# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_f1
_database_code_depnum_ccdc_archive 'CCDC 1915209'
_audit_update_record             
;
2019-07-25 deposited with the CCDC.	2019-07-26 downloaded from the CCDC.
;
_audit_creation_date             2019-05-31
_audit_creation_method           
;
Olex2 1.3-dev
(compiled 2019.03.18 svn.r3573 for OlexSys, GUI svn.r5585)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H25 Cu2 N4 O6, N O3, 4(H2 O)'
_chemical_formula_sum            'C24 H33 Cu2 N5 O13'
_chemical_formula_weight         726.63
_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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   17.3785(5)
_cell_length_b                   15.1256(4)
_cell_length_c                   22.8088(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5995.5(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9242
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.50
_cell_measurement_theta_min      3.25
_shelx_estimated_absorpt_T_max   0.786
_shelx_estimated_absorpt_T_min   0.601
_exptl_absorpt_coefficient_mu    1.491
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6371
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1060 before and 0.0579 after correction.
The Ratio of minimum to maximum transmission is 0.8544.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.610
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2992
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.17
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0576
_diffrn_reflns_av_unetI/netI     0.0238
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            92953
_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         28.317
_diffrn_reflns_theta_min         2.693
_diffrn_ambient_temperature      100(2)
_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                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5739
_reflns_number_total             7456
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         1.523
_refine_diff_density_min         -0.621
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     505
_refine_ls_number_reflns         7456
_refine_ls_number_restraints     46
_refine_ls_R_factor_all          0.0572
_refine_ls_R_factor_gt           0.0373
_refine_ls_restrained_S_all      1.113
_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)+(0.0494P)²+7.8949P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0922
_refine_ls_wR_factor_ref         0.1117
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 O6-H6A = O6-H6B
 0.87 with sigma of 0.02
 H6A-H6B
 1.38 with sigma of 0.04
 O7-N6 \\sim O7A-N6A
 with sigma of 0.02
 O8-N6 \\sim O8A-N6A
 with sigma of 0.02
 O9-N6 \\sim O9A-N6A
 with sigma of 0.02
 O7-O8 \\sim O7A-O8A
 with sigma of 0.04
 O7-O9 \\sim O7A-O9A
 with sigma of 0.04
 O8-O9 \\sim O8A-O9A
 with sigma of 0.04
 Cu1-H6A \\sim Cu1-H6B
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 N6A, O7A, O8A, O9A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 N6, O7, O8, O9
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Others
 Fixed Sof: O7(0.4) O8(0.4) O9(0.4) N6(0.4) O10B(0.4) H10A(0.4) H10B(0.4)
 O11B(0.4) H11A(0.4) H11B(0.4) O12(0.5) H12A(0.5) H12B(0.5) O14B(0.6) H14C(0.6)
 H14D(0.6) O15(0.5) H15A(0.5) H15B(0.5) N6A(0.6) O7A(0.6) O8A(0.6) O9A(0.6)
 O14A(0.4) H14A(0.4) H14B(0.4) O11A(0.6) H11C(0.6) H11D(0.6) O10A(0.6)
 H10C(0.6) H10D(0.6)
5.a Free rotating group:
 O10B(H10A,H10B), O11B(H11A,H11B), O12(H12A,H12B), O14B(H14C,H14D), O15(H15A,
 H15B), O14A(H14A,H14B), O11A(H11C,H11D), O10A(H10C,H10D)
5.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C5(H5A), C25(H25), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11),
  C12(H12), C15(H15), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20)
5.c Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.75113(2) 0.49625(2) 0.43578(2) 0.01335(8) Uani 1 1 d D . . . .
Cu2 Cu 0.69469(2) 0.71332(2) 0.43877(2) 0.01212(8) Uani 1 1 d . . . . .
O1 O 0.81157(9) 0.72341(11) 0.43815(7) 0.0172(3) Uani 1 1 d . . . . .
O2 O 0.84778(10) 0.58290(12) 0.43152(8) 0.0258(4) Uani 1 1 d . . . . .
O3 O 0.67135(9) 0.88373(11) 0.43786(7) 0.0182(3) Uani 1 1 d . . . . .
O4 O 0.58784(10) 0.77456(11) 0.44008(7) 0.0181(3) Uani 1 1 d . . . . .
O5 O 0.66950(10) 0.58951(12) 0.43510(7) 0.0191(3) Uani 1 1 d . . . . .
O6 O 0.66166(10) 0.39937(11) 0.43860(7) 0.0194(3) Uani 1 1 d D . . . .
H6A H 0.6693(15) 0.3428(11) 0.4373(13) 0.029 Uiso 1 1 d D U . . .
H6B H 0.6152(10) 0.4097(17) 0.4265(12) 0.029 Uiso 1 1 d D U . . .
N1 N 0.75323(11) 0.48921(14) 0.34124(9) 0.0179(4) Uani 1 1 d . . . . .
