# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_lyaa
_database_code_depnum_ccdc_archive 'CCDC 1531893'
_audit_update_record             
;
2017-02-09 deposited with the CCDC.
2017-06-13 downloaded from the CCDC.
;
_audit_creation_date             2016-11-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H17 N O3 S'
_chemical_formula_sum            'C17 H17 N O3 S'
_chemical_formula_weight         315.37
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H20N4O2S1
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'
S S 0.3331 0.5567 '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           5
_space_group_name_H-M_alt        'C 1 2 1'
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   8.1001(5)
_cell_length_b                   6.5764(3)
_cell_length_c                   29.8228(17)
_cell_angle_alpha                90
_cell_angle_beta                 96.427(5)
_cell_angle_gamma                90
_cell_volume                     1578.66(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2060
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      69.6010
_cell_measurement_theta_min      4.4670
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.924
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76663
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.7b (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    1.327
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0375
_diffrn_reflns_av_unetI/netI     0.0425
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            6505
_diffrn_reflns_point_group_measured_fraction_full 0.951
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        66.960
_diffrn_reflns_theta_max         66.960
_diffrn_reflns_theta_min         4.476
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -82.00 -30.00   0.50    7.50    --  -33.50 -37.00  87.00  104
  2  ω     30.00  57.00   0.50    7.50    --   36.54  57.00 -60.00   54
  3  ω     85.00 111.00   0.50    7.50    --   36.54 178.00-120.00   52
  4  ω    -13.00  22.00   0.50    7.50    --   36.54   0.00   0.00   70
  5  ω     71.00 107.00   0.50    7.50    --   36.54 178.00 120.00   72
  6  ω     58.00 108.00   0.50    7.50    --   36.54 178.00   0.00  100
  7  ω     65.00  90.00   0.50    7.50    --   36.54  57.00  30.00   50
  8  ω     12.00  37.00   0.50    7.50    --   36.54  77.00   0.00   50
  9  ω      5.00  32.00   0.50    7.50    --   36.54 -99.00  30.00   54
 10  ω     40.00 105.00   0.50    7.50    --   36.54   0.00   0.00  130
 11  ω     60.00  87.00   0.50    7.50    --   36.54  57.00 -60.00   54
 12  ω     57.00  82.00   0.50    7.50    --   36.54 178.00 -90.00   50
 13  ω     62.00 110.00   0.50    7.50    --   36.54 178.00 150.00   96
 14  ω     -1.00  79.00   0.50    7.50    --   36.54  19.00 -60.00  160
 15  ω     -3.00  50.00   0.50    7.50    --   36.54 -99.00-180.00  106
 16  ω     32.00  59.00   0.50    7.50    --   36.54  57.00  60.00   54
 17  ω     43.00  73.00   0.50    7.50    --   36.54 -99.00  30.00   60
 18  ω     65.00  91.00   0.50    7.50    --   36.54  77.00   0.00   52
 19  ω     20.00  63.00   0.50    7.50    --   36.54  57.00  30.00   86
 20  ω     59.00 110.00   0.50    7.50    --   36.54 178.00 -60.00  102
 21  ω      9.00 105.00   0.50    7.50    --   36.54  77.00  90.00  192
 22  ω     62.00  98.00   0.50    7.50    --   36.54  57.00   0.00   72
 23  ω     79.00 110.00   0.50   20.00    --  108.00  77.00 -60.00   62
 24  ω     42.00  85.00   0.50   20.00    --  108.00 -30.00 -30.00   86
 25  ω     81.00 108.00   0.50   20.00    --  108.00  77.00  30.00   54
 26  ω     67.00 104.00   0.50   20.00    --  108.00 -94.00 -90.00   74
 27  ω     83.00 108.00   0.50   20.00    --  108.00  30.00  30.00   50
 28  ω     89.00 169.00   0.50   20.00    --  108.00  61.00 -60.00  160
 29  ω     89.00 117.00   0.50   20.00    --  108.00  61.00  30.00   56
 30  ω     82.00 109.00   0.50   20.00    --  108.00  30.00   0.00   54
 31  ω     37.00  93.00   0.50   20.00    --  108.00-111.00  90.00  112
 32  ω     87.00 133.00   0.50   20.00    --  108.00  65.00 -73.93   92
 33  ω     88.00 114.00   0.50   20.00    --  108.00  61.00 -30.00   52
 34  ω     46.00  98.00   0.50   20.00    --  108.00 -45.00  30.00  104
 35  ω     88.00 155.00   0.50   20.00    --  108.00  61.00 120.00  134
 36  ω    119.00 177.00   0.50   20.00    --  108.00  77.00 -30.00  116
 37  ω    118.00 178.00   0.50   20.00    --  108.00  30.00-120.00  120
 38  ω     63.00  89.00   0.50   20.00    --  108.00  15.00 -30.00   52
 39  ω    125.00 176.00   0.50   20.00    --  108.00  77.00   0.00  102
 40  ω     59.00  86.00   0.50   20.00    --  108.00 -45.00 -90.00   54
 41  ω     82.00 127.00   0.50   20.00    --  108.00  30.00  60.00   90
 42  ω     79.00 105.00   0.50   20.00    --  108.00  77.00   0.00   52
 43  ω     79.00 106.00   0.50   20.00    --  108.00  77.00 -30.00   54
 44  ω     88.00 115.00   0.50   20.00    --  108.00  61.00   0.00   54
 45  ω     79.00 106.00   0.50   20.00    --  108.00  77.00 -90.00   54
 46  ω     38.00 109.00   0.50   20.00    --  108.00 -94.00-180.00  142
 47  ω     92.00 117.00   0.50   20.00    --  108.00  30.00-120.00   50
 48  ω     79.00 106.00   0.50   20.00    --  108.00  78.00  13.35   54
 49  ω     84.00 110.00   0.50   20.00    --  108.00  30.00 -60.00   52
 50  ω     80.00 113.00   0.50   20.00    --  108.00  27.00 -46.85   66
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1686235000
_diffrn_orient_matrix_UB_12      -0.1075236000
_diffrn_orient_matrix_UB_13      -0.0007159000
_diffrn_orient_matrix_UB_21      0.0360554000
_diffrn_orient_matrix_UB_22      0.0281730000
_diffrn_orient_matrix_UB_23      0.0514512000
_diffrn_orient_matrix_UB_31      -0.0830791000
_diffrn_orient_matrix_UB_32      -0.2062326000
_diffrn_orient_matrix_UB_33      0.0073664000
_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         0.741
_reflns_Friedel_fraction_full    0.893
_reflns_Friedel_fraction_max     0.893
_reflns_number_gt                2149
_reflns_number_total             2683
_reflns_odcompleteness_completeness 99.87
_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 1.171.39.7b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.7b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.7b (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         0.558
_refine_diff_density_min         -0.196
_refine_diff_density_rms         0.049
_refine_ls_abs_structure_details 
;
 Flack x determined using 695 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     214
_refine_ls_number_reflns         2683
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0761
_refine_ls_R_factor_gt           0.0623
_refine_ls_restrained_S_all      1.051
_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)+(0.0923P)²+0.6573P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1611
_refine_ls_wR_factor_ref         0.1722
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C17) = Uanis(C17A)
Uanis(C16) = Uanis(C16A)
Uanis(C13) = Uanis(C13A)
Uanis(C14) = Uanis(C14A)
3. Others
 Sof(C13A)=Sof(H13A)=Sof(C14A)=Sof(H14A)=Sof(H15a)=Sof(C16A)=Sof(H16A)=
 Sof(C17A)=Sof(H17A)=1-FVAR(1)
 Sof(C13)=Sof(H13)=Sof(C14)=Sof(H14)=Sof(H15)=Sof(C16)=Sof(H16)=Sof(C17)=
 Sof(H17)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C2(H2), C3(H3)
4.b Secondary CH2 refined with riding coordinates:
 C4(H4a,H4b)
4.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C9(H9), C10(H10), C13(H13), C13A(H13A), C14(H14), C14A(H14A),
 C15(H15), C15(H15a), C16(H16), C16A(H16A), C17(H17), C17A(H17A)
4.d Idealised Me refined as rotating group:
 C11(H11a,H11b,H11c)
4.e Idealised tetrahedral OH refined as rotating group:
 O3(H3a)
;
_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
C1 C 0.6288(7) 0.7612(10) 0.80859(18) 0.0590(13) Uani 1 1 d . . . . .
C2 C 0.6434(7) 0.4148(9) 0.79277(19) 0.0552(13) Uani 1 1 d . . . . .
H2 H 0.7484 0.3401 0.7939 0.066 Uiso 1 1 calc R . . . .
C3 C 0.6133(7) 0.5395(10) 0.74902(18) 0.0595(14) Uani 1 1 d . . . . .
H3 H 0.5073 0.4986 0.7324 0.071 Uiso 1 1 calc R . . . .
C4 C 0.7481(8) 0.5259(11) 0.7182(2) 0.0695(16) Uani 1 1 d . . . . .
H4A H 0.8547 0.5550 0.7352 0.083 Uiso 1 1 calc R . . . .
H4B H 0.7285 0.6267 0.6945 0.083 Uiso 1 1 calc R . . . .
C5 C 0.5883(8) 0.2746(12) 0.64889(19) 0.0677(15) Uani 1 1 d . . . . .
C6 C 0.5158(12) 0.4458(13) 0.6286(3) 0.093(3) Uani 1 1 d . . . . .
H6 H 0.5482 0.5740 0.6394 0.111 Uiso 1 1 calc R . . . .
C7 C 0.3943(12) 0.4278(17) 0.5919(3) 0.099(3) Uani 1 1 d . . . . .
H7 H 0.3442 0.5446 0.5792 0.119 Uiso 1 1 calc R . . . .
C8 C 0.3474(11) 0.2445(18) 0.5744(3) 0.096(3) Uani 1 1 d . . . . .
C9 C 0.4162(13) 0.0795(18) 0.5965(4) 0.118(4) Uani 1 1 d . . . . .
H9 H 0.3829 -0.0492 0.5863 0.141 Uiso 1 1 calc R . . . .
C10 C 0.5311(12) 0.0949(15) 0.6328(4) 0.108(3) Uani 1 1 d . . . . .
H10 H 0.5720 -0.0234 0.6471 0.130 Uiso 1 1 calc R . . . .
C11 C 0.2176(15) 0.230(2) 0.5329(3) 0.147(5) Uani 1 1 d . . . . .
H11A H 0.2702 0.2549 0.5061 0.220 Uiso 1 1 calc GR . . . .
H11B H 0.1326 0.3302 0.5352 0.220 Uiso 1 1 calc GR . . . .
H11C H 0.1689 0.0971 0.5314 0.220 Uiso 1 1 calc GR . . . .
C12 C 0.6804(7) 0.5370(8) 0.87396(18) 0.0518(12) Uani 1 1 d . . . . .
C13 C 0.8158(18) 0.622(2) 0.8974(4) 0.071(2) Uani 0.493(6) 1 d . . P A 1
H13 H 0.8863 0.7052 0.8831 0.085 Uiso 0.493(6) 1 calc R . P A 1
C13A C 0.8047(18) 0.407(2) 0.8930(4) 0.071(2) Uani 0.507(6) 1 d . . P A 2
H13A H 0.8765 0.3470 0.8747 0.085 Uiso 0.507(6) 1 calc R . P A 2
C14 C 0.8476(18) 0.582(3) 0.9435(4) 0.077(3) Uani 0.493(6) 1 d . . P A 1
H14 H 0.9408 0.6373 0.9602 0.092 Uiso 0.493(6) 1 calc R . P A 1
C14A C 0.8226(18) 0.368(2) 0.9384(4) 0.077(3) Uani 0.507(6) 1 d . . P A 2
H14A H 0.9032 0.2752 0.9500 0.092 Uiso 0.507(6) 1 calc R . P A 2
C15 C 0.7323(11) 0.4535(12) 0.9651(2) 0.081(2) Uani 1 1 d . . . . .
H15 H 0.7449 0.4316 0.9961 0.097 Uiso 0.493(6) 1 calc R . P A 1
H15A H 0.7551 0.4334 0.9960 0.097 Uiso 0.507(6) 1 calc R . P A 2
C16 C 0.612(2) 0.371(2) 0.9391(5) 0.083(3) Uani 0.493(6) 1 d . . P A 1
H16 H 0.5435 0.2802 0.9520 0.099 Uiso 0.493(6) 1 calc R . P A 1
C16A C 0.596(2) 0.580(3) 0.9482(5) 0.083(3) Uani 0.507(6) 1 d . . P A 2
H16A H 0.5261 0.6357 0.9676 0.099 Uiso 0.507(6) 1 calc R . P A 2
C17 C 0.5791(17) 0.410(2) 0.8934(5) 0.069(2) Uani 0.493(6) 1 d . . P A 1
H17 H 0.4888 0.3497 0.8765 0.083 Uiso 0.493(6) 1 calc R . P A 1
C17A C 0.5708(17) 0.619(2) 0.9024(4) 0.069(2) Uani 0.507(6) 1 d . . P A 2
H17A H 0.4818 0.6994 0.8906 0.083 Uiso 0.507(6) 1 calc R . P A 2
N1 N 0.6544(6) 0.5748(7) 0.82682(16) 0.0572(12) Uani 1 1 d . . . . .
O1 O 0.6269(7) 0.9228(7) 0.82824(16) 0.0770(14) Uani 1 1 d . . . . .
O2 O 0.6020(5) 0.7502(7) 0.76332(13) 0.0670(11) Uani 1 1 d . . . . .
O3 O 0.5130(5) 0.2833(8) 0.79593(17) 0.0805(12) Uani 1 1 d . . . . .
H3A H 0.5491 0.1718 0.8045 0.121 Uiso 1 1 calc GR . . . .
S1 S 0.7534(3) 0.2757(3) 0.69339(5) 0.0856(6) Uani 1 1 d . . . . .


