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

data_2LT


_symmetry_space_group_name_hall  'P 2ac 2ab'
#Added by publCIF



_audit_update_record             
;
2013-09-19 # Formatted by publCIF
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
2-methoxy-6-(naphthalene-2-yliminomethyl)-phenol
_chemical_name_common            
2-methoxy-6-(naphthalene-2-yliminomethyl)-phenol
_chemical_formula_moiety         'C18 H15 N O2'
_chemical_formula_sum            'C18 H15 N O2'
_chemical_properties_physical    thermochromic
_exptl_crystal_recrystallization_method 
'evaporation of tetrahydrofurane (298 K)'
_chemical_melting_point          369(1)

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow

_diffrn_ambient_temperature      110(2)
_chemical_formula_weight         277.31

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           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_int_tables_number      19
_chemical_absolute_configuration .

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

_cell_length_a                   6.8518(4)
_cell_length_b                   11.3764(6)
_cell_length_c                   17.4137(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1357.38(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_exptl_crystal_size_max          0.92
_exptl_crystal_size_mid          0.54
_exptl_crystal_size_min          0.44
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             584
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_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_source_type              
'Oxford Diffraction Xcalibur Kappa CCD X-ray diffractometer'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5409
_diffrn_reflns_av_R_equivalents  0.0152
_diffrn_reflns_av_sigmaI/netI    0.0236
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         4.19
_diffrn_reflns_theta_max         27.00
_reflns_number_total             2933
_reflns_number_gt                2648
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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)+(0.0467P)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     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.9(9)
_refine_ls_number_reflns         2933
_refine_ls_number_parameters     198
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0328
_refine_ls_R_factor_gt           0.0288
_refine_ls_wR_factor_ref         0.0743
_refine_ls_wR_factor_gt          0.0732
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.083
_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 0.94475(14) 0.65877(8) 0.16012(5) 0.0286(2) Uani 1 1 d . . .
H1A H 0.852(3) 0.6898(19) 0.1946(12) 0.034 Uiso 0.74(2) 1 d P . .
O2 O 1.20892(13) 0.62404(7) 0.05398(5) 0.0276(2) Uani 1 1 d . . .
N1 N 0.77143(16) 0.80259(9) 0.25189(6) 0.0232(2) Uani 1 1 d . . .
H1B H 0.765(9) 0.749(5) 0.227(3) 0.028 Uiso 0.26(2) 1 d P . .
C1 C 1.07264(17) 0.85007(10) 0.19114(6) 0.0223(2) Uani 1 1 d . . .
C2 C 1.07825(17) 0.74423(10) 0.14994(6) 0.0228(2) Uani 1 1 d . . .
C3 C 1.22244(18) 0.72806(10) 0.09333(6) 0.0236(3) Uani 1 1 d . . .
C4 C 1.35732(18) 0.81485(12) 0.07934(7) 0.0289(3) Uani 1 1 d . . .
H4 H 1.4532 0.8040 0.0406 0.035 Uiso 1 1 calc R . .
C5 C 1.35400(19) 0.91884(11) 0.12182(7) 0.0320(3) Uani 1 1 d . . .
H5 H 1.4490 0.9780 0.1124 0.038 Uiso 1 1 calc R . .
C6 C 1.21429(19) 0.93604(11) 0.17702(7) 0.0279(3) Uani 1 1 d . . .
H6 H 1.2136 1.0069 0.2059 0.034 Uiso 1 1 calc R . .
C7 C 0.91439(17) 0.87472(11) 0.24432(6) 0.0235(3) Uani 1 1 d . . .
H7 H 0.9167 0.9450 0.2738 0.028 Uiso 1 1 calc R . .
C8 C 0.60736(17) 0.82806(10) 0.29833(6) 0.0225(3) Uani 1 1 d . . .
C9 C 0.56997(19) 0.94147(11) 0.32903(7) 0.0265(3) Uani 1 1 d . . .
H9 H 0.6599 1.0037 0.3205 0.032 Uiso 1 1 calc R . .
C10 C 0.40440(19) 0.96105(11) 0.37088(7) 0.0276(3) Uani 1 1 d . . .
H10 H 0.3797 1.0376 0.3903 0.033 Uiso 1 1 calc R . .
C11 C 0.26943(18) 0.87053(10) 0.38593(6) 0.0236(3) Uani 1 1 d . . .
C12 C 0.09813(19) 0.88856(12) 0.42982(6) 0.0285(3) Uani 1 1 d . . .
H12 H 0.0711 0.9644 0.4500 0.034 Uiso 1 1 calc R . .
C13 C -0.02813(19) 0.79899(12) 0.44347(7) 0.0296(3) Uani 1 1 d . . .
H13 H -0.1410 0.8123 0.4739 0.036 Uiso 1 1 calc R . .
C14 C 0.00716(19) 0.68662(12) 0.41281(7) 0.0283(3) Uani 1 1 d . . .
H14 H -0.0823 0.6245 0.4224 0.034 Uiso 1 1 calc R . .
C15 C 0.17042(18) 0.66624(11) 0.36901(6) 0.0255(3) Uani 1 1 d . . .
H15 H 0.1917 0.5904 0.3478 0.031 Uiso 1 1 calc R . .
C16 C 0.30670(17) 0.75654(10) 0.35515(6) 0.0216(2) Uani 1 1 d . . .
C17 C 0.47753(17) 0.73921(10) 0.31070(6) 0.0221(2) Uani 1 1 d . . .
H17 H 0.5022 0.6640 0.2890 0.027 Uiso 1 1 calc R . .
C18 C 1.32982(19) 0.61101(12) -0.01222(7) 0.0323(3) Uani 1 1 d . . .
H18A H 1.3002 0.6736 -0.0491 0.048 Uiso 1 1 calc R . .
H18B H 1.3050 0.5344 -0.0360 0.048 Uiso 1 1 calc R . .
H18C H 1.4673 0.6161 0.0030 0.048 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 C2 1.3466(14) . ?
O1 H1A 0.94(2) . ?
O2 C3 1.3705(14) . ?
O2 C18 1.4273(14) . ?
N1 C7 1.2846(16) . ?
N1 C8 1.4148(15) . ?
N1 H1B 0.75(6) . ?
C1 C6 1.3997(17) . ?
C1 C2 1.4021(16) . ?
C1 C7 1.4531(16) . ?
C2 C3 1.4078(16) . ?
C3 C4 1.3741(17) . ?
C4 C5 1.3955(18) . ?
C4 H4 0.9500 . ?
C5 C6 1.3707(18) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C17 1.3636(16) . ?
C8 C9 1.4199(16) . ?
C9 C10 1.3666(17) . ?
C9 H9 0.9500 . ?
C10 C11 1.4087(17) . ?
C10 H10 0.9500 . ?
C11 C12 1.4156(16) . ?
C11 C16 1.4263(15) . ?
C12 C13 1.3576(18) . ?
C12 H12 0.9500 . ?
C13 C14 1.4063(19) . ?
C13 H13 0.9500 . ?
C14 C15 1.3736(17) . ?
C14 H14 0.9500 . ?
C15 C16 1.4091(16) . ?
C15 H15 0.9500 . ?
C16 C17 1.4170(16) . ?
C17 H17 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 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
C2 O1 H1A 105.7(12) . . ?
C3 O2 C18 117.02(9) . . ?
C7 N1 C8 122.26(11) . . ?
C7 N1 H1B 120(4) . . ?
C8 N1 H1B 117(5) . . ?
C6 C1 C2 119.42(11) . . ?
C6 C1 C7 119.63(11) . . ?
C2 C1 C7 120.81(11) . . ?
O1 C2 C1 122.28(10) . . ?
O1 C2 C3 118.33(11) . . ?
C1 C2 C3 119.33(11) . . ?
O2 C3 C4 125.26(11) . . ?
O2 C3 C2 114.55(11) . . ?
C4 C3 C2 120.15(11) . . ?
C3 C4 C5 120.28(11) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 120.28(12) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C5 C6 C1 120.51(12) . . ?
C5 C6 H6 119.7 . . ?
C1 C6 H6 119.7 . . ?
N1 C7 C1 120.73(11) . . ?
N1 C7 H7 119.6 . . ?
C1 C7 H7 119.6 . . ?
C17 C8 N1 117.19(10) . . ?
C17 C8 C9 119.76(11) . . ?
N1 C8 C9 123.00(11) . . ?
C10 C9 C8 119.91(11) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C9 C10 C11 121.67(11) . . ?
C9 C10 H10 119.2 . . ?
C11 C10 H10 119.2 . . ?
C10 C11 C12 122.61(11) . . ?
C10 C11 C16 118.50(10) . . ?
C12 C11 C16 118.89(11) . . ?
C13 C12 C11 120.94(11) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C12 C13 C14 120.41(12) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C15 C14 C13 120.29(12) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C16 120.78(11) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C15 C16 C17 122.65(10) . . ?
C15 C16 C11 118.67(10) . . ?
C17 C16 C11 118.66(10) . . ?
C8 C17 C16 121.47(10) . . ?
C8 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
O2 C18 H18A 109.5 . . ?
O2 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O2 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

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 O1 -179.09(10) . . . . ?
C7 C1 C2 O1 -3.33(17) . . . . ?
C6 C1 C2 C3 -2.10(17) . . . . ?
C7 C1 C2 C3 173.66(10) . . . . ?
C18 O2 C3 C4 -7.61(16) . . . . ?
C18 O2 C3 C2 169.89(10) . . . . ?
O1 C2 C3 O2 0.15(15) . . . . ?
C1 C2 C3 O2 -176.96(10) . . . . ?
O1 C2 C3 C4 177.79(10) . . . . ?
C1 C2 C3 C4 0.68(17) . . . . ?
O2 C3 C4 C5 178.26(11) . . . . ?
C2 C3 C4 C5 0.88(18) . . . . ?
C3 C4 C5 C6 -1.0(2) . . . . ?
C4 C5 C6 C1 -0.42(19) . . . . ?
C2 C1 C6 C5 1.98(18) . . . . ?
C7 C1 C6 C5 -173.83(11) . . . . ?
C8 N1 C7 C1 -174.76(10) . . . . ?
C6 C1 C7 N1 172.33(11) . . . . ?
C2 C1 C7 N1 -3.41(16) . . . . ?
C7 N1 C8 C17 -171.16(10) . . . . ?
C7 N1 C8 C9 11.53(17) . . . . ?
C17 C8 C9 C10 0.09(18) . . . . ?
N1 C8 C9 C10 177.34(11) . . . . ?
C8 C9 C10 C11 1.18(18) . . . . ?
C9 C10 C11 C12 179.31(11) . . . . ?
C9 C10 C11 C16 -1.15(17) . . . . ?
C10 C11 C12 C13 -179.65(12) . . . . ?
C16 C11 C12 C13 0.81(17) . . . . ?
C11 C12 C13 C14 -1.28(18) . . . . ?
C12 C13 C14 C15 0.33(18) . . . . ?
C13 C14 C15 C16 1.10(17) . . . . ?
C14 C15 C16 C17 179.63(11) . . . . ?
C14 C15 C16 C11 -1.54(16) . . . . ?
C10 C11 C16 C15 -178.97(11) . . . . ?
C12 C11 C16 C15 0.59(16) . . . . ?
C10 C11 C16 C17 -0.09(16) . . . . ?
C12 C11 C16 C17 179.47(10) . . . . ?
N1 C8 C17 C16 -178.76(10) . . . . ?
C9 C8 C17 C16 -1.35(17) . . . . ?
C15 C16 C17 C8 -179.83(11) . . . . ?
C11 C16 C17 C8 1.34(16) . . . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.159
_refine_diff_density_min         -0.129
_refine_diff_density_rms         0.031

#============================================================
_iucr_refine_instruction_details 
;

TITL 2LT in P2(1)2(1)2(1)
CELL  0.71073   6.8518  11.3764  17.4137   90.000   90.000   90.000
ZERR     4.00   0.0004   0.0006   0.0008    0.000    0.000    0.000
LATT  -1
SYMM  1/2 - X, - Y, 1/2 + Z
SYMM  - X, 1/2 + Y, 1/2 - Z
SYMM  1/2 + X, 1/2 - Y, - Z
SFAC  C    H    N    O
UNIT  72   60   4    8
MERG   2
OMIT    -4.00  54.00
FMAP   2
PLAN   20
ACTA
size  0.92  0.54  0.44
BOND   $H
CONF
LIST   4
L.S.   6
TEMP  -163.00
WGHT    0.046700
FVAR      11.95238   0.73683
O1    4    0.944755    0.658769    0.160122    11.00000    0.03157    0.02285 =
         0.03130   -0.00088    0.00933   -0.00353
H1A   2    0.852132    0.689762    0.194649    21.00000   -1.20000
O2    4    1.208924    0.624042    0.053981    11.00000    0.02889    0.02807 =
         0.02580   -0.00102    0.00587   -0.00006
N1    3    0.771428    0.802592    0.251885    11.00000    0.02659    0.02109 =
         0.02196    0.00075    0.00050    0.00263
H1B   2    0.765000    0.749219    0.227213   -21.00000   -1.20000
 
C1    1    1.072639    0.850066    0.191144    11.00000    0.02231    0.02494 =
         0.01977    0.00444   -0.00312    0.00056
C2    1    1.078245    0.744234    0.149941    11.00000    0.02289    0.02345 =
         0.02215    0.00586   -0.00095    0.00035
C3    1    1.222444    0.728063    0.093326    11.00000    0.02385    0.02600 =
         0.02082    0.00256   -0.00239    0.00313
C4    1    1.357319    0.814850    0.079341    11.00000    0.02190    0.03755 =
         0.02726    0.00244    0.00308   -0.00315
AFIX  43
H4    2    1.453234    0.804010    0.040588    11.00000   -1.20000
AFIX   0
C5    1    1.353999    0.918844    0.121820    11.00000    0.02511    0.03419 =
         0.03677    0.00176    0.00217   -0.01036
AFIX  43
H5    2    1.448967    0.977966    0.112438    11.00000   -1.20000
AFIX   0
C6    1    1.214287    0.936043    0.177025    11.00000    0.02829    0.02745 =
         0.02810   -0.00077   -0.00424   -0.00318
AFIX  43
H6    2    1.213591    1.006867    0.205926    11.00000   -1.20000
AFIX   0
C7    1    0.914393    0.874722    0.244316    11.00000    0.02759    0.02200 =
         0.02094    0.00115   -0.00328    0.00300
AFIX  43
H7    2    0.916689    0.944962    0.273807    11.00000   -1.20000
AFIX   0
C8    1    0.607355    0.828056    0.298328    11.00000    0.02374    0.02426 =
         0.01939    0.00042   -0.00153    0.00425
C9    1    0.569969    0.941469    0.329030    11.00000    0.02759    0.02292 =
         0.02897   -0.00333    0.00045   -0.00241
AFIX  43
H9    2    0.659926    1.003655    0.320490    11.00000   -1.20000
AFIX   0
C10   1    0.404400    0.961047    0.370881    11.00000    0.03176    0.02303 =
         0.02786   -0.00691   -0.00238    0.00433
AFIX  43
H10   2    0.379707    1.037643    0.390319    11.00000   -1.20000
AFIX   0
C11   1    0.269425    0.870529    0.385927    11.00000    0.02580    0.02639 =
         0.01862   -0.00100   -0.00244    0.00376
C12   1    0.098127    0.888556    0.429817    11.00000    0.03278    0.03052 =
         0.02233   -0.00419   -0.00106    0.00776
AFIX  43
H12   2    0.071129    0.964410    0.450008    11.00000   -1.20000
AFIX   0
C13   1   -0.028130    0.798990    0.443470    11.00000    0.02717    0.04013 =
         0.02162    0.00259    0.00347    0.00679
AFIX  43
H13   2   -0.141018    0.812304    0.473926    11.00000   -1.20000
AFIX   0
C14   1    0.007160    0.686622    0.412806    11.00000    0.02760    0.03342 =
         0.02385    0.00500   -0.00001   -0.00137
AFIX  43
H14   2   -0.082302    0.624547    0.422423    11.00000   -1.20000
AFIX   0
C15   1    0.170418    0.666235    0.369011    11.00000    0.02914    0.02427 =
         0.02323    0.00146   -0.00025    0.00195
AFIX  43
H15   2    0.191701    0.590363    0.347818    11.00000   -1.20000
AFIX   0
C16   1    0.306702    0.756536    0.355148    11.00000    0.02358    0.02483 =
         0.01632    0.00101   -0.00312    0.00391
C17   1    0.477532    0.739209    0.310702    11.00000    0.02769    0.01823 =
         0.02053   -0.00008   -0.00007    0.00351
AFIX  43
H17   2    0.502162    0.664016    0.289043    11.00000   -1.20000
AFIX   0
C18   1    1.329818    0.611009   -0.012219    11.00000    0.02687    0.04208 =
         0.02804   -0.00256    0.00511    0.00277
AFIX 137
H18A  2    1.300216    0.673620   -0.049075    11.00000   -1.50000
H18B  2    1.304981    0.534402   -0.036030    11.00000   -1.50000
H18C  2    1.467267    0.616055    0.002993    11.00000   -1.50000
HKLF    4
 
REM  ovan2an_110K in P2(1)2(1)2(1)
REM R1 =  0.0288 for   2648 Fo > 4sig(Fo)  and  0.0328 for all   2933 data
REM    198 parameters refined using      0 restraints
 
END  
     
WGHT      0.0467      0.0000 
REM Highest difference peak  0.159,  deepest hole -0.129,  1-sigma level  0.031
Q1    1   0.2675  0.8217  0.3699  11.00000  0.05    0.16
Q2    1   0.5720  0.8881  0.2973  11.00000  0.05    0.14
Q3    1   1.1918  0.7349  0.1344  11.00000  0.05    0.14
Q4    1   0.2271  0.8663  0.4211  11.00000  0.05    0.13
Q5    1   1.0515  0.8082  0.1626  11.00000  0.05    0.13
Q6    1   0.9792  0.8654  0.2034  11.00000  0.05    0.12
Q7    1   0.5672  0.7777  0.3182  11.00000  0.05    0.12
Q8    1   0.5130  0.8015  0.2863  11.00000  0.05    0.11
Q9    1   1.2186  0.6920  0.0784  11.00000  0.05    0.11
Q10   1   0.1519  0.8844  0.3858  11.00000  0.05    0.11
Q11   1   1.0873  0.8973  0.1669  11.00000  0.05    0.10
Q12   1   0.0155  0.7409  0.4421  11.00000  0.05    0.10
Q13   1   1.0376  0.8409  0.2337  11.00000  0.05    0.10
Q14   1  -0.1983  0.9599  0.4391  11.00000  0.05    0.10
Q15   1   1.4129  0.8117  0.0200  11.00000  0.05    0.10
Q16   1   0.4125  0.7448  0.3505  11.00000  0.05    0.10
Q17   1   1.1088  0.7574  0.1019  11.00000  0.05    0.10
Q18   1   1.3705  0.7575  0.1156  11.00000  0.05    0.09
Q19   1   0.2780  0.7042  0.3878  11.00000  0.05    0.09
Q20   1   0.8049  0.8596  0.2170  11.00000  0.05    0.09

;
_database_code_depnum_ccdc_archive 'CCDC 973331'

#============================================================

data_2RT


_symmetry_space_group_name_hall  'P 2ac 2ab'
#Added by publCIF



_audit_update_record             
;
2013-09-19 # Formatted by publCIF
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
2-methoxy-6-(naphthalene-2-yliminomethyl)-phenol
_chemical_name_common            
2-methoxy-6-(naphthalene-2-yliminomethyl)-phenol
_chemical_formula_moiety         'C18 H15 N O2'
_chemical_formula_sum            'C18 H15 N O2'
_chemical_properties_physical    thermochromic
_exptl_crystal_recrystallization_method 
'evaporation of tetrahydrofurane (298 K)'
_chemical_melting_point          369(1)

_exptl_crystal_description       prism
_exptl_crystal_colour            red

_diffrn_ambient_temperature      298(2)
_chemical_formula_weight         277.31

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           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_int_tables_number      19
_chemical_absolute_configuration .

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

_cell_length_a                   7.0652(4)
_cell_length_b                   11.3687(6)
_cell_length_c                   17.5723(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1411.44(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_exptl_crystal_size_max          0.92
_exptl_crystal_size_mid          0.54
_exptl_crystal_size_min          0.44
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             584
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_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_source_type              
'Oxford Diffraction Xcalibur Kappa CCD X-ray diffractometer'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5719
_diffrn_reflns_av_R_equivalents  0.0194
_diffrn_reflns_av_sigmaI/netI    0.0381
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         4.52
_diffrn_reflns_theta_max         26.99
_reflns_number_total             3055
_reflns_number_gt                1870
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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)+(0.0400P)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       0.048(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.4(11)
_refine_ls_number_reflns         3055
_refine_ls_number_parameters     195
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0315
_refine_ls_wR_factor_ref         0.0717
_refine_ls_wR_factor_gt          0.0670
_refine_ls_goodness_of_fit_ref   0.854
_refine_ls_restrained_S_all      0.858
_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 0.92712(17) 0.66486(9) 0.15840(6) 0.0778(3) Uani 1 1 d . . .
H1 H 0.835(2) 0.6997(13) 0.1948(10) 0.093 Uiso 1 1 d . . .
O2 O 1.18519(15) 0.63068(9) 0.05404(6) 0.0769(3) Uani 1 1 d U . .
N1 N 0.76569(18) 0.80548(11) 0.25300(6) 0.0621(3) Uani 1 1 d U . .
C1 C 1.05928(19) 0.85185(13) 0.19348(8) 0.0586(3) Uani 1 1 d U . .
C2 C 1.0612(2) 0.74921(13) 0.15050(7) 0.0590(4) Uani 1 1 d . . .
C3 C 1.2017(2) 0.73242(13) 0.09501(8) 0.0617(4) Uani 1 1 d U . .
C4 C 1.3364(2) 0.81687(16) 0.08370(9) 0.0781(5) Uani 1 1 d . . .
H4 H 1.4277 0.8067 0.0461 0.094 Uiso 1 1 calc R . .
C5 C 1.3373(2) 0.91783(16) 0.12811(11) 0.0903(5) Uani 1 1 d . . .
H5 H 1.4317 0.9739 0.1212 0.108 Uiso 1 1 calc R . .
C6 C 1.2011(2) 0.93546(15) 0.18174(9) 0.0767(4) Uani 1 1 d U . .
H6 H 1.2025 1.0038 0.2108 0.092 Uiso 1 1 calc R . .
C7 C 0.9068(2) 0.87549(13) 0.24649(7) 0.0624(3) Uani 1 1 d U . .
H7 H 0.9115 0.9429 0.2764 0.075 Uiso 1 1 calc R . .
C8 C 0.6072(2) 0.83011(12) 0.30007(7) 0.0581(4) Uani 1 1 d . . .
C9 C 0.5709(2) 0.94203(14) 0.33176(8) 0.0737(4) Uani 1 1 d . . .
H9 H 0.6564 1.0031 0.3243 0.088 Uiso 1 1 calc R . .
C10 C 0.4113(2) 0.96050(14) 0.37311(8) 0.0757(4) Uani 1 1 d U . .
H10 H 0.3882 1.0352 0.3926 0.091 Uiso 1 1 calc R . .
C11 C 0.2799(2) 0.87021(13) 0.38732(7) 0.0636(3) Uani 1 1 d U . .
C12 C 0.1127(2) 0.88696(16) 0.43086(8) 0.0777(4) Uani 1 1 d U . .
H12 H 0.0869 0.9607 0.4513 0.093 Uiso 1 1 calc R . .
C13 C -0.0093(3) 0.79774(18) 0.44313(9) 0.0818(5) Uani 1 1 d . . .
H13 H -0.1166 0.8101 0.4727 0.098 Uiso 1 1 calc R . .
C14 C 0.0242(2) 0.68719(16) 0.41181(8) 0.0776(5) Uani 1 1 d . . .
H14 H -0.0609 0.6263 0.4204 0.093 Uiso 1 1 calc R . .
C15 C 0.1815(2) 0.66781(14) 0.36849(8) 0.0700(4) Uani 1 1 d U . .
H15 H 0.2011 0.5940 0.3471 0.084 Uiso 1 1 calc R . .
C16 C 0.3146(2) 0.75774(12) 0.35578(7) 0.0581(3) Uani 1 1 d U . .
C17 C 0.48025(19) 0.74191(13) 0.31164(8) 0.0588(4) Uani 1 1 d . . .
H17 H 0.5031 0.6687 0.2898 0.071 Uiso 1 1 calc R . .
C18 C 1.3063(2) 0.61645(16) -0.01026(8) 0.0892(5) Uani 1 1 d . . .
H18A H 1.2857 0.6799 -0.0454 0.134 Uiso 1 1 calc R . .
H18B H 1.2787 0.5430 -0.0348 0.134 Uiso 1 1 calc R . .
H18C H 1.4358 0.6169 0.0062 0.134 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 C2 1.3551(17) . ?
O1 H1 0.993(17) . ?
O2 C3 1.3674(17) . ?
O2 C18 1.4263(17) . ?
N1 C7 1.2809(18) . ?
N1 C8 1.4199(18) . ?
C1 C2 1.3901(19) . ?
C1 C6 1.396(2) . ?
C1 C7 1.4493(19) . ?
C2 C3 1.4043(19) . ?
C3 C4 1.3665(19) . ?
C4 C5 1.388(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.362(2) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C17 1.3607(18) . ?
C8 C9 1.4125(19) . ?
C9 C10 1.358(2) . ?
C9 H9 0.9300 . ?
C10 C11 1.407(2) . ?
C10 H10 0.9300 . ?
C11 C16 1.4150(19) . ?
C11 C12 1.420(2) . ?
C12 C13 1.348(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.392(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.365(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.407(2) . ?
C15 H15 0.9300 . ?
C16 C17 1.4158(18) . ?
C17 H17 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O1 H1 103.9(9) . . ?
C3 O2 C18 117.52(12) . . ?
C7 N1 C8 122.91(12) . . ?
C2 C1 C6 118.96(13) . . ?
C2 C1 C7 120.81(13) . . ?
C6 C1 C7 120.13(14) . . ?
O1 C2 C1 122.10(13) . . ?
O1 C2 C3 117.97(13) . . ?
C1 C2 C3 119.89(14) . . ?
C4 C3 O2 125.24(14) . . ?
C4 C3 C2 119.85(15) . . ?
O2 C3 C2 114.86(13) . . ?
C3 C4 C5 120.17(16) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 120.48(16) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C1 120.61(16) . . ?
C5 C6 H6 119.7 . . ?
C1 C6 H6 119.7 . . ?
N1 C7 C1 121.39(13) . . ?
N1 C7 H7 119.3 . . ?
C1 C7 H7 119.3 . . ?
C17 C8 C9 119.02(14) . . ?
C17 C8 N1 117.49(12) . . ?
C9 C8 N1 123.41(14) . . ?
C10 C9 C8 120.08(15) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C9 C10 C11 122.04(15) . . ?
C9 C10 H10 119.0 . . ?
C11 C10 H10 119.0 . . ?
C10 C11 C16 118.39(13) . . ?
C10 C11 C12 123.15(15) . . ?
C16 C11 C12 118.45(15) . . ?
C13 C12 C11 121.12(15) . . ?
C13 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
C12 C13 C14 120.46(16) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C15 C14 C13 120.31(16) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C14 C15 C16 121.01(15) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
C15 C16 C11 118.61(13) . . ?
C15 C16 C17 123.17(13) . . ?
C11 C16 C17 118.21(13) . . ?
C8 C17 C16 122.23(13) . . ?
C8 C17 H17 118.9 . . ?
C16 C17 H17 118.9 . . ?
O2 C18 H18A 109.5 . . ?
O2 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O2 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

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 O1 -179.38(13) . . . . ?
C7 C1 C2 O1 -3.01(19) . . . . ?
C6 C1 C2 C3 -1.60(19) . . . . ?
C7 C1 C2 C3 174.77(12) . . . . ?
C18 O2 C3 C4 -6.4(2) . . . . ?
C18 O2 C3 C2 171.10(13) . . . . ?
O1 C2 C3 C4 178.14(13) . . . . ?
C1 C2 C3 C4 0.3(2) . . . . ?
O1 C2 C3 O2 0.50(18) . . . . ?
C1 C2 C3 O2 -177.37(11) . . . . ?
O2 C3 C4 C5 178.90(14) . . . . ?
C2 C3 C4 C5 1.5(2) . . . . ?
C3 C4 C5 C6 -2.0(3) . . . . ?
C4 C5 C6 C1 0.6(3) . . . . ?
C2 C1 C6 C5 1.2(2) . . . . ?
C7 C1 C6 C5 -175.23(14) . . . . ?
C8 N1 C7 C1 -175.16(11) . . . . ?
C2 C1 C7 N1 -3.05(19) . . . . ?
C6 C1 C7 N1 173.28(12) . . . . ?
C7 N1 C8 C17 -170.09(12) . . . . ?
C7 N1 C8 C9 13.20(19) . . . . ?
C17 C8 C9 C10 0.0(2) . . . . ?
N1 C8 C9 C10 176.68(13) . . . . ?
C8 C9 C10 C11 1.4(2) . . . . ?
C9 C10 C11 C16 -1.5(2) . . . . ?
C9 C10 C11 C12 179.49(13) . . . . ?
C10 C11 C12 C13 -179.91(14) . . . . ?
C16 C11 C12 C13 1.0(2) . . . . ?
C11 C12 C13 C14 -1.4(2) . . . . ?
C12 C13 C14 C15 0.2(2) . . . . ?
C13 C14 C15 C16 1.3(2) . . . . ?
C14 C15 C16 C11 -1.6(2) . . . . ?
C14 C15 C16 C17 179.69(13) . . . . ?
C10 C11 C16 C15 -178.68(12) . . . . ?
C12 C11 C16 C15 0.42(19) . . . . ?
C10 C11 C16 C17 0.14(19) . . . . ?
C12 C11 C16 C17 179.24(12) . . . . ?
C9 C8 C17 C16 -1.4(2) . . . . ?
N1 C8 C17 C16 -178.21(12) . . . . ?
C15 C16 C17 C8 -179.98(13) . . . . ?
C11 C16 C17 C8 1.26(19) . . . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        26.99
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.089
_refine_diff_density_min         -0.090
_refine_diff_density_rms         0.021

