# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
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# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
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data_vc_aj_180617
_database_code_depnum_ccdc_archive 'CCDC 1588456'
_audit_update_record             
;
2017-11-30 deposited with the CCDC.
2018-03-27 downloaded from the CCDC.
;
_audit_creation_date             2017-11-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C55 H62 N2 P2'
_chemical_formula_sum            'C55 H62 N2 P2'
_chemical_formula_weight         813.00
_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'
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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.9502(8)
_cell_length_b                   20.9614(14)
_cell_length_c                   20.7528(17)
_cell_angle_alpha                90
_cell_angle_beta                 97.766(6)
_cell_angle_gamma                90
_cell_volume                     4719.7(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5671
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      21.56
_cell_measurement_theta_min      2.22
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.130
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.5594
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1391 before and 0.0723 after correction. The Ratio of minimum to maximum transmission is 0.7507. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.144
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1744
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2318
_diffrn_reflns_av_unetI/netI     0.1293
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            58867
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.672
_diffrn_reflns_theta_min         1.387
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4613
_reflns_number_total             8812
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.523
_refine_diff_density_min         -0.416
_refine_diff_density_rms         0.089
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     548
_refine_ls_number_reflns         8812
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1814
_refine_ls_R_factor_gt           0.1016
_refine_ls_restrained_S_all      1.029
_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)+(0.1319P)²+11.6372P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2418
_refine_ls_wR_factor_ref         0.3141
_refine_special_details          ?
_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:
 C18(H18), C16(H16), C27(H27), C25(H25), C34(H34), C36(H36), C35(H35),
 C49(H49), C10(H10), C51(H51), C42(H42), C12(H12), C11(H11), C40(H40)
2.b Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C31(H31A,H31B,H31C), C53(H53A,H53B,H53C), C20(H20A,H20B,
 H20C), C55(H55A,H55B,H55C), C22(H22A,H22B,H22C), C29(H29A,H29B,H29C), C30(H30A,
 H30B,H30C), C46(H46A,H46B,H46C), C6(H6A,H6B,H6C), C21(H21A,H21B,H21C), C4(H4A,
 H4B,H4C), C44(H44A,H44B,H44C), C7(H7A,H7B,H7C), C54(H54A,H54B,H54C), C45(H45A,
 H45B,H45C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.45489(13) 0.39661(7) 0.22633(7) 0.0348(4) Uani 1 1 d . . . . .
P2 P 0.50038(13) 0.34576(8) 0.31540(8) 0.0376(4) Uani 1 1 d . . . . .
N2 N 0.4477(4) 0.5222(2) 0.2913(2) 0.0363(11) Uani 1 1 d . . . . .
N1 N 0.4060(5) 0.5241(2) 0.1867(2) 0.0438(12) Uani 1 1 d . . . . .
C33 C 0.7611(4) 0.3874(3) 0.3208(2) 0.0297(12) Uani 1 1 d . . . . .
C14 C 0.1852(4) 0.4274(3) 0.2849(3) 0.0333(13) Uani 1 1 d . . . . .
C47 C 0.7457(4) 0.4200(3) 0.2562(3) 0.0323(13) Uani 1 1 d . . . . .
C19 C 0.1500(5) 0.4926(3) 0.2795(3) 0.0392(14) Uani 1 1 d . . . . .
C15 C 0.1991(4) 0.3985(3) 0.3464(3) 0.0354(13) Uani 1 1 d . . . . .
C23 C 0.3909(5) 0.2830(3) 0.1321(3) 0.0337(13) Uani 1 1 d . . . . .
C9 C 0.1884(5) 0.3879(3) 0.2259(3) 0.0359(13) Uani 1 1 d . . . . .
C37 C 0.6973(5) 0.3149(3) 0.4007(3) 0.0348(13) Uani 1 1 d . . . . .
C13 C 0.2842(5) 0.3186(3) 0.1531(3) 0.0355(13) Uani 1 1 d . . . . .
C8 C 0.2963(5) 0.3656(3) 0.2020(3) 0.0308(12) Uani 1 1 d . . . . .
C18 C 0.1399(5) 0.5272(3) 0.3353(3) 0.0396(14) Uani 1 1 d . . . . .
H18 H 0.118048 0.570053 0.331338 0.048 Uiso 1 1 calc R . . . .
C32 C 0.6659(5) 0.3513(2) 0.3431(3) 0.0310(12) Uani 1 1 d . . . . .
C16 C 0.1910(5) 0.4363(3) 0.4006(3) 0.0364(13) Uani 1 1 d . . . . .
H16 H 0.206381 0.417540 0.441559 0.044 Uiso 1 1 calc R . . . .
C52 C 0.7453(5) 0.4874(3) 0.2524(3) 0.0415(14) Uani 1 1 d . . . . .
C48 C 0.7399(5) 0.3843(3) 0.1992(3) 0.0356(13) Uani 1 1 d . . . . .
C17 C 0.1611(5) 0.5006(3) 0.3967(3) 0.0420(15) Uani 1 1 d . . . . .
C24 C 0.4405(5) 0.2990(3) 0.0755(3) 0.0381(14) Uani 1 1 d . . . . .
C28 C 0.4325(5) 0.2272(3) 0.1668(3) 0.0369(13) Uani 1 1 d . . . . .
C26 C 0.5777(5) 0.2068(3) 0.0903(3) 0.0394(14) Uani 1 1 d . . . . .
C38 C 0.6076(5) 0.2689(3) 0.4225(3) 0.0373(14) Uani 1 1 d . . . . .
C27 C 0.5256(5) 0.1913(3) 0.1452(3) 0.0395(14) Uani 1 1 d . . . . .
H27 H 0.554000 0.155260 0.168758 0.047 Uiso 1 1 calc R . . . .
C25 C 0.5346(5) 0.2611(3) 0.0566(3) 0.0392(14) Uani 1 1 d . . . . .
H25 H 0.569567 0.272837 0.019967 0.047 Uiso 1 1 calc R . . . .
C1 C 0.4238(5) 0.4835(3) 0.2383(3) 0.0361(13) Uani 1 1 d . . . . .
C34 C 0.8789(5) 0.3899(3) 0.3576(3) 0.0397(14) Uani 1 1 d . . . . .
H34 H 0.940220 0.414385 0.342823 0.048 Uiso 1 1 calc R . . . .
C43 C 0.5296(5) 0.2857(3) 0.4677(3) 0.0450(15) Uani 1 1 d . . . . .
C36 C 0.8137(5) 0.3185(3) 0.4349(3) 0.0404(14) Uani 1 1 d . . . . .
H36 H 0.832057 0.294358 0.472587 0.049 Uiso 1 1 calc R . . . .
C5 C 0.4658(6) 0.5018(3) 0.3594(3) 0.0452(15) Uani 1 1 d . . . . .
H5A H 0.392485 0.510443 0.378523 0.068 Uiso 1 1 calc GR . . . .
H5B H 0.533825 0.524792 0.382606 0.068 Uiso 1 1 calc GR . . . .
H5C H 0.482997 0.456923 0.361638 0.068 Uiso 1 1 calc GR . . . .
C31 C 0.3766(5) 0.2057(3) 0.2250(3) 0.0432(15) Uani 1 1 d . . . . .
H31A H 0.382266 0.239442 0.256562 0.065 Uiso 1 1 calc GR . . . .
H31B H 0.420151 0.168926 0.243736 0.065 Uiso 1 1 calc GR . . . .
H31C H 0.291606 0.194914 0.212190 0.065 Uiso 1 1 calc GR . . . .
C35 C 0.9049(5) 0.3570(3) 0.4150(3) 0.0440(15) Uani 1 1 d . . . . .
H35 H 0.981866 0.360296 0.439954 0.053 Uiso 1 1 calc R . . . .
C49 C 0.7272(5) 0.4145(3) 0.1389(3) 0.0457(15) Uani 1 1 d . . . . .
H49 H 0.723173 0.390158 0.101216 0.055 Uiso 1 1 calc R . . . .
C2 C 0.4450(6) 0.5861(3) 0.2725(3) 0.0455(15) Uani 1 1 d . . . . .
C10 C 0.0728(5) 0.3650(3) 0.1955(3) 0.0450(15) Uani 1 1 d . . . . .
H10 H 0.001589 0.379681 0.210496 0.054 Uiso 1 1 calc R . . . .
C53 C 0.7449(5) 0.3124(3) 0.2020(3) 0.0433(15) Uani 1 1 d . . . . .
H53A H 0.811409 0.299279 0.234158 0.065 Uiso 1 1 calc GR . . . .
H53B H 0.757864 0.295966 0.160259 0.065 Uiso 1 1 calc GR . . . .
H53C H 0.668500 0.296278 0.213246 0.065 Uiso 1 1 calc GR . . . .
C51 C 0.7297(6) 0.5157(3) 0.1908(4) 0.0527(17) Uani 1 1 d . . . . .
H51 H 0.725447 0.559982 0.187935 0.063 Uiso 1 1 calc R . . . .
C42 C 0.4492(6) 0.2395(4) 0.4871(3) 0.0525(18) Uani 1 1 d . . . . .
H42 H 0.396556 0.250403 0.516923 0.063 Uiso 1 1 calc R . . . .
C20 C 0.2115(5) 0.3272(3) 0.3547(3) 0.0409(14) Uani 1 1 d . . . . .
H20A H 0.131024 0.308231 0.350510 0.061 Uiso 1 1 calc GR . . . .
H20B H 0.255035 0.317797 0.396896 0.061 Uiso 1 1 calc GR . . . .
H20C H 0.256272 0.310255 0.321831 0.061 Uiso 1 1 calc GR . . . .
C3 C 0.4181(6) 0.5869(3) 0.2072(3) 0.0493(16) Uani 1 1 d . . . . .
C12 C 0.1669(5) 0.2975(3) 0.1248(3) 0.0471(16) Uani 1 1 d . . . . .
H12 H 0.160147 0.266673 0.092237 0.057 Uiso 1 1 calc R . . . .
C55 C 0.7630(6) 0.5285(3) 0.3119(3) 0.0496(16) Uani 1 1 d . . . . .
H55A H 0.724908 0.508522 0.345756 0.074 Uiso 1 1 calc GR . . . .
H55B H 0.725958 0.569422 0.301987 0.074 Uiso 1 1 calc GR . . . .
H55C H 0.849527 0.533770 0.326159 0.074 Uiso 1 1 calc GR . . . .
C39 C 0.6024(6) 0.2074(3) 0.3962(3) 0.0488(16) Uani 1 1 d . . . . .
C22 C 0.1148(6) 0.5230(3) 0.2137(3) 0.0481(16) Uani 1 1 d . . . . .
H22A H 0.151086 0.499402 0.181505 0.072 Uiso 1 1 calc GR . . . .
H22B H 0.144276 0.566184 0.214837 0.072 Uiso 1 1 calc GR . . . .
H22C H 0.026766 0.522799 0.203029 0.072 Uiso 1 1 calc GR . . . .
C29 C 0.3934(6) 0.3544(3) 0.0338(3) 0.0516(17) Uani 1 1 d . . . . .
H29A H 0.325446 0.373734 0.051312 0.077 Uiso 1 1 calc GR . . . .
H29B H 0.366382 0.339830 -0.009609 0.077 Uiso 1 1 calc GR . . . .
H29C H 0.458053 0.385210 0.033099 0.077 Uiso 1 1 calc GR . . . .
C11 C 0.0617(5) 0.3226(3) 0.1453(3) 0.0501(17) Uani 1 1 d . . . . .
H11 H -0.015889 0.310644 0.125008 0.060 Uiso 1 1 calc R . . . .
C40 C 0.5217(6) 0.1633(3) 0.4178(4) 0.0568(18) Uani 1 1 d . . . . .
H40 H 0.518906 0.122177 0.400801 0.068 Uiso 1 1 calc R . . . .
C30 C 0.6789(6) 0.1671(3) 0.0683(3) 0.0486(16) Uani 1 1 d . . . . .
H30A H 0.752835 0.171959 0.098429 0.073 Uiso 1 1 calc GR . . . .
H30B H 0.693623 0.180902 0.025896 0.073 Uiso 1 1 calc GR . . . .
H30C H 0.654563 0.123046 0.066405 0.073 Uiso 1 1 calc GR . . . .
C46 C 0.5287(6) 0.3515(3) 0.4941(3) 0.0552(18) Uani 1 1 d . . . . .
H46A H 0.607660 0.360871 0.518314 0.083 Uiso 1 1 calc GR . . . .
H46B H 0.466144 0.354809 0.522184 0.083 Uiso 1 1 calc GR . . . .
H46C H 0.511666 0.381261 0.458901 0.083 Uiso 1 1 calc GR . . . .
C50 C 0.7205(6) 0.4806(4) 0.1343(3) 0.0561(18) Uani 1 1 d . . . . .
C6 C 0.4642(6) 0.6390(3) 0.3201(4) 0.0590(19) Uani 1 1 d . . . . .
H6A H 0.404744 0.635904 0.349953 0.088 Uiso 1 1 calc GR . . . .
H6B H 0.454450 0.679025 0.297514 0.088 Uiso 1 1 calc GR . . . .
H6C H 0.545763 0.636273 0.343555 0.088 Uiso 1 1 calc GR . . . .
C21 C 0.1505(6) 0.5393(3) 0.4565(3) 0.0581(18) Uani 1 1 d . . . . .
H21A H 0.131590 0.582718 0.444344 0.087 Uiso 1 1 calc GR . . . .
H21B H 0.227059 0.537718 0.485050 0.087 Uiso 1 1 calc GR . . . .
H21C H 0.085894 0.522120 0.478359 0.087 Uiso 1 1 calc GR . . . .
C4 C 0.3836(7) 0.5032(3) 0.1197(3) 0.0552(18) Uani 1 1 d . . . . .
H4A H 0.441390 0.470386 0.112624 0.083 Uiso 1 1 calc GR . . . .
H4B H 0.393266 0.538698 0.091513 0.083 Uiso 1 1 calc GR . . . .
