# Electronic Supplementary Material (ESI) for Polymer Chemistry.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_200622f
_database_code_depnum_ccdc_archive 'CCDC 2011850'
loop_
_audit_author_name
_audit_author_address
'Xiaowu Wang'
;Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2020-06-24 deposited with the CCDC.	2021-06-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C51 H84 Al N2 O4 P'
_chemical_formula_weight         847.15

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'
Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pna2(1)

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

_cell_length_a                   23.690(2)
_cell_length_b                   12.7455(11)
_cell_length_c                   23.188(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     7001.3(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4078
_cell_measurement_theta_min      2.424
_cell_measurement_theta_max      25.625

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.44
_exptl_crystal_density_meas      \"i1/4\"Y
_exptl_crystal_density_diffrn    0.804
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1856
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9614
_exptl_absorpt_correction_T_max  0.9645
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            34691
_diffrn_reflns_av_R_equivalents  0.0976
_diffrn_reflns_av_sigmaI/netI    0.1263
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.82
_diffrn_reflns_theta_max         25.02
_reflns_number_total             10906
_reflns_number_gt                4018
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0069P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.20(10)
_refine_ls_number_reflns         10906
_refine_ls_number_parameters     532
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1243
_refine_ls_R_factor_gt           0.0583
_refine_ls_wR_factor_ref         0.0942
_refine_ls_wR_factor_gt          0.0889
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Al1 Al 0.36074(6) 0.73795(10) 0.55204(7) 0.0710(4) Uani 1 1 d . . .
P1 P 0.17676(6) 0.68678(11) 0.34744(6) 0.0837(4) Uani 1 1 d . . .
N1 N 0.12897(15) 0.7171(3) 0.38993(17) 0.0889(13) Uani 1 1 d . . .
N2 N 0.0926(2) 0.8799(3) 0.53740(18) 0.0843(12) Uani 1 1 d . . .
O1 O 0.32060(12) 0.6594(2) 0.50576(13) 0.0799(10) Uani 1 1 d . . .
O2 O 0.33492(15) 0.7126(3) 0.41311(13) 0.0903(10) Uani 1 1 d . . .
O3 O 0.31048(12) 0.8012(2) 0.59343(12) 0.0674(8) Uani 1 1 d . . .
O4 O 0.40206(11) 0.6559(2) 0.59534(13) 0.0717(9) Uani 1 1 d . . .
C1 C 0.3033(2) 0.6604(4) 0.4534(2) 0.0722(14) Uani 1 1 d . . .
C2 C 0.2558(2) 0.6184(4) 0.4342(2) 0.0711(14) Uani 1 1 d . . .
C3 C 0.23841(18) 0.6148(4) 0.37172(18) 0.0907(15) Uani 1 1 d . . .
H3A H 0.2325 0.5417 0.3618 0.109 Uiso 1 1 calc R . .
H3B H 0.2703 0.6391 0.3491 0.109 Uiso 1 1 calc R . .
C4 C 0.0535(2) 0.8477(4) 0.5006(3) 0.0973(18) Uani 1 1 d . . .
H4 H 0.0159 0.8630 0.5086 0.117 Uiso 1 1 calc R . .
C5 C 0.0648(2) 0.7967(5) 0.4547(2) 0.0993(18) Uani 1 1 d . . .
H5 H 0.0352 0.7790 0.4302 0.119 Uiso 1 1 calc R . .
C6 C 0.1202(2) 0.7658(4) 0.4392(2) 0.0734(14) Uani 1 1 d . . .
C7 C 0.1594(2) 0.7977(4) 0.4813(2) 0.0814(15) Uani 1 1 d . . .
H7 H 0.1973 0.7817 0.4755 0.098 Uiso 1 1 calc R . .
C8 C 0.1454(2) 0.8488(4) 0.5284(2) 0.0881(16) Uani 1 1 d . . .
H8 H 0.1729 0.8635 0.5558 0.106 Uiso 1 1 calc R . .
C9 C 0.08059(18) 0.9477(5) 0.5859(2) 0.0996(17) Uani 1 1 d . . .
H9A H 0.0421 0.9353 0.5985 0.120 Uiso 1 1 calc R . .
H9B H 0.1055 0.9292 0.6175 0.120 Uiso 1 1 calc R . .
C10 C 0.0872(2) 1.0580(5) 0.5733(2) 0.142(2) Uani 1 1 d . . .
H10A H 0.1261 1.0725 0.5648 0.213 Uiso 1 1 calc R . .
H10B H 0.0757 1.0986 0.6062 0.213 Uiso 1 1 calc R . .
H10C H 0.0643 1.0763 0.5407 0.213 Uiso 1 1 calc R . .
C11 C 0.2028(3) 0.8094(5) 0.3131(3) 0.1034(18) Uani 1 1 d . . .
C12 C 0.1547(2) 0.8753(4) 0.2933(2) 0.151(2) Uani 1 1 d . . .
H12A H 0.1270 0.8797 0.3233 0.227 Uiso 1 1 calc R . .
H12B H 0.1381 0.8444 0.2596 0.227 Uiso 1 1 calc R . .
H12C H 0.1682 0.9444 0.2841 0.227 Uiso 1 1 calc R . .
C13 C 0.2357(2) 0.8693(4) 0.3557(2) 0.1199(19) Uani 1 1 d . . .
H13A H 0.2425 0.9387 0.3412 0.180 Uiso 1 1 calc R . .
H13B H 0.2711 0.8347 0.3624 0.180 Uiso 1 1 calc R . .
