#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/99/1519911.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1519911
loop_
_publ_author_name
'Spencer, John'
'Callear, Samantha K.'
'Hursthouse, Michael B.'
_publ_section_title
;
 C23H26N2O2
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              600
_journal_year                    2008
_chemical_formula_sum            'C23 H26 N2 O2'
_chemical_formula_weight         362.46
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                106.312(2)
_cell_angle_beta                 99.182(2)
_cell_angle_gamma                102.509(2)
_cell_formula_units_Z            2
_cell_length_a                   5.4658(2)
_cell_length_b                   12.1791(4)
_cell_length_c                   15.8842(5)
_cell_measurement_reflns_used    8315
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     962.93(6)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
'Bruker-Nonius Roper CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0733
_diffrn_reflns_av_sigmaI/netI    0.0689
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            19642
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.43
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.9936
_exptl_absorpt_correction_T_min  0.9664
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2007/2 (Sheldrick, G.M., 2007)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             388
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.222
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       0.034(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         4394
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0896
_refine_ls_R_factor_gt           0.0505
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0541P)²+0.1586P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1130
_refine_ls_wR_factor_ref         0.1299
_reflns_number_gt                2915
_reflns_number_total             4394
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            eCrystal-600.cif
_cod_data_source_block           2008src0988
_cod_depositor_comments
;
Citation :
Spencer, John and Callear, Samantha K. and Hursthouse, Michael B. (2008) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/600)

More at:
http://ecrystals.chem.soton.ac.uk/600/
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1519911
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.1507(3) -0.07501(14) 0.10562(11) 0.0188(4) Uani 1 1 d . . .
C2 C 0.2260(3) -0.08162(15) 0.02438(11) 0.0206(4) Uani 1 1 d . . .
H2 H 0.2646 -0.0117 0.0079 0.025 Uiso 1 1 calc R . .
C3 C 0.2456(3) -0.18671(15) -0.03232(11) 0.0231(4) Uani 1 1 d . . .
H3 H 0.2943 -0.1895 -0.0875 0.028 Uiso 1 1 calc R . .
C4 C 0.1929(3) -0.28814(15) -0.00735(11) 0.0234(4) Uani 1 1 d . . .
H4 H 0.2111 -0.3605 -0.0447 0.028 Uiso 1 1 calc R . .
C5 C 0.1140(3) -0.28442(15) 0.07172(11) 0.0220(4) Uani 1 1 d . . .
H5 H 0.0757 -0.3550 0.0873 0.026 Uiso 1 1 calc R . .
C6 C 0.0896(3) -0.17881(14) 0.12915(10) 0.0180(4) Uani 1 1 d . . .
C8 C -0.1508(3) -0.12001(14) 0.24646(11) 0.0213(4) Uani 1 1 d . . .
C9 C -0.2255(3) -0.03424(15) 0.20129(11) 0.0215(4) Uani 1 1 d . . .
H9A H -0.3013 -0.0773 0.1362 0.026 Uiso 1 1 calc R . .
H9B H -0.3586 -0.0028 0.2277 0.026 Uiso 1 1 calc R . .
C11 C 0.1791(3) 0.04842(14) 0.16643(11) 0.0187(4) Uani 1 1 d . . .
C12 C 0.0664(3) -0.27149(15) 0.25037(11) 0.0217(4) Uani 1 1 d . . .
H12A H 0.0987 -0.2381 0.3169 0.026 Uiso 1 1 calc R . .
H12B H 0.2252 -0.2903 0.2358 0.026 Uiso 1 1 calc R . .
C13 C -0.1513(3) -0.38581(15) 0.21732(11) 0.0203(4) Uani 1 1 d . . .
C14 C -0.3726(3) -0.40429(15) 0.15225(12) 0.0236(4) Uani 1 1 d . . .
H14 H -0.3890 -0.3442 0.1261 0.028 Uiso 1 1 calc R . .
C15 C -0.5696(3) -0.50907(16) 0.12498(12) 0.0277(4) Uani 1 1 d . . .
H15 H -0.7182 -0.5204 0.0799 0.033 Uiso 1 1 calc R . .
C16 C -0.5520(3) -0.59717(16) 0.16275(12) 0.0264(4) Uani 1 1 d . . .
H16 H -0.6886 -0.6683 0.1446 0.032 Uiso 1 1 calc R . .
C17 C -0.3327(4) -0.58042(16) 0.22736(12) 0.0274(4) Uani 1 1 d . . .
H17 H -0.3187 -0.6405 0.2538 0.033 Uiso 1 1 calc R . .
