data_skn8_1
_audit_creation_date              2016-05-27
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_publ_contact_author_address      ?
_publ_contact_author_email        ?
_publ_contact_author_name         ''
_publ_contact_author_phone        ?
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8.

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
;
_chemical_name_common             ?
_chemical_name_systematic         ?
_chemical_formula_moiety          'C17 H15 N O3'
_chemical_formula_sum             'C17 H15 N O3'
_chemical_formula_weight          281.30
_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' 0.0181 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'

_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                    15.5766(3)
_cell_length_b                    14.06756(19)
_cell_length_c                    21.4444(4)
_cell_angle_alpha                 90
_cell_angle_beta                  106.5600(19)
_cell_angle_gamma                 90
_cell_volume                      4504.10(14)
_cell_formula_units_Z             12
_cell_measurement_reflns_used     17400
_cell_measurement_temperature     293
_cell_measurement_theta_max       73.0100
_cell_measurement_theta_min       3.8070
_shelx_estimated_absorpt_T_max    ?
_shelx_estimated_absorpt_T_min    ?
_exptl_absorpt_coefficient_mu     0.699
_exptl_absorpt_correction_T_max   1.00000
_exptl_absorpt_correction_T_min   0.26499
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (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     1.244
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_description        block
_exptl_crystal_F_000              1776
_exptl_crystal_size_max           0.5
_exptl_crystal_size_mid           0.2
_exptl_crystal_size_min           0.2
_exptl_transmission_factor_max    ?
_exptl_transmission_factor_min    ?
_diffrn_reflns_av_R_equivalents   0.0650
_diffrn_reflns_av_unetI/netI      0.0350
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max        18
_diffrn_reflns_limit_h_min        -19
_diffrn_reflns_limit_k_max        17
_diffrn_reflns_limit_k_min        -16
_diffrn_reflns_limit_l_max        26
_diffrn_reflns_limit_l_min        -26
_diffrn_reflns_number             43443
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full         67.684
_diffrn_reflns_theta_max          73.375
_diffrn_reflns_theta_min          2.960
_diffrn_ambient_temperature       293
_diffrn_detector                  'CCD plate'
_diffrn_detector_area_resol_mean  8.3200
_diffrn_detector_type             Titan
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω     23.00  50.00   1.00    1.00    --   43.54  57.00  90.00   27
  2  ω     46.00  72.00   1.00    1.00    --   43.54  57.00 120.00   26
  3  ω     72.00 109.00   1.00    1.00    --   43.54 126.00 120.00   37
  4  ω     76.00 102.00   1.00    5.00    --  102.90  61.00  60.00   26
  5  ω    108.00 156.00   1.00    5.00    --  102.90  77.00  60.00   48
  6  ω    118.00 158.00   1.00    5.00    --  102.90  66.00 119.19   40
  7  ω    114.00 157.00   1.00    5.00    --  102.90  77.00  90.00   43
  8  ω     89.00 115.00   1.00    5.00    --  102.90  45.00  60.00   26
  9  ω     83.00 156.00   1.00    5.00    --  102.90  36.00  16.00   73
 10  ω     89.00 121.00   1.00    5.00    --  102.90 -45.00  30.00   32
 11  ω     76.00 156.00   1.00    5.00    --  102.90  30.00 -30.00   80
 12  ω     92.00 148.00   1.00    5.00    --  102.90  45.00-120.00   56
 13  ω     82.00 113.00   1.00    1.00    --   43.54 126.00 -90.00   31
 14  ω     75.00 101.00   1.00    5.00    --  102.90  80.00  68.01   26
 15  ω     78.00 105.00   1.00    5.00    --  102.90  45.00 120.00   27
 16  ω     79.00 105.00   1.00    5.00    --  102.90  45.00  90.00   26
 17  ω     71.00  96.00   1.00    5.00    --  102.90  77.00 120.00   25
 18  ω     76.00 102.00   1.00    5.00    --  102.90  66.00 119.19   26
 19  ω     80.00 105.00   1.00    5.00    --  102.90  45.00 150.00   25
 20  ω     76.00 127.00   1.00    5.00    --  102.90  61.00 165.70   51
 21  ω     76.00 101.00   1.00    5.00    --  102.90  61.00  90.00   25
 22  ω     76.00 102.00   1.00    5.00    --  102.90  61.00 120.00   26
 23  ω     76.00 104.00   1.00    5.00    --  102.90  61.00 150.00   28
 24  ω     71.00  97.00   1.00    5.00    --  102.90  77.00 150.00   26
