# Supplementary Information (SI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2024

####################################################################### 
# 
# 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_NKS-SSDP-221-Cu_auto
_database_code_depnum_ccdc_archive 'CCDC 2326996'
loop_
_audit_author_name
_audit_author_address
'Nagendra Sharma'
;School of Chemical Sciences NISER Bhubaneswar Jatni Khurda Odisha (India) and HBNI Mumbai (India) 
India
;
_audit_update_record             
;
2024-01-20 deposited with the CCDC.	2024-10-14 downloaded from the CCDC.
;
_audit_creation_date             2022-12-02
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_chemical_formula_moiety         'C15 H13 Cu N3 O3'
_chemical_formula_sum            'C15 H13 Cu N3 O3'
_chemical_formula_weight         346.83
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

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

_symmetry_Int_Tables_number      14
_cell_length_a                   11.3112(9)
_cell_length_b                   6.6485(5)
_cell_length_c                   18.4942(14)
_cell_angle_alpha                90
_cell_angle_beta                 104.164(8)
_cell_angle_gamma                90
_cell_volume                     1348.53(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6089
_cell_measurement_temperature    297.3(9)
_cell_measurement_theta_max      30.5290
_cell_measurement_theta_min      3.6820
_exptl_absorpt_coefficient_mu    1.636
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64509
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.52a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear orangish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.7082
_exptl_crystal_description       needle
_exptl_crystal_F_000             709.6318
_exptl_crystal_preparation       'As per the reaction scheme'
_exptl_crystal_recrystallization_method 'Slow evaporation'
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_diffrn_reflns_av_R_equivalents  0.0586
_diffrn_reflns_av_unetI/netI     0.0488
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            12828
_diffrn_reflns_theta_full        26.3650
_diffrn_reflns_theta_max         26.36
_diffrn_reflns_theta_min         3.58
_diffrn_ambient_temperature      297.15
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.9967
_diffrn_measured_fraction_theta_max 0.9967
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -1.00  49.00   0.50   36.68    --    3.51-116.00  27.00  100
  2  ω    -60.00   3.00   0.50   36.68    --    3.51 -37.00  60.00  126
  3  ω      7.00  39.00   0.50   36.68    --    3.51  37.00-150.00   64
  4  ω    -42.00   7.00   0.50   36.68    --    3.51 -77.00-120.00   98
  5  ω    -15.00  17.00   0.50   36.68    --   -4.14  77.00  60.00   64
  6  ω    -15.00  17.00   0.50   36.68    --   -4.14 -99.00 -30.00   64
  7  ω    -27.00   9.00   0.50   36.68    --   -4.14  77.00 150.00   72
  8  ω      5.00  31.00   0.50   36.68    --   -4.14 -99.00-150.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              13
_reflns_limit_h_min              -14
_reflns_limit_k_max              8
_reflns_limit_k_min              0
_reflns_limit_l_max              22
_reflns_limit_l_min              0
_reflns_number_gt                2378
_reflns_number_total             2748
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_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    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.3668
_refine_diff_density_min         -0.3477
_refine_diff_density_rms         0.0801
_refine_ls_d_res_high            0.8002
_refine_ls_d_res_low             5.6854
_refine_ls_goodness_of_fit_ref   1.0286
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    24
_refine_ls_number_parameters     200
_refine_ls_number_reflns         2748
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0381
_refine_ls_R_factor_gt           0.0319
_refine_ls_restrained_S_all      1.0286
_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)+(0.0301P)²+0.8084P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0783
_refine_ls_wR_factor_ref         0.0814
_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 O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C10(H10a,H10b), C8(H8a,H8b)
2.b Aromatic/amide H refined with riding coordinates:
 C15(H15), C5(H5), C2(H2), C12(H12), C14(H14), C3(H3), C4(H4), C13(H13)
2.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_primary     direct
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 0.71528(2) 0.40739(4) 0.589905(14) 0.02752(11) Uani 1.000000 .
O3 O 0.45044(15) 0.7044(3) 0.65349(9) 0.0382(4) Uani 1.000000 .
O2 O 0.83407(15) 0.2178(3) 0.58515(9) 0.0373(4) Uani 1.000000 .
O1 O 0.67759(18) 0.0611(3) 0.76780(11) 0.0493(5) Uani 1.000000 .
H1 H 0.637(3) 0.147(2) 0.7825(12) 0.0740(8) Uiso 1.000000 GR
N3 N 0.73902(17) 0.5809(3) 0.50644(10) 0.0287(4) Uani 1.000000 .
N2 N 0.59063(17) 0.5989(3) 0.59108(10) 0.0295(4) Uani 1.000000 .
N1 N 0.66160(16) 0.2849(3) 0.67115(10) 0.0299(4) Uani 1.000000 .
C11 C 0.66867(19) 0.7455(4) 0.49369(11) 0.0273(5) Uani 1.000000 .
C9 C 0.53157(19) 0.5834(3) 0.64317(12) 0.0284(5) Uani 1.000000 .
C1 C 0.8548(2) 0.0531(4) 0.62571(12) 0.0278(5) Uani 1.000000 .
C6 C 0.79788(19) -0.0001(4) 0.68386(11) 0.0268(5) Uani 1.000000 .
C10 C 0.57475(19) 0.7649(4) 0.53936(12) 0.0287(5) Uani 1.000000 .
