# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
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# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
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data_3OH4Me-8-2ii_P21n
_database_code_depnum_ccdc_archive 'CCDC 1877620'
_audit_update_record             
;
2018-11-07 deposited with the CCDC.
2018-12-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C78.74 H94.11 Cl4 N9.37 O6 P2'
_chemical_formula_weight         1471.54
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'

_symmetry_cell_setting           Monoclinic
_space_group_IT_number           14
_symmetry_space_group_name_H-M   P2(1)/n
_space_group_name_Hall           '-P 2yn'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   13.8833(11)
_cell_length_b                   29.9782(10)
_cell_length_c                   18.874(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.677(12)
_cell_angle_gamma                90
_cell_volume                     7839.2(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    13175
_cell_measurement_theta_min      2.3170
_cell_measurement_theta_max      30.1810

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_F_000             3113
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    0.249
_shelx_estimated_absorpt_T_min   0.964
_shelx_estimated_absorpt_T_max   0.976
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.751
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.37f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Microfocus source E025 IuS'
_diffrn_source_type              'Bruker APEX DUO'
_diffrn_source_power             50
_diffrn_source_current           0.6
_diffrn_source_size              '0.2 mm x 0.2 mm fine focus'
_diffrn_radiation_monochromator  'Quazar MX Multilayer Optics'
_diffrn_detector_type            '4K CCD area detector APEX II'
_diffrn_measurement_device_type  'APEX DUO Kappa 4-axis goniometer'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            69043
_diffrn_reflns_av_unetI/netI     0.0741
_diffrn_reflns_av_R_equivalents  0.0647
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.230
_diffrn_reflns_theta_max         30.665
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.901
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.901
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.901
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             20579
_reflns_number_gt                14848
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.38.37f (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.37f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.37f (Rigaku OD, 2015)'
_computing_structure_solution    Sir2014
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXL-2014 (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1346P)²+21.7670P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         20579
_refine_ls_number_parameters     1034
_refine_ls_number_restraints     164
_refine_ls_R_factor_all          0.1265
_refine_ls_R_factor_gt           0.0961
_refine_ls_wR_factor_ref         0.2862
_refine_ls_wR_factor_gt          0.2637
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4635(2) 0.41876(10) 0.54464(17) 0.0150(6) Uani 1 1 d . . . . .
C2 C 0.5302(2) 0.45147(10) 0.56423(18) 0.0180(6) Uani 1 1 d . . . . .
H2 H 0.5639 0.4690 0.5336 0.022 Uiso 1 1 calc R U . . .
C3 C 0.5379(2) 0.45339(10) 0.63987(18) 0.0189(6) Uani 1 1 d . . . . .
H3 H 0.5776 0.4725 0.6674 0.023 Uiso 1 1 calc R U . . .
C4 C 0.4766(2) 0.42216(10) 0.66491(17) 0.0162(6) Uani 1 1 d . . . . .
C5 C 0.4589(2) 0.40791(10) 0.73994(17) 0.0163(6) Uani 1 1 d . . . . .
C6 C 0.4658(2) 0.35674(11) 0.74541(18) 0.0188(7) Uani 1 1 d . . . . .
C7 C 0.5280(3) 0.33331(11) 0.70458(19) 0.0209(7) Uani 1 1 d . . . . .
H7 H 0.5642 0.3488 0.6728 0.025 Uiso 1 1 calc R U . . .
C8 C 0.5377(3) 0.28732(12) 0.7100(2) 0.0250(7) Uani 1 1 d . . . . .
H8 H 0.5804 0.2727 0.6819 0.030 Uiso 1 1 calc R U . . .
C9 C 0.4848(3) 0.26256(12) 0.7567(2) 0.0241(7) Uani 1 1 d . . . . .
C10 C 0.4232(3) 0.28666(11) 0.7979(2) 0.0220(7) Uani 1 1 d . . . . .
C11 C 0.4137(3) 0.33270(11) 0.79341(19) 0.0203(7) Uani 1 1 d . . . . .
H11 H 0.3726 0.3475 0.8225 0.024 Uiso 1 1 calc R U . . .
C12 C 0.4966(3) 0.21283(12) 0.7622(2) 0.0324(9) Uani 1 1 d . . . . .
H12D H 0.4526 0.1986 0.7280 0.049 Uiso 1 1 calc R U . . .
H12E H 0.4832 0.2033 0.8091 0.049 Uiso 1 1 calc R U . . .
H12F H 0.5617 0.2049 0.7530 0.049 Uiso 1 1 calc R U . . .
C13 C 0.5405(3) 0.42856(12) 0.78997(19) 0.0224(7) Uani 1 1 d . . . . .
H13A H 0.6021 0.4214 0.7711 0.027 Uiso 1 1 calc R U . . .
H13B H 0.5336 0.4607 0.7888 0.027 Uiso 1 1 calc R U . . .
C14 C 0.5435(3) 0.41333(14) 0.8674(2) 0.0294(8) Uani 1 1 d . . . . .
H14A H 0.4803 0.4176 0.8856 0.035 Uiso 1 1 calc R U . . .
H14B H 0.5582 0.3817 0.8698 0.035 Uiso 1 1 calc R U . . .
C15 C 0.6185(4) 0.43884(16) 0.9141(2) 0.0424(11) Uani 1 1 d D U . . .
H15A H 0.5979 0.4695 0.9192 0.051 Uiso 0.75 1 calc R U P A 1
H15B H 0.6797 0.4389 0.8920 0.051 Uiso 0.75 1 calc R U P A 1
H15C H 0.5979 0.4695 0.9192 0.051 Uiso 0.15 1 calc R U P A 1
H15D H 0.6797 0.4389 0.8920 0.051 Uiso 0.15 1 calc R U P A 1
H15E H 0.6207 0.4695 0.8979 0.051 Uiso 0.1 1 calc R U P B 3
H15F H 0.6815 0.4257 0.9090 0.051 Uiso 0.1 1 calc R U P B 3
C16 C 0.6310(6) 0.4166(2) 0.9878(3) 0.0433(15) Uani 0.75 1 d D U P C 1
H16A H 0.6559 0.3867 0.9825 0.052 Uiso 0.75 1 calc R U P C 1
H16B H 0.5684 0.4143 1.0076 0.052 Uiso 0.75 1 calc R U P C 1
C16' C 0.6768(14) 0.4213(14) 0.9804(7) 0.049(6) Uani 0.15 1 d D U P C 2
H16C H 0.7328 0.4394 0.9940 0.058 Uiso 0.15 1 calc R U P C 2
H16D H 0.6949 0.3902 0.9766 0.058 Uiso 0.15 1 calc R U P C 2
C17 C 0.2935(3) 0.19866(13) 0.9129(2) 0.0325(9) Uani 1 1 d . . . . .
H17A H 0.3587 0.1868 0.9171 0.039 Uiso 1 1 calc R U . . .
H17B H 0.2833 0.2157 0.9554 0.039 Uiso 1 1 calc R U . . .
C18 C 0.2220(4) 0.16024(14) 0.9069(3) 0.0402(11) Uani 1 1 d . . . . .
H18A H 0.1576 0.1716 0.9089 0.060 Uiso 1 1 calc R U . . .
H18B H 0.2354 0.1398 0.9455 0.060 Uiso 1 1 calc R U . . .
H18C H 0.2277 0.1450 0.8627 0.060 Uiso 1 1 calc R U . . .
C19 C 0.3619(2) 0.42523(10) 0.76011(17) 0.0158(6) Uani 1 1 d . . . . .
C20 C 0.3368(3) 0.46121(11) 0.79960(19) 0.0219(7) Uani 1 1 d . . . . .
H20 H 0.3792 0.4819 0.8212 0.026 Uiso 1 1 calc R U . . .
C21 C 0.2341(3) 0.46142(11) 0.80191(19) 0.0207(7) Uani 1 1 d . . . . .
H21 H 0.1978 0.4822 0.8253 0.025 Uiso 1 1 calc R U . . .
C22 C 0.1986(2) 0.42550(10) 0.76355(17) 0.0169(6) Uani 1 1 d . . . . .
C23 C 0.0961(2) 0.40962(10) 0.74605(17) 0.0154(6) Uani 1 1 d . . . . .
C24 C 0.0854(2) 0.35863(10) 0.75349(18) 0.0174(6) Uani 1 1 d . . . . .
C25 C 0.1465(3) 0.33331(11) 0.79932(18) 0.0190(6) Uani 1 1 d . . . . .
H25 H 0.1975 0.3469 0.8254 0.023 Uiso 1 1 calc R U . . .
C26 C 0.1311(3) 0.28772(11) 0.8059(2) 0.0220(7) Uani 1 1 d . . . . .
C27 C 0.0541(3) 0.26551(11) 0.7698(2) 0.0243(7) Uani 1 1 d . . . . .
C28 C -0.0069(3) 0.29157(12) 0.7260(2) 0.0245(7) Uani 1 1 d . . . . .
H28 H -0.0595 0.2783 0.7014 0.029 Uiso 1 1 calc R U . . .
C29 C 0.0082(3) 0.33710(12) 0.71794(19) 0.0224(7) Uani 1 1 d . . . . .
H29 H -0.0343 0.3534 0.6880 0.027 Uiso 1 1 calc R U . . .
C30 C 0.0370(3) 0.21631(12) 0.7781(3) 0.0331(9) Uani 1 1 d . . . . .
H30A H -0.0215 0.2080 0.7515 0.050 Uiso 1 1 calc R U . . .
H30B H 0.0315 0.2095 0.8273 0.050 Uiso 1 1 calc R U . . .
H30C H 0.0902 0.2000 0.7607 0.050 Uiso 1 1 calc R U . . .
C31 C 0.0273(3) 0.43220(11) 0.79750(18) 0.0197(7) Uani 1 1 d . . . . .
H31A H 0.0366 0.4642 0.7951 0.024 Uiso 1 1 calc R U . . .
H31B H -0.0387 0.4260 0.7804 0.024 Uiso 1 1 calc R U . . .
C32 C 0.0398(3) 0.41801(12) 0.87521(19) 0.0237(7) Uani 1 1 d . . . . .
H32A H 0.0233 0.3867 0.8793 0.028 Uiso 1 1 calc R U . . .
H32B H 0.1068 0.4216 0.8921 0.028 Uiso 1 1 calc R U . . .
C33 C -0.0237(3) 0.44556(13) 0.9208(2) 0.0295(8) Uani 1 1 d . . . . .
H33A H -0.0021 0.4763 0.9204 0.035 Uiso 1 1 calc R U . . .
H33B H -0.0893 0.4448 0.9000 0.035 Uiso 1 1 calc R U . . .
C34 C -0.0235(4) 0.42997(17) 0.9965(2) 0.0439(12) Uani 1 1 d D . . . .
H34A H -0.0454 0.3993 0.9975 0.053 Uiso 0.9 1 calc R U P D 1
H34B H -0.0681 0.4480 1.0218 0.053 Uiso 0.9 1 calc R U P D 1
H34C H 0.0383 0.4364 1.0213 0.053 Uiso 0.1 1 calc R U P E 2
H34D H -0.0342 0.3980 0.9980 0.053 Uiso 0.1 1 calc R U P E 2
C35 C 0.0637(2) 0.42328(10) 0.67141(18) 0.0162(6) Uani 1 1 d . . . . .
C36 C -0.0022(3) 0.45465(10) 0.64601(18) 0.0188(6) Uani 1 1 d . . . . .
