data_19090503
_audit_creation_date              2019-09-05
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_publ_contact_author_address      ?
_publ_contact_author_email        ?
_publ_contact_author_id_orcid     ?
_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          'C33 H22 N2 O2'
_chemical_formula_sum             'C33 H22 N2 O2'
_chemical_formula_weight          478.52
_chemical_melting_point           ?
_chemical_oxdiff_formula          'C H N O'
_chemical_oxdiff_usercomment      CH3mm-D-CH
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                    8.6894(2)
_cell_length_b                    35.8672(5)
_cell_length_c                    8.10020(10)
_cell_angle_alpha                 90
_cell_angle_beta                  107.351(2)
_cell_angle_gamma                 90
_cell_volume                      2409.67(8)
_cell_formula_units_Z             4
_cell_measurement_reflns_used     4149
_cell_measurement_temperature     220.00(10)
_cell_measurement_theta_max       72.9760
_cell_measurement_theta_min       4.9030
_shelx_estimated_absorpt_T_max    ?
_shelx_estimated_absorpt_T_min    ?
_exptl_absorpt_coefficient_mu     0.653
_exptl_absorpt_correction_T_max   1.00000
_exptl_absorpt_correction_T_min   0.29733
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
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     1.319
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_description        plate
_exptl_crystal_F_000              1000
_exptl_crystal_size_max           0.23
_exptl_crystal_size_mid           0.15
_exptl_crystal_size_min           0.04
_exptl_transmission_factor_max    ?
_exptl_transmission_factor_min    ?
_diffrn_reflns_av_R_equivalents   0.0301
_diffrn_reflns_av_unetI/netI      0.0400
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_limit_h_max        9
_diffrn_reflns_limit_h_min        -10
_diffrn_reflns_limit_k_max        40
_diffrn_reflns_limit_k_min        -43
_diffrn_reflns_limit_l_max        6
_diffrn_reflns_limit_l_min        -9
_diffrn_reflns_number             7798
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_theta_full         67.684
_diffrn_reflns_theta_max          73.323
_diffrn_reflns_theta_min          4.932
_diffrn_ambient_environment       N~2~
_diffrn_ambient_temperature       220.00(10)
_diffrn_detector                  'CCD plate'
_diffrn_detector_area_resol_mean  5.2913
_diffrn_detector_type             AtlasS2
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω   -115.00 -17.00   1.00    4.00    --  -41.14 -38.00 150.00   98
  2  ω     23.00  94.00   1.00    4.00    --   41.14-125.00 120.00   71
  3  ω     51.00 130.00   1.00   16.00    --  106.22 -45.00 150.00   79
  4  ω     40.00 133.00   1.00   16.00    --  106.22 -61.00 -90.00   93
  5  ω     48.00 109.00   1.00   16.00    --  106.22 -94.00 -90.00   61
  6  ω     56.00 178.00   1.00   16.00    --  106.22  15.00   0.00  122
;
_diffrn_measurement_device        'four-circle diffractometer'
_diffrn_measurement_device_type   'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method        'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11       0.1460694000
_diffrn_orient_matrix_UB_12       0.0223834000
_diffrn_orient_matrix_UB_13       -0.0166009000
_diffrn_orient_matrix_UB_21       0.0947756000
_diffrn_orient_matrix_UB_22       -0.0365235000
_diffrn_orient_matrix_UB_23       0.0063179000
_diffrn_orient_matrix_UB_31       -0.0648963000
_diffrn_orient_matrix_UB_32       -0.0030032000
_diffrn_orient_matrix_UB_33       -0.1984448000
_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                 4070
_reflns_number_total              4617
_reflns_odcompleteness_completeness 98.76
_reflns_odcompleteness_iscentric  1
_reflns_odcompleteness_theta      66.49
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression      'I > 2σ(I)'
_computing_cell_refinement        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction         'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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          0.234
_refine_diff_density_min          -0.225
_refine_diff_density_rms          0.045
_refine_ls_extinction_coef        .
