# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_A150208B
_database_code_depnum_ccdc_archive 'CCDC 1811252'
loop_
_audit_author_name
_audit_author_address
'Ying Wang'
;Tianjin Normal University
China
;
_audit_update_record             
;
2019-04-11 deposited with the CCDC.	2019-05-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H20 N10 O'
_chemical_formula_weight         464.50

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   7.4910(4)
_cell_length_b                   11.4453(6)
_cell_length_c                   13.0462(6)
_cell_angle_alpha                100.758(4)
_cell_angle_beta                 92.216(4)
_cell_angle_gamma                93.539(4)
_cell_volume                     1095.35(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    293
_cell_measurement_reflns_used    5809
_cell_measurement_theta_min      3.9280
_cell_measurement_theta_max      73.5650

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_F_000             484
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.23
_exptl_absorpt_coefficient_mu    0.768
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.90148
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_device_type  'four-circle diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8252
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_av_R_equivalents  0.0184
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.453
_diffrn_reflns_theta_max         73.569
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4264
_reflns_number_gt                3961
_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.
 
 _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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0468P)²+0.4404P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4264
_refine_ls_number_parameters     319
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0378
_refine_ls_wR_factor_ref         0.0979
_refine_ls_wR_factor_gt          0.0954
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.000
_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
N1 N 1.13772(14) 0.25734(10) 0.01465(8) 0.0224(2) Uani 1 1 d . . . . .
N2 N 1.16815(15) 0.16146(10) -0.06111(9) 0.0275(3) Uani 1 1 d . . . . .
N3 N 1.37815(16) 0.31366(12) -0.05867(10) 0.0346(3) Uani 1 1 d . . . . .
N4 N 0.16264(14) -0.19629(9) 0.22006(8) 0.0206(2) Uani 1 1 d . . . . .
N5 N 0.01613(15) -0.22210(10) 0.27301(9) 0.0255(2) Uani 1 1 d . . . . .
N6 N 0.10576(16) -0.38968(10) 0.17258(9) 0.0279(3) Uani 1 1 d . . . . .
N7 N 0.26382(14) 0.67942(9) 0.46410(8) 0.0201(2) Uani 1 1 d . . . . .
N8 N 0.10890(15) 0.67714(10) 0.51600(9) 0.0269(3) Uani 1 1 d . . . . .
N9 N 0.23121(15) 0.86570(10) 0.53374(9) 0.0255(2) Uani 1 1 d . . . . .
N10 N 0.51703(14) 0.25603(9) 0.24343(8) 0.0207(2) Uani 1 1 d . . . . .
C1 C 0.67555(16) 0.25819(10) 0.18782(9) 0.0188(2) Uani 1 1 d . . . . .
C2 C 0.72433(16) 0.35429(11) 0.14030(9) 0.0201(3) Uani 1 1 d . . . . .
H2 H 0.6527 0.4185 0.1455 0.024 Uiso 1 1 calc R U . . .
C3 C 0.87890(16) 0.35444(11) 0.08545(9) 0.0203(3) Uani 1 1 d . . . . .
H3 H 0.9128 0.4196 0.0556 0.024 Uiso 1 1 calc R U . . .
C4 C 0.98318(16) 0.25713(11) 0.07514(9) 0.0195(2) Uani 1 1 d . . . . .
C5 C 0.93601(16) 0.16009(11) 0.12064(10) 0.0213(3) Uani 1 1 d . . . . .
H5 H 1.0056 0.0947 0.1127 0.026 Uiso 1 1 calc R U . . .
C6 C 0.78430(16) 0.16156(11) 0.17802(9) 0.0206(3) Uani 1 1 d . . . . .
H6 H 0.7541 0.0978 0.2104 0.025 Uiso 1 1 calc R U . . .
C7 C 1.31254(18) 0.20111(14) -0.10200(11) 0.0308(3) Uani 1 1 d . . . . .
H7 H 1.3663 0.1550 -0.1571 0.037 Uiso 1 1 calc R U . . .
C8 C 1.26345(18) 0.34595(13) 0.01425(11) 0.0297(3) Uani 1 1 d . . . . .
H8 H 1.2692 0.4197 0.0590 0.036 Uiso 1 1 calc R U . . .
C9 C 0.41611(16) 0.14501(10) 0.23706(10) 0.0185(2) Uani 1 1 d . . . . .
C10 C 0.39367(16) 0.06533(11) 0.14170(9) 0.0195(2) Uani 1 1 d . . . . .
H10 H 0.4376 0.0872 0.0818 0.023 Uiso 1 1 calc R U . . .
C11 C 0.30619(16) -0.04633(11) 0.13595(9) 0.0198(3) Uani 1 1 d . . . . .
H11 H 0.2926 -0.0997 0.0725 0.024 Uiso 1 1 calc R U . . .
C12 C 0.23911(16) -0.07795(10) 0.22538(10) 0.0190(2) Uani 1 1 d . . . . .
C13 C 0.25155(16) 0.00283(11) 0.31935(10) 0.0203(3) Uani 1 1 d . . . . .
H13 H 0.2003 -0.0173 0.3781 0.024 Uiso 1 1 calc R U . . .
C14 C 0.34093(16) 0.11378(11) 0.32505(9) 0.0201(3) Uani 1 1 d . . . . .
H14 H 0.3508 0.1678 0.3881 0.024 Uiso 1 1 calc R U . . .
C15 C -0.01223(18) -0.33813(12) 0.24115(11) 0.0265(3) Uani 1 1 d . . . . .
H15 H -0.1064 -0.3819 0.2639 0.032 Uiso 1 1 calc R U . . .
C16 C 0.21375(18) -0.29774(11) 0.16214(10) 0.0239(3) Uani 1 1 d . . . . .
H16 H 0.3119 -0.3023 0.1204 0.029 Uiso 1 1 calc R U . . .
C17 C 0.45397(16) 0.36266(10) 0.29956(9) 0.0182(2) Uani 1 1 d . . . . .
C18 C 0.27121(17) 0.37314(11) 0.31177(10) 0.0205(3) Uani 1 1 d . . . . .
H18 H 0.1901 0.3100 0.2821 0.025 Uiso 1 1 calc R U . . .
C19 C 0.20904(16) 0.47659(11) 0.36757(10) 0.0211(3) Uani 1 1 d . . . . .
H19 H 0.0873 0.4816 0.3775 0.025 Uiso 1 1 calc R U . . .
C20 C 0.32912(17) 0.57248(10) 0.40846(9) 0.0190(2) Uani 1 1 d . . . . .
C21 C 0.51157(17) 0.56420(11) 0.39744(9) 0.0199(3) Uani 1 1 d . . . . .
H21 H 0.5916 0.6287 0.4252 0.024 Uiso 1 1 calc R U . . .
C22 C 0.57396(16) 0.45896(11) 0.34472(9) 0.0197(3) Uani 1 1 d . . . . .
H22 H 0.6965 0.4523 0.3393 0.024 Uiso 1 1 calc R U . . .
C23 C 0.09673(18) 0.79110(12) 0.55561(10) 0.0262(3) Uani 1 1 d . . . . .
H23 H 0.0024 0.8182 0.5957 0.031 Uiso 1 1 calc R U . . .
C24 C 0.33325(17) 0.79225(11) 0.47548(10) 0.0219(3) Uani 1 1 d . . . . .
H24 H 0.4381 0.8156 0.4466 0.026 Uiso 1 1 calc R U . . .
O1 O 0.28793(16) 1.12238(10) 0.60330(12) 0.0543(4) Uani 1 1 d G . . . .
H1A H 0.1998 1.1480 0.6379 0.081 Uiso 1 1 d G U . . .
H1B H 0.2759 1.0467 0.5874 0.081 Uiso 1 1 d G 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
N1 C8 1.3416(17) . ?
N1 N2 1.3699(15) . ?
N1 C4 1.4262(15) . ?
N2 C7 1.3171(18) . ?
N3 C8 1.3233(18) . ?
N3 C7 1.360(2) . ?
N4 C16 1.3475(16) . ?
N4 N5 1.3652(14) . ?
N4 C12 1.4260(15) . ?
N5 C15 1.3168(17) . ?
N6 C16 1.3180(17) . ?
N6 C15 1.3631(18) . ?
N7 C24 1.3415(16) . ?
N7 N8 1.3673(14) . ?
N7 C20 1.4261(15) . ?
N8 C23 1.3203(17) . ?
N9 C24 1.3246(16) . ?
N9 C23 1.3537(17) . ?
N10 C1 1.4166(15) . ?
N10 C17 1.4189(15) . ?
N10 C9 1.4248(15) . ?
C1 C2 1.3964(17) . ?
C1 C6 1.4035(17) . ?
C2 C3 1.3846(17) . ?
C2 H2 0.9300 . ?
C3 C4 1.3886(17) . ?
C3 H3 0.9300 . ?
C4 C5 1.3873(18) . ?
C5 C6 1.3842(17) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 C14 1.3933(17) . ?
C9 C10 1.3961(17) . ?
C10 C11 1.3876(17) . ?
C10 H10 0.9300 . ?
C11 C12 1.3875(17) . ?
C11 H11 0.9300 . ?
C12 C13 1.3871(17) . ?
C13 C14 1.3865(17) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.3943(17) . ?
C17 C22 1.4015(17) . ?
C18 C19 1.3861(17) . ?
C18 H18 0.9300 . ?
C19 C20 1.3858(17) . ?
C19 H19 0.9300 . ?
C20 C21 1.3870(17) . ?
C21 C22 1.3883(17) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
O1 H1A 0.8501 . ?
O1 H1B 0.8500 . ?

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
C8 N1 N2 109.76(11) . . ?
C8 N1 C4 128.95(11) . . ?
N2 N1 C4 121.12(10) . . ?
C7 N2 N1 101.61(11) . . ?
C8 N3 C7 102.24(12) . . ?
C16 N4 N5 109.20(10) . . ?
C16 N4 C12 127.70(11) . . ?
N5 N4 C12 123.06(10) . . ?
C15 N5 N4 102.23(10) . . ?
C16 N6 C15 102.26(11) . . ?
C24 N7 N8 109.52(10) . . ?
C24 N7 C20 129.35(11) . . ?
N8 N7 C20 121.14(10) . . ?
C23 N8 N7 102.09(10) . . ?
C24 N9 C23 102.74(11) . . ?
C1 N10 C17 121.02(10) . . ?
C1 N10 C9 118.52(10) . . ?
C17 N10 C9 120.37(10) . . ?
C2 C1 C6 119.01(11) . . ?
C2 C1 N10 121.05(11) . . ?
C6 C1 N10 119.93(11) . . ?
C3 C2 C1 120.28(11) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C2 C3 C4 119.86(11) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 120.79(11) . . ?
C5 C4 N1 120.43(11) . . ?
C3 C4 N1 118.77(11) . . ?
C6 C5 C4 119.29(11) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C5 C6 C1 120.73(11) . . ?
C5 C6 H6 119.6 . . ?
C1 C6 H6 119.6 . . ?
N2 C7 N3 115.88(12) . . ?
N2 C7 H7 122.1 . . ?
N3 C7 H7 122.1 . . ?
N3 C8 N1 110.50(13) . . ?
N3 C8 H8 124.7 . . ?
N1 C8 H8 124.7 . . ?
C14 C9 C10 119.24(11) . . ?
C14 C9 N10 120.99(11) . . ?
C10 C9 N10 119.76(11) . . ?
C11 C10 C9 120.29(11) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C12 C11 C10 119.62(11) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C13 C12 C11 120.64(11) . . ?
C13 C12 N4 120.40(11) . . ?
C11 C12 N4 118.93(11) . . ?
C14 C13 C12 119.49(11) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
C13 C14 C9 120.55(11) . . ?
C13 C14 H14 119.7 . . ?
C9 C14 H14 119.7 . . ?
N5 C15 N6 115.46(12) . . ?
N5 C15 H15 122.3 . . ?
N6 C15 H15 122.3 . . ?
N6 C16 N4 110.83(11) . . ?
N6 C16 H16 124.6 . . ?
N4 C16 H16 124.6 . . ?
C18 C17 C22 118.70(11) . . ?
C18 C17 N10 120.54(11) . . ?
C22 C17 N10 120.75(11) . . ?
C19 C18 C17 120.78(11) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C20 C19 C18 119.71(11) . . ?
C20 C19 H19 120.1 . . ?
C18 C19 H19 120.1 . . ?
C19 C20 C21 120.55(11) . . ?
C19 C20 N7 119.39(11) . . ?
C21 C20 N7 120.04(11) . . ?
C20 C21 C22 119.58(11) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C21 C22 C17 120.60(11) . . ?
C21 C22 H22 119.7 . . ?
C17 C22 H22 119.7 . . ?
N8 C23 N9 115.31(12) . . ?
N8 C23 H23 122.3 . . ?
N9 C23 H23 122.3 . . ?
N9 C24 N7 110.33(11) . . ?
N9 C24 H24 124.8 . . ?
N7 C24 H24 124.8 . . ?
H1A O1 H1B 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 N1 N2 C7 -0.15(14) . . . . ?
C4 N1 N2 C7 175.41(11) . . . . ?
C16 N4 N5 C15 -1.11(13) . . . . ?
C12 N4 N5 C15 176.68(11) . . . . ?
C24 N7 N8 C23 -0.08(14) . . . . ?
C20 N7 N8 C23 -179.91(11) . . . . ?
C17 N10 C1 C2 -33.29(17) . . . . ?
C9 N10 C1 C2 143.19(12) . . . . ?
C17 N10 C1 C6 148.05(11) . . . . ?
C9 N10 C1 C6 -35.47(16) . . . . ?
C6 C1 C2 C3 -0.75(18) . . . . ?
N10 C1 C2 C3 -179.42(11) . . . . ?
C1 C2 C3 C4 1.83(18) . . . . ?
C2 C3 C4 C5 -1.04(18) . . . . ?
C2 C3 C4 N1 177.44(10) . . . . ?
C8 N1 C4 C5 -137.36(14) . . . . ?
N2 N1 C4 C5 48.01(16) . . . . ?
C8 N1 C4 C3 44.15(18) . . . . ?
N2 N1 C4 C3 -130.48(12) . . . . ?
C3 C4 C5 C6 -0.84(18) . . . . ?
N1 C4 C5 C6 -179.30(11) . . . . ?
C4 C5 C6 C1 1.94(18) . . . . ?
C2 C1 C6 C5 -1.16(18) . . . . ?
N10 C1 C6 C5 177.53(11) . . . . ?
N1 N2 C7 N3 0.44(16) . . . . ?
C8 N3 C7 N2 -0.55(17) . . . . ?
C7 N3 C8 N1 0.41(16) . . . . ?
N2 N1 C8 N3 -0.18(16) . . . . ?
C4 N1 C8 N3 -175.30(12) . . . . ?
C1 N10 C9 C14 138.91(12) . . . . ?
C17 N10 C9 C14 -44.59(17) . . . . ?
C1 N10 C9 C10 -40.27(16) . . . . ?
C17 N10 C9 C10 136.23(12) . . . . ?
C14 C9 C10 C11 -3.60(18) . . . . ?
N10 C9 C10 C11 175.59(11) . . . . ?
C9 C10 C11 C12 0.76(18) . . . . ?
C10 C11 C12 C13 2.91(18) . . . . ?
C10 C11 C12 N4 -174.92(11) . . . . ?
C16 N4 C12 C13 -143.14(13) . . . . ?
N5 N4 C12 C13 39.50(17) . . . . ?
C16 N4 C12 C11 34.70(18) . . . . ?
N5 N4 C12 C11 -142.66(12) . . . . ?
C11 C12 C13 C14 -3.67(18) . . . . ?
N4 C12 C13 C14 174.13(11) . . . . ?
C12 C13 C14 C9 0.77(18) . . . . ?
C10 C9 C14 C13 2.84(18) . . . . ?
N10 C9 C14 C13 -176.35(11) . . . . ?
N4 N5 C15 N6 0.71(15) . . . . ?
C16 N6 C15 N5 -0.02(16) . . . . ?
C15 N6 C16 N4 -0.71(15) . . . . ?
N5 N4 C16 N6 1.20(15) . . . . ?
C12 N4 C16 N6 -176.46(11) . . . . ?
C1 N10 C17 C18 149.64(12) . . . . ?
C9 N10 C17 C18 -26.77(17) . . . . ?
C1 N10 C17 C22 -31.03(17) . . . . ?
C9 N10 C17 C22 152.55(11) . . . . ?
C22 C17 C18 C19 -0.10(18) . . . . ?
N10 C17 C18 C19 179.24(11) . . . . ?
C17 C18 C19 C20 2.43(19) . . . . ?
C18 C19 C20 C21 -2.47(18) . . . . ?
C18 C19 C20 N7 178.82(11) . . . . ?
C24 N7 C20 C19 -151.80(13) . . . . ?
N8 N7 C20 C19 28.00(17) . . . . ?
C24 N7 C20 C21 29.49(19) . . . . ?
N8 N7 C20 C21 -150.71(12) . . . . ?
C19 C20 C21 C22 0.18(18) . . . . ?
N7 C20 C21 C22 178.87(10) . . . . ?
C20 C21 C22 C17 2.19(18) . . . . ?
C18 C17 C22 C21 -2.22(18) . . . . ?
N10 C17 C22 C21 178.44(11) . . . . ?
N7 N8 C23 N9 -0.30(15) . . . . ?
C24 N9 C23 N8 0.55(16) . . . . ?
C23 N9 C24 N7 -0.56(14) . . . . ?
N8 N7 C24 N9 0.43(14) . . . . ?
C20 N7 C24 N9 -179.76(11) . . . . ?

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
C13 H13 N9 0.93 2.64 3.4571(17) 146.5 1_545
C16 H16 N3 0.93 2.49 3.3908(18) 163.2 2_755
C24 H24 O1 0.93 2.29 3.2128(17) 172.7 2_676
O1 H1A N5 0.85 2.15 3.0021(16) 176.9 2_566
O1 H1B N9 0.85 2.06 2.9078(16) 173.5 .

_refine_diff_density_max         0.278
_refine_diff_density_min         -0.295
_refine_diff_density_rms         0.045

####################################################################### 
# 
# 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_P120725D
_database_code_depnum_ccdc_archive 'CCDC 1812676'
loop_
_audit_author_name
_audit_author_address
'Ying Wang'
;Tianjin Normal University
China
;
_audit_update_record             
;
2019-04-25 deposited with the CCDC.	2019-05-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H20.40 Cl5 Cu N10 O0.70'
_chemical_formula_weight         712.90

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'
O O 0.0106 0.0060 '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'
N N 0.0061 0.0033 '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'

_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                   17.897(2)
_cell_length_b                   14.8153(15)
_cell_length_c                   21.628(2)
_cell_angle_alpha                90
_cell_angle_beta                 98.305(11)
_cell_angle_gamma                90
_cell_volume                     5674.6(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2227
_cell_measurement_theta_min      3.1846
_cell_measurement_theta_max      29.0938

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_meas      NONE
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.669
_exptl_crystal_F_000             2880
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    1.281
_shelx_estimated_absorpt_T_min   0.802
_shelx_estimated_absorpt_T_max   0.851
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.8021
_exptl_absorpt_correction_T_max  0.8511
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11480
_diffrn_reflns_av_unetI/netI     0.0969
_diffrn_reflns_av_R_equivalents  0.0583
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.191
_diffrn_reflns_theta_max         25.007
_diffrn_reflns_theta_full        25.007
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5003
_reflns_number_gt                3404
_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.
 
