# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2017

####################################################################### 
# 
# 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_kompleks-mn-bipy-18k_2
_database_code_depnum_ccdc_archive 'CCDC 1538998'
_audit_update_record             
;
2017-03-20 deposited with the CCDC.
2017-06-06 downloaded from the CCDC.
;

_audit_creation_date             2015-03-17T14:27:01-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C9 H2 Cl3 Mn O7, C10 H8 N2, H2 O'
_chemical_formula_sum            'C19 H12 Cl3 Mn N2 O8'
_chemical_formula_weight         557.6
_chemical_compound_source        'synthesis as described'

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

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 2/n'
_space_group_name_Hall           '-P 2yac'
_space_group_IT_number           13
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 2/n 1'
_symmetry_space_group_name_Hall  '-P 2yac'
_symmetry_Int_Tables_number      13
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 1/2-x,y,1/2-z
3 -x,-y,-z
4 1/2+x,-y,1/2+z
_cell_length_a                   9.9052(2)
_cell_length_b                   8.35100(10)
_cell_length_c                   25.7006(5)
_cell_angle_alpha                90
_cell_angle_beta                 100.503(2)
_cell_angle_gamma                90
_cell_volume                     2090.29(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6788
_cell_measurement_theta_min      3.4952
_cell_measurement_theta_max      75.6237
_cell_measurement_wavelength     1.54179

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

_exptl_crystal_description       prism
_exptl_crystal_colour            'dark red'
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.18
_exptl_crystal_density_diffrn    1.772
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1120
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    9.15
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.48581
_exptl_absorpt_correction_T_max  1

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

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_detector_area_resol_mean 10.4323
_diffrn_orient_matrix_ub_11      -0.1114311
_diffrn_orient_matrix_ub_12      0.0580651
_diffrn_orient_matrix_ub_13      -0.0459418
_diffrn_orient_matrix_ub_21      -0.1073707
_diffrn_orient_matrix_ub_22      -0.0074049
_diffrn_orient_matrix_ub_23      0.0363904
_diffrn_orient_matrix_ub_31      0.032425
_diffrn_orient_matrix_ub_32      0.1750145
_diffrn_orient_matrix_ub_33      0.0168109
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_unetI/netI     0.0409
_diffrn_reflns_number            11047
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         3.498
_diffrn_reflns_theta_max         75.81
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_ful 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.988
_reflns_number_total             4312
_reflns_number_gt                4034
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

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

_atom_sites_solution_hydrogens   mixed

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

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0676P)²+2.1993P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         4312
_refine_ls_number_parameters     314
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0455
_refine_ls_wR_factor_ref         0.1277
_refine_ls_wR_factor_gt          0.1251
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.622
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.079

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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn -0.5299 2.8052 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 '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'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.64844(5) 0.08207(5) 0.65751(2) 0.02871(14) Uani 1 d . .
Cl1 Cl 1.07727(8) 0.40518(9) 0.74691(4) 0.0479(2) Uani 1 d . .
O1 O 0.5945(2) 0.3412(2) 0.64510(9) 0.0391(5) Uani 1 d . .
O2 O 0.8286(2) 0.2215(2) 0.69223(8) 0.0332(4) Uani 1 d . .
C1 C 0.6837(3) 0.4416(3) 0.66365(11) 0.0305(6) Uani 1 d . .
C2 C 0.8197(3) 0.3736(3) 0.69189(10) 0.0281(5) Uani 1 d . .
C3 C 0.9212(3) 0.4780(3) 0.71499(11) 0.0312(6) Uani 1 d . .
Cl2 Cl 0.51526(8) -0.31828(10) 0.62298(4) 0.0523(2) Uani 1 d . .
O3 O 0.9834(2) -0.2580(3) 0.73959(9) 0.0401(5) Uani 1 d . .
O4 O 0.7580(2) -0.1345(2) 0.68227(10) 0.0399(5) Uani 1 d . .
C4 C 0.8995(3) -0.3528(3) 0.71556(11) 0.0304(6) Uani 1 d . .
C5 C 0.7653(3) -0.2844(3) 0.68365(12) 0.0315(6) Uani 1 d . .
C6 C 0.6661(3) -0.3917(4) 0.65965(12) 0.0341(6) Uani 1 d . .
Cl3 Cl 0.19683(7) 0.00698(11) 0.52485(3) 0.0444(2) Uani 1 d . .
O5 O 0.7143(2) 0.0463(3) 0.58039(8) 0.0349(4) Uani 1 d . .
O6 O 0.4605(2) 0.0536(3) 0.59900(8) 0.0328(4) Uani 1 d . .
C7 C 0.6197(3) 0.0237(3) 0.54099(11) 0.0297(5) Uani 1 d . .
C8 C 0.4726(3) 0.0278(3) 0.55208(11) 0.0294(5) Uani 1 d . .
C9 C 0.3613(3) 0.0036(4) 0.51064(11) 0.0325(6) Uani 1 d . .
O7 O 0.5419(2) 0.0466(3) 0.72251(8) 0.0366(5) Uani 1 d . .
H7A H 0.557(5) -0.057(3) 0.7364(16) 0.052(12) Uiso 1 d . .
H7B H 0.579(6) 0.111(5) 0.7512(15) 0.083(17) Uiso 1 d . .
N1 N 1.1599(4) -0.3009(6) 0.64108(16) 0.0759(12) Uani 1 d . .
N2 N 0.8213(4) -0.3240(4) 0.55495(14) 0.0565(8) Uani 1 d . .
C10 C 1.0328(3) -0.2635(4) 0.61173(13) 0.0408(7) Uani 1 d . .
C11 C 0.9847(3) -0.1123(4) 0.61408(12) 0.0372(6) Uani 1 d . .
H11 H 0.8985 -0.0899 0.5943 0.045 Uiso 1 calc . .
C12 C 1.0502(5) 0.0065(6) 0.64224(18) 0.0620(11) Uani 1 d . .
H12 H 1.0102 0.1073 0.6418 0.074 Uiso 1 calc . .
C13 C 1.1745(5) -0.0202(7) 0.67138(18) 0.0706(13) Uani 1 d . .
H13 H 1.2218 0.0625 0.691 0.085 Uiso 1 calc . .
C14 C 1.2323(4) -0.1698(8) 0.67227(17) 0.0764(16) Uani 1 d . .
H14 H 1.3182 -0.1881 0.6929 0.092 Uiso 1 calc . .
C15 C 0.9431(4) -0.3796(4) 0.57840(14) 0.0427(7) Uani 1 d . .
C16 C 0.9860(5) -0.5352(5) 0.57352(19) 0.0597(10) Uani 1 d . .
H16 H 1.0717 -0.5698 0.5909 0.072 Uiso 1 calc . .
C17 C 0.8979(6) -0.6368(6) 0.5421(2) 0.0733(13) Uani 1 d . .
H17 H 0.9233 -0.7427 0.5381 0.088 Uiso 1 calc . .
C18 C 0.7728(6) -0.5833(6) 0.5165(2) 0.0737(14) Uani 1 d . .
H18 H 0.7132 -0.6512 0.4946 0.088 Uiso 1 calc . .
C19 C 0.7371(5) -0.4259(6) 0.5238(2) 0.0677(12) Uani 1 d . .
H19 H 0.6519 -0.389 0.5066 0.081 Uiso 1 calc . .
O8 O 0.2911(4) -0.6628(6) 0.6205(2) 0.0946(14) Uani 1 d . .
H8A H 0.379(4) -0.618(9) 0.633(3) 0.13(3) Uiso 1 d . .
H8B H 0.304(9) -0.755(8) 0.601(4) 0.21(5) Uiso 1 d . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 O4 2.145(2) . ?
Mn1 O7 2.153(2) . ?
Mn1 O2 2.181(2) . ?
Mn1 O6 2.182(2) . ?
Mn1 O5 2.217(2) . ?
Mn1 O1 2.238(2) . ?
Cl1 C3 1.723(3) . ?
O1 C1 1.247(4) . ?
O2 C2 1.273(4) . ?
C1 C6 1.405(4) 1_565 ?
C1 C2 1.519(4) . ?
C2 C3 1.380(4) . ?
C3 C4 1.430(4) 1_565 ?
Cl2 C6 1.727(3) . ?
O3 C4 1.230(4) . ?
O4 C5 1.254(4) . ?
C4 C3 1.430(4) 1_545 ?
C4 C5 1.539(4) . ?
C5 C6 1.388(4) . ?
C6 C1 1.405(4) 1_545 ?
Cl3 C9 1.734(3) . ?
O5 C7 1.262(3) . ?
O6 C8 1.252(4) . ?
C7 C9 1.393(4) 3_656 ?
C7 C8 1.535(4) . ?
C8 C9 1.401(4) . ?
C9 C7 1.393(4) 3_656 ?
O7 H7A 0.937(19) . ?
O7 H7B 0.935(19) . ?
N1 C10 1.380(5) . ?
N1 C14 1.465(8) . ?
N2 C15 1.331(5) . ?
N2 C19 1.348(6) . ?
C10 C11 1.355(5) . ?
C10 C15 1.478(5) . ?
C11 C12 1.325(6) . ?
C11 H11 0.93 . ?
C12 C13 1.338(7) . ?
C12 H12 0.93 . ?
C13 C14 1.372(8) . ?
C13 H13 0.93 . ?
C14 H14 0.93 . ?
C15 C16 1.380(6) . ?
C16 C17 1.370(6) . ?
C16 H16 0.93 . ?
C17 C18 1.368(7) . ?
C17 H17 0.93 . ?
C18 C19 1.383(7) . ?
C18 H18 0.93 . ?
C19 H19 0.93 . ?
O8 H8A 0.94(2) . ?
O8 H8B 0.94(2) . ?

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
O4 Mn1 O7 86.94(9) . . ?
O4 Mn1 O2 89.84(8) . . ?
O7 Mn1 O2 103.67(9) . . ?
O4 Mn1 O6 115.74(9) . . ?
O7 Mn1 O6 92.43(8) . . ?
O2 Mn1 O6 150.65(8) . . ?
O4 Mn1 O5 86.34(9) . . ?
O7 Mn1 O5 160.19(9) . . ?
O2 Mn1 O5 94.93(8) . . ?
O6 Mn1 O5 73.87(8) . . ?
O4 Mn1 O1 162.24(9) . . ?
O7 Mn1 O1 96.07(9) . . ?
O2 Mn1 O1 72.43(8) . . ?
O6 Mn1 O1 81.70(8) . . ?
O5 Mn1 O1 96.00(9) . . ?
C1 O1 Mn1 117.46(19) . . ?
C2 O2 Mn1 118.67(18) . . ?
O1 C1 C6 124.6(3) . 1_565 ?
O1 C1 C2 115.8(2) . . ?
C6 C1 C2 119.5(3) 1_565 . ?
O2 C2 C3 125.7(3) . . ?
O2 C2 C1 115.5(2) . . ?
C3 C2 C1 118.8(2) . . ?
C2 C3 C4 122.0(3) . 1_565 ?
C2 C3 Cl1 120.1(2) . . ?
C4 C3 Cl1 117.9(2) 1_565 . ?
C5 O4 Mn1 150.9(2) . . ?
O3 C4 C3 123.5(3) . 1_545 ?
O3 C4 C5 117.9(3) . . ?
C3 C4 C5 118.6(2) 1_545 . ?
O4 C5 C6 126.8(3) . . ?
O4 C5 C4 115.2(3) . . ?
C6 C5 C4 118.0(2) . . ?
C5 C6 C1 122.6(3) . 1_545 ?
C5 C6 Cl2 119.0(2) . . ?
C1 C6 Cl2 118.4(2) 1_545 . ?
C7 O5 Mn1 116.18(19) . . ?
C8 O6 Mn1 117.59(19) . . ?
O5 C7 C9 125.4(3) . 3_656 ?
O5 C7 C8 116.0(2) . . ?
C9 C7 C8 118.6(2) 3_656 . ?
O6 C8 C9 123.9(3) . . ?
O6 C8 C7 116.3(2) . . ?
C9 C8 C7 119.8(3) . . ?
C7 C9 C8 121.6(3) 3_656 . ?
C7 C9 Cl3 119.9(2) 3_656 . ?
C8 C9 Cl3 118.5(2) . . ?
Mn1 O7 H7A 111(3) . . ?
Mn1 O7 H7B 111(4) . . ?
H7A O7 H7B 103(3) . . ?
C10 N1 C14 115.9(4) . . ?
C15 N2 C19 117.5(4) . . ?
C11 C10 N1 118.6(4) . . ?
C11 C10 C15 117.3(3) . . ?
N1 C10 C15 124.1(4) . . ?
C12 C11 C10 125.5(4) . . ?
C12 C11 H11 117.2 . . ?
C10 C11 H11 117.2 . . ?
C11 C12 C13 119.3(5) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 H12 120.4 . . ?
C12 C13 C14 120.0(5) . . ?
C12 C13 H13 120 . . ?
C14 C13 H13 120 . . ?
C13 C14 N1 120.7(4) . . ?
C13 C14 H14 119.6 . . ?
N1 C14 H14 119.7 . . ?
N2 C15 C16 123.8(4) . . ?
N2 C15 C10 115.7(3) . . ?
C16 C15 C10 120.5(3) . . ?
C17 C16 C15 117.6(4) . . ?
C17 C16 H16 121.2 . . ?
C15 C16 H16 121.2 . . ?
C18 C17 C16 120.3(4) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C17 C18 C19 118.5(4) . . ?
C17 C18 H18 120.7 . . ?
C19 C18 H18 120.7 . . ?
N2 C19 C18 122.3(4) . . ?
N2 C19 H19 118.8 . . ?
C18 C19 H19 118.8 . . ?
H8A O8 H8B 107(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
Mn1 O1 C1 C6 -179.6(2) . . . 1_565 ?
Mn1 O1 C1 C2 0.9(3) . . . . ?
Mn1 O2 C2 C3 175.9(2) . . . . ?
Mn1 O2 C2 C1 -3.6(3) . . . . ?
O1 C1 C2 O2 1.8(4) . . . . ?
C6 C1 C2 O2 -177.8(3) 1_565 . . . ?
O1 C1 C2 C3 -177.7(3) . . . . ?
C6 C1 C2 C3 2.7(4) 1_565 . . . ?
O2 C2 C3 C4 -176.0(3) . . . 1_565 ?
C1 C2 C3 C4 3.4(4) . . . 1_565 ?
O2 C2 C3 Cl1 1.1(4) . . . . ?
C1 C2 C3 Cl1 -179.5(2) . . . . ?
Mn1 O4 C5 C6 1.2(7) . . . . ?
Mn1 O4 C5 C4 -178.8(3) . . . . ?
O3 C4 C5 O4 4.6(4) . . . . ?
C3 C4 C5 O4 -174.2(3) 1_545 . . . ?
O3 C4 C5 C6 -175.4(3) . . . . ?
C3 C4 C5 C6 5.7(4) 1_545 . . . ?
O4 C5 C6 C1 -179.8(3) . . . 1_545 ?
C4 C5 C6 C1 0.3(5) . . . 1_545 ?
O4 C5 C6 Cl2 0.7(5) . . . . ?
C4 C5 C6 Cl2 -179.3(2) . . . . ?
Mn1 O5 C7 C9 -178.9(2) . . . 3_656 ?
Mn1 O5 C7 C8 1.2(3) . . . . ?
Mn1 O6 C8 C9 178.5(2) . . . . ?
Mn1 O6 C8 C7 -1.6(3) . . . . ?
O5 C7 C8 O6 0.3(4) . . . . ?
C9 C7 C8 O6 -179.6(3) 3_656 . . . ?
O5 C7 C8 C9 -179.9(3) . . . . ?
C9 C7 C8 C9 0.2(5) 3_656 . . . ?
O6 C8 C9 C7 179.6(3) . . . 3_656 ?
C7 C8 C9 C7 -0.2(5) . . . 3_656 ?
O6 C8 C9 Cl3 -0.8(4) . . . . ?
C7 C8 C9 Cl3 179.3(2) . . . . ?
C14 N1 C10 C11 -0.4(5) . . . . ?
C14 N1 C10 C15 -179.0(3) . . . . ?
N1 C10 C11 C12 0.6(6) . . . . ?
C15 C10 C11 C12 179.3(4) . . . . ?
C10 C11 C12 C13 0.0(7) . . . . ?
C11 C12 C13 C14 -0.7(7) . . . . ?
C12 C13 C14 N1 0.8(7) . . . . ?
C10 N1 C14 C13 -0.2(7) . . . . ?
C19 N2 C15 C16 -1.5(6) . . . . ?
C19 N2 C15 C10 179.4(4) . . . . ?
C11 C10 C15 N2 -1.7(5) . . . . ?
N1 C10 C15 N2 176.9(4) . . . . ?
C11 C10 C15 C16 179.1(4) . . . . ?
N1 C10 C15 C16 -2.3(6) . . . . ?
N2 C15 C16 C17 0.8(7) . . . . ?
C10 C15 C16 C17 179.9(4) . . . . ?
C15 C16 C17 C18 0.5(8) . . . . ?
C16 C17 C18 C19 -1.0(9) . . . . ?
C15 N2 C19 C18 0.9(7) . . . . ?
C17 C18 C19 N2 0.3(9) . . . . ?

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

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

data_kompleks-ni-ca-phen-22k
_database_code_depnum_ccdc_archive 'CCDC 1538999'
_audit_update_record             
;
2017-03-20 deposited with the CCDC.
2017-06-06 downloaded from the CCDC.
;

_audit_creation_date             2015-03-17T15:21:04-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C30 H16 Cl2 N4 Ni O4, C2 H6 O'
_chemical_formula_sum            'C32 H22 Cl2 N4 Ni O5'
_chemical_formula_weight         672.13
_chemical_compound_source        'synthesis as described'

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

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_Int_Tables_number      15
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,y,1/2-z
3 -x,-y,-z
4 x,-y,1/2+z
5 1/2+x,1/2+y,z
6 1/2-x,1/2+y,1/2-z
7 1/2-x,1/2-y,-z
8 1/2+x,1/2-y,1/2+z
_cell_length_a                   12.3913(3)
_cell_length_b                   15.4738(3)
_cell_length_c                   16.4123(2)
_cell_angle_alpha                90
_cell_angle_beta                 112.604(2)
_cell_angle_gamma                90
_cell_volume                     2905.17(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5663
_cell_measurement_theta_min      4.7873
_cell_measurement_theta_max      75.6836
_cell_measurement_wavelength     1.54179

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

_exptl_crystal_description       prism
_exptl_crystal_colour            'dark red'
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_diffrn    1.537
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1496
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    3.076
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.66981
_exptl_absorpt_correction_T_max  1

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

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54179
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_detector_area_resol_mean 10.4323
_diffrn_orient_matrix_ub_11      0.0894392
_diffrn_orient_matrix_ub_12      0.0739751
_diffrn_orient_matrix_ub_13      0.018404
_diffrn_orient_matrix_ub_21      0.096748
_diffrn_orient_matrix_ub_22      -0.0661018
_diffrn_orient_matrix_ub_23      0.0085402
_diffrn_orient_matrix_ub_31      -0.0280025
_diffrn_orient_matrix_ub_32      0.0080242
_diffrn_orient_matrix_ub_33      -0.0996346
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0205
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_number            9649
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         4.791
_diffrn_reflns_theta_max         75.864
_diffrn_reflns_theta_full        67.68
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.99
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.99
_diffrn_reflns_point_group_measured_fraction_ful 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.99
_reflns_number_total             3015
_reflns_number_gt                2750
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

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

_atom_sites_solution_hydrogens   mixed

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

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0672P)²+1.3861P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3015
_refine_ls_number_parameters     223
_refine_ls_number_restraints     19
_refine_ls_R_factor_all          0.0425
_refine_ls_R_factor_gt           0.0396
_refine_ls_wR_factor_ref         0.1177
_refine_ls_wR_factor_gt          0.1145
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.125
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.552
_refine_diff_density_min         -0.34
_refine_diff_density_rms         0.047

