data_exp_1455
_audit_creation_date               2020-10-09
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number       '2017/1'
_audit_contact_author_address      ?
_audit_contact_author_email        ?
_audit_contact_author_name         ''
_audit_contact_author_phone        ?
_publ_contact_author_id_orcid      ?
_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           'C42 H54 N2 O2'
_chemical_formula_sum              'C42 H54 N2 O2'
_chemical_formula_weight           618.87
_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        'orthorhombic'
_space_group_IT_number             61
_space_group_name_H-M_alt          'P b c a'
_space_group_name_Hall             '-P 2ac 2ab'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x+1/2, -y, z+1/2'
 '-x, y+1/2, -z+1/2'
 'x+1/2, -y+1/2, -z'
 '-x, -y, -z'
 'x-1/2, y, -z-1/2'
 'x, -y-1/2, z-1/2'
 '-x-1/2, y-1/2, z'

_cell_length_a                     9.5096(3)
_cell_length_b                     12.0422(4)
_cell_length_c                     34.2936(10)
_cell_angle_alpha                  90
_cell_angle_beta                   90
_cell_angle_gamma                  90
_cell_volume                       3927.2(2)
_cell_formula_units_Z              4
_cell_measurement_reflns_used      10153
_cell_measurement_temperature      293.1(8)
_cell_measurement_theta_max        67.7710
_cell_measurement_theta_min        3.8580
_shelx_estimated_absorpt_T_max     0.918
_shelx_estimated_absorpt_T_min     0.822
_exptl_absorpt_coefficient_mu      0.485
_exptl_absorpt_correction_T_max    1.00000
_exptl_absorpt_correction_T_min    0.53538
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              'clear light colourless'
_exptl_crystal_colour_lustre       clear
_exptl_crystal_colour_modifier     light
_exptl_crystal_colour_primary      colourless
_exptl_crystal_density_diffrn      1.047
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         block
_exptl_crystal_F_000               1344
_exptl_crystal_size_max            0.42
_exptl_crystal_size_mid            0.26
_exptl_crystal_size_min            0.18
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0576
_diffrn_reflns_av_unetI/netI       0.0233
_diffrn_reflns_Laue_measured_fraction_full  0.979
_diffrn_reflns_Laue_measured_fraction_max  0.979
_diffrn_reflns_limit_h_max         11
_diffrn_reflns_limit_h_min         -11
_diffrn_reflns_limit_k_max         14
_diffrn_reflns_limit_k_min         -8
_diffrn_reflns_limit_l_max         40
_diffrn_reflns_limit_l_min         -40
_diffrn_reflns_number              37940
_diffrn_reflns_point_group_measured_fraction_full  0.979
_diffrn_reflns_point_group_measured_fraction_max  0.979
_diffrn_reflns_theta_full          67.078
_diffrn_reflns_theta_max           67.078
_diffrn_reflns_theta_min           5.159
_diffrn_ambient_environment        air
_diffrn_ambient_temperature        293.1(8)
_diffrn_detector                   'CCD plate'
_diffrn_detector_area_resol_mean   ?
