# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_S-trans
_database_code_depnum_ccdc_archive 'CCDC 1911472'
loop_
_audit_author_name
_audit_author_address
'Nakeun Ko'
;Pohang University of Science and Technology
South Korea
;
_audit_update_record             
;
2019-04-22 deposited with the CCDC.	2019-10-31 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
(Z)-2-(benzyloxy)-N,N-dimethyl-3-phenylpenta-2,4-dienamide
_chemical_name_common            (Z)-5a
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H21 N O2'
_chemical_formula_sum            'C20 H21 N O2'
_chemical_formula_weight         307.38

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)/c

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

_cell_length_a                   8.4728(7)
_cell_length_b                   33.754(3)
_cell_length_c                   6.1208(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.686(4)
_cell_angle_gamma                90.00
_cell_volume                     1741.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9892
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      25.69

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.172
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             656
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            138284
_diffrn_reflns_av_R_equivalents  0.0414
_diffrn_reflns_av_sigmaI/netI    0.0158
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -48
_diffrn_reflns_limit_k_max       49
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         1.21
_diffrn_reflns_theta_max         31.10
_reflns_number_total             5592
_reflns_number_gt                4261
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0617P)²+0.3301P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5592
_refine_ls_number_parameters     292
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0714
_refine_ls_R_factor_gt           0.0549
_refine_ls_wR_factor_ref         0.1560
_refine_ls_wR_factor_gt          0.1443
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_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 -0.08988(15) 0.04920(4) 0.8646(2) 0.0494(3) Uani 1 1 d . . .
C2 C -0.11359(18) 0.06966(5) 1.0529(3) 0.0622(3) Uani 1 1 d . . .
H2 H -0.055(2) 0.0947(6) 1.084(3) 0.084(5) Uiso 1 1 d . . .
C3 C -0.2186(2) 0.05578(6) 1.1921(3) 0.0774(5) Uani 1 1 d . . .
H3 H -0.235(3) 0.0714(7) 1.326(4) 0.101(7) Uiso 1 1 d . . .
C4 C -0.3010(2) 0.02145(6) 1.1444(3) 0.0772(5) Uani 1 1 d . . .
H4 H -0.370(3) 0.0120(7) 1.252(4) 0.104(7) Uiso 1 1 d . . .
C5 C -0.27891(19) 0.00080(5) 0.9586(3) 0.0705(4) Uani 1 1 d . . .
H5 H -0.340(3) -0.0239(6) 0.922(3) 0.095(6) Uiso 1 1 d . . .
C6 C -0.17338(18) 0.01470(4) 0.8177(3) 0.0595(3) Uani 1 1 d . . .
H6 H -0.157(2) -0.0001(6) 0.688(3) 0.083(5) Uiso 1 1 d . . .
C7 C 0.0300(2) 0.06315(5) 0.7192(3) 0.0673(4) Uani 1 1 d . . .
H7A H 0.135(3) 0.0629(6) 0.802(3) 0.093(6) Uiso 1 1 d . . .
H7B H 0.032(3) 0.0476(7) 0.580(4) 0.116(8) Uiso 1 1 d . . .
C8 C 0.09148(14) 0.12299(4) 0.53335(19) 0.0455(2) Uani 1 1 d . . .
C9 C 0.24980(15) 0.10413(4) 0.5031(2) 0.0500(3) Uani 1 1 d . . .
C10 C 0.3516(3) 0.13273(7) 0.8586(3) 0.0786(5) Uani 1 1 d . . .
H10A H 0.375(3) 0.1160(8) 0.983(4) 0.118(8) Uiso 1 1 d . . .
H10B H 0.432(4) 0.1552(8) 0.870(5) 0.136(9) Uiso 1 1 d . . .
H10C H 0.246(3) 0.1436(7) 0.864(4) 0.108(7) Uiso 1 1 d . . .
C11 C 0.5215(2) 0.09149(8) 0.6433(4) 0.0830(5) Uani 1 1 d . . .