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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 '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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0 0.07768(3) 0.25 0.04922(16) Uani 1 d . .
Cl1 Cl -0.14247(5) 0.33059(4) 0.37475(4) 0.07000(19) Uani 1 d . .
O1 O -0.04878(13) 0.17970(9) 0.30874(9) 0.0551(3) Uani 1 d . .
O2 O -0.07175(17) 0.48188(10) 0.29391(12) 0.0752(5) Uani 1 d . .
C1 C -0.03091(16) 0.25313(12) 0.28259(11) 0.0482(4) Uani 1 d . .
C2 C -0.06445(18) 0.33097(13) 0.30632(12) 0.0540(4) Uani 1 d . .
C3 C -0.03906(18) 0.41113(13) 0.27748(13) 0.0560(5) Uani 1 d . .
N1 N -0.03065(15) -0.01427(11) 0.33201(11) 0.0543(4) Uani 1 d . .
N2 N 0.16479(14) 0.07150(11) 0.34963(10) 0.0528(4) Uani 1 d . .
C4 C -0.1283(2) -0.05489(16) 0.32371(17) 0.0671(5) Uani 1 d . .
H4 H -0.1957 -0.0436 0.2743 0.081 Uiso 1 calc . .
C5 C -0.1342(3) -0.11425(19) 0.38631(19) 0.0802(7) Uani 1 d . .
H5 H -0.2046 -0.1415 0.378 0.096 Uiso 1 calc . .
C6 C -0.0367(3) -0.13193(17) 0.45943(18) 0.0791(7) Uani 1 d . .
H6 H -0.04 -0.1712 0.5013 0.095 Uiso 1 calc . .
C7 C 0.0691(2) -0.09024(15) 0.47088(15) 0.0661(5) Uani 1 d . .
C8 C 0.06703(18) -0.03118(13) 0.40512(12) 0.0547(4) Uani 1 d . .
C9 C 0.17138(17) 0.01530(13) 0.41461(12) 0.0527(4) Uani 1 d . .
C10 C 0.27423(19) 0.00253(15) 0.48953(13) 0.0609(5) Uani 1 d . .
C11 C 0.3723(2) 0.05151(17) 0.49584(14) 0.0679(6) Uani 1 d . .
H11 H 0.4423 0.0449 0.5443 0.081 Uiso 1 calc . .
C12 C 0.3650(2) 0.10845(18) 0.43126(16) 0.0709(6) Uani 1 d . .
H12 H 0.4292 0.1421 0.4356 0.085 Uiso 1 calc . .
C13 C 0.25951(19) 0.11612(16) 0.35786(15) 0.0635(5) Uani 1 d . .
H13 H 0.2559 0.1542 0.313 0.076 Uiso 1 calc . .
C14 C 0.1763(3) -0.10285(18) 0.54605(16) 0.0792(7) Uani 1 d . .
H14 H 0.1784 -0.1422 0.5895 0.095 Uiso 1 calc . .
C15 C 0.2737(3) -0.05880(19) 0.55478(15) 0.0770(7) Uani 1 d . .
H15 H 0.342 -0.0683 0.604 0.092 Uiso 1 calc . .
O3 O -0.0843(8) 0.6524(4) 0.2578(6) 0.173(3) Uani 0.5 d . .
H3 H -0.0784 0.6015 0.2462 0.26 Uiso 0.5 calc . .
C16 C 0 0.6963(6) 0.25 0.213(5) Uani 1 d . .
H16A H -0.029(6) 0.718(4) 0.1914(17) 0.3 Uiso 0.5 d . .
H16B H 0.065(3) 0.663(3) 0.257(6) 0.3 Uiso 0.5 d . .
C17 C 0.0553(11) 0.7730(8) 0.2899(9) 0.204(6) Uani 0.5 d . .
H17B H 0.062(6) 0.780(3) 0.3483(16) 0.3 Uiso 0.5 d . .
H17A H 0 0.8192(13) 0.25 0.3 Uiso 1 d . .
H17C H 0.126(3) 0.783(3) 0.281(4) 0.3 Uiso 0.5 d . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O1 2.0578(14) . ?
Ni1 O1 2.0578(14) 2 ?
Ni1 N2 2.0702(16) . ?
Ni1 N2 2.0702(16) 2 ?
Ni1 N1 2.0913(17) 2 ?
Ni1 N1 2.0913(17) . ?
Cl1 C2 1.741(2) . ?
O1 C1 1.264(2) . ?
O2 C3 1.233(3) . ?
C1 C2 1.378(3) . ?
C1 C1 1.537(3) 2 ?
C2 C3 1.406(3) . ?
C3 C3 1.556(4) 2 ?
N1 C4 1.323(3) . ?
N1 C8 1.363(3) . ?
N2 C13 1.323(3) . ?
N2 C9 1.354(3) . ?
C4 C5 1.401(4) . ?
C4 H4 0.93 . ?
C5 C6 1.364(4) . ?
C5 H5 0.93 . ?
C6 C7 1.407(4) . ?
C6 H6 0.93 . ?
C7 C8 1.407(3) . ?
C7 C14 1.437(4) . ?
C8 C9 1.435(3) . ?
C9 C10 1.404(3) . ?
C10 C11 1.402(3) . ?
C10 C15 1.433(3) . ?
C11 C12 1.354(4) . ?
C11 H11 0.93 . ?
C12 C13 1.401(3) . ?
C12 H12 0.93 . ?
C13 H13 0.93 . ?
C14 C15 1.345(4) . ?
C14 H14 0.93 . ?
C15 H15 0.93 . ?
O3 C16 1.292(6) . ?
O3 H3 0.82 . ?
C16 O3 1.292(6) 2 ?
C16 C17 1.401(9) . ?
C16 C17 1.401(9) 2 ?
C16 H16A 0.952(19) . ?
C16 H16B 0.928(19) . ?
C17 C17 1.49(2) 2 ?
C17 H17B 0.935(18) . ?
C17 H17A 1.032(15) . ?
C17 H17C 0.954(18) . ?

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 Ni1 O1 79.81(7) . 2 ?
O1 Ni1 N2 92.50(6) . . ?
O1 Ni1 N2 91.56(6) 2 . ?
O1 Ni1 N2 91.56(6) . 2 ?
O1 Ni1 N2 92.50(6) 2 2 ?
N2 Ni1 N2 174.71(9) . 2 ?
O1 Ni1 N1 169.16(6) . 2 ?
O1 Ni1 N1 93.54(6) 2 2 ?
N2 Ni1 N1 96.25(6) . 2 ?
N2 Ni1 N1 80.11(7) 2 2 ?
O1 Ni1 N1 93.54(6) . . ?
O1 Ni1 N1 169.16(6) 2 . ?
N2 Ni1 N1 80.11(7) . . ?
N2 Ni1 N1 96.26(6) 2 . ?
N1 Ni1 N1 94.25(9) 2 . ?
C1 O1 Ni1 114.16(11) . . ?
O1 C1 C2 125.35(17) . . ?
O1 C1 C1 115.83(10) . 2 ?
C2 C1 C1 118.81(11) . 2 ?
C1 C2 C3 123.03(18) . . ?
C1 C2 Cl1 118.80(15) . . ?
C3 C2 Cl1 118.16(15) . . ?
O2 C3 C2 125.1(2) . . ?
O2 C3 C3 117.18(14) . 2 ?
C2 C3 C3 117.70(12) . 2 ?
C4 N1 C8 117.84(19) . . ?
C4 N1 Ni1 129.94(15) . . ?
C8 N1 Ni1 112.20(13) . . ?
C13 N2 C9 118.17(18) . . ?
C13 N2 Ni1 128.58(15) . . ?
C9 N2 Ni1 113.22(13) . . ?
N1 C4 C5 122.7(2) . . ?
N1 C4 H4 118.7 . . ?
C5 C4 H4 118.7 . . ?
C6 C5 C4 119.8(2) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C5 C6 C7 119.4(2) . . ?
C5 C6 H6 120.3 . . ?
C7 C6 H6 120.3 . . ?
C8 C7 C6 117.0(2) . . ?
C8 C7 C14 119.0(2) . . ?
C6 C7 C14 124.0(2) . . ?
N1 C8 C7 123.3(2) . . ?
N1 C8 C9 117.25(17) . . ?
C7 C8 C9 119.48(19) . . ?
N2 C9 C10 122.68(19) . . ?
N2 C9 C8 117.22(17) . . ?
C10 C9 C8 120.10(19) . . ?
C11 C10 C9 117.3(2) . . ?
C11 C10 C15 123.7(2) . . ?
C9 C10 C15 119.0(2) . . ?
C12 C11 C10 119.9(2) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C11 C12 C13 119.2(2) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 H12 120.4 . . ?
N2 C13 C12 122.8(2) . . ?
N2 C13 H13 118.6 . . ?
C12 C13 H13 118.6 . . ?
C15 C14 C7 121.2(2) . . ?
C15 C14 H14 119.4 . . ?
C7 C14 H14 119.4 . . ?
C14 C15 C10 121.2(2) . . ?
C14 C15 H15 119.4 . . ?
C10 C15 H15 119.4 . . ?
C16 O3 H3 109.5 . . ?
O3 C16 O3 116.7(11) 2 . ?
O3 C16 C17 102.8(8) 2 . ?
O3 C16 C17 131.9(8) . . ?
O3 C16 C17 131.9(8) 2 2 ?
O3 C16 C17 102.8(8) . 2 ?
C17 C16 C17 64.2(11) . 2 ?
O3 C16 H16A 96(5) 2 . ?
O3 C16 H16A 106(3) . . ?
C17 C16 H16A 96(3) . . ?
C17 C16 H16A 45(5) 2 . ?
O3 C16 H16B 12(6) 2 . ?
O3 C16 H16B 114(3) . . ?
C17 C16 H16B 99(3) . . ?
C17 C16 H16B 140(5) 2 . ?
H16A C16 H16B 107(4) . . ?
C16 C17 C17 57.9(5) . 2 ?
C16 C17 H17B 114(2) . . ?
C17 C17 H17B 126(4) 2 . ?
C16 C17 H17A 101.8(12) . . ?
C17 C17 H17A 43.9(9) 2 . ?
H17B C17 H17A 111(4) . . ?
C16 C17 H17C 112(2) . . ?
C17 C17 H17C 117(4) 2 . ?
H17B C17 H17C 114(4) . . ?
H17A C17 H17C 102(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
Ni1 O1 C1 C2 174.48(15) . . . . ?
Ni1 O1 C1 C1 -4.0(2) . . . 2 ?
O1 C1 C2 C3 177.91(18) . . . . ?
C1 C1 C2 C3 -3.6(3) 2 . . . ?
O1 C1 C2 Cl1 -2.4(3) . . . . ?
C1 C1 C2 Cl1 176.06(16) 2 . . . ?
C1 C2 C3 O2 176.6(2) . . . . ?
Cl1 C2 C3 O2 -3.1(3) . . . . ?
C1 C2 C3 C3 -5.0(3) . . . 2 ?
Cl1 C2 C3 C3 175.27(17) . . . 2 ?
C8 N1 C4 C5 -0.5(4) . . . . ?
Ni1 N1 C4 C5 -178.8(2) . . . . ?
N1 C4 C5 C6 0.1(4) . . . . ?
C4 C5 C6 C7 -0.1(4) . . . . ?
C5 C6 C7 C8 0.6(4) . . . . ?
C5 C6 C7 C14 178.8(3) . . . . ?
C4 N1 C8 C7 0.9(3) . . . . ?
Ni1 N1 C8 C7 179.56(17) . . . . ?
C4 N1 C8 C9 -178.13(19) . . . . ?
Ni1 N1 C8 C9 0.5(2) . . . . ?
C6 C7 C8 N1 -1.0(3) . . . . ?
C14 C7 C8 N1 -179.3(2) . . . . ?
C6 C7 C8 C9 178.1(2) . . . . ?
C14 C7 C8 C9 -0.3(3) . . . . ?
C13 N2 C9 C10 -0.3(3) . . . . ?
Ni1 N2 C9 C10 -178.48(15) . . . . ?
C13 N2 C9 C8 178.85(19) . . . . ?
Ni1 N2 C9 C8 0.6(2) . . . . ?
N1 C8 C9 N2 -0.8(3) . . . . ?
C7 C8 C9 N2 -179.87(19) . . . . ?
N1 C8 C9 C10 178.36(18) . . . . ?
C7 C8 C9 C10 -0.7(3) . . . . ?
N2 C9 C10 C11 0.6(3) . . . . ?
C8 C9 C10 C11 -178.46(19) . . . . ?
N2 C9 C10 C15 -179.5(2) . . . . ?
C8 C9 C10 C15 1.4(3) . . . . ?
C9 C10 C11 C12 0.2(3) . . . . ?
C15 C10 C11 C12 -179.7(2) . . . . ?
C10 C11 C12 C13 -1.4(4) . . . . ?
C9 N2 C13 C12 -1.0(3) . . . . ?
Ni1 N2 C13 C12 176.93(18) . . . . ?
C11 C12 C13 N2 1.8(4) . . . . ?
C8 C7 C14 C15 0.6(4) . . . . ?
C6 C7 C14 C15 -177.6(3) . . . . ?
C7 C14 C15 C10 0.1(4) . . . . ?
C11 C10 C15 C14 178.7(3) . . . . ?
C9 C10 C15 C14 -1.2(4) . . . . ?
O3 C16 C17 C17 130.6(11) 2 . . 2 ?
O3 C16 C17 C17 -84.1(15) . . . 2 ?

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

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

data_kompleks_ni-py_15k
_database_code_depnum_ccdc_archive 'CCDC 1538996'
_audit_update_record             
;
2017-03-20 deposited with the CCDC.
2017-06-06 downloaded from the CCDC.
;

_audit_creation_date             2015-03-16T15:47:48-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C36 H30 Cl4 N6 Ni2 O4'
_chemical_formula_sum            'C36 H30 Cl4 N6 Ni2 O4'
_chemical_formula_weight         869.88
_chemical_compound_source        'synthesis as described'

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

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,-y,-z
_cell_length_a                   9.1303(2)
_cell_length_b                   14.5345(4)
_cell_length_c                   16.2519(4)
_cell_angle_alpha                111.927(2)
_cell_angle_beta                 101.346(2)
_cell_angle_gamma                91.831(2)
_cell_volume                     1948.36(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8381
_cell_measurement_theta_min      3.0058
_cell_measurement_theta_max      75.5753
_cell_measurement_wavelength     1.54179

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

_exptl_crystal_description       prism
_exptl_crystal_colour            'pale purple'
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_crystal_density_diffrn    1.483
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             888
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    4.105
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.62977
_exptl_absorpt_correction_T_max  1

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

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54179
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_detector_area_resol_mean 10.4323
_diffrn_orient_matrix_ub_11      0.0250983
_diffrn_orient_matrix_ub_12      -0.0718064
_diffrn_orient_matrix_ub_13      0.0498896
_diffrn_orient_matrix_ub_21      -0.1152486
_diffrn_orient_matrix_ub_22      -0.0802445
_diffrn_orient_matrix_ub_23      -0.078312
_diffrn_orient_matrix_ub_31      0.1269161
_diffrn_orient_matrix_ub_32      -0.0404658
_diffrn_orient_matrix_ub_33      -0.0487563
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_unetI/netI     0.0384
_diffrn_reflns_number            20110
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.008
_diffrn_reflns_theta_max         75.754
_diffrn_reflns_theta_full        67.68
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_ful 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.989
_reflns_number_total             8034
_reflns_number_gt                7016
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

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

_atom_sites_solution_hydrogens   geom

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

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0424P)²+0.4146P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         8034
_refine_ls_number_parameters     469
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.038
_refine_ls_R_factor_gt           0.0326
_refine_ls_wR_factor_ref         0.0886
_refine_ls_wR_factor_gt          0.0845
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.043

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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 '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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1A Ni 0.55328(3) 0.00740(2) 0.26441(2) 0.04056(8) Uani 1 d . .
Cl2A Cl 0.38315(5) 0.02453(4) 0.14082(3) 0.04852(11) Uani 1 d . .
Cl1A Cl 0.83702(5) -0.04851(6) 0.53823(4) 0.06944(17) Uani 1 d . .
O1A O 0.38911(13) 0.02445(11) 0.34422(8) 0.0453(3) Uani 1 d . .
O2A O 0.66901(14) -0.01420(11) 0.37853(8) 0.0479(3) Uani 1 d . .
C1A C 0.43331(18) 0.01452(13) 0.41807(11) 0.0383(3) Uani 1 d . .
C2A C 0.59589(18) -0.00920(13) 0.43772(11) 0.0381(3) Uani 1 d . .
C3A C 0.65274(19) -0.02305(14) 0.51762(11) 0.0416(3) Uani 1 d . .
N1A N 0.73911(16) -0.01047(13) 0.20340(10) 0.0446(3) Uani 1 d . .
C4A C 0.7249(2) -0.02350(17) 0.11613(13) 0.0507(4) Uani 1 d . .
H4A H 0.6296 -0.0258 0.0816 0.061 Uiso 1 calc . .
C5A C 0.8455(2) -0.0336(2) 0.07524(15) 0.0608(5) Uani 1 d . .
H5A H 0.8312 -0.0431 0.0142 0.073 Uiso 1 calc . .
C6A C 0.9867(2) -0.0295(2) 0.12544(16) 0.0617(5) Uani 1 d . .
H6A H 1.0695 -0.0357 0.0992 0.074 Uiso 1 calc . .
C7A C 1.0038(2) -0.0159(2) 0.21514(15) 0.0624(6) Uani 1 d . .
H7A H 1.0983 -0.0126 0.2509 0.075 Uiso 1 calc . .
C8A C 0.8773(2) -0.00718(19) 0.25128(14) 0.0566(5) Uani 1 d . .
H8A H 0.8892 0.0014 0.312 0.068 Uiso 1 calc . .
N2A N 0.49088(18) -0.14965(13) 0.20646(11) 0.0497(3) Uani 1 d . .
C9A C 0.3496(3) -0.1890(2) 0.16511(18) 0.0695(6) Uani 1 d . .
H9A H 0.2758 -0.1465 0.1643 0.083 Uiso 1 calc . .
C10A C 0.3087(4) -0.2908(3) 0.1234(3) 0.1021(11) Uani 1 d . .
H10A H 0.2088 -0.316 0.0954 0.122 Uiso 1 calc . .
C11A C 0.4157(6) -0.3541(3) 0.1236(3) 0.1125(14) Uani 1 d . .
H11A H 0.3902 -0.4229 0.0944 0.135 Uiso 1 calc . .
C12A C 0.5608(5) -0.3149(2) 0.1673(3) 0.1016(12) Uani 1 d . .
H12A H 0.6357 -0.3562 0.1698 0.122 Uiso 1 calc . .
C13A C 0.5936(3) -0.21235(19) 0.2077(2) 0.0705(6) Uani 1 d . .
H13A H 0.6926 -0.1857 0.2372 0.085 Uiso 1 calc . .
N3A N 0.6280(2) 0.16420(14) 0.33244(11) 0.0530(4) Uani 1 d . .
C14A C 0.5819(4) 0.2279(2) 0.2970(2) 0.0886(9) Uani 1 d . .
H14A H 0.5151 0.2034 0.2404 0.106 Uiso 1 calc . .
C15A C 0.6257(5) 0.3296(3) 0.3379(3) 0.1203(15) Uani 1 d . .
H15A H 0.589 0.3712 0.3088 0.144 Uiso 1 calc . .
C16A C 0.7202(5) 0.3675(3) 0.4187(2) 0.1079(13) Uani 1 d . .
H16A H 0.7464 0.4361 0.4488 0.129 Uiso 1 calc . .
C17A C 0.7776(6) 0.3040(3) 0.4563(2) 0.1239(17) Uani 1 d . .
H17A H 0.8473 0.3279 0.5118 0.149 Uiso 1 calc . .
C18A C 0.7307(5) 0.2023(3) 0.4107(2) 0.1010(12) Uani 1 d . .
H18A H 0.773 0.1589 0.436 0.121 Uiso 1 calc . .
Ni1B Ni -0.02053(4) -0.52434(2) 0.23217(2) 0.04776(9) Uani 1 d . .
Cl2B Cl -0.13067(6) -0.43101(4) 0.35221(3) 0.05989(13) Uani 1 d . .
Cl1B Cl 0.15061(7) -0.70145(4) -0.05825(4) 0.06411(14) Uani 1 d . .
O1B O -0.08651(18) -0.43421(11) 0.15879(9) 0.0546(3) Uani 1 d . .
O2B O 0.06032(18) -0.59274(11) 0.11596(9) 0.0554(3) Uani 1 d . .
C1B C -0.0478(2) -0.46009(13) 0.08426(12) 0.0438(4) Uani 1 d . .
C2B C 0.0342(2) -0.55379(14) 0.05841(12) 0.0442(4) Uani 1 d . .
C3B C 0.0728(2) -0.59007(14) -0.02564(12) 0.0452(4) Uani 1 d . .
N1B N 0.0709(2) -0.62562(12) 0.28580(11) 0.0496(3) Uani 1 d . .
C4B C 0.0805(3) -0.61160(19) 0.37252(16) 0.0666(6) Uani 1 d . .
H4B H 0.0406 -0.5571 0.409 0.08 Uiso 1 calc . .
C5B C 0.1472(5) -0.6746(3) 0.4104(2) 0.0930(10) Uani 1 d . .
H5B H 0.1527 -0.6618 0.4715 0.112 Uiso 1 calc . .
C6B C 0.2049(4) -0.7554(2) 0.3585(2) 0.0889(9) Uani 1 d . .
H6B H 0.2509 -0.7982 0.3833 0.107 Uiso 1 calc . .
C7B C 0.1937(3) -0.7723(2) 0.2685(2) 0.0745(7) Uani 1 d . .
H7B H 0.2295 -0.828 0.2305 0.089 Uiso 1 calc . .
C8B C 0.1289(3) -0.70562(17) 0.23551(15) 0.0596(5) Uani 1 d . .
H8B H 0.1249 -0.7164 0.175 0.072 Uiso 1 calc . .
N2B N -0.2272(2) -0.61961(14) 0.15979(13) 0.0596(4) Uani 1 d . .
C9B C -0.3572(3) -0.5802(2) 0.15879(19) 0.0733(6) Uani 1 d . .
H9B H -0.3548 -0.5116 0.1895 0.088 Uiso 1 calc . .
C10B C -0.4948(3) -0.6362(2) 0.1144(2) 0.0914(9) Uani 1 d . .
H10B H -0.5828 -0.6058 0.1149 0.11 Uiso 1 calc . .
C11B C -0.5000(4) -0.7375(2) 0.0696(2) 0.0938(10) Uani 1 d . .
H11B H -0.5917 -0.7772 0.0414 0.113 Uiso 1 calc . .
C12B C -0.3676(4) -0.7789(2) 0.0674(2) 0.0905(9) Uani 1 d . .
H12B H -0.3672 -0.847 0.0355 0.109 Uiso 1 calc . .
C13B C -0.2342(3) -0.71717(19) 0.11372(19) 0.0761(7) Uani 1 d . .
H13B H -0.1446 -0.7458 0.1124 0.091 Uiso 1 calc . .
N3B N 0.1842(2) -0.42496(14) 0.29181(13) 0.0582(4) Uani 1 d . .
C14B C 0.1788(4) -0.32709(18) 0.31617(19) 0.0722(6) Uani 1 d . .
H14B H 0.0854 -0.3042 0.307 0.087 Uiso 1 calc . .
C15B C 0.3055(5) -0.2581(2) 0.3544(2) 0.0953(10) Uani 1 d . .
H15B H 0.2974 -0.1904 0.37 0.114 Uiso 1 calc . .
C16B C 0.4431(4) -0.2909(3) 0.3690(3) 0.1056(12) Uani 1 d . .
H16B H 0.5299 -0.2458 0.395 0.127 Uiso 1 calc . .
C17B C 0.4517(4) -0.3912(3) 0.3450(3) 0.0975(10) Uani 1 d . .
H17B H 0.5439 -0.4154 0.3547 0.117 Uiso 1 calc . .
C18B C 0.3199(3) -0.4554(2) 0.3059(2) 0.0742(7) Uani 1 d . .
H18B H 0.3259 -0.5235 0.2885 0.089 Uiso 1 calc . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1A O2A 2.0834(12) . ?
Ni1A N1A 2.1041(14) . ?
Ni1A N2A 2.1266(18) . ?
Ni1A O1A 2.1306(12) . ?
Ni1A N3A 2.1457(18) . ?
Ni1A Cl2A 2.3832(5) . ?
Cl1A C3A 1.7294(17) . ?
O1A C1A 1.251(2) . ?
O2A C2A 1.257(2) . ?
C1A C3A 1.399(2) 2_656 ?
C1A C2A 1.534(2) . ?
C2A C3A 1.390(2) . ?
C3A C1A 1.399(2) 2_656 ?
N1A C8A 1.335(2) . ?
N1A C4A 1.338(2) . ?
C4A C5A 1.379(3) . ?
C4A H4A 0.93 . ?
C5A C6A 1.369(3) . ?
C5A H5A 0.93 . ?
C6A C7A 1.372(3) . ?
C6A H6A 0.93 . ?
C7A C8A 1.384(3) . ?
C7A H7A 0.93 . ?
C8A H8A 0.93 . ?
N2A C9A 1.329(3) . ?
N2A C13A 1.331(3) . ?
C9A C10A 1.379(4) . ?
C9A H9A 0.93 . ?
C10A C11A 1.364(6) . ?
C10A H10A 0.93 . ?
C11A C12A 1.365(6) . ?
C11A H11A 0.93 . ?
C12A C13A 1.380(4) . ?
C12A H12A 0.93 . ?
C13A H13A 0.93 . ?
N3A C14A 1.302(4) . ?
N3A C18A 1.332(3) . ?
C14A C15A 1.382(4) . ?
C14A H14A 0.93 . ?
C15A C16A 1.326(6) . ?
C15A H15A 0.93 . ?
C16A C17A 1.351(6) . ?
C16A H16A 0.93 . ?
C17A C18A 1.390(5) . ?
C17A H17A 0.93 . ?
C18A H18A 0.93 . ?
Ni1B O2B 2.0721(13) . ?
Ni1B N1B 2.0916(17) . ?
Ni1B O1B 2.1061(14) . ?
Ni1B N3B 2.1424(19) . ?
Ni1B N2B 2.1462(19) . ?
Ni1B Cl2B 2.3537(5) . ?
Cl1B C3B 1.7284(19) . ?
O1B C1B 1.253(2) . ?
O2B C2B 1.252(2) . ?
C1B C3B 1.391(3) 2_545 ?
C1B C2B 1.534(2) . ?
C2B C3B 1.390(3) . ?
C3B C1B 1.391(3) 2_545 ?
N1B C4B 1.331(3) . ?
N1B C8B 1.342(3) . ?
C4B C5B 1.377(4) . ?
C4B H4B 0.93 . ?
C5B C6B 1.358(4) . ?
C5B H5B 0.93 . ?
C6B C7B 1.372(4) . ?
C6B H6B 0.93 . ?
C7B C8B 1.369(3) . ?
C7B H7B 0.93 . ?
C8B H8B 0.93 . ?
N2B C13B 1.326(3) . ?
N2B C9B 1.334(3) . ?
C9B C10B 1.379(4) . ?
C9B H9B 0.93 . ?
C10B C11B 1.371(4) . ?
C10B H10B 0.93 . ?
C11B C12B 1.369(5) . ?
C11B H11B 0.93 . ?
C12B C13B 1.386(4) . ?
C12B H12B 0.93 . ?
C13B H13B 0.93 . ?
N3B C14B 1.332(3) . ?
N3B C18B 1.334(3) . ?
C14B C15B 1.381(4) . ?
C14B H14B 0.93 . ?
C15B C16B 1.367(6) . ?
C15B H15B 0.93 . ?
C16B C17B 1.370(5) . ?
C16B H16B 0.93 . ?
C17B C18B 1.381(4) . ?
C17B H17B 0.93 . ?
C18B H18B 0.93 . ?

