 
data_zuckermann19
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 zuckermann19
;
_chemical_name_common             HT-210-94
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C26 H27 N2 O2'
_chemical_formula_weight          399.50
 
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            Monoclinic
_symmetry_space_group_name_H-M    P2(1)/c
 
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                    22.1965(13)
_cell_length_b                    5.7331(3)
_cell_length_c                    7.9786(5)
_cell_angle_alpha                 90.00
_cell_angle_beta                  91.105(4)
_cell_angle_gamma                 90.00
_cell_volume                      1015.13(10)
_cell_formula_units_Z             2
_cell_measurement_temperature     100(2)
_cell_measurement_reflns_used     4306
_cell_measurement_theta_min       3.98
_cell_measurement_theta_max       67.60
 
_exptl_crystal_description        plate
_exptl_crystal_colour             colorless
_exptl_crystal_size_max           0.06
_exptl_crystal_size_mid           0.05
_exptl_crystal_size_min           0.02
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.307
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              426
_exptl_absorpt_coefficient_mu     0.652
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9619
_exptl_absorpt_correction_T_max   0.9871
_exptl_absorpt_process_details    SADABS

_diffrn_refln_scan_width					2.0
_diffrn_refln_scan_rate						20
_space_group.centring_type			  primitive
_space_group.IT_number						14
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       100(2)
_diffrn_radiation_wavelength      1.54178
_diffrn_radiation_type            CuK\a
_diffrn_radiation_source          'microfocus rotating anode'
_diffrn_radiation_monochromator   'HELIOS multilayer mirrors'
_diffrn_measurement_device_type   'Bruker APEX-II CCD'
_diffrn_measurement_method        'phi and omega scans'
_diffrn_detector_area_resol_mean  8.366
_diffrn_reflns_number             12058
_diffrn_reflns_av_R_equivalents   0.0403
_diffrn_reflns_av_sigmaI/netI     0.0235
_diffrn_reflns_limit_h_min        -26
_diffrn_reflns_limit_h_max        26
_diffrn_reflns_limit_k_min        -6
_diffrn_reflns_limit_k_max        6
_diffrn_reflns_limit_l_min        -9
_diffrn_reflns_limit_l_max        9
_diffrn_reflns_theta_min          1.99
_diffrn_reflns_theta_max          68.36
_reflns_number_total              1830
_reflns_number_gt                 1582
_reflns_threshold_expression      >2sigma(I)
 
_computing_data_collection        'Bruker APEX2'
_computing_cell_refinement        'Bruker SAINT'
_computing_data_reduction         'Bruker SAINT'
_computing_structure_solution     'SIR-2008'
_computing_structure_refinement   'SHELXL-97'
_computing_molecular_graphics     'ORTEP-32'
_computing_publication_material   'WinGX'
 