N2 N 0.74428(11) 0.50579(13) 0.03031(9) 0.0175(4) Uani 1 1 d . . . . .
N3 N 0.69894(11) 0.73099(13) 0.53370(8) 0.0164(4) Uani 1 1 d . . . . .
N4 N 0.69868(12) 0.76271(14) 0.84368(8) 0.0173(4) Uani 1 1 d . . . . .
C1 C 0.81599(14) 0.47261(18) 0.30922(10) 0.0221(5) Uani 1 1 d . . . . .
H1 H 0.862574 0.459044 0.329076 0.026 Uiso 1 1 calc R U . . .
C2 C 0.81647(14) 0.47420(18) 0.24859(10) 0.0221(5) Uani 1 1 d . . . . .
H2 H 0.862565 0.461811 0.227768 0.027 Uiso 1 1 calc R U . . .
C3 C 0.74897(13) 0.49406(15) 0.21807(10) 0.0156(4) Uani 1 1 d . . . . .
C4 C 0.74688(13) 0.49735(15) 0.15342(10) 0.0167(5) Uani 1 1 d . . . . .
C5 C 0.81323(14) 0.51228(18) 0.12100(10) 0.0212(5) Uani 1 1 d . . . . .
H5A H 0.861164 0.519852 0.140385 0.025 Uiso 1 1 calc R U . . .
C25 C 0.80954(14) 0.51615(19) 0.06029(10) 0.0212(5) Uani 1 1 d . . . . .
H25 H 0.855684 0.526679 0.039072 0.025 Uiso 1 1 calc R U . . .
C7 C 0.67997(16) 0.4914(2) 0.06128(11) 0.0280(6) Uani 1 1 d . . . . .
H7 H 0.632933 0.484145 0.040616 0.034 Uiso 1 1 calc R U . . .
C8 C 0.67863(15) 0.4867(2) 0.12193(11) 0.0289(6) Uani 1 1 d . . . . .
H8 H 0.631571 0.476200 0.141955 0.035 Uiso 1 1 calc R U . . .
C9 C 0.68340(14) 0.50998(17) 0.25166(10) 0.0208(5) Uani 1 1 d . . . . .
H9 H 0.635711 0.522387 0.233043 0.025 Uiso 1 1 calc R U . . .
C10 C 0.68801(15) 0.50764(17) 0.31235(10) 0.0215(5) Uani 1 1 d . . . . .
H10 H 0.642869 0.519638 0.334457 0.026 Uiso 1 1 calc R U . . .
C11 C 0.76137(15) 0.75803(18) 0.56344(10) 0.0210(5) Uani 1 1 d . . . . .
H11 H 0.806355 0.773241 0.542030 0.025 Uiso 1 1 calc R U . . .
C12 C 0.76292(14) 0.76467(17) 0.62389(10) 0.0205(5) Uani 1 1 d . . . . .
H12 H 0.808467 0.783513 0.643242 0.025 Uiso 1 1 calc R U . . .
C13 C 0.69739(13) 0.74362(16) 0.65639(10) 0.0161(4) Uani 1 1 d . . . . .
C14 C 0.69750(14) 0.74967(15) 0.72095(10) 0.0159(4) Uani 1 1 d . . . . .
C15 C 0.76445(14) 0.73567(18) 0.75299(10) 0.0205(5) Uani 1 1 d . . . . .
H15 H 0.811123 0.721451 0.733468 0.025 Uiso 1 1 calc R U . . .
C16 C 0.76271(14) 0.74257(17) 0.81337(10) 0.0203(5) Uani 1 1 d . . . . .
H16 H 0.809006 0.732595 0.834512 0.024 Uiso 1 1 calc R U . . .
C17 C 0.63409(14) 0.77591(17) 0.81281(10) 0.0202(5) Uani 1 1 d . . . . .
H17 H 0.588293 0.790155 0.833499 0.024 Uiso 1 1 calc R U . . .
C18 C 0.63071(14) 0.76982(16) 0.75205(10) 0.0204(5) Uani 1 1 d . . . . .
H18 H 0.583517 0.779268 0.731992 0.024 Uiso 1 1 calc R U . . .
C19 C 0.63236(14) 0.71618(16) 0.62517(10) 0.0193(5) Uani 1 1 d . . . . .
H19 H 0.586150 0.701529 0.645193 0.023 Uiso 1 1 calc R U . . .
C20 C 0.63634(14) 0.71068(16) 0.56455(9) 0.0181(4) Uani 1 1 d . . . . .
H20 H 0.591946 0.691354 0.543894 0.022 Uiso 1 1 calc R U . . .
C21 C 0.86171(14) 0.66374(16) 0.43271(9) 0.0183(4) Uani 1 1 d . . . . .
C22 C 0.94405(15) 0.69456(19) 0.42676(13) 0.0289(6) Uani 1 1 d . . . . .