_refine_ls_extinction_method      none
_refine_ls_goodness_of_fit_ref    0.997
_refine_ls_hydrogen_treatment     constr
_refine_ls_matrix_type            full
_refine_ls_number_parameters      335
_refine_ls_number_reflns          4617
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0544
_refine_ls_R_factor_gt            0.0489
_refine_ls_restrained_S_all       0.997
_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)+(0.0900P)²+0.3370P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme       calc
_refine_ls_wR_factor_gt           0.1351
_refine_ls_wR_factor_ref          0.1427
_refine_special_details           ?
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C009(H009), C00D(H00D), C00F(H00F), C00G(H00G), C00I(H00I), C00J(H00J),
 C00K(H00K), C00L(H00L), C00M(H00M), C00P(H00P), C00S(H00S), C00T(H00T),
 C00U(H00U), C00V(H00V), C00W(H00W), C00X(H00X), C00Y(H00Y), C010(H010),
 C011(H011)
2.b Idealised Me refined as rotating group:
 C00Z(H00A,H00B,H00C)
;
_atom_sites_solution_hydrogens    geom
_atom_sites_solution_primary      dual
_atom_sites_solution_secondary    ?
loop_
  _atom_site_label
  _atom_site_type_symbol
  _atom_site_fract_x
  _atom_site_fract_y
  _atom_site_fract_z
  _atom_site_U_iso_or_equiv
  _atom_site_adp_type
  _atom_site_occupancy
  _atom_site_site_symmetry_order
  _atom_site_calc_flag
  _atom_site_refinement_flags_posn
  _atom_site_refinement_flags_adp
  _atom_site_refinement_flags_occupancy
  _atom_site_disorder_assembly
  _atom_site_disorder_group
 O001 O 0.36522(14) 0.56450(3) 0.62848(16) 0.0408(3) Uani 1 1 d . . . . .
 O002 O 0.11008(14) 0.47134(3) 0.83554(16) 0.0401(3) Uani 1 1 d . . . . .
 N003 N 0.19931(15) 0.52382(4) 0.72129(17) 0.0331(3) Uani 1 1 d . . . . .
 N004 N 0.93026(15) 0.33074(4) 0.71764(17) 0.0338(3) Uani 1 1 d . . . . .
 C005 C 0.85905(17) 0.34965(4) 0.83158(19) 0.0313(3) Uani 1 1 d . . . . .
 C006 C 0.34140(18) 0.53461(4) 0.68503(19) 0.0317(3) Uani 1 1 d . . . . .
 C007 C 0.84603(19) 0.31227(4) 0.56660(19) 0.0319(3) Uani 1 1 d . . . . .
 C008 C 0.60705(18) 0.43524(4) 0.83271(19) 0.0313(3) Uani 1 1 d . . . . .
 C009 C 0.77005(17) 0.38194(4) 0.77687(18) 0.0308(3) Uani 1 1 d . . . . .
 H009 H 0.7597 0.3916 0.6676 0.037 Uiso 1 1 calc R . . . .
 C00A C 0.37718(18) 0.47428(4) 0.79705(18) 0.0311(3) Uani 1 1 d . . . . .
 C00B C 0.69620(17) 0.39976(4) 0.88656(19) 0.0312(3) Uani 1 1 d . . . . .
 C00C C 0.45240(18) 0.50237(4) 0.73213(18) 0.0305(3) Uani 1 1 d . . . . .
 C00D C 0.60522(18) 0.49797(4) 0.71645(19) 0.0323(3) Uani 1 1 d . . . . .
 H00D H 0.6552 0.5170 0.6734 0.039 Uiso 1 1 calc R . . . .
 C00E C 0.06158(18) 0.54767(4) 0.6937(2) 0.0319(3) Uani 1 1 d . . . . .
 C00F C -0.01419(18) 0.55184(4) 0.8208(2) 0.0332(3) Uani 1 1 d . . . . .
 H00F H 0.0197 0.5381 0.9226 0.040 Uiso 1 1 calc R . . . .
 C00G C 0.45224(18) 0.44049(4) 0.8492(2) 0.0327(3) Uani 1 1 d . . . . .
