#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:28:05 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180300 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/14/7151451.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7151451
loop_
_publ_author_name
'Spiniello, Marisa'
'White, Jonathan M.'
_publ_section_title
;
 Low-temperature X-ray structural studies of the ester and ether
 derivatives of cis- and trans-4-tert-butyl cyclohexanol and
 2-adamantanol: application of the variable oxygen probe to determine
 the relative ?-donor ability of C?H and C?C bonds
;
_journal_issue                   17
_journal_name_full               'Organic &  Biomolecular Chemistry'
_journal_page_first              3094
_journal_paper_doi               10.1039/b303453d
_journal_volume                  1
_journal_year                    2003
_chemical_formula_sum            'C17 H18 N2 O6'
_chemical_formula_weight         346.33
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.7170(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   29.1896(6)
_cell_length_b                   7.05180(10)
_cell_length_c                   15.4150(3)
_cell_measurement_reflns_used    28281
_cell_measurement_temperature    130.0(2)
_cell_volume                     3166.34(10)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      130.0(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0638
_diffrn_reflns_av_sigmaI/netI    0.0523
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            19999
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.40
_exptl_absorpt_coefficient_mu    0.111
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.453
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             1456
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.467
_refine_diff_density_rms         0.139
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.137
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     451
_refine_ls_number_reflns         5513
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.137
_refine_ls_R_factor_all          0.0797
_refine_ls_R_factor_gt           0.0481
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0926P)²+0.2241P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1377
_refine_ls_wR_factor_ref         0.1680
_reflns_number_gt                3957
_reflns_number_total             5513
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b303453d.txt
_cod_data_source_block           compound6b
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/adriana/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7151451
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.16332(5) 0.34452(19) 0.63848(10) 0.0278(4) Uani 1 1 d . . .
O2 O 0.20781(5) 0.1177(2) 0.58553(13) 0.0470(5) Uani 1 1 d . . .
O3 O 0.17829(5) 0.7574(2) 0.70084(10) 0.0343(4) Uani 1 1 d . . .
O4 O 0.16019(5) 0.7205(2) 0.56405(9) 0.0264(4) Uani 1 1 d . . .
O5 O 0.34177(5) 0.9811(2) 0.61348(10) 0.0335(4) Uani 1 1 d . . .
O6 O 0.38908(5) 0.7444(2) 0.61111(11) 0.0356(4) Uani 1 1 d . . .
N1 N 0.18643(6) 0.7037(2) 0.62829(11) 0.0202(4) Uani 1 1 d . . .
N2 N 0.35042(6) 0.8105(3) 0.61122(11) 0.0259(4) Uani 1 1 d . . .
C1 C 0.09771(8) 0.1855(3) 0.56135(15) 0.0312(6) Uani 1 1 d . . .
H1 H 0.1182 0.1421 0.5157 0.037 Uiso 1 1 calc R . .
C2 C 0.12534(7) 0.2080(3) 0.64725(16) 0.0289(5) Uani 1 1 d . . .
H2 H 0.1383 0.0822 0.6660 0.035 Uiso 1 1 calc R . .
C3 C 0.09557(8) 0.2837(3) 0.71676(15) 0.0287(5) Uani 1 1 d . . .
H3 H 0.1148 0.3035 0.7721 0.034 Uiso 1 1 calc R . .
C4 C 0.07265(8) 0.4703(3) 0.68816(15) 0.0295(5) Uani 1 1 d . . .
H4A H 0.0964 0.5673 0.6792 0.035 Uiso 1 1 calc R . .
H4B H 0.0532 0.5164 0.7340 0.035 Uiso 1 1 calc R . .
C5 C 0.04322(8) 0.4396(3) 0.60358(15) 0.0309(6) Uani 1 1 d . . .
H5 H 0.0281 0.5615 0.5850 0.037 Uiso 1 1 calc R . .
C6 C 0.07457(8) 0.3723(3) 0.53333(15) 0.0318(6) Uani 1 1 d . . .
H6A H 0.0562 0.3541 0.4777 0.038 Uiso 1 1 calc R . .
H6B H 0.0982 0.4697 0.5244 0.038 Uiso 1 1 calc R . .
C7 C 0.06068(8) 0.0338(3) 0.57497(16) 0.0353(6) Uani 1 1 d . . .
H7A H 0.0421 0.0121 0.5198 0.042 Uiso 1 1 calc R . .
