# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

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

data_s
_audit_block_doi                 10.5517/ccdc.csd.cc2667l8
_database_code_depnum_ccdc_archive 'CCDC 2031789'
loop_
_audit_author_name
_audit_author_address
huchen
;zhengzhou University huchen
China
;
_audit_update_record             
;
2020-12-31 deposited with the CCDC.	2021-01-05 downloaded from the CCDC.
;
_audit_creation_date             2020-12-18
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H15 Cu I N7 S'
_chemical_formula_sum            'C18 H15 Cu I N7 S'
_chemical_formula_weight         551.87
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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'
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      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                   7.8851(8)
_cell_length_b                   9.4706(8)
_cell_length_c                   14.9633(13)
_cell_angle_alpha                92.531(3)
_cell_angle_beta                 102.966(3)
_cell_angle_gamma                113.898(3)
_cell_volume                     984.06(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9928
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      27.53
_cell_measurement_theta_min      2.38
_shelx_estimated_absorpt_T_max   0.604
_shelx_estimated_absorpt_T_min   0.591
_exptl_absorpt_coefficient_mu    2.804
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4762
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1263 before and 0.0576 after correction.
The Ratio of minimum to maximum transmission is 0.6387.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange-red
_exptl_crystal_colour_primary    orange-red
_exptl_crystal_density_diffrn    1.862
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             540
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            15213
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.612
_diffrn_reflns_theta_min         2.826
_diffrn_ambient_temperature      300.13
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3975
_reflns_number_total             4556
_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       'Bruker APEX2'
_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 (Sheldrick, 2015)'
_refine_diff_density_max         0.418
_refine_diff_density_min         -0.805
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         4556
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0321
_refine_ls_R_factor_gt           0.0250
_refine_ls_restrained_S_all      1.058
_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)+(0.0266P)²+0.3824P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0567
_refine_ls_wR_factor_ref         0.0592
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), N3(H3), C3(H3A), C4(H4), N5(H5), C7(H7), C8(H8), C13(H13),
 C14(H14), C15(H15), C16(H16)
2.b Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C)
;
_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
I1 I 0.69779(2) 0.82852(2) 0.95095(2) 0.03572(6) Uani 1 1 d . . . . .
N1 N 0.5182(3) 0.4941(2) 0.69615(13) 0.0358(4) Uani 1 1 d . . . . .
Cu1 Cu 1.04739(5) 0.89811(4) 0.93994(2) 0.04018(9) Uani 1 1 d . . . . .
S1 S 0.33365(10) 0.33099(7) 0.65214(4) 0.04083(15) Uani 1 1 d . . . . .
C1 C 1.2997(4) 0.9659(3) 0.81626(18) 0.0397(6) Uani 1 1 d . . . . .
H1 H 1.387132 0.994119 0.874429 0.048 Uiso 1 1 calc R . . . .
N2 N 0.2326(3) 0.3767(2) 0.55873(13) 0.0330(4) Uani 1 1 d . . . . .
C2 C 1.3697(4) 0.9778(3) 0.7401(2) 0.0468(6) Uani 1 1 d . . . . .
H2 H 1.500688 1.011644 0.746136 0.056 Uiso 1 1 calc R . . . .
N3 N 0.7973(3) 0.8193(2) 0.72706(12) 0.0360(5) Uani 1 1 d . . . . .
H3 H 0.771662 0.824269 0.779709 0.043 Uiso 1 1 calc R . . . .
C3 C 1.2406(4) 0.9381(3) 0.65377(18) 0.0413(6) Uani 1 1 d . . . . .
H3A H 1.284298 0.945922 0.600591 0.050 Uiso 1 1 calc R . . . .
C4 C 1.0486(4) 0.8874(3) 0.64636(16) 0.0335(5) Uani 1 1 d . . . . .
H4 H 0.960736 0.861907 0.588512 0.040 Uiso 1 1 calc R . . . .
N4 N 1.1118(3) 0.9159(2) 0.81240(12) 0.0307(4) Uani 1 1 d . . . . .
N5 N 0.1499(3) 0.5351(2) 0.41410(12) 0.0320(4) Uani 1 1 d . . . . .
H5 H 0.085213 0.439141 0.419105 0.038 Uiso 1 1 calc R . . . .
C5 C 0.9866(3) 0.8743(2) 0.72782(14) 0.0272(4) Uani 1 1 d . . . . .
C6 C 0.6398(3) 0.7548(3) 0.64739(14) 0.0298(5) Uani 1 1 d . . . . .
N6 N 0.1605(3) 0.7310(2) 0.32187(13) 0.0359(4) Uani 1 1 d . . . . .
C7 C 0.6012(3) 0.8370(3) 0.57907(15) 0.0325(5) Uani 1 1 d . . . . .
H7 H 0.683610 0.942195 0.584982 0.039 Uiso 1 1 calc R . . . .
N7 N 1.1495(3) 0.7482(3) 0.99825(15) 0.0451(5) Uani 1 1 d . . . . .
C8 C 0.4414(3) 0.7698(3) 0.49928(15) 0.0312(5) Uani 1 1 d . . . . .
H8 H 0.425470 0.831185 0.454205 0.037 Uiso 1 1 calc R . . . .
C9 C 0.3101(3) 0.6165(2) 0.48718(14) 0.0274(4) Uani 1 1 d . . . . .
C10 C 0.3443(3) 0.5279(2) 0.55872(14) 0.0271(4) Uani 1 1 d . . . . .
C11 C 0.5074(3) 0.5956(3) 0.63734(14) 0.0274(4) Uani 1 1 d . . . . .
C12 C 0.0754(3) 0.5823(3) 0.33358(14) 0.0288(5) Uani 1 1 d . . . . .
C13 C -0.0874(4) 0.4706(3) 0.26978(16) 0.0356(5) Uani 1 1 d . . . . .
H13 H -0.142517 0.367859 0.280636 0.043 Uiso 1 1 calc R . . . .
C14 C -0.1651(4) 0.5150(3) 0.19061(17) 0.0429(6) Uani 1 1 d . . . . .
H14 H -0.273405 0.442602 0.146739 0.051 Uiso 1 1 calc R . . . .
C15 C -0.0799(4) 0.6691(3) 0.17691(17) 0.0440(6) Uani 1 1 d . . . . .
H15 H -0.129888 0.702646 0.124104 0.053 Uiso 1 1 calc R . . . .
C16 C 0.0798(4) 0.7704(3) 0.24323(17) 0.0415(6) Uani 1 1 d . . . . .
H16 H 0.136786 0.873643 0.233538 0.050 Uiso 1 1 calc R . . . .
C17 C 1.2191(4) 0.6812(3) 1.04029(18) 0.0415(6) Uani 1 1 d . . . . .
C18 C 1.3104(5) 0.5976(4) 1.0969(2) 0.0641(9) Uani 1 1 d . . . . .
H18A H 1.274133 0.496641 1.063204 0.096 Uiso 1 1 calc GR . . . .
H18B H 1.269946 0.585300 1.153086 0.096 Uiso 1 1 calc GR . . . .
H18C H 1.447657 0.655739 1.111803 0.096 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
I1 Cu1 2.6081(5) . ?
I1 Cu1 2.7102(4) 2_777 ?
N1 S1 1.611(2) . ?