H22A H 0.948456 0.734174 0.392930 0.043 Uiso 1 1 calc R U . . .
H22B H 0.977732 0.643308 0.421112 0.043 Uiso 1 1 calc R U . . .
H22C H 0.959352 0.726206 0.462399 0.043 Uiso 1 1 calc R U . . .
C23 C 0.60299(13) 0.85730(16) 0.43791(9) 0.0172(4) Uani 1 1 d . . . . .
C24 C 0.53570(15) 0.91937(18) 0.43479(11) 0.0259(5) Uani 1 1 d . . . . .
H24A H 0.554267 0.980542 0.435230 0.039 Uiso 1 1 calc R U . . .
H24B H 0.501949 0.909467 0.468582 0.039 Uiso 1 1 calc R U . . .
H24C H 0.506944 0.908608 0.398525 0.039 Uiso 1 1 calc R U . . .
O7 O 0.5409(9) 0.3422(7) 0.2973(7) 0.091(5) Uani 0.4 1 d D . P A 2
O8 O 0.4994(8) 0.4767(7) 0.2924(6) 0.049(3) Uani 0.4 1 d D . P A 2
O9 O 0.5185(7) 0.4056(11) 0.2100(5) 0.093(5) Uani 0.4 1 d D . P A 2
N6 N 0.5213(7) 0.4081(7) 0.2658(5) 0.040(3) Uani 0.4 1 d D . P A 2
O10B O 0.4433(6) 0.6494(6) 0.2970(5) 0.043(2) Uani 0.4 1 d G . P B 2
H10A H 0.435136 0.681796 0.266055 0.064 Uiso 0.4 1 d G U P B 2
H10B H 0.465403 0.600191 0.286671 0.064 Uiso 0.4 1 d G U P B 2
O11B O 0.4720(3) 0.6464(4) 0.4107(3) 0.0332(12) Uani 0.4 1 d G . P C 2
H11A H 0.510212 0.677476 0.424153 0.050 Uiso 0.4 1 d G U P C 2
H11B H 0.488802 0.595207 0.398952 0.050 Uiso 0.4 1 d G U P C 2
O12 O 0.5088(2) 0.5637(3) 0.47817(18) 0.0315(9) Uani 0.5 1 d G . P D 1
H12A H 0.483076 0.609973 0.466869 0.047 Uiso 0.5 1 d G U P D 1
H12B H 0.498683 0.559088 0.515404 0.047 Uiso 0.5 1 d G U P D 1
O14B O 0.5132(2) 0.4192(3) 0.4082(2) 0.0468(10) Uani 0.6 1 d G . P E 1
H14C H 0.512668 0.426250 0.370299 0.070 Uiso 0.6 1 d G U P E 1
H14D H 0.513899 0.472655 0.422187 0.070 Uiso 0.6 1 d G U P E 1
O15 O 0.4848(3) 0.5827(4) 0.2078(3) 0.0547(13) Uani 0.5 1 d G . P . .
H15A H 0.460653 0.578254 0.174560 0.082 Uiso 0.5 1 d G U P . .
H15B H 0.488958 0.528518 0.220241 0.082 Uiso 0.5 1 d G U P . .
N6A N 0.5287(4) 0.3689(5) 0.2588(3) 0.0370(15) Uani 0.6 1 d D . P F 1
O7A O 0.5453(4) 0.3025(4) 0.2885(3) 0.0482(14) Uani 0.6 1 d D . P F 1
O8A O 0.5014(5) 0.4398(6) 0.2820(3) 0.049(2) Uani 0.6 1 d D . P F 1
O9A O 0.5427(4) 0.3680(5) 0.2054(3) 0.0521(16) Uani 0.6 1 d D . P F 1
O14A O 0.5203(4) 0.4806(5) 0.4047(2) 0.0369(14) Uani 0.4 1 d G . P G 2
H14A H 0.504183 0.471516 0.369082 0.055 Uiso 0.4 1 d G U P G 2
H14B H 0.511310 0.536410 0.411066 0.055 Uiso 0.4 1 d G U P G 2
O11A O 0.4484(2) 0.7002(3) 0.42011(18) 0.0402(9) Uani 0.6 1 d G . P H 1
H11C H 0.489238 0.733051 0.423743 0.060 Uiso 0.6 1 d G U P H 1
H11D H 0.449306 0.682600 0.383800 0.060 Uiso 0.6 1 d G U P H 1
O10A O 0.4366(4) 0.6931(5) 0.2993(3) 0.0548(17) Uani 0.6 1 d G . P I 1
H10C H 0.457562 0.660622 0.272207 0.082 Uiso 0.6 1 d G U P I 1
H10D H 0.443998 0.747180 0.287571 0.082 Uiso 0.6 1 d G U P I 1
H5 H 0.625(3) 0.580(3) 0.4447(17) 0.063(13) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O2 2.1327(18) . ?
