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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_a20160058_tempodiol
_database_code_depnum_ccdc_archive 'CCDC 1468921'
_audit_update_record             
;
2016-03-16 deposited with the CCDC.
2017-03-27 downloaded from the CCDC.
;

_audit_creation_date             2016-03-01T11:25:31-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C17 H30 N1 O5'
_chemical_formula_sum            'C17 H30 N O5'
_chemical_formula_weight         328.42
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 2/n 1'
_space_group_name_Hall           '-P 2yac'
_space_group_IT_number           13
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 2/n 1'
_symmetry_space_group_name_Hall  '-P 2yac'
_symmetry_Int_Tables_number      13
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z-1/2'
_cell_length_a                   17.1821(2)
_cell_length_b                   6.16924(7)
_cell_length_c                   17.8483(2)
_cell_angle_alpha                90
_cell_angle_beta                 106.5020(15)
_cell_angle_gamma                90
_cell_volume                     1813.99(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150.00(10)
_cell_measurement_reflns_used    9237
_cell_measurement_theta_min      3.116
_cell_measurement_theta_max      76.346
_cell_measurement_wavelength     1.54184

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       orange
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.4142
_exptl_crystal_size_mid          0.2117
_exptl_crystal_size_min          0.1633
_exptl_crystal_density_diffrn    1.203
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             716
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 4 0 0.1894
-5 0 -8 0.1063
0 -4 -1 0.2074
5 0 8 0.0872
11 1 -6 0.0944
0 1 10 0.1343
-10 0 9 0.0689
-7 -2 -5 0.1047
1 0 -1 0.0923
-7 0 11 0.0758


#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.716
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
        (compiled Dec  3 2012,18:21:49)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_absorpt_correction_T_min  0.788
_exptl_absorpt_correction_T_max  0.904

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'SuperNova (Cu) X-ray Source'
_diffrn_ambient_temperature      150.00(10)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Nova (Cu) X-ray micro-source'
_diffrn_radiation_monochromator  'Multilayer optics'
_diffrn_source_voltage           50
_diffrn_source_current           0.8
_diffrn_source_power             0.04
_diffrn_radiation_probe          x-ray
_diffrn_detector_area_resol_mean 5.2012
_diffrn_orient_matrix_ub_11      0.0047432
_diffrn_orient_matrix_ub_12      0.2068542
_diffrn_orient_matrix_ub_13      -0.0468774
_diffrn_orient_matrix_ub_21      -0.0714841
_diffrn_orient_matrix_ub_22      0.0978331
_diffrn_orient_matrix_ub_23      0.0246534
_diffrn_orient_matrix_ub_31      0.060072
_diffrn_orient_matrix_ub_32      0.1000069
_diffrn_orient_matrix_ub_33      0.0728034
_diffrn_measurement_device_type  'Agilent SuperNova'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0257
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_number            14777
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.151
_diffrn_reflns_theta_max         69.986
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996

_diffrn_reflns_point_group_measured_fraction_max 0.996
_reflns_number_total             3429
_reflns_number_gt                3176
_reflns_threshold_expression     'I > 2σ(I)'
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -72.00  -15.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.9506  -47.0000 -101.0000 57

#__ type_ start__ end____ width___ exp.time_
  2 omega   15.00   78.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       40.9506 -125.0000 -120.0000 63

#__ type_ start__ end____ width___ exp.time_
  3 omega  -29.00   55.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       40.9506  -37.0000    0.0000 84

#__ type_ start__ end____ width___ exp.time_
  4 omega -150.00  -91.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -83.0000 -111.0000    0.0000 59

#__ type_ start__ end____ width___ exp.time_
  5 omega   37.00   65.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000  -90.0000 28

#__ type_ start__ end____ width___ exp.time_
  6 omega   34.00  142.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -77.0000  150.0000 108

#__ type_ start__ end____ width___ exp.time_
  7 omega   45.00   77.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -45.0000  -60.0000 32

#__ type_ start__ end____ width___ exp.time_
  8 omega   38.00   69.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000  150.0000 31

#__ type_ start__ end____ width___ exp.time_
  9 omega   35.00   69.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000 -120.0000 34

#__ type_ start__ end____ width___ exp.time_
 10 omega   45.00   77.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -45.0000  -30.0000 32

