#------------------------------------------------------------------------------
#$Date: 2023-10-11 00:57:05 +0300 (Wed, 11 Oct 2023) $
#$Revision: 286878 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/21/7132197.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_7132197
loop_
_publ_author_name
'Woelk, Kyla'
'Dhake, Kushal'
'Schley, Nathan D.'
'Leitch, David'
_publ_section_title
;
 Enolate addition to bicyclobutanes enables expedient access to
 2-oxo-bicyclohexane scaffolds
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D3CC04234K
_journal_year                    2023
_chemical_formula_moiety         'C17 H19 N O3'
_chemical_formula_sum            'C17 H19 N O3'
_chemical_formula_weight         285.33
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc2gw3gy
_audit_creation_date             2023-02-18
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-08-22 deposited with the CCDC.	2023-10-10 downloaded from the CCDC.
;
_cell_angle_alpha                113.894(3)
_cell_angle_beta                 94.988(3)
_cell_angle_gamma                92.070(3)
_cell_formula_units_Z            2
_cell_length_a                   5.4793(2)
_cell_length_b                   11.0980(4)
_cell_length_c                   12.6043(4)
_cell_measurement_reflns_used    5545
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      71.5090
_cell_measurement_theta_min      3.8390
_cell_volume                     695.97(5)
_computing_cell_refinement       'CrysAlisPro 1.171.42.71a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.71a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.71a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1506
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -105.00 -17.00   1.00    1.00    --  -35.82 -38.00  90.00   88
  2  ω   -105.00 -17.00   1.00    1.00    --  -35.82 -38.00  60.00   88
  3  ω   -105.00 -17.00   1.00    1.00    --  -35.82 -38.00 -30.00   88
  4  ω   -108.00 -37.00   1.00    1.00    --  -35.82 178.00-150.00   71
  5  ω    -21.00  63.00   1.00    1.00    --   35.82 -77.00-150.00   84
  6  ω      6.00  74.00   1.00    1.00    --   35.82 -99.00  90.00   68
  7  ω     61.00 108.00   1.00    1.00    --   35.82 178.00   0.00   47
  8  ω      6.00  74.00   1.00    1.00    --   35.82 -99.00  60.00   68
  9  ω      6.00  74.00   1.00    1.00    --   35.82 -99.00-180.00   68
 10  ω      6.00  74.00   1.00    1.00    --   35.82 -99.00 -60.00   68
 11  ω    103.00 176.00   1.00    1.00    --  108.40  77.00 -30.00   73
 12  ω     37.00 147.00   1.00    1.00    --  108.40 -15.00-120.00  110
 13  ω     42.00 126.00   1.00    1.00    --  108.40 -61.00 -90.00   84
 14  ω     41.00 109.00   1.00    1.00    --  108.40-111.00 -30.00   68
 15  ω    103.00 176.00   1.00    1.00    --  108.40  77.00 -90.00   73
 16  ω     41.00 135.00   1.00    1.00    --  108.40 -77.00  30.00   94
 17  ω     38.00 130.00   1.00    1.00    --  108.40 -30.00 -60.00   92
 18  ω     39.00 107.00   1.00    1.00    --  108.40 -94.00-120.00   68
 19  ω     39.00 107.00   1.00    1.00    --  108.40 -94.00 -30.00   68
 20  ω     38.00 130.00   1.00    1.00    --  108.40 -30.00  30.00   92
 21  ω     41.00 109.00   1.00    1.00    --  108.40-111.00 120.00   68
 22  ω     40.00 126.00   1.00    1.00    --  108.40 -45.00-180.00   86
 23  ω     91.00 177.00   1.00    1.00    --  108.40  45.00 -30.00   86
 24  ω     91.00 177.00   1.00    1.00    --  108.40  45.00-120.00   86
 25  ω     41.00 109.00   1.00    1.00    --  108.40-111.00-150.00   68
 26  ω   -103.00 -19.00   1.00    1.00    --  -35.82 -57.00-150.00   84
 27  ω    -65.00  36.00   1.00    1.00    --  -35.82  19.00  90.00  101
 28  ω   -103.00 -19.00   1.00    1.00    --  -35.82 -57.00 -90.00   84
