# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2016

####################################################################### 
# 
# 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_haaru1_0m
_database_code_depnum_ccdc_archive 'CCDC 1442708'
_audit_update_record             
;
2015-12-16 deposited with the CCDC.
2016-02-01 downloaded from the CCDC.
;

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

# 5. CHEMICAL DATA

_chemical_formula_moiety         'C39 H46 Fe N6 O, 2(F6 P), 2(C2 H3 N)'
_chemical_formula_sum            'C43 H52 F12 Fe N8 O P2'
_chemical_formula_weight         1042.72

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

# 6. CRYSTAL DATA

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   '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                   11.8732(14)
_cell_length_b                   12.7552(15)
_cell_length_c                   16.3941(18)
_cell_angle_alpha                76.579(5)
_cell_angle_beta                 83.331(5)
_cell_angle_gamma                82.122(5)
_cell_volume                     2383.0(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    123
_cell_measurement_reflns_used    9888
_cell_measurement_theta_min      2.2468
_cell_measurement_theta_max      26.4371

_exptl_crystal_description       fragment
_exptl_crystal_colour            red-brown

_exptl_crystal_size_max          0.433
_exptl_crystal_size_mid          0.322
_exptl_crystal_size_min          0.296
_exptl_crystal_density_diffrn    1.453
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             1076
_exptl_absorpt_coefficient_mu    0.474
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker, 2008b'
_exptl_absorpt_correction_T_min  0.6801
_exptl_absorpt_correction_T_max  0.7454

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

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
Diffractometer operator             A. Poethig
scanspeed                           3 s per frame
dx                                  35 mm
2245 frames measured in 7 data sets
phi-scans with delta_phi         = 0.5
omega-scans with delta_omega     = 0.5
;
_diffrn_ambient_temperature      123
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode FR591'
_diffrn_radiation_monochromator  'MONTEL optic'

_diffrn_measurement_device       ' κ-geometry diffractometer '
_diffrn_measurement_device_type  ' Bruker APEX-II CCD '
_diffrn_measurement_method       ' phi- and omega-rotation '
_diffrn_detector                 ' CCD plate '
_diffrn_detector_area_resol_mean 16

# number of measured reflections (redundant set)
_diffrn_reflns_number            56160
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.65
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_reduction_process 
;
;

# number of unique reflections
_reflns_number_total             8733
# number of observed reflections (> n sig(I))
_reflns_number_gt                8040
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'APEX II Control Software (Bruker, 2013)'
_computing_cell_refinement       'SAINT (Bruker, 2012)'
_computing_data_reduction        'SAINT (Bruker, 2012)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  
'SHELXL2014 (Sheldrick, 2014), SHELXLE (Huebschle, 2011)'
_computing_molecular_graphics    'PLATON (Spek, 2011)'
_computing_publication_material  'PLATON (Spek, 2011), enCIFer (Allen, 2014)'

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

# 8. REFINEMENT DATA

_refine_special_details          
;
 Refinement on F² for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The
 observed criterion of F² > 2sigma(F²) is used only
 for calculating -R-factor-obs 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.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'W=1/[Σ²(FO²)+(0.0394P)²+1.8661P] WHERE P=(FO²+2FC²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed

_refine_ls_hydrogen_treatment    mixed

_refine_ls_extinction_method     none
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   .
_refine_ls_number_reflns         8733
_refine_ls_number_parameters     684
_refine_ls_number_restraints     85
_refine_ls_number_constraints    ?
_refine_ls_R_factor_all          0.0372
_refine_ls_R_factor_gt           0.0340
_refine_ls_wR_factor_ref         0.0900
_refine_ls_wR_factor_gt          0.0874
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.736
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.053

