# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_i16786_sq
_audit_block_doi                 10.5517/ccdc.csd.cc21r7wy
_database_code_depnum_ccdc_archive 'CCDC 1899180'
loop_
_audit_author_name
_audit_author_address
'yuh sheng wen'
;Academia Sinica
Taiwan
;
_audit_update_record             
;
2019-02-25 deposited with the CCDC.	2019-06-03 downloaded from the CCDC.
;


#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C27 H25 Cl2 Mn N11 O'
_chemical_formula_sum            'C27 H25 Cl2 Mn N11 O'
_chemical_formula_weight         645.42

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_Int_Tables_number      15
loop_
_symmetry_equiv_pos_as_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                   18.2168(4)
_cell_length_b                   15.5104(3)
_cell_length_c                   21.1221(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.252(2)
_cell_angle_gamma                90
_cell_volume                     5906.3(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    100.0(2)
_cell_measurement_reflns_used    9972
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      26.6

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.452
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2648
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.671
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS, 2014/5'
_exptl_absorpt_correction_T_min  0.8783
_exptl_absorpt_correction_T_max  0.9705
_shelx_estimated_absorpt_T_min   0.845
_shelx_estimated_absorpt_T_max   0.9

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      100.0(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_standards_number         0
_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_diffrn_reflns_av_R_equivalents  0.0559
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_number            76708
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.732
_diffrn_reflns_theta_max         27.103
_diffrn_reflns_theta_full        25
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 1
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 1
_reflns_Friedel_coverage         0
_reflns_number_total             6527
_reflns_number_gt                5339
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker Instrument Service v2012.12.0.3'
_computing_cell_refinement       'APEX3 v2015.9-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/4'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 740)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0361P)²+13.7206P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         6527
_refine_ls_number_parameters     381
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0498
_refine_ls_R_factor_gt           0.0359
_refine_ls_wR_factor_ref         0.0946
_refine_ls_wR_factor_gt          0.0852
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.177
_refine_diff_density_min         -0.507
_refine_diff_density_rms         0.061
_platon_squeeze_details          
;
        TITL i16786_a.res in C2/c
        CELL   18.2168   15.5104   21.1221     90.00     98.25     90.00
        SPGR C2/c
        C101 0.599 0.339 0.283 !       5.41 eA-3
        C102 0.528 0.370 0.280 !       4.04 eA-3
        C103 0.478 0.325 0.238 !       3.56 eA-3
        C104 0.500 0.500 0.248 !       2.32 eA-3
        C105 0.500 0.266 0.260 !       1.60 eA-3
        C106 0.468 0.393 0.167 !       1.33 eA-3
        Q107 0.698 0.286 0.122 !       1.15 eA-3
        Q108 0.846 0.336 0.216 !       0.87 eA-3
        Q109 0.331 0.305 0.405 !       0.64 eA-3
        Q110 0.771 0.049 0.143 !       0.61 eA-3
;
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0 -0.113 0.25 108 29 .
2 0 0.113 0.75 107 29 .
3 0.5 0.387 0.25 108 29 .
4 0.5 0.613 0.75 107 29 .