N1 C11 1.347(3) . ?
Cu1 Cu1 2.9964(7) 2_777 ?
Cu1 N4 2.0791(19) . ?
Cu1 N7 2.036(2) . ?
S1 N2 1.6150(19) . ?
C1 H1 0.9300 . ?
C1 C2 1.364(4) . ?
C1 N4 1.347(3) . ?
N2 C10 1.343(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.379(4) . ?
N3 H3 0.8600 . ?
N3 C5 1.364(3) . ?
N3 C6 1.412(3) . ?
C3 H3A 0.9300 . ?
C3 C4 1.366(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.404(3) . ?
N4 C5 1.346(3) . ?
N5 H5 0.8600 . ?
N5 C9 1.379(3) . ?
N5 C12 1.392(3) . ?
C6 C7 1.366(3) . ?
C6 C11 1.421(3) . ?
N6 C12 1.332(3) . ?
N6 C16 1.351(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.424(3) . ?
N7 C17 1.124(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.374(3) . ?
C9 C10 1.434(3) . ?
C10 C11 1.427(3) . ?
C12 C13 1.393(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.372(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.384(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.366(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.452(4) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cu1 I1 Cu1 68.554(13) . 2_777 ?
C11 N1 S1 106.06(15) . . ?
I1 Cu1 I1 111.446(13) . 2_777 ?
I1 Cu1 Cu1 57.337(12) . 2_777 ?
I1 Cu1 Cu1 54.109(12) 2_777 2_777 ?
N4 Cu1 I1 120.57(5) . . ?
N4 Cu1 I1 104.90(5) . 2_777 ?
N4 Cu1 Cu1 132.47(5) . 2_777 ?
N7 Cu1 I1 111.72(7) . . ?
N7 Cu1 I1 100.53(7) . 2_777 ?
N7 Cu1 Cu1 119.17(6) . 2_777 ?
N7 Cu1 N4 105.61(8) . . ?
N1 S1 N2 101.33(10) . . ?
C2 C1 H1 118.0 . . ?
N4 C1 H1 118.0 . . ?
N4 C1 C2 124.0(2) . . ?
C10 N2 S1 105.81(15) . . ?
C1 C2 H2 121.0 . . ?
C1 C2 C3 118.1(2) . . ?
C3 C2 H2 121.0 . . ?
C5 N3 H3 117.2 . . ?
C5 N3 C6 125.70(19) . . ?
C6 N3 H3 117.2 . . ?
C2 C3 H3A 120.0 . . ?
C4 C3 C2 120.0(2) . . ?
C4 C3 H3A 120.0 . . ?
C3 C4 H4 120.6 . . ?
C3 C4 C5 118.7(2) . . ?
C5 C4 H4 120.6 . . ?
C1 N4 Cu1 115.16(15) . . ?
C5 N4 Cu1 127.25(16) . . ?
C5 N4 C1 117.5(2) . . ?
C9 N5 H5 114.6 . . ?
C9 N5 C12 130.83(19) . . ?
C12 N5 H5 114.6 . . ?
N3 C5 C4 122.8(2) . . ?
N4 C5 N3 115.51(19) . . ?
N4 C5 C4 121.7(2) . . ?
N3 C6 C11 119.1(2) . . ?
C7 C6 N3 124.2(2) . . ?
C7 C6 C11 116.7(2) . . ?
C12 N6 C16 116.2(2) . . ?
C6 C7 H7 118.3 . . ?
C6 C7 C8 123.4(2) . . ?
C8 C7 H7 118.3 . . ?
C17 N7 Cu1 170.7(2) . . ?
C7 C8 H8 119.2 . . ?
C9 C8 C7 121.7(2) . . ?
C9 C8 H8 119.2 . . ?
N5 C9 C10 115.27(19) . . ?
C8 C9 N5 128.4(2) . . ?
C8 C9 C10 116.32(19) . . ?
N2 C10 C9 124.9(2) . . ?
N2 C10 C11 113.65(19) . . ?
C11 C10 C9 121.5(2) . . ?
N1 C11 C6 126.4(2) . . ?
N1 C11 C10 113.2(2) . . ?
C6 C11 C10 120.48(19) . . ?
N5 C12 C13 117.7(2) . . ?
N6 C12 N5 118.91(19) . . ?
N6 C12 C13 123.3(2) . . ?
C12 C13 H13 120.6 . . ?
C14 C13 C12 118.7(2) . . ?
C14 C13 H13 120.6 . . ?
C13 C14 H14 120.5 . . ?
C13 C14 C15 119.1(2) . . ?
C15 C14 H14 120.5 . . ?
C14 C15 H15 121.0 . . ?
C16 C15 C14 118.1(2) . . ?
C16 C15 H15 121.0 . . ?
N6 C16 C15 124.6(2) . . ?
N6 C16 H16 117.7 . . ?
C15 C16 H16 117.7 . . ?
N7 C17 C18 178.4(3) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

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
N3 H3 I1 0.86 2.75 3.6134(19) 176.8 .
N5 H5 N2 0.86 2.38 2.794(3) 110.4 .
C8 H8 N6 0.93 2.36 2.950(3) 121.4 .
C15 H15 I1 0.93 3.16 4.089(2) 177.2 1_454
C18 H18A I1 0.96 3.18 4.039(3) 150.4 2_767

_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_a
_audit_block_doi                 10.5517/ccdc.csd.cc2667nb
_database_code_depnum_ccdc_archive 'CCDC 2031791'
loop_
_audit_author_name
_audit_author_address
huchen
;zhengzhou University huchen
China
;
_audit_update_record             
;
2020-12-31 deposited with the CCDC.	2021-01-05 downloaded from the CCDC.
;
_audit_creation_date             2020-12-19
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C64 H40 Br6 Cu6 N24 S4)'
_chemical_formula_sum            'C32 H20 Br3 Cu3 N12 S2'
_chemical_formula_weight         1067.07
_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'
Br Br -0.2901 2.4595 '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'
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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   14.745(5)
_cell_length_b                   11.282(4)
_cell_length_c                   21.686(7)
_cell_angle_alpha                90
_cell_angle_beta                 107.907(12)
_cell_angle_gamma                90
_cell_volume                     3432.8(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9425
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.46
_cell_measurement_theta_min      2.33
_shelx_estimated_absorpt_T_max   0.438
_shelx_estimated_absorpt_T_min   0.391
_exptl_absorpt_coefficient_mu    5.502
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5926
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0605 before and 0.0440 after correction.
The Ratio of minimum to maximum transmission is 0.7948.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            \^A
_exptl_crystal_colour_lustre     ?
_exptl_crystal_colour_primary    \^A
_exptl_crystal_density_diffrn    2.065
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2080
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            18021
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.495
_diffrn_reflns_theta_min         2.336
_diffrn_ambient_temperature      298.01
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_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_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3342
_reflns_number_total             3911
_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       'SAINT v8.37A (Bruker, 2015)'
_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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.400
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         3911
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0232
_refine_ls_restrained_S_all      1.036
_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)+(0.0234P)²+4.0353P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0518
_refine_ls_wR_factor_ref         0.0544
_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:
 C1(H1), C2(H2), C3(H3), C4(H4), C11(H11), C13(H13), C14(H14), C15(H15),
 C16(H16)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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
Br1 Br 0.56775(2) 0.24618(2) 0.34350(2) 0.03364(7) Uani 1 1 d . . . . .
