# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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_sc2
_database_code_depnum_ccdc_archive 'CCDC 1048608'
_audit_update_record             
;
2015-02-09 deposited with the CCDC.
2015-06-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H25 N O2'
_chemical_formula_sum            'C19 H25 N O2'
_chemical_formula_weight         299.40

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c
_space_group_name_Hall           '-C 2yc'

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

_cell_length_a                   20.3839(14)
_cell_length_b                   6.2114(3)
_cell_length_c                   25.5110(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.442(6)
_cell_angle_gamma                90.00
_cell_volume                     3202.8(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1939
_cell_measurement_theta_min      3.49
_cell_measurement_theta_max      70.89

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.242
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1296
_exptl_absorpt_coefficient_mu    0.626
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.71
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   'ABSPACK(CrysAlis, Oxford Diffraction)'

_exptl_special_details           
; 
  The temperature of the crystal was controlled using the Oxford 
Cryosystem Cobra. 
The data collection nominally covered over a hemisphere of 
Reciprocal space, by a combination of nineteen sets of exposures with 
different φ angles for the crystal; each 12 s exposure at low angles or 
50 s exposure at high angles covered 1.0° in ω. 
The crystal-to-detector distance was 5.5 cm. 
Crystal decay was found to be negligible by repeating the initial 
frames at the end of data collection and analyzing the duplicate 
reflections. 
  
Hydrogen atoms were added at calculated positions and refined using 
a riding model.  Anisotropic displacement parameters were used for all 
non-H atoms; H-atoms were given isotropic displacement parameter equal 
to 1.2 (or 1.5 for methyl H-atoms) times the equivalent isotropic 
displacement parameter of the atom to which they are attached. 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Oxford Diffraction Gemini R'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_detector_area_resol_mean 10.2833
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        nil
_diffrn_reflns_number            8160
_diffrn_reflns_av_R_equivalents  0.0619
_diffrn_reflns_av_sigmaI/netI    0.0557
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         3.49
_diffrn_reflns_theta_max         70.91
_reflns_number_total             3030
_reflns_number_gt                2467
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd'
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997)'
_computing_publication_material  'SHELXTL (Sheldrick, 1997)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0979P)²+2.5007P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3030
_refine_ls_number_parameters     200
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0773
_refine_ls_R_factor_gt           0.0649
_refine_ls_wR_factor_ref         0.1856
_refine_ls_wR_factor_gt          0.1730
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.54247(12) 0.2707(4) 0.67814(9) 0.0312(5) Uani 1 1 d . . .
H1A H 0.4988 0.3188 0.6616 0.047 Uiso 1 1 calc R . .
H1B H 0.5754 0.3825 0.6740 0.047 Uiso 1 1 calc R . .
H1C H 0.5411 0.2438 0.7158 0.047 Uiso 1 1 calc R . .
O2 O 0.56014(8) 0.0773(3) 0.65330(6) 0.0315(4) Uani 1 1 d . . .
C3 C 0.56750(10) 0.0882(3) 0.60088(9) 0.0262(5) Uani 1 1 d . . .
C4 C 0.55474(11) 0.2697(3) 0.56917(9) 0.0270(5) Uani 1 1 d . . .
H4 H 0.5392 0.3979 0.5837 0.032 Uiso 1 1 calc R . .
C5 C 0.56455(11) 0.2639(3) 0.51644(9) 0.0250(5) Uani 1 1 d . . .
H5 H 0.5561 0.3887 0.4951 0.030 Uiso 1 1 calc R . .
C6 C 0.58678(10) 0.0757(3) 0.49441(9) 0.0241(5) Uani 1 1 d . . .
C7 C 0.59882(11) -0.1063(3) 0.52637(9) 0.0273(5) Uani 1 1 d . . .
H7 H 0.6135 -0.2355 0.5117 0.033 Uiso 1 1 calc R . .
C8 C 0.58966(11) -0.1004(3) 0.57894(9) 0.0273(5) Uani 1 1 d . . .
H8 H 0.5984 -0.2248 0.6003 0.033 Uiso 1 1 calc R . .
N9 N 0.59585(9) 0.0671(3) 0.44107(7) 0.0241(4) Uani 1 1 d . . .
C10 C 0.57965(11) 0.2043(3) 0.39868(8) 0.0246(5) Uani 1 1 d . . .
O10 O 0.55636(8) 0.3841(2) 0.39604(6) 0.0299(4) Uani 1 1 d . . .
C11 C 0.60343(10) 0.0422(3) 0.36195(9) 0.0255(5) Uani 1 1 d . . .
C12 C 0.62101(11) -0.1092(3) 0.40890(8) 0.0262(5) Uani 1 1 d . . .
H12 H 0.5911 -0.2374 0.4066 0.031 Uiso 1 1 calc R . .
C13 C 0.60935(10) 0.0344(3) 0.31104(9) 0.0274(5) Uani 1 1 d . . .
H13 H 0.6236 -0.0984 0.2979 0.033 Uiso 1 1 calc R . .
C14 C 0.59585(11) 0.2143(4) 0.27189(9) 0.0302(5) Uani 1 1 d . . .
H14A H 0.5710 0.3302 0.2873 0.036 Uiso 1 1 calc R . .
H14B H 0.5685 0.1606 0.2396 0.036 Uiso 1 1 calc R . .
C15 C 0.66158(12) 0.3041(4) 0.25750(9) 0.0310(5) Uani 1 1 d . . .
H15A H 0.6522 0.3946 0.2255 0.037 Uiso 1 1 calc R . .
H15B H 0.6895 0.1823 0.2487 0.037 Uiso 1 1 calc R . .
C16 C 0.70083(12) 0.4389(4) 0.30156(9) 0.0313(5) Uani 1 1 d . . .
H16A H 0.7052 0.5871 0.2882 0.038 Uiso 1 1 calc R . .
H16B H 0.6748 0.4473 0.3317 0.038 Uiso 1 1 calc R . .
C17 C 0.77008(12) 0.3543(4) 0.32201(9) 0.0330(5) Uani 1 1 d . . .
H17A H 0.7937 0.3227 0.2913 0.040 Uiso 1 1 calc R . .
H17B H 0.7949 0.4694 0.3429 0.040 Uiso 1 1 calc R . .
C18 C 0.77079(11) 0.1521(4) 0.35629(9) 0.0298(5) Uani 1 1 d . . .
H18A H 0.7410 0.0430 0.3376 0.036 Uiso 1 1 calc R . .
H18B H 0.8161 0.0914 0.3614 0.036 Uiso 1 1 calc R . .
C19 C 0.74893(11) 0.1979(4) 0.41024(9) 0.0295(5) Uani 1 1 d . . .
H19A H 0.7058 0.2731 0.4046 0.035 Uiso 1 1 calc R . .
H19B H 0.7813 0.2976 0.4297 0.035 Uiso 1 1 calc R . .
C20 C 0.74210(12) 0.0008(4) 0.44494(9) 0.0318(5) Uani 1 1 d . . .
H20A H 0.7288 0.0513 0.4788 0.038 Uiso 1 1 calc R . .
H20B H 0.7863 -0.0661 0.4530 0.038 Uiso 1 1 calc R . .
C21 C 0.69331(12) -0.1746(3) 0.42291(9) 0.0301(5) Uani 1 1 d . . .
H21A H 0.7089 -0.2344 0.3907 0.036 Uiso 1 1 calc R . .
H21B H 0.6953 -0.2923 0.4492 0.036 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O2 1.426(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
O2 C3 1.366(3) . ?
C3 C4 1.392(3) . ?
C3 C8 1.398(3) . ?
C4 C5 1.386(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.398(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.397(3) . ?
C6 N9 1.398(3) . ?
C7 C8 1.378(3) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
N9 C10 1.383(3) . ?
N9 C12 1.498(3) . ?
C10 O10 1.212(3) . ?
C10 C11 1.498(3) . ?
C11 C13 1.321(3) . ?
C11 C12 1.528(3) . ?
C12 C21 1.526(3) . ?
C12 H12 1.0000 . ?
C13 C14 1.500(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.539(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.540(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.533(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.530(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.527(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.528(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C21 1.532(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?

