# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_vL7
_database_code_depnum_ccdc_archive 'CCDC 1436240'
_audit_update_record             
;
2015-11-10 deposited with the CCDC.
2016-06-01 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT029_vL7                 
;
PROBLEM: _diffrn_measured_fraction_theta_full Low .......      0.693 Note  
RESPONSE: data were collected  with old-fashioned
point detector.  
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'3-(4-(Dimethylamino)phenyl)spiro[fluorene-4,2?-[2H]indene]-1?,3?,9(3H)- trione'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H21 N O3'
_chemical_formula_weight         431.47

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      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'

_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, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   19.404(5)
_cell_length_b                   9.092(2)
_cell_length_c                   12.045(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2125.0(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    123
_cell_measurement_theta_min      6.12
_cell_measurement_theta_max      18.20

_exptl_crystal_description       block
_exptl_crystal_colour            violet
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_F_000             904
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.087
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Syntex P-1'
_diffrn_measurement_method       '2theta-omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            1403
_diffrn_reflns_av_unetI/netI     0.0572
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.099
_diffrn_reflns_theta_max         25.737
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.657
_diffrn_measured_fraction_theta_full 0.693
_diffrn_reflns_Laue_measured_fraction_max 0.657
_diffrn_reflns_Laue_measured_fraction_full 0.693
_diffrn_reflns_point_group_measured_fraction_max 0.345
_diffrn_reflns_point_group_measured_fraction_full 0.365
_reflns_number_total             1403
_reflns_number_gt                1134
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     0.000
_reflns_Friedel_fraction_full    0.000

_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       'P3 (Siemence, 1988)'
_computing_cell_refinement       'P3 (Siemence, 1988)'
_computing_data_reduction        'XDISK (Siemence, 1988)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1999)'
_computing_publication_material  'SHELXTL (Bruker, 1999)'

_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. 

All non-hydrogen atomes were refined anisotropically. All hydrogen atoms were placed
to calculation positions and were refined using "riding model" 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0260P)²+3.1148P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0050(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
No quotients, so Flack parameter determined by classical intensity fit
;
_refine_ls_abs_structure_Flack   1(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1403
_refine_ls_number_parameters     301
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0838
_refine_ls_R_factor_gt           0.0544
_refine_ls_wR_factor_ref         0.1273
_refine_ls_wR_factor_gt          0.1109
_refine_ls_goodness_of_fit_ref   1.323
_refine_ls_restrained_S_all      1.323
_refine_ls_shift/su_max          0.035
_refine_ls_shift/su_mean         0.008

