# Supplementary Information (SI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_saadd_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2296994'
loop_
_audit_author_name
_audit_author_address
'Manju Devi'
;Indian Institute of Technology,Delhi
India
;
_audit_update_record             
;
2023-09-23 deposited with the CCDC.	2025-12-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/1
_shelx_SHELXL_version_number     2019/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H24 Br N2 O4'
_chemical_formula_sum            'C31 H24 Br N2 O4'
_chemical_formula_weight         568.42

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

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

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

_cell_length_a                   9.214(3)
_cell_length_b                   14.220(5)
_cell_length_c                   11.153(4)
_cell_angle_alpha                90
_cell_angle_beta                 111.181(11)
_cell_angle_gamma                90
_cell_volume                     1362.6(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    304(2)
_cell_measurement_reflns_used    5784
_cell_measurement_theta_min      0.723
_cell_measurement_theta_max      0.781

_exptl_crystal_description       Block
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_F_000             582
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_absorpt_coefficient_mu    1.547
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      304(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            56332
_diffrn_reflns_av_unetI/netI     0.1069
_diffrn_reflns_av_R_equivalents  0.1983
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.958
_diffrn_reflns_theta_max         28.318
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6789
_reflns_number_gt                3836
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.921
_reflns_Friedel_fraction_max     0.994
_reflns_Friedel_fraction_full    1.000

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     'w=1/[σ²(Fo²)] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1374 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.024(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6789
_refine_ls_number_parameters     345
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0779
_refine_ls_R_factor_gt           0.0321
_refine_ls_wR_factor_ref         0.0633
_refine_ls_wR_factor_gt          0.0573
_refine_ls_goodness_of_fit_ref   0.795
_refine_ls_restrained_S_all      0.795
_refine_ls_shift/su_max          0.195
_refine_ls_shift/su_mean         0.006

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
Br1 Br 0.47112(5) 0.38443(4) -0.01858(3) 0.08407(16) Uani 1 1 d . . . . .
O2 O 0.8068(2) 0.40831(14) 0.6458(2) 0.0587(6) Uani 1 1 d . . . . .
O3 O 0.9794(3) 0.4837(2) 1.0670(3) 0.0993(9) Uani 1 1 d . . . . .
O4 O 0.5692(3) 0.6469(2) 0.8048(2) 0.0681(6) Uani 1 1 d . . . . .
O5 O 0.3596(3) 0.68834(17) 0.5728(2) 0.0744(7) Uani 1 1 d . . . . .
N1 N 0.8933(3) 0.44533(19) 0.8560(3) 0.0551(7) Uani 1 1 d . . . . .
N2 N 0.7731(3) 0.5659(2) 0.9344(2) 0.0558(7) Uani 1 1 d . . . . .
C1 C 0.3044(3) 0.3922(3) 0.5893(3) 0.0591(8) Uani 1 1 d . . . . .
C2 C 0.2861(5) 0.3050(3) 0.6387(4) 0.0850(13) Uani 1 1 d . . . . .
H2 H 0.370394 0.276822 0.701800 0.102 Uiso 1 1 calc R U . . .
C3 C 0.1418(7) 0.2595(4) 0.5941(5) 0.1105(19) Uani 1 1 d . . . . .
H3 H 0.130100 0.201532 0.628087 0.133 Uiso 1 1 calc R U . . .
C4 C 0.0176(6) 0.3004(5) 0.5003(6) 0.117(2) Uani 1 1 d . . . . .
H4 H -0.078477 0.270291 0.471030 0.140 Uiso 1 1 calc R U . . .
C5 C 0.0348(4) 0.3853(5) 0.4496(5) 0.1078(16) Uani 1 1 d . . . . .
H5 H -0.049470 0.412793 0.385488 0.129 Uiso 1 1 calc R U . . .
C6 C 0.1778(4) 0.4307(3) 0.4938(4) 0.0857(13) Uani 1 1 d . . . . .
H6 H 0.188348 0.488193 0.458161 0.103 Uiso 1 1 calc R U . . .
C7 C 0.4579(3) 0.4375(2) 0.6464(3) 0.0523(8) Uani 1 1 d . . . . .
H7 H 0.521796 0.411375 0.723980 0.063 Uiso 1 1 calc R U . . .
C8 C 0.5206(3) 0.5091(2) 0.6061(3) 0.0440(7) Uani 1 1 d . . . . .
C9 C 0.6854(3) 0.5421(2) 0.6984(3) 0.0429(7) Uani 1 1 d . . . . .
C10 C 0.7962(3) 0.4588(2) 0.7291(3) 0.0461(7) Uani 1 1 d . . . . .
C11 C 0.8877(4) 0.4978(3) 0.9588(3) 0.0638(9) Uani 1 1 d . . . . .
C12 C 0.6694(4) 0.5882(3) 0.8161(3) 0.0479(8) Uani 1 1 d . . . . .
C13 C 0.7568(4) 0.6166(2) 0.6333(3) 0.0512(9) Uani 1 1 d . . . . .
H13A H 0.753769 0.591925 0.551348 0.061 Uiso 1 1 calc R U . . .
H13B H 0.692422 0.672622 0.616011 0.061 Uiso 1 1 calc R U . . .
C14 C 0.9227(4) 0.6440(2) 0.7123(3) 0.0470(7) Uani 1 1 d . . . . .
C15 C 1.0458(4) 0.5905(2) 0.7055(3) 0.0574(8) Uani 1 1 d . . . . .
H15 H 1.025110 0.538401 0.651491 0.069 Uiso 1 1 calc R U . . .
