# Electronic Supplementary Material (ESI) for ChemComm.
# 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_cmpd3c_aar077
_database_code_depnum_ccdc_archive 'CCDC 1508658'
_audit_update_record             
;
2016-10-06 deposited with the CCDC.
2016-11-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
5-(dicyclohexylamino)-6a-(4-(methylthio)phenyl)-6a,7-dihydro-5H-dibenzo[c,g]chromen-7-yl)(4-(methylthio)phenyl)methanone
_chemical_name_common            ?
_chemical_formula_moiety         'C44 H47 N O2 S2, 0.5(C6 H14)'
_chemical_formula_sum            'C47 H54 N O2 S2'
_exptl_crystal_recrystallization_method 
'slow diff of n-hexane into dichloromethane soln'
_chemical_melting_point          ?

_exptl_crystal_description       block
_exptl_crystal_colour            colourless

_diffrn_ambient_temperature      200(2)
_chemical_formula_weight         729.03

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_int_tables_number      14
_chemical_absolute_configuration ?
_symmetry_space_group_name_Hall  '-P 2yn '
loop_
_symmetry_equiv_pos_as_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                   16.9652(11)
_cell_length_b                   13.3015(8)
_cell_length_c                   18.3142(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.1600(10)
_cell_angle_gamma                90.00
_cell_volume                     3927.0(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9912
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      27.06
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.233
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1564
_exptl_absorpt_coefficient_mu    0.175
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9491
_exptl_absorpt_correction_T_max  0.9813
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker Apex-II CCD'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            52005
_diffrn_reflns_av_R_equivalents  0.0633
_diffrn_reflns_av_sigmaI/netI    0.0393
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.43
_diffrn_reflns_theta_max         27.08
_reflns_number_total             8655
_reflns_number_gt                7320
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker-AXS, 2007)'
_computing_cell_refinement       'APEX2 (Bruker-AXS, 2007)'
_computing_data_reduction        'APEX2 (Bruker-AXS, 2007)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'


_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0600P)²+1.8000P] 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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8655
_refine_ls_number_parameters     484
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0528
_refine_ls_R_factor_gt           0.0440
_refine_ls_wR_factor_ref         0.1246
_refine_ls_wR_factor_gt          0.1155
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.58804(3) 0.37983(3) 0.20618(2) 0.03909(12) Uani 1 1 d . . .
O1 O 0.52313(6) 0.87728(7) 0.22145(5) 0.0223(2) Uani 1 1 d . . .
N1 N 0.41518(7) 0.91098(9) 0.27413(6) 0.0246(2) Uani 1 1 d . . .
C1 C 0.55062(8) 0.83441(10) 0.16136(7) 0.0208(3) Uani 1 1 d . . .
S2 S 0.81184(4) 1.07339(5) 0.54601(3) 0.06183(17) Uani 1 1 d . . .
C2 C 0.63773(8) 0.88247(10) 0.17469(7) 0.0221(3) Uani 1 1 d . . .
H2A H 0.6793 0.8400 0.2130 0.026 Uiso 1 1 calc R . .
O2 O 0.61035(7) 1.05958(8) 0.16710(6) 0.0341(2) Uani 1 1 d . . .
C3 C 0.66302(8) 0.88722(10) 0.10261(8) 0.0240(3) Uani 1 1 d . . .
C4 C 0.74631(9) 0.89231(11) 0.10801(9) 0.0310(3) Uani 1 1 d . . .
H4A H 0.7874 0.8878 0.1569 0.037 Uiso 1 1 calc R . .
C5 C 0.77014(10) 0.90386(13) 0.04269(10) 0.0378(4) Uani 1 1 d . . .
H5A H 0.8273 0.9073 0.0470 0.045 Uiso 1 1 calc R . .
C6 C 0.71078(11) 0.91035(13) -0.02868(10) 0.0389(4) Uani 1 1 d . . .
H6A H 0.7271 0.9189 -0.0734 0.047 Uiso 1 1 calc R . .
C7 C 0.62750(10) 0.90441(12) -0.03486(9) 0.0325(3) Uani 1 1 d . . .
H7A H 0.5868 0.9082 -0.0841 0.039 Uiso 1 1 calc R . .
C8 C 0.60270(9) 0.89292(10) 0.03048(8) 0.0251(3) Uani 1 1 d . . .
C9 C 0.51538(8) 0.88695(10) 0.02472(8) 0.0244(3) Uani 1 1 d . . .
H9A H 0.4751 0.9022 -0.0231 0.029 Uiso 1 1 calc R . .
C10 C 0.48952(8) 0.86093(10) 0.08399(7) 0.0219(3) Uani 1 1 d . . .
C11 C 0.40172(8) 0.84727(10) 0.07844(8) 0.0238(3) Uani 1 1 d . . .
C12 C 0.33961(9) 0.84030(11) 0.00657(8) 0.0303(3) Uani 1 1 d . . .
H12A H 0.3543 0.8457 -0.0393 0.036 Uiso 1 1 calc R . .
C13 C 0.25761(10) 0.82575(12) 0.00219(9) 0.0365(3) Uani 1 1 d . . .
H13A H 0.2162 0.8213 -0.0465 0.044 Uiso 1 1 calc R . .
C14 C 0.23577(9) 0.81769(12) 0.06873(10) 0.0361(3) Uani 1 1 d . . .
H14A H 0.1794 0.8073 0.0657 0.043 Uiso 1 1 calc R . .
C15 C 0.29585(9) 0.82468(11) 0.13961(9) 0.0312(3) Uani 1 1 d . . .
H15A H 0.2804 0.8193 0.1851 0.037 Uiso 1 1 calc R . .
C16 C 0.37912(8) 0.83958(10) 0.14521(8) 0.0244(3) Uani 1 1 d . . .
C17 C 0.44199(8) 0.84575(10) 0.22524(8) 0.0231(3) Uani 1 1 d . . .
H17A H 0.4482 0.7769 0.2482 0.028 Uiso 1 1 calc R . .
C18 C 0.64153(8) 0.98934(10) 0.20851(8) 0.0242(3) Uani 1 1 d . . .
C19 C 0.68598(8) 1.00493(10) 0.29178(8) 0.0250(3) Uani 1 1 d . . .
C20 C 0.71608(9) 0.92679(11) 0.34344(8) 0.0289(3) Uani 1 1 d . . .
H20A H 0.7104 0.8596 0.3250 0.035 Uiso 1 1 calc R . .
C21 C 0.75422(9) 0.94453(12) 0.42127(9) 0.0324(3) Uani 1 1 d . . .
H21A H 0.7736 0.8897 0.4554 0.039 Uiso 1 1 calc R . .
C22 C 0.76394(10) 1.04194(13) 0.44896(9) 0.0368(4) Uani 1 1 d . . .
C23 C 0.73526(12) 1.12110(13) 0.39791(11) 0.0465(4) Uani 1 1 d . . .
H23A H 0.7420 1.1883 0.4163 0.056 Uiso 1 1 calc R . .
C24 C 0.69706(11) 1.10283(12) 0.32070(10) 0.0383(4) Uani 1 1 d . . .
H24A H 0.6780 1.1578 0.2867 0.046 Uiso 1 1 calc R . .
C25 C 0.56034(8) 0.71986(10) 0.16972(7) 0.0214(3) Uani 1 1 d . . .
C26 C 0.54401(10) 0.65644(11) 0.10693(8) 0.0303(3) Uani 1 1 d . . .
H26A H 0.5260 0.6844 0.0567 0.036 Uiso 1 1 calc R . .
C27 C 0.55331(10) 0.55269(11) 0.11545(8) 0.0329(3) Uani 1 1 d . . .
H27A H 0.5417 0.5110 0.0712 0.039 Uiso 1 1 calc R . .
C28 C 0.57925(9) 0.51006(10) 0.18777(8) 0.0266(3) Uani 1 1 d . . .
C29 C 0.59903(10) 0.57356(11) 0.25163(8) 0.0310(3) Uani 1 1 d . . .
H29A H 0.6192 0.5457 0.3018 0.037 Uiso 1 1 calc R . .
C30 C 0.58965(9) 0.67651(11) 0.24258(8) 0.0282(3) Uani 1 1 d . . .
H30A H 0.6034 0.7185 0.2867 0.034 Uiso 1 1 calc R . .
C31 C 0.44226(8) 0.89247(11) 0.35713(8) 0.0254(3) Uani 1 1 d . . .
H31A H 0.4292 0.9552 0.3811 0.030 Uiso 1 1 calc R . .
C32 C 0.53528(9) 0.87468(12) 0.39402(9) 0.0335(3) Uani 1 1 d . . .
H32A H 0.5517 0.8128 0.3725 0.040 Uiso 1 1 calc R . .
H32B H 0.5665 0.9317 0.3818 0.040 Uiso 1 1 calc R . .
C33 C 0.55727(11) 0.86418(13) 0.48097(9) 0.0390(4) Uani 1 1 d . . .
H33A H 0.6172 0.8492 0.5030 0.047 Uiso 1 1 calc R . .
H33B H 0.5463 0.9286 0.5030 0.047 Uiso 1 1 calc R . .
C34 C 0.50765(12) 0.78155(14) 0.50273(10) 0.0454(4) Uani 1 1 d . . .
H34A H 0.5210 0.7794 0.5593 0.054 Uiso 1 1 calc R . .
H34B H 0.5231 0.7160 0.4856 0.054 Uiso 1 1 calc R . .
C35 C 0.41500(12) 0.79877(15) 0.46616(10) 0.0449(4) Uani 1 1 d . . .
H35A H 0.3985 0.8606 0.4877 0.054 Uiso 1 1 calc R . .
H35B H 0.3841 0.7417 0.4787 0.054 Uiso 1 1 calc R . .
C36 C 0.39221(10) 0.80905(13) 0.37889(9) 0.0353(3) Uani 1 1 d . . .
H36A H 0.4031 0.7446 0.3567 0.042 Uiso 1 1 calc R . .
H36B H 0.3323 0.8242 0.3571 0.042 Uiso 1 1 calc R . .
C37 C 0.39310(9) 1.01455(11) 0.24877(8) 0.0282(3) Uani 1 1 d . . .
H37A H 0.3801 1.0152 0.1916 0.034 Uiso 1 1 calc R . .
C38 C 0.46104(10) 1.09243(12) 0.28084(11) 0.0378(4) Uani 1 1 d . . .
H38A H 0.5103 1.0747 0.2655 0.045 Uiso 1 1 calc R . .
H38B H 0.4775 1.0919 0.3377 0.045 Uiso 1 1 calc R . .
C39 C 0.43126(14) 1.19774(13) 0.25124(13) 0.0518(5) Uani 1 1 d . . .
H39A H 0.4754 1.2471 0.2753 0.062 Uiso 1 1 calc R . .
H39B H 0.4208 1.2000 0.1950 0.062 Uiso 1 1 calc R . .
C40 C 0.35227(13) 1.22725(13) 0.26884(11) 0.0483(4) Uani 1 1 d . . .
H40A H 0.3642 1.2331 0.3251 0.058 Uiso 1 1 calc R . .
H40B H 0.3331 1.2937 0.2457 0.058 Uiso 1 1 calc R . .
C41 C 0.28423(12) 1.15016(14) 0.23752(11) 0.0472(4) Uani 1 1 d . . .
H41A H 0.2667 1.1512 0.1807 0.057 Uiso 1 1 calc R . .
H41B H 0.2356 1.1680 0.2538 0.057 Uiso 1 1 calc R . .
C42 C 0.31340(10) 1.04528(13) 0.26584(10) 0.0382(4) Uani 1 1 d . . .
H42A H 0.2690 0.9965 0.2412 0.046 Uiso 1 1 calc R . .
H42B H 0.3233 1.0422 0.3220 0.046 Uiso 1 1 calc R . .
C43 C 0.55045(12) 0.32221(12) 0.11385(10) 0.0429(4) Uani 1 1 d . . .
H43A H 0.5524 0.2489 0.1197 0.064 Uiso 1 1 calc R . .
H43B H 0.5852 0.3426 0.0825 0.064 Uiso 1 1 calc R . .
H43C H 0.4931 0.3434 0.0886 0.064 Uiso 1 1 calc R . .
C44 C 0.82856(16) 0.9547(2) 0.59399(11) 0.0664(6) Uani 1 1 d . . .
H44A H 0.8541 0.9652 0.6493 0.100 Uiso 1 1 calc R . .
H44B H 0.8654 0.9136 0.5743 0.100 Uiso 1 1 calc R . .
H44C H 0.7753 0.9200 0.5847 0.100 Uiso 1 1 calc R . .
C1A C 0.4648(2) 0.5033(2) 0.4624(2) 0.0524(7) Uani 0.716(3) 1 d P . 1
H1AA H 0.4221 0.4528 0.4627 0.063 Uiso 0.716(3) 1 calc PR . 1
H1AC H 0.4388 0.5706 0.4584 0.063 Uiso 0.716(3) 1 calc PR . 1
C3A C 0.4242(9) 0.4958(8) 0.3174(5) 0.0732(19) Uani 0.716(3) 1 d P . 1
H3AA H 0.4449 0.4746 0.2754 0.110 Uiso 0.716(3) 1 calc PR . 1
H3AB H 0.4059 0.5659 0.3095 0.110 Uiso 0.716(3) 1 calc PR . 1
H3AC H 0.3774 0.4530 0.3181 0.110 Uiso 0.716(3) 1 calc PR . 1
C2A C 0.49261(19) 0.4862(3) 0.3929(2) 0.0655(8) Uani 0.716(3) 1 d P . 1
H2AA H 0.5170 0.4181 0.3963 0.079 Uiso 0.716(3) 1 calc PR . 1
H2AB H 0.5368 0.5352 0.3938 0.079 Uiso 0.716(3) 1 calc PR . 1
C1B C 0.5028(5) 0.4976(6) 0.4604(6) 0.0524(7) Uani 0.284(3) 1 d PD . 2
H1BA H 0.5264 0.4317 0.4531 0.063 Uiso 0.284(3) 1 calc PR . 2
H1BB H 0.5415 0.5504 0.4546 0.063 Uiso 0.284(3) 1 calc PR . 2
C3B C 0.429(3) 0.517(3) 0.3173(12) 0.0732(19) Uani 0.284(3) 1 d PD . 2
H3BA H 0.3736 0.5202 0.2789 0.110 Uiso 0.284(3) 1 calc PR . 2
H3BB H 0.4584 0.4580 0.3081 0.110 Uiso 0.284(3) 1 calc PR . 2
H3BC H 0.4600 0.5781 0.3134 0.110 Uiso 0.284(3) 1 calc PR . 2
C2B C 0.4197(4) 0.5114(7) 0.3971(5) 0.0655(8) Uani 0.284(3) 1 d PD . 2
H2BA H 0.3829 0.4543 0.3989 0.079 Uiso 0.284(3) 1 calc PR . 2
H2BB H 0.3930 0.5737 0.4073 0.079 Uiso 0.284(3) 1 calc PR . 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
S1 C28 1.7622(14) . ?
S1 C43 1.7837(17) . ?
O1 C1 1.4400(15) . ?
O1 C17 1.4613(15) . ?
N1 C17 1.4197(17) . ?
N1 C37 1.4647(18) . ?
N1 C31 1.4652(17) . ?
C1 C10 1.5137(17) . ?
C1 C25 1.5352(18) . ?
C1 C2 1.5579(18) . ?
S2 C22 1.7591(16) . ?
S2 C44 1.787(3) . ?
C2 C3 1.5114(18) . ?
C2 C18 1.5438(18) . ?
C2 H2A 1.0000 . ?
O2 C18 1.2157(17) . ?
C3 C4 1.387(2) . ?
C3 C8 1.3984(19) . ?
C4 C5 1.385(2) . ?
C4 H4A 0.9500 . ?
C5 C6 1.382(2) . ?
C5 H5A 0.9500 . ?
C6 C7 1.384(2) . ?
C6 H6A 0.9500 . ?
C7 C8 1.395(2) . ?
C7 H7A 0.9500 . ?
C8 C9 1.4542(19) . ?
C9 C10 1.3368(19) . ?
C9 H9A 0.9500 . ?
C10 C11 1.4722(18) . ?
C11 C16 1.3948(19) . ?
C11 C12 1.4095(19) . ?
C12 C13 1.382(2) . ?
C12 H12A 0.9500 . ?
C13 C14 1.384(2) . ?
C13 H13A 0.9500 . ?
C14 C15 1.381(2) . ?
C14 H14A 0.9500 . ?
C15 C16 1.3983(19) . ?
C15 H15A 0.9500 . ?
C16 C17 1.5225(18) . ?
C17 H17A 1.0000 . ?
C18 C19 1.4901(19) . ?
C19 C20 1.391(2) . ?
C19 C24 1.396(2) . ?
C20 C21 1.390(2) . ?
C20 H20A 0.9500 . ?
C21 C22 1.382(2) . ?
C21 H21A 0.9500 . ?
C22 C23 1.391(3) . ?
C23 C24 1.381(2) . ?
C23 H23A 0.9500 . ?
C24 H24A 0.9500 . ?
C25 C26 1.3828(19) . ?
C25 C30 1.3953(19) . ?
C26 C27 1.392(2) . ?
C26 H26A 0.9500 . ?
C27 C28 1.381(2) . ?
C27 H27A 0.9500 . ?
C28 C29 1.396(2) . ?
C29 C30 1.383(2) . ?
C29 H29A 0.9500 . ?
C30 H30A 0.9500 . ?
C31 C36 1.524(2) . ?
C31 C32 1.529(2) . ?
C31 H31A 1.0000 . ?
C32 C33 1.525(2) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.511(3) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.522(3) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.529(2) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 C38 1.525(2) . ?
C37 C42 1.535(2) . ?
C37 H37A 1.0000 . ?
C38 C39 1.530(2) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 C40 1.524(3) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 C41 1.517(3) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 C42 1.517(2) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C1A C2A 1.505(5) . ?
C1A C1A 1.520(7) 3_666 ?
C1A H1AA 0.9900 . ?
C1A H1AC 0.9900 . ?
C3A C2A 1.509(13) . ?
C3A H3AA 0.9800 . ?
C3A H3AB 0.9800 . ?
C3A H3AC 0.9800 . ?
C2A H2AA 0.9900 . ?
C2A H2AB 0.9900 . ?
C1B C1B 1.49(2) 3_666 ?
C1B C2B 1.530(8) . ?
C1B H1BA 0.9900 . ?
C1B H1BB 0.9900 . ?
C3B C2B 1.519(10) . ?
C3B H3BA 0.9800 . ?
C3B H3BB 0.9800 . ?
C3B H3BC 0.9800 . ?
C2B H2BA 0.9900 . ?
C2B H2BB 0.9900 . ?