H7B H 0.0755 -0.0874 0.5930 0.042 Uiso 1 1 calc R . .
C8 C 0.02963(7) 0.1014(3) 0.64505(16) 0.0316(6) Uani 1 1 d . . .
H8 H 0.0056 0.0034 0.6540 0.038 Uiso 1 1 calc R . .
C9 C 0.05873(8) 0.1330(3) 0.73061(16) 0.0365(6) Uani 1 1 d . . .
H9A H 0.0388 0.1755 0.7764 0.044 Uiso 1 1 calc R . .
H9B H 0.0736 0.0125 0.7498 0.044 Uiso 1 1 calc R . .
C10 C 0.00651(8) 0.2889(3) 0.61768(16) 0.0324(6) Uani 1 1 d . . .
H10A H -0.0134 0.3318 0.6633 0.039 Uiso 1 1 calc R . .
H10B H -0.0129 0.2704 0.5632 0.039 Uiso 1 1 calc R . .
C11 C 0.20160(8) 0.2796(3) 0.60793(16) 0.0292(5) Uani 1 1 d . . .
C12 C 0.23829(7) 0.4266(3) 0.60507(14) 0.0245(5) Uani 1 1 d . . .
C13 C 0.23231(7) 0.6215(3) 0.61717(13) 0.0197(5) Uani 1 1 d . . .
C14 C 0.26810(7) 0.7484(3) 0.61905(13) 0.0223(5) Uani 1 1 d . . .
H14 H 0.2631 0.8802 0.6269 0.027 Uiso 1 1 calc R . .
C15 C 0.31148(7) 0.6775(3) 0.60913(13) 0.0217(5) Uani 1 1 d . . .
C16 C 0.31969(7) 0.4873(3) 0.59606(14) 0.0271(5) Uani 1 1 d . . .
H16 H 0.3499 0.4422 0.5890 0.032 Uiso 1 1 calc R . .
C17 C 0.28277(7) 0.3642(3) 0.59351(15) 0.0293(6) Uani 1 1 d . . .
H17 H 0.2879 0.2332 0.5836 0.035 Uiso 1 1 calc R . .
O1' O 0.33594(5) 0.3406(2) 0.37032(11) 0.0314(4) Uani 1 1 d . . .
O2' O 0.28408(6) 0.1332(2) 0.31145(13) 0.0471(5) Uani 1 1 d . . .
O3' O 0.32788(5) 0.7081(2) 0.29230(10) 0.0302(4) Uani 1 1 d . . .
O4' O 0.33024(5) 0.7834(2) 0.42827(10) 0.0385(4) Uani 1 1 d . . .
O5' O 0.15825(5) 0.9861(2) 0.39295(10) 0.0337(4) Uani 1 1 d . . .
O6' O 0.10977(5) 0.7526(2) 0.38658(11) 0.0355(4) Uani 1 1 d . . .
N1' N 0.31195(6) 0.7100(2) 0.36337(12) 0.0232(4) Uani 1 1 d . . .
N2' N 0.14876(6) 0.8163(3) 0.38824(11) 0.0259(4) Uani 1 1 d . . .
C1' C 0.40169(8) 0.2569(4) 0.28477(16) 0.0397(6) Uani 1 1 d . . .
H1' H 0.3812 0.2641 0.2303 0.048 Uiso 1 1 calc R . .
C2' C 0.37378(8) 0.2036(3) 0.36124(17) 0.0347(6) Uani 1 1 d . . .
H2' H 0.3605 0.0742 0.3511 0.042 Uiso 1 1 calc R . .
C3' C 0.40343(8) 0.2026(4) 0.44472(16) 0.0384(6) Uani 1 1 d . . .
H3' H 0.3841 0.1742 0.4944 0.046 Uiso 1 1 calc R . .
C4' C 0.42694(9) 0.3912(4) 0.45967(17) 0.0427(7) Uani 1 1 d . . .
H4'1 H 0.4461 0.3879 0.5150 0.051 Uiso 1 1 calc R . .
H4'2 H 0.4036 0.4923 0.4639 0.051 Uiso 1 1 calc R . .
C5' C 0.45697(8) 0.4346(3) 0.38462(18) 0.0414(7) Uani 1 1 d . . .
H5' H 0.4729 0.5587 0.3953 0.050 Uiso 1 1 calc R . .
