# 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 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_cdb4
_database_code_depnum_ccdc_archive 'CCDC 1834075'
loop_
_audit_author_name
_audit_author_address
'nattamai s p bhuvanesh'
;Department of Chemistry, Texas A&M University, College Station, TX 77843, U.S.A.
United States of America
;
_audit_update_record             
;
2018-04-02 deposited with the CCDC.	2024-01-09 downloaded from the CCDC.
;
_audit_creation_date             2018-03-29
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C46 H32 Cl2 Cu2 N6 O4'
_chemical_formula_sum            'C46 H32 Cl2 Cu2 N6 O4'
_chemical_formula_weight         930.75
_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'
Cl Cl 0.3639 0.7018 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.4356(4)
_cell_length_b                   8.4928(4)
_cell_length_c                   13.2266(7)
_cell_angle_alpha                89.690(2)
_cell_angle_beta                 83.786(2)
_cell_angle_gamma                85.047(2)
_cell_volume                     938.49(8)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    5464
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      70.156
_cell_measurement_theta_min      3.361
_shelx_estimated_absorpt_T_max   0.891
_shelx_estimated_absorpt_T_min   0.511
_exptl_absorpt_coefficient_mu    3.179
_exptl_absorpt_correction_T_max  0.384
_exptl_absorpt_correction_T_min  0.244
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.0991 before and 0.0448 after correction.
 The Ratio of minimum to maximum transmission not present.
 The λ/2 correction factor is Not present
 
For component 2:
 wR2(int) was 0.1370 before and 0.0554 after correction.
 The Ratio of minimum to maximum transmission is 0.65.
 The λ/2 correction factor is Not present

Final HKLF 4 output contains 35969 reflections, Rint = 0.0351
 (30745 with I > 3sig(I), Rint = 0.0343)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.647
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             474
_exptl_crystal_size_max          0.244
_exptl_crystal_size_mid          0.124
_exptl_crystal_size_min          0.037
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            6521
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.150
_diffrn_reflns_theta_min         3.361
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6108
_reflns_number_total             6521
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.363
_refine_diff_density_min         -0.435
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         6521
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0332
_refine_ls_R_factor_gt           0.0305
_refine_ls_restrained_S_all      1.061
_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)+(0.0348P)²+0.6431P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0785
_refine_ls_wR_factor_ref         0.0804
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.8005(5)
 0.1995(5)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12),
 C16(H16), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23)
3.b Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.63597(4) 0.44520(4) 0.89867(2) 0.01538(10) Uani 1 1 d . . . . .
Cl1 Cl 0.64909(6) 0.39522(6) 1.06635(4) 0.01592(12) Uani 1 1 d . . . . .
O1 O 0.74699(19) 0.64003(18) 0.88668(11) 0.0173(3) Uani 1 1 d . . . . .
O2 O 0.8517(2) 0.79774(18) 0.58393(11) 0.0188(3) Uani 1 1 d . . . . .
H2 H 0.821891 0.709510 0.603110 0.028 Uiso 1 1 calc GR . . . .
N1 N 0.6877(2) 0.4529(2) 0.75148(14) 0.0148(4) Uani 1 1 d . . . . .
N2 N 0.7557(2) 0.5856(2) 0.71451(14) 0.0151(4) Uani 1 1 d . . . . .
N3 N 0.5354(2) 0.2537(2) 0.85797(14) 0.0159(4) Uani 1 1 d . . . . .
C1 C 0.6451(3) 0.3432(2) 0.69515(17) 0.0150(4) Uani 1 1 d . . . . .
C2 C 0.5644(3) 0.2200(2) 0.75695(16) 0.0149(4) Uani 1 1 d . . . . .
C3 C 0.4505(3) 0.1601(3) 0.91934(17) 0.0182(4) Uani 1 1 d . . . . .
H3 H 0.428031 0.186991 0.989361 0.022 Uiso 1 1 calc R . . . .
C4 C 0.3935(3) 0.0240(3) 0.88406(18) 0.0199(5) Uani 1 1 d . . . . .
H4 H 0.329953 -0.039438 0.928634 0.024 Uiso 1 1 calc R . . . .
C5 C 0.4310(3) -0.0169(3) 0.78325(18) 0.0207(5) Uani 1 1 d . . . . .
H5 H 0.397698 -0.111874 0.758110 0.025 Uiso 1 1 calc R . . . .
C6 C 0.5179(3) 0.0815(3) 0.71827(17) 0.0184(5) Uani 1 1 d . . . . .
H6 H 0.544967 0.054415 0.648577 0.022 Uiso 1 1 calc R . . . .
C7 C 0.6617(3) 0.3407(2) 0.58289(17) 0.0148(4) Uani 1 1 d . . . . .
C8 C 0.5349(3) 0.3003(2) 0.53060(17) 0.0167(4) Uani 1 1 d . . . . .
H8 H 0.439053 0.271185 0.567614 0.020 Uiso 1 1 calc R . . . .
C9 C 0.5486(3) 0.3025(3) 0.42540(18) 0.0187(5) Uani 1 1 d . . . . .
H9 H 0.462851 0.273003 0.390626 0.022 Uiso 1 1 calc R . . . .
C10 C 0.6868(3) 0.3476(3) 0.37040(17) 0.0192(5) Uani 1 1 d . . . . .
H10 H 0.694927 0.350756 0.298225 0.023 Uiso 1 1 calc R . . . .
C11 C 0.8127(3) 0.3878(3) 0.42117(17) 0.0178(4) Uani 1 1 d . . . . .
H11 H 0.907520 0.418311 0.383564 0.021 Uiso 1 1 calc R . . . .
C12 C 0.8015(3) 0.3841(2) 0.52651(17) 0.0158(4) Uani 1 1 d . . . . .
H12 H 0.888965 0.410983 0.560604 0.019 Uiso 1 1 calc R . . . .
C13 C 0.7793(2) 0.6766(2) 0.79354(16) 0.0141(4) Uani 1 1 d . . . . .
C14 C 0.8483(3) 0.8281(2) 0.76801(17) 0.0145(4) Uani 1 1 d . . . . .
C15 C 0.8886(3) 0.8792(3) 0.66564(17) 0.0156(4) Uani 1 1 d . . . . .
C16 C 0.9648(3) 1.0150(3) 0.64788(17) 0.0171(4) Uani 1 1 d . . . . .
H16 H 0.995966 1.045268 0.579857 0.021 Uiso 1 1 calc R . . . .
C17 C 0.9978(3) 1.1106(3) 0.72924(17) 0.0154(4) Uani 1 1 d . . . . .
C18 C 0.9449(3) 1.0680(3) 0.83082(17) 0.0156(4) Uani 1 1 d . . . . .
C19 C 0.8743(3) 0.9249(3) 0.84711(16) 0.0153(4) Uani 1 1 d . . . . .
H19 H 0.843217 0.893544 0.914930 0.018 Uiso 1 1 calc R . . . .
C20 C 1.0806(3) 1.2487(3) 0.71297(17) 0.0181(5) Uani 1 1 d . . . . .
H20 H 1.119530 1.276901 0.645803 0.022 Uiso 1 1 calc R . . . .
C21 C 1.1048(3) 1.3418(3) 0.79332(18) 0.0206(5) Uani 1 1 d . . . . .
H21 H 1.161264 1.433349 0.781253 0.025 Uiso 1 1 calc R . . . .
C22 C 1.0469(3) 1.3033(3) 0.89375(18) 0.0202(5) Uani 1 1 d . . . . .
H22 H 1.062008 1.370142 0.948621 0.024 Uiso 1 1 calc R . . . .
C23 C 0.9691(3) 1.1697(3) 0.91197(17) 0.0177(4) Uani 1 1 d . . . . .
H23 H 0.930558 1.144367 0.979743 0.021 Uiso 1 1 calc R . . . .


_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 Cl1 2.2685(6) . ?
Cu1 Cl1 2.6527(6) 2_667 ?
Cu1 O1 1.9679(15) . ?
Cu1 N1 1.9505(19) . ?
Cu1 N3 1.9999(18) . ?
O1 C13 1.275(3) . ?
O2 H2 0.8400 . ?
O2 C15 1.364(3) . ?
N1 N2 1.372(2) . ?
N1 C1 1.294(3) . ?
N2 C13 1.346(3) . ?
N3 C2 1.360(3) . ?
N3 C3 1.331(3) . ?
C1 C2 1.490(3) . ?
C1 C7 1.476(3) . ?
C2 C6 1.389(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.391(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.376(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.391(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.402(3) . ?
C7 C12 1.401(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.384(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.387(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.384(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.387(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.480(3) . ?
C14 C15 1.434(3) . ?
C14 C19 1.381(3) . ?
C15 C16 1.375(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.417(3) . ?
C17 C18 1.424(3) . ?
C17 C20 1.420(3) . ?
C18 C19 1.405(3) . ?
C18 C23 1.424(3) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C20 C21 1.371(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.412(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.366(3) . ?
C23 H23 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 Cu1 Cl1 92.581(19) . 2_667 ?
O1 Cu1 Cl1 92.48(5) . 2_667 ?
O1 Cu1 Cl1 99.36(5) . . ?
O1 Cu1 N3 159.88(7) . . ?
N1 Cu1 Cl1 104.66(6) . 2_667 ?
N1 Cu1 Cl1 162.75(6) . . ?
N1 Cu1 O1 79.93(7) . . ?
N1 Cu1 N3 80.03(8) . . ?
N3 Cu1 Cl1 90.92(6) . 2_667 ?
N3 Cu1 Cl1 100.29(6) . . ?
Cu1 Cl1 Cu1 87.421(19) . 2_667 ?
C13 O1 Cu1 110.72(13) . . ?
C15 O2 H2 109.5 . . ?
N2 N1 Cu1 115.82(13) . . ?