H11A H 0.551(4) 0.0768(10) 0.767(5) 0.150(11) Uiso 1 1 d . . .
H11B H 0.602(4) 0.1101(8) 0.635(4) 0.123(9) Uiso 1 1 d . . .
H11C H 0.514(4) 0.0742(10) 0.516(6) 0.147(11) Uiso 1 1 d . . .
C12 C 0.04499(14) 0.15759(3) 0.44178(19) 0.0451(2) Uani 1 1 d . . .
C13 C -0.11470(14) 0.17404(3) 0.47449(19) 0.0445(2) Uani 1 1 d . . .
C14 C -0.23712(17) 0.17359(4) 0.3072(2) 0.0581(3) Uani 1 1 d . . .
H14 H -0.219(2) 0.1616(5) 0.160(3) 0.075(5) Uiso 1 1 d . . .
C15 C -0.38447(18) 0.18940(5) 0.3392(3) 0.0680(4) Uani 1 1 d . . .
H15 H -0.466(3) 0.1896(6) 0.219(4) 0.098(6) Uiso 1 1 d . . .
C16 C -0.41010(19) 0.20589(5) 0.5367(3) 0.0682(4) Uani 1 1 d . . .
H16 H -0.518(2) 0.2170(6) 0.551(3) 0.089(6) Uiso 1 1 d . . .
C17 C -0.2901(2) 0.20652(5) 0.7034(3) 0.0680(4) Uani 1 1 d . . .
H17 H -0.307(2) 0.2184(6) 0.843(3) 0.081(5) Uiso 1 1 d . . .
C18 C -0.14290(18) 0.19059(4) 0.6738(2) 0.0570(3) Uani 1 1 d . . .
H18 H -0.056(2) 0.1905(5) 0.795(3) 0.067(5) Uiso 1 1 d . . .
C19 C 0.15034(17) 0.18009(4) 0.3142(2) 0.0567(3) Uani 1 1 d . . .
H19 H 0.251(2) 0.1677(5) 0.306(3) 0.066(4) Uiso 1 1 d . . .
C20 C 0.1203(2) 0.21509(5) 0.2236(3) 0.0744(4) Uani 1 1 d . . .
H20A H 0.018(3) 0.2295(6) 0.238(3) 0.091(6) Uiso 1 1 d . . .
H20B H 0.199(2) 0.2279(6) 0.136(3) 0.095(6) Uiso 1 1 d . . .
O1 O -0.00865(11) 0.10308(3) 0.65548(17) 0.0591(3) Uani 1 1 d . . .
O2 O 0.26436(14) 0.08456(4) 0.33790(19) 0.0770(3) Uani 1 1 d . . .
N1 N 0.36752(13) 0.10985(4) 0.66231(19) 0.0578(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 C2 1.375(2) . ?
C1 C6 1.378(2) . ?
C1 C7 1.4913(19) . ?
C2 C3 1.374(2) . ?
C3 C4 1.369(3) . ?
C4 C5 1.363(3) . ?
C5 C6 1.384(2) . ?
C7 O1 1.4320(16) . ?
C8 C12 1.3377(17) . ?
C8 O1 1.3624(15) . ?
C8 C9 1.5126(16) . ?
C9 O2 1.2240(16) . ?
C9 N1 1.3377(17) . ?
C10 N1 1.446(2) . ?
C11 N1 1.460(2) . ?
C12 C19 1.4563(18) . ?
C12 C13 1.4942(16) . ?
C13 C14 1.3833(18) . ?
C13 C18 1.3840(17) . ?
C14 C15 1.389(2) . ?
C15 C16 1.368(2) . ?
C16 C17 1.367(3) . ?
C17 C18 1.386(2) . ?
C19 C20 1.319(2) . ?

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
C2 C1 C6 118.95(13) . . ?
C2 C1 C7 120.40(14) . . ?
C6 C1 C7 120.58(14) . . ?
C3 C2 C1 120.40(15) . . ?
