# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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 
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data_mo_dm16529_0m
_database_code_depnum_ccdc_archive 'CCDC 1557390'
_audit_update_record             
;
2017-06-20 deposited with the CCDC.
2018-05-31 downloaded from the CCDC.
;
_audit_creation_date             2016-08-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H21 N O3'
_chemical_formula_sum            'C29 H21 N O3'
_chemical_formula_weight         431.47
_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 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.7087(8)
_cell_length_b                   10.8041(9)
_cell_length_c                   11.9237(10)
_cell_angle_alpha                78.551(2)
_cell_angle_beta                 66.3730(10)
_cell_angle_gamma                74.2780(10)
_cell_volume                     1097.26(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4758
_cell_measurement_temperature    130
_cell_measurement_theta_max      30.63
_cell_measurement_theta_min      2.40
_shelx_estimated_absorpt_T_max   0.983
_shelx_estimated_absorpt_T_min   0.977
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6835
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0329 before and 0.0250 after correction.
The Ratio of minimum to maximum transmission is 0.9161.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             452
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0135
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11232
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         30.656
_diffrn_reflns_theta_min         1.874
_diffrn_ambient_temperature      130
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5421
_reflns_number_total             6688
_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       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_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         0.370
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         6688
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0575
_refine_ls_R_factor_gt           0.0452
_refine_ls_restrained_S_all      1.038
_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)+(0.0645P)²+0.2770P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1157
_refine_ls_wR_factor_ref         0.1247
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C1(H1A), C2(H2), C3(H3), C4(H4), C5(H5), C10(H10), C11(H11), C12(H12),
  C13(H13), C14(H14), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23),
 C25(H25), C26(H26), C27(H27), C28(H28), C29(H29)
;
_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
O1 O 0.02555(9) 0.80231(8) 0.35756(8) 0.02768(19) Uani 1 1 d . . . . .
O2 O 0.36618(9) 0.44032(8) 0.48198(7) 0.02611(18) Uani 1 1 d . . . . .
O3 O 0.63999(9) 0.48495(8) 0.08929(8) 0.02507(17) Uani 1 1 d . . . . .
N1 N 0.21771(10) 0.65557(9) 0.40886(8) 0.01950(18) Uani 1 1 d . . . . .
H1 H 0.2360 0.6093 0.4730 0.023 Uiso 1 1 calc R . . . .
C1 C -0.02193(12) 0.56987(10) 0.62731(10) 0.0214(2) Uani 1 1 d . . . . .
H1A H 0.0696 0.5064 0.5967 0.026 Uiso 1 1 calc R . . . .
C2 C -0.13319(14) 0.54516(12) 0.74233(11) 0.0255(2) Uani 1 1 d . . . . .
H2 H -0.1174 0.4646 0.7898 0.031 Uiso 1 1 calc R . . . .
C3 C -0.26734(13) 0.63796(13) 0.78808(11) 0.0277(2) Uani 1 1 d . . . . .
H3 H -0.3428 0.6208 0.8666 0.033 Uiso 1 1 calc R . . . .
C4 C -0.29051(13) 0.75585(12) 0.71854(11) 0.0280(2) Uani 1 1 d . . . . .
H4 H -0.3816 0.8195 0.7498 0.034 Uiso 1 1 calc R . . . .
C5 C -0.18042(13) 0.78053(11) 0.60335(11) 0.0241(2) Uani 1 1 d . . . . .
H5 H -0.1972 0.8608 0.5558 0.029 Uiso 1 1 calc R . . . .
C6 C -0.04510(12) 0.68811(10) 0.55699(10) 0.01914(19) Uani 1 1 d . . . . .
C7 C 0.06674(12) 0.72225(10) 0.43140(10) 0.01893(19) Uani 1 1 d . . . . .
C8 C 0.34314(11) 0.65208(10) 0.29925(9) 0.01687(18) Uani 1 1 d . . . . .
C9 C 0.33637(11) 0.75442(10) 0.19636(9) 0.01832(19) Uani 1 1 d . . . . .
C10 C 0.31422(14) 0.88498(11) 0.21048(11) 0.0257(2) Uani 1 1 d . . . . .
H10 H 0.3046 0.9094 0.2860 0.031 Uiso 1 1 calc R . . . .
C11 C 0.30645(15) 0.97832(12) 0.11370(13) 0.0329(3) Uani 1 1 d . . . . .