H13C H 0.2150 0.8735 0.3912 0.180 Uiso 1 1 calc R . .
C14 C 0.2394(3) 0.7856(4) 0.2572(3) 0.165(3) Uani 1 1 d . . .
H14A H 0.2614 0.8464 0.2475 0.247 Uiso 1 1 calc R . .
H14B H 0.2149 0.7684 0.2257 0.247 Uiso 1 1 calc R . .
H14C H 0.2642 0.7276 0.2647 0.247 Uiso 1 1 calc R . .
C15 C 0.1407(2) 0.5960(5) 0.2980(2) 0.0980(18) Uani 1 1 d . . .
C16 C 0.1178(2) 0.5110(5) 0.3363(2) 0.158(3) Uani 1 1 d . . .
H16A H 0.0804 0.5295 0.3486 0.237 Uiso 1 1 calc R . .
H16B H 0.1418 0.5032 0.3693 0.237 Uiso 1 1 calc R . .
H16C H 0.1165 0.4461 0.3153 0.237 Uiso 1 1 calc R . .
C17 C 0.0916(2) 0.6402(4) 0.2678(2) 0.157(3) Uani 1 1 d . . .
H17A H 0.0710 0.5847 0.2493 0.236 Uiso 1 1 calc R . .
H17B H 0.1042 0.6896 0.2394 0.236 Uiso 1 1 calc R . .
H17C H 0.0676 0.6749 0.2951 0.236 Uiso 1 1 calc R . .
C18 C 0.1807(2) 0.5456(5) 0.2540(2) 0.159(3) Uani 1 1 d . . .
H18A H 0.1591 0.5071 0.2261 0.238 Uiso 1 1 calc R . .
H18B H 0.2060 0.4988 0.2735 0.238 Uiso 1 1 calc R . .
H18C H 0.2020 0.5994 0.2349 0.238 Uiso 1 1 calc R . .
C19 C 0.3832(2) 0.6532(4) 0.3951(2) 0.131(2) Uani 1 1 d . . .
H19A H 0.4128 0.6608 0.4230 0.196 Uiso 1 1 calc R . .
H19B H 0.3960 0.6784 0.3584 0.196 Uiso 1 1 calc R . .
H19C H 0.3731 0.5805 0.3919 0.196 Uiso 1 1 calc R . .
C20 C 0.2189(2) 0.5522(3) 0.4739(2) 0.1055(17) Uani 1 1 d . . .
H20A H 0.2329 0.5568 0.5127 0.158 Uiso 1 1 calc R . .
H20B H 0.2198 0.4804 0.4614 0.158 Uiso 1 1 calc R . .
H20C H 0.1808 0.5777 0.4726 0.158 Uiso 1 1 calc R . .
C21 C 0.42863(19) 0.5977(5) 0.6337(2) 0.0671(14) Uani 1 1 d . . .
C22 C 0.4267(2) 0.4924(5) 0.6271(2) 0.0757(15) Uani 1 1 d . . .
C23 C 0.4534(2) 0.4323(4) 0.6723(3) 0.0933(18) Uani 1 1 d . . .
H23 H 0.4509 0.3597 0.6695 0.112 Uiso 1 1 calc R . .
C24 C 0.4806(2) 0.4695(6) 0.7166(3) 0.0875(17) Uani 1 1 d . . .
C25 C 0.48352(19) 0.5773(6) 0.7187(2) 0.0873(16) Uani 1 1 d . . .
H25 H 0.5028 0.6076 0.7494 0.105 Uiso 1 1 calc R . .
C26 C 0.4589(2) 0.6459(5) 0.6768(2) 0.0807(15) Uani 1 1 d . . .
C27 C 0.5066(2) 0.4057(4) 0.7656(2) 0.133(2) Uani 1 1 d . . .
H27A H 0.4836 0.4122 0.7995 0.200 Uiso 1 1 calc R . .
H27B H 0.5438 0.4315 0.7736 0.200 Uiso 1 1 calc R . .
H27C H 0.5087 0.3332 0.7544 0.200 Uiso 1 1 calc R . .
C28 C 0.3984(2) 0.4301(4) 0.5821(2) 0.0838(15) Uani 1 1 d . . .
C29 C 0.4125(2) 0.3101(4) 0.5784(2) 0.139(2) Uani 1 1 d . . .
H29A H 0.4523 0.3011 0.5726 0.209 Uiso 1 1 calc R . .
H29B H 0.3923 0.2793 0.5468 0.209 Uiso 1 1 calc R . .
H29C H 0.4016 0.2765 0.6137 0.209 Uiso 1 1 calc R . .
C30 C 0.33524(19) 0.4441(3) 0.58362(19) 0.1046(17) Uani 1 1 d . . .
H30A H 0.3178 0.3799 0.5958 0.157 Uiso 1 1 calc R . .
H30B H 0.3219 0.4624 0.5458 0.157 Uiso 1 1 calc R . .
H30C H 0.3258 0.4991 0.6102 0.157 Uiso 1 1 calc R . .
C31 C 0.4211(2) 0.4691(3) 0.5261(2) 0.1014(18) Uani 1 1 d . . .
H31A H 0.4215 0.5445 0.5263 0.152 Uiso 1 1 calc R . .
H31B H 0.3976 0.4447 0.4952 0.152 Uiso 1 1 calc R . .
H31C H 0.4588 0.4435 0.5208 0.152 Uiso 1 1 calc R . .
C32 C 0.4720(2) 0.7610(5) 0.6825(3) 0.0925(17) Uani 1 1 d . . .
