# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_ap_03
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P c a 21'
_symmetry_Int_Tables_number      29
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,-y,1/2+z
3 1/2+x,-y,z
4 1/2-x,y,1/2+z
_cell_length_a                   7.3791(18)
_cell_length_b                   9.568(2)
_cell_length_c                   25.226(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1781.04
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
C1 C 0.2091(3) 0.6990(3) -0.08563(11)
C2 C 0.0444(4) 0.7461(3) -0.10487(12)
H2 H -0.0366 0.7904 -0.0822
C6 C 0.3267(4) 0.6319(4) -0.12001(12)
H6 H 0.4369 0.5981 -0.1075
C3 C -0.0004(5) 0.7278(4) -0.15753(15)
H3 H -0.1116 0.7587 -0.1703
C4 C 0.1206(7) 0.6638(4) -0.19079(15)
H4 H 0.0924 0.6535 -0.2265
C5 C 0.2826(6) 0.6148(4) -0.17195(14)
H5 H 0.3626 0.5697 -0.1947
O4 O 0.3978(2) 0.78609(17) 0.07107(7)
C17 C 0.3811(3) 0.6502(2) 0.05484(10)
C7 C 0.2645(3) 0.7276(2) -0.03016(10)
C8 C 0.3179(3) 0.6152(2) 0.00508(9)
C20 C 0.2698(3) 0.8607(2) -0.01135(11)
C19 C 0.3416(4) 0.8950(3) 0.04012(12)
C11 C 0.4117(3) 0.4060(2) 0.07914(10)
C16 C 0.4334(3) 0.5489(3) 0.09290(9)
C12 C 0.4572(3) 0.3026(3) 0.11677(11)
H12 H 0.4426 0.2084 0.1087
C10 C 0.3421(3) 0.3707(3) 0.02813(10)
H10 H 0.3266 0.2772 0.0192
C15 C 0.5051(3) 0.5834(3) 0.14304(10)
C14 C 0.5505(4) 0.4821(3) 0.17815(11)
C13 C 0.5222(3) 0.3418(3) 0.16465(11)
C9 C 0.2982(3) 0.4713(2) -0.00751(10)
H9 H 0.2546 0.4456 -0.0407
C21 C 0.2153(4) 0.9794(3) -0.04242(13)
N1 N 0.1710(4) 1.0779(3) -0.06510(14)
O1 O 0.5717(2) 0.2372(2) 0.20140(8)
O2 O 0.2990(4) 0.2463(4) 0.23796(14)
C22 C 0.4442(5) 0.1953(4) 0.23625(14)
C23 C 0.5106(6) 0.0791(5) 0.2703(2)
H23A H 0.4248 0.0619 0.2982
H23B H 0.6254 0.1043 0.2855
H23C H 0.5245 -0.0039 0.2493
O3 O 0.3605(4) 1.0115(2) 0.05743(11)
H14 H 0.604(4) 0.505(3) 0.2116(13)
H15 H 0.530(4) 0.675(4) 0.1506(13)
O3 O 0.3605(4) 0.0115(2) 0.05743(11)
H12 H 0.4426 1.2084 0.1087
H3 H 0.1116 0.2413 0.3297
C1 C 0.2091(3) 1.6990(3) -0.08563(11)
C2 C 0.0444(4) 1.7461(3) -0.10487(12)
H2 H -0.0366 1.7904 -0.0822
C6 C 0.3267(4) 1.6319(4) -0.12001(12)
H6 H 0.4369 1.5981 -0.1075
C3 C -0.0004(5) 1.7278(4) -0.15753(15)
H3 H -0.1116 1.7587 -0.1703
C4 C 0.1206(7) 1.6638(4) -0.19079(15)
H4 H 0.0924 1.6535 -0.2265
C5 C 0.2826(6) 1.6148(4) -0.17195(14)
H5 H 0.3626 1.5697 -0.1947
O4 O 0.3978(2) 1.78609(17) 0.07107(7)
C17 C 0.3811(3) 1.6502(2) 0.05484(10)
C7 C 0.2645(3) 1.7276(2) -0.03016(10)
C8 C 0.3179(3) 1.6152(2) 0.00508(9)
C20 C 0.2698(3) 1.8607(2) -0.01135(11)
C19 C 0.3416(4) 1.8950(3) 0.04012(12)
C11 C 0.4117(3) 1.4060(2) 0.07914(10)
C16 C 0.4334(3) 1.5489(3) 0.09290(9)
C12 C 0.4572(3) 1.3026(3) 0.11677(11)
H12 H 0.4426 1.2084 0.1087