#============================================================
_iucr_refine_instruction_details 
;

TITL 2RT in P2(1)2(1)2(1)
CELL  0.71073   7.0652  11.3687  17.5723   90.000   90.000   90.000
ZERR     4.00   0.0004   0.0006   0.0008    0.000    0.000    0.000
LATT  -1
SYMM  1/2 - X, - Y, 1/2 + Z
SYMM  - X, 1/2 + Y, 1/2 - Z
SYMM  1/2 + X, 1/2 - Y, - Z
SFAC  C    H    N    O
UNIT  72   60   4    8
MERG   2
OMIT    -4.00  54.00
FMAP   2
PLAN   20
ACTA
size  0.92  0.54  0.44
BOND   $H
CONF
LIST   4
DELU  0.001 0.001  O2  C3  C1  C6  C1  C7  C11 C12  C15  C16  N1  C7  C10  C11
L.S.   6
TEMP    25.00
WGHT    0.040000
EXTI    0.048151
FVAR       9.73319
MOLE    1
O1    4    0.927121    0.664863    0.158405    11.00000    0.08483    0.06447 =
         0.08413   -0.00327    0.02742   -0.01322
H1    2    0.835309    0.699659    0.194772    11.00000   -1.20000
O2    4    1.185191    0.630678    0.054036    11.00000    0.07646    0.07810 =
         0.07613   -0.00399    0.01776    0.00092
N1    3    0.765685    0.805483    0.253004    11.00000    0.06800    0.06137 =
         0.05696    0.00314    0.00387    0.00338
C1    1    1.059278    0.851855    0.193477    11.00000    0.05876    0.06365 =
         0.05340    0.00773   -0.00955   -0.00039
C2    1    1.061222    0.749206    0.150501    11.00000    0.05869    0.06072 =
         0.05768    0.01301   -0.00295   -0.00324
C3    1    1.201671    0.732415    0.095010    11.00000    0.05952    0.06558 =
         0.06012    0.00975   -0.00067    0.00293
C4    1    1.336387    0.816871    0.083698    11.00000    0.05794    0.09746 =
         0.07879    0.00384    0.00616   -0.00958
AFIX  43
H4    2    1.427677    0.806675    0.046145    11.00000   -1.20000
AFIX   0
C5    1    1.337327    0.917834    0.128109    11.00000    0.07244    0.09333 =
         0.10507   -0.00432    0.00523   -0.02498
AFIX  43
H5    2    1.431685    0.973861    0.121194    11.00000   -1.20000
AFIX   0
C6    1    1.201064    0.935455    0.181744    11.00000    0.07142    0.07973 =
         0.07897   -0.00467   -0.00558   -0.01537
AFIX  43
H6    2    1.202484    1.003804    0.210818    11.00000   -1.20000
AFIX   0
C7    1    0.906805    0.875492    0.246486    11.00000    0.06759    0.06398 =
         0.05574    0.00345   -0.00753    0.00257
AFIX  43
H7    2    0.911522    0.942911    0.276401    11.00000   -1.20000
AFIX   0
C8    1    0.607199    0.830112    0.300066    11.00000    0.06378    0.05816 =
         0.05224   -0.00111   -0.00411    0.00693
C9    1    0.570875    0.942034    0.331764    11.00000    0.07597    0.06430 =
         0.08083   -0.00867    0.00197   -0.00069
AFIX  43
H9    2    0.656383    1.003149    0.324303    11.00000   -1.20000
AFIX   0
C10   1    0.411299    0.960502    0.373107    11.00000    0.08309    0.06538 =
         0.07861   -0.01943   -0.00188    0.00751
AFIX  43
H10   2    0.388170    1.035162    0.392635    11.00000   -1.20000
AFIX   0
C11   1    0.279855    0.870206    0.387321    11.00000    0.06965    0.07136 =
         0.04971   -0.00482   -0.00604    0.01223
C12   1    0.112710    0.886964    0.430859    11.00000    0.08047    0.09010 =
         0.06258   -0.01132    0.00199    0.01912
AFIX  43
H12   2    0.086938    0.960729    0.451257    11.00000   -1.20000
AFIX   0
C13   1   -0.009290    0.797743    0.443134    11.00000    0.07118    0.11121 =
         0.06297    0.00840    0.01079    0.01476
AFIX  43
H13   2   -0.116578    0.810136    0.472730    11.00000   -1.20000
AFIX   0
C14   1    0.024238    0.687194    0.411808    11.00000    0.07181    0.08906 =
         0.07195    0.01284    0.00598   -0.00159
AFIX  43
H14   2   -0.060949    0.626275    0.420438    11.00000   -1.20000
AFIX   0
C15   1    0.181544    0.667809    0.368493    11.00000    0.07782    0.06849 =
         0.06380    0.00740    0.00283    0.00482
AFIX  43
H15   2    0.201073    0.594007    0.347057    11.00000   -1.20000
AFIX   0
C16   1    0.314554    0.757737    0.355782    11.00000    0.06743    0.06209 =
         0.04471    0.00344   -0.00405    0.00838
C17   1    0.480247    0.741907    0.311641    11.00000    0.07102    0.05058 =
         0.05494    0.00056    0.00144    0.00641
AFIX  43
H17   2    0.503090    0.668746    0.289819    11.00000   -1.20000
AFIX   0
C18   1    1.306254    0.616449   -0.010263    11.00000    0.07442    0.11292 =
         0.08018   -0.00584    0.01858    0.01158
AFIX 137
H18A  2    1.285732    0.679874   -0.045372    11.00000   -1.50000
H18B  2    1.278665    0.543014   -0.034846    11.00000   -1.50000
H18C  2    1.435850    0.616881    0.006154    11.00000   -1.50000
HKLF    4
 
REM  ovan2an_295K in P2(1)2(1)2(1)
REM R1 =  0.0315 for   1870 Fo > 4sig(Fo)  and  0.0592 for all   3055 data
REM    195 parameters refined using     14 restraints
 
END  
     
WGHT      0.0400      0.0000 
REM Highest difference peak  0.089,  deepest hole -0.090,  1-sigma level  0.021
Q1    1   1.0160  0.8282  0.1650  11.00000  0.05    0.09
Q2    1   0.4591  0.7181  0.3014  11.00000  0.05    0.08
Q3    1   0.2709  0.8217  0.3603  11.00000  0.05    0.08
Q4    1  -0.2529  0.7445  0.4620  11.00000  0.05    0.08
Q5    1   1.3989  1.0227  0.0992  11.00000  0.05    0.08
Q6    1   1.4368  0.5578  0.0174  11.00000  0.05    0.07
Q7    1   0.3480  0.7524  0.3235  11.00000  0.05    0.07
Q8    1   1.5113  0.7429  0.0218  11.00000  0.05    0.07
Q9    1   1.4650  0.6818  0.0381  11.00000  0.05    0.07
Q10   1   1.0352  0.7155  0.1556  11.00000  0.05    0.07
Q11   1   1.0365  0.8392  0.2333  11.00000  0.05    0.06
Q12   1   1.5863  0.8239  0.0548  11.00000  0.05    0.06
Q13   1   1.1353  1.0663  0.2048  11.00000  0.05    0.06
Q14   1   0.8828  1.0040  0.2595  11.00000  0.05    0.06
Q15   1   0.4961  0.7972  0.2846  11.00000  0.05    0.06
Q16   1   0.3040  1.0475  0.3786  11.00000  0.05    0.06
Q17   1   1.1376  0.7709 -0.1022  11.00000  0.05    0.06
Q18   1   1.4927  0.8608  0.1177  11.00000  0.05    0.06
Q19   1   1.1274  0.7840  0.1999  11.00000  0.05    0.06
Q20   1   1.0745  0.7317  0.2385  11.00000  0.05    0.06

;
_database_code_depnum_ccdc_archive 'CCDC 973332'

#============================================================


data_3aLT


_symmetry_space_group_name_hall  '-P 1'
#Added by publCIF




_cell_special_details            ?
#Added by publCIF



_audit_update_record             
;
2013-09-19 # Formatted by publCIF
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
2-Methoxy-6-(Naphthalene-1-yliminomethyl)-phenol
_chemical_name_common            
2-Methoxy-6-(Naphthalene-1-yliminomethyl)-phenol
_chemical_formula_moiety         'C18 H15 N O2'
_chemical_formula_sum            'C18 H15 N O2'
_chemical_properties_physical    thermochromic
_exptl_crystal_recrystallization_method 'evaporation of acetonitrile'
_chemical_melting_point          369(1)

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow

_diffrn_ambient_temperature      110(2)
_chemical_formula_weight         277.31

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_int_tables_number      2
_chemical_absolute_configuration .

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

_cell_length_a                   12.2742(3)
_cell_length_b                   15.2924(4)
_cell_length_c                   16.6009(5)
_cell_angle_alpha                69.246(3)
_cell_angle_beta                 80.702(2)
_cell_angle_gamma                70.336(2)
_cell_volume                     2740.73(13)
_cell_formula_units_Z            8
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.60
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1168
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_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_source_type              
'Oxford Diffraction Xcalibur Kappa CCD X-ray diffractometer'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22576
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_av_sigmaI/netI    0.0791
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         4.24
_diffrn_reflns_theta_max         27.00
_reflns_number_total             11715
_reflns_number_gt                6667
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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)+(0.0420P)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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         11715
_refine_ls_number_parameters     773
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0800
_refine_ls_R_factor_gt           0.0387
_refine_ls_wR_factor_ref         0.0860
_refine_ls_wR_factor_gt          0.0792
_refine_ls_goodness_of_fit_ref   0.826
_refine_ls_restrained_S_all      0.827
_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
O11 O -0.10474(9) 0.38955(8) 0.41642(7) 0.0256(3) Uani 1 1 d . . .
H11 H -0.0392(14) 0.3438(11) 0.4434(11) 0.031 Uiso 1 1 d . . .
O12 O -0.30393(9) 0.48759(7) 0.34503(7) 0.0290(3) Uani 1 1 d . . .
N11 N 0.04625(10) 0.22224(9) 0.48662(8) 0.0207(3) Uani 1 1 d . . .
C11 C -0.12110(12) 0.23469(11) 0.42199(10) 0.0210(3) Uani 1 1 d . . .
C12 C -0.16244(12) 0.33727(11) 0.39950(9) 0.0205(3) Uani 1 1 d . . .
C13 C -0.26799(13) 0.38823(11) 0.35938(10) 0.0225(3) Uani 1 1 d . . .
C14 C -0.32759(13) 0.33834(11) 0.33756(10) 0.0255(4) Uani 1 1 d . . .
H14 H -0.3975 0.3735 0.3081 0.031 Uiso 1 1 calc R . .
C15 C -0.28541(13) 0.23629(11) 0.35868(10) 0.0255(4) Uani 1 1 d . . .
H15 H -0.3266 0.2022 0.3434 0.031 Uiso 1 1 calc R . .
C16 C -0.18486(13) 0.18529(11) 0.40127(10) 0.0241(4) Uani 1 1 d . . .
H16 H -0.1580 0.1158 0.4170 0.029 Uiso 1 1 calc R . .
C17 C -0.01588(13) 0.17975(11) 0.46815(10) 0.0217(3) Uani 1 1 d . . .
H17 H 0.0079 0.1101 0.4853 0.026 Uiso 1 1 calc R . .
C18 C 0.15064(12) 0.16672(10) 0.52960(9) 0.0197(3) Uani 1 1 d . . .
C19 C 0.22419(13) 0.08373(11) 0.51430(10) 0.0234(4) Uani 1 1 d . . .
H19 H 0.2040 0.0596 0.4751 0.028 Uiso 1 1 calc R . .
C110 C 0.32932(13) 0.03377(11) 0.55599(10) 0.0258(4) Uani 1 1 d . . .
H110 H 0.3791 -0.0241 0.5452 0.031 Uiso 1 1 calc R . .
C111 C 0.36056(13) 0.06750(11) 0.61160(10) 0.0244(4) Uani 1 1 d . . .
H111 H 0.4318 0.0328 0.6393 0.029 Uiso 1 1 calc R . .
C112 C 0.28785(12) 0.15400(11) 0.62858(10) 0.0209(3) Uani 1 1 d . . .
C113 C 0.31897(13) 0.19166(11) 0.68501(10) 0.0248(4) Uani 1 1 d . . .
H113 H 0.3895 0.1576 0.7137 0.030 Uiso 1 1 calc R . .
C114 C 0.24905(14) 0.27609(11) 0.69867(10) 0.0276(4) Uani 1 1 d . . .
H114 H 0.2714 0.3007 0.7365 0.033 Uiso 1 1 calc R . .
C115 C 0.14449(14) 0.32684(12) 0.65730(11) 0.0295(4) Uani 1 1 d . . .
H115 H 0.0968 0.3861 0.6667 0.035 Uiso 1 1 calc R . .
C116 C 0.11039(13) 0.29190(11) 0.60354(10) 0.0258(4) Uani 1 1 d . . .
H116 H 0.0383 0.3264 0.5769 0.031 Uiso 1 1 calc R . .
C117 C 0.18131(13) 0.20487(10) 0.58702(10) 0.0200(3) Uani 1 1 d . . .
C118 C -0.41145(14) 0.54258(12) 0.30450(12) 0.0358(4) Uani 1 1 d . . .
H18A H -0.4049 0.5385 0.2462 0.054 Uiso 1 1 calc R . .
H18B H -0.4305 0.6113 0.3011 0.054 Uiso 1 1 calc R . .
H18C H -0.4728 0.5156 0.3383 0.054 Uiso 1 1 calc R . .
O21 O 0.60850(9) 0.11308(8) 0.57017(7) 0.0260(3) Uani 1 1 d . . .
H21 H 0.5460(14) 0.1635(11) 0.5413(11) 0.031 Uiso 1 1 d . . .
O22 O 0.79991(9) 0.00128(7) 0.64648(7) 0.0284(3) Uani 1 1 d . . .
N21 N 0.46715(10) 0.28658(9) 0.50570(8) 0.0209(3) Uani 1 1 d . . .
C21 C 0.63476(12) 0.25949(11) 0.57736(10) 0.0207(3) Uani 1 1 d . . .
C22 C 0.66956(12) 0.15810(11) 0.59382(9) 0.0203(3) Uani 1 1 d . . .
C23 C 0.77237(13) 0.09911(11) 0.63612(10) 0.0217(3) Uani 1 1 d . . .
C24 C 0.83681(13) 0.14097(11) 0.66322(10) 0.0242(4) Uani 1 1 d . . .
H24 H 0.9057 0.1008 0.6927 0.029 Uiso 1 1 calc R . .
C25 C 0.80151(13) 0.24201(12) 0.64762(10) 0.0268(4) Uani 1 1 d . . .
H25 H 0.8461 0.2703 0.6668 0.032 Uiso 1 1 calc R . .
C26 C 0.70251(13) 0.30069(11) 0.60464(10) 0.0254(4) Uani 1 1 d . . .
H26 H 0.6797 0.3696 0.5933 0.030 Uiso 1 1 calc R . .
C27 C 0.53184(13) 0.32172(11) 0.53043(10) 0.0225(3) Uani 1 1 d . . .
H27 H 0.5117 0.3907 0.5176 0.027 Uiso 1 1 calc R . .
C28 C 0.36455(12) 0.34743(11) 0.46279(10) 0.0208(3) Uani 1 1 d . . .
C29 C 0.29498(13) 0.43031(11) 0.48085(10) 0.0256(4) Uani 1 1 d . . .
H29 H 0.3176 0.4506 0.5218 0.031 Uiso 1 1 calc R . .
C210 C 0.19062(14) 0.48546(12) 0.43941(11) 0.0311(4) Uani 1 1 d . . .
H210 H 0.1441 0.5433 0.4518 0.037 Uiso 1 1 calc R . .
C211 C 0.15553(14) 0.45700(11) 0.38177(11) 0.0294(4) Uani 1 1 d . . .
H211 H 0.0846 0.4951 0.3544 0.035 Uiso 1 1 calc R . .
C212 C 0.22338(13) 0.37120(11) 0.36200(10) 0.0228(4) Uani 1 1 d . . .
C213 C 0.18750(13) 0.33873(11) 0.30365(10) 0.0257(4) Uani 1 1 d . . .
H213 H 0.1169 0.3762 0.2757 0.031 Uiso 1 1 calc R . .
C214 C 0.25220(13) 0.25513(12) 0.28694(10) 0.0270(4) Uani 1 1 d . . .
H214 H 0.2266 0.2345 0.2477 0.032 Uiso 1 1 calc R . .
C215 C 0.35701(13) 0.19898(11) 0.32760(10) 0.0261(4) Uani 1 1 d . . .
H215 H 0.4015 0.1400 0.3162 0.031 Uiso 1 1 calc R . .
C216 C 0.39548(13) 0.22859(11) 0.38344(10) 0.0229(3) Uani 1 1 d . . .
H216 H 0.4672 0.1905 0.4096 0.028 Uiso 1 1 calc R . .
C217 C 0.32989(12) 0.31517(10) 0.40285(10) 0.0202(3) Uani 1 1 d . . .
C218 C 0.89949(13) -0.06203(11) 0.69391(11) 0.0305(4) Uani 1 1 d . . .
H28A H 0.9679 -0.0429 0.6645 0.046 Uiso 1 1 calc R . .
H28B H 0.9102 -0.1299 0.6978 0.046 Uiso 1 1 calc R . .
H28C H 0.8889 -0.0569 0.7520 0.046 Uiso 1 1 calc R . .
O31 O 0.14099(9) 0.01255(7) 0.10416(7) 0.0245(3) Uani 1 1 d . . .
H31 H 0.2057(14) 0.0017(11) 0.0675(10) 0.029 Uiso 1 1 d . . .
O32 O -0.05999(9) 0.02553(7) 0.18901(7) 0.0262(3) Uani 1 1 d . . .
N31 N 0.29113(10) -0.05602(8) -0.00535(8) 0.0216(3) Uani 1 1 d U . .
C31 C 0.12582(13) -0.11203(10) 0.05346(10) 0.0214(3) Uani 1 1 d . . .
C32 C 0.08399(12) -0.04801(10) 0.10189(10) 0.0196(3) Uani 1 1 d . . .
C33 C -0.02270(13) -0.04489(10) 0.14943(10) 0.0206(3) Uani 1 1 d . . .
C34 C -0.08104(13) -0.10855(11) 0.15205(10) 0.0245(4) Uani 1 1 d . . .
H34 H -0.1510 -0.1083 0.1863 0.029 Uiso 1 1 calc R . .
C35 C -0.03819(14) -0.17338(11) 0.10478(11) 0.0284(4) Uani 1 1 d . . .
H35 H -0.0788 -0.2173 0.1070 0.034 Uiso 1 1 calc R . .
C36 C 0.06230(13) -0.17378(11) 0.05523(11) 0.0266(4) Uani 1 1 d . . .
H36 H 0.0895 -0.2165 0.0215 0.032 Uiso 1 1 calc R . .
C37 C 0.23091(13) -0.11197(11) -0.00082(10) 0.0231(3) Uani 1 1 d U . .
H37 H 0.2561 -0.1550 -0.0343 0.028 Uiso 1 1 calc R . .
C38 C 0.39515(12) -0.05991(11) -0.05780(10) 0.0222(3) Uani 1 1 d . . .
C39 C 0.46515(13) -0.14452(12) -0.07196(10) 0.0273(4) Uani 1 1 d . . .
H39 H 0.4436 -0.2030 -0.0475 0.033 Uiso 1 1 calc R . .
C310 C 0.56912(14) -0.14533(13) -0.12262(11) 0.0322(4) Uani 1 1 d . . .
H310 H 0.6166 -0.2043 -0.1328 0.039 Uiso 1 1 calc R . .
C311 C 0.60233(14) -0.06262(13) -0.15717(11) 0.0329(4) Uani 1 1 d . . .
H311 H 0.6719 -0.0642 -0.1921 0.039 Uiso 1 1 calc R . .
C312 C 0.53457(13) 0.02560(12) -0.14171(10) 0.0276(4) Uani 1 1 d . . .
C313 C 0.56948(14) 0.11175(13) -0.17271(10) 0.0322(4) Uani 1 1 d . . .
H313 H 0.6398 0.1113 -0.2066 0.039 Uiso 1 1 calc R . .
C314 C 0.50443(14) 0.19486(13) -0.15498(11) 0.0329(4) Uani 1 1 d . . .
H314 H 0.5304 0.2512 -0.1753 0.039 Uiso 1 1 calc R . .
C315 C 0.39887(14) 0.19772(12) -0.10659(10) 0.0294(4) Uani 1 1 d . . .
H315 H 0.3533 0.2562 -0.0949 0.035 Uiso 1 1 calc R . .
C316 C 0.36144(13) 0.11627(11) -0.07622(10) 0.0253(4) Uani 1 1 d . . .
H316 H 0.2895 0.1193 -0.0442 0.030 Uiso 1 1 calc R . .
C317 C 0.42797(13) 0.02807(11) -0.09171(10) 0.0231(3) Uani 1 1 d . . .
C318 C -0.16685(13) 0.03165(12) 0.23929(11) 0.0303(4) Uani 1 1 d . . .
H38A H -0.2283 0.0405 0.2035 0.046 Uiso 1 1 calc R . .
H38B H -0.1868 0.0876 0.2605 0.046 Uiso 1 1 calc R . .
H38C H -0.1587 -0.0289 0.2883 0.046 Uiso 1 1 calc R . .
O41 O 0.41757(11) 0.38507(8) -0.03894(8) 0.0383(3) Uani 1 1 d . . .
H41 H 0.3355(15) 0.4011(12) -0.0024(12) 0.046 Uiso 1 1 d . . .
O42 O 0.60923(11) 0.38618(10) -0.13538(9) 0.0496(4) Uani 1 1 d . . .
N41 N 0.22666(11) 0.48070(9) 0.02617(8) 0.0258(3) Uani 1 1 d U . .
C41 C 0.35956(14) 0.55911(11) -0.06841(10) 0.0257(4) Uani 1 1 d U . .
C42 C 0.43755(14) 0.47307(12) -0.07819(10) 0.0283(4) Uani 1 1 d . . .
C43 C 0.53841(15) 0.47627(14) -0.13038(11) 0.0360(4) Uani 1 1 d . . .
C44 C 0.56057(16) 0.56406(15) -0.17143(11) 0.0418(5) Uani 1 1 d . . .
H44 H 0.6296 0.5657 -0.2065 0.050 Uiso 1 1 calc R . .
C45 C 0.48300(18) 0.65085(15) -0.16222(12) 0.0436(5) Uani 1 1 d . . .
H45 H 0.4992 0.7113 -0.1907 0.052 Uiso 1 1 calc R . .
C46 C 0.38267(16) 0.64872(13) -0.11168(11) 0.0363(4) Uani 1 1 d . . .
H46 H 0.3290 0.7080 -0.1061 0.044 Uiso 1 1 calc R . .
C47 C 0.25305(14) 0.55894(12) -0.01578(10) 0.0266(4) Uani 1 1 d U . .
H47 H 0.2008 0.6198 -0.0125 0.032 Uiso 1 1 calc R . .
C48 C 0.12033(13) 0.48460(11) 0.07636(10) 0.0219(3) Uani 1 1 d U . .
C49 C 0.06132(14) 0.55845(11) 0.10999(10) 0.0269(4) Uani 1 1 d . . .
H49 H 0.0914 0.6113 0.0998 0.032 Uiso 1 1 calc R . .
C410 C -0.04229(14) 0.55718(12) 0.15898(11) 0.0309(4) Uani 1 1 d . . .
H410 H -0.0827 0.6099 0.1806 0.037 Uiso 1 1 calc R . .
C411 C -0.08576(14) 0.48181(11) 0.17598(10) 0.0301(4) Uani 1 1 d . . .
H411 H -0.1566 0.4824 0.2092 0.036 Uiso 1 1 calc R . .
C412 C -0.02724(13) 0.40225(11) 0.14503(10) 0.0243(4) Uani 1 1 d U . .
C413 C -0.06937(14) 0.32114(11) 0.16409(11) 0.0298(4) Uani 1 1 d U . .
H413 H -0.1385 0.3195 0.1991 0.036 Uiso 1 1 calc R . .
C414 C -0.01310(15) 0.24622(12) 0.13336(11) 0.0319(4) Uani 1 1 d . . .
H414 H -0.0429 0.1926 0.1467 0.038 Uiso 1 1 calc R . .
C415 C 0.08950(14) 0.24706(11) 0.08164(11) 0.0301(4) Uani 1 1 d . . .
H415 H 0.1284 0.1941 0.0600 0.036 Uiso 1 1 calc R . .
C416 C 0.13388(14) 0.32387(11) 0.06215(10) 0.0271(4) Uani 1 1 d . . .
H416 H 0.2034 0.3234 0.0273 0.033 Uiso 1 1 calc R . .
C417 C 0.07705(13) 0.40377(10) 0.09338(10) 0.0220(3) Uani 1 1 d . . .
C418 C 0.70280(16) 0.38722(17) -0.19856(14) 0.0577(6) Uani 1 1 d . . .
H48A H 0.6724 0.4265 -0.2557 0.086 Uiso 1 1 calc R . .
H48B H 0.7448 0.3199 -0.1978 0.086 Uiso 1 1 calc R . .
H48C H 0.7555 0.4159 -0.1856 0.086 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
O11 C12 1.3506(17) . ?
O11 H11 0.923(17) . ?
O12 C13 1.3736(17) . ?
O12 C118 1.4285(18) . ?
N11 C17 1.2837(18) . ?
N11 C18 1.4162(18) . ?
C11 C12 1.403(2) . ?
C11 C16 1.404(2) . ?
C11 C17 1.447(2) . ?
C12 C13 1.400(2) . ?
C13 C14 1.380(2) . ?
C14 C15 1.398(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.369(2) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 C19 1.369(2) . ?
C18 C117 1.431(2) . ?
C19 C110 1.407(2) . ?
C19 H19 0.9500 . ?
C110 C111 1.360(2) . ?
C110 H110 0.9500 . ?
C111 C112 1.419(2) . ?
C111 H111 0.9500 . ?
C112 C113 1.415(2) . ?
C112 C117 1.420(2) . ?
C113 C114 1.361(2) . ?
C113 H113 0.9500 . ?
C114 C115 1.399(2) . ?
C114 H114 0.9500 . ?
C115 C116 1.366(2) . ?
C115 H115 0.9500 . ?
C116 C117 1.416(2) . ?
C116 H116 0.9500 . ?
C118 H18A 0.9800 . ?
C118 H18B 0.9800 . ?
C118 H18C 0.9800 . ?
O21 C22 1.3504(17) . ?
O21 H21 0.934(17) . ?
O22 C23 1.3704(17) . ?
O22 C218 1.4232(18) . ?
N21 C27 1.2794(19) . ?
N21 C28 1.4109(19) . ?
C21 C22 1.398(2) . ?
C21 C26 1.403(2) . ?
C21 C27 1.446(2) . ?
C22 C23 1.404(2) . ?
C23 C24 1.378(2) . ?
C24 C25 1.394(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.372(2) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 C29 1.372(2) . ?
C28 C217 1.429(2) . ?
C29 C210 1.404(2) . ?
C29 H29 0.9500 . ?
C210 C211 1.358(2) . ?
C210 H210 0.9500 . ?
C211 C212 1.416(2) . ?
C211 H211 0.9500 . ?
C212 C213 1.416(2) . ?
C212 C217 1.423(2) . ?
C213 C214 1.356(2) . ?
C213 H213 0.9500 . ?
C214 C215 1.405(2) . ?
C214 H214 0.9500 . ?
C215 C216 1.367(2) . ?
C215 H215 0.9500 . ?
C216 C217 1.416(2) . ?
C216 H216 0.9500 . ?
C218 H28A 0.9800 . ?
C218 H28B 0.9800 . ?
C218 H28C 0.9800 . ?
O31 C32 1.3482(16) . ?
O31 H31 0.925(16) . ?
O32 C33 1.3688(17) . ?
O32 C318 1.4300(17) . ?
N31 C37 1.2832(18) . ?
N31 C38 1.4207(18) . ?
C31 C32 1.398(2) . ?
C31 C36 1.403(2) . ?
C31 C37 1.449(2) . ?
C32 C33 1.411(2) . ?
C33 C34 1.375(2) . ?
C34 C35 1.394(2) . ?
C34 H34 0.9500 . ?
C35 C36 1.367(2) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C37 H37 0.9500 . ?
C38 C39 1.367(2) . ?
C38 C317 1.430(2) . ?
C39 C310 1.409(2) . ?
C39 H39 0.9500 . ?
C310 C311 1.361(2) . ?
C310 H310 0.9500 . ?
C311 C312 1.414(2) . ?
C311 H311 0.9500 . ?
C312 C313 1.419(2) . ?
C312 C317 1.428(2) . ?
C313 C314 1.359(2) . ?
C313 H313 0.9500 . ?
C314 C315 1.406(2) . ?
C314 H314 0.9500 . ?
C315 C316 1.372(2) . ?
C315 H315 0.9500 . ?
C316 C317 1.410(2) . ?
C316 H316 0.9500 . ?
C318 H38A 0.9800 . ?
C318 H38B 0.9800 . ?
C318 H38C 0.9800 . ?
O41 C42 1.3582(18) . ?
O41 H41 1.088(17) . ?
O42 C43 1.383(2) . ?
O42 C418 1.425(2) . ?
N41 C47 1.2723(18) . ?
N41 C48 1.4257(18) . ?
C41 C42 1.388(2) . ?
C41 C46 1.404(2) . ?
C41 C47 1.451(2) . ?
C42 C43 1.396(2) . ?
C43 C44 1.370(2) . ?
C44 C45 1.392(3) . ?
C44 H44 0.9500 . ?
C45 C46 1.377(2) . ?
C45 H45 0.9500 . ?
C46 H46 0.9500 . ?
C47 H47 0.9500 . ?
C48 C49 1.370(2) . ?
C48 C417 1.427(2) . ?
C49 C410 1.397(2) . ?
C49 H49 0.9500 . ?
C410 C411 1.352(2) . ?
C410 H410 0.9500 . ?
C411 C412 1.413(2) . ?
C411 H411 0.9500 . ?
C412 C413 1.417(2) . ?
C412 C417 1.423(2) . ?
C413 C414 1.348(2) . ?
C413 H413 0.9500 . ?
C414 C415 1.406(2) . ?
C414 H414 0.9500 . ?
C415 C416 1.373(2) . ?
C415 H415 0.9500 . ?
C416 C417 1.417(2) . ?
C416 H416 0.9500 . ?
C418 H48A 0.9800 . ?
C418 H48B 0.9800 . ?
C418 H48C 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
C12 O11 H11 105.4(10) . . ?
C13 O12 C118 116.84(12) . . ?
C17 N11 C18 120.77(13) . . ?
C12 C11 C16 119.16(14) . . ?
C12 C11 C17 120.74(14) . . ?
C16 C11 C17 120.08(14) . . ?
O11 C12 C13 118.10(13) . . ?
O11 C12 C11 122.28(13) . . ?
C13 C12 C11 119.62(14) . . ?
O12 C13 C14 125.01(14) . . ?
O12 C13 C12 114.87(13) . . ?
C14 C13 C12 120.12(14) . . ?
C13 C14 C15 120.18(15) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C16 C15 C14 120.15(15) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C15 C16 C11 120.67(14) . . ?
C15 C16 H16 119.7 . . ?
C11 C16 H16 119.7 . . ?
N11 C17 C11 121.99(14) . . ?
N11 C17 H17 119.0 . . ?
C11 C17 H17 119.0 . . ?
C19 C18 N11 122.97(14) . . ?
C19 C18 C117 120.15(14) . . ?
N11 C18 C117 116.76(13) . . ?
C18 C19 C110 120.63(16) . . ?
C18 C19 H19 119.7 . . ?
C110 C19 H19 119.7 . . ?
C111 C110 C19 120.71(15) . . ?
C111 C110 H110 119.6 . . ?
C19 C110 H110 119.6 . . ?
C110 C111 C112 120.67(15) . . ?
C110 C111 H111 119.7 . . ?
C112 C111 H111 119.7 . . ?
C113 C112 C111 121.90(14) . . ?
C113 C112 C117 119.00(14) . . ?
C111 C112 C117 119.09(15) . . ?
C114 C113 C112 120.82(15) . . ?
C114 C113 H113 119.6 . . ?
C112 C113 H113 119.6 . . ?
C113 C114 C115 120.34(16) . . ?
C113 C114 H114 119.8 . . ?
C115 C114 H114 119.8 . . ?
C116 C115 C114 120.60(15) . . ?
C116 C115 H115 119.7 . . ?
C114 C115 H115 119.7 . . ?
C115 C116 C117 120.71(15) . . ?
C115 C116 H116 119.6 . . ?
C117 C116 H116 119.6 . . ?
C116 C117 C112 118.51(14) . . ?
C116 C117 C18 122.75(14) . . ?
C112 C117 C18 118.74(14) . . ?
O12 C118 H18A 109.5 . . ?
O12 C118 H18B 109.5 . . ?
H18A C118 H18B 109.5 . . ?
O12 C118 H18C 109.5 . . ?
H18A C118 H18C 109.5 . . ?
H18B C118 H18C 109.5 . . ?
C22 O21 H21 105.3(10) . . ?
C23 O22 C218 116.56(12) . . ?
C27 N21 C28 121.62(13) . . ?
C22 C21 C26 119.35(14) . . ?
C22 C21 C27 120.35(14) . . ?
C26 C21 C27 120.28(13) . . ?
O21 C22 C21 122.76(14) . . ?
O21 C22 C23 117.53(13) . . ?
C21 C22 C23 119.71(14) . . ?
O22 C23 C24 125.31(14) . . ?
O22 C23 C22 114.74(13) . . ?
C24 C23 C22 119.95(14) . . ?
C23 C24 C25 120.35(15) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
C26 C25 C24 120.22(15) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C25 C26 C21 120.40(14) . . ?
C25 C26 H26 119.8 . . ?
C21 C26 H26 119.8 . . ?
N21 C27 C21 121.96(14) . . ?
N21 C27 H27 119.0 . . ?
C21 C27 H27 119.0 . . ?
C29 C28 N21 122.95(15) . . ?
C29 C28 C217 120.08(14) . . ?
N21 C28 C217 116.80(13) . . ?
C28 C29 C210 120.62(16) . . ?
C28 C29 H29 119.7 . . ?
C210 C29 H29 119.7 . . ?
C211 C210 C29 120.71(15) . . ?
C211 C210 H210 119.6 . . ?
C29 C210 H210 119.6 . . ?
C210 C211 C212 120.78(15) . . ?
C210 C211 H211 119.6 . . ?
C212 C211 H211 119.6 . . ?
C211 C212 C213 121.89(15) . . ?
C211 C212 C217 119.10(15) . . ?
C213 C212 C217 119.00(14) . . ?
C214 C213 C212 121.17(15) . . ?
C214 C213 H213 119.4 . . ?
C212 C213 H213 119.4 . . ?
C213 C214 C215 120.13(16) . . ?
C213 C214 H214 119.9 . . ?
C215 C214 H214 119.9 . . ?
C216 C215 C214 120.48(15) . . ?
C216 C215 H215 119.8 . . ?
C214 C215 H215 119.8 . . ?
C215 C216 C217 120.96(15) . . ?
C215 C216 H216 119.5 . . ?
C217 C216 H216 119.5 . . ?
C216 C217 C212 118.25(14) . . ?
C216 C217 C28 123.04(14) . . ?
C212 C217 C28 118.69(14) . . ?
O22 C218 H28A 109.5 . . ?
O22 C218 H28B 109.5 . . ?
H28A C218 H28B 109.5 . . ?
O22 C218 H28C 109.5 . . ?
H28A C218 H28C 109.5 . . ?
H28B C218 H28C 109.5 . . ?
C32 O31 H31 105.0(9) . . ?
C33 O32 C318 117.36(11) . . ?
C37 N31 C38 120.65(13) . . ?
C32 C31 C36 119.19(14) . . ?
C32 C31 C37 120.60(14) . . ?
C36 C31 C37 120.16(14) . . ?
O31 C32 C31 122.50(13) . . ?
O31 C32 C33 118.18(13) . . ?
C31 C32 C33 119.31(13) . . ?
O32 C33 C34 125.41(13) . . ?
O32 C33 C32 114.55(13) . . ?
C34 C33 C32 120.04(14) . . ?
C33 C34 C35 120.43(14) . . ?
C33 C34 H34 119.8 . . ?
C35 C34 H34 119.8 . . ?
C36 C35 C34 119.98(15) . . ?
C36 C35 H35 120.0 . . ?
C34 C35 H35 120.0 . . ?
C35 C36 C31 120.92(15) . . ?
C35 C36 H36 119.5 . . ?
C31 C36 H36 119.5 . . ?
N31 C37 C31 122.42(14) . . ?
N31 C37 H37 118.8 . . ?
C31 C37 H37 118.8 . . ?
C39 C38 N31 122.38(14) . . ?
C39 C38 C317 120.64(14) . . ?
N31 C38 C317 116.88(13) . . ?
C38 C39 C310 120.30(15) . . ?
C38 C39 H39 119.9 . . ?
C310 C39 H39 119.9 . . ?
C311 C310 C39 120.74(16) . . ?
C311 C310 H310 119.6 . . ?
C39 C310 H310 119.6 . . ?
C310 C311 C312 120.83(15) . . ?
C310 C311 H311 119.6 . . ?
C312 C311 H311 119.6 . . ?
C311 C312 C313 122.43(15) . . ?
C311 C312 C317 119.10(15) . . ?
C313 C312 C317 118.46(15) . . ?
C314 C313 C312 121.34(15) . . ?
C314 C313 H313 119.3 . . ?
C312 C313 H313 119.3 . . ?
C313 C314 C315 120.24(16) . . ?
C313 C314 H314 119.9 . . ?
C315 C314 H314 119.9 . . ?
C316 C315 C314 120.20(16) . . ?
C316 C315 H315 119.9 . . ?
C314 C315 H315 119.9 . . ?
C315 C316 C317 121.11(15) . . ?
C315 C316 H316 119.4 . . ?
C317 C316 H316 119.4 . . ?
C316 C317 C312 118.62(14) . . ?
C316 C317 C38 123.02(14) . . ?
C312 C317 C38 118.34(15) . . ?
O32 C318 H38A 109.5 . . ?
O32 C318 H38B 109.5 . . ?
H38A C318 H38B 109.5 . . ?
O32 C318 H38C 109.5 . . ?
H38A C318 H38C 109.5 . . ?
H38B C318 H38C 109.5 . . ?
C42 O41 H41 105.1(9) . . ?
C43 O42 C418 116.68(15) . . ?
C47 N41 C48 120.54(14) . . ?
C42 C41 C46 119.55(15) . . ?
C42 C41 C47 121.41(14) . . ?
C46 C41 C47 119.03(15) . . ?
O41 C42 C41 121.52(14) . . ?
O41 C42 C43 118.66(16) . . ?
C41 C42 C43 119.81(16) . . ?
C44 C43 O42 125.34(16) . . ?
C44 C43 C42 120.05(17) . . ?
O42 C43 C42 114.62(16) . . ?
C43 C44 C45 120.70(16) . . ?
C43 C44 H44 119.7 . . ?
C45 C44 H44 119.7 . . ?
C46 C45 C44 119.76(17) . . ?
C46 C45 H45 120.1 . . ?
C44 C45 H45 120.1 . . ?
C45 C46 C41 120.13(17) . . ?
C45 C46 H46 119.9 . . ?
C41 C46 H46 119.9 . . ?
N41 C47 C41 122.73(15) . . ?
N41 C47 H47 118.6 . . ?
C41 C47 H47 118.6 . . ?
C49 C48 N41 124.17(14) . . ?
C49 C48 C417 119.63(14) . . ?
N41 C48 C417 116.17(13) . . ?
C48 C49 C410 121.03(15) . . ?
C48 C49 H49 119.5 . . ?
C410 C49 H49 119.5 . . ?
C411 C410 C49 120.74(16) . . ?
C411 C410 H410 119.6 . . ?
C49 C410 H410 119.6 . . ?
C410 C411 C412 120.84(15) . . ?
C410 C411 H411 119.6 . . ?
C412 C411 H411 119.6 . . ?
C411 C412 C413 121.85(15) . . ?
C411 C412 C417 118.94(14) . . ?
C413 C412 C417 119.21(15) . . ?
C414 C413 C412 121.13(16) . . ?
C414 C413 H413 119.4 . . ?
C412 C413 H413 119.4 . . ?
C413 C414 C415 120.33(16) . . ?
C413 C414 H414 119.8 . . ?
C415 C414 H414 119.8 . . ?
C416 C415 C414 120.46(16) . . ?
C416 C415 H415 119.8 . . ?
C414 C415 H415 119.8 . . ?
C415 C416 C417 120.72(15) . . ?
C415 C416 H416 119.6 . . ?
C417 C416 H416 119.6 . . ?
C416 C417 C412 118.15(14) . . ?
C416 C417 C48 123.06(14) . . ?
C412 C417 C48 118.78(14) . . ?
O42 C418 H48A 109.5 . . ?
O42 C418 H48B 109.5 . . ?
H48A C418 H48B 109.5 . . ?
O42 C418 H48C 109.5 . . ?
H48A C418 H48C 109.5 . . ?
H48B C418 H48C 109.5 . . ?

