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#                                CCDC 
# 
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#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
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#  fide research purposes only. It may contain copyright material
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data_exp_142
_audit_creation_date             2013-12-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.11.15 svn.r2839 for OlexSys, GUI svn.r4720)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C21 H19 N O'
_chemical_formula_sum            'C21 H19 N O'
_chemical_formula_weight         301.37
_chemical_melting_point          ?
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.5079(4)
_cell_length_b                   11.1040(4)
_cell_length_c                   10.4205(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.455(3)
_cell_angle_gamma                90
_cell_volume                     1549.78(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3881
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.5730
_cell_measurement_theta_min      5.1340
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.614
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89856
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro, Agilent Technologies, Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET) (compiled Aug 2 2013,16:46:58) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.07
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7406
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.933
_diffrn_reflns_theta_min         5.174
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 Atlas
_diffrn_detector_area_resol_mean 5.2195
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0052217000
_diffrn_orient_matrix_UB_12      0.1379354000
_diffrn_orient_matrix_UB_13      -0.0141506000
_diffrn_orient_matrix_UB_21      0.0952094000
_diffrn_orient_matrix_UB_22      0.0026997000
_diffrn_orient_matrix_UB_23      0.0988537000
_diffrn_orient_matrix_UB_31      0.0642859000
_diffrn_orient_matrix_UB_32      -0.0152788000
_diffrn_orient_matrix_UB_33      -0.1106633000
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              Agilent
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2750
_reflns_number_total             3213
_reflns_odcompleteness_completeness 99.67
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies, Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET) (compiled Aug 2 2013,16:46:58)'
_computing_data_collection       
'CrysAlisPro, Agilent Technologies, Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET) (compiled Aug 2 2013,16:46:58)'
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies, Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET) (compiled Aug 2 2013,16:46:58)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.264
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     214
_refine_ls_number_reflns         3213
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0492
_refine_ls_R_factor_gt           0.0418
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0628P)²+0.4134P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1136
_refine_ls_wR_factor_ref         0.1212
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N1-H1
 0.86 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C12(H12), C13(H13)
3.b Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.83062(7) 0.25617(10) 0.00430(9) 0.0337(2) Uani 1 1 d . . . . .
N1 N 0.86422(8) 0.29435(11) 0.22065(10) 0.0269(2) Uani 1 1 d D . . . .
H1 H 0.8453(12) 0.2795(15) 0.2952(14) 0.032 Uiso 1 1 d DR . . . .
C1 C 0.72411(10) 0.16739(12) 0.14526(12) 0.0262(3) Uani 1 1 d . . . . .
C2 C 0.74051(10) 0.06553(13) 0.22338(12) 0.0303(3) Uani 1 1 d . . . . .
H2 H 0.8048 0.0478 0.2620 0.036 Uiso 1 1 calc R . . . .
C3 C 0.66214(11) -0.00974(12) 0.24429(12) 0.0307(3) Uani 1 1 d . . . . .
H3 H 0.6750 -0.0794 0.2932 0.037 Uiso 1 1 calc R . . . .
C4 C 0.56432(10) 0.01782(12) 0.19279(11) 0.0265(3) Uani 1 1 d . . . . .
