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

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

data_FINAL_a
_database_code_depnum_ccdc_archive 'CCDC 2208241'
loop_
_audit_author_name
_audit_author_address
'Mohammad Mir'
;Aliah University
India
;
_audit_update_record             
;
2022-11-21 deposited with the CCDC.	2022-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H7 Cl2 Cu N O4'
_chemical_formula_weight         351.63

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.8327(11)
_cell_length_b                   8.7671(13)
_cell_length_c                   10.3665(15)
_cell_angle_alpha                109.953(6)
_cell_angle_beta                 105.723(6)
_cell_angle_gamma                95.799(7)
_cell_volume                     629.20(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3106
_cell_measurement_theta_min      2.211
_cell_measurement_theta_max      27.105

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.856
_exptl_crystal_F_000             350
_exptl_transmission_factor_min   0.4876
_exptl_transmission_factor_max   0.7455
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    2.167
_shelx_estimated_absorpt_T_min   0.671
_shelx_estimated_absorpt_T_max   0.671
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            2776
_diffrn_reflns_av_unetI/netI     0.0376
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.211
_diffrn_reflns_theta_max         27.105
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             2776
_reflns_number_gt                2542
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0995P)²+16.2909P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2705
_refine_ls_number_parameters     173
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0863
_refine_ls_R_factor_gt           0.0841
_refine_ls_wR_factor_ref         0.2653
_refine_ls_wR_factor_gt          0.2641
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.43344(14) 0.58806(13) 0.59857(11) 0.0147(3) Uani 1 1 d . . . . .
Cl1 Cl 0.5028(5) 0.7683(5) 1.1936(3) 0.0488(9) Uani 1 1 d . . . . .
Cl2 Cl 0.1093(5) 1.0955(4) 0.9046(4) 0.0475(8) Uani 1 1 d . . . . .
O4 O 0.4139(11) 0.2151(9) 0.3960(9) 0.0306(17) Uani 1 1 d . . . . .
O3 O 0.3023(11) 0.3653(10) 0.5633(9) 0.0335(18) Uani 1 1 d . . . . .
O2 O 0.3476(10) 0.4461(10) 0.2719(8) 0.0304(17) Uani 1 1 d . . . . .
O1 O 0.2357(11) 0.5997(10) 0.4398(8) 0.0319(17) Uani 1 1 d . . . . .
C5 C 0.2581(15) 0.8279(13) 0.7860(11) 0.028(2) Uani 1 1 d . . . . .
H5 H 0.206338 0.838504 0.698327 0.033 Uiso 1 1 calc R U . . .
C9 C 0.3134(14) 0.2285(13) 0.4726(11) 0.025(2) Uani 1 1 d . . . . .
C10 C 0.1980(16) 0.0744(13) 0.4575(12) 0.031(2) Uani 1 1 d . . . . .
H10 H 0.222270 -0.027297 0.408919 0.037 Uiso 1 1 calc R U . . .
C11 C 0.0608(14) 0.0758(13) 0.5105(11) 0.027(2) Uani 1 1 d . . . . .
H11 H 0.041206 0.177885 0.563541 0.033 Uiso 1 1 calc R U . . .
C6 C 0.2294(14) 0.5253(12) 0.3103(11) 0.024(2) Uani 1 1 d . . . . .
C7 C 0.0764(15) 0.5358(15) 0.1949(11) 0.032(2) Uani 1 1 d . . . . .
H7 H -0.022285 0.572731 0.219047 0.038 Uiso 1 1 calc R U . . .
C8 C 0.0737(15) 0.4947(14) 0.0580(11) 0.030(2) Uani 1 1 d . . . . .
H8 H 0.172432 0.456732 0.034837 0.036 Uiso 1 1 calc R U . . .
N1 N 0.3492(13) 0.7160(12) 0.7831(9) 0.0283(19) Uani 1 1 d . . . . .
C4 C 0.2274(14) 0.9385(14) 0.9098(12) 0.031(2) Uani 1 1 d . . . . .
C3 C 0.3023(16) 0.9228(14) 1.0401(12) 0.030(2) Uani 1 1 d . . . . .
H3 H 0.288716 0.991965 1.125755 0.037 Uiso 1 1 calc R U . . .