Br2 Br 0.500000 0.58199(3) 0.250000 0.03689(9) Uani 1 2 d S T P . .
Cu1 Cu 0.62335(2) 0.45304(3) 0.36790(2) 0.03559(8) Uani 1 1 d . . . . .
Cu2 Cu 0.500000 0.37209(4) 0.250000 0.03921(11) Uani 1 2 d S T P . .
S1 S 0.90702(5) 0.54196(6) 0.55919(3) 0.04232(15) Uani 1 1 d . . . . .
N1 N 0.80496(14) 0.51264(17) 0.50584(10) 0.0352(4) Uani 1 1 d . . . . .
N2 N 0.87658(14) 0.64435(17) 0.60175(10) 0.0367(5) Uani 1 1 d . . . . .
N3 N 0.58213(13) 0.53817(16) 0.43347(8) 0.0285(4) Uani 1 1 d . . . . .
N4 N 0.49675(12) 0.66205(15) 0.47618(8) 0.0264(4) Uani 1 1 d . . . . .
N5 N 0.77661(15) 0.81821(17) 0.64888(10) 0.0335(4) Uani 1 1 d . . . . .
H5 H 0.8315(19) 0.823(2) 0.6525(12) 0.034(7) Uiso 1 1 d . . . . .
N6 N 0.77058(13) 1.02104(15) 0.67059(8) 0.0277(4) Uani 1 1 d . . . . .
C1 C 0.41609(16) 0.7187(2) 0.48061(11) 0.0324(5) Uani 1 1 d . . . . .
H1 H 0.419718 0.772538 0.513749 0.039 Uiso 1 1 calc R . . . .
C2 C 0.33128(17) 0.6942(2) 0.43556(11) 0.0383(5) Uani 1 1 d . . . . .
H2 H 0.276314 0.732513 0.437364 0.046 Uiso 1 1 calc R . . . .
C3 C 0.32598(17) 0.6107(2) 0.38588(11) 0.0377(5) Uani 1 1 d . . . . .
H3 H 0.267193 0.593862 0.355813 0.045 Uiso 1 1 calc R . . . .
C4 C 0.40543(17) 0.5544(2) 0.38130(11) 0.0332(5) Uani 1 1 d . . . . .
H4 H 0.401139 0.499691 0.348440 0.040 Uiso 1 1 calc R . . . .
C5 C 0.49434(16) 0.58038(19) 0.42716(10) 0.0275(4) Uani 1 1 d . . . . .
C6 C 0.59051(15) 0.67164(18) 0.51507(10) 0.0258(4) Uani 1 1 d . . . . .
C7 C 0.64133(15) 0.59347(18) 0.48810(10) 0.0265(4) Uani 1 1 d . . . . .
C8 C 0.74100(16) 0.58423(18) 0.51976(11) 0.0275(4) Uani 1 1 d . . . . .
C9 C 0.78235(15) 0.65935(18) 0.57530(11) 0.0282(4) Uani 1 1 d . . . . .
C10 C 0.72652(16) 0.74432(18) 0.59879(10) 0.0276(4) Uani 1 1 d . . . . .
C11 C 0.62997(16) 0.74671(18) 0.56894(10) 0.0281(4) Uani 1 1 d . . . . .
H11 H 0.591119 0.796760 0.583820 0.034 Uiso 1 1 calc R . . . .
C12 C 0.73496(15) 0.91200(19) 0.67311(10) 0.0287(5) Uani 1 1 d . . . . .
C13 C 0.66220(18) 0.8913(2) 0.70016(12) 0.0411(6) Uani 1 1 d . . . . .
H13 H 0.639380 0.814878 0.701834 0.049 Uiso 1 1 calc R . . . .
C14 C 0.6247(2) 0.9850(3) 0.72428(14) 0.0524(7) Uani 1 1 d . . . . .
H14 H 0.575404 0.972875 0.741963 0.063 Uiso 1 1 calc R . . . .
C15 C 0.6604(2) 1.0977(3) 0.72222(14) 0.0520(7) Uani 1 1 d . . . . .
H15 H 0.635587 1.162489 0.738116 0.062 Uiso 1 1 calc R . . . .
C16 C 0.73378(18) 1.1114(2) 0.69600(12) 0.0390(6) Uani 1 1 d . . . . .
H16 H 0.759262 1.186786 0.695775 0.047 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
Br1 Cu1 2.4764(8) . ?
Br1 Cu2 2.4253(6) . ?
Br2 Cu2 2.3682(9) . ?
Cu1 Cu2 2.7964(8) . ?
Cu1 N3 1.9609(18) . ?
Cu1 N6 2.0078(18) 7_666 ?
S1 N1 1.625(2) . ?
S1 N2 1.626(2) . ?
N1 C8 1.345(3) . ?
N2 C9 1.341(3) . ?
N3 C5 1.346(3) . ?
N3 C7 1.385(3) . ?
N4 C1 1.379(3) . ?
N4 C5 1.399(3) . ?
N4 C6 1.385(3) . ?
N5 H5 0.79(3) . ?
N5 C10 1.388(3) . ?
N5 C12 1.404(3) . ?
N6 C12 1.345(3) . ?
N6 C16 1.350(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.358(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.415(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.363(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.411(3) . ?
C6 C7 1.397(3) . ?
C6 C11 1.415(3) . ?
C7 C8 1.422(3) . ?
C8 C9 1.445(3) . ?
C9 C10 1.454(3) . ?
C10 C11 1.371(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.392(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.370(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.382(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.377(3) . ?
C16 H16 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
Cu2 Br1 Cu1 69.56(2) . . ?
Br1 Cu1 Cu2 54.360(12) . . ?
N3 Cu1 Br1 117.42(5) . . ?
N3 Cu1 Cu2 124.30(6) . . ?
N3 Cu1 N6 133.22(7) . 7_666 ?
N6 Cu1 Br1 107.30(5) 7_666 . ?
N6 Cu1 Cu2 92.19(6) 7_666 . ?
Br1 Cu2 Br1 108.29(3) 2_655 . ?
Br1 Cu2 Cu1 56.08(2) 2_655 2_655 ?
Br1 Cu2 Cu1 160.160(17) 2_655 . ?
Br1 Cu2 Cu1 56.08(2) . . ?
Br1 Cu2 Cu1 160.161(17) . 2_655 ?
Br2 Cu2 Br1 125.858(15) . 2_655 ?
Br2 Cu2 Br1 125.857(15) . . ?
Br2 Cu2 Cu1 70.937(13) . 2_655 ?
Br2 Cu2 Cu1 70.937(13) . . ?
Cu1 Cu2 Cu1 141.87(3) 2_655 . ?
N1 S1 N2 101.06(10) . . ?
C8 N1 S1 106.12(16) . . ?
C9 N2 S1 106.11(16) . . ?
C5 N3 Cu1 127.03(15) . . ?
C5 N3 C7 105.13(17) . . ?
C7 N3 Cu1 125.91(14) . . ?
C1 N4 C5 122.49(18) . . ?
C1 N4 C6 129.96(19) . . ?
C6 N4 C5 107.55(17) . . ?
