# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2024

####################################################################### 
# 
# 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. 
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data_1110br_0m
_database_code_depnum_ccdc_archive 'CCDC 2307251'
loop_
_audit_author_name
_audit_author_address
Guo
;Changzhou University
China
;
_audit_update_record             
;
2023-11-11 deposited with the CCDC.	2024-06-11 downloaded from the CCDC.
;
_audit_creation_date             2023-11-10
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H14 Br N O2'
_chemical_formula_sum            'C17 H14 Br N O2'
_chemical_formula_weight         344.20
_chemical_absolute_configuration rm
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'

_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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.1154(11)
_cell_length_b                   10.5749(13)
_cell_length_c                   17.941(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.885(4)
_cell_angle_gamma                90
_cell_volume                     1537.8(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3674
_cell_measurement_temperature    170
_cell_measurement_theta_max      25.486
_cell_measurement_theta_min      2.236
_shelx_estimated_absorpt_T_max   0.878
_shelx_estimated_absorpt_T_min   0.690
_exptl_absorpt_coefficient_mu    2.676
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.4845
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1136 before and 0.0822 after correction.
The Ratio of minimum to maximum transmission is 0.6500.
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    1.487
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0707
_diffrn_reflns_av_unetI/netI     0.1025
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            15202
_diffrn_reflns_point_group_measured_fraction_full 0.934
_diffrn_reflns_point_group_measured_fraction_max 0.910
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.465
_diffrn_reflns_theta_min         2.236
_diffrn_ambient_temperature      170
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.742
_reflns_Friedel_fraction_full    0.866
_reflns_Friedel_fraction_max     0.822
_reflns_number_gt                3716
_reflns_number_total             5800
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.290
_refine_diff_density_min         -0.567
_refine_diff_density_rms         0.074
_refine_ls_abs_structure_details 
;
 Flack x determined using 1206 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.024(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     381
_refine_ls_number_reflns         5800
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0986
_refine_ls_R_factor_gt           0.0479
_refine_ls_restrained_S_all      0.990
_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)+(0.0170P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0874
_refine_ls_wR_factor_ref         0.1056
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C26(H26), C9(H9)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), C21(H21), C30(H30), C2(H2A), C7(H7), C19(H19), C25(H25),
 C20(H20), C17(H17), C13(H13), C34(H34), C31(H31), C5(H5), C16(H16), C14(H14),
 C3(H3), C32(H32), C15(H15), C33(H33)
2.c Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C11(H11A,H11B,H11C)
;
_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
Br2 Br 0.90730(10) 0.21798(7) 0.30834(5) 0.0478(3) Uani 1 1 d . . . . .
Br1 Br 0.09952(11) 0.47902(8) 0.19149(6) 0.0603(4) Uani 1 1 d . . . . .
O3 O 0.2365(7) 0.5883(5) 0.4664(3) 0.0470(15) Uani 1 1 d . . . . .
O1 O 0.9091(6) 0.6379(5) 0.0061(3) 0.0461(14) Uani 1 1 d . . . . .
O4 O 0.0963(6) 0.4089(5) 0.4814(3) 0.0497(15) Uani 1 1 d . . . . .
O2 O 0.7630(7) 0.8146(5) 0.0214(3) 0.0519(16) Uani 1 1 d . . . . .
N1 N 0.2490(7) 0.6173(6) 0.0472(3) 0.0365(16) Uani 1 1 d . . . . .
H1 H 0.143448 0.631339 0.052682 0.044 Uiso 1 1 calc R U . . .
C22 C 0.4941(8) 0.3077(7) 0.4278(4) 0.0298(17) Uani 1 1 d . . . . .
N2 N 0.7557(7) 0.3766(5) 0.4433(4) 0.0357(16) Uani 1 1 d . . . . .
H2 H 0.861718 0.388394 0.437653 0.043 Uiso 1 1 calc R U . . .
C12 C 0.6724(9) 0.5503(7) -0.1061(4) 0.0334(18) Uani 1 1 d . . . . .
C23 C 0.6550(8) 0.2997(7) 0.4009(4) 0.0288(17) Uani 1 1 d . . . . .
C21 C 0.3686(9) 0.2339(8) 0.3932(4) 0.033(2) Uani 1 1 d . . . . .
H21 H 0.259986 0.236796 0.410501 0.040 Uiso 1 1 calc R U . . .
C24 C 0.5031(8) 0.3940(7) 0.4896(4) 0.0283(17) Uani 1 1 d . . . . .
C8 C 0.3481(9) 0.5448(7) 0.0931(4) 0.0333(18) Uani 1 1 d . . . . .
C29 C 0.3313(8) 0.3331(7) 0.5988(4) 0.0305(18) Uani 1 1 d . . . . .
C18 C 0.6889(9) 0.2217(9) 0.3412(4) 0.0301(19) Uani 1 1 d . . . . .
C30 C 0.4154(9) 0.2209(9) 0.6058(4) 0.0355(19) Uani 1 1 d . . . . .
H30 H 0.497408 0.201436 0.571636 0.043 Uiso 1 1 calc R U . . .
C4 C 0.5104(8) 0.5458(6) 0.0651(4) 0.0293(17) Uani 1 1 d . . . . .
C10 C 0.7849(9) 0.7000(7) -0.0063(4) 0.0311(17) Uani 1 1 d . . . . .
C27 C 0.2181(9) 0.4727(7) 0.4940(4) 0.0315(17) Uani 1 1 d . . . . .
C6 C 0.4987(9) 0.6238(7) -0.0007(4) 0.0312(19) Uani 1 1 d . . . . .
C2 C 0.4398(10) 0.4111(7) 0.1935(4) 0.0375(19) Uani 1 1 d . . . . .
H2A H 0.418429 0.365838 0.237732 0.045 Uiso 1 1 calc R U . . .
C7 C 0.3399(9) 0.6657(7) -0.0094(5) 0.0371(19) Uani 1 1 d . . . . .
H7 H 0.298279 0.719678 -0.048246 0.045 Uiso 1 1 calc R U . . .
C19 C 0.5661(9) 0.1509(7) 0.3078(4) 0.0367(19) Uani 1 1 d . . . . .
H19 H 0.588392 0.097252 0.267056 0.044 Uiso 1 1 calc R U . . .
C1 C 0.3160(10) 0.4771(9) 0.1570(5) 0.037(2) Uani 1 1 d . . . . .
C25 C 0.6639(9) 0.4334(7) 0.4970(4) 0.0338(18) Uani 1 1 d . . . . .
H25 H 0.706184 0.491292 0.533670 0.041 Uiso 1 1 calc R U . . .
C26 C 0.3703(8) 0.4312(6) 0.5405(4) 0.0287(17) Uani 1 1 d . . . . .
H26 H 0.411548 0.507629 0.568425 0.034 Uiso 1 1 calc R U . . .
C20 C 0.4036(9) 0.1579(7) 0.3345(4) 0.0370(19) Uani 1 1 d . . . . .
H20 H 0.318023 0.108709 0.310900 0.044 Uiso 1 1 calc R U . . .
C17 C 0.8042(9) 0.5623(8) -0.1539(4) 0.042(2) Uani 1 1 d . . . . .
H17 H 0.871716 0.635716 -0.150755 0.051 Uiso 1 1 calc R U . . .
C13 C 0.5768(10) 0.4412(8) -0.1133(5) 0.039(2) Uani 1 1 d . . . . .
H13 H 0.488166 0.429369 -0.081423 0.047 Uiso 1 1 calc R U . . .
C34 C 0.2105(9) 0.3589(7) 0.6498(4) 0.0377(19) Uani 1 1 d . . . . .