 29  ω   -103.00 -19.00   1.00    1.00    --  -35.82 -57.00 150.00   84
 30  ω   -103.00 -19.00   1.00    1.00    --  -35.82 -57.00 -30.00   84
 31  ω     19.00  93.00   1.00    1.00    --   35.82  57.00  90.00   74
 32  ω    -31.00  -3.00   1.00    1.00    --   35.82 -57.00 120.00   28
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0369684000
_diffrn_orient_matrix_UB_12      0.1441723000
_diffrn_orient_matrix_UB_13      0.0196735000
_diffrn_orient_matrix_UB_21      -0.2793080000
_diffrn_orient_matrix_UB_22      -0.0346148000
_diffrn_orient_matrix_UB_23      -0.0305862000
_diffrn_orient_matrix_UB_31      -0.0276628000
_diffrn_orient_matrix_UB_32      0.0347807000
_diffrn_orient_matrix_UB_33      0.1295067000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0217
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            7678
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.757
_diffrn_reflns_theta_min         3.860
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.755
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.630
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.71a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_description       block
_exptl_crystal_F_000             304
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.251
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         2683
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0353
_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)+(0.0472P)²+0.2816P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0900
_refine_ls_wR_factor_ref         0.0920
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2501
_reflns_number_total             2683
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cc04234k2.cif
_cod_data_source_block           kwj-2022-346
_cod_original_cell_volume        695.97(4)
_cod_database_code               7132197
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C11 H10 N O'
_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.
;
_shelx_estimated_absorpt_t_max   0.942
_shelx_estimated_absorpt_t_min   0.834
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4), C5(H5)
2.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C7(H7A,H7B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B),
 C17(H17A,H17B)
2.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C10(H10), C11(H11), C12(H12), C13(H13)
;
_olex2_date_sample_data_collection 2023-02-15
_olex2_exptl_crystal_mounting_method 'mounted in a polyimide loop'
_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 1.333
_oxdiff_exptl_absorpt_empirical_full_min 0.821
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
O1 O 0.42036(15) 0.55767(8) 0.37277(7) 0.0191(2) Uani 1 1 d . . . . .
O2 O 0.46911(15) 0.88948(8) 0.35703(7) 0.01680(19) Uani 1 1 d . . . . .
O3 O -0.06393(16) 0.79753(9) 0.68801(7) 0.0225(2) Uani 1 1 d . . . . .
N1 N 0.22384(17) 0.72275(9) 0.49977(8) 0.0150(2) Uani 1 1 d . . . . .
C1 C 0.2895(2) 0.65089(11) 0.39293(10) 0.0134(2) Uani 1 1 d . . . . .
C2 C 0.1986(2) 0.68629(11) 0.29362(10) 0.0136(2) Uani 1 1 d . . . . .
C3 C 0.3159(2) 0.80891(11) 0.28750(9) 0.0128(2) Uani 1 1 d . . . . .
C4 C 0.1927(2) 0.80391(11) 0.17050(10) 0.0154(2) Uani 1 1 d . . . . .
H4 H 0.085528 0.879000 0.186430 0.019 Uiso 1 1 calc R U . . .
C5 C 0.0310(2) 0.67453(12) 0.13545(10) 0.0176(3) Uani 1 1 d . . . . .
H5 H -0.078644 0.638046 0.060012 0.021 Uiso 1 1 calc R U . . .
C6 C -0.0759(2) 0.69543(12) 0.25065(10) 0.0189(3) Uani 1 1 d . . . . .
H6A H -0.191981 0.622368 0.245660 0.023 Uiso 1 1 calc R U . . .
H6B H -0.140575 0.782817 0.290682 0.023 Uiso 1 1 calc R U . . .
C7 C 0.2118(2) 0.58515(11) 0.16506(10) 0.0166(2) Uani 1 1 d . . . . .
H7A H 0.374743 0.584953 0.136641 0.020 Uiso 1 1 calc R U . . .