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

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.41956(2) 0.21717(2) 0.31133(2) 0.01657(8) Uani 1 1 d . . . . .
O1 O 0.55044(10) 0.31342(9) 0.35614(7) 0.0184(2) Uani 1 1 d . . . . .
N1 N 0.28315(12) 0.10931(12) 0.36735(9) 0.0207(3) Uani 1 1 d . . . . .
N2 N 0.43350(11) 0.16960(11) 0.45088(9) 0.0167(3) Uani 1 1 d . . . . .
N3 N 0.49814(12) 0.34276(12) 0.19931(9) 0.0180(3) Uani 1 1 d D . . . .
H3A H 0.5311(17) 0.3046(16) 0.1633(12) 0.028(5) Uiso 1 1 d D . . . .
N4 N 0.30300(12) 0.36162(11) 0.30242(9) 0.0189(3) Uani 1 1 d . . . . .
N5 N 0.56703(13) 0.10244(12) 0.29633(9) 0.0216(3) Uani 1 1 d . . . . .
C1 C 0.19628(16) 0.08988(16) 0.33009(13) 0.0281(4) Uani 1 1 d . . . . .
H1 H 0.1861 0.1280 0.2739 0.034 Uiso 1 1 calc R U . . .
C2 C 0.12020(16) 0.01666(17) 0.36973(14) 0.0325(5) Uani 1 1 d . . . . .
H2 H 0.0581 0.0069 0.3416 0.039 Uiso 1 1 calc R U . . .
C3 C 0.13573(16) -0.04185(16) 0.45036(13) 0.0305(4) Uani 1 1 d . . . . .
H3 H 0.0869 -0.0950 0.4776 0.037 Uiso 1 1 calc R U . . .
C4 C 0.22387(16) -0.02175(15) 0.49081(12) 0.0257(4) Uani 1 1 d . . . . .
H4 H 0.2362 -0.0602 0.5466 0.031 Uiso 1 1 calc R U . . .
C5 C 0.29387(14) 0.05576(13) 0.44810(11) 0.0198(3) Uani 1 1 d . . . . .
C6 C 0.37875(14) 0.09022(13) 0.49048(11) 0.0185(3) Uani 1 1 d . . . . .
H6 H 0.3934 0.0546 0.5465 0.022 Uiso 1 1 calc R U . . .
C7 C 0.50775(14) 0.21431(13) 0.49186(10) 0.0161(3) Uani 1 1 d . . . . .
C8 C 0.51555(14) 0.19207(13) 0.57873(10) 0.0177(3) Uani 1 1 d . . . . .
H8 H 0.4706 0.1410 0.6149 0.021 Uiso 1 1 calc R U . . .
C9 C 0.58825(14) 0.24381(13) 0.61289(10) 0.0177(3) Uani 1 1 d . . . . .
C10 C 0.65426(14) 0.31696(13) 0.55731(10) 0.0185(3) Uani 1 1 d . . . . .
H10 H 0.7070 0.3499 0.5798 0.022 Uiso 1 1 calc R U . . .
C11 C 0.64665(14) 0.34394(13) 0.47072(10) 0.0164(3) Uani 1 1 d . . . . .
C12 C 0.57119(14) 0.29166(13) 0.44002(10) 0.0158(3) Uani 1 1 d . . . . .
C13 C 0.71232(14) 0.43199(13) 0.41395(10) 0.0174(3) Uani 1 1 d . . . . .
C14 C 0.69021(14) 0.44365(13) 0.32195(10) 0.0164(3) Uani 1 1 d . . . . .
C15 C 0.61045(14) 0.38814(13) 0.29912(10) 0.0159(3) Uani 1 1 d . . . . .
C16 C 0.58492(14) 0.40344(13) 0.21644(10) 0.0171(3) Uani 1 1 d . . . . .
C17 C 0.64276(15) 0.47438(14) 0.15368(11) 0.0205(4) Uani 1 1 d . . . . .
H17 H 0.6266 0.4839 0.0968 0.025 Uiso 1 1 calc R U . . .
C18 C 0.72433(14) 0.53205(14) 0.17274(11) 0.0208(4) Uani 1 1 d . . . . .
C19 C 0.74558(14) 0.51536(14) 0.25729(11) 0.0195(3) Uani 1 1 d . . . . .
H19 H 0.8002 0.5547 0.2713 0.023 Uiso 1 1 calc R U . . .
C20 C 0.59287(15) 0.22866(14) 0.70821(10) 0.0196(3) Uani 1 1 d . . . . .
C21 C 0.51240(19) 0.14820(16) 0.75841(11) 0.0313(4) Uani 1 1 d . . . . .
H21A H 0.4340 0.1743 0.7443 0.047 Uiso 1 1 calc R U . . .
H21B H 0.5168 0.1415 0.8188 0.047 Uiso 1 1 calc R U . . .
H21C H 0.5349 0.0772 0.7444 0.047 Uiso 1 1 calc R U . . .
C22 C 0.71445(17) 0.18718(17) 0.73236(12) 0.0309(4) Uani 1 1 d . . . . .
H22A H 0.7370 0.1158 0.7189 0.046 Uiso 1 1 calc R U . . .
H22B H 0.7171 0.1810 0.7928 0.046 Uiso 1 1 calc R U . . .
H22C H 0.7670 0.2381 0.7007 0.046 Uiso 1 1 calc R U . . .
C23 C 0.55581(16) 0.33843(15) 0.73229(11) 0.0253(4) Uani 1 1 d . . . . .
H23A H 0.6053 0.3918 0.7000 0.038 Uiso 1 1 calc R U . . .
H23B H 0.5619 0.3305 0.7926 0.038 Uiso 1 1 calc R U . . .
H23C H 0.4766 0.3630 0.7197 0.038 Uiso 1 1 calc R U . . .
C24 C 0.84096(15) 0.40322(15) 0.42423(11) 0.0234(4) Uani 1 1 d . . . . .
H24A H 0.8669 0.3331 0.4094 0.035 Uiso 1 1 calc R U . . .
H24B H 0.8548 0.3988 0.4828 0.035 Uiso 1 1 calc R U . . .
H24C H 0.8830 0.4594 0.3870 0.035 Uiso 1 1 calc R U . . .
C25 C 0.66901(15) 0.54065(14) 0.43962(11) 0.0215(4) Uani 1 1 d . . . . .
H25A H 0.7073 0.5991 0.4018 0.032 Uiso 1 1 calc R U . . .
H25B H 0.6858 0.5357 0.4976 0.032 Uiso 1 1 calc R U . . .
H25C H 0.5864 0.5561 0.4358 0.032 Uiso 1 1 calc R U . . .
C26 C 0.78764(16) 0.61469(16) 0.10546(11) 0.0277(4) Uani 1 1 d . . . . .
C27 C 0.91641(19) 0.5850(2) 0.10521(15) 0.0488(6) Uani 1 1 d . . . . .
H27A H 0.9374 0.5148 0.0894 0.073 Uiso 1 1 calc R U . . .
H27B H 0.9397 0.5800 0.1615 0.073 Uiso 1 1 calc R U . . .
H27C H 0.9550 0.6408 0.0646 0.073 Uiso 1 1 calc R U . . .
C28 C 0.7583(2) 0.72754(17) 0.12652(13) 0.0400(5) Uani 1 1 d . . . . .
H28A H 0.7996 0.7805 0.0849 0.060 Uiso 1 1 calc R U . . .
H28B H 0.7807 0.7246 0.1828 0.060 Uiso 1 1 calc R U . . .
H28C H 0.6760 0.7493 0.1252 0.060 Uiso 1 1 calc R U . . .
C29 C 0.7523(2) 0.62224(18) 0.01741(12) 0.0372(5) Uani 1 1 d . . . . .
H29A H 0.7930 0.6765 -0.0233 0.056 Uiso 1 1 calc R U . . .
H29B H 0.6699 0.6436 0.0166 0.056 Uiso 1 1 calc R U . . .
H29C H 0.7713 0.5515 0.0024 0.056 Uiso 1 1 calc R U . . .
C30 C 0.39852(15) 0.41404(14) 0.16238(11) 0.0214(4) Uani 1 1 d . . . . .
H30A H 0.3673 0.3789 0.1234 0.026 Uiso 1 1 calc R U . . .
H30B H 0.4237 0.4836 0.1296 0.026 Uiso 1 1 calc R U . . .
C31 C 0.30604(14) 0.43619(14) 0.22970(11) 0.0197(3) Uani 1 1 d . . . . .
C32 C 0.22703(16) 0.52788(15) 0.21593(12) 0.0271(4) Uani 1 1 d . . . . .
H32 H 0.2299 0.5787 0.1634 0.032 Uiso 1 1 calc R U . . .
C33 C 0.14423(16) 0.54421(16) 0.27962(13) 0.0306(4) Uani 1 1 d . . . . .
H33 H 0.0891 0.6063 0.2714 0.037 Uiso 1 1 calc R U . . .
C34 C 0.14255(15) 0.46888(16) 0.35575(12) 0.0274(4) Uani 1 1 d . . . . .
H34 H 0.0875 0.4793 0.4009 0.033 Uiso 1 1 calc R U . . .
C35 C 0.22242(15) 0.37849(15) 0.36460(11) 0.0229(4) Uani 1 1 d . . . . .
H35 H 0.2206 0.3262 0.4164 0.027 Uiso 1 1 calc R U . . .
C36 C 0.64400(16) 0.05641(15) 0.26728(11) 0.0235(4) Uani 1 1 d . . . . .
C37 C 0.74126(17) -0.00399(18) 0.22968(14) 0.0361(5) Uani 1 1 d . . . . .
H37A H 0.7230 -0.0143 0.1755 0.054 Uiso 1 1 calc R U . . .
H37B H 0.7585 -0.0749 0.2673 0.054 Uiso 1 1 calc R U . . .
H37C H 0.8077 0.0365 0.2209 0.054 Uiso 1 1 calc R U . . .
N6 N 0.37341(14) 0.16878(13) 0.19177(10) 0.0267(3) Uani 1 1 d . . . . .
C38 C 0.37268(17) 0.12969(15) 0.13601(12) 0.0280(4) Uani 1 1 d . . . . .
C39 C 0.3728(2) 0.07912(19) 0.06485(14) 0.0428(5) Uani 1 1 d . . . . .
H39A H 0.2983 0.0976 0.0419 0.064 Uiso 1 1 calc R U . . .
H39B H 0.3880 0.0002 0.0836 0.064 Uiso 1 1 calc R U . . .
H39C H 0.4323 0.1056 0.0212 0.064 Uiso 1 1 calc R U . . .
N7 N 0.8414(2) 0.1704(2) 0.31488(16) 0.0629(6) Uani 1 1 d . . . . .
C40 C 0.8906(3) 0.2255(2) 0.2626(2) 0.0582(7) Uani 1 1 d . . . . .
C41 C 0.9494(4) 0.2940(3) 0.1956(3) 0.127(2) Uani 1 1 d . . . . .
H41A H 0.9988 0.2498 0.1612 0.190 Uiso 1 1 calc R U . . .
H41B H 0.9961 0.3362 0.2184 0.190 Uiso 1 1 calc R U . . .
H41C H 0.8941 0.3434 0.1608 0.190 Uiso 1 1 calc R U . . .
N8 N 0.0983(3) 1.0776(3) 0.1336(2) 0.0911(10) Uani 1 1 d . . . . .
C42 C 0.0607(2) 1.0015(3) 0.13073(19) 0.0645(8) Uani 1 1 d . . . . .
C43 C 0.0141(3) 0.9059(3) 0.1291(2) 0.0837(11) Uani 1 1 d . . . . .
H43A H 0.0696 0.8602 0.0996 0.126 Uiso 1 1 calc R U . . .
H43B H -0.0557 0.9251 0.0997 0.126 Uiso 1 1 calc R U . . .
H43C H -0.0041 0.8662 0.1869 0.126 Uiso 1 1 calc R U . . .
P1 P 0.08246(4) 0.24203(4) 0.60176(3) 0.02422(12) Uani 1 1 d . . . . .
F1 F 0.21829(10) 0.21901(10) 0.58847(9) 0.0446(3) Uani 1 1 d . . . . .
F2 F -0.05280(10) 0.26487(12) 0.61506(8) 0.0437(3) Uani 1 1 d . . . . .
F3 F 0.07659(13) 0.11816(11) 0.64793(10) 0.0586(4) Uani 1 1 d . . . . .
F4 F 0.09473(11) 0.27288(12) 0.68947(8) 0.0471(3) Uani 1 1 d . . . . .
F5 F 0.08834(11) 0.36542(9) 0.55515(8) 0.0402(3) Uani 1 1 d . . . . .
F6 F 0.07123(11) 0.21225(10) 0.51389(8) 0.0405(3) Uani 1 1 d . . . . .
P2 P 0.3125(5) 0.7816(3) -0.0098(4) 0.0376(9) Uani 0.522(4) 1 d D . P A 1
F7 F 0.3953(2) 0.8240(3) -0.08988(16) 0.0575(10) Uani 0.522(4) 1 d D . P A 1
F8 F 0.2263(4) 0.7428(3) 0.0695(2) 0.0759(13) Uani 0.522(4) 1 d D . P A 1
F9 F 0.3771(5) 0.6630(3) -0.0003(2) 0.0736(14) Uani 0.522(4) 1 d D . P A 1
F10 F 0.2312(4) 0.7579(3) -0.0719(3) 0.0816(14) Uani 0.522(4) 1 d D . P A 1
F11 F 0.2469(4) 0.9016(2) -0.0185(2) 0.0587(11) Uani 0.522(4) 1 d D . P A 1
F12 F 0.3942(4) 0.8103(3) 0.0505(2) 0.0616(10) Uani 0.522(4) 1 d D . P A 1
P2A P 0.3044(5) 0.7861(4) -0.0216(4) 0.0423(11) Uani 0.478(4) 1 d D U P A 2
F7A F 0.4286(4) 0.7152(4) -0.0202(3) 0.0708(13) Uani 0.478(4) 1 d D U P A 2
F8A F 0.1878(4) 0.8603(5) -0.0295(3) 0.0913(17) Uani 0.478(4) 1 d D U P A 2
F9A F 0.2445(5) 0.6796(4) 0.0095(3) 0.1099(19) Uani 0.478(4) 1 d D U P A 2
F10A F 0.3023(3) 0.7759(2) -0.11533(17) 0.0419(8) Uani 0.478(4) 1 d D U P A 2
F11A F 0.3705(4) 0.8919(3) -0.0571(3) 0.0804(14) Uani 0.478(4) 1 d D U P A 2
F12A F 0.3107(7) 0.7922(6) 0.0720(3) 0.117(2) Uani 0.478(4) 1 d D U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 N4 2.1342(14) . ?
Fe1 N5 2.1523(15) . ?
Fe1 N1 2.2446(15) . ?
Fe1 N2 2.2463(14) . ?
Fe1 N6 2.3295(16) . ?
Fe1 N3 2.3357(14) . ?
Fe1 O1 2.3809(11) . ?
O1 C15 1.3812(19) . ?
O1 C12 1.3826(19) . ?
N1 C1 1.336(2) . ?
N1 C5 1.353(2) . ?
N2 C6 1.283(2) . ?
N2 C7 1.417(2) . ?
N3 C16 1.458(2) . ?
N3 C30 1.486(2) . ?
N3 H3A 0.875(15) . ?
N4 C31 1.342(2) . ?
N4 C35 1.349(2) . ?
N5 C36 1.135(2) . ?
C1 C2 1.387(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.378(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.384(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.388(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.455(2) . ?
C6 H6 0.9500 . ?
C7 C12 1.389(2) . ?
C7 C8 1.398(2) . ?
C8 C9 1.391(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.398(2) . ?
C9 C20 1.536(2) . ?
C10 C11 1.391(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.387(2) . ?
C11 C13 1.524(2) . ?
C13 C14 1.531(2) . ?
C13 C24 1.541(2) . ?
C13 C25 1.545(2) . ?
C14 C15 1.388(2) . ?
C14 C19 1.395(2) . ?
C15 C16 1.387(2) . ?
C16 C17 1.387(2) . ?
C17 C18 1.396(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.400(2) . ?
C18 C26 1.542(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.529(2) . ?
C20 C22 1.532(3) . ?
C20 C23 1.535(2) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.524(3) . ?
C26 C29 1.528(3) . ?
C26 C28 1.542(3) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 C31 1.511(2) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.387(3) . ?
C32 C33 1.381(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.387(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.380(3) . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
C36 C37 1.455(3) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
N6 C38 1.140(2) . ?
C38 C39 1.458(3) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
N7 C40 1.134(4) . ?
C40 C41 1.415(4) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
N8 C42 1.136(4) . ?
C42 C43 1.413(5) . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
P1 F5 1.5890(12) . ?
P1 F2 1.5910(12) . ?
P1 F3 1.5928(13) . ?
P1 F6 1.5967(13) . ?
P1 F1 1.5979(12) . ?
P1 F4 1.6034(13) . ?
P2 F9 1.581(5) . ?
P2 F7 1.581(6) . ?
P2 F10 1.584(6) . ?
P2 F8 1.584(6) . ?
P2 F12 1.594(6) . ?
P2 F11 1.602(5) . ?
P2A F12A 1.566(7) . ?
P2A F8A 1.567(7) . ?
P2A F9A 1.572(7) . ?
P2A F10A 1.575(7) . ?
P2A F11A 1.611(6) . ?
P2A F7A 1.620(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 Fe1 N5 163.74(6) . . ?
N4 Fe1 N1 93.07(5) . . ?
N5 Fe1 N1 102.60(5) . . ?
N4 Fe1 N2 100.77(5) . . ?
N5 Fe1 N2 88.17(5) . . ?
N1 Fe1 N2 72.71(5) . . ?
N4 Fe1 N6 97.02(5) . . ?
N5 Fe1 N6 81.91(6) . . ?
N1 Fe1 N6 79.18(5) . . ?
N2 Fe1 N6 147.31(5) . . ?
N4 Fe1 N3 74.88(5) . . ?
N5 Fe1 N3 89.20(5) . . ?
N1 Fe1 N3 150.44(5) . . ?
N2 Fe1 N3 135.44(5) . . ?
N6 Fe1 N3 75.75(5) . . ?
N4 Fe1 O1 86.71(5) . . ?
N5 Fe1 O1 84.27(5) . . ?
N1 Fe1 O1 139.14(5) . . ?
N2 Fe1 O1 67.26(4) . . ?
N6 Fe1 O1 141.44(5) . . ?
N3 Fe1 O1 68.22(4) . . ?
C15 O1 C12 118.73(12) . . ?
C15 O1 Fe1 121.16(9) . . ?
C12 O1 Fe1 120.05(9) . . ?
C1 N1 C5 117.16(15) . . ?
C1 N1 Fe1 128.02(13) . . ?
C5 N1 Fe1 114.79(11) . . ?
C6 N2 C7 121.27(14) . . ?
C6 N2 Fe1 115.35(11) . . ?
C7 N2 Fe1 122.97(10) . . ?
C16 N3 C30 112.88(13) . . ?
C16 N3 Fe1 117.94(10) . . ?
C30 N3 Fe1 104.95(10) . . ?
C16 N3 H3A 106.5(14) . . ?
C30 N3 H3A 109.0(14) . . ?
Fe1 N3 H3A 105.1(14) . . ?
C31 N4 C35 118.61(15) . . ?
C31 N4 Fe1 118.22(11) . . ?
C35 N4 Fe1 123.06(12) . . ?
C36 N5 Fe1 162.09(14) . . ?
N1 C1 C2 123.04(19) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C3 C2 C1 119.26(18) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C2 C3 C4 118.73(17) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
C3 C4 C5 118.59(18) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
N1 C5 C4 123.07(16) . . ?
N1 C5 C6 115.62(15) . . ?
C4 C5 C6 121.16(16) . . ?
N2 C6 C5 118.87(15) . . ?
N2 C6 H6 120.6 . . ?
C5 C6 H6 120.6 . . ?
C12 C7 C8 118.96(15) . . ?
C12 C7 N2 115.50(14) . . ?
C8 C7 N2 125.40(15) . . ?
C9 C8 C7 120.79(15) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C8 C9 C10 117.73(15) . . ?
C8 C9 C20 122.62(15) . . ?
C10 C9 C20 119.55(15) . . ?
C11 C10 C9 123.34(15) . . ?
C11 C10 H10 118.3 . . ?
C9 C10 H10 118.3 . . ?
C12 C11 C10 116.59(15) . . ?
C12 C11 C13 122.13(14) . . ?
C10 C11 C13 121.16(14) . . ?
O1 C12 C11 123.33(14) . . ?
O1 C12 C7 114.18(14) . . ?
C11 C12 C7 122.47(15) . . ?
C11 C13 C14 110.27(13) . . ?
C11 C13 C24 109.70(13) . . ?
C14 C13 C24 109.93(14) . . ?
C11 C13 C25 108.23(13) . . ?
C14 C13 C25 108.42(13) . . ?
C24 C13 C25 110.26(14) . . ?
C15 C14 C19 116.81(15) . . ?
C15 C14 C13 122.00(14) . . ?
C19 C14 C13 121.11(14) . . ?
O1 C15 C16 114.52(14) . . ?
O1 C15 C14 123.20(14) . . ?
C16 C15 C14 122.28(15) . . ?
C17 C16 C15 119.28(15) . . ?
C17 C16 N3 122.73(15) . . ?
C15 C16 N3 118.00(14) . . ?
C16 C17 C18 121.03(15) . . ?
C16 C17 H17 119.5 . . ?
C18 C17 H17 119.5 . . ?
C17 C18 C19 117.56(15) . . ?
C17 C18 C26 122.79(15) . . ?
C19 C18 C26 119.62(15) . . ?
C14 C19 C18 123.03(16) . . ?
C14 C19 H19 118.5 . . ?
C18 C19 H19 118.5 . . ?
C21 C20 C22 108.56(15) . . ?
C21 C20 C23 108.00(15) . . ?
C22 C20 C23 109.49(15) . . ?
C21 C20 C9 111.80(14) . . ?
C22 C20 C9 110.20(14) . . ?
C23 C20 C9 108.73(14) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C13 C24 H24A 109.5 . . ?
C13 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C13 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C13 C25 H25A 109.5 . . ?
C13 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C13 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C27 C26 C29 109.03(18) . . ?
C27 C26 C18 110.84(16) . . ?
C29 C26 C18 111.88(15) . . ?
C27 C26 C28 108.11(19) . . ?
C29 C26 C28 108.15(17) . . ?
C18 C26 C28 108.72(16) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N3 C30 C31 111.53(13) . . ?
N3 C30 H30A 109.3 . . ?
C31 C30 H30A 109.3 . . ?
N3 C30 H30B 109.3 . . ?
C31 C30 H30B 109.3 . . ?
H30A C30 H30B 108.0 . . ?
N4 C31 C32 122.00(16) . . ?
N4 C31 C30 116.57(15) . . ?
C32 C31 C30 121.42(16) . . ?
C33 C32 C31 119.06(18) . . ?
C33 C32 H32 120.5 . . ?
C31 C32 H32 120.5 . . ?
C32 C33 C34 119.19(17) . . ?
C32 C33 H33 120.4 . . ?
C34 C33 H33 120.4 . . ?
C35 C34 C33 118.69(17) . . ?
C35 C34 H34 120.7 . . ?
C33 C34 H34 120.7 . . ?
N4 C35 C34 122.42(17) . . ?
N4 C35 H35 118.8 . . ?
C34 C35 H35 118.8 . . ?
N5 C36 C37 178.9(2) . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C38 N6 Fe1 164.66(15) . . ?
N6 C38 C39 179.4(2) . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
N7 C40 C41 178.1(4) . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
N8 C42 C43 178.7(4) . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
F5 P1 F2 89.81(7) . . ?
F5 P1 F3 179.65(8) . . ?
F2 P1 F3 90.23(8) . . ?
F5 P1 F6 89.95(7) . . ?
F2 P1 F6 89.64(7) . . ?
F3 P1 F6 89.71(8) . . ?
F5 P1 F1 90.23(7) . . ?
F2 P1 F1 179.95(11) . . ?
F3 P1 F1 89.73(8) . . ?
F6 P1 F1 90.39(7) . . ?
F5 P1 F4 89.55(7) . . ?
F2 P1 F4 90.76(7) . . ?
F3 P1 F4 90.80(8) . . ?
F6 P1 F4 179.35(8) . . ?
F1 P1 F4 89.22(7) . . ?
F9 P2 F7 90.8(3) . . ?
F9 P2 F10 90.8(3) . . ?
F7 P2 F10 87.5(4) . . ?
F9 P2 F8 91.2(3) . . ?
F7 P2 F8 177.9(4) . . ?
F10 P2 F8 91.8(4) . . ?
F9 P2 F12 91.1(4) . . ?
F7 P2 F12 91.1(3) . . ?
F10 P2 F12 177.7(4) . . ?
F8 P2 F12 89.6(4) . . ?
F9 P2 F11 179.5(5) . . ?
F7 P2 F11 89.6(3) . . ?
F10 P2 F11 89.6(4) . . ?
F8 P2 F11 88.5(3) . . ?
F12 P2 F11 88.6(3) . . ?
F12A P2A F8A 93.4(4) . . ?
F12A P2A F9A 89.8(5) . . ?
F8A P2A F9A 92.8(4) . . ?
F12A P2A F10A 177.6(5) . . ?
F8A P2A F10A 88.9(4) . . ?
F9A P2A F10A 89.5(4) . . ?
F12A P2A F11A 92.3(5) . . ?
F8A P2A F11A 89.4(4) . . ?
F9A P2A F11A 176.8(5) . . ?
F10A P2A F11A 88.3(4) . . ?
F12A P2A F7A 89.5(4) . . ?
F8A P2A F7A 175.6(5) . . ?
F9A P2A F7A 90.5(4) . . ?
F10A P2A F7A 88.2(3) . . ?
F11A P2A F7A 87.1(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
C5 N1 C1 C2 -1.5(3) . . . . ?
Fe1 N1 C1 C2 176.34(14) . . . . ?
N1 C1 C2 C3 -2.0(3) . . . . ?
C1 C2 C3 C4 3.1(3) . . . . ?
C2 C3 C4 C5 -0.7(3) . . . . ?
C1 N1 C5 C4 4.1(2) . . . . ?
Fe1 N1 C5 C4 -174.06(13) . . . . ?
C1 N1 C5 C6 -171.46(15) . . . . ?
Fe1 N1 C5 C6 10.40(18) . . . . ?
C3 C4 C5 N1 -3.0(3) . . . . ?
C3 C4 C5 C6 172.29(16) . . . . ?
C7 N2 C6 C5 172.97(14) . . . . ?
Fe1 N2 C6 C5 -14.16(19) . . . . ?
N1 C5 C6 N2 2.5(2) . . . . ?
C4 C5 C6 N2 -173.11(16) . . . . ?
C6 N2 C7 C12 173.23(15) . . . . ?
Fe1 N2 C7 C12 0.92(19) . . . . ?
C6 N2 C7 C8 -11.3(2) . . . . ?
Fe1 N2 C7 C8 176.43(12) . . . . ?
C12 C7 C8 C9 -2.0(2) . . . . ?
N2 C7 C8 C9 -177.39(15) . . . . ?
C7 C8 C9 C10 -1.1(2) . . . . ?
C7 C8 C9 C20 175.15(15) . . . . ?
C8 C9 C10 C11 3.1(2) . . . . ?
C20 C9 C10 C11 -173.22(15) . . . . ?
C9 C10 C11 C12 -1.9(2) . . . . ?
C9 C10 C11 C13 174.18(15) . . . . ?
C15 O1 C12 C11 2.3(2) . . . . ?
Fe1 O1 C12 C11 179.64(12) . . . . ?
C15 O1 C12 C7 -179.10(14) . . . . ?
Fe1 O1 C12 C7 -1.81(18) . . . . ?
C10 C11 C12 O1 176.99(14) . . . . ?
C13 C11 C12 O1 1.0(2) . . . . ?
C10 C11 C12 C7 -1.4(2) . . . . ?
C13 C11 C12 C7 -177.47(15) . . . . ?
C8 C7 C12 O1 -175.20(14) . . . . ?
N2 C7 C12 O1 0.6(2) . . . . ?
C8 C7 C12 C11 3.4(2) . . . . ?
N2 C7 C12 C11 179.19(14) . . . . ?
C12 C11 C13 C14 -5.1(2) . . . . ?
C10 C11 C13 C14 179.02(14) . . . . ?
C12 C11 C13 C24 -126.34(16) . . . . ?
C10 C11 C13 C24 57.8(2) . . . . ?
C12 C11 C13 C25 113.32(17) . . . . ?
C10 C11 C13 C25 -62.53(19) . . . . ?
C11 C13 C14 C15 6.7(2) . . . . ?
C24 C13 C14 C15 127.78(16) . . . . ?
C25 C13 C14 C15 -111.62(17) . . . . ?
C11 C13 C14 C19 -176.66(15) . . . . ?
C24 C13 C14 C19 -55.6(2) . . . . ?
C25 C13 C14 C19 65.01(19) . . . . ?
C12 O1 C15 C16 179.18(14) . . . . ?
Fe1 O1 C15 C16 1.92(18) . . . . ?
C12 O1 C15 C14 -0.7(2) . . . . ?
Fe1 O1 C15 C14 -177.91(12) . . . . ?
C19 C14 C15 O1 178.95(14) . . . . ?
C13 C14 C15 O1 -4.3(2) . . . . ?
C19 C14 C15 C16 -0.9(2) . . . . ?
C13 C14 C15 C16 175.90(15) . . . . ?
O1 C15 C16 C17 -178.12(14) . . . . ?
C14 C15 C16 C17 1.7(2) . . . . ?
O1 C15 C16 N3 1.4(2) . . . . ?
C14 C15 C16 N3 -178.79(15) . . . . ?
C30 N3 C16 C17 -61.8(2) . . . . ?
Fe1 N3 C16 C17 175.43(12) . . . . ?
C30 N3 C16 C15 118.70(16) . . . . ?
Fe1 N3 C16 C15 -4.04(19) . . . . ?
C15 C16 C17 C18 -1.3(3) . . . . ?
N3 C16 C17 C18 179.20(15) . . . . ?
C16 C17 C18 C19 0.2(3) . . . . ?
C16 C17 C18 C26 -177.80(16) . . . . ?
C15 C14 C19 C18 -0.4(2) . . . . ?
C13 C14 C19 C18 -177.17(16) . . . . ?
C17 C18 C19 C14 0.7(3) . . . . ?
C26 C18 C19 C14 178.75(16) . . . . ?
C8 C9 C20 C21 2.1(2) . . . . ?
C10 C9 C20 C21 178.27(16) . . . . ?
C8 C9 C20 C22 122.93(18) . . . . ?
C10 C9 C20 C22 -60.9(2) . . . . ?
C8 C9 C20 C23 -117.06(18) . . . . ?
C10 C9 C20 C23 59.1(2) . . . . ?
C17 C18 C26 C27 -123.5(2) . . . . ?
C19 C18 C26 C27 58.6(2) . . . . ?
C17 C18 C26 C29 -1.5(3) . . . . ?
C19 C18 C26 C29 -179.45(17) . . . . ?
C17 C18 C26 C28 117.85(19) . . . . ?
C19 C18 C26 C28 -60.1(2) . . . . ?
C16 N3 C30 C31 -91.59(16) . . . . ?
Fe1 N3 C30 C31 38.14(15) . . . . ?
C35 N4 C31 C32 -1.9(2) . . . . ?
Fe1 N4 C31 C32 174.31(13) . . . . ?
C35 N4 C31 C30 179.45(15) . . . . ?
Fe1 N4 C31 C30 -4.30(19) . . . . ?
N3 C30 C31 N4 -25.5(2) . . . . ?
N3 C30 C31 C32 155.88(15) . . . . ?
N4 C31 C32 C33 1.5(3) . . . . ?
C30 C31 C32 C33 180.00(16) . . . . ?
C31 C32 C33 C34 0.3(3) . . . . ?
C32 C33 C34 C35 -1.5(3) . . . . ?
C31 N4 C35 C34 0.7(3) . . . . ?
Fe1 N4 C35 C34 -175.38(13) . . . . ?
C33 C34 C35 N4 1.0(3) . . . . ?




#===END
####################################################################### 
# 
# 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_haaru6_0m
_database_code_depnum_ccdc_archive 'CCDC 1442709'
_audit_update_record             
;
2015-12-16 deposited with the CCDC.
2016-02-01 downloaded from the CCDC.
;

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

# 5. CHEMICAL DATA

_chemical_formula_moiety         'C41 H45 Fe N5 O, 2(F6 P), C2 H3 N'
_chemical_formula_sum            'C43 H48 F12 Fe N6 O P2'
_chemical_formula_weight         1010.66

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

# 6. CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_Int_Tables_number      14

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 1/2-x,1/2+y,1/2-z
3 -x,-y,-z
4 1/2+x,1/2-y,1/2+z

_cell_length_a                   17.6546(17)
_cell_length_b                   14.2997(14)
_cell_length_c                   18.8804(19)
_cell_angle_alpha                90
_cell_angle_beta                 92.641(5)
_cell_angle_gamma                90
_cell_volume                     4761.4(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9101
_cell_measurement_theta_min      2.7926
_cell_measurement_theta_max      30.4295

_exptl_crystal_description       fragment
_exptl_crystal_colour            'intense red'

_exptl_crystal_size_max          0.323
_exptl_crystal_size_mid          0.284
_exptl_crystal_size_min          0.267
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             2080
_exptl_absorpt_coefficient_mu    0.471
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker, 2008b'
_exptl_absorpt_correction_T_min  0.6975
_exptl_absorpt_correction_T_max  0.7461

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

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
Diffractometer operator             P. Altmann
scanspeed                           10 s per frame
dx                                  40 mm
4609 frames measured in 12 data sets
phi-scans with delta_phi         = 0.5
omega-scans with delta_omega     = 0.5
;
_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode FR591'
_diffrn_radiation_monochromator  'MONTEL optic'

_diffrn_measurement_device       ' κ-geometry diffractometer '
_diffrn_measurement_device_type  ' Bruker APEX-II CCD '
_diffrn_measurement_method       ' phi- and omega-rotation '
_diffrn_detector                 ' CCD plate '
_diffrn_detector_area_resol_mean 16

# number of measured reflections (redundant set)
_diffrn_reflns_number            203262
_diffrn_reflns_av_R_equivalents  0.0410
_diffrn_reflns_av_sigmaI/netI    0.0156
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.79
_diffrn_reflns_theta_max         30.03
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_reduction_process 
;
;

# number of unique reflections
_reflns_number_total             13923
# number of observed reflections (> n sig(I))
_reflns_number_gt                12389
_reflns_threshold_expression     i>2σ(i)

_computing_data_collection       'APEX II Control Software (Bruker, 2013)'
_computing_cell_refinement       'SAINT (Bruker, 2012)'
_computing_data_reduction        'SAINT (Bruker, 2012)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  
'SHELXL2014 (Sheldrick, 2014), SHELXLE (Huebschle, 2011)'
_computing_molecular_graphics    'PLATON (Spek, 2011)'
_computing_publication_material  'PLATON (Spek, 2011), enCIFer (Allen, 2014)'