C4 C3 C2 120.29(17) . . ?
C5 C4 C3 120.08(16) . . ?
C4 C5 C6 119.82(16) . . ?
C1 C6 C5 120.45(15) . . ?
O1 C7 C1 107.98(11) . . ?
C12 C8 O1 119.15(10) . . ?
C12 C8 C9 122.95(11) . . ?
O1 C8 C9 117.88(10) . . ?
O2 C9 N1 123.42(12) . . ?
O2 C9 C8 119.44(12) . . ?
N1 C9 C8 117.15(11) . . ?
C8 C12 C19 120.61(11) . . ?
C8 C12 C13 120.08(10) . . ?
C19 C12 C13 119.30(11) . . ?
C14 C13 C18 118.33(12) . . ?
C14 C13 C12 121.29(11) . . ?
C18 C13 C12 120.38(11) . . ?
C13 C14 C15 120.67(14) . . ?
C16 C15 C14 120.29(15) . . ?
C17 C16 C15 119.63(14) . . ?
C16 C17 C18 120.57(15) . . ?
C13 C18 C17 120.52(14) . . ?
C20 C19 C12 126.12(14) . . ?
C8 O1 C7 118.41(10) . . ?
C9 N1 C10 123.92(13) . . ?
C9 N1 C11 119.25(15) . . ?
C10 N1 C11 116.81(16) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        31.10
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.186
_refine_diff_density_min         -0.159
_refine_diff_density_rms         0.030
####################################################################### 
# 
# 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_output
_database_code_depnum_ccdc_archive 'CCDC 1911473'
loop_
_audit_author_name
_audit_author_address
'Nakeun Ko'
;Pohang University of Science and Technology
South Korea
;
_audit_update_record             
;
2019-04-22 deposited with the CCDC.	2019-10-31 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        (Z)-N,5-dimethyl-2-phenylhexa-2,4-dienamide
_chemical_name_common            Z-24
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C56 H68 N4 O4'
_chemical_formula_weight         861.14

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           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.2925(9)
_cell_length_b                   9.7764(10)
_cell_length_c                   28.414(3)
_cell_angle_alpha                89.994(3)
_cell_angle_beta                 89.985(3)
_cell_angle_gamma                90.048(3)
_cell_volume                     2581.3(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    290(2)
_cell_measurement_reflns_used    1916
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      17.87

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.108
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             928
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      290(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            47325
_diffrn_reflns_av_R_equivalents  0.0925
_diffrn_reflns_av_sigmaI/netI    0.1167
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         0.72
_diffrn_reflns_theta_max         24.74
_reflns_number_total             8792
_reflns_number_gt                3573
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8792
_refine_ls_number_parameters     541
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.3080
_refine_ls_R_factor_gt           0.1915
_refine_ls_wR_factor_ref         0.5484
_refine_ls_wR_factor_gt          0.4975
_refine_ls_goodness_of_fit_ref   1.601
_refine_ls_restrained_S_all      1.601
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.001

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 0.0748(8) 0.1027(8) 0.2920(2) 0.071(2) Uani 1 1 d G . .
C2 C -0.0199(8) 0.1977(8) 0.2729(3) 0.156(5) Uani 1 1 d G . .
H2 H -0.0785 0.2494 0.2926 0.187 Uiso 1 1 calc R . .
C3 C -0.0270(10) 0.2154(9) 0.2244(4) 0.130(4) Uani 1 1 d G . .
H3 H -0.0903 0.2790 0.2117 0.156 Uiso 1 1 calc R . .
C4 C 0.0606(12) 0.1382(12) 0.1950(2) 0.162(7) Uani 1 1 d G . .
H4 H 0.0559 0.1500 0.1626 0.195 Uiso 1 1 calc R . .
C5 C 0.1553(11) 0.0432(11) 0.2141(3) 0.133(4) Uani 1 1 d G . .
H5 H 0.2139 -0.0085 0.1944 0.160 Uiso 1 1 calc R . .