H10a H 0.49322(19) 0.7623(4) 0.50685(12) 0.0344(6) Uiso 1.000000 R
H10b H 0.58560(19) 0.8914(4) 0.56632(12) 0.0344(6) Uiso 1.000000 R
C7 C 0.7068(2) 0.1260(4) 0.70769(12) 0.0290(5) Uani 1.000000 .
C15 C 0.8274(2) 0.5561(4) 0.46977(13) 0.0349(5) Uani 1.000000 .
H15 H 0.8756(2) 0.4411(4) 0.47854(13) 0.0419(6) Uiso 1.000000 R
C8 C 0.5682(2) 0.4043(4) 0.69457(13) 0.0325(5) Uani 1.000000 .
H8a H 0.4972(2) 0.3212(4) 0.69337(13) 0.0390(6) Uiso 1.000000 R
H8b H 0.5998(2) 0.4508(4) 0.74534(13) 0.0390(6) Uiso 1.000000 R
C5 C 0.8300(2) -0.1845(4) 0.72116(13) 0.0336(5) Uani 1.000000 .
H5 H 0.7912(2) -0.2217(4) 0.75802(13) 0.0403(6) Uiso 1.000000 R
C2 C 0.9432(2) -0.0812(4) 0.61118(13) 0.0342(5) Uani 1.000000 .
H2 H 0.9819(2) -0.0491(4) 0.57375(13) 0.0410(6) Uiso 1.000000 R
C12 C 0.6833(2) 0.8888(4) 0.44249(13) 0.0358(6) Uani 1.000000 .
H12 H 0.6323(2) 1.0004(4) 0.43298(13) 0.0430(7) Uiso 1.000000 R
C14 C 0.8482(2) 0.6970(4) 0.41965(13) 0.0392(6) Uani 1.000000 .
H14 H 0.9108(2) 0.6794(4) 0.39572(13) 0.0470(7) Uiso 1.000000 R
C3 C 0.9738(2) -0.2555(4) 0.64985(14) 0.0392(6) Uani 1.000000 .
H3 H 1.0337(2) -0.3381(4) 0.63916(14) 0.0471(7) Uiso 1.000000 R
C4 C 0.9160(2) -0.3115(4) 0.70546(14) 0.0388(6) Uani 1.000000 .
H4 H 0.9354(2) -0.4320(4) 0.73120(14) 0.0466(7) Uiso 1.000000 R
C13 C 0.7745(2) 0.8640(4) 0.40569(13) 0.0397(6) Uani 1.000000 .
H13 H 0.7863(2) 0.9600(4) 0.37153(13) 0.0476(7) Uiso 1.000000 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
Cu1 O2 1.8601(16) . ?
Cu1 N3 1.9969(18) . ?
Cu1 N2 1.9039(18) . ?
Cu1 N1 1.9329(17) . ?
O3 C9 1.269(3) . ?
O2 C1 1.315(3) . ?
O1 C7 1.308(3) . ?
N3 C11 1.340(3) . ?
N3 C15 1.349(3) . ?
N2 C9 1.304(3) . ?
N2 C10 1.443(3) . ?
N1 C7 1.291(3) . ?
N1 C8 1.469(3) . ?
C11 C10 1.516(3) . ?
C11 C12 1.381(3) . ?
C9 C8 1.517(3) . ?
C1 C6 1.426(3) . ?
C1 C2 1.415(3) . ?
C6 C7 1.476(3) . ?
C6 C5 1.411(3) . ?
C15 C14 1.377(3) . ?
C5 C4 1.372(3) . ?
C2 C3 1.362(3) . ?
C12 C13 1.378(3) . ?
C14 C13 1.374(4) . ?
C3 C4 1.397(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 Cu1 O2 96.86(7) . . ?
N2 Cu1 O2 177.88(8) . . ?
N2 Cu1 N3 82.10(7) . . ?
N1 Cu1 O2 96.85(7) . . ?
N1 Cu1 N3 166.28(8) . . ?
N1 Cu1 N2 84.18(8) . . ?
C1 O2 Cu1 124.53(13) . . ?
C11 N3 Cu1 114.93(14) . . ?
C15 N3 Cu1 125.08(16) . . ?
C15 N3 C11 119.52(19) . . ?
C9 N2 Cu1 118.06(16) . . ?
C10 N2 Cu1 118.45(13) . . ?
C10 N2 C9 123.17(19) . . ?
C7 N1 Cu1 126.32(15) . . ?
C8 N1 Cu1 112.76(14) . . ?
C8 N1 C7 120.64(18) . . ?
C10 C11 N3 116.01(19) . . ?
C12 C11 N3 121.23(19) . . ?
C12 C11 C10 122.7(2) . . ?
N2 C9 O3 125.5(2) . . ?
C8 C9 O3 119.98(19) . . ?
C8 C9 N2 114.48(19) . . ?
C6 C1 O2 125.9(2) . . ?
C2 C1 O2 116.90(19) . . ?
C2 C1 C6 117.2(2) . . ?
C7 C6 C1 124.1(2) . . ?
C5 C6 C1 118.3(2) . . ?
C5 C6 C7 117.56(19) . . ?
C11 C10 N2 108.29(18) . . ?
N1 C7 O1 124.4(2) . . ?
C6 C7 O1 114.0(2) . . ?
C6 C7 N1 121.63(19) . . ?
C14 C15 N3 121.6(2) . . ?
C9 C8 N1 110.19(17) . . ?
