# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_150122_dmp
_database_code_depnum_ccdc_archive 'CCDC 1504480'
_audit_update_record             
;
2016-09-15 deposited with the CCDC.
2017-01-22 downloaded from the CCDC.
;
_audit_creation_date             2015-01-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C30 H27 O P'
_chemical_formula_sum            'C30 H27 O P'
_chemical_formula_weight         434.49
_chemical_melting_point          ?
_chemical_oxdiff_formula         'c10 h10 n2 o8 p1'
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   8.8585(5)
_cell_length_b                   11.2910(6)
_cell_length_c                   12.4815(8)
_cell_angle_alpha                92.334(5)
_cell_angle_beta                 92.130(5)
_cell_angle_gamma                104.326(5)
_cell_volume                     1207.16(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2500
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.5149
_cell_measurement_theta_min      3.2644
_exptl_absorpt_coefficient_mu    0.133
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79291
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.195
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             460
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.36
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_av_unetI/netI     0.0497
_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       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7661
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         3.27
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean 10.3592
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0431796000
_diffrn_orient_matrix_UB_12      -0.0152266000
_diffrn_orient_matrix_UB_13      -0.0429190000
_diffrn_orient_matrix_UB_21      0.0269608000
_diffrn_orient_matrix_UB_22      -0.0413290000
_diffrn_orient_matrix_UB_23      0.0325367000
_diffrn_orient_matrix_UB_31      -0.0652248000
_diffrn_orient_matrix_UB_32      -0.0476964000
_diffrn_orient_matrix_UB_33      -0.0184883000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3475
_reflns_number_total             4421
_reflns_odcompleteness_completeness 99.57
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.297
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         4421
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0669
_refine_ls_R_factor_gt           0.0504
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0601P)²+0.3541P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1232
_refine_ls_wR_factor_ref         0.1374
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C10(H10), C11(H11), C12(H12), C13(H13),
 C14(H14), C17(H17), C18(H18), C19(H19), C25(H25), C26(H26), C27(H27)
2.b Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C29(H29A,H29B,H29C), C30(H30A,H30B,
 H30C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
P1 P 0.21299(6) 0.13245(5) 0.29128(4) 0.03797(18) Uani 1 d . . .
O1 O 0.10311(19) 0.01627(14) 0.25263(13) 0.0546(4) Uani 1 d . . .
C1 C 0.1694(2) 0.32530(19) 0.39430(16) 0.0367(5) Uani 1 d . . .
C2 C 0.1292(3) 0.3971(2) 0.47615(17) 0.0484(6) Uani 1 d . . .
H2 H 0.1300 0.4784 0.4659 0.058 Uiso 1 calc . . R
C3 C 0.0877(3) 0.3458(3) 0.57361(19) 0.0576(7) Uani 1 d . . .
H3 H 0.0584 0.3930 0.6280 0.069 Uiso 1 calc . . R
C4 C 0.0892(3) 0.2272(3) 0.59092(19) 0.0591(7) Uani 1 d . . .
H4 H 0.0613 0.1948 0.6568 0.071 Uiso 1 calc . . R
C5 C 0.1318(3) 0.1554(2) 0.51122(18) 0.0489(6) Uani 1 d . . .
H5 H 0.1344 0.0752 0.5233 0.059 Uiso 1 calc . . R
C6 C 0.1708(2) 0.20445(19) 0.41281(16) 0.0381(5) Uani 1 d . . .
C7 C 0.2205(2) 0.26867(18) 0.21589(15) 0.0329(4) Uani 1 d . . .
C8 C 0.2057(2) 0.36214(18) 0.28248(15) 0.0332(4) Uani 1 d . . .
C9 C 0.4116(3) 0.1190(2) 0.30202(19) 0.0459(5) Uani 1 d . . .
C10 C 0.5097(3) 0.1602(3) 0.3911(2) 0.0813(9) Uani 1 d . . .
H10 H 0.4745 0.1975 0.4496 0.098 Uiso 1 calc . . R
C11 C 0.6611(4) 0.1462(5) 0.3940(3) 0.1125(14) Uani 1 d . . .
H11 H 0.7266 0.1735 0.4546 0.135 Uiso 1 calc . . R
C12 C 0.7140(4) 0.0927(4) 0.3082(4) 0.1043(13) Uani 1 d . . .
H12 H 0.8158 0.0841 0.3105 0.125 Uiso 1 calc . . R
C13 C 0.6194(4) 0.0520(3) 0.2200(3) 0.0841(10) Uani 1 d . . .
H13 H 0.6563 0.0157 0.1616 0.101 Uiso 1 calc . . R
C14 C 0.4677(3) 0.0643(2) 0.2164(2) 0.0635(7) Uani 1 d . . .
H14 H 0.4028 0.0355 0.1556 0.076 Uiso 1 calc . . R
C15 C 0.2519(2) 0.26664(18) 0.09923(16) 0.0353(5) Uani 1 d . . .
C16 C 0.4017(2) 0.3192(2) 0.06488(18) 0.0451(5) Uani 1 d . . .
C17 C 0.4293(3) 0.3088(2) -0.0436(2) 0.0587(7) Uani 1 d . . .