C6 C 0.1624(8) 0.0254(8) 0.2626(3) 0.284(15) Uani 1 1 d G . .
H6 H 0.2258 -0.0382 0.2753 0.341 Uiso 1 1 calc R . .
C7 C 0.0920(12) 0.0737(14) 0.3407(5) 0.137(6) Uani 1 1 d . . .
C8 C -0.0011(9) 0.1742(10) 0.3786(3) 0.083(3) Uani 1 1 d . . .
O1 O -0.1311(6) 0.1565(7) 0.3851(2) 0.103(2) Uani 1 1 d . . .
N1 N 0.0716(7) 0.2802(7) 0.3921(2) 0.0693(18) Uani 1 1 d . . .
H1 H 0.1631 0.2818 0.3878 0.083 Uiso 1 1 calc R . .
C9 C 0.0023(10) 0.3968(10) 0.4145(3) 0.098(3) Uani 1 1 d . . .
H9A H -0.0694 0.4337 0.3938 0.147 Uiso 1 1 calc R . .
H9B H 0.0731 0.4658 0.4212 0.147 Uiso 1 1 calc R . .
H9C H -0.0424 0.3680 0.4433 0.147 Uiso 1 1 calc R . .
C10 C 0.1264(14) 0.0008(17) 0.3664(4) 0.140(6) Uani 1 1 d . . .
H10 H 0.1602 -0.0697 0.3474 0.169 Uiso 1 1 calc R . .
C11 C 0.1523(8) -0.0542(8) 0.4130(3) 0.075(2) Uani 1 1 d . . .
H11 H 0.1059 -0.0018 0.4358 0.091 Uiso 1 1 calc R . .
C12 C 0.2184(14) -0.1512(16) 0.4316(9) 0.221(11) Uani 1 1 d . . .
C13 C 0.3038(14) -0.2651(13) 0.4184(5) 0.149(5) Uani 1 1 d . . .
H13A H 0.3122 -0.2679 0.3847 0.224 Uiso 1 1 calc R . .
H13B H 0.2591 -0.3477 0.4293 0.224 Uiso 1 1 calc R . .
H13C H 0.3977 -0.2566 0.4321 0.224 Uiso 1 1 calc R . .
C14 C 0.2055(17) -0.175(2) 0.4879(4) 0.223(11) Uani 1 1 d . . .
H14A H 0.1301 -0.2391 0.4943 0.335 Uiso 1 1 calc R . .
H14B H 0.1837 -0.0892 0.5029 0.335 Uiso 1 1 calc R . .
H14C H 0.2950 -0.2092 0.4998 0.335 Uiso 1 1 calc R . .
C15 C 0.0743(8) 0.6022(8) 0.2079(2) 0.073(2) Uani 1 1 d G . .
C16 C -0.0220(8) 0.6951(8) 0.2273(3) 0.157(5) Uani 1 1 d G . .
H16 H -0.0813 0.7467 0.2078 0.188 Uiso 1 1 calc R . .
C17 C -0.0297(10) 0.7109(10) 0.2759(4) 0.131(5) Uani 1 1 d G . .
H17 H -0.0942 0.7730 0.2889 0.158 Uiso 1 1 calc R . .
C18 C 0.0589(12) 0.6337(13) 0.3050(2) 0.157(6) Uani 1 1 d G . .
H18 H 0.0537 0.6443 0.3375 0.188 Uiso 1 1 calc R . .
C19 C 0.1552(10) 0.5409(11) 0.2855(3) 0.137(5) Uani 1 1 d G . .
H19 H 0.2145 0.4893 0.3050 0.164 Uiso 1 1 calc R . .
C20 C 0.1629(8) 0.5251(8) 0.2370(3) 0.37(2) Uani 1 1 d G . .
H20 H 0.2274 0.4629 0.2240 0.448 Uiso 1 1 calc R . .
C21 C 0.0909(11) 0.5693(14) 0.1608(5) 0.134(6) Uani 1 1 d . . .