H36 H -0.0353 0.4746 0.6734 0.023 Uiso 1 1 calc R U . . .
C37 C -0.0108(3) 0.45142(10) 0.57112(18) 0.0184(6) Uani 1 1 d . . . . .
H37 H -0.0505 0.4688 0.5407 0.022 Uiso 1 1 calc R U . . .
C38 C 0.0500(2) 0.41809(10) 0.55130(17) 0.0153(6) Uani 1 1 d . . . . .
C39 C 0.0679(2) 0.39914(10) 0.47850(16) 0.0138(6) Uani 1 1 d . . . . .
C40 C 0.0628(2) 0.34779(10) 0.48015(18) 0.0169(6) Uani 1 1 d . . . . .
C41 C 0.0027(3) 0.32606(11) 0.5257(2) 0.0221(7) Uani 1 1 d . . . . .
H41 H -0.0323 0.3427 0.5567 0.026 Uiso 1 1 calc R U . . .
C42 C -0.0053(3) 0.27970(11) 0.5250(2) 0.0260(8) Uani 1 1 d . . . . .
H42 H -0.0463 0.2660 0.5555 0.031 Uiso 1 1 calc R U . . .
C43 C 0.0465(3) 0.25323(11) 0.4798(2) 0.0249(8) Uani 1 1 d . . . . .
C44 C 0.1060(3) 0.27569(11) 0.43513(19) 0.0195(7) Uani 1 1 d . . . . .
C45 C 0.1138(2) 0.32202(10) 0.43410(18) 0.0178(6) Uani 1 1 d . . . . .
H45 H 0.1532 0.3357 0.4025 0.021 Uiso 1 1 calc R U . . .
C46 C 0.0342(3) 0.20354(12) 0.4787(3) 0.0325(9) Uani 1 1 d . . . . .
H46A H 0.0860 0.1900 0.5072 0.049 Uiso 1 1 calc R U . . .
H46B H 0.0352 0.1929 0.4307 0.049 Uiso 1 1 calc R U . . .
H46C H -0.0263 0.1959 0.4974 0.049 Uiso 1 1 calc R U . . .
C47 C -0.0155(2) 0.41756(10) 0.42745(18) 0.0177(6) Uani 1 1 d . . . . .
H47A H -0.0761 0.4110 0.4481 0.021 Uiso 1 1 calc R U . . .
H47B H -0.0092 0.4498 0.4258 0.021 Uiso 1 1 calc R U . . .
C48 C -0.0220(3) 0.40022(12) 0.35134(19) 0.0239(7) Uani 1 1 d . . . . .
H48A H -0.0328 0.3683 0.3513 0.029 Uiso 1 1 calc R U . . .
H48B H 0.0382 0.4060 0.3296 0.029 Uiso 1 1 calc R U . . .
C49 C -0.1050(3) 0.42336(13) 0.3087(2) 0.0314(9) Uani 1 1 d . . . . .
H49A H -0.1607 0.4239 0.3372 0.038 Uiso 1 1 calc R U . . .
H49B H -0.0866 0.4541 0.3007 0.038 Uiso 1 1 calc R U . . .
C50 C -0.1346(4) 0.40278(18) 0.2386(3) 0.0458(12) Uani 1 1 d . . . . .
H50A H -0.1935 0.4169 0.2194 0.055 Uiso 0.8 1 calc R U P F 1
H50B H -0.1480 0.3714 0.2454 0.055 Uiso 0.8 1 calc R U P F 1
H50C H -0.1765 0.3784 0.2504 0.055 Uiso 0.2 1 calc R U P G 2
H50D H -0.0760 0.3889 0.2239 0.055 Uiso 0.2 1 calc R U P G 2
C51 C 0.1642(2) 0.41515(9) 0.45647(17) 0.0136(6) Uani 1 1 d . . . . .
C52 C 0.1898(2) 0.45027(10) 0.41461(18) 0.0168(6) Uani 1 1 d . . . . .
H52 H 0.1475 0.4703 0.3914 0.020 Uiso 1 1 calc R U . . .
C53 C 0.2920(3) 0.45068(10) 0.41306(18) 0.0180(6) Uani 1 1 d . . . . .
H53 H 0.3282 0.4712 0.3890 0.022 Uiso 1 1 calc R U . . .
C54 C 0.3279(2) 0.41549(9) 0.45330(17) 0.0136(6) Uani 1 1 d . . . . .
C55 C 0.4309(2) 0.40066(10) 0.47201(17) 0.0152(6) Uani 1 1 d . . . . .
C56 C 0.4412(2) 0.34960(10) 0.47136(18) 0.0170(6) Uani 1 1 d . . . . .
C57 C 0.3806(2) 0.32225(10) 0.42814(18) 0.0185(6) Uani 1 1 d . . . . .
H57 H 0.3296 0.3347 0.4005 0.022 Uiso 1 1 calc R U . . .
C58 C 0.3965(3) 0.27624(11) 0.4265(2) 0.0213(7) Uani 1 1 d . . . . .
C59 C 0.4722(3) 0.25565(11) 0.4658(2) 0.0236(7) Uani 1 1 d . . . . .
C60 C 0.5326(3) 0.28362(11) 0.5081(2) 0.0239(7) Uani 1 1 d . . . . .
H60 H 0.5847 0.2712 0.5345 0.029 Uiso 1 1 calc R U . . .
C61 C 0.5171(3) 0.32920(11) 0.51169(19) 0.0214(7) Uani 1 1 d . . . . .
H61 H 0.5578 0.3465 0.5415 0.026 Uiso 1 1 calc R U . . .
C62 C 0.4909(3) 0.20624(12) 0.4619(2) 0.0321(9) Uani 1 1 d . . . . .
H62A H 0.4390 0.1903 0.4818 0.048 Uiso 1 1 calc R U . . .
H62B H 0.5505 0.1993 0.4882 0.048 Uiso 1 1 calc R U . . .
H62C H 0.4951 0.1976 0.4132 0.048 Uiso 1 1 calc R U . . .
C63 C 0.4999(2) 0.42079(10) 0.41836(18) 0.0180(6) Uani 1 1 d . . . . .
H63A H 0.4926 0.4530 0.4188 0.022 Uiso 1 1 calc R U . . .
H63B H 0.5657 0.4141 0.4354 0.022 Uiso 1 1 calc R U . . .
C64 C 0.4860(3) 0.40496(11) 0.34128(18) 0.0210(7) Uani 1 1 d . . . . .
H64A H 0.4212 0.4120 0.3225 0.025 Uiso 1 1 calc R U . . .
H64B H 0.4944 0.3729 0.3392 0.025 Uiso 1 1 calc R U . . .
C65 C 0.5599(3) 0.42796(13) 0.2965(2) 0.0266(8) Uani 1 1 d . . . . .
H65A H 0.5475 0.4598 0.2967 0.032 Uiso 1 1 calc R U . . .
H65B H 0.6237 0.4232 0.3192 0.032 Uiso 1 1 calc R U . . .
C66 C 0.5605(4) 0.41283(16) 0.2208(2) 0.0394(10) Uani 1 1 d . . . . .
H66A H 0.5611 0.3805 0.2189 0.047 Uiso 0.8 1 calc R U P H 1
H66B H 0.6181 0.4238 0.2000 0.047 Uiso 0.8 1 calc R U P H 1
H66C H 0.5887 0.3832 0.2216 0.047 Uiso 0.2 1 calc R U P I 2
H66D H 0.6048 0.4322 0.1977 0.047 Uiso 0.2 1 calc R U P I 2
C67 C 0.2353(3) 0.18412(13) 0.3255(2) 0.0309(8) Uani 1 1 d . . . . .
H67A H 0.1700 0.1724 0.3220 0.037 Uiso 1 1 calc R U . . .
H67B H 0.2456 0.2000 0.2819 0.037 Uiso 1 1 calc R U . . .
C68 C 0.3060(4) 0.14552(14) 0.3334(3) 0.0388(10) Uani 1 1 d . . . . .
H68A H 0.3703 0.1563 0.3282 0.058 Uiso 1 1 calc R U . . .
H68B H 0.2899 0.1236 0.2976 0.058 Uiso 1 1 calc R U . . .
H68C H 0.3024 0.1323 0.3795 0.058 Uiso 1 1 calc R U . . .
C1S C 0.7640(3) 0.34158(17) 0.6204(2) 0.0356(9) Uani 1 1 d . . . . .
C2S C 0.7651(3) 0.39034(16) 0.6242(3) 0.0378(10) Uani 1 1 d . . . . .
H2S1 H 0.7001 0.4014 0.6201 0.057 Uiso 1 1 calc R U . . .
H2S2 H 0.8002 0.4021 0.5862 0.057 Uiso 1 1 calc R U . . .
H2S3 H 0.7958 0.3996 0.6689 0.057 Uiso 1 1 calc R U . . .
C3S C 0.7836(4) 0.50866(19) 0.7655(3) 0.0422(11) Uani 1 1 d . . . . .
C4S C 0.7930(5) 0.5569(2) 0.7752(3) 0.0557(14) Uani 1 1 d . . . . .
H4S1 H 0.7862 0.5714 0.7298 0.084 Uiso 1 1 calc R U . . .
H4S2 H 0.8554 0.5636 0.7976 0.084 Uiso 1 1 calc R U . . .
H4S3 H 0.7438 0.5673 0.8046 0.084 Uiso 1 1 calc R U . . .
C5S C 0.2874(7) 0.2933(2) 0.6152(8) 0.022(2) Uani 0.6 1 d D U P J 1
C6S C 0.3133(5) 0.24598(16) 0.6139(3) 0.0242(13) Uani 0.6 1 d D U P J 1
H6S1 H 0.3817 0.2431 0.6104 0.036 Uiso 0.6 1 calc R U P J 1
H6S2 H 0.2802 0.2319 0.5736 0.036 Uiso 0.6 1 calc R U P J 1
H6S3 H 0.2951 0.2319 0.6567 0.036 Uiso 0.6 1 calc R U P J 1
C5S' C 0.2575(12) 0.2914(3) 0.6162(13) 0.028(4) Uani 0.4 1 d D U P J 2
C6S' C 0.2232(17) 0.2444(4) 0.6189(10) 0.079(5) Uani 0.4 1 d D U P J 2
H6S4 H 0.2351 0.2296 0.5752 0.119 Uiso 0.4 1 calc R U P J 2
H6S5 H 0.1552 0.2440 0.6256 0.119 Uiso 0.4 1 calc R U P J 2
H6S6 H 0.2571 0.2292 0.6577 0.119 Uiso 0.4 1 calc R U P J 2
N4S' N 0.3016(7) 0.3590(3) 0.9625(6) 0.079(3) Uani 0.61 1 d D U P K 1
C7S' C 0.3133(7) 0.3964(3) 0.9744(5) 0.055(2) Uani 0.61 1 d D U P K 1
C8S' C 0.3294(8) 0.4446(3) 0.9899(5) 0.064(2) Uani 0.61 1 d D U P K 1
H8S4 H 0.3961 0.4518 0.9851 0.096 Uiso 0.61 1 calc R U P K 1
H8S5 H 0.3130 0.4509 1.0375 0.096 Uiso 0.61 1 calc R U P K 1
H8S6 H 0.2897 0.4622 0.9572 0.096 Uiso 0.61 1 calc R U P K 1
N5S N 0.267(4) 0.318(2) 0.254(2) 0.107(19) Uani 0.17 1 d D U P L 1
C9S C 0.236(4) 0.3225(17) 0.196(2) 0.061(3) Uani 0.17 1 d D U P L 1
C10S C 0.185(4) 0.3201(18) 0.1234(19) 0.090(13) Uani 0.17 1 d D U P L 1
H10A H 0.2259 0.3094 0.0879 0.135 Uiso 0.17 1 d R U P L 1
H10B H 0.1575 0.3482 0.1085 0.135 Uiso 0.17 1 d R U P L 1
H10C H 0.1344 0.2990 0.1296 0.135 Uiso 0.17 1 d R U P L 1
N5S' N 0.2494(8) 0.3376(3) 0.2631(4) 0.061(3) Uani 0.59 1 d D U P M 2
C9S' C 0.2589(9) 0.3273(4) 0.2053(5) 0.061(3) Uani 0.59 1 d D U P M 2
C10' C 0.2749(14) 0.3146(5) 0.1301(6) 0.102(5) Uani 0.59 1 d D U P M 2
H10D H 0.3349 0.3265 0.1162 0.153 Uiso 0.59 1 d R U P M 2
H10E H 0.2226 0.3271 0.1008 0.153 Uiso 0.59 1 d R U P M 2
H10F H 0.2750 0.2827 0.1245 0.153 Uiso 0.59 1 d R U P M 2
C11S C 0.2562(3) 0.52375(11) 0.5615(2) 0.0216(7) Uani 1 1 d . . . . .
