# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_I
_database_code_depnum_ccdc_archive 'CCDC 2191080'
loop_
_audit_author_name
_audit_author_address
'Antonios Hatzidimitriou'
;Aristotle University of Thessaloniki
Greece
;
_audit_update_record             
;
2022-07-18 deposited with the CCDC.	2022-11-01 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   7.5788(7)
_cell_length_b                   27.462(3)
_cell_length_c                   8.6083(8)
_cell_angle_alpha                90
_cell_angle_beta                 101.409(4)
_cell_angle_gamma                90
_cell_volume                     1756.2(3)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1 '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,y+1/2,-z+1/2
x,-y+1/2,z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Zn 0.2839 1.4301 14.0743 3.2655 7.0318 0.2333 5.1652 10.3163 2.4100 58.7097
1.3041 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Br -0.2901 2.4595 17.1789 2.1723 5.2358 16.5796 5.6377 0.2609 3.9851 41.4328
2.9557 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Mn 0.3368 0.7283 11.2819 5.3409 7.3573 0.3432 3.0193 17.8674 2.2441 83.7543
1.0896 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C14 H6 Br2 Cl2 Mn0.50 O6 Zn1 
# Dc =      2.25 Fooo =   1138.00 Mu =     66.25 M =    593.76
# Found Formula = C14 H10 Br2 Cl2 O6 Zn1 
# Dc =      2.16 FOOO =   1104.00 Mu =     62.81 M =    570.32

_chemical_formula_sum            'C14 H10 Br2 Cl2 O6 Zn1'
_chemical_formula_moiety         'C14 H10 Br2 Cl2 O6 Zn1'
_chemical_compound_source        ?
_chemical_formula_weight         570.32


_cell_measurement_reflns_used    163
_cell_measurement_theta_min      10
_cell_measurement_theta_max      20
_cell_measurement_temperature    295

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_min          0.120
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_max          0.190

_exptl_crystal_density_diffrn    2.157
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1104
_exptl_absorpt_coefficient_mu    6.281

# Sheldrick geometric approximatio 0.42 0.47 
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;
_exptl_absorpt_correction_T_min  0.42
_exptl_absorpt_correction_T_max  0.47
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      295
_diffrn_reflns_number            17110
_reflns_number_total             4020
_diffrn_reflns_av_R_equivalents  0.029
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 4020 
# Theoretical number of reflections is about 8096 


_diffrn_reflns_theta_min         1.483
_diffrn_reflns_theta_max         27.533
_diffrn_measured_fraction_theta_max 0.991

_diffrn_reflns_theta_full        25.055
_diffrn_measured_fraction_theta_full 0.995


_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_reflns_limit_h_min              -9
_reflns_limit_h_max              9
_reflns_limit_k_min              0
_reflns_limit_k_max              35
_reflns_limit_l_min              0
_reflns_limit_l_max              11

_oxford_diffrn_Wilson_B_factor   1.53
_oxford_diffrn_Wilson_scale      107.99

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.58
_refine_diff_density_max         1.12


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>2.0\s(I)
_refine_ls_number_reflns         2768
_refine_ls_number_restraints     0
_refine_ls_number_parameters     226
_oxford_refine_ls_R_factor_ref   0.0329
_refine_ls_wR_factor_ref         0.0675
_refine_ls_goodness_of_fit_ref   1.0000
_refine_ls_shift/su_max          0.0004542
_refine_ls_shift/su_mean         0.0000303


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        4006
_refine_ls_R_factor_all          0.0669
_refine_ls_wR_factor_all         0.0992

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2768
_refine_ls_R_factor_gt           0.0329
_refine_ls_wR_factor_gt          0.0675

