# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_19gtu125_319_dp_teg_1
_database_code_depnum_ccdc_archive 'CCDC 2050000'
loop_
_audit_author_name
_audit_author_address
'Ceylan MUTLU BALCI'
;Gebze Technical University
Turkey
;
_audit_update_record             
;
2020-12-13 deposited with the CCDC.	2021-04-08 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT084_19gtu125_319_dp_teg_1 
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...          0.37 Report
RESPONSE: Crystals diffracted extremely weakly. We made several attempts 
to obtain better quality data for this structure. However, due to disorder, 
poor crystal quality etc. the R2 value is high. This structure was
included for comparison with the other two similar compounds. 
;
_vrf_PLAT097_19gtu125_319_dp_teg_1 
;
PROBLEM: Large Reported Max. (Positive) Residual Density...      2.35 eA-3
RESPONSE: Reflections of crystals are very weak and some atoms in the molecule 
not elipsoide so SIMU restraints were applied to some atoms. However, this
does not indicate an incorrect atom-type assignment.This is because some 
atoms are disordered, but these atoms could not be modeled as a disorder.
;
_vrf_PLAT340_19gtu125_319_dp_teg_1 
;
PROBLEM: Low Bond Precision on C-C Bonds .....         0.045 Ang.
RESPONSE: There is a C-C interaction due to the disorder in the ethanedioxy ring.
;
# end Validation Reply Form

_audit_creation_date             2020-12-05
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 H8 Cl4 N4 O4 P4'
_chemical_formula_sum            'C4 H8 Cl4 N4 O4 P4'
_chemical_formula_weight         441.82
_chemical_absolute_configuration none
_chemical_melting_point          ?
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'
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   5.9782(14)
_cell_length_b                   8.5423(19)
_cell_length_c                   8.728(2)
_cell_angle_alpha                69.92(2)
_cell_angle_beta                 70.932(14)
_cell_angle_gamma                72.958(15)
_cell_volume                     387.37(18)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    2362
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      24.50
_cell_measurement_theta_min      2.57
_shelx_estimated_absorpt_T_max   0.905
_shelx_estimated_absorpt_T_min   0.690
_exptl_absorpt_coefficient_mu    1.190
_exptl_absorpt_correction_T_max  0.7411
_exptl_absorpt_correction_T_min  0.5078
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1624 before and 0.0848 after correction.
The Ratio of minimum to maximum transmission is 0.6852.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.894
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Plate
_exptl_crystal_F_000             220
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 1.00 2.00 0.0230
0.00 -1.00 -2.00 0.0490
-2.00 1.00 -2.00 0.1270
0.00 -1.00 2.00 0.0420
2.00 -2.00 3.00 0.0400
-2.00 -1.00 -2.00 0.1570
1.00 2.00 3.00 0.0290
1.00 0.00 0.00 0.0510
-1.00 0.00 0.00 0.1400
0.00 -1.00 -1.00 0.0690
-1.00 2.00 0.00 0.1000
0.00 1.00 -1.00 0.0360
0.00 -1.00 1.00 0.0430