C10 C 0.3421(3) 1.3707(3) 0.02813(10)
H10 H 0.3266 1.2772 0.0192
C15 C 0.5051(3) 1.5834(3) 0.14304(10)
C14 C 0.5505(4) 1.4821(3) 0.17815(11)
C13 C 0.5222(3) 1.3418(3) 0.16465(11)
C9 C 0.2982(3) 1.4713(2) -0.00751(10)
H9 H 0.2546 1.4456 -0.0407
C21 C 0.2153(4) 1.9794(3) -0.04242(13)
N1 N 0.1710(4) 2.0779(3) -0.06510(14)
O1 O 0.5717(2) 1.2372(2) 0.20140(8)
O2 O 0.2990(4) 1.2463(4) 0.23796(14)
C22 C 0.4442(5) 1.1953(4) 0.23625(14)
C23 C 0.5106(6) 1.0791(5) 0.2703(2)
H23A H 0.4248 1.0619 0.2982
H23B H 0.6254 1.1043 0.2855
H23C H 0.5245 0.9961 0.2493
O3 O 0.3605(4) 2.0115(2) 0.05743(11)
H14 H 0.604(4) 1.505(3) 0.2116(13)
H15 H 0.530(4) 1.675(4) 0.1506(13)
O3 O 0.3605(4) 1.0115(2) 0.05743(11)
H3 H 0.1116 1.2413 0.3297
C1 C -0.2091(3) 0.3010(3) 0.41437(11)
C2 C -0.0444(4) 0.2539(3) 0.39513(12)
H2 H 0.0366 0.2096 0.4178
C6 C -0.3267(4) 0.3681(4) 0.37999(12)
H6 H -0.4369 0.4019 0.3925
C3 C 0.0004(5) 0.2722(4) 0.34247(15)
H3 H 0.1116 0.2413 0.3297
C4 C -0.1206(7) 0.3362(4) 0.30921(15)
H4 H -0.0924 0.3465 0.2735
C5 C -0.2826(6) 0.3852(4) 0.32805(14)
H5 H -0.3626 0.4303 0.3053
O4 O -0.3978(2) 0.21391(17) 0.57107(7)
C17 C -0.3811(3) 0.3498(2) 0.55484(10)
C7 C -0.2645(3) 0.2724(2) 0.46984(10)
C8 C -0.3179(3) 0.3848(2) 0.50508(9)
C20 C -0.2698(3) 0.1393(2) 0.48865(11)
C19 C -0.3416(4) 0.1050(3) 0.54012(12)
C11 C -0.4117(3) 0.5940(2) 0.57914(10)
C16 C -0.4334(3) 0.4511(3) 0.59290(9)
C12 C -0.4572(3) 0.6974(3) 0.61677(11)
H12 H -0.4426 0.7916 0.6087
C10 C -0.3421(3) 0.6293(3) 0.52813(10)
H10 H -0.3266 0.7228 0.5192
C15 C -0.5051(3) 0.4166(3) 0.64304(10)
C14 C -0.5505(4) 0.5179(3) 0.67815(11)
C13 C -0.5222(3) 0.6582(3) 0.66465(11)
C9 C -0.2982(3) 0.5287(2) 0.49249(10)
H9 H -0.2546 0.5544 0.4593
C21 C -0.2153(4) 0.0206(3) 0.45758(13)
N1 N -0.1710(4) -0.0779(3) 0.43490(14)
O1 O -0.5717(2) 0.7628(2) 0.70140(8)
O2 O -0.2990(4) 0.7537(4) 0.73796(14)
C22 C -0.4442(5) 0.8047(4) 0.73625(14)
C23 C -0.5106(6) 0.9209(5) 0.7703(2)
H23A H -0.4248 0.9381 0.7982
H23B H -0.6254 0.8957 0.7855
H23C H -0.5245 1.0039 0.7493
O3 O -0.3605(4) -0.0115(2) 0.55743(11)
H14 H -0.604(4) 0.495(3) 0.7116(13)
H15 H -0.530(4) 0.325(4) 0.6506(13)
O3 O -0.3605(4) 0.9885(2) 0.55743(11)
O2 O 0.2990(4) 0.2463(4) 0.23796(14)
H2 H -0.4634 -0.2096 0.4178
C1 C -0.2091(3) 1.3010(3) 0.41437(11)
C2 C -0.0444(4) 1.2539(3) 0.39513(12)
H2 H 0.0366 1.2096 0.4178
C6 C -0.3267(4) 1.3681(4) 0.37999(12)
H6 H -0.4369 1.4019 0.3925
C3 C 0.0004(5) 1.2722(4) 0.34247(15)
H3 H 0.1116 1.2413 0.3297
C4 C -0.1206(7) 1.3362(4) 0.30921(15)
H4 H -0.0924 1.3465 0.2735
C5 C -0.2826(6) 1.3852(4) 0.32805(14)
H5 H -0.3626 1.4303 0.3053
O4 O -0.3978(2) 1.21391(17) 0.57107(7)
C17 C -0.3811(3) 1.3498(2) 0.55484(10)
C7 C -0.2645(3) 1.2724(2) 0.46984(10)
C8 C -0.3179(3) 1.3848(2) 0.50508(9)
