# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2021

####################################################################### 
# 
# 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_13aprb_0m
_database_code_depnum_ccdc_archive 'CCDC 1965761'
loop_
_audit_author_name
_audit_author_address
'Munirathnam Manda'
;IISER Kolkata
India
;
_audit_update_record             
;
2020-12-04 deposited with the CCDC.	2021-07-12 downloaded from the CCDC.
;
_audit_creation_date             2020-12-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_chemical_formula_moiety         'C15 H26 Co N3 O3, Cl O4'
_chemical_formula_sum            'C15 H26 Cl Co N3 O7'
_chemical_formula_weight         454.78
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      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_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2
5 -x,-y,-z
6 -x-1/2,y-1/2,z
7 x,-y-1/2,z-1/2
8 x-1/2,y,-z-1/2

_symmetry_Int_Tables_number      61
_cell_length_a                   9.936(1)
_cell_length_b                   17.6315(17)
_cell_length_c                   21.705(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3802.4(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9940
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.14
_cell_measurement_theta_min      2.53
_exptl_absorpt_coefficient_mu    1.086
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6344
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            'clear pinkish pink'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   pinkish
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.5887
_exptl_crystal_description       block
_exptl_crystal_F_000             1900.9349
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_diffrn_reflns_av_R_equivalents  0.0654
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            36070
_diffrn_reflns_theta_full        28.2824
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         2.31
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.9994
_diffrn_measured_fraction_theta_max 0.9994
_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
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              13
_reflns_limit_h_min              0
_reflns_limit_k_max              23
_reflns_limit_k_min              0
_reflns_limit_l_max              28
_reflns_limit_l_min              0
_reflns_number_gt                3718
_reflns_number_total             4714
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.7792
_refine_diff_density_min         -0.8028
_refine_diff_density_rms         0.1349
_refine_ls_d_res_high            0.7500
_refine_ls_d_res_low             8.8157
_refine_ls_goodness_of_fit_ref   0.9584
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    38
_refine_ls_number_parameters     251
_refine_ls_number_reflns         4714
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0608
_refine_ls_R_factor_gt           0.0418
_refine_ls_restrained_S_all      0.9581
_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)+(0.1P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1186
_refine_ls_wR_factor_ref         0.1325
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O3-H3
 0.87 with sigma of 0.01
 C15-H3
 1.917009 with sigma of 0.02
 Co1-H3
 2.722153 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C12(H12a,H12b), C9(H9a,H9b), C13(H13a,H13b), C8(H8a,H8b), C7(H7a,H7b)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3a), C4(H4), C5(H5)
3.c Idealised Me refined as rotating group:
 C15(H15a,H15b,H15c), C1(H1a,H1b,H1c), C10(H10a,H10b,H10c), C11(H11a,H11b,H11c)
;
_atom_sites_solution_primary     dual
_atom_sites_special_details      
;
The structure was solved using Patterson Methods, followed by a Tangent Expansion (ShelXS). RE = 0.1, Nqual =  -1, Ralpha = 0.093
;
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_refinement_flags_posn
Co1 Co 0.64242(3) 0.473885(17) 0.578462(13) 0.01200(12) Uani 1.000000 D
Cl02 Cl 0.80153(6) 0.31689(3) 0.35492(3) 0.02196(16) Uani 1.000000 .
O1 O 0.53572(16) 0.46568(8) 0.44066(7) 0.0137(3) Uani 1.000000 .
O2 O 0.71435(16) 0.50775(9) 0.49254(7) 0.0147(3) Uani 1.000000 .
O3 O 0.54250(17) 0.37725(9) 0.53475(7) 0.0171(4) Uani 1.000000 D
H3 H 0.514(3) 0.3911(9) 0.4980(6) 0.0257(5) Uiso 1.000000 DR
N1 N 0.2289(2) 0.60992(11) 0.38238(9) 0.0158(4) Uani 1.000000 .
O4 O 0.6835(2) 0.32327(11) 0.31622(9) 0.0342(5) Uani 1.000000 .
N2 N 0.45683(19) 0.54437(11) 0.33363(9) 0.0149(4) Uani 1.000000 .
O6 O 0.9164(2) 0.29793(12) 0.31822(10) 0.0407(5) Uani 1.000000 .
N3 N 0.2758(2) 0.42695(11) 0.37589(9) 0.0198(4) Uani 1.000000 .
O7 O 0.8251(2) 0.38621(13) 0.38644(12) 0.0527(7) Uani 1.000000 .
C14 C 0.6435(2) 0.50511(13) 0.44497(11) 0.0128(4) Uani 1.000000 .
O5 O 0.7828(3) 0.25655(17) 0.39867(13) 0.0645(8) Uani 1.000000 .
C12 C 0.6051(2) 0.52935(13) 0.33146(11) 0.0169(5) Uani 1.000000 .
H12a H 0.6191(2) 0.47456(13) 0.32382(11) 0.0203(6) Uiso 1.000000 R
H12b H 0.6435(2) 0.55722(13) 0.29598(11) 0.0203(6) Uiso 1.000000 R
C9 C 0.3615(2) 0.41659(14) 0.32073(11) 0.0193(5) Uani 1.000000 .
H9a H 0.4481(2) 0.39317(14) 0.33289(11) 0.0232(6) Uiso 1.000000 R
H9b H 0.3161(2) 0.38212(14) 0.29131(11) 0.0232(6) Uiso 1.000000 R
C3 C 0.0290(2) 0.68253(13) 0.36639(11) 0.0191(5) Uani 1.000000 .
H3a H -0.0591(2) 0.69605(13) 0.37931(11) 0.0230(6) Uiso 1.000000 R
C6 C 0.2834(2) 0.64357(12) 0.33253(10) 0.0163(5) Uani 1.000000 .
C2 C 0.1030(2) 0.62998(13) 0.40030(11) 0.0174(5) Uani 1.000000 .
C4 C 0.0826(3) 0.71477(12) 0.31457(11) 0.0202(5) Uani 1.000000 .
H4 H 0.0315(3) 0.74959(12) 0.29074(11) 0.0242(6) Uiso 1.000000 R
C13 C 0.6828(2) 0.55135(13) 0.38885(10) 0.0156(5) Uani 1.000000 .
H13a H 0.6670(2) 0.60572(13) 0.39762(10) 0.0187(6) Uiso 1.000000 R
H13b H 0.7802(2) 0.54455(13) 0.38099(10) 0.0187(6) Uiso 1.000000 R
C5 C 0.2128(2) 0.69584(13) 0.29734(11) 0.0182(5) Uani 1.000000 .
H5 H 0.2530(2) 0.71829(13) 0.26205(11) 0.0219(6) Uiso 1.000000 R
C8 C 0.3877(2) 0.49239(14) 0.29001(11) 0.0193(5) Uani 1.000000 .
H8a H 0.3014(2) 0.51513(14) 0.27672(11) 0.0231(6) Uiso 1.000000 R
H8b H 0.4445(2) 0.48485(14) 0.25302(11) 0.0231(6) Uiso 1.000000 R
C7 C 0.4270(2) 0.62373(13) 0.31719(11) 0.0186(5) Uani 1.000000 .
H7a H 0.4885(2) 0.65790(13) 0.33994(11) 0.0223(6) Uiso 1.000000 R
H7b H 0.4426(2) 0.63128(13) 0.27256(11) 0.0223(6) Uiso 1.000000 R
C15 C 0.5818(3) 0.30000(14) 0.52694(12) 0.0278(6) Uani 1.000000 D
H15a H 0.5201(12) 0.2750(3) 0.4981(7) 0.0417(9) Uiso 1.000000 GR
H15b H 0.6736(8) 0.29794(14) 0.5105(9) 0.0417(9) Uiso 1.000000 GR
H15c H 0.5787(19) 0.2740(3) 0.56681(19) 0.0417(9) Uiso 1.000000 GR
C1 C 0.0486(3) 0.59649(15) 0.45860(11) 0.0246(6) Uani 1.000000 .
H1a H 0.0652(16) 0.5417(2) 0.4589(4) 0.0368(8) Uiso 1.000000 GR
H1b H 0.0935(13) 0.6199(7) 0.49404(12) 0.0368(8) Uiso 1.000000 GR
H1c H -0.0484(4) 0.6060(9) 0.4611(4) 0.0368(8) Uiso 1.000000 GR
C10 C 0.2841(3) 0.35816(15) 0.41459(12) 0.0267(6) Uani 1.000000 .
H10a H 0.3784(3) 0.3479(6) 0.4248(7) 0.0401(9) Uiso 1.000000 GR
H10b H 0.2329(16) 0.3661(4) 0.4526(4) 0.0401(9) Uiso 1.000000 GR
H10c H 0.2465(17) 0.3149(3) 0.3920(4) 0.0401(9) Uiso 1.000000 GR
C11 C 0.1330(2) 0.43585(18) 0.35734(14) 0.0301(6) Uani 1.000000 .
H11a H 0.0767(3) 0.4406(11) 0.39422(14) 0.0452(10) Uiso 1.000000 GR
H11b H 0.1234(4) 0.4815(6) 0.3319(8) 0.0452(10) Uiso 1.000000 GR
H11c H 0.1046(6) 0.3913(5) 0.3336(8) 0.0452(10) Uiso 1.000000 GR