C1 N1 Cu1 119.56(15) . . ?
C1 N1 N2 124.34(18) . . ?
C13 N2 N1 108.66(17) . . ?
C2 N3 Cu1 113.54(14) . . ?
C3 N3 Cu1 126.57(15) . . ?
C3 N3 C2 119.87(19) . . ?
N1 C1 C2 111.95(19) . . ?
N1 C1 C7 125.9(2) . . ?
C7 C1 C2 122.07(18) . . ?
N3 C2 C1 114.42(18) . . ?
N3 C2 C6 120.6(2) . . ?
C6 C2 C1 124.9(2) . . ?
N3 C3 H3 119.0 . . ?
N3 C3 C4 122.0(2) . . ?
C4 C3 H3 119.0 . . ?
C3 C4 H4 120.7 . . ?
C5 C4 C3 118.6(2) . . ?
C5 C4 H4 120.7 . . ?
C4 C5 H5 120.1 . . ?
C4 C5 C6 119.7(2) . . ?
C6 C5 H5 120.1 . . ?
C2 C6 C5 118.9(2) . . ?
C2 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
C8 C7 C1 120.4(2) . . ?
C12 C7 C1 120.94(19) . . ?
C12 C7 C8 118.7(2) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 C7 120.4(2) . . ?
C9 C8 H8 119.8 . . ?
C8 C9 H9 119.8 . . ?
C8 C9 C10 120.4(2) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 H10 120.2 . . ?
C11 C10 C9 119.7(2) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 H11 119.7 . . ?
C10 C11 C12 120.5(2) . . ?
C12 C11 H11 119.7 . . ?
C7 C12 H12 119.9 . . ?
C11 C12 C7 120.3(2) . . ?
C11 C12 H12 119.9 . . ?
O1 C13 N2 124.37(19) . . ?
O1 C13 C14 119.30(19) . . ?
N2 C13 C14 116.32(19) . . ?
C15 C14 C13 123.30(19) . . ?
C19 C14 C13 118.03(19) . . ?
C19 C14 C15 118.7(2) . . ?
O2 C15 C14 121.88(19) . . ?
O2 C15 C16 118.2(2) . . ?
C16 C15 C14 119.9(2) . . ?
C15 C16 H16 119.4 . . ?
C15 C16 C17 121.2(2) . . ?
C17 C16 H16 119.4 . . ?
C16 C17 C18 119.1(2) . . ?
C16 C17 C20 122.2(2) . . ?
C20 C17 C18 118.7(2) . . ?
C19 C18 C17 118.5(2) . . ?
C19 C18 C23 122.6(2) . . ?
C23 C18 C17 118.9(2) . . ?
C14 C19 C18 122.3(2) . . ?
C14 C19 H19 118.8 . . ?
C18 C19 H19 118.8 . . ?
C17 C20 H20 119.7 . . ?
C21 C20 C17 120.6(2) . . ?
C21 C20 H20 119.7 . . ?
C20 C21 H21 119.6 . . ?
C20 C21 C22 120.8(2) . . ?
C22 C21 H21 119.6 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 119.9(2) . . ?
C23 C22 H22 120.0 . . ?
C18 C23 H23 119.5 . . ?
C22 C23 C18 120.9(2) . . ?
C22 C23 H23 119.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O1 C13 N2 -6.5(3) . . . . ?
Cu1 O1 C13 C14 173.91(15) . . . . ?
Cu1 N1 N2 C13 3.8(2) . . . . ?
Cu1 N1 C1 C2 -2.2(2) . . . . ?
Cu1 N1 C1 C7 173.84(16) . . . . ?
Cu1 N3 C2 C1 -8.0(2) . . . . ?
Cu1 N3 C2 C6 172.96(17) . . . . ?
Cu1 N3 C3 C4 -176.12(17) . . . . ?
O1 C13 C14 C15 179.9(2) . . . . ?
O1 C13 C14 C19 -0.4(3) . . . . ?
O2 C15 C16 C17 176.05(19) . . . . ?
N1 N2 C13 O1 1.9(3) . . . . ?
N1 N2 C13 C14 -178.44(17) . . . . ?
N1 C1 C2 N3 6.7(3) . . . . ?
N1 C1 C2 C6 -174.2(2) . . . . ?
N1 C1 C7 C8 -135.0(2) . . . . ?
N1 C1 C7 C12 42.6(3) . . . . ?
N2 N1 C1 C2 -175.93(18) . . . . ?
N2 N1 C1 C7 0.2(3) . . . . ?
N2 C13 C14 C15 0.3(3) . . . . ?
N2 C13 C14 C19 179.98(19) . . . . ?
N3 C2 C6 C5 4.6(3) . . . . ?
N3 C3 C4 C5 2.1(4) . . . . ?
C1 N1 N2 C13 177.7(2) . . . . ?
C1 C2 C6 C5 -174.4(2) . . . . ?
C1 C7 C8 C9 178.0(2) . . . . ?
C1 C7 C12 C11 -177.13(19) . . . . ?
C2 N3 C3 C4 2.1(3) . . . . ?
C2 C1 C7 C8 40.7(3) . . . . ?
C2 C1 C7 C12 -141.7(2) . . . . ?
C3 N3 C2 C1 173.58(19) . . . . ?
C3 N3 C2 C6 -5.5(3) . . . . ?
C3 C4 C5 C6 -3.0(4) . . . . ?
C4 C5 C6 C2 -0.3(3) . . . . ?
C7 C1 C2 N3 -169.52(19) . . . . ?
C7 C1 C2 C6 9.5(3) . . . . ?
C7 C8 C9 C10 -1.2(3) . . . . ?
C8 C7 C12 C11 0.5(3) . . . . ?
C8 C9 C10 C11 1.1(3) . . . . ?
C9 C10 C11 C12 -0.2(3) . . . . ?
C10 C11 C12 C7 -0.6(3) . . . . ?
C12 C7 C8 C9 0.4(3) . . . . ?
C13 C14 C15 O2 6.3(3) . . . . ?
C13 C14 C15 C16 -174.5(2) . . . . ?
C13 C14 C19 C18 177.5(2) . . . . ?
C14 C15 C16 C17 -3.2(3) . . . . ?
C15 C14 C19 C18 -2.8(3) . . . . ?
C15 C16 C17 C18 -2.6(3) . . . . ?
C15 C16 C17 C20 178.1(2) . . . . ?
C16 C17 C18 C19 5.5(3) . . . . ?
C16 C17 C18 C23 -176.0(2) . . . . ?
C16 C17 C20 C21 177.4(2) . . . . ?
C17 C18 C19 C14 -2.8(3) . . . . ?
C17 C18 C23 C22 -2.4(3) . . . . ?
C17 C20 C21 C22 -0.6(3) . . . . ?
C18 C17 C20 C21 -2.0(3) . . . . ?
C19 C14 C15 O2 -173.3(2) . . . . ?
C19 C14 C15 C16 5.8(3) . . . . ?
C19 C18 C23 C22 176.0(2) . . . . ?
C20 C17 C18 C19 -175.1(2) . . . . ?
C20 C17 C18 C23 3.4(3) . . . . ?
C20 C21 C22 C23 1.6(4) . . . . ?
C21 C22 C23 C18 -0.1(3) . . . . ?
C23 C18 C19 C14 178.7(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.8005(5)
2 0.1995(5)

####################################################################### 
# 
# 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_cb5
_database_code_depnum_ccdc_archive 'CCDC 1867446'
loop_
_audit_author_name
_audit_author_address
'neethu k s' 'bharathiar university'
_audit_update_record             
;
2018-09-13 deposited with the CCDC.	2024-01-09 downloaded from the CCDC.
;
_audit_creation_date             2018-09-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C40 H32 Cl2 Cu2 N6 O2'
_chemical_formula_sum            'C40 H32 Cl2 Cu2 N6 O2'
_chemical_formula_weight         826.69
_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'
Cl Cl 0.3639 0.7018 '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                   11.5354(4)
_cell_length_b                   12.0272(4)
_cell_length_c                   12.4998(4)
_cell_angle_alpha                90
_cell_angle_beta                 93.604(2)
_cell_angle_gamma                90
_cell_volume                     1730.77(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9880
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      70.061
_cell_measurement_theta_min      5.061
_shelx_estimated_absorpt_T_max   0.934
_shelx_estimated_absorpt_T_min   0.857
_exptl_absorpt_coefficient_mu    3.314
_exptl_absorpt_correction_T_max  0.4684
_exptl_absorpt_correction_T_min  0.3502
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1143 before and 0.0597 after correction. The Ratio of minimum to maximum transmission is 0.7477. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.586
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             844
_exptl_crystal_size_max          0.048
_exptl_crystal_size_mid          0.024
_exptl_crystal_size_min          0.021
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -13
_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            15257
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.143
_diffrn_reflns_theta_min         5.061
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2758
_reflns_number_total             3237
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.671
_refine_diff_density_min         -0.768
_refine_diff_density_rms         0.130
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3237
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0750
_refine_ls_R_factor_gt           0.0668
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1235P)²+1.3026P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1665
_refine_ls_wR_factor_ref         0.1760
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C9(H9), C10(H10), C11(H11), C12(H12),
 C13(H13), C15(H15), C16(H16), C17(H17), C18(H18)
2.b Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C)
;
_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
Cu1 Cu 0.45708(4) 0.86410(4) 0.48257(4) 0.0266(2) Uani 1 1 d . . . . .
Cl1 Cl 0.54986(7) 0.95733(7) 0.62586(7) 0.0283(3) Uani 1 1 d . . . . .
O1 O 0.2989(2) 0.8663(2) 0.5350(2) 0.0287(6) Uani 1 1 d . . . . .
N1 N 0.3955(3) 0.7235(2) 0.4260(2) 0.0240(6) Uani 1 1 d . . . . .