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
C16 C11 C12 O11 -179.09(13) . . . . ?
C17 C11 C12 O11 2.7(2) . . . . ?
C16 C11 C12 C13 2.0(2) . . . . ?
C17 C11 C12 C13 -176.25(14) . . . . ?
C118 O12 C13 C14 0.1(2) . . . . ?
C118 O12 C13 C12 -179.77(14) . . . . ?
O11 C12 C13 O12 -2.84(19) . . . . ?
C11 C12 C13 O12 176.11(12) . . . . ?
O11 C12 C13 C14 177.27(13) . . . . ?
C11 C12 C13 C14 -3.8(2) . . . . ?
O12 C13 C14 C15 -177.15(13) . . . . ?
C12 C13 C14 C15 2.7(2) . . . . ?
C13 C14 C15 C16 0.1(2) . . . . ?
C14 C15 C16 C11 -1.9(2) . . . . ?
C12 C11 C16 C15 0.8(2) . . . . ?
C17 C11 C16 C15 179.09(14) . . . . ?
C18 N11 C17 C11 -178.11(13) . . . . ?
C12 C11 C17 N11 -3.4(2) . . . . ?
C16 C11 C17 N11 178.42(14) . . . . ?
C17 N11 C18 C19 36.8(2) . . . . ?
C17 N11 C18 C117 -147.29(14) . . . . ?
N11 C18 C19 C110 177.16(13) . . . . ?
C117 C18 C19 C110 1.4(2) . . . . ?
C18 C19 C110 C111 -0.7(2) . . . . ?
C19 C110 C111 C112 -0.2(2) . . . . ?
C110 C111 C112 C113 -178.95(14) . . . . ?
C110 C111 C112 C117 0.3(2) . . . . ?
C111 C112 C113 C114 178.40(14) . . . . ?
C117 C112 C113 C114 -0.9(2) . . . . ?
C112 C113 C114 C115 0.4(2) . . . . ?
C113 C114 C115 C116 0.8(2) . . . . ?
C114 C115 C116 C117 -1.4(2) . . . . ?
C115 C116 C117 C112 0.9(2) . . . . ?
C115 C116 C117 C18 -178.43(15) . . . . ?
C113 C112 C117 C116 0.3(2) . . . . ?
C111 C112 C117 C116 -179.06(13) . . . . ?
C113 C112 C117 C18 179.62(13) . . . . ?
C111 C112 C117 C18 0.3(2) . . . . ?
C19 C18 C117 C116 178.17(14) . . . . ?
N11 C18 C117 C116 2.1(2) . . . . ?
C19 C18 C117 C112 -1.2(2) . . . . ?
N11 C18 C117 C112 -177.20(12) . . . . ?
C26 C21 C22 O21 179.48(13) . . . . ?
C27 C21 C22 O21 -2.4(2) . . . . ?
C26 C21 C22 C23 -0.9(2) . . . . ?
C27 C21 C22 C23 177.22(14) . . . . ?
C218 O22 C23 C24 4.1(2) . . . . ?
C218 O22 C23 C22 -176.11(13) . . . . ?
O21 C22 C23 O22 1.53(19) . . . . ?
C21 C22 C23 O22 -178.06(12) . . . . ?
O21 C22 C23 C24 -178.69(13) . . . . ?
C21 C22 C23 C24 1.7(2) . . . . ?
O22 C23 C24 C25 178.69(13) . . . . ?
C22 C23 C24 C25 -1.1(2) . . . . ?
C23 C24 C25 C26 -0.4(2) . . . . ?
C24 C25 C26 C21 1.2(2) . . . . ?
C22 C21 C26 C25 -0.5(2) . . . . ?
C27 C21 C26 C25 -178.65(14) . . . . ?
C28 N21 C27 C21 177.57(13) . . . . ?
C22 C21 C27 N21 2.9(2) . . . . ?
C26 C21 C27 N21 -178.96(14) . . . . ?
C27 N21 C28 C29 -34.5(2) . . . . ?
C27 N21 C28 C217 150.20(14) . . . . ?
N21 C28 C29 C210 -176.64(14) . . . . ?
C217 C28 C29 C210 -1.4(2) . . . . ?
C28 C29 C210 C211 1.1(2) . . . . ?
C29 C210 C211 C212 -0.1(2) . . . . ?
C210 C211 C212 C213 178.55(15) . . . . ?
C210 C211 C212 C217 -0.5(2) . . . . ?
C211 C212 C213 C214 -178.44(15) . . . . ?
C217 C212 C213 C214 0.6(2) . . . . ?
C212 C213 C214 C215 -0.1(2) . . . . ?
C213 C214 C215 C216 -0.8(2) . . . . ?
C214 C215 C216 C217 1.2(2) . . . . ?
C215 C216 C217 C212 -0.7(2) . . . . ?
C215 C216 C217 C28 177.94(14) . . . . ?
C211 C212 C217 C216 178.85(13) . . . . ?
C213 C212 C217 C216 -0.3(2) . . . . ?
C211 C212 C217 C28 0.2(2) . . . . ?
C213 C212 C217 C28 -178.91(13) . . . . ?
C29 C28 C217 C216 -177.80(14) . . . . ?
N21 C28 C217 C216 -2.3(2) . . . . ?
C29 C28 C217 C212 0.8(2) . . . . ?
N21 C28 C217 C212 176.27(12) . . . . ?
C36 C31 C32 O31 179.18(14) . . . . ?
C37 C31 C32 O31 -3.4(2) . . . . ?
C36 C31 C32 C33 -1.8(2) . . . . ?
C37 C31 C32 C33 175.61(14) . . . . ?
C318 O32 C33 C34 1.9(2) . . . . ?
C318 O32 C33 C32 -179.12(13) . . . . ?
O31 C32 C33 O32 3.9(2) . . . . ?
C31 C32 C33 O32 -175.11(12) . . . . ?
O31 C32 C33 C34 -177.03(13) . . . . ?
C31 C32 C33 C34 3.9(2) . . . . ?
O32 C33 C34 C35 175.98(14) . . . . ?
C32 C33 C34 C35 -3.0(2) . . . . ?
C33 C34 C35 C36 -0.2(2) . . . . ?
C34 C35 C36 C31 2.3(2) . . . . ?
C32 C31 C36 C35 -1.3(2) . . . . ?
C37 C31 C36 C35 -178.72(15) . . . . ?
C38 N31 C37 C31 178.48(14) . . . . ?
C32 C31 C37 N31 1.8(2) . . . . ?
C36 C31 C37 N31 179.17(14) . . . . ?
C37 N31 C38 C39 -31.8(2) . . . . ?
C37 N31 C38 C317 151.80(14) . . . . ?
N31 C38 C39 C310 -178.28(15) . . . . ?
C317 C38 C39 C310 -2.0(2) . . . . ?
C38 C39 C310 C311 0.9(3) . . . . ?
C39 C310 C311 C312 1.3(3) . . . . ?
C310 C311 C312 C313 176.52(16) . . . . ?
C310 C311 C312 C317 -2.3(2) . . . . ?
C311 C312 C313 C314 -178.14(16) . . . . ?
C317 C312 C313 C314 0.7(2) . . . . ?
C312 C313 C314 C315 -1.4(3) . . . . ?
C313 C314 C315 C316 0.7(3) . . . . ?
C314 C315 C316 C317 0.8(2) . . . . ?
C315 C316 C317 C312 -1.5(2) . . . . ?
C315 C316 C317 C38 176.87(15) . . . . ?
C311 C312 C317 C316 179.60(15) . . . . ?
C313 C312 C317 C316 0.8(2) . . . . ?
C311 C312 C317 C38 1.2(2) . . . . ?
C313 C312 C317 C38 -177.68(14) . . . . ?
C39 C38 C317 C316 -177.39(15) . . . . ?
N31 C38 C317 C316 -0.9(2) . . . . ?
C39 C38 C317 C312 1.0(2) . . . . ?
N31 C38 C317 C312 177.41(14) . . . . ?
C46 C41 C42 O41 -178.68(15) . . . . ?
C47 C41 C42 O41 0.0(2) . . . . ?
C46 C41 C42 C43 0.4(2) . . . . ?
C47 C41 C42 C43 179.07(16) . . . . ?
C418 O42 C43 C44 -10.3(3) . . . . ?
C418 O42 C43 C42 169.86(16) . . . . ?
O41 C42 C43 C44 179.47(15) . . . . ?
C41 C42 C43 C44 0.4(3) . . . . ?
O41 C42 C43 O42 -0.7(2) . . . . ?
C41 C42 C43 O42 -179.83(14) . . . . ?
O42 C43 C44 C45 179.79(17) . . . . ?
C42 C43 C44 C45 -0.4(3) . . . . ?
C43 C44 C45 C46 -0.3(3) . . . . ?
C44 C45 C46 C41 1.1(3) . . . . ?
C42 C41 C46 C45 -1.1(3) . . . . ?
C47 C41 C46 C45 -179.82(16) . . . . ?
C48 N41 C47 C41 -179.41(14) . . . . ?
C42 C41 C47 N41 2.2(3) . . . . ?
C46 C41 C47 N41 -179.13(15) . . . . ?
C47 N41 C48 C49 -25.0(2) . . . . ?
C47 N41 C48 C417 156.83(14) . . . . ?
N41 C48 C49 C410 -179.69(15) . . . . ?
C417 C48 C49 C410 -1.6(2) . . . . ?
C48 C49 C410 C411 1.4(3) . . . . ?
C49 C410 C411 C412 0.3(3) . . . . ?
C410 C411 C412 C413 178.16(15) . . . . ?
C410 C411 C412 C417 -1.8(2) . . . . ?
C411 C412 C413 C414 179.35(16) . . . . ?
C417 C412 C413 C414 -0.7(2) . . . . ?
C412 C413 C414 C415 0.2(2) . . . . ?
C413 C414 C415 C416 0.3(3) . . . . ?
C414 C415 C416 C417 -0.3(2) . . . . ?
C415 C416 C417 C412 -0.3(2) . . . . ?
C415 C416 C417 C48 178.89(15) . . . . ?
C411 C412 C417 C416 -179.33(14) . . . . ?
C413 C412 C417 C416 0.7(2) . . . . ?
C411 C412 C417 C48 1.5(2) . . . . ?
C413 C412 C417 C48 -178.44(14) . . . . ?
C49 C48 C417 C416 -178.97(15) . . . . ?
N41 C48 C417 C416 -0.8(2) . . . . ?
C49 C48 C417 C412 0.2(2) . . . . ?
N41 C48 C417 C412 178.39(13) . . . . ?

_diffrn_measured_fraction_theta_max 0.978
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.978
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.041

#============================================================
_iucr_refine_instruction_details 
;

