# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_wdh1053
_database_code_depnum_ccdc_archive 'CCDC 1435833'
_audit_update_record             
;
2015-11-09 deposited with the CCDC.
2016-03-02 downloaded from the CCDC.
;
_audit_creation_date             2015-11-05
_audit_creation_method           
;
Olex2 1.2-ac21
(compiled 2015.09.16 svn.r134, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C29 H30 N2 O4'
_chemical_formula_sum            'C29 H30 N2 O4'
_chemical_formula_weight         470.55
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   15.2680(8)
_cell_length_b                   11.6042(4)
_cell_length_c                   15.6622(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 115.596(7)
_cell_angle_gamma                90.00
_cell_volume                     2502.6(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8040
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      28.9430
_cell_measurement_theta_min      3.0170
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93701
_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_crystal_density_diffrn    1.249
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1000
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            19720
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.61
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector_area_resol_mean 15.9631
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -64.00    3.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.0732  -57.0000    0.0000 67

#__ type_ start__ end____ width___ exp.time_
  2 omega  -38.00   52.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.0732   57.0000  -90.0000 90

#__ type_ start__ end____ width___ exp.time_
  3 omega  -23.00   32.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8701  -57.0000   30.0000 55

#__ type_ start__ end____ width___ exp.time_
  4 omega  -16.00   45.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8701  -99.0000    0.0000 61

#__ type_ start__ end____ width___ exp.time_
  5 omega   -1.00   91.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8701   38.0000 -180.0000 92

#__ type_ start__ end____ width___ exp.time_
  6 omega   -2.00   40.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8701  -57.0000  150.0000 42
;
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0370587000
_diffrn_orient_matrix_UB_12      -0.0173553000
_diffrn_orient_matrix_UB_13      -0.0131110000
_diffrn_orient_matrix_UB_21      0.0240128000
_diffrn_orient_matrix_UB_22      -0.0291479000
_diffrn_orient_matrix_UB_23      0.0438185000
_diffrn_orient_matrix_UB_31      -0.0264838000
_diffrn_orient_matrix_UB_32      -0.0508729000
_diffrn_orient_matrix_UB_33      -0.0206592000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_source_current           n/a
_diffrn_source_voltage           n/a
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                4350
_reflns_number_total             5115
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(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         0.277
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     321
_refine_ls_number_reflns         5115
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0498
_refine_ls_R_factor_gt           0.0420
_refine_ls_restrained_S_all      1.101
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0381P)²+1.1337P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1005
_refine_ls_wR_factor_ref         0.1053
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C22(H22A,H22B)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C2(H2A), C3(H3), C4(H4), C5(H5), C13(H13), C14(H14), C15(H15),
 C16(H16), C24(H24), C25(H25), C27(H27), C28(H28)
2.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C21(H21A,H21B,
 H21C), C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
O1 O 0.30734(9) 0.20012(10) -0.10916(8) 0.0298(3) Uani 1 d . . .
O2 O 0.12201(7) 0.22941(8) 0.07627(7) 0.0192(2) Uani 1 d . . .
O3 O 0.44261(8) 0.18312(9) 0.15647(8) 0.0261(3) Uani 1 d . . .
O4 O 0.09631(7) 0.69570(8) -0.28636(7) 0.0213(2) Uani 1 d . . .
N1 N 0.28920(9) 0.28315(10) 0.01258(8) 0.0170(3) Uani 1 d . . .
N2 N 0.42489(8) 0.30815(10) 0.26016(8) 0.0191(3) Uani 1 d . . .
H2 H 0.3848 0.3544 0.2677 0.023 Uiso 1 calc . . R
C1 C 0.23447(10) 0.08523(12) -0.03235(10) 0.0199(3) Uani 1 d . . .
C2 C 0.21671(12) -0.00342(14) -0.09818(11) 0.0277(4) Uani 1 d . . .
H2A H 0.2394 0.0027 -0.1444 0.033 Uiso 1 calc . . R
C3 C 0.16554(13) -0.10022(14) -0.09477(12) 0.0346(4) Uani 1 d . . .
H3 H 0.1535 -0.1590 -0.1388 0.042 Uiso 1 calc . . R
C4 C 0.13211(13) -0.10962(14) -0.02559(13) 0.0341(4) Uani 1 d . . .
H4 H 0.0973 -0.1745 -0.0236 0.041 Uiso 1 calc . . R
C5 C 0.15042(12) -0.02250(13) 0.04079(11) 0.0267(3) Uani 1 d . . .
H5 H 0.1282 -0.0295 0.0873 0.032 Uiso 1 calc . . R
C6 C 0.20211(10) 0.07564(12) 0.03793(10) 0.0181(3) Uani 1 d . . .
C7 C 0.21768(10) 0.17287(12) 0.10691(10) 0.0158(3) Uani 1 d . . .
C8 C 0.28676(10) 0.27182(11) 0.10540(9) 0.0143(3) Uani 1 d . . .
C9 C 0.28190(11) 0.19166(13) -0.04483(10) 0.0202(3) Uani 1 d . . .
C10 C 0.24749(11) 0.13051(13) 0.20744(10) 0.0219(3) Uani 1 d . . .
H10A H 0.2559 0.1953 0.2484 0.033 Uiso 1 calc . . GR
H10B H 0.3075 0.0887 0.2285 0.033 Uiso 1 calc . . GR
H10C H 0.1979 0.0808 0.2089 0.033 Uiso 1 calc . . GR
C11 C 0.14045(10) 0.34288(12) 0.10099(10) 0.0168(3) Uani 1 d . . .
C12 C 0.23502(10) 0.37560(11) 0.12247(9) 0.0155(3) Uani 1 d . . .
C13 C 0.26322(11) 0.48880(12) 0.14895(10) 0.0206(3) Uani 1 d . . .
H13 H 0.3266 0.5121 0.1645 0.025 Uiso 1 calc . . R
C14 C 0.19529(12) 0.56698(13) 0.15185(11) 0.0241(3) Uani 1 d . . .
H14 H 0.2133 0.6431 0.1692 0.029 Uiso 1 calc . . R
C15 C 0.10085(11) 0.53179(13) 0.12889(11) 0.0252(3) Uani 1 d . . .
H15 H 0.0563 0.5851 0.1308 0.030 Uiso 1 calc . . R
C16 C 0.07151(11) 0.41883(13) 0.10320(11) 0.0232(3) Uani 1 d . . .
H16 H 0.0083 0.3952 0.0881 0.028 Uiso 1 calc . . R
C17 C 0.39351(10) 0.24953(12) 0.17852(10) 0.0173(3) Uani 1 d . . .
C18 C 0.52404(11) 0.29880(14) 0.33829(11) 0.0249(3) Uani 1 d . . .
C19 C 0.52932(13) 0.38491(17) 0.41402(13) 0.0383(4) Uani 1 d . . .
H19A H 0.5178 0.4612 0.3878 0.057 Uiso 1 calc . . GR
H19B H 0.5926 0.3816 0.4663 0.057 Uiso 1 calc . . GR
H19C H 0.4810 0.3661 0.4355 0.057 Uiso 1 calc . . GR
C20 C 0.59855(12) 0.3295(2) 0.30127(14) 0.0444(5) Uani 1 d . . .
H20A H 0.5943 0.2752 0.2534 0.067 Uiso 1 calc . . GR
H20B H 0.6626 0.3271 0.3524 0.067 Uiso 1 calc . . GR
H20C H 0.5857 0.4056 0.2747 0.067 Uiso 1 calc . . GR
C21 C 0.53978(12) 0.17632(15) 0.37732(12) 0.0313(4) Uani 1 d . . .
H21A H 0.4941 0.1600 0.4028 0.047 Uiso 1 calc . . GR
H21B H 0.6047 0.1689 0.4264 0.047 Uiso 1 calc . . GR
H21C H 0.5304 0.1229 0.3273 0.047 Uiso 1 calc . . GR
C22 C 0.33802(10) 0.38581(13) -0.00085(11) 0.0204(3) Uani 1 d . . .
H22A H 0.3887 0.3616 -0.0186 0.024 Uiso 1 calc . . R
H22B H 0.3688 0.4267 0.0588 0.024 Uiso 1 calc . . R
C23 C 0.27003(10) 0.46758(12) -0.07569(10) 0.0167(3) Uani 1 d . . .
C24 C 0.30877(10) 0.55838(12) -0.10707(10) 0.0170(3) Uani 1 d . . .
H24 H 0.3758 0.5680 -0.0813 0.020 Uiso 1 calc . . R
C25 C 0.24932(11) 0.63408(12) -0.17573(10) 0.0185(3) Uani 1 d . . .
H25 H 0.2762 0.6950 -0.1949 0.022 Uiso 1 calc . . R
C26 C 0.14908(10) 0.61894(11) -0.21616(10) 0.0165(3) Uani 1 d . . .
C27 C 0.10924(10) 0.52972(12) -0.18586(10) 0.0186(3) Uani 1 d . . .
H27 H 0.0423 0.5192 -0.2126 0.022 Uiso 1 calc . . R
C28 C 0.17021(11) 0.45583(12) -0.11506(11) 0.0201(3) Uani 1 d . . .
H28 H 0.1431 0.3972 -0.0938 0.024 Uiso 1 calc . . R
C29 C -0.00575(11) 0.67595(13) -0.33407(12) 0.0267(4) Uani 1 d . . .
H29A H -0.0341 0.7281 -0.3866 0.040 Uiso 1 calc . . GR
H29B H -0.0344 0.6885 -0.2910 0.040 Uiso 1 calc . . GR
H29C H -0.0176 0.5980 -0.3568 0.040 Uiso 1 calc . . GR