Cu1 O3 2.1711(17) 8_755 ?
Cu1 O5 2.0007(18) . ?
Cu1 O6 2.1375(17) . ?
Cu1 N1 2.159(2) . ?
Cu1 N2 2.1579(19) 2_665 ?
Cu2 O1 2.0370(17) . ?
Cu2 O4 2.0752(17) . ?
Cu2 O5 1.9250(18) . ?
Cu2 N3 2.1829(19) . ?
Cu2 N4 2.1999(19) 7_575 ?
O1 C21 1.261(3) . ?
O2 C21 1.247(3) . ?
O3 C23 1.253(3) . ?
O4 C23 1.280(3) . ?
O5 H5 0.82(4) . ?
O6 H6A 0.866(16) . ?
O6 H6B 0.868(16) . ?
N1 C1 1.337(3) . ?
N1 C10 1.340(3) . ?
N2 C25 1.334(3) . ?
N2 C7 1.340(3) . ?
N3 C11 1.343(3) . ?
N3 C20 1.332(3) . ?
N4 C16 1.345(3) . ?
N4 C17 1.340(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.383(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.397(3) . ?
C3 C4 1.476(3) . ?
C3 C9 1.394(3) . ?
C4 C5 1.388(3) . ?
C4 C8 1.396(3) . ?
C5 H5A 0.9500 . ?
C5 C25 1.387(3) . ?
C25 H25 0.9500 . ?
C7 H7 0.9500 . ?
C7 C8 1.385(3) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C9 C10 1.387(3) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C11 C12 1.383(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.396(3) . ?
C13 C14 1.475(3) . ?
C13 C19 1.399(3) . ?
C14 C15 1.390(3) . ?
C14 C18 1.394(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.382(3) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C17 C18 1.390(3) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C19 C20 1.387(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.511(4) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.501(3) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
O7 N6 1.277(12) . ?
O8 N6 1.261(12) . ?
O9 N6 1.274(11) . ?
O10B H10A 0.8711 . ?
O10B H10B 0.8706 . ?
O11B H11A 0.8695 . ?
O11B H11B 0.8703 . ?
O12 H12A 0.8701 . ?
O12 H12B 0.8703 . ?
O14B H14C 0.8712 . ?
O14B H14D 0.8698 . ?
O15 H15A 0.8700 . ?
O15 H15B 0.8695 . ?
N6A O7A 1.246(8) . ?
N6A O8A 1.286(8) . ?
N6A O9A 1.242(8) . ?
O14A H14A 0.8708 . ?
O14A H14B 0.8702 . ?
O11A H11C 0.8700 . ?
O11A H11D 0.8703 . ?
O10A H10C 0.8702 . ?
O10A H10D 0.8701 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Cu1 O3 89.66(7) . 8_755 ?
O2 Cu1 O6 174.60(7) . . ?
O2 Cu1 N1 88.37(7) . . ?
O2 Cu1 N2 91.44(7) . 2_665 ?
O5 Cu1 O2 97.17(8) . . ?
O5 Cu1 O3 173.15(7) . 8_755 ?
O5 Cu1 O6 88.15(7) . . ?
O5 Cu1 N1 92.24(7) . . ?
O5 Cu1 N2 92.52(7) . 2_665 ?
O6 Cu1 O3 85.03(7) . 8_755 ?
O6 Cu1 N1 90.49(7) . . ?
O6 Cu1 N2 89.25(7) . 2_665 ?
N1 Cu1 O3 88.44(7) . 8_755 ?
N2 Cu1 O3 86.79(7) 2_665 8_755 ?
N2 Cu1 N1 175.23(8) 2_665 . ?
O1 Cu2 O4 149.19(7) . . ?
O1 Cu2 N3 87.93(7) . . ?
O1 Cu2 N4 87.10(7) . 7_575 ?
O4 Cu2 N3 87.78(7) . . ?
O4 Cu2 N4 88.22(7) . 7_575 ?
O5 Cu2 O1 107.42(7) . . ?
O5 Cu2 O4 103.38(7) . . ?
O5 Cu2 N3 99.78(7) . . ?
O5 Cu2 N4 97.17(7) . 7_575 ?
N3 Cu2 N4 163.05(8) . 7_575 ?
C21 O1 Cu2 129.51(16) . . ?
C21 O2 Cu1 139.00(17) . . ?
C23 O3 Cu1 146.94(16) . 8_765 ?
C23 O4 Cu2 104.59(14) . . ?
Cu1 O5 H5 123(3) . . ?
Cu2 O5 Cu1 121.62(9) . . ?
Cu2 O5 H5 112(3) . . ?
Cu1 O6 H6A 124.4(18) . . ?
Cu1 O6 H6B 123.0(17) . . ?
H6A O6 H6B 108(3) . . ?