H4C H 0.301224 0.486839 0.110389 0.083 Uiso 1 1 calc GR . . . .
C41 C 0.4470(7) 0.1783(4) 0.4626(4) 0.062(2) Uani 1 1 d . . . . .
C44 C 0.6808(7) 0.1894(3) 0.3450(4) 0.0624(19) Uani 1 1 d . . . . .
H44A H 0.661612 0.216844 0.307927 0.094 Uiso 1 1 calc GR . . . .
H44B H 0.664552 0.145930 0.332088 0.094 Uiso 1 1 calc GR . . . .
H44C H 0.766200 0.194047 0.362142 0.094 Uiso 1 1 calc GR . . . .
C7 C 0.4009(8) 0.6426(3) 0.1611(4) 0.074(2) Uani 1 1 d . . . . .
H7A H 0.454925 0.637968 0.128620 0.112 Uiso 1 1 calc GR . . . .
H7B H 0.419905 0.681477 0.184773 0.112 Uiso 1 1 calc GR . . . .
H7C H 0.317006 0.643776 0.140528 0.112 Uiso 1 1 calc GR . . . .
C54 C 0.7048(8) 0.5124(4) 0.0681(4) 0.080(3) Uani 1 1 d . . . . .
H54A H 0.784020 0.525090 0.057527 0.120 Uiso 1 1 calc GR . . . .
H54B H 0.653130 0.549290 0.068837 0.120 Uiso 1 1 calc GR . . . .
H54C H 0.667467 0.482902 0.035893 0.120 Uiso 1 1 calc GR . . . .
C45 C 0.3628(8) 0.1277(4) 0.4867(4) 0.086(3) Uani 1 1 d . . . . .
H45A H 0.396903 0.113972 0.529558 0.129 Uiso 1 1 calc GR . . . .
H45B H 0.356298 0.091825 0.457705 0.129 Uiso 1 1 calc GR . . . .
H45C H 0.282476 0.145561 0.488091 0.129 Uiso 1 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 P2 2.134(2) . ?
P1 C8 1.858(5) . ?
P1 C1 1.877(6) . ?
P2 C32 1.830(5) . ?
N2 C1 1.362(7) . ?
N2 C5 1.463(7) . ?
N2 C2 1.394(7) . ?
N1 C1 1.360(7) . ?
N1 C3 1.385(8) . ?
N1 C4 1.448(8) . ?
C33 C47 1.492(7) . ?
C33 C32 1.416(7) . ?
C33 C34 1.409(7) . ?
C14 C19 1.420(8) . ?
C14 C15 1.403(8) . ?
C14 C9 1.482(8) . ?
C47 C52 1.417(8) . ?
C47 C48 1.395(8) . ?
C19 C18 1.385(8) . ?
C19 C22 1.508(8) . ?
C15 C16 1.388(8) . ?
C15 C20 1.508(8) . ?
C23 C13 1.500(7) . ?
C23 C24 1.401(8) . ?
C23 C28 1.416(8) . ?
C9 C8 1.421(7) . ?
C9 C10 1.419(7) . ?
C37 C32 1.420(7) . ?
C37 C38 1.490(8) . ?
C37 C36 1.375(7) . ?
C13 C8 1.408(8) . ?
C13 C12 1.410(8) . ?
C18 H18 0.9300 . ?
C18 C17 1.381(8) . ?
C16 H16 0.9300 . ?
C16 C17 1.388(8) . ?
C52 C51 1.398(9) . ?
C52 C55 1.496(9) . ?
C48 C49 1.393(8) . ?
C48 C53 1.508(8) . ?
C17 C21 1.499(8) . ?
C24 C25 1.398(8) . ?
C24 C29 1.497(8) . ?
C28 C27 1.389(8) . ?
C28 C31 1.496(8) . ?
C26 C27 1.381(8) . ?
C26 C25 1.385(8) . ?
C26 C30 1.506(8) . ?
C38 C43 1.395(8) . ?
C38 C39 1.398(8) . ?
C27 H27 0.9300 . ?
C25 H25 0.9300 . ?
C34 H34 0.9300 . ?
C34 C35 1.372(8) . ?
C43 C42 1.404(9) . ?
C43 C46 1.484(9) . ?
C36 H36 0.9300 . ?
C36 C35 1.389(8) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C35 H35 0.9300 . ?
C49 H49 0.9300 . ?
C49 C50 1.391(10) . ?
C2 C3 1.346(9) . ?
C2 C6 1.481(9) . ?
C10 H10 0.9300 . ?
C10 C11 1.363(8) . ?
C53 H53A 0.9600 . ?
C53 H53B 0.9600 . ?
C53 H53C 0.9600 . ?
C51 H51 0.9300 . ?
C51 C50 1.377(10) . ?
C42 H42 0.9300 . ?
C42 C41 1.380(10) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C3 C7 1.504(9) . ?
C12 H12 0.9300 . ?
C12 C11 1.385(8) . ?
C55 H55A 0.9600 . ?
C55 H55B 0.9600 . ?
C55 H55C 0.9600 . ?
C39 C40 1.394(9) . ?
C39 C44 1.502(9) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C11 H11 0.9300 . ?
C40 H40 0.9300 . ?
C40 C41 1.356(10) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
C50 C54 1.516(9) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C41 C45 1.533(9) . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C54 H54A 0.9600 . ?
C54 H54B 0.9600 . ?
C54 H54C 0.9600 . ?
C45 H45A 0.9600 . ?
C45 H45B 0.9600 . ?
C45 H45C 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
C8 P1 P2 99.26(18) . . ?
C8 P1 C1 101.3(2) . . ?
C1 P1 P2 113.29(19) . . ?
C32 P2 P1 110.27(18) . . ?
C1 N2 C5 126.3(5) . . ?
C1 N2 C2 110.5(5) . . ?
C2 N2 C5 123.1(5) . . ?
C1 N1 C3 110.8(5) . . ?
C1 N1 C4 123.8(5) . . ?
C3 N1 C4 125.4(5) . . ?
C32 C33 C47 122.7(4) . . ?
C34 C33 C47 117.0(5) . . ?
C34 C33 C32 120.1(5) . . ?
C19 C14 C9 120.6(5) . . ?
C15 C14 C19 118.8(5) . . ?
C15 C14 C9 119.9(5) . . ?
C52 C47 C33 120.4(5) . . ?
C48 C47 C33 120.2(5) . . ?
C48 C47 C52 119.2(5) . . ?
C14 C19 C22 120.8(5) . . ?
C18 C19 C14 119.3(5) . . ?
C18 C19 C22 119.7(5) . . ?
C14 C15 C20 121.9(5) . . ?
C16 C15 C14 118.7(5) . . ?
C16 C15 C20 119.2(5) . . ?
C24 C23 C13 122.0(5) . . ?
C24 C23 C28 119.3(5) . . ?
C28 C23 C13 118.3(5) . . ?
C8 C9 C14 125.8(5) . . ?
C10 C9 C14 115.9(5) . . ?
C10 C9 C8 117.9(5) . . ?
C32 C37 C38 120.6(5) . . ?
C36 C37 C32 120.5(5) . . ?
C36 C37 C38 118.8(5) . . ?
C8 C13 C23 123.8(5) . . ?
C8 C13 C12 120.9(5) . . ?
C12 C13 C23 115.0(5) . . ?
C9 C8 P1 125.6(4) . . ?
C13 C8 P1 115.7(4) . . ?
C13 C8 C9 118.6(5) . . ?
C19 C18 H18 118.7 . . ?
C17 C18 C19 122.6(6) . . ?
C17 C18 H18 118.7 . . ?
C33 C32 P2 132.2(4) . . ?
C33 C32 C37 117.3(5) . . ?
C37 C32 P2 110.3(4) . . ?
C15 C16 H16 118.4 . . ?
C17 C16 C15 123.2(6) . . ?
C17 C16 H16 118.4 . . ?
C47 C52 C55 121.9(5) . . ?
C51 C52 C47 118.3(6) . . ?
C51 C52 C55 119.8(6) . . ?
C47 C48 C53 120.4(5) . . ?
C49 C48 C47 120.4(6) . . ?
C49 C48 C53 119.2(5) . . ?
C18 C17 C16 117.1(5) . . ?
C18 C17 C21 121.5(6) . . ?
C16 C17 C21 121.4(6) . . ?
C23 C24 C29 121.9(5) . . ?
C25 C24 C23 118.9(5) . . ?
C25 C24 C29 119.3(5) . . ?
C23 C28 C31 121.4(5) . . ?
C27 C28 C23 118.9(5) . . ?
C27 C28 C31 119.7(5) . . ?
C27 C26 C25 117.4(5) . . ?
C27 C26 C30 121.6(5) . . ?
C25 C26 C30 121.1(5) . . ?
C43 C38 C37 121.9(5) . . ?
C43 C38 C39 119.9(5) . . ?
C39 C38 C37 118.2(5) . . ?
C28 C27 H27 118.6 . . ?
C26 C27 C28 122.8(5) . . ?
C26 C27 H27 118.6 . . ?
C24 C25 H25 118.7 . . ?
C26 C25 C24 122.7(5) . . ?
C26 C25 H25 118.7 . . ?
N2 C1 P1 131.8(4) . . ?
N1 C1 P1 120.8(4) . . ?
N1 C1 N2 104.8(5) . . ?
C33 C34 H34 119.3 . . ?
C35 C34 C33 121.3(5) . . ?
C35 C34 H34 119.3 . . ?
C38 C43 C42 118.9(6) . . ?
C38 C43 C46 121.2(6) . . ?
C42 C43 C46 119.9(6) . . ?
C37 C36 H36 118.9 . . ?
C37 C36 C35 122.1(6) . . ?
C35 C36 H36 118.9 . . ?
N2 C5 H5A 109.5 . . ?
N2 C5 H5B 109.5 . . ?
N2 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C34 C35 C36 118.5(5) . . ?
C34 C35 H35 120.8 . . ?
C36 C35 H35 120.8 . . ?
C48 C49 H49 119.6 . . ?
C50 C49 C48 120.9(6) . . ?
C50 C49 H49 119.6 . . ?
N2 C2 C6 122.4(6) . . ?
C3 C2 N2 106.8(5) . . ?
C3 C2 C6 130.8(6) . . ?
C9 C10 H10 118.6 . . ?
C11 C10 C9 122.9(5) . . ?
C11 C10 H10 118.6 . . ?
C48 C53 H53A 109.5 . . ?
C48 C53 H53B 109.5 . . ?
C48 C53 H53C 109.5 . . ?
H53A C53 H53B 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C52 C51 H51 118.7 . . ?
C50 C51 C52 122.5(6) . . ?
C50 C51 H51 118.7 . . ?
C43 C42 H42 119.4 . . ?
C41 C42 C43 121.1(6) . . ?
C41 C42 H42 119.4 . . ?
C15 C20 H20A 109.5 . . ?
C15 C20 H20B 109.5 . . ?
C15 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N1 C3 C7 122.9(6) . . ?
C2 C3 N1 107.2(6) . . ?
C2 C3 C7 129.9(6) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 C13 120.0(6) . . ?
C11 C12 H12 120.0 . . ?
C52 C55 H55A 109.5 . . ?
C52 C55 H55B 109.5 . . ?
C52 C55 H55C 109.5 . . ?
H55A C55 H55B 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
C38 C39 C44 120.7(6) . . ?
C40 C39 C38 118.7(6) . . ?
C40 C39 C44 120.6(6) . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
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 . . ?
C10 C11 C12 119.4(6) . . ?
C10 C11 H11 120.3 . . ?
C12 C11 H11 120.3 . . ?
C39 C40 H40 118.9 . . ?
C41 C40 C39 122.3(7) . . ?
C41 C40 H40 118.9 . . ?
C26 C30 H30A 109.5 . . ?
C26 C30 H30B 109.5 . . ?
C26 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C43 C46 H46A 109.5 . . ?
C43 C46 H46B 109.5 . . ?
C43 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C49 C50 C54 119.9(7) . . ?
C51 C50 C49 118.5(6) . . ?
C51 C50 C54 121.6(7) . . ?
C2 C6 H6A 109.5 . . ?
C2 C6 H6B 109.5 . . ?
C2 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C17 C21 H21A 109.5 . . ?
C17 C21 H21B 109.5 . . ?
C17 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C42 C41 C45 120.3(7) . . ?
C40 C41 C42 119.0(6) . . ?
C40 C41 C45 120.6(8) . . ?
C39 C44 H44A 109.5 . . ?
C39 C44 H44B 109.5 . . ?
C39 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
C3 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C50 C54 H54A 109.5 . . ?
C50 C54 H54B 109.5 . . ?
C50 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C41 C45 H45A 109.5 . . ?
C41 C45 H45B 109.5 . . ?
C41 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    
Air-sensitive,Moisture-sensitive,Oxygen-sensitive
####################################################################### 
# 
# 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_dd_701
_database_code_depnum_ccdc_archive 'CCDC 1588459'
_audit_update_record             
;
2017-11-30 deposited with the CCDC.
2018-03-27 downloaded from the CCDC.
;
_audit_creation_date             2017-11-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C48 H52 P2'
_chemical_formula_sum            'C48 H52 P2'
_chemical_formula_weight         690.83
_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'
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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.3846(12)
_cell_length_b                   21.347(3)
_cell_length_c                   11.6195(15)
_cell_angle_alpha                90
_cell_angle_beta                 111.081(9)
_cell_angle_gamma                90
_cell_volume                     1940.5(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4596
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.22
_cell_measurement_theta_min      2.68
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.145
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6857
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0713 before and 0.0573 after correction. The Ratio of minimum to maximum transmission is 0.9200. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.182
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             740
_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  0.0631
_diffrn_reflns_av_unetI/netI     0.0396
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            26426
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.105
_diffrn_reflns_theta_min         1.908
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_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                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2983
_reflns_number_total             3854
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.326
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3854
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0594
_refine_ls_R_factor_gt           0.0421
_refine_ls_restrained_S_all      1.042
_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)+(0.0487P)²+1.1096P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1039
_refine_ls_wR_factor_ref         0.1147
_refine_special_details          ?
