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

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

data_shelx
_audit_block_doi                 10.5517/ccdc.csd.cc1yx8bg
_database_code_depnum_ccdc_archive 'CCDC 1814626'
_audit_update_record             
;
2018-01-04 deposited with the CCDC.
2018-04-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H33 N O3'
_chemical_formula_weight         479.59
_chemical_oxdiff_usercomment     'Bernie Flynn RV-17.3'

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      trigonal
_space_group_IT_number           152
_space_group_name_H-M_alt        'P 31 2 1'
_space_group_name_Hall           'P 31 2"'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'y, x, -z'
'x-y, -y, -z+2/3'
'-x, -x+y, -z+1/3'

_cell_length_a                   12.0961(4)
_cell_length_b                   12.0961(4)
_cell_length_c                   30.6664(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     3885.8(3)
_cell_formula_units_Z            6
_cell_measurement_temperature    130.01(10)
_cell_measurement_reflns_used    9828
_cell_measurement_theta_min      3.6260
_cell_measurement_theta_max      31.4730

_exptl_crystal_description       slab
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_F_000             1536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.662
_exptl_crystal_size_mid          0.645
_exptl_crystal_size_min          0.161
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.06463
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.492
_oxdiff_exptl_absorpt_empirical_full_max 11.731
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      130.01(10)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.2273
_diffrn_reflns_number            52026
_diffrn_reflns_av_unetI/netI     0.0527
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -50
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_theta_min         3.293
_diffrn_reflns_theta_max         36.461
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             12232
_reflns_number_gt                8765
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.783
_reflns_Friedel_fraction_max     0.949
_reflns_Friedel_fraction_full    0.999

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0507P)²+0.9080P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2978 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.3(4)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         12232
_refine_ls_number_parameters     329
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0879
_refine_ls_R_factor_gt           0.0546
_refine_ls_wR_factor_ref         0.1439
_refine_ls_wR_factor_gt          0.1232
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.21750(18) 0.49837(19) 0.66619(5) 0.0241(3) Uani 1 1 d . . . . .
C2 C 0.2790(2) 0.3831(2) 0.70948(6) 0.0279(4) Uani 1 1 d . . . . .
H9 H 0.340343 0.353620 0.705131 0.033 Uiso 1 1 calc R U . . .
C3 C 0.34997(18) 0.5246(2) 0.72539(6) 0.0260(4) Uani 1 1 d . . . . .
H3 H 0.436678 0.567979 0.713393 0.031 Uiso 1 1 calc R U . . .
C4 C 0.28839(17) 0.69238(18) 0.71000(5) 0.0229(3) Uani 1 1 d . . . . .
C5 C 0.41185(18) 0.8118(2) 0.70529(6) 0.0278(4) Uani 1 1 d . . . . .
C6 C 0.39941(19) 0.91439(19) 0.73051(6) 0.0281(4) Uani 1 1 d . . . . .
C7 C 0.25013(18) 0.86147(19) 0.72683(6) 0.0255(3) Uani 1 1 d . . . . .
C8 C 0.19653(18) 0.71799(18) 0.72157(5) 0.0240(3) Uani 1 1 d . . . . .
C9 C 0.1730(2) 0.29237(19) 0.73938(6) 0.0279(4) Uani 1 1 d . . . . .
C10 C 0.0471(2) 0.2628(2) 0.73295(6) 0.0297(4) Uani 1 1 d . . . . .
H10 H 0.025978 0.291992 0.708026 0.036 Uiso 1 1 calc R U . . .
C11 C -0.0475(3) 0.1902(2) 0.76322(8) 0.0401(5) Uani 1 1 d . . . . .
H11 H -0.131248 0.171068 0.758524 0.048 Uiso 1 1 calc R U . . .
C12 C -0.0162(3) 0.1469(2) 0.80030(8) 0.0495(7) Uani 1 1 d . . . . .
H12 H -0.078432 0.100927 0.821106 0.059 Uiso 1 1 calc R U . . .
C13 C 0.1077(3) 0.1718(2) 0.80660(8) 0.0497(7) Uani 1 1 d . . . . .
H13 H 0.127792 0.140285 0.831165 0.060 Uiso 1 1 calc R U . . .
C14 C 0.2020(3) 0.2440(2) 0.77622(7) 0.0381(5) Uani 1 1 d . . . . .
H14 H 0.284909 0.260035 0.780482 0.046 Uiso 1 1 calc R U . . .
C15 C 0.35723(19) 0.54668(19) 0.77394(6) 0.0248(3) Uani 1 1 d . . . . .
C16 C 0.25371(19) 0.5340(2) 0.79809(6) 0.0267(4) Uani 1 1 d . . . . .
H16 H 0.176932 0.511317 0.784180 0.032 Uiso 1 1 calc R U . . .
C17 C 0.2649(2) 0.5551(2) 0.84283(6) 0.0330(4) Uani 1 1 d . . . . .
H17 H 0.196346 0.548830 0.858638 0.040 Uiso 1 1 calc R U . . .
C18 C 0.3784(3) 0.5857(2) 0.86403(6) 0.0382(5) Uani 1 1 d . . . . .
H18 H 0.385177 0.598178 0.894058 0.046 Uiso 1 1 calc R U . . .
C19 C 0.4808(3) 0.5975(2) 0.84040(7) 0.0400(5) Uani 1 1 d . . . . .