TITL 3aLT in P-1
CELL  0.71073  12.2742  15.2924  16.6009   69.246   80.702   70.336
ZERR     8.00   0.0003   0.0004   0.0005    0.003    0.002    0.002
LATT   1
SFAC  C    H    N    O
UNIT  144  120   8    16
MERG   2
OMIT    -4.00  54.00
omit  10  12  6
omit  11  14  8
omit  6  12  6
FMAP   2
PLAN   20
ACTA
BOND
BOND   $H
CONF
DELU  0.001  0.001  N31 C37 N41 C48 C41 C47 C412 C413
SIZE  0.70  0.60  0.30
LIST   4
L.S.   4
TEMP  -163.00
WGHT    0.042000
FVAR       4.29326
MOLE    1
O11   4   -0.104741    0.389553    0.416420    11.00000    0.02286    0.02625 =
         0.03026   -0.00975   -0.00883   -0.00648
H11   2   -0.039188    0.343811    0.443372    11.00000   -1.20000
O12   4   -0.303926    0.487593    0.345031    11.00000    0.02575    0.02698 =
         0.03351   -0.01073   -0.01118   -0.00169
N11   3    0.046251    0.222239    0.486616    11.00000    0.01791    0.02535 =
         0.01869   -0.00710   -0.00059   -0.00646
C11   1   -0.121097    0.234688    0.421992    11.00000    0.01923    0.02847 =
         0.01801   -0.01041    0.00304   -0.00951
C12   1   -0.162439    0.337272    0.399504    11.00000    0.01953    0.02855 =
         0.01793   -0.01060    0.00103   -0.01062
C13   1   -0.267993    0.388227    0.359378    11.00000    0.02033    0.02790 =
         0.02052   -0.01115    0.00120   -0.00631
C14   1   -0.327592    0.338343    0.337557    11.00000    0.01770    0.03865 =
         0.02228   -0.01375   -0.00085   -0.00699
AFIX  43
H14   2   -0.397468    0.373469    0.308106    11.00000   -1.20000
AFIX   0
C15   1   -0.285412    0.236291    0.358676    11.00000    0.02096    0.03675 =
         0.02778   -0.01745    0.00252   -0.01414
AFIX  43
H15   2   -0.326601    0.202239    0.343444    11.00000   -1.20000
AFIX   0
C16   1   -0.184865    0.185287    0.401268    11.00000    0.02166    0.02624 =
         0.02792   -0.01324    0.00370   -0.00910
AFIX  43
H16   2   -0.157979    0.115763    0.416955    11.00000   -1.20000
AFIX   0
C17   1   -0.015880    0.179753    0.468145    11.00000    0.02173    0.02270 =
         0.02018   -0.00763    0.00208   -0.00687
AFIX  43
H17   2    0.007936    0.110137    0.485296    11.00000   -1.20000
AFIX   0
C18   1    0.150644    0.166722    0.529598    11.00000    0.01705    0.02157 =
         0.01888   -0.00321    0.00029   -0.00772
C19   1    0.224188    0.083732    0.514296    11.00000    0.02403    0.02401 =
         0.02401   -0.00843    0.00179   -0.01004
AFIX  43
H19   2    0.204031    0.059642    0.475139    11.00000   -1.20000
AFIX   0
C110  1    0.329324    0.033774    0.555992    11.00000    0.02060    0.02113 =
         0.03158   -0.00713    0.00212   -0.00422
AFIX  43
H110  2    0.379051   -0.024147    0.545198    11.00000   -1.20000
AFIX   0
C111  1    0.360564    0.067495    0.611599    11.00000    0.01715    0.02235 =
         0.02748   -0.00113   -0.00378   -0.00440
AFIX  43
H111  2    0.431776    0.032799    0.639349    11.00000   -1.20000
AFIX   0
C112  1    0.287846    0.153999    0.628584    11.00000    0.01885    0.02231 =
         0.01931   -0.00183    0.00049   -0.00927
C113  1    0.318968    0.191663    0.685012    11.00000    0.02094    0.02858 =
         0.02213   -0.00194   -0.00584   -0.00838
AFIX  43
H113  2    0.389531    0.157626    0.713730    11.00000   -1.20000
AFIX   0
C114  1    0.249049    0.276086    0.698673    11.00000    0.02876    0.03384 =
         0.02386   -0.01042   -0.00490   -0.01121
AFIX  43
H114  2    0.271369    0.300663    0.736489    11.00000   -1.20000
AFIX   0
C115  1    0.144491    0.326836    0.657305    11.00000    0.02554    0.03086 =
         0.03212   -0.01555   -0.00481   -0.00133
AFIX  43
H115  2    0.096781    0.386124    0.666688    11.00000   -1.20000
AFIX   0
C116  1    0.110392    0.291899    0.603540    11.00000    0.02000    0.03039 =
         0.02449   -0.00858   -0.00515   -0.00288
AFIX  43
H116  2    0.038334    0.326353    0.576945    11.00000   -1.20000
AFIX   0
C117  1    0.181308    0.204869    0.587023    11.00000    0.01983    0.02018 =
         0.01905   -0.00331   -0.00023   -0.00858
C118  1   -0.411450    0.542580    0.304502    11.00000    0.02948    0.03379 =
         0.03904   -0.01164   -0.01367    0.00232
AFIX 137
H18A  2   -0.404871    0.538520    0.246222    11.00000   -1.50000
H18B  2   -0.430464    0.611329    0.301140    11.00000   -1.50000
H18C  2   -0.472779    0.515612    0.338341    11.00000   -1.50000
AFIX   0
MOLE    2
O21   4    0.608503    0.113075    0.570166    11.00000    0.02228    0.02486 =
         0.03193   -0.00780   -0.00864   -0.00672
H21   2    0.545985    0.163475    0.541305    11.00000   -1.20000
O22   4    0.799908    0.001283    0.646478    11.00000    0.02656    0.02566 =
         0.03075   -0.00811   -0.00948   -0.00251
N21   3    0.467154    0.286575    0.505695    11.00000    0.01802    0.02474 =
         0.01929   -0.00709   -0.00108   -0.00543
C21   1    0.634763    0.259493    0.577363    11.00000    0.01870    0.02586 =
         0.01811   -0.00776    0.00154   -0.00806
C22   1    0.669556    0.158100    0.593815    11.00000    0.01887    0.02773 =
         0.01777   -0.00901    0.00209   -0.01084
C23   1    0.772365    0.099113    0.636120    11.00000    0.02100    0.02464 =
         0.01906   -0.00761    0.00195   -0.00724
C24   1    0.836811    0.140968    0.663216    11.00000    0.01910    0.03421 =
         0.01912   -0.00887   -0.00203   -0.00689
AFIX  43
H24   2    0.905678    0.100781    0.692689    11.00000   -1.20000
AFIX   0
C25   1    0.801506    0.242006    0.647615    11.00000    0.02296    0.03726 =
         0.02774   -0.01468   -0.00181   -0.01394
AFIX  43
H25   2    0.846128    0.270315    0.666801    11.00000   -1.20000
AFIX   0
C26   1    0.702510    0.300689    0.604637    11.00000    0.02518    0.02804 =
         0.02664   -0.01110    0.00076   -0.01109
AFIX  43
H26   2    0.679700    0.369613    0.593279    11.00000   -1.20000
AFIX   0
C27   1    0.531843    0.321719    0.530431    11.00000    0.02189    0.02429 =
         0.02159   -0.00801    0.00128   -0.00793
AFIX  43
H27   2    0.511677    0.390739    0.517591    11.00000   -1.20000
AFIX   0
C28   1    0.364547    0.347432    0.462794    11.00000    0.01830    0.02240 =
         0.01913   -0.00308   -0.00039   -0.00694
C29   1    0.294975    0.430312    0.480848    11.00000    0.02560    0.02633 =
         0.02682   -0.01081   -0.00302   -0.00727
AFIX  43
H29   2    0.317630    0.450558    0.521762    11.00000   -1.20000
AFIX   0
C210  1    0.190621    0.485464    0.439410    11.00000    0.02838    0.02569 =
         0.03595   -0.01311   -0.00441    0.00055
AFIX  43
H210  2    0.144057    0.543311    0.451821    11.00000   -1.20000
AFIX   0
C211  1    0.155529    0.456997    0.381767    11.00000    0.02157    0.02825 =
         0.03134   -0.00532   -0.00814   -0.00018
AFIX  43
H211  2    0.084617    0.495117    0.354393    11.00000   -1.20000
AFIX   0
C212  1    0.223381    0.371199    0.362004    11.00000    0.02135    0.02569 =
         0.01999   -0.00420   -0.00084   -0.00868
C213  1    0.187505    0.338726    0.303651    11.00000    0.02021    0.03234 =
         0.02119   -0.00431   -0.00425   -0.00704
AFIX  43
H213  2    0.116857    0.376170    0.275714    11.00000   -1.20000
AFIX   0
C214  1    0.252199    0.255125    0.286935    11.00000    0.02880    0.03721 =
         0.01965   -0.00973   -0.00056   -0.01533
AFIX  43
H214  2    0.226610    0.234477    0.247653    11.00000   -1.20000
AFIX   0
C215  1    0.357008    0.198983    0.327605    11.00000    0.02743    0.02768 =
         0.02362   -0.01027    0.00204   -0.00836
AFIX  43
H215  2    0.401466    0.140031    0.316226    11.00000   -1.20000
AFIX   0
C216  1    0.395479    0.228587    0.383445    11.00000    0.01852    0.02669 =
         0.02092   -0.00505   -0.00095   -0.00633
AFIX  43
H216  2    0.467237    0.190531    0.409599    11.00000   -1.20000
AFIX   0
C217  1    0.329889    0.315166    0.402852    11.00000    0.01842    0.02115 =
         0.01850   -0.00384    0.00058   -0.00640
C218  1    0.899491   -0.062029    0.693905    11.00000    0.02508    0.03195 =
         0.02995   -0.00814   -0.00826   -0.00165
AFIX 137
H28A  2    0.967896   -0.042912    0.664490    11.00000   -1.50000
H28B  2    0.910208   -0.129860    0.697849    11.00000   -1.50000
H28C  2    0.888941   -0.056910    0.752033    11.00000   -1.50000
AFIX   0
MOLE    3
O31   4    0.140987    0.012547    0.104158    11.00000    0.02173    0.02795 =
         0.02861   -0.01369    0.00573   -0.01200
H31   2    0.205724    0.001716    0.067544    11.00000   -1.20000
O32   4   -0.059993    0.025525    0.189006    11.00000    0.02414    0.02831 =
         0.03041   -0.01458    0.00856   -0.01228
N31   3    0.291131   -0.056015   -0.005353    11.00000    0.01860    0.02248 =
         0.02111   -0.00698   -0.00088   -0.00312
C31   1    0.125817   -0.112025    0.053462    11.00000    0.02024    0.01971 =
         0.02128   -0.00437   -0.00374   -0.00350
C32   1    0.083989   -0.048010    0.101894    11.00000    0.02165    0.01598 =
         0.02142   -0.00334   -0.00483   -0.00714
C33   1   -0.022695   -0.044895    0.149426    11.00000    0.02089    0.01794 =
         0.02128   -0.00480   -0.00238   -0.00478
C34   1   -0.081036   -0.108549    0.152047    11.00000    0.02060    0.02445 =
         0.02556   -0.00323   -0.00205   -0.00799
AFIX  43
H34   2   -0.151004   -0.108327    0.186301    11.00000   -1.20000
AFIX   0
C35   1   -0.038188   -0.173381    0.104782    11.00000    0.02766    0.02362 =
         0.03713   -0.00834   -0.00554   -0.01145
AFIX  43
H35   2   -0.078806   -0.217283    0.106996    11.00000   -1.20000
AFIX   0
C36   1    0.062304   -0.173783    0.055234    11.00000    0.02724    0.02177 =
         0.03336   -0.01138   -0.00625   -0.00567
AFIX  43
H36   2    0.089521   -0.216470    0.021529    11.00000   -1.20000
AFIX   0
C37   1    0.230905   -0.111974   -0.000820    11.00000    0.02329    0.02182 =
         0.02310   -0.00962   -0.00527   -0.00119
AFIX  43
H37   2    0.256131   -0.154951   -0.034278    11.00000   -1.20000
AFIX   0
C38   1    0.395153   -0.059907   -0.057805    11.00000    0.01886    0.02886 =
         0.01763   -0.00944   -0.00273   -0.00295
C39   1    0.465151   -0.144524   -0.071958    11.00000    0.02384    0.03202 =
         0.02686   -0.01336   -0.00345   -0.00431
AFIX  43
H39   2    0.443596   -0.203033   -0.047529    11.00000   -1.20000
AFIX   0
C310  1    0.569121   -0.145328   -0.122617    11.00000    0.02528    0.04022 =
         0.02960   -0.01976   -0.00243    0.00134
AFIX  43
H310  2    0.616561   -0.204267   -0.132765    11.00000   -1.20000
AFIX   0
C311  1    0.602332   -0.062621   -0.157167    11.00000    0.01855    0.05291 =
         0.02300   -0.01548    0.00184   -0.00349
AFIX  43
H311  2    0.671915   -0.064185   -0.192110    11.00000   -1.20000
AFIX   0
C312  1    0.534574    0.025599   -0.141706    11.00000    0.02150    0.04222 =
         0.01635   -0.00668   -0.00331   -0.00796
C313  1    0.569478    0.111752   -0.172713    11.00000    0.02354    0.05074 =
         0.01874   -0.00204   -0.00189   -0.01593
AFIX  43
H313  2    0.639773    0.111327   -0.206568    11.00000   -1.20000
AFIX   0
C314  1    0.504425    0.194855   -0.154977    11.00000    0.03165    0.04081 =
         0.02430    0.00056   -0.00778   -0.01729
AFIX  43
H314  2    0.530362    0.251240   -0.175349    11.00000   -1.20000
AFIX   0
C315  1    0.398869    0.197720   -0.106589    11.00000    0.03049    0.03142 =
         0.02581   -0.00549   -0.00903   -0.00909
AFIX  43
H315  2    0.353319    0.256236   -0.094885    11.00000   -1.20000
AFIX   0
C316  1    0.361444    0.116273   -0.076222    11.00000    0.02202    0.03210 =
         0.01995   -0.00599   -0.00296   -0.00759
AFIX  43
H316  2    0.289495    0.119334   -0.044222    11.00000   -1.20000
AFIX   0
C317  1    0.427974    0.028073   -0.091706    11.00000    0.01926    0.03252 =
         0.01567   -0.00561   -0.00526   -0.00582
C318  1   -0.166852    0.031646    0.239292    11.00000    0.02522    0.03430 =
         0.03195   -0.01395    0.00984   -0.01127
AFIX 137
H38A  2   -0.228325    0.040477    0.203484    11.00000   -1.50000
H38B  2   -0.186806    0.087582    0.260509    11.00000   -1.50000
H38C  2   -0.158656   -0.028925    0.288343    11.00000   -1.50000
AFIX   0
MOLE    4
O41   4    0.417569    0.385074   -0.038936    11.00000    0.03565    0.03283 =
         0.03932   -0.00762    0.00243   -0.00774
H41   2    0.335547    0.401095   -0.002374    11.00000   -1.20000
O42   4    0.609234    0.386183   -0.135385    11.00000    0.03346    0.06860 =
         0.04294   -0.02302    0.00728   -0.00948
N41   3    0.226655    0.480701    0.026170    11.00000    0.02497    0.02848 =
         0.02391   -0.00520   -0.00418   -0.01014
C41   1    0.359555    0.559112   -0.068413    11.00000    0.02939    0.03237 =
         0.01957   -0.00669   -0.00422   -0.01489
C42   1    0.437551    0.473072   -0.078191    11.00000    0.03032    0.03572 =
         0.02292   -0.00741   -0.00562   -0.01511
C43   1    0.538407    0.476273   -0.130384    11.00000    0.03092    0.05422 =
         0.02652   -0.01516   -0.00449   -0.01388
C44   1    0.560566    0.564063   -0.171432    11.00000    0.03703    0.08009 =
         0.02393   -0.01996    0.00486   -0.03677
AFIX  43
H44   2    0.629591    0.565704   -0.206541    11.00000   -1.20000
AFIX   0
C45   1    0.483004    0.650851   -0.162223    11.00000    0.06492    0.05533 =
         0.02909   -0.01109    0.00111   -0.04535
AFIX  43
H45   2    0.499244    0.711333   -0.190712    11.00000   -1.20000
AFIX   0
C46   1    0.382668    0.648724   -0.111681    11.00000    0.05090    0.03706 =
         0.02788   -0.01013    0.00130   -0.02367
AFIX  43
H46   2    0.328964    0.707984   -0.106061    11.00000   -1.20000
AFIX   0
C47   1    0.253050    0.558936   -0.015779    11.00000    0.02810    0.02942 =
         0.02245   -0.00401   -0.00692   -0.01100
AFIX  43
H47   2    0.200833    0.619765   -0.012492    11.00000   -1.20000
AFIX   0
C48   1    0.120325    0.484597    0.076358    11.00000    0.02186    0.02309 =
         0.01796   -0.00356   -0.00531   -0.00463
C49   1    0.061321    0.558446    0.109987    11.00000    0.03309    0.02192 =
         0.02624   -0.00507   -0.00623   -0.00959
AFIX  43
H49   2    0.091362    0.611338    0.099817    11.00000   -1.20000
AFIX   0
C410  1   -0.042288    0.557185    0.158977    11.00000    0.03473    0.02686 =
         0.02615   -0.01100   -0.00263    0.00009
AFIX  43
H410  2   -0.082670    0.609879    0.180596    11.00000   -1.20000
AFIX   0
C411  1   -0.085761    0.481813    0.175982    11.00000    0.02363    0.03359 =
         0.02461   -0.00360    0.00086   -0.00525
AFIX  43
H411  2   -0.156567    0.482356    0.209164    11.00000   -1.20000
AFIX   0
C412  1   -0.027235    0.402250    0.145035    11.00000    0.02420    0.02430 =
         0.02087   -0.00057   -0.00929   -0.00637
C413  1   -0.069370    0.321139    0.164088    11.00000    0.02696    0.03196 =
         0.02710   -0.00097   -0.00594   -0.01152
AFIX  43
H413  2   -0.138459    0.319510    0.199116    11.00000   -1.20000
AFIX   0
C414  1   -0.013099    0.246220    0.133362    11.00000    0.03463    0.02835 =
         0.03146   -0.00232   -0.01156   -0.01128
AFIX  43
H414  2   -0.042918    0.192595    0.146723    11.00000   -1.20000
AFIX   0
C415  1    0.089497    0.247060    0.081644    11.00000    0.03679    0.02397 =
         0.03018   -0.00780   -0.00752   -0.00824
AFIX  43
H415  2    0.128387    0.194115    0.060034    11.00000   -1.20000
AFIX   0
C416  1    0.133875    0.323871    0.062151    11.00000    0.02811    0.02836 =
         0.02311   -0.00701   -0.00438   -0.00633
AFIX  43
H416  2    0.203445    0.323423    0.027346    11.00000   -1.20000
AFIX   0
C417  1    0.077047    0.403773    0.093375    11.00000    0.02355    0.01990 =
         0.01899   -0.00372   -0.00983   -0.00093
C418  1    0.702803    0.387215   -0.198559    11.00000    0.02802    0.10065 =
         0.04677   -0.03267    0.00254   -0.01512
AFIX 137
H48A  2    0.672434    0.426548   -0.255732    11.00000   -1.50000
H48B  2    0.744789    0.319946   -0.197835    11.00000   -1.50000
H48C  2    0.755537    0.415861   -0.185559    11.00000   -1.50000
HKLF    4
 
REM  OV1AN_LT in P-1
REM R1 =  0.0387 for   6667 Fo > 4sig(Fo)  and  0.0800 for all  11715 data
REM    773 parameters refined using      7 restraints
 
END  
     
WGHT      0.0420      0.0000 
REM Highest difference peak  0.313,  deepest hole -0.210,  1-sigma level  0.041
Q1    1   0.1827  0.3673  0.0252  11.00000  0.05    0.31
Q2    1   0.2819  0.4988 -0.0250  11.00000  0.05    0.31
Q3    1   0.4960  0.3772 -0.0743  11.00000  0.05    0.26
Q4    1   0.0019  0.3072  0.1153  11.00000  0.05    0.25
Q5    1   0.6406  0.4757 -0.1841  11.00000  0.05    0.23
Q6    1   0.5877  0.3245 -0.0929  11.00000  0.05    0.22
Q7    1  -0.1210  0.2837  0.3934  11.00000  0.05    0.21
Q8    1  -0.1593  0.2825  0.4319  11.00000  0.05    0.21
Q9    1   0.2562 -0.0009  0.0059  11.00000  0.05    0.20
Q10   1  -0.0656  0.4465  0.1397  11.00000  0.05    0.19
Q11   1   0.2666  0.3352  0.3928  11.00000  0.05    0.19
Q12   1   0.6368  0.2105  0.5991  11.00000  0.05    0.19
Q13   1   0.3018  0.2467  0.6669  11.00000  0.05    0.19
Q14   1  -0.2826  0.4209  0.3524  11.00000  0.05    0.19
Q15   1   0.4820  0.0263 -0.1219  11.00000  0.05    0.19
Q16   1   0.2170  0.2801  0.3144  11.00000  0.05    0.19
Q17   1  -0.0779  0.2538  0.1838  11.00000  0.05    0.19
Q18   1   0.1070  0.3687  0.0904  11.00000  0.05    0.18
Q19   1   0.3022  0.1006  0.6388  11.00000  0.05    0.18
Q20   1   0.1793  0.2018  0.5443  11.00000  0.05    0.18

;
_database_code_depnum_ccdc_archive 'CCDC 973333'

#============================================================

data_3aRT


_symmetry_space_group_name_hall  '-P 1'
#Added by publCIF



_audit_update_record             
;
2013-05-10 # Formatted by publCIF
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
2-methoxy-6-(naphthalene-1-yliminomethyl)-phenol
_chemical_name_common            
2-methoxy-6-(naphthalene-1-yliminomethyl)-phenol
_chemical_formula_moiety         'C18 H15 N O2'
_chemical_formula_sum            'C18 H15 N O2'
_chemical_properties_physical    thermochromic
_exptl_crystal_recrystallization_method 'evaporation of acetonitrile (RT)'
_chemical_melting_point          369(1)

_exptl_crystal_description       prism
_exptl_crystal_colour            red

_diffrn_ambient_temperature      298(2)
_chemical_formula_weight         277.31

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

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration .

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

_cell_length_a                   12.3034(4)
_cell_length_b                   15.4060(5)
_cell_length_c                   16.9536(4)
_cell_angle_alpha                69.620(2)
_cell_angle_beta                 80.598(2)
_cell_angle_gamma                70.170(3)
_cell_volume                     2829.99(15)
_cell_formula_units_Z            8
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.60
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1168
_exptl_absorpt_coefficient_mu    0.681
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'Xcalibur, Ruby'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            28122
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_sigmaI/netI    0.0222
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.21
_diffrn_reflns_theta_max         67.49
_reflns_number_total             10182
_reflns_number_gt                8945
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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)+(0.0756P)²+0.2291P] 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         10182
_refine_ls_number_parameters     773
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0441
_refine_ls_wR_factor_ref         0.1284
_refine_ls_wR_factor_gt          0.1218
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.041
_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
O11 O -0.10382(8) 0.38720(7) 0.41754(6) 0.0620(2) Uani 1 1 d . . .
H11 H -0.0384(15) 0.3396(13) 0.4418(11) 0.074 Uiso 1 1 d . . .
O12 O -0.30068(9) 0.48454(8) 0.34493(7) 0.0743(3) Uani 1 1 d . . .
N11 N 0.04679(9) 0.22072(8) 0.48706(6) 0.0510(2) Uani 1 1 d . . .
C11 C -0.11970(10) 0.23377(10) 0.42277(7) 0.0519(3) Uani 1 1 d . . .
C12 C -0.16069(10) 0.33530(10) 0.40059(7) 0.0510(3) Uani 1 1 d . . .
C13 C -0.26563(11) 0.38594(11) 0.36010(8) 0.0575(3) Uani 1 1 d . . .
C14 C -0.32450(11) 0.33591(13) 0.33900(9) 0.0656(4) Uani 1 1 d . . .
H14 H -0.3926 0.3697 0.3107 0.079 Uiso 1 1 calc R . .
C15 C -0.28258(12) 0.23528(13) 0.35986(10) 0.0681(4) Uani 1 1 d . . .
H15 H -0.3224 0.2021 0.3450 0.082 Uiso 1 1 calc R . .
C16 C -0.18310(12) 0.18471(11) 0.40212(9) 0.0618(3) Uani 1 1 d . . .
H16 H -0.1571 0.1172 0.4174 0.074 Uiso 1 1 calc R . .
C17 C -0.01513(11) 0.17929(10) 0.46846(8) 0.0532(3) Uani 1 1 d . . .
H17 H 0.0078 0.1117 0.4848 0.064 Uiso 1 1 calc R . .
C18 C 0.15045(10) 0.16574(9) 0.52908(7) 0.0500(3) Uani 1 1 d . . .
C19 C 0.22483(12) 0.08377(10) 0.51274(9) 0.0594(3) Uani 1 1 d . . .
H19 H 0.2058 0.0609 0.4744 0.071 Uiso 1 1 calc R . .
C110 C 0.32967(12) 0.03410(10) 0.55360(10) 0.0678(4) Uani 1 1 d . . .
H110 H 0.3790 -0.0216 0.5423 0.081 Uiso 1 1 calc R . .
C111 C 0.35979(11) 0.06650(10) 0.60926(9) 0.0641(3) Uani 1 1 d . . .
H111 H 0.4292 0.0325 0.6359 0.077 Uiso 1 1 calc R . .
C112 C 0.28669(10) 0.15139(9) 0.62719(8) 0.0535(3) Uani 1 1 d . . .
C113 C 0.31618(12) 0.18803(11) 0.68383(8) 0.0644(3) Uani 1 1 d . . .
H113 H 0.3852 0.1550 0.7111 0.077 Uiso 1 1 calc R . .
C114 C 0.24576(14) 0.27032(13) 0.69895(9) 0.0713(4) Uani 1 1 d . . .
H114 H 0.2668 0.2934 0.7362 0.086 Uiso 1 1 calc R . .
C115 C 0.14155(14) 0.32069(13) 0.65883(10) 0.0746(4) Uani 1 1 d . . .
H115 H 0.0940 0.3775 0.6692 0.089 Uiso 1 1 calc R . .
C116 C 0.10892(11) 0.28734(10) 0.60455(8) 0.0604(3) Uani 1 1 d . . .
H116 H 0.0386 0.3211 0.5791 0.072 Uiso 1 1 calc R . .
C117 C 0.18032(10) 0.20242(9) 0.58651(7) 0.0489(3) Uani 1 1 d . . .
C118 C -0.40512(16) 0.53951(15) 0.30371(13) 0.0946(6) Uani 1 1 d . . .
H18A H -0.3967 0.5347 0.2479 0.142 Uiso 1 1 calc R . .
H18B H -0.4230 0.6064 0.3003 0.142 Uiso 1 1 calc R . .
H18C H -0.4666 0.5147 0.3349 0.142 Uiso 1 1 calc R . .
O21 O 0.60742(9) 0.11479(7) 0.57074(7) 0.0639(2) Uani 1 1 d . . .
H21 H 0.5436(16) 0.1646(13) 0.5452(11) 0.077 Uiso 1 1 d . . .
O22 O 0.79665(9) 0.00453(8) 0.64749(7) 0.0749(3) Uani 1 1 d . . .
N21 N 0.46602(9) 0.28672(8) 0.50609(6) 0.0515(2) Uani 1 1 d . . .
C21 C 0.63230(11) 0.26028(10) 0.57726(8) 0.0531(3) Uani 1 1 d . . .
C22 C 0.66752(10) 0.15962(10) 0.59413(7) 0.0517(3) Uani 1 1 d . . .
C23 C 0.76927(11) 0.10156(10) 0.63647(8) 0.0569(3) Uani 1 1 d . . .
C24 C 0.83276(12) 0.14401(12) 0.66304(8) 0.0638(3) Uani 1 1 d . . .
H24 H 0.8995 0.1055 0.6920 0.077 Uiso 1 1 calc R . .
C25 C 0.79717(13) 0.24440(13) 0.64666(10) 0.0702(4) Uani 1 1 d . . .
H25 H 0.8402 0.2726 0.6648 0.084 Uiso 1 1 calc R . .
C26 C 0.69909(12) 0.30186(12) 0.60397(9) 0.0650(3) Uani 1 1 d . . .
H26 H 0.6766 0.3689 0.5926 0.078 Uiso 1 1 calc R . .
C27 C 0.52967(11) 0.32164(10) 0.53092(8) 0.0548(3) Uani 1 1 d . . .
H27 H 0.5095 0.3886 0.5189 0.066 Uiso 1 1 calc R . .
C28 C 0.36384(10) 0.34651(9) 0.46391(7) 0.0504(3) Uani 1 1 d . . .
C29 C 0.29266(13) 0.42828(10) 0.48243(9) 0.0637(3) Uani 1 1 d . . .
H29 H 0.3136 0.4479 0.5222 0.076 Uiso 1 1 calc R . .
C210 C 0.18887(14) 0.48233(11) 0.44192(11) 0.0755(4) Uani 1 1 d . . .
H210 H 0.1420 0.5379 0.4547 0.091 Uiso 1 1 calc R . .
C211 C 0.15596(13) 0.45453(11) 0.38428(10) 0.0718(4) Uani 1 1 d . . .
H211 H 0.0870 0.4915 0.3578 0.086 Uiso 1 1 calc R . .
C212 C 0.22520(11) 0.37007(10) 0.36394(8) 0.0560(3) Uani 1 1 d . . .
C213 C 0.19132(12) 0.33828(12) 0.30580(8) 0.0656(3) Uani 1 1 d . . .
H213 H 0.1225 0.3744 0.2789 0.079 Uiso 1 1 calc R . .
C214 C 0.25754(13) 0.25590(12) 0.28859(9) 0.0684(4) Uani 1 1 d . . .
H214 H 0.2338 0.2359 0.2502 0.082 Uiso 1 1 calc R . .
C215 C 0.36139(13) 0.20091(11) 0.32841(9) 0.0653(3) Uani 1 1 d . . .
H215 H 0.4060 0.1441 0.3167 0.078 Uiso 1 1 calc R . .
C216 C 0.39806(11) 0.22967(9) 0.38429(8) 0.0551(3) Uani 1 1 d . . .
H216 H 0.4680 0.1929 0.4095 0.066 Uiso 1 1 calc R . .
C217 C 0.33102(10) 0.31463(9) 0.40412(7) 0.0487(3) Uani 1 1 d . . .
C218 C 0.89446(14) -0.05867(13) 0.69386(11) 0.0809(5) Uani 1 1 d . . .
H28A H 0.9622 -0.0417 0.6658 0.121 Uiso 1 1 calc R . .
H28B H 0.9035 -0.1245 0.6980 0.121 Uiso 1 1 calc R . .
H28C H 0.8842 -0.0528 0.7493 0.121 Uiso 1 1 calc R . .
O31 O 0.14036(8) 0.01339(7) 0.10343(6) 0.0618(2) Uani 1 1 d . . .
H31 H 0.2038(15) 0.0002(12) 0.0680(11) 0.074 Uiso 1 1 d . . .
O32 O -0.05943(9) 0.02564(8) 0.18814(7) 0.0698(3) Uani 1 1 d . . .
N31 N 0.29043(9) -0.05586(8) -0.00399(6) 0.0528(2) Uani 1 1 d . . .
C31 C 0.12580(11) -0.11074(9) 0.05449(8) 0.0537(3) Uani 1 1 d . . .
C32 C 0.08354(10) -0.04694(8) 0.10184(7) 0.0489(3) Uani 1 1 d . . .
C33 C -0.02187(11) -0.04390(9) 0.14889(8) 0.0531(3) Uani 1 1 d . . .
C34 C -0.08038(12) -0.10719(10) 0.15162(9) 0.0640(3) Uani 1 1 d . . .
H34 H -0.1486 -0.1070 0.1847 0.077 Uiso 1 1 calc R . .
C35 C -0.03743(14) -0.17125(11) 0.10497(12) 0.0750(4) Uani 1 1 d . . .
H35 H -0.0771 -0.2137 0.1069 0.090 Uiso 1 1 calc R . .
C36 C 0.06248(14) -0.17205(11) 0.05647(11) 0.0701(4) Uani 1 1 d . . .
H36 H 0.0891 -0.2138 0.0242 0.084 Uiso 1 1 calc R . .
C37 C 0.23026(11) -0.11108(10) 0.00106(8) 0.0577(3) Uani 1 1 d . . .
H37 H 0.2547 -0.1532 -0.0309 0.069 Uiso 1 1 calc R . .
C38 C 0.39269(11) -0.05918(10) -0.05647(7) 0.0551(3) Uani 1 1 d . . .
C39 C 0.46304(13) -0.14352(12) -0.07158(10) 0.0692(4) Uani 1 1 d . . .
H39 H 0.4431 -0.2006 -0.0477 0.083 Uiso 1 1 calc R . .
C310 C 0.56447(14) -0.14341(15) -0.12279(11) 0.0839(5) Uani 1 1 d . . .
H310 H 0.6104 -0.2003 -0.1337 0.101 Uiso 1 1 calc R . .
C311 C 0.59675(13) -0.06178(16) -0.15674(10) 0.0833(5) Uani 1 1 d . . .
H311 H 0.6642 -0.0633 -0.1910 0.100 Uiso 1 1 calc R . .
C312 C 0.52932(12) 0.02606(12) -0.14086(8) 0.0661(4) Uani 1 1 d . . .
C313 C 0.56336(14) 0.11161(15) -0.17180(9) 0.0796(5) Uani 1 1 d . . .
H313 H 0.6313 0.1114 -0.2052 0.096 Uiso 1 1 calc R . .
C314 C 0.49893(16) 0.19358(15) -0.15370(10) 0.0821(5) Uani 1 1 d . . .
H314 H 0.5235 0.2486 -0.1739 0.099 Uiso 1 1 calc R . .
C315 C 0.39488(14) 0.19594(12) -0.10449(10) 0.0724(4) Uani 1 1 d . . .
H315 H 0.3507 0.2527 -0.0926 0.087 Uiso 1 1 calc R . .
C316 C 0.35846(12) 0.11558(11) -0.07413(8) 0.0600(3) Uani 1 1 d . . .
H316 H 0.2888 0.1185 -0.0424 0.072 Uiso 1 1 calc R . .
C317 C 0.42485(10) 0.02788(10) -0.09003(7) 0.0545(3) Uani 1 1 d . . .
C318 C -0.16594(14) 0.03332(14) 0.23635(11) 0.0802(4) Uani 1 1 d . . .
H38A H -0.2257 0.0419 0.2019 0.120 Uiso 1 1 calc R . .
H38B H -0.1853 0.0882 0.2563 0.120 Uiso 1 1 calc R . .
H38C H -0.1589 -0.0249 0.2835 0.120 Uiso 1 1 calc R . .
O41 O 0.42127(11) 0.38431(9) -0.03856(8) 0.0863(3) Uani 1 1 d . . .
H41 H 0.3457(18) 0.4018(15) -0.0066(13) 0.104 Uiso 1 1 d . . .
O42 O 0.61076(13) 0.38653(14) -0.13385(10) 0.1182(5) Uani 1 1 d U . .
N41 N 0.22833(10) 0.47976(8) 0.02466(7) 0.0576(3) Uani 1 1 d . . .
C41 C 0.35931(13) 0.55740(11) -0.06955(8) 0.0629(3) Uani 1 1 d U . .
C42 C 0.43898(14) 0.47167(12) -0.07824(9) 0.0668(3) Uani 1 1 d U . .
C43 C 0.53942(15) 0.47483(16) -0.12942(10) 0.0827(4) Uani 1 1 d U . .
C44 C 0.55855(18) 0.56362(18) -0.17103(10) 0.0937(5) Uani 1 1 d U . .
H44 H 0.6256 0.5660 -0.2051 0.112 Uiso 1 1 calc R . .
C45 C 0.4790(2) 0.64920(18) -0.16255(12) 0.1015(5) Uani 1 1 d U . .
H45 H 0.4930 0.7084 -0.1907 0.122 Uiso 1 1 calc R . .
C46 C 0.38052(19) 0.64639(14) -0.11295(11) 0.0867(5) Uani 1 1 d . . .
H46 H 0.3270 0.7039 -0.1078 0.104 Uiso 1 1 calc R . .
C47 C 0.25370(13) 0.55731(10) -0.01785(8) 0.0612(3) Uani 1 1 d U . .
H47 H 0.2018 0.6166 -0.0155 0.073 Uiso 1 1 calc R . .
C48 C 0.12412(11) 0.48354(9) 0.07485(7) 0.0536(3) Uani 1 1 d . . .
C49 C 0.06563(15) 0.55720(10) 0.10818(9) 0.0684(4) Uani 1 1 d . . .
H49 H 0.0946 0.6089 0.0974 0.082 Uiso 1 1 calc R . .
C410 C -0.03638(16) 0.55611(12) 0.15788(10) 0.0784(4) Uani 1 1 d . . .
H410 H -0.0751 0.6076 0.1787 0.094 Uiso 1 1 calc R . .
C411 C -0.07964(14) 0.48137(12) 0.17610(10) 0.0728(4) Uani 1 1 d . . .
H411 H -0.1478 0.4818 0.2093 0.087 Uiso 1 1 calc R . .
C412 C -0.02219(12) 0.40223(10) 0.14510(8) 0.0579(3) Uani 1 1 d . . .
C413 C -0.06397(13) 0.32204(11) 0.16493(9) 0.0693(4) Uani 1 1 d . . .
H413 H -0.1307 0.3207 0.1995 0.083 Uiso 1 1 calc R . .
C414 C -0.00845(15) 0.24680(11) 0.13438(10) 0.0735(4) Uani 1 1 d . . .
H414 H -0.0374 0.1946 0.1479 0.088 Uiso 1 1 calc R . .
C415 C 0.09214(14) 0.24777(11) 0.08266(10) 0.0693(4) Uani 1 1 d . . .
H415 H 0.1297 0.1961 0.0619 0.083 Uiso 1 1 calc R . .
C416 C 0.13610(12) 0.32383(10) 0.06220(8) 0.0593(3) Uani 1 1 d . . .
H416 H 0.2031 0.3233 0.0275 0.071 Uiso 1 1 calc R . .
C417 C 0.08081(11) 0.40312(9) 0.09316(7) 0.0507(3) Uani 1 1 d . . .
C418 C 0.70106(18) 0.3835(3) -0.19624(15) 0.1332(11) Uani 1 1 d . . .
H48A H 0.6699 0.4196 -0.2507 0.200 Uiso 1 1 calc R . .
H48B H 0.7405 0.3172 -0.1938 0.200 Uiso 1 1 calc R . .
H48C H 0.7545 0.4117 -0.1869 0.200 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
O11 C12 1.3479(15) . ?
O12 C13 1.3708(18) . ?
O12 C118 1.4141(18) . ?
N11 C17 1.2789(16) . ?
N11 C18 1.4125(15) . ?
C11 C12 1.3997(19) . ?
C11 C16 1.4056(17) . ?
C11 C17 1.4491(17) . ?
C12 C13 1.4072(17) . ?
C13 C14 1.379(2) . ?
C14 C15 1.389(2) . ?
C15 C16 1.367(2) . ?
C18 C19 1.3732(18) . ?
C18 C117 1.4294(17) . ?
C19 C110 1.408(2) . ?
C110 C111 1.358(2) . ?
C111 C112 1.415(2) . ?
C112 C113 1.415(2) . ?
C112 C117 1.4232(16) . ?
C113 C114 1.354(2) . ?
C114 C115 1.397(2) . ?
C115 C116 1.365(2) . ?
C116 C117 1.4101(18) . ?
O21 C22 1.3470(15) . ?
O22 C23 1.3664(18) . ?
O22 C218 1.4125(17) . ?
N21 C27 1.2770(16) . ?
N21 C28 1.4105(15) . ?
C21 C22 1.3964(19) . ?
C21 C26 1.4042(18) . ?
C21 C27 1.4500(18) . ?
C22 C23 1.4033(18) . ?
C23 C24 1.3811(19) . ?
C24 C25 1.394(2) . ?
C25 C26 1.370(2) . ?
C28 C29 1.3747(19) . ?
C28 C217 1.4306(17) . ?
C29 C210 1.401(2) . ?
C210 C211 1.357(2) . ?
C211 C212 1.415(2) . ?
C212 C213 1.412(2) . ?
C212 C217 1.4209(17) . ?
C213 C214 1.356(2) . ?
C214 C215 1.398(2) . ?
C215 C216 1.3656(19) . ?
C216 C217 1.4106(18) . ?
O31 C32 1.3483(14) . ?
O32 C33 1.3654(16) . ?
O32 C318 1.4183(17) . ?
N31 C37 1.2787(17) . ?
N31 C38 1.4141(16) . ?
C31 C32 1.3954(18) . ?
C31 C36 1.4032(18) . ?
C31 C37 1.4459(19) . ?
C32 C33 1.4025(18) . ?
C33 C34 1.3802(18) . ?
C34 C35 1.390(2) . ?
C35 C36 1.361(2) . ?
C38 C39 1.378(2) . ?
C38 C317 1.426(2) . ?
C39 C310 1.399(2) . ?
C310 C311 1.353(3) . ?
C311 C312 1.418(2) . ?
C312 C313 1.417(2) . ?
C312 C317 1.4234(18) . ?
C313 C314 1.352(3) . ?
C314 C315 1.406(2) . ?
C315 C316 1.362(2) . ?
C316 C317 1.414(2) . ?
O41 C42 1.3535(19) . ?
O42 C43 1.366(3) . ?
O42 C418 1.404(2) . ?
N41 C47 1.2743(17) . ?
N41 C48 1.4137(17) . ?
C41 C42 1.392(2) . ?
C41 C46 1.402(2) . ?
C41 C47 1.444(2) . ?
C42 C43 1.394(2) . ?
C43 C44 1.384(3) . ?
C44 C45 1.388(3) . ?
C45 C46 1.362(3) . ?
C48 C49 1.3729(19) . ?
C48 C417 1.4287(18) . ?
C49 C410 1.394(2) . ?
C410 C411 1.349(2) . ?
C411 C412 1.415(2) . ?
C412 C413 1.410(2) . ?
C412 C417 1.4213(18) . ?
C413 C414 1.358(2) . ?
C414 C415 1.396(2) . ?
C415 C416 1.368(2) . ?
C416 C417 1.4131(18) . ?