C16 C 1.1977(4) 0.6131(3) 0.7774(4) 0.0692(10) Uani 1 1 d . . . . .
H16 H 1.278859 0.575645 0.774078 0.083 Uiso 1 1 calc R U . . .
C17 C 1.2277(5) 0.6915(3) 0.8538(4) 0.0721(11) Uani 1 1 d . . . . .
H17 H 1.330315 0.707718 0.900894 0.087 Uiso 1 1 calc R U . . .
C18 C 1.1122(5) 0.7453(3) 0.8621(4) 0.0736(11) Uani 1 1 d . . . . .
H18 H 1.135422 0.798079 0.914816 0.088 Uiso 1 1 calc R U . . .
C19 C 0.9558(4) 0.7222(3) 0.7912(3) 0.0642(9) Uani 1 1 d . . . . .
H19 H 0.875632 0.759188 0.797423 0.077 Uiso 1 1 calc R U . . .
C20 C 0.4476(3) 0.5566(2) 0.4792(3) 0.0465(7) Uani 1 1 d . . . . .
C21 C 0.4531(3) 0.5145(2) 0.3635(3) 0.0475(7) Uani 1 1 d . . . . .
C22 C 0.3760(4) 0.5593(2) 0.2427(3) 0.0556(8) Uani 1 1 d . . . . .
C23 C 0.2954(4) 0.6449(3) 0.2401(3) 0.0700(10) Uani 1 1 d . . . . .
H23 H 0.242710 0.673752 0.161512 0.084 Uiso 1 1 calc R U . . .
C24 C 0.2935(4) 0.6851(3) 0.3487(4) 0.0744(12) Uani 1 1 d . . . . .
H24 H 0.241298 0.741706 0.344359 0.089 Uiso 1 1 calc R U . . .
C25 C 0.3703(4) 0.6420(3) 0.4691(3) 0.0573(8) Uani 1 1 d . . . . .
C26 C 1.0165(4) 0.3739(3) 0.8812(3) 0.0775(10) Uani 1 1 d . . . . .
H26A H 1.090671 0.381645 0.966940 0.116 Uiso 1 1 calc R U . . .
H26B H 1.067919 0.381197 0.820687 0.116 Uiso 1 1 calc R U . . .
H26C H 0.971198 0.312302 0.872372 0.116 Uiso 1 1 calc R U . . .
C27 C 0.7633(5) 0.6164(3) 1.0472(4) 0.0906(13) Uani 1 1 d . . . . .
H27A H 0.739139 0.681357 1.025529 0.136 Uiso 1 1 calc R U . . .
H27B H 0.861297 0.611949 1.117400 0.136 Uiso 1 1 calc R U . . .
H27C H 0.683179 0.588768 1.071770 0.136 Uiso 1 1 calc R U . . .
C28 C 0.5308(4) 0.4285(2) 0.3643(3) 0.0543(8) Uani 1 1 d . . . . .
H28 H 0.578577 0.397133 0.441820 0.065 Uiso 1 1 calc R U . . .
C29 C 0.5372(3) 0.3903(3) 0.2531(3) 0.0603(8) Uani 1 1 d . . . . .
H29 H 0.590319 0.334317 0.255414 0.072 Uiso 1 1 calc R U . . .
C30 C 0.4629(4) 0.4368(3) 0.1363(3) 0.0589(9) Uani 1 1 d . . . . .
C31 C 0.3843(4) 0.5185(3) 0.1295(3) 0.0625(9) Uani 1 1 d . . . . .
H31 H 0.335803 0.547750 0.050510 0.075 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
Br1 C30 1.907(3) . ?
O2 C10 1.205(3) . ?
O3 C11 1.214(4) . ?
O4 C12 1.217(4) . ?
O5 C25 1.364(4) . ?
N1 C11 1.385(4) . ?
N1 C10 1.388(4) . ?
N1 C26 1.472(4) . ?
N2 C12 1.358(4) . ?
N2 C11 1.386(5) . ?
N2 C27 1.479(4) . ?
C1 C2 1.391(6) . ?
C1 C6 1.377(5) . ?
C1 C7 1.473(4) . ?
C2 C3 1.399(6) . ?
C3 C4 1.369(8) . ?
C4 C5 1.367(9) . ?
C5 C6 1.387(5) . ?
C7 C8 1.327(4) . ?
C8 C20 1.492(4) . ?
C8 C9 1.567(4) . ?
C9 C12 1.522(4) . ?
C9 C10 1.521(4) . ?
C9 C13 1.557(4) . ?
C13 C14 1.514(4) . ?
C14 C19 1.381(5) . ?
C14 C15 1.391(4) . ?
C15 C16 1.376(5) . ?
C16 C17 1.369(6) . ?
C17 C18 1.340(6) . ?
C18 C19 1.410(5) . ?
C20 C25 1.392(5) . ?
C20 C21 1.440(4) . ?
C21 C28 1.416(4) . ?
C21 C22 1.426(4) . ?
C22 C31 1.416(5) . ?
C22 C23 1.421(5) . ?
C23 C24 1.345(5) . ?
C24 C25 1.412(5) . ?
C28 C29 1.375(4) . ?
C29 C30 1.399(4) . ?
C30 C31 1.357(5) . ?

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
C11 N1 C10 124.6(3) . . ?
C11 N1 C26 118.0(3) . . ?
C10 N1 C26 117.3(3) . . ?
C12 N2 C11 125.0(3) . . ?
C12 N2 C27 118.4(3) . . ?
C11 N2 C27 116.7(3) . . ?