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 2.1072(16) 5_666 ?
Co1 O2 2.0846(16) . ?
Co1 O3 2.1882(16) . ?
Co1 N1 2.1306(19) 5_666 ?
Co1 N2 2.1718(19) 5_666 ?
Co1 N3 2.1678(19) 5_666 ?
Cl02 O4 1.4470(19) . ?
Cl02 O6 1.431(2) . ?
Cl02 O7 1.420(2) . ?
Cl02 O5 1.438(2) . ?
O1 C14 1.280(3) . ?
O2 C14 1.251(3) . ?
O3 C15 1.427(3) . ?
N1 C6 1.348(3) . ?
N1 C2 1.357(3) . ?
N2 C12 1.498(3) . ?
N2 C8 1.486(3) . ?
N2 C7 1.474(3) . ?
N3 C9 1.480(3) . ?
N3 C10 1.478(3) . ?
N3 C11 1.483(3) . ?
C14 C13 1.517(3) . ?
C12 C13 1.516(3) . ?
C9 C8 1.516(3) . ?
C3 C2 1.393(3) . ?
C3 C4 1.368(3) . ?
C6 C5 1.387(3) . ?
C6 C7 1.506(3) . ?
C2 C1 1.497(3) . ?
C4 C5 1.387(3) . ?

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 Co1 O1 88.10(6) . 5_666 ?
O3 Co1 O1 85.82(6) . 5_666 ?
O3 Co1 O2 89.47(6) . . ?
N1 Co1 O1 158.93(7) 5_666 5_666 ?
N1 Co1 O2 110.48(7) 5_666 . ?
N1 Co1 O3 84.56(7) 5_666 . ?
N2 Co1 O1 82.33(6) 5_666 5_666 ?
N2 Co1 O2 169.78(6) 5_666 . ?
N2 Co1 O3 93.41(7) 5_666 . ?
N2 Co1 N1 79.58(7) 5_666 5_666 ?
N3 Co1 O1 89.83(7) 5_666 5_666 ?
N3 Co1 O2 92.83(7) 5_666 . ?
N3 Co1 O3 175.02(7) 5_666 . ?
N3 Co1 N1 98.75(8) 5_666 5_666 ?
N3 Co1 N2 83.58(7) 5_666 5_666 ?
O6 Cl02 O4 109.95(12) . . ?
O7 Cl02 O4 110.27(13) . . ?
O7 Cl02 O6 109.73(13) . . ?
O5 Cl02 O4 109.64(13) . . ?
O5 Cl02 O6 107.32(16) . . ?
O5 Cl02 O7 109.87(18) . . ?
C14 O1 Co1 116.25(13) . 5_666 ?
C14 O2 Co1 122.33(14) . . ?
C15 O3 Co1 132.10(16) . . ?
C6 N1 Co1 112.62(15) . 5_666 ?
C2 N1 Co1 128.28(16) . 5_666 ?
C2 N1 C6 119.06(19) . . ?
C12 N2 Co1 116.62(14) . 5_666 ?
C8 N2 Co1 104.98(13) . 5_666 ?
C8 N2 C12 109.00(18) . . ?
C7 N2 Co1 105.19(13) . 5_666 ?
C7 N2 C12 110.97(18) . . ?
C7 N2 C8 109.79(18) . . ?
C9 N3 Co1 104.68(14) . 5_666 ?
C10 N3 Co1 112.41(15) . 5_666 ?
C10 N3 C9 109.05(19) . . ?
C11 N3 Co1 113.41(16) . 5_666 ?
C11 N3 C9 110.10(19) . . ?
C11 N3 C10 107.1(2) . . ?
O2 C14 O1 123.5(2) . . ?
C13 C14 O1 116.7(2) . . ?
C13 C14 O2 119.8(2) . . ?
C13 C12 N2 115.46(19) . . ?
C8 C9 N3 110.24(19) . . ?
C4 C3 C2 120.4(2) . . ?
C5 C6 N1 122.1(2) . . ?
C7 C6 N1 117.11(19) . . ?
C7 C6 C5 120.8(2) . . ?
C3 C2 N1 120.6(2) . . ?
C1 C2 N1 118.2(2) . . ?
C1 C2 C3 121.2(2) . . ?
C5 C4 C3 119.0(2) . . ?
C12 C13 C14 113.02(19) . . ?
C4 C5 C6 118.9(2) . . ?
C9 C8 N2 110.05(19) . . ?
C6 C7 N2 110.93(19) . . ?

_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
Co1 H3 1 2.7222 0.0200 0.1124
O3 H3 1 0.8700 0.0100 -0.0109
C15 H3 1 1.9170 0.0200 0.0649

####################################################################### 
# 
# 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_5novb_0m
_database_code_depnum_ccdc_archive 'CCDC 1965763'
loop_
_audit_author_name
_audit_author_address
'Munirathnam Manda'
;IISER Kolkata
India
;
_audit_update_record             
;
2020-12-04 deposited with the CCDC.	2021-07-12 downloaded from the CCDC.
;
_audit_creation_date             2020-10-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.07.20 svn.r3457 for OlexSys, GUI svn.r5370)
;
_chemical_formula_moiety         'C14 H22 Cu N3 O2, Cl O4, C2 H3 N'
_chemical_formula_sum            'C16 H25 Cl Cu N4 O6'
_chemical_formula_weight         468.40
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'
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'
Cu 0.34125 1.28947 13.33800 7.16760 5.61580 1.67350 3.58280 0.24700 11.39660
64.81260 1.19099998474
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