H11 H 0.2930 1.0667 0.1228 0.039 Uiso 1 1 calc R . . . .
C12 C 0.31822(15) 0.94376(13) 0.00335(12) 0.0331(3) Uani 1 1 d . . . . .
H12 H 0.3116 1.0085 -0.0621 0.040 Uiso 1 1 calc R . . . .
C13 C 0.33973(13) 0.81446(13) -0.01121(11) 0.0276(2) Uani 1 1 d . . . . .
H13 H 0.3471 0.7907 -0.0863 0.033 Uiso 1 1 calc R . . . .
C14 C 0.35048(12) 0.71976(11) 0.08508(10) 0.0209(2) Uani 1 1 d . . . . .
H14 H 0.3675 0.6312 0.0747 0.025 Uiso 1 1 calc R . . . .
C15 C 0.47128(11) 0.55333(10) 0.28586(9) 0.01702(18) Uani 1 1 d . . . . .
C16 C 0.61003(12) 0.55668(10) 0.16709(9) 0.01809(19) Uani 1 1 d . . . . .
C17 C 0.47471(12) 0.44333(10) 0.38075(10) 0.01914(19) Uani 1 1 d . . . . .
C18 C 0.60535(12) 0.32745(10) 0.35964(10) 0.0202(2) Uani 1 1 d . . . . .
C19 C 0.76035(13) 0.33229(11) 0.29833(10) 0.0223(2) Uani 1 1 d . . . . .
H19 H 0.7886 0.4129 0.2631 0.027 Uiso 1 1 calc R . . . .
C20 C 0.87396(14) 0.21920(12) 0.28861(11) 0.0269(2) Uani 1 1 d . . . . .
H20 H 0.9793 0.2234 0.2477 0.032 Uiso 1 1 calc R . . . .
C21 C 0.83399(16) 0.10084(12) 0.33823(14) 0.0345(3) Uani 1 1 d . . . . .
H21 H 0.9114 0.0237 0.3295 0.041 Uiso 1 1 calc R . . . .
C22 C 0.68017(17) 0.09582(12) 0.40076(15) 0.0368(3) Uani 1 1 d . . . . .
H22 H 0.6526 0.0149 0.4355 0.044 Uiso 1 1 calc R . . . .
C23 C 0.56605(14) 0.20807(11) 0.41310(12) 0.0279(2) Uani 1 1 d . . . . .
H23 H 0.4613 0.2038 0.4579 0.033 Uiso 1 1 calc R . . . .
C24 C 0.71392(12) 0.64315(10) 0.15356(9) 0.01886(19) Uani 1 1 d . . . . .
C25 C 0.68732(13) 0.71405(11) 0.24883(10) 0.0226(2) Uani 1 1 d . . . . .
H25 H 0.5963 0.7149 0.3204 0.027 Uiso 1 1 calc R . . . .
C26 C 0.79390(14) 0.78352(12) 0.23927(12) 0.0280(2) Uani 1 1 d . . . . .
H26 H 0.7754 0.8314 0.3045 0.034 Uiso 1 1 calc R . . . .
C27 C 0.92683(14) 0.78314(12) 0.13515(12) 0.0292(2) Uani 1 1 d . . . . .
H27 H 0.9995 0.8303 0.1292 0.035 Uiso 1 1 calc R . . . .
C28 C 0.95338(14) 0.71361(14) 0.03964(12) 0.0329(3) Uani 1 1 d . . . . .
H28 H 1.0441 0.7138 -0.0320 0.040 Uiso 1 1 calc R . . . .
C29 C 0.84805(13) 0.64365(13) 0.04810(11) 0.0275(2) Uani 1 1 d . . . . .
H29 H 0.8670 0.5962 -0.0176 0.033 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
O1 C7 1.2148(13) . ?
O2 C17 1.2458(13) . ?
O3 C16 1.2217(13) . ?
N1 H1 0.8800 . ?
N1 C7 1.3887(13) . ?
N1 C8 1.3825(13) . ?
C1 H1A 0.9500 . ?
C1 C2 1.3937(15) . ?
C1 C6 1.3985(15) . ?
C2 H2 0.9500 . ?
C2 C3 1.3925(17) . ?
C3 H3 0.9500 . ?
C3 C4 1.3912(18) . ?
C4 H4 0.9500 . ?