H19 H 0.556614 0.617681 0.854542 0.048 Uiso 1 1 calc R U . . .
C20 C 0.4709(2) 0.5793(2) 0.79526(7) 0.0325(4) Uani 1 1 d . . . . .
H20 H 0.540730 0.589102 0.779397 0.039 Uiso 1 1 calc R U . . .
C21 C 0.05814(19) 0.6239(2) 0.72719(7) 0.0316(4) Uani 1 1 d . . . . .
H21A H 0.008821 0.647358 0.708859 0.047 Uiso 1 1 calc R U . . .
H21B H 0.034416 0.623419 0.757097 0.047 Uiso 1 1 calc R U . . .
H21C H 0.042059 0.540386 0.719245 0.047 Uiso 1 1 calc R U . . .
C22 C 0.1911(2) 0.8869(2) 0.76749(7) 0.0371(5) Uani 1 1 d . . . . .
H22A H 0.195182 0.838655 0.791664 0.056 Uiso 1 1 calc R U . . .
H22B H 0.103583 0.861606 0.761683 0.056 Uiso 1 1 calc R U . . .
H22C H 0.237710 0.976229 0.774416 0.056 Uiso 1 1 calc R U . . .
C23 C 0.4875(2) 1.0493(2) 0.71277(7) 0.0341(5) Uani 1 1 d . . . . .
H23A H 0.572697 1.061466 0.709921 0.041 Uiso 1 1 calc R U . . .
H23B H 0.458489 1.054490 0.683742 0.041 Uiso 1 1 calc R U . . .
C24 C 0.4960(3) 1.1590(2) 0.73982(8) 0.0445(6) Uani 1 1 d . . . . .
H24A H 0.412132 1.147667 0.743523 0.067 Uiso 1 1 calc R U . . .
H24B H 0.549425 1.238324 0.725126 0.067 Uiso 1 1 calc R U . . .
H24C H 0.531787 1.160063 0.767866 0.067 Uiso 1 1 calc R U . . .
C25 C 0.4387(2) 0.9007(2) 0.77794(6) 0.0367(5) Uani 1 1 d . . . . .
H25A H 0.428218 0.959053 0.796849 0.044 Uiso 1 1 calc R U . . .
H25B H 0.381185 0.814651 0.788161 0.044 Uiso 1 1 calc R U . . .
C26 C 0.5752(3) 0.9272(3) 0.78197(10) 0.0585(8) Uani 1 1 d . . . . .
H26A H 0.633419 1.016378 0.777119 0.088 Uiso 1 1 calc R U . . .
H26B H 0.590004 0.877852 0.760682 0.088 Uiso 1 1 calc R U . . .
H26C H 0.588401 0.904187 0.810666 0.088 Uiso 1 1 calc R U . . .
C27 C 0.21922(19) 0.91303(18) 0.68519(6) 0.0262(3) Uani 1 1 d . . . . .
C28 C 0.1866(2) 1.0091(2) 0.68675(8) 0.0364(5) Uani 1 1 d . . . . .
H28 H 0.179615 1.040339 0.713688 0.044 Uiso 1 1 calc R U . . .
C29 C 0.1646(3) 1.0584(2) 0.64913(9) 0.0452(6) Uani 1 1 d . . . . .
H29 H 0.143333 1.122247 0.651066 0.054 Uiso 1 1 calc R U . . .
C30 C 0.1742(2) 1.0132(2) 0.60860(8) 0.0404(5) Uani 1 1 d . . . . .
H30 H 0.160770 1.047281 0.583304 0.048 Uiso 1 1 calc R U . . .
C31 C 0.2040(2) 0.9169(2) 0.60620(7) 0.0331(4) Uani 1 1 d . . . . .
H31 H 0.208934 0.885033 0.579124 0.040 Uiso 1 1 calc R U . . .
C32 C 0.2267(2) 0.8672(2) 0.64387(6) 0.0291(4) Uani 1 1 d . . . . .
H32 H 0.247116 0.802767 0.641648 0.035 Uiso 1 1 calc R U . . .
N1 N 0.27365(15) 0.57032(16) 0.70244(5) 0.0240(3) Uani 1 1 d . . . . .
O1 O 0.16616(14) 0.52103(15) 0.63647(4) 0.0290(3) Uani 1 1 d . . . . .
O2 O 0.22611(14) 0.39071(15) 0.66773(4) 0.0271(3) Uani 1 1 d . . . . .
O3 O 0.50488(15) 0.82420(17) 0.68544(5) 0.0390(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.209(2) . ?
C1 O2 1.358(2) . ?
C1 N1 1.365(2) . ?
C2 O2 1.454(2) . ?
C2 C9 1.511(3) . ?
C2 C3 1.561(3) . ?
C2 H9 0.9800 . ?
C3 N1 1.471(2) . ?
C3 C15 1.507(2) . ?
C3 H3 0.9800 . ?
C4 C8 1.342(3) . ?
C4 N1 1.415(3) . ?
C4 C5 1.477(3) . ?
C5 O3 1.221(2) . ?
C5 C6 1.532(3) . ?
C6 C23 1.535(3) . ?
C6 C25 1.565(3) . ?
C6 C7 1.590(3) . ?
C7 C8 1.528(3) . ?
C7 C22 1.542(3) . ?
C7 C27 1.547(3) . ?
C8 C21 1.491(3) . ?
C9 C10 1.393(3) . ?
C9 C14 1.396(3) . ?