_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
C1 N1 1.347(8) . ?
C1 O1 1.215(8) . ?
C1 O2 1.345(7) . ?
C2 H2 0.9800 . ?
C2 C3 1.537(8) . ?
C2 N1 1.458(7) . ?
C2 O3 1.377(7) . ?
C3 H3 0.9800 . ?
C3 C4 1.506(9) . ?
C3 O2 1.455(8) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 S1 1.807(7) . ?
C5 C6 1.379(10) . ?
C5 C10 1.339(13) . ?
C5 S1 1.775(6) . ?
C6 H6 0.9300 . ?
C6 C7 1.391(12) . ?
C7 H7 0.9300 . ?
C7 C8 1.352(15) . ?
C8 C9 1.356(15) . ?
C8 C11 1.534(11) . ?
C9 H9 0.9300 . ?
C9 C10 1.350(14) . ?
C10 H10 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.353(16) . ?
C12 C13A 1.391(15) . ?
C12 C17 1.347(16) . ?
C12 C17A 1.404(15) . ?
C12 N1 1.420(7) . ?
C13 H13 0.9300 . ?
C13 C14 1.392(18) . ?
C13A H13A 0.9300 . ?
C13A C14A 1.371(18) . ?
C14 H14 0.9300 . ?
C14 C15 1.464(17) . ?
C14A H14A 0.9300 . ?
C14A C15 1.272(16) . ?
C15 H15 0.9300 . ?
C15 H15A 0.9300 . ?
C15 C16 1.292(18) . ?
C15 C16A 1.429(18) . ?
C16 H16 0.9300 . ?
C16 C17 1.382(19) . ?
C16A H16A 0.9300 . ?
C16A C17A 1.380(18) . ?
C17 H17 0.9300 . ?
C17A H17A 0.9300 . ?
O3 H3A 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
O1 C1 N1 127.7(5) . . ?
O1 C1 O2 121.5(6) . . ?
O2 C1 N1 110.9(6) . . ?
C3 C2 H2 110.6 . . ?
N1 C2 H2 110.6 . . ?
N1 C2 C3 101.4(4) . . ?
O3 C2 H2 110.6 . . ?
O3 C2 C3 110.1(5) . . ?
O3 C2 N1 113.1(5) . . ?
C2 C3 H3 109.2 . . ?
C4 C3 C2 115.4(5) . . ?
C4 C3 H3 109.2 . . ?
O2 C3 C2 105.6(4) . . ?
O2 C3 H3 109.2 . . ?
O2 C3 C4 108.0(6) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 S1 110.9(5) . . ?
H4A C4 H4B 108.1 . . ?
S1 C4 H4A 109.5 . . ?
S1 C4 H4B 109.5 . . ?
C6 C5 S1 125.0(7) . . ?
C10 C5 C6 116.7(7) . . ?
C10 C5 S1 118.2(6) . . ?
C5 C6 H6 119.8 . . ?
C5 C6 C7 120.3(9) . . ?
C7 C6 H6 119.8 . . ?
C6 C7 H7 119.2 . . ?
C8 C7 C6 121.6(9) . . ?
C8 C7 H7 119.2 . . ?
C7 C8 C9 116.3(8) . . ?
C7 C8 C11 120.3(11) . . ?
C9 C8 C11 123.4(11) . . ?
C8 C9 H9 118.7 . . ?
C10 C9 C8 122.6(10) . . ?
C10 C9 H9 118.7 . . ?
C5 C10 C9 122.2(9) . . ?
C5 C10 H10 118.9 . . ?
C9 C10 H10 118.9 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 N1 117.5(8) . . ?
C13A C12 C17A 117.9(9) . . ?
C13A C12 N1 122.1(7) . . ?
C17 C12 C13 122.0(10) . . ?
C17 C12 N1 120.3(7) . . ?
C17A C12 N1 119.8(7) . . ?
C12 C13 H13 120.6 . . ?
C12 C13 C14 118.9(13) . . ?
C14 C13 H13 120.6 . . ?
C12 C13A H13A 119.6 . . ?
C14A C13A C12 120.8(12) . . ?
C14A C13A H13A 119.6 . . ?
C13 C14 H14 120.5 . . ?
C13 C14 C15 119.1(13) . . ?
C15 C14 H14 120.5 . . ?
C13A C14A H14A 119.0 . . ?
C15 C14A C13A 121.9(13) . . ?
C15 C14A H14A 119.0 . . ?
C14 C15 H15 121.6 . . ?
C14A C15 H15A 119.6 . . ?
C14A C15 C16A 120.9(10) . . ?
C16 C15 C14 116.9(10) . . ?
C16 C15 H15 121.6 . . ?
C16A C15 H15A 119.6 . . ?
C15 C16 H16 117.8 . . ?
C15 C16 C17 124.4(14) . . ?
C17 C16 H16 117.8 . . ?
C15 C16A H16A 120.6 . . ?
C17A C16A C15 118.8(12) . . ?
C17A C16A H16A 120.6 . . ?
C12 C17 C16 118.6(13) . . ?
C12 C17 H17 120.7 . . ?
C16 C17 H17 120.7 . . ?
C12 C17A H17A 120.3 . . ?
C16A C17A C12 119.4(12) . . ?
C16A C17A H17A 120.3 . . ?
C1 N1 C2 112.4(5) . . ?
C1 N1 C12 123.9(5) . . ?
C12 N1 C2 123.6(5) . . ?
C1 O2 C3 109.7(5) . . ?
C2 O3 H3A 109.5 . . ?
C5 S1 C4 105.1(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O3 H3A O1 0.82 1.87 2.684(7) 175.8 1_545