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
O2A Ni1A N1A 93.77(5) . . ?
O2A Ni1A N2A 85.94(6) . . ?
N1A Ni1A N2A 90.69(6) . . ?
O2A Ni1A O1A 77.26(5) . . ?
N1A Ni1A O1A 170.97(5) . . ?
N2A Ni1A O1A 89.72(6) . . ?
O2A Ni1A N3A 89.25(6) . . ?
N1A Ni1A N3A 89.15(6) . . ?
N2A Ni1A N3A 175.17(7) . . ?
O1A Ni1A N3A 89.68(6) . . ?
O2A Ni1A Cl2A 170.20(4) . . ?
N1A Ni1A Cl2A 95.38(4) . . ?
N2A Ni1A Cl2A 90.43(5) . . ?
O1A Ni1A Cl2A 93.64(3) . . ?
N3A Ni1A Cl2A 94.39(5) . . ?
C1A O1A Ni1A 114.74(10) . . ?
C2A O2A Ni1A 116.12(11) . . ?
O1A C1A C3A 125.53(15) . 2_656 ?
O1A C1A C2A 115.92(14) . . ?
C3A C1A C2A 118.55(14) 2_656 . ?
O2A C2A C3A 124.58(15) . . ?
O2A C2A C1A 115.94(14) . . ?
C3A C2A C1A 119.48(14) . . ?
C2A C3A C1A 121.97(15) . 2_656 ?
C2A C3A Cl1A 118.31(12) . . ?
C1A C3A Cl1A 119.70(13) 2_656 . ?
C8A N1A C4A 117.19(16) . . ?
C8A N1A Ni1A 120.95(12) . . ?
C4A N1A Ni1A 121.84(12) . . ?
N1A C4A C5A 122.80(18) . . ?
N1A C4A H4A 118.6 . . ?
C5A C4A H4A 118.6 . . ?
C6A C5A C4A 119.28(19) . . ?
C6A C5A H5A 120.4 . . ?
C4A C5A H5A 120.4 . . ?
C5A C6A C7A 118.86(18) . . ?
C5A C6A H6A 120.6 . . ?
C7A C6A H6A 120.6 . . ?
C6A C7A C8A 118.59(19) . . ?
C6A C7A H7A 120.7 . . ?
C8A C7A H7A 120.7 . . ?
N1A C8A C7A 123.28(18) . . ?
N1A C8A H8A 118.4 . . ?
C7A C8A H8A 118.4 . . ?
C9A N2A C13A 117.5(2) . . ?
C9A N2A Ni1A 121.61(17) . . ?
C13A N2A Ni1A 120.86(16) . . ?
N2A C9A C10A 122.3(3) . . ?
N2A C9A H9A 118.9 . . ?
C10A C9A H9A 118.9 . . ?
C11A C10A C9A 119.6(3) . . ?
C11A C10A H10A 120.2 . . ?
C9A C10A H10A 120.2 . . ?
C10A C11A C12A 118.8(3) . . ?
C10A C11A H11A 120.6 . . ?
C12A C11A H11A 120.6 . . ?
C11A C12A C13A 118.4(3) . . ?
C11A C12A H12A 120.8 . . ?
C13A C12A H12A 120.8 . . ?
N2A C13A C12A 123.4(3) . . ?
N2A C13A H13A 118.3 . . ?
C12A C13A H13A 118.3 . . ?
C14A N3A C18A 115.4(2) . . ?
C14A N3A Ni1A 121.84(17) . . ?
C18A N3A Ni1A 122.7(2) . . ?
N3A C14A C15A 124.3(3) . . ?
N3A C14A H14A 117.9 . . ?
C15A C14A H14A 117.9 . . ?
C16A C15A C14A 119.7(4) . . ?
C16A C15A H15A 120.2 . . ?
C14A C15A H15A 120.2 . . ?
C15A C16A C17A 118.4(3) . . ?
C15A C16A H16A 120.8 . . ?
C17A C16A H16A 120.8 . . ?
C16A C17A C18A 118.9(3) . . ?
C16A C17A H17A 120.5 . . ?
C18A C17A H17A 120.5 . . ?
N3A C18A C17A 123.1(3) . . ?
N3A C18A H18A 118.4 . . ?
C17A C18A H18A 118.4 . . ?
O2B Ni1B N1B 90.47(6) . . ?
O2B Ni1B O1B 78.29(5) . . ?
N1B Ni1B O1B 168.52(6) . . ?
O2B Ni1B N3B 89.08(7) . . ?
N1B Ni1B N3B 91.13(7) . . ?
O1B Ni1B N3B 86.41(7) . . ?
O2B Ni1B N2B 86.98(7) . . ?
N1B Ni1B N2B 93.75(7) . . ?
O1B Ni1B N2B 88.04(7) . . ?
N3B Ni1B N2B 173.75(7) . . ?
O2B Ni1B Cl2B 170.89(4) . . ?
N1B Ni1B Cl2B 98.61(5) . . ?
O1B Ni1B Cl2B 92.67(4) . . ?
N3B Ni1B Cl2B 91.52(5) . . ?
N2B Ni1B Cl2B 91.61(5) . . ?
C1B O1B Ni1B 114.18(12) . . ?
C2B O2B Ni1B 115.23(12) . . ?
O1B C1B C3B 124.83(17) . 2_545 ?
O1B C1B C2B 116.00(16) . . ?
C3B C1B C2B 119.16(16) 2_545 . ?
O2B C2B C3B 124.67(17) . . ?
O2B C2B C1B 116.24(16) . . ?
C3B C2B C1B 119.09(16) . . ?
C2B C3B C1B 121.61(17) . 2_545 ?
C2B C3B Cl1B 118.76(14) . . ?
C1B C3B Cl1B 119.62(14) 2_545 . ?
C4B N1B C8B 116.67(19) . . ?
C4B N1B Ni1B 121.68(15) . . ?
C8B N1B Ni1B 121.59(14) . . ?
N1B C4B C5B 122.6(2) . . ?
N1B C4B H4B 118.7 . . ?
C5B C4B H4B 118.7 . . ?
C6B C5B C4B 119.9(2) . . ?
C6B C5B H5B 120 . . ?
C4B C5B H5B 120 . . ?
C5B C6B C7B 118.4(3) . . ?
C5B C6B H6B 120.8 . . ?
C7B C6B H6B 120.8 . . ?
C8B C7B C6B 118.8(2) . . ?
C8B C7B H7B 120.6 . . ?
C6B C7B H7B 120.6 . . ?
N1B C8B C7B 123.6(2) . . ?
N1B C8B H8B 118.2 . . ?
C7B C8B H8B 118.2 . . ?
C13B N2B C9B 116.9(2) . . ?
C13B N2B Ni1B 123.57(18) . . ?
C9B N2B Ni1B 119.49(16) . . ?
N2B C9B C10B 123.1(3) . . ?
N2B C9B H9B 118.4 . . ?
C10B C9B H9B 118.4 . . ?
C11B C10B C9B 119.1(3) . . ?
C11B C10B H10B 120.5 . . ?
C9B C10B H10B 120.5 . . ?
C12B C11B C10B 118.7(3) . . ?
C12B C11B H11B 120.7 . . ?
C10B C11B H11B 120.7 . . ?
C11B C12B C13B 118.5(3) . . ?
C11B C12B H12B 120.8 . . ?
C13B C12B H12B 120.8 . . ?
N2B C13B C12B 123.7(3) . . ?
N2B C13B H13B 118.2 . . ?
C12B C13B H13B 118.2 . . ?
C14B N3B C18B 117.0(2) . . ?
C14B N3B Ni1B 119.34(19) . . ?
C18B N3B Ni1B 123.66(17) . . ?
N3B C14B C15B 123.0(3) . . ?
N3B C14B H14B 118.5 . . ?
C15B C14B H14B 118.5 . . ?
C16B C15B C14B 119.0(3) . . ?
C16B C15B H15B 120.5 . . ?
C14B C15B H15B 120.5 . . ?
C15B C16B C17B 119.2(3) . . ?
C15B C16B H16B 120.4 . . ?
C17B C16B H16B 120.4 . . ?
C16B C17B C18B 118.2(3) . . ?
C16B C17B H17B 120.9 . . ?
C18B C17B H17B 120.9 . . ?
N3B C18B C17B 123.6(3) . . ?
N3B C18B H18B 118.2 . . ?
C17B C18B H18B 118.2 . . ?

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
Ni1A O1A C1A C3A 179.46(15) . . . 2_656 ?
Ni1A O1A C1A C2A -0.69(19) . . . . ?
Ni1A O2A C2A C3A 178.95(14) . . . . ?
Ni1A O2A C2A C1A -1.4(2) . . . . ?
O1A C1A C2A O2A 1.4(2) . . . . ?
C3A C1A C2A O2A -178.73(16) 2_656 . . . ?
O1A C1A C2A C3A -178.90(17) . . . . ?
C3A C1A C2A C3A 1.0(3) 2_656 . . . ?
O2A C2A C3A C1A 178.67(18) . . . 2_656 ?
C1A C2A C3A C1A -1.0(3) . . . 2_656 ?
O2A C2A C3A Cl1A 0.3(3) . . . . ?
C1A C2A C3A Cl1A -179.39(13) . . . . ?
C8A N1A C4A C5A 0.1(3) . . . . ?
Ni1A N1A C4A C5A 178.82(18) . . . . ?
N1A C4A C5A C6A -0.5(4) . . . . ?
C4A C5A C6A C7A 0.3(4) . . . . ?
C5A C6A C7A C8A 0.2(4) . . . . ?
C4A N1A C8A C7A 0.4(4) . . . . ?
Ni1A N1A C8A C7A -178.3(2) . . . . ?
C6A C7A C8A N1A -0.6(4) . . . . ?
C13A N2A C9A C10A -0.9(4) . . . . ?
Ni1A N2A C9A C10A 176.8(2) . . . . ?
N2A C9A C10A C11A -0.4(5) . . . . ?
C9A C10A C11A C12A 1.6(6) . . . . ?
C10A C11A C12A C13A -1.6(6) . . . . ?
C9A N2A C13A C12A 1.0(4) . . . . ?
Ni1A N2A C13A C12A -176.8(2) . . . . ?
C11A C12A C13A N2A 0.3(5) . . . . ?
C18A N3A C14A C15A -4.0(6) . . . . ?
Ni1A N3A C14A C15A 179.7(3) . . . . ?
N3A C14A C15A C16A -0.3(7) . . . . ?
C14A C15A C16A C17A 3.7(7) . . . . ?
C15A C16A C17A C18A -2.6(7) . . . . ?
C14A N3A C18A C17A 5.2(5) . . . . ?
Ni1A N3A C18A C17A -178.6(3) . . . . ?
C16A C17A C18A N3A -2.0(7) . . . . ?
Ni1B O1B C1B C3B -177.19(15) . . . 2_545 ?
Ni1B O1B C1B C2B 2.3(2) . . . . ?
Ni1B O2B C2B C3B -177.21(15) . . . . ?
Ni1B O2B C2B C1B 2.1(2) . . . . ?
O1B C1B C2B O2B -3.0(3) . . . . ?
C3B C1B C2B O2B 176.45(17) 2_545 . . . ?
O1B C1B C2B C3B 176.35(18) . . . . ?
C3B C1B C2B C3B -4.2(3) 2_545 . . . ?
O2B C2B C3B C1B -176.40(19) . . . 2_545 ?
C1B C2B C3B C1B 4.3(3) . . . 2_545 ?
O2B C2B C3B Cl1B 4.8(3) . . . . ?
C1B C2B C3B Cl1B -174.56(13) . . . . ?
C8B N1B C4B C5B 0.5(4) . . . . ?
Ni1B N1B C4B C5B -176.6(3) . . . . ?
N1B C4B C5B C6B -0.8(6) . . . . ?
C4B C5B C6B C7B -0.5(6) . . . . ?
C5B C6B C7B C8B 1.8(5) . . . . ?
C4B N1B C8B C7B 1.0(4) . . . . ?
Ni1B N1B C8B C7B 178.1(2) . . . . ?
C6B C7B C8B N1B -2.2(5) . . . . ?
C13B N2B C9B C10B 1.5(5) . . . . ?
Ni1B N2B C9B C10B -179.6(3) . . . . ?
N2B C9B C10B C11B 0.6(6) . . . . ?
C9B C10B C11B C12B -2.7(6) . . . . ?
C10B C11B C12B C13B 2.6(6) . . . . ?
C9B N2B C13B C12B -1.5(5) . . . . ?
Ni1B N2B C13B C12B 179.6(3) . . . . ?
C11B C12B C13B N2B -0.5(6) . . . . ?
C18B N3B C14B C15B 0.0(4) . . . . ?
Ni1B N3B C14B C15B -179.5(2) . . . . ?
N3B C14B C15B C16B -0.7(5) . . . . ?
C14B C15B C16B C17B 0.3(6) . . . . ?
C15B C16B C17B C18B 0.6(6) . . . . ?
C14B N3B C18B C17B 0.9(4) . . . . ?
Ni1B N3B C18B C17B -179.5(3) . . . . ?
C16B C17B C18B N3B -1.2(5) . . . . ?

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

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

data_kompleks-54k_2
_database_code_depnum_ccdc_archive 'CCDC 1539001'
_audit_update_record             
;
2017-03-20 deposited with the CCDC.
2017-06-06 downloaded from the CCDC.
;

_audit_creation_date             2015-10-29T14:48:50-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C26 H16 Cl2 N4 Ni O4, C2 H3 N, H2 O'
_chemical_formula_sum            'C28 H21 Cl2 N5 Ni O5'
_chemical_formula_weight         637.09

#==============================================================================

# CRYSTAL DATA

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.9429(5)
_cell_length_b                   13.0412(8)
_cell_length_c                   13.3013(7)
_cell_angle_alpha                101.807(5)
_cell_angle_beta                 109.788(5)
_cell_angle_gamma                110.194(5)
_cell_volume                     1418.63(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7382
_cell_measurement_theta_min      3.7888
_cell_measurement_theta_max      76.1487
_cell_measurement_temperature    293(2)
_exptl_crystal_description       prism
_exptl_crystal_colour            'dark red'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.14
_exptl_crystal_density_diffrn    1.492
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             652
_exptl_absorpt_coefficient_mu    3.124
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.26204
_exptl_absorpt_correction_T_max  1

#==============================================================================

# EXPERIMENTAL DATA

_exptl_special_details           
;
 ?
;
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54179
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4323
_diffrn_reflns_number            13760
_diffrn_reflns_av_R_equivalents  0.0402
_diffrn_reflns_av_unetI/netI     0.03
_diffrn_reflns_theta_min         3.79
_diffrn_reflns_theta_max         76.34
_diffrn_reflns_theta_full        76.34
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.979
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16

#==============================================================================

# STRUCTURE SOLUTION

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#==============================================================================

# REFINEMENT DATA

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total             5828
_reflns_number_gt                5311
_reflns_threshold_expression     >2sigma(I)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0588
_refine_ls_R_factor_gt           0.0558
_refine_ls_wR_factor_ref         0.1667
_refine_ls_goodness_of_fit_ref   1.05
_refine_ls_restrained_S_all      10.748
_refine_ls_number_reflns         5828
_refine_ls_number_parameters     378
_refine_ls_number_restraints     6
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1184P)²+0.2990P] where P=(Fo²+2Fc²)/3'
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.654
_refine_diff_density_min         -0.602
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 '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'

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Ni1 0.3985(4) 0.7327(3) 0.2338(3) 0.0407(15) Uani d . 1 . . Ni
Cl1 0.7226(8) 0.6958(7) 0.5971(5) 0.066(2) Uani d . 1 . . Cl
Cl2 0.4115(9) 0.3522(6) 0.0804(6) 0.065(2) Uani d . 1 . . Cl
O1 0.3952(19) 0.5742(14) 0.1698(13) 0.047(3) Uani d . 1 . . O
O2 0.516(2) 0.7132(15) 0.3841(13) 0.048(4) Uani d . 1 . . O
O3 0.762(3) 0.483(2) 0.507(2) 0.069(5) Uani d . 1 . . O
O4 0.620(3) 0.3339(19) 0.291(2) 0.068(5) Uani d . 1 . . O
C1 0.472(2) 0.5434(19) 0.2451(18) 0.041(4) Uani d . 1 . . C
C2 0.545(2) 0.626(2) 0.3694(19) 0.042(4) Uani d . 1 . . C
C3 0.638(3) 0.601(2) 0.4561(19) 0.047(5) Uani d . 1 . . C
C4 0.671(3) 0.504(2) 0.434(2) 0.049(5) Uani d . 1 . . C
C5 0.591(3) 0.418(2) 0.309(2) 0.048(5) Uani d . 1 . . C
C6 0.494(3) 0.444(2) 0.222(2) 0.046(5) Uani d . 1 . . C
N1 0.619(2) 0.8322(18) 0.2395(17) 0.048(4) Uani d . 1 . . N
N2 0.437(2) 0.9022(17) 0.3129(16) 0.045(4) Uani d . 1 . . N
C7 0.705(3) 0.790(3) 0.203(3) 0.059(6) Uani d . 1 . . C
H7 0.6663 0.7089 0.1725 0.071 Uiso calc R 1 . . H
C8 0.851(4) 0.862(4) 0.210(4) 0.081(10) Uani d . 1 . . C
H8 0.9081 0.8309 0.1825 0.098 Uiso calc R 1 . . H
C9 0.908(4) 0.981(4) 0.258(4) 0.090(12) Uani d . 1 . . C
H9 1.0052 1.0313 0.2635 0.108 Uiso calc R 1 . . H
C10 0.820(4) 1.026(3) 0.297(3) 0.074(8) Uani d . 1 . . C
H10 0.8587 1.1066 0.33 0.089 Uiso calc R 1 . . H
C11 0.675(3) 0.949(2) 0.287(2) 0.052(5) Uani d . 1 . . C
C12 0.572(3) 0.988(2) 0.325(2) 0.048(5) Uani d . 1 . . C
C13 0.609(4) 1.106(2) 0.371(3) 0.062(6) Uani d . 1 . . C
H13 0.7024 1.1637 0.3783 0.074 Uiso calc R 1 . . H
C14 0.508(4) 1.136(2) 0.406(3) 0.062(6) Uani d . 1 . . C
H14 0.5305 1.2138 0.4362 0.075 Uiso calc R 1 . . H
C15 0.372(3) 1.048(3) 0.396(2) 0.059(6) Uani d . 1 . . C
H15 0.3029 1.0653 0.4206 0.071 Uiso calc R 1 . . H
C16 0.341(3) 0.933(2) 0.348(2) 0.052(5) Uani d . 1 . . C
H16 0.2486 0.8734 0.3406 0.063 Uiso calc R 1 . . H
N3 0.257(2) 0.7191(17) 0.0704(16) 0.043(4) Uani d . 1 . . N
N4 0.173(2) 0.6541(17) 0.2236(16) 0.043(4) Uani d . 1 . . N
C17 0.308(3) 0.752(3) -0.004(2) 0.055(6) Uani d . 1 . . C
H17 0.4176 0.7858 0.0176 0.066 Uiso calc R 1 . . H
C18 0.205(4) 0.737(3) -0.112(2) 0.064(7) Uani d . 1 . . C
H18 0.2447 0.7605 -0.1622 0.077 Uiso calc R 1 . . H
C19 0.044(4) 0.687(3) -0.144(2) 0.065(7) Uani d . 1 . . C
H19 -0.0282 0.6767 -0.2165 0.078 Uiso calc R 1 . . H
C20 -0.011(3) 0.652(3) -0.069(2) 0.056(6) Uani d . 1 . . C
H20 -0.1202 0.6177 -0.0894 0.067 Uiso calc R 1 . . H
C21 0.098(3) 0.669(2) 0.0384(19) 0.044(4) Uani d . 1 . . C
C22 0.051(3) 0.6328(19) 0.1249(19) 0.043(4) Uani d . 1 . . C
C23 -0.107(3) 0.581(2) 0.107(2) 0.054(5) Uani d . 1 . . C
H23 -0.1897 0.5643 0.0368 0.065 Uiso calc R 1 . . H
C24 -0.137(3) 0.555(3) 0.195(3) 0.066(7) Uani d . 1 . . C
H24 -0.2421 0.5212 0.1849 0.079 Uiso calc R 1 . . H
C25 -0.014(4) 0.578(3) 0.296(3) 0.063(7) Uani d . 1 . . C
H25 -0.0334 0.5624 0.3562 0.076 Uiso calc R 1 . . H
C26 0.140(3) 0.626(2) 0.307(2) 0.052(5) Uani d . 1 . . C
H26 0.2245 0.6395 0.3747 0.063 Uiso calc R 1 . . H
N5 1.101(16) 0.963(19) 0.097(18) 0.46(16) Uani d D 1 . . N
C27 1.221(14) 1.029(15) 0.094(9) 0.24(7) Uani d D 1 . . C
C28 1.365(11) 1.051(6) 0.072(7) 0.18(4) Uani d D 1 . . C
H27B 1.4402 1.1325 0.1115 0.277 Uiso calc RD 1 . . H
H27A 1.3324 1.0305 -0.0086 0.277 Uiso calc RD 1 . . H
H27C 1.4138 1.0042 0.0999 0.277 Uiso calc R 1 . . H
O5 0.920(3) 0.327(2) 0.403(2) 0.075(6) Uani d D 1 . . O
H5B 1.01(6) 0.38(5) 0.42(4) 0.09(14) Uiso d . 1 . . H
H5A 0.86(5) 0.36(4) 0.40(4) 0.07(11) Uiso d . 1 . . H