C12S C 0.2645(3) 0.48439(12) 0.6051(2) 0.0293(8) Uani 1 1 d . . . . .
H12A H 0.2542 0.4584 0.5758 0.044 Uiso 1 1 calc R U . . .
H12B H 0.2170 0.4853 0.6398 0.044 Uiso 1 1 calc R U . . .
H12C H 0.3278 0.4832 0.6286 0.044 Uiso 1 1 calc R U . . .
Cl1 Cl 0.71085(18) 0.44693(10) 1.04810(10) 0.0693(7) Uani 0.75 1 d D U P C 1
Cl2 Cl 0.09537(14) 0.43389(7) 1.04052(8) 0.0731(6) Uani 0.92 1 d D . P N 1
Cl3 Cl -0.04602(14) 0.40825(9) 0.17829(8) 0.0664(6) Uani 0.8 1 d . . P O 1
Cl4 Cl 0.4527(2) 0.43428(10) 0.17063(15) 0.0661(8) Uani 0.8 1 d . . P P 1
Cl1' Cl 0.5786(7) 0.4299(5) 1.0360(4) 0.070(3) Uani 0.15 1 d D U P C 2
Cl2' Cl -0.119(2) 0.4588(12) 1.039(2) 0.127(12) Uani 0.08 1 d D U P N 2
Cl3' Cl -0.1840(6) 0.4226(3) 0.1674(4) 0.061(2) Uani 0.2 1 d . . P O 2
Cl4' Cl 0.4615(9) 0.4104(4) 0.1691(5) 0.062(3) Uani 0.2 1 d . . P P 2
Cl1" Cl 0.6754(14) 0.4759(5) 1.0426(6) 0.060(4) Uani 0.1 1 d D U P C 3
C16" C 0.597(3) 0.4384(15) 0.9931(6) 0.039(7) Uani 0.1 1 d D U P C 3
H16E H 0.6054 0.4085 1.0119 0.047 Uiso 0.1 1 calc R U P C 3
H16F H 0.5303 0.4471 0.9979 0.047 Uiso 0.1 1 calc R U P C 3
N1 N 0.4302(2) 0.40214(8) 0.60627(15) 0.0159(5) Uani 1 1 d . . . . .
H1 H 0.3863 0.3820 0.6081 0.019 Uiso 1 1 calc R U . . .
N2 N 0.2764(2) 0.40435(8) 0.73751(15) 0.0154(5) Uani 1 1 d . . . . .
H2A H 0.2727 0.3812 0.7107 0.018 Uiso 1 1 calc R U . . .
N3 N 0.0964(2) 0.40195(8) 0.61299(15) 0.0152(5) Uani 1 1 d . . . . .
H3A H 0.1397 0.3814 0.6147 0.018 Uiso 1 1 calc R U . . .
N4 N 0.25032(19) 0.39502(8) 0.48078(14) 0.0140(5) Uani 1 1 d . . . . .
H4 H 0.2544 0.3726 0.5093 0.017 Uiso 1 1 calc R U . . .
N1S N 0.7628(3) 0.30376(15) 0.6174(3) 0.0482(10) Uani 1 1 d . . . . .
N2S N 0.7766(3) 0.47141(18) 0.7573(3) 0.0553(12) Uani 1 1 d . . . . .
N3S N 0.2635(2) 0.32933(10) 0.61631(19) 0.0278(7) Uani 1 1 d D . . . .
N6S N 0.2502(3) 0.55490(11) 0.5269(2) 0.0329(8) Uani 1 1 d . . . . .
O1 O 0.3377(2) 0.25124(8) 0.37786(14) 0.0253(6) Uani 1 1 d . . . . .
O2 O 0.1552(2) 0.25267(8) 0.38335(14) 0.0244(5) Uani 1 1 d . . . . .
O6 O 0.1909(2) 0.26434(8) 0.85606(15) 0.0265(6) Uani 1 1 d . . . . .
O8 O 0.3732(2) 0.26549(9) 0.85094(15) 0.0267(6) Uani 1 1 d . . . . .
O10 O 0.2715(2) 0.21373(9) 0.76731(16) 0.0339(6) Uani 1 1 d . . . . .
O11 O 0.2570(2) 0.20271(9) 0.46933(16) 0.0307(6) Uani 1 1 d . . . . .
P1 P 0.28102(8) 0.23450(3) 0.83771(6) 0.0265(2) Uani 1 1 d . . . . .
P2 P 0.24745(7) 0.22209(3) 0.39791(5) 0.0242(2) 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
C1 N1 1.373(4) . ?
C1 C2 1.383(4) . ?
C1 C55 1.516(4) . ?
C2 C3 1.426(5) . ?
C3 C4 1.370(5) . ?
C4 N1 1.382(4) . ?
C4 C5 1.514(5) . ?
C5 C19 1.514(5) . ?
C5 C6 1.540(4) . ?
C5 C13 1.556(5) . ?
C6 C7 1.385(5) . ?
C6 C11 1.395(5) . ?
C7 C8 1.389(5) . ?
C8 C9 1.397(5) . ?
C9 C10 1.394(6) . ?
C9 C12 1.503(5) . ?
C10 C11 1.388(5) . ?
C10 O8 1.407(4) . ?
C13 C14 1.530(5) . ?
C14 C15 1.526(6) . ?
C15 C16' 1.539(5) . ?
C15 C16" 1.539(5) . ?
C15 C16 1.541(4) . ?
C16 Cl1 1.785(5) . ?
C16' Cl1' 1.791(10) . ?
C17 C18 1.520(6) . ?
C17 P1 1.779(4) . ?
C19 C20 1.369(5) . ?
C19 N2 1.385(4) . ?
C20 C21 1.430(5) . ?
C21 C22 1.372(4) . ?
C22 N2 1.371(4) . ?
C22 C23 1.516(5) . ?
C23 C35 1.508(4) . ?
C23 C24 1.543(4) . ?
C23 C31 1.560(5) . ?
C24 C29 1.387(5) . ?
C24 C25 1.397(5) . ?
C25 C26 1.390(4) . ?
C26 C27 1.400(5) . ?
C26 O6 1.406(4) . ?
C27 C28 1.385(5) . ?
C27 C30 1.504(5) . ?
C28 C29 1.391(5) . ?
C31 C32 1.526(5) . ?
C32 C33 1.516(5) . ?
C33 C34 1.503(6) . ?
C34 Cl2 1.804(5) . ?
C34 Cl2' 1.806(10) . ?
C35 C36 1.376(4) . ?
C35 N3 1.377(4) . ?
C36 C37 1.414(5) . ?
C37 C38 1.375(4) . ?
C38 N3 1.381(4) . ?
C38 C39 1.522(4) . ?
C39 C51 1.504(5) . ?
C39 C40 1.542(4) . ?
C39 C47 1.559(4) . ?
C40 C45 1.390(5) . ?
C40 C41 1.397(5) . ?
C41 C42 1.394(5) . ?
C42 C43 1.399(5) . ?
C43 C44 1.391(5) . ?
C43 C46 1.499(5) . ?
C44 C45 1.393(4) . ?
C44 O2 1.408(4) . ?
C47 C48 1.525(5) . ?
C48 C49 1.529(5) . ?
C49 C50 1.493(6) . ?
C50 Cl3' 1.584(8) . ?
C50 Cl3 1.736(6) . ?
C51 C52 1.377(4) . ?
C51 N4 1.391(4) . ?
C52 C53 1.420(5) . ?
C53 C54 1.375(4) . ?
C54 N4 1.370(4) . ?
C54 C55 1.517(4) . ?
C55 C56 1.538(4) . ?
C55 C63 1.559(5) . ?
C56 C57 1.399(4) . ?
C56 C61 1.400(5) . ?
C57 C58 1.397(4) . ?
C58 C59 1.391(5) . ?
C58 O1 1.406(4) . ?
C59 C60 1.398(5) . ?
C59 C62 1.507(5) . ?
C60 C61 1.386(5) . ?
C63 C64 1.531(5) . ?
C64 C65 1.534(5) . ?
C65 C66 1.498(6) . ?
C66 Cl4' 1.636(12) . ?
C66 Cl4 1.836(6) . ?
C67 C68 1.519(6) . ?
C67 P2 1.778(4) . ?
C1S N1S 1.135(6) . ?
C1S C2S 1.464(7) . ?
C3S N2S 1.131(7) . ?
C3S C4S 1.461(8) . ?
C5S N3S 1.129(6) . ?
C5S C6S 1.466(6) . ?
C5S' N3S 1.141(8) . ?
C5S' C6S' 1.490(9) . ?
N4S' C7S' 1.154(5) . ?
C7S' C8S' 1.487(6) . ?
N5S C9S 1.154(5) . ?
C9S C10S 1.505(5) . ?
N5S' C9S' 1.148(4) . ?
C9S' C10' 1.500(4) . ?
C11S N6S 1.139(5) . ?
C11S C12S 1.439(5) . ?
Cl1" C16" 1.787(10) . ?
O1 P2 1.592(3) . ?
O2 P2 1.585(3) . ?
O6 P1 1.594(3) . ?
O8 P1 1.588(3) . ?
O10 P1 1.466(3) . ?
O11 P2 1.466(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
N1 C1 C2 106.7(3) . . ?
N1 C1 C55 122.6(3) . . ?
C2 C1 C55 130.7(3) . . ?
C1 C2 C3 107.6(3) . . ?
C4 C3 C2 108.0(3) . . ?
C3 C4 N1 106.8(3) . . ?
C3 C4 C5 131.1(3) . . ?
N1 C4 C5 122.1(3) . . ?
C19 C5 C4 109.8(3) . . ?
C19 C5 C6 112.1(3) . . ?
C4 C5 C6 109.3(3) . . ?
C19 C5 C13 109.6(3) . . ?
C4 C5 C13 107.4(3) . . ?
C6 C5 C13 108.4(3) . . ?
C7 C6 C11 117.8(3) . . ?
C7 C6 C5 120.4(3) . . ?
C11 C6 C5 121.7(3) . . ?
C6 C7 C8 121.6(3) . . ?
C7 C8 C9 121.4(4) . . ?
C10 C9 C8 116.3(3) . . ?
C10 C9 C12 123.0(3) . . ?