H17 H 0.5280 0.3440 -0.0671 0.070 Uiso 1 calc . . R
C18 C 0.3144(3) 0.2478(2) -0.1167(2) 0.0603(7) Uani 1 d . . .
H18 H 0.3350 0.2425 -0.1890 0.072 Uiso 1 calc . . R
C19 C 0.1683(3) 0.1945(2) -0.08283(17) 0.0496(6) Uani 1 d . . .
H19 H 0.0910 0.1525 -0.1327 0.059 Uiso 1 calc . . R
C20 C 0.1342(2) 0.20230(19) 0.02442(16) 0.0380(5) Uani 1 d . . .
C21 C 0.5333(3) 0.3846(3) 0.1411(2) 0.0644(7) Uani 1 d . . .
H21A H 0.5140 0.4602 0.1677 0.097 Uiso 1 calc . . GR
H21B H 0.6291 0.4012 0.1045 0.097 Uiso 1 calc . . GR
H21C H 0.5412 0.3341 0.2002 0.097 Uiso 1 calc . . GR
C22 C -0.0284(3) 0.1417(2) 0.05535(19) 0.0503(6) Uani 1 d . . .
H22A H -0.0240 0.1092 0.1249 0.075 Uiso 1 calc . . GR
H22B H -0.0750 0.0764 0.0035 0.075 Uiso 1 calc . . GR
H22C H -0.0899 0.2007 0.0572 0.075 Uiso 1 calc . . GR
C23 C 0.2189(2) 0.49237(18) 0.25728(15) 0.0349(5) Uani 1 d . . .
C24 C 0.1038(2) 0.5251(2) 0.19309(16) 0.0414(5) Uani 1 d . . .
C25 C 0.1165(3) 0.6480(2) 0.17696(19) 0.0541(6) Uani 1 d . . .
H25 H 0.0416 0.6693 0.1328 0.065 Uiso 1 calc . . R
C26 C 0.2344(3) 0.7382(2) 0.2234(2) 0.0608(7) Uani 1 d . . .
H26 H 0.2386 0.8199 0.2126 0.073 Uiso 1 calc . . R
C27 C 0.3479(3) 0.7069(2) 0.2868(2) 0.0555(6) Uani 1 d . . .
H27 H 0.4294 0.7682 0.3183 0.067 Uiso 1 calc . . R
C28 C 0.3423(3) 0.5847(2) 0.30447(17) 0.0440(5) Uani 1 d . . .
C29 C -0.0349(3) 0.4326(3) 0.1448(2) 0.0690(8) Uani 1 d . . .
H29A H -0.0041 0.3889 0.0853 0.104 Uiso 1 calc . . GR
H29B H -0.1121 0.4731 0.1203 0.104 Uiso 1 calc . . GR
H29C H -0.0777 0.3761 0.1978 0.104 Uiso 1 calc . . GR
C30 C 0.4695(3) 0.5574(3) 0.3753(2) 0.0680(8) Uani 1 d . . .
H30A H 0.4584 0.5830 0.4482 0.102 Uiso 1 calc . . GR
H30B H 0.5693 0.6007 0.3520 0.102 Uiso 1 calc . . GR
H30C H 0.4620 0.4710 0.3708 0.102 Uiso 1 calc . . GR


_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 O1 1.4774(16) . ?
P1 C6 1.787(2) . ?
P1 C7 1.8241(19) . ?
P1 C9 1.803(2) . ?
C1 C2 1.389(3) . ?
C1 C6 1.396(3) . ?
C1 C8 1.496(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.391(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.368(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.380(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.388(3) . ?
C7 C8 1.352(3) . ?
C7 C15 1.493(3) . ?
C8 C23 1.493(3) . ?
C9 C10 1.377(4) . ?
C9 C14 1.382(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.387(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.362(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.352(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.384(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.403(3) . ?
C15 C20 1.408(3) . ?
C16 C17 1.391(3) . ?
C16 C21 1.498(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.369(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.375(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.387(3) . ?
C20 C22 1.506(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C24 1.403(3) . ?
C23 C28 1.402(3) . ?
C24 C25 1.387(3) . ?
C24 C29 1.491(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.359(4) . ?
C26 H26 0.9300 . ?
C26 C27 1.378(4) . ?
C27 H27 0.9300 . ?
C27 C28 1.395(3) . ?
C28 C30 1.506(3) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?

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
O1 P1 C6 117.39(10) . . ?
O1 P1 C7 118.59(9) . . ?
O1 P1 C9 112.12(11) . . ?
C6 P1 C7 92.71(9) . . ?
C6 P1 C9 108.78(10) . . ?
C9 P1 C7 105.19(9) . . ?
C2 C1 C6 119.18(19) . . ?
C2 C1 C8 126.4(2) . . ?
C6 C1 C8 114.37(18) . . ?
C1 C2 H2 120.4 . . ?
C1 C2 C3 119.1(2) . . ?
C3 C2 H2 120.4 . . ?
C2 C3 H3 119.4 . . ?
C4 C3 C2 121.3(2) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.3(2) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 120.4 . . ?
C4 C5 C6 119.2(2) . . ?