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
O1 O 0.5377(3) 0.2751(6) 0.7394(5) 0.0250(14) Uani 1 1 d . . . . .
O2 O 0.3979(3) 0.1098(6) 0.4413(5) 0.0262(15) Uani 1 1 d . . . . .
O3 O 0.2229(3) 0.4454(6) 0.6380(6) 0.0345(16) Uani 1 1 d . . . . .
N1 N 0.7074(4) 0.2611(8) 0.2319(7) 0.035(2) Uani 1 1 d . . . . .
C1 C 0.3759(4) 0.1011(9) 0.8073(7) 0.023(2) Uani 1 1 d . . . . .
H1 H 0.4202 0.0582 0.7978 0.027 Uiso 1 1 calc R U . . .
C2 C 0.3315(4) 0.0515(9) 0.8897(7) 0.026(2) Uani 1 1 d . . . . .
H2 H 0.3459 -0.0267 0.9366 0.031 Uiso 1 1 calc R U . . .
C3 C 0.2671(4) 0.1125(8) 0.9056(7) 0.027(2) Uani 1 1 d . . . . .
H3 H 0.2387 0.0798 0.9649 0.033 Uiso 1 1 calc R U . . .
C4 C 0.2436(5) 0.2246(9) 0.8325(7) 0.029(2) Uani 1 1 d . . . . .
H4 H 0.1988 0.2656 0.8397 0.035 Uiso 1 1 calc R U . . .
C5 C 0.2875(4) 0.2708(8) 0.7520(7) 0.019(2) Uani 1 1 d . . . . .
C6 C 0.2771(5) 0.3827(8) 0.6612(7) 0.026(2) Uani 1 1 d . . . . .
C7 C 0.3424(4) 0.3917(8) 0.6002(7) 0.019(2) Uani 1 1 d . . . . .
C8 C 0.3596(5) 0.4784(8) 0.5038(7) 0.026(2) Uani 1 1 d . . . . .
H8 H 0.3251 0.5358 0.4685 0.032 Uiso 1 1 calc R U . . .
C9 C 0.4235(5) 0.4785(9) 0.4640(7) 0.029(2) Uani 1 1 d . . . . .
H9 H 0.4333 0.5313 0.3978 0.035 Uiso 1 1 calc R U . . .
C10 C 0.4821(4) 0.3948(8) 0.5231(7) 0.019(2) Uani 1 1 d . . . . .
H10 H 0.5005 0.4636 0.5807 0.023 Uiso 1 1 calc R U . . .
C11 C 0.4549(5) 0.2561(8) 0.5883(7) 0.020(2) Uani 1 1 d . . . . .
C12 C 0.3871(4) 0.2916(7) 0.6434(7) 0.018(2) Uani 1 1 d . . . . .
C13 C 0.3540(4) 0.2143(7) 0.7398(7) 0.022(2) Uani 1 1 d . . . . .
C14 C 0.4427(5) 0.1215(8) 0.5120(7) 0.021(2) Uani 1 1 d . . . . .
C15 C 0.4926(4) 0.0058(9) 0.5427(7) 0.021(2) Uani 1 1 d . . . . .
C16 C 0.5009(5) -0.1337(8) 0.4978(7) 0.022(2) Uani 1 1 d . . . . .
H16 H 0.4726 -0.1664 0.4383 0.026 Uiso 1 1 calc R U . . .
C17 C 0.5517(4) -0.2243(9) 0.5424(8) 0.027(2) Uani 1 1 d . . . . .
H17 H 0.5589 -0.3195 0.5121 0.033 Uiso 1 1 calc R U . . .
C18 C 0.5917(4) -0.1771(9) 0.6303(7) 0.028(2) Uani 1 1 d . . . . .
H18 H 0.6260 -0.2412 0.6589 0.033 Uiso 1 1 calc R U . . .
C19 C 0.5835(4) -0.0384(9) 0.6787(7) 0.028(2) Uani 1 1 d . . . . .
H19 H 0.6111 -0.0070 0.7393 0.034 Uiso 1 1 calc R U . . .
C20 C 0.5326(4) 0.0507(8) 0.6335(7) 0.020(2) Uani 1 1 d . . . . .
C21 C 0.5127(4) 0.2033(8) 0.6660(6) 0.017(2) Uani 1 1 d . . . . .
C22 C 0.5417(4) 0.3615(7) 0.4473(7) 0.021(2) Uani 1 1 d . . . . .
C23 C 0.6099(5) 0.3822(8) 0.4790(7) 0.023(2) Uani 1 1 d . . . . .
H23 H 0.6194 0.4190 0.5513 0.027 Uiso 1 1 calc R U . . .
C24 C 0.6650(5) 0.3507(8) 0.4085(7) 0.023(2) Uani 1 1 d . . . . .
H24 H 0.7109 0.3661 0.4331 0.028 Uiso 1 1 calc R U . . .
C25 C 0.6527(5) 0.2963(8) 0.3014(8) 0.024(2) Uani 1 1 d . . . . .
C26 C 0.5849(5) 0.2780(9) 0.2668(8) 0.030(2) Uani 1 1 d . . . . .
H26 H 0.5753 0.2426 0.1942 0.036 Uiso 1 1 calc R U . . .
C27 C 0.5304(5) 0.3125(8) 0.3405(7) 0.022(2) Uani 1 1 d . . . . .
H27 H 0.4843 0.3014 0.3154 0.026 Uiso 1 1 calc R U . . .
C28 C 0.7773(5) 0.2616(11) 0.2757(9) 0.042(3) Uani 1 1 d . . . . .
H281 H 0.7893 0.3611 0.3003 0.063 Uiso 1 1 calc R U . . .
H283 H 0.8095 0.2302 0.2177 0.063 Uiso 1 1 calc R U . . .
H282 H 0.7802 0.1937 0.3388 0.063 Uiso 1 1 calc R U . . .
C29 C 0.6953(5) 0.1798(9) 0.1282(8) 0.035(2) Uani 1 1 d . . . . .
H293 H 0.6785 0.0807 0.1455 0.052 Uiso 1 1 calc R U . . .
H292 H 0.7385 0.1727 0.0863 0.052 Uiso 1 1 calc R U . . .
H291 H 0.6608 0.2317 0.0835 0.052 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
O1 C21 1.200(9) . ?
O2 C14 1.222(10) . ?
O3 C6 1.227(9) . ?
N1 C25 1.389(11) . ?
N1 C28 1.456(11) . ?
N1 C29 1.470(11) . ?
C1 C13 1.380(11) . ?
C1 C2 1.390(11) . ?
C1 H1 0.9500 . ?
C2 C3 1.381(11) . ?
C2 H2 0.9500 . ?
C3 C4 1.422(11) . ?
C3 H3 0.9500 . ?
C4 C5 1.357(12) . ?
C4 H4 0.9500 . ?
C5 C13 1.397(11) . ?
C5 C6 1.507(11) . ?
C6 C7 1.468(12) . ?
C7 C12 1.360(10) . ?
C7 C8 1.443(11) . ?
C8 C9 1.329(12) . ?
C8 H8 0.9500 . ?
C9 C10 1.542(11) . ?
C9 H9 0.9500 . ?
C10 C22 1.503(11) . ?
C10 C11 1.577(10) . ?
C10 H10 1.0000 . ?
C11 C12 1.508(12) . ?
C11 C21 1.539(12) . ?
C11 C14 1.548(11) . ?
C12 C13 1.502(11) . ?
C14 C15 1.477(11) . ?
C15 C16 1.388(10) . ?
C15 C20 1.401(12) . ?
C16 C17 1.393(11) . ?
C16 H16 0.9500 . ?
C17 C18 1.381(12) . ?
C17 H17 0.9500 . ?
C18 C19 1.398(11) . ?
C18 H18 0.9500 . ?
C19 C20 1.388(11) . ?
C19 H19 0.9500 . ?
C20 C21 1.493(10) . ?
C22 C27 1.380(11) . ?
C22 C23 1.390(12) . ?
C23 C24 1.394(11) . ?
C23 H23 0.9500 . ?
C24 C25 1.401(12) . ?
C24 H24 0.9500 . ?
C25 C26 1.390(12) . ?
C26 C27 1.416(12) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 H281 0.9800 . ?
C28 H283 0.9800 . ?
C28 H282 0.9800 . ?
C29 H293 0.9800 . ?
C29 H292 0.9800 . ?
C29 H291 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
C25 N1 C28 119.4(8) . . ?
C25 N1 C29 120.4(7) . . ?
C28 N1 C29 117.3(8) . . ?
C13 C1 C2 118.2(8) . . ?
C13 C1 H1 120.9 . . ?
C2 C1 H1 120.9 . . ?
C3 C2 C1 122.0(8) . . ?
C3 C2 H2 119.0 . . ?
C1 C2 H2 119.0 . . ?
C2 C3 C4 119.5(8) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.2 . . ?
C5 C4 C3 117.6(8) . . ?
C5 C4 H4 121.2 . . ?
C3 C4 H4 121.2 . . ?
C4 C5 C13 122.8(8) . . ?
C4 C5 C6 130.0(8) . . ?
C13 C5 C6 107.2(7) . . ?
O3 C6 C7 126.8(7) . . ?
O3 C6 C5 126.4(8) . . ?
C7 C6 C5 106.6(7) . . ?
C12 C7 C8 121.7(8) . . ?
C12 C7 C6 108.8(7) . . ?
C8 C7 C6 129.3(8) . . ?
C9 C8 C7 120.4(8) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C8 C9 C10 121.4(7) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 H9 119.3 . . ?
C22 C10 C9 112.7(7) . . ?
C22 C10 C11 113.6(6) . . ?
C9 C10 C11 112.1(7) . . ?
C22 C10 H10 105.9 . . ?
C9 C10 H10 105.9 . . ?
C11 C10 H10 105.9 . . ?
C12 C11 C21 115.8(7) . . ?
C12 C11 C14 107.3(7) . . ?
C21 C11 C14 103.0(6) . . ?
C12 C11 C10 109.9(6) . . ?
C21 C11 C10 107.9(6) . . ?
C14 C11 C10 112.8(7) . . ?
C7 C12 C13 109.6(7) . . ?
C7 C12 C11 122.1(7) . . ?
C13 C12 C11 127.8(6) . . ?
C1 C13 C5 119.8(8) . . ?
C1 C13 C12 132.3(8) . . ?
C5 C13 C12 107.8(6) . . ?
O2 C14 C15 125.4(7) . . ?
O2 C14 C11 126.2(7) . . ?
C15 C14 C11 108.3(8) . . ?
C16 C15 C20 120.4(8) . . ?
C16 C15 C14 128.9(8) . . ?
C20 C15 C14 110.6(7) . . ?
C15 C16 C17 118.1(8) . . ?
C15 C16 H16 120.9 . . ?
C17 C16 H16 120.9 . . ?
C18 C17 C16 120.6(8) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
C17 C18 C19 122.4(8) . . ?
C17 C18 H18 118.8 . . ?
C19 C18 H18 118.8 . . ?
C20 C19 C18 116.3(8) . . ?
C20 C19 H19 121.8 . . ?
C18 C19 H19 121.8 . . ?
C19 C20 C15 122.0(7) . . ?
C19 C20 C21 128.6(8) . . ?
C15 C20 C21 109.4(7) . . ?
O1 C21 C20 126.5(7) . . ?
O1 C21 C11 124.9(7) . . ?
C20 C21 C11 108.6(7) . . ?
C27 C22 C23 116.8(8) . . ?
C27 C22 C10 120.6(8) . . ?
C23 C22 C10 122.6(8) . . ?
C22 C23 C24 122.3(8) . . ?
C22 C23 H23 118.9 . . ?
C24 C23 H23 118.9 . . ?
C23 C24 C25 120.3(8) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C26 C25 N1 120.9(8) . . ?
C26 C25 C24 118.6(8) . . ?
N1 C25 C24 120.5(9) . . ?
C25 C26 C27 119.5(8) . . ?
C25 C26 H26 120.2 . . ?
C27 C26 H26 120.2 . . ?
C22 C27 C26 122.5(8) . . ?
C22 C27 H27 118.7 . . ?
C26 C27 H27 118.7 . . ?
N1 C28 H281 109.5 . . ?
N1 C28 H283 109.5 . . ?
H281 C28 H283 109.5 . . ?
N1 C28 H282 109.5 . . ?
H281 C28 H282 109.5 . . ?
H283 C28 H282 109.5 . . ?
N1 C29 H293 109.5 . . ?
N1 C29 H292 109.5 . . ?
H293 C29 H292 109.5 . . ?
N1 C29 H291 109.5 . . ?
H293 C29 H291 109.5 . . ?
H292 C29 H291 109.5 . . ?