_platon_squeeze_void_probe_radius 1.2

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 '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'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
Mn1 Mn 0.66815(2) 0.03203(2) 0.17714(2) 0.01843(9) Uani 1 1 d . . . . .
Cl1 Cl 0.52995(3) 0.05129(3) 0.16791(2) 0.02281(12) Uani 1 1 d . . . . .
Cl2 Cl 0.80261(3) 0.00369(4) 0.17852(3) 0.03443(14) Uani 1 1 d . . . . .
O1 O 0.64445(9) -0.04077(10) 0.08584(7) 0.0292(4) Uani 1 1 d . . . . .
N1 N 0.43114(10) -0.36380(11) 0.44335(8) 0.0214(4) Uani 1 1 d . . . . .
N2 N 0.60907(10) -0.18216(11) 0.29189(8) 0.0233(4) Uani 1 1 d . . . . .
N3 N 0.66789(12) -0.22159(13) 0.27114(11) 0.0371(5) Uani 1 1 d . . . . .
N4 N 0.65591(10) -0.08509(11) 0.23557(8) 0.0227(4) Uani 1 1 d . . . . .
N5 N 0.67097(10) 0.18509(11) 0.35377(8) 0.0203(4) Uani 1 1 d . . . . .
N6 N 0.74495(11) 0.18264(14) 0.35133(9) 0.0320(4) Uani 1 1 d . . . . .
N7 N 0.68185(10) 0.11076(11) 0.26853(8) 0.0212(4) Uani 1 1 d . . . . .
N8 N 0.66648(10) 0.29308(11) 0.10138(9) 0.0250(4) Uani 1 1 d . . . . .
N9 N 0.68023(10) 0.16016(11) 0.12815(8) 0.0232(4) Uani 1 1 d . . . . .
N10 N 0.71922(12) 0.26449(13) 0.06705(11) 0.0367(5) Uani 1 1 d . . . . .
N11 N 0.64040(11) 0.02096(12) -0.01221(9) 0.0270(4) Uani 1 1 d . . . . .
C2 C 0.45973(12) -0.23231(13) 0.38825(9) 0.0220(4) Uani 1 1 d . . . . .
H2 H 0.4193 -0.2042 0.4034 0.026 Uiso 1 1 calc R U . . .
C3 C 0.50430(12) -0.18680(13) 0.35242(9) 0.0222(4) Uani 1 1 d . . . . .
H3 H 0.4956 -0.1272 0.344 0.027 Uiso 1 1 calc R U . . .
C4 C 0.56191(12) -0.22876(13) 0.32877(9) 0.0209(4) Uani 1 1 d . . . . .
C5 C 0.57469(12) -0.31578(13) 0.34009(10) 0.0216(4) Uani 1 1 d . . . . .
H5 H 0.6132 -0.3445 0.3226 0.026 Uiso 1 1 calc R U . . .
C6 C 0.53080(12) -0.36032(13) 0.37710(10) 0.0218(4) Uani 1 1 d . . . . .
H6 H 0.5397 -0.4199 0.3854 0.026 Uiso 1 1 calc R U . . .
C7 C 0.47353(12) -0.31898(13) 0.40243(9) 0.0200(4) Uani 1 1 d . . . . .
C8 C 0.59366(12) 0.31885(12) 0.50487(9) 0.0203(4) Uani 1 1 d . . . . .
C9 C 0.66469(13) 0.33111(14) 0.49110(11) 0.0263(5) Uani 1 1 d . . . . .
H9 H 0.6972 0.3691 0.5169 0.032 Uiso 1 1 calc R U . . .
C10 C 0.68954(13) 0.28911(14) 0.44040(11) 0.0266(5) Uani 1 1 d . . . . .
H10 H 0.7377 0.3004 0.4302 0.032 Uiso 1 1 calc R U . . .
C11 C 0.64357(12) 0.23068(12) 0.40484(9) 0.0198(4) Uani 1 1 d . . . . .
C12 C 0.57262(13) 0.21583(14) 0.41850(10) 0.0252(5) Uani 1 1 d . . . . .
H12 H 0.5415 0.1748 0.3944 0.03 Uiso 1 1 calc R U . . .
C13 C 0.54722(13) 0.26135(14) 0.46772(10) 0.0253(5) Uani 1 1 d . . . . .
H13 H 0.4978 0.2531 0.4761 0.03 Uiso 1 1 calc R U . . .
C14 C 0.59077(12) 0.54988(13) 0.06861(10) 0.0201(4) Uani 1 1 d . . . . .
C15 C 0.60588(13) 0.51759(14) 0.13061(10) 0.0260(5) Uani 1 1 d . . . . .
H15 H 0.5995 0.5536 0.1658 0.031 Uiso 1 1 calc R U . . .
C16 C 0.63015(13) 0.43333(14) 0.14159(10) 0.0270(5) Uani 1 1 d . . . . .
H16 H 0.6407 0.4118 0.184 0.032 Uiso 1 1 calc R U . . .
C17 C 0.63886(12) 0.38121(13) 0.09041(10) 0.0218(4) Uani 1 1 d . . . . .
C18 C 0.62250(12) 0.41151(13) 0.02815(10) 0.0242(4) Uani 1 1 d . . . . .
H18 H 0.6279 0.3748 -0.0069 0.029 Uiso 1 1 calc R U . . .
C19 C 0.59833(12) 0.49516(13) 0.01739(10) 0.0227(4) Uani 1 1 d . . . . .
H19 H 0.5867 0.5158 -0.0252 0.027 Uiso 1 1 calc R U . . .
C20 C 0.60268(12) -0.10144(13) 0.27041(9) 0.0204(4) Uani 1 1 d . . . . .
H20 H 0.5656 -0.0617 0.2788 0.024 Uiso 1 1 calc R U . . .