C2 C1 C6 118.0(3) . . ?
C2 C1 C7 116.9(3) . . ?
C6 C1 C7 125.0(4) . . ?
C1 C2 C3 120.5(5) . . ?
C4 C3 C2 120.0(5) . . ?
C3 C4 C5 120.1(5) . . ?
C4 C5 C6 120.0(5) . . ?
C1 C6 C5 121.4(5) . . ?
C8 C7 C1 131.0(3) . . ?
C7 C8 C20 124.5(3) . . ?
C7 C8 C9 116.4(3) . . ?
C20 C8 C9 119.0(3) . . ?
C12 C9 C10 114.1(3) . . ?
C12 C9 C13 107.3(3) . . ?
C10 C9 C13 105.8(2) . . ?
C12 C9 C8 108.8(2) . . ?
C10 C9 C8 109.1(2) . . ?
C13 C9 C8 111.7(2) . . ?
O2 C10 N1 120.1(3) . . ?
O2 C10 C9 121.7(3) . . ?
N1 C10 C9 118.0(3) . . ?
O3 C11 N1 120.9(4) . . ?
O3 C11 N2 121.2(3) . . ?
N1 C11 N2 117.9(3) . . ?
O4 C12 N2 120.1(3) . . ?
O4 C12 C9 120.8(3) . . ?
N2 C12 C9 119.0(3) . . ?
C14 C13 C9 114.3(3) . . ?
C19 C14 C15 118.6(3) . . ?
C19 C14 C13 121.5(3) . . ?
C15 C14 C13 120.0(3) . . ?
C16 C15 C14 121.2(3) . . ?
C17 C16 C15 119.2(4) . . ?
C18 C17 C16 121.4(4) . . ?
C17 C18 C19 120.3(4) . . ?
C14 C19 C18 119.4(4) . . ?
C25 C20 C21 118.2(3) . . ?
C25 C20 C8 120.9(3) . . ?
C21 C20 C8 120.8(3) . . ?
C28 C21 C22 118.0(3) . . ?
C28 C21 C20 122.3(3) . . ?
C22 C21 C20 119.6(3) . . ?
C31 C22 C23 121.9(3) . . ?
C31 C22 C21 119.4(3) . . ?
C23 C22 C21 118.7(3) . . ?
C24 C23 C22 121.5(3) . . ?
C23 C24 C25 120.5(3) . . ?
O5 C25 C20 123.0(3) . . ?
O5 C25 C24 115.6(3) . . ?
C20 C25 C24 121.4(3) . . ?
C29 C28 C21 121.5(3) . . ?
C28 C29 C30 119.2(3) . . ?
C31 C30 C29 121.9(3) . . ?
C31 C30 Br1 118.6(2) . . ?
C29 C30 Br1 119.5(3) . . ?
C30 C31 C22 120.1(3) . . ?

_refine_diff_density_max         0.208
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.035

####################################################################### 
# 
# 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_123_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2499277'
loop_
_audit_author_name
_audit_author_address
'Manju Devi'
;Research Scholar
India
;
_audit_update_record             
;
2025-10-31 deposited with the CCDC.	2025-12-04 downloaded from the CCDC.
;
_audit_creation_date             2025-10-30
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7308)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.087(C43 H35 N2 O5 P), 0.087[C4O2H8]'
_chemical_formula_sum            'C4.09 H3.74 N0.17 O0.61 P0.09'
_chemical_formula_weight         67.69
_chemical_absolute_configuration ?
_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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   19.0074(6)
_cell_length_b                   11.0694(6)
_cell_length_c                   18.0225(8)
_cell_angle_alpha                90
_cell_angle_beta                 110.883(2)
_cell_angle_gamma                90
_cell_volume                     3542.9(3)
_cell_formula_units_Z            46
_cell_measurement_reflns_used    9813
_cell_measurement_temperature    305(2)
_cell_measurement_theta_max      25.35
_cell_measurement_theta_min      3.63
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.140
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cubic
_exptl_crystal_F_000             1639
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0550
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            76660
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.283
_diffrn_reflns_theta_min         3.630
_diffrn_ambient_temperature      305.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.904
_reflns_Friedel_fraction_full    0.985
_reflns_Friedel_fraction_max     0.987
_reflns_number_gt                7421
_reflns_number_total             8671
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_refine_diff_density_max         0.151
_refine_diff_density_min         -0.164
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 
;
 Flack x determined using 3121 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     462
_refine_ls_number_reflns         8671
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0484
_refine_ls_R_factor_gt           0.0378
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.034
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0610P)²+0.4367P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0969
_refine_ls_wR_factor_ref         0.1043
_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:
 C10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C7(H7), C8(H8), C9(H9), C17(H17), C18(H18), C22(H22),
 C24(H24), C25(H25), C26(H26), C27(H27), C28(H28), C29(H29), C30(H30), C31(H31),
  C32(H32), C34(H34), C35(H35), C36(H36), C37(H37), C38(H38), C40(H40),
 C41(H41), C42(H42), C43(H43)
2.c Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.40875(3) 0.67907(5) 0.13962(4) 0.04172(14) Uani 1 1 d . . . . .
O1 O 0.62214(11) 0.68235(19) 0.31463(12) 0.0639(5) Uani 1 1 d . . . . .
O2 O 0.65738(15) 0.4540(3) 0.12316(13) 0.0854(8) Uani 1 1 d . . . . .
O3 O 0.70108(12) 0.28248(19) 0.36254(12) 0.0618(5) Uani 1 1 d . . . . .