N2 N 0.2863(3) 0.6937(3) 0.4524(2) 0.0259(6) Uani 1 1 d . . . . .
N3 N 0.5968(3) 0.8070(3) 0.4126(2) 0.0275(6) Uani 1 1 d . . . . .
C1 C 0.4636(3) 0.6563(3) 0.3798(3) 0.0237(7) Uani 1 1 d . . . . .
C2 C 0.5794(3) 0.7068(3) 0.3653(3) 0.0257(7) Uani 1 1 d . . . . .
C3 C 0.6645(3) 0.6583(3) 0.3065(3) 0.0269(7) Uani 1 1 d . . . . .
H3 H 0.651153 0.588230 0.272955 0.032 Uiso 1 1 calc R . . . .
C4 C 0.7691(3) 0.7133(3) 0.2973(3) 0.0291(8) Uani 1 1 d . . . . .
H4 H 0.828261 0.681265 0.257642 0.035 Uiso 1 1 calc R . . . .
C5 C 0.7859(3) 0.8152(3) 0.3465(3) 0.0313(8) Uani 1 1 d . . . . .
H5 H 0.857190 0.853827 0.341807 0.038 Uiso 1 1 calc R . . . .
C6 C 0.6971(3) 0.8608(3) 0.4031(3) 0.0304(8) Uani 1 1 d . . . . .
H6 H 0.708066 0.931661 0.435650 0.037 Uiso 1 1 calc R . . . .
C7 C 0.2444(3) 0.7762(3) 0.5096(3) 0.0267(7) Uani 1 1 d . . . . .
C8 C 0.4346(3) 0.5415(3) 0.3444(3) 0.0244(7) Uani 1 1 d . . . . .
C9 C 0.3290(3) 0.5188(3) 0.2865(3) 0.0256(7) Uani 1 1 d . . . . .
H9 H 0.273073 0.576048 0.273716 0.031 Uiso 1 1 calc R . . . .
C10 C 0.3071(3) 0.4122(3) 0.2482(3) 0.0284(7) Uani 1 1 d . . . . .
H10 H 0.236958 0.397604 0.206630 0.034 Uiso 1 1 calc R . . . .
C11 C 0.3857(3) 0.3263(3) 0.2695(3) 0.0286(7) Uani 1 1 d . . . . .
H11 H 0.369672 0.253676 0.242514 0.034 Uiso 1 1 calc R . . . .
C12 C 0.4879(3) 0.3476(3) 0.3307(3) 0.0266(7) Uani 1 1 d . . . . .
H12 H 0.541017 0.288825 0.347362 0.032 Uiso 1 1 calc R . . . .
C13 C 0.5129(3) 0.4550(3) 0.3678(3) 0.0247(7) Uani 1 1 d . . . . .
H13 H 0.583295 0.469214 0.409030 0.030 Uiso 1 1 calc R . . . .
C14 C 0.1244(3) 0.7633(3) 0.5460(3) 0.0264(7) Uani 1 1 d . . . . .
C15 C 0.0574(3) 0.8606(3) 0.5496(3) 0.0281(8) Uani 1 1 d . . . . .
H15 H 0.089871 0.929416 0.529105 0.034 Uiso 1 1 calc R . . . .
C16 C -0.0543(4) 0.8583(3) 0.5823(3) 0.0327(8) Uani 1 1 d . . . . .
H16 H -0.098896 0.924719 0.582297 0.039 Uiso 1 1 calc R . . . .
C17 C -0.1015(3) 0.7593(3) 0.6152(3) 0.0325(8) Uani 1 1 d . . . . .
H17 H -0.178490 0.757521 0.638056 0.039 Uiso 1 1 calc R . . . .
C18 C -0.0360(3) 0.6627(3) 0.6148(3) 0.0321(8) Uani 1 1 d . . . . .
H18 H -0.068705 0.595179 0.638381 0.038 Uiso 1 1 calc R . . . .
C19 C 0.0772(3) 0.6623(3) 0.5803(3) 0.0290(8) Uani 1 1 d . . . . .
C20 C 0.1449(4) 0.5542(3) 0.5861(4) 0.0415(10) Uani 1 1 d . . . . .
H20A H 0.164769 0.532436 0.513972 0.062 Uiso 1 1 calc GR . . . .
H20B H 0.097421 0.495892 0.616401 0.062 Uiso 1 1 calc GR . . . .
H20C H 0.216329 0.564235 0.631855 0.062 Uiso 1 1 calc GR . . . .


_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 Cl1 2.3172(9) . ?
Cu1 Cl1 2.5382(10) 3_676 ?
Cu1 O1 1.978(3) . ?
Cu1 N1 1.950(3) . ?
Cu1 N3 2.002(3) . ?
O1 C7 1.283(4) . ?
N1 N2 1.370(4) . ?
N1 C1 1.289(5) . ?
N2 C7 1.331(5) . ?
N3 C2 1.352(5) . ?
N3 C6 1.337(5) . ?
C1 C2 1.489(5) . ?
C1 C8 1.481(5) . ?
C2 C3 1.391(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.386(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.379(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.393(6) . ?
C6 H6 0.9500 . ?
C7 C14 1.492(5) . ?
C8 C9 1.404(5) . ?
C8 C13 1.397(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.387(5) . ?
C10 H10 0.9500 . ?
C10 C11 1.390(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.387(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.397(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.405(5) . ?
C14 C19 1.408(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.376(6) . ?
C16 H16 0.9500 . ?
C16 C17 1.383(6) . ?
C17 H17 0.9500 . ?
C17 C18 1.386(6) . ?
C18 H18 0.9500 . ?
C18 C19 1.402(6) . ?
C19 C20 1.517(5) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 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
Cl1 Cu1 Cl1 90.05(3) . 3_676 ?
O1 Cu1 Cl1 99.60(8) . 3_676 ?
O1 Cu1 Cl1 97.36(8) . . ?
O1 Cu1 N3 159.09(12) . . ?
N1 Cu1 Cl1 147.16(9) . . ?
N1 Cu1 Cl1 122.79(9) . 3_676 ?
N1 Cu1 O1 79.00(12) . . ?
N1 Cu1 N3 80.18(13) . . ?
N3 Cu1 Cl1 93.23(10) . 3_676 ?
N3 Cu1 Cl1 99.09(9) . . ?
Cu1 Cl1 Cu1 89.95(3) . 3_676 ?
C7 O1 Cu1 110.7(2) . . ?
N2 N1 Cu1 117.3(2) . . ?
C1 N1 Cu1 119.2(2) . . ?
C1 N1 N2 122.7(3) . . ?
C7 N2 N1 107.7(3) . . ?
C2 N3 Cu1 113.3(2) . . ?
C6 N3 Cu1 126.7(3) . . ?
C6 N3 C2 119.8(3) . . ?
N1 C1 C2 112.1(3) . . ?
N1 C1 C8 125.9(3) . . ?
C8 C1 C2 122.1(3) . . ?
N3 C2 C1 114.8(3) . . ?
N3 C2 C3 120.9(3) . . ?
C3 C2 C1 124.2(3) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 C2 119.4(3) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 119.0(3) . . ?
C5 C4 H4 120.5 . . ?
C4 C5 H5 120.4 . . ?
C4 C5 C6 119.3(3) . . ?
C6 C5 H5 120.4 . . ?
N3 C6 C5 121.5(4) . . ?
N3 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
O1 C7 N2 125.1(3) . . ?
O1 C7 C14 117.5(3) . . ?
N2 C7 C14 117.4(3) . . ?
C9 C8 C1 120.5(3) . . ?
C13 C8 C1 120.1(3) . . ?
C13 C8 C9 119.4(3) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 C8 119.4(3) . . ?
C10 C9 H9 120.3 . . ?
C9 C10 H10 119.4 . . ?
C9 C10 C11 121.3(3) . . ?
C11 C10 H10 119.4 . . ?
C10 C11 H11 120.3 . . ?
C12 C11 C10 119.3(3) . . ?
C12 C11 H11 120.3 . . ?
C11 C12 H12 119.9 . . ?
C11 C12 C13 120.3(3) . . ?
C13 C12 H12 119.9 . . ?
C8 C13 C12 120.2(3) . . ?
C8 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C15 C14 C7 116.4(3) . . ?
C15 C14 C19 119.0(3) . . ?
C19 C14 C7 124.5(3) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 C14 121.3(4) . . ?
C16 C15 H15 119.3 . . ?
C15 C16 H16 120.0 . . ?
C15 C16 C17 120.0(4) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.1 . . ?
C16 C17 C18 119.7(4) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 119.2 . . ?
C17 C18 C19 121.5(4) . . ?
C19 C18 H18 119.2 . . ?
C14 C19 C20 123.1(4) . . ?
C18 C19 C14 118.4(4) . . ?
C18 C19 C20 118.4(4) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 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
Cu1 O1 C7 N2 -2.2(5) . . . . ?
Cu1 O1 C7 C14 178.3(2) . . . . ?
Cu1 N1 N2 C7 3.2(4) . . . . ?
Cu1 N1 C1 C2 -7.4(4) . . . . ?
Cu1 N1 C1 C8 172.2(3) . . . . ?
Cu1 N3 C2 C1 -3.3(4) . . . . ?
Cu1 N3 C2 C3 175.4(3) . . . . ?
Cu1 N3 C6 C5 -175.8(3) . . . . ?
O1 C7 C14 C15 34.4(5) . . . . ?
O1 C7 C14 C19 -143.0(4) . . . . ?
N1 N2 C7 O1 -0.6(5) . . . . ?
N1 N2 C7 C14 178.9(3) . . . . ?
N1 C1 C2 N3 6.9(4) . . . . ?
N1 C1 C2 C3 -171.8(3) . . . . ?