C6 C5 H5 120.4 . . ?
C1 C6 P1 109.02(14) . . ?
C5 C6 P1 129.89(18) . . ?
C5 C6 C1 120.9(2) . . ?
C8 C7 P1 110.08(14) . . ?
C8 C7 C15 129.98(18) . . ?
C15 C7 P1 119.77(14) . . ?
C7 C8 C1 113.45(18) . . ?
C7 C8 C23 128.29(18) . . ?
C23 C8 C1 118.26(17) . . ?
C10 C9 P1 123.4(2) . . ?
C10 C9 C14 118.5(2) . . ?
C14 C9 P1 118.16(19) . . ?
C9 C10 H10 119.9 . . ?
C9 C10 C11 120.2(3) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 H11 119.9 . . ?
C12 C11 C10 120.3(4) . . ?
C12 C11 H11 119.9 . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.3(3) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 120.0 . . ?
C12 C13 C14 120.1(3) . . ?
C14 C13 H13 120.0 . . ?
C9 C14 C13 120.7(3) . . ?
C9 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C16 C15 C7 120.30(18) . . ?
C16 C15 C20 119.81(19) . . ?
C20 C15 C7 119.65(17) . . ?
C15 C16 C21 122.3(2) . . ?
C17 C16 C15 118.8(2) . . ?
C17 C16 C21 118.9(2) . . ?
C16 C17 H17 119.3 . . ?
C18 C17 C16 121.4(2) . . ?
C18 C17 H17 119.3 . . ?
C17 C18 H18 120.1 . . ?
C17 C18 C19 119.8(2) . . ?
C19 C18 H18 120.1 . . ?
C18 C19 H19 119.4 . . ?
C18 C19 C20 121.2(2) . . ?
C20 C19 H19 119.4 . . ?
C15 C20 C22 122.94(18) . . ?
C19 C20 C15 119.0(2) . . ?
C19 C20 C22 118.09(19) . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.5 . . ?
C16 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 C8 121.06(18) . . ?
C28 C23 C8 119.66(18) . . ?
C28 C23 C24 119.12(19) . . ?
C23 C24 C29 122.1(2) . . ?
C25 C24 C23 119.0(2) . . ?
C25 C24 C29 118.8(2) . . ?
C24 C25 H25 118.8 . . ?
C26 C25 C24 122.3(2) . . ?
C26 C25 H25 118.8 . . ?
C25 C26 H26 120.5 . . ?
C25 C26 C27 119.1(2) . . ?
C27 C26 H26 120.5 . . ?
C26 C27 H27 119.5 . . ?
C26 C27 C28 121.0(2) . . ?
C28 C27 H27 119.5 . . ?
C23 C28 C30 122.4(2) . . ?
C27 C28 C23 119.4(2) . . ?
C27 C28 C30 118.1(2) . . ?
C24 C29 H29A 109.5 . . ?
C24 C29 H29B 109.5 . . ?
C24 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 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
P1 C7 C8 C1 -6.6(2) . . . . ?
P1 C7 C8 C23 174.26(16) . . . . ?
P1 C7 C15 C16 -100.4(2) . . . . ?
P1 C7 C15 C20 74.0(2) . . . . ?
P1 C9 C10 C11 179.7(3) . . . . ?
P1 C9 C14 C13 179.7(2) . . . . ?
O1 P1 C6 C1 -126.36(15) . . . . ?
O1 P1 C6 C5 48.7(2) . . . . ?
O1 P1 C7 C8 128.49(15) . . . . ?
O1 P1 C7 C15 -55.80(18) . . . . ?
O1 P1 C9 C10 -132.0(2) . . . . ?
O1 P1 C9 C14 47.9(2) . . . . ?
C1 C2 C3 C4 1.5(4) . . . . ?
C1 C8 C23 C24 -108.3(2) . . . . ?
C1 C8 C23 C28 67.1(2) . . . . ?
C2 C1 C6 P1 175.98(16) . . . . ?
C2 C1 C6 C5 0.4(3) . . . . ?
C2 C1 C8 C7 -171.6(2) . . . . ?
C2 C1 C8 C23 7.6(3) . . . . ?
C2 C3 C4 C5 -0.2(4) . . . . ?
C3 C4 C5 C6 -1.0(4) . . . . ?
C4 C5 C6 P1 -173.66(18) . . . . ?
C4 C5 C6 C1 0.9(3) . . . . ?
C6 P1 C7 C8 5.10(15) . . . . ?
C6 P1 C7 C15 -179.19(15) . . . . ?
C6 P1 C9 C10 -0.5(3) . . . . ?
C6 P1 C9 C14 179.39(18) . . . . ?
C6 C1 C2 C3 -1.6(3) . . . . ?
C6 C1 C8 C7 5.4(2) . . . . ?
C6 C1 C8 C23 -175.40(17) . . . . ?
C7 P1 C6 C1 -2.02(15) . . . . ?
C7 P1 C6 C5 173.0(2) . . . . ?
C7 P1 C9 C10 97.8(2) . . . . ?
C7 P1 C9 C14 -82.3(2) . . . . ?
C7 C8 C23 C24 70.8(3) . . . . ?
