#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:48:14 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178406 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/27/4022727.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_4022727
loop_
_publ_author_name
'Zhenzhen Dong'
'Xiaozhong Liu'
'Glenn P. A. Yap'
'Joseph M. Fox'
_publ_section_title
;
 Two-Dimensional Scaffolds for the Parallel Alignment of Rod-Shaped
 Conjugated Molecules
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              617
_journal_page_last               625
_journal_paper_doi               10.1021/jo062261i
_journal_volume                  72
_journal_year                    2007
_chemical_formula_sum            'C30 H28 N2 O4'
_chemical_formula_weight         480.54
_chemical_name_systematic
; 
 ? 
;
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                71.280(6)
_cell_angle_beta                 82.247(5)
_cell_angle_gamma                80.090(5)
_cell_formula_units_Z            1
_cell_length_a                   5.925(3)
_cell_length_b                   8.413(4)
_cell_length_c                   12.849(7)
_cell_measurement_reflns_used    748
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      25.77
_cell_measurement_theta_min      2.58
_cell_volume                     595.4(5)
_computing_cell_refinement       'SMART, Bruker (2000)'
_computing_data_collection       'SMART, Bruker (2000)'
_computing_data_reduction        'XPREP, Bruker (2000)'
_computing_molecular_graphics    'SHELXTL, Bruker (2000)'
_computing_publication_material  'SHELXTL, Bruker (2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.795
_diffrn_measured_fraction_theta_max 0.795
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0259
_diffrn_reflns_av_sigmaI/netI    0.0702
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            3314
_diffrn_reflns_theta_full        27.97
_diffrn_reflns_theta_max         27.97
_diffrn_reflns_theta_min         1.68
_diffrn_standards_decay_%        <1
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.9973
_exptl_absorpt_correction_T_min  0.9841
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker (2000)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blade
_exptl_crystal_F_000             254
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2274
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0758
_refine_ls_R_factor_gt           0.0558
_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)+(0.0670P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1335
_refine_ls_wR_factor_ref         0.1445
_reflns_number_gt                1651
_reflns_number_total             2274
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo062261isi20061101_013723.cif
_cod_data_source_block           joef002
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_database_code               4022727
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
N1 N 0.7685(3) 0.5624(2) 0.69223(14) 0.0171(4) Uani 1 1 d .
O1 O 1.0724(3) 0.4842(2) 0.80367(12) 0.0254(4) Uani 1 1 d .
O2 O 0.4287(3) 0.7065(2) 0.61545(13) 0.0258(4) Uani 1 1 d .
C1 C 0.8785(4) 0.5518(3) 0.78504(17) 0.0193(5) Uani 1 1 d .
C2 C 0.7079(4) 0.6384(3) 0.85265(18) 0.0189(5) Uani 1 1 d .
C3 C 0.7260(4) 0.6633(3) 0.95233(18) 0.0231(6) Uani 1 1 d .
H3A H 0.8618 0.6209 0.9898 0.028 Uiso 1 1 calc R
C4 C 0.5369(4) 0.7532(3) 0.99564(19) 0.0266(6) Uani 1 1 d .
H4A H 0.5434 0.7724 1.0640 0.032 Uiso 1 1 calc R
C5 C 0.3391(4) 0.8150(3) 0.93998(19) 0.0275(6) Uani 1 1 d .
H5A H 0.2129 0.8763 0.9710 0.033 Uiso 1 1 calc R
C6 C 0.3220(4) 0.7891(3) 0.84012(18) 0.0237(6) Uani 1 1 d .
H6A H 0.1861 0.8301 0.8026 0.028 Uiso 1 1 calc R
C7 C 0.5116(4) 0.7008(3) 0.79754(17) 0.0184(5) Uani 1 1 d .
C8 C 0.5494(4) 0.6616(3) 0.69068(18) 0.0195(5) Uani 1 1 d .
C9 C 0.8855(4) 0.5212(3) 0.59604(17) 0.0173(5) Uani 1 1 d .
C10 C 0.8893(3) 0.3633(3) 0.57957(17) 0.0165(5) Uani 1 1 d .
C11 C 1.0077(3) 0.3495(3) 0.48027(17) 0.0180(5) Uani 1 1 d .
H11A H 1.0155 0.2460 0.4642 0.022 Uiso 1 1 calc R
C12 C 0.7741(4) 0.2146(3) 0.65968(17) 0.0196(5) Uani 1 1 d .
C13 C 0.8604(4) 0.1639(3) 0.77556(18) 0.0240(6) Uani 1 1 d .
H13A H 1.0278 0.1332 0.7705 0.036 Uiso 1 1 calc R
H13B H 0.7885 0.0668 0.8243 0.036 Uiso 1 1 calc R
H13C H 0.8196 0.2595 0.8055 0.036 Uiso 1 1 calc R
C14 C 0.5109(4) 0.2631(3) 0.66716(19) 0.0252(6) Uani 1 1 d .