C33 C 0.4171(3) 0.8180(4) 0.6930(2) 0.127(2) Uani 1 1 d . . .
H33A H 0.3938 0.8130 0.6593 0.191 Uiso 1 1 calc R . .
H33B H 0.4248 0.8905 0.7012 0.191 Uiso 1 1 calc R . .
H33C H 0.3980 0.7868 0.7252 0.191 Uiso 1 1 calc R . .
C34 C 0.5024(2) 0.7998(4) 0.6284(3) 0.133(2) Uani 1 1 d . . .
H34A H 0.5409 0.7763 0.6290 0.200 Uiso 1 1 calc R . .
H34B H 0.5015 0.8751 0.6274 0.200 Uiso 1 1 calc R . .
H34C H 0.4838 0.7724 0.5948 0.200 Uiso 1 1 calc R . .
C35 C 0.5119(2) 0.7902(4) 0.7313(2) 0.142(2) Uani 1 1 d . . .
H35A H 0.4982 0.7610 0.7668 0.213 Uiso 1 1 calc R . .
H35B H 0.5139 0.8652 0.7347 0.213 Uiso 1 1 calc R . .
H35C H 0.5489 0.7629 0.7233 0.213 Uiso 1 1 calc R . .
C36 C 0.2711(2) 0.8521(5) 0.6230(2) 0.0715(14) Uani 1 1 d . . .
C37 C 0.2627(2) 0.9624(5) 0.61428(18) 0.0679(14) Uani 1 1 d . . .
C38 C 0.2241(2) 1.0135(4) 0.6476(2) 0.0801(15) Uani 1 1 d . . .
H38 H 0.2190 1.0851 0.6416 0.096 Uiso 1 1 calc R . .
C39 C 0.1936(2) 0.9677(6) 0.6877(3) 0.0967(19) Uani 1 1 d . . .
C40 C 0.2008(2) 0.8612(5) 0.6978(2) 0.0835(16) Uani 1 1 d . . .
H40 H 0.1807 0.8285 0.7273 0.100 Uiso 1 1 calc R . .
C41 C 0.2376(2) 0.8038(5) 0.6643(2) 0.0695(13) Uani 1 1 d . . .
C42 C 0.1516(2) 1.0291(4) 0.7256(2) 0.1145(18) Uani 1 1 d . . .
H42A H 0.1646 1.0999 0.7302 0.172 Uiso 1 1 calc R . .
H42B H 0.1489 0.9961 0.7627 0.172 Uiso 1 1 calc R . .
H42C H 0.1152 1.0294 0.7075 0.172 Uiso 1 1 calc R . .
C43 C 0.2950(2) 1.0211(4) 0.5688(2) 0.0789(14) Uani 1 1 d . . .
C44 C 0.28657(19) 0.9775(4) 0.5076(2) 0.1005(17) Uani 1 1 d . . .
H44A H 0.2950 0.9038 0.5074 0.151 Uiso 1 1 calc R . .
H44B H 0.3113 1.0133 0.4814 0.151 Uiso 1 1 calc R . .
H44C H 0.2481 0.9881 0.4960 0.151 Uiso 1 1 calc R . .
C45 C 0.2750(2) 1.1343(4) 0.5615(2) 0.1262(18) Uani 1 1 d . . .
H45A H 0.2353 1.1349 0.5532 0.189 Uiso 1 1 calc R . .
H45B H 0.2952 1.1666 0.5303 0.189 Uiso 1 1 calc R . .
H45C H 0.2820 1.1726 0.5965 0.189 Uiso 1 1 calc R . .
C46 C 0.35840(18) 1.0253(3) 0.58392(17) 0.0935(15) Uani 1 1 d . . .
H46A H 0.3650 1.0809 0.6110 0.140 Uiso 1 1 calc R . .
H46B H 0.3799 1.0378 0.5495 0.140 Uiso 1 1 calc R . .
H46C H 0.3697 0.9596 0.6007 0.140 Uiso 1 1 calc R . .
C47 C 0.2384(2) 0.6893(5) 0.6752(2) 0.0968(17) Uani 1 1 d . . .
C48 C 0.22235(19) 0.6325(4) 0.6183(2) 0.1205(19) Uani 1 1 d . . .
H48A H 0.1847 0.6521 0.6073 0.181 Uiso 1 1 calc R . .
H48B H 0.2241 0.5580 0.6241 0.181 Uiso 1 1 calc R . .
H48C H 0.2483 0.6523 0.5884 0.181 Uiso 1 1 calc R . .
C49 C 0.1955(2) 0.6487(4) 0.7197(2) 0.150(2) Uani 1 1 d . . .
H49A H 0.2075 0.6682 0.7578 0.225 Uiso 1 1 calc R . .
H49B H 0.1930 0.5737 0.7171 0.225 Uiso 1 1 calc R . .
H49C H 0.1591 0.6790 0.7120 0.225 Uiso 1 1 calc R . .
C50 C 0.2957(2) 0.6475(4) 0.6963(2) 0.1129(18) Uani 1 1 d . . .
H50A H 0.3238 0.6598 0.6672 0.169 Uiso 1 1 calc R . .
H50B H 0.2928 0.5735 0.7035 0.169 Uiso 1 1 calc R . .
H50C H 0.3062 0.6830 0.7311 0.169 Uiso 1 1 calc R . .
C51 C 0.41241(18) 0.8232(3) 0.50547(18) 0.0938(16) Uani 1 1 d . . .
H51A H 0.3916 0.8578 0.4755 0.141 Uiso 1 1 calc R . .