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

_symmetry_Int_Tables_number      14
_cell_length_a                   10.4020(4)
_cell_length_b                   8.6849(3)
_cell_length_c                   22.0247(8)
_cell_angle_alpha                90
_cell_angle_beta                 92.642(1)
_cell_angle_gamma                90
_cell_volume                     1987.60(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9936
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      2.52
_exptl_absorpt_coefficient_mu    1.274
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            'clear bluish blue'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   bluish
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.5652
_exptl_crystal_description       block
_exptl_crystal_F_000             974.3723
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_diffrn_reflns_av_R_equivalents  0.0544
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            30239
_diffrn_reflns_theta_full        25.0266
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         2.63
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.9983
_diffrn_measured_fraction_theta_max 0.9983
_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              12
_reflns_limit_h_min              -12
_reflns_limit_k_max              10
_reflns_limit_k_min              0
_reflns_limit_l_max              26
_reflns_limit_l_min              0
_reflns_number_gt                3155
_reflns_number_total             3509
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.6368
_refine_diff_density_min         -0.4635
_refine_diff_density_rms         0.0913
_refine_ls_d_res_high            0.8400
_refine_ls_d_res_low             7.7339
_refine_ls_goodness_of_fit_ref   1.0770
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    37
_refine_ls_number_parameters     257
_refine_ls_number_reflns         3509
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0379
_refine_ls_restrained_S_all      1.0770
_refine_ls_shift/su_max          0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0372P)²+3.6858P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0876
_refine_ls_wR_factor_ref         0.0921
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C13(H13a,H13b), C8(H8a,H8b), C12(H12a,H12b), C9(H9a,H9b), C7(H7a,H7b)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C4(H4), C3(H3)
2.c Idealised Me refined as rotating group:
 C10(H10a,H10b,H10c), C11(H11a,H11b,H11c), C1(H1a,H1b,H1c), C15(H15a,H15b,H15c)
;
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_refinement_flags_posn
Cu1 Cu 0.37928(3) 0.53804(4) 0.572389(15) 0.01353(12) Uani 1.000000 .
Cl02 Cl 0.76740(7) 0.41741(9) 0.13958(4) 0.02604(19) Uani 1.000000 .
O2 O 0.44676(18) 0.7203(2) 0.53364(9) 0.0165(4) Uani 1.000000 .
O1 O 0.61411(18) 0.5827(2) 0.50599(9) 0.0157(4) Uani 1.000000 .
N1 N 0.8310(2) 0.4076(3) 0.42854(11) 0.0168(5) Uani 1.000000 .
N3 N 0.5421(2) 0.4005(3) 0.34306(11) 0.0184(5) Uani 1.000000 .
N2 N 0.6852(2) 0.6537(3) 0.38723(10) 0.0146(5) Uani 1.000000 .
O4 O 0.6935(3) 0.5063(3) 0.09541(12) 0.0449(7) Uani 1.000000 .
O6 O 0.8985(2) 0.4122(3) 0.12253(12) 0.0401(6) Uani 1.000000 .
O3 O 0.7193(2) 0.2634(3) 0.14236(17) 0.0574(9) Uani 1.000000 .
C14 C 0.5446(3) 0.7029(3) 0.50303(13) 0.0157(6) Uani 1.000000 .
O5 O 0.7626(3) 0.4882(4) 0.19750(12) 0.0564(8) Uani 1.000000 .
C13 C 0.5841(3) 0.8347(3) 0.46310(13) 0.0177(6) Uani 1.000000 .
H13a H 0.5178(3) 0.9163(3) 0.46420(13) 0.0212(7) Uiso 1.000000 R
H13b H 0.6658(3) 0.8784(3) 0.48026(13) 0.0212(7) Uiso 1.000000 R
C8 C 0.6842(3) 0.6159(3) 0.32112(13) 0.0186(6) Uani 1.000000 .
H8a H 0.6921(3) 0.7116(3) 0.29714(13) 0.0224(7) Uiso 1.000000 R
H8b H 0.7582(3) 0.5486(3) 0.31286(13) 0.0224(7) Uiso 1.000000 R
N4 N 0.8099(3) -0.0213(4) 0.28531(15) 0.0394(8) Uani 1.000000 .
C6 C 0.8959(3) 0.5380(3) 0.41693(13) 0.0184(6) Uani 1.000000 .
C12 C 0.6021(3) 0.7903(3) 0.39682(13) 0.0181(6) Uani 1.000000 .
H12a H 0.6395(3) 0.8796(3) 0.37592(13) 0.0218(7) Uiso 1.000000 R
H12b H 0.5163(3) 0.7703(3) 0.37711(13) 0.0218(7) Uiso 1.000000 R
C2 C 0.8978(3) 0.2764(3) 0.43786(13) 0.0205(6) Uani 1.000000 .
C5 C 1.0286(3) 0.5421(4) 0.41454(15) 0.0257(7) Uani 1.000000 .
H5 H 1.0718(3) 0.6357(4) 0.40642(15) 0.0308(8) Uiso 1.000000 R
C9 C 0.5600(3) 0.5350(4) 0.30276(14) 0.0213(6) Uani 1.000000 .
H9a H 0.5625(3) 0.5002(4) 0.26002(14) 0.0255(8) Uiso 1.000000 R
H9b H 0.4869(3) 0.6071(4) 0.30588(14) 0.0255(8) Uiso 1.000000 R
C4 C 1.0967(3) 0.4071(4) 0.42423(15) 0.0284(7) Uani 1.000000 .
H4 H 1.1879(3) 0.4068(4) 0.42329(15) 0.0341(9) Uiso 1.000000 R
C10 C 0.4037(3) 0.3616(4) 0.34319(15) 0.0284(8) Uani 1.000000 .
H10a H 0.3919(4) 0.2703(16) 0.3685(9) 0.0425(11) Uiso 1.000000 GR
H10b H 0.3560(4) 0.4483(11) 0.3596(10) 0.0425(11) Uiso 1.000000 GR
H10c H 0.3713(6) 0.340(3) 0.3015(2) 0.0425(11) Uiso 1.000000 GR
C7 C 0.8184(3) 0.6834(3) 0.41075(14) 0.0192(6) Uani 1.000000 .
H7a H 0.8609(3) 0.7546(3) 0.38285(14) 0.0231(8) Uiso 1.000000 R
H7b H 0.8160(3) 0.7341(3) 0.45094(14) 0.0231(8) Uiso 1.000000 R
C3 C 1.0313(3) 0.2730(4) 0.43526(14) 0.0253(7) Uani 1.000000 .
H3 H 1.0768(3) 0.1789(4) 0.44104(14) 0.0303(8) Uiso 1.000000 R
C11 C 0.6143(3) 0.2663(4) 0.32134(15) 0.0271(7) Uani 1.000000 .
H11a H 0.7060(4) 0.2916(9) 0.3211(10) 0.0407(11) Uiso 1.000000 GR
H11b H 0.6018(17) 0.1785(8) 0.3484(6) 0.0407(11) Uiso 1.000000 GR
H11c H 0.5827(15) 0.2396(16) 0.2800(4) 0.0407(11) Uiso 1.000000 GR
C1 C 0.8263(3) 0.1323(4) 0.45205(15) 0.0256(7) Uani 1.000000 .
H1a H 0.8008(19) 0.1355(12) 0.4943(3) 0.0384(11) Uiso 1.000000 GR
H1b H 0.7493(12) 0.1241(13) 0.4249(7) 0.0384(11) Uiso 1.000000 GR
H1c H 0.8819(8) 0.0429(4) 0.4463(10) 0.0384(11) Uiso 1.000000 GR
C16 C 0.8815(3) 0.0713(4) 0.27431(16) 0.0299(8) Uani 1.000000 .
C15 C 0.9738(3) 0.1920(5) 0.26145(19) 0.0433(10) Uani 1.000000 .
H15a H 0.9721(19) 0.212(2) 0.2176(2) 0.0650(15) Uiso 1.000000 GR
H15b H 0.9510(15) 0.2866(10) 0.2828(10) 0.0650(15) Uiso 1.000000 GR
H15c H 1.0603(5) 0.1592(14) 0.2754(11) 0.0650(15) Uiso 1.000000 GR


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 1.9445(19) . ?
Cu1 O1 2.0236(19) 3_666 ?
Cu1 N1 2.237(2) 3_666 ?
Cu1 N3 2.069(2) 3_666 ?
Cu1 N2 2.017(2) 3_666 ?
Cl02 O4 1.437(3) . ?
Cl02 O6 1.432(2) . ?
Cl02 O3 1.430(3) . ?
Cl02 O5 1.419(3) . ?
O2 C14 1.256(3) . ?
O1 C14 1.270(3) . ?
N1 C6 1.349(4) . ?
N1 C2 1.345(4) . ?
N3 C9 1.484(4) . ?
N3 C10 1.480(4) . ?
N3 C11 1.478(4) . ?
N2 C8 1.492(4) . ?
N2 C12 1.489(3) . ?
N2 C7 1.479(4) . ?
C14 C13 1.511(4) . ?
C13 H13a 0.9900 . ?
C13 H13b 0.9900 . ?
C13 C12 1.529(4) . ?
C8 H8a 0.9900 . ?
C8 H8b 0.9900 . ?
C8 C9 1.509(4) . ?
N4 C16 1.130(4) . ?
C6 C5 1.384(4) . ?
C6 C7 1.501(4) . ?
C12 H12a 0.9900 . ?
C12 H12b 0.9900 . ?
C2 C3 1.392(4) . ?
C2 C1 1.497(4) . ?
C5 H5 0.9500 . ?
C5 C4 1.382(5) . ?
C9 H9a 0.9900 . ?
C9 H9b 0.9900 . ?
C4 H4 0.9500 . ?
C4 C3 1.376(5) . ?
C10 H10a 0.9800 . ?
C10 H10b 0.9800 . ?
C10 H10c 0.9800 . ?
C7 H7a 0.9900 . ?
C7 H7b 0.9900 . ?
C3 H3 0.9500 . ?
C11 H11a 0.9800 . ?
C11 H11b 0.9800 . ?
C11 H11c 0.9800 . ?
C1 H1a 0.9800 . ?
C1 H1b 0.9800 . ?
C1 H1c 0.9800 . ?
C16 C15 1.458(5) . ?
C15 H15a 0.9800 . ?
C15 H15b 0.9800 . ?
C15 H15c 0.9800 . ?

