# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry B.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1452816'
_audit_update_record             
;
2016-02-10 deposited with the CCDC.
2016-08-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H24 N2 O3'
_chemical_formula_sum            'C27 H24 N2 O3'
_chemical_formula_weight         424.48

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   10.2888(5)
_cell_length_b                   16.2882(10)
_cell_length_c                   13.2480(6)
_cell_angle_alpha                90
_cell_angle_beta                 91.491(5)
_cell_angle_gamma                90
_cell_volume                     2219.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5017
_cell_measurement_theta_min      3.191
_cell_measurement_theta_max      28.712

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.270
_exptl_crystal_F_000             736
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.083
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9684
_diffrn_reflns_av_unetI/netI     0.0526
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.191
_diffrn_reflns_theta_max         28.712
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.876
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.876
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.876
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5017
_reflns_number_gt                2549
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1800P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5017
_refine_ls_number_parameters     290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1447
_refine_ls_R_factor_gt           0.0799
_refine_ls_wR_factor_ref         0.3323
_refine_ls_wR_factor_gt          0.2671
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O 0.5761(2) 0.33738(14) 0.25861(15) 0.0595(7) Uani 1 1 d . . . . .
O1 O 0.5905(2) 0.47469(16) 0.77192(15) 0.0709(8) Uani 1 1 d . . . . .
O1AA O 0.8858(3) 0.57910(19) 0.55805(19) 0.0866(9) Uani 1 1 d . . . . .
N2 N 0.7358(3) 0.52798(18) 0.66336(18) 0.0585(7) Uani 1 1 d . . . . .
C1AA C 0.6358(3) 0.38473(18) 0.3320(2) 0.0455(7) Uani 1 1 d . . . . .
C2AA C 0.5802(3) 0.42475(18) 0.60404(19) 0.0450(7) Uani 1 1 d . . . . .
C3AA C 0.6329(3) 0.42899(17) 0.5067(2) 0.0411(7) Uani 1 1 d . . . . .
N1 N 0.7841(3) 0.23790(19) 0.2135(2) 0.0655(8) Uani 1 1 d . . . . .
C4AA C 0.6347(3) 0.4758(2) 0.6862(2) 0.0519(8) Uani 1 1 d . . . . .
C5AA C 0.7263(3) 0.28360(19) 0.1381(2) 0.0492(8) Uani 1 1 d . . . . .
C6AA C 0.5781(3) 0.38006(18) 0.42797(19) 0.0436(7) Uani 1 1 d . . . . .
C1 C 0.7396(3) 0.48128(19) 0.4880(2) 0.0479(8) Uani 1 1 d . . . . .
C2 C 0.7640(3) 0.2788(2) 0.0358(2) 0.0569(9) Uani 1 1 d . . . . .
C8AA C 0.6244(3) 0.3381(2) 0.1607(2) 0.0520(8) Uani 1 1 d . . . . .
C9AA C 0.7403(3) 0.4341(2) 0.3154(2) 0.0566(8) Uani 1 1 d . . . . .
H9AA H 0.7767 0.4361 0.2520 0.068 Uiso 1 1 calc R U . . .
C0BA C 0.4776(3) 0.3724(2) 0.6216(2) 0.0566(9) Uani 1 1 d . . . . .
H0BA H 0.4438 0.3691 0.6859 0.068 Uiso 1 1 calc R U . . .
C1BA C 0.7921(3) 0.4818(2) 0.3947(2) 0.0563(8) Uani 1 1 d . . . . .
H1BA H 0.8642 0.5147 0.3833 0.068 Uiso 1 1 calc R U . . .
C2BA C 0.7942(3) 0.5326(2) 0.5689(2) 0.0597(9) Uani 1 1 d . . . . .
C3BA C 0.4733(3) 0.3282(2) 0.4486(2) 0.0541(8) Uani 1 1 d . . . . .
H3BA H 0.4367 0.2960 0.3973 0.065 Uiso 1 1 calc R U . . .
C4BA C 0.4243(3) 0.3247(2) 0.5440(2) 0.0608(9) Uani 1 1 d . . . . .
