# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_vn1
_database_code_depnum_ccdc_archive 'CCDC 1412576'
_audit_update_record             
;
2015-07-13 deposited with the CCDC.
2015-08-28 downloaded from the CCDC.
;
_audit_creation_date             2014-09-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.07.22 svn.r2960 for OlexSys, GUI svn.r4862)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C27 H34 N2 O4'
_chemical_formula_sum            'C27 H34 N2 O4'
_chemical_formula_weight         450.56
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C20 H20 N2 O2'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   15.0493(5)
_cell_length_b                   6.6839(2)
_cell_length_c                   24.3241(10)
_cell_angle_alpha                90
_cell_angle_beta                 100.495(4)
_cell_angle_gamma                90
_cell_volume                     2405.77(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1555
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      76.7400
_cell_measurement_theta_min      3.7820
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.667
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96420
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.244
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0515
_diffrn_reflns_av_unetI/netI     0.0780
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            8764
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.079
_diffrn_reflns_theta_min         3.788
_diffrn_ambient_temperature      180(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1417
_diffrn_detector_type            Ruby
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -66.00  -33.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.7109   57.0000   90.0000 33

#__ type_ start__ end____ width___ exp.time_
  2 omega  -50.00   32.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.7109   38.0000 -150.0000 82

#__ type_ start__ end____ width___ exp.time_
  3 omega    6.00   31.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.7109   57.0000   90.0000 25

#__ type_ start__ end____ width___ exp.time_
  4 omega  -47.00   33.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.7109   38.0000  -30.0000 80

#__ type_ start__ end____ width___ exp.time_
  5 omega  -45.00  -19.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.7109   38.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
  6 omega   41.00   78.00   1.0000   82.5000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -45.0000  -90.0000 37

#__ type_ start__ end____ width___ exp.time_
  7 omega   48.00   96.00   1.0000   82.5000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -45.0000  120.0000 48

#__ type_ start__ end____ width___ exp.time_
  8 omega   38.00   70.00   1.0000   82.5000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -30.0000   90.0000 32

#__ type_ start__ end____ width___ exp.time_
  9 omega  109.00  178.00   1.0000   82.5000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   45.0000 -180.0000 69

#__ type_ start__ end____ width___ exp.time_
 10 omega   88.00  178.00   1.0000   82.5000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   45.0000 -120.0000 90

#__ type_ start__ end____ width___ exp.time_
 11 omega   62.00   93.00   1.0000   82.5000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -45.0000  -60.0000 31