C7 C8 C23 C28 -113.8(2) . . . . ?
C7 C15 C16 C17 175.9(2) . . . . ?
C7 C15 C16 C21 -3.2(3) . . . . ?
C7 C15 C20 C19 -175.83(19) . . . . ?
C7 C15 C20 C22 4.6(3) . . . . ?
C8 C1 C2 C3 175.3(2) . . . . ?
C8 C1 C6 P1 -1.3(2) . . . . ?
C8 C1 C6 C5 -176.84(18) . . . . ?
C8 C7 C15 C16 74.4(3) . . . . ?
C8 C7 C15 C20 -111.3(2) . . . . ?
C8 C23 C24 C25 176.3(2) . . . . ?
C8 C23 C24 C29 -1.5(3) . . . . ?
C8 C23 C28 C27 -175.41(19) . . . . ?
C8 C23 C28 C30 3.9(3) . . . . ?
C9 P1 C6 C1 105.02(15) . . . . ?
C9 P1 C6 C5 -79.9(2) . . . . ?
C9 P1 C7 C8 -105.20(16) . . . . ?
C9 P1 C7 C15 70.51(16) . . . . ?
C9 C10 C11 C12 0.6(6) . . . . ?
C10 C9 C14 C13 -0.4(4) . . . . ?
C10 C11 C12 C13 -0.4(6) . . . . ?
C11 C12 C13 C14 -0.2(6) . . . . ?
C12 C13 C14 C9 0.6(5) . . . . ?
C14 C9 C10 C11 -0.2(5) . . . . ?
C15 C7 C8 C1 178.24(18) . . . . ?
C15 C7 C8 C23 -0.9(3) . . . . ?
C15 C16 C17 C18 -0.6(4) . . . . ?
C16 C15 C20 C19 -1.4(3) . . . . ?
C16 C15 C20 C22 179.0(2) . . . . ?
C16 C17 C18 C19 -0.5(4) . . . . ?
C17 C18 C19 C20 0.7(4) . . . . ?
C18 C19 C20 C15 0.3(3) . . . . ?
C18 C19 C20 C22 179.9(2) . . . . ?
C20 C15 C16 C17 1.6(3) . . . . ?
C20 C15 C16 C21 -177.6(2) . . . . ?
C21 C16 C17 C18 178.6(2) . . . . ?
C23 C24 C25 C26 -1.7(4) . . . . ?
C24 C23 C28 C27 0.1(3) . . . . ?
C24 C23 C28 C30 179.4(2) . . . . ?
C24 C25 C26 C27 1.6(4) . . . . ?
C25 C26 C27 C28 -0.6(4) . . . . ?
C26 C27 C28 C23 -0.2(4) . . . . ?
C26 C27 C28 C30 -179.6(2) . . . . ?
C28 C23 C24 C25 0.9(3) . . . . ?
C28 C23 C24 C29 -176.9(2) . . . . ?
C29 C24 C25 C26 176.1(2) . . . . ?

####################################################################### 
# 
# 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_141202_fold1
_database_code_depnum_ccdc_archive 'CCDC 1504481'
_audit_update_record             
;
2016-09-15 deposited with the CCDC.
2017-01-22 downloaded from the CCDC.
;
_audit_creation_date             2014-12-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C38 H27 O P'
_chemical_formula_sum            'C38 H27 O P'
_chemical_formula_weight         530.57
_chemical_melting_point          ?
_chemical_oxdiff_formula         'c10 h10 o1 p1'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   18.1818(9)
_cell_length_b                   8.7095(4)
_cell_length_c                   37.051(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.620(6)
_cell_angle_gamma                90.00
_cell_volume                     5784.6(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5011
_cell_measurement_temperature    170.6
_cell_measurement_theta_max      29.1410
_cell_measurement_theta_min      2.9003
_exptl_absorpt_coefficient_mu    0.124
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88740
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.218
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2224
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.23
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_av_unetI/netI     0.0383
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            17825
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         2.91
_diffrn_ambient_temperature      170.6
_diffrn_detector_area_resol_mean 10.3592
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0129252000
_diffrn_orient_matrix_UB_12      -0.0249689000
_diffrn_orient_matrix_UB_13      -0.0160318000
_diffrn_orient_matrix_UB_21      -0.0373620000
_diffrn_orient_matrix_UB_22      -0.0042575000
_diffrn_orient_matrix_UB_23      -0.0093420000
_diffrn_orient_matrix_UB_31      0.0020702000
_diffrn_orient_matrix_UB_32      0.0773424000
_diffrn_orient_matrix_UB_33      -0.0057358000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                4360
_reflns_number_total             5284
_reflns_odcompleteness_completeness 99.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.326
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         5284
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0457
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0609P)²+4.5521P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1160
_refine_ls_wR_factor_ref         0.1218
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C12(H12),
 C15(H15), C16(H16), C17(H17), C18(H18), C19(H19), C22(H22), C23(H23), C24(H24),
  C25(H25), C28(H28), C29(H29), C30(H30), C31(H31), C32(H32), C34(H34),
 C35(H35), C36(H36), C37(H37), C38(H38)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
P1 P 0.21039(2) 0.52123(5) 0.177443(13) 0.01953(14) Uani 1 d . . .