C4 C5 1.3901(16) . ?
C5 H5 0.9500 . ?
C5 C6 1.3981(15) . ?
C6 C7 1.5006(14) . ?
C8 C9 1.4895(14) . ?
C8 C15 1.3786(14) . ?
C9 C10 1.4018(15) . ?
C9 C14 1.3941(15) . ?
C10 H10 0.9500 . ?
C10 C11 1.3860(17) . ?
C11 H11 0.9500 . ?
C11 C12 1.391(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.3907(19) . ?
C13 H13 0.9500 . ?
C13 C14 1.3956(15) . ?
C14 H14 0.9500 . ?
C15 C16 1.5160(14) . ?
C15 C17 1.4726(14) . ?
C16 C24 1.4955(15) . ?
C17 C18 1.4994(14) . ?
C18 C19 1.3955(15) . ?
C18 C23 1.4003(15) . ?
C19 H19 0.9500 . ?
C19 C20 1.3951(15) . ?
C20 H20 0.9500 . ?
C20 C21 1.3858(18) . ?
C21 H21 0.9500 . ?
C21 C22 1.387(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.3899(17) . ?
C23 H23 0.9500 . ?
C24 C25 1.3953(15) . ?
C24 C29 1.4020(15) . ?
C25 H25 0.9500 . ?
C25 C26 1.3926(16) . ?
C26 H26 0.9500 . ?
C26 C27 1.3863(17) . ?
C27 H27 0.9500 . ?
C27 C28 1.3882(19) . ?
C28 H28 0.9500 . ?
C28 C29 1.3903(18) . ?
C29 H29 0.9500 . ?

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
C7 N1 H1 115.6 . . ?
C8 N1 H1 115.6 . . ?
C8 N1 C7 128.71(9) . . ?
C2 C1 H1A 120.0 . . ?
C2 C1 C6 119.99(10) . . ?
C6 C1 H1A 120.0 . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.33(11) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.83(11) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.04(11) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.49(11) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C7 123.72(9) . . ?
C5 C6 C1 119.32(10) . . ?
C5 C6 C7 116.95(9) . . ?
O1 C7 N1 124.08(10) . . ?
O1 C7 C6 121.52(9) . . ?
N1 C7 C6 114.39(9) . . ?
N1 C8 C9 119.22(9) . . ?
C15 C8 N1 119.81(9) . . ?
C15 C8 C9 120.96(9) . . ?
C10 C9 C8 120.91(10) . . ?
C14 C9 C8 119.42(9) . . ?
C14 C9 C10 119.67(10) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 C9 119.67(12) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 H11 119.7 . . ?
C10 C11 C12 120.59(12) . . ?
C12 C11 H11 119.7 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.06(11) . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.2 . . ?
C12 C13 C14 119.65(12) . . ?
C14 C13 H13 120.2 . . ?
C9 C14 C13 120.34(11) . . ?
C9 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C8 C15 C16 118.35(9) . . ?
C8 C15 C17 122.09(9) . . ?
C17 C15 C16 119.51(8) . . ?
O3 C16 C15 120.60(10) . . ?
O3 C16 C24 121.70(10) . . ?
C24 C16 C15 117.54(9) . . ?
O2 C17 C15 121.36(9) . . ?
O2 C17 C18 116.44(9) . . ?
C15 C17 C18 122.17(9) . . ?
C19 C18 C17 124.67(10) . . ?
C19 C18 C23 119.05(10) . . ?
C23 C18 C17 116.15(10) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 C18 120.26(10) . . ?
C20 C19 H19 119.9 . . ?
C19 C20 H20 119.8 . . ?
C21 C20 C19 120.38(11) . . ?
C21 C20 H20 119.8 . . ?
C20 C21 H21 120.2 . . ?
C20 C21 C22 119.53(11) . . ?
C22 C21 H21 120.2 . . ?
C21 C22 H22 119.7 . . ?
C21 C22 C23 120.65(12) . . ?
C23 C22 H22 119.7 . . ?
C18 C23 H23 120.0 . . ?
C22 C23 C18 120.08(12) . . ?
C22 C23 H23 120.0 . . ?
C25 C24 C16 121.11(9) . . ?
C25 C24 C29 119.31(10) . . ?
C29 C24 C16 119.31(10) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 C24 120.12(10) . . ?
C26 C25 H25 119.9 . . ?