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
O2 C1 H1A 109.5 . . ?
O2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 O2 C1 117.33(17) . . ?
O2 C3 C4 124.96(19) . . ?
O2 C3 C8 115.61(19) . . ?
C4 C3 C8 119.4(2) . . ?
C5 C4 C3 120.2(2) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 120.47(19) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C7 C6 C5 118.9(2) . . ?
C7 C6 N9 120.13(19) . . ?
C5 C6 N9 120.92(18) . . ?
C8 C7 C6 120.70(19) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C7 C8 C3 120.23(19) . . ?
C7 C8 H8 119.9 . . ?
C3 C8 H8 119.9 . . ?
C10 N9 C6 133.59(18) . . ?
C10 N9 C12 94.94(16) . . ?
C6 N9 C12 131.22(17) . . ?
O10 C10 N9 131.6(2) . . ?
O10 C10 C11 137.8(2) . . ?
N9 C10 C11 90.62(16) . . ?
C13 C11 C10 135.9(2) . . ?
C13 C11 C12 134.9(2) . . ?
C10 C11 C12 89.16(16) . . ?
N9 C12 C21 117.06(18) . . ?
N9 C12 C11 85.28(15) . . ?
C21 C12 C11 117.94(18) . . ?
N9 C12 H12 111.4 . . ?
C21 C12 H12 111.4 . . ?
C11 C12 H12 111.4 . . ?
C11 C13 C14 126.5(2) . . ?
C11 C13 H13 116.7 . . ?
C14 C13 H13 116.7 . . ?
C13 C14 C15 109.79(19) . . ?
C13 C14 H14A 109.7 . . ?
C15 C14 H14A 109.7 . . ?
C13 C14 H14B 109.7 . . ?
C15 C14 H14B 109.7 . . ?
H14A C14 H14B 108.2 . . ?
C14 C15 C16 114.13(18) . . ?
C14 C15 H15A 108.7 . . ?
C16 C15 H15A 108.7 . . ?
C14 C15 H15B 108.7 . . ?
C16 C15 H15B 108.7 . . ?
H15A C15 H15B 107.6 . . ?
C17 C16 C15 115.52(19) . . ?
C17 C16 H16A 108.4 . . ?
C15 C16 H16A 108.4 . . ?
C17 C16 H16B 108.4 . . ?
C15 C16 H16B 108.4 . . ?
H16A C16 H16B 107.5 . . ?
C18 C17 C16 114.58(19) . . ?
C18 C17 H17A 108.6 . . ?
C16 C17 H17A 108.6 . . ?
C18 C17 H17B 108.6 . . ?
C16 C17 H17B 108.6 . . ?
H17A C17 H17B 107.6 . . ?
C19 C18 C17 112.31(19) . . ?
C19 C18 H18A 109.1 . . ?
C17 C18 H18A 109.1 . . ?
C19 C18 H18B 109.1 . . ?
C17 C18 H18B 109.1 . . ?
H18A C18 H18B 107.9 . . ?
C18 C19 C20 115.58(19) . . ?
C18 C19 H19A 108.4 . . ?
C20 C19 H19A 108.4 . . ?
C18 C19 H19B 108.4 . . ?
C20 C19 H19B 108.4 . . ?
H19A C19 H19B 107.4 . . ?
C19 C20 C21 117.45(19) . . ?
C19 C20 H20A 107.9 . . ?
C21 C20 H20A 107.9 . . ?
C19 C20 H20B 107.9 . . ?
C21 C20 H20B 107.9 . . ?
H20A C20 H20B 107.2 . . ?
C12 C21 C20 117.27(18) . . ?
C12 C21 H21A 108.0 . . ?
C20 C21 H21A 108.0 . . ?
C12 C21 H21B 108.0 . . ?
C20 C21 H21B 108.0 . . ?
H21A C21 H21B 107.2 . . ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        69.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.374
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.064
####################################################################### 
# 
# 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_sc3
_database_code_depnum_ccdc_archive 'CCDC 1048609'
_audit_update_record             
;
2015-02-09 deposited with the CCDC.
2015-06-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H25 N O3'
_chemical_formula_sum            'C19 H25 N O3'
_chemical_formula_weight         315.40

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/n
_symmetry_space_group_name_Hall  '-P 2yn'

loop_
_symmetry_equiv_pos_as_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                   6.2083(2)
_cell_length_b                   12.6788(5)
_cell_length_c                   21.0520(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.476(3)
_cell_angle_gamma                90.00
_cell_volume                     1656.54(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3342
_cell_measurement_theta_min      3.21
_cell_measurement_theta_max      30.22

_exptl_crystal_description       rod
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             680
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.84
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   'ABSPACK(CrysAlis, Oxford Diffraction)'

_exptl_special_details           
; 
  The temperature of the crystal was controlled using the Oxford 
Cryosystem Cryostream Cobra. 
The data collection nominally covered over a hemisphere of 
Reciprocal space, by a combination of five sets of exposures with 
different φ angles for the crystal; each 130 s exposure covered 
1.0° in ω. 
The crystal-to-detector distance was 5.5 cm. 
Crystal decay was found to be negligible by by repeating the initial 
frames at the end of data collection and analyzing the duplicate 
reflections. 
  