_diffrn_measured_fraction_theta_full  0.979
_diffrn_measured_fraction_theta_max  0.979
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -83.00 -38.00   1.00    4.00    --    0.00 -38.00  60.00   45
  2  ω    -29.00   1.00   1.00    4.00    --    0.00  77.00 -60.00   30
  3  ω    -25.00   1.00   1.00    4.00    --    0.00 -77.00-150.00   26
  4  ω    -13.00  14.00   1.00    4.00    --    0.00 -38.00  60.00   27
  5  ω     30.00  74.00   1.00    4.00    --    0.00  77.00 -60.00   44
  6  ω    -31.00  87.00   1.00    4.00    --    0.00  82.00 120.00  118
  7  ω     -6.00  21.00   1.00    4.00    --    0.00  38.00 150.00   27
  8  ω    -78.00 -40.00   1.00    4.00    --    0.00 -77.00-150.00   38
  9  ω     54.00  80.00   1.00    4.00    --   95.80 -82.00 -30.00   26
 10  ω     50.00 108.00   1.00    4.00    --   95.80 -30.00  60.00   58
 11  ω     11.00 106.00   1.00    4.00    --   95.80 -61.00  90.00   95
 12  ω     75.00 151.00   1.00    4.00    --   95.80  45.00  60.00   76
 13  ω      7.00 118.00   1.00    4.00    --   95.80 -15.00  60.00  111
 14  ω     10.00 119.00   1.00    4.00    --   95.80 -15.00-120.00  109
 15  ω     11.00 105.00   1.00    4.00    --   95.80 -82.00-150.00   94
 16  ω     15.00 119.00   1.00    4.00    --   95.80 -61.00-150.00  104
 17  ω     50.00 127.00   1.00    4.00    --   95.80 -82.00 -90.00   77
 18  ω     78.00 104.00   1.00    4.00    --   95.80 -82.00 150.00   26
 19  ω     60.00 109.00   1.00    4.00    --   95.80 -82.00   0.00   49
 20  ω     12.00 111.00   1.00    4.00    --   95.80 -82.00  90.00   99
 21  ω     24.00  97.00   1.00    4.00    --   95.80 -61.00 -30.00   73
 22  ω     95.00 127.00   1.00    4.00    --   95.80 -82.00 -30.00   32
 23  ω     22.00  47.00   1.00    4.00    --   95.80 -61.00 -60.00   25
 24  ω     92.00 181.00   1.00    4.00    --   95.80  45.00  30.00   89
;
_diffrn_measurement_device         'four-circle diffractometer'
_diffrn_measurement_device_type    'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method         'ω scans'
_diffrn_orient_matrix_type        
 'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11        -0.0157200000
_diffrn_orient_matrix_UB_12        -0.0406782000
_diffrn_orient_matrix_UB_13        -0.0423602000
_diffrn_orient_matrix_UB_21        -0.1611557000
_diffrn_orient_matrix_UB_22        0.0050950000
_diffrn_orient_matrix_UB_23        0.0039981000
_diffrn_orient_matrix_UB_31        0.0014626000
_diffrn_orient_matrix_UB_32        0.1212395000
_diffrn_orient_matrix_UB_33        -0.0144177000
_diffrn_radiation_monochromator    graphite
_diffrn_radiation_probe            x-ray
_diffrn_radiation_type             CuK\a
_diffrn_radiation_wavelength       1.54184
_diffrn_source                     'fine-focus sealed X-ray tube'
_diffrn_source_type                'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage           0.000
_reflns_Friedel_fraction_full      .
_reflns_Friedel_fraction_max       .
_reflns_number_gt                  2680
_reflns_number_total               3439
_reflns_odcompleteness_completeness  99.95
_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 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection         'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction          'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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           0.336
_refine_diff_density_min           -0.316
_refine_diff_density_rms           0.046
_refine_ls_extinction_coef         .