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

# 8. REFINEMENT DATA

_refine_special_details          
;
 Refinement on F² for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The
 observed criterion of F² > 2sigma(F²) is used only
 for calculating -R-factor-obs 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.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'W=1/[Σ²(FO²)+(0.0540P)²+3.7558P] WHERE P=(FO²+2FC²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom

_refine_ls_hydrogen_treatment    constr

_refine_ls_extinction_method     none
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   .
_refine_ls_number_reflns         13923
_refine_ls_number_parameters     659
_refine_ls_number_restraints     21
_refine_ls_number_constraints    ?
_refine_ls_R_factor_all          0.0446
_refine_ls_R_factor_gt           0.0387
_refine_ls_wR_factor_ref         0.1105
_refine_ls_wR_factor_gt          0.1050
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.807
_refine_diff_density_min         -0.569
_refine_diff_density_rms         0.064

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

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.35988(2) 0.67146(2) 0.20267(2) 0.01656(5) Uani 1 1 d . . . . .
O1 O 0.44055(6) 0.67093(7) 0.11641(5) 0.01994(19) Uani 1 1 d . . . . .
N1 N 0.33250(6) 0.61927(8) 0.30721(6) 0.0171(2) Uani 1 1 d . . . . .
N2 N 0.45159(6) 0.57783(8) 0.23183(6) 0.0159(2) Uani 1 1 d . . . . .
N3 N 0.31397(6) 0.77683(8) 0.11858(6) 0.0178(2) Uani 1 1 d . . . . .
N4 N 0.39857(8) 0.80220(9) 0.24180(7) 0.0287(3) Uani 1 1 d . . . . .
N5 N 0.28205(7) 0.59164(8) 0.14045(6) 0.0203(2) Uani 1 1 d . . . . .
C1 C 0.27469(8) 0.64417(10) 0.34654(7) 0.0213(3) Uani 1 1 d . . . . .
H1 H 0.2388 0.6881 0.3277 0.026 Uiso 1 1 calc R U . . .
C2 C 0.26515(8) 0.60812(11) 0.41414(7) 0.0235(3) Uani 1 1 d . . . . .
H2 H 0.2236 0.6275 0.4408 0.028 Uiso 1 1 calc R U . . .
C3 C 0.31699(8) 0.54370(10) 0.44209(7) 0.0218(3) Uani 1 1 d . . . . .
H3 H 0.3113 0.5179 0.4879 0.026 Uiso 1 1 calc R U . . .
C4 C 0.37746(8) 0.51751(10) 0.40189(7) 0.0192(2) Uani 1 1 d . . . . .
H4 H 0.4139 0.4735 0.4196 0.023 Uiso 1 1 calc R U . . .
C5 C 0.38351(7) 0.55709(9) 0.33522(7) 0.0159(2) Uani 1 1 d . . . . .
C6 C 0.44797(7) 0.53600(9) 0.29188(7) 0.0169(2) Uani 1 1 d . . . . .
H6 H 0.4860 0.4927 0.3076 0.020 Uiso 1 1 calc R U . . .
C7 C 0.51267(7) 0.56685(9) 0.18681(6) 0.0162(2) Uani 1 1 d . . . . .
C8 C 0.57583(8) 0.50931(10) 0.19922(7) 0.0199(2) Uani 1 1 d . . . . .
H8 H 0.5803 0.4728 0.2413 0.024 Uiso 1 1 calc R U . . .
C9 C 0.63224(8) 0.50524(11) 0.15027(7) 0.0217(3) Uani 1 1 d . . . . .
C10 C 0.62482(7) 0.56213(10) 0.08970(7) 0.0205(2) Uani 1 1 d . . . . .
H10 H 0.6640 0.5608 0.0569 0.025 Uiso 1 1 calc R U . . .
C11 C 0.56265(7) 0.62058(9) 0.07538(7) 0.0166(2) Uani 1 1 d . . . . .
C12 C 0.50710(7) 0.62007(9) 0.12484(7) 0.0159(2) Uani 1 1 d . . . . .
C13 C 0.55362(7) 0.67725(9) 0.00712(7) 0.0168(2) Uani 1 1 d . . . . .
C14 C 0.48585(7) 0.74346(9) 0.01010(7) 0.0164(2) Uani 1 1 d . . . . .
C15 C 0.43345(7) 0.73655(9) 0.06273(7) 0.0163(2) Uani 1 1 d . . . . .
C16 C 0.36940(7) 0.79288(9) 0.06426(7) 0.0164(2) Uani 1 1 d . . . . .
C17 C 0.35759(8) 0.86035(9) 0.01142(7) 0.0176(2) Uani 1 1 d . . . . .
H17 H 0.3141 0.8993 0.0119 0.021 Uiso 1 1 calc R U . . .
C18 C 0.40877(8) 0.87134(9) -0.04210(7) 0.0176(2) Uani 1 1 d . . . . .
C19 C 0.47155(8) 0.81144(9) -0.04180(7) 0.0181(2) Uani 1 1 d . . . . .
H19 H 0.5060 0.8174 -0.0787 0.022 Uiso 1 1 calc R U . . .
C20 C 0.69966(9) 0.43757(13) 0.15886(8) 0.0296(3) Uani 1 1 d . . . . .
C21 C 0.70150(12) 0.38690(18) 0.23064(10) 0.0484(6) Uani 1 1 d . . . . .
H21A H 0.6543 0.3517 0.2350 0.073 Uiso 1 1 calc R U . . .
H21B H 0.7067 0.4329 0.2690 0.073 Uiso 1 1 calc R U . . .
H21C H 0.7447 0.3438 0.2337 0.073 Uiso 1 1 calc R U . . .
C22 C 0.69194(10) 0.36316(13) 0.10012(10) 0.0348(4) Uani 1 1 d . . . . .
H22A H 0.6905 0.3938 0.0537 0.052 Uiso 1 1 calc R U . . .
H22B H 0.6450 0.3277 0.1053 0.052 Uiso 1 1 calc R U . . .
H22C H 0.7354 0.3205 0.1040 0.052 Uiso 1 1 calc R U . . .
C23 C 0.77443(10) 0.49156(16) 0.15194(11) 0.0412(4) Uani 1 1 d . . . . .
H23A H 0.8173 0.4484 0.1585 0.062 Uiso 1 1 calc R U . . .
H23B H 0.7784 0.5406 0.1882 0.062 Uiso 1 1 calc R U . . .
H23C H 0.7752 0.5201 0.1048 0.062 Uiso 1 1 calc R U . . .
C24 C 0.53947(9) 0.60912(10) -0.05541(7) 0.0224(3) Uani 1 1 d . . . . .
H24A H 0.5335 0.6446 -0.0997 0.034 Uiso 1 1 calc R U . . .
H24B H 0.4932 0.5731 -0.0483 0.034 Uiso 1 1 calc R U . . .
H24C H 0.5826 0.5664 -0.0580 0.034 Uiso 1 1 calc R U . . .
C25 C 0.62637(8) 0.73368(11) -0.00426(9) 0.0265(3) Uani 1 1 d . . . . .
H25A H 0.6213 0.7669 -0.0496 0.040 Uiso 1 1 calc R U . . .
H25B H 0.6698 0.6911 -0.0047 0.040 Uiso 1 1 calc R U . . .
H25C H 0.6342 0.7790 0.0343 0.040 Uiso 1 1 calc R U . . .
C26 C 0.39765(8) 0.94408(10) -0.10155(7) 0.0204(2) Uani 1 1 d . . . . .
C27 C 0.38262(10) 0.89317(12) -0.17230(8) 0.0305(3) Uani 1 1 d . . . . .
H27A H 0.3772 0.9391 -0.2107 0.046 Uiso 1 1 calc R U . . .
H27B H 0.3359 0.8565 -0.1703 0.046 Uiso 1 1 calc R U . . .
H27C H 0.4252 0.8514 -0.1811 0.046 Uiso 1 1 calc R U . . .
C28 C 0.46959(10) 1.00400(12) -0.10552(9) 0.0309(3) Uani 1 1 d . . . . .
H28A H 0.5126 0.9639 -0.1163 0.046 Uiso 1 1 calc R U . . .
H28B H 0.4800 1.0352 -0.0599 0.046 Uiso 1 1 calc R U . . .
H28C H 0.4621 1.0511 -0.1429 0.046 Uiso 1 1 calc R U . . .
C29 C 0.33066(10) 1.00952(11) -0.08914(9) 0.0299(3) Uani 1 1 d . . . . .
H29A H 0.3267 1.0563 -0.1271 0.045 Uiso 1 1 calc R U . . .
H29B H 0.3388 1.0411 -0.0433 0.045 Uiso 1 1 calc R U . . .
H29C H 0.2837 0.9730 -0.0891 0.045 Uiso 1 1 calc R U . . .
C30 C 0.30085(8) 0.86266(10) 0.16068(7) 0.0220(3) Uani 1 1 d . . . . .
H30A H 0.2532 0.8559 0.1859 0.026 Uiso 1 1 calc R U . . .
H30B H 0.2953 0.9171 0.1284 0.026 Uiso 1 1 calc R U . . .
C31 C 0.36589(8) 0.87956(10) 0.21370(7) 0.0216(3) Uani 1 1 d . . . . .
C32 C 0.38808(9) 0.96810(10) 0.23514(8) 0.0268(3) Uani 1 1 d . . . . .
H32 H 0.3641 1.0217 0.2145 0.032 Uiso 1 1 calc R U . . .
C33 C 0.44576(11) 0.97797(12) 0.28712(10) 0.0347(4) Uani 1 1 d . . . . .
H33 H 0.4614 1.0383 0.3030 0.042 Uiso 1 1 calc R U . . .
C34 C 0.47995(12) 0.89867(13) 0.31542(11) 0.0427(5) Uani 1 1 d . . . . .
H34 H 0.5199 0.9035 0.3506 0.051 Uiso 1 1 calc R U . . .
C35 C 0.45497(12) 0.81217(12) 0.29159(12) 0.0437(5) Uani 1 1 d . . . . .
H35 H 0.4785 0.7576 0.3111 0.052 Uiso 1 1 calc R U . . .
C36 C 0.24185(8) 0.73909(10) 0.08515(8) 0.0218(3) Uani 1 1 d . . . . .
H36A H 0.2382 0.7574 0.0345 0.026 Uiso 1 1 calc R U . . .
H36B H 0.1983 0.7672 0.1086 0.026 Uiso 1 1 calc R U . . .
C37 C 0.23733(8) 0.63424(10) 0.09068(7) 0.0214(3) Uani 1 1 d . . . . .
C38 C 0.18599(10) 0.58463(13) 0.04712(8) 0.0312(3) Uani 1 1 d . . . . .
H38 H 0.1545 0.6163 0.0127 0.037 Uiso 1 1 calc R U . . .
C39 C 0.18132(11) 0.48867(13) 0.05448(9) 0.0365(4) Uani 1 1 d . . . . .
H39 H 0.1466 0.4535 0.0252 0.044 Uiso 1 1 calc R U . . .
C40 C 0.22821(10) 0.44413(12) 0.10537(9) 0.0315(3) Uani 1 1 d . . . . .
H40 H 0.2264 0.3782 0.1111 0.038 Uiso 1 1 calc R U . . .
C41 C 0.27731(9) 0.49772(10) 0.14736(8) 0.0257(3) Uani 1 1 d . . . . .
H41 H 0.3089 0.4675 0.1824 0.031 Uiso 1 1 calc R U . . .
P1 P 0.40936(18) 0.33624(16) 0.57480(15) 0.0275(4) Uani 0.625(11) 1 d D . P A 1
F1 F 0.4984(2) 0.3148(3) 0.5784(2) 0.0404(8) Uani 0.625(11) 1 d D . P A 1
F2 F 0.4119(3) 0.3515(4) 0.6581(2) 0.0432(9) Uani 0.625(11) 1 d D . P A 1
F3 F 0.4063(2) 0.3217(3) 0.49051(17) 0.0422(7) Uani 0.625(11) 1 d D . P A 1
F4 F 0.4277(3) 0.44518(18) 0.5638(3) 0.0588(14) Uani 0.625(11) 1 d D . P A 1
F5 F 0.3915(5) 0.2283(3) 0.5849(5) 0.0341(13) Uani 0.625(11) 1 d D . P A 1
F6 F 0.3205(2) 0.3590(3) 0.5696(2) 0.0453(9) Uani 0.625(11) 1 d D . P A 1
P1A P 0.3925(3) 0.3425(3) 0.5906(3) 0.0293(7) Uani 0.375(11) 1 d D . P A 2
F1A F 0.4828(4) 0.3478(7) 0.5889(4) 0.0544(17) Uani 0.375(11) 1 d D . P A 2
F2A F 0.4013(6) 0.3310(7) 0.6744(4) 0.0441(14) Uani 0.375(11) 1 d D . P A 2
F3A F 0.3856(5) 0.3543(6) 0.5065(4) 0.058(2) Uani 0.375(11) 1 d D . P A 2
F4A F 0.3882(5) 0.4530(2) 0.6002(6) 0.067(3) Uani 0.375(11) 1 d D . P A 2
F5A F 0.3979(9) 0.2316(7) 0.5811(8) 0.049(3) Uani 0.375(11) 1 d D . P A 2
F6A F 0.3032(3) 0.3348(5) 0.5916(5) 0.0487(14) Uani 0.375(11) 1 d D . P A 2
P2 P 0.41185(2) 0.26047(2) 0.25531(2) 0.01928(7) Uani 1 1 d . . . . .
F7 F 0.40200(7) 0.32744(8) 0.32229(6) 0.0432(3) Uani 1 1 d . . . . .
F8 F 0.47653(7) 0.32746(8) 0.22971(6) 0.0429(3) Uani 1 1 d . . . . .
F9 F 0.47362(9) 0.20194(9) 0.30036(8) 0.0603(4) Uani 1 1 d . . . . .
F10 F 0.34907(8) 0.31810(8) 0.21152(9) 0.0623(4) Uani 1 1 d . . . . .
F11 F 0.34731(7) 0.19220(8) 0.28209(6) 0.0452(3) Uani 1 1 d . . . . .
F12 F 0.42041(7) 0.19305(8) 0.18898(5) 0.0377(2) Uani 1 1 d . . . . .
N6 N 0.67362(18) 0.2130(2) 0.4734(2) 0.1106(13) Uani 1 1 d . . . . .
C42 C 0.57234(18) 0.32423(19) 0.41719(17) 0.0695(8) Uani 1 1 d . . . . .
H42A H 0.5560 0.3022 0.3698 0.104 Uiso 1 1 calc R U . . .
H42B H 0.5938 0.3872 0.4138 0.104 Uiso 1 1 calc R U . . .
H42C H 0.5287 0.3259 0.4474 0.104 Uiso 1 1 calc R U . . .
C43 C 0.62945(17) 0.26112(17) 0.44774(18) 0.0697(8) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 N5 2.1029(13) . ?
Fe1 N4 2.1120(14) . ?
Fe1 N2 2.1529(11) . ?
Fe1 N1 2.1850(11) . ?
Fe1 O1 2.2124(10) . ?
Fe1 N3 2.3085(11) . ?
O1 C15 1.3827(15) . ?
O1 C12 1.3847(15) . ?
N1 C1 1.3378(17) . ?
N1 C5 1.3555(16) . ?
N2 C6 1.2860(16) . ?
N2 C7 1.4123(16) . ?
N3 C16 1.4679(16) . ?
N3 C30 1.4863(18) . ?
N3 C36 1.4956(18) . ?
N4 C35 1.345(2) . ?
N4 C31 1.3454(18) . ?
N5 C37 1.3450(18) . ?
N5 C41 1.3524(18) . ?
C1 C2 1.3939(19) . ?
C2 C3 1.386(2) . ?
C3 C4 1.3895(19) . ?
C4 C5 1.3887(17) . ?
C5 C6 1.4633(18) . ?
C7 C12 1.3953(17) . ?
C7 C8 1.3969(18) . ?
C8 C9 1.3907(19) . ?
C9 C10 1.4047(19) . ?
C9 C20 1.537(2) . ?
C10 C11 1.3960(18) . ?
C11 C12 1.3852(17) . ?
C11 C13 1.5244(18) . ?
C13 C14 1.5289(18) . ?
C13 C25 1.5403(19) . ?
C13 C24 1.5422(19) . ?
C14 C15 1.3919(17) . ?
C14 C19 1.3950(18) . ?
C15 C16 1.3897(18) . ?
C16 C17 1.3967(17) . ?
C17 C18 1.3950(17) . ?
C18 C19 1.4007(19) . ?
C18 C26 1.5363(18) . ?
C20 C21 1.536(2) . ?
C20 C22 1.538(2) . ?
C20 C23 1.540(3) . ?
C26 C27 1.534(2) . ?
C26 C29 1.535(2) . ?
C26 C28 1.537(2) . ?
C30 C31 1.508(2) . ?
C31 C32 1.380(2) . ?
C32 C33 1.389(3) . ?
C33 C34 1.381(3) . ?
C34 C35 1.382(2) . ?
C36 C37 1.505(2) . ?
C37 C38 1.390(2) . ?
C38 C39 1.382(3) . ?
C39 C40 1.393(3) . ?
C40 C41 1.380(2) . ?
P1 F2 1.586(4) . ?
P1 F5 1.589(5) . ?
P1 F1 1.599(4) . ?
P1 F6 1.601(3) . ?
P1 F3 1.604(3) . ?
P1 F4 1.606(3) . ?
P1A F6A 1.583(5) . ?
P1A F2A 1.591(7) . ?
P1A F4A 1.593(5) . ?
P1A F3A 1.595(6) . ?
P1A F1A 1.598(6) . ?
P1A F5A 1.598(10) . ?
P2 F8 1.5832(11) . ?
P2 F10 1.5833(12) . ?
P2 F9 1.5898(13) . ?
P2 F12 1.5932(10) . ?
P2 F11 1.6000(10) . ?
P2 F7 1.6020(10) . ?
N6 C43 1.132(3) . ?
C42 C43 1.453(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N5 Fe1 N4 150.26(5) . . ?
N5 Fe1 N2 105.64(4) . . ?
N4 Fe1 N2 103.52(5) . . ?
N5 Fe1 N1 98.81(4) . . ?
N4 Fe1 N1 93.89(5) . . ?
N2 Fe1 N1 75.62(4) . . ?
N5 Fe1 O1 90.75(4) . . ?
N4 Fe1 O1 92.97(5) . . ?
N2 Fe1 O1 71.58(4) . . ?
N1 Fe1 O1 147.19(4) . . ?
N5 Fe1 N3 76.72(4) . . ?
N4 Fe1 N3 76.15(5) . . ?
N2 Fe1 N3 144.87(4) . . ?
N1 Fe1 N3 139.37(4) . . ?
O1 Fe1 N3 73.35(4) . . ?
C15 O1 C12 119.24(10) . . ?
C15 O1 Fe1 119.84(8) . . ?
C12 O1 Fe1 119.26(8) . . ?
C1 N1 C5 117.91(11) . . ?
C1 N1 Fe1 128.07(9) . . ?
C5 N1 Fe1 113.95(8) . . ?
C6 N2 C7 123.32(11) . . ?
C6 N2 Fe1 116.57(9) . . ?
C7 N2 Fe1 120.09(8) . . ?
C16 N3 C30 111.71(11) . . ?
C16 N3 C36 110.10(10) . . ?
C30 N3 C36 111.91(11) . . ?
C16 N3 Fe1 110.99(8) . . ?
C30 N3 Fe1 103.28(8) . . ?
C36 N3 Fe1 108.66(8) . . ?
C35 N4 C31 118.60(14) . . ?
C35 N4 Fe1 123.74(11) . . ?
C31 N4 Fe1 117.64(11) . . ?
C37 N5 C41 118.70(13) . . ?
C37 N5 Fe1 119.46(10) . . ?
C41 N5 Fe1 121.80(10) . . ?
N1 C1 C2 122.50(13) . . ?
C3 C2 C1 119.27(13) . . ?
C2 C3 C4 118.80(12) . . ?
C5 C4 C3 118.59(12) . . ?
N1 C5 C4 122.92(12) . . ?
N1 C5 C6 115.90(11) . . ?
C4 C5 C6 121.15(12) . . ?
N2 C6 C5 117.95(11) . . ?
C12 C7 C8 119.13(12) . . ?
C12 C7 N2 114.69(11) . . ?
C8 C7 N2 126.18(12) . . ?
C9 C8 C7 120.25(12) . . ?
C8 C9 C10 118.29(12) . . ?
C8 C9 C20 122.08(13) . . ?
C10 C9 C20 119.57(12) . . ?
C11 C10 C9 123.20(12) . . ?
C12 C11 C10 116.17(12) . . ?
C12 C11 C13 121.54(11) . . ?
C10 C11 C13 122.18(11) . . ?
O1 C12 C11 122.89(11) . . ?
O1 C12 C7 114.18(11) . . ?
C11 C12 C7 122.92(12) . . ?
C11 C13 C14 110.46(10) . . ?
C11 C13 C25 109.95(11) . . ?
C14 C13 C25 109.85(11) . . ?
C11 C13 C24 108.56(11) . . ?
C14 C13 C24 108.66(11) . . ?
C25 C13 C24 109.32(11) . . ?
C15 C14 C19 116.50(12) . . ?
C15 C14 C13 121.96(11) . . ?
C19 C14 C13 121.49(11) . . ?
O1 C15 C16 115.12(11) . . ?
O1 C15 C14 122.05(11) . . ?
C16 C15 C14 122.81(11) . . ?
C15 C16 C17 118.71(11) . . ?
C15 C16 N3 119.56(11) . . ?
C17 C16 N3 121.65(11) . . ?
C18 C17 C16 120.99(12) . . ?
C17 C18 C19 117.84(12) . . ?
C17 C18 C26 122.71(12) . . ?
C19 C18 C26 119.44(11) . . ?
C14 C19 C18 123.13(12) . . ?
C21 C20 C9 112.03(13) . . ?
C21 C20 C22 107.91(16) . . ?
C9 C20 C22 108.48(12) . . ?
C21 C20 C23 109.15(15) . . ?
C9 C20 C23 109.76(15) . . ?
C22 C20 C23 109.48(14) . . ?
C27 C26 C29 108.59(13) . . ?
C27 C26 C18 109.03(12) . . ?
C29 C26 C18 112.01(11) . . ?
C27 C26 C28 109.42(13) . . ?
C29 C26 C28 108.18(13) . . ?
C18 C26 C28 109.58(12) . . ?
N3 C30 C31 110.78(11) . . ?
N4 C31 C32 121.85(15) . . ?
N4 C31 C30 115.45(13) . . ?
C32 C31 C30 122.60(13) . . ?
C31 C32 C33 119.31(14) . . ?
C34 C33 C32 118.91(15) . . ?
C33 C34 C35 118.82(17) . . ?
N4 C35 C34 122.51(16) . . ?
N3 C36 C37 112.14(11) . . ?
N5 C37 C38 121.86(14) . . ?
N5 C37 C36 117.93(13) . . ?
C38 C37 C36 120.16(13) . . ?
C39 C38 C37 119.18(15) . . ?
C38 C39 C40 119.14(16) . . ?
C41 C40 C39 118.69(16) . . ?
N5 C41 C40 122.42(15) . . ?
F2 P1 F5 90.7(4) . . ?
F2 P1 F1 90.1(3) . . ?
F5 P1 F1 90.5(3) . . ?
F2 P1 F6 90.9(2) . . ?
F5 P1 F6 90.3(3) . . ?
F1 P1 F6 178.7(2) . . ?
F2 P1 F3 179.5(3) . . ?
F5 P1 F3 89.7(4) . . ?
F1 P1 F3 90.27(18) . . ?
F6 P1 F3 88.72(19) . . ?
F2 P1 F4 89.9(2) . . ?
F5 P1 F4 179.4(4) . . ?
F1 P1 F4 89.29(19) . . ?
F6 P1 F4 89.88(19) . . ?
F3 P1 F4 89.76(19) . . ?
F6A P1A F2A 91.8(4) . . ?
F6A P1A F4A 90.8(3) . . ?
F2A P1A F4A 89.5(4) . . ?
F6A P1A F3A 89.3(4) . . ?
F2A P1A F3A 178.8(5) . . ?
F4A P1A F3A 90.4(3) . . ?
F6A P1A F1A 178.7(4) . . ?
F2A P1A F1A 88.5(5) . . ?
F4A P1A F1A 90.5(4) . . ?
F3A P1A F1A 90.3(4) . . ?
F6A P1A F5A 89.8(6) . . ?
F2A P1A F5A 90.3(6) . . ?
F4A P1A F5A 179.3(6) . . ?
F3A P1A F5A 89.8(6) . . ?
F1A P1A F5A 88.9(6) . . ?
F8 P2 F10 91.31(8) . . ?
F8 P2 F9 89.73(8) . . ?
F10 P2 F9 178.84(10) . . ?
F8 P2 F12 91.73(6) . . ?
F10 P2 F12 89.65(8) . . ?
F9 P2 F12 90.83(7) . . ?
F8 P2 F11 179.16(8) . . ?
F10 P2 F11 89.49(8) . . ?
F9 P2 F11 89.46(8) . . ?
F12 P2 F11 88.50(6) . . ?
F8 P2 F7 89.16(6) . . ?
F10 P2 F7 90.13(8) . . ?
F9 P2 F7 89.38(8) . . ?
F12 P2 F7 179.09(6) . . ?
F11 P2 F7 90.61(6) . . ?
N6 C43 C42 178.0(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
C5 N1 C1 C2 -0.5(2) . . . . ?
Fe1 N1 C1 C2 -177.31(11) . . . . ?
N1 C1 C2 C3 -0.3(2) . . . . ?
C1 C2 C3 C4 0.5(2) . . . . ?
C2 C3 C4 C5 0.0(2) . . . . ?
C1 N1 C5 C4 1.1(2) . . . . ?
Fe1 N1 C5 C4 178.34(10) . . . . ?
C1 N1 C5 C6 -176.71(12) . . . . ?
Fe1 N1 C5 C6 0.53(14) . . . . ?
C3 C4 C5 N1 -0.9(2) . . . . ?
C3 C4 C5 C6 176.83(13) . . . . ?
C7 N2 C6 C5 176.88(11) . . . . ?
Fe1 N2 C6 C5 -1.32(16) . . . . ?
N1 C5 C6 N2 0.51(18) . . . . ?
C4 C5 C6 N2 -177.34(12) . . . . ?
C6 N2 C7 C12 -178.36(12) . . . . ?
Fe1 N2 C7 C12 -0.22(15) . . . . ?
C6 N2 C7 C8 1.4(2) . . . . ?
Fe1 N2 C7 C8 179.55(11) . . . . ?
C12 C7 C8 C9 -0.1(2) . . . . ?
N2 C7 C8 C9 -179.85(13) . . . . ?
C7 C8 C9 C10 1.8(2) . . . . ?
C7 C8 C9 C20 -175.29(14) . . . . ?
C8 C9 C10 C11 -1.8(2) . . . . ?
C20 C9 C10 C11 175.36(14) . . . . ?
C9 C10 C11 C12 0.0(2) . . . . ?
C9 C10 C11 C13 -176.25(13) . . . . ?
C15 O1 C12 C11 -10.65(18) . . . . ?
Fe1 O1 C12 C11 -175.95(10) . . . . ?
C15 O1 C12 C7 170.54(11) . . . . ?
Fe1 O1 C12 C7 5.23(15) . . . . ?
C10 C11 C12 O1 -176.93(12) . . . . ?
C13 C11 C12 O1 -0.63(19) . . . . ?
C10 C11 C12 C7 1.78(19) . . . . ?
C13 C11 C12 C7 178.09(12) . . . . ?
C8 C7 C12 O1 177.03(12) . . . . ?
N2 C7 C12 O1 -3.18(16) . . . . ?
C8 C7 C12 C11 -1.8(2) . . . . ?
N2 C7 C12 C11 178.00(12) . . . . ?
C12 C11 C13 C14 10.91(17) . . . . ?
C10 C11 C13 C14 -173.01(12) . . . . ?
C12 C11 C13 C25 132.31(13) . . . . ?
C10 C11 C13 C25 -51.60(17) . . . . ?
C12 C11 C13 C24 -108.14(14) . . . . ?
C10 C11 C13 C24 67.95(16) . . . . ?
C11 C13 C14 C15 -11.41(17) . . . . ?
C25 C13 C14 C15 -132.87(13) . . . . ?
C24 C13 C14 C15 107.58(14) . . . . ?
C11 C13 C14 C19 171.47(12) . . . . ?
C25 C13 C14 C19 50.01(17) . . . . ?
C24 C13 C14 C19 -69.54(15) . . . . ?
C12 O1 C15 C16 -171.59(11) . . . . ?
Fe1 O1 C15 C16 -6.38(15) . . . . ?
C12 O1 C15 C14 10.08(19) . . . . ?
Fe1 O1 C15 C14 175.30(9) . . . . ?
C19 C14 C15 O1 178.86(12) . . . . ?
C13 C14 C15 O1 1.61(19) . . . . ?
C19 C14 C15 C16 0.67(19) . . . . ?
C13 C14 C15 C16 -176.59(12) . . . . ?
O1 C15 C16 C17 -179.34(12) . . . . ?
C14 C15 C16 C17 -1.0(2) . . . . ?
O1 C15 C16 N3 -2.70(18) . . . . ?
C14 C15 C16 N3 175.61(12) . . . . ?
C30 N3 C16 C15 124.21(13) . . . . ?
C36 N3 C16 C15 -110.82(13) . . . . ?
Fe1 N3 C16 C15 9.53(15) . . . . ?
C30 N3 C16 C17 -59.25(16) . . . . ?
C36 N3 C16 C17 65.72(16) . . . . ?
Fe1 N3 C16 C17 -173.93(10) . . . . ?
C15 C16 C17 C18 0.1(2) . . . . ?
N3 C16 C17 C18 -176.48(12) . . . . ?
C16 C17 C18 C19 1.1(2) . . . . ?
C16 C17 C18 C26 179.50(13) . . . . ?
C15 C14 C19 C18 0.6(2) . . . . ?
C13 C14 C19 C18 177.91(12) . . . . ?
C17 C18 C19 C14 -1.5(2) . . . . ?
C26 C18 C19 C14 -179.95(12) . . . . ?
C8 C9 C20 C21 -7.3(2) . . . . ?
C10 C9 C20 C21 175.68(16) . . . . ?
C8 C9 C20 C22 111.72(16) . . . . ?
C10 C9 C20 C22 -65.31(19) . . . . ?
C8 C9 C20 C23 -128.71(16) . . . . ?
C10 C9 C20 C23 54.26(19) . . . . ?
C17 C18 C26 C27 -112.88(15) . . . . ?
C19 C18 C26 C27 65.46(16) . . . . ?
C17 C18 C26 C29 7.32(19) . . . . ?
C19 C18 C26 C29 -174.33(13) . . . . ?
C17 C18 C26 C28 127.39(14) . . . . ?
C19 C18 C26 C28 -54.27(17) . . . . ?
C16 N3 C30 C31 -76.40(13) . . . . ?
C36 N3 C30 C31 159.64(11) . . . . ?
Fe1 N3 C30 C31 42.95(12) . . . . ?
C35 N4 C31 C32 -0.8(3) . . . . ?
Fe1 N4 C31 C32 -179.09(11) . . . . ?
C35 N4 C31 C30 -177.38(17) . . . . ?
Fe1 N4 C31 C30 4.30(17) . . . . ?
N3 C30 C31 N4 -34.57(17) . . . . ?
N3 C30 C31 C32 148.84(13) . . . . ?
N4 C31 C32 C33 0.0(2) . . . . ?
C30 C31 C32 C33 176.42(14) . . . . ?
C31 C32 C33 C34 0.7(3) . . . . ?
C32 C33 C34 C35 -0.7(3) . . . . ?
C31 N4 C35 C34 0.7(3) . . . . ?
Fe1 N4 C35 C34 178.95(18) . . . . ?
C33 C34 C35 N4 0.0(4) . . . . ?
C16 N3 C36 C37 97.53(12) . . . . ?
C30 N3 C36 C37 -137.61(11) . . . . ?
Fe1 N3 C36 C37 -24.22(13) . . . . ?
C41 N5 C37 C38 0.9(2) . . . . ?
Fe1 N5 C37 C38 178.68(11) . . . . ?
C41 N5 C37 C36 178.33(13) . . . . ?
Fe1 N5 C37 C36 -3.86(16) . . . . ?
N3 C36 C37 N5 20.03(17) . . . . ?
N3 C36 C37 C38 -162.46(13) . . . . ?
N5 C37 C38 C39 -0.8(2) . . . . ?
C36 C37 C38 C39 -178.20(15) . . . . ?
C37 C38 C39 C40 0.0(3) . . . . ?
C38 C39 C40 C41 0.7(3) . . . . ?
C37 N5 C41 C40 -0.1(2) . . . . ?
Fe1 N5 C41 C40 -177.90(12) . . . . ?
C39 C40 C41 N5 -0.6(3) . . . . ?