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed

# WARNING. The IUCr will not accept pure Unit Weights for F-squared refinements 
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Quasi-Unit weights 
 W = 1.0 or 1./4Fsq 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Zn1 Zn 0.28537(7) 0.52073(2) 0.65559(6) 0.0183 1.0000 Uani . . . . . .
O1 O 0.3253(5) 0.59034(12) 0.7561(4) 0.0208 1.0000 Uani . . . . . .
O2 O 0.2468(4) 0.55370(11) 0.4419(4) 0.0182 1.0000 Uani . . . . . .
O3 O 0.3179(4) 0.49201(12) 0.8815(4) 0.0197 1.0000 Uani . . . . . .
O4 O 0.2616(4) 0.45108(11) 0.5710(4) 0.0179 1.0000 Uani . . . . . .
O5 O 0.5677(4) 0.51775(12) 0.6849(4) 0.0194 1.0000 Uani . . . . . .
O6 O 0.0147(4) 0.52740(12) 0.6750(4) 0.0218 1.0000 Uani . . . . . .
C1 C 0.2675(7) 0.62753(18) 0.6905(6) 0.0210 1.0000 Uani . . . . . .
C2 C 0.1938(6) 0.63445(17) 0.5233(6) 0.0179 1.0000 Uani . . . . . .
C3 C 0.1897(6) 0.59789(17) 0.4077(5) 0.0161 1.0000 Uani . . . . . .
C4 C 0.1172(7) 0.61201(18) 0.2514(6) 0.0212 1.0000 Uani . . . . . .
C5 C 0.0527(7) 0.65776(18) 0.2125(6) 0.0227 1.0000 Uani . . . . . .
C6 C 0.0577(7) 0.69188(18) 0.3292(6) 0.0245 1.0000 Uani . . . . . .
C7 C 0.1223(6) 0.68108(18) 0.4827(6) 0.0197 1.0000 Uani . . . . . .
C8 C 0.3601(7) 0.45050(18) 0.9172(6) 0.0233 1.0000 Uani . . . . . .
C9 C 0.3716(6) 0.41004(17) 0.8135(6) 0.0201 1.0000 Uani . . . . . .
C10 C 0.3204(6) 0.41158(17) 0.6468(6) 0.0183 1.0000 Uani . . . . . .
C11 C 0.3326(7) 0.36768(18) 0.5664(6) 0.0235 1.0000 Uani . . . . . .
C12 C 0.4020(7) 0.32633(19) 0.6431(7) 0.0296 1.0000 Uani . . . . . .
C13 C 0.4543(8) 0.32660(19) 0.8027(7) 0.0323 1.0000 Uani . . . . . .
C14 C 0.4415(7) 0.36673(18) 0.8907(6) 0.0278 1.0000 Uani . . . . . .
Br1 Br 0.11900(8) 0.56677(2) 0.08836(6) 0.0312 1.0000 Uani . . . . . .
Br2 Br 0.25778(7) 0.366664(19) 0.34545(6) 0.0260 1.0000 Uani . . . . . .
Cl1 Cl -0.0389(2) 0.74904(5) 0.28178(18) 0.0371 1.0000 Uani . . . . . .
Cl2 Cl 0.5547(2) 0.27404(5) 0.8991(2) 0.0423 1.0000 Uani . . . . . .
H11 H 0.2710 0.6551 0.7541 0.0251 1.0000 Uiso R . . . . .
H51 H 0.6206 0.5375 0.6405 0.0289 1.0000 Uiso R . . . . .
H52 H 0.5926 0.4891 0.6743 0.0288 1.0000 Uiso R . . . . .
H61 H -0.0177 0.5000 0.6932 0.0331 1.0000 Uiso R . . . . .
H62 H -0.0414 0.5399 0.5942 0.0326 1.0000 Uiso R . . . . .
H71 H 0.1217 0.7041 0.5613 0.0241 1.0000 Uiso R . . . . .
H81 H 0.3880 0.4438 1.0256 0.0282 1.0000 Uiso R . . . . .
H121 H 0.4151 0.2982 0.5866 0.0350 1.0000 Uiso R . . . . .
H141 H 0.4784 0.3663 1.0008 0.0328 1.0000 Uiso R . . . . .
H142 H 0.0066 0.6652 0.1073 0.0268 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.09972(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Zn1 . O1 . 2.095(3) yes
Zn1 . O2 . 2.019(3) yes
Zn1 . O3 . 2.067(3) yes
Zn1 . O4 . 2.042(3) yes
Zn1 . O5 . 2.106(3) yes
Zn1 . O6 . 2.099(3) yes
O1 . C1 . 1.206(6) yes
O2 . C3 . 1.302(5) yes