C22 C 0.0005(10) 0.6747(11) 0.1211(4) 0.086(3) Uani 1 1 d . . .
O2 O -0.1306(6) 0.6561(7) 0.1142(3) 0.111(2) Uani 1 1 d . . .
N2 N 0.0702(7) 0.7802(7) 0.1082(2) 0.0713(19) Uani 1 1 d . . .
H2A H 0.1617 0.7824 0.1126 0.086 Uiso 1 1 calc R . .
C23 C 0.0018(10) 0.8954(10) 0.0867(3) 0.095(3) Uani 1 1 d . . .
H23A H -0.0740 0.8642 0.0664 0.143 Uiso 1 1 calc R . .
H23B H 0.0712 0.9457 0.0686 0.143 Uiso 1 1 calc R . .
H23C H -0.0377 0.9535 0.1107 0.143 Uiso 1 1 calc R . .
C24 C 0.1272(13) 0.5032(15) 0.1333(4) 0.128(5) Uani 1 1 d . . .
H24 H 0.1788 0.4402 0.1510 0.153 Uiso 1 1 calc R . .
C25 C 0.1496(8) 0.4470(9) 0.0872(3) 0.076(2) Uani 1 1 d . . .
H25 H 0.1003 0.4961 0.0642 0.091 Uiso 1 1 calc R . .
C26 C 0.2232(16) 0.3421(19) 0.0685(11) 0.277(15) Uani 1 1 d . . .
C27 C 0.2092(17) 0.321(2) 0.0125(4) 0.219(11) Uani 1 1 d . . .
H27A H 0.1096 0.3239 0.0036 0.328 Uiso 1 1 calc R . .
H27B H 0.2492 0.2339 0.0039 0.328 Uiso 1 1 calc R . .
H27C H 0.2606 0.3924 -0.0034 0.328 Uiso 1 1 calc R . .
C28 C 0.3011(15) 0.2343(13) 0.0811(5) 0.150(5) Uani 1 1 d . . .
H28A H 0.4013 0.2544 0.0767 0.225 Uiso 1 1 calc R . .
H28B H 0.2748 0.1572 0.0620 0.225 Uiso 1 1 calc R . .
H28C H 0.2835 0.2135 0.1136 0.225 Uiso 1 1 calc R . .
C29 C 0.5744(9) 0.3965(8) 0.2919(2) 0.073(2) Uani 1 1 d G . .
C30 C 0.4801(8) 0.3025(8) 0.2720(4) 0.157(5) Uani 1 1 d G . .
H30 H 0.4211 0.2496 0.2912 0.189 Uiso 1 1 calc R . .
C31 C 0.4738(10) 0.2876(10) 0.2234(4) 0.132(5) Uani 1 1 d G . .
H31 H 0.4107 0.2247 0.2101 0.158 Uiso 1 1 calc R . .
C32 C 0.5619(12) 0.3667(12) 0.1947(2) 0.186(8) Uani 1 1 d G . .
H32 H 0.5577 0.3567 0.1622 0.223 Uiso 1 1 calc R . .
C33 C 0.6563(10) 0.4607(11) 0.2146(3) 0.131(5) Uani 1 1 d G . .
H33 H 0.7152 0.5136 0.1953 0.157 Uiso 1 1 calc R . .
C34 C 0.6626(8) 0.4756(8) 0.2632(3) 0.213(9) Uani 1 1 d G . .
H34 H 0.7257 0.5385 0.2765 0.255 Uiso 1 1 calc R . .
C35 C 0.5926(12) 0.4314(14) 0.3391(6) 0.147(7) Uani 1 1 d . . .
C36 C 0.4993(9) 0.3287(10) 0.3789(3) 0.080(3) Uani 1 1 d . . .
O3 O 0.3685(6) 0.3457(7) 0.3851(2) 0.108(2) Uani 1 1 d . . .
N3 N 0.5704(7) 0.2203(7) 0.3921(2) 0.0718(19) Uani 1 1 d . . .