O1 O 0.17859(7) 0.41991(14) 0.20334(3) 0.0246(3) Uani 1 d . . .
C1 C 0.20385(10) 0.7249(2) 0.18349(5) 0.0223(4) Uani 1 d . . .
C2 C 0.23861(11) 0.8169(2) 0.21156(5) 0.0277(4) Uani 1 d . . .
H2 H 0.2712 0.7738 0.2317 0.033 Uiso 1 calc . . R
C3 C 0.22488(12) 0.9742(2) 0.20970(6) 0.0326(5) Uani 1 d . . .
H3 H 0.2475 1.0391 0.2290 0.039 Uiso 1 calc . . R
C4 C 0.17858(11) 1.0365(2) 0.17998(6) 0.0298(5) Uani 1 d . . .
H4 H 0.1695 1.1440 0.1792 0.036 Uiso 1 calc . . R
C5 C 0.14489(10) 0.9446(2) 0.15108(5) 0.0250(4) Uani 1 d . . .
H5 H 0.1139 0.9887 0.1305 0.030 Uiso 1 calc . . R
C6 C 0.15755(9) 0.7869(2) 0.15289(5) 0.0202(4) Uani 1 d . . .
C7 C 0.12879(9) 0.6709(2) 0.12420(5) 0.0201(4) Uani 1 d . . .
C8 C 0.07236(10) 0.7172(2) 0.09218(5) 0.0204(4) Uani 1 d . . .
C9 C 0.00593(10) 0.7798(2) 0.09978(5) 0.0263(4) Uani 1 d . . .
H9 H 0.0000 0.7943 0.1245 0.032 Uiso 1 calc . . R
C10 C -0.05112(11) 0.8210(2) 0.07217(6) 0.0326(5) Uani 1 d . . .
H10 H -0.0959 0.8636 0.0779 0.039 Uiso 1 calc . . R
C11 C -0.04291(11) 0.8000(2) 0.03614(6) 0.0355(5) Uani 1 d . . .
H11 H -0.0822 0.8273 0.0170 0.043 Uiso 1 calc . . R
C12 C 0.02239(11) 0.7393(2) 0.02802(5) 0.0302(5) Uani 1 d . . .
H12 H 0.0276 0.7265 0.0031 0.036 Uiso 1 calc . . R
C13 C 0.08117(10) 0.6962(2) 0.05549(5) 0.0222(4) Uani 1 d . . .
C14 C 0.14997(10) 0.6347(2) 0.04429(5) 0.0242(4) Uani 1 d . . .
C15 C 0.14395(12) 0.5216(2) 0.01720(5) 0.0306(5) Uani 1 d . . .
H15 H 0.0962 0.4821 0.0071 0.037 Uiso 1 calc . . R
C16 C 0.20654(14) 0.4666(3) 0.00486(6) 0.0424(6) Uani 1 d . . .
H16 H 0.2018 0.3883 -0.0132 0.051 Uiso 1 calc . . R
C17 C 0.27560(14) 0.5249(3) 0.01873(7) 0.0475(6) Uani 1 d . . .
H17 H 0.3185 0.4890 0.0098 0.057 Uiso 1 calc . . R
C18 C 0.28259(12) 0.6363(3) 0.04584(7) 0.0449(6) Uani 1 d . . .
H18 H 0.3305 0.6752 0.0558 0.054 Uiso 1 calc . . R
C19 C 0.22019(11) 0.6911(2) 0.05851(6) 0.0312(5) Uani 1 d . . .
H19 H 0.2254 0.7676 0.0770 0.037 Uiso 1 calc . . R
C20 C 0.15514(9) 0.5272(2) 0.13194(5) 0.0199(4) Uani 1 d . . .
C21 C 0.13805(10) 0.3871(2) 0.10920(5) 0.0211(4) Uani 1 d . . .
C22 C 0.19765(11) 0.3128(2) 0.09709(5) 0.0289(4) Uani 1 d . . .
H22 H 0.2470 0.3492 0.1048 0.035 Uiso 1 calc . . R
C23 C 0.18553(13) 0.1863(2) 0.07397(6) 0.0361(5) Uani 1 d . . .
H23 H 0.2265 0.1376 0.0658 0.043 Uiso 1 calc . . R
C24 C 0.11424(14) 0.1313(2) 0.06289(6) 0.0367(5) Uani 1 d . . .
H24 H 0.1058 0.0455 0.0469 0.044 Uiso 1 calc . . R
C25 C 0.05531(12) 0.2018(2) 0.07525(5) 0.0312(5) Uani 1 d . . .
H25 H 0.0063 0.1629 0.0677 0.037 Uiso 1 calc . . R
C26 C 0.06568(11) 0.3293(2) 0.09860(5) 0.0245(4) Uani 1 d . . .
C27 C -0.00093(10) 0.3933(2) 0.11170(5) 0.0266(4) Uani 1 d . . .
C28 C -0.06650(11) 0.4175(3) 0.08690(6) 0.0369(5) Uani 1 d . . .