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
C2 C3 C4 S1 69.2(6) . . . . ?
C2 C3 O2 C1 2.8(6) . . . . ?
C3 C2 N1 C1 2.4(6) . . . . ?
C3 C2 N1 C12 179.3(5) . . . . ?
C3 C4 S1 C5 78.9(5) . . . . ?
C4 C3 O2 C1 -121.2(5) . . . . ?
C5 C6 C7 C8 -2.0(16) . . . . ?
C6 C5 C10 C9 4.4(14) . . . . ?
C6 C5 S1 C4 20.5(8) . . . . ?
C6 C7 C8 C9 4.7(15) . . . . ?
C6 C7 C8 C11 -177.8(10) . . . . ?
C7 C8 C9 C10 -3.0(16) . . . . ?
C8 C9 C10 C5 -1.6(19) . . . . ?
C10 C5 C6 C7 -2.6(13) . . . . ?
C10 C5 S1 C4 -161.1(7) . . . . ?
C11 C8 C9 C10 179.5(11) . . . . ?
C12 C13 C14 C15 -1(2) . . . . ?
C12 C13A C14A C15 -3(2) . . . . ?
C13 C12 C17 C16 2.2(18) . . . . ?
C13 C12 N1 C1 -62.0(10) . . . . ?
C13 C12 N1 C2 121.4(9) . . . . ?
C13 C14 C15 C16 4.7(19) . . . . ?
C13A C12 C17A C16A 4.2(17) . . . . ?
C13A C12 N1 C1 -135.0(9) . . . . ?
C13A C12 N1 C2 48.5(11) . . . . ?
C13A C14A C15 C16A 6(2) . . . . ?
C14 C15 C16 C17 -5(2) . . . . ?
C14A C15 C16A C17A -4(2) . . . . ?
C15 C16 C17 C12 2(2) . . . . ?
C15 C16A C17A C12 -1(2) . . . . ?
C17 C12 C13 C14 -2.4(18) . . . . ?
C17 C12 N1 C1 122.3(9) . . . . ?
C17 C12 N1 C2 -54.3(10) . . . . ?
C17A C12 C13A C14A -2.3(18) . . . . ?
C17A C12 N1 C1 50.0(10) . . . . ?
C17A C12 N1 C2 -126.6(8) . . . . ?
N1 C1 O2 C3 -1.3(6) . . . . ?
N1 C2 C3 C4 116.2(6) . . . . ?
N1 C2 C3 O2 -3.0(6) . . . . ?
N1 C12 C13 C14 -178.0(11) . . . . ?
N1 C12 C13A C14A -177.4(11) . . . . ?
N1 C12 C17 C16 177.7(10) . . . . ?
N1 C12 C17A C16A 179.5(11) . . . . ?
O1 C1 N1 C2 178.4(6) . . . . ?
O1 C1 N1 C12 1.5(9) . . . . ?
O1 C1 O2 C3 179.4(6) . . . . ?
O2 C1 N1 C2 -0.9(7) . . . . ?
O2 C1 N1 C12 -177.8(5) . . . . ?
O2 C3 C4 S1 -173.0(3) . . . . ?
O3 C2 C3 C4 -123.7(6) . . . . ?
O3 C2 C3 O2 117.0(5) . . . . ?
O3 C2 N1 C1 -115.4(6) . . . . ?
O3 C2 N1 C12 61.5(7) . . . . ?
S1 C5 C6 C7 175.8(7) . . . . ?
S1 C5 C10 C9 -174.1(9) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2016-11-09
_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 1.339
_oxdiff_exptl_absorpt_empirical_full_min 0.802
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_hsn5020
_database_code_depnum_ccdc_archive 'CCDC 1531932'
_audit_update_record             
;
2017-02-09 deposited with the CCDC.
2017-06-13 downloaded from the CCDC.
;
_audit_creation_date             2015-06-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H26 N2 O6'
_chemical_formula_sum            'C29 H26 N2 O6'
_chemical_formula_weight         498.52
_chemical_absolute_configuration s
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H20N4O4
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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   12.4756(5)
_cell_length_b                   11.9717(6)
_cell_length_c                   17.9467(7)
_cell_angle_alpha                90
_cell_angle_beta                 105.597(4)
_cell_angle_gamma                90
_cell_volume                     2581.7(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6570
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      72.0910
_cell_measurement_theta_min      3.8640
_shelx_estimated_absorpt_T_max   0.957
_shelx_estimated_absorpt_T_min   0.866
_exptl_absorpt_coefficient_mu    0.743
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94238
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            21898
_diffrn_reflns_point_group_measured_fraction_full 0.951
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        67.078
_diffrn_reflns_theta_max         67.078
_diffrn_reflns_theta_min         3.678
_diffrn_ambient_temperature      291.15
_diffrn_detector_area_resol_mean 16.2312
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -77.00  -52.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  178.0000 -120.0000 25

#__ type_ start__ end____ width___ exp.time_
  2 omega  -77.00  -50.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  178.0000    0.0000 27

#__ type_ start__ end____ width___ exp.time_
  3 omega   -4.00   23.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -99.0000   60.0000 27

#__ type_ start__ end____ width___ exp.time_
  4 omega -110.00  -85.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -57.0000  -60.0000 25

#__ type_ start__ end____ width___ exp.time_
  5 omega  -53.00  -21.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -57.0000  -60.0000 32

#__ type_ start__ end____ width___ exp.time_
  6 omega  -59.00  -24.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -57.0000    0.0000 35

#__ type_ start__ end____ width___ exp.time_
  7 omega -117.00  -45.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  178.0000  -90.0000 72

#__ type_ start__ end____ width___ exp.time_
  8 omega -115.00  -14.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -30.0000   61.0000 101

#__ type_ start__ end____ width___ exp.time_
  9 omega  -38.00  -13.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   30.0000 -137.0000 25

#__ type_ start__ end____ width___ exp.time_
 10 omega  -32.00   30.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   30.0000 -120.0000 62

#__ type_ start__ end____ width___ exp.time_
 11 omega  -10.00   71.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000  -37.0000 -120.0000 81

#__ type_ start__ end____ width___ exp.time_
 12 omega   25.00  103.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   78.0000  -51.1004 78

#__ type_ start__ end____ width___ exp.time_
 13 omega   36.00   88.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   57.0000   30.0000 52

#__ type_ start__ end____ width___ exp.time_
 14 omega   91.00  117.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   57.0000   30.0000 26

#__ type_ start__ end____ width___ exp.time_
 15 omega   82.00  108.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   77.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
 16 omega   90.00  115.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   61.0000    0.0000 25

#__ type_ start__ end____ width___ exp.time_
 17 omega  119.00  176.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   77.0000  -30.0000 57

#__ type_ start__ end____ width___ exp.time_
 18 omega   83.00  109.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   77.0000  -30.0000 26

#__ type_ start__ end____ width___ exp.time_
 19 omega   59.00   91.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   15.0000   60.0000 32

#__ type_ start__ end____ width___ exp.time_
 20 omega   50.00   90.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  -90.0000 40

#__ type_ start__ end____ width___ exp.time_
 21 omega   41.00   74.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000 -180.0000 33

#__ type_ start__ end____ width___ exp.time_
 22 omega   84.00  110.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   30.0000  -90.0000 26

#__ type_ start__ end____ width___ exp.time_
 23 omega   62.00   87.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   15.0000   90.0000 25

#__ type_ start__ end____ width___ exp.time_
 24 omega   90.00  115.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   61.0000  -60.0000 25