C25 C26 H26 119.8 . . ?
C27 C26 C25 120.39(11) . . ?
C27 C26 H26 119.8 . . ?
C26 C27 H27 120.1 . . ?
C26 C27 C28 119.76(11) . . ?
C28 C27 H27 120.1 . . ?
C27 C28 H28 119.8 . . ?
C27 C28 C29 120.43(11) . . ?
C29 C28 H28 119.8 . . ?
C24 C29 H29 120.0 . . ?
C28 C29 C24 119.98(11) . . ?
C28 C29 H29 120.0 . . ?

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
N1 H1 O2 0.88 1.93 2.5753(12) 128.9 .

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
O2 C17 C18 C19 -141.63(11) . . . . ?
O2 C17 C18 C23 34.14(14) . . . . ?
O3 C16 C24 C25 -172.96(10) . . . . ?
O3 C16 C24 C29 1.00(16) . . . . ?
N1 C8 C9 C10 60.00(14) . . . . ?
N1 C8 C9 C14 -119.24(11) . . . . ?
N1 C8 C15 C16 -176.62(9) . . . . ?
N1 C8 C15 C17 5.81(15) . . . . ?
C1 C2 C3 C4 0.09(18) . . . . ?
C1 C6 C7 O1 155.43(11) . . . . ?
C1 C6 C7 N1 -24.84(15) . . . . ?
C2 C1 C6 C5 0.01(16) . . . . ?
C2 C1 C6 C7 -178.83(10) . . . . ?
C2 C3 C4 C5 0.41(18) . . . . ?
C3 C4 C5 C6 -0.71(18) . . . . ?
C4 C5 C6 C1 0.49(17) . . . . ?
C4 C5 C6 C7 179.41(11) . . . . ?
C5 C6 C7 O1 -23.44(16) . . . . ?
C5 C6 C7 N1 156.29(10) . . . . ?
C6 C1 C2 C3 -0.30(17) . . . . ?
C7 N1 C8 C9 18.01(16) . . . . ?
C7 N1 C8 C15 -160.94(10) . . . . ?
C8 N1 C7 O1 -9.30(18) . . . . ?
C8 N1 C7 C6 170.97(10) . . . . ?
C8 C9 C10 C11 -179.19(10) . . . . ?
C8 C9 C14 C13 178.03(9) . . . . ?
C8 C15 C16 O3 -104.72(12) . . . . ?
C8 C15 C16 C24 79.76(12) . . . . ?
C8 C15 C17 O2 -6.16(16) . . . . ?
C8 C15 C17 C18 171.67(10) . . . . ?
C9 C8 C15 C16 4.45(14) . . . . ?
C9 C8 C15 C17 -173.13(9) . . . . ?
C9 C10 C11 C12 0.93(19) . . . . ?
C10 C9 C14 C13 -1.22(16) . . . . ?
C10 C11 C12 C13 -0.73(19) . . . . ?
C11 C12 C13 C14 -0.44(18) . . . . ?
C12 C13 C14 C9 1.42(17) . . . . ?
C14 C9 C10 C11 0.05(17) . . . . ?
C15 C8 C9 C10 -121.06(11) . . . . ?
C15 C8 C9 C14 59.70(14) . . . . ?
C15 C16 C24 C25 2.52(14) . . . . ?
C15 C16 C24 C29 176.48(9) . . . . ?
C15 C17 C18 C19 40.44(16) . . . . ?
C15 C17 C18 C23 -143.79(11) . . . . ?
C16 C15 C17 O2 176.29(10) . . . . ?
C16 C15 C17 C18 -5.88(15) . . . . ?
C16 C24 C25 C26 173.40(10) . . . . ?
C16 C24 C29 C28 -173.63(11) . . . . ?
C17 C15 C16 O3 72.92(13) . . . . ?
C17 C15 C16 C24 -102.60(11) . . . . ?
C17 C18 C19 C20 176.90(10) . . . . ?
C17 C18 C23 C22 -178.47(12) . . . . ?
C18 C19 C20 C21 0.87(18) . . . . ?
C19 C18 C23 C22 -2.45(18) . . . . ?
C19 C20 C21 C22 -1.8(2) . . . . ?
C20 C21 C22 C23 0.6(2) . . . . ?
C21 C22 C23 C18 1.6(2) . . . . ?