H51B H 0.4407 0.7788 0.4886 0.141 Uiso 1 1 calc R . .
H51C H 0.4302 0.8747 0.5296 0.141 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Al1 O3 1.729(3) . ?
Al1 O1 1.748(3) . ?
Al1 O4 1.749(3) . ?
Al1 C51 1.961(4) . ?
P1 N1 1.550(4) . ?
P1 C3 1.814(4) . ?
P1 C15 1.840(5) . ?
P1 C11 1.860(6) . ?
N1 C6 1.316(5) . ?
N2 C4 1.324(5) . ?
N2 C8 1.329(5) . ?
N2 C9 1.446(5) . ?
O1 C1 1.282(5) . ?
O2 C1 1.369(5) . ?
O2 C19 1.434(5) . ?
O3 C36 1.327(5) . ?
O4 C21 1.318(5) . ?
C1 C2 1.323(6) . ?
C2 C3 1.506(5) . ?
C2 C20 1.525(6) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.275(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.417(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.408(5) . ?
C7 C8 1.314(5) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 C10 1.445(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C13 1.472(6) . ?
C11 C12 1.487(6) . ?
C11 C14 1.589(6) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C17 1.469(6) . ?
C15 C16 1.502(7) . ?
C15 C18 1.533(6) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.352(5) . ?
C21 C26 1.375(6) . ?
C22 C23 1.444(6) . ?
C22 C28 1.474(6) . ?
C23 C24 1.300(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.377(6) . ?
C24 C27 1.527(6) . ?
C25 C26 1.431(6) . ?
C25 H25 0.9300 . ?
C26 C32 1.506(6) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 C31 1.489(5) . ?
C28 C30 1.508(5) . ?
C28 C29 1.567(5) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 C33 1.509(6) . ?
C32 C35 1.521(6) . ?
C32 C34 1.528(6) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 C41 1.387(6) . ?
C36 C37 1.435(5) . ?
C37 C38 1.363(5) . ?
C37 C43 1.503(5) . ?
C38 C39 1.313(6) . ?
C38 H38 0.9300 . ?
C39 C40 1.389(6) . ?
C39 C42 1.540(6) . ?
C40 C41 1.378(5) . ?
C40 H40 0.9300 . ?
C41 C47 1.481(6) . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C43 C45 1.528(5) . ?
C43 C44 1.536(5) . ?
C43 C46 1.542(5) . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
C45 H45A 0.9600 . ?
C45 H45B 0.9600 . ?
C45 H45C 0.9600 . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
C47 C50 1.536(6) . ?
C47 C49 1.539(6) . ?
C47 C48 1.553(6) . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
C49 H49A 0.9600 . ?
C49 H49B 0.9600 . ?
C49 H49C 0.9600 . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?
C51 H51A 0.9600 . ?
C51 H51B 0.9600 . ?
C51 H51C 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
O3 Al1 O1 103.47(15) . . ?
O3 Al1 O4 110.21(15) . . ?
O1 Al1 O4 108.34(15) . . ?
O3 Al1 C51 118.52(16) . . ?
O1 Al1 C51 108.57(18) . . ?
O4 Al1 C51 107.34(16) . . ?
N1 P1 C3 121.1(2) . . ?
N1 P1 C15 102.4(2) . . ?
C3 P1 C15 104.4(2) . . ?
N1 P1 C11 107.8(2) . . ?
C3 P1 C11 106.9(2) . . ?
C15 P1 C11 114.5(3) . . ?
C6 N1 P1 141.6(4) . . ?
C4 N2 C8 117.6(4) . . ?
C4 N2 C9 123.3(5) . . ?
C8 N2 C9 119.1(5) . . ?
C1 O1 Al1 138.6(3) . . ?
C1 O2 C19 112.2(4) . . ?
C36 O3 Al1 177.3(3) . . ?
C21 O4 Al1 172.3(3) . . ?
O1 C1 C2 125.9(5) . . ?
O1 C1 O2 118.4(5) . . ?
C2 C1 O2 115.6(5) . . ?
C1 C2 C3 124.6(5) . . ?
C1 C2 C20 120.5(5) . . ?
C3 C2 C20 114.1(4) . . ?
C2 C3 P1 120.2(3) . . ?
C2 C3 H3A 107.3 . . ?
P1 C3 H3A 107.3 . . ?
C2 C3 H3B 107.3 . . ?
P1 C3 H3B 107.3 . . ?
H3A C3 H3B 106.9 . . ?
C5 C4 N2 123.3(5) . . ?
C5 C4 H4 118.3 . . ?
N2 C4 H4 118.3 . . ?
C4 C5 C6 123.2(5) . . ?
C4 C5 H5 118.4 . . ?
C6 C5 H5 118.4 . . ?
N1 C6 C7 129.4(5) . . ?
N1 C6 C5 119.8(5) . . ?
C7 C6 C5 110.8(5) . . ?
C8 C7 C6 123.5(5) . . ?
C8 C7 H7 118.2 . . ?
C6 C7 H7 118.2 . . ?
C7 C8 N2 121.2(5) . . ?
C7 C8 H8 119.4 . . ?
N2 C8 H8 119.4 . . ?
C10 C9 N2 113.8(5) . . ?
C10 C9 H9A 108.8 . . ?
N2 C9 H9A 108.8 . . ?
C10 C9 H9B 108.8 . . ?
N2 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C13 C11 C12 108.6(5) . . ?
C13 C11 C14 110.9(5) . . ?
C12 C11 C14 106.0(5) . . ?
C13 C11 P1 108.9(4) . . ?