C21 C 0.69396(14) -0.16036(15) 0.23761(12) 0.0338(6) Uani 1 1 d . . . . .
H21 H 0.7361 -0.1682 0.2165 0.041 Uiso 1 1 calc R U . . .
C22 C 0.63433(13) 0.14239(13) 0.30439(10) 0.0229(4) Uani 1 1 d . . . . .
H22 H 0.582 0.1356 0.2961 0.027 Uiso 1 1 calc R U . . .
C23 C 0.74812(13) 0.13733(15) 0.29920(11) 0.0298(5) Uani 1 1 d . . . . .
H23 H 0.7936 0.1243 0.2842 0.036 Uiso 1 1 calc R U . . .
C24 C 0.64302(12) 0.23184(14) 0.13545(10) 0.0246(4) Uani 1 1 d . . . . .
H24 H 0.605 0.2377 0.1616 0.029 Uiso 1 1 calc R U . . .
C25 C 0.72624(14) 0.18398(15) 0.08620(12) 0.0318(5) Uani 1 1 d . . . . .
H25 H 0.7608 0.1455 0.0718 0.038 Uiso 1 1 calc R U . . .
C26 C 0.66771(15) -0.03062(15) 0.03438(11) 0.0322(5) Uani 1 1 d . . . . .
H26 H 0.7099 -0.0637 0.0278 0.039 Uiso 1 1 calc R U . . .
C27 C 0.57577(17) 0.0745(2) -0.00731(14) 0.0506(8) Uani 1 1 d . . . . .
H27A H 0.588 0.1351 -0.0142 0.076 Uiso 1 1 calc R U . . .
H27B H 0.5612 0.0679 0.0353 0.076 Uiso 1 1 calc R U . . .
H27C H 0.5347 0.0567 -0.0398 0.076 Uiso 1 1 calc R U . . .
C28 C 0.67097(17) 0.02739(17) -0.07182(11) 0.0395(6) Uani 1 1 d . . . . .
H28A H 0.6334 0.0097 -0.1074 0.059 Uiso 1 1 calc R U . . .
H28B H 0.7144 -0.0103 -0.07 0.059 Uiso 1 1 calc R U . . .
H28C H 0.6857 0.0871 -0.0783 0.059 Uiso 1 1 calc R U . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
Mn1 O1 2.2229(15) . ?
Mn1 N4 2.2254(17) . ?
Mn1 N9 2.2659(17) . ?
Mn1 N7 2.2676(17) . ?
Mn1 Cl2 2.4846(6) . ?
Mn1 Cl1 2.5149(6) . ?
O1 C26 1.232(3) . ?
N1 C14 1.409(3) 2_645 ?
N1 C7 1.421(2) . ?
N1 C8 1.424(2) 5_656 ?
N2 C20 1.331(3) . ?
N2 N3 1.360(3) . ?
N2 C4 1.435(3) . ?
N3 C21 1.314(3) . ?
N4 C20 1.323(3) . ?
N4 C21 1.355(3) . ?
N5 C22 1.331(3) . ?
N5 N6 1.357(3) . ?
N5 C11 1.438(2) . ?
N6 C23 1.315(3) . ?
N7 C22 1.324(3) . ?
N7 C23 1.350(3) . ?
N8 C24 1.301(3) . ?
N8 N10 1.358(2) . ?
N8 C17 1.463(3) . ?
N9 C24 1.323(3) . ?
N9 C25 1.355(3) . ?
N10 C25 1.313(3) . ?
N11 C26 1.310(3) . ?
N11 C28 1.451(3) . ?
N11 C27 1.457(3) . ?
C2 C3 1.381(3) . ?
C2 C7 1.392(3) . ?
C2 H2 0.95 . ?
C3 C4 1.387(3) . ?
C3 H3 0.95 . ?
C4 C5 1.385(3) . ?
C5 C6 1.381(3) . ?
C5 H5 0.95 . ?
C6 C7 1.395(3) . ?
C6 H6 0.95 . ?
C8 C9 1.379(3) . ?
C8 C13 1.392(3) . ?
C8 N1 1.424(2) 5_656 ?
C9 C10 1.384(3) . ?
C9 H9 0.95 . ?
C10 C11 1.381(3) . ?
C10 H10 0.95 . ?
C11 C12 1.383(3) . ?
C12 C13 1.390(3) . ?
C12 H12 0.95 . ?
C13 H13 0.95 . ?
C14 C15 1.392(3) . ?
C14 C19 1.397(3) . ?
C14 N1 1.409(3) 2_665 ?
C15 C16 1.388(3) . ?
C15 H15 0.95 . ?
C16 C17 1.377(3) . ?
C16 H16 0.95 . ?
C17 C18 1.388(3) . ?
C18 C19 1.378(3) . ?
C18 H18 0.95 . ?
C19 H19 0.95 . ?
C20 H20 0.95 . ?
C21 H21 0.95 . ?
C22 H22 0.95 . ?
C23 H23 0.95 . ?
C24 H24 0.95 . ?
C25 H25 0.95 . ?
C26 H26 0.95 . ?
C27 H27A 0.98 . ?
C27 H27B 0.98 . ?
C27 H27C 0.98 . ?
C28 H28A 0.98 . ?
C28 H28B 0.98 . ?
C28 H28C 0.98 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Mn1 N4 92.52(6) . . ?
O1 Mn1 N9 93.95(6) . . ?
N4 Mn1 N9 173.37(6) . . ?
O1 Mn1 N7 174.90(6) . . ?
N4 Mn1 N7 88.57(6) . . ?
N9 Mn1 N7 84.86(6) . . ?
O1 Mn1 Cl2 89.35(5) . . ?
N4 Mn1 Cl2 91.50(5) . . ?
N9 Mn1 Cl2 90.02(5) . . ?
N7 Mn1 Cl2 95.60(5) . . ?
O1 Mn1 Cl1 85.72(5) . . ?
N4 Mn1 Cl1 87.77(5) . . ?
N9 Mn1 Cl1 91.27(5) . . ?
N7 Mn1 Cl1 89.35(5) . . ?
Cl2 Mn1 Cl1 174.99(2) . . ?
C26 O1 Mn1 130.69(16) . . ?
C14 N1 C7 121.37(16) 2_645 . ?
C14 N1 C8 119.32(16) 2_645 5_656 ?
C7 N1 C8 119.19(16) . 5_656 ?
C20 N2 N3 110.35(17) . . ?