C6' C 0.42600(8) 0.4468(4) 0.30160(17) 0.0420(7) Uani 1 1 d . . .
H6'1 H 0.4445 0.4785 0.2520 0.050 Uiso 1 1 calc R . .
H6'2 H 0.4030 0.5483 0.3072 0.050 Uiso 1 1 calc R . .
C7' C 0.43744(9) 0.0992(4) 0.27699(19) 0.0517(8) Uani 1 1 d . . .
H7'1 H 0.4561 0.1254 0.2270 0.062 Uiso 1 1 calc R . .
H7'2 H 0.4217 -0.0239 0.2667 0.062 Uiso 1 1 calc R . .
C8' C 0.46876(8) 0.0887(3) 0.36121(16) 0.0348(6) Uani 1 1 d . . .
H8' H 0.4921 -0.0136 0.3559 0.042 Uiso 1 1 calc R . .
C9' C 0.43930(8) 0.0443(4) 0.43702(18) 0.0456(7) Uani 1 1 d . . .
H9'1 H 0.4590 0.0356 0.4917 0.055 Uiso 1 1 calc R . .
H9'2 H 0.4236 -0.0791 0.4271 0.055 Uiso 1 1 calc R . .
C10' C 0.49278(8) 0.2778(3) 0.37629(18) 0.0408(7) Uani 1 1 d . . .
H10C H 0.5118 0.3063 0.3271 0.049 Uiso 1 1 calc R . .
H10D H 0.5132 0.2718 0.4301 0.049 Uiso 1 1 calc R . .
C11' C 0.29409(8) 0.2858(3) 0.34308(16) 0.0293(5) Uani 1 1 d . . .
C12' C 0.25812(7) 0.4321(3) 0.35710(14) 0.0246(5) Uani 1 1 d . . .
C13' C 0.26597(7) 0.6263(3) 0.36978(13) 0.0207(5) Uani 1 1 d . . .
C14' C 0.23112(7) 0.7524(3) 0.38293(13) 0.0226(5) Uani 1 1 d . . .
H14' H 0.2372 0.8836 0.3919 0.027 Uiso 1 1 calc R . .
C15' C 0.18708(7) 0.6817(3) 0.38265(13) 0.0212(5) Uani 1 1 d . . .
C16' C 0.17718(7) 0.4910(3) 0.37264(14) 0.0260(5) Uani 1 1 d . . .
H16' H 0.1466 0.4455 0.3746 0.031 Uiso 1 1 calc R . .
C17' C 0.21318(7) 0.3683(3) 0.35971(15) 0.0280(5) Uani 1 1 d . . .
H17' H 0.2070 0.2368 0.3524 0.034 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C11 O1 C2 117.54(16) . . ?
O4 N1 O3 124.50(18) . . ?
O4 N1 C13 118.04(17) . . ?
O3 N1 C13 117.38(16) . . ?
O6 N2 O5 124.40(18) . . ?
O6 N2 C15 117.95(18) . . ?
O5 N2 C15 117.65(18) . . ?
C2 C1 C6 110.96(18) . . ?
C2 C1 C7 106.94(19) . . ?
C6 C1 C7 109.56(18) . . ?
C2 C1 H1 109.8 . . ?
C6 C1 H1 109.8 . . ?
C7 C1 H1 109.8 . . ?
O1 C2 C1 110.35(18) . . ?
O1 C2 C3 107.53(17) . . ?
C1 C2 C3 110.91(18) . . ?
O1 C2 H2 109.3 . . ?
C1 C2 H2 109.3 . . ?
C3 C2 H2 109.3 . . ?
C2 C3 C4 111.03(18) . . ?
C2 C3 C9 106.98(18) . . ?
C4 C3 C9 109.77(18) . . ?
C2 C3 H3 109.7 . . ?
C4 C3 H3 109.7 . . ?
C9 C3 H3 109.7 . . ?
C3 C4 C5 109.60(18) . . ?
C3 C4 H4A 109.8 . . ?
C5 C4 H4A 109.8 . . ?
C3 C4 H4B 109.8 . . ?
C5 C4 H4B 109.8 . . ?
H4A C4 H4B 108.2 . . ?
C4 C5 C10 109.63(19) . . ?
C4 C5 C6 108.48(18) . . ?
C10 C5 C6 109.81(18) . . ?
C4 C5 H5 109.6 . . ?
C10 C5 H5 109.6 . . ?
