#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:47:12 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180155 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/51/7105107.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_7105107
loop_
_publ_author_name
'Savarimuthu Philip Anthony'
'Sunil Varughese'
'Sylvia M. Draper'
_publ_section_title
;
 Switching and tuning organic solid-state luminescence via a
 supramolecular approach
;
_journal_name_full               'Chem. Commun.'
_journal_page_first              7500
_journal_page_last               7502
_journal_paper_doi               10.1039/b914027a
_journal_year                    2009
_chemical_formula_moiety         '2(C22 H16 N2 O2), C5 H5 N'
_chemical_formula_sum            'C49 H37 N5 O4'
_chemical_formula_weight         759.84
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_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                 93.023(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.877(1)
_cell_length_b                   9.424(1)
_cell_length_c                   26.835(3)
_cell_measurement_reflns_used    2292
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      46.810
_cell_measurement_theta_min      4.582
_cell_volume                     1989.3(4)
_computing_cell_refinement       SAINTPLUS
_computing_data_collection       SMART
_computing_data_reduction        SAINTPLUS
_computing_molecular_graphics    'Material studio 4.3'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXTL (Sheldrick, 1997)'
_computing_structure_solution    'SHELXTL (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX CCD Area detector'
_diffrn_measurement_method       'phi and omega scan'
_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  0.0307
_diffrn_reflns_av_sigmaI/netI    0.0341
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            11236
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.29
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.9927
_exptl_absorpt_correction_T_min  0.9846
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Sheldrick, 1997'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Blocks
_exptl_crystal_F_000             796
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.459
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         3497
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0697
_refine_ls_R_factor_gt           0.0553
_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)+(0.0752P)²+0.5777P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1404
_refine_ls_wR_factor_ref         0.1498
_reflns_number_gt                2799
_reflns_number_total             3497
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b914027a.txt
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'multi scan' changed
to 'multi-scan' 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_H-M      'P 21/c'
_cod_database_code               7105107
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
O1A O -0.35768(19) 0.94672(16) 0.49119(6) 0.0534(4) Uani 1 1 d . . .
H1A H -0.4484 0.9910 0.4953 0.080 Uiso 0.60(3) 1 calc PR . .
O1B O -0.3294(2) 1.10551(19) 0.43092(7) 0.0719(6) Uani 1 1 d . . .
H1B H -0.4229 1.1336 0.4409 0.108 Uiso 0.40(3) 1 calc PR . .
N3 N -0.0211(3) 0.7261(2) 0.50236(9) 0.0695(6) Uani 1 1 d . . .
N5 N 0.5793(2) 0.78121(18) 0.32285(7) 0.0470(5) Uani 1 1 d . . .
C1 C -0.2803(3) 1.0035(2) 0.45567(9) 0.0434(5) Uani 1 1 d . . .
C2 C -0.1146(2) 0.9331(2) 0.44509(7) 0.0384(5) Uani 1 1 d . . .
C3 C -0.0627(3) 0.8179(2) 0.47692(8) 0.0448(5) Uani 1 1 d . . .
C4 C -0.0247(3) 0.9768(2) 0.40652(8) 0.0419(5) Uani 1 1 d . . .
H4 H -0.0728 1.0557 0.3888 0.050 Uiso 1 1 calc R . .
C6 C 0.4300(2) 0.8285(2) 0.34380(8) 0.0403(5) Uani 1 1 d . . .
C7 C 0.3911(3) 0.7868(2) 0.39147(8) 0.0465(5) Uani 1 1 d . . .
H7 H 0.4662 0.7250 0.4099 0.056 Uiso 1 1 calc R . .
C8 C 0.2459(3) 0.8333(2) 0.41253(8) 0.0460(5) Uani 1 1 d . . .
H8 H 0.2224 0.8023 0.4451 0.055 Uiso 1 1 calc R . .
C9 C 0.1324(2) 0.9247(2) 0.38730(8) 0.0399(5) Uani 1 1 d . . .