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 Cu1 O2 91.15(8) 3_666 . ?
N1 Cu1 O2 101.34(8) 3_666 . ?
N1 Cu1 O1 99.98(8) 3_666 3_666 ?
N3 Cu1 O2 92.84(9) 3_666 . ?
N3 Cu1 O1 150.91(9) 3_666 3_666 ?
N3 Cu1 N1 107.43(9) 3_666 3_666 ?
N2 Cu1 O2 178.24(9) 3_666 . ?
N2 Cu1 O1 88.48(8) 3_666 3_666 ?
N2 Cu1 N1 80.41(9) 3_666 3_666 ?
N2 Cu1 N3 86.66(9) 3_666 3_666 ?
O6 Cl02 O4 109.01(17) . . ?
O3 Cl02 O4 110.72(17) . . ?
O3 Cl02 O6 108.74(16) . . ?
O5 Cl02 O4 109.64(18) . . ?
O5 Cl02 O6 108.82(18) . . ?
O5 Cl02 O3 109.9(2) . . ?
C14 O2 Cu1 117.12(18) . . ?
C14 O1 Cu1 115.08(17) . 3_666 ?
C6 N1 Cu1 108.58(18) . 3_666 ?
C2 N1 Cu1 132.72(19) . 3_666 ?
C2 N1 C6 118.7(2) . . ?
C9 N3 Cu1 106.28(18) . 3_666 ?
C10 N3 Cu1 113.68(19) . 3_666 ?
C10 N3 C9 109.3(2) . . ?
C11 N3 Cu1 108.02(18) . 3_666 ?
C11 N3 C9 110.3(2) . . ?
C11 N3 C10 109.2(2) . . ?
C8 N2 Cu1 105.12(17) . 3_666 ?
C12 N2 Cu1 112.86(17) . 3_666 ?
C12 N2 C8 109.6(2) . . ?
C7 N2 Cu1 108.34(17) . 3_666 ?
C7 N2 C8 110.2(2) . . ?
C7 N2 C12 110.6(2) . . ?
O1 C14 O2 123.0(3) . . ?
C13 C14 O2 118.0(2) . . ?
C13 C14 O1 118.9(2) . . ?
H13a C13 C14 108.66(15) . . ?
H13b C13 C14 108.66(15) . . ?
H13b C13 H13a 107.6 . . ?
C12 C13 C14 114.4(2) . . ?
C12 C13 H13a 108.66(15) . . ?
C12 C13 H13b 108.66(15) . . ?
H8a C8 N2 109.80(15) . . ?
H8b C8 N2 109.80(14) . . ?
H8b C8 H8a 108.2 . . ?
C9 C8 N2 109.4(2) . . ?
C9 C8 H8a 109.80(16) . . ?
C9 C8 H8b 109.80(16) . . ?
C5 C6 N1 122.5(3) . . ?
C7 C6 N1 116.9(2) . . ?
C7 C6 C5 120.5(3) . . ?
C13 C12 N2 115.7(2) . . ?
H12a C12 N2 108.36(14) . . ?
H12a C12 C13 108.36(15) . . ?
H12b C12 N2 108.36(14) . . ?
H12b C12 C13 108.36(15) . . ?
H12b C12 H12a 107.4 . . ?
C3 C2 N1 121.4(3) . . ?
C1 C2 N1 118.8(3) . . ?
C1 C2 C3 119.8(3) . . ?
H5 C5 C6 120.75(19) . . ?
C4 C5 C6 118.5(3) . . ?
C4 C5 H5 120.75(19) . . ?
C8 C9 N3 109.6(2) . . ?
H9a C9 N3 109.75(15) . . ?
H9a C9 C8 109.75(16) . . ?
H9b C9 N3 109.75(15) . . ?
H9b C9 C8 109.75(16) . . ?
H9b C9 H9a 108.2 . . ?
H4 C4 C5 120.28(19) . . ?
C3 C4 C5 119.4(3) . . ?
C3 C4 H4 120.28(18) . . ?
H10a C10 N3 109.5 . . ?
H10b C10 N3 109.5 . . ?
H10b C10 H10a 109.5 . . ?
H10c C10 N3 109.5 . . ?
H10c C10 H10a 109.5 . . ?
H10c C10 H10b 109.5 . . ?
C6 C7 N2 112.1(2) . . ?
H7a C7 N2 109.20(15) . . ?
H7a C7 C6 109.20(16) . . ?
H7b C7 N2 109.20(15) . . ?
H7b C7 C6 109.20(16) . . ?
H7b C7 H7a 107.9 . . ?
C4 C3 C2 119.4(3) . . ?
H3 C3 C2 120.28(19) . . ?
H3 C3 C4 120.28(18) . . ?
H11a C11 N3 109.5 . . ?
H11b C11 N3 109.5 . . ?
H11b C11 H11a 109.5 . . ?
H11c C11 N3 109.5 . . ?
H11c C11 H11a 109.5 . . ?
H11c C11 H11b 109.5 . . ?
H1a C1 C2 109.5 . . ?
H1b C1 C2 109.5 . . ?
H1b C1 H1a 109.5 . . ?
H1c C1 C2 109.5 . . ?
H1c C1 H1a 109.5 . . ?
H1c C1 H1b 109.5 . . ?
C15 C16 N4 178.8(4) . . ?
H15a C15 C16 109.5 . . ?
H15b C15 C16 109.5 . . ?
H15b C15 H15a 109.5 . . ?
H15c C15 C16 109.5 . . ?
H15c C15 H15a 109.5 . . ?
H15c C15 H15b 109.5 . . ?

_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_30marb
_database_code_depnum_ccdc_archive 'CCDC 1965762'
loop_
_audit_author_name
_audit_author_address
'Munirathnam Manda'
;IISER Kolkata
India
;
_audit_update_record             
;
2020-12-04 deposited with the CCDC.	2021-07-12 downloaded from the CCDC.
;
_audit_creation_date             2019-07-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.07.20 svn.r3457 for OlexSys, GUI svn.r5370)
;
_chemical_formula_moiety         'C15 H26 N3 Ni O3, Cl O4'
_chemical_formula_sum            'C15 H26 Cl N3 Ni O7'
_chemical_formula_weight         454.54
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
Ni 0.35663 1.12491 12.83760 7.29200 4.44380 2.38000 3.87850 0.25650 12.17630
66.34210 1.03410005569
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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      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_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2
5 -x,-y,-z
6 -x-1/2,y-1/2,z
7 x,-y-1/2,z-1/2
8 x-1/2,y,-z-1/2