C20 N2 C4 128.96(18) . . ?
N3 N2 C4 120.61(17) . . ?
C21 N3 N2 102.19(18) . . ?
C20 N4 C21 103.27(17) . . ?
C20 N4 Mn1 127.20(14) . . ?
C21 N4 Mn1 129.00(14) . . ?
C22 N5 N6 110.21(17) . . ?
C22 N5 C11 130.05(18) . . ?
N6 N5 C11 119.73(17) . . ?
C23 N6 N5 102.12(19) . . ?
C22 N7 C23 103.04(18) . . ?
C22 N7 Mn1 133.29(15) . . ?
C23 N7 Mn1 123.67(14) . . ?
C24 N8 N10 111.76(18) . . ?
C24 N8 C17 129.57(18) . . ?
N10 N8 C17 118.29(17) . . ?
C24 N9 C25 102.86(18) . . ?
C24 N9 Mn1 126.80(14) . . ?
C25 N9 Mn1 130.34(14) . . ?
C25 N10 N8 101.02(17) . . ?
C26 N11 C28 122.8(2) . . ?
C26 N11 C27 121.3(2) . . ?
C28 N11 C27 115.9(2) . . ?
C3 C2 C7 120.62(19) . . ?
C3 C2 H2 119.7 . . ?
C7 C2 H2 119.7 . . ?
C2 C3 C4 119.49(18) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C5 C4 C3 120.81(19) . . ?
C5 C4 N2 119.07(18) . . ?
C3 C4 N2 120.13(18) . . ?
C6 C5 C4 119.26(19) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C5 C6 C7 120.85(19) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 H6 119.6 . . ?
C2 C7 C6 118.89(18) . . ?
C2 C7 N1 120.42(18) . . ?
C6 C7 N1 120.67(18) . . ?
C9 C8 C13 118.82(19) . . ?
C9 C8 N1 120.34(19) . 5_656 ?
C13 C8 N1 120.84(19) . 5_656 ?
C8 C9 C10 121.3(2) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 H9 119.4 . . ?
C11 C10 C9 119.3(2) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
C10 C11 C12 120.52(19) . . ?
C10 C11 N5 118.83(19) . . ?
C12 C11 N5 120.66(18) . . ?
C11 C12 C13 119.5(2) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
C12 C13 C8 120.4(2) . . ?
C12 C13 H13 119.8 . . ?
C8 C13 H13 119.8 . . ?
C15 C14 C19 118.79(19) . . ?
C15 C14 N1 121.54(18) . 2_665 ?
C19 C14 N1 119.67(18) . 2_665 ?
C16 C15 C14 120.74(19) . . ?
C16 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
C17 C16 C15 119.4(2) . . ?
C17 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C16 C17 C18 120.78(19) . . ?
C16 C17 N8 119.99(19) . . ?
C18 C17 N8 119.23(18) . . ?
C19 C18 C17 119.66(19) . . ?
C19 C18 H18 120.2 . . ?
C17 C18 H18 120.2 . . ?
C18 C19 C14 120.58(19) . . ?
C18 C19 H19 119.7 . . ?
C14 C19 H19 119.7 . . ?
N4 C20 N2 109.54(18) . . ?
N4 C20 H20 125.2 . . ?
N2 C20 H20 125.2 . . ?
N3 C21 N4 114.6(2) . . ?
N3 C21 H21 122.7 . . ?
N4 C21 H21 122.7 . . ?
N7 C22 N5 109.70(19) . . ?
N7 C22 H22 125.2 . . ?
N5 C22 H22 125.2 . . ?
N6 C23 N7 114.9(2) . . ?
N6 C23 H23 122.5 . . ?
N7 C23 H23 122.5 . . ?
N8 C24 N9 109.56(18) . . ?
N8 C24 H24 125.2 . . ?
N9 C24 H24 125.2 . . ?
N10 C25 N9 114.7(2) . . ?
N10 C25 H25 122.6 . . ?
N9 C25 H25 122.6 . . ?
O1 C26 N11 126.8(2) . . ?
O1 C26 H26 116.6 . . ?
N11 C26 H26 116.6 . . ?
N11 C27 H27A 109.5 . . ?
N11 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
N11 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N11 C28 H28A 109.5 . . ?
N11 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
N11 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
####################################################################### 
# 
# 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_i16936_sq
_database_code_depnum_ccdc_archive 'CCDC 1861382'
loop_
_audit_author_name
_audit_author_address
'Yuh Sheng Wen'
;academia sinica
Taiwan
;
_audit_update_record             
;
2018-08-10 deposited with the CCDC.	2019-06-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H18 Cl2 Cu N10 [+ solvent]'
_chemical_formula_sum            'C24 H18 Cl2 Cu N10 [+ solvent]'
_chemical_formula_weight         580.92

