# Supplementary Information (SI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_rm-ak-00-50_mo
_database_code_depnum_ccdc_archive 'CCDC 2331210'
loop_
_audit_author_name
_audit_author_address
'R Murugavel'
;IIT Bombay
India
;
_audit_update_record             
;
2024-10-08 deposited with the CCDC.	2025-05-15 downloaded from the CCDC.
;
_audit_creation_date             2024-10-07
_audit_creation_method           
;
Olex2 1.5-ac6-016
(compiled 2024.01.13 svn.r2f8d729c for Rigaku Oxford Diffraction, GUI svn.r6897)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C2 H2 F3 O4 P, H2 O, 2(C6 H14 N)'
_chemical_formula_sum            'C14 H32 F3 N2 O5 P'
_chemical_formula_weight         396.38
_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'
F F 0.0171 0.0103 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   33.849(7)
_cell_length_b                   6.3251(5)
_cell_length_c                   25.455(5)
_cell_angle_alpha                90
_cell_angle_beta                 131.55(3)
_cell_angle_gamma                90
_cell_volume                     4078.7(19)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5963
_cell_measurement_temperature    150
_cell_measurement_theta_max      28.3610
_cell_measurement_theta_min      2.1290
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.982
_exptl_absorpt_coefficient_mu    0.186
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.42556
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1696
_exptl_crystal_size_max          0.099
_exptl_crystal_size_mid          0.068
_exptl_crystal_size_min          0.058
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0781
_diffrn_reflns_av_unetI/netI     0.0863
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            10542
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.138
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -96.00  19.00   0.50    8.00    --  -20.00 -72.00 -36.00  230
  2  ω    -28.50  65.50   0.50    8.00    --  -20.00  72.00-108.00  188
  3  ω   -110.00 -33.50   0.50    8.00    --  -20.00   0.00 -36.00  153
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_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                2320
_reflns_number_total             3528
_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       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5-ac6-016 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac6-016 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.291
_refine_diff_density_min         -0.500
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     231
_refine_ls_number_reflns         3528
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0998
_refine_ls_R_factor_gt           0.0614
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0551P)²+5.2133P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1320
_refine_ls_wR_factor_ref         0.1617
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Free rotating group:
 O5(H5C,H5D)
2.b Ternary CH refined with riding coordinates:
 C3(H3), C9(H9)
2.c Secondary CH2 refined with riding coordinates:
 C1(H1D,H1E), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B),
 C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B)
2.d Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C), N2(H2A,H2B,H2C)
;
_atom_sites_solution_hydrogens   mixed
_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 0.75710(4) 0.24970(12) 0.64147(4) 0.0217(3) Uani 1 1 d . . . . .
F1 F 0.93451(12) 0.2122(6) 0.71881(16) 0.1030(13) Uani 1 1 d . . . . .
F2 F 0.90089(14) 0.5002(6) 0.71810(19) 0.1045(12) Uani 1 1 d . . . . .
F3 F 0.93006(11) 0.2689(6) 0.79775(14) 0.0938(11) Uani 1 1 d . . . . .
O1 O 0.82090(10) 0.2881(3) 0.69673(12) 0.0298(6) Uani 1 1 d . . . . .
O2 O 0.73976(9) 0.3826(3) 0.67206(11) 0.0265(6) Uani 1 1 d . . . . .
O3 O 0.74885(10) 0.0144(3) 0.64165(11) 0.0278(6) Uani 1 1 d . . . . .
O4 O 0.73616(10) 0.3274(3) 0.57061(11) 0.0260(6) Uani 1 1 d . . . . .
C1 C 0.85129(15) 0.1919(6) 0.6840(2) 0.0380(9) Uani 1 1 d . . . . .
H1D H 0.833888 0.210039 0.634107 0.046 Uiso 1 1 calc R U . . .
H1E H 0.854785 0.038686 0.694165 0.046 Uiso 1 1 calc R U . . .
C2 C 0.90385(19) 0.2920(9) 0.7296(3) 0.0616(14) Uani 1 1 d . . . . .
O5 O 0.78828(13) 0.4735(4) 0.52752(15) 0.0457(8) Uani 1 1 d G . . . .
H5C H 0.774040 0.434091 0.543851 0.069 Uiso 1 1 d G U . . .
H5D H 0.784179 0.376930 0.500880 0.069 Uiso 1 1 d G U . . .
N1 N 0.78571(11) 0.7465(4) 0.74939(13) 0.0235(7) Uani 1 1 d . . . . .
H1A H 0.777357 0.853023 0.719474 0.028 Uiso 1 1 calc R U . . .
H1B H 0.773304 0.778018 0.771077 0.028 Uiso 1 1 calc R U . . .
H1C H 0.770778 0.623939 0.724849 0.028 Uiso 1 1 calc R U . . .
C3 C 0.84411(14) 0.7213(5) 0.80303(17) 0.0256(8) Uani 1 1 d . . . . .
H3 H 0.857195 0.685798 0.778576 0.031 Uiso 1 1 calc R U . . .
C4 C 0.85754(15) 0.5389(5) 0.85177(18) 0.0309(9) Uani 1 1 d . . . . .
H4A H 0.841357 0.564950 0.872298 0.037 Uiso 1 1 calc R U . . .
H4B H 0.842601 0.405988 0.824414 0.037 Uiso 1 1 calc R U . . .
C5 C 0.91663(16) 0.5151(5) 0.91013(19) 0.0372(10) Uani 1 1 d . . . . .
H5A H 0.932274 0.472991 0.889865 0.045 Uiso 1 1 calc R U . . .
H5B H 0.924100 0.401716 0.942477 0.045 Uiso 1 1 calc R U . . .
C6 C 0.94207(17) 0.7201(6) 0.9511(2) 0.0435(10) Uani 1 1 d . . . . .
H6A H 0.928747 0.756527 0.974761 0.052 Uiso 1 1 calc R U . . .
H6B H 0.980802 0.701294 0.987572 0.052 Uiso 1 1 calc R U . . .
C7 C 0.92939(17) 0.8983(6) 0.9018(2) 0.0446(10) Uani 1 1 d . . . . .
H7A H 0.945013 0.865993 0.880833 0.054 Uiso 1 1 calc R U . . .
H7B H 0.945341 1.031411 0.928775 0.054 Uiso 1 1 calc R U . . .
C8 C 0.86978(15) 0.9279(5) 0.84329(18) 0.0325(9) Uani 1 1 d . . . . .
H8A H 0.854472 0.972844 0.863779 0.039 Uiso 1 1 calc R U . . .
H8B H 0.862583 1.039829 0.810726 0.039 Uiso 1 1 calc R U . . .
N2 N 0.80808(11) 0.2298(4) 0.96823(14) 0.0258(7) Uani 1 1 d . . . . .
H2A H 0.794024 0.314858 0.930621 0.031 Uiso 1 1 calc R U . . .
H2B H 0.801915 0.287053 0.995014 0.031 Uiso 1 1 calc R U . . .
H2C H 0.792891 0.099648 0.953012 0.031 Uiso 1 1 calc R U . . .
C9 C 0.86619(15) 0.2099(5) 1.01099(18) 0.0288(8) Uani 1 1 d . . . . .
H9 H 0.872444 0.156745 0.980032 0.035 Uiso 1 1 calc R U . . .
C10 C 0.88917(16) 0.0514(6) 1.0700(2) 0.0409(10) Uani 1 1 d . . . . .
H10A H 0.880837 0.096916 1.098896 0.049 Uiso 1 1 calc R U . . .
H10B H 0.872648 -0.088510 1.049610 0.049 Uiso 1 1 calc R U . . .
C11 C 0.94843(17) 0.0320(6) 1.1161(2) 0.0488(11) Uani 1 1 d . . . . .
H11A H 0.956668 -0.026220 1.088208 0.059 Uiso 1 1 calc R U . . .
H11B H 0.962283 -0.067495 1.155003 0.059 Uiso 1 1 calc R U . . .
C12 C 0.97540(17) 0.2462(6) 1.1463(2) 0.0436(10) Uani 1 1 d . . . . .
H12A H 0.970083 0.298739 1.177860 0.052 Uiso 1 1 calc R U . . .
H12B H 1.013813 0.230941 1.174113 0.052 Uiso 1 1 calc R U . . .
C13 C 0.95258(17) 0.4035(6) 1.0872(2) 0.0479(11) Uani 1 1 d . . . . .
H13A H 0.961164 0.357603 1.058635 0.057 Uiso 1 1 calc R U . . .
H13B H 0.968947 0.543768 1.107438 0.057 Uiso 1 1 calc R U . . .
C14 C 0.89302(16) 0.4224(5) 1.0405(2) 0.0359(9) Uani 1 1 d . . . . .
H14A H 0.884580 0.482290 1.067985 0.043 Uiso 1 1 calc R U . . .
H14B H 0.879276 0.520615 1.001338 0.043 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O1 1.634(3) . ?
P1 O2 1.504(2) . ?
P1 O3 1.515(2) . ?
P1 O4 1.517(2) . ?
F1 C2 1.337(5) . ?
F2 C2 1.339(6) . ?
F3 C2 1.332(5) . ?
O1 C1 1.406(4) . ?
C1 H1D 0.9900 . ?
C1 H1E 0.9900 . ?
C1 C2 1.474(6) . ?
O5 H5C 0.8561 . ?
O5 H5D 0.8527 . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 H1C 0.9100 . ?
N1 C3 1.489(4) . ?
C3 H3 1.0000 . ?
C3 C4 1.526(4) . ?
C3 C8 1.527(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.513(5) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.522(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.522(5) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.529(5) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
N2 H2A 0.9100 . ?
N2 H2B 0.9100 . ?
N2 H2C 0.9100 . ?
N2 C9 1.493(4) . ?
C9 H9 1.0000 . ?
C9 C10 1.522(5) . ?
C9 C14 1.513(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.514(5) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.526(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.519(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.521(5) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 P1 O1 102.59(13) . . ?
O2 P1 O3 114.29(13) . . ?
O2 P1 O4 113.54(13) . . ?
O3 P1 O1 106.52(13) . . ?
O3 P1 O4 112.35(12) . . ?
O4 P1 O1 106.48(13) . . ?
C1 O1 P1 119.2(2) . . ?
O1 C1 H1D 110.0 . . ?
O1 C1 H1E 110.0 . . ?
O1 C1 C2 108.5(3) . . ?
H1D C1 H1E 108.4 . . ?
C2 C1 H1D 110.0 . . ?
C2 C1 H1E 110.0 . . ?
F1 C2 F2 106.3(4) . . ?
F1 C2 C1 111.8(4) . . ?
F2 C2 C1 112.0(4) . . ?
F3 C2 F1 106.8(4) . . ?
F3 C2 F2 106.4(4) . . ?
F3 C2 C1 113.1(4) . . ?
H5C O5 H5D 109.3 . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C3 N1 H1A 109.5 . . ?
C3 N1 H1B 109.5 . . ?
C3 N1 H1C 109.5 . . ?
N1 C3 H3 108.7 . . ?
N1 C3 C4 109.0(3) . . ?
N1 C3 C8 110.0(3) . . ?
C4 C3 H3 108.7 . . ?
C4 C3 C8 111.8(3) . . ?
C8 C3 H3 108.7 . . ?
C3 C4 H4A 109.4 . . ?
C3 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
C5 C4 C3 111.1(3) . . ?
C5 C4 H4A 109.4 . . ?
C5 C4 H4B 109.4 . . ?
C4 C5 H5A 109.3 . . ?
C4 C5 H5B 109.3 . . ?
C4 C5 C6 111.5(3) . . ?
H5A C5 H5B 108.0 . . ?
C6 C5 H5A 109.3 . . ?
C6 C5 H5B 109.3 . . ?
C5 C6 H6A 109.6 . . ?
C5 C6 H6B 109.6 . . ?
H6A C6 H6B 108.2 . . ?
C7 C6 C5 110.1(3) . . ?
C7 C6 H6A 109.6 . . ?
C7 C6 H6B 109.6 . . ?
C6 C7 H7A 109.4 . . ?
C6 C7 H7B 109.4 . . ?
C6 C7 C8 111.2(3) . . ?
H7A C7 H7B 108.0 . . ?
C8 C7 H7A 109.4 . . ?
C8 C7 H7B 109.4 . . ?
C3 C8 C7 110.2(3) . . ?
C3 C8 H8A 109.6 . . ?
C3 C8 H8B 109.6 . . ?
C7 C8 H8A 109.6 . . ?
C7 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C9 N2 H2A 109.5 . . ?
C9 N2 H2B 109.5 . . ?
C9 N2 H2C 109.5 . . ?
N2 C9 H9 108.6 . . ?
N2 C9 C10 109.8(3) . . ?
N2 C9 C14 110.7(3) . . ?
C10 C9 H9 108.6 . . ?
C14 C9 H9 108.6 . . ?
C14 C9 C10 110.5(3) . . ?
C9 C10 H10A 109.3 . . ?
C9 C10 H10B 109.3 . . ?
H10A C10 H10B 108.0 . . ?
C11 C10 C9 111.5(3) . . ?
C11 C10 H10A 109.3 . . ?
C11 C10 H10B 109.3 . . ?
C10 C11 H11A 109.4 . . ?
C10 C11 H11B 109.4 . . ?
C10 C11 C12 111.1(3) . . ?
H11A C11 H11B 108.0 . . ?
C12 C11 H11A 109.4 . . ?
C12 C11 H11B 109.4 . . ?
C11 C12 H12A 109.7 . . ?
C11 C12 H12B 109.7 . . ?
H12A C12 H12B 108.2 . . ?
C13 C12 C11 110.0(3) . . ?
C13 C12 H12A 109.7 . . ?
C13 C12 H12B 109.7 . . ?
C12 C13 H13A 109.3 . . ?
C12 C13 H13B 109.3 . . ?
C12 C13 C14 111.5(3) . . ?
H13A C13 H13B 108.0 . . ?
C14 C13 H13A 109.3 . . ?
C14 C13 H13B 109.3 . . ?
C9 C14 C13 111.5(3) . . ?
C9 C14 H14A 109.3 . . ?
C9 C14 H14B 109.3 . . ?
C13 C14 H14A 109.3 . . ?
C13 C14 H14B 109.3 . . ?
H14A C14 H14B 108.0 . . ?