C12 C11 P1 110.7(4) . . ?
C14 C11 P1 111.7(4) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C17 C15 C16 105.7(5) . . ?
C17 C15 C18 109.5(5) . . ?
C16 C15 C18 108.4(5) . . ?
C17 C15 P1 115.0(4) . . ?
C16 C15 P1 104.6(4) . . ?
C18 C15 P1 113.0(4) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O2 C19 H19A 109.5 . . ?
O2 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
O2 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C2 C20 H20A 109.5 . . ?
C2 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C2 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O4 C21 C22 117.8(5) . . ?
O4 C21 C26 119.2(6) . . ?
C22 C21 C26 122.9(5) . . ?
C21 C22 C23 115.5(5) . . ?
C21 C22 C28 129.1(5) . . ?
C23 C22 C28 115.4(6) . . ?
C24 C23 C22 126.6(6) . . ?
C24 C23 H23 116.7 . . ?
C22 C23 H23 116.7 . . ?
C23 C24 C25 114.7(6) . . ?
C23 C24 C27 126.3(7) . . ?
C25 C24 C27 119.0(6) . . ?
C24 C25 C26 124.4(5) . . ?
C24 C25 H25 117.8 . . ?
C26 C25 H25 117.8 . . ?
C21 C26 C25 115.7(5) . . ?
C21 C26 C32 127.4(6) . . ?
C25 C26 C32 116.8(6) . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C22 C28 C31 105.9(4) . . ?
C22 C28 C30 111.7(5) . . ?
C31 C28 C30 109.8(4) . . ?
C22 C28 C29 117.8(5) . . ?
C31 C28 C29 101.7(4) . . ?
C30 C28 C29 109.2(4) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C26 C32 C33 107.8(5) . . ?
C26 C32 C35 115.6(5) . . ?
C33 C32 C35 107.3(5) . . ?
C26 C32 C34 109.9(5) . . ?
C33 C32 C34 112.5(5) . . ?
C35 C32 C34 103.9(5) . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C32 C35 H35A 109.5 . . ?
C32 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C32 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
O3 C36 C41 122.8(5) . . ?
O3 C36 C37 120.2(5) . . ?
C41 C36 C37 116.9(5) . . ?
C38 C37 C36 118.8(5) . . ?
C38 C37 C43 120.1(6) . . ?
C36 C37 C43 121.1(5) . . ?
C39 C38 C37 123.9(5) . . ?
C39 C38 H38 118.1 . . ?
C37 C38 H38 118.1 . . ?
C38 C39 C40 119.2(5) . . ?
C38 C39 C42 122.2(7) . . ?
C40 C39 C42 118.6(6) . . ?
C41 C40 C39 120.0(5) . . ?
C41 C40 H40 120.0 . . ?
C39 C40 H40 120.0 . . ?
C40 C41 C36 121.1(5) . . ?
C40 C41 C47 115.7(5) . . ?
C36 C41 C47 123.2(5) . . ?
C39 C42 H42A 109.5 . . ?
C39 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C39 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C37 C43 C45 112.9(5) . . ?
C37 C43 C44 113.6(4) . . ?
C45 C43 C44 101.5(4) . . ?
C37 C43 C46 110.7(4) . . ?
C45 C43 C46 107.1(4) . . ?
C44 C43 C46 110.4(4) . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C43 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C43 C45 H45A 109.5 . . ?
C43 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C43 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C43 C46 H46A 109.5 . . ?
C43 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C43 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C41 C47 C50 114.1(5) . . ?
C41 C47 C49 115.9(5) . . ?
C50 C47 C49 104.7(5) . . ?
C41 C47 C48 108.1(5) . . ?
C50 C47 C48 108.9(5) . . ?
C49 C47 C48 104.5(5) . . ?
C47 C48 H48A 109.5 . . ?
C47 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C47 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C47 C49 H49A 109.5 . . ?
C47 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C47 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C47 C50 H50A 109.5 . . ?
C47 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C47 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
Al1 C51 H51A 109.5 . . ?
Al1 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
Al1 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 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
C3 P1 N1 C6 54.3(6) . . . . ?
C15 P1 N1 C6 169.8(6) . . . . ?
C11 P1 N1 C6 -69.1(6) . . . . ?
O3 Al1 O1 C1 101.3(5) . . . . ?
O4 Al1 O1 C1 -141.7(4) . . . . ?
C51 Al1 O1 C1 -25.4(5) . . . . ?
O1 Al1 O3 C36 -67(7) . . . . ?
O4 Al1 O3 C36 178(100) . . . . ?
C51 Al1 O3 C36 54(7) . . . . ?
O3 Al1 O4 C21 4(3) . . . . ?
O1 Al1 O4 C21 -108(3) . . . . ?
C51 Al1 O4 C21 135(3) . . . . ?
Al1 O1 C1 C2 -149.3(4) . . . . ?
Al1 O1 C1 O2 28.0(7) . . . . ?
C19 O2 C1 O1 78.4(5) . . . . ?
C19 O2 C1 C2 -104.1(5) . . . . ?
O1 C1 C2 C3 -175.9(4) . . . . ?
O2 C1 C2 C3 6.8(7) . . . . ?
O1 C1 C2 C20 -6.7(8) . . . . ?
O2 C1 C2 C20 176.0(4) . . . . ?
C1 C2 C3 P1 -114.8(5) . . . . ?
C20 C2 C3 P1 75.4(5) . . . . ?
N1 P1 C3 C2 -23.4(5) . . . . ?
C15 P1 C3 C2 -137.8(4) . . . . ?
