 
data_Compound_4b
 
_audit_creation_method            SHELXL-2014
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C28 H23 N3' 
_chemical_formula_weight          401.49

loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0033   0.0016
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H'  'H'   0.0000   0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N'  'N'   0.0061   0.0033
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_space_group_crystal_system       monoclinic
_space_group_IT_number            15
_space_group_name_H-M_alt         'C 2/n'
_space_group_name_Hall            '-C 2ybc'
 
_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.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x+1/2, y, -z+1/2'
 'x+1/2, y+1/2, z'
 '-x+1, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x-1/2, -y, z-1/2'
 '-x+1/2, -y+1/2, -z'
 'x, -y+1/2, z-1/2'
 
_cell_length_a                    34.707(3)
_cell_length_b                    8.7500(7)
_cell_length_c                    14.8991(14)
_cell_angle_alpha                 90
_cell_angle_beta                  105.906(8)
_cell_angle_gamma                 90
_cell_volume                      4351.4(7)
_cell_formula_units_Z             8
_cell_measurement_temperature     293(2)
_cell_measurement_reflns_used     5625 
_cell_measurement_theta_min       2.40 
_cell_measurement_theta_max       30.22 
 
_exptl_crystal_description        prism 
_exptl_crystal_colour             green 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_method     'not measured'              
_exptl_crystal_density_diffrn     1.226          
_exptl_crystal_F_000              1696
_exptl_transmission_factor_min    ?                                             
_exptl_transmission_factor_max    ?                                             
_exptl_crystal_size_max           0.3 
_exptl_crystal_size_mid           0.2 
_exptl_crystal_size_min           0.15 
_exptl_absorpt_coefficient_mu     0.073
_shelx_estimated_absorpt_T_min    ? 
_shelx_estimated_absorpt_T_max    ? 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.8522 
_exptl_absorpt_correction_T_max   0.9065 
_exptl_absorpt_process_details
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       293(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_source                    'fine-focus sealed tube'                       
_diffrn_measurement_device_type   'STOE IPDS II' 
_diffrn_measurement_method        'omega scans' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_reflns_number             25697
_diffrn_reflns_av_unetI/netI      0.1129
_diffrn_reflns_av_R_equivalents   0.1727
_diffrn_reflns_limit_h_min        -41
_diffrn_reflns_limit_h_max        41
_diffrn_reflns_limit_k_min        -10
_diffrn_reflns_limit_k_max        10
_diffrn_reflns_limit_l_min        -17
_diffrn_reflns_limit_l_max        17
_diffrn_reflns_theta_min          2.406
_diffrn_reflns_theta_max          25.000
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   1.000
_diffrn_measured_fraction_theta_full  0.971
_diffrn_reflns_Laue_measured_fraction_max    1.000
_diffrn_reflns_Laue_measured_fraction_full   0.971
_diffrn_reflns_point_group_measured_fraction_max   1.000
_diffrn_reflns_point_group_measured_fraction_full  0.971
_reflns_number_total              3833
_reflns_number_gt                 1334
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_max      .
_reflns_Friedel_fraction_full     .
 
_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.
;
 
_computing_data_collection        'X-Area'
_computing_cell_refinement        'X-Area'
_computing_data_reduction         'X-Area'
_computing_structure_solution     'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement   'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
 