Hydrogen atoms were added at calculated positions and refined using 
a riding model.  Anisotropic displacement parameters were used for all 
non-H atoms; H-atoms were given isotropic displacement parameter equal 
to 1.2 (or 1.5 for methyl H-atoms) times the equivalent isotropic 
displacement parameter of the atom to which they are attached. 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Oxford Diffraction Gemini R'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_detector_area_resol_mean 10.2833
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        nil
_diffrn_reflns_number            15927
_diffrn_reflns_av_R_equivalents  0.0644
_diffrn_reflns_av_sigmaI/netI    0.0694
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.21
_diffrn_reflns_theta_max         30.29
_reflns_number_total             4458
_reflns_number_gt                2900
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd'
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997)'
_computing_publication_material  'SHELXTL (Sheldrick, 1997)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0357P)²+0.6987P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4458
_refine_ls_number_parameters     209
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1318
_refine_ls_R_factor_gt           0.0781
_refine_ls_wR_factor_ref         0.1385
_refine_ls_wR_factor_gt          0.1221
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.091
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4520(4) 0.98145(19) 0.14819(13) 0.0436(6) Uani 1 1 d . . .
H1A H 0.4778 0.9560 0.1051 0.065 Uiso 1 1 calc R . .
H1B H 0.5726 0.9607 0.1765 0.065 Uiso 1 1 calc R . .
H1C H 0.4394 1.0585 0.1477 0.065 Uiso 1 1 calc R . .
O2 O 0.2576(2) 0.93660(12) 0.17050(8) 0.0399(4) Uani 1 1 d . . .
C3 C 0.2462(3) 0.82876(17) 0.17139(10) 0.0281(5) Uani 1 1 d . . .
C4 C 0.4165(3) 0.76161(17) 0.15964(9) 0.0262(5) Uani 1 1 d . . .
H4 H 0.5536 0.7899 0.1501 0.031 Uiso 1 1 calc R . .
C5 C 0.3875(3) 0.65336(17) 0.16182(9) 0.0251(5) Uani 1 1 d . . .
H5 H 0.5054 0.6077 0.1542 0.030 Uiso 1 1 calc R . .
C6 C 0.1870(3) 0.61106(16) 0.17512(9) 0.0231(4) Uani 1 1 d . . .
C7 C 0.0162(3) 0.67887(17) 0.18800(10) 0.0276(5) Uani 1 1 d . . .
H7 H -0.1209 0.6508 0.1979 0.033 Uiso 1 1 calc R . .
C8 C 0.0466(3) 0.78620(18) 0.18639(10) 0.0299(5) Uani 1 1 d . . .
H8 H -0.0697 0.8320 0.1956 0.036 Uiso 1 1 calc R . .
N9 N 0.1581(2) 0.50143(14) 0.17405(8) 0.0263(4) Uani 1 1 d . . .
O10 O -0.1934(2) 0.45574(13) 0.20490(8) 0.0410(4) Uani 1 1 d . . .
C10 C -0.0116(3) 0.43626(19) 0.18750(10) 0.0319(5) Uani 1 1 d . . .
C11 C 0.1214(3) 0.34115(17) 0.17369(10) 0.0287(5) Uani 1 1 d . . .
C12 C 0.3110(3) 0.41336(16) 0.16067(10) 0.0263(5) Uani 1 1 d . . .
H12 H 0.4272 0.4073 0.1943 0.032 Uiso 1 1 calc R . .
C13 C 0.4000(3) 0.40630(17) 0.09423(10) 0.0282(5) Uani 1 1 d . . .
H13A H 0.4541 0.3338 0.0875 0.034 Uiso 1 1 calc R . .
H13B H 0.5243 0.4549 0.0915 0.034 Uiso 1 1 calc R . .
C14 C 0.2373(3) 0.43303(17) 0.04038(10) 0.0290(5) Uani 1 1 d . . .
H14A H 0.0897 0.4259 0.0565 0.035 Uiso 1 1 calc R . .
H14B H 0.2574 0.5075 0.0278 0.035 Uiso 1 1 calc R . .
C15 C 0.2581(3) 0.36300(17) -0.01838(10) 0.0319(5) Uani 1 1 d . . .
H15A H 0.4123 0.3571 -0.0287 0.038 Uiso 1 1 calc R . .
H15B H 0.1825 0.3973 -0.0548 0.038 Uiso 1 1 calc R . .
C16 C 0.1655(3) 0.25181(17) -0.00965(10) 0.0305(5) Uani 1 1 d . . .
H16A H 0.2109 0.2068 -0.0453 0.037 Uiso 1 1 calc R . .
H16B H 0.2269 0.2212 0.0301 0.037 Uiso 1 1 calc R . .
C17 C -0.0796(3) 0.24995(18) -0.00687(10) 0.0318(5) Uani 1 1 d . . .
H17A H -0.1248 0.2991 0.0268 0.038 Uiso 1 1 calc R . .
H17B H -0.1403 0.2764 -0.0478 0.038 Uiso 1 1 calc R . .
C18 C -0.1756(4) 0.14178(19) 0.00611(11) 0.0378(6) Uani 1 1 d . . .
H18A H -0.3336 0.1451 -0.0011 0.045 Uiso 1 1 calc R . .
H18B H -0.1174 0.0904 -0.0245 0.045 Uiso 1 1 calc R . .
C19 C -0.1283(4) 0.10276(18) 0.07298(11) 0.0380(6) Uani 1 1 d . . .
H19A H -0.1836 0.0301 0.0780 0.046 Uiso 1 1 calc R . .
H19B H 0.0291 0.1022 0.0818 0.046 Uiso 1 1 calc R . .
O20 O -0.2325(2) 0.17259(13) 0.11614(7) 0.0384(4) Uani 1 1 d . . .
C21 C -0.1224(4) 0.18497(19) 0.17623(11) 0.0394(6) Uani 1 1 d . . .
H21A H -0.1003 0.1148 0.1960 0.047 Uiso 1 1 calc R . .
H21B H -0.2124 0.2275 0.2047 0.047 Uiso 1 1 calc R . .
C22 C 0.0912(3) 0.23792(18) 0.16911(10) 0.0338(5) Uani 1 1 d . . .
H22 H 0.2125 0.1949 0.1608 0.041 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O2 1.425(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
O2 C3 1.369(3) . ?
C3 C4 1.385(3) . ?
C3 C8 1.395(3) . ?
C4 C5 1.385(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.391(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.397(3) . ?
C6 N9 1.402(3) . ?
C7 C8 1.374(3) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
N9 C10 1.374(3) . ?
N9 C12 1.497(3) . ?
O10 C10 1.221(2) . ?
C10 C11 1.494(3) . ?
C11 C22 1.325(3) . ?
C11 C12 1.522(3) . ?
C12 C13 1.520(3) . ?
C12 H12 1.0000 . ?
C13 C14 1.537(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.531(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.535(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.525(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.523(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.514(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 O20 1.435(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
O20 C21 1.431(3) . ?
C21 C22 1.497(3) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 C1 H1A 109.5 . . ?
O2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 O2 C1 116.59(17) . . ?
O2 C3 C4 124.84(19) . . ?
O2 C3 C8 115.85(18) . . ?
C4 C3 C8 119.3(2) . . ?
C3 C4 C5 120.18(18) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C4 C5 C6 120.44(19) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C7 119.32(19) . . ?
C5 C6 N9 119.60(18) . . ?
C7 C6 N9 121.07(17) . . ?
C8 C7 C6 119.94(18) . . ?
C8 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
C7 C8 C3 120.79(19) . . ?
C7 C8 H8 119.6 . . ?
C3 C8 H8 119.6 . . ?
C10 N9 C6 133.73(18) . . ?
C10 N9 C12 94.80(16) . . ?
C6 N9 C12 131.40(16) . . ?
O10 C10 N9 131.3(2) . . ?
O10 C10 C11 137.9(2) . . ?
N9 C10 C11 90.83(16) . . ?
C22 C11 C10 137.1(2) . . ?
C22 C11 C12 133.6(2) . . ?
C10 C11 C12 89.05(16) . . ?
N9 C12 C13 117.67(17) . . ?
N9 C12 C11 85.27(14) . . ?
C13 C12 C11 115.56(17) . . ?
N9 C12 H12 111.9 . . ?
C13 C12 H12 111.9 . . ?
C11 C12 H12 111.9 . . ?
C12 C13 C14 114.74(16) . . ?
C12 C13 H13A 108.6 . . ?
C14 C13 H13A 108.6 . . ?
C12 C13 H13B 108.6 . . ?
C14 C13 H13B 108.6 . . ?
H13A C13 H13B 107.6 . . ?
C15 C14 C13 113.62(18) . . ?
C15 C14 H14A 108.8 . . ?
C13 C14 H14A 108.8 . . ?
C15 C14 H14B 108.8 . . ?
C13 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
C14 C15 C16 113.34(17) . . ?
C14 C15 H15A 108.9 . . ?
C16 C15 H15A 108.9 . . ?
C14 C15 H15B 108.9 . . ?
C16 C15 H15B 108.9 . . ?
H15A C15 H15B 107.7 . . ?
C17 C16 C15 113.33(17) . . ?
C17 C16 H16A 108.9 . . ?
C15 C16 H16A 108.9 . . ?
C17 C16 H16B 108.9 . . ?
C15 C16 H16B 108.9 . . ?
H16A C16 H16B 107.7 . . ?
C18 C17 C16 114.61(18) . . ?
C18 C17 H17A 108.6 . . ?
C16 C17 H17A 108.6 . . ?
C18 C17 H17B 108.6 . . ?
C16 C17 H17B 108.6 . . ?
H17A C17 H17B 107.6 . . ?
C19 C18 C17 113.20(18) . . ?
C19 C18 H18A 108.9 . . ?
C17 C18 H18A 108.9 . . ?
C19 C18 H18B 108.9 . . ?
C17 C18 H18B 108.9 . . ?
H18A C18 H18B 107.8 . . ?
O20 C19 C18 107.92(19) . . ?
O20 C19 H19A 110.1 . . ?
C18 C19 H19A 110.1 . . ?
O20 C19 H19B 110.1 . . ?
C18 C19 H19B 110.1 . . ?
H19A C19 H19B 108.4 . . ?
C21 O20 C19 114.52(17) . . ?
O20 C21 C22 111.38(18) . . ?
O20 C21 H21A 109.4 . . ?
C22 C21 H21A 109.4 . . ?
O20 C21 H21B 109.4 . . ?
C22 C21 H21B 109.4 . . ?
H21A C21 H21B 108.0 . . ?
C11 C22 C21 124.0(2) . . ?
C11 C22 H22 118.0 . . ?
C21 C22 H22 118.0 . . ?