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
O5 H5C O4 0.86 1.93 2.781(3) 173.3 . yes
O5 H5D O4 0.85 1.95 2.794(3) 171.3 7_656 yes
N1 H1A O3 0.91 1.83 2.722(3) 164.8 1_565 yes
N1 H1B O2 0.91 1.89 2.787(3) 167.7 4_656 yes
N1 H1C O2 0.91 1.83 2.744(3) 177.6 . yes
N2 H2A O3 0.91 1.88 2.762(3) 162.0 4_656 yes
N2 H2B O5 0.91 1.92 2.755(3) 151.1 6_566 yes
N2 H2C O4 0.91 1.87 2.781(3) 175.1 4_646 yes

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 O1 C1 C2 165.7(3) . . . . ?
O1 C1 C2 F1 -178.2(4) . . . . ?
O1 C1 C2 F2 -59.0(4) . . . . ?
O1 C1 C2 F3 61.2(5) . . . . ?
O2 P1 O1 C1 -178.1(2) . . . . ?
O3 P1 O1 C1 61.5(3) . . . . ?
O4 P1 O1 C1 -58.6(3) . . . . ?
N1 C3 C4 C5 -176.5(2) . . . . ?
N1 C3 C8 C7 176.1(3) . . . . ?
C3 C4 C5 C6 55.5(4) . . . . ?
C4 C3 C8 C7 54.9(4) . . . . ?
C4 C5 C6 C7 -57.0(4) . . . . ?
C5 C6 C7 C8 57.6(4) . . . . ?
C6 C7 C8 C3 -56.6(4) . . . . ?
C8 C3 C4 C5 -54.6(4) . . . . ?
N2 C9 C10 C11 -178.1(3) . . . . ?
N2 C9 C14 C13 177.1(3) . . . . ?
C9 C10 C11 C12 56.7(4) . . . . ?
C10 C9 C14 C13 55.3(4) . . . . ?
C10 C11 C12 C13 -56.3(4) . . . . ?
C11 C12 C13 C14 56.0(4) . . . . ?
C12 C13 C14 C9 -56.3(4) . . . . ?
C14 C9 C10 C11 -55.7(4) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
####################################################################### 
# 
# 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_rm_ak_529_a_0ma
_database_code_depnum_ccdc_archive 'CCDC 2331213'
loop_
_audit_author_name
_audit_author_address
'R Murugavel'
;IIT Bombay
India
;
_audit_update_record             
;
2024-10-08 deposited with the CCDC.	2025-05-15 downloaded from the CCDC.
;
_audit_creation_date             2024-10-07
_audit_creation_method           
;
Olex2 1.5-ac6-016
(compiled 2024.01.13 svn.r2f8d729c for Rigaku Oxford Diffraction, GUI svn.r6897)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H13 O4 P'
_chemical_formula_sum            'C5 H13 O4 P'
_chemical_formula_weight         168.12
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           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                   13.142(2)
_cell_length_b                   6.0035(10)
_cell_length_c                   10.6035(18)
_cell_angle_alpha                90
_cell_angle_beta                 97.597(6)
_cell_angle_gamma                90
_cell_volume                     829.2(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3502
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      25.360
_cell_measurement_theta_min      3.737
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.944
_exptl_absorpt_coefficient_mu    0.292
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6065
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             360
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0492
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         3.128
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_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_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1236
_reflns_number_total             1456
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5-ac6-016 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac6-016 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    
'olex2.solve 1.5-ac6-016 (Bourhis et al., 2015)'
_refine_diff_density_max         0.361
_refine_diff_density_min         -0.367
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     96
_refine_ls_number_reflns         1456
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0374
_refine_ls_restrained_S_all      1.084
_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)+(0.0299P)²+0.7777P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0839
_refine_ls_wR_factor_ref         0.0881
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
2.b Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C)
2.c Idealised tetrahedral OH refined as rotating group:
 O3(H3), O4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.59072(4) 0.29407(9) 0.63438(5) 0.01775(19) Uani 1 1 d . . . . .
O1 O 0.68407(11) 0.3438(2) 0.73797(15) 0.0213(4) Uani 1 1 d . . . . .
O2 O 0.49663(11) 0.4205(2) 0.65770(14) 0.0198(4) Uani 1 1 d . . . . .
O3 O 0.57952(12) 0.0384(2) 0.63775(15) 0.0209(4) Uani 1 1 d . . . . .
H3 H 0.551929 0.001517 0.701731 0.031 Uiso 1 1 calc R U . . .
O4 O 0.62504(12) 0.3496(3) 0.50443(15) 0.0262(4) Uani 1 1 d . . . . .
H4 H 0.580306 0.429194 0.462128 0.039 Uiso 1 1 calc R U . . .
C1 C 0.71066(18) 0.5756(3) 0.7685(2) 0.0258(6) Uani 1 1 d . . . . .
H1A H 0.663061 0.636749 0.824790 0.031 Uiso 1 1 calc R U . . .
H1B H 0.703317 0.665095 0.689429 0.031 Uiso 1 1 calc R U . . .
C2 C 0.82024(17) 0.5920(4) 0.8345(2) 0.0204(5) Uani 1 1 d . . . . .
C3 C 0.83151(19) 0.4641(4) 0.9602(2) 0.0280(6) Uani 1 1 d . . . . .
H3A H 0.784208 0.525791 1.015264 0.042 Uiso 1 1 calc R U . . .
H3B H 0.902194 0.477784 1.002500 0.042 Uiso 1 1 calc R U . . .
H3C H 0.815368 0.306567 0.943513 0.042 Uiso 1 1 calc R U . . .
C4 C 0.89444(19) 0.5003(4) 0.7475(2) 0.0282(6) Uani 1 1 d . . . . .
H4A H 0.878546 0.343366 0.728611 0.042 Uiso 1 1 calc R U . . .
H4B H 0.965045 0.513183 0.790133 0.042 Uiso 1 1 calc R U . . .
H4C H 0.887258 0.585644 0.668011 0.042 Uiso 1 1 calc R U . . .
C5 C 0.84091(19) 0.8397(4) 0.8606(3) 0.0306(6) Uani 1 1 d . . . . .
H5A H 0.832438 0.921682 0.779941 0.046 Uiso 1 1 calc R U . . .
H5B H 0.911197 0.859157 0.903134 0.046 Uiso 1 1 calc R U . . .
H5C H 0.792341 0.896804 0.915334 0.046 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O1 1.5635(16) . ?
P1 O2 1.4992(16) . ?
P1 O3 1.5431(16) . ?
P1 O4 1.5420(17) . ?
O1 C1 1.461(3) . ?
O3 H3 0.8400 . ?
O4 H4 0.8400 . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.518(3) . ?
C2 C3 1.529(3) . ?
C2 C4 1.531(3) . ?
C2 C5 1.530(3) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 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 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 P1 O1 112.03(9) . . ?
O2 P1 O3 114.63(9) . . ?
O2 P1 O4 112.52(9) . . ?
O3 P1 O1 104.01(8) . . ?
O4 P1 O1 106.95(9) . . ?
O4 P1 O3 106.01(9) . . ?
C1 O1 P1 118.70(13) . . ?
P1 O3 H3 109.5 . . ?
P1 O4 H4 109.5 . . ?
O1 C1 H1A 109.6 . . ?
O1 C1 H1B 109.6 . . ?
O1 C1 C2 110.38(17) . . ?
H1A C1 H1B 108.1 . . ?
C2 C1 H1A 109.6 . . ?
C2 C1 H1B 109.6 . . ?
C1 C2 C3 110.21(19) . . ?
C1 C2 C4 109.90(19) . . ?
C1 C2 C5 106.33(18) . . ?
C3 C2 C4 110.41(19) . . ?
C3 C2 C5 109.6(2) . . ?
C5 C2 C4 110.28(19) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
C2 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 . . ?

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
O3 H3 O2 0.84 1.77 2.604(2) 175.7 2_646 yes
O4 H4 O2 0.84 1.76 2.587(2) 165.9 3_666 yes

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 O1 C1 C2 -160.86(15) . . . . ?
O1 C1 C2 C3 -62.0(2) . . . . ?
O1 C1 C2 C4 59.9(2) . . . . ?
O1 C1 C2 C5 179.23(19) . . . . ?
O2 P1 O1 C1 -50.15(18) . . . . ?
O3 P1 O1 C1 -174.51(16) . . . . ?
O4 P1 O1 C1 73.58(17) . . . . ?


_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_rm_ak_629_autored
_database_code_depnum_ccdc_archive 'CCDC 2331211'
loop_
_audit_author_name
_audit_author_address
'R Murugavel'
;IIT Bombay
India
;
_audit_update_record             
;
2024-10-08 deposited with the CCDC.	2025-05-15 downloaded from the CCDC.
;
_audit_creation_date             2024-10-07
_audit_creation_method           
;
Olex2 1.5-ac6-016
(compiled 2024.01.13 svn.r2f8d729c for Rigaku Oxford Diffraction, GUI svn.r6897)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C2 H4 F3 O4 P'
_chemical_formula_sum            'C2 H4 F3 O4 P'
_chemical_formula_weight         180.02
_chemical_absolute_configuration unk
_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'
F F 0.0171 0.0103 '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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   4.5644(7)
_cell_length_b                   5.0754(9)
_cell_length_c                   13.312(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.992(15)
_cell_angle_gamma                90
_cell_volume                     305.38(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2418
_cell_measurement_temperature    107(5)
_cell_measurement_theta_max      28.3470
_cell_measurement_theta_min      3.0680
_shelx_estimated_absorpt_T_max   0.977
_shelx_estimated_absorpt_T_min   0.838
_exptl_absorpt_coefficient_mu    0.472
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80883
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.958
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             180
_exptl_crystal_size_max          0.389
_exptl_crystal_size_mid          0.111
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0994
_diffrn_reflns_av_unetI/netI     0.0478
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9819
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.995
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_min         1.545
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      107(5)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ   -339.92  20.08   1.00    5.00  15.81  -9.84 -59.25    --   360
  2  ω    -65.46  -0.46   1.00    5.00    --  -19.34  94.56 145.16   65
  3  ω    -60.89   0.11   1.00    5.00    --  -14.77  94.56 -34.84   61
  4  ω   -100.81  15.19   1.00    5.00    --   -9.84 -59.25 164.08  116
  5  ω   -100.81  15.19   1.00    5.00    --   -9.84 -59.25 -51.92  116
  6  ω    -65.46  -0.46   1.00    5.00    --  -19.34  94.56   1.16   65
  7  φ   -349.73  10.27   1.00    5.00   6.61  -9.84 -31.50    --   360
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0493502000
_diffrn_orient_matrix_UB_12      0.0507182000
_diffrn_orient_matrix_UB_13      -0.0443625000
_diffrn_orient_matrix_UB_21      -0.1037326000
_diffrn_orient_matrix_UB_22      0.1044106000
_diffrn_orient_matrix_UB_23      -0.0010483000
_diffrn_orient_matrix_UB_31      0.1070308000
_diffrn_orient_matrix_UB_32      0.0777601000
_diffrn_orient_matrix_UB_33      0.0304046000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.776
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                999
_reflns_number_total             1069
_reflns_odcompleteness_completeness 83.32
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     36.82
_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       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5-ac6-016 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac6-016 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.753
_refine_diff_density_min         -0.401
_refine_diff_density_rms         0.104
_refine_ls_abs_structure_details 
;
 Flack x determined using 388 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.14(14)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.170
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     96
_refine_ls_number_reflns         1069
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0505
_refine_ls_restrained_S_all      1.169
_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)+(0.0696P)²+0.2466P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1295
_refine_ls_wR_factor_ref         0.1329
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
2.b Idealised tetrahedral OH refined as rotating group:
 O4(H4)
;
_atom_sites_solution_hydrogens   mixed
_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 -0.7189(4) -0.7187(4) -0.14229(12) 0.0168(5) Uani 1 1 d . . . . .
F1 F -0.5203(10) -0.1057(9) -0.3305(3) 0.0287(11) Uani 1 1 d . . . . .
F2 F -0.5409(9) -0.4334(9) -0.4333(3) 0.0274(11) Uani 1 1 d . . . . .
F3 F -0.9032(9) -0.1558(9) -0.4433(3) 0.0300(12) Uani 1 1 d . . . . .
O1 O -0.6313(10) -0.5698(11) -0.2376(3) 0.0177(11) Uani 1 1 d . . . . .
O2 O -0.4485(10) -0.8610(10) -0.0967(3) 0.0214(12) Uani 1 1 d . . . . .
O3 O -0.9800(11) -0.8967(10) -0.1835(4) 0.0217(12) Uani 1 1 d . . . . .
H3 H -1.14(3) -0.81(3) -0.152(8) 0.08(4) Uiso 1 1 d . . . . .
O4 O -0.8423(10) -0.5190(11) -0.0718(4) 0.0225(12) Uani 1 1 d . . . . .
H4 H -0.702005 -0.433494 -0.039646 0.034 Uiso 1 1 calc R U . . .
C1 C -0.8585(15) -0.4495(15) -0.3078(5) 0.0194(16) Uani 1 1 d . . . . .
H1A H -0.986900 -0.337260 -0.271525 0.023 Uiso 1 1 calc R U . . .
H1B H -0.982416 -0.585608 -0.346418 0.023 Uiso 1 1 calc R U . . .
C2 C -0.7011(16) -0.2859(17) -0.3779(5) 0.0232(17) Uani 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 O1 1.575(5) . ?
P1 O2 1.485(5) . ?
P1 O3 1.534(5) . ?
P1 O4 1.540(5) . ?
F1 C2 1.331(9) . ?
F2 C2 1.338(9) . ?
F3 C2 1.350(8) . ?
O1 C1 1.433(8) . ?
O3 H3 0.99(12) . ?
O4 H4 0.8400 . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.504(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 P1 O1 105.8(3) . . ?
O2 P1 O3 114.8(3) . . ?
O2 P1 O4 115.1(3) . . ?
O3 P1 O1 105.4(3) . . ?
O3 P1 O4 105.9(3) . . ?
O4 P1 O1 109.3(3) . . ?
C1 O1 P1 119.2(4) . . ?
P1 O3 H3 101(8) . . ?
P1 O4 H4 109.5 . . ?
O1 C1 H1A 110.5 . . ?
O1 C1 H1B 110.5 . . ?
O1 C1 C2 106.0(5) . . ?
H1A C1 H1B 108.7 . . ?
C2 C1 H1A 110.5 . . ?
C2 C1 H1B 110.5 . . ?
F1 C2 F2 107.2(5) . . ?
F1 C2 F3 107.0(6) . . ?
F1 C2 C1 113.8(6) . . ?
F2 C2 F3 107.1(5) . . ?
F2 C2 C1 112.2(7) . . ?
F3 C2 C1 109.1(6) . . ?