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 O12 C118 117.39(13) . . ?
C17 N11 C18 121.08(11) . . ?
C12 C11 C16 119.09(12) . . ?
C12 C11 C17 120.77(11) . . ?
C16 C11 C17 120.11(12) . . ?
O11 C12 C11 122.35(11) . . ?
O11 C12 C13 118.12(12) . . ?
C11 C12 C13 119.53(12) . . ?
O12 C13 C14 125.26(12) . . ?
O12 C13 C12 114.79(12) . . ?
C14 C13 C12 119.95(13) . . ?
C13 C14 C15 120.31(13) . . ?
C16 C15 C14 120.39(13) . . ?
C15 C16 C11 120.63(14) . . ?
N11 C17 C11 122.40(12) . . ?
C19 C18 N11 122.68(12) . . ?
C19 C18 C117 120.04(11) . . ?
N11 C18 C117 117.14(11) . . ?
C18 C19 C110 120.43(13) . . ?
C111 C110 C19 120.89(13) . . ?
C110 C111 C112 120.70(12) . . ?
C111 C112 C113 122.20(12) . . ?
C111 C112 C117 119.14(12) . . ?
C113 C112 C117 118.66(12) . . ?
C114 C113 C112 121.16(12) . . ?
C113 C114 C115 120.24(14) . . ?
C116 C115 C114 120.60(15) . . ?
C115 C116 C117 120.90(12) . . ?
C116 C117 C112 118.42(11) . . ?
C116 C117 C18 122.78(11) . . ?
C112 C117 C18 118.79(11) . . ?
C23 O22 C218 117.58(12) . . ?
C27 N21 C28 121.88(11) . . ?
C22 C21 C26 119.19(12) . . ?
C22 C21 C27 120.61(11) . . ?
C26 C21 C27 120.19(13) . . ?
O21 C22 C21 122.38(11) . . ?
O21 C22 C23 117.69(12) . . ?
C21 C22 C23 119.92(12) . . ?
O22 C23 C24 125.46(12) . . ?
O22 C23 C22 114.72(12) . . ?
C24 C23 C22 119.82(13) . . ?
C23 C24 C25 120.22(13) . . ?
C26 C25 C24 120.36(13) . . ?
C25 C26 C21 120.47(14) . . ?
N21 C27 C21 122.18(12) . . ?
C29 C28 N21 122.81(12) . . ?
C29 C28 C217 120.02(12) . . ?
N21 C28 C217 117.00(11) . . ?
C28 C29 C210 120.63(13) . . ?
C211 C210 C29 120.73(13) . . ?
C210 C211 C212 120.88(13) . . ?
C213 C212 C211 121.91(12) . . ?
C213 C212 C217 118.93(12) . . ?
C211 C212 C217 119.15(12) . . ?
C214 C213 C212 121.06(13) . . ?
C213 C214 C215 120.12(13) . . ?
C216 C215 C214 120.71(13) . . ?
C215 C216 C217 120.70(12) . . ?
C216 C217 C212 118.47(11) . . ?
C216 C217 C28 122.95(11) . . ?
C212 C217 C28 118.58(11) . . ?
C33 O32 C318 118.02(11) . . ?
C37 N31 C38 120.84(11) . . ?
C32 C31 C36 118.92(12) . . ?
C32 C31 C37 120.94(11) . . ?
C36 C31 C37 120.07(12) . . ?
O31 C32 C31 122.08(11) . . ?
O31 C32 C33 118.26(11) . . ?
C31 C32 C33 119.66(11) . . ?
O32 C33 C34 124.98(12) . . ?
O32 C33 C32 114.99(11) . . ?
C34 C33 C32 120.03(12) . . ?
C33 C34 C35 120.06(13) . . ?
C36 C35 C34 120.29(13) . . ?
C35 C36 C31 120.95(14) . . ?
N31 C37 C31 122.67(12) . . ?
C39 C38 N31 122.34(13) . . ?
C39 C38 C317 120.39(13) . . ?
N31 C38 C317 117.18(11) . . ?
C38 C39 C310 120.16(16) . . ?
C311 C310 C39 121.03(16) . . ?
C310 C311 C312 120.99(14) . . ?
C313 C312 C311 122.57(15) . . ?
C313 C312 C317 118.56(15) . . ?
C311 C312 C317 118.84(15) . . ?
C314 C313 C312 121.30(15) . . ?
C313 C314 C315 120.22(16) . . ?
C316 C315 C314 120.37(16) . . ?
C315 C316 C317 121.04(14) . . ?
C316 C317 C312 118.48(13) . . ?
C316 C317 C38 122.96(12) . . ?
C312 C317 C38 118.55(13) . . ?
C43 O42 C418 118.9(2) . . ?
C47 N41 C48 120.84(12) . . ?
C42 C41 C46 119.59(16) . . ?
C42 C41 C47 121.51(13) . . ?
C46 C41 C47 118.89(16) . . ?
O41 C42 C41 121.63(14) . . ?
O41 C42 C43 118.54(16) . . ?
C41 C42 C43 119.83(15) . . ?
O42 C43 C44 125.87(18) . . ?
O42 C43 C42 114.78(17) . . ?
C44 C43 C42 119.35(19) . . ?
C43 C44 C45 120.86(17) . . ?
C46 C45 C44 119.92(18) . . ?
C45 C46 C41 120.4(2) . . ?
N41 C47 C41 123.04(14) . . ?
C49 C48 N41 124.20(13) . . ?
C49 C48 C417 119.19(13) . . ?
N41 C48 C417 116.58(11) . . ?
C48 C49 C410 121.35(14) . . ?
C411 C410 C49 120.86(14) . . ?
C410 C411 C412 120.56(14) . . ?
C413 C412 C411 121.71(14) . . ?
C413 C412 C417 119.07(13) . . ?
C411 C412 C417 119.22(13) . . ?
C414 C413 C412 121.16(14) . . ?
C413 C414 C415 119.98(14) . . ?
C416 C415 C414 120.82(14) . . ?
C415 C416 C417 120.69(14) . . ?
C416 C417 C412 118.27(12) . . ?
C416 C417 C48 122.93(12) . . ?
C412 C417 C48 118.80(12) . . ?

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
C16 C11 C12 O11 -179.27(11) . . . . ?
C17 C11 C12 O11 2.44(18) . . . . ?
C16 C11 C12 C13 1.58(18) . . . . ?
C17 C11 C12 C13 -176.72(11) . . . . ?
C118 O12 C13 C14 -0.5(2) . . . . ?
C118 O12 C13 C12 179.47(14) . . . . ?
O11 C12 C13 O12 -2.26(17) . . . . ?
C11 C12 C13 O12 176.93(11) . . . . ?
O11 C12 C13 C14 177.75(11) . . . . ?
C11 C12 C13 C14 -3.06(18) . . . . ?
O12 C13 C14 C15 -177.97(13) . . . . ?
C12 C13 C14 C15 2.0(2) . . . . ?
C13 C14 C15 C16 0.5(2) . . . . ?
C14 C15 C16 C11 -2.0(2) . . . . ?
C12 C11 C16 C15 0.96(19) . . . . ?
C17 C11 C16 C15 179.27(12) . . . . ?
C18 N11 C17 C11 -177.77(10) . . . . ?
C12 C11 C17 N11 -3.27(18) . . . . ?
C16 C11 C17 N11 178.45(12) . . . . ?
C17 N11 C18 C19 37.71(17) . . . . ?
C17 N11 C18 C117 -146.46(11) . . . . ?
N11 C18 C19 C110 177.07(12) . . . . ?
C117 C18 C19 C110 1.35(19) . . . . ?
C18 C19 C110 C111 -0.5(2) . . . . ?
C19 C110 C111 C112 -0.3(2) . . . . ?
C110 C111 C112 C113 -179.01(13) . . . . ?
C110 C111 C112 C117 0.41(19) . . . . ?
C111 C112 C113 C114 178.88(13) . . . . ?
C117 C112 C113 C114 -0.5(2) . . . . ?
C112 C113 C114 C115 0.3(2) . . . . ?
C113 C114 C115 C116 0.5(3) . . . . ?
C114 C115 C116 C117 -1.1(2) . . . . ?
C115 C116 C117 C112 0.9(2) . . . . ?
C115 C116 C117 C18 -178.98(13) . . . . ?
C111 C112 C117 C116 -179.48(12) . . . . ?
C113 C112 C117 C116 -0.04(17) . . . . ?
C111 C112 C117 C18 0.38(17) . . . . ?
C113 C112 C117 C18 179.82(11) . . . . ?
C19 C18 C117 C116 178.59(12) . . . . ?
N11 C18 C117 C116 2.64(17) . . . . ?
C19 C18 C117 C112 -1.26(17) . . . . ?
N11 C18 C117 C112 -177.21(10) . . . . ?
C26 C21 C22 O21 179.67(12) . . . . ?
C27 C21 C22 O21 -1.84(19) . . . . ?
C26 C21 C22 C23 -0.71(18) . . . . ?
C27 C21 C22 C23 177.78(11) . . . . ?
C218 O22 C23 C24 3.7(2) . . . . ?
C218 O22 C23 C22 -176.49(13) . . . . ?
O21 C22 C23 O22 1.28(17) . . . . ?
C21 C22 C23 O22 -178.35(11) . . . . ?
O21 C22 C23 C24 -178.86(12) . . . . ?
C21 C22 C23 C24 1.51(18) . . . . ?
O22 C23 C24 C25 178.74(13) . . . . ?
C22 C23 C24 C25 -1.1(2) . . . . ?
C23 C24 C25 C26 -0.1(2) . . . . ?
C24 C25 C26 C21 0.9(2) . . . . ?
C22 C21 C26 C25 -0.5(2) . . . . ?
C27 C21 C26 C25 -178.99(13) . . . . ?
C28 N21 C27 C21 177.49(11) . . . . ?
C22 C21 C27 N21 2.12(19) . . . . ?
C26 C21 C27 N21 -179.40(12) . . . . ?
C27 N21 C28 C29 -35.11(18) . . . . ?
C27 N21 C28 C217 149.61(12) . . . . ?
N21 C28 C29 C210 -176.51(13) . . . . ?
C217 C28 C29 C210 -1.4(2) . . . . ?
C28 C29 C210 C211 0.7(3) . . . . ?
C29 C210 C211 C212 0.3(3) . . . . ?
C210 C211 C212 C213 178.32(15) . . . . ?
C210 C211 C212 C217 -0.6(2) . . . . ?
C211 C212 C213 C214 -178.44(14) . . . . ?
C217 C212 C213 C214 0.5(2) . . . . ?
C212 C213 C214 C215 -0.1(2) . . . . ?
C213 C214 C215 C216 -0.6(2) . . . . ?
C214 C215 C216 C217 1.1(2) . . . . ?
C215 C216 C217 C212 -0.67(18) . . . . ?
C215 C216 C217 C28 178.21(12) . . . . ?
C213 C212 C217 C216 -0.10(18) . . . . ?
C211 C212 C217 C216 178.88(13) . . . . ?
C213 C212 C217 C28 -179.04(12) . . . . ?
C211 C212 C217 C28 -0.06(18) . . . . ?
C29 C28 C217 C216 -177.84(12) . . . . ?
N21 C28 C217 C216 -2.42(17) . . . . ?
C29 C28 C217 C212 1.05(18) . . . . ?
N21 C28 C217 C212 176.47(10) . . . . ?
C36 C31 C32 O31 179.43(12) . . . . ?
C37 C31 C32 O31 -3.38(18) . . . . ?
C36 C31 C32 C33 -1.26(18) . . . . ?
C37 C31 C32 C33 175.93(11) . . . . ?
C318 O32 C33 C34 0.8(2) . . . . ?
C318 O32 C33 C32 179.55(13) . . . . ?
O31 C32 C33 O32 3.75(16) . . . . ?
C31 C32 C33 O32 -175.59(11) . . . . ?
O31 C32 C33 C34 -177.41(12) . . . . ?
C31 C32 C33 C34 3.26(18) . . . . ?
O32 C33 C34 C35 176.04(14) . . . . ?
C32 C33 C34 C35 -2.7(2) . . . . ?
C33 C34 C35 C36 0.1(2) . . . . ?
C34 C35 C36 C31 2.0(2) . . . . ?
C32 C31 C36 C35 -1.3(2) . . . . ?
C37 C31 C36 C35 -178.55(14) . . . . ?
C38 N31 C37 C31 179.40(11) . . . . ?
C32 C31 C37 N31 1.93(19) . . . . ?
C36 C31 C37 N31 179.08(13) . . . . ?
C37 N31 C38 C39 -32.11(18) . . . . ?
C37 N31 C38 C317 151.47(12) . . . . ?
N31 C38 C39 C310 -178.83(12) . . . . ?
C317 C38 C39 C310 -2.5(2) . . . . ?
C38 C39 C310 C311 1.5(2) . . . . ?
C39 C310 C311 C312 0.6(3) . . . . ?
C310 C311 C312 C313 176.74(15) . . . . ?
C310 C311 C312 C317 -1.6(2) . . . . ?
C311 C312 C313 C314 -178.12(14) . . . . ?
C317 C312 C313 C314 0.2(2) . . . . ?
C312 C313 C314 C315 -1.1(2) . . . . ?
C313 C314 C315 C316 0.5(2) . . . . ?
C314 C315 C316 C317 1.1(2) . . . . ?
C315 C316 C317 C312 -1.93(18) . . . . ?
C315 C316 C317 C38 177.17(12) . . . . ?
C313 C312 C317 C316 1.30(17) . . . . ?
C311 C312 C317 C316 179.67(12) . . . . ?
C313 C312 C317 C38 -177.84(12) . . . . ?
C311 C312 C317 C38 0.53(18) . . . . ?
C39 C38 C317 C316 -177.61(12) . . . . ?
N31 C38 C317 C316 -1.11(17) . . . . ?
C39 C38 C317 C312 1.49(17) . . . . ?
N31 C38 C317 C312 177.99(10) . . . . ?
C46 C41 C42 O41 -178.99(14) . . . . ?
C47 C41 C42 O41 -0.1(2) . . . . ?
C46 C41 C42 C43 0.5(2) . . . . ?
C47 C41 C42 C43 179.34(13) . . . . ?
C418 O42 C43 C44 -12.3(3) . . . . ?
C418 O42 C43 C42 167.10(17) . . . . ?
O41 C42 C43 O42 0.0(2) . . . . ?
C41 C42 C43 O42 -179.43(14) . . . . ?
O41 C42 C43 C44 179.49(15) . . . . ?
C41 C42 C43 C44 0.0(2) . . . . ?
O42 C43 C44 C45 179.23(18) . . . . ?
C42 C43 C44 C45 -0.2(3) . . . . ?
C43 C44 C45 C46 -0.2(3) . . . . ?
C44 C45 C46 C41 0.7(3) . . . . ?
C42 C41 C46 C45 -0.8(2) . . . . ?
C47 C41 C46 C45 -179.73(15) . . . . ?
C48 N41 C47 C41 179.52(11) . . . . ?
C42 C41 C47 N41 2.2(2) . . . . ?
C46 C41 C47 N41 -178.94(13) . . . . ?
C47 N41 C48 C49 -25.60(19) . . . . ?
C47 N41 C48 C417 156.40(12) . . . . ?
N41 C48 C49 C410 -179.42(13) . . . . ?
C417 C48 C49 C410 -1.5(2) . . . . ?
C48 C49 C410 C411 1.3(2) . . . . ?
C49 C410 C411 C412 0.0(3) . . . . ?
C410 C411 C412 C413 178.39(15) . . . . ?
C410 C411 C412 C417 -1.1(2) . . . . ?
C411 C412 C413 C414 179.60(14) . . . . ?
C417 C412 C413 C414 -0.9(2) . . . . ?
C412 C413 C414 C415 0.3(2) . . . . ?
C413 C414 C415 C416 0.1(2) . . . . ?
C414 C415 C416 C417 0.2(2) . . . . ?
C415 C416 C417 C412 -0.78(19) . . . . ?
C415 C416 C417 C48 178.95(12) . . . . ?
C413 C412 C417 C416 1.13(17) . . . . ?
C411 C412 C417 C416 -179.36(12) . . . . ?
C413 C412 C417 C48 -178.62(11) . . . . ?
C411 C412 C417 C48 0.90(17) . . . . ?
C49 C48 C417 C416 -179.37(12) . . . . ?
N41 C48 C417 C416 -1.26(17) . . . . ?
C49 C48 C417 C412 0.36(17) . . . . ?
N41 C48 C417 C412 178.47(10) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        67.49
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.159
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.034

#============================================================
_iucr_refine_instruction_details 
;