#===END
####################################################################### 
# 
# 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_haaru10_0m
_database_code_depnum_ccdc_archive 'CCDC 1442710'
_audit_update_record             
;
2015-12-16 deposited with the CCDC.
2016-02-01 downloaded from the CCDC.
;

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

# 5. CHEMICAL DATA

_chemical_name_systematic        
;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C37 H40 F6 N4 O7 S2 Zn, C H2 Cl2'
# Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)'
_chemical_formula_structural     ?
_chemical_formula_sum            'C38 H42 Cl2 F6 N4 O7 S2 Zn'
_chemical_formula_iupac          ?
_chemical_formula_weight         981.19
_chemical_compound_source        'see text'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

# 6. CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_Int_Tables_number      14

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,1/2-z
3 -x,-y,-z
4 x,1/2-y,1/2+z

_cell_length_a                   10.361(3)
_cell_length_b                   15.945(4)
_cell_length_c                   25.761(6)
_cell_angle_alpha                90
_cell_angle_beta                 93.772(14)
_cell_angle_gamma                90
_cell_volume                     4246.7(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    8956
_cell_measurement_theta_min      2.3478
_cell_measurement_theta_max      26.3960
_cell_special_details            
;
;

_exptl_crystal_description       fragment
_exptl_crystal_colour            'clear pale yellow'

_exptl_crystal_size_max          0.221
_exptl_crystal_size_mid          0.135
_exptl_crystal_size_min          0.065
_exptl_crystal_size_rad          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.535
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             2016
_exptl_absorpt_coefficient_mu    0.881
_exptl_crystal_density_meas_temp ?


_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker, 2008b'
_exptl_absorpt_correction_T_min  0.6604
_exptl_absorpt_correction_T_max  0.7454

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

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
Diffractometer operator             Philipp J. Altmann
scanspeed                           10 s per frame
dx                                  51 mm
XYZ frames measured in XYZ data sets
phi-scans with delta_phi         = 0.5
omega-scans with delta_omega     = 0.5
;
_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode FR591'
_diffrn_radiation_monochromator  'MONTEL optic'

_diffrn_measurement_device       ' κ-geometry diffractometer '
_diffrn_measurement_device_type  ' Bruker APEX-II CCD '
_diffrn_measurement_method       ' phi- and omega-rotation '
_diffrn_detector                 ' CCD plate '
_diffrn_detector_area_resol_mean 16

# number of measured reflections (redundant set)
_diffrn_reflns_number            88748
_diffrn_reflns_av_R_equivalents  0.0568
_diffrn_reflns_av_sigmaI/netI    0.0281
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.50
_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_reduction_process 
;
;

# number of unique reflections
_reflns_number_total             8356
# number of observed reflections (> n sig(I))
_reflns_number_gt                7013
_reflns_threshold_expression     i>2σ(i)

_computing_data_collection       'APEX II Control Software (Bruker, 2013)'
_computing_cell_refinement       'SAINT (Bruker, 2012)'
_computing_data_reduction        'SAINT (Bruker, 2012)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  
'SHELXL2014 (Sheldrick, 2014), SHELXLE (Huebschle, 2011)'
_computing_molecular_graphics    'PLATON (Spek, 2011)'
_computing_publication_material  'PLATON (Spek, 2011), enCIFer (Allen, 2004)'

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

# 8. REFINEMENT DATA

_refine_special_details          
;
 Refinement on F² for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The
 observed criterion of F² > 2sigma(F²) is used only
 for calculating -R-factor-obs 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.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'W=1/[Σ²(FO²)+(0.0272P)²+5.5804P] WHERE P=(FO²+2FC²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed


_refine_ls_hydrogen_treatment    mixed

_refine_ls_extinction_method     none
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   .
_refine_ls_number_reflns         8356
_refine_ls_number_parameters     549
_refine_ls_number_restraints     84
_refine_ls_number_constraints    ?
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0339
_refine_ls_wR_factor_ref         0.0789
_refine_ls_wR_factor_gt          0.0736
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.637
_refine_diff_density_min         -0.729
_refine_diff_density_rms         0.061