C11 P1 C3 C2 100.4(4) . . . . ?
C8 N2 C4 C5 -6.4(8) . . . . ?
C9 N2 C4 C5 172.8(5) . . . . ?
N2 C4 C5 C6 2.4(9) . . . . ?
P1 N1 C6 C7 -13.5(9) . . . . ?
P1 N1 C6 C5 164.0(4) . . . . ?
C4 C5 C6 N1 -177.2(5) . . . . ?
C4 C5 C6 C7 0.8(7) . . . . ?
N1 C6 C7 C8 178.0(5) . . . . ?
C5 C6 C7 C8 0.2(7) . . . . ?
C6 C7 C8 N2 -4.4(8) . . . . ?
C4 N2 C8 C7 7.3(7) . . . . ?
C9 N2 C8 C7 -171.9(5) . . . . ?
C4 N2 C9 C10 -92.0(6) . . . . ?
C8 N2 C9 C10 87.1(5) . . . . ?
N1 P1 C11 C13 72.7(4) . . . . ?
C3 P1 C11 C13 -59.0(4) . . . . ?
C15 P1 C11 C13 -174.1(4) . . . . ?
N1 P1 C11 C12 -46.6(5) . . . . ?
C3 P1 C11 C12 -178.3(4) . . . . ?
C15 P1 C11 C12 66.5(5) . . . . ?
N1 P1 C11 C14 -164.5(4) . . . . ?
C3 P1 C11 C14 63.8(5) . . . . ?
C15 P1 C11 C14 -51.3(5) . . . . ?
N1 P1 C15 C17 58.5(5) . . . . ?
C3 P1 C15 C17 -174.4(4) . . . . ?
C11 P1 C15 C17 -57.8(5) . . . . ?
N1 P1 C15 C16 -57.0(4) . . . . ?
C3 P1 C15 C16 70.1(4) . . . . ?
C11 P1 C15 C16 -173.3(4) . . . . ?
N1 P1 C15 C18 -174.7(4) . . . . ?
C3 P1 C15 C18 -47.7(5) . . . . ?
C11 P1 C15 C18 69.0(5) . . . . ?
Al1 O4 C21 C22 114(2) . . . . ?
Al1 O4 C21 C26 -69(3) . . . . ?
O4 C21 C22 C23 -176.1(4) . . . . ?
C26 C21 C22 C23 6.8(7) . . . . ?
O4 C21 C22 C28 -0.1(8) . . . . ?
C26 C21 C22 C28 -177.2(5) . . . . ?
C21 C22 C23 C24 -3.1(8) . . . . ?
C28 C22 C23 C24 -179.7(5) . . . . ?
C22 C23 C24 C25 -0.4(8) . . . . ?
C22 C23 C24 C27 177.3(4) . . . . ?
C23 C24 C25 C26 0.5(7) . . . . ?
C27 C24 C25 C26 -177.4(4) . . . . ?
O4 C21 C26 C25 176.2(4) . . . . ?
C22 C21 C26 C25 -6.8(7) . . . . ?
O4 C21 C26 C32 -8.1(8) . . . . ?
C22 C21 C26 C32 168.9(5) . . . . ?
C24 C25 C26 C21 2.9(7) . . . . ?
C24 C25 C26 C32 -173.2(5) . . . . ?
C21 C22 C28 C31 56.0(7) . . . . ?
C23 C22 C28 C31 -128.0(5) . . . . ?
C21 C22 C28 C30 -63.5(7) . . . . ?
C23 C22 C28 C30 112.5(5) . . . . ?
C21 C22 C28 C29 168.8(5) . . . . ?
C23 C22 C28 C29 -15.1(7) . . . . ?
C21 C26 C32 C33 66.5(7) . . . . ?
C25 C26 C32 C33 -117.9(5) . . . . ?
C21 C26 C32 C35 -173.5(5) . . . . ?
C25 C26 C32 C35 2.1(7) . . . . ?
C21 C26 C32 C34 -56.4(7) . . . . ?
C25 C26 C32 C34 119.2(5) . . . . ?
Al1 O3 C36 C41 138(7) . . . . ?
Al1 O3 C36 C37 -44(7) . . . . ?
O3 C36 C37 C38 -176.4(4) . . . . ?
C41 C36 C37 C38 1.8(6) . . . . ?
O3 C36 C37 C43 4.4(6) . . . . ?
C41 C36 C37 C43 -177.3(4) . . . . ?
C36 C37 C38 C39 -0.1(7) . . . . ?
C43 C37 C38 C39 179.1(5) . . . . ?
C37 C38 C39 C40 0.6(8) . . . . ?
C37 C38 C39 C42 178.2(4) . . . . ?
C38 C39 C40 C41 -2.9(8) . . . . ?
C42 C39 C40 C41 179.4(4) . . . . ?
C39 C40 C41 C36 4.8(7) . . . . ?
C39 C40 C41 C47 -174.8(5) . . . . ?
O3 C36 C41 C40 174.0(4) . . . . ?
C37 C36 C41 C40 -4.2(6) . . . . ?
O3 C36 C41 C47 -6.3(7) . . . . ?
C37 C36 C41 C47 175.4(4) . . . . ?
C38 C37 C43 C45 -6.0(6) . . . . ?
C36 C37 C43 C45 173.1(4) . . . . ?
C38 C37 C43 C44 -120.9(5) . . . . ?
C36 C37 C43 C44 58.2(6) . . . . ?
C38 C37 C43 C46 114.1(5) . . . . ?
C36 C37 C43 C46 -66.8(5) . . . . ?
