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

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_kv_compound2

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H40 N2 O Si'
_chemical_formula_sum            'C44 H40 N2 O Si'
_chemical_formula_weight         640.87

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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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                   14.8683(6)
_cell_length_b                   10.4772(4)
_cell_length_c                   23.5294(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.515(3)
_cell_angle_gamma                90.00
_cell_volume                     3664.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4678
_cell_measurement_theta_min      2.54
_cell_measurement_theta_max      21.26

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.162
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1360
_exptl_absorpt_coefficient_mu    0.100
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7055
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   '(SADABS; Blessing, 1995)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            55590
_diffrn_reflns_av_R_equivalents  0.0814
_diffrn_reflns_av_sigmaI/netI    0.0535
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.13
_diffrn_reflns_theta_max         28.33
_reflns_number_total             9104
_reflns_number_gt                4357
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2007)'
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0655P)²+0.3278P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0013(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         9104
_refine_ls_number_parameters     438
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1277
_refine_ls_R_factor_gt           0.0525
_refine_ls_wR_factor_ref         0.1545
_refine_ls_wR_factor_gt          0.1243
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_restrained_S_all      0.995
_refine_ls_shift/su_max          0.061
_refine_ls_shift/su_mean         0.001

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
Si1 Si 0.85197(4) 0.66683(6) 0.13525(2) 0.0610(2) Uani 1 1 d . . .
O1 O 0.95849(8) 0.64396(16) 0.15325(6) 0.0722(4) Uani 1 1 d . . .
N1 N 1.09763(10) 0.54831(15) 0.25625(6) 0.0498(4) Uani 1 1 d . . .
N2 N 1.09721(10) 0.75915(15) 0.24948(7) 0.0518(4) Uani 1 1 d . . .
C38 C 0.8374(3) 0.9664(5) -0.01081(19) 0.1373(14) Uani 1 1 d . . .
H38 H 0.8317 1.0295 -0.0385 0.165 Uiso 1 1 calc R . .
C39 C 0.8919(3) 0.9843(3) 0.03475(17) 0.1249(12) Uani 1 1 d . . .
H39 H 0.9280 1.0566 0.0375 0.150 Uiso 1 1 calc R . .
C40 C 0.8940(2) 0.8939(3) 0.07751(13) 0.1122(10) Uani 1 1 d . . .
H40 H 0.9314 0.9082 0.1092 0.135 Uiso 1 1 calc R . .
C35 C 0.84351(15) 0.7839(2) 0.07551(9) 0.0709(6) Uani 1 1 d . . .
C28 C 1.03752(13) 0.6341(2) 0.12558(8) 0.0554(5) Uani 1 1 d . . .
C23 C 1.11521(12) 0.63924(18) 0.15935(8) 0.0501(5) Uani 1 1 d . . .
C1 C 1.10634(11) 0.65207(19) 0.22139(8) 0.0477(5) Uani 1 1 d . . .
C16 C 1.09958(12) 0.41654(18) 0.23876(8) 0.0498(5) Uani 1 1 d . . .
C17 C 1.02261(13) 0.3454(2) 0.23807(9) 0.0608(5) Uani 1 1 d . . .
H17 H 0.9695 0.3800 0.2513 0.073 Uiso 1 1 calc R . .
C18 C 1.02388(14) 0.2219(2) 0.21775(10) 0.0655(6) Uani 1 1 d . . .
H18 H 0.9713 0.1739 0.2179 0.079 Uiso 1 1 calc R . .
C19 C 1.10106(15) 0.16790(19) 0.19729(8) 0.0584(5) Uani 1 1 d . . .
C22 C 1.10137(18) 0.0362(2) 0.17193(11) 0.0848(7) Uani 1 1 d . . .
H22A H 1.0594 -0.0168 0.1913 0.127 Uiso 1 1 calc R . .
H22B H 1.1606 0.0003 0.1759 0.127 Uiso 1 1 calc R . .
H22C H 1.0844 0.0410 0.1323 0.127 Uiso 1 1 calc R . .