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

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.34220(2) 0.71706(2) 0.26177(2) 0.01434(7) Uani 1 1 d . . . . .
S1 S 0.61811(5) 0.81842(4) 0.25865(2) 0.01880(12) Uani 1 1 d . . . . .
F1 F 0.76596(14) 0.83446(10) 0.18113(6) 0.0391(4) Uani 1 1 d . . . . .
F2 F 0.58850(15) 0.90526(9) 0.17254(6) 0.0334(3) Uani 1 1 d . . . . .
F3 F 0.58652(14) 0.77125(9) 0.16072(6) 0.0332(3) Uani 1 1 d . . . . .
O1 O 0.29249(13) 0.73544(9) 0.35689(5) 0.0138(3) Uani 1 1 d . . . . .
O2 O 0.47676(14) 0.81438(9) 0.26122(6) 0.0184(3) Uani 1 1 d . . . . .
O3 O 0.67307(16) 0.89343(11) 0.28138(6) 0.0268(4) Uani 1 1 d . . . . .
O4 O 0.68308(15) 0.74105(11) 0.27134(8) 0.0340(4) Uani 1 1 d . . . . .
N1 N 0.43240(16) 0.62978(11) 0.21273(7) 0.0141(4) Uani 1 1 d . . . . .
N2 N 0.46734(16) 0.64204(11) 0.31726(7) 0.0140(4) Uani 1 1 d . . . . .
N3 N 0.19185(17) 0.81732(12) 0.27373(7) 0.0139(4) Uani 1 1 d . . . . .
N4 N 0.17610(17) 0.64403(11) 0.26886(7) 0.0146(4) Uani 1 1 d . . . . .
C1 C 0.4128(2) 0.62079(13) 0.16141(8) 0.0167(4) Uani 1 1 d . . . . .
H1 H 0.3564 0.6589 0.1429 0.020 Uiso 1 1 calc R U . . .
C2 C 0.4713(2) 0.55800(14) 0.13370(8) 0.0194(5) Uani 1 1 d . . . . .
H2 H 0.4554 0.5539 0.0970 0.023 Uiso 1 1 calc R U . . .
C3 C 0.5527(2) 0.50169(14) 0.16012(9) 0.0199(5) Uani 1 1 d . . . . .
H3 H 0.5935 0.4581 0.1421 0.024 Uiso 1 1 calc R U . . .
C4 C 0.5736(2) 0.51008(14) 0.21357(8) 0.0173(4) Uani 1 1 d . . . . .
H4 H 0.6292 0.4723 0.2328 0.021 Uiso 1 1 calc R U . . .
C5 C 0.51246(19) 0.57439(13) 0.23860(8) 0.0135(4) Uani 1 1 d . . . . .
C6 C 0.52936(19) 0.58431(13) 0.29505(8) 0.0147(4) Uani 1 1 d . . . . .
H6 H 0.5860 0.5482 0.3151 0.018 Uiso 1 1 calc R U . . .
C7 C 0.4822(2) 0.65646(13) 0.37174(8) 0.0144(4) Uani 1 1 d . . . . .
C8 C 0.5829(2) 0.62614(14) 0.40559(8) 0.0179(5) Uani 1 1 d . . . . .
H8 H 0.6470 0.5906 0.3926 0.021 Uiso 1 1 calc R U . . .
C9 C 0.5900(2) 0.64759(14) 0.45804(8) 0.0186(5) Uani 1 1 d . . . . .
C10 C 0.4938(2) 0.69979(13) 0.47648(8) 0.0171(4) Uani 1 1 d . . . . .
H10 H 0.4980 0.7140 0.5124 0.020 Uiso 1 1 calc R U . . .
C11 C 0.3927(2) 0.73143(13) 0.44407(8) 0.0149(4) Uani 1 1 d . . . . .
C12 C 0.39010(19) 0.70847(13) 0.39197(8) 0.0135(4) Uani 1 1 d . . . . .
C13 C 0.2802(2) 0.78431(14) 0.46190(8) 0.0161(4) Uani 1 1 d . . . . .
C14 C 0.23758(19) 0.84394(13) 0.41746(8) 0.0138(4) Uani 1 1 d . . . . .
C15 C 0.24061(19) 0.81351(13) 0.36706(8) 0.0130(4) Uani 1 1 d . . . . .
C16 C 0.19078(19) 0.85750(13) 0.32414(8) 0.0131(4) Uani 1 1 d . . . . .
C17 C 0.13634(19) 0.93602(13) 0.33158(8) 0.0149(4) Uani 1 1 d . . . . .
H17 H 0.1008 0.9665 0.3023 0.018 Uiso 1 1 calc R U . . .
C18 C 0.1330(2) 0.97095(13) 0.38124(8) 0.0154(4) Uani 1 1 d . . . . .
C19 C 0.1842(2) 0.92385(13) 0.42357(8) 0.0156(4) Uani 1 1 d . . . . .
H19 H 0.1827 0.9468 0.4576 0.019 Uiso 1 1 calc R U . . .
C20 C 0.6990(10) 0.6169(6) 0.4969(4) 0.0335(4) Uani 0.596(3) 1 d D U P A 1
C21 C 0.7556(5) 0.6924(3) 0.52889(19) 0.0335(4) Uani 0.596(3) 1 d D U P A 1
H21A H 0.7881 0.7345 0.5052 0.050 Uiso 0.596(3) 1 calc R U P A 1
H21B H 0.8267 0.6731 0.5529 0.050 Uiso 0.596(3) 1 calc R U P A 1
H21C H 0.6878 0.7174 0.5487 0.050 Uiso 0.596(3) 1 calc R U P A 1
C22 C 0.8056(4) 0.5743(3) 0.47038(18) 0.0335(4) Uani 0.596(3) 1 d D U P A 1
H22A H 0.8343 0.6105 0.4426 0.050 Uiso 0.596(3) 1 calc R U P A 1
H22B H 0.7740 0.5211 0.4554 0.050 Uiso 0.596(3) 1 calc R U P A 1
H22C H 0.8784 0.5636 0.4958 0.050 Uiso 0.596(3) 1 calc R U P A 1
C23 C 0.6420(4) 0.5560(3) 0.53645(17) 0.0335(4) Uani 0.596(3) 1 d D U P A 1
H23A H 0.6032 0.5077 0.5179 0.050 Uiso 0.596(3) 1 calc R U P A 1
H23B H 0.5757 0.5852 0.5550 0.050 Uiso 0.596(3) 1 calc R U P A 1
H23C H 0.7111 0.5368 0.5614 0.050 Uiso 0.596(3) 1 calc R U P A 1
C20A C 0.7026(15) 0.6133(8) 0.4940(6) 0.0335(4) Uani 0.404(3) 1 d D U P A 2
C21A C 0.7171(7) 0.6569(5) 0.5441(3) 0.0335(4) Uani 0.404(3) 1 d D U P A 2
H21D H 0.7935 0.6354 0.5643 0.050 Uiso 0.404(3) 1 calc R U P A 2
H21E H 0.6400 0.6473 0.5634 0.050 Uiso 0.404(3) 1 calc R U P A 2
H21F H 0.7274 0.7172 0.5382 0.050 Uiso 0.404(3) 1 calc R U P A 2
C22A C 0.8327(6) 0.6188(5) 0.4652(3) 0.0335(4) Uani 0.404(3) 1 d D U P A 2
H22D H 0.8242 0.5858 0.4331 0.050 Uiso 0.404(3) 1 calc R U P A 2
H22E H 0.9041 0.5965 0.4880 0.050 Uiso 0.404(3) 1 calc R U P A 2
H22F H 0.8503 0.6774 0.4568 0.050 Uiso 0.404(3) 1 calc R U P A 2
C23A C 0.6817(6) 0.5177(4) 0.5025(3) 0.0335(4) Uani 0.404(3) 1 d D U P A 2
H23D H 0.6786 0.4888 0.4689 0.050 Uiso 0.404(3) 1 calc R U P A 2
H23E H 0.6000 0.5089 0.5189 0.050 Uiso 0.404(3) 1 calc R U P A 2
H23F H 0.7533 0.4953 0.5251 0.050 Uiso 0.404(3) 1 calc R U P A 2
C24 C 0.3147(2) 0.83021(15) 0.51302(8) 0.0219(5) Uani 1 1 d . . . . .
H24A H 0.3868 0.8687 0.5084 0.033 Uiso 1 1 calc R U . . .
H24B H 0.3400 0.7893 0.5402 0.033 Uiso 1 1 calc R U . . .
H24C H 0.2395 0.8620 0.5232 0.033 Uiso 1 1 calc R U . . .
H39 H 0.209(2) 0.8520(16) 0.2513(10) 0.020(7) Uiso 1 1 d . . . . .
C25 C 0.1667(2) 0.72297(15) 0.46905(9) 0.0211(5) Uani 1 1 d . . . . .
H25A H 0.1441 0.6941 0.4361 0.032 Uiso 1 1 calc R U . . .
H25B H 0.0915 0.7544 0.4797 0.032 Uiso 1 1 calc R U . . .
H25C H 0.1926 0.6816 0.4959 0.032 Uiso 1 1 calc R U . . .
C26 C 0.0716(12) 1.0586(11) 0.3873(4) 0.0235(4) Uani 0.471(5) 1 d D U P B 3
C27 C 0.0688(6) 1.0864(4) 0.4435(2) 0.0235(4) Uani 0.471(5) 1 d D U P B 3
H27A H 0.1575 1.0916 0.4589 0.035 Uiso 0.471(5) 1 calc R U P B 3
H27B H 0.0220 1.0448 0.4630 0.035 Uiso 0.471(5) 1 calc R U P B 3
H27C H 0.0251 1.1408 0.4450 0.035 Uiso 0.471(5) 1 calc R U P B 3
C28 C 0.1468(6) 1.1240(3) 0.3571(3) 0.0235(4) Uani 0.471(5) 1 d D U P B 3
H28A H 0.1444 1.1082 0.3203 0.035 Uiso 0.471(5) 1 calc R U P B 3
H28B H 0.2368 1.1260 0.3713 0.035 Uiso 0.471(5) 1 calc R U P B 3
H28C H 0.1069 1.1793 0.3605 0.035 Uiso 0.471(5) 1 calc R U P B 3
C29 C -0.0715(6) 1.0563(4) 0.3644(2) 0.0235(4) Uani 0.471(5) 1 d D U P B 3
H29A H -0.1102 1.1120 0.3671 0.035 Uiso 0.471(5) 1 calc R U P B 3
H29B H -0.1205 1.0158 0.3839 0.035 Uiso 0.471(5) 1 calc R U P B 3
H29C H -0.0739 1.0394 0.3278 0.035 Uiso 0.471(5) 1 calc R U P B 3
C26A C 0.0741(11) 1.0583(10) 0.3886(4) 0.0235(4) Uani 0.529(5) 1 d D U P B 4
C27A C 0.0281(6) 1.0690(3) 0.4438(2) 0.0235(4) Uani 0.529(5) 1 d D U P B 4
H27D H -0.0106 1.1247 0.4471 0.035 Uiso 0.529(5) 1 calc R U P B 4
H27E H 0.1019 1.0632 0.4693 0.035 Uiso 0.529(5) 1 calc R U P B 4
H27F H -0.0365 1.0260 0.4502 0.035 Uiso 0.529(5) 1 calc R U P B 4
C28A C 0.1784(5) 1.1246(3) 0.3793(2) 0.0235(4) Uani 0.529(5) 1 d D U P B 4
H28D H 0.2079 1.1179 0.3441 0.035 Uiso 0.529(5) 1 calc R U P B 4
H28E H 0.2517 1.1173 0.4049 0.035 Uiso 0.529(5) 1 calc R U P B 4
H28F H 0.1418 1.1809 0.3829 0.035 Uiso 0.529(5) 1 calc R U P B 4
C29A C -0.0409(5) 1.0728(3) 0.3499(2) 0.0235(4) Uani 0.529(5) 1 d D U P B 4
H29D H -0.0114 1.0745 0.3146 0.035 Uiso 0.529(5) 1 calc R U P B 4
H29E H -0.0823 1.1263 0.3577 0.035 Uiso 0.529(5) 1 calc R U P B 4
H29F H -0.1034 1.0271 0.3526 0.035 Uiso 0.529(5) 1 calc R U P B 4
C30 C 0.0651(2) 0.77671(13) 0.25982(8) 0.0157(4) Uani 1 1 d . . . . .
H30A H 0.0454 0.7807 0.2218 0.019 Uiso 1 1 calc R U . . .
H30B H -0.0037 0.8067 0.2772 0.019 Uiso 1 1 calc R U . . .
C31 C 0.06612(19) 0.68566(13) 0.27597(8) 0.0143(4) Uani 1 1 d . . . . .
C32 C -0.0419(2) 0.64656(15) 0.29414(9) 0.0235(5) Uani 1 1 d . . . . .
H32 H -0.1182 0.6776 0.2994 0.028 Uiso 1 1 calc R U . . .
C33 C -0.0361(2) 0.56166(16) 0.30446(11) 0.0308(6) Uani 1 1 d . . . . .
H33 H -0.1081 0.5335 0.3175 0.037 Uiso 1 1 calc R U . . .
C34 C 0.0761(2) 0.51790(15) 0.29559(10) 0.0285(6) Uani 1 1 d . . . . .
H34 H 0.0810 0.4591 0.3013 0.034 Uiso 1 1 calc R U . . .
C35 C 0.1802(2) 0.56104(14) 0.27836(9) 0.0203(5) Uani 1 1 d . . . . .
H35 H 0.2576 0.5312 0.2730 0.024 Uiso 1 1 calc R U . . .
C36 C 0.6400(2) 0.83267(15) 0.18942(9) 0.0238(5) Uani 1 1 d . . . . .
Cl1 Cl 0.13709(8) 0.16504(7) 0.59305(4) 0.0611(2) Uani 1 1 d . . . . .
Cl2 Cl 0.34964(8) 0.09060(5) 0.53949(3) 0.04656(19) Uani 1 1 d . . . . .
C38 C 0.3045(3) 0.14739(18) 0.59459(11) 0.0355(6) Uani 1 1 d . . . . .
H38A H 0.3318 0.1157 0.6265 0.043 Uiso 1 1 calc R U . . .
H38B H 0.3501 0.2020 0.5960 0.043 Uiso 1 1 calc R U . . .
S2 S 0.26041(5) 0.85096(3) 0.14172(2) 0.01631(12) Uani 1 1 d . . . . .
F4 F 0.08177(14) 0.91280(9) 0.07566(6) 0.0345(4) Uani 1 1 d . . . . .
F5 F 0.00657(12) 0.85441(9) 0.14287(5) 0.0264(3) Uani 1 1 d . . . . .
F6 F 0.07940(13) 0.77819(9) 0.08246(5) 0.0287(3) Uani 1 1 d . . . . .
O5 O 0.34519(16) 0.85066(12) 0.09995(6) 0.0296(4) Uani 1 1 d . . . . .
O6 O 0.25921(15) 0.92599(10) 0.17340(6) 0.0239(4) Uani 1 1 d . . . . .
O7 O 0.25886(15) 0.77462(10) 0.17224(6) 0.0215(3) Uani 1 1 d . . . . .
C37 C 0.0988(2) 0.84945(14) 0.10876(8) 0.0184(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O2 2.0867(15) . ?
Zn1 N4 2.0958(18) . ?
Zn1 N1 2.1357(18) . ?
Zn1 N2 2.2163(18) . ?
Zn1 N3 2.2672(19) . ?
S1 O4 1.4327(18) . ?
S1 O3 1.4332(17) . ?
S1 O2 1.4718(15) . ?
S1 C36 1.827(3) . ?
F1 C36 1.336(3) . ?
F2 C36 1.336(3) . ?
F3 C36 1.326(3) . ?
O1 C12 1.380(2) . ?
O1 C15 1.388(2) . ?
N1 C1 1.332(3) . ?
N1 C5 1.356(3) . ?
N2 C6 1.279(3) . ?
N2 C7 1.421(3) . ?
N3 C16 1.449(3) . ?
N3 C30 1.487(3) . ?
N3 H39 0.83(3) . ?
N4 C31 1.342(3) . ?
N4 C35 1.346(3) . ?
C1 C2 1.391(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.380(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.386(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.387(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.462(3) . ?
C6 H6 0.9500 . ?
C7 C12 1.391(3) . ?
C7 C8 1.401(3) . ?
C8 C9 1.391(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.404(3) . ?
C9 C20 1.539(13) . ?
C9 C20A 1.541(19) . ?
C10 C11 1.391(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.390(3) . ?
C11 C13 1.533(3) . ?
C13 C24 1.528(3) . ?
C13 C14 1.531(3) . ?
C13 C25 1.550(3) . ?
C14 C15 1.388(3) . ?
C14 C19 1.402(3) . ?
C15 C16 1.381(3) . ?
C16 C17 1.392(3) . ?
C17 C18 1.398(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.400(3) . ?
C18 C26A 1.537(16) . ?
C18 C26 1.548(18) . ?
C19 H19 0.9500 . ?
C20 C22 1.499(9) . ?
C20 C23 1.552(9) . ?
C20 C21 1.553(9) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C20A C21A 1.466(12) . ?
C20A C23A 1.557(13) . ?
C20A C22A 1.582(12) . ?
C21A H21D 0.9800 . ?
C21A H21E 0.9800 . ?
C21A H21F 0.9800 . ?
C22A H22D 0.9800 . ?
C22A H22E 0.9800 . ?
C22A H22F 0.9800 . ?
C23A H23D 0.9800 . ?
C23A H23E 0.9800 . ?
C23A H23F 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.517(12) . ?
C26 C28 1.542(12) . ?
C26 C29 1.560(11) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C26A C29A 1.520(10) . ?
C26A C27A 1.539(10) . ?
C26A C28A 1.542(10) . ?
C27A H27D 0.9800 . ?
C27A H27E 0.9800 . ?
C27A H27F 0.9800 . ?
C28A H28D 0.9800 . ?
C28A H28E 0.9800 . ?
C28A H28F 0.9800 . ?
C29A H29D 0.9800 . ?
C29A H29E 0.9800 . ?
C29A H29F 0.9800 . ?
C30 C31 1.510(3) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.389(3) . ?
C32 C33 1.380(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.387(4) . ?
C33 H33 0.9500 . ?
C34 C35 1.378(3) . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
Cl1 C38 1.755(3) . ?
Cl2 C38 1.773(3) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
S2 O5 1.4332(17) . ?
S2 O6 1.4486(16) . ?
S2 O7 1.4497(16) . ?
S2 C37 1.827(2) . ?
F4 C37 1.326(3) . ?
F5 C37 1.342(3) . ?
F6 C37 1.331(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Zn1 N4 165.15(6) . . ?
O2 Zn1 N1 99.32(6) . . ?
N4 Zn1 N1 94.78(7) . . ?
O2 Zn1 N2 92.46(6) . . ?
N4 Zn1 N2 95.32(7) . . ?
N1 Zn1 N2 76.68(7) . . ?
O2 Zn1 N3 86.67(6) . . ?
N4 Zn1 N3 78.73(7) . . ?
N1 Zn1 N3 150.60(6) . . ?
N2 Zn1 N3 132.14(6) . . ?
O4 S1 O3 117.21(11) . . ?
O4 S1 O2 113.96(10) . . ?
O3 S1 O2 112.83(10) . . ?
O4 S1 C36 104.07(12) . . ?
O3 S1 C36 102.91(10) . . ?
O2 S1 C36 103.73(10) . . ?
C12 O1 C15 115.60(15) . . ?
S1 O2 Zn1 134.44(10) . . ?
C1 N1 C5 117.78(18) . . ?
C1 N1 Zn1 127.81(14) . . ?
C5 N1 Zn1 114.27(13) . . ?
C6 N2 C7 122.23(18) . . ?
C6 N2 Zn1 112.94(14) . . ?
C7 N2 Zn1 124.81(13) . . ?
C16 N3 C30 110.48(16) . . ?
C16 N3 Zn1 118.65(13) . . ?
C30 N3 Zn1 105.31(13) . . ?
C16 N3 H39 110.2(17) . . ?
C30 N3 H39 110.6(18) . . ?
Zn1 N3 H39 101.1(18) . . ?
C31 N4 C35 118.61(19) . . ?
C31 N4 Zn1 116.53(14) . . ?
C35 N4 Zn1 123.06(15) . . ?
N1 C1 C2 122.9(2) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C3 C2 C1 119.2(2) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C2 C3 C4 118.5(2) . . ?
C2 C3 H3 120.7 . . ?
C4 C3 H3 120.7 . . ?
C3 C4 C5 119.1(2) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
N1 C5 C4 122.44(19) . . ?
N1 C5 C6 116.60(18) . . ?
C4 C5 C6 120.95(19) . . ?
N2 C6 C5 119.47(19) . . ?
N2 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
C12 C7 C8 118.28(19) . . ?
C12 C7 N2 115.72(18) . . ?
C8 C7 N2 125.94(19) . . ?
C9 C8 C7 120.6(2) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C8 C9 C10 118.76(19) . . ?
C8 C9 C20 122.9(3) . . ?
C10 C9 C20 118.4(3) . . ?
C8 C9 C20A 119.0(5) . . ?
C10 C9 C20A 122.2(5) . . ?
C11 C10 C9 122.4(2) . . ?
C11 C10 H10 118.8 . . ?
C9 C10 H10 118.8 . . ?
C12 C11 C10 116.73(19) . . ?
C12 C11 C13 117.89(18) . . ?
C10 C11 C13 125.25(19) . . ?
O1 C12 C11 121.13(18) . . ?
O1 C12 C7 115.57(18) . . ?
C11 C12 C7 123.29(19) . . ?
C24 C13 C14 112.74(18) . . ?
C24 C13 C11 112.48(17) . . ?
C14 C13 C11 107.76(17) . . ?
C24 C13 C25 109.65(18) . . ?
C14 C13 C25 107.26(17) . . ?
C11 C13 C25 106.64(18) . . ?
C15 C14 C19 117.13(18) . . ?
C15 C14 C13 117.34(18) . . ?
C19 C14 C13 125.24(18) . . ?
C16 C15 O1 115.69(18) . . ?
C16 C15 C14 122.77(19) . . ?
O1 C15 C14 121.53(18) . . ?
C15 C16 C17 118.71(19) . . ?
C15 C16 N3 117.96(18) . . ?
C17 C16 N3 123.25(18) . . ?
C16 C17 C18 121.29(19) . . ?
C16 C17 H17 119.4 . . ?
C18 C17 H17 119.4 . . ?
C17 C18 C19 117.92(19) . . ?
C17 C18 C26A 120.5(4) . . ?
C19 C18 C26A 121.6(4) . . ?
C17 C18 C26 119.2(4) . . ?
C19 C18 C26 122.9(4) . . ?
C18 C19 C14 122.16(19) . . ?
C18 C19 H19 118.9 . . ?
C14 C19 H19 118.9 . . ?
C22 C20 C9 112.3(6) . . ?
C22 C20 C23 109.9(7) . . ?
C9 C20 C23 109.3(6) . . ?
C22 C20 C21 109.2(7) . . ?
C9 C20 C21 109.5(6) . . ?
C23 C20 C21 106.4(6) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21A C20A C9 113.0(9) . . ?
C21A C20A C23A 110.3(10) . . ?
C9 C20A C23A 109.0(9) . . ?
C21A C20A C22A 110.2(10) . . ?
C9 C20A C22A 109.5(9) . . ?
C23A C20A C22A 104.5(9) . . ?
C20A C21A H21D 109.5 . . ?
C20A C21A H21E 109.5 . . ?
H21D C21A H21E 109.5 . . ?
C20A C21A H21F 109.5 . . ?
H21D C21A H21F 109.5 . . ?
H21E C21A H21F 109.5 . . ?
C20A C22A H22D 109.5 . . ?
C20A C22A H22E 109.5 . . ?
H22D C22A H22E 109.5 . . ?
C20A C22A H22F 109.5 . . ?
H22D C22A H22F 109.5 . . ?
H22E C22A H22F 109.5 . . ?
C20A C23A H23D 109.5 . . ?
C20A C23A H23E 109.5 . . ?
H23D C23A H23E 109.5 . . ?
C20A C23A H23F 109.5 . . ?
H23D C23A H23F 109.5 . . ?
H23E C23A H23F 109.5 . . ?
C13 C24 H24A 109.5 . . ?
C13 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C13 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C13 C25 H25A 109.5 . . ?
C13 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C13 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C27 C26 C28 109.1(9) . . ?
C27 C26 C18 113.2(9) . . ?
C28 C26 C18 109.6(8) . . ?
C27 C26 C29 106.9(9) . . ?
C28 C26 C29 108.9(9) . . ?
C18 C26 C29 109.0(9) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C29A C26A C18 110.9(8) . . ?
C29A C26A C27A 108.1(8) . . ?
C18 C26A C27A 111.3(8) . . ?
C29A C26A C28A 108.7(8) . . ?
C18 C26A C28A 108.3(8) . . ?
C27A C26A C28A 109.3(8) . . ?
C26A C27A H27D 109.5 . . ?
C26A C27A H27E 109.5 . . ?
H27D C27A H27E 109.5 . . ?
C26A C27A H27F 109.5 . . ?
H27D C27A H27F 109.5 . . ?
H27E C27A H27F 109.5 . . ?
C26A C28A H28D 109.5 . . ?
C26A C28A H28E 109.5 . . ?
H28D C28A H28E 109.5 . . ?
C26A C28A H28F 109.5 . . ?
H28D C28A H28F 109.5 . . ?
H28E C28A H28F 109.5 . . ?
C26A C29A H29D 109.5 . . ?
C26A C29A H29E 109.5 . . ?
H29D C29A H29E 109.5 . . ?
C26A C29A H29F 109.5 . . ?
H29D C29A H29F 109.5 . . ?
H29E C29A H29F 109.5 . . ?
N3 C30 C31 111.24(17) . . ?
N3 C30 H30A 109.4 . . ?
C31 C30 H30A 109.4 . . ?
N3 C30 H30B 109.4 . . ?
C31 C30 H30B 109.4 . . ?
H30A C30 H30B 108.0 . . ?
N4 C31 C32 122.3(2) . . ?
N4 C31 C30 115.38(18) . . ?
C32 C31 C30 122.22(19) . . ?
C33 C32 C31 118.7(2) . . ?
C33 C32 H32 120.7 . . ?
C31 C32 H32 120.7 . . ?
C32 C33 C34 119.2(2) . . ?
C32 C33 H33 120.4 . . ?
C34 C33 H33 120.4 . . ?
C35 C34 C33 119.0(2) . . ?
C35 C34 H34 120.5 . . ?
C33 C34 H34 120.5 . . ?
N4 C35 C34 122.2(2) . . ?
N4 C35 H35 118.9 . . ?
C34 C35 H35 118.9 . . ?
F3 C36 F2 108.35(19) . . ?
F3 C36 F1 107.67(19) . . ?
F2 C36 F1 107.65(19) . . ?
F3 C36 S1 112.21(16) . . ?
F2 C36 S1 110.66(16) . . ?
F1 C36 S1 110.14(17) . . ?
Cl1 C38 Cl2 112.12(15) . . ?
Cl1 C38 H38A 109.2 . . ?
Cl2 C38 H38A 109.2 . . ?
Cl1 C38 H38B 109.2 . . ?
Cl2 C38 H38B 109.2 . . ?
H38A C38 H38B 107.9 . . ?
O5 S2 O6 117.01(11) . . ?
O5 S2 O7 115.69(10) . . ?
O6 S2 O7 112.78(10) . . ?
O5 S2 C37 103.84(10) . . ?
O6 S2 C37 103.37(10) . . ?
O7 S2 C37 101.45(10) . . ?
F4 C37 F6 108.27(17) . . ?
F4 C37 F5 107.79(18) . . ?
F6 C37 F5 107.04(18) . . ?
F4 C37 S2 111.59(15) . . ?
F6 C37 S2 110.55(15) . . ?
F5 C37 S2 111.41(14) . . ?