C40 C41 C47 C50 -118.0(5) . . . . ?
C36 C41 C47 C50 62.3(6) . . . . ?
C40 C41 C47 C49 3.7(7) . . . . ?
C36 C41 C47 C49 -175.9(5) . . . . ?
C40 C41 C47 C48 120.6(4) . . . . ?
C36 C41 C47 C48 -59.0(6) . . . . ?

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.019 0.102 0.017 3002.4 342.7
2 0.842 0.200 0.167 7.2 0.1
3 0.342 0.300 0.167 7.3 0.1
4 0.658 0.700 0.667 7.3 0.1
5 0.158 0.800 0.667 7.3 0.1
_platon_squeeze_details          
;
;

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.150
_refine_diff_density_min         -0.146
_refine_diff_density_rms         0.030
####################################################################### 
# 
# 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_200412a
_database_code_depnum_ccdc_archive 'CCDC 1996418'
loop_
_audit_author_name
_audit_author_address
'Xiaowu Wang'
;Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2020-04-12 deposited with the CCDC.	2021-06-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H27 N2 P'
_chemical_formula_weight         266.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   12.9533(7)
_cell_length_b                   12.0272(4)
_cell_length_c                   11.7499(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 116.824(5)
_cell_angle_gamma                90.00
_cell_volume                     1633.57(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4006
_cell_measurement_theta_min      4.2020
_cell_measurement_theta_max      70.1380

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.083
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             584
_exptl_absorpt_coefficient_mu    1.369
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7713
_exptl_absorpt_correction_T_max  0.8752
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_detector_area_resol_mean 8.1281
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9713
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_sigmaI/netI    0.0271
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.82
_diffrn_reflns_theta_max         66.05
_reflns_number_total             2838
_reflns_number_gt                2351
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker FRAMBO'
_computing_cell_refinement       'Bruker FRAMBO'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0650P)²+0.1571P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2838
_refine_ls_number_parameters     170
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0430
_refine_ls_wR_factor_ref         0.1219
_refine_ls_wR_factor_gt          0.1148
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 1.10521(14) 0.39703(13) 1.01545(16) 0.0584(4) Uani 1 1 d . . .
N2 N 0.84656(13) 0.20896(13) 1.03874(14) 0.0542(4) Uani 1 1 d . . .
P1 P 0.72476(4) 0.16655(4) 0.90621(4) 0.05370(18) Uani 1 1 d . . .
C1 C 1.10732(18) 0.36956(16) 1.12865(19) 0.0613(5) Uani 1 1 d . . .
H1 H 1.1694 0.3931 1.2038 0.074 Uiso 1 1 calc R . .
C2 C 1.02297(17) 0.30965(16) 1.13584(18) 0.0565(5) Uani 1 1 d . . .
H2 H 1.0283 0.2943 1.2159 0.068 Uiso 1 1 calc R . .
C3 C 0.92466(15) 0.26811(14) 1.02475(16) 0.0479(4) Uani 1 1 d . . .
C4 C 0.92712(16) 0.30049(14) 0.90752(17) 0.0516(4) Uani 1 1 d . . .
H4 H 0.8671 0.2783 0.8301 0.062 Uiso 1 1 calc R . .
C5 C 1.01378(17) 0.36171(15) 0.90726(18) 0.0556(5) Uani 1 1 d . . .
H5 H 1.0109 0.3808 0.8292 0.067 Uiso 1 1 calc R . .
C6 C 1.20216(19) 0.45638(18) 1.0106(2) 0.0716(6) Uani 1 1 d . . .
H6A H 1.2431 0.4985 1.0887 0.086 Uiso 1 1 calc R . .
H6B H 1.1722 0.5086 0.9401 0.086 Uiso 1 1 calc R . .
C7 C 1.2851(2) 0.3790(2) 0.9943(3) 0.0845(7) Uani 1 1 d . . .
H7A H 1.3153 0.3273 1.0641 0.127 Uiso 1 1 calc R . .
H7B H 1.3474 0.4210 0.9928 0.127 Uiso 1 1 calc R . .
H7C H 1.2455 0.3389 0.9156 0.127 Uiso 1 1 calc R . .
C8 C 0.75907(19) 0.01439(16) 0.90420(19) 0.0646(5) Uani 1 1 d . . .
C9 C 0.8149(2) -0.0446(2) 1.0336(2) 0.0880(7) Uani 1 1 d . . .
H9A H 0.7579 -0.0560 1.0636 0.132 Uiso 1 1 calc R . .
H9B H 0.8766 0.0004 1.0938 0.132 Uiso 1 1 calc R . .
H9C H 0.8452 -0.1151 1.0246 0.132 Uiso 1 1 calc R . .
C10 C 0.8469(2) 0.0145(2) 0.8495(2) 0.0818(7) Uani 1 1 d . . .
H10A H 0.8685 -0.0606 0.8426 0.123 Uiso 1 1 calc R . .
H10B H 0.9144 0.0557 0.9052 0.123 Uiso 1 1 calc R . .
H10C H 0.8127 0.0485 0.7667 0.123 Uiso 1 1 calc R . .
C11 C 0.6512(2) -0.0485(2) 0.8115(3) 0.0948(8) Uani 1 1 d . . .
H11A H 0.6736 -0.1183 0.7897 0.142 Uiso 1 1 calc R . .
H11B H 0.6106 -0.0050 0.7357 0.142 Uiso 1 1 calc R . .
H11C H 0.6017 -0.0618 0.8511 0.142 Uiso 1 1 calc R . .