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
C28 S1 C43 104.90(8) . . ?
C1 O1 C17 117.19(9) . . ?
C17 N1 C37 118.38(11) . . ?
C17 N1 C31 119.55(11) . . ?
C37 N1 C31 116.97(11) . . ?
O1 C1 C10 109.44(10) . . ?
O1 C1 C25 111.54(10) . . ?
C10 C1 C25 110.21(10) . . ?
O1 C1 C2 103.60(10) . . ?
C10 C1 C2 112.99(11) . . ?
C25 C1 C2 108.93(10) . . ?
C22 S2 C44 103.85(9) . . ?
C3 C2 C18 108.92(11) . . ?
C3 C2 C1 113.20(11) . . ?
C18 C2 C1 111.08(10) . . ?
C3 C2 H2A 107.8 . . ?
C18 C2 H2A 107.8 . . ?
C1 C2 H2A 107.8 . . ?
C4 C3 C8 119.61(13) . . ?
C4 C3 C2 120.00(12) . . ?
C8 C3 C2 120.26(12) . . ?
C5 C4 C3 120.58(14) . . ?
C5 C4 H4A 119.7 . . ?
C3 C4 H4A 119.7 . . ?
C6 C5 C4 120.06(15) . . ?
C6 C5 H5A 120.0 . . ?
C4 C5 H5A 120.0 . . ?
C5 C6 C7 119.88(15) . . ?
C5 C6 H6A 120.1 . . ?
C7 C6 H6A 120.1 . . ?
C6 C7 C8 120.61(15) . . ?
C6 C7 H7A 119.7 . . ?
C8 C7 H7A 119.7 . . ?
C7 C8 C3 119.25(13) . . ?
C7 C8 C9 121.11(13) . . ?
C3 C8 C9 119.64(12) . . ?
C10 C9 C8 122.68(12) . . ?
C10 C9 H9A 118.7 . . ?
C8 C9 H9A 118.7 . . ?
C9 C10 C11 123.84(12) . . ?
C9 C10 C1 121.21(12) . . ?
C11 C10 C1 114.76(11) . . ?
C16 C11 C12 118.95(13) . . ?
C16 C11 C10 119.82(12) . . ?
C12 C11 C10 121.23(13) . . ?
C13 C12 C11 120.64(14) . . ?
C13 C12 H12A 119.7 . . ?
C11 C12 H12A 119.7 . . ?
C12 C13 C14 120.05(14) . . ?
C12 C13 H13A 120.0 . . ?
C14 C13 H13A 120.0 . . ?
C15 C14 C13 120.04(14) . . ?
C15 C14 H14A 120.0 . . ?
C13 C14 H14A 120.0 . . ?
C14 C15 C16 120.75(14) . . ?
C14 C15 H15A 119.6 . . ?
C16 C15 H15A 119.6 . . ?
C11 C16 C15 119.58(13) . . ?
C11 C16 C17 122.58(12) . . ?
C15 C16 C17 117.84(12) . . ?
N1 C17 O1 110.26(11) . . ?
N1 C17 C16 111.97(11) . . ?
O1 C17 C16 110.95(10) . . ?
N1 C17 H17A 107.8 . . ?
O1 C17 H17A 107.8 . . ?
C16 C17 H17A 107.8 . . ?
O2 C18 C19 120.96(12) . . ?
O2 C18 C2 120.12(12) . . ?
C19 C18 C2 118.90(11) . . ?
C20 C19 C24 117.48(13) . . ?
C20 C19 C18 123.60(12) . . ?
C24 C19 C18 118.91(13) . . ?
C21 C20 C19 121.71(14) . . ?
C21 C20 H20A 119.1 . . ?
C19 C20 H20A 119.1 . . ?
C22 C21 C20 119.97(15) . . ?
C22 C21 H21A 120.0 . . ?
C20 C21 H21A 120.0 . . ?
C21 C22 C23 119.09(14) . . ?
C21 C22 S2 123.93(13) . . ?
C23 C22 S2 116.98(13) . . ?
C24 C23 C22 120.60(15) . . ?
C24 C23 H23A 119.7 . . ?
C22 C23 H23A 119.7 . . ?
C23 C24 C19 121.15(15) . . ?
C23 C24 H24A 119.4 . . ?
C19 C24 H24A 119.4 . . ?
C26 C25 C30 117.55(12) . . ?
C26 C25 C1 122.36(12) . . ?
C30 C25 C1 120.05(12) . . ?
C25 C26 C27 121.68(13) . . ?
C25 C26 H26A 119.2 . . ?
C27 C26 H26A 119.2 . . ?
C28 C27 C26 120.38(13) . . ?
C28 C27 H27A 119.8 . . ?
C26 C27 H27A 119.8 . . ?
C27 C28 C29 118.47(13) . . ?
C27 C28 S1 124.75(11) . . ?
C29 C28 S1 116.78(11) . . ?
C30 C29 C28 120.68(13) . . ?
C30 C29 H29A 119.7 . . ?
C28 C29 H29A 119.7 . . ?
C29 C30 C25 121.15(13) . . ?
C29 C30 H30A 119.4 . . ?
C25 C30 H30A 119.4 . . ?
N1 C31 C36 111.94(12) . . ?
N1 C31 C32 115.54(12) . . ?
C36 C31 C32 110.74(12) . . ?
N1 C31 H31A 106.0 . . ?
C36 C31 H31A 106.0 . . ?
C32 C31 H31A 106.0 . . ?
C33 C32 C31 111.01(13) . . ?
C33 C32 H32A 109.4 . . ?
C31 C32 H32A 109.4 . . ?
C33 C32 H32B 109.4 . . ?
C31 C32 H32B 109.4 . . ?
H32A C32 H32B 108.0 . . ?
C34 C33 C32 111.52(14) . . ?
C34 C33 H33A 109.3 . . ?
C32 C33 H33A 109.3 . . ?
C34 C33 H33B 109.3 . . ?
C32 C33 H33B 109.3 . . ?
H33A C33 H33B 108.0 . . ?
C33 C34 C35 111.00(14) . . ?
C33 C34 H34A 109.4 . . ?
C35 C34 H34A 109.4 . . ?
C33 C34 H34B 109.4 . . ?
C35 C34 H34B 109.4 . . ?
H34A C34 H34B 108.0 . . ?
C34 C35 C36 111.32(14) . . ?
C34 C35 H35A 109.4 . . ?
C36 C35 H35A 109.4 . . ?
C34 C35 H35B 109.4 . . ?
C36 C35 H35B 109.4 . . ?
H35A C35 H35B 108.0 . . ?
C31 C36 C35 111.01(13) . . ?
C31 C36 H36A 109.4 . . ?
C35 C36 H36A 109.4 . . ?
C31 C36 H36B 109.4 . . ?
C35 C36 H36B 109.4 . . ?
H36A C36 H36B 108.0 . . ?
N1 C37 C38 115.41(12) . . ?
N1 C37 C42 109.89(12) . . ?
C38 C37 C42 110.40(12) . . ?
N1 C37 H37A 106.9 . . ?
C38 C37 H37A 106.9 . . ?
C42 C37 H37A 106.9 . . ?
C37 C38 C39 111.05(15) . . ?
C37 C38 H38A 109.4 . . ?
C39 C38 H38A 109.4 . . ?
C37 C38 H38B 109.4 . . ?
C39 C38 H38B 109.4 . . ?
H38A C38 H38B 108.0 . . ?
C40 C39 C38 112.08(15) . . ?
C40 C39 H39A 109.2 . . ?
C38 C39 H39A 109.2 . . ?
C40 C39 H39B 109.2 . . ?
C38 C39 H39B 109.2 . . ?
H39A C39 H39B 107.9 . . ?
C41 C40 C39 111.20(15) . . ?
C41 C40 H40A 109.4 . . ?
C39 C40 H40A 109.4 . . ?
C41 C40 H40B 109.4 . . ?
C39 C40 H40B 109.4 . . ?
H40A C40 H40B 108.0 . . ?
C40 C41 C42 111.33(14) . . ?
C40 C41 H41A 109.4 . . ?
C42 C41 H41A 109.4 . . ?
C40 C41 H41B 109.4 . . ?
C42 C41 H41B 109.4 . . ?
H41A C41 H41B 108.0 . . ?
C41 C42 C37 112.93(15) . . ?
C41 C42 H42A 109.0 . . ?
C37 C42 H42A 109.0 . . ?
C41 C42 H42B 109.0 . . ?
C37 C42 H42B 109.0 . . ?
H42A C42 H42B 107.8 . . ?
S1 C43 H43A 109.5 . . ?
S1 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
S1 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
S2 C44 H44A 109.5 . . ?
S2 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
S2 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C2A C1A C1A 113.1(4) . 3_666 ?
C2A C1A H1AA 109.0 . . ?
C1A C1A H1AA 109.0 3_666 . ?
C2A C1A H1AC 109.0 . . ?
C1A C1A H1AC 109.0 3_666 . ?
H1AA C1A H1AC 107.8 . . ?
C1A C2A C3A 114.1(5) . . ?
C1A C2A H2AA 108.7 . . ?
C3A C2A H2AA 108.7 . . ?
C1A C2A H2AB 108.7 . . ?
C3A C2A H2AB 108.7 . . ?
H2AA C2A H2AB 107.6 . . ?
C1B C1B C2B 114.3(9) 3_666 . ?
C1B C1B H1BA 108.7 3_666 . ?
C2B C1B H1BA 108.7 . . ?
C1B C1B H1BB 108.7 3_666 . ?
C2B C1B H1BB 108.7 . . ?
H1BA C1B H1BB 107.6 . . ?
C2B C3B H3BA 109.5 . . ?
C2B C3B H3BB 109.5 . . ?
H3BA C3B H3BB 109.5 . . ?
C2B C3B H3BC 109.5 . . ?
H3BA C3B H3BC 109.5 . . ?
H3BB C3B H3BC 109.5 . . ?
C3B C2B C1B 112.9(18) . . ?
C3B C2B H2BA 109.0 . . ?
C1B C2B H2BA 109.0 . . ?
C3B C2B H2BB 109.0 . . ?
C1B C2B H2BB 109.0 . . ?
H2BA C2B H2BB 107.8 . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        27.08
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.475
_refine_diff_density_min         -0.473
_refine_diff_density_rms         0.049


####################################################################### 
# 
# 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_cmpd6_aar070
_database_code_depnum_ccdc_archive 'CCDC 1508659'
_audit_update_record             
;
2016-10-06 deposited with the CCDC.
2016-11-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
'mu-chlorobis[(2-biphenyldicyclohexylphosphine)gold(I)] hexafluoroantimonate'
_chemical_name_common            
'chloride-bridge cyclohexyl-Johnphos-gold(I) dimer, SbF6- salt'
_chemical_formula_moiety         'C48 H62 Au2 Cl P2, F6 Sb, C2 H4 Cl2'
_chemical_formula_sum            'C50 H66 Au2 Cl3 F6 P2 Sb'
_exptl_crystal_recrystallization_method 
'slow diff of pentane into 1,2-dichloroethane soln'
_chemical_melting_point          ?