H7B H 0.141797 0.494505 0.146537 0.020 Uiso 1 1 calc R U . . .
C8 C 0.3753(2) 0.80920(11) 0.08867(10) 0.0154(2) Uani 1 1 d . . . . .
C9 C 0.5476(2) 0.91748(11) 0.12397(10) 0.0180(3) Uani 1 1 d . . . . .
H9 H 0.551141 0.986439 0.199789 0.022 Uiso 1 1 calc R U . . .
C10 C 0.7140(2) 0.92577(12) 0.04973(11) 0.0213(3) Uani 1 1 d . . . . .
H10 H 0.831162 0.999778 0.075210 0.026 Uiso 1 1 calc R U . . .
C11 C 0.7096(2) 0.82621(13) -0.06169(11) 0.0213(3) Uani 1 1 d . . . . .
H11 H 0.823255 0.831976 -0.112542 0.026 Uiso 1 1 calc R U . . .
C12 C 0.5386(2) 0.71849(12) -0.09820(10) 0.0209(3) Uani 1 1 d . . . . .
H12 H 0.534082 0.650478 -0.174549 0.025 Uiso 1 1 calc R U . . .
C13 C 0.3732(2) 0.70956(12) -0.02328(10) 0.0188(3) Uani 1 1 d . . . . .
H13 H 0.257776 0.634810 -0.048708 0.023 Uiso 1 1 calc R U . . .
C14 C 0.2886(2) 0.68705(12) 0.59819(10) 0.0175(2) Uani 1 1 d . . . . .
H14A H 0.409881 0.754916 0.656547 0.021 Uiso 1 1 calc R U . . .
H14B H 0.362941 0.601146 0.570374 0.021 Uiso 1 1 calc R U . . .
C15 C 0.0573(2) 0.67763(12) 0.65349(11) 0.0206(3) Uani 1 1 d . . . . .
H15A H -0.056097 0.603632 0.596977 0.025 Uiso 1 1 calc R U . . .
H15B H 0.100829 0.658543 0.722711 0.025 Uiso 1 1 calc R U . . .
C16 C -0.1343(2) 0.82397(12) 0.58822(10) 0.0190(3) Uani 1 1 d . . . . .
H16A H -0.224421 0.904916 0.611963 0.023 Uiso 1 1 calc R U . . .
H16B H -0.245489 0.749554 0.530730 0.023 Uiso 1 1 calc R U . . .
C17 C 0.0904(2) 0.84231(11) 0.53251(10) 0.0163(2) Uani 1 1 d . . . . .
H17A H 0.039724 0.858505 0.462389 0.020 Uiso 1 1 calc R U . . .
H17B H 0.197978 0.919577 0.588276 0.020 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_citation_id
_citation_doi
_citation_year
1 10.26434/chemrxiv-2023-vt063 2023
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 6 1 0.0418
0 -6 -1 0.0418
0 6 -6 0.0625
0 -6 6 0.0625
0 -2 8 0.0746
0 2 -8 0.0876
-3 3 -3 0.0737
3 -3 3 0.0737
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
C16 O3 C15 109.84(9) . . ?
C1 N1 C14 121.22(9) . . ?
C1 N1 C17 125.90(9) . . ?
C17 N1 C14 112.86(9) . . ?
O1 C1 N1 123.00(10) . . ?
O1 C1 C2 118.64(10) . . ?
N1 C1 C2 118.36(9) . . ?
C1 C2 C3 118.60(9) . . ?
C1 C2 C6 127.35(9) . . ?
C1 C2 C7 119.38(9) . . ?
C3 C2 C6 99.49(9) . . ?
C3 C2 C7 99.32(9) . . ?
C7 C2 C6 85.22(8) . . ?
O2 C3 C2 128.07(10) . . ?
O2 C3 C4 128.94(10) . . ?
C2 C3 C4 103.00(9) . . ?
C3 C4 H4 109.3 . . ?
C5 C4 C3 96.89(9) . . ?
C5 C4 H4 109.3 . . ?
C8 C4 C3 113.28(9) . . ?
