# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1446323'
_audit_update_record             
;
2016-01-09 deposited with the CCDC.
2016-02-15 downloaded from the CCDC.
;
_audit_creation_date             2016-01-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_systematic        9,9-dimethyl-2-nitro-9,10-dihydroacridine
_chemical_formula_moiety         'C15 H14 N2 O2'
_chemical_formula_sum            'C15 H14 N2 O2'
_chemical_formula_weight         254.29
_chemical_oxdiff_formula         'C16 H18 O'
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.05239 0.03377 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.03256 0.01839 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2
5 -x,-y,-z
6 -x-1/2,y-1/2,z
7 x,-y-1/2,z-1/2
8 x-1/2,y,-z-1/2

_symmetry_Int_Tables_number      61
_cell_length_a                   9.3070(3)
_cell_length_b                   16.5482(5)
_cell_length_c                   32.8832(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5064.5(3)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    4653
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.6653
_cell_measurement_theta_min      2.9870
_exptl_absorpt_coefficient_mu    0.730
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71411
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.3339
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2150.9367
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.14
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0206
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            13211
_diffrn_reflns_theta_full        70.8012
_diffrn_reflns_theta_max         70.80
_diffrn_reflns_theta_min         5.35
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 16.1293
_diffrn_measured_fraction_theta_full 0.9854
_diffrn_measured_fraction_theta_max 0.9844
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   -4.00   32.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   86.0000 -109.0000 36

#__ type_ start__ end____ width___ exp.time_
  2 omega   -1.00   27.00   1.0000    3.0600
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   57.0000    0.0000 28

#__ type_ start__ end____ width___ exp.time_
  3 omega  -59.00   19.00   1.0000    3.0600
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   77.0000 -150.0000 78

#__ type_ start__ end____ width___ exp.time_
  4 omega   47.00   94.00   1.0000    3.0600
omega____ theta____ kappa____ phi______ frames
    -       54.0000   57.0000 -120.0000 47

#__ type_ start__ end____ width___ exp.time_
  5 omega   39.00   97.00   1.0000    3.0600
omega____ theta____ kappa____ phi______ frames
    -       54.0000   57.0000  150.0000 58

#__ type_ start__ end____ width___ exp.time_
  6 omega  -13.00   31.00   1.0000    3.0600
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -57.0000    0.0000 44

#__ type_ start__ end____ width___ exp.time_
  7 omega  113.00  172.00   1.0000    3.0600
omega____ theta____ kappa____ phi______ frames
    -      108.0000   50.0000  -60.0000 59

#__ type_ start__ end____ width___ exp.time_
  8 omega  138.00  175.00   1.0000    3.0600
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000  -90.0000 37

#__ type_ start__ end____ width___ exp.time_
  9 omega   44.00   84.00   1.0000    3.0600
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000 -150.0000 40

#__ type_ start__ end____ width___ exp.time_
 10 omega   38.00   75.00   1.0000    3.0600
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000 -180.0000 37

#__ type_ start__ end____ width___ exp.time_
 11 omega  114.00  140.00   1.0000    3.0600
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
 12 omega   41.00   76.00   1.0000    3.0600
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -50.0000   60.0000 35

#__ type_ start__ end____ width___ exp.time_
 13 omega   45.00   91.00   1.0000    3.0600
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000  120.0000 46