_refine_special_details
;
 ?
;
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0417P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_number_reflns          3833
_refine_ls_number_parameters      283
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.1881
_refine_ls_R_factor_gt            0.0577
_refine_ls_wR_factor_ref          0.1438
_refine_ls_wR_factor_gt           0.0993
_refine_ls_goodness_of_fit_ref    0.889
_refine_ls_restrained_S_all       0.889
_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_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
C1 C 0.12134(18) -0.0380(6) 0.2627(4) 0.0904(16) Uani 1 1 d . . . . .
H1 H 0.0973 -0.0505 0.2781 0.109 Uiso 1 1 calc R U . . .
C2 C 0.14991(19) -0.1459(6) 0.2920(4) 0.0952(17) Uani 1 1 d . . . . .
H2 H 0.1454 -0.2292 0.3266 0.114 Uiso 1 1 calc R U . . .
C3 C 0.18556(17) -0.1305(6) 0.2700(4) 0.1019(19) Uani 1 1 d . . . . .
H3 H 0.2058 -0.2027 0.2894 0.122 Uiso 1 1 calc R U . . .
C4 C 0.19057(15) -0.0048(5) 0.2183(3) 0.0838(15) Uani 1 1 d . . . . .
H4 H 0.2142 0.0084 0.2013 0.101 Uiso 1 1 calc R U . . .
C5 C 0.16014(14) 0.1009(5) 0.1921(3) 0.0646(12) Uani 1 1 d . . . . .
C28 C 0.06319(12) 0.5366(4) -0.0513(3) 0.0553(10) Uani 1 1 d . . . . .
C6 C 0.16467(13) 0.2402(5) 0.1382(3) 0.0616(11) Uani 1 1 d . . . . .
C7 C 0.13181(13) 0.3328(5) 0.0983(3) 0.0662(12) Uani 1 1 d . . . . .
H7 H 0.1069 0.3103 0.1070 0.079 Uiso 1 1 calc R U . . .
C8 C 0.13632(13) 0.4591(5) 0.0454(3) 0.0620(11) Uani 1 1 d . . . . .
C9 C 0.17475(13) 0.4897(5) 0.0389(3) 0.0667(12) Uani 1 1 d . . . . .
H9 H 0.1794 0.5743 0.0056 0.080 Uiso 1 1 calc R U . . .
C10 C 0.20617(12) 0.3937(5) 0.0821(3) 0.0606(11) Uani 1 1 d . . . . .
C11 C 0.24760(13) 0.4251(5) 0.0762(3) 0.0632(11) Uani 1 1 d . . . . .
C12 C 0.27970(13) 0.3373(6) 0.1228(3) 0.0797(14) Uani 1 1 d . . . . .
H12 H 0.2760 0.2558 0.1596 0.096 Uiso 1 1 calc R U . . .
C13 C 0.31764(15) 0.3711(6) 0.1144(4) 0.0886(15) Uani 1 1 d . . . . .
H13 H 0.3397 0.3127 0.1453 0.106 Uiso 1 1 calc R U . . .
C14 C 0.32196(15) 0.4911(5) 0.0604(4) 0.0793(14) Uani 1 1 d . . . . .
H14 H 0.3470 0.5164 0.0531 0.095 Uiso 1 1 calc R U . . .
C15 C 0.28883(15) 0.5737(5) 0.0171(4) 0.0879(16) Uani 1 1 d . . . . .
H15 H 0.2921 0.6558 -0.0197 0.105 Uiso 1 1 calc R U . . .
C16 C 0.10317(12) 0.5660(5) 0.0031(3) 0.0613(11) Uani 1 1 d . . . . .
C17 C 0.10708(13) 0.7216(5) 0.0208(3) 0.0685(12) Uani 1 1 d . . . . .
H17 H 0.1305 0.7691 0.0548 0.082 Uiso 1 1 calc R U . . .
C18 C 0.07142(14) 0.7965(5) -0.0189(3) 0.0746(13) Uani 1 1 d . . . . .
H18 H 0.0672 0.9012 -0.0162 0.089 Uiso 1 1 calc R U . . .
C19 C 0.04281(13) 0.6897(5) -0.0637(3) 0.0626(11) Uani 1 1 d . . . . .
C20 C 0.00292(14) 0.7252(5) -0.1096(3) 0.0695(12) Uani 1 1 d . . . . .
C21 C -0.00984(16) 0.8915(6) -0.1136(4) 0.1007(17) Uani 1 1 d . . . . .
H21A H 0.0107 0.9544 -0.1264 0.151 Uiso 1 1 calc R U . . .
H21B H -0.0140 0.9206 -0.0548 0.151 Uiso 1 1 calc R U . . .
H21C H -0.0343 0.9046 -0.1622 0.151 Uiso 1 1 calc R U . . .
C22 C -0.02730(14) 0.6251(7) -0.1523(3) 0.0791(14) Uani 1 1 d . . . . .
H22 H -0.0524 0.6698 -0.1751 0.095 Uiso 1 1 calc R U . . .
C23 C -0.02634(14) 0.4693(7) -0.1666(3) 0.0753(13) Uani 1 1 d . . . . .
C24 C -0.06553(15) 0.3935(7) -0.2176(4) 0.1070(19) Uani 1 1 d . . . . .
H24A H -0.0616 0.3332 -0.2682 0.160 Uiso 1 1 calc R U . . .
H24B H -0.0854 0.4704 -0.2416 0.160 Uiso 1 1 calc R U . . .
H24C H -0.0744 0.3288 -0.1751 0.160 Uiso 1 1 calc R U . . .
C25 C 0.00718(14) 0.3742(5) -0.1430(3) 0.0748(13) Uani 1 1 d . . . . .
H25 H 0.0019 0.2739 -0.1633 0.090 Uiso 1 1 calc R U . . .
C26 C 0.04711(14) 0.4004(5) -0.0948(3) 0.0676(12) Uani 1 1 d . . . . .
C27 C 0.07419(16) 0.2637(5) -0.0945(4) 0.0923(16) Uani 1 1 d . . . . .
H27A H 0.0757 0.2023 -0.0403 0.138 Uiso 1 1 calc R U . . .
H27B H 0.1005 0.2988 -0.0935 0.138 Uiso 1 1 calc R U . . .
H27C H 0.0635 0.2037 -0.1497 0.138 Uiso 1 1 calc R U . . .
N1 N 0.12522(12) 0.0848(4) 0.2133(3) 0.0769(11) Uani 1 1 d . . . . .
N2 N 0.20160(10) 0.2686(4) 0.1308(2) 0.0607(9) Uani 1 1 d . . . . .
N3 N 0.25197(12) 0.5448(4) 0.0237(3) 0.0817(12) 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 1.330(6) . ?
C1 C2 1.352(7) . ?
C2 C3 1.370(7) . ?
C3 C4 1.381(6) . ?
C4 C5 1.377(6) . ?
C5 N1 1.341(5) . ?
C5 C6 1.491(5) . ?
C28 C26 1.397(5) . ?
C28 C16 1.425(5) . ?
C28 C19 1.503(5) . ?
C6 N2 1.339(5) . ?
C6 C7 1.393(6) . ?
C7 C8 1.391(5) . ?
C8 C9 1.390(5) . ?
C8 C16 1.483(6) . ?
C9 C10 1.387(5) . ?
C10 N2 1.347(5) . ?
C10 C11 1.490(5) . ?
C11 N3 1.340(5) . ?
C11 C12 1.375(6) . ?
C12 C13 1.388(6) . ?
C13 C14 1.356(6) . ?
C14 C15 1.362(6) . ?
C15 N3 1.334(6) . ?
C16 C17 1.386(5) . ?
C17 C18 1.382(6) . ?
C18 C19 1.393(5) . ?
C19 C20 1.400(6) . ?
C20 C22 1.381(6) . ?
C20 C21 1.517(6) . ?
C22 C23 1.382(7) . ?
C23 C25 1.395(6) . ?
C23 C24 1.517(6) . ?
C25 C26 1.394(6) . ?
C26 C27 1.521(6) . ?
 