N1 C1 C8 C9 46.8(5) . . . . ?
N1 C1 C8 C13 -133.7(4) . . . . ?
N2 N1 C1 C2 -176.8(3) . . . . ?
N2 N1 C1 C8 2.9(5) . . . . ?
N2 C7 C14 C15 -145.1(3) . . . . ?
N2 C7 C14 C19 37.4(5) . . . . ?
N3 C2 C3 C4 0.7(5) . . . . ?
C1 N1 N2 C7 172.8(3) . . . . ?
C1 C2 C3 C4 179.3(3) . . . . ?
C1 C8 C9 C10 175.8(3) . . . . ?
C1 C8 C13 C12 -177.4(3) . . . . ?
C2 N3 C6 C5 -1.0(6) . . . . ?
C2 C1 C8 C9 -133.6(3) . . . . ?
C2 C1 C8 C13 46.0(5) . . . . ?
C2 C3 C4 C5 -0.3(5) . . . . ?
C3 C4 C5 C6 -0.7(6) . . . . ?
C4 C5 C6 N3 1.4(6) . . . . ?
C6 N3 C2 C1 -178.8(3) . . . . ?
C6 N3 C2 C3 0.0(5) . . . . ?
C7 C14 C15 C16 -179.8(3) . . . . ?
C7 C14 C19 C18 178.6(3) . . . . ?
C7 C14 C19 C20 1.3(6) . . . . ?
C8 C1 C2 N3 -172.8(3) . . . . ?
C8 C1 C2 C3 8.5(5) . . . . ?
C8 C9 C10 C11 2.5(5) . . . . ?
C9 C8 C13 C12 2.2(5) . . . . ?
C9 C10 C11 C12 0.3(6) . . . . ?
C10 C11 C12 C13 -1.8(5) . . . . ?
C11 C12 C13 C8 0.6(5) . . . . ?
C13 C8 C9 C10 -3.7(5) . . . . ?
C14 C15 C16 C17 1.8(6) . . . . ?
C15 C14 C19 C18 1.2(5) . . . . ?
C15 C14 C19 C20 -176.1(4) . . . . ?
C15 C16 C17 C18 -0.2(6) . . . . ?
C16 C17 C18 C19 -0.8(6) . . . . ?
C17 C18 C19 C14 0.3(6) . . . . ?
C17 C18 C19 C20 177.7(4) . . . . ?
C19 C14 C15 C16 -2.3(6) . . . . ?

_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_cdb2a
_database_code_depnum_ccdc_archive 'CCDC 1834652'
loop_
_audit_author_name
_audit_author_address
'nattamai s p bhuvanesh'
;Department of Chemistry, Texas A&M University, College Station, TX 77843, U.S.A.
United States of America
;
_audit_update_record             
;
2018-04-04 deposited with the CCDC.	2024-01-09 downloaded from the CCDC.
;
_audit_creation_date             2018-04-02
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H24 Cl2 Cu2 N6 O2 S2'
_chemical_formula_sum            'C34 H24 Cl2 Cu2 N6 O2 S2'
_chemical_formula_weight         810.69
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
S S 0.1246 0.1234 '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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.0109(4)
_cell_length_b                   19.1977(11)
_cell_length_c                   12.0284(7)
_cell_angle_alpha                90
_cell_angle_beta                 100.064(2)
_cell_angle_gamma                90
_cell_volume                     1594.03(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9885
_cell_measurement_temperature    110.0
_cell_measurement_theta_max      25.078
_cell_measurement_theta_min      2.731
_shelx_estimated_absorpt_T_max   0.875
_shelx_estimated_absorpt_T_min   0.404
_exptl_absorpt_coefficient_mu    1.677
_exptl_absorpt_correction_T_max  0.5618
_exptl_absorpt_correction_T_min  0.3936
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1547 before and 0.0754 after correction. The Ratio of minimum to maximum transmission is 0.7006. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.689
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             820
_exptl_crystal_size_max          0.66
_exptl_crystal_size_mid          0.228
_exptl_crystal_size_min          0.082
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0619
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            25497
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.731
_diffrn_ambient_temperature      110.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2295
_reflns_number_total             2806
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.416
_refine_diff_density_min         -0.473
_refine_diff_density_rms         0.097
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.270
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         2806
_refine_ls_number_restraints     221
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0373
_refine_ls_restrained_S_all      1.233
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+3.7736P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0728
_refine_ls_wR_factor_ref         0.0804
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Shared sites
{C14, C14A}
3. Restrained distances
 C14A-C13 \\sim C14-C13
 with sigma of 0.005
4. Uiso/Uaniso restraints and constraints
S1 \\sim C14 \\sim C15 \\sim C16 \\sim C17 \\sim S1A \\sim C14A \\sim C15A
\\sim C16A \\sim C17A: within 2A with sigma of 0.005 and sigma for terminal
atoms of 0.01
Uanis(C14) = Uanis(C14A)
5. Rigid body (RIGU) restrains
 S1, C14, C15, C16, C17, S1A, C14A, C15A, C16A, C17A
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
6. Same fragment restrains
{S1, C14, C15, C16, C17} sigma for 1-2: 0.005, 1-3: 0.04
as
{S1A, C14A, C15A, C16A, C17A}
7. Others
 Sof(S1A)=Sof(C14A)=Sof(C15A)=Sof(H15A)=Sof(C16A)=Sof(H16A)=Sof(C17A)=
 Sof(H17A)=1-FVAR(1)
 Sof(S1)=Sof(C14)=Sof(C15)=Sof(H15)=Sof(C16)=Sof(H16)=Sof(C17)=Sof(H17)=FVAR(1)
8.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C9(H9), C10(H10), C11(H11), C12(H12),
 C15(H15), C16(H16), C17(H17), C15A(H15A), C16A(H16A), C17A(H17A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.78433(6) 0.48726(2) 0.53791(3) 0.01277(13) Uani 1 1 d . . . . .
Cl1 Cl 0.84269(12) 0.48231(4) 0.36234(6) 0.01548(19) Uani 1 1 d . . . . .
O1 O 0.8227(3) 0.38918(11) 0.57778(18) 0.0151(5) Uani 1 1 d . . . . .
N1 N 0.7205(4) 0.48917(13) 0.6883(2) 0.0113(6) Uani 1 1 d . . . . .
N2 N 0.7515(4) 0.42866(13) 0.7496(2) 0.0123(6) Uani 1 1 d . . . . .
N3 N 0.6924(4) 0.58556(14) 0.5404(2) 0.0150(6) Uani 1 1 d . . . . .
C1 C 0.6720(5) 0.54799(16) 0.7281(3) 0.0128(7) Uani 1 1 d . . . . .
C2 C 0.6573(5) 0.56171(16) 0.8471(3) 0.0127(7) Uani 1 1 d . . . . .
C3 C 0.8225(5) 0.55943(17) 0.9300(3) 0.0181(8) Uani 1 1 d . . . . .
H3 H 0.944218 0.548467 0.909993 0.022 Uiso 1 1 calc R . . . .
C4 C 0.8104(6) 0.57307(18) 1.0418(3) 0.0254(9) Uani 1 1 d . . . . .
H4 H 0.924292 0.572584 1.097746 0.030 Uiso 1 1 calc R . . . .
C5 C 0.6328(6) 0.58741(18) 1.0722(3) 0.0245(9) Uani 1 1 d . . . . .
H5 H 0.623744 0.595288 1.149061 0.029 Uiso 1 1 calc R . . . .
C6 C 0.4688(6) 0.59017(18) 0.9898(3) 0.0227(8) Uani 1 1 d . . . . .
H6 H 0.346973 0.600523 1.010137 0.027 Uiso 1 1 calc R . . . .
C7 C 0.4807(5) 0.57797(17) 0.8776(3) 0.0171(8) Uani 1 1 d . . . . .
H7 H 0.367420 0.580754 0.821454 0.021 Uiso 1 1 calc R . . . .
C8 C 0.6497(5) 0.60381(17) 0.6423(3) 0.0142(7) Uani 1 1 d . . . . .
C9 C 0.5965(5) 0.67150(17) 0.6625(3) 0.0191(8) Uani 1 1 d . . . . .
H9 H 0.564529 0.683938 0.733434 0.023 Uiso 1 1 calc R . . . .
C10 C 0.5903(5) 0.72084(18) 0.5779(3) 0.0246(9) Uani 1 1 d . . . . .
H10 H 0.554755 0.767528 0.590581 0.030 Uiso 1 1 calc R . . . .
C11 C 0.6359(5) 0.70199(19) 0.4755(3) 0.0248(9) Uani 1 1 d . . . . .
H11 H 0.633475 0.735377 0.416993 0.030 Uiso 1 1 calc R . . . .
C12 C 0.6853(5) 0.63362(19) 0.4594(3) 0.0213(8) Uani 1 1 d . . . . .
H12 H 0.715347 0.620272 0.388336 0.026 Uiso 1 1 calc R . . . .
C13 C 0.8051(4) 0.38000(16) 0.6818(3) 0.0115(7) Uani 1 1 d D . . . .