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
O3 H3 O2 0.99(12) 1.69(12) 2.574(7) 147(13) 1_455 yes
O4 H4 O2 0.84 1.89 2.571(7) 137.9 2_455 yes

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 O1 C1 C2 170.1(5) . . . . ?
O1 C1 C2 F1 -57.5(8) . . . . ?
O1 C1 C2 F2 64.4(7) . . . . ?
O1 C1 C2 F3 -177.0(6) . . . . ?
O2 P1 O1 C1 169.6(5) . . . . ?
O3 P1 O1 C1 47.5(6) . . . . ?
O4 P1 O1 C1 -65.9(6) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.611
_oxdiff_exptl_absorpt_empirical_full_min 0.711
####################################################################### 
# 
# 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_ak-152
_database_code_depnum_ccdc_archive 'CCDC 2331216'
loop_
_audit_author_name
_audit_author_address
'R Murugavel'
;IIT Bombay
India
;
_audit_update_record             
;
2024-10-08 deposited with the CCDC.	2025-05-15 downloaded from the CCDC.
;
_audit_creation_date             2024-10-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C2 H2 F3 O4 P, H8 Na O4, 2(H2 O), C6 H14 N'
_chemical_formula_sum            'C8 H28 F3 N Na O10 P'
_chemical_formula_weight         409.27
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H20O4PN2F3Na
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'
F F 0.0171 0.0103 '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'
Na Na 0.0362 0.0249 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.4002(3)
_cell_length_b                   7.2796(2)
_cell_length_c                   19.5571(9)
_cell_angle_alpha                86.018(3)
_cell_angle_beta                 87.767(4)
_cell_angle_gamma                87.427(3)
_cell_volume                     907.48(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4240
_cell_measurement_temperature    150
_cell_measurement_theta_max      26.8220
_cell_measurement_theta_min      2.7910
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.956
_exptl_absorpt_coefficient_mu    0.250
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.38943
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             432
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.035
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0576
_diffrn_reflns_av_unetI/netI     0.0501
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            12532
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.992
_diffrn_reflns_theta_max         24.992
_diffrn_reflns_theta_min         2.807
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -104.00  24.00   1.00    4.00    --  -14.30 -72.00  90.00  128
  2  ω   -104.00  21.00   1.00    4.00    --  -14.30 -57.00-120.00  125
  3  ω    -53.00  75.00   1.00    4.00    --  -14.30  72.00   0.00  128
  4  ω    -48.00  75.00   1.00    4.00    --  -14.30  38.00 -90.00  123
  5  ω   -104.00  46.00   1.00    4.00    --  -14.30   0.00 -60.00  150
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0485642000
_diffrn_orient_matrix_UB_12      -0.0203948000
_diffrn_orient_matrix_UB_13      0.0317829000
_diffrn_orient_matrix_UB_21      -0.0932580000
_diffrn_orient_matrix_UB_22      -0.0390168000
_diffrn_orient_matrix_UB_23      0.0139480000
_diffrn_orient_matrix_UB_31      0.0356021000
_diffrn_orient_matrix_UB_32      -0.0872852000
_diffrn_orient_matrix_UB_33      -0.0108978000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2681
_reflns_number_total             3199
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.549
_refine_diff_density_min         -0.708
_refine_diff_density_rms         0.084
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         3199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0661
_refine_ls_R_factor_gt           0.0559
_refine_ls_restrained_S_all      1.105
_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)+(0.0760P)²+0.7408P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1427
_refine_ls_wR_factor_ref         0.1527
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Free rotating group:
 O9(H9A,H9B), O10(H10A,H10B)
2.b Rotating group:
 O6(H6C,H6D)
2.c Ternary CH refined with riding coordinates:
 C3(H3)
2.d Secondary CH2 refined with riding coordinates:
 C1(H1D,H1E), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B)
2.e X=CH2 refined with riding coordinates:
 O8(H8C,H8D)
2.f Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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 0.00853(11) 0.73992(10) 0.69840(4) 0.0166(2) Uani 1 1 d . . . . .
F1 F -0.0761(3) 0.9630(2) 0.92995(9) 0.0277(4) Uani 1 1 d . . . . .
F2 F -0.0359(3) 0.6714(2) 0.92080(9) 0.0308(5) Uani 1 1 d . . . . .
F3 F 0.2243(3) 0.8441(3) 0.89707(9) 0.0308(5) Uani 1 1 d . . . . .
O1 O 0.0478(3) 0.7244(3) 0.78081(10) 0.0191(5) Uani 1 1 d . . . . .
O2 O -0.2256(3) 0.7322(3) 0.69112(10) 0.0190(5) Uani 1 1 d . . . . .
O3 O 0.0965(3) 0.9217(3) 0.67128(10) 0.0213(5) Uani 1 1 d . . . . .
O4 O 0.1350(3) 0.5747(3) 0.67383(10) 0.0211(5) Uani 1 1 d . . . . .
C1 C -0.0493(5) 0.8640(4) 0.81904(15) 0.0230(7) Uani 1 1 d . . . . .
H1D H -0.203304 0.859491 0.817237 0.028 Uiso 1 1 calc R U . . .
H1E H -0.007096 0.986474 0.799523 0.028 Uiso 1 1 calc R U . . .
C2 C 0.0164(5) 0.8342(4) 0.89171(15) 0.0205(6) Uani 1 1 d . . . . .
Na1 Na 0.500000 0.500000 0.500000 0.0204(4) Uani 1 2 d S . P . .
Na2 Na 0.500000 0.000000 0.500000 0.0218(4) Uani 1 2 d S . P . .
H7C H 0.548(9) 0.180(8) 0.611(3) 0.10(2) Uiso 1 1 d . . . . .
O8 O 0.1560(3) 0.4438(3) 0.54263(10) 0.0213(5) Uani 1 1 d . . . . .
H8C H 0.078151 0.352653 0.523796 0.032 Uiso 1 1 calc R U . . .
H8D H 0.095833 0.512418 0.578575 0.032 Uiso 1 1 calc R U . . .
O5 O 0.4891(4) 0.2676(3) 0.41761(11) 0.0218(5) Uani 1 1 d . . . . .
H5C H 0.586(6) 0.282(5) 0.3940(18) 0.025(10) Uiso 1 1 d . . . . .
H5D H 0.383(7) 0.274(6) 0.390(2) 0.048(12) Uiso 1 1 d . . . . .
O6 O 0.8483(3) -0.0633(3) 0.45983(10) 0.0223(5) Uani 1 1 d . . . . .
H6C H 0.866744 -0.010666 0.419904 0.033 Uiso 1 1 d R U . . .
H6D H 0.865474 -0.177817 0.453921 0.033 Uiso 1 1 d R U . . .
O7 O 0.6037(4) 0.2322(3) 0.57663(12) 0.0244(5) Uani 1 1 d . . . . .
H7D H 0.712(8) 0.245(6) 0.590(2) 0.048(14) Uiso 1 1 d . . . . .
O9 O 0.4791(3) 0.0477(3) 0.70290(11) 0.0246(5) Uani 1 1 d G . . . .
H9A H 0.364077 -0.005288 0.700956 0.037 Uiso 1 1 d G U . . .
H9B H 0.571556 -0.039977 0.704304 0.037 Uiso 1 1 d G U . . .
O10 O 0.8900(3) 0.2602(3) 0.68300(12) 0.0274(5) Uani 1 1 d G . . . .
H10A H 0.961526 0.158989 0.682523 0.041 Uiso 1 1 d G U . . .
H10B H 0.979858 0.341099 0.686592 0.041 Uiso 1 1 d G U . . .
N1 N 0.5047(4) 0.4446(3) 0.73904(12) 0.0186(5) Uani 1 1 d . . . . .
H1A H 0.381691 0.484197 0.720092 0.022 Uiso 1 1 calc R U . . .
H1B H 0.541506 0.329909 0.725729 0.022 Uiso 1 1 calc R U . . .
H1C H 0.606320 0.523577 0.724762 0.022 Uiso 1 1 calc R U . . .
C3 C 0.4796(4) 0.4383(4) 0.81555(15) 0.0187(6) Uani 1 1 d . . . . .
H3 H 0.442314 0.565526 0.829543 0.022 Uiso 1 1 calc R U . . .
C4 C 0.3026(4) 0.3123(4) 0.83983(16) 0.0227(7) Uani 1 1 d . . . . .
H4A H 0.332315 0.187742 0.823526 0.027 Uiso 1 1 calc R U . . .
H4B H 0.169239 0.361711 0.820453 0.027 Uiso 1 1 calc R U . . .
C5 C 0.2827(5) 0.3003(4) 0.91824(16) 0.0237(7) Uani 1 1 d . . . . .
H5A H 0.241479 0.423456 0.934073 0.028 Uiso 1 1 calc R U . . .
H5B H 0.171565 0.215006 0.933688 0.028 Uiso 1 1 calc R U . . .
C6 C 0.4880(5) 0.2325(4) 0.95009(16) 0.0243(7) Uani 1 1 d . . . . .
H6A H 0.471973 0.229081 1.000705 0.029 Uiso 1 1 calc R U . . .
H6B H 0.525188 0.106019 0.936873 0.029 Uiso 1 1 calc R U . . .
C7 C 0.6614(5) 0.3605(4) 0.92558(15) 0.0236(7) Uani 1 1 d . . . . .
H7A H 0.794837 0.314178 0.945706 0.028 Uiso 1 1 calc R U . . .
H7B H 0.627954 0.484997 0.941450 0.028 Uiso 1 1 calc R U . . .
C8 C 0.6863(4) 0.3724(4) 0.84753(15) 0.0201(6) Uani 1 1 d . . . . .
H8A H 0.730060 0.249782 0.831735 0.024 Uiso 1 1 calc R U . . .
H8B H 0.796438 0.459353 0.832624 0.024 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O1 1.636(2) . ?
P1 O2 1.515(2) . ?
P1 O3 1.515(2) . ?
P1 O4 1.515(2) . ?
F1 C2 1.342(3) . ?
F2 C2 1.329(3) . ?
F3 C2 1.345(3) . ?
O1 C1 1.411(3) . ?
C1 H1D 0.9900 . ?
C1 H1E 0.9900 . ?
C1 C2 1.496(4) . ?
Na1 Na2 3.63981(12) 1_565 ?
Na1 Na2 3.63981(11) . ?
Na1 O8 2.3663(19) 2_666 ?
Na1 O8 2.3662(19) . ?
Na1 O5 2.421(2) . ?
Na1 O5 2.421(2) 2_666 ?
Na1 O7 2.458(2) 2_666 ?
Na1 O7 2.458(2) . ?
Na2 H7C 2.64(6) . ?
Na2 O5 2.441(2) 2_656 ?
Na2 O5 2.441(2) . ?
Na2 O6 2.370(2) 2_656 ?
Na2 O6 2.371(2) . ?
Na2 O7 2.464(2) . ?
Na2 O7 2.464(2) 2_656 ?
O8 H8C 0.9500 . ?
O8 H8D 0.9500 . ?
O5 H5C 0.77(4) . ?
O5 H5D 0.87(5) . ?
O6 H6C 0.8519 . ?
O6 H6D 0.8512 . ?
O7 H7C 0.82(6) . ?
O7 H7D 0.76(5) . ?
O9 H9A 0.8497 . ?
O9 H9B 0.8502 . ?
O10 H10A 0.8503 . ?
O10 H10B 0.8498 . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 H1C 0.9100 . ?
N1 C3 1.496(4) . ?
C3 H3 1.0000 . ?
C3 C4 1.530(4) . ?
C3 C8 1.529(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.531(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.523(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.522(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.526(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 P1 O1 106.25(11) . . ?
O2 P1 O3 113.53(11) . . ?
O2 P1 O4 114.76(11) . . ?
O3 P1 O1 105.63(11) . . ?
O4 P1 O1 102.52(11) . . ?
O4 P1 O3 112.82(12) . . ?
C1 O1 P1 116.37(17) . . ?
O1 C1 H1D 110.0 . . ?
O1 C1 H1E 110.0 . . ?
O1 C1 C2 108.6(2) . . ?
H1D C1 H1E 108.3 . . ?
C2 C1 H1D 110.0 . . ?
C2 C1 H1E 110.0 . . ?
F1 C2 F3 107.4(2) . . ?
F1 C2 C1 110.2(2) . . ?
F2 C2 F1 106.9(2) . . ?
F2 C2 F3 106.9(2) . . ?
F2 C2 C1 112.8(2) . . ?
F3 C2 C1 112.2(2) . . ?
Na2 Na1 Na2 180.0 1_565 . ?
O8 Na1 Na2 79.04(5) . . ?
O8 Na1 Na2 100.96(5) 2_666 . ?
O8 Na1 Na2 100.96(5) . 1_565 ?
O8 Na1 Na2 79.04(5) 2_666 1_565 ?
O8 Na1 O8 180.0 . 2_666 ?
O8 Na1 O5 87.54(8) . 2_666 ?
O8 Na1 O5 87.54(8) 2_666 . ?
O8 Na1 O5 92.47(8) 2_666 2_666 ?
O8 Na1 O5 92.46(8) . . ?
O8 Na1 O7 85.03(8) . . ?
O8 Na1 O7 85.03(8) 2_666 2_666 ?
O8 Na1 O7 94.97(8) 2_666 . ?
O8 Na1 O7 94.97(8) . 2_666 ?
O5 Na1 Na2 41.73(5) . . ?
O5 Na1 Na2 41.73(5) 2_666 1_565 ?
O5 Na1 Na2 138.27(5) 2_666 . ?
O5 Na1 Na2 138.27(5) . 1_565 ?
O5 Na1 O5 180.0 . 2_666 ?
O5 Na1 O7 82.38(7) 2_666 2_666 ?
O5 Na1 O7 97.62(7) 2_666 . ?
O5 Na1 O7 97.62(7) . 2_666 ?
O5 Na1 O7 82.38(7) . . ?
O7 Na1 Na2 137.62(6) 2_666 . ?
O7 Na1 Na2 137.62(6) . 1_565 ?
O7 Na1 Na2 42.38(6) 2_666 1_565 ?
O7 Na1 Na2 42.38(6) . . ?
O7 Na1 O7 180.0 2_666 . ?
Na1 Na2 Na1 180.0 1_545 . ?
Na1 Na2 H7C 56.0(13) . . ?
Na1 Na2 H7C 124.0(14) 1_545 . ?
O5 Na2 Na1 138.68(5) 2_656 . ?
O5 Na2 Na1 41.32(5) . . ?
O5 Na2 Na1 138.68(5) . 1_545 ?
O5 Na2 Na1 41.32(5) 2_656 1_545 ?
O5 Na2 H7C 97.2(14) . . ?
O5 Na2 H7C 82.8(14) 2_656 . ?
O5 Na2 O5 180.0 2_656 . ?
O5 Na2 O7 81.85(7) . . ?
O5 Na2 O7 81.85(7) 2_656 2_656 ?
O5 Na2 O7 98.15(7) . 2_656 ?
O5 Na2 O7 98.15(7) 2_656 . ?
O6 Na2 Na1 79.91(5) . 1_545 ?
O6 Na2 Na1 79.91(5) 2_656 . ?
O6 Na2 Na1 100.09(5) . . ?
O6 Na2 Na1 100.09(5) 2_656 1_545 ?
O6 Na2 H7C 103.5(13) . . ?
O6 Na2 H7C 76.5(13) 2_656 . ?
O6 Na2 O5 92.15(8) . 2_656 ?
O6 Na2 O5 92.15(8) 2_656 . ?
O6 Na2 O5 87.85(8) . . ?
O6 Na2 O5 87.85(8) 2_656 2_656 ?
O6 Na2 O6 180.0 2_656 . ?
O6 Na2 O7 93.45(8) 2_656 2_656 ?
O6 Na2 O7 86.55(8) . 2_656 ?
O6 Na2 O7 93.45(8) . . ?
O6 Na2 O7 86.55(8) 2_656 . ?
O7 Na2 Na1 137.75(5) . 1_545 ?
O7 Na2 Na1 42.25(5) 2_656 1_545 ?
O7 Na2 Na1 42.25(5) . . ?
O7 Na2 Na1 137.75(5) 2_656 . ?
O7 Na2 H7C 18.0(13) . . ?
O7 Na2 H7C 162.0(14) 2_656 . ?
O7 Na2 O7 180.00(11) 2_656 . ?
Na1 O8 H8C 120.0 . . ?
Na1 O8 H8D 120.0 . . ?
H8C O8 H8D 120.0 . . ?
Na1 O5 Na2 96.95(8) . . ?
Na1 O5 H5C 105(3) . . ?
Na1 O5 H5D 118(3) . . ?
Na2 O5 H5C 117(3) . . ?
Na2 O5 H5D 115(3) . . ?
H5C O5 H5D 105(4) . . ?
Na2 O6 H6C 109.3 . . ?
Na2 O6 H6D 109.4 . . ?
H6C O6 H6D 104.4 . . ?
Na1 O7 Na2 95.36(8) . . ?
Na1 O7 H7C 133(4) . . ?
Na1 O7 H7D 110(3) . . ?
Na2 O7 H7C 93(4) . . ?
Na2 O7 H7D 128(3) . . ?
H7C O7 H7D 100(5) . . ?
H9A O9 H9B 104.5 . . ?
H10A O10 H10B 104.5 . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C3 N1 H1A 109.5 . . ?
C3 N1 H1B 109.5 . . ?
C3 N1 H1C 109.5 . . ?
N1 C3 H3 108.7 . . ?
N1 C3 C4 109.9(2) . . ?
N1 C3 C8 109.6(2) . . ?
C4 C3 H3 108.7 . . ?
C8 C3 H3 108.7 . . ?
C8 C3 C4 111.3(2) . . ?
C3 C4 H4A 109.7 . . ?
C3 C4 H4B 109.7 . . ?
C3 C4 C5 109.7(2) . . ?
H4A C4 H4B 108.2 . . ?
C5 C4 H4A 109.7 . . ?
C5 C4 H4B 109.7 . . ?
C4 C5 H5A 109.4 . . ?
C4 C5 H5B 109.4 . . ?
H5A C5 H5B 108.0 . . ?
C6 C5 C4 111.3(2) . . ?
C6 C5 H5A 109.4 . . ?
C6 C5 H5B 109.4 . . ?
C5 C6 H6A 109.7 . . ?
C5 C6 H6B 109.7 . . ?
H6A C6 H6B 108.2 . . ?
C7 C6 C5 109.9(2) . . ?
C7 C6 H6A 109.7 . . ?
C7 C6 H6B 109.7 . . ?
C6 C7 H7A 109.4 . . ?
C6 C7 H7B 109.4 . . ?
C6 C7 C8 110.9(2) . . ?
H7A C7 H7B 108.0 . . ?
C8 C7 H7A 109.4 . . ?
C8 C7 H7B 109.4 . . ?
C3 C8 H8A 109.6 . . ?
C3 C8 H8B 109.6 . . ?
C7 C8 C3 110.1(2) . . ?
C7 C8 H8A 109.6 . . ?
C7 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?