_refine_diff_density_max         0.267
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.065

####################################################################### 
# 
# 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_lb3_39
_database_code_depnum_ccdc_archive 'CCDC 1436241'
_audit_update_record             
;
2015-11-10 deposited with the CCDC.
2016-06-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        
'3-(4-(Diethylamino)phenyl)spiro[fluorene-4,2?-[2H]indene]-1?,3?,9(3H)- trione'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H25 N O3'
_chemical_formula_weight         459.52

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           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                   11.6979(4)
_cell_length_b                   12.3967(4)
_cell_length_c                   16.6477(6)
_cell_angle_alpha                90
_cell_angle_beta                 96.137(3)
_cell_angle_gamma                90
_cell_volume                     2400.34(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_F_000             968
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.648
_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     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7730
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_av_R_equivalents  0.0252
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         4.406
_diffrn_reflns_theta_max         70.889
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             4426
_reflns_number_gt                3182
_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-2014/6 (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)+(0.0924P)²+0.6023P] 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         4426
_refine_ls_number_parameters     338
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0840
_refine_ls_R_factor_gt           0.0619
_refine_ls_wR_factor_ref         0.1909
_refine_ls_wR_factor_gt          0.1687
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.037
_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
O2 O 0.08225(16) 0.45984(16) 0.16747(14) 0.0771(5) Uani 1 1 d . . . . .
O3 O 0.32994(18) 0.74595(15) 0.11681(13) 0.0773(5) Uani 1 1 d . . . . .
C10 C 0.2923(2) 0.5156(2) -0.01485(15) 0.0619(6) Uani 1 1 d . . . . .
C21 C 0.15532(19) 0.52980(18) 0.17540(16) 0.0567(6) Uani 1 1 d . . . . .
C8 C 0.4194(2) 0.3782(2) 0.03991(17) 0.0645(6) Uani 1 1 d . . . . .
C1 C 0.2076(2) 0.58561(18) 0.10622(14) 0.0551(5) Uani 1 1 d . . . . .
C20 C 0.2068(2) 0.5760(2) 0.25236(15) 0.0585(6) Uani 1 1 d . . . . .
C14 C 0.2812(2) 0.67569(18) 0.15001(15) 0.0565(6) Uani 1 1 d . . . . .
C15 C 0.2792(2) 0.66007(19) 0.23790(15) 0.0579(6) Uani 1 1 d . . . . .
C3 C 0.3650(2) 0.4254(2) 0.10273(15) 0.0597(6) Uani 1 1 d . . . . .
C22 C 0.0286(2) 0.7090(2) 0.07224(15) 0.0639(6) Uani 1 1 d . . . . .
C2 C 0.2854(2) 0.50998(19) 0.06510(14) 0.0563(6) Uani 1 1 d . . . . .
C4 C 0.3913(2) 0.3897(2) 0.18019(17) 0.0674(7) Uani 1 1 d . . . . .
H4 H 0.3564 0.4202 0.2224 0.081 Uiso 1 1 calc R U . . .
C24 C -0.0183(2) 0.8969(2) 0.09301(19) 0.0724(7) Uani 1 1 d . . . . .
H24 H 0.0044 0.9688 0.0938 0.087 Uiso 1 1 calc R U . . .
C7 C 0.4985(3) 0.2971(2) 0.0542(2) 0.0798(8) Uani 1 1 d . . . . .
H7 H 0.5341 0.2668 0.0122 0.096 Uiso 1 1 calc R U . . .
O1 O 0.3997(2) 0.4125(2) -0.10443(14) 0.0979(7) Uani 1 1 d . . . . .
C13 C 0.1059(2) 0.6215(2) 0.04291(16) 0.0650(6) Uani 1 1 d . . . . .
H13 H 0.0565 0.5577 0.0348 0.078 Uiso 1 1 calc R U . . .
C27 C -0.0779(2) 0.6827(2) 0.09389(18) 0.0711(7) Uani 1 1 d . . . . .
H27 H -0.0987 0.6104 0.0957 0.085 Uiso 1 1 calc R U . . .
C23 C 0.0575(2) 0.8174(2) 0.07352(17) 0.0695(7) Uani 1 1 d . . . . .
H23 H 0.1300 0.8375 0.0609 0.083 Uiso 1 1 calc R U . . .
C12 C 0.1431(3) 0.6458(2) -0.03952(16) 0.0708(7) Uani 1 1 d . . . . .
H12 H 0.1061 0.6999 -0.0710 0.085 Uiso 1 1 calc R U . . .
C9 C 0.3752(3) 0.4322(2) -0.03719(17) 0.0707(7) Uani 1 1 d . . . . .
C16 C 0.3383(3) 0.7165(3) 0.30120(19) 0.0799(8) Uani 1 1 d . . . . .
H16 H 0.3864 0.7737 0.2915 0.096 Uiso 1 1 calc R U . . .
C11 C 0.2278(3) 0.5907(3) -0.06741(16) 0.0776(8) Uani 1 1 d . . . . .
H11 H 0.2451 0.6007 -0.1202 0.093 Uiso 1 1 calc R U . . .
C25 C -0.1283(2) 0.8697(2) 0.11145(19) 0.0718(7) Uani 1 1 d . . . . .
C19 C 0.1929(3) 0.5444(3) 0.33091(19) 0.0821(8) Uani 1 1 d . . . . .
H19 H 0.1449 0.4874 0.3411 0.099 Uiso 1 1 calc R U . . .
C6 C 0.5242(3) 0.2613(3) 0.1332(2) 0.0854(9) Uani 1 1 d . . . . .
H6 H 0.5774 0.2061 0.1443 0.102 Uiso 1 1 calc R U . . .
C26 C -0.1542(2) 0.7596(2) 0.1129(2) 0.0759(8) Uani 1 1 d . . . . .
H26 H -0.2255 0.7382 0.1271 0.091 Uiso 1 1 calc R U . . .
C5 C 0.4716(3) 0.3065(3) 0.1950(2) 0.0810(8) Uani 1 1 d . . . . .
H5 H 0.4897 0.2814 0.2474 0.097 Uiso 1 1 calc R U . . .
N1 N -0.2086(3) 0.9468(2) 0.1276(3) 0.1133(12) Uani 1 1 d D U . . .
C18 C 0.2529(4) 0.6010(4) 0.39291(19) 0.0986(12) Uani 1 1 d . . . . .
H18 H 0.2455 0.5816 0.4461 0.118 Uiso 1 1 calc R U . . .
C28 C -0.1842(4) 1.0632(3) 0.1222(2) 0.0970(10) Uani 1 1 d . . . . .
H28A H -0.1312 1.0745 0.0819 0.116 Uiso 1 1 calc R U . . .
H28B H -0.2549 1.1010 0.1043 0.116 Uiso 1 1 calc R U . . .
C17 C 0.3238(4) 0.6859(4) 0.3776(2) 0.0988(12) Uani 1 1 d . . . . .
H17 H 0.3627 0.7229 0.4208 0.119 Uiso 1 1 calc R U . . .
C29 C -0.1350(6) 1.1087(5) 0.1986(3) 0.1466(19) Uani 1 1 d . . . . .
H29A H -0.1107 1.1814 0.1902 0.220 Uiso 1 1 calc R U . . .
H29B H -0.0701 1.0662 0.2199 0.220 Uiso 1 1 calc R U . . .
H29C H -0.1918 1.1085 0.2362 0.220 Uiso 1 1 calc R U . . .
C30A C -0.3063(8) 0.9173(7) 0.1718(8) 0.119(3) Uani 0.644(16) 1 d D U P A 1
H30A H -0.3224 0.9747 0.2086 0.143 Uiso 0.644(16) 1 calc R U P A 1
H30B H -0.2893 0.8519 0.2028 0.143 Uiso 0.644(16) 1 calc R U P A 1
C30B C -0.3305(5) 0.9175(11) 0.1172(10) 0.094(4) Uani 0.356(16) 1 d D U P A 2
H30C H -0.3434 0.8555 0.0819 0.113 Uiso 0.356(16) 1 calc R U P A 2
H30D H -0.3769 0.9771 0.0944 0.113 Uiso 0.356(16) 1 calc R U P A 2
C31A C -0.4066(8) 0.9001(9) 0.1101(9) 0.166(6) Uani 0.644(16) 1 d . U P A 1
H31A H -0.4247 0.9664 0.0816 0.249 Uiso 0.644(16) 1 calc R U P A 1
H31B H -0.4717 0.8772 0.1363 0.249 Uiso 0.644(16) 1 calc R U P A 1
H31C H -0.3881 0.8457 0.0725 0.249 Uiso 0.644(16) 1 calc R U P A 1
C31B C -0.3590(18) 0.8917(15) 0.2002(11) 0.139(7) Uani 0.356(16) 1 d . U P A 2
H31D H -0.3195 0.8271 0.2190 0.208 Uiso 0.356(16) 1 calc R U P A 2
H31E H -0.4404 0.8811 0.1992 0.208 Uiso 0.356(16) 1 calc R U P A 2
H31F H -0.3354 0.9503 0.2359 0.208 Uiso 0.356(16) 1 calc R U P A 2