C8 C9 C12 120.7(4) . . ?
C11 C10 C9 122.7(3) . . ?
C11 C10 O8 116.2(3) . . ?
C9 C10 O8 120.8(3) . . ?
C10 C11 C6 120.1(3) . . ?
C14 C13 C5 115.8(3) . . ?
C15 C14 C13 112.2(3) . . ?
C14 C15 C16' 127.0(17) . . ?
C14 C15 C16" 112.7(8) . . ?
C14 C15 C16 109.8(4) . . ?
C15 C16 Cl1 112.7(4) . . ?
C15 C16' Cl1' 92.7(6) . . ?
C18 C17 P1 111.7(3) . . ?
C20 C19 N2 106.3(3) . . ?
C20 C19 C5 132.0(3) . . ?
N2 C19 C5 121.7(3) . . ?
C19 C20 C21 108.0(3) . . ?
C22 C21 C20 107.8(3) . . ?
N2 C22 C21 106.7(3) . . ?
N2 C22 C23 121.8(3) . . ?
C21 C22 C23 131.4(3) . . ?
C35 C23 C22 109.8(3) . . ?
C35 C23 C24 109.2(3) . . ?
C22 C23 C24 112.7(3) . . ?
C35 C23 C31 107.8(3) . . ?
C22 C23 C31 109.4(3) . . ?
C24 C23 C31 107.9(3) . . ?
C29 C24 C25 117.8(3) . . ?
C29 C24 C23 119.5(3) . . ?
C25 C24 C23 122.4(3) . . ?
C26 C25 C24 119.9(3) . . ?
C25 C26 C27 122.8(3) . . ?
C25 C26 O6 117.6(3) . . ?
C27 C26 O6 119.4(3) . . ?
C28 C27 C26 116.2(3) . . ?
C28 C27 C30 121.4(3) . . ?
C26 C27 C30 122.4(3) . . ?
C27 C28 C29 121.9(3) . . ?
C24 C29 C28 121.4(3) . . ?
C32 C31 C23 116.2(3) . . ?
C33 C32 C31 111.1(3) . . ?
C34 C33 C32 113.9(3) . . ?
C33 C34 Cl2 111.3(4) . . ?
C33 C34 Cl2' 108.3(14) . . ?
C36 C35 N3 106.5(3) . . ?
C36 C35 C23 131.5(3) . . ?
N3 C35 C23 121.9(3) . . ?
C35 C36 C37 108.2(3) . . ?
C38 C37 C36 107.9(3) . . ?
C37 C38 N3 106.6(3) . . ?
C37 C38 C39 131.0(3) . . ?
N3 C38 C39 122.4(3) . . ?
C51 C39 C38 109.3(2) . . ?
C51 C39 C40 111.5(3) . . ?
C38 C39 C40 110.1(3) . . ?
C51 C39 C47 110.7(3) . . ?
C38 C39 C47 105.5(3) . . ?
C40 C39 C47 109.4(2) . . ?
C45 C40 C41 118.3(3) . . ?
C45 C40 C39 121.1(3) . . ?
C41 C40 C39 120.5(3) . . ?
C42 C41 C40 120.7(3) . . ?
C41 C42 C43 121.8(3) . . ?
C44 C43 C42 116.4(3) . . ?
C44 C43 C46 123.0(3) . . ?
C42 C43 C46 120.6(4) . . ?
C43 C44 C45 122.7(3) . . ?
C43 C44 O2 121.1(3) . . ?
C45 C44 O2 115.9(3) . . ?
C40 C45 C44 120.2(3) . . ?
C48 C47 C39 117.3(3) . . ?
C47 C48 C49 109.8(3) . . ?
C50 C49 C48 115.7(4) . . ?
C49 C50 Cl3' 132.5(5) . . ?
C49 C50 Cl3 112.1(4) . . ?
C52 C51 N4 105.8(3) . . ?
C52 C51 C39 132.1(3) . . ?
N4 C51 C39 122.1(3) . . ?
C51 C52 C53 108.3(3) . . ?
C54 C53 C52 108.0(3) . . ?
N4 C54 C53 106.7(3) . . ?
N4 C54 C55 122.2(3) . . ?
C53 C54 C55 131.0(3) . . ?
C1 C55 C54 109.2(3) . . ?
C1 C55 C56 109.9(3) . . ?
C54 C55 C56 112.2(3) . . ?
C1 C55 C63 106.7(3) . . ?
C54 C55 C63 110.2(3) . . ?
C56 C55 C63 108.6(3) . . ?
C57 C56 C61 117.7(3) . . ?
C57 C56 C55 122.3(3) . . ?
C61 C56 C55 119.9(3) . . ?
C58 C57 C56 120.1(3) . . ?
C59 C58 C57 122.8(3) . . ?
C59 C58 O1 119.9(3) . . ?
C57 C58 O1 117.1(3) . . ?
C58 C59 C60 116.3(3) . . ?
C58 C59 C62 122.5(3) . . ?
C60 C59 C62 121.2(3) . . ?
C61 C60 C59 122.0(3) . . ?
C60 C61 C56 121.2(3) . . ?
C64 C63 C55 116.9(3) . . ?
C63 C64 C65 109.7(3) . . ?
C66 C65 C64 115.7(3) . . ?
C65 C66 Cl4' 121.7(5) . . ?
C65 C66 Cl4 109.3(3) . . ?
C68 C67 P2 112.5(3) . . ?
N1S C1S C2S 179.7(6) . . ?
N2S C3S C4S 179.3(6) . . ?
N3S C5S C6S 177.2(10) . . ?
N3S C5S' C6S' 165.3(17) . . ?
N4S' C7S' C8S' 179.3(11) . . ?
N5S C9S C10S 168(3) . . ?
N5S' C9S' C10' 178.0(14) . . ?
N6S C11S C12S 179.6(4) . . ?
C15 C16" Cl1" 110.5(9) . . ?
C1 N1 C4 110.9(3) . . ?
C22 N2 C19 111.1(3) . . ?
C35 N3 C38 110.6(3) . . ?
C54 N4 C51 111.1(2) . . ?
C58 O1 P2 124.8(2) . . ?
C44 O2 P2 125.8(2) . . ?
C26 O6 P1 124.8(3) . . ?
C10 O8 P1 125.6(2) . . ?
O10 P1 O8 114.58(17) . . ?
O10 P1 O6 114.15(17) . . ?
O8 P1 O6 105.85(15) . . ?
O10 P1 C17 117.7(2) . . ?
O8 P1 C17 101.04(18) . . ?
O6 P1 C17 101.76(18) . . ?
O11 P2 O2 114.41(17) . . ?
O11 P2 O1 114.18(16) . . ?
O2 P2 O1 106.29(14) . . ?
O11 P2 C67 116.83(19) . . ?
O2 P2 C67 101.61(17) . . ?
O1 P2 C67 101.90(18) . . ?

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
N1 C1 C2 C3 1.3(4) . . . . ?
C55 C1 C2 C3 -176.3(3) . . . . ?
C1 C2 C3 C4 0.1(4) . . . . ?
C2 C3 C4 N1 -1.5(4) . . . . ?
C2 C3 C4 C5 176.4(3) . . . . ?
C3 C4 C5 C19 107.4(4) . . . . ?
N1 C4 C5 C19 -75.0(4) . . . . ?
C3 C4 C5 C6 -129.2(4) . . . . ?
N1 C4 C5 C6 48.4(4) . . . . ?
C3 C4 C5 C13 -11.8(5) . . . . ?
N1 C4 C5 C13 165.8(3) . . . . ?
C19 C5 C6 C7 154.2(3) . . . . ?
C4 C5 C6 C7 32.2(4) . . . . ?
C13 C5 C6 C7 -84.6(4) . . . . ?
C19 C5 C6 C11 -28.9(4) . . . . ?
C4 C5 C6 C11 -150.9(3) . . . . ?
C13 C5 C6 C11 92.3(4) . . . . ?
C11 C6 C7 C8 1.0(5) . . . . ?
C5 C6 C7 C8 178.1(3) . . . . ?
C6 C7 C8 C9 0.3(6) . . . . ?
C7 C8 C9 C10 -0.9(5) . . . . ?
C7 C8 C9 C12 -179.6(4) . . . . ?
C8 C9 C10 C11 0.2(5) . . . . ?
C12 C9 C10 C11 178.9(4) . . . . ?
C8 C9 C10 O8 -174.4(3) . . . . ?
C12 C9 C10 O8 4.4(6) . . . . ?
C9 C10 C11 C6 1.1(5) . . . . ?
O8 C10 C11 C6 175.9(3) . . . . ?
C7 C6 C11 C10 -1.7(5) . . . . ?
C5 C6 C11 C10 -178.7(3) . . . . ?
C19 C5 C13 C14 68.2(4) . . . . ?
C4 C5 C13 C14 -172.5(3) . . . . ?
C6 C5 C13 C14 -54.5(4) . . . . ?
C5 C13 C14 C15 -173.9(4) . . . . ?
C13 C14 C15 C16' -148.8(8) . . . . ?
C13 C14 C15 C16" 157(2) . . . . ?
C13 C14 C15 C16 -169.9(5) . . . . ?
C14 C15 C16 Cl1 -175.5(5) . . . . ?
C14 C15 C16' Cl1' -80.2(19) . . . . ?
C4 C5 C19 C20 -100.1(4) . . . . ?
C6 C5 C19 C20 138.2(4) . . . . ?
C13 C5 C19 C20 17.7(5) . . . . ?
C4 C5 C19 N2 79.1(4) . . . . ?
C6 C5 C19 N2 -42.6(4) . . . . ?
C13 C5 C19 N2 -163.1(3) . . . . ?
N2 C19 C20 C21 1.1(4) . . . . ?
C5 C19 C20 C21 -179.6(3) . . . . ?
C19 C20 C21 C22 -0.1(4) . . . . ?
C20 C21 C22 N2 -1.0(4) . . . . ?
C20 C21 C22 C23 -178.2(3) . . . . ?
N2 C22 C23 C35 -76.1(4) . . . . ?
C21 C22 C23 C35 100.8(4) . . . . ?
N2 C22 C23 C24 45.9(4) . . . . ?
C21 C22 C23 C24 -137.3(4) . . . . ?
N2 C22 C23 C31 165.9(3) . . . . ?
C21 C22 C23 C31 -17.3(5) . . . . ?
C35 C23 C24 C29 -36.1(4) . . . . ?
C22 C23 C24 C29 -158.4(3) . . . . ?
C31 C23 C24 C29 80.8(4) . . . . ?
C35 C23 C24 C25 149.0(3) . . . . ?
C22 C23 C24 C25 26.7(5) . . . . ?
C31 C23 C24 C25 -94.1(4) . . . . ?
C29 C24 C25 C26 2.5(5) . . . . ?
C23 C24 C25 C26 177.5(3) . . . . ?
C24 C25 C26 C27 -2.0(6) . . . . ?
C24 C25 C26 O6 -176.0(3) . . . . ?
C25 C26 C27 C28 0.3(6) . . . . ?
O6 C26 C27 C28 174.3(3) . . . . ?
C25 C26 C27 C30 -179.0(4) . . . . ?
O6 C26 C27 C30 -5.1(6) . . . . ?
C26 C27 C28 C29 0.7(6) . . . . ?
C30 C27 C28 C29 -180.0(4) . . . . ?
C25 C24 C29 C28 -1.6(5) . . . . ?
C23 C24 C29 C28 -176.7(3) . . . . ?