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
O7 H7C O9 0.82(6) 2.03(6) 2.832(3) 166(6) . yes
O8 H8C O8 0.95 2.41 2.713(4) 98.1 2_566 yes
O8 H8D O4 0.95 1.98 2.795(3) 143.2 . yes
O5 H5D O2 0.87(5) 1.92(5) 2.765(3) 161(4) 2_566 yes
O6 H6C O3 0.85 1.86 2.712(3) 173.5 2_666 yes
O6 H6D O8 0.85 1.94 2.775(3) 165.2 2_656 yes
O7 H7D O10 0.76(5) 2.19(5) 2.849(3) 144(4) . yes
O9 H9A O3 0.85 1.94 2.760(3) 162.6 1_545 yes
O10 H10A O3 0.85 1.92 2.763(3) 171.7 1_645 yes
O10 H10B O4 0.85 2.00 2.825(3) 162.2 1_655 yes
N1 H1A O4 0.91 1.92 2.826(3) 175.4 . yes
N1 H1C O2 0.91 1.96 2.857(3) 167.6 1_655 yes

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 O1 C1 C2 -176.07(18) . . . . ?
O1 C1 C2 F1 -178.9(2) . . . . ?
O1 C1 C2 F2 -59.5(3) . . . . ?
O1 C1 C2 F3 61.3(3) . . . . ?
O2 P1 O1 C1 -60.2(2) . . . . ?
O3 P1 O1 C1 60.7(2) . . . . ?
O4 P1 O1 C1 179.0(2) . . . . ?
N1 C3 C4 C5 177.9(2) . . . . ?
N1 C3 C8 C7 -178.5(2) . . . . ?
C3 C4 C5 C6 -56.9(3) . . . . ?
C4 C3 C8 C7 -56.8(3) . . . . ?
C4 C5 C6 C7 57.9(3) . . . . ?
C5 C6 C7 C8 -57.9(3) . . . . ?
C6 C7 C8 C3 57.4(3) . . . . ?
C8 C3 C4 C5 56.3(3) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.606
_oxdiff_exptl_absorpt_empirical_full_min 0.434
####################################################################### 
# 
# 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_rm_ak_613_0ma
_database_code_depnum_ccdc_archive 'CCDC 2331215'
loop_
_audit_author_name
_audit_author_address
'R Murugavel'
;IIT Bombay
India
;
_audit_update_record             
;
2024-10-08 deposited with the CCDC.	2025-05-15 downloaded from the CCDC.
;
_audit_creation_date             2024-10-07
_audit_creation_method           
;
Olex2 1.5-ac6-016
(compiled 2024.01.13 svn.r2f8d729c for Rigaku Oxford Diffraction, GUI svn.r6897)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 H6 F6 Na2 O8 P2'
_chemical_formula_sum            'C4 H6 F6 Na2 O8 P2'
_chemical_formula_weight         404.01
_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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.0362 0.0249 '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/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                   14.599(7)
_cell_length_b                   6.622(3)
_cell_length_c                   13.912(6)
_cell_angle_alpha                90
_cell_angle_beta                 95.369(12)
_cell_angle_gamma                90
_cell_volume                     1339.1(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1726
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      21.916
_cell_measurement_theta_min      2.803
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.868
_exptl_absorpt_coefficient_mu    0.499
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.4762
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Empirical absorption correction'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.004
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.292
_exptl_crystal_size_mid          0.091
_exptl_crystal_size_min          0.015
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1580
_diffrn_reflns_av_unetI/netI     0.0865
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            18988
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         2.803
_diffrn_ambient_temperature      150.0
_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 1.000
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       ?
_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_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1552
_reflns_number_total             2355
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5-ac6-016 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac6-016 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    
'olex2.solve 1.5-ac6-016 (Bourhis et al., 2015)'
_refine_diff_density_max         1.353
_refine_diff_density_min         -0.780
_refine_diff_density_rms         0.124
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     207
_refine_ls_number_reflns         2355
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1110
_refine_ls_R_factor_gt           0.0679
_refine_ls_restrained_S_all      1.040
_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)+(0.1062P)²+3.3362P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1734
_refine_ls_wR_factor_ref         0.2057
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C11(H11A,H11B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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 0.61559(12) 0.8299(2) 0.46630(11) 0.0221(4) Uani 1 1 d . . . . .
P2 P 0.34809(12) 0.7887(2) 0.25734(11) 0.0223(4) Uani 1 1 d . . . . .
Na1 Na 0.38963(17) 0.6430(4) 0.50075(16) 0.0250(6) Uani 1 1 d . . . . .
Na2 Na 0.43214(17) 0.3224(3) 0.31207(16) 0.0250(6) Uani 1 1 d . . . . .
H14 H 0.357(5) 1.010(12) 0.358(6) 0.05(3) Uiso 1 1 d . . . . .
F1 F 0.8515(4) 0.4759(9) 0.5182(4) 0.0753(17) Uani 1 1 d . . . . .
F2 F 0.9381(3) 0.7118(10) 0.4685(4) 0.0845(19) Uani 1 1 d . . . . .
F3 F 0.8483(4) 0.7737(10) 0.5801(4) 0.0846(19) Uani 1 1 d . . . . .
F11 F 0.1279(5) 0.4644(10) 0.2366(5) 0.111(3) Uani 1 1 d . . . . .
F12 F 0.0713(4) 0.6770(18) 0.1394(4) 0.166(5) Uani 1 1 d . . . . .
F13 F 0.0232(3) 0.6701(9) 0.2779(4) 0.0768(17) Uani 1 1 d . . . . .
O1 O 0.6952(3) 0.6694(6) 0.4512(3) 0.0278(10) Uani 1 1 d . . . . .
O2 O 0.5474(3) 0.7085(6) 0.5145(3) 0.0234(10) Uani 1 1 d . . . . .
O3 O 0.6553(3) 1.0136(6) 0.5179(3) 0.0244(10) Uani 1 1 d . . . . .
O4 O 0.5789(3) 0.8958(7) 0.3604(3) 0.0270(11) Uani 1 1 d . . . . .
H4 H 0.588(5) 1.043(12) 0.352(5) 0.04(2) Uiso 1 1 d . . . . .
O11 O 0.2446(3) 0.7819(7) 0.2068(3) 0.0294(11) Uani 1 1 d . . . . .
O12 O 0.3616(3) 0.6277(6) 0.3318(3) 0.0238(10) Uani 1 1 d . . . . .
O13 O 0.4075(3) 0.7768(6) 0.1744(3) 0.0227(10) Uani 1 1 d . . . . .
O14 O 0.3570(3) 1.0036(6) 0.3035(3) 0.0261(11) Uani 1 1 d . . . . .
C1 C 0.7823(4) 0.7319(11) 0.4217(5) 0.0325(16) Uani 1 1 d . . . . .
H1A H 0.782655 0.880081 0.412183 0.039 Uiso 1 1 calc R U . . .
H1B H 0.793148 0.666456 0.359794 0.039 Uiso 1 1 calc R U . . .
C2 C 0.8558(6) 0.6732(14) 0.4979(6) 0.051(2) Uani 1 1 d . . . . .
C11 C 0.1695(5) 0.7915(12) 0.2665(5) 0.0404(18) Uani 1 1 d . . . . .
H11A H 0.190582 0.745998 0.332694 0.049 Uiso 1 1 calc R U . . .
H11B H 0.147888 0.932769 0.270251 0.049 Uiso 1 1 calc R U . . .
C12 C 0.0965(6) 0.6675(17) 0.2276(7) 0.062(3) Uani 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 Na1 3.167(3) 3_666 ?
P1 Na2 3.378(3) 3_666 ?
P1 O1 1.604(4) . ?
P1 O2 1.487(4) . ?
P1 O3 1.501(4) . ?
P1 O4 1.582(4) . ?
P2 Na2 3.383(3) . ?
P2 Na2 3.443(3) 2_655 ?
P2 O11 1.606(5) . ?
P2 O12 1.486(4) . ?
P2 O13 1.509(4) . ?
P2 O14 1.562(5) . ?
Na1 Na1 3.740(5) 3_666 ?
Na1 Na2 3.477(3) . ?
Na1 Na2 3.512(4) 3_666 ?
Na1 O1 2.533(5) 3_666 ?
Na1 O2 2.519(5) 3_666 ?
Na1 O2 2.334(5) . ?
Na1 O3 2.374(5) 3_676 ?
Na1 O12 2.351(4) . ?
Na1 O13 2.463(4) 4_576 ?
Na2 O2 2.413(4) 3_666 ?
Na2 O4 2.438(4) 2_645 ?
Na2 O12 2.297(5) . ?
Na2 O13 2.351(5) 2_645 ?
Na2 O14 2.377(5) 1_545 ?
F1 C2 1.340(10) . ?
F2 C2 1.329(9) . ?
F3 C2 1.337(10) . ?
F11 C12 1.422(12) . ?
F12 C12 1.249(11) . ?
F13 C12 1.333(9) . ?
O1 C1 1.433(7) . ?
O4 H4 0.99(8) . ?
O11 C11 1.438(8) . ?
O14 H14 0.76(8) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.488(11) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.413(12) . ?