H28 H -0.0673 0.3984 0.0616 0.044 Uiso 1 calc . . R
C29 C -0.13035(12) 0.4691(3) 0.09875(7) 0.0460(6) Uani 1 d . . .
H29 H -0.1747 0.4848 0.0816 0.055 Uiso 1 calc . . R
C30 C -0.12983(13) 0.4979(3) 0.13532(8) 0.0492(6) Uani 1 d . . .
H30 H -0.1737 0.5338 0.1434 0.059 Uiso 1 calc . . R
C31 C -0.06537(13) 0.4745(3) 0.16038(7) 0.0419(6) Uani 1 d . . .
H31 H -0.0651 0.4941 0.1856 0.050 Uiso 1 calc . . R
C32 C -0.00141(11) 0.4226(2) 0.14872(6) 0.0320(5) Uani 1 d . . .
H32 H 0.0427 0.4067 0.1661 0.038 Uiso 1 calc . . R
C33 C 0.30740(10) 0.4785(2) 0.17763(5) 0.0248(4) Uani 1 d . . .
C34 C 0.35025(13) 0.5643(3) 0.15709(7) 0.0413(6) Uani 1 d . . .
H34 H 0.3276 0.6406 0.1406 0.050 Uiso 1 calc . . R
C35 C 0.42607(14) 0.5372(3) 0.16101(9) 0.0551(7) Uani 1 d . . .
H35 H 0.4554 0.5941 0.1468 0.066 Uiso 1 calc . . R
C36 C 0.45942(13) 0.4289(3) 0.18526(8) 0.0543(7) Uani 1 d . . .
H36 H 0.5119 0.4139 0.1883 0.065 Uiso 1 calc . . R
C37 C 0.41746(12) 0.3424(3) 0.20507(7) 0.0485(6) Uani 1 d . . .
H37 H 0.4406 0.2658 0.2214 0.058 Uiso 1 calc . . R
C38 C 0.34092(11) 0.3671(2) 0.20128(6) 0.0333(5) Uani 1 d . . .
H38 H 0.3117 0.3071 0.2150 0.040 Uiso 1 calc . . R


_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 O1 1.4896(13) . ?
P1 C1 1.7940(18) . ?
P1 C20 1.8134(18) . ?
P1 C33 1.8016(18) . ?
C1 C2 1.380(3) . ?
C1 C6 1.403(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.392(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.381(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.395(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.392(3) . ?
C6 C7 1.496(2) . ?
C7 C8 1.488(2) . ?
C7 C20 1.354(3) . ?
C8 C9 1.396(3) . ?
C8 C13 1.407(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.377(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.380(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.378(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.398(3) . ?
C13 C14 1.482(3) . ?
C14 C15 1.398(3) . ?
C14 C19 1.387(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.381(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.372(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.387(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.383(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.486(2) . ?
C21 C22 1.399(3) . ?
C21 C26 1.402(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.390(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.379(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.378(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.401(3) . ?
C26 C27 1.487(3) . ?
C27 C28 1.394(3) . ?
C27 C32 1.396(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.383(3) . ?
C29 H29 0.9500 . ?
C29 C30 1.376(4) . ?
C30 H30 0.9500 . ?
C30 C31 1.383(3) . ?
C31 H31 0.9500 . ?
C31 C32 1.383(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.394(3) . ?
C33 C38 1.379(3) . ?
C34 H34 0.9500 . ?
C34 C35 1.382(3) . ?
C35 H35 0.9500 . ?
C35 C36 1.372(4) . ?
C36 H36 0.9500 . ?
C36 C37 1.369(4) . ?
C37 H37 0.9500 . ?
C37 C38 1.392(3) . ?
C38 H38 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 P1 C1 117.66(8) . . ?
O1 P1 C20 113.68(8) . . ?
O1 P1 C33 111.11(8) . . ?
C1 P1 C20 92.85(8) . . ?
C1 P1 C33 106.81(8) . . ?
C33 P1 C20 113.54(8) . . ?
C2 C1 P1 129.56(15) . . ?
C2 C1 C6 121.52(17) . . ?
C6 C1 P1 108.87(13) . . ?
C1 C2 H2 120.7 . . ?
C1 C2 C3 118.59(18) . . ?
C3 C2 H2 120.7 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.47(18) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 119.4 . . ?
C3 C4 C5 121.16(18) . . ?
C5 C4 H4 119.4 . . ?
C4 C5 H5 120.6 . . ?
C6 C5 C4 118.80(18) . . ?
C6 C5 H5 120.6 . . ?
C1 C6 C7 113.91(16) . . ?
C5 C6 C1 119.43(17) . . ?
C5 C6 C7 126.62(17) . . ?
C8 C7 C6 119.74(15) . . ?
C20 C7 C6 113.86(16) . . ?
C20 C7 C8 126.27(16) . . ?
C9 C8 C7 116.72(16) . . ?
C9 C8 C13 119.17(17) . . ?
C13 C8 C7 124.07(16) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 C8 121.44(18) . . ?
C10 C9 H9 119.3 . . ?
C9 C10 H10 120.2 . . ?
C9 C10 C11 119.62(18) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 H11 120.0 . . ?