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
O4 S1 O2 Zn1 -17.60(18) . . . . ?
O3 S1 O2 Zn1 -154.48(12) . . . . ?
C36 S1 O2 Zn1 94.88(14) . . . . ?
C5 N1 C1 C2 -0.5(3) . . . . ?
Zn1 N1 C1 C2 -175.82(16) . . . . ?
N1 C1 C2 C3 0.5(3) . . . . ?
C1 C2 C3 C4 -0.3(3) . . . . ?
C2 C3 C4 C5 0.0(3) . . . . ?
C1 N1 C5 C4 0.2(3) . . . . ?
Zn1 N1 C5 C4 176.19(16) . . . . ?
C1 N1 C5 C6 -178.35(18) . . . . ?
Zn1 N1 C5 C6 -2.4(2) . . . . ?
C3 C4 C5 N1 0.0(3) . . . . ?
C3 C4 C5 C6 178.5(2) . . . . ?
C7 N2 C6 C5 -178.21(18) . . . . ?
Zn1 N2 C6 C5 0.1(2) . . . . ?
N1 C5 C6 N2 1.6(3) . . . . ?
C4 C5 C6 N2 -177.0(2) . . . . ?
C6 N2 C7 C12 -166.91(19) . . . . ?
Zn1 N2 C7 C12 15.0(3) . . . . ?
C6 N2 C7 C8 15.9(3) . . . . ?
Zn1 N2 C7 C8 -162.15(17) . . . . ?
C12 C7 C8 C9 0.1(3) . . . . ?
N2 C7 C8 C9 177.2(2) . . . . ?
C7 C8 C9 C10 0.4(3) . . . . ?
C7 C8 C9 C20 -179.4(4) . . . . ?
C7 C8 C9 C20A -179.7(6) . . . . ?
C8 C9 C10 C11 -0.7(3) . . . . ?
C20 C9 C10 C11 179.1(4) . . . . ?
C20A C9 C10 C11 179.4(6) . . . . ?
C9 C10 C11 C12 0.4(3) . . . . ?
C9 C10 C11 C13 176.2(2) . . . . ?
C15 O1 C12 C11 31.4(3) . . . . ?
C15 O1 C12 C7 -149.75(18) . . . . ?
C10 C11 C12 O1 178.88(18) . . . . ?
C13 C11 C12 O1 2.8(3) . . . . ?
C10 C11 C12 C7 0.1(3) . . . . ?
C13 C11 C12 C7 -175.98(19) . . . . ?
C8 C7 C12 O1 -179.21(18) . . . . ?
N2 C7 C12 O1 3.4(3) . . . . ?
C8 C7 C12 C11 -0.4(3) . . . . ?
N2 C7 C12 C11 -177.75(19) . . . . ?
C12 C11 C13 C24 -160.11(19) . . . . ?
C10 C11 C13 C24 24.2(3) . . . . ?
C12 C11 C13 C14 -35.2(3) . . . . ?
C10 C11 C13 C14 149.1(2) . . . . ?
C12 C11 C13 C25 79.7(2) . . . . ?
C10 C11 C13 C25 -96.0(2) . . . . ?
C24 C13 C14 C15 161.57(19) . . . . ?
C11 C13 C14 C15 36.8(2) . . . . ?
C25 C13 C14 C15 -77.6(2) . . . . ?
C24 C13 C14 C19 -24.9(3) . . . . ?
C11 C13 C14 C19 -149.6(2) . . . . ?
C25 C13 C14 C19 95.9(2) . . . . ?
C12 O1 C15 C16 151.60(18) . . . . ?
C12 O1 C15 C14 -29.5(3) . . . . ?
C19 C14 C15 C16 -1.8(3) . . . . ?
C13 C14 C15 C16 172.34(19) . . . . ?
C19 C14 C15 O1 179.44(18) . . . . ?
C13 C14 C15 O1 -6.5(3) . . . . ?
O1 C15 C16 C17 179.53(17) . . . . ?
C14 C15 C16 C17 0.7(3) . . . . ?
O1 C15 C16 N3 2.7(3) . . . . ?
C14 C15 C16 N3 -176.15(19) . . . . ?
C30 N3 C16 C15 95.9(2) . . . . ?
Zn1 N3 C16 C15 -25.7(2) . . . . ?
C30 N3 C16 C17 -80.7(2) . . . . ?
Zn1 N3 C16 C17 157.60(16) . . . . ?
C15 C16 C17 C18 0.8(3) . . . . ?
N3 C16 C17 C18 177.43(19) . . . . ?
C16 C17 C18 C19 -1.1(3) . . . . ?
C16 C17 C18 C26A 179.1(5) . . . . ?
C16 C17 C18 C26 179.8(5) . . . . ?
C17 C18 C19 C14 -0.1(3) . . . . ?
C26A C18 C19 C14 179.7(5) . . . . ?
C26 C18 C19 C14 179.0(5) . . . . ?
C15 C14 C19 C18 1.5(3) . . . . ?
C13 C14 C19 C18 -172.1(2) . . . . ?
C8 C9 C20 C22 9.5(8) . . . . ?
C10 C9 C20 C22 -170.3(4) . . . . ?
C8 C9 C20 C23 -112.8(5) . . . . ?
C10 C9 C20 C23 67.5(6) . . . . ?
C8 C9 C20 C21 131.0(4) . . . . ?
C10 C9 C20 C21 -48.8(7) . . . . ?
C8 C9 C20A C21A 165.4(6) . . . . ?
C10 C9 C20A C21A -14.7(11) . . . . ?
C8 C9 C20A C23A -71.6(8) . . . . ?
C10 C9 C20A C23A 108.3(6) . . . . ?
C8 C9 C20A C22A 42.1(9) . . . . ?
C10 C9 C20A C22A -138.0(6) . . . . ?
C17 C18 C26 C27 177.1(5) . . . . ?
C19 C18 C26 C27 -2.0(10) . . . . ?
C17 C18 C26 C28 -60.9(8) . . . . ?
C19 C18 C26 C28 120.0(6) . . . . ?
C17 C18 C26 C29 58.3(8) . . . . ?
C19 C18 C26 C29 -120.8(6) . . . . ?
C17 C18 C26A C29A 35.5(8) . . . . ?
C19 C18 C26A C29A -144.3(5) . . . . ?
C17 C18 C26A C27A 156.0(5) . . . . ?
C19 C18 C26A C27A -23.8(8) . . . . ?
C17 C18 C26A C28A -83.7(6) . . . . ?
C19 C18 C26A C28A 96.5(6) . . . . ?
C16 N3 C30 C31 -93.4(2) . . . . ?
Zn1 N3 C30 C31 35.86(19) . . . . ?
C35 N4 C31 C32 1.9(3) . . . . ?
Zn1 N4 C31 C32 -163.35(17) . . . . ?
C35 N4 C31 C30 -174.61(18) . . . . ?
Zn1 N4 C31 C30 20.2(2) . . . . ?
N3 C30 C31 N4 -39.3(2) . . . . ?
N3 C30 C31 C32 144.2(2) . . . . ?
N4 C31 C32 C33 -1.0(3) . . . . ?
C30 C31 C32 C33 175.3(2) . . . . ?
C31 C32 C33 C34 -1.1(4) . . . . ?
C32 C33 C34 C35 2.2(4) . . . . ?
C31 N4 C35 C34 -0.7(3) . . . . ?
Zn1 N4 C35 C34 163.50(18) . . . . ?
C33 C34 C35 N4 -1.3(4) . . . . ?
O4 S1 C36 F3 61.58(18) . . . . ?
O3 S1 C36 F3 -175.67(16) . . . . ?
O2 S1 C36 F3 -57.91(18) . . . . ?
O4 S1 C36 F2 -177.26(15) . . . . ?
O3 S1 C36 F2 -54.50(17) . . . . ?
O2 S1 C36 F2 63.26(17) . . . . ?
O4 S1 C36 F1 -58.35(18) . . . . ?
O3 S1 C36 F1 64.40(18) . . . . ?
O2 S1 C36 F1 -177.83(15) . . . . ?
O5 S2 C37 F4 -55.92(18) . . . . ?
O6 S2 C37 F4 66.72(17) . . . . ?
O7 S2 C37 F4 -176.27(15) . . . . ?
O5 S2 C37 F6 64.65(17) . . . . ?
O6 S2 C37 F6 -172.72(15) . . . . ?
O7 S2 C37 F6 -55.71(16) . . . . ?
O5 S2 C37 F5 -176.46(15) . . . . ?
O6 S2 C37 F5 -53.83(17) . . . . ?
O7 S2 C37 F5 63.19(17) . . . . ?

_shelxl_version_number           2014/6



#===END
####################################################################### 
# 
# 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_haaru12_0m_sq
_database_code_depnum_ccdc_archive 'CCDC 1442711'
_audit_update_record             
;
2015-12-16 deposited with the CCDC.
2016-02-01 downloaded from the CCDC.
;

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

# 5. CHEMICAL DATA

_chemical_name_systematic        
;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C41 H45 N5 O Zn, 2(C F3 O3 S)'
# Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)'
_chemical_formula_structural     ?
_chemical_formula_sum            'C43 H45 F6 N5 O7 S2 Zn'
_chemical_formula_iupac          ?
_chemical_formula_weight         987.37
_chemical_compound_source        'see text'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

# 6. CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_Int_Tables_number      14

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 1/2-x,1/2+y,1/2-z
3 -x,-y,-z
4 1/2+x,1/2-y,1/2+z

_cell_length_a                   18.0907(15)
_cell_length_b                   14.3660(12)
_cell_length_c                   18.9329(15)
_cell_angle_alpha                90
_cell_angle_beta                 91.824(4)
_cell_angle_gamma                90
_cell_volume                     4918.0(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9876
_cell_measurement_theta_min      2.5776
_cell_measurement_theta_max      26.2701
_cell_special_details            
;
;

_exptl_crystal_description       fragment
_exptl_crystal_colour            yellow

_exptl_crystal_size_max          0.393
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.154
_exptl_crystal_size_rad          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             2040
_exptl_absorpt_coefficient_mu    0.657
_exptl_crystal_density_meas_temp ?

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker, 2008b'
_exptl_absorpt_correction_T_min  0.6984
_exptl_absorpt_correction_T_max  0.7454

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

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
Diffractometer operator             Philipp J. Altmann
scanspeed                           10 s per frame
dx                                  38 mm
XYZ frames measured in XYZ data sets
phi-scans with delta_phi         = 0.5
omega-scans with delta_omega     = 0.5
;
_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode FR591'
_diffrn_radiation_monochromator  'MONTEL optic'

_diffrn_measurement_device       ' κ-geometry diffractometer '
_diffrn_measurement_device_type  ' Bruker APEX-II CCD '
_diffrn_measurement_method       ' phi- and omega-rotation '
_diffrn_detector                 ' CCD plate '
_diffrn_detector_area_resol_mean 16

# number of measured reflections (redundant set)
_diffrn_reflns_number            138041
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_sigmaI/netI    0.0162
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.58
_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_reduction_process 
;
;

# number of unique reflections
_reflns_number_total             9693
# number of observed reflections (> n sig(I))
_reflns_number_gt                8333
_reflns_threshold_expression     i>2σ(i)

_computing_data_collection       'APEX II Control Software (Bruker, 2013)'
_computing_cell_refinement       'SAINT (Bruker, 2012)'
_computing_data_reduction        'SAINT (Bruker, 2012)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  
'SHELXL2014 (Sheldrick, 2014), SHELXLE (Huebschle, 2011)'
_computing_molecular_graphics    'PLATON (Spek, 2011)'
_computing_publication_material  'PLATON (Spek, 2011), enCIFer (Allen, 2004)'

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

# 8. REFINEMENT DATA

_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'W=1/[Σ²(FO²)+(0.0393P)²+7.6183P] WHERE P=(FO²+2FC²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom

_refine_ls_hydrogen_treatment    constr

_refine_ls_extinction_method     none
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   .
_refine_ls_number_reflns         9693
_refine_ls_number_parameters     805
_refine_ls_number_restraints     248
_refine_ls_number_constraints    ?
_refine_ls_R_factor_all          0.0508
_refine_ls_R_factor_gt           0.0409
_refine_ls_wR_factor_ref         0.1059
_refine_ls_wR_factor_gt          0.0972
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.622
_refine_diff_density_min         -0.423
_refine_diff_density_rms         0.062