 25  ω     73.00  99.00   1.00    5.00    --  102.90  70.00 143.46   26
 26  ω     71.00  97.00   1.00    5.00    --  102.90  77.00  90.00   26
 27  ω     71.00  96.00   1.00    5.00    --  102.90  77.00  60.00   25
 28  ω     74.00  99.00   1.00    5.00    --  102.90  72.00 129.98   25
 29  ω     35.00  75.00   1.00    5.00    --  102.90 -45.00  30.00   40
 30  ω     31.00  66.00   1.00    5.00    --  102.90-126.00  90.00   35
 31  ω     10.00  96.00   1.00    1.00    --   43.54-126.00 -90.00   86
 32  ω     48.00 109.00   1.00    5.00    --  102.90 -95.00 -90.00   61
 33  ω     35.00 122.00   1.00    5.00    --  102.90-126.00-150.00   87
 34  ω    -77.00 -23.00   1.00    1.00    --  -43.54 -57.00 120.00   54
 35  ω   -112.00 -82.00   1.00    1.00    --  -43.54 -99.00  30.00   30
 36  ω   -113.00 -20.00   1.00    1.00    --  -43.54 -57.00  60.00   93
 37  ω   -107.00 -75.00   1.00    1.00    --  -43.54-126.00 150.00   32
;
_diffrn_measurement_device        'four-circle diffractometer'
_diffrn_measurement_device_type   'SuperNova, Single source at offset, Titan'
_diffrn_measurement_method        'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11       0.0921772000
_diffrn_orient_matrix_UB_12       0.0237925000
_diffrn_orient_matrix_UB_13       -0.0091921000
_diffrn_orient_matrix_UB_21       0.0463437000
_diffrn_orient_matrix_UB_22       -0.0449513000
_diffrn_orient_matrix_UB_23       0.0666180000
_diffrn_orient_matrix_UB_31       0.0010995000
_diffrn_orient_matrix_UB_32       -0.0969260000
_diffrn_orient_matrix_UB_33       -0.0331667000
_diffrn_radiation_monochromator   mirror
_diffrn_radiation_probe           x-ray
_diffrn_radiation_type            CuK\a
_diffrn_radiation_wavelength      1.54184
_diffrn_source                    'micro-focus sealed X-ray tube'
_diffrn_source_type               'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_full     .
_reflns_Friedel_fraction_max      .
_reflns_number_gt                 6560
_reflns_number_total              8920
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric  1
_reflns_odcompleteness_theta      66.97
_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 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction         'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics     'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material   'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement   'ShelXL (Sheldrick, 2015)'
_computing_structure_solution     'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max          0.281
_refine_diff_density_min          -0.287
_refine_diff_density_rms          0.060
_refine_ls_extinction_coef        .
_refine_ls_extinction_method      none
_refine_ls_goodness_of_fit_ref    1.037
_refine_ls_hydrogen_treatment     constr
_refine_ls_matrix_type            full
_refine_ls_number_parameters      574
_refine_ls_number_reflns          8920
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0743
_refine_ls_R_factor_gt            0.0561
_refine_ls_restrained_S_all       1.037
_refine_ls_shift/su_max           0.001
_refine_ls_shift/su_mean          0.000
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1010P)²+0.6337P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme       calc
_refine_ls_wR_factor_gt           0.1521
_refine_ls_wR_factor_ref          0.1767
_refine_special_details           ?
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1B(H1B), N1A(H1AA), N1(H1), C3B(H3B), C6B(H6B), C3(H3), C3A(H3A), C15B(H15B),
  C7B(H7B), C11B(H11B), C11A(H11A), C15(H15), C15A(H15A), C13B(H13B), C11(H11),
 C6(H6), C12B(H12B), C14B(H14B), C7(H7), C12A(H12A), C13(H13), C12(H12),
 C13A(H13A), C14(H14), C6A(H6A), C14A(H14A), C7A(H7A)
2.b Idealised Me refined as rotating group:
 C17(H17D,H17E,H17F), C17B(H17A,H17B,H17C), C17A(H17G,H17H,H17I), C1B(H1BA,
 H1BB,H1BC), C1(H1A,H1C,H1D), C1A(H1AB,H1AC,H1AD)
;
_atom_sites_solution_hydrogens    geom
_atom_sites_solution_primary      ?
_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
 O1B O 0.40026(9) 0.52281(9) 0.46541(6) 0.0529(3) Uani 1 1 d . . . . .
 O2B O 0.45468(11) 0.46401(10) 0.38767(8) 0.0642(4) Uani 1 1 d . . . . .
 O3B O 0.24690(11) 0.47170(9) 0.33973(7) 0.0587(3) Uani 1 1 d . . . . .
 O3 O 0.28767(11) 0.80267(9) 0.31661(7) 0.0627(4) Uani 1 1 d . . . . .