#__ type_ start__ end____ width___ exp.time_
 25 omega   90.00  177.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   61.0000   30.0000 87

#__ type_ start__ end____ width___ exp.time_
 26 omega   82.00  171.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   77.0000 -120.0000 89

#__ type_ start__ end____ width___ exp.time_
 27 omega   89.00  117.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   45.0000  -30.0000 28

#__ type_ start__ end____ width___ exp.time_
 28 omega   86.00  113.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   30.0000    0.0000 27

#__ type_ start__ end____ width___ exp.time_
 29 omega   91.00  117.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   61.0000  -90.0000 26

#__ type_ start__ end____ width___ exp.time_
 30 omega   47.00   82.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000 -120.0000 35

#__ type_ start__ end____ width___ exp.time_
 31 omega   90.00  116.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   61.0000  -30.0000 26

#__ type_ start__ end____ width___ exp.time_
 32 omega   60.00   88.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   15.0000  -30.0000 28

#__ type_ start__ end____ width___ exp.time_
 33 omega   45.00  142.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -77.0000    0.0000 97

#__ type_ start__ end____ width___ exp.time_
 34 omega   85.00  111.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   30.0000   30.0000 26

#__ type_ start__ end____ width___ exp.time_
 35 omega   89.00  115.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   45.0000   30.0000 26

#__ type_ start__ end____ width___ exp.time_
 36 omega  122.00  148.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   77.0000    0.0000 26

#__ type_ start__ end____ width___ exp.time_
 37 omega   89.00  115.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   45.0000    0.0000 26

#__ type_ start__ end____ width___ exp.time_
 38 omega   91.00  117.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   61.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
 39 omega   82.00  108.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   77.0000    0.0000 26

#__ type_ start__ end____ width___ exp.time_
 40 omega  128.00  157.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   77.0000  -90.0000 29

#__ type_ start__ end____ width___ exp.time_
 41 omega   89.00  114.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   45.0000  -60.0000 25

#__ type_ start__ end____ width___ exp.time_
 42 omega   85.00  165.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   30.0000  -30.0000 80

#__ type_ start__ end____ width___ exp.time_
 43 omega   84.00  109.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   30.0000  -60.0000 25

#__ type_ start__ end____ width___ exp.time_
 44 omega   82.00  108.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   77.0000  -90.0000 26

#__ type_ start__ end____ width___ exp.time_
 45 omega   52.00   92.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000  -60.0000 40

#__ type_ start__ end____ width___ exp.time_
 46 omega   60.00   95.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   15.0000   30.0000 35

#__ type_ start__ end____ width___ exp.time_
 47 omega   41.00   98.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000   90.0000 57

#__ type_ start__ end____ width___ exp.time_
 48 omega   55.00   88.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000  -90.0000 33

#__ type_ start__ end____ width___ exp.time_
 49 omega  120.00  157.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   15.0000   90.0000 37