C10 C11 1.392(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.382(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.387(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.391(4) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C20 1.389(3) . ?
C15 C16 1.396(3) . ?
C16 C17 1.390(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.392(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.380(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.397(3) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C24 1.524(3) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.521(4) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 C28 1.402(3) . ?
C27 C32 1.404(3) . ?
C28 C29 1.385(3) . ?
C28 H28 0.9300 . ?
C29 C30 1.386(4) . ?
C29 H29 0.9300 . ?
C30 C31 1.383(3) . ?
C30 H30 0.9300 . ?
C31 C32 1.392(3) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O2 122.55(17) . . ?
O1 C1 N1 128.14(19) . . ?
O2 C1 N1 109.31(15) . . ?
O2 C2 C9 109.86(16) . . ?
O2 C2 C3 102.95(15) . . ?
C9 C2 C3 114.12(15) . . ?
O2 C2 H9 109.9 . . ?
C9 C2 H9 109.9 . . ?
C3 C2 H9 109.9 . . ?
N1 C3 C15 113.46(15) . . ?
N1 C3 C2 99.09(14) . . ?
C15 C3 C2 117.02(16) . . ?
N1 C3 H3 108.9 . . ?
C15 C3 H3 108.9 . . ?
C2 C3 H3 108.9 . . ?
C8 C4 N1 126.68(17) . . ?
C8 C4 C5 110.44(18) . . ?
N1 C4 C5 122.88(17) . . ?
O3 C5 C4 126.0(2) . . ?
O3 C5 C6 127.57(19) . . ?
C4 C5 C6 106.38(16) . . ?
C5 C6 C23 112.67(17) . . ?
C5 C6 C25 103.01(18) . . ?
C23 C6 C25 110.87(16) . . ?
C5 C6 C7 100.95(15) . . ?
C23 C6 C7 116.59(18) . . ?
C25 C6 C7 111.56(16) . . ?
C8 C7 C22 109.64(16) . . ?
C8 C7 C27 108.67(15) . . ?
C22 C7 C27 110.95(18) . . ?
C8 C7 C6 102.49(15) . . ?
C22 C7 C6 114.11(16) . . ?
C27 C7 C6 110.55(15) . . ?
C4 C8 C21 126.71(18) . . ?
C4 C8 C7 111.11(16) . . ?
C21 C8 C7 122.13(18) . . ?
C10 C9 C14 118.6(2) . . ?
C10 C9 C2 121.50(17) . . ?
C14 C9 C2 119.7(2) . . ?
C11 C10 C9 121.1(2) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C12 C11 C10 119.5(3) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
C11 C12 C13 120.3(2) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C12 C13 C14 120.1(2) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 C9 120.4(3) . . ?
C13 C14 H14 119.8 . . ?
C9 C14 H14 119.8 . . ?
C20 C15 C16 119.18(17) . . ?
C20 C15 C3 118.48(18) . . ?
C16 C15 C3 122.34(16) . . ?
C17 C16 C15 120.28(18) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C16 C17 C18 120.2(2) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C19 C18 C17 119.84(18) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
C18 C19 C20 120.1(2) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C15 C20 C19 120.4(2) . . ?
C15 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C8 C21 H21A 109.5 . . ?
C8 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C8 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C7 C22 H22A 109.5 . . ?
C7 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C7 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 C6 116.21(18) . . ?
C24 C23 H23A 108.2 . . ?
C6 C23 H23A 108.2 . . ?
C24 C23 H23B 108.2 . . ?
C6 C23 H23B 108.2 . . ?
H23A C23 H23B 107.4 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C6 114.1(2) . . ?
C26 C25 H25A 108.7 . . ?
C6 C25 H25A 108.7 . . ?
C26 C25 H25B 108.7 . . ?
C6 C25 H25B 108.7 . . ?
H25A C25 H25B 107.6 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 C32 117.30(19) . . ?
C28 C27 C7 122.05(17) . . ?
C32 C27 C7 120.62(18) . . ?
C29 C28 C27 121.5(2) . . ?
C29 C28 H28 119.2 . . ?
C27 C28 H28 119.2 . . ?
C28 C29 C30 120.3(2) . . ?
C28 C29 H29 119.8 . . ?
C30 C29 H29 119.8 . . ?
C31 C30 C29 119.2(2) . . ?
C31 C30 H30 120.4 . . ?
C29 C30 H30 120.4 . . ?
C30 C31 C32 120.7(2) . . ?
C30 C31 H31 119.6 . . ?
C32 C31 H31 119.6 . . ?
C31 C32 C27 120.8(2) . . ?
C31 C32 H32 119.6 . . ?
C27 C32 H32 119.6 . . ?
C1 N1 C4 124.17(16) . . ?
C1 N1 C3 110.85(16) . . ?
C4 N1 C3 122.57(15) . . ?
C1 O2 C2 109.77(14) . . ?

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 C2 C3 N1 26.81(17) . . . . ?
C9 C2 C3 N1 -92.20(17) . . . . ?
O2 C2 C3 C15 149.10(16) . . . . ?
C9 C2 C3 C15 30.1(2) . . . . ?
C8 C4 C5 O3 -161.1(2) . . . . ?
N1 C4 C5 O3 18.2(3) . . . . ?
C8 C4 C5 C6 19.6(2) . . . . ?
N1 C4 C5 C6 -161.16(16) . . . . ?
O3 C5 C6 C23 27.4(3) . . . . ?