C6 C5 H5 109.6 . . ?
C1 C6 C5 109.81(19) . . ?
C1 C6 H6A 109.7 . . ?
C5 C6 H6A 109.7 . . ?
C1 C6 H6B 109.7 . . ?
C5 C6 H6B 109.7 . . ?
H6A C6 H6B 108.2 . . ?
C8 C7 C1 109.38(18) . . ?
C8 C7 H7A 109.8 . . ?
C1 C7 H7A 109.8 . . ?
C8 C7 H7B 109.8 . . ?
C1 C7 H7B 109.8 . . ?
H7A C7 H7B 108.2 . . ?
C7 C8 C10 110.2(2) . . ?
C7 C8 C9 109.32(19) . . ?
C10 C8 C9 108.68(19) . . ?
C7 C8 H8 109.5 . . ?
C10 C8 H8 109.5 . . ?
C9 C8 H8 109.5 . . ?
C3 C9 C8 109.49(19) . . ?
C3 C9 H9A 109.8 . . ?
C8 C9 H9A 109.8 . . ?
C3 C9 H9B 109.8 . . ?
C8 C9 H9B 109.8 . . ?
H9A C9 H9B 108.2 . . ?
C8 C10 C5 109.75(18) . . ?
C8 C10 H10A 109.7 . . ?
C5 C10 H10A 109.7 . . ?
C8 C10 H10B 109.7 . . ?
C5 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
O2 C11 O1 125.0(2) . . ?
O2 C11 C12 121.7(2) . . ?
O1 C11 C12 113.25(18) . . ?
C17 C12 C13 116.92(19) . . ?
C17 C12 C11 117.42(19) . . ?
C13 C12 C11 125.59(19) . . ?
C14 C13 C12 122.74(19) . . ?
C14 C13 N1 115.81(17) . . ?
C12 C13 N1 121.45(18) . . ?
C13 C14 C15 117.66(19) . . ?
C13 C14 H14 121.2 . . ?
C15 C14 H14 121.2 . . ?
C14 C15 C16 122.5(2) . . ?
C14 C15 N2 118.67(18) . . ?
C16 C15 N2 118.79(19) . . ?
C15 C16 C17 118.2(2) . . ?
C15 C16 H16 120.9 . . ?
C17 C16 H16 120.9 . . ?
C16 C17 C12 121.9(2) . . ?
C16 C17 H17 119.0 . . ?
C12 C17 H17 119.0 . . ?
C11' O1' C2' 117.27(16) . . ?
O3' N1' O4' 124.80(18) . . ?
O3' N1' C13' 117.27(17) . . ?
O4' N1' C13' 117.84(18) . . ?
O6' N2' O5' 124.39(18) . . ?
O6' N2' C15' 118.12(17) . . ?
O5' N2' C15' 117.47(18) . . ?
C2' C1' C6' 110.50(19) . . ?
C2' C1' C7' 106.4(2) . . ?
C6' C1' C7' 109.7(2) . . ?
C2' C1' H1' 110.1 . . ?
C6' C1' H1' 110.1 . . ?
C7' C1' H1' 110.1 . . ?
O1' C2' C3' 108.3(2) . . ?
O1' C2' C1' 110.61(18) . . ?
C3' C2' C1' 110.88(19) . . ?
O1' C2' H2' 109.0 . . ?
C3' C2' H2' 109.0 . . ?
C1' C2' H2' 109.0 . . ?
C2' C3' C4' 110.96(19) . . ?
C2' C3' C9' 107.1(2) . . ?
C4' C3' C9' 110.3(2) . . ?
C2' C3' H3' 109.5 . . ?
C4' C3' H3' 109.5 . . ?
C9' C3' H3' 109.5 . . ?
C3' C4' C5' 109.8(2) . . ?
C3' C4' H4'1 109.7 . . ?
C5' C4' H4'1 109.7 . . ?
C3' C4' H4'2 109.7 . . ?
C5' C4' H4'2 109.7 . . ?
H4'1 C4' H4'2 108.2 . . ?
C6' C5' C4' 108.04(19) . . ?
C6' C5' C10' 110.0(2) . . ?
C4' C5' C10' 110.3(2) . . ?
C6' C5' H5' 109.5 . . ?
C4' C5' H5' 109.5 . . ?
C10' C5' H5' 109.5 . . ?
C5' C6' C1' 109.68(19) . . ?