C20 C -0.2698(3) 1.1393(2) 0.48865(11)
C19 C -0.3416(4) 1.1050(3) 0.54012(12)
C11 C -0.4117(3) 1.5940(2) 0.57914(10)
C16 C -0.4334(3) 1.4511(3) 0.59290(9)
C12 C -0.4572(3) 1.6974(3) 0.61677(11)
H12 H -0.4426 1.7916 0.6087
C10 C -0.3421(3) 1.6293(3) 0.52813(10)
H10 H -0.3266 1.7228 0.5192
C15 C -0.5051(3) 1.4166(3) 0.64304(10)
C14 C -0.5505(4) 1.5179(3) 0.67815(11)
C13 C -0.5222(3) 1.6582(3) 0.66465(11)
C9 C -0.2982(3) 1.5287(2) 0.49249(10)
H9 H -0.2546 1.5544 0.4593
C21 C -0.2153(4) 1.0206(3) 0.45758(13)
N1 N -0.1710(4) 0.9221(3) 0.43490(14)
O1 O -0.5717(2) 1.7628(2) 0.70140(8)
O2 O -0.2990(4) 1.7537(4) 0.73796(14)
C22 C -0.4442(5) 1.8047(4) 0.73625(14)
C23 C -0.5106(6) 1.9209(5) 0.7703(2)
H23A H -0.4248 1.9381 0.7982
H23B H -0.6254 1.8957 0.7855
H23C H -0.5245 2.0039 0.7493
O3 O -0.3605(4) 0.9885(2) 0.55743(11)
H14 H -0.604(4) 1.495(3) 0.7116(13)
H15 H -0.530(4) 1.325(4) 0.6506(13)
H12 H -0.4426 0.7916 0.6087
O2 O 0.2990(4) 1.2463(4) 0.23796(14)
C1 C -0.7091(3) -0.3010(3) 0.41437(11)
C2 C -0.5444(4) -0.2539(3) 0.39513(12)
H2 H -0.4634 -0.2096 0.4178
C6 C -0.8267(4) -0.3681(4) 0.37999(12)
H6 H -0.9369 -0.4019 0.3925
C3 C -0.4996(5) -0.2722(4) 0.34247(15)
H3 H -0.3884 -0.2413 0.3297
C4 C -0.6206(7) -0.3362(4) 0.30921(15)
H4 H -0.5924 -0.3465 0.2735
C5 C -0.7826(6) -0.3852(4) 0.32805(14)
H5 H -0.8626 -0.4303 0.3053
O4 O -0.8978(2) -0.21391(17) 0.57107(7)
C17 C -0.8811(3) -0.3498(2) 0.55484(10)
C7 C -0.7645(3) -0.2724(2) 0.46984(10)
C8 C -0.8179(3) -0.3848(2) 0.50508(9)
C20 C -0.7698(3) -0.1393(2) 0.48865(11)
C19 C -0.8416(4) -0.1050(3) 0.54012(12)
C11 C -0.9117(3) -0.5940(2) 0.57914(10)
C16 C -0.9334(3) -0.4511(3) 0.59290(9)
C12 C -0.9572(3) -0.6974(3) 0.61677(11)
H12 H -0.9426 -0.7916 0.6087
C10 C -0.8421(3) -0.6293(3) 0.52813(10)
H10 H -0.8266 -0.7228 0.5192
C15 C -1.0051(3) -0.4166(3) 0.64304(10)
C14 C -1.0505(4) -0.5179(3) 0.67815(11)
C13 C -1.0222(3) -0.6582(3) 0.66465(11)
C9 C -0.7982(3) -0.5287(2) 0.49249(10)
H9 H -0.7546 -0.5544 0.4593
C21 C -0.7153(4) -0.0206(3) 0.45758(13)
N1 N -0.6710(4) 0.0779(3) 0.43490(14)
O1 O -1.0717(2) -0.7628(2) 0.70140(8)
O2 O -0.7990(4) -0.7537(4) 0.73796(14)
C22 C -0.9442(5) -0.8047(4) 0.73625(14)
C23 C -1.0106(6) -0.9209(5) 0.7703(2)
H23A H -0.9248 -0.9381 0.7982
H23B H -1.1254 -0.8957 0.7855
H23C H -1.0245 -1.0039 0.7493
O3 O -0.8605(4) 0.0115(2) 0.55743(11)
H14 H -1.104(4) -0.495(3) 0.7116(13)
H15 H -1.030(4) -0.325(4) 0.6506(13)
N1 N -0.1710(4) -0.0779(3) 0.43490(14)
C1 C 0.2091(3) -0.3010(3) -0.08563(11)
C2 C 0.0444(4) -0.2539(3) -0.10487(12)
H2 H -0.0366 -0.2096 -0.0822
C6 C 0.3267(4) -0.3681(4) -0.12001(12)
H6 H 0.4369 -0.4019 -0.1075
C3 C -0.0004(5) -0.2722(4) -0.15753(15)
H3 H -0.1116 -0.2413 -0.1703