C4 C5 C6 C23 -153.29(17) . . . . ?
O3 C5 C6 C25 -92.1(2) . . . . ?
C4 C5 C6 C25 87.19(18) . . . . ?
O3 C5 C6 C7 152.5(2) . . . . ?
C4 C5 C6 C7 -28.20(19) . . . . ?
C5 C6 C7 C8 26.63(17) . . . . ?
C23 C6 C7 C8 149.03(16) . . . . ?
C25 C6 C7 C8 -82.21(19) . . . . ?
C5 C6 C7 C22 145.07(17) . . . . ?
C23 C6 C7 C22 -92.5(2) . . . . ?
C25 C6 C7 C22 36.2(2) . . . . ?
C5 C6 C7 C27 -89.04(18) . . . . ?
C23 C6 C7 C27 33.4(2) . . . . ?
C25 C6 C7 C27 162.12(17) . . . . ?
N1 C4 C8 C21 -2.7(3) . . . . ?
C5 C4 C8 C21 176.50(18) . . . . ?
N1 C4 C8 C7 179.78(16) . . . . ?
C5 C4 C8 C7 -1.0(2) . . . . ?
C22 C7 C8 C4 -138.52(18) . . . . ?
C27 C7 C8 C4 100.06(18) . . . . ?
C6 C7 C8 C4 -16.97(19) . . . . ?
C22 C7 C8 C21 43.8(2) . . . . ?
C27 C7 C8 C21 -77.6(2) . . . . ?
C6 C7 C8 C21 165.39(17) . . . . ?
O2 C2 C9 C10 -21.8(3) . . . . ?
C3 C2 C9 C10 93.2(2) . . . . ?
O2 C2 C9 C14 163.07(18) . . . . ?
C3 C2 C9 C14 -81.9(2) . . . . ?
C14 C9 C10 C11 2.2(3) . . . . ?
C2 C9 C10 C11 -173.0(2) . . . . ?
C9 C10 C11 C12 0.1(3) . . . . ?
C10 C11 C12 C13 -2.2(4) . . . . ?
C11 C12 C13 C14 2.0(4) . . . . ?
C12 C13 C14 C9 0.4(4) . . . . ?
C10 C9 C14 C13 -2.4(3) . . . . ?
C2 C9 C14 C13 172.9(2) . . . . ?
N1 C3 C15 C20 -143.28(19) . . . . ?
C2 C3 C15 C20 102.2(2) . . . . ?
N1 C3 C15 C16 37.5(3) . . . . ?
C2 C3 C15 C16 -77.0(2) . . . . ?
C20 C15 C16 C17 0.7(3) . . . . ?
C3 C15 C16 C17 179.91(19) . . . . ?
C15 C16 C17 C18 -1.7(3) . . . . ?
C16 C17 C18 C19 1.3(3) . . . . ?
C17 C18 C19 C20 0.2(4) . . . . ?
C16 C15 C20 C19 0.9(3) . . . . ?
C3 C15 C20 C19 -178.4(2) . . . . ?
C18 C19 C20 C15 -1.3(4) . . . . ?
C5 C6 C23 C24 -171.3(2) . . . . ?
C25 C6 C23 C24 -56.5(3) . . . . ?
C7 C6 C23 C24 72.6(2) . . . . ?
C5 C6 C25 C26 62.1(2) . . . . ?
C23 C6 C25 C26 -58.6(3) . . . . ?
C7 C6 C25 C26 169.6(2) . . . . ?
C8 C7 C27 C28 142.8(2) . . . . ?
C22 C7 C27 C28 22.2(3) . . . . ?
C6 C7 C27 C28 -105.4(2) . . . . ?
C8 C7 C27 C32 -39.1(2) . . . . ?
C22 C7 C27 C32 -159.73(19) . . . . ?
C6 C7 C27 C32 72.6(2) . . . . ?
C32 C27 C28 C29 -1.0(3) . . . . ?
C7 C27 C28 C29 177.1(2) . . . . ?
C27 C28 C29 C30 0.1(4) . . . . ?
C28 C29 C30 C31 1.0(4) . . . . ?
C29 C30 C31 C32 -1.3(4) . . . . ?
C30 C31 C32 C27 0.4(3) . . . . ?
C28 C27 C32 C31 0.8(3) . . . . ?
C7 C27 C32 C31 -177.39(19) . . . . ?
O1 C1 N1 C4 -4.3(3) . . . . ?
O2 C1 N1 C4 176.05(16) . . . . ?
O1 C1 N1 C3 -167.02(19) . . . . ?
O2 C1 N1 C3 13.4(2) . . . . ?
C8 C4 N1 C1 74.4(3) . . . . ?
C5 C4 N1 C1 -104.7(2) . . . . ?
C8 C4 N1 C3 -124.9(2) . . . . ?
C5 C4 N1 C3 56.0(2) . . . . ?
C15 C3 N1 C1 -149.93(17) . . . . ?
C2 C3 N1 C1 -25.10(19) . . . . ?
C15 C3 N1 C4 47.1(2) . . . . ?
C2 C3 N1 C4 171.89(16) . . . . ?
O1 C1 O2 C2 -173.34(18) . . . . ?
N1 C1 O2 C2 6.3(2) . . . . ?
C9 C2 O2 C1 100.33(18) . . . . ?
C3 C2 O2 C1 -21.60(19) . . . . ?