O4 O 0.46489(9) 0.58084(15) 0.19492(10) 0.0444(4) Uani 1 1 d . . . . .
O5 O 0.43076(12) 0.7287(2) 0.07601(12) 0.0635(5) Uani 1 1 d . . . . .
N1 N 0.64028(12) 0.5701(2) 0.21858(13) 0.0505(5) Uani 1 1 d . . . . .
N2 N 0.68017(12) 0.3663(2) 0.24278(13) 0.0502(5) Uani 1 1 d . . . . .
C1 C 0.51879(12) 0.2608(2) 0.21470(14) 0.0418(5) Uani 1 1 d . . . . .
C2 C 0.51178(11) 0.3848(2) 0.23390(13) 0.0371(4) Uani 1 1 d . . . . .
C3 C 0.29312(15) 0.5316(3) 0.14676(17) 0.0538(6) Uani 1 1 d . . . . .
H3 H 0.324378 0.512125 0.198151 0.065 Uiso 1 1 calc R U . . .
C4 C 0.75699(14) 0.5162(3) 0.45898(14) 0.0530(6) Uani 1 1 d . . . . .
C5 C 0.78761(16) 0.6264(3) 0.45088(17) 0.0613(7) Uani 1 1 d . . . . .
H5 H 0.756321 0.688308 0.422785 0.074 Uiso 1 1 calc R U . . .
C6 C 0.86482(18) 0.6454(4) 0.48438(19) 0.0727(9) Uani 1 1 d . . . . .
H6 H 0.884893 0.719839 0.478409 0.087 Uiso 1 1 calc R U . . .
C7 C 0.91167(17) 0.5549(4) 0.5263(2) 0.0804(11) Uani 1 1 d . . . . .
H7 H 0.963280 0.568144 0.548965 0.097 Uiso 1 1 calc R U . . .
C8 C 0.88209(18) 0.4452(4) 0.5346(2) 0.0825(11) Uani 1 1 d . . . . .
H8 H 0.913593 0.383604 0.562806 0.099 Uiso 1 1 calc R U . . .
C9 C 0.80507(17) 0.4259(4) 0.50075(18) 0.0707(8) Uani 1 1 d . . . . .
H9 H 0.785429 0.350948 0.506284 0.085 Uiso 1 1 calc R U . . .
C10 C 0.67243(14) 0.4959(3) 0.42881(14) 0.0523(6) Uani 1 1 d . . . . .
H10A H 0.648988 0.567107 0.441235 0.063 Uiso 1 1 calc R U . . .
H10B H 0.662138 0.428868 0.458088 0.063 Uiso 1 1 calc R U . . .
C11 C 0.63400(12) 0.4693(2) 0.33902(13) 0.0413(5) Uani 1 1 d . . . . .
C12 C 0.63258(12) 0.5848(2) 0.29154(15) 0.0450(5) Uani 1 1 d . . . . .
C13 C 0.65839(14) 0.4610(3) 0.19005(16) 0.0535(6) Uani 1 1 d . . . . .
C14 C 0.67569(13) 0.3650(2) 0.31742(15) 0.0448(5) Uani 1 1 d . . . . .
C15 C 0.54961(12) 0.4311(2) 0.31724(13) 0.0397(4) Uani 1 1 d . . . . .
C16 C 0.49244(13) 0.2242(2) 0.13394(15) 0.0461(5) Uani 1 1 d . . . . .
C17 C 0.45784(14) 0.3098(3) 0.07479(15) 0.0507(6) Uani 1 1 d . . . . .
H17 H 0.441708 0.286350 0.021801 0.061 Uiso 1 1 calc R U . . .
C18 C 0.44715(13) 0.4267(3) 0.09275(14) 0.0473(5) Uani 1 1 d . . . . .
H18 H 0.422740 0.481599 0.052826 0.057 Uiso 1 1 calc R U . . .
C19 C 0.47403(11) 0.4622(2) 0.17339(13) 0.0391(5) Uani 1 1 d . . . . .
C20 C 0.62482(18) 0.6735(4) 0.1643(2) 0.0730(9) Uani 1 1 d . . . . .
H20A H 0.669649 0.694334 0.154289 0.109 Uiso 1 1 calc R U . . .
H20B H 0.609072 0.741080 0.187897 0.109 Uiso 1 1 calc R U . . .
H20C H 0.585627 0.652661 0.115182 0.109 Uiso 1 1 calc R U . . .
C21 C 0.70663(19) 0.2554(3) 0.2157(2) 0.0706(9) Uani 1 1 d . . . . .
H21A H 0.756038 0.235343 0.251962 0.106 Uiso 1 1 calc R U . . .
H21B H 0.708434 0.268484 0.163698 0.106 Uiso 1 1 calc R U . . .
H21C H 0.672645 0.190307 0.213625 0.106 Uiso 1 1 calc R U . . .
C22 C 0.51400(13) 0.4485(2) 0.36775(15) 0.0470(5) Uani 1 1 d . . . . .
H22 H 0.542920 0.479099 0.417329 0.056 Uiso 1 1 calc R U . . .
C23 C 0.43345(13) 0.4250(3) 0.35449(14) 0.0482(5) Uani 1 1 d . . . . .
C24 C 0.39375(16) 0.3260(3) 0.31352(18) 0.0551(6) Uani 1 1 d . . . . .
H24 H 0.417895 0.268983 0.293101 0.066 Uiso 1 1 calc R U . . .
C25 C 0.31814(17) 0.3112(3) 0.3027(2) 0.0651(8) Uani 1 1 d . . . . .