_diffrn_measured_fraction_theta_max 0.900
_diffrn_reflns_theta_full        28.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.046
####################################################################### 
# 
# 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_sc6
_database_code_depnum_ccdc_archive 'CCDC 1048610'
_audit_update_record             
;
2015-02-09 deposited with the CCDC.
2015-06-09 downloaded from the CCDC.
;
_audit_creation_date             2013-06-06
_audit_creation_method           
;
  Olex2 1.2
  (compiled Apr 23 2013 17:54:37, GUI svn.r4466)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C38 H50 N2 O6'
_chemical_formula_sum            'C38 H50 N2 O6'
_chemical_formula_weight         630.80
_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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.7440(3)
_cell_length_b                   10.4501(4)
_cell_length_c                   20.1688(6)
_cell_angle_alpha                100.027(3)
_cell_angle_beta                 98.395(3)
_cell_angle_gamma                104.657(3)
_cell_volume                     1720.46(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8287
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      77.9586
_cell_measurement_theta_min      4.4801
_exptl_absorpt_coefficient_mu    0.653
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96539
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.218
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.08
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            12402
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.184
_diffrn_reflns_theta_min         4.484
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean 10.2833
_diffrn_measured_fraction_theta_full 0.9995
_diffrn_measured_fraction_theta_max 0.9985
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -128.00   44.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.6532    0.0000  120.0000 172

#__ type_ start__ end____ width___ exp.time_
  2 omega  -96.00  -31.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.6532  125.0000  120.0000 65

#__ type_ start__ end____ width___ exp.time_
  3 omega  -50.00  -24.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.6532   38.0000 -180.0000 26

#__ type_ start__ end____ width___ exp.time_
  4 omega   33.00   90.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -       40.6532 -125.0000   30.0000 57

#__ type_ start__ end____ width___ exp.time_
  5 omega   28.00   61.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -       40.6532 -125.0000  -60.0000 33

#__ type_ start__ end____ width___ exp.time_
  6 omega -139.00 -114.00   1.0000   56.0000
omega____ theta____ kappa____ phi______ frames
    -      -61.5000 -111.0000  -60.0000 25