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     1.065
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       284
_refine_ls_number_reflns           3439
_refine_ls_number_restraints       96
_refine_ls_R_factor_all            0.1141
_refine_ls_R_factor_gt             0.0986
_refine_ls_restrained_S_all        1.138
_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)+(0.1480P)²+1.9288P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.2733
_refine_ls_wR_factor_ref           0.2865
_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, All O(H) groups
2. Restrained distances
 C14-C15
 1.52 with sigma of 0.01
 C18-C19
 1.52 with sigma of 0.01
 C18-C20
 1.52 with sigma of 0.01
 C18-C21
 1.52 with sigma of 0.01
 C14-C17
 1.52 with sigma of 0.01
 C14-C17'
 1.52 with sigma of 0.01
 C16'-C14
 1.52 with sigma of 0.01
 C14-C15'
 1.52 with sigma of 0.01
 C14-C16
 1.52 with sigma of 0.01
 C20'-C18
 1.52 with sigma of 0.01
 C18-C21'
 1.52 with sigma of 0.01
 C18-C19'
 1.52 with sigma of 0.01
 C15-C15' \\sim C15'-C16 \\sim C16-C16' \\sim C16'-C17 \\sim C17-C17' \\sim
C17'-C15
 with sigma of 0.02
 C19-C19' \\sim C19'-C20 \\sim C20-C20' \\sim C20'-C21 \\sim C21-C21' \\sim
C21'-C19
 with sigma of 0.02
3. Rigid bond restraints
 C14, C16
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C14, C15
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C14, C17
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C18, C19
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C18, C20
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C18, C21
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C17', C14
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C14, C16'
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C14, C15'
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C18, C21'
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C18, C20'
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C18, C19'
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Uiso/Uaniso restraints and constraints
C18 \\sim C19: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
C18 \\sim C20: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
C18 \\sim C21: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
C16' \\sim C14: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02
C18 \\sim C20': within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02
C18 \\sim C21': within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02
C18 \\sim C19': within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02
C14 \\sim C16': within 2A with sigma of 0.005 and sigma for terminal atoms of
0.01
C14 \\sim C16: within 2A with sigma of 0.005 and sigma for terminal atoms of
0.01
C14 \\sim C15': within 2A with sigma of 0.005 and sigma for terminal atoms of
0.01
C14 \\sim C15: within 2A with sigma of 0.005 and sigma for terminal atoms of
0.01
C14 \\sim C17': within 2A with sigma of 0.005 and sigma for terminal atoms of
0.01
C14 \\sim C17: within 2A with sigma of 0.005 and sigma for terminal atoms of
0.01
5. Others
 Fixed Sof: C19(0.5) H19A(0.5) H19B(0.5) H19C(0.5) C20(0.5) H20A(0.5)
 H20B(0.5) H20C(0.5) C21(0.5) H21A(0.5) H21B(0.5) H21C(0.5) C19'(0.5) H19D(0.5)
 H19E(0.5) H19F(0.5) C20'(0.5) H20D(0.5) H20E(0.5) H20F(0.5) C21'(0.5)
 H21D(0.5) H21E(0.5) H21F(0.5) C15(0.5) H15A(0.5) H15B(0.5) H15C(0.5) C16(0.5)
 H16A(0.5) H16B(0.5) H16C(0.5) C17(0.5) H17A(0.5) H17B(0.5) H17C(0.5) C15'(0.5)
 H15D(0.5) H15E(0.5) H15F(0.5) C16'(0.5) H16D(0.5) H16E(0.5) H16F(0.5)
 C17'(0.5) H17D(0.5) H17E(0.5) H17F(0.5) O1(0.5) H1A(0.5) O2(0.5) H15'(0.5)
6.a Aromatic/amide H refined with riding coordinates:
 C3(H3), N1(H1), C9(H9), C11(H11), C8(H8)
6.b Tetrahedral OH refined with riding coordinates:
 O1(H1A), O2(H15')
6.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C19'(H19D,H19E,
 H19F), C20'(H20D,H20E,H20F), C21'(H21D,H21E,H21F), C15(H15A,H15B,H15C),
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C15'(H15D,H15E,H15F), C16'(H16D,H16E,
 H16F), C17'(H17D,H17E,H17F), C13(H13A,H13B,H13C)
;
_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
 C10 C 0.9391(3) 0.5323(2) 0.49271(7) 0.0594(7) Uani 1 1 d . . . . .
 C3 C 0.4913(3) 0.7355(2) 0.33459(8) 0.0626(8) Uani 1 1 d . . . . .
 H3 H 0.466138 0.737870 0.308403 0.075 Uiso 1 1 calc R . . . .
 C2 C 0.4092(3) 0.6711(3) 0.35945(9) 0.0665(8) Uani 1 1 d . . . . .