_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)+(0.0147P)²+10.4388P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        ?
_refine_ls_number_reflns          1830
_refine_ls_number_parameters      163
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.1246
_refine_ls_R_factor_gt            0.1161
_refine_ls_wR_factor_ref          0.2746
_refine_ls_wR_factor_gt           0.2713
_refine_ls_goodness_of_fit_ref    1.193
_refine_ls_restrained_S_all       1.193
_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
C1 C 0.5327(3) 0.7022(10) 1.0571(7) 0.0218(12) Uani 1 1 d . . .
H1A H 0.5363 0.8564 1.0024 0.026 Uiso 1 1 calc R . .
H1B H 0.5566 0.7086 1.1631 0.026 Uiso 1 1 calc R . .
C2 C 0.5326(2) 0.3346(10) 0.8996(7) 0.0187(12) Uani 1 1 d . . .
C3 C 0.6233(2) 0.5650(11) 0.9113(7) 0.0214(13) Uani 1 1 d . . .
H3A H 0.6314 0.7345 0.9042 0.026 Uiso 1 1 calc R . .
H3B H 0.6315 0.4958 0.8004 0.026 Uiso 1 1 calc R . .
C4 C 0.6661(2) 0.4573(12) 1.0418(7) 0.0239(13) Uani 1 1 d . . .
H4A H 0.6610 0.5373 1.1506 0.029 Uiso 1 1 calc R . .
H4B H 0.6557 0.2908 1.0571 0.029 Uiso 1 1 calc R . .
C5 C 0.7308(2) 0.4768(11) 0.9902(7) 0.0195(12) Uani 1 1 d . . .
C6 C 0.7546(3) 0.3077(12) 0.8881(7) 0.0246(13) Uani 1 1 d . . .
H6 H 0.7301 0.1801 0.8534 0.030 Uiso 1 1 calc R . .
C7 C 0.8138(3) 0.3200(12) 0.8349(7) 0.0263(14) Uani 1 1 d . . .
H7 H 0.8292 0.2012 0.7647 0.032 Uiso 1 1 calc R . .
C8 C 0.8501(3) 0.5033(11) 0.8834(7) 0.0240(13) Uani 1 1 d . . .
H8 H 0.8908 0.5119 0.8484 0.029 Uiso 1 1 calc R . .
C9 C 0.8262(3) 0.6746(12) 0.9840(8) 0.0285(14) Uani 1 1 d . . .
H9 H 0.8505 0.8038 1.0167 0.034 Uiso 1 1 calc R . .
C10 C 0.7676(3) 0.6613(11) 1.0379(7) 0.0247(13) Uani 1 1 d . . .
H10 H 0.7523 0.7800 1.1086 0.030 Uiso 1 1 calc R . .
C11 C 0.9160(5) 0.501(2) 0.8180(14) 0.023(3) Uani 0.50 1 d P A -1
C12 C 0.9362(6) 0.340(2) 0.7056(15) 0.028(3) Uani 0.50 1 d P A -1
H12 H 0.9093 0.2263 0.6605 0.034 Uiso 0.50 1 calc PR A -1
C13 C 0.9966(6) 0.343(3) 0.6569(17) 0.032(3) Uani 0.50 1 d P A -1
H13 H 1.0103 0.2330 0.5774 0.039 Uiso 0.50 1 calc PR A -1
C14 C 1.0348(6) 0.501(3) 0.7218(15) 0.029(3) Uani 0.50 1 d P A -1
H14 H 1.0759 0.4989 0.6908 0.035 Uiso 0.50 1 calc PR A -1
C15 C 1.0147(6) 0.668(3) 0.8347(16) 0.035(3) Uani 0.50 1 d P A -1
H15 H 1.0420 0.7820 0.8774 0.042 Uiso 0.50 1 calc PR A -1
C16 C 0.9561(6) 0.670(3) 0.8845(17) 0.032(3) Uani 0.50 1 d P A -1
H16 H 0.9426 0.7826 0.9625 0.039 Uiso 0.50 1 calc PR A -1
N1 N 0.55980(19) 0.5296(9) 0.9493(5) 0.0172(10) Uani 1 1 d . . .
O1 O 0.55730(18) 0.1819(8) 0.8159(5) 0.0271(10) Uani 1 1 d . . .
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
C1 N1 1.449(7) . ?
C1 C2 1.510(7) 3_667 ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 O1 1.236(7) . ?
C2 N1 1.328(7) . ?
C2 C1 1.510(7) 3_667 ?
C3 N1 1.461(7) . ?
C3 C4 1.526(8) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.506(8) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.379(8) . ?
C5 C10 1.386(8) . ?
C6 C7 1.389(8) . ?
C6 H6 0.9500 . ?
C7 C8 1.376(9) . ?
C7 H7 0.9500 . ?
C8 C9 1.381(9) . ?
C8 H8 0.9500 . ?
C9 C10 1.381(8) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.367(17) . ?
C11 C16 1.412(18) . ?
C12 C13 1.403(18) . ?
C12 H12 0.9500 . ?
C13 C14 1.338(19) . ?
C13 H13 0.9500 . ?
C14 C15 1.39(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.368(18) . ?
C15 H15 0.9500 . ?
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
N1 C1 C2 116.8(5) . 3_667 ?
N1 C1 H1A 108.1 . . ?
C2 C1 H1A 108.1 3_667 . ?
N1 C1 H1B 108.1 . . ?
C2 C1 H1B 108.1 3_667 . ?
H1A C1 H1B 107.3 . . ?
O1 C2 N1 123.6(5) . . ?
O1 C2 C1 117.5(5) . 3_667 ?
N1 C2 C1 118.9(5) . 3_667 ?
N1 C3 C4 113.1(4) . . ?
N1 C3 H3A 109.0 . . ?
C4 C3 H3A 109.0 . . ?
N1 C3 H3B 109.0 . . ?
C4 C3 H3B 109.0 . . ?
H3A C3 H3B 107.8 . . ?
C5 C4 C3 111.6(5) . . ?
C5 C4 H4A 109.3 . . ?
C3 C4 H4A 109.3 . . ?
C5 C4 H4B 109.3 . . ?
C3 C4 H4B 109.3 . . ?
H4A C4 H4B 108.0 . . ?
C6 C5 C10 117.9(5) . . ?
C6 C5 C4 119.3(5) . . ?
C10 C5 C4 122.9(5) . . ?
C5 C6 C7 121.4(6) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C8 C7 C6 120.4(6) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C9 118.4(5) . . ?
C7 C8 H8 120.8 . . ?
C9 C8 H8 120.8 . . ?
C10 C9 C8 121.1(6) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C9 C10 C5 120.7(6) . . ?
C9 C10 H10 119.6 . . ?
C5 C10 H10 119.6 . . ?
C12 C11 C16 119.8(11) . . ?
C11 C12 C13 120.0(12) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C14 C13 C12 120.3(13) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C14 C15 120.3(12) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
C16 C15 C14 120.8(13) . . ?
C16 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
C15 C16 C11 118.8(13) . . ?
C15 C16 H16 120.6 . . ?
C11 C16 H16 120.6 . . ?
C2 N1 C1 124.1(5) . . ?
C2 N1 C3 119.4(5) . . ?
C1 N1 C3 116.2(5) . . ?
 
_diffrn_measured_fraction_theta_max    0.986
_diffrn_reflns_theta_full              67.00
_diffrn_measured_fraction_theta_full   0.993
_refine_diff_density_max    0.414
_refine_diff_density_min   -0.552
_refine_diff_density_rms    0.106