#__ type_ start__ end____ width___ exp.time_
 11 omega   35.00   66.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000 -180.0000 31

#__ type_ start__ end____ width___ exp.time_
 12 omega   36.00   68.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000 -150.0000 32

#__ type_ start__ end____ width___ exp.time_
 13 omega   79.00  148.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   15.0000 -180.0000 69

#__ type_ start__ end____ width___ exp.time_
 14 omega   49.00   98.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -94.0000   60.0000 49

#__ type_ start__ end____ width___ exp.time_
 15 omega   14.00   40.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       40.9506   19.0000 -180.0000 26

#__ type_ start__ end____ width___ exp.time_
 16 omega   56.00  120.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       40.9506   19.0000 -180.0000 64

#__ type_ start__ end____ width___ exp.time_
 17 omega  -79.00  -38.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -83.0000  178.0000  150.0000 41

#__ type_ start__ end____ width___ exp.time_
 18 omega -156.00 -100.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -83.0000  178.0000  150.0000 56

#__ type_ start__ end____ width___ exp.time_
 19 omega  -44.00  -18.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -83.0000   30.0000   30.0000 26

#__ type_ start__ end____ width___ exp.time_
 20 omega   84.00  111.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -111.0000 -180.0000 27

#__ type_ start__ end____ width___ exp.time_
 21 omega   33.00   89.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -94.0000  120.0000 56

#__ type_ start__ end____ width___ exp.time_
 22 omega   35.00   68.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000    0.0000 33

#__ type_ start__ end____ width___ exp.time_
 23 omega   82.00  109.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000   30.0000 27

#__ type_ start__ end____ width___ exp.time_
 24 omega   64.00  116.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -111.0000    0.0000 52

#__ type_ start__ end____ width___ exp.time_
 25 omega  127.00  153.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000   30.0000 26

#__ type_ start__ end____ width___ exp.time_
 26 omega   38.00   64.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -111.0000 -180.0000 26

#__ type_ start__ end____ width___ exp.time_
 27 omega   94.00  158.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   61.0000 -180.0000 64

#__ type_ start__ end____ width___ exp.time_
 28 omega   81.00  107.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -94.0000 -150.0000 26

#__ type_ start__ end____ width___ exp.time_
 29 omega   39.00   65.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
 30 omega   94.00  147.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   45.0000   90.0000 53

#__ type_ start__ end____ width___ exp.time_
 31 omega   83.00  108.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -94.0000   60.0000 25

#__ type_ start__ end____ width___ exp.time_
 32 omega   53.00  104.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -111.0000  -30.0000 51
;

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrysAlis Pro (Oxford Diffraction Ltd., 2011)'
_computing_cell_refinement       'CrysAlis Pro (Oxford Diffraction Ltd., 2011)'
_computing_data_reduction        'CrysAlis Pro (Oxford Diffraction Ltd., 2011)'
_computing_structure_solution    'OLEX2 (Dolomanov et al, 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Diamond v.3.2f (Crystal Impact GbR, 2008)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     iterative
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0435P)²+0.4880P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3429
_refine_ls_number_parameters     215
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0362
_refine_ls_R_factor_gt           0.0338
_refine_ls_wR_factor_ref         0.0878
_refine_ls_wR_factor_gt          0.0858
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.155
_refine_diff_density_rms         0.032