C23 C18 C19 C20 1.24(17) . . . . ?
C24 C25 C26 C27 0.17(18) . . . . ?
C25 C24 C29 C28 0.43(18) . . . . ?
C25 C26 C27 C28 0.33(19) . . . . ?
C26 C27 C28 C29 -0.5(2) . . . . ?
C27 C28 C29 C24 0.1(2) . . . . ?
C29 C24 C25 C26 -0.55(17) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_cd17282
_database_code_depnum_ccdc_archive 'CCDC 1557391'
_audit_update_record             
;
2017-06-20 deposited with the CCDC.
2018-05-31 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H18 F N O3'
_chemical_formula_weight         447.44

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 2/n'
_space_group_name_Hall           '-P 2yac'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z-1/2'

_cell_length_a                   7.5691(10)
_cell_length_b                   11.0082(13)
_cell_length_c                   26.381(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.532(3)
_cell_angle_gamma                90
_cell_volume                     2193.9(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1781
_cell_measurement_theta_min      4.823
_cell_measurement_theta_max      43.572

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_F_000             928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.094
_shelx_estimated_absorpt_T_min   0.982
_shelx_estimated_absorpt_T_max   0.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6373
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12409
_diffrn_reflns_av_unetI/netI     0.0423
_diffrn_reflns_av_R_equivalents  0.0410
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.547
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4089
_reflns_number_gt                2839
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0598P)²+0.2009P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4089
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0787
_refine_ls_R_factor_gt           0.0526
_refine_ls_wR_factor_ref         0.1332
_refine_ls_wR_factor_gt          0.1198
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
F1 F 1.0558(2) 0.68881(14) 0.26339(6) 0.1002(5) Uani 1 1 d . . . . .
N1 N 0.4552(2) 0.27184(15) 0.06393(6) 0.0499(4) Uani 1 1 d . . . . .
O1 O 0.7148(2) 0.53058(13) 0.10559(6) 0.0641(4) Uani 1 1 d . . . . .
O2 O 0.86447(18) 0.24105(12) 0.19277(5) 0.0540(4) Uani 1 1 d . . . . .
O3 O 0.3065(2) 0.33911(15) 0.13107(6) 0.0768(5) Uani 1 1 d . . . . .
C1 C 0.9121(3) 0.3561(2) 0.20855(7) 0.0498(5) Uani 1 1 d . . . . .
C2 C 1.0055(3) 0.3650(2) 0.25532(8) 0.0608(6) Uani 1 1 d . . . . .
H2 H 1.0348 0.2958 0.2742 0.073 Uiso 1 1 calc R U . . .
C3 C 1.0538(3) 0.4780(3) 0.27306(8) 0.0674(7) Uani 1 1 d . . . . .
H3 H 1.1169 0.4866 0.3042 0.081 Uiso 1 1 calc R U . . .
C4 C 1.0080(3) 0.5782(2) 0.24437(9) 0.0667(7) Uani 1 1 d . . . . .
C5 C 0.9170(3) 0.5715(2) 0.19866(8) 0.0588(6) Uani 1 1 d . . . . .
H5 H 0.8883 0.6415 0.1802 0.071 Uiso 1 1 calc R U . . .
C6 C 0.8674(3) 0.45705(19) 0.17988(7) 0.0479(5) Uani 1 1 d . . . . .
C7 C 0.7640(3) 0.44363(18) 0.13142(7) 0.0477(5) Uani 1 1 d . . . . .
C8 C 0.7219(3) 0.31877(17) 0.11698(7) 0.0454(5) Uani 1 1 d . . . . .
C9 C 0.7750(3) 0.22473(18) 0.14682(7) 0.0472(5) Uani 1 1 d . . . . .
C10 C 0.7486(3) 0.09424(18) 0.13616(8) 0.0527(5) Uani 1 1 d . . . . .
C11 C 0.7799(3) 0.0464(2) 0.08931(9) 0.0655(6) Uani 1 1 d . . . . .
H11 H 0.8165 0.0970 0.0637 0.079 Uiso 1 1 calc R U . . .
C12 C 0.7573(4) -0.0763(2) 0.08012(11) 0.0815(8) Uani 1 1 d . . . . .
H12 H 0.7796 -0.1081 0.0485 0.098 Uiso 1 1 calc R U . . .