 O3A O 0.27412(11) 1.13396(9) 0.32245(8) 0.0650(4) Uani 1 1 d . . . . .
 N1B N 0.30079(11) 0.32708(10) 0.37179(7) 0.0471(3) Uani 1 1 d . . . . .
 H1B H 0.3026 0.2678 0.3625 0.057 Uiso 1 1 calc R . . . .
 N1A N 0.25467(11) 0.98556(10) 0.35438(8) 0.0489(4) Uani 1 1 d . . . . .
 H1AA H 0.2787 0.9311 0.3667 0.059 Uiso 1 1 calc R . . . .
 O1 O 0.30482(13) 0.81790(11) 0.17729(8) 0.0751(5) Uani 1 1 d . . . . .
 N1 N 0.27322(12) 0.64980(10) 0.28789(8) 0.0521(4) Uani 1 1 d . . . . .
 H1 H 0.2577 0.5933 0.2955 0.063 Uiso 1 1 calc R . . . .
 O1A O 0.08862(14) 1.15296(12) 0.35026(11) 0.0873(6) Uani 1 1 d . . . . .
 O2A O 0.20281(17) 1.13177(12) 0.44057(10) 0.0918(6) Uani 1 1 d . . . . .
 O2 O 0.16816(14) 0.76736(13) 0.17432(10) 0.0878(5) Uani 1 1 d . . . . .
 C4B C 0.30599(12) 0.40239(12) 0.47754(8) 0.0447(4) Uani 1 1 d . . . . .
 C9B C 0.40943(13) 0.45307(12) 0.42307(9) 0.0484(4) Uani 1 1 d . . . . .
 C8B C 0.35705(12) 0.36272(11) 0.43347(8) 0.0442(4) Uani 1 1 d . . . . .
 C10B C 0.42628(12) 0.28687(12) 0.46543(9) 0.0475(4) Uani 1 1 d . . . . .
 C5B C 0.33633(13) 0.49284(13) 0.49525(9) 0.0488(4) Uani 1 1 d . . . . .
 C16 C 0.27284(13) 0.72000(12) 0.32987(9) 0.0499(4) Uani 1 1 d . . . . .
 C16B C 0.24614(13) 0.38548(12) 0.32916(9) 0.0480(4) Uani 1 1 d . . . . .
 C16A C 0.30145(14) 1.05181(12) 0.33232(10) 0.0522(4) Uani 1 1 d . . . . .
 C8 C 0.29980(15) 0.66879(13) 0.22952(9) 0.0528(4) Uani 1 1 d . . . . .
 C4 C 0.39381(15) 0.70450(13) 0.24228(9) 0.0548(5) Uani 1 1 d . . . . .
 C3B C 0.23903(13) 0.36460(14) 0.49992(9) 0.0530(4) Uani 1 1 d . . . . .
 H3B H 0.2177 0.3037 0.4876 0.064 Uiso 1 1 calc R . . . .
 C8A C 0.16488(14) 1.00438(13) 0.35771(10) 0.0541(4) Uani 1 1 d . . . . .
 C10A C 0.13941(15) 0.92852(14) 0.40063(11) 0.0586(5) Uani 1 1 d . . . . .
 C10 C 0.27636(17) 0.58223(14) 0.18386(10) 0.0603(5) Uani 1 1 d . . . . .
 C4A C 0.09737(14) 1.01758(15) 0.29233(12) 0.0615(5) Uani 1 1 d . . . . .
 C17 C 0.25478(16) 0.69327(13) 0.39206(10) 0.0585(5) Uani 1 1 d . . . . .
 H17D H 0.3072 0.7051 0.4276 0.088 Uiso 1 1 calc GR . . . .
 H17E H 0.2397 0.6270 0.3911 0.088 Uiso 1 1 calc GR . . . .
 H17F H 0.2058 0.7304 0.3976 0.088 Uiso 1 1 calc GR . . . .
 C6B C 0.30392(16) 0.54835(15) 0.53636(10) 0.0622(5) Uani 1 1 d . . . . .
 H6B H 0.3259 0.6091 0.5485 0.075 Uiso 1 1 calc R . . . .
 C9 C 0.24665(18) 0.75531(15) 0.19235(11) 0.0647(5) Uani 1 1 d . . . . .
 C2B C 0.20322(15) 0.41827(17) 0.54131(11) 0.0635(5) Uani 1 1 d . . . . .
 C5 C 0.39151(18) 0.78987(15) 0.21025(11) 0.0640(5) Uani 1 1 d . . . . .
 C3 C 0.47506(17) 0.66986(16) 0.27981(10) 0.0637(5) Uani 1 1 d . . . . .