 _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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0722P)²+13.4032P] 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         5003
_refine_ls_number_parameters     388
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.1026
_refine_ls_R_factor_gt           0.0636
_refine_ls_wR_factor_ref         0.1708
_refine_ls_wR_factor_gt          0.1526
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.000
_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 1.17060(4) 0.51167(5) 0.19798(3) 0.0223(2) Uani 1 1 d . . . . .
Cl1 Cl 1.03916(9) 0.53329(10) 0.16612(7) 0.0255(4) Uani 1 1 d . . . . .
Cl2 Cl 1.29444(10) 0.46328(11) 0.19500(8) 0.0336(4) Uani 1 1 d . . . . .
Cl3 Cl 0.14273(11) 0.56238(12) 0.52859(9) 0.0425(5) Uani 1 1 d . . . . .
Cl4 Cl 0.17103(11) 0.45827(14) 0.42232(9) 0.0489(5) Uani 1 1 d . . . . .
Cl5 Cl 0.06511(11) 0.39297(12) 0.50142(8) 0.0426(5) Uani 1 1 d . . . . .
N1 N 0.8080(3) -0.3823(3) 0.3526(2) 0.0209(12) Uani 1 1 d . . . . .
N2 N 0.7631(3) -0.2902(3) 0.4212(2) 0.0277(13) Uani 1 1 d . . . . .
N3 N 0.8166(3) -0.2475(3) 0.3928(2) 0.0229(12) Uani 1 1 d . . . . .
N4 N 0.7569(3) 0.3191(4) 0.6425(3) 0.0358(14) Uani 1 1 d . . . . .
N5 N 0.8226(3) 0.4031(3) 0.7176(2) 0.0257(12) Uani 1 1 d . . . . .
N6 N 0.8325(3) 0.3117(3) 0.6406(2) 0.0251(12) Uani 1 1 d . . . . .
N7 N 1.1545(3) 0.2514(3) 0.2671(3) 0.0346(15) Uani 1 1 d . . . . .
N8 N 1.1489(3) 0.3978(3) 0.2408(2) 0.0222(12) Uani 1 1 d . . . . .
N9 N 1.0982(3) 0.2948(3) 0.2925(2) 0.0211(12) Uani 1 1 d . . . . .
N10 N 0.9255(3) 0.1030(3) 0.4472(2) 0.0213(12) Uani 1 1 d . . . . .
C1 C 0.8970(3) 0.0152(4) 0.4335(3) 0.0185(13) Uani 1 1 d . . . . .
C2 C 0.8809(4) -0.0422(4) 0.4808(3) 0.0231(14) Uani 1 1 d . . . . .
H2A H 0.8896 -0.0222 0.5220 0.028 Uiso 1 1 calc R U . . .
C3 C 0.8831(4) -0.0163(4) 0.3725(3) 0.0238(14) Uani 1 1 d . . . . .
H3A H 0.8934 0.0205 0.3400 0.029 Uiso 1 1 calc R U . . .
C4 C 0.8542(4) -0.1014(4) 0.3594(3) 0.0229(14) Uani 1 1 d . . . . .
H4A H 0.8437 -0.1208 0.3182 0.027 Uiso 1 1 calc R U . . .
C5 C 0.8526(4) -0.1279(4) 0.4684(3) 0.0232(14) Uani 1 1 d . . . . .
H5A H 0.8417 -0.1648 0.5006 0.028 Uiso 1 1 calc R U . . .
C6 C 0.8406(3) -0.1581(4) 0.4073(3) 0.0198(14) Uani 1 1 d . . . . .
C7 C 0.8427(4) -0.3044(4) 0.3527(3) 0.0216(14) Uani 1 1 d . . . . .
H7A H 0.8801 -0.2905 0.3285 0.026 Uiso 1 1 calc R U . . .
C8 C 0.7608(4) -0.3709(4) 0.3953(3) 0.0256(15) Uani 1 1 d . . . . .
H8A H 0.7291 -0.4165 0.4057 0.031 Uiso 1 1 calc R U . . .
C9 C 0.9030(4) 0.1524(4) 0.4983(3) 0.0215(14) Uani 1 1 d . . . . .
C10 C 0.8294(4) 0.1503(4) 0.5103(3) 0.0256(15) Uani 1 1 d . . . . .
H10A H 0.7942 0.1145 0.4857 0.031 Uiso 1 1 calc R U . . .
C11 C 0.9551(4) 0.2050(4) 0.5367(3) 0.0284(15) Uani 1 1 d . . . . .
H11A H 1.0054 0.2050 0.5306 0.034 Uiso 1 1 calc R U . . .
C12 C 0.9330(4) 0.2575(4) 0.5841(3) 0.0290(16) Uani 1 1 d . . . . .
H12A H 0.9678 0.2937 0.6088 0.035 Uiso 1 1 calc R U . . .
C13 C 0.8070(4) 0.2005(4) 0.5583(3) 0.0265(15) Uani 1 1 d . . . . .
H13A H 0.7575 0.1975 0.5663 0.032 Uiso 1 1 calc R U . . .
C14 C 0.8585(4) 0.2551(4) 0.5940(3) 0.0241(15) Uani 1 1 d . . . . .
C15 C 0.8695(4) 0.3621(4) 0.6859(3) 0.0277(16) Uani 1 1 d . . . . .
H15A H 0.9218 0.3674 0.6940 0.033 Uiso 1 1 calc R U . . .
C16 C 0.7552(4) 0.3741(4) 0.6901(3) 0.0304(16) Uani 1 1 d . . . . .
H16A H 0.7104 0.3915 0.7035 0.037 Uiso 1 1 calc R U . . .
C17 C 0.9671(3) 0.1501(4) 0.4056(3) 0.0200(14) Uani 1 1 d . . . . .
C18 C 0.9557(4) 0.2421(4) 0.3957(3) 0.0229(14) Uani 1 1 d . . . . .
H18A H 0.9190 0.2719 0.4143 0.028 Uiso 1 1 calc R U . . .
C19 C 1.0210(4) 0.1064(4) 0.3757(3) 0.0219(14) Uani 1 1 d . . . . .
H19A H 1.0287 0.0448 0.3817 0.026 Uiso 1 1 calc R U . . .
C20 C 1.0629(3) 0.1525(4) 0.3375(3) 0.0198(13) Uani 1 1 d . . . . .
H20A H 1.0978 0.1223 0.3170 0.024 Uiso 1 1 calc R U . . .
C21 C 0.9984(4) 0.2894(4) 0.3584(3) 0.0235(14) Uani 1 1 d . . . . .
H21A H 0.9909 0.3511 0.3524 0.028 Uiso 1 1 calc R U . . .
C22 C 1.0524(3) 0.2451(4) 0.3301(2) 0.0192(13) Uani 1 1 d . . . . .
C23 C 1.1828(4) 0.3164(4) 0.2371(3) 0.0366(18) Uani 1 1 d . . . . .
H23A H 1.2230 0.3077 0.2149 0.044 Uiso 1 1 calc R U . . .
C24 C 1.0958(3) 0.3817(4) 0.2760(3) 0.0190(13) Uani 1 1 d . . . . .
H24A H 1.0621 0.4242 0.2875 0.023 Uiso 1 1 calc R U . . .
C25 C 0.1024(4) 0.4890(5) 0.4697(3) 0.0349(17) Uani 1 1 d . . . . .
H25A H 0.0613 0.5207 0.4436 0.042 Uiso 1 1 calc R U . . .
O1 O 0.0104(18) 0.8765(11) 0.2609(12) 0.058(7) Uani 0.3 1 d . U P A -1
O1' O -0.0623(8) 0.8156(9) 0.2404(5) 0.046(3) Uani 0.4 1 d . U P B -2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N1 1.983(5) 2_765 ?
Cu1 N8 1.990(5) . ?
Cu1 N5 2.208(5) 5_766 ?
Cu1 Cl2 2.3391(19) . ?
Cu1 Cl1 2.3755(18) . ?
Cl3 C25 1.750(7) . ?
Cl4 C25 1.768(7) . ?
Cl5 C25 1.753(7) . ?
N1 C7 1.310(7) . ?
N1 C8 1.350(7) . ?
N1 Cu1 1.983(5) 2_745 ?
N2 C8 1.319(7) . ?
N2 N3 1.366(7) . ?
N3 C7 1.340(7) . ?
N3 C6 1.414(7) . ?
N4 C16 1.315(8) . ?
N4 N6 1.364(7) . ?
N5 C15 1.309(8) . ?
N5 C16 1.336(8) . ?
N5 Cu1 2.208(5) 5_766 ?
N6 C15 1.330(8) . ?
N6 C14 1.440(7) . ?
N7 C23 1.305(8) . ?
N7 N9 1.374(7) . ?
N8 C24 1.323(7) . ?
N8 C23 1.357(8) . ?
N9 C24 1.335(7) . ?
N9 C22 1.438(7) . ?
N10 C1 1.414(7) . ?
N10 C17 1.429(7) . ?
N10 C9 1.430(7) . ?
C1 C3 1.387(8) . ?
C1 C2 1.391(8) . ?
C2 C5 1.378(8) . ?
C2 H2A 0.9300 . ?
C3 C4 1.376(8) . ?
C3 H3A 0.9300 . ?
C4 C6 1.381(8) . ?
C4 H4A 0.9300 . ?
C5 C6 1.382(8) . ?
C5 H5A 0.9300 . ?
C7 H7A 0.9300 . ?
C8 H8A 0.9300 . ?
C9 C10 1.380(8) . ?
C9 C11 1.395(8) . ?
C10 C13 1.382(8) . ?
C10 H10A 0.9300 . ?
C11 C12 1.388(8) . ?
C11 H11A 0.9300 . ?
C12 C14 1.381(9) . ?
C12 H12A 0.9300 . ?
C13 C14 1.375(9) . ?
C13 H13A 0.9300 . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C18 1.390(8) . ?
C17 C19 1.395(8) . ?
C18 C21 1.380(8) . ?
C18 H18A 0.9300 . ?
C19 C20 1.375(8) . ?
C19 H19A 0.9300 . ?
C20 C22 1.391(8) . ?
C20 H20A 0.9300 . ?
C21 C22 1.383(8) . ?
C21 H21A 0.9300 . ?
C23 H23A 0.9300 . ?
C24 H24A 0.9300 . ?
C25 H25A 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 N8 174.16(19) 2_765 . ?
N1 Cu1 N5 90.60(18) 2_765 5_766 ?
N8 Cu1 N5 95.24(19) . 5_766 ?
N1 Cu1 Cl2 88.20(15) 2_765 . ?
N8 Cu1 Cl2 90.12(15) . . ?
N5 Cu1 Cl2 104.98(15) 5_766 . ?
N1 Cu1 Cl1 89.73(15) 2_765 . ?
N8 Cu1 Cl1 89.87(16) . . ?
N5 Cu1 Cl1 95.56(15) 5_766 . ?
Cl2 Cu1 Cl1 159.38(7) . . ?
C7 N1 C8 103.4(5) . . ?
C7 N1 Cu1 124.7(4) . 2_745 ?
C8 N1 Cu1 131.7(4) . 2_745 ?
C8 N2 N3 102.1(5) . . ?
C7 N3 N2 109.5(5) . . ?
C7 N3 C6 127.6(5) . . ?
N2 N3 C6 122.9(5) . . ?
C16 N4 N6 102.0(5) . . ?
C15 N5 C16 102.9(5) . . ?
C15 N5 Cu1 137.3(5) . 5_766 ?
C16 N5 Cu1 119.4(4) . 5_766 ?
C15 N6 N4 108.9(5) . . ?
C15 N6 C14 131.7(6) . . ?
N4 N6 C14 119.4(5) . . ?
C23 N7 N9 102.3(5) . . ?
C24 N8 C23 103.8(5) . . ?
C24 N8 Cu1 128.7(4) . . ?
C23 N8 Cu1 127.4(4) . . ?
C24 N9 N7 110.0(5) . . ?
C24 N9 C22 130.2(5) . . ?
N7 N9 C22 119.8(5) . . ?
C1 N10 C17 121.5(4) . . ?
C1 N10 C9 119.9(5) . . ?
C17 N10 C9 117.8(5) . . ?
C3 C1 C2 117.8(5) . . ?
C3 C1 N10 121.2(5) . . ?
C2 C1 N10 121.0(5) . . ?
C5 C2 C1 121.8(5) . . ?
C5 C2 H2A 119.1 . . ?
C1 C2 H2A 119.1 . . ?
C4 C3 C1 120.9(5) . . ?
C4 C3 H3A 119.6 . . ?
C1 C3 H3A 119.6 . . ?
C3 C4 C6 120.3(5) . . ?
C3 C4 H4A 119.8 . . ?
C6 C4 H4A 119.8 . . ?
C2 C5 C6 119.1(5) . . ?
C2 C5 H5A 120.4 . . ?
C6 C5 H5A 120.4 . . ?
C5 C6 C4 119.9(5) . . ?
C5 C6 N3 121.1(5) . . ?
C4 C6 N3 119.0(5) . . ?
N1 C7 N3 110.2(5) . . ?
N1 C7 H7A 124.9 . . ?
N3 C7 H7A 124.9 . . ?
N2 C8 N1 114.8(5) . . ?
N2 C8 H8A 122.6 . . ?
N1 C8 H8A 122.6 . . ?
C10 C9 C11 118.3(5) . . ?
C10 C9 N10 121.2(5) . . ?
C11 C9 N10 120.6(5) . . ?
C9 C10 C13 121.2(6) . . ?
C9 C10 H10A 119.4 . . ?
C13 C10 H10A 119.4 . . ?
C12 C11 C9 121.1(6) . . ?
C12 C11 H11A 119.4 . . ?
C9 C11 H11A 119.4 . . ?
C14 C12 C11 118.9(6) . . ?
C14 C12 H12A 120.5 . . ?
C11 C12 H12A 120.5 . . ?
C14 C13 C10 119.7(6) . . ?
C14 C13 H13A 120.2 . . ?
C10 C13 H13A 120.2 . . ?
C13 C14 C12 120.7(6) . . ?
C13 C14 N6 118.6(6) . . ?
C12 C14 N6 120.7(5) . . ?
N5 C15 N6 110.9(6) . . ?
N5 C15 H15A 124.5 . . ?
N6 C15 H15A 124.5 . . ?
N4 C16 N5 115.3(6) . . ?
N4 C16 H16A 122.3 . . ?
N5 C16 H16A 122.3 . . ?
C18 C17 C19 118.6(5) . . ?
C18 C17 N10 119.8(5) . . ?
C19 C17 N10 121.6(5) . . ?
C21 C18 C17 120.5(6) . . ?
C21 C18 H18A 119.8 . . ?
C17 C18 H18A 119.8 . . ?
C20 C19 C17 121.5(5) . . ?
C20 C19 H19A 119.2 . . ?
C17 C19 H19A 119.2 . . ?
C19 C20 C22 118.8(5) . . ?
C19 C20 H20A 120.6 . . ?
C22 C20 H20A 120.6 . . ?
C18 C21 C22 119.9(5) . . ?
C18 C21 H21A 120.0 . . ?
C22 C21 H21A 120.0 . . ?
C21 C22 C20 120.7(5) . . ?
C21 C22 N9 119.9(5) . . ?
C20 C22 N9 119.4(5) . . ?
N7 C23 N8 114.7(6) . . ?
N7 C23 H23A 122.7 . . ?
N8 C23 H23A 122.7 . . ?
N8 C24 N9 109.2(5) . . ?
N8 C24 H24A 125.4 . . ?
N9 C24 H24A 125.4 . . ?
Cl3 C25 Cl5 111.1(4) . . ?
Cl3 C25 Cl4 109.5(4) . . ?
Cl5 C25 Cl4 110.7(4) . . ?
Cl3 C25 H25A 108.5 . . ?
Cl5 C25 H25A 108.5 . . ?
Cl4 C25 H25A 108.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 N2 N3 C7 -0.4(6) . . . . ?
C8 N2 N3 C6 -178.0(6) . . . . ?
C16 N4 N6 C15 -0.3(7) . . . . ?
C16 N4 N6 C14 179.5(5) . . . . ?
C23 N7 N9 C24 0.4(7) . . . . ?
C23 N7 N9 C22 180.0(5) . . . . ?
C17 N10 C1 C3 -23.7(9) . . . . ?
C9 N10 C1 C3 146.2(6) . . . . ?
C17 N10 C1 C2 157.1(6) . . . . ?
C9 N10 C1 C2 -33.0(8) . . . . ?
C3 C1 C2 C5 0.4(9) . . . . ?
N10 C1 C2 C5 179.6(6) . . . . ?
C2 C1 C3 C4 0.2(9) . . . . ?
N10 C1 C3 C4 -179.0(6) . . . . ?
C1 C3 C4 C6 -2.0(10) . . . . ?
C1 C2 C5 C6 0.8(9) . . . . ?
C2 C5 C6 C4 -2.5(9) . . . . ?
C2 C5 C6 N3 175.5(6) . . . . ?
C3 C4 C6 C5 3.1(9) . . . . ?
C3 C4 C6 N3 -175.0(6) . . . . ?
C7 N3 C6 C5 -135.8(6) . . . . ?
N2 N3 C6 C5 41.5(9) . . . . ?
C7 N3 C6 C4 42.3(9) . . . . ?
N2 N3 C6 C4 -140.5(6) . . . . ?
C8 N1 C7 N3 -1.3(7) . . . . ?
Cu1 N1 C7 N3 -178.5(4) 2_745 . . . ?
N2 N3 C7 N1 1.1(7) . . . . ?
C6 N3 C7 N1 178.6(6) . . . . ?
N3 N2 C8 N1 -0.5(7) . . . . ?
C7 N1 C8 N2 1.1(8) . . . . ?
Cu1 N1 C8 N2 178.1(4) 2_745 . . . ?
C1 N10 C9 C10 -40.3(8) . . . . ?
C17 N10 C9 C10 130.0(6) . . . . ?
C1 N10 C9 C11 140.6(6) . . . . ?
C17 N10 C9 C11 -49.1(8) . . . . ?
C11 C9 C10 C13 1.4(9) . . . . ?
N10 C9 C10 C13 -177.7(5) . . . . ?
C10 C9 C11 C12 -3.0(9) . . . . ?
N10 C9 C11 C12 176.1(6) . . . . ?
C9 C11 C12 C14 1.8(10) . . . . ?
C9 C10 C13 C14 1.3(10) . . . . ?
C10 C13 C14 C12 -2.6(10) . . . . ?
C10 C13 C14 N6 175.5(5) . . . . ?
C11 C12 C14 C13 1.0(10) . . . . ?
C11 C12 C14 N6 -177.0(5) . . . . ?
C15 N6 C14 C13 170.9(6) . . . . ?
N4 N6 C14 C13 -8.8(8) . . . . ?
C15 N6 C14 C12 -11.0(10) . . . . ?
N4 N6 C14 C12 169.3(6) . . . . ?
C16 N5 C15 N6 1.0(7) . . . . ?
Cu1 N5 C15 N6 174.0(4) 5_766 . . . ?
N4 N6 C15 N5 -0.4(7) . . . . ?
C14 N6 C15 N5 179.8(5) . . . . ?
N6 N4 C16 N5 1.0(7) . . . . ?
C15 N5 C16 N4 -1.3(7) . . . . ?
Cu1 N5 C16 N4 -175.9(4) 5_766 . . . ?
C1 N10 C17 C18 140.3(6) . . . . ?
C9 N10 C17 C18 -29.8(8) . . . . ?
C1 N10 C17 C19 -41.5(8) . . . . ?
C9 N10 C17 C19 148.4(6) . . . . ?
C19 C17 C18 C21 -1.9(9) . . . . ?
N10 C17 C18 C21 176.4(5) . . . . ?
C18 C17 C19 C20 0.6(9) . . . . ?
N10 C17 C19 C20 -177.6(6) . . . . ?
C17 C19 C20 C22 1.6(9) . . . . ?
C17 C18 C21 C22 0.8(9) . . . . ?
C18 C21 C22 C20 1.5(9) . . . . ?
C18 C21 C22 N9 -178.4(5) . . . . ?
C19 C20 C22 C21 -2.7(9) . . . . ?
C19 C20 C22 N9 177.3(5) . . . . ?
C24 N9 C22 C21 -4.0(9) . . . . ?
N7 N9 C22 C21 176.5(6) . . . . ?
C24 N9 C22 C20 176.0(6) . . . . ?
N7 N9 C22 C20 -3.4(8) . . . . ?
N9 N7 C23 N8 -0.4(8) . . . . ?
C24 N8 C23 N7 0.2(8) . . . . ?
Cu1 N8 C23 N7 -176.1(5) . . . . ?
C23 N8 C24 N9 0.1(7) . . . . ?
Cu1 N8 C24 N9 176.3(4) . . . . ?
N7 N9 C24 N8 -0.3(7) . . . . ?
C22 N9 C24 N8 -179.8(5) . . . . ?

_refine_diff_density_max         1.065
_refine_diff_density_min         -0.457
_refine_diff_density_rms         0.112

####################################################################### 
# 
# 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_1_sq
_database_code_depnum_ccdc_archive 'CCDC 1812679'
loop_
_audit_author_name
_audit_author_address
'Ying Wang'
;Tianjin Normal University
China
;
_audit_update_record             
;
2019-05-07 deposited with the CCDC.	2019-05-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H20 Br6 N12 O6 Zn'
_chemical_formula_weight         1141.37

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   10.9739(6)
_cell_length_b                   12.7951(7)
_cell_length_c                   13.6318(6)
_cell_angle_alpha                104.805(4)
_cell_angle_beta                 96.979(4)
_cell_angle_gamma                91.525(5)
_cell_volume                     1833.50(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6308
_cell_measurement_theta_min      4.0370
_cell_measurement_theta_max      74.2930