C32 C 0.7327(3) 0.2666(3) 0.09164(12) 0.1017(9) Uani 1 1 d . . .
H32 H 0.7096 0.1859 0.0835 0.122 Uiso 1 1 calc R . .
C31 C 0.8207(2) 0.2793(3) 0.10952(11) 0.0951(8) Uani 1 1 d . . .
H31 H 0.8571 0.2076 0.1138 0.114 Uiso 1 1 calc R . .
C30 C 0.85504(17) 0.3992(3) 0.12117(10) 0.0777(7) Uani 1 1 d . . .
H30 H 0.9149 0.4066 0.1332 0.093 Uiso 1 1 calc R . .
C29 C 0.80330(14) 0.5093(2) 0.11559(9) 0.0646(6) Uani 1 1 d . . .
C37 C 0.7910(3) 0.8573(5) -0.01632(18) 0.179(2) Uani 1 1 d . . .
H37 H 0.7566 0.8422 -0.0492 0.215 Uiso 1 1 calc R . .
C36 C 0.7940(2) 0.7658(4) 0.02692(13) 0.1319(13) Uani 1 1 d . . .
H36 H 0.7612 0.6907 0.0223 0.158 Uiso 1 1 calc R . .
C41 C 0.80456(13) 0.7284(2) 0.20326(9) 0.0665(6) Uani 1 1 d . . .
C43 C 0.70308(16) 0.7491(3) 0.19748(13) 0.1106(10) Uani 1 1 d . . .
H43A H 0.6742 0.6698 0.1879 0.166 Uiso 1 1 calc R . .
H43B H 0.6904 0.8105 0.1681 0.166 Uiso 1 1 calc R . .
H43C H 0.6808 0.7801 0.2328 0.166 Uiso 1 1 calc R . .
C42 C 0.82430(19) 0.6294(3) 0.25000(10) 0.0927(8) Uani 1 1 d . . .
H42A H 0.7987 0.6574 0.2849 0.139 Uiso 1 1 calc R . .
H42B H 0.8882 0.6199 0.2553 0.139 Uiso 1 1 calc R . .
H42C H 0.7984 0.5488 0.2390 0.139 Uiso 1 1 calc R . .
C44 C 0.85086(18) 0.8538(2) 0.22162(11) 0.0894(8) Uani 1 1 d . . .
H44A H 0.8331 0.9208 0.1959 0.134 Uiso 1 1 calc R . .
H44B H 0.9150 0.8431 0.2210 0.134 Uiso 1 1 calc R . .
H44C H 0.8334 0.8756 0.2594 0.134 Uiso 1 1 calc R . .
C24 C 1.19690(15) 0.6288(3) 0.13353(11) 0.0806(7) Uani 1 1 d . . .
H24 H 1.2497 0.6321 0.1556 0.097 Uiso 1 1 calc R . .
C25 C 1.20151(17) 0.6135(3) 0.07552(11) 0.0914(8) Uani 1 1 d . . .
H25 H 1.2572 0.6068 0.0587 0.110 Uiso 1 1 calc R . .
C26 C 1.12497(18) 0.6083(3) 0.04298(10) 0.0845(7) Uani 1 1 d . . .
H26 H 1.1285 0.5978 0.0039 0.101 Uiso 1 1 calc R . .
C27 C 1.04207(16) 0.6184(2) 0.06739(9) 0.0758(7) Uani 1 1 d . . .
H27 H 0.9897 0.6146 0.0450 0.091 Uiso 1 1 calc R . .
C20 C 1.17819(15) 0.2406(2) 0.20011(10) 0.0739(7) Uani 1 1 d . . .
H20 H 1.2317 0.2058 0.1877 0.089 Uiso 1 1 calc R . .
C21 C 1.17814(14) 0.3639(2) 0.22089(10) 0.0708(6) Uani 1 1 d . . .
H21 H 1.2312 0.4109 0.2227 0.085 Uiso 1 1 calc R . .
