# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2014

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#                                CCDC 
# 
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# 
#  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.
#
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#  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
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#  from this site to visualise CIF-encoded structures and 
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data_av26m

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
N-(3-phenyl-2-p-tolyl-3,4-dihydroquinazolin-4-yl)benzamide
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H23 N3 O'
_chemical_formula_sum            'C28 H23 N3 O'
_chemical_formula_weight         417.49

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

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   10.6039(8)
_cell_length_b                   10.7930(8)
_cell_length_c                   11.0137(8)
_cell_angle_alpha                100.245(1)
_cell_angle_beta                 111.738(1)
_cell_angle_gamma                101.524(1)
_cell_volume                     1102.46(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    5576
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      28.27

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             440
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      294(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 SMART APEX CCD area-detector'
_diffrn_measurement_device       'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10635
_diffrn_reflns_av_R_equivalents  0.0167
_diffrn_reflns_av_sigmaI/netI    0.0175
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.00
_diffrn_reflns_theta_max         24.99
_reflns_number_total             3869
_reflns_number_gt                3334
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Putz, 2005)'
_computing_publication_material  SHELXL97

_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)+(0.0575P)²+0.1624P] 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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3869
_refine_ls_number_parameters     294
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0373
_refine_ls_wR_factor_ref         0.1059
_refine_ls_wR_factor_gt          0.1001
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_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
C1 C -0.12540(13) 0.40287(12) 0.08667(12) 0.0427(3) Uani 1 1 d . . .
C2 C -0.20848(15) 0.27273(13) 0.01995(14) 0.0524(3) Uani 1 1 d . . .
H2 H -0.1665 0.2090 -0.0006 0.063 Uiso 1 1 calc R . .
C3 C -0.35222(15) 0.23819(14) -0.01567(15) 0.0580(4) Uani 1 1 d . . .
H3 H -0.4064 0.1511 -0.0595 0.070 Uiso 1 1 calc R . .
C4 C -0.41671(15) 0.33152(15) 0.01299(16) 0.0598(4) Uani 1 1 d . . .
H4 H -0.5138 0.3074 -0.0110 0.072 Uiso 1 1 calc R . .
C5 C -0.33628(14) 0.46064(14) 0.07740(14) 0.0537(3) Uani 1 1 d . . .
H5 H -0.3793 0.5238 0.0971 0.064 Uiso 1 1 calc R . .
C6 C -0.19158(13) 0.49691(12) 0.11303(12) 0.0430(3) Uani 1 1 d . . .
C7 C -0.10213(13) 0.63778(12) 0.17795(12) 0.0423(3) Uani 1 1 d . . .
H7 H -0.1409 0.6797 0.2367 0.051 Uiso 1 1 calc R . .
C8 C 0.09922(13) 0.54720(12) 0.21858(12) 0.0410(3) Uani 1 1 d . . .
C9 C 0.10167(13) 0.71512(12) 0.40399(12) 0.0421(3) Uani 1 1 d . . .
C10 C 0.09518(15) 0.84294(13) 0.43775(14) 0.0509(3) Uani 1 1 d . . .
H10 H 0.0548 0.8815 0.3695 0.061 Uiso 1 1 calc R . .
C11 C 0.14875(17) 0.91328(14) 0.57290(15) 0.0622(4) Uani 1 1 d . . .
H11 H 0.1438 0.9989 0.5950 0.075 Uiso 1 1 calc R . .
