# Electronic Supplementary Material (ESI) for Chemical Communications.
# 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).
# 
# 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 
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data_mj19075_0m
_database_code_depnum_ccdc_archive 'CCDC 1908955'
loop_
_audit_author_name
_audit_author_address
'Lei Ye'
;Zhejiang university
China
;
_audit_update_record             
;
2019-06-10 deposited with the CCDC.	2019-06-20 downloaded from the CCDC.
;
_audit_creation_date             2019-06-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '4(Cl), C44 H40 N8 O4'
_chemical_formula_sum            'C44 H40 Cl4 N8 O4'
_chemical_formula_weight         886.64
_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 0.0150 0.0070 '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 0.3290 0.5400 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0250 0.0140 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0410 0.0250 '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           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.5445(18)
_cell_length_b                   14.095(2)
_cell_length_c                   17.622(3)
_cell_angle_alpha                89.490(12)
_cell_angle_beta                 79.110(11)
_cell_angle_gamma                84.227(13)
_cell_volume                     2558.8(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2275
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      50.81
_cell_measurement_theta_min      3.55
_shelx_estimated_absorpt_T_max   0.984
_shelx_estimated_absorpt_T_min   0.856
_exptl_absorpt_coefficient_mu    1.608
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.3290
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1501 before and 0.0875 after correction. The Ratio of minimum to maximum transmission is 0.4382. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.151
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2064
_diffrn_reflns_av_unetI/netI     0.2731
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            28278
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         55.582
_diffrn_reflns_theta_min         4.619
_diffrn_ambient_temperature      170.02
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3523
_reflns_number_total             9697
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         1.732
_refine_diff_density_min         -0.564
_refine_diff_density_rms         0.186
_refine_ls_extinction_coef       0.050(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/1 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     518
_refine_ls_number_reflns         9697
_refine_ls_number_restraints     456
_refine_ls_R_factor_all          0.2672
_refine_ls_R_factor_gt           0.1609
_refine_ls_restrained_S_all      1.031
_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          0.3664
_refine_ls_wR_factor_ref         0.4500
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3.a Secondary CH2 refined with riding coordinates:
 C21(H30A,H30B), C38(H42A,H42B), C30(H43A,H43B), C1(H45A,H45B), C20(H51A,H51B),
  C37(H54A,H54B), C23(H59A,H59B), C8(H68A,H68B)
3.b Aromatic/amide H refined with riding coordinates:
 C17(H3), C41(H14), C11(H16), C33(H18), C31(H26), C34(H27), C40(H29), C19(H32),
  C16(H33), C13(H41), C35(H46), C9(H48), C43(H49), C22(H52), C12(H56), C25(H61),
  C27(H77), C29(H63), C26(H69), C6(H72), C7(H47), C3(H12), C4(H55), C44(H78)
3.c Fitted hexagon refined as free rotating group:
 C25(C27,C28,C29,C26,C24), C5(C6,C7,C2,C3,C4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
Cl1 Cl -0.13552(16) 0.66323(15) -0.07117(11) 0.0536(6) Uani 1 1 d . U . . .
Cl2 Cl -0.28501(16) 0.53480(16) 0.16135(11) 0.0568(6) Uani 1 1 d . U . . .
Cl3 Cl -0.82950(19) 0.86004(17) 0.00154(14) 0.0676(7) Uani 1 1 d . U . . .
C2 C -0.3210(13) 0.4071(10) -0.0744(7) 0.098(3) Uani 1 1 d . U . . .
C3 C -0.2196(14) 0.5144(14) -0.2744(9) 0.144(6) Uani 1 1 d . U . . .
H3 H -0.257786 0.539477 -0.316034 0.173 Uiso 1 1 calc R . . . .
N5 N -0.2364(12) 0.8823(10) 0.0217(7) 0.131(4) Uani 1 1 d . U . . .
N8 N -0.4896(12) 0.2803(10) 0.1877(7) 0.123(4) Uani 1 1 d . U . . .
N9 N -0.2682(10) 0.3879(10) -0.0118(6) 0.115(3) Uani 1 1 d . U . . .
C10 C -0.0766(13) 0.5014(10) -0.2757(7) 0.105(4) Uani 1 1 d . U . . .
C11 C -0.2012(15) 0.9298(11) -0.1099(9) 0.116(4) Uani 1 1 d . U . . .
N13 N -0.3854(12) 0.7998(11) 0.1489(8) 0.137(4) Uani 1 1 d . U . . .
C14 C -0.6497(14) 0.8109(12) 0.1702(9) 0.130(5) Uani 1 1 d . U . . .
H14 H -0.741220 0.811842 0.175571 0.156 Uiso 1 1 calc R . . . .
C15 C -0.4703(12) 0.3418(11) 0.0607(8) 0.104(4) Uani 1 1 d . U . . .
C16 C -0.3411(13) 0.3530(11) 0.0545(8) 0.109(4) Uani 1 1 d . U . . .
H16 H -0.300135 0.336299 0.097001 0.131 Uiso 1 1 calc R . . . .
N17 N -0.1128(11) 0.4321(10) -0.1521(7) 0.125(4) Uani 1 1 d . U . . .
C18 C -0.1526(14) 0.9171(12) -0.0445(9) 0.125(5) Uani 1 1 d . U . . .
H18 H -0.066801 0.930534 -0.042379 0.150 Uiso 1 1 calc R . . . .
C19 C -0.4449(14) 0.8375(12) 0.0906(8) 0.115(4) Uani 1 1 d . U . . .
O21 O 0.0688(11) 0.5945(10) -0.4548(7) 0.171(5) Uani 1 1 d . U . . .
O22 O -0.5758(11) 0.2438(9) 0.2478(6) 0.139(4) Uani 1 1 d . U . . .
C23 C -0.5886(15) 0.7722(14) 0.2284(9) 0.130(5) Uani 1 1 d . U . . .
N24 N -0.5987(13) 0.6994(11) 0.3482(8) 0.143(5) Uani 1 1 d . U . . .
N25 N -0.0374(11) 0.5706(10) -0.3970(6) 0.119(4) Uani 1 1 d . U . . .
C26 C -0.1179(17) 0.9672(14) -0.1726(10) 0.139(5) Uani 1 1 d . U . . .
H26 H -0.031145 0.976498 -0.169194 0.167 Uiso 1 1 calc R . . . .
C27 C -0.3330(15) 0.9219(13) -0.1135(10) 0.137(5) Uani 1 1 d . U . . .
H27 H -0.369163 0.937779 -0.157935 0.164 Uiso 1 1 calc R . . . .
N28 N -0.1614(13) 0.9880(12) -0.2334(8) 0.144(5) Uani 1 1 d . U . . .
C29 C -0.5797(15) 0.8477(13) 0.1053(9) 0.134(5) Uani 1 1 d . U . . .
H29 H -0.624258 0.880894 0.069401 0.160 Uiso 1 1 calc R . . . .
C30 C -0.1379(12) 0.4042(13) -0.0160(8) 0.129(5) Uani 1 1 d . U . . .
H30A H -0.102396 0.365142 0.023605 0.155 Uiso 1 1 calc R . . . .
H30B H -0.134199 0.472074 -0.003312 0.155 Uiso 1 1 calc R . . . .
C31 C -0.3642(13) 0.8705(11) 0.0230(8) 0.108(4) Uani 1 1 d . U . . .
C32 C -0.0325(15) 0.4582(14) -0.2177(9) 0.143(6) Uani 1 1 d . U . . .
H32 H 0.058604 0.444701 -0.221716 0.171 Uiso 1 1 calc R . . . .
C33 C -0.2947(14) 0.4830(13) -0.1994(8) 0.129(5) Uani 1 1 d . U . . .
H33 H -0.386666 0.491775 -0.192503 0.155 Uiso 1 1 calc R . . . .
C34 C -0.2455(14) 0.4450(11) -0.1431(8) 0.109(4) Uani 1 1 d . U . . .
O35 O -0.6817(11) 0.6734(10) 0.4137(7) 0.160(4) Uani 1 1 d . U . . .
C41 C -0.4532(14) 0.4010(11) -0.0688(9) 0.115(4) Uani 1 1 d . U . . .
H41 H -0.493407 0.421784 -0.110728 0.138 Uiso 1 1 calc R . . . .
C42 C -0.2365(14) 0.7808(13) 0.1322(10) 0.135(5) Uani 1 1 d . U . . .
H42A H -0.204737 0.768865 0.181153 0.162 Uiso 1 1 calc R . . . .
H42B H -0.209202 0.723745 0.098509 0.162 Uiso 1 1 calc R . . . .
C43 C -0.102(2) 1.0330(14) -0.3604(10) 0.164(6) Uani 1 1 d . U . . .
H43A H -0.061061 1.081823 -0.394773 0.197 Uiso 1 1 calc R . . . .
H43B H -0.197270 1.049171 -0.350916 0.197 Uiso 1 1 calc R . . . .
C45 C -0.6083(16) 0.6144(13) 0.4608(9) 0.140(5) Uani 1 1 d . U . . .
H45A H -0.659285 0.611561 0.513936 0.168 Uiso 1 1 calc R . . . .
H45B H -0.526813 0.642328 0.463643 0.168 Uiso 1 1 calc R . . . .
C46 C -0.4072(13) 0.8872(11) -0.0429(8) 0.117(4) Uani 1 1 d . U . . .
H46 H -0.494016 0.875177 -0.043540 0.140 Uiso 1 1 calc R . . . .
C48 C -0.5425(14) 0.3018(12) 0.1310(8) 0.118(4) Uani 1 1 d . U . . .
H48 H -0.631042 0.292023 0.133699 0.141 Uiso 1 1 calc R . . . .
C49 C -0.4521(15) 0.7648(13) 0.2152(10) 0.136(5) Uani 1 1 d . U . . .
H49 H -0.406705 0.735630 0.252467 0.163 Uiso 1 1 calc R . . . .
C51 C -0.0590(13) 0.3829(14) -0.0885(8) 0.135(6) Uani 1 1 d . U . . .
H51A H -0.050407 0.313112 -0.097606 0.162 Uiso 1 1 calc R . . . .
H51B H 0.028690 0.402198 -0.088530 0.162 Uiso 1 1 calc R . . . .
C52 C 0.0101(13) 0.5311(12) -0.3401(8) 0.120(5) Uani 1 1 d . U . . .
H52 H 0.101120 0.522564 -0.341945 0.144 Uiso 1 1 calc R . . . .
C54 C -0.1845(16) 0.8599(15) 0.0959(10) 0.164(7) Uani 1 1 d . U . . .