#==============================================================================

# MOLECULAR GEOMETRY

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 O1 . 2.052(17) ?
Ni1 O2 . 2.063(15) ?
Ni1 N4 . 2.065(18) ?
Ni1 N2 . 2.08(2) ?
Ni1 N3 . 2.082(18) ?
Ni1 N1 . 2.091(19) ?
Cl1 C3 . 1.74(2) ?
Cl2 C6 . 1.74(2) ?
O1 C1 . 1.27(3) ?
O2 C2 . 1.26(3) ?
O3 C4 . 1.23(3) ?
O4 C5 . 1.23(3) ?
C1 C6 . 1.37(3) ?
C1 C2 . 1.53(3) ?
C2 C3 . 1.39(3) ?
C3 C4 . 1.41(4) ?
C4 C5 . 1.55(4) ?
C5 C6 . 1.42(3) ?
N1 C7 . 1.33(3) ?
N1 C11 . 1.35(3) ?
N2 C16 . 1.34(3) ?
N2 C12 . 1.34(3) ?
C7 C8 . 1.39(4) ?
C7 H7 . 0.93 ?
C8 C9 . 1.37(6) ?
C8 H8 . 0.93 ?
C9 C10 . 1.38(5) ?
C9 H9 . 0.93 ?
C10 C11 . 1.38(4) ?
C10 H10 . 0.93 ?
C11 C12 . 1.48(4) ?
C12 C13 . 1.39(4) ?
C13 C14 . 1.38(4) ?
C13 H13 . 0.93 ?
C14 C15 . 1.38(4) ?
C14 H14 . 0.93 ?
C15 C16 . 1.38(4) ?
C15 H15 . 0.93 ?
C16 H16 . 0.93 ?
N3 C17 . 1.34(3) ?
N3 C21 . 1.35(3) ?
N4 C26 . 1.34(3) ?
N4 C22 . 1.35(3) ?
C17 C18 . 1.38(4) ?
C17 H17 . 0.93 ?
C18 C19 . 1.38(4) ?
C18 H18 . 0.93 ?
C19 C20 . 1.38(4) ?
C19 H19 . 0.93 ?
C20 C21 . 1.39(3) ?
C20 H20 . 0.93 ?
C21 C22 . 1.48(3) ?
C22 C23 . 1.38(3) ?
C23 C24 . 1.39(4) ?
C23 H23 . 0.93 ?
C24 C25 . 1.37(4) ?
C24 H24 . 0.93 ?
C25 C26 . 1.38(4) ?
C25 H25 . 0.93 ?
C26 H26 . 0.93 ?
N5 C27 . 1.23(9) ?
C27 C28 . 1.50(10) ?
C28 H27B . 0.96 ?
C28 H27A . 0.96 ?
C28 H27C . 0.96 ?
O5 H5B . 0.9(5) ?
O5 H5A . 0.8(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
O1 Ni1 O2 79.5(6) . . ?
O1 Ni1 N4 92.6(7) . . ?
O2 Ni1 N4 95.8(7) . . ?
O1 Ni1 N2 171.7(7) . . ?
O2 Ni1 N2 95.2(7) . . ?
N4 Ni1 N2 94.3(8) . . ?
O1 Ni1 N3 91.7(7) . . ?
O2 Ni1 N3 169.5(7) . . ?
N4 Ni1 N3 78.9(7) . . ?
N2 Ni1 N3 94.2(7) . . ?
O1 Ni1 N1 94.7(8) . . ?
O2 Ni1 N1 89.9(7) . . ?
N4 Ni1 N1 171.4(8) . . ?
N2 Ni1 N1 78.8(8) . . ?
N3 Ni1 N1 96.4(8) . . ?
C1 O1 Ni1 114.5(14) . . ?
C2 O2 Ni1 114.0(14) . . ?
O1 C1 C6 125(2) . . ?
O1 C1 C2 115.7(19) . . ?
C6 C1 C2 119.4(19) . . ?
O2 C2 C3 125(2) . . ?
O2 C2 C1 115.9(18) . . ?
C3 C2 C1 119(2) . . ?
C2 C3 C4 123(2) . . ?
C2 C3 Cl1 118.5(19) . . ?
C4 C3 Cl1 118.7(17) . . ?
O3 C4 C3 125(3) . . ?
O3 C4 C5 116(2) . . ?
C3 C4 C5 118.2(19) . . ?
O4 C5 C6 125(3) . . ?
O4 C5 C4 118(2) . . ?
C6 C5 C4 118(2) . . ?
C1 C6 C5 123(2) . . ?
C1 C6 Cl2 119.0(17) . . ?
C5 C6 Cl2 117.8(18) . . ?
C7 N1 C11 119(2) . . ?
C7 N1 Ni1 125.8(18) . . ?
C11 N1 Ni1 114.7(16) . . ?
C16 N2 C12 118(2) . . ?
C16 N2 Ni1 126.7(17) . . ?
C12 N2 Ni1 115.1(16) . . ?
N1 C7 C8 122(3) . . ?
N1 C7 H7 118.9 . . ?
C8 C7 H7 118.9 . . ?
C9 C8 C7 118(3) . . ?
C9 C8 H8 120.9 . . ?
C7 C8 H8 120.9 . . ?
C8 C9 C10 120(3) . . ?
C8 C9 H9 120 . . ?
C10 C9 H9 120 . . ?
C9 C10 C11 119(3) . . ?
C9 C10 H10 120.5 . . ?
C11 C10 H10 120.5 . . ?
N1 C11 C10 121(3) . . ?
N1 C11 C12 115(2) . . ?
C10 C11 C12 124(3) . . ?
N2 C12 C13 122(2) . . ?
N2 C12 C11 116(2) . . ?
C13 C12 C11 122(2) . . ?
C14 C13 C12 119(3) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
C15 C14 C13 119(3) . . ?
C15 C14 H14 120.5 . . ?
C13 C14 H14 120.5 . . ?
C14 C15 C16 119(3) . . ?
C14 C15 H15 120.7 . . ?
C16 C15 H15 120.7 . . ?
N2 C16 C15 123(2) . . ?
N2 C16 H16 118.4 . . ?
C15 C16 H16 118.4 . . ?
C17 N3 C21 118.7(19) . . ?
C17 N3 Ni1 126.5(16) . . ?
C21 N3 Ni1 114.8(14) . . ?
C26 N4 C22 119.0(19) . . ?
C26 N4 Ni1 125.3(16) . . ?
C22 N4 Ni1 115.7(15) . . ?
N3 C17 C18 123(2) . . ?
N3 C17 H17 118.6 . . ?
C18 C17 H17 118.6 . . ?
C19 C18 C17 119(2) . . ?
C19 C18 H18 120.7 . . ?
C17 C18 H18 120.7 . . ?
C18 C19 C20 119(2) . . ?
C18 C19 H19 120.3 . . ?
C20 C19 H19 120.3 . . ?
C19 C20 C21 119(2) . . ?
C19 C20 H20 120.4 . . ?
C21 C20 H20 120.4 . . ?
N3 C21 C20 121(2) . . ?
N3 C21 C22 115.5(18) . . ?
C20 C21 C22 123(2) . . ?
N4 C22 C23 122(2) . . ?
N4 C22 C21 115.1(19) . . ?
C23 C22 C21 123(2) . . ?
C22 C23 C24 118(2) . . ?
C22 C23 H23 120.9 . . ?
C24 C23 H23 120.9 . . ?
C25 C24 C23 120(2) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C24 C25 C26 118(2) . . ?
C24 C25 H25 120.8 . . ?
C26 C25 H25 120.8 . . ?
N4 C26 C25 122(2) . . ?
N4 C26 H26 118.9 . . ?
C25 C26 H26 118.9 . . ?
N5 C27 C28 151(10) . . ?
C27 C28 H27B 109.5 . . ?
C27 C28 H27A 109.5 . . ?
H27B C28 H27A 109.5 . . ?
C27 C28 H27C 109.5 . . ?
H27B C28 H27C 109.5 . . ?
H27A C28 H27C 109.5 . . ?
H5B O5 H5A 106(10) . . ?

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
O2 Ni1 O1 C1 -5.0(15) . . . . ?
N4 Ni1 O1 C1 -100.5(15) . . . . ?
N2 Ni1 O1 C1 46(5) . . . . ?
N3 Ni1 O1 C1 -179.4(15) . . . . ?
N1 Ni1 O1 C1 84.0(16) . . . . ?
O1 Ni1 O2 C2 6.6(15) . . . . ?
N4 Ni1 O2 C2 98.2(16) . . . . ?
N2 Ni1 O2 C2 -166.9(16) . . . . ?
N3 Ni1 O2 C2 39(5) . . . . ?
N1 Ni1 O2 C2 -88.2(16) . . . . ?
Ni1 O1 C1 C6 -176.3(17) . . . . ?
Ni1 O1 C1 C2 3(2) . . . . ?
Ni1 O2 C2 C3 172.3(18) . . . . ?
Ni1 O2 C2 C1 -7(2) . . . . ?
O1 C1 C2 O2 3(3) . . . . ?
C6 C1 C2 O2 -178(2) . . . . ?
O1 C1 C2 C3 -176.6(19) . . . . ?
C6 C1 C2 C3 3(3) . . . . ?
O2 C2 C3 C4 -177(2) . . . . ?
C1 C2 C3 C4 2(3) . . . . ?
O2 C2 C3 Cl1 0(3) . . . . ?
C1 C2 C3 Cl1 179.3(15) . . . . ?
C2 C3 C4 O3 175(2) . . . . ?
Cl1 C3 C4 O3 -3(4) . . . . ?
C2 C3 C4 C5 -5(3) . . . . ?
Cl1 C3 C4 C5 178.0(16) . . . . ?
O3 C4 C5 O4 1(3) . . . . ?
C3 C4 C5 O4 -180(2) . . . . ?
O3 C4 C5 C6 -176(2) . . . . ?
C3 C4 C5 C6 3(3) . . . . ?
O1 C1 C6 C5 175(2) . . . . ?
C2 C1 C6 C5 -4(3) . . . . ?
O1 C1 C6 Cl2 0(3) . . . . ?
C2 C1 C6 Cl2 -179.3(15) . . . . ?
O4 C5 C6 C1 -176(2) . . . . ?
C4 C5 C6 C1 2(3) . . . . ?
O4 C5 C6 Cl2 -1(3) . . . . ?
C4 C5 C6 Cl2 176.5(16) . . . . ?
O1 Ni1 N1 C7 3(2) . . . . ?
O2 Ni1 N1 C7 83(2) . . . . ?
N4 Ni1 N1 C7 -145(5) . . . . ?
N2 Ni1 N1 C7 178(2) . . . . ?
N3 Ni1 N1 C7 -89(2) . . . . ?
O1 Ni1 N1 C11 -175.4(17) . . . . ?
O2 Ni1 N1 C11 -95.9(17) . . . . ?
N4 Ni1 N1 C11 36(6) . . . . ?
N2 Ni1 N1 C11 -0.6(17) . . . . ?
N3 Ni1 N1 C11 92.4(18) . . . . ?
O1 Ni1 N2 C16 -141(4) . . . . ?
O2 Ni1 N2 C16 -91(2) . . . . ?
N4 Ni1 N2 C16 5(2) . . . . ?
N3 Ni1 N2 C16 84(2) . . . . ?
N1 Ni1 N2 C16 180(2) . . . . ?
O1 Ni1 N2 C12 41(5) . . . . ?
O2 Ni1 N2 C12 91.0(16) . . . . ?
N4 Ni1 N2 C12 -172.7(16) . . . . ?
N3 Ni1 N2 C12 -93.6(16) . . . . ?
N1 Ni1 N2 C12 2.2(16) . . . . ?
C11 N1 C7 C8 -2(4) . . . . ?
Ni1 N1 C7 C8 180(3) . . . . ?
N1 C7 C8 C9 1(6) . . . . ?
C7 C8 C9 C10 0(7) . . . . ?
C8 C9 C10 C11 0(7) . . . . ?
C7 N1 C11 C10 1(4) . . . . ?
Ni1 N1 C11 C10 180(3) . . . . ?
C7 N1 C11 C12 -180(2) . . . . ?
Ni1 N1 C11 C12 -1(3) . . . . ?
C9 C10 C11 N1 0(5) . . . . ?
C9 C10 C11 C12 -179(3) . . . . ?
C16 N2 C12 C13 -1(4) . . . . ?
Ni1 N2 C12 C13 177(2) . . . . ?
C16 N2 C12 C11 179(2) . . . . ?
Ni1 N2 C12 C11 -3(3) . . . . ?
N1 C11 C12 N2 3(3) . . . . ?
C10 C11 C12 N2 -178(3) . . . . ?
N1 C11 C12 C13 -177(2) . . . . ?
C10 C11 C12 C13 2(4) . . . . ?
N2 C12 C13 C14 1(4) . . . . ?
C11 C12 C13 C14 -179(3) . . . . ?
C12 C13 C14 C15 1(4) . . . . ?
C13 C14 C15 C16 -2(4) . . . . ?
C12 N2 C16 C15 1(4) . . . . ?
Ni1 N2 C16 C15 -177.2(19) . . . . ?
C14 C15 C16 N2 1(4) . . . . ?
O1 Ni1 N3 C17 -86(2) . . . . ?
O2 Ni1 N3 C17 -118(4) . . . . ?
N4 Ni1 N3 C17 -178(2) . . . . ?
N2 Ni1 N3 C17 88(2) . . . . ?
N1 Ni1 N3 C17 9(2) . . . . ?
O1 Ni1 N3 C21 91.9(16) . . . . ?
O2 Ni1 N3 C21 60(4) . . . . ?
N4 Ni1 N3 C21 -0.4(16) . . . . ?
N2 Ni1 N3 C21 -94.0(16) . . . . ?
N1 Ni1 N3 C21 -173.2(16) . . . . ?
O1 Ni1 N4 C26 90(2) . . . . ?
O2 Ni1 N4 C26 11(2) . . . . ?
N2 Ni1 N4 C26 -85(2) . . . . ?
N3 Ni1 N4 C26 -178(2) . . . . ?
N1 Ni1 N4 C26 -121(5) . . . . ?
O1 Ni1 N4 C22 -91.1(16) . . . . ?
O2 Ni1 N4 C22 -170.7(16) . . . . ?
N2 Ni1 N4 C22 93.6(17) . . . . ?
N3 Ni1 N4 C22 0.1(16) . . . . ?
N1 Ni1 N4 C22 58(6) . . . . ?
C21 N3 C17 C18 1(4) . . . . ?
Ni1 N3 C17 C18 178(2) . . . . ?
N3 C17 C18 C19 0(5) . . . . ?
C17 C18 C19 C20 -1(5) . . . . ?
C18 C19 C20 C21 0(5) . . . . ?
C17 N3 C21 C20 -1(4) . . . . ?
Ni1 N3 C21 C20 -179(2) . . . . ?
C17 N3 C21 C22 179(2) . . . . ?
Ni1 N3 C21 C22 1(2) . . . . ?
C19 C20 C21 N3 0(4) . . . . ?
C19 C20 C21 C22 -179(3) . . . . ?
C26 N4 C22 C23 -1(4) . . . . ?
Ni1 N4 C22 C23 -179.8(19) . . . . ?
C26 N4 C22 C21 179(2) . . . . ?
Ni1 N4 C22 C21 0(3) . . . . ?
N3 C21 C22 N4 -1(3) . . . . ?
C20 C21 C22 N4 179(2) . . . . ?
N3 C21 C22 C23 179(2) . . . . ?
C20 C21 C22 C23 -1(4) . . . . ?
N4 C22 C23 C24 2(4) . . . . ?
C21 C22 C23 C24 -178(2) . . . . ?
C22 C23 C24 C25 -1(5) . . . . ?
C23 C24 C25 C26 -1(5) . . . . ?
C22 N4 C26 C25 -1(4) . . . . ?
Ni1 N4 C26 C25 177(2) . . . . ?
C24 C25 C26 N4 3(5) . . . . ?



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

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

data_mnpy_16k
_database_code_depnum_ccdc_archive 'CCDC 1538997'
_audit_update_record             
;
2017-03-20 deposited with the CCDC.
2017-06-06 downloaded from the CCDC.
;

_audit_creation_date             2015-03-16T16:25:24-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C36 H30 Cl4 Mn2 N6 O4'
_chemical_formula_sum            'C36 H30 Cl4 Mn2 N6 O4'
_chemical_formula_weight         862.34
_chemical_compound_source        'synthesis as described'

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

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,-y,-z

_cell_length_a                   9.2556(3)
_cell_length_b                   14.8268(6)
_cell_length_c                   16.1754(6)
_cell_angle_alpha                111.483(4)
_cell_angle_beta                 100.810(3)
_cell_angle_gamma                92.223(3)
_cell_volume                     2014.82(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9074
_cell_measurement_theta_min      3.005
_cell_measurement_theta_max      75.8189
_cell_measurement_wavelength     1.54179

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

_exptl_crystal_description       prism
_exptl_crystal_colour            'dark red'
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.09
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             876
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    7.908
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.69703
_exptl_absorpt_correction_T_max  1

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

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54179
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_detector_area_resol_mean 10.4323
_diffrn_orient_matrix_ub_11      0.0501834
_diffrn_orient_matrix_ub_12      0.0382112
_diffrn_orient_matrix_ub_13      0.1044032
_diffrn_orient_matrix_ub_21      0.0527214
_diffrn_orient_matrix_ub_22      -0.099385
_diffrn_orient_matrix_ub_23      -0.0072909
_diffrn_orient_matrix_ub_31      0.1543327
_diffrn_orient_matrix_ub_32      0.0361451
_diffrn_orient_matrix_ub_33      -0.0063098
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_unetI/netI     0.0496
_diffrn_reflns_number            19576
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.008
_diffrn_reflns_theta_max         75.993
_diffrn_reflns_theta_full        67.68
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_ful 1
_diffrn_reflns_point_group_measured_fraction_max 0.985
_reflns_number_total             8305
_reflns_number_gt                7193
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

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

_atom_sites_solution_hydrogens   geom

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

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0412P)²+0.0988P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_coef       0.00025(8)
_refine_ls_number_reflns         8305
_refine_ls_number_parameters     470
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0328
_refine_ls_wR_factor_ref         0.0878
_refine_ls_wR_factor_gt          0.083
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.3
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.042