_exptl_crystal_size_max          0.237
_exptl_crystal_size_mid          0.138
_exptl_crystal_size_min          0.086
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0672
_diffrn_reflns_av_unetI/netI     0.1152
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            5921
_diffrn_reflns_point_group_measured_fraction_full 0.845
_diffrn_reflns_point_group_measured_fraction_max 0.759
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.789
_diffrn_reflns_theta_min         2.567
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           0.6
_diffrn_source_power             0.03
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.599
_reflns_Friedel_fraction_full    0.700
_reflns_Friedel_fraction_max     0.569
_reflns_number_gt                2167
_reflns_number_total             3057
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.35A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.35A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         2.348
_refine_diff_density_min         -1.167
_refine_diff_density_rms         0.283
_refine_ls_abs_structure_details 
;
 Flack x determined using 631 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.07(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.336
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         3057
_refine_ls_number_restraints     33
_refine_ls_R_factor_all          0.1660
_refine_ls_R_factor_gt           0.1416
_refine_ls_restrained_S_all      1.353
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3547
_refine_ls_wR_factor_ref         0.3687
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
N3 \\sim P4: within 2A with sigma of 0.001 and sigma for terminal atoms of 0.02
within 2A
O4 \\sim C4: within 2A with sigma of 0.001 and sigma for terminal atoms of 0.02
within 2A
Cl3 \\sim P4: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.02 within 2A
Cl4 \\sim P4: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.02 within 2A
C3 \\sim O3: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
3.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C4(H4A,H4B), C1(H1A,H1B), C3(H3A,H3B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
P3 P -0.3646(9) -0.6482(6) -0.6485(6) 0.0367(11) Uani 1 1 d . . . . .
P2 P -0.4479(9) -0.3002(6) -0.6968(6) 0.0361(12) Uani 1 1 d . . . . .
P4 P -0.5541(11) -0.7099(7) -0.2997(7) 0.0461(13) Uani 1 1 d . U . . .
P1 P -0.5321(9) -0.3625(7) -0.3533(7) 0.0389(12) Uani 1 1 d . . . . .
Cl1 Cl -0.4006(12) -0.2890(10) -0.2093(8) 0.0668(19) Uani 1 1 d . . . . .
Cl2 Cl -0.4445(13) -0.7832(8) -0.7669(9) 0.0665(18) Uani 1 1 d . . . . .
Cl4 Cl -0.4672(19) -0.9082(8) -0.1103(8) 0.089(3) Uani 1 1 d . U . . .
Cl3 Cl -0.8931(15) -0.7135(16) -0.2801(15) 0.104(3) Uani 1 1 d . U . . .
O4 O -0.100(3) -0.648(2) -0.718(2) 0.063(4) Uani 1 1 d . U . . .
N3 N -0.389(4) -0.756(2) -0.460(2) 0.0466(16) Uani 1 1 d . U . . .
O1 O -0.798(3) -0.258(2) -0.340(2) 0.062(5) Uani 1 1 d . . . . .
C2 C -0.875(4) -0.114(4) -0.617(3) 0.056(6) Uani 1 1 d . . . . .
H2A H -0.953605 -0.208533 -0.588120 0.067 Uiso 1 1 calc R U . . .
H2B H -0.979245 -0.011831 -0.668222 0.067 Uiso 1 1 calc R U . . .
O2 O -0.651(3) -0.142(2) -0.740(2) 0.055(4) Uani 1 1 d . . . . .
N4 N -0.553(4) -0.547(2) -0.253(3) 0.061(6) Uani 1 1 d . . . . .
N1 N -0.364(3) -0.317(2) -0.533(2) 0.038(4) Uani 1 1 d . . . . .
O3 O -0.236(3) -0.255(3) -0.860(2) 0.058(3) Uani 1 1 d . U . . .
N2 N -0.528(3) -0.462(2) -0.692(2) 0.037(4) Uani 1 1 d . . . . .
C4 C -0.009(5) -0.534(4) -0.893(4) 0.063(4) Uani 1 1 d . U . . .
H4A H 0.151399 -0.587724 -0.945614 0.076 Uiso 1 1 calc R U . . .
H4B H -0.115931 -0.516443 -0.962889 0.076 Uiso 1 1 calc R U . . .
C1 C -0.854(5) -0.095(3) -0.455(3) 0.057(6) Uani 1 1 d . . . . .
H1A H -0.727578 -0.032211 -0.481233 0.069 Uiso 1 1 calc R U . . .
H1B H -1.004746 -0.029925 -0.402078 0.069 Uiso 1 1 calc R U . . .
C3 C -0.001(5) -0.366(4) -0.878(3) 0.058(3) Uani 1 1 d . U . . .
H3A H 0.058810 -0.384998 -0.781215 0.069 Uiso 1 1 calc R U . . .
H3B H 0.109943 -0.311458 -0.977751 0.069 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P3 Cl2 2.022(8) . ?
P3 O4 1.50(2) . ?
P3 N3 1.566(19) . ?
P3 N2 1.597(17) . ?
P2 O2 1.558(16) . ?
P2 N1 1.612(17) . ?
P2 O3 1.584(16) . ?
P2 N2 1.570(18) . ?
P4 Cl4 1.999(8) . ?
P4 Cl3 1.986(10) . ?
P4 N3 1.53(2) . ?
P4 N4 1.58(2) . ?
P1 Cl1 2.017(7) . ?
P1 O1 1.57(2) . ?
P1 N4 1.537(19) . ?
P1 N1 1.548(17) . ?
O4 C4 1.53(3) . ?
O1 C1 1.43(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 O2 1.43(3) . ?
C2 C1 1.53(4) . ?
O3 C3 1.44(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C3 1.50(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 P3 Cl2 106.8(9) . . ?
O4 P3 N3 104.5(10) . . ?
O4 P3 N2 112.2(10) . . ?
N3 P3 Cl2 106.6(8) . . ?
N3 P3 N2 119.8(10) . . ?
N2 P3 Cl2 106.2(7) . . ?
O2 P2 N1 114.4(9) . . ?
O2 P2 O3 99.6(10) . . ?
O2 P2 N2 108.2(9) . . ?
O3 P2 N1 109.2(9) . . ?
N2 P2 N1 114.6(9) . . ?
N2 P2 O3 109.9(10) . . ?
Cl3 P4 Cl4 103.1(6) . . ?
N3 P4 Cl4 105.1(8) . . ?
N3 P4 Cl3 109.6(8) . . ?
N3 P4 N4 123.0(11) . . ?
N4 P4 Cl4 105.6(9) . . ?
N4 P4 Cl3 108.6(9) . . ?
O1 P1 Cl1 105.2(9) . . ?
N4 P1 Cl1 102.9(10) . . ?
N4 P1 O1 105.9(11) . . ?
N4 P1 N1 122.4(12) . . ?
N1 P1 Cl1 105.3(7) . . ?
N1 P1 O1 113.5(10) . . ?
P3 O4 C4 119.8(13) . . ?
P4 N3 P3 129.1(14) . . ?
C1 O1 P1 121.7(16) . . ?
H2A C2 H2B 107.5 . . ?
O2 C2 H2A 108.5 . . ?
O2 C2 H2B 108.5 . . ?
O2 C2 C1 115(2) . . ?
C1 C2 H2A 108.5 . . ?
C1 C2 H2B 108.5 . . ?
C2 O2 P2 120.6(15) . . ?
P1 N4 P4 134.6(18) . . ?
P1 N1 P2 121.4(10) . . ?
C3 O3 P2 120.7(16) . . ?
P2 N2 P3 122.1(10) . . ?
O4 C4 H4A 109.8 . . ?
O4 C4 H4B 109.8 . . ?
H4A C4 H4B 108.3 . . ?
C3 C4 O4 109(2) . . ?
C3 C4 H4A 109.8 . . ?
C3 C4 H4B 109.8 . . ?
O1 C1 C2 111(2) . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 108.1 . . ?
O3 C3 C4 112(2) . . ?
O3 C3 H3A 109.2 . . ?
O3 C3 H3B 109.2 . . ?
C4 C3 H3A 109.2 . . ?
C4 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?

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
P3 O4 C4 C3 92(2) . . . . ?
P2 O3 C3 C4 66(3) . . . . ?
P1 O1 C1 C2 83(3) . . . . ?
Cl1 P1 O1 C1 90.0(19) . . . . ?
Cl1 P1 N4 P4 -155.1(18) . . . . ?
Cl1 P1 N1 P2 -160.9(11) . . . . ?
Cl2 P3 O4 C4 76(2) . . . . ?
Cl2 P3 N3 P4 -121.0(14) . . . . ?
Cl2 P3 N2 P2 -152.2(10) . . . . ?
Cl4 P4 N3 P3 -176.8(13) . . . . ?
Cl4 P4 N4 P1 159.5(18) . . . . ?
Cl3 P4 N3 P3 73.0(16) . . . . ?
Cl3 P4 N4 P1 -91(2) . . . . ?
O4 P3 N3 P4 126.2(17) . . . . ?
O4 P3 N2 P2 -35.8(15) . . . . ?
O4 C4 C3 O3 -81(2) . . . . ?
N3 P3 O4 C4 -172(2) . . . . ?
N3 P3 N2 P2 87.2(16) . . . . ?
N3 P4 N4 P1 39(3) . . . . ?
O1 P1 N4 P4 95(2) . . . . ?
O1 P1 N1 P2 -46.3(17) . . . . ?
O2 P2 N1 P1 70.0(16) . . . . ?
O2 P2 O3 C3 179.0(18) . . . . ?
O2 P2 N2 P3 -179.1(11) . . . . ?
O2 C2 C1 O1 -84(3) . . . . ?
N4 P4 N3 P3 -56(2) . . . . ?
N4 P1 O1 C1 -161(2) . . . . ?
N4 P1 N1 P2 82.6(17) . . . . ?
N1 P2 O2 C2 -56(2) . . . . ?
N1 P2 O3 C3 59(2) . . . . ?
N1 P2 N2 P3 -50.2(15) . . . . ?
N1 P1 O1 C1 -25(2) . . . . ?
N1 P1 N4 P4 -37(3) . . . . ?
O3 P2 O2 C2 -172.1(18) . . . . ?
O3 P2 N1 P1 -179.5(13) . . . . ?
O3 P2 N2 P3 73.1(14) . . . . ?
N2 P3 O4 C4 -40(2) . . . . ?
N2 P3 N3 P4 0(2) . . . . ?
N2 P2 O2 C2 73(2) . . . . ?
N2 P2 N1 P1 -55.7(16) . . . . ?
N2 P2 O3 C3 -67.6(19) . . . . ?
C1 C2 O2 P2 60(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_I
_database_code_depnum_ccdc_archive 'CCDC 2050002'
loop_
_audit_author_name
_audit_author_address
'Ceylan MUTLU BALCI'
;Gebze Technical University
Turkey
;
_audit_update_record             
;
2020-12-13 deposited with the CCDC.	2021-04-08 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H16 N4 O8 P4'
_chemical_formula_iupac          ?
_chemical_formula_weight         420.13
_chemical_absolute_configuration ?