H54A H -0.088676 0.847556 0.083430 0.197 Uiso 1 1 calc R . . . .
H54B H -0.206963 0.915703 0.131375 0.197 Uiso 1 1 calc R . . . .
C56 C -0.5309(14) 0.3639(12) -0.0006(8) 0.119(4) Uani 1 1 d . U . . .
H56 H -0.619720 0.355240 0.001659 0.142 Uiso 1 1 calc R . . . .
O58 O -0.0567(14) 1.0313(10) -0.2892(7) 0.178(5) Uani 1 1 d . U . . .
C59 C 0.0104(16) 0.6551(13) -0.5068(9) 0.141(5) Uani 1 1 d . U . . .
H59A H -0.072276 0.632480 -0.514429 0.169 Uiso 1 1 calc R . . . .
H59B H 0.069257 0.656674 -0.557656 0.169 Uiso 1 1 calc R . . . .
C61 C 0.0567(12) 0.7820(10) -0.4131(9) 0.208(10) Uani 1 1 d . U . . .
H61 H 0.123237 0.738039 -0.399833 0.250 Uiso 1 1 calc R . . . .
C77 C 0.0303(14) 0.8717(11) -0.3782(8) 0.229(12) Uani 1 1 d G U . . .
H77 H 0.078780 0.889080 -0.341185 0.275 Uiso 1 1 calc R . . . .
C80 C -0.0671(14) 0.9360(8) -0.3976(7) 0.150(6) Uani 1 1 d G U . . .
C63 C -0.1381(11) 0.9105(9) -0.4518(7) 0.162(6) Uani 1 1 d G U . . .
H63 H -0.204685 0.954466 -0.465086 0.194 Uiso 1 1 calc R . . . .
C69 C -0.1117(11) 0.8208(10) -0.4867(6) 0.158(6) Uani 1 1 d G U . . .
H69 H -0.160230 0.803426 -0.523735 0.190 Uiso 1 1 calc R . . . .
C53 C -0.0143(13) 0.7565(8) -0.4673(8) 0.148(5) Uani 1 1 d G U . . .
C68 C -0.5158(16) 0.2344(13) 0.3114(8) 0.134(5) Uani 1 1 d . U . . .
H68A H -0.421895 0.214988 0.294100 0.161 Uiso 1 1 calc R . . . .
H68B H -0.553307 0.184315 0.345731 0.161 Uiso 1 1 calc R . . . .
C75 C -0.5349(11) 0.3301(7) 0.3560(6) 0.132(4) Uani 1 1 d . U . . .
C72 C -0.4488(10) 0.3975(10) 0.3315(6) 0.191(8) Uani 1 1 d G U . . .
H72 H -0.376155 0.382161 0.291139 0.229 Uiso 1 1 calc R . . . .
C47 C -0.4691(10) 0.4875(9) 0.3659(7) 0.163(6) Uani 1 1 d G U . . .
H47 H -0.410234 0.533583 0.349159 0.195 Uiso 1 1 calc R . . . .
C38 C -0.5754(11) 0.5100(7) 0.4249(6) 0.140(5) Uani 1 1 d G U . . .
C12 C -0.6615(8) 0.4426(9) 0.4494(5) 0.128(4) Uani 1 1 d G U . . .
H12 H -0.734148 0.457966 0.489733 0.154 Uiso 1 1 calc R . . . .
C55 C -0.6412(9) 0.3526(8) 0.4150(6) 0.138(5) Uani 1 1 d G U . . .
H55 H -0.700071 0.306543 0.431714 0.165 Uiso 1 1 calc R . . . .
C78 C -0.6691(17) 0.7363(13) 0.2972(9) 0.140(5) Uani 1 1 d . U . . .
H78 H -0.761003 0.738738 0.304914 0.168 Uiso 1 1 calc R . . . .
Cl4 Cl -0.2148(2) 0.7008(2) 0.34026(13) 0.0811(8) Uani 1 1 d . 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
C2 N9 1.339(15) . ?
C2 C34 1.448(18) . ?
C2 C41 1.389(17) . ?
C3 C10 1.496(18) . ?
C3 C33 1.50(2) . ?
N5 C18 1.440(18) . ?
N5 C31 1.370(16) . ?
N5 C54 1.528(18) . ?
N8 O22 1.390(14) . ?
N8 C48 1.254(15) . ?
N9 C16 1.387(17) . ?
N9 C30 1.404(15) . ?
C10 C32 1.319(17) . ?
C10 C52 1.405(18) . ?
C11 C18 1.350(17) . ?
C11 C26 1.41(2) . ?
C11 C27 1.418(19) . ?
N13 C19 1.377(17) . ?
N13 C42 1.538(18) . ?
N13 C49 1.361(19) . ?
C14 C23 1.391(19) . ?
C14 C29 1.37(2) . ?
C15 C16 1.371(17) . ?
C15 C48 1.467(19) . ?
C15 C56 1.374(16) . ?
N17 C32 1.369(18) . ?
N17 C34 1.372(16) . ?
N17 C51 1.486(17) . ?
C19 C29 1.389(19) . ?
C19 C31 1.431(19) . ?
O21 N25 1.429(14) . ?
O21 C59 1.430(16) . ?
O22 C68 1.387(15) . ?
C23 C49 1.408(19) . ?
C23 C78 1.46(2) . ?
N24 O35 1.380(15) . ?
N24 C78 1.340(17) . ?
N25 C52 1.300(16) . ?
C26 N28 1.264(18) . ?
C27 C46 1.45(2) . ?
N28 O58 1.507(17) . ?
C30 C51 1.404(18) . ?
C31 C46 1.335(16) . ?
C33 C34 1.292(17) . ?
O35 C45 1.443(18) . ?
C41 C56 1.446(19) . ?
C42 C54 1.39(2) . ?
C43 O58 1.424(18) . ?
C43 C80 1.50(2) . ?
C45 C38 1.59(2) . ?
C59 C53 1.57(2) . ?
C61 C77 1.3900 . ?
C61 C53 1.3900 . ?
C77 C80 1.3900 . ?
C80 C63 1.3900 . ?
C63 C69 1.3900 . ?
C69 C53 1.3900 . ?
C68 C75 1.544(19) . ?
C75 C72 1.3900 . ?
C75 C55 1.3900 . ?
C72 C47 1.3900 . ?
C47 C38 1.3900 . ?
C38 C12 1.3900 . ?
C12 C55 1.3900 . ?

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
N9 C2 C34 120.3(12) . . ?
N9 C2 C41 118.7(13) . . ?
C41 C2 C34 120.5(12) . . ?
C33 C3 C10 111.4(13) . . ?
C18 N5 C54 119.7(11) . . ?
C31 N5 C18 123.1(12) . . ?
C31 N5 C54 117.1(13) . . ?
C48 N8 O22 111.4(12) . . ?
C2 N9 C16 120.4(12) . . ?
C2 N9 C30 117.9(12) . . ?
C16 N9 C30 121.7(11) . . ?
C32 C10 C3 119.7(14) . . ?
C32 C10 C52 120.4(14) . . ?
C52 C10 C3 119.9(13) . . ?
C18 C11 C26 115.3(14) . . ?
C18 C11 C27 123.4(15) . . ?
C26 C11 C27 120.5(14) . . ?
C19 N13 C42 118.0(13) . . ?
C49 N13 C19 123.0(13) . . ?
C49 N13 C42 118.2(13) . . ?
C29 C14 C23 120.7(14) . . ?
C16 C15 C48 120.3(12) . . ?
C16 C15 C56 119.8(13) . . ?
C56 C15 C48 119.8(12) . . ?
C15 C16 N9 122.2(12) . . ?
C32 N17 C34 122.4(12) . . ?
C32 N17 C51 120.9(12) . . ?
C34 N17 C51 116.6(12) . . ?
C11 C18 N5 117.1(13) . . ?
N13 C19 C29 116.8(14) . . ?
N13 C19 C31 117.8(13) . . ?
C29 C19 C31 125.2(14) . . ?
N25 O21 C59 104.8(11) . . ?
C68 O22 N8 107.6(11) . . ?
C14 C23 C49 117.8(15) . . ?
C14 C23 C78 118.2(14) . . ?
C49 C23 C78 123.9(15) . . ?
C78 N24 O35 109.0(13) . . ?
C52 N25 O21 107.8(11) . . ?
N28 C26 C11 118.4(16) . . ?
C11 C27 C46 113.6(14) . . ?
C26 N28 O58 107.8(14) . . ?
C14 C29 C19 121.5(15) . . ?
N9 C30 C51 113.9(13) . . ?
N5 C31 C19 121.4(12) . . ?
C46 C31 N5 116.5(14) . . ?
C46 C31 C19 122.1(13) . . ?
C10 C32 N17 122.7(14) . . ?
C34 C33 C3 125.8(14) . . ?
N17 C34 C2 117.8(12) . . ?
C33 C34 C2 124.1(13) . . ?
C33 C34 N17 117.8(14) . . ?
N24 O35 C45 109.1(12) . . ?
C2 C41 C56 121.6(13) . . ?
C54 C42 N13 108.9(15) . . ?
O58 C43 C80 108.2(14) . . ?
O35 C45 C38 109.8(11) . . ?
C31 C46 C27 125.7(14) . . ?
N8 C48 C15 121.3(13) . . ?
N13 C49 C23 119.6(14) . . ?
C30 C51 N17 112.1(13) . . ?
N25 C52 C10 118.4(13) . . ?
C42 C54 N5 110.9(13) . . ?
C15 C56 C41 116.9(13) . . ?
C43 O58 N28 103.8(14) . . ?
O21 C59 C53 105.2(13) . . ?
C77 C61 C53 120.0 . . ?
C80 C77 C61 120.0 . . ?
C77 C80 C43 122.3(12) . . ?
C77 C80 C63 120.0 . . ?
C63 C80 C43 117.7(12) . . ?
C69 C63 C80 120.0 . . ?
C53 C69 C63 120.0 . . ?
C61 C53 C59 121.7(11) . . ?
C69 C53 C59 118.3(11) . . ?
C69 C53 C61 120.0 . . ?
O22 C68 C75 109.8(13) . . ?
C72 C75 C68 118.3(10) . . ?
C72 C75 C55 120.0 . . ?
C55 C75 C68 121.5(10) . . ?
C75 C72 C47 120.0 . . ?
C38 C47 C72 120.0 . . ?
C47 C38 C45 121.4(10) . . ?
C12 C38 C45 118.4(10) . . ?
C12 C38 C47 120.0 . . ?
C55 C12 C38 120.0 . . ?
C12 C55 C75 120.0 . . ?