C3 C 1.08072(12) 0.59441(19) 0.31037(8) 0.0512(5) Uani 1 1 d . . .
C2 C 1.08195(12) 0.72521(19) 0.30520(8) 0.0502(5) Uani 1 1 d . . .
C10 C 1.07261(12) 0.82456(19) 0.34853(8) 0.0543(5) Uani 1 1 d . . .
C15 C 1.08907(14) 0.8011(2) 0.40606(9) 0.0646(6) Uani 1 1 d . . .
H15 H 1.1048 0.7193 0.4180 0.077 Uiso 1 1 calc R . .
C14 C 1.08233(16) 0.8976(2) 0.44574(10) 0.0720(6) Uani 1 1 d . . .
H14 H 1.0940 0.8803 0.4840 0.086 Uiso 1 1 calc R . .
C13 C 1.05865(16) 1.0182(2) 0.42908(11) 0.0734(6) Uani 1 1 d . . .
H13 H 1.0535 1.0826 0.4560 0.088 Uiso 1 1 calc R . .
C12 C 1.04245(16) 1.0440(2) 0.37250(11) 0.0762(7) Uani 1 1 d . . .
H12 H 1.0268 1.1261 0.3610 0.091 Uiso 1 1 calc R . .
C11 C 1.04941(15) 0.9481(2) 0.33265(10) 0.0671(6) Uani 1 1 d . . .
H11 H 1.0384 0.9666 0.2944 0.081 Uiso 1 1 calc R . .
C4 C 1.06222(15) 0.51052(19) 0.35872(8) 0.0575(5) Uani 1 1 d . . .
C9 C 1.12792(18) 0.4346(2) 0.38362(11) 0.0786(7) Uani 1 1 d . . .
H9 H 1.1850 0.4318 0.3684 0.094 Uiso 1 1 calc R . .
C8 C 1.1095(3) 0.3625(3) 0.43112(13) 0.1016(9) Uani 1 1 d . . .
H8 H 1.1544 0.3123 0.4480 0.122 Uiso 1 1 calc R . .
C7 C 1.0258(3) 0.3647(3) 0.45330(13) 0.1055(11) Uani 1 1 d . . .
H7 H 1.0138 0.3164 0.4854 0.127 Uiso 1 1 calc R . .
C6 C 0.9601(2) 0.4367(3) 0.42879(13) 0.1021(9) Uani 1 1 d . . .
H6 H 0.9028 0.4371 0.4437 0.122 Uiso 1 1 calc R . .
C5 C 0.97792(18) 0.5097(2) 0.38163(10) 0.0816(7) Uani 1 1 d . . .
H5 H 0.9324 0.5591 0.3651 0.098 Uiso 1 1 calc R . .
C34 C 0.71357(16) 0.4905(3) 0.09765(10) 0.0809(7) Uani 1 1 d . . .
H34 H 0.6760 0.5611 0.0936 0.097 Uiso 1 1 calc R . .
C33 C 0.6790(2) 0.3709(3) 0.08575(12) 0.0969(9) Uani 1 1 d . . .
H33 H 0.6192 0.3618 0.0738 0.116 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
Si1 O1 1.6461(14) . ?
Si1 C29 1.856(2) . ?
Si1 C35 1.867(2) . ?
Si1 C41 1.880(2) . ?
O1 C28 1.362(2) . ?
N1 C1 1.370(2) . ?
N1 C3 1.391(2) . ?
N1 C16 1.441(2) . ?
N2 C1 1.311(2) . ?
N2 C2 1.383(2) . ?
C38 C37 1.339(5) . ?
C38 C39 1.340(5) . ?
C38 H38 0.9300 . ?
C39 C40 1.381(4) . ?
C39 H39 0.9300 . ?
C40 C35 1.376(4) . ?
C40 H40 0.9300 . ?
C35 C36 1.357(3) . ?
C28 C27 1.383(3) . ?
C28 C23 1.385(3) . ?
C23 C24 1.377(3) . ?
C23 C1 1.475(3) . ?