#__ type_ start__ end____ width___ exp.time_
 50 omega   60.00   90.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   15.0000    0.0000 30
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0349962000
_diffrn_orient_matrix_UB_12      0.0391017000
_diffrn_orient_matrix_UB_13      0.0717959000
_diffrn_orient_matrix_UB_21      0.1156648000
_diffrn_orient_matrix_UB_22      -0.0319706000
_diffrn_orient_matrix_UB_23      0.0518983000
_diffrn_orient_matrix_UB_31      0.0427574000
_diffrn_orient_matrix_UB_32      0.1184027000
_diffrn_orient_matrix_UB_33      -0.0096967000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.809
_reflns_Friedel_fraction_full    0.898
_reflns_Friedel_fraction_max     0.898
_reflns_number_gt                7674
_reflns_number_total             8788
_reflns_odcompleteness_completeness 99.98
_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, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.137
_refine_diff_density_min         -0.166
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details 
;
 Flack x determined using 2952 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.05(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     673
_refine_ls_number_reflns         8788
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0484
_refine_ls_R_factor_gt           0.0411
_refine_ls_restrained_S_all      1.054
_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)+(0.0520P)²+0.0783P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0987
_refine_ls_wR_factor_ref         0.1043
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C16(H16), C16'(H16')
2.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C15'(H15C,H15D)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C10(H10), C11(H11), C12(H12), C13(H13),
 C14(H14), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24), C1'(H1'), C2'(H2'),
  C3'(H3'), C4'(H4'), C10'(H10'), C11'(H11'), C12'(H12'), C13'(H13'),
 C14'(H14'), C20'(H20'), C21'(H21'), C22'(H22'), C23'(H23'), C24'(H24')
2.d Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C), C27'(H27D,H27E,
 H27F), C28'(H28D,H28E,H28F), C29'(H29D,H29E,H29F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
C1 C 0.2008(2) 0.5298(3) 0.37360(16) 0.0490(7) Uani 1 1 d . . . . .
H1 H 0.1609 0.4784 0.3379 0.059 Uiso 1 1 calc R . . . .
C2 C 0.2280(3) 0.6333(3) 0.34944(18) 0.0554(8) Uani 1 1 d . . . . .
H2 H 0.2058 0.6521 0.2973 0.067 Uiso 1 1 calc R . . . .
C3 C 0.2883(3) 0.7085(3) 0.40283(19) 0.0553(8) Uani 1 1 d . . . . .
H3 H 0.3053 0.7780 0.3860 0.066 Uiso 1 1 calc R . . . .
C4 C 0.3241(2) 0.6829(3) 0.48115(18) 0.0467(6) Uani 1 1 d . . . . .
H4 H 0.3654 0.7336 0.5167 0.056 Uiso 1 1 calc R . . . .
C5 C 0.2960(2) 0.5790(3) 0.50431(15) 0.0400(6) Uani 1 1 d . . . . .
C6 C 0.2336(2) 0.5042(2) 0.45119(16) 0.0417(6) Uani 1 1 d . . . . .
C7 C 0.2056(2) 0.4028(3) 0.49204(16) 0.0438(6) Uani 1 1 d . . . . .
C8 C 0.2695(2) 0.4261(3) 0.57697(16) 0.0437(6) Uani 1 1 d . . . . .
C9 C 0.0810(2) 0.3983(3) 0.48999(17) 0.0482(7) Uani 1 1 d . . . . .
C10 C 0.0073(3) 0.4804(3) 0.4557(2) 0.0620(9) Uani 1 1 d . . . . .
H10 H 0.0322 0.5395 0.4312 0.074 Uiso 1 1 calc R . . . .
C11 C -0.1030(3) 0.4771(4) 0.4568(3) 0.0755(11) Uani 1 1 d . . . . .
H11 H -0.1517 0.5329 0.4323 0.091 Uiso 1 1 calc R . . . .
C12 C -0.1403(3) 0.3917(4) 0.4939(3) 0.0850(13) Uani 1 1 d . . . . .
H12 H -0.2143 0.3893 0.4952 0.102 Uiso 1 1 calc R . . . .
C13 C -0.0676(4) 0.3102(4) 0.5288(3) 0.0909(15) Uani 1 1 d . . . . .
H13 H -0.0925 0.2522 0.5543 0.109 Uiso 1 1 calc R . . . .
C14 C 0.0419(3) 0.3124(4) 0.5269(3) 0.0722(10) Uani 1 1 d . . . . .
H14 H 0.0900 0.2556 0.5506 0.087 Uiso 1 1 calc R . . . .
C15 C 0.2445(3) 0.2900(3) 0.46593(19) 0.0523(7) Uani 1 1 d . . . . .
H15A H 0.2367 0.2330 0.5025 0.063 Uiso 1 1 calc R . . . .
H15B H 0.1945 0.2706 0.4162 0.063 Uiso 1 1 calc R . . . .
C16 C 0.3631(3) 0.2853(3) 0.45854(18) 0.0504(7) Uani 1 1 d . . . . .
H16 H 0.3856 0.2067 0.4603 0.060 Uiso 1 1 calc R . . . .
C17 C 0.3825(2) 0.3371(3) 0.38616(18) 0.0497(7) Uani 1 1 d . . . . .
C18 C 0.5025(2) 0.4163(3) 0.49278(18) 0.0499(7) Uani 1 1 d . . . . .
C19 C 0.5182(2) 0.4795(3) 0.36409(17) 0.0494(7) Uani 1 1 d . . . . .
C20 C 0.5566(4) 0.4300(4) 0.3071(2) 0.0779(12) Uani 1 1 d . . . . .
H20 H 0.5545 0.3528 0.3010 0.094 Uiso 1 1 calc R . . . .
C21 C 0.5986(5) 0.4981(5) 0.2591(3) 0.0922(16) Uani 1 1 d . . . . .
H21 H 0.6240 0.4660 0.2198 0.111 Uiso 1 1 calc R . . . .
C22 C 0.6034(3) 0.6106(4) 0.2685(2) 0.0750(11) Uani 1 1 d . . . . .
H22 H 0.6326 0.6550 0.2362 0.090 Uiso 1 1 calc R . . . .
C23 C 0.5653(3) 0.6586(4) 0.3257(2) 0.0692(10) Uani 1 1 d . . . . .
H23 H 0.5683 0.7357 0.3321 0.083 Uiso 1 1 calc R . . . .
C24 C 0.5227(3) 0.5931(3) 0.3734(2) 0.0596(8) Uani 1 1 d . . . . .
H24 H 0.4969 0.6259 0.4123 0.071 Uiso 1 1 calc R . . . .
C25 C 0.3960(3) 0.5805(3) 0.64466(18) 0.0495(7) Uani 1 1 d . . . . .
C26 C 0.4917(3) 0.5405(4) 0.7802(2) 0.0700(10) Uani 1 1 d . . . . .
C27 C 0.6059(4) 0.5588(6) 0.7693(4) 0.119(2) Uani 1 1 d . . . . .
H27A H 0.6216 0.5015 0.7363 0.179 Uiso 1 1 calc GR . . . .
H27B H 0.6602 0.5559 0.8186 0.179 Uiso 1 1 calc GR . . . .
H27C H 0.6087 0.6306 0.7461 0.179 Uiso 1 1 calc GR . . . .
