 

data_hop1345 

 

_audit_creation_method            SHELXL-97 

_chemical_name_systematic 

; 

 ? 

; 

_chemical_name_common             ? 

_chemical_melting_point           ? 

_chemical_formula_moiety          ? 

_chemical_formula_sum 

 'C17 H27 N O3' 

_chemical_formula_weight          293.40 

 

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' 

 

loop_ 

 _symmetry_equiv_pos_as_xyz 

 'x, y, z' 

 '-x, -y, -z' 

 

_cell_length_a                    7.295(2) 

_cell_length_b                    10.900(2) 

_cell_length_c                    11.366(2) 

_cell_angle_alpha                 76.21(2) 

_cell_angle_beta                  88.53(2) 

_cell_angle_gamma                 76.68(2) 

_cell_volume                      853.7(3) 

_cell_formula_units_Z             2 

_cell_measurement_temperature     223(2) 

_cell_measurement_reflns_used     25

_cell_measurement_theta_min       40.74

_cell_measurement_theta_max       46.33

 

_exptl_crystal_description        'triangle plate' 

_exptl_crystal_colour             'colorless' 

_exptl_crystal_size_max           0.30 

_exptl_crystal_size_mid           0.15 

_exptl_crystal_size_min           0.05 

_exptl_crystal_density_meas       ? 

_exptl_crystal_density_diffrn     1.141 

_exptl_crystal_density_method     'not measured' 

_exptl_crystal_F_000              320 

_exptl_absorpt_coefficient_mu     0.616 

_exptl_absorpt_correction_type    'empirical via \y scan data' 

_exptl_absorpt_correction_T_min   0.8367 

_exptl_absorpt_correction_T_max   0.9698 

_exptl_absorpt_process_details    ? 

 

_exptl_special_details 

; 

 ? 

; 

 

_diffrn_ambient_temperature       223(2) 

_diffrn_radiation_wavelength      1.54178 

_diffrn_radiation_type            CuK\a 

_diffrn_radiation_source          'fine-focus sealed tube' 

_diffrn_radiation_monochromator   graphite 

_diffrn_measurement_device_type   'Enraf Nonius CAD4' 

_diffrn_measurement_method        'ω/2θ scans' 

_diffrn_detector_area_resol_mean  ? 

_diffrn_standards_number          3 

_diffrn_standards_interval_count  250 

_diffrn_standards_interval_time   120

_diffrn_standards_decay_%         3.5

_diffrn_reflns_number             3752 

_diffrn_reflns_av_R_equivalents   0.0228 

_diffrn_reflns_av_sigmaI/netI     0.0715 

_diffrn_reflns_limit_h_min        -9 

_diffrn_reflns_limit_h_max        0 

_diffrn_reflns_limit_k_min        -13 

_diffrn_reflns_limit_k_max        13 

_diffrn_reflns_limit_l_min        -14 

_diffrn_reflns_limit_l_max        14 

_diffrn_reflns_theta_min          4.01 

_diffrn_reflns_theta_max          74.09 

_reflns_number_total              3466 

_reflns_number_gt                 1642 

_reflns_threshold_expression      >2sigma(I) 

 

_computing_data_collection        'Express (Nonius B.V., 1994)' 

_computing_cell_refinement        'Express (Nonius B.V., 1994)' 

_computing_data_reduction         'MolEN (Fair, 1990)' 

_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 

_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 

_computing_molecular_graphics     'SCHAKAL (Keller, 1997)' 

_computing_publication_material   'SHELXL-97 (Sheldrick, 1997)' 

 

_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. 



 Disorder in the following parts of the molecul: C3-C4-C5 0.73/0.27(1), 

 C6-C7-C8 0.69/0.31(1), O15 0.87/0.13(1), refined with split positions.

; 

 

_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)+(0.0906P)²+0.2482P] where P=(Fo²+2Fc²)/3' 

_atom_sites_solution_primary      direct 

_atom_sites_solution_secondary    difmap 

_atom_sites_solution_hydrogens    geom 

_refine_ls_hydrogen_treatment     'refined as riding atoms' 

_refine_ls_extinction_method      SHELXL 

_refine_ls_extinction_coef        0.0045(13) 

_refine_ls_extinction_expression 

 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^' 

_refine_ls_number_reflns          3466 

_refine_ls_number_parameters      225 

_refine_ls_number_restraints      0 

_refine_ls_R_factor_all           0.1578 

_refine_ls_R_factor_gt            0.0631 

_refine_ls_wR_factor_ref          0.2058 

_refine_ls_wR_factor_gt           0.1615 

_refine_ls_goodness_of_fit_ref    1.003 

_refine_ls_restrained_S_all       1.003 

_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 0.0042(4) 0.2457(4) 0.4020(3) 0.0544(9) Uani 1 1 d . B . 