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C9 1.2304(18) . ?
O2 C7 1.4794(16) . ?
O2 C11 1.3670(17) . ?
O3 C17 1.2243(18) . ?
O4 C26 1.3734(17) . ?
O4 C29 1.4259(18) . ?
N1 C8 1.4761(17) . ?
N1 C9 1.3643(19) . ?
N1 C22 1.4678(18) . ?
N2 H2 0.8600 . ?
N2 C17 1.3408(19) . ?
N2 C18 1.4833(19) . ?
C1 C2 1.398(2) . ?
C1 C6 1.392(2) . ?
C1 C9 1.487(2) . ?
C2 H2A 0.9300 . ?
C2 C3 1.382(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.387(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.389(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.397(2) . ?
C6 C7 1.5082(19) . ?
C7 C8 1.5662(18) . ?
C7 C10 1.5195(19) . ?
C8 C12 1.5259(18) . ?
C8 C17 1.5562(19) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.387(2) . ?
C11 C16 1.385(2) . ?
C12 C13 1.3887(19) . ?
C13 H13 0.9300 . ?
C13 C14 1.393(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.388(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.387(2) . ?
C16 H16 0.9300 . ?
C18 C19 1.526(2) . ?
C18 C20 1.526(2) . ?
C18 C21 1.525(2) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.5167(19) . ?
C23 C24 1.397(2) . ?
C23 C28 1.382(2) . ?
C24 H24 0.9300 . ?
C24 C25 1.382(2) . ?
C25 H25 0.9300 . ?
C25 C26 1.392(2) . ?
C26 C27 1.384(2) . ?
C27 H27 0.9300 . ?
C27 C28 1.393(2) . ?
C28 H28 0.9300 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 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
C11 O2 C7 106.36(10) . . ?
C26 O4 C29 116.46(11) . . ?
C9 N1 C8 123.38(11) . . ?
C9 N1 C22 116.05(12) . . ?
C22 N1 C8 116.35(11) . . ?
C17 N2 H2 117.7 . . ?
C17 N2 C18 124.51(13) . . ?
C18 N2 H2 117.7 . . ?
C2 C1 C9 117.69(14) . . ?
C6 C1 C2 120.17(15) . . ?
C6 C1 C9 121.99(13) . . ?
C1 C2 H2A 119.9 . . ?
C3 C2 C1 120.15(16) . . ?
C3 C2 H2A 119.9 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 119.93(15) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.28(16) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.20(16) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C5 119.26(14) . . ?
C1 C6 C7 120.44(13) . . ?
C5 C6 C7 120.22(13) . . ?
O2 C7 C6 105.75(11) . . ?
O2 C7 C8 104.30(10) . . ?
O2 C7 C10 106.93(11) . . ?
C6 C7 C8 115.88(12) . . ?
C6 C7 C10 112.59(11) . . ?
C10 C7 C8 110.53(11) . . ?
N1 C8 C7 112.57(11) . . ?
N1 C8 C12 109.73(10) . . ?
N1 C8 C17 106.00(11) . . ?
C12 C8 C7 99.96(10) . . ?
C12 C8 C17 117.33(11) . . ?
C17 C8 C7 111.41(11) . . ?
O1 C9 N1 120.84(14) . . ?
O1 C9 C1 121.20(14) . . ?
N1 C9 C1 117.75(13) . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O2 C11 C12 113.45(12) . . ?
O2 C11 C16 123.67(13) . . ?
C16 C11 C12 122.87(13) . . ?
C11 C12 C8 107.77(11) . . ?
C11 C12 C13 119.18(13) . . ?
C13 C12 C8 132.97(13) . . ?
C12 C13 H13 120.4 . . ?
C12 C13 C14 119.11(14) . . ?
C14 C13 H13 120.4 . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.30(14) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 119.3 . . ?
C16 C15 C14 121.47(14) . . ?
C16 C15 H15 119.3 . . ?
C11 C16 C15 117.06(14) . . ?
C11 C16 H16 121.5 . . ?
C15 C16 H16 121.5 . . ?
O3 C17 N2 125.32(13) . . ?
O3 C17 C8 118.12(12) . . ?
N2 C17 C8 116.53(12) . . ?
N2 C18 C19 106.60(13) . . ?
N2 C18 C20 109.40(13) . . ?
N2 C18 C21 109.08(12) . . ?
C20 C18 C19 110.17(15) . . ?
C21 C18 C19 110.64(14) . . ?
C21 C18 C20 110.85(15) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N1 C22 H22A 108.9 . . ?
N1 C22 H22B 108.9 . . ?
N1 C22 C23 113.47(12) . . ?
H22A C22 H22B 107.7 . . ?
C23 C22 H22A 108.9 . . ?
C23 C22 H22B 108.9 . . ?
C24 C23 C22 119.42(12) . . ?
C28 C23 C22 122.53(13) . . ?
C28 C23 C24 118.05(13) . . ?
C23 C24 H24 119.4 . . ?
C25 C24 C23 121.18(13) . . ?
C25 C24 H24 119.4 . . ?
C24 C25 H25 120.1 . . ?
C24 C25 C26 119.83(13) . . ?
C26 C25 H25 120.1 . . ?
O4 C26 C25 115.58(12) . . ?
O4 C26 C27 124.52(13) . . ?
C27 C26 C25 119.88(13) . . ?
C26 C27 H27 120.3 . . ?
C26 C27 C28 119.46(13) . . ?
C28 C27 H27 120.3 . . ?
C23 C28 C27 121.56(13) . . ?
C23 C28 H28 119.2 . . ?
C27 C28 H28 119.2 . . ?
O4 C29 H29A 109.5 . . ?
O4 C29 H29B 109.5 . . ?
O4 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?