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
Na1 P1 Na2 64.07(6) 3_666 3_666 ?
O1 P1 Na1 52.48(16) . 3_666 ?
O1 P1 Na2 97.81(17) . 3_666 ?
O2 P1 Na1 51.23(17) . 3_666 ?
O2 P1 Na2 39.06(16) . 3_666 ?
O2 P1 O1 103.0(2) . . ?
O2 P1 O3 117.9(2) . . ?
O2 P1 O4 112.7(3) . . ?
O3 P1 Na1 138.18(18) . 3_666 ?
O3 P1 Na2 84.75(16) . 3_666 ?
O3 P1 O1 110.4(2) . . ?
O3 P1 O4 107.7(2) . . ?
O4 P1 Na1 113.39(19) . 3_666 ?
O4 P1 Na2 148.44(19) . 3_666 ?
O4 P1 O1 104.3(2) . . ?
Na2 P2 Na2 78.14(6) . 2_655 ?
O11 P2 Na2 137.90(17) . 2_655 ?
O11 P2 Na2 112.28(18) . . ?
O12 P2 Na2 33.57(16) . . ?
O12 P2 Na2 100.11(19) . 2_655 ?
O12 P2 O11 110.0(3) . . ?
O12 P2 O13 116.5(2) . . ?
O12 P2 O14 111.5(2) . . ?
O13 P2 Na2 84.39(17) . . ?
O13 P2 Na2 34.09(16) . 2_655 ?
O13 P2 O11 104.3(2) . . ?
O13 P2 O14 109.3(2) . . ?
O14 P2 Na2 90.70(18) . 2_655 ?
O14 P2 Na2 136.43(18) . . ?
O14 P2 O11 104.2(2) . . ?
P1 Na1 Na1 62.12(7) 3_666 3_666 ?
P1 Na1 Na2 89.04(7) 3_666 3_666 ?
P1 Na1 Na2 60.91(6) 3_666 . ?
Na2 Na1 Na1 58.11(7) . 3_666 ?
Na2 Na1 Na1 57.19(7) 3_666 3_666 ?
Na2 Na1 Na2 115.30(8) . 3_666 ?
O1 Na1 P1 30.14(10) 3_666 3_666 ?
O1 Na1 Na1 91.76(14) 3_666 3_666 ?
O1 Na1 Na2 80.04(12) 3_666 . ?
O1 Na1 Na2 101.77(13) 3_666 3_666 ?
O2 Na1 P1 102.05(13) . 3_666 ?
O2 Na1 P1 27.41(10) 3_666 3_666 ?
O2 Na1 Na1 37.81(10) 3_666 3_666 ?
O2 Na1 Na1 41.43(11) . 3_666 ?
O2 Na1 Na2 86.02(13) . . ?
O2 Na1 Na2 43.14(11) . 3_666 ?
O2 Na1 Na2 43.94(10) 3_666 . ?
O2 Na1 Na2 82.61(12) 3_666 3_666 ?
O2 Na1 O1 57.24(14) 3_666 3_666 ?
O2 Na1 O1 129.29(17) . 3_666 ?
O2 Na1 O2 79.23(16) . 3_666 ?
O2 Na1 O3 95.25(17) . 3_676 ?
O2 Na1 O12 99.66(17) . . ?
O2 Na1 O13 82.35(15) . 4_576 ?
O3 Na1 P1 162.33(15) 3_676 3_666 ?
O3 Na1 Na1 135.55(16) 3_676 3_666 ?
O3 Na1 Na2 124.70(13) 3_676 . ?
O3 Na1 Na2 101.34(13) 3_676 3_666 ?
O3 Na1 O1 132.40(18) 3_676 3_666 ?
O3 Na1 O2 167.20(17) 3_676 3_666 ?
O3 Na1 O13 84.47(15) 3_676 4_576 ?
O12 Na1 P1 95.61(12) . 3_666 ?
O12 Na1 Na1 92.41(14) . 3_666 ?
O12 Na1 Na2 40.99(11) . . ?
O12 Na1 Na2 142.37(14) . 3_666 ?
O12 Na1 O1 100.68(16) . 3_666 ?
O12 Na1 O2 84.66(15) . 3_666 ?
O12 Na1 O3 84.91(15) . 3_676 ?
O12 Na1 O13 169.34(17) . 4_576 ?
O13 Na1 P1 94.19(12) 4_576 3_666 ?
O13 Na1 Na1 95.88(13) 4_576 3_666 ?
O13 Na1 Na2 41.91(11) 4_576 3_666 ?
O13 Na1 Na2 149.55(14) 4_576 . ?
O13 Na1 O1 85.78(15) 4_576 3_666 ?
O13 Na1 O2 106.00(15) 4_576 3_666 ?
P1 Na2 P2 112.12(7) 3_666 . ?
P1 Na2 P2 120.92(8) 3_666 2_645 ?
P1 Na2 Na1 62.90(7) 3_666 3_666 ?
P1 Na2 Na1 55.02(6) 3_666 . ?
P2 Na2 P2 108.90(8) . 2_645 ?
P2 Na2 Na1 119.22(8) 2_645 . ?
P2 Na2 Na1 109.59(8) . 3_666 ?
P2 Na2 Na1 61.70(6) . . ?
P2 Na2 Na1 64.35(7) 2_645 3_666 ?
Na1 Na2 Na1 64.70(8) . 3_666 ?
O2 Na2 P1 22.86(10) 3_666 3_666 ?
O2 Na2 P2 104.09(13) 3_666 2_645 ?
O2 Na2 P2 108.11(12) 3_666 . ?
O2 Na2 Na1 41.40(11) 3_666 3_666 ?
O2 Na2 Na1 46.42(11) 3_666 . ?
O2 Na2 O4 172.61(18) 3_666 2_645 ?
O4 Na2 P1 163.19(15) 2_645 3_666 ?
O4 Na2 P2 66.89(12) 2_645 . ?
O4 Na2 P2 73.41(12) 2_645 2_645 ?
O4 Na2 Na1 133.84(14) 2_645 3_666 ?
O4 Na2 Na1 128.39(14) 2_645 . ?
O12 Na2 P1 91.20(12) . 3_666 ?
O12 Na2 P2 122.03(14) . 2_645 ?
O12 Na2 P2 20.97(10) . . ?
O12 Na2 Na1 99.42(13) . 3_666 ?
O12 Na2 Na1 42.17(11) . . ?
O12 Na2 O2 88.30(15) . 3_666 ?
O12 Na2 O4 87.29(16) . 2_645 ?
O12 Na2 O13 123.91(17) . 2_645 ?
O12 Na2 O14 125.30(19) . 1_545 ?
O13 Na2 P1 100.21(12) 2_645 3_666 ?
O13 Na2 P2 21.09(10) 2_645 2_645 ?
O13 Na2 P2 118.22(13) 2_645 . ?
O13 Na2 Na1 105.35(13) 2_645 . ?
O13 Na2 Na1 44.41(11) 2_645 3_666 ?
O13 Na2 O2 83.08(15) 2_645 3_666 ?
O13 Na2 O4 94.48(16) 2_645 2_645 ?
O13 Na2 O14 109.95(17) 2_645 1_545 ?
O14 Na2 P1 69.32(12) 1_545 3_666 ?
O14 Na2 P2 111.47(14) 1_545 2_645 ?
O14 Na2 P2 130.06(15) 1_545 . ?
O14 Na2 Na1 117.78(14) 1_545 . ?
O14 Na2 Na1 113.66(14) 1_545 3_666 ?
O14 Na2 O2 89.32(16) 1_545 3_666 ?
O14 Na2 O4 98.06(17) 1_545 2_645 ?
P1 O1 Na1 97.4(2) . 3_666 ?
C1 O1 P1 121.3(4) . . ?
C1 O1 Na1 141.3(4) . 3_666 ?
P1 O2 Na1 101.4(2) . 3_666 ?
P1 O2 Na1 139.5(2) . . ?
P1 O2 Na2 118.1(2) . 3_666 ?
Na1 O2 Na1 100.77(16) . 3_666 ?
Na1 O2 Na2 95.45(16) . 3_666 ?
Na2 O2 Na1 89.63(15) 3_666 3_666 ?
P1 O3 Na1 129.3(2) . 3_676 ?
P1 O4 Na2 147.9(3) . 2_655 ?
P1 O4 H4 110(4) . . ?
Na2 O4 H4 94(4) 2_655 . ?
C11 O11 P2 118.8(4) . . ?
P2 O12 Na1 131.7(2) . . ?
P2 O12 Na2 125.5(2) . . ?
Na2 O12 Na1 96.84(16) . . ?
P2 O13 Na1 136.3(2) . 4_575 ?
P2 O13 Na2 124.8(2) . 2_655 ?
Na2 O13 Na1 93.68(15) 2_655 4_575 ?
P2 O14 Na2 148.2(3) . 1_565 ?
P2 O14 H14 117(6) . . ?
Na2 O14 H14 87(6) 1_565 . ?
O1 C1 H1A 109.9 . . ?
O1 C1 H1B 109.9 . . ?
O1 C1 C2 108.7(6) . . ?
H1A C1 H1B 108.3 . . ?
C2 C1 H1A 109.9 . . ?
C2 C1 H1B 109.9 . . ?
F1 C2 C1 111.1(7) . . ?
F2 C2 F1 108.3(7) . . ?
F2 C2 F3 108.5(8) . . ?
F2 C2 C1 110.1(7) . . ?
F3 C2 F1 107.2(7) . . ?
F3 C2 C1 111.6(7) . . ?
O11 C11 H11A 109.7 . . ?
O11 C11 H11B 109.7 . . ?
H11A C11 H11B 108.2 . . ?
C12 C11 O11 109.9(6) . . ?
C12 C11 H11A 109.7 . . ?
C12 C11 H11B 109.7 . . ?
F12 C12 F11 101.4(9) . . ?
F12 C12 F13 109.7(8) . . ?
F12 C12 C11 119.3(9) . . ?
F13 C12 F11 103.5(8) . . ?
F13 C12 C11 113.9(7) . . ?
C11 C12 F11 106.9(8) . . ?

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
O14 H14 O3 0.76(8) 1.76(8) 2.510(6) 169(9) 3_676 yes
O4 H4 O13 0.99(8) 1.60(8) 2.580(6) 172(7) 2_655 yes

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 O1 C1 C2 119.3(6) . . . . ?
P2 O11 C11 C12 -143.8(6) . . . . ?
Na1 P1 O1 C1 -178.3(5) 3_666 . . . ?
Na1 P1 O2 Na1 -121.9(4) 3_666 . . . ?
Na1 P1 O2 Na2 95.7(3) 3_666 . . 3_666 ?
Na1 P1 O3 Na1 -158.73(19) 3_666 . . 3_676 ?
Na1 P1 O4 Na2 -36.6(6) 3_666 . . 2_655 ?
Na1 O1 C1 C2 -58.0(9) 3_666 . . . ?
Na2 P1 O1 Na1 48.57(15) 3_666 . . 3_666 ?
Na2 P1 O1 C1 -129.7(4) 3_666 . . . ?
Na2 P1 O2 Na1 142.3(5) 3_666 . . . ?
Na2 P1 O2 Na1 -95.7(3) 3_666 . . 3_666 ?
Na2 P1 O3 Na1 -118.3(3) 3_666 . . 3_676 ?
Na2 P1 O4 Na2 -114.7(5) 3_666 . . 2_655 ?
Na2 P2 O11 C11 -172.4(4) 2_655 . . . ?
Na2 P2 O11 C11 90.5(5) . . . . ?
Na2 P2 O12 Na1 96.4(3) 2_655 . . . ?
Na2 P2 O12 Na1 146.1(5) . . . . ?
Na2 P2 O12 Na2 -49.7(3) 2_655 . . . ?
Na2 P2 O13 Na1 -147.3(5) 2_655 . . 4_575 ?
Na2 P2 O13 Na1 135.6(3) . . . 4_575 ?
Na2 P2 O13 Na2 -77.1(2) . . . 2_655 ?
Na2 P2 O14 Na2 94.4(5) . . . 1_565 ?
Na2 P2 O14 Na2 20.9(5) 2_655 . . 1_565 ?
O1 P1 O2 Na1 -131.3(4) . . . . ?
O1 P1 O2 Na1 -9.3(2) . . . 3_666 ?
O1 P1 O2 Na2 86.4(3) . . . 3_666 ?
O1 P1 O3 Na1 145.3(3) . . . 3_676 ?
O1 P1 O4 Na2 18.3(6) . . . 2_655 ?
O1 C1 C2 F1 54.1(8) . . . . ?
O1 C1 C2 F2 174.0(6) . . . . ?
O1 C1 C2 F3 -65.5(9) . . . . ?
O2 P1 O1 Na1 9.2(2) . . . 3_666 ?
O2 P1 O1 C1 -169.1(4) . . . . ?
O2 P1 O3 Na1 -96.8(3) . . . 3_676 ?
O2 P1 O4 Na2 -92.7(5) . . . 2_655 ?
O3 P1 O1 Na1 135.8(2) . . . 3_666 ?
O3 P1 O1 C1 -42.5(5) . . . . ?
O3 P1 O2 Na1 -131.0(2) . . . 3_666 ?
O3 P1 O2 Na1 107.0(4) . . . . ?
O3 P1 O2 Na2 -35.3(3) . . . 3_666 ?
O3 P1 O4 Na2 135.6(5) . . . 2_655 ?
O4 P1 O1 Na1 -108.7(2) . . . 3_666 ?
O4 P1 O1 C1 73.0(5) . . . . ?
O4 P1 O2 Na1 102.5(2) . . . 3_666 ?
O4 P1 O2 Na1 -19.5(5) . . . . ?
O4 P1 O2 Na2 -161.8(2) . . . 3_666 ?
O4 P1 O3 Na1 32.0(4) . . . 3_676 ?
O11 P2 O12 Na1 -113.5(3) . . . . ?
O11 P2 O12 Na2 100.4(3) . . . . ?
O11 P2 O13 Na1 24.0(4) . . . 4_575 ?
O11 P2 O13 Na2 171.3(3) . . . 2_655 ?
O11 P2 O14 Na2 -119.3(5) . . . 1_565 ?
O11 C11 C12 F11 67.3(9) . . . . ?
O11 C11 C12 F12 -46.8(12) . . . . ?
O11 C11 C12 F13 -179.0(7) . . . . ?
O12 P2 O11 C11 54.5(5) . . . . ?
O12 P2 O13 Na1 145.5(3) . . . 4_575 ?
O12 P2 O13 Na2 -67.2(3) . . . 2_655 ?
O12 P2 O14 Na2 122.1(5) . . . 1_565 ?
O13 P2 O11 C11 -179.7(5) . . . . ?
O13 P2 O12 Na1 128.0(3) . . . . ?
O13 P2 O12 Na2 -18.1(4) . . . . ?
O13 P2 O14 Na2 -8.2(6) . . . 1_565 ?
O14 P2 O11 C11 -65.1(5) . . . . ?
O14 P2 O12 Na1 1.6(4) . . . . ?
O14 P2 O12 Na2 -144.5(3) . . . . ?
O14 P2 O13 Na1 -86.9(4) . . . 4_575 ?
O14 P2 O13 Na2 60.4(3) . . . 2_655 ?