TITL 3aRT in P-1
CELL  1.54184  12.3034  15.4060  16.9536   69.620   80.598   70.170
ZERR     8.00   0.0004   0.0005   0.0004    0.002    0.002    0.003
LATT   1
SFAC  C    H    N    O
UNIT  144  120  8    16
MERG   2
OMIT    -4.00 135.00
FMAP   2
PLAN   20
ACTA
BOND
rem  BOND   $H
DELU  0.001  0.001  O42  C43  C41  C42  C41  C47  C44  C45
CONF
LIST   4
L.S.   6
TEMP    25.00
WGHT    0.075600    0.229100
FVAR       7.71224
MOLE    1
O11   4   -0.103824    0.387204    0.417539    11.00000    0.05856    0.06137 =
         0.07340   -0.02510   -0.01855   -0.01632
H11   2   -0.038372    0.339605    0.441828    11.00000   -1.20000
O12   4   -0.300681    0.484540    0.344930    11.00000    0.06569    0.07405 =
         0.08092   -0.02934   -0.02512   -0.00363
N11   3    0.046790    0.220718    0.487063    11.00000    0.04621    0.05857 =
         0.04859   -0.01674   -0.00357   -0.01610
C11   1   -0.119696    0.233774    0.422771    11.00000    0.04681    0.06663 =
         0.04924   -0.02430    0.00312   -0.02241
C12   1   -0.160687    0.335297    0.400592    11.00000    0.04668    0.06673 =
         0.04650   -0.02475   -0.00014   -0.01962
C13   1   -0.265632    0.385942    0.360105    11.00000    0.04876    0.07765 =
         0.04989   -0.02847   -0.00284   -0.01516
C14   1   -0.324497    0.335914    0.338997    11.00000    0.04564    0.09891 =
         0.06136   -0.03864   -0.00293   -0.01947
AFIX  43
H14   2   -0.392580    0.369709    0.310660    11.00000   -1.20000
AFIX   0
C15   1   -0.282576    0.235284    0.359862    11.00000    0.05103    0.10064 =
         0.07550   -0.04739    0.00441   -0.03481
AFIX  43
H15   2   -0.322419    0.202118    0.344994    11.00000   -1.20000
AFIX   0
C16   1   -0.183095    0.184711    0.402124    11.00000    0.05451    0.07503 =
         0.07006   -0.03505    0.00719   -0.02952
AFIX  43
H16   2   -0.157123    0.117202    0.417358    11.00000   -1.20000
AFIX   0
C17   1   -0.015126    0.179293    0.468458    11.00000    0.05113    0.05811 =
         0.05236   -0.01872    0.00231   -0.02024
AFIX  43
H17   2    0.007797    0.111740    0.484849    11.00000   -1.20000
AFIX   0
C18   1    0.150453    0.165740    0.529080    11.00000    0.04581    0.05254 =
         0.04843   -0.01101   -0.00102   -0.01689
C19   1    0.224834    0.083768    0.512741    11.00000    0.05511    0.05822 =
         0.06432   -0.01999    0.00150   -0.01820
AFIX  43
H19   2    0.205834    0.060916    0.474439    11.00000   -1.20000
AFIX   0
C110  1    0.329670    0.034098    0.553599    11.00000    0.05420    0.05406 =
         0.08422   -0.01897    0.00171   -0.00826
AFIX  43
H110  2    0.378959   -0.021645    0.542325    11.00000   -1.20000
AFIX   0
C111  1    0.359786    0.066495    0.609256    11.00000    0.04445    0.05784 =
         0.07409   -0.00419   -0.00900   -0.01026
AFIX  43
H111  2    0.429199    0.032514    0.635859    11.00000   -1.20000
AFIX   0
C112  1    0.286687    0.151387    0.627192    11.00000    0.04505    0.05600 =
         0.05185   -0.00348   -0.00478   -0.01877
C113  1    0.316178    0.188027    0.683831    11.00000    0.05451    0.07768 =
         0.05621   -0.00579   -0.01544   -0.02438
AFIX  43
H113  2    0.385155    0.154983    0.711145    11.00000   -1.20000
AFIX   0
C114  1    0.245763    0.270319    0.698954    11.00000    0.07259    0.08769 =
         0.06286   -0.02717   -0.01398   -0.02739
AFIX  43
H114  2    0.266846    0.293404    0.736195    11.00000   -1.20000
AFIX   0
C115  1    0.141549    0.320695    0.658831    11.00000    0.07151    0.08202 =
         0.07407   -0.03808   -0.01229   -0.01045
AFIX  43
H115  2    0.093976    0.377476    0.669205    11.00000   -1.20000
AFIX   0
C116  1    0.108918    0.287343    0.604550    11.00000    0.05117    0.06649 =
         0.06062   -0.02325   -0.01151   -0.00709
AFIX  43
H116  2    0.038626    0.321086    0.579107    11.00000   -1.20000
AFIX   0
C117  1    0.180322    0.202415    0.586508    11.00000    0.04277    0.05319 =
         0.04641   -0.00923   -0.00173   -0.01629
C118  1   -0.405120    0.539509    0.303705    11.00000    0.07528    0.09666 =
         0.09962   -0.02970   -0.03622    0.00218
AFIX 137
H18A  2   -0.396654    0.534750    0.247921    11.00000   -1.50000
H18B  2   -0.423019    0.606357    0.300334    11.00000   -1.50000
H18C  2   -0.466589    0.514739    0.334874    11.00000   -1.50000
AFIX   0
MOLE    2
O21   4    0.607417    0.114785    0.570737    11.00000    0.05918    0.06065 =
         0.07775   -0.02220   -0.01850   -0.01841
H21   2    0.543650    0.164582    0.545224    11.00000   -1.20000
O22   4    0.796652    0.004533    0.647495    11.00000    0.07116    0.07018 =
         0.08099   -0.02412   -0.02555   -0.00847
N21   3    0.466023    0.286719    0.506095    11.00000    0.04707    0.05722 =
         0.05081   -0.01706   -0.00172   -0.01686
C21   1    0.632303    0.260275    0.577257    11.00000    0.04896    0.06610 =
         0.05069   -0.02337    0.00257   -0.02274
C22   1    0.667522    0.159621    0.594130    11.00000    0.04777    0.06544 =
         0.04678   -0.02108    0.00028   -0.02107
C23   1    0.769270    0.101558    0.636475    11.00000    0.05120    0.07164 =
         0.04862   -0.02171   -0.00189   -0.01715
C24   1    0.832759    0.144010    0.663042    11.00000    0.04941    0.09043 =
         0.05574   -0.02915   -0.00582   -0.01868
AFIX  43
H24   2    0.899484    0.105472    0.691961    11.00000   -1.20000
AFIX   0
C25   1    0.797167    0.244398    0.646657    11.00000    0.05897    0.09707 =
         0.07437   -0.04101   -0.00403   -0.03352
AFIX  43
H25   2    0.840211    0.272550    0.664787    11.00000   -1.20000
AFIX   0
C26   1    0.699087    0.301863    0.603975    11.00000    0.05951    0.07417 =
         0.07374   -0.03268   -0.00225   -0.02679
AFIX  43
H26   2    0.676595    0.368885    0.592623    11.00000   -1.20000
AFIX   0
C27   1    0.529666    0.321641    0.530917    11.00000    0.05348    0.05819 =
         0.05552   -0.01934    0.00004   -0.02050
AFIX  43
H27   2    0.509517    0.388648    0.518875    11.00000   -1.20000
AFIX   0
C28   1    0.363843    0.346506    0.463913    11.00000    0.04674    0.05140 =
         0.05070   -0.01354   -0.00110   -0.01542
C29   1    0.292665    0.428280    0.482430    11.00000    0.06340    0.06043 =
         0.07033   -0.02834   -0.00430   -0.01432
AFIX  43
H29   2    0.313614    0.447907    0.522228    11.00000   -1.20000
AFIX   0
C210  1    0.188873    0.482330    0.441925    11.00000    0.06750    0.06017 =
         0.09106   -0.03248   -0.01101    0.00205
AFIX  43
H210  2    0.142015    0.537874    0.454686    11.00000   -1.20000
AFIX   0
C211  1    0.155956    0.454533    0.384278    11.00000    0.05813    0.06385 =
         0.07860   -0.01752   -0.01691    0.00075
AFIX  43
H211  2    0.086968    0.491482    0.357783    11.00000   -1.20000
AFIX   0
C212  1    0.225200    0.370074    0.363936    11.00000    0.05031    0.05973 =
         0.05066   -0.01020   -0.00448   -0.01447
C213  1    0.191323    0.338282    0.305804    11.00000    0.05792    0.08092 =
         0.05352   -0.01321   -0.01159   -0.01994
AFIX  43
H213  2    0.122485    0.374430    0.278892    11.00000   -1.20000
AFIX   0
C214  1    0.257535    0.255904    0.288589    11.00000    0.07200    0.08773 =
         0.05495   -0.02712   -0.00362   -0.03121
AFIX  43
H214  2    0.233836    0.235938    0.250222    11.00000   -1.20000
AFIX   0
C215  1    0.361393    0.200910    0.328414    11.00000    0.06951    0.06912 =
         0.06081   -0.02832    0.00032   -0.01903
AFIX  43
H215  2    0.405975    0.144136    0.316722    11.00000   -1.20000
AFIX   0
C216  1    0.398056    0.229674    0.384292    11.00000    0.05043    0.05824 =
         0.05302   -0.01711   -0.00188   -0.01283
AFIX  43
H216  2    0.467963    0.192859    0.409541    11.00000   -1.20000
AFIX   0
C217  1    0.331023    0.314633    0.404121    11.00000    0.04644    0.05084 =
         0.04503   -0.01027    0.00100   -0.01651
C218  1    0.894455   -0.058670    0.693865    11.00000    0.06797    0.08302 =
         0.07979   -0.02568   -0.01967   -0.00096
AFIX 137
H28A  2    0.962218   -0.041721    0.665754    11.00000   -1.50000
H28B  2    0.903459   -0.124474    0.698017    11.00000   -1.50000
H28C  2    0.884162   -0.052773    0.749339    11.00000   -1.50000
AFIX   0
MOLE    3
O31   4    0.140364    0.013390    0.103428    11.00000    0.06083    0.06837 =
         0.07328   -0.03675    0.01454   -0.03410
H31   2    0.203814    0.000177    0.068034    11.00000   -1.20000
O32   4   -0.059430    0.025643    0.188140    11.00000    0.06577    0.07741 =
         0.08026   -0.03946    0.02255   -0.03637
N31   3    0.290429   -0.055861   -0.003987    11.00000    0.04806    0.05637 =
         0.05153   -0.01934   -0.00340   -0.01013
C31   1    0.125800   -0.110738    0.054493    11.00000    0.05467    0.04637 =
         0.05940   -0.01514   -0.00982   -0.01314
C32   1    0.083537   -0.046941    0.101839    11.00000    0.05135    0.04586 =
         0.04998   -0.01061   -0.00634   -0.01831
C33   1   -0.021868   -0.043898    0.148886    11.00000    0.05333    0.05040 =
         0.05397   -0.01115   -0.00367   -0.01890
C34   1   -0.080381   -0.107188    0.151617    11.00000    0.05693    0.05975 =
         0.07456   -0.01190   -0.00265   -0.02676
AFIX  43
H34   2   -0.148613   -0.106972    0.184701    11.00000   -1.20000
AFIX   0
C35   1   -0.037426   -0.171245    0.104967    11.00000    0.06991    0.06222 =
         0.10430   -0.02581   -0.00851   -0.03283
AFIX  43
H35   2   -0.077103   -0.213747    0.106889    11.00000   -1.20000
AFIX   0
C36   1    0.062476   -0.172046    0.056472    11.00000    0.07176    0.05732 =
         0.09196   -0.03290   -0.00858   -0.02129
AFIX  43
H36   2    0.089133   -0.213828    0.024192    11.00000   -1.20000
AFIX   0
C37   1    0.230257   -0.111084    0.001057    11.00000    0.05792    0.05607 =
         0.06023   -0.02551   -0.00656   -0.00964
AFIX  43
H37   2    0.254672   -0.153182   -0.030947    11.00000   -1.20000
AFIX   0
C38   1    0.392692   -0.059181   -0.056471    11.00000    0.04751    0.06758 =
         0.04717   -0.02254   -0.00549   -0.00773
C39   1    0.463045   -0.143518   -0.071584    11.00000    0.05933    0.07546 =
         0.07020   -0.03467   -0.00564   -0.00432
AFIX  43
H39   2    0.443051   -0.200633   -0.047686    11.00000   -1.20000
AFIX   0
C310  1    0.564472   -0.143413   -0.122794    11.00000    0.06167    0.10348 =
         0.08037   -0.05041    0.00244    0.00174
AFIX  43
H310  2    0.610418   -0.200337   -0.133672    11.00000   -1.20000
AFIX   0
C311  1    0.596751   -0.061781   -0.156738    11.00000    0.05389    0.12465 =
         0.06338   -0.04127    0.00903   -0.01100
AFIX  43
H311  2    0.664172   -0.063297   -0.191000    11.00000   -1.20000
AFIX   0
C312  1    0.529321    0.026058   -0.140856    11.00000    0.05103    0.09793 =
         0.04383   -0.01826   -0.00402   -0.01933
C313  1    0.563356    0.111607   -0.171798    11.00000    0.06095    0.11981 =
         0.05138   -0.00930   -0.00347   -0.03724
AFIX  43
H313  2    0.631332    0.111361   -0.205208    11.00000   -1.20000
AFIX   0
C314  1    0.498934    0.193583   -0.153696    11.00000    0.08068    0.09795 =
         0.06608   -0.00009   -0.01620   -0.04598
AFIX  43
H314  2    0.523541    0.248581   -0.173860    11.00000   -1.20000
AFIX   0
C315  1    0.394876    0.195944   -0.104490    11.00000    0.07575    0.07435 =
         0.06822   -0.01566   -0.01314   -0.02703
AFIX  43
H315  2    0.350662    0.252685   -0.092604    11.00000   -1.20000
AFIX   0
C316  1    0.358464    0.115583   -0.074132    11.00000    0.05439    0.07071 =
         0.05502   -0.01930   -0.00449   -0.01906
AFIX  43
H316  2    0.288832    0.118462   -0.042450    11.00000   -1.20000
AFIX   0
C317  1    0.424851    0.027880   -0.090027    11.00000    0.04622    0.07256 =
         0.04186   -0.01829   -0.00612   -0.01242
C318  1   -0.165936    0.033323    0.236354    11.00000    0.06966    0.09402 =
         0.08332   -0.03771    0.02472   -0.03593
AFIX 137
H38A  2   -0.225727    0.041874    0.201863    11.00000   -1.50000
H38B  2   -0.185306    0.088179    0.256309    11.00000   -1.50000
H38C  2   -0.158867   -0.024884    0.283525    11.00000   -1.50000
AFIX   0
MOLE    4
O41   4    0.421267    0.384306   -0.038558    11.00000    0.08706    0.06894 =
         0.09569   -0.02334    0.01808   -0.02802
H41   2    0.345706    0.401818   -0.006610    11.00000   -1.20000
O42   4    0.610760    0.386531   -0.133854    11.00000    0.09322    0.14689 =
         0.10935   -0.05133    0.02892   -0.03466
N41   3    0.228327    0.479764    0.024662    11.00000    0.06300    0.05547 =
         0.05730   -0.01475   -0.00832   -0.02237
C41   1    0.359314    0.557404   -0.069547    11.00000    0.07732    0.06996 =
         0.05096   -0.01231   -0.01131   -0.03765
C42   1    0.438978    0.471670   -0.078235    11.00000    0.07114    0.08225 =
         0.05496   -0.01825   -0.00524   -0.03596
C43   1    0.539421    0.474831   -0.129416    11.00000    0.07577    0.12198 =
         0.06272   -0.03130    0.00015   -0.04483
C44   1    0.558554    0.563624   -0.171029    11.00000    0.09819    0.15371 =
         0.05995   -0.03288    0.00862   -0.08313
AFIX  43
H44   2    0.625561    0.565975   -0.205112    11.00000   -1.20000
AFIX   0
C45   1    0.479022    0.649200   -0.162545    11.00000    0.13984    0.12220 =
         0.07380   -0.02150    0.00650   -0.09392
AFIX  43
H45   2    0.492986    0.708378   -0.190693    11.00000   -1.20000
AFIX   0
C46   1    0.380518    0.646386   -0.112947    11.00000    0.12013    0.08520 =
         0.07142   -0.01788   -0.00140   -0.06056
AFIX  43
H46   2    0.326959    0.703870   -0.107832    11.00000   -1.20000
AFIX   0
C47   1    0.253698    0.557305   -0.017850    11.00000    0.07415    0.05755 =
         0.05560   -0.01329   -0.01328   -0.02480
AFIX  43
H47   2    0.201788    0.616576   -0.015470    11.00000   -1.20000
AFIX   0
C48   1    0.124115    0.483542    0.074847    11.00000    0.06028    0.05107 =
         0.04821   -0.01301   -0.00975   -0.01509
C49   1    0.065631    0.557205    0.108180    11.00000    0.08836    0.05400 =
         0.06482   -0.02097   -0.00602   -0.02103
AFIX  43
H49   2    0.094640    0.608890    0.097390    11.00000   -1.20000
AFIX   0
C410  1   -0.036376    0.556113    0.157883    11.00000    0.09243    0.06351 =
         0.07085   -0.03002    0.00451   -0.00832
AFIX  43
H410  2   -0.075082    0.607591    0.178743    11.00000   -1.20000
AFIX   0
C411  1   -0.079638    0.481367    0.176098    11.00000    0.06639    0.07443 =
         0.06257   -0.01915    0.00470   -0.00901
AFIX  43
H411  2   -0.147804    0.481843    0.209312    11.00000   -1.20000
AFIX   0
C412  1   -0.022191    0.402231    0.145102    11.00000    0.05677    0.05830 =
         0.05083   -0.00803   -0.01092   -0.01369
C413  1   -0.063971    0.322042    0.164927    11.00000    0.06117    0.07299 =
         0.06602   -0.00563   -0.00776   -0.02576
AFIX  43
H413  2   -0.130724    0.320666    0.199533    11.00000   -1.20000
AFIX   0
C414  1   -0.008452    0.246797    0.134377    11.00000    0.08210    0.06134 =
         0.07760   -0.00618   -0.01725   -0.03272
AFIX  43
H414  2   -0.037423    0.194628    0.147896    11.00000   -1.20000
AFIX   0
C415  1    0.092141    0.247771    0.082662    11.00000    0.08237    0.05377 =
         0.07520   -0.01958   -0.01106   -0.02269
AFIX  43
H415  2    0.129725    0.196070    0.061870    11.00000   -1.20000
AFIX   0
C416  1    0.136102    0.323831    0.062198    11.00000    0.06448    0.05358 =
         0.05981   -0.01819   -0.00472   -0.01686
AFIX  43
H416  2    0.203076    0.323348    0.027546    11.00000   -1.20000
AFIX   0
C417  1    0.080807    0.403122    0.093165    11.00000    0.05554    0.04778 =
         0.04574   -0.01064   -0.01269   -0.01162
C418  1    0.701062    0.383542   -0.196237    11.00000    0.07101    0.22926 =
         0.10213   -0.06880    0.01018   -0.03883
AFIX 137
H48A  2    0.669918    0.419627   -0.250685    11.00000   -1.50000
H48B  2    0.740516    0.317232   -0.193794    11.00000   -1.50000
H48C  2    0.754511    0.411722   -0.186896    11.00000   -1.50000
HKLF    4
 
REM  test11 in P-1
REM R1 =  0.0441 for   8945 Fo > 4sig(Fo)  and  0.0489 for all  10182 data
REM    773 parameters refined using     12 restraints
 
END  
     
WGHT      0.0753      0.2348 
REM Highest difference peak  0.159,  deepest hole -0.181,  1-sigma level  0.034
Q1    1   0.0038 -0.1964  0.1506  11.00000  0.05    0.16
Q2    1   0.8155  0.1318  0.6235  11.00000  0.05    0.15
Q3    1  -0.1388  0.2814  0.4085  11.00000  0.05    0.15
Q4    1  -0.0387  0.4307  0.1597  11.00000  0.05    0.15
Q5    1   0.0972  0.0459  0.0569  11.00000  0.05    0.15
Q6    1   0.6253  0.5112 -0.1840  11.00000  0.05    0.14
Q7    1   0.5347  0.5975 -0.1786  11.00000  0.05    0.13
Q8    1  -0.2378  0.3577  0.4055  11.00000  0.05    0.13
Q9    1   0.1106 -0.2070  0.1000  11.00000  0.05    0.13
Q10   1   0.6349  0.2178  0.5884  11.00000  0.05    0.13
Q11   1   0.2366  0.1815  0.6014  11.00000  0.05    0.13
Q12   1   0.3824  0.4071 -0.0826  11.00000  0.05    0.13
Q13   1   0.3350  0.3188  0.4438  11.00000  0.05    0.12
Q14   1   0.7400  0.1365  0.5895  11.00000  0.05    0.12
Q15   1   0.0274  0.4040  0.1154  11.00000  0.05    0.12
Q16   1   0.4776  0.0205 -0.1152  11.00000  0.05    0.12
Q17   1   0.7704  0.1203  0.6676  11.00000  0.05    0.12
Q18   1   0.8624  0.0211  0.6080  11.00000  0.05    0.12
Q19   1   0.1010 -0.0699  0.0616  11.00000  0.05    0.12
Q20   1   0.1037  0.4315  0.0876  11.00000  0.05    0.11

#============================================================
;
_database_code_depnum_ccdc_archive 'CCDC 973334'

data_5LT


_symmetry_space_group_name_hall  '-P 2ybc'
#Added by publCIF




_cell_special_details            ?
#Added by publCIF



_audit_update_record             
;
2013-09-19 # Formatted by publCIF
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
2-(naphthalen-1-yliminomethyl)-benzene-1,4-diol
_chemical_name_common            
2-(naphthalen-1-yliminomethyl)-benzene-1,4-diol
_chemical_formula_moiety         'C17 H13 N O2'
_chemical_formula_sum            'C17 H13 N O2'
_exptl_crystal_recrystallization_method 'evaporation of acetonitrile'
_chemical_melting_point          454(1)

_exptl_crystal_description       block
_exptl_crystal_colour            'dark red'

_diffrn_ambient_temperature      110(2)
_chemical_formula_weight         263.28

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_int_tables_number      14
_chemical_absolute_configuration .

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                   11.9796(4)
_cell_length_b                   9.9836(4)
_cell_length_c                   10.9926(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.664(4)
_cell_angle_gamma                90.00
_cell_volume                     1277.50(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_exptl_crystal_size_max          0.95
_exptl_crystal_size_mid          0.90
_exptl_crystal_size_min          0.40
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             552
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_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_source_type              
'Oxford Diffraction Xcalibur Kappa CCD X-ray diffractometer'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5576
_diffrn_reflns_av_R_equivalents  0.0127
_diffrn_reflns_av_sigmaI/netI    0.0140
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         4.44
_diffrn_reflns_theta_max         27.00
_reflns_number_total             2750
_reflns_number_gt                2408
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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)+(0.0526P)²+0.3469P] 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         2750
_refine_ls_number_parameters     187
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0347
_refine_ls_wR_factor_ref         0.0958
_refine_ls_wR_factor_gt          0.0935
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_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 0.29029(6) 0.03856(8) 0.16434(7) 0.02061(19) Uani 1 1 d . . .
H1 H 0.2335(12) 0.0565(14) 0.2073(13) 0.025 Uiso 1 1 d . . .
O2 O 0.60064(7) -0.29614(9) 0.47420(7) 0.02329(19) Uani 1 1 d . . .
H2 H 0.6393(12) -0.3435(15) 0.4285(13) 0.028 Uiso 1 1 d . . .
N1 N 0.18073(7) 0.04570(9) 0.34101(8) 0.0179(2) Uani 1 1 d . . .
C1 C 0.35944(8) -0.06838(10) 0.36552(9) 0.0166(2) Uani 1 1 d . . .
C2 C 0.36902(9) -0.04082(10) 0.24272(10) 0.0171(2) Uani 1 1 d . . .
C3 C 0.45876(9) -0.09560(11) 0.19937(10) 0.0193(2) Uani 1 1 d . . .
H3 H 0.4667 -0.0748 0.1175 0.023 Uiso 1 1 calc R . .
C4 C 0.53705(9) -0.18070(11) 0.27516(10) 0.0196(2) Uani 1 1 d . . .
H4 H 0.5979 -0.2185 0.2446 0.023 Uiso 1 1 calc R . .
C5 C 0.52686(8) -0.21109(11) 0.39611(10) 0.0182(2) Uani 1 1 d . . .
C6 C 0.43966(9) -0.15303(11) 0.44120(9) 0.0178(2) Uani 1 1 d . . .
H6 H 0.4343 -0.1709 0.5245 0.021 Uiso 1 1 calc R . .
C7 C 0.26503(9) -0.01499(10) 0.41335(10) 0.0179(2) Uani 1 1 d . . .
H7 H 0.2660 -0.0253 0.4995 0.022 Uiso 1 1 calc R . .
C8 C 0.09202(9) 0.10129(10) 0.39063(9) 0.0176(2) Uani 1 1 d . . .
C9 C 0.11553(10) 0.17600(11) 0.49872(10) 0.0217(2) Uani 1 1 d . . .
H9 H 0.1923 0.1829 0.5471 0.026 Uiso 1 1 calc R . .
C10 C 0.02651(10) 0.24233(12) 0.53824(11) 0.0255(3) Uani 1 1 d . . .
H10 H 0.0436 0.2927 0.6137 0.031 Uiso 1 1 calc R . .
C11 C -0.08424(10) 0.23484(11) 0.46901(11) 0.0240(2) Uani 1 1 d . . .
H11 H -0.1430 0.2834 0.4946 0.029 Uiso 1 1 calc R . .
C12 C -0.11205(9) 0.15495(11) 0.35919(10) 0.0197(2) Uani 1 1 d . . .
C13 C -0.22683(9) 0.14009(12) 0.28769(11) 0.0241(3) Uani 1 1 d . . .
H13 H -0.2868 0.1890 0.3105 0.029 Uiso 1 1 calc R . .
C14 C -0.25214(9) 0.05648(12) 0.18665(11) 0.0258(3) Uani 1 1 d . . .
H14 H -0.3294 0.0474 0.1402 0.031 Uiso 1 1 calc R . .
C15 C -0.16454(10) -0.01631(12) 0.15086(11) 0.0244(3) Uani 1 1 d . . .
H15 H -0.1833 -0.0757 0.0815 0.029 Uiso 1 1 calc R . .
C16 C -0.05254(9) -0.00211(11) 0.21531(10) 0.0197(2) Uani 1 1 d . . .
H16 H 0.0061 -0.0507 0.1896 0.024 Uiso 1 1 calc R . .
C17 C -0.02338(9) 0.08460(10) 0.32019(9) 0.0174(2) 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
O1 C2 1.3697(13) . ?
O1 H1 0.932(14) . ?
O2 C5 1.3713(13) . ?
O2 H2 0.894(15) . ?
N1 C7 1.2806(14) . ?
N1 C8 1.4173(13) . ?
C1 C6 1.3972(14) . ?
C1 C2 1.4087(14) . ?
C1 C7 1.4562(14) . ?
C2 C3 1.3871(14) . ?
C3 C4 1.3879(15) . ?
C3 H3 0.9500 . ?
C4 C5 1.3968(15) . ?
C4 H4 0.9500 . ?
C5 C6 1.3848(14) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C9 1.3745(15) . ?
C8 C17 1.4258(14) . ?
C9 C10 1.4084(16) . ?
C9 H9 0.9500 . ?
C10 C11 1.3667(17) . ?
C10 H10 0.9500 . ?
C11 C12 1.4193(16) . ?
C11 H11 0.9500 . ?
C12 C13 1.4212(15) . ?
C12 C17 1.4215(14) . ?
C13 C14 1.3649(17) . ?
C13 H13 0.9500 . ?
C14 C15 1.4069(17) . ?
C14 H14 0.9500 . ?
C15 C16 1.3686(15) . ?
C15 H15 0.9500 . ?
C16 C17 1.4179(15) . ?
C16 H16 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
C2 O1 H1 105.6(8) . . ?
C5 O2 H2 108.6(9) . . ?
C7 N1 C8 119.95(9) . . ?
C6 C1 C2 119.24(9) . . ?
C6 C1 C7 119.35(9) . . ?
C2 C1 C7 121.37(9) . . ?
O1 C2 C3 119.11(9) . . ?
O1 C2 C1 121.06(9) . . ?
C3 C2 C1 119.83(9) . . ?
C2 C3 C4 120.26(9) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C3 C4 C5 120.38(9) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
O2 C5 C6 117.66(9) . . ?
O2 C5 C4 122.83(9) . . ?
C6 C5 C4 119.51(9) . . ?
C5 C6 C1 120.73(9) . . ?
C5 C6 H6 119.6 . . ?
C1 C6 H6 119.6 . . ?
N1 C7 C1 120.98(9) . . ?
N1 C7 H7 119.5 . . ?
C1 C7 H7 119.5 . . ?
C9 C8 N1 121.74(9) . . ?
C9 C8 C17 120.48(10) . . ?
N1 C8 C17 117.66(9) . . ?
C8 C9 C10 120.42(10) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C11 C10 C9 120.58(10) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C10 C11 C12 120.42(10) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C11 C12 C13 122.08(10) . . ?
C11 C12 C17 119.49(10) . . ?
C13 C12 C17 118.41(10) . . ?
C14 C13 C12 120.92(10) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 C15 120.43(10) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
C16 C15 C14 120.43(11) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C15 C16 C17 120.48(10) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
C16 C17 C12 119.26(10) . . ?
C16 C17 C8 122.28(9) . . ?
C12 C17 C8 118.44(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 O1 178.13(9) . . . . ?
C7 C1 C2 O1 0.70(15) . . . . ?
C6 C1 C2 C3 -1.24(15) . . . . ?
C7 C1 C2 C3 -178.67(9) . . . . ?
O1 C2 C3 C4 -177.41(9) . . . . ?
C1 C2 C3 C4 1.98(15) . . . . ?
C2 C3 C4 C5 -0.56(16) . . . . ?
C3 C4 C5 O2 178.94(10) . . . . ?
C3 C4 C5 C6 -1.61(15) . . . . ?
O2 C5 C6 C1 -178.17(9) . . . . ?
C4 C5 C6 C1 2.35(15) . . . . ?
C2 C1 C6 C5 -0.93(15) . . . . ?
C7 C1 C6 C5 176.55(9) . . . . ?
C8 N1 C7 C1 -177.59(9) . . . . ?
C6 C1 C7 N1 -169.27(10) . . . . ?
C2 C1 C7 N1 8.15(15) . . . . ?
C7 N1 C8 C9 45.86(15) . . . . ?
C7 N1 C8 C17 -138.13(10) . . . . ?
N1 C8 C9 C10 172.89(10) . . . . ?
C17 C8 C9 C10 -3.01(16) . . . . ?
C8 C9 C10 C11 -0.84(17) . . . . ?
C9 C10 C11 C12 2.95(17) . . . . ?
C10 C11 C12 C13 177.28(10) . . . . ?
C10 C11 C12 C17 -1.21(16) . . . . ?
C11 C12 C13 C14 -176.12(10) . . . . ?
C17 C12 C13 C14 2.39(16) . . . . ?
C12 C13 C14 C15 -0.35(17) . . . . ?
C13 C14 C15 C16 -1.36(17) . . . . ?
C14 C15 C16 C17 0.95(17) . . . . ?
C15 C16 C17 C12 1.13(15) . . . . ?
C15 C16 C17 C8 179.38(10) . . . . ?
C11 C12 C17 C16 175.80(9) . . . . ?
C13 C12 C17 C16 -2.75(14) . . . . ?
C11 C12 C17 C8 -2.52(14) . . . . ?
C13 C12 C17 C8 178.93(9) . . . . ?
C9 C8 C17 C16 -173.64(10) . . . . ?
N1 C8 C17 C16 10.30(14) . . . . ?
C9 C8 C17 C12 4.63(15) . . . . ?
N1 C8 C17 C12 -171.43(9) . . . . ?