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 C7 C8 N1 -89.22(12) . . . . ?
O2 C7 C8 C12 27.15(12) . . . . ?
O2 C7 C8 C17 151.87(11) . . . . ?
O2 C11 C12 C8 3.16(16) . . . . ?
O2 C11 C12 C13 -179.83(12) . . . . ?
O2 C11 C16 C15 -179.42(13) . . . . ?
O4 C26 C27 C28 178.87(13) . . . . ?
N1 C8 C12 C11 99.57(13) . . . . ?
N1 C8 C12 C13 -76.85(19) . . . . ?
N1 C8 C17 O3 -41.93(16) . . . . ?
N1 C8 C17 N2 136.15(12) . . . . ?
N1 C22 C23 C24 -169.28(12) . . . . ?
N1 C22 C23 C28 10.4(2) . . . . ?
C1 C2 C3 C4 -0.3(2) . . . . ?
C1 C6 C7 O2 104.56(14) . . . . ?
C1 C6 C7 C8 -10.40(18) . . . . ?
C1 C6 C7 C10 -139.01(14) . . . . ?
C2 C1 C6 C5 -1.1(2) . . . . ?
C2 C1 C6 C7 -177.67(13) . . . . ?
C2 C1 C9 O1 -2.2(2) . . . . ?
C2 C1 C9 N1 172.63(13) . . . . ?
C2 C3 C4 C5 -0.5(3) . . . . ?
C3 C4 C5 C6 0.4(2) . . . . ?
C4 C5 C6 C1 0.3(2) . . . . ?
C4 C5 C6 C7 176.94(14) . . . . ?
C5 C6 C7 O2 -72.01(16) . . . . ?
C5 C6 C7 C8 173.03(13) . . . . ?
C5 C6 C7 C10 44.42(18) . . . . ?
C6 C1 C2 C3 1.1(2) . . . . ?
C6 C1 C9 O1 -177.68(13) . . . . ?
C6 C1 C9 N1 -2.9(2) . . . . ?
C6 C7 C8 N1 26.56(16) . . . . ?
C6 C7 C8 C12 142.93(11) . . . . ?
C6 C7 C8 C17 -92.35(14) . . . . ?
C7 O2 C11 C12 15.54(15) . . . . ?
C7 O2 C11 C16 -165.37(13) . . . . ?
C7 C8 C12 C11 -18.91(13) . . . . ?
C7 C8 C12 C13 164.67(15) . . . . ?
C7 C8 C17 O3 80.84(16) . . . . ?
C7 C8 C17 N2 -101.08(14) . . . . ?
C8 N1 C9 O1 -162.23(13) . . . . ?
C8 N1 C9 C1 22.96(19) . . . . ?
C8 N1 C22 C23 -114.43(13) . . . . ?
C8 C12 C13 C14 175.14(14) . . . . ?
C9 N1 C8 C7 -34.50(17) . . . . ?
C9 N1 C8 C12 -144.86(13) . . . . ?
C9 N1 C8 C17 87.53(15) . . . . ?
C9 N1 C22 C23 87.84(15) . . . . ?
C9 C1 C2 C3 -174.55(14) . . . . ?
C9 C1 C6 C5 174.34(13) . . . . ?
C9 C1 C6 C7 -2.3(2) . . . . ?
C10 C7 C8 N1 156.18(11) . . . . ?
C10 C7 C8 C12 -87.45(13) . . . . ?
C10 C7 C8 C17 37.27(15) . . . . ?
C11 O2 C7 C6 -149.59(11) . . . . ?
C11 O2 C7 C8 -26.92(13) . . . . ?
C11 O2 C7 C10 90.20(12) . . . . ?
C11 C12 C13 C14 -1.0(2) . . . . ?
C12 C8 C17 O3 -164.85(12) . . . . ?
C12 C8 C17 N2 13.23(18) . . . . ?
C12 C11 C16 C15 -0.4(2) . . . . ?
C12 C13 C14 C15 0.2(2) . . . . ?
C13 C14 C15 C16 0.4(2) . . . . ?
C14 C15 C16 C11 -0.3(2) . . . . ?
C16 C11 C12 C8 -175.93(13) . . . . ?
C16 C11 C12 C13 1.1(2) . . . . ?
C17 N2 C18 C19 176.91(14) . . . . ?
C17 N2 C18 C20 57.8(2) . . . . ?
C17 N2 C18 C21 -63.60(18) . . . . ?
C17 C8 C12 C11 -139.43(12) . . . . ?
C17 C8 C12 C13 44.1(2) . . . . ?
C18 N2 C17 O3 -2.0(2) . . . . ?
C18 N2 C17 C8 -179.89(12) . . . . ?
C22 N1 C8 C7 169.57(11) . . . . ?
C22 N1 C8 C12 59.20(15) . . . . ?
C22 N1 C8 C17 -68.40(14) . . . . ?
C22 N1 C9 O1 -6.23(19) . . . . ?
C22 N1 C9 C1 178.96(11) . . . . ?
C22 C23 C24 C25 179.40(13) . . . . ?
C22 C23 C28 C27 -177.92(14) . . . . ?
C23 C24 C25 C26 -1.3(2) . . . . ?
C24 C23 C28 C27 1.8(2) . . . . ?
C24 C25 C26 O4 -177.53(12) . . . . ?
C24 C25 C26 C27 1.5(2) . . . . ?
C25 C26 C27 C28 -0.1(2) . . . . ?
C26 C27 C28 C23 -1.6(2) . . . . ?
C28 C23 C24 C25 -0.3(2) . . . . ?
C29 O4 C26 C25 174.99(13) . . . . ?
C29 O4 C26 C27 -4.0(2) . . . . ?

_olex2_date_sample_data_collection 2015-04-22
_olex2_submission_special_instructions 'No special instructions were received'

_exptl_crystal_colour            tranparent
_exptl_crystal_description       block
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile'
####################################################################### 
# 
# 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_wdh1054_re
_database_code_depnum_ccdc_archive 'CCDC 1435834'
_audit_update_record             
;
2015-11-09 deposited with the CCDC.
2016-03-02 downloaded from the CCDC.
;
_audit_creation_date             2015-11-06
_audit_creation_method           
;
Olex2 1.2-ac21
(compiled 2015.09.16 svn.r134, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C29 H29 F N2 O3, C2 H3 N'
_chemical_formula_sum            'C31 H32 F N3 O3'
_chemical_formula_weight         513.60
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O F'
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'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   9.0977(4)
_cell_length_b                   16.6165(7)
_cell_length_c                   17.6000(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.066(4)
_cell_angle_gamma                90.00
_cell_volume                     2645.7(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8264
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      29.0710
_cell_measurement_theta_min      2.8980
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95601
_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_crystal_density_diffrn    1.289
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            19469
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.45
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector_area_resol_mean 15.9631
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -78.00  -42.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.0732 -178.0000   30.0000 36

#__ type_ start__ end____ width___ exp.time_
  2 omega  -37.00   48.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.0732   57.0000   90.0000 85

#__ type_ start__ end____ width___ exp.time_
  3 omega  -20.00   19.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.0732  -99.0000   30.0000 39

#__ type_ start__ end____ width___ exp.time_
  4 omega   -3.00   79.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8701   57.0000 -120.0000 82

#__ type_ start__ end____ width___ exp.time_
  5 omega   35.00   90.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8701   38.0000   30.0000 55