H34 H 0.148663 0.435055 0.645423 0.045 Uiso 1 1 calc R U . . .
C31 C 0.3834(10) 0.1352(8) 0.6618(4) 0.044(2) Uani 1 1 d . . . . .
H31 H 0.442835 0.057829 0.665416 0.053 Uiso 1 1 calc R U . . .
C5 C 0.6351(9) 0.4760(8) 0.1021(4) 0.032(2) Uani 1 1 d . . . . .
H5 H 0.742855 0.473798 0.083740 0.038 Uiso 1 1 calc R U . . .
C16 C 0.8372(12) 0.4700(9) -0.2051(5) 0.044(2) Uani 1 1 d . . . . .
H16 H 0.927048 0.479660 -0.236604 0.053 Uiso 1 1 calc R U . . .
C14 C 0.6080(10) 0.3494(8) -0.1659(5) 0.046(2) Uani 1 1 d . . . . .
H14 H 0.538864 0.277124 -0.171064 0.055 Uiso 1 1 calc R U . . .
C9 C 0.6326(8) 0.6552(7) -0.0526(4) 0.0345(19) Uani 1 1 d . . . . .
H9 H 0.592667 0.728699 -0.083569 0.041 Uiso 1 1 calc R U . . .
C3 C 0.5995(10) 0.4099(7) 0.1658(4) 0.040(2) Uani 1 1 d . . . . .
H3 H 0.684287 0.362773 0.191470 0.048 Uiso 1 1 calc R U . . .
C32 C 0.2648(10) 0.1622(8) 0.7123(5) 0.048(2) Uani 1 1 d . . . . .
H32 H 0.242191 0.103761 0.750678 0.057 Uiso 1 1 calc R U . . .
C15 C 0.7396(11) 0.3635(9) -0.2107(5) 0.054(2) Uani 1 1 d . . . . .
H15 H 0.763311 0.299290 -0.245592 0.065 Uiso 1 1 calc R U . . .
C33 C 0.1803(12) 0.2747(10) 0.7064(5) 0.048(3) Uani 1 1 d . . . . .
H33 H 0.100347 0.294716 0.741437 0.058 Uiso 1 1 calc R U . . .
C28 C 0.1009(10) 0.6363(9) 0.4173(5) 0.062(3) Uani 1 1 d . . . . .
H28A H 0.083479 0.579550 0.374467 0.094 Uiso 1 1 calc R U . . .
H28B H 0.128563 0.721057 0.399677 0.094 Uiso 1 1 calc R U . . .
H28C H -0.000133 0.640515 0.444939 0.094 Uiso 1 1 calc R U . . .
C11 C 0.8964(10) 0.8639(8) 0.0692(5) 0.062(3) Uani 1 1 d . . . . .
H11A H 0.990452 0.884215 0.039152 0.093 Uiso 1 1 calc R U . . .
H11B H 0.929742 0.800281 0.106738 0.093 Uiso 1 1 calc R U . . .
H11C H 0.859646 0.940525 0.094163 0.093 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br2 C18 1.896(7) . ?
Br1 C1 1.892(7) . ?
O3 C27 1.330(8) . ?
O3 C28 1.466(10) . ?
O1 C10 1.214(8) . ?
O4 C27 1.210(8) . ?
O2 C10 1.325(9) . ?
O2 C11 1.445(10) . ?
N1 H1 0.8800 . ?
N1 C8 1.358(10) . ?
N1 C7 1.383(9) . ?
C22 C23 1.417(9) . ?
C22 C21 1.403(10) . ?
C22 C24 1.436(10) . ?
N2 H2 0.8800 . ?
N2 C23 1.359(9) . ?
N2 C25 1.384(8) . ?
C12 C17 1.411(9) . ?
C12 C13 1.393(10) . ?
C12 C9 1.512(10) . ?
C23 C18 1.391(10) . ?
C21 H21 0.9500 . ?
C21 C20 1.367(10) . ?
C24 C25 1.369(10) . ?
C24 C26 1.500(9) . ?
C8 C4 1.432(9) . ?
C8 C1 1.388(11) . ?
C29 C30 1.372(10) . ?
C29 C26 1.518(10) . ?
C29 C34 1.401(9) . ?
C18 C19 1.361(11) . ?
C30 H30 0.9500 . ?
C30 C31 1.386(11) . ?
C4 C6 1.439(10) . ?
C4 C5 1.393(10) . ?
C10 C9 1.530(10) . ?
C27 C26 1.520(10) . ?
C6 C7 1.364(10) . ?
C6 C9 1.504(9) . ?
C2 H2A 0.9500 . ?
C2 C1 1.363(11) . ?
C2 C3 1.412(10) . ?
C7 H7 0.9500 . ?
C19 H19 0.9500 . ?
C19 C20 1.427(9) . ?
C25 H25 0.9500 . ?
C26 H26 1.0000 . ?
C20 H20 0.9500 . ?
C17 H17 0.9500 . ?
C17 C16 1.376(12) . ?
C13 H13 0.9500 . ?
C13 C14 1.386(11) . ?
C34 H34 0.9500 . ?
C34 C33 1.381(11) . ?
C31 H31 0.9500 . ?
C31 C32 1.385(10) . ?
C5 H5 0.9500 . ?
C5 C3 1.383(10) . ?
C16 H16 0.9500 . ?
C16 C15 1.378(12) . ?
C14 H14 0.9500 . ?
C14 C15 1.376(10) . ?
C9 H9 1.0000 . ?
C3 H3 0.9500 . ?
C32 H32 0.9500 . ?
C32 C33 1.375(12) . ?
C15 H15 0.9500 . ?
C33 H33 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?

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
C27 O3 C28 116.6(6) . . ?
C10 O2 C11 116.2(6) . . ?
C8 N1 H1 125.3 . . ?
C8 N1 C7 109.4(6) . . ?
C7 N1 H1 125.3 . . ?
C23 C22 C24 106.8(6) . . ?
C21 C22 C23 118.5(7) . . ?
C21 C22 C24 134.7(6) . . ?
C23 N2 H2 125.7 . . ?
C23 N2 C25 108.6(6) . . ?
C25 N2 H2 125.7 . . ?
C17 C12 C9 120.9(7) . . ?
C13 C12 C17 117.0(7) . . ?
C13 C12 C9 122.1(6) . . ?
N2 C23 C22 108.2(6) . . ?
N2 C23 C18 130.5(7) . . ?
C18 C23 C22 121.3(7) . . ?
C22 C21 H21 120.2 . . ?
C20 C21 C22 119.6(7) . . ?
C20 C21 H21 120.2 . . ?
C22 C24 C26 128.8(6) . . ?
C25 C24 C22 106.2(6) . . ?
C25 C24 C26 124.9(7) . . ?
N1 C8 C4 108.1(6) . . ?
N1 C8 C1 131.4(7) . . ?
C1 C8 C4 120.5(7) . . ?
C30 C29 C26 122.3(6) . . ?
C30 C29 C34 118.0(7) . . ?
C34 C29 C26 119.6(6) . . ?
C23 C18 Br2 118.4(6) . . ?
C19 C18 Br2 121.8(6) . . ?
C19 C18 C23 119.8(7) . . ?
C29 C30 H30 119.3 . . ?
C29 C30 C31 121.4(7) . . ?
C31 C30 H30 119.3 . . ?
C8 C4 C6 105.5(6) . . ?
C5 C4 C8 119.2(7) . . ?
C5 C4 C6 135.2(6) . . ?
O1 C10 O2 123.5(7) . . ?
O1 C10 C9 124.9(7) . . ?
O2 C10 C9 111.5(6) . . ?