C12 C 0.20898(19) 0.85795(17) 0.67439(15) 0.0724(5) Uani 1 1 d . . .
H12 H 0.2459 0.9060 0.7651 0.087 Uiso 1 1 calc R . .
C13 C 0.2144(2) 0.73098(18) 0.64109(15) 0.0762(5) Uani 1 1 d . . .
H13 H 0.2551 0.6930 0.7098 0.091 Uiso 1 1 calc R . .
C14 C 0.16010(17) 0.65887(14) 0.50650(14) 0.0589(4) Uani 1 1 d . . .
H14 H 0.1629 0.5724 0.4851 0.071 Uiso 1 1 calc R . .
C15 C 0.25610(13) 0.57905(12) 0.27369(12) 0.0424(3) Uani 1 1 d . . .
C16 C 0.34141(14) 0.70706(13) 0.30842(14) 0.0509(3) Uani 1 1 d . . .
H16 H 0.3004 0.7755 0.3010 0.061 Uiso 1 1 calc R . .
C17 C 0.48673(15) 0.73342(14) 0.35396(14) 0.0565(4) Uani 1 1 d . . .
H17 H 0.5419 0.8197 0.3758 0.068 Uiso 1 1 calc R . .
C18 C 0.55233(14) 0.63490(15) 0.36786(13) 0.0534(3) Uani 1 1 d . . .
C19 C 0.46676(15) 0.50731(15) 0.33318(15) 0.0566(4) Uani 1 1 d . . .
H19 H 0.5080 0.4391 0.3413 0.068 Uiso 1 1 calc R . .
C20 C 0.32119(14) 0.47972(13) 0.28683(13) 0.0500(3) Uani 1 1 d . . .
H20 H 0.2661 0.3933 0.2641 0.060 Uiso 1 1 calc R . .
C21 C -0.17986(13) 0.80059(12) 0.06411(13) 0.0449(3) Uani 1 1 d . . .
C22 C -0.20750(14) 0.85025(11) -0.05950(13) 0.0455(3) Uani 1 1 d . . .
C23 C -0.11401(15) 0.86493(13) -0.11998(15) 0.0549(3) Uani 1 1 d . . .
H23 H -0.0295 0.8438 -0.0834 0.066 Uiso 1 1 calc R . .
C24 C -0.14467(18) 0.91044(15) -0.23348(17) 0.0652(4) Uani 1 1 d . . .
H24 H -0.0800 0.9219 -0.2719 0.078 Uiso 1 1 calc R . .
C25 C -0.2704(2) 0.93895(16) -0.29003(17) 0.0697(4) Uani 1 1 d . . .
H25 H -0.2915 0.9688 -0.3674 0.084 Uiso 1 1 calc R . .
C26 C -0.36472(19) 0.92344(18) -0.23248(19) 0.0762(5) Uani 1 1 d . . .
H26 H -0.4509 0.9410 -0.2720 0.091 Uiso 1 1 calc R . .
C27 C -0.33242(16) 0.88182(15) -0.11574(17) 0.0637(4) Uani 1 1 d . . .
H27 H -0.3953 0.8751 -0.0750 0.076 Uiso 1 1 calc R . .
C28 C 0.71107(16) 0.66482(19) 0.42003(18) 0.0738(5) Uani 1 1 d . . .
H28A H 0.7523 0.6799 0.5170 0.111 Uiso 1 1 calc R . .
H28B H 0.7481 0.7420 0.3977 0.111 Uiso 1 1 calc R . .
H28C H 0.7340 0.5916 0.3787 0.111 Uiso 1 1 calc R . .
N1 N 0.02250(11) 0.43598(10) 0.12736(10) 0.0437(3) Uani 1 1 d . . .
N2 N 0.04219(11) 0.64070(10) 0.26444(10) 0.0430(3) Uani 1 1 d . . .
N3 N -0.10787(11) 0.70956(10) 0.07626(11) 0.0432(3) Uani 1 1 d . . .
O1 O -0.22439(12) 0.83970(10) 0.14772(10) 0.0628(3) Uani 1 1 d . . .
H3N H -0.0901(14) 0.6739(13) 0.0090(15) 0.047(4) Uiso 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
C1 C6 1.3920(17) . ?
C1 C2 1.3957(18) . ?
C1 N1 1.4094(16) . ?
C2 C3 1.376(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.380(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.378(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.3860(18) . ?
C5 H5 0.9300 . ?
C6 C7 1.5024(17) . ?
C7 N3 1.4612(15) . ?
C7 N2 1.4631(15) . ?
C7 H7 0.9800 . ?
C8 N1 1.2990(16) . ?
C8 N2 1.3886(15) . ?
C8 C15 1.4843(17) . ?
C9 C14 1.3796(18) . ?
C9 C10 1.3859(18) . ?
C9 N2 1.4302(15) . ?
C10 C11 1.3835(19) . ?
C10 H10 0.9300 . ?
C11 C12 1.369(2) . ?
C11 H11 0.9300 . ?
C12 C13 1.373(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.383(2) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C20 1.3869(17) . ?
C15 C16 1.3891(18) . ?
C16 C17 1.3816(19) . ?
C16 H16 0.9300 . ?
C17 C18 1.383(2) . ?
C17 H17 0.9300 . ?
C18 C19 1.387(2) . ?
C18 C28 1.506(2) . ?
C19 C20 1.3823(19) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 O1 1.2299(15) . ?
C21 N3 1.3553(16) . ?
C21 C22 1.5011(18) . ?
C22 C27 1.3791(19) . ?
C22 C23 1.3841(19) . ?
C23 C24 1.375(2) . ?
C23 H23 0.9300 . ?
C24 C25 1.370(2) . ?
C24 H24 0.9300 . ?
C25 C26 1.368(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.383(2) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
N3 H3N 0.874(15) . ?