S1 S 0.8308(5) 0.29163(13) 0.86302(18) 0.0168(6) Uani 0.546(4) 1 d D U P A 1
C14 C 0.8459(5) 0.31054(16) 0.7282(2) 0.0137(6) Uani 0.546(4) 1 d D U P A 1
C15 C 0.895(3) 0.2530(6) 0.6688(10) 0.0160(13) Uani 0.546(4) 1 d D U P A 1
H15 H 0.914191 0.251872 0.592542 0.019 Uiso 0.546(4) 1 calc R . P A 1
C16 C 0.914(3) 0.1909(6) 0.7533(9) 0.0153(14) Uani 0.546(4) 1 d D U P A 1
H16 H 0.944273 0.144370 0.736350 0.018 Uiso 0.546(4) 1 calc R . P A 1
C17 C 0.879(3) 0.2133(5) 0.8540(10) 0.0134(13) Uani 0.546(4) 1 d D U P A 1
H17 H 0.884546 0.182656 0.916445 0.016 Uiso 0.546(4) 1 calc R . P A 1
S1A S 0.9061(8) 0.24537(19) 0.6467(3) 0.0168(7) Uani 0.454(4) 1 d D U P A 2
C14A C 0.8459(5) 0.31054(16) 0.7282(2) 0.0137(6) Uani 0.454(4) 1 d D U P A 2
C15A C 0.839(3) 0.2846(7) 0.8356(9) 0.0147(14) Uani 0.454(4) 1 d D U P A 2
H15A H 0.809595 0.311088 0.897157 0.018 Uiso 0.454(4) 1 calc R . P A 2
C16A C 0.886(3) 0.2051(6) 0.8387(12) 0.0136(14) Uani 0.454(4) 1 d D U P A 2
H16A H 0.888046 0.174752 0.901339 0.016 Uiso 0.454(4) 1 calc R . P A 2
C17A C 0.923(3) 0.1874(7) 0.7363(10) 0.0146(14) Uani 0.454(4) 1 d D U P A 2
H17A H 0.957195 0.141111 0.719950 0.018 Uiso 0.454(4) 1 calc R . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 Cl1 2.2222(9) . ?
Cu1 Cl1 2.7426(9) 3_766 ?
Cu1 O1 1.950(2) . ?
Cu1 N1 1.938(3) . ?
Cu1 N3 1.996(3) . ?
O1 C13 1.290(4) . ?
N1 N2 1.373(4) . ?
N1 C1 1.295(4) . ?
N2 C13 1.336(4) . ?
N3 C8 1.358(4) . ?
N3 C12 1.337(4) . ?
C1 C2 1.477(5) . ?
C1 C8 1.477(5) . ?
C2 C3 1.390(5) . ?
C2 C7 1.387(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.387(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.385(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.381(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.386(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.385(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.386(5) . ?
C10 H10 0.9500 . ?
C10 C11 1.373(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.380(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.455(4) . ?
C13 C14A 1.455(4) . ?
S1 C14 1.683(3) . ?
S1 C17 1.549(9) . ?
C14 C15 1.391(10) . ?
C15 H15 0.9500 . ?
C15 C16 1.557(14) . ?
C16 H16 0.9500 . ?
C16 C17 1.346(6) . ?
C17 H17 0.9500 . ?
S1A C14A 1.688(3) . ?
S1A C17A 1.540(10) . ?
C14A C15A 1.394(10) . ?
C15A H15A 0.9500 . ?
C15A C16A 1.561(14) . ?
C16A H16A 0.9500 . ?
C16A C17A 1.346(6) . ?
C17A H17A 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 Cu1 Cl1 96.03(3) . 3_766 ?
O1 Cu1 Cl1 91.03(7) . 3_766 ?
O1 Cu1 Cl1 98.74(7) . . ?
O1 Cu1 N3 160.10(11) . . ?
N1 Cu1 Cl1 86.88(8) . 3_766 ?
N1 Cu1 Cl1 176.99(8) . . ?
N1 Cu1 O1 80.40(10) . . ?
N1 Cu1 N3 80.82(11) . . ?
N3 Cu1 Cl1 94.47(8) . 3_766 ?
N3 Cu1 Cl1 99.68(8) . . ?
Cu1 Cl1 Cu1 83.97(3) . 3_766 ?
C13 O1 Cu1 109.74(19) . . ?
N2 N1 Cu1 116.38(19) . . ?
C1 N1 Cu1 118.7(2) . . ?
C1 N1 N2 124.5(3) . . ?
C13 N2 N1 107.4(3) . . ?
C8 N3 Cu1 112.3(2) . . ?
C12 N3 Cu1 127.8(2) . . ?
C12 N3 C8 119.6(3) . . ?
N1 C1 C2 125.5(3) . . ?
N1 C1 C8 112.1(3) . . ?
C2 C1 C8 122.1(3) . . ?
C3 C2 C1 120.0(3) . . ?
C7 C2 C1 120.9(3) . . ?
C7 C2 C3 119.2(3) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.3(3) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.2(3) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 120.3 . . ?
C6 C5 C4 119.5(3) . . ?
C6 C5 H5 120.3 . . ?
C5 C6 H6 119.7 . . ?
C5 C6 C7 120.5(4) . . ?
C7 C6 H6 119.7 . . ?
C2 C7 H7 119.9 . . ?
C6 C7 C2 120.2(3) . . ?
C6 C7 H7 119.9 . . ?
N3 C8 C1 115.5(3) . . ?
N3 C8 C9 120.6(3) . . ?
C9 C8 C1 123.9(3) . . ?
C8 C9 H9 120.4 . . ?
C8 C9 C10 119.2(3) . . ?
C10 C9 H9 120.4 . . ?
C9 C10 H10 120.1 . . ?
C11 C10 C9 119.7(3) . . ?
C11 C10 H10 120.1 . . ?
C10 C11 H11 120.6 . . ?
C10 C11 C12 118.7(3) . . ?
C12 C11 H11 120.6 . . ?
N3 C12 C11 122.1(4) . . ?
N3 C12 H12 118.9 . . ?
C11 C12 H12 118.9 . . ?
O1 C13 N2 125.5(3) . . ?
O1 C13 C14 116.8(3) . . ?
O1 C13 C14A 116.8(3) . . ?
N2 C13 C14 117.6(3) . . ?
N2 C13 C14A 117.6(3) . . ?
C17 S1 C14 95.2(4) . . ?
C13 C14 S1 121.8(2) . . ?
C15 C14 C13 125.5(6) . . ?
C15 C14 S1 112.7(6) . . ?
C14 C15 H15 127.1 . . ?
C14 C15 C16 105.8(8) . . ?
C16 C15 H15 127.1 . . ?
C15 C16 H16 125.2 . . ?
C17 C16 C15 109.6(11) . . ?
C17 C16 H16 125.2 . . ?
S1 C17 H17 121.7 . . ?
C16 C17 S1 116.7(11) . . ?
C16 C17 H17 121.7 . . ?
C17A S1A C14A 97.2(5) . . ?
C13 C14A S1A 120.6(2) . . ?
C15A C14A C13 130.3(6) . . ?
C15A C14A S1A 109.1(5) . . ?
C14A C15A H15A 125.4 . . ?
C14A C15A C16A 109.3(8) . . ?
C16A C15A H15A 125.4 . . ?
C15A C16A H16A 126.3 . . ?
C17A C16A C15A 107.4(13) . . ?
C17A C16A H16A 126.3 . . ?
S1A C17A H17A 121.5 . . ?
C16A C17A S1A 117.1(13) . . ?
C16A C17A H17A 121.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O1 C13 N2 5.6(4) . . . . ?
Cu1 O1 C13 C14 -174.9(2) . . . . ?
Cu1 O1 C13 C14A -174.9(2) . . . . ?
Cu1 N1 N2 C13 -5.4(3) . . . . ?
Cu1 N1 C1 C2 -167.0(2) . . . . ?
Cu1 N1 C1 C8 7.4(4) . . . . ?
Cu1 N3 C8 C1 -2.2(3) . . . . ?
Cu1 N3 C8 C9 175.5(3) . . . . ?
Cu1 N3 C12 C11 -173.6(3) . . . . ?
O1 C13 C14 S1 179.3(3) . . . . ?
O1 C13 C14 C15 -2.3(10) . . . . ?
O1 C13 C14A S1A -1.9(5) . . . . ?
O1 C13 C14A C15A -179.5(10) . . . . ?
N1 N2 C13 O1 -0.3(4) . . . . ?
N1 N2 C13 C14 -179.8(3) . . . . ?
N1 N2 C13 C14A -179.8(3) . . . . ?
N1 C1 C2 C3 65.5(5) . . . . ?
N1 C1 C2 C7 -115.5(4) . . . . ?
N1 C1 C8 N3 -3.2(4) . . . . ?
N1 C1 C8 C9 179.2(3) . . . . ?
N2 N1 C1 C2 5.3(5) . . . . ?
N2 N1 C1 C8 179.8(3) . . . . ?
N2 C13 C14 S1 -1.1(5) . . . . ?
N2 C13 C14 C15 177.2(10) . . . . ?
N2 C13 C14A S1A 177.7(3) . . . . ?
N2 C13 C14A C15A 0.0(11) . . . . ?
N3 C8 C9 C10 -1.1(5) . . . . ?
C1 N1 N2 C13 -178.0(3) . . . . ?
C1 C2 C3 C4 179.2(3) . . . . ?
C1 C2 C7 C6 179.5(3) . . . . ?
C1 C8 C9 C10 176.4(3) . . . . ?
C2 C1 C8 N3 171.5(3) . . . . ?
C2 C1 C8 C9 -6.1(5) . . . . ?
C2 C3 C4 C5 1.6(5) . . . . ?
C3 C2 C7 C6 -1.5(5) . . . . ?
C3 C4 C5 C6 -2.0(5) . . . . ?
C4 C5 C6 C7 0.7(5) . . . . ?
C5 C6 C7 C2 1.0(5) . . . . ?
C7 C2 C3 C4 0.2(5) . . . . ?
C8 N3 C12 C11 0.1(5) . . . . ?
C8 C1 C2 C3 -108.4(4) . . . . ?
C8 C1 C2 C7 70.6(4) . . . . ?
C8 C9 C10 C11 0.3(5) . . . . ?
C9 C10 C11 C12 0.6(6) . . . . ?
C10 C11 C12 N3 -0.8(6) . . . . ?
C12 N3 C8 C1 -176.8(3) . . . . ?
C12 N3 C8 C9 0.9(5) . . . . ?