_exptl_crystal_description       block
_exptl_crystal_colour            purple

_diffrn_ambient_temperature      200(2)
_chemical_formula_weight         1465.00

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.2790(6)
_cell_length_b                   14.4620(7)
_cell_length_c                   15.6401(12)
_cell_angle_alpha                100.2770(10)
_cell_angle_beta                 96.4260(10)
_cell_angle_gamma                115.8120(10)
_cell_volume                     2598.8(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9882
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      27.07
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.872
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1420
_exptl_absorpt_coefficient_mu    6.418
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2862
_exptl_absorpt_correction_T_max  0.3572
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker Apex-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34962
_diffrn_reflns_av_R_equivalents  0.0524
_diffrn_reflns_av_sigmaI/netI    0.0486
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.62
_diffrn_reflns_theta_max         27.08
_reflns_number_total             11422
_reflns_number_gt                10432
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker-AXS, 2007)'
_computing_cell_refinement       'APEX2 (Bruker-AXS, 2007)'
_computing_data_reduction        'APEX2 (Bruker-AXS, 2007)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0450P)²+1.3000P] 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
_refine_ls_extinction_coef       0.00068(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         11422
_refine_ls_number_parameters     578
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0327
_refine_ls_R_factor_gt           0.0291
_refine_ls_wR_factor_ref         0.0829
_refine_ls_wR_factor_gt          0.0798
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.493386(11) 0.889809(10) 0.338109(8) 0.02526(6) Uani 1 1 d . . .
P1 P 0.62343(7) 0.97069(7) 0.26101(6) 0.02444(17) Uani 1 1 d . . .
C1 C 0.7634(3) 0.9772(3) 0.2894(2) 0.0270(7) Uani 1 1 d . . .
Cl1 Cl 0.34376(8) 0.81079(7) 0.40873(6) 0.0346(2) Uani 1 1 d . . .
Au2 Au 0.287932(11) 0.631990(10) 0.347527(9) 0.02640(6) Uani 1 1 d . . .
P2 P 0.23381(8) 0.45818(7) 0.30442(6) 0.02562(18) Uani 1 1 d . . .
C2 C 0.8023(3) 0.9541(3) 0.3663(2) 0.0270(7) Uani 1 1 d . . .
C3 C 0.9121(3) 0.9617(3) 0.3795(3) 0.0373(9) Uani 1 1 d . . .
H3A H 0.9390 0.9457 0.4310 0.045 Uiso 1 1 calc R . .
C4 C 0.9823(3) 0.9916(3) 0.3205(3) 0.0400(9) Uani 1 1 d . . .
H4A H 1.0567 0.9971 0.3319 0.048 Uiso 1 1 calc R . .
C5 C 0.9440(3) 1.0137(3) 0.2441(3) 0.0363(8) Uani 1 1 d . . .
H5A H 0.9916 1.0337 0.2027 0.044 Uiso 1 1 calc R . .
C6 C 0.8359(3) 1.0065(3) 0.2289(3) 0.0319(8) Uani 1 1 d . . .
H6A H 0.8098 1.0215 0.1766 0.038 Uiso 1 1 calc R . .
C7 C 0.7357(3) 0.9216(3) 0.4356(2) 0.0283(7) Uani 1 1 d . . .
C8 C 0.7559(4) 0.9956(3) 0.5135(3) 0.0377(9) Uani 1 1 d . . .
H8A H 0.8070 1.0683 0.5201 0.045 Uiso 1 1 calc R . .
C9 C 0.7016(4) 0.9640(4) 0.5828(3) 0.0410(9) Uani 1 1 d . . .
H9A H 0.7156 1.0152 0.6361 0.049 Uiso 1 1 calc R . .
C10 C 0.6271(4) 0.8576(4) 0.5730(3) 0.0422(9) Uani 1 1 d . . .
H10A H 0.5913 0.8357 0.6203 0.051 Uiso 1 1 calc R . .
C11 C 0.6052(4) 0.7842(4) 0.4958(3) 0.0462(11) Uani 1 1 d . . .
H11A H 0.5534 0.7116 0.4891 0.055 Uiso 1 1 calc R . .
C12 C 0.6587(4) 0.8155(3) 0.4266(3) 0.0394(9) Uani 1 1 d . . .
H12A H 0.6425 0.7641 0.3729 0.047 Uiso 1 1 calc R . .
C13 C 0.6447(3) 1.1076(3) 0.2732(2) 0.0276(7) Uani 1 1 d . . .
H13A H 0.5682 1.1016 0.2501 0.033 Uiso 1 1 calc R . .
C14 C 0.7272(3) 1.1738(3) 0.2211(3) 0.0337(8) Uani 1 1 d . . .
H14A H 0.8056 1.1856 0.2439 0.040 Uiso 1 1 calc R . .
H14B H 0.7035 1.1353 0.1574 0.040 Uiso 1 1 calc R . .
C15 C 0.7264(4) 1.2802(3) 0.2311(3) 0.0391(9) Uani 1 1 d . . .
H15A H 0.7803 1.3231 0.1978 0.047 Uiso 1 1 calc R . .
H15B H 0.6488 1.2681 0.2053 0.047 Uiso 1 1 calc R . .
C16 C 0.7605(3) 1.3409(3) 0.3281(3) 0.0386(9) Uani 1 1 d . . .
H16A H 0.7553 1.4078 0.3329 0.046 Uiso 1 1 calc R . .
H16B H 0.8409 1.3594 0.3524 0.046 Uiso 1 1 calc R . .
C17 C 0.6828(4) 1.2747(3) 0.3820(3) 0.0449(10) Uani 1 1 d . . .
H17A H 0.6043 1.2643 0.3625 0.054 Uiso 1 1 calc R . .
H17B H 0.7102 1.3136 0.4456 0.054 Uiso 1 1 calc R . .
C18 C 0.6798(4) 1.1667(3) 0.3714(3) 0.0391(9) Uani 1 1 d . . .
H18A H 0.6246 1.1243 0.4042 0.047 Uiso 1 1 calc R . .
H18B H 0.7564 1.1764 0.3971 0.047 Uiso 1 1 calc R . .
C19 C 0.5688(3) 0.8989(3) 0.1440(2) 0.0305(7) Uani 1 1 d . . .
H19A H 0.6294 0.9319 0.1104 0.037 Uiso 1 1 calc R . .
C20 C 0.5439(4) 0.7833(3) 0.1347(3) 0.0404(9) Uani 1 1 d . . .
H20A H 0.6156 0.7813 0.1569 0.048 Uiso 1 1 calc R . .
H20B H 0.4888 0.7513 0.1716 0.048 Uiso 1 1 calc R . .
C21 C 0.4948(5) 0.7184(4) 0.0381(3) 0.0503(11) Uani 1 1 d . . .
H21A H 0.5529 0.7460 0.0021 0.060 Uiso 1 1 calc R . .
H21B H 0.4760 0.6435 0.0346 0.060 Uiso 1 1 calc R . .
C22 C 0.3882(4) 0.7238(4) 0.0005(3) 0.0468(10) Uani 1 1 d . . .
H22A H 0.3275 0.6895 0.0326 0.056 Uiso 1 1 calc R . .
H22B H 0.3603 0.6843 -0.0630 0.056 Uiso 1 1 calc R . .
C23 C 0.4118(4) 0.8386(4) 0.0089(3) 0.0445(10) Uani 1 1 d . . .
H23A H 0.4662 0.8703 -0.0287 0.053 Uiso 1 1 calc R . .
H23B H 0.3396 0.8397 -0.0131 0.053 Uiso 1 1 calc R . .
C24 C 0.4616(3) 0.9052(3) 0.1048(3) 0.0351(8) Uani 1 1 d . . .
H24A H 0.4035 0.8795 0.1411 0.042 Uiso 1 1 calc R . .
H24B H 0.4815 0.9801 0.1069 0.042 Uiso 1 1 calc R . .
C25 C 0.1169(3) 0.3821(3) 0.2066(2) 0.0271(7) Uani 1 1 d . . .
C26 C 0.0518(3) 0.4238(3) 0.1661(2) 0.0290(7) Uani 1 1 d . . .
C27 C -0.0371(4) 0.3567(4) 0.0934(3) 0.0432(10) Uani 1 1 d . . .
H27A H -0.0819 0.3838 0.0656 0.052 Uiso 1 1 calc R . .
C28 C -0.0626(4) 0.2524(3) 0.0601(3) 0.0440(10) Uani 1 1 d . . .
H28A H -0.1242 0.2087 0.0106 0.053 Uiso 1 1 calc R . .
C29 C 0.0021(4) 0.2120(3) 0.0992(3) 0.0391(9) Uani 1 1 d . . .
H29A H -0.0141 0.1404 0.0764 0.047 Uiso 1 1 calc R . .
C30 C 0.0904(3) 0.2763(3) 0.1719(2) 0.0331(8) Uani 1 1 d . . .
H30A H 0.1343 0.2479 0.1989 0.040 Uiso 1 1 calc R . .
C31 C 0.0721(3) 0.5362(3) 0.1941(2) 0.0306(7) Uani 1 1 d . . .
C32 C 0.0130(4) 0.5643(4) 0.2521(3) 0.0432(10) Uani 1 1 d . . .
H32A H -0.0365 0.5132 0.2788 0.052 Uiso 1 1 calc R . .
C33 C 0.0256(5) 0.6664(4) 0.2716(3) 0.0514(11) Uani 1 1 d . . .
H33A H -0.0166 0.6844 0.3107 0.062 Uiso 1 1 calc R . .
C34 C 0.0983(4) 0.7418(4) 0.2350(3) 0.0494(11) Uani 1 1 d . . .
H34A H 0.1074 0.8120 0.2491 0.059 Uiso 1 1 calc R . .
C35 C 0.1586(4) 0.7145(4) 0.1771(3) 0.0460(10) Uani 1 1 d . . .
H35A H 0.2087 0.7663 0.1512 0.055 Uiso 1 1 calc R . .
C36 C 0.1463(4) 0.6131(3) 0.1569(3) 0.0397(9) Uani 1 1 d . . .
H36A H 0.1884 0.5954 0.1175 0.048 Uiso 1 1 calc R . .
C37 C 0.1854(3) 0.3995(3) 0.3970(2) 0.0285(7) Uani 1 1 d . . .
H37A H 0.2469 0.4451 0.4513 0.034 Uiso 1 1 calc R . .
C38 C 0.1676(4) 0.2862(3) 0.3890(3) 0.0376(9) Uani 1 1 d . . .
H38A H 0.1054 0.2372 0.3370 0.045 Uiso 1 1 calc R . .
H38B H 0.2386 0.2828 0.3797 0.045 Uiso 1 1 calc R . .
C39 C 0.1371(4) 0.2522(3) 0.4724(3) 0.0440(10) Uani 1 1 d . . .
H39A H 0.2007 0.2995 0.5240 0.053 Uiso 1 1 calc R . .
H39B H 0.1259 0.1789 0.4665 0.053 Uiso 1 1 calc R . .
C40 C 0.0279(4) 0.2567(4) 0.4884(3) 0.0504(11) Uani 1 1 d . . .
H40A H 0.0107 0.2361 0.5442 0.060 Uiso 1 1 calc R . .
H40B H -0.0369 0.2052 0.4390 0.060 Uiso 1 1 calc R . .
C41 C 0.0403(4) 0.3682(4) 0.4950(3) 0.0474(11) Uani 1 1 d . . .
H42A H -0.0340 0.3671 0.4995 0.057 Uiso 1 1 calc R . .
H42B H 0.0972 0.4178 0.5496 0.057 Uiso 1 1 calc R . .
C42 C 0.0784(4) 0.4080(4) 0.4140(3) 0.0395(9) Uani 1 1 d . . .
H42C H 0.0156 0.3657 0.3608 0.047 Uiso 1 1 calc R . .
H42D H 0.0942 0.4830 0.4236 0.047 Uiso 1 1 calc R . .
C43 C 0.3523(3) 0.4327(3) 0.2790(2) 0.0309(7) Uani 1 1 d . . .
H43A H 0.3216 0.3544 0.2550 0.037 Uiso 1 1 calc R . .
C44 C 0.4020(4) 0.4877(4) 0.2079(3) 0.0444(10) Uani 1 1 d . . .
H44A H 0.4319 0.5653 0.2302 0.053 Uiso 1 1 calc R . .
H44B H 0.3407 0.4627 0.1542 0.053 Uiso 1 1 calc R . .
C45 C 0.4992(5) 0.4643(5) 0.1831(4) 0.0573(13) Uani 1 1 d . . .
H45A H 0.4681 0.3872 0.1567 0.069 Uiso 1 1 calc R . .
H45B H 0.5317 0.5024 0.1383 0.069 Uiso 1 1 calc R . .
C46 C 0.5926(4) 0.4993(4) 0.2650(4) 0.0576(13) Uani 1 1 d . . .
H46A H 0.6295 0.5775 0.2874 0.069 Uiso 1 1 calc R . .
H46B H 0.6517 0.4793 0.2489 0.069 Uiso 1 1 calc R . .
C47 C 0.5432(4) 0.4474(5) 0.3386(4) 0.0573(13) Uani 1 1 d . . .
H47A H 0.5142 0.3697 0.3185 0.069 Uiso 1 1 calc R . .
H47B H 0.6048 0.4748 0.3924 0.069 Uiso 1 1 calc R . .
C48 C 0.4464(3) 0.4696(4) 0.3620(3) 0.0408(9) Uani 1 1 d . . .
H48A H 0.4766 0.5467 0.3877 0.049 Uiso 1 1 calc R . .
H48B H 0.4141 0.4321 0.4071 0.049 Uiso 1 1 calc R . .
Sb1 Sb 0.25831(2) 0.074543(19) 0.125867(17) 0.03224(7) Uani 1 1 d . . .
F1 F 0.4151(3) 0.1496(3) 0.1674(3) 0.0888(12) Uani 1 1 d . . .
F2 F 0.1012(3) 0.0018(4) 0.0838(3) 0.1090(17) Uani 1 1 d . . .
F3 F 0.2341(3) 0.1406(2) 0.22952(18) 0.0564(7) Uani 1 1 d . . .
F4 F 0.2802(3) 0.0084(3) 0.0212(2) 0.0742(10) Uani 1 1 d . . .
F5 F 0.2634(4) 0.1846(4) 0.0770(3) 0.0908(13) Uani 1 1 d . . .
F6 F 0.2537(5) -0.0329(3) 0.1752(3) 0.1127(18) Uani 1 1 d . . .
Cl2 Cl 0.79299(13) 0.72520(12) 0.20463(9) 0.0634(3) Uani 1 1 d . . .
Cl3 Cl 0.7797(3) 0.54485(16) 0.03600(14) 0.1230(9) Uani 1 1 d . . .
C1S C 0.8381(7) 0.7497(5) 0.1058(4) 0.0806(19) Uani 1 1 d D . .
H1SA H 0.8250 0.8085 0.0925 0.097 Uiso 1 1 calc R . .
H1SB H 0.9216 0.7737 0.1156 0.097 Uiso 1 1 calc R . .
C2S C 0.7822(10) 0.6606(6) 0.0301(5) 0.119(3) Uani 1 1 d D . .
H2SA H 0.8185 0.6821 -0.0199 0.143 Uiso 1 1 calc R . .
H2SB H 0.7018 0.6469 0.0139 0.143 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
Au1 P1 2.2394(9) . ?
Au1 Cl1 2.3319(9) . ?
P1 C1 1.819(4) . ?
P1 C19 1.823(4) . ?
P1 C13 1.844(4) . ?
C1 C2 1.406(5) . ?
C1 C6 1.412(5) . ?
Cl1 Au2 2.3326(9) . ?
Au2 P2 2.2367(9) . ?
P2 C25 1.828(3) . ?
P2 C43 1.834(4) . ?
P2 C37 1.845(4) . ?
C2 C3 1.402(5) . ?
C2 C7 1.488(5) . ?
C3 C4 1.375(6) . ?
C3 H3A 0.9500 . ?
C4 C5 1.389(6) . ?
C4 H4A 0.9500 . ?
C5 C6 1.383(5) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
C7 C8 1.382(6) . ?
C7 C12 1.394(5) . ?
C8 C9 1.403(6) . ?
C8 H8A 0.9500 . ?
C9 C10 1.388(6) . ?
C9 H9A 0.9500 . ?
C10 C11 1.366(7) . ?
C10 H10A 0.9500 . ?
C11 C12 1.395(6) . ?
C11 H11A 0.9500 . ?
C12 H12A 0.9500 . ?
C13 C18 1.528(5) . ?
C13 C14 1.532(5) . ?
C13 H13A 1.0000 . ?
C14 C15 1.523(6) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.518(6) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.521(6) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.523(6) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C24 1.532(5) . ?
C19 C20 1.532(6) . ?
C19 H19A 1.0000 . ?
C20 C21 1.527(6) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.510(7) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.527(7) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.524(6) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C30 1.398(5) . ?
C25 C26 1.407(5) . ?
C26 C27 1.392(5) . ?
C26 C31 1.498(5) . ?
C27 C28 1.377(6) . ?
C27 H27A 0.9500 . ?
C28 C29 1.379(6) . ?
C28 H28A 0.9500 . ?
C29 C30 1.381(5) . ?
C29 H29A 0.9500 . ?
C30 H30A 0.9500 . ?
C31 C32 1.381(6) . ?
C31 C36 1.397(5) . ?
C32 C33 1.384(6) . ?
C32 H32A 0.9500 . ?
C33 C34 1.371(7) . ?
C33 H33A 0.9500 . ?
C34 C35 1.387(7) . ?
C34 H34A 0.9500 . ?
C35 C36 1.375(6) . ?
C35 H35A 0.9500 . ?
C36 H36A 0.9500 . ?
C37 C42 1.525(5) . ?
C37 C38 1.530(5) . ?
C37 H37A 1.0000 . ?
C38 C39 1.510(6) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 C40 1.525(7) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 C41 1.531(7) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 C42 1.531(6) . ?
C41 H42A 0.9900 . ?
C41 H42B 0.9900 . ?
C42 H42C 0.9900 . ?
C42 H42D 0.9900 . ?
C43 C44 1.527(6) . ?
C43 C48 1.529(5) . ?
C43 H43A 1.0000 . ?
C44 C45 1.542(6) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C45 C46 1.517(8) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C46 C47 1.538(8) . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C47 C48 1.521(6) . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
Sb1 F6 1.835(3) . ?
Sb1 F1 1.848(3) . ?
Sb1 F2 1.851(3) . ?
Sb1 F4 1.863(3) . ?
Sb1 F5 1.863(3) . ?
Sb1 F3 1.864(3) . ?
Cl2 C1S 1.758(6) . ?
Cl3 C2S 1.680(8) . ?
C1S C2S 1.428(7) . ?
C1S H1SA 0.9900 . ?
C1S H1SB 0.9900 . ?
C2S H2SA 0.9900 . ?
C2S H2SB 0.9900 . ?