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

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn -0.5299 2.8052 '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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
NI1A Mn 0.55225(3) -0.00417(2) 0.25052(2) 0.04169(8) Uani 1 d . .
Cl2A Cl 0.39192(5) 0.01798(4) 0.12432(3) 0.04732(11) Uani 1 d . .
Cl1A Cl 0.83092(6) -0.04839(6) 0.53912(4) 0.0753(2) Uani 1 d . .
O1A O 0.38816(14) 0.01279(11) 0.33902(9) 0.0492(3) Uani 1 d . .
O2A O 0.66260(15) -0.02778(12) 0.37345(9) 0.0522(3) Uani 1 d . .
C1A C 0.43291(19) 0.00849(13) 0.41515(11) 0.0386(3) Uani 1 d . .
C2A C 0.59297(19) -0.01584(13) 0.43509(11) 0.0390(3) Uani 1 d . .
C3A C 0.6506(2) -0.02262(15) 0.51845(12) 0.0433(4) Uani 1 d . .
N1A N 0.75885(17) -0.02559(13) 0.19317(11) 0.0481(4) Uani 1 d . .
C4A C 0.7524(2) -0.03197(17) 0.10798(14) 0.0516(4) Uani 1 d . .
H4A H 0.6616 -0.0289 0.0734 0.062 Uiso 1 calc . .
C5A C 0.8743(2) -0.0429(2) 0.06897(16) 0.0617(6) Uani 1 d . .
H5A H 0.8653 -0.0481 0.0091 0.074 Uiso 1 calc . .
C6A C 1.0086(2) -0.0457(2) 0.11995(18) 0.0658(6) Uani 1 d . .
H6A H 1.0926 -0.0522 0.0954 0.079 Uiso 1 calc . .
C7A C 1.0179(2) -0.0389(2) 0.20791(18) 0.0647(6) Uani 1 d . .
H7A H 1.1081 -0.0404 0.2439 0.078 Uiso 1 calc . .
C8A C 0.8904(2) -0.02969(19) 0.24159(14) 0.0577(5) Uani 1 d . .
H8A H 0.8964 -0.0262 0.3007 0.069 Uiso 1 calc . .
N2A N 0.4927(2) -0.17098(14) 0.19085(13) 0.0547(4) Uani 1 d . .
C9A C 0.3577(3) -0.2117(2) 0.1437(2) 0.0819(8) Uani 1 d . .
H9A H 0.2852 -0.1718 0.1369 0.098 Uiso 1 calc . .
C10A C 0.3210(5) -0.3127(3) 0.1039(3) 0.1187(15) Uani 1 d . .
H10A H 0.225 -0.3393 0.0717 0.142 Uiso 1 calc . .
C11A C 0.4255(6) -0.3716(3) 0.1123(4) 0.1198(16) Uani 1 d . .
H11A H 0.4028 -0.4391 0.0853 0.144 Uiso 1 calc . .
C12A C 0.5632(5) -0.3312(2) 0.1603(4) 0.1094(14) Uani 1 d . .
H12A H 0.6372 -0.3702 0.1672 0.131 Uiso 1 calc . .
C13A C 0.5922(3) -0.2308(2) 0.1989(3) 0.0778(8) Uani 1 d . .
H13A H 0.6872 -0.2035 0.2327 0.093 Uiso 1 calc . .
N3A N 0.6445(2) 0.15795(15) 0.33147(13) 0.0605(5) Uani 1 d . .
C14A C 0.5869(4) 0.2265(2) 0.3068(2) 0.0814(8) Uani 1 d . .
H14A H 0.511 0.2077 0.2551 0.098 Uiso 1 calc . .
C15A C 0.6337(6) 0.3248(3) 0.3540(3) 0.1176(15) Uani 1 d . .
H15A H 0.5894 0.3708 0.3344 0.141 Uiso 1 calc . .
C16A C 0.7442(6) 0.3533(3) 0.4287(3) 0.1243(19) Uani 1 d . .
H16A H 0.777 0.4192 0.4613 0.149 Uiso 1 calc . .
C17A C 0.8071(5) 0.2846(3) 0.4557(2) 0.1134(16) Uani 1 d . .
H17A H 0.8836 0.3026 0.5071 0.136 Uiso 1 calc . .
C18A C 0.7549(4) 0.1870(3) 0.4052(2) 0.0875(9) Uani 1 d . .
H18A H 0.7985 0.14 0.4234 0.105 Uiso 1 calc . .
NI1B Mn -0.02674(4) -0.52385(2) 0.24307(2) 0.04806(9) Uani 1 d . .
Cl2B Cl -0.13033(6) -0.43518(4) 0.37060(4) 0.06342(14) Uani 1 d . .
Cl1B Cl 0.14506(8) -0.69793(4) -0.05751(4) 0.07278(17) Uani 1 d . .
O1B O -0.08635(19) -0.43511(11) 0.15944(10) 0.0567(3) Uani 1 d . .
O2B O 0.0494(2) -0.59353(11) 0.11455(10) 0.0596(4) Uani 1 d . .
C1B C -0.0483(2) -0.46052(14) 0.08479(13) 0.0452(4) Uani 1 d . .
C2B C 0.0293(2) -0.55371(14) 0.05798(13) 0.0453(4) Uani 1 d . .
C3B C 0.0698(2) -0.58869(14) -0.02552(13) 0.0476(4) Uani 1 d . .
N1B N 0.0802(2) -0.63950(12) 0.28428(12) 0.0519(4) Uani 1 d . .
C4B C 0.0971(3) -0.63487(18) 0.36986(17) 0.0636(6) Uani 1 d . .
H4B H 0.0639 -0.5829 0.412 0.076 Uiso 1 calc . .
C5B C 0.1616(4) -0.7037(2) 0.3983(2) 0.0832(8) Uani 1 d . .
H5B H 0.1735 -0.6972 0.4586 0.1 Uiso 1 calc . .
C6B C 0.2078(4) -0.7818(2) 0.3366(2) 0.0851(9) Uani 1 d . .
H6B H 0.2504 -0.8296 0.3541 0.102 Uiso 1 calc . .
C7B C 0.1902(4) -0.7880(2) 0.2489(2) 0.0749(7) Uani 1 d . .
H7B H 0.2202 -0.8405 0.2056 0.09 Uiso 1 calc . .
C8B C 0.1276(3) -0.71594(17) 0.22514(16) 0.0596(5) Uani 1 d . .
H8B H 0.1178 -0.7205 0.1654 0.072 Uiso 1 calc . .
N2B N -0.2476(2) -0.62431(14) 0.16697(13) 0.0614(5) Uani 1 d . .
C9B C -0.3752(3) -0.5861(2) 0.1695(2) 0.0750(7) Uani 1 d . .
H9B H -0.3717 -0.5194 0.2015 0.09 Uiso 1 calc . .
C10B C -0.5118(4) -0.6392(2) 0.1278(2) 0.0890(9) Uani 1 d . .
H10B H -0.5978 -0.6088 0.131 0.107 Uiso 1 calc . .
C11B C -0.5185(4) -0.7381(2) 0.0812(2) 0.0871(9) Uani 1 d . .
H11B H -0.6094 -0.7762 0.0531 0.105 Uiso 1 calc . .
C12B C -0.3905(4) -0.7789(2) 0.0769(2) 0.0879(9) Uani 1 d . .
H12B H -0.3923 -0.8455 0.0449 0.106 Uiso 1 calc . .
C13B C -0.2575(3) -0.72089(19) 0.1204(2) 0.0762(7) Uani 1 d . .
H13B H -0.1705 -0.7501 0.1174 0.091 Uiso 1 calc . .
N3B N 0.1975(2) -0.42166(15) 0.30150(15) 0.0641(5) Uani 1 d . .
C14B C 0.1949(4) -0.3271(2) 0.3162(2) 0.0836(8) Uani 1 d . .
H14B H 0.1048 -0.3053 0.3007 0.1 Uiso 1 calc . .
C15B C 0.3206(6) -0.2604(3) 0.3533(3) 0.1126(14) Uani 1 d . .
H15B H 0.3147 -0.195 0.3629 0.135 Uiso 1 calc . .
C16B C 0.4531(5) -0.2915(3) 0.3756(3) 0.1200(17) Uani 1 d . .
H16B H 0.539 -0.2476 0.4008 0.144 Uiso 1 calc . .
C17B C 0.4586(4) -0.3871(3) 0.3608(3) 0.1126(14) Uani 1 d . .
H17B H 0.5482 -0.4101 0.3751 0.135 Uiso 1 calc . .
C18B C 0.3284(3) -0.4499(2) 0.3240(2) 0.0834(8) Uani 1 d . .
H18B H 0.3327 -0.5154 0.3144 0.1 Uiso 1 calc . .



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

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
NI1A O2A 2.2125(13) . ?
NI1A O1A 2.2362(12) . ?
NI1A N1A 2.2616(15) . ?
NI1A N2A 2.3018(19) . ?
NI1A N3A 2.310(2) . ?
NI1A Cl2A 2.4227(5) . ?
Cl1A C3A 1.7255(19) . ?
O1A C1A 1.249(2) . ?
O2A C2A 1.250(2) . ?
C1A C3A 1.398(2) 2_656 ?
C1A C2A 1.542(2) . ?
C2A C3A 1.395(2) . ?
C3A C1A 1.398(2) 2_656 ?
N1A C8A 1.335(3) . ?
N1A C4A 1.336(3) . ?
C4A C5A 1.380(3) . ?
C4A H4A 0.93 . ?
C5A C6A 1.369(3) . ?
C5A H5A 0.93 . ?
C6A C7A 1.375(4) . ?
C6A H6A 0.93 . ?
C7A C8A 1.381(3) . ?
C7A H7A 0.93 . ?
C8A H8A 0.93 . ?
N2A C13A 1.324(3) . ?
N2A C9A 1.325(3) . ?
C9A C10A 1.394(5) . ?
C9A H9A 0.93 . ?
C10A C11A 1.350(7) . ?
C10A H10A 0.93 . ?
C11A C12A 1.348(7) . ?
C11A H11A 0.93 . ?
C12A C13A 1.380(5) . ?
C12A H12A 0.93 . ?
C13A H13A 0.93 . ?
N3A C14A 1.317(4) . ?
N3A C18A 1.335(4) . ?
C14A C15A 1.381(4) . ?
C14A H14A 0.93 . ?
C15A C16A 1.346(7) . ?
C15A H15A 0.93 . ?
C16A C17A 1.358(7) . ?
C16A H16A 0.93 . ?
C17A C18A 1.388(5) . ?
C17A H17A 0.93 . ?
C18A H18A 0.93 . ?
NI1B O2B 2.2178(15) . ?
NI1B O1B 2.2239(15) . ?
NI1B N1B 2.2550(18) . ?
NI1B N2B 2.322(2) . ?
NI1B N3B 2.338(2) . ?
NI1B Cl2B 2.3993(6) . ?
Cl1B C3B 1.728(2) . ?
O1B C1B 1.249(2) . ?
O2B C2B 1.249(2) . ?
C1B C3B 1.394(3) 2_545 ?
C1B C2B 1.539(3) . ?
C2B C3B 1.388(3) . ?
C3B C1B 1.394(3) 2_545 ?
N1B C4B 1.339(3) . ?
N1B C8B 1.340(3) . ?
C4B C5B 1.378(4) . ?
C4B H4B 0.93 . ?
C5B C6B 1.367(4) . ?
C5B H5B 0.93 . ?
C6B C7B 1.366(4) . ?
C6B H6B 0.93 . ?
C7B C8B 1.375(3) . ?
C7B H7B 0.93 . ?
C8B H8B 0.93 . ?
N2B C9B 1.330(4) . ?
N2B C13B 1.342(3) . ?
C9B C10B 1.373(4) . ?
C9B H9B 0.93 . ?
C10B C11B 1.374(5) . ?
C10B H10B 0.93 . ?
C11B C12B 1.353(5) . ?
C11B H11B 0.93 . ?
C12B C13B 1.379(4) . ?
C12B H12B 0.93 . ?
C13B H13B 0.93 . ?
N3B C18B 1.326(4) . ?
N3B C14B 1.336(4) . ?
C14B C15B 1.380(5) . ?
C14B H14B 0.93 . ?
C15B C16B 1.359(7) . ?
C15B H15B 0.93 . ?
C16B C17B 1.354(6) . ?
C16B H16B 0.93 . ?
C17B C18B 1.383(5) . ?
C17B H17B 0.93 . ?
C18B H18B 0.93 . ?

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
O2A NI1A O1A 72.73(5) . . ?
O2A NI1A N1A 91.89(5) . . ?
O1A NI1A N1A 164.57(6) . . ?
O2A NI1A N2A 83.89(7) . . ?
O1A NI1A N2A 90.54(6) . . ?
N1A NI1A N2A 88.88(6) . . ?
O2A NI1A N3A 85.52(7) . . ?
O1A NI1A N3A 89.14(6) . . ?
N1A NI1A N3A 88.52(7) . . ?
N2A NI1A N3A 169.01(8) . . ?
O2A NI1A Cl2A 170.02(4) . . ?
O1A NI1A Cl2A 97.63(4) . . ?
N1A NI1A Cl2A 97.79(4) . . ?
N2A NI1A Cl2A 93.82(5) . . ?
N3A NI1A Cl2A 97.11(6) . . ?
C1A O1A NI1A 117.03(11) . . ?
C2A O2A NI1A 117.93(12) . . ?
O1A C1A C3A 125.32(16) . 2_656 ?
O1A C1A C2A 116.07(14) . . ?
C3A C1A C2A 118.60(15) 2_656 . ?
O2A C2A C3A 124.58(16) . . ?
O2A C2A C1A 115.97(15) . . ?
C3A C2A C1A 119.45(14) . . ?
C2A C3A C1A 121.94(16) . 2_656 ?
C2A C3A Cl1A 118.24(13) . . ?
C1A C3A Cl1A 119.81(14) 2_656 . ?
C8A N1A C4A 117.46(17) . . ?
C8A N1A NI1A 122.94(13) . . ?
C4A N1A NI1A 119.57(13) . . ?
N1A C4A C5A 122.9(2) . . ?
N1A C4A H4A 118.5 . . ?
C5A C4A H4A 118.5 . . ?
C6A C5A C4A 118.8(2) . . ?
C6A C5A H5A 120.6 . . ?
C4A C5A H5A 120.6 . . ?
C5A C6A C7A 119.2(2) . . ?
C5A C6A H6A 120.4 . . ?
C7A C6A H6A 120.4 . . ?
C6A C7A C8A 118.5(2) . . ?
C6A C7A H7A 120.7 . . ?
C8A C7A H7A 120.7 . . ?
N1A C8A C7A 123.1(2) . . ?
N1A C8A H8A 118.5 . . ?
C7A C8A H8A 118.5 . . ?
C13A N2A C9A 116.8(2) . . ?
C13A N2A NI1A 121.98(18) . . ?
C9A N2A NI1A 121.14(19) . . ?
N2A C9A C10A 122.0(3) . . ?
N2A C9A H9A 119 . . ?
C10A C9A H9A 119 . . ?
C11A C10A C9A 119.6(4) . . ?
C11A C10A H10A 120.2 . . ?
C9A C10A H10A 120.2 . . ?
C12A C11A C10A 119.0(3) . . ?
C12A C11A H11A 120.5 . . ?
C10A C11A H11A 120.5 . . ?
C11A C12A C13A 118.6(4) . . ?
C11A C12A H12A 120.7 . . ?
C13A C12A H12A 120.7 . . ?
N2A C13A C12A 123.9(3) . . ?
N2A C13A H13A 118.1 . . ?
C12A C13A H13A 118.1 . . ?
C14A N3A C18A 117.0(3) . . ?
C14A N3A NI1A 120.38(18) . . ?
C18A N3A NI1A 122.6(2) . . ?
N3A C14A C15A 123.2(4) . . ?
N3A C14A H14A 118.4 . . ?
C15A C14A H14A 118.4 . . ?
C16A C15A C14A 119.2(5) . . ?
C16A C15A H15A 120.4 . . ?
C14A C15A H15A 120.4 . . ?
C15A C16A C17A 119.2(3) . . ?
C15A C16A H16A 120.4 . . ?
C17A C16A H16A 120.4 . . ?
C16A C17A C18A 118.6(4) . . ?
C16A C17A H17A 120.7 . . ?
C18A C17A H17A 120.7 . . ?
N3A C18A C17A 122.7(4) . . ?
N3A C18A H18A 118.6 . . ?
C17A C18A H18A 118.6 . . ?
O2B NI1B O1B 72.78(5) . . ?
O2B NI1B N1B 85.25(6) . . ?
O1B NI1B N1B 157.75(6) . . ?
O2B NI1B N2B 85.75(7) . . ?
O1B NI1B N2B 88.72(7) . . ?
N1B NI1B N2B 93.22(7) . . ?
O2B NI1B N3B 88.13(7) . . ?
O1B NI1B N3B 85.41(7) . . ?
N1B NI1B N3B 90.49(8) . . ?
N2B NI1B N3B 172.55(7) . . ?
O2B NI1B Cl2B 171.44(5) . . ?
O1B NI1B Cl2B 98.92(4) . . ?
N1B NI1B Cl2B 103.15(5) . . ?
N2B NI1B Cl2B 92.07(5) . . ?
N3B NI1B Cl2B 93.38(5) . . ?
C1B O1B NI1B 117.37(13) . . ?
C2B O2B NI1B 117.72(13) . . ?
O1B C1B C3B 125.39(18) . 2_545 ?
O1B C1B C2B 116.14(17) . . ?
C3B C1B C2B 118.47(17) 2_545 . ?
O2B C2B C3B 124.53(19) . . ?
O2B C2B C1B 115.92(17) . . ?
C3B C2B C1B 119.54(17) . . ?
C2B C3B C1B 121.93(18) . 2_545 ?
C2B C3B Cl1B 118.69(15) . . ?
C1B C3B Cl1B 119.36(15) 2_545 . ?
C4B N1B C8B 117.0(2) . . ?
C4B N1B NI1B 120.74(15) . . ?
C8B N1B NI1B 122.25(15) . . ?
N1B C4B C5B 122.9(2) . . ?
N1B C4B H4B 118.6 . . ?
C5B C4B H4B 118.6 . . ?
C6B C5B C4B 119.2(3) . . ?
C6B C5B H5B 120.4 . . ?
C4B C5B H5B 120.4 . . ?
C7B C6B C5B 118.6(3) . . ?
C7B C6B H6B 120.7 . . ?
C5B C6B H6B 120.7 . . ?
C6B C7B C8B 119.4(2) . . ?
C6B C7B H7B 120.3 . . ?
C8B C7B H7B 120.3 . . ?
N1B C8B C7B 122.8(2) . . ?
N1B C8B H8B 118.6 . . ?
C7B C8B H8B 118.6 . . ?
C9B N2B C13B 116.1(2) . . ?
C9B N2B NI1B 119.44(17) . . ?
C13B N2B NI1B 124.4(2) . . ?
N2B C9B C10B 124.1(3) . . ?
N2B C9B H9B 118 . . ?
C10B C9B H9B 118 . . ?
C9B C10B C11B 118.5(3) . . ?
C9B C10B H10B 120.7 . . ?
C11B C10B H10B 120.7 . . ?
C12B C11B C10B 118.8(3) . . ?
C12B C11B H11B 120.6 . . ?
C10B C11B H11B 120.6 . . ?
C11B C12B C13B 119.4(3) . . ?
C11B C12B H12B 120.3 . . ?
C13B C12B H12B 120.3 . . ?
N2B C13B C12B 123.1(3) . . ?
N2B C13B H13B 118.5 . . ?
C12B C13B H13B 118.5 . . ?
C18B N3B C14B 116.8(3) . . ?
C18B N3B NI1B 124.87(19) . . ?
C14B N3B NI1B 118.3(2) . . ?
N3B C14B C15B 122.7(4) . . ?
N3B C14B H14B 118.7 . . ?
C15B C14B H14B 118.7 . . ?
C16B C15B C14B 119.2(4) . . ?
C16B C15B H15B 120.4 . . ?
C14B C15B H15B 120.4 . . ?
C17B C16B C15B 119.2(4) . . ?
C17B C16B H16B 120.4 . . ?
C15B C16B H16B 120.4 . . ?
C16B C17B C18B 118.6(4) . . ?
C16B C17B H17B 120.7 . . ?
C18B C17B H17B 120.7 . . ?
N3B C18B C17B 123.6(3) . . ?
N3B C18B H18B 118.2 . . ?
C17B C18B H18B 118.2 . . ?

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
NI1A O1A C1A C3A 176.36(15) . . . 2_656 ?
NI1A O1A C1A C2A -4.5(2) . . . . ?
NI1A O2A C2A C3A -176.23(15) . . . . ?
NI1A O2A C2A C1A 3.4(2) . . . . ?
O1A C1A C2A O2A 0.8(3) . . . . ?
C3A C1A C2A O2A 179.97(18) 2_656 . . . ?
O1A C1A C2A C3A -179.55(18) . . . . ?
C3A C1A C2A C3A -0.3(3) 2_656 . . . ?
O2A C2A C3A C1A -179.99(19) . . . 2_656 ?
C1A C2A C3A C1A 0.4(3) . . . 2_656 ?
O2A C2A C3A Cl1A 0.5(3) . . . . ?
C1A C2A C3A Cl1A -179.16(13) . . . . ?
C8A N1A C4A C5A 0.3(4) . . . . ?
NI1A N1A C4A C5A 178.51(19) . . . . ?
N1A C4A C5A C6A -1.1(4) . . . . ?
C4A C5A C6A C7A 0.8(4) . . . . ?
C5A C6A C7A C8A 0.2(4) . . . . ?
C4A N1A C8A C7A 0.8(4) . . . . ?
NI1A N1A C8A C7A -177.3(2) . . . . ?
C6A C7A C8A N1A -1.1(4) . . . . ?
C13A N2A C9A C10A -0.2(5) . . . . ?
NI1A N2A C9A C10A 177.4(3) . . . . ?
N2A C9A C10A C11A -0.7(7) . . . . ?
C9A C10A C11A C12A 0.9(8) . . . . ?
C10A C11A C12A C13A -0.1(7) . . . . ?
C9A N2A C13A C12A 1.0(5) . . . . ?
NI1A N2A C13A C12A -176.5(3) . . . . ?
C11A C12A C13A N2A -0.9(6) . . . . ?
C18A N3A C14A C15A -1.0(5) . . . . ?
NI1A N3A C14A C15A 177.8(3) . . . . ?
N3A C14A C15A C16A 0.5(6) . . . . ?
C14A C15A C16A C17A 0.1(7) . . . . ?
C15A C16A C17A C18A 0.0(6) . . . . ?
C14A N3A C18A C17A 1.1(5) . . . . ?
NI1A N3A C18A C17A -177.7(3) . . . . ?
C16A C17A C18A N3A -0.6(6) . . . . ?
NI1B O1B C1B C3B -176.83(16) . . . 2_545 ?
NI1B O1B C1B C2B 2.8(2) . . . . ?
NI1B O2B C2B C3B -179.59(16) . . . . ?
NI1B O2B C2B C1B -0.6(2) . . . . ?
O1B C1B C2B O2B -1.5(3) . . . . ?
C3B C1B C2B O2B 178.15(19) 2_545 . . . ?
O1B C1B C2B C3B 177.56(18) . . . . ?
C3B C1B C2B C3B -2.8(3) 2_545 . . . ?
O2B C2B C3B C1B -178.1(2) . . . 2_545 ?
C1B C2B C3B C1B 2.9(3) . . . 2_545 ?
O2B C2B C3B Cl1B 3.4(3) . . . . ?
C1B C2B C3B Cl1B -175.57(14) . . . . ?
C8B N1B C4B C5B 0.8(4) . . . . ?
NI1B N1B C4B C5B 179.9(2) . . . . ?
N1B C4B C5B C6B -1.5(5) . . . . ?
C4B C5B C6B C7B 0.9(5) . . . . ?
C5B C6B C7B C8B 0.3(5) . . . . ?
C4B N1B C8B C7B 0.5(4) . . . . ?
NI1B N1B C8B C7B -178.6(2) . . . . ?
C6B C7B C8B N1B -1.1(5) . . . . ?
C13B N2B C9B C10B -0.2(5) . . . . ?
NI1B N2B C9B C10B -179.2(3) . . . . ?
N2B C9B C10B C11B 0.7(6) . . . . ?
C9B C10B C11B C12B -1.1(6) . . . . ?
C10B C11B C12B C13B 1.1(6) . . . . ?
C9B N2B C13B C12B 0.2(5) . . . . ?
NI1B N2B C13B C12B 179.1(2) . . . . ?
C11B C12B C13B N2B -0.6(5) . . . . ?
C18B N3B C14B C15B -0.4(5) . . . . ?
NI1B N3B C14B C15B 177.8(3) . . . . ?
N3B C14B C15B C16B 0.4(6) . . . . ?
C14B C15B C16B C17B 0.1(7) . . . . ?
C15B C16B C17B C18B -0.5(7) . . . . ?
C14B N3B C18B C17B -0.1(5) . . . . ?
NI1B N3B C18B C17B -178.1(3) . . . . ?
C16B C17B C18B N3B 0.5(6) . . . . ?