 H3 H 0.4777 0.6136 0.3030 0.076 Uiso 1 1 calc R . . . .
 C17B C 0.18488(18) 0.34102(16) 0.26963(11) 0.0684(6) Uani 1 1 d . . . . .
 H17A H 0.1238 0.3519 0.2691 0.103 Uiso 1 1 calc GR . . . .
 H17B H 0.1961 0.2739 0.2700 0.103 Uiso 1 1 calc GR . . . .
 H17C H 0.1954 0.3688 0.2316 0.103 Uiso 1 1 calc GR . . . .
 C3A C 0.07521(16) 0.96078(18) 0.23738(12) 0.0691(6) Uani 1 1 d . . . . .
 H3A H 0.1047 0.9033 0.2373 0.083 Uiso 1 1 calc R . . . .
 C15B C 0.44538(17) 0.26654(17) 0.53091(11) 0.0676(6) Uani 1 1 d . . . . .
 H15B H 0.4158 0.2992 0.5563 0.081 Uiso 1 1 calc R . . . .
 C7B C 0.23665(17) 0.50879(17) 0.55874(12) 0.0677(6) Uani 1 1 d . . . . .
 H7B H 0.2131 0.5444 0.5865 0.081 Uiso 1 1 calc R . . . .
 C11B C 0.47356(18) 0.24015(18) 0.42960(11) 0.0711(6) Uani 1 1 d . . . . .
 H11B H 0.4632 0.2547 0.3858 0.085 Uiso 1 1 calc R . . . .
 C11A C 0.1951(2) 0.91250(16) 0.46267(11) 0.0720(6) Uani 1 1 d . . . . .
 H11A H 0.2475 0.9477 0.4775 0.086 Uiso 1 1 calc R . . . .
 C9A C 0.15931(19) 1.10272(15) 0.38961(13) 0.0700(6) Uani 1 1 d . . . . .
 C2 C 0.55366(18) 0.7205(2) 0.28255(11) 0.0764(7) Uani 1 1 d . . . . .
 C17A C 0.38681(18) 1.01929(17) 0.32161(15) 0.0766(7) Uani 1 1 d . . . . .
 H17G H 0.3743 0.9737 0.2868 0.115 Uiso 1 1 calc GR . . . .
 H17H H 0.4236 0.9904 0.3607 0.115 Uiso 1 1 calc GR . . . .
 H17I H 0.4178 1.0727 0.3104 0.115 Uiso 1 1 calc GR . . . .
 C15 C 0.3407(2) 0.53731(17) 0.16166(12) 0.0754(7) Uani 1 1 d . . . . .
 H15 H 0.3999 0.5577 0.1752 0.091 Uiso 1 1 calc R . . . .
 C5A C 0.05555(17) 1.10340(18) 0.29219(15) 0.0780(7) Uani 1 1 d . . . . .
 C15A C 0.06239(18) 0.87450(18) 0.37851(15) 0.0785(7) Uani 1 1 d . . . . .
 H15A H 0.0246 0.8838 0.3368 0.094 Uiso 1 1 calc R . . . .
 C13B C 0.55197(18) 0.14892(19) 0.52208(13) 0.0789(7) Uani 1 1 d . . . . .
 H13B H 0.5919 0.1006 0.5404 0.095 Uiso 1 1 calc R . . . .
 C11 C 0.1885(2) 0.5515(2) 0.16238(13) 0.0819(7) Uani 1 1 d . . . . .
 H11 H 0.1447 0.5813 0.1771 0.098 Uiso 1 1 calc R . . . .
 C6 C 0.4662(2) 0.84134(19) 0.21177(14) 0.0826(8) Uani 1 1 d . . . . .
 H6 H 0.4628 0.8984 0.1892 0.099 Uiso 1 1 calc R . . . .
 C12B C 0.5362(2) 0.1719(2) 0.45793(13) 0.0850(8) Uani 1 1 d . . . . .
 H12B H 0.5681 0.1413 0.4331 0.102 Uiso 1 1 calc R . . . .
 C14B C 0.50824(19) 0.1979(2) 0.55920(12) 0.0813(7) Uani 1 1 d . . . . .
 H14B H 0.5208 0.1850 0.6034 0.098 Uiso 1 1 calc R . . . .
 C7 C 0.5469(2) 0.8047(2) 0.24833(14) 0.0859(8) Uani 1 1 d . . . . .
 H7 H 0.5991 0.8381 0.2500 0.103 Uiso 1 1 calc R . . . .
 C12A C 0.1743(3) 0.84565(19) 0.50272(13) 0.0889(9) Uani 1 1 d . . . . .
 H12A H 0.2121 0.8362 0.5445 0.107 Uiso 1 1 calc R . . . .