O3 . C8 . 1.207(6) yes
O4 . C10 . 1.298(5) yes
O5 . H51 . 0.813 no
O5 . H52 . 0.817 no
O6 . H61 . 0.816 no
O6 . H62 . 0.816 no
C1 . C2 . 1.449(6) yes
C1 . H11 . 0.932 no
C2 . C3 . 1.410(7) yes
C2 . C7 . 1.407(6) yes
C3 . C4 . 1.404(6) yes
C4 . C5 . 1.365(7) yes
C4 . Br1 . 1.876(5) yes
C5 . C6 . 1.369(7) yes
C5 . H142 . 0.927 no
C6 . C7 . 1.348(7) yes
C6 . Cl1 . 1.746(5) yes
C7 . H71 . 0.927 no
C8 . C9 . 1.438(7) yes
C8 . H81 . 0.934 no
C9 . C10 . 1.411(7) yes
C9 . C14 . 1.413(7) yes
C10 . C11 . 1.402(7) yes
C11 . C12 . 1.366(7) yes
C11 . Br2 . 1.874(5) yes
C12 . C13 . 1.352(8) yes
C12 . H121 . 0.928 no
C13 . C14 . 1.352(8) yes
C13 . Cl2 . 1.761(5) yes
C14 . H141 . 0.933 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 . Zn1 . O2 . 87.14(13) yes
O1 . Zn1 . O3 . 88.81(13) yes
O2 . Zn1 . O3 . 175.46(13) yes
O1 . Zn1 . O4 . 175.69(12) yes
O2 . Zn1 . O4 . 96.23(13) yes
O3 . Zn1 . O4 . 87.92(13) yes
O1 . Zn1 . O5 . 85.75(13) yes
O2 . Zn1 . O5 . 94.99(13) yes
O3 . Zn1 . O5 . 86.75(13) yes
O4 . Zn1 . O5 . 91.26(13) yes
O1 . Zn1 . O6 . 87.20(13) yes
O2 . Zn1 . O6 . 93.77(14) yes
O3 . Zn1 . O6 . 83.98(13) yes
O4 . Zn1 . O6 . 95.24(13) yes
O5 . Zn1 . O6 . 168.47(13) yes
Zn1 . O1 . C1 . 124.7(3) yes
Zn1 . O2 . C3 . 127.3(3) yes
Zn1 . O3 . C8 . 125.2(3) yes
Zn1 . O4 . C10 . 127.3(3) yes
Zn1 . O5 . H51 . 120.1 no
Zn1 . O5 . H52 . 106.0 no
H51 . O5 . H52 . 116.3 no
Zn1 . O6 . H61 . 105.7 no
Zn1 . O6 . H62 . 108.7 no
H61 . O6 . H62 . 115.3 no
O1 . C1 . C2 . 127.5(4) yes
O1 . C1 . H11 . 116.6 no
C2 . C1 . H11 . 116.0 no
C1 . C2 . C3 . 123.9(4) yes
C1 . C2 . C7 . 114.8(4) yes
C3 . C2 . C7 . 121.3(4) yes
C2 . C3 . O2 . 122.9(4) yes
C2 . C3 . C4 . 115.5(4) yes
O2 . C3 . C4 . 121.6(4) yes
C3 . C4 . C5 . 122.8(5) yes
C3 . C4 . Br1 . 118.3(4) yes
C5 . C4 . Br1 . 118.8(4) yes
C4 . C5 . C6 . 119.6(5) yes
C4 . C5 . H142 . 119.4 no
C6 . C5 . H142 . 121.1 no
C5 . C6 . C7 . 121.4(5) yes
C5 . C6 . Cl1 . 119.6(4) yes
C7 . C6 . Cl1 . 118.8(4) yes
C2 . C7 . C6 . 119.4(5) yes
C2 . C7 . H71 . 119.8 no
C6 . C7 . H71 . 120.8 no
O3 . C8 . C9 . 128.1(5) yes
O3 . C8 . H81 . 116.0 no
C9 . C8 . H81 . 115.9 no
C8 . C9 . C10 . 124.7(4) yes
C8 . C9 . C14 . 114.9(4) yes
C10 . C9 . C14 . 120.4(5) yes
C9 . C10 . O4 . 122.3(4) yes
C9 . C10 . C11 . 116.4(4) yes
O4 . C10 . C11 . 121.3(4) yes
C10 . C11 . C12 . 122.2(5) yes
C10 . C11 . Br2 . 118.5(4) yes
C12 . C11 . Br2 . 119.2(4) yes
C11 . C12 . C13 . 119.6(5) yes
C11 . C12 . H121 . 120.6 no
C13 . C12 . H121 . 119.8 no
C12 . C13 . C14 . 122.3(5) yes
C12 . C13 . Cl2 . 119.1(4) yes
C14 . C13 . Cl2 . 118.5(4) yes
C9 . C14 . C13 . 119.0(5) yes
C9 . C14 . H141 . 119.8 no
C13 . C14 . H141 . 121.2 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
O5 . H51 . O4 2_666 143 0.81 2.20 2.896(7) yes
O5 . H52 . O2 2_666 140 0.82 2.09 2.761(7) yes
O6 . H61 . O2 2_566 134 0.82 2.40 3.018(7) yes
O6 . H62 . O4 2_566 152 0.82 1.98 2.732(7) yes