C10 N5 H5 113.7(18) . . ?
C10 N5 C12 123.8(2) . . ?
C12 N5 H5 117.5(18) . . ?
C12 N6 Cu1 120.92(14) . 7_666 ?
C12 N6 C16 117.61(19) . . ?
C16 N6 Cu1 121.46(15) . 7_666 ?
N4 C1 H1 120.7 . . ?
C2 C1 N4 118.6(2) . . ?
C2 C1 H1 120.7 . . ?
C1 C2 H2 119.8 . . ?
C1 C2 C3 120.4(2) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3 119.4 . . ?
C4 C3 C2 121.2(2) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 120.5 . . ?
C3 C4 C5 119.0(2) . . ?
C5 C4 H4 120.5 . . ?
N3 C5 N4 110.90(18) . . ?
N3 C5 C4 130.8(2) . . ?
N4 C5 C4 118.26(19) . . ?
N4 C6 C7 105.02(18) . . ?
N4 C6 C11 129.02(19) . . ?
C7 C6 C11 125.9(2) . . ?
N3 C7 C6 111.38(19) . . ?
N3 C7 C8 131.75(19) . . ?
C6 C7 C8 116.87(19) . . ?
N1 C8 C7 128.9(2) . . ?
N1 C8 C9 113.2(2) . . ?
C7 C8 C9 117.90(19) . . ?
N2 C9 C8 113.49(19) . . ?
N2 C9 C10 123.9(2) . . ?
C8 C9 C10 122.6(2) . . ?
N5 C10 C9 116.6(2) . . ?
C11 C10 N5 125.7(2) . . ?
C11 C10 C9 117.72(19) . . ?
C6 C11 H11 120.6 . . ?
C10 C11 C6 118.79(19) . . ?
C10 C11 H11 120.6 . . ?
N6 C12 N5 116.92(19) . . ?
N6 C12 C13 122.1(2) . . ?
C13 C12 N5 120.9(2) . . ?
C12 C13 H13 120.5 . . ?
C14 C13 C12 119.0(2) . . ?
C14 C13 H13 120.5 . . ?
C13 C14 H14 120.2 . . ?
C13 C14 C15 119.7(2) . . ?
C15 C14 H14 120.2 . . ?
C14 C15 H15 120.9 . . ?
C16 C15 C14 118.2(2) . . ?
C16 C15 H15 120.9 . . ?
N6 C16 C15 123.3(2) . . ?
N6 C16 H16 118.4 . . ?
C15 C16 H16 118.4 . . ?

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
N5 H5 Br2 0.79(3) 2.93(3) 3.533(2) 136(2) 7_666
C1 H1 Br1 0.93 3.05 3.769(3) 135.2 5_666
C2 H2 Br1 0.93 3.13 3.829(3) 133.7 3_455
C4 H4 Br2 0.93 3.08 3.548(2) 113.3 .
C13 H13 Br1 0.93 2.99 3.581(3) 123.1 5_666
C16 H16 Br1 0.93 3.02 3.663(3) 127.4 7_666

_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_a_a
_audit_block_doi                 10.5517/ccdc.csd.cc2667m9
_database_code_depnum_ccdc_archive 'CCDC 2031790'
loop_
_audit_author_name
_audit_author_address
huchen
;zhengzhou University huchen
China
;
_audit_update_record             
;
2020-12-31 deposited with the CCDC.	2021-01-05 downloaded from the CCDC.
;
_audit_creation_date             2020-12-19
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H12 Br Cu N6 S'
_chemical_formula_sum            'C16 H12 Br Cu N6 S'
_chemical_formula_weight         463.83
_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'
Br Br -0.2901 2.4595 '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'
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                   7.8338(3)
_cell_length_b                   17.9378(6)
_cell_length_c                   11.5775(4)
_cell_angle_alpha                90
_cell_angle_beta                 93.2380(10)
_cell_angle_gamma                90
_cell_volume                     1624.29(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9992
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      3.27
_shelx_estimated_absorpt_T_max   0.506
_shelx_estimated_absorpt_T_min   0.477
_exptl_absorpt_coefficient_mu    3.945
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6643
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0665 before and 0.0463 after correction.
The Ratio of minimum to maximum transmission is 0.8910.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.897
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_unetI/netI     0.0207
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            34292
_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         27.584
_diffrn_reflns_theta_min         2.841
_diffrn_ambient_temperature      273.15
_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_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3180
_reflns_number_total             3751
_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       'Bruker APEX2'
_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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.324
_refine_diff_density_min         -0.391
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     234
_refine_ls_number_reflns         3751
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0334
_refine_ls_R_factor_gt           0.0228
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0223P)²+0.9747P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0488
_refine_ls_wR_factor_ref         0.0521
_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:
 C1(H1), C2(H2), C3(H3A), C4(H4), C6(H6), C11(H11), C13(H13), C14(H14),
 C15(H15), C16(H16)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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
Br1 Br 0.90425(3) 0.55149(2) 1.14185(2) 0.02718(6) Uani 1 1 d . . . . .
Cu1 Cu 0.82556(3) 0.52346(2) 0.92419(2) 0.02911(7) Uani 1 1 d . . . . .
S1 S 0.14198(7) 0.55747(3) 0.61534(5) 0.03378(13) Uani 1 1 d . . . . .
N1 N 0.3350(2) 0.57058(10) 0.66717(14) 0.0279(4) Uani 1 1 d . . . . .
N2 N 0.1648(2) 0.57127(10) 0.47887(14) 0.0284(4) Uani 1 1 d . . . . .
N3 N 0.6979(2) 0.59163(10) 0.69014(15) 0.0307(4) Uani 1 1 d . . . . .
H3 H 0.664(3) 0.5629(12) 0.730(2) 0.026(6) Uiso 1 1 d . . . . .
N4 N 0.8675(2) 0.62262(9) 0.85067(14) 0.0233(3) Uani 1 1 d . . . . .
N5 N 0.3127(3) 0.59233(11) 0.26006(14) 0.0313(4) Uani 1 1 d . . . . .
H5 H 0.227(3) 0.5737(13) 0.262(2) 0.027(6) Uiso 1 1 d . . . . .
N6 N 0.3289(2) 0.56557(9) 0.06420(13) 0.0222(3) Uani 1 1 d . . . . .
C1 C 0.9748(3) 0.67056(12) 0.90781(19) 0.0357(5) Uani 1 1 d . . . . .
H1 H 1.016925 0.657695 0.981838 0.043 Uiso 1 1 calc R . . . .
C2 C 1.0249(3) 0.73711(13) 0.8628(2) 0.0488(7) Uani 1 1 d . . . . .
H2 H 1.098150 0.768807 0.905528 0.059 Uiso 1 1 calc R . . . .
C3 C 0.9642(3) 0.75595(13) 0.7526(2) 0.0458(6) Uani 1 1 d . . . . .
H3A H 0.996724 0.800703 0.719778 0.055 Uiso 1 1 calc R . . . .
C4 C 0.8557(3) 0.70844(12) 0.69164(19) 0.0343(5) Uani 1 1 d . . . . .
H4 H 0.814431 0.720381 0.617037 0.041 Uiso 1 1 calc R . . . .
C5 C 0.8081(2) 0.64190(10) 0.74327(17) 0.0221(4) Uani 1 1 d . . . . .