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

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.20451(2) 0.15981(2) 0.35201(2) 0.02137(8) Uani 1 1 d . . . . .
O1 O 0.11387(8) 0.16744(11) 0.43223(8) 0.0216(3) Uani 1 1 d . . . . .
N1 N 0.31267(11) 0.10775(14) 0.32544(11) 0.0265(4) Uani 1 1 d . . . . .
N2 N 0.23450(10) 0.07344(13) 0.43994(10) 0.0205(4) Uani 1 1 d . . . . .
N3 N 0.11092(10) 0.26431(15) 0.31035(10) 0.0255(4) Uani 1 1 d . . . . .
N4 N 0.14010(11) 0.07860(16) 0.28614(10) 0.0301(5) Uani 1 1 d . . . . .
N5 N 0.24498(11) 0.28840(13) 0.38131(10) 0.0238(4) Uani 1 1 d . . . . .
C1 C 0.35333(15) 0.12875(19) 0.26958(15) 0.0355(6) Uani 1 1 d . . . . .
H1 H 0.3333 0.1701 0.2348 0.043 Uiso 1 1 calc R U . . .
C2 C 0.42323(16) 0.0927(2) 0.26056(16) 0.0420(7) Uani 1 1 d . . . . .
H2 H 0.4506 0.1095 0.2205 0.050 Uiso 1 1 calc R U . . .
C3 C 0.45257(16) 0.0325(2) 0.30986(17) 0.0444(7) Uani 1 1 d . . . . .
H3 H 0.5003 0.0065 0.3043 0.053 Uiso 1 1 calc R U . . .
C4 C 0.41144(15) 0.00996(19) 0.36834(16) 0.0383(6) Uani 1 1 d . . . . .
H4 H 0.4304 -0.0320 0.4032 0.046 Uiso 1 1 calc R U . . .
C5 C 0.34230(13) 0.04999(17) 0.37454(14) 0.0285(5) Uani 1 1 d . . . . .
C6 C 0.29724(13) 0.03312(17) 0.43666(13) 0.0268(5) Uani 1 1 d . . . . .
H6 H 0.3145 -0.0069 0.4736 0.032 Uiso 1 1 calc R U . . .
C7 C 0.18870(11) 0.06591(15) 0.49882(11) 0.0184(4) Uani 1 1 d . . . . .
C8 C 0.20297(12) 0.01175(15) 0.55873(12) 0.0206(4) Uani 1 1 d . . . . .
H8 H 0.2464 -0.0253 0.5619 0.025 Uiso 1 1 calc R U . . .
C9 C 0.15410(12) 0.01154(15) 0.61405(11) 0.0194(4) Uani 1 1 d . . . . .
C10 C 0.09180(12) 0.06903(15) 0.60814(11) 0.0195(4) Uani 1 1 d . . . . .
H10 H 0.0589 0.0702 0.6463 0.023 Uiso 1 1 calc R U . . .
C11 C 0.07524(11) 0.12464(15) 0.54941(11) 0.0168(4) Uani 1 1 d . . . . .
C12 C 0.12456(11) 0.12039(15) 0.49486(11) 0.0174(4) Uani 1 1 d . . . . .
C13 C 0.00549(11) 0.18418(15) 0.54446(11) 0.0175(4) Uani 1 1 d . . . . .
C14 C 0.00560(11) 0.24470(15) 0.47767(11) 0.0172(4) Uani 1 1 d . . . . .
C15 C -0.04863(12) 0.31216(15) 0.46501(11) 0.0191(4) Uani 1 1 d . . . . .
H15 H -0.0846 0.3221 0.4998 0.023 Uiso 1 1 calc R U . . .
C16 C -0.05245(12) 0.36589(15) 0.40335(12) 0.0206(4) Uani 1 1 d . . . . .
C17 C 0.00024(12) 0.34934(16) 0.35255(12) 0.0228(5) Uani 1 1 d . . . . .
H17 H -0.0016 0.3840 0.3098 0.027 Uiso 1 1 calc R U . . .
C18 C 0.05530(12) 0.28313(16) 0.36335(11) 0.0211(5) Uani 1 1 d . . . . .
C19 C 0.05741(11) 0.23253(15) 0.42587(11) 0.0186(4) Uani 1 1 d . . . . .
C20 C 0.16488(12) -0.05167(17) 0.67898(12) 0.0239(5) Uani 1 1 d . . . . .
C21 C 0.10148(14) -0.12306(18) 0.67754(13) 0.0298(5) Uani 1 1 d . . . . .
H21A H 0.0539 -0.0903 0.6769 0.045 Uiso 1 1 calc R U . . .
H21B H 0.1056 -0.1625 0.7197 0.045 Uiso 1 1 calc R U . . .
H21C H 0.1044 -0.1618 0.6351 0.045 Uiso 1 1 calc R U . . .
C22 C 0.23868(14) -0.10445(19) 0.67853(14) 0.0315(6) Uani 1 1 d . . . . .
H22A H 0.2394 -0.1453 0.6371 0.047 Uiso 1 1 calc R U . . .
H22B H 0.2443 -0.1419 0.7216 0.047 Uiso 1 1 calc R U . . .
H22C H 0.2795 -0.0598 0.6766 0.047 Uiso 1 1 calc R U . . .
C23 C 0.16286(15) 0.00678(19) 0.74671(12) 0.0316(6) Uani 1 1 d . . . . .
H23A H 0.2032 0.0524 0.7470 0.047 Uiso 1 1 calc R U . . .
H23B H 0.1688 -0.0341 0.7880 0.047 Uiso 1 1 calc R U . . .
H23C H 0.1154 0.0394 0.7484 0.047 Uiso 1 1 calc R U . . .
C24 C 0.00118(14) 0.24698(17) 0.61030(12) 0.0253(5) Uani 1 1 d . . . . .
H24A H 0.0445 0.2880 0.6130 0.038 Uiso 1 1 calc R U . . .
H24B H 0.0002 0.2081 0.6528 0.038 Uiso 1 1 calc R U . . .
H24C H -0.0439 0.2847 0.6069 0.038 Uiso 1 1 calc R U . . .
C25 C -0.06255(12) 0.11957(16) 0.54026(12) 0.0231(5) Uani 1 1 d . . . . .
H25A H -0.1077 0.1572 0.5378 0.035 Uiso 1 1 calc R U . . .
H25B H -0.0629 0.0799 0.5824 0.035 Uiso 1 1 calc R U . . .
H25C H -0.0603 0.0805 0.4980 0.035 Uiso 1 1 calc R U . . .
C26 C -0.11461(13) 0.43814(17) 0.39394(12) 0.0247(5) Uani 1 1 d . . . . .
C27 C -0.11038(16) 0.50717(19) 0.45606(14) 0.0363(6) Uani 1 1 d . . . . .
H27A H -0.0618 0.5374 0.4578 0.054 Uiso 1 1 calc R U . . .
H27B H -0.1176 0.4737 0.5004 0.054 Uiso 1 1 calc R U . . .
H27C H -0.1491 0.5544 0.4496 0.054 Uiso 1 1 calc R U . . .
C28 C -0.10819(14) 0.49350(18) 0.32502(13) 0.0310(6) Uani 1 1 d . . . . .
H28A H -0.1113 0.4507 0.2847 0.047 Uiso 1 1 calc R U . . .
H28B H -0.0607 0.5262 0.3253 0.047 Uiso 1 1 calc R U . . .
H28C H -0.1486 0.5389 0.3210 0.047 Uiso 1 1 calc R U . . .
C29 C -0.18951(13) 0.3880(2) 0.39237(15) 0.0349(6) Uani 1 1 d . . . . .
H29A H -0.2294 0.4338 0.3869 0.052 Uiso 1 1 calc R U . . .
H29B H -0.1950 0.3537 0.4366 0.052 Uiso 1 1 calc R U . . .
H29C H -0.1920 0.3444 0.3526 0.052 Uiso 1 1 calc R U . . .
C30 C 0.07709(14) 0.2202(2) 0.24590(12) 0.0334(6) Uani 1 1 d . . . . .
H30A H 0.0999 0.2469 0.2036 0.040 Uiso 1 1 calc R U . . .
H30B H 0.0236 0.2350 0.2432 0.040 Uiso 1 1 calc R U . . .
C31 C 0.08662(14) 0.1161(2) 0.24497(12) 0.0339(6) Uani 1 1 d . . . . .
C32 C 0.04241(17) 0.0607(3) 0.20026(14) 0.0514(9) Uani 1 1 d . . . . .
H32 H 0.0046 0.0883 0.1712 0.062 Uiso 1 1 calc R U . . .
C33 C 0.0537(2) -0.0339(3) 0.19839(17) 0.0606(11) Uani 1 1 d . . . . .
H33 H 0.0242 -0.0722 0.1679 0.073 Uiso 1 1 calc R U . . .
C34 C 0.1084(2) -0.0723(2) 0.24132(16) 0.0533(9) Uani 1 1 d . . . . .
H34 H 0.1167 -0.1376 0.2414 0.064 Uiso 1 1 calc R U . . .
C35 C 0.15105(17) -0.0146(2) 0.28424(14) 0.0378(6) Uani 1 1 d . . . . .
H35 H 0.1893 -0.0410 0.3134 0.045 Uiso 1 1 calc R U . . .
C36 C 0.15521(13) 0.34768(19) 0.29545(14) 0.0320(6) Uani 1 1 d . . . . .
H36A H 0.1223 0.4024 0.2900 0.038 Uiso 1 1 calc R U . . .
H36B H 0.1812 0.3389 0.2507 0.038 Uiso 1 1 calc R U . . .
C37 C 0.21095(13) 0.36464(17) 0.35498(13) 0.0285(5) Uani 1 1 d . . . . .
C38 C 0.22852(16) 0.45215(19) 0.37953(16) 0.0404(7) Uani 1 1 d . . . . .
H38 H 0.2039 0.5054 0.3605 0.048 Uiso 1 1 calc R U . . .
C39 C 0.2826(2) 0.4616(2) 0.43251(18) 0.0537(8) Uani 1 1 d . . . . .
H39 H 0.2951 0.5215 0.4506 0.064 Uiso 1 1 calc R U . . .
C40 C 0.31850(19) 0.3834(2) 0.45897(17) 0.0470(7) Uani 1 1 d . . . . .
H40 H 0.3563 0.3886 0.4947 0.056 Uiso 1 1 calc R U . . .
C41 C 0.29792(15) 0.29764(18) 0.43205(14) 0.0323(6) Uani 1 1 d . . . . .
H41 H 0.3220 0.2434 0.4500 0.039 Uiso 1 1 calc R U . . .
S1 S 0.2440(3) 0.7325(4) 0.3820(2) 0.0374(11) Uani 0.657(12) 1 d D U P A 3
F1 F 0.3664(5) 0.8103(7) 0.4327(5) 0.078(3) Uani 0.657(12) 1 d D U P A 3
F2 F 0.3329(5) 0.6853(5) 0.4859(4) 0.0620(18) Uani 0.657(12) 1 d D U P A 3
F3 F 0.2795(5) 0.8136(5) 0.5011(4) 0.081(2) Uani 0.657(12) 1 d D U P A 3
O2 O 0.2834(3) 0.6744(4) 0.3347(3) 0.0421(13) Uani 0.657(12) 1 d D U P A 3
O3 O 0.1848(6) 0.6854(9) 0.4155(7) 0.039(3) Uani 0.657(12) 1 d D U P A 3
O4 O 0.2259(5) 0.8236(5) 0.3542(4) 0.081(2) Uani 0.657(12) 1 d D U P A 3
C42 C 0.3083(4) 0.7601(5) 0.4519(3) 0.0476(18) Uani 0.657(12) 1 d D U P A 3
S1A S 0.2491(7) 0.7176(9) 0.3837(6) 0.025(2) Uani 0.201(12) 1 d D U P B 4
F1A F 0.3584(13) 0.8093(18) 0.4220(12) 0.043(4) Uani 0.201(12) 1 d D U P B 4
F2A F 0.3199(10) 0.7200(15) 0.5098(8) 0.065(4) Uani 0.201(12) 1 d D U P B 4
F3A F 0.2602(8) 0.8311(13) 0.4910(10) 0.038(4) Uani 0.201(12) 1 d D U P B 4
O2A O 0.3068(10) 0.6553(8) 0.3642(11) 0.043(4) Uani 0.201(12) 1 d D U P B 4
O3A O 0.1887(13) 0.6713(19) 0.4159(13) 0.019(4) Uani 0.201(12) 1 d D U P B 4
O4A O 0.2305(13) 0.7972(11) 0.3390(9) 0.040(5) Uani 0.201(12) 1 d D U P B 4
C42A C 0.3002(10) 0.7743(13) 0.4556(8) 0.035(4) Uani 0.201(12) 1 d D U P B 4
S1B S 0.2501(5) 0.7591(6) 0.4088(6) 0.040(2) Uani 0.142(4) 1 d D U P C 5
F1B F 0.3923(8) 0.7725(12) 0.4323(10) 0.047(4) Uani 0.142(4) 1 d D U P C 5
F2B F 0.3506(10) 0.6394(10) 0.3977(8) 0.070(4) Uani 0.142(4) 1 d D U P C 5
F3B F 0.3347(18) 0.672(2) 0.4990(13) 0.056(6) Uani 0.142(4) 1 d D U P C 5
O2B O 0.2593(9) 0.7795(15) 0.3340(8) 0.045(5) Uani 0.142(4) 1 d D U P C 5
O3B O 0.1950(18) 0.691(3) 0.421(2) 0.043(8) Uani 0.142(4) 1 d D U P C 5
O4B O 0.2403(10) 0.8453(12) 0.4518(13) 0.067(5) Uani 0.142(4) 1 d D U P C 5
C42B C 0.3369(8) 0.7120(12) 0.4381(10) 0.051(4) Uani 0.142(4) 1 d D U P C 5
S2 S 0.40837(7) 0.13302(16) 0.59997(7) 0.0370(5) Uani 0.546(3) 1 d D . P D 1
F4 F 0.2766(5) 0.2066(6) 0.5979(5) 0.061(2) Uani 0.546(3) 1 d D . P D 1
F5 F 0.3250(3) 0.1923(3) 0.7012(2) 0.0590(11) Uani 0.546(3) 1 d D . P D 1
F6 F 0.3616(2) 0.2998(2) 0.63301(19) 0.0522(10) Uani 0.546(3) 1 d D . P D 1
O5 O 0.4039(5) 0.1596(7) 0.5266(4) 0.059(2) Uani 0.546(3) 1 d D . P D 1
O6 O 0.37900(19) 0.0414(2) 0.6125(2) 0.0422(10) Uani 0.546(3) 1 d D . P D 1
O7 O 0.4712(6) 0.1530(10) 0.6431(7) 0.062(3) Uani 0.546(3) 1 d D . P D 1
C43 C 0.3397(6) 0.2116(7) 0.6356(6) 0.043(3) Uani 0.546(3) 1 d D . P D 1
S2A S 0.41283(10) 0.19117(18) 0.59519(9) 0.0390(5) Uani 0.454(3) 1 d D . P D 2
F4A F 0.2997(3) 0.1281(5) 0.6619(3) 0.102(3) Uani 0.454(3) 1 d D . P D 2
F5A F 0.3264(3) 0.2707(6) 0.6845(4) 0.119(3) Uani 0.454(3) 1 d D . P D 2
F6A F 0.2701(5) 0.2342(7) 0.5878(5) 0.052(2) Uani 0.454(3) 1 d D . P D 2
O5A O 0.4028(9) 0.1313(8) 0.5368(5) 0.090(5) Uani 0.454(3) 1 d D . P D 2
O6A O 0.4579(8) 0.1543(12) 0.6516(7) 0.076(5) Uani 0.454(3) 1 d D . P D 2
O7A O 0.4333(3) 0.2837(3) 0.5774(3) 0.0523(14) Uani 0.454(3) 1 d D . P D 2
C43A C 0.3232(7) 0.2071(9) 0.6335(6) 0.050(5) Uani 0.454(3) 1 d D . P D 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N4 2.045(2) . ?
Zn1 N5 2.057(2) . ?
Zn1 N2 2.1324(19) . ?
Zn1 N1 2.169(2) . ?
Zn1 O1 2.2729(15) . ?
Zn1 N3 2.379(2) . ?
O1 C12 1.373(3) . ?
O1 C19 1.387(3) . ?
N1 C1 1.342(3) . ?
N1 C5 1.345(3) . ?
N2 C6 1.278(3) . ?
N2 C7 1.414(3) . ?
N3 C18 1.469(3) . ?
N3 C36 1.473(3) . ?
N3 C30 1.489(3) . ?
N4 C31 1.336(4) . ?
N4 C35 1.354(4) . ?
N5 C41 1.341(3) . ?
N5 C37 1.344(3) . ?
C1 C2 1.382(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.367(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.392(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.385(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.472(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.393(3) . ?
C7 C12 1.400(3) . ?
C8 C9 1.392(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.399(3) . ?
C9 C20 1.536(3) . ?
C10 C11 1.394(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.388(3) . ?
C11 C13 1.525(3) . ?
C13 C14 1.535(3) . ?
C13 C25 1.542(3) . ?
C13 C24 1.543(3) . ?
C14 C19 1.389(3) . ?
C14 C15 1.394(3) . ?
C15 C16 1.399(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.396(3) . ?
C16 C26 1.537(3) . ?
C17 C18 1.388(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.389(3) . ?
C20 C23 1.534(3) . ?
C20 C22 1.536(3) . ?
C20 C21 1.538(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C29 1.534(3) . ?
C26 C28 1.536(3) . ?
C26 C27 1.538(4) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 C31 1.505(4) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.395(4) . ?
C32 C33 1.375(6) . ?
C32 H32 0.9500 . ?
C33 C34 1.376(5) . ?
C33 H33 0.9500 . ?
C34 C35 1.380(4) . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
C36 C37 1.508(4) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 C38 1.374(4) . ?
C38 C39 1.386(5) . ?
C38 H38 0.9500 . ?
C39 C40 1.383(5) . ?
C39 H39 0.9500 . ?
C40 C41 1.380(4) . ?
C40 H40 0.9500 . ?
C41 H41 0.9500 . ?
S1 O2 1.431(5) . ?
S1 O3 1.432(6) . ?
S1 O4 1.445(6) . ?
S1 C42 1.779(7) . ?
F1 C42 1.335(7) . ?
F2 C42 1.323(8) . ?
F3 C42 1.326(7) . ?
S1A O3A 1.432(13) . ?
S1A O2A 1.432(13) . ?
S1A O4A 1.456(13) . ?
S1A C42A 1.813(13) . ?
F1A C42A 1.344(14) . ?
F2A C42A 1.330(15) . ?
F3A C42A 1.293(15) . ?
S1B O3B 1.423(14) . ?
S1B O2B 1.460(14) . ?
S1B O4B 1.496(15) . ?
S1B C42B 1.782(14) . ?
F1B C42B 1.333(15) . ?
F2B C42B 1.321(17) . ?
F3B C42B 1.290(17) . ?
S2 O7 1.408(10) . ?
S2 O5 1.440(8) . ?
S2 O6 1.442(4) . ?
S2 C43 1.825(9) . ?
F4 C43 1.329(13) . ?
F5 C43 1.307(10) . ?
F6 C43 1.329(10) . ?
S2A O5A 1.409(9) . ?
S2A O7A 1.424(5) . ?
S2A O6A 1.424(10) . ?
S2A C43A 1.812(11) . ?
F4A C43A 1.332(14) . ?
F5A C43A 1.330(11) . ?
F6A C43A 1.329(14) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 Zn1 N5 150.21(9) . . ?
N4 Zn1 N2 105.67(8) . . ?
N5 Zn1 N2 103.45(7) . . ?
N4 Zn1 N1 99.36(8) . . ?
N5 Zn1 N1 93.23(8) . . ?
N2 Zn1 N1 76.79(7) . . ?
N4 Zn1 O1 91.48(7) . . ?
N5 Zn1 O1 91.99(7) . . ?
N2 Zn1 O1 71.19(6) . . ?
N1 Zn1 O1 147.90(7) . . ?
N4 Zn1 N3 76.82(8) . . ?
N5 Zn1 N3 76.47(7) . . ?
N2 Zn1 N3 141.89(7) . . ?
N1 Zn1 N3 141.13(7) . . ?
O1 Zn1 N3 70.73(6) . . ?
C12 O1 C19 119.33(16) . . ?
C12 O1 Zn1 117.93(12) . . ?
C19 O1 Zn1 121.29(12) . . ?
C1 N1 C5 117.8(2) . . ?
C1 N1 Zn1 128.81(18) . . ?
C5 N1 Zn1 113.28(15) . . ?
C6 N2 C7 123.2(2) . . ?
C6 N2 Zn1 115.48(16) . . ?
C7 N2 Zn1 121.26(14) . . ?
C18 N3 C36 111.70(19) . . ?
C18 N3 C30 111.45(18) . . ?
C36 N3 C30 113.66(19) . . ?
C18 N3 Zn1 112.68(13) . . ?
C36 N3 Zn1 101.00(14) . . ?
C30 N3 Zn1 105.81(15) . . ?
C31 N4 C35 119.1(2) . . ?
C31 N4 Zn1 120.93(19) . . ?
C35 N4 Zn1 119.95(19) . . ?
C41 N5 C37 119.5(2) . . ?
C41 N5 Zn1 121.46(16) . . ?
C37 N5 Zn1 118.47(17) . . ?
N1 C1 C2 122.7(3) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C3 C2 C1 119.3(2) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 119.0(3) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C5 C4 C3 118.5(3) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
N1 C5 C4 122.6(2) . . ?
N1 C5 C6 115.8(2) . . ?
C4 C5 C6 121.6(2) . . ?
N2 C6 C5 118.7(2) . . ?
N2 C6 H6 120.7 . . ?
C5 C6 H6 120.7 . . ?
C8 C7 C12 119.19(19) . . ?
C8 C7 N2 125.9(2) . . ?
C12 C7 N2 114.87(19) . . ?
C9 C8 C7 120.6(2) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C8 C9 C10 117.9(2) . . ?
C8 C9 C20 122.4(2) . . ?
C10 C9 C20 119.65(19) . . ?
C11 C10 C9 123.7(2) . . ?
C11 C10 H10 118.2 . . ?
C9 C10 H10 118.2 . . ?
C12 C11 C10 116.20(19) . . ?
C12 C11 C13 121.96(19) . . ?
C10 C11 C13 121.80(19) . . ?
O1 C12 C11 123.01(19) . . ?
O1 C12 C7 114.54(18) . . ?
C11 C12 C7 122.44(19) . . ?
C11 C13 C14 110.23(17) . . ?
C11 C13 C25 108.86(17) . . ?
C14 C13 C25 108.70(17) . . ?
C11 C13 C24 109.96(17) . . ?
C14 C13 C24 109.63(18) . . ?
C25 C13 C24 109.45(18) . . ?
C19 C14 C15 116.93(19) . . ?
C19 C14 C13 121.94(19) . . ?
C15 C14 C13 121.08(18) . . ?
C14 C15 C16 122.9(2) . . ?
C14 C15 H15 118.6 . . ?
C16 C15 H15 118.6 . . ?
C17 C16 C15 117.7(2) . . ?
C17 C16 C26 123.3(2) . . ?
C15 C16 C26 119.07(19) . . ?
C18 C17 C16 121.2(2) . . ?
C18 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
C17 C18 C19 119.0(2) . . ?
C17 C18 N3 121.99(19) . . ?
C19 C18 N3 119.0(2) . . ?
O1 C19 C18 115.28(19) . . ?
O1 C19 C14 122.35(19) . . ?
C18 C19 C14 122.4(2) . . ?
C23 C20 C22 108.6(2) . . ?
C23 C20 C9 109.85(19) . . ?
C22 C20 C9 112.08(19) . . ?
C23 C20 C21 110.0(2) . . ?
C22 C20 C21 108.6(2) . . ?
C9 C20 C21 107.72(18) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C13 C24 H24A 109.5 . . ?
C13 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C13 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C13 C25 H25A 109.5 . . ?
C13 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C13 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C29 C26 C28 108.5(2) . . ?
C29 C26 C16 109.1(2) . . ?
C28 C26 C16 111.93(19) . . ?
C29 C26 C27 109.9(2) . . ?
C28 C26 C27 108.2(2) . . ?
C16 C26 C27 109.18(19) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N3 C30 C31 112.9(2) . . ?
N3 C30 H30A 109.0 . . ?
C31 C30 H30A 109.0 . . ?
N3 C30 H30B 109.0 . . ?
C31 C30 H30B 109.0 . . ?
H30A C30 H30B 107.8 . . ?
N4 C31 C32 121.0(3) . . ?
N4 C31 C30 118.3(2) . . ?
C32 C31 C30 120.7(3) . . ?
C33 C32 C31 119.7(3) . . ?
C33 C32 H32 120.1 . . ?
C31 C32 H32 120.1 . . ?
C32 C33 C34 119.1(3) . . ?
C32 C33 H33 120.4 . . ?
C34 C33 H33 120.4 . . ?
C33 C34 C35 119.0(3) . . ?
C33 C34 H34 120.5 . . ?
C35 C34 H34 120.5 . . ?
N4 C35 C34 122.1(3) . . ?
N4 C35 H35 119.0 . . ?
C34 C35 H35 119.0 . . ?
N3 C36 C37 110.06(19) . . ?
N3 C36 H36A 109.6 . . ?
C37 C36 H36A 109.6 . . ?
N3 C36 H36B 109.6 . . ?
C37 C36 H36B 109.6 . . ?
H36A C36 H36B 108.2 . . ?
N5 C37 C38 121.4(2) . . ?
N5 C37 C36 115.7(2) . . ?
C38 C37 C36 122.9(2) . . ?
C37 C38 C39 119.0(3) . . ?
C37 C38 H38 120.5 . . ?
C39 C38 H38 120.5 . . ?
C40 C39 C38 119.7(3) . . ?
C40 C39 H39 120.2 . . ?
C38 C39 H39 120.2 . . ?
C41 C40 C39 118.3(3) . . ?
C41 C40 H40 120.9 . . ?
C39 C40 H40 120.9 . . ?
N5 C41 C40 122.1(3) . . ?
N5 C41 H41 119.0 . . ?
C40 C41 H41 119.0 . . ?
O2 S1 O3 113.4(6) . . ?
O2 S1 O4 114.3(4) . . ?
O3 S1 O4 115.2(6) . . ?
O2 S1 C42 105.6(4) . . ?
O3 S1 C42 104.8(6) . . ?
O4 S1 C42 101.8(5) . . ?
F2 C42 F3 105.3(6) . . ?
F2 C42 F1 108.3(8) . . ?
F3 C42 F1 102.1(7) . . ?
F2 C42 S1 112.5(5) . . ?
F3 C42 S1 113.0(6) . . ?
F1 C42 S1 114.8(6) . . ?
O3A S1A O2A 113.1(14) . . ?
O3A S1A O4A 116.5(15) . . ?
O2A S1A O4A 119.8(13) . . ?
O3A S1A C42A 105.5(12) . . ?
O2A S1A C42A 96.7(11) . . ?
O4A S1A C42A 100.8(10) . . ?
F3A C42A F2A 96.4(14) . . ?
F3A C42A F1A 117.9(16) . . ?
F2A C42A F1A 112.9(18) . . ?
F3A C42A S1A 113.1(13) . . ?
F2A C42A S1A 115.7(13) . . ?
F1A C42A S1A 101.6(13) . . ?
O3B S1B O2B 113.5(19) . . ?
O3B S1B O4B 112.6(19) . . ?
O2B S1B O4B 112.4(13) . . ?
O3B S1B C42B 107.6(18) . . ?
O2B S1B C42B 104.7(10) . . ?
O4B S1B C42B 105.2(12) . . ?
F3B C42B F2B 100.1(19) . . ?
F3B C42B F1B 114(2) . . ?
F2B C42B F1B 108.2(15) . . ?
F3B C42B S1B 113.3(17) . . ?
F2B C42B S1B 107.3(14) . . ?
F1B C42B S1B 112.6(13) . . ?
O7 S2 O5 121.7(7) . . ?
O7 S2 O6 112.6(6) . . ?
O5 S2 O6 113.1(5) . . ?
O7 S2 C43 101.9(7) . . ?
O5 S2 C43 100.0(5) . . ?
O6 S2 C43 104.2(4) . . ?
F5 C43 F4 107.5(9) . . ?
F5 C43 F6 107.9(8) . . ?
F4 C43 F6 106.5(8) . . ?
F5 C43 S2 112.4(7) . . ?
F4 C43 S2 110.6(7) . . ?
F6 C43 S2 111.6(7) . . ?
O5A S2A O7A 114.4(6) . . ?
O5A S2A O6A 114.7(9) . . ?
O7A S2A O6A 112.2(7) . . ?
O5A S2A C43A 107.3(8) . . ?
O7A S2A C43A 102.7(5) . . ?
O6A S2A C43A 104.2(8) . . ?
F6A C43A F5A 106.7(10) . . ?
F6A C43A F4A 106.2(11) . . ?
F5A C43A F4A 107.4(9) . . ?
F6A C43A S2A 114.4(8) . . ?
F5A C43A S2A 111.0(9) . . ?
F4A C43A S2A 110.8(8) . . ?