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.067
_exptl_crystal_F_000             1096
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.2
_exptl_absorpt_coefficient_mu    9.091
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.49309
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12905
_diffrn_reflns_av_unetI/netI     0.0698
_diffrn_reflns_av_R_equivalents  0.0497
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.579
_diffrn_reflns_theta_max         67.077
_diffrn_reflns_theta_full        67.077
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6536
_reflns_number_gt                5052
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1163P)²+1.5265P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6536
_refine_ls_number_parameters     428
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0809
_refine_ls_R_factor_gt           0.0682
_refine_ls_wR_factor_ref         0.2018
_refine_ls_wR_factor_gt          0.1898
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_restrained_S_all      1.121
_refine_ls_shift/su_max          0.000
_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
Zn1 Zn 0.74501(6) 0.54719(4) 0.95272(4) 0.0268(2) Uani 1 1 d . . . . .
O1 O 0.9058(4) 0.4954(3) 0.8836(3) 0.0360(8) Uani 1 1 d . . . . .
O2 O 0.8585(4) 0.6302(3) 0.8206(3) 0.0466(10) Uani 1 1 d . . . . .
O3 O 1.0085(4) 0.5317(3) 0.7678(3) 0.0411(9) Uani 1 1 d . . . . .
O4 O 0.6234(4) 0.6895(3) 0.9070(3) 0.0431(9) Uani 1 1 d . . . . .
O5 O 0.5861(4) 0.6090(3) 1.0238(3) 0.0384(8) Uani 1 1 d . . . . .
O6 O 0.4834(4) 0.7471(3) 1.0039(3) 0.0405(8) Uani 1 1 d . . . . .
N1 N 0.5275(4) 0.3162(3) 0.7198(3) 0.0332(9) Uani 1 1 d . . . . .
N2 N 0.5492(7) 0.3840(5) 0.6611(4) 0.0620(18) Uani 1 1 d . . . . .
N3 N 0.6417(4) 0.4516(3) 0.8212(3) 0.0333(9) Uani 1 1 d . . . . .
N4 N 0.2548(5) -0.0824(3) 0.5751(3) 0.0380(10) Uani 1 1 d . . . . .
N5 N -0.0371(4) -0.2266(3) 0.1923(3) 0.0291(8) Uani 1 1 d . . . . .
N6 N -0.0583(5) -0.1614(4) 0.1281(4) 0.0440(12) Uani 1 1 d . . . . .
N7 N -0.1541(4) -0.3254(3) 0.0585(3) 0.0321(9) Uani 1 1 d . . . . .
N8 N 0.2247(4) -0.3121(3) 0.8728(3) 0.0312(8) Uani 1 1 d . . . . .
N9 N 0.1533(5) -0.2711(4) 0.9467(4) 0.0408(10) Uani 1 1 d . . . . .
N10 N 0.2338(4) -0.4242(3) 0.9692(3) 0.0305(8) Uani 1 1 d . . . . .
N11 N 0.9240(4) 0.5546(3) 0.8232(3) 0.0289(8) Uani 1 1 d . . . . .
N12 N 0.5629(4) 0.6830(3) 0.9762(3) 0.0274(8) Uani 1 1 d . . . . .
C1 C 0.6184(8) 0.4635(5) 0.7253(5) 0.062(2) Uani 1 1 d . . . . .
H1A H 0.6487 0.5229 0.7063 0.074 Uiso 1 1 calc R U . . .
C2 C 0.5840(5) 0.3555(4) 0.8133(4) 0.0316(10) Uani 1 1 d . . . . .
H2 H 0.5839 0.3217 0.8661 0.038 Uiso 1 1 calc R U . . .
C3 C 0.4515(5) 0.2176(4) 0.6790(4) 0.0316(10) Uani 1 1 d . . . . .
C4 C 0.4467(5) 0.1617(4) 0.5786(4) 0.0295(10) Uani 1 1 d . . . . .
H4 H 0.4885 0.1894 0.5345 0.035 Uiso 1 1 calc R U . . .
C5 C 0.3784(5) 0.0629(4) 0.5430(3) 0.0313(10) Uani 1 1 d . . . . .
H5 H 0.3746 0.0244 0.4747 0.038 Uiso 1 1 calc R U . . .
C6 C 0.3160(5) 0.0215(4) 0.6093(4) 0.0309(10) Uani 1 1 d . . . . .
C7 C 0.3175(5) 0.0819(4) 0.7108(4) 0.0358(11) Uani 1 1 d . . . . .
H7 H 0.2732 0.0559 0.7545 0.043 Uiso 1 1 calc R U . . .
C8 C 0.3854(5) 0.1814(4) 0.7464(4) 0.0362(11) Uani 1 1 d . . . . .
H8 H 0.3864 0.2225 0.8135 0.043 Uiso 1 1 calc R U . . .
C9 C 0.1825(5) -0.1163(4) 0.4760(3) 0.0284(10) Uani 1 1 d . . . . .
C10 C 0.1175(5) -0.0447(3) 0.4335(3) 0.0293(10) Uani 1 1 d . . . . .
H10 H 0.1230 0.0285 0.4679 0.035 Uiso 1 1 calc R U . . .
C11 C 0.0436(5) -0.0808(4) 0.3393(4) 0.0293(9) Uani 1 1 d . . . . .
H11 H -0.0019 -0.0327 0.3112 0.035 Uiso 1 1 calc R U . . .
C12 C 0.0391(4) -0.1892(4) 0.2887(3) 0.0275(9) Uani 1 1 d . . . . .
C13 C 0.1062(5) -0.2618(4) 0.3293(4) 0.0364(11) Uani 1 1 d . . . . .
H13 H 0.1032 -0.3343 0.2932 0.044 Uiso 1 1 calc R U . . .
C14 C 0.1783(6) -0.2264(4) 0.4239(4) 0.0417(13) Uani 1 1 d . . . . .
H14 H 0.2229 -0.2749 0.4522 0.050 Uiso 1 1 calc R U . . .
C15 C -0.1282(6) -0.2247(4) 0.0489(4) 0.0413(13) Uani 1 1 d . . . . .
H15 H -0.1575 -0.2022 -0.0088 0.050 Uiso 1 1 calc R U . . .
C16 C -0.0946(5) -0.3238(4) 0.1500(3) 0.0285(9) Uani 1 1 d . . . . .
H16 H -0.0934 -0.3815 0.1799 0.034 Uiso 1 1 calc R U . . .
C17 C 0.2472(5) -0.1454(4) 0.6467(4) 0.0337(11) Uani 1 1 d . . . . .
C18 C 0.3535(6) -0.1625(5) 0.7051(4) 0.0408(12) Uani 1 1 d . . . . .
H18 H 0.4294 -0.1359 0.6950 0.049 Uiso 1 1 calc R U . . .
C19 C 0.3471(6) -0.2190(5) 0.7787(4) 0.0421(12) Uani 1 1 d . . . . .
H19 H 0.4183 -0.2298 0.8185 0.050 Uiso 1 1 calc R U . . .
C20 C 0.2346(5) -0.2592(4) 0.7923(4) 0.0316(10) Uani 1 1 d . . . . .
C21 C 0.1279(5) -0.2450(4) 0.7329(4) 0.0351(11) Uani 1 1 d . . . . .
H21 H 0.0524 -0.2732 0.7422 0.042 Uiso 1 1 calc R U . . .
C22 C 0.1343(5) -0.1887(4) 0.6597(4) 0.0349(11) Uani 1 1 d . . . . .
H22 H 0.0631 -0.1795 0.6190 0.042 Uiso 1 1 calc R U . . .
C23 C 0.1614(5) -0.3404(4) 1.0033(4) 0.0363(11) Uani 1 1 d . . . . .
H23 H 0.1217 -0.3332 1.0610 0.044 Uiso 1 1 calc R U . . .
C24 C 0.2712(5) -0.4025(4) 0.8873(4) 0.0305(10) Uani 1 1 d . . . . .
H24 H 0.3226 -0.4446 0.8460 0.037 Uiso 1 1 calc R U . . .
C25 C 0.7713(7) 0.0244(6) 0.8895(6) 0.0568(16) Uani 1 1 d . U . . .
H25 H 0.8292 0.0841 0.9293 0.068 Uiso 1 1 d R U . . .
Br1 Br 0.67634(10) 0.07617(7) 0.78364(7) 0.0727(3) Uani 1 1 d . U . . .
Br2 Br 0.66809(14) -0.00851(9) 0.98045(10) 0.0975(4) Uani 1 1 d . U . . .
Br3 Br 0.87205(15) -0.09057(10) 0.84040(11) 0.0811(4) Uani 0.8 1 d . U P . .
Br3' Br 0.8059(4) -0.1240(4) 0.7923(3) 0.0589(9) Uiso 0.2 1 d . . P . .


_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
Zn1 N7 2.068(4) 1_666 ?
Zn1 N3 2.075(4) . ?
Zn1 N10 2.116(4) 2_657 ?
Zn1 O1 2.142(4) . ?
Zn1 O5 2.168(4) . ?
Zn1 O4 2.447(4) . ?
O1 N11 1.281(6) . ?
O2 N11 1.225(6) . ?
O3 N11 1.260(6) . ?
O4 N12 1.236(6) . ?
O5 N12 1.292(6) . ?
O6 N12 1.239(6) . ?
N1 C2 1.314(7) . ?
N1 N2 1.356(7) . ?
N1 C3 1.438(6) . ?
N2 C1 1.312(8) . ?
N3 C2 1.342(6) . ?
N3 C1 1.349(8) . ?
N4 C6 1.412(6) . ?
N4 C17 1.424(7) . ?
N4 C9 1.437(6) . ?
N5 C16 1.334(6) . ?
N5 N6 1.360(6) . ?
N5 C12 1.430(6) . ?
N6 C15 1.315(7) . ?
N7 C16 1.330(6) . ?
N7 C15 1.354(7) . ?
N7 Zn1 2.068(4) 1_444 ?
N8 C24 1.327(7) . ?
N8 N9 1.360(7) . ?
N8 C20 1.442(6) . ?
N9 C23 1.314(7) . ?
N10 C24 1.325(7) . ?
N10 C23 1.370(7) . ?
N10 Zn1 2.116(4) 2_657 ?
C1 H1A 0.9300 . ?
C2 H2 0.9300 . ?
C3 C4 1.366(7) . ?
C3 C8 1.396(8) . ?
C4 C5 1.395(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.393(8) . ?
C5 H5 0.9300 . ?
C6 C7 1.400(7) . ?
C7 C8 1.399(7) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 C10 1.375(7) . ?
C9 C14 1.403(7) . ?
C10 C11 1.395(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.379(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.383(7) . ?
C13 C14 1.389(7) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.386(8) . ?
C17 C22 1.393(8) . ?
C18 C19 1.385(8) . ?
C18 H18 0.9300 . ?
C19 C20 1.376(8) . ?
C19 H19 0.9300 . ?
C20 C21 1.385(8) . ?
C21 C22 1.379(7) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 Br2 1.892(8) . ?
C25 Br3 1.897(7) . ?
C25 Br1 1.941(8) . ?
C25 Br3' 2.093(8) . ?
C25 H25 0.9800 . ?
Br3 Br3' 0.930(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N7 Zn1 N3 163.33(17) 1_666 . ?
N7 Zn1 N10 100.32(16) 1_666 2_657 ?
N3 Zn1 N10 96.24(16) . 2_657 ?
N7 Zn1 O1 91.13(16) 1_666 . ?
N3 Zn1 O1 87.50(16) . . ?
N10 Zn1 O1 88.39(16) 2_657 . ?
N7 Zn1 O5 86.33(17) 1_666 . ?
N3 Zn1 O5 94.36(17) . . ?
N10 Zn1 O5 94.03(16) 2_657 . ?
O1 Zn1 O5 176.77(13) . . ?
N7 Zn1 O4 84.33(15) 1_666 . ?
N3 Zn1 O4 82.32(15) . . ?
N10 Zn1 O4 149.45(16) 2_657 . ?
O1 Zn1 O4 121.89(14) . . ?
O5 Zn1 O4 55.89(14) . . ?
N11 O1 Zn1 107.7(3) . . ?
N12 O4 Zn1 86.7(3) . . ?
N12 O5 Zn1 98.2(3) . . ?
C2 N1 N2 110.1(4) . . ?
C2 N1 C3 128.4(4) . . ?
N2 N1 C3 121.5(4) . . ?
C1 N2 N1 103.0(5) . . ?
C2 N3 C1 102.8(4) . . ?
C2 N3 Zn1 125.3(3) . . ?
C1 N3 Zn1 131.9(4) . . ?
C6 N4 C17 118.7(4) . . ?
C6 N4 C9 120.8(4) . . ?
C17 N4 C9 119.5(4) . . ?
C16 N5 N6 109.9(4) . . ?
C16 N5 C12 128.9(4) . . ?
N6 N5 C12 121.2(4) . . ?
C15 N6 N5 102.8(4) . . ?
C16 N7 C15 103.3(4) . . ?
C16 N7 Zn1 128.6(3) . 1_444 ?
C15 N7 Zn1 128.0(3) . 1_444 ?
C24 N8 N9 109.8(4) . . ?
C24 N8 C20 130.6(5) . . ?
N9 N8 C20 119.5(4) . . ?
C23 N9 N8 103.3(4) . . ?
C24 N10 C23 103.1(4) . . ?
C24 N10 Zn1 137.3(4) . 2_657 ?
C23 N10 Zn1 119.6(3) . 2_657 ?
O2 N11 O3 122.5(4) . . ?
O2 N11 O1 119.3(5) . . ?
O3 N11 O1 118.1(4) . . ?
O4 N12 O6 122.4(4) . . ?
O4 N12 O5 118.9(4) . . ?
O6 N12 O5 118.7(4) . . ?
N2 C1 N3 114.3(5) . . ?
N2 C1 H1A 122.9 . . ?
N3 C1 H1A 122.9 . . ?
N1 C2 N3 109.8(4) . . ?
N1 C2 H2 125.1 . . ?
N3 C2 H2 125.1 . . ?
C4 C3 C8 122.0(4) . . ?
C4 C3 N1 120.8(5) . . ?
C8 C3 N1 117.2(4) . . ?
C3 C4 C5 119.4(5) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C6 C5 C4 120.2(4) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C5 C6 C7 119.7(4) . . ?
C5 C6 N4 120.1(4) . . ?
C7 C6 N4 120.1(5) . . ?
C8 C7 C6 120.0(5) . . ?
C8 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
C3 C8 C7 118.5(5) . . ?
C3 C8 H8 120.7 . . ?
C7 C8 H8 120.7 . . ?
C10 C9 C14 120.5(4) . . ?
C10 C9 N4 121.8(4) . . ?
C14 C9 N4 117.7(4) . . ?
C9 C10 C11 120.5(4) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C10 118.7(4) . . ?
C12 C11 H11 120.6 . . ?
C10 C11 H11 120.6 . . ?
C11 C12 C13 121.4(4) . . ?
C11 C12 N5 118.9(4) . . ?
C13 C12 N5 119.7(4) . . ?
C12 C13 C14 120.0(4) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 C9 118.8(5) . . ?
C13 C14 H14 120.6 . . ?
C9 C14 H14 120.6 . . ?
N6 C15 N7 114.3(5) . . ?
N6 C15 H15 122.8 . . ?
N7 C15 H15 122.8 . . ?
N7 C16 N5 109.6(4) . . ?
N7 C16 H16 125.2 . . ?
N5 C16 H16 125.2 . . ?
C18 C17 C22 119.7(5) . . ?
C18 C17 N4 119.4(5) . . ?
C22 C17 N4 120.9(5) . . ?
C17 C18 C19 120.2(5) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
C20 C19 C18 119.5(5) . . ?
C20 C19 H19 120.3 . . ?
C18 C19 H19 120.3 . . ?
C19 C20 C21 121.0(5) . . ?
C19 C20 N8 120.4(5) . . ?
C21 C20 N8 118.5(5) . . ?
C22 C21 C20 119.5(5) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
C21 C22 C17 120.1(5) . . ?
C21 C22 H22 119.9 . . ?
C17 C22 H22 119.9 . . ?
N9 C23 N10 113.6(5) . . ?
N9 C23 H23 123.2 . . ?
N10 C23 H23 123.2 . . ?
N10 C24 N8 110.3(5) . . ?
N10 C24 H24 124.9 . . ?
N8 C24 H24 124.9 . . ?
Br2 C25 Br3 112.3(4) . . ?
Br2 C25 Br1 110.5(4) . . ?
Br3 C25 Br1 114.8(4) . . ?
Br2 C25 Br3' 106.2(4) . . ?
Br3 C25 Br3' 26.36(15) . . ?
Br1 C25 Br3' 95.4(4) . . ?
Br2 C25 H25 107.1 . . ?
Br3 C25 H25 104.6 . . ?
Br1 C25 H25 107.0 . . ?
Br3' C25 H25 129.5 . . ?
Br3' Br3 C25 88.7(4) . . ?
Br3 Br3' C25 65.0(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
C2 N1 N2 C1 -0.9(9) . . . . ?
C3 N1 N2 C1 178.7(7) . . . . ?
C16 N5 N6 C15 -0.4(7) . . . . ?
C12 N5 N6 C15 178.6(5) . . . . ?
C24 N8 N9 C23 0.3(6) . . . . ?
C20 N8 N9 C23 177.4(4) . . . . ?
Zn1 O1 N11 O2 5.2(5) . . . . ?
Zn1 O1 N11 O3 -174.1(3) . . . . ?
Zn1 O4 N12 O6 172.7(4) . . . . ?
Zn1 O4 N12 O5 -4.9(4) . . . . ?
Zn1 O5 N12 O4 5.6(4) . . . . ?
Zn1 O5 N12 O6 -172.1(3) . . . . ?
N1 N2 C1 N3 -0.5(11) . . . . ?
C2 N3 C1 N2 1.5(10) . . . . ?
Zn1 N3 C1 N2 179.0(6) . . . . ?
N2 N1 C2 N3 1.9(7) . . . . ?
C3 N1 C2 N3 -177.6(5) . . . . ?
C1 N3 C2 N1 -2.0(7) . . . . ?
Zn1 N3 C2 N1 -179.7(4) . . . . ?
C2 N1 C3 C4 -148.8(6) . . . . ?
N2 N1 C3 C4 31.7(8) . . . . ?
C2 N1 C3 C8 30.2(8) . . . . ?
N2 N1 C3 C8 -149.2(6) . . . . ?
C8 C3 C4 C5 -3.1(8) . . . . ?
N1 C3 C4 C5 175.9(5) . . . . ?
C3 C4 C5 C6 -0.1(8) . . . . ?
C4 C5 C6 C7 2.9(8) . . . . ?
C4 C5 C6 N4 -175.1(5) . . . . ?
C17 N4 C6 C5 148.3(5) . . . . ?
C9 N4 C6 C5 -43.0(8) . . . . ?
C17 N4 C6 C7 -29.8(8) . . . . ?
C9 N4 C6 C7 139.0(5) . . . . ?
C5 C6 C7 C8 -2.5(8) . . . . ?
N4 C6 C7 C8 175.5(5) . . . . ?
C4 C3 C8 C7 3.5(8) . . . . ?
N1 C3 C8 C7 -175.6(5) . . . . ?
C6 C7 C8 C3 -0.6(9) . . . . ?
C6 N4 C9 C10 -33.9(8) . . . . ?
C17 N4 C9 C10 134.8(5) . . . . ?
C6 N4 C9 C14 147.1(6) . . . . ?
C17 N4 C9 C14 -44.2(8) . . . . ?
C14 C9 C10 C11 1.9(8) . . . . ?
N4 C9 C10 C11 -177.0(5) . . . . ?
C9 C10 C11 C12 -1.5(8) . . . . ?
C10 C11 C12 C13 -0.1(8) . . . . ?
C10 C11 C12 N5 179.7(4) . . . . ?
C16 N5 C12 C11 -150.4(5) . . . . ?
N6 N5 C12 C11 30.8(7) . . . . ?
C16 N5 C12 C13 29.5(8) . . . . ?
N6 N5 C12 C13 -149.3(5) . . . . ?
C11 C12 C13 C14 1.3(9) . . . . ?
N5 C12 C13 C14 -178.6(5) . . . . ?
C12 C13 C14 C9 -0.8(9) . . . . ?
C10 C9 C14 C13 -0.8(9) . . . . ?
N4 C9 C14 C13 178.2(5) . . . . ?
N5 N6 C15 N7 0.6(8) . . . . ?
C16 N7 C15 N6 -0.5(8) . . . . ?
Zn1 N7 C15 N6 -177.9(4) 1_444 . . . ?
C15 N7 C16 N5 0.2(6) . . . . ?
Zn1 N7 C16 N5 177.6(4) 1_444 . . . ?
N6 N5 C16 N7 0.1(6) . . . . ?
C12 N5 C16 N7 -178.8(5) . . . . ?
C6 N4 C17 C18 -52.3(8) . . . . ?
C9 N4 C17 C18 138.8(5) . . . . ?
C6 N4 C17 C22 126.7(5) . . . . ?
C9 N4 C17 C22 -42.2(8) . . . . ?
C22 C17 C18 C19 -2.2(8) . . . . ?
N4 C17 C18 C19 176.8(5) . . . . ?
C17 C18 C19 C20 0.8(9) . . . . ?
C18 C19 C20 C21 0.7(8) . . . . ?
C18 C19 C20 N8 -176.0(5) . . . . ?
C24 N8 C20 C19 -63.6(7) . . . . ?
N9 N8 C20 C19 119.9(6) . . . . ?
C24 N8 C20 C21 119.7(6) . . . . ?
N9 N8 C20 C21 -56.8(6) . . . . ?
C19 C20 C21 C22 -0.7(8) . . . . ?
N8 C20 C21 C22 176.0(5) . . . . ?
C20 C21 C22 C17 -0.7(8) . . . . ?
C18 C17 C22 C21 2.2(8) . . . . ?
N4 C17 C22 C21 -176.8(5) . . . . ?
N8 N9 C23 N10 -0.3(6) . . . . ?
C24 N10 C23 N9 0.2(6) . . . . ?
Zn1 N10 C23 N9 -178.3(4) 2_657 . . . ?
C23 N10 C24 N8 0.0(5) . . . . ?
Zn1 N10 C24 N8 178.1(3) 2_657 . . . ?
N9 N8 C24 N10 -0.2(6) . . . . ?
C20 N8 C24 N10 -176.9(4) . . . . ?
Br2 C25 Br3 Br3' 81.6(5) . . . . ?
Br1 C25 Br3 Br3' -45.6(5) . . . . ?

_refine_diff_density_max         2.421
_refine_diff_density_min         -1.093
_refine_diff_density_rms         0.132



####################################################################### 
# 
# 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_shelx_sq
_database_code_depnum_ccdc_archive 'CCDC 1812678'
loop_
_audit_author_name
_audit_author_address
'Ying Wang'
;Tianjin Normal University
China
;
_audit_update_record             
;
2019-05-07 deposited with the CCDC.	2019-05-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H18 N12 O6 Zn'
_chemical_formula_weight         635.87

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   12.359(10)
_cell_length_b                   12.665(9)
_cell_length_c                   13.855(10)
_cell_angle_alpha                75.70(3)
_cell_angle_beta                 72.44(2)
_cell_angle_gamma                87.55(4)
_cell_volume                     2002(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    6236
_cell_measurement_theta_min      1.6
_cell_measurement_theta_max      26.0

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.055
_exptl_crystal_F_000             648
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    0.657
_shelx_estimated_absorpt_T_min   0.880
_shelx_estimated_absorpt_T_max   0.902
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.8801
_exptl_absorpt_correction_T_max  0.9024
_exptl_absorpt_process_details   CrystalClear
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating anode'
_diffrn_measurement_device_type  'Rigaku Saturn724 CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17037
_diffrn_reflns_av_unetI/netI     0.1176
_diffrn_reflns_av_R_equivalents  0.0752
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.590
_diffrn_reflns_theta_max         25.005
_diffrn_reflns_theta_full        25.005
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             7041
_reflns_number_gt                3289
_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.
 