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
C6 C1 C2 118.60(12) . . ?
C6 C1 N1 121.57(11) . . ?
C2 C1 N1 119.82(11) . . ?
C3 C2 C1 120.40(13) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 120.67(13) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 119.57(13) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C4 C5 C6 120.35(13) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C1 120.39(12) . . ?
C5 C6 C7 121.59(11) . . ?
C1 C6 C7 118.01(11) . . ?
N3 C7 N2 113.16(10) . . ?
N3 C7 C6 111.51(10) . . ?
N2 C7 C6 108.80(9) . . ?
N3 C7 H7 107.7 . . ?
N2 C7 H7 107.7 . . ?
C6 C7 H7 107.7 . . ?
N1 C8 N2 123.38(11) . . ?
N1 C8 C15 118.77(11) . . ?
N2 C8 C15 117.81(10) . . ?
C14 C9 C10 119.21(12) . . ?
C14 C9 N2 120.58(11) . . ?
C10 C9 N2 120.15(11) . . ?
C11 C10 C9 120.04(13) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C12 C11 C10 120.59(14) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C11 C12 C13 119.42(14) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 H12 120.3 . . ?
C12 C13 C14 120.72(14) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 H13 119.6 . . ?
C9 C14 C13 120.01(13) . . ?
C9 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C20 C15 C16 118.09(12) . . ?
C20 C15 C8 120.31(11) . . ?
C16 C15 C8 121.56(11) . . ?
C17 C16 C15 120.47(13) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C16 C17 C18 121.72(13) . . ?
C16 C17 H17 119.1 . . ?
C18 C17 H17 119.1 . . ?
C17 C18 C19 117.60(13) . . ?
C17 C18 C28 121.38(14) . . ?
C19 C18 C28 121.01(14) . . ?
C20 C19 C18 121.16(13) . . ?
C20 C19 H19 119.4 . . ?
C18 C19 H19 119.4 . . ?
C19 C20 C15 120.96(13) . . ?
C19 C20 H20 119.5 . . ?
C15 C20 H20 119.5 . . ?
O1 C21 N3 122.48(12) . . ?
O1 C21 C22 120.51(11) . . ?
N3 C21 C22 116.99(11) . . ?
C27 C22 C23 118.60(13) . . ?
C27 C22 C21 118.33(13) . . ?
C23 C22 C21 123.07(12) . . ?
C24 C23 C22 120.76(14) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C25 C24 C23 120.10(15) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C26 C25 C24 119.86(15) . . ?
C26 C25 H25 120.1 . . ?
C24 C25 H25 120.1 . . ?
C25 C26 C27 120.28(15) . . ?
C25 C26 H26 119.9 . . ?
C27 C26 H26 119.9 . . ?
C22 C27 C26 120.33(15) . . ?
C22 C27 H27 119.8 . . ?
C26 C27 H27 119.8 . . ?
C18 C28 H28A 109.5 . . ?
C18 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C18 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C8 N1 C1 117.41(10) . . ?
C8 N2 C9 122.04(10) . . ?
C8 N2 C7 118.33(10) . . ?
C9 N2 C7 117.52(9) . . ?
C21 N3 C7 119.73(11) . . ?
C21 N3 H3N 120.3(9) . . ?
C7 N3 H3N 116.7(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -1.62(19) . . . . ?
N1 C1 C2 C3 177.50(12) . . . . ?
C1 C2 C3 C4 0.5(2) . . . . ?
C2 C3 C4 C5 0.3(2) . . . . ?
C3 C4 C5 C6 0.1(2) . . . . ?
C4 C5 C6 C1 -1.3(2) . . . . ?
C4 C5 C6 C7 177.35(12) . . . . ?
C2 C1 C6 C5 2.04(18) . . . . ?
N1 C1 C6 C5 -177.07(11) . . . . ?
C2 C1 C6 C7 -176.68(11) . . . . ?
N1 C1 C6 C7 4.21(17) . . . . ?
C5 C6 C7 N3 -83.48(14) . . . . ?
C1 C6 C7 N3 95.22(12) . . . . ?
C5 C6 C7 N2 151.02(11) . . . . ?
C1 C6 C7 N2 -30.27(14) . . . . ?
C14 C9 C10 C11 0.9(2) . . . . ?
N2 C9 C10 C11 177.94(12) . . . . ?
C9 C10 C11 C12 0.2(2) . . . . ?
C10 C11 C12 C13 -0.8(3) . . . . ?
C11 C12 C13 C14 0.1(3) . . . . ?
C10 C9 C14 C13 -1.6(2) . . . . ?
N2 C9 C14 C13 -178.56(14) . . . . ?
C12 C13 C14 C9 1.0(3) . . . . ?
N1 C8 C15 C20 -32.60(17) . . . . ?
N2 C8 C15 C20 149.56(11) . . . . ?
N1 C8 C15 C16 144.86(12) . . . . ?
N2 C8 C15 C16 -32.98(17) . . . . ?
C20 C15 C16 C17 0.33(19) . . . . ?
C8 C15 C16 C17 -177.18(12) . . . . ?
C15 C16 C17 C18 -0.6(2) . . . . ?
C16 C17 C18 C19 0.6(2) . . . . ?
C16 C17 C18 C28 -178.86(13) . . . . ?
C17 C18 C19 C20 -0.2(2) . . . . ?
C28 C18 C19 C20 179.21(13) . . . . ?
C18 C19 C20 C15 -0.1(2) . . . . ?
C16 C15 C20 C19 0.01(19) . . . . ?
C8 C15 C20 C19 177.56(12) . . . . ?
O1 C21 C22 C27 -32.44(19) . . . . ?
N3 C21 C22 C27 145.89(13) . . . . ?
O1 C21 C22 C23 148.01(13) . . . . ?
N3 C21 C22 C23 -33.66(17) . . . . ?
C27 C22 C23 C24 0.2(2) . . . . ?
C21 C22 C23 C24 179.77(12) . . . . ?
C22 C23 C24 C25 -1.5(2) . . . . ?
C23 C24 C25 C26 0.7(2) . . . . ?
C24 C25 C26 C27 1.4(3) . . . . ?
C23 C22 C27 C26 1.9(2) . . . . ?
C21 C22 C27 C26 -177.67(14) . . . . ?
C25 C26 C27 C22 -2.7(3) . . . . ?
N2 C8 N1 C1 -8.27(17) . . . . ?
C15 C8 N1 C1 174.02(10) . . . . ?
C6 C1 N1 C8 16.92(17) . . . . ?
C2 C1 N1 C8 -162.18(12) . . . . ?
N1 C8 N2 C9 141.41(12) . . . . ?
C15 C8 N2 C9 -40.86(16) . . . . ?
N1 C8 N2 C7 -21.64(17) . . . . ?
C15 C8 N2 C7 156.10(10) . . . . ?
C14 C9 N2 C8 -35.13(18) . . . . ?
C10 C9 N2 C8 147.91(12) . . . . ?
C14 C9 N2 C7 128.05(13) . . . . ?
C10 C9 N2 C7 -48.92(16) . . . . ?
N3 C7 N2 C8 -85.53(13) . . . . ?
C6 C7 N2 C8 39.00(14) . . . . ?
N3 C7 N2 C9 110.65(12) . . . . ?
C6 C7 N2 C9 -124.81(11) . . . . ?
O1 C21 N3 C7 10.63(19) . . . . ?
C22 C21 N3 C7 -167.66(11) . . . . ?
N2 C7 N3 C21 -128.90(11) . . . . ?
C6 C7 N3 C21 108.06(13) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.158
_refine_diff_density_min         -0.163
_refine_diff_density_rms         0.042
_database_code_depnum_ccdc_archive 'CCDC 996992'
#######################################################################
#
#                 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_av22
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
N-(3-phenyl-2-p-tolyl-3,4-dihydroquinazolin-4-yl)acetamide 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H21 N3 O'
_chemical_formula_sum            'C23 H21 N3 O'
_chemical_formula_weight         355.43