#__ type_ start__ end____ width___ exp.time_
  6 omega    4.00   88.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8701   57.0000  -30.0000 84
;
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0011165000
_diffrn_orient_matrix_UB_12      -0.0421215000
_diffrn_orient_matrix_UB_13      0.0067733000
_diffrn_orient_matrix_UB_21      0.0315208000
_diffrn_orient_matrix_UB_22      -0.0062902000
_diffrn_orient_matrix_UB_23      -0.0346909000
_diffrn_orient_matrix_UB_31      0.0716396000
_diffrn_orient_matrix_UB_32      0.0034158000
_diffrn_orient_matrix_UB_33      0.0199016000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_source_current           n/a
_diffrn_source_voltage           n/a
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                4584
_reflns_number_total             5412
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(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         0.301
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     460
_refine_ls_number_reflns         5412
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0427
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0388P)²+1.5634P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1026
_refine_ls_wR_factor_ref         0.1079
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
F1 F 0.41404(12) 0.11570(6) 0.58733(6) 0.0393(3) Uani 1 d . . .
O1 O 0.72318(12) 0.35275(6) 0.53978(6) 0.0218(2) Uani 1 d . . .
H1 H 0.669(2) 0.3832(14) 0.5035(13) 0.052(7) Uiso 1 d . . .
O2 O 0.41716(12) 0.56530(6) 0.58113(6) 0.0235(2) Uani 1 d . . .
O3 O 0.67478(12) 0.48599(6) 0.75641(6) 0.0212(2) Uani 1 d . . .
N1 N 0.49023(12) 0.43885(7) 0.61687(7) 0.0161(3) Uani 1 d . . .
N2 N 0.65231(13) 0.34979(7) 0.78592(7) 0.0179(3) Uani 1 d . . .
N3 N 0.0412(4) 0.3283(2) 0.08056(15) 0.1234(14) Uani 1 d . . .
C1 C 0.67438(16) 0.53890(9) 0.59028(8) 0.0188(3) Uani 1 d . . .
C2 C 0.70416(19) 0.61934(10) 0.57418(9) 0.0241(3) Uani 1 d . . .
H2 H 0.620(2) 0.6566(11) 0.5695(10) 0.026(5) Uiso 1 d . . .
C3 C 0.8471(2) 0.64326(10) 0.56484(10) 0.0297(4) Uani 1 d . . .
H3 H 0.867(2) 0.6998(12) 0.5515(11) 0.031(5) Uiso 1 d . . .
C4 C 0.95972(19) 0.58707(11) 0.57224(10) 0.0312(4) Uani 1 d . . .
H4 H 1.057(2) 0.6021(11) 0.5669(11) 0.032(5) Uiso 1 d . . .
C5 C 0.93068(18) 0.50709(11) 0.58920(10) 0.0263(4) Uani 1 d . . .
H5 H 1.011(2) 0.4671(11) 0.5939(11) 0.029(5) Uiso 1 d . . .
C6 C 0.78763(16) 0.48174(9) 0.59805(8) 0.0193(3) Uani 1 d . . .
C7 C 0.75135(15) 0.39363(9) 0.61133(8) 0.0179(3) Uani 1 d . . .
C8 C 0.60941(15) 0.38804(8) 0.65493(8) 0.0155(3) Uani 1 d . . .
C9 C 0.51819(16) 0.51588(9) 0.59666(8) 0.0177(3) Uani 1 d . . .
C10 C 0.87898(17) 0.34904(11) 0.65602(10) 0.0248(3) Uani 1 d . . .
H10A H 0.912(2) 0.3758(11) 0.7029(11) 0.027(5) Uiso 1 d . . .
H10B H 0.959(2) 0.3436(11) 0.6242(11) 0.028(5) Uiso 1 d . . .
H10C H 0.847(2) 0.2938(12) 0.6665(11) 0.033(5) Uiso 1 d . . .
C11 C 0.64941(15) 0.41594(9) 0.73907(8) 0.0162(3) Uani 1 d . . .
C12 C 0.59129(16) 0.28237(9) 0.74314(9) 0.0193(3) Uani 1 d . . .
C13 C 0.56537(15) 0.30205(9) 0.66562(8) 0.0179(3) Uani 1 d . . .
C14 C 0.50706(17) 0.24664(9) 0.61196(9) 0.0223(3) Uani 1 d . . .
H14 H 0.4928(19) 0.2603(11) 0.5579(11) 0.025(4) Uiso 1 d . . .
C15 C 0.47068(18) 0.17161(10) 0.63884(10) 0.0273(4) Uani 1 d . . .
C16 C 0.48914(19) 0.15168(10) 0.71519(11) 0.0290(4) Uani 1 d . . .
H16 H 0.458(2) 0.0983(12) 0.7297(11) 0.035(5) Uiso 1 d . . .
C17 C 0.55121(18) 0.20713(10) 0.76861(10) 0.0248(3) Uani 1 d . . .
H17 H 0.564(2) 0.1907(11) 0.8210(11) 0.028(5) Uiso 1 d . . .
C18 C 0.71437(17) 0.34609(9) 0.86888(8) 0.0213(3) Uani 1 d . . .
C19 C 0.7996(2) 0.42318(11) 0.89269(10) 0.0290(4) Uani 1 d . . .
H19A H 0.845(2) 0.4146(11) 0.9459(12) 0.034(5) Uiso 1 d . . .
H19B H 0.734(2) 0.4699(12) 0.8933(11) 0.033(5) Uiso 1 d . . .
H19C H 0.881(2) 0.4337(11) 0.8582(11) 0.030(5) Uiso 1 d . . .
C20 C 0.8242(2) 0.27617(11) 0.87963(11) 0.0299(4) Uani 1 d . . .
H20A H 0.779(2) 0.2239(14) 0.8685(12) 0.044(6) Uiso 1 d . . .
H20B H 0.906(2) 0.2848(12) 0.8471(12) 0.040(6) Uiso 1 d . . .
H20C H 0.869(2) 0.2754(12) 0.9336(12) 0.035(5) Uiso 1 d . . .
C21 C 0.5884(2) 0.33661(13) 0.91876(10) 0.0318(4) Uani 1 d . . .
H21A H 0.525(2) 0.3852(12) 0.9121(11) 0.035(5) Uiso 1 d . . .
H21B H 0.629(2) 0.3317(11) 0.9720(12) 0.035(5) Uiso 1 d . . .
H21C H 0.527(2) 0.2882(12) 0.9056(11) 0.029(5) Uiso 1 d . . .
C22 C 0.33419(16) 0.41628(10) 0.62169(9) 0.0189(3) Uani 1 d . . .
H22A H 0.2772(18) 0.4535(10) 0.5869(10) 0.017(4) Uiso 1 d . . .
H22B H 0.3186(18) 0.3619(10) 0.6014(10) 0.019(4) Uiso 1 d . . .
C23 C 0.28962(15) 0.42086(9) 0.70190(8) 0.0194(3) Uani 1 d . . .
C24 C 0.28142(18) 0.49530(10) 0.73805(10) 0.0259(4) Uani 1 d . . .
H24 H 0.301(2) 0.5432(12) 0.7110(11) 0.035(5) Uiso 1 d . . .
C25 C 0.24815(19) 0.49972(12) 0.81288(10) 0.0319(4) Uani 1 d . . .
H25 H 0.247(2) 0.5535(13) 0.8390(12) 0.043(6) Uiso 1 d . . .
C26 C 0.21883(17) 0.43042(12) 0.85353(9) 0.0313(4) Uani 1 d . . .
C27 C 0.22155(18) 0.35711(12) 0.81635(10) 0.0312(4) Uani 1 d . . .
H27 H 0.201(2) 0.3080(12) 0.8440(12) 0.036(5) Uiso 1 d . . .
C28 C 0.25705(17) 0.35183(10) 0.74148(10) 0.0247(3) Uani 1 d . . .
H28 H 0.258(2) 0.2988(12) 0.7163(11) 0.031(5) Uiso 1 d . . .
C29 C 0.1908(2) 0.43708(19) 0.93637(11) 0.0470(6) Uani 1 d . . .
H29A H 0.118(3) 0.4830(14) 0.9444(13) 0.055(7) Uiso 1 d . . .
H29B H 0.281(3) 0.4501(16) 0.9679(16) 0.075(8) Uiso 1 d . . .
H29C H 0.152(3) 0.3875(17) 0.9539(15) 0.067(8) Uiso 1 d . . .
C30 C 0.0581(3) 0.34659(15) 0.14295(14) 0.0595(7) Uani 1 d . . .
C31 C 0.0788(2) 0.36917(13) 0.22248(13) 0.0467(5) Uani 1 d . . .
H31A H 0.1368 0.4175 0.2282 0.070 Uiso 1 calc . . GR
H31B H 0.1291 0.3267 0.2516 0.070 Uiso 1 calc . . GR
H31C H -0.0157 0.3784 0.2406 0.070 Uiso 1 calc . . GR