C10 C 0.1733(3) 0.9664(2) 0.33943(8) 0.0472(6) Uani 1 1 d . . .
H10 H 0.0997 1.0301 0.3213 0.057 Uiso 1 1 calc R . .
C11 C 0.3164(3) 0.9184(2) 0.31763(8) 0.0490(6) Uani 1 1 d . . .
H11 H 0.3382 0.9466 0.2846 0.059 Uiso 1 1 calc R . .
C12 C 0.6528(3) 0.6496(2) 0.33911(7) 0.0393(5) Uani 1 1 d . . .
C13 C 0.8168(3) 0.6440(2) 0.35942(8) 0.0473(5) Uani 1 1 d . . .
H13 H 0.8840 0.7277 0.3614 0.057 Uiso 1 1 calc R . .
C14 C 0.8839(3) 0.5174(3) 0.37690(9) 0.0593(7) Uani 1 1 d . . .
H14 H 0.9971 0.5145 0.3910 0.071 Uiso 1 1 calc R . .
C15 C 0.7892(4) 0.3962(3) 0.37414(10) 0.0677(8) Uani 1 1 d . . .
H15 H 0.8358 0.3092 0.3864 0.081 Uiso 1 1 calc R . .
C16 C 0.6267(4) 0.4006(3) 0.35354(12) 0.0708(8) Uani 1 1 d . . .
H16 H 0.5604 0.3164 0.3516 0.085 Uiso 1 1 calc R . .
C17 C 0.5588(3) 0.5262(2) 0.33560(10) 0.0568(6) Uani 1 1 d . . .
H17 H 0.4466 0.5279 0.3207 0.068 Uiso 1 1 calc R . .
C18 C 0.6725(2) 0.8711(2) 0.29170(8) 0.0415(5) Uani 1 1 d . . .
C19 C 0.6818(3) 1.0153(2) 0.29981(8) 0.0462(5) Uani 1 1 d . . .
H19 H 0.6243 1.0563 0.3265 0.055 Uiso 1 1 calc R . .
C20 C 0.7746(3) 1.1010(3) 0.26932(9) 0.0546(6) Uani 1 1 d . . .
H20 H 0.7778 1.2006 0.2747 0.066 Uiso 1 1 calc R . .
C21 C 0.8615(3) 1.0431(3) 0.23148(9) 0.0608(7) Uani 1 1 d . . .
H21 H 0.9259 1.1020 0.2108 0.073 Uiso 1 1 calc R . .
C22 C 0.8551(3) 0.9000(3) 0.22366(9) 0.0633(7) Uani 1 1 d . . .
H22 H 0.9167 0.8596 0.1977 0.076 Uiso 1 1 calc R . .
C23 C 0.7603(3) 0.8129(3) 0.25302(9) 0.0540(6) Uani 1 1 d . . .
H23 H 0.7552 0.7138 0.2468 0.065 Uiso 1 1 calc R . .
N25 N 0.4314(4) 0.6226(4) 0.51944(12) 0.0979(11) Uani 0.50 1 d P A 1
C24 C 0.3296(5) 0.5128(5) 0.49886(16) 0.1123(16) Uani 1 1 d . . .
H24 H 0.2093 0.5217 0.4981 0.135 Uiso 1 1 calc R A 1
C25 C 0.4314(4) 0.6226(4) 0.51944(12) 0.0979(11) Uani 0.50 1 d P A 2
H25 H 0.3826 0.7059 0.5326 0.118 Uiso 0.50 1 calc PR A 2
C26 C 0.6002(4) 0.6049(4) 0.51976(14) 0.1027(12) Uani 1 1 d . . .
H26 H 0.6724 0.6773 0.5335 0.123 Uiso 1 1 calc R A 1
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 O1A H1A 109.5 . . ?
C1 O1B H1B 109.5 . . ?
C6 N5 C18 121.10(17) . . ?
C6 N5 C12 119.24(16) . . ?