C12 C11 C10 119.91(19) . . ?
C12 C11 H11 120.0 . . ?
C11 C12 H12 119.2 . . ?
C11 C12 C13 121.69(19) . . ?
C13 C12 H12 119.2 . . ?
C8 C13 C14 123.71(16) . . ?
C12 C13 C8 118.16(17) . . ?
C12 C13 C14 118.12(17) . . ?
C15 C14 C13 119.16(17) . . ?
C19 C14 C13 122.15(17) . . ?
C19 C14 C15 118.61(18) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 C14 120.8(2) . . ?
C16 C15 H15 119.6 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 120.0(2) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.1 . . ?
C16 C17 C18 119.8(2) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 119.8 . . ?
C19 C18 C17 120.4(2) . . ?
C19 C18 H18 119.8 . . ?
C14 C19 H19 119.9 . . ?
C18 C19 C14 120.3(2) . . ?
C18 C19 H19 119.9 . . ?
C7 C20 P1 110.18(13) . . ?
C7 C20 C21 127.33(17) . . ?
C21 C20 P1 122.29(13) . . ?
C22 C21 C20 117.51(17) . . ?
C22 C21 C26 119.02(17) . . ?
C26 C21 C20 123.44(16) . . ?
C21 C22 H22 119.6 . . ?
C23 C22 C21 120.83(19) . . ?
C23 C22 H22 119.6 . . ?
C22 C23 H23 119.9 . . ?
C24 C23 C22 120.23(19) . . ?
C24 C23 H23 119.9 . . ?
C23 C24 H24 120.3 . . ?
C25 C24 C23 119.38(19) . . ?
C25 C24 H24 120.3 . . ?
C24 C25 H25 119.1 . . ?
C24 C25 C26 121.8(2) . . ?
C26 C25 H25 119.1 . . ?
C21 C26 C27 123.46(17) . . ?
C25 C26 C21 118.73(18) . . ?
C25 C26 C27 117.79(17) . . ?
C28 C27 C26 119.67(19) . . ?
C28 C27 C32 118.34(19) . . ?
C32 C27 C26 121.90(18) . . ?
C27 C28 H28 119.6 . . ?
C29 C28 C27 120.7(2) . . ?
C29 C28 H28 119.6 . . ?
C28 C29 H29 119.9 . . ?
C30 C29 C28 120.2(2) . . ?
C30 C29 H29 119.9 . . ?
C29 C30 H30 120.0 . . ?
C29 C30 C31 120.0(2) . . ?
C31 C30 H30 120.0 . . ?
C30 C31 H31 120.0 . . ?
C32 C31 C30 120.1(2) . . ?
C32 C31 H31 120.0 . . ?
C27 C32 H32 119.7 . . ?
C31 C32 C27 120.7(2) . . ?
C31 C32 H32 119.7 . . ?
C34 C33 P1 121.54(16) . . ?
C38 C33 P1 118.44(15) . . ?
C38 C33 C34 119.75(19) . . ?
C33 C34 H34 120.3 . . ?
C35 C34 C33 119.3(2) . . ?
C35 C34 H34 120.3 . . ?
C34 C35 H35 119.7 . . ?
C36 C35 C34 120.7(2) . . ?
C36 C35 H35 119.7 . . ?
C35 C36 H36 119.9 . . ?
C37 C36 C35 120.3(2) . . ?
C37 C36 H36 119.9 . . ?
C36 C37 H37 120.1 . . ?
C36 C37 C38 119.9(2) . . ?
C38 C37 H37 120.1 . . ?
C33 C38 C37 120.0(2) . . ?
C33 C38 H38 120.0 . . ?
C37 C38 H38 120.0 . . ?

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 C1 C2 C3 179.24(15) . . . . ?
P1 C1 C6 C5 -179.05(13) . . . . ?
P1 C1 C6 C7 -1.34(18) . . . . ?
P1 C20 C21 C22 -66.4(2) . . . . ?
P1 C20 C21 C26 115.50(18) . . . . ?
P1 C33 C34 C35 173.43(18) . . . . ?
P1 C33 C38 C37 -173.06(17) . . . . ?
O1 P1 C1 C2 67.72(19) . . . . ?
O1 P1 C1 C6 -114.97(13) . . . . ?
O1 P1 C20 C7 116.53(13) . . . . ?
O1 P1 C20 C21 -58.64(16) . . . . ?
O1 P1 C33 C34 -176.32(16) . . . . ?
O1 P1 C33 C38 -2.25(19) . . . . ?
C1 P1 C20 C7 -5.44(14) . . . . ?
C1 P1 C20 C21 179.40(15) . . . . ?
C1 P1 C33 C34 -46.79(19) . . . . ?
C1 P1 C33 C38 127.27(16) . . . . ?
C1 C2 C3 C4 -1.3(3) . . . . ?
C1 C6 C7 C8 173.17(15) . . . . ?
C1 C6 C7 C20 -2.9(2) . . . . ?
C2 C1 C6 C5 -1.5(3) . . . . ?
C2 C1 C6 C7 176.23(16) . . . . ?
C2 C3 C4 C5 -0.4(3) . . . . ?