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.63057(5) 0.04880(13) 0.78718(5) 0.0365(2) Uani 1 d . .
O2 O 0.61373(4) 0.35564(12) 0.84790(4) 0.02520(18) Uani 1 d . .
O3 O 0.64150(4) 0.09856(12) 1.00864(4) 0.02335(17) Uani 1 d . .
O4 O 0.66982(4) -0.21681(11) 0.94834(4) 0.02213(17) Uani 1 d . .
O5 O 0.39829(5) 0.86282(15) 0.63451(5) 0.0386(2) Uani 1 d . .
N1 N 0.44931(5) 0.74332(14) 0.68382(5) 0.0228(2) Uani 1 d . .
C1 C 0.64970(6) 0.16683(16) 0.84316(6) 0.0219(2) Uani 1 d . .
C2 C 0.72121(6) 0.12631(16) 0.91564(6) 0.0219(2) Uani 1 d . .
C3 C 0.70550(6) 0.21526(16) 0.99000(6) 0.0230(2) Uani 1 d . .
H3A H 0.7557 0.2035 1.034 0.028 Uiso 1 calc . .
H3B H 0.6907 0.3705 0.9826 0.028 Uiso 1 calc . .
C4 C 0.65558(6) -0.12902(17) 1.01740(6) 0.0225(2) Uani 1 d . .
C5 C 0.73501(6) -0.11744(17) 0.92652(6) 0.0229(2) Uani 1 d . .
H5A H 0.7394 -0.1824 0.8772 0.027 Uiso 1 calc . .
H5B H 0.7866 -0.1444 0.9675 0.027 Uiso 1 calc . .
C6 C 0.79607(7) 0.23566(19) 0.90170(8) 0.0336(3) Uani 1 d . .
H6A H 0.8059 0.1763 0.8543 0.05 Uiso 1 calc . .
H6B H 0.8435 0.2084 0.9465 0.05 Uiso 1 calc . .
H6C H 0.7867 0.3922 0.8955 0.05 Uiso 1 calc . .
C7 C 0.57650(7) -0.22909(19) 1.02153(7) 0.0305(3) Uani 1 d . .
H7A H 0.5639 -0.1786 1.0688 0.046 Uiso 1 calc . .
H7B H 0.5816 -0.3874 1.023 0.046 Uiso 1 calc . .
H7C H 0.5328 -0.1862 0.9754 0.046 Uiso 1 calc . .
C8 C 0.72505(7) -0.18291(18) 1.08966(6) 0.0295(2) Uani 1 d . .
H8A H 0.7748 -0.1115 1.086 0.044 Uiso 1 calc . .
H8B H 0.7334 -0.3402 1.093 0.044 Uiso 1 calc . .
H8C H 0.7116 -0.1317 1.1365 0.044 Uiso 1 calc . .
C9 C 0.54618(6) 0.42162(17) 0.78184(6) 0.0211(2) Uani 1 d . .
H9 H 0.5116 0.2944 0.7587 0.025 Uiso 1 calc . .
C10 C 0.57784(6) 0.53421(17) 0.72117(6) 0.0226(2) Uani 1 d . .
H10A H 0.6107 0.4305 0.7006 0.027 Uiso 1 calc . .
H10B H 0.6138 0.6551 0.7462 0.027 Uiso 1 calc . .
C11 C 0.50927(6) 0.62356(17) 0.65291(6) 0.0229(2) Uani 1 d . .
C12 C 0.42562(6) 0.67705(17) 0.75473(6) 0.0221(2) Uani 1 d . .
C13 C 0.49916(6) 0.58215(17) 0.81568(6) 0.0217(2) Uani 1 d . .
H13A H 0.5358 0.7019 0.8405 0.026 Uiso 1 calc . .
H13B H 0.4804 0.5095 0.8569 0.026 Uiso 1 calc . .
C14 C 0.54495(7) 0.7869(2) 0.60738(7) 0.0320(3) Uani 1 d . .
H14A H 0.5019 0.8405 0.5625 0.048 Uiso 1 calc . .
H14B H 0.5872 0.7164 0.5889 0.048 Uiso 1 calc . .
H14C H 0.5686 0.9087 0.6415 0.048 Uiso 1 calc . .
C15 C 0.46581(7) 0.4415(2) 0.59822(6) 0.0324(3) Uani 1 d . .
H15A H 0.4486 0.3289 0.6288 0.049 Uiso 1 calc . .
H15B H 0.503 0.3786 0.5714 0.049 Uiso 1 calc . .
H15C H 0.4181 0.5007 0.5595 0.049 Uiso 1 calc . .