# looking for ARCHIVE-HKL.CIF 

# end of ARCHIVE-HKL.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_I_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2191081'
loop_
_audit_author_name
_audit_author_address
'Antonios Hatzidimitriou'
;Aristotle University of Thessaloniki
Greece
;
_audit_update_record             
;
2022-07-18 deposited with the CCDC.	2022-11-01 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   16.877(3)
_cell_length_b                   18.316(3)
_cell_length_c                   8.1927(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2532.5(8)

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c n '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x,-y,z+1/2
-x,y,-z+1/2
-x+1/2,-y+1/2,z+1/2
x+1/2,y+1/2,-z+1/2
x+1/2,-y+1/2,-z
-x+1/2,y+1/2,z

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Zn 0.2839 1.4301 14.0743 3.2655 7.0318 0.2333 5.1652 10.3163 2.4100 58.7097
1.3041 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Br -0.2901 2.4595 17.1789 2.1723 5.2358 16.5796 5.6377 0.2609 3.9851 41.4328
2.9557 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C20 H20 Br0.25 Cl4 N4 O4 Zn2 
# Dc =      1.76 Fooo =   1347.00 Mu =     27.46 M =    672.95
# Found Formula = C26 H14 Br2 Cl2 N2 O4 Zn1 
# Dc =      1.87 FOOO =   1400.00 Mu =     43.74 M =    714.50

_chemical_formula_sum            'C26 H14 Br2 Cl2 N2 O4 Zn1'
_chemical_formula_moiety         'C26 H14 Br2 Cl2 N2 O4 Zn1'
_chemical_compound_source        ?
_chemical_formula_weight         714.50


_cell_measurement_reflns_used    186
_cell_measurement_theta_min      10
_cell_measurement_theta_max      20
_cell_measurement_temperature    295

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_min          0.140
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_max          0.180

_exptl_crystal_density_diffrn    1.874
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1400
_exptl_absorpt_coefficient_mu    4.374

# Sheldrick geometric approximatio 0.48 0.54 
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;
_exptl_absorpt_correction_T_min  0.48
_exptl_absorpt_correction_T_max  0.54
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      295
_diffrn_reflns_number            14574
_reflns_number_total             2360
_diffrn_reflns_av_R_equivalents  0.020
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 2360 
# Theoretical number of reflections is about 4850 


_diffrn_reflns_theta_min         1.641
_diffrn_reflns_theta_max         25.757
_diffrn_measured_fraction_theta_max 0.973

_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.976


_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       7
_reflns_limit_h_min              0
_reflns_limit_h_max              20
_reflns_limit_k_min              0
_reflns_limit_k_max              21
_reflns_limit_l_min              0
_reflns_limit_l_max              10

_oxford_diffrn_Wilson_B_factor   1.97
_oxford_diffrn_Wilson_scale      158.48

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.59
_refine_diff_density_max         0.60


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>2.0\s(I)
_refine_ls_number_reflns         1791
_refine_ls_number_restraints     0
_refine_ls_number_parameters     168
_oxford_refine_ls_R_factor_ref   0.0364
_refine_ls_wR_factor_ref         0.0622
_refine_ls_goodness_of_fit_ref   1.0000
_refine_ls_shift/su_max          0.0007337
_refine_ls_shift/su_mean         0.0000389