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
C5 N1 C1 C2 0.8(4) . . . . ?
Zn1 N1 C1 C2 177.5(2) . . . . ?
N1 C1 C2 C3 0.5(5) . . . . ?
C1 C2 C3 C4 -0.7(5) . . . . ?
C2 C3 C4 C5 -0.4(5) . . . . ?
C1 N1 C5 C4 -1.9(4) . . . . ?
Zn1 N1 C5 C4 -179.1(2) . . . . ?
C1 N1 C5 C6 176.8(2) . . . . ?
Zn1 N1 C5 C6 -0.4(3) . . . . ?
C3 C4 C5 N1 1.8(4) . . . . ?
C3 C4 C5 C6 -176.9(3) . . . . ?
C7 N2 C6 C5 -176.6(2) . . . . ?
Zn1 N2 C6 C5 0.5(3) . . . . ?
N1 C5 C6 N2 -0.1(3) . . . . ?
C4 C5 C6 N2 178.7(2) . . . . ?
C6 N2 C7 C8 -3.1(3) . . . . ?
Zn1 N2 C7 C8 179.99(17) . . . . ?
C6 N2 C7 C12 175.6(2) . . . . ?
Zn1 N2 C7 C12 -1.3(2) . . . . ?
C12 C7 C8 C9 0.1(3) . . . . ?
N2 C7 C8 C9 178.7(2) . . . . ?
C7 C8 C9 C10 -1.7(3) . . . . ?
C7 C8 C9 C20 176.0(2) . . . . ?
C8 C9 C10 C11 1.5(3) . . . . ?
C20 C9 C10 C11 -176.2(2) . . . . ?
C9 C10 C11 C12 0.3(3) . . . . ?
C9 C10 C11 C13 178.3(2) . . . . ?
C19 O1 C12 C11 9.5(3) . . . . ?
Zn1 O1 C12 C11 175.93(15) . . . . ?
C19 O1 C12 C7 -171.83(18) . . . . ?
Zn1 O1 C12 C7 -5.4(2) . . . . ?
C10 C11 C12 O1 176.65(19) . . . . ?
C13 C11 C12 O1 -1.3(3) . . . . ?
C10 C11 C12 C7 -1.9(3) . . . . ?
C13 C11 C12 C7 -179.94(19) . . . . ?
C8 C7 C12 O1 -176.90(19) . . . . ?
N2 C7 C12 O1 4.3(3) . . . . ?
C8 C7 C12 C11 1.8(3) . . . . ?
N2 C7 C12 C11 -176.98(19) . . . . ?
C12 C11 C13 C14 -7.6(3) . . . . ?
C10 C11 C13 C14 174.56(19) . . . . ?
C12 C11 C13 C25 111.6(2) . . . . ?
C10 C11 C13 C25 -66.3(2) . . . . ?
C12 C11 C13 C24 -128.5(2) . . . . ?
C10 C11 C13 C24 53.6(3) . . . . ?
C11 C13 C14 C19 9.3(3) . . . . ?
C25 C13 C14 C19 -109.9(2) . . . . ?
C24 C13 C14 C19 130.5(2) . . . . ?
C11 C13 C14 C15 -173.40(19) . . . . ?
C25 C13 C14 C15 67.4(3) . . . . ?
C24 C13 C14 C15 -52.2(3) . . . . ?
C19 C14 C15 C16 0.3(3) . . . . ?
C13 C14 C15 C16 -177.1(2) . . . . ?
C14 C15 C16 C17 0.9(3) . . . . ?
C14 C15 C16 C26 179.6(2) . . . . ?
C15 C16 C17 C18 -1.2(3) . . . . ?
C26 C16 C17 C18 -179.8(2) . . . . ?
C16 C17 C18 C19 0.2(3) . . . . ?
C16 C17 C18 N3 179.6(2) . . . . ?
C36 N3 C18 C17 60.4(3) . . . . ?
C30 N3 C18 C17 -67.9(3) . . . . ?
Zn1 N3 C18 C17 173.30(17) . . . . ?
C36 N3 C18 C19 -120.2(2) . . . . ?
C30 N3 C18 C19 111.4(2) . . . . ?
Zn1 N3 C18 C19 -7.3(3) . . . . ?
C12 O1 C19 C18 173.91(19) . . . . ?
Zn1 O1 C19 C18 7.9(3) . . . . ?
C12 O1 C19 C14 -7.5(3) . . . . ?
Zn1 O1 C19 C14 -173.53(15) . . . . ?
C17 C18 C19 O1 179.6(2) . . . . ?
N3 C18 C19 O1 0.2(3) . . . . ?
C17 C18 C19 C14 1.1(3) . . . . ?
N3 C18 C19 C14 -178.3(2) . . . . ?
C15 C14 C19 O1 -179.78(19) . . . . ?
C13 C14 C19 O1 -2.4(3) . . . . ?
C15 C14 C19 C18 -1.3(3) . . . . ?
C13 C14 C19 C18 176.1(2) . . . . ?
C8 C9 C20 C23 127.0(2) . . . . ?
C10 C9 C20 C23 -55.3(3) . . . . ?
C8 C9 C20 C22 6.2(3) . . . . ?
C10 C9 C20 C22 -176.1(2) . . . . ?
C8 C9 C20 C21 -113.2(2) . . . . ?
C10 C9 C20 C21 64.5(3) . . . . ?
C17 C16 C26 C29 116.2(2) . . . . ?
C15 C16 C26 C29 -62.5(3) . . . . ?
C17 C16 C26 C28 -3.9(3) . . . . ?
C15 C16 C26 C28 177.4(2) . . . . ?
C17 C16 C26 C27 -123.7(2) . . . . ?
C15 C16 C26 C27 57.7(3) . . . . ?
C18 N3 C30 C31 -98.7(2) . . . . ?
C36 N3 C30 C31 134.0(2) . . . . ?
Zn1 N3 C30 C31 24.1(2) . . . . ?
C35 N4 C31 C32 -0.2(3) . . . . ?
Zn1 N4 C31 C32 -179.69(18) . . . . ?
C35 N4 C31 C30 -177.8(2) . . . . ?
Zn1 N4 C31 C30 2.6(3) . . . . ?
N3 C30 C31 N4 -20.1(3) . . . . ?
N3 C30 C31 C32 162.2(2) . . . . ?
N4 C31 C32 C33 0.1(4) . . . . ?
C30 C31 C32 C33 177.7(3) . . . . ?
C31 C32 C33 C34 0.5(4) . . . . ?
C32 C33 C34 C35 -0.9(5) . . . . ?
C31 N4 C35 C34 -0.3(4) . . . . ?
Zn1 N4 C35 C34 179.2(2) . . . . ?
C33 C34 C35 N4 0.9(4) . . . . ?
C18 N3 C36 C37 76.0(2) . . . . ?
C30 N3 C36 C37 -156.8(2) . . . . ?
Zn1 N3 C36 C37 -44.0(2) . . . . ?
C41 N5 C37 C38 -0.8(3) . . . . ?
Zn1 N5 C37 C38 171.02(19) . . . . ?
C41 N5 C37 C36 176.8(2) . . . . ?
Zn1 N5 C37 C36 -11.3(3) . . . . ?
N3 C36 C37 N5 41.3(3) . . . . ?
N3 C36 C37 C38 -141.1(2) . . . . ?
N5 C37 C38 C39 0.1(4) . . . . ?
C36 C37 C38 C39 -177.4(3) . . . . ?
C37 C38 C39 C40 0.8(5) . . . . ?
C38 C39 C40 C41 -1.0(5) . . . . ?
C37 N5 C41 C40 0.6(4) . . . . ?
Zn1 N5 C41 C40 -171.0(2) . . . . ?
C39 C40 C41 N5 0.3(5) . . . . ?
O2 S1 C42 F2 -60.4(7) . . . . ?
O3 S1 C42 F2 59.7(9) . . . . ?
O4 S1 C42 F2 180.0(7) . . . . ?
O2 S1 C42 F3 -179.4(5) . . . . ?
O3 S1 C42 F3 -59.4(8) . . . . ?
O4 S1 C42 F3 61.0(6) . . . . ?
O2 S1 C42 F1 64.1(8) . . . . ?
O3 S1 C42 F1 -175.9(9) . . . . ?
O4 S1 C42 F1 -55.5(8) . . . . ?
O3A S1A C42A F3A -57(2) . . . . ?
O2A S1A C42A F3A -173.5(15) . . . . ?
O4A S1A C42A F3A 64.3(18) . . . . ?
O3A S1A C42A F2A 53(2) . . . . ?
O2A S1A C42A F2A -63.6(15) . . . . ?
O4A S1A C42A F2A 174.2(16) . . . . ?
O3A S1A C42A F1A 175(2) . . . . ?
O2A S1A C42A F1A 59.1(17) . . . . ?
O4A S1A C42A F1A -63(2) . . . . ?
O3B S1B C42B F3B -45(3) . . . . ?
O2B S1B C42B F3B -166(2) . . . . ?
O4B S1B C42B F3B 75(2) . . . . ?
O3B S1B C42B F2B 64(2) . . . . ?
O2B S1B C42B F2B -56.7(15) . . . . ?
O4B S1B C42B F2B -175.3(14) . . . . ?
O3B S1B C42B F1B -177(2) . . . . ?
O2B S1B C42B F1B 62.2(18) . . . . ?
O4B S1B C42B F1B -56.4(18) . . . . ?
O7 S2 C43 F5 -63.7(10) . . . . ?
O5 S2 C43 F5 170.7(8) . . . . ?
O6 S2 C43 F5 53.7(9) . . . . ?
O7 S2 C43 F4 176.1(9) . . . . ?
O5 S2 C43 F4 50.5(9) . . . . ?
O6 S2 C43 F4 -66.5(8) . . . . ?
O7 S2 C43 F6 57.8(10) . . . . ?
O5 S2 C43 F6 -67.8(9) . . . . ?
O6 S2 C43 F6 175.1(7) . . . . ?
O5A S2A C43A F6A -52.7(12) . . . . ?
O7A S2A C43A F6A 68.2(10) . . . . ?
O6A S2A C43A F6A -174.7(11) . . . . ?
O5A S2A C43A F5A -173.4(10) . . . . ?
O7A S2A C43A F5A -52.6(10) . . . . ?
O6A S2A C43A F5A 64.6(12) . . . . ?
O5A S2A C43A F4A 67.4(10) . . . . ?
O7A S2A C43A F4A -171.8(7) . . . . ?
O6A S2A C43A F4A -54.6(11) . . . . ?


_shelxl_version_number           2014/6




#===END