O3 C27 C26 111.5(6) . . ?
O4 C27 O3 123.3(7) . . ?
O4 C27 C26 125.1(7) . . ?
C4 C6 C9 127.9(7) . . ?
C7 C6 C4 107.6(6) . . ?
C7 C6 C9 124.4(7) . . ?
C1 C2 H2A 119.9 . . ?
C1 C2 C3 120.2(7) . . ?
C3 C2 H2A 119.9 . . ?
N1 C7 H7 125.3 . . ?
C6 C7 N1 109.3(7) . . ?
C6 C7 H7 125.3 . . ?
C18 C19 H19 120.2 . . ?
C18 C19 C20 119.5(7) . . ?
C20 C19 H19 120.2 . . ?
C8 C1 Br1 118.7(7) . . ?
C2 C1 Br1 121.5(6) . . ?
C2 C1 C8 119.8(7) . . ?
N2 C25 H25 124.9 . . ?
C24 C25 N2 110.2(7) . . ?
C24 C25 H25 124.9 . . ?
C24 C26 C29 115.0(6) . . ?
C24 C26 C27 109.3(6) . . ?
C24 C26 H26 106.5 . . ?
C29 C26 C27 112.6(6) . . ?
C29 C26 H26 106.5 . . ?
C27 C26 H26 106.5 . . ?
C21 C20 C19 121.3(7) . . ?
C21 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?
C12 C17 H17 119.3 . . ?
C16 C17 C12 121.4(8) . . ?
C16 C17 H17 119.3 . . ?
C12 C13 H13 119.2 . . ?
C14 C13 C12 121.6(8) . . ?
C14 C13 H13 119.2 . . ?
C29 C34 H34 119.7 . . ?
C33 C34 C29 120.7(7) . . ?
C33 C34 H34 119.7 . . ?
C30 C31 H31 120.0 . . ?
C32 C31 C30 120.0(8) . . ?
C32 C31 H31 120.0 . . ?
C4 C5 H5 120.5 . . ?
C3 C5 C4 119.0(7) . . ?
C3 C5 H5 120.5 . . ?
C17 C16 H16 120.1 . . ?
C17 C16 C15 119.9(8) . . ?
C15 C16 H16 120.1 . . ?
C13 C14 H14 120.2 . . ?
C15 C14 C13 119.7(8) . . ?
C15 C14 H14 120.2 . . ?
C12 C9 C10 112.3(6) . . ?
C12 C9 H9 107.0 . . ?
C10 C9 H9 107.0 . . ?
C6 C9 C12 114.6(6) . . ?
C6 C9 C10 108.7(6) . . ?
C6 C9 H9 107.0 . . ?
C2 C3 H3 119.3 . . ?
C5 C3 C2 121.4(7) . . ?
C5 C3 H3 119.3 . . ?
C31 C32 H32 120.4 . . ?
C33 C32 C31 119.2(8) . . ?
C33 C32 H32 120.4 . . ?
C16 C15 H15 119.8 . . ?
C14 C15 C16 120.4(8) . . ?
C14 C15 H15 119.8 . . ?
C34 C33 H33 119.7 . . ?
C32 C33 C34 120.6(8) . . ?
C32 C33 H33 119.7 . . ?
O3 C28 H28A 109.5 . . ?
O3 C28 H28B 109.5 . . ?
O3 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O2 C11 H11A 109.5 . . ?
O2 C11 H11B 109.5 . . ?
O2 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?

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
Br2 C18 C19 C20 -179.6(5) . . . . ?
O3 C27 C26 C24 -76.5(7) . . . . ?
O3 C27 C26 C29 154.4(6) . . . . ?
O1 C10 C9 C12 -22.7(10) . . . . ?
O1 C10 C9 C6 105.2(8) . . . . ?
O4 C27 C26 C24 101.6(8) . . . . ?
O4 C27 C26 C29 -27.4(10) . . . . ?
O2 C10 C9 C12 159.5(6) . . . . ?
O2 C10 C9 C6 -72.7(8) . . . . ?
N1 C8 C4 C6 -0.2(8) . . . . ?
N1 C8 C4 C5 -178.9(7) . . . . ?
N1 C8 C1 Br1 0.2(13) . . . . ?
N1 C8 C1 C2 -179.8(8) . . . . ?
C22 C23 C18 Br2 179.4(5) . . . . ?
C22 C23 C18 C19 -0.3(12) . . . . ?
C22 C21 C20 C19 0.6(12) . . . . ?
C22 C24 C25 N2 0.0(9) . . . . ?
C22 C24 C26 C29 76.1(10) . . . . ?
C22 C24 C26 C27 -51.7(10) . . . . ?
N2 C23 C18 Br2 -1.3(12) . . . . ?
N2 C23 C18 C19 178.9(8) . . . . ?
C12 C17 C16 C15 0.4(14) . . . . ?
C12 C13 C14 C15 2.2(14) . . . . ?
C23 C22 C21 C20 -0.8(11) . . . . ?
C23 C22 C24 C25 0.2(8) . . . . ?
C23 C22 C24 C26 -176.5(7) . . . . ?
C23 N2 C25 C24 -0.2(8) . . . . ?
C23 C18 C19 C20 0.1(12) . . . . ?
C21 C22 C23 N2 -178.8(7) . . . . ?
C21 C22 C23 C18 0.6(11) . . . . ?
C21 C22 C24 C25 178.3(8) . . . . ?
C21 C22 C24 C26 1.6(14) . . . . ?
C24 C22 C23 N2 -0.3(8) . . . . ?
C24 C22 C23 C18 179.1(7) . . . . ?
C24 C22 C21 C20 -178.7(8) . . . . ?
C8 N1 C7 C6 0.4(9) . . . . ?
C8 C4 C6 C7 0.5(8) . . . . ?
C8 C4 C6 C9 -178.9(7) . . . . ?
C8 C4 C5 C3 -1.5(11) . . . . ?
C29 C30 C31 C32 -0.3(13) . . . . ?
C29 C34 C33 C32 -2.0(15) . . . . ?
C18 C19 C20 C21 -0.3(11) . . . . ?
C30 C29 C26 C24 2.1(10) . . . . ?
C30 C29 C26 C27 128.1(8) . . . . ?
C30 C29 C34 C33 1.5(12) . . . . ?
C30 C31 C32 C33 -0.2(14) . . . . ?
C4 C8 C1 Br1 180.0(6) . . . . ?
C4 C8 C1 C2 0.1(12) . . . . ?
C4 C6 C7 N1 -0.6(9) . . . . ?
C4 C6 C9 C12 76.8(10) . . . . ?
C4 C6 C9 C10 -49.7(10) . . . . ?
C4 C5 C3 C2 0.6(12) . . . . ?
C6 C4 C5 C3 -179.7(8) . . . . ?
C7 N1 C8 C4 -0.1(8) . . . . ?
C7 N1 C8 C1 179.8(9) . . . . ?
C7 C6 C9 C12 -102.4(9) . . . . ?
C7 C6 C9 C10 131.1(8) . . . . ?
C1 C8 C4 C6 179.9(7) . . . . ?
C1 C8 C4 C5 1.2(11) . . . . ?
C1 C2 C3 C5 0.7(12) . . . . ?
C25 N2 C23 C22 0.3(8) . . . . ?
C25 N2 C23 C18 -179.0(8) . . . . ?
C25 C24 C26 C29 -100.1(9) . . . . ?
C25 C24 C26 C27 132.2(8) . . . . ?
C26 C24 C25 N2 176.9(6) . . . . ?
C26 C29 C30 C31 176.8(8) . . . . ?