C5 C 0.48064(11) -0.05693(13) 0.21337(12) 0.0312(3) Uani 1 1 d . . . . .
H5 H 0.4922 -0.1292 0.2578 0.037 Uiso 1 1 calc R . . . .
C6 C 0.38603(11) -0.02483(13) 0.16994(12) 0.0328(3) Uani 1 1 d . . . . .
H6 H 0.3338 -0.0747 0.1865 0.039 Uiso 1 1 calc R . . . .
C7 C 0.36394(11) 0.08511(13) 0.09829(12) 0.0293(3) Uani 1 1 d . . . . .
C8 C 0.26679(11) 0.12170(15) 0.05237(13) 0.0360(3) Uani 1 1 d . . . . .
H8 H 0.2131 0.0753 0.0710 0.043 Uiso 1 1 calc R . . . .
C9 C 0.24894(11) 0.22567(15) -0.02038(14) 0.0367(3) Uani 1 1 d . . . . .
H9 H 0.1836 0.2485 -0.0493 0.044 Uiso 1 1 calc R . . . .
C10 C 0.32764(10) 0.29604(14) -0.05047(13) 0.0317(3) Uani 1 1 d . . . . .
H10 H 0.3148 0.3649 -0.1006 0.038 Uiso 1 1 calc R . . . .
C11 C 0.42646(10) 0.26377(12) -0.00559(11) 0.0256(3) Uani 1 1 d . . . . .
C12 C 0.50985(10) 0.33431(12) -0.03400(12) 0.0258(3) Uani 1 1 d . . . . .
H12 H 0.4982 0.4028 -0.0851 0.031 Uiso 1 1 calc R . . . .
C13 C 0.60495(10) 0.30397(11) 0.01148(12) 0.0246(3) Uani 1 1 d . . . . .
H13 H 0.6572 0.3518 -0.0091 0.030 Uiso 1 1 calc R . . . .
C14 C 0.62662(9) 0.19889(11) 0.09122(11) 0.0230(3) Uani 1 1 d . . . . .
C15 C 0.54555(10) 0.12517(11) 0.11834(11) 0.0235(3) Uani 1 1 d . . . . .
C16 C 0.44539(10) 0.15799(12) 0.07075(11) 0.0250(3) Uani 1 1 d . . . . .
C17 C 0.81122(9) 0.24295(12) 0.11636(12) 0.0267(3) Uani 1 1 d . . . . .
C18 C 0.94939(10) 0.37773(12) 0.21582(12) 0.0269(3) Uani 1 1 d . . . . .
C19 C 0.91441(12) 0.48960(14) 0.13619(15) 0.0373(3) Uani 1 1 d . . . . .
H19A H 0.8909 0.4661 0.0489 0.056 Uiso 1 1 calc GR . . . .
H19B H 0.9691 0.5447 0.1362 0.056 Uiso 1 1 calc GR . . . .
H19C H 0.8613 0.5280 0.1737 0.056 Uiso 1 1 calc GR . . . .
C20 C 0.98527(11) 0.41624(14) 0.35479(13) 0.0329(3) Uani 1 1 d . . . . .
H20A H 0.9311 0.4529 0.3917 0.049 Uiso 1 1 calc GR . . . .
H20B H 1.0388 0.4731 0.3551 0.049 Uiso 1 1 calc GR . . . .
H20C H 1.0085 0.3469 0.4050 0.049 Uiso 1 1 calc GR . . . .
C21 C 1.03416(11) 0.31449(14) 0.15860(14) 0.0341(3) Uani 1 1 d . . . . .
H21A H 1.0517 0.2418 0.2060 0.051 Uiso 1 1 calc GR . . . .
H21B H 1.0912 0.3667 0.1644 0.051 Uiso 1 1 calc GR . . . .
H21C H 1.0128 0.2952 0.0695 0.051 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C17 1.2382(16) . ?
N1 C17 1.3482(17) . ?
N1 C18 1.4827(17) . ?
C1 C2 1.3944(19) . ?
C1 C14 1.4076(18) . ?
C1 C17 1.5070(18) . ?
C2 C3 1.388(2) . ?
C3 C4 1.394(2) . ?
C4 C5 1.4406(19) . ?
C4 C15 1.4269(17) . ?
C5 C6 1.347(2) . ?
C6 C7 1.442(2) . ?
C7 C8 1.398(2) . ?
C7 C16 1.4247(18) . ?
C8 C9 1.385(2) . ?
C9 C10 1.388(2) . ?
C10 C11 1.4025(19) . ?
C11 C12 1.4340(18) . ?
C11 C16 1.4231(18) . ?
C12 C13 1.3530(19) . ?
C13 C14 1.4402(17) . ?
C14 C15 1.4245(17) . ?
C15 C16 1.4266(18) . ?
C18 C19 1.5340(19) . ?
C18 C20 1.5274(17) . ?
C18 C21 1.5287(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
C17 N1 C18 124.77(10) . . ?
C2 C1 C14 120.31(12) . . ?
C2 C1 C17 119.95(12) . . ?
C14 C1 C17 119.73(12) . . ?
C3 C2 C1 120.89(13) . . ?
C2 C3 C4 120.76(12) . . ?
C3 C4 C5 122.62(12) . . ?
C3 C4 C15 119.03(12) . . ?
C15 C4 C5 118.34(12) . . ?
C6 C5 C4 121.73(13) . . ?
C5 C6 C7 121.43(13) . . ?
C8 C7 C6 123.05(13) . . ?
C8 C7 C16 118.77(13) . . ?
C16 C7 C6 118.16(13) . . ?
C9 C8 C7 121.25(13) . . ?
C8 C9 C10 120.59(14) . . ?
C9 C10 C11 120.31(14) . . ?
C10 C11 C12 122.05(12) . . ?
C10 C11 C16 119.44(12) . . ?
C16 C11 C12 118.50(12) . . ?
C13 C12 C11 121.82(12) . . ?
C12 C13 C14 121.09(12) . . ?
C1 C14 C13 122.80(12) . . ?
C1 C14 C15 118.76(12) . . ?
C15 C14 C13 118.43(11) . . ?
C14 C15 C4 120.07(12) . . ?
C14 C15 C16 120.20(11) . . ?
C16 C15 C4 119.73(12) . . ?
C7 C16 C15 120.48(12) . . ?
C11 C16 C7 119.60(12) . . ?
C11 C16 C15 119.91(12) . . ?
O1 C17 N1 123.69(13) . . ?
O1 C17 C1 121.39(12) . . ?
N1 C17 C1 114.92(11) . . ?
N1 C18 C19 109.76(11) . . ?
N1 C18 C20 107.14(10) . . ?
N1 C18 C21 110.49(11) . . ?
C20 C18 C19 108.89(12) . . ?
C20 C18 C21 109.68(11) . . ?
C21 C18 C19 110.78(11) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O1 0.865(14) 2.248(14) 3.0992(13) 167.9(15) 4_566
C19 H19A O1 0.96 2.49 3.0797(19) 119.4 .
C21 H21C O1 0.96 2.50 3.0686(18) 117.5 .