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/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   9.3171(12)
_cell_length_b                   15.390(2)
_cell_length_c                   13.1098(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.604(2)
_cell_angle_gamma                90.00
_cell_volume                     1877.9(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    6876
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      27.25

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             752
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      294(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 SMART APEX CCD area-detector'
_diffrn_measurement_device       'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17388
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_av_sigmaI/netI    0.0164
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.04
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3305
_reflns_number_gt                2647
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Putz, 2005)'
_computing_publication_material  SHELXL97

_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)+(0.0470P)²+0.3929P] 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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3305
_refine_ls_number_parameters     250
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0361
_refine_ls_wR_factor_ref         0.1029
_refine_ls_wR_factor_gt          0.0914
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.080
_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
C1 C 0.77888(14) 0.00171(9) 1.04897(10) 0.0377(3) Uani 1 1 d . . .
C2 C 0.73613(16) -0.05452(10) 1.12521(11) 0.0456(4) Uani 1 1 d . . .
H2 H 0.7780 -0.0504 1.1908 0.055 Uiso 1 1 calc R . .
C3 C 0.63189(16) -0.11624(10) 1.10366(13) 0.0499(4) Uani 1 1 d . . .
H3 H 0.6016 -0.1524 1.1553 0.060 Uiso 1 1 calc R . .
C4 C 0.57211(16) -0.12464(10) 1.00560(13) 0.0503(4) Uani 1 1 d . . .
H4 H 0.5042 -0.1677 0.9909 0.060 Uiso 1 1 calc R . .
C5 C 0.61330(15) -0.06926(10) 0.92988(12) 0.0460(4) Uani 1 1 d . . .
H5 H 0.5726 -0.0747 0.8641 0.055 Uiso 1 1 calc R . .
C6 C 0.71504(14) -0.00543(9) 0.95113(10) 0.0380(3) Uani 1 1 d . . .
C7 C 0.75900(15) 0.05796(9) 0.87130(10) 0.0395(3) Uani 1 1 d . . .
H7 H 0.6740 0.0717 0.8275 0.047 Uiso 1 1 calc R . .
C8 C 0.89514(15) 0.12973(9) 1.01115(10) 0.0380(3) Uani 1 1 d . . .
C9 C 0.75351(14) 0.22052(9) 0.88819(10) 0.0392(3) Uani 1 1 d . . .
C10 C 0.71889(18) 0.23442(10) 0.78525(11) 0.0508(4) Uani 1 1 d . . .
H10 H 0.7349 0.1910 0.7378 0.061 Uiso 1 1 calc R . .
C11 C 0.6606(2) 0.31308(11) 0.75370(13) 0.0638(5) Uani 1 1 d . . .
H11 H 0.6366 0.3218 0.6848 0.077 Uiso 1 1 calc R . .
C12 C 0.6376(2) 0.37853(11) 0.82231(14) 0.0637(5) Uani 1 1 d . . .
H12 H 0.5979 0.4311 0.8002 0.076 Uiso 1 1 calc R . .
C13 C 0.67404(18) 0.36544(10) 0.92440(13) 0.0521(4) Uani 1 1 d . . .
H13 H 0.6608 0.4098 0.9712 0.063 Uiso 1 1 calc R . .
C14 C 0.72997(15) 0.28696(9) 0.95735(11) 0.0436(3) Uani 1 1 d . . .
H14 H 0.7522 0.2783 1.0265 0.052 Uiso 1 1 calc R . .
C15 C 1.00839(15) 0.19593(9) 1.03280(10) 0.0398(3) Uani 1 1 d . . .
C16 C 1.07532(16) 0.23766(10) 0.95384(12) 0.0468(4) Uani 1 1 d . . .
H16 H 1.0450 0.2268 0.8865 0.056 Uiso 1 1 calc R . .
C17 C 1.18656(17) 0.29519(10) 0.97464(13) 0.0521(4) Uani 1 1 d . . .
H17 H 1.2305 0.3221 0.9207 0.063 Uiso 1 1 calc R . .
C18 C 1.23433(17) 0.31392(10) 1.07398(13) 0.0517(4) Uani 1 1 d . . .
C19 C 1.16567(18) 0.27265(11) 1.15227(13) 0.0555(4) Uani 1 1 d . . .
H19 H 1.1949 0.2845 1.2196 0.067 Uiso 1 1 calc R . .
C20 C 1.05506(17) 0.21451(10) 1.13263(11) 0.0482(4) Uani 1 1 d . . .
H20 H 1.0114 0.1875 1.1866 0.058 Uiso 1 1 calc R . .
C21 C 1.3582(2) 0.37538(13) 1.09457(17) 0.0785(6) Uani 1 1 d . . .
H21A H 1.3356 0.4144 1.1487 0.118 Uiso 1 1 calc R . .
H21B H 1.3750 0.4081 1.0339 0.118 Uiso 1 1 calc R . .
H21C H 1.4428 0.3428 1.1142 0.118 Uiso 1 1 calc R . .
C22 C 0.8521(2) 0.02008(10) 0.70456(12) 0.0536(4) Uani 1 1 d . . .
C23 C 0.9784(2) -0.01504(13) 0.65068(13) 0.0698(5) Uani 1 1 d . . .
H23A H 0.9449 -0.0495 0.5934 0.105 Uiso 1 1 calc R . .
H23B H 1.0358 -0.0505 0.6970 0.105 Uiso 1 1 calc R . .
H23C H 1.0353 0.0323 0.6273 0.105 Uiso 1 1 calc R . .
N1 N 0.88752(12) 0.06346(7) 1.07160(8) 0.0395(3) Uani 1 1 d . . .
N2 N 0.80770(13) 0.13860(7) 0.92274(8) 0.0408(3) Uani 1 1 d . . .
N3 N 0.86772(14) 0.02263(8) 0.80748(9) 0.0427(3) Uani 1 1 d . . .
O1 O 0.74402(17) 0.04688(10) 0.65842(9) 0.0890(5) Uani 1 1 d . . .
H3N H 0.9406(18) -0.0053(11) 0.8390(13) 0.054(5) Uiso 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
C1 C6 1.3935(19) . ?
C1 C2 1.394(2) . ?
C1 N1 1.4100(17) . ?
C2 C3 1.378(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.384(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.376(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.385(2) . ?
C5 H5 0.9300 . ?
C6 C7 1.5012(19) . ?
C7 N3 1.4488(18) . ?
C7 N2 1.4740(17) . ?
C7 H7 0.9800 . ?
C8 N1 1.2956(17) . ?
C8 N2 1.3929(17) . ?
C8 C15 1.4848(19) . ?
C9 C10 1.390(2) . ?
C9 C14 1.390(2) . ?
C9 N2 1.4243(17) . ?
C10 C11 1.382(2) . ?
C10 H10 0.9300 . ?
C11 C12 1.374(2) . ?
C11 H11 0.9300 . ?
C12 C13 1.381(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.377(2) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C16 1.390(2) . ?
C15 C20 1.390(2) . ?
C16 C17 1.381(2) . ?
C16 H16 0.9300 . ?
C17 C18 1.387(2) . ?
C17 H17 0.9300 . ?
C18 C19 1.388(2) . ?
C18 C21 1.507(2) . ?
C19 C20 1.380(2) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 O1 1.223(2) . ?
C22 N3 1.3511(19) . ?
C22 C23 1.500(3) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
N3 H3N 0.889(17) . ?