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'C m c 21'
_space_group_name_Hall           'C 2c -2'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, z+1/2'
'-x, y, z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z'

_cell_length_a                   14.982(3)
_cell_length_b                   12.1208(17)
_cell_length_c                   8.5138(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1546.1(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    121
_cell_measurement_theta_min      0.3455
_cell_measurement_theta_max      23.0297
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.316
_exptl_crystal_size_mid          0.214
_exptl_crystal_size_min          0.202
_exptl_crystal_density_diffrn    1.805
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             864

_exptl_absorpt_coefficient_mu    0.538
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS)'
_exptl_absorpt_correction_T_min  0.78
_exptl_absorpt_correction_T_max  0.90

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              ImuS

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'multilayer QUAZAR mirrors'

_diffrn_measurement_device_type  
'Bruker APEX II QUAZAR three-circle diffractometer'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            3266
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_theta_min         2.16
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       10

_refine_special_details          
;
;

_reflns_number_total             1332
_reflns_number_gt                1227
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0336
_refine_ls_wR_factor_gt          0.0821
_refine_ls_wR_factor_ref         0.0852
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_restrained_S_all      1.096
_refine_ls_number_reflns         1332
_refine_ls_number_parameters     126
_refine_ls_number_restraints     5
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0338P)²+2.3969P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.259
_refine_diff_density_min         -0.209
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
Flack x determined using 487 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(7)