C4 C5 C6 122.9(2) . . ?
C3 C2 C1 122.6(2) . . ?
C13 C12 C11 119.1(2) . . ?
C13 C14 C15 118.7(2) . . ?
C4 C3 C2 120.6(2) . . ?
C3 C4 C5 118.4(2) . . ?
C14 C13 C12 119.8(2) . . ?


_olex2_exptl_crystal_mounting_method 'mMethod on the loop'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
####################################################################### 
# 
# 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_nks-ssdp-3c-copper
_database_code_depnum_ccdc_archive 'CCDC 2326998'
loop_
_audit_author_name
_audit_author_address
'Nagendra Sharma'
;School of Chemical Sciences NISER Bhubaneswar Jatni Khurda Odisha (India) and HBNI Mumbai (India) 
India
;
_audit_update_record             
;
2024-01-20 deposited with the CCDC.	2024-10-14 downloaded from the CCDC.
;
_audit_creation_date             2023-12-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H19 Cu N3 O3'
_chemical_formula_sum            'C18 H19 Cu N3 O3'
_chemical_formula_weight         388.90
_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 0.0181 0.0091 '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 -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.30190(10)
_cell_length_b                   13.8300(2)
_cell_length_c                   16.2105(2)
_cell_angle_alpha                90
_cell_angle_beta                 94.2560(10)
_cell_angle_gamma                90
_cell_volume                     1632.51(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10021
_cell_measurement_temperature    296.10(10)
_cell_measurement_theta_max      77.7380
_cell_measurement_theta_min      4.2110
_shelx_estimated_absorpt_T_max   0.818
_shelx_estimated_absorpt_T_min   0.680
_exptl_absorpt_coefficient_mu    2.090
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56993
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark green'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.582
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             804
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0405
_diffrn_reflns_av_unetI/netI     0.0312
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            13422
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.215
_diffrn_reflns_theta_min         4.207
_diffrn_ambient_temperature      296.10(10)
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -70.00  24.00   0.50    0.18    --  -38.50  91.00-109.00  188
  2  ω     -3.00  81.00   0.50    0.18    --   49.56 -91.00 136.00  168
  3  ω    104.00 177.00   0.50    0.58    --  107.46  91.00-109.00  146
  4  ω     38.00 106.00   0.50    0.58    --  107.46 -91.00 136.00  136
  5  ω    -50.00  24.00   0.50    0.18    --  -38.50  57.00-120.00  148
  6  ω   -101.00 -27.00   0.50    0.18    --  -38.50 -57.00 -30.00  148
  7  ω     38.00 113.00   0.50    0.18    --   49.56  57.00 -30.00  150
  8  ω    -17.00  53.00   0.50    0.18    --   49.56 -37.00-150.00  140
  9  ω     39.00 111.00   0.50    0.58    --  107.46 -30.00 -30.00  144
 10  ω     43.00 112.00   0.50    0.58    --  107.46 -45.00-180.00  138
 11  ω    103.00 172.00   0.50    0.58    --  107.46  77.00 -30.00  138
 12  ω     45.00 121.00   0.50    0.58    --  107.46 -61.00  60.00  152
 13  ω     39.00 107.00   0.50    0.58    --  107.46 -94.00 -90.00  136
 14  ω     43.00 131.00   0.50    0.58    --  107.46 -77.00 -90.00  176
 15  ω     95.00 170.00   0.50    0.58    --  107.46  61.00   0.00  150
 16  ω     43.00 112.00   0.50    0.58    --  107.46 -45.00  60.00  138
 17  ω     63.00  95.00   0.50    0.58    --  107.46 -94.00  30.00   64
 18  ω    117.00 162.00   0.50    0.58    --  107.46  45.00 150.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3046
_reflns_number_total             3368
_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       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.491
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         3368
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0368
_refine_ls_R_factor_gt           0.0341
_refine_ls_restrained_S_all      1.081
_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)+(0.0595P)²+0.3045P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0981
_refine_ls_wR_factor_ref         0.1006
_refine_special_details          ?
_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.a Ternary CH refined with riding coordinates:
 C00D(H00D), C00L(H00L)
2.b Secondary CH2 refined with riding coordinates:
 C009(H00A,H00B)
2.c Aromatic/amide H refined with riding coordinates:
 C00C(H00C), C00E(H00E), C00H(H00H), C00I(H00I), C00J(H00J), C00K(H00K),
 C00M(H00M), C00N(H00N)
2.d Idealised Me refined as rotating group:
 C00O(H00F,H00G,H00O), C00P(H00P,H00Q,H00R)
2.e Idealised tetrahedral OH refined as rotating group:
 O002(H002)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu01 Cu 0.69565(4) 0.50710(2) 0.44044(2) 0.03407(11) Uani 1 1 d . . . . .
O002 O 0.5810(2) 0.73430(9) 0.28549(8) 0.0431(3) Uani 1 1 d . . . . .
H002 H 0.607175 0.790437 0.297611 0.065 Uiso 1 1 calc R U . . .
O003 O 0.6319(2) 0.59246(10) 0.52405(8) 0.0454(3) Uani 1 1 d . . . . .
N004 N 0.6161(2) 0.58948(10) 0.34767(9) 0.0328(3) Uani 1 1 d . . . . .
O005 O 0.8224(2) 0.41250(11) 0.21835(9) 0.0526(4) Uani 1 1 d . . . . .