C16 C 0.35550(7) 0.5148(2) 0.73107(7) 0.0341(3) Uani 1 d . .
H16A H 0.3111 0.5774 0.6894 0.051 Uiso 1 calc . .
H16B H 0.3361 0.482 0.7764 0.051 Uiso 1 calc . .
H16C H 0.3744 0.3812 0.7122 0.051 Uiso 1 calc . .
C17 C 0.39736(7) 0.8794(2) 0.78859(7) 0.0323(3) Uani 1 d . .
H17A H 0.441 0.9875 0.8006 0.048 Uiso 1 calc . .
H17B H 0.3835 0.8413 0.8365 0.048 Uiso 1 calc . .
H17C H 0.3495 0.9396 0.7504 0.048 Uiso 1 calc . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
O1 C1 1.2042(13) . ?
O2 C1 1.3326(13) . ?
O2 C9 1.4579(11) . ?
O3 C3 1.4304(13) . ?
O3 C4 1.4257(12) . ?
O4 C4 1.4297(12) . ?
O4 C5 1.4247(12) . ?
O5 N1 1.2839(11) . ?
N1 C11 1.4949(13) . ?
N1 C12 1.4923(13) . ?
C1 C2 1.5306(14) . ?
C2 C3 1.5294(14) . ?
C2 C5 1.5261(14) . ?
C2 C6 1.5341(14) . ?
C3 H3A 0.99 . ?
C3 H3B 0.99 . ?
C4 C7 1.5131(15) . ?
C4 C8 1.5246(14) . ?
C5 H5A 0.99 . ?
C5 H5B 0.99 . ?
C6 H6A 0.98 . ?
C6 H6B 0.98 . ?
C6 H6C 0.98 . ?
C7 H7A 0.98 . ?
C7 H7B 0.98 . ?
C7 H7C 0.98 . ?
C8 H8A 0.98 . ?
C8 H8B 0.98 . ?
C8 H8C 0.98 . ?
C9 H9 1 . ?
C9 C10 1.5118(14) . ?
C9 C13 1.5085(14) . ?
C10 H10A 0.99 . ?
C10 H10B 0.99 . ?
C10 C11 1.5364(14) . ?
C11 C14 1.5281(15) . ?
C11 C15 1.5356(15) . ?
C12 C13 1.5303(13) . ?
C12 C16 1.5305(15) . ?
C12 C17 1.5253(15) . ?
C13 H13A 0.99 . ?
C13 H13B 0.99 . ?
C14 H14A 0.98 . ?
C14 H14B 0.98 . ?
C14 H14C 0.98 . ?
C15 H15A 0.98 . ?
C15 H15B 0.98 . ?
C15 H15C 0.98 . ?
C16 H16A 0.98 . ?
C16 H16B 0.98 . ?
C16 H16C 0.98 . ?
C17 H17A 0.98 . ?
C17 H17B 0.98 . ?
C17 H17C 0.98 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O2 C9 118.02(8) . . ?
C4 O3 C3 113.80(8) . . ?
C5 O4 C4 114.40(8) . . ?
O5 N1 C11 116.02(8) . . ?
O5 N1 C12 116.17(8) . . ?
C12 N1 C11 124.07(8) . . ?
O1 C1 O2 123.99(10) . . ?
O1 C1 C2 124.54(9) . . ?
O2 C1 C2 111.38(8) . . ?
C1 C2 C6 107.44(9) . . ?
C3 C2 C1 112.19(8) . . ?
C3 C2 C6 110.23(9) . . ?
C5 C2 C1 109.08(8) . . ?
C5 C2 C3 107.61(8) . . ?
C5 C2 C6 110.29(9) . . ?
O3 C3 C2 110.98(8) . . ?
O3 C3 H3A 109.4 . . ?
O3 C3 H3B 109.4 . . ?
C2 C3 H3A 109.4 . . ?
C2 C3 H3B 109.4 . . ?
H3A C3 H3B 108 . . ?
O3 C4 O4 110.10(8) . . ?
O3 C4 C7 106.29(9) . . ?
O3 C4 C8 112.04(8) . . ?
O4 C4 C7 105.27(8) . . ?
O4 C4 C8 111.23(9) . . ?
C7 C4 C8 111.59(9) . . ?
O4 C5 C2 110.67(8) . . ?
O4 C5 H5A 109.5 . . ?
O4 C5 H5B 109.5 . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
H5A C5 H5B 108.1 . . ?
C2 C6 H6A 109.5 . . ?
C2 C6 H6B 109.5 . . ?
C2 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O2 C9 H9 111 . . ?
O2 C9 C10 109.99(8) . . ?
O2 C9 C13 104.67(8) . . ?
C10 C9 H9 111 . . ?