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
P1 Au1 Cl1 173.31(3) . . ?
C1 P1 C19 105.04(17) . . ?
C1 P1 C13 107.92(16) . . ?
C19 P1 C13 109.08(17) . . ?
C1 P1 Au1 117.14(12) . . ?
C19 P1 Au1 108.64(13) . . ?
C13 P1 Au1 108.76(12) . . ?
C2 C1 C6 118.9(3) . . ?
C2 C1 P1 124.3(3) . . ?
C6 C1 P1 116.8(3) . . ?
Au1 Cl1 Au2 100.14(3) . . ?
P2 Au2 Cl1 173.53(3) . . ?
C25 P2 C43 105.66(17) . . ?
C25 P2 C37 106.74(16) . . ?
C43 P2 C37 107.98(17) . . ?
C25 P2 Au2 116.26(12) . . ?
C43 P2 Au2 111.98(12) . . ?
C37 P2 Au2 107.85(12) . . ?
C3 C2 C1 118.2(3) . . ?
C3 C2 C7 116.7(3) . . ?
C1 C2 C7 125.1(3) . . ?
C4 C3 C2 122.2(4) . . ?
C4 C3 H3A 118.9 . . ?
C2 C3 H3A 118.9 . . ?
C3 C4 C5 119.8(4) . . ?
C3 C4 H4A 120.1 . . ?
C5 C4 H4A 120.1 . . ?
C6 C5 C4 119.4(4) . . ?
C6 C5 H5A 120.3 . . ?
C4 C5 H5A 120.3 . . ?
C5 C6 C1 121.5(4) . . ?
C5 C6 H6A 119.3 . . ?
C1 C6 H6A 119.3 . . ?
C8 C7 C12 118.8(4) . . ?
C8 C7 C2 120.1(3) . . ?
C12 C7 C2 121.0(3) . . ?
C7 C8 C9 120.5(4) . . ?
C7 C8 H8A 119.7 . . ?
C9 C8 H8A 119.7 . . ?
C10 C9 C8 119.6(4) . . ?
C10 C9 H9A 120.2 . . ?
C8 C9 H9A 120.2 . . ?
C11 C10 C9 120.3(4) . . ?
C11 C10 H10A 119.9 . . ?
C9 C10 H10A 119.9 . . ?
C10 C11 C12 120.2(4) . . ?
C10 C11 H11A 119.9 . . ?
C12 C11 H11A 119.9 . . ?
C7 C12 C11 120.6(4) . . ?
C7 C12 H12A 119.7 . . ?
C11 C12 H12A 119.7 . . ?
C18 C13 C14 110.2(3) . . ?
C18 C13 P1 110.3(2) . . ?
C14 C13 P1 116.2(3) . . ?
C18 C13 H13A 106.5 . . ?
C14 C13 H13A 106.5 . . ?
P1 C13 H13A 106.5 . . ?
C15 C14 C13 109.6(3) . . ?
C15 C14 H14A 109.8 . . ?
C13 C14 H14A 109.8 . . ?
C15 C14 H14B 109.8 . . ?
C13 C14 H14B 109.8 . . ?
H14A C14 H14B 108.2 . . ?
C16 C15 C14 111.2(3) . . ?
C16 C15 H15A 109.4 . . ?
C14 C15 H15A 109.4 . . ?
C16 C15 H15B 109.4 . . ?
C14 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
C15 C16 C17 110.6(3) . . ?
C15 C16 H16A 109.5 . . ?
C17 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C17 C16 H16B 109.5 . . ?
H16A C16 H16B 108.1 . . ?
C16 C17 C18 112.1(4) . . ?
C16 C17 H17A 109.2 . . ?
C18 C17 H17A 109.2 . . ?
C16 C17 H17B 109.2 . . ?
C18 C17 H17B 109.2 . . ?
H17A C17 H17B 107.9 . . ?
C17 C18 C13 110.3(3) . . ?
C17 C18 H18A 109.6 . . ?
C13 C18 H18A 109.6 . . ?
C17 C18 H18B 109.6 . . ?
C13 C18 H18B 109.6 . . ?
H18A C18 H18B 108.1 . . ?
C24 C19 C20 111.1(3) . . ?
C24 C19 P1 111.4(3) . . ?
C20 C19 P1 109.0(2) . . ?
C24 C19 H19A 108.4 . . ?
C20 C19 H19A 108.4 . . ?
P1 C19 H19A 108.4 . . ?
C21 C20 C19 111.4(3) . . ?
C21 C20 H20A 109.4 . . ?
C19 C20 H20A 109.4 . . ?
C21 C20 H20B 109.4 . . ?
C19 C20 H20B 109.4 . . ?
H20A C20 H20B 108.0 . . ?
C22 C21 C20 110.9(4) . . ?
C22 C21 H21A 109.5 . . ?
C20 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 108.0 . . ?
C21 C22 C23 111.2(4) . . ?
C21 C22 H22A 109.4 . . ?
C23 C22 H22A 109.4 . . ?
C21 C22 H22B 109.4 . . ?
C23 C22 H22B 109.4 . . ?
H22A C22 H22B 108.0 . . ?
C24 C23 C22 111.9(3) . . ?
C24 C23 H23A 109.2 . . ?
C22 C23 H23A 109.2 . . ?
C24 C23 H23B 109.2 . . ?
C22 C23 H23B 109.2 . . ?
H23A C23 H23B 107.9 . . ?
C23 C24 C19 111.0(3) . . ?
C23 C24 H24A 109.4 . . ?
C19 C24 H24A 109.4 . . ?
C23 C24 H24B 109.4 . . ?
C19 C24 H24B 109.4 . . ?
H24A C24 H24B 108.0 . . ?
C30 C25 C26 119.0(3) . . ?
C30 C25 P2 117.4(3) . . ?
C26 C25 P2 123.6(3) . . ?
C27 C26 C25 117.9(3) . . ?
C27 C26 C31 117.1(3) . . ?
C25 C26 C31 125.0(3) . . ?
C28 C27 C26 122.5(4) . . ?
C28 C27 H27A 118.8 . . ?
C26 C27 H27A 118.8 . . ?
C27 C28 C29 119.5(4) . . ?
C27 C28 H28A 120.2 . . ?
C29 C28 H28A 120.2 . . ?
C28 C29 C30 119.5(4) . . ?
C28 C29 H29A 120.3 . . ?
C30 C29 H29A 120.3 . . ?
C29 C30 C25 121.6(4) . . ?
C29 C30 H30A 119.2 . . ?
C25 C30 H30A 119.2 . . ?
C32 C31 C36 118.9(4) . . ?
C32 C31 C26 121.1(4) . . ?
C36 C31 C26 119.9(3) . . ?
C31 C32 C33 120.4(4) . . ?
C31 C32 H32A 119.8 . . ?
C33 C32 H32A 119.8 . . ?
C34 C33 C32 120.6(5) . . ?
C34 C33 H33A 119.7 . . ?
C32 C33 H33A 119.7 . . ?
C33 C34 C35 119.3(4) . . ?
C33 C34 H34A 120.3 . . ?
C35 C34 H34A 120.3 . . ?
C36 C35 C34 120.5(4) . . ?
C36 C35 H35A 119.7 . . ?
C34 C35 H35A 119.7 . . ?
C35 C36 C31 120.2(4) . . ?
C35 C36 H36A 119.9 . . ?
C31 C36 H36A 119.9 . . ?
C42 C37 C38 110.9(3) . . ?
C42 C37 P2 110.0(3) . . ?
C38 C37 P2 116.3(3) . . ?
C42 C37 H37A 106.4 . . ?
C38 C37 H37A 106.4 . . ?
P2 C37 H37A 106.4 . . ?
C39 C38 C37 110.2(3) . . ?
C39 C38 H38A 109.6 . . ?
C37 C38 H38A 109.6 . . ?
C39 C38 H38B 109.6 . . ?
C37 C38 H38B 109.6 . . ?
H38A C38 H38B 108.1 . . ?
C38 C39 C40 110.7(4) . . ?
C38 C39 H39A 109.5 . . ?
C40 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
C40 C39 H39B 109.5 . . ?
H39A C39 H39B 108.1 . . ?
C39 C40 C41 111.2(4) . . ?
C39 C40 H40A 109.4 . . ?
C41 C40 H40A 109.4 . . ?
C39 C40 H40B 109.4 . . ?
C41 C40 H40B 109.4 . . ?
H40A C40 H40B 108.0 . . ?
C42 C41 C40 111.4(4) . . ?
C42 C41 H42A 109.4 . . ?
C40 C41 H42A 109.4 . . ?
C42 C41 H42B 109.4 . . ?
C40 C41 H42B 109.4 . . ?
H42A C41 H42B 108.0 . . ?
C37 C42 C41 112.0(4) . . ?
C37 C42 H42C 109.2 . . ?
C41 C42 H42C 109.2 . . ?
C37 C42 H42D 109.2 . . ?
C41 C42 H42D 109.2 . . ?
H42C C42 H42D 107.9 . . ?
C44 C43 C48 110.0(3) . . ?
C44 C43 P2 109.9(3) . . ?
C48 C43 P2 111.7(3) . . ?
C44 C43 H43A 108.3 . . ?
C48 C43 H43A 108.3 . . ?
P2 C43 H43A 108.3 . . ?
C43 C44 C45 110.9(4) . . ?
C43 C44 H44A 109.5 . . ?
C45 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
C45 C44 H44B 109.5 . . ?
H44A C44 H44B 108.1 . . ?
C46 C45 C44 110.3(4) . . ?
C46 C45 H45A 109.6 . . ?
C44 C45 H45A 109.6 . . ?
C46 C45 H45B 109.6 . . ?
C44 C45 H45B 109.6 . . ?
H45A C45 H45B 108.1 . . ?
C45 C46 C47 110.9(4) . . ?
C45 C46 H46A 109.5 . . ?
C47 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
C47 C46 H46B 109.5 . . ?
H46A C46 H46B 108.0 . . ?
C48 C47 C46 111.8(4) . . ?
C48 C47 H47A 109.3 . . ?
C46 C47 H47A 109.3 . . ?
C48 C47 H47B 109.3 . . ?
C46 C47 H47B 109.3 . . ?
H47A C47 H47B 107.9 . . ?
C47 C48 C43 110.3(4) . . ?
C47 C48 H48A 109.6 . . ?
C43 C48 H48A 109.6 . . ?
C47 C48 H48B 109.6 . . ?
C43 C48 H48B 109.6 . . ?
H48A C48 H48B 108.1 . . ?
F6 Sb1 F1 90.3(2) . . ?
F6 Sb1 F2 90.8(3) . . ?
F1 Sb1 F2 178.9(2) . . ?
F6 Sb1 F4 89.69(18) . . ?
F1 Sb1 F4 89.63(17) . . ?
F2 Sb1 F4 90.66(16) . . ?
F6 Sb1 F5 179.39(19) . . ?
F1 Sb1 F5 89.4(2) . . ?
F2 Sb1 F5 89.5(2) . . ?
F4 Sb1 F5 90.86(17) . . ?
F6 Sb1 F3 90.82(16) . . ?
F1 Sb1 F3 91.22(16) . . ?
F2 Sb1 F3 88.47(15) . . ?
F4 Sb1 F3 179.00(15) . . ?
F5 Sb1 F3 88.63(15) . . ?
C2S C1S Cl2 114.7(5) . . ?
C2S C1S H1SA 108.6 . . ?
Cl2 C1S H1SA 108.6 . . ?
C2S C1S H1SB 108.6 . . ?
Cl2 C1S H1SB 108.6 . . ?
H1SA C1S H1SB 107.6 . . ?
C1S C2S Cl3 119.5(7) . . ?
C1S C2S H2SA 107.4 . . ?
Cl3 C2S H2SA 107.4 . . ?
C1S C2S H2SB 107.4 . . ?
Cl3 C2S H2SB 107.4 . . ?
H2SA C2S H2SB 107.0 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.08
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.410
_refine_diff_density_min         -1.228
_refine_diff_density_rms         0.142


####################################################################### 
# 
# 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_cmpd3f_aar090
_database_code_depnum_ccdc_archive 'CCDC 1508660'
_audit_update_record             
;
2016-10-06 deposited with the CCDC.
2016-11-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;        
5-(dicyclohexylamino)-2,9-difluoro-6a-phenyl-6a,7-dihydro-
5H-dibenzo[c,g]chromen-7-yl)(phenyl)methanone
;
_chemical_name_common            ?
_chemical_formula_moiety         'C42 H41 F2 N O2, 0.5(C H2 Cl2)'
_chemical_formula_sum            'C42.50 H42 Cl F2 N O2'
_exptl_crystal_recrystallization_method 
'slow diff of n-hexane into dichloromethane soln'
_chemical_melting_point          478-481

_exptl_crystal_description       block
_exptl_crystal_colour            colourless