N006 N 0.8296(2) 0.41124(11) 0.51560(9) 0.0354(3) Uani 1 1 d . . . . .
N007 N 0.7834(2) 0.42589(11) 0.35713(10) 0.0388(3) Uani 1 1 d . . . . .
C008 C 0.5836(2) 0.68133(12) 0.35396(11) 0.0327(3) Uani 1 1 d . . . . .
C009 C 0.8920(3) 0.34184(14) 0.38309(12) 0.0411(4) Uani 1 1 d . . . . .
H00A H 1.013730 0.346726 0.363234 0.049 Uiso 1 1 calc R U . . .
H00B H 0.834185 0.283555 0.360326 0.049 Uiso 1 1 calc R U . . .
C00A C 0.5477(2) 0.72785(12) 0.43293(11) 0.0332(3) Uani 1 1 d . . . . .
C00B C 0.7627(3) 0.45389(13) 0.28036(11) 0.0369(4) Uani 1 1 d . . . . .
C00C C 0.9218(3) 0.33929(17) 0.64517(13) 0.0474(5) Uani 1 1 d . . . . .
H00C H 0.925364 0.341145 0.702612 0.057 Uiso 1 1 calc R U . . .
C00D C 0.6551(2) 0.54909(12) 0.26657(10) 0.0350(4) Uani 1 1 d . . . . .
H00D H 0.733836 0.595025 0.239734 0.042 Uiso 1 1 calc R U . . .
C00E C 0.8388(3) 0.41247(15) 0.59805(12) 0.0422(4) Uani 1 1 d . . . . .
H00E H 0.787661 0.464340 0.624697 0.051 Uiso 1 1 calc R U . . .
C00F C 0.5799(2) 0.68250(13) 0.51151(11) 0.0353(4) Uani 1 1 d . . . . .
C00G C 0.9053(2) 0.33754(13) 0.47579(11) 0.0355(4) Uani 1 1 d . . . . .
C00H C 0.9918(3) 0.26225(14) 0.52006(14) 0.0421(4) Uani 1 1 d . . . . .
H00H H 1.044150 0.211553 0.492344 0.051 Uiso 1 1 calc R U . . .
C00I C 0.9995(3) 0.26311(15) 0.60481(14) 0.0467(5) Uani 1 1 d . . . . .
H00I H 1.056605 0.212881 0.634960 0.056 Uiso 1 1 calc R U . . .
C00J C 0.4770(3) 0.82292(13) 0.43039(13) 0.0403(4) Uani 1 1 d . . . . .
H00J H 0.451015 0.852146 0.379189 0.048 Uiso 1 1 calc R U . . .
C00K C 0.5546(3) 0.73872(15) 0.58249(13) 0.0455(4) Uani 1 1 d . . . . .
H00K H 0.583147 0.711821 0.634440 0.055 Uiso 1 1 calc R U . . .
C00L C 0.4763(3) 0.53632(16) 0.21016(13) 0.0463(4) Uani 1 1 d . . . . .
H00L H 0.401947 0.594475 0.216545 0.056 Uiso 1 1 calc R U . . .
C00M C 0.4453(3) 0.87378(15) 0.50043(14) 0.0489(5) Uani 1 1 d . . . . .
H00M H 0.395017 0.935533 0.496501 0.059 Uiso 1 1 calc R U . . .
C00N C 0.4889(3) 0.83225(15) 0.57730(14) 0.0499(5) Uani 1 1 d . . . . .
H00N H 0.473935 0.867395 0.625246 0.060 Uiso 1 1 calc R U . . .
C00O C 0.5128(4) 0.5292(2) 0.11914(14) 0.0621(6) Uani 1 1 d . . . . .
H00F H 0.585218 0.583569 0.104221 0.093 Uiso 1 1 calc R U . . .
H00G H 0.398165 0.529215 0.086060 0.093 Uiso 1 1 calc R U . . .
H00O H 0.578052 0.470479 0.109728 0.093 Uiso 1 1 calc R U . . .
C00P C 0.3633(3) 0.45031(19) 0.23708(16) 0.0587(6) Uani 1 1 d . . . . .
H00P H 0.416403 0.391341 0.218667 0.088 Uiso 1 1 calc R U . . .
H00Q H 0.239507 0.455946 0.213171 0.088 Uiso 1 1 calc R U . . .
H00R H 0.363154 0.449658 0.296289 0.088 Uiso 1 1 calc R U . . .


_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
Cu01 O003 1.8816(13) . ?
Cu01 N004 1.9410(15) . ?
Cu01 N006 2.0056(15) . ?
Cu01 N007 1.9038(15) . ?
O002 H002 0.8200 . ?
O002 C008 1.329(2) . ?
O003 C00F 1.313(2) . ?
N004 C008 1.298(2) . ?
N004 C00D 1.475(2) . ?
O005 C00B 1.262(2) . ?
N006 C00E 1.333(2) . ?
N006 C00G 1.347(2) . ?
N007 C009 1.452(2) . ?
N007 C00B 1.301(2) . ?
C008 C00A 1.473(2) . ?
C009 H00A 0.9700 . ?
C009 H00B 0.9700 . ?
C009 C00G 1.500(3) . ?
C00A C00F 1.424(3) . ?
C00A C00J 1.412(2) . ?
C00B C00D 1.541(2) . ?
C00C H00C 0.9300 . ?
C00C C00E 1.381(3) . ?