C13 C14 C15 C16 -177.2(8) . . . . ?
C13 C14A C15A C16A 177.0(9) . . . . ?
S1 C14 C15 C16 1.3(13) . . . . ?
C14 S1 C17 C16 0.4(13) . . . . ?
C14 C15 C16 C17 -1.0(16) . . . . ?
C15 C16 C17 S1 0.3(17) . . . . ?
C17 S1 C14 C13 177.5(7) . . . . ?
C17 S1 C14 C15 -1.1(10) . . . . ?
S1A C14A C15A C16A -0.9(13) . . . . ?
C14A S1A C17A C16A 0.6(16) . . . . ?
C14A C15A C16A C17A 1.3(18) . . . . ?
C15A C16A C17A S1A -1(2) . . . . ?
C17A S1A C14A C13 -177.9(9) . . . . ?
C17A S1A C14A C15A 0.2(11) . . . . ?

_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_cb8
_database_code_depnum_ccdc_archive 'CCDC 1856307'
loop_
_audit_author_name
_audit_author_address
'nattamai s p bhuvanesh'
;Department of Chemistry, Texas A&M University, College Station, TX 77843, U.S.A.
United States of America
;
_audit_update_record             
;
2018-07-17 deposited with the CCDC.	2024-01-09 downloaded from the CCDC.
;
_audit_creation_date             2018-07-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H26 Cl2 Cu2 N8 O2'
_chemical_formula_sum            'C36 H26 Cl2 Cu2 N8 O2'
_chemical_formula_weight         800.63
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_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                   9.0207(13)
_cell_length_b                   13.1603(17)
_cell_length_c                   14.5195(18)
_cell_angle_alpha                90
_cell_angle_beta                 106.049(4)
_cell_angle_gamma                90
_cell_volume                     1656.5(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9943
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      27.587
_cell_measurement_theta_min      2.813
_shelx_estimated_absorpt_T_max   0.905
_shelx_estimated_absorpt_T_min   0.693
_exptl_absorpt_coefficient_mu    1.493
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6425
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1068 before and 0.0632 after correction. The Ratio of minimum to maximum transmission is 0.8617. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.605
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             812
_exptl_crystal_size_max          0.265
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.068
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0514
_diffrn_reflns_av_unetI/netI     0.0493
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            18049
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_min         2.814
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2916
_reflns_number_total             3794
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.439
_refine_diff_density_min         -0.595
_refine_diff_density_rms         0.103
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.127
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3794
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0665
_refine_ls_R_factor_gt           0.0432
_refine_ls_restrained_S_all      1.127
_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)+(0.0098P)²+2.8796P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0705
_refine_ls_wR_factor_ref         0.0783
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C9(H9), C10(H10), C11(H11), C12(H12),
 C15(H15), C16(H16), C17(H17), C18(H18)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.17601(4) 0.45496(2) 0.51367(2) 0.01267(10) Uani 1 1 d . . . . .
Cl1 Cl 0.09566(8) 0.55626(5) 0.61523(4) 0.01511(15) Uani 1 1 d . . . . .
O1 O 0.2589(2) 0.56146(13) 0.44652(13) 0.0152(4) Uani 1 1 d . . . . .
N1 N 0.3007(3) 0.37259(17) 0.45333(15) 0.0120(5) Uani 1 1 d . . . . .
N2 N 0.3719(3) 0.42179(17) 0.39381(16) 0.0143(5) Uani 1 1 d . . . . .
N3 N 0.1444(3) 0.31804(17) 0.56625(15) 0.0139(5) Uani 1 1 d . . . . .
N4 N 0.5758(3) 0.60933(18) 0.23537(17) 0.0197(5) Uani 1 1 d . . . . .
C1 C 0.3120(3) 0.27504(19) 0.46982(18) 0.0121(6) Uani 1 1 d . . . . .
C2 C 0.4050(3) 0.2048(2) 0.42882(18) 0.0142(6) Uani 1 1 d . . . . .
C3 C 0.3421(4) 0.1134(2) 0.3865(2) 0.0212(7) Uani 1 1 d . . . . .
H3 H 0.240992 0.094164 0.387413 0.025 Uiso 1 1 calc R . . . .
C4 C 0.4264(4) 0.0510(2) 0.3434(2) 0.0293(8) Uani 1 1 d . . . . .
H4 H 0.382467 -0.010472 0.313764 0.035 Uiso 1 1 calc R . . . .
C5 C 0.5745(4) 0.0777(3) 0.3434(2) 0.0330(9) Uani 1 1 d . . . . .
H5 H 0.631459 0.035256 0.312620 0.040 Uiso 1 1 calc R . . . .
C6 C 0.6399(4) 0.1663(2) 0.3881(2) 0.0274(8) Uani 1 1 d . . . . .
H6 H 0.743304 0.182976 0.390326 0.033 Uiso 1 1 calc R . . . .
C7 C 0.5554(3) 0.2307(2) 0.4296(2) 0.0182(6) Uani 1 1 d . . . . .
H7 H 0.599621 0.292427 0.458581 0.022 Uiso 1 1 calc R . . . .
C8 C 0.2220(3) 0.2420(2) 0.53578(18) 0.0132(6) Uani 1 1 d . . . . .
C9 C 0.2161(3) 0.1432(2) 0.5680(2) 0.0171(6) Uani 1 1 d . . . . .
H9 H 0.271880 0.090590 0.547617 0.021 Uiso 1 1 calc R . . . .
C10 C 0.1284(3) 0.1220(2) 0.6303(2) 0.0204(7) Uani 1 1 d . . . . .
H10 H 0.122997 0.054650 0.652622 0.025 Uiso 1 1 calc R . . . .
C11 C 0.0490(4) 0.1994(2) 0.6595(2) 0.0219(7) Uani 1 1 d . . . . .
H11 H -0.012316 0.186182 0.701890 0.026 Uiso 1 1 calc R . . . .
C12 C 0.0603(3) 0.2971(2) 0.6260(2) 0.0175(6) Uani 1 1 d . . . . .
H12 H 0.006194 0.350673 0.646356 0.021 Uiso 1 1 calc R . . . .
C13 C 0.3420(3) 0.52094(19) 0.39748(18) 0.0117(6) Uani 1 1 d . . . . .
C14 C 0.4100(3) 0.5890(2) 0.33910(19) 0.0133(6) Uani 1 1 d . . . . .
C15 C 0.3702(3) 0.6916(2) 0.32841(19) 0.0164(6) Uani 1 1 d . . . . .
H15 H 0.300470 0.719818 0.359981 0.020 Uiso 1 1 calc R . . . .
C16 C 0.4338(3) 0.7514(2) 0.2712(2) 0.0184(6) Uani 1 1 d . . . . .
H16 H 0.408731 0.821575 0.262990 0.022 Uiso 1 1 calc R . . . .
C17 C 0.5347(3) 0.7079(2) 0.2260(2) 0.0192(6) Uani 1 1 d . . . . .
H17 H 0.576948 0.749755 0.186318 0.023 Uiso 1 1 calc R . . . .
C18 C 0.5145(3) 0.5524(2) 0.29179(19) 0.0158(6) Uani 1 1 d . . . . .
H18 H 0.543812 0.482945 0.300187 0.019 Uiso 1 1 calc R . . . .


_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 Cl1 2.2512(7) . ?
Cu1 Cl1 2.6447(8) 3_566 ?
Cu1 O1 1.9691(18) . ?
Cu1 N1 1.937(2) . ?
Cu1 N3 2.008(2) . ?
O1 C13 1.284(3) . ?
N1 N2 1.373(3) . ?
N1 C1 1.305(3) . ?
N2 C13 1.336(3) . ?
N3 C8 1.363(3) . ?
N3 C12 1.330(3) . ?
N4 C17 1.346(4) . ?
N4 C18 1.338(3) . ?
C1 C2 1.479(4) . ?
C1 C8 1.482(4) . ?
C2 C3 1.398(4) . ?
C2 C7 1.395(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.381(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.381(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.385(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.385(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.388(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.384(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.379(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.388(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.478(4) . ?
C14 C15 1.396(4) . ?
C14 C18 1.396(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.379(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.385(4) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 Cu1 Cl1 95.36(2) . 3_566 ?
O1 Cu1 Cl1 97.93(6) . . ?
O1 Cu1 Cl1 95.38(6) . 3_566 ?
O1 Cu1 N3 160.10(8) . . ?
N1 Cu1 Cl1 163.73(7) . . ?
N1 Cu1 Cl1 100.90(7) . 3_566 ?
N1 Cu1 O1 80.03(8) . . ?
N1 Cu1 N3 80.27(9) . . ?
N3 Cu1 Cl1 100.20(7) . . ?
N3 Cu1 Cl1 91.02(7) . 3_566 ?
Cu1 Cl1 Cu1 84.64(2) . 3_566 ?
C13 O1 Cu1 109.81(16) . . ?
N2 N1 Cu1 116.86(16) . . ?
C1 N1 Cu1 119.55(18) . . ?
C1 N1 N2 123.6(2) . . ?
C13 N2 N1 107.5(2) . . ?
C8 N3 Cu1 113.34(17) . . ?
C12 N3 Cu1 126.92(19) . . ?
C12 N3 C8 119.7(2) . . ?
C18 N4 C17 116.9(2) . . ?
N1 C1 C2 124.4(2) . . ?
N1 C1 C8 112.3(2) . . ?
C2 C1 C8 123.3(2) . . ?
C3 C2 C1 120.5(3) . . ?
C7 C2 C1 120.1(2) . . ?
C7 C2 C3 119.3(3) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.2(3) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.2(3) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 120.1(3) . . ?
C6 C5 H5 120.0 . . ?
C5 C6 H6 119.8 . . ?
C7 C6 C5 120.3(3) . . ?