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        2351
_refine_ls_R_factor_all          0.0619
_refine_ls_wR_factor_all         0.0713

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                1791
_refine_ls_R_factor_gt           0.0364
_refine_ls_wR_factor_gt          0.0622

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed

# WARNING. The IUCr will not accept pure Unit Weights for F-squared refinements 
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Quasi-Unit weights 
 W = 1.0 or 1./4Fsq 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Zn1 Zn 0.5000 0.71069(4) 0.7500 0.0284 1.0000 Uani S T . . . .
O1 O 0.56882(17) 0.79524(19) 0.6351(4) 0.0424 1.0000 Uani . . . . . .
O2 O 0.42863(17) 0.72078(14) 0.5510(4) 0.0323 1.0000 Uani . . . . . .
N1 N 0.5663(2) 0.6219(2) 0.6576(4) 0.0305 1.0000 Uani . . . . . .
C1 C 0.5385(3) 0.8431(3) 0.5566(6) 0.0349 1.0000 Uani . . . . . .
C2 C 0.4616(3) 0.8431(2) 0.4791(5) 0.0317 1.0000 Uani . . . . . .
C3 C 0.4130(2) 0.7792(2) 0.4766(5) 0.0262 1.0000 Uani . . . . . .
C4 C 0.3434(2) 0.7864(2) 0.3777(5) 0.0338 1.0000 Uani . . . . . .
C5 C 0.3234(3) 0.8490(3) 0.2973(6) 0.0421 1.0000 Uani . . . . . .
C6 C 0.3716(3) 0.9099(3) 0.3116(6) 0.0447 1.0000 Uani . . . . . .
C7 C 0.4390(3) 0.9070(2) 0.3981(6) 0.0380 1.0000 Uani . . . . . .
C8 C 0.6295(3) 0.6232(3) 0.5650(6) 0.0437 1.0000 Uani . . . . . .
C9 C 0.6667(3) 0.5603(3) 0.5111(7) 0.0558 1.0000 Uani . . . . . .
C10 C 0.6364(3) 0.4954(3) 0.5534(7) 0.0564 1.0000 Uani . . . . . .
C11 C 0.5686(3) 0.4905(3) 0.6504(6) 0.0466 1.0000 Uani . . . . . .
C12 C 0.5318(3) 0.4245(3) 0.7029(7) 0.0585 1.0000 Uani . . . . . .
C13 C 0.5351(3) 0.5568(2) 0.7008(5) 0.0337 1.0000 Uani . . . . . .
Cl1 Cl 0.34541(9) 0.99031(9) 0.2102(2) 0.0741 1.0000 Uani . . . . . .
Br1 Br 0.27564(3) 0.70503(3) 0.35922(8) 0.0564 1.0000 Uani . . . . . .
H11 H 0.5680 0.8851 0.5440 0.0417 1.0000 Uiso R . . . . .
H51 H 0.2778 0.8502 0.2334 0.0509 1.0000 Uiso R . . . . .
H71 H 0.4712 0.9479 0.4034 0.0458 1.0000 Uiso R . . . . .
H81 H 0.6500 0.6681 0.5338 0.0531 1.0000 Uiso R . . . . .
H91 H 0.7122 0.5633 0.4467 0.0669 1.0000 Uiso R . . . . .
H101 H 0.6606 0.4532 0.5175 0.0680 1.0000 Uiso R . . . . .
H121 H 0.5529 0.3804 0.6697 0.0699 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.08725(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Zn1 . O1 4_656 2.153(3) yes
Zn1 . N1 4_656 2.115(4) yes
Zn1 . O2 4_656 2.036(3) yes
Zn1 . O1 . 2.153(3) yes
Zn1 . O2 . 2.036(3) yes
Zn1 . N1 . 2.115(4) yes