C00C C00I 1.384(3) . ?
C00D H00D 0.9800 . ?
C00D C00L 1.548(3) . ?
C00E H00E 0.9300 . ?
C00F C00K 1.412(3) . ?
C00G C00H 1.390(3) . ?
C00H H00H 0.9300 . ?
C00H C00I 1.371(3) . ?
C00I H00I 0.9300 . ?
C00J H00J 0.9300 . ?
C00J C00M 1.370(3) . ?
C00K H00K 0.9300 . ?
C00K C00N 1.380(3) . ?
C00L H00L 0.9800 . ?
C00L C00O 1.522(3) . ?
C00L C00P 1.529(3) . ?
C00M H00M 0.9300 . ?
C00M C00N 1.387(3) . ?
C00N H00N 0.9300 . ?
C00O H00F 0.9600 . ?
C00O H00G 0.9600 . ?
C00O H00O 0.9600 . ?
C00P H00P 0.9600 . ?
C00P H00Q 0.9600 . ?
C00P H00R 0.9600 . ?

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
O003 Cu01 N004 96.55(6) . . ?
O003 Cu01 N006 96.47(6) . . ?
O003 Cu01 N007 174.45(7) . . ?
N004 Cu01 N006 164.40(6) . . ?
N007 Cu01 N004 83.91(6) . . ?
N007 Cu01 N006 82.31(6) . . ?
C008 O002 H002 109.5 . . ?
C00F O003 Cu01 124.57(11) . . ?
C008 N004 Cu01 124.04(12) . . ?
C008 N004 C00D 119.28(14) . . ?
C00D N004 Cu01 113.68(11) . . ?
C00E N006 Cu01 125.91(13) . . ?
C00E N006 C00G 119.87(16) . . ?
C00G N006 Cu01 114.10(12) . . ?
C009 N007 Cu01 118.17(12) . . ?
C00B N007 Cu01 118.78(12) . . ?
C00B N007 C009 122.52(15) . . ?
O002 C008 C00A 119.50(15) . . ?
N004 C008 O002 117.74(15) . . ?
N004 C008 C00A 122.75(15) . . ?
N007 C009 H00A 110.0 . . ?
N007 C009 H00B 110.0 . . ?
N007 C009 C00G 108.40(14) . . ?
H00A C009 H00B 108.4 . . ?
C00G C009 H00A 110.0 . . ?
C00G C009 H00B 110.0 . . ?
C00F C00A C008 123.84(15) . . ?
C00J C00A C008 118.00(16) . . ?
C00J C00A C00F 118.16(16) . . ?
O005 C00B N007 127.17(17) . . ?
O005 C00B C00D 118.33(16) . . ?
N007 C00B C00D 114.50(14) . . ?
C00E C00C H00C 120.8 . . ?
C00E C00C C00I 118.36(19) . . ?
C00I C00C H00C 120.8 . . ?
N004 C00D C00B 108.93(14) . . ?
N004 C00D H00D 108.0 . . ?
N004 C00D C00L 111.06(14) . . ?
C00B C00D H00D 108.0 . . ?
C00B C00D C00L 112.77(15) . . ?
C00L C00D H00D 108.0 . . ?
N006 C00E C00C 122.19(19) . . ?
N006 C00E H00E 118.9 . . ?
C00C C00E H00E 118.9 . . ?
O003 C00F C00A 125.65(16) . . ?
O003 C00F C00K 116.72(17) . . ?
C00K C00F C00A 117.63(17) . . ?
N006 C00G C009 116.85(15) . . ?
N006 C00G C00H 120.44(18) . . ?
C00H C00G C009 122.70(17) . . ?
C00G C00H H00H 120.2 . . ?
C00I C00H C00G 119.63(19) . . ?
C00I C00H H00H 120.2 . . ?
C00C C00I H00I 120.2 . . ?
C00H C00I C00C 119.51(19) . . ?
C00H C00I H00I 120.2 . . ?
C00A C00J H00J 118.7 . . ?
C00M C00J C00A 122.54(19) . . ?
C00M C00J H00J 118.7 . . ?
C00F C00K H00K 118.9 . . ?
C00N C00K C00F 122.2(2) . . ?
C00N C00K H00K 118.9 . . ?
C00D C00L H00L 107.1 . . ?
C00O C00L C00D 112.29(18) . . ?
C00O C00L H00L 107.1 . . ?
C00O C00L C00P 111.32(19) . . ?
C00P C00L C00D 111.68(18) . . ?
C00P C00L H00L 107.1 . . ?
C00J C00M H00M 120.3 . . ?
C00J C00M C00N 119.36(19) . . ?
C00N C00M H00M 120.3 . . ?
C00K C00N C00M 119.89(19) . . ?
C00K C00N H00N 120.1 . . ?
C00M C00N H00N 120.1 . . ?
C00L C00O H00F 109.5 . . ?
C00L C00O H00G 109.5 . . ?
C00L C00O H00O 109.5 . . ?
H00F C00O H00G 109.5 . . ?
H00F C00O H00O 109.5 . . ?
H00G C00O H00O 109.5 . . ?
C00L C00P H00P 109.5 . . ?
C00L C00P H00Q 109.5 . . ?
C00L C00P H00R 109.5 . . ?
H00P C00P H00Q 109.5 . . ?
H00P C00P H00R 109.5 . . ?
H00Q C00P H00R 109.5 . . ?