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+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                   17.7001(7)
_cell_length_b                   14.9411(7)
_cell_length_c                   22.5015(10)
_cell_angle_alpha                90
_cell_angle_beta                 94.775(2)
_cell_angle_gamma                90
_cell_volume                     5930.1(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    100.0(2)
_cell_measurement_reflns_used    9864
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      25.63

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      none
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_F_000             2360
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.947
_shelx_estimated_absorpt_T_min   0.727
_shelx_estimated_absorpt_T_max   0.879
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8626
_exptl_absorpt_correction_T_max  0.9705
_exptl_absorpt_process_details   'Bruker SADABS, 2014/5'

_exptl_special_details           
;
 
;

_diffrn_ambient_temperature      100.0(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            125143
_diffrn_reflns_av_unetI/netI     0.0286
_diffrn_reflns_av_R_equivalents  0.0802
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.786
_diffrn_reflns_theta_max         27.168
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6562
_reflns_number_gt                5542
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;

_computing_data_collection       'Bruker Instrument Service v2012.12.0.3'
_computing_cell_refinement       'APEX3 v2015.9-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/4'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 740)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_refine_special_details          
;
 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0174P)²+60.3924P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6562
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0786
_refine_ls_R_factor_gt           0.0654
_refine_ls_wR_factor_ref         0.1477
_refine_ls_wR_factor_gt          0.1414
_refine_ls_goodness_of_fit_ref   1.207
_refine_ls_restrained_S_all      1.207
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.33083(3) 0.96909(3) 0.30355(2) 0.02119(13) Uani 1 1 d . . . . .
Cl1 Cl 0.20664(7) 1.01334(8) 0.31047(6) 0.0353(3) Uani 1 1 d . . . . .
Cl2 Cl 0.45964(6) 0.95541(7) 0.33286(5) 0.0275(2) Uani 1 1 d . . . . .
N1 N 0.4250(2) 0.3801(2) 0.44707(15) 0.0239(8) Uani 1 1 d . . . . .
N2 N 0.3194(2) 0.7286(3) 0.38943(16) 0.0269(8) Uani 1 1 d . . . . .
N3 N 0.2650(2) 0.7679(3) 0.4179(2) 0.0396(10) Uani 1 1 d . . . . .
N4 N 0.3119(2) 0.8615(3) 0.35290(16) 0.0250(8) Uani 1 1 d . . . . .
N5 N 0.6009(2) 0.1844(2) 0.29289(14) 0.0197(7) Uani 1 1 d . . . . .
N6 N 0.6562(3) 0.2278(3) 0.2671(2) 0.0405(11) Uani 1 1 d . . . . .
N7 N 0.3511(2) 1.0829(2) 0.26066(16) 0.0242(8) Uani 1 1 d . . . . .
N8 N 0.3284(2) 0.1915(2) 0.64358(15) 0.0224(7) Uani 1 1 d . . . . .
N9 N 0.2532(2) 0.1826(3) 0.64825(18) 0.0362(10) Uani 1 1 d . . . . .
N10 N 0.3206(2) 0.8889(2) 0.22265(16) 0.0249(8) Uani 1 1 d . . . . .
C1 C 0.3983(2) 0.4668(3) 0.43261(18) 0.0214(8) Uani 1 1 d . . . . .
C2 C 0.3836(3) 0.4926(3) 0.37379(19) 0.0298(10) Uani 1 1 d . . . . .
H2 H 0.3916 0.4513 0.3428 0.036 Uiso 1 1 calc R U . . .
C3 C 0.3573(3) 0.5784(3) 0.3593(2) 0.0312(10) Uani 1 1 d . . . . .
H3 H 0.3475 0.5953 0.3187 0.037 Uiso 1 1 calc R U . . .
C4 C 0.3454(2) 0.6383(3) 0.40381(19) 0.0251(9) Uani 1 1 d . . . . .
C5 C 0.3588(3) 0.6133(3) 0.4632(2) 0.0307(10) Uani 1 1 d . . . . .
H5 H 0.3500 0.6545 0.4941 0.037 Uiso 1 1 calc R U . . .
C6 C 0.3850(3) 0.5284(3) 0.4770(2) 0.0329(11) Uani 1 1 d . . . . .
H6 H 0.3942 0.5115 0.5177 0.039 Uiso 1 1 calc R U . . .
C7 C 0.4679(2) 0.3308(3) 0.40697(17) 0.0212(8) Uani 1 1 d . . . . .
C8 C 0.4497(3) 0.2425(3) 0.39262(18) 0.0260(9) Uani 1 1 d . . . . .
H8 H 0.4073 0.2153 0.4085 0.031 Uiso 1 1 calc R U . . .
C9 C 0.4925(3) 0.1939(3) 0.35558(19) 0.0253(9) Uani 1 1 d . . . . .
H9 H 0.4803 0.1331 0.3467 0.030 Uiso 1 1 calc R U . . .
C10 C 0.5534(2) 0.2343(3) 0.33137(17) 0.0208(8) Uani 1 1 d . . . . .
C11 C 0.5716(2) 0.3230(3) 0.34385(18) 0.0220(8) Uani 1 1 d . . . . .
H11 H 0.6127 0.3509 0.3265 0.026 Uiso 1 1 calc R U . . .
C12 C 0.5285(2) 0.3706(3) 0.38232(18) 0.0221(8) Uani 1 1 d . . . . .
H12 H 0.5409 0.4312 0.3917 0.027 Uiso 1 1 calc R U . . .
C13 C 0.4008(2) 0.3351(3) 0.49798(17) 0.0213(8) Uani 1 1 d . . . . .
C14 C 0.3274(2) 0.3429(3) 0.51339(18) 0.0230(9) Uani 1 1 d . . . . .
H14 H 0.2925 0.3799 0.4903 0.028 Uiso 1 1 calc R U . . .
C15 C 0.3041(2) 0.2973(3) 0.56223(18) 0.0225(9) Uani 1 1 d . . . . .
H15 H 0.2539 0.3045 0.5735 0.027 Uiso 1 1 calc R U . . .
C16 C 0.3542(2) 0.2416(3) 0.59437(17) 0.0193(8) Uani 1 1 d . . . . .
C17 C 0.4282(3) 0.2320(3) 0.57923(19) 0.0294(10) Uani 1 1 d . . . . .
H17 H 0.4624 0.1929 0.6013 0.035 Uiso 1 1 calc R U . . .
C18 C 0.4511(3) 0.2800(4) 0.5317(2) 0.0325(11) Uani 1 1 d . . . . .
H18 H 0.5021 0.2754 0.5218 0.039 Uiso 1 1 calc R U . . .