#__ type_ start__ end____ width___ exp.time_
 14 omega   39.00   99.00   1.0000    3.0600
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -50.0000  -90.0000 60
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0493120000
_diffrn_orient_matrix_UB_12      0.0817132000
_diffrn_orient_matrix_UB_13      0.0176805000
_diffrn_orient_matrix_UB_21      0.1536438000
_diffrn_orient_matrix_UB_22      -0.0162413000
_diffrn_orient_matrix_UB_23      -0.0154096000
_diffrn_orient_matrix_UB_31      -0.0370367000
_diffrn_orient_matrix_UB_32      0.0415954000
_diffrn_orient_matrix_UB_33      -0.0405329000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              11
_reflns_limit_h_min              0
_reflns_limit_k_max              20
_reflns_limit_k_min              0
_reflns_limit_l_max              39
_reflns_limit_l_min              0
_reflns_number_gt                3792
_reflns_number_total             4806
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.2578
_refine_diff_density_min         -0.1631
_refine_diff_density_rms         0.0383
_refine_ls_d_res_high            0.8163
_refine_ls_d_res_low             8.2741
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0667
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    46
_refine_ls_number_parameters     351
_refine_ls_number_reflns         4806
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0611
_refine_ls_R_factor_gt           0.0485
_refine_ls_restrained_S_all      1.0667
_refine_ls_shift/su_max          0.0003
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0674P)²+0.7216P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1289
_refine_ls_wR_factor_ref         0.1424
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), N3(H3a), C20(H20), C18(H18), C17(H17), C3(H3), C11(H11), C29(H29),
 C2(H2), C28(H28), C14(H14), C26(H26), C13(H13), C12(H12), C27(H27)
2.b Idealised Me refined as rotating group:
 C8(H8a,H8b,H8c), C23(H23a,H23b,H23c), C9(H9a,H9b,H9c), C24(H24a,H24b,H24c)
;
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_refinement_flags_posn
O1 O 0.43080(18) 0.15728(11) 0.11977(6) 0.1040(6) Uani 1.000000 .
O2 O 0.24878(19) 0.09686(9) 0.09329(5) 0.0877(5) Uani 1.000000 .
N1 N 0.04624(17) 0.45486(9) 0.07786(5) 0.0634(4) Uani 1.000000 .
H1 H 0.096(2) 0.4994(14) 0.0847(6) 0.085(7) Uiso 1.000000 .
N2 N 0.3108(2) 0.15897(11) 0.10405(5) 0.0723(5) Uani 1.000000 .
C1 C 0.10827(18) 0.38153(10) 0.08421(5) 0.0539(4) Uani 1.000000 .
C2 C 0.2406(2) 0.37769(12) 0.10448(6) 0.0677(5) Uani 1.000000 .
H2 H 0.2834(2) 0.42509(12) 0.11366(6) 0.0813(6) Uiso 1.000000 R
C3 C 0.3073(2) 0.30584(12) 0.11092(6) 0.0681(5) Uani 1.000000 .
H3 H 0.3961(2) 0.30386(12) 0.12387(6) 0.0817(6) Uiso 1.000000 R
C4 C 0.2410(2) 0.23563(11) 0.09789(5) 0.0592(4) Uani 1.000000 .
C5 C 0.10971(18) 0.23806(10) 0.07826(5) 0.0552(4) Uani 1.000000 .
H5 H 0.06663(18) 0.19000(10) 0.07012(5) 0.0662(5) Uiso 1.000000 R
C6 C 0.04110(17) 0.31073(9) 0.07050(5) 0.0507(4) Uani 1.000000 .
C7 C -0.10380(19) 0.31262(10) 0.04839(5) 0.0561(4) Uani 1.000000 .
C8 C -0.0918(2) 0.26155(12) 0.00930(6) 0.0751(6) Uani 1.000000 .
H8a H -0.0213(12) 0.2851(5) -0.0084(2) 0.1127(9) Uiso 1.000000 GR
H8b H -0.0635(17) 0.2075(3) 0.01621(8) 0.1127(9) Uiso 1.000000 GR
H8c H -0.1833(5) 0.2603(8) -0.0042(3) 0.1127(9) Uiso 1.000000 GR
C9 C -0.2197(2) 0.27817(13) 0.07681(7) 0.0798(6) Uani 1.000000 .
H9a H -0.1984(10) 0.2226(3) 0.0827(4) 0.1196(9) Uiso 1.000000 GR
H9b H -0.2212(12) 0.3086(6) 0.1017(2) 0.1196(9) Uiso 1.000000 GR
H9c H -0.3118(3) 0.2818(9) 0.0638(2) 0.1196(9) Uiso 1.000000 GR
C10 C -0.14407(18) 0.39898(10) 0.03676(5) 0.0561(4) Uani 1.000000 .
C11 C -0.2579(2) 0.41425(13) 0.01061(6) 0.0725(5) Uani 1.000000 .
H11 H -0.3102(2) 0.37102(13) 0.00022(6) 0.0870(6) Uiso 1.000000 R
C12 C -0.2958(2) 0.49214(16) -0.00043(7) 0.0838(6) Uani 1.000000 .
H12 H -0.3717(2) 0.50069(16) -0.01832(7) 0.1006(8) Uiso 1.000000 R
C13 C -0.2213(2) 0.55663(14) 0.01505(7) 0.0817(6) Uani 1.000000 .
H13 H -0.2466(2) 0.60897(14) 0.00764(7) 0.0980(8) Uiso 1.000000 R
C14 C -0.1102(2) 0.54399(11) 0.04132(6) 0.0697(5) Uani 1.000000 .
H14 H -0.0606(2) 0.58787(11) 0.05205(6) 0.0836(6) Uiso 1.000000 R
C15 C -0.07060(19) 0.46572(10) 0.05216(5) 0.0565(4) Uani 1.000000 .
O3 O -0.74285(19) 0.73392(9) 0.19913(5) 0.0926(5) Uani 1.000000 .
O4 O -0.92676(18) 0.67093(11) 0.22324(5) 0.1042(6) Uani 1.000000 .
N3 N -0.51067(15) 0.37971(8) 0.19607(5) 0.0593(4) Uani 1.000000 .
H3a H -0.55820(15) 0.33528(8) 0.19786(5) 0.0712(5) Uiso 1.000000 R
N4 N -0.8038(2) 0.67111(11) 0.20943(5) 0.0752(5) Uani 1.000000 .
C16 C -0.58305(18) 0.45158(10) 0.19837(5) 0.0516(4) Uani 1.000000 .
C17 C -0.7206(2) 0.45389(12) 0.21545(6) 0.0636(5) Uani 1.000000 .
H17 H -0.7627(2) 0.40634(12) 0.22469(6) 0.0763(6) Uiso 1.000000 R
C18 C -0.7938(2) 0.52485(12) 0.21871(6) 0.0663(5) Uani 1.000000 .
H18 H -0.8857(2) 0.52609(12) 0.22977(6) 0.0796(6) Uiso 1.000000 R
C19 C -0.7286(2) 0.59505(11) 0.20526(5) 0.0594(4) Uani 1.000000 .
C20 C -0.59293(19) 0.59381(10) 0.18784(5) 0.0561(4) Uani 1.000000 .
H20 H -0.55196(19) 0.64185(10) 0.17885(5) 0.0673(5) Uiso 1.000000 R
C21 C -0.51791(18) 0.52257(9) 0.18366(5) 0.0498(4) Uani 1.000000 .
C22 C -0.37505(18) 0.51674(10) 0.16051(5) 0.0547(4) Uani 1.000000 .
C23 C -0.4110(2) 0.50143(14) 0.11521(6) 0.0739(6) Uani 1.000000 .
H23a H -0.4618(14) 0.4512(4) 0.11263(7) 0.1108(9) Uiso 1.000000 GR
H23b H -0.4699(13) 0.5446(5) 0.10515(13) 0.1108(9) Uiso 1.000000 GR
H23c H -0.3236(2) 0.4990(9) 0.09976(9) 0.1108(9) Uiso 1.000000 GR
C24 C -0.2886(2) 0.59501(11) 0.16432(8) 0.0805(6) Uani 1.000000 .
H24a H -0.3450(7) 0.63948(19) 0.1545(5) 0.1208(10) Uiso 1.000000 GR
H24b H -0.2643(15) 0.6040(5) 0.19234(11) 0.1208(10) Uiso 1.000000 GR
H24c H -0.2022(9) 0.5907(4) 0.1485(4) 0.1208(10) Uiso 1.000000 GR
C25 C -0.29010(17) 0.44415(10) 0.17575(5) 0.0528(4) Uani 1.000000 .
C26 C -0.1410(2) 0.43903(12) 0.17258(6) 0.0683(5) Uani 1.000000 .
H26 H -0.0899(2) 0.48317(12) 0.16275(6) 0.0820(6) Uiso 1.000000 R
C27 C -0.0673(2) 0.36985(13) 0.18372(7) 0.0782(6) Uani 1.000000 .
H27 H 0.0322(2) 0.36799(13) 0.18130(7) 0.0938(7) Uiso 1.000000 R
C28 C -0.1404(2) 0.30416(12) 0.19827(6) 0.0748(6) Uani 1.000000 .
H28 H -0.0906(2) 0.25775(12) 0.20575(6) 0.0897(7) Uiso 1.000000 R
C29 C -0.2880(2) 0.30688(11) 0.20183(6) 0.0659(5) Uani 1.000000 .
H29 H -0.3379(2) 0.26219(11) 0.21154(6) 0.0791(6) Uiso 1.000000 R
C30 C -0.36187(18) 0.37648(10) 0.19089(5) 0.0533(4) Uani 1.000000 .