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
C6 C1 C2 119.15(13) . . ?
C6 C1 N1 121.27(12) . . ?
C2 C1 N1 119.56(12) . . ?
C3 C2 C1 120.16(14) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C2 C3 C4 120.33(14) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C5 C4 C3 119.91(14) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 C6 120.34(14) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C1 120.06(13) . . ?
C5 C6 C7 121.79(12) . . ?
C1 C6 C7 118.15(12) . . ?
N3 C7 N2 111.80(11) . . ?
N3 C7 C6 112.25(11) . . ?
N2 C7 C6 108.44(11) . . ?
N3 C7 H7 108.1 . . ?
N2 C7 H7 108.1 . . ?
C6 C7 H7 108.1 . . ?
N1 C8 N2 122.68(12) . . ?
N1 C8 C15 118.78(12) . . ?
N2 C8 C15 118.39(12) . . ?
C10 C9 C14 118.91(13) . . ?
C10 C9 N2 120.54(13) . . ?
C14 C9 N2 120.51(12) . . ?
C11 C10 C9 119.73(15) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C12 C11 C10 121.14(15) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C11 C12 C13 119.26(15) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 H12 120.4 . . ?
C14 C13 C12 120.33(15) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C14 C9 120.60(14) . . ?
C13 C14 H14 119.7 . . ?
C9 C14 H14 119.7 . . ?
C16 C15 C20 118.33(14) . . ?
C16 C15 C8 120.91(13) . . ?
C20 C15 C8 120.69(13) . . ?
C17 C16 C15 120.49(14) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C16 C17 C18 121.63(15) . . ?
C16 C17 H17 119.2 . . ?
C18 C17 H17 119.2 . . ?
C17 C18 C19 117.40(14) . . ?
C17 C18 C21 120.59(16) . . ?
C19 C18 C21 121.99(16) . . ?
C20 C19 C18 121.61(15) . . ?
C20 C19 H19 119.2 . . ?
C18 C19 H19 119.2 . . ?
C19 C20 C15 120.53(15) . . ?
C19 C20 H20 119.7 . . ?
C15 C20 H20 119.7 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O1 C22 N3 122.22(16) . . ?
O1 C22 C23 122.32(15) . . ?
N3 C22 C23 115.43(15) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C8 N1 C1 117.43(11) . . ?
C8 N2 C9 122.47(11) . . ?
C8 N2 C7 117.02(11) . . ?
C9 N2 C7 120.16(11) . . ?
C22 N3 C7 122.77(13) . . ?
C22 N3 H3N 119.7(11) . . ?
C7 N3 H3N 116.9(11) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -0.1(2) . . . . ?
N1 C1 C2 C3 -178.83(13) . . . . ?
C1 C2 C3 C4 2.0(2) . . . . ?
C2 C3 C4 C5 -2.2(2) . . . . ?
C3 C4 C5 C6 0.4(2) . . . . ?
C4 C5 C6 C1 1.5(2) . . . . ?
C4 C5 C6 C7 -177.96(13) . . . . ?
C2 C1 C6 C5 -1.7(2) . . . . ?
N1 C1 C6 C5 177.05(12) . . . . ?
C2 C1 C6 C7 177.80(12) . . . . ?
N1 C1 C6 C7 -3.45(19) . . . . ?
C5 C6 C7 N3 -83.31(16) . . . . ?
C1 C6 C7 N3 97.19(14) . . . . ?
C5 C6 C7 N2 152.67(13) . . . . ?
C1 C6 C7 N2 -26.83(16) . . . . ?
C14 C9 C10 C11 -0.7(2) . . . . ?
N2 C9 C10 C11 177.22(15) . . . . ?
C9 C10 C11 C12 0.7(3) . . . . ?
C10 C11 C12 C13 0.3(3) . . . . ?
C11 C12 C13 C14 -1.4(3) . . . . ?
C12 C13 C14 C9 1.4(2) . . . . ?
C10 C9 C14 C13 -0.4(2) . . . . ?
N2 C9 C14 C13 -178.28(14) . . . . ?
N1 C8 C15 C16 144.34(14) . . . . ?
N2 C8 C15 C16 -31.42(19) . . . . ?
N1 C8 C15 C20 -32.4(2) . . . . ?
N2 C8 C15 C20 151.82(13) . . . . ?
C20 C15 C16 C17 0.8(2) . . . . ?
C8 C15 C16 C17 -176.01(13) . . . . ?
C15 C16 C17 C18 -0.6(2) . . . . ?
C16 C17 C18 C19 -0.1(2) . . . . ?
C16 C17 C18 C21 178.58(16) . . . . ?
C17 C18 C19 C20 0.6(2) . . . . ?
C21 C18 C19 C20 -178.07(16) . . . . ?
C18 C19 C20 C15 -0.4(3) . . . . ?
C16 C15 C20 C19 -0.3(2) . . . . ?
C8 C15 C20 C19 176.50(14) . . . . ?
N2 C8 N1 C1 -4.4(2) . . . . ?
C15 C8 N1 C1 -179.97(12) . . . . ?
C6 C1 N1 C8 21.23(19) . . . . ?
C2 C1 N1 C8 -160.02(13) . . . . ?
N1 C8 N2 C9 143.79(14) . . . . ?
C15 C8 N2 C9 -40.62(19) . . . . ?
N1 C8 N2 C7 -29.49(19) . . . . ?
C15 C8 N2 C7 146.09(12) . . . . ?
C10 C9 N2 C8 153.72(14) . . . . ?
C14 C9 N2 C8 -28.4(2) . . . . ?
C10 C9 N2 C7 -33.2(2) . . . . ?
C14 C9 N2 C7 144.68(13) . . . . ?
N3 C7 N2 C8 -81.46(15) . . . . ?
C6 C7 N2 C8 42.83(16) . . . . ?
N3 C7 N2 C9 105.10(14) . . . . ?
C6 C7 N2 C9 -130.62(12) . . . . ?
O1 C22 N3 C7 -0.7(2) . . . . ?
C23 C22 N3 C7 177.33(14) . . . . ?
N2 C7 N3 C22 -112.38(15) . . . . ?
C6 C7 N3 C22 125.49(14) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.178
_refine_diff_density_min         -0.140
_refine_diff_density_rms         0.030
_database_code_depnum_ccdc_archive 'CCDC 996993'
#######################################################################
#
#                 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_av30