C26 C29 C34 C33 -175.8(8) . . . . ?
C17 C12 C13 C14 -1.0(13) . . . . ?
C17 C12 C9 C10 -50.2(10) . . . . ?
C17 C12 C9 C6 -174.8(7) . . . . ?
C17 C16 C15 C14 0.8(15) . . . . ?
C13 C12 C17 C16 -0.3(13) . . . . ?
C13 C12 C9 C10 133.2(8) . . . . ?
C13 C12 C9 C6 8.5(12) . . . . ?
C13 C14 C15 C16 -2.1(14) . . . . ?
C34 C29 C30 C31 -0.4(12) . . . . ?
C34 C29 C26 C24 179.2(7) . . . . ?
C34 C29 C26 C27 -54.7(9) . . . . ?
C31 C32 C33 C34 1.3(15) . . . . ?
C5 C4 C6 C7 178.9(9) . . . . ?
C5 C4 C6 C9 -0.5(14) . . . . ?
C9 C12 C17 C16 -177.1(8) . . . . ?
C9 C12 C13 C14 175.7(8) . . . . ?
C9 C6 C7 N1 178.8(7) . . . . ?
C3 C2 C1 Br1 179.1(6) . . . . ?
C3 C2 C1 C8 -1.0(12) . . . . ?
C28 O3 C27 O4 -1.3(11) . . . . ?
C28 O3 C27 C26 177.0(6) . . . . ?
C11 O2 C10 O1 -0.8(11) . . . . ?
C11 O2 C10 C9 177.1(7) . . . . ?

_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_1_sq
_database_code_depnum_ccdc_archive 'CCDC 2330415'
loop_
_audit_author_name
_audit_author_address
'Wengang Guo'
;Changzhou University
China
;
_audit_update_record             
;
2024-02-02 deposited with the CCDC.	2024-06-11 downloaded from the CCDC.
;
_audit_creation_date             2023-11-30
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2023.11.24 svn.r209d9fb2 for OlexSys, GUI svn.r6869)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C48 H61 O4 P, 1[], 0.5[], 0.5[]'
_chemical_formula_sum            'C48 H61 O4 P'
_chemical_formula_weight         732.93
_chemical_absolute_configuration rm
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 1 2 1'
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   22.3569(8)
_cell_length_b                   15.3432(8)
_cell_length_c                   13.0072(5)
_cell_angle_alpha                90
_cell_angle_beta                 101.568(2)
_cell_angle_gamma                90
_cell_volume                     4371.2(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7982
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      26.357
_cell_measurement_theta_min      2.196
_shelx_estimated_absorpt_T_max   0.995
_shelx_estimated_absorpt_T_min   0.988
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5293
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1210 before and 0.0715 after correction.
The Ratio of minimum to maximum transmission is 0.7101.
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    1.114
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1584
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0712
_diffrn_reflns_av_unetI/netI     0.0732
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            25471
_diffrn_reflns_point_group_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.406
_diffrn_reflns_theta_min         2.141
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.852
_reflns_Friedel_fraction_full    0.938
_reflns_Friedel_fraction_max     0.918
_reflns_number_gt                7112
_reflns_number_total             8593
_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 V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.269
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details 
;
 Flack x determined using 2621 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.09(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     510
_refine_ls_number_reflns         8593
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0707
_refine_ls_R_factor_gt           0.0527
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0615P)²+1.5287P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1193
_refine_ls_wR_factor_ref         0.1320
_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, All O(H) groups
2. Others
 Fixed Sof: O5(0.5) H5(0.5) O4(0.5) H4(0.5) O3(0.5) O6(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C35(H35A,H35B), C19(H19A,H19B), C21(H21A,H21B), C32(H32A,H32B), C33(H33A,
 H33B), C20(H20A,H20B), C23(H23A,H23B), C34(H34A,H34B)
3.b Aromatic/amide H refined with riding coordinates:
 C37(H37), C29(H29), C11(H11), C17(H17), C6(H6), C8(H8), C45(H45), C44(H44)
3.c Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C2(H2A,H2B,H2C), C14(H14A,H14B,H14C), C4(H4A,H4B,H4C),
 C13(H13A,H13B,H13C), C3(H3A,H3B,H3C), C49(H49A,H49B,H49C), C47(H47A,H47B,H47C),
  C40(H40A,H40B,H40C), C41(H41A,H41B,H41C), C42(H42A,H42B,H42C), C48(H48A,H48B,
 H48C)
3.d Idealised tetrahedral OH refined as rotating group:
 O5(H5), O4(H4)
;
_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
P001 P 0.39350(4) 0.47675(7) 0.51539(7) 0.0328(3) Uani 1 1 d . . . . .
O2 O 0.39014(11) 0.46043(16) 0.63504(17) 0.0259(6) Uani 1 1 d . . . . .
O1 O 0.33205(11) 0.43564(16) 0.45195(18) 0.0258(6) Uani 1 1 d . . . . .
C16 C 0.32641(16) 0.2808(2) 0.4231(3) 0.0240(7) Uani 1 1 d . . . . .
C25 C 0.31686(15) 0.3517(2) 0.4833(3) 0.0233(7) Uani 1 1 d . . . . .
C22 C 0.28324(16) 0.2605(2) 0.6116(3) 0.0231(7) Uani 1 1 d . . . . .
C37 C 0.44629(17) 0.5883(2) 0.7846(3) 0.0255(8) Uani 1 1 d . . . . .
H37 H 0.454183 0.527519 0.791854 0.031 Uiso 1 1 calc R U . . .
C18 C 0.29096(16) 0.1885(2) 0.5505(3) 0.0261(8) Uani 1 1 d . . . . .
C36 C 0.38610(17) 0.6175(2) 0.7552(3) 0.0249(8) Uani 1 1 d . . . . .
O5 O 0.3785(4) 0.5802(7) 0.4893(9) 0.039(2) Uani 0.5 1 d . . P A 1
H5 H 0.345071 0.593229 0.505322 0.059 Uiso 0.5 1 calc R U P A 1
C29 C 0.27852(17) 0.5713(2) 0.7595(3) 0.0254(8) Uani 1 1 d . . . . .
H29 H 0.275848 0.619288 0.804486 0.030 Uiso 1 1 calc R U . . .
C11 C 0.41078(16) 0.2581(2) 0.3255(3) 0.0257(8) Uani 1 1 d . . . . .
H11 H 0.434655 0.234716 0.388098 0.031 Uiso 1 1 calc R U . . .
C30 C 0.22676(16) 0.5197(2) 0.7266(3) 0.0250(8) Uani 1 1 d . . . . .
C24 C 0.29446(15) 0.3448(2) 0.5758(3) 0.0221(7) Uani 1 1 d . . . . .
C5 C 0.43482(17) 0.2608(2) 0.2348(3) 0.0264(8) Uani 1 1 d . . . . .
C17 C 0.31164(16) 0.2001(2) 0.4577(3) 0.0263(8) Uani 1 1 d . . . . .
H17 H 0.315826 0.150313 0.416305 0.032 Uiso 1 1 calc R U . . .
C38 C 0.49499(17) 0.6469(2) 0.8035(3) 0.0264(8) Uani 1 1 d . . . . .
C9 C 0.35213(17) 0.2890(2) 0.3258(3) 0.0262(8) Uani 1 1 d . . . . .
C28 C 0.33369(16) 0.5557(2) 0.7293(3) 0.0238(8) Uani 1 1 d . . . . .
C27 C 0.33599(15) 0.4808(2) 0.6683(2) 0.0228(7) Uani 1 1 d . . . . .
C26 C 0.28620(16) 0.4253(2) 0.6370(3) 0.0235(8) Uani 1 1 d . . . . .