N24 C78 C23 112.4(15) . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.500 0.000 0.500 583.3 167.8 ?

_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_wmj18156
_database_code_depnum_ccdc_archive 'CCDC 1908956'
loop_
_audit_author_name
_audit_author_address
'Jiyong Liu'
;Zhejiang university
China
;
_audit_update_record             
;
2019-04-09 deposited with the CCDC.	2019-06-20 downloaded from the CCDC.
;
_audit_creation_date             2018-09-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '4(F6 P), C44 H40 N8 O4, C2 H3 N'
_chemical_formula_sum            'C46 H43 F24 N9 O4 P4'
_chemical_formula_weight         1365.77
_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 0.0148 0.0070 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0599 0.0411 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0253 0.0136 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2596 0.3354 '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           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.6025(11)
_cell_length_b                   16.878(2)
_cell_length_c                   17.2459(18)
_cell_angle_alpha                115.767(7)
_cell_angle_beta                 91.170(8)
_cell_angle_gamma                91.512(7)
_cell_volume                     3038.5(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3366
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      46.849
_cell_measurement_theta_min      4.247
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.844
_exptl_absorpt_coefficient_mu    1.459
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.3328
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1467 before and 0.0929 after correction. The Ratio of minimum to maximum transmission is 0.4433. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.493
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1380
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1747
_diffrn_reflns_av_unetI/netI     0.2280
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            33945
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         55.306
_diffrn_reflns_theta_min         4.245
_diffrn_ambient_temperature      170.01
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4672
_reflns_number_total             11498
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.208
_refine_diff_density_min         -0.523
_refine_diff_density_rms         0.118
_refine_ls_extinction_coef       0.0048(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     786
_refine_ls_number_reflns         11498
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2428
_refine_ls_R_factor_gt           0.1467
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0500P)²+20.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3276
_refine_ls_wR_factor_ref         0.3903
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C15(H15A,H15B), C22(H22A,H22B), C34(H34A,H34B),
 C35(H35A,H35B), C37(H37A,H37B), C44(H44A,H44B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C4(H4), C6(H6), C9(H9), C11(H11), C12(H12), C14(H14),
 C17(H17), C18(H18), C20(H20), C21(H21), C23(H23), C25(H25), C26(H26), C27(H27),
  C30(H30), C31(H31), C33(H33), C36(H36), C39(H39), C40(H40), C42(H42), C43(H43)
2.c Idealised Me refined as rotating group:
 C45(H45A,H45B,H45C)
;
_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
P1 P 0.6164(2) 0.29874(17) 0.43634(17) 0.0534(7) Uani 1 1 d . . . . .
F1 F 0.5124(7) 0.2762(8) 0.4753(8) 0.172(5) Uani 1 1 d . . . . .
F2 F 0.6560(16) 0.2087(7) 0.4074(9) 0.231(8) Uani 1 1 d . . . . .
F3 F 0.5460(10) 0.2933(9) 0.3593(7) 0.193(6) Uani 1 1 d . . . . .
F4 F 0.7243(7) 0.3398(8) 0.4116(8) 0.161(5) Uani 1 1 d . . . . .
F5 F 0.5761(9) 0.3964(5) 0.4759(8) 0.162(5) Uani 1 1 d . . . . .
F6 F 0.6855(9) 0.3126(10) 0.5185(7) 0.195(7) Uani 1 1 d . . . . .
P2 P 0.7384(2) 0.55303(17) 0.71303(16) 0.0519(7) Uani 1 1 d . . . . .
F13 F 0.8618(5) 0.5514(5) 0.7544(4) 0.084(2) Uani 1 1 d . . . . .
F14 F 0.7185(10) 0.4567(5) 0.6950(7) 0.150(4) Uani 1 1 d . . . . .
F15 F 0.6165(5) 0.5539(5) 0.6702(5) 0.091(2) Uani 1 1 d . . . . .
F16 F 0.7935(6) 0.5235(6) 0.6235(4) 0.101(2) Uani 1 1 d . . . . .
F17 F 0.7600(9) 0.6518(5) 0.7304(6) 0.133(3) Uani 1 1 d . . . . .
F18 F 0.6903(8) 0.5894(8) 0.8052(5) 0.150(4) Uani 1 1 d . . . . .
P3 P 1.1951(3) 0.1787(2) 0.5531(2) 0.0710(9) Uani 1 1 d . . . . .
F7 F 1.1203(7) 0.1279(6) 0.5921(7) 0.138(4) Uani 1 1 d . . . . .
F8 F 1.2463(12) 0.0911(5) 0.4945(7) 0.179(6) Uani 1 1 d . . . . .
F9 F 1.0993(15) 0.1682(7) 0.4849(9) 0.241(9) Uani 1 1 d . . . . .
F10 F 1.2698(9) 0.2321(6) 0.5170(9) 0.167(5) Uani 1 1 d . . . . .
F11 F 1.2933(9) 0.1893(6) 0.6228(7) 0.147(4) Uani 1 1 d . . . . .
F12 F 1.1407(9) 0.2673(6) 0.6097(7) 0.143(4) Uani 1 1 d . . . . .
P4 P 0.3354(4) 0.4560(2) 0.8459(2) 0.0902(12) Uani 1 1 d . . . . .
F19 F 0.4150(8) 0.4484(6) 0.7735(5) 0.123(3) Uani 1 1 d . . . . .
F20 F 0.3447(8) 0.3529(6) 0.8080(10) 0.180(5) Uani 1 1 d . . . . .
F21 F 0.4428(12) 0.4573(6) 0.9024(6) 0.165(5) Uani 1 1 d . . . . .
F22 F 0.3380(15) 0.5560(6) 0.8758(7) 0.205(7) Uani 1 1 d . . . . .
F23 F 0.2344(8) 0.4530(8) 0.7830(9) 0.171(5) Uani 1 1 d . . . . .
F24 F 0.255(2) 0.4531(19) 0.9080(15) 0.45(2) Uani 1 1 d . . . . .
O1 O 1.0372(6) 0.8809(4) 0.7695(5) 0.068(2) Uani 1 1 d . . . . .
O2 O 0.4948(7) 0.1763(4) 0.0797(4) 0.067(2) Uani 1 1 d . . . . .
O3 O 0.4641(9) -0.0672(5) 0.3094(6) 0.098(3) Uani 1 1 d . . . . .
O4 O 0.9957(8) 0.6351(6) 1.0168(5) 0.088(3) Uani 1 1 d . . . . .
N1 N 0.9728(8) 0.8087(5) 0.7089(6) 0.062(2) Uani 1 1 d . . . . .
N2 N 0.8117(6) 0.6039(5) 0.4940(5) 0.0467(18) Uani 1 1 d . . . . .
N3 N 0.7015(7) 0.4725(5) 0.3427(5) 0.0445(18) Uani 1 1 d . . . . .
N4 N 0.5340(8) 0.2496(5) 0.1521(5) 0.055(2) Uani 1 1 d . . . . .
N5 N 0.4996(11) 0.0083(6) 0.3847(6) 0.077(3) Uani 1 1 d . . . . .
N6 N 0.6317(7) 0.2061(5) 0.6090(5) 0.054(2) Uani 1 1 d . . . . .
N7 N 0.7192(7) 0.3307(5) 0.7712(5) 0.051(2) Uani 1 1 d . . . . .
N8 N 0.9836(8) 0.5598(6) 0.9366(6) 0.069(2) Uani 1 1 d . . . . .
C1 C 1.0296(9) 0.7708(6) 0.6408(7) 0.057(3) Uani 1 1 d . . . . .
H1 H 1.105263 0.791900 0.637599 0.068 Uiso 1 1 calc R . . . .
C2 C 0.9765(8) 0.6939(6) 0.5671(6) 0.044(2) Uani 1 1 d . . . . .
C3 C 1.0402(8) 0.6473(6) 0.4973(7) 0.055(3) Uani 1 1 d . . . . .
H3 H 1.119170 0.663509 0.497155 0.066 Uiso 1 1 calc R . . . .
C4 C 0.9898(9) 0.5760(7) 0.4261(7) 0.058(3) Uani 1 1 d . . . . .
H4 H 1.034882 0.542355 0.378248 0.069 Uiso 1 1 calc R . . . .
C5 C 0.8751(8) 0.5549(6) 0.4257(6) 0.046(2) Uani 1 1 d . . . . .
C6 C 0.8581(8) 0.6726(6) 0.5634(6) 0.049(2) Uani 1 1 d . . . . .
H6 H 0.811042 0.706739 0.609748 0.059 Uiso 1 1 calc R . . . .
C7 C 0.6861(8) 0.5797(6) 0.4914(6) 0.050(2) Uani 1 1 d . . . . .
H7A H 0.676066 0.531864 0.509609 0.060 Uiso 1 1 calc R . . . .
H7B H 0.644607 0.631220 0.531538 0.060 Uiso 1 1 calc R . . . .
C8 C 0.6387(8) 0.5504(6) 0.4032(6) 0.048(2) Uani 1 1 d . . . . .
H8A H 0.646753 0.598899 0.385794 0.058 Uiso 1 1 calc R . . . .
H8B H 0.555543 0.534371 0.400948 0.058 Uiso 1 1 calc R . . . .
C9 C 0.6479(8) 0.4050(6) 0.2789(6) 0.049(2) Uani 1 1 d . . . . .
H9 H 0.566321 0.405046 0.273265 0.059 Uiso 1 1 calc R . . . .
C10 C 0.7039(9) 0.3353(6) 0.2207(6) 0.051(2) Uani 1 1 d . . . . .
C11 C 0.8240(9) 0.3380(6) 0.2313(6) 0.055(3) Uani 1 1 d . . . . .
H11 H 0.866350 0.290206 0.192684 0.066 Uiso 1 1 calc R . . . .
C12 C 0.8833(8) 0.4097(6) 0.2979(6) 0.046(2) Uani 1 1 d . . . . .
H12 H 0.964992 0.411561 0.304498 0.056 Uiso 1 1 calc R . . . .
C13 C 0.8187(8) 0.4776(6) 0.3535(6) 0.048(2) Uani 1 1 d . . . . .
C14 C 0.6463(9) 0.2609(6) 0.1515(6) 0.055(3) Uani 1 1 d . . . . .
H14 H 0.689183 0.220204 0.105842 0.066 Uiso 1 1 calc R . . . .
C15 C 0.3777(9) 0.1582(7) 0.0920(7) 0.064(3) Uani 1 1 d . . . . .
H15A H 0.337462 0.126163 0.035124 0.076 Uiso 1 1 calc R . . . .