 C4 C 0.6080(3) 0.7965(3) 0.34606(9) 0.0644(8) Uani 1 1 d . . . . .
 N1 N 0.6008(4) 0.7262(3) 0.45172(8) 0.1197(15) Uani 1 1 d . . . . .
 H1 H 0.554347 0.765561 0.468210 0.144 Uiso 1 1 calc R . . . .
 C9 C 0.9114(3) 0.5438(3) 0.45320(8) 0.0676(8) Uani 1 1 d . . . . .
 H9 H 0.969440 0.508070 0.435343 0.081 Uiso 1 1 calc R . . . .
 C5 C 0.6419(3) 0.7936(3) 0.38546(10) 0.0729(9) Uani 1 1 d . . . . .
 C11 C 0.8478(4) 0.5870(3) 0.51748(8) 0.0796(10) Uani 1 1 d . . . . .
 H11 H 0.864296 0.582098 0.544161 0.096 Uiso 1 1 calc R . . . .
 C8 C 0.8008(4) 0.6064(3) 0.43961(8) 0.0752(9) Uani 1 1 d . . . . .
 H8 H 0.786287 0.612568 0.412881 0.090 Uiso 1 1 calc R . . . .
 C6 C 0.5628(4) 0.7302(3) 0.41123(9) 0.0787(10) Uani 1 1 d . . . . .
 C1 C 0.4476(4) 0.6691(3) 0.39858(9) 0.0775(9) Uani 1 1 d . . . . .
 C18 C 0.6979(4) 0.8607(3) 0.31616(11) 0.0858(9) Uani 1 1 d D U . . .
 C19 C 0.7005(19) 0.9842(7) 0.3204(4) 0.124(4) Uani 0.5 1 d D U P A 1
 H19A H 0.605851 1.011954 0.321105 0.187 Uiso 0.5 1 calc GR . P A 1
 H19B H 0.749368 1.016322 0.298666 0.187 Uiso 0.5 1 calc GR . P A 1
 H19C H 0.747814 1.003682 0.344161 0.187 Uiso 0.5 1 calc GR . P A 1
 C20 C 0.8451(11) 0.8124(14) 0.3145(6) 0.106(4) Uani 0.5 1 d D U P A 1
 H20A H 0.893705 0.828743 0.338340 0.159 Uiso 0.5 1 calc GR . P A 1
 H20B H 0.895243 0.844408 0.292961 0.159 Uiso 0.5 1 calc GR . P A 1
 H20C H 0.839481 0.733340 0.311113 0.159 Uiso 0.5 1 calc GR . P A 1
 C21 C 0.6417(15) 0.8403(11) 0.2742(3) 0.114(4) Uani 0.5 1 d D U P A 1
 H21A H 0.651507 0.763180 0.267676 0.171 Uiso 0.5 1 calc GR . P A 1
 H21B H 0.694600 0.884367 0.256014 0.171 Uiso 0.5 1 calc GR . P A 1
 H21C H 0.544270 0.860939 0.272874 0.171 Uiso 0.5 1 calc GR . P A 1
 C19' C 0.744(2) 0.9679(9) 0.3364(4) 0.145(5) Uani 0.5 1 d D U P A 2
 H19D H 0.671027 0.991678 0.354009 0.217 Uiso 0.5 1 calc GR . P A 2
 H19E H 0.759478 1.024535 0.317199 0.217 Uiso 0.5 1 calc GR . P A 2
 H19F H 0.828706 0.954878 0.350708 0.217 Uiso 0.5 1 calc GR . P A 2
 C20' C 0.8177(15) 0.7859(14) 0.3043(6) 0.131(6) Uani 0.5 1 d D U P A 2
 H20D H 0.855103 0.749628 0.326966 0.197 Uiso 0.5 1 calc GR . P A 2
 H20E H 0.890130 0.829427 0.292179 0.197 Uiso 0.5 1 calc GR . P A 2
 H20F H 0.784174 0.731154 0.286213 0.197 Uiso 0.5 1 calc GR . P A 2
 C21' C 0.6121(16) 0.8987(13) 0.2815(4) 0.143(5) Uani 0.5 1 d D U P A 2
 H21D H 0.573122 0.835201 0.268506 0.215 Uiso 0.5 1 calc GR . P A 2
 H21E H 0.671381 0.938877 0.263823 0.215 Uiso 0.5 1 calc GR . P A 2
 H21F H 0.537365 0.946059 0.290323 0.215 Uiso 0.5 1 calc GR . P A 2
 C7 C 0.7112(4) 0.6601(3) 0.46494(9) 0.0795(10) Uani 1 1 d . . . . .