#__ type_ start__ end____ width___ exp.time_
 12 omega   85.00  178.00   1.0000   82.5000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   61.0000  120.0000 93
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0389974000
_diffrn_orient_matrix_UB_12      0.1635886000
_diffrn_orient_matrix_UB_13      -0.0334208000
_diffrn_orient_matrix_UB_21      -0.0925397000
_diffrn_orient_matrix_UB_22      0.0211217000
_diffrn_orient_matrix_UB_23      -0.0388812000
_diffrn_orient_matrix_UB_31      -0.0275443000
_diffrn_orient_matrix_UB_32      0.1608767000
_diffrn_orient_matrix_UB_33      0.0390019000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3321
_reflns_number_total             4971
_reflns_odcompleteness_completeness 99.08
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     72.42
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.219
_refine_diff_density_min         -0.167
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     306
_refine_ls_number_reflns         4971
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0841
_refine_ls_R_factor_gt           0.0503
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0291P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1049
_refine_ls_wR_factor_ref         0.1218
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C19(H19A,H19B), C20(H20A,H20B)
2.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C13(H13), C14(H14), C15(H15), C16(H16), C23(H23), C24(H24),
 C25(H25), C26(H26), C27(H27)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C29(H29A,H29B,H29C),
 C30(H30A,H30B,H30C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.03970(16) 0.4391(4) 0.32492(11) 0.0475(6) Uani 1 1 d . . . . .
H1A H 0.0345 0.2949 0.3177 0.071 Uiso 1 1 calc GR . . . .
H1B H 0.0011 0.5114 0.2945 0.071 Uiso 1 1 calc GR . . . .
H1C H 0.0205 0.4694 0.3604 0.071 Uiso 1 1 calc GR . . . .
C2 C 0.13727(16) 0.5037(4) 0.32813(10) 0.0400(5) Uani 1 1 d . . . . .
C3 C 0.1682(2) 0.4630(5) 0.27290(11) 0.0565(7) Uani 1 1 d . . . . .
H3A H 0.1307 0.5397 0.2430 0.085 Uiso 1 1 calc GR . . . .
H3B H 0.1622 0.3199 0.2642 0.085 Uiso 1 1 calc GR . . . .
H3C H 0.2315 0.5032 0.2759 0.085 Uiso 1 1 calc GR . . . .
C4 C 0.1517(2) 0.7218(4) 0.34522(13) 0.0574(7) Uani 1 1 d . . . . .
H4A H 0.1332 0.7429 0.3814 0.086 Uiso 1 1 calc GR . . . .
H4B H 0.1155 0.8073 0.3169 0.086 Uiso 1 1 calc GR . . . .
H4C H 0.2158 0.7558 0.3484 0.086 Uiso 1 1 calc GR . . . .
O5 O 0.19778(10) 0.3752(3) 0.36723(7) 0.0387(4) Uani 1 1 d . . . . .
C6 C 0.18622(14) 0.3580(3) 0.42128(9) 0.0316(4) Uani 1 1 d . . . . .
O6 O 0.13425(10) 0.4546(2) 0.44316(7) 0.0377(4) Uani 1 1 d . . . . .
N7 N 0.23967(13) 0.2078(3) 0.44545(8) 0.0336(4) Uani 1 1 d . . . . .
C8 C 0.31520(15) 0.1018(3) 0.42836(10) 0.0348(5) Uani 1 1 d . . . . .
H8A H 0.3651 0.1903 0.4219 0.042 Uiso 1 1 calc R . . . .
H8B H 0.2970 0.0090 0.3966 0.042 Uiso 1 1 calc R . . . .
C9 C 0.33201(15) -0.0011(3) 0.48607(9) 0.0342(5) Uani 1 1 d . . . . .
H9A H 0.3946 0.0131 0.5069 0.041 Uiso 1 1 calc R . . . .
H9B H 0.3120 -0.1423 0.4852 0.041 Uiso 1 1 calc R . . . .
C10 C 0.26337(14) 0.1499(3) 0.50472(9) 0.0302(4) Uani 1 1 d . . . . .
C11 C 0.18495(14) 0.0733(3) 0.53010(9) 0.0311(4) Uani 1 1 d . . . . .
C12 C 0.15826(15) -0.1268(3) 0.52611(10) 0.0380(5) Uani 1 1 d . . . . .
H12 H 0.1918 -0.2214 0.5091 0.046 Uiso 1 1 calc R . . . .
C13 C 0.08257(16) -0.1879(4) 0.54713(11) 0.0449(6) Uani 1 1 d . . . . .
H13 H 0.0646 -0.3242 0.5441 0.054 Uiso 1 1 calc R . . . .
C14 C 0.03348(16) -0.0527(4) 0.57224(11) 0.0457(6) Uani 1 1 d . . . . .
H14 H -0.0180 -0.0956 0.5866 0.055 Uiso 1 1 calc R . . . .
C15 C 0.05979(16) 0.1469(4) 0.57639(11) 0.0444(6) Uani 1 1 d . . . . .
H15 H 0.0261 0.2411 0.5935 0.053 Uiso 1 1 calc R . . . .
C16 C 0.13507(15) 0.2081(3) 0.55564(10) 0.0381(5) Uani 1 1 d . . . . .
H16 H 0.1530 0.3445 0.5589 0.046 Uiso 1 1 calc R . . . .
C17 C 0.31681(13) 0.3189(3) 0.53952(9) 0.0279(4) Uani 1 1 d . . . . .
O17 O 0.32764(10) 0.4840(2) 0.51880(6) 0.0321(3) Uani 1 1 d . . . . .
N18 N 0.35373(11) 0.2675(2) 0.59184(7) 0.0275(3) Uani 1 1 d . . . . .
C19 C 0.35601(16) 0.0757(3) 0.62228(10) 0.0352(5) Uani 1 1 d . . . . .
H19A H 0.3698 -0.0415 0.6004 0.042 Uiso 1 1 calc R . . . .
H19B H 0.3019 0.0511 0.6391 0.042 Uiso 1 1 calc R . . . .
C20 C 0.43788(15) 0.1552(3) 0.66395(10) 0.0356(5) Uani 1 1 d . . . . .
H20A H 0.4962 0.0956 0.6592 0.043 Uiso 1 1 calc R . . . .
H20B H 0.4302 0.1491 0.7035 0.043 Uiso 1 1 calc R . . . .
C21 C 0.41982(13) 0.3671(3) 0.63684(9) 0.0278(4) Uani 1 1 d . . . . .
C22 C 0.37250(14) 0.5034(3) 0.67250(9) 0.0291(4) Uani 1 1 d . . . . .
C23 C 0.40833(16) 0.5281(3) 0.72923(10) 0.0381(5) Uani 1 1 d . . . . .
H23 H 0.4629 0.4621 0.7450 0.046 Uiso 1 1 calc R . . . .
C24 C 0.36512(18) 0.6479(4) 0.76285(10) 0.0437(5) Uani 1 1 d . . . . .
H24 H 0.3910 0.6652 0.8012 0.052 Uiso 1 1 calc R . . . .
C25 C 0.28498(18) 0.7420(3) 0.74106(11) 0.0427(6) Uani 1 1 d . . . . .
H25 H 0.2552 0.8226 0.7643 0.051 Uiso 1 1 calc R . . . .
C26 C 0.24824(16) 0.7178(3) 0.68496(10) 0.0379(5) Uani 1 1 d . . . . .
H26 H 0.1930 0.7822 0.6697 0.046 Uiso 1 1 calc R . . . .
C27 C 0.29177(14) 0.5998(3) 0.65082(9) 0.0309(4) Uani 1 1 d . . . . .
H27 H 0.2661 0.5849 0.6124 0.037 Uiso 1 1 calc R . . . .
C28 C 0.50017(14) 0.4712(3) 0.61569(9) 0.0331(4) Uani 1 1 d . . . . .
O28 O 0.47062(10) 0.6568(2) 0.58929(7) 0.0343(3) Uani 1 1 d . . . . .
C29 C 0.53870(16) 0.3392(4) 0.57410(11) 0.0447(6) Uani 1 1 d . . . . .
H29A H 0.4923 0.3173 0.5408 0.067 Uiso 1 1 calc GR . . . .
H29B H 0.5574 0.2102 0.5916 0.067 Uiso 1 1 calc GR . . . .
H29C H 0.5910 0.4058 0.5634 0.067 Uiso 1 1 calc GR . . . .
C30 C 0.57414(15) 0.5248(4) 0.66505(11) 0.0478(6) Uani 1 1 d . . . . .
H30A H 0.5901 0.4062 0.6884 0.072 Uiso 1 1 calc GR . . . .
H30B H 0.5523 0.6302 0.6872 0.072 Uiso 1 1 calc GR . . . .
H30C H 0.6276 0.5726 0.6512 0.072 Uiso 1 1 calc GR . . . .
H28 H 0.425(2) 0.629(5) 0.5617(14) 0.072 Uiso 1 1 d 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
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.519(3) . ?
C2 C3 1.524(4) . ?
C2 C4 1.521(3) . ?
C2 O5 1.468(3) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
O5 C6 1.362(3) . ?
C6 O6 1.210(3) . ?
C6 N7 1.352(3) . ?
N7 C8 1.462(3) . ?
N7 C10 1.473(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.542(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.569(3) . ?
C10 C11 1.517(3) . ?
C10 C17 1.546(3) . ?
C11 C12 1.395(3) . ?
C11 C16 1.390(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.392(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.378(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.390(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.383(3) . ?
C16 H16 0.9500 . ?
C17 O17 1.236(3) . ?
C17 N18 1.337(3) . ?
N18 C19 1.478(3) . ?
N18 C21 1.495(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.540(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.565(3) . ?
C21 C22 1.521(3) . ?
C21 C28 1.561(3) . ?
C22 C23 1.397(3) . ?
C22 C27 1.391(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.388(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.378(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.385(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.393(3) . ?
C27 H27 0.9500 . ?
C28 O28 1.430(3) . ?
C28 C29 1.533(3) . ?
C28 C30 1.524(3) . ?
O28 H28 0.88(3) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?