_symmetry_Int_Tables_number      61
_cell_length_a                   9.8845(5)
_cell_length_b                   17.5819(9)
_cell_length_c                   21.6657(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3765.2(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9965
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      2.54
_exptl_absorpt_coefficient_mu    1.216
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6216
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            'clear greenish green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   greenish
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.6035
_exptl_crystal_description       block
_exptl_crystal_F_000             1908.9303
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_av_unetI/netI     0.0247
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            31007
_diffrn_reflns_theta_full        28.3102
_diffrn_reflns_theta_max         28.31
_diffrn_reflns_theta_min         2.32
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.9974
_diffrn_measured_fraction_theta_max 0.9974
_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
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              13
_reflns_limit_h_min              0
_reflns_limit_k_max              23
_reflns_limit_k_min              0
_reflns_limit_l_max              28
_reflns_limit_l_min              0
_reflns_number_gt                4096
_reflns_number_total             4673
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.5250
_refine_diff_density_min         -0.5244
_refine_diff_density_rms         0.0947
_refine_ls_d_res_high            0.7493
_refine_ls_d_res_low             8.7910
_refine_ls_goodness_of_fit_ref   0.9199
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    38
_refine_ls_number_parameters     251
_refine_ls_number_reflns         4673
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0372
_refine_ls_R_factor_gt           0.0296
_refine_ls_restrained_S_all      0.9196
_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)+(0.1P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1053
_refine_ls_wR_factor_ref         0.1133
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O3-H3
 0.87 with sigma of 0.01
 C15-H3
 1.923602 with sigma of 0.02
 Ni1-H3
 2.689594 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C9(H9a,H9b), C12(H12a,H12b), C13(H13a,H13b), C7(H7a,H7b), C8(H8a,H8b)
3.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C3(H3a), C5(H5)
3.c Idealised Me refined as rotating group:
 C1(H1a,H1b,H1c), C15(H15a,H15b,H15c), C10(H10a,H10b,H10c), C11(H11a,H11b,H11c)
;
_atom_sites_solution_primary     dual
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_refinement_flags_posn
Ni1 Ni 0.36355(2) 0.527833(12) 0.419580(9) 0.00755(10) Uani 1.000000 D
Cl1 Cl 0.80472(4) 0.31606(2) 0.35414(2) 0.01522(12) Uani 1.000000 .
O1 O 0.53458(11) 0.46436(6) 0.44162(5) 0.0090(2) Uani 1.000000 .
O2 O 0.71447(11) 0.50414(7) 0.49467(5) 0.0101(2) Uani 1.000000 .
O3 O 0.46286(12) 0.62203(7) 0.46310(5) 0.0114(2) Uani 1.000000 D
H3 H 0.489(2) 0.6058(8) 0.4998(5) 0.0171(4) Uiso 1.000000 DR
N1 N 0.23120(14) 0.60980(8) 0.38381(6) 0.0111(3) Uani 1.000000 .
O5 O 0.92002(15) 0.30053(9) 0.31585(7) 0.0294(4) Uani 1.000000 .
N2 N 0.46132(14) 0.54562(8) 0.33465(6) 0.0101(3) Uani 1.000000 .
O6 O 0.68513(14) 0.32341(9) 0.31605(7) 0.0267(3) Uani 1.000000 .
O7 O 0.82608(16) 0.38469(9) 0.38825(8) 0.0349(4) Uani 1.000000 .
N3 N 0.27809(15) 0.42999(9) 0.37679(7) 0.0135(3) Uani 1.000000 .
O4 O 0.78747(18) 0.25330(11) 0.39619(9) 0.0454(5) Uani 1.000000 .
C14 C 0.64465(15) 0.50274(10) 0.44682(8) 0.0086(3) Uani 1.000000 .
C6 C 0.28629(17) 0.64471(10) 0.33401(8) 0.0114(3) Uani 1.000000 .
C2 C 0.10484(18) 0.62970(10) 0.40163(8) 0.0126(3) Uani 1.000000 .
C9 C 0.36370(17) 0.41809(11) 0.32101(8) 0.0148(4) Uani 1.000000 .
H9a H 0.45016(17) 0.39380(11) 0.33300(8) 0.0177(4) Uiso 1.000000 R
H9b H 0.31659(17) 0.38395(11) 0.29172(8) 0.0177(4) Uiso 1.000000 R
C12 C 0.60979(18) 0.52983(10) 0.33290(8) 0.0124(3) Uani 1.000000 .
H12a H 0.62304(18) 0.47507(10) 0.32414(8) 0.0149(4) Uiso 1.000000 R
H12b H 0.64969(18) 0.55869(10) 0.29814(8) 0.0149(4) Uiso 1.000000 R
C4 C 0.08422(19) 0.71548(10) 0.31580(8) 0.0146(3) Uani 1.000000 .
H4 H 0.03288(19) 0.75041(10) 0.29192(8) 0.0176(4) Uiso 1.000000 R
C3 C 0.02927(17) 0.68240(10) 0.36795(8) 0.0142(3) Uani 1.000000 .
H3a H -0.05961(17) 0.69546(10) 0.38082(8) 0.0170(4) Uiso 1.000000 R
C5 C 0.21518(18) 0.69697(10) 0.29890(8) 0.0139(3) Uani 1.000000 .
H5 H 0.25569(18) 0.71979(10) 0.26371(8) 0.0167(4) Uiso 1.000000 R
C13 C 0.68738(16) 0.54964(10) 0.39142(8) 0.0114(3) Uani 1.000000 .
H13a H 0.67354(16) 0.60418(10) 0.40087(8) 0.0136(4) Uiso 1.000000 R
H13b H 0.78519(16) 0.54173(10) 0.38398(8) 0.0136(4) Uiso 1.000000 R
C7 C 0.43160(17) 0.62563(10) 0.31932(8) 0.0133(3) Uani 1.000000 .
H7a H 0.49233(17) 0.65941(10) 0.34317(8) 0.0160(4) Uiso 1.000000 R
H7b H 0.44878(17) 0.63442(10) 0.27487(8) 0.0160(4) Uiso 1.000000 R
C1 C 0.04915(18) 0.59589(12) 0.46011(8) 0.0180(4) Uani 1.000000 .
H1a H 0.0684(13) 0.54122(18) 0.4610(3) 0.0270(6) Uiso 1.000000 GR
H1b H 0.0917(11) 0.6204(6) 0.49578(8) 0.0270(6) Uiso 1.000000 GR
H1c H -0.0489(3) 0.6040(7) 0.4617(3) 0.0270(6) Uiso 1.000000 GR
C8 C 0.39151(18) 0.49385(11) 0.29039(8) 0.0137(3) Uani 1.000000 .
H8a H 0.30526(18) 0.51710(11) 0.27683(8) 0.0164(4) Uiso 1.000000 R
H8b H 0.44905(18) 0.48610(11) 0.25352(8) 0.0164(4) Uiso 1.000000 R
C15 C 0.4162(2) 0.69814(10) 0.47407(9) 0.0213(4) Uani 1.000000 D
H15a H 0.4136(15) 0.7261(3) 0.43498(14) 0.0320(6) Uiso 1.000000 GR
H15b H 0.3252(7) 0.69650(11) 0.4920(7) 0.0320(6) Uiso 1.000000 GR
H15c H 0.4778(9) 0.7237(3) 0.5028(6) 0.0320(6) Uiso 1.000000 GR
C10 C 0.2855(2) 0.36099(11) 0.41592(8) 0.0200(4) Uani 1.000000 .
H10a H 0.3801(3) 0.3508(5) 0.4267(6) 0.0300(6) Uiso 1.000000 GR
H10b H 0.2330(13) 0.3691(3) 0.4537(3) 0.0300(6) Uiso 1.000000 GR
H10c H 0.2484(14) 0.3175(2) 0.3932(3) 0.0300(6) Uiso 1.000000 GR
C11 C 0.13524(17) 0.43955(13) 0.35803(10) 0.0222(4) Uani 1.000000 .
H11a H 0.0784(3) 0.4444(9) 0.39488(10) 0.0334(6) Uiso 1.000000 GR
H11b H 0.1263(3) 0.4854(5) 0.3327(6) 0.0334(6) Uiso 1.000000 GR
H11c H 0.1063(5) 0.3951(4) 0.3341(6) 0.0334(6) Uiso 1.000000 GR


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O1 2.0811(12) . ?
Ni1 O2 2.0885(12) 5_666 ?
Ni1 O3 2.1438(12) . ?
Ni1 N1 2.0950(14) . ?
Ni1 N2 2.1017(14) . ?
Ni1 N3 2.1289(14) . ?
Cl1 O5 1.4359(14) . ?
Cl1 O6 1.4474(14) . ?
Cl1 O7 1.4306(15) . ?
Cl1 O4 1.4412(18) . ?
O1 C14 1.2852(19) . ?
O2 C14 1.246(2) . ?
O3 H3 0.883(8) . ?
O3 C15 1.435(2) . ?
N1 C6 1.356(2) . ?
N1 C2 1.353(2) . ?
N2 C12 1.494(2) . ?
N2 C7 1.475(2) . ?
N2 C8 1.491(2) . ?
N3 C9 1.490(2) . ?
N3 C10 1.482(2) . ?
N3 C11 1.479(2) . ?
C14 C13 1.516(2) . ?
C6 C5 1.384(2) . ?
C6 C7 1.509(2) . ?
C2 C3 1.396(2) . ?
C2 C1 1.504(2) . ?
C9 H9a 0.9900 . ?
C9 H9b 0.9900 . ?
C9 C8 1.513(3) . ?
C12 H12a 0.9900 . ?
C12 H12b 0.9900 . ?
C12 C13 1.522(2) . ?
C4 H4 0.9500 . ?
C4 C3 1.382(2) . ?
C4 C5 1.384(3) . ?
C3 H3a 0.9500 . ?
C5 H5 0.9500 . ?
C13 H13a 0.9900 . ?
C13 H13b 0.9900 . ?
C7 H7a 0.9900 . ?
C7 H7b 0.9900 . ?
C1 H1a 0.9800 . ?
C1 H1b 0.9800 . ?
C1 H1c 0.9800 . ?
C8 H8a 0.9900 . ?
C8 H8b 0.9900 . ?
C15 H15a 0.9800 . ?
C15 H15b 0.9800 . ?
C15 H15c 0.9800 . ?
C10 H10a 0.9800 . ?
C10 H10b 0.9800 . ?
C10 H10c 0.9800 . ?
C11 H11a 0.9800 . ?
C11 H11b 0.9800 . ?
C11 H11c 0.9800 . ?