_refine_diff_density_max         0.254
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.051



####################################################################### 
# 
# 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_shelx_CCDC1
_audit_block_doi                 10.5517/ccdc.csd.cc1yx8ch
_database_code_depnum_ccdc_archive 'CCDC 1814627'
_audit_update_record             
;
2018-01-04 deposited with the CCDC.
2018-04-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H33 N O3'
_chemical_formula_weight         479.59
_chemical_oxdiff_usercomment     'Bernie Flynn RV-17-42 (FAV)'

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   10.2041(2)
_cell_length_b                   12.0967(2)
_cell_length_c                   10.8841(2)
_cell_angle_alpha                90
_cell_angle_beta                 109.609(2)
_cell_angle_gamma                90
_cell_volume                     1265.57(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    130.01(10)
_cell_measurement_reflns_used    8736
_cell_measurement_theta_min      3.6180
_cell_measurement_theta_max      76.7890

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_F_000             512
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.503
_exptl_crystal_size_mid          0.358
_exptl_crystal_size_min          0.239
_exptl_absorpt_coefficient_mu    0.630
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.89520
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.812
_oxdiff_exptl_absorpt_empirical_full_max 1.268
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      130.01(10)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.2273
_diffrn_reflns_number            11875
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_av_R_equivalents  0.0187
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.312
_diffrn_reflns_theta_max         77.158
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5308
_reflns_number_gt                5254
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.895
_reflns_Friedel_fraction_max     0.980
_reflns_Friedel_fraction_full    0.999

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0465P)²+0.1023P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2447 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(6)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         5308
_refine_ls_number_parameters     329
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0292
_refine_ls_R_factor_gt           0.0289
_refine_ls_wR_factor_ref         0.0742
_refine_ls_wR_factor_gt          0.0738
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_restrained_S_all      1.081
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.20207(16) 0.52617(14) 0.75417(15) 0.0267(3) Uani 1 1 d . . . . .
C2 C 0.39399(15) 0.47351(12) 0.69558(14) 0.0219(3) Uani 1 1 d . . . . .
H2 H 0.393147 0.427227 0.621419 0.026 Uiso 1 1 calc R U . . .
C3 C 0.37532(17) 0.39858(13) 0.80496(15) 0.0253(3) Uani 1 1 d . . . . .
H3 H 0.327425 0.330918 0.764155 0.030 Uiso 1 1 calc R U . . .
C4 C 0.17619(15) 0.56620(12) 0.53011(15) 0.0219(3) Uani 1 1 d . . . . .
H4 H 0.092335 0.597519 0.541287 0.026 Uiso 1 1 calc R U . . .
C5 C 0.12390(15) 0.46872(13) 0.43815(15) 0.0227(3) Uani 1 1 d . . . . .
C6 C 0.08537(14) 0.51171(13) 0.30231(15) 0.0225(3) Uani 1 1 d . . . . .
C7 C 0.10621(15) 0.63727(12) 0.30909(15) 0.0223(3) Uani 1 1 d . . . . .
C8 C 0.22277(15) 0.65372(12) 0.44943(14) 0.0210(3) Uani 1 1 d . . . . .
C9 C 0.50172(17) 0.36590(14) 0.91666(15) 0.0264(3) Uani 1 1 d . . . . .
C10 C 0.56496(19) 0.26557(15) 0.91120(16) 0.0295(3) Uani 1 1 d . . . . .
H10 H 0.528769 0.220132 0.838745 0.035 Uiso 1 1 calc R U . . .
C11 C 0.68226(19) 0.23220(16) 1.01333(17) 0.0323(4) Uani 1 1 d . . . . .
H11 H 0.724650 0.165005 1.008692 0.039 Uiso 1 1 calc R U . . .
C12 C 0.73587(19) 0.29946(17) 1.12217(17) 0.0336(4) Uani 1 1 d . . . . .
H12 H 0.813986 0.277340 1.190756 0.040 Uiso 1 1 calc R U . . .
C13 C 0.6724(2) 0.39976(16) 1.12812(17) 0.0342(4) Uani 1 1 d . . . . .
H13 H 0.708165 0.444771 1.201025 0.041 Uiso 1 1 calc R U . . .
C14 C 0.55605(19) 0.43342(15) 1.02619(16) 0.0315(3) Uani 1 1 d . . . . .
H14 H 0.514198 0.500881 1.030723 0.038 Uiso 1 1 calc R U . . .
C15 C 0.52511(15) 0.54332(13) 0.73726(14) 0.0212(3) Uani 1 1 d . . . . .
C16 C 0.64487(16) 0.49806(13) 0.72377(15) 0.0252(3) Uani 1 1 d . . . . .
H16 H 0.641658 0.427930 0.687861 0.030 Uiso 1 1 calc R U . . .
C17 C 0.76931(17) 0.55664(16) 0.76345(17) 0.0311(3) Uani 1 1 d . . . . .
H17 H 0.848765 0.526297 0.753244 0.037 Uiso 1 1 calc R U . . .
C18 C 0.77407(18) 0.66055(16) 0.81832(17) 0.0335(4) Uani 1 1 d . . . . .
H18 H 0.857146 0.699954 0.845441 0.040 Uiso 1 1 calc R U . . .
C19 C 0.65593(18) 0.70583(14) 0.83289(17) 0.0317(4) Uani 1 1 d . . . . .
H19 H 0.659614 0.775718 0.869511 0.038 Uiso 1 1 calc R U . . .