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
Cu01 O003 C00F C00A 5.8(3) . . . . ?
Cu01 O003 C00F C00K -174.02(14) . . . . ?
Cu01 N004 C008 O002 161.40(12) . . . . ?
Cu01 N004 C008 C00A -19.4(2) . . . . ?
Cu01 N004 C00D C00B -4.00(17) . . . . ?
Cu01 N004 C00D C00L 120.78(14) . . . . ?
Cu01 N006 C00E C00C 174.68(14) . . . . ?
Cu01 N006 C00G C009 4.70(19) . . . . ?
Cu01 N006 C00G C00H -175.67(13) . . . . ?
Cu01 N007 C009 C00G 1.6(2) . . . . ?
Cu01 N007 C00B O005 175.16(16) . . . . ?
Cu01 N007 C00B C00D -3.9(2) . . . . ?
O002 C008 C00A C00F -168.03(16) . . . . ?
O002 C008 C00A C00J 12.1(2) . . . . ?
O003 C00F C00K C00N -175.77(19) . . . . ?
N004 Cu01 O003 C00F -9.09(16) . . . . ?
N004 C008 C00A C00F 12.8(3) . . . . ?
N004 C008 C00A C00J -167.10(17) . . . . ?
N004 C00D C00L C00O 159.96(18) . . . . ?
N004 C00D C00L C00P -74.2(2) . . . . ?
O005 C00B C00D N004 -174.13(16) . . . . ?
O005 C00B C00D C00L 62.1(2) . . . . ?
N006 Cu01 O003 C00F 162.29(15) . . . . ?
N006 C00G C00H C00I 0.1(3) . . . . ?
N007 C009 C00G N006 -4.1(2) . . . . ?
N007 C009 C00G C00H 176.26(16) . . . . ?
N007 C00B C00D N004 5.0(2) . . . . ?
N007 C00B C00D C00L -118.75(18) . . . . ?
C008 N004 C00D C00B 157.19(16) . . . . ?
C008 N004 C00D C00L -78.0(2) . . . . ?
C008 C00A C00F O003 -5.2(3) . . . . ?
C008 C00A C00F C00K 174.53(16) . . . . ?
C008 C00A C00J C00M -177.58(18) . . . . ?
C009 N007 C00B O005 3.6(3) . . . . ?
C009 N007 C00B C00D -175.46(16) . . . . ?
C009 C00G C00H C00I 179.76(18) . . . . ?
C00A C00F C00K C00N 4.4(3) . . . . ?
C00A C00J C00M C00N 2.0(3) . . . . ?
C00B N007 C009 C00G 173.24(17) . . . . ?
C00B C00D C00L C00O -77.5(2) . . . . ?
C00B C00D C00L C00P 48.4(2) . . . . ?
C00D N004 C008 O002 2.3(2) . . . . ?
C00D N004 C008 C00A -178.52(15) . . . . ?
C00E N006 C00G C009 -179.13(16) . . . . ?
C00E N006 C00G C00H 0.5(3) . . . . ?
C00E C00C C00I C00H -0.1(3) . . . . ?
C00F C00A C00J C00M 2.5(3) . . . . ?
C00F C00K C00N C00M 0.1(3) . . . . ?
C00G N006 C00E C00C -1.0(3) . . . . ?
C00G C00H C00I C00C -0.3(3) . . . . ?
C00I C00C C00E N006 0.8(3) . . . . ?
C00J C00A C00F O003 174.64(17) . . . . ?
C00J C00A C00F C00K -5.6(3) . . . . ?
C00J C00M C00N C00K -3.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
####################################################################### 
# 
# 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_NKS-SSDP-SAP-Cu_auto
_database_code_depnum_ccdc_archive 'CCDC 2326997'
loop_
_audit_author_name
_audit_author_address
'Nagendra Sharma'
;School of Chemical Sciences NISER Bhubaneswar Jatni Khurda Odisha (India) and HBNI Mumbai (India) 
India
;
_audit_update_record             
;
2024-01-20 deposited with the CCDC.	2024-10-14 downloaded from the CCDC.