C16 C17 1.366(3) . ?
C16 C21 1.368(3) . ?
C17 C18 1.379(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.378(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.377(3) . ?
C19 C22 1.504(3) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C32 C33 1.359(4) . ?
C32 C31 1.371(4) . ?
C32 H32 0.9300 . ?
C31 C30 1.381(4) . ?
C31 H31 0.9300 . ?
C30 C29 1.391(3) . ?
C30 H30 0.9300 . ?
C29 C34 1.403(3) . ?
C37 C36 1.398(5) . ?
C37 H37 0.9300 . ?
C36 H36 0.9300 . ?
C41 C43 1.527(3) . ?
C41 C42 1.535(3) . ?
C41 C44 1.539(3) . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
C24 C25 1.378(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.356(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.378(3) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C20 C21 1.381(3) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C3 C2 1.376(3) . ?
C3 C4 1.469(3) . ?
C2 C10 1.466(3) . ?
C10 C11 1.388(3) . ?
C10 C15 1.391(3) . ?
C15 C14 1.381(3) . ?
C15 H15 0.9300 . ?
C14 C13 1.366(3) . ?
C14 H14 0.9300 . ?
C13 C12 1.373(3) . ?
C13 H13 0.9300 . ?
C12 C11 1.380(3) . ?
C12 H12 0.9300 . ?
C11 H11 0.9300 . ?
C4 C5 1.377(3) . ?
C4 C9 1.379(3) . ?
C9 C8 1.383(4) . ?
C9 H9 0.9300 . ?
C8 C7 1.363(4) . ?
C8 H8 0.9300 . ?
C7 C6 1.351(4) . ?
C7 H7 0.9300 . ?
C6 C5 1.379(4) . ?
C6 H6 0.9300 . ?
C5 H5 0.9300 . ?
C34 C33 1.380(4) . ?
C34 H34 0.9300 . ?
C33 H33 0.9300 . ?

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
O1 Si1 C29 107.51(9) . . ?
O1 Si1 C35 109.55(9) . . ?
C29 Si1 C35 112.24(10) . . ?
O1 Si1 C41 102.16(8) . . ?
C29 Si1 C41 111.40(10) . . ?
C35 Si1 C41 113.34(11) . . ?
C28 O1 Si1 136.40(13) . . ?
C1 N1 C3 107.15(15) . . ?
C1 N1 C16 125.89(16) . . ?
C3 N1 C16 126.83(16) . . ?
C1 N2 C2 106.24(16) . . ?
C37 C38 C39 119.7(4) . . ?
C37 C38 H38 120.1 . . ?
C39 C38 H38 120.1 . . ?
C38 C39 C40 119.2(3) . . ?
C38 C39 H39 120.4 . . ?
C40 C39 H39 120.4 . . ?
C35 C40 C39 123.2(3) . . ?
C35 C40 H40 118.4 . . ?
C39 C40 H40 118.4 . . ?
C36 C35 C40 115.4(3) . . ?
C36 C35 Si1 124.5(2) . . ?
C40 C35 Si1 119.9(2) . . ?
O1 C28 C27 123.21(18) . . ?
O1 C28 C23 116.08(17) . . ?
C27 C28 C23 120.70(18) . . ?
C24 C23 C28 118.41(19) . . ?
C24 C23 C1 123.15(18) . . ?
C28 C23 C1 118.42(16) . . ?
N2 C1 N1 111.38(16) . . ?
N2 C1 C23 126.16(17) . . ?
N1 C1 C23 122.17(17) . . ?
C17 C16 C21 119.90(19) . . ?
C17 C16 N1 120.22(17) . . ?
C21 C16 N1 119.84(17) . . ?
C16 C17 C18 119.81(19) . . ?
C16 C17 H17 120.1 . . ?
C18 C17 H17 120.1 . . ?
C19 C18 C17 121.70(19) . . ?
C19 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C20 C19 C18 117.13(19) . . ?
C20 C19 C22 121.1(2) . . ?