_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
O2 C21 1.215(3) . ?
O3 C14 1.207(3) . ?
C10 C2 1.344(4) . ?
C10 C11 1.436(4) . ?
C10 C9 1.491(4) . ?
C21 C20 1.472(3) . ?
C21 C1 1.526(4) . ?
C8 C7 1.369(4) . ?
C8 C3 1.409(4) . ?
C8 C9 1.491(4) . ?
C1 C2 1.520(3) . ?
C1 C14 1.544(3) . ?
C1 C13 1.567(3) . ?
C20 C15 1.380(4) . ?
C20 C19 1.391(4) . ?
C14 C15 1.479(4) . ?
C15 C16 1.387(4) . ?
C3 C4 1.367(4) . ?
C3 C2 1.494(4) . ?
C22 C27 1.372(4) . ?
C22 C23 1.385(4) . ?
C22 C13 1.526(4) . ?
C4 C5 1.399(4) . ?
C4 H4 0.9300 . ?
C24 C23 1.387(4) . ?
C24 C25 1.396(4) . ?
C24 H24 0.9300 . ?
C7 C6 1.391(5) . ?
C7 H7 0.9300 . ?
O1 C9 1.210(3) . ?
C13 C12 1.514(4) . ?
C13 H13 0.9800 . ?
C27 C26 1.367(4) . ?
C27 H27 0.9300 . ?
C23 H23 0.9300 . ?
C12 C11 1.327(4) . ?
C12 H12 0.9300 . ?
C16 C17 1.356(5) . ?
C16 H16 0.9300 . ?
C11 H11 0.9300 . ?
C25 N1 1.386(4) . ?
C25 C26 1.399(4) . ?
C19 C18 1.376(5) . ?
C19 H19 0.9300 . ?
C6 C5 1.372(5) . ?
C6 H6 0.9300 . ?
C26 H26 0.9300 . ?
C5 H5 0.9300 . ?
N1 C30B 1.464(5) . ?
N1 C30A 1.470(5) . ?
N1 C28 1.476(5) . ?
C18 C17 1.380(6) . ?
C18 H18 0.9300 . ?
C28 C29 1.453(6) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C17 H17 0.9300 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30A C31A 1.49(2) . ?
C30A H30A 0.9700 . ?
C30A H30B 0.9700 . ?
C30B C31B 1.49(3) . ?
C30B H30C 0.9700 . ?
C30B H30D 0.9700 . ?
C31A H31A 0.9600 . ?
C31A H31B 0.9600 . ?
C31A H31C 0.9600 . ?
C31B H31D 0.9600 . ?
C31B H31E 0.9600 . ?
C31B H31F 0.9600 . ?