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 Ni1 O1 87.22(5) 5_666 . ?
O3 Ni1 O1 86.64(4) . . ?
O3 Ni1 O2 89.19(5) . 5_666 ?
N1 Ni1 O1 163.94(5) . . ?
N1 Ni1 O2 106.48(5) . 5_666 ?
N1 Ni1 O3 85.25(5) . . ?
N2 Ni1 O1 84.67(5) . . ?
N2 Ni1 O2 171.32(5) . 5_666 ?
N2 Ni1 O3 93.41(5) . . ?
N2 Ni1 N1 82.01(6) . . ?
N3 Ni1 O1 89.37(5) . . ?
N3 Ni1 O2 91.34(5) . 5_666 ?
N3 Ni1 O3 175.94(5) . . ?
N3 Ni1 N1 98.45(6) . . ?
N3 Ni1 N2 85.49(6) . . ?
O6 Cl1 O5 109.62(9) . . ?
O7 Cl1 O5 109.98(9) . . ?
O7 Cl1 O6 109.86(9) . . ?
O4 Cl1 O5 108.28(11) . . ?
O4 Cl1 O6 109.40(10) . . ?
O4 Cl1 O7 109.67(12) . . ?
C14 O1 Ni1 115.23(10) . . ?
C14 O2 Ni1 122.04(10) . 5_666 ?
H3 O3 Ni1 106.2(10) . . ?
C15 O3 Ni1 130.23(11) . . ?
C15 O3 H3 104.2(10) . . ?
C6 N1 Ni1 110.80(11) . . ?
C2 N1 Ni1 130.44(12) . . ?
C2 N1 C6 118.73(15) . . ?
C12 N2 Ni1 116.51(10) . . ?
C7 N2 Ni1 104.33(10) . . ?
C7 N2 C12 111.54(13) . . ?
C8 N2 Ni1 105.04(10) . . ?
C8 N2 C12 108.94(13) . . ?
C8 N2 C7 110.19(13) . . ?
C9 N3 Ni1 103.96(10) . . ?
C10 N3 Ni1 113.12(11) . . ?
C10 N3 C9 108.71(14) . . ?
C11 N3 Ni1 114.00(12) . . ?
C11 N3 C9 109.59(14) . . ?
C11 N3 C10 107.31(15) . . ?
O2 C14 O1 123.53(15) . . ?
C13 C14 O1 116.86(14) . . ?
C13 C14 O2 119.59(15) . . ?
C5 C6 N1 122.27(16) . . ?
C7 C6 N1 116.72(14) . . ?
C7 C6 C5 120.99(15) . . ?
C3 C2 N1 121.08(16) . . ?
C1 C2 N1 118.42(15) . . ?
C1 C2 C3 120.46(16) . . ?
H9a C9 N3 109.75(9) . . ?
H9b C9 N3 109.75(9) . . ?
H9b C9 H9a 108.2 . . ?
C8 C9 N3 109.58(14) . . ?
C8 C9 H9a 109.75(9) . . ?
C8 C9 H9b 109.75(9) . . ?
H12a C12 N2 108.39(9) . . ?
H12b C12 N2 108.39(9) . . ?
H12b C12 H12a 107.5 . . ?
C13 C12 N2 115.54(14) . . ?
C13 C12 H12a 108.39(9) . . ?
C13 C12 H12b 108.39(9) . . ?
C3 C4 H4 120.50(10) . . ?
C5 C4 H4 120.50(10) . . ?
C5 C4 C3 119.00(16) . . ?
C4 C3 C2 119.77(16) . . ?
H3a C3 C2 120.12(10) . . ?
H3a C3 C4 120.12(10) . . ?
C4 C5 C6 119.05(16) . . ?
H5 C5 C6 120.48(10) . . ?
H5 C5 C4 120.48(10) . . ?
C12 C13 C14 113.24(14) . . ?
H13a C13 C14 108.93(9) . . ?
H13a C13 C12 108.93(9) . . ?
H13b C13 C14 108.93(9) . . ?
H13b C13 C12 108.93(9) . . ?
H13b C13 H13a 107.7 . . ?
C6 C7 N2 110.74(14) . . ?
H7a C7 N2 109.50(9) . . ?
H7a C7 C6 109.50(9) . . ?
H7b C7 N2 109.50(9) . . ?
H7b C7 C6 109.50(9) . . ?
H7b C7 H7a 108.1 . . ?
H1a C1 C2 109.5 . . ?
H1b C1 C2 109.5 . . ?
H1b C1 H1a 109.5 . . ?
H1c C1 C2 109.5 . . ?
H1c C1 H1a 109.5 . . ?
H1c C1 H1b 109.5 . . ?
C9 C8 N2 109.83(14) . . ?
H8a C8 N2 109.70(9) . . ?
H8a C8 C9 109.70(9) . . ?
H8b C8 N2 109.70(9) . . ?
H8b C8 C9 109.70(9) . . ?
H8b C8 H8a 108.2 . . ?
H15a C15 O3 109.5 . . ?
H15b C15 O3 109.5 . . ?
H15b C15 H15a 109.5 . . ?
H15c C15 O3 109.5 . . ?
H15c C15 H15a 109.5 . . ?
H15c C15 H15b 109.5 . . ?
H10a C10 N3 109.5 . . ?
H10b C10 N3 109.5 . . ?
H10b C10 H10a 109.5 . . ?
H10c C10 N3 109.5 . . ?
H10c C10 H10a 109.5 . . ?
H10c C10 H10b 109.5 . . ?
H11a C11 N3 109.5 . . ?
H11b C11 N3 109.5 . . ?
H11b C11 H11a 109.5 . . ?
H11c C11 N3 109.5 . . ?
H11c C11 H11a 109.5 . . ?
H11c C11 H11b 109.5 . . ?

_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
Ni1 H3 1 2.6896 0.0200 0.1539
O3 H3 1 0.8700 0.0100 -0.0133
C15 H3 1 1.9236 0.0200 0.0628

####################################################################### 
# 
# 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_15octa_0m
_database_code_depnum_ccdc_archive 'CCDC 1965760'
loop_
_audit_author_name
_audit_author_address
'Munirathnam Manda'
;IISER Kolkata
India
;
_audit_update_record             
;
2020-12-04 deposited with the CCDC.	2021-07-12 downloaded from the CCDC.
;
_audit_creation_date             2020-10-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.07.20 svn.r3457 for OlexSys, GUI svn.r5370)
;
_chemical_formula_moiety         'C15 H26 Mn N3 O3, Cl O4'
_chemical_formula_sum            'C15 H26 Cl Mn N3 O7'
_chemical_formula_weight         450.78
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'
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'
Mn 0.34779 0.73263 11.28190 7.35730 3.01930 2.24410 5.34090 0.34320 17.86740
83.75430 1.089599967
'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      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_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2
5 -x,-y,-z
6 -x-1/2,y-1/2,z
7 x,-y-1/2,z-1/2
8 x-1/2,y,-z-1/2