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         0.290
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.045

#============================================================
_iucr_refine_instruction_details 
;

TITL 5LT in P2(1)/c
CELL  0.71073  11.9796   9.9836  10.9926   90.000  103.664   90.000
ZERR     4.00   0.0004   0.0004   0.0004    0.000    0.004    0.000
LATT   1
SYMM  - X, 1/2 + Y, 1/2 - Z
SFAC  C    H    N    O
UNIT  68   52   4    8
MERG   2
OMIT    -4.00  54.00
FMAP   2
PLAN   20
ACTA
BOND
BOND   $H
CONF
LIST   4
L.S.   6
TEMP  -163.00
WGHT    0.052600    0.346900
FVAR       9.88024
O1    4    0.290287    0.038564    0.164341    11.00000    0.01735    0.02616 =
         0.01958    0.00485    0.00686    0.00243
H1    2    0.233548    0.056491    0.207254    11.00000   -1.20000
O2    4    0.600639   -0.296136    0.474205    11.00000    0.02120    0.02786 =
         0.02125    0.00193    0.00592    0.00791
H2    2    0.639251   -0.343515    0.428542    11.00000   -1.20000
N1    3    0.180731    0.045701    0.341009    11.00000    0.01633    0.01813 =
         0.02071   -0.00045    0.00758   -0.00104
C1    1    0.359435   -0.068383    0.365523    11.00000    0.01517    0.01657 =
         0.01873   -0.00220    0.00514   -0.00332
C2    1    0.369017   -0.040815    0.242722    11.00000    0.01554    0.01718 =
         0.01844   -0.00003    0.00386   -0.00287
C3    1    0.458760   -0.095604    0.199375    11.00000    0.01924    0.02172 =
         0.01858    0.00029    0.00786   -0.00277
AFIX  43
H3    2    0.466667   -0.074797    0.117497    11.00000   -1.20000
AFIX   0
C4    1    0.537046   -0.180703    0.275160    11.00000    0.01583    0.02155 =
         0.02297   -0.00306    0.00795   -0.00114
AFIX  43
H4    2    0.597906   -0.218502    0.244602    11.00000   -1.20000
AFIX   0
C5    1    0.526864   -0.211093    0.396106    11.00000    0.01539    0.01800 =
         0.02053   -0.00179    0.00282   -0.00134
C6    1    0.439660   -0.153028    0.441199    11.00000    0.01769    0.02001 =
         0.01639   -0.00075    0.00513   -0.00203
AFIX  43
H6    2    0.434328   -0.170948    0.524514    11.00000   -1.20000
AFIX   0
C7    1    0.265033   -0.014989    0.413354    11.00000    0.01894    0.01819 =
         0.01791   -0.00107    0.00682   -0.00269
AFIX  43
H7    2    0.265997   -0.025329    0.499506    11.00000   -1.20000
AFIX   0
C8    1    0.092022    0.101287    0.390634    11.00000    0.01902    0.01562 =
         0.02037    0.00211    0.00930    0.00018
C9    1    0.115530    0.176002    0.498720    11.00000    0.02248    0.02022 =
         0.02368   -0.00166    0.00782   -0.00283
AFIX  43
H9    2    0.192317    0.182943    0.547074    11.00000   -1.20000
AFIX   0
C10   1    0.026506    0.242334    0.538242    11.00000    0.03329    0.02054 =
         0.02648   -0.00592    0.01470   -0.00241
AFIX  43
H10   2    0.043586    0.292723    0.613683    11.00000   -1.20000
AFIX   0
C11   1   -0.084239    0.234843    0.469012    11.00000    0.02772    0.01767 =
         0.03219   -0.00002    0.01809    0.00291
AFIX  43
H11   2   -0.142976    0.283419    0.494556    11.00000   -1.20000
AFIX   0
C12   1   -0.112052    0.154953    0.359194    11.00000    0.02149    0.01541 =
         0.02520    0.00537    0.01157    0.00212
C13   1   -0.226831    0.140085    0.287689    11.00000    0.02005    0.02254 =
         0.03262    0.00912    0.01220    0.00619
AFIX  43
H13   2   -0.286772    0.189015    0.310532    11.00000   -1.20000
AFIX   0
C14   1   -0.252138    0.056484    0.186653    11.00000    0.01722    0.02913 =
         0.02992    0.00832    0.00313    0.00119
AFIX  43
H14   2   -0.329406    0.047390    0.140199    11.00000   -1.20000
AFIX   0
C15   1   -0.164540   -0.016308    0.150859    11.00000    0.02471    0.02435 =
         0.02305    0.00079    0.00319   -0.00060
AFIX  43
H15   2   -0.183253   -0.075704    0.081496    11.00000   -1.20000
AFIX   0
C16   1   -0.052544   -0.002115    0.215309    11.00000    0.01980    0.01919 =
         0.02152    0.00169    0.00754    0.00200
AFIX  43
H16   2    0.006085   -0.050714    0.189587    11.00000   -1.20000
AFIX   0
C17   1   -0.023380    0.084596    0.320191    11.00000    0.01968    0.01454 =
         0.01989    0.00402    0.00858    0.00120
HKLF    4
 
REM  251_110K in P2(1)/c
REM R1 =  0.0347 for   2408 Fo > 4sig(Fo)  and  0.0395 for all   2750 data
REM    187 parameters refined using      0 restraints
 
END  
     
WGHT      0.0526      0.3469 
REM Highest difference peak  0.290,  deepest hole -0.253,  1-sigma level  0.045
Q1    1   0.3572 -0.0585  0.3044  11.00000  0.05    0.29
Q2    1  -0.1652  0.1282  0.3429  11.00000  0.05    0.22
Q3    1   0.3058 -0.0575  0.3827  11.00000  0.05    0.22
Q4    1  -0.0659  0.1223  0.3364  11.00000  0.05    0.21
Q5    1   0.4811 -0.1824  0.4139  11.00000  0.05    0.21
Q6    1   0.4245 -0.0512  0.2258  11.00000  0.05    0.21
Q7    1   0.0312  0.1089  0.3467  11.00000  0.05    0.20
Q8    1  -0.0343  0.0577  0.2553  11.00000  0.05    0.20
Q9    1  -0.0998  0.1729  0.4262  11.00000  0.05    0.20
Q10   1  -0.0399  0.0280  0.2894  11.00000  0.05    0.18
Q11   1   0.1731  0.0559  0.2625  11.00000  0.05    0.18
Q12   1   0.3996 -0.0992  0.4005  11.00000  0.05    0.18
Q13   1   0.1037  0.1663  0.4226  11.00000  0.05    0.18
Q14   1   0.0989  0.1098  0.4638  11.00000  0.05    0.18
Q15   1   0.5352 -0.1821  0.3452  11.00000  0.05    0.18
Q16   1   0.0655  0.2139  0.5088  11.00000  0.05    0.16
Q17   1   0.3821 -0.1299  0.3878  11.00000  0.05    0.16
Q18   1   0.1368  0.0778  0.3652  11.00000  0.05    0.14
Q19   1  -0.0294  0.2070  0.5266  11.00000  0.05    0.13
Q20   1  -0.1148 -0.0316  0.2077  11.00000  0.05    0.13


#============================================================
;
_database_code_depnum_ccdc_archive 'CCDC 973335'

data_5RT


_symmetry_space_group_name_hall  '-P 2ybc'
#Added by publCIF



_audit_update_record             
;
2013-09-19 # Formatted by publCIF
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
2-(naphthalen-1-yliminomethyl)-benzene-1,4-diol
_chemical_name_common            
2-(naphthalen-1-yliminomethyl)-benzene-1,4-diol
_chemical_formula_moiety         'C17 H13 N O2'
_chemical_formula_sum            'C17 H13 N O2'
_exptl_crystal_recrystallization_method 'evaporation of acetonitrile'
_chemical_melting_point          454(1)

_exptl_crystal_description       block
_exptl_crystal_colour            'dark red'

_diffrn_ambient_temperature      298(2)
_chemical_formula_weight         263.28

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_int_tables_number      14
_chemical_absolute_configuration .

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                   11.9699(6)
_cell_length_b                   10.1432(7)
_cell_length_c                   11.0736(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.312(5)
_cell_angle_gamma                90.00
_cell_volume                     1308.35(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_exptl_crystal_size_max          0.95
_exptl_crystal_size_mid          0.90
_exptl_crystal_size_min          0.40
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.337
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             552
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_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_source_type              
'Oxford Diffraction Xcalibur Kappa CCD X-ray diffractometer'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5765
_diffrn_reflns_av_R_equivalents  0.0172
_diffrn_reflns_av_sigmaI/netI    0.0187
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         4.52
_diffrn_reflns_theta_max         26.99
_reflns_number_total             2802
_reflns_number_gt                2164
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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)+(0.0667P)²+0.0929P] 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       0.052(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2802
_refine_ls_number_parameters     188
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0485
_refine_ls_R_factor_gt           0.0380
_refine_ls_wR_factor_ref         0.1153
_refine_ls_wR_factor_gt          0.1104
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.092
_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 0.29292(8) 0.03759(10) 0.16567(8) 0.0496(3) Uani 1 1 d . . .
H1 H 0.2341(13) 0.0535(16) 0.2085(14) 0.060 Uiso 1 1 d . . .
O2 O 0.59836(8) -0.29461(11) 0.47141(9) 0.0564(3) Uani 1 1 d . . .
H2 H 0.6393(15) -0.3395(18) 0.4281(15) 0.068 Uiso 1 1 d . . .
N1 N 0.18239(8) 0.04554(10) 0.34075(9) 0.0413(3) Uani 1 1 d . . .
C1 C 0.35954(9) -0.06888(12) 0.36444(10) 0.0371(3) Uani 1 1 d . . .
C2 C 0.37024(9) -0.04158(12) 0.24308(10) 0.0386(3) Uani 1 1 d . . .
C3 C 0.45944(10) -0.09658(14) 0.20054(11) 0.0453(3) Uani 1 1 d . . .
H3 H 0.4678 -0.0768 0.1211 0.054 Uiso 1 1 calc R . .
C4 C 0.53624(10) -0.18062(14) 0.27484(12) 0.0460(3) Uani 1 1 d . . .
H4 H 0.5956 -0.2176 0.2449 0.055 Uiso 1 1 calc R . .
C5 C 0.52556(10) -0.21041(13) 0.39412(11) 0.0414(3) Uani 1 1 d . . .
C6 C 0.43868(10) -0.15264(13) 0.43867(11) 0.0411(3) Uani 1 1 d . . .
H6 H 0.4329 -0.1699 0.5195 0.049 Uiso 1 1 calc R . .
C7 C 0.26526(10) -0.01564(12) 0.41151(11) 0.0409(3) Uani 1 1 d . . .
H7 H 0.2653 -0.0264 0.4949 0.049 Uiso 1 1 calc R . .
C8 C 0.09334(10) 0.10068(12) 0.38942(11) 0.0405(3) Uani 1 1 d . . .
C9 C 0.11567(12) 0.17344(14) 0.49600(13) 0.0529(3) Uani 1 1 d . . .
H9 H 0.1905 0.1801 0.5433 0.063 Uiso 1 1 calc R . .
C10 C 0.02635(15) 0.23825(15) 0.53449(15) 0.0634(4) Uani 1 1 d . . .
H10 H 0.0424 0.2866 0.6078 0.076 Uiso 1 1 calc R . .
C11 C -0.08285(14) 0.23128(14) 0.46612(15) 0.0599(4) Uani 1 1 d . . .
H11 H -0.1405 0.2780 0.4911 0.072 Uiso 1 1 calc R . .
C12 C -0.11029(11) 0.15393(13) 0.35728(12) 0.0474(3) Uani 1 1 d . . .
C13 C -0.22430(12) 0.13886(15) 0.28533(15) 0.0599(4) Uani 1 1 d U . .
H13 H -0.2836 0.1853 0.3074 0.072 Uiso 1 1 calc R . .
C14 C -0.24831(13) 0.05809(18) 0.18521(16) 0.0668(4) Uani 1 1 d U . .
H14 H -0.3236 0.0494 0.1397 0.080 Uiso 1 1 calc R . .
C15 C -0.16117(13) -0.01183(17) 0.15026(14) 0.0619(4) Uani 1 1 d . . .
H15 H -0.1788 -0.0682 0.0823 0.074 Uiso 1 1 calc R . .
C16 C -0.05019(11) 0.00134(13) 0.21439(12) 0.0480(3) Uani 1 1 d . . .
H16 H 0.0073 -0.0453 0.1891 0.058 Uiso 1 1 calc R . .
C17 C -0.02127(10) 0.08490(11) 0.31887(11) 0.0397(3) 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
O1 C2 1.3679(14) . ?
O1 H1 0.950(17) . ?
O2 C5 1.3703(15) . ?
O2 H2 0.886(18) . ?
N1 C7 1.2748(15) . ?
N1 C8 1.4156(14) . ?
C1 C6 1.3915(17) . ?
C1 C2 1.4065(16) . ?
C1 C7 1.4518(15) . ?
C2 C3 1.3802(16) . ?
C3 C4 1.3785(18) . ?
C3 H3 0.9300 . ?
C4 C5 1.3892(18) . ?
C4 H4 0.9300 . ?
C5 C6 1.3801(16) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.3651(18) . ?
C8 C17 1.4229(17) . ?
C9 C10 1.402(2) . ?
C9 H9 0.9300 . ?
C10 C11 1.353(2) . ?
C10 H10 0.9300 . ?
C11 C12 1.412(2) . ?
C11 H11 0.9300 . ?
C12 C17 1.4196(16) . ?
C12 C13 1.421(2) . ?
C13 C14 1.355(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.388(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.3609(18) . ?
C15 H15 0.9300 . ?
C16 C17 1.4115(18) . ?
C16 H16 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
C2 O1 H1 105.1(9) . . ?
C5 O2 H2 109.5(11) . . ?
C7 N1 C8 120.39(10) . . ?
C6 C1 C2 119.03(10) . . ?
C6 C1 C7 119.65(10) . . ?
C2 C1 C7 121.27(10) . . ?
O1 C2 C3 119.23(10) . . ?
O1 C2 C1 121.14(10) . . ?
C3 C2 C1 119.63(11) . . ?
C4 C3 C2 120.54(11) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 120.48(11) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
O2 C5 C6 117.68(11) . . ?
O2 C5 C4 123.02(11) . . ?
C6 C5 C4 119.30(11) . . ?
C5 C6 C1 120.97(11) . . ?
C5 C6 H6 119.5 . . ?
C1 C6 H6 119.5 . . ?
N1 C7 C1 121.30(10) . . ?
N1 C7 H7 119.3 . . ?
C1 C7 H7 119.3 . . ?
C9 C8 N1 121.87(11) . . ?
C9 C8 C17 120.50(11) . . ?
N1 C8 C17 117.50(10) . . ?
C8 C9 C10 120.33(14) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C11 C10 C9 120.75(14) . . ?
C11 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
C10 C11 C12 120.76(13) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
C11 C12 C17 119.13(12) . . ?
C11 C12 C13 122.88(12) . . ?
C17 C12 C13 117.98(13) . . ?
C14 C13 C12 121.27(13) . . ?
C14 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C13 C14 C15 120.37(14) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
C16 C15 C14 120.68(15) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
C15 C16 C17 120.82(13) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C16 C17 C12 118.84(12) . . ?
C16 C17 C8 122.76(11) . . ?
C12 C17 C8 118.38(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 O1 178.41(11) . . . . ?
C7 C1 C2 O1 0.88(17) . . . . ?
C6 C1 C2 C3 -0.88(17) . . . . ?
C7 C1 C2 C3 -178.41(11) . . . . ?
O1 C2 C3 C4 -177.61(11) . . . . ?
C1 C2 C3 C4 1.68(18) . . . . ?
C2 C3 C4 C5 -0.52(19) . . . . ?
C3 C4 C5 O2 179.08(12) . . . . ?
C3 C4 C5 C6 -1.45(19) . . . . ?
O2 C5 C6 C1 -178.24(11) . . . . ?
C4 C5 C6 C1 2.26(18) . . . . ?
C2 C1 C6 C5 -1.10(18) . . . . ?
C7 C1 C6 C5 176.47(11) . . . . ?
C8 N1 C7 C1 -177.78(10) . . . . ?
C6 C1 C7 N1 -169.80(11) . . . . ?
C2 C1 C7 N1 7.71(18) . . . . ?
C7 N1 C8 C9 46.42(17) . . . . ?
C7 N1 C8 C17 -137.55(12) . . . . ?
N1 C8 C9 C10 173.18(13) . . . . ?
C17 C8 C9 C10 -2.7(2) . . . . ?
C8 C9 C10 C11 -0.9(2) . . . . ?
C9 C10 C11 C12 2.8(2) . . . . ?
C10 C11 C12 C17 -1.1(2) . . . . ?
C10 C11 C12 C13 177.19(14) . . . . ?
C11 C12 C13 C14 -176.33(14) . . . . ?
C17 C12 C13 C14 2.0(2) . . . . ?
C12 C13 C14 C15 -0.3(2) . . . . ?
C13 C14 C15 C16 -1.2(2) . . . . ?
C14 C15 C16 C17 0.9(2) . . . . ?
C15 C16 C17 C12 0.87(19) . . . . ?
C15 C16 C17 C8 179.35(12) . . . . ?
C11 C12 C17 C16 176.13(11) . . . . ?
C13 C12 C17 C16 -2.24(17) . . . . ?
C11 C12 C17 C8 -2.41(17) . . . . ?
C13 C12 C17 C8 179.22(11) . . . . ?
C9 C8 C17 C16 -174.16(12) . . . . ?
N1 C8 C17 C16 9.75(17) . . . . ?
C9 C8 C17 C12 4.32(17) . . . . ?
N1 C8 C17 C12 -171.77(10) . . . . ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        26.99
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         0.170
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.038


#============================================================
_iucr_refine_instruction_details 
;

TITL 5RT in P2(1)/c
CELL  0.71073  11.9699  10.1432  11.0736   90.000  103.312   90.000
ZERR     4.00   0.0006   0.0007   0.0007    0.000    0.005    0.000
LATT   1
SYMM  - X, 1/2 + Y, 1/2 - Z
SFAC  C    H    N    O
UNIT  68   52   4    8
MERG   2
OMIT    -4.00  54.00
FMAP   2
PLAN   20
ACTA
BOND
DELU  0.001 0.001  C13  C14
size  0.95  0.90  0.40
bond $H
conf
temp  25
LIST   4
L.S.   6
WGHT    0.066700    0.092900
EXTI    0.052326
FVAR       9.95594
O1    4    0.292916    0.037592    0.165666    11.00000    0.04193    0.06338 =
         0.04702    0.01222    0.01735    0.00496
H1    2    0.234056    0.053544    0.208508    11.00000   -1.20000
O2    4    0.598359   -0.294606    0.471413    11.00000    0.04891    0.06864 =
         0.05275    0.00395    0.01418    0.01885
H2    2    0.639293   -0.339545    0.428137    11.00000   -1.20000
N1    3    0.182387    0.045545    0.340748    11.00000    0.03557    0.04456 =
         0.04748   -0.00004    0.01723   -0.00009
C1    1    0.359538   -0.068878    0.364439    11.00000    0.03336    0.03997 =
         0.03989   -0.00349    0.01251   -0.00561
C2    1    0.370237   -0.041584    0.243084    11.00000    0.03350    0.04265 =
         0.04081    0.00083    0.01082   -0.00616
C3    1    0.459438   -0.096583    0.200540    11.00000    0.04279    0.05508 =
         0.04247    0.00163    0.01907   -0.00367
AFIX  43
H3    2    0.467800   -0.076789    0.121092    11.00000   -1.20000
AFIX   0
C4    1    0.536241   -0.180617    0.274843    11.00000    0.03593    0.05414 =
         0.05230   -0.00423    0.01911    0.00020
AFIX  43
H4    2    0.595638   -0.217632    0.244905    11.00000   -1.20000
AFIX   0
C5    1    0.525563   -0.210412    0.394117    11.00000    0.03349    0.04563 =
         0.04479   -0.00285    0.00825   -0.00130
C6    1    0.438675   -0.152635    0.438668    11.00000    0.03934    0.04824 =
         0.03707   -0.00134    0.01187   -0.00141
AFIX  43
H6    2    0.432934   -0.169938    0.519493    11.00000   -1.20000
AFIX   0
C7    1    0.265255   -0.015642    0.411505    11.00000    0.04116    0.04377 =
         0.04136   -0.00097    0.01664   -0.00288
AFIX  43
H7    2    0.265315   -0.026389    0.494925    11.00000   -1.20000
AFIX   0
C8    1    0.093340    0.100681    0.389425    11.00000    0.04264    0.03675 =
         0.04764    0.00273    0.02154   -0.00014
C9    1    0.115666    0.173436    0.495999    11.00000    0.05352    0.05075 =
         0.05828   -0.00893    0.02093   -0.00633
AFIX  43
H9    2    0.190480    0.180054    0.543313    11.00000   -1.20000
AFIX   0
C10   1    0.026353    0.238248    0.534493    11.00000    0.07965    0.05243 =
         0.06780   -0.01736    0.03668   -0.00378
AFIX  43
H10   2    0.042355    0.286560    0.607841    11.00000   -1.20000
AFIX   0
C11   1   -0.082851    0.231283    0.466117    11.00000    0.06416    0.04557 =
         0.08342   -0.00199    0.04436    0.00858
AFIX  43
H11   2   -0.140496    0.277985    0.491095    11.00000   -1.20000
AFIX   0
C12   1   -0.110285    0.153926    0.357283    11.00000    0.04846    0.03792 =
         0.06341    0.01286    0.02856    0.00747
C13   1   -0.224300    0.138858    0.285334    11.00000    0.04383    0.05800 =
         0.08429    0.02344    0.02806    0.01624
AFIX  43
H13   2   -0.283569    0.185324    0.307391    11.00000   -1.20000
AFIX   0
C14   1   -0.248308    0.058087    0.185212    11.00000    0.04231    0.07724 =
         0.07697    0.01990    0.00549    0.00398
AFIX  43
H14   2   -0.323595    0.049450    0.139661    11.00000   -1.20000
AFIX   0
C15   1   -0.161167   -0.011826    0.150260    11.00000    0.05387    0.06682 =
         0.06021    0.00160    0.00338   -0.00095
AFIX  43
H15   2   -0.178795   -0.068244    0.082321    11.00000   -1.20000
AFIX   0
C16   1   -0.050194    0.001335    0.214388    11.00000    0.04590    0.04716 =
         0.05246    0.00239    0.01463    0.00419
AFIX  43
H16   2    0.007294   -0.045306    0.189058    11.00000   -1.20000
AFIX   0
C17   1   -0.021271    0.084900    0.318868    11.00000    0.04175    0.03383 =
         0.04824    0.00901    0.02022    0.00302
HKLF    4
 
REM  251_298K in P2(1)/c
REM R1 =  0.0380 for   2164 Fo > 4sig(Fo)  and  0.0485 for all   2802 data
REM    188 parameters refined using      1 restraints
 
END  
     
WGHT      0.0667      0.0930 
REM Highest difference peak  0.170,  deepest hole -0.193,  1-sigma level  0.038
Q1    1   0.3548 -0.0539  0.3068  11.00000  0.05    0.17
Q2    1   0.3050 -0.0629  0.3795  11.00000  0.05    0.16
Q3    1   0.3193 -0.0321  0.3903  11.00000  0.05    0.16
Q4    1  -0.0914  0.1620  0.4230  11.00000  0.05    0.14
Q5    1  -0.1071 -0.0514  0.2197  11.00000  0.05    0.14
Q6    1   0.0093 -0.0913  0.2139  11.00000  0.05    0.13
Q7    1   0.4405 -0.0271  0.2362  11.00000  0.05    0.13
Q8    1  -0.0384  0.0653  0.2443  11.00000  0.05    0.13
Q9    1  -0.2039  0.1834  0.3542  11.00000  0.05    0.12
Q10   1  -0.0420  0.0071  0.2978  11.00000  0.05    0.12
Q11   1  -0.0338  0.2040  0.5241  11.00000  0.05    0.12
Q12   1   0.4931 -0.1633  0.4266  11.00000  0.05    0.12
Q13   1  -0.2600  0.2045  0.3702  11.00000  0.05    0.12
Q14   1   0.1035  0.1016  0.4584  11.00000  0.05    0.12
Q15   1   0.0180 -0.1076  0.3215  11.00000  0.05    0.12
Q16   1   0.2604 -0.0826  0.5320  11.00000  0.05    0.12
Q17   1   0.4671 -0.2144  0.3985  11.00000  0.05    0.12
Q18   1  -0.0680  0.1200  0.3346  11.00000  0.05    0.12
Q19   1   0.3966 -0.2102  0.5288  11.00000  0.05    0.12
Q20   1   0.1775  0.0575  0.2617  11.00000  0.05    0.11


#============================================================
;
_database_code_depnum_ccdc_archive 'CCDC 973336'

data_7LT


_symmetry_space_group_name_hall  '-P 2ybc'
#Added by publCIF



_audit_update_record             
;
2013-09-19 # Formatted by publCIF
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        2-(benzhydrylimino-methyl)-6-methoxy-phenol
_chemical_name_common            2-(benzhydrylimino-methyl)-6-methoxy-phenol
_chemical_formula_moiety         'C21 H19 N O2'
_chemical_formula_sum            'C21 H19 N O2'
_chemical_properties_physical    thermochromic
_exptl_crystal_recrystallization_method 'evaporation of ethanol'
_chemical_melting_point          404(1)

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless

_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         317.37

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_int_tables_number      14
_chemical_absolute_configuration .

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                   11.6407(8)
_cell_length_b                   12.0666(9)
_cell_length_c                   12.0964(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.535(7)
_cell_angle_gamma                90.00
_cell_volume                     1698.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_exptl_crystal_size_max          0.75
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             672
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_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_source_type              
'Oxford Diffraction Xcalibur Kappa CCD X-ray diffractometer'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7718
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_av_sigmaI/netI    0.0322
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         4.77
_diffrn_reflns_theta_max         27.00
_reflns_number_total             3332
_reflns_number_gt                2571
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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)+(0.0503P)²+0.8287P] 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         3332
_refine_ls_number_parameters     221
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0716
_refine_ls_R_factor_gt           0.0531
_refine_ls_wR_factor_ref         0.1312
_refine_ls_wR_factor_gt          0.1191
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_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 0.88547(12) 0.67300(11) -0.12815(10) 0.0381(4) Uani 1 1 d . . .
H1 H 0.8469(19) 0.7121(18) -0.0707(18) 0.046 Uiso 1 1 d . . .
O2 O 1.02283(15) 0.55119(12) -0.24608(11) 0.0530(5) Uani 1 1 d . . .
N1 N 0.83915(12) 0.76690(12) 0.05522(11) 0.0263(3) Uani 1 1 d . . .
C1 C 1.01669(14) 0.67251(14) 0.02807(14) 0.0290(4) Uani 1 1 d . . .
C2 C 0.98631(15) 0.64250(15) -0.08009(14) 0.0317(4) Uani 1 1 d . . .
C3 C 1.06250(18) 0.57841(16) -0.14228(16) 0.0405(5) Uani 1 1 d . . .
C4 C 1.16730(17) 0.54769(17) -0.0956(2) 0.0494(6) Uani 1 1 d . . .
H4 H 1.2186 0.5068 -0.1369 0.059 Uiso 1 1 calc R . .
C5 C 1.19684(17) 0.57739(18) 0.0125(2) 0.0518(6) Uani 1 1 d . . .
H5 H 1.2673 0.5554 0.0433 0.062 Uiso 1 1 calc R . .
C6 C 1.12293(16) 0.63884(16) 0.07397(19) 0.0404(5) Uani 1 1 d . . .
H6 H 1.1433 0.6583 0.1463 0.048 Uiso 1 1 calc R . .
C7 C 0.93811(14) 0.73778(14) 0.09345(14) 0.0268(4) Uani 1 1 d . . .
H7 H 0.9605 0.7588 0.1648 0.032 Uiso 1 1 calc R . .
C8 C 0.76553(14) 0.83233(15) 0.12783(14) 0.0278(4) Uani 1 1 d . . .
H8 H 0.8100 0.8498 0.1955 0.033 Uiso 1 1 calc R . .
C9 C 0.66055(14) 0.76561(14) 0.15979(14) 0.0280(4) Uani 1 1 d . . .
C10 C 0.59984(16) 0.80004(16) 0.25160(15) 0.0339(4) Uani 1 1 d . . .
H10 H 0.6243 0.8623 0.2909 0.041 Uiso 1 1 calc R . .
C11 C 0.50368(17) 0.74277(18) 0.28497(17) 0.0437(5) Uani 1 1 d . . .
H11 H 0.4634 0.7675 0.3456 0.052 Uiso 1 1 calc R . .
C12 C 0.46733(17) 0.64914(19) 0.2287(2) 0.0497(6) Uani 1 1 d . . .
H12 H 0.4037 0.6098 0.2519 0.060 Uiso 1 1 calc R . .
C13 C 0.52637(17) 0.61453(19) 0.1375(2) 0.0488(6) Uani 1 1 d . . .
H13 H 0.5020 0.5517 0.0990 0.059 Uiso 1 1 calc R . .
C14 C 0.62204(15) 0.67283(16) 0.10260(16) 0.0368(5) Uani 1 1 d . . .
H14 H 0.6604 0.6492 0.0404 0.044 Uiso 1 1 calc R . .
C15 C 0.73327(15) 0.94034(15) 0.07124(15) 0.0323(4) Uani 1 1 d . . .
C16 C 0.65580(16) 0.94385(18) -0.0175(2) 0.0456(5) Uani 1 1 d . . .
H16 H 0.6230 0.8786 -0.0445 0.055 Uiso 1 1 calc R . .
C17 C 0.62689(19) 1.0445(2) -0.0665(2) 0.0603(7) Uani 1 1 d . . .
H17 H 0.5742 1.0465 -0.1257 0.072 Uiso 1 1 calc R . .
C18 C 0.6762(2) 1.1417(2) -0.0276(3) 0.0639(8) Uani 1 1 d . . .
H18 H 0.6568 1.2090 -0.0605 0.077 Uiso 1 1 calc R . .
C19 C 0.7536(3) 1.13858(19) 0.0594(2) 0.0627(8) Uani 1 1 d . . .
H19 H 0.7873 1.2038 0.0853 0.075 Uiso 1 1 calc R . .
C20 C 0.7819(2) 1.03871(17) 0.10890(17) 0.0468(6) Uani 1 1 d . . .
H20 H 0.8343 1.0374 0.1683 0.056 Uiso 1 1 calc R . .
C21 C 1.0982(3) 0.4894(2) -0.3144(2) 0.0697(9) Uani 1 1 d . . .
H21A H 1.1683 0.5300 -0.3232 0.105 Uiso 1 1 calc R . .
H21B H 1.0618 0.4775 -0.3856 0.105 Uiso 1 1 calc R . .
H21C H 1.1151 0.4192 -0.2804 0.105 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 C2 1.347(2) . ?
O1 H1 0.96(2) . ?
O2 C3 1.366(3) . ?
O2 C21 1.431(2) . ?
N1 C7 1.279(2) . ?
N1 C8 1.4730(19) . ?
C1 C2 1.394(3) . ?
C1 C6 1.402(2) . ?
C1 C7 1.456(2) . ?
C2 C3 1.409(2) . ?
C3 C4 1.381(3) . ?
C4 C5 1.391(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.370(3) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C15 1.515(3) . ?
C8 C9 1.522(2) . ?
C8 H8 0.9800 . ?
C9 C14 1.384(3) . ?
C9 C10 1.396(2) . ?
C10 C11 1.385(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.380(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.380(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.392(3) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C16 1.384(3) . ?
C15 C20 1.387(3) . ?
C16 C17 1.388(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.383(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.368(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.381(3) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O1 H1 103.9(13) . . ?
C3 O2 C21 117.31(19) . . ?
C7 N1 C8 117.67(14) . . ?
C2 C1 C6 119.69(16) . . ?
C2 C1 C7 120.19(15) . . ?
C6 C1 C7 120.11(17) . . ?
O1 C2 C1 122.03(15) . . ?
O1 C2 C3 118.23(17) . . ?
C1 C2 C3 119.74(17) . . ?
O2 C3 C4 125.75(17) . . ?
O2 C3 C2 114.86(17) . . ?
C4 C3 C2 119.4(2) . . ?
C3 C4 C5 120.58(18) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C6 C5 C4 120.45(19) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C1 120.1(2) . . ?
C5 C6 H6 119.9 . . ?
C1 C6 H6 119.9 . . ?
N1 C7 C1 121.66(16) . . ?
N1 C7 H7 119.2 . . ?
C1 C7 H7 119.2 . . ?
N1 C8 C15 109.45(13) . . ?
N1 C8 C9 110.60(14) . . ?
C15 C8 C9 112.26(14) . . ?
N1 C8 H8 108.1 . . ?
C15 C8 H8 108.1 . . ?
C9 C8 H8 108.1 . . ?
C14 C9 C10 118.32(16) . . ?
C14 C9 C8 123.53(15) . . ?
C10 C9 C8 118.15(16) . . ?
C11 C10 C9 120.92(18) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C12 C11 C10 120.29(18) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C13 C12 C11 119.32(19) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C12 C13 C14 120.6(2) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C9 C14 C13 120.54(17) . . ?
C9 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C16 C15 C20 118.71(19) . . ?
C16 C15 C8 121.69(17) . . ?
C20 C15 C8 119.60(18) . . ?
C15 C16 C17 120.2(2) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C18 C17 C16 120.2(2) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C19 C18 C17 119.9(2) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
C18 C19 C20 120.1(2) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C19 C20 C15 120.9(2) . . ?
C19 C20 H20 119.5 . . ?
C15 C20 H20 119.5 . . ?
O2 C21 H21A 109.5 . . ?
O2 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O2 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.898
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.898
_refine_diff_density_max         0.229
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.043