C27 C28 C29 C24 -0.1(6) . . . . ?
C35 C23 C31 C32 172.6(3) . . . . ?
C22 C23 C31 C32 -68.1(4) . . . . ?
C24 C23 C31 C32 54.7(4) . . . . ?
C23 C31 C32 C33 174.2(3) . . . . ?
C31 C32 C33 C34 173.4(4) . . . . ?
C32 C33 C34 Cl2 62.1(4) . . . . ?
C32 C33 C34 Cl2' -169.1(14) . . . . ?
C22 C23 C35 C36 -109.1(4) . . . . ?
C24 C23 C35 C36 126.9(4) . . . . ?
C31 C23 C35 C36 10.0(5) . . . . ?
C22 C23 C35 N3 74.7(4) . . . . ?
C24 C23 C35 N3 -49.4(4) . . . . ?
C31 C23 C35 N3 -166.3(3) . . . . ?
N3 C35 C36 C37 1.3(4) . . . . ?
C23 C35 C36 C37 -175.4(3) . . . . ?
C35 C36 C37 C38 0.0(4) . . . . ?
C36 C37 C38 N3 -1.3(4) . . . . ?
C36 C37 C38 C39 177.8(3) . . . . ?
C37 C38 C39 C51 106.1(4) . . . . ?
N3 C38 C39 C51 -75.0(4) . . . . ?
C37 C38 C39 C40 -131.0(4) . . . . ?
N3 C38 C39 C40 47.9(4) . . . . ?
C37 C38 C39 C47 -13.0(5) . . . . ?
N3 C38 C39 C47 165.9(3) . . . . ?
C51 C39 C40 C45 -31.0(4) . . . . ?
C38 C39 C40 C45 -152.6(3) . . . . ?
C47 C39 C40 C45 91.8(4) . . . . ?
C51 C39 C40 C41 152.3(3) . . . . ?
C38 C39 C40 C41 30.7(4) . . . . ?
C47 C39 C40 C41 -84.8(4) . . . . ?
C45 C40 C41 C42 0.4(5) . . . . ?
C39 C40 C41 C42 177.1(3) . . . . ?
C40 C41 C42 C43 0.6(6) . . . . ?
C41 C42 C43 C44 -0.4(6) . . . . ?
C41 C42 C43 C46 -178.2(4) . . . . ?
C42 C43 C44 C45 -0.8(5) . . . . ?
C46 C43 C44 C45 177.0(4) . . . . ?
C42 C43 C44 O2 -174.7(3) . . . . ?
C46 C43 C44 O2 3.1(6) . . . . ?
C41 C40 C45 C44 -1.5(5) . . . . ?
C39 C40 C45 C44 -178.2(3) . . . . ?
C43 C44 C45 C40 1.7(5) . . . . ?
O2 C44 C45 C40 175.9(3) . . . . ?
C51 C39 C47 C48 67.8(4) . . . . ?
C38 C39 C47 C48 -174.0(3) . . . . ?
C40 C39 C47 C48 -55.5(4) . . . . ?
C39 C47 C48 C49 -177.6(3) . . . . ?
C47 C48 C49 C50 -166.7(4) . . . . ?
C48 C49 C50 Cl3' -153.4(6) . . . . ?
C48 C49 C50 Cl3 -67.7(5) . . . . ?
C38 C39 C51 C52 -96.1(4) . . . . ?
C40 C39 C51 C52 141.9(3) . . . . ?
C47 C39 C51 C52 19.7(5) . . . . ?
C38 C39 C51 N4 81.1(3) . . . . ?
C40 C39 C51 N4 -41.0(4) . . . . ?
C47 C39 C51 N4 -163.1(3) . . . . ?
N4 C51 C52 C53 0.9(4) . . . . ?
C39 C51 C52 C53 178.4(3) . . . . ?
C51 C52 C53 C54 0.7(4) . . . . ?
C52 C53 C54 N4 -2.0(4) . . . . ?
C52 C53 C54 C55 -178.0(3) . . . . ?
N1 C1 C55 C54 72.7(4) . . . . ?
C2 C1 C55 C54 -110.0(4) . . . . ?
N1 C1 C55 C56 -50.7(4) . . . . ?
C2 C1 C55 C56 126.5(4) . . . . ?
N1 C1 C55 C63 -168.3(3) . . . . ?
C2 C1 C55 C63 9.0(4) . . . . ?
N4 C54 C55 C1 -78.5(3) . . . . ?
C53 C54 C55 C1 97.0(4) . . . . ?
N4 C54 C55 C56 43.6(4) . . . . ?
C53 C54 C55 C56 -141.0(3) . . . . ?
N4 C54 C55 C63 164.6(3) . . . . ?
C53 C54 C55 C63 -19.9(5) . . . . ?
C1 C55 C56 C57 150.0(3) . . . . ?
C54 C55 C56 C57 28.4(5) . . . . ?
C63 C55 C56 C57 -93.6(4) . . . . ?
C1 C55 C56 C61 -34.0(4) . . . . ?
C54 C55 C56 C61 -155.6(3) . . . . ?
C63 C55 C56 C61 82.4(4) . . . . ?
C61 C56 C57 C58 0.3(5) . . . . ?
C55 C56 C57 C58 176.3(3) . . . . ?
C56 C57 C58 C59 -1.0(6) . . . . ?
C56 C57 C58 O1 -175.1(3) . . . . ?
C57 C58 C59 C60 0.3(6) . . . . ?
O1 C58 C59 C60 174.3(3) . . . . ?
C57 C58 C59 C62 -177.9(4) . . . . ?
O1 C58 C59 C62 -3.9(6) . . . . ?
C58 C59 C60 C61 1.1(6) . . . . ?
C62 C59 C60 C61 179.3(4) . . . . ?
C59 C60 C61 C56 -1.8(6) . . . . ?
C57 C56 C61 C60 1.1(5) . . . . ?
C55 C56 C61 C60 -175.1(3) . . . . ?
C1 C55 C63 C64 176.0(3) . . . . ?
C54 C55 C63 C64 -65.6(3) . . . . ?
C56 C55 C63 C64 57.5(4) . . . . ?
C55 C63 C64 C65 -179.8(3) . . . . ?
C63 C64 C65 C66 175.1(3) . . . . ?
C64 C65 C66 Cl4' 50.8(7) . . . . ?
C64 C65 C66 Cl4 72.6(4) . . . . ?
C14 C15 C16" Cl1" -171(2) . . . . ?
C2 C1 N1 C4 -2.3(4) . . . . ?
C55 C1 N1 C4 175.5(3) . . . . ?
C3 C4 N1 C1 2.4(4) . . . . ?
C5 C4 N1 C1 -175.7(3) . . . . ?
C21 C22 N2 C19 1.8(4) . . . . ?
C23 C22 N2 C19 179.3(3) . . . . ?
C20 C19 N2 C22 -1.8(4) . . . . ?
C5 C19 N2 C22 178.8(3) . . . . ?
C36 C35 N3 C38 -2.2(4) . . . . ?
C23 C35 N3 C38 174.9(3) . . . . ?
C37 C38 N3 C35 2.1(4) . . . . ?
C39 C38 N3 C35 -177.0(3) . . . . ?
C53 C54 N4 C51 2.7(4) . . . . ?
C55 C54 N4 C51 179.0(3) . . . . ?
C52 C51 N4 C54 -2.2(3) . . . . ?
C39 C51 N4 C54 180.0(3) . . . . ?
C59 C58 O1 P2 83.9(4) . . . . ?
C57 C58 O1 P2 -101.8(3) . . . . ?
C43 C44 O2 P2 -74.8(4) . . . . ?
C45 C44 O2 P2 110.9(3) . . . . ?
C25 C26 O6 P1 -101.2(4) . . . . ?
C27 C26 O6 P1 84.6(4) . . . . ?
C11 C10 O8 P1 109.4(3) . . . . ?
C9 C10 O8 P1 -75.7(4) . . . . ?
C10 O8 P1 O10 23.9(3) . . . . ?
C10 O8 P1 O6 -102.8(3) . . . . ?
C10 O8 P1 C17 151.5(3) . . . . ?
C26 O6 P1 O10 -30.2(3) . . . . ?
C26 O6 P1 O8 96.8(3) . . . . ?
C26 O6 P1 C17 -158.0(3) . . . . ?
C18 C17 P1 O10 -45.2(4) . . . . ?
C18 C17 P1 O8 -170.7(3) . . . . ?
C18 C17 P1 O6 80.4(3) . . . . ?
C44 O2 P2 O11 25.4(3) . . . . ?
C44 O2 P2 O1 -101.5(3) . . . . ?
C44 O2 P2 C67 152.3(3) . . . . ?
C58 O1 P2 O11 -31.7(3) . . . . ?
C58 O1 P2 O2 95.4(3) . . . . ?
C58 O1 P2 C67 -158.6(3) . . . . ?
C68 C67 P2 O11 -44.8(4) . . . . ?
C68 C67 P2 O2 -170.0(3) . . . . ?
C68 C67 P2 O1 80.4(4) . . . . ?

_refine_diff_density_max         1.261
_refine_diff_density_min         -0.883
_refine_diff_density_rms         0.109
####################################################################### 
# 
# 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_gg-8_oo
_database_code_depnum_ccdc_archive 'CCDC 1878126'
_audit_update_record             
;
2018-11-09 deposited with the CCDC.
2018-12-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C74 H87 Cl4 N7 O6 P2'
_chemical_formula_weight         1374.24
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'

_symmetry_cell_setting           Tetragonal
_space_group_IT_number           109
_space_group_name_H-M_alt        'I 41 m d'
_space_group_name_Hall           'I 4bw -2'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-y, x+1/2, z+1/4'
'y+1/2, -x, z+3/4'
'x, -y, z'
'-x+1/2, y+1/2, z+1/2'
'-y, -x+1/2, z+1/4'
'y+1/2, x, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1, z+1'
'-y+1/2, x+1, z+3/4'
'y+1, -x+1/2, z+5/4'
'x+1/2, -y+1/2, z+1/2'
'-x+1, y+1, z+1'
'-y+1/2, -x+1, z+3/4'
'y+1, x+1/2, z+5/4'

_cell_length_a                   19.6411(4)
_cell_length_b                   19.6411(4)
_cell_length_c                   18.4185(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7105.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    11169
_cell_measurement_theta_min      2.0780
_cell_measurement_theta_max      27.2400

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_F_000             2904
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.075
_exptl_crystal_size_mid          0.075
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.269
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.759
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_process_details   
; 
 CrysAlisPro 1.171.39.12b (Rigaku OD, 2015)
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Microfocus rotating anode X-ray tube'
_diffrn_source_type              'Rigaku MicroMax-007HF'
_diffrn_source_power             50
_diffrn_source_current           24
_diffrn_source_size              '0.2 mm x 0.2 mm fine focus'
_diffrn_radiation_monochromator  'Confocal Max Flux optic'
_diffrn_detector_type            'PILATUS 200K'
_diffrn_measurement_device_type  '1/4chi goniometer'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 5.8140
_diffrn_reflns_number            25616
_diffrn_reflns_av_unetI/netI     0.0346
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.074
_diffrn_reflns_theta_max         28.658
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.945
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.945
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.910
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4415
_reflns_number_gt                3877
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.871
_reflns_Friedel_fraction_max     0.873
_reflns_Friedel_fraction_full    0.999

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.39.12b (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.12b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.12b (Rigaku OD, 2015)'
_computing_structure_solution    Sir2014
_computing_structure_refinement  'SHELXL-2018 (Sheldrick, 2018)'
_computing_molecular_graphics    'SHELXL-2018 (Sheldrick, 2018)'
_computing_publication_material  'SHELXL-2018 (Sheldrick, 2018)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1603 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_chemical_absolute_configuration ad
_refine_ls_abs_structure_Flack   -0.03(3)
_refine_ls_number_reflns         4415
_refine_ls_number_parameters     331
_refine_ls_number_restraints     188
_refine_ls_R_factor_all          0.0627
_refine_ls_R_factor_gt           0.0545
_refine_ls_wR_factor_ref         0.1526
_refine_ls_wR_factor_gt          0.1483
_refine_ls_goodness_of_fit_ref   1.184
_refine_ls_restrained_S_all      1.200
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 1.000000 0.81777(6) 0.5890(2) 0.0270(3) Uani 1 2 d S T P . .