H3A H 0.6620 0.2187 0.3880 0.086 Uiso 1 1 calc R . .
C37 C 0.5021(10) 0.1027(10) 0.4135(4) 0.100(3) Uani 1 1 d . . .
H37A H 0.4269 0.1328 0.4342 0.150 Uiso 1 1 calc R . .
H37B H 0.5721 0.0518 0.4311 0.150 Uiso 1 1 calc R . .
H37C H 0.4619 0.0455 0.3894 0.150 Uiso 1 1 calc R . .
C38 C 0.6304(12) 0.5005(16) 0.3661(4) 0.125(5) Uani 1 1 d . . .
H38 H 0.6793 0.5651 0.3482 0.150 Uiso 1 1 calc R . .
C39 C 0.6513(8) 0.5536(9) 0.4128(4) 0.077(3) Uani 1 1 d . . .
H39 H 0.6036 0.5018 0.4354 0.092 Uiso 1 1 calc R . .
C40 C 0.7189(15) 0.6541(18) 0.4308(9) 0.226(11) Uani 1 1 d . . .
C41 C 0.7996(15) 0.7681(14) 0.4191(5) 0.149(5) Uani 1 1 d . . .
H41A H 0.8983 0.7530 0.4276 0.223 Uiso 1 1 calc R . .
H41B H 0.7635 0.8463 0.4357 0.223 Uiso 1 1 calc R . .
H41C H 0.7930 0.7840 0.3858 0.223 Uiso 1 1 calc R . .
C42 C 0.7039(17) 0.6722(19) 0.4882(4) 0.217(10) Uani 1 1 d . . .
H42A H 0.6364 0.7438 0.4950 0.326 Uiso 1 1 calc R . .
H42B H 0.7960 0.6954 0.5013 0.326 Uiso 1 1 calc R . .
H42C H 0.6706 0.5881 0.5018 0.326 Uiso 1 1 calc R . .
C43 C 0.5737(8) 0.8970(8) 0.2084(2) 0.072(2) Uani 1 1 d G . .
C44 C 0.4778(8) 0.8040(8) 0.2280(4) 0.157(5) Uani 1 1 d G . .
H44 H 0.4180 0.7524 0.2087 0.189 Uiso 1 1 calc R . .
C45 C 0.4713(10) 0.7880(10) 0.2766(4) 0.128(4) Uani 1 1 d G . .
H45 H 0.4071 0.7257 0.2897 0.154 Uiso 1 1 calc R . .
C46 C 0.5607(12) 0.8651(13) 0.3055(2) 0.161(6) Uani 1 1 d G . .
H46 H 0.5563 0.8544 0.3380 0.193 Uiso 1 1 calc R . .
C47 C 0.6566(11) 0.9581(12) 0.2858(3) 0.139(5) Uani 1 1 d G . .
H47 H 0.7164 1.0097 0.3052 0.167 Uiso 1 1 calc R . .
C48 C 0.6631(8) 0.9741(8) 0.2373(3) 0.45(3) Uani 1 1 d G . .
H48 H 0.7273 1.0364 0.2241 0.542 Uiso 1 1 calc R . .
C49 C 0.5918(11) 0.9306(13) 0.1611(5) 0.125(5) Uani 1 1 d . . .
C50 C 0.4988(10) 0.8254(11) 0.1209(3) 0.087(3) Uani 1 1 d . . .
C51 C 0.5008(10) 0.6046(9) 0.0862(4) 0.097(3) Uani 1 1 d . . .
H51A H 0.4106 0.5888 0.1018 0.146 Uiso 1 1 calc R . .
H51B H 0.5608 0.5252 0.0894 0.146 Uiso 1 1 calc R . .
H51C H 0.4840 0.6225 0.0535 0.146 Uiso 1 1 calc R . .
C52 C 0.6244(14) 0.9957(17) 0.1334(4) 0.138(6) Uani 1 1 d . . .
H52 H 0.6653 1.0646 0.1516 0.166 Uiso 1 1 calc R . .