H1 H -0.0886 0.1997 0.3820 0.065 Uiso 1 1 calc R . . 

C2 C 0.1003(7) 0.1728(5) 0.5204(3) 0.1102(19) Uani 1 1 d . . . 

H2 H 0.2316 0.1610 0.5277 0.132 Uiso 1 1 calc R A 1 

C3A C 0.0076(7) 0.1227(5) 0.6178(3) 0.108(2) Uani 0.728(6) 1 d P B 1 

H3A H 0.0816 0.0906 0.6898 0.130 Uiso 0.728(6) 1 calc PR B 1 

C4A C -0.2005(11) 0.1087(5) 0.6322(6) 0.105(3) Uani 0.728(6) 1 d P B 1 

H4A1 H -0.2048 0.0169 0.6567 0.125 Uiso 0.728(6) 1 calc PR B 1 

H4A2 H -0.2726 0.1484 0.5556 0.125 Uiso 0.728(6) 1 calc PR B 1 

C5A C -0.2834(7) 0.1808(4) 0.7330(4) 0.0973(17) Uani 0.728(6) 1 d P B 1 

H5A1 H -0.3652 0.1324 0.7849 0.117 Uiso 0.728(6) 1 calc PR B 1 

H5A2 H -0.1809 0.1870 0.7837 0.117 Uiso 0.728(6) 1 calc PR B 1 

C3B C 0.0076(7) 0.1227(5) 0.6178(3) 0.108(2) Uani 0.27 1 d P B 2 

H3B H -0.0046 0.0362 0.6377 0.130 Uiso 0.272(6) 1 calc PR B 2 

C4B C -0.0685(17) 0.2126(16) 0.6861(9) 0.072(5) Uani 0.272(6) 1 d P B 2 

H4B1 H -0.0852 0.3015 0.6365 0.086 Uiso 0.272(6) 1 calc PR B 2 

H4B2 H 0.0145 0.2018 0.7560 0.086 Uiso 0.272(6) 1 calc PR B 2 

C5B C -0.2834(7) 0.1808(4) 0.7330(4) 0.0973(17) Uani 0.27 1 d P B 2 

H5B1 H -0.3151 0.1125 0.7003 0.117 Uiso 0.272(6) 1 calc PR B 2 

H5B2 H -0.2934 0.1608 0.8213 0.117 Uiso 0.272(6) 1 calc PR B 2 

C6A C -0.3936(6) 0.3133(4) 0.6726(4) 0.0875(15) Uani 0.693(6) 1 d P B 1 

H6A1 H -0.4466 0.3615 0.7330 0.105 Uiso 0.693(6) 1 calc PR B 1 

H6A2 H -0.4969 0.3082 0.6219 0.105 Uiso 0.693(6) 1 calc PR B 1 

C7A C -0.2541(8) 0.3789(5) 0.5956(4) 0.0665(17) Uani 0.693(6) 1 d P B 1 

H7A H -0.1668 0.4124 0.6303 0.080 Uiso 0.693(6) 1 calc PR B 1 

C8A C -0.2605(6) 0.3873(4) 0.4725(3) 0.0789(14) Uani 0.693(6) 1 d P B 1 

H8A H -0.3771 0.3972 0.4337 0.095 Uiso 0.693(6) 1 calc PR B 1 

C6B C -0.3936(6) 0.3133(4) 0.6726(4) 0.0875(15) Uani 0.31 1 d P B 2 

H6B1 H -0.3318 0.3818 0.6809 0.105 Uiso 0.307(6) 1 calc PR B 2 

H6B2 H -0.5233 0.3313 0.7003 0.105 Uiso 0.307(6) 1 calc PR B 2 

C7B C -0.3802(17) 0.2864(15) 0.5222(10) 0.085(5) Uani 0.307(6) 1 d P B 2 

H7B H -0.4286 0.2307 0.4863 0.103 Uiso 0.307(6) 1 calc PR B 2 

C8B C -0.2605(6) 0.3873(4) 0.4725(3) 0.0789(14) Uani 0.31 1 d P B 2 

H8B H -0.3060 0.4677 0.4921 0.095 Uiso 0.307(6) 1 calc PR B 2 

C9 C -0.0936(6) 0.3813(4) 0.4022(3) 0.0842(13) Uani 1 1 d . . . 

H9A H -0.0072 0.4222 0.4353 0.101 Uiso 1 1 calc R B 1 

H9B H -0.1279 0.4305 0.3186 0.101 Uiso 1 1 calc R B 1 

O10 O 0.1483(3) 0.2466(2) 0.31152(17) 0.0613(7) Uani 1 1 d . . . 