C18 C -0.1331(3) -0.47658(15) 0.25381(11) 0.0240(4) Uani 1 1 d . . .
H18 H 0.0179 -0.4670 0.2973 0.029 Uiso 1 1 calc R . .
C19 C 0.0130(3) 0.18225(15) 0.27377(11) 0.0225(4) Uani 1 1 d . . .
H19A H -0.1573 0.1982 0.2626 0.027 Uiso 1 1 calc R . .
H19B H 0.1376 0.2429 0.2598 0.027 Uiso 1 1 calc R . .
C20 C 0.0963(3) 0.19694(15) 0.37371(11) 0.0234(4) Uani 1 1 d . . .
H20 H -0.0430 0.1439 0.3896 0.028 Uiso 1 1 calc R . .
C21 C 0.3472(4) 0.16417(18) 0.39719(12) 0.0305(4) Uani 1 1 d . . .
H21A H 0.4849 0.2123 0.3783 0.037 Uiso 1 1 calc R . .
H21B H 0.3230 0.0792 0.3638 0.037 Uiso 1 1 calc R . .
C22 C 0.4294(4) 0.1863(2) 0.49878(13) 0.0406(5) Uani 1 1 d . . .
H22A H 0.2993 0.1325 0.5165 0.049 Uiso 1 1 calc R . .
H22B H 0.5959 0.1677 0.5124 0.049 Uiso 1 1 calc R . .
C23 C 0.4575(4) 0.3148(2) 0.55340(14) 0.0434(6) Uani 1 1 d . . .
H23A H 0.6014 0.3680 0.5409 0.052 Uiso 1 1 calc R . .
H23B H 0.4997 0.3248 0.6186 0.052 Uiso 1 1 calc R . .
C24 C 0.2102(4) 0.3500(2) 0.53024(13) 0.0407(5) Uani 1 1 d . . .
H24A H 0.2391 0.4357 0.5627 0.049 Uiso 1 1 calc R . .
H24B H 0.0719 0.3044 0.5505 0.049 Uiso 1 1 calc R . .
C25 C 0.1245(4) 0.32594(17) 0.42891(12) 0.0313(4) Uani 1 1 d . . .
H25A H 0.2523 0.3797 0.4103 0.038 Uiso 1 1 calc R . .
H25B H -0.0429 0.3440 0.4158 0.038 Uiso 1 1 calc R . .
N7 N 0.0143(3) -0.18080(12) 0.21098(9) 0.0186(3) Uani 1 1 d . . .
N10 N -0.0053(3) 0.06462(12) 0.21187(9) 0.0198(3) Uani 1 1 d . . .
O1 O 0.3671(2) 0.13031(10) 0.17241(8) 0.0247(3) Uani 1 1 d . . .
O2 O -0.2325(3) -0.13447(11) 0.31084(8) 0.0326(3) Uani 1 1 d . . .
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'
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
C2 C1 C6 118.99(15) . .
C2 C1 C11 115.31(14) . .
C6 C1 C11 125.13(15) . .
C3 C2 C1 121.90(15) . .
C3 C2 H2 119.1 . .
C1 C2 H2 119.1 . .
C2 C3 C4 118.87(15) . .
C2 C3 H3 120.6 . .
C4 C3 H3 120.6 . .
C5 C4 C3 120.33(16) . .
C5 C4 H4 119.8 . .
C3 C4 H4 119.8 . .
C4 C5 C6 121.34(15) . .
C4 C5 H5 119.3 . .
C6 C5 H5 119.3 . .
C5 C6 C1 118.52(15) . .
C5 C6 N7 118.27(14) . .
C1 C6 N7 123.15(15) . .
O2 C8 N7 121.92(15) . .
O2 C8 C9 121.71(16) . .
N7 C8 C9 116.37(14) . .
N10 C9 C8 111.92(13) . .
N10 C9 H9A 109.2 . .
C8 C9 H9A 109.2 . .
N10 C9 H9B 109.2 . .
C8 C9 H9B 109.2 . .
H9A C9 H9B 107.9 . .
O1 C11 N10 122.98(15) . .
O1 C11 C1 119.37(15) . .
N10 C11 C1 117.64(14) . .
N7 C12 C13 113.69(13) . .
N7 C12 H12A 108.8 . .
C13 C12 H12A 108.8 . .
N7 C12 H12B 108.8 . .
C13 C12 H12B 108.8 . .
H12A C12 H12B 107.7 . .
C14 C13 C18 117.92(15) . .
C14 C13 C12 122.62(14) . .