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

_computing_data_collection       
'Bruker Instrument Service v2013.12.0.0 (Bruker AXS)'
_computing_cell_refinement       'APEX2 v2014.9-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS)'
_computing_structure_solution    'SHELXTL V6.14 (Bruker AXS)'
_computing_structure_refinement  'SHELXTL V6.14 (Bruker AXS)'
_computing_molecular_graphics    'MERCURY (Macrae et al., 2006)'
_computing_publication_material  
'PLATON V1.16 (Spek, 2009), SHELXTL V6.14 (Bruker AXS)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P P1 0.59157(7) 0.29726(9) 0.72404(16) 0.0327(3) Uani d . . D 1.0 . .
P P2 0.59109(8) 0.16442(11) 0.46534(16) 0.0358(3) Uani d . . D 1.0 . .
N N1 0.5 0.2597(5) 0.7963(6) 0.0329(13) Uani d T P S 1.0 A .
N N2 0.6081(3) 0.2805(3) 0.5435(5) 0.0357(10) Uani d . . . 1.0 . .
N N3 0.5 0.1037(4) 0.4933(7) 0.0366(14) Uani d T P S 1.0 B .
O O1A 0.6007(9) 0.4299(8) 0.7283(16) 0.043(2) Uani d . P D 0.508(13) A 2
C C1A 0.542(2) 0.486(2) 0.837(3) 0.055(5) Uani d . P D 0.508(13) A 2
H H1A1 0.5588 0.4605 0.9402 0.066 Uiso calc U P R 0.508(13) A 2
H H1A2 0.5588 0.5633 0.832 0.066 Uiso calc U P R 0.508(13) A 2
O O1B 0.6137(9) 0.4163(9) 0.7953(15) 0.043(2) Uani d . P D 0.492(13) A 1
C C1B 0.549(2) 0.505(2) 0.779(4) 0.055(5) Uani d . P D 0.492(13) A 1
H H1B1 0.5651 0.5406 0.6808 0.066 Uiso calc U P R 0.492(13) A 1
H H1B2 0.5651 0.557 0.8608 0.066 Uiso calc U P R 0.492(13) A 1
O O2 0.6689(3) 0.2437(4) 0.8211(5) 0.0585(12) Uani d . . . 1.0 . .
O O3 0.6660(3) 0.0816(4) 0.5182(6) 0.0864(19) Uani d . . . 1.0 . .
O O4A 0.6130(8) 0.1536(11) 0.2869(11) 0.045(2) Uani d . P D 0.508(12) B 2
C C4A 0.5523(16) 0.1957(16) 0.170(3) 0.053(4) Uani d . P D 0.492(12) B 2
H H4A1 0.569 0.1589 0.0737 0.063 Uiso calc U P R 0.492(12) B 2
H H4A2 0.569 0.2724 0.1569 0.063 Uiso calc U P R 0.492(12) B 2
O O4B 0.5997(8) 0.2053(10) 0.2843(12) 0.045(2) Uani d . P D 0.492(12) B 1
C C4B 0.5401(15) 0.1498(15) 0.173(3) 0.053(4) Uani d . P D 0.508(12) B 1
H H4B1 0.5573 0.1768 0.0705 0.063 Uiso calc U P R 0.508(12) B 1
H H4B2 0.5573 0.0727 0.1761 0.063 Uiso calc U P R 0.508(12) B 1
C C2 0.7011(5) 0.1382(6) 0.7870(9) 0.075(2) Uani d . . . 1.0 . .
H H2A 0.6553 0.0868 0.8207 0.09 Uiso calc U . R 1.0 . .
H H2B 0.752 0.1262 0.8553 0.09 Uiso calc U . R 1.0 . .
C C3 0.7277(5) 0.1041(7) 0.6349(8) 0.081(2) Uani d . . . 1.0 . .
H H3A 0.7671 0.1609 0.5943 0.098 Uiso calc U . R 1.0 . .
H H3B 0.7636 0.0382 0.6481 0.098 Uiso calc U . R 1.0 . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
P1 O2 . 1.565(4) ?
P1 N2 . 1.570(5) ?
P1 N1 . 1.571(3) ?
P1 O1B . 1.600(10) ?
P1 O1A . 1.614(10) ?
P2 O4A . 1.560(10) ?
P2 N3 . 1.569(3) ?
P2 O3 . 1.571(4) ?
P2 N2 . 1.577(4) ?
P2 O4B . 1.624(10) ?
N1 P1 4_655 1.571(3) ?
N3 P2 4_655 1.569(3) ?
O1A C1A . 1.450(17) ?
C1A C1A 4_655 1.25(6) ?
C1A H1A1 . 0.97 ?
C1A H1A2 . 0.97 ?
O1B C1B . 1.453(18) ?
C1B C1B 4_655 1.47(6) ?
C1B H1B1 . 0.97 ?
C1B H1B2 . 0.97 ?
O2 C2 . 1.397(8) ?
O3 C3 . 1.384(8) ?
O4A C4A . 1.439(16) ?
C4A C4A 4_655 1.57(5) ?
C4A H4A1 . 0.97 ?
C4A H4A2 . 0.97 ?
O4B C4B . 1.463(16) ?
C4B C4B 4_655 1.20(4) ?
C4B H4B1 . 0.97 ?
C4B H4B2 . 0.97 ?
C2 C3 . 1.416(10) ?
C2 H2A . 0.97 ?
C2 H2B . 0.97 ?
C3 H3A . 0.97 ?
C3 H3B . 0.97 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 P1 N2 . . 110.3(2) ?
O2 P1 N1 . . 108.6(3) ?
N2 P1 N1 . . 118.9(2) ?
O2 P1 O1B . . 91.2(5) ?
N2 P1 O1B . . 117.1(5) ?
N1 P1 O1B . . 107.1(6) ?
O2 P1 O1A . . 109.8(5) ?
N2 P1 O1A . . 97.9(5) ?
N1 P1 O1A . . 110.8(5) ?
O4A P2 N3 . . 106.9(5) ?
O4A P2 O3 . . 94.3(5) ?
N3 P2 O3 . . 106.1(3) ?
O4A P2 N2 . . 116.9(5) ?
N3 P2 N2 . . 119.7(2) ?
O3 P2 N2 . . 109.5(2) ?
N3 P2 O4B . . 110.9(5) ?
O3 P2 O4B . . 114.2(5) ?
N2 P2 O4B . . 96.6(5) ?
P1 N1 P1 4_655 . 121.7(3) ?
P1 N2 P2 . . 120.2(3) ?
P2 N3 P2 . 4_655 120.9(3) ?
C1A O1A P1 . . 115.5(16) ?
C1A C1A O1A 4_655 . 127.7(16) ?
C1A C1A H1A1 4_655 . 105.4 ?
O1A C1A H1A1 . . 105.4 ?
C1A C1A H1A2 4_655 . 105.4 ?
O1A C1A H1A2 . . 105.4 ?
H1A1 C1A H1A2 . . 106.0 ?
C1B O1B P1 . . 119.5(19) ?
O1B C1B C1B . 4_655 131.7(15) ?
O1B C1B H1B1 . . 104.3 ?
C1B C1B H1B1 4_655 . 104.3 ?
O1B C1B H1B2 . . 104.3 ?
C1B C1B H1B2 4_655 . 104.3 ?
H1B1 C1B H1B2 . . 105.6 ?
C2 O2 P1 . . 121.7(4) ?
C3 O3 P2 . . 123.8(4) ?
C4A O4A P2 . . 120.5(14) ?
O4A C4A C4A . 4_655 129.2(12) ?
O4A C4A H4A1 . . 105.0 ?
C4A C4A H4A1 4_655 . 105.0 ?
O4A C4A H4A2 . . 105.0 ?
C4A C4A H4A2 4_655 . 105.0 ?
H4A1 C4A H4A2 . . 105.8 ?
C4B O4B P2 . . 115.0(11) ?
C4B C4B O4B 4_655 . 127.6(12) ?
C4B C4B H4B1 4_655 . 105.4 ?
O4B C4B H4B1 . . 105.4 ?
C4B C4B H4B2 4_655 . 105.4 ?
O4B C4B H4B2 . . 105.4 ?
H4B1 C4B H4B2 . . 106.0 ?
O2 C2 C3 . . 123.6(6) ?
O2 C2 H2A . . 106.4 ?
C3 C2 H2A . . 106.4 ?
O2 C2 H2B . . 106.4 ?
C3 C2 H2B . . 106.4 ?
H2A C2 H2B . . 106.5 ?
O3 C3 C2 . . 121.7(6) ?
O3 C3 H3A . . 106.9 ?
C2 C3 H3A . . 106.9 ?
O3 C3 H3B . . 106.9 ?
C2 C3 H3B . . 106.9 ?
H3A C3 H3B . . 106.7 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O2 P1 N1 P1 . . . 4_655 -178.8(3) ?
N2 P1 N1 P1 . . . 4_655 -51.7(5) ?
O1B P1 N1 P1 . . . 4_655 83.9(6) ?
O1A P1 N1 P1 . . . 4_655 60.5(6) ?
O2 P1 N2 P2 . . . . 75.6(3) ?
N1 P1 N2 P2 . . . . -50.8(4) ?
O1B P1 N2 P2 . . . . 177.9(6) ?
O1A P1 N2 P2 . . . . -169.9(5) ?
O4A P2 N2 P1 . . . . -177.5(5) ?
N3 P2 N2 P1 . . . . 50.8(4) ?
O3 P2 N2 P1 . . . . -71.9(4) ?
O4B P2 N2 P1 . . . . 169.5(5) ?
O4A P2 N3 P2 . . . 4_655 -84.8(6) ?
O3 P2 N3 P2 . . . 4_655 175.4(3) ?
N2 P2 N3 P2 . . . 4_655 51.1(5) ?
O4B P2 N3 P2 . . . 4_655 -60.0(6) ?
O2 P1 O1A C1A . . . . -101.3(17) ?
N2 P1 O1A C1A . . . . 143.8(17) ?
N1 P1 O1A C1A . . . . 18.7(18) ?
P1 O1A C1A C1A . . . 4_655 -60.8(17) ?
O2 P1 O1B C1B . . . . -165.2(16) ?
N2 P1 O1B C1B . . . . 81.2(16) ?
N1 P1 O1B C1B . . . . -55.3(17) ?
P1 O1B C1B C1B . . . 4_655 34.(2) ?
N2 P1 O2 C2 . . . . -45.6(6) ?
N1 P1 O2 C2 . . . . 86.4(6) ?
O1B P1 O2 C2 . . . . -165.2(7) ?
O1A P1 O2 C2 . . . . -152.4(8) ?
O4A P2 O3 C3 . . . . 130.1(8) ?
N3 P2 O3 C3 . . . . -120.9(7) ?
N2 P2 O3 C3 . . . . 9.6(8) ?
O4B P2 O3 C3 . . . . 116.6(8) ?
N3 P2 O4A C4A . . . . 58.8(11) ?
O3 P2 O4A C4A . . . . 167.1(10) ?
N2 P2 O4A C4A . . . . -78.5(11) ?
P2 O4A C4A C4A . . . 4_655 -37.2(14) ?
N3 P2 O4B C4B . . . . -19.1(13) ?
O3 P2 O4B C4B . . . . 100.7(12) ?
N2 P2 O4B C4B . . . . -144.4(12) ?
P2 O4B C4B C4B . . . 4_655 61.9(11) ?
P1 O2 C2 C3 . . . . 51.2(10) ?
P2 O3 C3 C2 . . . . 53.8(11) ?
O2 C2 C3 O3 . . . . -74.3(12) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C1B H1B2 N2 3_565 0.97 2.59 3.55(4) 170.7 ?
C4B H4B1 N1 1_554 0.97 2.68 3.53(2) 145.8 ?
C2 H2A O3 3 0.97 2.65 3.354(9) 129.8 ?
C3 H3B O1A 8_645 0.97 2.51 3.421(14) 155.5 ?
C3 H3B O1B 8_645 0.97 2.67 3.564(15) 153.1 ?