;
_audit_creation_date             2022-09-21
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_chemical_formula_moiety         'C16 H15 Cu N3 O3'
_chemical_formula_sum            'C16 H15 Cu N3 O3'
_chemical_formula_weight         360.86
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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'
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                   7.2629(2)
_cell_length_b                   10.8594(4)
_cell_length_c                   11.3480(4)
_cell_angle_alpha                114.939(4)
_cell_angle_beta                 104.016(3)
_cell_angle_gamma                96.535(3)
_cell_volume                     763.32(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    12578
_cell_measurement_temperature    298.47(11)
_cell_measurement_theta_max      30.5740
_cell_measurement_theta_min      3.6760
_exptl_absorpt_coefficient_mu    1.449
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59781
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.52a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear pinkish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   pinkish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.5699
_exptl_crystal_description       plate
_exptl_crystal_F_000             370.8206
_exptl_crystal_size_max          0.01
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.002
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            17422
_diffrn_reflns_theta_full        26.3723
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         3.57
_diffrn_ambient_temperature      298.15
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.9958
_diffrn_measured_fraction_theta_max 0.9958
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -14.00  67.00   0.50    5.06    --    3.51  68.00-123.00  162
  2  ω    -59.00  21.00   0.50    5.06    --    3.51 -68.00 102.00  160
  3  ω    -15.00  39.00   0.50    5.06    --    3.51 -99.00 150.00  108
  4  ω    -27.00  21.00   0.50    5.06    --   -4.14  77.00 -30.00   96
  5  ω    -27.00  21.00   0.50    5.06    --   -4.14  77.00  90.00   96
  6  ω    -15.00  32.00   0.50    5.06    --   -4.14 -99.00-180.00   94
  7  ω    -42.00  19.00   0.50    5.06    --   -4.14 -77.00  60.00  122
  8  ω    -15.00  32.00   0.50    5.06    --   -4.14 -99.00-120.00   94
  9  ω    -27.00  21.00   0.50    5.06    --   -4.14  77.00 -60.00   96
 10  ω    -15.00  32.00   0.50    5.06    --   -4.14 -99.00 -90.00   94
 11  ω    -42.00  19.00   0.50    5.06    --   -4.14 -77.00 -30.00  122
 12  ω    -10.00  15.00   0.50    5.06    --   -4.14  19.00 -90.00   50
 13  ω    -10.00  65.00   0.50    5.06    --   -4.14  19.00-150.00  150
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              8
_reflns_limit_h_min              -9
_reflns_limit_k_max              11
_reflns_limit_k_min              -13
_reflns_limit_l_max              14
_reflns_limit_l_min              0
_reflns_number_gt                2890
_reflns_number_total             3109
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_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    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.3152
_refine_diff_density_min         -0.2818
_refine_diff_density_rms         0.0556
_refine_ls_d_res_high            0.8000
_refine_ls_d_res_low             5.7012
_refine_ls_goodness_of_fit_ref   1.0405
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    25
_refine_ls_number_parameters     211
_refine_ls_number_reflns         3109
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0273
_refine_ls_R_factor_gt           0.0251
_refine_ls_restrained_S_all      1.0405
_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)+(0.0306P)²+0.3526P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0642
_refine_ls_wR_factor_ref         0.0654
_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 Ternary CH refined with riding coordinates:
 C10(H10)
2.b Secondary CH2 refined with riding coordinates:
 C13(H13a,H13b)
2.c Aromatic/amide H refined with riding coordinates:
 C22(H22), C4(H4), C7(H7), C19(H19), C20(H20), C21(H21), C5(H5), C6(H6)
2.d Idealised Me refined as rotating group:
 C15(H15a,H15b,H15c)
;
_atom_sites_solution_primary     direct
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
Cu1 Cu 0.28548(3) 0.444632(19) 0.519628(19) 0.02554(8) Uani 1.000000 1 . . .
O23 O 0.4501(2) 0.62549(13) 0.61324(13) 0.0360(3) Uani 1.000000 1 . . .
O16 O 0.50260(19) 0.43165(13) 0.88067(12) 0.0330(3) Uani 1.000000 1 . . .
N9 N 0.3744(2) 0.39169(14) 0.66207(14) 0.0247(3) Uani 1.000000 1 . . .
N17 N 0.1215(2) 0.46428(15) 0.36129(15) 0.0285(3) Uani 1.000000 1 . . .
N12 N 0.1029(2) 0.26672(15) 0.42928(14) 0.0289(3) Uani 1.000000 1 . . .
O14 O -0.0062(2) 0.06917(15) 0.43872(15) 0.0501(4) Uani 1.000000 1 . . .
C10 C 0.2794(2) 0.24679(17) 0.62461(17) 0.0269(3) Uani 1.000000 1 . . .
H10 H 0.2246(2) 0.24836(17) 0.69596(17) 0.0322(4) Uiso 1.000000 1 R . .
C3 C 0.5451(3) 0.68955(17) 0.74623(17) 0.0288(4) Uani 1.000000 1 . . .
C11 C 0.1126(3) 0.18921(17) 0.48913(17) 0.0288(4) Uani 1.000000 1 . . .
C8 C 0.4781(2) 0.47682(17) 0.79038(16) 0.0245(3) Uani 1.000000 1 . . .
C2 C 0.5699(2) 0.62541(17) 0.83346(17) 0.0266(3) Uani 1.000000 1 . . .
C13 C -0.0471(3) 0.2294(2) 0.30094(19) 0.0363(4) Uani 1.000000 1 . . .
H13a H -0.0368(3) 0.1443(2) 0.22836(19) 0.0435(5) Uiso 1.000000 1 R . .
H13b H -0.1759(3) 0.2131(2) 0.30994(19) 0.0435(5) Uiso 1.000000 1 R . .
C22 C 0.1525(3) 0.5754(2) 0.33797(19) 0.0325(4) Uani 1.000000 1 . . .
H22 H 0.2470(3) 0.6560(2) 0.40499(19) 0.0390(5) Uiso 1.000000 1 R . .
C18 C -0.0180(2) 0.34873(19) 0.26666(18) 0.0291(4) Uani 1.000000 1 . . .
C4 C 0.6306(3) 0.83439(19) 0.8057(2) 0.0412(5) Uani 1.000000 1 . . .
H4 H 0.6124(3) 0.87870(19) 0.7508(2) 0.0494(6) Uiso 1.000000 1 R . .
C7 C 0.6866(3) 0.7083(2) 0.97151(19) 0.0392(4) Uani 1.000000 1 . . .
H7 H 0.7082(3) 0.6662(2) 1.02832(19) 0.0470(5) Uiso 1.000000 1 R . .