 C2A C 0.00902(18) 0.9894(2) 0.18235(15) 0.0890(8) Uani 1 1 d . . . . .
 C13 C 0.2299(3) 0.4318(2) 0.09762(13) 0.0996(11) Uani 1 1 d . . . . .
 H13 H 0.2143 0.3813 0.0686 0.119 Uiso 1 1 calc R . . . .
 C12 C 0.1657(3) 0.4769(2) 0.11910(14) 0.0987(10) Uani 1 1 d . . . . .
 H12 H 0.1064 0.4570 0.1044 0.118 Uiso 1 1 calc R . . . .
 C13A C 0.0967(3) 0.7922(2) 0.48049(18) 0.1009(11) Uani 1 1 d . . . . .
 H13A H 0.0820 0.7469 0.5073 0.121 Uiso 1 1 calc R . . . .
 C14 C 0.3161(3) 0.4611(2) 0.11872(15) 0.0989(10) Uani 1 1 d . . . . .
 H14 H 0.3595 0.4299 0.1044 0.119 Uiso 1 1 calc R . . . .
 C1B C 0.1307(2) 0.3767(2) 0.56688(17) 0.0955(9) Uani 1 1 d . . . . .
 H1BA H 0.0731 0.3960 0.5395 0.143 Uiso 1 1 calc GR . . . .
 H1BB H 0.1379 0.3991 0.6104 0.143 Uiso 1 1 calc GR . . . .
 H1BC H 0.1347 0.3086 0.5671 0.143 Uiso 1 1 calc GR . . . .
 C6A C -0.0111(2) 1.1343(3) 0.2381(2) 0.1070(12) Uani 1 1 d . . . . .
 H6A H -0.0402 1.1921 0.2380 0.128 Uiso 1 1 calc R . . . .
 C14A C 0.0418(2) 0.8064(2) 0.4189(2) 0.1004(10) Uani 1 1 d . . . . .
 H14A H -0.0098 0.7701 0.4040 0.121 Uiso 1 1 calc R . . . .
 C7A C -0.0322(2) 1.0750(3) 0.1844(2) 0.1096(12) Uani 1 1 d . . . . .
 H7A H -0.0767 1.0943 0.1476 0.132 Uiso 1 1 calc R . . . .
 C1 C 0.6429(2) 0.6833(3) 0.32208(15) 0.1039(11) Uani 1 1 d . . . . .
 H1A H 0.6700 0.7281 0.3557 0.156 Uiso 1 1 calc GR . . . .
 H1C H 0.6810 0.6743 0.2944 0.156 Uiso 1 1 calc GR . . . .
 H1D H 0.6347 0.6236 0.3414 0.156 Uiso 1 1 calc GR . . . .
 C1A C -0.0180(3) 0.9287(3) 0.12257(17) 0.1226(14) Uani 1 1 d . . . . .
 H1AB H 0.0321 0.9211 0.1053 0.184 Uiso 1 1 calc GR . . . .
 H1AC H -0.0665 0.9586 0.0906 0.184 Uiso 1 1 calc GR . . . .
 H1AD H -0.0369 0.8675 0.1335 0.184 Uiso 1 1 calc GR . . . .


_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
 O1B C9B 1.372(2) . ?
 O1B C5B 1.394(2) . ?
 O2B C9B 1.184(2) . ?
 O3B C16B 1.233(2) . ?
 O3 C16 1.235(2) . ?
 O3A C16A 1.229(2) . ?
 N1B H1B 0.8600 . ?
 N1B C8B 1.452(2) . ?
 N1B C16B 1.339(2) . ?
 N1A H1AA 0.8600 . ?
 N1A C16A 1.349(2) . ?
 N1A C8A 1.445(3) . ?
 O1 C9 1.367(3) . ?
 O1 C5 1.391(3) . ?
 N1 H1 0.8600 . ?
 N1 C16 1.338(2) . ?
 N1 C8 1.451(2) . ?
 O1A C9A 1.376(3) . ?
 O1A C5A 1.392(4) . ?
 O2A C9A 1.183(3) . ?
 O2 C9 1.185(3) . ?
 C4B C8B 1.505(2) . ?
 C4B C5B 1.373(3) . ?
 C4B C3B 1.373(3) . ?
 C9B C8B 1.560(2) . ?
 C8B C10B 1.533(2) . ?
 C10B C15B 1.380(3) . ?
 C10B C11B 1.374(3) . ?
 C5B C6B 1.377(3) . ?
 C16 C17 1.488(3) . ?
 C16B C17B 1.496(3) . ?
 C16A C17A 1.485(3) . ?
 C8 C4 1.498(3) . ?
 C8 C10 1.540(3) . ?