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 N2 1.231(2) . ?
O2 N2 1.231(2) . ?
N1 C1 1.360(2) . ?
N1 C15 1.389(2) . ?
N2 C4 1.439(2) . ?
C1 C2 1.402(2) . ?
C1 C6 1.402(2) . ?
C2 C3 1.358(3) . ?
C3 C4 1.384(3) . ?
C4 C5 1.383(2) . ?
C5 C6 1.385(2) . ?
C6 C7 1.532(2) . ?
C7 C8 1.543(3) . ?
C7 C9 1.537(2) . ?
C7 C10 1.526(2) . ?
C10 C11 1.388(3) . ?
C10 C15 1.394(2) . ?
C11 C12 1.385(3) . ?
C12 C13 1.370(3) . ?
C13 C14 1.363(3) . ?
C14 C15 1.393(2) . ?
O3 N4 1.232(2) . ?
O4 N4 1.231(2) . ?
N3 C16 1.369(2) . ?
N3 C30 1.396(2) . ?
N4 C19 1.447(2) . ?
C16 C17 1.399(2) . ?
C16 C21 1.408(2) . ?
C17 C18 1.361(3) . ?
C18 C19 1.383(3) . ?
C19 C20 1.387(2) . ?
C20 C21 1.377(2) . ?
C21 C22 1.535(2) . ?
C22 C23 1.547(2) . ?
C22 C24 1.530(2) . ?
C22 C25 1.523(2) . ?
C25 C26 1.394(2) . ?
C25 C30 1.396(2) . ?
C26 C27 1.384(3) . ?
C27 C28 1.369(3) . ?
C28 C29 1.379(3) . ?
C29 C30 1.389(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C15 N1 C1 122.76(15) . . ?
O2 N2 O1 121.80(17) . . ?
C4 N2 O1 119.23(18) . . ?
C4 N2 O2 118.97(17) . . ?
C2 C1 N1 119.10(15) . . ?
C6 C1 N1 120.46(16) . . ?
C6 C1 C2 120.44(16) . . ?
C3 C2 C1 121.02(17) . . ?
C4 C3 C2 118.91(18) . . ?
C3 C4 N2 119.70(17) . . ?
C5 C4 N2 119.34(17) . . ?
C5 C4 C3 120.94(17) . . ?
C6 C5 C4 121.25(16) . . ?
C5 C6 C1 117.42(15) . . ?
C7 C6 C1 121.85(14) . . ?
C7 C6 C5 120.72(14) . . ?
C8 C7 C6 108.70(15) . . ?
C9 C7 C6 108.76(14) . . ?
C9 C7 C8 110.74(16) . . ?
C10 C7 C6 110.74(13) . . ?
C10 C7 C8 108.78(15) . . ?
C10 C7 C9 109.12(15) . . ?
C11 C10 C7 120.88(17) . . ?
C15 C10 C7 122.03(15) . . ?
C15 C10 C11 117.08(17) . . ?
C12 C11 C10 121.7(2) . . ?
C13 C12 C11 119.9(2) . . ?
C14 C13 C12 119.96(19) . . ?
C15 C14 C13 120.4(2) . . ?
C10 C15 N1 120.16(15) . . ?
C14 C15 N1 118.89(17) . . ?
C14 C15 C10 120.92(18) . . ?
C30 N3 C16 121.87(13) . . ?
O4 N4 O3 122.12(18) . . ?
C19 N4 O3 119.02(18) . . ?
C19 N4 O4 118.86(19) . . ?
C17 C16 N3 119.76(15) . . ?
C21 C16 N3 119.61(14) . . ?
C21 C16 C17 120.62(16) . . ?
C18 C17 C16 120.85(17) . . ?
C19 C18 C17 118.69(17) . . ?
C18 C19 N4 119.22(17) . . ?
C20 C19 N4 119.51(17) . . ?
C20 C19 C18 121.26(16) . . ?
C21 C20 C19 121.03(16) . . ?
C20 C21 C16 117.51(15) . . ?
C22 C21 C16 119.40(14) . . ?
C22 C21 C20 122.85(14) . . ?
C23 C22 C21 107.48(14) . . ?
C24 C22 C21 111.21(14) . . ?
C24 C22 C23 109.35(16) . . ?
C25 C22 C21 109.63(13) . . ?
C25 C22 C23 107.45(14) . . ?
C25 C22 C24 111.56(15) . . ?
C26 C25 C22 122.70(15) . . ?
C30 C25 C22 120.12(14) . . ?
C30 C25 C26 117.01(16) . . ?
C27 C26 C25 121.62(18) . . ?
C28 C27 C26 120.16(19) . . ?
C29 C28 C27 119.94(18) . . ?
C30 C29 C28 119.87(18) . . ?
C25 C30 N3 119.17(15) . . ?
C29 C30 N3 119.41(15) . . ?
C29 C30 C25 121.40(16) . . ?