 C14 C 0.2804(4) 0.6071(3) 0.34463(11) 0.0951(10) Uani 1 1 d D U . . .
 C15 C 0.3015(11) 0.4823(6) 0.3444(3) 0.110(2) Uani 0.5 1 d D U P B 1
 H15A H 0.377573 0.463725 0.327194 0.165 Uiso 0.5 1 calc GR . P B 1
 H15B H 0.217000 0.446628 0.335620 0.165 Uiso 0.5 1 calc GR . P B 1
 H15C H 0.323459 0.457413 0.370317 0.165 Uiso 0.5 1 calc GR . P B 1
 C16 C 0.1494(9) 0.6381(10) 0.3689(3) 0.102(2) Uani 0.5 1 d D U P B 1
 H16A H 0.162071 0.613780 0.395299 0.154 Uiso 0.5 1 calc GR . P B 1
 H16B H 0.067991 0.602579 0.357967 0.154 Uiso 0.5 1 calc GR . P B 1
 H16C H 0.136571 0.717152 0.368427 0.154 Uiso 0.5 1 calc GR . P B 1
 C17 C 0.2427(10) 0.6381(8) 0.3020(2) 0.104(2) Uani 0.5 1 d D U P B 1
 H17A H 0.213475 0.714363 0.300871 0.155 Uiso 0.5 1 calc GR . P B 1
 H17B H 0.167736 0.591342 0.292954 0.155 Uiso 0.5 1 calc GR . P B 1
 H17C H 0.323761 0.627859 0.285648 0.155 Uiso 0.5 1 calc GR . P B 1
 C15' C 0.2584(15) 0.5096(10) 0.3728(4) 0.147(3) Uani 0.5 1 d D U P B 2
 H15D H 0.347440 0.475655 0.378462 0.221 Uiso 0.5 1 calc GR . P B 2
 H15E H 0.197244 0.455796 0.360957 0.221 Uiso 0.5 1 calc GR . P B 2
 H15F H 0.216795 0.536186 0.396502 0.221 Uiso 0.5 1 calc GR . P B 2
 C16' C 0.1515(11) 0.6764(11) 0.3492(4) 0.133(3) Uani 0.5 1 d D U P B 2
 H16D H 0.148602 0.706678 0.375070 0.200 Uiso 0.5 1 calc GR . P B 2
 H16E H 0.069729 0.631225 0.344914 0.200 Uiso 0.5 1 calc GR . P B 2
 H16F H 0.153159 0.735765 0.330530 0.200 Uiso 0.5 1 calc GR . P B 2
 C17' C 0.3101(15) 0.5541(14) 0.3060(3) 0.149(3) Uani 0.5 1 d D U P B 2
 H17D H 0.367089 0.603035 0.290572 0.224 Uiso 0.5 1 calc GR . P B 2
 H17E H 0.223168 0.539851 0.292737 0.224 Uiso 0.5 1 calc GR . P B 2
 H17F H 0.359294 0.485407 0.310038 0.224 Uiso 0.5 1 calc GR . P B 2
 C12 C 0.7336(4) 0.6484(4) 0.50507(9) 0.0908(12) Uani 1 1 d . . . . .