 C8 C9 1.558(3) . ?
 C4 C5 1.379(3) . ?
 C4 C3 1.381(3) . ?
 C3B H3B 0.9300 . ?
 C3B C2B 1.397(3) . ?
 C8A C10A 1.533(3) . ?
 C8A C4A 1.505(3) . ?
 C8A C9A 1.557(3) . ?
 C10A C11A 1.384(4) . ?
 C10A C15A 1.385(3) . ?
 C10 C15 1.379(3) . ?
 C10 C11 1.383(4) . ?
 C4A C3A 1.384(4) . ?
 C4A C5A 1.371(3) . ?
 C17 H17D 0.9600 . ?
 C17 H17E 0.9600 . ?
 C17 H17F 0.9600 . ?
 C6B H6B 0.9300 . ?
 C6B C7B 1.387(3) . ?
 C2B C7B 1.386(3) . ?
 C2B C1B 1.508(3) . ?
 C5 C6 1.363(4) . ?
 C3 H3 0.9300 . ?
 C3 C2 1.403(4) . ?
 C17B H17A 0.9600 . ?
 C17B H17B 0.9600 . ?
 C17B H17C 0.9600 . ?
 C3A H3A 0.9300 . ?
 C3A C2A 1.387(4) . ?
 C15B H15B 0.9300 . ?
 C15B C14B 1.386(3) . ?
 C7B H7B 0.9300 . ?
 C11B H11B 0.9300 . ?
 C11B C12B 1.380(3) . ?
 C11A H11A 0.9300 . ?
 C11A C12A 1.373(4) . ?
 C2 C7 1.382(4) . ?
 C2 C1 1.501(4) . ?
 C17A H17G 0.9600 . ?
 C17A H17H 0.9600 . ?
 C17A H17I 0.9600 . ?
 C15 H15 0.9300 . ?
 C15 C14 1.394(4) . ?
 C5A C6A 1.387(4) . ?
 C15A H15A 0.9300 . ?
 C15A C14A 1.389(4) . ?
 C13B H13B 0.9300 . ?
 C13B C12B 1.366(4) . ?
 C13B C14B 1.372(4) . ?
 C11 H11 0.9300 . ?
 C11 C12 1.380(4) . ?
 C6 H6 0.9300 . ?
 C6 C7 1.378(5) . ?
 C12B H12B 0.9300 . ?
 C14B H14B 0.9300 . ?
 C7 H7 0.9300 . ?
 C12A H12A 0.9300 . ?
 C12A C13A 1.388(5) . ?
 C2A C7A 1.371(5) . ?
 C2A C1A 1.497(5) . ?
 C13 H13 0.9300 . ?
 C13 C12 1.370(5) . ?
 C13 C14 1.352(6) . ?
 C12 H12 0.9300 . ?
 C13A H13A 0.9300 . ?
 C13A C14A 1.367(5) . ?
 C14 H14 0.9300 . ?
 C1B H1BA 0.9600 . ?
 C1B H1BB 0.9600 . ?
 C1B H1BC 0.9600 . ?
 C6A H6A 0.9300 . ?
 C6A C7A 1.384(6) . ?
 C14A H14A 0.9300 . ?
 C7A H7A 0.9300 . ?
 C1 H1A 0.9600 . ?
 C1 H1C 0.9600 . ?
 C1 H1D 0.9600 . ?
 C1A H1AB 0.9600 . ?
 C1A H1AC 0.9600 . ?
 C1A H1AD 0.9600 . ?

loop_
  _geom_angle_atom_site_label_1
  _geom_angle_atom_site_label_2
  _geom_angle_atom_site_label_3
  _geom_angle
  _geom_angle_site_symmetry_1
  _geom_angle_site_symmetry_3
  _geom_angle_publ_flag
 C9B O1B C5B 108.09(14) . . ?
 C8B N1B H1B 119.6 . . ?
 C16B N1B H1B 119.6 . . ?
 C16B N1B C8B 120.75(14) . . ?
 C16A N1A H1AA 119.4 . . ?
 C16A N1A C8A 121.19(15) . . ?
 C8A N1A H1AA 119.4 . . ?
 C9 O1 C5 108.07(16) . . ?
 C16 N1 H1 119.9 . . ?
 C16 N1 C8 120.13(15) . . ?
 C8 N1 H1 119.9 . . ?
 C9A O1A C5A 108.58(18) . . ?
 C5B C4B C8B 108.40(15) . . ?
 C5B C4B C3B 119.86(17) . . ?
 C3B C4B C8B 131.74(16) . . ?
 O1B C9B C8B 109.31(14) . . ?
 O2B C9B O1B 121.66(17) . . ?
