#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/29/7102950.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_7102950
loop_
_publ_author_name
'Kim, Hyunwoo'
'Choi, Doo Seoung'
'Yen, Cindy Pai-Hui'
'Lough, Alan J'
'Song, Choong Eui'
'Chin, Jik'
_publ_section_title
;
 Diastereoselective diaza-Cope rearrangement reaction.
;
_journal_issue                   11
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              1335
_journal_page_last               1337
_journal_paper_doi               10.1039/b716253g
_journal_year                    2008
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C34 H40 N2 O2'
_chemical_formula_sum            'C34 H40 N2 O2'
_chemical_formula_weight         508.68
_chemical_name_systematic
;
?
;
_space_group_IT_number           179
_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_Hall  'P 65 2 (0 0 1)'
_symmetry_space_group_name_H-M   'P 65 2 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            6
_cell_length_a                   14.1593(4)
_cell_length_b                   14.1593(4)
_cell_length_c                   25.3297(10)
_cell_measurement_reflns_used    12503
_cell_measurement_temperature    150(1)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      2.9
_cell_volume                     4397.9(2)
_computing_cell_refinement       'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'Collect (Nonius B.V., 1997-2002)'
_computing_data_reduction        Denzo-SMN
_computing_molecular_graphics    'SHELXTL V6.1'
_computing_publication_material  'SHELXTL V6.1'
_computing_structure_refinement  'SHELXTL V6.1(Sheldrick, 2001)'
_computing_structure_solution    'SIR-92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      150(1)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ scans and ω scans with κ offsets'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0525
_diffrn_reflns_av_sigmaI/netI    0.0346
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            12503
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         2.88
_diffrn_standards_number         ?0
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  0.997
_exptl_absorpt_correction_T_min  0.913
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
multi-scan from symmetry-related measurements
Sortav (Blessing 1995)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.152
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1644
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.137
_refine_diff_density_min         -0.136
_refine_diff_density_rms         0.032
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     176
_refine_ls_number_reflns         1589
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0752
_refine_ls_R_factor_gt           0.0475
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0827P)²+0.3492P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1195
_refine_ls_wR_factor_ref         0.1353
_reflns_number_gt                1174
_reflns_number_total             1589
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b716253g.txt
_cod_data_source_block           k06185
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Hexagonal' changed to 'hexagonal'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_Hall     'P 65 2 ( 0 0 1)'
_cod_database_code               7102950
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z+2/3'
'-x+y, -x, z+1/3'
'-x, -y, z+1/2'
'y, -x+y, z+1/6'
'x-y, x, z+5/6'
'y, x, -z+2/3'
'x-y, -y, -z'
'-x, -x+y, -z+1/3'
'-y, -x, -z+1/6'
'-x+y, y, -z+1/2'
'x, x-y, -z+5/6'
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
O1 O 0.66319(19) 0.8610(2) 0.07167(9) 0.0555(7) Uani 1 1 d . . .
N1 N 0.7603(2) 1.0550(2) 0.10941(10) 0.0416(7) Uani 1 1 d . . .
C1 C 0.8160(2) 1.0287(2) 0.13910(12) 0.0411(7) Uani 1 1 d . . .
H1A H 0.8685 1.0820 0.1621 0.049 Uiso 1 1 calc R . .
C2 C 0.8016(2) 0.9194(2) 0.13884(12) 0.0422(8) Uani 1 1 d . . .
C3 C 0.7285(2) 0.8409(2) 0.10350(13) 0.0473(8) Uani 1 1 d . . .
C4 C 0.7219(3) 0.7391(3) 0.10014(15) 0.0581(10) Uani 1 1 d . . .
H4A H 0.6737 0.6862 0.0756 0.070 Uiso 1 1 calc R . .
C5 C 0.7857(3) 0.7162(3) 0.13267(16) 0.0656(11) Uani 1 1 d . . .
H5A H 0.7825 0.6478 0.1297 0.079 Uiso 1 1 calc R . .
C6 C 0.8547(3) 0.7915(3) 0.16982(17) 0.0666(11) Uani 1 1 d . . .
H6A H 0.8961 0.7738 0.1932 0.080 Uiso 1 1 calc R . .
C7 C 0.8621(3) 0.8922(3) 0.17221(15) 0.0537(9) Uani 1 1 d . . .
H7A H 0.9097 0.9442 0.1973 0.064 Uiso 1 1 calc R . .
C8 C 0.7798(3) 1.1671(2) 0.10991(12) 0.0418(8) Uani 1 1 d . . .
H8 H 0.8307 1.2087 0.1394 0.050 Uiso 1 1 calc R . .
C9 C 0.6715(2) 1.1614(2) 0.11870(12) 0.0450(8) Uani 1 1 d . . .
C10 C 0.5777(3) 1.0968(3) 0.08160(14) 0.0532(9) Uani 1 1 d . . .