_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_RM_AK_NEOPENTYL_PHOSPHATE_autored
_database_code_depnum_ccdc_archive 'CCDC 2331212'
loop_
_audit_author_name
_audit_author_address
'R Murugavel'
;IIT Bombay
India
;
_audit_update_record             
;
2024-10-08 deposited with the CCDC.	2025-05-15 downloaded from the CCDC.
;
_audit_creation_date             2022-05-09
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_chemical_formula_moiety         'C5 H11 O4 P, H2 O, C H4 O, 2(C6 H14 N)'
_chemical_formula_sum            'C18 H45 N2 O6 P'
_chemical_formula_weight         416.54
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
P 0.10434 0.09671 6.43450 4.17910 1.78000 1.49080 1.90670 27.15700 0.52600
68.16450 1.11489999294
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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 2ybc (x-z,y,z)'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x-1/2,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   15.4547(10)
_cell_length_b                   6.4842(3)
_cell_length_c                   25.2056(17)
_cell_angle_alpha                90
_cell_angle_beta                 104.490(7)
_cell_angle_gamma                90
_cell_volume                     2445.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1525
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      20.5310
_cell_measurement_theta_min      2.7150
_exptl_absorpt_coefficient_mu    0.144
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91191
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.1313
_exptl_crystal_description       plate
_exptl_crystal_F_000             920.8709
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.188
_exptl_crystal_size_mid          0.159
_exptl_crystal_size_min          0.098
_diffrn_reflns_av_R_equivalents  0.0978
_diffrn_reflns_av_unetI/netI     0.1246
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            23318
_diffrn_reflns_theta_full        24.9995
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.77
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.9974
_diffrn_measured_fraction_theta_max 0.9974
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ     -9.73 182.27   1.20   10.00  13.56  -2.89 -31.50    --   160
  2  ω    -38.66  22.54   1.20   10.00    --   -2.89 -59.25  92.08   51
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0048250000
_diffrn_orient_matrix_UB_12      -0.0079656000
_diffrn_orient_matrix_UB_13      -0.0271977000
_diffrn_orient_matrix_UB_21      0.0460257000
_diffrn_orient_matrix_UB_22      -0.0225476000
_diffrn_orient_matrix_UB_23      0.0102801000
_diffrn_orient_matrix_UB_31      -0.0101311000
_diffrn_orient_matrix_UB_32      -0.1067410000
_diffrn_orient_matrix_UB_33      -0.0001347000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              13
_reflns_limit_h_min              -18
_reflns_limit_k_max              7
_reflns_limit_k_min              0
_reflns_limit_l_max              29
_reflns_limit_l_min              -12
_reflns_number_gt                3027
_reflns_number_total             4297
_reflns_odcompleteness_completeness 80.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.48
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.9069
_refine_diff_density_min         -0.8718
_refine_diff_density_rms         0.0999
_refine_ls_d_res_high            0.8409
_refine_ls_d_res_low             11.5348
_refine_ls_goodness_of_fit_ref   1.0398
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    66
_refine_ls_number_parameters     254
_refine_ls_number_reflns         4297
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1067
_refine_ls_R_factor_gt           0.0729
_refine_ls_restrained_S_all      1.0398
_refine_ls_shift/su_max          0.0007
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0700P)²+4.3823P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1695
_refine_ls_wR_factor_ref         0.1941
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2.a Free rotating group:
 O5(H5d,H5e)
2.b Ternary CH refined with riding coordinates:
 C12(H12), C6(H6)
2.c Secondary CH2 refined with riding coordinates:
 C1(H1a,H1b), C13(H13a,H13b), C14(H14a,H14b), C15(H15a,H15b), C16(H16a,H16b),
 C17(H17a,H17b), C7(H7a,H7b), C8(H8a,H8b), C9(H9a,H9b), C10(H10a,H10b),
 C11(H11a,H11b)
2.d Idealised Me refined as rotating group:
 C3(H3a,H3b,H3c), C4(H4a,H4b,H4c), C5(H5a,H5b,H5c), C18(H18a,H18b,H18c),
 N1(H1c,H1d,H1e), N2(H2a,H2b,H2c)
2.e Idealised tetrahedral OH refined as rotating group:
 O6(H6a)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
P1 P 0.41689(6) 0.31281(12) 0.72265(4) 0.0212(3) Uani 1.000000 .
O1 O 0.4144(2) 0.3489(6) 0.65939(12) 0.0661(10) Uani 1.000000 .
O2 O 0.33564(16) 0.1899(3) 0.72521(11) 0.0321(6) Uani 1.000000 .
O3 O 0.41231(15) 0.5331(3) 0.74146(11) 0.0343(7) Uani 1.000000 .
O4 O 0.50342(16) 0.2074(4) 0.74939(12) 0.0405(7) Uani 1.000000 .
C1 C 0.4039(5) 0.2011(13) 0.6236(2) 0.107(3) Uani 1.000000 .
H1a H 0.4452(5) 0.0880(13) 0.6396(2) 0.128(3) Uiso 1.000000 R
H1b H 0.3423(5) 0.1474(13) 0.6180(2) 0.128(3) Uiso 1.000000 R
C2 C 0.4184(3) 0.2504(8) 0.56873(17) 0.0500(12) Uani 1.000000 .
C3 C 0.4064(7) 0.0453(17) 0.5383(4) 0.194(5) Uani 1.000000 .
H3a H 0.348(3) 0.044(7) 0.511(3) 0.290(8) Uiso 1.000000 GR
H3b H 0.454(4) 0.028(8) 0.520(4) 0.290(8) Uiso 1.000000 GR
H3c H 0.409(7) -0.068(2) 0.5644(7) 0.290(8) Uiso 1.000000 GR
C4 C 0.3558(7) 0.410(2) 0.5412(4) 0.212(6) Uani 1.000000 .
H4a H 0.2944(8) 0.358(7) 0.535(4) 0.319(9) Uiso 1.000000 GR
H4b H 0.363(5) 0.533(6) 0.564(2) 0.319(9) Uiso 1.000000 GR
H4c H 0.368(5) 0.444(14) 0.506(2) 0.319(9) Uiso 1.000000 GR
C5 C 0.5151(4) 0.3147(11) 0.5754(3) 0.094(2) Uani 1.000000 .
H5a H 0.5246(9) 0.350(7) 0.5395(4) 0.141(3) Uiso 1.000000 GR
H5b H 0.5283(10) 0.435(5) 0.5997(16) 0.141(3) Uiso 1.000000 GR
H5c H 0.5546(4) 0.200(3) 0.5913(18) 0.141(3) Uiso 1.000000 GR
O5 O 0.66228(17) 0.2922(4) 0.72928(14) 0.0457(8) Uani 1.000000 .
H5d H 0.6135(18) 0.274(6) 0.740(2) 0.0685(12) Uiso 1.000000 G
H5e H 0.664(3) 0.4241(14) 0.7233(19) 0.0685(12) Uiso 1.000000 G
O6 O 0.82321(18) 0.2126(4) 0.78871(13) 0.0447(8) Uani 1.000000 .
H6a H 0.7695(9) 0.235(6) 0.7727(9) 0.0671(11) Uiso 1.000000 GR
C18 C 0.8449(3) 0.3164(7) 0.8403(2) 0.0605(13) Uani 1.000000 .
H18a H 0.840(2) 0.4658(8) 0.8342(2) 0.091(2) Uiso 1.000000 GR
H18b H 0.8034(15) 0.273(4) 0.8618(6) 0.091(2) Uiso 1.000000 GR
H18c H 0.9061(9) 0.281(4) 0.8602(6) 0.091(2) Uiso 1.000000 GR
N1 N 0.54457(19) 0.8091(4) 0.77247(12) 0.0285(7) Uani 1.000000 .
H1c H 0.5905(4) 0.781(3) 0.75701(12) 0.0342(9) Uiso 1.000000 GR
H1d H 0.5001(10) 0.715(2) 0.76068(14) 0.0342(9) Uiso 1.000000 GR
H1e H 0.5234(14) 0.9381(11) 0.76260(13) 0.0342(9) Uiso 1.000000 GR
C12 C 0.5773(3) 0.7972(6) 0.83404(16) 0.0364(9) Uani 1.000000 .
H12 H 0.5259(3) 0.8272(6) 0.85032(16) 0.0437(11) Uiso 1.000000 R
C13 C 0.6110(3) 0.5813(6) 0.85103(17) 0.0451(11) Uani 1.000000 .
H13a H 0.5619(3) 0.4807(6) 0.83890(17) 0.0541(13) Uiso 1.000000 R
H13b H 0.6594(3) 0.5449(6) 0.83336(17) 0.0541(13) Uiso 1.000000 R
C14 C 0.6466(3) 0.5711(7) 0.91399(19) 0.0578(14) Uani 1.000000 .
H14a H 0.5966(3) 0.5932(7) 0.93138(19) 0.0694(16) Uiso 1.000000 R
H14b H 0.6718(3) 0.4324(7) 0.92465(19) 0.0694(16) Uiso 1.000000 R
C15 C 0.7175(3) 0.7316(7) 0.93434(19) 0.0537(13) Uani 1.000000 .
H15a H 0.7369(3) 0.7262(7) 0.97484(19) 0.0644(15) Uiso 1.000000 R
H15b H 0.7701(3) 0.7016(7) 0.91984(19) 0.0644(15) Uiso 1.000000 R
C16 C 0.6828(4) 0.9443(7) 0.91649(19) 0.0671(16) Uani 1.000000 .
H16a H 0.6338(4) 0.9792(7) 0.93380(19) 0.081(2) Uiso 1.000000 R
H16b H 0.7313(4) 1.0463(7) 0.92897(19) 0.081(2) Uiso 1.000000 R
C17 C 0.6482(3) 0.9572(6) 0.85402(18) 0.0549(14) Uani 1.000000 .
H17a H 0.6983(3) 0.9348(6) 0.83666(18) 0.0659(16) Uiso 1.000000 R
H17b H 0.6232(3) 1.0962(6) 0.84355(18) 0.0659(16) Uiso 1.000000 R
N2 N 0.27052(18) 0.7953(4) 0.70658(11) 0.0226(6) Uani 1.000000 .
H2a H 0.2946(12) 0.9241(12) 0.7113(2) 0.0271(8) Uiso 1.000000 GR
H2b H 0.2326(3) 0.779(3) 0.72865(12) 0.0271(8) Uiso 1.000000 GR
H2c H 0.3150(9) 0.700(2) 0.7154(3) 0.0271(8) Uiso 1.000000 GR
C6 C 0.2203(2) 0.7677(5) 0.64816(14) 0.0248(8) Uani 1.000000 .
H6 H 0.2640(2) 0.7662(5) 0.62486(14) 0.0298(9) Uiso 1.000000 R
C7 C 0.1707(3) 0.5634(5) 0.64120(16) 0.0355(10) Uani 1.000000 .
H7a H 0.2141(3) 0.4491(5) 0.65164(16) 0.0426(12) Uiso 1.000000 R
H7b H 0.1299(3) 0.5594(5) 0.66584(16) 0.0426(12) Uiso 1.000000 R
C8 C 0.1170(3) 0.5339(6) 0.58210(17) 0.0469(12) Uani 1.000000 .
H8a H 0.1585(3) 0.5207(6) 0.55806(17) 0.0562(14) Uiso 1.000000 R
H8b H 0.0819(3) 0.4048(6) 0.57924(17) 0.0562(14) Uiso 1.000000 R
C9 C 0.0541(3) 0.7137(6) 0.56283(18) 0.0472(12) Uani 1.000000 .
H9a H 0.0239(3) 0.6952(6) 0.52357(18) 0.0567(14) Uiso 1.000000 R
H9b H 0.0076(3) 0.7156(6) 0.58366(18) 0.0567(14) Uiso 1.000000 R
C10 C 0.1036(3) 0.9174(6) 0.57058(16) 0.0422(11) Uani 1.000000 .
H10a H 0.1453(3) 0.9219(6) 0.54652(16) 0.0507(13) Uiso 1.000000 R
H10b H 0.0603(3) 1.0317(6) 0.55981(16) 0.0507(13) Uiso 1.000000 R
C11 C 0.1560(2) 0.9466(5) 0.63016(15) 0.0297(9) Uani 1.000000 .
H11a H 0.1140(2) 0.9543(5) 0.65400(15) 0.0357(10) Uiso 1.000000 R
H11b H 0.1899(2) 1.0777(5) 0.63383(15) 0.0357(10) Uiso 1.000000 R


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O1 1.603(3) . ?
P1 O2 1.502(2) . ?
P1 O3 1.512(2) . ?
P1 O4 1.503(2) . ?
O1 C1 1.299(7) . ?
C1 H1a 0.9900 . ?
C1 H1b 0.9900 . ?
C1 C2 1.489(7) . ?
C2 C3 1.523(9) . ?
C2 C4 1.466(9) . ?
C2 C5 1.519(7) . ?
C3 H3a 0.9800 . ?
C3 H3b 0.9800 . ?
C3 H3c 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 . ?
O5 H5d 0.8706 . ?
O5 H5e 0.8698 . ?
O6 H6a 0.8400 . ?
O6 C18 1.427(5) . ?
C18 H18a 0.9800 . ?
C18 H18b 0.9800 . ?
C18 H18c 0.9800 . ?
N1 H1c 0.9100 . ?
N1 H1d 0.9100 . ?
N1 H1e 0.9100 . ?
N1 C12 1.509(5) . ?
C12 H12 1.0000 . ?
C12 C13 1.518(5) . ?
C12 C17 1.502(5) . ?
C13 H13a 0.9900 . ?
C13 H13b 0.9900 . ?
C13 C14 1.545(6) . ?
C14 H14a 0.9900 . ?
C14 H14b 0.9900 . ?
C14 C15 1.505(6) . ?
C15 H15a 0.9900 . ?
C15 H15b 0.9900 . ?
C15 C16 1.507(6) . ?
C16 H16a 0.9900 . ?
C16 H16b 0.9900 . ?
C16 C17 1.533(6) . ?
C17 H17a 0.9900 . ?
C17 H17b 0.9900 . ?
N2 H2a 0.9100 . ?
N2 H2b 0.9100 . ?
N2 H2c 0.9100 . ?
N2 C6 1.493(4) . ?
C6 H6 1.0000 . ?
C6 C7 1.519(5) . ?
C6 C11 1.521(4) . ?
C7 H7a 0.9900 . ?
C7 H7b 0.9900 . ?
C7 C8 1.525(5) . ?
C8 H8a 0.9900 . ?
C8 H8b 0.9900 . ?
C8 C9 1.518(5) . ?
C9 H9a 0.9900 . ?
C9 H9b 0.9900 . ?
C9 C10 1.515(5) . ?
C10 H10a 0.9900 . ?
C10 H10b 0.9900 . ?
C10 C11 1.529(5) . ?
C11 H11a 0.9900 . ?
C11 H11b 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 P1 O1 107.97(17) . . ?
O3 P1 O1 100.53(17) . . ?
O3 P1 O2 112.48(14) . . ?
O4 P1 O1 108.02(19) . . ?
O4 P1 O2 113.52(14) . . ?
O4 P1 O3 113.27(14) . . ?
C1 O1 P1 123.5(4) . . ?
H1a C1 O1 107.9(4) . . ?
H1b C1 O1 107.9(4) . . ?
H1b C1 H1a 107.2 . . ?
C2 C1 O1 117.7(6) . . ?
C2 C1 H1a 107.9(4) . . ?
C2 C1 H1b 107.9(3) . . ?
C3 C2 C1 104.7(6) . . ?
C4 C2 C1 110.9(6) . . ?
C4 C2 C3 113.2(8) . . ?
C5 C2 C1 109.2(5) . . ?
C5 C2 C3 106.7(6) . . ?
C5 C2 C4 111.9(7) . . ?
H3a C3 C2 109.5 . . ?
H3b C3 C2 109.5 . . ?
H3b C3 H3a 109.5 . . ?
H3c C3 C2 109.5 . . ?
H3c C3 H3a 109.5 . . ?
H3c C3 H3b 109.5 . . ?
H4a C4 C2 109.5 . . ?
H4b C4 C2 109.5 . . ?
H4b C4 H4a 109.5 . . ?
H4c C4 C2 109.5 . . ?
H4c C4 H4a 109.5 . . ?
H4c C4 H4b 109.5 . . ?
H5a C5 C2 109.5 . . ?
H5b C5 C2 109.5 . . ?
H5b C5 H5a 109.5 . . ?
H5c C5 C2 109.5 . . ?
H5c C5 H5a 109.5 . . ?
H5c C5 H5b 109.5 . . ?
H5e O5 H5d 104.5 . . ?
C18 O6 H6a 109.5 . . ?
H18a C18 O6 109.5 . . ?
H18b C18 O6 109.5 . . ?
H18b C18 H18a 109.5 . . ?
H18c C18 O6 109.5 . . ?
H18c C18 H18a 109.5 . . ?
H18c C18 H18b 109.5 . . ?
H1d N1 H1c 109.5 . . ?
H1e N1 H1c 109.5 . . ?
H1e N1 H1d 109.5 . . ?
C12 N1 H1c 109.5 . . ?
C12 N1 H1d 109.5 . . ?
C12 N1 H1e 109.5 . . ?
H12 C12 N1 108.4(2) . . ?
C13 C12 N1 109.9(3) . . ?
C13 C12 H12 108.4(3) . . ?
C17 C12 N1 109.8(3) . . ?
C17 C12 H12 108.4(3) . . ?
C17 C12 C13 111.9(3) . . ?
H13a C13 C12 109.7(2) . . ?
H13b C13 C12 109.7(3) . . ?
H13b C13 H13a 108.2 . . ?
C14 C13 C12 109.7(3) . . ?
C14 C13 H13a 109.7(2) . . ?
C14 C13 H13b 109.7(3) . . ?
H14a C14 C13 109.4(3) . . ?
H14b C14 C13 109.4(2) . . ?
H14b C14 H14a 108.0 . . ?
C15 C14 C13 111.2(4) . . ?
C15 C14 H14a 109.4(3) . . ?
C15 C14 H14b 109.4(2) . . ?
H15a C15 C14 109.5(3) . . ?
H15b C15 C14 109.5(3) . . ?
H15b C15 H15a 108.1 . . ?
C16 C15 C14 110.9(4) . . ?
C16 C15 H15a 109.5(3) . . ?
C16 C15 H15b 109.5(3) . . ?
H16a C16 C15 109.4(3) . . ?
H16b C16 C15 109.4(3) . . ?
H16b C16 H16a 108.0 . . ?
C17 C16 C15 111.3(4) . . ?
C17 C16 H16a 109.4(3) . . ?
C17 C16 H16b 109.4(3) . . ?
C16 C17 C12 110.1(4) . . ?
H17a C17 C12 109.6(3) . . ?
H17a C17 C16 109.6(3) . . ?
H17b C17 C12 109.6(2) . . ?
H17b C17 C16 109.6(2) . . ?
H17b C17 H17a 108.1 . . ?
H2b N2 H2a 109.5 . . ?
H2c N2 H2a 109.5 . . ?
H2c N2 H2b 109.5 . . ?
C6 N2 H2a 109.5 . . ?
C6 N2 H2b 109.5 . . ?
C6 N2 H2c 109.5 . . ?
H6 C6 N2 108.63(18) . . ?
C7 C6 N2 109.9(3) . . ?
C7 C6 H6 108.6(2) . . ?
C11 C6 N2 110.0(3) . . ?
C11 C6 H6 108.6(2) . . ?
C11 C6 C7 110.9(3) . . ?
H7a C7 C6 109.45(19) . . ?
H7b C7 C6 109.4(2) . . ?
H7b C7 H7a 108.0 . . ?
C8 C7 C6 111.0(3) . . ?
C8 C7 H7a 109.4(2) . . ?
C8 C7 H7b 109.4(3) . . ?
H8a C8 C7 109.3(3) . . ?
H8b C8 C7 109.3(2) . . ?
H8b C8 H8a 108.0 . . ?
C9 C8 C7 111.4(3) . . ?
C9 C8 H8a 109.3(3) . . ?
C9 C8 H8b 109.3(2) . . ?
H9a C9 C8 109.3(2) . . ?
H9b C9 C8 109.3(3) . . ?
H9b C9 H9a 108.0 . . ?
C10 C9 C8 111.5(3) . . ?
C10 C9 H9a 109.3(2) . . ?
C10 C9 H9b 109.3(3) . . ?
H10a C10 C9 109.4(3) . . ?
H10b C10 C9 109.4(2) . . ?
H10b C10 H10a 108.0 . . ?
C11 C10 C9 111.2(3) . . ?
C11 C10 H10a 109.4(2) . . ?
C11 C10 H10b 109.4(2) . . ?
C10 C11 C6 110.1(3) . . ?
H11a C11 C6 109.6(2) . . ?
H11a C11 C10 109.6(2) . . ?
H11b C11 C6 109.63(18) . . ?
H11b C11 C10 109.6(2) . . ?
H11b C11 H11a 108.1 . . ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.145
_oxdiff_exptl_absorpt_empirical_full_min 0.846