 O2B C9B C8B 128.95(16) . . ?
 N1B C8B C4B 114.22(15) . . ?
 N1B C8B C9B 110.83(14) . . ?
 N1B C8B C10B 109.38(13) . . ?
 C4B C8B C9B 100.32(13) . . ?
 C4B C8B C10B 114.07(14) . . ?
 C10B C8B C9B 107.52(15) . . ?
 C15B C10B C8B 121.29(17) . . ?
 C11B C10B C8B 120.26(16) . . ?
 C11B C10B C15B 118.40(19) . . ?
 C4B C5B O1B 112.83(15) . . ?
 C4B C5B C6B 122.88(19) . . ?
 C6B C5B O1B 124.25(17) . . ?
 O3 C16 N1 120.22(17) . . ?
 O3 C16 C17 122.70(17) . . ?
 N1 C16 C17 117.07(15) . . ?
 O3B C16B N1B 120.48(17) . . ?
 O3B C16B C17B 122.58(17) . . ?
 N1B C16B C17B 116.94(16) . . ?
 O3A C16A N1A 120.99(19) . . ?
 O3A C16A C17A 123.00(19) . . ?
 N1A C16A C17A 116.01(17) . . ?
 N1 C8 C4 114.13(17) . . ?
 N1 C8 C10 109.19(15) . . ?
 N1 C8 C9 110.15(16) . . ?
 C4 C8 C10 115.07(17) . . ?
 C4 C8 C9 100.42(16) . . ?
 C10 C8 C9 107.30(17) . . ?
 C5 C4 C8 108.4(2) . . ?
 C5 C4 C3 119.1(2) . . ?
 C3 C4 C8 132.39(18) . . ?
 C4B C3B H3B 120.2 . . ?
 C4B C3B C2B 119.56(18) . . ?
 C2B C3B H3B 120.2 . . ?
 N1A C8A C10A 108.77(16) . . ?
 N1A C8A C4A 113.92(17) . . ?
 N1A C8A C9A 111.13(17) . . ?
 C10A C8A C9A 107.36(16) . . ?
 C4A C8A C10A 114.42(18) . . ?
 C4A C8A C9A 100.83(17) . . ?
 C11A C10A C8A 119.5(2) . . ?
 C11A C10A C15A 119.0(2) . . ?
 C15A C10A C8A 121.6(2) . . ?
 C15 C10 C8 121.2(2) . . ?
 C15 C10 C11 119.3(2) . . ?
 C11 C10 C8 119.4(2) . . ?
 C3A C4A C8A 131.34(19) . . ?
 C5A C4A C8A 108.4(2) . . ?
 C5A C4A C3A 120.2(2) . . ?
 C16 C17 H17D 109.5 . . ?
 C16 C17 H17E 109.5 . . ?
 C16 C17 H17F 109.5 . . ?
 H17D C17 H17E 109.5 . . ?
 H17D C17 H17F 109.5 . . ?
 H17E C17 H17F 109.5 . . ?
 C5B C6B H6B 121.8 . . ?
 C5B C6B C7B 116.42(19) . . ?
 C7B C6B H6B 121.8 . . ?
 O1 C9 C8 109.4(2) . . ?
 O2 C9 O1 121.5(2) . . ?
 O2 C9 C8 128.9(2) . . ?
 C3B C2B C1B 119.9(2) . . ?
 C7B C2B C3B 118.7(2) . . ?
 C7B C2B C1B 121.4(2) . . ?
 C4 C5 O1 112.6(2) . . ?
 C6 C5 O1 124.0(2) . . ?
 C6 C5 C4 123.4(3) . . ?
 C4 C3 H3 120.4 . . ?
 C4 C3 C2 119.3(2) . . ?
 C2 C3 H3 120.4 . . ?
 C16B C17B H17A 109.5 . . ?
 C16B C17B H17B 109.5 . . ?
 C16B C17B H17C 109.5 . . ?
 H17A C17B H17B 109.5 . . ?
 H17A C17B H17C 109.5 . . ?
 H17B C17B H17C 109.5 . . ?
 C4A C3A H3A 119.9 . . ?
 C4A C3A C2A 120.1(3) . . ?
 C2A C3A H3A 119.9 . . ?
 C10B C15B H15B 119.7 . . ?
 C10B C15B C14B 120.7(2) . . ?
 C14B C15B H15B 119.7 . . ?
 C6B C7B H7B 118.7 . . ?
 C2B C7B C6B 122.54(19) . . ?
 C2B C7B H7B 118.7 . . ?
 C10B C11B H11B 119.6 . . ?
 C10B C11B C12B 120.7(2) . . ?
 C12B C11B H11B 119.6 . . ?
 C10A C11A H11A 119.4 . . ?