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

data_I_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2050001'
loop_
_audit_author_name
_audit_author_address
'Ceylan MUTLU BALCI'
;Gebze Technical University
Turkey
;
_audit_update_record             
;
2020-12-13 deposited with the CCDC.	2021-04-08 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H12 Cl2 N4 O6 P4'
_chemical_formula_iupac          ?
_chemical_formula_weight         430.98

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   16.7844(10)
_cell_length_b                   16.1909(10)
_cell_length_c                   23.1012(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6277.9(7)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    203
_cell_measurement_theta_min      2.7385
_cell_measurement_theta_max      22.9732
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.327
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.148
_exptl_crystal_density_diffrn    1.824
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3488

_exptl_absorpt_coefficient_mu    0.853
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS)'
_exptl_absorpt_correction_T_min  0.78
_exptl_absorpt_correction_T_max  0.88

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              ImuS

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'multilayer QUAZAR mirrors'

_diffrn_measurement_device_type  
'Bruker APEX II QUAZAR three-circle diffractometer'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            36506
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_av_unetI/netI     0.0300
_diffrn_reflns_theta_min         1.76
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27

_refine_special_details          
;
;

_reflns_number_total             5523
_reflns_number_gt                4315
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0358
_refine_ls_wR_factor_gt          0.0878
_refine_ls_wR_factor_ref         0.1021
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_refine_ls_number_reflns         5523
_refine_ls_number_parameters     397
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0421P)²+6.7669P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.422
_refine_diff_density_min         -0.373
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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