C6 C 0.6814(2) 0.61060(11) 0.47875(17) 0.0256(4) Uani 1 1 d . . . . .
H6 H 0.798584 0.618921 0.479306 0.031 Uiso 1 1 calc R . . . .
C7 C 0.6087(2) 0.59796(10) 0.58138(16) 0.0225(4) Uani 1 1 d . . . . .
C8 C 0.4294(2) 0.58535(10) 0.57598(15) 0.0207(4) Uani 1 1 d . . . . .
C9 C 0.3316(2) 0.58578(10) 0.46847(16) 0.0204(4) Uani 1 1 d . . . . .
C10 C 0.4124(2) 0.59856(10) 0.36255(16) 0.0218(4) Uani 1 1 d . . . . .
C11 C 0.5850(3) 0.61153(11) 0.37124(17) 0.0255(4) Uani 1 1 d . . . . .
H11 H 0.641034 0.621317 0.304190 0.031 Uiso 1 1 calc R . . . .
C12 C 0.3633(2) 0.61356(11) 0.15138(16) 0.0241(4) Uani 1 1 d . . . . .
C13 C 0.4386(3) 0.68244(12) 0.13442(18) 0.0366(5) Uani 1 1 d . . . . .
H13 H 0.458946 0.714972 0.196211 0.044 Uiso 1 1 calc R . . . .
C14 C 0.4825(3) 0.70198(12) 0.02565(19) 0.0385(5) Uani 1 1 d . . . . .
H14 H 0.532407 0.748038 0.012637 0.046 Uiso 1 1 calc R . . . .
C15 C 0.4519(3) 0.65264(12) -0.06413(18) 0.0335(5) Uani 1 1 d . . . . .
H15 H 0.482899 0.664240 -0.138382 0.040 Uiso 1 1 calc R . . . .
C16 C 0.3747(3) 0.58605(12) -0.04174(17) 0.0289(4) Uani 1 1 d . . . . .
H16 H 0.352708 0.553199 -0.102928 0.035 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
Br1 Cu1 2.6091(3) . ?
Br1 Cu1 2.6561(3) 3_767 ?
Cu1 N4 2.0069(16) . ?
Cu1 N6 2.0128(15) 3_666 ?
S1 N1 1.6123(18) . ?
S1 N2 1.6191(17) . ?
N1 C8 1.349(2) . ?
N2 C9 1.344(2) . ?
N3 H3 0.75(2) . ?
N3 C5 1.370(3) . ?
N3 C7 1.410(2) . ?
N4 C1 1.349(3) . ?
N4 C5 1.348(2) . ?
N5 H5 0.75(2) . ?
N5 C10 1.387(2) . ?
N5 C12 1.393(2) . ?
N6 C12 1.342(2) . ?
N6 C16 1.348(2) . ?
C1 H1 0.9300 . ?
C1 C2 1.369(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.378(3) . ?
C3 H3A 0.9300 . ?
C3 C4 1.371(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.395(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.365(3) . ?
C6 C11 1.419(3) . ?
C7 C8 1.421(3) . ?
C8 C9 1.424(3) . ?
C9 C10 1.430(3) . ?
C10 C11 1.370(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.388(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.370(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.376(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.370(3) . ?
C16 H16 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
Cu1 Br1 Cu1 76.886(11) . 3_767 ?
Br1 Cu1 Br1 103.116(11) . 3_767 ?
N4 Cu1 Br1 100.03(5) . 3_767 ?
N4 Cu1 Br1 101.74(5) . . ?
N4 Cu1 N6 147.68(7) . 3_666 ?
N6 Cu1 Br1 96.29(5) 3_666 3_767 ?
N6 Cu1 Br1 101.45(5) 3_666 . ?
N1 S1 N2 100.82(9) . . ?
C8 N1 S1 106.33(13) . . ?
C9 N2 S1 106.18(13) . . ?
C5 N3 H3 114.0(18) . . ?
C5 N3 C7 128.02(18) . . ?
C7 N3 H3 115.8(18) . . ?
C1 N4 Cu1 118.00(13) . . ?
C5 N4 Cu1 124.21(13) . . ?
C5 N4 C1 117.50(17) . . ?
C10 N5 H5 117.7(18) . . ?
C10 N5 C12 125.14(18) . . ?
C12 N5 H5 117.0(18) . . ?
C12 N6 Cu1 123.66(13) . 3_666 ?
C12 N6 C16 117.20(16) . . ?
C16 N6 Cu1 117.96(13) . 3_666 ?
N4 C1 H1 118.2 . . ?
N4 C1 C2 123.6(2) . . ?
C2 C1 H1 118.2 . . ?
C1 C2 H2 120.8 . . ?
C1 C2 C3 118.3(2) . . ?
C3 C2 H2 120.8 . . ?
C2 C3 H3A 120.1 . . ?
C4 C3 C2 119.7(2) . . ?
C4 C3 H3A 120.1 . . ?
C3 C4 H4 120.5 . . ?
C3 C4 C5 118.9(2) . . ?
C5 C4 H4 120.5 . . ?
N3 C5 C4 123.20(18) . . ?
N4 C5 N3 114.92(17) . . ?
N4 C5 C4 121.88(18) . . ?
C7 C6 H6 118.7 . . ?
C7 C6 C11 122.55(18) . . ?
C11 C6 H6 118.7 . . ?
N3 C7 C8 117.72(17) . . ?
C6 C7 N3 125.53(18) . . ?
C6 C7 C8 116.61(17) . . ?
N1 C8 C7 125.52(17) . . ?
N1 C8 C9 113.20(17) . . ?
C7 C8 C9 121.26(16) . . ?
N2 C9 C8 113.45(16) . . ?
N2 C9 C10 125.97(17) . . ?
C8 C9 C10 120.56(17) . . ?
N5 C10 C9 117.76(17) . . ?
C11 C10 N5 125.57(18) . . ?
C11 C10 C9 116.55(17) . . ?
C6 C11 H11 118.8 . . ?
C10 C11 C6 122.45(18) . . ?
C10 C11 H11 118.8 . . ?
N6 C12 N5 116.67(17) . . ?
N6 C12 C13 122.23(18) . . ?
C13 C12 N5 121.05(18) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 C12 119.3(2) . . ?
C14 C13 H13 120.4 . . ?
C13 C14 H14 120.4 . . ?
C13 C14 C15 119.2(2) . . ?
C15 C14 H14 120.4 . . ?
C14 C15 H15 120.7 . . ?
C16 C15 C14 118.54(19) . . ?
C16 C15 H15 120.7 . . ?
N6 C16 C15 123.54(19) . . ?
N6 C16 H16 118.2 . . ?
C15 C16 H16 118.2 . . ?

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
N5 H5 Br1 0.75(2) 2.85(2) 3.4865(19) 145(2) 1_454
C1 H1 Br1 0.93 2.83 3.518(2) 131.5 .
C11 H11 Br1 0.93 3.13 3.9012(19) 141.6 1_554
C16 H16 Br1 0.93 2.77 3.452(2) 130.9 3_666
C16 H16 N1 0.93 2.68 3.378(3) 132.9 1_554

_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_p_a
_audit_block_doi                 10.5517/ccdc.csd.cc2667pc
_database_code_depnum_ccdc_archive 'CCDC 2031792'
loop_
_audit_author_name
_audit_author_address
huchen
;zhengzhou University huchen
China
;
_audit_update_record             
;
2020-12-31 deposited with the CCDC.	2021-01-05 downloaded from the CCDC.