C53 C 0.6513(8) 1.0547(9) 0.0878(3) 0.075(2) Uani 1 1 d . . .
H53 H 0.6004 1.0073 0.0649 0.090 Uiso 1 1 calc R . .
C54 C 0.7257(15) 1.1550(18) 0.0685(10) 0.245(13) Uani 1 1 d . . .
C55 C 0.7030(16) 1.1734(19) 0.0125(4) 0.215(10) Uani 1 1 d . . .
H55A H 0.7274 1.2652 0.0036 0.323 Uiso 1 1 calc R . .
H55B H 0.6043 1.1556 0.0047 0.323 Uiso 1 1 calc R . .
H55C H 0.7638 1.1103 -0.0040 0.323 Uiso 1 1 calc R . .
C56 C 0.8003(15) 1.2658(13) 0.0810(5) 0.151(5) Uani 1 1 d . . .
H56A H 0.7350 1.3373 0.0899 0.226 Uiso 1 1 calc R . .
H56B H 0.8581 1.2959 0.0550 0.226 Uiso 1 1 calc R . .
H56C H 0.8616 1.2439 0.1072 0.226 Uiso 1 1 calc R . .
O4 O 0.3706(6) 0.8449(7) 0.1148(3) 0.107(2) Uani 1 1 d . . .
N4 N 0.5721(7) 0.7216(7) 0.1074(2) 0.0712(19) Uani 1 1 d . . .
H4A H 0.6640 0.7212 0.1110 0.085 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 C2 1.3900 . ?
C1 C6 1.3900 . ?
C1 C7 1.422(13) . ?
C2 C3 1.3900 . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?
C5 C6 1.3900 . ?
C7 C10 1.070(14) . ?
C7 C8 1.696(18) . ?
C8 O1 1.234(9) . ?
C8 N1 1.295(10) . ?
N1 C9 1.456(10) . ?
C10 C11 1.450(14) . ?
C11 C12 1.248(16) . ?
C12 C13 1.42(2) . ?
C12 C14 1.62(3) . ?
C15 C21 1.384(13) . ?
C15 C16 1.3900 . ?
C15 C20 1.3900 . ?
C16 C17 1.3900 . ?
C17 C18 1.3900 . ?
C18 C19 1.3900 . ?
C19 C20 1.3900 . ?
C21 C24 1.070(14) . ?
C21 C22 1.744(18) . ?
C22 O2 1.247(10) . ?
C22 N2 1.272(11) . ?
N2 C23 1.431(10) . ?
C24 C25 1.436(14) . ?
C25 C26 1.342(18) . ?
C26 C28 1.33(2) . ?
C26 C27 1.61(3) . ?
C29 C30 1.3900 . ?
C29 C34 1.3900 . ?
C29 C35 1.394(14) . ?
C30 C31 1.3900 . ?
C31 C32 1.3900 . ?
C32 C33 1.3900 . ?
C33 C34 1.3900 . ?
C35 C38 1.081(14) . ?
C35 C36 1.742(19) . ?
C36 O3 1.239(9) . ?
C36 N3 1.304(10) . ?
N3 C37 1.446(10) . ?
C38 C39 1.437(14) . ?
C39 C40 1.274(18) . ?
C40 C41 1.38(2) . ?
C40 C42 1.64(3) . ?
C43 C44 1.3900 . ?
C43 C48 1.3900 . ?
C43 C49 1.393(13) . ?
C44 C45 1.3900 . ?
C45 C46 1.3900 . ?
C46 C47 1.3900 . ?
C47 C48 1.3900 . ?
C49 C52 1.055(15) . ?
C49 C50 1.762(18) . ?
C50 O4 1.219(10) . ?
C50 N4 1.281(11) . ?
C51 N4 1.452(10) . ?
C52 C53 1.440(15) . ?
C53 C54 1.319(18) . ?
C54 C56 1.33(2) . ?
C54 C55 1.61(3) . ?