#__ type_ start__ end____ width___ exp.time_
  7 omega -125.00  -99.00   1.0000   56.0000
omega____ theta____ kappa____ phi______ frames
    -      -61.5000 -111.0000 -180.0000 26

#__ type_ start__ end____ width___ exp.time_
  8 omega   31.00  109.00   1.0000   56.0000
omega____ theta____ kappa____ phi______ frames
    -      115.0000  -94.0000   90.0000 78

#__ type_ start__ end____ width___ exp.time_
  9 omega   88.00  171.00   1.0000   56.0000
omega____ theta____ kappa____ phi______ frames
    -      115.0000   45.0000   60.0000 83

#__ type_ start__ end____ width___ exp.time_
 10 omega  111.00  177.00   1.0000   56.0000
omega____ theta____ kappa____ phi______ frames
    -      115.0000   92.0000 -113.0000 66

#__ type_ start__ end____ width___ exp.time_
 11 omega   39.00   95.00   1.0000   56.0000
omega____ theta____ kappa____ phi______ frames
    -      115.0000  -94.0000 -180.0000 56

#__ type_ start__ end____ width___ exp.time_
 12 omega   90.00  171.00   1.0000   56.0000
omega____ theta____ kappa____ phi______ frames
    -      115.0000   30.0000   30.0000 81

#__ type_ start__ end____ width___ exp.time_
 13 omega   48.00  109.00   1.0000   56.0000
omega____ theta____ kappa____ phi______ frames
    -      115.0000  -94.0000  -30.0000 61

#__ type_ start__ end____ width___ exp.time_
 14 omega  114.00  178.00   1.0000   56.0000
omega____ theta____ kappa____ phi______ frames
    -      115.0000   45.0000  -60.0000 64

#__ type_ start__ end____ width___ exp.time_
 15 omega   63.00   89.00   1.0000   56.0000
omega____ theta____ kappa____ phi______ frames
    -      115.0000  -30.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
 16 omega   57.00   98.00   1.0000   56.0000
omega____ theta____ kappa____ phi______ frames
    -      115.0000  -45.0000 -150.0000 41

#__ type_ start__ end____ width___ exp.time_
 17 omega   68.00  106.00   1.0000   56.0000
omega____ theta____ kappa____ phi______ frames
    -      115.0000  -94.0000   30.0000 38

#__ type_ start__ end____ width___ exp.time_
 18 omega   38.00   63.00   1.0000   56.0000
omega____ theta____ kappa____ phi______ frames
    -      115.0000  -30.0000   90.0000 25

#__ type_ start__ end____ width___ exp.time_
 19 omega  116.00  161.00   1.0000   56.0000
omega____ theta____ kappa____ phi______ frames
    -      115.0000  111.0000  -30.0000 45

#__ type_ start__ end____ width___ exp.time_
 20 omega  117.00  143.00   1.0000   56.0000
omega____ theta____ kappa____ phi______ frames
    -      115.0000  111.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
 21 omega   41.00   94.00   1.0000   56.0000
omega____ theta____ kappa____ phi______ frames
    -      115.0000  -45.0000  -60.0000 53