C1 N1 Cu1 124.66(16) . . ?
C1 N1 C10 117.4(2) . . ?
C10 N1 Cu1 117.80(15) . . ?
C25 N2 Cu1 118.85(15) . 2_664 ?
C25 N2 C7 117.3(2) . . ?
C7 N2 Cu1 123.74(16) . 2_664 ?
C11 N3 Cu2 124.44(15) . . ?
C20 N3 Cu2 117.92(15) . . ?
C20 N3 C11 117.6(2) . . ?
C16 N4 Cu2 124.76(16) . 7_576 ?
C17 N4 Cu2 117.83(15) . 7_576 ?
C17 N4 C16 117.2(2) . . ?
N1 C1 H1 118.4 . . ?
N1 C1 C2 123.2(2) . . ?
C2 C1 H1 118.4 . . ?
C1 C2 H2 120.1 . . ?
C1 C2 C3 119.8(2) . . ?
C3 C2 H2 120.1 . . ?
C2 C3 C4 121.7(2) . . ?
C9 C3 C2 116.7(2) . . ?
C9 C3 C4 121.5(2) . . ?
C5 C4 C3 121.1(2) . . ?
C5 C4 C8 116.8(2) . . ?
C8 C4 C3 122.1(2) . . ?
C4 C5 H5A 120.0 . . ?
C25 C5 C4 120.0(2) . . ?
C25 C5 H5A 120.0 . . ?
N2 C25 C5 123.1(2) . . ?
N2 C25 H25 118.5 . . ?
C5 C25 H25 118.5 . . ?
N2 C7 H7 118.4 . . ?
N2 C7 C8 123.3(2) . . ?
C8 C7 H7 118.4 . . ?
C4 C8 H8 120.2 . . ?
C7 C8 C4 119.6(2) . . ?
C7 C8 H8 120.2 . . ?
C3 C9 H9 120.1 . . ?
C10 C9 C3 119.8(2) . . ?
C10 C9 H9 120.1 . . ?
N1 C10 C9 123.0(2) . . ?
N1 C10 H10 118.5 . . ?
C9 C10 H10 118.5 . . ?
N3 C11 H11 118.6 . . ?
N3 C11 C12 122.8(2) . . ?
C12 C11 H11 118.6 . . ?
C11 C12 H12 120.1 . . ?
C11 C12 C13 119.8(2) . . ?
C13 C12 H12 120.1 . . ?
C12 C13 C14 121.0(2) . . ?
C12 C13 C19 117.2(2) . . ?
C19 C13 C14 121.8(2) . . ?
C15 C14 C13 121.1(2) . . ?
C15 C14 C18 117.6(2) . . ?
C18 C14 C13 121.4(2) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 C14 119.6(2) . . ?
C16 C15 H15 120.2 . . ?
N4 C16 C15 123.2(2) . . ?
N4 C16 H16 118.4 . . ?
C15 C16 H16 118.4 . . ?
N4 C17 H17 118.3 . . ?
N4 C17 C18 123.3(2) . . ?
C18 C17 H17 118.3 . . ?
C14 C18 H18 120.4 . . ?
C17 C18 C14 119.1(2) . . ?
C17 C18 H18 120.4 . . ?
C13 C19 H19 120.5 . . ?
C20 C19 C13 119.0(2) . . ?
C20 C19 H19 120.5 . . ?
N3 C20 C19 123.6(2) . . ?
N3 C20 H20 118.2 . . ?
C19 C20 H20 118.2 . . ?
O1 C21 C22 116.3(2) . . ?
O2 C21 O1 124.7(2) . . ?
O2 C21 C22 119.0(2) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O3 C23 O4 120.5(2) . . ?
O3 C23 C24 122.6(2) . . ?
O4 C23 C24 116.9(2) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O8 N6 O7 116.8(13) . . ?
O8 N6 O9 119.6(14) . . ?
O9 N6 O7 123.4(14) . . ?
H10A O10B H10B 109.4 . . ?
H11A O11B H11B 109.5 . . ?
H12A O12 H12B 104.4 . . ?
H14C O14B H14D 104.5 . . ?
H15A O15 H15B 104.6 . . ?
O7A N6A O8A 122.3(7) . . ?
O9A N6A O7A 118.6(7) . . ?
O9A N6A O8A 119.1(7) . . ?
H14A O14A H14B 104.5 . . ?
H11C O11A H11D 104.5 . . ?
H10C O10A H10D 104.5 . . ?

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
Cu1 O2 C21 O1 0.6(4) . . . . ?
Cu1 O2 C21 C22 -178.83(18) . . . . ?
Cu1 O3 C23 O4 -179.67(16) 8_765 . . . ?
Cu1 O3 C23 C24 1.1(4) 8_765 . . . ?
Cu1 N1 C1 C2 -175.7(2) . . . . ?
Cu1 N1 C10 C9 176.4(2) . . . . ?