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
dimethyl 2-(4-tert-butylphenyl)-3-phenyl-3,4-dihydroquinazolin-4-yl                    
phosphonate
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H29 N2 O3 P'
_chemical_formula_sum            'C26 H29 N2 O3 P'
_chemical_formula_weight         448.48

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'
P P 0.1023 0.0942 '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/c'
_symmetry_space_group_name_Hall  '-P 2ybc'


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

_cell_length_a                   14.6985(13)
_cell_length_b                   11.7586(10)
_cell_length_c                   13.8686(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.257(1)
_cell_angle_gamma                90.00
_cell_volume                     2333.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    5926
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      27.79

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             952
_exptl_absorpt_coefficient_mu    0.148
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      294(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 SMART APEX CCD area-detector'
_diffrn_measurement_device       'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22035
_diffrn_reflns_av_R_equivalents  0.0214
_diffrn_reflns_av_sigmaI/netI    0.0155
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.24
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4110
_reflns_number_gt                3707
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'SMART (Bruker, 2001)'
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Putz, 2005)'
_computing_publication_material  SHELXL97

_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)+(0.0517P)²+0.8099P] 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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4110
_refine_ls_number_parameters     294
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0365
_refine_ls_wR_factor_ref         0.1032
_refine_ls_wR_factor_gt          0.0995
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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
C1 C 0.10107(10) 0.27777(13) 0.15861(11) 0.0371(3) Uani 1 1 d . . .
H1 H 0.0767 0.2208 0.1978 0.045 Uiso 1 1 calc R . .
C2 C 0.11946(11) 0.38450(13) 0.21992(11) 0.0392(3) Uani 1 1 d . . .
C3 C 0.06698(12) 0.41716(15) 0.28646(12) 0.0475(4) Uani 1 1 d . . .
H3 H 0.0170 0.3725 0.2945 0.057 Uiso 1 1 calc R . .
C4 C 0.08863(14) 0.51587(17) 0.34089(12) 0.0577(5) Uani 1 1 d . . .
H4 H 0.0537 0.5372 0.3859 0.069 Uiso 1 1 calc R . .
C5 C 0.16191(14) 0.58252(17) 0.32842(14) 0.0614(5) Uani 1 1 d . . .
H5 H 0.1757 0.6496 0.3643 0.074 Uiso 1 1 calc R . .
C6 C 0.21517(13) 0.55049(15) 0.26298(14) 0.0547(4) Uani 1 1 d . . .
H6 H 0.2646 0.5961 0.2548 0.066 Uiso 1 1 calc R . .
C7 C 0.19517(11) 0.45012(13) 0.20917(11) 0.0421(4) Uani 1 1 d . . .
C8 C 0.25353(10) 0.31234(13) 0.12231(11) 0.0388(3) Uani 1 1 d . . .
C9 C 0.32262(10) 0.27478(13) 0.06592(11) 0.0397(3) Uani 1 1 d . . .
C10 C 0.40357(12) 0.33812(15) 0.07287(13) 0.0502(4) Uani 1 1 d . . .
H10 H 0.4142 0.4017 0.1138 0.060 Uiso 1 1 calc R . .
C11 C 0.46827(12) 0.30787(17) 0.01980(13) 0.0536(4) Uani 1 1 d . . .
H11 H 0.5220 0.3516 0.0260 0.064 Uiso 1 1 calc R . .
C12 C 0.45577(11) 0.21420(14) -0.04271(11) 0.0435(4) Uani 1 1 d . . .
C13 C 0.37308(11) 0.15400(14) -0.05164(12) 0.0438(4) Uani 1 1 d . . .
H13 H 0.3612 0.0924 -0.0947 0.053 Uiso 1 1 calc R . .
C14 C 0.30777(11) 0.18323(14) 0.00189(11) 0.0419(4) Uani 1 1 d . . .
H14 H 0.2533 0.1407 -0.0054 0.050 Uiso 1 1 calc R . .