_diffrn_ambient_temperature      200(2)
_chemical_formula_weight         672.22

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.0496(7)
_cell_length_b                   12.2287(8)
_cell_length_c                   14.2619(10)
_cell_angle_alpha                64.7740(10)
_cell_angle_beta                 82.4240(10)
_cell_angle_gamma                88.2690(10)
_cell_volume                     1727.4(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    6729
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      26.98
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             710
_exptl_absorpt_coefficient_mu    0.160
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9736
_exptl_absorpt_correction_T_max  0.9806
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23652
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_av_sigmaI/netI    0.0304
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.59
_diffrn_reflns_theta_max         27.16
_reflns_number_total             7670
_reflns_number_gt                5672
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker-AXS, 2007)'
_computing_cell_refinement       'APEX2 (Bruker-AXS, 2007)'
_computing_data_reduction        'APEX2 (Bruker-AXS, 2007)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0900P)²+1.9500P] 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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7670
_refine_ls_number_parameters     437
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0926
_refine_ls_R_factor_gt           0.0723
_refine_ls_wR_factor_ref         0.2113
_refine_ls_wR_factor_gt          0.1933
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.37605(14) 0.35212(14) 0.30623(13) 0.0300(4) Uani 1 1 d . . .
F1 F 0.59885(19) 0.88102(15) 0.15175(15) 0.0619(5) Uani 1 1 d . . .
N1 N 0.25357(18) 0.46728(19) 0.17853(16) 0.0333(4) Uani 1 1 d . . .
C1 C 0.3756(2) 0.4484(2) 0.20159(18) 0.0306(5) Uani 1 1 d . . .
H1A H 0.4230 0.4217 0.1507 0.037 Uiso 1 1 calc R . .
O2 O 0.30870(17) 0.33291(18) 0.52675(17) 0.0458(5) Uani 1 1 d . . .
C2 C 0.4367(2) 0.5634(2) 0.19166(19) 0.0325(5) Uani 1 1 d . . .
F2 F 0.6572(2) 0.00438(18) 0.76784(17) 0.0720(6) Uani 1 1 d . . .
C3 C 0.4197(2) 0.6722(3) 0.1060(2) 0.0417(6) Uani 1 1 d . . .
H3A H 0.3701 0.6722 0.0564 0.050 Uiso 1 1 calc R . .
C4 C 0.4732(3) 0.7793(3) 0.0922(2) 0.0469(7) Uani 1 1 d . . .
H4A H 0.4606 0.8531 0.0344 0.056 Uiso 1 1 calc R . .
C5 C 0.5456(3) 0.7756(2) 0.1650(2) 0.0436(6) Uani 1 1 d . . .
C6 C 0.5667(2) 0.6720(2) 0.2487(2) 0.0380(6) Uani 1 1 d . . .
H6A H 0.6178 0.6737 0.2967 0.046 Uiso 1 1 calc R . .
C7 C 0.5120(2) 0.5625(2) 0.26348(19) 0.0308(5) Uani 1 1 d . . .
C8 C 0.5328(2) 0.4483(2) 0.35234(18) 0.0288(5) Uani 1 1 d . . .
C9 C 0.5911(2) 0.4413(2) 0.43106(19) 0.0317(5) Uani 1 1 d . . .
H9A H 0.6199 0.5140 0.4304 0.038 Uiso 1 1 calc R . .
C10 C 0.6122(2) 0.3269(2) 0.51788(19) 0.0316(5) Uani 1 1 d . . .
C11 C 0.6913(2) 0.3202(3) 0.5885(2) 0.0390(6) Uani 1 1 d . . .
H11A H 0.7343 0.3910 0.5790 0.047 Uiso 1 1 calc R . .
C12 C 0.7080(3) 0.2115(3) 0.6723(2) 0.0461(7) Uani 1 1 d . . .
H12A H 0.7625 0.2069 0.7200 0.055 Uiso 1 1 calc R . .
C13 C 0.6442(3) 0.1110(3) 0.6847(2) 0.0464(7) Uani 1 1 d . . .
C14 C 0.5650(2) 0.1132(2) 0.6170(2) 0.0394(6) Uani 1 1 d . . .
H14A H 0.5219 0.0417 0.6280 0.047 Uiso 1 1 calc R . .
C15 C 0.5494(2) 0.2220(2) 0.53209(19) 0.0316(5) Uani 1 1 d . . .
C16 C 0.4584(2) 0.2301(2) 0.45929(18) 0.0297(5) Uani 1 1 d . . .
H16A H 0.4582 0.1521 0.4524 0.036 Uiso 1 1 calc R . .
C17 C 0.48988(19) 0.3337(2) 0.34869(18) 0.0278(5) Uani 1 1 d . . .
C18 C 0.3311(2) 0.2439(2) 0.51077(19) 0.0317(5) Uani 1 1 d . . .
C19 C 0.2376(2) 0.1440(2) 0.5460(2) 0.0356(5) Uani 1 1 d . . .
C20 C 0.2473(3) 0.0503(3) 0.5154(3) 0.0508(7) Uani 1 1 d . . .
H20A H 0.3167 0.0472 0.4697 0.061 Uiso 1 1 calc R . .
C21 C 0.1561(3) -0.0387(3) 0.5513(3) 0.0698(10) Uani 1 1 d . . .
H21A H 0.1631 -0.1026 0.5300 0.084 Uiso 1 1 calc R . .
C22 C 0.0563(3) -0.0351(3) 0.6173(3) 0.0726(11) Uani 1 1 d . . .
H22A H -0.0056 -0.0968 0.6421 0.087 Uiso 1 1 calc R . .
C23 C 0.0453(3) 0.0564(4) 0.6476(3) 0.0732(11) Uani 1 1 d . . .
H23A H -0.0247 0.0588 0.6931 0.088 Uiso 1 1 calc R . .
C24 C 0.1356(3) 0.1462(3) 0.6127(3) 0.0553(8) Uani 1 1 d . . .
H24A H 0.1274 0.2096 0.6347 0.066 Uiso 1 1 calc R . .
C25 C 0.5857(2) 0.2895(2) 0.28530(18) 0.0293(5) Uani 1 1 d . . .
C26 C 0.7087(2) 0.3203(2) 0.2694(2) 0.0376(6) Uani 1 1 d . . .
H26A H 0.7359 0.3728 0.2963 0.045 Uiso 1 1 calc R . .
C27 C 0.7925(3) 0.2748(3) 0.2145(3) 0.0507(7) Uani 1 1 d . . .
H27A H 0.8766 0.2969 0.2038 0.061 Uiso 1 1 calc R . .
C28 C 0.7547(3) 0.1981(3) 0.1755(2) 0.0511(7) Uani 1 1 d . . .
H28A H 0.8124 0.1677 0.1377 0.061 Uiso 1 1 calc R . .
C29 C 0.6329(3) 0.1657(3) 0.1914(2) 0.0443(6) Uani 1 1 d . . .
H29A H 0.6065 0.1121 0.1652 0.053 Uiso 1 1 calc R . .
C30 C 0.5489(2) 0.2113(2) 0.2459(2) 0.0368(5) Uani 1 1 d . . .
H30A H 0.4649 0.1888 0.2564 0.044 Uiso 1 1 calc R . .
C31 C 0.2063(2) 0.4040(2) 0.12326(19) 0.0347(5) Uani 1 1 d . . .
H31A H 0.1180 0.4237 0.1203 0.042 Uiso 1 1 calc R . .
C32 C 0.2113(2) 0.2664(2) 0.1735(2) 0.0402(6) Uani 1 1 d . . .
H32A H 0.1735 0.2345 0.2474 0.048 Uiso 1 1 calc R . .
H32B H 0.2975 0.2420 0.1724 0.048 Uiso 1 1 calc R . .
C33 C 0.1440(3) 0.2127(3) 0.1154(2) 0.0459(7) Uani 1 1 d . . .
H33A H 0.1502 0.1236 0.1480 0.055 Uiso 1 1 calc R . .
H33B H 0.0564 0.2321 0.1210 0.055 Uiso 1 1 calc R . .
C34 C 0.1975(3) 0.2626(3) 0.0009(3) 0.0600(9) Uani 1 1 d . . .
H34A H 0.2812 0.2328 -0.0049 0.072 Uiso 1 1 calc R . .
H34B H 0.1475 0.2326 -0.0364 0.072 Uiso 1 1 calc R . .
C35 C 0.2019(4) 0.3993(4) -0.0505(3) 0.0684(10) Uani 1 1 d . . .
H35A H 0.1175 0.4290 -0.0548 0.082 Uiso 1 1 calc R . .
H35B H 0.2447 0.4280 -0.1226 0.082 Uiso 1 1 calc R . .
C36 C 0.2671(3) 0.4518(3) 0.0097(2) 0.0540(8) Uani 1 1 d . . .
H36A H 0.2641 0.5412 -0.0241 0.065 Uiso 1 1 calc R . .
H36B H 0.3539 0.4293 0.0081 0.065 Uiso 1 1 calc R . .
C37 C 0.1668(2) 0.4972(2) 0.2509(2) 0.0351(5) Uani 1 1 d . . .
H37A H 0.2166 0.5219 0.2927 0.042 Uiso 1 1 calc R . .
C38 C 0.0827(2) 0.3919(3) 0.3293(2) 0.0401(6) Uani 1 1 d . . .
H38A H 0.0335 0.3626 0.2910 0.048 Uiso 1 1 calc R . .
H38B H 0.1328 0.3245 0.3709 0.048 Uiso 1 1 calc R . .
C39 C -0.0026(3) 0.4302(3) 0.4028(3) 0.0534(8) Uani 1 1 d . . .
H39A H -0.0584 0.3614 0.4501 0.064 Uiso 1 1 calc R . .
H39B H 0.0464 0.4515 0.4463 0.064 Uiso 1 1 calc R . .
C40 C -0.0773(2) 0.5377(3) 0.3426(3) 0.0539(8) Uani 1 1 d . . .
H40A H -0.1327 0.5140 0.3048 0.065 Uiso 1 1 calc R . .
H40B H -0.1280 0.5629 0.3922 0.065 Uiso 1 1 calc R . .
C41 C 0.0050(3) 0.6425(3) 0.2653(3) 0.0543(8) Uani 1 1 d . . .
H41A H 0.0530 0.6725 0.3039 0.065 Uiso 1 1 calc R . .
H41B H -0.0459 0.7093 0.2238 0.065 Uiso 1 1 calc R . .
C42 C 0.0925(3) 0.6066(3) 0.1911(2) 0.0462(7) Uani 1 1 d . . .
H42A H 0.0450 0.5874 0.1456 0.055 Uiso 1 1 calc R . .
H42B H 0.1489 0.6757 0.1459 0.055 Uiso 1 1 calc R . .
Cl1 Cl 0.8739(5) 0.0565(2) 0.9684(3) 0.322(3) Uani 1 1 d D . .
C1A C 0.9456(9) -0.0155(10) 1.0753(7) 0.094(3) Uiso 0.50 1 d PD . .
H1AA H 0.8996 -0.0912 1.1235 0.113 Uiso 0.50 1 calc PR . .
H1AB H 0.9481 0.0365 1.1126 0.113 Uiso 0.50 1 calc PR . .


_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 C17 1.438(3) . ?
O1 C1 1.455(3) . ?
F1 C5 1.361(3) . ?
N1 C1 1.419(3) . ?
N1 C31 1.465(3) . ?
N1 C37 1.469(3) . ?
C1 C2 1.522(3) . ?
C1 H1A 1.0000 . ?
O2 C18 1.215(3) . ?
C2 C7 1.398(3) . ?
C2 C3 1.399(4) . ?
F2 C13 1.357(3) . ?
C3 C4 1.379(4) . ?
C3 H3A 0.9500 . ?
C4 C5 1.376(4) . ?
C4 H4A 0.9500 . ?
C5 C6 1.360(4) . ?
C6 C7 1.407(3) . ?
C6 H6A 0.9500 . ?
C7 C8 1.469(3) . ?
C8 C9 1.337(3) . ?
C8 C17 1.517(3) . ?
C9 C10 1.458(4) . ?
C9 H9A 0.9500 . ?
C10 C11 1.393(3) . ?
C10 C15 1.401(3) . ?
C11 C12 1.385(4) . ?
C11 H11A 0.9500 . ?
C12 C13 1.369(4) . ?
C12 H12A 0.9500 . ?
C13 C14 1.378(4) . ?
C14 C15 1.390(4) . ?
C14 H14A 0.9500 . ?
C15 C16 1.510(3) . ?
C16 C18 1.538(3) . ?
C16 C17 1.547(3) . ?
C16 H16A 1.0000 . ?
C17 C25 1.536(3) . ?
C18 C19 1.493(3) . ?
C19 C24 1.384(4) . ?
C19 C20 1.386(4) . ?
C20 C21 1.385(4) . ?
C20 H20A 0.9500 . ?
C21 C22 1.364(6) . ?
C21 H21A 0.9500 . ?
C22 C23 1.358(6) . ?
C22 H22A 0.9500 . ?
C23 C24 1.385(5) . ?
C23 H23A 0.9500 . ?
C24 H24A 0.9500 . ?
C25 C26 1.385(3) . ?
C25 C30 1.392(3) . ?
C26 C27 1.389(4) . ?
C26 H26A 0.9500 . ?
C27 C28 1.375(4) . ?
C27 H27A 0.9500 . ?
C28 C29 1.377(4) . ?
C28 H28A 0.9500 . ?
C29 C30 1.387(4) . ?
C29 H29A 0.9500 . ?
C30 H30A 0.9500 . ?
C31 C32 1.524(4) . ?
C31 C36 1.532(4) . ?
C31 H31A 1.0000 . ?
C32 C33 1.526(4) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.519(4) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.511(5) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.526(4) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 C42 1.528(4) . ?
C37 C38 1.531(4) . ?
C37 H37A 1.0000 . ?
C38 C39 1.528(4) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 C40 1.519(5) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 C41 1.512(5) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 C42 1.532(4) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
Cl1 C1A 1.691(5) . ?
Cl1 C1A 2.121(11) 2_757 ?
C1A Cl1 2.121(11) 2_757 ?
C1A H1AA 0.9900 . ?
C1A H1AB 0.9900 . ?