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 C10 C11 123.7(3) . . ?
C2 C10 C9 108.7(2) . . ?
C11 C10 C9 127.7(2) . . ?
O2 C21 C20 126.2(2) . . ?
O2 C21 C1 125.1(2) . . ?
C20 C21 C1 108.70(19) . . ?
C7 C8 C3 121.8(3) . . ?
C7 C8 C9 130.2(3) . . ?
C3 C8 C9 108.0(2) . . ?
C2 C1 C21 111.58(19) . . ?
C2 C1 C14 109.17(19) . . ?
C21 C1 C14 102.69(19) . . ?
C2 C1 C13 108.68(19) . . ?
C21 C1 C13 107.42(19) . . ?
C14 C1 C13 117.20(19) . . ?
C15 C20 C19 120.8(3) . . ?
C15 C20 C21 110.1(2) . . ?
C19 C20 C21 129.1(3) . . ?
O3 C14 C15 127.3(2) . . ?
O3 C14 C1 124.9(2) . . ?
C15 C14 C1 107.8(2) . . ?
C20 C15 C16 120.9(3) . . ?
C20 C15 C14 110.3(2) . . ?
C16 C15 C14 128.8(3) . . ?
C4 C3 C8 119.4(2) . . ?
C4 C3 C2 133.6(2) . . ?
C8 C3 C2 106.9(2) . . ?
C27 C22 C23 117.0(3) . . ?
C27 C22 C13 120.0(2) . . ?
C23 C22 C13 122.9(3) . . ?
C10 C2 C3 110.6(2) . . ?
C10 C2 C1 121.1(2) . . ?
C3 C2 C1 128.3(2) . . ?
C3 C4 C5 118.9(3) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
C23 C24 C25 120.5(3) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 H24 119.7 . . ?
C8 C7 C6 118.2(3) . . ?
C8 C7 H7 120.9 . . ?
C6 C7 H7 120.9 . . ?
C12 C13 C22 112.7(2) . . ?
C12 C13 C1 113.3(2) . . ?
C22 C13 C1 114.8(2) . . ?
C12 C13 H13 104.9 . . ?
C22 C13 H13 104.9 . . ?
C1 C13 H13 104.9 . . ?
C26 C27 C22 121.9(3) . . ?
C26 C27 H27 119.0 . . ?
C22 C27 H27 119.0 . . ?
C22 C23 C24 122.1(3) . . ?
C22 C23 H23 118.9 . . ?
C24 C23 H23 118.9 . . ?
C11 C12 C13 120.8(3) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
O1 C9 C10 126.6(3) . . ?
O1 C9 C8 127.6(3) . . ?
C10 C9 C8 105.8(2) . . ?
C17 C16 C15 118.0(3) . . ?
C17 C16 H16 121.0 . . ?
C15 C16 H16 121.0 . . ?
C12 C11 C10 118.9(3) . . ?
C12 C11 H11 120.5 . . ?
C10 C11 H11 120.5 . . ?
N1 C25 C24 122.4(3) . . ?
N1 C25 C26 121.1(3) . . ?
C24 C25 C26 116.5(3) . . ?
C18 C19 C20 117.4(3) . . ?
C18 C19 H19 121.3 . . ?
C20 C19 H19 121.3 . . ?
C5 C6 C7 120.6(3) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C27 C26 C25 121.9(3) . . ?
C27 C26 H26 119.0 . . ?
C25 C26 H26 119.0 . . ?
C6 C5 C4 121.0(3) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C25 N1 C30B 118.5(6) . . ?
C25 N1 C30A 120.3(4) . . ?
C25 N1 C28 121.5(3) . . ?
C30B N1 C28 115.3(6) . . ?
C30A N1 C28 116.1(4) . . ?
C19 C18 C17 121.2(3) . . ?
C19 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C29 C28 N1 112.7(4) . . ?
C29 C28 H28A 109.0 . . ?
N1 C28 H28A 109.0 . . ?
C29 C28 H28B 109.0 . . ?
N1 C28 H28B 109.0 . . ?
H28A C28 H28B 107.8 . . ?
C16 C17 C18 121.6(3) . . ?
C16 C17 H17 119.2 . . ?
C18 C17 H17 119.2 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N1 C30A C31A 106.7(10) . . ?
N1 C30A H30A 110.4 . . ?
C31A C30A H30A 110.4 . . ?
N1 C30A H30B 110.4 . . ?
C31A C30A H30B 110.4 . . ?
H30A C30A H30B 108.6 . . ?
N1 C30B C31B 104.8(14) . . ?
N1 C30B H30C 110.8 . . ?
C31B C30B H30C 110.8 . . ?
N1 C30B H30D 110.8 . . ?
C31B C30B H30D 110.8 . . ?
H30C C30B H30D 108.9 . . ?
C30A C31A H31A 109.5 . . ?
C30A C31A H31B 109.5 . . ?
H31A C31A H31B 109.5 . . ?
C30A C31A H31C 109.5 . . ?
H31A C31A H31C 109.5 . . ?
H31B C31A H31C 109.5 . . ?
C30B C31B H31D 109.5 . . ?
C30B C31B H31E 109.5 . . ?
H31D C31B H31E 109.5 . . ?
C30B C31B H31F 109.5 . . ?
H31D C31B H31F 109.5 . . ?
H31E C31B H31F 109.5 . . ?

_refine_diff_density_max         0.379
_refine_diff_density_min         -0.170
_refine_diff_density_rms         0.038

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_lb363
_database_code_depnum_ccdc_archive 'CCDC 1436242'
_audit_update_record             
;
2015-11-10 deposited with the CCDC.
2016-06-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        
3-(4-Methoxyphenyl)spiro[fluorene-4,2?-[2H]indene]-1?,3?,9(3H)-trione
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C56 H36 O8'
_chemical_formula_weight         836.85