C31 C 0.22989(16) 0.4482(2) 0.6608(3) 0.0229(7) Uani 1 1 d . . . . .
C7 C 0.33987(17) 0.3280(2) 0.1417(3) 0.0270(8) Uani 1 1 d . . . . .
C1 C 0.49947(18) 0.2293(3) 0.2317(3) 0.0320(9) Uani 1 1 d . . . . .
C35 C 0.16794(17) 0.5430(2) 0.7622(3) 0.0292(8) Uani 1 1 d . . . . .
H35A H 0.164654 0.607209 0.765587 0.035 Uiso 1 1 calc R U . . .
H35B H 0.169896 0.519826 0.833818 0.035 Uiso 1 1 calc R U . . .
O4 O 0.4464(5) 0.4051(5) 0.5059(8) 0.033(2) Uani 0.5 1 d . . P A 2
H4 H 0.477746 0.430963 0.495346 0.050 Uiso 0.5 1 calc R U P A 2
C6 C 0.39818(17) 0.2958(2) 0.1438(3) 0.0260(8) Uani 1 1 d . . . . .
H6 H 0.413890 0.297512 0.081208 0.031 Uiso 1 1 calc R U . . .
C8 C 0.31740(17) 0.3245(3) 0.2351(3) 0.0281(8) Uani 1 1 d . . . . .
H8 H 0.277864 0.346736 0.236041 0.034 Uiso 1 1 calc R U . . .
C19 C 0.2790(2) 0.0966(3) 0.5827(3) 0.0348(9) Uani 1 1 d . . . . .
H19A H 0.318249 0.064594 0.598593 0.042 Uiso 1 1 calc R U . . .
H19B H 0.252441 0.066960 0.522834 0.042 Uiso 1 1 calc R U . . .
C21 C 0.26789(18) 0.2486(2) 0.7193(3) 0.0286(8) Uani 1 1 d . . . . .
H21A H 0.224315 0.262905 0.715345 0.034 Uiso 1 1 calc R U . . .
H21B H 0.292595 0.289742 0.769115 0.034 Uiso 1 1 calc R U . . .
C43 C 0.42150(18) 0.7675(2) 0.7702(3) 0.0308(8) Uani 1 1 d . . . . .
C45 C 0.37446(17) 0.7071(2) 0.7479(3) 0.0273(8) Uani 1 1 d . . . . .
H45 H 0.333562 0.726936 0.727355 0.033 Uiso 1 1 calc R U . . .
C32 C 0.17169(17) 0.4025(3) 0.6068(3) 0.0286(8) Uani 1 1 d . . . . .
H32A H 0.180371 0.339661 0.600440 0.034 Uiso 1 1 calc R U . . .
H32B H 0.158880 0.426292 0.535028 0.034 Uiso 1 1 calc R U . . .
C12 C 0.29862(17) 0.3629(3) 0.0410(3) 0.0309(9) Uani 1 1 d . . . . .
C39 C 0.56089(18) 0.6148(3) 0.8329(3) 0.0306(8) Uani 1 1 d . . . . .
C44 C 0.48170(18) 0.7358(2) 0.7973(3) 0.0308(8) Uani 1 1 d . . . . .
H44 H 0.514403 0.776365 0.812001 0.037 Uiso 1 1 calc R U . . .
C15 C 0.2675(2) 0.4486(3) 0.0619(3) 0.0376(10) Uani 1 1 d . . . . .
H15A H 0.241395 0.438285 0.112935 0.056 Uiso 1 1 calc R U . . .
H15B H 0.242471 0.470149 -0.003832 0.056 Uiso 1 1 calc R U . . .
H15C H 0.298623 0.492046 0.089886 0.056 Uiso 1 1 calc R U . . .
C33 C 0.11927(19) 0.4127(3) 0.6650(4) 0.0396(10) Uani 1 1 d . . . . .
H33A H 0.081150 0.389890 0.621009 0.048 Uiso 1 1 calc R U . . .
H33B H 0.128073 0.378432 0.730804 0.048 Uiso 1 1 calc R U . . .
C2 C 0.53374(19) 0.1964(3) 0.3382(3) 0.0437(11) Uani 1 1 d . . . . .
H2A H 0.511734 0.146792 0.360420 0.066 Uiso 1 1 calc R U . . .
H2B H 0.536557 0.243231 0.390175 0.066 Uiso 1 1 calc R U . . .
H2C H 0.574900 0.177925 0.332438 0.066 Uiso 1 1 calc R U . . .
C20 C 0.2489(2) 0.0916(3) 0.6780(3) 0.0344(9) Uani 1 1 d . . . . .
H20A H 0.204955 0.105993 0.656907 0.041 Uiso 1 1 calc R U . . .
H20B H 0.252505 0.031714 0.706889 0.041 Uiso 1 1 calc R U . . .
C23 C 0.2800(2) 0.1556(3) 0.7609(3) 0.0335(9) Uani 1 1 d . . . . .
H23A H 0.324467 0.144339 0.777687 0.040 Uiso 1 1 calc R U . . .
H23B H 0.263849 0.148299 0.825919 0.040 Uiso 1 1 calc R U . . .
C14 C 0.2495(2) 0.2942(3) 0.0019(3) 0.0440(11) Uani 1 1 d . . . . .
H14A H 0.269070 0.239497 -0.011941 0.066 Uiso 1 1 calc R U . . .
H14B H 0.222953 0.314774 -0.062795 0.066 Uiso 1 1 calc R U . . .
H14C H 0.225078 0.284437 0.055598 0.066 Uiso 1 1 calc R U . . .
C4 C 0.4960(2) 0.1547(3) 0.1518(3) 0.0396(10) Uani 1 1 d . . . . .
H4A H 0.537404 0.136723 0.146904 0.059 Uiso 1 1 calc R U . . .
H4B H 0.474149 0.174743 0.082903 0.059 Uiso 1 1 calc R U . . .
H4C H 0.474260 0.105158 0.174593 0.059 Uiso 1 1 calc R U . . .
C13 C 0.3351(2) 0.3800(3) -0.0451(3) 0.0417(10) Uani 1 1 d . . . . .
H13A H 0.368887 0.419996 -0.018413 0.063 Uiso 1 1 calc R U . . .
H13B H 0.308336 0.406146 -0.106176 0.063 Uiso 1 1 calc R U . . .
H13C H 0.351522 0.324885 -0.065575 0.063 Uiso 1 1 calc R U . . .
C3 C 0.53612(19) 0.3049(3) 0.1981(3) 0.0421(10) Uani 1 1 d . . . . .
H3A H 0.534870 0.354905 0.244560 0.063 Uiso 1 1 calc R U . . .
H3B H 0.518316 0.321505 0.125681 0.063 Uiso 1 1 calc R U . . .
H3C H 0.578576 0.286703 0.202627 0.063 Uiso 1 1 calc R U . . .
C34 C 0.11092(18) 0.5074(3) 0.6901(4) 0.0418(10) Uani 1 1 d . . . . .
H34A H 0.075494 0.513440 0.724602 0.050 Uiso 1 1 calc R U . . .
H34B H 0.102426 0.541572 0.624239 0.050 Uiso 1 1 calc R U . . .
C46 C 0.41120(19) 0.8663(3) 0.7644(4) 0.0447(11) Uani 1 1 d . . . . .
C49 C 0.3445(2) 0.8887(3) 0.7284(6) 0.0682(17) Uani 1 1 d . . . . .
H49A H 0.339150 0.951981 0.732169 0.102 Uiso 1 1 calc R U . . .