H15B H 0.339164 0.214489 0.123296 0.076 Uiso 1 1 calc R . . . .
C16 C 0.3672(9) 0.1036(6) 0.1424(7) 0.057(3) Uani 1 1 d . . . . .
C17 C 0.3762(9) 0.0139(7) 0.1022(7) 0.065(3) Uani 1 1 d . . . . .
H17 H 0.383951 -0.014690 0.041519 0.078 Uiso 1 1 calc R . . . .
C18 C 0.3741(11) -0.0360(7) 0.1485(8) 0.075(3) Uani 1 1 d . . . . .
H18 H 0.386576 -0.097309 0.120412 0.090 Uiso 1 1 calc R . . . .
C19 C 0.3543(10) 0.0033(7) 0.2337(8) 0.068(3) Uani 1 1 d . . . . .
C20 C 0.3478(10) 0.0933(8) 0.2770(7) 0.074(3) Uani 1 1 d . . . . .
H20 H 0.340583 0.120939 0.337778 0.088 Uiso 1 1 calc R . . . .
C21 C 0.3521(9) 0.1451(7) 0.2293(7) 0.060(3) Uani 1 1 d . . . . .
H21 H 0.344498 0.207104 0.257675 0.072 Uiso 1 1 calc R . . . .
C22 C 0.3437(12) -0.0512(9) 0.2839(9) 0.087(4) Uani 1 1 d . . . . .
H22A H 0.302623 -0.108074 0.247979 0.104 Uiso 1 1 calc R . . . .
H22B H 0.298996 -0.019528 0.336109 0.104 Uiso 1 1 calc R . . . .
C23 C 0.6045(14) 0.0029(8) 0.4035(7) 0.078(4) Uani 1 1 d . . . . .
H23 H 0.648575 -0.045836 0.368789 0.093 Uiso 1 1 calc R . . . .
C24 C 0.6537(11) 0.0750(7) 0.4809(7) 0.062(3) Uani 1 1 d . . . . .
C25 C 0.5879(10) 0.1402(6) 0.5379(6) 0.059(3) Uani 1 1 d . . . . .
H25 H 0.507303 0.137957 0.525624 0.071 Uiso 1 1 calc R . . . .
C26 C 0.7722(10) 0.0822(7) 0.5019(7) 0.063(3) Uani 1 1 d . . . . .
H26 H 0.821479 0.038315 0.465423 0.075 Uiso 1 1 calc R . . . .
C27 C 0.8185(10) 0.1520(7) 0.5749(7) 0.064(3) Uani 1 1 d . . . . .
H27 H 0.899187 0.156444 0.587338 0.077 Uiso 1 1 calc R . . . .
C28 C 0.7497(9) 0.2138(6) 0.6285(7) 0.055(2) Uani 1 1 d . . . . .
C29 C 0.7917(9) 0.2894(6) 0.7065(7) 0.055(3) Uani 1 1 d . . . . .
C30 C 0.9059(10) 0.3215(7) 0.7180(7) 0.063(3) Uani 1 1 d . . . . .
H30 H 0.959827 0.293738 0.674506 0.076 Uiso 1 1 calc R . . . .
C31 C 0.9401(10) 0.3940(7) 0.7933(7) 0.066(3) Uani 1 1 d . . . . .
H31 H 1.017782 0.416054 0.801405 0.080 Uiso 1 1 calc R . . . .
C32 C 0.8607(10) 0.4354(7) 0.8580(7) 0.060(3) Uani 1 1 d . . . . .
C33 C 0.7528(9) 0.3994(7) 0.8446(7) 0.056(3) Uani 1 1 d . . . . .
H33 H 0.698943 0.423633 0.888947 0.067 Uiso 1 1 calc R . . . .
C34 C 0.5950(9) 0.2968(8) 0.7566(7) 0.067(3) Uani 1 1 d . . . . .
H34A H 0.587655 0.243575 0.766831 0.081 Uiso 1 1 calc R . . . .
H34B H 0.545655 0.342167 0.797460 0.081 Uiso 1 1 calc R . . . .
C35 C 0.5569(9) 0.2753(7) 0.6667(6) 0.058(3) Uani 1 1 d . . . . .
H35A H 0.475220 0.253837 0.656365 0.070 Uiso 1 1 calc R . . . .
H35B H 0.564261 0.328226 0.655981 0.070 Uiso 1 1 calc R . . . .
C36 C 0.8924(11) 0.5144(8) 0.9363(7) 0.072(3) Uani 1 1 d . . . . .
H36 H 0.846891 0.532069 0.985847 0.087 Uiso 1 1 calc R . . . .
C37 C 1.0856(11) 0.6913(9) 1.0133(8) 0.084(4) Uani 1 1 d . . . . .
H37A H 1.147290 0.654571 0.977929 0.101 Uiso 1 1 calc R . . . .
H37B H 1.118644 0.726125 1.072277 0.101 Uiso 1 1 calc R . . . .
C38 C 1.0507(10) 0.7528(8) 0.9772(6) 0.070(3) Uani 1 1 d . . . . .
C39 C 1.1168(10) 0.8304(8) 0.9977(7) 0.075(4) Uani 1 1 d . . . . .
H39 H 1.178113 0.845415 1.039680 0.090 Uiso 1 1 calc R . . . .
C40 C 1.0958(10) 0.8881(8) 0.9580(7) 0.070(3) Uani 1 1 d . . . . .
H40 H 1.143553 0.938967 0.970118 0.085 Uiso 1 1 calc R . . . .
C41 C 1.0011(9) 0.8646(7) 0.9006(7) 0.065(3) Uani 1 1 d . . . . .
C42 C 0.9317(9) 0.7906(7) 0.8833(7) 0.062(3) Uani 1 1 d . . . . .
H42 H 0.866689 0.777274 0.844737 0.074 Uiso 1 1 calc R . . . .
C43 C 0.9563(10) 0.7355(7) 0.9219(7) 0.071(3) Uani 1 1 d . . . . .
H43 H 0.907299 0.685252 0.909953 0.085 Uiso 1 1 calc R . . . .
C44 C 0.9815(10) 0.9184(7) 0.8491(7) 0.071(3) Uani 1 1 d . . . . .
H44A H 0.897701 0.920315 0.838295 0.086 Uiso 1 1 calc R . . . .
H44B H 1.011743 0.979591 0.883286 0.086 Uiso 1 1 calc R . . . .
N9 N 0.3885(12) 0.7302(7) 1.0736(7) 0.092(3) Uani 1 1 d . . . . .
C45 C 0.5767(13) 0.6717(11) 0.9887(10) 0.113(5) Uani 1 1 d . . . . .
H45A H 0.560364 0.645530 0.926366 0.169 Uiso 1 1 calc GR . . . .
H45B H 0.608833 0.627345 1.004443 0.169 Uiso 1 1 calc GR . . . .
H45C H 0.632472 0.721367 1.004840 0.169 Uiso 1 1 calc GR . . . .
C46 C 0.4666(13) 0.7037(8) 1.0354(9) 0.078(4) 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
P1 F1 1.511(8) . ?
P1 F2 1.469(9) . ?
P1 F3 1.512(8) . ?
P1 F4 1.570(7) . ?
P1 F5 1.573(9) . ?
P1 F6 1.537(8) . ?
P2 F13 1.593(6) . ?
P2 F14 1.527(7) . ?
P2 F15 1.586(6) . ?
P2 F16 1.559(6) . ?
P2 F17 1.572(7) . ?
P2 F18 1.555(7) . ?
P3 F7 1.558(7) . ?
P3 F8 1.526(8) . ?
P3 F9 1.551(10) . ?
P3 F10 1.556(8) . ?
P3 F11 1.588(10) . ?
P3 F12 1.547(8) . ?
P4 F19 1.531(8) . ?
P4 F20 1.579(10) . ?
P4 F21 1.560(11) . ?
P4 F22 1.535(9) . ?
P4 F23 1.565(11) . ?
P4 F24 1.447(11) . ?
O1 N1 1.396(10) . ?
O1 C44 1.417(12) . ?
O2 N4 1.377(10) . ?
O2 C15 1.425(12) . ?
O3 N5 1.410(12) . ?
O3 C22 1.522(15) . ?
O4 N8 1.416(10) . ?
O4 C37 1.411(14) . ?
N1 C1 1.273(12) . ?
N2 C5 1.354(11) . ?
N2 C6 1.342(11) . ?
N2 C7 1.498(11) . ?
N3 C8 1.497(11) . ?
N3 C9 1.319(11) . ?
N3 C13 1.364(11) . ?
N4 C14 1.314(12) . ?
N5 C23 1.270(15) . ?
N6 C25 1.325(12) . ?
N6 C28 1.393(12) . ?
N6 C35 1.478(12) . ?
N7 C29 1.353(12) . ?
N7 C33 1.334(12) . ?
N7 C34 1.511(12) . ?
N8 C36 1.288(13) . ?
C1 H1 0.9500 . ?
C1 C2 1.474(13) . ?
C2 C3 1.362(12) . ?
C2 C6 1.404(12) . ?
C3 H3 0.9500 . ?
C3 C4 1.396(13) . ?
C4 H4 0.9500 . ?
C4 C5 1.368(13) . ?
C5 C13 1.480(12) . ?
C6 H6 0.9500 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.469(13) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9 0.9500 . ?
C9 C10 1.362(12) . ?
C10 C11 1.398(14) . ?
C10 C14 1.438(13) . ?
C11 H11 0.9500 . ?
C11 C12 1.405(13) . ?
C12 H12 0.9500 . ?
C12 C13 1.383(12) . ?
C14 H14 0.9500 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.520(14) . ?
C16 C17 1.373(13) . ?
C16 C21 1.369(14) . ?
C17 H17 0.9500 . ?
C17 C18 1.389(15) . ?
C18 H18 0.9500 . ?
C18 C19 1.352(16) . ?
C19 C20 1.376(15) . ?
C19 C22 1.517(16) . ?
C20 H20 0.9500 . ?
C20 C21 1.439(15) . ?
C21 H21 0.9500 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 H23 0.9500 . ?
C23 C24 1.452(15) . ?
C24 C25 1.377(14) . ?
C24 C26 1.404(15) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C26 C27 1.382(15) . ?
C27 H27 0.9500 . ?
C27 C28 1.347(13) . ?
C28 C29 1.457(14) . ?
C29 C30 1.396(14) . ?
C30 H30 0.9500 . ?
C30 C31 1.383(14) . ?
C31 H31 0.9500 . ?
C31 C32 1.407(15) . ?
C32 C33 1.347(14) . ?
C32 C36 1.458(15) . ?