_olex2_submission_special_instructions 'No special instructions were received'

_chemical_name_common            Acridine
_chemical_melting_point          441.15
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DCM'
####################################################################### 
# 
# 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_exp_5911
_database_code_depnum_ccdc_archive 'CCDC 1446328'
_audit_update_record             
;
2016-01-09 deposited with the CCDC.
2016-02-15 downloaded from the CCDC.
;
_audit_creation_date             2016-01-09
_audit_creation_method           
;
  Olex2 1.1
  (compiled 2011.11.01 svn.r2039, GUI svn.r3906)
;
_chemical_name_common            xanthene
_chemical_name_systematic        12,12-dimethyl-12H-benzo[a]xanthene
_chemical_formula_moiety         'C19 H16 O'
_chemical_formula_sum            'C19 H16 O'
_chemical_formula_weight         260.32
_chemical_absolute_configuration unk
_chemical_melting_point          373.15
_chemical_oxdiff_formula         'C19 H16 O'
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      trigonal
_space_group_IT_number           144
_space_group_name_H-M_alt        'P 31'
_space_group_name_Hall           'P 31'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-y, x-y, z+1/3'
3 '-x+y, -x, z+2/3'

_cell_length_a                   20.6263(7)
_cell_length_b                   20.6263(7)
_cell_length_c                   8.4471(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     3112.29(19)
_cell_formula_units_Z            9
_cell_measurement_reflns_used    2798
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.2473
_cell_measurement_theta_min      4.2834
_exptl_absorpt_coefficient_mu    0.585
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87179
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'whitish colourless'
_exptl_crystal_colour_modifier   whitish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1242
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0176
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            6975
_diffrn_reflns_theta_full        71.39
_diffrn_reflns_theta_max         71.39
_diffrn_reflns_theta_min         4.29
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.1293
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -46.00  -19.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  130.0000  160.0000 27

#__ type_ start__ end____ width___ exp.time_
  2 omega  -98.00  -71.00   1.0000    2.2300
omega____ theta____ kappa____ phi______ frames
    -      -42.5000 -140.0000  -84.0000 27

#__ type_ start__ end____ width___ exp.time_
  3 omega  -99.00  -17.00   1.0000    2.2300
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -77.0000   90.0000 82

#__ type_ start__ end____ width___ exp.time_
  4 omega -102.00  -50.00   1.0000    2.2300
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  178.0000 -150.0000 52

#__ type_ start__ end____ width___ exp.time_
  5 omega   39.00   87.00   1.0000    2.2300
omega____ theta____ kappa____ phi______ frames
    -      110.2786  -30.0000  -40.0000 48

#__ type_ start__ end____ width___ exp.time_
  6 omega   62.00  102.00   1.0000    2.2300
omega____ theta____ kappa____ phi______ frames
    -      110.2786 -111.0000  -60.0000 40

#__ type_ start__ end____ width___ exp.time_
  7 omega   40.00   85.00   1.0000    2.2300
omega____ theta____ kappa____ phi______ frames
    -      110.2786  -50.0000   60.0000 45

#__ type_ start__ end____ width___ exp.time_
  8 omega   46.00   87.00   1.0000    2.2300
omega____ theta____ kappa____ phi______ frames
    -      110.2786  -25.0000   60.0000 41