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
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C1 C2 C3 110.6(2) . . ?
C1 C2 C4 112.0(2) . . ?
C4 C2 C3 111.1(2) . . ?
O5 C2 C1 110.3(2) . . ?
O5 C2 C3 102.3(2) . . ?
O5 C2 C4 110.1(2) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C6 O5 C2 120.08(18) . . ?
O6 C6 O5 125.9(2) . . ?
O6 C6 N7 125.9(2) . . ?
N7 C6 O5 108.17(18) . . ?
C6 N7 C8 131.88(19) . . ?
C6 N7 C10 129.76(19) . . ?
C8 N7 C10 95.10(16) . . ?
N7 C8 H8A 114.0 . . ?
N7 C8 H8B 114.0 . . ?
N7 C8 C9 87.96(16) . . ?
H8A C8 H8B 111.2 . . ?
C9 C8 H8A 114.0 . . ?
C9 C8 H8B 114.0 . . ?
C8 C9 H9A 114.0 . . ?
C8 C9 H9B 114.0 . . ?
C8 C9 C10 88.21(15) . . ?
H9A C9 H9B 111.2 . . ?
C10 C9 H9A 114.0 . . ?
C10 C9 H9B 114.0 . . ?
N7 C10 C9 86.60(15) . . ?
N7 C10 C11 114.79(17) . . ?
N7 C10 C17 110.69(17) . . ?
C11 C10 C9 120.16(17) . . ?
C11 C10 C17 112.92(17) . . ?
C17 C10 C9 108.90(16) . . ?
C12 C11 C10 122.1(2) . . ?
C16 C11 C10 119.14(19) . . ?
C16 C11 C12 118.7(2) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.0(2) . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.7(2) . . ?
C14 C13 H13 119.6 . . ?
C13 C14 H14 120.2 . . ?
C13 C14 C15 119.5(2) . . ?
C15 C14 H14 120.2 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 119.9(2) . . ?
C16 C15 H15 120.0 . . ?
C11 C16 H16 119.5 . . ?
C15 C16 C11 121.1(2) . . ?
C15 C16 H16 119.5 . . ?
O17 C17 C10 121.53(19) . . ?
O17 C17 N18 123.7(2) . . ?
N18 C17 C10 114.71(17) . . ?
C17 N18 C19 131.84(18) . . ?
C17 N18 C21 133.51(17) . . ?
C19 N18 C21 93.88(15) . . ?
N18 C19 H19A 113.9 . . ?
N18 C19 H19B 113.9 . . ?
N18 C19 C20 88.46(16) . . ?
H19A C19 H19B 111.1 . . ?
C20 C19 H19A 113.9 . . ?
C20 C19 H19B 113.9 . . ?
C19 C20 H20A 113.9 . . ?
C19 C20 H20B 113.9 . . ?
C19 C20 C21 88.76(15) . . ?
H20A C20 H20B 111.1 . . ?
C21 C20 H20A 113.9 . . ?
C21 C20 H20B 113.9 . . ?
N18 C21 C20 86.95(15) . . ?
N18 C21 C22 111.48(16) . . ?
N18 C21 C28 114.14(17) . . ?
C22 C21 C20 111.42(17) . . ?
C22 C21 C28 113.10(17) . . ?
C28 C21 C20 117.16(17) . . ?
C23 C22 C21 119.83(19) . . ?
C27 C22 C21 121.89(19) . . ?
C27 C22 C23 118.2(2) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 C22 120.8(2) . . ?
C24 C23 H23 119.6 . . ?
C23 C24 H24 119.7 . . ?
C25 C24 C23 120.5(2) . . ?
C25 C24 H24 119.7 . . ?
C24 C25 H25 120.3 . . ?
C24 C25 C26 119.4(2) . . ?
C26 C25 H25 120.3 . . ?
C25 C26 H26 119.8 . . ?
C25 C26 C27 120.5(2) . . ?
C27 C26 H26 119.8 . . ?
C22 C27 C26 120.6(2) . . ?
C22 C27 H27 119.7 . . ?
C26 C27 H27 119.7 . . ?
O28 C28 C21 109.77(16) . . ?
O28 C28 C29 109.08(18) . . ?
O28 C28 C30 105.82(19) . . ?
C29 C28 C21 111.70(19) . . ?
C30 C28 C21 110.10(18) . . ?
C30 C28 C29 110.21(19) . . ?
C28 O28 H28 107(2) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

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
O28 H28 O17 0.88(3) 1.91(3) 2.750(2) 159(3) .