C4 C 0.1206(7) -0.3362(4) -0.19079(15)
H4 H 0.0924 -0.3465 -0.2265
C5 C 0.2826(6) -0.3852(4) -0.17195(14)
H5 H 0.3626 -0.4303 -0.1947
O4 O 0.3978(2) -0.21391(17) 0.07107(7)
C17 C 0.3811(3) -0.3498(2) 0.05484(10)
C7 C 0.2645(3) -0.2724(2) -0.03016(10)
C8 C 0.3179(3) -0.3848(2) 0.00508(9)
C20 C 0.2698(3) -0.1393(2) -0.01135(11)
C19 C 0.3416(4) -0.1050(3) 0.04012(12)
C11 C 0.4117(3) -0.5940(2) 0.07914(10)
C16 C 0.4334(3) -0.4511(3) 0.09290(9)
C12 C 0.4572(3) -0.6974(3) 0.11677(11)
H12 H 0.4426 -0.7916 0.1087
C10 C 0.3421(3) -0.6293(3) 0.02813(10)
H10 H 0.3266 -0.7228 0.0192
C15 C 0.5051(3) -0.4166(3) 0.14304(10)
C14 C 0.5505(4) -0.5179(3) 0.17815(11)
C13 C 0.5222(3) -0.6582(3) 0.16465(11)
C9 C 0.2982(3) -0.5287(2) -0.00751(10)
H9 H 0.2546 -0.5544 -0.0407
C21 C 0.2153(4) -0.0206(3) -0.04242(13)
N1 N 0.1710(4) 0.0779(3) -0.06510(14)
O1 O 0.5717(2) -0.7628(2) 0.20140(8)
O2 O 0.2990(4) -0.7537(4) 0.23796(14)
C22 C 0.4442(5) -0.8047(4) 0.23625(14)
C23 C 0.5106(6) -0.9209(5) 0.2703(2)
H23A H 0.4248 -0.9381 0.2982
H23B H 0.6254 -0.8957 0.2855
H23C H 0.5245 -1.0039 0.2493
O3 O 0.3605(4) 0.0115(2) 0.05743(11)
H14 H 0.604(4) -0.495(3) 0.2116(13)
H15 H 0.530(4) -0.325(4) 0.1506(13)
H12 H 0.4426 0.2084 0.1087

#END
_database_code_depnum_ccdc_archive 'CCDC 941840'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_16janc

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          353
_chemical_formula_moiety         C20H11NO3
_chemical_formula_sum            'C20 H11 N O3'
_chemical_formula_weight         313.30

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           Orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2

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

_cell_length_a                   13.1356(12)
_cell_length_b                   10.4952(10)
_cell_length_c                   10.6469(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1467.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      28.280

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.418
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             648.0
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.929
_exptl_absorpt_correction_T_max  0.947
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1997)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9129
_diffrn_reflns_av_R_equivalents  0.0350
_diffrn_reflns_av_sigmaI/netI    0.0462
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.91
_diffrn_reflns_theta_max         28.28
_reflns_number_total             3393
_reflns_number_gt                2761
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_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)+(0.1031P)²+0.0130P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    ?