 _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       CrystalClear
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1341P)²] 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         7041
_refine_ls_number_parameters     388
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.1210
_refine_ls_R_factor_gt           0.0941
_refine_ls_wR_factor_ref         0.2780
_refine_ls_wR_factor_gt          0.2594
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.000
_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
O1 O -0.4193(4) 0.5675(5) 1.0817(5) 0.116(2) Uani 1 1 d . . . . .
O2 O -0.3721(5) 0.5947(4) 0.9147(5) 0.0892(16) Uani 1 1 d . . . . .
O3 O -0.5062(4) 0.6855(4) 0.9887(4) 0.0732(13) Uani 1 1 d . . . . .
O4 O -0.1145(4) 0.4851(4) 1.1579(4) 0.0710(13) Uani 1 1 d . U . . .
O5 O -0.2141(8) 0.5909(6) 1.2142(6) 0.150(3) Uani 1 1 d . U . . .
O6 O -0.0455(8) 0.5476(5) 1.2562(5) 0.137(3) Uani 1 1 d . U . . .
Zn1 Zn -0.26658(7) 0.51811(6) 1.09789(6) 0.0710(4) Uani 1 1 d . . . . .
N1 N -0.1813(4) 0.6568(4) 0.9833(4) 0.0581(14) Uani 1 1 d . . . . .
C1 C -0.1786(8) 0.7629(5) 0.9872(6) 0.105(3) Uani 1 1 d . . . . .
H1A H -0.2109 0.7868 1.0493 0.126 Uiso 1 1 calc R U . . .
N3 N -0.0837(4) 0.7600(4) 0.8305(4) 0.0614(14) Uani 1 1 d . . . . .
N4 N 0.1962(4) 0.9075(4) 0.4153(4) 0.0577(13) Uani 1 1 d . . . . .
N5 N 0.1689(5) 0.6968(5) 0.1074(4) 0.0671(15) Uani 1 1 d . . . . .
N6 N 0.1974(4) 0.5906(4) 0.0000(4) 0.0528(12) Uani 1 1 d . . . . .
C16 C 0.1079(6) 0.6525(6) -0.0026(5) 0.073(2) Uani 1 1 d . . . . .
H16A H 0.0641 0.6487 -0.0475 0.088 Uiso 1 1 calc R U . . .
N8 N 0.5274(4) 1.2474(4) 0.3020(4) 0.0636(15) Uani 1 1 d . . . . .
C23 C 0.6683(8) 1.3312(8) 0.3069(9) 0.134(4) Uani 1 1 d . U . . .
H23A H 0.7193 1.3583 0.3352 0.160 Uiso 1 1 calc R U . . .
N10 N 0.6428(4) 1.3871(3) 0.2236(4) 0.0511(12) Uani 1 1 d . . . . .
N11 N -0.4367(6) 0.6147(6) 0.9988(5) 0.0791(19) Uani 1 1 d . . . . .
N12 N -0.1190(7) 0.5418(6) 1.2154(6) 0.091(2) Uani 1 1 d . U . . .
N2 N -0.1260(9) 0.8303(5) 0.8953(6) 0.132(3) Uani 1 1 d . . . . .
C2 C -0.1195(5) 0.6583(4) 0.8827(5) 0.0587(16) Uani 1 1 d . . . . .
H2A H -0.1044 0.5962 0.8545 0.070 Uiso 1 1 calc R U . . .
C3 C -0.0136(5) 0.7983(5) 0.7272(5) 0.0539(15) Uani 1 1 d . . . . .
C4 C 0.0123(5) 0.9065(4) 0.6854(5) 0.0577(16) Uani 1 1 d . . . . .
H4A H -0.0175 0.9566 0.7269 0.069 Uiso 1 1 calc R U . . .
C5 C 0.0815(5) 0.9458(4) 0.5832(5) 0.0583(16) Uani 1 1 d . . . . .
H5A H 0.0988 1.0217 0.5557 0.070 Uiso 1 1 calc R U . . .
C6 C 0.1267(5) 0.8699(4) 0.5195(5) 0.0569(16) Uani 1 1 d . . . . .
C7 C 0.0972(5) 0.7626(4) 0.5624(5) 0.0580(16) Uani 1 1 d . . . . .
H7A H 0.1255 0.7115 0.5216 0.070 Uiso 1 1 calc R U . . .
C8 C 0.0287(6) 0.7262(5) 0.6615(6) 0.0667(19) Uani 1 1 d . . . . .
H8A H 0.0084 0.6508 0.6876 0.080 Uiso 1 1 calc R U . . .
C9 C 0.1930(5) 0.8534(4) 0.3349(5) 0.0570(16) Uani 1 1 d . . . . .
C10 C 0.0867(6) 0.8226(5) 0.3322(6) 0.0677(19) Uani 1 1 d . . . . .
H10A H 0.0192 0.8380 0.3810 0.081 Uiso 1 1 calc R U . . .
C11 C 0.0809(5) 0.7675(4) 0.2552(5) 0.0609(17) Uani 1 1 d . . . . .
H11A H 0.0098 0.7429 0.2541 0.073 Uiso 1 1 calc R U . . .
C12 C 0.1753(5) 0.7516(4) 0.1861(5) 0.0585(16) Uani 1 1 d . . . . .
C13 C 0.2830(5) 0.7786(5) 0.1900(5) 0.0639(17) Uani 1 1 d . . . . .
H13A H 0.3501 0.7593 0.1434 0.077 Uiso 1 1 calc R U . . .
C14 C 0.2890(5) 0.8315(5) 0.2601(5) 0.0624(17) Uani 1 1 d . . . . .
H14A H 0.3613 0.8552 0.2590 0.075 Uiso 1 1 calc R U . . .
C15 C 0.2359(5) 0.6199(5) 0.0694(5) 0.0599(17) Uani 1 1 d . . . . .
H15A H 0.3005 0.5914 0.0894 0.072 Uiso 1 1 calc R U . . .
N7 N 0.0824(5) 0.7209(5) 0.0616(6) 0.0877(19) Uani 1 1 d . . . . .
C17 C 0.2780(5) 0.9945(4) 0.3870(5) 0.0552(15) Uani 1 1 d . . . . .
C18 C 0.3041(6) 1.0737(6) 0.2860(6) 0.082(2) Uani 1 1 d . . . . .
H18A H 0.2676 1.0656 0.2368 0.099 Uiso 1 1 calc R U . . .
C19 C 0.3790(5) 1.1585(5) 0.2606(5) 0.074(2) Uani 1 1 d . . . . .
H19A H 0.3912 1.2116 0.1962 0.089 Uiso 1 1 calc R U . . .
C20 C 0.4411(5) 1.1676(5) 0.3335(5) 0.0564(16) Uani 1 1 d . . . . .
C21 C 0.4212(5) 1.0895(5) 0.4286(5) 0.0618(17) Uani 1 1 d . . . . .
H21A H 0.4604 1.0959 0.4764 0.074 Uiso 1 1 calc R U . . .
C22 C 0.3437(5) 1.0019(4) 0.4540(5) 0.0571(16) Uani 1 1 d . . . . .
H22A H 0.3348 0.9467 0.5166 0.069 Uiso 1 1 calc R U . . .
N9 N 0.6164(7) 1.2336(7) 0.3481(7) 0.138(3) Uani 1 1 d . U . . .
C24 C 0.5507(5) 1.3372(4) 0.2252(5) 0.0532(15) Uani 1 1 d . . . . .
H24A H 0.5074 1.3621 0.1783 0.064 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
O1 N11 1.234(8) . ?
O1 Zn1 2.022(6) . ?
O2 N11 1.275(8) . ?
O3 N11 1.228(8) . ?
O4 N12 1.186(9) . ?
O4 Zn1 2.258(5) . ?
O5 N12 1.309(10) . ?
O5 Zn1 2.299(9) . ?
O6 N12 1.219(10) . ?
Zn1 N1 2.118(4) . ?
Zn1 N6 2.142(5) 2_566 ?
Zn1 N10 2.144(4) 1_446 ?
N1 C1 1.360(8) . ?
N1 C2 1.368(8) . ?
C1 N2 1.335(9) . ?
C1 H1A 0.9500 . ?
N3 C2 1.333(7) . ?
N3 N2 1.394(9) . ?
N3 C3 1.406(7) . ?
N4 C6 1.412(8) . ?
N4 C17 1.425(6) . ?
N4 C9 1.456(8) . ?
N5 C15 1.354(8) . ?
N5 N7 1.388(7) . ?
N5 C12 1.451(8) . ?
N6 C15 1.326(8) . ?
N6 C16 1.332(8) . ?
N6 Zn1 2.142(5) 2_566 ?
C16 N7 1.353(9) . ?
C16 H16A 0.9500 . ?
N8 C24 1.325(7) . ?
N8 C20 1.394(7) . ?
N8 N9 1.415(8) . ?
C23 N10 1.314(10) . ?
C23 N9 1.328(10) . ?
C23 H23A 0.9500 . ?
N10 C24 1.317(7) . ?
N10 Zn1 2.144(4) 1_664 ?
C2 H2A 0.9500 . ?
C3 C4 1.360(7) . ?
C3 C8 1.421(9) . ?
C4 C5 1.393(8) . ?
C4 H4A 0.9500 . ?
C5 C6 1.446(9) . ?
C5 H5A 0.9500 . ?
C6 C7 1.359(7) . ?
C7 C8 1.354(9) . ?
C7 H7A 0.9500 . ?
C8 H8A 0.9500 . ?
C9 C14 1.389(9) . ?
C9 C10 1.400(8) . ?
C10 C11 1.431(9) . ?
C10 H10A 0.9500 . ?
C11 C12 1.311(9) . ?
C11 H11A 0.9500 . ?
C12 C13 1.408(8) . ?
C13 C14 1.329(9) . ?
C13 H13A 0.9500 . ?
C14 H14A 0.9500 . ?
C15 H15A 0.9500 . ?
C17 C22 1.425(8) . ?
C17 C18 1.460(8) . ?
C18 C19 1.355(8) . ?
C18 H18A 0.9500 . ?
C19 C20 1.468(9) . ?
C19 H19A 0.9500 . ?
C20 C21 1.399(8) . ?
C21 C22 1.403(8) . ?
C21 H21A 0.9500 . ?
C22 H22A 0.9500 . ?
C24 H24A 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
N11 O1 Zn1 125.3(5) . . ?
N12 O4 Zn1 107.9(6) . . ?
N12 O5 Zn1 101.0(7) . . ?
O1 Zn1 N1 92.1(2) . . ?
O1 Zn1 N6 109.6(3) . 2_566 ?
N1 Zn1 N6 93.2(2) . 2_566 ?
O1 Zn1 N10 86.90(19) . 1_446 ?
N1 Zn1 N10 174.8(2) . 1_446 ?
N6 Zn1 N10 92.00(19) 2_566 1_446 ?
O1 Zn1 O4 162.7(3) . . ?
N1 Zn1 O4 90.74(18) . . ?
N6 Zn1 O4 87.3(2) 2_566 . ?
N10 Zn1 O4 88.70(17) 1_446 . ?
O1 Zn1 O5 113.2(4) . . ?
N1 Zn1 O5 85.6(2) . . ?
N6 Zn1 O5 137.2(3) 2_566 . ?
N10 Zn1 O5 90.1(2) 1_446 . ?
O4 Zn1 O5 50.0(3) . . ?
C1 N1 C2 103.8(5) . . ?
C1 N1 Zn1 130.5(5) . . ?
C2 N1 Zn1 125.6(4) . . ?
N2 C1 N1 113.5(7) . . ?
N2 C1 H1A 123.2 . . ?
N1 C1 H1A 123.2 . . ?
C2 N3 N2 109.3(5) . . ?
C2 N3 C3 129.0(6) . . ?
N2 N3 C3 121.7(5) . . ?
C6 N4 C17 121.1(5) . . ?
C6 N4 C9 121.2(4) . . ?
C17 N4 C9 117.6(5) . . ?
C15 N5 N7 110.9(6) . . ?
C15 N5 C12 129.7(5) . . ?
N7 N5 C12 119.4(6) . . ?
C15 N6 C16 103.6(6) . . ?
C15 N6 Zn1 129.9(4) . 2_566 ?
C16 N6 Zn1 126.3(4) . 2_566 ?
N6 C16 N7 116.9(6) . . ?
N6 C16 H16A 121.5 . . ?
N7 C16 H16A 121.5 . . ?
C24 N8 C20 131.3(5) . . ?
C24 N8 N9 108.1(5) . . ?
C20 N8 N9 120.4(5) . . ?
N10 C23 N9 114.1(8) . . ?
N10 C23 H23A 123.0 . . ?
N9 C23 H23A 123.0 . . ?
C23 N10 C24 104.7(5) . . ?
C23 N10 Zn1 130.8(5) . 1_664 ?
C24 N10 Zn1 124.1(4) . 1_664 ?
O3 N11 O1 125.7(8) . . ?
O3 N11 O2 116.2(6) . . ?
O1 N11 O2 117.9(8) . . ?
O4 N12 O6 123.9(8) . . ?
O4 N12 O5 101.0(9) . . ?
O6 N12 O5 135.0(10) . . ?
C1 N2 N3 103.4(5) . . ?
N3 C2 N1 109.7(5) . . ?
N3 C2 H2A 125.2 . . ?
N1 C2 H2A 125.2 . . ?
C4 C3 N3 121.0(6) . . ?
C4 C3 C8 117.6(5) . . ?
N3 C3 C8 121.4(5) . . ?
C3 C4 C5 121.8(6) . . ?
C3 C4 H4A 119.1 . . ?
C5 C4 H4A 119.1 . . ?
C4 C5 C6 119.3(5) . . ?
C4 C5 H5A 120.3 . . ?
C6 C5 H5A 120.3 . . ?
C7 C6 N4 121.7(6) . . ?
C7 C6 C5 117.7(5) . . ?
N4 C6 C5 120.6(5) . . ?
C8 C7 C6 122.0(6) . . ?
C8 C7 H7A 119.0 . . ?
C6 C7 H7A 119.0 . . ?
C7 C8 C3 121.6(5) . . ?
C7 C8 H8A 119.2 . . ?
C3 C8 H8A 119.2 . . ?
C14 C9 C10 118.1(7) . . ?
C14 C9 N4 123.9(5) . . ?
C10 C9 N4 117.9(6) . . ?
C9 C10 C11 119.2(7) . . ?
C9 C10 H10A 120.4 . . ?
C11 C10 H10A 120.4 . . ?
C12 C11 C10 119.0(6) . . ?
C12 C11 H11A 120.5 . . ?
C10 C11 H11A 120.5 . . ?
C11 C12 C13 122.3(6) . . ?
C11 C12 N5 118.8(6) . . ?
C13 C12 N5 118.8(6) . . ?
C14 C13 C12 118.8(6) . . ?
C14 C13 H13A 120.6 . . ?
C12 C13 H13A 120.6 . . ?
C13 C14 C9 122.2(6) . . ?
C13 C14 H14A 118.9 . . ?
C9 C14 H14A 118.9 . . ?
N6 C15 N5 109.3(5) . . ?
N6 C15 H15A 125.3 . . ?
N5 C15 H15A 125.3 . . ?
C16 N7 N5 99.2(6) . . ?
C22 C17 N4 120.5(5) . . ?
C22 C17 C18 117.5(5) . . ?
N4 C17 C18 121.8(6) . . ?
C19 C18 C17 121.7(6) . . ?
C19 C18 H18A 119.2 . . ?
C17 C18 H18A 119.2 . . ?
C18 C19 C20 119.4(6) . . ?
C18 C19 H19A 120.3 . . ?
C20 C19 H19A 120.3 . . ?
N8 C20 C21 120.9(6) . . ?
N8 C20 C19 119.1(5) . . ?
C21 C20 C19 119.6(5) . . ?
C20 C21 C22 120.4(6) . . ?
C20 C21 H21A 119.8 . . ?
C22 C21 H21A 119.8 . . ?
C21 C22 C17 120.9(5) . . ?
C21 C22 H22A 119.6 . . ?
C17 C22 H22A 119.6 . . ?
C23 N9 N8 100.2(7) . . ?
N10 C24 N8 109.9(5) . . ?
N10 C24 H24A 125.1 . . ?
N8 C24 H24A 125.1 . . ?

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
C2 N1 C1 N2 4.0(11) . . . . ?
Zn1 N1 C1 N2 -172.6(6) . . . . ?
C15 N6 C16 N7 -0.8(7) . . . . ?
Zn1 N6 C16 N7 -175.8(4) 2_566 . . . ?
N9 C23 N10 C24 15.9(12) . . . . ?
N9 C23 N10 Zn1 -157.1(7) . . . 1_664 ?
Zn1 O1 N11 O3 -145.0(5) . . . . ?
Zn1 O1 N11 O2 29.6(10) . . . . ?
Zn1 O4 N12 O6 -175.7(6) . . . . ?
Zn1 O4 N12 O5 1.8(6) . . . . ?
Zn1 O5 N12 O4 -1.7(6) . . . . ?
Zn1 O5 N12 O6 175.4(9) . . . . ?
N1 C1 N2 N3 -5.4(12) . . . . ?
C2 N3 N2 C1 4.8(10) . . . . ?
C3 N3 N2 C1 -174.6(7) . . . . ?
N2 N3 C2 N1 -2.6(8) . . . . ?
C3 N3 C2 N1 176.7(5) . . . . ?
C1 N1 C2 N3 -0.7(8) . . . . ?
Zn1 N1 C2 N3 176.1(4) . . . . ?
C2 N3 C3 C4 178.3(6) . . . . ?
N2 N3 C3 C4 -2.4(9) . . . . ?
C2 N3 C3 C8 1.1(9) . . . . ?
N2 N3 C3 C8 -179.6(7) . . . . ?
N3 C3 C4 C5 -179.9(5) . . . . ?
C8 C3 C4 C5 -2.6(8) . . . . ?
C3 C4 C5 C6 0.3(9) . . . . ?
C17 N4 C6 C7 -143.3(6) . . . . ?
C9 N4 C6 C7 31.9(9) . . . . ?
C17 N4 C6 C5 38.6(8) . . . . ?
C9 N4 C6 C5 -146.2(6) . . . . ?
C4 C5 C6 C7 1.3(9) . . . . ?
C4 C5 C6 N4 179.4(5) . . . . ?
N4 C6 C7 C8 -178.6(6) . . . . ?
C5 C6 C7 C8 -0.5(9) . . . . ?
C6 C7 C8 C3 -1.8(10) . . . . ?
C4 C3 C8 C7 3.4(9) . . . . ?
N3 C3 C8 C7 -179.3(5) . . . . ?
C6 N4 C9 C14 -137.2(6) . . . . ?
C17 N4 C9 C14 38.2(8) . . . . ?
C6 N4 C9 C10 43.4(8) . . . . ?
C17 N4 C9 C10 -141.2(5) . . . . ?
C14 C9 C10 C11 1.7(8) . . . . ?
N4 C9 C10 C11 -178.9(5) . . . . ?
C9 C10 C11 C12 -2.9(9) . . . . ?
C10 C11 C12 C13 5.3(9) . . . . ?
C10 C11 C12 N5 -179.4(5) . . . . ?
C15 N5 C12 C11 -138.6(6) . . . . ?
N7 N5 C12 C11 40.3(8) . . . . ?
C15 N5 C12 C13 36.9(8) . . . . ?
N7 N5 C12 C13 -144.3(6) . . . . ?
C11 C12 C13 C14 -6.6(9) . . . . ?
N5 C12 C13 C14 178.1(6) . . . . ?
C12 C13 C14 C9 5.2(9) . . . . ?
C10 C9 C14 C13 -3.0(9) . . . . ?
N4 C9 C14 C13 177.6(6) . . . . ?
C16 N6 C15 N5 0.7(6) . . . . ?
Zn1 N6 C15 N5 175.5(3) 2_566 . . . ?
N7 N5 C15 N6 -0.5(7) . . . . ?
C12 N5 C15 N6 178.5(5) . . . . ?
N6 C16 N7 N5 0.5(8) . . . . ?
C15 N5 N7 C16 0.0(7) . . . . ?
C12 N5 N7 C16 -179.1(5) . . . . ?
C6 N4 C17 C22 39.7(9) . . . . ?
C9 N4 C17 C22 -135.7(6) . . . . ?
C6 N4 C17 C18 -145.2(7) . . . . ?
C9 N4 C17 C18 39.5(9) . . . . ?
C22 C17 C18 C19 -7.0(11) . . . . ?
N4 C17 C18 C19 177.7(7) . . . . ?
C17 C18 C19 C20 3.9(12) . . . . ?
C24 N8 C20 C21 -168.4(7) . . . . ?
N9 N8 C20 C21 18.5(11) . . . . ?
C24 N8 C20 C19 18.3(11) . . . . ?
N9 N8 C20 C19 -154.8(8) . . . . ?
C18 C19 C20 N8 172.5(7) . . . . ?
C18 C19 C20 C21 -0.8(11) . . . . ?
N8 C20 C21 C22 -172.2(6) . . . . ?
C19 C20 C21 C22 1.0(10) . . . . ?
C20 C21 C22 C17 -4.4(10) . . . . ?
N4 C17 C22 C21 -177.5(6) . . . . ?
C18 C17 C22 C21 7.2(10) . . . . ?
N10 C23 N9 N8 -18.1(12) . . . . ?
C24 N8 N9 C23 13.4(10) . . . . ?
C20 N8 N9 C23 -172.1(8) . . . . ?
C23 N10 C24 N8 -5.8(9) . . . . ?
Zn1 N10 C24 N8 167.8(4) 1_664 . . . ?
C20 N8 C24 N10 -178.8(7) . . . . ?
N9 N8 C24 N10 -5.0(8) . . . . ?

_refine_diff_density_max         1.000
_refine_diff_density_min         -0.877
_refine_diff_density_rms         0.100



####################################################################### 
# 
# 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_N130124B
_database_code_depnum_ccdc_archive 'CCDC 1812675'
loop_
_audit_author_name
_audit_author_address
'Ying Wang'
;Tianjin Normal University
China
;
_audit_update_record             
;
2019-04-11 deposited with the CCDC.	2019-05-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28.50 H28.50 Cl2 Mn N11.50 O1.50'
_chemical_formula_weight         681.97

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_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                   18.5353(15)
_cell_length_b                   15.4936(15)
_cell_length_c                   21.554(2)
_cell_angle_alpha                90
_cell_angle_beta                 96.986(2)
_cell_angle_gamma                90
_cell_volume                     6143.9(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2886
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      23.77

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_density_meas      NONE
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_F_000             2808
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.650
_shelx_estimated_absorpt_T_min   0.892
_shelx_estimated_absorpt_T_max   0.914
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.8919
_exptl_absorpt_correction_T_max  0.9144
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15616
_diffrn_reflns_av_unetI/netI     0.0596
_diffrn_reflns_av_R_equivalents  0.0531
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.718
_diffrn_reflns_theta_max         25.008
_diffrn_reflns_theta_full        25.008
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             5405
_reflns_number_gt                3770
_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.
 