C13 C 0.7027(4) -0.1504(2) 0.11703(14) 0.0929(10) Uani 1 1 d . . . . .
H13 H 0.6871 -0.2329 0.1106 0.111 Uiso 1 1 calc R U . . .
C14 C 0.6705(4) -0.1042(2) 0.16374(13) 0.0867(9) Uani 1 1 d . . . . .
H14 H 0.6323 -0.1553 0.1889 0.104 Uiso 1 1 calc R U . . .
C15 C 0.6943(3) 0.0177(2) 0.17362(10) 0.0690(7) Uani 1 1 d . . . . .
H15 H 0.6738 0.0485 0.2056 0.083 Uiso 1 1 calc R U . . .
C16 C 0.6165(3) 0.30336(16) 0.06718(7) 0.0451(5) Uani 1 1 d . . . . .
C17 C 0.7069(3) 0.33280(16) 0.02082(7) 0.0474(5) Uani 1 1 d . . . . .
C18 C 0.8893(3) 0.32938(19) 0.02024(8) 0.0577(6) Uani 1 1 d . . . . .
H18 H 0.9567 0.3068 0.0494 0.069 Uiso 1 1 calc R U . . .
C19 C 0.9722(3) 0.3592(2) -0.02316(10) 0.0687(7) Uani 1 1 d . . . . .
H19 H 1.0948 0.3550 -0.0236 0.082 Uiso 1 1 calc R U . . .
C20 C 0.8725(4) 0.3950(2) -0.06572(9) 0.0709(7) Uani 1 1 d . . . . .
H20 H 0.9282 0.4164 -0.0949 0.085 Uiso 1 1 calc R U . . .
C21 C 0.6915(4) 0.3996(2) -0.06562(8) 0.0662(7) Uani 1 1 d . . . . .
H21 H 0.6249 0.4241 -0.0946 0.079 Uiso 1 1 calc R U . . .
C22 C 0.6085(3) 0.36805(17) -0.02282(7) 0.0544(6) Uani 1 1 d . . . . .
H22 H 0.4857 0.3703 -0.0230 0.065 Uiso 1 1 calc R U . . .
C23 C 0.3533(3) 0.2543(2) 0.10560(8) 0.0527(5) Uani 1 1 d . . . . .
C24 C 0.2926(3) 0.12860(19) 0.11444(8) 0.0509(5) Uani 1 1 d . . . . .
C25 C 0.3067(3) 0.0384(2) 0.07863(9) 0.0652(6) Uani 1 1 d . . . . .
H25 H 0.3526 0.0562 0.0476 0.078 Uiso 1 1 calc R U . . .
C26 C 0.2529(4) -0.0775(2) 0.08884(12) 0.0847(8) Uani 1 1 d . . . . .
H26 H 0.2597 -0.1377 0.0643 0.102 Uiso 1 1 calc R U . . .
C27 C 0.1894(4) -0.1049(3) 0.13493(13) 0.0877(9) Uani 1 1 d . . . . .
H27 H 0.1556 -0.1841 0.1419 0.105 Uiso 1 1 calc R U . . .
C28 C 0.1756(3) -0.0166(3) 0.17056(11) 0.0784(8) Uani 1 1 d . . . . .
H28 H 0.1319 -0.0354 0.2018 0.094 Uiso 1 1 calc R U . . .
C29 C 0.2263(3) 0.1008(2) 0.16036(9) 0.0630(6) Uani 1 1 d . . . . .
H29 H 0.2156 0.1612 0.1846 0.076 Uiso 1 1 calc R U . . .


_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
F1 C4 1.358(3) . ?
N1 C16 1.268(2) . ?
N1 C23 1.394(3) . ?
O1 C7 1.220(2) . ?
O2 C9 1.364(2) . ?
O2 C1 1.374(2) . ?
O3 C23 1.215(2) . ?
C1 C6 1.375(3) . ?
C1 C2 1.387(3) . ?
C2 C3 1.370(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.370(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.353(3) . ?
C5 C6 1.397(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.465(3) . ?
C7 C8 1.456(3) . ?
C8 C9 1.347(3) . ?
C8 C16 1.504(3) . ?
C9 C10 1.475(3) . ?
C10 C11 1.377(3) . ?
C10 C15 1.380(3) . ?
C11 C12 1.381(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.354(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.369(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.376(3) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C17 1.474(3) . ?
C17 C18 1.382(3) . ?