C28 C 0.4874(4) 0.4365(4) 0.8263(2) 0.0829(13) Uani 1 1 d . . . . .
H28A H 0.4121 0.4232 0.8278 0.124 Uiso 1 1 calc GR . . . .
H28B H 0.5339 0.4458 0.8780 0.124 Uiso 1 1 calc GR . . . .
H28C H 0.5133 0.3740 0.8024 0.124 Uiso 1 1 calc GR . . . .
C29 C 0.4453(6) 0.6390(5) 0.8149(3) 0.115(2) Uani 1 1 d . . . . .
H29A H 0.4594 0.7068 0.7906 0.172 Uiso 1 1 calc GR . . . .
H29B H 0.4807 0.6427 0.8694 0.172 Uiso 1 1 calc GR . . . .
H29C H 0.3665 0.6297 0.8067 0.172 Uiso 1 1 calc GR . . . .
N1 N 0.31932(19) 0.5327(2) 0.58035(13) 0.0430(5) Uani 1 1 d . . . . .
N2 N 0.4706(2) 0.4108(2) 0.41271(14) 0.0488(6) Uani 1 1 d . . . . .
O1 O 0.2719(2) 0.3654(2) 0.63052(13) 0.0565(5) Uani 1 1 d . . . . .
O2 O 0.3346(2) 0.3165(2) 0.32081(13) 0.0621(6) Uani 1 1 d . . . . .
O3 O 0.44054(18) 0.34319(19) 0.52139(12) 0.0510(5) Uani 1 1 d . . . . .
O4 O 0.5731(2) 0.4736(2) 0.53319(13) 0.0647(6) Uani 1 1 d . . . . .
O5 O 0.4372(3) 0.6694(2) 0.64093(15) 0.0752(8) Uani 1 1 d . . . . .
O6 O 0.4131(2) 0.5139(2) 0.70464(12) 0.0610(6) Uani 1 1 d . . . . .
C1' C 0.2966(3) 0.6542(3) 0.15013(19) 0.0555(8) Uani 1 1 d . . . . .
H1' H 0.3358 0.6070 0.1891 0.067 Uiso 1 1 calc R . . . .
C2' C 0.2622(3) 0.7591(3) 0.1676(2) 0.0643(9) Uani 1 1 d . . . . .
H2' H 0.2776 0.7821 0.2189 0.077 Uiso 1 1 calc R . . . .
C3' C 0.2056(3) 0.8291(3) 0.1097(2) 0.0647(9) Uani 1 1 d . . . . .
H3' H 0.1840 0.8993 0.1226 0.078 Uiso 1 1 calc R . . . .
C4' C 0.1796(3) 0.7979(3) 0.0321(2) 0.0568(8) Uani 1 1 d . . . . .
H4' H 0.1411 0.8456 -0.0069 0.068 Uiso 1 1 calc R . . . .
C5' C 0.2134(2) 0.6933(3) 0.01564(17) 0.0474(7) Uani 1 1 d . . . . .
C6' C 0.2713(2) 0.6218(3) 0.07349(17) 0.0474(7) Uani 1 1 d . . . . .
C7' C 0.3059(2) 0.5182(3) 0.03864(17) 0.0486(7) Uani 1 1 d . . . . .
C8' C 0.2521(2) 0.5360(3) -0.04860(17) 0.0486(7) Uani 1 1 d . . . . .
C9' C 0.4323(3) 0.5142(3) 0.04815(17) 0.0580(9) Uani 1 1 d . . . . .
C10' C 0.4881(3) 0.4140(5) 0.0466(2) 0.0773(12) Uani 1 1 d . . . . .
H10' H 0.4494 0.3468 0.0420 0.093 Uiso 1 1 calc R . . . .
C11' C 0.6008(4) 0.4136(6) 0.0520(3) 0.0994(19) Uani 1 1 d . . . . .
H11' H 0.6376 0.3461 0.0517 0.119 Uiso 1 1 calc R . . . .
C12' C 0.6586(4) 0.5118(6) 0.0576(3) 0.102(2) Uani 1 1 d . . . . .
H12' H 0.7341 0.5110 0.0603 0.122 Uiso 1 1 calc R . . . .
C13' C 0.6052(4) 0.6107(6) 0.0594(3) 0.0930(16) Uani 1 1 d . . . . .
H13' H 0.6450 0.6772 0.0639 0.112 Uiso 1 1 calc R . . . .
C14' C 0.4922(3) 0.6136(4) 0.0545(2) 0.0739(11) Uani 1 1 d . . . . .
H14' H 0.4566 0.6816 0.0556 0.089 Uiso 1 1 calc R . . . .
C15' C 0.2625(3) 0.4065(3) 0.06295(19) 0.0563(8) Uani 1 1 d . . . . .
H15C H 0.2751 0.3483 0.0286 0.068 Uiso 1 1 calc R . . . .
H15D H 0.3068 0.3882 0.1147 0.068 Uiso 1 1 calc R . . . .
C16' C 0.1403(3) 0.4037(3) 0.06241(18) 0.0534(7) Uani 1 1 d . . . . .
H16' H 0.1172 0.3253 0.0610 0.064 Uiso 1 1 calc R . . . .
C17' C 0.1116(3) 0.4590(3) 0.13021(18) 0.0513(7) Uani 1 1 d . . . . .
C18' C 0.0014(2) 0.5329(3) 0.01858(18) 0.0550(8) Uani 1 1 d . . . . .
C19' C -0.0301(2) 0.5984(3) 0.14318(18) 0.0502(7) Uani 1 1 d . . . . .
C20' C -0.0647(3) 0.5487(4) 0.2019(2) 0.0642(9) Uani 1 1 d . . . . .
H20' H -0.0553 0.4724 0.2110 0.077 Uiso 1 1 calc R . . . .
C21' C -0.1135(4) 0.6137(5) 0.2470(3) 0.0799(12) Uani 1 1 d . . . . .
H21' H -0.1370 0.5808 0.2868 0.096 Uiso 1 1 calc R . . . .
C22' C -0.1279(4) 0.7254(5) 0.2340(3) 0.0873(14) Uani 1 1 d . . . . .
H22' H -0.1611 0.7684 0.2648 0.105 Uiso 1 1 calc R . . . .
C23' C -0.0931(4) 0.7747(4) 0.1750(3) 0.0824(12) Uani 1 1 d . . . . .
H23' H -0.1031 0.8509 0.1659 0.099 Uiso 1 1 calc R . . . .
C24' C -0.0437(3) 0.7115(3) 0.1296(2) 0.0659(9) Uani 1 1 d . . . . .
H24' H -0.0198 0.7447 0.0900 0.079 Uiso 1 1 calc R . . . .
C25' C 0.1315(3) 0.6869(3) -0.1269(2) 0.0603(8) Uani 1 1 d . . . . .
C26' C 0.0531(5) 0.6410(5) -0.2637(2) 0.1019(19) Uani 1 1 d . . . . .
C27' C -0.0650(7) 0.6489(9) -0.2590(4) 0.181(5) Uani 1 1 d . . . . .
H27D H -0.0778 0.5935 -0.2236 0.272 Uiso 1 1 calc GR . . . .
H27E H -0.1147 0.6364 -0.3093 0.272 Uiso 1 1 calc GR . . . .
H27F H -0.0779 0.7219 -0.2410 0.272 Uiso 1 1 calc GR . . . .
C28' C 0.0769(7) 0.5424(6) -0.3084(3) 0.147(3) Uani 1 1 d . . . . .
H28D H 0.1556 0.5365 -0.3017 0.221 Uiso 1 1 calc GR . . . .
H28E H 0.0399 0.5520 -0.3622 0.221 Uiso 1 1 calc GR . . . .
H28F H 0.0503 0.4755 -0.2897 0.221 Uiso 1 1 calc GR . . . .
C29' C 0.0907(11) 0.7444(7) -0.2943(4) 0.192(5) Uani 1 1 d . . . . .
H29D H 0.0778 0.8073 -0.2647 0.287 Uiso 1 1 calc GR . . . .
H29E H 0.0499 0.7540 -0.3475 0.287 Uiso 1 1 calc GR . . . .
H29F H 0.1687 0.7389 -0.2906 0.287 Uiso 1 1 calc GR . . . .
N1' N 0.2006(2) 0.6423(2) -0.05843(14) 0.0490(6) Uani 1 1 d . . . . .
N2' N 0.0246(2) 0.5308(3) 0.09851(14) 0.0503(6) Uani 1 1 d . . . . .
O1' O 0.2570(2) 0.4710(2) -0.09827(13) 0.0605(6) Uani 1 1 d . . . . .
O2' O 0.1540(2) 0.4422(3) 0.19716(13) 0.0669(7) Uani 1 1 d . . . . .
O3' O 0.06893(19) 0.4593(2) -0.00414(12) 0.0557(5) Uani 1 1 d . . . . .
O4' O -0.0661(2) 0.5878(3) -0.02585(14) 0.0735(7) Uani 1 1 d . . . . .
O5' O 0.0859(3) 0.7746(3) -0.12893(17) 0.0949(11) Uani 1 1 d . . . . .
O6' O 0.1260(3) 0.6183(3) -0.18523(14) 0.0783(8) Uani 1 1 d . . . . .