 H00G H 0.4018 0.4218 0.8938 0.039 Uiso 1 1 calc R . . . .
 C00H C 0.21341(18) 0.48754(4) 0.79175(19) 0.0318(3) Uani 1 1 d . . . . .
 C00I C 0.68104(17) 0.46408(4) 0.76759(19) 0.0329(3) Uani 1 1 d . . . . .
 H00I H 0.7841 0.4604 0.7584 0.039 Uiso 1 1 calc R . . . .
 C00J C 0.71431(19) 0.38495(4) 1.0504(2) 0.0344(3) Uani 1 1 d . . . . .
 H00J H 0.6635 0.3963 1.1233 0.041 Uiso 1 1 calc R . . . .
 C00K C 0.8786(2) 0.33536(4) 0.9961(2) 0.0358(3) Uani 1 1 d . . . . .
 H00K H 0.9390 0.3138 1.0323 0.043 Uiso 1 1 calc R . . . .
 C00L C 0.8074(2) 0.35342(4) 1.1055(2) 0.0379(3) Uani 1 1 d . . . . .
 H00L H 0.8221 0.3443 1.2167 0.045 Uiso 1 1 calc R . . . .
 C00M C -0.14143(19) 0.57681(4) 0.7944(2) 0.0373(3) Uani 1 1 d . . . . .
 H00M H -0.1929 0.5795 0.8792 0.045 Uiso 1 1 calc R . . . .
 C00N C 0.9561(2) 0.29167(4) 0.5061(2) 0.0380(4) Uani 1 1 d . . . . .
 C00O C 1.09284(19) 0.32177(4) 0.7551(2) 0.0371(3) Uani 1 1 d . . . . .
 C00P C 0.6810(2) 0.31184(4) 0.4841(2) 0.0372(3) Uani 1 1 d . . . . .
 H00P H 0.6098 0.3256 0.5256 0.045 Uiso 1 1 calc R . . . .
 C00Q C 1.1139(2) 0.29794(5) 0.6260(2) 0.0413(4) Uani 1 1 d . . . . .
 C00R C -0.19346(19) 0.59783(5) 0.6442(2) 0.0415(4) Uani 1 1 d . . . . .
 C00S C 0.0090(2) 0.56802(5) 0.5412(2) 0.0412(4) Uani 1 1 d . . . . .
 H00S H 0.0583 0.5649 0.4548 0.049 Uiso 1 1 calc R . . . .
 C00T C -0.1170(2) 0.59299(5) 0.5183(2) 0.0453(4) Uani 1 1 d . . . . .
 H00T H -0.1508 0.6068 0.4166 0.054 Uiso 1 1 calc R . . . .
 C00U C 0.6275(2) 0.28996(5) 0.3370(2) 0.0468(4) Uani 1 1 d . . . . .
 H00U H 0.5177 0.2889 0.2790 0.056 Uiso 1 1 calc R . . . .
 C00V C 0.8976(3) 0.27000(5) 0.3567(2) 0.0493(5) Uani 1 1 d . . . . .
 H00V H 0.9679 0.2561 0.3141 0.059 Uiso 1 1 calc R . . . .
 C00W C 1.2217(2) 0.33410(6) 0.8929(3) 0.0500(4) Uani 1 1 d . . . . .
 H00W H 1.2058 0.3500 0.9768 0.060 Uiso 1 1 calc R . . . .
 C00X C 0.7342(3) 0.26953(5) 0.2738(2) 0.0550(5) Uani 1 1 d . . . . .
 H00X H 0.6945 0.2553 0.1741 0.066 Uiso 1 1 calc R . . . .
 C00Y C 1.2705(3) 0.28587(6) 0.6370(3) 0.0598(6) Uani 1 1 d . . . . .
 H00Y H 1.2880 0.2700 0.5536 0.072 Uiso 1 1 calc R . . . .
 C00Z C -0.3306(3) 0.62537(6) 0.6166(3) 0.0602(5) Uani 1 1 d . . . . .