C7 C6 H6 119.8 . . ?
C2 C7 H7 120.1 . . ?
C6 C7 C2 119.8(3) . . ?
C6 C7 H7 120.1 . . ?
N3 C8 C1 114.6(2) . . ?
N3 C8 C9 120.5(2) . . ?
C9 C8 C1 124.9(2) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 C8 119.4(3) . . ?
C10 C9 H9 120.3 . . ?
C9 C10 H10 120.3 . . ?
C11 C10 C9 119.5(3) . . ?
C11 C10 H10 120.3 . . ?
C10 C11 H11 120.6 . . ?
C10 C11 C12 118.8(3) . . ?
C12 C11 H11 120.6 . . ?
N3 C12 C11 122.1(3) . . ?
N3 C12 H12 119.0 . . ?
C11 C12 H12 119.0 . . ?
O1 C13 N2 125.6(2) . . ?
O1 C13 C14 117.7(2) . . ?
N2 C13 C14 116.6(2) . . ?
C15 C14 C13 121.0(2) . . ?
C15 C14 C18 117.8(3) . . ?
C18 C14 C13 121.2(2) . . ?
C14 C15 H15 120.6 . . ?
C16 C15 C14 118.8(3) . . ?
C16 C15 H15 120.6 . . ?
C15 C16 H16 120.4 . . ?
C15 C16 C17 119.1(3) . . ?
C17 C16 H16 120.4 . . ?
N4 C17 C16 123.4(3) . . ?
N4 C17 H17 118.3 . . ?
C16 C17 H17 118.3 . . ?
N4 C18 C14 123.9(3) . . ?
N4 C18 H18 118.0 . . ?
C14 C18 H18 118.0 . . ?

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 O1 C13 N2 -1.6(3) . . . . ?
Cu1 O1 C13 C14 177.88(18) . . . . ?
Cu1 N1 N2 C13 3.7(3) . . . . ?
Cu1 N1 C1 C2 -179.3(2) . . . . ?
Cu1 N1 C1 C8 0.0(3) . . . . ?
Cu1 N3 C8 C1 -0.6(3) . . . . ?
Cu1 N3 C8 C9 177.9(2) . . . . ?
Cu1 N3 C12 C11 -178.6(2) . . . . ?
O1 C13 C14 C15 -7.6(4) . . . . ?
O1 C13 C14 C18 173.2(2) . . . . ?
N1 N2 C13 O1 -1.3(4) . . . . ?
N1 N2 C13 C14 179.2(2) . . . . ?
N1 C1 C2 C3 -132.2(3) . . . . ?
N1 C1 C2 C7 45.9(4) . . . . ?
N1 C1 C8 N3 0.4(3) . . . . ?
N1 C1 C8 C9 -178.1(3) . . . . ?
N2 N1 C1 C2 1.4(4) . . . . ?
N2 N1 C1 C8 -179.2(2) . . . . ?
N2 C13 C14 C15 171.9(3) . . . . ?
N2 C13 C14 C18 -7.3(4) . . . . ?
N3 C8 C9 C10 1.2(4) . . . . ?
C1 N1 N2 C13 -177.0(2) . . . . ?
C1 C2 C3 C4 176.2(3) . . . . ?
C1 C2 C7 C6 -177.7(2) . . . . ?
C1 C8 C9 C10 179.5(3) . . . . ?
C2 C1 C8 N3 179.7(2) . . . . ?
C2 C1 C8 C9 1.2(4) . . . . ?
C2 C3 C4 C5 1.1(4) . . . . ?
C3 C2 C7 C6 0.5(4) . . . . ?
C3 C4 C5 C6 1.2(5) . . . . ?
C4 C5 C6 C7 -2.7(5) . . . . ?
C5 C6 C7 C2 1.9(4) . . . . ?
C7 C2 C3 C4 -2.0(4) . . . . ?
C8 N3 C12 C11 0.4(4) . . . . ?
C8 C1 C2 C3 48.5(4) . . . . ?
C8 C1 C2 C7 -133.3(3) . . . . ?
C8 C9 C10 C11 -0.4(4) . . . . ?
C9 C10 C11 C12 -0.4(4) . . . . ?
C10 C11 C12 N3 0.4(4) . . . . ?
C12 N3 C8 C1 -179.7(2) . . . . ?
C12 N3 C8 C9 -1.2(4) . . . . ?
C13 C14 C15 C16 -178.4(2) . . . . ?
C13 C14 C18 N4 177.6(3) . . . . ?
C14 C15 C16 C17 0.2(4) . . . . ?
C15 C14 C18 N4 -1.5(4) . . . . ?
C15 C16 C17 N4 -0.6(4) . . . . ?
C17 N4 C18 C14 1.2(4) . . . . ?
C18 N4 C17 C16 -0.1(4) . . . . ?
C18 C14 C15 C16 0.8(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cdb3a
_database_code_depnum_ccdc_archive 'CCDC 1834923'
loop_
_audit_author_name
_audit_author_address
'nattamai s p bhuvanesh'
;Department of Chemistry, Texas A&M University, College Station, TX 77843, U.S.A.
United States of America
;
_audit_update_record             
;
2018-04-05 deposited with the CCDC.	2024-01-09 downloaded from the CCDC.
;
_audit_creation_date             2018-04-04
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C38 H28 Cl2 Cu2 N6 O4'
_chemical_formula_sum            'C38 H28 Cl2 Cu2 N6 O4'
_chemical_formula_weight         830.64
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.3698(14)
_cell_length_b                   21.702(3)
_cell_length_c                   7.5455(11)
_cell_angle_alpha                90
_cell_angle_beta                 97.017(5)
_cell_angle_gamma                90
_cell_volume                     1685.4(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9869
_cell_measurement_temperature    110.0
_cell_measurement_theta_max      27.491
_cell_measurement_theta_min      2.190
_shelx_estimated_absorpt_T_max   0.956
_shelx_estimated_absorpt_T_min   0.838
_exptl_absorpt_coefficient_mu    1.474
_exptl_absorpt_correction_T_max  0.4222
_exptl_absorpt_correction_T_min  0.3449
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1494 before and 0.0845 after correction. The Ratio of minimum to maximum transmission is 0.8169. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.637
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             844
_exptl_crystal_size_max          0.124
_exptl_crystal_size_mid          0.095
_exptl_crystal_size_min          0.031
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0686
_diffrn_reflns_av_unetI/netI     0.0410
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            26692
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.190
_diffrn_ambient_temperature      110.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2389
_reflns_number_total             2969
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.597
_refine_diff_density_min         -0.474
_refine_diff_density_rms         0.125
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.265
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         2969
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0714
_refine_ls_R_factor_gt           0.0552
_refine_ls_restrained_S_all      1.265
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+7.8039P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0964
_refine_ls_wR_factor_ref         0.1049
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C9(H9), C10(H10), C11(H11), C12(H12),
 C15(H15), C16(H16), C17(H17), C18(H18)
2.b Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_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
Cu1 Cu 0.45505(5) 0.42560(2) 0.47208(7) 0.01126(16) Uani 1 1 d . . . . .
Cl1 Cl 0.61723(10) 0.47346(5) 0.36021(15) 0.0141(2) Uani 1 1 d . . . . .
O1 O 0.5519(3) 0.39273(14) 0.6968(4) 0.0133(7) Uani 1 1 d . . . . .
O2 O 0.3054(3) 0.30699(15) 1.0282(4) 0.0162(7) Uani 1 1 d . . . . .
H2 H 0.285296 0.322009 0.925933 0.024 Uiso 1 1 calc GR . . . .
N1 N 0.3174(3) 0.37980(16) 0.5661(5) 0.0106(8) Uani 1 1 d . . . . .
N2 N 0.3457(3) 0.35719(16) 0.7343(5) 0.0104(8) Uani 1 1 d . . . . .
N3 N 0.3103(3) 0.43714(16) 0.2694(5) 0.0108(8) Uani 1 1 d . . . . .
C1 C 0.2014(4) 0.3814(2) 0.4802(6) 0.0121(9) Uani 1 1 d . . . . .
C2 C 0.0850(4) 0.3586(2) 0.5529(6) 0.0118(9) Uani 1 1 d . . . . .
C3 C 0.0835(4) 0.3000(2) 0.6301(6) 0.0156(10) Uani 1 1 d . . . . .
H3 H 0.157301 0.273923 0.632072 0.019 Uiso 1 1 calc R . . . .
C4 C -0.0251(4) 0.2797(2) 0.7038(6) 0.0180(10) Uani 1 1 d . . . . .
H4 H -0.025733 0.239890 0.755726 0.022 Uiso 1 1 calc R . . . .
C5 C -0.1325(4) 0.3177(2) 0.7014(6) 0.0175(10) Uani 1 1 d . . . . .
H5 H -0.206359 0.303772 0.752905 0.021 Uiso 1 1 calc R . . . .
C6 C -0.1336(4) 0.3758(2) 0.6249(6) 0.0165(10) Uani 1 1 d . . . . .
H6 H -0.207897 0.401491 0.622949 0.020 Uiso 1 1 calc R . . . .
C7 C -0.0248(4) 0.3960(2) 0.5511(6) 0.0135(10) Uani 1 1 d . . . . .
H7 H -0.025081 0.435755 0.498699 0.016 Uiso 1 1 calc R . . . .
C8 C 0.1972(4) 0.41013(19) 0.3023(6) 0.0125(10) Uani 1 1 d . . . . .
C9 C 0.0893(4) 0.4092(2) 0.1738(6) 0.0144(10) Uani 1 1 d . . . . .
H9 H 0.011273 0.389639 0.197849 0.017 Uiso 1 1 calc R . . . .
C10 C 0.0966(4) 0.4370(2) 0.0102(6) 0.0185(11) Uani 1 1 d . . . . .