C19 C -0.1283(3) 0.3409(2) 0.14406(19) 0.0369(4) Uani 1.000000 1 . . .
H19 H -0.2248(3) 0.2604(2) 0.07929(19) 0.0442(5) Uiso 1.000000 1 R . .
C20 C -0.0930(3) 0.4537(2) 0.1196(2) 0.0410(5) Uani 1.000000 1 . . .
H20 H -0.1640(3) 0.4495(2) 0.0374(2) 0.0492(6) Uiso 1.000000 1 R . .
C21 C 0.0491(3) 0.5734(2) 0.2184(2) 0.0393(4) Uani 1.000000 1 . . .
H21 H 0.0740(3) 0.6510(2) 0.2041(2) 0.0472(5) Uiso 1.000000 1 R . .
C15 C 0.4220(3) 0.1530(2) 0.6099(2) 0.0442(5) Uani 1.000000 1 . . .
H15a H 0.4742(18) 0.1491(14) 0.5387(12) 0.0663(7) Uiso 1.000000 1 GR . .
H15b H 0.5269(13) 0.1903(10) 0.6951(5) 0.0663(7) Uiso 1.000000 1 GR . .
H15c H 0.3547(6) 0.0604(5) 0.5866(17) 0.0663(7) Uiso 1.000000 1 GR . .
C5 C 0.7392(4) 0.9116(2) 0.9415(2) 0.0538(6) Uani 1.000000 1 . . .
H5 H 0.7928(4) 1.0069(2) 0.9775(2) 0.0645(7) Uiso 1.000000 1 R . .
C6 C 0.7696(4) 0.8481(2) 1.0259(2) 0.0552(6) Uani 1.000000 1 . . .
H6 H 0.8451(4) 0.8999(2) 1.1180(2) 0.0662(7) Uiso 1.000000 1 R . .
H16 H 0.5 0.5 1.0 0.16(2) Uiso 1.000000 2 S T P
H14 H 0.0 0.0 0.5 0.13(2) Uiso 1.000000 2 S T P


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 O23 1.8725(12) . ?
Cu1 N9 1.9295(14) . ?
Cu1 N17 2.0092(14) . ?
Cu1 N12 1.9052(14) . ?
O23 C3 1.319(2) . ?
O16 C8 1.295(2) . ?
N9 C10 1.476(2) . ?
N9 C8 1.310(2) . ?
N17 C22 1.346(2) . ?
N17 C18 1.342(2) . ?
N12 C11 1.283(2) . ?
N12 C13 1.451(2) . ?
O14 C11 1.283(2) . ?
C10 C11 1.529(2) . ?
C10 C15 1.522(3) . ?
C3 C2 1.422(2) . ?
C3 C4 1.412(2) . ?
C8 C2 1.490(2) . ?
C2 C7 1.406(2) . ?
C13 C18 1.509(2) . ?
C22 C21 1.372(3) . ?
C18 C19 1.389(3) . ?
C4 C5 1.368(3) . ?
C7 C6 1.368(3) . ?
C19 C20 1.375(3) . ?
C20 C21 1.385(3) . ?
C5 C6 1.389(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
N9 Cu1 O23 96.70(5) . . ?
N17 Cu1 O23 96.98(6) . . ?
N17 Cu1 N9 163.83(6) . . ?
N12 Cu1 O23 175.66(6) . . ?
N12 Cu1 N9 83.75(6) . . ?
N12 Cu1 N17 81.97(6) . . ?
C3 O23 Cu1 123.69(11) . . ?
C10 N9 Cu1 113.78(10) . . ?
C8 N9 Cu1 126.11(11) . . ?
C8 N9 C10 118.84(13) . . ?
C22 N17 Cu1 125.80(12) . . ?
C18 N17 Cu1 114.50(12) . . ?
C18 N17 C22 119.38(15) . . ?
C11 N12 Cu1 118.07(11) . . ?
C13 N12 Cu1 118.52(11) . . ?
C13 N12 C11 123.29(14) . . ?
C11 C10 N9 107.89(13) . . ?
C15 C10 N9 112.25(14) . . ?
C15 C10 C11 109.99(15) . . ?
C2 C3 O23 125.77(15) . . ?
C4 C3 O23 116.47(16) . . ?
C4 C3 C2 117.75(16) . . ?
O14 C11 N12 123.05(16) . . ?
C10 C11 N12 115.82(14) . . ?
C10 C11 O14 121.11(15) . . ?
N9 C8 O16 119.98(15) . . ?
C2 C8 O16 119.49(14) . . ?
C2 C8 N9 120.53(14) . . ?
C8 C2 C3 124.88(15) . . ?
C7 C2 C3 118.00(16) . . ?
C7 C2 C8 117.11(16) . . ?
C18 C13 N12 108.18(14) . . ?
C21 C22 N17 122.09(18) . . ?
C13 C18 N17 116.44(15) . . ?
C19 C18 N17 121.13(17) . . ?
C19 C18 C13 122.43(16) . . ?
C5 C4 C3 122.12(19) . . ?
C6 C7 C2 122.86(19) . . ?
C20 C19 C18 119.18(18) . . ?
C21 C20 C19 119.47(18) . . ?
C20 C21 C22 118.71(18) . . ?
C6 C5 C4 120.24(19) . . ?
C5 C6 C7 118.94(19) . . ?
O16 H16 O16 180.0 . 2_667 ?
O14 H14 O14 180.0 2_556 . ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