C19 C 0.3481(2) 0.7842(3) 0.35094(19) 0.0257(9) Uani 1 1 d . . . . .
H19 H 0.3877 0.7708 0.3263 0.031 Uiso 1 1 calc R U . . .
C20 C 0.2613(3) 0.8473(4) 0.3943(2) 0.0337(11) Uani 1 1 d . . . . .
H20 H 0.2264 0.8916 0.4049 0.040 Uiso 1 1 calc R U . . .
C21 C 0.4050(2) 1.1000(3) 0.22448(18) 0.0227(9) Uani 1 1 d . . . . .
H21 H 0.4418 1.0584 0.2130 0.027 Uiso 1 1 calc R U . . .
C22 C 0.3156(3) 1.1627(3) 0.2637(2) 0.0374(12) Uani 1 1 d . . . . .
H22 H 0.2732 1.1712 0.2864 0.045 Uiso 1 1 calc R U . . .
C23 C 0.3674(3) 0.8501(3) 0.18773(19) 0.0274(9) Uani 1 1 d . . . . .
H23 H 0.4211 0.8519 0.1936 0.033 Uiso 1 1 calc R U . . .
C24 C 0.2525(3) 0.8664(3) 0.1969(2) 0.0332(11) Uani 1 1 d . . . . .
H24 H 0.2066 0.8844 0.2126 0.040 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N4 1.998(4) . ?
Cu1 N7 2.003(4) . ?
Cu1 N10 2.174(4) . ?
Cu1 Cl1 2.3131(13) . ?
Cu1 Cl2 2.3291(12) . ?
N1 C1 1.408(5) . ?
N1 C13 1.425(5) . ?
N1 C7 1.432(5) . ?
N2 C19 1.331(5) . ?
N2 N3 1.336(6) . ?
N2 C4 1.453(6) . ?
N3 C20 1.299(6) . ?
N4 C19 1.323(6) . ?
N4 C20 1.360(6) . ?
N5 C21 1.322(5) 2_645 ?
N5 N6 1.344(5) . ?
N5 C10 1.461(5) . ?
N6 C22 1.317(6) 2_645 ?
N7 C21 1.330(5) . ?
N7 C22 1.352(6) . ?
N8 C23 1.317(6) 6_566 ?
N8 N9 1.349(5) . ?
N8 C16 1.443(5) . ?
N9 C24 1.317(6) 6_566 ?
N10 C23 1.321(6) . ?
N10 C24 1.338(6) . ?
C1 C2 1.382(6) . ?
C1 C6 1.393(6) . ?
C2 C3 1.393(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.373(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.389(6) . ?
C5 C6 1.377(7) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C12 1.382(6) . ?
C7 C8 1.390(6) . ?
C8 C9 1.378(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.386(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.388(6) . ?
C11 C12 1.396(6) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.378(6) . ?
C13 C18 1.390(6) . ?
C14 C15 1.385(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.378(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.387(6) . ?
C17 C18 1.377(6) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 N5 1.322(5) 2_665 ?
C21 H21 0.9500 . ?
C22 N6 1.317(6) 2_665 ?
C22 H22 0.9500 . ?
C23 N8 1.317(6) 6_565 ?
C23 H23 0.9500 . ?
C24 N9 1.317(6) 6_565 ?
C24 H24 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
N4 Cu1 N7 175.06(15) . . ?
N4 Cu1 N10 90.91(14) . . ?
N7 Cu1 N10 94.03(14) . . ?
N4 Cu1 Cl1 89.31(11) . . ?
N7 Cu1 Cl1 89.95(11) . . ?
N10 Cu1 Cl1 101.59(11) . . ?
N4 Cu1 Cl2 88.73(11) . . ?
N7 Cu1 Cl2 90.03(11) . . ?
N10 Cu1 Cl2 101.52(10) . . ?
Cl1 Cu1 Cl2 156.84(5) . . ?
C1 N1 C13 120.2(3) . . ?
C1 N1 C7 120.9(3) . . ?
C13 N1 C7 118.3(3) . . ?
C19 N2 N3 111.5(4) . . ?
C19 N2 C4 126.4(4) . . ?
N3 N2 C4 122.0(3) . . ?
C20 N3 N2 102.6(4) . . ?
C19 N4 C20 103.6(4) . . ?
C19 N4 Cu1 125.4(3) . . ?
C20 N4 Cu1 131.0(3) . . ?
C21 N5 N6 112.1(3) 2_645 . ?
C21 N5 C10 128.8(3) 2_645 . ?
N6 N5 C10 119.0(3) . . ?
C22 N6 N5 101.1(4) 2_645 . ?
C21 N7 C22 102.9(4) . . ?
C21 N7 Cu1 128.6(3) . . ?
C22 N7 Cu1 128.4(3) . . ?
C23 N8 N9 110.6(4) 6_566 . ?
C23 N8 C16 130.1(4) 6_566 . ?
N9 N8 C16 119.3(3) . . ?
C24 N9 N8 101.4(4) 6_566 . ?
C23 N10 C24 102.6(4) . . ?
C23 N10 Cu1 136.7(3) . . ?
C24 N10 Cu1 120.7(3) . . ?
C2 C1 C6 118.3(4) . . ?
C2 C1 N1 120.7(4) . . ?
C6 C1 N1 121.0(4) . . ?
C1 C2 C3 120.8(4) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 H2 119.6 . . ?
C4 C3 C2 119.9(4) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 120.1(4) . . ?
C3 C4 N2 120.5(4) . . ?
C5 C4 N2 119.3(4) . . ?
C6 C5 C4 119.5(4) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C5 C6 C1 121.3(4) . . ?
C5 C6 H6 119.3 . . ?
C1 C6 H6 119.3 . . ?
C12 C7 C8 119.2(4) . . ?
C12 C7 N1 120.1(4) . . ?
C8 C7 N1 120.7(4) . . ?
C9 C8 C7 120.8(4) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C8 C9 C10 119.5(4) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 H9 120.3 . . ?
C9 C10 C11 120.8(4) . . ?
C9 C10 N5 121.1(4) . . ?
C11 C10 N5 118.2(4) . . ?
C10 C11 C12 118.9(4) . . ?
C10 C11 H11 120.6 . . ?
C12 C11 H11 120.6 . . ?
C7 C12 C11 120.8(4) . . ?
C7 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C14 C13 C18 119.2(4) . . ?
C14 C13 N1 121.0(4) . . ?
C18 C13 N1 119.8(4) . . ?
C13 C14 C15 120.5(4) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C16 C15 C14 119.5(4) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C15 C16 C17 120.9(4) . . ?
C15 C16 N8 119.0(4) . . ?
C17 C16 N8 120.1(4) . . ?
C18 C17 C16 118.8(4) . . ?
C18 C17 H17 120.6 . . ?
C16 C17 H17 120.6 . . ?
C17 C18 C13 121.0(4) . . ?
C17 C18 H18 119.5 . . ?
C13 C18 H18 119.5 . . ?
N4 C19 N2 108.1(4) . . ?
N4 C19 H19 126.0 . . ?
N2 C19 H19 126.0 . . ?
N3 C20 N4 114.1(5) . . ?
N3 C20 H20 122.9 . . ?
N4 C20 H20 122.9 . . ?
N5 C21 N7 108.7(4) 2_665 . ?
N5 C21 H21 125.7 2_665 . ?
N7 C21 H21 125.7 . . ?
N6 C22 N7 115.2(4) 2_665 . ?
N6 C22 H22 122.4 2_665 . ?
N7 C22 H22 122.4 . . ?
N8 C23 N10 109.9(4) 6_565 . ?
N8 C23 H23 125.0 6_565 . ?
N10 C23 H23 125.0 . . ?
N9 C24 N10 115.4(4) 6_565 . ?
N9 C24 H24 122.3 6_565 . ?
N10 C24 H24 122.3 . . ?