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
C17 O1 C1 116.44(16) . . ?
C1 N1 C31 118.93(19) . . ?
C1 N1 C37 116.36(19) . . ?
C31 N1 C37 118.12(19) . . ?
N1 C1 O1 109.10(18) . . ?
N1 C1 C2 112.0(2) . . ?
O1 C1 C2 110.86(19) . . ?
N1 C1 H1A 108.3 . . ?
O1 C1 H1A 108.3 . . ?
C2 C1 H1A 108.3 . . ?
C7 C2 C3 119.5(2) . . ?
C7 C2 C1 122.0(2) . . ?
C3 C2 C1 118.5(2) . . ?
C4 C3 C2 121.4(3) . . ?
C4 C3 H3A 119.3 . . ?
C2 C3 H3A 119.3 . . ?
C5 C4 C3 117.8(3) . . ?
C5 C4 H4A 121.1 . . ?
C3 C4 H4A 121.1 . . ?
C6 C5 F1 118.7(3) . . ?
C6 C5 C4 123.2(2) . . ?
F1 C5 C4 118.1(3) . . ?
C5 C6 C7 119.3(3) . . ?
C5 C6 H6A 120.3 . . ?
C7 C6 H6A 120.3 . . ?
C2 C7 C6 118.9(2) . . ?
C2 C7 C8 119.9(2) . . ?
C6 C7 C8 121.2(2) . . ?
C9 C8 C7 123.7(2) . . ?
C9 C8 C17 120.0(2) . . ?
C7 C8 C17 116.2(2) . . ?
C8 C9 C10 122.9(2) . . ?
C8 C9 H9A 118.6 . . ?
C10 C9 H9A 118.6 . . ?
C11 C10 C15 119.3(2) . . ?
C11 C10 C9 121.4(2) . . ?
C15 C10 C9 119.3(2) . . ?
C12 C11 C10 120.8(2) . . ?
C12 C11 H11A 119.6 . . ?
C10 C11 H11A 119.6 . . ?
C13 C12 C11 118.5(3) . . ?
C13 C12 H12A 120.8 . . ?
C11 C12 H12A 120.8 . . ?
F2 C13 C12 119.3(3) . . ?
F2 C13 C14 117.9(3) . . ?
C12 C13 C14 122.8(3) . . ?
C13 C14 C15 118.7(3) . . ?
C13 C14 H14A 120.6 . . ?
C15 C14 H14A 120.6 . . ?
C14 C15 C10 119.9(2) . . ?
C14 C15 C16 120.5(2) . . ?
C10 C15 C16 119.5(2) . . ?
C15 C16 C18 107.84(18) . . ?
C15 C16 C17 112.95(18) . . ?
C18 C16 C17 111.63(19) . . ?
C15 C16 H16A 108.1 . . ?
C18 C16 H16A 108.1 . . ?
C17 C16 H16A 108.1 . . ?
O1 C17 C8 110.58(18) . . ?
O1 C17 C25 110.11(18) . . ?
C8 C17 C25 111.84(18) . . ?
O1 C17 C16 103.32(17) . . ?
C8 C17 C16 112.05(19) . . ?
C25 C17 C16 108.60(18) . . ?
O2 C18 C19 120.4(2) . . ?
O2 C18 C16 120.3(2) . . ?
C19 C18 C16 119.3(2) . . ?
C24 C19 C20 118.6(3) . . ?
C24 C19 C18 117.6(2) . . ?
C20 C19 C18 123.8(2) . . ?
C21 C20 C19 120.2(3) . . ?
C21 C20 H20A 119.9 . . ?
C19 C20 H20A 119.9 . . ?
C22 C21 C20 120.3(3) . . ?
C22 C21 H21A 119.8 . . ?
C20 C21 H21A 119.8 . . ?
C23 C22 C21 120.2(3) . . ?
C23 C22 H22A 119.9 . . ?
C21 C22 H22A 119.9 . . ?
C22 C23 C24 120.4(3) . . ?
C22 C23 H23A 119.8 . . ?
C24 C23 H23A 119.8 . . ?
C19 C24 C23 120.3(3) . . ?
C19 C24 H24A 119.9 . . ?
C23 C24 H24A 119.9 . . ?
C26 C25 C30 118.4(2) . . ?
C26 C25 C17 122.5(2) . . ?
C30 C25 C17 119.1(2) . . ?
C25 C26 C27 120.4(2) . . ?
C25 C26 H26A 119.8 . . ?
C27 C26 H26A 119.8 . . ?
C28 C27 C26 120.6(3) . . ?
C28 C27 H27A 119.7 . . ?
C26 C27 H27A 119.7 . . ?
C27 C28 C29 119.8(2) . . ?
C27 C28 H28A 120.1 . . ?
C29 C28 H28A 120.1 . . ?
C28 C29 C30 119.8(3) . . ?
C28 C29 H29A 120.1 . . ?
C30 C29 H29A 120.1 . . ?
C29 C30 C25 121.0(2) . . ?
C29 C30 H30A 119.5 . . ?
C25 C30 H30A 119.5 . . ?
N1 C31 C32 116.8(2) . . ?
N1 C31 C36 111.7(2) . . ?
C32 C31 C36 108.7(2) . . ?
N1 C31 H31A 106.3 . . ?
C32 C31 H31A 106.3 . . ?
C36 C31 H31A 106.3 . . ?
C31 C32 C33 110.7(2) . . ?
C31 C32 H32A 109.5 . . ?
C33 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C33 C32 H32B 109.5 . . ?
H32A C32 H32B 108.1 . . ?
C34 C33 C32 110.9(2) . . ?
C34 C33 H33A 109.5 . . ?
C32 C33 H33A 109.5 . . ?
C34 C33 H33B 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 108.1 . . ?
C35 C34 C33 111.8(3) . . ?
C35 C34 H34A 109.2 . . ?
C33 C34 H34A 109.2 . . ?
C35 C34 H34B 109.2 . . ?
C33 C34 H34B 109.2 . . ?
H34A C34 H34B 107.9 . . ?
C34 C35 C36 112.0(3) . . ?
C34 C35 H35A 109.2 . . ?
C36 C35 H35A 109.2 . . ?
C34 C35 H35B 109.2 . . ?
C36 C35 H35B 109.2 . . ?
H35A C35 H35B 107.9 . . ?
C35 C36 C31 110.3(3) . . ?
C35 C36 H36A 109.6 . . ?
C31 C36 H36A 109.6 . . ?
C35 C36 H36B 109.6 . . ?
C31 C36 H36B 109.6 . . ?
H36A C36 H36B 108.1 . . ?
N1 C37 C42 110.9(2) . . ?
N1 C37 C38 114.8(2) . . ?
C42 C37 C38 110.8(2) . . ?
N1 C37 H37A 106.6 . . ?
C42 C37 H37A 106.6 . . ?
C38 C37 H37A 106.6 . . ?
C39 C38 C37 111.3(2) . . ?
C39 C38 H38A 109.4 . . ?
C37 C38 H38A 109.4 . . ?
C39 C38 H38B 109.4 . . ?
C37 C38 H38B 109.4 . . ?
H38A C38 H38B 108.0 . . ?
C40 C39 C38 111.6(3) . . ?
C40 C39 H39A 109.3 . . ?
C38 C39 H39A 109.3 . . ?
C40 C39 H39B 109.3 . . ?
C38 C39 H39B 109.3 . . ?
H39A C39 H39B 108.0 . . ?
C41 C40 C39 110.8(2) . . ?
C41 C40 H40A 109.5 . . ?
C39 C40 H40A 109.5 . . ?
C41 C40 H40B 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 108.1 . . ?
C40 C41 C42 112.0(2) . . ?
C40 C41 H41A 109.2 . . ?
C42 C41 H41A 109.2 . . ?
C40 C41 H41B 109.2 . . ?
C42 C41 H41B 109.2 . . ?
H41A C41 H41B 107.9 . . ?
C37 C42 C41 111.8(3) . . ?
C37 C42 H42A 109.3 . . ?
C41 C42 H42A 109.3 . . ?
C37 C42 H42B 109.3 . . ?
C41 C42 H42B 109.3 . . ?
H42A C42 H42B 107.9 . . ?
C1A Cl1 C1A 69.6(6) . 2_757 ?
Cl1 C1A Cl1 110.4(6) . 2_757 ?
Cl1 C1A H1AA 109.6 . . ?
Cl1 C1A H1AA 109.6 2_757 . ?
Cl1 C1A H1AB 109.6 . . ?
Cl1 C1A H1AB 109.6 2_757 . ?
H1AA C1A H1AB 108.1 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.16
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.754
_refine_diff_density_min         -1.153
_refine_diff_density_rms         0.064



####################################################################### 
# 
# 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_cmpd2a_aar066
_database_code_depnum_ccdc_archive 'CCDC 1508661'
_audit_update_record             
;
2016-10-06 deposited with the CCDC.
2016-11-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
5-(Diisopropylamino)-6a-phenyl-6a,7-dihydro-5H-dibenzo[c,g]chromen-7-yl)(phenyl)methanone
_chemical_name_common            ?
_chemical_formula_moiety         'C36 H35 N O2'
_chemical_formula_sum            'C36 H35 N O2'
_exptl_crystal_recrystallization_method 
'slow diff of pentane into 1,2-dichloroethane soln'
_chemical_melting_point          540-542

_exptl_crystal_description       block
_exptl_crystal_colour            colorless

_diffrn_ambient_temperature      100(2)
_chemical_formula_weight         513.65

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_int_tables_number      14
_chemical_absolute_configuration ?
_symmetry_space_group_name_Hall  ' '

loop_
_symmetry_equiv_pos_as_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                   10.8442(8)
_cell_length_b                   13.8546(11)
_cell_length_c                   18.5750(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.1160(10)
_cell_angle_gamma                90.00
_cell_volume                     2788.8(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9931
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      27.09
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.223
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1096
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9827
_exptl_absorpt_correction_T_max  0.9899
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Apex-II CCD'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37386
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_av_sigmaI/netI    0.0281
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.83
_diffrn_reflns_theta_max         27.14
_reflns_number_total             6167
_reflns_number_gt                5196
_reflns_threshold_expression     >2sigma(I)


_computing_data_collection       'APEX2 (Bruker-AXS, 2007)'
_computing_cell_refinement       'APEX2 (Bruker-AXS, 2007)'
_computing_data_reduction        'APEX2 (Bruker-AXS, 2007)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0400P)²+1.3000P] 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
_refine_ls_extinction_coef       0.0018(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6167
_refine_ls_number_parameters     357
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0497
_refine_ls_R_factor_gt           0.0403
_refine_ls_wR_factor_ref         0.1039
_refine_ls_wR_factor_gt          0.0971
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.68836(7) 0.76915(6) 0.55483(4) 0.01885(19) Uani 1 1 d . . .
N1 N 0.75158(9) 0.87795(8) 0.46615(5) 0.0209(2) Uani 1 1 d . . .
C1 C 0.59017(10) 0.72270(8) 0.59178(6) 0.0169(2) Uani 1 1 d . . .
O2 O 0.73912(8) 0.54625(7) 0.54375(5) 0.0273(2) Uani 1 1 d . . .
C2 C 0.65672(10) 0.64277(9) 0.63720(6) 0.0176(2) Uani 1 1 d . . .
H2A H 0.6929 0.6729 0.6821 0.021 Uiso 1 1 calc R . .
C3 C 0.57079(11) 0.56236(8) 0.65846(6) 0.0181(2) Uani 1 1 d . . .
C4 C 0.59116(12) 0.51011(9) 0.72156(7) 0.0230(3) Uani 1 1 d . . .
H4A H 0.6556 0.5287 0.7547 0.028 Uiso 1 1 calc R . .
C5 C 0.51759(13) 0.43058(10) 0.73653(7) 0.0255(3) Uani 1 1 d . . .
H5A H 0.5313 0.3954 0.7800 0.031 Uiso 1 1 calc R . .
C6 C 0.42449(12) 0.40306(9) 0.68784(7) 0.0240(3) Uani 1 1 d . . .
H6A H 0.3751 0.3483 0.6976 0.029 Uiso 1 1 calc R . .
C7 C 0.40300(11) 0.45491(9) 0.62496(7) 0.0205(3) Uani 1 1 d . . .
H7A H 0.3391 0.4354 0.5917 0.025 Uiso 1 1 calc R . .
C8 C 0.47462(11) 0.53574(8) 0.61004(6) 0.0177(2) Uani 1 1 d . . .
C9 C 0.44936(10) 0.59359(9) 0.54574(6) 0.0177(2) Uani 1 1 d . . .
H9A H 0.3953 0.5683 0.5090 0.021 Uiso 1 1 calc R . .
C10 C 0.49905(10) 0.68089(9) 0.53621(6) 0.0168(2) Uani 1 1 d . . .
C11 C 0.46634(11) 0.74426(9) 0.47495(6) 0.0187(2) Uani 1 1 d . . .
C12 C 0.36225(11) 0.72615(9) 0.42938(7) 0.0230(3) Uani 1 1 d . . .
H12A H 0.3139 0.6701 0.4368 0.028 Uiso 1 1 calc R . .
C13 C 0.32953(12) 0.78861(10) 0.37413(7) 0.0274(3) Uani 1 1 d . . .
H13A H 0.2597 0.7750 0.3435 0.033 Uiso 1 1 calc R . .
C14 C 0.39883(12) 0.87167(10) 0.36326(7) 0.0283(3) Uani 1 1 d . . .
H14A H 0.3754 0.9154 0.3258 0.034 Uiso 1 1 calc R . .
C15 C 0.50160(12) 0.89014(10) 0.40706(7) 0.0252(3) Uani 1 1 d . . .
H15A H 0.5489 0.9467 0.3994 0.030 Uiso 1 1 calc R . .
C16 C 0.53699(11) 0.82682(9) 0.46246(6) 0.0198(2) Uani 1 1 d . . .
C17 C 0.65173(11) 0.85048(9) 0.50857(6) 0.0191(2) Uani 1 1 d . . .
H17A H 0.6317 0.9062 0.5403 0.023 Uiso 1 1 calc R . .
C18 C 0.76214(11) 0.59853(9) 0.59499(6) 0.0192(2) Uani 1 1 d . . .
C19 C 0.89381(11) 0.61644(9) 0.61840(7) 0.0202(3) Uani 1 1 d . . .
C20 C 0.93166(12) 0.67005(10) 0.67733(8) 0.0302(3) Uani 1 1 d . . .
H20A H 0.8722 0.7009 0.7058 0.036 Uiso 1 1 calc R . .
C21 C 1.05684(14) 0.67934(12) 0.69559(10) 0.0420(4) Uani 1 1 d . . .
H21A H 1.0820 0.7151 0.7372 0.050 Uiso 1 1 calc R . .
C22 C 1.14419(12) 0.63757(10) 0.65419(8) 0.0305(3) Uani 1 1 d . . .
H22A H 1.2294 0.6449 0.6666 0.037 Uiso 1 1 calc R . .
C23 C 1.10744(14) 0.58537(17) 0.59491(9) 0.0530(5) Uani 1 1 d . . .
H23A H 1.1671 0.5566 0.5655 0.064 Uiso 1 1 calc R . .
C24 C 0.98331(14) 0.57452(17) 0.57795(9) 0.0563(6) Uani 1 1 d . . .
H24A H 0.9588 0.5370 0.5371 0.068 Uiso 1 1 calc R . .
C25 C 0.84253(11) 0.94625(9) 0.49738(7) 0.0211(3) Uani 1 1 d . . .
H25A H 0.9191 0.9393 0.4694 0.025 Uiso 1 1 calc R . .
C26 C 0.87898(13) 0.92674(11) 0.57629(7) 0.0309(3) Uani 1 1 d . . .
H26A H 0.9082 0.8601 0.5815 0.046 Uiso 1 1 calc R . .
H26B H 0.8072 0.9364 0.6060 0.046 Uiso 1 1 calc R . .
H26C H 0.9450 0.9712 0.5919 0.046 Uiso 1 1 calc R . .
C27 C 0.79724(13) 1.04947(10) 0.48629(8) 0.0300(3) Uani 1 1 d . . .
H27A H 0.7862 1.0626 0.4346 0.045 Uiso 1 1 calc R . .
H27B H 0.8581 1.0944 0.5076 0.045 Uiso 1 1 calc R . .
H27C H 0.7183 1.0578 0.5096 0.045 Uiso 1 1 calc R . .
C28 C 0.79306(12) 0.80936(10) 0.41173(7) 0.0257(3) Uani 1 1 d . . .
H28A H 0.7220 0.7652 0.4004 0.031 Uiso 1 1 calc R . .
C29 C 0.82128(14) 0.86169(12) 0.34184(7) 0.0340(3) Uani 1 1 d . . .
H29A H 0.7484 0.8982 0.3249 0.051 Uiso 1 1 calc R . .
H29B H 0.8429 0.8144 0.3052 0.051 Uiso 1 1 calc R . .
H29C H 0.8906 0.9061 0.3506 0.051 Uiso 1 1 calc R . .
C30 C 0.90131(14) 0.74562(11) 0.43662(8) 0.0349(3) Uani 1 1 d . . .
H30A H 0.8805 0.7116 0.4808 0.052 Uiso 1 1 calc R . .
H30B H 0.9744 0.7859 0.4461 0.052 Uiso 1 1 calc R . .
H30C H 0.9185 0.6985 0.3989 0.052 Uiso 1 1 calc R . .
C31 C 0.52895(11) 0.79299(8) 0.64347(6) 0.0192(2) Uani 1 1 d . . .
C32 C 0.60260(13) 0.84330(9) 0.69414(7) 0.0248(3) Uani 1 1 d . . .
H32A H 0.6898 0.8367 0.6941 0.030 Uiso 1 1 calc R . .
C33 C 0.54967(15) 0.90275(10) 0.74453(8) 0.0321(3) Uani 1 1 d . . .
H33A H 0.6006 0.9358 0.7792 0.039 Uiso 1 1 calc R . .
C34 C 0.42265(15) 0.91396(10) 0.74446(8) 0.0348(3) Uani 1 1 d . . .
H34A H 0.3862 0.9543 0.7792 0.042 Uiso 1 1 calc R . .
C35 C 0.34954(14) 0.86628(10) 0.69375(8) 0.0314(3) Uani 1 1 d . . .
H35A H 0.2626 0.8746 0.6932 0.038 Uiso 1 1 calc R . .
C36 C 0.40208(12) 0.80591(9) 0.64327(7) 0.0237(3) Uani 1 1 d . . .
H36A H 0.3507 0.7734 0.6085 0.028 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 C1 1.4398(13) . ?
O1 C17 1.4630(14) . ?
N1 C17 1.4147(15) . ?
N1 C28 1.4700(16) . ?
N1 C25 1.4706(15) . ?
C1 C10 1.5172(16) . ?
C1 C31 1.5355(16) . ?
C1 C2 1.5537(16) . ?
O2 C18 1.2146(15) . ?
C2 C3 1.5141(16) . ?
C2 C18 1.5374(16) . ?
C2 H2A 1.0000 . ?
C3 C4 1.3883(17) . ?
C3 C8 1.4012(16) . ?
C4 C5 1.3945(18) . ?
C4 H4A 0.9500 . ?
C5 C6 1.3841(19) . ?
C5 H5A 0.9500 . ?
C6 C7 1.3836(18) . ?
C6 H6A 0.9500 . ?
C7 C8 1.3964(17) . ?
C7 H7A 0.9500 . ?
C8 C9 1.4559(17) . ?
C9 C10 1.3386(17) . ?
C9 H9A 0.9500 . ?
C10 C11 1.4703(16) . ?
C11 C16 1.4008(17) . ?
C11 C12 1.4082(17) . ?
C12 C13 1.3788(18) . ?
C12 H12A 0.9500 . ?
C13 C14 1.3931(19) . ?
C13 H13A 0.9500 . ?
C14 C15 1.3793(19) . ?
C14 H14A 0.9500 . ?
C15 C16 1.3952(18) . ?
C15 H15A 0.9500 . ?
C16 C17 1.5200(17) . ?
C17 H17A 1.0000 . ?
C18 C19 1.4978(17) . ?
C19 C20 1.3731(18) . ?
C19 C24 1.3776(19) . ?
C20 C21 1.3929(19) . ?
C20 H20A 0.9500 . ?
C21 C22 1.370(2) . ?
C21 H21A 0.9500 . ?
C22 C23 1.364(2) . ?
C22 H22A 0.9500 . ?
C23 C24 1.379(2) . ?
C23 H23A 0.9500 . ?
C24 H24A 0.9500 . ?
C25 C27 1.5235(19) . ?
C25 C26 1.5280(18) . ?
C25 H25A 1.0000 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C30 1.527(2) . ?
C28 C29 1.5276(19) . ?
C28 H28A 1.0000 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 C36 1.3873(17) . ?
C31 C32 1.3980(18) . ?
C32 C33 1.3869(19) . ?
C32 H32A 0.9500 . ?
C33 C34 1.386(2) . ?
C33 H33A 0.9500 . ?
C34 C35 1.377(2) . ?
C34 H34A 0.9500 . ?
C35 C36 1.3939(18) . ?
C35 H35A 0.9500 . ?
C36 H36A 0.9500 . ?