# start Validation Reply Form
_vrf_PLAT242_RM_AK_NEOPENTYL_PHOSPHATE_autored 
;
PROBLEM: Low    'MainMol' Ueq as Compared to Neighbors of         C2 Check 
RESPONSE:Due to the high thermal parameters C3 to C5, the temperature factors of 
         C2 appear to be small.
;
_vrf_PLAT413_RM_AK_NEOPENTYL_PHOSPHATE_autored 
;
PROBLEM: Short Inter XH3 .. XHn     H3B      ..H3B      .       1.97 Ang.  
RESPONSE: H3b is attached to carbon atom C3 having high thermal parameters
          precluding precise fixing the position of this hydrogen.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_rm_ak_491_autored
_database_code_depnum_ccdc_archive 'CCDC 2331214'
loop_
_audit_author_name
_audit_author_address
'R Murugavel'
;IIT Bombay
India
;
_audit_update_record             
;
2024-10-08 deposited with the CCDC.	2025-05-15 downloaded from the CCDC.
;
_audit_creation_date             2024-10-07
_audit_creation_method           
;
Olex2 1.5-ac6-016
(compiled 2024.01.13 svn.r2f8d729c for Rigaku Oxford Diffraction, GUI svn.r6897)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H9 F9 Li3 O12 P3'
_chemical_formula_sum            'C6 H9 F9 Li3 O12 P3'
_chemical_formula_weight         557.86
_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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li -0.0003 0.0001 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.0883(5)
_cell_length_b                   8.7705(8)
_cell_length_c                   14.5790(13)
_cell_angle_alpha                103.790(8)
_cell_angle_beta                 90.794(6)
_cell_angle_gamma                115.729(8)
_cell_volume                     896.65(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2722
_cell_measurement_temperature    150
_cell_measurement_theta_max      22.4310
_cell_measurement_theta_min      3.7530
_shelx_estimated_absorpt_T_max   0.934
_shelx_estimated_absorpt_T_min   0.858
_exptl_absorpt_coefficient_mu    0.483
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58471
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.066
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             552
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.326
_exptl_crystal_size_mid          0.234
_exptl_crystal_size_min          0.144
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1300
_diffrn_reflns_av_unetI/netI     0.0697
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            32220
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.678
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ   -349.73  10.27   1.00    5.00   6.61  -9.84 -31.50    --   360
  2  ω    -65.46  -0.46   1.00    5.00    --  -19.34  94.56 145.16   65
  3  ω    -60.88   0.12   1.00    5.00    --  -14.77  94.56 -34.84   61
  4  ω   -100.81  15.19   1.00    5.00    --   -9.84 -59.25  20.08  116
  5  ω   -100.81  15.19   1.00    5.00    --   -9.84 -59.25 164.08  116
  6  ω    -65.46  -0.46   1.00    5.00    --  -19.34  94.56  73.16   65
  7  φ   -339.92  20.08   1.00    5.00  15.81  -9.84 -59.25    --   360
  8  ω    -65.46  -0.46   1.00    5.00    --  -19.34  94.56   1.16   65
  9  ω    -97.81  15.19   1.00    5.00    --   -9.84 -59.25-123.92  113
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0569766000
_diffrn_orient_matrix_UB_12      -0.0097558000
_diffrn_orient_matrix_UB_13      0.0332919000
_diffrn_orient_matrix_UB_21      0.0293374000
_diffrn_orient_matrix_UB_22      -0.0455032000
_diffrn_orient_matrix_UB_23      -0.0380111000
_diffrn_orient_matrix_UB_31      0.0744490000
_diffrn_orient_matrix_UB_32      0.0808322000
_diffrn_orient_matrix_UB_33      -0.0015536000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2136
_reflns_number_total             3166
_reflns_odcompleteness_completeness 80.37
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     36.64
_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       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5-ac6-016 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac6-016 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    
'olex2.solve 1.5-ac6-016 (Bourhis et al., 2015)'
_refine_diff_density_max         0.511
_refine_diff_density_min         -0.577
_refine_diff_density_rms         0.095
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     304
_refine_ls_number_reflns         3166
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0969
_refine_ls_R_factor_gt           0.0580
_refine_ls_restrained_S_all      1.050
_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)+(0.0781P)²+0.3360P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1401
_refine_ls_wR_factor_ref         0.1605
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 H14-O14
 0.84 with sigma of 0.01
3.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C11(H11A,H11B), C21(H21A,H21B)
3.b Idealised tetrahedral OH refined as rotating group:
 O4(H4), O24(H24)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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 0.63774(16) 0.69856(15) 0.62473(9) 0.0234(3) Uani 1 1 d . . . . .
P2 P 1.09304(16) 0.63526(15) 0.37026(9) 0.0238(3) Uani 1 1 d . . . . .
P3 P 0.74035(16) 0.96700(15) 0.36628(9) 0.0241(3) Uani 1 1 d . . . . .
F1 F 0.8820(4) 1.0224(5) 0.9060(3) 0.0658(11) Uani 1 1 d . . . . .
F2 F 0.6140(5) 0.9283(5) 0.9509(2) 0.0615(10) Uani 1 1 d . . . . .
F3 F 0.6641(6) 1.0427(5) 0.8341(3) 0.0704(11) Uani 1 1 d . . . . .
F11 F 0.7843(4) 0.2932(4) 0.1714(3) 0.0562(10) Uani 1 1 d . . . . .
F12 F 0.8396(5) 0.3832(5) 0.0462(2) 0.0632(10) Uani 1 1 d . . . . .
F13 F 1.0091(4) 0.2842(4) 0.1006(2) 0.0598(10) Uani 1 1 d . . . . .
F21 F 0.6508(5) 0.6044(4) 0.1639(3) 0.0594(10) Uani 1 1 d . . . . .
F22 F 0.7254(5) 0.7045(4) 0.0423(2) 0.0624(10) Uani 1 1 d . . . . .
F23 F 0.4624(4) 0.6585(5) 0.0895(3) 0.0648(11) Uani 1 1 d . . . . .
O1 O 0.7463(4) 0.7798(4) 0.7297(2) 0.0284(8) Uani 1 1 d . . . . .
O2 O 0.4961(4) 0.7612(4) 0.6147(2) 0.0280(8) Uani 1 1 d . . . . .
O4 O 0.5334(4) 0.4938(4) 0.6113(2) 0.0275(8) Uani 1 1 d . . . . .
H4 H 0.605967 0.449766 0.595249 0.041 Uiso 1 1 calc R U . . .
O3 O 0.7870(4) 0.7443(4) 0.5609(2) 0.0282(8) Uani 1 1 d . . . . .
O11 O 1.1305(4) 0.5560(4) 0.2675(2) 0.0284(8) Uani 1 1 d . . . . .
O12 O 1.2243(4) 0.6225(4) 0.4373(2) 0.0267(8) Uani 1 1 d . . . . .
O13 O 0.8924(4) 0.5491(4) 0.3811(2) 0.0266(8) Uani 1 1 d . . . . .
O14 O 1.1534(4) 0.8358(4) 0.3757(3) 0.0283(8) Uani 1 1 d D . . . .
H14 H 1.067(8) 0.865(11) 0.378(6) 0.14(4) Uiso 1 1 d D . . . .
O21 O 0.6338(4) 0.9101(4) 0.2621(2) 0.0321(8) Uani 1 1 d . . . . .
O22 O 0.5946(4) 0.9452(4) 0.4298(2) 0.0281(8) Uani 1 1 d . . . . .
O23 O 0.8486(4) 0.8657(4) 0.3698(2) 0.0282(8) Uani 1 1 d . . . . .
O24 O 0.8753(4) 1.1681(4) 0.3822(2) 0.0269(8) Uani 1 1 d . . . . .
H24 H 0.983281 1.187931 0.400785 0.040 Uiso 1 1 calc R U . . .
C1 C 0.6474(7) 0.7626(6) 0.8090(3) 0.0316(12) Uani 1 1 d . . . . .
H1A H 0.674263 0.688419 0.842523 0.038 Uiso 1 1 calc R U . . .
H1B H 0.512590 0.705215 0.787275 0.038 Uiso 1 1 calc R U . . .
C2 C 0.7036(7) 0.9392(7) 0.8746(4) 0.0390(14) Uani 1 1 d . . . . .
C11 C 1.0436(7) 0.5634(7) 0.1842(4) 0.0364(13) Uani 1 1 d . . . . .
H11A H 1.138664 0.624985 0.146437 0.044 Uiso 1 1 calc R U . . .
H11B H 0.970624 0.629281 0.202414 0.044 Uiso 1 1 calc R U . . .
C12 C 0.9202(7) 0.3819(7) 0.1266(4) 0.0380(13) Uani 1 1 d . . . . .
C21 C 0.7261(7) 0.9011(6) 0.1806(4) 0.0334(12) Uani 1 1 d . . . . .
H21A H 0.858957 0.940170 0.200294 0.040 Uiso 1 1 calc R U . . .
H21B H 0.716187 0.979713 0.144376 0.040 Uiso 1 1 calc R U . . .
C22 C 0.6404(7) 0.7171(7) 0.1195(4) 0.0393(13) Uani 1 1 d . . . . .
Li1 Li 0.7434(11) 0.6676(11) 0.4223(6) 0.032(2) Uani 1 1 d . . . . .
Li2 Li 1.2349(10) 0.6615(10) 0.5747(6) 0.0276(18) Uani 1 1 d . . . . .
Li3 Li 0.4079(10) 1.0252(10) 0.4345(6) 0.032(2) Uani 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 O1 1.587(3) . ?
P1 O2 1.489(3) . ?
P1 O4 1.577(3) . ?
P1 O3 1.507(3) . ?
P1 Li1 3.067(9) . ?
P1 Li3 2.918(8) 2_676 ?
P2 O11 1.587(3) . ?
P2 O12 1.491(3) . ?
P2 O13 1.493(3) . ?
P2 O14 1.589(3) . ?
P2 Li1 3.051(8) . ?
P2 Li2 3.099(8) . ?
P2 Li2 3.085(7) 2_766 ?
P3 O21 1.590(4) . ?
P3 O22 1.485(3) . ?
P3 O23 1.501(3) . ?
P3 O24 1.576(3) . ?
P3 Li1 2.939(8) . ?
P3 Li2 3.080(8) 2_776 ?
P3 Li3 3.083(8) . ?
F1 C2 1.316(6) . ?
F2 C2 1.335(6) . ?
F3 C2 1.333(6) . ?
F11 C12 1.328(6) . ?
F12 C12 1.339(6) . ?
F13 C12 1.335(6) . ?
F21 C22 1.335(6) . ?
F22 C22 1.334(6) . ?
F23 C22 1.327(6) . ?
O1 C1 1.417(5) . ?
O2 Li2 1.920(8) 1_455 ?
O2 Li3 2.005(9) 2_676 ?
O4 H4 0.8400 . ?
O4 Li1 2.036(9) 2_666 ?
O3 Li1 1.947(9) . ?
O11 C11 1.423(6) . ?
O12 Li2 1.945(9) . ?
O13 Li1 1.924(8) . ?
O13 Li2 1.955(8) 2_766 ?
O14 H14 0.838(10) . ?
O14 Li3 2.009(8) 1_655 ?
O21 C21 1.417(6) . ?
O22 Li3 1.935(9) 2_676 ?
O22 Li3 1.917(8) . ?
O23 Li1 1.922(8) . ?
O24 H24 0.8400 . ?
O24 Li2 2.036(8) 2_776 ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.480(7) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.481(7) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.484(7) . ?
Li1 Li2 2.977(11) 2_766 ?
Li2 Li3 3.034(10) 2_776 ?
Li3 Li3 2.638(17) 2_676 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 P1 Li1 136.0(2) . . ?
O1 P1 Li3 108.2(2) . 2_676 ?
O2 P1 O1 110.92(18) . . ?
O2 P1 O4 107.99(17) . . ?
O2 P1 O3 116.21(18) . . ?
O2 P1 Li1 98.8(2) . . ?
O2 P1 Li3 39.40(19) . 2_676 ?
O4 P1 O1 105.46(18) . . ?
O4 P1 Li1 94.7(2) . . ?
O4 P1 Li3 140.2(2) . 2_676 ?
O3 P1 O1 104.67(17) . . ?
O3 P1 O4 111.07(18) . . ?
O3 P1 Li1 31.4(2) . . ?
O3 P1 Li3 80.2(2) . 2_676 ?
Li3 P1 Li1 75.3(2) 2_676 . ?
O11 P2 O14 104.41(18) . . ?
O11 P2 Li1 127.0(2) . . ?
O11 P2 Li2 133.33(19) . . ?
O11 P2 Li2 107.96(19) . 2_766 ?
O12 P2 O11 104.41(18) . . ?
O12 P2 O13 117.14(18) . . ?
O12 P2 O14 109.82(18) . . ?
O12 P2 Li1 124.6(2) . . ?
O12 P2 Li2 90.2(2) . 2_766 ?
O12 P2 Li2 29.48(18) . . ?
O13 P2 O11 111.59(18) . . ?
O13 P2 O14 108.70(17) . . ?
O13 P2 Li1 30.70(19) . . ?
O13 P2 Li2 30.67(18) . 2_766 ?
O13 P2 Li2 95.39(19) . . ?
O14 P2 Li1 78.67(19) . . ?
O14 P2 Li2 135.92(19) . 2_766 ?
O14 P2 Li2 101.7(2) . . ?
Li1 P2 Li2 58.1(2) . 2_766 ?
Li1 P2 Li2 95.6(2) . . ?
Li2 P2 Li2 76.6(2) 2_766 . ?
O21 P3 Li1 112.3(2) . . ?
O21 P3 Li2 96.4(2) . 2_776 ?
O21 P3 Li3 85.1(2) . . ?
O22 P3 O21 104.60(18) . . ?
O22 P3 O23 116.91(18) . . ?
O22 P3 O24 110.11(18) . . ?
O22 P3 Li1 83.2(2) . . ?
O22 P3 Li2 77.95(19) . 2_776 ?
O22 P3 Li3 28.66(19) . . ?
O23 P3 O21 110.32(19) . . ?
O23 P3 O24 110.41(17) . . ?
O23 P3 Li1 35.36(19) . . ?
O23 P3 Li2 143.2(2) . 2_776 ?
O23 P3 Li3 145.0(2) . . ?
O24 P3 O21 103.51(18) . . ?
O24 P3 Li1 137.2(2) . . ?
O24 P3 Li2 36.28(17) . 2_776 ?
O24 P3 Li3 95.18(19) . . ?
Li1 P3 Li2 148.9(2) . 2_776 ?
Li1 P3 Li3 110.1(2) . . ?
Li2 P3 Li3 59.0(2) 2_776 . ?
C1 O1 P1 120.1(3) . . ?
P1 O2 Li2 138.1(3) . 1_455 ?
P1 O2 Li3 112.5(3) . 2_676 ?
Li2 O2 Li3 101.3(4) 1_455 2_676 ?
P1 O4 H4 109.5 . . ?
P1 O4 Li1 128.0(3) . 2_666 ?
Li1 O4 H4 117.7 2_666 . ?
P1 O3 Li1 124.7(3) . . ?
C11 O11 P2 120.7(3) . . ?
P2 O12 Li2 128.4(3) . . ?
P2 O13 Li1 126.0(3) . . ?
P2 O13 Li2 126.4(3) . 2_766 ?
Li1 O13 Li2 100.2(3) . 2_766 ?
P2 O14 H14 115(6) . . ?
P2 O14 Li3 121.6(3) . 1_655 ?
Li3 O14 H14 117(6) 1_655 . ?
C21 O21 P3 121.2(3) . . ?
P3 O22 Li3 129.5(3) . . ?
P3 O22 Li3 134.2(3) . 2_676 ?
Li3 O22 Li3 86.5(4) . 2_676 ?
P3 O23 Li1 117.8(3) . . ?
P3 O24 H24 109.5 . . ?
P3 O24 Li2 116.5(3) . 2_776 ?
Li2 O24 H24 124.8 2_776 . ?
O1 C1 H1A 109.9 . . ?
O1 C1 H1B 109.9 . . ?
O1 C1 C2 109.1(4) . . ?
H1A C1 H1B 108.3 . . ?
C2 C1 H1A 109.9 . . ?
C2 C1 H1B 109.9 . . ?
F1 C2 F2 107.1(5) . . ?
F1 C2 F3 107.2(5) . . ?
F1 C2 C1 112.7(4) . . ?
F2 C2 C1 110.9(5) . . ?
F3 C2 F2 106.2(4) . . ?
F3 C2 C1 112.4(5) . . ?
O11 C11 H11A 109.9 . . ?
O11 C11 H11B 109.9 . . ?
O11 C11 C12 109.1(4) . . ?
H11A C11 H11B 108.3 . . ?
C12 C11 H11A 109.9 . . ?
C12 C11 H11B 109.9 . . ?
F11 C12 F12 106.5(4) . . ?
F11 C12 F13 105.9(4) . . ?
F11 C12 C11 113.3(5) . . ?
F12 C12 C11 110.9(4) . . ?
F13 C12 F12 106.6(4) . . ?
F13 C12 C11 113.2(4) . . ?
O21 C21 H21A 109.8 . . ?
O21 C21 H21B 109.8 . . ?
O21 C21 C22 109.2(4) . . ?
H21A C21 H21B 108.3 . . ?
C22 C21 H21A 109.8 . . ?
C22 C21 H21B 109.8 . . ?
F21 C22 C21 112.8(5) . . ?
F22 C22 F21 106.9(4) . . ?
F22 C22 C21 110.5(4) . . ?
F23 C22 F21 106.6(4) . . ?
F23 C22 F22 107.2(5) . . ?
F23 C22 C21 112.5(5) . . ?
P2 Li1 P1 122.6(3) . . ?
P3 Li1 P1 106.1(2) . . ?
P3 Li1 P2 109.3(2) . . ?
P3 Li1 Li2 164.6(4) . 2_766 ?
O4 Li1 P1 81.4(3) 2_666 . ?
O4 Li1 P2 135.0(4) 2_666 . ?
O4 Li1 P3 96.9(3) 2_666 . ?
O4 Li1 Li2 83.8(3) 2_666 2_766 ?
O3 Li1 P1 23.81(14) . . ?
O3 Li1 P2 102.9(3) . . ?
O3 Li1 P3 104.3(3) . . ?
O3 Li1 O4 105.1(4) . 2_666 ?
O3 Li1 Li2 90.2(3) . 2_766 ?
O13 Li1 P1 119.4(4) . . ?
O13 Li1 P2 23.33(15) . . ?
O13 Li1 P3 127.8(4) . . ?
O13 Li1 O4 113.1(4) . 2_666 ?
O13 Li1 O3 107.3(4) . . ?
O13 Li1 Li2 40.3(2) . 2_766 ?
O23 Li1 P1 122.7(4) . . ?
O23 Li1 P2 82.5(3) . . ?
O23 Li1 P3 26.87(15) . . ?
O23 Li1 O4 118.3(4) . 2_666 ?
O23 Li1 O3 110.8(4) . . ?
O23 Li1 O13 102.0(4) . . ?
O23 Li1 Li2 142.0(4) . 2_766 ?
Li2 Li1 P1 89.2(3) 2_766 . ?
Li2 Li1 P2 61.5(2) 2_766 . ?
P2 Li2 P2 103.4(2) 2_766 . ?
P3 Li2 P2 87.1(2) 2_776 . ?
P3 Li2 P2 117.6(2) 2_776 2_766 ?
O2 Li2 P2 119.9(3) 1_655 . ?
O2 Li2 P2 130.2(4) 1_655 2_766 ?
O2 Li2 P3 89.5(3) 1_655 2_776 ?
O2 Li2 O12 102.0(4) 1_655 . ?
O2 Li2 O13 108.9(4) 1_655 2_766 ?
O2 Li2 O24 114.1(4) 1_655 2_776 ?
O2 Li2 Li1 81.5(3) 1_655 2_766 ?
O2 Li2 Li3 40.4(2) 1_655 2_776 ?
O12 Li2 P2 111.8(3) . 2_766 ?
O12 Li2 P2 22.16(14) . . ?
O12 Li2 P3 100.3(3) . 2_776 ?
O12 Li2 O13 115.7(4) . 2_766 ?
O12 Li2 O24 105.1(4) . 2_776 ?
O12 Li2 Li1 95.6(3) . 2_766 ?
O12 Li2 Li3 80.3(3) . 2_776 ?
O13 Li2 P2 22.92(13) 2_766 2_766 ?
O13 Li2 P2 115.9(3) 2_766 . ?
O13 Li2 P3 133.7(4) 2_766 2_776 ?
O13 Li2 O24 110.9(4) 2_766 2_776 ?
O13 Li2 Li1 39.5(2) 2_766 2_766 ?
O13 Li2 Li3 149.3(4) 2_766 2_776 ?
O24 Li2 P2 91.6(3) 2_776 2_766 ?
O24 Li2 P2 85.2(3) 2_776 . ?
O24 Li2 P3 27.26(14) 2_776 2_776 ?
O24 Li2 Li1 150.1(4) 2_776 2_766 ?
O24 Li2 Li3 87.7(3) 2_776 2_776 ?
Li1 Li2 P2 60.4(2) 2_766 2_766 ?
Li1 Li2 P2 109.8(3) 2_766 . ?
Li1 Li2 P3 163.1(4) 2_766 2_776 ?
Li1 Li2 Li3 117.3(3) 2_766 2_776 ?
Li3 Li2 P2 167.5(4) 2_776 2_766 ?
Li3 Li2 P2 89.0(3) 2_776 . ?
Li3 Li2 P3 60.5(2) 2_776 2_776 ?
P1 Li3 P3 114.9(3) 2_676 . ?
P1 Li3 Li2 64.7(2) 2_676 2_776 ?
O2 Li3 P1 28.12(14) 2_676 2_676 ?
O2 Li3 P3 87.9(3) 2_676 . ?
O2 Li3 O14 116.2(4) 2_676 1_455 ?
O2 Li3 Li2 38.4(2) 2_676 2_776 ?
O2 Li3 Li3 125.0(5) 2_676 2_676 ?
O14 Li3 P1 94.9(3) 1_455 2_676 ?
O14 Li3 P3 117.4(3) 1_455 . ?
O14 Li3 Li2 150.8(4) 1_455 2_776 ?
O14 Li3 Li3 118.8(5) 1_455 2_676 ?
O22 Li3 P1 111.7(4) 2_676 2_676 ?
O22 Li3 P1 135.4(4) . 2_676 ?
O22 Li3 P3 112.0(3) 2_676 . ?
O22 Li3 P3 21.80(15) . . ?
O22 Li3 O2 107.5(4) . 2_676 ?
O22 Li3 O2 119.0(4) 2_676 2_676 ?
O22 Li3 O14 114.2(4) . 1_455 ?
O22 Li3 O14 104.5(4) 2_676 1_455 ?
O22 Li3 O22 93.5(4) . 2_676 ?
O22 Li3 Li2 74.5(3) . 2_776 ?
O22 Li3 Li2 102.6(4) 2_676 2_776 ?
O22 Li3 Li3 47.0(3) . 2_676 ?
O22 Li3 Li3 46.5(3) 2_676 2_676 ?
Li2 Li3 P3 60.5(2) 2_776 . ?
Li3 Li3 P1 142.1(5) 2_676 2_676 ?
Li3 Li3 P3 66.4(3) 2_676 . ?
Li3 Li3 Li2 88.1(4) 2_676 2_776 ?