 _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 SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SMART'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0594P)²+15.2604P] 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         5405
_refine_ls_number_parameters     428
_refine_ls_number_restraints     62
_refine_ls_R_factor_all          0.0863
_refine_ls_R_factor_gt           0.0542
_refine_ls_wR_factor_ref         0.1436
_refine_ls_wR_factor_gt          0.1229
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.33467(3) 0.46576(3) 0.32339(3) 0.03236(19) Uani 1 1 d . . . . .
Cl1 Cl 0.20259(6) 0.49331(8) 0.32164(7) 0.0607(4) Uani 1 1 d . . . . .
Cl2 Cl 0.46993(5) 0.44848(6) 0.33278(5) 0.0414(3) Uani 1 1 d . . . . .
O1 O 0.35407(19) 0.5376(2) 0.41416(14) 0.0567(9) Uani 1 1 d . . . . .
N1 N 0.43014(18) 0.1409(2) -0.05491(15) 0.0379(8) Uani 1 1 d . . . . .
N2 N 0.33147(17) 0.3151(2) 0.14821(15) 0.0354(8) Uani 1 1 d . . . . .
N3 N 0.2588(2) 0.3204(3) 0.15200(18) 0.0579(11) Uani 1 1 d . . . . .
N4 N 0.32181(18) 0.3874(2) 0.23350(15) 0.0378(8) Uani 1 1 d . . . . .
N5 N 0.60557(18) 0.3200(2) -0.20757(15) 0.0389(8) Uani 1 1 d . . . . .
N6 N 0.6620(2) 0.2793(2) -0.2306(2) 0.0667(13) Uani 1 1 d . . . . .
N7 N 0.65229(18) 0.4160(2) -0.26525(15) 0.0394(8) Uani 1 1 d . . . . .
N8 N 0.33601(18) -0.2011(2) -0.10085(16) 0.0418(9) Uani 1 1 d . . . . .
N9 N 0.2814(2) -0.2315(2) -0.0691(2) 0.0639(12) Uani 1 1 d . . . . .
N10 N 0.32208(18) -0.3360(2) -0.12840(16) 0.0415(8) Uani 1 1 d . . . . .
N11 N 0.3572(2) 0.4815(2) 0.51186(17) 0.0511(10) Uani 1 1 d . . . . .
C1 C 0.4059(2) 0.1854(2) -0.00357(18) 0.0346(9) Uani 1 1 d . . . . .
C2 C 0.4508(2) 0.2423(3) 0.03223(19) 0.0420(10) Uani 1 1 d . . . . .
H2 H 0.4981 0.2508 0.0230 0.050 Uiso 1 1 calc R U . . .
C3 C 0.4269(2) 0.2868(3) 0.08161(19) 0.0432(10) Uani 1 1 d . . . . .
H3 H 0.4570 0.3267 0.1042 0.052 Uiso 1 1 calc R U . . .
C4 C 0.3578(2) 0.2713(2) 0.09683(17) 0.0355(9) Uani 1 1 d . . . . .
C5 C 0.3124(2) 0.2141(3) 0.0620(2) 0.0481(11) Uani 1 1 d . . . . .
H5 H 0.2661 0.2029 0.0726 0.058 Uiso 1 1 calc R U . . .
C6 C 0.3365(2) 0.1735(3) 0.0114(2) 0.0455(11) Uani 1 1 d . . . . .
H6 H 0.3049 0.1372 -0.0133 0.055 Uiso 1 1 calc R U . . .
C7 C 0.2566(3) 0.3637(3) 0.2039(2) 0.0527(12) Uani 1 1 d . . . . .
H7 H 0.2132 0.3771 0.2192 0.063 Uiso 1 1 calc R U . . .
C8 C 0.3678(2) 0.3550(3) 0.19748(18) 0.0389(10) Uani 1 1 d . . . . .
H8 H 0.4182 0.3594 0.2052 0.047 Uiso 1 1 calc R U . . .
C9 C 0.4727(2) 0.1857(2) -0.09513(17) 0.0322(9) Uani 1 1 d . . . . .
C10 C 0.4593(2) 0.2714(2) -0.11070(18) 0.0386(10) Uani 1 1 d . . . . .
H10 H 0.4203 0.2995 -0.0962 0.046 Uiso 1 1 calc R U . . .
C11 C 0.5028(2) 0.3160(3) -0.14742(18) 0.0382(10) Uani 1 1 d . . . . .
H11 H 0.4934 0.3737 -0.1571 0.046 Uiso 1 1 calc R U . . .
C12 C 0.5603(2) 0.2743(2) -0.16964(17) 0.0349(9) Uani 1 1 d . . . . .
C13 C 0.5741(2) 0.1883(2) -0.15558(18) 0.0359(9) Uani 1 1 d . . . . .
H13 H 0.6123 0.1599 -0.1711 0.043 Uiso 1 1 calc R U . . .
C14 C 0.5308(2) 0.1451(2) -0.11865(18) 0.0364(9) Uani 1 1 d . . . . .
H14 H 0.5405 0.0874 -0.1090 0.044 Uiso 1 1 calc R U . . .
C15 C 0.6883(3) 0.3403(3) -0.2641(2) 0.0635(15) Uani 1 1 d . . . . .
H15 H 0.7285 0.3317 -0.2853 0.076 Uiso 1 1 calc R U . . .
C16 C 0.6008(2) 0.4006(2) -0.22902(18) 0.0359(9) Uani 1 1 d . . . . .
H16 H 0.5662 0.4406 -0.2199 0.043 Uiso 1 1 calc R U . . .
C17 C 0.4076(2) 0.0548(2) -0.06751(18) 0.0331(9) Uani 1 1 d . . . . .
C18 C 0.3890(2) 0.0261(3) -0.12814(19) 0.0424(10) Uani 1 1 d . . . . .
H18 H 0.3917 0.0637 -0.1614 0.051 Uiso 1 1 calc R U . . .
C19 C 0.3660(2) -0.0589(3) -0.1398(2) 0.0442(11) Uani 1 1 d . . . . .
H19 H 0.3538 -0.0780 -0.1807 0.053 Uiso 1 1 calc R U . . .
C20 C 0.3616(2) -0.1142(2) -0.09063(19) 0.0397(10) Uani 1 1 d . . . . .
C21 C 0.3797(2) -0.0863(3) -0.0300(2) 0.0465(11) Uani 1 1 d . . . . .
H21 H 0.3763 -0.1239 0.0032 0.056 Uiso 1 1 calc R U . . .
C22 C 0.4028(2) -0.0026(3) -0.01848(19) 0.0438(11) Uani 1 1 d . . . . .
H22 H 0.4153 0.0158 0.0225 0.053 Uiso 1 1 calc R U . . .
C23 C 0.2751(3) -0.3121(3) -0.0889(2) 0.0562(13) Uani 1 1 d . . . . .
H23 H 0.2406 -0.3497 -0.0763 0.067 Uiso 1 1 calc R U . . .
C24 C 0.3592(2) -0.2647(3) -0.1347(2) 0.0433(10) Uani 1 1 d . . . . .
H24 H 0.3966 -0.2595 -0.1595 0.052 Uiso 1 1 calc R U . . .
C25 C 0.3314(3) 0.5288(3) 0.4644(2) 0.0597(13) Uani 1 1 d . . . . .
H25 H 0.2898 0.5602 0.4696 0.072 Uiso 1 1 calc R U . . .
C26 C 0.4207(4) 0.4281(6) 0.5081(3) 0.121(3) Uani 1 1 d . . . . .
H26A H 0.4342 0.4306 0.4665 0.182 Uiso 1 1 calc R U . . .
H26B H 0.4099 0.3695 0.5181 0.182 Uiso 1 1 calc R U . . .
H26C H 0.4602 0.4488 0.5372 0.182 Uiso 1 1 calc R U . . .
C27 C 0.3257(4) 0.4763(4) 0.5696(3) 0.0848(19) Uani 1 1 d . . . . .
H27A H 0.2849 0.5147 0.5680 0.127 Uiso 1 1 calc R U . . .
H27B H 0.3614 0.4924 0.6037 0.127 Uiso 1 1 calc R U . . .
H27C H 0.3099 0.4182 0.5757 0.127 Uiso 1 1 calc R U . . .
N12 N 0.4755(6) 0.1403(5) 0.2259(5) 0.111(3) Uani 0.5 1 d D U P A -1
O2 O 0.5090(15) 0.0023(5) 0.2558(12) 0.124(5) Uani 0.5 1 d D U P A -1
C28 C 0.5038(6) 0.0828(4) 0.2650(3) 0.037(2) Uani 0.5 1 d D U P A -1
H28 H 0.5226 0.1028 0.3043 0.044 Uiso 0.5 1 calc R U P A -1
C29 C 0.4538(8) 0.1105(8) 0.1634(4) 0.112(5) Uani 0.5 1 d D U P A -1
H29A H 0.4883 0.0688 0.1522 0.169 Uiso 0.5 1 calc R U P A -1
H29B H 0.4521 0.1584 0.1350 0.169 Uiso 0.5 1 calc R U P A -1
H29C H 0.4066 0.0843 0.1610 0.169 Uiso 0.5 1 calc R U P A -1
C30 C 0.5053(10) 0.2286(5) 0.2318(5) 0.098(5) Uani 0.5 1 d D U P A -1
H30A H 0.4739 0.2643 0.2532 0.147 Uiso 0.5 1 calc R U P A -1
H30B H 0.5085 0.2518 0.1909 0.147 Uiso 0.5 1 calc R U P A -1
H30C H 0.5528 0.2272 0.2551 0.147 Uiso 0.5 1 calc R U P A -1


_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 2.242(3) . ?
Mn1 N7 2.249(3) 5_665 ?
Mn1 N4 2.274(3) . ?
Mn1 N10 2.289(3) 6_556 ?
Mn1 Cl1 2.4808(13) . ?
Mn1 Cl2 2.5049(12) . ?
O1 C25 1.216(5) . ?
N1 C17 1.414(5) . ?
N1 C1 1.422(5) . ?
N1 C9 1.422(5) . ?
N2 C8 1.338(5) . ?
N2 N3 1.362(5) . ?
N2 C4 1.434(5) . ?
N3 C7 1.308(5) . ?
N4 C8 1.320(5) . ?
N4 C7 1.347(5) . ?
N5 C16 1.331(5) . ?
N5 N6 1.366(5) . ?
N5 C12 1.429(5) . ?
N6 C15 1.318(5) . ?
N7 C16 1.326(5) . ?
N7 C15 1.349(5) . ?
N7 Mn1 2.249(3) 5_665 ?
N8 C24 1.328(5) . ?
N8 N9 1.372(5) . ?
N8 C20 1.436(5) . ?
N9 C23 1.321(5) . ?
N10 C24 1.317(5) . ?
N10 C23 1.342(5) . ?
N10 Mn1 2.289(3) 6 ?
N11 C25 1.302(6) . ?
N11 C27 1.440(6) . ?
N11 C26 1.450(7) . ?
C1 C6 1.377(5) . ?
C1 C2 1.382(5) . ?
C2 C3 1.386(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.381(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.380(6) . ?
C5 C6 1.380(6) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 C10 1.385(5) . ?
C9 C14 1.395(5) . ?
C10 C11 1.381(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.381(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.384(5) . ?
C13 C14 1.370(5) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.384(5) . ?
C17 C22 1.392(5) . ?
C18 C19 1.397(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.373(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.379(6) . ?
C21 C22 1.379(6) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
N12 C28 1.292(7) . ?
N12 C29 1.436(8) . ?
N12 C30 1.475(8) . ?
O2 C28 1.268(7) . ?
C28 H28 0.9300 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 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
O1 Mn1 N7 93.72(12) . 5_665 ?
O1 Mn1 N4 176.11(12) . . ?
N7 Mn1 N4 88.13(12) 5_665 . ?
O1 Mn1 N10 93.14(12) . 6_556 ?
N7 Mn1 N10 172.99(12) 5_665 6_556 ?
N4 Mn1 N10 84.94(12) . 6_556 ?
O1 Mn1 Cl1 88.92(9) . . ?
N7 Mn1 Cl1 91.38(9) 5_665 . ?
N4 Mn1 Cl1 94.47(9) . . ?
N10 Mn1 Cl1 90.18(9) 6_556 . ?
O1 Mn1 Cl2 85.98(9) . . ?
N7 Mn1 Cl2 87.58(9) 5_665 . ?
N4 Mn1 Cl2 90.68(9) . . ?
N10 Mn1 Cl2 91.47(9) 6_556 . ?
Cl1 Mn1 Cl2 174.71(5) . . ?
C25 O1 Mn1 133.2(3) . . ?
C17 N1 C1 119.5(3) . . ?
C17 N1 C9 121.1(3) . . ?
C1 N1 C9 119.3(3) . . ?
C8 N2 N3 109.3(3) . . ?
C8 N2 C4 130.2(3) . . ?
N3 N2 C4 120.5(3) . . ?
C7 N3 N2 102.4(4) . . ?
C8 N4 C7 103.0(3) . . ?
C8 N4 Mn1 134.1(3) . . ?
C7 N4 Mn1 123.0(3) . . ?
C16 N5 N6 109.2(3) . . ?
C16 N5 C12 130.2(3) . . ?
N6 N5 C12 120.5(3) . . ?
C15 N6 N5 102.6(3) . . ?
C16 N7 C15 102.9(3) . . ?
C16 N7 Mn1 127.5(3) . 5_665 ?
C15 N7 Mn1 129.2(3) . 5_665 ?
C24 N8 N9 109.1(3) . . ?
C24 N8 C20 131.1(3) . . ?
N9 N8 C20 119.7(3) . . ?
C23 N9 N8 101.8(3) . . ?
C24 N10 C23 102.8(3) . . ?
C24 N10 Mn1 127.4(3) . 6 ?
C23 N10 Mn1 129.8(3) . 6 ?
C25 N11 C27 124.3(4) . . ?
C25 N11 C26 120.0(4) . . ?
C27 N11 C26 115.7(5) . . ?
C6 C1 C2 118.1(4) . . ?
C6 C1 N1 120.7(3) . . ?
C2 C1 N1 121.2(4) . . ?
C1 C2 C3 121.2(4) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
C4 C3 C2 119.3(4) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C5 C4 C3 120.3(4) . . ?
C5 C4 N2 118.8(4) . . ?
C3 C4 N2 120.9(3) . . ?
C4 C5 C6 119.3(4) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 H5 120.4 . . ?
C1 C6 C5 121.7(4) . . ?
C1 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
N3 C7 N4 115.2(4) . . ?
N3 C7 H7 122.4 . . ?
N4 C7 H7 122.4 . . ?
N4 C8 N2 110.0(4) . . ?
N4 C8 H8 125.0 . . ?
N2 C8 H8 125.0 . . ?
C10 C9 C14 117.9(3) . . ?
C10 C9 N1 121.3(3) . . ?
C14 C9 N1 120.8(3) . . ?
C11 C10 C9 121.2(4) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C12 C11 C10 119.6(4) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C11 C12 C13 120.3(3) . . ?
C11 C12 N5 119.9(3) . . ?
C13 C12 N5 119.9(3) . . ?
C14 C13 C12 119.5(4) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
C13 C14 C9 121.6(3) . . ?
C13 C14 H14 119.2 . . ?
C9 C14 H14 119.2 . . ?
N6 C15 N7 114.7(4) . . ?
N6 C15 H15 122.6 . . ?
N7 C15 H15 122.6 . . ?
N7 C16 N5 110.6(3) . . ?
N7 C16 H16 124.7 . . ?
N5 C16 H16 124.7 . . ?
C18 C17 C22 118.7(3) . . ?
C18 C17 N1 121.3(3) . . ?
C22 C17 N1 120.1(3) . . ?
C17 C18 C19 120.6(4) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 H18 119.7 . . ?
C20 C19 C18 119.6(4) . . ?
C20 C19 H19 120.2 . . ?
C18 C19 H19 120.2 . . ?
C19 C20 C21 120.4(4) . . ?
C19 C20 N8 121.0(4) . . ?
C21 C20 N8 118.5(4) . . ?
C20 C21 C22 119.9(4) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 H21 120.0 . . ?
C21 C22 C17 120.8(4) . . ?
C21 C22 H22 119.6 . . ?
C17 C22 H22 119.6 . . ?
N9 C23 N10 115.3(4) . . ?
N9 C23 H23 122.4 . . ?
N10 C23 H23 122.4 . . ?
N10 C24 N8 111.0(4) . . ?
N10 C24 H24 124.5 . . ?
N8 C24 H24 124.5 . . ?
O1 C25 N11 129.0(5) . . ?
O1 C25 H25 115.5 . . ?
N11 C25 H25 115.5 . . ?
N11 C26 H26A 109.5 . . ?
N11 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
N11 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
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 . . ?
C28 N12 C29 115.8(7) . . ?
C28 N12 C30 117.7(8) . . ?
C29 N12 C30 116.0(8) . . ?
O2 C28 N12 127.5(11) . . ?
O2 C28 H28 116.2 . . ?
N12 C28 H28 116.2 . . ?
N12 C29 H29A 109.5 . . ?
N12 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
N12 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N12 C30 H30A 109.5 . . ?
N12 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
N12 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 N2 N3 C7 0.0(5) . . . . ?
C4 N2 N3 C7 179.8(4) . . . . ?
C16 N5 N6 C15 0.9(5) . . . . ?
C12 N5 N6 C15 177.9(4) . . . . ?
C24 N8 N9 C23 -1.9(5) . . . . ?
C20 N8 N9 C23 -178.0(4) . . . . ?
C17 N1 C1 C6 -37.3(6) . . . . ?
C9 N1 C1 C6 138.6(4) . . . . ?
C17 N1 C1 C2 143.4(4) . . . . ?
C9 N1 C1 C2 -40.7(5) . . . . ?
C6 C1 C2 C3 -0.4(6) . . . . ?
N1 C1 C2 C3 178.8(4) . . . . ?
C1 C2 C3 C4 2.7(6) . . . . ?
C2 C3 C4 C5 -2.0(6) . . . . ?
C2 C3 C4 N2 179.0(4) . . . . ?
C8 N2 C4 C5 161.0(4) . . . . ?
N3 N2 C4 C5 -18.8(6) . . . . ?
C8 N2 C4 C3 -20.0(6) . . . . ?
N3 N2 C4 C3 160.2(4) . . . . ?
C3 C4 C5 C6 -0.9(7) . . . . ?
N2 C4 C5 C6 178.1(4) . . . . ?
C2 C1 C6 C5 -2.6(7) . . . . ?
N1 C1 C6 C5 178.1(4) . . . . ?
C4 C5 C6 C1 3.3(7) . . . . ?
N2 N3 C7 N4 0.6(5) . . . . ?
C8 N4 C7 N3 -1.0(5) . . . . ?
Mn1 N4 C7 N3 178.5(3) . . . . ?
C7 N4 C8 N2 0.9(4) . . . . ?
Mn1 N4 C8 N2 -178.5(3) . . . . ?
N3 N2 C8 N4 -0.6(5) . . . . ?
C4 N2 C8 N4 179.6(4) . . . . ?
C17 N1 C9 C10 138.7(4) . . . . ?
C1 N1 C9 C10 -37.2(5) . . . . ?
C17 N1 C9 C14 -43.2(5) . . . . ?
C1 N1 C9 C14 141.0(4) . . . . ?
C14 C9 C10 C11 -1.2(6) . . . . ?
N1 C9 C10 C11 177.0(4) . . . . ?
C9 C10 C11 C12 0.7(6) . . . . ?
C10 C11 C12 C13 0.4(6) . . . . ?
C10 C11 C12 N5 -179.9(4) . . . . ?
C16 N5 C12 C11 -2.9(6) . . . . ?
N6 N5 C12 C11 -179.1(4) . . . . ?
C16 N5 C12 C13 176.7(4) . . . . ?
N6 N5 C12 C13 0.6(6) . . . . ?
C11 C12 C13 C14 -1.0(6) . . . . ?
N5 C12 C13 C14 179.3(4) . . . . ?
C12 C13 C14 C9 0.5(6) . . . . ?
C10 C9 C14 C13 0.6(6) . . . . ?
N1 C9 C14 C13 -177.6(4) . . . . ?
N5 N6 C15 N7 -1.2(6) . . . . ?
C16 N7 C15 N6 0.9(6) . . . . ?
Mn1 N7 C15 N6 -171.9(4) 5_665 . . . ?
C15 N7 C16 N5 -0.3(5) . . . . ?
Mn1 N7 C16 N5 172.7(3) 5_665 . . . ?
N6 N5 C16 N7 -0.4(5) . . . . ?
C12 N5 C16 N7 -177.0(4) . . . . ?
C1 N1 C17 C18 139.9(4) . . . . ?
C9 N1 C17 C18 -36.0(6) . . . . ?
C1 N1 C17 C22 -39.2(6) . . . . ?
C9 N1 C17 C22 145.0(4) . . . . ?
C22 C17 C18 C19 -0.2(6) . . . . ?
N1 C17 C18 C19 -179.3(4) . . . . ?
C17 C18 C19 C20 0.4(7) . . . . ?
C18 C19 C20 C21 -0.1(7) . . . . ?
C18 C19 C20 N8 178.0(4) . . . . ?
C24 N8 C20 C19 56.7(7) . . . . ?
N9 N8 C20 C19 -128.3(5) . . . . ?
C24 N8 C20 C21 -125.2(5) . . . . ?
N9 N8 C20 C21 49.8(6) . . . . ?
C19 C20 C21 C22 -0.4(7) . . . . ?
N8 C20 C21 C22 -178.5(4) . . . . ?
C20 C21 C22 C17 0.5(7) . . . . ?
C18 C17 C22 C21 -0.2(6) . . . . ?
N1 C17 C22 C21 178.8(4) . . . . ?
N8 N9 C23 N10 2.1(6) . . . . ?
C24 N10 C23 N9 -1.4(6) . . . . ?
Mn1 N10 C23 N9 -179.7(3) 6 . . . ?
C23 N10 C24 N8 0.0(5) . . . . ?
Mn1 N10 C24 N8 178.4(3) 6 . . . ?
N9 N8 C24 N10 1.3(5) . . . . ?
C20 N8 C24 N10 176.7(4) . . . . ?
Mn1 O1 C25 N11 88.0(7) . . . . ?
C27 N11 C25 O1 179.7(5) . . . . ?
C26 N11 C25 O1 -1.7(9) . . . . ?
C29 N12 C28 O2 -7(2) . . . . ?
C30 N12 C28 O2 -150(2) . . . . ?

_refine_diff_density_max         0.997
_refine_diff_density_min         -0.591
_refine_diff_density_rms         0.067

####################################################################### 
# 
# 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_N121220A
_database_code_depnum_ccdc_archive 'CCDC 1811253'
loop_
_audit_author_name
_audit_author_address
'Ying Wang'
;Tianjin Normal University
China
;
_audit_update_record             
;
2019-04-11 deposited with the CCDC.	2019-05-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H18 N10'
_chemical_formula_weight         446.48

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'
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           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.917(3)
_cell_length_b                   20.459(4)
_cell_length_c                   15.642(3)
_cell_angle_alpha                90
_cell_angle_beta                 116.312(3)
_cell_angle_gamma                90
_cell_volume                     4278.9(14)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2370
_cell_measurement_theta_min      3.05
_cell_measurement_theta_max      27.14

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_meas      NONE
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_F_000             1856
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.090
_shelx_estimated_absorpt_T_min   0.975
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.9751
_exptl_absorpt_correction_T_max  0.9892
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21750
_diffrn_reflns_av_unetI/netI     0.0725
_diffrn_reflns_av_R_equivalents  0.0582
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.523
_diffrn_reflns_theta_max         25.010
_diffrn_reflns_theta_full        25.010
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7533
_reflns_number_gt                4542
_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.
 