O1 O 0.93638(19) 0.77586(18) 0.6163(3) 0.0522(9) Uani 1 1 d . . . . .
N1 N 1.000000 0.6209(2) 0.4126(3) 0.0250(8) Uani 1 2 d S T P . .
H1 H 1.000001 0.598259 0.453804 0.030 Uiso 1 2 calc R U P . .
C1 C 0.84800(17) 0.55787(18) 0.3902(3) 0.0260(7) Uani 1 1 d . . . . .
O2 O 1.000000 0.8339(2) 0.5115(3) 0.0375(9) Uani 1 2 d S T P . .
N2 N 0.88146(19) 0.500000 0.4132(3) 0.0231(8) Uani 1 2 d S T P . .
H2N H 0.919114 0.500001 0.439082 0.028 Uiso 1 2 calc R U P . .
C2 C 0.7942(2) 0.5358(2) 0.3484(4) 0.0519(12) Uani 1 1 d . . . . .
H2 H 0.762504 0.564064 0.323818 0.062 Uiso 1 1 calc R U . . .
C3 C 0.87183(17) 0.62909(17) 0.4081(3) 0.0243(6) Uani 1 1 d . . . . .
C4 C 0.87616(16) 0.64206(17) 0.4910(3) 0.0231(7) Uani 1 1 d . . . . .
C5 C 0.85026(18) 0.59692(18) 0.5415(3) 0.0268(7) Uani 1 1 d . . . . .
H5 H 0.828231 0.556560 0.525526 0.032 Uiso 1 1 calc R U . . .
C6 C 0.85609(19) 0.60991(19) 0.6160(3) 0.0296(7) Uani 1 1 d . . . . .
H6 H 0.838937 0.577569 0.649704 0.036 Uiso 1 1 calc R U . . .
C7 C 0.88623(18) 0.66872(19) 0.6414(3) 0.0287(7) Uani 1 1 d . . . . .
C8 C 0.91036(18) 0.71425(19) 0.5896(3) 0.0307(7) Uani 1 1 d . . . . .
C9 C 0.90572(18) 0.7019(2) 0.5157(3) 0.0303(7) Uani 1 1 d . . . . .
H9 H 0.922754 0.734327 0.482019 0.036 Uiso 1 1 calc R U . . .
C10 C 0.82191(19) 0.6816(2) 0.3740(3) 0.0307(8) Uani 1 1 d . . . . .
H10A H 0.843872 0.726932 0.374430 0.037 Uiso 1 1 calc R U . . .
H10B H 0.814017 0.668939 0.322635 0.037 Uiso 1 1 calc R U . . .
C11 C 0.75280(19) 0.68704(19) 0.4123(3) 0.0330(8) Uani 1 1 d D . . . .
H11A H 0.730647 0.641808 0.414361 0.040 Uiso 0.5 1 calc R U P A 1
H11B H 0.759075 0.703722 0.462592 0.040 Uiso 0.5 1 calc R U P A 1
H11C H 0.740200 0.641686 0.431526 0.040 Uiso 0.4 1 calc R U P B 2
H11D H 0.757304 0.718386 0.454132 0.040 Uiso 0.4 1 calc R U P B 2
H11E H 0.762328 0.691273 0.464901 0.040 Uiso 0.1 1 calc R U P C 3
H11F H 0.729484 0.642824 0.405426 0.040 Uiso 0.1 1 calc R U P C 3
C12 C 0.7085(3) 0.7368(5) 0.3693(6) 0.028(2) Uani 0.5 1 d D U P D 1
H12A H 0.700489 0.717956 0.320240 0.034 Uiso 0.5 1 calc R U P D 1
H12B H 0.733468 0.780282 0.363683 0.034 Uiso 0.5 1 calc R U P D 1
C13 C 0.6397(5) 0.7510(4) 0.4056(7) 0.038(2) Uani 0.5 1 d D U P D 1
H13A H 0.616022 0.788264 0.379776 0.045 Uiso 0.5 1 calc R U P D 1
H13B H 0.646889 0.765225 0.456610 0.045 Uiso 0.5 1 calc R U P D 1
Cl1 Cl 0.58893(14) 0.6751(2) 0.4030(3) 0.0885(11) Uani 0.5 1 d D U P D 1
C12' C 0.6954(5) 0.7126(7) 0.3631(6) 0.044(4) Uani 0.4 1 d D U P D 2
H12C H 0.686229 0.678218 0.325012 0.053 Uiso 0.4 1 calc R U P D 2
H12D H 0.710088 0.755089 0.338764 0.053 Uiso 0.4 1 calc R U P D 2
C13' C 0.6297(6) 0.7263(5) 0.4058(10) 0.038(5) Uani 0.4 1 d D U P D 2
H13C H 0.621586 0.688964 0.440876 0.045 Uiso 0.4 1 calc R U P D 2
H13D H 0.590460 0.728309 0.372101 0.045 Uiso 0.4 1 calc R U P D 2
Cl1' Cl 0.6379(2) 0.80563(19) 0.4532(4) 0.0807(13) Uani 0.4 1 d D U P D 2
C12" C 0.6985(10) 0.745(2) 0.392(2) 0.021(10) Uani 0.1 1 d D U P D 3
H12E H 0.703233 0.782770 0.428067 0.025 Uiso 0.1 1 calc R U P D 3
H12F H 0.710217 0.764053 0.344074 0.025 Uiso 0.1 1 calc R U P D 3
C13" C 0.6236(12) 0.7229(11) 0.391(4) 0.032(14) Uani 0.1 1 d D U P D 3
H13E H 0.614960 0.689858 0.430590 0.039 Uiso 0.1 1 calc R U P D 3
H13F H 0.613209 0.700353 0.344209 0.039 Uiso 0.1 1 calc R U P D 3
Cl1" Cl 0.5701(6) 0.7961(7) 0.4024(10) 0.066(4) Uani 0.1 1 d D U P D 3
C15 C 1.000000 0.8881(3) 0.6494(4) 0.0421(13) Uani 1 2 d S T P . .
H15A H 1.040607 0.916240 0.638902 0.050 Uiso 0.5 1 calc R U P . .
H15B H 0.959393 0.916240 0.638902 0.050 Uiso 0.5 1 calc R U P . .
C16 C 1.000000 0.8716(4) 0.7288(4) 0.071(2) Uani 1 2 d S T P . .
H16A H 0.953591 0.860532 0.744312 0.106 Uiso 0.5 1 calc R U P . .
H16B H 1.016544 0.911042 0.756211 0.106 Uiso 0.5 1 calc R U P . .
H16C H 1.029865 0.832552 0.737721 0.106 Uiso 0.5 1 calc R U P . .
C17 C 0.8921(3) 0.6830(3) 0.7213(3) 0.0438(10) Uani 1 1 d . . . . .
H17A H 0.870960 0.727046 0.732248 0.066 Uiso 1 1 calc R U . . .
H17B H 0.940295 0.684337 0.735136 0.066 Uiso 1 1 calc R U . . .
H17C H 0.868967 0.647070 0.748719 0.066 Uiso 1 1 calc R U . . .
C18 C 0.94249(17) 0.64100(18) 0.3760(3) 0.0252(7) Uani 1 1 d . . . . .
C19 C 0.96391(19) 0.67207(18) 0.3131(3) 0.0285(7) Uani 1 1 d . . . . .
H19 H 0.935412 0.690268 0.276210 0.034 Uiso 1 1 calc R U . . .
N1A N 1.000000 0.500000 0.5348(4) 0.0287(13) Uani 1 4 d DS T P . .
C1A C 1.000000 0.500000 0.5971(4) 0.0285(14) Uani 1 4 d DS T P . .
C2A C 1.000000 0.500000 0.6761(5) 0.046(2) Uani 1 4 d DS T P . .
H2AA H 0.982646 0.456276 0.693854 0.070 Uiso 0.25 1 calc R U P . .
H2AB H 0.970811 0.536891 0.693854 0.070 Uiso 0.25 1 calc R U P . .
H2AC H 1.046543 0.506833 0.693854 0.070 Uiso 0.25 1 calc R U P . .
N1B N 0.9595(16) 0.4317(11) 0.1357(10) 0.094(7) Uani 0.25 1 d D U P E -1
C1B C 0.9704(12) 0.4574(11) 0.1905(9) 0.070(5) Uani 0.25 1 d D U P E -1
C2B C 0.9904(18) 0.493(2) 0.2565(7) 0.063(6) Uani 0.25 1 d D U P E -1
H2B1 H 0.962387 0.532450 0.263166 0.094 Uiso 0.25 1 d R U P E -1
H2B2 H 1.037279 0.506364 0.253572 0.094 Uiso 0.25 1 d R U P E -1
H2B3 H 0.984354 0.462524 0.296859 0.094 Uiso 0.25 1 d R U P E -1
N1C N 1.000000 0.3812(10) 0.0953(9) 0.057(4) Uani 0.3 2 d DS TU P F 2
C1C C 1.000000 0.3730(18) 0.0336(10) 0.080(7) Uani 0.3 2 d DS TU P F 2
C2C C 1.000000 0.364(2) -0.0448(9) 0.100(9) Uani 0.3 2 d DS TU P F 2
H2C1 H 0.971658 0.397840 -0.067396 0.150 Uiso 0.15 1 d R U P F 2
H2C2 H 0.982703 0.319558 -0.055684 0.150 Uiso 0.15 1 d R U P F 2
H2C3 H 1.045638 0.368171 -0.062957 0.150 Uiso 0.15 1 d R U P F 2
N1C' N 1.000000 0.3756(14) -0.1438(9) 0.051(6) Uani 0.2 2 d DS TU P G 1
C1C' C 1.000000 0.3627(13) -0.0830(9) 0.044(6) Uani 0.2 2 d DS TU P G 1
C2C' C 1.000000 0.361(2) -0.0039(9) 0.061(8) Uani 0.2 2 d DS TU P G 1
H2C4 H 1.045887 0.356535 0.013355 0.092 Uiso 0.1 1 d R U P G 1
H2C5 H 0.973394 0.323150 0.012421 0.092 Uiso 0.1 1 d R U P G 1
H2C6 H 0.980719 0.402601 0.014643 0.092 Uiso 0.1 1 d R U P G 1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O2 1.462(4) . ?
P1 O1 1.579(3) 14_644 ?
P1 O1 1.579(3) . ?
P1 C15 1.774(6) . ?
O1 C8 1.403(5) . ?
N1 C18 1.373(4) 14_644 ?
N1 C18 1.373(4) . ?
N1 H1 0.8800 . ?
C1 C2 1.377(5) . ?
C1 N2 1.380(4) . ?