 H00A H -0.3917 0.6198 0.6946 0.090 Uiso 1 1 calc GR . . . .
 H00B H -0.3992 0.6236 0.4995 0.090 Uiso 1 1 calc GR . . . .
 H00C H -0.2878 0.6502 0.6381 0.090 Uiso 1 1 calc GR . . . .
 C010 C 1.3734(2) 0.32170(7) 0.8994(3) 0.0649(6) Uani 1 1 d . . . . .
 H010 H 1.4617 0.3294 0.9898 0.078 Uiso 1 1 calc R . . . .
 C011 C 1.3974(3) 0.29785(7) 0.7729(4) 0.0698(7) Uani 1 1 d . . . . .
 H011 H 1.5013 0.2899 0.7808 0.084 Uiso 1 1 calc R . . . .


_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
 O001 C006 1.208(2) . ?
 O002 C00H 1.2082(19) . ?
 N003 C006 1.4060(19) . ?
 N003 C00E 1.4334(19) . ?
 N003 C00H 1.411(2) . ?
 N004 C005 1.4266(18) . ?
 N004 C007 1.392(2) . ?
 N004 C00O 1.391(2) . ?
 C005 C009 1.390(2) . ?
 C005 C00K 1.390(2) . ?
 C006 C00C 1.481(2) . ?
 C007 C00N 1.408(2) . ?
 C007 C00P 1.390(2) . ?
 C008 C00B 1.486(2) . ?
 C008 C00G 1.404(2) . ?
 C008 C00I 1.401(2) . ?
 C009 H009 0.9300 . ?
 C009 C00B 1.396(2) . ?
 C00A C00C 1.387(2) . ?
 C00A C00G 1.381(2) . ?
 C00A C00H 1.489(2) . ?
 C00B C00J 1.394(2) . ?
 C00C C00D 1.380(2) . ?
 C00D H00D 0.9300 . ?
 C00D C00I 1.386(2) . ?
 C00E C00F 1.386(2) . ?
 C00E C00S 1.389(2) . ?
 C00F H00F 0.9300 . ?
 C00F C00M 1.389(2) . ?
 C00G H00G 0.9300 . ?
 C00I H00I 0.9300 . ?
 C00J H00J 0.9300 . ?
 C00J C00L 1.384(2) . ?
 C00K H00K 0.9300 . ?
 C00K C00L 1.384(2) . ?
 C00L H00L 0.9300 . ?
 C00M H00M 0.9300 . ?
 C00M C00R 1.388(2) . ?
 C00N C00Q 1.442(3) . ?
 C00N C00V 1.399(3) . ?
 C00O C00Q 1.405(2) . ?
 C00O C00W 1.396(3) . ?
 C00P H00P 0.9300 . ?
 C00P C00U 1.386(2) . ?
 C00Q C00Y 1.405(3) . ?
 C00R C00T 1.384(3) . ?
 C00R C00Z 1.512(2) . ?
 C00S H00S 0.9300 . ?
 C00S C00T 1.383(3) . ?
 C00T H00T 0.9300 . ?
 C00U H00U 0.9300 . ?
 C00U C00X 1.393(3) . ?
 C00V H00V 0.9300 . ?
 C00V C00X 1.378(3) . ?
 C00W H00W 0.9300 . ?
 C00W C010 1.377(3) . ?
 C00X H00X 0.9300 . ?
 C00Y H00Y 0.9300 . ?
 C00Y C011 1.374(4) . ?
 C00Z H00A 0.9600 . ?
 C00Z H00B 0.9600 . ?
 C00Z H00C 0.9600 . ?
 C010 H010 0.9300 . ?
 C010 C011 1.397(4) . ?
 C011 H011 0.9300 . ?

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
 C006 N003 C00E 123.18(13) . . ?
 C006 N003 C00H 111.26(12) . . ?
 C00H N003 C00E 125.54(12) . . ?
 C007 N004 C005 125.39(12) . . ?
 C007 N004 C00O 108.37(13) . . ?
 C00O N004 C005 125.24(13) . . ?