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   1.8(16)
_refine_ls_number_reflns         3393
_refine_ls_number_parameters     223
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0773
_refine_ls_R_factor_gt           0.0545
_refine_ls_wR_factor_ref         0.1817
_refine_ls_wR_factor_gt          0.1357
_refine_ls_goodness_of_fit_ref   1.161
_refine_ls_restrained_S_all      1.161
_refine_ls_shift/su_max          0.001
_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
C4 C 0.12661(19) 1.0464(2) -0.0394(2) 0.018(2) Uani 1 1 d . . .
C5 C 0.12877(19) 0.9299(2) 0.0272(2) 0.019(2) Uani 1 1 d . . .
C10 C 0.1240(2) 1.2792(2) -0.0301(3) 0.021(2) Uani 1 1 d . . .
H10 H 0.1271 1.3560 0.0169 0.025 Uiso 1 1 calc R . .
C6 C 0.1315(2) 0.9225(2) 0.1576(2) 0.019(2) Uani 1 1 d . . .
C3 C 0.1192(2) 1.0543(2) -0.1719(2) 0.021(2) Uani 1 1 d . . .
H3 H 0.1186 0.9785 -0.2207 0.025 Uiso 1 1 calc R . .
C9 C 0.1289(2) 1.1607(2) 0.0326(2) 0.018(2) Uani 1 1 d . . .
C8 C 0.1349(2) 1.1537(2) 0.1660(2) 0.020(2) Uani 1 1 d . . .
H8 H 0.1393 1.2300 0.2136 0.024 Uiso 1 1 calc R . .
C7 C 0.1344(2) 1.0389(3) 0.2265(3) 0.022(2) Uani 1 1 d . . .
H7 H 0.1361 1.0367 0.3157 0.026 Uiso 1 1 calc R . .
C1 C 0.1146(2) 1.2839(2) -0.1583(3) 0.020(2) Uani 1 1 d . . .
C2 C 0.1130(2) 1.1703(2) -0.2300(3) 0.021(2) Uani 1 1 d . . .
H2 H 0.1077 1.1746 -0.3189 0.026 Uiso 1 1 calc R . .
O1 O 0.10645(16) 1.39544(18) -0.22331(18) 0.025(2) Uani 1 1 d . . .
C11 C 0.1278(2) 0.7989(2) 0.2163(2) 0.019(2) Uani 1 1 d . . .
C13 C 0.1207(2) 0.7017(2) 0.0036(3) 0.020(2) Uani 1 1 d . . .
C12 C 0.1220(2) 0.6935(2) 0.1398(2) 0.020(2) Uani 1 1 d . . .
O2 O 0.12409(15) 0.82199(16) -0.04653(17) 0.020(2) Uani 1 1 d . . .
O3 O 0.11670(16) 0.61309(17) -0.06831(17) 0.024(2) Uani 1 1 d . . .
C14 C 0.1298(2) 0.7822(2) 0.3549(2) 0.021(2) Uani 1 1 d . . .
C19 C 0.0552(2) 0.7075(3) 0.4138(3) 0.024(2) Uani 1 1 d . . .
H19 H 0.0015 0.6721 0.3653 0.029 Uiso 1 1 calc R . .
C16 C 0.2114(2) 0.8111(3) 0.5554(3) 0.030(2) Uani 1 1 d . . .
H16 H 0.2649 0.8463 0.6044 0.036 Uiso 1 1 calc R . .
C17 C 0.1374(3) 0.7362(3) 0.6128(3) 0.034(2) Uani 1 1 d . . .