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
O4 H4 O12 0.84 1.77 2.609(4) 174.5 2_766 yes
O14 H14 O23 0.838(10) 1.77(2) 2.592(4) 165(9) . yes
O24 H24 O3 0.84 1.72 2.559(4) 172.8 2_776 yes

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 O1 C1 C2 -125.0(4) . . . . ?
P2 O11 C11 C12 -116.6(4) . . . . ?
P3 O21 C21 C22 117.6(4) . . . . ?
O1 P1 O2 Li2 -125.5(5) . . . 1_455 ?
O1 P1 O2 Li3 93.5(3) . . . 2_676 ?
O1 P1 O4 Li1 122.2(4) . . . 2_666 ?
O1 P1 O3 Li1 175.8(3) . . . . ?
O1 C1 C2 F1 -59.4(6) . . . . ?
O1 C1 C2 F2 -179.6(4) . . . . ?
O1 C1 C2 F3 61.8(5) . . . . ?
O2 P1 O1 C1 53.4(4) . . . . ?
O2 P1 O4 Li1 3.6(4) . . . 2_666 ?
O2 P1 O3 Li1 -61.5(4) . . . . ?
O4 P1 O1 C1 -63.3(3) . . . . ?
O4 P1 O2 Li2 -10.4(5) . . . 1_455 ?
O4 P1 O2 Li3 -151.4(3) . . . 2_676 ?
O4 P1 O3 Li1 62.5(4) . . . . ?
O3 P1 O1 C1 179.5(3) . . . . ?
O3 P1 O2 Li2 115.2(5) . . . 1_455 ?
O3 P1 O2 Li3 -25.9(4) . . . 2_676 ?
O3 P1 O4 Li1 -125.0(4) . . . 2_666 ?
O11 P2 O12 Li2 -170.1(4) . . . . ?
O11 P2 O13 Li1 -127.0(4) . . . . ?
O11 P2 O13 Li2 89.0(4) . . . 2_766 ?
O11 P2 O14 Li3 -94.8(4) . . . 1_655 ?
O11 C11 C12 F11 62.0(5) . . . . ?
O11 C11 C12 F12 -178.3(4) . . . . ?
O11 C11 C12 F13 -58.6(6) . . . . ?
O12 P2 O11 C11 -173.2(3) . . . . ?
O12 P2 O13 Li1 112.7(4) . . . . ?
O12 P2 O13 Li2 -31.2(4) . . . 2_766 ?
O12 P2 O14 Li3 16.6(4) . . . 1_655 ?
O13 P2 O11 C11 59.3(4) . . . . ?
O13 P2 O12 Li2 -46.2(4) . . . . ?
O13 P2 O14 Li3 146.0(4) . . . 1_655 ?
O14 P2 O11 C11 -57.9(4) . . . . ?
O14 P2 O12 Li2 78.4(4) . . . . ?
O14 P2 O13 Li1 -12.4(4) . . . . ?
O14 P2 O13 Li2 -156.4(4) . . . 2_766 ?
O21 P3 O22 Li3 -48.6(4) . . . . ?
O21 P3 O22 Li3 177.6(4) . . . 2_676 ?
O21 P3 O23 Li1 -100.2(4) . . . . ?
O21 P3 O24 Li2 82.3(3) . . . 2_776 ?
O21 C21 C22 F21 -60.1(5) . . . . ?
O21 C21 C22 F22 -179.7(4) . . . . ?
O21 C21 C22 F23 60.5(6) . . . . ?
O22 P3 O21 C21 -175.3(3) . . . . ?
O22 P3 O23 Li1 19.1(4) . . . . ?
O22 P3 O24 Li2 -29.0(4) . . . 2_776 ?
O23 P3 O21 C21 -48.8(4) . . . . ?
O23 P3 O22 Li3 -171.0(4) . . . . ?
O23 P3 O22 Li3 55.3(5) . . . 2_676 ?
O23 P3 O24 Li2 -159.6(3) . . . 2_776 ?
O24 P3 O21 C21 69.4(4) . . . . ?
O24 P3 O22 Li3 -71.7(5) . . . 2_676 ?
O24 P3 O22 Li3 62.0(4) . . . . ?
O24 P3 O23 Li1 146.0(4) . . . . ?
Li1 P1 O1 C1 -177.4(3) . . . . ?
Li1 P1 O2 Li2 87.5(5) . . . 1_455 ?
Li1 P1 O2 Li3 -53.5(4) . . . 2_676 ?
Li1 P1 O4 Li1 -97.3(4) . . . 2_666 ?
Li1 P2 O11 C11 28.6(4) . . . . ?
Li1 P2 O12 Li2 -11.3(5) . . . . ?
Li1 P2 O13 Li2 -143.9(6) . . . 2_766 ?
Li1 P2 O14 Li3 139.5(4) . . . 1_655 ?
Li1 P3 O21 C21 -86.7(4) . . . . ?
Li1 P3 O22 Li3 66.3(4) . . . 2_676 ?
Li1 P3 O22 Li3 -159.9(4) . . . . ?
Li1 P3 O24 Li2 -131.2(4) . . . 2_776 ?
Li2 P2 O11 C11 91.7(4) 2_766 . . . ?
Li2 P2 O11 C11 -179.9(3) . . . . ?
Li2 P2 O12 Li2 -61.5(4) 2_766 . . . ?
Li2 P2 O13 Li1 143.9(6) 2_766 . . . ?
Li2 P2 O13 Li1 91.8(4) . . . . ?
Li2 P2 O13 Li2 -52.1(5) . . . 2_766 ?
Li2 P2 O14 Li3 46.1(4) . . . 1_655 ?
Li2 P2 O14 Li3 128.9(4) 2_766 . . 1_655 ?
Li2 P3 O21 C21 105.5(4) 2_776 . . . ?
Li2 P3 O22 Li3 -88.8(4) 2_776 . . 2_676 ?
Li2 P3 O22 Li3 44.9(4) 2_776 . . . ?
Li2 P3 O23 Li1 125.9(4) 2_776 . . . ?
Li3 P1 O1 C1 95.2(4) 2_676 . . . ?
Li3 P1 O2 Li2 141.0(6) 2_676 . . 1_455 ?
Li3 P1 O4 Li1 -24.8(5) 2_676 . . 2_666 ?
Li3 P1 O3 Li1 -77.8(4) 2_676 . . . ?
Li3 P3 O21 C21 163.5(4) . . . . ?
Li3 P3 O22 Li3 -133.7(5) . . . 2_676 ?
Li3 P3 O23 Li1 11.6(6) . . . . ?
Li3 P3 O24 Li2 -3.9(4) . . . 2_776 ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.557
_oxdiff_exptl_absorpt_empirical_full_min 0.599