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

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

data_82k
_database_code_depnum_ccdc_archive 'CCDC 1539002'
_audit_update_record             
;
2017-03-20 deposited with the CCDC.
2017-06-06 downloaded from the CCDC.
;

_audit_creation_date             2016-01-13T10:01:10-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         '2(C18 H8 Cl2 Mn N2 O4), 2(C H3 O0.50)'
_chemical_formula_sum            'C38 H22 Cl4 Mn2 N4 O9'
_chemical_formula_weight         930.28

#==============================================================================

# CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'I 1 2/a 1'
_symmetry_space_group_name_Hall  '-I 2ya'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   14.2239(4)
_cell_length_b                   14.4704(4)
_cell_length_c                   20.2197(6)
_cell_angle_alpha                90
_cell_angle_beta                 103.441(3)
_cell_angle_gamma                90
_cell_volume                     4047.73(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3771
_cell_measurement_theta_min      3.4496
_cell_measurement_theta_max      75.7013
_cell_measurement_temperature    293(2)
_exptl_crystal_description       rod
_exptl_crystal_colour            'dark red'
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.09
_exptl_crystal_density_diffrn    1.527
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1872.0
_exptl_absorpt_coefficient_mu    8.006
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.43261
_exptl_absorpt_correction_T_max  1

#==============================================================================

# EXPERIMENTAL DATA

_exptl_special_details           
;
 ?
;
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4323
_diffrn_reflns_number            11111
_diffrn_reflns_av_R_equivalents  0.0301
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_theta_min         3.79
_diffrn_reflns_theta_max         75.89
_diffrn_reflns_theta_full        75.89
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       22

#==============================================================================

# STRUCTURE SOLUTION

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#==============================================================================

# REFINEMENT DATA

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total             4171
_reflns_number_gt                3422
_reflns_threshold_expression     >2sigma(I)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.064
_refine_ls_R_factor_gt           0.0551
_refine_ls_wR_factor_ref         0.1739
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_refine_ls_number_reflns         4171
_refine_ls_number_parameters     259
_refine_ls_number_restraints     32
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1293P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_shift/su_max          0.01
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.845
_refine_diff_density_min         -0.396
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn -0.5299 2.8052 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 '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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Mn1 0.02485(3) 0.15715(3) 0.32701(2) 0.05795(19) Uani d . 1 . . Mn
Cl1 -0.24883(7) 0.15886(6) 0.10688(4) 0.0694(2) Uani d . 1 . . Cl
Cl2 0.22220(9) 0.45191(6) 0.30307(8) 0.1012(4) Uani d . 1 . . Cl
O1 -0.09397(16) 0.23423(17) 0.35273(11) 0.0658(5) Uani d . 1 . . O
O2 -0.09242(17) 0.15518(14) 0.23673(12) 0.0611(5) Uani d . 1 . . O
C1 -0.1696(2) 0.24382(19) 0.30728(14) 0.0550(6) Uani d . 1 . . C
C2 -0.1683(2) 0.19854(18) 0.23857(15) 0.0538(6) Uani d . 1 . . C
C3 -0.2488(2) 0.2086(2) 0.18465(15) 0.0562(6) Uani d . 1 . . C
O3 0.13016(17) 0.11535(16) 0.26923(12) 0.0664(5) Uani d . 1 . . O
O4 0.10635(18) 0.28120(16) 0.31331(13) 0.0694(6) Uani d . 1 . . O
C4 0.1884(2) 0.17476(19) 0.25827(14) 0.0532(6) Uani d . 1 . . C
C5 0.1744(2) 0.2720(2) 0.28423(14) 0.0544(6) Uani d . 1 . . C
C6 0.2366(3) 0.3416(2) 0.27433(18) 0.0615(7) Uani d . 1 . . C
N1 0.0885(2) 0.1579(2) 0.43957(15) 0.0669(7) Uani d . 1 . . N
N2 0.0371(2) 0.00888(19) 0.36027(13) 0.0615(6) Uani d . 1 . . N
C7 0.1110(4) 0.2328(4) 0.4779(3) 0.0996(14) Uani d . 1 . . C
H7 0.0986 0.2909 0.4582 0.12 Uiso calc R 1 . . H
C8 0.1532(5) 0.2255(7) 0.5475(3) 0.131(3) Uani d . 1 . . C
H8 0.1703 0.2789 0.5732 0.157 Uiso calc R 1 . . H
C9 0.1686(4) 0.1447(7) 0.5769(2) 0.124(3) Uani d . 1 . . C
H9 0.1945 0.1412 0.6235 0.149 Uiso calc R 1 . . H
C10 0.1464(3) 0.0631(5) 0.53878(18) 0.0931(15) Uani d . 1 . . C
C11 0.1043(2) 0.0742(3) 0.46857(15) 0.0636(8) Uani d . 1 . . C
C12 0.0792(2) -0.0050(2) 0.42687(16) 0.0612(7) Uani d . 1 . . C
C13 0.0976(3) -0.0944(3) 0.4555(2) 0.0853(12) Uani d . 1 . . C
C14 0.0723(4) -0.1699(3) 0.4114(4) 0.1095(19) Uani d . 1 . . C
H14 0.0826 -0.2299 0.428 0.131 Uiso calc R 1 . . H
C15 0.0335(5) -0.1555(3) 0.3455(4) 0.1065(17) Uani d . 1 . . C
H15 0.018 -0.2054 0.316 0.128 Uiso calc R 1 . . H
C16 0.0161(3) -0.0653(3) 0.3208(2) 0.0842(11) Uani d . 1 . . C
H16 -0.0114 -0.0569 0.2748 0.101 Uiso calc R 1 . . H
C17 0.1628(3) -0.0305(6) 0.5654(2) 0.116(2) Uani d . 1 . . C
H17 0.1897 -0.0392 0.6115 0.139 Uiso calc R 1 . . H
C18 0.1411(4) -0.1010(5) 0.5268(3) 0.110(2) Uani d . 1 . . C
H18 0.1541 -0.1595 0.5458 0.133 Uiso calc R 1 . . H
O5 0.0664(15) 0.5775(17) 0.4588(8) 0.266(8) Uani d PDU 0.5 . . O
H5 0.065 0.6328 0.4674 0.398 Uiso calc PR 0.5 . . H
C19 0.003(2) 0.559(3) 0.3954(11) 0.266(8) Uani d PDU 0.5 . . C
H19A -0.0593 0.5869 0.3958 0.319 Uiso calc PR 0.5 . . H
H19B 0.0273 0.5906 0.3605 0.319 Uiso calc PR 0.5 . . H
C20 -0.013(2) 0.471(2) 0.3769(11) 0.266(8) Uani d PDU 0.5 . . C
H20C 0.0344 0.4513 0.3527 0.398 Uiso calc PR 0.5 . . H
H20A -0.0764 0.4643 0.3479 0.398 Uiso calc PR 0.5 . . H
H20B -0.0077 0.433 0.4166 0.398 Uiso calc PR 0.5 . . H



#==============================================================================

# MOLECULAR GEOMETRY

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Mn1 O2 . 2.168(2) ?
Mn1 O1 . 2.186(2) ?
Mn1 O3 . 2.188(2) ?
Mn1 O4 . 2.189(2) ?
Mn1 N2 . 2.243(3) ?
Mn1 N1 . 2.246(3) ?
Cl1 C3 . 1.729(3) ?
Cl2 C6 . 1.727(3) ?
O1 C1 . 1.250(4) ?
O2 C2 . 1.257(4) ?
C1 C3 7_455 1.391(4) ?
C1 C2 . 1.540(4) ?
C2 C3 . 1.393(4) ?
C3 C1 7_455 1.391(4) ?
O3 C4 . 1.249(4) ?
O4 C5 . 1.250(4) ?
C4 C6 7 1.399(5) ?
C4 C5 . 1.531(4) ?
C5 C6 . 1.386(4) ?
C6 C4 7 1.398(5) ?
N1 C7 . 1.327(5) ?
N1 C11 . 1.341(5) ?
N2 C16 . 1.329(5) ?
N2 C12 . 1.355(4) ?
C7 C8 . 1.400(9) ?
C7 H7 . 0.93 ?
C8 C9 . 1.307(10) ?
C8 H8 . 0.93 ?
C9 C10 . 1.406(10) ?
C9 H9 . 0.93 ?
C10 C11 . 1.416(5) ?
C10 C17 . 1.456(9) ?
C11 C12 . 1.419(5) ?
C12 C13 . 1.417(5) ?
C13 C14 . 1.404(9) ?
C13 C18 . 1.432(8) ?
C14 C15 . 1.335(10) ?
C14 H14 . 0.93 ?
C15 C16 . 1.398(7) ?
C15 H15 . 0.93 ?
C16 H16 . 0.93 ?
C17 C18 . 1.278(9) ?
C17 H17 . 0.93 ?
C18 H18 . 0.93 ?
O5 C19 . 1.413(17) ?
O5 H5 . 0.82 ?
C19 C20 . 1.34(4) ?
C19 H19A . 0.97 ?
C19 H19B . 0.97 ?
C20 H20C . 0.96 ?
C20 H20A . 0.96 ?
C20 H20B . 0.96 ?

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
O2 Mn1 O1 73.80(8) . . ?
O2 Mn1 O3 92.01(9) . . ?
O1 Mn1 O3 158.60(9) . . ?
O2 Mn1 O4 103.34(9) . . ?
O1 Mn1 O4 94.20(9) . . ?
O3 Mn1 O4 73.18(9) . . ?
O2 Mn1 N2 103.35(9) . . ?
O1 Mn1 N2 115.30(10) . . ?
O3 Mn1 N2 83.13(10) . . ?
O4 Mn1 N2 144.65(10) . . ?
O2 Mn1 N1 154.65(11) . . ?
O1 Mn1 N1 84.74(10) . . ?
O3 Mn1 N1 112.18(10) . . ?
O4 Mn1 N1 91.35(10) . . ?
N2 Mn1 N1 73.49(10) . . ?
C1 O1 Mn1 117.6(2) . . ?
C2 O2 Mn1 117.8(2) . . ?
O1 C1 C3 124.6(3) . 7_455 ?
O1 C1 C2 115.3(3) . . ?
C3 C1 C2 120.1(2) 7_455 . ?
O2 C2 C3 125.8(3) . . ?
O2 C2 C1 115.5(2) . . ?
C3 C2 C1 118.8(3) . . ?
C1 C3 C2 121.1(3) 7_455 . ?
C1 C3 Cl1 119.3(2) 7_455 . ?
C2 C3 Cl1 119.6(2) . . ?
C4 O3 Mn1 118.0(2) . . ?
C5 O4 Mn1 117.6(2) . . ?
O3 C4 C6 125.2(3) . 7 ?
O3 C4 C5 115.3(3) . . ?
C6 C4 C5 119.5(3) 7 . ?
O4 C5 C6 125.5(3) . . ?
O4 C5 C4 115.8(3) . . ?
C6 C5 C4 118.7(3) . . ?
C5 C6 C4 121.8(3) . 7 ?
C5 C6 Cl2 119.6(3) . . ?
C4 C6 Cl2 118.6(2) 7 . ?
C7 N1 C11 119.2(4) . . ?
C7 N1 Mn1 125.6(3) . . ?
C11 N1 Mn1 115.2(2) . . ?
C16 N2 C12 117.5(3) . . ?
C16 N2 Mn1 127.0(3) . . ?
C12 N2 Mn1 115.2(2) . . ?
N1 C7 C8 121.0(6) . . ?
N1 C7 H7 119.5 . . ?
C8 C7 H7 119.5 . . ?
C9 C8 C7 120.7(6) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C8 C9 C10 120.7(5) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C9 C10 C11 116.3(5) . . ?
C9 C10 C17 125.7(5) . . ?
C11 C10 C17 118.1(5) . . ?
N1 C11 C10 122.0(4) . . ?
N1 C11 C12 118.4(3) . . ?
C10 C11 C12 119.6(4) . . ?
N2 C12 C13 122.6(4) . . ?
N2 C12 C11 117.6(3) . . ?
C13 C12 C11 119.8(3) . . ?
C14 C13 C12 117.0(4) . . ?
C14 C13 C18 125.1(5) . . ?
C12 C13 C18 117.9(5) . . ?
C15 C14 C13 119.9(4) . . ?
C15 C14 H14 120 . . ?
C13 C14 H14 120 . . ?
C14 C15 C16 120.0(5) . . ?
C14 C15 H15 120 . . ?
C16 C15 H15 120 . . ?
N2 C16 C15 122.9(5) . . ?
N2 C16 H16 118.5 . . ?
C15 C16 H16 118.5 . . ?
C18 C17 C10 121.4(4) . . ?
C18 C17 H17 119.3 . . ?
C10 C17 H17 119.3 . . ?
C17 C18 C13 123.2(5) . . ?
C17 C18 H18 118.4 . . ?
C13 C18 H18 118.4 . . ?
C19 O5 H5 109.5 . . ?
C20 C19 O5 118(3) . . ?
C20 C19 H19A 107.9 . . ?
O5 C19 H19A 107.9 . . ?
C20 C19 H19B 107.9 . . ?
O5 C19 H19B 107.9 . . ?
H19A C19 H19B 107.2 . . ?
C19 C20 H20C 109.5 . . ?
C19 C20 H20A 109.5 . . ?
H20C C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20C C20 H20B 109.5 . . ?
H20A C20 H20B 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
O2 Mn1 O1 C1 -1.4(2) . . . . ?
O3 Mn1 O1 C1 48.7(4) . . . . ?
O4 Mn1 O1 C1 101.3(2) . . . . ?
N2 Mn1 O1 C1 -98.8(2) . . . . ?
N1 Mn1 O1 C1 -167.8(2) . . . . ?
O1 Mn1 O2 C2 2.5(2) . . . . ?
O3 Mn1 O2 C2 -161.2(2) . . . . ?
O4 Mn1 O2 C2 -88.0(2) . . . . ?
N2 Mn1 O2 C2 115.4(2) . . . . ?
N1 Mn1 O2 C2 35.8(3) . . . . ?
Mn1 O1 C1 C3 -179.5(2) . . . 7_455 ?
Mn1 O1 C1 C2 0.4(3) . . . . ?
Mn1 O2 C2 C3 176.7(2) . . . . ?
Mn1 O2 C2 C1 -3.1(3) . . . . ?
O1 C1 C2 O2 1.8(4) . . . . ?
C3 C1 C2 O2 -178.3(3) 7_455 . . . ?
O1 C1 C2 C3 -178.0(3) . . . . ?
C3 C1 C2 C3 1.9(4) 7_455 . . . ?
O2 C2 C3 C1 178.3(3) . . . 7_455 ?
C1 C2 C3 C1 -1.9(4) . . . 7_455 ?
O2 C2 C3 Cl1 -0.1(4) . . . . ?
C1 C2 C3 Cl1 179.7(2) . . . . ?
O2 Mn1 O3 C4 106.8(2) . . . . ?
O1 Mn1 O3 C4 59.3(4) . . . . ?
O4 Mn1 O3 C4 3.5(2) . . . . ?
N2 Mn1 O3 C4 -150.0(2) . . . . ?
N1 Mn1 O3 C4 -81.0(2) . . . . ?
O2 Mn1 O4 C5 -91.6(2) . . . . ?
O1 Mn1 O4 C5 -165.9(2) . . . . ?
O3 Mn1 O4 C5 -3.5(2) . . . . ?
N2 Mn1 O4 C5 46.5(3) . . . . ?
N1 Mn1 O4 C5 109.3(2) . . . . ?
Mn1 O3 C4 C6 176.2(2) . . . 7 ?
Mn1 O3 C4 C5 -3.1(3) . . . . ?
Mn1 O4 C5 C6 -176.5(2) . . . . ?
Mn1 O4 C5 C4 3.2(3) . . . . ?
O3 C4 C5 O4 -0.1(4) . . . . ?
C6 C4 C5 O4 -179.4(3) 7 . . . ?
O3 C4 C5 C6 179.6(3) . . . . ?
C6 C4 C5 C6 0.3(5) 7 . . . ?
O4 C5 C6 C4 179.4(3) . . . 7 ?
C4 C5 C6 C4 -0.3(5) . . . 7 ?
O4 C5 C6 Cl2 -0.4(5) . . . . ?
C4 C5 C6 Cl2 179.9(2) . . . . ?
O2 Mn1 N1 C7 -91.8(4) . . . . ?
O1 Mn1 N1 C7 -59.8(4) . . . . ?
O3 Mn1 N1 C7 106.6(4) . . . . ?
O4 Mn1 N1 C7 34.3(4) . . . . ?
N2 Mn1 N1 C7 -178.2(4) . . . . ?
O2 Mn1 N1 C11 88.4(3) . . . . ?
O1 Mn1 N1 C11 120.4(2) . . . . ?
O3 Mn1 N1 C11 -73.2(3) . . . . ?
O4 Mn1 N1 C11 -145.5(2) . . . . ?
N2 Mn1 N1 C11 2.0(2) . . . . ?
O2 Mn1 N2 C16 29.5(3) . . . . ?
O1 Mn1 N2 C16 107.7(3) . . . . ?
O3 Mn1 N2 C16 -61.0(3) . . . . ?
O4 Mn1 N2 C16 -108.6(3) . . . . ?
N1 Mn1 N2 C16 -176.6(3) . . . . ?
O2 Mn1 N2 C12 -157.2(2) . . . . ?
O1 Mn1 N2 C12 -79.0(2) . . . . ?
O3 Mn1 N2 C12 112.4(2) . . . . ?
O4 Mn1 N2 C12 64.7(3) . . . . ?
N1 Mn1 N2 C12 -3.3(2) . . . . ?
C11 N1 C7 C8 1.7(7) . . . . ?
Mn1 N1 C7 C8 -178.1(4) . . . . ?
N1 C7 C8 C9 -2.1(10) . . . . ?
C7 C8 C9 C10 2.3(10) . . . . ?
C8 C9 C10 C11 -2.0(8) . . . . ?
C8 C9 C10 C17 178.2(5) . . . . ?
C7 N1 C11 C10 -1.5(6) . . . . ?
Mn1 N1 C11 C10 178.4(2) . . . . ?
C7 N1 C11 C12 179.6(3) . . . . ?
Mn1 N1 C11 C12 -0.6(4) . . . . ?
C9 C10 C11 N1 1.6(5) . . . . ?
C17 C10 C11 N1 -178.6(3) . . . . ?
C9 C10 C11 C12 -179.5(4) . . . . ?
C17 C10 C11 C12 0.4(5) . . . . ?
C16 N2 C12 C13 -2.4(5) . . . . ?
Mn1 N2 C12 C13 -176.4(2) . . . . ?
C16 N2 C12 C11 178.1(3) . . . . ?
Mn1 N2 C12 C11 4.2(4) . . . . ?
N1 C11 C12 N2 -2.4(4) . . . . ?
C10 C11 C12 N2 178.6(3) . . . . ?
N1 C11 C12 C13 178.1(3) . . . . ?
C10 C11 C12 C13 -0.9(5) . . . . ?
N2 C12 C13 C14 1.4(5) . . . . ?
C11 C12 C13 C14 -179.1(4) . . . . ?
N2 C12 C13 C18 -179.1(3) . . . . ?
C11 C12 C13 C18 0.4(5) . . . . ?
C12 C13 C14 C15 0.5(7) . . . . ?
C18 C13 C14 C15 -178.9(5) . . . . ?
C13 C14 C15 C16 -1.4(9) . . . . ?
C12 N2 C16 C15 1.5(6) . . . . ?
Mn1 N2 C16 C15 174.6(4) . . . . ?
C14 C15 C16 N2 0.4(8) . . . . ?
C9 C10 C17 C18 -179.4(5) . . . . ?
C11 C10 C17 C18 0.7(7) . . . . ?
C10 C17 C18 C13 -1.3(8) . . . . ?
C14 C13 C18 C17 -179.8(5) . . . . ?
C12 C13 C18 C17 0.8(7) . . . . ?