#__ type_ start__ end____ width___ exp.time_
  9 omega   42.00   92.00   1.0000    2.2300
omega____ theta____ kappa____ phi______ frames
    -      110.2786  -38.0000  -90.0000 50

#__ type_ start__ end____ width___ exp.time_
 10 omega   85.00  178.00   1.0000    2.2300
omega____ theta____ kappa____ phi______ frames
    -      110.2786  140.0000  -25.0000 93
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0493071000
_diffrn_orient_matrix_UB_12      0.0818296000
_diffrn_orient_matrix_UB_13      -0.0538156000
_diffrn_orient_matrix_UB_21      0.0706691000
_diffrn_orient_matrix_UB_22      -0.0033730000
_diffrn_orient_matrix_UB_23      0.0445275000
_diffrn_orient_matrix_UB_31      0.0029361000
_diffrn_orient_matrix_UB_32      -0.0270360000
_diffrn_orient_matrix_UB_33      -0.1684992000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                4195
_reflns_number_total             4791
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.111
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.1(3)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     547
_refine_ls_number_reflns         4791
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0531
_refine_ls_R_factor_gt           0.0468
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0697P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1114
_refine_ls_wR_factor_ref         0.1202
_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. 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
O1 O 0.54654(13) 0.44052(14) 0.1148(3) 0.0654(6) Uani 1 1 d . . .
O2 O 0.27085(15) 0.50245(14) 0.2849(3) 0.0805(7) Uani 1 1 d . . .
O3 O 0.88170(13) 0.08598(14) 0.2136(2) 0.0615(5) Uani 1 1 d . . .
C1 C 0.83672(16) 0.13776(16) 0.4951(3) 0.0481(6) Uani 1 1 d . . .
C2 C 0.7802(2) 0.0910(2) 0.6270(4) 0.0663(8) Uani 1 1 d . . .
H2A H 0.7452 0.1082 0.6419 0.099 Uiso 1 1 calc R . .
H2B H 0.8067 0.0965 0.7241 0.099 Uiso 1 1 calc R . .
H2C H 0.7537 0.0392 0.5967 0.099 Uiso 1 1 calc R . .
C3 C 0.8663(2) 0.22237(17) 0.5180(4) 0.0602(7) Uani 1 1 d . . .
H3A H 0.9010 0.2499 0.4349 0.090 Uiso 1 1 calc R . .
H3B H 0.8911 0.2380 0.6185 0.090 Uiso 1 1 calc R . .
H3C H 0.8251 0.2317 0.5148 0.090 Uiso 1 1 calc R . .
C4 C 0.79423(16) 0.11488(16) 0.3388(3) 0.0482(6) Uani 1 1 d . . .
C5 C 0.81725(16) 0.09044(16) 0.2104(3) 0.0498(6) Uani 1 1 d . . .
C6 C 0.77772(19) 0.06742(18) 0.0694(3) 0.0592(7) Uani 1 1 d . . .
H6 H 0.7953 0.0511 -0.0141 0.071 Uiso 1 1 calc R . .
C7 C 0.7119(2) 0.06899(19) 0.0544(4) 0.0660(8) Uani 1 1 d . . .
H7 H 0.6846 0.0535 -0.0392 0.079 Uiso 1 1 calc R . .
C8 C 0.68705(19) 0.0936(2) 0.1790(4) 0.0672(8) Uani 1 1 d . . .
H8 H 0.6427 0.0947 0.1697 0.081 Uiso 1 1 calc R . .
C9 C 0.72785(18) 0.11685(19) 0.3186(4) 0.0605(7) Uani 1 1 d . . .
H9 H 0.7107 0.1342 0.4010 0.073 Uiso 1 1 calc R . .
C10 C 0.90289(16) 0.12326(15) 0.4896(3) 0.0471(6) Uani 1 1 d . . .
C11 C 0.92051(16) 0.10013(16) 0.3537(3) 0.0503(6) Uani 1 1 d . . .
C12 C 0.98140(18) 0.08720(18) 0.3379(4) 0.0598(7) Uani 1 1 d . . .
H12 H 0.9911 0.0721 0.2413 0.072 Uiso 1 1 calc R . .