C15 C 0.21704(10) 0.12274(12) 0.18095(11) 0.0369(3) Uani 1 1 d . . .
C16 C 0.29067(12) 0.11343(15) 0.26254(12) 0.0483(4) Uani 1 1 d . . .
H16 H 0.3249 0.1775 0.2882 0.058 Uiso 1 1 calc R . .
C17 C 0.31328(14) 0.00850(17) 0.30583(14) 0.0602(5) Uani 1 1 d . . .
H17 H 0.3632 0.0019 0.3605 0.072 Uiso 1 1 calc R . .
C18 C 0.26266(14) -0.08643(16) 0.26885(15) 0.0595(5) Uani 1 1 d . . .
H18 H 0.2780 -0.1569 0.2986 0.071 Uiso 1 1 calc R . .
C19 C 0.18940(13) -0.07661(15) 0.18789(15) 0.0563(5) Uani 1 1 d . . .
H19 H 0.1548 -0.1407 0.1629 0.068 Uiso 1 1 calc R . .
C20 C 0.16658(12) 0.02761(14) 0.14312(13) 0.0479(4) Uani 1 1 d . . .
H20 H 0.1174 0.0336 0.0877 0.058 Uiso 1 1 calc R . .
C21 C -0.15543(12) 0.35894(18) 0.00396(15) 0.0603(5) Uani 1 1 d . . .
H21A H -0.1465 0.4098 -0.0472 0.090 Uiso 1 1 calc R . .
H21B H -0.2004 0.3907 0.0368 0.090 Uiso 1 1 calc R . .
H21C H -0.1777 0.2870 -0.0248 0.090 Uiso 1 1 calc R . .
C22 C 0.53127(12) 0.18082(17) -0.09715(14) 0.0545(4) Uani 1 1 d . . .
C23 C 0.54347(17) 0.2755(2) -0.16894(18) 0.0835(7) Uani 1 1 d . . .
H23A H 0.5917 0.2546 -0.2019 0.125 Uiso 1 1 calc R . .
H23B H 0.5605 0.3448 -0.1328 0.125 Uiso 1 1 calc R . .
H23C H 0.4858 0.2863 -0.2171 0.125 Uiso 1 1 calc R . .
C24 C 0.62361(13) 0.1623(2) -0.02086(18) 0.0770(6) Uani 1 1 d . . .
H24A H 0.6142 0.1088 0.0282 0.115 Uiso 1 1 calc R . .
H24B H 0.6448 0.2333 0.0105 0.115 Uiso 1 1 calc R . .
H24C H 0.6697 0.1332 -0.0535 0.115 Uiso 1 1 calc R . .
C25 C 0.50789(15) 0.0700(2) -0.15464(17) 0.0746(6) Uani 1 1 d . . .
H25A H 0.5010 0.0101 -0.1098 0.112 Uiso 1 1 calc R . .
H25B H 0.5574 0.0512 -0.1865 0.112 Uiso 1 1 calc R . .
H25C H 0.4506 0.0789 -0.2038 0.112 Uiso 1 1 calc R . .
C26 C 0.08184(19) 0.37436(18) -0.10697(15) 0.0767(7) Uani 1 1 d . . .
H26A H 0.1315 0.3197 -0.0988 0.115 Uiso 1 1 calc R . .
H26B H 0.1029 0.4458 -0.1274 0.115 Uiso 1 1 calc R . .
H26C H 0.0293 0.3479 -0.1565 0.115 Uiso 1 1 calc R . .
N1 N 0.18892(8) 0.23253(10) 0.13978(9) 0.0387(3) Uani 1 1 d . . .
N2 N 0.25415(9) 0.41760(11) 0.14773(10) 0.0443(3) Uani 1 1 d . . .
O1 O 0.05504(9) 0.38869(9) -0.01589(8) 0.0490(3) Uani 1 1 d . . .
O2 O -0.00140(9) 0.18422(10) -0.01551(9) 0.0516(3) Uani 1 1 d . . .
O3 O -0.06804(7) 0.34288(10) 0.07453(8) 0.0492(3) Uani 1 1 d . . .
P1 P 0.01719(3) 0.29027(3) 0.04012(3) 0.03852(13) 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
C1 N1 1.4742(18) . ?
C1 C2 1.505(2) . ?
C1 P1 1.8202(15) . ?
C1 H1 0.9800 . ?
C2 C3 1.386(2) . ?
C2 C7 1.390(2) . ?
C3 C4 1.381(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.375(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.380(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.391(2) . ?
C6 H6 0.9300 . ?
C7 N2 1.401(2) . ?
C8 N2 1.286(2) . ?
C8 N1 1.3952(19) . ?
C8 C9 1.484(2) . ?
C9 C14 1.381(2) . ?
C9 C10 1.388(2) . ?
C10 C11 1.376(2) . ?
C10 H10 0.9300 . ?
C11 C12 1.388(2) . ?
C11 H11 0.9300 . ?
C12 C13 1.387(2) . ?
C12 C22 1.530(2) . ?
C13 C14 1.385(2) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C20 1.378(2) . ?
C15 C16 1.379(2) . ?
C15 N1 1.4335(19) . ?
C16 C17 1.379(2) . ?
C16 H16 0.9300 . ?
C17 C18 1.374(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.371(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.380(2) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 O3 1.438(2) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C25 1.525(3) . ?
C22 C23 1.531(3) . ?
C22 C24 1.533(3) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 O1 1.417(2) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
O1 P1 1.5654(11) . ?
O2 P1 1.4588(12) . ?
O3 P1 1.5665(11) . ?