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 124.5(5) . . ?
C1 C2 C3 119.0(5) . . ?
C2 C3 C4 118.1(5) . . ?
C5 C4 C3 119.2(5) . . ?
N1 C5 C4 122.4(4) . . ?
N1 C5 C6 116.6(4) . . ?
C4 C5 C6 121.0(4) . . ?
C26 C28 C16 128.4(4) . . ?
C26 C28 C19 126.0(4) . . ?
C16 C28 C19 105.1(3) . . ?
N2 C6 C7 123.1(4) . . ?
N2 C6 C5 116.1(4) . . ?
C7 C6 C5 120.7(4) . . ?
C8 C7 C6 119.9(4) . . ?
C9 C8 C7 116.9(4) . . ?
C9 C8 C16 119.8(4) . . ?
C7 C8 C16 123.2(4) . . ?
C10 C9 C8 119.9(4) . . ?
N2 C10 C9 123.3(4) . . ?
N2 C10 C11 116.1(4) . . ?
C9 C10 C11 120.6(4) . . ?
N3 C11 C12 121.7(4) . . ?
N3 C11 C10 116.4(4) . . ?
C12 C11 C10 121.9(4) . . ?
C11 C12 C13 119.5(5) . . ?
C14 C13 C12 118.7(5) . . ?
C13 C14 C15 118.4(5) . . ?
N3 C15 C14 124.5(5) . . ?
C17 C16 C28 108.4(4) . . ?
C17 C16 C8 121.0(4) . . ?
C28 C16 C8 130.4(4) . . ?
C18 C17 C16 110.8(4) . . ?
C17 C18 C19 108.9(4) . . ?
C18 C19 C20 124.4(4) . . ?
C18 C19 C28 106.8(4) . . ?
C20 C19 C28 128.8(4) . . ?
C22 C20 C19 127.5(5) . . ?
C22 C20 C21 114.4(4) . . ?
C19 C20 C21 118.1(4) . . ?
C20 C22 C23 130.5(5) . . ?
C22 C23 C25 127.1(5) . . ?
C22 C23 C24 116.9(5) . . ?
C25 C23 C24 115.9(5) . . ?
C26 C25 C23 132.4(5) . . ?
C25 C26 C28 126.4(4) . . ?
C25 C26 C27 113.5(4) . . ?
C28 C26 C27 120.1(4) . . ?
C1 N1 C5 116.7(4) . . ?
C6 N2 C10 116.9(4) . . ?
C15 N3 C11 117.1(4) . . ?
 
_refine_diff_density_max    0.138
_refine_diff_density_min   -0.162
_refine_diff_density_rms    0.033

_shelxl_version_number 2014-3