C18 C19 C22 121.8(2) . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C33 C32 C31 120.5(3) . . ?
C33 C32 H32 119.8 . . ?
C31 C32 H32 119.8 . . ?
C32 C31 C30 119.6(3) . . ?
C32 C31 H31 120.2 . . ?
C30 C31 H31 120.2 . . ?
C31 C30 C29 122.4(2) . . ?
C31 C30 H30 118.8 . . ?
C29 C30 H30 118.8 . . ?
C30 C29 C34 115.6(2) . . ?
C30 C29 Si1 120.20(17) . . ?
C34 C29 Si1 124.15(19) . . ?
C38 C37 C36 120.6(3) . . ?
C38 C37 H37 119.7 . . ?
C36 C37 H37 119.7 . . ?
C35 C36 C37 121.6(3) . . ?
C35 C36 H36 119.2 . . ?
C37 C36 H36 119.2 . . ?
C43 C41 C42 109.2(2) . . ?
C43 C41 C44 109.7(2) . . ?
C42 C41 C44 107.47(19) . . ?
C43 C41 Si1 111.40(16) . . ?
C42 C41 Si1 108.00(15) . . ?
C44 C41 Si1 110.90(15) . . ?
C41 C43 H43A 109.5 . . ?
C41 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C41 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C41 C44 H44A 109.5 . . ?
C41 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C41 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C23 C24 C25 120.9(2) . . ?
C23 C24 H24 119.5 . . ?
C25 C24 H24 119.5 . . ?
C26 C25 C24 120.1(2) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C25 C26 C27 120.6(2) . . ?
C25 C26 H26 119.7 . . ?
C27 C26 H26 119.7 . . ?
C26 C27 C28 119.3(2) . . ?
C26 C27 H27 120.3 . . ?
C28 C27 H27 120.3 . . ?
C19 C20 C21 121.8(2) . . ?
C19 C20 H20 119.1 . . ?
C21 C20 H20 119.1 . . ?
C16 C21 C20 119.6(2) . . ?
C16 C21 H21 120.2 . . ?
C20 C21 H21 120.2 . . ?
C2 C3 N1 105.17(16) . . ?
C2 C3 C4 131.87(18) . . ?
N1 C3 C4 122.89(17) . . ?
C3 C2 N2 110.04(16) . . ?
C3 C2 C10 130.09(18) . . ?
N2 C2 C10 119.84(17) . . ?
C11 C10 C15 117.55(19) . . ?
C11 C10 C2 120.15(18) . . ?
C15 C10 C2 122.26(19) . . ?
C14 C15 C10 121.0(2) . . ?
C14 C15 H15 119.5 . . ?
C10 C15 H15 119.5 . . ?
C13 C14 C15 120.4(2) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
C14 C13 C12 119.8(2) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C13 C12 C11 120.1(2) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C12 C11 C10 121.2(2) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C5 C4 C9 118.2(2) . . ?
C5 C4 C3 119.8(2) . . ?
C9 C4 C3 122.0(2) . . ?
C4 C9 C8 120.4(3) . . ?
C4 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C7 C8 C9 120.2(3) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 H8 119.9 . . ?
C6 C7 C8 120.2(3) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
C7 C6 C5 120.1(3) . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C4 C5 C6 121.0(3) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C33 C34 C29 122.3(3) . . ?
C33 C34 H34 118.8 . . ?
C29 C34 H34 118.8 . . ?
C32 C33 C34 119.7(3) . . ?
C32 C33 H33 120.2 . . ?