H49B H 0.320562 0.859680 0.773758 0.102 Uiso 1 1 calc R U . . .
H49C H 0.330520 0.869168 0.655819 0.102 Uiso 1 1 calc R U . . .
C47 C 0.4459(2) 0.9081(3) 0.6878(5) 0.0676(17) Uani 1 1 d . . . . .
H47A H 0.433769 0.880512 0.618793 0.101 Uiso 1 1 calc R U . . .
H47B H 0.489889 0.900211 0.713416 0.101 Uiso 1 1 calc R U . . .
H47C H 0.436464 0.970478 0.681807 0.101 Uiso 1 1 calc R U . . .
C40 C 0.5686(2) 0.5280(4) 0.7816(5) 0.0666(16) Uani 1 1 d . . . . .
H40A H 0.548775 0.482138 0.815109 0.100 Uiso 1 1 calc R U . . .
H40B H 0.612216 0.514819 0.789653 0.100 Uiso 1 1 calc R U . . .
H40C H 0.549913 0.530940 0.706782 0.100 Uiso 1 1 calc R U . . .
C41 C 0.6044(2) 0.6773(4) 0.7944(7) 0.085(2) Uani 1 1 d . . . . .
H41A H 0.591107 0.686159 0.718652 0.127 Uiso 1 1 calc R U . . .
H41B H 0.645702 0.652847 0.809177 0.127 Uiso 1 1 calc R U . . .
H41C H 0.604370 0.733351 0.830647 0.127 Uiso 1 1 calc R U . . .
C42 C 0.5785(3) 0.6075(6) 0.9511(4) 0.099(3) Uani 1 1 d . . . . .
H42A H 0.571730 0.663539 0.982985 0.148 Uiso 1 1 calc R U . . .
H42B H 0.621724 0.591511 0.971381 0.148 Uiso 1 1 calc R U . . .
H42C H 0.553495 0.562542 0.975612 0.148 Uiso 1 1 calc R U . . .
C48 C 0.4334(3) 0.9052(4) 0.8753(5) 0.0794(19) Uani 1 1 d . . . . .
H48A H 0.426038 0.968170 0.873108 0.119 Uiso 1 1 calc R U . . .
H48B H 0.477217 0.894014 0.898420 0.119 Uiso 1 1 calc R U . . .
H48C H 0.411089 0.877994 0.924426 0.119 Uiso 1 1 calc R U . . .
O3 O 0.4462(5) 0.4479(7) 0.4927(8) 0.055(3) Uani 0.5 1 d . . P A 1
O6 O 0.4032(4) 0.5592(7) 0.4864(9) 0.037(2) Uani 0.5 1 d . . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P001 O2 1.593(2) . ?
P001 O1 1.585(3) . ?
P001 O5 1.643(10) . ?
P001 O4 1.638(9) . ?
P001 O3 1.345(10) . ?
P001 O6 1.350(12) . ?
O2 C27 1.400(4) . ?
O1 C25 1.413(4) . ?
C16 C25 1.382(5) . ?
C16 C17 1.381(5) . ?
C16 C9 1.496(5) . ?
C25 C24 1.397(5) . ?
C22 C18 1.391(5) . ?
C22 C24 1.413(5) . ?
C22 C21 1.519(5) . ?
C37 H37 0.9500 . ?
C37 C36 1.397(5) . ?
C37 C38 1.395(5) . ?
C18 C17 1.388(5) . ?
C18 C19 1.511(5) . ?
C36 C28 1.492(5) . ?
C36 C45 1.397(5) . ?
O5 H5 0.8400 . ?
C29 H29 0.9500 . ?
C29 C30 1.397(5) . ?
C29 C28 1.388(5) . ?
C11 H11 0.9500 . ?
C11 C5 1.391(5) . ?
C11 C9 1.396(5) . ?
C30 C31 1.401(5) . ?
C30 C35 1.521(5) . ?
C24 C26 1.502(5) . ?
C5 C1 1.532(5) . ?
C5 C6 1.404(5) . ?
C17 H17 0.9500 . ?
C38 C39 1.527(5) . ?
C38 C44 1.395(5) . ?
C9 C8 1.388(5) . ?
C28 C27 1.403(5) . ?
C27 C26 1.396(5) . ?
C26 C31 1.400(5) . ?
C31 C32 1.521(5) . ?
C7 C6 1.389(5) . ?
C7 C8 1.405(5) . ?
C7 C12 1.539(5) . ?
C1 C2 1.528(6) . ?
C1 C4 1.538(5) . ?
C1 C3 1.534(6) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C35 C34 1.524(6) . ?
O4 H4 0.8400 . ?
C6 H6 0.9500 . ?
C8 H8 0.9500 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.527(5) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C23 1.530(5) . ?
C43 C45 1.388(5) . ?
C43 C44 1.408(5) . ?
C43 C46 1.533(6) . ?
C45 H45 0.9500 . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C33 1.525(5) . ?
C12 C15 1.538(6) . ?
C12 C14 1.534(6) . ?
C12 C13 1.535(5) . ?
C39 C40 1.515(6) . ?
C39 C41 1.520(7) . ?
C39 C42 1.513(6) . ?
C44 H44 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C34 1.509(6) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C23 1.521(5) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C46 C49 1.511(6) . ?
C46 C47 1.523(7) . ?
C46 C48 1.547(8) . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?

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 P001 O5 107.8(4) . . ?
O2 P001 O4 98.3(4) . . ?
O1 P001 O2 103.91(13) . . ?
O1 P001 O5 99.0(3) . . ?
O1 P001 O4 104.9(4) . . ?
O3 P001 O2 112.2(5) . . ?
O3 P001 O1 117.4(5) . . ?
O3 P001 O5 115.0(6) . . ?
O6 P001 O2 117.5(5) . . ?
O6 P001 O1 113.5(5) . . ?
O6 P001 O4 116.7(5) . . ?
C27 O2 P001 118.7(2) . . ?
C25 O1 P001 116.5(2) . . ?
C25 C16 C9 122.9(3) . . ?
C17 C16 C25 116.5(3) . . ?
C17 C16 C9 120.6(3) . . ?
C16 C25 O1 118.7(3) . . ?
C16 C25 C24 123.5(3) . . ?
C24 C25 O1 117.8(3) . . ?
C18 C22 C24 119.2(3) . . ?
C18 C22 C21 120.5(3) . . ?
C24 C22 C21 120.1(3) . . ?
C36 C37 H37 119.5 . . ?
C38 C37 H37 119.5 . . ?
C38 C37 C36 121.1(3) . . ?
C22 C18 C19 122.3(3) . . ?
C17 C18 C22 119.8(3) . . ?
C17 C18 C19 117.9(3) . . ?
C37 C36 C28 121.8(3) . . ?
C37 C36 C45 119.4(3) . . ?
C45 C36 C28 118.8(3) . . ?
P001 O5 H5 109.5 . . ?
C30 C29 H29 118.5 . . ?
C28 C29 H29 118.5 . . ?
C28 C29 C30 123.0(3) . . ?
C5 C11 H11 119.5 . . ?
C5 C11 C9 121.0(3) . . ?
C9 C11 H11 119.5 . . ?
C29 C30 C31 119.4(3) . . ?
C29 C30 C35 119.2(3) . . ?
C31 C30 C35 121.4(3) . . ?
C25 C24 C22 118.1(3) . . ?
C25 C24 C26 119.9(3) . . ?
C22 C24 C26 122.0(3) . . ?
C11 C5 C1 122.6(3) . . ?
C11 C5 C6 117.8(3) . . ?
C6 C5 C1 119.5(3) . . ?
C16 C17 C18 122.8(3) . . ?