H4BA H 0.3549 0.2900 0.5568 0.073 Uiso 1 1 calc R U . . .
C3 C 0.5668(4) 0.3868(2) 0.0899(3) 0.0640(9) Uani 1 1 d . . . . .
H3 H 0.5015 0.4231 0.1076 0.077 Uiso 1 1 calc R U . . .
C5BA C 0.6064(4) 0.3820(3) -0.0100(3) 0.0733(11) Uani 1 1 d . . . . .
H5BA H 0.5681 0.4161 -0.0587 0.088 Uiso 1 1 calc R U . . .
C6BA C 0.7852(4) 0.5838(3) 0.7451(3) 0.0777(12) Uani 1 1 d . . . . .
H6BA H 0.8205 0.6330 0.7150 0.093 Uiso 1 1 calc R U . . .
H6BB H 0.7135 0.6000 0.7868 0.093 Uiso 1 1 calc R U . . .
C4 C 0.7005(4) 0.3280(3) -0.0371(2) 0.0684(11) Uani 1 1 d . . . . .
H4 H 0.7228 0.3237 -0.1045 0.082 Uiso 1 1 calc R U . . .
C5 C 0.8625(4) 0.2222(3) 0.0139(3) 0.0747(12) Uani 1 1 d . . . . .
H5 H 0.8886 0.2155 -0.0523 0.090 Uiso 1 1 calc R U . . .
C6 C 0.8773(4) 0.1886(3) 0.1869(3) 0.0803(12) Uani 1 1 d . . . . .
H6 H 0.9189 0.1583 0.2377 0.096 Uiso 1 1 calc R U . . .
C7 C 0.9194(4) 0.1776(3) 0.0888(4) 0.0815(12) Uani 1 1 d . . . . .
H7 H 0.9852 0.1404 0.0752 0.098 Uiso 1 1 calc R U . . .
C8 C 0.8873(4) 0.5439(3) 0.8093(3) 0.0939(14) Uani 1 1 d . . . . .
H8A H 0.9627 0.5326 0.7690 0.113 Uiso 1 1 calc R U . . .
H8B H 0.8548 0.4920 0.8342 0.113 Uiso 1 1 calc R U . . .
C9 C 0.8272(5) 0.6020(4) 0.9816(4) 0.1092(18) Uani 1 1 d . . . . .
H9A H 0.7495 0.6280 0.9536 0.131 Uiso 1 1 calc R U . . .
H9B H 0.8043 0.5460 0.9987 0.131 Uiso 1 1 calc R U . . .
C10 C 0.9277(5) 0.5988(4) 0.8991(3) 0.1175(19) Uani 1 1 d . . . . .
H10A H 1.0092 0.5787 0.9281 0.141 Uiso 1 1 calc R U . . .
H10B H 0.9425 0.6541 0.8746 0.141 Uiso 1 1 calc R U . . .
C11 C 0.8644(6) 0.6453(5) 1.0763(4) 0.132(2) Uani 1 1 d . . . . .
H11A H 0.9456 0.6221 1.1020 0.158 Uiso 1 1 calc R U . . .
H11B H 0.8806 0.7024 1.0603 0.158 Uiso 1 1 calc R U . . .
C12 C 0.7703(6) 0.6421(4) 1.1563(4) 0.127(2) Uani 1 1 d . . . . .
H12A H 0.6887 0.6639 1.1318 0.190 Uiso 1 1 calc R U . . .
H12B H 0.8014 0.6741 1.2127 0.190 Uiso 1 1 calc R U . . .
H12C H 0.7586 0.5862 1.1770 0.190 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
O C1AA 1.374(3) . ?
O C8AA 1.401(3) . ?
O1 C4AA 1.234(3) . ?
O1AA C2BA 1.221(4) . ?
N2 C4AA 1.383(4) . ?
N2 C2BA 1.404(4) . ?
N2 C6BA 1.493(4) . ?
C1AA C9AA 1.365(4) . ?
C1AA C6AA 1.419(4) . ?