C20 C 0.53159(16) 0.64731(13) 0.79301(15) 0.0255(3) Uani 1 1 d . . . . .
H20 H 0.452465 0.677863 0.803684 0.031 Uiso 1 1 calc R U . . .
C21 C 0.05102(16) 0.43823(14) 0.20480(16) 0.0273(3) Uani 1 1 d . . . . .
H21 H 0.045077 0.365609 0.230468 0.033 Uiso 1 1 calc R U . . .
C22 C 0.0206(2) 0.45309(17) 0.06177(17) 0.0368(4) Uani 1 1 d . . . . .
H22A H 0.016643 0.530556 0.041669 0.055 Uiso 1 1 calc R U . . .
H22B H -0.067078 0.419340 0.014899 0.055 Uiso 1 1 calc R U . . .
H22C H 0.092799 0.418941 0.036755 0.055 Uiso 1 1 calc R U . . .
C23 C -0.03412(17) 0.69242(13) 0.30251(16) 0.0281(3) Uani 1 1 d . . . . .
H23A H -0.061565 0.664825 0.373959 0.034 Uiso 1 1 calc R U . . .
H23B H -0.020122 0.771568 0.314156 0.034 Uiso 1 1 calc R U . . .
C24 C -0.15198(17) 0.67091(15) 0.17418(18) 0.0338(4) Uani 1 1 d . . . . .
H24A H -0.141937 0.719191 0.107901 0.051 Uiso 1 1 calc R U . . .
H24B H -0.239770 0.684593 0.185757 0.051 Uiso 1 1 calc R U . . .
H24C H -0.148225 0.595433 0.148303 0.051 Uiso 1 1 calc R U . . .
C25 C 0.15460(18) 0.68696(14) 0.20245(15) 0.0290(3) Uani 1 1 d . . . . .
H25A H 0.228544 0.642779 0.192479 0.044 Uiso 1 1 calc R U . . .
H25B H 0.187416 0.760917 0.226301 0.044 Uiso 1 1 calc R U . . .
H25C H 0.078237 0.688378 0.121602 0.044 Uiso 1 1 calc R U . . .
C26 C 0.21685(17) 0.76812(13) 0.50744(15) 0.0256(3) Uani 1 1 d . . . . .
H26A H 0.287671 0.773459 0.591632 0.038 Uiso 1 1 calc R U . . .
H26B H 0.127182 0.778783 0.516206 0.038 Uiso 1 1 calc R U . . .
H26C H 0.232000 0.823863 0.450868 0.038 Uiso 1 1 calc R U . . .
C27 C 0.36801(15) 0.62909(12) 0.44055(14) 0.0213(3) Uani 1 1 d . . . . .
C28 C 0.39959(15) 0.52848(13) 0.39321(15) 0.0240(3) Uani 1 1 d . . . . .
H28 H 0.332874 0.472817 0.370865 0.029 Uiso 1 1 calc R U . . .
C29 C 0.52827(17) 0.50958(14) 0.37870(15) 0.0269(3) Uani 1 1 d . . . . .
H29 H 0.544983 0.442768 0.344343 0.032 Uiso 1 1 calc R U . . .
C30 C 0.63165(17) 0.58940(15) 0.41499(17) 0.0297(3) Uani 1 1 d . . . . .
H30 H 0.717978 0.576401 0.406375 0.036 Uiso 1 1 calc R U . . .
C31 C 0.60399(17) 0.68865(14) 0.46421(16) 0.0288(3) Uani 1 1 d . . . . .
H31 H 0.672766 0.742583 0.490087 0.035 Uiso 1 1 calc R U . . .
C32 C 0.47367(16) 0.70871(13) 0.47544(15) 0.0245(3) Uani 1 1 d . . . . .
H32 H 0.456655 0.776745 0.506932 0.029 Uiso 1 1 calc R U . . .
N1 N 0.26418(13) 0.53653(11) 0.66080(12) 0.0230(3) Uani 1 1 d . . . . .
O1 O 0.09502(12) 0.56868(12) 0.75462(12) 0.0345(3) Uani 1 1 d . . . . .
O2 O 0.28095(12) 0.46149(11) 0.85266(11) 0.0315(3) Uani 1 1 d . . . . .
O3 O 0.11865(12) 0.37398(10) 0.47351(12) 0.0298(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.209(2) . ?
C1 O2 1.353(2) . ?
C1 N1 1.372(2) . ?
C2 N1 1.4638(19) . ?
C2 C15 1.517(2) . ?
C2 C3 1.558(2) . ?
C2 H2 0.9800 . ?
C3 O2 1.453(2) . ?
C3 C9 1.498(2) . ?
C3 H3 0.9800 . ?
C4 N1 1.4494(19) . ?
C4 C5 1.523(2) . ?
C4 C8 1.549(2) . ?
C4 H4 0.9800 . ?
C5 O3 1.216(2) . ?
C5 C6 1.490(2) . ?
C6 C21 1.338(2) . ?
C6 C7 1.532(2) . ?
C7 C25 1.529(2) . ?
C7 C23 1.559(2) . ?
C7 C8 1.602(2) . ?
C8 C26 1.531(2) . ?
C8 C27 1.546(2) . ?
C9 C10 1.385(2) . ?
C9 C14 1.397(2) . ?
C10 C11 1.392(2) . ?
C10 H10 0.9300 . ?
C11 C12 1.389(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.387(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.386(3) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C20 1.388(2) . ?