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
C15 H15 O2 0.93 2.62 3.409(5) 143.3 4_445



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

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

data_mo_cro_cu2cah2o2bpy2a
_database_code_depnum_ccdc_archive 'CCDC 1539003'
_audit_update_record             
;
2017-03-20 deposited with the CCDC.
2017-06-06 downloaded from the CCDC.
;

_audit_creation_date             2015-10-29T12:05:02-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C18.81 H16.42 Cl2 Co N2 O5'
_chemical_formula_sum            'C18.81 H16.42 Cl2 Co N2 O5'
_chemical_formula_weight         480.26

#==============================================================================

# CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   12.1676(14)
_cell_length_b                   20.804(2)
_cell_length_c                   8.437(2)
_cell_angle_alpha                90
_cell_angle_beta                 98.687(2)
_cell_angle_gamma                90
_cell_volume                     2111.2(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2434
_cell_measurement_theta_min      2.92
_cell_measurement_theta_max      27.58
_cell_measurement_temperature    100(2)
_exptl_crystal_description       prism
_exptl_crystal_colour            'dark red'
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_crystal_density_diffrn    1.511
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1052
_exptl_absorpt_coefficient_mu    1.098
_exptl_absorpt_correction_type   none

#==============================================================================

# EXPERIMENTAL DATA

_exptl_special_details           
;
 ?
;
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'ω scans'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_reflns_number            27823
_diffrn_reflns_av_R_equivalents  0.0836
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_theta_min         2.92
_diffrn_reflns_theta_max         27.58
_diffrn_reflns_theta_full        27.58
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10

#==============================================================================

# STRUCTURE SOLUTION

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#==============================================================================

# REFINEMENT DATA

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total             2434
_reflns_number_gt                1990
_reflns_threshold_expression     >2sigma(I)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0598
_refine_ls_R_factor_gt           0.0437
_refine_ls_wR_factor_ref         0.13
_refine_ls_goodness_of_fit_ref   0.874
_refine_ls_restrained_S_all      0.925
_refine_ls_number_reflns         2434
_refine_ls_number_parameters     151
_refine_ls_number_restraints     55
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0784P)²+11.1066P] where P=(Fo²+2Fc²)/3'
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.605
_refine_diff_density_min         -0.456
_refine_diff_density_rms         0.098
_refine_ls_extinction_method     none
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Co1 0.5 0.34587(3) 0.75 0.02173(19) Uani d S 1 . . Co
Cl1 0.32814(8) 0.29739(5) 0.17624(9) 0.0384(3) Uani d . 1 . . Cl
O1 0.37143(19) 0.28221(11) 0.7812(2) 0.0279(5) Uani d . 1 . . O
O2 0.42810(18) 0.32760(11) 0.5157(2) 0.0253(5) Uani d . 1 . . O
C1 0.3103(3) 0.26559(15) 0.6546(3) 0.0234(6) Uani d . 1 . . C
C2 0.3449(3) 0.29099(14) 0.4991(3) 0.0219(6) Uani d . 1 . . C
C3 0.2845(3) 0.27283(16) 0.3527(4) 0.0259(6) Uani d . 1 . . C
N1 0.5945(2) 0.42469(13) 0.6900(3) 0.0305(6) Uani d . 1 . . N
C4 0.6880(3) 0.4207(2) 0.6246(4) 0.0412(9) Uani d . 1 . . C
H4 0.7175 0.3795 0.6071 0.049 Uiso calc R 1 . . H
C5 0.7429(4) 0.4747(2) 0.5820(5) 0.0556(12) Uani d . 1 . . C
H5 0.8096 0.4706 0.537 0.067 Uiso calc RD 1 . . H
C6 0.6998(5) 0.5341(2) 0.6054(6) 0.0645(15) Uani d . 1 . . C
H6 0.7362 0.5717 0.5763 0.077 Uiso calc R 1 . . H
C7 0.6021(4) 0.53918(19) 0.6722(5) 0.0514(12) Uani d . 1 . . C
H7 0.5706 0.58 0.6887 0.062 Uiso calc R 1 . . H
C8 0.5518(3) 0.48291(16) 0.7141(4) 0.0375(8) Uani d . 1 . . C
O3 0.9799(11) 0.3421(6) 0.5376(18) 0.136(4) Uani d PDU 0.5 . . O
H3 0.9802 0.3025 0.5181 0.204 Uiso calc PR 0.5 A 1 H
C9A 0.986(2) 0.3751(12) 0.403(3) 0.104(6) Uani d PDU 0.301(6) B 1 C
H9A 0.9161 0.3669 0.3298 0.125 Uiso calc PR 0.301(6) B 1 H
H9B 1.0465 0.3551 0.353 0.125 Uiso calc PR 0.301(6) B 1 H
C10 1.0055(7) 0.4463(4) 0.4024(12) 0.108(3) Uani d PU 0.903(17) . . C
H10A 1.013 0.4603 0.2936 0.161 Uiso calc PR 0.903(17) B 1 H
H10B 1.0737 0.4567 0.4754 0.161 Uiso calc PR 0.903(17) B 1 H
H10C 0.9424 0.4684 0.4376 0.161 Uiso calc PRD 0.903(17) B 1 H
C9B 1.053(3) 0.3912(17) 0.538(6) 0.114(9) Uani d PDU 0.199(6) B 2 C
H9C 1.1251 0.3743 0.5147 0.137 Uiso calc PR 0.199(6) B 2 H
H9D 1.0661 0.4111 0.6459 0.137 Uiso calc PR 0.199(6) B 2 H



#==============================================================================

# MOLECULAR GEOMETRY

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Co1 O2 . 2.072(2) ?
Co1 O2 2_656 2.072(2) ?
Co1 O1 . 2.096(2) ?
Co1 O1 2_656 2.096(2) ?
Co1 N1 . 2.108(3) ?
Co1 N1 2_656 2.108(3) ?
Cl1 C3 . 1.731(3) ?
O1 C1 . 1.254(4) ?
O2 C2 . 1.257(4) ?
C1 C3 7_556 1.397(4) ?
C1 C2 . 1.531(4) ?
C2 C3 . 1.392(4) ?
C3 C1 7_556 1.397(4) ?
N1 C4 . 1.339(5) ?
N1 C8 . 1.346(5) ?
C4 C5 . 1.382(6) ?
C4 H4 . 0.95 ?
C5 C6 . 1.369(8) ?
C5 H5 . 0.95 ?
C6 C7 . 1.395(8) ?
C6 H6 . 0.95 ?
C7 C8 . 1.391(5) ?
C7 H7 . 0.95 ?
C8 C8 2_656 1.479(9) ?
O3 C9B . 1.35(2) ?
O3 C9A . 1.339(17) ?
O3 H3 . 0.84 ?
C9A C10 . 1.50(2) ?
C9A H9A . 0.99 ?
C9A H9B . 0.99 ?
C10 C9B . 1.66(4) ?
C10 C10 2_755 2.55(2) ?
C10 H10A . 0.98 ?
C10 H10B . 0.98 ?
C10 H10C . 0.98 ?
C9B H9C . 0.99 ?
C9B H9D . 0.99 ?

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
O2 Co1 O2 158.86(12) . 2_656 ?
O2 Co1 O1 77.77(8) . . ?
O2 Co1 O1 88.85(9) 2_656 . ?
O2 Co1 O1 88.85(9) . 2_656 ?
O2 Co1 O1 77.77(8) 2_656 2_656 ?
O1 Co1 O1 101.64(13) . 2_656 ?
O2 Co1 N1 94.62(9) . . ?
O2 Co1 N1 101.82(9) 2_656 . ?
O1 Co1 N1 165.03(10) . . ?
O1 Co1 N1 90.96(11) 2_656 . ?
O2 Co1 N1 101.82(9) . 2_656 ?
O2 Co1 N1 94.62(9) 2_656 2_656 ?
O1 Co1 N1 90.96(11) . 2_656 ?
O1 Co1 N1 165.03(10) 2_656 2_656 ?
N1 Co1 N1 77.87(17) . 2_656 ?
C1 O1 Co1 115.2(2) . . ?
C2 O2 Co1 115.72(18) . . ?
O1 C1 C3 125.0(3) . 7_556 ?
O1 C1 C2 115.4(3) . . ?
C3 C1 C2 119.5(3) 7_556 . ?
O2 C2 C3 124.9(3) . . ?
O2 C2 C1 115.8(2) . . ?
C3 C2 C1 119.3(3) . . ?
C2 C3 C1 121.1(3) . 7_556 ?
C2 C3 Cl1 119.6(2) . . ?
C1 C3 Cl1 119.3(2) 7_556 . ?
C4 N1 C8 119.3(3) . . ?
C4 N1 Co1 125.4(3) . . ?
C8 N1 Co1 115.3(3) . . ?
N1 C4 C5 122.1(4) . . ?
N1 C4 H4 118.9 . . ?
C5 C4 H4 118.9 . . ?
C6 C5 C4 119.0(5) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
C5 C6 C7 119.7(4) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
C8 C7 C6 118.3(4) . . ?
C8 C7 H7 120.9 . . ?
C6 C7 H7 120.9 . . ?
N1 C8 C7 121.6(4) . . ?
N1 C8 C8 115.8(2) . 2_656 ?
C7 C8 C8 122.6(3) . 2_656 ?
C9B O3 C9A 60(2) . . ?
C9B O3 H3 135.8 . . ?
C9A O3 H3 109.5 . . ?
O3 C9A C10 123(2) . . ?
O3 C9A H9A 106.7 . . ?
C10 C9A H9A 106.7 . . ?
O3 C9A H9B 106.7 . . ?
C10 C9A H9B 106.7 . . ?
H9A C9A H9B 106.6 . . ?
C9A C10 C9B 49.8(15) . . ?
C9A C10 C10 91.1(9) . 2_755 ?
C9B C10 C10 130.8(17) . 2_755 ?
C9A C10 H10A 109.5 . . ?
C9B C10 H10A 141.1 . . ?
C10 C10 H10A 19.2 2_755 . ?
C9A C10 H10B 109.5 . . ?
C9B C10 H10B 62.9 . . ?
C10 C10 H10B 122.9 2_755 . ?
H10A C10 H10B 109.5 . . ?
C9A C10 H10C 109.5 . . ?
C9B C10 H10C 108.8 . . ?
C10 C10 H10C 112.4 2_755 . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O3 C9B C10 111(3) . . ?
O3 C9B H9C 109.5 . . ?
C10 C9B H9C 109.5 . . ?
O3 C9B H9D 109.5 . . ?
C10 C9B H9D 109.5 . . ?
H9C C9B H9D 108.1 . . ?

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
O2 Co1 O1 C1 -3.2(2) . . . . ?
O2 Co1 O1 C1 -166.7(2) 2_656 . . . ?
O1 Co1 O1 C1 -89.4(2) 2_656 . . . ?
N1 Co1 O1 C1 57.4(5) . . . . ?
N1 Co1 O1 C1 98.7(2) 2_656 . . . ?
O2 Co1 O2 C2 53.6(2) 2_656 . . . ?
O1 Co1 O2 C2 1.7(2) . . . . ?
O1 Co1 O2 C2 103.8(2) 2_656 . . . ?
N1 Co1 O2 C2 -165.3(2) . . . . ?
N1 Co1 O2 C2 -86.7(2) 2_656 . . . ?
Co1 O1 C1 C3 -175.5(3) . . . 7_556 ?
Co1 O1 C1 C2 4.0(3) . . . . ?
Co1 O2 C2 C3 179.8(3) . . . . ?
Co1 O2 C2 C1 -0.2(3) . . . . ?
O1 C1 C2 O2 -2.6(4) . . . . ?
C3 C1 C2 O2 176.9(3) 7_556 . . . ?
O1 C1 C2 C3 177.4(3) . . . . ?
C3 C1 C2 C3 -3.1(5) 7_556 . . . ?
O2 C2 C3 C1 -176.8(3) . . . 7_556 ?
C1 C2 C3 C1 3.1(5) . . . 7_556 ?
O2 C2 C3 Cl1 3.9(5) . . . . ?
C1 C2 C3 Cl1 -176.1(2) . . . . ?
O2 Co1 N1 C4 -76.6(3) . . . . ?
O2 Co1 N1 C4 90.0(3) 2_656 . . . ?
O1 Co1 N1 C4 -135.3(4) . . . . ?
O1 Co1 N1 C4 12.3(3) 2_656 . . . ?
N1 Co1 N1 C4 -177.7(3) 2_656 . . . ?
O2 Co1 N1 C8 100.1(2) . . . . ?
O2 Co1 N1 C8 -93.3(2) 2_656 . . . ?
O1 Co1 N1 C8 41.5(5) . . . . ?
O1 Co1 N1 C8 -171.0(2) 2_656 . . . ?
N1 Co1 N1 C8 -1.03(16) 2_656 . . . ?
C8 N1 C4 C5 0.5(5) . . . . ?
Co1 N1 C4 C5 177.1(3) . . . . ?
N1 C4 C5 C6 -0.8(6) . . . . ?
C4 C5 C6 C7 0.3(6) . . . . ?
C5 C6 C7 C8 0.4(6) . . . . ?
C4 N1 C8 C7 0.3(5) . . . . ?
Co1 N1 C8 C7 -176.7(3) . . . . ?
C4 N1 C8 C8 179.7(3) . . . 2_656 ?
Co1 N1 C8 C8 2.8(4) . . . 2_656 ?
C6 C7 C8 N1 -0.7(5) . . . . ?
C6 C7 C8 C8 179.9(4) . . . 2_656 ?
C9B O3 C9A C10 -38(3) . . . . ?
O3 C9A C10 C9B 34(2) . . . . ?
O3 C9A C10 C10 -179(2) . . . 2_755 ?
C9A O3 C9B C10 30(2) . . . . ?
C9A C10 C9B O3 -30(2) . . . . ?
C10 C10 C9B O3 -76(3) 2_755 . . . ?



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

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

data_kompleks_42k_cr
_database_code_depnum_ccdc_archive 'CCDC 1539000'
_audit_update_record             
;
2017-03-20 deposited with the CCDC.
2017-06-06 downloaded from the CCDC.
;

_audit_creation_date             2015-10-29T15:49:05-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C61 H36 Cl6 Cr2 N10 O14 '
_chemical_formula_sum            'C61 H36 Cl6 Cr2 N10 O14 '
_chemical_formula_weight         1449.70

#==============================================================================

# CRYSTAL DATA

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.2439(5)
_cell_length_b                   11.9828(4)
_cell_length_c                   12.2375(5)
_cell_angle_alpha                67.691(4)
_cell_angle_beta                 71.274(4)
_cell_angle_gamma                82.655(3)
_cell_volume                     1444.61(10)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9226
_cell_measurement_theta_min      3.9844
_cell_measurement_theta_max      75.8077
_cell_measurement_temperature    293(2)
_exptl_crystal_description       prism
_exptl_crystal_colour            'dark red'
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.09
_exptl_crystal_density_diffrn    1.666
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             378
_exptl_absorpt_coefficient_mu    6.336
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.61672
_exptl_absorpt_correction_T_max  1

#==============================================================================

# EXPERIMENTAL DATA

_exptl_special_details           
;
 ?
;
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54179
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4323
_diffrn_reflns_number            13340
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_theta_min         3.99
_diffrn_reflns_theta_max         75.99
_diffrn_reflns_theta_full        75.99
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       15

#==============================================================================

# STRUCTURE SOLUTION

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#==============================================================================

# REFINEMENT DATA

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total             5927
_reflns_number_gt                5648
_reflns_threshold_expression     >2sigma(I)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.054
_refine_ls_R_factor_gt           0.0517
_refine_ls_wR_factor_ref         0.1473
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_refine_ls_number_reflns         5927
_refine_ls_number_parameters     429
_refine_ls_number_restraints     3
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0975P)²+0.5353P] where P=(Fo²+2Fc²)/3'
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.149
_refine_diff_density_min         -0.785
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cr Cr -0.1635 2.4439 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 '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'

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Cr1 0.79915(3) 0.75715(3) 0.29052(3) 0.03040(13) Uani d . 1 . . Cr
Cl1 0.65237(6) 1.17481(5) 0.24466(6) 0.04745(18) Uani d . 1 . . Cl
Cl2 0.67287(7) 0.72679(6) 0.72725(5) 0.05047(18) Uani d . 1 . . Cl
O1 0.74403(17) 0.73727(15) 0.46466(15) 0.0361(3) Uani d . 1 . . O
O2 0.72158(16) 0.91524(14) 0.27153(15) 0.0345(3) Uani d . 1 . . O
O3 0.6102(2) 1.17377(19) 0.4972(2) 0.0613(6) Uani d . 1 . . O
O4 0.6107(2) 0.9844(2) 0.70346(19) 0.0542(5) Uani d . 1 . . O
C1 0.7009(2) 0.8364(2) 0.4849(2) 0.0315(4) Uani d . 1 . . C
C2 0.6922(2) 0.9412(2) 0.3713(2) 0.0306(4) Uani d . 1 . . C
C3 0.6579(2) 1.0530(2) 0.3761(2) 0.0351(5) Uani d . 1 . . C
C4 0.6334(2) 1.0740(2) 0.4885(2) 0.0407(5) Uani d . 1 . . C
C5 0.6353(2) 0.9650(2) 0.6074(2) 0.0388(5) Uani d . 1 . . C
C6 0.6668(2) 0.8487(2) 0.5964(2) 0.0359(5) Uani d . 1 . . C
N1 0.64425(19) 0.66801(18) 0.31070(18) 0.0357(4) Uani d . 1 . . N
N2 0.8692(2) 0.58323(19) 0.3201(2) 0.0407(4) Uani d . 1 . . N
C7 0.5302(3) 0.7173(3) 0.3125(2) 0.0431(5) Uani d . 1 . . C
H7 0.5186 0.7991 0.2991 0.052 Uiso calc R 1 . . H
C8 0.4290(3) 0.6488(3) 0.3338(3) 0.0547(7) Uani d . 1 . . C
H8 0.3499 0.6839 0.3367 0.066 Uiso calc R 1 . . H
C9 0.4468(3) 0.5285(3) 0.3506(3) 0.0583(7) Uani d . 1 . . C
H9 0.3799 0.4819 0.3637 0.07 Uiso calc R 1 . . H
C10 0.5638(3) 0.4771(3) 0.3478(3) 0.0523(7) Uani d . 1 . . C
H10 0.5772 0.3958 0.3587 0.063 Uiso calc R 1 . . H
C11 0.6615(3) 0.5491(2) 0.3284(2) 0.0398(5) Uani d . 1 . . C
C12 0.7887(3) 0.5026(2) 0.3300(2) 0.0418(5) Uani d . 1 . . C
C13 0.8265(4) 0.3845(3) 0.3428(3) 0.0610(8) Uani d . 1 . . C
H13 0.7708 0.3297 0.3492 0.073 Uiso calc R 1 . . H
C14 0.9475(4) 0.3493(3) 0.3458(4) 0.0692(10) Uani d . 1 . . C
H14 0.9745 0.2709 0.3528 0.083 Uiso calc R 1 . . H
C15 1.0279(4) 0.4313(3) 0.3384(4) 0.0727(10) Uani d . 1 . . C
H15 1.109 0.4086 0.3427 0.087 Uiso calc R 1 . . H
C16 0.9862(3) 0.5470(3) 0.3245(4) 0.0587(8) Uani d . 1 . . C
H16 1.0412 0.6027 0.3178 0.07 Uiso calc R 1 . . H
N3 0.8705(2) 0.79855(19) 0.10221(18) 0.0371(4) Uani d . 1 . . N
N4 0.97364(19) 0.82184(18) 0.2563(2) 0.0368(4) Uani d . 1 . . N
C17 0.8098(3) 0.7888(3) 0.0291(3) 0.0499(6) Uani d . 1 . . C
H17 0.7269 0.7628 0.0636 0.06 Uiso calc R 1 . . H
C18 0.8658(4) 0.8159(3) -0.0966(3) 0.0606(8) Uani d . 1 . . C
H18 0.8215 0.8081 -0.1457 0.073 Uiso calc R 1 . . H
C19 0.9879(4) 0.8546(3) -0.1472(3) 0.0613(8) Uani d . 1 . . C
H19 1.0277 0.8722 -0.2312 0.074 Uiso calc R 1 . . H
C20 1.0514(3) 0.8672(3) -0.0731(3) 0.0547(7) Uani d . 1 . . C
H20 1.1336 0.8952 -0.1065 0.066 Uiso calc R 1 . . H
C21 0.9904(2) 0.8374(2) 0.0518(2) 0.0400(5) Uani d . 1 . . C
C22 1.0499(2) 0.8476(2) 0.1391(2) 0.0402(5) Uani d . 1 . . C
C23 1.1746(3) 0.8795(3) 0.1064(3) 0.0534(7) Uani d . 1 . . C
H23 1.2266 0.8952 0.026 0.064 Uiso calc R 1 . . H
C24 1.2195(3) 0.8875(3) 0.1956(4) 0.0595(8) Uani d . 1 . . C
H24 1.3024 0.9094 0.1755 0.071 Uiso calc R 1 . . H
C25 1.1414(3) 0.8631(3) 0.3144(3) 0.0539(7) Uani d . 1 . . C
H25 1.1706 0.8685 0.3752 0.065 Uiso calc R 1 . . H
C26 1.0190(3) 0.8305(3) 0.3415(3) 0.0454(6) Uani d . 1 . . C
H26 0.9662 0.8139 0.4218 0.054 Uiso calc R 1 . . H
Cl3 0.77476(12) 0.49719(12) 0.01875(13) 0.0910(3) Uani d . 1 . . Cl
O5 0.3394(4) 0.6700(3) 0.0491(4) 0.0988(10) Uani d . 1 . . O
O6 0.5704(3) 0.6778(3) 0.0505(3) 0.0781(8) Uani d . 1 . . O
C27 0.4101(4) 0.5913(3) 0.0230(3) 0.0653(8) Uani d . 1 . . C
C28 0.5432(4) 0.5902(3) 0.0287(3) 0.0619(8) Uani d . 1 . . C
C29 0.6239(4) 0.4984(3) 0.0096(3) 0.0638(8) Uani d . 1 . . C
O7 0.4788(4) 0.9119(3) -0.0359(3) 0.0911(10) Uani d D 1 . . O
H7A 0.488(8) 0.8270(19) -0.011(6) 0.16(3) Uiso d D 1 . . H
H7B 0.503(8) 0.940(7) -0.1222(19) 0.17(3) Uiso d D 1 . . H
C30 1 1 0.5 0.0724(16) Uani d S 1 . . C
C31A 0.9019(5) 1.0542(5) 0.4525(4) 0.0937(13) Uani d P 0.5 . . C
N31A 0.9019(5) 1.0542(5) 0.4525(4) 0.0937(13) Uani d P 0.5 . . N
C31B 0.9297(6) 0.9177(5) 0.5782(5) 0.1006(15) Uani d P 0.5 . . C
N31B 0.9297(6) 0.9177(5) 0.5782(5) 0.1006(15) Uani d P 0.5 . . N