_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:
 C20(H20), C3(H3), C5(H5), C9(H9), C18(H18), C4(H4), C11(H11)
2.b Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C13(H13A,H13B,H13C), C22(H22A,H22B,H22C), C23(H23A,H23B,
 H23C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens   mixed
_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 0.39029(6) 0.00149(2) 0.53366(4) 0.01959(14) Uani 1 1 d . . . . .
C1 C 0.4635(2) 0.06770(8) 0.64154(16) 0.0178(4) Uani 1 1 d . . . . .
C8 C 0.2983(2) 0.17296(8) 0.39312(17) 0.0201(4) Uani 1 1 d . . . . .
C6 C 0.5829(2) 0.05633(8) 0.76105(16) 0.0189(4) Uani 1 1 d . . . . .
C2 C 0.4025(2) 0.12923(8) 0.60835(16) 0.0189(4) Uani 1 1 d . . . . .
C17 C 0.5354(2) -0.04451(9) 0.85523(17) 0.0226(4) Uani 1 1 d . . . . .
C16 C 0.6420(2) -0.00751(8) 0.81280(16) 0.0185(4) Uani 1 1 d . . . . .
C21 C 0.8106(2) -0.02627(9) 0.83577(16) 0.0200(4) Uani 1 1 d . . . . .
C7 C 0.2609(2) 0.14599(8) 0.49021(16) 0.0196(4) Uani 1 1 d . . . . .
C24 C 0.9296(2) 0.01065(9) 0.79020(18) 0.0247(4) Uani 1 1 d . . . . .
H24A H 0.869115 0.045551 0.741980 0.037 Uiso 1 1 calc GR . . . .
H24B H 0.970911 -0.015815 0.740212 0.037 Uiso 1 1 calc GR . . . .
H24C H 1.024327 0.025693 0.859405 0.037 Uiso 1 1 calc GR . . . .
C20 C 0.8722(3) -0.08042(9) 0.90418(17) 0.0241(4) Uani 1 1 d . . . . .
H20 H 0.983894 -0.093000 0.918591 0.029 Uiso 1 1 calc R . . . .
C10 C -0.0052(3) 0.19040(9) 0.28074(18) 0.0275(5) Uani 1 1 d . . . . .
C19 C 0.7718(3) -0.11615(9) 0.95145(17) 0.0262(4) Uani 1 1 d . . . . .
C3 C 0.4702(3) 0.17822(9) 0.69009(18) 0.0257(4) Uani 1 1 d . . . . .
H3 H 0.431773 0.218860 0.667405 0.031 Uiso 1 1 calc R . . . .
C5 C 0.6475(3) 0.10676(9) 0.84005(17) 0.0238(4) Uani 1 1 d . . . . .
H5 H 0.728314 0.099488 0.918189 0.029 Uiso 1 1 calc R . . . .
C9 C 0.1640(3) 0.19500(9) 0.29044(17) 0.0249(4) Uani 1 1 d . . . . .
H9 H 0.188910 0.213409 0.226316 0.030 Uiso 1 1 calc R . . . .
C18 C 0.6026(3) -0.09823(9) 0.92341(18) 0.0266(4) Uani 1 1 d . . . . .
H18 H 0.532186 -0.122867 0.951026 0.032 Uiso 1 1 calc R . . . .
C12 C 0.0907(3) 0.13988(9) 0.48151(18) 0.0262(4) Uani 1 1 d . . . . .
C4 C 0.5944(3) 0.16730(9) 0.80504(18) 0.0288(5) Uani 1 1 d . . . . .
H4 H 0.641479 0.200537 0.858155 0.035 Uiso 1 1 calc R . . . .
C13 C 0.4800(3) 0.17821(10) 0.39894(19) 0.0296(5) Uani 1 1 d . . . . .
H13A H 0.538420 0.209775 0.457860 0.044 Uiso 1 1 calc GR . . . .
H13B H 0.480698 0.189504 0.319164 0.044 Uiso 1 1 calc GR . . . .
H13C H 0.536699 0.138695 0.423519 0.044 Uiso 1 1 calc GR . . . .
C22 C 0.3532(3) -0.02620(10) 0.83210(19) 0.0294(5) Uani 1 1 d . . . . .
H22A H 0.348929 0.017059 0.853381 0.044 Uiso 1 1 calc GR . . . .
H22B H 0.308771 -0.051736 0.881656 0.044 Uiso 1 1 calc GR . . . .
H22C H 0.285585 -0.032244 0.746500 0.044 Uiso 1 1 calc GR . . . .
C11 C -0.0396(3) 0.16207(10) 0.37664(19) 0.0298(5) Uani 1 1 d . . . . .
H11 H -0.152637 0.157743 0.370879 0.036 Uiso 1 1 calc R . . . .
C23 C 0.8445(3) -0.17202(10) 1.0328(2) 0.0380(5) Uani 1 1 d . . . . .
H23A H 0.811844 -0.209708 0.984960 0.057 Uiso 1 1 calc GR . . . .
H23B H 0.801109 -0.172968 1.098769 0.057 Uiso 1 1 calc GR . . . .
H23C H 0.966910 -0.168955 1.066396 0.057 Uiso 1 1 calc GR . . . .
C14 C -0.1475(3) 0.21562(12) 0.1698(2) 0.0394(6) Uani 1 1 d . . . . .
H14A H -0.184248 0.255400 0.189818 0.059 Uiso 1 1 calc GR . . . .
H14B H -0.241739 0.186813 0.146138 0.059 Uiso 1 1 calc GR . . . .
H14C H -0.107263 0.220712 0.102773 0.059 Uiso 1 1 calc GR . . . .
C15 C 0.0461(3) 0.11024(12) 0.5842(2) 0.0418(6) Uani 1 1 d . . . . .
H15A H 0.075293 0.066569 0.590025 0.063 Uiso 1 1 calc GR . . . .
H15B H -0.074180 0.114722 0.566972 0.063 Uiso 1 1 calc GR . . . .
H15C H 0.108983 0.130605 0.660799 0.063 Uiso 1 1 calc GR . . . .
H1P H 0.290(3) 0.0350(11) 0.438(2) 0.050(7) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 P1 2.2442(10) 3_656 ?
P1 C1 1.8418(18) . ?
P1 H1P 1.33(2) . ?
C1 C6 1.411(3) . ?
C1 C2 1.412(3) . ?
C8 C7 1.399(3) . ?
C8 C9 1.395(3) . ?
C8 C13 1.504(3) . ?
C6 C16 1.500(2) . ?
C6 C5 1.392(3) . ?
C2 C7 1.500(3) . ?
C2 C3 1.389(3) . ?
C17 C16 1.408(3) . ?
C17 C18 1.392(3) . ?
C17 C22 1.505(3) . ?
C16 C21 1.399(3) . ?
C21 C24 1.509(3) . ?
C21 C20 1.393(3) . ?
C7 C12 1.401(3) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C20 H20 0.9300 . ?
C20 C19 1.387(3) . ?
C10 C9 1.386(3) . ?
C10 C11 1.387(3) . ?
C10 C14 1.506(3) . ?
C19 C18 1.390(3) . ?
C19 C23 1.508(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.386(3) . ?
C5 H5 0.9300 . ?
C5 C4 1.380(3) . ?
C9 H9 0.9300 . ?
C18 H18 0.9300 . ?
C12 C11 1.395(3) . ?
C12 C15 1.511(3) . ?
C4 H4 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C11 H11 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 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
P1 P1 H1P 94.2(11) 3_656 . ?
C1 P1 P1 98.32(6) . 3_656 ?
C1 P1 H1P 96.4(10) . . ?
C6 C1 P1 118.86(13) . . ?
C6 C1 C2 119.21(16) . . ?
C2 C1 P1 121.92(14) . . ?
C7 C8 C13 120.76(17) . . ?
C9 C8 C7 118.83(18) . . ?
C9 C8 C13 120.41(17) . . ?
C1 C6 C16 124.48(16) . . ?
C5 C6 C1 119.10(17) . . ?
C5 C6 C16 116.37(16) . . ?
C1 C2 C7 124.16(16) . . ?
C3 C2 C1 119.65(17) . . ?
C3 C2 C7 116.14(16) . . ?
C16 C17 C22 121.56(17) . . ?
C18 C17 C16 118.88(18) . . ?
C18 C17 C22 119.53(18) . . ?
C17 C16 C6 119.35(16) . . ?
C21 C16 C6 120.13(16) . . ?
C21 C16 C17 119.83(17) . . ?
C16 C21 C24 122.25(17) . . ?
C20 C21 C16 119.22(17) . . ?
C20 C21 C24 118.53(17) . . ?
C8 C7 C2 120.21(16) . . ?
C8 C7 C12 119.90(17) . . ?
C12 C7 C2 119.63(16) . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C21 C20 H20 119.0 . . ?
C19 C20 C21 121.95(18) . . ?
C19 C20 H20 119.0 . . ?
C9 C10 C11 117.95(18) . . ?
C9 C10 C14 121.1(2) . . ?
C11 C10 C14 120.9(2) . . ?
C20 C19 C18 117.98(18) . . ?
C20 C19 C23 121.13(19) . . ?
C18 C19 C23 120.88(19) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.85(18) . . ?
C4 C3 H3 119.6 . . ?
C6 C5 H5 119.3 . . ?
C4 C5 C6 121.47(18) . . ?
C4 C5 H5 119.3 . . ?
C8 C9 H9 118.9 . . ?
C10 C9 C8 122.25(18) . . ?
C10 C9 H9 118.9 . . ?
C17 C18 H18 119.0 . . ?
C19 C18 C17 122.02(18) . . ?
C19 C18 H18 119.0 . . ?
C7 C12 C15 121.13(18) . . ?
C11 C12 C7 119.30(18) . . ?
C11 C12 C15 119.57(19) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.51(18) . . ?
C5 C4 H4 120.2 . . ?
C8 C13 H13A 109.5 . . ?
C8 C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C17 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
C17 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C10 C11 C12 121.74(19) . . ?
C10 C11 H11 119.1 . . ?
C12 C11 H11 119.1 . . ?
C19 C23 H23A 109.5 . . ?
C19 C23 H23B 109.5 . . ?
C19 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C10 C14 H14A 109.5 . . ?
C10 C14 H14B 109.5 . . ?
C10 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
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 . . ?

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 P1 C1 C6 -82.56(14) 3_656 . . . ?
P1 P1 C1 C2 97.96(15) 3_656 . . . ?
P1 C1 C6 C16 -7.0(2) . . . . ?
P1 C1 C6 C5 175.63(14) . . . . ?
P1 C1 C2 C7 7.0(2) . . . . ?
P1 C1 C2 C3 -175.68(14) . . . . ?
C1 C6 C16 C17 -77.8(2) . . . . ?
C1 C6 C16 C21 111.7(2) . . . . ?
C1 C6 C5 C4 1.5(3) . . . . ?
C1 C2 C7 C8 -102.6(2) . . . . ?
C1 C2 C7 C12 83.2(2) . . . . ?
C1 C2 C3 C4 -1.4(3) . . . . ?
C8 C7 C12 C11 -1.3(3) . . . . ?
C8 C7 C12 C15 179.26(19) . . . . ?
C6 C1 C2 C7 -172.48(16) . . . . ?
C6 C1 C2 C3 4.8(3) . . . . ?
C6 C16 C21 C24 -11.0(3) . . . . ?
C6 C16 C21 C20 168.28(16) . . . . ?
C6 C5 C4 C3 1.9(3) . . . . ?
C2 C1 C6 C16 172.52(16) . . . . ?
C2 C1 C6 C5 -4.9(3) . . . . ?
C2 C7 C12 C11 172.86(18) . . . . ?
C2 C7 C12 C15 -6.6(3) . . . . ?
C2 C3 C4 C5 -2.0(3) . . . . ?
C17 C16 C21 C24 178.60(16) . . . . ?
C17 C16 C21 C20 -2.2(3) . . . . ?
C16 C6 C5 C4 -176.08(18) . . . . ?
C16 C17 C18 C19 0.4(3) . . . . ?
C16 C21 C20 C19 -0.6(3) . . . . ?
C21 C20 C19 C18 3.2(3) . . . . ?
C21 C20 C19 C23 -175.62(18) . . . . ?
C7 C8 C9 C10 -0.8(3) . . . . ?
C7 C2 C3 C4 176.11(18) . . . . ?
C7 C12 C11 C10 -0.4(3) . . . . ?
C24 C21 C20 C19 178.63(17) . . . . ?
C20 C19 C18 C17 -3.1(3) . . . . ?
C3 C2 C7 C8 80.0(2) . . . . ?
C3 C2 C7 C12 -94.2(2) . . . . ?
C5 C6 C16 C17 99.6(2) . . . . ?
C5 C6 C16 C21 -70.8(2) . . . . ?
C9 C8 C7 C2 -172.27(16) . . . . ?
C9 C8 C7 C12 1.9(3) . . . . ?
C9 C10 C11 C12 1.4(3) . . . . ?
C18 C17 C16 C6 -168.26(16) . . . . ?
C18 C17 C16 C21 2.3(3) . . . . ?
C13 C8 C7 C2 7.7(3) . . . . ?
C13 C8 C7 C12 -178.15(18) . . . . ?
C13 C8 C9 C10 179.22(18) . . . . ?
C22 C17 C16 C6 9.7(3) . . . . ?
C22 C17 C16 C21 -179.75(17) . . . . ?
C22 C17 C18 C19 -177.61(18) . . . . ?
C11 C10 C9 C8 -0.8(3) . . . . ?
C23 C19 C18 C17 175.74(18) . . . . ?
C14 C10 C9 C8 178.91(18) . . . . ?
C14 C10 C11 C12 -178.33(19) . . . . ?