C34 C33 H33 120.2 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        28.33
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.189
_refine_diff_density_min         -0.196
_refine_diff_density_rms         0.036
_database_code_depnum_ccdc_archive 'CCDC 1019160'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_kv_compound1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H22 N2 O'
_chemical_formula_sum            'C28 H22 N2 O'
_chemical_formula_weight         402.48

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

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.0790(3)
_cell_length_b                   10.2068(3)
_cell_length_c                   10.6405(3)
_cell_angle_alpha                89.314(2)
_cell_angle_beta                 76.447(2)
_cell_angle_gamma                86.532(2)
_cell_volume                     1062.20(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1932
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      21.53

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             424
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6881
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_process_details   '(SADABS; Blessing, 1995)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18495
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_av_sigmaI/netI    0.0633
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.97
_diffrn_reflns_theta_max         30.07
_reflns_number_total             6183
_reflns_number_gt                3231
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2007)'
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0950P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.029(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6183
_refine_ls_number_parameters     283
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1240
_refine_ls_R_factor_gt           0.0608
_refine_ls_wR_factor_ref         0.1882
_refine_ls_wR_factor_gt          0.1502
_refine_ls_goodness_of_fit_ref   0.971
_refine_ls_restrained_S_all      0.971
_refine_ls_shift/su_max          0.008
_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
C16 C 0.0046(2) 1.0287(2) 0.2963(2) 0.0718(7) Uani 1 1 d . . .
H16A H 0.0339 1.0330 0.2039 0.108 Uiso 1 1 calc R . .
H16B H -0.0152 1.1159 0.3311 0.108 Uiso 1 1 calc R . .
H16C H -0.0761 0.9801 0.3197 0.108 Uiso 1 1 calc R . .
N2 N 0.45477(14) 0.76758(14) 0.45698(14) 0.0386(4) Uani 1 1 d . . .
N1 N 0.66546(15) 0.68037(14) 0.42740(14) 0.0422(4) Uani 1 1 d . . .
O1 O 0.84781(14) 0.69358(17) 0.21604(15) 0.0687(5) Uani 1 1 d . . .
H1 H 0.8144 0.6736 0.2912 0.103 Uiso 1 1 calc R . .
C13 C 0.11639(19) 0.96134(19) 0.35017(18) 0.0479(5) Uani 1 1 d . . .
C12 C 0.1245(2) 0.8264(2) 0.3645(2) 0.0527(5) Uani 1 1 d . . .
H12 H 0.0564 0.7776 0.3459 0.063 Uiso 1 1 calc R . .
C11 C 0.23161(19) 0.76253(17) 0.40587(19) 0.0464(5) Uani 1 1 d . . .
H11 H 0.2352 0.6718 0.4155 0.056 Uiso 1 1 calc R . .
C10 C 0.33282(16) 0.83454(16) 0.43261(16) 0.0368(4) Uani 1 1 d . . .
C3 C 0.46978(18) 0.72111(16) 0.57699(17) 0.0388(4) Uani 1 1 d . . .
C2 C 0.60133(18) 0.66704(16) 0.55604(17) 0.0400(4) Uani 1 1 d . . .
C23 C 0.67818(19) 0.60481(16) 0.64557(17) 0.0419(4) Uani 1 1 d . . .
C28 C 0.6154(2) 0.54673(19) 0.76117(19) 0.0529(5) Uani 1 1 d . . .
H28 H 0.5205 0.5466 0.7855 0.063 Uiso 1 1 calc R . .
C27 C 0.6938(3) 0.4887(2) 0.8408(2) 0.0626(6) Uani 1 1 d . . .
H27 H 0.6508 0.4507 0.9184 0.075 Uiso 1 1 calc R . .
C26 C 0.8338(3) 0.4872(2) 0.8059(2) 0.0620(6) Uani 1 1 d . . .
H26 H 0.8855 0.4479 0.8594 0.074 Uiso 1 1 calc R . .
C14 C 0.2159(2) 1.03126(19) 0.3851(2) 0.0509(5) Uani 1 1 d . . .
H14 H 0.2102 1.1224 0.3805 0.061 Uiso 1 1 calc R . .
C15 C 0.32303(19) 0.96906(17) 0.42652(18) 0.0437(4) Uani 1 1 d . . .
H15 H 0.3883 1.0179 0.4502 0.052 Uiso 1 1 calc R . .
C1 C 0.57607(17) 0.73923(16) 0.36838(17) 0.0389(4) Uani 1 1 d . . .