C2AA C0BA 1.381(4) . ?
C2AA C3AA 1.413(4) . ?
C2AA C4AA 1.469(4) . ?
C3AA C1 1.417(4) . ?
C3AA C6AA 1.418(4) . ?
N1 C6 1.307(5) . ?
N1 C5AA 1.368(4) . ?
C5AA C8AA 1.412(4) . ?
C5AA C2 1.422(4) . ?
C6AA C3BA 1.402(4) . ?
C1 C1BA 1.362(4) . ?
C1 C2BA 1.460(5) . ?
C2 C4 1.403(5) . ?
C2 C5 1.406(5) . ?
C8AA C3 1.354(4) . ?
C9AA C1BA 1.400(4) . ?
C0BA C4BA 1.390(5) . ?
C3BA C4BA 1.374(4) . ?
C3 C5BA 1.397(5) . ?
C5BA C4 1.363(5) . ?
C6BA C8 1.485(6) . ?
C5 C7 1.352(6) . ?
C6 C7 1.391(6) . ?
C8 C10 1.538(6) . ?
C9 C11 1.480(7) . ?
C9 C10 1.524(6) . ?
C11 C12 1.455(7) . ?

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
C1AA O C8AA 119.2(2) . . ?
C4AA N2 C2BA 124.7(3) . . ?
C4AA N2 C6BA 117.4(3) . . ?
C2BA N2 C6BA 117.9(3) . . ?
C9AA C1AA O 123.8(3) . . ?
C9AA C1AA C6AA 121.7(3) . . ?
O C1AA C6AA 114.5(3) . . ?
C0BA C2AA C3AA 119.8(3) . . ?
C0BA C2AA C4AA 120.2(3) . . ?
C3AA C2AA C4AA 120.0(3) . . ?
C2AA C3AA C1 120.5(3) . . ?
C2AA C3AA C6AA 119.3(3) . . ?
C1 C3AA C6AA 120.3(2) . . ?
C6 N1 C5AA 116.5(3) . . ?
O1 C4AA N2 120.5(3) . . ?
O1 C4AA C2AA 122.1(3) . . ?
N2 C4AA C2AA 117.4(2) . . ?
N1 C5AA C8AA 119.9(3) . . ?
N1 C5AA C2 122.8(3) . . ?
C8AA C5AA C2 117.3(3) . . ?
C3BA C6AA C3AA 119.2(3) . . ?
C3BA C6AA C1AA 123.3(3) . . ?
C3AA C6AA C1AA 117.5(3) . . ?
C1BA C1 C3AA 119.3(3) . . ?
C1BA C1 C2BA 120.6(3) . . ?
C3AA C1 C2BA 120.0(3) . . ?
C4 C2 C5 123.9(3) . . ?
C4 C2 C5AA 119.5(3) . . ?
C5 C2 C5AA 116.7(3) . . ?
C3 C8AA O 119.2(3) . . ?
C3 C8AA C5AA 122.4(3) . . ?
O C8AA C5AA 118.3(3) . . ?
C1AA C9AA C1BA 119.5(3) . . ?
C2AA C0BA C4BA 120.6(3) . . ?
C1 C1BA C9AA 121.7(3) . . ?
O1AA C2BA N2 119.2(3) . . ?
O1AA C2BA C1 123.5(3) . . ?
N2 C2BA C1 117.3(3) . . ?
C4BA C3BA C6AA 120.5(3) . . ?
C3BA C4BA C0BA 120.6(3) . . ?
C8AA C3 C5BA 119.4(3) . . ?
C4 C5BA C3 120.8(3) . . ?
C8 C6BA N2 111.7(4) . . ?
C5BA C4 C2 120.6(3) . . ?
C7 C5 C2 120.1(4) . . ?
N1 C6 C7 125.4(4) . . ?
C5 C7 C6 118.5(4) . . ?
C6BA C8 C10 111.2(4) . . ?
C11 C9 C10 117.3(4) . . ?
C9 C10 C8 113.6(4) . . ?