C16 C17 H17 118.6 . . ?
C18 C17 H17 118.6 . . ?
C37 C38 C39 121.1(3) . . ?
C44 C38 C37 118.1(3) . . ?
C44 C38 C39 120.9(3) . . ?
C11 C9 C16 119.7(3) . . ?
C8 C9 C16 120.5(3) . . ?
C8 C9 C11 119.8(3) . . ?
C29 C28 C36 121.9(3) . . ?
C29 C28 C27 115.9(3) . . ?
C27 C28 C36 122.1(3) . . ?
O2 C27 C28 119.3(3) . . ?
C26 C27 O2 117.5(3) . . ?
C26 C27 C28 123.2(3) . . ?
C27 C26 C24 118.7(3) . . ?
C27 C26 C31 118.9(3) . . ?
C31 C26 C24 122.4(3) . . ?
C30 C31 C32 120.0(3) . . ?
C26 C31 C30 119.2(3) . . ?
C26 C31 C32 120.4(3) . . ?
C6 C7 C8 117.8(3) . . ?
C6 C7 C12 122.7(3) . . ?
C8 C7 C12 119.4(3) . . ?
C5 C1 C4 109.4(3) . . ?
C5 C1 C3 109.2(3) . . ?
C2 C1 C5 112.6(3) . . ?
C2 C1 C4 108.4(4) . . ?
C2 C1 C3 108.0(3) . . ?
C3 C1 C4 109.1(3) . . ?
C30 C35 H35A 108.9 . . ?
C30 C35 H35B 108.9 . . ?
C30 C35 C34 113.3(3) . . ?
H35A C35 H35B 107.7 . . ?
C34 C35 H35A 108.9 . . ?
C34 C35 H35B 108.9 . . ?
P001 O4 H4 109.5 . . ?
C5 C6 H6 118.7 . . ?
C7 C6 C5 122.6(3) . . ?
C7 C6 H6 118.7 . . ?
C9 C8 C7 120.9(3) . . ?
C9 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
C18 C19 H19A 108.8 . . ?
C18 C19 H19B 108.8 . . ?
C18 C19 C20 113.8(3) . . ?
H19A C19 H19B 107.7 . . ?
C20 C19 H19A 108.8 . . ?
C20 C19 H19B 108.8 . . ?
C22 C21 H21A 109.1 . . ?
C22 C21 H21B 109.1 . . ?
C22 C21 C23 112.5(3) . . ?
H21A C21 H21B 107.8 . . ?
C23 C21 H21A 109.1 . . ?
C23 C21 H21B 109.1 . . ?
C45 C43 C44 117.9(3) . . ?
C45 C43 C46 123.4(3) . . ?
C44 C43 C46 118.7(3) . . ?
C36 C45 H45 119.4 . . ?
C43 C45 C36 121.3(3) . . ?
C43 C45 H45 119.4 . . ?
C31 C32 H32A 108.9 . . ?
C31 C32 H32B 108.9 . . ?
C31 C32 C33 113.3(3) . . ?
H32A C32 H32B 107.7 . . ?
C33 C32 H32A 108.9 . . ?
C33 C32 H32B 108.9 . . ?
C15 C12 C7 111.3(3) . . ?
C14 C12 C7 108.0(3) . . ?
C14 C12 C15 109.1(3) . . ?
C14 C12 C13 109.0(3) . . ?
C13 C12 C7 111.4(3) . . ?
C13 C12 C15 108.0(3) . . ?
C40 C39 C38 111.3(3) . . ?
C40 C39 C41 105.8(4) . . ?
C41 C39 C38 111.2(4) . . ?
C42 C39 C38 108.7(4) . . ?
C42 C39 C40 110.7(5) . . ?
C42 C39 C41 109.2(5) . . ?
C38 C44 C43 122.3(4) . . ?
C38 C44 H44 118.9 . . ?
C43 C44 H44 118.9 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C32 C33 H33A 109.6 . . ?
C32 C33 H33B 109.6 . . ?
H33A C33 H33B 108.1 . . ?
C34 C33 C32 110.3(3) . . ?
C34 C33 H33A 109.6 . . ?
C34 C33 H33B 109.6 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C19 C20 H20A 109.8 . . ?
C19 C20 H20B 109.8 . . ?
H20A C20 H20B 108.3 . . ?
C23 C20 C19 109.3(3) . . ?
C23 C20 H20A 109.8 . . ?
C23 C20 H20B 109.8 . . ?
C21 C23 H23A 109.8 . . ?
C21 C23 H23B 109.8 . . ?
C20 C23 C21 109.2(3) . . ?
C20 C23 H23A 109.8 . . ?
C20 C23 H23B 109.8 . . ?
H23A C23 H23B 108.3 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C35 C34 H34A 109.5 . . ?
C35 C34 H34B 109.5 . . ?
C33 C34 C35 110.7(4) . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 108.1 . . ?
C43 C46 C48 108.6(4) . . ?
C49 C46 C43 111.7(4) . . ?
C49 C46 C47 107.5(4) . . ?
C49 C46 C48 108.3(5) . . ?
C47 C46 C43 110.9(4) . . ?
C47 C46 C48 109.7(5) . . ?
C46 C49 H49A 109.5 . . ?
C46 C49 H49B 109.5 . . ?
C46 C49 H49C 109.5 . . ?
H49A C49 H49B 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C46 C47 H47A 109.5 . . ?
C46 C47 H47B 109.5 . . ?
C46 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C39 C41 H41A 109.5 . . ?
C39 C41 H41B 109.5 . . ?
C39 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C39 C42 H42A 109.5 . . ?
C39 C42 H42B 109.5 . . ?
C39 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C46 C48 H48A 109.5 . . ?
C46 C48 H48B 109.5 . . ?
C46 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?

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
P001 O2 C27 C28 -105.4(3) . . . . ?
P001 O2 C27 C26 73.6(4) . . . . ?
P001 O1 C25 C16 -103.1(3) . . . . ?
P001 O1 C25 C24 75.1(3) . . . . ?
O2 P001 O1 C25 -46.9(3) . . . . ?
O2 C27 C26 C24 3.7(4) . . . . ?
O2 C27 C26 C31 -174.2(3) . . . . ?
O1 P001 O2 C27 -47.2(3) . . . . ?
O1 C25 C24 C22 -175.6(3) . . . . ?
O1 C25 C24 C26 1.1(5) . . . . ?
C16 C25 C24 C22 2.5(5) . . . . ?
C16 C25 C24 C26 179.3(3) . . . . ?
C16 C9 C8 C7 -176.4(3) . . . . ?
C25 C16 C17 C18 -3.0(5) . . . . ?
C25 C16 C9 C11 110.3(4) . . . . ?
C25 C16 C9 C8 -71.8(5) . . . . ?
C25 C24 C26 C27 -54.9(4) . . . . ?
C25 C24 C26 C31 122.9(4) . . . . ?
C22 C18 C17 C16 1.3(6) . . . . ?
C22 C18 C19 C20 8.8(5) . . . . ?
C22 C24 C26 C27 121.7(4) . . . . ?
C22 C24 C26 C31 -60.5(5) . . . . ?
C22 C21 C23 C20 -51.3(4) . . . . ?
C37 C36 C28 C29 141.0(4) . . . . ?
C37 C36 C28 C27 -42.4(5) . . . . ?
C37 C36 C45 C43 -0.5(5) . . . . ?
C37 C38 C39 C40 32.0(5) . . . . ?
C37 C38 C39 C41 149.8(5) . . . . ?
C37 C38 C39 C42 -90.0(5) . . . . ?
C37 C38 C44 C43 -1.8(6) . . . . ?