C15 C12 C11 C10 179.1(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    
Air-sensitive,Moisture-sensitive,Oxygen-sensitive
####################################################################### 
# 
# 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_vc_aj_689r
_database_code_depnum_ccdc_archive 'CCDC 1588460'
_audit_update_record             
;
2017-11-30 deposited with the CCDC.
2018-03-27 downloaded from the CCDC.
;
_audit_creation_date             2017-11-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H37 N2 P'
_chemical_formula_sum            'C31 H37 N2 P'
_chemical_formula_weight         468.59
_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'
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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.304(3)
_cell_length_b                   23.286(8)
_cell_length_c                   13.900(5)
_cell_angle_alpha                90
_cell_angle_beta                 90.34(2)
_cell_angle_gamma                90
_cell_volume                     2687.8(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4730
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      21.72
_cell_measurement_theta_min      2.28
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.123
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.6331
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0887 before and 0.0642 after correction. The Ratio of minimum to maximum transmission is 0.8488. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.158
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0829
_diffrn_reflns_av_unetI/netI     0.0661
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            47573
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.604
_diffrn_reflns_theta_min         1.706
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4036
_reflns_number_total             7476
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.257
_refine_diff_density_min         -0.313
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         7476
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1245
_refine_ls_R_factor_gt           0.0556
_refine_ls_restrained_S_all      1.022
_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)+(0.0704P)²+0.3131P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1330
_refine_ls_wR_factor_ref         0.1634
_refine_special_details          ?
_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:
 C10(H10), C11(H11), C12(H12), C25(H25), C27(H27), C18(H18), C16(H16)
2.b Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C22(H22A,H22B,
 H22C), C21(H21A,H21B,H21C), C20(H20A,H20B,H20C), C4(H4A,H4B,H4C), C5(H5A,H5B,
 H5C), C6(H6A,H6B,H6C), C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.42047(7) 0.05209(2) 0.65230(4) 0.04956(18) Uani 1 1 d . . . . .
N1 N 0.39650(18) -0.06865(7) 0.65562(11) 0.0392(4) Uani 1 1 d . . . . .
N2 N 0.51611(19) -0.03585(7) 0.78154(11) 0.0425(4) Uani 1 1 d . . . . .
C8 C 0.3261(2) 0.08817(8) 0.75448(13) 0.0368(4) Uani 1 1 d . . . . .
C9 C 0.1924(2) 0.06617(8) 0.80566(14) 0.0393(4) Uani 1 1 d . . . . .
C10 C 0.1272(2) 0.09784(10) 0.88083(15) 0.0485(5) Uani 1 1 d . . . . .
H10 H 0.042023 0.081687 0.917302 0.058 Uiso 1 1 calc R . . . .
C11 C 0.1824(2) 0.15199(9) 0.90397(15) 0.0529(5) Uani 1 1 d . . . . .
H11 H 0.136463 0.172775 0.955818 0.063 Uiso 1 1 calc R . . . .
C12 C 0.3051(2) 0.17540(9) 0.85072(15) 0.0484(5) Uani 1 1 d . . . . .
H12 H 0.340183 0.213428 0.864016 0.058 Uiso 1 1 calc R . . . .
C13 C 0.3785(2) 0.14439(8) 0.77796(13) 0.0380(4) Uani 1 1 d . . . . .
C23 C 0.5122(2) 0.17262(8) 0.72412(14) 0.0386(4) Uani 1 1 d . . . . .
C24 C 0.4841(2) 0.19718(8) 0.63376(15) 0.0437(5) Uani 1 1 d . . . . .
C25 C 0.6101(3) 0.22281(9) 0.58557(16) 0.0503(5) Uani 1 1 d . . . . .
H25 H 0.589887 0.239916 0.524643 0.060 Uiso 1 1 calc R . . . .
C26 C 0.7649(2) 0.22440(9) 0.62307(17) 0.0529(6) Uani 1 1 d . . . . .
C27 C 0.7896(2) 0.20148(8) 0.71337(16) 0.0488(5) Uani 1 1 d . . . . .
H27 H 0.894313 0.203183 0.741065 0.059 Uiso 1 1 calc R . . . .
C28 C 0.6665(2) 0.17602(8) 0.76511(14) 0.0421(5) Uani 1 1 d . . . . .
C31 C 0.7015(3) 0.15367(10) 0.86469(16) 0.0586(6) Uani 1 1 d . . . . .
H31A H 0.659021 0.180591 0.912438 0.088 Uiso 1 1 calc GR . . . .
H31B H 0.818124 0.149764 0.873581 0.088 Uiso 1 1 calc GR . . . .
H31C H 0.650073 0.116121 0.872884 0.088 Uiso 1 1 calc GR . . . .
C29 C 0.3187(3) 0.19621(11) 0.58842(18) 0.0656(7) Uani 1 1 d . . . . .
H29A H 0.294721 0.157348 0.565371 0.098 Uiso 1 1 calc GR . . . .
H29B H 0.315370 0.223079 0.534181 0.098 Uiso 1 1 calc GR . . . .
H29C H 0.238526 0.207564 0.636244 0.098 Uiso 1 1 calc GR . . . .
C30 C 0.9015(3) 0.25079(13) 0.5671(2) 0.0835(8) Uani 1 1 d . . . . .
H30A H 0.995051 0.255830 0.609554 0.125 Uiso 1 1 calc GR . . . .
H30B H 0.867833 0.288210 0.541746 0.125 Uiso 1 1 calc GR . . . .
H30C H 0.930289 0.225440 0.513581 0.125 Uiso 1 1 calc GR . . . .
C14 C 0.1089(2) 0.01112(9) 0.77751(14) 0.0421(5) Uani 1 1 d . . . . .
C19 C 0.0095(2) 0.01079(10) 0.69507(15) 0.0504(5) Uani 1 1 d . . . . .
C18 C -0.0644(3) -0.04047(11) 0.66821(17) 0.0604(6) Uani 1 1 d . . . . .
H18 H -0.131616 -0.040714 0.612670 0.072 Uiso 1 1 calc R . . . .
C17 C -0.0442(3) -0.09089(11) 0.71881(19) 0.0634(7) Uani 1 1 d . . . . .
C16 C 0.0459(3) -0.08831(10) 0.80341(19) 0.0609(6) Uani 1 1 d . . . . .
H16 H 0.057182 -0.122042 0.841307 0.073 Uiso 1 1 calc R . . . .
C15 C 0.1201(2) -0.03799(9) 0.83432(15) 0.0480(5) Uani 1 1 d . . . . .
C22 C -0.0204(3) 0.06379(11) 0.63624(18) 0.0681(7) Uani 1 1 d . . . . .
H22A H -0.004857 0.097873 0.676584 0.102 Uiso 1 1 calc GR . . . .
H22B H -0.131104 0.063222 0.611349 0.102 Uiso 1 1 calc GR . . . .
H22C H 0.055053 0.064887 0.582347 0.102 Uiso 1 1 calc GR . . . .
C21 C -0.1144(3) -0.14714(12) 0.6824(2) 0.0955(10) Uani 1 1 d . . . . .
H21A H -0.219086 -0.139868 0.651824 0.143 Uiso 1 1 calc GR . . . .
H21B H -0.128229 -0.173629 0.736470 0.143 Uiso 1 1 calc GR . . . .
H21C H -0.041137 -0.164188 0.635299 0.143 Uiso 1 1 calc GR . . . .
C20 C 0.2079(3) -0.03813(11) 0.92894(16) 0.0609(6) Uani 1 1 d . . . . .
H20A H 0.305245 -0.014581 0.923927 0.091 Uiso 1 1 calc GR . . . .
H20B H 0.237801 -0.077591 0.945813 0.091 Uiso 1 1 calc GR . . . .
H20C H 0.137853 -0.022324 0.978896 0.091 Uiso 1 1 calc GR . . . .
C1 C 0.4403(2) -0.01888(8) 0.69970(13) 0.0370(4) Uani 1 1 d . . . . .
C2 C 0.4415(2) -0.11574(8) 0.71083(15) 0.0436(5) Uani 1 1 d . . . . .
C3 C 0.5161(2) -0.09520(9) 0.78963(15) 0.0474(5) Uani 1 1 d . . . . .
C4 C 0.3087(3) -0.07148(9) 0.56480(14) 0.0517(5) Uani 1 1 d . . . . .
H4A H 0.264384 -0.033538 0.549484 0.078 Uiso 1 1 calc GR . . . .
H4B H 0.220711 -0.099306 0.570202 0.078 Uiso 1 1 calc GR . . . .
H4C H 0.381971 -0.083484 0.513572 0.078 Uiso 1 1 calc GR . . . .
C5 C 0.4057(3) -0.17581(9) 0.68141(19) 0.0692(7) Uani 1 1 d . . . . .
H5A H 0.289029 -0.180625 0.673819 0.104 Uiso 1 1 calc GR . . . .
H5B H 0.445562 -0.202318 0.730855 0.104 Uiso 1 1 calc GR . . . .
H5C H 0.458744 -0.184081 0.620176 0.104 Uiso 1 1 calc GR . . . .
C6 C 0.5878(3) -0.12588(12) 0.87401(18) 0.0723(7) Uani 1 1 d . . . . .
H6A H 0.704111 -0.118749 0.876343 0.108 Uiso 1 1 calc GR . . . .
H6B H 0.568134 -0.167206 0.867679 0.108 Uiso 1 1 calc GR . . . .
H6C H 0.538369 -0.111804 0.933341 0.108 Uiso 1 1 calc GR . . . .
C7 C 0.6106(3) 0.00291(11) 0.84195(17) 0.0615(6) Uani 1 1 d . . . . .
H7A H 0.647965 0.035422 0.803281 0.092 Uiso 1 1 calc GR . . . .
H7B H 0.703627 -0.017719 0.868473 0.092 Uiso 1 1 calc GR . . . .
H7C H 0.543597 0.017079 0.894691 0.092 Uiso 1 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 C8 1.8306(19) . ?
P1 C1 1.786(2) . ?
N1 C1 1.360(2) . ?
N1 C2 1.388(2) . ?
N1 C4 1.455(3) . ?
N2 C1 1.356(2) . ?
N2 C3 1.387(3) . ?
N2 C7 1.459(3) . ?
C8 C9 1.418(3) . ?
C8 C13 1.417(3) . ?
C9 C10 1.391(3) . ?
C9 C14 1.508(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.379(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.376(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.387(3) . ?
C13 C23 1.495(3) . ?
C23 C24 1.398(3) . ?
C23 C28 1.401(3) . ?
C24 C25 1.381(3) . ?
C24 C29 1.508(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.385(3) . ?
C26 C27 1.378(3) . ?
C26 C30 1.510(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.387(3) . ?
C28 C31 1.505(3) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C14 C19 1.408(3) . ?
C14 C15 1.393(3) . ?
C19 C18 1.392(3) . ?
C19 C22 1.500(3) . ?
C18 H18 0.9500 . ?
C18 C17 1.378(4) . ?
C17 C16 1.391(3) . ?
C17 C21 1.519(3) . ?
C16 H16 0.9500 . ?
C16 C15 1.391(3) . ?
C15 C20 1.500(3) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C2 C3 1.343(3) . ?
C2 C5 1.487(3) . ?
C3 C6 1.494(3) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 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
C1 P1 C8 100.22(8) . . ?
C1 N1 C2 110.71(16) . . ?
C1 N1 C4 124.11(17) . . ?
C2 N1 C4 125.14(16) . . ?
C1 N2 C3 110.99(16) . . ?
C1 N2 C7 123.24(18) . . ?
C3 N2 C7 124.79(18) . . ?
C9 C8 P1 124.31(14) . . ?
C13 C8 P1 118.06(13) . . ?
C13 C8 C9 117.29(16) . . ?
C8 C9 C14 122.50(16) . . ?
C10 C9 C8 119.66(18) . . ?
C10 C9 C14 117.69(17) . . ?
C9 C10 H10 119.0 . . ?
C11 C10 C9 121.96(18) . . ?
C11 C10 H10 119.0 . . ?
C10 C11 H11 120.5 . . ?
C12 C11 C10 118.90(18) . . ?
C12 C11 H11 120.5 . . ?
C11 C12 H12 119.5 . . ?
C11 C12 C13 121.07(19) . . ?
C13 C12 H12 119.5 . . ?
C8 C13 C23 121.26(16) . . ?
C12 C13 C8 120.90(17) . . ?
C12 C13 C23 117.83(17) . . ?
C24 C23 C13 120.59(17) . . ?
C24 C23 C28 119.30(17) . . ?
C28 C23 C13 120.09(17) . . ?
C23 C24 C29 121.05(18) . . ?
C25 C24 C23 119.31(18) . . ?
C25 C24 C29 119.64(19) . . ?
C24 C25 H25 118.9 . . ?
C24 C25 C26 122.2(2) . . ?
C26 C25 H25 118.9 . . ?
C25 C26 C30 121.0(2) . . ?
C27 C26 C25 117.71(19) . . ?
C27 C26 C30 121.3(2) . . ?
C26 C27 H27 118.9 . . ?
C26 C27 C28 122.1(2) . . ?
C28 C27 H27 118.9 . . ?
C23 C28 C31 121.70(18) . . ?
C27 C28 C23 119.22(19) . . ?
C27 C28 C31 119.07(18) . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
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 . . ?
C26 C30 H30A 109.5 . . ?
C26 C30 H30B 109.5 . . ?
C26 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C19 C14 C9 118.83(18) . . ?
C15 C14 C9 121.44(18) . . ?
C15 C14 C19 119.61(19) . . ?
C14 C19 C22 122.2(2) . . ?
C18 C19 C14 118.6(2) . . ?
C18 C19 C22 119.2(2) . . ?
C19 C18 H18 118.6 . . ?
C17 C18 C19 122.8(2) . . ?
C17 C18 H18 118.6 . . ?
C18 C17 C16 117.2(2) . . ?
C18 C17 C21 121.2(3) . . ?