C15 C16 1.391(2) . ?
C16 C17 1.390(2) . ?
C16 H16 0.9300 . ?
C17 C18 1.385(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.381(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.389(2) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.493(2) . ?
C21 H21 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C24 1.529(2) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 C32 1.400(2) . ?
C27 C28 1.401(2) . ?
C28 C29 1.393(2) . ?
C28 H28 0.9300 . ?
C29 C30 1.386(2) . ?
C29 H29 0.9300 . ?
C30 C31 1.382(3) . ?
C30 H30 0.9300 . ?
C31 C32 1.397(2) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O2 122.75(15) . . ?
O1 C1 N1 127.36(16) . . ?
O2 C1 N1 109.87(13) . . ?
N1 C2 C15 114.72(12) . . ?
N1 C2 C3 99.70(12) . . ?
C15 C2 C3 114.65(12) . . ?
N1 C2 H2 109.1 . . ?
C15 C2 H2 109.1 . . ?
C3 C2 H2 109.1 . . ?
O2 C3 C9 109.97(13) . . ?
O2 C3 C2 103.53(12) . . ?
C9 C3 C2 118.73(13) . . ?
O2 C3 H3 108.1 . . ?
C9 C3 H3 108.1 . . ?
C2 C3 H3 108.1 . . ?
N1 C4 C5 114.73(13) . . ?
N1 C4 C8 121.25(12) . . ?
C5 C4 C8 105.26(12) . . ?
N1 C4 H4 104.7 . . ?
C5 C4 H4 104.7 . . ?
C8 C4 H4 104.7 . . ?
O3 C5 C6 128.17(14) . . ?
O3 C5 C4 124.39(14) . . ?
C6 C5 C4 107.43(13) . . ?
C21 C6 C5 117.84(14) . . ?
C21 C6 C7 133.79(15) . . ?
C5 C6 C7 108.18(12) . . ?
C25 C7 C6 115.36(13) . . ?
C25 C7 C23 108.81(13) . . ?
C6 C7 C23 108.15(12) . . ?
C25 C7 C8 110.45(12) . . ?
C6 C7 C8 102.45(11) . . ?
C23 C7 C8 111.53(12) . . ?
C26 C8 C27 111.80(12) . . ?
C26 C8 C4 108.79(12) . . ?
C27 C8 C4 112.75(12) . . ?
C26 C8 C7 112.71(12) . . ?
C27 C8 C7 109.69(11) . . ?
C4 C8 C7 100.65(11) . . ?
C10 C9 C14 119.45(15) . . ?
C10 C9 C3 118.88(15) . . ?
C14 C9 C3 121.67(15) . . ?
C9 C10 C11 120.53(16) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C10 119.87(17) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C13 C12 C11 119.72(16) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C14 C13 C12 120.49(17) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C14 C9 119.94(17) . . ?
C13 C14 H14 120.0 . . ?
C9 C14 H14 120.0 . . ?
C20 C15 C16 119.21(14) . . ?
C20 C15 C2 122.88(14) . . ?
C16 C15 C2 117.85(13) . . ?
C17 C16 C15 120.64(16) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C18 C17 C16 119.51(16) . . ?
C18 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
C19 C18 C17 120.24(15) . . ?
C19 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
C18 C19 C20 120.20(16) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C15 C20 C19 120.18(15) . . ?
C15 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C6 C21 C22 130.91(16) . . ?
C6 C21 H21 114.5 . . ?
C22 C21 H21 114.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 C7 113.44(13) . . ?
C24 C23 H23A 108.9 . . ?
C7 C23 H23A 108.9 . . ?
C24 C23 H23B 108.9 . . ?
C7 C23 H23B 108.9 . . ?
H23A C23 H23B 107.7 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C7 C25 H25A 109.5 . . ?
C7 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C7 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C8 C26 H26A 109.5 . . ?
C8 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C8 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C32 C27 C28 116.51(14) . . ?
C32 C27 C8 121.17(14) . . ?
C28 C27 C8 122.28(13) . . ?
C29 C28 C27 121.75(14) . . ?
C29 C28 H28 119.1 . . ?
C27 C28 H28 119.1 . . ?
C30 C29 C28 120.63(16) . . ?
C30 C29 H29 119.7 . . ?
C28 C29 H29 119.7 . . ?
C31 C30 C29 118.73(15) . . ?
C31 C30 H30 120.6 . . ?
C29 C30 H30 120.6 . . ?
C30 C31 C32 120.61(15) . . ?
C30 C31 H31 119.7 . . ?
C32 C31 H31 119.7 . . ?
C31 C32 C27 121.73(15) . . ?
C31 C32 H32 119.1 . . ?
C27 C32 H32 119.1 . . ?
C1 N1 C4 117.49(12) . . ?
C1 N1 C2 111.33(13) . . ?
C4 N1 C2 126.26(12) . . ?
C1 O2 C3 108.01(12) . . ?

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
N1 C2 C3 O2 -24.73(14) . . . . ?
C15 C2 C3 O2 98.31(14) . . . . ?
N1 C2 C3 C9 -146.90(14) . . . . ?
C15 C2 C3 C9 -23.9(2) . . . . ?
N1 C4 C5 O3 20.6(2) . . . . ?
C8 C4 C5 O3 156.44(15) . . . . ?
N1 C4 C5 C6 -158.27(12) . . . . ?
C8 C4 C5 C6 -22.40(15) . . . . ?