C33 H33 0.9500 . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C34 C35 1.486(14) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36 0.9500 . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C37 C38 1.485(17) . ?
C38 C39 1.400(15) . ?
C38 C43 1.375(16) . ?
C39 H39 0.9500 . ?
C39 C40 1.437(17) . ?
C40 H40 0.9500 . ?
C40 C41 1.391(15) . ?
C41 C42 1.382(14) . ?
C41 C44 1.540(17) . ?
C42 H42 0.9500 . ?
C42 C43 1.391(16) . ?
C43 H43 0.9500 . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
N9 C46 1.115(15) . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C45 C46 1.508(19) . ?

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
F1 P1 F3 92.5(6) . . ?
F1 P1 F4 168.9(7) . . ?
F1 P1 F5 87.6(6) . . ?
F1 P1 F6 87.5(6) . . ?
F2 P1 F1 90.3(7) . . ?
F2 P1 F3 103.0(9) . . ?
F2 P1 F4 98.4(8) . . ?
F2 P1 F5 174.8(8) . . ?
F2 P1 F6 81.9(8) . . ?
F3 P1 F4 92.2(5) . . ?
F3 P1 F5 81.9(8) . . ?
F3 P1 F6 175.2(9) . . ?
F4 P1 F5 83.1(6) . . ?
F6 P1 F4 87.0(5) . . ?
F6 P1 F5 93.3(8) . . ?
F14 P2 F13 88.4(5) . . ?
F14 P2 F15 91.4(5) . . ?
F14 P2 F16 89.9(6) . . ?
F14 P2 F17 179.2(7) . . ?
F14 P2 F18 94.2(7) . . ?
F15 P2 F13 179.0(4) . . ?
F16 P2 F13 89.6(4) . . ?
F16 P2 F15 89.4(4) . . ?
F16 P2 F17 89.3(5) . . ?
F17 P2 F13 91.4(4) . . ?
F17 P2 F15 88.7(5) . . ?
F18 P2 F13 88.0(4) . . ?
F18 P2 F15 93.0(4) . . ?
F18 P2 F16 175.2(6) . . ?
F18 P2 F17 86.6(6) . . ?
F7 P3 F11 87.8(6) . . ?
F8 P3 F7 88.1(5) . . ?
F8 P3 F9 92.3(8) . . ?
F8 P3 F10 93.5(6) . . ?
F8 P3 F11 87.7(7) . . ?
F8 P3 F12 178.0(7) . . ?
F9 P3 F7 92.3(7) . . ?
F9 P3 F10 88.6(8) . . ?
F9 P3 F11 179.9(9) . . ?
F10 P3 F7 178.1(7) . . ?
F10 P3 F11 91.3(7) . . ?
F12 P3 F7 92.5(5) . . ?
F12 P3 F9 85.8(7) . . ?
F12 P3 F10 85.9(5) . . ?
F12 P3 F11 94.3(6) . . ?
F19 P4 F20 84.9(6) . . ?
F19 P4 F21 89.7(6) . . ?
F19 P4 F22 88.4(7) . . ?
F19 P4 F23 85.7(6) . . ?
F21 P4 F20 83.6(6) . . ?
F21 P4 F23 175.4(7) . . ?
F22 P4 F20 173.3(8) . . ?
F22 P4 F21 95.1(7) . . ?
F22 P4 F23 85.4(7) . . ?
F23 P4 F20 95.4(7) . . ?
F24 P4 F19 173.5(14) . . ?
F24 P4 F20 89.4(11) . . ?
F24 P4 F21 92.8(11) . . ?
F24 P4 F22 97.3(12) . . ?
F24 P4 F23 91.7(11) . . ?
N1 O1 C44 111.0(8) . . ?
N4 O2 C15 107.8(8) . . ?
N5 O3 C22 106.9(10) . . ?
C37 O4 N8 109.4(8) . . ?
C1 N1 O1 109.9(8) . . ?
C5 N2 C7 118.4(7) . . ?
C6 N2 C5 122.1(8) . . ?
C6 N2 C7 119.5(7) . . ?
C9 N3 C8 122.2(8) . . ?
C9 N3 C13 121.5(8) . . ?
C13 N3 C8 116.2(7) . . ?
C14 N4 O2 110.7(8) . . ?
C23 N5 O3 109.7(11) . . ?
C25 N6 C28 120.7(9) . . ?
C25 N6 C35 120.5(9) . . ?
C28 N6 C35 118.7(8) . . ?
C29 N7 C34 117.1(8) . . ?
C33 N7 C29 122.8(9) . . ?
C33 N7 C34 120.1(8) . . ?
C36 N8 O4 109.1(9) . . ?
N1 C1 H1 120.4 . . ?
N1 C1 C2 119.2(9) . . ?
C2 C1 H1 120.4 . . ?
C3 C2 C1 119.8(8) . . ?
C3 C2 C6 118.7(8) . . ?
C6 C2 C1 121.1(8) . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.3(9) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 120.3 . . ?
C5 C4 C3 119.5(9) . . ?
C5 C4 H4 120.3 . . ?
N2 C5 C4 119.6(8) . . ?
N2 C5 C13 118.8(8) . . ?
C4 C5 C13 121.6(9) . . ?
N2 C6 C2 119.6(8) . . ?
N2 C6 H6 120.2 . . ?
C2 C6 H6 120.2 . . ?
N2 C7 H7A 109.8 . . ?
N2 C7 H7B 109.8 . . ?
H7A C7 H7B 108.3 . . ?
C8 C7 N2 109.2(7) . . ?
C8 C7 H7A 109.8 . . ?
C8 C7 H7B 109.8 . . ?
N3 C8 H8A 109.7 . . ?
N3 C8 H8B 109.7 . . ?
C7 C8 N3 109.8(8) . . ?
C7 C8 H8A 109.7 . . ?
C7 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
N3 C9 H9 118.4 . . ?
N3 C9 C10 123.2(9) . . ?
C10 C9 H9 118.4 . . ?
C9 C10 C11 116.5(9) . . ?
C9 C10 C14 123.7(10) . . ?
C11 C10 C14 119.8(9) . . ?
C10 C11 H11 119.3 . . ?
C10 C11 C12 121.4(9) . . ?
C12 C11 H11 119.3 . . ?
C11 C12 H12 121.2 . . ?
C13 C12 C11 117.7(9) . . ?
C13 C12 H12 121.2 . . ?
N3 C13 C5 119.5(8) . . ?
N3 C13 C12 119.7(8) . . ?
C12 C13 C5 120.7(9) . . ?
N4 C14 C10 119.4(9) . . ?
N4 C14 H14 120.3 . . ?
C10 C14 H14 120.3 . . ?
O2 C15 H15A 109.1 . . ?
O2 C15 H15B 109.1 . . ?
O2 C15 C16 112.3(9) . . ?
H15A C15 H15B 107.9 . . ?
C16 C15 H15A 109.1 . . ?
C16 C15 H15B 109.1 . . ?
C17 C16 C15 120.8(10) . . ?
C21 C16 C15 119.3(9) . . ?
C21 C16 C17 119.9(10) . . ?
C16 C17 H17 119.4 . . ?
C16 C17 C18 121.3(10) . . ?
C18 C17 H17 119.4 . . ?
C17 C18 H18 120.2 . . ?
C19 C18 C17 119.6(11) . . ?
C19 C18 H18 120.2 . . ?
C18 C19 C20 120.8(11) . . ?
C18 C19 C22 120.3(11) . . ?
C20 C19 C22 118.9(12) . . ?
C19 C20 H20 120.4 . . ?
C19 C20 C21 119.3(11) . . ?
C21 C20 H20 120.4 . . ?
C16 C21 C20 118.9(9) . . ?
C16 C21 H21 120.6 . . ?
C20 C21 H21 120.6 . . ?
O3 C22 H22A 109.9 . . ?
O3 C22 H22B 109.9 . . ?
C19 C22 O3 108.8(10) . . ?
C19 C22 H22A 109.9 . . ?
C19 C22 H22B 109.9 . . ?
H22A C22 H22B 108.3 . . ?
N5 C23 H23 121.7 . . ?
N5 C23 C24 116.5(12) . . ?
C24 C23 H23 121.7 . . ?
C25 C24 C23 122.5(12) . . ?
C25 C24 C26 115.9(10) . . ?
C26 C24 C23 121.6(11) . . ?
N6 C25 C24 123.0(11) . . ?
N6 C25 H25 118.5 . . ?
C24 C25 H25 118.5 . . ?
C24 C26 H26 119.5 . . ?
C27 C26 C24 121.1(10) . . ?
C27 C26 H26 119.5 . . ?
C26 C27 H27 119.8 . . ?
C28 C27 C26 120.3(11) . . ?
C28 C27 H27 119.8 . . ?
N6 C28 C29 117.4(9) . . ?
C27 C28 N6 118.9(10) . . ?
C27 C28 C29 123.7(10) . . ?
N7 C29 C28 120.0(9) . . ?
N7 C29 C30 117.7(10) . . ?
C30 C29 C28 122.3(9) . . ?
C29 C30 H30 120.3 . . ?
C31 C30 C29 119.5(10) . . ?
C31 C30 H30 120.3 . . ?
C30 C31 H31 119.7 . . ?
C30 C31 C32 120.5(11) . . ?
C32 C31 H31 119.7 . . ?
C31 C32 C36 121.9(10) . . ?
C33 C32 C31 117.3(10) . . ?
C33 C32 C36 120.8(10) . . ?
N7 C33 C32 122.0(9) . . ?
N7 C33 H33 119.0 . . ?
C32 C33 H33 119.0 . . ?
N7 C34 H34A 109.8 . . ?
N7 C34 H34B 109.8 . . ?
H34A C34 H34B 108.3 . . ?
C35 C34 N7 109.2(8) . . ?
C35 C34 H34A 109.8 . . ?
C35 C34 H34B 109.8 . . ?
N6 C35 C34 107.3(9) . . ?
N6 C35 H35A 110.2 . . ?
N6 C35 H35B 110.2 . . ?
C34 C35 H35A 110.2 . . ?
C34 C35 H35B 110.2 . . ?
H35A C35 H35B 108.5 . . ?
N8 C36 C32 118.3(10) . . ?
N8 C36 H36 120.9 . . ?
C32 C36 H36 120.9 . . ?
O4 C37 H37A 108.6 . . ?
O4 C37 H37B 108.6 . . ?
O4 C37 C38 114.8(11) . . ?
H37A C37 H37B 107.6 . . ?
C38 C37 H37A 108.6 . . ?
C38 C37 H37B 108.6 . . ?