C13 C 1.02563(19) 0.09711(19) 0.4655(4) 0.0649(8) Uani 1 1 d . . .
H13 H 1.0656 0.0884 0.4564 0.078 Uiso 1 1 calc R . .
C14 C 1.01132(17) 0.12039(16) 0.6108(4) 0.0579(7) Uani 1 1 d . . .
C15 C 0.95100(17) 0.13529(16) 0.6248(3) 0.0517(6) Uani 1 1 d . . .
C16 C 0.94287(19) 0.16157(19) 0.7748(4) 0.0622(8) Uani 1 1 d . . .
H16 H 0.9053 0.1735 0.7882 0.075 Uiso 1 1 calc R . .
C17 C 0.9885(2) 0.1700(2) 0.9007(4) 0.0784(11) Uani 1 1 d . . .
H17 H 0.9810 0.1871 0.9972 0.094 Uiso 1 1 calc R . .
C18 C 1.0457(2) 0.1533(2) 0.8856(5) 0.0821(11) Uani 1 1 d . . .
H18 H 1.0755 0.1578 0.9720 0.099 Uiso 1 1 calc R . .
C19 C 1.0575(2) 0.1304(2) 0.7426(5) 0.0747(10) Uani 1 1 d . . .
H19 H 1.0969 0.1210 0.7316 0.090 Uiso 1 1 calc R . .
C20 C 0.65486(16) 0.51148(16) 0.3758(3) 0.0505(6) Uani 1 1 d . . .
C21 C 0.70602(19) 0.59731(18) 0.3812(4) 0.0658(8) Uani 1 1 d . . .
H21A H 0.6949 0.6194 0.2928 0.099 Uiso 1 1 calc R . .
H21B H 0.7574 0.6096 0.3761 0.099 Uiso 1 1 calc R . .
H21C H 0.6975 0.6163 0.4780 0.099 Uiso 1 1 calc R . .
C22 C 0.67395(19) 0.4721(2) 0.5091(4) 0.0639(8) Uani 1 1 d . . .
H22A H 0.6724 0.4929 0.6096 0.096 Uiso 1 1 calc R . .
H22B H 0.7232 0.4795 0.4919 0.096 Uiso 1 1 calc R . .
H22C H 0.6381 0.4195 0.5083 0.096 Uiso 1 1 calc R . .
C23 C 0.67071(17) 0.48568(17) 0.2187(4) 0.0539(6) Uani 1 1 d . . .
C24 C 0.61810(18) 0.45234(18) 0.1006(4) 0.0563(7) Uani 1 1 d . . .
C25 C 0.6322(2) 0.4266(2) -0.0405(4) 0.0682(9) Uani 1 1 d . . .
H25 H 0.5948 0.4038 -0.1163 0.082 Uiso 1 1 calc R . .
C26 C 0.7012(3) 0.4352(2) -0.0665(4) 0.0758(10) Uani 1 1 d . . .
H26 H 0.7110 0.4175 -0.1595 0.091 Uiso 1 1 calc R . .
C27 C 0.7562(2) 0.4701(2) 0.0455(5) 0.0770(10) Uani 1 1 d . . .
H27 H 0.8039 0.4776 0.0264 0.092 Uiso 1 1 calc R . .
C28 C 0.7414(2) 0.4943(2) 0.1866(4) 0.0664(8) Uani 1 1 d . . .
H28 H 0.7791 0.5168 0.2619 0.080 Uiso 1 1 calc R . .
C29 C 0.52599(17) 0.45975(16) 0.2550(3) 0.0528(6) Uani 1 1 d . . .
C30 C 0.57219(15) 0.49123(15) 0.3825(4) 0.0480(6) Uani 1 1 d . . .
C31 C 0.54001(16) 0.50581(16) 0.5207(4) 0.0535(6) Uani 1 1 d . . .
C32 C 0.46313(18) 0.48742(17) 0.5179(4) 0.0620(8) Uani 1 1 d . . .
C33 C 0.42076(18) 0.4556(2) 0.3802(5) 0.0693(9) Uani 1 1 d . . .
H33 H 0.3709 0.4436 0.3778 0.083 Uiso 1 1 calc R . .
C34 C 0.45081(18) 0.44226(19) 0.2521(4) 0.0638(8) Uani 1 1 d . . .
H34 H 0.4220 0.4215 0.1617 0.077 Uiso 1 1 calc R . .
C35 C 0.4320(2) 0.5028(2) 0.6509(5) 0.0829(12) Uani 1 1 d . . .
H35 H 0.3822 0.4910 0.6475 0.100 Uiso 1 1 calc R . .
C36 C 0.4727(3) 0.5343(2) 0.7847(6) 0.0909(13) Uani 1 1 d . . .
H36 H 0.4508 0.5440 0.8709 0.109 Uiso 1 1 calc R . .
C37 C 0.5473(3) 0.5520(2) 0.7918(5) 0.0843(12) Uani 1 1 d . . .
H37 H 0.5750 0.5729 0.8834 0.101 Uiso 1 1 calc R . .
C38 C 0.5798(2) 0.53864(19) 0.6633(4) 0.0683(9) Uani 1 1 d . . .
H38 H 0.6298 0.5516 0.6698 0.082 Uiso 1 1 calc R . .
C39 C 0.16524(16) 0.35647(16) 0.4276(4) 0.0544(7) Uani 1 1 d . . .
C40 C 0.1898(2) 0.3091(2) 0.5266(4) 0.0683(9) Uani 1 1 d . . .
H40A H 0.2433 0.3321 0.5240 0.103 Uiso 1 1 calc R . .
H40B H 0.1677 0.2596 0.4831 0.103 Uiso 1 1 calc R . .
H40C H 0.1735 0.3063 0.6342 0.103 Uiso 1 1 calc R . .