#==============================================================================

# MOLECULAR GEOMETRY

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cr1 O2 . 1.9433(16) ?
Cr1 O1 . 1.9460(16) ?
Cr1 N1 . 2.058(2) ?
Cr1 N4 . 2.059(2) ?
Cr1 N3 . 2.061(2) ?
Cr1 N2 . 2.070(2) ?
Cl1 C3 . 1.727(2) ?
Cl2 C6 . 1.724(2) ?
O1 C1 . 1.306(3) ?
O2 C2 . 1.304(3) ?
O3 C4 . 1.228(3) ?
O4 C5 . 1.223(3) ?
C1 C6 . 1.353(3) ?
C1 C2 . 1.500(3) ?
C2 C3 . 1.364(3) ?
C3 C4 . 1.426(3) ?
C4 C5 . 1.547(4) ?
C5 C6 . 1.439(3) ?
N1 C7 . 1.339(4) ?
N1 C11 . 1.355(3) ?
N2 C16 . 1.343(4) ?
N2 C12 . 1.354(4) ?
C7 C8 . 1.386(4) ?
C7 H7 . 0.93 ?
C8 C9 . 1.374(5) ?
C8 H8 . 0.93 ?
C9 C10 . 1.376(5) ?
C9 H9 . 0.93 ?
C10 C11 . 1.388(4) ?
C10 H10 . 0.93 ?
C11 C12 . 1.471(4) ?
C12 C13 . 1.388(4) ?
C13 C14 . 1.380(6) ?
C13 H13 . 0.93 ?
C14 C15 . 1.378(6) ?
C14 H14 . 0.93 ?
C15 C16 . 1.370(5) ?
C15 H15 . 0.93 ?
C16 H16 . 0.93 ?
N3 C17 . 1.331(3) ?
N3 C21 . 1.350(3) ?
N4 C26 . 1.341(3) ?
N4 C22 . 1.352(3) ?
C17 C18 . 1.386(4) ?
C17 H17 . 0.93 ?
C18 C19 . 1.372(5) ?
C18 H18 . 0.93 ?
C19 C20 . 1.379(5) ?
C19 H19 . 0.93 ?
C20 C21 . 1.382(4) ?
C20 H20 . 0.93 ?
C21 C22 . 1.478(4) ?
C22 C23 . 1.389(4) ?
C23 C24 . 1.379(5) ?
C23 H23 . 0.93 ?
C24 C25 . 1.375(5) ?
C24 H24 . 0.93 ?
C25 C26 . 1.379(4) ?
C25 H25 . 0.93 ?
C26 H26 . 0.93 ?
Cl3 C29 . 1.734(4) ?
O5 C27 . 1.224(5) ?
O6 C28 . 1.270(4) ?
C27 C29 2_665 1.411(5) ?
C27 C28 . 1.518(6) ?
C28 C29 . 1.375(6) ?
C29 C27 2_665 1.411(5) ?
O7 H7A . 0.95(2) ?
O7 H7B . 0.93(2) ?
C30 C31B . 1.229(6) ?
C30 N31B 2_776 1.229(6) ?
C30 C31B 2_776 1.229(6) ?
C30 C31A . 1.385(6) ?
C30 C31A 2_776 1.385(6) ?
C30 N31A 2_776 1.385(6) ?
C31A C31B . 1.846(8) ?
C31A C31B 2_776 1.857(8) ?
C31A N31B 2_776 1.857(8) ?
C31B C31A 2_776 1.857(8) ?
C31B N31A 2_776 1.857(8) ?

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
O2 Cr1 O1 82.81(7) . . ?
O2 Cr1 N1 97.65(8) . . ?
O1 Cr1 N1 91.85(8) . . ?
O2 Cr1 N4 92.22(8) . . ?
O1 Cr1 N4 94.63(8) . . ?
N1 Cr1 N4 168.80(8) . . ?
O2 Cr1 N3 92.88(8) . . ?
O1 Cr1 N3 172.18(8) . . ?
N1 Cr1 N3 95.20(8) . . ?
N4 Cr1 N3 78.97(8) . . ?
O2 Cr1 N2 175.73(8) . . ?
O1 Cr1 N2 94.70(8) . . ?
N1 Cr1 N2 78.93(9) . . ?
N4 Cr1 N2 91.43(9) . . ?
N3 Cr1 N2 89.99(9) . . ?
C1 O1 Cr1 113.76(14) . . ?
C2 O2 Cr1 113.55(14) . . ?
O1 C1 C6 125.2(2) . . ?
O1 C1 C2 114.15(18) . . ?
C6 C1 C2 120.7(2) . . ?
O2 C2 C3 124.8(2) . . ?
O2 C2 C1 114.29(18) . . ?
C3 C2 C1 120.9(2) . . ?
C2 C3 C4 120.8(2) . . ?
C2 C3 Cl1 121.07(18) . . ?
C4 C3 Cl1 118.05(18) . . ?
O3 C4 C3 124.0(3) . . ?
O3 C4 C5 117.6(2) . . ?
C3 C4 C5 118.4(2) . . ?
O4 C5 C6 125.0(3) . . ?
O4 C5 C4 117.4(2) . . ?
C6 C5 C4 117.6(2) . . ?
C1 C6 C5 121.1(2) . . ?
C1 C6 Cl2 120.45(19) . . ?
C5 C6 Cl2 118.21(18) . . ?
C7 N1 C11 119.3(2) . . ?
C7 N1 Cr1 125.12(17) . . ?
C11 N1 Cr1 115.52(17) . . ?
C16 N2 C12 119.0(2) . . ?
C16 N2 Cr1 125.9(2) . . ?
C12 N2 Cr1 115.06(18) . . ?
N1 C7 C8 121.3(3) . . ?
N1 C7 H7 119.3 . . ?
C8 C7 H7 119.3 . . ?
C9 C8 C7 119.3(3) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C8 C9 C10 119.9(3) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
C9 C10 C11 118.5(3) . . ?
C9 C10 H10 120.7 . . ?
C11 C10 H10 120.7 . . ?
N1 C11 C10 121.6(3) . . ?
N1 C11 C12 115.1(2) . . ?
C10 C11 C12 123.2(2) . . ?
N2 C12 C13 120.8(3) . . ?
N2 C12 C11 115.2(2) . . ?
C13 C12 C11 124.0(3) . . ?
C14 C13 C12 119.4(3) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
C15 C14 C13 119.4(3) . . ?
C15 C14 H14 120.3 . . ?
C13 C14 H14 120.3 . . ?
C16 C15 C14 118.8(3) . . ?
C16 C15 H15 120.6 . . ?
C14 C15 H15 120.6 . . ?
N2 C16 C15 122.6(3) . . ?
N2 C16 H16 118.7 . . ?
C15 C16 H16 118.7 . . ?
C17 N3 C21 118.8(2) . . ?
C17 N3 Cr1 125.88(19) . . ?
C21 N3 Cr1 115.27(17) . . ?
C26 N4 C22 118.9(2) . . ?
C26 N4 Cr1 125.44(18) . . ?
C22 N4 Cr1 115.44(16) . . ?
N3 C17 C18 122.2(3) . . ?
N3 C17 H17 118.9 . . ?
C18 C17 H17 118.9 . . ?
C19 C18 C17 118.7(3) . . ?
C19 C18 H18 120.7 . . ?
C17 C18 H18 120.7 . . ?
C18 C19 C20 119.8(3) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C19 C20 C21 118.6(3) . . ?
C19 C20 H20 120.7 . . ?
C21 C20 H20 120.7 . . ?
N3 C21 C20 121.9(3) . . ?
N3 C21 C22 115.3(2) . . ?
C20 C21 C22 122.9(3) . . ?
N4 C22 C23 121.5(3) . . ?
N4 C22 C21 114.7(2) . . ?
C23 C22 C21 123.8(2) . . ?
C24 C23 C22 118.7(3) . . ?
C24 C23 H23 120.7 . . ?
C22 C23 H23 120.7 . . ?
C25 C24 C23 119.9(3) . . ?
C25 C24 H24 120.1 . . ?
C23 C24 H24 120.1 . . ?
C24 C25 C26 118.8(3) . . ?
C24 C25 H25 120.6 . . ?
C26 C25 H25 120.6 . . ?
N4 C26 C25 122.3(3) . . ?
N4 C26 H26 118.8 . . ?
C25 C26 H26 118.8 . . ?
O5 C27 C29 124.8(4) . 2_665 ?
O5 C27 C28 116.9(4) . . ?
C29 C27 C28 118.3(4) 2_665 . ?
O6 C28 C29 125.3(4) . . ?
O6 C28 C27 115.3(4) . . ?
C29 C28 C27 119.4(3) . . ?
C28 C29 C27 122.2(4) . 2_665 ?
C28 C29 Cl3 118.8(3) . . ?
C27 C29 Cl3 118.9(3) 2_665 . ?
H7A O7 H7B 105(4) . . ?
C31B C30 N31B 180.000(2) . 2_776 ?
C31B C30 C31B 180.000(2) . 2_776 ?
N31B C30 C31B 0.0(9) 2_776 2_776 ?
C31B C30 C31A 89.6(3) . . ?
N31B C30 C31A 90.4(3) 2_776 . ?
C31B C30 C31A 90.4(3) 2_776 . ?
C31B C30 C31A 90.4(3) . 2_776 ?
N31B C30 C31A 89.6(3) 2_776 2_776 ?
C31B C30 C31A 89.6(3) 2_776 2_776 ?
C31A C30 C31A 180.0000(10) . 2_776 ?
C31B C30 N31A 90.4(3) . 2_776 ?
N31B C30 N31A 89.6(3) 2_776 2_776 ?
C31B C30 N31A 89.6(3) 2_776 2_776 ?
C31A C30 N31A 180.0000(10) . 2_776 ?
C31A C30 N31A 0.0(7) 2_776 2_776 ?
C30 C31A C31B 41.7(2) . . ?
C30 C31A C31B 41.4(2) . 2_776 ?
C31B C31A C31B 83.2(4) . 2_776 ?
C30 C31A N31B 41.4(2) . 2_776 ?
C31B C31A N31B 83.2(4) . 2_776 ?
C31B C31A N31B 0.0(3) 2_776 2_776 ?
C30 C31B C31A 48.6(3) . . ?
C30 C31B C31A 48.2(3) . 2_776 ?
C31A C31B C31A 96.8(4) . 2_776 ?
C30 C31B N31A 48.2(3) . 2_776 ?
C31A C31B N31A 96.8(4) . 2_776 ?
C31A C31B N31A 0.0(4) 2_776 2_776 ?

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
O2 Cr1 O1 C1 -8.89(15) . . . . ?
N1 Cr1 O1 C1 -106.36(16) . . . . ?
N4 Cr1 O1 C1 82.78(16) . . . . ?
N3 Cr1 O1 C1 48.0(6) . . . . ?
N2 Cr1 O1 C1 174.60(16) . . . . ?
O1 Cr1 O2 C2 11.22(15) . . . . ?
N1 Cr1 O2 C2 102.13(15) . . . . ?
N4 Cr1 O2 C2 -83.17(16) . . . . ?
N3 Cr1 O2 C2 -162.23(16) . . . . ?
N2 Cr1 O2 C2 65.7(10) . . . . ?
Cr1 O1 C1 C6 -174.21(19) . . . . ?
Cr1 O1 C1 C2 5.3(2) . . . . ?
Cr1 O2 C2 C3 167.74(18) . . . . ?
Cr1 O2 C2 C1 -11.3(2) . . . . ?
O1 C1 C2 O2 4.0(3) . . . . ?
C6 C1 C2 O2 -176.5(2) . . . . ?
O1 C1 C2 C3 -175.0(2) . . . . ?
C6 C1 C2 C3 4.5(3) . . . . ?
O2 C2 C3 C4 -176.9(2) . . . . ?
C1 C2 C3 C4 2.1(3) . . . . ?
O2 C2 C3 Cl1 -0.9(3) . . . . ?
C1 C2 C3 Cl1 178.04(16) . . . . ?
C2 C3 C4 O3 175.1(3) . . . . ?
Cl1 C3 C4 O3 -1.1(4) . . . . ?
C2 C3 C4 C5 -5.2(3) . . . . ?
Cl1 C3 C4 C5 178.66(17) . . . . ?
O3 C4 C5 O4 1.7(4) . . . . ?
C3 C4 C5 O4 -178.1(2) . . . . ?
O3 C4 C5 C6 -177.9(2) . . . . ?
C3 C4 C5 C6 2.4(3) . . . . ?
O1 C1 C6 C5 172.1(2) . . . . ?
C2 C1 C6 C5 -7.3(3) . . . . ?
O1 C1 C6 Cl2 -2.4(3) . . . . ?
C2 C1 C6 Cl2 178.19(16) . . . . ?
O4 C5 C6 C1 -175.6(2) . . . . ?
C4 C5 C6 C1 3.9(3) . . . . ?
O4 C5 C6 Cl2 -1.0(4) . . . . ?
C4 C5 C6 Cl2 178.51(17) . . . . ?
O2 Cr1 N1 C7 -2.0(2) . . . . ?
O1 Cr1 N1 C7 81.0(2) . . . . ?
N4 Cr1 N1 C7 -153.6(4) . . . . ?
N3 Cr1 N1 C7 -95.6(2) . . . . ?
N2 Cr1 N1 C7 175.4(2) . . . . ?
O2 Cr1 N1 C11 -179.20(16) . . . . ?
O1 Cr1 N1 C11 -96.21(17) . . . . ?
N4 Cr1 N1 C11 29.2(5) . . . . ?
N3 Cr1 N1 C11 87.18(17) . . . . ?
N2 Cr1 N1 C11 -1.78(17) . . . . ?
O2 Cr1 N2 C16 -142.6(9) . . . . ?
O1 Cr1 N2 C16 -88.5(3) . . . . ?
N1 Cr1 N2 C16 -179.5(3) . . . . ?
N4 Cr1 N2 C16 6.3(3) . . . . ?
N3 Cr1 N2 C16 85.2(3) . . . . ?
O2 Cr1 N2 C12 40.6(11) . . . . ?
O1 Cr1 N2 C12 94.66(18) . . . . ?
N1 Cr1 N2 C12 3.68(18) . . . . ?
N4 Cr1 N2 C12 -170.58(18) . . . . ?
N3 Cr1 N2 C12 -91.62(19) . . . . ?
C11 N1 C7 C8 0.9(4) . . . . ?
Cr1 N1 C7 C8 -176.2(2) . . . . ?
N1 C7 C8 C9 -1.5(5) . . . . ?
C7 C8 C9 C10 0.9(5) . . . . ?
C8 C9 C10 C11 0.3(5) . . . . ?
C7 N1 C11 C10 0.3(4) . . . . ?
Cr1 N1 C11 C10 177.7(2) . . . . ?
C7 N1 C11 C12 -177.6(2) . . . . ?
Cr1 N1 C11 C12 -0.2(3) . . . . ?
C9 C10 C11 N1 -0.9(4) . . . . ?
C9 C10 C11 C12 176.8(3) . . . . ?
C16 N2 C12 C13 -0.8(4) . . . . ?
Cr1 N2 C12 C13 176.2(2) . . . . ?
C16 N2 C12 C11 178.0(3) . . . . ?
Cr1 N2 C12 C11 -4.9(3) . . . . ?
N1 C11 C12 N2 3.4(3) . . . . ?
C10 C11 C12 N2 -174.5(2) . . . . ?
N1 C11 C12 C13 -177.8(3) . . . . ?
C10 C11 C12 C13 4.4(4) . . . . ?
N2 C12 C13 C14 0.2(5) . . . . ?
C11 C12 C13 C14 -178.6(3) . . . . ?
C12 C13 C14 C15 1.2(6) . . . . ?
C13 C14 C15 C16 -1.9(7) . . . . ?
C12 N2 C16 C15 0.1(5) . . . . ?
Cr1 N2 C16 C15 -176.6(3) . . . . ?
C14 C15 C16 N2 1.3(7) . . . . ?
O2 Cr1 N3 C17 -85.2(2) . . . . ?
O1 Cr1 N3 C17 -141.5(5) . . . . ?
N1 Cr1 N3 C17 12.7(2) . . . . ?
N4 Cr1 N3 C17 -176.9(2) . . . . ?
N2 Cr1 N3 C17 91.6(2) . . . . ?
O2 Cr1 N3 C21 95.59(18) . . . . ?
O1 Cr1 N3 C21 39.3(7) . . . . ?
N1 Cr1 N3 C21 -166.46(18) . . . . ?
N4 Cr1 N3 C21 3.89(18) . . . . ?
N2 Cr1 N3 C21 -87.58(19) . . . . ?
O2 Cr1 N4 C26 87.6(2) . . . . ?
O1 Cr1 N4 C26 4.6(2) . . . . ?
N1 Cr1 N4 C26 -120.6(4) . . . . ?
N3 Cr1 N4 C26 -179.9(2) . . . . ?
N2 Cr1 N4 C26 -90.2(2) . . . . ?
O2 Cr1 N4 C22 -98.09(18) . . . . ?
O1 Cr1 N4 C22 178.95(17) . . . . ?
N1 Cr1 N4 C22 53.8(5) . . . . ?
N3 Cr1 N4 C22 -5.59(17) . . . . ?
N2 Cr1 N4 C22 84.12(18) . . . . ?
C21 N3 C17 C18 0.7(4) . . . . ?
Cr1 N3 C17 C18 -178.4(2) . . . . ?
N3 C17 C18 C19 -0.2(5) . . . . ?
C17 C18 C19 C20 -0.9(5) . . . . ?
C18 C19 C20 C21 1.5(5) . . . . ?
C17 N3 C21 C20 0.0(4) . . . . ?
Cr1 N3 C21 C20 179.2(2) . . . . ?
C17 N3 C21 C22 179.0(2) . . . . ?
Cr1 N3 C21 C22 -1.8(3) . . . . ?
C19 C20 C21 N3 -1.1(5) . . . . ?
C19 C20 C21 C22 180.0(3) . . . . ?
C26 N4 C22 C23 1.7(4) . . . . ?
Cr1 N4 C22 C23 -173.0(2) . . . . ?
C26 N4 C22 C21 -179.0(2) . . . . ?
Cr1 N4 C22 C21 6.3(3) . . . . ?
N3 C21 C22 N4 -3.0(3) . . . . ?
C20 C21 C22 N4 176.0(3) . . . . ?
N3 C21 C22 C23 176.3(3) . . . . ?
C20 C21 C22 C23 -4.7(4) . . . . ?
N4 C22 C23 C24 -1.5(4) . . . . ?
C21 C22 C23 C24 179.2(3) . . . . ?
C22 C23 C24 C25 0.5(5) . . . . ?
C23 C24 C25 C26 0.2(5) . . . . ?
C22 N4 C26 C25 -0.9(4) . . . . ?
Cr1 N4 C26 C25 173.2(2) . . . . ?
C24 C25 C26 N4 0.0(5) . . . . ?
O5 C27 C28 O6 -5.5(5) . . . . ?
C29 C27 C28 O6 175.5(3) 2_665 . . . ?
O5 C27 C28 C29 175.1(4) . . . . ?
C29 C27 C28 C29 -3.9(5) 2_665 . . . ?
O6 C28 C29 C27 -175.3(3) . . . 2_665 ?
C27 C28 C29 C27 4.1(6) . . . 2_665 ?
O6 C28 C29 Cl3 1.6(5) . . . . ?
C27 C28 C29 Cl3 -179.0(2) . . . . ?
N31B C30 C31A C31B 180 2_776 . . . ?
C31B C30 C31A C31B 180 2_776 . . . ?
C31A C30 C31A C31B -18E1(10) 2_776 . . . ?
N31A C30 C31A C31B -18E1(10) 2_776 . . . ?
C31B C30 C31A C31B 180 . . . 2_776 ?
N31B C30 C31A C31B 0 2_776 . . 2_776 ?
C31A C30 C31A C31B 0E1(10) 2_776 . . 2_776 ?
N31A C30 C31A C31B 0E1(10) 2_776 . . 2_776 ?
C31B C30 C31A N31B 180 . . . 2_776 ?
C31B C30 C31A N31B 0 2_776 . . 2_776 ?
C31A C30 C31A N31B 0E1(10) 2_776 . . 2_776 ?
N31A C30 C31A N31B 0E1(10) 2_776 . . 2_776 ?
N31B C30 C31B C31A -6E1(10) 2_776 . . . ?
C31B C30 C31B C31A -6E1(10) 2_776 . . . ?
C31A C30 C31B C31A 180 2_776 . . . ?
N31A C30 C31B C31A 180 2_776 . . . ?
N31B C30 C31B C31A 12E1(10) 2_776 . . 2_776 ?
C31B C30 C31B C31A 12E1(10) 2_776 . . 2_776 ?
C31A C30 C31B C31A 180 . . . 2_776 ?
N31A C30 C31B C31A 0 2_776 . . 2_776 ?
N31B C30 C31B N31A 12E1(10) 2_776 . . 2_776 ?
C31B C30 C31B N31A 12E1(10) 2_776 . . 2_776 ?
C31A C30 C31B N31A 180 . . . 2_776 ?
C31A C30 C31B N31A 0 2_776 . . 2_776 ?
C31B C31A C31B C30 0 2_776 . . . ?
N31B C31A C31B C30 0 2_776 . . . ?
C30 C31A C31B C31A 0 . . . 2_776 ?
C31B C31A C31B C31A 0 2_776 . . 2_776 ?
N31B C31A C31B C31A 0 2_776 . . 2_776 ?
C30 C31A C31B N31A 0 . . . 2_776 ?
C31B C31A C31B N31A 0 2_776 . . 2_776 ?
N31B C31A C31B N31A 0 2_776 . . 2_776 ?



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

# END of CIF