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C15 1.3608(19) . ?
O1 H1 0.92(2) . ?
O1 C7 1.4299(18) . ?
O2 C9 1.2413(18) . ?
O3 C11 1.2191(18) . ?
N1 C8 1.4778(18) . ?
N1 C9 1.3596(19) . ?
N1 C22 1.4794(18) . ?
N2 C11 1.3727(19) . ?
N2 C12 1.4289(19) . ?
N2 C18 1.5101(19) . ?
N3 C30 1.134(3) . ?
C1 C2 1.399(2) . ?
C1 C6 1.397(2) . ?
C1 C9 1.487(2) . ?
C2 H2 0.981(18) . ?
C2 C3 1.386(2) . ?
C3 H3 0.989(19) . ?
C3 C4 1.382(3) . ?
C4 H4 0.93(2) . ?
C4 C5 1.393(2) . ?
C5 H5 0.984(19) . ?
C5 C6 1.392(2) . ?
C6 C7 1.524(2) . ?
C7 C8 1.5731(19) . ?
C7 C10 1.524(2) . ?
C8 C11 1.5577(19) . ?
C8 C13 1.501(2) . ?
C10 H10A 0.957(19) . ?
C10 H10B 0.97(2) . ?
C10 H10C 0.98(2) . ?
C12 C13 1.399(2) . ?
C12 C17 1.390(2) . ?
C13 C14 1.384(2) . ?
C14 H14 0.973(18) . ?
C14 C15 1.386(2) . ?
C15 C16 1.377(3) . ?
C16 H16 0.97(2) . ?
C16 C17 1.393(2) . ?
C17 H17 0.957(19) . ?
C18 C19 1.533(2) . ?
C18 C20 1.531(2) . ?
C18 C21 1.524(2) . ?
C19 H19A 0.99(2) . ?
C19 H19B 0.98(2) . ?
C19 H19C 1.019(19) . ?
C20 H20A 0.97(2) . ?
C20 H20B 0.99(2) . ?
C20 H20C 0.99(2) . ?
C21 H21A 0.99(2) . ?
C21 H21B 0.97(2) . ?
C21 H21C 0.99(2) . ?
C22 H22A 0.979(17) . ?
C22 H22B 0.977(17) . ?
C22 C23 1.511(2) . ?
C23 C24 1.397(2) . ?
C23 C28 1.390(2) . ?
C24 H24 0.95(2) . ?
C24 C25 1.384(2) . ?
C25 H25 1.00(2) . ?
C25 C26 1.396(3) . ?
C26 C27 1.384(3) . ?
C26 C29 1.510(2) . ?
C27 H27 0.98(2) . ?
C27 C28 1.392(2) . ?
C28 H28 0.99(2) . ?
C29 H29A 1.03(2) . ?
C29 H29B 0.96(3) . ?
C29 H29C 0.96(3) . ?
C30 C31 1.442(3) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 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
C7 O1 H1 112.6(14) . . ?
C8 N1 C22 119.45(11) . . ?
C9 N1 C8 120.52(12) . . ?
C9 N1 C22 117.44(12) . . ?
C11 N2 C12 109.24(12) . . ?
C11 N2 C18 126.51(12) . . ?
C12 N2 C18 124.22(12) . . ?
C2 C1 C9 117.91(14) . . ?
C6 C1 C2 120.84(14) . . ?
C6 C1 C9 121.22(13) . . ?
C1 C2 H2 117.0(10) . . ?
C3 C2 C1 120.15(16) . . ?
C3 C2 H2 122.8(10) . . ?
C2 C3 H3 119.9(11) . . ?
C4 C3 C2 119.38(16) . . ?
C4 C3 H3 120.7(11) . . ?
C3 C4 H4 120.7(12) . . ?
C3 C4 C5 120.59(15) . . ?
C5 C4 H4 118.7(12) . . ?
C4 C5 H5 120.5(11) . . ?
C6 C5 C4 120.87(16) . . ?
C6 C5 H5 118.6(11) . . ?
C1 C6 C7 119.90(13) . . ?
C5 C6 C1 118.15(14) . . ?
C5 C6 C7 121.86(14) . . ?
O1 C7 C6 110.05(12) . . ?
O1 C7 C8 108.76(11) . . ?
O1 C7 C10 106.23(12) . . ?
C6 C7 C8 109.49(11) . . ?
C10 C7 C6 112.37(13) . . ?
C10 C7 C8 109.84(12) . . ?
N1 C8 C7 110.23(11) . . ?
N1 C8 C11 110.33(11) . . ?
N1 C8 C13 114.07(11) . . ?
C11 C8 C7 108.96(11) . . ?
C13 C8 C7 111.17(11) . . ?
C13 C8 C11 101.70(11) . . ?
O2 C9 N1 121.72(13) . . ?
O2 C9 C1 120.29(13) . . ?
N1 C9 C1 117.94(12) . . ?
C7 C10 H10A 111.8(11) . . ?
C7 C10 H10B 109.1(11) . . ?
C7 C10 H10C 109.1(11) . . ?
H10A C10 H10B 110.8(15) . . ?
H10A C10 H10C 110.0(16) . . ?
H10B C10 H10C 105.9(15) . . ?
O3 C11 N2 128.54(13) . . ?
O3 C11 C8 122.77(13) . . ?
N2 C11 C8 108.69(12) . . ?
C13 C12 N2 110.29(13) . . ?
C17 C12 N2 129.48(14) . . ?
C17 C12 C13 120.14(14) . . ?
C12 C13 C8 108.97(13) . . ?
C14 C13 C8 129.49(14) . . ?
C14 C13 C12 121.54(14) . . ?
C13 C14 H14 120.9(11) . . ?
C13 C14 C15 116.99(15) . . ?
C15 C14 H14 122.1(11) . . ?
F1 C15 C14 118.30(15) . . ?
F1 C15 C16 118.97(15) . . ?
C16 C15 C14 122.73(15) . . ?
C15 C16 H16 117.8(12) . . ?
C15 C16 C17 119.91(15) . . ?
C17 C16 H16 122.3(12) . . ?
C12 C17 C16 118.61(16) . . ?
C12 C17 H17 123.9(11) . . ?
C16 C17 H17 117.5(11) . . ?
N2 C18 C19 110.91(12) . . ?
N2 C18 C20 108.83(13) . . ?
N2 C18 C21 109.52(13) . . ?
C20 C18 C19 107.21(14) . . ?
C21 C18 C19 108.57(14) . . ?
C21 C18 C20 111.79(14) . . ?
C18 C19 H19A 106.6(11) . . ?
C18 C19 H19B 111.9(11) . . ?
C18 C19 H19C 110.9(11) . . ?
H19A C19 H19B 107.2(16) . . ?
H19A C19 H19C 109.5(15) . . ?
H19B C19 H19C 110.6(15) . . ?
C18 C20 H20A 113.2(13) . . ?
C18 C20 H20B 109.6(12) . . ?
C18 C20 H20C 109.0(11) . . ?
H20A C20 H20B 109.9(17) . . ?
H20A C20 H20C 107.7(17) . . ?
H20B C20 H20C 107.2(16) . . ?
C18 C21 H21A 108.2(11) . . ?
C18 C21 H21B 109.3(12) . . ?
C18 C21 H21C 113.0(11) . . ?
H21A C21 H21B 109.7(16) . . ?
H21A C21 H21C 108.8(15) . . ?
H21B C21 H21C 107.7(16) . . ?
N1 C22 H22A 104.6(10) . . ?
N1 C22 H22B 108.5(10) . . ?
N1 C22 C23 113.24(12) . . ?
H22A C22 H22B 108.0(14) . . ?
C23 C22 H22A 112.0(10) . . ?
C23 C22 H22B 110.2(10) . . ?
C24 C23 C22 120.18(14) . . ?
C28 C23 C22 121.26(14) . . ?
C28 C23 C24 118.56(15) . . ?
C23 C24 H24 119.4(12) . . ?
C25 C24 C23 120.54(16) . . ?
C25 C24 H24 120.0(12) . . ?
C24 C25 H25 119.7(12) . . ?
C24 C25 C26 121.11(17) . . ?
C26 C25 H25 119.2(12) . . ?
C25 C26 C29 119.68(19) . . ?
C27 C26 C25 118.01(15) . . ?
C27 C26 C29 122.28(19) . . ?
C26 C27 H27 119.0(12) . . ?
C26 C27 C28 121.37(16) . . ?
C28 C27 H27 119.6(12) . . ?
C23 C28 C27 120.35(16) . . ?
C23 C28 H28 120.0(11) . . ?
C27 C28 H28 119.7(11) . . ?
C26 C29 H29A 111.3(13) . . ?
C26 C29 H29B 110.6(16) . . ?
C26 C29 H29C 110.7(16) . . ?
H29A C29 H29B 106(2) . . ?
H29A C29 H29C 109(2) . . ?
H29B C29 H29C 109(2) . . ?
N3 C30 C31 179.5(3) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?

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
F1 C15 C16 C17 177.99(15) . . . . ?
O1 C7 C8 N1 -70.69(14) . . . . ?
O1 C7 C8 C11 168.10(11) . . . . ?
O1 C7 C8 C13 56.81(15) . . . . ?
N1 C8 C11 O3 -49.74(17) . . . . ?
N1 C8 C11 N2 131.21(12) . . . . ?
N1 C8 C13 C12 -124.04(13) . . . . ?
N1 C8 C13 C14 55.6(2) . . . . ?
N1 C22 C23 C24 67.89(18) . . . . ?
N1 C22 C23 C28 -111.65(16) . . . . ?
N2 C12 C13 C8 -0.72(16) . . . . ?
N2 C12 C13 C14 179.65(13) . . . . ?
N2 C12 C17 C16 178.04(15) . . . . ?
C1 C2 C3 C4 -0.6(2) . . . . ?
C1 C6 C7 O1 90.29(15) . . . . ?
C1 C6 C7 C8 -29.21(18) . . . . ?
C1 C6 C7 C10 -151.55(14) . . . . ?
C2 C1 C6 C5 -0.1(2) . . . . ?
C2 C1 C6 C7 -176.70(13) . . . . ?
C2 C1 C9 O2 6.5(2) . . . . ?
C2 C1 C9 N1 -176.09(13) . . . . ?
C2 C3 C4 C5 -0.2(3) . . . . ?
C3 C4 C5 C6 0.9(3) . . . . ?
C4 C5 C6 C1 -0.7(2) . . . . ?
C4 C5 C6 C7 175.85(15) . . . . ?
C5 C6 C7 O1 -86.19(17) . . . . ?
C5 C6 C7 C8 154.32(14) . . . . ?
C5 C6 C7 C10 32.0(2) . . . . ?
C6 C1 C2 C3 0.7(2) . . . . ?
C6 C1 C9 O2 -171.84(14) . . . . ?
C6 C1 C9 N1 5.6(2) . . . . ?
C6 C7 C8 N1 49.59(15) . . . . ?
C6 C7 C8 C11 -71.62(14) . . . . ?
C6 C7 C8 C13 177.10(12) . . . . ?
C7 C8 C11 O3 71.41(16) . . . . ?
C7 C8 C11 N2 -107.65(13) . . . . ?
C7 C8 C13 C12 110.57(13) . . . . ?
C7 C8 C13 C14 -69.84(19) . . . . ?
C8 N1 C9 O2 -163.21(13) . . . . ?
C8 N1 C9 C1 19.38(19) . . . . ?
C8 N1 C22 C23 65.47(17) . . . . ?
C8 C13 C14 C15 -177.36(14) . . . . ?
C9 N1 C8 C7 -47.62(17) . . . . ?
C9 N1 C8 C11 72.76(16) . . . . ?
C9 N1 C8 C13 -173.51(12) . . . . ?
C9 N1 C22 C23 -96.42(15) . . . . ?
C9 C1 C2 C3 -177.60(14) . . . . ?
C9 C1 C6 C5 178.16(14) . . . . ?
C9 C1 C6 C7 1.6(2) . . . . ?
C10 C7 C8 N1 173.43(12) . . . . ?
C10 C7 C8 C11 52.22(16) . . . . ?
C10 C7 C8 C13 -59.06(16) . . . . ?
C11 N2 C12 C13 7.45(16) . . . . ?
C11 N2 C12 C17 -169.09(15) . . . . ?
C11 N2 C18 C19 -9.6(2) . . . . ?
C11 N2 C18 C20 -127.27(15) . . . . ?
C11 N2 C18 C21 110.25(17) . . . . ?
C11 C8 C13 C12 -5.28(14) . . . . ?
C11 C8 C13 C14 174.31(15) . . . . ?
C12 N2 C11 O3 170.25(14) . . . . ?
C12 N2 C11 C8 -10.76(15) . . . . ?
C12 N2 C18 C19 168.07(13) . . . . ?
C12 N2 C18 C20 50.37(18) . . . . ?
C12 N2 C18 C21 -72.11(18) . . . . ?
C12 C13 C14 C15 2.2(2) . . . . ?
C13 C8 C11 O3 -171.14(13) . . . . ?
C13 C8 C11 N2 9.81(14) . . . . ?
C13 C12 C17 C16 1.8(2) . . . . ?
C13 C14 C15 F1 -179.56(14) . . . . ?
C13 C14 C15 C16 0.6(2) . . . . ?
C14 C15 C16 C17 -2.2(3) . . . . ?
C15 C16 C17 C12 0.9(2) . . . . ?
C17 C12 C13 C8 176.20(13) . . . . ?
C17 C12 C13 C14 -3.4(2) . . . . ?
C18 N2 C11 O3 -11.8(2) . . . . ?
C18 N2 C11 C8 167.17(12) . . . . ?
C18 N2 C12 C13 -170.54(12) . . . . ?
C18 N2 C12 C17 12.9(2) . . . . ?
C22 N1 C8 C7 151.06(12) . . . . ?
C22 N1 C8 C11 -88.55(15) . . . . ?
C22 N1 C8 C13 25.18(18) . . . . ?
C22 N1 C9 O2 -1.5(2) . . . . ?
C22 N1 C9 C1 -178.94(12) . . . . ?
C22 C23 C24 C25 -176.64(14) . . . . ?
C22 C23 C28 C27 177.61(14) . . . . ?
C23 C24 C25 C26 -1.4(3) . . . . ?
C24 C23 C28 C27 -1.9(2) . . . . ?
C24 C25 C26 C27 -1.1(2) . . . . ?
C24 C25 C26 C29 176.83(16) . . . . ?
C25 C26 C27 C28 2.1(2) . . . . ?
C26 C27 C28 C23 -0.6(2) . . . . ?
C28 C23 C24 C25 2.9(2) . . . . ?
C29 C26 C27 C28 -175.78(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