 _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 SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0743P)²+0.0760P] 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         7533
_refine_ls_number_parameters     613
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1053
_refine_ls_R_factor_gt           0.0548
_refine_ls_wR_factor_ref         0.1613
_refine_ls_wR_factor_gt          0.1322
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_restrained_S_all      1.011
_refine_ls_shift/su_max          0.000
_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
N1 N 0.93657(16) 0.25437(10) 0.58854(15) 0.0235(5) Uani 1 1 d . . . . .
N2 N 1.15274(19) 0.03454(11) 0.56320(16) 0.0302(6) Uani 1 1 d . . . . .
N3 N 1.1626(2) 0.02168(14) 0.48270(19) 0.0544(9) Uani 1 1 d . . . . .
N4 N 1.2552(2) -0.04908(13) 0.5991(2) 0.0547(8) Uani 1 1 d . . . . .
N5 N 0.71999(16) 0.25495(10) 0.80597(15) 0.0227(5) Uani 1 1 d . . . . .
N6 N 0.64134(17) 0.21389(11) 0.78615(15) 0.0268(6) Uani 1 1 d . . . . .
N7 N 0.66495(18) 0.28109(11) 0.91077(16) 0.0300(6) Uani 1 1 d . . . . .
N8 N 0.90838(19) 0.47115(11) 0.35675(16) 0.0314(6) Uani 1 1 d . . . . .
N9 N 0.9627(2) 0.47231(12) 0.30596(18) 0.0418(7) Uani 1 1 d . . . . .
N10 N 0.8639(2) 0.56219(12) 0.27398(17) 0.0423(7) Uani 1 1 d . . . . .
N11 N 0.42962(16) 0.25469(10) 0.57662(14) 0.0212(5) Uani 1 1 d . . . . .
N12 N 0.44100(18) 0.03435(10) 0.36354(15) 0.0257(6) Uani 1 1 d . . . . .
N13 N 0.38707(19) -0.02106(12) 0.35503(17) 0.0353(6) Uani 1 1 d . . . . .
N14 N 0.4790(2) -0.03107(12) 0.27220(18) 0.0434(7) Uani 1 1 d . . . . .
N15 N 0.21590(16) 0.24456(10) 0.79732(15) 0.0222(5) Uani 1 1 d . . . . .
N16 N 0.23223(17) 0.19553(11) 0.86257(15) 0.0280(6) Uani 1 1 d . . . . .
N17 N 0.11237(18) 0.26558(12) 0.85893(16) 0.0301(6) Uani 1 1 d . . . . .
N18 N 0.65027(17) 0.47129(10) 0.54855(15) 0.0253(6) Uani 1 1 d . . . . .
N19 N 0.7338(2) 0.49251(13) 0.62689(17) 0.0463(8) Uani 1 1 d . . . . .
N20 N 0.72219(19) 0.54213(11) 0.49217(17) 0.0345(6) Uani 1 1 d . . . . .
C1 C 0.9886(2) 0.19757(12) 0.58153(18) 0.0221(6) Uani 1 1 d . . . . .
C2 C 1.0017(2) 0.18633(13) 0.49949(19) 0.0264(7) Uani 1 1 d . . . . .
H2 H 0.9737 0.2160 0.4475 0.032 Uiso 1 1 calc R U . . .
C3 C 1.0549(2) 0.13261(13) 0.49321(19) 0.0265(7) Uani 1 1 d . . . . .
H3 H 1.0644 0.1259 0.4377 0.032 Uiso 1 1 calc R U . . .
C4 C 1.0941(2) 0.08861(13) 0.56829(19) 0.0253(7) Uani 1 1 d . . . . .
C5 C 1.0798(2) 0.09840(13) 0.64940(19) 0.0279(7) Uani 1 1 d . . . . .
H5 H 1.1051 0.0676 0.7000 0.033 Uiso 1 1 calc R U . . .
C6 C 1.0292(2) 0.15274(13) 0.65630(18) 0.0241(7) Uani 1 1 d . . . . .
H6 H 1.0217 0.1599 0.7128 0.029 Uiso 1 1 calc R U . . .
C7 C 1.2243(3) -0.02885(17) 0.5085(2) 0.0538(10) Uani 1 1 d . . . . .
H7 H 1.2453 -0.0495 0.4660 0.065 Uiso 1 1 calc R U . . .
C8 C 1.2091(3) -0.00763(16) 0.6308(3) 0.0528(10) Uani 1 1 d . . . . .
H8 H 1.2153 -0.0078 0.6939 0.063 Uiso 1 1 calc R U . . .
C9 C 0.8821(2) 0.25350(13) 0.64408(18) 0.0218(6) Uani 1 1 d . . . . .
C10 C 0.8310(2) 0.19789(13) 0.64903(18) 0.0256(7) Uani 1 1 d . . . . .
H10 H 0.8318 0.1597 0.6148 0.031 Uiso 1 1 calc R U . . .
C11 C 0.7789(2) 0.19778(13) 0.70357(18) 0.0247(7) Uani 1 1 d . . . . .
H11 H 0.7460 0.1592 0.7085 0.030 Uiso 1 1 calc R U . . .
C12 C 0.77509(19) 0.25427(13) 0.75103(17) 0.0211(6) Uani 1 1 d . . . . .
C13 C 0.8242(2) 0.31042(13) 0.74521(18) 0.0243(7) Uani 1 1 d . . . . .
H13 H 0.8205 0.3492 0.7770 0.029 Uiso 1 1 calc R U . . .
C14 C 0.8785(2) 0.30969(13) 0.69289(18) 0.0246(7) Uani 1 1 d . . . . .
H14 H 0.9136 0.3478 0.6902 0.030 Uiso 1 1 calc R U . . .
C15 C 0.6113(2) 0.23206(14) 0.85089(19) 0.0294(7) Uani 1 1 d . . . . .
H15 H 0.5559 0.2121 0.8552 0.035 Uiso 1 1 calc R U . . .
C16 C 0.7327(2) 0.29410(13) 0.87988(19) 0.0263(7) Uani 1 1 d . . . . .
H16 H 0.7832 0.3265 0.9062 0.032 Uiso 1 1 calc R U . . .
C17 C 0.9306(2) 0.31104(13) 0.53357(17) 0.0213(6) Uani 1 1 d . . . . .
C18 C 0.8401(2) 0.34449(13) 0.48640(18) 0.0248(7) Uani 1 1 d . . . . .
H18 H 0.7830 0.3307 0.4935 0.030 Uiso 1 1 calc R U . . .
C19 C 0.8337(2) 0.39766(13) 0.42939(18) 0.0265(7) Uani 1 1 d . . . . .
H19 H 0.7719 0.4201 0.3970 0.032 Uiso 1 1 calc R U . . .
C20 C 0.9164(2) 0.41829(13) 0.41928(18) 0.0251(7) Uani 1 1 d . . . . .
C21 C 1.0081(2) 0.38709(13) 0.46848(19) 0.0284(7) Uani 1 1 d . . . . .
H21 H 1.0654 0.4021 0.4628 0.034 Uiso 1 1 calc R U . . .
C22 C 1.0150(2) 0.33383(13) 0.52589(19) 0.0265(7) Uani 1 1 d . . . . .
H22 H 1.0775 0.3127 0.5603 0.032 Uiso 1 1 calc R U . . .
C23 C 0.9330(3) 0.52779(15) 0.2579(2) 0.0435(9) Uani 1 1 d . . . . .
H23 H 0.9582 0.5425 0.2151 0.052 Uiso 1 1 calc R U . . .
C24 C 0.8504(2) 0.52451(14) 0.3363(2) 0.0371(8) Uani 1 1 d . . . . .
H24 H 0.8057 0.5341 0.3628 0.045 Uiso 1 1 calc R U . . .
C25 C 0.4314(2) 0.19857(12) 0.52332(17) 0.0199(6) Uani 1 1 d . . . . .
C26 C 0.5172(2) 0.18451(13) 0.51169(18) 0.0245(7) Uani 1 1 d . . . . .
H26 H 0.5739 0.2123 0.5396 0.029 Uiso 1 1 calc R U . . .
C27 C 0.5200(2) 0.13047(13) 0.45994(18) 0.0247(7) Uani 1 1 d . . . . .
H27 H 0.5785 0.1213 0.4523 0.030 Uiso 1 1 calc R U . . .
C28 C 0.4372(2) 0.08956(13) 0.41899(18) 0.0240(7) Uani 1 1 d . . . . .
C29 C 0.3518(2) 0.10257(13) 0.42996(18) 0.0246(7) Uani 1 1 d . . . . .
H29 H 0.2955 0.0744 0.4024 0.029 Uiso 1 1 calc R U . . .
C30 C 0.3489(2) 0.15713(13) 0.48158(17) 0.0227(6) Uani 1 1 d . . . . .
H30 H 0.2901 0.1663 0.4886 0.027 Uiso 1 1 calc R U . . .
C31 C 0.4131(2) -0.05829(15) 0.3004(2) 0.0342(8) Uani 1 1 d . . . . .
H31 H 0.3875 -0.1012 0.2820 0.041 Uiso 1 1 calc R U . . .
C32 C 0.4945(3) 0.02688(15) 0.3142(2) 0.0442(9) Uani 1 1 d . . . . .
H32 H 0.5381 0.0592 0.3100 0.053 Uiso 1 1 calc R U . . .
C33 C 0.37824(19) 0.25269(12) 0.63453(17) 0.0184(6) Uani 1 1 d . . . . .
C34 C 0.37081(19) 0.19395(13) 0.67734(17) 0.0211(6) Uani 1 1 d . . . . .
H34 H 0.4034 0.1558 0.6704 0.025 Uiso 1 1 calc R U . . .
C35 C 0.31651(19) 0.19110(13) 0.72946(17) 0.0212(6) Uani 1 1 d . . . . .
H35 H 0.3095 0.1507 0.7558 0.025 Uiso 1 1 calc R U . . .
C36 C 0.27224(19) 0.24718(12) 0.74335(17) 0.0194(6) Uani 1 1 d . . . . .
C37 C 0.28261(19) 0.30631(13) 0.70488(17) 0.0210(6) Uani 1 1 d . . . . .
H37 H 0.2550 0.3451 0.7169 0.025 Uiso 1 1 calc R U . . .
C38 C 0.33344(19) 0.30878(13) 0.64882(17) 0.0205(6) Uani 1 1 d . . . . .
H38 H 0.3377 0.3489 0.6201 0.025 Uiso 1 1 calc R U . . .
C39 C 0.1683(2) 0.21123(15) 0.89677(19) 0.0294(7) Uani 1 1 d . . . . .
H39 H 0.1619 0.1861 0.9448 0.035 Uiso 1 1 calc R U . . .
C40 C 0.1448(2) 0.28480(13) 0.79666(19) 0.0253(7) Uani 1 1 d . . . . .
H40 H 0.1208 0.3221 0.7568 0.030 Uiso 1 1 calc R U . . .
C41 C 0.47996(19) 0.31263(12) 0.57069(18) 0.0207(6) Uani 1 1 d . . . . .
C42 C 0.53963(19) 0.34921(13) 0.65059(18) 0.0215(6) Uani 1 1 d . . . . .
H42 H 0.5436 0.3375 0.7109 0.026 Uiso 1 1 calc R U . . .
C43 C 0.5935(2) 0.40244(13) 0.64388(18) 0.0225(6) Uani 1 1 d . . . . .
H43 H 0.6338 0.4270 0.6993 0.027 Uiso 1 1 calc R U . . .
C44 C 0.5886(2) 0.41996(12) 0.55611(18) 0.0231(6) Uani 1 1 d . . . . .
C45 C 0.5261(2) 0.38563(13) 0.47501(19) 0.0281(7) Uani 1 1 d . . . . .
H45 H 0.5207 0.3983 0.4145 0.034 Uiso 1 1 calc R U . . .
C46 C 0.4717(2) 0.33292(13) 0.48211(19) 0.0265(7) Uani 1 1 d . . . . .
H46 H 0.4282 0.3102 0.4260 0.032 Uiso 1 1 calc R U . . .
C47 C 0.7733(3) 0.53418(16) 0.5887(2) 0.0475(10) Uani 1 1 d . . . . .
H47 H 0.8335 0.5572 0.6259 0.057 Uiso 1 1 calc R U . . .
C48 C 0.6462(2) 0.50200(13) 0.4709(2) 0.0303(7) Uani 1 1 d . . . . .
H48 H 0.5947 0.4955 0.4081 0.036 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
N1 C17 1.423(3) . ?
N1 C1 1.428(3) . ?
N1 C9 1.429(3) . ?
N2 C8 1.335(4) . ?
N2 N3 1.357(3) . ?
N2 C4 1.434(3) . ?
N3 C7 1.322(4) . ?
N4 C8 1.319(4) . ?
N4 C7 1.347(4) . ?
N5 C16 1.349(3) . ?
N5 N6 1.362(3) . ?
N5 C12 1.428(3) . ?
N6 C15 1.329(3) . ?
N7 C16 1.325(3) . ?
N7 C15 1.364(4) . ?
N8 C24 1.340(4) . ?
N8 N9 1.364(3) . ?
N8 C20 1.427(3) . ?
N9 C23 1.325(4) . ?
N10 C24 1.325(4) . ?
N10 C23 1.362(4) . ?
N11 C33 1.423(3) . ?
N11 C25 1.426(3) . ?
N11 C41 1.428(3) . ?
N12 C32 1.342(4) . ?
N12 N13 1.362(3) . ?
N12 C28 1.441(3) . ?
N13 C31 1.326(3) . ?
N14 C32 1.325(4) . ?
N14 C31 1.362(4) . ?
N15 C40 1.339(3) . ?
N15 N16 1.374(3) . ?
N15 C36 1.432(3) . ?
N16 C39 1.324(3) . ?
N17 C40 1.325(3) . ?
N17 C39 1.358(4) . ?
N18 C48 1.346(3) . ?
N18 N19 1.374(3) . ?
N18 C44 1.435(3) . ?
N19 C47 1.321(4) . ?
N20 C48 1.317(4) . ?
N20 C47 1.366(4) . ?
C1 C6 1.396(3) . ?
C1 C2 1.400(3) . ?
C2 C3 1.384(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.387(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.391(3) . ?
C5 C6 1.375(4) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C9 C10 1.390(4) . ?
C9 C14 1.394(4) . ?
C10 C11 1.385(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.388(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.387(4) . ?
C13 C14 1.384(3) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C22 1.396(4) . ?
C17 C18 1.397(4) . ?
C18 C19 1.383(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.379(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.391(4) . ?
C21 C22 1.387(4) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C30 1.395(3) . ?
C25 C26 1.400(4) . ?
C26 C27 1.382(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.391(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.385(4) . ?
C29 C30 1.389(3) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 C38 1.395(3) . ?
C33 C34 1.404(3) . ?
C34 C35 1.382(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.388(3) . ?
C35 H35 0.9500 . ?
C36 C37 1.390(3) . ?
C37 C38 1.391(3) . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C40 H40 0.9500 . ?
C41 C42 1.389(3) . ?
C41 C46 1.399(3) . ?
C42 C43 1.385(4) . ?
C42 H42 0.9500 . ?
C43 C44 1.389(3) . ?
C43 H43 0.9500 . ?
C44 C45 1.387(4) . ?
C45 C46 1.384(4) . ?
C45 H45 0.9500 . ?
C46 H46 0.9500 . ?
C47 H47 0.9500 . ?
C48 H48 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
C17 N1 C1 120.5(2) . . ?
C17 N1 C9 118.5(2) . . ?
C1 N1 C9 120.8(2) . . ?
C8 N2 N3 108.7(2) . . ?
C8 N2 C4 129.8(3) . . ?
N3 N2 C4 121.4(2) . . ?
C7 N3 N2 102.5(3) . . ?
C8 N4 C7 101.9(3) . . ?
C16 N5 N6 109.9(2) . . ?
C16 N5 C12 128.5(2) . . ?
N6 N5 C12 121.6(2) . . ?
C15 N6 N5 101.6(2) . . ?
C16 N7 C15 102.0(2) . . ?
C24 N8 N9 109.5(2) . . ?
C24 N8 C20 129.1(3) . . ?
N9 N8 C20 121.4(2) . . ?
C23 N9 N8 102.1(3) . . ?
C24 N10 C23 102.1(3) . . ?
C33 N11 C25 120.3(2) . . ?
C33 N11 C41 120.8(2) . . ?
C25 N11 C41 118.9(2) . . ?
C32 N12 N13 109.0(2) . . ?
C32 N12 C28 128.9(2) . . ?
N13 N12 C28 122.2(2) . . ?
C31 N13 N12 102.2(2) . . ?
C32 N14 C31 101.4(3) . . ?
C40 N15 N16 109.5(2) . . ?
C40 N15 C36 130.0(2) . . ?
N16 N15 C36 120.5(2) . . ?
C39 N16 N15 101.6(2) . . ?
C40 N17 C39 102.1(2) . . ?
C48 N18 N19 108.5(2) . . ?
C48 N18 C44 130.0(2) . . ?
N19 N18 C44 121.2(2) . . ?
C47 N19 N18 102.2(2) . . ?
C48 N20 C47 101.6(2) . . ?
C6 C1 C2 118.4(2) . . ?
C6 C1 N1 121.3(2) . . ?
C2 C1 N1 120.3(2) . . ?
C3 C2 C1 120.8(3) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 119.7(3) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C5 120.1(3) . . ?
C3 C4 N2 119.5(2) . . ?
C5 C4 N2 120.4(2) . . ?
C6 C5 C4 120.0(2) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C1 121.0(3) . . ?
C5 C6 H6 119.5 . . ?
C1 C6 H6 119.5 . . ?
N3 C7 N4 115.4(3) . . ?
N3 C7 H7 122.3 . . ?
N4 C7 H7 122.3 . . ?
N4 C8 N2 111.6(3) . . ?
N4 C8 H8 124.2 . . ?
N2 C8 H8 124.2 . . ?
C10 C9 C14 119.3(3) . . ?
C10 C9 N1 121.2(2) . . ?
C14 C9 N1 119.6(2) . . ?
C11 C10 C9 120.4(3) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C10 C11 C12 119.7(3) . . ?
C10 C11 H11 120.2 . . ?
C12 C11 H11 120.2 . . ?
C13 C12 C11 120.4(3) . . ?
C13 C12 N5 119.5(2) . . ?
C11 C12 N5 120.1(2) . . ?
C14 C13 C12 119.6(3) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C13 C14 C9 120.5(3) . . ?
C13 C14 H14 119.7 . . ?
C9 C14 H14 119.7 . . ?
N6 C15 N7 115.8(3) . . ?
N6 C15 H15 122.1 . . ?
N7 C15 H15 122.1 . . ?
N7 C16 N5 110.7(3) . . ?
N7 C16 H16 124.7 . . ?
N5 C16 H16 124.7 . . ?
C22 C17 C18 119.2(2) . . ?
C22 C17 N1 120.4(2) . . ?
C18 C17 N1 120.4(2) . . ?
C19 C18 C17 120.0(3) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C20 C19 C18 120.3(3) . . ?
C20 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C19 C20 C21 120.4(3) . . ?
C19 C20 N8 120.2(3) . . ?
C21 C20 N8 119.4(3) . . ?
C22 C21 C20 119.4(3) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
C21 C22 C17 120.5(3) . . ?
C21 C22 H22 119.8 . . ?
C17 C22 H22 119.8 . . ?
N9 C23 N10 115.3(3) . . ?
N9 C23 H23 122.3 . . ?
N10 C23 H23 122.3 . . ?
N10 C24 N8 111.0(3) . . ?
N10 C24 H24 124.5 . . ?
N8 C24 H24 124.5 . . ?
C30 C25 C26 118.8(2) . . ?
C30 C25 N11 121.5(2) . . ?
C26 C25 N11 119.8(2) . . ?
C27 C26 C25 120.5(3) . . ?
C27 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
C26 C27 C28 120.0(3) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 H27 120.0 . . ?
C29 C28 C27 120.4(2) . . ?
C29 C28 N12 120.6(3) . . ?
C27 C28 N12 119.0(2) . . ?
C28 C29 C30 119.5(3) . . ?
C28 C29 H29 120.2 . . ?
C30 C29 H29 120.2 . . ?
C29 C30 C25 120.9(3) . . ?
C29 C30 H30 119.6 . . ?
C25 C30 H30 119.6 . . ?
N13 C31 N14 115.7(3) . . ?
N13 C31 H31 122.1 . . ?
N14 C31 H31 122.1 . . ?
N14 C32 N12 111.7(3) . . ?
N14 C32 H32 124.1 . . ?
N12 C32 H32 124.1 . . ?
C38 C33 C34 118.9(2) . . ?
C38 C33 N11 120.6(2) . . ?
C34 C33 N11 120.5(2) . . ?
C35 C34 C33 120.5(2) . . ?
C35 C34 H34 119.7 . . ?
C33 C34 H34 119.7 . . ?
C34 C35 C36 120.1(2) . . ?
C34 C35 H35 120.0 . . ?
C36 C35 H35 120.0 . . ?
C35 C36 C37 120.0(2) . . ?
C35 C36 N15 120.4(2) . . ?
C37 C36 N15 119.7(2) . . ?
C36 C37 C38 120.0(2) . . ?
C36 C37 H37 120.0 . . ?
C38 C37 H37 120.0 . . ?
C37 C38 C33 120.3(2) . . ?
C37 C38 H38 119.8 . . ?
C33 C38 H38 119.8 . . ?
N16 C39 N17 115.8(2) . . ?
N16 C39 H39 122.1 . . ?
N17 C39 H39 122.1 . . ?
N17 C40 N15 111.0(2) . . ?
N17 C40 H40 124.5 . . ?
N15 C40 H40 124.5 . . ?
C42 C41 C46 118.1(2) . . ?
C42 C41 N11 122.3(2) . . ?
C46 C41 N11 119.5(2) . . ?
C43 C42 C41 121.2(2) . . ?
C43 C42 H42 119.4 . . ?
C41 C42 H42 119.4 . . ?
C42 C43 C44 120.0(2) . . ?
C42 C43 H43 120.0 . . ?
C44 C43 H43 120.0 . . ?
C45 C44 C43 119.5(3) . . ?
C45 C44 N18 119.4(2) . . ?
C43 C44 N18 121.0(2) . . ?
C46 C45 C44 120.1(3) . . ?
C46 C45 H45 119.9 . . ?
C44 C45 H45 119.9 . . ?
C45 C46 C41 120.9(3) . . ?
C45 C46 H46 119.5 . . ?
C41 C46 H46 119.5 . . ?
N19 C47 N20 115.7(3) . . ?
N19 C47 H47 122.1 . . ?
N20 C47 H47 122.1 . . ?
N20 C48 N18 111.9(3) . . ?
N20 C48 H48 124.0 . . ?
N18 C48 H48 124.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 N2 N3 C7 0.9(4) . . . . ?
C4 N2 N3 C7 177.4(3) . . . . ?
C16 N5 N6 C15 0.3(3) . . . . ?
C12 N5 N6 C15 -178.2(2) . . . . ?
C24 N8 N9 C23 0.3(3) . . . . ?
C20 N8 N9 C23 179.4(3) . . . . ?
C32 N12 N13 C31 0.2(3) . . . . ?
C28 N12 N13 C31 -179.3(2) . . . . ?
C40 N15 N16 C39 -0.4(3) . . . . ?
C36 N15 N16 C39 179.0(2) . . . . ?
C48 N18 N19 C47 -0.5(3) . . . . ?
C44 N18 N19 C47 174.2(3) . . . . ?
C17 N1 C1 C6 154.8(2) . . . . ?
C9 N1 C1 C6 -30.8(4) . . . . ?
C17 N1 C1 C2 -23.9(4) . . . . ?
C9 N1 C1 C2 150.4(2) . . . . ?
C6 C1 C2 C3 -1.0(4) . . . . ?
N1 C1 C2 C3 177.8(3) . . . . ?
C1 C2 C3 C4 1.3(4) . . . . ?
C2 C3 C4 C5 0.1(4) . . . . ?
C2 C3 C4 N2 -177.4(3) . . . . ?
C8 N2 C4 C3 169.1(3) . . . . ?
N3 N2 C4 C3 -6.6(4) . . . . ?
C8 N2 C4 C5 -8.4(5) . . . . ?
N3 N2 C4 C5 175.9(3) . . . . ?
C3 C4 C5 C6 -1.8(4) . . . . ?
N2 C4 C5 C6 175.7(3) . . . . ?
C4 C5 C6 C1 2.1(4) . . . . ?
C2 C1 C6 C5 -0.7(4) . . . . ?
N1 C1 C6 C5 -179.5(3) . . . . ?
N2 N3 C7 N4 -0.4(4) . . . . ?
C8 N4 C7 N3 -0.2(5) . . . . ?
C7 N4 C8 N2 0.8(4) . . . . ?
N3 N2 C8 N4 -1.1(4) . . . . ?
C4 N2 C8 N4 -177.2(3) . . . . ?
C17 N1 C9 C10 138.7(3) . . . . ?
C1 N1 C9 C10 -35.8(4) . . . . ?
C17 N1 C9 C14 -40.2(3) . . . . ?
C1 N1 C9 C14 145.3(2) . . . . ?
C14 C9 C10 C11 -1.4(4) . . . . ?
N1 C9 C10 C11 179.7(2) . . . . ?
C9 C10 C11 C12 2.1(4) . . . . ?
C10 C11 C12 C13 -0.9(4) . . . . ?
C10 C11 C12 N5 178.8(2) . . . . ?
C16 N5 C12 C13 -24.6(4) . . . . ?
N6 N5 C12 C13 153.7(2) . . . . ?
C16 N5 C12 C11 155.7(3) . . . . ?
N6 N5 C12 C11 -26.1(4) . . . . ?
C11 C12 C13 C14 -1.0(4) . . . . ?
N5 C12 C13 C14 179.3(2) . . . . ?
C12 C13 C14 C9 1.7(4) . . . . ?
C10 C9 C14 C13 -0.5(4) . . . . ?
N1 C9 C14 C13 178.4(2) . . . . ?
N5 N6 C15 N7 -0.4(3) . . . . ?
C16 N7 C15 N6 0.3(3) . . . . ?
C15 N7 C16 N5 -0.1(3) . . . . ?
N6 N5 C16 N7 -0.2(3) . . . . ?
C12 N5 C16 N7 178.3(2) . . . . ?
C1 N1 C17 C22 -44.1(4) . . . . ?
C9 N1 C17 C22 141.4(3) . . . . ?
C1 N1 C17 C18 135.7(3) . . . . ?
C9 N1 C17 C18 -38.8(3) . . . . ?
C22 C17 C18 C19 3.0(4) . . . . ?
N1 C17 C18 C19 -176.9(2) . . . . ?
C17 C18 C19 C20 -0.5(4) . . . . ?
C18 C19 C20 C21 -1.9(4) . . . . ?
C18 C19 C20 N8 176.9(2) . . . . ?
C24 N8 C20 C19 34.0(4) . . . . ?
N9 N8 C20 C19 -144.9(3) . . . . ?
C24 N8 C20 C21 -147.1(3) . . . . ?
N9 N8 C20 C21 33.9(4) . . . . ?
C19 C20 C21 C22 1.8(4) . . . . ?
N8 C20 C21 C22 -177.1(2) . . . . ?
C20 C21 C22 C17 0.8(4) . . . . ?
C18 C17 C22 C21 -3.1(4) . . . . ?
N1 C17 C22 C21 176.7(2) . . . . ?
N8 N9 C23 N10 0.0(4) . . . . ?
C24 N10 C23 N9 -0.3(4) . . . . ?
C23 N10 C24 N8 0.4(3) . . . . ?
N9 N8 C24 N10 -0.5(4) . . . . ?
C20 N8 C24 N10 -179.5(3) . . . . ?
C33 N11 C25 C30 36.2(3) . . . . ?
C41 N11 C25 C30 -143.7(2) . . . . ?
C33 N11 C25 C26 -144.2(2) . . . . ?
C41 N11 C25 C26 35.9(3) . . . . ?
C30 C25 C26 C27 -0.1(4) . . . . ?
N11 C25 C26 C27 -179.7(2) . . . . ?
C25 C26 C27 C28 0.0(4) . . . . ?
C26 C27 C28 C29 -0.2(4) . . . . ?
C26 C27 C28 N12 178.6(2) . . . . ?
C32 N12 C28 C29 151.3(3) . . . . ?
N13 N12 C28 C29 -29.3(4) . . . . ?
C32 N12 C28 C27 -27.4(4) . . . . ?
N13 N12 C28 C27 151.9(3) . . . . ?
C27 C28 C29 C30 0.5(4) . . . . ?
N12 C28 C29 C30 -178.2(2) . . . . ?
C28 C29 C30 C25 -0.7(4) . . . . ?
C26 C25 C30 C29 0.5(4) . . . . ?
N11 C25 C30 C29 -179.9(2) . . . . ?
N12 N13 C31 N14 -0.5(3) . . . . ?
C32 N14 C31 N13 0.7(4) . . . . ?
C31 N14 C32 N12 -0.5(4) . . . . ?
N13 N12 C32 N14 0.3(4) . . . . ?
C28 N12 C32 N14 179.7(3) . . . . ?
C25 N11 C33 C38 -148.5(2) . . . . ?
C41 N11 C33 C38 31.4(4) . . . . ?
C25 N11 C33 C34 30.7(3) . . . . ?
C41 N11 C33 C34 -149.3(2) . . . . ?
C38 C33 C34 C35 2.7(4) . . . . ?
N11 C33 C34 C35 -176.6(2) . . . . ?
C33 C34 C35 C36 -2.7(4) . . . . ?
C34 C35 C36 C37 -0.1(4) . . . . ?
C34 C35 C36 N15 -180.0(2) . . . . ?
C40 N15 C36 C35 -157.8(3) . . . . ?
N16 N15 C36 C35 23.0(3) . . . . ?
C40 N15 C36 C37 22.3(4) . . . . ?
N16 N15 C36 C37 -156.9(2) . . . . ?
C35 C36 C37 C38 2.9(4) . . . . ?
N15 C36 C37 C38 -177.2(2) . . . . ?
C36 C37 C38 C33 -3.0(4) . . . . ?
C34 C33 C38 C37 0.2(4) . . . . ?
N11 C33 C38 C37 179.5(2) . . . . ?
N15 N16 C39 N17 0.3(3) . . . . ?
C40 N17 C39 N16 -0.1(3) . . . . ?
C39 N17 C40 N15 -0.2(3) . . . . ?
N16 N15 C40 N17 0.4(3) . . . . ?
C36 N15 C40 N17 -178.9(2) . . . . ?
C33 N11 C41 C42 44.2(4) . . . . ?
C25 N11 C41 C42 -135.9(3) . . . . ?
C33 N11 C41 C46 -137.5(2) . . . . ?
C25 N11 C41 C46 42.4(3) . . . . ?
C46 C41 C42 C43 -3.1(4) . . . . ?
N11 C41 C42 C43 175.2(2) . . . . ?
C41 C42 C43 C44 -0.2(4) . . . . ?
C42 C43 C44 C45 2.9(4) . . . . ?
C42 C43 C44 N18 -174.6(2) . . . . ?
C48 N18 C44 C45 14.0(4) . . . . ?
N19 N18 C44 C45 -159.4(3) . . . . ?
C48 N18 C44 C43 -168.6(3) . . . . ?
N19 N18 C44 C43 18.1(4) . . . . ?
C43 C44 C45 C46 -2.2(4) . . . . ?
N18 C44 C45 C46 175.3(3) . . . . ?
C44 C45 C46 C41 -1.2(4) . . . . ?
C42 C41 C46 C45 3.8(4) . . . . ?
N11 C41 C46 C45 -174.6(2) . . . . ?
N18 N19 C47 N20 0.4(4) . . . . ?
C48 N20 C47 N19 -0.2(4) . . . . ?
C47 N20 C48 N18 -0.2(3) . . . . ?
N19 N18 C48 N20 0.4(3) . . . . ?
C44 N18 C48 N20 -173.6(3) . . . . ?