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 O5 C6 -57.1(3) . . . . ?
C2 O5 C6 O6 -7.2(3) . . . . ?
C2 O5 C6 N7 169.86(18) . . . . ?
C3 C2 O5 C6 -174.8(2) . . . . ?
C4 C2 O5 C6 67.0(3) . . . . ?
O5 C6 N7 C8 14.7(3) . . . . ?
O5 C6 N7 C10 169.0(2) . . . . ?
C6 N7 C8 C9 171.9(2) . . . . ?
C6 N7 C10 C9 -172.4(2) . . . . ?
C6 N7 C10 C11 65.8(3) . . . . ?
C6 N7 C10 C17 -63.4(3) . . . . ?
O6 C6 N7 C8 -168.2(2) . . . . ?
O6 C6 N7 C10 -13.9(4) . . . . ?
N7 C8 C9 C10 -10.71(16) . . . . ?
N7 C10 C11 C12 86.0(3) . . . . ?
N7 C10 C11 C16 -90.7(2) . . . . ?
N7 C10 C17 O17 6.7(3) . . . . ?
N7 C10 C17 N18 -169.66(16) . . . . ?
C8 N7 C10 C9 -11.28(16) . . . . ?
C8 N7 C10 C11 -133.08(18) . . . . ?
C8 N7 C10 C17 97.65(18) . . . . ?
C8 C9 C10 N7 10.65(16) . . . . ?
C8 C9 C10 C11 127.5(2) . . . . ?
C8 C9 C10 C17 -100.06(18) . . . . ?
C9 C10 C11 C12 -15.1(3) . . . . ?
C9 C10 C11 C16 168.2(2) . . . . ?
C9 C10 C17 O17 100.3(2) . . . . ?
C9 C10 C17 N18 -76.1(2) . . . . ?
C10 N7 C8 C9 11.47(17) . . . . ?
C10 C11 C12 C13 -176.2(2) . . . . ?
C10 C11 C16 C15 176.1(2) . . . . ?
C10 C17 N18 C19 2.7(3) . . . . ?
C10 C17 N18 C21 169.96(18) . . . . ?
C11 C10 C17 O17 -123.5(2) . . . . ?
C11 C10 C17 N18 60.1(2) . . . . ?
C11 C12 C13 C14 -0.3(4) . . . . ?
C12 C11 C16 C15 -0.6(4) . . . . ?
C12 C13 C14 C15 0.2(4) . . . . ?
C13 C14 C15 C16 -0.3(4) . . . . ?
C14 C15 C16 C11 0.5(4) . . . . ?
C16 C11 C12 C13 0.5(3) . . . . ?
C17 C10 C11 C12 -145.9(2) . . . . ?
C17 C10 C11 C16 37.5(3) . . . . ?
C17 N18 C19 C20 159.9(2) . . . . ?
C17 N18 C21 C20 -159.8(2) . . . . ?
C17 N18 C21 C22 88.3(3) . . . . ?
C17 N18 C21 C28 -41.3(3) . . . . ?
O17 C17 N18 C19 -173.6(2) . . . . ?
O17 C17 N18 C21 -6.4(3) . . . . ?
N18 C19 C20 C21 10.34(16) . . . . ?
N18 C21 C22 C23 147.35(18) . . . . ?
N18 C21 C22 C27 -30.1(3) . . . . ?
N18 C21 C28 O28 77.1(2) . . . . ?
N18 C21 C28 C29 -44.0(2) . . . . ?
N18 C21 C28 C30 -166.82(18) . . . . ?
C19 N18 C21 C20 10.69(16) . . . . ?
C19 N18 C21 C22 -101.15(18) . . . . ?
C19 N18 C21 C28 129.18(18) . . . . ?
C19 C20 C21 N18 -10.23(16) . . . . ?
C19 C20 C21 C22 101.66(19) . . . . ?
C19 C20 C21 C28 -125.89(19) . . . . ?
C20 C21 C22 C23 52.0(2) . . . . ?
C20 C21 C22 C27 -125.4(2) . . . . ?
C20 C21 C28 O28 176.54(17) . . . . ?
C20 C21 C28 C29 55.4(3) . . . . ?
C20 C21 C28 C30 -67.4(2) . . . . ?
C21 N18 C19 C20 -10.85(16) . . . . ?
C21 C22 C23 C24 -178.5(2) . . . . ?
C21 C22 C27 C26 177.62(19) . . . . ?
C22 C21 C28 O28 -51.8(2) . . . . ?
C22 C21 C28 C29 -172.88(18) . . . . ?
C22 C21 C28 C30 64.3(2) . . . . ?
C22 C23 C24 C25 1.2(4) . . . . ?
C23 C22 C27 C26 0.1(3) . . . . ?
C23 C24 C25 C26 -0.7(4) . . . . ?
C24 C25 C26 C27 0.0(3) . . . . ?
C25 C26 C27 C22 0.4(3) . . . . ?
C27 C22 C23 C24 -0.9(3) . . . . ?
C28 C21 C22 C23 -82.4(2) . . . . ?
C28 C21 C22 C27 100.1(2) . . . . ?