_computing_data_collection       
'Bruker Instrument Service v2013.12.0.0 (Bruker AXS)'
_computing_cell_refinement       'APEX2 v2014.9-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS)'
_computing_structure_solution    'SHELXTL V6.14 (Bruker AXS)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'MERCURY (Macrae et al., 2006)'
_computing_publication_material  
'PLATON V1.16 (Spek, 2009), SHELXTL V6.14 (Bruker AXS)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P P1 0.53502(5) 0.55891(6) 0.72418(4) 0.0391(2) Uani d . . . 1 . .
P P2 0.52009(5) 0.70482(5) 0.78553(4) 0.0371(2) Uani d . . . 1 . .
P P3 0.68384(5) 0.73260(5) 0.77896(3) 0.03057(19) Uani d . . . 1 . .
P P4 0.69955(5) 0.59186(5) 0.71360(3) 0.0336(2) Uani d . . . 1 . .
P P5 0.68073(5) 0.36328(5) 0.52038(4) 0.0366(2) Uani d . . . 1 . .
P P6 0.68598(5) 0.51435(5) 0.46425(4) 0.0345(2) Uani d . . . 1 . .
P P7 0.85101(5) 0.51411(5) 0.47367(4) 0.0347(2) Uani d . . . 1 . .
P P8 0.84715(5) 0.37167(5) 0.53732(4) 0.0343(2) Uani d . . . 1 . .
N N1 0.51741(17) 0.60710(17) 0.78132(11) 0.0403(7) Uani d . . . 1 . .
N N2 0.59499(15) 0.75138(15) 0.76053(11) 0.0336(6) Uani d . . . 1 . .
N N3 0.71367(15) 0.64032(16) 0.77153(10) 0.0332(6) Uani d . . . 1 . .
N N4 0.62189(17) 0.54111(18) 0.70307(13) 0.0467(7) Uani d . . . 1 . .
N N5 0.67228(16) 0.41757(17) 0.46464(11) 0.0376(6) Uani d . . . 1 . .
N N6 0.76583(15) 0.54684(17) 0.49148(11) 0.0351(6) Uani d . . . 1 . .
N N7 0.87002(15) 0.41887(17) 0.48072(11) 0.0368(6) Uani d . . . 1 . .
N N8 0.76270(17) 0.33229(19) 0.54389(13) 0.0464(7) Uani d . . . 1 . .
O O1 0.49013(15) 0.59704(17) 0.67077(10) 0.0516(6) Uani d . . . 1 . .
O O2 0.44292(14) 0.74176(16) 0.75647(12) 0.0515(6) Uani d . . . 1 . .
O O3 0.50641(15) 0.72668(15) 0.85091(10) 0.0509(7) Uani d . . . 1 . .
O O4 0.70042(14) 0.76103(14) 0.84271(9) 0.0414(6) Uani d . . . 1 . .
O O5 0.74127(13) 0.79382(14) 0.74687(9) 0.0397(5) Uani d . . . 1 . .
O O6 0.71311(14) 0.64876(15) 0.65933(9) 0.0439(6) Uani d . . . 1 . .
O O7 0.63712(15) 0.40309(17) 0.57385(10) 0.0519(6) Uani d . . . 1 . .
O O8 0.61345(13) 0.55978(15) 0.49306(10) 0.0446(6) Uani d . . . 1 . .
O O9 0.67545(14) 0.54662(15) 0.40075(10) 0.0464(6) Uani d . . . 1 . .
O O10 0.87060(14) 0.53486(16) 0.40893(10) 0.0507(6) Uani d . . . 1 . .
O O11 0.91507(13) 0.56556(15) 0.50740(10) 0.0462(6) Uani d . . . 1 . .
O O12 0.86453(13) 0.42406(15) 0.59316(9) 0.0423(6) Uani d . . . 1 . .
Cl Cl1 0.48491(7) 0.44735(6) 0.73456(5) 0.0640(3) Uani d . . . 1 . .
Cl Cl2 0.78859(6) 0.50934(6) 0.70795(4) 0.0512(2) Uani d . . . 1 . .
Cl Cl3 0.61863(7) 0.26056(7) 0.50359(5) 0.0682(3) Uani d . . . 1 . .
Cl Cl4 0.92362(6) 0.27678(7) 0.54435(5) 0.0639(3) Uani d . . . 1 . .
C C1 0.4151(2) 0.6411(3) 0.67750(17) 0.0557(10) Uani d . . . 1 . .
H H1A 0.3828 0.6135 0.7065 0.067 Uiso calc U . R 1 . .
H H1B 0.3861 0.6398 0.6412 0.067 Uiso calc U . R 1 . .
C C2 0.4281(2) 0.7287(3) 0.69521(18) 0.0584(11) Uani d . . . 1 . .
H H2A 0.473 0.7503 0.6736 0.07 Uiso calc U . R 1 . .
H H2B 0.3815 0.7606 0.6842 0.07 Uiso calc U . R 1 . .
C C3 0.5643(2) 0.7761(2) 0.88298(15) 0.0534(10) Uani d . . . 1 . .
H H3A 0.5434 0.7858 0.9215 0.064 Uiso calc U . R 1 . .
H H3B 0.5689 0.8294 0.8641 0.064 Uiso calc U . R 1 . .
C C4 0.6451(2) 0.7402(3) 0.88858(15) 0.0546(10) Uani d . . . 1 . .
H H4A 0.6677 0.7583 0.9251 0.065 Uiso calc U . R 1 . .
H H4B 0.6402 0.6806 0.8902 0.065 Uiso calc U . R 1 . .
C C5 0.7470(2) 0.7915(2) 0.68422(15) 0.0483(9) Uani d . . . 1 . .
H H5A 0.7831 0.8348 0.6717 0.058 Uiso calc U . R 1 . .
H H5B 0.695 0.8036 0.668 0.058 Uiso calc U . R 1 . .
C C6 0.7754(2) 0.7111(2) 0.66026(14) 0.0458(9) Uani d . . . 1 . .
H H6A 0.7948 0.7196 0.6212 0.055 Uiso calc U . R 1 . .
H H6B 0.8195 0.6912 0.6835 0.055 Uiso calc U . R 1 . .
C C7 0.5706(2) 0.4585(3) 0.56677(16) 0.0520(10) Uani d . . . 1 . .
H H7A 0.5391 0.4583 0.602 0.062 Uiso calc U . R 1 . .
H H7B 0.537 0.4384 0.5356 0.062 Uiso calc U . R 1 . .
C C8 0.5952(2) 0.5448(3) 0.55366(16) 0.0530(10) Uani d . . . 1 . .
H H8A 0.5528 0.5819 0.5654 0.064 Uiso calc U . R 1 . .
H H8B 0.6419 0.558 0.5766 0.064 Uiso calc U . R 1 . .
C C9 0.7390(2) 0.5361(3) 0.35987(15) 0.0556(10) Uani d . . . 1 . .
H H9A 0.7201 0.5546 0.3224 0.067 Uiso calc U . R 1 . .
H H9B 0.75 0.4775 0.3567 0.067 Uiso calc U . R 1 . .
C C10 0.8146(2) 0.5787(3) 0.37212(16) 0.0617(11) Uani d . . . 1 . .
H H10A 0.8407 0.5904 0.3355 0.074 Uiso calc U . R 1 . .
H H10B 0.8025 0.6313 0.3902 0.074 Uiso calc U . R 1 . .