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           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                   17.42499(14)
_cell_length_b                   13.44287(10)
_cell_length_c                   18.57921(14)
_cell_angle_alpha                90
_cell_angle_beta                 93.9206(7)
_cell_angle_gamma                90
_cell_volume                     4341.85(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_F_000             1744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.690
_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     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31943
_diffrn_reflns_av_unetI/netI     0.0177
_diffrn_reflns_av_R_equivalents  0.0216
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         4.062
_diffrn_reflns_theta_max         73.817
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8689
_reflns_number_gt                7498
_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-2014/6 (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)+(0.0701P)²+0.6258P] 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         8689
_refine_ls_number_parameters     579
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0492
_refine_ls_R_factor_gt           0.0430
_refine_ls_wR_factor_ref         0.1260
_refine_ls_wR_factor_gt          0.1181
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O5 O 0.34043(8) -0.12985(8) 0.45547(7) 0.0768(3) Uani 1 1 d . . . . .
O6 O 0.37633(6) 0.28079(7) 0.47921(5) 0.0537(2) Uani 1 1 d . . . . .
O7 O 0.41688(7) 0.19432(8) 0.23815(5) 0.0632(3) Uani 1 1 d . . . . .
O8 O 0.16219(8) 0.58508(9) 0.25615(7) 0.0799(4) Uani 1 1 d . . . . .
C29 C 0.37191(7) 0.20302(9) 0.35950(6) 0.0409(2) Uani 1 1 d . . . . .
C30 C 0.39117(7) 0.09915(9) 0.38546(6) 0.0423(3) Uani 1 1 d . . . . .
C31 C 0.46642(8) 0.04757(9) 0.38935(6) 0.0458(3) Uani 1 1 d . . . . .
C32 C 0.53846(8) 0.07729(11) 0.37222(8) 0.0557(3) Uani 1 1 d . . . . .
H32 H 0.5467 0.1407 0.3544 0.067 Uiso 1 1 calc R U . . .
C33 C 0.59894(9) 0.00929(14) 0.38245(9) 0.0683(4) Uani 1 1 d . . . . .
H33 H 0.6480 0.0280 0.3709 0.082 Uiso 1 1 calc R U . . .
C34 C 0.58749(11) -0.08488(13) 0.40921(10) 0.0714(4) Uani 1 1 d . . . . .
H34 H 0.6287 -0.1288 0.4153 0.086 Uiso 1 1 calc R U . . .
C35 C 0.51495(10) -0.11458(11) 0.42713(8) 0.0626(4) Uani 1 1 d . . . . .
H35 H 0.5069 -0.1779 0.4454 0.075 Uiso 1 1 calc R U . . .
C36 C 0.45537(9) -0.04826(10) 0.41726(7) 0.0516(3) Uani 1 1 d . . . . .
C37 C 0.37291(9) -0.05775(10) 0.43296(7) 0.0534(3) Uani 1 1 d . . . . .
C38 C 0.33747(8) 0.04021(9) 0.41271(7) 0.0475(3) Uani 1 1 d . . . . .
C39 C 0.25923(8) 0.07168(10) 0.42046(8) 0.0528(3) Uani 1 1 d . . . . .
H39 H 0.2271 0.0363 0.4492 0.063 Uiso 1 1 calc R U . . .
C40 C 0.23467(8) 0.15260(10) 0.38525(8) 0.0528(3) Uani 1 1 d . . . . .
H40 H 0.1858 0.1771 0.3923 0.063 Uiso 1 1 calc R U . . .
C41 C 0.28408(7) 0.20585(9) 0.33399(7) 0.0456(3) Uani 1 1 d . . . . .
H41 H 0.2795 0.1669 0.2893 0.055 Uiso 1 1 calc R U . . .
C42 C 0.41765(7) 0.23676(9) 0.29547(7) 0.0449(3) Uani 1 1 d . . . . .
C43 C 0.45783(7) 0.33010(10) 0.31536(7) 0.0470(3) Uani 1 1 d . . . . .
C44 C 0.50517(9) 0.38764(12) 0.27495(9) 0.0610(4) Uani 1 1 d . . . . .
H44 H 0.5166 0.3683 0.2288 0.073 Uiso 1 1 calc R U . . .
C45 C 0.53468(10) 0.47420(13) 0.30526(11) 0.0741(5) Uani 1 1 d . . . . .
H45 H 0.5679 0.5128 0.2799 0.089 Uiso 1 1 calc R U . . .
C46 C 0.51558(12) 0.50453(14) 0.37293(12) 0.0817(5) Uani 1 1 d . . . . .
H46 H 0.5350 0.5644 0.3916 0.098 Uiso 1 1 calc R U . . .
C47 C 0.46825(10) 0.44770(12) 0.41345(10) 0.0687(4) Uani 1 1 d . . . . .
H47 H 0.4553 0.4686 0.4588 0.082 Uiso 1 1 calc R U . . .
C48 C 0.44086(8) 0.35862(10) 0.38419(7) 0.0486(3) Uani 1 1 d . . . . .
C49 C 0.39362(7) 0.28225(9) 0.41743(6) 0.0420(3) Uani 1 1 d . . . . .
C50 C 0.25484(7) 0.30882(10) 0.31302(7) 0.0467(3) Uani 1 1 d . . . . .
C51 C 0.22914(8) 0.37511(11) 0.36383(8) 0.0542(3) Uani 1 1 d . . . . .
H51 H 0.2323 0.3574 0.4123 0.065 Uiso 1 1 calc R U . . .
C52 C 0.19914(9) 0.46657(11) 0.34320(9) 0.0608(4) Uani 1 1 d . . . . .
H52 H 0.1825 0.5101 0.3778 0.073 Uiso 1 1 calc R U . . .
C53 C 0.19376(8) 0.49357(11) 0.27108(9) 0.0575(3) Uani 1 1 d . . . . .
C54 C 0.21926(8) 0.42941(11) 0.21979(8) 0.0560(3) Uani 1 1 d . . . . .
H54 H 0.2159 0.4472 0.1713 0.067 Uiso 1 1 calc R U . . .
C55 C 0.25002(8) 0.33792(10) 0.24144(7) 0.0518(3) Uani 1 1 d . . . . .
H55 H 0.2678 0.2952 0.2069 0.062 Uiso 1 1 calc R U . . .
C56 C 0.14793(14) 0.61276(16) 0.18279(13) 0.0957(7) Uani 1 1 d . . . . .
H56A H 0.1121 0.5670 0.1594 0.144 Uiso 1 1 calc R U . . .
H56B H 0.1953 0.6113 0.1592 0.144 Uiso 1 1 calc R U . . .
H56C H 0.1268 0.6787 0.1801 0.144 Uiso 1 1 calc R U . . .
O1 O 0.12021(7) 0.41260(8) 0.02889(7) 0.0747(3) Uani 1 1 d . . . . .
O2 O 0.10624(7) 0.00521(8) 0.01058(5) 0.0626(3) Uani 1 1 d . . . . .
O3 O 0.08413(7) 0.08276(7) 0.25657(5) 0.0614(3) Uani 1 1 d . . . . .
O4 O 0.33737(8) -0.29800(9) 0.21211(8) 0.0822(4) Uani 1 1 d . . . . .
C1 C 0.11738(7) 0.07999(8) 0.13120(6) 0.0402(2) Uani 1 1 d . . . . .
C2 C 0.09138(7) 0.18239(8) 0.10787(6) 0.0408(2) Uani 1 1 d . . . . .
C3 C 0.01329(8) 0.22582(9) 0.10836(7) 0.0465(3) Uani 1 1 d . . . . .