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
C1 C2 C3 C4 -3.1(2) . . . . ?
C1 C14 C15 C4 -3.58(17) . . . . ?
C1 C14 C15 C16 176.71(11) . . . . ?
C2 C1 C14 C13 179.03(11) . . . . ?
C2 C1 C14 C15 0.24(18) . . . . ?
C2 C1 C17 O1 118.22(15) . . . . ?
C2 C1 C17 N1 -62.31(16) . . . . ?
C2 C3 C4 C5 -179.23(12) . . . . ?
C2 C3 C4 C15 -0.25(19) . . . . ?
C3 C4 C5 C6 175.61(12) . . . . ?
C3 C4 C15 C14 3.60(17) . . . . ?
C3 C4 C15 C16 -176.68(11) . . . . ?
C4 C5 C6 C7 1.2(2) . . . . ?
C4 C15 C16 C7 0.73(17) . . . . ?
C4 C15 C16 C11 -178.82(11) . . . . ?
C5 C4 C15 C14 -177.38(11) . . . . ?
C5 C4 C15 C16 2.34(17) . . . . ?
C5 C6 C7 C8 -179.62(13) . . . . ?
C5 C6 C7 C16 1.89(19) . . . . ?
C6 C7 C8 C9 -177.49(13) . . . . ?
C6 C7 C16 C11 176.70(11) . . . . ?
C6 C7 C16 C15 -2.85(17) . . . . ?
C7 C8 C9 C10 0.5(2) . . . . ?
C8 C7 C16 C11 -1.86(18) . . . . ?
C8 C7 C16 C15 178.60(11) . . . . ?
C8 C9 C10 C11 -1.1(2) . . . . ?
C9 C10 C11 C12 -179.70(12) . . . . ?
C9 C10 C11 C16 0.2(2) . . . . ?
C10 C11 C12 C13 178.78(12) . . . . ?
C10 C11 C16 C7 1.28(18) . . . . ?
C10 C11 C16 C15 -179.17(11) . . . . ?
C11 C12 C13 C14 -0.15(19) . . . . ?
C12 C11 C16 C7 -178.82(11) . . . . ?
C12 C11 C16 C15 0.73(17) . . . . ?
C12 C13 C14 C1 -177.01(11) . . . . ?
C12 C13 C14 C15 1.78(18) . . . . ?
C13 C14 C15 C4 177.58(10) . . . . ?
C13 C14 C15 C16 -2.13(17) . . . . ?
C14 C1 C2 C3 3.14(19) . . . . ?
C14 C1 C17 O1 -60.64(18) . . . . ?
C14 C1 C17 N1 118.83(13) . . . . ?
C14 C15 C16 C7 -179.56(11) . . . . ?
C14 C15 C16 C11 0.90(17) . . . . ?
C15 C4 C5 C6 -3.38(18) . . . . ?
C16 C7 C8 C9 1.0(2) . . . . ?
C16 C11 C12 C13 -1.12(18) . . . . ?
C17 N1 C18 C19 60.54(16) . . . . ?
C17 N1 C18 C20 178.64(12) . . . . ?
C17 N1 C18 C21 -61.92(16) . . . . ?
C17 C1 C2 C3 -175.71(11) . . . . ?
C17 C1 C14 C13 -2.12(18) . . . . ?
C17 C1 C14 C15 179.10(10) . . . . ?
C18 N1 C17 O1 3.0(2) . . . . ?
C18 N1 C17 C1 -176.44(11) . . . . ?