Cu1 N2 C25 C5 -175.4(2) 2_664 . . . ?
Cu1 N2 C7 C8 175.3(2) 2_664 . . . ?
Cu2 O1 C21 O2 -6.6(3) . . . . ?
Cu2 O1 C21 C22 172.87(16) . . . . ?
Cu2 O4 C23 O3 -2.7(2) . . . . ?
Cu2 O4 C23 C24 176.64(16) . . . . ?
Cu2 N3 C11 C12 -177.0(2) . . . . ?
Cu2 N3 C20 C19 177.85(19) . . . . ?
Cu2 N4 C16 C15 -174.03(19) 7_576 . . . ?
Cu2 N4 C17 C18 174.78(19) 7_576 . . . ?
N1 C1 C2 C3 0.1(4) . . . . ?
N2 C7 C8 C4 0.2(5) . . . . ?
N3 C11 C12 C13 -0.7(4) . . . . ?
N4 C17 C18 C14 -0.5(4) . . . . ?
C1 N1 C10 C9 0.0(4) . . . . ?
C1 C2 C3 C4 179.4(2) . . . . ?
C1 C2 C3 C9 -1.1(4) . . . . ?
C2 C3 C4 C5 -23.2(4) . . . . ?
C2 C3 C4 C8 157.5(3) . . . . ?
C2 C3 C9 C10 1.5(4) . . . . ?
C3 C4 C5 C25 -179.2(2) . . . . ?
C3 C4 C8 C7 179.2(3) . . . . ?
C3 C9 C10 N1 -1.0(4) . . . . ?
C4 C3 C9 C10 -179.0(2) . . . . ?
C4 C5 C25 N2 -0.2(4) . . . . ?
C5 C4 C8 C7 -0.1(4) . . . . ?
C25 N2 C7 C8 -0.3(4) . . . . ?
C7 N2 C25 C5 0.3(4) . . . . ?
C8 C4 C5 C25 0.1(4) . . . . ?
C9 C3 C4 C5 157.3(2) . . . . ?
C9 C3 C4 C8 -22.0(4) . . . . ?
C10 N1 C1 C2 0.4(4) . . . . ?
C11 N3 C20 C19 0.1(4) . . . . ?
C11 C12 C13 C14 179.7(2) . . . . ?
C11 C12 C13 C19 0.1(4) . . . . ?
C12 C13 C14 C15 -30.1(4) . . . . ?
C12 C13 C14 C18 149.7(2) . . . . ?
C12 C13 C19 C20 0.5(4) . . . . ?
C13 C14 C15 C16 179.5(2) . . . . ?
C13 C14 C18 C17 -179.1(2) . . . . ?
C13 C19 C20 N3 -0.7(4) . . . . ?
C14 C13 C19 C20 -179.1(2) . . . . ?
C14 C15 C16 N4 -0.2(4) . . . . ?
C15 C14 C18 C17 0.7(4) . . . . ?
C16 N4 C17 C18 0.0(4) . . . . ?
C17 N4 C16 C15 0.4(4) . . . . ?
C18 C14 C15 C16 -0.4(4) . . . . ?
C19 C13 C14 C15 149.4(2) . . . . ?
C19 C13 C14 C18 -30.8(4) . . . . ?
C20 N3 C11 C12 0.5(4) . . . . ?

_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_k4_0m
_database_code_depnum_ccdc_archive 'CCDC 1915210'
_audit_update_record             
;
2019-07-04 deposited with the CCDC.	2019-07-26 downloaded from the CCDC.
;
_audit_creation_date             2019-06-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         'C10 H12 Cl2 Co N2 O10, C10 H8 N2'
_chemical_formula_sum            'C20 H20 Cl2 Co N4 O10'
_chemical_formula_weight         606.24
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Co 0.35655 0.96576 12.28410 7.34090 4.00340 2.34880 4.27910 0.27840 13.53590
71.16920 1.01180005074
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cl 0.14873 0.16029 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55739974976
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

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

_symmetry_Int_Tables_number      2
_cell_length_a                   7.4296(2)
_cell_length_b                   8.7967(3)
_cell_length_c                   10.0511(3)
_cell_angle_alpha                105.9650(10)
_cell_angle_beta                 95.0730(10)
_cell_angle_gamma                109.2610(10)
_cell_volume                     584.48(3)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    6534
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.29
_cell_measurement_theta_min      2.59
_exptl_absorpt_coefficient_mu    1.029
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6608
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1140 before and 0.0449 after correction.