_symmetry_Int_Tables_number      61
_cell_length_a                   10.0781(3)
_cell_length_b                   17.6611(5)
_cell_length_c                   21.6437(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3852.37(19)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9836
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.29
_cell_measurement_theta_min      2.51
_exptl_absorpt_coefficient_mu    0.867
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6403
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.5543
_exptl_crystal_description       block
_exptl_crystal_F_000             1884.8820
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            56736
_diffrn_reflns_theta_full        25.0268
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         2.49
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.9985
_diffrn_measured_fraction_theta_max 0.9985
_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
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              11
_reflns_limit_h_min              0
_reflns_limit_k_max              20
_reflns_limit_k_min              0
_reflns_limit_l_max              25
_reflns_limit_l_min              0
_reflns_number_gt                3033
_reflns_number_total             3386
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.5852
_refine_diff_density_min         -0.4659
_refine_diff_density_rms         0.0688
_refine_ls_d_res_high            0.8400
_refine_ls_d_res_low             8.1762
_refine_ls_goodness_of_fit_ref   1.0675
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    38
_refine_ls_number_parameters     251
_refine_ls_number_reflns         3386
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0348
_refine_ls_R_factor_gt           0.0295
_refine_ls_restrained_S_all      1.0669
_refine_ls_shift/su_max          0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0273P)²+5.6380P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0691
_refine_ls_wR_factor_ref         0.0735
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O3-H3
 0.85 with sigma of 0.01
 C15-H3
 1.903196 with sigma of 0.02
 Mn1-H3
 2.688337 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C13(H13a,H13b), C9(H9a,H9b), C7(H7a,H7b), C12(H12a,H12b), C8(H8a,H8b)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3a), C5(H5), C4(H4)
3.c Idealised Me refined as rotating group:
 C1(H1a,H1b,H1c), C15(H15a,H15b,H15c), C10(H10a,H10b,H10c), C11(H11a,H11b,H11c)
;
_atom_sites_solution_primary     dual
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_refinement_flags_posn
Mn1 Mn 0.64896(3) 0.523453(16) 0.574499(13) 0.01017(10) Uani 1.000000 D
Cl1 Cl 0.79330(5) 0.67469(3) 0.35577(2) 0.01928(13) Uani 1.000000 .
O2 O 0.71570(13) 0.48425(8) 0.48592(6) 0.0128(3) Uani 1.000000 .
O3 O 0.55282(15) 0.62517(8) 0.53207(7) 0.0157(3) Uani 1.000000 D
H3 H 0.540(2) 0.6121(8) 0.4943(5) 0.0236(5) Uiso 1.000000 DR
O1 O 0.54047(13) 0.53350(7) 0.43794(6) 0.0112(3) Uani 1.000000 .
O7 O 0.68166(16) 0.67614(10) 0.31435(8) 0.0292(4) Uani 1.000000 .
N1 N 0.21905(17) 0.39051(10) 0.38022(7) 0.0132(4) Uani 1.000000 .
N2 N 0.44655(16) 0.45620(9) 0.32980(8) 0.0119(4) Uani 1.000000 .
O5 O 0.90332(17) 0.71267(10) 0.32802(9) 0.0343(4) Uani 1.000000 .
N3 N 0.27527(17) 0.58037(10) 0.37477(8) 0.0164(4) Uani 1.000000 .
O6 O 0.82855(18) 0.59785(11) 0.36759(12) 0.0516(6) Uani 1.000000 .
C3 C 0.0213(2) 0.31813(12) 0.36542(10) 0.0158(4) Uani 1.000000 .
H3a H -0.0651(2) 0.30438(12) 0.37893(10) 0.0190(5) Uiso 1.000000 R
C2 C 0.0959(2) 0.37009(12) 0.39877(10) 0.0152(4) Uani 1.000000 .
C5 C 0.2006(2) 0.30626(11) 0.29388(9) 0.0147(4) Uani 1.000000 .
H5 H 0.2386(2) 0.28468(11) 0.25778(9) 0.0177(5) Uiso 1.000000 R
C4 C 0.0739(2) 0.28661(11) 0.31241(10) 0.0164(4) Uani 1.000000 .
H4 H 0.0234(2) 0.25163(11) 0.28881(10) 0.0196(5) Uiso 1.000000 R
C6 C 0.2711(2) 0.35807(11) 0.32902(9) 0.0133(4) Uani 1.000000 .
C13 C 0.6710(2) 0.44351(11) 0.38242(9) 0.0131(4) Uani 1.000000 .
H13a H 0.7670(2) 0.44664(11) 0.37307(9) 0.0157(5) Uiso 1.000000 R
H13b H 0.6499(2) 0.38989(11) 0.39140(9) 0.0157(5) Uiso 1.000000 R
C14 C 0.64215(19) 0.49062(11) 0.43949(9) 0.0107(4) Uani 1.000000 .
C9 C 0.3592(2) 0.58686(12) 0.31868(10) 0.0160(4) Uani 1.000000 .
H9a H 0.3170(2) 0.62213(12) 0.28907(10) 0.0192(5) Uiso 1.000000 R
H9b H 0.4469(2) 0.60790(12) 0.33013(10) 0.0192(5) Uiso 1.000000 R
C7 C 0.4125(2) 0.37809(12) 0.31242(9) 0.0145(4) Uani 1.000000 .
H7a H 0.4250(2) 0.37177(12) 0.26734(9) 0.0174(5) Uiso 1.000000 R
H7b H 0.4736(2) 0.34272(12) 0.33365(9) 0.0174(5) Uiso 1.000000 R
C1 C 0.0452(2) 0.40490(14) 0.45744(11) 0.0229(5) Uani 1.000000 .
H1a H 0.0951(11) 0.3846(7) 0.49261(13) 0.0343(8) Uiso 1.000000 GR
H1b H 0.0566(15) 0.45997(16) 0.4556(3) 0.0343(8) Uiso 1.000000 GR
H1c H -0.0491(4) 0.3928(8) 0.4624(4) 0.0343(8) Uiso 1.000000 GR
C12 C 0.5932(2) 0.46833(12) 0.32575(9) 0.0136(4) Uani 1.000000 .
H12a H 0.6273(2) 0.44037(12) 0.28942(9) 0.0164(5) Uiso 1.000000 R
H12b H 0.6101(2) 0.52285(12) 0.31860(9) 0.0164(5) Uiso 1.000000 R
O4 O 0.7581(3) 0.71163(19) 0.41160(10) 0.0788(9) Uani 1.000000 .
C8 C 0.3779(2) 0.51026(12) 0.28819(9) 0.0155(4) Uani 1.000000 .
H8a H 0.4305(2) 0.51655(12) 0.24989(9) 0.0186(5) Uiso 1.000000 R
H8b H 0.2901(2) 0.48942(12) 0.27663(9) 0.0186(5) Uiso 1.000000 R
C15 C 0.5698(3) 0.70549(12) 0.53131(11) 0.0271(6) Uani 1.000000 D
H15a H 0.5016(11) 0.72843(15) 0.5050(6) 0.0407(8) Uiso 1.000000 GR
H15b H 0.5615(17) 0.72530(17) 0.57343(16) 0.0407(8) Uiso 1.000000 GR
H15c H 0.6579(7) 0.71784(13) 0.5150(7) 0.0407(8) Uiso 1.000000 GR
C10 C 0.2921(3) 0.64883(12) 0.41307(11) 0.0239(5) Uani 1.000000 .
H10a H 0.2430(13) 0.6428(4) 0.4518(3) 0.0359(8) Uiso 1.000000 GR
H10b H 0.3865(3) 0.6562(5) 0.4221(6) 0.0359(8) Uiso 1.000000 GR
H10c H 0.2580(15) 0.69296(18) 0.3907(3) 0.0359(8) Uiso 1.000000 GR
C11 C 0.1337(2) 0.57449(15) 0.35734(12) 0.0282(6) Uani 1.000000 .
H11a H 0.1197(4) 0.5283(5) 0.3331(7) 0.0423(9) Uiso 1.000000 GR
H11b H 0.0791(3) 0.5726(10) 0.39476(12) 0.0423(9) Uiso 1.000000 GR
H11c H 0.1085(5) 0.6186(5) 0.3326(7) 0.0423(9) Uiso 1.000000 GR