_iucr_refinement_instructions_details 
;
TITL exp_142 in P21/c #14
CELL 1.54184 13.50794 11.10401 10.42046 90 97.4553 90
ZERR 4 0.00044 0.00038 0.00028 0 0.0027 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
 
SFAC C H N O
UNIT 84 76 4 4
EQIV $1 +X,0.5-Y,0.5+Z
DFIX 0.86 N1 H1
 
L.S. 4
PLAN  20
HTAB N1 O1_$1
HTAB C19 O1
HTAB C21 O1
REM reset to P21/c #14
BOND
HTAB
MORE -1
fmap 2
acta
CONF
REM <HKL>/home/amakal/POMIARY_XRD/2013_12_13_AM_199_N/exp_142/struct/olex2_exp
REM _142/exp_142.hkl</HKL>
 
WGHT    0.062800    0.413400
FVAR       6.65421
O1    4    0.830622    0.256170    0.004300    11.00000    0.03035    0.05200 =
         0.02006   -0.00116    0.00781   -0.00136
N1    3    0.864222    0.294347    0.220652    11.00000    0.02744    0.03553 =
         0.01884    0.00110    0.00703    0.00005
H1    2    0.845292    0.279526    0.295245    11.00000   -1.20000
C1    1    0.724110    0.167389    0.145258    11.00000    0.03007    0.02976 =
         0.01965   -0.00274    0.00674    0.00150
C2    1    0.740511    0.065533    0.223384    11.00000    0.03257    0.03539 =
         0.02334    0.00119    0.00507    0.00763
AFIX  43
H2    2    0.804830    0.047791    0.262005    11.00000   -1.20000
AFIX   0
C3    1    0.662141   -0.009738    0.244292    11.00000    0.04545    0.02676 =
         0.02119    0.00329    0.00875    0.00676
AFIX  43
H3    2    0.675036   -0.079359    0.293221    11.00000   -1.20000
AFIX   0
C4    1    0.564320    0.017819    0.192794    11.00000    0.03858    0.02370 =
         0.01842   -0.00180    0.00867   -0.00064
C5    1    0.480642   -0.056928    0.213374    11.00000    0.05048    0.02505 =
         0.01976   -0.00006    0.01128   -0.00585
AFIX  43
H5    2    0.492238   -0.129243    0.257810    11.00000   -1.20000
AFIX   0
C6    1    0.386025   -0.024826    0.169939    11.00000    0.04430    0.03326 =
         0.02289   -0.00490    0.01261   -0.01405
AFIX  43
H6    2    0.333827   -0.074659    0.186534    11.00000   -1.20000
AFIX   0
C7    1    0.363943    0.085107    0.098288    11.00000    0.03468    0.03387 =
         0.02082   -0.00598    0.00875   -0.00677
C8    1    0.266793    0.121696    0.052367    11.00000    0.03071    0.04900 =
         0.02945   -0.00777    0.00883   -0.01111
AFIX  43
H8    2    0.213116    0.075345    0.071007    11.00000   -1.20000
AFIX   0
C9    1    0.248935    0.225674   -0.020375    11.00000    0.02709    0.05052 =
         0.03249   -0.00576    0.00382   -0.00043
AFIX  43
H9    2    0.183612    0.248536   -0.049309    11.00000   -1.20000
AFIX   0
C10   1    0.327639    0.296040   -0.050470    11.00000    0.03072    0.03679 =
         0.02765   -0.00150    0.00385    0.00410
AFIX  43
H10   2    0.314796    0.364926   -0.100634    11.00000   -1.20000
AFIX   0
C11   1    0.426462    0.263767   -0.005594    11.00000    0.02844    0.02810 =
         0.02079   -0.00374    0.00568    0.00029
C12   1    0.509847    0.334307   -0.033998    11.00000    0.03237    0.02409 =
         0.02176    0.00105    0.00658    0.00194
AFIX  43
H12   2    0.498231    0.402802   -0.085094    11.00000   -1.20000
AFIX   0
C13   1    0.604953    0.303968    0.011483    11.00000    0.03014    0.02310 =
         0.02200   -0.00105    0.00862   -0.00245
AFIX  43
H13   2    0.657203    0.351755   -0.009085    11.00000   -1.20000
AFIX   0
C14   1    0.626618    0.198892    0.091223    11.00000    0.02838    0.02375 =
         0.01774   -0.00275    0.00665    0.00032
C15   1    0.545554    0.125171    0.118339    11.00000    0.03173    0.02235 =
         0.01714   -0.00289    0.00645   -0.00117
C16   1    0.445395    0.157988    0.070751    11.00000    0.02977    0.02767 =
         0.01858   -0.00403    0.00713   -0.00380
C17   1    0.811215    0.242945    0.116357    11.00000    0.02484    0.03335 =
         0.02250   -0.00061    0.00580    0.00469
C18   1    0.949388    0.377732    0.215818    11.00000    0.02815    0.03143 =
         0.02210   -0.00054    0.00650    0.00039
C19   1    0.914406    0.489598    0.136191    11.00000    0.04252    0.03432 =
         0.03507    0.00626    0.00498    0.00068
AFIX 137
H19A  2    0.890883    0.466100    0.048891    11.00000   -1.50000
H19B  2    0.969146    0.544733    0.136168    11.00000   -1.50000
H19C  2    0.861296    0.527973    0.173682    11.00000   -1.50000
AFIX   0
C20   1    0.985271    0.416239    0.354794    11.00000    0.03288    0.04113 =
         0.02517   -0.00258    0.00557   -0.00272
AFIX 137
H20A  2    0.931083    0.452852    0.391659    11.00000   -1.50000
H20B  2    1.038811    0.473132    0.355070    11.00000   -1.50000
H20C  2    1.008472    0.346936    0.405003    11.00000   -1.50000
AFIX   0
C21   1    1.034155    0.314487    0.158600    11.00000    0.03005    0.03706 =
         0.03700   -0.00564    0.01146   -0.00098
AFIX 137
H21A  2    1.051721    0.241780    0.205994    11.00000   -1.50000
H21B  2    1.091177    0.366746    0.164380    11.00000   -1.50000
H21C  2    1.012800    0.295220    0.069496    11.00000   -1.50000
AFIX   0
HKLF 4
 