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
N1 C1 C2 110.48(12) . . ?
N1 C1 P1 107.98(10) . . ?
C2 C1 P1 116.06(10) . . ?
N1 C1 H1 107.3 . . ?
C2 C1 H1 107.3 . . ?
P1 C1 H1 107.3 . . ?
C3 C2 C7 119.95(15) . . ?
C3 C2 C1 123.50(15) . . ?
C7 C2 C1 116.53(13) . . ?
C4 C3 C2 120.21(17) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C5 C4 C3 119.95(16) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 C6 120.41(17) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C7 120.16(18) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 H6 119.9 . . ?
C2 C7 C6 119.29(15) . . ?
C2 C7 N2 122.41(14) . . ?
C6 C7 N2 118.28(15) . . ?
N2 C8 N1 124.19(14) . . ?
N2 C8 C9 117.91(13) . . ?
N1 C8 C9 117.81(13) . . ?
C14 C9 C10 118.00(14) . . ?
C14 C9 C8 123.00(14) . . ?
C10 C9 C8 118.88(14) . . ?
C11 C10 C9 120.71(16) . . ?
C11 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
C10 C11 C12 122.04(15) . . ?
C10 C11 H11 119.0 . . ?
C12 C11 H11 119.0 . . ?
C13 C12 C11 116.66(14) . . ?
C13 C12 C22 123.02(15) . . ?
C11 C12 C22 120.33(15) . . ?
C14 C13 C12 121.76(15) . . ?
C14 C13 H13 119.1 . . ?
C12 C13 H13 119.1 . . ?
C9 C14 C13 120.77(14) . . ?
C9 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C20 C15 C16 120.03(15) . . ?
C20 C15 N1 119.92(14) . . ?
C16 C15 N1 119.91(14) . . ?
C17 C16 C15 119.58(16) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C18 C17 C16 120.57(17) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
C19 C18 C17 119.59(17) . . ?
C19 C18 H18 120.2 . . ?
C17 C18 H18 120.2 . . ?
C18 C19 C20 120.50(17) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C15 C20 C19 119.72(16) . . ?
C15 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
O3 C21 H21A 109.5 . . ?
O3 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O3 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C25 C22 C12 112.04(15) . . ?
C25 C22 C23 109.10(17) . . ?
C12 C22 C23 109.93(15) . . ?
C25 C22 C24 107.29(17) . . ?
C12 C22 C24 108.87(15) . . ?
C23 C22 C24 109.56(18) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O1 C26 H26A 109.5 . . ?
O1 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O1 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C8 N1 C15 121.96(12) . . ?
C8 N1 C1 116.53(12) . . ?
C15 N1 C1 116.01(11) . . ?
C8 N2 C7 117.57(13) . . ?
C26 O1 P1 123.89(12) . . ?
C21 O3 P1 119.77(11) . . ?
O2 P1 O1 114.47(7) . . ?
O2 P1 O3 115.65(7) . . ?
O1 P1 O3 105.03(7) . . ?
O2 P1 C1 114.48(7) . . ?
O1 P1 C1 105.27(7) . . ?
O3 P1 C1 100.39(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 -148.88(14) . . . . ?
P1 C1 C2 C3 87.78(16) . . . . ?
N1 C1 C2 C7 29.39(17) . . . . ?
P1 C1 C2 C7 -93.94(14) . . . . ?
C7 C2 C3 C4 1.2(2) . . . . ?
C1 C2 C3 C4 179.39(14) . . . . ?
C2 C3 C4 C5 0.6(3) . . . . ?
C3 C4 C5 C6 -1.1(3) . . . . ?
C4 C5 C6 C7 -0.1(3) . . . . ?
C3 C2 C7 C6 -2.4(2) . . . . ?
C1 C2 C7 C6 179.27(14) . . . . ?
C3 C2 C7 N2 175.91(14) . . . . ?
C1 C2 C7 N2 -2.4(2) . . . . ?
C5 C6 C7 C2 1.9(3) . . . . ?
C5 C6 C7 N2 -176.49(16) . . . . ?
N2 C8 C9 C14 -153.24(15) . . . . ?
N1 C8 C9 C14 23.5(2) . . . . ?
N2 C8 C9 C10 22.8(2) . . . . ?
N1 C8 C9 C10 -160.51(15) . . . . ?
C14 C9 C10 C11 -2.1(3) . . . . ?
C8 C9 C10 C11 -178.32(16) . . . . ?
C9 C10 C11 C12 0.3(3) . . . . ?
C10 C11 C12 C13 1.9(3) . . . . ?
C10 C11 C12 C22 -177.55(17) . . . . ?
C11 C12 C13 C14 -2.3(2) . . . . ?
C22 C12 C13 C14 177.12(15) . . . . ?
C10 C9 C14 C13 1.7(2) . . . . ?
C8 C9 C14 C13 177.74(14) . . . . ?
C12 C13 C14 C9 0.6(2) . . . . ?
C20 C15 C16 C17 0.0(2) . . . . ?
N1 C15 C16 C17 175.62(15) . . . . ?
C15 C16 C17 C18 -0.5(3) . . . . ?
C16 C17 C18 C19 0.4(3) . . . . ?
C17 C18 C19 C20 0.4(3) . . . . ?
C16 C15 C20 C19 0.7(2) . . . . ?
N1 C15 C20 C19 -174.92(14) . . . . ?
C18 C19 C20 C15 -0.9(3) . . . . ?
C13 C12 C22 C25 -4.5(2) . . . . ?
C11 C12 C22 C25 174.96(17) . . . . ?
C13 C12 C22 C23 117.0(2) . . . . ?
C11 C12 C22 C23 -63.6(2) . . . . ?
C13 C12 C22 C24 -122.98(19) . . . . ?
C11 C12 C22 C24 56.5(2) . . . . ?
N2 C8 N1 C15 -132.76(16) . . . . ?
C9 C8 N1 C15 50.76(19) . . . . ?
N2 C8 N1 C1 20.0(2) . . . . ?
C9 C8 N1 C1 -156.44(13) . . . . ?
C20 C15 N1 C8 -137.76(15) . . . . ?
C16 C15 N1 C8 46.6(2) . . . . ?
C20 C15 N1 C1 69.32(18) . . . . ?
C16 C15 N1 C1 -106.33(16) . . . . ?
C2 C1 N1 C8 -38.03(17) . . . . ?
P1 C1 N1 C8 89.87(13) . . . . ?
C2 C1 N1 C15 116.40(13) . . . . ?
P1 C1 N1 C15 -115.70(12) . . . . ?
N1 C8 N2 C7 9.7(2) . . . . ?
C9 C8 N2 C7 -173.85(13) . . . . ?
C2 C7 N2 C8 -18.8(2) . . . . ?
C6 C7 N2 C8 159.51(15) . . . . ?
C26 O1 P1 O2 -8.34(19) . . . . ?
C26 O1 P1 O3 -136.27(17) . . . . ?
C26 O1 P1 C1 118.26(17) . . . . ?
C21 O3 P1 O2 -51.01(15) . . . . ?
C21 O3 P1 O1 76.20(14) . . . . ?
C21 O3 P1 C1 -174.74(13) . . . . ?
N1 C1 P1 O2 57.54(12) . . . . ?
C2 C1 P1 O2 -177.84(10) . . . . ?
N1 C1 P1 O1 -69.06(11) . . . . ?
C2 C1 P1 O1 55.57(12) . . . . ?
N1 C1 P1 O3 -177.93(9) . . . . ?
C2 C1 P1 O3 -53.30(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.269
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.037

_database_code_depnum_ccdc_archive 'CCDC 996994'