;
_audit_creation_date             2020-12-19
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H8 Cu0.5 N6 S, Cl Cu0.5'
_chemical_formula_sum            'C16 H8 Cl Cu N6 S'
_chemical_formula_weight         415.33
_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'
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      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                   7.9536(13)
_cell_length_b                   7.9780(17)
_cell_length_c                   12.239(2)
_cell_angle_alpha                98.887(8)
_cell_angle_beta                 99.985(5)
_cell_angle_gamma                94.096(7)
_cell_volume                     751.8(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9820
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      27.53
_cell_measurement_theta_min      2.60
_shelx_estimated_absorpt_T_max   0.740
_shelx_estimated_absorpt_T_min   0.728
_exptl_absorpt_coefficient_mu    1.781
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5841
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1049 before and 0.0459 after correction.
The Ratio of minimum to maximum transmission is 0.7834.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.835
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_av_unetI/netI     0.0149
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.990
_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       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            34289
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.568
_diffrn_reflns_theta_min         2.859
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.990
_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_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3142
_reflns_number_total             3453
_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       'Bruker APEX2'
_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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.448
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         3453
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0299
_refine_ls_R_factor_gt           0.0262
_refine_ls_restrained_S_all      1.047
_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)+(0.0359P)²+0.3585P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0693
_refine_ls_wR_factor_ref         0.0714
_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:
 C1(H1), C16(H16), C4(H4), C14(H14), C13(H13), C2(H2), C15(H15), C3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.500000 0.000000 0.500000 0.03080(9) Uani 1 2 d S T P . .
Cu2 Cu 1.000000 0.500000 1.000000 0.05121(11) Uani 1 2 d S T P . .
S1 S 0.90273(6) 0.43095(6) 0.71669(4) 0.03838(11) Uani 1 1 d . . . . .
Cl1 Cl 0.77828(8) 0.38065(9) 1.04030(5) 0.06466(17) Uani 1 1 d . . . . .
N4 N 0.44849(17) 0.31298(16) 0.26427(11) 0.0269(3) Uani 1 1 d . . . . .
N6 N 0.67037(17) 0.71252(17) 0.29836(12) 0.0287(3) Uani 1 1 d . . . . .
N3 N 0.48913(17) 0.17311(17) 0.41194(11) 0.0289(3) Uani 1 1 d . . . . .
N5 N 0.87205(18) 0.79645(18) 0.45775(13) 0.0347(3) Uani 1 1 d . . . . .
N1 N 0.75251(19) 0.30573(19) 0.62701(12) 0.0346(3) Uani 1 1 d . . . . .
N2 N 0.92966(19) 0.58504(19) 0.64669(12) 0.0358(3) Uani 1 1 d . . . . .
C11 C 0.6686(2) 0.5797(2) 0.36020(13) 0.0273(3) Uani 1 1 d . . . . .
C7 C 0.5976(2) 0.32189(19) 0.43553(13) 0.0273(3) Uani 1 1 d . . . . .
C5 C 0.3972(2) 0.1705(2) 0.30897(14) 0.0284(3) Uani 1 1 d . . . . .
C6 C 0.57422(19) 0.41448(19) 0.34715(13) 0.0261(3) Uani 1 1 d . . . . .
C10 C 0.7925(2) 0.6396(2) 0.45815(14) 0.0293(3) Uani 1 1 d . . . . .
C8 C 0.7199(2) 0.3822(2) 0.53646(13) 0.0281(3) Uani 1 1 d . . . . .
C1 C 0.3820(2) 0.3245(2) 0.15354(14) 0.0345(4) Uani 1 1 d . . . . .
H1 H 0.424355 0.412472 0.120910 0.041 Uiso 1 1 calc R . . . .
C9 C 0.8204(2) 0.5419(2) 0.54772(13) 0.0293(3) Uani 1 1 d . . . . .
C12 C 0.7986(2) 0.8390(2) 0.36136(15) 0.0326(3) Uani 1 1 d . . . . .
C16 C 0.5700(2) 0.7419(2) 0.20013(15) 0.0364(4) Uani 1 1 d . . . . .
H16 H 0.479215 0.662589 0.162222 0.044 Uiso 1 1 calc R . . . .
C4 C 0.2632(2) 0.0502(2) 0.24649(16) 0.0377(4) Uani 1 1 d . . . . .
H4 H 0.224138 -0.041407 0.277237 0.045 Uiso 1 1 calc R . . . .
C14 C 0.7404(3) 1.0116(2) 0.21711(18) 0.0431(4) Uani 1 1 d . . . . .
H14 H 0.764927 1.108261 0.186568 0.052 Uiso 1 1 calc R . . . .
C13 C 0.8343(2) 0.9898(2) 0.31697(17) 0.0394(4) Uani 1 1 d . . . . .
H13 H 0.921179 1.072699 0.355972 0.047 Uiso 1 1 calc R . . . .
C2 C 0.2555(3) 0.2074(2) 0.09319(15) 0.0398(4) Uani 1 1 d . . . . .
H2 H 0.209432 0.217043 0.019478 0.048 Uiso 1 1 calc R . . . .
C15 C 0.6048(3) 0.8868(2) 0.15945(16) 0.0404(4) Uani 1 1 d . . . . .
H15 H 0.538669 0.904708 0.092566 0.048 Uiso 1 1 calc R . . . .
C3 C 0.1919(2) 0.0701(2) 0.14053(17) 0.0434(4) Uani 1 1 d . . . . .
H3 H 0.101218 -0.006512 0.099062 0.052 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 N3 1.8765(13) 2_656 ?
Cu1 N3 1.8765(13) . ?
Cu2 Cl1 2.1134(7) 2_767 ?
Cu2 Cl1 2.1134(7) . ?
S1 N1 1.6328(16) . ?
S1 N2 1.6256(16) . ?
N4 C5 1.4004(19) . ?
N4 C6 1.401(2) . ?
N4 C1 1.386(2) . ?
N6 C11 1.3948(19) . ?
N6 C12 1.412(2) . ?
N6 C16 1.385(2) . ?
N3 C7 1.378(2) . ?
N3 C5 1.339(2) . ?
N5 C10 1.363(2) . ?
N5 C12 1.327(2) . ?
N1 C8 1.341(2) . ?
N2 C9 1.343(2) . ?
C11 C6 1.442(2) . ?
C11 C10 1.408(2) . ?
C7 C6 1.395(2) . ?
C7 C8 1.427(2) . ?
C5 C4 1.409(2) . ?
C10 C9 1.436(2) . ?
C8 C9 1.430(2) . ?
C1 H1 0.9300 . ?
C1 C2 1.351(3) . ?
C12 C13 1.425(2) . ?
C16 H16 0.9300 . ?
C16 C15 1.357(2) . ?
C4 H4 0.9300 . ?
C4 C3 1.360(3) . ?
C14 H14 0.9300 . ?
C14 C13 1.360(3) . ?
C14 C15 1.421(3) . ?
C13 H13 0.9300 . ?