_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_sua1
_database_code_depnum_ccdc_archive 'CCDC 1412577'
_audit_update_record             
;
2015-07-13 deposited with the CCDC.
2015-08-28 downloaded from the CCDC.
;
_audit_creation_date             2015-06-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3151 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H34 N2 O4'
_chemical_formula_sum            'C27 H34 N2 O4'
_chemical_formula_weight         450.56
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C20 H20 N2 O2 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.0556(2)
_cell_length_b                   23.0371(5)
_cell_length_c                   10.8204(3)
_cell_angle_alpha                90
_cell_angle_beta                 106.221(3)
_cell_angle_gamma                90
_cell_volume                     2406.78(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7889
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      78.0570
_cell_measurement_theta_min      3.8160
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.667
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82476
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.243
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_av_unetI/netI     0.0296
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            19755
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.932
_diffrn_reflns_theta_min         3.838
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.2833
_diffrn_detector_type            Ruby
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -107.00  -13.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -57.0000 -120.0000 94

#__ type_ start__ end____ width___ exp.time_
  2 omega  -64.00   30.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   57.0000   30.0000 94

#__ type_ start__ end____ width___ exp.time_
  3 omega   35.00  109.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -95.0000    0.0000 74

#__ type_ start__ end____ width___ exp.time_
  4 omega   41.00   91.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -30.0000 -120.0000 50

#__ type_ start__ end____ width___ exp.time_
  5 omega   41.00   91.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -30.0000  -30.0000 50

#__ type_ start__ end____ width___ exp.time_
  6 omega   41.00   91.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -30.0000  120.0000 50

#__ type_ start__ end____ width___ exp.time_
  7 omega  100.00  178.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  111.0000    0.0000 78

#__ type_ start__ end____ width___ exp.time_
  8 omega   93.00  178.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   30.0000   90.0000 85

#__ type_ start__ end____ width___ exp.time_
  9 omega  100.00  178.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  111.0000   30.0000 78

#__ type_ start__ end____ width___ exp.time_
 10 omega   13.00  115.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       43.3790   77.0000   30.0000 102

#__ type_ start__ end____ width___ exp.time_
 11 omega  -25.00   69.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       43.3790  -57.0000  120.0000 94

#__ type_ start__ end____ width___ exp.time_
 12 omega   93.00  173.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   30.0000  -60.0000 80

#__ type_ start__ end____ width___ exp.time_
 13 omega   46.00   98.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -45.0000   30.0000 52

#__ type_ start__ end____ width___ exp.time_
 14 omega   41.00  116.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000 -111.0000 -180.0000 75

#__ type_ start__ end____ width___ exp.time_
 15 omega   93.00  178.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   30.0000 -180.0000 85

#__ type_ start__ end____ width___ exp.time_
 16 omega  -50.00   33.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   38.0000  -60.0000 83

#__ type_ start__ end____ width___ exp.time_
 17 omega   18.00  112.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       43.3790   57.0000  150.0000 94