H25 H 0.292626 0.242911 0.276566 0.078 Uiso 1 1 calc R U . . .
C26 C 0.28068(16) 0.3959(4) 0.3300(2) 0.0689(9) Uani 1 1 d . . . . .
H26 H 0.229583 0.386938 0.320673 0.083 Uiso 1 1 calc R U . . .
C27 C 0.31936(17) 0.4944(3) 0.37140(18) 0.0636(8) Uani 1 1 d . . . . .
H27 H 0.294372 0.552132 0.390266 0.076 Uiso 1 1 calc R U . . .
C28 C 0.39555(16) 0.5078(3) 0.38504(16) 0.0569(6) Uani 1 1 d . . . . .
H28 H 0.421679 0.572826 0.414955 0.068 Uiso 1 1 calc R U . . .
C29 C 0.54937(14) 0.1718(3) 0.27390(16) 0.0507(5) Uani 1 1 d . . . . .
H29 H 0.564686 0.193022 0.327249 0.061 Uiso 1 1 calc R U . . .
C30 C 0.55656(18) 0.0546(3) 0.2532(2) 0.0625(7) Uani 1 1 d . . . . .
H30 H 0.576551 -0.002954 0.292759 0.075 Uiso 1 1 calc R U . . .
C31 C 0.53434(18) 0.0203(3) 0.1737(2) 0.0649(8) Uani 1 1 d . . . . .
H31 H 0.541076 -0.058996 0.160565 0.078 Uiso 1 1 calc R U . . .
C32 C 0.50300(16) 0.1024(3) 0.11577(18) 0.0565(7) Uani 1 1 d . . . . .
H32 H 0.488067 0.078540 0.062915 0.068 Uiso 1 1 calc R U . . .
C33 C 0.40590(13) 0.7878(2) 0.21204(16) 0.0459(5) Uani 1 1 d . . . . .
C34 C 0.36659(19) 0.8936(3) 0.1823(2) 0.0664(8) Uani 1 1 d . . . . .
H34 H 0.347229 0.907084 0.127812 0.080 Uiso 1 1 calc R U . . .
C35 C 0.3562(2) 0.9786(3) 0.2334(3) 0.0807(10) Uani 1 1 d . . . . .
H35 H 0.330265 1.049643 0.213196 0.097 Uiso 1 1 calc R U . . .
C36 C 0.3836(2) 0.9592(3) 0.3127(3) 0.0783(10) Uani 1 1 d . . . . .
H36 H 0.375946 1.016401 0.346838 0.094 Uiso 1 1 calc R U . . .
C37 C 0.4226(2) 0.8552(4) 0.3430(2) 0.0752(9) Uani 1 1 d . . . . .
H37 H 0.441147 0.842099 0.397542 0.090 Uiso 1 1 calc R U . . .
C38 C 0.43459(17) 0.7697(3) 0.29260(18) 0.0598(7) Uani 1 1 d . . . . .
H38 H 0.462001 0.700135 0.313367 0.072 Uiso 1 1 calc R U . . .
C39 C 0.31795(13) 0.6100(2) 0.10114(14) 0.0436(5) Uani 1 1 d . . . . .
C40 C 0.22198(17) 0.4828(3) 0.1154(2) 0.0708(9) Uani 1 1 d . . . . .
H40 H 0.205675 0.429534 0.145838 0.085 Uiso 1 1 calc R U . . .
C41 C 0.17534(18) 0.5111(4) 0.0410(2) 0.0812(10) Uani 1 1 d . . . . .
H41 H 0.127518 0.477122 0.020522 0.097 Uiso 1 1 calc R U . . .
C42 C 0.19892(19) 0.5901(4) -0.0039(2) 0.0800(10) Uani 1 1 d . . . . .
H42 H 0.166507 0.610554 -0.054670 0.096 Uiso 1 1 calc R U . . .
C43 C 0.27049(17) 0.6398(3) 0.02535(17) 0.0632(7) Uani 1 1 d . . . . .
H43 H 0.286404 0.692649 -0.005618 0.076 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
P1 O4 1.5988(18) . ?
P1 O5 1.4603(19) . ?
P1 C33 1.790(3) . ?
P1 C39 1.786(2) . ?
O1 C12 1.199(3) . ?
O2 C13 1.201(3) . ?
O3 C14 1.203(3) . ?
O4 C19 1.398(3) . ?
N1 C12 1.384(3) . ?
N1 C13 1.402(4) . ?
N1 C20 1.466(4) . ?
N2 C13 1.376(4) . ?
N2 C14 1.378(3) . ?
N2 C21 1.474(4) . ?
C1 C2 1.433(3) . ?
C1 C16 1.419(3) . ?
C1 C29 1.416(4) . ?
C2 C15 1.505(3) . ?
C2 C19 1.371(3) . ?
C3 H3 0.9300 . ?
C3 C39 1.389(4) . ?
C3 C40 1.376(4) . ?
C4 C5 1.381(4) . ?
C4 C9 1.382(5) . ?
C4 C10 1.519(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.390(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.374(6) . ?
C7 H7 0.9300 . ?
C7 C8 1.369(6) . ?
C8 H8 0.9300 . ?
C8 C9 1.387(4) . ?
C9 H9 0.9300 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.548(3) . ?
C11 C12 1.534(3) . ?
C11 C14 1.527(3) . ?
C11 C15 1.567(3) . ?
C15 C22 1.328(3) . ?
C16 C17 1.402(4) . ?
C16 C32 1.419(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.366(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.414(3) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22 0.9300 . ?
C22 C23 1.486(3) . ?