C16 C17 C21 121.5(3) . . ?
C17 C16 H16 118.9 . . ?
C15 C16 C17 122.2(2) . . ?
C15 C16 H16 118.9 . . ?
C14 C15 C20 122.0(2) . . ?
C16 C15 C14 119.3(2) . . ?
C16 C15 C20 118.7(2) . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C17 C21 H21A 109.5 . . ?
C17 C21 H21B 109.5 . . ?
C17 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C15 C20 H20A 109.5 . . ?
C15 C20 H20B 109.5 . . ?
C15 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N1 C1 P1 126.76(15) . . ?
N2 C1 P1 128.36(14) . . ?
N2 C1 N1 104.56(16) . . ?
N1 C2 C5 122.56(19) . . ?
C3 C2 N1 106.91(17) . . ?
C3 C2 C5 130.5(2) . . ?
N2 C3 C6 122.7(2) . . ?
C2 C3 N2 106.81(17) . . ?
C2 C3 C6 130.5(2) . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
C2 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 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 C8 C9 C10 -178.33(15) . . . . ?
P1 C8 C9 C14 -2.9(3) . . . . ?
P1 C8 C13 C12 176.02(15) . . . . ?
P1 C8 C13 C23 -2.8(2) . . . . ?
N1 C2 C3 N2 -0.2(2) . . . . ?
N1 C2 C3 C6 179.3(2) . . . . ?
C8 P1 C1 N1 131.27(16) . . . . ?
C8 P1 C1 N2 -56.27(17) . . . . ?
C8 C9 C10 C11 3.9(3) . . . . ?
C8 C9 C14 C19 -73.6(2) . . . . ?
C8 C9 C14 C15 110.4(2) . . . . ?
C8 C13 C23 C24 78.8(2) . . . . ?
C8 C13 C23 C28 -102.8(2) . . . . ?
C9 C8 C13 C12 2.4(3) . . . . ?
C9 C8 C13 C23 -176.43(17) . . . . ?
C9 C10 C11 C12 0.3(3) . . . . ?
C9 C14 C19 C18 178.57(18) . . . . ?
C9 C14 C19 C22 -2.1(3) . . . . ?
C9 C14 C15 C16 -177.55(18) . . . . ?
C9 C14 C15 C20 3.4(3) . . . . ?
C10 C9 C14 C19 102.0(2) . . . . ?
C10 C9 C14 C15 -74.0(2) . . . . ?
C10 C11 C12 C13 -3.2(3) . . . . ?
C11 C12 C13 C8 1.8(3) . . . . ?
C11 C12 C13 C23 -179.32(18) . . . . ?
C12 C13 C23 C24 -100.1(2) . . . . ?
C12 C13 C23 C28 78.3(2) . . . . ?
C13 C8 C9 C10 -5.2(3) . . . . ?
C13 C8 C9 C14 170.31(17) . . . . ?
C13 C23 C24 C25 -179.80(18) . . . . ?
C13 C23 C24 C29 0.3(3) . . . . ?
C13 C23 C28 C27 178.90(17) . . . . ?
C13 C23 C28 C31 -2.2(3) . . . . ?
C23 C24 C25 C26 0.9(3) . . . . ?
C24 C23 C28 C27 -2.8(3) . . . . ?
C24 C23 C28 C31 176.12(18) . . . . ?
C24 C25 C26 C27 -2.7(3) . . . . ?
C24 C25 C26 C30 177.7(2) . . . . ?
C25 C26 C27 C28 1.8(3) . . . . ?
C26 C27 C28 C23 0.9(3) . . . . ?
C26 C27 C28 C31 -178.00(19) . . . . ?
C28 C23 C24 C25 1.9(3) . . . . ?
C28 C23 C24 C29 -177.99(19) . . . . ?
C29 C24 C25 C26 -179.2(2) . . . . ?
C30 C26 C27 C28 -178.7(2) . . . . ?
C14 C9 C10 C11 -171.76(19) . . . . ?
C14 C19 C18 C17 -0.1(3) . . . . ?
C19 C14 C15 C16 6.5(3) . . . . ?
C19 C14 C15 C20 -172.57(18) . . . . ?
C19 C18 C17 C16 4.3(3) . . . . ?
C19 C18 C17 C21 -174.4(2) . . . . ?
C18 C17 C16 C15 -3.1(3) . . . . ?
C17 C16 C15 C14 -2.2(3) . . . . ?
C17 C16 C15 C20 176.9(2) . . . . ?
C15 C14 C19 C18 -5.4(3) . . . . ?
C15 C14 C19 C22 174.0(2) . . . . ?
C22 C19 C18 C17 -179.5(2) . . . . ?
C21 C17 C16 C15 175.6(2) . . . . ?
C1 P1 C8 C9 -47.56(18) . . . . ?
C1 P1 C8 C13 139.33(15) . . . . ?
C1 N1 C2 C3 -0.8(2) . . . . ?
C1 N1 C2 C5 178.59(18) . . . . ?
C1 N2 C3 C2 1.1(2) . . . . ?
C1 N2 C3 C6 -178.47(19) . . . . ?
C2 N1 C1 P1 175.28(13) . . . . ?
C2 N1 C1 N2 1.39(19) . . . . ?
C3 N2 C1 P1 -175.25(14) . . . . ?
C3 N2 C1 N1 -1.49(19) . . . . ?
C4 N1 C1 P1 -7.0(2) . . . . ?
C4 N1 C1 N2 179.11(16) . . . . ?
C4 N1 C2 C3 -178.48(17) . . . . ?
C4 N1 C2 C5 0.9(3) . . . . ?
C5 C2 C3 N2 -179.5(2) . . . . ?
C5 C2 C3 C6 0.0(4) . . . . ?
C7 N2 C1 P1 -6.1(3) . . . . ?
C7 N2 C1 N1 167.66(17) . . . . ?
C7 N2 C3 C2 -167.89(18) . . . . ?
C7 N2 C3 C6 12.6(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'


_chemical_properties_physical    
Air-sensitive,Moisture-sensitive,Oxygen-sensitive
####################################################################### 
# 
# 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_sh3914
_database_code_depnum_ccdc_archive 'CCDC 1588457'
_audit_update_record             
;
2017-11-30 deposited with the CCDC.
2018-03-27 downloaded from the CCDC.
;
_audit_creation_date             2017-11-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C48 H52 O P2'
_chemical_formula_sum            'C48 H52 O P2'
_chemical_formula_weight         706.83
_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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   16.9466(7)
_cell_length_b                   20.6986(9)
_cell_length_c                   23.0289(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     8077.9(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9895
_cell_measurement_temperature    151.25
_cell_measurement_theta_max      25.83
_cell_measurement_theta_min      2.35
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.940
_exptl_absorpt_coefficient_mu    0.142
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7181
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.162
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             3024
_exptl_crystal_size_max          0.442
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.154
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0620
_diffrn_reflns_av_unetI/netI     0.0284
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            139724
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.974
_diffrn_reflns_theta_min         1.769
_diffrn_ambient_temperature      151.25
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7481
_reflns_number_total             9733
_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       ?
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.944
_refine_diff_density_min         -0.553
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     480
_refine_ls_number_reflns         9733
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0822
_refine_ls_R_factor_gt           0.0616
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0793P)²+10.4981P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1624
_refine_ls_wR_factor_ref         0.1791
_refine_special_details          ?
_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:
 C27(H27), C28(H28), C29(H29), C35(H35), C33(H33), C42(H42), C44(H44), C5(H5),
 C4(H4), C3(H3), C20(H20), C18(H18), C11(H11), C9(H9)
2.b Idealised Me refined as rotating group:
 C39(H39A,H39B,H39C), C38(H38A,H38B,H38C), C37(H37A,H37B,H37C), C46(H46A,H46B,
 H46C), C47(H47A,H47B,H47C), C48(H48A,H48B,H48C), C24(H24A,H24B,H24C), C23(H23A,
 H23B,H23C), C22(H22A,H22B,H22C), C15(H15A,H15B,H15C), C14(H14A,H14B,H14C),
 C13(H13A,H13B,H13C)
;
_atom_sites_solution_hydrogens   mixed
_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 0.56942(3) 0.31696(3) 0.66796(2) 0.02403(14) Uani 1 1 d . . . . .
P2 P 0.65780(3) 0.38907(3) 0.69346(3) 0.02683(15) Uani 1 1 d . . . . .
O1 O 0.48865(10) 0.32470(9) 0.69063(9) 0.0416(4) Uani 1 1 d . . . . .
C25 C 0.60187(15) 0.46405(11) 0.67916(10) 0.0334(5) Uani 1 1 d . . . . .
C26 C 0.60095(18) 0.48914(13) 0.62259(11) 0.0420(6) Uani 1 1 d . . . . .
C27 C 0.5712(3) 0.55044(17) 0.61269(14) 0.0809(15) Uani 1 1 d . . . . .
H27 H 0.571145 0.567590 0.574427 0.097 Uiso 1 1 calc R . . . .
C28 C 0.5417(4) 0.5868(2) 0.65795(16) 0.107(2) Uani 1 1 d . . . . .
H28 H 0.523155 0.629451 0.650946 0.129 Uiso 1 1 calc R . . . .
C29 C 0.5390(3) 0.56176(17) 0.71280(14) 0.0730(12) Uani 1 1 d . . . . .
H29 H 0.516604 0.586655 0.743279 0.088 Uiso 1 1 calc R . . . .
C30 C 0.56843(18) 0.50057(13) 0.72488(12) 0.0429(6) Uani 1 1 d . . . . .
C31 C 0.62801(15) 0.45301(11) 0.57001(10) 0.0322(5) Uani 1 1 d . . . . .
C36 C 0.70656(17) 0.45449(14) 0.55195(12) 0.0423(6) Uani 1 1 d . . . . .
C35 C 0.72753(16) 0.42575(14) 0.49960(13) 0.0445(6) Uani 1 1 d . . . . .
H35 H 0.781269 0.426225 0.487879 0.053 Uiso 1 1 calc R . . . .
C34 C 0.67190(16) 0.39635(12) 0.46398(11) 0.0362(5) Uani 1 1 d . . . . .
C33 C 0.59422(15) 0.39497(11) 0.48285(10) 0.0308(5) Uani 1 1 d . . . . .
H33 H 0.555603 0.374480 0.459292 0.037 Uiso 1 1 calc R . . . .
C32 C 0.57108(14) 0.42265(11) 0.53516(10) 0.0291(5) Uani 1 1 d . . . . .
C39 C 0.7680(2) 0.4894(2) 0.58795(16) 0.0694(10) Uani 1 1 d . . . . .
H39A H 0.754997 0.535501 0.589702 0.104 Uiso 1 1 calc GR . . . .
H39B H 0.820027 0.483848 0.570112 0.104 Uiso 1 1 calc GR . . . .
H39C H 0.768601 0.471456 0.627323 0.104 Uiso 1 1 calc GR . . . .
C38 C 0.6943(2) 0.36640(16) 0.40654(13) 0.0527(8) Uani 1 1 d . . . . .
H38A H 0.689427 0.319312 0.409165 0.079 Uiso 1 1 calc GR . . . .
H38B H 0.748883 0.377848 0.397049 0.079 Uiso 1 1 calc GR . . . .
H38C H 0.659029 0.382598 0.376100 0.079 Uiso 1 1 calc GR . . . .
C37 C 0.48553(15) 0.42089(14) 0.55215(11) 0.0393(6) Uani 1 1 d . . . . .
H37A H 0.460383 0.461837 0.541470 0.059 Uiso 1 1 calc GR . . . .
H37B H 0.481171 0.414426 0.594189 0.059 Uiso 1 1 calc GR . . . .
H37C H 0.459213 0.385265 0.531890 0.059 Uiso 1 1 calc GR . . . .
C40 C 0.56519(18) 0.47926(12) 0.78712(12) 0.0426(6) Uani 1 1 d . . . . .
C41 C 0.6291(2) 0.49120(13) 0.82358(12) 0.0495(8) Uani 1 1 d . . . . .
C42 C 0.6246(3) 0.47826(15) 0.88270(14) 0.0704(12) Uani 1 1 d . . . . .
H42 H 0.669034 0.487917 0.906275 0.084 Uiso 1 1 calc R . . . .
C43 C 0.5624(3) 0.45353(18) 0.90734(17) 0.0744(12) Uani 1 1 d . . . . .
C44 C 0.4976(3) 0.44008(15) 0.8737(2) 0.0742(13) Uani 1 1 d . . . . .
H44 H 0.452339 0.421662 0.891554 0.089 Uiso 1 1 calc R . . . .
C45 C 0.4958(2) 0.45313(16) 0.81118(19) 0.0681(11) Uani 1 1 d . . . . .
C46 C 0.7042(2) 0.51647(18) 0.80024(16) 0.0669(10) Uani 1 1 d . . . . .
H46A H 0.729164 0.483447 0.775909 0.100 Uiso 1 1 calc GR . . . .
H46B H 0.739449 0.527608 0.832446 0.100 Uiso 1 1 calc GR . . . .
H46C H 0.693758 0.555115 0.776881 0.100 Uiso 1 1 calc GR . . . .
C47 C 0.5577(5) 0.4362(2) 0.97179(19) 0.128(3) Uani 1 1 d . . . . .
H47A H 0.595650 0.401814 0.980428 0.192 Uiso 1 1 calc GR . . . .
H47B H 0.504264 0.421285 0.981051 0.192 Uiso 1 1 calc GR . . . .
H47C H 0.570122 0.474417 0.995188 0.192 Uiso 1 1 calc GR . . . .
C48 C 0.4271(2) 0.4401(2) 0.7740(3) 0.109(2) Uani 1 1 d . . . . .
H48A H 0.416620 0.477821 0.749448 0.164 Uiso 1 1 calc GR . . . .
H48B H 0.380913 0.431260 0.798310 0.164 Uiso 1 1 calc GR . . . .
H48C H 0.438033 0.402519 0.749370 0.164 Uiso 1 1 calc GR . . . .