#__ type_ start__ end____ width___ exp.time_
 18 omega   74.00   94.00   1.0000  120.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   15.0000   30.0000 20
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0857872000
_diffrn_orient_matrix_UB_12      0.0321517000
_diffrn_orient_matrix_UB_13      0.1210362000
_diffrn_orient_matrix_UB_21      -0.1345391000
_diffrn_orient_matrix_UB_22      0.0210321000
_diffrn_orient_matrix_UB_23      0.0273178000
_diffrn_orient_matrix_UB_31      -0.0013005000
_diffrn_orient_matrix_UB_32      -0.0546782000
_diffrn_orient_matrix_UB_33      0.0813154000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4150
_reflns_number_total             5102
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.277
_refine_diff_density_min         -0.198
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     306
_refine_ls_number_reflns         5102
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0406
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0553P)²+0.4731P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1049
_refine_ls_wR_factor_ref         0.1136
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C19(H19A,H19B), C20(H20A,H20B)
2.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C13(H13), C14(H14), C15(H15), C16(H16), C23(H23), C24(H24),
 C25(H25), C26(H26), C27(H27)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C29(H29A,H29B,H29C),
 C30(H30A,H30B,H30C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.67027(16) 0.62760(7) -0.00458(17) 0.0433(4) Uani 1 1 d . . . . .
H1A H 0.6129 0.6088 -0.0826 0.065 Uiso 1 1 calc GR . . . .
H1B H 0.7675 0.6267 -0.0051 0.065 Uiso 1 1 calc GR . . . .
H1C H 0.6406 0.6680 -0.0019 0.065 Uiso 1 1 calc GR . . . .
C2 C 0.65435(14) 0.59548(6) 0.11324(15) 0.0349(3) Uani 1 1 d . . . . .
C3 C 0.69536(16) 0.53214(7) 0.11154(16) 0.0397(3) Uani 1 1 d . . . . .
H3A H 0.6847 0.5127 0.1888 0.060 Uiso 1 1 calc GR . . . .
H3B H 0.7921 0.5296 0.1099 0.060 Uiso 1 1 calc GR . . . .
H3C H 0.6357 0.5132 0.0348 0.060 Uiso 1 1 calc GR . . . .
C4 C 0.73130(16) 0.62679(7) 0.23578(17) 0.0435(4) Uani 1 1 d . . . . .
H4A H 0.6881 0.6647 0.2392 0.065 Uiso 1 1 calc GR . . . .
H4B H 0.8282 0.6323 0.2367 0.065 Uiso 1 1 calc GR . . . .
H4C H 0.7272 0.6036 0.3106 0.065 Uiso 1 1 calc GR . . . .
O5 O 0.50283(10) 0.59874(4) 0.09378(10) 0.0350(2) Uani 1 1 d . . . . .
C6 C 0.44514(14) 0.57585(6) 0.18051(13) 0.0316(3) Uani 1 1 d . . . . .
O6 O 0.50425(10) 0.55535(5) 0.28459(10) 0.0380(2) Uani 1 1 d . . . . .
N7 N 0.30446(12) 0.57756(5) 0.13251(11) 0.0309(2) Uani 1 1 d . . . . .
C8 C 0.22062(15) 0.61319(7) 0.02625(14) 0.0358(3) Uani 1 1 d . . . . .
H8A H 0.2013 0.5944 -0.0592 0.043 Uiso 1 1 calc R . . . .
H8B H 0.2562 0.6531 0.0239 0.043 Uiso 1 1 calc R . . . .
C9 C 0.10071(14) 0.60876(6) 0.08845(14) 0.0340(3) Uani 1 1 d . . . . .
H9A H 0.0258 0.5821 0.0432 0.041 Uiso 1 1 calc R . . . .
H9B H 0.0629 0.6468 0.1047 0.041 Uiso 1 1 calc R . . . .
C10 C 0.20559(13) 0.58142(6) 0.21042(13) 0.0290(3) Uani 1 1 d . . . . .
C11 C 0.15791(13) 0.52473(6) 0.25320(13) 0.0302(3) Uani 1 1 d . . . . .
C12 C 0.21293(15) 0.47187(6) 0.23092(15) 0.0373(3) Uani 1 1 d . . . . .
H12 H 0.2854 0.4708 0.1904 0.045 Uiso 1 1 calc R . . . .
C13 C 0.16260(18) 0.42039(7) 0.26765(17) 0.0453(4) Uani 1 1 d . . . . .
H13 H 0.2005 0.3843 0.2516 0.054 Uiso 1 1 calc R . . . .
C14 C 0.05757(17) 0.42140(7) 0.32749(17) 0.0452(4) Uani 1 1 d . . . . .
H14 H 0.0249 0.3863 0.3545 0.054 Uiso 1 1 calc R . . . .
C15 C 0.00076(16) 0.47387(7) 0.34763(16) 0.0421(3) Uani 1 1 d . . . . .
H15 H -0.0726 0.4747 0.3871 0.051 Uiso 1 1 calc R . . . .
C16 C 0.04988(14) 0.52536(7) 0.31080(14) 0.0359(3) Uani 1 1 d . . . . .
H16 H 0.0098 0.5612 0.3248 0.043 Uiso 1 1 calc R . . . .
C17 C 0.25522(13) 0.62832(6) 0.31562(13) 0.0286(3) Uani 1 1 d . . . . .
O17 O 0.25852(10) 0.67917(4) 0.27901(9) 0.0331(2) Uani 1 1 d . . . . .
N18 N 0.28941(11) 0.61381(5) 0.44023(11) 0.0284(2) Uani 1 1 d . . . . .
C19 C 0.33914(14) 0.55939(6) 0.51145(13) 0.0319(3) Uani 1 1 d . . . . .
H19A H 0.4138 0.5398 0.4841 0.038 Uiso 1 1 calc R . . . .
H19B H 0.2641 0.5319 0.5133 0.038 Uiso 1 1 calc R . . . .
C20 C 0.39141(15) 0.59540(6) 0.63542(13) 0.0331(3) Uani 1 1 d . . . . .
H20A H 0.4933 0.5947 0.6718 0.040 Uiso 1 1 calc R . . . .
H20B H 0.3445 0.5861 0.7021 0.040 Uiso 1 1 calc R . . . .
C21 C 0.33592(14) 0.65172(6) 0.55774(13) 0.0299(3) Uani 1 1 d . . . . .
C22 C 0.21343(14) 0.67964(6) 0.59235(13) 0.0309(3) Uani 1 1 d . . . . .
C23 C 0.09703(15) 0.69863(6) 0.49831(14) 0.0352(3) Uani 1 1 d . . . . .
H23 H 0.0921 0.6934 0.4101 0.042 Uiso 1 1 calc R . . . .
C24 C -0.01234(17) 0.72523(7) 0.53157(16) 0.0409(3) Uani 1 1 d . . . . .
H24 H -0.0913 0.7378 0.4660 0.049 Uiso 1 1 calc R . . . .
C25 C -0.00690(17) 0.73349(7) 0.65951(17) 0.0428(4) Uani 1 1 d . . . . .
H25 H -0.0810 0.7522 0.6821 0.051 Uiso 1 1 calc R . . . .
C26 C 0.10774(18) 0.71417(7) 0.75432(16) 0.0416(3) Uani 1 1 d . . . . .
H26 H 0.1119 0.7194 0.8424 0.050 Uiso 1 1 calc R . . . .
C27 C 0.21646(16) 0.68729(6) 0.72128(14) 0.0369(3) Uani 1 1 d . . . . .
H27 H 0.2941 0.6739 0.7872 0.044 Uiso 1 1 calc R . . . .
O28 O 0.39188(11) 0.74732(4) 0.48198(11) 0.0381(2) Uani 1 1 d . . . . .
C28 C 0.45105(14) 0.69731(6) 0.55445(14) 0.0339(3) Uani 1 1 d . . . . .
C29 C 0.55991(15) 0.67076(7) 0.49670(16) 0.0411(3) Uani 1 1 d . . . . .
H29A H 0.5179 0.6626 0.4052 0.062 Uiso 1 1 calc GR . . . .
H29B H 0.5948 0.6346 0.5418 0.062 Uiso 1 1 calc GR . . . .
H29C H 0.6367 0.6981 0.5061 0.062 Uiso 1 1 calc GR . . . .
C30 C 0.51855(17) 0.71977(7) 0.68928(16) 0.0441(4) Uani 1 1 d . . . . .
H30A H 0.5922 0.7473 0.6869 0.066 Uiso 1 1 calc GR . . . .
H30B H 0.5581 0.6872 0.7458 0.066 Uiso 1 1 calc GR . . . .
H30C H 0.4489 0.7394 0.7222 0.066 Uiso 1 1 calc GR . . . .
H28 H 0.341(2) 0.7326(10) 0.406(2) 0.066 Uiso 1 1 d 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
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.521(2) . ?
C2 C3 1.518(2) . ?
C2 C4 1.518(2) . ?
C2 O5 1.4806(15) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
O5 C6 1.3415(17) . ?
C6 O6 1.2127(18) . ?
C6 N7 1.3645(17) . ?
N7 C8 1.4714(18) . ?
N7 C10 1.4750(17) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.540(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.5726(18) . ?
C10 C11 1.5078(19) . ?
C10 C17 1.5475(18) . ?
C11 C12 1.386(2) . ?
C11 C16 1.3953(19) . ?
C12 H12 0.9500 . ?
C12 C13 1.390(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.385(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.380(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.386(2) . ?
C16 H16 0.9500 . ?
C17 O17 1.2400(17) . ?
C17 N18 1.3375(17) . ?
N18 C19 1.4834(17) . ?
N18 C21 1.5053(17) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.5394(19) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.5619(18) . ?
C21 C22 1.5260(19) . ?
C21 C28 1.5708(19) . ?
C22 C23 1.390(2) . ?
C22 C27 1.398(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.391(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.383(2) . ?
C25 H25 0.9500 . ?
C25 C26 1.385(2) . ?
C26 H26 0.9500 . ?
C26 C27 1.387(2) . ?
C27 H27 0.9500 . ?
O28 C28 1.4267(17) . ?
O28 H28 0.91(2) . ?
C28 C29 1.531(2) . ?
C28 C30 1.518(2) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?