 C009 C005 N004 119.83(13) . . ?
 C009 C005 C00K 120.69(14) . . ?
 C00K C005 N004 119.48(14) . . ?
 O001 C006 N003 125.75(14) . . ?
 O001 C006 C00C 128.22(14) . . ?
 N003 C006 C00C 106.03(12) . . ?
 N004 C007 C00N 108.80(14) . . ?
 N004 C007 C00P 128.66(13) . . ?
 C00P C007 C00N 122.51(15) . . ?
 C00G C008 C00B 121.15(13) . . ?
 C00G C008 C00I 119.81(14) . . ?
 C00I C008 C00B 119.02(13) . . ?
 C005 C009 H009 120.1 . . ?
 C005 C009 C00B 119.74(14) . . ?
 C00B C009 H009 120.1 . . ?
 C00C C00A C00H 108.14(13) . . ?
 C00G C00A C00C 121.36(14) . . ?
 C00G C00A C00H 130.48(14) . . ?
 C009 C00B C008 120.22(13) . . ?
 C00J C00B C008 120.44(13) . . ?
 C00J C00B C009 119.25(14) . . ?
 C00A C00C C006 108.70(13) . . ?
 C00D C00C C006 129.49(14) . . ?
 C00D C00C C00A 121.81(14) . . ?
 C00C C00D H00D 121.4 . . ?
 C00C C00D C00I 117.21(14) . . ?
 C00I C00D H00D 121.4 . . ?
 C00F C00E N003 120.51(14) . . ?
 C00F C00E C00S 120.05(14) . . ?
 C00S C00E N003 119.36(14) . . ?
 C00E C00F H00F 120.4 . . ?
 C00E C00F C00M 119.18(15) . . ?
 C00M C00F H00F 120.4 . . ?
 C008 C00G H00G 121.1 . . ?
 C00A C00G C008 117.84(14) . . ?
 C00A C00G H00G 121.1 . . ?
 O002 C00H N003 125.43(14) . . ?
 O002 C00H C00A 128.71(14) . . ?
 N003 C00H C00A 105.85(12) . . ?
 C008 C00I H00I 119.0 . . ?
 C00D C00I C008 121.96(13) . . ?
 C00D C00I H00I 119.0 . . ?
 C00B C00J H00J 119.8 . . ?
 C00L C00J C00B 120.47(13) . . ?
 C00L C00J H00J 119.8 . . ?
 C005 C00K H00K 120.3 . . ?
 C00L C00K C005 119.41(14) . . ?
 C00L C00K H00K 120.3 . . ?
 C00J C00L H00L 119.8 . . ?
 C00K C00L C00J 120.39(14) . . ?
 C00K C00L H00L 119.8 . . ?
 C00F C00M H00M 119.3 . . ?
 C00R C00M C00F 121.45(15) . . ?
 C00R C00M H00M 119.3 . . ?
 C007 C00N C00Q 106.97(14) . . ?
 C00V C00N C007 118.89(17) . . ?
 C00V C00N C00Q 134.11(16) . . ?
 N004 C00O C00Q 109.14(15) . . ?
 N004 C00O C00W 128.42(16) . . ?
 C00W C00O C00Q 122.42(16) . . ?
 C007 C00P H00P 121.5 . . ?
 C00U C00P C007 116.96(16) . . ?
 C00U C00P H00P 121.5 . . ?
 C00O C00Q C00N 106.71(14) . . ?
 C00O C00Q C00Y 118.61(19) . . ?
 C00Y C00Q C00N 134.68(19) . . ?
 C00M C00R C00Z 121.39(17) . . ?
 C00T C00R C00M 118.38(15) . . ?
 C00T C00R C00Z 120.24(17) . . ?
 C00E C00S H00S 120.1 . . ?
 C00T C00S C00E 119.77(15) . . ?
 C00T C00S H00S 120.1 . . ?
 C00R C00T C00S 121.15(16) . . ?
 C00R C00T H00T 119.4 . . ?
 C00S C00T H00T 119.4 . . ?