_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
C1 H1 0.9300 . ?
C1 C2 1.385(5) . ?
C1 C6 1.376(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.381(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.390(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.386(4) . ?
C5 C6 1.385(4) . ?
C5 N1 1.428(4) . ?
C6 C7 1.506(4) . ?
C7 C8 1.544(4) . ?
C7 C9 1.545(4) . ?
C7 C15 1.550(4) . ?
C8 N1 1.414(4) . ?
C8 O1 1.199(4) . ?
C9 C10 1.374(5) . ?
C9 C14 1.381(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.381(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.368(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.365(7) . ?
C13 H13 0.9300 . ?
C13 C14 1.377(6) . ?
C14 H14 0.9300 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.521(4) . ?
C16 H16 0.9800 . ?
C16 C17 1.516(4) . ?
C16 O3 1.449(4) . ?
C17 N2 1.390(4) . ?
C17 O2 1.190(4) . ?
C18 N2 1.386(4) . ?
C18 O3 1.357(4) . ?
C18 O4 1.196(4) . ?
C19 C20 1.375(5) . ?
C19 C24 1.370(5) . ?
C19 N2 1.438(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.387(6) . ?
C21 H21 0.9300 . ?
C21 C22 1.358(7) . ?
C22 H22 0.9300 . ?
C22 C23 1.368(6) . ?
C23 H23 0.9300 . ?
C23 C24 1.370(5) . ?
C24 H24 0.9300 . ?
C25 N1 1.408(4) . ?
C25 O5 1.191(4) . ?
C25 O6 1.310(4) . ?
C26 C27 1.505(7) . ?
C26 C28 1.504(6) . ?
C26 C29 1.519(7) . ?
C26 O6 1.478(4) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C1' H1' 0.9300 . ?
C1' C2' 1.390(5) . ?
C1' C6' 1.382(5) . ?
C2' H2' 0.9300 . ?
C2' C3' 1.373(6) . ?
C3' H3' 0.9300 . ?
C3' C4' 1.393(5) . ?
C4' H4' 0.9300 . ?
C4' C5' 1.378(5) . ?
C5' C6' 1.390(4) . ?
C5' N1' 1.432(4) . ?
C6' C7' 1.503(4) . ?
C7' C8' 1.543(4) . ?
C7' C9' 1.541(4) . ?
C7' C15' 1.549(5) . ?
C8' N1' 1.415(4) . ?
C8' O1' 1.197(4) . ?
C9' C10' 1.391(6) . ?
C9' C14' 1.393(6) . ?
C10' H10' 0.9300 . ?
C10' C11' 1.384(6) . ?
C11' H11' 0.9300 . ?
C11' C12' 1.368(9) . ?
C12' H12' 0.9300 . ?
C12' C13' 1.363(8) . ?
C13' H13' 0.9300 . ?
C13' C14' 1.390(6) . ?
C14' H14' 0.9300 . ?
C15' H15C 0.9700 . ?
C15' H15D 0.9700 . ?
C15' C16' 1.523(5) . ?
C16' H16' 0.9800 . ?
C16' C17' 1.510(4) . ?
C16' O3' 1.446(4) . ?
C17' N2' 1.382(4) . ?
C17' O2' 1.193(4) . ?
C18' N2' 1.385(4) . ?
C18' O3' 1.356(4) . ?
C18' O4' 1.190(4) . ?
C19' C20' 1.377(5) . ?
C19' C24' 1.378(5) . ?
C19' N2' 1.435(4) . ?
C20' H20' 0.9300 . ?
C20' C21' 1.376(6) . ?
C21' H21' 0.9300 . ?
C21' C22' 1.361(7) . ?
C22' H22' 0.9300 . ?
C22' C23' 1.381(7) . ?
C23' H23' 0.9300 . ?
C23' C24' 1.373(6) . ?
C24' H24' 0.9300 . ?
C25' N1' 1.403(4) . ?
C25' O5' 1.190(5) . ?
C25' O6' 1.318(5) . ?
C26' C27' 1.501(11) . ?
C26' C28' 1.500(7) . ?
C26' C29' 1.482(11) . ?
C26' O6' 1.481(4) . ?
C27' H27D 0.9600 . ?
C27' H27E 0.9600 . ?
C27' H27F 0.9600 . ?
C28' H28D 0.9600 . ?
C28' H28E 0.9600 . ?
C28' H28F 0.9600 . ?
C29' H29D 0.9600 . ?
C29' H29E 0.9600 . ?
C29' H29F 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
C2 C1 H1 120.5 . . ?
C6 C1 H1 120.5 . . ?
C6 C1 C2 119.0(3) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.0(3) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 119.2 . . ?
C2 C3 C4 121.7(3) . . ?
C4 C3 H3 119.2 . . ?
C3 C4 H4 121.2 . . ?
C5 C4 C3 117.6(3) . . ?
C5 C4 H4 121.2 . . ?
C4 C5 N1 129.2(3) . . ?
C6 C5 C4 121.0(3) . . ?
C6 C5 N1 109.8(3) . . ?
C1 C6 C5 120.7(3) . . ?
C1 C6 C7 128.9(3) . . ?
C5 C6 C7 110.3(2) . . ?
C6 C7 C8 102.1(2) . . ?
C6 C7 C9 112.3(3) . . ?
C6 C7 C15 115.0(2) . . ?
C8 C7 C9 106.2(2) . . ?
C8 C7 C15 109.5(2) . . ?
C9 C7 C15 110.9(2) . . ?
N1 C8 C7 108.0(2) . . ?
O1 C8 C7 125.2(3) . . ?
O1 C8 N1 126.7(3) . . ?
C10 C9 C7 122.2(3) . . ?
C10 C9 C14 117.9(3) . . ?
C14 C9 C7 119.8(3) . . ?
C9 C10 H10 119.2 . . ?
C9 C10 C11 121.5(3) . . ?
C11 C10 H10 119.2 . . ?
C10 C11 H11 120.0 . . ?
C12 C11 C10 119.9(4) . . ?
C12 C11 H11 120.0 . . ?
C11 C12 H12 120.4 . . ?
C13 C12 C11 119.1(4) . . ?
C13 C12 H12 120.4 . . ?
C12 C13 H13 119.5 . . ?
C12 C13 C14 121.1(4) . . ?
C14 C13 H13 119.5 . . ?
C9 C14 H14 119.8 . . ?
C13 C14 C9 120.5(4) . . ?
C13 C14 H14 119.8 . . ?
C7 C15 H15A 108.1 . . ?
C7 C15 H15B 108.1 . . ?
H15A C15 H15B 107.3 . . ?
C16 C15 C7 116.7(3) . . ?
C16 C15 H15A 108.1 . . ?
C16 C15 H15B 108.1 . . ?
C15 C16 H16 108.0 . . ?
C17 C16 C15 116.3(3) . . ?
C17 C16 H16 108.0 . . ?
O3 C16 C15 112.0(2) . . ?
O3 C16 H16 108.0 . . ?
O3 C16 C17 104.2(3) . . ?
N2 C17 C16 105.0(3) . . ?
O2 C17 C16 127.3(3) . . ?
O2 C17 N2 127.6(3) . . ?
O3 C18 N2 109.1(3) . . ?
O4 C18 N2 128.0(3) . . ?
O4 C18 O3 122.9(3) . . ?
C20 C19 N2 119.2(3) . . ?
C24 C19 C20 120.5(3) . . ?
C24 C19 N2 120.3(3) . . ?
C19 C20 H20 120.8 . . ?
C19 C20 C21 118.3(4) . . ?
C21 C20 H20 120.8 . . ?
C20 C21 H21 119.4 . . ?
C22 C21 C20 121.2(4) . . ?
C22 C21 H21 119.4 . . ?
C21 C22 H22 120.1 . . ?
C21 C22 C23 119.8(4) . . ?
C23 C22 H22 120.1 . . ?
C22 C23 H23 120.0 . . ?
C22 C23 C24 120.0(4) . . ?
C24 C23 H23 120.0 . . ?
C19 C24 C23 120.1(3) . . ?
C19 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
O5 C25 N1 121.7(3) . . ?
O5 C25 O6 127.8(3) . . ?
O6 C25 N1 110.5(3) . . ?
C27 C26 C29 114.7(5) . . ?
C28 C26 C27 111.5(4) . . ?
C28 C26 C29 110.1(4) . . ?
O6 C26 C27 109.3(4) . . ?
O6 C26 C28 102.3(3) . . ?
O6 C26 C29 108.2(4) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C8 N1 C5 109.6(2) . . ?
C25 N1 C5 123.0(3) . . ?
C25 N1 C8 126.6(3) . . ?
C17 N2 C19 124.9(3) . . ?
C18 N2 C17 111.5(3) . . ?
C18 N2 C19 123.5(3) . . ?
C18 O3 C16 110.0(2) . . ?
C25 O6 C26 122.9(3) . . ?
C2' C1' H1' 120.8 . . ?
C6' C1' H1' 120.8 . . ?
C6' C1' C2' 118.5(3) . . ?
C1' C2' H2' 119.7 . . ?
C3' C2' C1' 120.6(3) . . ?
C3' C2' H2' 119.7 . . ?
C2' C3' H3' 119.1 . . ?
C2' C3' C4' 121.8(4) . . ?
C4' C3' H3' 119.1 . . ?
C3' C4' H4' 121.5 . . ?
C5' C4' C3' 117.1(3) . . ?
C5' C4' H4' 121.5 . . ?
C4' C5' C6' 121.8(3) . . ?
C4' C5' N1' 128.5(3) . . ?
C6' C5' N1' 109.6(3) . . ?
C1' C6' C5' 120.3(3) . . ?
C1' C6' C7' 129.2(3) . . ?
C5' C6' C7' 110.3(3) . . ?
C6' C7' C8' 102.3(2) . . ?
C6' C7' C9' 112.3(3) . . ?
C6' C7' C15' 115.7(2) . . ?
C8' C7' C15' 108.4(3) . . ?
C9' C7' C8' 105.6(2) . . ?
C9' C7' C15' 111.5(3) . . ?
N1' C8' C7' 108.0(3) . . ?
O1' C8' C7' 124.8(3) . . ?
O1' C8' N1' 127.2(3) . . ?
C10' C9' C7' 121.8(4) . . ?
C10' C9' C14' 118.6(3) . . ?
C14' C9' C7' 119.5(3) . . ?
C9' C10' H10' 119.8 . . ?
C11' C10' C9' 120.4(5) . . ?
C11' C10' H10' 119.8 . . ?
C10' C11' H11' 119.7 . . ?
C12' C11' C10' 120.5(5) . . ?
C12' C11' H11' 119.7 . . ?
C11' C12' H12' 120.1 . . ?
C13' C12' C11' 119.8(4) . . ?
C13' C12' H12' 120.1 . . ?
C12' C13' H13' 119.5 . . ?
C12' C13' C14' 121.0(6) . . ?
C14' C13' H13' 119.5 . . ?
C9' C14' H14' 120.1 . . ?
C13' C14' C9' 119.8(5) . . ?
C13' C14' H14' 120.1 . . ?
C7' C15' H15C 108.2 . . ?
C7' C15' H15D 108.2 . . ?
H15C C15' H15D 107.4 . . ?
C16' C15' C7' 116.2(3) . . ?
C16' C15' H15C 108.2 . . ?
C16' C15' H15D 108.2 . . ?
C15' C16' H16' 108.0 . . ?
C17' C16' C15' 116.0(3) . . ?
C17' C16' H16' 108.0 . . ?
O3' C16' C15' 112.8(3) . . ?
O3' C16' H16' 108.0 . . ?
O3' C16' C17' 103.7(3) . . ?
N2' C17' C16' 105.7(3) . . ?
O2' C17' C16' 126.9(3) . . ?
O2' C17' N2' 127.3(3) . . ?
O3' C18' N2' 109.0(3) . . ?
O4' C18' N2' 128.1(3) . . ?
O4' C18' O3' 122.8(3) . . ?
C20' C19' C24' 120.7(3) . . ?
C20' C19' N2' 118.6(3) . . ?
C24' C19' N2' 120.7(3) . . ?
C19' C20' H20' 120.5 . . ?
C21' C20' C19' 119.0(4) . . ?
C21' C20' H20' 120.5 . . ?
C20' C21' H21' 119.5 . . ?
C22' C21' C20' 120.9(4) . . ?
C22' C21' H21' 119.5 . . ?
C21' C22' H22' 120.1 . . ?
C21' C22' C23' 119.8(4) . . ?
C23' C22' H22' 120.1 . . ?
C22' C23' H23' 119.9 . . ?
C24' C23' C22' 120.3(5) . . ?
C24' C23' H23' 119.9 . . ?
C19' C24' H24' 120.3 . . ?
C23' C24' C19' 119.3(4) . . ?
C23' C24' H24' 120.3 . . ?
O5' C25' N1' 122.6(3) . . ?
O5' C25' O6' 127.1(3) . . ?
O6' C25' N1' 110.3(3) . . ?
C28' C26' C27' 114.7(7) . . ?
C29' C26' C27' 112.4(7) . . ?
C29' C26' C28' 109.4(6) . . ?
O6' C26' C27' 108.6(5) . . ?
O6' C26' C28' 101.8(4) . . ?
O6' C26' C29' 109.4(6) . . ?
C26' C27' H27D 109.5 . . ?
C26' C27' H27E 109.5 . . ?
C26' C27' H27F 109.5 . . ?
H27D C27' H27E 109.5 . . ?
H27D C27' H27F 109.5 . . ?
H27E C27' H27F 109.5 . . ?
C26' C28' H28D 109.5 . . ?
C26' C28' H28E 109.5 . . ?
C26' C28' H28F 109.5 . . ?
H28D C28' H28E 109.5 . . ?
H28D C28' H28F 109.5 . . ?
H28E C28' H28F 109.5 . . ?
C26' C29' H29D 109.5 . . ?
C26' C29' H29E 109.5 . . ?
C26' C29' H29F 109.5 . . ?
H29D C29' H29E 109.5 . . ?
H29D C29' H29F 109.5 . . ?
H29E C29' H29F 109.5 . . ?
C8' N1' C5' 109.5(2) . . ?
C25' N1' C5' 122.6(3) . . ?
C25' N1' C8' 127.1(3) . . ?
C17' N2' C18' 111.1(3) . . ?
C17' N2' C19' 124.1(2) . . ?
C18' N2' C19' 124.7(3) . . ?
C18' O3' C16' 110.2(2) . . ?
C25' O6' C26' 121.9(3) . . ?