C12 C11 C9 116.0(5) . . ?

_refine_diff_density_max         0.277
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.044



####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1454751'
_audit_update_record             
;
2016-02-19 deposited with the CCDC.
2016-08-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        1
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H25 N1 O3'
_chemical_formula_sum            'C28 H25 N1 O3'
_chemical_formula_weight         423.49

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   8.2646(5)
_cell_length_b                   14.0049(9)
_cell_length_c                   19.1830(12)
_cell_angle_alpha                90
_cell_angle_beta                 98.030(6)
_cell_angle_gamma                90
_cell_volume                     2198.6(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5017
_cell_measurement_theta_min      3.171
_cell_measurement_theta_max      28.512

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_F_000             900
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.083
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10495
_diffrn_reflns_av_unetI/netI     0.0497
_diffrn_reflns_av_R_equivalents  0.0380
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.909
_diffrn_reflns_theta_max         28.812
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.883
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.883
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.883
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5066
_reflns_number_gt                3119
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5066
_refine_ls_number_parameters     290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0999
_refine_ls_R_factor_gt           0.0635
_refine_ls_wR_factor_ref         0.2911
_refine_ls_wR_factor_gt          0.2338
_refine_ls_goodness_of_fit_ref   0.962
_refine_ls_restrained_S_all      0.962
_refine_ls_shift/su_max          0.019
_refine_ls_shift/su_mean         0.004

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
O O 0.0031(3) 0.59507(13) 0.35715(10) 0.0659(6) Uani 1 1 d . . . . .
O15 O 0.5227(2) 0.39367(16) 0.65142(10) 0.0707(6) Uani 1 1 d . . . . .
O14 O 0.2899(2) 0.19718(14) 0.47750(11) 0.0686(6) Uani 1 1 d . . . . .
N11 N 0.4022(2) 0.29496(16) 0.56581(11) 0.0519(5) Uani 1 1 d . . . . .
C10 C 0.2497(3) 0.45331(17) 0.49238(11) 0.0431(5) Uani 1 1 d . . . . .
C1 C 0.2268(3) 0.36087(17) 0.46388(12) 0.0450(5) Uani 1 1 d . . . . .
C24 C -0.0328(3) 0.59143(16) 0.28348(13) 0.0505(6) Uani 1 1 d . . . . .
C13 C 0.4328(3) 0.3852(2) 0.59522(13) 0.0532(6) Uani 1 1 d . . . . .
C5 C 0.1741(3) 0.53322(18) 0.45628(12) 0.0465(6) Uani 1 1 d . . . . .
C12 C 0.3056(3) 0.27763(19) 0.50082(13) 0.0497(6) Uani 1 1 d . . . . .
C4 C 0.0749(3) 0.51619(17) 0.39038(12) 0.0497(6) Uani 1 1 d . . . . .
C9 C 0.3522(3) 0.46735(19) 0.55701(12) 0.0488(6) Uani 1 1 d . . . . .
C32 C -0.2263(3) 0.59587(16) 0.17863(14) 0.0535(6) Uani 1 1 d . . . . .
C2 C 0.1281(3) 0.34820(18) 0.40045(13) 0.0523(6) Uani 1 1 d . . . . .
H2 H 0.1124 0.2871 0.3817 0.063 Uiso 1 1 calc R U . . .
C3 C 0.0515(3) 0.42585(18) 0.36400(13) 0.0550(6) Uani 1 1 d . . . . .
H3 H -0.0157 0.4160 0.3215 0.066 Uiso 1 1 calc R U . . .
C17 C 0.3819(3) 0.1843(2) 0.66664(14) 0.0567(7) Uani 1 1 d . . . . .
H17A H 0.4273 0.1253 0.6875 0.068 Uiso 1 1 calc R U . . .
H17B H 0.3999 0.2336 0.7024 0.068 Uiso 1 1 calc R U . . .
C27 C -0.0969(3) 0.59178(17) 0.13754(14) 0.0547(7) Uani 1 1 d . . . . .