H10A H 0.5937 1.0647 0.0501 0.064 Uiso 1 1 calc R . .
C11 C 0.5229(3) 1.1668(3) 0.07048(14) 0.0628(10) Uani 1 1 d . . .
H11A H 0.5741 1.2465 0.0697 0.075 Uiso 1 1 calc R . .
H11B H 0.4735 1.1427 0.0395 0.075 Uiso 1 1 calc R . .
C12 C 0.6533(3) 1.2079(3) 0.15975(14) 0.0519(9) Uani 1 1 d . . .
H12A H 0.7104 1.2506 0.1838 0.062 Uiso 1 1 calc R . .
C13 C 0.5401(3) 1.1923(3) 0.16791(14) 0.0570(10) Uani 1 1 d . . .
H13A H 0.5108 1.1563 0.2023 0.068 Uiso 1 1 calc R . .
H13B H 0.5444 1.2642 0.1685 0.068 Uiso 1 1 calc R . .
C14 C 0.4645(3) 1.1232(3) 0.12404(13) 0.0566(10) Uani 1 1 d . . .
H14A H 0.3886 1.1107 0.1260 0.068 Uiso 1 1 calc R . .
C15 C 0.4735(3) 1.0182(3) 0.11405(14) 0.0547(9) Uani 1 1 d . . .
C16 C 0.3818(3) 0.9357(3) 0.07825(16) 0.0764(12) Uani 1 1 d . . .
H16A H 0.3900 0.8715 0.0733 0.115 Uiso 1 1 calc R . .
H16B H 0.3858 0.9694 0.0439 0.115 Uiso 1 1 calc R . .
H16C H 0.3111 0.9136 0.0946 0.115 Uiso 1 1 calc R . .
C17 C 0.4865(3) 0.9592(3) 0.16066(15) 0.0629(10) Uani 1 1 d . . .
H17A H 0.4894 0.8951 0.1482 0.094 Uiso 1 1 calc R . .
H17B H 0.4244 0.9359 0.1846 0.094 Uiso 1 1 calc R . .
H17C H 0.5542 1.0082 0.1794 0.094 Uiso 1 1 calc R . .
H1O H 0.687(3) 0.936(4) 0.0787(15) 0.084(13) Uiso 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
_geom_angle_publ_flag
C1 N1 C8 120.1(3) . . ?
N1 C1 C2 122.0(3) . . ?
C7 C2 C3 118.9(3) . . ?
C7 C2 C1 120.9(3) . . ?
C3 C2 C1 120.1(3) . . ?
O1 C3 C2 121.6(3) . . ?
O1 C3 C4 118.5(3) . . ?
C2 C3 C4 119.9(3) . . ?
C5 C4 C3 119.6(3) . . ?
C4 C5 C6 121.1(3) . . ?
C7 C6 C5 118.9(4) . . ?
C6 C7 C2 121.5(4) . . ?
N1 C8 C9 107.8(3) . . ?
N1 C8 C8 107.6(2) . 10_775 ?
C9 C8 C8 112.9(2) . 10_775 ?
C12 C9 C10 117.4(3) . . ?
C12 C9 C8 122.2(3) . . ?
C10 C9 C8 120.3(3) . . ?
C9 C10 C11 107.2(3) . . ?
C9 C10 C15 109.6(3) . . ?
C11 C10 C15 87.4(2) . . ?
C14 C11 C10 85.7(2) . . ?
C9 C12 C13 119.2(3) . . ?
C14 C13 C12 110.4(3) . . ?
C13 C14 C11 108.8(3) . . ?
C13 C14 C15 111.3(3) . . ?
C11 C14 C15 87.5(3) . . ?
C17 C15 C16 109.4(3) . . ?
C17 C15 C10 118.1(3) . . ?
C16 C15 C10 111.6(3) . . ?
C17 C15 C14 119.1(3) . . ?
C16 C15 C14 112.1(3) . . ?
C10 C15 C14 84.5(3) . . ?
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 C3 1.360(4) . ?
N1 C1 1.273(3) . ?
N1 C8 1.469(4) . ?
C1 C2 1.457(4) . ?
C2 C7 1.388(4) . ?
C2 C3 1.399(4) . ?
C3 C4 1.399(4) . ?
C4 C5 1.376(5) . ?
C5 C6 1.391(5) . ?
C6 C7 1.378(5) . ?
C8 C9 1.511(4) . ?
C8 C8 1.542(6) 10_775 ?
C9 C12 1.323(4) . ?
C9 C10 1.506(4) . ?
C10 C11 1.560(4) . ?
C10 C15 1.565(5) . ?
C11 C14 1.547(5) . ?
C12 C13 1.519(4) . ?
C13 C14 1.513(5) . ?
C14 C15 1.575(5) . ?
C15 C17 1.510(5) . ?
C15 C16 1.534(5) . ?
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
O1 H1O N1 0.96(4) 1.66(4) 2.564(3) 154(3) .