REM  exp_142 in P21/c #14
REM R1 =  0.0418 for    2750 Fo > 4sig(Fo)  and  0.0492 for all    3213 data
REM    214 parameters refined using      1 restraints
 
END  
     
WGHT      0.0628      0.4130 

REM Instructions for potential hydrogen bonds
HTAB N1 O1_$1
HTAB C19 O1
HTAB C21 O1

REM Highest difference peak  0.264,  deepest hole -0.188,  1-sigma level  0.041
Q1    1   0.6810  0.1822  0.1129  11.00000  0.05    0.26
Q2    1   0.4964  0.1344  0.0933  11.00000  0.05    0.25
Q3    1   0.8236  0.1787  0.0052  11.00000  0.05    0.25
Q4    1   0.3791  0.2724 -0.0227  11.00000  0.05    0.24
Q5    1   0.4019  0.1168  0.0746  11.00000  0.05    0.23
Q6    1   0.4383  0.2118  0.0382  11.00000  0.05    0.23
Q7    1   0.7665  0.1948  0.1350  11.00000  0.05    0.22
Q8    1   0.5872  0.1579  0.0959  11.00000  0.05    0.21
Q9    1   0.5563  0.0724  0.1584  11.00000  0.05    0.20
Q10   1   0.6183  0.2488  0.0634  11.00000  0.05    0.19
Q11   1   0.4652  0.3026 -0.0067  11.00000  0.05    0.19
Q12   1   0.3809  0.0380  0.1307  11.00000  0.05    0.18
Q13   1   0.7216  0.1306  0.1833  11.00000  0.05    0.18
Q14   1   0.5210 -0.0183  0.1906  11.00000  0.05    0.18
Q15   1   0.3182  0.0926  0.0764  11.00000  0.05    0.18
Q16   1   0.6992  0.0169  0.2070  11.00000  0.05    0.17
Q17   1   0.5554  0.2959 -0.0128  11.00000  0.05    0.16
Q18   1   0.8117  0.3066  0.1672  11.00000  0.05    0.16
Q19   1   0.9612  0.4019  0.2786  11.00000  0.05    0.15
Q20   1   0.6144 -0.0001  0.2108  11.00000  0.05    0.15

REM The information below was added by Olex2.
REM
REM R1 = 0.0418 for 2750 Fo > 4sig(Fo) and 0.0492 for all 7730 data
REM n/a parameters refined using n/a restraints
REM Highest difference peak 0.26, deepest hole -0.19
REM Mean Shift 0, Max Shift 0.

REM +++ Tabular Listing of Refinement Information +++
REM R1_all = 0.0492
REM R1_gt = 0.0418
REM wR_ref = 0.1212
REM GOOF = 1.042
REM Shift_max = 0
REM Shift_mean = 0
REM Reflections_all = 7730
REM Reflections_gt = 2750
REM Parameters = n/a
REM Hole = -0.19
REM Peak = 0.26
REM Flack = n/a

;
_database_code_depnum_ccdc_archive 'CCDC 1006140'