C1 C3 1.511(5) . ?
N2 H2N 0.8800 . ?
C2 C2 1.405(9) 5_565 ?
C2 H2 0.9500 . ?
C3 C18 1.526(5) . ?
C3 C4 1.550(4) . ?
C3 C10 1.555(4) . ?
C4 C5 1.383(5) . ?
C4 C9 1.388(5) . ?
C5 C6 1.399(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.380(6) . ?
C6 H6 0.9500 . ?
C7 C8 1.391(5) . ?
C7 C17 1.503(5) . ?
C8 C9 1.386(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.534(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.529(6) . ?
C11 C12' 1.532(7) . ?
C11 C12" 1.61(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 H11C 0.9900 . ?
C11 H11D 0.9900 . ?
C11 H11E 0.9900 . ?
C11 H11F 0.9900 . ?
C12 C13 1.533(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 Cl1 1.793(8) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C12' C13' 1.535(5) . ?
C12' H12C 0.9900 . ?
C12' H12D 0.9900 . ?
C13' Cl1' 1.794(8) . ?
C13' H13C 0.9900 . ?
C13' H13D 0.9900 . ?
C12" C13" 1.537(5) . ?
C12" H12E 0.9900 . ?
C12" H12F 0.9900 . ?
C13" Cl1" 1.793(9) . ?
C13" H13E 0.9900 . ?
C13" H13F 0.9900 . ?
C15 C16 1.496(9) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C16 H16A 0.98(3) 14_644 ?
C16 H16B 0.98(5) 14_644 ?
C16 H16C 0.98(8) 14_644 ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.376(5) . ?
C19 C19 1.418(7) 14_644 ?
C19 H19 0.9500 . ?
N1A C1A 1.147(8) . ?
C1A C2A 1.455(9) . ?
C2A H2AA 0.9800 . ?
C2A H2AB 0.9800 . ?
C2A H2AC 0.9800 . ?
C2A H2AA 0.9800 10_654 ?
C2A H2AA 0.9600 5_565 ?
C2A H2AA 0.9600 14_644 ?
C2A H2AB 0.9800 10_654 ?
C2A H2AB 0.9600 5_565 ?
C2A H2AB 0.9600 14_644 ?
C2A H2AC 0.9800 10_654 ?
C2A H2AC 0.98(10) 5_565 ?
C2A H2AC 0.98(10) 14_644 ?
N1B C1B 1.147(8) . ?
C1B C2B 1.456(10) . ?
C2B H2B1 0.9600 . ?
C2B H2B2 0.9600 . ?
C2B H2B3 0.9600 . ?
N1C C1C 1.147(8) . ?
C1C C2C 1.455(9) . ?
C2C H2C1 0.9600 . ?
C2C H2C2 0.9600 . ?
C2C H2C3 0.9600 . ?
C2C H2C1 0.9600 14_644 ?
C2C H2C2 0.9600 14_644 ?
C2C H2C3 0.9600 14_644 ?
N1C' C1C' 1.149(9) . ?
C1C' C2C' 1.457(9) . ?
C2C' H2C4 0.9600 . ?
C2C' H2C5 0.9600 . ?
C2C' H2C6 0.9600 . ?
C2C' H2C4 0.9599 14_644 ?
C2C' H2C5 0.9600 14_644 ?
C2C' H2C6 0.9600 14_644 ?

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 P1 O1 115.13(15) . 14_644 ?
O2 P1 O1 115.13(15) . . ?
O1 P1 O1 104.6(3) 14_644 . ?
O2 P1 C15 116.3(3) . . ?
O1 P1 C15 101.86(18) 14_644 . ?
O1 P1 C15 101.86(17) . . ?
C8 O1 P1 128.8(3) . . ?
C18 N1 C18 110.7(4) 14_644 . ?
C18 N1 H1 124.6 14_644 . ?
C18 N1 H1 124.6 . . ?
C2 C1 N2 106.1(3) . . ?
C2 C1 C3 130.6(3) . . ?
N2 C1 C3 123.2(3) . . ?
C1 N2 C1 111.0(4) . 5_565 ?
C1 N2 H2N 124.5 . . ?
C1 N2 H2N 124.5 5_565 . ?
C1 C2 C2 108.4(2) . 5_565 ?
C1 C2 H2 125.8 . . ?
C2 C2 H2 125.8 5_565 . ?
C1 C3 C18 109.8(3) . . ?
C1 C3 C4 112.6(3) . . ?
C18 C3 C4 107.8(3) . . ?
C1 C3 C10 109.3(3) . . ?
C18 C3 C10 108.4(3) . . ?
C4 C3 C10 108.9(3) . . ?
C5 C4 C9 118.4(3) . . ?
C5 C4 C3 122.5(3) . . ?
C9 C4 C3 119.0(3) . . ?
C4 C5 C6 120.9(3) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C7 C6 C5 121.4(3) . . ?
C7 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
C6 C7 C8 116.8(3) . . ?
C6 C7 C17 121.5(3) . . ?
C8 C7 C17 121.7(4) . . ?
C9 C8 C7 122.6(3) . . ?
C9 C8 O1 121.3(3) . . ?
C7 C8 O1 116.0(3) . . ?
C8 C9 C4 119.9(3) . . ?
C8 C9 H9 120.1 . . ?
C4 C9 H9 120.1 . . ?
C11 C10 C3 114.7(3) . . ?
C11 C10 H10A 108.6 . . ?
C3 C10 H10A 108.6 . . ?
C11 C10 H10B 108.6 . . ?
C3 C10 H10B 108.6 . . ?
H10A C10 H10B 107.6 . . ?
C12 C11 C10 108.0(4) . . ?
C12' C11 C10 113.7(5) . . ?
C10 C11 C12" 122.2(13) . . ?
C12 C11 H11A 110.1 . . ?
C10 C11 H11A 110.1 . . ?
C12 C11 H11B 110.1 . . ?
C10 C11 H11B 110.1 . . ?
H11A C11 H11B 108.4 . . ?
C12' C11 H11C 108.8 . . ?
C10 C11 H11C 108.8 . . ?
C12' C11 H11D 108.8 . . ?
C10 C11 H11D 108.8 . . ?
H11C C11 H11D 107.7 . . ?
C10 C11 H11E 106.8 . . ?
C12" C11 H11E 106.8 . . ?
C10 C11 H11F 106.8 . . ?
C12" C11 H11F 106.8 . . ?
H11E C11 H11F 106.6 . . ?
C11 C12 C13 113.1(7) . . ?
C11 C12 H12A 109.0 . . ?
C13 C12 H12A 109.0 . . ?
C11 C12 H12B 109.0 . . ?
C13 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
C12 C13 Cl1 109.1(6) . . ?
C12 C13 H13A 109.9 . . ?
Cl1 C13 H13A 109.9 . . ?
C12 C13 H13B 109.9 . . ?
Cl1 C13 H13B 109.9 . . ?
H13A C13 H13B 108.3 . . ?
C11 C12' C13' 111.9(9) . . ?
C11 C12' H12C 109.2 . . ?
C13' C12' H12C 109.2 . . ?
C11 C12' H12D 109.2 . . ?
C13' C12' H12D 109.2 . . ?
H12C C12' H12D 107.9 . . ?
C12' C13' Cl1' 109.0(7) . . ?
C12' C13' H13C 109.9 . . ?
Cl1' C13' H13C 109.9 . . ?
C12' C13' H13D 109.9 . . ?
Cl1' C13' H13D 109.9 . . ?
H13C C13' H13D 108.3 . . ?
C13" C12" C11 116(3) . . ?
C13" C12" H12E 108.3 . . ?
C11 C12" H12E 108.3 . . ?
C13" C12" H12F 108.3 . . ?
C11 C12" H12F 108.3 . . ?
H12E C12" H12F 107.4 . . ?
C12" C13" Cl1" 109.2(9) . . ?
C12" C13" H13E 109.8 . . ?
Cl1" C13" H13E 109.8 . . ?
C12" C13" H13F 109.8 . . ?
Cl1" C13" H13F 109.8 . . ?
H13E C13" H13F 108.3 . . ?
C16 C15 P1 116.4(5) . . ?
C16 C15 H15A 108.2 . . ?
P1 C15 H15A 108.2 . . ?
C16 C15 H15B 108.2 . . ?
P1 C15 H15B 108.2 . . ?
H15A C15 H15B 107.3 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C16 H16A 109.5(5) . 14_644 ?
H16A C16 H16A 136.9 . 14_644 ?
H16B C16 H16A 73.5 . 14_644 ?
H16C C16 H16A 38.7 . 14_644 ?
C15 C16 H16B 109.5(12) . 14_644 ?
H16A C16 H16B 73.5 . 14_644 ?
H16B C16 H16B 38.7 . 14_644 ?
H16C C16 H16B 136.9 . 14_644 ?
H16A C16 H16B 109.5 14_644 14_644 ?
C15 C16 H16C 109.5(18) . 14_644 ?
H16A C16 H16C 38.7 . 14_644 ?
H16B C16 H16C 136.9 . 14_644 ?
H16C C16 H16C 73.5 . 14_644 ?
H16A C16 H16C 109.5 14_644 14_644 ?
H16B C16 H16C 109.5 14_644 14_644 ?
C7 C17 H17A 109.5 . . ?
C7 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C7 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N1 C18 C19 106.8(3) . . ?
N1 C18 C3 121.0(3) . . ?
C19 C18 C3 132.2(3) . . ?
C18 C19 C19 107.8(2) . 14_644 ?
C18 C19 H19 126.1 . . ?
C19 C19 H19 126.1 14_644 . ?
N1A C1A C2A 180.0 . . ?
C1A C2A H2AA 109.5 . . ?
C1A C2A H2AB 109.5 . . ?
H2AA C2A H2AB 109.5 . . ?
C1A C2A H2AC 109.5 . . ?
H2AA C2A H2AC 109.5 . . ?
H2AB C2A H2AC 109.5 . . ?
C1A C2A H2AA 109.47(6) . 10_654 ?
H2AA C2A H2AA 141.1 . 10_654 ?
H2AB C2A H2AA 56.2 . 10_654 ?
H2AC C2A H2AA 56.3 . 10_654 ?
C1A C2A H2AA 109(5) . 5_565 ?
H2AA C2A H2AA 122.4 . 5_565 ?
H2AB C2A H2AA 15.7 . 5_565 ?
H2AC C2A H2AA 95.4 . 5_565 ?
H2AA C2A H2AA 40.7 10_654 5_565 ?
C1A C2A H2AA 109(5) . 14_644 ?
H2AA C2A H2AA 40.7 . 14_644 ?
H2AB C2A H2AA 137.8 . 14_644 ?
H2AC C2A H2AA 71.6 . 14_644 ?
H2AA C2A H2AA 122.4 10_654 14_644 ?
H2AA C2A H2AA 141.1 5_565 14_644 ?
C1A C2A H2AB 109.471(3) . 10_654 ?
H2AA C2A H2AB 56.3 . 10_654 ?
H2AB C2A H2AB 141.1 . 10_654 ?
H2AC C2A H2AB 56.3 . 10_654 ?
H2AA C2A H2AB 109.5 10_654 10_654 ?
H2AA C2A H2AB 137.8 5_565 10_654 ?
H2AA C2A H2AB 15.7 14_644 10_654 ?
C1A C2A H2AB 109(7) . 5_565 ?
H2AA C2A H2AB 15.7 . 5_565 ?
H2AB C2A H2AB 95.4 . 5_565 ?