C41 C 0.08000(17) 0.3149(2) 0.4001(5) 0.0691(9) Uani 1 1 d . . .
H41A H 0.0547 0.3052 0.5001 0.104 Uiso 1 1 calc R . .
H41B H 0.0651 0.2684 0.3470 0.104 Uiso 1 1 calc R . .
H41C H 0.0671 0.3453 0.3361 0.104 Uiso 1 1 calc R . .
C42 C 0.20241(17) 0.36785(18) 0.2647(4) 0.0561(7) Uani 1 1 d . . .
C43 C 0.25162(18) 0.43727(19) 0.2041(4) 0.0632(8) Uani 1 1 d . . .
C44 C 0.2867(2) 0.4473(3) 0.0586(5) 0.0793(11) Uani 1 1 d . . .
H44 H 0.3202 0.4952 0.0225 0.095 Uiso 1 1 calc R . .
C45 C 0.2717(2) 0.3862(3) -0.0313(5) 0.0836(11) Uani 1 1 d . . .
H45 H 0.2950 0.3921 -0.1288 0.100 Uiso 1 1 calc R . .
C46 C 0.2218(2) 0.3159(3) 0.0242(5) 0.0789(10) Uani 1 1 d . . .
H46 H 0.2108 0.2741 -0.0369 0.095 Uiso 1 1 calc R . .
C47 C 0.1879(2) 0.3067(2) 0.1698(5) 0.0717(9) Uani 1 1 d . . .
H47 H 0.1545 0.2586 0.2053 0.086 Uiso 1 1 calc R . .
C48 C 0.19159(16) 0.43210(16) 0.5084(4) 0.0556(7) Uani 1 1 d . . .
C49 C 0.24100(19) 0.49788(18) 0.4345(4) 0.0641(8) Uani 1 1 d . . .
C50 C 0.2672(2) 0.5691(2) 0.5008(6) 0.0823(11) Uani 1 1 d . . .
H50 H 0.3004 0.6119 0.4450 0.099 Uiso 1 1 calc R . .
C51 C 0.2436(2) 0.5749(2) 0.6475(6) 0.0844(12) Uani 1 1 d . . .
H51 H 0.2612 0.6220 0.6921 0.101 Uiso 1 1 calc R . .
C52 C 0.1929(2) 0.5107(2) 0.7334(5) 0.0714(10) Uani 1 1 d . . .
C53 C 0.16637(18) 0.43871(19) 0.6649(4) 0.0614(7) Uani 1 1 d . . .
C54 C 0.1159(2) 0.3767(2) 0.7583(5) 0.0740(9) Uani 1 1 d . . .
H54 H 0.0970 0.3285 0.7184 0.089 Uiso 1 1 calc R . .
C55 C 0.0942(3) 0.3861(3) 0.9066(5) 0.0917(13) Uani 1 1 d . . .
H55 H 0.0610 0.3443 0.9648 0.110 Uiso 1 1 calc R . .
C56 C 0.1209(3) 0.4565(4) 0.9704(7) 0.1015(15) Uani 1 1 d . . .
H56 H 0.1063 0.4619 1.0715 0.122 Uiso 1 1 calc R . .
C57 C 0.1684(3) 0.5176(3) 0.8853(6) 0.0937(14) Uani 1 1 d . . .
H57 H 0.1853 0.5650 0.9276 0.112 Uiso 1 1 calc R . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C24 1.376(4) . ?
O1 C29 1.381(4) . ?
O2 C43 1.377(4) . ?
O2 C49 1.388(4) . ?
O3 C5 1.378(4) . ?
O3 C11 1.376(4) . ?
C1 C2 1.552(4) . ?
C1 C3 1.546(4) . ?
C1 C4 1.523(4) . ?
C1 C10 1.537(4) . ?
C4 C5 1.377(4) . ?
C4 C9 1.400(4) . ?
C5 C6 1.387(4) . ?
C6 C7 1.380(5) . ?
C7 C8 1.374(5) . ?
C8 C9 1.388(5) . ?
C10 C11 1.360(4) . ?
C10 C15 1.451(4) . ?
C11 C12 1.415(4) . ?
C12 C13 1.360(5) . ?
C13 C14 1.402(5) . ?
C14 C15 1.428(4) . ?
C14 C19 1.412(5) . ?
C15 C16 1.421(4) . ?
C16 C17 1.372(5) . ?
C17 C18 1.390(6) . ?
C18 C19 1.363(6) . ?
C20 C21 1.543(4) . ?
C20 C22 1.550(4) . ?
C20 C23 1.524(4) . ?
C20 C30 1.541(4) . ?
C23 C24 1.379(4) . ?
C23 C28 1.404(4) . ?
C24 C25 1.393(4) . ?
C25 C26 1.360(6) . ?
C26 C27 1.372(6) . ?
C27 C28 1.384(5) . ?
C29 C30 1.368(4) . ?
C29 C34 1.406(4) . ?
C30 C31 1.447(4) . ?
C31 C32 1.434(4) . ?
C31 C38 1.424(4) . ?
C32 C33 1.404(5) . ?
C32 C35 1.407(5) . ?
C33 C34 1.343(5) . ?
C35 C36 1.364(6) . ?
C36 C37 1.393(7) . ?
C37 C38 1.374(5) . ?
C39 C40 1.551(4) . ?
C39 C41 1.540(4) . ?
C39 C42 1.535(4) . ?
C39 C48 1.532(4) . ?
C42 C43 1.375(4) . ?
C42 C47 1.395(5) . ?
C43 C44 1.388(5) . ?
C44 C45 1.368(6) . ?
C45 C46 1.374(6) . ?
C46 C47 1.380(5) . ?
C48 C49 1.374(5) . ?