#__ type_ start__ end____ width___ exp.time_
 22 omega   38.00  115.00   1.0000   56.0000
omega____ theta____ kappa____ phi______ frames
    -      115.0000 -111.0000  -90.0000 77
;
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.1096268000
_diffrn_orient_matrix_UB_12      -0.0578208000
_diffrn_orient_matrix_UB_13      -0.0717060000
_diffrn_orient_matrix_UB_21      0.0282535000
_diffrn_orient_matrix_UB_22      0.1444157000
_diffrn_orient_matrix_UB_23      -0.0129095000
_diffrn_orient_matrix_UB_31      0.1473854000
_diffrn_orient_matrix_UB_32      -0.0143858000
_diffrn_orient_matrix_UB_33      -0.0309481000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6483
_reflns_number_total             7138
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     69.95
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     417
_refine_ls_number_reflns         7138
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0451
_refine_ls_R_factor_gt           0.0417
_refine_ls_restrained_S_all      1.042
_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)+(0.0704P)²+0.2850P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1187
_refine_ls_wR_factor_ref         0.1229
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C12(H12), C26(H26)
2.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,
 H17B), C18(H18A,H18B), C19(H19A,H19B), C21(H21A,H21B), C27(H27A,H27B),
 C28(H28A,H28B), C29(H29A,H29B), C30(H30A,H30B), C31(H31A,H31B), C32(H32A,H32B),
  C33(H33A,H33B), C35(H35A,H35B)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C7(H7), C8(H8), C22(H22), C36(H36), C37(H37), C38(H38),
 C40(H40), C41(H41)
2.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C44(H44A,H44B,H44C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.08357(15) 1.09910(15) 0.94238(6) 0.0379(3) Uani 1 1 d . . . . .
H1A H -0.1309 1.0930 0.8944 0.057 Uiso 1 1 calc R U . . .
H1B H -0.1076 1.1733 0.9720 0.057 Uiso 1 1 calc R U . . .
H1C H -0.1294 1.0135 0.9554 0.057 Uiso 1 1 calc R U . . .
O2 O 0.08682(11) 1.12458(10) 0.95013(5) 0.0396(2) Uani 1 1 d . . . . .
C3 C 0.14302(14) 1.03065(11) 0.91276(5) 0.0276(2) Uani 1 1 d . . . . .
C4 C 0.04665(13) 0.91086(11) 0.86862(5) 0.0263(2) Uani 1 1 d . . . . .
H4 H -0.0675 0.8881 0.8630 0.032 Uiso 1 1 calc R U . . .
C5 C 0.11932(12) 0.82446(11) 0.83265(5) 0.0253(2) Uani 1 1 d . . . . .
H5 H 0.0539 0.7424 0.8024 0.030 Uiso 1 1 calc R U . . .
C6 C 0.28625(12) 0.85678(10) 0.84042(5) 0.0225(2) Uani 1 1 d . . . . .
C7 C 0.38236(13) 0.97545(12) 0.88667(6) 0.0289(2) Uani 1 1 d . . . . .
H7 H 0.4966 0.9967 0.8936 0.035 Uiso 1 1 calc R U . . .
C8 C 0.31083(14) 1.06157(12) 0.92218(6) 0.0323(2) Uani 1 1 d . . . . .
H8 H 0.3763 1.1425 0.9533 0.039 Uiso 1 1 calc R U . . .
N9 N 0.35778(10) 0.77101(9) 0.80249(4) 0.02285(18) Uani 1 1 d . . . . .
C10 C 0.51582(12) 0.78023(10) 0.79815(5) 0.0231(2) Uani 1 1 d . . . . .
O10 O 0.64078(9) 0.86980(8) 0.82234(4) 0.03016(18) Uani 1 1 d . . . . .
C11 C 0.46549(12) 0.64146(10) 0.75222(5) 0.0225(2) Uani 1 1 d . . . . .
C12 C 0.29087(12) 0.63103(10) 0.75812(5) 0.0225(2) Uani 1 1 d . . . . .
H12 H 0.2493 0.5628 0.7852 0.027 Uiso 1 1 calc R U . . .
C13 C 0.17361(12) 0.61160(10) 0.69098(5) 0.0253(2) Uani 1 1 d . . . . .
H13A H 0.0647 0.6035 0.7012 0.030 Uiso 1 1 calc R U . . .
H13B H 0.1694 0.5246 0.6609 0.030 Uiso 1 1 calc R U . . .
C14 C 0.21216(13) 0.72335(11) 0.65096(6) 0.0281(2) Uani 1 1 d . . . . .
H14A H 0.3288 0.7489 0.6502 0.034 Uiso 1 1 calc R U . . .
H14B H 0.1863 0.8046 0.6742 0.034 Uiso 1 1 calc R U . . .
C15 C 0.11473(14) 0.67527(11) 0.57729(6) 0.0292(2) Uani 1 1 d . . . . .
H15A H 0.1564 0.6056 0.5521 0.035 Uiso 1 1 calc R U . . .
H15B H 0.0010 0.6315 0.5786 0.035 Uiso 1 1 calc R U . . .
C16 C 0.11913(15) 0.78709(11) 0.53757(6) 0.0315(2) Uani 1 1 d . . . . .
H16A H 0.2324 0.8310 0.5356 0.038 Uiso 1 1 calc R U . . .
H16B H 0.0767 0.8568 0.5622 0.038 Uiso 1 1 calc R U . . .
C17 C 0.01984(14) 0.73299(11) 0.46443(6) 0.0301(2) Uani 1 1 d . . . . .
H17A H 0.0713 0.6723 0.4382 0.036 Uiso 1 1 calc R U . . .
H17B H -0.0891 0.6781 0.4664 0.036 Uiso 1 1 calc R U . . .
C18 C 0.00268(15) 0.84347(11) 0.42601(6) 0.0312(2) Uani 1 1 d . . . . .
H18A H -0.0490 0.9043 0.4519 0.037 Uiso 1 1 calc R U . . .
H18B H 0.1113 0.8982 0.4236 0.037 Uiso 1 1 calc R U . . .
C19 C -0.09629(14) 0.78616(11) 0.35419(6) 0.0296(2) Uani 1 1 d . . . . .
H19A H -0.0373 0.7364 0.3259 0.036 Uiso 1 1 calc R U . . .
H19B H -0.1997 0.7216 0.3557 0.036 Uiso 1 1 calc R U . . .
O20 O -0.12737(11) 0.89352(9) 0.32393(4) 0.03275(19) Uani 1 1 d . . . . .
C21 C -0.11121(13) 0.87701(12) 0.25363(5) 0.0272(2) Uani 1 1 d . . . . .
H21A H -0.1662 0.9346 0.2310 0.033 Uiso 1 1 calc R U . . .
H21B H -0.1626 0.7814 0.2292 0.033 Uiso 1 1 calc R U . . .
C22 C 0.06443(13) 0.91642(11) 0.24995(5) 0.0263(2) Uani 1 1 d . . . . .
H22 H 0.1237 1.0095 0.2650 0.032 Uiso 1 1 calc R U . . .
C23 C 0.14154(12) 0.82940(11) 0.22706(5) 0.0236(2) Uani 1 1 d . . . . .