 C12A C11A C10A 121.2(3) . . ?
 C12A C11A H11A 119.4 . . ?
 O1A C9A C8A 108.8(2) . . ?
 O2A C9A O1A 122.5(2) . . ?
 O2A C9A C8A 128.6(2) . . ?
 C3 C2 C1 120.2(3) . . ?
 C7 C2 C3 118.7(3) . . ?
 C7 C2 C1 121.1(3) . . ?
 C16A C17A H17G 109.5 . . ?
 C16A C17A H17H 109.5 . . ?
 C16A C17A H17I 109.5 . . ?
 H17G C17A H17H 109.5 . . ?
 H17G C17A H17I 109.5 . . ?
 H17H C17A H17I 109.5 . . ?
 C10 C15 H15 120.3 . . ?
 C10 C15 C14 119.4(3) . . ?
 C14 C15 H15 120.3 . . ?
 C4A C5A O1A 112.6(2) . . ?
 C4A C5A C6A 121.3(3) . . ?
 C6A C5A O1A 126.1(3) . . ?
 C10A C15A H15A 120.1 . . ?
 C10A C15A C14A 119.7(3) . . ?
 C14A C15A H15A 120.1 . . ?
 C12B C13B H13B 120.3 . . ?
 C12B C13B C14B 119.3(2) . . ?
 C14B C13B H13B 120.3 . . ?
 C10 C11 H11 119.9 . . ?
 C12 C11 C10 120.2(3) . . ?
 C12 C11 H11 119.9 . . ?
 C5 C6 H6 121.7 . . ?
 C5 C6 C7 116.7(2) . . ?
 C7 C6 H6 121.7 . . ?
 C11B C12B H12B 119.7 . . ?
 C13B C12B C11B 120.6(2) . . ?
 C13B C12B H12B 119.7 . . ?
 C15B C14B H14B 119.9 . . ?
 C13B C14B C15B 120.1(2) . . ?
 C13B C14B H14B 119.9 . . ?
 C2 C7 H7 118.6 . . ?
 C6 C7 C2 122.8(2) . . ?
 C6 C7 H7 118.6 . . ?
 C11A C12A H12A 120.2 . . ?
 C11A C12A C13A 119.6(3) . . ?
 C13A C12A H12A 120.2 . . ?
 C3A C2A C1A 121.5(3) . . ?
 C7A C2A C3A 117.9(3) . . ?
 C7A C2A C1A 120.6(3) . . ?
 C12 C13 H13 120.1 . . ?
 C14 C13 H13 120.1 . . ?
 C14 C13 C12 119.8(3) . . ?
 C11 C12 H12 119.8 . . ?
 C13 C12 C11 120.4(3) . . ?
 C13 C12 H12 119.8 . . ?
 C12A C13A H13A 120.1 . . ?
 C14A C13A C12A 119.7(3) . . ?
 C14A C13A H13A 120.1 . . ?
 C15 C14 H14 119.5 . . ?
 C13 C14 C15 121.0(3) . . ?
 C13 C14 H14 119.5 . . ?
 C2B C1B H1BA 109.5 . . ?
 C2B C1B H1BB 109.5 . . ?
 C2B C1B H1BC 109.5 . . ?
 H1BA C1B H1BB 109.5 . . ?
 H1BA C1B H1BC 109.5 . . ?
 H1BB C1B H1BC 109.5 . . ?
 C5A C6A H6A 121.6 . . ?
 C7A C6A C5A 116.7(3) . . ?
 C7A C6A H6A 121.6 . . ?
 C15A C14A H14A 119.6 . . ?
 C13A C14A C15A 120.8(3) . . ?
 C13A C14A H14A 119.6 . . ?
 C2A C7A C6A 123.6(3) . . ?
 C2A C7A H7A 118.2 . . ?
 C6A C7A H7A 118.2 . . ?
 C2 C1 H1A 109.5 . . ?
 C2 C1 H1C 109.5 . . ?
 C2 C1 H1D 109.5 . . ?
 H1A C1 H1C 109.5 . . ?
 H1A C1 H1D 109.5 . . ?
 H1C C1 H1D 109.5 . . ?
 C2A C1A H1AB 109.5 . . ?
 C2A C1A H1AC 109.5 . . ?
 C2A C1A H1AD 109.5 . . ?
 H1AB C1A H1AC 109.5 . . ?
 H1AB C1A H1AD 109.5 . . ?
 H1AC C1A H1AD 109.5 . . ?

_shelx_SHELXL_version_number      '2014/7'
_olex2_date_sample_data_collection 2016-05-26
_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 3.695
_oxdiff_exptl_absorpt_empirical_full_min 0.317