C19 C 0.1087(3) 0.15167(19) 0.70780(14) 0.0547(6) Uani 1 1 d . . . . .
H19A H 0.1371 0.2004 0.7433 0.066 Uiso 1 1 calc R U . . .
H19B H 0.1441 0.0906 0.7284 0.066 Uiso 1 1 calc R U . . .
C18 C 0.1995(3) 0.17124(19) 0.64624(14) 0.0574(7) Uani 1 1 d . . . . .
H18A H 0.1548 0.2284 0.6223 0.069 Uiso 1 1 calc R U . . .
H18B H 0.1809 0.1186 0.6132 0.069 Uiso 1 1 calc R U . . .
C23 C -0.1896(3) 0.59445(16) 0.25302(14) 0.0519(6) Uani 1 1 d . . . . .
H23 H -0.2735 0.5956 0.2807 0.062 Uiso 1 1 calc R U . . .
C25 C 0.0982(3) 0.59014(19) 0.24424(15) 0.0593(7) Uani 1 1 d . . . . .
H25 H 0.2055 0.5894 0.2667 0.071 Uiso 1 1 calc R U . . .
C16 C 0.4745(3) 0.2113(2) 0.60617(14) 0.0630(7) Uani 1 1 d . . . . .
H16A H 0.5871 0.2255 0.6249 0.076 Uiso 1 1 calc R U . . .
H16B H 0.4748 0.1572 0.5746 0.076 Uiso 1 1 calc R U . . .
C6 C 0.2010(3) 0.6247(2) 0.48582(14) 0.0573(7) Uani 1 1 d . . . . .
H6 H 0.1510 0.6775 0.4626 0.069 Uiso 1 1 calc R U . . .
C20 C -0.0752(3) 0.1500(2) 0.68779(16) 0.0718(8) Uani 1 1 d . . . . .
H20A H -0.1095 0.2091 0.6637 0.086 Uiso 1 1 calc R U . . .
H20B H -0.1041 0.0979 0.6550 0.086 Uiso 1 1 calc R U . . .
C8 C 0.3756(3) 0.5580(2) 0.58429(15) 0.0620(7) Uani 1 1 d . . . . .
H8 H 0.4423 0.5670 0.6270 0.074 Uiso 1 1 calc R U . . .
C26 C 0.0654(4) 0.5900(2) 0.17249(16) 0.0623(7) Uani 1 1 d . . . . .
H26 H 0.1516 0.5886 0.1461 0.075 Uiso 1 1 calc R U . . .
C7 C 0.3008(4) 0.6365(2) 0.54881(16) 0.0666(8) Uani 1 1 d . . . . .
H7 H 0.3184 0.6973 0.5678 0.080 Uiso 1 1 calc R U . . .
C28 C -0.1335(5) 0.5891(2) 0.06289(16) 0.0771(9) Uani 1 1 d . . . . .
H28 H -0.0492 0.5852 0.0355 0.093 Uiso 1 1 calc R U . . .
C30 C -0.4179(5) 0.5992(2) 0.0713(2) 0.0931(13) Uani 1 1 d . . . . .
H30 H -0.5248 0.6036 0.0488 0.112 Uiso 1 1 calc R U . . .
C21 C -0.1667(4) 0.1382(3) 0.74945(19) 0.0905(11) Uani 1 1 d . . . . .
H21A H -0.2820 0.1375 0.7333 0.136 Uiso 1 1 calc R U . . .
H21B H -0.1414 0.1904 0.7816 0.136 Uiso 1 1 calc R U . . .
H21C H -0.1354 0.0792 0.7730 0.136 Uiso 1 1 calc R U . . .
C31 C -0.3886(4) 0.5996(2) 0.1431(2) 0.0766(9) Uani 1 1 d . . . . .
H31 H -0.4758 0.6024 0.1690 0.092 Uiso 1 1 calc R U . . .
C29 C -0.2912(6) 0.5922(3) 0.0315(2) 0.0950(13) Uani 1 1 d . . . . .
H29 H -0.3142 0.5897 -0.0174 0.114 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
O C4 1.369(3) . ?