H14A H 0.4567 0.2946 0.5935 0.038 Uiso 1 1 calc R
H14B H 0.4698 0.3593 0.6966 0.038 Uiso 1 1 calc R
H14C H 0.4386 0.1664 0.7162 0.038 Uiso 1 1 calc R
C15 C 0.8294(4) 0.0573(3) 0.62046(19) 0.0252(6) Uani 1 1 d .
H15A H 0.7784 0.0848 0.5465 0.038 Uiso 1 1 calc R
H15B H 0.7495 -0.0338 0.6715 0.038 Uiso 1 1 calc R
H15C H 0.9956 0.0203 0.6183 0.038 Uiso 1 1 calc R
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
C1 N1 C8 111.24(18) .
C1 N1 C9 123.95(18) .
C8 N1 C9 122.57(17) .
O1 C1 N1 125.4(2) .
O1 C1 C2 128.6(2) .
N1 C1 C2 105.99(18) .
C7 C2 C3 121.5(2) .
C7 C2 C1 108.3(2) .
C3 C2 C1 130.2(2) .
C2 C3 C4 117.4(2) .
C5 C4 C3 120.9(2) .
C6 C5 C4 121.4(2) .
C7 C6 C5 117.2(2) .
C2 C7 C6 121.7(2) .
C2 C7 C8 108.79(19) .
C6 C7 C8 129.5(2) .
O2 C8 N1 125.3(2) .
O2 C8 C7 129.3(2) .
N1 C8 C7 105.31(18) .
C11 C9 C10 122.2(2) 2_766
C11 C9 N1 114.9(2) 2_766
C10 C9 N1 122.90(19) .
C11 C10 C9 114.18(19) .
C11 C10 C12 120.6(2) .
C9 C10 C12 125.23(19) .
C9 C11 C10 123.6(2) 2_766
C15 C12 C10 111.26(18) .
C15 C12 C14 107.71(19) .
C10 C12 C14 110.01(18) .
C15 C12 C13 107.01(18) .
C10 C12 C13 111.02(18) .
C14 C12 C13 109.72(18) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.406(3) .
N1 C8 1.416(3) .
N1 C9 1.446(3) .
O1 C1 1.210(3) .
O2 C8 1.203(3) .
C1 C2 1.491(3) .
C2 C7 1.380(3) .
C2 C3 1.383(3) .
C3 C4 1.396(3) .
C4 C5 1.390(3) .
C5 C6 1.388(3) .
C6 C7 1.386(3) .
C7 C8 1.492(3) .
C9 C11 1.389(3) 2_766
C9 C10 1.407(3) .
C10 C11 1.399(3) .
C10 C12 1.539(3) .
C11 C9 1.389(3) 2_766
C12 C15 1.531(3) .
C12 C14 1.541(3) .
C12 C13 1.544(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_4
C8 N1 C1 O1 -175.2(2) . .
C9 N1 C1 O1 -11.9(3) . .
C8 N1 C1 C2 5.2(2) . .
C9 N1 C1 C2 168.51(19) . .
O1 C1 C2 C7 178.3(2) . .
N1 C1 C2 C7 -2.1(2) . .
O1 C1 C2 C3 -0.1(4) . .
N1 C1 C2 C3 179.5(2) . .
C7 C2 C3 C4 0.4(3) . .
C1 C2 C3 C4 178.7(2) . .
C2 C3 C4 C5 -0.1(3) . .
C3 C4 C5 C6 0.3(4) . .
C4 C5 C6 C7 -0.8(3) . .
C3 C2 C7 C6 -1.0(3) . .
C1 C2 C7 C6 -179.6(2) . .
C3 C2 C7 C8 177.0(2) . .
C1 C2 C7 C8 -1.6(2) . .
C5 C6 C7 C2 1.1(3) . .
C5 C6 C7 C8 -176.4(2) . .
C1 N1 C8 O2 171.7(2) . .
C9 N1 C8 O2 8.1(3) . .
C1 N1 C8 C7 -6.1(2) . .
C9 N1 C8 C7 -169.68(18) . .
C2 C7 C8 O2 -173.0(2) . .
C6 C7 C8 O2 4.8(4) . .
C2 C7 C8 N1 4.6(2) . .
C6 C7 C8 N1 -177.6(2) . .
C1 N1 C9 C11 -83.0(3) . 2_766
C8 N1 C9 C11 78.5(3) . 2_766
C1 N1 C9 C10 97.8(3) . .
C8 N1 C9 C10 -100.7(2) . .
C11 C9 C10 C11 -0.4(3) 2_766 .
N1 C9 C10 C11 178.74(18) . .
C11 C9 C10 C12 -179.59(19) 2_766 .
N1 C9 C10 C12 -0.5(3) . .
C9 C10 C11 C9 0.4(3) . 2_766
C12 C10 C11 C9 179.64(19) . 2_766
C11 C10 C12 C15 5.6(3) . .
C9 C10 C12 C15 -175.3(2) . .
C11 C10 C12 C14 -113.7(2) . .
C9 C10 C12 C14 65.4(3) . .
C11 C10 C12 C13 124.6(2) . .
C9 C10 C12 C13 -56.2(3) . .