C12 C 0.61527(18) 0.18501(17) 0.9684(2) 0.0659(5) Uani 1 1 d . . .
C13 C 0.6336(2) 0.1177(2) 1.0859(2) 0.0879(8) Uani 1 1 d . . .
H13A H 0.5857 0.1471 1.1216 0.132 Uiso 1 1 calc R . .
H13B H 0.7133 0.1222 1.1480 0.132 Uiso 1 1 calc R . .
H13C H 0.6133 0.0415 1.0621 0.132 Uiso 1 1 calc R . .
C14 C 0.4943(2) 0.1624(2) 0.8582(3) 0.0905(8) Uani 1 1 d . . .
H14A H 0.4877 0.0851 0.8355 0.136 Uiso 1 1 calc R . .
H14B H 0.4834 0.2068 0.7857 0.136 Uiso 1 1 calc R . .
H14C H 0.4363 0.1812 0.8846 0.136 Uiso 1 1 calc R . .
C15 C 0.6207(2) 0.3098(2) 1.0001(3) 0.0915(8) Uani 1 1 d . . .
H15A H 0.5607 0.3277 1.0237 0.137 Uiso 1 1 calc R . .
H15B H 0.6102 0.3527 0.9268 0.137 Uiso 1 1 calc R . .
H15C H 0.6947 0.3269 1.0697 0.137 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C5 1.357(2) . ?
N1 C1 1.359(2) . ?
N1 C6 1.468(2) . ?
N2 C3 1.306(2) . ?
N2 P1 1.7196(15) . ?
P1 C12 1.878(2) . ?
P1 C8 1.886(2) . ?
C1 C2 1.343(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.440(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.446(2) . ?
C4 C5 1.344(3) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 C7 1.497(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C11 1.529(3) . ?
C8 C9 1.532(3) . ?
C8 C10 1.539(3) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.524(3) . ?
C12 C15 1.541(3) . ?
C12 C14 1.541(3) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 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
C5 N1 C1 117.68(15) . . ?
C5 N1 C6 121.08(16) . . ?
C1 N1 C6 121.12(17) . . ?
C3 N2 P1 119.59(12) . . ?
N2 P1 C12 99.09(9) . . ?
N2 P1 C8 100.03(9) . . ?
C12 P1 C8 110.07(9) . . ?
C2 C1 N1 122.31(18) . . ?
C2 C1 H1 118.8 . . ?
N1 C1 H1 118.8 . . ?
C1 C2 C3 122.74(17) . . ?
C1 C2 H2 118.6 . . ?
C3 C2 H2 118.6 . . ?
N2 C3 C2 119.54(15) . . ?
N2 C3 C4 128.16(16) . . ?
C2 C3 C4 112.29(15) . . ?
C5 C4 C3 121.83(17) . . ?
C5 C4 H4 119.1 . . ?
C3 C4 H4 119.1 . . ?
C4 C5 N1 123.13(16) . . ?
C4 C5 H5 118.4 . . ?
N1 C5 H5 118.4 . . ?
N1 C6 C7 112.21(18) . . ?
N1 C6 H6A 109.2 . . ?
C7 C6 H6A 109.2 . . ?
N1 C6 H6B 109.2 . . ?
C7 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C11 C8 C9 110.4(2) . . ?
C11 C8 C10 108.30(19) . . ?
C9 C8 C10 107.9(2) . . ?
C11 C8 P1 110.14(16) . . ?
C9 C8 P1 116.44(15) . . ?
C10 C8 P1 103.12(14) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C15 109.1(2) . . ?
C13 C12 C14 110.55(19) . . ?
C15 C12 C14 107.1(2) . . ?
C13 C12 P1 116.95(17) . . ?
C15 C12 P1 104.43(14) . . ?
C14 C12 P1 108.21(16) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 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
C3 N2 P1 C12 -141.28(15) . . . . ?
C3 N2 P1 C8 106.32(16) . . . . ?
C5 N1 C1 C2 0.0(3) . . . . ?
C6 N1 C1 C2 -176.01(19) . . . . ?
N1 C1 C2 C3 1.1(3) . . . . ?
P1 N2 C3 C2 176.01(13) . . . . ?
P1 N2 C3 C4 -3.7(3) . . . . ?
C1 C2 C3 N2 179.01(19) . . . . ?
C1 C2 C3 C4 -1.3(3) . . . . ?
N2 C3 C4 C5 -179.79(19) . . . . ?
C2 C3 C4 C5 0.5(3) . . . . ?
C3 C4 C5 N1 0.5(3) . . . . ?
C1 N1 C5 C4 -0.8(3) . . . . ?
C6 N1 C5 C4 175.23(18) . . . . ?
C5 N1 C6 C7 -80.1(3) . . . . ?
C1 N1 C6 C7 95.8(2) . . . . ?
N2 P1 C8 C11 167.32(16) . . . . ?
C12 P1 C8 C11 63.71(18) . . . . ?
N2 P1 C8 C9 40.70(19) . . . . ?
C12 P1 C8 C9 -62.9(2) . . . . ?
N2 P1 C8 C10 -77.28(14) . . . . ?
C12 P1 C8 C10 179.10(14) . . . . ?
N2 P1 C12 C13 -60.10(17) . . . . ?
C8 P1 C12 C13 44.15(19) . . . . ?
N2 P1 C12 C15 60.50(18) . . . . ?
C8 P1 C12 C15 164.75(17) . . . . ?
N2 P1 C12 C14 174.31(15) . . . . ?
C8 P1 C12 C14 -81.44(17) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        66.05
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.168
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.038