C5' C6' H6'1 109.7 . . ?
C1' C6' H6'1 109.7 . . ?
C5' C6' H6'2 109.7 . . ?
C1' C6' H6'2 109.7 . . ?
H6'1 C6' H6'2 108.2 . . ?
C1' C7' C8' 109.8(2) . . ?
C1' C7' H7'1 109.7 . . ?
C8' C7' H7'1 109.7 . . ?
C1' C7' H7'2 109.7 . . ?
C8' C7' H7'2 109.7 . . ?
H7'1 C7' H7'2 108.2 . . ?
C10' C8' C9' 109.9(2) . . ?
C10' C8' C7' 109.3(2) . . ?
C9' C8' C7' 108.8(2) . . ?
C10' C8' H8' 109.6 . . ?
C9' C8' H8' 109.6 . . ?
C7' C8' H8' 109.6 . . ?
C8' C9' C3' 109.24(19) . . ?
C8' C9' H9'1 109.8 . . ?
C3' C9' H9'1 109.8 . . ?
C8' C9' H9'2 109.8 . . ?
C3' C9' H9'2 109.8 . . ?
H9'1 C9' H9'2 108.3 . . ?
C8' C10' C5' 109.62(19) . . ?
C8' C10' H10C 109.7 . . ?
C5' C10' H10C 109.7 . . ?
C8' C10' H10D 109.7 . . ?
C5' C10' H10D 109.7 . . ?
H10C C10' H10D 108.2 . . ?
O2' C11' O1' 125.6(2) . . ?
O2' C11' C12' 121.2(2) . . ?
O1' C11' C12' 113.24(18) . . ?
C17' C12' C13' 117.30(19) . . ?
C17' C12' C11' 116.95(19) . . ?
C13' C12' C11' 125.73(19) . . ?
C14' C13' C12' 122.48(19) . . ?
C14' C13' N1' 115.83(18) . . ?
C12' C13' N1' 121.54(19) . . ?
C13' C14' C15' 117.63(19) . . ?
C13' C14' H14' 121.2 . . ?
C15' C14' H14' 121.2 . . ?
C14' C15' C16' 122.7(2) . . ?
C14' C15' N2' 118.56(18) . . ?
C16' C15' N2' 118.63(19) . . ?
C15' C16' C17' 118.0(2) . . ?
C15' C16' H16' 121.0 . . ?
C17' C16' H16' 121.0 . . ?
C16' C17' C12' 121.9(2) . . ?
C16' C17' H17' 119.1 . . ?
C12' C17' H17' 119.1 . . ?
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 C11 1.322(3) . ?
O1 C2 1.481(2) . ?
O2 C11 1.210(3) . ?
O3 N1 1.219(2) . ?
O4 N1 1.218(2) . ?
O5 N2 1.230(2) . ?
O6 N2 1.221(2) . ?
N1 C13 1.479(3) . ?
N2 C15 1.472(3) . ?
C1 C2 1.513(3) . ?
C1 C6 1.530(3) . ?
C1 C7 1.545(3) . ?
C1 H1 1.0000 . ?
C2 C3 1.520(3) . ?
C2 H2 1.0000 . ?
C3 C4 1.528(3) . ?
C3 C9 1.537(3) . ?
C3 H3 1.0000 . ?
C4 C5 1.529(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C10 1.535(3) . ?
C5 C6 1.538(3) . ?
C5 H5 1.0000 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.531(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C10 1.531(3) . ?
C8 C9 1.538(3) . ?
C8 H8 1.0000 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.493(3) . ?
C12 C17 1.394(3) . ?
C12 C13 1.399(3) . ?
C13 C14 1.374(3) . ?
C14 C15 1.379(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.380(3) . ?
C16 C17 1.382(3) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
O1' C11' 1.323(3) . ?
O1' C2' 1.481(3) . ?
O2' C11' 1.210(3) . ?
O3' N1' 1.218(2) . ?
O4' N1' 1.218(2) . ?
O5' N2' 1.230(2) . ?
O6' N2' 1.222(2) . ?
N1' C13' 1.475(3) . ?
N2' C15' 1.474(3) . ?
C1' C2' 1.523(4) . ?
C1' C6' 1.530(4) . ?
C1' C7' 1.535(3) . ?
C1' H1' 1.0000 . ?
C2' C3' 1.504(3) . ?