C2 C 0.3985(16) 0.7990(15) 1.0363(12) 0.031(2) Uani 1 1 d . . . . .
C1 C 0.4180(14) 0.6993(14) 0.9094(12) 0.028(2) Uani 1 1 d . . . . .
H1 H 0.482031 0.615824 0.910903 0.033 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
Cu1 O1 1.971(7) . ?
Cu1 O4 1.972(7) 2_666 ?
Cu1 O3 1.976(8) . ?
Cu1 O2 1.991(7) 2_666 ?
Cu1 N1 2.172(9) . ?
Cu1 Cu1 2.641(2) 2_666 ?
Cl1 C2 1.739(11) . ?
Cl2 C4 1.742(12) . ?
O4 C9 1.248(13) . ?
O3 C9 1.275(13) . ?
O2 C6 1.280(13) . ?
O1 C6 1.261(13) . ?
C5 N1 1.267(15) . ?
C5 C4 1.418(14) . ?
C5 H5 0.9300 . ?
C9 C10 1.482(14) . ?
C10 C11 1.332(16) . ?
C10 H10 0.9300 . ?
C11 C11 1.47(2) 2_556 ?
C11 H11 0.9300 . ?
C6 C7 1.482(14) . ?
C7 C8 1.333(16) . ?
C7 H7 0.9300 . ?
C8 C8 1.46(2) 2_565 ?
C8 H8 0.9300 . ?
N1 C1 1.338(14) . ?
C4 C3 1.378(16) . ?
C3 C2 1.378(16) . ?
C3 H3 0.9300 . ?
C2 C1 1.367(15) . ?
C1 H1 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O4 89.8(4) . 2_666 ?
O1 Cu1 O3 90.0(4) . . ?
O4 Cu1 O3 168.2(3) 2_666 . ?
O1 Cu1 O2 168.7(3) . 2_666 ?
O4 Cu1 O2 88.5(4) 2_666 2_666 ?
O3 Cu1 O2 89.4(4) . 2_666 ?
O1 Cu1 N1 100.2(3) . . ?
O4 Cu1 N1 97.0(3) 2_666 . ?
O3 Cu1 N1 94.6(3) . . ?
O2 Cu1 N1 91.1(3) 2_666 . ?
O1 Cu1 Cu1 88.3(2) . 2_666 ?
O4 Cu1 Cu1 86.1(2) 2_666 2_666 ?
O3 Cu1 Cu1 82.1(2) . 2_666 ?
O2 Cu1 Cu1 80.4(2) 2_666 2_666 ?
N1 Cu1 Cu1 170.9(3) . 2_666 ?
C9 O4 Cu1 121.5(7) . 2_666 ?
C9 O3 Cu1 125.4(7) . . ?
C6 O2 Cu1 127.1(7) . 2_666 ?
C6 O1 Cu1 119.2(7) . . ?
N1 C5 C4 126.4(11) . . ?
N1 C5 H5 116.8 . . ?
C4 C5 H5 116.8 . . ?
O4 C9 O3 124.8(10) . . ?
O4 C9 C10 117.9(10) . . ?
O3 C9 C10 117.3(10) . . ?
C11 C10 C9 122.7(11) . . ?
C11 C10 H10 118.7 . . ?
C9 C10 H10 118.7 . . ?
C10 C11 C11 123.3(14) . 2_556 ?
C10 C11 H11 118.3 . . ?
C11 C11 H11 118.3 2_556 . ?
O1 C6 O2 124.9(9) . . ?
O1 C6 C7 117.1(9) . . ?
O2 C6 C7 118.0(9) . . ?
C8 C7 C6 123.0(11) . . ?
C8 C7 H7 118.5 . . ?
C6 C7 H7 118.5 . . ?
C7 C8 C8 124.5(14) . 2_565 ?
C7 C8 H8 117.8 . . ?
C8 C8 H8 117.8 2_565 . ?
C5 N1 C1 115.9(9) . . ?
C5 N1 Cu1 123.0(7) . . ?
C1 N1 Cu1 120.2(7) . . ?
C3 C4 C5 117.2(11) . . ?
C3 C4 Cl2 119.7(9) . . ?
C5 C4 Cl2 123.0(9) . . ?
C2 C3 C4 116.3(10) . . ?
C2 C3 H3 121.8 . . ?
C4 C3 H3 121.8 . . ?
C1 C2 C3 121.0(10) . . ?
C1 C2 Cl1 118.1(9) . . ?
C3 C2 Cl1 120.9(9) . . ?
N1 C1 C2 123.1(10) . . ?
N1 C1 H1 118.4 . . ?
C2 C1 H1 118.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O4 C9 O3 -2.2(15) 2_666 . . . ?
Cu1 O4 C9 C10 177.7(7) 2_666 . . . ?
Cu1 O3 C9 O4 2.4(16) . . . . ?
Cu1 O3 C9 C10 -177.4(7) . . . . ?
O4 C9 C10 C11 -166.1(11) . . . . ?
O3 C9 C10 C11 13.8(16) . . . . ?
C9 C10 C11 C11 176.5(12) . . . 2_556 ?
Cu1 O1 C6 O2 -3.1(15) . . . . ?
Cu1 O1 C6 C7 179.1(8) . . . . ?
Cu1 O2 C6 O1 2.0(16) 2_666 . . . ?
Cu1 O2 C6 C7 179.8(7) 2_666 . . . ?
O1 C6 C7 C8 165.2(11) . . . . ?
O2 C6 C7 C8 -12.8(17) . . . . ?
C6 C7 C8 C8 -179.3(13) . . . 2_565 ?
C4 C5 N1 C1 2.0(16) . . . . ?
C4 C5 N1 Cu1 -167.1(8) . . . . ?
N1 C5 C4 C3 -0.5(17) . . . . ?
N1 C5 C4 Cl2 176.7(9) . . . . ?
C5 C4 C3 C2 -0.7(16) . . . . ?
Cl2 C4 C3 C2 -178.1(9) . . . . ?
C4 C3 C2 C1 0.4(17) . . . . ?
C4 C3 C2 Cl1 179.0(9) . . . . ?
C5 N1 C1 C2 -2.2(17) . . . . ?
Cu1 N1 C1 C2 167.2(9) . . . . ?
C3 C2 C1 N1 1.1(18) . . . . ?
Cl1 C2 C1 N1 -177.5(9) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C3 H3 O4 0.93 2.65 3.506(13) 153.4 1_566 yes
C1 H1 O2 0.93 2.55 3.039(13) 113.5 2_666 yes

_refine_diff_density_max         1.959
_refine_diff_density_min         -2.264
_refine_diff_density_rms         0.264