C23 C24 1.385(4) . ?
C23 C28 1.395(4) . ?
C24 H24 0.9300 . ?
C24 C25 1.389(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.371(5) . ?
C26 H26 0.9300 . ?
C26 C27 1.376(5) . ?
C27 H27 0.9300 . ?
C27 C28 1.388(4) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C29 C30 1.370(4) . ?
C30 H30 0.9300 . ?
C30 C31 1.394(5) . ?
C31 H31 0.9300 . ?
C31 C32 1.352(5) . ?
C32 H32 0.9300 . ?
C33 C34 1.390(4) . ?
C33 C38 1.372(4) . ?
C34 H34 0.9300 . ?
C34 C35 1.379(5) . ?
C35 H35 0.9300 . ?
C35 C36 1.353(6) . ?
C36 H36 0.9300 . ?
C36 C37 1.373(5) . ?
C37 H37 0.9300 . ?
C37 C38 1.385(4) . ?
C38 H38 0.9300 . ?
C39 C43 1.382(4) . ?
C40 H40 0.9300 . ?
C40 C41 1.354(5) . ?
C41 H41 0.9300 . ?
C41 C42 1.372(6) . ?
C42 H42 0.9300 . ?
C42 C43 1.386(5) . ?
C43 H43 0.9300 . ?

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 P1 C33 100.92(11) . . ?
O4 P1 C39 106.78(10) . . ?
O5 P1 O4 115.52(11) . . ?
O5 P1 C33 114.28(12) . . ?
O5 P1 C39 111.33(12) . . ?
C39 P1 C33 107.13(11) . . ?
C19 O4 P1 125.97(14) . . ?
C12 N1 C13 125.0(2) . . ?
C12 N1 C20 118.5(3) . . ?
C13 N1 C20 116.4(2) . . ?
C13 N2 C14 125.1(2) . . ?
C13 N2 C21 117.3(2) . . ?
C14 N2 C21 117.5(2) . . ?
C16 C1 C2 119.5(2) . . ?
C29 C1 C2 122.2(2) . . ?
C29 C1 C16 118.3(2) . . ?
C1 C2 C15 121.0(2) . . ?
C19 C2 C1 118.3(2) . . ?
C19 C2 C15 120.6(2) . . ?
C39 C3 H3 120.2 . . ?
C40 C3 H3 120.2 . . ?
C40 C3 C39 119.6(3) . . ?
C5 C4 C9 118.3(3) . . ?
C5 C4 C10 121.7(3) . . ?
C9 C4 C10 119.8(3) . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.5(3) . . ?
C6 C5 H5 119.8 . . ?
C5 C6 H6 119.8 . . ?
C7 C6 C5 120.4(3) . . ?
C7 C6 H6 119.8 . . ?
C6 C7 H7 120.1 . . ?
C8 C7 C6 119.7(3) . . ?
C8 C7 H7 120.1 . . ?
C7 C8 H8 120.0 . . ?
C7 C8 C9 119.9(4) . . ?
C9 C8 H8 120.0 . . ?
C4 C9 C8 121.2(4) . . ?
C4 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C4 C10 H10A 108.2 . . ?
C4 C10 H10B 108.2 . . ?
C4 C10 C11 116.56(19) . . ?
H10A C10 H10B 107.3 . . ?
C11 C10 H10A 108.2 . . ?
C11 C10 H10B 108.2 . . ?
C10 C11 C15 111.87(17) . . ?
C12 C11 C10 109.4(2) . . ?
C12 C11 C15 105.79(18) . . ?
C14 C11 C10 108.4(2) . . ?
C14 C11 C12 113.32(19) . . ?
C14 C11 C15 108.05(19) . . ?
O1 C12 N1 121.5(2) . . ?
O1 C12 C11 122.0(2) . . ?
N1 C12 C11 116.4(2) . . ?
O2 C13 N1 120.4(3) . . ?
O2 C13 N2 122.5(3) . . ?
N2 C13 N1 117.1(2) . . ?
O3 C14 N2 121.2(2) . . ?
O3 C14 C11 121.4(2) . . ?
N2 C14 C11 117.3(2) . . ?
C2 C15 C11 115.08(17) . . ?
C22 C15 C2 123.7(2) . . ?
C22 C15 C11 121.0(2) . . ?
C17 C16 C1 119.0(2) . . ?
C17 C16 C32 122.2(2) . . ?
C32 C16 C1 118.7(3) . . ?
C16 C17 H17 119.0 . . ?
C18 C17 C16 121.9(2) . . ?
C18 C17 H17 119.0 . . ?
C17 C18 H18 120.7 . . ?
C17 C18 C19 118.5(2) . . ?
C19 C18 H18 120.7 . . ?
O4 C19 C18 120.8(2) . . ?
C2 C19 O4 116.62(19) . . ?
C2 C19 C18 122.6(2) . . ?
N1 C20 H20A 109.5 . . ?
N1 C20 H20B 109.5 . . ?
N1 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N2 C21 H21A 109.5 . . ?
N2 C21 H21B 109.5 . . ?
N2 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C15 C22 H22 116.1 . . ?
C15 C22 C23 127.7(2) . . ?
C23 C22 H22 116.1 . . ?
C24 C23 C22 124.0(2) . . ?
C24 C23 C28 118.1(2) . . ?
C28 C23 C22 118.0(2) . . ?
C23 C24 H24 119.7 . . ?
C23 C24 C25 120.5(3) . . ?
C25 C24 H24 119.7 . . ?
C24 C25 H25 119.6 . . ?