_exptl_crystal_colour            transparent
_exptl_crystal_description       block
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile'
####################################################################### 
# 
# 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_wdh1055
_database_code_depnum_ccdc_archive 'CCDC 1435835'
_audit_update_record             
;
2015-11-09 deposited with the CCDC.
2016-03-02 downloaded from the CCDC.
;
_audit_creation_date             2015-11-06
_audit_creation_method           
;
Olex2 1.2-ac21
(compiled 2015.09.16 svn.r134, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C29 H29 F N2 O3, C2 H3 N'
_chemical_formula_sum            'C31 H32 F N3 O3'
_chemical_formula_weight         513.60
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C20 H31 O4'
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'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   9.0851(3)
_cell_length_b                   16.6480(5)
_cell_length_c                   17.5220(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.553(3)
_cell_angle_gamma                90.00
_cell_volume                     2620.71(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6436
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      28.9150
_cell_measurement_theta_min      2.9530
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85410
_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_crystal_density_diffrn    1.302
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0210
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            12261
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.58
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector_area_resol_mean 15.9631
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -71.00  -11.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.0732  -19.0000 -120.0000 60

#__ type_ start__ end____ width___ exp.time_
  2 omega   -3.00   88.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8701   57.0000    0.0000 91

#__ type_ start__ end____ width___ exp.time_
  3 omega  -50.00   40.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       18.8701  -57.0000 -150.0000 90
;
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0618336000
_diffrn_orient_matrix_UB_12      0.0265754000
_diffrn_orient_matrix_UB_13      0.0045475000
_diffrn_orient_matrix_UB_21      0.0465203000
_diffrn_orient_matrix_UB_22      -0.0313662000
_diffrn_orient_matrix_UB_23      0.0169488000
_diffrn_orient_matrix_UB_31      0.0157936000
_diffrn_orient_matrix_UB_32      -0.0110870000
_diffrn_orient_matrix_UB_33      -0.0370070000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_source_current           n/a
_diffrn_source_voltage           n/a
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                4678
_reflns_number_total             5353
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(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         0.299
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     460
_refine_ls_number_reflns         5353
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0555
_refine_ls_R_factor_gt           0.0479
_refine_ls_restrained_S_all      1.130
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0317P)²+1.9718P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1084
_refine_ls_wR_factor_ref         0.1124
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
F1 F 0.43129(12) 0.25805(6) 0.04881(6) 0.0241(3) Uani 1 d . . .
O1 O 0.70236(15) 0.34306(8) 0.04209(7) 0.0214(3) Uani 1 d . . .
H1 H 0.652(3) 0.3756(17) 0.0031(16) 0.057(8) Uiso 1 d . . .
O2 O 0.41126(14) 0.55969(7) 0.08027(7) 0.0185(3) Uani 1 d . . .
O3 O 0.68296(14) 0.48050(7) 0.25940(7) 0.0180(3) Uani 1 d . . .
N1 N 0.48096(15) 0.43395(8) 0.12075(8) 0.0130(3) Uani 1 d . . .
N2 N 0.66262(16) 0.34536(8) 0.29168(8) 0.0158(3) Uani 1 d . . .
N3 N 0.0204(3) 0.15189(18) 0.08389(13) 0.0702(8) Uani 1 d . . .
C1 C 0.66946(19) 0.52895(10) 0.09113(9) 0.0154(3) Uani 1 d . . .
C2 C 0.7026(2) 0.60813(11) 0.07371(10) 0.0191(4) Uani 1 d . . .
H2 H 0.627(2) 0.6469(12) 0.0689(12) 0.022(5) Uiso 1 d . . .
C3 C 0.8475(2) 0.62946(12) 0.06538(10) 0.0235(4) Uani 1 d . . .
H3 H 0.871(2) 0.6878(14) 0.0525(12) 0.032(6) Uiso 1 d . . .
C4 C 0.9585(2) 0.57150(12) 0.07509(11) 0.0257(4) Uani 1 d . . .
H4 H 1.056(2) 0.5842(12) 0.0689(11) 0.023(5) Uiso 1 d . . .
C5 C 0.9258(2) 0.49287(12) 0.09233(11) 0.0231(4) Uani 1 d . . .
H5 H 1.003(3) 0.4506(14) 0.0995(13) 0.033(6) Uiso 1 d . . .
C6 C 0.78060(19) 0.47035(10) 0.10054(9) 0.0163(3) Uani 1 d . . .
C7 C 0.73963(19) 0.38340(10) 0.11426(9) 0.0166(4) Uani 1 d . . .
C8 C 0.60068(18) 0.38187(10) 0.15883(9) 0.0137(3) Uani 1 d . . .
C9 C 0.51134(19) 0.50941(10) 0.09762(9) 0.0144(3) Uani 1 d . . .
C10 C 0.8687(2) 0.33689(13) 0.15911(12) 0.0237(4) Uani 1 d . . .
H10A H 0.908(2) 0.3609(13) 0.2037(13) 0.026(6) Uiso 1 d . . .
H10B H 0.947(3) 0.3311(13) 0.1252(12) 0.029(6) Uiso 1 d . . .
H10C H 0.838(2) 0.2851(14) 0.1701(12) 0.027(6) Uiso 1 d . . .
C11 C 0.65306(18) 0.41085(10) 0.24304(9) 0.0138(3) Uani 1 d . . .
C12 C 0.58983(19) 0.27901(10) 0.25134(10) 0.0173(4) Uani 1 d . . .
C13 C 0.55132(19) 0.29752(10) 0.17260(10) 0.0162(4) Uani 1 d . . .
C14 C 0.4745(2) 0.24115(11) 0.12471(10) 0.0201(4) Uani 1 d . . .
C15 C 0.4318(2) 0.16824(11) 0.15227(12) 0.0266(4) Uani 1 d . . .
H15 H 0.376(3) 0.1322(14) 0.1188(13) 0.035(6) Uiso 1 d . . .
C16 C 0.4688(2) 0.15201(11) 0.23044(12) 0.0279(4) Uani 1 d . . .
H16 H 0.438(2) 0.1038(13) 0.2501(12) 0.026(5) Uiso 1 d . . .
C17 C 0.5486(2) 0.20645(11) 0.28088(11) 0.0237(4) Uani 1 d . . .
H17 H 0.569(2) 0.1920(13) 0.3355(13) 0.028(6) Uiso 1 d . . .
C18 C 0.32357(19) 0.41477(11) 0.12787(10) 0.0157(3) Uani 1 d . . .
H18A H 0.266(2) 0.4537(12) 0.0960(11) 0.015(5) Uiso 1 d . . .
H18B H 0.298(2) 0.3618(11) 0.1060(10) 0.013(5) Uiso 1 d . . .
C19 C 0.29164(18) 0.41894(11) 0.21017(10) 0.0170(4) Uani 1 d . . .
C20 C 0.2973(2) 0.49212(12) 0.24882(11) 0.0229(4) Uani 1 d . . .
H20 H 0.318(2) 0.5389(13) 0.2217(12) 0.027(6) Uiso 1 d . . .
C21 C 0.2760(2) 0.49592(13) 0.32566(12) 0.0293(5) Uani 1 d . . .
H21 H 0.282(3) 0.5470(14) 0.3531(13) 0.039(6) Uiso 1 d . . .
C22 C 0.2471(2) 0.42677(14) 0.36601(11) 0.0281(5) Uani 1 d . . .
C23 C 0.2364(2) 0.35434(13) 0.32632(11) 0.0268(4) Uani 1 d . . .
H23 H 0.218(3) 0.3070(14) 0.3524(13) 0.031(6) Uiso 1 d . . .
C24 C 0.2590(2) 0.35012(12) 0.24955(11) 0.0214(4) Uani 1 d . . .
H24 H 0.254(2) 0.2960(12) 0.2242(11) 0.022(5) Uiso 1 d . . .
C25 C 0.2324(3) 0.4311(2) 0.45065(13) 0.0428(6) Uani 1 d . . .
H25A H 0.196(3) 0.3814(18) 0.4703(16) 0.055(8) Uiso 1 d . . .
H25B H 0.169(4) 0.4761(19) 0.4591(17) 0.068(9) Uiso 1 d . . .
H25C H 0.326(4) 0.443(2) 0.485(2) 0.085(11) Uiso 1 d . . .
C26 C 0.7373(2) 0.34363(11) 0.37459(10) 0.0193(4) Uani 1 d . . .
C27 C 0.8336(2) 0.41840(13) 0.39370(11) 0.0260(4) Uani 1 d . . .
H27A H 0.908(3) 0.4265(13) 0.3565(13) 0.032(6) Uiso 1 d . . .
H27B H 0.886(2) 0.4115(13) 0.4452(13) 0.031(6) Uiso 1 d . . .
H27C H 0.770(3) 0.4692(14) 0.3930(13) 0.035(6) Uiso 1 d . . .
C28 C 0.8429(2) 0.27115(13) 0.38554(12) 0.0262(4) Uani 1 d . . .
H28A H 0.792(3) 0.2195(14) 0.3776(13) 0.035(6) Uiso 1 d . . .
H28B H 0.892(3) 0.2714(13) 0.4401(13) 0.031(6) Uiso 1 d . . .
H28C H 0.917(3) 0.2736(14) 0.3478(14) 0.041(7) Uiso 1 d . . .
C29 C 0.6194(2) 0.33986(14) 0.42818(11) 0.0280(5) Uani 1 d . . .
H29A H 0.550(3) 0.2925(14) 0.4171(13) 0.035(6) Uiso 1 d . . .
H29B H 0.670(3) 0.3361(14) 0.4803(15) 0.042(7) Uiso 1 d . . .
H29C H 0.557(3) 0.3887(15) 0.4224(13) 0.038(6) Uiso 1 d . . .
C30 C 0.0365(3) 0.13926(15) 0.14812(13) 0.0394(6) Uani 1 d . . .
C31 C 0.0562(3) 0.12316(14) 0.23038(13) 0.0387(5) Uani 1 d . . .
H31A H 0.1194 0.0772 0.2416 0.058 Uiso 1 calc . . GR
H31B H -0.0389 0.1127 0.2460 0.058 Uiso 1 calc . . GR
H31C H 0.1011 0.1689 0.2579 0.058 Uiso 1 calc . . GR