C18 N5 C12 118.95(16) . . ?
O1B C1 O1A 125.94(19) . . ?
O1B C1 C2 119.88(19) . . ?
O1A C1 C2 114.18(19) . . ?
C4 C2 C3 123.09(18) . . ?
C4 C2 C1 120.39(19) . . ?
C3 C2 C1 116.50(18) . . ?
N3 C3 C2 179.9(3) . . ?
C2 C4 C9 131.4(2) . . ?
C2 C4 H4 114.3 . . ?
C9 C4 H4 114.3 . . ?
C7 C6 C11 117.97(18) . . ?
C7 C6 N5 120.68(18) . . ?
C11 C6 N5 121.34(19) . . ?
C8 C7 C6 121.2(2) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C7 C8 C9 121.7(2) . . ?
C7 C8 H8 119.2 . . ?
C9 C8 H8 119.2 . . ?
C8 C9 C10 116.65(18) . . ?
C8 C9 C4 125.07(19) . . ?
C10 C9 C4 118.27(19) . . ?
C11 C10 C9 122.2(2) . . ?
C11 C10 H10 118.9 . . ?
C9 C10 H10 118.9 . . ?
C10 C11 C6 120.3(2) . . ?
C10 C11 H11 119.8 . . ?
C6 C11 H11 119.8 . . ?
C13 C12 C17 118.9(2) . . ?
C13 C12 N5 120.78(19) . . ?
C17 C12 N5 120.28(19) . . ?
C12 C13 C14 120.3(2) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C15 C14 C13 120.5(2) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C16 119.6(2) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C15 C16 C17 120.4(3) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
C16 C17 C12 120.3(2) . . ?
C16 C17 H17 119.9 . . ?
C12 C17 H17 119.9 . . ?
C19 C18 C23 118.9(2) . . ?
C19 C18 N5 121.33(18) . . ?
C23 C18 N5 119.8(2) . . ?
C18 C19 C20 120.5(2) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C21 C20 C19 120.4(2) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C22 C21 C20 119.5(2) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
C21 C22 C23 121.0(2) . . ?
C21 C22 H22 119.5 . . ?
C23 C22 H22 119.5 . . ?
C22 C23 C18 119.7(2) . . ?
C22 C23 H23 120.1 . . ?
C18 C23 H23 120.1 . . ?
C26 N25 C24 117.2(3) . . ?
C26 C24 N25 121.0(3) 3_666 . ?
C26 C24 H24 119.5 3_666 . ?
N25 C24 H24 119.5 . . ?
N25 C26 C24 121.8(4) . 3_666 ?
N25 C26 H26 119.1 . . ?
C24 C26 H26 119.1 3_666 . ?
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
O1A C1 1.276(3) . ?
O1A H1A 0.8400 . ?
O1B C1 1.220(3) . ?
O1B H1B 0.8400 . ?
N3 C3 1.139(3) . ?
N5 C6 1.403(2) . ?
N5 C18 1.421(3) . ?
N5 C12 1.427(2) . ?
C1 C2 1.504(3) . ?
C2 C4 1.349(3) . ?
C2 C3 1.428(3) . ?
C4 C9 1.452(3) . ?
C4 H4 0.9500 . ?
C6 C7 1.388(3) . ?
C6 C11 1.395(3) . ?
C7 C8 1.374(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.391(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.397(3) . ?
C10 C11 1.374(3) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 C13 1.377(3) . ?
C12 C17 1.380(3) . ?
C13 C14 1.377(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.364(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.368(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.375(3) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 C19 1.378(3) . ?
C18 C23 1.390(3) . ?
C19 C20 1.385(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.368(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.366(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.383(3) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
N25 C26 1.340(4) . ?
N25 C24 1.404(5) . ?
C24 C26 1.347(6) 3_666 ?
C24 H24 0.9500 . ?
C26 C24 1.347(6) 3_666 ?
C26 H26 0.9500 . ?