C2 H2 0.9300 . ?
C2 C3 1.418(3) . ?
C15 H15 0.9300 . ?
C3 H3 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
N3 Cu1 N3 180.0 2_656 . ?
Cl1 Cu2 Cl1 180.0 2_767 . ?
N2 S1 N1 100.51(8) . . ?
C5 N4 C6 107.27(12) . . ?
C1 N4 C5 119.70(14) . . ?
C1 N4 C6 132.88(14) . . ?
C11 N6 C12 106.10(13) . . ?
C16 N6 C11 133.48(15) . . ?
C16 N6 C12 120.26(14) . . ?
C7 N3 Cu1 124.85(11) . . ?
C5 N3 Cu1 128.80(11) . . ?
C5 N3 C7 105.70(13) . . ?
C12 N5 C10 104.59(14) . . ?
C8 N1 S1 106.01(12) . . ?
C9 N2 S1 106.24(12) . . ?
N6 C11 C6 136.32(15) . . ?
N6 C11 C10 104.04(13) . . ?
C10 C11 C6 119.62(14) . . ?
N3 C7 C6 111.70(14) . . ?
N3 C7 C8 126.65(14) . . ?
C6 C7 C8 121.65(14) . . ?
N4 C5 C4 120.01(15) . . ?
N3 C5 N4 110.82(14) . . ?
N3 C5 C4 129.17(15) . . ?
N4 C6 C11 136.13(14) . . ?
C7 C6 N4 104.42(13) . . ?
C7 C6 C11 119.39(14) . . ?
N5 C10 C11 112.80(14) . . ?
N5 C10 C9 126.25(15) . . ?
C11 C10 C9 120.90(14) . . ?
N1 C8 C7 127.03(15) . . ?
N1 C8 C9 113.70(15) . . ?
C7 C8 C9 119.26(14) . . ?
N4 C1 H1 120.1 . . ?
C2 C1 N4 119.74(16) . . ?
C2 C1 H1 120.1 . . ?
N2 C9 C10 127.40(15) . . ?
N2 C9 C8 113.53(15) . . ?
C8 C9 C10 119.03(14) . . ?
N6 C12 C13 119.04(16) . . ?
N5 C12 N6 112.42(14) . . ?
N5 C12 C13 128.54(16) . . ?
N6 C16 H16 120.1 . . ?
C15 C16 N6 119.71(17) . . ?
C15 C16 H16 120.1 . . ?
C5 C4 H4 120.5 . . ?
C3 C4 C5 118.97(16) . . ?
C3 C4 H4 120.5 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 120.00(16) . . ?
C15 C14 H14 120.0 . . ?
C12 C13 H13 120.3 . . ?
C14 C13 C12 119.47(17) . . ?
C14 C13 H13 120.3 . . ?
C1 C2 H2 119.5 . . ?
C1 C2 C3 121.02(17) . . ?
C3 C2 H2 119.5 . . ?
C16 C15 C14 121.23(18) . . ?
C16 C15 H15 119.4 . . ?
C14 C15 H15 119.4 . . ?
C4 C3 C2 120.10(17) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?

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
C16 H16 Cl1 0.93 2.89 3.631(2) 138.0 2_666
C4 H4 N1 0.93 2.57 3.442(2) 156.6 2_656
C13 H13 N5 0.93 2.59 3.422(3) 149.0 2_776

_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_mo_20180812a_0m
_audit_block_doi                 10.5517/ccdc.csd.cc2667qd
_database_code_depnum_ccdc_archive 'CCDC 2031793'
loop_
_audit_author_name
_audit_author_address
huchen
;zhengzhou University huchen
China
;
_audit_update_record             
;
2020-12-31 deposited with the CCDC.	2021-01-05 downloaded from the CCDC.
;
_audit_creation_date             2020-12-19
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H8 Cl Cu0.5 N6 S'
_chemical_formula_sum            'C16 H8 Cl Cu0.50 N6 S'
_chemical_formula_weight         383.56
_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'
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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   13.1118(6)
_cell_length_b                   12.8370(6)
_cell_length_c                   18.0339(8)
_cell_angle_alpha                90
_cell_angle_beta                 102.238(2)
_cell_angle_gamma                90
_cell_volume                     2966.4(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9849
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      32.06
_cell_measurement_theta_min      2.25
_shelx_estimated_absorpt_T_max   0.834
_shelx_estimated_absorpt_T_min   0.826
_exptl_absorpt_coefficient_mu    1.107
_exptl_absorpt_correction_T_max  0.828
_exptl_absorpt_correction_T_min  0.819
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker,2016/2)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_lustre     ?
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.718
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1548
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.17
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1043
_diffrn_reflns_av_unetI/netI     0.0520
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            44105
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.467
_diffrn_reflns_theta_min         2.246
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_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_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3869
_reflns_number_total             5323
_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       'Bruker APEX2'
_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    'SIR2004 (Burla et al.,  2007)'
_refine_diff_density_max         0.511
_refine_diff_density_min         -0.922
_refine_diff_density_rms         0.161
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     231
_refine_ls_number_reflns         5323
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0707
_refine_ls_R_factor_gt           0.0403
_refine_ls_restrained_S_all      1.030
_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)+(0.0522P)²+1.5335P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0945
_refine_ls_wR_factor_ref         0.1052
_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:
 C2(H2), C3(H3), C4(H4), C13(H13), C14(H14), C15(H15)
;
_atom_sites_solution_hydrogens   mixed
_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 0.250000 0.750000 0.500000 0.02332(9) Uani 1 2 d S T P . .
C1 C 0.43976(15) 0.42202(14) 0.40910(10) 0.0317(4) Uani 1 1 d . . . . .
N1 N 0.39879(12) 0.89069(11) 0.42314(8) 0.0312(3) Uani 1 1 d . . . . .
Cl1 Cl 0.38432(4) 0.77548(4) 0.60172(3) 0.03856(12) Uani 1 1 d . . . . .
S1 S 0.46126(4) 0.98829(3) 0.39640(3) 0.03594(12) Uani 1 1 d . . . . .
N2 N 0.54432(13) 0.92723(12) 0.35748(9) 0.0354(3) Uani 1 1 d . . . . .
C2 C 0.37952(16) 0.35383(14) 0.43632(11) 0.0372(4) Uani 1 1 d . . . . .
H2 H 0.391647 0.282829 0.432610 0.045 Uiso 1 1 calc R . . . .
N3 N 0.34113(10) 0.66599(11) 0.45052(8) 0.0252(3) Uani 1 1 d . . . . .
C3 C 0.29796(16) 0.38779(14) 0.47052(12) 0.0378(4) Uani 1 1 d . . . . .
H3 H 0.255817 0.339413 0.488044 0.045 Uiso 1 1 calc R . . . .
N4 N 0.42308(10) 0.52779(10) 0.41366(7) 0.0220(3) Uani 1 1 d . . . . .
C4 C 0.28126(14) 0.49148(14) 0.47774(11) 0.0326(4) Uani 1 1 d . . . . .
H4 H 0.228678 0.514904 0.501030 0.039 Uiso 1 1 calc R . . . .
N5 N 0.65769(13) 0.74708(12) 0.29989(10) 0.0348(4) Uani 1 1 d . . . . .