The Ratio of minimum to maximum transmission is 0.8861.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.7222
_exptl_crystal_description       block
_exptl_crystal_F_000             309.8139
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.18
_diffrn_reflns_av_R_equivalents  0.0287
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_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            9447
_diffrn_reflns_theta_full        28.3159
_diffrn_reflns_theta_max         28.32
_diffrn_reflns_theta_min         2.96
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.9918
_diffrn_measured_fraction_theta_max 0.9918
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              11
_reflns_limit_k_min              -11
_reflns_limit_l_max              13
_reflns_limit_l_min              0
_reflns_number_gt                2635
_reflns_number_total             2889
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.4586
_refine_diff_density_min         -0.4740
_refine_diff_density_rms         0.0748
_refine_ls_d_res_high            0.7492
_refine_ls_d_res_low             6.8757
_refine_ls_goodness_of_fit_ref   1.0715
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    18
_refine_ls_number_parameters     175
_refine_ls_number_reflns         2889
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0275
_refine_ls_restrained_S_all      1.0705
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0202P)²+0.5307P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0646
_refine_ls_wR_factor_ref         0.0672
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O1-H1a = O1-H1b
 0.85 with sigma of 0.02
 H1a-H1b
 1.34 with sigma of 0.04
 Co1-H1a \\sim Co1-H1b
 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C5(H5), C6(H6), C7(H7), C9(H9), C10(H10)
;
_atom_sites_solution_primary     iterative
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Co1 Co 0.0 0.0 0.0 0.00776(8) Uani 1.000000 2 DS T P
Cl1 Cl -0.37105(5) -0.11522(5) 0.17036(4) 0.01222(9) Uani 1.000000 1 . . .
O1 O -0.13604(16) 0.15845(15) -0.02843(12) 0.0121(2) Uani 1.000000 1 D . .
H1a H -0.121(3) 0.199(2) -0.0947(19) 0.0182(3) Uiso 1.000000 1 DR . .
H1b H -0.247(2) 0.140(3) -0.015(2) 0.0182(3) Uiso 1.000000 1 DR . .
O2 O -0.19023(16) -0.11830(15) 0.12543(12) 0.0130(2) Uani 1.000000 1 . . .
O3 O -0.40283(19) 0.03299(17) 0.15609(14) 0.0221(3) Uani 1.000000 1 . . .
O4 O -0.52764(18) -0.26697(18) 0.08391(15) 0.0287(3) Uani 1.000000 1 . . .
O5 O -0.3525(2) -0.10790(17) 0.31521(13) 0.0214(3) Uani 1.000000 1 . . .
N1 N 0.18003(18) 0.19203(16) 0.18671(13) 0.0102(3) Uani 1.000000 1 . . .
C1 C 0.1892(2) 0.1603(2) 0.30975(17) 0.0132(3) Uani 1.000000 1 . . .
H1 H 0.1072(2) 0.0525(2) 0.31174(17) 0.0159(4) Uiso 1.000000 1 R . .
C2 C 0.3117(2) 0.2763(2) 0.43377(17) 0.0133(3) Uani 1.000000 1 . . .
H2 H 0.3128(2) 0.2475(2) 0.51820(17) 0.0160(4) Uiso 1.000000 1 R . .
C3 C 0.4335(2) 0.43560(18) 0.43429(15) 0.0095(3) Uani 1.000000 1 . . .
C4 C 0.4226(2) 0.4694(2) 0.30676(16) 0.0122(3) Uani 1.000000 1 . . .
H4 H 0.5022(2) 0.5766(2) 0.30204(16) 0.0147(4) Uiso 1.000000 1 R . .
C5 C 0.2957(2) 0.3467(2) 0.18717(16) 0.0127(3) Uani 1.000000 1 . . .
H5 H 0.2898(2) 0.3727(2) 0.10157(16) 0.0152(4) Uiso 1.000000 1 R . .
N2 N -0.0887(2) 0.29202(19) -0.24122(16) 0.0171(3) Uani 1.000000 1 . . .
C6 C 0.0509(3) 0.4455(2) -0.21127(18) 0.0190(3) Uani 1.000000 1 . . .
H6 H 0.1273(3) 0.4984(2) -0.11843(18) 0.0228(4) Uiso 1.000000 1 R . .
C7 C 0.0904(3) 0.5317(2) -0.30807(18) 0.0178(3) Uani 1.000000 1 . . .
H7 H 0.1905(3) 0.6412(2) -0.28101(18) 0.0214(4) Uiso 1.000000 1 R . .
C8 C -0.0182(2) 0.4564(2) -0.44587(17) 0.0126(3) Uani 1.000000 1 . . .
C9 C -0.1631(2) 0.2961(2) -0.47679(18) 0.0154(3) Uani 1.000000 1 . . .
H9 H -0.2408(2) 0.2390(2) -0.56901(18) 0.0185(4) Uiso 1.000000 1 R . .
C10 C -0.1934(2) 0.2207(2) -0.37280(19) 0.0167(3) Uani 1.000000 1 . . .
H10 H -0.2942(2) 0.1120(2) -0.39608(19) 0.0201(4) Uiso 1.000000 1 R . .