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
C1 O1 C17 115.76(8) . . ?
C17 N1 C28 117.98(10) . . ?
C17 N1 C25 117.99(10) . . ?
C28 N1 C25 118.00(10) . . ?
O1 C1 C10 108.72(9) . . ?
O1 C1 C31 111.04(9) . . ?
C10 C1 C31 112.44(10) . . ?
O1 C1 C2 103.92(9) . . ?
C10 C1 C2 112.03(9) . . ?
C31 C1 C2 108.38(9) . . ?
C3 C2 C18 108.42(10) . . ?
C3 C2 C1 112.84(9) . . ?
C18 C2 C1 110.27(9) . . ?
C3 C2 H2A 108.4 . . ?
C18 C2 H2A 108.4 . . ?
C1 C2 H2A 108.4 . . ?
C4 C3 C8 119.74(11) . . ?
C4 C3 C2 121.57(11) . . ?
C8 C3 C2 118.48(11) . . ?
C3 C4 C5 120.40(12) . . ?
C3 C4 H4A 119.8 . . ?
C5 C4 H4A 119.8 . . ?
C6 C5 C4 119.75(12) . . ?
C6 C5 H5A 120.1 . . ?
C4 C5 H5A 120.1 . . ?
C7 C6 C5 120.31(12) . . ?
C7 C6 H6A 119.8 . . ?
C5 C6 H6A 119.8 . . ?
C6 C7 C8 120.42(11) . . ?
C6 C7 H7A 119.8 . . ?
C8 C7 H7A 119.8 . . ?
C7 C8 C3 119.34(11) . . ?
C7 C8 C9 121.00(11) . . ?
C3 C8 C9 119.65(11) . . ?
C10 C9 C8 122.78(11) . . ?
C10 C9 H9A 118.6 . . ?
C8 C9 H9A 118.6 . . ?
C9 C10 C11 123.72(11) . . ?
C9 C10 C1 120.69(11) . . ?
C11 C10 C1 115.53(10) . . ?
C16 C11 C12 118.50(11) . . ?
C16 C11 C10 119.86(11) . . ?
C12 C11 C10 121.60(11) . . ?
C13 C12 C11 120.94(12) . . ?
C13 C12 H12A 119.5 . . ?
C11 C12 H12A 119.5 . . ?
C12 C13 C14 120.06(12) . . ?
C12 C13 H13A 120.0 . . ?
C14 C13 H13A 120.0 . . ?
C15 C14 C13 119.75(12) . . ?
C15 C14 H14A 120.1 . . ?
C13 C14 H14A 120.1 . . ?
C14 C15 C16 120.84(12) . . ?
C14 C15 H15A 119.6 . . ?
C16 C15 H15A 119.6 . . ?
C15 C16 C11 119.89(11) . . ?
C15 C16 C17 118.50(11) . . ?
C11 C16 C17 121.61(11) . . ?
N1 C17 O1 109.72(10) . . ?
N1 C17 C16 111.81(10) . . ?
O1 C17 C16 111.33(9) . . ?
N1 C17 H17A 107.9 . . ?
O1 C17 H17A 107.9 . . ?
C16 C17 H17A 107.9 . . ?
O2 C18 C19 119.50(11) . . ?
O2 C18 C2 120.14(11) . . ?
C19 C18 C2 120.31(10) . . ?
C20 C19 C24 117.84(12) . . ?
C20 C19 C18 125.08(11) . . ?
C24 C19 C18 117.07(12) . . ?
C19 C20 C21 120.26(13) . . ?
C19 C20 H20A 119.9 . . ?
C21 C20 H20A 119.9 . . ?
C22 C21 C20 120.80(14) . . ?
C22 C21 H21A 119.6 . . ?
C20 C21 H21A 119.6 . . ?
C23 C22 C21 119.30(13) . . ?
C23 C22 H22A 120.3 . . ?
C21 C22 H22A 120.3 . . ?
C22 C23 C24 119.71(14) . . ?
C22 C23 H23A 120.1 . . ?
C24 C23 H23A 120.1 . . ?
C19 C24 C23 122.05(15) . . ?
C19 C24 H24A 119.0 . . ?
C23 C24 H24A 119.0 . . ?
N1 C25 C27 110.03(10) . . ?
N1 C25 C26 114.24(10) . . ?
C27 C25 C26 111.50(11) . . ?
N1 C25 H25A 106.9 . . ?
C27 C25 H25A 106.9 . . ?
C26 C25 H25A 106.9 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N1 C28 C30 114.65(11) . . ?
N1 C28 C29 110.70(11) . . ?
C30 C28 C29 110.85(11) . . ?
N1 C28 H28A 106.7 . . ?
C30 C28 H28A 106.7 . . ?
C29 C28 H28A 106.7 . . ?
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 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C36 C31 C32 118.64(12) . . ?
C36 C31 C1 122.13(11) . . ?
C32 C31 C1 119.19(11) . . ?
C33 C32 C31 120.67(13) . . ?
C33 C32 H32A 119.7 . . ?
C31 C32 H32A 119.7 . . ?
C34 C33 C32 120.13(14) . . ?
C34 C33 H33A 119.9 . . ?
C32 C33 H33A 119.9 . . ?
C35 C34 C33 119.60(13) . . ?
C35 C34 H34A 120.2 . . ?
C33 C34 H34A 120.2 . . ?
C34 C35 C36 120.57(14) . . ?
C34 C35 H35A 119.7 . . ?
C36 C35 H35A 119.7 . . ?
C31 C36 C35 120.37(13) . . ?
C31 C36 H36A 119.8 . . ?
C35 C36 H36A 119.8 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.14
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.352
_refine_diff_density_rms         0.039



####################################################################### 
# 
# 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_cmpd2b_aar075
_database_code_depnum_ccdc_archive 'CCDC 1508662'
_audit_update_record             
;
2016-10-06 deposited with the CCDC.
2016-11-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
5-(diisopropylamino)-6a-(4-methoxyphenyl)-6a,7-dihydro-5H-dibenzo[c,g]chromen-7-yl)(4-methoxyphenyl)methanone
_chemical_name_common            ?
_chemical_formula_moiety         'C38 H39 N O4'
_chemical_formula_sum            'C38 H39 N O4'
_exptl_crystal_recrystallization_method 
'slow diff of n-hexane into dichloromethane soln'
_chemical_melting_point          497-500