C39 C38 C37 119.6(11) . . ?
C43 C38 C37 122.2(11) . . ?
C43 C38 C39 118.1(12) . . ?
C38 C39 H39 118.7 . . ?
C38 C39 C40 122.7(12) . . ?
C40 C39 H39 118.7 . . ?
C39 C40 H40 122.2 . . ?
C41 C40 C39 115.7(11) . . ?
C41 C40 H40 122.2 . . ?
C40 C41 C44 118.0(10) . . ?
C42 C41 C40 122.0(12) . . ?
C42 C41 C44 119.7(10) . . ?
C41 C42 H42 119.8 . . ?
C41 C42 C43 120.5(11) . . ?
C43 C42 H42 119.8 . . ?
C38 C43 C42 120.8(11) . . ?
C38 C43 H43 119.6 . . ?
C42 C43 H43 119.6 . . ?
O1 C44 C41 111.0(9) . . ?
O1 C44 H44A 109.4 . . ?
O1 C44 H44B 109.4 . . ?
C41 C44 H44A 109.4 . . ?
C41 C44 H44B 109.4 . . ?
H44A C44 H44B 108.0 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C46 C45 H45A 109.5 . . ?
C46 C45 H45B 109.5 . . ?
C46 C45 H45C 109.5 . . ?
N9 C46 C45 176.4(18) . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.163 -0.072 0.206 235.9 45.2 ?
2 0.163 0.072 0.794 235.9 45.1 ?

_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_wmj18095_sq
_database_code_depnum_ccdc_archive 'CCDC 1908957'
loop_
_audit_author_name
_audit_author_address
'Lei Ye'
;Zhejiang university
China
;
_audit_update_record             
;
2019-06-10 deposited with the CCDC.	2019-06-20 downloaded from the CCDC.
;
_audit_creation_date             2019-06-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H7 O3 S, 3(F6 P), C44 H40 N8 O4'
_chemical_formula_sum            'C51 H47 F18 N8 O7 P3 S'
_chemical_formula_weight         1350.93
_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 0.0150 0.0070 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0600 0.0410 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0250 0.0140 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0410 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2543 0.3332 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.2925 0.4295 '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      orthorhombic
_space_group_IT_number           63
_space_group_name_H-M_alt        'C m c m'
_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'
'-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                   17.4113(5)
_cell_length_b                   33.6611(11)
_cell_length_c                   20.8777(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     12236.1(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5779
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      44.62
_cell_measurement_theta_min      2.93
_shelx_estimated_absorpt_T_max   0.972
_shelx_estimated_absorpt_T_min   0.870
_exptl_absorpt_coefficient_mu    1.433
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.4301
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1525 before and 0.0890 after correction. The Ratio of minimum to maximum transmission is 0.5729. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.467
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             5504
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1249
_diffrn_reflns_av_unetI/netI     0.0894
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            38555
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         55.008
_diffrn_reflns_theta_min         2.934
_diffrn_ambient_temperature      169.99
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2797
_reflns_number_total             6161
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.715
_refine_diff_density_min         -0.815
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       0.00028(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/1 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.318
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     467
_refine_ls_number_reflns         6161
_refine_ls_number_restraints     64
_refine_ls_R_factor_all          0.2111
_refine_ls_R_factor_gt           0.1307
_refine_ls_restrained_S_all      1.316
_refine_ls_shift/su_max          0.001
_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          0.3618
_refine_ls_wR_factor_ref         0.4193
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 S1, O4, O3, C7, C5, C6, C1, C4, C2, C3
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3. Others
 Fixed Sof: H1A(0.5) H1B(0.5) H1C(0.5) F9(0.75) F11(0.375) F10(0.375) F7(0.5)
 F6(0.5) C28(0.5) H28(0.5) C29(0.5) H29(0.5) C30(0.5) H30(0.5) C31(0.5) H31(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C19(H19A,H19B), C26(H26A,H26B), C18(H18A,H18B), C11(H11A,H11B)
4.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C5(H5), C4(H4), C2(H2), C24(H24), C21(H21), C12(H12), C16(H16),
 C8(H8), C25(H25), C22(H22), C14(H14), C10(H10), C15(H15), C28(H28), C29(H29),
 C30(H30), C31(H31)
4.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_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
S1 S 0.1675(2) 0.3826(2) 0.250000 0.183(3) Uani 1 2 d S TU P . .
O4 O 0.1321(6) 0.3691(4) 0.3065(3) 0.256(5) Uani 1 1 d . U . . .
O3 O 0.2478(7) 0.3653(4) 0.250000 0.238(6) Uani 1 2 d S TU P . .
C7 C 0.1053(9) 0.4580(9) 0.250000 0.201(7) Uani 1 2 d S TU P . .
H7 H 0.056385 0.445520 0.250000 0.241 Uiso 1 2 calc RS T P . .
C5 C 0.2431(6) 0.4540(5) 0.250000 0.113(4) Uani 1 2 d S TU P . .
H5 H 0.289011 0.438717 0.250000 0.136 Uiso 1 2 calc RS T P . .
C6 C 0.1764(8) 0.4357(7) 0.250000 0.154(4) Uani 1 2 d S TU P . .
C1 C 0.1851(12) 0.5622(7) 0.250000 0.213(8) Uani 1 2 d S TU P . .
H1A H 0.228826 0.570116 0.276714 0.319 Uiso 0.5 1 calc GR . . A -1
H1B H 0.137934 0.574004 0.267199 0.319 Uiso 0.5 1 calc GR . . A -1
H1C H 0.193226 0.571639 0.206087 0.319 Uiso 0.5 1 calc GR . . A -1
C4 C 0.2475(9) 0.4936(5) 0.250000 0.138(4) Uani 1 2 d S TU P . .
H4 H 0.295888 0.506689 0.250000 0.166 Uiso 1 2 calc RS T P . .
C2 C 0.1144(15) 0.5001(10) 0.250000 0.236(10) Uani 1 2 d S TU P . .
H2 H 0.069984 0.516482 0.250000 0.284 Uiso 1 2 calc RS T P . .
C3 C 0.1777(10) 0.5157(8) 0.250000 0.165(6) Uani 1 2 d S TU P . .
P4 P 0.000000 0.42361(7) 0.56816(14) 0.0837(9) Uani 1 2 d S T P . .
F13 F 0.000000 0.3850(3) 0.5286(7) 0.224(6) Uani 1 2 d S T P . .
F12 F 0.000000 0.4021(3) 0.6292(5) 0.264(7) Uani 1 2 d S T P . .
F14 F 0.000000 0.4644(2) 0.6041(4) 0.159(3) Uani 1 2 d S T P . .
F16 F 0.0892(3) 0.4232(2) 0.5593(4) 0.191(3) Uani 1 1 d . . . . .
F15 F 0.000000 0.4493(4) 0.5040(6) 0.234(5) Uani 1 2 d S T P . .
P3 P 0.500000 0.43703(14) 0.250000 0.1133(15) Uani 1 4 d S T P . .
F9 F 0.4433(6) 0.4608(3) 0.2978(4) 0.195(4) Uani 0.75 1 d . . . . .
F11 F 0.4277(6) 0.4086(3) 0.250000 0.170(4) Uani 0.75 2 d S T P . .
F10 F 0.500000 0.4063(4) 0.3138(7) 0.192(5) Uani 0.75 2 d S T P . .
P1 P 0.500000 0.30261(8) 0.49004(17) 0.0973(10) Uani 1 2 d S T P . .
F5 F 0.500000 0.3505(2) 0.4800(4) 0.155(3) Uani 1 2 d S T P . .
F3 F 0.500000 0.2995(2) 0.4188(4) 0.161(3) Uani 1 2 d S T P . .
F4 F 0.4111(3) 0.3061(2) 0.4920(3) 0.184(3) Uani 1 1 d . . . . .
F1 F 0.500000 0.3123(3) 0.5654(4) 0.170(3) Uani 1 2 d S T P . .
F2 F 0.500000 0.2578(2) 0.5052(4) 0.176(3) Uani 1 2 d S T P . .
P2 P 0.500000 0.500000 0.500000 0.0733(10) Uani 1 4 d S T P . .
F8 F 0.500000 0.5015(2) 0.4249(3) 0.126(2) Uani 1 2 d S T P . .
F7 F 0.4176(5) 0.4813(3) 0.5050(5) 0.119(4) Uani 0.5 1 d . . . . .
F6 F 0.4671(7) 0.4564(3) 0.4912(6) 0.138(4) Uani 0.5 1 d . . . . .
O1 O 0.2753(4) 0.18682(17) 0.4126(2) 0.1178(19) Uani 1 1 d . . . . .
O2 O 0.3097(5) 0.59266(16) 0.4097(3) 0.132(2) Uani 1 1 d . . . . .
N3 N 0.2913(3) 0.43028(14) 0.4160(2) 0.0673(13) Uani 1 1 d . . . . .
N2 N 0.2811(3) 0.34713(14) 0.4049(2) 0.0682(13) Uani 1 1 d . . . . .
N1 N 0.2832(5) 0.22619(17) 0.4090(3) 0.106(2) Uani 1 1 d . . . . .
N4 N 0.3104(5) 0.55122(18) 0.4064(4) 0.115(2) Uani 1 1 d . . . . .
C24 C 0.2789(4) 0.3075(2) 0.4038(3) 0.0772(18) Uani 1 1 d . . . . .
H24 H 0.322228 0.293360 0.388247 0.093 Uiso 1 1 calc R . . . .
C21 C 0.1544(4) 0.34878(19) 0.4455(3) 0.0801(18) Uani 1 1 d . . . . .
H21 H 0.110942 0.363080 0.460482 0.096 Uiso 1 1 calc R . . . .
C12 C 0.2445(6) 0.5368(2) 0.4131(3) 0.093(2) Uani 1 1 d . . . . .
H12 H 0.201440 0.553878 0.417536 0.112 Uiso 1 1 calc R . . . .
C16 C 0.1577(4) 0.43582(19) 0.4201(3) 0.0759(18) Uani 1 1 d . . . . .
H16 H 0.108375 0.423798 0.421556 0.091 Uiso 1 1 calc R . . . .
C19 C 0.3481(4) 0.36878(19) 0.3786(3) 0.0835(19) Uani 1 1 d . . . . .
H19A H 0.394183 0.351524 0.379253 0.100 Uiso 1 1 calc R . . . .
H19B H 0.338058 0.376801 0.333759 0.100 Uiso 1 1 calc R . . . .
C8 C 0.3854(12) 0.6406(3) 0.2831(6) 0.251(8) Uani 1 1 d . . . . .