H2AC C2A H2AB 122.4 . 5_565 ?
H2AA C2A H2AB 137.8 10_654 5_565 ?
H2AA C2A H2AB 109.5 5_565 5_565 ?
H2AA C2A H2AB 56.2 14_644 5_565 ?
H2AB C2A H2AB 71.6 10_654 5_565 ?
C1A C2A H2AB 109(7) . 14_644 ?
H2AA C2A H2AB 137.8 . 14_644 ?
H2AB C2A H2AB 71.6 . 14_644 ?
H2AC C2A H2AB 40.7 . 14_644 ?
H2AA C2A H2AB 15.7 10_654 14_644 ?
H2AA C2A H2AB 56.2 5_565 14_644 ?
H2AA C2A H2AB 109.5 14_644 14_644 ?
H2AB C2A H2AB 95.4 10_654 14_644 ?
H2AB C2A H2AB 141.1 5_565 14_644 ?
C1A C2A H2AC 109.47(5) . 10_654 ?
H2AA C2A H2AC 56.2 . 10_654 ?
H2AB C2A H2AC 56.3 . 10_654 ?
H2AC C2A H2AC 141.1 . 10_654 ?
H2AA C2A H2AC 109.5 10_654 10_654 ?
H2AA C2A H2AC 71.6 5_565 10_654 ?
H2AA C2A H2AC 95.4 14_644 10_654 ?
H2AB C2A H2AC 109.5 10_654 10_654 ?
H2AB C2A H2AC 40.7 5_565 10_654 ?
H2AB C2A H2AC 122.4 14_644 10_654 ?
C1A C2A H2AC 109(2) . 5_565 ?
H2AA C2A H2AC 95.4 . 5_565 ?
H2AB C2A H2AC 122.4 . 5_565 ?
H2AC C2A H2AC 15.7 . 5_565 ?
H2AA C2A H2AC 71.6 10_654 5_565 ?
H2AA C2A H2AC 109.5 5_565 5_565 ?
H2AA C2A H2AC 56.3 14_644 5_565 ?
H2AB C2A H2AC 40.7 10_654 5_565 ?
H2AB C2A H2AC 109.5 5_565 5_565 ?
H2AB C2A H2AC 56.3 14_644 5_565 ?
H2AC C2A H2AC 137.8 10_654 5_565 ?
C1A C2A H2AC 109(2) . 14_644 ?
H2AA C2A H2AC 71.6 . 14_644 ?
H2AB C2A H2AC 40.7 . 14_644 ?
H2AC C2A H2AC 137.8 . 14_644 ?
H2AA C2A H2AC 95.4 10_654 14_644 ?
H2AA C2A H2AC 56.3 5_565 14_644 ?
H2AA C2A H2AC 109.5 14_644 14_644 ?
H2AB C2A H2AC 122.4 10_654 14_644 ?
H2AB C2A H2AC 56.3 5_565 14_644 ?
H2AB C2A H2AC 109.5 14_644 14_644 ?
H2AC C2A H2AC 15.7 10_654 14_644 ?
H2AC C2A H2AC 141.1 5_565 14_644 ?
N1B C1B C2B 174(3) . . ?
C1B C2B H2B1 109.9 . . ?
C1B C2B H2B2 110.1 . . ?
H2B1 C2B H2B2 109.5 . . ?
C1B C2B H2B3 108.5 . . ?
H2B1 C2B H2B3 109.5 . . ?
H2B2 C2B H2B3 109.5 . . ?
N1C C1C C2C 179(4) . . ?
H2C4 C1C H2C5 90.4 14_644 14_644 ?
N1C C1C H2C6 110(3) . 14_644 ?
C2C C1C H2C6 69(3) . 14_644 ?
H2C4 C1C H2C6 120.0 14_644 14_644 ?
H2C5 C1C H2C6 104.9 14_644 14_644 ?
C1C C2C H2C1 110.3 . . ?
C1C C2C H2C2 108.5 . . ?
H2C1 C2C H2C2 109.5 . . ?
C1C C2C H2C3 109.6 . . ?
H2C1 C2C H2C3 109.5 . . ?
H2C2 C2C H2C3 109.5 . . ?
H2C4 C2C H2C5 67.2 14_644 14_644 ?
C1C C2C H2C6 31.6(18) . 14_644 ?
H2C1 C2C H2C6 97.2 . 14_644 ?
H2C2 C2C H2C6 139.5 . 14_644 ?
H2C3 C2C H2C6 88.6 . 14_644 ?
H2C1 C2C H2C6 78.9 14_644 14_644 ?
H2C2 C2C H2C6 124.5 14_644 14_644 ?
H2C3 C2C H2C6 119.1 14_644 14_644 ?
H2C4 C2C H2C6 68.3 14_644 14_644 ?
H2C5 C2C H2C6 67.8 14_644 14_644 ?
N1C' C1C' C2C' 168(2) . . ?
N1C' C1C' H2C1 98(2) . 14_644 ?
C2C' C1C' H2C1 73(2) . 14_644 ?
N1C' C1C' H2C2 131(2) . 14_644 ?
C2C' C1C' H2C2 60(2) . 14_644 ?
N1C' C1C' H2C3 110.2(16) . 14_644 ?
C2C' C1C' H2C3 67.9(13) . 14_644 ?
C1C' C2C' H2C4 109.4 . . ?
C1C' C2C' H2C5 109.2 . . ?
H2C4 C2C' H2C5 109.5 . . ?
C1C' C2C' H2C6 109.8 . . ?
H2C4 C2C' H2C6 109.5 . . ?
H2C5 C2C' H2C6 109.5 . . ?
C1C' C2C' H2C1 37.0(14) . 14_644 ?
H2C4 C2C' H2C1 87.4 . 14_644 ?
H2C5 C2C' H2C1 146.1 . 14_644 ?
H2C6 C2C' H2C1 91.0 . 14_644 ?
C1C' C2C' H2C2 44.0(19) . 14_644 ?
H2C4 C2C' H2C2 86.4 . 14_644 ?
H2C5 C2C' H2C2 83.3 . 14_644 ?
H2C6 C2C' H2C2 153.6 . 14_644 ?
C1C' C2C' H2C3 39.7(7) . 14_644 ?
H2C4 C2C' H2C3 149.1 . 14_644 ?
H2C5 C2C' H2C3 88.4 . 14_644 ?
H2C6 C2C' H2C3 86.6 . 14_644 ?
C1C' C2C' H2C4 109.44(16) . 14_644 ?
H2C4 C2C' H2C4 139.7 . 14_644 ?
H2C5 C2C' H2C4 46.5 . 14_644 ?
H2C6 C2C' H2C4 66.0 . 14_644 ?
C1C' C2C' H2C5 109.2(13) . 14_644 ?
H2C4 C2C' H2C5 46.5 . 14_644 ?
H2C5 C2C' H2C5 66.0 . 14_644 ?
H2C6 C2C' H2C5 139.7 . 14_644 ?
H2C4 C2C' H2C5 109.5 14_644 14_644 ?
C1C' C2C' H2C6 109.8(14) . 14_644 ?
H2C4 C2C' H2C6 66.0 . 14_644 ?
H2C5 C2C' H2C6 139.7 . 14_644 ?
H2C6 C2C' H2C6 46.5 . 14_644 ?
H2C1 C2C' H2C6 73.8 14_644 14_644 ?
H2C2 C2C' H2C6 133.6 14_644 14_644 ?
H2C3 C2C' H2C6 116.2 14_644 14_644 ?
H2C4 C2C' H2C6 109.5 14_644 14_644 ?
H2C5 C2C' H2C6 109.5 14_644 14_644 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 P1 O1 C8 53.4(5) . . . . ?
O1 P1 O1 C8 -74.0(5) 14_644 . . . ?
C15 P1 O1 C8 -179.8(4) . . . . ?
C2 C1 N2 C1 -3.2(5) . . . 5_565 ?
C3 C1 N2 C1 178.9(2) . . . 5_565 ?
N2 C1 C2 C2 1.9(3) . . . 5_565 ?
C3 C1 C2 C2 179.5(3) . . . 5_565 ?
C2 C1 C3 C18 -115.7(5) . . . . ?
N2 C1 C3 C18 61.6(4) . . . . ?
C2 C1 C3 C4 124.2(5) . . . . ?
N2 C1 C3 C4 -58.5(4) . . . . ?
C2 C1 C3 C10 3.1(6) . . . . ?
N2 C1 C3 C10 -179.6(3) . . . . ?
C1 C3 C4 C5 -9.9(4) . . . . ?
C18 C3 C4 C5 -131.2(3) . . . . ?
C10 C3 C4 C5 111.4(4) . . . . ?
C1 C3 C4 C9 171.6(3) . . . . ?
C18 C3 C4 C9 50.3(4) . . . . ?
C10 C3 C4 C9 -67.1(4) . . . . ?
C9 C4 C5 C6 -2.5(5) . . . . ?
C3 C4 C5 C6 179.0(3) . . . . ?
C4 C5 C6 C7 1.6(5) . . . . ?
C5 C6 C7 C8 0.1(5) . . . . ?
C5 C6 C7 C17 179.6(3) . . . . ?
C6 C7 C8 C9 -0.8(5) . . . . ?
C17 C7 C8 C9 179.7(4) . . . . ?
C6 C7 C8 O1 175.6(3) . . . . ?
C17 C7 C8 O1 -3.9(5) . . . . ?
P1 O1 C8 C9 -42.0(6) . . . . ?
P1 O1 C8 C7 141.6(4) . . . . ?
C7 C8 C9 C4 -0.1(6) . . . . ?
O1 C8 C9 C4 -176.3(4) . . . . ?
C5 C4 C9 C8 1.7(5) . . . . ?
C3 C4 C9 C8 -179.7(3) . . . . ?
C1 C3 C10 C11 73.2(4) . . . . ?
C18 C3 C10 C11 -167.1(3) . . . . ?
C4 C3 C10 C11 -50.1(4) . . . . ?
C3 C10 C11 C12 -176.3(6) . . . . ?
C3 C10 C11 C12' -154.8(7) . . . . ?
C3 C10 C11 C12" 171.3(17) . . . . ?
C10 C11 C12 C13 -175.5(7) . . . . ?
C11 C12 C13 Cl1 -67.8(11) . . . . ?
C10 C11 C12' C13' -172.5(7) . . . . ?
C11 C12' C13' Cl1' 77.4(13) . . . . ?
C10 C11 C12" C13" 141(3) . . . . ?
C11 C12" C13" Cl1" 158(3) . . . . ?
O2 P1 C15 C16 180.000(3) . . . . ?
O1 P1 C15 C16 -53.97(17) 14_644 . . . ?
O1 P1 C15 C16 53.97(17) . . . . ?
C18 N1 C18 C19 2.6(5) 14_644 . . . ?
C18 N1 C18 C3 -175.8(2) 14_644 . . . ?
C1 C3 C18 N1 -84.4(4) . . . . ?
C4 C3 C18 N1 38.6(4) . . . . ?
C10 C3 C18 N1 156.3(4) . . . . ?
C1 C3 C18 C19 97.7(4) . . . . ?
C4 C3 C18 C19 -139.3(4) . . . . ?
C10 C3 C18 C19 -21.6(5) . . . . ?
N1 C18 C19 C19 -1.6(3) . . . 14_644 ?
C3 C18 C19 C19 176.6(3) . . . 14_644 ?

_refine_diff_density_max         0.607
_refine_diff_density_min         -0.408
_refine_diff_density_rms         0.056