 O1 O 0.7605(5) 0.8524(4) 0.39603(13) 0.0821(13) Uani 0.5 1 d . . P . .
 H1A H 0.792538 0.884211 0.376857 0.123 Uiso 0.5 1 calc R . P . .
 C13 C 0.6373(7) 0.7064(6) 0.53344(11) 0.172(3) Uani 1 1 d . . . . .
 H13A H 0.544197 0.676166 0.531222 0.258 Uiso 1 1 calc GR . . . .
 H13B H 0.634944 0.784370 0.527642 0.258 Uiso 1 1 calc GR . . . .
 H13C H 0.671301 0.695597 0.559522 0.258 Uiso 1 1 calc GR . . . .
 O2 O 0.3672(7) 0.6018(6) 0.42315(17) 0.120(2) Uani 0.5 1 d . . P . .
 H15' H 0.304102 0.572389 0.410553 0.180 Uiso 0.5 1 calc R . P . .


_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
 C10 C10 1.482(5) 5_766 ?
 C10 C9 1.387(4) . ?
 C10 C11 1.381(4) . ?
 C3 H3 0.9300 . ?
 C3 C2 1.392(4) . ?
 C3 C4 1.387(4) . ?
 C2 C1 1.391(4) . ?
 C2 C14 1.534(5) . ?
 C4 C5 1.390(4) . ?
 C4 C18 1.542(5) . ?
 N1 H1 0.8600 . ?
 N1 C6 1.436(4) . ?
 N1 C7 1.393(4) . ?
 C9 H9 0.9300 . ?
 C9 C8 1.375(4) . ?
 C5 C6 1.390(5) . ?
 C5 O1 1.379(5) . ?
 C11 H11 0.9300 . ?
 C11 C12 1.381(5) . ?
 C8 H8 0.9300 . ?
 C8 C7 1.378(4) . ?
 C6 C1 1.388(5) . ?
 C1 O2 1.397(6) . ?
 C18 C19 1.495(8) . ?
 C18 C20 1.517(8) . ?
 C18 C21 1.556(8) . ?
 C18 C19' 1.529(8) . ?
 C18 C20' 1.508(9) . ?
 C18 C21' 1.511(8) . ?
 C19 H19A 0.9600 . ?
 C19 H19B 0.9600 . ?
 C19 H19C 0.9600 . ?
 C20 H20A 0.9600 . ?
 C20 H20B 0.9600 . ?
 C20 H20C 0.9600 . ?
 C21 H21A 0.9600 . ?
 C21 H21B 0.9600 . ?
 C21 H21C 0.9600 . ?
 C19' H19D 0.9600 . ?
 C19' H19E 0.9600 . ?
 C19' H19F 0.9600 . ?
 C20' H20D 0.9600 . ?
 C20' H20E 0.9600 . ?
 C20' H20F 0.9600 . ?
 C21' H21D 0.9600 . ?
 C21' H21E 0.9600 . ?
 C21' H21F 0.9600 . ?
 C7 C12 1.400(4) . ?
 C14 C15 1.517(7) . ?
 C14 C16 1.543(8) . ?
 C14 C17 1.552(7) . ?
 C14 C15' 1.535(8) . ?
 C14 C16' 1.490(8) . ?
 C14 C17' 1.497(8) . ?
 C15 H15A 0.9600 . ?
 C15 H15B 0.9600 . ?
 C15 H15C 0.9600 . ?
 C16 H16A 0.9600 . ?
 C16 H16B 0.9600 . ?
 C16 H16C 0.9600 . ?
 C17 H17A 0.9600 . ?
 C17 H17B 0.9600 . ?
 C17 H17C 0.9600 . ?
 C15' H15D 0.9600 . ?
 C15' H15E 0.9600 . ?
 C15' H15F 0.9600 . ?
 C16' H16D 0.9600 . ?
 C16' H16E 0.9600 . ?
 C16' H16F 0.9600 . ?