H8 H 0.381012 0.665022 0.305694 0.301 Uiso 1 1 calc R . . . .
C25 C 0.2153(5) 0.2434(2) 0.4233(3) 0.092(2) Uani 1 1 d . . . . .
H25 H 0.170273 0.228401 0.431972 0.111 Uiso 1 1 calc R . . . .
C23 C 0.2162(4) 0.2868(2) 0.4243(3) 0.0778(18) Uani 1 1 d . . . . .
C27 C 0.3505(6) 0.1727(3) 0.3152(5) 0.114(3) Uani 1 1 d . . . . .
C17 C 0.2212(3) 0.41242(19) 0.4205(2) 0.0654(15) Uani 1 1 d . . . . .
C20 C 0.2180(3) 0.36914(18) 0.4245(3) 0.0653(15) Uani 1 1 d . . . . .
C22 C 0.1529(4) 0.30758(19) 0.4451(3) 0.0840(19) Uani 1 1 d . . . . .
H22 H 0.108387 0.293779 0.459082 0.101 Uiso 1 1 calc R . . . .
C14 C 0.2983(4) 0.46909(19) 0.4125(3) 0.0773(18) Uani 1 1 d . . . . .
H14 H 0.348072 0.480401 0.408657 0.093 Uiso 1 1 calc R . . . .
C10 C 0.4030(5) 0.5719(3) 0.2854(5) 0.137(4) Uani 1 1 d . . . . .
H10 H 0.410908 0.548041 0.308735 0.165 Uiso 1 1 calc R . . . .
C15 C 0.1632(4) 0.4764(2) 0.4178(3) 0.0811(19) Uani 1 1 d . . . . .
H15 H 0.117990 0.492169 0.418646 0.097 Uiso 1 1 calc R . . . .
C9 C 0.3916(7) 0.6062(3) 0.3157(7) 0.150(4) Uani 1 1 d . . . . .
C13 C 0.2339(4) 0.4943(2) 0.4142(3) 0.0739(17) Uani 1 1 d . . . . .
C26 C 0.3483(6) 0.1704(3) 0.3882(4) 0.127(3) Uani 1 1 d . . . . .
H26A H 0.353573 0.142425 0.402067 0.153 Uiso 1 1 calc R . . . .
H26B H 0.391872 0.185658 0.406280 0.153 Uiso 1 1 calc R . . . .
C18 C 0.3606(4) 0.40353(19) 0.4181(4) 0.087(2) Uani 1 1 d . . . . .
H18A H 0.406251 0.418178 0.402477 0.104 Uiso 1 1 calc R . . . .
H18B H 0.370526 0.395240 0.462821 0.104 Uiso 1 1 calc R . . . .
C11 C 0.3856(9) 0.6061(3) 0.3878(7) 0.170(5) Uani 1 1 d . . . . .
H11A H 0.425561 0.588290 0.405602 0.203 Uiso 1 1 calc R . . . .
H11B H 0.395333 0.633200 0.404113 0.203 Uiso 1 1 calc R . . . .
C28 C 0.3885(12) 0.2054(7) 0.2868(10) 0.140(7) Uani 0.5 1 d . . . B 1
H28 H 0.412137 0.225772 0.311279 0.168 Uiso 0.5 1 calc R . . B 1
C29 C 0.3256(17) 0.1408(7) 0.2822(9) 0.157(9) Uani 0.5 1 d . . . B 1
H29 H 0.307790 0.118034 0.304628 0.188 Uiso 0.5 1 calc R . . B 1
C30 C 0.2819(13) 0.1774(8) 0.2802(9) 0.161(9) Uani 0.5 1 d . . . B 2
H30 H 0.234795 0.180599 0.302543 0.194 Uiso 0.5 1 calc R . . B 2
C31 C 0.4079(13) 0.1657(6) 0.2850(9) 0.121(6) Uani 0.5 1 d . . . B 2
H31 H 0.454281 0.160125 0.307208 0.145 Uiso 0.5 1 calc R . . B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O4 1.405(7) 10_556 ?
S1 O4 1.405(7) . ?
S1 O3 1.514(14) . ?
S1 C6 1.79(2) . ?
C7 H7 0.9500 . ?
C7 C6 1.45(2) . ?
C7 C2 1.43(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.315(18) . ?
C5 C4 1.336(17) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C3 1.57(3) . ?
C4 H4 0.9500 . ?
C4 C3 1.43(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.22(3) . ?
P4 F13 1.540(7) . ?
P4 F12 1.465(9) . ?
P4 F14 1.565(7) . ?
P4 F16 1.564(5) . ?
P4 F16 1.564(5) 12 ?
P4 F15 1.596(10) . ?
P3 F9 1.616(8) . ?
P3 F9 1.616(8) 3_655 ?
P3 F9 1.616(8) 10_556 ?
P3 F9 1.616(8) 12_655 ?
P3 F11 1.580(11) 3_655 ?
P3 F11 1.580(11) . ?
P3 F10 1.686(14) 3_655 ?
P3 F10 1.686(14) 10_556 ?
P3 F10 1.686(14) . ?
P3 F10 1.686(14) 12_655 ?
F10 F10 0.00(3) 12_655 ?
P1 F5 1.626(7) . ?
P1 F3 1.490(8) . ?
P1 F4 1.553(5) 12_655 ?
P1 F4 1.553(5) . ?
P1 F1 1.607(9) . ?
P1 F2 1.543(7) . ?
P2 F8 1.568(5) . ?
P2 F8 1.568(5) 9_666 ?
P2 F7 1.570(8) 9_666 ?
P2 F7 1.570(8) 4_566 ?
P2 F7 1.570(8) 12_655 ?
P2 F7 1.570(8) . ?
P2 F6 1.586(9) . ?
P2 F6 1.586(9) 9_666 ?
P2 F6 1.586(9) 12_655 ?
P2 F6 1.586(9) 4_566 ?
F7 F7 1.28(2) 4_566 ?
F6 F6 1.14(2) 12_655 ?
O1 N1 1.334(7) . ?
O1 C26 1.476(9) . ?
O2 N4 1.396(8) . ?
O2 C11 1.470(14) . ?
N3 C17 1.363(7) . ?
N3 C14 1.314(7) . ?
N3 C18 1.506(7) . ?
N2 C24 1.334(7) . ?
N2 C19 1.482(7) . ?
N2 C20 1.387(7) . ?
N1 C25 1.350(9) . ?
N4 C12 1.253(10) . ?
C24 H24 0.9500 . ?
C24 C23 1.365(9) . ?
C21 H21 0.9500 . ?
C21 C20 1.373(8) . ?
C21 C22 1.387(8) . ?
C12 H12 0.9500 . ?
C12 C13 1.441(10) . ?
C16 H16 0.9500 . ?
C16 C17 1.358(8) . ?
C16 C15 1.370(9) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C18 1.448(9) . ?
C8 C8 1.38(2) 10_556 ?
C8 H8 0.9500 . ?
C8 C9 1.349(14) . ?
C25 H25 0.9500 . ?
C25 C23 1.461(9) . ?
C23 C22 1.375(9) . ?
C27 C26 1.527(12) . ?
C27 C28 1.42(2) . ?
C27 C29 1.35(3) . ?
C27 C30 1.41(2) . ?
C27 C31 1.21(2) . ?
C17 C20 1.460(8) . ?
C22 H22 0.9500 . ?
C14 H14 0.9500 . ?
C14 C13 1.407(9) . ?
C10 C10 1.48(2) 10_556 ?
C10 H10 0.9500 . ?
C10 C9 1.331(13) . ?
C15 H15 0.9500 . ?
C15 C13 1.373(9) . ?
C9 C11 1.507(16) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C28 C28 1.54(4) 10_556 ?
C28 H28 0.9500 . ?
C29 C29 1.34(4) 10_556 ?
C29 H29 0.9500 . ?
C30 C30 1.26(4) 10_556 ?
C30 H30 0.9500 . ?
C31 C31 1.46(4) 10_556 ?
C31 H31 0.9500 . ?

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 S1 O4 114.0(7) 10_556 . ?
O4 S1 O3 106.3(7) 10_556 . ?
O4 S1 O3 106.3(7) . . ?
O4 S1 C6 111.0(6) 10_556 . ?
O4 S1 C6 111.1(6) . . ?
O3 S1 C6 107.7(7) . . ?
C6 C7 H7 122.6 . . ?
C2 C7 H7 122.6 . . ?
C2 C7 C6 115(2) . . ?
C6 C5 H5 119.4 . . ?
C6 C5 C4 121.2(16) . . ?
C4 C5 H5 119.4 . . ?
C7 C6 S1 116.3(14) . . ?
C5 C6 S1 122.8(14) . . ?
C5 C6 C7 121(2) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C1 H1A 109.5 . . ?
C3 C1 H1B 109.5 . . ?
C3 C1 H1C 109.5 . . ?
C5 C4 H4 121.0 . . ?
C5 C4 C3 118.1(19) . . ?
C3 C4 H4 121.0 . . ?
C7 C2 H2 119.1 . . ?
C3 C2 C7 122(3) . . ?
C3 C2 H2 119.1 . . ?
C4 C3 C1 116.7(19) . . ?
C2 C3 C1 120(2) . . ?
C2 C3 C4 123(3) . . ?
F13 P4 F14 176.2(7) . . ?
F13 P4 F16 85.9(3) . . ?
F13 P4 F16 85.9(3) . 12 ?
F13 P4 F15 90.4(8) . . ?
F12 P4 F13 92.9(7) . . ?
F12 P4 F14 90.9(6) . . ?
F12 P4 F16 95.6(3) . . ?
F12 P4 F16 95.6(3) . 12 ?
F12 P4 F15 176.8(7) . . ?
F14 P4 F15 85.8(6) . . ?
F16 P4 F14 93.8(3) . . ?
F16 P4 F14 93.8(3) 12 . ?
F16 P4 F16 166.3(6) 12 . ?
F16 P4 F15 84.6(3) 12 . ?
F16 P4 F15 84.6(3) . . ?
F9 P3 F9 76.2(7) 12_655 3_655 ?
F9 P3 F9 120.6(8) 12_655 10_556 ?
F9 P3 F9 120.6(8) . 3_655 ?
F9 P3 F9 75.4(7) . 12_655 ?
F9 P3 F9 75.4(7) 10_556 3_655 ?
F9 P3 F9 76.2(7) . 10_556 ?
F9 P3 F10 142.3(4) . 3_655 ?
F9 P3 F10 142.3(4) . 10_556 ?
F9 P3 F10 142.3(4) 3_655 12_655 ?