C13 C9 H9 111 . . ?
C13 C9 C10 109.13(8) . . ?
C9 C10 H10A 109.1 . . ?
C9 C10 H10B 109.1 . . ?
C9 C10 C11 112.45(8) . . ?
H10A C10 H10B 107.8 . . ?
C11 C10 H10A 109.1 . . ?
C11 C10 H10B 109.1 . . ?
N1 C11 C10 109.78(8) . . ?
N1 C11 C14 107.03(9) . . ?
N1 C11 C15 109.54(9) . . ?
C14 C11 C10 108.98(9) . . ?
C14 C11 C15 109.91(9) . . ?
C15 C11 C10 111.49(9) . . ?
N1 C12 C13 109.80(8) . . ?
N1 C12 C16 109.15(9) . . ?
N1 C12 C17 107.82(9) . . ?
C13 C12 C16 111.85(9) . . ?
C17 C12 C13 108.84(9) . . ?
C17 C12 C16 109.29(9) . . ?
C9 C13 C12 113.23(8) . . ?
C9 C13 H13A 108.9 . . ?
C9 C13 H13B 108.9 . . ?
C12 C13 H13A 108.9 . . ?
C12 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C15 H15A 109.5 . . ?
C11 C15 H15B 109.5 . . ?
C11 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C12 C16 H16A 109.5 . . ?
C12 C16 H16B 109.5 . . ?
C12 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C12 C17 H17A 109.5 . . ?
C12 C17 H17B 109.5 . . ?
C12 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 -148.32(11) . . . . ?
O1 C1 C2 C5 -29.19(14) . . . . ?
O1 C1 C2 C6 90.37(13) . . . . ?
O2 C1 C2 C3 35.05(12) . . . . ?
O2 C1 C2 C5 154.18(9) . . . . ?
O2 C1 C2 C6 -86.26(11) . . . . ?
O2 C9 C10 C11 -175.51(8) . . . . ?
O2 C9 C13 C12 178.63(8) . . . . ?
O5 N1 C11 C10 166.32(9) . . . . ?
O5 N1 C11 C14 48.18(12) . . . . ?
O5 N1 C11 C15 -70.95(12) . . . . ?
O5 N1 C12 C13 -166.99(9) . . . . ?
O5 N1 C12 C16 70.06(12) . . . . ?
O5 N1 C12 C17 -48.55(12) . . . . ?
N1 C12 C13 C9 -46.11(11) . . . . ?
C1 O2 C9 C10 -85.01(11) . . . . ?
C1 O2 C9 C13 157.88(9) . . . . ?
C1 C2 C3 O3 66.69(10) . . . . ?
C1 C2 C5 O4 -68.87(11) . . . . ?
C3 O3 C4 O4 -56.06(10) . . . . ?
C3 O3 C4 C7 -169.59(8) . . . . ?
C3 O3 C4 C8 68.28(11) . . . . ?
C3 C2 C5 O4 53.07(10) . . . . ?
C4 O3 C3 C2 56.72(10) . . . . ?
C4 O4 C5 C2 -56.70(11) . . . . ?
C5 O4 C4 O3 56.37(10) . . . . ?
C5 O4 C4 C7 170.54(8) . . . . ?
C5 O4 C4 C8 -68.44(11) . . . . ?
C5 C2 C3 O3 -53.30(10) . . . . ?
C6 C2 C3 O3 -173.61(8) . . . . ?
C6 C2 C5 O4 173.35(8) . . . . ?
C9 O2 C1 O1 1.11(15) . . . . ?
C9 O2 C1 C2 177.76(8) . . . . ?
C9 C10 C11 N1 47.06(11) . . . . ?
C9 C10 C11 C14 163.99(9) . . . . ?
C9 C10 C11 C15 -74.51(11) . . . . ?
C10 C9 C13 C12 60.93(11) . . . . ?
C11 N1 C12 C13 35.71(13) . . . . ?
C11 N1 C12 C16 -87.24(11) . . . . ?
C11 N1 C12 C17 154.15(9) . . . . ?
C12 N1 C11 C10 -36.35(13) . . . . ?
C12 N1 C11 C14 -154.49(9) . . . . ?
C12 N1 C11 C15 86.39(11) . . . . ?
C13 C9 C10 C11 -61.21(11) . . . . ?
C16 C12 C13 C9 75.23(11) . . . . ?
C17 C12 C13 C9 -163.91(9) . . . . ?