C18 C22 C24 C25 -4.2(5) . . . . ?
C18 C22 C24 C26 179.2(3) . . . . ?
C18 C22 C21 C23 16.0(5) . . . . ?
C18 C19 C20 C23 -44.0(5) . . . . ?
C36 C37 C38 C39 -178.4(3) . . . . ?
C36 C37 C38 C44 3.2(5) . . . . ?
C36 C28 C27 O2 3.5(5) . . . . ?
C36 C28 C27 C26 -175.4(3) . . . . ?
O5 P001 O2 C27 57.2(4) . . . . ?
O5 P001 O1 C25 -157.9(4) . . . . ?
C29 C30 C31 C26 5.8(5) . . . . ?
C29 C30 C31 C32 -167.7(3) . . . . ?
C29 C30 C35 C34 156.9(3) . . . . ?
C29 C28 C27 O2 -179.8(3) . . . . ?
C29 C28 C27 C26 1.3(5) . . . . ?
C11 C5 C1 C2 -0.7(5) . . . . ?
C11 C5 C1 C4 119.9(4) . . . . ?
C11 C5 C1 C3 -120.7(4) . . . . ?
C11 C5 C6 C7 0.6(5) . . . . ?
C11 C9 C8 C7 1.5(6) . . . . ?
C30 C29 C28 C36 172.8(3) . . . . ?
C30 C29 C28 C27 -3.9(5) . . . . ?
C30 C31 C32 C33 -25.4(5) . . . . ?
C30 C35 C34 C33 47.1(5) . . . . ?
C24 C22 C18 C17 2.4(5) . . . . ?
C24 C22 C18 C19 -179.1(3) . . . . ?
C24 C22 C21 C23 -159.1(3) . . . . ?
C24 C26 C31 C30 174.0(3) . . . . ?
C24 C26 C31 C32 -12.5(5) . . . . ?
C5 C11 C9 C16 176.8(3) . . . . ?
C5 C11 C9 C8 -1.0(5) . . . . ?
C17 C16 C25 O1 179.1(3) . . . . ?
C17 C16 C25 C24 1.0(5) . . . . ?
C17 C16 C9 C11 -68.8(5) . . . . ?
C17 C16 C9 C8 109.0(4) . . . . ?
C17 C18 C19 C20 -172.7(3) . . . . ?
C38 C37 C36 C28 176.8(3) . . . . ?
C38 C37 C36 C45 -2.1(5) . . . . ?
C9 C16 C25 O1 0.0(5) . . . . ?
C9 C16 C25 C24 -178.2(3) . . . . ?
C9 C16 C17 C18 176.2(3) . . . . ?
C9 C11 C5 C1 178.7(4) . . . . ?
C9 C11 C5 C6 0.0(5) . . . . ?
C28 C36 C45 C43 -179.4(3) . . . . ?
C28 C29 C30 C31 0.5(5) . . . . ?
C28 C29 C30 C35 -178.8(3) . . . . ?
C28 C27 C26 C24 -177.4(3) . . . . ?
C28 C27 C26 C31 4.7(5) . . . . ?
C27 C26 C31 C30 -8.2(5) . . . . ?
C27 C26 C31 C32 165.3(3) . . . . ?
C26 C31 C32 C33 161.2(3) . . . . ?
C31 C30 C35 C34 -22.3(5) . . . . ?
C31 C32 C33 C34 50.3(5) . . . . ?
C1 C5 C6 C7 -178.1(4) . . . . ?
C35 C30 C31 C26 -175.0(3) . . . . ?
C35 C30 C31 C32 11.5(5) . . . . ?
O4 P001 O2 C27 -154.9(4) . . . . ?
O4 P001 O1 C25 55.8(4) . . . . ?
C6 C5 C1 C2 177.9(4) . . . . ?
C6 C5 C1 C4 -61.5(5) . . . . ?
C6 C5 C1 C3 57.9(4) . . . . ?
C6 C7 C8 C9 -0.8(6) . . . . ?
C6 C7 C12 C15 -135.7(4) . . . . ?
C6 C7 C12 C14 104.6(4) . . . . ?
C6 C7 C12 C13 -15.1(5) . . . . ?
C8 C7 C6 C5 -0.3(5) . . . . ?
C8 C7 C12 C15 47.1(5) . . . . ?
C8 C7 C12 C14 -72.6(4) . . . . ?
C8 C7 C12 C13 167.7(4) . . . . ?
C19 C18 C17 C16 -177.3(3) . . . . ?
C19 C20 C23 C21 65.7(4) . . . . ?
C21 C22 C18 C17 -172.8(3) . . . . ?
C21 C22 C18 C19 5.7(5) . . . . ?
C21 C22 C24 C25 171.0(3) . . . . ?
C21 C22 C24 C26 -5.7(5) . . . . ?
C45 C36 C28 C29 -40.1(5) . . . . ?
C45 C36 C28 C27 136.5(3) . . . . ?
C45 C43 C44 C38 -0.7(6) . . . . ?
C45 C43 C46 C49 -1.9(7) . . . . ?
C45 C43 C46 C47 -121.9(5) . . . . ?
C45 C43 C46 C48 117.4(5) . . . . ?
C32 C33 C34 C35 -62.0(5) . . . . ?
C12 C7 C6 C5 -177.5(3) . . . . ?
C12 C7 C8 C9 176.5(3) . . . . ?
C39 C38 C44 C43 179.8(3) . . . . ?
C44 C38 C39 C40 -149.7(4) . . . . ?
C44 C38 C39 C41 -31.9(6) . . . . ?
C44 C38 C39 C42 88.3(6) . . . . ?
C44 C43 C45 C36 1.9(5) . . . . ?
C44 C43 C46 C49 176.7(4) . . . . ?
C44 C43 C46 C47 56.7(6) . . . . ?
C44 C43 C46 C48 -63.9(5) . . . . ?
C46 C43 C45 C36 -179.4(4) . . . . ?
C46 C43 C44 C38 -179.5(4) . . . . ?
O3 P001 O2 C27 -175.1(6) . . . . ?
O3 P001 O1 C25 77.7(6) . . . . ?
O6 P001 O2 C27 79.0(5) . . . . ?
O6 P001 O1 C25 -175.6(5) . . . . ?

loop_
_platon_missing_refln_index_h
_platon_missing_refln_index_k
_platon_missing_refln_index_l
_platon_missing_refln_theta
2 0 0 1.860
1 1 0 1.620
0 0 1 1.598
1 3 1 4.461
0 0 2 3.197
1 1 2 3.748
-2 0 3 4.787

_platon_squeeze_details          
;
TITL 1_a.res in C2
CELL   22.3569   15.3432   13.0072     90.00    101.57     90.00
SPGR C2
# Solvent Accessible Volume =       326
# Electrons Found in S.A.V. =        42
# Note: Atoms in Void as Cxxx and Qxxx all others
Q101 0.947 0.219 0.523 !       8.24 eA-3
Q102 0.010 0.156 0.465 !       1.79 eA-3
Q103 0.041 0.286 0.454 !       0.51 eA-3
;
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.379 0.046 0.024 45 2 ' '
2 0.621 0.045 -0.024 45 2 ' '
3 0.121 0.545 -0.024 45 2 ' '
4 0.879 0.546 0.024 45 2 ' '
5 0.000 0.233 0.500 57 17 ' '
6 0.500 0.733 0.500 57 17 ' '
7 0.500 0.008 0.500 15 0 ' '
8 0.000 0.508 0.500 15 0 ' '

_platon_squeeze_void_probe_radius 1.20

_olex2_submission_special_instructions 'No special instructions were received'