O C24 1.404(3) . ?
O15 C13 1.226(3) . ?
O14 C12 1.213(3) . ?
N11 C13 1.392(4) . ?
N11 C12 1.404(3) . ?
N11 C16 1.484(3) . ?
C10 C1 1.408(3) . ?
C10 C9 1.414(3) . ?
C10 C5 1.415(3) . ?
C1 C2 1.378(3) . ?
C1 C12 1.469(3) . ?
C24 C23 1.346(3) . ?
C24 C25 1.402(4) . ?
C13 C9 1.473(4) . ?
C5 C6 1.406(4) . ?
C5 C4 1.427(3) . ?
C4 C3 1.366(3) . ?
C9 C8 1.377(4) . ?
C32 C27 1.416(4) . ?
C32 C23 1.417(4) . ?
C32 C31 1.418(4) . ?
C2 C3 1.396(3) . ?
C17 C18 1.514(4) . ?
C17 C16 1.524(4) . ?
C27 C26 1.414(4) . ?
C27 C28 1.422(4) . ?
C19 C18 1.510(4) . ?
C19 C20 1.515(4) . ?
C25 C26 1.365(4) . ?
C6 C7 1.374(4) . ?
C20 C21 1.499(4) . ?
C8 C7 1.391(4) . ?
C28 C29 1.358(5) . ?
C30 C31 1.365(6) . ?
C30 C29 1.384(6) . ?

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
C4 O C24 117.16(18) . . ?
C13 N11 C12 124.4(2) . . ?
C13 N11 C16 117.9(2) . . ?
C12 N11 C16 117.7(2) . . ?
C1 C10 C9 120.0(2) . . ?
C1 C10 C5 120.7(2) . . ?
C9 C10 C5 119.3(2) . . ?
C2 C1 C10 119.5(2) . . ?
C2 C1 C12 119.4(2) . . ?
C10 C1 C12 121.1(2) . . ?
C23 C24 C25 122.4(2) . . ?
C23 C24 O 119.4(2) . . ?
C25 C24 O 118.1(2) . . ?
O15 C13 N11 119.9(2) . . ?
O15 C13 C9 122.5(3) . . ?
N11 C13 C9 117.6(2) . . ?
C6 C5 C10 119.3(2) . . ?
C6 C5 C4 123.2(2) . . ?
C10 C5 C4 117.4(2) . . ?
O14 C12 N11 120.4(2) . . ?
O14 C12 C1 122.8(2) . . ?
N11 C12 C1 116.8(2) . . ?
C3 C4 O 123.0(2) . . ?
C3 C4 C5 121.1(2) . . ?
O C4 C5 115.8(2) . . ?
C8 C9 C10 119.8(2) . . ?
C8 C9 C13 120.1(2) . . ?
C10 C9 C13 120.1(2) . . ?
C27 C32 C23 119.2(2) . . ?
C27 C32 C31 118.2(3) . . ?
C23 C32 C31 122.6(3) . . ?
C1 C2 C3 120.8(2) . . ?
C4 C3 C2 120.3(2) . . ?
C18 C17 C16 114.9(2) . . ?
C26 C27 C32 118.5(2) . . ?
C26 C27 C28 122.1(3) . . ?
C32 C27 C28 119.4(3) . . ?
C18 C19 C20 113.3(2) . . ?
C19 C18 C17 113.9(2) . . ?
C24 C23 C32 119.7(2) . . ?
C26 C25 C24 118.8(2) . . ?
N11 C16 C17 112.60(19) . . ?
C7 C6 C5 120.3(2) . . ?
C21 C20 C19 113.6(2) . . ?
C9 C8 C7 120.9(2) . . ?
C25 C26 C27 121.3(3) . . ?
C6 C7 C8 120.5(3) . . ?
C29 C28 C27 120.1(4) . . ?
C31 C30 C29 121.1(3) . . ?
C30 C31 C32 120.4(4) . . ?
C28 C29 C30 120.7(3) . . ?

_refine_diff_density_max         0.161
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.043