C26 C25 C24 120.8(3) . . ?
C26 C25 H25 119.6 . . ?
C25 C26 H26 120.3 . . ?
C25 C26 C27 119.4(3) . . ?
C27 C26 H26 120.3 . . ?
C26 C27 H27 119.9 . . ?
C26 C27 C28 120.2(3) . . ?
C28 C27 H27 119.9 . . ?
C23 C28 H28 119.6 . . ?
C27 C28 C23 120.9(3) . . ?
C27 C28 H28 119.6 . . ?
C1 C29 H29 119.7 . . ?
C30 C29 C1 120.5(3) . . ?
C30 C29 H29 119.7 . . ?
C29 C30 H30 119.5 . . ?
C29 C30 C31 121.0(3) . . ?
C31 C30 H30 119.5 . . ?
C30 C31 H31 120.0 . . ?
C32 C31 C30 120.0(3) . . ?
C32 C31 H31 120.0 . . ?
C16 C32 H32 119.3 . . ?
C31 C32 C16 121.3(3) . . ?
C31 C32 H32 119.3 . . ?
C34 C33 P1 115.9(2) . . ?
C38 C33 P1 124.7(2) . . ?
C38 C33 C34 119.2(3) . . ?
C33 C34 H34 119.9 . . ?
C35 C34 C33 120.2(3) . . ?
C35 C34 H34 119.9 . . ?
C34 C35 H35 119.9 . . ?
C36 C35 C34 120.2(3) . . ?
C36 C35 H35 119.9 . . ?
C35 C36 H36 119.9 . . ?
C35 C36 C37 120.2(3) . . ?
C37 C36 H36 119.9 . . ?
C36 C37 H37 119.9 . . ?
C36 C37 C38 120.3(3) . . ?
C38 C37 H37 119.9 . . ?
C33 C38 C37 119.9(3) . . ?
C33 C38 H38 120.1 . . ?
C37 C38 H38 120.1 . . ?
C3 C39 P1 121.53(19) . . ?
C43 C39 P1 118.8(2) . . ?
C43 C39 C3 119.7(2) . . ?
C3 C40 H40 119.5 . . ?
C41 C40 C3 121.1(3) . . ?
C41 C40 H40 119.5 . . ?
C40 C41 H41 120.1 . . ?
C40 C41 C42 119.7(3) . . ?
C42 C41 H41 120.1 . . ?
C41 C42 H42 119.6 . . ?
C41 C42 C43 120.7(3) . . ?
C43 C42 H42 119.6 . . ?
C39 C43 C42 119.2(3) . . ?
C39 C43 H43 120.4 . . ?
C42 C43 H43 120.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P1 O4 C19 C2 -165.77(15) . . . . ?
P1 O4 C19 C18 16.0(3) . . . . ?
P1 C33 C34 C35 174.9(3) . . . . ?
P1 C33 C38 C37 -173.5(2) . . . . ?
P1 C39 C43 C42 -177.7(3) . . . . ?
O4 P1 C33 C34 174.0(2) . . . . ?
O4 P1 C33 C38 -10.9(2) . . . . ?
O4 P1 C39 C3 36.9(2) . . . . ?
O4 P1 C39 C43 -145.9(2) . . . . ?
O5 P1 O4 C19 -72.8(2) . . . . ?
O5 P1 C33 C34 49.3(2) . . . . ?
O5 P1 C33 C38 -135.5(2) . . . . ?
O5 P1 C39 C3 163.8(2) . . . . ?
O5 P1 C39 C43 -19.0(3) . . . . ?
C1 C2 C15 C11 84.5(3) . . . . ?
C1 C2 C15 C22 -100.7(3) . . . . ?
C1 C2 C19 O4 176.73(18) . . . . ?
C1 C2 C19 C18 -5.1(3) . . . . ?
C1 C16 C17 C18 -1.6(4) . . . . ?
C1 C16 C32 C31 3.0(4) . . . . ?
C1 C29 C30 C31 0.3(4) . . . . ?
C2 C1 C16 C17 -2.0(3) . . . . ?
C2 C1 C16 C32 177.1(2) . . . . ?
C2 C1 C29 C30 -178.7(2) . . . . ?
C2 C15 C22 C23 1.3(4) . . . . ?
C3 C39 C43 C42 -0.4(5) . . . . ?
C3 C40 C41 C42 -0.4(6) . . . . ?
C4 C5 C6 C7 -0.2(5) . . . . ?
C4 C10 C11 C12 -71.6(3) . . . . ?
C4 C10 C11 C14 52.5(3) . . . . ?
C4 C10 C11 C15 171.5(2) . . . . ?
C5 C4 C9 C8 0.7(5) . . . . ?
C5 C4 C10 C11 81.1(3) . . . . ?
C5 C6 C7 C8 0.5(5) . . . . ?
C6 C7 C8 C9 -0.1(6) . . . . ?
C7 C8 C9 C4 -0.5(5) . . . . ?
C9 C4 C5 C6 -0.3(4) . . . . ?
C9 C4 C10 C11 -103.7(3) . . . . ?
C10 C4 C5 C6 175.0(3) . . . . ?
C10 C4 C9 C8 -174.7(3) . . . . ?
C10 C11 C12 O1 -37.4(3) . . . . ?
C10 C11 C12 N1 145.7(2) . . . . ?
C10 C11 C14 O3 36.3(3) . . . . ?
C10 C11 C14 N2 -146.5(2) . . . . ?
C10 C11 C15 C2 -170.7(2) . . . . ?
C10 C11 C15 C22 14.4(3) . . . . ?