C4 C -0.05454(9) 0.18917(11) 0.13095(10) 0.0637(4) Uani 1 1 d . . . . .
H4 H -0.0567 0.1266 0.1521 0.076 Uiso 1 1 calc R U . . .
C5 C -0.12004(11) 0.24838(15) 0.12130(14) 0.0925(7) Uani 1 1 d . . . . .
H5 H -0.1665 0.2248 0.1364 0.111 Uiso 1 1 calc R U . . .
C6 C -0.11764(12) 0.34118(16) 0.08990(15) 0.1003(8) Uani 1 1 d . . . . .
H6 H -0.1624 0.3788 0.0836 0.120 Uiso 1 1 calc R U . . .
C7 C -0.04886(11) 0.37879(12) 0.06765(11) 0.0752(5) Uani 1 1 d . . . . .
H7 H -0.0467 0.4416 0.0469 0.090 Uiso 1 1 calc R U . . .
C8 C 0.01562(8) 0.32070(10) 0.07712(8) 0.0523(3) Uani 1 1 d . . . . .
C9 C 0.09574(8) 0.33853(9) 0.05659(7) 0.0507(3) Uani 1 1 d . . . . .
C10 C 0.13910(7) 0.24608(9) 0.07697(6) 0.0442(3) Uani 1 1 d . . . . .
C11 C 0.21809(8) 0.22184(10) 0.06438(7) 0.0488(3) Uani 1 1 d . . . . .
H11 H 0.2463 0.2615 0.0348 0.059 Uiso 1 1 calc R U . . .
C12 C 0.24914(7) 0.14139(10) 0.09628(7) 0.0498(3) Uani 1 1 d . . . . .
H12 H 0.2981 0.1214 0.0854 0.060 Uiso 1 1 calc R U . . .
C13 C 0.20659(7) 0.08186(9) 0.14975(6) 0.0434(3) Uani 1 1 d . . . . .
H13 H 0.2136 0.1189 0.1952 0.052 Uiso 1 1 calc R U . . .
C14 C 0.07905(7) 0.04202(9) 0.19847(7) 0.0441(3) Uani 1 1 d . . . . .
C15 C 0.03989(7) -0.05242(9) 0.17988(7) 0.0474(3) Uani 1 1 d . . . . .
C16 C -0.00149(9) -0.11308(12) 0.22381(10) 0.0651(4) Uani 1 1 d . . . . .
H16 H -0.0088 -0.0956 0.2713 0.078 Uiso 1 1 calc R U . . .
C17 C -0.03137(10) -0.20013(13) 0.19430(12) 0.0792(5) Uani 1 1 d . . . . .
H17 H -0.0600 -0.2417 0.2221 0.095 Uiso 1 1 calc R U . . .
C18 C -0.01945(11) -0.22659(12) 0.12409(12) 0.0780(5) Uani 1 1 d . . . . .
H18 H -0.0391 -0.2866 0.1061 0.094 Uiso 1 1 calc R U . . .
C19 C 0.02097(10) -0.16603(11) 0.08001(10) 0.0649(4) Uani 1 1 d . . . . .
H19 H 0.0285 -0.1840 0.0327 0.078 Uiso 1 1 calc R U . . .
C20 C 0.04990(7) -0.07754(9) 0.10884(7) 0.0477(3) Uani 1 1 d . . . . .
C21 C 0.09288(7) 0.00109(9) 0.07334(7) 0.0442(3) Uani 1 1 d . . . . .
C22 C 0.24013(7) -0.02031(10) 0.16648(7) 0.0464(3) Uani 1 1 d . . . . .
C23 C 0.24912(8) -0.05315(10) 0.23719(7) 0.0508(3) Uani 1 1 d . . . . .
H23 H 0.2334 -0.0123 0.2738 0.061 Uiso 1 1 calc R U . . .
C24 C 0.28100(9) -0.14547(11) 0.25507(8) 0.0565(3) Uani 1 1 d . . . . .
H24 H 0.2865 -0.1660 0.3030 0.068 Uiso 1 1 calc R U . . .
C25 C 0.30438(9) -0.20625(11) 0.20089(9) 0.0594(4) Uani 1 1 d . . . . .
C26 C 0.29488(10) -0.17590(12) 0.12974(9) 0.0663(4) Uani 1 1 d . . . . .
H26 H 0.3097 -0.2176 0.0932 0.080 Uiso 1 1 calc R U . . .
C27 C 0.26336(9) -0.08362(11) 0.11273(8) 0.0578(3) Uani 1 1 d . . . . .
H27 H 0.2576 -0.0636 0.0647 0.069 Uiso 1 1 calc R U . . .
C28 C 0.35326(13) -0.33048(15) 0.28417(12) 0.0885(6) Uani 1 1 d . . . . .
H28A H 0.3784 -0.3940 0.2842 0.133 Uiso 1 1 calc R U . . .
H28B H 0.3060 -0.3363 0.3075 0.133 Uiso 1 1 calc R U . . .
H28C H 0.3862 -0.2831 0.3097 0.133 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
O5 C37 1.2112(17) . ?
O6 C49 1.2066(15) . ?
O7 C42 1.2073(16) . ?
O8 C53 1.3683(17) . ?
O8 C56 1.418(3) . ?
C29 C30 1.5076(16) . ?
C29 C49 1.5429(16) . ?
C29 C42 1.5447(17) . ?
C29 C41 1.5712(17) . ?
C30 C38 1.3507(18) . ?
C30 C31 1.4808(17) . ?
C31 C32 1.375(2) . ?
C31 C36 1.4069(18) . ?
C32 C33 1.398(2) . ?
C32 H32 0.9300 . ?
C33 C34 1.380(3) . ?
C33 H33 0.9300 . ?
C34 C35 1.388(3) . ?
C34 H34 0.9300 . ?
C35 C36 1.371(2) . ?
C35 H35 0.9300 . ?
C36 C37 1.491(2) . ?
C37 C38 1.4917(18) . ?
C38 C39 1.4440(19) . ?
C39 C40 1.325(2) . ?
C39 H39 0.9300 . ?
C40 C41 1.5076(19) . ?
C40 H40 0.9300 . ?
C41 C50 1.5167(17) . ?
C41 H41 0.9800 . ?
C42 C43 1.4716(18) . ?
C43 C48 1.3861(19) . ?
C43 C44 1.3882(19) . ?
C44 C45 1.377(2) . ?
C44 H44 0.9300 . ?
C45 C46 1.384(3) . ?
C45 H45 0.9300 . ?
C46 C47 1.384(3) . ?
C46 H46 0.9300 . ?
C47 C48 1.3864(19) . ?
C47 H47 0.9300 . ?
C48 C49 1.4773(18) . ?
C50 C55 1.3833(19) . ?
C50 C51 1.3941(19) . ?
C51 C52 1.380(2) . ?
C51 H51 0.9300 . ?
C52 C53 1.385(2) . ?
C52 H52 0.9300 . ?
C53 C54 1.381(2) . ?
C54 C55 1.3900(19) . ?
C54 H54 0.9300 . ?
C55 H55 0.9300 . ?
C56 H56A 0.9600 . ?
C56 H56B 0.9600 . ?
C56 H56C 0.9600 . ?
O1 C9 1.2117(16) . ?
O2 C21 1.2059(16) . ?
O3 C14 1.2083(16) . ?
O4 C25 1.3707(17) . ?
O4 C28 1.417(2) . ?
C1 C2 1.5038(15) . ?
C1 C14 1.5437(16) . ?
C1 C21 1.5492(16) . ?
C1 C13 1.5693(17) . ?
C2 C10 1.3488(17) . ?
C2 C3 1.4812(17) . ?
C3 C4 1.3725(19) . ?
C3 C8 1.4031(17) . ?
C4 C5 1.393(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.379(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.389(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.370(2) . ?
C7 H7 0.9300 . ?
C8 C9 1.492(2) . ?
C9 C10 1.4898(18) . ?
C10 C11 1.4490(18) . ?
C11 C12 1.3303(19) . ?
C11 H11 0.9300 . ?
C12 C13 1.5091(18) . ?
C12 H12 0.9300 . ?
C13 C22 1.5165(17) . ?
C13 H13 0.9800 . ?
C14 C15 1.4712(18) . ?
C15 C20 1.385(2) . ?
C15 C16 1.3898(19) . ?
C16 C17 1.379(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.381(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.382(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.3854(19) . ?
C19 H19 0.9300 . ?
C20 C21 1.4767(18) . ?
C22 C23 1.3847(19) . ?
C22 C27 1.3930(19) . ?
C23 C24 1.3905(19) . ?
C23 H23 0.9300 . ?
C24 C25 1.379(2) . ?
C24 H24 0.9300 . ?
C25 C26 1.382(2) . ?
C26 C27 1.385(2) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?