C11 C 0.0963(4) 0.2471(3) 0.1978(2) 0.0454(7) Uani 1 1 d . B . 

O12 O -0.0621(3) 0.2475(3) 0.16889(19) 0.0649(7) Uani 1 1 d . . . 

N13 N 0.2424(3) 0.2469(2) 0.1233(2) 0.0445(6) Uani 1 1 d . . . 

C14 C 0.2232(4) 0.2386(3) -0.0037(3) 0.0512(8) Uani 1 1 d . B . 

C141 C 0.1656(6) 0.1171(4) -0.0124(3) 0.0790(12) Uani 1 1 d . . . 

H14A H 0.1720 0.1097 -0.0959 0.118 Uiso 1 1 calc R B . 

H14B H 0.0377 0.1211 0.0147 0.118 Uiso 1 1 calc R . . 

H14C H 0.2500 0.0422 0.0384 0.118 Uiso 1 1 calc R . . 

C142 C 0.0956(7) 0.3568(4) -0.0793(3) 0.0890(14) Uani 1 1 d . . . 

H14D H 0.1386 0.4332 -0.0739 0.134 Uiso 1 1 calc R B . 

H14E H -0.0316 0.3636 -0.0502 0.134 Uiso 1 1 calc R . . 

H14F H 0.0969 0.3505 -0.1631 0.134 Uiso 1 1 calc R . . 

O15A O 0.384(3) 0.3028(17) -0.0545(16) 0.040(5) Uani 0.133(11) 1 d P B 1 

C16A C 0.5209(5) 0.2524(5) 0.0313(4) 0.0863(18) Uani 0.133(11) 1 d P B 1 

H16A H 0.6158 0.3046 0.0184 0.104 Uiso 0.133(11) 1 calc PR B 1 

H16B H 0.5826 0.1637 0.0270 0.104 Uiso 0.133(11) 1 calc PR B 1 

O15B O 0.4121(5) 0.2185(9) -0.0400(3) 0.093(2) Uani 0.867(11) 1 d P B 2 

C16B C 0.5209(5) 0.2524(5) 0.0313(4) 0.0863(18) Uani 0.87 1 d P B 2 

H16C H 0.5380 0.3397 -0.0063 0.104 Uiso 0.867(11) 1 calc PR B 2 

H16D H 0.6451 0.1922 0.0411 0.104 Uiso 0.867(11) 1 calc PR B 2 

C17 C 0.4368(4) 0.2514(3) 0.1541(3) 0.0500(8) Uani 1 1 d . B . 

C171 C 0.4447(5) 0.3744(4) 0.1896(4) 0.0828(13) Uani 1 1 d . . . 

H17A H 0.3718 0.4483 0.1310 0.124 Uiso 1 1 calc R B . 

H17B H 0.5746 0.3815 0.1915 0.124 Uiso 1 1 calc R . . 

H17C H 0.3927 0.3726 0.2692 0.124 Uiso 1 1 calc R . . 

C172 C 0.5370(5) 0.1328(4) 0.2466(4) 0.0854(13) Uani 1 1 d . . . 

H17D H 0.4800 0.1325 0.3246 0.128 Uiso 1 1 calc R B . 

H17E H 0.6689 0.1340 0.2530 0.128 Uiso 1 1 calc R . . 

H17F H 0.5268 0.0554 0.2217 0.128 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 

C1 O10 1.452(3) . ? 

C1 C9 1.486(5) . ? 

C1 C2 1.489(5) . ? 

C2 C3A 1.350(6) . ? 

C3A C4A 1.561(8) . ? 

C4A C5A 1.572(6) . ? 

C5A C6A 1.491(6) . ? 

C6A C7A 1.518(6) . ? 

C7A C8A 1.382(6) . ? 

C8A C9 1.436(5) . ? 

O10 C11 1.355(3) . ? 

C11 O12 1.208(3) . ? 

C11 N13 1.344(3) . ? 

N13 C14 1.480(3) . ? 

N13 C17 1.484(3) . ? 

C14 O15B 1.411(4) . ? 

C14 C142 1.492(5) . ? 

C14 C141 1.504(5) . ? 

C14 O15A 1.53(2) . ? 

O15A C16A 1.34(2) . ? 

C16A C17 1.509(4) . ? 

C17 C171 1.503(5) . ? 

C17 C172 1.506(5) . ? 

 

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 

O10 C1 C9 109.7(3) . . ? 

O10 C1 C2 107.0(3) . . ? 

C9 C1 C2 112.7(3) . . ? 

C3A C2 C1 123.1(4) . . ? 

C2 C3A C4A 131.5(5) . . ? 

C3A C4A C5A 105.9(5) . . ? 