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C14 1.359(2) . ?
O1 H1 0.93(3) . ?
O1 C7 1.427(2) . ?
O2 C9 1.240(2) . ?
O3 C11 1.216(2) . ?
N1 C8 1.471(2) . ?
N1 C9 1.361(2) . ?
N1 C18 1.488(2) . ?
N2 C11 1.379(2) . ?
N2 C12 1.421(2) . ?
N2 C26 1.510(2) . ?
N3 C30 1.133(3) . ?
C1 C2 1.396(2) . ?
C1 C6 1.396(2) . ?
C1 C9 1.494(2) . ?
C2 H2 0.94(2) . ?
C2 C3 1.392(3) . ?
C3 H3 1.03(2) . ?
C3 C4 1.388(3) . ?
C4 H4 0.93(2) . ?
C4 C5 1.385(3) . ?
C5 H5 0.99(2) . ?
C5 C6 1.399(3) . ?
C6 C7 1.523(2) . ?
C7 C8 1.580(2) . ?
C7 C10 1.523(2) . ?
C8 C11 1.558(2) . ?
C8 C13 1.504(2) . ?
C10 H10A 0.90(2) . ?
C10 H10B 1.00(2) . ?
C10 H10C 0.94(2) . ?
C12 C13 1.406(2) . ?
C12 C17 1.387(2) . ?
C13 C14 1.378(2) . ?
C14 C15 1.383(3) . ?
C15 H15 0.93(2) . ?
C15 C16 1.387(3) . ?
C16 H16 0.93(2) . ?
C16 C17 1.392(3) . ?
C17 H17 0.98(2) . ?
C18 H18A 0.96(2) . ?
C18 H18B 0.975(19) . ?
C18 C19 1.514(2) . ?
C19 C20 1.391(3) . ?
C19 C24 1.392(2) . ?
C20 H20 0.95(2) . ?
C20 C21 1.390(3) . ?
C21 H21 0.97(2) . ?
C21 C22 1.396(3) . ?
C22 C23 1.388(3) . ?
C22 C25 1.510(3) . ?
C23 H23 0.94(2) . ?
C23 C24 1.392(3) . ?
C24 H24 1.00(2) . ?
C25 H25A 0.97(3) . ?
C25 H25B 0.97(3) . ?
C25 H25C 0.99(4) . ?
C26 C27 1.530(3) . ?
C26 C28 1.535(3) . ?
C26 C29 1.527(3) . ?
C27 H27A 1.02(2) . ?
C27 H27B 0.96(2) . ?
C27 H27C 1.02(2) . ?
C28 H28A 0.98(2) . ?
C28 H28B 0.99(2) . ?
C28 H28C 1.01(3) . ?
C29 H29A 1.01(2) . ?
C29 H29B 0.96(3) . ?
C29 H29C 0.99(2) . ?
C30 C31 1.451(3) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 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
C7 O1 H1 113.6(17) . . ?
C8 N1 C18 119.36(13) . . ?
C9 N1 C8 120.67(14) . . ?
C9 N1 C18 117.58(14) . . ?
C11 N2 C12 108.99(13) . . ?
C11 N2 C26 126.02(14) . . ?
C12 N2 C26 124.98(14) . . ?
C2 C1 C6 120.67(16) . . ?
C2 C1 C9 117.60(16) . . ?
C6 C1 C9 121.71(15) . . ?
C1 C2 H2 119.5(13) . . ?
C3 C2 C1 120.11(18) . . ?
C3 C2 H2 120.3(13) . . ?
C2 C3 H3 119.8(13) . . ?
C4 C3 C2 119.41(18) . . ?
C4 C3 H3 120.8(13) . . ?
C3 C4 H4 120.8(13) . . ?
C5 C4 C3 120.56(18) . . ?
C5 C4 H4 118.6(13) . . ?
C4 C5 H5 121.8(13) . . ?
C4 C5 C6 120.75(18) . . ?
C6 C5 H5 117.4(13) . . ?
C1 C6 C5 118.49(16) . . ?
C1 C6 C7 119.57(15) . . ?
C5 C6 C7 121.83(16) . . ?
O1 C7 C6 109.81(13) . . ?
O1 C7 C8 109.18(13) . . ?
O1 C7 C10 106.32(14) . . ?
C6 C7 C8 108.99(13) . . ?
C6 C7 C10 112.16(15) . . ?
C10 C7 C8 110.33(14) . . ?
N1 C8 C7 110.94(13) . . ?
N1 C8 C11 110.37(13) . . ?
N1 C8 C13 113.89(14) . . ?
C11 C8 C7 108.00(13) . . ?
C13 C8 C7 111.93(13) . . ?
C13 C8 C11 101.15(13) . . ?
O2 C9 N1 121.49(15) . . ?
O2 C9 C1 120.85(15) . . ?
N1 C9 C1 117.63(14) . . ?
C7 C10 H10A 113.2(14) . . ?
C7 C10 H10B 107.8(12) . . ?
C7 C10 H10C 109.9(13) . . ?
H10A C10 H10B 109.6(19) . . ?
H10A C10 H10C 108.7(18) . . ?
H10B C10 H10C 107.3(18) . . ?
O3 C11 N2 128.12(15) . . ?
O3 C11 C8 123.01(14) . . ?
N2 C11 C8 108.84(13) . . ?
C13 C12 N2 110.32(14) . . ?
C17 C12 N2 128.53(16) . . ?
C17 C12 C13 121.02(16) . . ?
C12 C13 C8 108.99(14) . . ?
C14 C13 C8 132.39(16) . . ?
C14 C13 C12 118.55(16) . . ?
F1 C14 C13 120.10(16) . . ?
F1 C14 C15 117.93(16) . . ?
C13 C14 C15 121.88(17) . . ?
C14 C15 H15 119.8(14) . . ?
C14 C15 C16 118.44(18) . . ?
C16 C15 H15 121.7(14) . . ?
C15 C16 H16 119.4(13) . . ?
C15 C16 C17 121.80(18) . . ?
C17 C16 H16 118.8(13) . . ?
C12 C17 C16 118.29(18) . . ?
C12 C17 H17 123.8(13) . . ?
C16 C17 H17 117.8(13) . . ?
N1 C18 H18A 104.7(11) . . ?
N1 C18 H18B 109.7(11) . . ?
N1 C18 C19 113.11(13) . . ?
H18A C18 H18B 107.8(15) . . ?
C19 C18 H18A 111.0(11) . . ?
C19 C18 H18B 110.3(11) . . ?
C20 C19 C18 120.35(16) . . ?
C20 C19 C24 118.34(16) . . ?
C24 C19 C18 121.30(16) . . ?
C19 C20 H20 118.1(13) . . ?
C21 C20 C19 120.73(19) . . ?
C21 C20 H20 121.1(13) . . ?
C20 C21 H21 120.9(14) . . ?
C20 C21 C22 121.12(19) . . ?
C22 C21 H21 118.0(14) . . ?
C21 C22 C25 120.5(2) . . ?
C23 C22 C21 117.84(17) . . ?
C23 C22 C25 121.6(2) . . ?
C22 C23 H23 119.3(14) . . ?
C22 C23 C24 121.22(19) . . ?
C24 C23 H23 119.4(14) . . ?
C19 C24 C23 120.68(18) . . ?
C19 C24 H24 121.2(11) . . ?
C23 C24 H24 118.1(11) . . ?
C22 C25 H25A 112.9(16) . . ?
C22 C25 H25B 109.2(18) . . ?
C22 C25 H25C 114.1(19) . . ?
H25A C25 H25B 111(2) . . ?
H25A C25 H25C 106(2) . . ?
H25B C25 H25C 103(3) . . ?
N2 C26 C27 110.84(14) . . ?
N2 C26 C28 108.56(14) . . ?
N2 C26 C29 109.65(15) . . ?
C27 C26 C28 106.62(16) . . ?
C29 C26 C27 109.24(16) . . ?
C29 C26 C28 111.91(16) . . ?
C26 C27 H27A 112.4(12) . . ?
C26 C27 H27B 107.0(13) . . ?
C26 C27 H27C 111.4(13) . . ?
H27A C27 H27B 109.6(18) . . ?
H27A C27 H27C 108.3(18) . . ?
H27B C27 H27C 108.0(18) . . ?
C26 C28 H28A 113.7(14) . . ?
C26 C28 H28B 107.5(13) . . ?
C26 C28 H28C 110.5(14) . . ?
H28A C28 H28B 106.1(18) . . ?
H28A C28 H28C 106.7(19) . . ?
H28B C28 H28C 112.4(19) . . ?
C26 C29 H29A 112.7(13) . . ?
C26 C29 H29B 107.9(15) . . ?
C26 C29 H29C 110.2(14) . . ?
H29A C29 H29B 109.1(19) . . ?
H29A C29 H29C 107.2(19) . . ?
H29B C29 H29C 109.7(19) . . ?
N3 C30 C31 179.7(3) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?