O1 . C1 . 1.201(5) yes
O2 . C3 . 1.259(4) yes
N1 . C8 . 1.309(6) yes
N1 . C13 . 1.350(5) yes
C1 . C2 . 1.444(6) yes
C1 . H11 . 0.923 no
C2 . C3 . 1.431(6) yes
C2 . C7 . 1.398(6) yes
C3 . C4 . 1.433(6) yes
C4 . C5 . 1.365(6) yes
C4 . Br1 . 1.884(5) yes
C5 . C6 . 1.386(7) yes
C5 . H51 . 0.931 no
C6 . C7 . 1.341(7) yes
C6 . Cl1 . 1.747(5) yes
C7 . H71 . 0.926 no
C8 . C9 . 1.384(7) yes
C8 . H81 . 0.927 no
C9 . C10 . 1.340(8) yes
C9 . H91 . 0.933 no
C10 . C11 . 1.396(8) yes
C10 . H101 . 0.922 no
C11 . C12 . 1.425(7) yes
C11 . C13 . 1.402(6) yes
C12 . C12 4_656 1.323(12) yes
C12 . H121 . 0.924 no
C13 . C13 4_656 1.433(9) yes
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 4_656 Zn1 . N1 4_656 96.39(13) yes
O1 4_656 Zn1 . O2 4_656 84.47(12) yes
N1 4_656 Zn1 . O2 4_656 95.52(12) yes
O1 4_656 Zn1 . O1 . 87.97(18) yes
N1 4_656 Zn1 . O1 . 174.61(15) yes
O2 4_656 Zn1 . O1 . 88.03(12) yes
O1 4_656 Zn1 . O2 . 88.03(12) yes
N1 4_656 Zn1 . O2 . 92.50(12) yes
O2 4_656 Zn1 . O2 . 169.58(15) yes
O1 . Zn1 . O2 . 84.47(12) yes
O1 4_656 Zn1 . N1 . 174.61(15) yes
N1 4_656 Zn1 . N1 . 79.4(2) yes
O2 4_656 Zn1 . N1 . 92.50(12) yes
O1 . Zn1 . N1 . 96.39(13) yes
O2 . Zn1 . N1 . 95.52(12) yes
Zn1 . O1 . C1 . 121.9(3) yes
Zn1 . O2 . C3 . 126.1(3) yes
Zn1 . N1 . C8 . 128.6(3) yes
Zn1 . N1 . C13 . 112.2(3) yes
C8 . N1 . C13 . 119.1(4) yes
O1 . C1 . C2 . 128.2(4) yes
O1 . C1 . H11 . 116.0 no
C2 . C1 . H11 . 115.8 no
C1 . C2 . C3 . 121.4(4) yes
C1 . C2 . C7 . 117.1(4) yes
C3 . C2 . C7 . 121.4(4) yes
C2 . C3 . O2 . 124.6(4) yes
C2 . C3 . C4 . 113.8(4) yes
O2 . C3 . C4 . 121.6(4) yes
C3 . C4 . C5 . 123.5(4) yes
C3 . C4 . Br1 . 118.0(3) yes
C5 . C4 . Br1 . 118.4(3) yes
C4 . C5 . C6 . 119.4(4) yes
C4 . C5 . H51 . 119.6 no
C6 . C5 . H51 . 121.0 no
C5 . C6 . C7 . 120.7(4) yes
C5 . C6 . Cl1 . 119.3(4) yes
C7 . C6 . Cl1 . 120.0(4) yes
C2 . C7 . C6 . 121.1(5) yes
C2 . C7 . H71 . 119.6 no
C6 . C7 . H71 . 119.3 no
N1 . C8 . C9 . 122.6(5) yes
N1 . C8 . H81 . 118.6 no
C9 . C8 . H81 . 118.8 no
C8 . C9 . C10 . 118.8(5) yes
C8 . C9 . H91 . 120.3 no
C10 . C9 . H91 . 120.9 no
C9 . C10 . C11 . 121.2(5) yes
C9 . C10 . H101 . 119.5 no
C11 . C10 . H101 . 119.3 no
C10 . C11 . C12 . 125.7(5) yes
C10 . C11 . C13 . 116.2(5) yes
C12 . C11 . C13 . 118.1(5) yes
C11 . C12 . C12 4_656 122.0(3) yes
C11 . C12 . H121 . 119.0 no
C12 4_656 C12 . H121 . 119.0 no
C13 4_656 C13 . C11 . 119.9(3) yes
C13 4_656 C13 . N1 . 118.1(2) yes
C11 . C13 . N1 . 122.0(4) yes


# looking for ARCHIVE-HKL.CIF 

# end of ARCHIVE-HKL.CIF 