C6A C5A C4A 108.4(4) . . ? 

C5A C6A C7A 105.4(3) . . ? 

C8A C7A C6A 117.3(5) . . ? 

C7A C8A C9 121.7(5) . . ? 

C8A C9 C1 112.3(3) . . ? 

C11 O10 C1 117.3(2) . . ? 

O12 C11 N13 125.2(3) . . ? 

O12 C11 O10 123.4(2) . . ? 

N13 C11 O10 111.4(2) . . ? 

C11 N13 C14 121.3(2) . . ? 

C11 N13 C17 126.8(2) . . ? 

C14 N13 C17 111.9(2) . . ? 

O15B C14 N13 102.0(2) . . ? 

O15B C14 C142 114.0(4) . . ? 

N13 C14 C142 112.5(3) . . ? 

O15B C14 C141 103.9(4) . . ? 

N13 C14 C141 112.4(3) . . ? 

C142 C14 C141 111.4(3) . . ? 

O15B C14 O15A 34.0(5) . . ? 

N13 C14 O15A 97.3(8) . . ? 

C142 C14 O15A 85.7(7) . . ? 

C141 C14 O15A 134.6(8) . . ? 

C16A O15A C14 103.8(10) . . ? 

O15A C16A C17 109.2(8) . . ? 

N13 C17 C171 112.7(3) . . ? 

N13 C17 C172 113.1(3) . . ? 

C171 C17 C172 111.7(3) . . ? 

N13 C17 C16A 98.5(2) . . ? 

C171 C17 C16A 109.7(3) . . ? 

C172 C17 C16A 110.4(3) . . ? 

 

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 

O10 C1 C2 C3A -161.7(4) . . . . ? 

C9 C1 C2 C3A 77.7(6) . . . . ? 

C1 C2 C3A C4A 9.1(9) . . . . ? 

C2 C3A C4A C5A -123.2(6) . . . . ? 

C3A C4A C5A C6A 98.5(5) . . . . ? 

C4A C5A C6A C7A -59.8(6) . . . . ? 

C5A C6A C7A C8A 102.4(5) . . . . ? 

C6A C7A C8A C9 -146.9(4) . . . . ? 

C7A C8A C9 C1 87.3(5) . . . . ? 

O10 C1 C9 C8A 168.8(3) . . . . ? 

C2 C1 C9 C8A -72.2(5) . . . . ? 

C9 C1 O10 C11 -89.2(3) . . . . ? 

C2 C1 O10 C11 148.3(3) . . . . ? 

C1 O10 C11 O12 0.4(5) . . . . ? 

C1 O10 C11 N13 -179.5(3) . . . . ? 

O12 C11 N13 C14 -4.0(5) . . . . ? 

O10 C11 N13 C14 175.9(3) . . . . ? 

O12 C11 N13 C17 177.5(3) . . . . ? 

O10 C11 N13 C17 -2.6(4) . . . . ? 

C11 N13 C14 O15B -170.2(4) . . . . ? 

C17 N13 C14 O15B 8.5(5) . . . . ? 

C11 N13 C14 C142 67.2(4) . . . . ? 

C17 N13 C14 C142 -114.1(3) . . . . ? 

C11 N13 C14 C141 -59.5(4) . . . . ? 

C17 N13 C14 C141 119.2(3) . . . . ? 

C11 N13 C14 O15A 155.6(7) . . . . ? 

C17 N13 C14 O15A -25.7(7) . . . . ? 

O15B C14 O15A C16A -59.4(11) . . . . ? 

N13 C14 O15A C16A 41.3(11) . . . . ? 

C142 C14 O15A C16A 153.4(11) . . . . ? 

C141 C14 O15A C16A -90.5(14) . . . . ? 

C14 O15A C16A C17 -43.8(13) . . . . ? 

C11 N13 C17 C171 -62.8(4) . . . . ? 

C14 N13 C17 C171 118.6(3) . . . . ? 

C11 N13 C17 C172 65.1(4) . . . . ? 

C14 N13 C17 C172 -113.5(3) . . . . ? 

C11 N13 C17 C16A -178.4(3) . . . . ? 

C14 N13 C17 C16A 3.0(4) . . . . ? 

O15A C16A C17 N13 25.8(10) . . . . ? 

O15A C16A C17 C171 -92.0(10) . . . . ? 

O15A C16A C17 C172 144.4(10) . . . . ? 

 

_diffrn_measured_fraction_theta_max    1.000 

_diffrn_reflns_theta_full              74.09 

_diffrn_measured_fraction_theta_full   1.000 

_refine_diff_density_max    0.220 

_refine_diff_density_min   -0.199 

_refine_diff_density_rms    0.045 