C2' H2' 1.0000 . ?
C3' C4' 1.508(4) . ?
C3' C9' 1.540(3) . ?
C3' H3' 1.0000 . ?
C4' C5' 1.527(4) . ?
C4' H4'1 0.9900 . ?
C4' H4'2 0.9900 . ?
C5' C6' 1.521(4) . ?
C5' C10' 1.532(3) . ?
C5' H5' 1.0000 . ?
C6' H6'1 0.9900 . ?
C6' H6'2 0.9900 . ?
C7' C8' 1.540(4) . ?
C7' H7'1 0.9900 . ?
C7' H7'2 0.9900 . ?
C8' C10' 1.518(3) . ?
C8' C9' 1.528(3) . ?
C8' H8' 1.0000 . ?
C9' H9'1 0.9900 . ?
C9' H9'2 0.9900 . ?
C10' H10C 0.9900 . ?
C10' H10D 0.9900 . ?
C11' C12' 1.497(3) . ?
C12' C17' 1.390(3) . ?
C12' C13' 1.400(3) . ?
C13' C14' 1.376(3) . ?
C14' C15' 1.378(3) . ?
C14' H14' 0.9500 . ?
C15' C16' 1.382(3) . ?
C16' C17' 1.386(3) . ?
C16' H16' 0.9500 . ?
C17' H17' 0.9500 . ?
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
C11 O1 C2 C1 -83.5(2) . . . . ?
C11 O1 C2 C3 155.38(19) . . . . ?
C6 C1 C2 O1 -63.5(2) . . . . ?
C7 C1 C2 O1 177.06(16) . . . . ?
C6 C1 C2 C3 55.6(2) . . . . ?
C7 C1 C2 C3 -63.9(2) . . . . ?
O1 C2 C3 C4 64.9(2) . . . . ?
C1 C2 C3 C4 -55.9(2) . . . . ?
O1 C2 C3 C9 -175.37(16) . . . . ?
C1 C2 C3 C9 63.9(2) . . . . ?
C2 C3 C4 C5 58.8(2) . . . . ?
C9 C3 C4 C5 -59.3(2) . . . . ?
C3 C4 C5 C10 59.3(2) . . . . ?
C3 C4 C5 C6 -60.6(2) . . . . ?
C2 C1 C6 C5 -58.3(2) . . . . ?
C7 C1 C6 C5 59.6(2) . . . . ?
C4 C5 C6 C1 60.5(2) . . . . ?
C10 C5 C6 C1 -59.3(2) . . . . ?
C2 C1 C7 C8 60.8(2) . . . . ?
C6 C1 C7 C8 -59.5(2) . . . . ?
C1 C7 C8 C10 59.4(2) . . . . ?
C1 C7 C8 C9 -59.9(2) . . . . ?
C2 C3 C9 C8 -60.5(2) . . . . ?
C4 C3 C9 C8 60.1(2) . . . . ?
C7 C8 C9 C3 60.0(2) . . . . ?
C10 C8 C9 C3 -60.3(2) . . . . ?
C7 C8 C10 C5 -59.2(2) . . . . ?
C9 C8 C10 C5 60.5(2) . . . . ?
C4 C5 C10 C8 -60.3(2) . . . . ?
C6 C5 C10 C8 58.8(2) . . . . ?
C2 O1 C11 O2 1.0(3) . . . . ?
C2 O1 C11 C12 -177.66(17) . . . . ?
O2 C11 C12 C17 -13.3(3) . . . . ?
O1 C11 C12 C17 165.4(2) . . . . ?
O2 C11 C12 C13 170.0(2) . . . . ?
O1 C11 C12 C13 -11.3(3) . . . . ?
C17 C12 C13 C14 -0.9(3) . . . . ?
C11 C12 C13 C14 175.9(2) . . . . ?
C17 C12 C13 N1 178.76(19) . . . . ?
C11 C12 C13 N1 -4.5(3) . . . . ?
O4 N1 C13 C14 103.6(2) . . . . ?
O3 N1 C13 C14 -73.4(2) . . . . ?
O4 N1 C13 C12 -76.1(2) . . . . ?
O3 N1 C13 C12 107.0(2) . . . . ?
C12 C13 C14 C15 -0.5(3) . . . . ?
N1 C13 C14 C15 179.85(18) . . . . ?
C13 C14 C15 C16 1.2(3) . . . . ?