C17 C22 1.387(3) . ?
C18 C19 1.379(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.372(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.372(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.370(3) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 C24 1.482(3) . ?
C24 C29 1.374(3) . ?
C24 C25 1.379(3) . ?
C25 C26 1.371(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.369(4) . ?
C26 H26 0.9300 . ?
C27 C28 1.360(4) . ?
C27 H27 0.9300 . ?
C28 C29 1.379(3) . ?
C28 H28 0.9300 . ?
C29 H29 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
C16 N1 C23 124.17(17) . . ?
C9 O2 C1 119.83(15) . . ?
O2 C1 C6 121.82(18) . . ?
O2 C1 C2 116.41(19) . . ?
C6 C1 C2 121.8(2) . . ?
C3 C2 C1 118.6(2) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
C4 C3 C2 119.3(2) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C5 C4 F1 119.2(2) . . ?
C5 C4 C3 123.1(2) . . ?
F1 C4 C3 117.7(2) . . ?
C4 C5 C6 118.4(2) . . ?
C4 C5 H5 120.8 . . ?
C6 C5 H5 120.8 . . ?
C1 C6 C5 118.84(19) . . ?
C1 C6 C7 119.91(18) . . ?
C5 C6 C7 121.2(2) . . ?
O1 C7 C8 122.70(18) . . ?
O1 C7 C6 122.46(19) . . ?
C8 C7 C6 114.83(17) . . ?
C9 C8 C7 121.34(18) . . ?
C9 C8 C16 123.16(17) . . ?
C7 C8 C16 115.51(16) . . ?
C8 C9 O2 122.16(18) . . ?
C8 C9 C10 127.24(18) . . ?
O2 C9 C10 110.61(16) . . ?
C11 C10 C15 119.0(2) . . ?
C11 C10 C9 120.96(19) . . ?
C15 C10 C9 120.1(2) . . ?
C10 C11 C12 120.3(2) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C13 C12 C11 120.2(3) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C14 120.2(3) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C13 C14 C15 120.3(3) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C14 C15 C10 120.1(3) . . ?
C14 C15 H15 120.0 . . ?
C10 C15 H15 120.0 . . ?
N1 C16 C17 119.91(18) . . ?
N1 C16 C8 123.15(18) . . ?
C17 C16 C8 116.86(18) . . ?
C18 C17 C22 118.9(2) . . ?
C18 C17 C16 121.22(18) . . ?
C22 C17 C16 119.8(2) . . ?
C19 C18 C17 120.6(2) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C20 C19 C18 119.5(2) . . ?
C20 C19 H19 120.2 . . ?
C18 C19 H19 120.2 . . ?
C19 C20 C21 120.5(2) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 H20 119.7 . . ?
C22 C21 C20 120.1(2) . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C21 C22 C17 120.3(2) . . ?
C21 C22 H22 119.8 . . ?
C17 C22 H22 119.8 . . ?
O3 C23 N1 121.6(2) . . ?
O3 C23 C24 121.8(2) . . ?
N1 C23 C24 116.45(19) . . ?
C29 C24 C25 119.4(2) . . ?
C29 C24 C23 118.75(19) . . ?
C25 C24 C23 121.8(2) . . ?
C26 C25 C24 119.9(2) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C27 C26 C25 120.3(3) . . ?
C27 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
C28 C27 C26 120.2(3) . . ?
C28 C27 H27 119.9 . . ?
C26 C27 H27 119.9 . . ?
C27 C28 C29 120.0(3) . . ?
C27 C28 H28 120.0 . . ?
C29 C28 H28 120.0 . . ?
C24 C29 C28 120.1(2) . . ?
C24 C29 H29 119.9 . . ?
C28 C29 H29 119.9 . . ?

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
C9 O2 C1 C6 2.0(3) . . . . ?
C9 O2 C1 C2 -178.90(18) . . . . ?
O2 C1 C2 C3 -179.07(18) . . . . ?
C6 C1 C2 C3 0.0(3) . . . . ?
C1 C2 C3 C4 0.3(3) . . . . ?
C2 C3 C4 C5 -0.3(4) . . . . ?
C2 C3 C4 F1 179.1(2) . . . . ?
F1 C4 C5 C6 -179.37(18) . . . . ?
C3 C4 C5 C6 0.1(4) . . . . ?