C18 C13 C12 119.46(14) . .
C15 C14 C13 120.96(16) . .
C15 C14 H14 119.5 . .
C13 C14 H14 119.5 . .
C16 C15 C14 120.65(16) . .
C16 C15 H15 119.7 . .
C14 C15 H15 119.7 . .
C15 C16 C17 119.14(16) . .
C15 C16 H16 120.4 . .
C17 C16 H16 120.4 . .
C16 C17 C18 120.44(16) . .
C16 C17 H17 119.8 . .
C18 C17 H17 119.8 . .
C17 C18 C13 120.86(16) . .
C17 C18 H18 119.6 . .
C13 C18 H18 119.6 . .
N10 C19 C20 114.63(13) . .
N10 C19 H19A 108.6 . .
C20 C19 H19A 108.6 . .
N10 C19 H19B 108.6 . .
C20 C19 H19B 108.6 . .
H19A C19 H19B 107.6 . .
C19 C20 C21 113.12(15) . .
C19 C20 C25 108.33(14) . .
C21 C20 C25 110.27(14) . .
C19 C20 H20 108.3 . .
C21 C20 H20 108.3 . .
C25 C20 H20 108.3 . .
C20 C21 C22 111.07(16) . .
C20 C21 H21A 109.4 . .
C22 C21 H21A 109.4 . .
C20 C21 H21B 109.4 . .
C22 C21 H21B 109.4 . .
H21A C21 H21B 108.0 . .
C23 C22 C21 111.44(17) . .
C23 C22 H22A 109.3 . .
C21 C22 H22A 109.3 . .
C23 C22 H22B 109.3 . .
C21 C22 H22B 109.3 . .
H22A C22 H22B 108.0 . .
C22 C23 C24 111.26(16) . .
C22 C23 H23A 109.4 . .
C24 C23 H23A 109.4 . .
C22 C23 H23B 109.4 . .
C24 C23 H23B 109.4 . .
H23A C23 H23B 108.0 . .
C23 C24 C25 111.31(17) . .
C23 C24 H24A 109.4 . .
C25 C24 H24A 109.4 . .
C23 C24 H24B 109.4 . .
C25 C24 H24B 109.4 . .
H24A C24 H24B 108.0 . .
C24 C25 C20 112.32(16) . .
C24 C25 H25A 109.1 . .
C20 C25 H25A 109.1 . .
C24 C25 H25B 109.1 . .
C20 C25 H25B 109.1 . .
H25A C25 H25B 107.9 . .
C8 N7 C6 124.13(13) . .
C8 N7 C12 115.60(13) . .
C6 N7 C12 118.90(14) . .
C11 N10 C9 120.92(14) . .
C11 N10 C19 120.52(14) . .
C9 N10 C19 118.55(14) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.402(2) .
C1 C6 1.404(2) .
C1 C11 1.501(2) .
C2 C3 1.380(2) .
C2 H2 0.9500 .
C3 C4 1.387(2) .
C3 H3 0.9500 .
C4 C5 1.384(2) .
C4 H4 0.9500 .
C5 C6 1.400(2) .
C5 H5 0.9500 .
C6 N7 1.430(2) .
C8 O2 1.220(2) .
C8 N7 1.377(2) .
C8 C9 1.512(2) .
C9 N10 1.456(2) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C11 O1 1.2376(19) .
C11 N10 1.347(2) .
C12 N7 1.470(2) .
C12 C13 1.517(2) .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C13 C14 1.391(2) .
C13 C18 1.399(2) .
C14 C15 1.386(2) .
C14 H14 0.9500 .
C15 C16 1.381(2) .
C15 H15 0.9500 .
C16 C17 1.384(3) .
C16 H16 0.9500 .
C17 C18 1.387(2) .
C17 H17 0.9500 .
C18 H18 0.9500 .
C19 N10 1.464(2) .
C19 C20 1.528(2) .
C19 H19A 0.9900 .
C19 H19B 0.9900 .
C20 C21 1.528(2) .
C20 C25 1.530(2) .
C20 H20 1.0000 .
C21 C22 1.533(2) .
C21 H21A 0.9900 .
C21 H21B 0.9900 .
C22 C23 1.522(3) .
C22 H22A 0.9900 .
C22 H22B 0.9900 .
C23 C24 1.526(3) .
C23 H23A 0.9900 .
C23 H23B 0.9900 .
C24 C25 1.527(3) .
C24 H24A 0.9900 .
C24 H24B 0.9900 .
C25 H25A 0.9900 .
C25 H25B 0.9900 .