C13 C14 C15 N2 -179.79(17) . . . . ?
O6 N2 C15 C14 172.82(19) . . . . ?
O5 N2 C15 C14 -6.8(3) . . . . ?
O6 N2 C15 C16 -8.1(3) . . . . ?
O5 N2 C15 C16 172.29(18) . . . . ?
C14 C15 C16 C17 -0.4(3) . . . . ?
N2 C15 C16 C17 -179.47(19) . . . . ?
C15 C16 C17 C12 -1.0(3) . . . . ?
C13 C12 C17 C16 1.7(3) . . . . ?
C11 C12 C17 C16 -175.4(2) . . . . ?
C11' O1' C2' C3' -134.8(2) . . . . ?
C11' O1' C2' C1' 103.5(2) . . . . ?
C6' C1' C2' O1' 65.0(2) . . . . ?
C7' C1' C2' O1' -175.92(18) . . . . ?
C6' C1' C2' C3' -55.1(2) . . . . ?
C7' C1' C2' C3' 63.9(2) . . . . ?
O1' C2' C3' C4' -65.5(2) . . . . ?
C1' C2' C3' C4' 56.0(3) . . . . ?
O1' C2' C3' C9' 174.10(18) . . . . ?
C1' C2' C3' C9' -64.4(2) . . . . ?
C2' C3' C4' C5' -59.7(3) . . . . ?
C9' C3' C4' C5' 58.8(3) . . . . ?
C3' C4' C5' C6' 61.8(3) . . . . ?
C3' C4' C5' C10' -58.5(3) . . . . ?
C4' C5' C6' C1' -61.0(3) . . . . ?
C10' C5' C6' C1' 59.5(3) . . . . ?
C2' C1' C6' C5' 58.2(3) . . . . ?
C7' C1' C6' C5' -58.8(3) . . . . ?
C2' C1' C7' C8' -60.7(3) . . . . ?
C6' C1' C7' C8' 58.8(3) . . . . ?
C1' C7' C8' C10' -59.5(3) . . . . ?
C1' C7' C8' C9' 60.5(3) . . . . ?
C10' C8' C9' C3' 59.5(3) . . . . ?
C7' C8' C9' C3' -60.1(3) . . . . ?
C2' C3' C9' C8' 61.5(3) . . . . ?
C4' C3' C9' C8' -59.4(3) . . . . ?
C9' C8' C10' C5' -59.4(3) . . . . ?
C7' C8' C10' C5' 59.9(3) . . . . ?
C6' C5' C10' C8' -60.4(3) . . . . ?
C4' C5' C10' C8' 58.7(3) . . . . ?
C2' O1' C11' O2' 0.1(4) . . . . ?
C2' O1' C11' C12' 178.53(19) . . . . ?
O2' C11' C12' C17' 20.4(3) . . . . ?
O1' C11' C12' C17' -158.1(2) . . . . ?
O2' C11' C12' C13' -161.2(2) . . . . ?
O1' C11' C12' C13' 20.3(3) . . . . ?
C17' C12' C13' C14' -1.1(3) . . . . ?
C11' C12' C13' C14' -179.5(2) . . . . ?
C17' C12' C13' N1' -176.52(18) . . . . ?
C11' C12' C13' N1' 5.1(3) . . . . ?
O3' N1' C13' C14' -109.6(2) . . . . ?
O4' N1' C13' C14' 67.1(2) . . . . ?
O3' N1' C13' C12' 66.1(3) . . . . ?
O4' N1' C13' C12' -117.2(2) . . . . ?
C12' C13' C14' C15' -0.5(3) . . . . ?
N1' C13' C14' C15' 175.15(17) . . . . ?
C13' C14' C15' C16' 2.2(3) . . . . ?
C13' C14' C15' N2' -174.27(17) . . . . ?
O6' N2' C15' C14' 178.87(18) . . . . ?
O5' N2' C15' C14' 0.0(3) . . . . ?
O6' N2' C15' C16' 2.3(3) . . . . ?
O5' N2' C15' C16' -176.60(18) . . . . ?
C14' C15' C16' C17' -2.1(3) . . . . ?
N2' C15' C16' C17' 174.36(18) . . . . ?
C15' C16' C17' C12' 0.3(3) . . . . ?
C13' C12' C17' C16' 1.2(3) . . . . ?
C11' C12' C17' C16' 179.8(2) . . . . ?