C8 C4 H4 109.3 . . ?
C8 C4 C5 117.94(9) . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 102.06(9) . . ?
C4 C5 C7 102.25(9) . . ?
C6 C5 H5 119.9 . . ?
C6 C5 C7 86.56(9) . . ?
C7 C5 H5 119.9 . . ?
C2 C6 H6A 114.8 . . ?
C2 C6 H6B 114.8 . . ?
C5 C6 C2 83.24(8) . . ?
C5 C6 H6A 114.8 . . ?
C5 C6 H6B 114.8 . . ?
H6A C6 H6B 111.8 . . ?
C2 C7 H7A 114.7 . . ?
C2 C7 H7B 114.7 . . ?
C5 C7 C2 83.39(8) . . ?
C5 C7 H7A 114.7 . . ?
C5 C7 H7B 114.7 . . ?
H7A C7 H7B 111.8 . . ?
C9 C8 C4 119.75(10) . . ?
C9 C8 C13 118.44(11) . . ?
C13 C8 C4 121.78(10) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 C8 120.84(11) . . ?
C10 C9 H9 119.6 . . ?
C9 C10 H10 119.9 . . ?
C9 C10 C11 120.21(11) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 H11 120.2 . . ?
C12 C11 C10 119.60(11) . . ?
C12 C11 H11 120.2 . . ?
C11 C12 H12 119.9 . . ?
C11 C12 C13 120.19(11) . . ?
C13 C12 H12 119.9 . . ?
C8 C13 H13 119.6 . . ?
C12 C13 C8 120.72(11) . . ?
C12 C13 H13 119.6 . . ?
N1 C14 H14A 109.9 . . ?
N1 C14 H14B 109.9 . . ?
N1 C14 C15 108.84(9) . . ?
H14A C14 H14B 108.3 . . ?
C15 C14 H14A 109.9 . . ?
C15 C14 H14B 109.9 . . ?
O3 C15 C14 111.47(9) . . ?
O3 C15 H15A 109.3 . . ?
O3 C15 H15B 109.3 . . ?
C14 C15 H15A 109.3 . . ?
C14 C15 H15B 109.3 . . ?
H15A C15 H15B 108.0 . . ?
O3 C16 H16A 109.6 . . ?
O3 C16 H16B 109.6 . . ?
O3 C16 C17 110.43(10) . . ?
H16A C16 H16B 108.1 . . ?
C17 C16 H16A 109.6 . . ?
C17 C16 H16B 109.6 . . ?
N1 C17 C16 108.90(9) . . ?
N1 C17 H17A 109.9 . . ?
N1 C17 H17B 109.9 . . ?
C16 C17 H17A 109.9 . . ?
C16 C17 H17B 109.9 . . ?
H17A C17 H17B 108.3 . . ?
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 1.2335(14) . ?
O2 C3 1.2062(14) . ?
O3 C15 1.4305(15) . ?
O3 C16 1.4282(15) . ?
N1 C1 1.3468(15) . ?
N1 C14 1.4674(14) . ?
N1 C17 1.4645(14) . ?
C1 C2 1.5078(15) . ?
C2 C3 1.5171(15) . ?
C2 C6 1.5748(15) . ?
C2 C7 1.5633(15) . ?
C3 C4 1.5465(15) . ?
C4 H4 1.0000 . ?
C4 C5 1.5390(16) . ?
C4 C8 1.5140(15) . ?
C5 H5 1.0000 . ?
C5 C6 1.5460(16) . ?
C5 C7 1.5531(16) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.3947(16) . ?
C8 C13 1.3951(16) . ?
C9 H9 0.9500 . ?
C9 C10 1.3883(17) . ?
C10 H10 0.9500 . ?
C10 C11 1.3888(18) . ?
C11 H11 0.9500 . ?
C11 C12 1.3846(18) . ?
C12 H12 0.9500 . ?
C12 C13 1.3932(17) . ?
C13 H13 0.9500 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.5185(16) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.5162(16) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
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 -105.37(12) . . . . ?