C3 C4 C5 C6 1.2(3) . . . . ?
C4 C5 C6 C1 -0.3(3) . . . . ?
C4 C5 C6 C7 -177.64(17) . . . . ?
C5 C6 C7 C8 -9.3(3) . . . . ?
C5 C6 C7 C20 174.62(17) . . . . ?
C6 C1 C2 C3 2.2(3) . . . . ?
C6 C7 C8 C9 -57.3(2) . . . . ?
C6 C7 C8 C13 125.10(18) . . . . ?
C6 C7 C20 P1 5.58(19) . . . . ?
C6 C7 C20 C21 -179.56(16) . . . . ?
C7 C8 C9 C10 -177.48(17) . . . . ?
C7 C8 C13 C12 177.44(17) . . . . ?
C7 C8 C13 C14 -4.2(3) . . . . ?
C7 C20 C21 C22 119.3(2) . . . . ?
C7 C20 C21 C26 -58.8(3) . . . . ?
C8 C7 C20 P1 -170.17(14) . . . . ?
C8 C7 C20 C21 4.7(3) . . . . ?
C8 C9 C10 C11 0.1(3) . . . . ?
C8 C13 C14 C15 134.29(19) . . . . ?
C8 C13 C14 C19 -49.0(3) . . . . ?
C9 C8 C13 C12 -0.1(3) . . . . ?
C9 C8 C13 C14 178.32(17) . . . . ?
C9 C10 C11 C12 -0.6(3) . . . . ?
C10 C11 C12 C13 0.7(3) . . . . ?
C11 C12 C13 C8 -0.4(3) . . . . ?
C11 C12 C13 C14 -178.86(19) . . . . ?
C12 C13 C14 C15 -47.3(2) . . . . ?
C12 C13 C14 C19 129.4(2) . . . . ?
C13 C8 C9 C10 0.2(3) . . . . ?
C13 C14 C15 C16 177.01(19) . . . . ?
C13 C14 C19 C18 -176.43(19) . . . . ?
C14 C15 C16 C17 -1.2(3) . . . . ?
C15 C14 C19 C18 0.3(3) . . . . ?
C15 C16 C17 C18 1.7(4) . . . . ?
C16 C17 C18 C19 -1.2(4) . . . . ?
C17 C18 C19 C14 0.2(3) . . . . ?
C19 C14 C15 C16 0.2(3) . . . . ?
C20 P1 C1 C2 -173.59(18) . . . . ?
C20 P1 C1 C6 3.73(13) . . . . ?
C20 P1 C33 C34 54.06(19) . . . . ?
C20 P1 C33 C38 -131.88(16) . . . . ?
C20 C7 C8 C9 118.2(2) . . . . ?
C20 C7 C8 C13 -59.4(3) . . . . ?
C20 C21 C22 C23 -176.24(18) . . . . ?
C20 C21 C26 C25 176.07(17) . . . . ?
C20 C21 C26 C27 -5.8(3) . . . . ?
C21 C22 C23 C24 -0.6(3) . . . . ?
C21 C26 C27 C28 135.4(2) . . . . ?
C21 C26 C27 C32 -48.2(3) . . . . ?
C22 C21 C26 C25 -2.0(3) . . . . ?
C22 C21 C26 C27 176.13(17) . . . . ?
C22 C23 C24 C25 -0.7(3) . . . . ?
C23 C24 C25 C26 0.6(3) . . . . ?
C24 C25 C26 C21 0.8(3) . . . . ?
C24 C25 C26 C27 -177.48(18) . . . . ?
C25 C26 C27 C28 -46.4(3) . . . . ?
C25 C26 C27 C32 130.0(2) . . . . ?
C26 C21 C22 C23 2.0(3) . . . . ?
C26 C27 C28 C29 176.47(19) . . . . ?
C26 C27 C32 C31 -176.54(19) . . . . ?
C27 C28 C29 C30 0.3(3) . . . . ?
C28 C27 C32 C31 -0.1(3) . . . . ?
C28 C29 C30 C31 -0.3(4) . . . . ?
C29 C30 C31 C32 0.2(4) . . . . ?
C30 C31 C32 C27 0.0(3) . . . . ?
C32 C27 C28 C29 -0.1(3) . . . . ?
C33 P1 C1 C2 -57.95(19) . . . . ?
C33 P1 C1 C6 119.37(13) . . . . ?
C33 P1 C20 C7 -115.16(13) . . . . ?
C33 P1 C20 C21 69.67(16) . . . . ?
C33 C34 C35 C36 -1.1(4) . . . . ?
C34 C33 C38 C37 1.1(3) . . . . ?
C34 C35 C36 C37 2.2(4) . . . . ?
C35 C36 C37 C38 -1.6(4) . . . . ?
C36 C37 C38 C33 0.0(3) . . . . ?
C38 C33 C34 C35 -0.6(3) . . . . ?

_platon_squeeze_details          
;
;
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 0.500 -0.155 0.250 117 17 ' '
2 0.500 0.155 0.750 117 17 ' '
3 0.000 0.345 0.250 117 17 ' '
4 0.000 0.655 0.750 117 17 ' '