H17 H 0.1406 0.7201 0.7005 0.041 Uiso 1 1 calc R . .
C15 C 0.2078(2) 0.8349(3) 0.4274(3) 0.025(2) Uani 1 1 d . . .
H15 H 0.2583 0.8868 0.3891 0.030 Uiso 1 1 calc R . .
C18 C 0.0589(2) 0.6850(3) 0.5415(3) 0.029(2) Uani 1 1 d . . .
H18 H 0.0079 0.6345 0.5805 0.035 Uiso 1 1 calc R . .
C20 C 0.1247(2) 0.5667(2) 0.1902(2) 0.021(2) Uani 1 1 d . . .
N1 N 0.1281(2) 0.4650(2) 0.2293(2) 0.027(2) Uani 1 1 d . . .
H1O H 0.107(3) 1.467(4) -0.170(4) 0.049(11) Uiso 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
C4 C5 1.413(3) . ?
C4 C3 1.416(4) . ?
C4 C9 1.424(3) . ?
C5 O2 1.379(3) . ?
C5 C6 1.392(4) . ?
C10 C1 1.371(4) . ?
C10 C9 1.412(3) . ?
C6 C7 1.426(3) . ?
C6 C11 1.441(3) . ?
C3 C2 1.368(3) . ?
C9 C8 1.425(4) . ?
C8 C7 1.366(4) . ?
C1 O1 1.364(3) . ?
C1 C2 1.416(3) . ?
C11 C12 1.376(3) . ?
C11 C14 1.486(4) . ?
C13 O3 1.206(3) . ?
C13 O2 1.371(3) . ?
C13 C12 1.452(4) . ?
C12 C20 1.436(3) . ?
C14 C15 1.397(4) . ?
C14 C19 1.403(4) . ?
C19 C18 1.381(4) . ?
C16 C15 1.387(4) . ?
C16 C17 1.392(4) . ?
C17 C18 1.388(4) . ?
C20 N1 1.146(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
C5 C4 C3 123.4(2) . . ?
C5 C4 C9 117.3(2) . . ?
C3 C4 C9 119.2(2) . . ?
O2 C5 C6 121.5(2) . . ?
O2 C5 C4 115.1(2) . . ?
C6 C5 C4 123.3(2) . . ?
C1 C10 C9 120.4(2) . . ?
C5 C6 C7 117.8(2) . . ?
C5 C6 C11 118.8(2) . . ?
C7 C6 C11 123.4(2) . . ?
C2 C3 C4 120.4(2) . . ?
C10 C9 C4 119.1(2) . . ?
C10 C9 C8 121.3(2) . . ?
C4 C9 C8 119.6(2) . . ?
C7 C8 C9 121.1(2) . . ?
C8 C7 C6 120.9(2) . . ?
O1 C1 C10 122.9(2) . . ?
O1 C1 C2 116.6(2) . . ?
C10 C1 C2 120.5(2) . . ?
C3 C2 C1 120.3(2) . . ?
C12 C11 C6 118.0(2) . . ?
C12 C11 C14 119.6(2) . . ?
C6 C11 C14 122.4(2) . . ?
O3 C13 O2 117.6(2) . . ?
O3 C13 C12 126.1(2) . . ?
O2 C13 C12 116.3(2) . . ?
C11 C12 C20 121.5(2) . . ?
C11 C12 C13 123.0(2) . . ?
C20 C12 C13 115.4(2) . . ?
C13 O2 C5 122.4(2) . . ?
C15 C14 C19 119.1(3) . . ?
C15 C14 C11 121.0(2) . . ?
C19 C14 C11 119.8(3) . . ?
C18 C19 C14 120.7(3) . . ?
C15 C16 C17 120.6(3) . . ?
C18 C17 C16 119.8(3) . . ?
C16 C15 C14 119.8(3) . . ?
C19 C18 C17 119.9(3) . . ?
N1 C20 C12 179.0(3) . . ?

_diffrn_measured_fraction_theta_max 0.961
_diffrn_reflns_theta_full        28.28
_diffrn_measured_fraction_theta_full 0.961
_refine_diff_density_max         0.527
_refine_diff_density_min         -0.560
_refine_diff_density_rms         0.188
_database_code_depnum_ccdc_archive 'CCDC 941841'