C24 C 0.09657(13) 0.68083(11) 0.19504(5) 0.0248(2) Uani 1 1 d . . . . .
O24 O -0.02408(10) 0.58504(8) 0.17991(5) 0.0348(2) Uani 1 1 d . . . . .
N25 N 0.25380(10) 0.69185(9) 0.18783(5) 0.02359(19) Uani 1 1 d . . . . .
C26 C 0.31537(12) 0.84032(10) 0.21976(5) 0.0234(2) Uani 1 1 d . . . . .
H26 H 0.3492 0.8954 0.1857 0.028 Uiso 1 1 calc R U . . .
C27 C 0.43975(13) 0.88344(10) 0.28703(6) 0.0263(2) Uani 1 1 d . . . . .
H27A H 0.5472 0.8853 0.2764 0.032 Uiso 1 1 calc R U . . .
H27B H 0.4448 0.9768 0.3097 0.032 Uiso 1 1 calc R U . . .
C28 C 0.40431(14) 0.79150(11) 0.33706(6) 0.0309(2) Uani 1 1 d . . . . .
H28A H 0.4136 0.7010 0.3169 0.037 Uiso 1 1 calc R U . . .
H28B H 0.2917 0.7801 0.3431 0.037 Uiso 1 1 calc R U . . .
C29 C 0.51662(14) 0.84504(11) 0.40739(6) 0.0305(2) Uani 1 1 d . . . . .
H29A H 0.6290 0.8779 0.4011 0.037 Uiso 1 1 calc R U . . .
H29B H 0.4882 0.9230 0.4326 0.037 Uiso 1 1 calc R U . . .
C30 C 0.50709(15) 0.73764(12) 0.45019(6) 0.0339(3) Uani 1 1 d . . . . .
H30A H 0.3936 0.7021 0.4545 0.041 Uiso 1 1 calc R U . . .
H30B H 0.5392 0.6614 0.4254 0.041 Uiso 1 1 calc R U . . .
C31 C 0.61248(15) 0.78822(11) 0.52188(6) 0.0315(2) Uani 1 1 d . . . . .
H31A H 0.5681 0.8523 0.5498 0.038 Uiso 1 1 calc R U . . .
H31B H 0.7225 0.8382 0.5185 0.038 Uiso 1 1 calc R U . . .
C32 C 0.62258(14) 0.67320(11) 0.55799(6) 0.0313(2) Uani 1 1 d . . . . .
H32A H 0.5123 0.6224 0.5606 0.038 Uiso 1 1 calc R U . . .
H32B H 0.6683 0.6099 0.5303 0.038 Uiso 1 1 calc R U . . .
C33 C 0.72473(14) 0.72214(11) 0.62956(6) 0.0297(2) Uani 1 1 d . . . . .
H33A H 0.8286 0.7868 0.6287 0.036 Uiso 1 1 calc R U . . .
H33B H 0.6685 0.7698 0.6603 0.036 Uiso 1 1 calc R U . . .
O34 O 0.75379(10) 0.60896(9) 0.65487(4) 0.03247(19) Uani 1 1 d . . . . .
C35 C 0.71877(13) 0.60458(11) 0.72148(5) 0.0268(2) Uani 1 1 d . . . . .
H35A H 0.7686 0.6950 0.7525 0.032 Uiso 1 1 calc R U . . .
H35B H 0.7662 0.5388 0.7404 0.032 Uiso 1 1 calc R U . . .
C36 C 0.54013(13) 0.56414(11) 0.71877(5) 0.0260(2) Uani 1 1 d . . . . .
H36 H 0.4774 0.4781 0.6914 0.031 Uiso 1 1 calc R U . . .
C37 C 0.31014(14) 0.38174(11) 0.08793(6) 0.0281(2) Uani 1 1 d . . . . .
H37 H 0.2498 0.2906 0.0672 0.034 Uiso 1 1 calc R U . . .
C38 C 0.23668(13) 0.46822(11) 0.12189(5) 0.0259(2) Uani 1 1 d . . . . .
H38 H 0.1262 0.4369 0.1244 0.031 Uiso 1 1 calc R U . . .
C39 C 0.32613(12) 0.60274(10) 0.15272(5) 0.0229(2) Uani 1 1 d . . . . .
C40 C 0.48679(13) 0.64794(11) 0.14744(6) 0.0261(2) Uani 1 1 d . . . . .
H40 H 0.5468 0.7394 0.1675 0.031 Uiso 1 1 calc R U . . .
C41 C 0.56081(13) 0.56065(11) 0.11299(6) 0.0279(2) Uani 1 1 d . . . . .
H41 H 0.6706 0.5923 0.1096 0.033 Uiso 1 1 calc R U . . .
C42 C 0.47276(13) 0.42709(11) 0.08374(5) 0.0269(2) Uani 1 1 d . . . . .
O43 O 0.53259(10) 0.33106(9) 0.05029(5) 0.0358(2) Uani 1 1 d . . . . .
C44 C 0.69408(15) 0.37348(14) 0.04029(6) 0.0377(3) Uani 1 1 d . . . . .
H44A H 0.7039 0.4438 0.0135 0.057 Uiso 1 1 calc R U . . .
H44B H 0.7217 0.2958 0.0155 0.057 Uiso 1 1 calc R U . . .
H44C H 0.7678 0.4100 0.0850 0.057 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 O2 1.4254(15) . ?
O2 C3 1.3666(13) . ?
C3 C4 1.3889(16) . ?
C3 C8 1.3967(16) . ?
C4 H4 0.9500 . ?
C4 C5 1.3936(15) . ?
C5 H5 0.9500 . ?
C5 C6 1.3909(14) . ?
C6 C7 1.3982(15) . ?
C6 N9 1.4016(13) . ?
C7 H7 0.9500 . ?
C7 C8 1.3804(16) . ?
C8 H8 0.9500 . ?
N9 C10 1.3776(13) . ?
N9 C12 1.4970(12) . ?
C10 O10 1.2149(13) . ?
C10 C11 1.4982(14) . ?
C11 C12 1.5267(13) . ?
C11 C36 1.3191(15) . ?
C12 H12 1.0000 . ?
C12 C13 1.5230(14) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.5289(15) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.5296(14) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.5235(15) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.5285(15) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.5236(15) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.5086(15) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 O20 1.4316(13) . ?
O20 C21 1.4303(13) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.5025(14) . ?
C22 H22 0.9500 . ?
C22 C23 1.3228(15) . ?
C23 C24 1.4999(14) . ?
C23 C26 1.5259(13) . ?
C24 O24 1.2138(14) . ?
C24 N25 1.3816(13) . ?
N25 C26 1.4966(13) . ?
N25 C39 1.4027(14) . ?
C26 H26 1.0000 . ?
C26 C27 1.5281(14) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.5216(15) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C29 1.5259(15) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.5241(16) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C30 C31 1.5224(15) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.5240(15) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C33 1.5094(15) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 O34 1.4312(13) . ?
O34 C35 1.4266(13) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C35 C36 1.5014(14) . ?
C36 H36 0.9500 . ?
C37 H37 0.9500 . ?
C37 C38 1.3803(16) . ?
C37 C42 1.4006(16) . ?
C38 H38 0.9500 . ?
C38 C39 1.4042(14) . ?
C39 C40 1.3905(15) . ?
C40 H40 0.9500 . ?
C40 C41 1.3940(15) . ?