O3 C5 C6 C21 -6.1(2) . . . . ?
C4 C5 C6 C21 172.72(13) . . . . ?
O3 C5 C6 C7 178.24(15) . . . . ?
C4 C5 C6 C7 -2.97(15) . . . . ?
C21 C6 C7 C25 -28.7(2) . . . . ?
C5 C6 C7 C25 146.02(13) . . . . ?
C21 C6 C7 C23 93.4(2) . . . . ?
C5 C6 C7 C23 -91.92(14) . . . . ?
C21 C6 C7 C8 -148.74(17) . . . . ?
C5 C6 C7 C8 25.98(15) . . . . ?
N1 C4 C8 C26 -71.94(17) . . . . ?
C5 C4 C8 C26 155.77(12) . . . . ?
N1 C4 C8 C27 52.67(18) . . . . ?
C5 C4 C8 C27 -79.62(14) . . . . ?
N1 C4 C8 C7 169.45(13) . . . . ?
C5 C4 C8 C7 37.16(13) . . . . ?
C25 C7 C8 C26 82.71(15) . . . . ?
C6 C7 C8 C26 -153.89(12) . . . . ?
C23 C7 C8 C26 -38.42(17) . . . . ?
C25 C7 C8 C27 -42.55(16) . . . . ?
C6 C7 C8 C27 80.85(14) . . . . ?
C23 C7 C8 C27 -163.68(12) . . . . ?
C25 C7 C8 C4 -161.57(12) . . . . ?
C6 C7 C8 C4 -38.18(13) . . . . ?
C23 C7 C8 C4 77.29(14) . . . . ?
O2 C3 C9 C10 146.13(14) . . . . ?
C2 C3 C9 C10 -94.98(17) . . . . ?
O2 C3 C9 C14 -33.2(2) . . . . ?
C2 C3 C9 C14 85.72(19) . . . . ?
C14 C9 C10 C11 -0.4(2) . . . . ?
C3 C9 C10 C11 -179.76(15) . . . . ?
C9 C10 C11 C12 0.5(3) . . . . ?
C10 C11 C12 C13 -0.3(3) . . . . ?
C11 C12 C13 C14 -0.1(3) . . . . ?
C12 C13 C14 C9 0.2(3) . . . . ?
C10 C9 C14 C13 0.1(2) . . . . ?
C3 C9 C14 C13 179.37(15) . . . . ?
N1 C2 C15 C20 27.03(19) . . . . ?
C3 C2 C15 C20 -87.51(17) . . . . ?
N1 C2 C15 C16 -155.90(13) . . . . ?
C3 C2 C15 C16 89.56(17) . . . . ?
C20 C15 C16 C17 -1.1(2) . . . . ?
C2 C15 C16 C17 -178.26(14) . . . . ?
C15 C16 C17 C18 0.8(2) . . . . ?
C16 C17 C18 C19 -0.3(3) . . . . ?
C17 C18 C19 C20 0.2(3) . . . . ?
C16 C15 C20 C19 1.0(2) . . . . ?
C2 C15 C20 C19 178.00(14) . . . . ?
C18 C19 C20 C15 -0.5(2) . . . . ?
C5 C6 C21 C22 -173.72(16) . . . . ?
C7 C6 C21 C22 0.6(3) . . . . ?
C25 C7 C23 C24 62.61(18) . . . . ?
C6 C7 C23 C24 -63.38(18) . . . . ?
C8 C7 C23 C24 -175.30(14) . . . . ?
C26 C8 C27 C32 -3.74(19) . . . . ?
C4 C8 C27 C32 -126.69(14) . . . . ?
C7 C8 C27 C32 122.04(14) . . . . ?
C26 C8 C27 C28 178.62(13) . . . . ?
C4 C8 C27 C28 55.67(18) . . . . ?
C7 C8 C27 C28 -55.60(18) . . . . ?
C32 C27 C28 C29 -1.5(2) . . . . ?
C8 C27 C28 C29 176.28(14) . . . . ?
C27 C28 C29 C30 2.1(2) . . . . ?
C28 C29 C30 C31 -0.9(2) . . . . ?
C29 C30 C31 C32 -0.9(2) . . . . ?
C30 C31 C32 C27 1.5(2) . . . . ?
C28 C27 C32 C31 -0.3(2) . . . . ?
C8 C27 C32 C31 -178.07(13) . . . . ?
O1 C1 N1 C4 -24.0(2) . . . . ?
O2 C1 N1 C4 157.68(13) . . . . ?
O1 C1 N1 C2 179.27(16) . . . . ?
O2 C1 N1 C2 0.91(18) . . . . ?
C5 C4 N1 C1 -95.41(16) . . . . ?
C8 C4 N1 C1 136.38(15) . . . . ?
C5 C4 N1 C2 57.48(19) . . . . ?
C8 C4 N1 C2 -70.73(19) . . . . ?
C15 C2 N1 C1 -107.72(15) . . . . ?
C3 C2 N1 C1 15.27(16) . . . . ?
C15 C2 N1 C4 98.00(16) . . . . ?
C3 C2 N1 C4 -139.01(14) . . . . ?
O1 C1 O2 C3 163.04(16) . . . . ?
N1 C1 O2 C3 -18.51(17) . . . . ?
C9 C3 O2 C1 155.16(13) . . . . ?
C2 C3 O2 C1 27.32(16) . . . . ?

_refine_diff_density_max         0.139
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.043