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
F1 C14 C15 C16 -176.82(17) . . . . ?
O1 C7 C8 N1 -69.85(17) . . . . ?
O1 C7 C8 C11 169.06(13) . . . . ?
O1 C7 C8 C13 58.58(17) . . . . ?
N1 C8 C11 O3 -48.5(2) . . . . ?
N1 C8 C11 N2 133.30(14) . . . . ?
N1 C8 C13 C12 -125.47(15) . . . . ?
N1 C8 C13 C14 51.4(3) . . . . ?
N1 C18 C19 C20 66.9(2) . . . . ?
N1 C18 C19 C24 -111.85(18) . . . . ?
N2 C12 C13 C8 -0.22(19) . . . . ?
N2 C12 C13 C14 -177.58(15) . . . . ?
N2 C12 C17 C16 175.70(18) . . . . ?
C1 C2 C3 C4 -0.4(3) . . . . ?
C1 C6 C7 O1 88.94(18) . . . . ?
C1 C6 C7 C8 -30.6(2) . . . . ?
C1 C6 C7 C10 -153.07(16) . . . . ?
C2 C1 C6 C5 0.2(2) . . . . ?
C2 C1 C6 C7 -175.98(15) . . . . ?
C2 C1 C9 O2 7.3(2) . . . . ?
C2 C1 C9 N1 -174.76(14) . . . . ?
C2 C3 C4 C5 0.5(3) . . . . ?
C3 C4 C5 C6 -0.2(3) . . . . ?
C4 C5 C6 C1 -0.1(3) . . . . ?
C4 C5 C6 C7 175.93(16) . . . . ?
C5 C6 C7 O1 -87.09(19) . . . . ?
C5 C6 C7 C8 153.36(15) . . . . ?
C5 C6 C7 C10 30.9(2) . . . . ?
C6 C1 C2 C3 0.1(2) . . . . ?
C6 C1 C9 O2 -171.46(15) . . . . ?
C6 C1 C9 N1 6.5(2) . . . . ?
C6 C7 C8 N1 50.09(17) . . . . ?
C6 C7 C8 C11 -71.00(16) . . . . ?
C6 C7 C8 C13 178.51(13) . . . . ?
C7 C8 C11 O3 72.93(19) . . . . ?
C7 C8 C11 N2 -105.26(15) . . . . ?
C7 C8 C13 C12 107.68(16) . . . . ?
C7 C8 C13 C14 -75.5(2) . . . . ?
C8 N1 C9 O2 -164.96(14) . . . . ?
C8 N1 C9 C1 17.1(2) . . . . ?
C8 N1 C18 C19 63.00(19) . . . . ?
C8 C13 C14 F1 1.3(3) . . . . ?
C8 C13 C14 C15 -175.14(18) . . . . ?
C9 N1 C8 C7 -46.13(19) . . . . ?
C9 N1 C8 C11 73.55(18) . . . . ?
C9 N1 C8 C13 -173.49(14) . . . . ?
C9 N1 C18 C19 -99.58(17) . . . . ?
C9 C1 C2 C3 -178.68(15) . . . . ?
C9 C1 C6 C5 178.92(15) . . . . ?
C9 C1 C6 C7 2.8(2) . . . . ?
C10 C7 C8 N1 173.66(14) . . . . ?
C10 C7 C8 C11 52.57(18) . . . . ?
C10 C7 C8 C13 -57.92(19) . . . . ?
C11 N2 C12 C13 8.69(19) . . . . ?
C11 N2 C12 C17 -167.00(18) . . . . ?
C11 N2 C26 C27 -13.2(2) . . . . ?
C11 N2 C26 C28 -129.94(18) . . . . ?
C11 N2 C26 C29 107.52(19) . . . . ?
C11 C8 C13 C12 -7.09(17) . . . . ?
C11 C8 C13 C14 169.78(19) . . . . ?
C12 N2 C11 O3 168.68(17) . . . . ?
C12 N2 C11 C8 -13.25(18) . . . . ?
C12 N2 C26 C27 167.14(16) . . . . ?
C12 N2 C26 C28 50.3(2) . . . . ?
C12 N2 C26 C29 -72.2(2) . . . . ?
C12 C13 C14 F1 177.88(15) . . . . ?
C12 C13 C14 C15 1.5(3) . . . . ?
C13 C8 C11 O3 -169.41(16) . . . . ?
C13 C8 C11 N2 12.40(17) . . . . ?
C13 C12 C17 C16 0.4(3) . . . . ?
C13 C14 C15 C16 -0.4(3) . . . . ?
C14 C15 C16 C17 -0.8(3) . . . . ?
C15 C16 C17 C12 0.8(3) . . . . ?
C17 C12 C13 C8 175.85(16) . . . . ?
C17 C12 C13 C14 -1.5(3) . . . . ?
C18 N1 C8 C7 151.85(14) . . . . ?
C18 N1 C8 C11 -88.47(17) . . . . ?
C18 N1 C8 C13 24.5(2) . . . . ?
C18 N1 C9 O2 -2.6(2) . . . . ?
C18 N1 C9 C1 179.46(13) . . . . ?
C18 C19 C20 C21 -176.54(17) . . . . ?
C18 C19 C24 C23 177.11(17) . . . . ?
C19 C20 C21 C22 -0.6(3) . . . . ?
C20 C19 C24 C23 -1.6(3) . . . . ?
C20 C21 C22 C23 -1.7(3) . . . . ?
C20 C21 C22 C25 176.7(2) . . . . ?
C21 C22 C23 C24 2.3(3) . . . . ?
C22 C23 C24 C19 -0.6(3) . . . . ?
C24 C19 C20 C21 2.2(3) . . . . ?
C25 C22 C23 C24 -176.09(19) . . . . ?
C26 N2 C11 O3 -11.1(3) . . . . ?
C26 N2 C11 C8 167.00(14) . . . . ?
C26 N2 C12 C13 -171.56(15) . . . . ?
C26 N2 C12 C17 12.7(3) . . . . ?

_olex2_date_sample_data_collection 2015-04-24
_olex2_submission_special_instructions 'No special instructions were received'

_exptl_crystal_colour            transparent
_exptl_crystal_description       block
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile'