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
C53 O8 C56 118.18(15) . . ?
C30 C29 C49 112.18(9) . . ?
C30 C29 C42 113.77(10) . . ?
C49 C29 C42 102.69(10) . . ?
C30 C29 C41 108.05(10) . . ?
C49 C29 C41 112.40(9) . . ?
C42 C29 C41 107.69(10) . . ?
C38 C30 C31 109.93(11) . . ?
C38 C30 C29 121.23(11) . . ?
C31 C30 C29 128.78(11) . . ?
C32 C31 C36 120.10(13) . . ?
C32 C31 C30 132.22(12) . . ?
C36 C31 C30 107.68(12) . . ?
C31 C32 C33 118.04(14) . . ?
C31 C32 H32 121.0 . . ?
C33 C32 H32 121.0 . . ?
C34 C33 C32 121.51(16) . . ?
C34 C33 H33 119.2 . . ?
C32 C33 H33 119.2 . . ?
C33 C34 C35 120.47(15) . . ?
C33 C34 H34 119.8 . . ?
C35 C34 H34 119.8 . . ?
C36 C35 C34 118.33(15) . . ?
C36 C35 H35 120.8 . . ?
C34 C35 H35 120.8 . . ?
C35 C36 C31 121.55(14) . . ?
C35 C36 C37 130.48(14) . . ?
C31 C36 C37 107.97(12) . . ?
O5 C37 C36 127.97(14) . . ?
O5 C37 C38 126.76(14) . . ?
C36 C37 C38 105.24(11) . . ?
C30 C38 C39 123.26(12) . . ?
C30 C38 C37 109.09(12) . . ?
C39 C38 C37 127.65(12) . . ?
C40 C39 C38 117.81(13) . . ?
C40 C39 H39 121.1 . . ?
C38 C39 H39 121.1 . . ?
C39 C40 C41 121.50(12) . . ?
C39 C40 H40 119.3 . . ?
C41 C40 H40 119.3 . . ?
C40 C41 C50 113.53(11) . . ?
C40 C41 C29 112.61(10) . . ?
C50 C41 C29 113.75(10) . . ?
C40 C41 H41 105.3 . . ?
C50 C41 H41 105.3 . . ?
C29 C41 H41 105.3 . . ?
O7 C42 C43 126.93(12) . . ?
O7 C42 C29 124.42(12) . . ?
C43 C42 C29 108.58(10) . . ?
C48 C43 C44 121.13(13) . . ?
C48 C43 C42 109.86(11) . . ?
C44 C43 C42 129.00(13) . . ?
C45 C44 C43 117.96(16) . . ?
C45 C44 H44 121.0 . . ?
C43 C44 H44 121.0 . . ?
C44 C45 C46 120.94(15) . . ?
C44 C45 H45 119.5 . . ?
C46 C45 H45 119.5 . . ?
C45 C46 C47 121.39(16) . . ?
C45 C46 H46 119.3 . . ?
C47 C46 H46 119.3 . . ?
C46 C47 C48 117.74(17) . . ?
C46 C47 H47 121.1 . . ?
C48 C47 H47 121.1 . . ?
C43 C48 C47 120.74(14) . . ?
C43 C48 C49 110.71(11) . . ?
C47 C48 C49 128.54(14) . . ?
O6 C49 C48 126.27(11) . . ?
O6 C49 C29 125.95(11) . . ?
C48 C49 C29 107.76(10) . . ?
C55 C50 C51 117.97(12) . . ?
C55 C50 C41 120.15(12) . . ?
C51 C50 C41 121.82(12) . . ?
C52 C51 C50 120.97(14) . . ?
C52 C51 H51 119.5 . . ?
C50 C51 H51 119.5 . . ?
C51 C52 C53 120.09(13) . . ?
C51 C52 H52 120.0 . . ?
C53 C52 H52 120.0 . . ?
O8 C53 C54 124.44(15) . . ?
O8 C53 C52 115.55(14) . . ?
C54 C53 C52 120.01(13) . . ?
C53 C54 C55 119.27(13) . . ?
C53 C54 H54 120.4 . . ?
C55 C54 H54 120.4 . . ?
C50 C55 C54 121.68(13) . . ?
C50 C55 H55 119.2 . . ?
C54 C55 H55 119.2 . . ?
O8 C56 H56A 109.5 . . ?
O8 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
O8 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C25 O4 C28 118.26(15) . . ?
C2 C1 C14 113.42(10) . . ?
C2 C1 C21 111.31(9) . . ?
C14 C1 C21 102.79(9) . . ?
C2 C1 C13 108.85(9) . . ?
C14 C1 C13 107.73(9) . . ?
C21 C1 C13 112.66(10) . . ?
C10 C2 C3 110.23(10) . . ?
C10 C2 C1 121.43(11) . . ?
C3 C2 C1 128.16(10) . . ?
C4 C3 C8 120.17(12) . . ?
C4 C3 C2 132.16(12) . . ?
C8 C3 C2 107.65(11) . . ?
C3 C4 C5 118.09(14) . . ?
C3 C4 H4 121.0 . . ?
C5 C4 H4 121.0 . . ?
C6 C5 C4 121.54(17) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C5 C6 C7 120.45(16) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 H6 119.8 . . ?
C8 C7 C6 118.09(15) . . ?
C8 C7 H7 121.0 . . ?
C6 C7 H7 121.0 . . ?
C7 C8 C3 121.65(14) . . ?
C7 C8 C9 130.50(13) . . ?
C3 C8 C9 107.81(11) . . ?
O1 C9 C10 127.33(13) . . ?
O1 C9 C8 127.11(13) . . ?
C10 C9 C8 105.56(10) . . ?
C2 C10 C11 123.10(11) . . ?
C2 C10 C9 108.72(11) . . ?
C11 C10 C9 128.13(11) . . ?
C12 C11 C10 118.21(12) . . ?
C12 C11 H11 120.9 . . ?
C10 C11 H11 120.9 . . ?
C11 C12 C13 121.42(12) . . ?
C11 C12 H12 119.3 . . ?
C13 C12 H12 119.3 . . ?
C12 C13 C22 114.55(11) . . ?
C12 C13 C1 112.81(10) . . ?
C22 C13 C1 113.11(10) . . ?
C12 C13 H13 105.1 . . ?
C22 C13 H13 105.1 . . ?
C1 C13 H13 105.1 . . ?
O3 C14 C15 127.25(12) . . ?
O3 C14 C1 124.34(12) . . ?
C15 C14 C1 108.34(10) . . ?
C20 C15 C16 121.39(14) . . ?
C20 C15 C14 110.34(11) . . ?
C16 C15 C14 128.27(14) . . ?
C17 C16 C15 117.46(17) . . ?
C17 C16 H16 121.3 . . ?
C15 C16 H16 121.3 . . ?
C16 C17 C18 121.12(16) . . ?
C16 C17 H17 119.4 . . ?
C18 C17 H17 119.4 . . ?
C17 C18 C19 121.59(15) . . ?
C17 C18 H18 119.2 . . ?
C19 C18 H18 119.2 . . ?
C18 C19 C20 117.61(17) . . ?
C18 C19 H19 121.2 . . ?
C20 C19 H19 121.2 . . ?
C15 C20 C19 120.77(14) . . ?
C15 C20 C21 110.61(11) . . ?
C19 C20 C21 128.62(14) . . ?
O2 C21 C20 127.02(12) . . ?
O2 C21 C1 125.26(12) . . ?
C20 C21 C1 107.71(10) . . ?
C23 C22 C27 117.76(12) . . ?
C23 C22 C13 120.02(12) . . ?
C27 C22 C13 122.22(12) . . ?
C22 C23 C24 121.91(13) . . ?
C22 C23 H23 119.0 . . ?
C24 C23 H23 119.0 . . ?
C25 C24 C23 119.17(14) . . ?
C25 C24 H24 120.4 . . ?
C23 C24 H24 120.4 . . ?
O4 C25 C24 124.32(15) . . ?
O4 C25 C26 115.62(14) . . ?
C24 C25 C26 120.06(13) . . ?
C25 C26 C27 120.16(14) . . ?
C25 C26 H26 119.9 . . ?
C27 C26 H26 119.9 . . ?
C26 C27 C22 120.92(14) . . ?
C26 C27 H27 119.5 . . ?
C22 C27 H27 119.5 . . ?
O4 C28 H28A 109.5 . . ?
O4 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O4 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

_refine_diff_density_max         0.356
_refine_diff_density_min         -0.177
_refine_diff_density_rms         0.038

_shelxl_version_number           2014/6