C25 C 0.8970(2) 0.54379(19) 0.6922(2) 0.0571(6) Uani 1 1 d . . .
H25 H 0.9919 0.5434 0.6685 0.068 Uiso 1 1 calc R . .
C24 C 0.8201(2) 0.60160(17) 0.6123(2) 0.0490(5) Uani 1 1 d . . .
H24 H 0.8642 0.6391 0.5349 0.059 Uiso 1 1 calc R . .
C4 C 0.36044(18) 0.73919(17) 0.69592(17) 0.0387(4) Uani 1 1 d . . .
C5 C 0.2737(2) 0.64028(19) 0.7423(2) 0.0543(5) Uani 1 1 d . . .
H5 H 0.2801 0.5633 0.6949 0.065 Uiso 1 1 calc R . .
C6 C 0.1780(2) 0.6548(2) 0.8579(2) 0.0643(6) Uani 1 1 d . . .
H6 H 0.1213 0.5872 0.8886 0.077 Uiso 1 1 calc R . .
C7 C 0.1659(2) 0.7684(2) 0.9281(2) 0.0602(6) Uani 1 1 d . . .
H7 H 0.1023 0.7774 1.0068 0.072 Uiso 1 1 calc R . .
C8 C 0.2481(2) 0.8686(2) 0.8817(2) 0.0611(6) Uani 1 1 d . . .
H8 H 0.2387 0.9465 0.9282 0.073 Uiso 1 1 calc R . .
C9 C 0.3446(2) 0.85435(19) 0.7664(2) 0.0532(5) Uani 1 1 d . . .
H9 H 0.3997 0.9231 0.7356 0.064 Uiso 1 1 calc R . .
C17 C 0.61060(18) 0.76505(17) 0.22888(17) 0.0408(4) Uani 1 1 d . . .
C18 C 0.5167(2) 0.8086(2) 0.15813(19) 0.0572(5) Uani 1 1 d . . .
H18 H 0.4257 0.8250 0.2011 0.069 Uiso 1 1 calc R . .
C19 C 0.5540(2) 0.8282(2) 0.0267(2) 0.0637(6) Uani 1 1 d . . .
H19 H 0.4888 0.8580 -0.0176 0.076 Uiso 1 1 calc R . .
C20 C 0.6874(2) 0.8039(2) -0.0389(2) 0.0620(6) Uani 1 1 d . . .
H20 H 0.7131 0.8171 -0.1277 0.074 Uiso 1 1 calc R . .
C21 C 0.7820(2) 0.7602(2) 0.0271(2) 0.0613(6) Uani 1 1 d . . .
H21 H 0.8724 0.7440 -0.0178 0.074 Uiso 1 1 calc R . .
C22 C 0.74704(19) 0.73941(18) 0.15927(19) 0.0474(5) Uani 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C16 C13 1.506(3) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
N2 C1 1.375(2) . ?
N2 C3 1.395(2) . ?
N2 C10 1.445(2) . ?
N1 C1 1.326(2) . ?
N1 C2 1.379(2) . ?
O1 C22 1.356(2) . ?
O1 H1 0.8200 . ?
C13 C12 1.383(3) . ?
C13 C14 1.386(3) . ?
C12 C11 1.384(2) . ?
C12 H12 0.9300 . ?
C11 C10 1.376(2) . ?
C11 H11 0.9300 . ?
C10 C15 1.372(2) . ?
C3 C2 1.374(2) . ?
C3 C4 1.476(2) . ?
C2 C23 1.477(2) . ?
C23 C28 1.389(3) . ?
C23 C24 1.389(3) . ?
C28 C27 1.392(3) . ?
C28 H28 0.9300 . ?
C27 C26 1.372(3) . ?
C27 H27 0.9300 . ?
C26 C25 1.368(3) . ?
C26 H26 0.9300 . ?
C14 C15 1.377(3) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C1 C17 1.468(2) . ?
C25 C24 1.383(3) . ?
C25 H25 0.9300 . ?
C24 H24 0.9300 . ?