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless

_diffrn_ambient_temperature      200(2)
_chemical_formula_weight         573.70

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_int_tables_number      14
_chemical_absolute_configuration ?
_symmetry_space_group_name_Hall  '-P 2yn  '
loop_
_symmetry_equiv_pos_as_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                   12.6921(10)
_cell_length_b                   17.3656(14)
_cell_length_c                   14.0302(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.9860(10)
_cell_angle_gamma                90.00
_cell_volume                     3045.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9942
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      27.09
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1224
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9724
_exptl_absorpt_correction_T_max  0.9903
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Apex-II CCD'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            40435
_diffrn_reflns_av_R_equivalents  0.0779
_diffrn_reflns_av_sigmaI/netI    0.0487
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.88
_diffrn_reflns_theta_max         27.09
_reflns_number_total             6715
_reflns_number_gt                5436
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker-AXS, 2007)'
_computing_cell_refinement       'APEX2 (Bruker-AXS, 2007)'
_computing_data_reduction        'APEX2 (Bruker-AXS, 2007)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0500P)²+1.3000P] 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
_refine_ls_extinction_coef       0.0110(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6715
_refine_ls_number_parameters     407
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0614
_refine_ls_R_factor_gt           0.0490
_refine_ls_wR_factor_ref         0.1326
_refine_ls_wR_factor_gt          0.1215
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.27358(8) 0.11174(5) 0.13167(7) 0.0235(2) Uani 1 1 d . . .
N1 N 0.22371(11) 0.09886(8) -0.03824(9) 0.0320(3) Uani 1 1 d D . .
C1 C 0.26211(10) 0.08554(7) 0.22648(9) 0.0210(3) Uani 1 1 d . . .
C2 C 0.33754(10) 0.13849(8) 0.29705(10) 0.0223(3) Uani 1 1 d . . .
H2A H 0.3028 0.1902 0.2971 0.027 Uiso 1 1 calc R . .
O2 O -0.16358(9) 0.14805(8) 0.28325(10) 0.0517(4) Uani 1 1 d . . .
O3 O 0.51549(9) 0.10147(7) 0.28338(9) 0.0404(3) Uani 1 1 d . . .
C3 C 0.35479(11) 0.10756(8) 0.39948(10) 0.0246(3) Uani 1 1 d . . .
O4 O 0.51545(9) 0.40994(6) 0.04244(9) 0.0354(3) Uani 1 1 d . . .
C4 C 0.37764(12) 0.15657(9) 0.47839(11) 0.0308(3) Uani 1 1 d . . .
H4A H 0.3794 0.2106 0.4685 0.037 Uiso 1 1 calc R . .
C5 C 0.39798(13) 0.12712(10) 0.57190(11) 0.0357(4) Uani 1 1 d . . .
H5A H 0.4129 0.1612 0.6255 0.043 Uiso 1 1 calc R . .
C6 C 0.39656(12) 0.04849(10) 0.58726(11) 0.0328(3) Uani 1 1 d . . .
H6A H 0.4105 0.0285 0.6512 0.039 Uiso 1 1 calc R . .
C7 C 0.37478(11) -0.00071(9) 0.50899(10) 0.0287(3) Uani 1 1 d . . .
H7A H 0.3744 -0.0547 0.5195 0.034 Uiso 1 1 calc R . .
C8 C 0.35335(10) 0.02783(8) 0.41451(10) 0.0244(3) Uani 1 1 d . . .
C9 C 0.33527(11) -0.02308(8) 0.33079(10) 0.0257(3) Uani 1 1 d . . .
H9A H 0.3508 -0.0763 0.3403 0.031 Uiso 1 1 calc R . .
C10 C 0.29767(10) 0.00193(8) 0.24085(10) 0.0232(3) Uani 1 1 d . . .
C11 C 0.28220(11) -0.04731(8) 0.15428(11) 0.0266(3) Uani 1 1 d . A .
C12 C 0.31147(13) -0.12546(9) 0.15875(12) 0.0353(4) Uani 1 1 d . . .
H12A H 0.3450 -0.1467 0.2188 0.042 Uiso 1 1 calc R . .
C13 C 0.29256(15) -0.17191(10) 0.07798(13) 0.0423(4) Uani 1 1 d . . .
H13A H 0.3142 -0.2243 0.0824 0.051 Uiso 1 1 calc R . .
C14 C 0.24180(16) -0.14199(10) -0.00990(14) 0.0447(4) Uani 1 1 d . . .
H14A H 0.2258 -0.1744 -0.0651 0.054 Uiso 1 1 calc R . .
C15 C 0.21469(14) -0.06487(10) -0.01657(12) 0.0386(4) Uani 1 1 d . A .
H15A H 0.1805 -0.0444 -0.0768 0.046 Uiso 1 1 calc R . .
C16 C 0.23689(12) -0.01659(8) 0.06396(11) 0.0284(3) Uani 1 1 d . . .
C17 C 0.20988(12) 0.06842(8) 0.05298(10) 0.0262(3) Uani 1 1 d . A .
H17A H 0.1329 0.0747 0.0586 0.031 Uiso 1 1 calc R . .
C18 C 0.14603(15) 0.15768(10) -0.08125(12) 0.0403(4) Uani 1 1 d . A .
H18A H 0.1651 0.1715 -0.1453 0.048 Uiso 1 1 calc R . .
C19 C 0.03394(19) 0.12459(14) -0.1019(2) 0.0804(9) Uani 1 1 d . . .
H19A H 0.0351 0.0749 -0.1348 0.121 Uiso 1 1 calc R A .
H19B H -0.0134 0.1602 -0.1434 0.121 Uiso 1 1 calc R . .
H19C H 0.0076 0.1173 -0.0409 0.121 Uiso 1 1 calc R . .
C20 C 0.14667(17) 0.23223(11) -0.02469(16) 0.0536(5) Uani 1 1 d . . .
H20A H 0.2198 0.2525 -0.0103 0.080 Uiso 1 1 calc R A .
H20B H 0.1206 0.2224 0.0360 0.080 Uiso 1 1 calc R . .
H20C H 0.1001 0.2699 -0.0632 0.080 Uiso 1 1 calc R . .
C21 C 0.3326(3) 0.09565(19) -0.0605(3) 0.0411(10) Uani 0.617(2) 1 d PD A 1
H21A H 0.3743 0.0584 -0.0143 0.049 Uiso 0.617(2) 1 calc PR A 1
C22 C 0.3290(3) 0.0637(2) -0.1624(2) 0.0670(9) Uani 0.617(2) 1 d PD A 1
H22A H 0.2936 0.0134 -0.1677 0.101 Uiso 0.617(2) 1 calc PR A 1
H22B H 0.4021 0.0581 -0.1752 0.101 Uiso 0.617(2) 1 calc PR A 1
H22C H 0.2891 0.0992 -0.2097 0.101 Uiso 0.617(2) 1 calc PR A 1
C23 C 0.3919(3) 0.1720(2) -0.0492(2) 0.0544(7) Uani 0.617(2) 1 d PD A 1
H23A H 0.3942 0.1915 0.0166 0.082 Uiso 0.617(2) 1 calc PR A 1
H23B H 0.3547 0.2092 -0.0958 0.082 Uiso 0.617(2) 1 calc PR A 1
H23C H 0.4650 0.1646 -0.0612 0.082 Uiso 0.617(2) 1 calc PR A 1
C24 C 0.14643(11) 0.09753(8) 0.24138(10) 0.0227(3) Uani 1 1 d . . .
C25 C 0.08183(12) 0.03940(9) 0.26576(12) 0.0311(3) Uani 1 1 d . . .
H25A H 0.1091 -0.0116 0.2727 0.037 Uiso 1 1 calc R . .
C26 C -0.02236(12) 0.05350(10) 0.28044(13) 0.0388(4) Uani 1 1 d . . .
H26A H -0.0650 0.0125 0.2975 0.047 Uiso 1 1 calc R . .
C27 C -0.06328(12) 0.12705(10) 0.27016(12) 0.0348(4) Uani 1 1 d . . .
C28 C -0.00078(13) 0.18599(10) 0.24396(13) 0.0373(4) Uani 1 1 d . . .
H28A H -0.0287 0.2368 0.2359 0.045 Uiso 1 1 calc R . .
C29 C 0.10183(12) 0.17120(9) 0.22962(12) 0.0311(3) Uani 1 1 d . . .
H29A H 0.1435 0.2122 0.2112 0.037 Uiso 1 1 calc R . .
C30 C -0.21840(16) 0.09738(16) 0.33592(19) 0.0698(7) Uani 1 1 d . . .
H30A H -0.2831 0.1226 0.3499 0.105 Uiso 1 1 calc R . .
H30B H -0.1720 0.0836 0.3968 0.105 Uiso 1 1 calc R . .
H30C H -0.2383 0.0507 0.2977 0.105 Uiso 1 1 calc R . .
C31 C 0.44518(11) 0.14903(8) 0.26235(11) 0.0263(3) Uani 1 1 d . . .
C32 C 0.46226(11) 0.21864(8) 0.20524(11) 0.0263(3) Uani 1 1 d . . .
C33 C 0.38404(11) 0.27459(9) 0.17683(11) 0.0300(3) Uani 1 1 d . . .
H33A H 0.3157 0.2692 0.1950 0.036 Uiso 1 1 calc R . .
C34 C 0.40416(12) 0.33737(9) 0.12295(12) 0.0311(3) Uani 1 1 d . . .
H34A H 0.3499 0.3748 0.1043 0.037 Uiso 1 1 calc R . .
C35 C 0.50391(12) 0.34612(8) 0.09575(11) 0.0286(3) Uani 1 1 d . . .
C36 C 0.58328(12) 0.29129(9) 0.12369(12) 0.0339(4) Uani 1 1 d . . .
H36A H 0.6517 0.2970 0.1059 0.041 Uiso 1 1 calc R . .
C37 C 0.56163(12) 0.22851(9) 0.17751(12) 0.0320(3) Uani 1 1 d . . .
H37A H 0.6159 0.1911 0.1961 0.038 Uiso 1 1 calc R . .
C38 C 0.61588(14) 0.42059(10) 0.01204(14) 0.0433(4) Uani 1 1 d . . .
H38A H 0.6148 0.4689 -0.0241 0.065 Uiso 1 1 calc R . .
H38B H 0.6291 0.3776 -0.0295 0.065 Uiso 1 1 calc R . .
H38C H 0.6729 0.4226 0.0689 0.065 Uiso 1 1 calc R . .
C21A C 0.3335(6) 0.1225(4) -0.0514(4) 0.0411(10) Uani 0.383(2) 1 d PD A 2
H21B H 0.3527 0.1701 -0.0120 0.049 Uiso 0.383(2) 1 calc PR A 2
C22A C 0.4185(5) 0.0614(4) -0.0157(4) 0.0670(9) Uani 0.383(2) 1 d PD A 2
H22D H 0.4197 0.0516 0.0533 0.101 Uiso 0.383(2) 1 calc PR A 2
H22E H 0.4888 0.0800 -0.0251 0.101 Uiso 0.383(2) 1 calc PR A 2
H22F H 0.4013 0.0137 -0.0523 0.101 Uiso 0.383(2) 1 calc PR A 2
C23A C 0.3405(5) 0.1419(3) -0.1565(3) 0.0544(7) Uani 0.383(2) 1 d PD A 2
H23D H 0.3078 0.1924 -0.1732 0.082 Uiso 0.383(2) 1 calc PR A 2
H23E H 0.3025 0.1026 -0.1994 0.082 Uiso 0.383(2) 1 calc PR A 2
H23F H 0.4158 0.1432 -0.1643 0.082 Uiso 0.383(2) 1 calc PR 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
O1 C1 1.4370(16) . ?
O1 C17 1.4592(16) . ?
N1 C17 1.4234(18) . ?
N1 C21 1.469(4) . ?
N1 C18 1.474(2) . ?
N1 C21A 1.495(7) . ?
C1 C10 1.5235(18) . ?
C1 C24 1.5326(18) . ?
C1 C2 1.5536(18) . ?
C2 C3 1.5141(19) . ?
C2 C31 1.5387(19) . ?
C2 H2A 1.0000 . ?
O2 C27 1.3669(18) . ?
O2 C30 1.408(2) . ?
O3 C31 1.2141(17) . ?
C3 C4 1.387(2) . ?
C3 C8 1.401(2) . ?
O4 C35 1.3590(17) . ?
O4 C38 1.4246(19) . ?
C4 C5 1.390(2) . ?
C4 H4A 0.9500 . ?
C5 C6 1.383(2) . ?
C5 H5A 0.9500 . ?
C6 C7 1.381(2) . ?
C6 H6A 0.9500 . ?
C7 C8 1.3970(19) . ?
C7 H7A 0.9500 . ?
C8 C9 1.456(2) . ?
C9 C10 1.342(2) . ?
C9 H9A 0.9500 . ?
C10 C11 1.470(2) . ?
C11 C16 1.403(2) . ?
C11 C12 1.406(2) . ?
C12 C13 1.378(2) . ?
C12 H12A 0.9500 . ?
C13 C14 1.389(3) . ?
C13 H13A 0.9500 . ?
C14 C15 1.382(2) . ?
C14 H14A 0.9500 . ?
C15 C16 1.396(2) . ?
C15 H15A 0.9500 . ?
C16 C17 1.517(2) . ?
C17 H17A 1.0000 . ?
C18 C19 1.515(3) . ?
C18 C20 1.518(3) . ?
C18 H18A 1.0000 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C23 1.520(4) . ?
C21 C22 1.526(4) . ?
C21 H21A 1.0000 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C25 1.3804(19) . ?
C24 C29 1.397(2) . ?
C25 C26 1.395(2) . ?
C25 H25A 0.9500 . ?
C26 C27 1.377(2) . ?
C26 H26A 0.9500 . ?
C27 C28 1.383(2) . ?
C28 C29 1.376(2) . ?
C28 H28A 0.9500 . ?
C29 H29A 0.9500 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 C32 1.4868(19) . ?
C32 C37 1.394(2) . ?
C32 C33 1.397(2) . ?
C33 C34 1.376(2) . ?
C33 H33A 0.9500 . ?
C34 C35 1.393(2) . ?
C34 H34A 0.9500 . ?
C35 C36 1.392(2) . ?
C36 C37 1.381(2) . ?
C36 H36A 0.9500 . ?
C37 H37A 0.9500 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C21A C23A 1.531(5) . ?
C21A C22A 1.533(5) . ?
C21A H21B 1.0000 . ?
C22A H22D 0.9800 . ?
C22A H22E 0.9800 . ?
C22A H22F 0.9800 . ?
C23A H23D 0.9800 . ?
C23A H23E 0.9800 . ?
C23A H23F 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
C1 O1 C17 113.92(10) . . ?
C17 N1 C21 116.38(19) . . ?
C17 N1 C18 116.58(13) . . ?
C21 N1 C18 121.72(19) . . ?
C17 N1 C21A 118.4(3) . . ?
C21 N1 C21A 18.7(3) . . ?
C18 N1 C21A 109.3(3) . . ?
O1 C1 C10 110.42(11) . . ?
O1 C1 C24 109.67(10) . . ?
C10 C1 C24 112.35(11) . . ?
O1 C1 C2 104.62(10) . . ?
C10 C1 C2 110.12(11) . . ?
C24 C1 C2 109.38(11) . . ?
C3 C2 C31 110.63(11) . . ?
C3 C2 C1 111.51(11) . . ?
C31 C2 C1 110.58(11) . . ?
C3 C2 H2A 108.0 . . ?
C31 C2 H2A 108.0 . . ?
C1 C2 H2A 108.0 . . ?
C27 O2 C30 117.41(15) . . ?
C4 C3 C8 119.51(13) . . ?
C4 C3 C2 121.06(13) . . ?
C8 C3 C2 119.34(13) . . ?
C35 O4 C38 117.26(12) . . ?
C3 C4 C5 120.44(15) . . ?
C3 C4 H4A 119.8 . . ?
C5 C4 H4A 119.8 . . ?
C6 C5 C4 120.34(15) . . ?
C6 C5 H5A 119.8 . . ?
C4 C5 H5A 119.8 . . ?
C7 C6 C5 119.55(14) . . ?
C7 C6 H6A 120.2 . . ?
C5 C6 H6A 120.2 . . ?
C6 C7 C8 120.95(14) . . ?
C6 C7 H7A 119.5 . . ?
C8 C7 H7A 119.5 . . ?
C7 C8 C3 119.20(14) . . ?
C7 C8 C9 121.84(13) . . ?
C3 C8 C9 118.87(12) . . ?
C10 C9 C8 122.88(13) . . ?
C10 C9 H9A 118.6 . . ?
C8 C9 H9A 118.6 . . ?
C9 C10 C11 124.29(13) . . ?
C9 C10 C1 118.81(13) . . ?
C11 C10 C1 116.80(12) . . ?
C16 C11 C12 118.11(14) . . ?
C16 C11 C10 120.01(13) . . ?
C12 C11 C10 121.89(13) . . ?
C13 C12 C11 121.44(15) . . ?
C13 C12 H12A 119.3 . . ?
C11 C12 H12A 119.3 . . ?
C12 C13 C14 119.93(16) . . ?
C12 C13 H13A 120.0 . . ?
C14 C13 H13A 120.0 . . ?
C15 C14 C13 119.63(16) . . ?
C15 C14 H14A 120.2 . . ?
C13 C14 H14A 120.2 . . ?
C14 C15 C16 120.95(16) . . ?
C14 C15 H15A 119.5 . . ?
C16 C15 H15A 119.5 . . ?
C15 C16 C11 119.76(14) . . ?
C15 C16 C17 119.46(14) . . ?
C11 C16 C17 120.77(13) . . ?
N1 C17 O1 110.51(11) . . ?
N1 C17 C16 113.07(12) . . ?
O1 C17 C16 109.82(11) . . ?
N1 C17 H17A 107.8 . . ?
O1 C17 H17A 107.8 . . ?
C16 C17 H17A 107.8 . . ?
N1 C18 C19 110.77(15) . . ?
N1 C18 C20 115.75(14) . . ?
C19 C18 C20 110.08(19) . . ?
N1 C18 H18A 106.6 . . ?
C19 C18 H18A 106.6 . . ?
C20 C18 H18A 106.6 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N1 C21 C23 114.3(3) . . ?
N1 C21 C22 109.7(3) . . ?
C23 C21 C22 110.4(3) . . ?
N1 C21 H21A 107.4 . . ?
C23 C21 H21A 107.4 . . ?
C22 C21 H21A 107.4 . . ?
C25 C24 C29 116.94(13) . . ?
C25 C24 C1 123.96(12) . . ?
C29 C24 C1 119.10(12) . . ?
C24 C25 C26 121.82(14) . . ?
C24 C25 H25A 119.1 . . ?
C26 C25 H25A 119.1 . . ?
C27 C26 C25 119.83(14) . . ?
C27 C26 H26A 120.1 . . ?
C25 C26 H26A 120.1 . . ?
O2 C27 C26 125.21(15) . . ?
O2 C27 C28 115.39(15) . . ?
C26 C27 C28 119.40(14) . . ?
C29 C28 C27 120.11(15) . . ?
C29 C28 H28A 119.9 . . ?
C27 C28 H28A 119.9 . . ?
C28 C29 C24 121.87(14) . . ?
C28 C29 H29A 119.1 . . ?
C24 C29 H29A 119.1 . . ?
O2 C30 H30A 109.5 . . ?
O2 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
O2 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
O3 C31 C32 120.95(13) . . ?
O3 C31 C2 119.85(12) . . ?
C32 C31 C2 119.18(12) . . ?
C37 C32 C33 117.88(13) . . ?
C37 C32 C31 118.30(13) . . ?
C33 C32 C31 123.82(13) . . ?
C34 C33 C32 121.18(13) . . ?
C34 C33 H33A 119.4 . . ?
C32 C33 H33A 119.4 . . ?
C33 C34 C35 120.09(13) . . ?
C33 C34 H34A 120.0 . . ?
C35 C34 H34A 120.0 . . ?
O4 C35 C36 124.82(13) . . ?
O4 C35 C34 115.45(13) . . ?
C36 C35 C34 119.73(13) . . ?
C37 C36 C35 119.42(14) . . ?
C37 C36 H36A 120.3 . . ?
C35 C36 H36A 120.3 . . ?
C36 C37 C32 121.70(14) . . ?
C36 C37 H37A 119.1 . . ?
C32 C37 H37A 119.1 . . ?
O4 C38 H38A 109.5 . . ?
O4 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
O4 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
N1 C21A C23A 113.0(5) . . ?
N1 C21A C22A 112.8(5) . . ?
C23A C21A C22A 108.2(5) . . ?
N1 C21A H21B 107.5 . . ?
C23A C21A H21B 107.5 . . ?
C22A C21A H21B 107.5 . . ?
C21A C22A H22D 109.5 . . ?
C21A C22A H22E 109.5 . . ?
H22D C22A H22E 109.5 . . ?
C21A C22A H22F 109.5 . . ?
H22D C22A H22F 109.5 . . ?
H22E C22A H22F 109.5 . . ?
C21A C23A H23D 109.5 . . ?
C21A C23A H23E 109.5 . . ?
H23D C23A H23E 109.5 . . ?
C21A C23A H23F 109.5 . . ?
H23D C23A H23F 109.5 . . ?
H23E C23A H23F 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.09
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.390
_refine_diff_density_min         -0.354
_refine_diff_density_rms         0.051