 C17' H17D 0.9600 . ?
 C17' H17E 0.9600 . ?
 C17' H17F 0.9600 . ?
 C12 C13 1.508(5) . ?
 O1 H1A 0.8200 . ?
 C13 H13A 0.9600 . ?
 C13 H13B 0.9600 . ?
 C13 H13C 0.9600 . ?
 O2 H15' 0.8200 . ?

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
 C9 C10 C10 122.0(3) . 5_766 ?
 C11 C10 C10 122.2(3) . 5_766 ?
 C11 C10 C9 115.7(3) . . ?
 C2 C3 H3 117.6 . . ?
 C4 C3 H3 117.6 . . ?
 C4 C3 C2 124.7(3) . . ?
 C3 C2 C14 121.7(3) . . ?
 C1 C2 C3 117.0(3) . . ?
 C1 C2 C14 121.4(3) . . ?
 C3 C4 C5 116.6(3) . . ?
 C3 C4 C18 121.3(3) . . ?
 C5 C4 C18 122.0(3) . . ?
 C6 N1 H1 119.2 . . ?
 C7 N1 H1 119.2 . . ?
 C7 N1 C6 121.6(3) . . ?
 C10 C9 H9 119.0 . . ?
 C8 C9 C10 122.1(3) . . ?
 C8 C9 H9 119.0 . . ?
 C6 C5 C4 120.4(3) . . ?
 O1 C5 C4 115.6(4) . . ?
 O1 C5 C6 123.9(3) . . ?
 C10 C11 H11 118.0 . . ?
 C12 C11 C10 124.0(3) . . ?
 C12 C11 H11 118.0 . . ?
 C9 C8 H8 119.4 . . ?
 C9 C8 C7 121.1(3) . . ?
 C7 C8 H8 119.4 . . ?
 C5 C6 N1 119.8(4) . . ?
 C1 C6 N1 118.9(4) . . ?
 C1 C6 C5 121.3(3) . . ?
 C2 C1 O2 116.6(4) . . ?
 C6 C1 C2 120.0(3) . . ?
 C6 C1 O2 123.4(4) . . ?
 C4 C18 C21 110.3(6) . . ?
 C19 C18 C4 116.3(7) . . ?
 C19 C18 C20 111.7(10) . . ?
 C19 C18 C21 104.6(8) . . ?
 C20 C18 C4 110.2(9) . . ?
 C20 C18 C21 102.8(9) . . ?
 C19' C18 C4 106.2(7) . . ?
 C20' C18 C4 107.4(8) . . ?
 C20' C18 C19' 114.3(11) . . ?
 C20' C18 C21' 112.1(11) . . ?
 C21' C18 C4 112.0(7) . . ?
 C21' C18 C19' 104.7(9) . . ?
 C18 C19 H19A 109.5 . . ?
 C18 C19 H19B 109.5 . . ?
 C18 C19 H19C 109.5 . . ?
 H19A C19 H19B 109.5 . . ?
 H19A C19 H19C 109.5 . . ?
 H19B C19 H19C 109.5 . . ?
 C18 C20 H20A 109.5 . . ?
 C18 C20 H20B 109.5 . . ?
 C18 C20 H20C 109.5 . . ?
 H20A C20 H20B 109.5 . . ?
 H20A C20 H20C 109.5 . . ?
 H20B C20 H20C 109.5 . . ?
 C18 C21 H21A 109.5 . . ?
 C18 C21 H21B 109.5 . . ?
 C18 C21 H21C 109.5 . . ?
 H21A C21 H21B 109.5 . . ?
 H21A C21 H21C 109.5 . . ?
 H21B C21 H21C 109.5 . . ?
 C18 C19' H19D 109.5 . . ?
 C18 C19' H19E 109.5 . . ?
 C18 C19' H19F 109.5 . . ?
 H19D C19' H19E 109.5 . . ?
 H19D C19' H19F 109.5 . . ?