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 2.0355(11) . y
Co1 O1 2.0355(11) 2 y
Co1 O2 2.1763(11) 2 y
Co1 O2 2.1763(11) . y
Co1 N1 2.1180(13) 2 y
Co1 N1 2.1180(13) . y
Cl1 O2 1.4609(11) . ?
Cl1 O3 1.4408(13) . ?
Cl1 O4 1.4314(13) . ?
Cl1 O5 1.4317(12) . ?
O1 H1a 0.837(14) . ?
O1 H1b 0.815(14) . ?
N1 C1 1.341(2) . ?
N1 C5 1.347(2) . ?
C1 H1 0.9500 . ?
C1 C2 1.382(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.394(2) . ?
C3 C3 1.487(3) 2_666 ?
C3 C4 1.395(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.383(2) . ?
C5 H5 0.9500 . ?
N2 C6 1.337(2) . ?
N2 C10 1.337(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.385(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.397(2) . ?
C8 C8 1.489(3) 2_564 ?
C8 C9 1.394(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.382(2) . ?
C10 H10 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Co1 O1 180.0 2 . y
O2 Co1 O1 82.64(4) 2 . y
O2 Co1 O1 97.36(4) . . y
O2 Co1 O1 82.64(4) . 2 y
O2 Co1 O1 97.36(4) 2 2 y
O2 Co1 O2 180.0 2 . y
N1 Co1 O1 90.39(5) . 2 y
N1 Co1 O1 89.61(5) . . y
N1 Co1 O1 89.61(5) 2 2 y
N1 Co1 O1 90.39(5) 2 . y
N1 Co1 O2 90.01(5) 2 . y
N1 Co1 O2 89.99(5) . . y
N1 Co1 O2 90.01(5) . 2 y
N1 Co1 O2 89.99(5) 2 2 y
N1 Co1 N1 180.0 2 . y
O3 Cl1 O2 109.40(7) . . ?
O4 Cl1 O2 108.65(7) . . ?
O4 Cl1 O3 110.39(9) . . ?
O5 Cl1 O2 108.10(7) . . ?
O5 Cl1 O3 109.81(8) . . ?
O5 Cl1 O4 110.44(8) . . ?
H1a O1 Co1 120.8(13) . 2 ?
H1b O1 Co1 119.8(14) . 2 ?
H1b O1 H1a 109.2(18) . . ?
Cl1 O2 Co1 136.79(7) . 2 ?
C1 N1 Co1 120.39(10) . . ?
C5 N1 Co1 122.43(10) . . ?
C5 N1 C1 117.11(13) . . ?
H1 C1 N1 118.28(9) . . ?
C2 C1 N1 123.43(14) . . ?
C2 C1 H1 118.28(9) . . ?
H2 C2 C1 120.18(9) . . ?
C3 C2 C1 119.64(14) . . ?
C3 C2 H2 120.18(9) . . ?
C3 C3 C2 121.32(17) 2_666 . ?
C4 C3 C2 116.99(13) . . ?
H4 C4 C3 120.05(9) . . ?
C5 C4 C3 119.90(14) . . ?
C5 C4 H4 120.05(9) . . ?
C4 C5 N1 122.91(14) . . ?
H5 C5 N1 118.54(9) . . ?
H5 C5 C4 118.54(9) . . ?
C10 N2 C6 116.81(15) . . ?
H6 C6 N2 118.19(10) . . ?
C7 C6 N2 123.63(16) . . ?
C7 C6 H6 118.19(10) . . ?
H7 C7 C6 120.25(10) . . ?
C8 C7 C6 119.51(16) . . ?
C8 C7 H7 120.25(9) . . ?
C8 C8 C7 121.70(18) 2_564 . ?
C9 C8 C7 116.68(14) . . ?
H9 C9 C8 120.13(9) . . ?
C10 C9 C8 119.74(16) . . ?
C10 C9 H9 120.13(10) . . ?
C9 C10 N2 123.63(16) . . ?
H10 C10 N2 118.19(9) . . ?
H10 C10 C9 118.19(10) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1a N2 0.837(14) 1.869(14) 2.7058(18) 179(2) .

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_restr_distance_atom_site_label_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
_restr_distance_diff
O1 H1a 1 0.8500 0.0200 0.0132
O1 H1b 1 0.8500 0.0200 0.0353
H1a H1b 1 1.3400 0.0400 -0.0062

loop_
_restr_equal_distance_atom_site_label_1
_restr_equal_distance_atom_site_label_2
_restr_equal_distance_site_symmetry_2
_restr_equal_distance_class_id
Co1 H1a 1 1
Co1 H1b 1 1

loop_
_restr_equal_distance_class_class_id
_restr_equal_distance_class_target_weight_param
_restr_equal_distance_class_average
_restr_equal_distance_class_esd
_restr_equal_distance_class_diff_max
1 0.0200 2.5537 0.0130 0.0130