C1 C 0.60879(12) 0.23577(10) 0.67656(9) 0.0226(4) Uani 1 1 d . . . . .
C6 C 0.58174(13) 0.18916(11) 0.63625(9) 0.0259(4) Uani 1 1 d . . . . .
C5 C 0.60391(16) 0.12510(12) 0.64280(11) 0.0360(5) Uani 1 1 d . . . . .
H5 H 0.586047 0.093775 0.615667 0.043 Uiso 1 1 calc R . . . .
C4 C 0.65180(18) 0.10628(12) 0.68846(11) 0.0425(6) Uani 1 1 d . . . . .
H4 H 0.667015 0.062331 0.692439 0.051 Uiso 1 1 calc R . . . .
C3 C 0.67737(16) 0.15160(12) 0.72818(11) 0.0372(6) Uani 1 1 d . . . . .
H3 H 0.709834 0.138214 0.759583 0.045 Uiso 1 1 calc R . . . .
C2 C 0.65674(13) 0.21645(11) 0.72331(9) 0.0252(4) Uani 1 1 d . . . . .
C16 C 0.52867(13) 0.20631(11) 0.58683(9) 0.0265(4) Uani 1 1 d . . . . .
C21 C 0.56103(14) 0.22594(11) 0.53352(9) 0.0289(5) Uani 1 1 d . . . . .
C20 C 0.51015(15) 0.23972(13) 0.48783(10) 0.0352(5) Uani 1 1 d . . . . .
H20 H 0.531755 0.253152 0.451732 0.042 Uiso 1 1 calc R . . . .
C19 C 0.42915(16) 0.23452(15) 0.49317(11) 0.0413(6) Uani 1 1 d . . . . .
C18 C 0.39869(15) 0.21462(14) 0.54640(11) 0.0399(6) Uani 1 1 d . . . . .
H18 H 0.343129 0.210845 0.550721 0.048 Uiso 1 1 calc R . . . .
C17 C 0.44695(14) 0.20011(12) 0.59337(10) 0.0315(5) Uani 1 1 d . . . . .
C24 C 0.64894(15) 0.23281(14) 0.52621(11) 0.0378(6) Uani 1 1 d . . . . .
H24A H 0.661424 0.238608 0.484983 0.057 Uiso 1 1 calc GR . . . .
H24B H 0.675199 0.193841 0.540728 0.057 Uiso 1 1 calc GR . . . .
H24C H 0.667410 0.270449 0.548155 0.057 Uiso 1 1 calc GR . . . .
C23 C 0.3753(2) 0.2495(2) 0.44301(14) 0.0651(10) Uani 1 1 d . . . . .
H23A H 0.406321 0.252189 0.407171 0.098 Uiso 1 1 calc GR . . . .
H23B H 0.348707 0.290780 0.449932 0.098 Uiso 1 1 calc GR . . . .
H23C H 0.335823 0.215119 0.439228 0.098 Uiso 1 1 calc GR . . . .
C22 C 0.41176(16) 0.17707(14) 0.64997(11) 0.0409(6) Uani 1 1 d . . . . .
H22A H 0.424225 0.131259 0.655548 0.061 Uiso 1 1 calc GR . . . .
H22B H 0.354369 0.182766 0.648965 0.061 Uiso 1 1 calc GR . . . .
H22C H 0.433866 0.202257 0.682130 0.061 Uiso 1 1 calc GR . . . .
C7 C 0.68651(12) 0.26074(11) 0.76938(9) 0.0250(4) Uani 1 1 d . . . . .
C12 C 0.63708(13) 0.27908(11) 0.81524(9) 0.0250(4) Uani 1 1 d . . . . .
C11 C 0.66835(14) 0.31616(11) 0.86031(10) 0.0293(5) Uani 1 1 d . . . . .
H11 H 0.634851 0.329094 0.891280 0.035 Uiso 1 1 calc R . . . .
C10 C 0.74697(15) 0.33465(13) 0.86114(11) 0.0362(5) Uani 1 1 d . . . . .
C9 C 0.79448(14) 0.31666(14) 0.81493(12) 0.0398(6) Uani 1 1 d . . . . .
H9 H 0.848199 0.329781 0.814663 0.048 Uiso 1 1 calc R . . . .
C8 C 0.76592(13) 0.28000(13) 0.76899(10) 0.0330(5) Uani 1 1 d . . . . .
C15 C 0.55124(14) 0.25981(13) 0.81734(11) 0.0347(5) Uani 1 1 d . . . . .
H15A H 0.522514 0.281632 0.786044 0.052 Uiso 1 1 calc GR . . . .
H15B H 0.528735 0.272355 0.854882 0.052 Uiso 1 1 calc GR . . . .
H15C H 0.546725 0.212919 0.812455 0.052 Uiso 1 1 calc GR . . . .
C14 C 0.78084(19) 0.37216(17) 0.91149(14) 0.0545(8) Uani 1 1 d . . . . .
H14A H 0.738892 0.381673 0.939508 0.082 Uiso 1 1 calc GR . . . .
H14B H 0.803584 0.412711 0.897264 0.082 Uiso 1 1 calc GR . . . .
H14C H 0.822047 0.346458 0.930408 0.082 Uiso 1 1 calc GR . . . .
C13 C 0.82022(15) 0.26127(17) 0.71983(12) 0.0481(7) Uani 1 1 d . . . . .
H13A H 0.871638 0.282081 0.725265 0.072 Uiso 1 1 calc GR . . . .
H13B H 0.797274 0.275305 0.682868 0.072 Uiso 1 1 calc GR . . . .
H13C H 0.827015 0.214248 0.719455 0.072 Uiso 1 1 calc GR . . . .
H1P H 0.5752(14) 0.3257(12) 0.6112(11) 0.026(6) Uiso 1 1 d . . . . .
H2P H 0.6409(17) 0.3856(13) 0.7501(12) 0.037(7) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 P2 2.1946(8) . ?
P1 O1 1.4737(18) . ?
P1 C1 1.819(2) . ?
P1 H1P 1.32(2) . ?
P2 C25 1.848(2) . ?
P2 H2P 1.34(3) . ?
C25 C26 1.402(4) . ?
C25 C30 1.415(4) . ?
C26 C27 1.384(4) . ?
C26 C31 1.495(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.380(5) . ?
C28 H28 0.9500 . ?
C28 C29 1.367(5) . ?
C29 H29 0.9500 . ?
C29 C30 1.389(4) . ?
C30 C40 1.501(4) . ?
C31 C36 1.395(4) . ?
C31 C32 1.404(3) . ?
C36 C35 1.390(4) . ?
C36 C39 1.514(4) . ?
C35 H35 0.9500 . ?
C35 C34 1.390(4) . ?
C34 C33 1.387(4) . ?
C34 C38 1.509(4) . ?
C33 H33 0.9500 . ?
C33 C32 1.390(3) . ?
C32 C37 1.502(3) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C40 C41 1.392(4) . ?
C40 C45 1.409(4) . ?
C41 C42 1.390(4) . ?
C41 C46 1.477(5) . ?
C42 H42 0.9500 . ?
C42 C43 1.302(6) . ?
C43 C44 1.373(6) . ?
C43 C47 1.529(5) . ?
C44 H44 0.9500 . ?
C44 C45 1.465(6) . ?
C45 C48 1.470(6) . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C1 C6 1.415(3) . ?
C1 C2 1.407(3) . ?
C6 C5 1.386(3) . ?
C6 C16 1.493(3) . ?
C5 H5 0.9500 . ?
C5 C4 1.384(4) . ?
C4 H4 0.9500 . ?
C4 C3 1.380(4) . ?
C3 H3 0.9500 . ?
C3 C2 1.392(3) . ?
C2 C7 1.490(3) . ?
C16 C21 1.405(3) . ?
C16 C17 1.399(3) . ?
C21 C20 1.390(3) . ?
C21 C24 1.506(3) . ?
C20 H20 0.9500 . ?
C20 C19 1.382(4) . ?
C19 C18 1.392(4) . ?
C19 C23 1.504(4) . ?
C18 H18 0.9500 . ?
C18 C17 1.389(3) . ?
C17 C22 1.511(3) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C7 C12 1.400(3) . ?
C7 C8 1.404(3) . ?
C12 C11 1.396(3) . ?
C12 C15 1.509(3) . ?
C11 H11 0.9500 . ?
C11 C10 1.386(3) . ?
C10 C9 1.385(4) . ?
C10 C14 1.509(4) . ?
C9 H9 0.9500 . ?
C9 C8 1.389(4) . ?
C8 C13 1.510(3) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 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
P2 P1 H1P 96.9(11) . . ?
O1 P1 P2 117.72(8) . . ?
O1 P1 C1 113.74(11) . . ?
O1 P1 H1P 113.9(11) . . ?
C1 P1 P2 110.42(7) . . ?
C1 P1 H1P 101.9(11) . . ?
P1 P2 H2P 94.5(12) . . ?
C25 P2 P1 99.99(8) . . ?
C25 P2 H2P 96.2(12) . . ?
C26 C25 P2 118.83(19) . . ?
C26 C25 C30 119.3(2) . . ?
C30 C25 P2 121.43(19) . . ?
C25 C26 C31 124.3(2) . . ?
C27 C26 C25 119.8(3) . . ?
C27 C26 C31 115.9(2) . . ?
C26 C27 H27 119.7 . . ?
C28 C27 C26 120.5(3) . . ?
C28 C27 H27 119.7 . . ?
C27 C28 H28 119.9 . . ?
C29 C28 C27 120.2(3) . . ?
C29 C28 H28 119.9 . . ?
C28 C29 H29 119.3 . . ?
C28 C29 C30 121.3(3) . . ?
C30 C29 H29 119.3 . . ?
C25 C30 C40 124.6(2) . . ?
C29 C30 C25 118.8(3) . . ?
C29 C30 C40 116.5(2) . . ?
C36 C31 C26 121.5(2) . . ?
C36 C31 C32 119.7(2) . . ?
C32 C31 C26 118.4(2) . . ?
C31 C36 C39 120.2(3) . . ?
C35 C36 C31 119.5(2) . . ?
C35 C36 C39 120.2(3) . . ?
C36 C35 H35 119.1 . . ?
C34 C35 C36 121.7(3) . . ?
C34 C35 H35 119.1 . . ?
C35 C34 C38 121.8(3) . . ?
C33 C34 C35 117.9(2) . . ?
C33 C34 C38 120.3(3) . . ?
C34 C33 H33 119.0 . . ?
C34 C33 C32 122.1(2) . . ?
C32 C33 H33 119.0 . . ?
C31 C32 C37 121.7(2) . . ?
C33 C32 C31 119.1(2) . . ?
C33 C32 C37 119.2(2) . . ?
C36 C39 H39A 109.5 . . ?
C36 C39 H39B 109.5 . . ?
C36 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C34 C38 H38A 109.5 . . ?
C34 C38 H38B 109.5 . . ?
C34 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C32 C37 H37A 109.5 . . ?
C32 C37 H37B 109.5 . . ?
C32 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C41 C40 C30 119.7(3) . . ?
C41 C40 C45 118.7(3) . . ?
C45 C40 C30 121.3(3) . . ?
C40 C41 C46 120.9(3) . . ?
C42 C41 C40 120.9(4) . . ?
C42 C41 C46 118.2(3) . . ?
C41 C42 H42 118.4 . . ?
C43 C42 C41 123.2(4) . . ?
C43 C42 H42 118.4 . . ?
C42 C43 C44 118.8(4) . . ?
C42 C43 C47 123.9(5) . . ?
C44 C43 C47 117.3(5) . . ?
C43 C44 H44 118.9 . . ?
C43 C44 C45 122.3(3) . . ?
C45 C44 H44 118.9 . . ?
C40 C45 C44 116.1(4) . . ?
C40 C45 C48 120.2(4) . . ?
C44 C45 C48 123.8(4) . . ?
C41 C46 H46A 109.5 . . ?
C41 C46 H46B 109.5 . . ?
C41 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C43 C47 H47A 109.5 . . ?
C43 C47 H47B 109.5 . . ?
C43 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C45 C48 H48A 109.5 . . ?
C45 C48 H48B 109.5 . . ?
C45 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C6 C1 P1 116.07(15) . . ?
C2 C1 P1 123.91(16) . . ?
C2 C1 C6 119.70(19) . . ?
C1 C6 C16 122.21(19) . . ?
C5 C6 C1 119.5(2) . . ?
C5 C6 C16 118.3(2) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 C6 120.7(2) . . ?
C4 C5 H5 119.6 . . ?
C5 C4 H4 120.1 . . ?
C3 C4 C5 119.8(2) . . ?
C3 C4 H4 120.1 . . ?
C4 C3 H3 119.2 . . ?
C4 C3 C2 121.6(2) . . ?
C2 C3 H3 119.2 . . ?
C1 C2 C7 124.44(19) . . ?
C3 C2 C1 118.7(2) . . ?
C3 C2 C7 116.8(2) . . ?
C21 C16 C6 120.0(2) . . ?
C17 C16 C6 119.5(2) . . ?
C17 C16 C21 120.5(2) . . ?
C16 C21 C24 120.7(2) . . ?
C20 C21 C16 118.6(2) . . ?
C20 C21 C24 120.6(2) . . ?
C21 C20 H20 118.9 . . ?
C19 C20 C21 122.2(2) . . ?
C19 C20 H20 118.9 . . ?
C20 C19 C18 118.0(2) . . ?
C20 C19 C23 121.2(3) . . ?
C18 C19 C23 120.8(3) . . ?
C19 C18 H18 119.0 . . ?
C17 C18 C19 122.1(2) . . ?
C17 C18 H18 119.0 . . ?
C16 C17 C22 120.8(2) . . ?
C18 C17 C16 118.6(2) . . ?
C18 C17 C22 120.5(2) . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C19 C23 H23A 109.5 . . ?
C19 C23 H23B 109.5 . . ?