 H19E C19' H19F 109.5 . . ?
 C18 C20' H20D 109.5 . . ?
 C18 C20' H20E 109.5 . . ?
 C18 C20' H20F 109.5 . . ?
 H20D C20' H20E 109.5 . . ?
 H20D C20' H20F 109.5 . . ?
 H20E C20' H20F 109.5 . . ?
 C18 C21' H21D 109.5 . . ?
 C18 C21' H21E 109.5 . . ?
 C18 C21' H21F 109.5 . . ?
 H21D C21' H21E 109.5 . . ?
 H21D C21' H21F 109.5 . . ?
 H21E C21' H21F 109.5 . . ?
 N1 C7 C12 119.5(3) . . ?
 C8 C7 N1 121.9(3) . . ?
 C8 C7 C12 118.5(3) . . ?
 C2 C14 C16 110.2(5) . . ?
 C2 C14 C17 112.1(4) . . ?
 C2 C14 C15' 106.6(5) . . ?
 C15 C14 C2 113.2(5) . . ?
 C15 C14 C16 110.4(7) . . ?
 C15 C14 C17 105.3(6) . . ?
 C16 C14 C17 105.3(6) . . ?
 C16' C14 C2 109.9(6) . . ?
 C16' C14 C15' 104.5(9) . . ?
 C16' C14 C17' 119.1(9) . . ?
 C17' C14 C2 110.9(5) . . ?
 C17' C14 C15' 104.8(9) . . ?
 C14 C15 H15A 109.5 . . ?
 C14 C15 H15B 109.5 . . ?
 C14 C15 H15C 109.5 . . ?
 H15A C15 H15B 109.5 . . ?
 H15A C15 H15C 109.5 . . ?
 H15B C15 H15C 109.5 . . ?
 C14 C16 H16A 109.5 . . ?
 C14 C16 H16B 109.5 . . ?
 C14 C16 H16C 109.5 . . ?
 H16A C16 H16B 109.5 . . ?
 H16A C16 H16C 109.5 . . ?
 H16B C16 H16C 109.5 . . ?
 C14 C17 H17A 109.5 . . ?
 C14 C17 H17B 109.5 . . ?
 C14 C17 H17C 109.5 . . ?
 H17A C17 H17B 109.5 . . ?
 H17A C17 H17C 109.5 . . ?
 H17B C17 H17C 109.5 . . ?
 C14 C15' H15D 109.5 . . ?
 C14 C15' H15E 109.5 . . ?
 C14 C15' H15F 109.5 . . ?
 H15D C15' H15E 109.5 . . ?
 H15D C15' H15F 109.5 . . ?
 H15E C15' H15F 109.5 . . ?
 C14 C16' H16D 109.5 . . ?
 C14 C16' H16E 109.5 . . ?
 C14 C16' H16F 109.5 . . ?
 H16D C16' H16E 109.5 . . ?
 H16D C16' H16F 109.5 . . ?
 H16E C16' H16F 109.5 . . ?
 C14 C17' H17D 109.5 . . ?
 C14 C17' H17E 109.5 . . ?
 C14 C17' H17F 109.5 . . ?
 H17D C17' H17E 109.5 . . ?
 H17D C17' H17F 109.5 . . ?
 H17E C17' H17F 109.5 . . ?
 C11 C12 C7 118.5(3) . . ?
 C11 C12 C13 121.8(3) . . ?
 C7 C12 C13 119.7(3) . . ?
 C5 O1 H1A 109.5 . . ?
 C12 C13 H13A 109.5 . . ?
 C12 C13 H13B 109.5 . . ?
 C12 C13 H13C 109.5 . . ?
 H13A C13 H13B 109.5 . . ?
 H13A C13 H13C 109.5 . . ?
 H13B C13 H13C 109.5 . . ?
 C1 O2 H15' 109.5 . . ?

_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  1.794
_oxdiff_exptl_absorpt_empirical_full_min  0.501