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
C19 N2 N3 C20 1.3(5) . . . . ?
C4 N2 N3 C20 177.1(4) . . . . ?
C21 N5 N6 C22 -3.1(6) 2_645 . . 2_645 ?
C10 N5 N6 C22 -179.1(4) . . . 2_645 ?
C23 N8 N9 C24 -0.4(5) 6_566 . . 6_566 ?
C16 N8 N9 C24 179.5(4) . . . 6_566 ?
C13 N1 C1 C2 -143.8(4) . . . . ?
C7 N1 C1 C2 27.5(6) . . . . ?
C13 N1 C1 C6 35.3(6) . . . . ?
C7 N1 C1 C6 -153.5(4) . . . . ?
C6 C1 C2 C3 0.9(7) . . . . ?
N1 C1 C2 C3 -180.0(4) . . . . ?
C1 C2 C3 C4 -0.1(7) . . . . ?
C2 C3 C4 C5 -0.8(7) . . . . ?
C2 C3 C4 N2 178.8(4) . . . . ?
C19 N2 C4 C3 -48.7(6) . . . . ?
N3 N2 C4 C3 136.2(5) . . . . ?
C19 N2 C4 C5 130.9(5) . . . . ?
N3 N2 C4 C5 -44.2(6) . . . . ?
C3 C4 C5 C6 0.9(7) . . . . ?
N2 C4 C5 C6 -178.7(4) . . . . ?
C4 C5 C6 C1 -0.1(8) . . . . ?
C2 C1 C6 C5 -0.8(7) . . . . ?
N1 C1 C6 C5 -179.9(4) . . . . ?
C1 N1 C7 C12 48.6(6) . . . . ?
C13 N1 C7 C12 -140.0(4) . . . . ?
C1 N1 C7 C8 -131.7(4) . . . . ?
C13 N1 C7 C8 39.7(6) . . . . ?
C12 C7 C8 C9 1.8(6) . . . . ?
N1 C7 C8 C9 -177.9(4) . . . . ?
C7 C8 C9 C10 -1.4(7) . . . . ?
C8 C9 C10 C11 -0.3(7) . . . . ?
C8 C9 C10 N5 178.8(4) . . . . ?
C21 N5 C10 C9 0.3(7) 2_645 . . . ?
N6 N5 C10 C9 175.5(4) . . . . ?
C21 N5 C10 C11 179.4(4) 2_645 . . . ?
N6 N5 C10 C11 -5.4(6) . . . . ?
C9 C10 C11 C12 1.4(6) . . . . ?
N5 C10 C11 C12 -177.6(4) . . . . ?
C8 C7 C12 C11 -0.6(6) . . . . ?
N1 C7 C12 C11 179.1(4) . . . . ?
C10 C11 C12 C7 -1.0(6) . . . . ?
C1 N1 C13 C14 37.9(6) . . . . ?
C7 N1 C13 C14 -133.5(4) . . . . ?
C1 N1 C13 C18 -144.2(4) . . . . ?
C7 N1 C13 C18 44.4(6) . . . . ?
C18 C13 C14 C15 0.7(7) . . . . ?
N1 C13 C14 C15 178.6(4) . . . . ?
C13 C14 C15 C16 -2.1(6) . . . . ?
C14 C15 C16 C17 1.4(6) . . . . ?
C14 C15 C16 N8 -177.3(4) . . . . ?
C23 N8 C16 C15 -164.0(4) 6_566 . . . ?
N9 N8 C16 C15 16.2(6) . . . . ?
C23 N8 C16 C17 17.3(7) 6_566 . . . ?
N9 N8 C16 C17 -162.5(4) . . . . ?
C15 C16 C17 C18 0.7(7) . . . . ?
N8 C16 C17 C18 179.4(4) . . . . ?
C16 C17 C18 C13 -2.1(8) . . . . ?
C14 C13 C18 C17 1.4(7) . . . . ?
N1 C13 C18 C17 -176.6(4) . . . . ?
C20 N4 C19 N2 0.0(5) . . . . ?
Cu1 N4 C19 N2 -179.2(3) . . . . ?
N3 N2 C19 N4 -0.9(5) . . . . ?
C4 N2 C19 N4 -176.5(4) . . . . ?
N2 N3 C20 N4 -1.3(6) . . . . ?
C19 N4 C20 N3 0.8(6) . . . . ?
Cu1 N4 C20 N3 -180.0(3) . . . . ?
C22 N7 C21 N5 -1.2(5) . . . 2_665 ?
Cu1 N7 C21 N5 -178.4(3) . . . 2_665 ?
C21 N7 C22 N6 -0.8(6) . . . 2_665 ?
Cu1 N7 C22 N6 176.3(4) . . . 2_665 ?
C24 N10 C23 N8 0.9(5) . . . 6_565 ?
Cu1 N10 C23 N8 179.7(3) . . . 6_565 ?
C23 N10 C24 N9 -0.7(6) . . . 6_565 ?
Cu1 N10 C24 N9 -179.7(3) . . . 6_565 ?