F9 P3 F10 142.3(4) 10_556 . ?
F9 P3 F10 142.3(4) 12_655 10_556 ?
F9 P3 F10 79.4(5) 10_556 10_556 ?
F9 P3 F10 142.3(4) 10_556 12_655 ?
F9 P3 F10 79.4(5) 12_655 . ?
F9 P3 F10 142.3(4) 3_655 . ?
F9 P3 F10 79.4(5) . 12_655 ?
F9 P3 F10 79.4(5) 10_556 3_655 ?
F9 P3 F10 79.4(5) 12_655 12_655 ?
F9 P3 F10 79.4(5) 3_655 3_655 ?
F9 P3 F10 79.4(5) 3_655 10_556 ?
F9 P3 F10 142.3(4) 12_655 3_655 ?
F9 P3 F10 79.4(5) . . ?
F11 P3 F9 141.9(3) . 3_655 ?
F11 P3 F9 141.9(3) . 12_655 ?
F11 P3 F9 79.2(5) 3_655 3_655 ?
F11 P3 F9 79.2(5) . . ?
F11 P3 F9 141.9(3) 3_655 . ?
F11 P3 F9 79.2(5) 3_655 12_655 ?
F11 P3 F9 79.2(5) . 10_556 ?
F11 P3 F9 141.9(3) 3_655 10_556 ?
F11 P3 F11 105.6(9) . 3_655 ?
F11 P3 F10 68.2(4) 3_655 3_655 ?
F11 P3 F10 68.2(4) . 3_655 ?
F11 P3 F10 68.2(4) . . ?
F11 P3 F10 68.2(4) 3_655 . ?
F11 P3 F10 68.2(4) . 12_655 ?
F11 P3 F10 68.2(4) 3_655 10_556 ?
F11 P3 F10 68.2(4) . 10_556 ?
F11 P3 F10 68.2(4) 3_655 12_655 ?
F10 P3 F10 104.4(10) 3_655 . ?
F10 P3 F10 104.4(10) 10_556 12_655 ?
F10 P3 F10 104.4(10) 10_556 . ?
F10 P3 F10 104.4(10) 3_655 12_655 ?
F10 P3 F10 0.0(10) 3_655 10_556 ?
F10 P3 F10 0.0(10) . 12_655 ?
F10 F10 P3 0(10) 12_655 . ?
F3 P1 F5 86.6(4) . . ?
F3 P1 F4 91.8(3) . 12_655 ?
F3 P1 F4 91.8(3) . . ?
F3 P1 F1 172.4(5) . . ?
F3 P1 F2 97.8(5) . . ?
F4 P1 F5 86.0(3) 12_655 . ?
F4 P1 F5 86.0(3) . . ?
F4 P1 F4 170.9(6) 12_655 . ?
F4 P1 F1 87.6(3) . . ?
F4 P1 F1 87.6(3) 12_655 . ?
F1 P1 F5 85.8(5) . . ?
F2 P1 F5 175.6(5) . . ?
F2 P1 F4 93.9(3) . . ?
F2 P1 F4 93.9(3) . 12_655 ?
F2 P1 F1 89.8(5) . . ?
F8 P2 F8 180.0 9_666 . ?
F8 P2 F7 85.4(4) 9_666 12_655 ?
F8 P2 F7 94.6(4) . 12_655 ?
F8 P2 F7 85.4(4) . 9_666 ?
F8 P2 F7 85.4(4) . 4_566 ?
F8 P2 F7 94.6(4) 9_666 9_666 ?
F8 P2 F7 94.6(4) . . ?
F8 P2 F7 85.4(4) 9_666 . ?
F8 P2 F7 94.6(4) 9_666 4_566 ?
F8 P2 F6 94.9(5) 9_666 . ?
F8 P2 F6 94.9(5) . 9_666 ?
F8 P2 F6 94.9(5) 9_666 12_655 ?
F8 P2 F6 85.1(5) 9_666 4_566 ?
F8 P2 F6 94.9(5) . 4_566 ?
F8 P2 F6 85.1(5) . . ?
F8 P2 F6 85.1(5) . 12_655 ?
F8 P2 F6 85.1(5) 9_666 9_666 ?
F7 P2 F7 48.0(9) 9_666 12_655 ?
F7 P2 F7 180.0 12_655 4_566 ?
F7 P2 F7 132.0(9) 9_666 4_566 ?
F7 P2 F7 180.0(7) 9_666 . ?
F7 P2 F7 48.0(9) 4_566 . ?
F7 P2 F7 132.0(9) 12_655 . ?
F7 P2 F6 91.9(8) 12_655 9_666 ?
F7 P2 F6 91.9(8) . 4_566 ?
F7 P2 F6 46.1(4) 12_655 12_655 ?
F7 P2 F6 133.9(4) 9_666 . ?
F7 P2 F6 91.9(8) 9_666 12_655 ?
F7 P2 F6 46.1(4) 4_566 4_566 ?
F7 P2 F6 133.9(4) 4_566 12_655 ?
F7 P2 F6 88.1(8) . 12_655 ?
F7 P2 F6 91.9(8) 4_566 . ?
F7 P2 F6 88.1(8) 9_666 4_566 ?
F7 P2 F6 133.9(4) . 9_666 ?
F7 P2 F6 133.9(4) 12_655 4_566 ?
F7 P2 F6 46.1(4) 9_666 9_666 ?
F7 P2 F6 88.1(8) 12_655 . ?
F7 P2 F6 88.1(8) 4_566 9_666 ?
F7 P2 F6 46.1(4) . . ?
F6 P2 F6 137.7(9) 9_666 12_655 ?
F6 P2 F6 42.3(9) 9_666 4_566 ?
F6 P2 F6 180.0(9) 12_655 4_566 ?
F6 P2 F6 137.7(9) . 4_566 ?
F6 P2 F6 42.3(9) . 12_655 ?
F6 P2 F6 180.0(9) . 9_666 ?
F7 F7 P2 66.0(4) 4_566 . ?
F6 F6 P2 68.9(5) 12_655 . ?
N1 O1 C26 105.2(7) . . ?
N4 O2 C11 106.5(8) . . ?
C17 N3 C18 116.8(5) . . ?
C14 N3 C17 121.7(5) . . ?
C14 N3 C18 121.5(5) . . ?
C24 N2 C19 120.5(5) . . ?
C24 N2 C20 121.1(5) . . ?
C20 N2 C19 118.1(5) . . ?
O1 N1 C25 108.8(7) . . ?
C12 N4 O2 112.0(8) . . ?
N2 C24 H24 119.0 . . ?
N2 C24 C23 121.9(6) . . ?
C23 C24 H24 119.0 . . ?
C20 C21 H21 119.6 . . ?
C20 C21 C22 120.8(6) . . ?
C22 C21 H21 119.6 . . ?
N4 C12 H12 119.9 . . ?
N4 C12 C13 120.3(7) . . ?
C13 C12 H12 119.9 . . ?
C17 C16 H16 119.3 . . ?
C17 C16 C15 121.4(6) . . ?
C15 C16 H16 119.3 . . ?
N2 C19 H19A 110.2 . . ?
N2 C19 H19B 110.2 . . ?
H19A C19 H19B 108.5 . . ?
C18 C19 N2 107.7(5) . . ?
C18 C19 H19A 110.2 . . ?
C18 C19 H19B 110.2 . . ?
C8 C8 H8 119.8 10_556 . ?
C9 C8 C8 120.4(8) . 10_556 ?
C9 C8 H8 119.8 . . ?
N1 C25 H25 122.5 . . ?
N1 C25 C23 115.0(7) . . ?
C23 C25 H25 122.5 . . ?
C24 C23 C25 121.0(7) . . ?
C24 C23 C22 118.6(6) . . ?
C22 C23 C25 120.3(7) . . ?
C28 C27 C26 117.9(12) . . ?
C29 C27 C26 117.7(12) . . ?
C29 C27 C28 123.7(15) . . ?
C30 C27 C26 120.2(12) . . ?
C31 C27 C26 122.2(12) . . ?
C31 C27 C30 117.0(15) . . ?
N3 C17 C20 118.6(5) . . ?
C16 C17 N3 118.2(6) . . ?
C16 C17 C20 123.2(6) . . ?
N2 C20 C17 119.0(5) . . ?
C21 C20 N2 117.7(6) . . ?
C21 C20 C17 123.2(5) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 C21 119.7(6) . . ?
C23 C22 H22 120.1 . . ?
N3 C14 H14 119.2 . . ?
N3 C14 C13 121.7(6) . . ?
C13 C14 H14 119.2 . . ?
C10 C10 H10 120.8 10_556 . ?
C9 C10 C10 118.4(7) . 10_556 ?
C9 C10 H10 120.8 . . ?
C16 C15 H15 119.9 . . ?
C16 C15 C13 120.2(6) . . ?
C13 C15 H15 119.9 . . ?
C8 C9 C11 120.1(11) . . ?
C10 C9 C8 121.1(14) . . ?
C10 C9 C11 118.8(10) . . ?
C14 C13 C12 119.7(7) . . ?
C15 C13 C12 123.5(7) . . ?
C15 C13 C14 116.8(6) . . ?
O1 C26 C27 110.3(7) . . ?
O1 C26 H26A 109.6 . . ?
O1 C26 H26B 109.6 . . ?
C27 C26 H26A 109.6 . . ?
C27 C26 H26B 109.6 . . ?
H26A C26 H26B 108.1 . . ?
N3 C18 H18A 109.6 . . ?
N3 C18 H18B 109.6 . . ?
C19 C18 N3 110.3(5) . . ?
C19 C18 H18A 109.6 . . ?
C19 C18 H18B 109.6 . . ?
H18A C18 H18B 108.1 . . ?
O2 C11 C9 111.9(9) . . ?
O2 C11 H11A 109.2 . . ?
O2 C11 H11B 109.2 . . ?
C9 C11 H11A 109.2 . . ?
C9 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
C27 C28 C28 114.8(9) . 10_556 ?
C27 C28 H28 122.6 . . ?
C28 C28 H28 122.6 10_556 . ?
C27 C29 H29 119.6 . . ?
C29 C29 C27 120.8(10) 10_556 . ?
C29 C29 H29 119.6 10_556 . ?
C27 C30 H30 119.4 . . ?
C30 C30 C27 121.3(9) 10_556 . ?
C30 C30 H30 119.4 10_556 . ?
C27 C31 C31 121.6(10) . 10_556 ?
C27 C31 H31 119.2 . . ?
C31 C31 H31 119.2 10_556 . ?

_olex2_submission_special_instructions 'No special instructions were received'