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
C1 C2 C3 C4 0.8(5) . . . . ?
C1 C6 C7 C8 179.3(3) . . . . ?
C1 C6 C7 C9 -67.3(4) . . . . ?
C1 C6 C7 C15 60.8(4) . . . . ?
C2 C1 C6 C5 -2.0(4) . . . . ?
C2 C1 C6 C7 174.0(3) . . . . ?
C2 C3 C4 C5 -0.8(5) . . . . ?
C3 C4 C5 C6 -0.6(4) . . . . ?
C3 C4 C5 N1 -178.4(3) . . . . ?
C4 C5 C6 C1 2.0(4) . . . . ?
C4 C5 C6 C7 -174.6(2) . . . . ?
C4 C5 N1 C8 177.0(3) . . . . ?
C4 C5 N1 C25 -12.8(4) . . . . ?
C5 C6 C7 C8 -4.4(3) . . . . ?
C5 C6 C7 C9 109.0(3) . . . . ?
C5 C6 C7 C15 -122.9(3) . . . . ?
C6 C1 C2 C3 0.6(5) . . . . ?
C6 C5 N1 C8 -1.0(3) . . . . ?
C6 C5 N1 C25 169.2(2) . . . . ?
C6 C7 C8 N1 3.7(3) . . . . ?
C6 C7 C8 O1 -179.1(3) . . . . ?
C6 C7 C9 C10 -1.4(4) . . . . ?
C6 C7 C9 C14 -178.0(3) . . . . ?
C6 C7 C15 C16 46.2(4) . . . . ?
C7 C8 N1 C5 -1.9(3) . . . . ?
C7 C8 N1 C25 -171.6(3) . . . . ?
C7 C9 C10 C11 -177.6(4) . . . . ?
C7 C9 C14 C13 176.8(4) . . . . ?
C7 C15 C16 C17 -78.4(4) . . . . ?
C7 C15 C16 O3 41.2(4) . . . . ?
C8 C7 C9 C10 109.5(3) . . . . ?
C8 C7 C9 C14 -67.2(4) . . . . ?
C8 C7 C15 C16 -68.1(3) . . . . ?
C9 C7 C8 N1 -114.2(3) . . . . ?
C9 C7 C8 O1 63.0(4) . . . . ?
C9 C7 C15 C16 175.0(3) . . . . ?
C9 C10 C11 C12 1.2(7) . . . . ?
C10 C9 C14 C13 0.0(7) . . . . ?
C10 C11 C12 C13 -0.6(8) . . . . ?
C11 C12 C13 C14 -0.3(9) . . . . ?
C12 C13 C14 C9 0.7(9) . . . . ?
C14 C9 C10 C11 -0.9(6) . . . . ?
C15 C7 C8 N1 126.0(2) . . . . ?
C15 C7 C8 O1 -56.8(4) . . . . ?
C15 C7 C9 C10 -131.6(3) . . . . ?
C15 C7 C9 C14 51.8(4) . . . . ?
C15 C16 C17 N2 127.7(3) . . . . ?
C15 C16 C17 O2 -54.3(4) . . . . ?
C15 C16 O3 C18 -128.9(3) . . . . ?
C16 C17 N2 C18 -4.2(3) . . . . ?
C16 C17 N2 C19 -179.9(3) . . . . ?
C17 C16 O3 C18 -2.4(3) . . . . ?
C19 C20 C21 C22 1.0(8) . . . . ?
C20 C19 C24 C23 0.3(6) . . . . ?
C20 C19 N2 C17 -55.5(5) . . . . ?
C20 C19 N2 C18 129.4(4) . . . . ?
C20 C21 C22 C23 -0.7(8) . . . . ?
C21 C22 C23 C24 0.2(7) . . . . ?
C22 C23 C24 C19 0.0(6) . . . . ?
C24 C19 C20 C21 -0.8(7) . . . . ?
C24 C19 N2 C17 123.1(3) . . . . ?
C24 C19 N2 C18 -52.0(4) . . . . ?
C27 C26 O6 C25 -57.7(5) . . . . ?
C28 C26 O6 C25 -176.0(3) . . . . ?
C29 C26 O6 C25 67.9(5) . . . . ?
N1 C5 C6 C1 -179.8(2) . . . . ?
N1 C5 C6 C7 3.5(3) . . . . ?
N1 C25 O6 C26 178.5(3) . . . . ?
N2 C18 O3 C16 -0.1(3) . . . . ?
N2 C19 C20 C21 177.8(4) . . . . ?
N2 C19 C24 C23 -178.2(3) . . . . ?
O1 C8 N1 C5 -179.0(3) . . . . ?
O1 C8 N1 C25 11.2(5) . . . . ?
O2 C17 N2 C18 177.7(3) . . . . ?
O2 C17 N2 C19 2.1(5) . . . . ?
O3 C16 C17 N2 4.0(3) . . . . ?
O3 C16 C17 O2 -178.0(3) . . . . ?
O3 C18 N2 C17 2.9(3) . . . . ?
O3 C18 N2 C19 178.6(3) . . . . ?
O4 C18 N2 C17 -177.8(3) . . . . ?
O4 C18 N2 C19 -2.1(5) . . . . ?
O4 C18 O3 C16 -179.4(3) . . . . ?
O5 C25 N1 C5 8.3(5) . . . . ?
O5 C25 N1 C8 176.7(3) . . . . ?
O5 C25 O6 C26 -1.0(6) . . . . ?
O6 C25 N1 C5 -171.3(3) . . . . ?
O6 C25 N1 C8 -2.8(4) . . . . ?
C1' C2' C3' C4' 0.7(6) . . . . ?
C1' C6' C7' C8' -178.6(3) . . . . ?
C1' C6' C7' C9' -65.8(4) . . . . ?
C1' C6' C7' C15' 63.8(4) . . . . ?
C2' C1' C6' C5' 0.4(4) . . . . ?
C2' C1' C6' C7' 174.7(3) . . . . ?
C2' C3' C4' C5' -0.1(5) . . . . ?
C3' C4' C5' C6' -0.3(5) . . . . ?
C3' C4' C5' N1' -177.9(3) . . . . ?
C4' C5' C6' C1' 0.2(4) . . . . ?
C4' C5' C6' C7' -175.1(3) . . . . ?
C4' C5' N1' C8' 177.3(3) . . . . ?
C4' C5' N1' C25' -12.0(5) . . . . ?
C5' C6' C7' C8' -3.9(3) . . . . ?
C5' C6' C7' C9' 108.9(3) . . . . ?
C5' C6' C7' C15' -121.5(3) . . . . ?
C6' C1' C2' C3' -0.8(5) . . . . ?
C6' C5' N1' C8' -0.6(3) . . . . ?
C6' C5' N1' C25' 170.1(3) . . . . ?
C6' C7' C8' N1' 3.4(3) . . . . ?
C6' C7' C8' O1' -178.3(3) . . . . ?
C6' C7' C9' C10' 156.4(3) . . . . ?
C6' C7' C9' C14' -26.9(4) . . . . ?
C6' C7' C15' C16' 45.1(4) . . . . ?
C7' C8' N1' C5' -1.9(3) . . . . ?
C7' C8' N1' C25' -172.1(3) . . . . ?
C7' C9' C10' C11' 177.2(4) . . . . ?
C7' C9' C14' C13' -176.9(3) . . . . ?
C7' C15' C16' C17' -77.9(4) . . . . ?
C7' C15' C16' O3' 41.6(4) . . . . ?
C8' C7' C9' C10' -92.8(4) . . . . ?
C8' C7' C9' C14' 83.8(4) . . . . ?
C8' C7' C15' C16' -69.1(3) . . . . ?
C9' C7' C8' N1' -114.2(3) . . . . ?
C9' C7' C8' O1' 64.0(4) . . . . ?
C9' C7' C15' C16' 175.1(3) . . . . ?
C9' C10' C11' C12' -1.0(7) . . . . ?
C10' C9' C14' C13' -0.1(5) . . . . ?
C10' C11' C12' C13' 1.1(8) . . . . ?
C11' C12' C13' C14' -0.8(7) . . . . ?
C12' C13' C14' C9' 0.3(7) . . . . ?
C14' C9' C10' C11' 0.5(6) . . . . ?
C15' C7' C8' N1' 126.2(3) . . . . ?
C15' C7' C8' O1' -55.6(4) . . . . ?
C15' C7' C9' C10' 24.7(4) . . . . ?
C15' C7' C9' C14' -158.6(3) . . . . ?
C15' C16' C17' N2' 129.0(3) . . . . ?
C15' C16' C17' O2' -52.3(5) . . . . ?
C15' C16' O3' C18' -129.7(3) . . . . ?
C16' C17' N2' C18' -4.6(4) . . . . ?
C16' C17' N2' C19' 178.5(3) . . . . ?
C17' C16' O3' C18' -3.3(3) . . . . ?
C19' C20' C21' C22' 0.1(6) . . . . ?
C20' C19' C24' C23' -0.4(6) . . . . ?
C20' C19' N2' C17' -48.9(4) . . . . ?
C20' C19' N2' C18' 134.6(3) . . . . ?
C20' C21' C22' C23' 0.0(7) . . . . ?
C21' C22' C23' C24' -0.3(7) . . . . ?
C22' C23' C24' C19' 0.5(7) . . . . ?
C24' C19' C20' C21' 0.1(5) . . . . ?
C24' C19' N2' C17' 128.6(4) . . . . ?
C24' C19' N2' C18' -47.9(4) . . . . ?
C27' C26' O6' C25' -59.3(8) . . . . ?
C28' C26' O6' C25' 179.3(5) . . . . ?
C29' C26' O6' C25' 63.7(7) . . . . ?
N1' C5' C6' C1' 178.2(3) . . . . ?
N1' C5' C6' C7' 2.9(3) . . . . ?
N1' C25' O6' C26' 176.1(4) . . . . ?
N2' C18' O3' C16' 0.7(4) . . . . ?
N2' C19' C20' C21' 177.6(3) . . . . ?
N2' C19' C24' C23' -177.9(3) . . . . ?
O1' C8' N1' C5' 179.9(3) . . . . ?
O1' C8' N1' C25' 9.7(5) . . . . ?
O2' C17' N2' C18' 176.8(4) . . . . ?
O2' C17' N2' C19' -0.2(5) . . . . ?
O3' C16' C17' N2' 4.7(3) . . . . ?
O3' C16' C17' O2' -176.6(3) . . . . ?
O3' C18' N2' C17' 2.6(4) . . . . ?
O3' C18' N2' C19' 179.5(3) . . . . ?
O4' C18' N2' C17' -177.8(4) . . . . ?
O4' C18' N2' C19' -0.9(6) . . . . ?
O4' C18' O3' C16' -178.9(3) . . . . ?
O5' C25' N1' C5' 6.2(6) . . . . ?
O5' C25' N1' C8' 175.2(4) . . . . ?
O5' C25' O6' C26' -3.7(8) . . . . ?
O6' C25' N1' C5' -173.7(3) . . . . ?
O6' C25' N1' C8' -4.7(5) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
