1 N1 C16 N2 -176.3(3) . . . . ?
Co1 N4 C9 N3 174.3(9) 1_455 . . . ?
Co1 N4 C11 C12 8(2) 1_455 . . . ?
Co1 N4 C11 C13 -172.6(11) 1_455 . . . ?
Co1 N4A C9A N3A -173.5(17) 1_455 . . . ?
O1 C14A C3A C12A -154.6(16) . . . . ?
O1 C14A C3A C17A 19(2) . . . . ?
O4 C6 C8 C5 178.9(4) . . . . ?
O4 C6 C8 C10 -2.5(7) . . . . ?
O5 C6 C8 C5 -1.9(7) . . . . ?
O5 C6 C8 C10 176.7(4) . . . . ?
N1 C1 C2 C5 -178.6(5) . . . . ?
N1 C1 C4 N2 -0.2(5) . . . . ?
N1 C1 C4 C10 178.6(4) . . . . ?
N2 C4 C10 C8 178.8(4) . . . . ?
N3 C13 C15 C17 179.0(9) . . . . ?
N4 C11 C12 C3 179.0(11) . . . . ?
N4 C11 C13 N3 1.0(11) . . . . ?
N4 C11 C13 C15 -178.4(10) . . . . ?
C1 N1 C16 N2 0.1(5) . . . . ?
C1 C2 C5 C8 -0.8(8) . . . . ?
C1 C4 C10 C8 0.3(6) . . . . ?
C2 C1 C4 N2 179.0(4) . . . . ?
C2 C1 C4 C10 -2.1(7) . . . . ?
C2 C5 C8 C6 177.6(5) . . . . ?
C2 C5 C8 C10 -1.1(7) . . . . ?
C4 N2 C16 N1 -0.3(5) . . . . ?
C4 C1 C2 C5 2.4(7) . . . . ?
C5 C8 C10 C4 1.3(6) . . . . ?
C6 C8 C10 C4 -177.3(4) . . . . ?
C9 N3 C13 C11 1.2(9) . . . . ?
C9 N3 C13 C15 -179.6(9) . . . . ?
C9 N4 C11 C12 177.9(9) . . . . ?
C9 N4 C11 C13 -2.7(13) . . . . ?
C11 N4 C9 N3 3.6(13) . . . . ?
C11 C13 C15 C17 -1.8(13) . . . . ?
C12 C3 C14 O1 -172.2(8) . . . . ?
C12 C3 C14 O2 5.5(14) . . . . ?
C12 C3 C17 C15 -1.3(13) . . . . ?
C12 C11 C13 N3 -179.6(8) . . . . ?
C12 C11 C13 C15 1.1(13) . . . . ?
C13 N3 C9 N4 -3.1(11) . . . . ?
C13 C11 C12 C3 -0.3(12) . . . . ?
C13 C15 C17 C3 2.0(13) . . . . ?
C14 C3 C12 C11 178.3(8) . . . . ?
C14 C3 C17 C15 -179.2(8) . . . . ?
C16 N1 C1 C2 -179.1(5) . . . . ?
C16 N1 C1 C4 0.1(5) . . . . ?
C16 N2 C4 C1 0.3(5) . . . . ?
C16 N2 C4 C10 -178.4(5) . . . . ?
C17 C3 C12 C11 0.4(12) . . . . ?
C17 C3 C14 O1 5.7(14) . . . . ?
C17 C3 C14 O2 -176.6(9) . . . . ?
C14A C3A C12A C11A 172.1(15) . . . . ?
C14A C3A C17A C15A -174.1(16) . . . . ?
O2A C14A C3A C12A 34(3) . . . . ?
O2A C14A C3A C17A -152.8(17) . . . . ?
C3A C12A C11A C13A 3(2) . . . . ?
C3A C12A C11A N4A -175(2) . . . . ?
C3A C17A C15A C13A 1(2) . . . . ?
C12A C3A C17A C15A -1(2) . . . . ?
C12A C11A N4A Co1 -8(4) . . . 1_455 ?
C12A C11A N4A C9A -179.4(17) . . . . ?
C17A C3A C12A C11A -1(2) . . . . ?
C17A C15A C13A C11A 2(2) . . . . ?
C17A C15A C13A N3A 177.3(16) . . . . ?
C15A C13A C11A C12A -4(2) . . . . ?
C15A C13A C11A N4A 174.8(19) . . . . ?
C15A C13A N3A C9A -175.3(17) . . . . ?
C13A C11A N4A Co1 173.6(19) . . . 1_455 ?
C13A C11A N4A C9A 2(2) . . . . ?
C11A C13A N3A C9A 0.5(16) . . . . ?
C11A N4A C9A N3A -1(2) . . . . ?
N4A C9A N3A C13A 1(2) . . . . ?
N3A C13A C11A C12A 179.6(14) . . . . ?
N3A C13A C11A N4A -1(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