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
C8 H8 N19 0.95 2.56 3.497(4) 169.5 2_746
C16 H16 N4 0.95 2.60 3.222(4) 123.3 2_756
C27 H27 N7 0.95 2.61 3.165(4) 117.5 4_565
C31 H31 N6 0.95 2.50 3.413(4) 162.3 3_656
C37 H37 N10 0.95 2.64 3.572(4) 165.9 3_666
C40 H40 N10 0.95 2.45 3.303(4) 150.0 3_666
C46 H46 N16 0.95 2.64 3.267(4) 124.0 4_565
C48 H48 N14 0.95 2.59 3.479(4) 155.9 2_655

_refine_diff_density_max         0.248
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.054

####################################################################### 
# 
# 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_1_sq_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1812677'
loop_
_audit_author_name
_audit_author_address
'Ying Wang'
;Tianjin Normal University
China
;
_audit_update_record             
;
2019-05-07 deposited with the CCDC.	2019-05-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H55.50 Cl2 Fe N20 O9.75'
_chemical_formula_weight         1195.37

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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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                   29.6595(7)
_cell_length_b                   12.2726(5)
_cell_length_c                   32.6526(9)
_cell_angle_alpha                90
_cell_angle_beta                 100.427(2)
_cell_angle_gamma                90
_cell_volume                     11689.2(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7123
_cell_measurement_theta_min      3.1270
_cell_measurement_theta_max      26.9410