_refine_diff_density_max         0.798
_refine_diff_density_min         -0.787
_refine_diff_density_rms         0.103

_shelxl_version_number           2013-4


# SQUEEZE RESULTS (Version = 260116)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.101 0.250 104 40 ' '
2 0.000 -0.101 0.750 104 40 ' '
3 0.500 0.000 0.000 258 81 ' '
4 0.500 0.000 0.500 258 81 ' '
5 0.500 0.399 0.750 105 40 ' '
6 0.000 0.500 1.000 258 81 ' '
7 1.000 0.500 0.500 258 81 ' '
8 0.500 0.601 0.250 104 40 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          
;
TITL i16936_a.res in P-1              New: C2/c
CELL   17.7001   14.9411   22.5015     90.00     94.78     90.00
SPGR C2/c
# Solvent Accessible Volume =      1443
# Electrons Found in S.A.V. =       483
# Note: Atoms in Void as Cxxx and Qxxx all others
C101 1.000 0.094 0.251 !       9.19 eA-3
C102 0.500 0.500 0.250 !       8.76 eA-3
C103 0.375 0.030 0.018 !       8.07 eA-3
C104 0.375 0.029 0.475 !       6.60 eA-3
C105 0.656 0.013 0.432 !       6.29 eA-3
C106 0.652 0.107 0.020 !       6.25 eA-3
C107 0.992 0.238 0.273 !       5.18 eA-3
C108 0.037 0.123 0.320 !       4.63 eA-3
C109 0.419 0.109 0.001 !       4.30 eA-3
C110 0.992 0.155 0.218 !       4.19 eA-3
C111 0.904 0.324 0.486 !       3.44 eA-3
Q112 0.815 0.483 0.316 !       1.57 eA-3
Q113 0.187 0.030 0.315 !       1.30 eA-3
Q114 0.204 0.269 0.106 !       1.23 eA-3
Q115 0.825 0.451 0.089 !       1.06 eA-3
C116 0.109 0.483 0.065 !       1.00 eA-3
Q117 0.424 0.139 0.055 !       0.96 eA-3
Q118 0.464 0.469 0.285 !       0.90 eA-3
Q119 0.409 0.155 0.228 !       0.89 eA-3
Q120 0.607 0.499 0.051 !       0.82 eA-3
C121 0.625 0.033 0.391 !       0.77 eA-3
C122 0.051 0.065 0.313 !       0.77 eA-3
Q123 0.869 0.469 0.104 !       0.71 eA-3
Q124 0.167 0.486 0.063 !       0.71 eA-3
Q125 0.752 0.282 0.417 !       0.71 eA-3
Q126 0.076 0.156 0.350 !       0.71 eA-3
C127 0.481 0.493 0.201 !       0.71 eA-3
Q128 0.623 0.014 0.112 !       0.70 eA-3
Q129 0.145 0.044 0.025 !       0.68 eA-3
Q130 0.287 0.450 0.170 !       0.66 eA-3
Q131 0.899 0.140 0.009 !       0.65 eA-3
Q132 0.191 0.393 0.129 !       0.65 eA-3
Q133 0.232 0.340 0.364 !       0.64 eA-3
C134 1.000 0.127 0.353 !       0.63 eA-3
Q135 0.711 0.094 0.195 !       0.63 eA-3
C136 0.962 0.504 0.481 !       0.63 eA-3
Q137 0.737 0.016 0.211 !       0.61 eA-3
Q138 0.809 0.331 0.172 !       0.61 eA-3
Q139 0.270 0.049 0.376 !       0.61 eA-3
C140 0.038 0.374 0.031 !       0.61 eA-3
Q141 0.366 0.064 0.259 !       0.60 eA-3
Q142 0.735 0.035 0.038 !       0.60 eA-3
Q143 0.046 0.500 0.173 !       0.60 eA-3
Q144 0.640 0.112 0.202 !       0.60 eA-3
C145 0.986 0.030 0.206 !       0.59 eA-3
Q146 0.935 0.250 0.082 !       0.59 eA-3
C147 0.688 0.076 0.373 !       0.59 eA-3
Q148 1.001 0.453 0.246 !       0.58 eA-3
Q149 0.832 0.157 0.407 !       0.58 eA-3
Q150 0.527 0.435 0.268 !       0.57 eA-3
Q151 0.371 0.388 0.404 !       0.56 eA-3
Q152 0.966 0.015 0.328 !       0.55 eA-3
Q153 0.516 0.329 0.126 !       0.54 eA-3
Q154 0.666 0.142 0.229 !       0.54 eA-3
Q155 0.652 0.191 0.299 !       0.53 eA-3
Q156 0.540 0.109 0.103 !       0.53 eA-3
Q157 0.160 0.328 0.367 !       0.52 eA-3
Q158 0.172 0.344 0.006 !       0.52 eA-3
Q159 0.641 0.453 0.148 !       0.52 eA-3
Q160 0.362 0.484 0.023 !       0.52 eA-3
Q161 0.499 0.266 0.255 !       0.51 eA-3
Q162 1.001 0.045 0.359 !       0.51 eA-3
Q163 0.891 0.331 0.432 !       0.51 eA-3
Q164 0.440 0.484 0.190 !       0.51 eA-3
C165 0.208 0.482 0.016 !       0.51 eA-3
Q166 0.580 0.203 0.298 !       0.51 eA-3
C167 0.178 0.426 0.487 !       0.51 eA-3
Q168 0.861 0.109 0.204 !       0.50 eA-3
Q169 0.440 0.265 0.140 !       0.50 eA-3
Q170 0.168 0.237 0.139 !       0.50 eA-3
Q171 0.043 0.202 0.453 !       0.50 eA-3
Q172 0.048 0.406 0.143 !       0.50 eA-3
Q173 0.104 0.407 0.460 !       0.50 eA-3
;