C19 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C17 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
C17 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C12 C7 C2 120.08(19) . . ?
C12 C7 C8 120.1(2) . . ?
C8 C7 C2 119.7(2) . . ?
C7 C12 C15 121.9(2) . . ?
C11 C12 C7 118.9(2) . . ?
C11 C12 C15 119.2(2) . . ?
C12 C11 H11 119.1 . . ?
C10 C11 C12 121.8(2) . . ?
C10 C11 H11 119.1 . . ?
C11 C10 C14 121.2(3) . . ?
C9 C10 C11 118.3(2) . . ?
C9 C10 C14 120.5(2) . . ?
C10 C9 H9 119.0 . . ?
C10 C9 C8 122.0(2) . . ?
C8 C9 H9 119.0 . . ?
C7 C8 C13 121.1(2) . . ?
C9 C8 C7 119.0(2) . . ?
C9 C8 C13 119.9(2) . . ?
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 . . ?
C10 C14 H14A 109.5 . . ?
C10 C14 H14B 109.5 . . ?
C10 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C8 C13 H13A 109.5 . . ?
C8 C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

_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_vc_aj_slnf
_database_code_depnum_ccdc_archive 'CCDC 1588458'
_audit_update_record             
;
2017-11-30 deposited with the CCDC.
2018-03-27 downloaded from the CCDC.
;
_audit_creation_date             2017-11-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C48 H51 O P2, C7 H13 N2'
_chemical_formula_sum            'C55 H64 N2 O P2'
_chemical_formula_weight         831.02
_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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   16.2280(18)
_cell_length_b                   16.3739(19)
_cell_length_c                   17.6769(19)
_cell_angle_alpha                90
_cell_angle_beta                 93.710(8)
_cell_angle_gamma                90
_cell_volume                     4687.2(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4995
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      23.63
_cell_measurement_theta_min      2.15
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.133
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6074
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0790 before and 0.0645 after correction.
The Ratio of minimum to maximum transmission is 0.8151.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.178
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1784
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1256
_diffrn_reflns_av_unetI/netI     0.0828
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            50415
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.422
_diffrn_reflns_theta_min         1.651
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5295
_reflns_number_total             8602
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.347
_refine_diff_density_min         -0.375
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     561
_refine_ls_number_reflns         8602
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1117
_refine_ls_R_factor_gt           0.0549
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0530P)²+3.7877P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1173
_refine_ls_wR_factor_ref         0.1454
_refine_special_details          ?
_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:
 C40(H40), C42(H42), C12(H12), C34(H34), C18(H18), C11(H11), C51(H51),
 C36(H36), C10(H10), C27(H27), C16(H16), C25(H25), C49(H49), C35(H35), C1(H1C)
2.b Idealised Me refined as rotating group:
 C46(H46A,H46B,H46C), C22(H22A,H22B,H22C), C29(H29A,H29B,H29C), C20(H20A,H20B,
 H20C), C44(H44A,H44B,H44C), C45(H45A,H45B,H45C), C31(H31A,H31B,H31C), C54(H54A,
 H54B,H54C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C6(H6A,H6B,H6C), C53(H53A,H53B,
 H53C), C55(H55A,H55B,H55C), C7(H7A,H7B,H7C), C21(H21A,H21B,H21C), C30(H30A,
 H30B,H30C)
;
_atom_sites_solution_hydrogens   mixed
_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 0.49759(5) 0.36279(5) 0.73854(4) 0.02152(19) Uani 1 1 d . . . . .
P2 P 0.53007(5) 0.30772(6) 0.84420(5) 0.0332(2) Uani 1 1 d . . . . .
O1 O 0.44164(13) 0.32121(15) 0.68032(13) 0.0401(6) Uani 1 1 d . . . . .
N1 N 0.33234(15) 0.23325(16) 0.49629(14) 0.0270(6) Uani 1 1 d . . . . .
N2 N 0.34167(15) 0.15281(16) 0.59260(14) 0.0279(6) Uani 1 1 d . . . . .
C40 C 0.36722(17) 0.54816(18) 0.80126(16) 0.0223(7) Uani 1 1 d . . . . .
H40 H 0.392596 0.599543 0.811847 0.027 Uiso 1 1 calc R . . . .
C39 C 0.38282(17) 0.48379(18) 0.85159(16) 0.0210(7) Uani 1 1 d . . . . .
C13 C 0.63993(17) 0.45599(18) 0.71636(16) 0.0205(7) Uani 1 1 d . . . . .
C33 C 0.36148(18) 0.33695(18) 0.88912(17) 0.0233(7) Uani 1 1 d . . . . .
C19 C 0.63442(17) 0.16200(18) 0.71863(17) 0.0236(7) Uani 1 1 d . . . . .
C24 C 0.61005(18) 0.57902(19) 0.79733(17) 0.0240(7) Uani 1 1 d . . . . .
C9 C 0.65194(17) 0.31142(18) 0.68740(15) 0.0215(7) Uani 1 1 d . . . . .
C41 C 0.31533(18) 0.53929(18) 0.73567(17) 0.0237(7) Uani 1 1 d . . . . .
C38 C 0.34690(17) 0.40703(18) 0.83542(16) 0.0214(7) Uani 1 1 d . . . . .
C8 C 0.60359(18) 0.37792(18) 0.70991(16) 0.0212(7) Uani 1 1 d . . . . .
C3 C 0.31226(18) 0.10615(19) 0.53100(17) 0.0258(7) Uani 1 1 d . . . . .
C23 C 0.59485(17) 0.53510(18) 0.72978(16) 0.0209(7) Uani 1 1 d . . . . .
C42 C 0.27825(18) 0.46389(18) 0.72222(17) 0.0244(7) Uani 1 1 d . . . . .
H42 H 0.241556 0.457269 0.678566 0.029 Uiso 1 1 calc R . . . .
C14 C 0.61806(17) 0.22775(18) 0.66904(16) 0.0217(7) Uani 1 1 d . . . . .
C50 C 0.65246(19) 0.06600(19) 0.98731(17) 0.0266(7) Uani 1 1 d . . . . .
C43 C 0.29294(18) 0.39781(18) 0.77037(17) 0.0236(7) Uani 1 1 d . . . . .
C12 C 0.72394(18) 0.46488(19) 0.70575(17) 0.0253(7) Uani 1 1 d . . . . .
H12 H 0.748641 0.517328 0.711187 0.030 Uiso 1 1 calc R . . . .
C48 C 0.51922(19) 0.09873(19) 0.92349(17) 0.0263(7) Uani 1 1 d . . . . .
C34 C 0.29806(18) 0.31715(19) 0.93562(17) 0.0265(7) Uani 1 1 d . . . . .
H34 H 0.247712 0.346800 0.930084 0.032 Uiso 1 1 calc R . . . .
C18 C 0.60411(18) 0.08459(19) 0.69839(18) 0.0267(7) Uani 1 1 d . . . . .
H18 H 0.613162 0.040567 0.732939 0.032 Uiso 1 1 calc R . . . .
C11 C 0.77195(18) 0.39881(19) 0.68749(17) 0.0269(7) Uani 1 1 d . . . . .
H11 H 0.829292 0.405757 0.681567 0.032 Uiso 1 1 calc R . . . .
C2 C 0.30647(18) 0.1568(2) 0.47012(17) 0.0269(7) Uani 1 1 d . . . . .
C32 C 0.43632(18) 0.29196(18) 0.89468(17) 0.0245(7) Uani 1 1 d . . . . .
C28 C 0.54411(18) 0.56967(19) 0.67086(17) 0.0249(7) Uani 1 1 d . . . . .
C51 C 0.65087(19) 0.14180(19) 1.02250(17) 0.0264(7) Uani 1 1 d . . . . .
H51 H 0.695988 0.156746 1.056621 0.032 Uiso 1 1 calc R . . . .
C47 C 0.51882(18) 0.17488(18) 0.96007(16) 0.0242(7) Uani 1 1 d . . . . .
C36 C 0.37905(19) 0.21254(19) 0.99637(17) 0.0276(7) Uani 1 1 d . . . . .
H36 H 0.385536 0.170841 1.033654 0.033 Uiso 1 1 calc R . . . .
C10 C 0.73611(18) 0.32279(19) 0.67791(16) 0.0249(7) Uani 1 1 d . . . . .
H10 H 0.768980 0.277609 0.664702 0.030 Uiso 1 1 calc R . . . .
C52 C 0.58575(19) 0.19698(19) 1.00987(17) 0.0260(7) Uani 1 1 d . . . . .
C27 C 0.51267(18) 0.64837(19) 0.67977(18) 0.0273(7) Uani 1 1 d . . . . .
H27 H 0.478659 0.671507 0.639562 0.033 Uiso 1 1 calc R . . . .
C37 C 0.44337(18) 0.22852(19) 0.95000(17) 0.0248(7) Uani 1 1 d . . . . .
C16 C 0.54881(19) 0.1356(2) 0.58010(18) 0.0296(7) Uani 1 1 d . . . . .
H16 H 0.520413 0.126529 0.532141 0.036 Uiso 1 1 calc R . . . .
C25 C 0.57736(18) 0.65755(19) 0.80377(18) 0.0261(7) Uani 1 1 d . . . . .
H25 H 0.588300 0.687027 0.849616 0.031 Uiso 1 1 calc R . . . .
C15 C 0.57662(18) 0.21431(19) 0.59855(17) 0.0249(7) Uani 1 1 d . . . . .
C26 C 0.52927(18) 0.69374(19) 0.74498(18) 0.0272(7) Uani 1 1 d . . . . .
C49 C 0.58568(19) 0.04578(19) 0.93790(17) 0.0279(7) Uani 1 1 d . . . . .
H49 H 0.585219 -0.005716 0.913129 0.033 Uiso 1 1 calc R . . . .
C17 C 0.56128(19) 0.07031(19) 0.62944(18) 0.0294(8) Uani 1 1 d . . . . .
C46 C 0.2532(2) 0.31680(19) 0.75207(19) 0.0320(8) Uani 1 1 d . . . . .
H46A H 0.294997 0.273617 0.756806 0.048 Uiso 1 1 calc GR . . . .
H46B H 0.228238 0.317768 0.700085 0.048 Uiso 1 1 calc GR . . . .
H46C H 0.210300 0.306131 0.787393 0.048 Uiso 1 1 calc GR . . . .
C35 C 0.30595(19) 0.25610(19) 0.98926(17) 0.0285(7) Uani 1 1 d . . . . .
H35 H 0.262143 0.244200 1.020665 0.034 Uiso 1 1 calc R . . . .
C22 C 0.68581(19) 0.17292(19) 0.79192(17) 0.0271(7) Uani 1 1 d . . . . .
H22A H 0.744498 0.169605 0.782221 0.041 Uiso 1 1 calc GR . . . .
H22B H 0.672284 0.129863 0.827574 0.041 Uiso 1 1 calc GR . . . .
H22C H 0.674113 0.226407 0.813678 0.041 Uiso 1 1 calc GR . . . .
C29 C 0.66140(19) 0.5443(2) 0.86337(17) 0.0289(7) Uani 1 1 d . . . . .
H29A H 0.644857 0.487685 0.871855 0.043 Uiso 1 1 calc GR . . . .
H29B H 0.653026 0.576762 0.908837 0.043 Uiso 1 1 calc GR . . . .
H29C H 0.719841 0.545937 0.852521 0.043 Uiso 1 1 calc GR . . . .
C20 C 0.5608(2) 0.2824(2) 0.54226(17) 0.0308(8) Uani 1 1 d . . . . .
H20A H 0.521710 0.321345 0.562014 0.046 Uiso 1 1 calc GR . . . .
H20B H 0.537532 0.259743 0.494179 0.046 Uiso 1 1 calc GR . . . .
H20C H 0.612833 0.310305 0.533920 0.046 Uiso 1 1 calc GR . . . .
C44 C 0.43952(19) 0.49639(19) 0.92129(17) 0.0279(7) Uani 1 1 d . . . . .
H44A H 0.462099 0.551897 0.921080 0.042 Uiso 1 1 calc GR . . . .
H44B H 0.484806 0.456779 0.921654 0.042 Uiso 1 1 calc GR . . . .
H44C H 0.408594 0.488727 0.966581 0.042 Uiso 1 1 calc GR . . . .
C1 C 0.35339(19) 0.2288(2) 0.57009(18) 0.0301(8) Uani 1 1 d . . . . .
H1C H 0.373428 0.272602 0.601335 0.036 Uiso 1 1 calc R . . . .
C45 C 0.3009(2) 0.60941(19) 0.68084(18) 0.0295(7) Uani 1 1 d . . . . .
H45A H 0.326360 0.659062 0.702723 0.044 Uiso 1 1 calc GR . . . .
H45B H 0.241418 0.618152 0.671130 0.044 Uiso 1 1 calc GR . . . .
H45C H 0.325578 0.596510 0.633118 0.044 Uiso 1 1 calc GR . . . .
C31 C 0.5237(2) 0.5238(2) 0.59808(17) 0.0313(8) Uani 1 1 d . . . . .
H31A H 0.574323 0.500516 0.579738 0.047 Uiso 1 1 calc GR . . . .
H31B H 0.498791 0.561326 0.559914 0.047 Uiso 1 1 calc GR . . . .
H31C H 0.484663 0.479790 0.607287 0.047 Uiso 1 1 calc GR . . . .
C54 C 0.7247(2) 0.0087(2) 1.00066(19) 0.0333(8) Uani 1 1 d . . . . .
H54A H 0.754850 0.004972 0.954513 0.050 Uiso 1 1 calc GR . . . .
H54B H 0.704535 -0.045574 1.013808 0.050 Uiso 1 1 calc GR . . . .
H54C H 0.761627 0.029440 1.042345 0.050 Uiso 1 1 calc GR . . . .
C4 C 0.3372(2) 0.3075(2) 0.45076(19) 0.0349(8) Uani 1 1 d . . . . .
H4A H 0.372765 0.297657 0.408969 0.052 Uiso 1 1 calc GR . . . .