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
Mn1 O2 2.1465(14) . ?
Mn1 O3 2.2382(14) . ?
Mn1 O1 2.1747(14) 5_666 ?
Mn1 N1 2.2447(17) 5_666 ?
Mn1 N2 2.3122(17) 5_666 ?
Mn1 N3 2.2696(17) 5_666 ?
Cl1 O7 1.4389(17) . ?
Cl1 O5 1.4283(17) . ?
Cl1 O6 1.4259(19) . ?
Cl1 O4 1.418(2) . ?
O2 C14 1.254(2) . ?
O3 H3 0.860(9) . ?
O3 C15 1.429(3) . ?
O1 C14 1.275(2) . ?
N1 C2 1.354(3) . ?
N1 C6 1.353(3) . ?
N2 C7 1.470(3) . ?
N2 C12 1.496(2) . ?
N2 C8 1.484(3) . ?
N3 C9 1.484(3) . ?
N3 C10 1.476(3) . ?
N3 C11 1.480(3) . ?
C3 H3a 0.9500 . ?
C3 C2 1.388(3) . ?
C3 C4 1.381(3) . ?
C2 C1 1.500(3) . ?
C5 H5 0.9500 . ?
C5 C4 1.383(3) . ?
C5 C6 1.386(3) . ?
C4 H4 0.9500 . ?
C6 C7 1.512(3) . ?
C13 H13a 0.9900 . ?
C13 H13b 0.9900 . ?
C13 C14 1.518(3) . ?
C13 C12 1.520(3) . ?
C9 H9a 0.9900 . ?
C9 H9b 0.9900 . ?
C9 C8 1.517(3) . ?
C7 H7a 0.9900 . ?
C7 H7b 0.9900 . ?
C1 H1a 0.9800 . ?
C1 H1b 0.9800 . ?
C1 H1c 0.9800 . ?
C12 H12a 0.9900 . ?
C12 H12b 0.9900 . ?
C8 H8a 0.9900 . ?
C8 H8b 0.9900 . ?
C15 H15a 0.9800 . ?
C15 H15b 0.9800 . ?
C15 H15c 0.9800 . ?
C10 H10a 0.9800 . ?
C10 H10b 0.9800 . ?
C10 H10c 0.9800 . ?
C11 H11a 0.9800 . ?
C11 H11b 0.9800 . ?
C11 H11c 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Mn1 O2 91.61(5) . . ?
O1 Mn1 O2 90.88(5) 5_666 . ?
O1 Mn1 O3 86.59(5) 5_666 . ?
N1 Mn1 O2 115.00(6) 5_666 . ?
N1 Mn1 O3 83.82(6) 5_666 . ?
N1 Mn1 O1 152.55(6) 5_666 5_666 ?
N2 Mn1 O2 168.73(6) 5_666 . ?
N2 Mn1 O3 93.59(6) 5_666 . ?
N2 Mn1 O1 79.47(5) 5_666 5_666 ?
N2 Mn1 N1 75.54(6) 5_666 5_666 ?
N3 Mn1 O2 93.79(6) 5_666 . ?
N3 Mn1 O3 173.04(6) 5_666 . ?
N3 Mn1 O1 88.94(6) 5_666 5_666 ?
N3 Mn1 N1 97.83(6) 5_666 5_666 ?
N3 Mn1 N2 80.34(6) 5_666 5_666 ?
O5 Cl1 O7 109.67(10) . . ?
O6 Cl1 O7 108.88(12) . . ?
O6 Cl1 O5 109.21(11) . . ?
O4 Cl1 O7 109.10(13) . . ?
O4 Cl1 O5 109.65(16) . . ?
O4 Cl1 O6 110.31(17) . . ?
C14 O2 Mn1 120.11(12) . . ?
H3 O3 Mn1 104.0(10) . . ?
C15 O3 Mn1 138.58(14) . . ?
C15 O3 H3 105.9(11) . . ?
C14 O1 Mn1 115.73(11) . 5_666 ?
C2 N1 Mn1 126.46(14) . 5_666 ?
C6 N1 Mn1 114.48(13) . 5_666 ?
C6 N1 C2 119.05(18) . . ?
C7 N2 Mn1 106.14(12) . 5_666 ?
C12 N2 Mn1 116.20(12) . 5_666 ?
C12 N2 C7 110.47(16) . . ?
C8 N2 Mn1 104.45(12) . 5_666 ?
C8 N2 C7 109.85(16) . . ?
C8 N2 C12 109.46(15) . . ?
C9 N3 Mn1 105.45(12) . 5_666 ?
C10 N3 Mn1 110.58(13) . 5_666 ?
C10 N3 C9 109.31(17) . . ?
C11 N3 Mn1 113.02(14) . 5_666 ?
C11 N3 C9 110.28(17) . . ?
C11 N3 C10 108.16(18) . . ?
C2 C3 H3a 120.31(12) . . ?
C4 C3 H3a 120.31(12) . . ?
C4 C3 C2 119.37(19) . . ?
C3 C2 N1 121.21(19) . . ?
C1 C2 N1 116.98(18) . . ?
C1 C2 C3 121.79(19) . . ?
C4 C5 H5 120.66(12) . . ?
C6 C5 H5 120.66(12) . . ?
C6 C5 C4 118.68(19) . . ?
C5 C4 C3 119.63(19) . . ?
H4 C4 C3 120.19(12) . . ?
H4 C4 C5 120.19(12) . . ?
C5 C6 N1 122.03(19) . . ?
C7 C6 N1 117.45(17) . . ?
C7 C6 C5 120.48(18) . . ?
H13b C13 H13a 107.7 . . ?
C14 C13 H13a 108.85(10) . . ?
C14 C13 H13b 108.85(11) . . ?
C12 C13 H13a 108.85(11) . . ?
C12 C13 H13b 108.85(11) . . ?
C12 C13 C14 113.56(17) . . ?
O1 C14 O2 123.35(18) . . ?
C13 C14 O2 119.33(17) . . ?
C13 C14 O1 117.29(17) . . ?
H9a C9 N3 109.45(10) . . ?
H9b C9 N3 109.45(11) . . ?
H9b C9 H9a 108.0 . . ?
C8 C9 N3 110.96(17) . . ?
C8 C9 H9a 109.45(11) . . ?
C8 C9 H9b 109.45(11) . . ?
C6 C7 N2 112.24(16) . . ?
H7a C7 N2 109.16(10) . . ?
H7a C7 C6 109.16(11) . . ?
H7b C7 N2 109.16(11) . . ?
H7b C7 C6 109.16(11) . . ?
H7b C7 H7a 107.9 . . ?
H1a C1 C2 109.5 . . ?
H1b C1 C2 109.5 . . ?
H1b C1 H1a 109.5 . . ?
H1c C1 C2 109.5 . . ?
H1c C1 H1a 109.5 . . ?
H1c C1 H1b 109.5 . . ?
C13 C12 N2 114.90(16) . . ?
H12a C12 N2 108.54(10) . . ?
H12a C12 C13 108.54(11) . . ?
H12b C12 N2 108.54(10) . . ?
H12b C12 C13 108.54(11) . . ?
H12b C12 H12a 107.5 . . ?
C9 C8 N2 111.57(16) . . ?
H8a C8 N2 109.31(10) . . ?
H8a C8 C9 109.31(11) . . ?
H8b C8 N2 109.31(10) . . ?
H8b C8 C9 109.31(11) . . ?
H8b C8 H8a 108.0 . . ?
H15a C15 O3 109.5 . . ?
H15b C15 O3 109.5 . . ?
H15b C15 H15a 109.5 . . ?
H15c C15 O3 109.5 . . ?
H15c C15 H15a 109.5 . . ?
H15c C15 H15b 109.5 . . ?
H10a C10 N3 109.5 . . ?
H10b C10 N3 109.5 . . ?
H10b C10 H10a 109.5 . . ?
H10c C10 N3 109.5 . . ?
H10c C10 H10a 109.5 . . ?
H10c C10 H10b 109.5 . . ?
H11a C11 N3 109.5 . . ?
H11b C11 N3 109.5 . . ?
H11b C11 H11a 109.5 . . ?
H11c C11 N3 109.5 . . ?
H11c C11 H11a 109.5 . . ?
H11c C11 H11b 109.5 . . ?

_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
Mn1 H3 1 2.6883 0.0200 0.1034
O3 H3 1 0.8500 0.0100 -0.0102
C15 H3 1 1.9032 0.0200 0.0446