C11 C15 C22 C23 175.8(2) . . . . ?
C12 N1 C13 O2 173.4(3) . . . . ?
C12 N1 C13 N2 -9.4(3) . . . . ?
C12 C11 C14 O3 158.0(2) . . . . ?
C12 C11 C14 N2 -24.8(3) . . . . ?
C12 C11 C15 C2 70.2(2) . . . . ?
C12 C11 C15 C22 -104.7(3) . . . . ?
C13 N1 C12 O1 174.8(2) . . . . ?
C13 N1 C12 C11 -8.3(3) . . . . ?
C13 N2 C14 O3 -174.3(2) . . . . ?
C13 N2 C14 C11 8.5(3) . . . . ?
C14 N2 C13 O2 -173.5(3) . . . . ?
C14 N2 C13 N1 9.4(4) . . . . ?
C14 C11 C12 O1 -158.5(2) . . . . ?
C14 C11 C12 N1 24.6(3) . . . . ?
C14 C11 C15 C2 -51.4(3) . . . . ?
C14 C11 C15 C22 133.6(2) . . . . ?
C15 C2 C19 O4 -7.6(3) . . . . ?
C15 C2 C19 C18 170.6(2) . . . . ?
C15 C11 C12 O1 83.3(3) . . . . ?
C15 C11 C12 N1 -93.6(2) . . . . ?
C15 C11 C14 O3 -85.2(3) . . . . ?
C15 C11 C14 N2 92.0(2) . . . . ?
C15 C22 C23 C24 39.2(4) . . . . ?
C15 C22 C23 C28 -140.7(3) . . . . ?
C16 C1 C2 C15 -170.3(2) . . . . ?
C16 C1 C2 C19 5.3(3) . . . . ?
C16 C1 C29 C30 3.2(3) . . . . ?
C16 C17 C18 C19 2.0(4) . . . . ?
C17 C16 C32 C31 -177.9(3) . . . . ?
C17 C18 C19 O4 179.6(2) . . . . ?
C17 C18 C19 C2 1.5(3) . . . . ?
C19 C2 C15 C11 -91.0(2) . . . . ?
C19 C2 C15 C22 83.8(3) . . . . ?
C20 N1 C12 O1 -8.6(3) . . . . ?
C20 N1 C12 C11 168.3(2) . . . . ?
C20 N1 C13 O2 -3.3(4) . . . . ?
C20 N1 C13 N2 173.9(2) . . . . ?
C21 N2 C13 O2 3.2(4) . . . . ?
C21 N2 C13 N1 -174.0(2) . . . . ?
C21 N2 C14 O3 9.0(4) . . . . ?
C21 N2 C14 C11 -168.2(2) . . . . ?
C22 C23 C24 C25 -179.1(3) . . . . ?
C22 C23 C28 C27 176.8(3) . . . . ?
C23 C24 C25 C26 2.1(5) . . . . ?
C24 C23 C28 C27 -3.1(4) . . . . ?
C24 C25 C26 C27 -2.6(5) . . . . ?
C25 C26 C27 C28 0.2(5) . . . . ?
C26 C27 C28 C23 2.7(5) . . . . ?
C28 C23 C24 C25 0.7(4) . . . . ?
C29 C1 C2 C15 11.5(3) . . . . ?
C29 C1 C2 C19 -172.9(2) . . . . ?
C29 C1 C16 C17 176.2(2) . . . . ?
C29 C1 C16 C32 -4.7(3) . . . . ?
C29 C30 C31 C32 -2.1(5) . . . . ?
C30 C31 C32 C16 0.4(5) . . . . ?
C32 C16 C17 C18 179.3(2) . . . . ?
C33 P1 O4 C19 163.43(17) . . . . ?
C33 P1 C39 C3 -70.6(2) . . . . ?
C33 P1 C39 C43 106.6(2) . . . . ?
C33 C34 C35 C36 -0.6(5) . . . . ?
C34 C33 C38 C37 1.5(4) . . . . ?
C34 C35 C36 C37 0.7(6) . . . . ?
C35 C36 C37 C38 0.3(6) . . . . ?
C36 C37 C38 C33 -1.4(5) . . . . ?
C38 C33 C34 C35 -0.5(4) . . . . ?
C39 P1 O4 C19 51.6(2) . . . . ?
C39 P1 C33 C34 -74.5(2) . . . . ?
C39 P1 C33 C38 100.6(2) . . . . ?
C39 C3 C40 C41 -0.8(5) . . . . ?
C40 C3 C39 P1 178.3(2) . . . . ?
C40 C3 C39 C43 1.1(4) . . . . ?
C40 C41 C42 C43 1.1(6) . . . . ?
C41 C42 C43 C39 -0.7(6) . . . . ?

_smtbx_masks_special_details     
;
A solvent mask was calculated and 20 electrons were 
found in a volume of 124Å³ in 3 voids per unit cell. 
This is consistent with the presence of 
0.087[C4O2H8] per Asymmetric Unit 
which account for 192 electrons 
per unit cell.
;
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 0.000 0.194 0.500 23.6 0.0 '2 C4O2H8'
2 0.000 0.378 0.000 14.1 10.0 ?
3 0.190 0.752 0.861 12.3 0.0 ?
4 0.310 0.252 0.139 12.3 0.0 ?
5 0.500 0.694 0.500 23.6 0.0 '2 C4O2H8'
6 0.500 0.878 1.000 14.1 10.0 ?
7 0.690 0.252 0.861 12.3 0.0 ?
8 0.810 0.752 0.139 12.3 0.0 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