C5 C 0.34453(12) 0.56210(12) 0.44951(9) 0.0244(3) Uani 1 1 d . . . . .
N6 N 0.61807(11) 0.57761(12) 0.31650(8) 0.0269(3) Uani 1 1 d . . . . .
C6 C 0.46903(12) 0.61617(12) 0.38991(8) 0.0220(3) Uani 1 1 d . . . . .
C7 C 0.41652(12) 0.69955(12) 0.41429(9) 0.0230(3) Uani 1 1 d . . . . .
C8 C 0.44277(13) 0.80506(12) 0.40203(9) 0.0243(3) Uani 1 1 d . . . . .
C9 C 0.52550(13) 0.82556(14) 0.36427(9) 0.0278(3) Uani 1 1 d . . . . .
C10 C 0.57892(13) 0.74020(13) 0.33839(10) 0.0277(4) Uani 1 1 d . . . . .
C11 C 0.55139(12) 0.63713(13) 0.35026(9) 0.0242(3) Uani 1 1 d . . . . .
C12 C 0.68040(14) 0.64906(16) 0.28705(10) 0.0318(4) Uani 1 1 d . . . . .
C13 C 0.75493(15) 0.61059(18) 0.24715(11) 0.0392(5) Uani 1 1 d . . . . .
H13 H 0.796490 0.656659 0.226872 0.047 Uiso 1 1 calc R . . . .
C14 C 0.76525(15) 0.50700(18) 0.23874(11) 0.0421(5) Uani 1 1 d . . . . .
H14 H 0.814001 0.481498 0.212638 0.050 Uiso 1 1 calc R . . . .
C15 C 0.70215(17) 0.43744(18) 0.26951(12) 0.0452(5) Uani 1 1 d . . . . .
H15 H 0.710185 0.366117 0.263710 0.054 Uiso 1 1 calc R . . . .
C16 C 0.63013(17) 0.47223(16) 0.30731(12) 0.0414(5) Uani 1 1 d . . . . .
H1 H 0.4951(17) 0.3995(18) 0.3862(12) 0.042(6) Uiso 1 1 d . . . . .
H16 H 0.592(2) 0.430(2) 0.3275(15) 0.064(8) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 Cl1 2.2813(5) . ?
Cu1 Cl1 2.2814(5) 7_566 ?
Cu1 N3 1.9593(12) 7_566 ?
Cu1 N3 1.9594(12) . ?
C1 C2 1.340(3) . ?
C1 N4 1.380(2) . ?
C1 H1 0.95(2) . ?
N1 S1 1.6250(15) . ?
N1 C8 1.334(2) . ?
S1 N2 1.6178(16) . ?
N2 C9 1.339(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.412(3) . ?
N3 C5 1.335(2) . ?
N3 C7 1.3651(18) . ?
C3 H3 0.9300 . ?
C3 C4 1.360(3) . ?
N4 C5 1.3981(18) . ?
N4 C6 1.394(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.396(2) . ?
N5 C10 1.364(2) . ?
N5 C12 1.325(2) . ?
N6 C11 1.3944(18) . ?
N6 C12 1.405(2) . ?
N6 C16 1.376(2) . ?
C6 C7 1.393(2) . ?
C6 C11 1.441(2) . ?
C7 C8 1.426(2) . ?
C8 C9 1.422(2) . ?
C9 C10 1.431(2) . ?
C10 C11 1.400(2) . ?
C12 C13 1.419(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.348(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.409(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.352(2) . ?
C16 H16 0.88(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 Cu1 Cl1 180.0 . 7_566 ?
N3 Cu1 Cl1 89.78(4) . 7_566 ?
N3 Cu1 Cl1 89.78(4) 7_566 . ?
N3 Cu1 Cl1 90.22(4) . . ?
N3 Cu1 Cl1 90.22(4) 7_566 7_566 ?
N3 Cu1 N3 180.00(6) 7_566 . ?
C2 C1 N4 120.50(16) . . ?
C2 C1 H1 121.6(14) . . ?
N4 C1 H1 117.9(14) . . ?
C8 N1 S1 105.97(11) . . ?
N2 S1 N1 100.56(8) . . ?
C9 N2 S1 106.17(12) . . ?
C1 C2 H2 119.4 . . ?
C1 C2 C3 121.21(17) . . ?
C3 C2 H2 119.4 . . ?
C5 N3 Cu1 125.56(10) . . ?
C5 N3 C7 106.21(13) . . ?
C7 N3 Cu1 128.14(11) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.76(17) . . ?
C4 C3 H3 120.1 . . ?
C1 N4 C5 118.62(14) . . ?
C1 N4 C6 134.26(13) . . ?
C6 N4 C5 107.12(12) . . ?
C3 C4 H4 120.6 . . ?
C3 C4 C5 118.73(16) . . ?
C5 C4 H4 120.6 . . ?
C12 N5 C10 104.48(14) . . ?
N3 C5 N4 110.56(13) . . ?
N3 C5 C4 128.31(14) . . ?
C4 C5 N4 121.13(14) . . ?
C11 N6 C12 106.03(14) . . ?
C16 N6 C11 133.62(15) . . ?
C16 N6 C12 120.34(15) . . ?
N4 C6 C11 136.26(14) . . ?
C7 C6 N4 104.70(12) . . ?
C7 C6 C11 119.04(14) . . ?
N3 C7 C6 111.41(14) . . ?
N3 C7 C8 126.65(14) . . ?
C6 C7 C8 121.94(13) . . ?
N1 C8 C7 127.25(14) . . ?
N1 C8 C9 113.82(15) . . ?
C9 C8 C7 118.92(14) . . ?
N2 C9 C8 113.48(15) . . ?
N2 C9 C10 127.17(15) . . ?
C8 C9 C10 119.36(15) . . ?
N5 C10 C9 126.32(16) . . ?
N5 C10 C11 112.75(14) . . ?
C11 C10 C9 120.92(14) . . ?
N6 C11 C6 136.01(15) . . ?
N6 C11 C10 104.20(13) . . ?
C10 C11 C6 119.80(14) . . ?
N5 C12 N6 112.56(14) . . ?
N5 C12 C13 128.57(18) . . ?
N6 C12 C13 118.85(18) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 C12 119.76(19) . . ?
C14 C13 H13 120.1 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 119.97(17) . . ?
C15 C14 H14 120.0 . . ?
C14 C15 H15 119.3 . . ?
C16 C15 C14 121.4(2) . . ?
C16 C15 H15 119.3 . . ?
N6 C16 H16 118.2(18) . . ?
C15 C16 N6 119.7(2) . . ?
C15 C16 H16 122.0(18) . . ?

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
C4 H4 N1 0.93 2.66 3.584(2) 169.9 7_566
C13 H13 Cl1 0.93 2.88 3.7123(19) 150.0 8_565
C1 H1 Cl1 0.95(2) 2.73(2) 3.4608(17) 134.1(17) 5_666
C16 H16 Cl1 0.88(3) 2.91(3) 3.601(2) 137(2) 5_666

_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_PLAT410_mo_20180812a_0m     
;
PROBLEM: Short Intra H...H Contact  H1       ..H16      .       1.86 Ang.  
RESPONSE: Very short intramolecular H...H contacts is due to the coplanarity of 
                 the groups. 
;
# end Validation Reply Form