C C11 0.9174(2) 0.5615(2) 0.57010(16) 0.0553(10) Uani d . . . 1 . .
H H11A 0.8665 0.5805 0.585 0.066 Uiso calc U . R 1 . .
H H11B 0.958 0.5994 0.5839 0.066 Uiso calc U . R 1 . .
C C12 0.9340(2) 0.4781(2) 0.59450(15) 0.0488(9) Uani d . . . 1 . .
H H12A 0.9768 0.4526 0.5726 0.059 Uiso calc U . R 1 . .
H H12B 0.9519 0.4839 0.6342 0.059 Uiso calc U . R 1 . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
P1 N1 . 1.562(3) ?
P1 N4 . 1.564(3) ?
P1 O1 . 1.572(3) ?
P1 Cl1 . 2.0069(13) ?
P2 O3 . 1.568(2) ?
P2 N2 . 1.576(3) ?
P2 O2 . 1.577(3) ?
P2 N1 . 1.586(3) ?
P3 O4 . 1.568(2) ?
P3 O5 . 1.569(2) ?
P3 N2 . 1.581(3) ?
P3 N3 . 1.585(3) ?
P4 N4 . 1.560(3) ?
P4 N3 . 1.569(3) ?
P4 O6 . 1.572(2) ?
P4 Cl2 . 2.0090(12) ?
P5 N8 . 1.562(3) ?
P5 N5 . 1.566(3) ?
P5 O7 . 1.574(3) ?
P5 Cl3 . 2.0008(13) ?
P6 O9 . 1.567(2) ?
P6 O8 . 1.570(2) ?
P6 N6 . 1.571(3) ?
P6 N5 . 1.584(3) ?
P7 O11 . 1.567(2) ?
P7 O10 . 1.568(2) ?
P7 N6 . 1.579(3) ?
P7 N7 . 1.583(3) ?
P8 N8 . 1.562(3) ?
P8 N7 . 1.562(3) ?
P8 O12 . 1.571(2) ?
P8 Cl4 . 2.0085(12) ?
O1 C1 . 1.456(4) ?
O2 C2 . 1.452(5) ?
O3 C3 . 1.460(4) ?
O4 C4 . 1.448(4) ?
O5 C5 . 1.451(4) ?
O6 C6 . 1.453(4) ?
O7 C7 . 1.442(4) ?
O8 C8 . 1.453(4) ?
O9 C9 . 1.434(4) ?
O10 C10 . 1.452(4) ?
O11 C11 . 1.451(4) ?
O12 C12 . 1.458(4) ?
C1 C2 . 1.493(6) ?
C1 H1A . 0.97 ?
C1 H1B . 0.97 ?
C2 H2A . 0.97 ?
C2 H2B . 0.97 ?
C3 C4 . 1.482(5) ?
C3 H3A . 0.97 ?
C3 H3B . 0.97 ?
C4 H4A . 0.97 ?
C4 H4B . 0.97 ?
C5 C6 . 1.494(5) ?
C5 H5A . 0.97 ?
C5 H5B . 0.97 ?
C6 H6A . 0.97 ?
C6 H6B . 0.97 ?
C7 C8 . 1.488(5) ?
C7 H7A . 0.97 ?
C7 H7B . 0.97 ?
C8 H8A . 0.97 ?
C8 H8B . 0.97 ?
C9 C10 . 1.473(6) ?
C9 H9A . 0.97 ?
C9 H9B . 0.97 ?
C10 H10A . 0.97 ?
C10 H10B . 0.97 ?
C11 C12 . 1.491(6) ?
C11 H11A . 0.97 ?
C11 H11B . 0.97 ?
C12 H12A . 0.97 ?
C12 H12B . 0.97 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 P1 N4 . . 122.15(16) ?
N1 P1 O1 . . 112.12(15) ?
N4 P1 O1 . . 105.92(15) ?
N1 P1 Cl1 . . 105.63(11) ?
N4 P1 Cl1 . . 105.20(12) ?
O1 P1 Cl1 . . 104.26(11) ?
O3 P2 N2 . . 111.22(14) ?
O3 P2 O2 . . 101.78(14) ?
N2 P2 O2 . . 108.53(14) ?
O3 P2 N1 . . 106.26(14) ?
N2 P2 N1 . . 118.53(14) ?
O2 P2 N1 . . 109.22(15) ?
O4 P3 O5 . . 98.59(13) ?
O4 P3 N2 . . 111.35(13) ?
O5 P3 N2 . . 109.32(13) ?
O4 P3 N3 . . 108.80(13) ?
O5 P3 N3 . . 110.51(13) ?
N2 P3 N3 . . 116.76(14) ?
N4 P4 N3 . . 121.50(15) ?
N4 P4 O6 . . 107.77(15) ?
N3 P4 O6 . . 111.42(14) ?
N4 P4 Cl2 . . 105.14(12) ?
N3 P4 Cl2 . . 105.99(11) ?
O6 P4 Cl2 . . 103.31(10) ?
N8 P5 N5 . . 123.11(15) ?
N8 P5 O7 . . 105.56(15) ?
N5 P5 O7 . . 111.93(15) ?
N8 P5 Cl3 . . 105.02(12) ?
N5 P5 Cl3 . . 105.08(11) ?
O7 P5 Cl3 . . 104.50(11) ?
O9 P6 O8 . . 98.81(13) ?
O9 P6 N6 . . 111.06(14) ?
O8 P6 N6 . . 109.55(14) ?
O9 P6 N5 . . 108.59(14) ?
O8 P6 N5 . . 110.39(14) ?
N6 P6 N5 . . 116.93(14) ?
O11 P7 O10 . . 102.50(14) ?
O11 P7 N6 . . 108.25(14) ?
O10 P7 N6 . . 111.49(14) ?
O11 P7 N7 . . 109.17(14) ?
O10 P7 N7 . . 105.34(14) ?
N6 P7 N7 . . 118.85(15) ?
N8 P8 N7 . . 120.27(15) ?
N8 P8 O12 . . 108.02(15) ?
N7 P8 O12 . . 112.17(14) ?
N8 P8 Cl4 . . 105.06(12) ?
N7 P8 Cl4 . . 106.54(11) ?
O12 P8 Cl4 . . 103.18(10) ?
P1 N1 P2 . . 123.02(18) ?
P2 N2 P3 . . 124.20(17) ?
P4 N3 P3 . . 121.05(16) ?
P4 N4 P1 . . 129.29(19) ?
P5 N5 P6 . . 123.16(17) ?
P6 N6 P7 . . 123.75(17) ?
P8 N7 P7 . . 120.86(17) ?
P8 N8 P5 . . 129.39(19) ?
C1 O1 P1 . . 121.5(2) ?
C2 O2 P2 . . 120.0(2) ?
C3 O3 P2 . . 121.0(2) ?
C4 O4 P3 . . 120.3(2) ?
C5 O5 P3 . . 119.7(2) ?
C6 O6 P4 . . 119.9(2) ?
C7 O7 P5 . . 121.7(2) ?
C8 O8 P6 . . 119.5(2) ?
C9 O9 P6 . . 119.5(2) ?
C10 O10 P7 . . 121.9(2) ?
C11 O11 P7 . . 119.4(2) ?
C12 O12 P8 . . 119.3(2) ?
O1 C1 C2 . . 111.6(3) ?
O1 C1 H1A . . 109.3 ?
C2 C1 H1A . . 109.3 ?
O1 C1 H1B . . 109.3 ?
C2 C1 H1B . . 109.3 ?
H1A C1 H1B . . 108.0 ?
O2 C2 C1 . . 115.5(3) ?
O2 C2 H2A . . 108.4 ?
C1 C2 H2A . . 108.4 ?
O2 C2 H2B . . 108.4 ?
C1 C2 H2B . . 108.4 ?
H2A C2 H2B . . 107.5 ?
O3 C3 C4 . . 116.0(3) ?
O3 C3 H3A . . 108.3 ?
C4 C3 H3A . . 108.3 ?
O3 C3 H3B . . 108.3 ?
C4 C3 H3B . . 108.3 ?
H3A C3 H3B . . 107.4 ?
O4 C4 C3 . . 115.6(3) ?
O4 C4 H4A . . 108.4 ?
C3 C4 H4A . . 108.4 ?
O4 C4 H4B . . 108.4 ?
C3 C4 H4B . . 108.4 ?
H4A C4 H4B . . 107.4 ?
O5 C5 C6 . . 114.4(3) ?
O5 C5 H5A . . 108.7 ?
C6 C5 H5A . . 108.7 ?
O5 C5 H5B . . 108.7 ?
C6 C5 H5B . . 108.7 ?
H5A C5 H5B . . 107.6 ?
O6 C6 C5 . . 112.4(3) ?
O6 C6 H6A . . 109.1 ?
C5 C6 H6A . . 109.1 ?
O6 C6 H6B . . 109.1 ?
C5 C6 H6B . . 109.1 ?
H6A C6 H6B . . 107.9 ?
O7 C7 C8 . . 113.1(3) ?