 C00P C00U H00U 119.2 . . ?
 C00P C00U C00X 121.60(19) . . ?
 C00X C00U H00U 119.2 . . ?
 C00N C00V H00V 120.5 . . ?
 C00X C00V C00N 118.95(16) . . ?
 C00X C00V H00V 120.5 . . ?
 C00O C00W H00W 121.3 . . ?
 C010 C00W C00O 117.3(2) . . ?
 C010 C00W H00W 121.3 . . ?
 C00U C00X H00X 119.5 . . ?
 C00V C00X C00U 121.09(17) . . ?
 C00V C00X H00X 119.5 . . ?
 C00Q C00Y H00Y 120.5 . . ?
 C011 C00Y C00Q 119.0(2) . . ?
 C011 C00Y H00Y 120.5 . . ?
 C00R C00Z H00A 109.5 . . ?
 C00R C00Z H00B 109.5 . . ?
 C00R C00Z H00C 109.5 . . ?
 H00A C00Z H00B 109.5 . . ?
 H00A C00Z H00C 109.5 . . ?
 H00B C00Z H00C 109.5 . . ?
 C00W C010 H010 119.3 . . ?
 C00W C010 C011 121.4(2) . . ?
 C011 C010 H010 119.3 . . ?
 C00Y C011 C010 121.26(18) . . ?
 C00Y C011 H011 119.4 . . ?
 C010 C011 H011 119.4 . . ?

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
 O001 C006 C00C C00A 178.05(15) . . . . ?
 O001 C006 C00C C00D -3.1(3) . . . . ?
 N003 C006 C00C C00A -1.29(16) . . . . ?
 N003 C006 C00C C00D 177.61(14) . . . . ?
 N003 C00E C00F C00M 176.24(14) . . . . ?
 N003 C00E C00S C00T -175.67(15) . . . . ?
 N004 C005 C009 C00B 177.99(13) . . . . ?
 N004 C005 C00K C00L -179.02(14) . . . . ?
 N004 C007 C00N C00Q 0.06(16) . . . . ?
 N004 C007 C00N C00V 178.52(14) . . . . ?
 N004 C007 C00P C00U -177.92(15) . . . . ?
 N004 C00O C00Q C00N -1.00(17) . . . . ?
 N004 C00O C00Q C00Y 178.95(15) . . . . ?
 N004 C00O C00W C010 -178.59(17) . . . . ?
 C005 N004 C007 C00N -169.67(14) . . . . ?
 C005 N004 C007 C00P 8.5(2) . . . . ?
 C005 N004 C00O C00Q 170.06(14) . . . . ?
 C005 N004 C00O C00W -11.7(3) . . . . ?
 C005 C009 C00B C008 177.18(13) . . . . ?
 C005 C009 C00B C00J 0.6(2) . . . . ?
 C005 C00K C00L C00J 1.5(2) . . . . ?
 C006 N003 C00E C00F -132.70(15) . . . . ?
 C006 N003 C00E C00S 44.3(2) . . . . ?
 C006 N003 C00H O002 179.65(14) . . . . ?
 C006 N003 C00H C00A -1.08(16) . . . . ?
 C006 C00C C00D C00I -178.45(14) . . . . ?
 C007 N004 C005 C009 -67.7(2) . . . . ?
 C007 N004 C005 C00K 111.82(17) . . . . ?
 C007 N004 C00O C00Q 1.05(17) . . . . ?
 C007 N004 C00O C00W 179.33(16) . . . . ?
 C007 C00N C00Q C00O 0.57(17) . . . . ?
 C007 C00N C00Q C00Y -179.36(18) . . . . ?
 C007 C00N C00V C00X 0.0(2) . . . . ?
 C007 C00P C00U C00X -0.5(2) . . . . ?
 C008 C00B C00J C00L -175.17(14) . . . . ?
 C009 C005 C00K C00L 0.5(2) . . . . ?
 C009 C00B C00J C00L 1.4(2) . . . . ?
 C00A C00C C00D C00I 0.3(2) . . . . ?