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.358
_exptl_crystal_F_000             4972
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.19
_exptl_absorpt_coefficient_mu    0.420
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.73235
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23636
_diffrn_reflns_av_unetI/netI     0.0661
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         3.110
_diffrn_reflns_theta_max         25.009
_diffrn_reflns_theta_full        25.009
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             10290
_reflns_number_gt                7690
_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       'Olex2 (Dolomanov et al., 2009)'
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1060P)²+49.0097P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10290
_refine_ls_number_parameters     658
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0936
_refine_ls_R_factor_gt           0.0719
_refine_ls_wR_factor_ref         0.2122
_refine_ls_wR_factor_gt          0.1944
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_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
Fe1 Fe 0.67669(2) -0.19709(5) 0.69087(2) 0.01948(18) Uani 1 1 d . . . . .
Cl1 Cl 0.62705(8) -0.3212(2) 0.71346(7) 0.0957(7) Uani 1 1 d . . . . .
O1 O 0.71990(9) -0.0752(2) 0.67122(9) 0.0276(7) Uani 1 1 d . . . . .
H1A H 0.7473 -0.1011 0.6705 0.041 Uiso 1 1 d R U . . .
H1B H 0.7231 -0.0194 0.6883 0.041 Uiso 1 1 d R U . . .
N1 N 0.55024(14) 0.3688(4) 1.08310(11) 0.0369(10) Uani 1 1 d . . . . .
N2 N 0.51891(11) 0.3380(3) 1.01844(10) 0.0236(8) Uani 1 1 d . . . . .
N3 N 0.48341(13) 0.3686(3) 1.03717(11) 0.0329(9) Uani 1 1 d . . . . .
N4 N 0.48688(11) 0.2057(3) 0.85109(10) 0.0246(8) Uani 1 1 d . . . . .
N5 N 0.62513(10) 0.0070(3) 0.78018(9) 0.0217(8) Uani 1 1 d . . . . .
N6 N 0.67038(10) 0.0179(3) 0.79699(10) 0.0261(8) Uani 1 1 d . . . . .
N7 N 0.66137(10) -0.0854(3) 0.73931(9) 0.0210(7) Uani 1 1 d . . . . .
N8 N 0.30190(10) 0.1942(3) 0.77305(10) 0.0212(8) Uani 1 1 d . . . . .
N9 N 0.23491(10) 0.2357(3) 0.73625(10) 0.0225(8) Uani 1 1 d . . . . .
N10 N 0.27101(11) 0.1282(3) 0.78779(11) 0.0280(9) Uani 1 1 d . . . . .
N11 N 0.55384(10) -0.1049(3) 0.60241(10) 0.0200(7) Uani 1 1 d . . . . .
N12 N 0.58585(10) -0.0713(3) 0.57930(10) 0.0236(8) Uani 1 1 d . . . . .
N13 N 0.62029(10) -0.1353(3) 0.64195(9) 0.0195(7) Uani 1 1 d . . . . .
N14 N 0.32425(11) -0.3403(3) 0.38044(10) 0.0244(8) Uani 1 1 d . . . . .
N15 N 0.35787(12) -0.3974(3) 0.36637(11) 0.0324(9) Uani 1 1 d . . . . .
N16 N 0.29140(12) -0.4114(3) 0.32141(10) 0.0303(9) Uani 1 1 d . . . . .
N17 N 0.23160(10) 0.1030(3) 0.60235(10) 0.0207(7) Uani 1 1 d . . . . .
N18 N 0.18606(11) 0.0945(3) 0.58517(11) 0.0317(9) Uani 1 1 d . . . . .
N19 N 0.19557(11) 0.1950(3) 0.64360(11) 0.0244(8) Uani 1 1 d . . . . .
N46 N 0.36617(10) -0.1093(3) 0.53072(10) 0.0258(8) Uani 1 1 d . . . . .
C1 C 0.55806(15) 0.3395(4) 1.04624(13) 0.0301(10) Uani 1 1 d . . . . .
H1 H 0.5867 0.3222 1.0404 0.036 Uiso 1 1 calc R U . . .
C2 C 0.50452(17) 0.3853(4) 1.07610(14) 0.0355(11) Uani 1 1 d . . . . .
H2 H 0.4889 0.4068 1.0970 0.043 Uiso 1 1 calc R U . . .
C3 C 0.51144(13) 0.3051(3) 0.97571(12) 0.0210(9) Uani 1 1 d . . . . .
C4 C 0.47829(13) 0.3558(4) 0.94747(12) 0.0237(9) Uani 1 1 d . . . . .
H4 H 0.4611 0.4118 0.9561 0.028 Uiso 1 1 calc R U . . .
C5 C 0.47041(13) 0.3241(4) 0.90636(12) 0.0238(9) Uani 1 1 d . . . . .
H5 H 0.4482 0.3591 0.8871 0.029 Uiso 1 1 calc R U . . .
C6 C 0.49603(12) 0.2388(4) 0.89366(12) 0.0204(9) Uani 1 1 d . . . . .
C7 C 0.52949(13) 0.1877(4) 0.92225(12) 0.0231(9) Uani 1 1 d . . . . .
H7 H 0.5466 0.1313 0.9138 0.028 Uiso 1 1 calc R U . . .
C8 C 0.53753(13) 0.2208(4) 0.96369(12) 0.0230(9) Uani 1 1 d . . . . .
H8 H 0.5600 0.1869 0.9831 0.028 Uiso 1 1 calc R U . . .
C9 C 0.52164(13) 0.1558(4) 0.83292(11) 0.0218(9) Uani 1 1 d . . . . .
C10 C 0.56591(13) 0.1995(4) 0.83947(12) 0.0248(10) Uani 1 1 d . . . . .
H10 H 0.5724 0.2622 0.8554 0.030 Uiso 1 1 calc R U . . .
C11 C 0.59993(13) 0.1504(4) 0.82258(11) 0.0224(9) Uani 1 1 d . . . . .
H11 H 0.6294 0.1792 0.8273 0.027 Uiso 1 1 calc R U . . .
C12 C 0.59000(12) 0.0577(4) 0.79852(11) 0.0191(9) Uani 1 1 d . . . . .
C13 C 0.54652(13) 0.0131(4) 0.79182(12) 0.0229(9) Uani 1 1 d . . . . .
H13 H 0.5403 -0.0500 0.7760 0.027 Uiso 1 1 calc R U . . .
C14 C 0.51244(13) 0.0628(4) 0.80883(12) 0.0236(9) Uani 1 1 d . . . . .
H14 H 0.4830 0.0335 0.8041 0.028 Uiso 1 1 calc R U . . .
C15 C 0.62069(13) -0.0542(4) 0.74603(11) 0.0217(9) Uani 1 1 d . . . . .
H15 H 0.5929 -0.0724 0.7293 0.026 Uiso 1 1 calc R U . . .
C16 C 0.69049(13) -0.0393(4) 0.77158(12) 0.0241(9) Uani 1 1 d . . . . .
H16 H 0.7221 -0.0477 0.7753 0.029 Uiso 1 1 calc R U . . .
C17 C 0.44023(13) 0.1995(4) 0.83062(12) 0.0228(9) Uani 1 1 d . . . . .
C18 C 0.42717(13) 0.2437(4) 0.79114(12) 0.0277(10) Uani 1 1 d . . . . .
H18 H 0.4491 0.2748 0.7777 0.033 Uiso 1 1 calc R U . . .
C19 C 0.38142(13) 0.2418(4) 0.77166(12) 0.0246(9) Uani 1 1 d . . . . .
H19 H 0.3725 0.2726 0.7454 0.030 Uiso 1 1 calc R U . . .
C20 C 0.34904(13) 0.1933(4) 0.79191(12) 0.0216(9) Uani 1 1 d . . . . .
C21 C 0.36206(13) 0.1462(3) 0.83066(12) 0.0205(9) Uani 1 1 d . . . . .
H21 H 0.3404 0.1125 0.8438 0.025 Uiso 1 1 calc R U . . .
C22 C 0.40785(13) 0.1496(4) 0.84979(12) 0.0209(9) Uani 1 1 d . . . . .
H22 H 0.4168 0.1179 0.8759 0.025 Uiso 1 1 calc R U . . .
C23 C 0.27962(13) 0.2585(4) 0.74287(12) 0.0216(9) Uani 1 1 d . . . . .
H23 H 0.2933 0.3111 0.7287 0.026 Uiso 1 1 calc R U . . .
C24 C 0.23155(14) 0.1566(4) 0.76455(14) 0.0305(10) Uani 1 1 d . . . . .
H24 H 0.2038 0.1250 0.7674 0.037 Uiso 1 1 calc R U . . .
C25 C 0.62461(13) -0.0922(4) 0.60461(12) 0.0241(9) Uani 1 1 d . . . . .
H25 H 0.6530 -0.0784 0.5974 0.029 Uiso 1 1 calc R U . . .
C26 C 0.57513(12) -0.1438(4) 0.63922(12) 0.0210(9) Uani 1 1 d . . . . .
H26 H 0.5605 -0.1724 0.6597 0.025 Uiso 1 1 calc R U . . .
C27 C 0.50603(12) -0.1036(3) 0.58495(12) 0.0197(9) Uani 1 1 d . . . . .
C28 C 0.49254(13) -0.0848(3) 0.54276(12) 0.0194(8) Uani 1 1 d . . . . .
H28 H 0.5144 -0.0717 0.5262 0.023 Uiso 1 1 calc R U . . .
C29 C 0.44629(13) -0.0854(4) 0.52511(12) 0.0216(9) Uani 1 1 d . . . . .
H29 H 0.4372 -0.0724 0.4968 0.026 Uiso 1 1 calc R U . . .
C30 C 0.41337(12) -0.1054(4) 0.54985(12) 0.0213(9) Uani 1 1 d . . . . .
C31 C 0.42752(13) -0.1225(4) 0.59217(12) 0.0252(10) Uani 1 1 d . . . . .
H31 H 0.4058 -0.1353 0.6089 0.030 Uiso 1 1 calc R U . . .
C32 C 0.47354(13) -0.1209(4) 0.60996(12) 0.0246(10) Uani 1 1 d . . . . .
H32 H 0.4826 -0.1312 0.6385 0.029 Uiso 1 1 calc R U . . .
C33 C 0.35440(12) -0.1684(4) 0.49282(12) 0.0231(9) Uani 1 1 d . . . . .
C34 C 0.37447(13) -0.2691(4) 0.48851(13) 0.0266(10) Uani 1 1 d . . . . .
H34 H 0.3947 -0.2988 0.5108 0.032 Uiso 1 1 calc R U . . .
C35 C 0.36447(13) -0.3253(4) 0.45133(13) 0.0254(10) Uani 1 1 d . . . . .
H35 H 0.3783 -0.3921 0.4483 0.030 Uiso 1 1 calc R U . . .
C36 C 0.33383(13) -0.2813(4) 0.41865(12) 0.0229(9) Uani 1 1 d . . . . .
C37 C 0.31265(13) -0.1820(4) 0.42292(12) 0.0252(10) Uani 1 1 d . . . . .
H37 H 0.2915 -0.1539 0.4009 0.030 Uiso 1 1 calc R U . . .
C38 C 0.32314(13) -0.1254(4) 0.45993(12) 0.0254(10) Uani 1 1 d . . . . .
H38 H 0.3093 -0.0586 0.4629 0.031 Uiso 1 1 calc R U . . .
C39 C 0.33619(15) -0.4386(4) 0.33092(13) 0.0316(11) Uani 1 1 d . . . . .
H39 H 0.3505 -0.4826 0.3139 0.038 Uiso 1 1 calc R U . . .
C40 C 0.28545(14) -0.3504(4) 0.35288(12) 0.0291(10) Uani 1 1 d . . . . .
H40 H 0.2578 -0.3182 0.3556 0.035 Uiso 1 1 calc R U . . .
C41 C 0.33268(13) -0.0547(4) 0.54861(12) 0.0219(9) Uani 1 1 d . . . . .
C42 C 0.28809(13) -0.0960(4) 0.54308(12) 0.0231(9) Uani 1 1 d . . . . .
H42 H 0.2807 -0.1594 0.5277 0.028 Uiso 1 1 calc R U . . .
C43 C 0.25471(13) -0.0429(4) 0.56039(12) 0.0229(9) Uani 1 1 d . . . . .
H43 H 0.2250 -0.0701 0.5563 0.028 Uiso 1 1 calc R U . . .
C44 C 0.26567(13) 0.0502(3) 0.58370(11) 0.0203(9) Uani 1 1 d . . . . .
C45 C 0.30975(13) 0.0929(4) 0.58911(13) 0.0275(10) Uani 1 1 d . . . . .
H45 H 0.3170 0.1566 0.6043 0.033 Uiso 1 1 calc R U . . .
C46 C 0.34272(13) 0.0398(4) 0.57164(13) 0.0284(10) Uani 1 1 d . . . . .
H46 H 0.3723 0.0680 0.5754 0.034 Uiso 1 1 calc R U . . .
C47 C 0.23584(13) 0.1619(4) 0.63688(13) 0.0256(10) Uani 1 1 d . . . . .
H47 H 0.2636 0.1776 0.6541 0.031 Uiso 1 1 calc R U . . .
C48 C 0.16628(14) 0.1506(4) 0.61117(13) 0.0309(11) Uani 1 1 d . . . . .
H48 H 0.1347 0.1593 0.6076 0.037 Uiso 1 1 calc R U . . .
Cl2 Cl 0.31686(5) 0.37574(17) 0.65431(6) 0.0782(6) Uani 1 1 d . . . . .
O2 O 0.52235(11) -0.2208(3) 0.71462(10) 0.0373(8) Uiso 1 1 d . . . . .
O3 O 0.59113(15) -0.2742(4) 0.79572(14) 0.0694(12) 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
Fe1 O1 2.143(3) . ?
Fe1 N19 2.182(3) 3_545 ?
Fe1 N7 2.202(3) . ?
Fe1 N9 2.221(3) 3_545 ?
Fe1 N13 2.227(3) . ?
Fe1 Cl1 2.329(3) . ?
N1 C1 1.316(6) . ?
N1 C2 1.349(6) . ?
N2 C1 1.338(5) . ?
N2 N3 1.363(5) . ?
N2 C3 1.431(5) . ?
N3 C2 1.327(6) . ?
N4 C9 1.418(5) . ?
N4 C17 1.426(5) . ?
N4 C6 1.426(5) . ?
N5 C15 1.331(5) . ?
N5 N6 1.362(4) . ?
N5 C12 1.435(5) . ?
N6 C16 1.310(5) . ?
N7 C15 1.321(5) . ?
N7 C16 1.359(5) . ?
N8 C23 1.339(5) . ?
N8 N10 1.374(5) . ?
N8 C20 1.422(5) . ?
N9 C23 1.334(5) . ?
N9 C24 1.356(6) . ?
N9 Fe1 2.221(3) 3_455 ?
N10 C24 1.321(5) . ?
N11 C26 1.340(5) . ?
N11 N12 1.378(4) . ?
N11 C27 1.430(5) . ?
N12 C25 1.314(5) . ?
N13 C26 1.330(5) . ?
N13 C25 1.356(5) . ?
N14 C40 1.332(5) . ?
N14 N15 1.365(5) . ?
N14 C36 1.426(5) . ?
N15 C39 1.319(5) . ?
N16 C40 1.309(6) . ?
N16 C39 1.350(6) . ?
N17 C47 1.326(5) . ?
N17 N18 1.370(4) . ?
N17 C44 1.427(5) . ?
N18 C48 1.311(6) . ?
N19 C47 1.317(5) . ?
N19 C48 1.357(5) . ?
N19 Fe1 2.182(3) 3_455 ?
N46 C41 1.409(5) . ?
N46 C33 1.423(5) . ?
N46 C30 1.427(5) . ?
C3 C4 1.369(6) . ?
C3 C8 1.391(6) . ?
C4 C5 1.376(6) . ?
C5 C6 1.400(6) . ?
C6 C7 1.384(6) . ?
C7 C8 1.391(6) . ?
C9 C14 1.385(6) . ?
C9 C10 1.398(6) . ?
C10 C11 1.374(6) . ?
C11 C12 1.383(6) . ?
C12 C13 1.382(5) . ?
C13 C14 1.380(6) . ?
C17 C22 1.381(6) . ?
C17 C18 1.388(6) . ?
C18 C19 1.391(5) . ?
C19 C20 1.394(6) . ?
C20 C21 1.382(6) . ?
C21 C22 1.389(5) . ?
C27 C28 1.383(5) . ?
C27 C32 1.387(5) . ?
C28 C29 1.388(5) . ?
C29 C30 1.397(5) . ?
C30 C31 1.386(5) . ?
C31 C32 1.384(5) . ?
C33 C34 1.390(6) . ?
C33 C38 1.390(6) . ?
C34 C35 1.381(6) . ?
C35 C36 1.380(6) . ?
C36 C37 1.389(6) . ?
C37 C38 1.380(6) . ?
C41 C46 1.384(6) . ?
C41 C42 1.397(5) . ?
C42 C43 1.388(5) . ?
C43 C44 1.378(6) . ?
C44 C45 1.390(6) . ?
C45 C46 1.382(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Fe1 N19 88.16(12) . 3_545 ?
O1 Fe1 N7 89.58(12) . . ?
N19 Fe1 N7 177.02(12) 3_545 . ?
O1 Fe1 N9 91.39(12) . 3_545 ?
N19 Fe1 N9 88.78(12) 3_545 3_545 ?
N7 Fe1 N9 89.34(12) . 3_545 ?
O1 Fe1 N13 87.69(12) . . ?
N19 Fe1 N13 87.42(12) 3_545 . ?
N7 Fe1 N13 94.43(12) . . ?
N9 Fe1 N13 176.11(12) 3_545 . ?
O1 Fe1 Cl1 176.53(10) . . ?
N19 Fe1 Cl1 94.89(11) 3_545 . ?
N7 Fe1 Cl1 87.42(11) . . ?
N9 Fe1 Cl1 90.32(11) 3_545 . ?
N13 Fe1 Cl1 90.81(10) . . ?
C1 N1 C2 103.0(4) . . ?
C1 N2 N3 109.8(3) . . ?
C1 N2 C3 128.9(4) . . ?
N3 N2 C3 121.3(3) . . ?
C2 N3 N2 101.7(4) . . ?
C9 N4 C17 119.9(3) . . ?
C9 N4 C6 120.4(3) . . ?
C17 N4 C6 118.0(3) . . ?
C15 N5 N6 109.5(3) . . ?
C15 N5 C12 128.7(3) . . ?
N6 N5 C12 121.8(3) . . ?
C16 N6 N5 102.7(3) . . ?
C15 N7 C16 102.8(3) . . ?
C15 N7 Fe1 127.8(3) . . ?
C16 N7 Fe1 129.1(3) . . ?
C23 N8 N10 109.5(3) . . ?
C23 N8 C20 129.7(4) . . ?
N10 N8 C20 120.6(3) . . ?
C23 N9 C24 103.5(3) . . ?
C23 N9 Fe1 131.3(3) . 3_455 ?
C24 N9 Fe1 125.2(3) . 3_455 ?
C24 N10 N8 102.8(3) . . ?
C26 N11 N12 109.8(3) . . ?
C26 N11 C27 129.3(3) . . ?
N12 N11 C27 120.7(3) . . ?
C25 N12 N11 102.0(3) . . ?
C26 N13 C25 103.2(3) . . ?
C26 N13 Fe1 129.6(3) . . ?
C25 N13 Fe1 126.6(2) . . ?
C40 N14 N15 108.6(3) . . ?
C40 N14 C36 130.5(4) . . ?
N15 N14 C36 120.9(3) . . ?
C39 N15 N14 102.8(3) . . ?
C40 N16 C39 103.2(3) . . ?
C47 N17 N18 109.0(3) . . ?
C47 N17 C44 130.2(3) . . ?
N18 N17 C44 120.9(3) . . ?
C48 N18 N17 102.6(3) . . ?
C47 N19 C48 102.5(3) . . ?
C47 N19 Fe1 131.4(3) . 3_455 ?
C48 N19 Fe1 125.9(3) . 3_455 ?
C41 N46 C33 121.5(3) . . ?
C41 N46 C30 120.8(3) . . ?
C33 N46 C30 117.7(3) . . ?
N1 C1 N2 110.4(4) . . ?
N3 C2 N1 115.1(4) . . ?
C4 C3 C8 121.1(4) . . ?
C4 C3 N2 119.6(4) . . ?
C8 C3 N2 119.3(4) . . ?
C3 C4 C5 120.2(4) . . ?
C4 C5 C6 119.7(4) . . ?
C7 C6 C5 120.0(4) . . ?
C7 C6 N4 121.0(4) . . ?
C5 C6 N4 119.0(3) . . ?
C6 C7 C8 120.0(4) . . ?
C3 C8 C7 119.0(4) . . ?
C14 C9 C10 119.1(4) . . ?
C14 C9 N4 120.6(4) . . ?
C10 C9 N4 120.3(4) . . ?
C11 C10 C9 120.5(4) . . ?
C10 C11 C12 119.5(4) . . ?
C13 C12 C11 120.8(4) . . ?
C13 C12 N5 119.3(4) . . ?
C11 C12 N5 119.9(3) . . ?
C14 C13 C12 119.4(4) . . ?
C13 C14 C9 120.6(4) . . ?
N7 C15 N5 110.3(3) . . ?
N6 C16 N7 114.6(3) . . ?
C22 C17 C18 119.6(3) . . ?
C22 C17 N4 120.5(4) . . ?
C18 C17 N4 119.9(4) . . ?
C17 C18 C19 120.2(4) . . ?
C18 C19 C20 119.3(4) . . ?
C21 C20 C19 120.7(4) . . ?
C21 C20 N8 119.3(4) . . ?
C19 C20 N8 119.9(3) . . ?
C20 C21 C22 119.2(4) . . ?
C17 C22 C21 120.9(4) . . ?
N9 C23 N8 109.9(4) . . ?
N10 C24 N9 114.4(4) . . ?
N12 C25 N13 115.3(4) . . ?
N13 C26 N11 109.7(3) . . ?
C28 C27 C32 120.4(3) . . ?
C28 C27 N11 119.1(3) . . ?
C32 C27 N11 120.5(3) . . ?
C27 C28 C29 119.9(4) . . ?
C28 C29 C30 120.2(3) . . ?
C31 C30 C29 119.1(3) . . ?
C31 C30 N46 121.8(4) . . ?
C29 C30 N46 119.1(3) . . ?
C32 C31 C30 120.9(4) . . ?
C31 C32 C27 119.5(4) . . ?
C34 C33 C38 119.8(4) . . ?
C34 C33 N46 120.0(4) . . ?
C38 C33 N46 120.2(4) . . ?
C35 C34 C33 120.3(4) . . ?
C36 C35 C34 119.4(4) . . ?
C35 C36 C37 120.8(4) . . ?
C35 C36 N14 118.5(4) . . ?
C37 C36 N14 120.7(4) . . ?
C38 C37 C36 119.7(4) . . ?
C37 C38 C33 119.9(4) . . ?
N15 C39 N16 114.2(4) . . ?
N16 C40 N14 111.1(4) . . ?
C46 C41 C42 118.6(4) . . ?
C46 C41 N46 121.6(4) . . ?
C42 C41 N46 119.7(4) . . ?
C43 C42 C41 120.4(4) . . ?
C44 C43 C42 120.0(4) . . ?
C43 C44 C45 120.3(4) . . ?
C43 C44 N17 119.8(3) . . ?
C45 C44 N17 119.8(4) . . ?
C46 C45 C44 119.3(4) . . ?
C45 C46 C41 121.4(4) . . ?
N19 C47 N17 111.2(3) . . ?
N18 C48 N19 114.7(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N2 N3 C2 -0.8(5) . . . . ?
C3 N2 N3 C2 176.3(4) . . . . ?
C15 N5 N6 C16 -0.6(5) . . . . ?
C12 N5 N6 C16 -180.0(4) . . . . ?
C23 N8 N10 C24 1.0(4) . . . . ?
C20 N8 N10 C24 176.3(4) . . . . ?
C26 N11 N12 C25 -0.5(4) . . . . ?
C27 N11 N12 C25 -175.5(4) . . . . ?
C40 N14 N15 C39 -0.3(5) . . . . ?
C36 N14 N15 C39 -179.4(4) . . . . ?
C47 N17 N18 C48 0.4(5) . . . . ?
C44 N17 N18 C48 178.6(4) . . . . ?
C2 N1 C1 N2 -0.2(5) . . . . ?
N3 N2 C1 N1 0.6(5) . . . . ?
C3 N2 C1 N1 -176.1(4) . . . . ?
N2 N3 C2 N1 0.7(5) . . . . ?
C1 N1 C2 N3 -0.4(6) . . . . ?
C1 N2 C3 C4 -147.3(5) . . . . ?
N3 N2 C3 C4 36.3(6) . . . . ?
C1 N2 C3 C8 33.8(6) . . . . ?
N3 N2 C3 C8 -142.6(4) . . . . ?
C8 C3 C4 C5 -0.4(6) . . . . ?
N2 C3 C4 C5 -179.3(4) . . . . ?
C3 C4 C5 C6 0.8(6) . . . . ?
C4 C5 C6 C7 -0.8(6) . . . . ?
C4 C5 C6 N4 178.9(4) . . . . ?
C9 N4 C6 C7 -26.6(6) . . . . ?
C17 N4 C6 C7 138.5(4) . . . . ?
C9 N4 C6 C5 153.7(4) . . . . ?
C17 N4 C6 C5 -41.2(6) . . . . ?
C5 C6 C7 C8 0.3(6) . . . . ?
N4 C6 C7 C8 -179.4(4) . . . . ?
C4 C3 C8 C7 -0.1(6) . . . . ?
N2 C3 C8 C7 178.7(4) . . . . ?
C6 C7 C8 C3 0.2(6) . . . . ?
C17 N4 C9 C14 -31.1(6) . . . . ?
C6 N4 C9 C14 133.8(4) . . . . ?
C17 N4 C9 C10 149.6(4) . . . . ?
C6 N4 C9 C10 -45.5(6) . . . . ?
C14 C9 C10 C11 -0.5(6) . . . . ?
N4 C9 C10 C11 178.8(4) . . . . ?
C9 C10 C11 C12 0.7(6) . . . . ?
C10 C11 C12 C13 -1.0(6) . . . . ?
C10 C11 C12 N5 179.0(4) . . . . ?
C15 N5 C12 C13 26.3(6) . . . . ?
N6 N5 C12 C13 -154.4(4) . . . . ?
C15 N5 C12 C11 -153.7(4) . . . . ?
N6 N5 C12 C11 25.6(6) . . . . ?
C11 C12 C13 C14 1.1(6) . . . . ?
N5 C12 C13 C14 -178.9(4) . . . . ?
C12 C13 C14 C9 -0.9(6) . . . . ?
C10 C9 C14 C13 0.6(6) . . . . ?
N4 C9 C14 C13 -178.7(4) . . . . ?
C16 N7 C15 N5 0.1(5) . . . . ?
Fe1 N7 C15 N5 175.0(3) . . . . ?
N6 N5 C15 N7 0.3(5) . . . . ?
C12 N5 C15 N7 179.7(4) . . . . ?
N5 N6 C16 N7 0.6(5) . . . . ?
C15 N7 C16 N6 -0.5(5) . . . . ?
Fe1 N7 C16 N6 -175.3(3) . . . . ?
C9 N4 C17 C22 119.1(5) . . . . ?
C6 N4 C17 C22 -46.1(6) . . . . ?
C9 N4 C17 C18 -60.8(6) . . . . ?
C6 N4 C17 C18 134.0(4) . . . . ?
C22 C17 C18 C19 2.6(7) . . . . ?
N4 C17 C18 C19 -177.5(4) . . . . ?
C17 C18 C19 C20 -1.1(7) . . . . ?
C18 C19 C20 C21 -0.9(7) . . . . ?
C18 C19 C20 N8 177.7(4) . . . . ?
C23 N8 C20 C21 159.1(4) . . . . ?
N10 N8 C20 C21 -15.2(6) . . . . ?
C23 N8 C20 C19 -19.6(6) . . . . ?
N10 N8 C20 C19 166.2(4) . . . . ?
C19 C20 C21 C22 1.4(6) . . . . ?
N8 C20 C21 C22 -177.2(4) . . . . ?
C18 C17 C22 C21 -2.1(6) . . . . ?
N4 C17 C22 C21 178.0(4) . . . . ?
C20 C21 C22 C17 0.1(6) . . . . ?
C24 N9 C23 N8 1.3(5) . . . . ?
Fe1 N9 C23 N8 -178.1(3) 3_455 . . . ?
N10 N8 C23 N9 -1.5(5) . . . . ?
C20 N8 C23 N9 -176.3(4) . . . . ?
N8 N10 C24 N9 -0.2(5) . . . . ?
C23 N9 C24 N10 -0.7(5) . . . . ?
Fe1 N9 C24 N10 178.8(3) 3_455 . . . ?
N11 N12 C25 N13 -0.5(5) . . . . ?
C26 N13 C25 N12 1.3(5) . . . . ?
Fe1 N13 C25 N12 173.5(3) . . . . ?
C25 N13 C26 N11 -1.5(4) . . . . ?
Fe1 N13 C26 N11 -173.5(3) . . . . ?
N12 N11 C26 N13 1.3(5) . . . . ?
C27 N11 C26 N13 175.8(4) . . . . ?
C26 N11 C27 C28 -163.8(4) . . . . ?
N12 N11 C27 C28 10.0(6) . . . . ?
C26 N11 C27 C32 16.3(7) . . . . ?
N12 N11 C27 C32 -169.8(4) . . . . ?
C32 C27 C28 C29 -1.4(6) . . . . ?
N11 C27 C28 C29 178.7(4) . . . . ?
C27 C28 C29 C30 -0.3(6) . . . . ?
C28 C29 C30 C31 1.2(6) . . . . ?
C28 C29 C30 N46 -177.9(4) . . . . ?
C41 N46 C30 C31 46.5(6) . . . . ?
C33 N46 C30 C31 -134.5(4) . . . . ?
C41 N46 C30 C29 -134.5(4) . . . . ?
C33 N46 C30 C29 44.6(6) . . . . ?
C29 C30 C31 C32 -0.5(7) . . . . ?
N46 C30 C31 C32 178.5(4) . . . . ?
C30 C31 C32 C27 -1.1(7) . . . . ?
C28 C27 C32 C31 2.1(7) . . . . ?
N11 C27 C32 C31 -178.1(4) . . . . ?
C41 N46 C33 C34 -138.2(4) . . . . ?
C30 N46 C33 C34 42.8(6) . . . . ?
C41 N46 C33 C38 42.3(6) . . . . ?
C30 N46 C33 C38 -136.7(4) . . . . ?
C38 C33 C34 C35 1.8(6) . . . . ?
N46 C33 C34 C35 -177.7(4) . . . . ?
C33 C34 C35 C36 -1.0(6) . . . . ?
C34 C35 C36 C37 -0.7(6) . . . . ?
C34 C35 C36 N14 179.6(4) . . . . ?
C40 N14 C36 C35 144.4(5) . . . . ?
N15 N14 C36 C35 -36.7(6) . . . . ?
C40 N14 C36 C37 -35.3(6) . . . . ?
N15 N14 C36 C37 143.5(4) . . . . ?
C35 C36 C37 C38 1.5(6) . . . . ?
N14 C36 C37 C38 -178.7(4) . . . . ?
C36 C37 C38 C33 -0.7(6) . . . . ?
C34 C33 C38 C37 -1.0(6) . . . . ?
N46 C33 C38 C37 178.5(4) . . . . ?
N14 N15 C39 N16 0.3(5) . . . . ?
C40 N16 C39 N15 -0.1(5) . . . . ?
C39 N16 C40 N14 -0.1(5) . . . . ?
N15 N14 C40 N16 0.3(5) . . . . ?
C36 N14 C40 N16 179.3(4) . . . . ?
C33 N46 C41 C46 -148.7(4) . . . . ?
C30 N46 C41 C46 30.2(6) . . . . ?
C33 N46 C41 C42 31.1(6) . . . . ?
C30 N46 C41 C42 -149.9(4) . . . . ?
C46 C41 C42 C43 0.1(6) . . . . ?
N46 C41 C42 C43 -179.8(4) . . . . ?
C41 C42 C43 C44 -1.0(6) . . . . ?
C42 C43 C44 C45 1.7(6) . . . . ?
C42 C43 C44 N17 -178.4(4) . . . . ?
C47 N17 C44 C43 150.5(4) . . . . ?
N18 N17 C44 C43 -27.4(6) . . . . ?
C47 N17 C44 C45 -29.6(7) . . . . ?
N18 N17 C44 C45 152.6(4) . . . . ?
C43 C44 C45 C46 -1.4(6) . . . . ?
N17 C44 C45 C46 178.6(4) . . . . ?
C44 C45 C46 C41 0.5(7) . . . . ?
C42 C41 C46 C45 0.2(7) . . . . ?
N46 C41 C46 C45 -180.0(4) . . . . ?
C48 N19 C47 N17 1.1(5) . . . . ?
Fe1 N19 C47 N17 -174.9(3) 3_455 . . . ?
N18 N17 C47 N19 -1.0(5) . . . . ?
C44 N17 C47 N19 -179.0(4) . . . . ?
N17 N18 C48 N19 0.3(5) . . . . ?
C47 N19 C48 N18 -0.9(6) . . . . ?
Fe1 N19 C48 N18 175.4(3) 3_455 . . . ?

_refine_diff_density_max         1.238
_refine_diff_density_min         -1.258
_refine_diff_density_rms         0.087