H10 H 0.024024 0.436591 -0.079808 0.022 Uiso 1 1 calc R . . . .
C11 C 0.2112(5) 0.4655(2) -0.0199(6) 0.0200(11) Uani 1 1 d . . . . .
H11 H 0.217977 0.485395 -0.130541 0.024 Uiso 1 1 calc R . . . .
C12 C 0.3156(4) 0.4647(2) 0.1124(6) 0.0157(10) Uani 1 1 d . . . . .
H12 H 0.393879 0.484540 0.091010 0.019 Uiso 1 1 calc R . . . .
C13 C 0.4726(4) 0.36666(19) 0.7901(6) 0.0091(9) Uani 1 1 d . . . . .
C14 C 0.5175(4) 0.34540(19) 0.9719(6) 0.0114(9) Uani 1 1 d . . . . .
C15 C 0.6485(4) 0.3529(2) 1.0403(6) 0.0134(10) Uani 1 1 d . . . . .
H15 H 0.705876 0.372901 0.969745 0.016 Uiso 1 1 calc R . . . .
C16 C 0.6953(4) 0.3318(2) 1.2081(6) 0.0157(10) Uani 1 1 d . . . . .
H16 H 0.784813 0.336358 1.251010 0.019 Uiso 1 1 calc R . . . .
C17 C 0.6123(5) 0.3038(2) 1.3148(6) 0.0172(10) Uani 1 1 d . . . . .
H17 H 0.644944 0.289685 1.430776 0.021 Uiso 1 1 calc R . . . .
C18 C 0.4814(4) 0.2965(2) 1.2523(6) 0.0143(10) Uani 1 1 d . . . . .
H18 H 0.424503 0.277815 1.325905 0.017 Uiso 1 1 calc R . . . .
C19 C 0.4338(4) 0.31677(19) 1.0809(6) 0.0121(9) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 Cl1 2.2286(12) . ?
Cu1 Cl1 2.6821(12) 3_666 ?
Cu1 O1 1.994(3) . ?
Cu1 N1 1.943(3) . ?
Cu1 N3 2.023(4) . ?
O1 C13 1.277(5) . ?
O2 H2 0.8400 . ?
O2 C19 1.359(5) . ?
N1 N2 1.358(5) . ?
N1 C1 1.296(5) . ?
N2 C13 1.347(5) . ?
N3 C8 1.361(5) . ?
N3 C12 1.335(6) . ?
C1 C2 1.471(6) . ?
C1 C8 1.476(6) . ?
C2 C3 1.400(6) . ?
C2 C7 1.397(6) . ?
C3 H3 0.9500 . ?
C3 C4 1.386(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.384(7) . ?
C5 H5 0.9500 . ?
C5 C6 1.386(7) . ?
C6 H6 0.9500 . ?
C6 C7 1.388(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.388(6) . ?
C9 H9 0.9500 . ?
C9 C10 1.385(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.383(7) . ?
C11 H11 0.9500 . ?
C11 C12 1.380(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.469(6) . ?
C14 C15 1.402(6) . ?
C14 C19 1.411(6) . ?
C15 H15 0.9500 . ?
C15 C16 1.379(6) . ?
C16 H16 0.9500 . ?
C16 C17 1.388(7) . ?
C17 H17 0.9500 . ?
C17 C18 1.390(6) . ?
C18 H18 0.9500 . ?
C18 C19 1.397(6) . ?

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
Cl1 Cu1 Cl1 93.75(4) . 3_666 ?
O1 Cu1 Cl1 91.81(9) . 3_666 ?
O1 Cu1 Cl1 99.44(9) . . ?
O1 Cu1 N3 159.54(13) . . ?
N1 Cu1 Cl1 177.00(11) . . ?
N1 Cu1 Cl1 89.17(11) . 3_666 ?
N1 Cu1 O1 79.76(13) . . ?
N1 Cu1 N3 80.16(14) . . ?
N3 Cu1 Cl1 91.79(10) . 3_666 ?
N3 Cu1 Cl1 100.41(10) . . ?
Cu1 Cl1 Cu1 86.25(4) . 3_666 ?
C13 O1 Cu1 109.6(3) . . ?
C19 O2 H2 109.5 . . ?
N2 N1 Cu1 116.2(3) . . ?
C1 N1 Cu1 118.8(3) . . ?
C1 N1 N2 124.0(4) . . ?
C13 N2 N1 109.1(3) . . ?
C8 N3 Cu1 112.7(3) . . ?
C12 N3 Cu1 128.3(3) . . ?
C12 N3 C8 119.0(4) . . ?
N1 C1 C2 123.9(4) . . ?
N1 C1 C8 112.9(4) . . ?
C2 C1 C8 123.2(4) . . ?
C3 C2 C1 120.8(4) . . ?
C7 C2 C1 120.4(4) . . ?
C7 C2 C3 118.8(4) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.3(4) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.9(4) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 119.6 . . ?
C4 C5 C6 120.8(4) . . ?
C6 C5 H5 119.6 . . ?
C5 C6 H6 120.4 . . ?
C5 C6 C7 119.2(4) . . ?
C7 C6 H6 120.4 . . ?
C2 C7 H7 119.5 . . ?
C6 C7 C2 121.0(4) . . ?
C6 C7 H7 119.5 . . ?
N3 C8 C1 114.7(4) . . ?
N3 C8 C9 121.2(4) . . ?
C9 C8 C1 124.1(4) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 C8 119.2(4) . . ?
C10 C9 H9 120.4 . . ?
C9 C10 H10 120.5 . . ?
C11 C10 C9 118.9(4) . . ?
C11 C10 H10 120.5 . . ?
C10 C11 H11 120.3 . . ?
C12 C11 C10 119.3(4) . . ?
C12 C11 H11 120.3 . . ?
N3 C12 C11 122.3(4) . . ?
N3 C12 H12 118.9 . . ?
C11 C12 H12 118.9 . . ?
O1 C13 N2 124.4(4) . . ?
O1 C13 C14 120.1(4) . . ?
N2 C13 C14 115.5(4) . . ?
C15 C14 C13 119.3(4) . . ?
C15 C14 C19 118.3(4) . . ?
C19 C14 C13 122.4(4) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 C14 121.0(4) . . ?
C16 C15 H15 119.5 . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.3(4) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.1(4) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 H18 120.1 . . ?
C17 C18 C19 119.9(4) . . ?
C19 C18 H18 120.1 . . ?
O2 C19 C14 123.3(4) . . ?
O2 C19 C18 116.4(4) . . ?
C18 C19 C14 120.3(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 O1 C13 N2 6.7(5) . . . . ?
Cu1 O1 C13 C14 -172.5(3) . . . . ?
Cu1 N1 N2 C13 -7.0(4) . . . . ?
Cu1 N1 C1 C2 -168.3(3) . . . . ?
Cu1 N1 C1 C8 10.2(5) . . . . ?
Cu1 N3 C8 C1 3.2(5) . . . . ?
Cu1 N3 C8 C9 -175.3(3) . . . . ?
Cu1 N3 C12 C11 175.2(3) . . . . ?
O1 C13 C14 C15 -1.3(6) . . . . ?
O1 C13 C14 C19 179.5(4) . . . . ?
N1 N2 C13 O1 -0.2(6) . . . . ?
N1 N2 C13 C14 179.1(3) . . . . ?
N1 C1 C2 C3 -49.6(6) . . . . ?
N1 C1 C2 C7 128.3(5) . . . . ?
N1 C1 C8 N3 -8.5(5) . . . . ?
N1 C1 C8 C9 169.9(4) . . . . ?
N2 N1 C1 C2 -0.4(7) . . . . ?
N2 N1 C1 C8 178.1(4) . . . . ?
N2 C13 C14 C15 179.4(4) . . . . ?
N2 C13 C14 C19 0.2(6) . . . . ?
N3 C8 C9 C10 -0.9(7) . . . . ?
C1 N1 N2 C13 -175.2(4) . . . . ?
C1 C2 C3 C4 177.8(4) . . . . ?
C1 C2 C7 C6 -177.7(4) . . . . ?
C1 C8 C9 C10 -179.2(4) . . . . ?
C2 C1 C8 N3 170.0(4) . . . . ?
C2 C1 C8 C9 -11.6(7) . . . . ?
C2 C3 C4 C5 -0.2(7) . . . . ?
C3 C2 C7 C6 0.2(6) . . . . ?
C3 C4 C5 C6 0.5(7) . . . . ?
C4 C5 C6 C7 -0.5(7) . . . . ?
C5 C6 C7 C2 0.1(7) . . . . ?
C7 C2 C3 C4 -0.2(6) . . . . ?
C8 N3 C12 C11 -1.7(7) . . . . ?
C8 C1 C2 C3 132.1(5) . . . . ?
C8 C1 C2 C7 -50.0(6) . . . . ?
C8 C9 C10 C11 -0.5(7) . . . . ?
C9 C10 C11 C12 0.9(7) . . . . ?
C10 C11 C12 N3 0.3(7) . . . . ?
C12 N3 C8 C1 -179.5(4) . . . . ?
C12 N3 C8 C9 2.0(6) . . . . ?
C13 C14 C15 C16 -177.9(4) . . . . ?
C13 C14 C19 O2 -0.6(6) . . . . ?
C13 C14 C19 C18 179.1(4) . . . . ?
C14 C15 C16 C17 -1.6(7) . . . . ?
C15 C14 C19 O2 -179.8(4) . . . . ?
C15 C14 C19 C18 -0.1(6) . . . . ?
C15 C16 C17 C18 0.5(7) . . . . ?
C16 C17 C18 C19 0.7(7) . . . . ?
C17 C18 C19 O2 178.8(4) . . . . ?
C17 C18 C19 C14 -0.9(6) . . . . ?
C19 C14 C15 C16 1.4(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