C4 C9 1.382(3) . ?
C4 C5 1.386(2) . ?
C5 C6 1.377(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.370(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.368(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.379(3) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
C17 C18 1.391(2) . ?
C17 C22 1.411(3) . ?
C18 C19 1.376(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.371(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.362(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.385(3) . ?
C21 H21 0.9300 . ?

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
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C1 N2 C3 107.79(14) . . ?
C1 N2 C10 126.91(14) . . ?
C3 N2 C10 125.30(14) . . ?
C1 N1 C2 107.77(14) . . ?
C22 O1 H1 109.5 . . ?
C12 C13 C14 117.53(17) . . ?
C12 C13 C16 120.87(19) . . ?
C14 C13 C16 121.59(19) . . ?
C13 C12 C11 121.44(18) . . ?
C13 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
C10 C11 C12 119.36(17) . . ?
C10 C11 H11 120.3 . . ?
C12 C11 H11 120.3 . . ?
C15 C10 C11 120.29(16) . . ?
C15 C10 N2 119.95(15) . . ?
C11 C10 N2 119.58(15) . . ?
C2 C3 N2 105.63(15) . . ?
C2 C3 C4 131.81(16) . . ?
N2 C3 C4 122.49(15) . . ?
C3 C2 N1 109.29(15) . . ?
C3 C2 C23 131.28(17) . . ?
N1 C2 C23 119.41(15) . . ?
C28 C23 C24 117.96(17) . . ?
C28 C23 C2 123.10(17) . . ?
C24 C23 C2 118.93(17) . . ?
C23 C28 C27 120.3(2) . . ?
C23 C28 H28 119.9 . . ?
C27 C28 H28 119.9 . . ?
C26 C27 C28 120.6(2) . . ?
C26 C27 H27 119.7 . . ?
C28 C27 H27 119.7 . . ?
C25 C26 C27 119.72(19) . . ?
C25 C26 H26 120.1 . . ?
C27 C26 H26 120.1 . . ?
C15 C14 C13 121.61(17) . . ?
C15 C14 H14 119.2 . . ?
C13 C14 H14 119.2 . . ?
C10 C15 C14 119.55(17) . . ?
C10 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
N1 C1 N2 109.50(15) . . ?
N1 C1 C17 121.78(16) . . ?
N2 C1 C17 128.71(15) . . ?
C26 C25 C24 120.1(2) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C25 C24 C23 121.31(19) . . ?
C25 C24 H24 119.3 . . ?
C23 C24 H24 119.3 . . ?
C9 C4 C5 118.14(18) . . ?
C9 C4 C3 120.65(16) . . ?
C5 C4 C3 121.18(17) . . ?
C6 C5 C4 120.7(2) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C7 C6 C5 120.4(2) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C8 C7 C6 119.7(2) . . ?
C8 C7 H7 120.2 . . ?
C6 C7 H7 120.2 . . ?
C7 C8 C9 120.2(2) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 H8 119.9 . . ?
C8 C9 C4 120.84(19) . . ?
C8 C9 H9 119.6 . . ?
C4 C9 H9 119.6 . . ?
C18 C17 C22 116.90(17) . . ?
C18 C17 C1 124.53(17) . . ?
C22 C17 C1 118.53(16) . . ?
C19 C18 C17 122.2(2) . . ?
C19 C18 H18 118.9 . . ?
C17 C18 H18 118.9 . . ?
C20 C19 C18 119.9(2) . . ?
C20 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C21 C20 C19 119.5(2) . . ?
C21 C20 H20 120.2 . . ?
C19 C20 H20 120.2 . . ?
C20 C21 C22 121.6(2) . . ?
C20 C21 H21 119.2 . . ?
C22 C21 H21 119.2 . . ?
O1 C22 C21 117.37(18) . . ?
O1 C22 C17 122.82(17) . . ?
C21 C22 C17 119.81(18) . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        30.07
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.271
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.078
_database_code_depnum_ccdc_archive 'CCDC 1019161'