#============================================================
_iucr_refine_instruction_details 
;

TITL 7LT in P2(1)/c
CELL  0.71073  11.6407  12.0666  12.0964   90.000   91.535   90.000
ZERR     4.00   0.0008   0.0009   0.0008    0.000    0.007    0.000
LATT   1
SYMM  - X, 1/2 + Y, 1/2 - Z
SFAC  C    H    N    O
UNIT  84   76   4    8
MERG   2
OMIT    -4.00  54.00
FMAP   2
PLAN   20
ACTA
BOND
bond  $H
LIST   4
L.S.   6
WGHT    0.050300    0.828700
FVAR       9.07380
O1    4    0.885466    0.673003   -0.128154    11.00000    0.04409    0.04927 =
         0.02110   -0.00029    0.00228    0.02610
H1    2    0.846932    0.712087   -0.070750    11.00000   -1.20000
O2    4    1.022833    0.551188   -0.246083    11.00000    0.07526    0.05056 =
         0.03458    0.00255    0.02598    0.03046
N1    3    0.839153    0.766897    0.055217    11.00000    0.02537    0.03236 =
         0.02125    0.00037    0.00356    0.00701
C1    1    1.016685    0.672505    0.028066    11.00000    0.02392    0.03135 =
         0.03184    0.01049    0.00321    0.00659
C2    1    0.986310    0.642502   -0.080087    11.00000    0.03152    0.03425 =
         0.02982    0.01112    0.00941    0.01552
C3    1    1.062503    0.578411   -0.142283    11.00000    0.04695    0.03380 =
         0.04180    0.00976    0.02007    0.01423
C4    1    1.167301    0.547689   -0.095619    11.00000    0.03429    0.03378 =
         0.08133    0.00720    0.02531    0.01349
AFIX  43
H4    2    1.218565    0.506778   -0.136881    11.00000   -1.20000
AFIX   0
C5    1    1.196843    0.577392    0.012528    11.00000    0.02524    0.03760 =
         0.09255    0.00655    0.00116    0.01124
AFIX  43
H5    2    1.267255    0.555393    0.043348    11.00000   -1.20000
AFIX   0
C6    1    1.122925    0.638839    0.073972    11.00000    0.02837    0.03642 =
         0.05608    0.01103   -0.00426    0.00528
AFIX  43
H6    2    1.143254    0.658264    0.146280    11.00000   -1.20000
AFIX   0
C7    1    0.938111    0.737780    0.093446    11.00000    0.02671    0.03099 =
         0.02271    0.00664    0.00136    0.00144
AFIX  43
H7    2    0.960459    0.758819    0.164791    11.00000   -1.20000
AFIX   0
C8    1    0.765534    0.832327    0.127830    11.00000    0.02555    0.03472 =
         0.02315   -0.00560    0.00367    0.00246
AFIX  13
H8    2    0.809984    0.849824    0.195539    11.00000   -1.20000
AFIX   0
C9    1    0.660552    0.765606    0.159787    11.00000    0.02269    0.03210 =
         0.02925   -0.00060    0.00173    0.00644
C10   1    0.599837    0.800040    0.251604    11.00000    0.03281    0.03710 =
         0.03225   -0.00356    0.00736    0.00275
AFIX  43
H10   2    0.624297    0.862321    0.290930    11.00000   -1.20000
AFIX   0
C11   1    0.503683    0.742767    0.284966    11.00000    0.03562    0.05024 =
         0.04593   -0.00286    0.01637    0.00273
AFIX  43
H11   2    0.463434    0.767513    0.345591    11.00000   -1.20000
AFIX   0
C12   1    0.467326    0.649143    0.228655    11.00000    0.02708    0.05180 =
         0.07076   -0.00508    0.01221   -0.00611
AFIX  43
H12   2    0.403676    0.609779    0.251913    11.00000   -1.20000
AFIX   0
C13   1    0.526370    0.614526    0.137492    11.00000    0.02929    0.04719 =
         0.07009   -0.01890    0.00263   -0.00356
AFIX  43
H13   2    0.502046    0.551683    0.099002    11.00000   -1.20000
AFIX   0
C14   1    0.622041    0.672827    0.102597    11.00000    0.02569    0.04269 =
         0.04197   -0.01197    0.00216    0.00638
AFIX  43
H14   2    0.660384    0.649247    0.040363    11.00000   -1.20000
AFIX   0
C15   1    0.733267    0.940345    0.071241    11.00000    0.02814    0.03514 =
         0.03430   -0.00384    0.01298    0.00641
C16   1    0.655803    0.943855   -0.017543    11.00000    0.02721    0.04104 =
         0.06865    0.01145    0.00089    0.00527
AFIX  43
H16   2    0.623023    0.878602   -0.044458    11.00000   -1.20000
AFIX   0
C17   1    0.626885    1.044455   -0.066538    11.00000    0.02977    0.06350 =
         0.08786    0.02819    0.00852    0.01808
AFIX  43
H17   2    0.574219    1.046484   -0.125688    11.00000   -1.20000
AFIX   0
C18   1    0.676213    1.141680   -0.027594    11.00000    0.06812    0.03809 =
         0.08792    0.01422    0.04560    0.02366
AFIX  43
H18   2    0.656773    1.209008   -0.060505    11.00000   -1.20000
AFIX   0
C19   1    0.753645    1.138579    0.059425    11.00000    0.10113    0.03467 =
         0.05469   -0.00413    0.04491    0.00206
AFIX  43
H19   2    0.787316    1.203818    0.085323    11.00000   -1.20000
AFIX   0
C20   1    0.781913    1.038712    0.108897    11.00000    0.06692    0.04185 =
         0.03280   -0.00928    0.02217   -0.00493
AFIX  43
H20   2    0.834304    1.037422    0.168293    11.00000   -1.20000
AFIX   0
C21   1    1.098218    0.489389   -0.314435    11.00000    0.10196    0.04852 =
         0.06155    0.00383    0.05569    0.02574
AFIX 137
H21A  2    1.168293    0.530026   -0.323164    11.00000   -1.50000
H21B  2    1.061840    0.477508   -0.385611    11.00000   -1.50000
H21C  2    1.115083    0.419183   -0.280376    11.00000   -1.50000
HKLF    4
 
REM  OVANADPM in P2(1)/c
REM R1 =  0.0531 for   2571 Fo > 4sig(Fo)  and  0.0716 for all   3332 data
REM    221 parameters refined using      0 restraints
 
END  
     
WGHT      0.0503      0.8288 
REM Highest difference peak  0.229,  deepest hole -0.288,  1-sigma level  0.043
Q1    1   0.7011  1.1209  0.0271  11.00000  0.05    0.23
Q2    1   1.1843  0.5931 -0.0563  11.00000  0.05    0.19
Q3    1   0.7972  1.0923  0.0820  11.00000  0.05    0.18
Q4    1   1.0608  0.5987 -0.2235  11.00000  0.05    0.17
Q5    1   1.0184  0.5893 -0.1082  11.00000  0.05    0.17
Q6    1   0.6107  0.8008  0.1773  11.00000  0.05    0.17
Q7    1   1.1092  0.6173 -0.1269  11.00000  0.05    0.16
Q8    1   0.4167  0.5890  0.3093  11.00000  0.05    0.16
Q9    1   1.1394  0.4208 -0.2584  11.00000  0.05    0.16
Q10   1   1.1267  0.5504 -0.3664  11.00000  0.05    0.15
Q11   1   0.6266  1.0455 -0.0120  11.00000  0.05    0.15
Q12   1   0.6305  1.1122 -0.0591  11.00000  0.05    0.15
Q13   1   0.9738  0.5731 -0.2820  11.00000  0.05    0.15
Q14   1   0.8179  0.7722 -0.0160  11.00000  0.05    0.15
Q15   1   1.1595  0.4385 -0.2492  11.00000  0.05    0.14
Q16   1   0.7612  0.9026  0.1129  11.00000  0.05    0.14
Q17   1   1.0458  0.6329 -0.1167  11.00000  0.05    0.14
Q18   1   0.4617  0.7158  0.2159  11.00000  0.05    0.14
Q19   1   0.7926  0.9757  0.0618  11.00000  0.05    0.14
Q20   1   1.0215  0.5175 -0.0369  11.00000  0.05    0.13


#============================================================
;
_database_code_depnum_ccdc_archive 'CCDC 973337'

data_7RT


_symmetry_space_group_name_hall  '-P 2ybc'
#Added by publCIF



_audit_update_record             
;
2013-09-19 # Formatted by publCIF
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        2-(benzhydrylimino-methyl)-6-methoxy-phenol
_chemical_name_common            2-(benzhydrylimino-methyl)-6-methoxy-phenol
_chemical_formula_moiety         'C21 H19 N O2'
_chemical_formula_sum            'C21 H19 N O2'
_chemical_properties_physical    thermochromic
_exptl_crystal_recrystallization_method 'evaporation of ethanol'
_chemical_melting_point          404(1)

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow

_diffrn_ambient_temperature      298(2)
_chemical_formula_weight         317.37

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_int_tables_number      14
_chemical_absolute_configuration .

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                   11.756(2)
_cell_length_b                   12.176(2)
_cell_length_c                   12.2037(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.224(15)
_cell_angle_gamma                90.00
_cell_volume                     1746.5(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_exptl_crystal_size_max          0.75
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.207
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             672
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_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_source_type              
'Oxford Diffraction Xcalibur Kappa CCD X-ray diffractometer'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7909
_diffrn_reflns_av_R_equivalents  0.0856
_diffrn_reflns_av_sigmaI/netI    0.2407
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.73
_diffrn_reflns_theta_max         27.00
_reflns_number_total             3739
_reflns_number_gt                910
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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)+(0.0194P)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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3739
_refine_ls_number_parameters     222
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.2084
_refine_ls_R_factor_gt           0.0345
_refine_ls_wR_factor_ref         0.0651
_refine_ls_wR_factor_gt          0.0491
_refine_ls_goodness_of_fit_ref   0.605
_refine_ls_restrained_S_all      0.606
_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
O1 O 0.88850(15) 0.67562(14) -0.12758(10) 0.0696(6) Uani 1 1 d . . .
H1 H 0.8490(17) 0.7138(18) -0.0799(16) 0.083 Uiso 1 1 d . . .
O2 O 1.02567(14) 0.55790(14) -0.24353(14) 0.0863(6) Uani 1 1 d . . .
N1 N 0.83871(15) 0.76674(14) 0.05426(12) 0.0515(5) Uani 1 1 d U . .
C1 C 1.01456(19) 0.67501(17) 0.02807(18) 0.0504(6) Uani 1 1 d U . .
C2 C 0.9879(2) 0.64516(19) -0.07865(19) 0.0523(6) Uani 1 1 d U . .
C3 C 1.0628(2) 0.5839(2) -0.1406(2) 0.0639(7) Uani 1 1 d U . .
C4 C 1.1647(2) 0.5526(2) -0.0941(2) 0.0771(8) Uani 1 1 d . . .
H4 H 1.2159 0.5121 -0.1348 0.093 Uiso 1 1 calc R . .
C5 C 1.1917(2) 0.5807(2) 0.0126(3) 0.0816(9) Uani 1 1 d . . .
H5 H 1.2609 0.5584 0.0434 0.098 Uiso 1 1 calc R . .
C6 C 1.1187(2) 0.6406(2) 0.0736(2) 0.0683(8) Uani 1 1 d . . .
H6 H 1.1380 0.6586 0.1457 0.082 Uiso 1 1 calc R . .
C7 C 0.93516(19) 0.73730(18) 0.09203(16) 0.0528(6) Uani 1 1 d U . .
H7 H 0.9556 0.7565 0.1635 0.063 Uiso 1 1 calc R . .
C8 C 0.76507(19) 0.83004(19) 0.12732(16) 0.0523(7) Uani 1 1 d . . .
H8 H 0.8088 0.8461 0.1947 0.063 Uiso 1 1 calc R . .
C9 C 0.6617(2) 0.7651(2) 0.15810(18) 0.0524(7) Uani 1 1 d . . .
C10 C 0.6020(2) 0.7966(2) 0.24783(18) 0.0776(9) Uani 1 1 d . . .
H10 H 0.6266 0.8571 0.2884 0.093 Uiso 1 1 calc R . .
C11 C 0.5064(3) 0.7409(3) 0.2794(2) 0.0969(11) Uani 1 1 d . . .
H11 H 0.4662 0.7649 0.3397 0.116 Uiso 1 1 calc R . .
C12 C 0.4704(3) 0.6507(3) 0.2228(3) 0.0961(11) Uani 1 1 d . . .
H12 H 0.4069 0.6118 0.2451 0.115 Uiso 1 1 calc R . .
C13 C 0.5282(3) 0.6180(2) 0.1334(3) 0.0925(10) Uani 1 1 d . . .
H13 H 0.5032 0.5572 0.0936 0.111 Uiso 1 1 calc R . .
C14 C 0.6246(2) 0.6748(2) 0.1007(2) 0.0739(8) Uani 1 1 d . . .
H14 H 0.6639 0.6513 0.0397 0.089 Uiso 1 1 calc R . .
C15 C 0.7344(2) 0.9380(2) 0.07363(18) 0.0526(6) Uani 1 1 d U . .
C16 C 0.6589(2) 0.9427(2) -0.01347(19) 0.0716(8) Uani 1 1 d . . .
H16 H 0.6264 0.8784 -0.0408 0.086 Uiso 1 1 calc R . .
C17 C 0.6306(2) 1.0430(3) -0.0612(2) 0.0867(9) Uani 1 1 d . . .
H17 H 0.5792 1.0455 -0.1201 0.104 Uiso 1 1 calc R . .
C18 C 0.6778(3) 1.1371(3) -0.0217(3) 0.0925(11) Uani 1 1 d . . .
H18 H 0.6586 1.2041 -0.0536 0.111 Uiso 1 1 calc R . .
C19 C 0.7530(3) 1.1335(2) 0.0641(3) 0.0941(10) Uani 1 1 d . . .
H19 H 0.7858 1.1980 0.0907 0.113 Uiso 1 1 calc R . .
C20 C 0.7808(2) 1.0339(2) 0.11228(18) 0.0724(8) Uani 1 1 d U . .
H20 H 0.8316 1.0321 0.1717 0.087 Uiso 1 1 calc R . .
C21 C 1.0997(2) 0.4963(2) -0.31136(18) 0.1187(12) Uani 1 1 d . . .
H21A H 1.1708 0.5344 -0.3175 0.178 Uiso 1 1 calc R . .
H21B H 1.0652 0.4877 -0.3829 0.178 Uiso 1 1 calc R . .
H21C H 1.1130 0.4253 -0.2794 0.178 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 C2 1.353(2) . ?
O1 H1 0.88(2) . ?
O2 C3 1.359(2) . ?
O2 C21 1.427(2) . ?
N1 C7 1.267(2) . ?
N1 C8 1.474(2) . ?
C1 C2 1.382(2) . ?
C1 C6 1.398(3) . ?
C1 C7 1.445(3) . ?
C2 C3 1.389(3) . ?
C3 C4 1.369(3) . ?
C4 C5 1.378(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.360(3) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.505(3) . ?
C8 C15 1.509(3) . ?
C8 H8 0.9800 . ?
C9 C10 1.368(3) . ?
C9 C14 1.370(3) . ?
C10 C11 1.375(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.360(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.357(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.393(3) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C20 1.368(3) . ?
C15 C16 1.371(3) . ?
C16 C17 1.390(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.357(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.357(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.384(3) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O1 H1 108.3(13) . . ?
C3 O2 C21 118.1(2) . . ?
C7 N1 C8 117.44(18) . . ?
C2 C1 C6 118.4(2) . . ?
C2 C1 C7 120.8(2) . . ?
C6 C1 C7 120.9(2) . . ?
O1 C2 C1 121.3(2) . . ?
O1 C2 C3 117.3(2) . . ?
C1 C2 C3 121.4(2) . . ?
O2 C3 C4 125.4(3) . . ?
O2 C3 C2 115.7(3) . . ?
C4 C3 C2 118.9(3) . . ?
C3 C4 C5 120.3(3) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 121.0(3) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C5 C6 C1 120.0(2) . . ?
C5 C6 H6 120.0 . . ?
C1 C6 H6 120.0 . . ?
N1 C7 C1 122.4(2) . . ?
N1 C7 H7 118.8 . . ?
C1 C7 H7 118.8 . . ?
N1 C8 C9 111.37(19) . . ?
N1 C8 C15 109.33(17) . . ?
C9 C8 C15 112.3(2) . . ?
N1 C8 H8 107.9 . . ?
C9 C8 H8 107.9 . . ?
C15 C8 H8 107.9 . . ?
C10 C9 C14 118.1(3) . . ?
C10 C9 C8 118.9(3) . . ?
C14 C9 C8 123.0(2) . . ?
C9 C10 C11 121.5(3) . . ?
C9 C10 H10 119.3 . . ?
C11 C10 H10 119.3 . . ?
C12 C11 C10 120.2(3) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C13 C12 C11 119.3(3) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C12 C13 C14 120.6(3) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C9 C14 C13 120.3(3) . . ?
C9 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C20 C15 C16 118.5(3) . . ?
C20 C15 C8 120.2(2) . . ?
C16 C15 C8 121.2(2) . . ?
C15 C16 C17 120.5(3) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
C18 C17 C16 120.1(3) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C19 C18 C17 120.1(3) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C18 C19 C20 120.0(3) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C15 C20 C19 120.9(3) . . ?
C15 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
O2 C21 H21A 109.5 . . ?
O2 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O2 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

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 O1 179.9(2) . . . . ?
C7 C1 C2 O1 1.8(3) . . . . ?
C6 C1 C2 C3 -1.0(3) . . . . ?
C7 C1 C2 C3 -179.1(2) . . . . ?
C21 O2 C3 C4 -2.4(3) . . . . ?
C21 O2 C3 C2 179.2(2) . . . . ?
O1 C2 C3 O2 -2.2(3) . . . . ?
C1 C2 C3 O2 178.7(2) . . . . ?
O1 C2 C3 C4 179.3(2) . . . . ?
C1 C2 C3 C4 0.2(3) . . . . ?
O2 C3 C4 C5 -177.7(2) . . . . ?
C2 C3 C4 C5 0.6(4) . . . . ?
C3 C4 C5 C6 -0.5(4) . . . . ?
C4 C5 C6 C1 -0.3(4) . . . . ?
C2 C1 C6 C5 1.0(3) . . . . ?
C7 C1 C6 C5 179.1(2) . . . . ?
C8 N1 C7 C1 -179.99(19) . . . . ?
C2 C1 C7 N1 0.3(3) . . . . ?
C6 C1 C7 N1 -177.7(2) . . . . ?
C7 N1 C8 C9 -112.4(2) . . . . ?
C7 N1 C8 C15 123.0(2) . . . . ?
N1 C8 C9 C10 161.45(19) . . . . ?
C15 C8 C9 C10 -75.6(2) . . . . ?
N1 C8 C9 C14 -18.1(3) . . . . ?
C15 C8 C9 C14 104.9(3) . . . . ?
C14 C9 C10 C11 -0.9(4) . . . . ?
C8 C9 C10 C11 179.5(2) . . . . ?
C9 C10 C11 C12 1.5(4) . . . . ?
C10 C11 C12 C13 -1.6(4) . . . . ?
C11 C12 C13 C14 1.1(4) . . . . ?
C10 C9 C14 C13 0.4(4) . . . . ?
C8 C9 C14 C13 179.9(2) . . . . ?
C12 C13 C14 C9 -0.6(4) . . . . ?
N1 C8 C15 C20 -108.1(2) . . . . ?
C9 C8 C15 C20 127.8(2) . . . . ?
N1 C8 C15 C16 72.7(3) . . . . ?
C9 C8 C15 C16 -51.4(3) . . . . ?
C20 C15 C16 C17 0.1(3) . . . . ?
C8 C15 C16 C17 179.3(2) . . . . ?
C15 C16 C17 C18 0.1(4) . . . . ?
C16 C17 C18 C19 0.2(4) . . . . ?
C17 C18 C19 C20 -0.6(5) . . . . ?
C16 C15 C20 C19 -0.5(3) . . . . ?
C8 C15 C20 C19 -179.7(2) . . . . ?
C18 C19 C20 C15 0.8(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.090
_refine_diff_density_min         -0.098
_refine_diff_density_rms         0.022


#============================================================
_iucr_refine_instruction_details 
;

TITL 7RT in P2(1)/c
CELL  0.71073  11.7559  12.1765  12.2037   90.000   91.224   90.000
ZERR     4.00   0.0020   0.0024   0.0019    0.000    0.015    0.000
LATT   1
SYMM  - X, 1/2 + Y, 1/2 - Z
SFAC  C    H    N    O
UNIT  84   76   4    8
MERG   2
OMIT    -4.00  54.00
TWIN
delu  0.001  0.001 n1  c7   c1  c7   c1  c2  c2  c3  c15  c20
FMAP   2
PLAN   20
ACTA
BOND
BOND   $H
CONF
LIST   4
L.S.   4
TEMP    25.00
WGHT    0.019400
BASF   1.11817
FVAR       8.90011
O1    4    0.888498    0.675623   -0.127584    11.00000    0.06225    0.09598 =
         0.05047    0.00148    0.00137    0.03275
H1    2    0.849049    0.713752   -0.079921    11.00000   -1.20000
O2    4    1.025667    0.557904   -0.243527    11.00000    0.09414    0.09482 =
         0.07102   -0.00118    0.02759    0.03677
N1    3    0.838709    0.766742    0.054263    11.00000    0.04607    0.05729 =
         0.05123    0.00386    0.00163    0.00718
C1    1    1.014558    0.675007    0.028069    11.00000    0.03982    0.04592 =
         0.06517    0.01189   -0.00319    0.00247
C2    1    0.987928    0.645161   -0.078645    11.00000    0.04457    0.05346 =
         0.05922    0.01314    0.00792    0.00837
C3    1    1.062757    0.583926   -0.140554    11.00000    0.05516    0.05858 =
         0.07869    0.00729    0.01658    0.00971
C4    1    1.164674    0.552595   -0.094139    11.00000    0.05362    0.05973 =
         0.11872    0.00708    0.01724    0.01584
AFIX  43
H4    2    1.215914    0.512145   -0.134837    11.00000   -1.20000
AFIX   0
C5    1    1.191679    0.580722    0.012611    11.00000    0.04216    0.06924 =
         0.13282    0.01238   -0.01047    0.00806
AFIX  43
H5    2    1.260927    0.558427    0.043442    11.00000   -1.20000
AFIX   0
C6    1    1.118678    0.640579    0.073629    11.00000    0.04617    0.06392 =
         0.09421    0.00094   -0.01489    0.00152
AFIX  43
H6    2    1.138035    0.658614    0.145694    11.00000   -1.20000
AFIX   0
C7    1    0.935160    0.737304    0.092031    11.00000    0.04960    0.05389 =
         0.05484    0.00636   -0.00382   -0.00039
AFIX  43
H7    2    0.955610    0.756489    0.163536    11.00000   -1.20000
AFIX   0
C8    1    0.765073    0.830043    0.127319    11.00000    0.04955    0.05949 =
         0.04772   -0.00407   -0.00266    0.00434
AFIX  13
H8    2    0.808804    0.846059    0.194698    11.00000   -1.20000
AFIX   0
C9    1    0.661652    0.765091    0.158097    11.00000    0.05367    0.05241 =
         0.05114    0.00899    0.00418    0.00770
C10   1    0.601957    0.796582    0.247825    11.00000    0.08339    0.08620 =
         0.06403    0.00242    0.01920   -0.00242
AFIX  43
H10   2    0.626590    0.857060    0.288373    11.00000   -1.20000
AFIX   0
C11   1    0.506385    0.740864    0.279420    11.00000    0.09724    0.11188 =
         0.08290    0.01014    0.03521    0.00322
AFIX  43
H11   2    0.466211    0.764908    0.339707    11.00000   -1.20000
AFIX   0
C12   1    0.470403    0.650704    0.222804    11.00000    0.07167    0.10166 =
         0.11566    0.02745    0.02035   -0.00851
AFIX  43
H12   2    0.406867    0.611826    0.245127    11.00000   -1.20000
AFIX   0
C13   1    0.528169    0.618047    0.133391    11.00000    0.07798    0.07940 =
         0.12034   -0.00765    0.00759   -0.01181
AFIX  43
H13   2    0.503174    0.557217    0.093581    11.00000   -1.20000
AFIX   0
C14   1    0.624554    0.674807    0.100702    11.00000    0.06209    0.07509 =
         0.08500   -0.00564    0.01196   -0.00057
AFIX  43
H14   2    0.663875    0.651317    0.039673    11.00000   -1.20000
AFIX   0
C15   1    0.734377    0.937975    0.073631    11.00000    0.04600    0.05681 =
         0.05547    0.00346    0.01274    0.00443
C16   1    0.658870    0.942721   -0.013468    11.00000    0.05723    0.06592 =
         0.09138    0.01788   -0.00307   -0.00190
AFIX  43
H16   2    0.626384    0.878410   -0.040801    11.00000   -1.20000
AFIX   0
C17   1    0.630571    1.042954   -0.061160    11.00000    0.05464    0.09217 =
         0.11331    0.03777   -0.00045    0.00589
AFIX  43
H17   2    0.579220    1.045544   -0.120138    11.00000   -1.20000
AFIX   0
C18   1    0.677815    1.137092   -0.021735    11.00000    0.08622    0.06977 =
         0.12334    0.03642    0.04183    0.02314
AFIX  43
H18   2    0.658643    1.204137   -0.053617    11.00000   -1.20000
AFIX   0
C19   1    0.752992    1.133505    0.064149    11.00000    0.12134    0.05285 =
         0.10954   -0.00300    0.03493   -0.00272
AFIX  43
H19   2    0.785833    1.197991    0.090653    11.00000   -1.20000
AFIX   0
C20   1    0.780777    1.033870    0.112281    11.00000    0.08614    0.06059 =
         0.07093   -0.00483    0.01312   -0.00225
AFIX  43
H20   2    0.831647    1.032068    0.171671    11.00000   -1.20000
AFIX   0
C21   1    1.099721    0.496272   -0.311358    11.00000    0.14126    0.11924 =
         0.09802   -0.00431    0.06081    0.05176
AFIX 137
H21A  2    1.170772    0.534411   -0.317487    11.00000   -1.50000
H21B  2    1.065219    0.487678   -0.382853    11.00000   -1.50000
H21C  2    1.112982    0.425273   -0.279358    11.00000   -1.50000
HKLF    4
 
REM  OVADPM_RT in P2(1)/c
REM R1 =  0.0345 for    910 Fo > 4sig(Fo)  and  0.2084 for all   3739 data
REM    222 parameters refined using      8 restraints
 
END  
     
WGHT      0.0194      0.0000 
REM Highest difference peak  0.090,  deepest hole -0.098,  1-sigma level  0.022
Q1    1   0.7727  0.6971  0.0133  11.00000  0.05    0.09
Q2    1   0.6652  0.7151  0.1665  11.00000  0.05    0.08
Q3    1   0.8131  0.8121  0.0815  11.00000  0.05    0.08
Q4    1   1.0605  0.5046 -0.2769  11.00000  0.05    0.08
Q5    1   0.4467  0.5924  0.0676  11.00000  0.05    0.08
Q6    1   0.7787  1.0765  0.0814  11.00000  0.05    0.08
Q7    1   0.6873  1.2819  0.0151  11.00000  0.05    0.08
Q8    1   0.8593  0.7292  0.0803  11.00000  0.05    0.08
Q9    1   0.9877  0.6504 -0.0166  11.00000  0.05    0.07
Q10   1   0.6576  0.7240 -0.0153  11.00000  0.05    0.07
Q11   1   0.3431  0.6215  0.2012  11.00000  0.05    0.07
Q12   1   0.7535  0.9360  0.0200  11.00000  0.05    0.07
Q13   1   0.7046  0.6304  0.0781  11.00000  0.05    0.07
Q14   1   0.8331  1.2621 -0.0049  11.00000  0.05    0.07
Q15   1   0.4617  0.8499  0.4320  11.00000  0.05    0.07
Q16   1   1.1959  0.4340 -0.4340  11.00000  0.05    0.07
Q17   1   0.9610  0.6653 -0.1076  11.00000  0.05    0.07
Q18   1   1.0945  0.5929 -0.2129  11.00000  0.05    0.07
Q19   1   0.6801  0.6256  0.2402  11.00000  0.05    0.06
Q20   1   1.2069  0.5327 -0.1587  11.00000  0.05    0.06


;

#============================================================


_database_code_depnum_ccdc_archive 'CCDC 973338'