O7 C7 H7A . . 109.0 ?
C8 C7 H7A . . 109.0 ?
O7 C7 H7B . . 109.0 ?
C8 C7 H7B . . 109.0 ?
H7A C7 H7B . . 107.8 ?
O8 C8 C7 . . 114.3(3) ?
O8 C8 H8A . . 108.7 ?
C7 C8 H8A . . 108.7 ?
O8 C8 H8B . . 108.7 ?
C7 C8 H8B . . 108.7 ?
H8A C8 H8B . . 107.6 ?
O9 C9 C10 . . 117.3(3) ?
O9 C9 H9A . . 108.0 ?
C10 C9 H9A . . 108.0 ?
O9 C9 H9B . . 108.0 ?
C10 C9 H9B . . 108.0 ?
H9A C9 H9B . . 107.2 ?
O10 C10 C9 . . 116.2(3) ?
O10 C10 H10A . . 108.2 ?
C9 C10 H10A . . 108.2 ?
O10 C10 H10B . . 108.2 ?
C9 C10 H10B . . 108.2 ?
H10A C10 H10B . . 107.4 ?
O11 C11 C12 . . 115.0(3) ?
O11 C11 H11A . . 108.5 ?
C12 C11 H11A . . 108.5 ?
O11 C11 H11B . . 108.5 ?
C12 C11 H11B . . 108.5 ?
H11A C11 H11B . . 107.5 ?
O12 C12 C11 . . 112.7(3) ?
O12 C12 H12A . . 109.1 ?
C11 C12 H12A . . 109.1 ?
O12 C12 H12B . . 109.1 ?
C11 C12 H12B . . 109.1 ?
H12A C12 H12B . . 107.8 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N4 P1 N1 P2 . . . . 80.8(3) ?
O1 P1 N1 P2 . . . . -46.4(3) ?
Cl1 P1 N1 P2 . . . . -159.38(17) ?
O3 P2 N1 P1 . . . . -175.12(19) ?
N2 P2 N1 P1 . . . . -49.1(3) ?
O2 P2 N1 P1 . . . . 75.8(2) ?
O3 P2 N2 P3 . . . . 68.6(2) ?
O2 P2 N2 P3 . . . . 179.77(18) ?
N1 P2 N2 P3 . . . . -55.0(3) ?
O4 P3 N2 P2 . . . . -69.7(2) ?
O5 P3 N2 P2 . . . . -177.61(17) ?
N3 P3 N2 P2 . . . . 56.1(2) ?
N4 P4 N3 P3 . . . . -88.4(2) ?
O6 P4 N3 P3 . . . . 40.2(2) ?
Cl2 P4 N3 P3 . . . . 151.95(15) ?
O4 P3 N3 P4 . . . . 175.40(16) ?
O5 P3 N3 P4 . . . . -77.4(2) ?
N2 P3 N3 P4 . . . . 48.4(2) ?
N3 P4 N4 P1 . . . . 33.8(3) ?
O6 P4 N4 P1 . . . . -96.4(3) ?
Cl2 P4 N4 P1 . . . . 153.9(2) ?
N1 P1 N4 P4 . . . . -28.9(4) ?
O1 P1 N4 P4 . . . . 101.0(3) ?
Cl1 P1 N4 P4 . . . . -148.9(2) ?
N8 P5 N5 P6 . . . . -81.2(3) ?
O7 P5 N5 P6 . . . . 46.2(2) ?
Cl3 P5 N5 P6 . . . . 159.02(17) ?
O9 P6 N5 P5 . . . . 177.92(18) ?
O8 P6 N5 P5 . . . . -74.8(2) ?
N6 P6 N5 P5 . . . . 51.3(3) ?
O9 P6 N6 P7 . . . . -72.8(2) ?
O8 P6 N6 P7 . . . . 179.09(18) ?
N5 P6 N6 P7 . . . . 52.6(3) ?
O11 P7 N6 P6 . . . . 176.36(18) ?
O10 P7 N6 P6 . . . . 64.3(2) ?
N7 P7 N6 P6 . . . . -58.4(2) ?
N8 P8 N7 P7 . . . . 87.4(2) ?
O12 P8 N7 P7 . . . . -41.3(2) ?
Cl4 P8 N7 P7 . . . . -153.45(15) ?
O11 P7 N7 P8 . . . . 78.9(2) ?
O10 P7 N7 P8 . . . . -171.63(17) ?
N6 P7 N7 P8 . . . . -45.8(2) ?
N7 P8 N8 P5 . . . . -34.3(3) ?
O12 P8 N8 P5 . . . . 96.2(3) ?
Cl4 P8 N8 P5 . . . . -154.2(2) ?
N5 P5 N8 P8 . . . . 27.6(4) ?
O7 P5 N8 P8 . . . . -102.5(3) ?
Cl3 P5 N8 P8 . . . . 147.4(2) ?
N1 P1 O1 C1 . . . . -28.2(3) ?
N4 P1 O1 C1 . . . . -163.7(3) ?
Cl1 P1 O1 C1 . . . . 85.6(3) ?
O3 P2 O2 C2 . . . . -174.8(3) ?
N2 P2 O2 C2 . . . . 67.8(3) ?
N1 P2 O2 C2 . . . . -62.7(3) ?
N2 P2 O3 C3 . . . . -6.9(3) ?
O2 P2 O3 C3 . . . . -122.3(3) ?
N1 P2 O3 C3 . . . . 123.4(3) ?
O5 P3 O4 C4 . . . . 161.9(3) ?
N2 P3 O4 C4 . . . . 47.1(3) ?
N3 P3 O4 C4 . . . . -82.9(3) ?
O4 P3 O5 C5 . . . . -179.8(2) ?
N2 P3 O5 C5 . . . . -63.5(3) ?
N3 P3 O5 C5 . . . . 66.3(3) ?
N4 P4 O6 C6 . . . . 171.9(2) ?
N3 P4 O6 C6 . . . . 36.2(3) ?
Cl2 P4 O6 C6 . . . . -77.2(2) ?
N8 P5 O7 C7 . . . . 162.3(3) ?
N5 P5 O7 C7 . . . . 26.0(3) ?
Cl3 P5 O7 C7 . . . . -87.2(3) ?
O9 P6 O8 C8 . . . . 176.4(3) ?
N6 P6 O8 C8 . . . . -67.4(3) ?
N5 P6 O8 C8 . . . . 62.8(3) ?
O8 P6 O9 C9 . . . . 166.3(3) ?
N6 P6 O9 C9 . . . . 51.3(3) ?
N5 P6 O9 C9 . . . . -78.6(3) ?
O11 P7 O10 C10 . . . . -115.8(3) ?
N6 P7 O10 C10 . . . . -0.2(3) ?
N7 P7 O10 C10 . . . . 130.1(3) ?
O10 P7 O11 C11 . . . . -179.0(3) ?
N6 P7 O11 C11 . . . . 63.1(3) ?
N7 P7 O11 C11 . . . . -67.6(3) ?
N8 P8 O12 C12 . . . . -170.4(2) ?
N7 P8 O12 C12 . . . . -35.6(3) ?
Cl4 P8 O12 C12 . . . . 78.7(2) ?
P1 O1 C1 C2 . . . . 82.4(4) ?
P2 O2 C2 C1 . . . . 64.3(4) ?
O1 C1 C2 O2 . . . . -81.0(4) ?
P2 O3 C3 C4 . . . . -61.8(4) ?
P3 O4 C4 C3 . . . . -63.5(4) ?
O3 C3 C4 O4 . . . . 89.5(4) ?
P3 O5 C5 C6 . . . . -60.9(4) ?
P4 O6 C6 C5 . . . . -88.5(3) ?
O5 C5 C6 O6 . . . . 78.2(4) ?
P5 O7 C7 C8 . . . . -81.9(4) ?
P6 O8 C8 C7 . . . . -64.6(4) ?
O7 C7 C8 O8 . . . . 82.4(4) ?
P6 O9 C9 C10 . . . . -63.3(4) ?
P7 O10 C10 C9 . . . . -64.3(4) ?
O9 C9 C10 O10 . . . . 86.5(4) ?
P7 O11 C11 C12 . . . . 61.8(4) ?
P8 O12 C12 C11 . . . . 86.8(3) ?
O11 C11 C12 O12 . . . . -77.7(4) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C4 H4B N7 2_665 0.97 2.64 3.351(5) 130.0 ?
C6 H6B O2 6_657 0.97 2.62 3.443(4) 142.4 ?
C7 H7B O8 5_666 0.97 2.61 3.397(4) 138.2 ?
C9 H9A Cl2 2_664 0.97 2.84 3.615(4) 137.3 ?
C12 H12A O10 5_766 0.97 2.60 3.287(4) 127.5 ?
C12 H12A O11 5_766 0.97 2.61 3.529(4) 158.9 ?