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
C2 C1 C6 120.0 . . ?
C2 C1 C7 125.7(9) . . ?
C6 C1 C7 114.3(9) . . ?
C1 C2 C3 120.0 . . ?
C4 C3 C2 120.0 . . ?
C3 C4 C5 120.0 . . ?
C6 C5 C4 120.0 . . ?
C5 C6 C1 120.0 . . ?
C10 C7 C1 146.3(19) . . ?
C10 C7 C8 96.0(15) . . ?
C1 C7 C8 116.5(9) . . ?
O1 C8 N1 125.3(8) . . ?
O1 C8 C7 120.9(8) . . ?
N1 C8 C7 112.7(8) . . ?
C8 N1 C9 121.7(7) . . ?
C7 C10 C11 157.1(19) . . ?
C12 C11 C10 138.6(16) . . ?
C11 C12 C13 139(2) . . ?
C11 C12 C14 119.2(19) . . ?
C13 C12 C14 101.2(14) . . ?
C21 C15 C16 127.4(9) . . ?
C21 C15 C20 112.5(9) . . ?
C16 C15 C20 120.0 . . ?
C17 C16 C15 120.0 . . ?
C16 C17 C18 120.0 . . ?
C17 C18 C19 120.0 . . ?
C20 C19 C18 120.0 . . ?
C19 C20 C15 120.0 . . ?
C24 C21 C15 152.0(19) . . ?
C24 C21 C22 92.0(14) . . ?
C15 C21 C22 115.7(9) . . ?
O2 C22 N2 124.7(9) . . ?
O2 C22 C21 119.1(9) . . ?
N2 C22 C21 114.9(8) . . ?
C22 N2 C23 122.4(7) . . ?
C21 C24 C25 160.9(19) . . ?
C26 C25 C24 136.6(17) . . ?
C28 C26 C25 141(3) . . ?
C28 C26 C27 101.9(15) . . ?
C25 C26 C27 117(2) . . ?
C30 C29 C34 120.0 . . ?
C30 C29 C35 129.0(9) . . ?
C34 C29 C35 111.0(10) . . ?
C29 C30 C31 120.0 . . ?
C32 C31 C30 120.0 . . ?
C33 C32 C31 120.0 . . ?
C32 C33 C34 120.0 . . ?
C33 C34 C29 120.0 . . ?
C38 C35 C29 151(2) . . ?
C38 C35 C36 93.5(15) . . ?
C29 C35 C36 115.0(10) . . ?
O3 C36 N3 124.4(8) . . ?
O3 C36 C35 120.1(8) . . ?
N3 C36 C35 113.8(7) . . ?
C36 N3 C37 123.0(7) . . ?
C35 C38 C39 157.6(19) . . ?
C40 C39 C38 135.8(16) . . ?
C39 C40 C41 142(2) . . ?
C39 C40 C42 116(2) . . ?
C41 C40 C42 101.4(15) . . ?
C44 C43 C48 120.0 . . ?
C44 C43 C49 128.2(9) . . ?
C48 C43 C49 111.7(9) . . ?
C43 C44 C45 120.0 . . ?
C46 C45 C44 120.0 . . ?
C47 C46 C45 120.0 . . ?
C48 C47 C46 120.0 . . ?
C47 C48 C43 120.0 . . ?
C52 C49 C43 153.4(19) . . ?
C52 C49 C50 90.6(15) . . ?
C43 C49 C50 115.3(9) . . ?
O4 C50 N4 126.9(9) . . ?
O4 C50 C49 118.8(9) . . ?
N4 C50 C49 113.3(8) . . ?
C49 C52 C53 164(2) . . ?
C54 C53 C52 139.7(16) . . ?
C53 C54 C56 140(3) . . ?
C53 C54 C55 115.1(19) . . ?
C56 C54 C55 103.9(15) . . ?
C50 N4 C51 120.4(7) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        24.74
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.872
_refine_diff_density_min         -0.524
_refine_diff_density_rms         0.092