O1 C1 C2 C6 123.90(12) . . . . ?
O1 C1 C2 C7 15.88(15) . . . . ?
O2 C3 C4 C5 178.86(11) . . . . ?
O2 C3 C4 C8 54.41(15) . . . . ?
O3 C16 C17 N1 58.24(12) . . . . ?
N1 C1 C2 C3 74.61(13) . . . . ?
N1 C1 C2 C6 -56.12(15) . . . . ?
N1 C1 C2 C7 -164.14(10) . . . . ?
N1 C14 C15 O3 -55.84(12) . . . . ?
C1 N1 C14 C15 -127.43(11) . . . . ?
C1 N1 C17 C16 126.08(11) . . . . ?
C1 C2 C3 O2 -4.51(17) . . . . ?
C1 C2 C3 C4 175.02(9) . . . . ?
C1 C2 C6 C5 -157.73(11) . . . . ?
C1 C2 C7 C5 164.46(10) . . . . ?
C2 C3 C4 C5 -0.65(10) . . . . ?
C2 C3 C4 C8 -125.11(10) . . . . ?
C3 C2 C6 C5 64.69(9) . . . . ?
C3 C2 C7 C5 -65.06(9) . . . . ?
C3 C4 C5 C6 45.30(10) . . . . ?
C3 C4 C5 C7 -43.76(10) . . . . ?
C3 C4 C8 C9 -59.34(14) . . . . ?
C3 C4 C8 C13 122.18(11) . . . . ?
C4 C5 C6 C2 -67.62(9) . . . . ?
C4 C5 C7 C2 67.15(9) . . . . ?
C4 C8 C9 C10 -178.81(10) . . . . ?
C4 C8 C13 C12 178.15(10) . . . . ?
C5 C4 C8 C9 -171.43(10) . . . . ?
C5 C4 C8 C13 10.09(16) . . . . ?
C6 C2 C3 O2 137.85(12) . . . . ?
C6 C2 C3 C4 -42.63(10) . . . . ?
C6 C2 C7 C5 33.80(8) . . . . ?
C6 C5 C7 C2 -34.45(8) . . . . ?
C7 C2 C3 O2 -135.48(12) . . . . ?
C7 C2 C3 C4 44.04(10) . . . . ?
C7 C2 C6 C5 -33.99(8) . . . . ?
C7 C5 C6 C2 34.18(8) . . . . ?
C8 C4 C5 C6 166.28(10) . . . . ?
C8 C4 C5 C7 77.22(11) . . . . ?
C8 C9 C10 C11 0.52(18) . . . . ?
C9 C8 C13 C12 -0.34(17) . . . . ?
C9 C10 C11 C12 -0.12(18) . . . . ?
C10 C11 C12 C13 -0.50(18) . . . . ?
C11 C12 C13 C8 0.74(18) . . . . ?
C13 C8 C9 C10 -0.28(17) . . . . ?
C14 N1 C1 O1 -5.13(17) . . . . ?
C14 N1 C1 C2 174.90(9) . . . . ?
C14 N1 C17 C16 -55.23(12) . . . . ?
C15 O3 C16 C17 -61.64(12) . . . . ?
C16 O3 C15 C14 60.77(12) . . . . ?
C17 N1 C1 O1 173.46(10) . . . . ?
C17 N1 C1 C2 -6.52(16) . . . . ?
C17 N1 C14 C15 53.81(12) . . . . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.1239 6.0105 1.3369 0.8974 -0.2143 0.3856
0.1239 -6.0105 -1.3369 -0.8974 0.2143 -0.3856
0.0021 6.3210 -6.4925 0.7835 -0.0208 -0.6210
-0.0021 -6.3210 6.4925 -0.7835 0.0208 0.6210
0.0067 -2.0060 7.9959 -0.1322 -0.1770 0.9656
-0.0067 2.0060 -7.9959 0.1322 0.1770 -0.9656
-3.0035 2.9985 -2.9959 0.4844 0.8267 -0.2006
3.0035 -2.9985 2.9959 -0.4844 -0.8267 0.2006