C48 C53 1.452(5) . ?
C49 C50 1.404(5) . ?
C50 C51 1.358(6) . ?
C51 C52 1.410(6) . ?
C52 C53 1.424(5) . ?
C52 C57 1.411(6) . ?
C53 C54 1.418(5) . ?
C54 C55 1.376(6) . ?
C55 C56 1.378(7) . ?
C56 C57 1.354(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
C24 O1 C29 118.7(2) . . ?
C43 O2 C49 118.9(3) . . ?
C11 O3 C5 118.7(2) . . ?
C3 C1 C2 111.2(3) . . ?
C4 C1 C2 107.0(2) . . ?
C4 C1 C3 107.4(2) . . ?
C4 C1 C10 110.1(2) . . ?
C10 C1 C2 111.4(2) . . ?
C10 C1 C3 109.6(2) . . ?
C5 C4 C1 123.1(2) . . ?
C5 C4 C9 115.8(3) . . ?
C9 C4 C1 121.1(3) . . ?
O3 C5 C6 114.5(3) . . ?
C4 C5 O3 122.0(3) . . ?
C4 C5 C6 123.4(3) . . ?
C7 C6 C5 119.2(3) . . ?
C8 C7 C6 119.5(3) . . ?
C7 C8 C9 120.3(3) . . ?
C8 C9 C4 121.8(3) . . ?
C11 C10 C1 120.8(2) . . ?
C11 C10 C15 116.4(3) . . ?
C15 C10 C1 122.7(2) . . ?
O3 C11 C12 110.9(3) . . ?
C10 C11 O3 124.8(3) . . ?
C10 C11 C12 124.3(3) . . ?
C13 C12 C11 119.3(3) . . ?
C12 C13 C14 120.3(3) . . ?
C13 C14 C15 120.1(3) . . ?
C13 C14 C19 119.9(3) . . ?
C19 C14 C15 120.0(3) . . ?
C14 C15 C10 119.5(3) . . ?
C16 C15 C10 124.5(3) . . ?
C16 C15 C14 116.0(3) . . ?
C17 C16 C15 122.4(4) . . ?
C16 C17 C18 120.7(4) . . ?
C19 C18 C17 119.3(4) . . ?
C18 C19 C14 121.7(4) . . ?
C21 C20 C22 111.9(3) . . ?
C23 C20 C21 106.5(2) . . ?
C23 C20 C22 107.1(3) . . ?
C23 C20 C30 109.8(2) . . ?
C30 C20 C21 109.8(2) . . ?
C30 C20 C22 111.6(2) . . ?
C24 C23 C20 123.5(3) . . ?
C24 C23 C28 115.6(3) . . ?
C28 C23 C20 121.0(3) . . ?
O1 C24 C23 122.2(3) . . ?
O1 C24 C25 114.7(3) . . ?
C23 C24 C25 123.1(3) . . ?
C26 C25 C24 119.5(4) . . ?
C25 C26 C27 119.6(3) . . ?
C26 C27 C28 120.6(3) . . ?
C27 C28 C23 121.6(4) . . ?
O1 C29 C34 111.6(3) . . ?
C30 C29 O1 124.8(3) . . ?
C30 C29 C34 123.6(3) . . ?
C29 C30 C20 120.9(3) . . ?
C29 C30 C31 116.8(3) . . ?
C31 C30 C20 122.3(2) . . ?
C32 C31 C30 119.5(3) . . ?
C38 C31 C30 124.5(3) . . ?
C38 C31 C32 116.0(3) . . ?
C33 C32 C31 119.0(3) . . ?
C33 C32 C35 121.3(3) . . ?
C35 C32 C31 119.7(3) . . ?
C34 C33 C32 121.3(3) . . ?
C33 C34 C29 119.8(3) . . ?
C36 C35 C32 121.9(4) . . ?
C35 C36 C37 119.8(4) . . ?
C38 C37 C36 119.9(4) . . ?
C37 C38 C31 122.8(4) . . ?
C41 C39 C40 111.8(3) . . ?
C42 C39 C40 106.5(3) . . ?
C42 C39 C41 107.1(3) . . ?
C48 C39 C40 109.9(3) . . ?
C48 C39 C41 111.0(3) . . ?
C48 C39 C42 110.3(3) . . ?
C43 C42 C39 123.1(3) . . ?
C43 C42 C47 116.1(3) . . ?
C47 C42 C39 120.8(3) . . ?
O2 C43 C44 114.8(3) . . ?
C42 C43 O2 122.3(3) . . ?
C42 C43 C44 122.9(4) . . ?
C45 C44 C43 119.6(4) . . ?
C44 C45 C46 119.2(4) . . ?
C45 C46 C47 120.6(4) . . ?
C46 C47 C42 121.6(4) . . ?
C49 C48 C39 120.9(3) . . ?
C49 C48 C53 116.4(3) . . ?
C53 C48 C39 122.7(3) . . ?
O2 C49 C50 111.5(3) . . ?
C48 C49 O2 124.5(3) . . ?
C48 C49 C50 124.0(4) . . ?
C51 C50 C49 119.3(4) . . ?
C50 C51 C52 121.1(4) . . ?
C51 C52 C53 119.2(4) . . ?
C51 C52 C57 120.5(4) . . ?
C57 C52 C53 120.3(4) . . ?
C52 C53 C48 120.0(3) . . ?
C54 C53 C48 123.9(3) . . ?
C54 C53 C52 116.1(3) . . ?
C55 C54 C53 121.5(4) . . ?
C54 C55 C56 121.2(5) . . ?
C57 C56 C55 119.7(5) . . ?
C56 C57 C52 121.2(4) . . ?

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DCM'