C41 H41 0.9500 . ?
C41 C42 1.3877(16) . ?
C42 O43 1.3671(13) . ?
O43 C44 1.4243(15) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 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 . . ?
O2 C1 H1A 109.5 . . ?
O2 C1 H1B 109.5 . . ?
O2 C1 H1C 109.5 . . ?
C3 O2 C1 117.66(10) . . ?
O2 C3 C4 124.93(10) . . ?
O2 C3 C8 115.03(10) . . ?
C4 C3 C8 120.03(10) . . ?
C3 C4 H4 120.4 . . ?
C3 C4 C5 119.22(10) . . ?
C5 C4 H4 120.4 . . ?
C4 C5 H5 119.6 . . ?
C6 C5 C4 120.90(10) . . ?
C6 C5 H5 119.6 . . ?
C5 C6 C7 119.42(10) . . ?
C5 C6 N9 120.39(9) . . ?
C7 C6 N9 120.20(9) . . ?
C6 C7 H7 120.1 . . ?
C8 C7 C6 119.83(10) . . ?
C8 C7 H7 120.1 . . ?
C3 C8 H8 119.7 . . ?
C7 C8 C3 120.55(10) . . ?
C7 C8 H8 119.7 . . ?
C6 N9 C12 132.24(8) . . ?
C10 N9 C6 132.51(9) . . ?
C10 N9 C12 94.99(8) . . ?
N9 C10 C11 90.71(8) . . ?
O10 C10 N9 132.24(10) . . ?
O10 C10 C11 137.03(10) . . ?
C10 C11 C12 89.03(8) . . ?
C36 C11 C10 135.24(9) . . ?
C36 C11 C12 135.68(10) . . ?
N9 C12 C11 85.26(7) . . ?
N9 C12 H12 111.7 . . ?
N9 C12 C13 118.08(8) . . ?
C11 C12 H12 111.7 . . ?
C13 C12 C11 115.86(8) . . ?
C13 C12 H12 111.7 . . ?
C12 C13 H13A 108.3 . . ?
C12 C13 H13B 108.3 . . ?
C12 C13 C14 116.07(8) . . ?
H13A C13 H13B 107.4 . . ?
C14 C13 H13A 108.3 . . ?
C14 C13 H13B 108.3 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 C15 110.63(9) . . ?
H14A C14 H14B 108.1 . . ?
C15 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
C14 C15 H15A 108.6 . . ?
C14 C15 H15B 108.6 . . ?
H15A C15 H15B 107.6 . . ?
C16 C15 C14 114.54(9) . . ?
C16 C15 H15A 108.6 . . ?
C16 C15 H15B 108.6 . . ?
C15 C16 H16A 109.2 . . ?
C15 C16 H16B 109.2 . . ?
C15 C16 C17 112.14(9) . . ?
H16A C16 H16B 107.9 . . ?
C17 C16 H16A 109.2 . . ?
C17 C16 H16B 109.2 . . ?
C16 C17 H17A 108.8 . . ?
C16 C17 H17B 108.8 . . ?
H17A C17 H17B 107.7 . . ?
C18 C17 C16 113.87(9) . . ?
C18 C17 H17A 108.8 . . ?
C18 C17 H17B 108.8 . . ?
C17 C18 H18A 109.1 . . ?
C17 C18 H18B 109.1 . . ?
H18A C18 H18B 107.9 . . ?
C19 C18 C17 112.29(9) . . ?
C19 C18 H18A 109.1 . . ?
C19 C18 H18B 109.1 . . ?
C18 C19 H19A 109.7 . . ?
C18 C19 H19B 109.7 . . ?
H19A C19 H19B 108.2 . . ?
O20 C19 C18 109.94(9) . . ?
O20 C19 H19A 109.7 . . ?
O20 C19 H19B 109.7 . . ?
C21 O20 C19 112.89(8) . . ?
O20 C21 H21A 109.7 . . ?
O20 C21 H21B 109.7 . . ?
O20 C21 C22 109.63(9) . . ?
H21A C21 H21B 108.2 . . ?
C22 C21 H21A 109.7 . . ?
C22 C21 H21B 109.7 . . ?
C21 C22 H22 118.0 . . ?
C23 C22 C21 123.97(10) . . ?
C23 C22 H22 118.0 . . ?
C22 C23 C24 136.08(10) . . ?
C22 C23 C26 134.79(10) . . ?
C24 C23 C26 89.09(8) . . ?
O24 C24 C23 137.39(10) . . ?
O24 C24 N25 132.03(10) . . ?
N25 C24 C23 90.58(8) . . ?
C24 N25 C26 94.95(8) . . ?
C24 N25 C39 132.81(9) . . ?
C39 N25 C26 131.45(8) . . ?
C23 C26 H26 112.1 . . ?
C23 C26 C27 115.58(9) . . ?
N25 C26 C23 85.38(7) . . ?
N25 C26 H26 112.1 . . ?
N25 C26 C27 117.17(8) . . ?
C27 C26 H26 112.1 . . ?
C26 C27 H27A 108.7 . . ?
C26 C27 H27B 108.7 . . ?
H27A C27 H27B 107.6 . . ?
C28 C27 C26 114.05(9) . . ?
C28 C27 H27A 108.7 . . ?
C28 C27 H27B 108.7 . . ?
C27 C28 H28A 108.8 . . ?
C27 C28 H28B 108.8 . . ?
C27 C28 C29 113.63(9) . . ?
H28A C28 H28B 107.7 . . ?
C29 C28 H28A 108.8 . . ?
C29 C28 H28B 108.8 . . ?
C28 C29 H29A 109.1 . . ?
C28 C29 H29B 109.1 . . ?
H29A C29 H29B 107.8 . . ?
C30 C29 C28 112.55(9) . . ?
C30 C29 H29A 109.1 . . ?
C30 C29 H29B 109.1 . . ?
C29 C30 H30A 108.7 . . ?
C29 C30 H30B 108.7 . . ?
H30A C30 H30B 107.6 . . ?
C31 C30 C29 114.32(10) . . ?
C31 C30 H30A 108.7 . . ?
C31 C30 H30B 108.7 . . ?
C30 C31 H31A 109.1 . . ?
C30 C31 H31B 109.1 . . ?
C30 C31 C32 112.46(9) . . ?
H31A C31 H31B 107.8 . . ?
C32 C31 H31A 109.1 . . ?
C32 C31 H31B 109.1 . . ?
C31 C32 H32A 109.0 . . ?
C31 C32 H32B 109.0 . . ?
H32A C32 H32B 107.8 . . ?
C33 C32 C31 113.01(9) . . ?
C33 C32 H32A 109.0 . . ?
C33 C32 H32B 109.0 . . ?
C32 C33 H33A 109.7 . . ?
C32 C33 H33B 109.7 . . ?
H33A C33 H33B 108.2 . . ?
O34 C33 C32 109.61(9) . . ?
O34 C33 H33A 109.7 . . ?
O34 C33 H33B 109.7 . . ?
C35 O34 C33 113.90(8) . . ?
O34 C35 H35A 109.4 . . ?
O34 C35 H35B 109.4 . . ?
O34 C35 C36 111.23(9) . . ?
H35A C35 H35B 108.0 . . ?
C36 C35 H35A 109.4 . . ?
C36 C35 H35B 109.4 . . ?
C11 C36 C35 123.62(10) . . ?
C11 C36 H36 118.2 . . ?
C35 C36 H36 118.2 . . ?
C38 C37 H37 119.7 . . ?
C38 C37 C42 120.61(10) . . ?
C42 C37 H37 119.7 . . ?
C37 C38 H38 120.2 . . ?
C37 C38 C39 119.63(10) . . ?
C39 C38 H38 120.2 . . ?
N25 C39 C38 120.44(9) . . ?
C40 C39 N25 120.01(9) . . ?
C40 C39 C38 119.55(10) . . ?
C39 C40 H40 119.6 . . ?
C39 C40 C41 120.79(10) . . ?
C41 C40 H40 119.6 . . ?
C40 C41 H41 120.3 . . ?
C42 C41 C40 119.44(10) . . ?
C42 C41 H41 120.3 . . ?
C41 C42 C37 119.97(10) . . ?
O43 C42 C37 115.06(10) . . ?
O43 C42 C41 124.97(10) . . ?
C42 O43 C44 117.57(9) . . ?
O43 C44 H44A 109.5 . . ?
O43 C44 H44B 109.5 . . ?
O43 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?

_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_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.
;
_shelxl_version_number           2013-2