 C00B C008 C00G C00A 179.75(13) . . . . ?
 C00B C008 C00I C00D -179.45(13) . . . . ?
 C00B C00J C00L C00K -2.5(2) . . . . ?
 C00C C00A C00G C008 -0.7(2) . . . . ?
 C00C C00A C00H O002 179.46(15) . . . . ?
 C00C C00A C00H N003 0.23(16) . . . . ?
 C00C C00D C00I C008 0.0(2) . . . . ?
 C00E N003 C006 O001 0.4(2) . . . . ?
 C00E N003 C006 C00C 179.71(13) . . . . ?
 C00E N003 C00H O002 1.5(2) . . . . ?
 C00E N003 C00H C00A -179.28(13) . . . . ?
 C00E C00F C00M C00R -0.4(2) . . . . ?
 C00E C00S C00T C00R -0.8(3) . . . . ?
 C00F C00E C00S C00T 1.3(3) . . . . ?
 C00F C00M C00R C00T 1.0(3) . . . . ?
 C00F C00M C00R C00Z -179.20(17) . . . . ?
 C00G C008 C00B C009 132.23(15) . . . . ?
 C00G C008 C00B C00J -51.2(2) . . . . ?
 C00G C008 C00I C00D -0.7(2) . . . . ?
 C00G C00A C00C C006 179.03(13) . . . . ?
 C00G C00A C00C C00D 0.0(2) . . . . ?
 C00G C00A C00H O002 1.3(3) . . . . ?
 C00G C00A C00H N003 -177.95(15) . . . . ?
 C00H N003 C006 O001 -177.89(14) . . . . ?
 C00H N003 C006 C00C 1.46(16) . . . . ?
 C00H N003 C00E C00F 45.3(2) . . . . ?
 C00H N003 C00E C00S -137.70(16) . . . . ?
 C00H C00A C00C C006 0.65(16) . . . . ?
 C00H C00A C00C C00D -178.35(13) . . . . ?
 C00H C00A C00G C008 177.28(14) . . . . ?
 C00I C008 C00B C009 -49.0(2) . . . . ?
 C00I C008 C00B C00J 127.55(15) . . . . ?
 C00I C008 C00G C00A 1.0(2) . . . . ?
 C00K C005 C009 C00B -1.5(2) . . . . ?
 C00M C00R C00T C00S -0.4(3) . . . . ?
 C00N C007 C00P C00U 0.0(2) . . . . ?
 C00N C00Q C00Y C011 179.66(19) . . . . ?
 C00N C00V C00X C00U -0.4(3) . . . . ?
 C00O N004 C005 C009 125.11(16) . . . . ?
 C00O N004 C005 C00K -55.4(2) . . . . ?
 C00O N004 C007 C00N -0.68(16) . . . . ?
 C00O N004 C007 C00P 177.47(15) . . . . ?
 C00O C00Q C00Y C011 -0.3(3) . . . . ?
 C00O C00W C010 C011 0.2(3) . . . . ?
 C00P C007 C00N C00Q -178.23(14) . . . . ?
 C00P C007 C00N C00V 0.2(2) . . . . ?
 C00P C00U C00X C00V 0.7(3) . . . . ?
 C00Q C00N C00V C00X 177.93(17) . . . . ?
 C00Q C00O C00W C010 -0.5(3) . . . . ?
 C00Q C00Y C011 C010 0.0(3) . . . . ?
 C00S C00E C00F C00M -0.7(2) . . . . ?
 C00V C00N C00Q C00O -177.55(17) . . . . ?
 C00V C00N C00Q C00Y 2.5(3) . . . . ?
 C00W C00O C00Q C00N -179.40(15) . . . . ?
 C00W C00O C00Q C00Y 0.6(2) . . . . ?
 C00W C010 C011 C00Y 0.0(3) . . . . ?
 C00Z C00R C00T C00S 179.82(18) . . . . ?

_shelx_SHELXL_version_number      '2014/7'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.211
_oxdiff_exptl_absorpt_empirical_full_min 0.666