O2 C1 C6 C5 178.75(18) . . . . ?
C2 C1 C6 C5 -0.3(3) . . . . ?
O2 C1 C6 C7 0.9(3) . . . . ?
C2 C1 C6 C7 -178.14(19) . . . . ?
C4 C5 C6 C1 0.2(3) . . . . ?
C4 C5 C6 C7 178.06(19) . . . . ?
C1 C6 C7 O1 176.95(19) . . . . ?
C5 C6 C7 O1 -0.9(3) . . . . ?
C1 C6 C7 C8 -2.0(3) . . . . ?
C5 C6 C7 C8 -179.81(18) . . . . ?
O1 C7 C8 C9 -178.6(2) . . . . ?
C6 C7 C8 C9 0.3(3) . . . . ?
O1 C7 C8 C16 1.3(3) . . . . ?
C6 C7 C8 C16 -179.71(17) . . . . ?
C7 C8 C9 O2 2.6(3) . . . . ?
C16 C8 C9 O2 -177.38(18) . . . . ?
C7 C8 C9 C10 -177.29(19) . . . . ?
C16 C8 C9 C10 2.7(3) . . . . ?
C1 O2 C9 C8 -3.8(3) . . . . ?
C1 O2 C9 C10 176.09(16) . . . . ?
C8 C9 C10 C11 45.3(3) . . . . ?
O2 C9 C10 C11 -134.6(2) . . . . ?
C8 C9 C10 C15 -135.7(2) . . . . ?
O2 C9 C10 C15 44.4(3) . . . . ?
C15 C10 C11 C12 0.0(3) . . . . ?
C9 C10 C11 C12 179.0(2) . . . . ?
C10 C11 C12 C13 0.5(4) . . . . ?
C11 C12 C13 C14 -0.3(4) . . . . ?
C12 C13 C14 C15 -0.4(4) . . . . ?
C13 C14 C15 C10 0.9(4) . . . . ?
C11 C10 C15 C14 -0.7(3) . . . . ?
C9 C10 C15 C14 -179.7(2) . . . . ?
C23 N1 C16 C17 -173.14(17) . . . . ?
C23 N1 C16 C8 3.7(3) . . . . ?
C9 C8 C16 N1 71.8(3) . . . . ?
C7 C8 C16 N1 -108.1(2) . . . . ?
C9 C8 C16 C17 -111.2(2) . . . . ?
C7 C8 C16 C17 68.9(2) . . . . ?
N1 C16 C17 C18 -159.06(19) . . . . ?
C8 C16 C17 C18 23.9(3) . . . . ?
N1 C16 C17 C22 22.8(3) . . . . ?
C8 C16 C17 C22 -154.28(18) . . . . ?
C22 C17 C18 C19 -0.7(3) . . . . ?
C16 C17 C18 C19 -178.88(19) . . . . ?
C17 C18 C19 C20 1.4(3) . . . . ?
C18 C19 C20 C21 -1.0(3) . . . . ?
C19 C20 C21 C22 -0.1(4) . . . . ?
C20 C21 C22 C17 0.8(3) . . . . ?
C18 C17 C22 C21 -0.4(3) . . . . ?
C16 C17 C22 C21 177.80(18) . . . . ?
C16 N1 C23 O3 71.0(3) . . . . ?
C16 N1 C23 C24 -114.1(2) . . . . ?
O3 C23 C24 C29 -19.2(3) . . . . ?
N1 C23 C24 C29 165.90(19) . . . . ?
O3 C23 C24 C25 163.2(2) . . . . ?
N1 C23 C24 C25 -11.8(3) . . . . ?
C29 C24 C25 C26 0.7(3) . . . . ?
C23 C24 C25 C26 178.4(2) . . . . ?
C24 C25 C26 C27 -1.7(4) . . . . ?
C25 C26 C27 C28 1.4(4) . . . . ?
C26 C27 C28 C29 -0.3(4) . . . . ?
C25 C24 C29 C28 0.4(3) . . . . ?
C23 C24 C29 C28 -177.3(2) . . . . ?
C27 C28 C29 C24 -0.7(4) . . . . ?

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
C3 H3 O3 0.93 2.40 3.086(3) 130.4 2_655

_refine_diff_density_max         0.183
_refine_diff_density_min         -0.133
_refine_diff_density_rms         0.032

_shelxl_version_number           2013-4