H4B H 0.360284 0.351960 0.482627 0.052 Uiso 1 1 calc GR . . . .
H4C H 0.281751 0.322620 0.430197 0.052 Uiso 1 1 calc GR . . . .
C5 C 0.2782(2) 0.1422(2) 0.38963(18) 0.0340(8) Uani 1 1 d . . . . .
H5A H 0.219705 0.156870 0.381731 0.051 Uiso 1 1 calc GR . . . .
H5B H 0.285318 0.084328 0.377383 0.051 Uiso 1 1 calc GR . . . .
H5C H 0.310812 0.175665 0.356700 0.051 Uiso 1 1 calc GR . . . .
C6 C 0.2921(2) 0.0178(2) 0.53744(19) 0.0336(8) Uani 1 1 d . . . . .
H6A H 0.342850 -0.013090 0.550061 0.050 Uiso 1 1 calc GR . . . .
H6B H 0.266453 -0.001723 0.489070 0.050 Uiso 1 1 calc GR . . . .
H6C H 0.253712 0.010101 0.577419 0.050 Uiso 1 1 calc GR . . . .
C53 C 0.4495(2) 0.0744(2) 0.86738(19) 0.0357(8) Uani 1 1 d . . . . .
H53A H 0.398560 0.068516 0.893734 0.054 Uiso 1 1 calc GR . . . .
H53B H 0.462856 0.022357 0.843715 0.054 Uiso 1 1 calc GR . . . .
H53C H 0.441899 0.116626 0.828237 0.054 Uiso 1 1 calc GR . . . .
C55 C 0.5894(2) 0.27917(19) 1.04750(19) 0.0334(8) Uani 1 1 d . . . . .
H55A H 0.639204 0.282602 1.081818 0.050 Uiso 1 1 calc GR . . . .
H55B H 0.540468 0.286665 1.076434 0.050 Uiso 1 1 calc GR . . . .
H55C H 0.590996 0.321916 1.008815 0.050 Uiso 1 1 calc GR . . . .
C7 C 0.3601(2) 0.1244(2) 0.67039(18) 0.0351(8) Uani 1 1 d . . . . .
H7A H 0.308551 0.109539 0.692945 0.053 Uiso 1 1 calc GR . . . .
H7B H 0.387653 0.168052 0.700313 0.053 Uiso 1 1 calc GR . . . .
H7C H 0.396351 0.076564 0.669992 0.053 Uiso 1 1 calc GR . . . .
C21 C 0.5296(2) -0.0144(2) 0.6091(2) 0.0408(9) Uani 1 1 d . . . . .
H21A H 0.570063 -0.042860 0.579758 0.061 Uiso 1 1 calc GR . . . .
H21B H 0.477109 -0.010040 0.578743 0.061 Uiso 1 1 calc GR . . . .
H21C H 0.521287 -0.045057 0.655570 0.061 Uiso 1 1 calc GR . . . .
C30 C 0.4961(2) 0.7797(2) 0.7527(2) 0.0412(9) Uani 1 1 d . . . . .
H30A H 0.541658 0.818864 0.751887 0.062 Uiso 1 1 calc GR . . . .
H30B H 0.469514 0.784621 0.800724 0.062 Uiso 1 1 calc GR . . . .
H30C H 0.455589 0.791111 0.710469 0.062 Uiso 1 1 calc GR . . . .
H1P H 0.4743(15) 0.4394(16) 0.7453(14) 0.014(7) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 P2 2.1099(12) . ?
P1 O1 1.492(2) . ?
P1 C8 1.841(3) . ?
P1 H1P 1.32(3) . ?
P2 C32 1.831(3) . ?
N1 C2 1.391(4) . ?
N1 C1 1.329(4) . ?
N1 C4 1.463(4) . ?
N2 C3 1.389(4) . ?
N2 C1 1.323(4) . ?
N2 C7 1.464(4) . ?
C40 H40 0.9500 . ?
C40 C39 1.392(4) . ?
C40 C41 1.396(4) . ?
C39 C38 1.407(4) . ?
C39 C44 1.503(4) . ?
C13 C8 1.409(4) . ?
C13 C23 1.514(4) . ?
C13 C12 1.396(4) . ?
C33 C38 1.498(4) . ?
C33 C34 1.396(4) . ?
C33 C32 1.418(4) . ?
C19 C14 1.403(4) . ?
C19 C18 1.398(4) . ?
C19 C22 1.505(4) . ?
C24 C23 1.402(4) . ?
C24 C25 1.398(4) . ?
C24 C29 1.501(4) . ?
C9 C8 1.414(4) . ?
C9 C14 1.504(4) . ?
C9 C10 1.399(4) . ?
C41 C42 1.387(4) . ?
C41 C45 1.511(4) . ?
C38 C43 1.408(4) . ?
C3 C2 1.357(4) . ?
C3 C6 1.489(4) . ?
C23 C28 1.404(4) . ?
C42 H42 0.9500 . ?
C42 C43 1.388(4) . ?
C14 C15 1.395(4) . ?
C50 C51 1.389(4) . ?
C50 C49 1.387(4) . ?
C50 C54 1.508(4) . ?
C43 C46 1.501(4) . ?
C12 H12 0.9500 . ?
C12 C11 1.383(4) . ?
C48 C47 1.405(4) . ?
C48 C49 1.394(4) . ?
C48 C53 1.509(4) . ?
C34 H34 0.9500 . ?
C34 C35 1.378(4) . ?
C18 H18 0.9500 . ?
C18 C17 1.383(4) . ?
C11 H11 0.9500 . ?
C11 C10 1.380(4) . ?
C2 C5 1.486(4) . ?
C32 C37 1.426(4) . ?
C28 C27 1.399(4) . ?
C28 C31 1.508(4) . ?
C51 H51 0.9500 . ?
C51 C52 1.397(4) . ?
C47 C52 1.401(4) . ?
C47 C37 1.508(4) . ?
C36 H36 0.9500 . ?
C36 C37 1.393(4) . ?
C36 C35 1.383(4) . ?
C10 H10 0.9500 . ?
C52 C55 1.501(4) . ?
C27 H27 0.9500 . ?
C27 C26 1.383(4) . ?
C16 H16 0.9500 . ?
C16 C15 1.397(4) . ?
C16 C17 1.386(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.391(4) . ?
C15 C20 1.505(4) . ?
C26 C30 1.516(4) . ?
C49 H49 0.9500 . ?
C17 C21 1.514(4) . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C35 H35 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C1 H1C 0.9500 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C55 H55A 0.9800 . ?
C55 H55B 0.9800 . ?
C55 H55C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 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
P2 P1 H1P 112.5(11) . . ?
O1 P1 P2 121.44(11) . . ?
O1 P1 C8 114.17(13) . . ?
O1 P1 H1P 109.4(11) . . ?
C8 P1 P2 96.69(10) . . ?
C8 P1 H1P 100.1(11) . . ?
C32 P2 P1 108.89(10) . . ?
C2 N1 C4 126.3(3) . . ?
C1 N1 C2 109.3(3) . . ?
C1 N1 C4 124.5(3) . . ?
C3 N2 C7 126.9(3) . . ?
C1 N2 C3 109.3(3) . . ?
C1 N2 C7 123.8(3) . . ?
C39 C40 H40 119.1 . . ?
C39 C40 C41 121.8(3) . . ?
C41 C40 H40 119.1 . . ?
C40 C39 C38 119.4(3) . . ?
C40 C39 C44 119.7(3) . . ?
C38 C39 C44 120.8(3) . . ?
C8 C13 C23 125.8(2) . . ?
C12 C13 C8 119.4(3) . . ?
C12 C13 C23 114.7(3) . . ?
C34 C33 C38 117.3(3) . . ?
C34 C33 C32 119.9(3) . . ?
C32 C33 C38 122.7(3) . . ?
C14 C19 C22 121.2(3) . . ?
C18 C19 C14 119.1(3) . . ?
C18 C19 C22 119.6(3) . . ?
C23 C24 C29 121.8(3) . . ?
C25 C24 C23 119.6(3) . . ?
C25 C24 C29 118.6(3) . . ?
C8 C9 C14 124.1(3) . . ?
C10 C9 C8 119.7(3) . . ?
C10 C9 C14 116.2(3) . . ?
C40 C41 C45 120.9(3) . . ?
C42 C41 C40 117.8(3) . . ?
C42 C41 C45 121.3(3) . . ?
C39 C38 C33 120.6(3) . . ?
C39 C38 C43 119.3(3) . . ?
C43 C38 C33 120.0(3) . . ?
C13 C8 P1 119.6(2) . . ?
C13 C8 C9 119.0(3) . . ?
C9 C8 P1 121.3(2) . . ?
N2 C3 C6 122.7(3) . . ?
C2 C3 N2 106.8(3) . . ?
C2 C3 C6 130.5(3) . . ?
C24 C23 C13 120.8(3) . . ?
C24 C23 C28 119.2(3) . . ?
C28 C23 C13 119.7(3) . . ?
C41 C42 H42 118.9 . . ?
C41 C42 C43 122.2(3) . . ?
C43 C42 H42 118.9 . . ?
C19 C14 C9 120.8(3) . . ?
C15 C14 C19 119.9(3) . . ?
C15 C14 C9 119.0(3) . . ?
C51 C50 C54 121.5(3) . . ?
C49 C50 C51 117.3(3) . . ?
C49 C50 C54 121.2(3) . . ?
C38 C43 C46 120.4(3) . . ?
C42 C43 C38 119.4(3) . . ?
C42 C43 C46 120.2(3) . . ?
C13 C12 H12 119.4 . . ?
C11 C12 C13 121.3(3) . . ?
C11 C12 H12 119.4 . . ?
C47 C48 C53 120.7(3) . . ?
C49 C48 C47 119.6(3) . . ?
C49 C48 C53 119.6(3) . . ?
C33 C34 H34 118.9 . . ?
C35 C34 C33 122.3(3) . . ?
C35 C34 H34 118.9 . . ?
C19 C18 H18 119.1 . . ?
C17 C18 C19 121.8(3) . . ?
C17 C18 H18 119.1 . . ?
C12 C11 H11 120.2 . . ?
C10 C11 C12 119.7(3) . . ?
C10 C11 H11 120.2 . . ?
N1 C2 C5 122.1(3) . . ?
C3 C2 N1 106.4(3) . . ?
C3 C2 C5 131.5(3) . . ?
C33 C32 P2 128.9(2) . . ?
C33 C32 C37 117.1(3) . . ?
C37 C32 P2 113.9(2) . . ?
C23 C28 C31 121.2(3) . . ?
C27 C28 C23 119.2(3) . . ?
C27 C28 C31 119.6(3) . . ?
C50 C51 H51 118.6 . . ?
C50 C51 C52 122.8(3) . . ?
C52 C51 H51 118.6 . . ?
C48 C47 C37 119.4(3) . . ?
C52 C47 C48 119.5(3) . . ?
C52 C47 C37 121.0(3) . . ?
C37 C36 H36 119.3 . . ?
C35 C36 H36 119.3 . . ?
C35 C36 C37 121.4(3) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 C9 120.8(3) . . ?
C11 C10 H10 119.6 . . ?
C51 C52 C47 118.8(3) . . ?
C51 C52 C55 120.1(3) . . ?
C47 C52 C55 121.1(3) . . ?
C28 C27 H27 118.8 . . ?
C26 C27 C28 122.4(3) . . ?
C26 C27 H27 118.8 . . ?
C32 C37 C47 122.3(3) . . ?
C36 C37 C32 120.7(3) . . ?
C36 C37 C47 117.1(3) . . ?
C15 C16 H16 118.9 . . ?
C17 C16 H16 118.9 . . ?
C17 C16 C15 122.2(3) . . ?
C24 C25 H25 119.1 . . ?
C26 C25 C24 121.9(3) . . ?
C26 C25 H25 119.1 . . ?
C14 C15 C16 118.9(3) . . ?
C14 C15 C20 121.7(3) . . ?
C16 C15 C20 119.3(3) . . ?
C27 C26 C25 117.6(3) . . ?
C27 C26 C30 121.5(3) . . ?
C25 C26 C30 120.9(3) . . ?
C50 C49 C48 122.0(3) . . ?
C50 C49 H49 119.0 . . ?
C48 C49 H49 119.0 . . ?
C18 C17 C16 117.9(3) . . ?
C18 C17 C21 120.5(3) . . ?
C16 C17 C21 121.6(3) . . ?
C43 C46 H46A 109.5 . . ?
C43 C46 H46B 109.5 . . ?
C43 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C34 C35 C36 118.5(3) . . ?
C34 C35 H35 120.7 . . ?
C36 C35 H35 120.7 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
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 . . ?
C15 C20 H20A 109.5 . . ?
C15 C20 H20B 109.5 . . ?
C15 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C39 C44 H44A 109.5 . . ?
C39 C44 H44B 109.5 . . ?
C39 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
N1 C1 H1C 125.8 . . ?
N2 C1 N1 108.3(3) . . ?
N2 C1 H1C 125.8 . . ?
C41 C45 H45A 109.5 . . ?
C41 C45 H45B 109.5 . . ?
C41 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C50 C54 H54A 109.5 . . ?
C50 C54 H54B 109.5 . . ?
C50 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
C2 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C48 C53 H53A 109.5 . . ?
C48 C53 H53B 109.5 . . ?
C48 C53 H53C 109.5 . . ?
H53A C53 H53B 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C52 C55 H55A 109.5 . . ?
C52 C55 H55B 109.5 . . ?
C52 C55 H55C 109.5 . . ?
H55A C55 H55B 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C17 C21 H21A 109.5 . . ?
C17 C21 H21B 109.5 . . ?
C17 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C26 C30 H30A 109.5 . . ?
C26 C30 H30B 109.5 . . ?
C26 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C1 H1C O1 0.95 1.90 2.789(4) 154.8 . yes

_olex2_submission_special_instructions 'No special instructions were received'