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
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C3 C2 C1 111.41(13) . . ?
C3 C2 C4 113.18(13) . . ?
C4 C2 C1 110.71(13) . . ?
O5 C2 C1 101.61(11) . . ?
O5 C2 C3 108.63(11) . . ?
O5 C2 C4 110.69(11) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C6 O5 C2 120.63(11) . . ?
O5 C6 N7 109.11(12) . . ?
O6 C6 O5 127.38(13) . . ?
O6 C6 N7 123.49(13) . . ?
C6 N7 C8 128.34(12) . . ?
C6 N7 C10 125.23(11) . . ?
C8 N7 C10 94.73(10) . . ?
N7 C8 H8A 113.9 . . ?
N7 C8 H8B 113.9 . . ?
N7 C8 C9 88.23(10) . . ?
H8A C8 H8B 111.1 . . ?
C9 C8 H8A 113.9 . . ?
C9 C8 H8B 113.9 . . ?
C8 C9 H9A 113.9 . . ?
C8 C9 H9B 113.9 . . ?
C8 C9 C10 88.28(10) . . ?
H9A C9 H9B 111.1 . . ?
C10 C9 H9A 113.9 . . ?
C10 C9 H9B 113.9 . . ?
N7 C10 C9 86.88(10) . . ?
N7 C10 C11 116.50(11) . . ?
N7 C10 C17 109.40(10) . . ?
C11 C10 C9 114.10(11) . . ?
C11 C10 C17 116.34(11) . . ?
C17 C10 C9 109.91(11) . . ?
C12 C11 C10 122.07(12) . . ?
C12 C11 C16 119.02(13) . . ?
C16 C11 C10 118.82(12) . . ?
C11 C12 H12 119.8 . . ?
C11 C12 C13 120.32(14) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 119.8 . . ?
C14 C13 C12 120.35(15) . . ?
C14 C13 H13 119.8 . . ?
C13 C14 H14 120.3 . . ?
C15 C14 C13 119.48(15) . . ?
C15 C14 H14 120.3 . . ?
C14 C15 H15 119.7 . . ?
C14 C15 C16 120.53(15) . . ?
C16 C15 H15 119.7 . . ?
C11 C16 H16 119.9 . . ?
C15 C16 C11 120.27(14) . . ?
C15 C16 H16 119.9 . . ?
O17 C17 C10 117.16(12) . . ?
O17 C17 N18 122.40(12) . . ?
N18 C17 C10 120.42(11) . . ?
C17 N18 C19 133.58(11) . . ?
C17 N18 C21 129.66(11) . . ?
C19 N18 C21 94.10(10) . . ?
N18 C19 H19A 113.8 . . ?
N18 C19 H19B 113.8 . . ?
N18 C19 C20 88.90(10) . . ?
H19A C19 H19B 111.1 . . ?
C20 C19 H19A 113.8 . . ?
C20 C19 H19B 113.8 . . ?
C19 C20 H20A 113.7 . . ?
C19 C20 H20B 113.7 . . ?
C19 C20 C21 89.71(10) . . ?
H20A C20 H20B 110.9 . . ?
C21 C20 H20A 113.7 . . ?
C21 C20 H20B 113.7 . . ?
N18 C21 C20 87.28(10) . . ?
N18 C21 C22 111.73(10) . . ?
N18 C21 C28 115.20(11) . . ?
C20 C21 C28 114.38(11) . . ?
C22 C21 C20 114.17(11) . . ?
C22 C21 C28 111.98(11) . . ?
C23 C22 C21 121.69(12) . . ?
C23 C22 C27 118.04(13) . . ?
C27 C22 C21 120.26(13) . . ?
C22 C23 H23 119.5 . . ?
C22 C23 C24 120.94(14) . . ?
C24 C23 H23 119.5 . . ?
C23 C24 H24 119.8 . . ?
C25 C24 C23 120.42(15) . . ?
C25 C24 H24 119.8 . . ?
C24 C25 H25 120.4 . . ?
C24 C25 C26 119.29(14) . . ?
C26 C25 H25 120.4 . . ?
C25 C26 H26 119.8 . . ?
C25 C26 C27 120.34(15) . . ?
C27 C26 H26 119.8 . . ?
C22 C27 H27 119.5 . . ?
C26 C27 C22 120.95(15) . . ?
C26 C27 H27 119.5 . . ?
C28 O28 H28 103.9(15) . . ?
O28 C28 C21 110.82(11) . . ?
O28 C28 C29 109.52(12) . . ?
O28 C28 C30 105.00(12) . . ?
C29 C28 C21 110.95(12) . . ?
C30 C28 C21 109.92(12) . . ?
C30 C28 C29 110.47(13) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

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
O28 H28 O17 0.91(2) 1.86(2) 2.7279(15) 160(2) .

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 O5 C6 -178.65(12) . . . . ?
C2 O5 C6 O6 6.6(2) . . . . ?
C2 O5 C6 N7 -171.95(11) . . . . ?
C3 C2 O5 C6 63.80(16) . . . . ?
C4 C2 O5 C6 -61.04(17) . . . . ?
O5 C6 N7 C8 -18.31(19) . . . . ?
O5 C6 N7 C10 -151.71(12) . . . . ?
C6 N7 C8 C9 -154.23(14) . . . . ?
C6 N7 C10 C9 155.68(13) . . . . ?
C6 N7 C10 C11 -88.86(16) . . . . ?
C6 N7 C10 C17 45.66(17) . . . . ?
O6 C6 N7 C8 163.09(14) . . . . ?
O6 C6 N7 C10 29.7(2) . . . . ?
N7 C8 C9 C10 10.07(10) . . . . ?
N7 C10 C11 C12 5.66(18) . . . . ?
N7 C10 C11 C16 -170.82(12) . . . . ?
N7 C10 C17 O17 64.62(15) . . . . ?
N7 C10 C17 N18 -116.94(13) . . . . ?
C8 N7 C10 C9 10.56(11) . . . . ?
C8 N7 C10 C11 126.01(12) . . . . ?
C8 N7 C10 C17 -99.46(12) . . . . ?
C8 C9 C10 N7 -10.05(10) . . . . ?
C8 C9 C10 C11 -127.77(12) . . . . ?
C8 C9 C10 C17 99.46(12) . . . . ?
C9 C10 C11 C12 104.66(15) . . . . ?
C9 C10 C11 C16 -71.82(16) . . . . ?
C9 C10 C17 O17 -29.17(16) . . . . ?
C9 C10 C17 N18 149.27(12) . . . . ?
C10 N7 C8 C9 -10.78(11) . . . . ?
C10 C11 C12 C13 -177.62(14) . . . . ?
C10 C11 C16 C15 178.02(13) . . . . ?
C10 C17 N18 C19 25.4(2) . . . . ?
C10 C17 N18 C21 -178.11(11) . . . . ?
C11 C10 C17 O17 -160.78(11) . . . . ?
C11 C10 C17 N18 17.66(17) . . . . ?
C11 C12 C13 C14 -0.4(2) . . . . ?
C12 C11 C16 C15 1.4(2) . . . . ?
C12 C13 C14 C15 1.6(3) . . . . ?
C13 C14 C15 C16 -1.3(2) . . . . ?
C14 C15 C16 C11 -0.2(2) . . . . ?
C16 C11 C12 C13 -1.1(2) . . . . ?
C17 C10 C11 C12 -125.71(14) . . . . ?
C17 C10 C11 C16 57.80(16) . . . . ?
C17 N18 C19 C20 161.30(14) . . . . ?
C17 N18 C21 C20 -162.40(13) . . . . ?
C17 N18 C21 C22 82.62(16) . . . . ?
C17 N18 C21 C28 -46.65(18) . . . . ?
O17 C17 N18 C19 -156.24(13) . . . . ?
O17 C17 N18 C21 0.2(2) . . . . ?
N18 C19 C20 C21 0.74(10) . . . . ?
N18 C21 C22 C23 -37.19(17) . . . . ?
N18 C21 C22 C27 143.44(12) . . . . ?
N18 C21 C28 O28 81.12(14) . . . . ?
N18 C21 C28 C29 -40.78(16) . . . . ?
N18 C21 C28 C30 -163.26(12) . . . . ?
C19 N18 C21 C20 0.76(10) . . . . ?
C19 N18 C21 C22 -114.23(11) . . . . ?
C19 N18 C21 C28 116.51(12) . . . . ?
C19 C20 C21 N18 -0.73(10) . . . . ?
C19 C20 C21 C22 111.91(12) . . . . ?
C19 C20 C21 C28 -117.25(12) . . . . ?
C20 C21 C22 C23 -134.25(13) . . . . ?
C20 C21 C22 C27 46.38(17) . . . . ?
C20 C21 C28 O28 -179.92(11) . . . . ?
C20 C21 C28 C29 58.18(16) . . . . ?
C20 C21 C28 C30 -64.30(16) . . . . ?
C21 N18 C19 C20 -0.77(10) . . . . ?
C21 C22 C23 C24 -178.47(13) . . . . ?
C21 C22 C27 C26 178.04(13) . . . . ?
C22 C21 C28 O28 -48.02(15) . . . . ?
C22 C21 C28 C29 -169.92(12) . . . . ?
C22 C21 C28 C30 67.60(15) . . . . ?
C22 C23 C24 C25 0.3(2) . . . . ?
C23 C22 C27 C26 -1.4(2) . . . . ?
C23 C24 C25 C26 -1.0(2) . . . . ?
C24 C25 C26 C27 0.6(2) . . . . ?
C25 C26 C27 C22 0.6(2) . . . . ?
C27 C22 C23 C24 0.9(2) . . . . ?
C28 C21 C22 C23 93.74(15) . . . . ?
C28 C21 C22 C27 -85.63(15) . . . . ?

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