#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/16/7221663.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_7221663
loop_
_publ_author_name
'Thériault, K D'
'Radford, C.'
'Parvez, M.'
'Heyne, B.'
'Sutherland, T. C.'
_publ_section_title
;
 Structure-property relationship of donor-acceptor acridones - an optical,
 electrochemical and computational study.
;
_journal_issue                   32
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              20903
_journal_page_last               20911
_journal_paper_doi               10.1039/c5cp03222a
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         'C26 H29 N3'
_chemical_formula_sum            'C26 H29 N3'
_chemical_formula_weight         383.52
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2015-03-26 deposited with the CCDC.
2015-07-13 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 107.007(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.2115(6)
_cell_length_b                   9.4084(4)
_cell_length_c                   18.0693(7)
_cell_measurement_reflns_used    4750
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_cell_volume                     2147.78(16)
_computing_cell_refinement       'HKL DENZO (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Hooft, 1998)'
_computing_data_reduction        'SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare et al., 1991)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Nonius APEX2 CCD'
_diffrn_measurement_method       ' ω and φ 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  0.0310
_diffrn_reflns_av_sigmaI/netI    0.0365
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            8571
_diffrn_reflns_theta_full        27.51
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_min         2.36
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_T_max  0.9861
_exptl_absorpt_correction_T_min  0.9827
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SORTAV: (Blessing, 1997)'
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.186
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.261
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         4866
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.101
_refine_ls_R_factor_all          0.0771
_refine_ls_R_factor_gt           0.0581
_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)+(0.0480P)²+1.3168P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1367
_refine_ls_wR_factor_ref         0.1517
_reflns_number_gt                3864
_reflns_number_total             4866
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5cp03222a2.cif
_cod_data_source_block           Compound_I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 3271 2015-04-21 07:52:19Z andrius 

 Adding full bibliography for 7221662--7221663.cif.
;
_cod_original_sg_symbol_H-M      'P 21/a'
_cod_database_code               7221663
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, -y-1/2, 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 0.45102(11) -0.00186(15) 0.33892(8) 0.0297(3) Uani 1 1 d .
N2 N 0.35421(15) 0.58882(18) 0.41671(11) 0.0463(4) Uani 1 1 d .
N3 N 0.57120(17) 0.60095(19) 0.29836(13) 0.0554(5) Uani 1 1 d .
C1 C 0.41473(13) 0.05583(18) 0.39700(10) 0.0283(4) Uani 1 1 d .
C2 C 0.35489(14) -0.02588(19) 0.43413(11) 0.0340(4) Uani 1 1 d .
H2 H 0.3365 -0.1209 0.4179 0.041 Uiso 1 1 calc R
C3 C 0.32299(15) 0.0300(2) 0.49334(12) 0.0366(4) Uani 1 1 d .
H3 H 0.2822 -0.0267 0.5175 0.044 Uiso 1 1 calc R
C4 C 0.34907(15) 0.1684(2) 0.51893(11) 0.0359(4) Uani 1 1 d .
H4 H 0.3278 0.2056 0.5610 0.043 Uiso 1 1 calc R
C5 C 0.40560(14) 0.24989(19) 0.48272(10) 0.0328(4) Uani 1 1 d .
H5 H 0.4234 0.3444 0.5002 0.039 Uiso 1 1 calc R
C6 C 0.43831(13) 0.19847(18) 0.42036(10) 0.0277(4) Uani 1 1 d .
C7 C 0.49540(13) 0.28418(17) 0.37958(10) 0.0273(4) Uani 1 1 d .
C8 C 0.56073(13) 0.20566(17) 0.34222(9) 0.0263(4) Uani 1 1 d .
C9 C 0.64950(14) 0.26491(19) 0.32620(10) 0.0314(4) Uani 1 1 d .
H9 H 0.6733 0.3565 0.3459 0.038 Uiso 1 1 calc R
C10 C 0.70229(15) 0.1939(2) 0.28305(12) 0.0365(4) Uani 1 1 d .
H10 H 0.7614 0.2364 0.2719 0.044 Uiso 1 1 calc R
C11 C 0.66865(18) 0.0585(2) 0.25543(13) 0.0439(5) Uani 1 1 d .
H11 H 0.7036 0.0103 0.2237 0.053 Uiso 1 1 calc R
C12 C 0.58656(17) -0.0056(2) 0.27321(11) 0.0388(4) Uani 1 1 d .
H12 H 0.5663 -0.0992 0.2551 0.047 Uiso 1 1 calc R
C13 C 0.53142(14) 0.06474(18) 0.31805(10) 0.0284(4) Uani 1 1 d .
C14 C 0.39462(15) -0.12354(18) 0.29336(11) 0.0327(4) Uani 1 1 d .
H14A H 0.3674 -0.1863 0.3272 0.039 Uiso 1 1 calc R
H14B H 0.4445 -0.1794 0.2734 0.039 Uiso 1 1 calc R
C15 C 0.30344(15) -0.07320(19) 0.22634(11) 0.0352(4) Uani 1 1 d .
H15A H 0.3317 -0.0173 0.1904 0.042 Uiso 1 1 calc R
H15B H 0.2576 -0.0097 0.2462 0.042 Uiso 1 1 calc R
C16 C 0.23735(15) -0.19481(19) 0.18233(11) 0.0340(4) Uani 1 1 d .
H16A H 0.2165 -0.2576 0.2194 0.041 Uiso 1 1 calc R
H16B H 0.2808 -0.2515 0.1568 0.041 Uiso 1 1 calc R
C17 C 0.13839(15) -0.1437(2) 0.12152(11) 0.0376(4) Uani 1 1 d .
H17A H 0.0991 -0.0792 0.1465 0.045 Uiso 1 1 calc R
H17B H 0.1600 -0.0879 0.0822 0.045 Uiso 1 1 calc R
C18 C 0.06458(16) -0.2611(2) 0.08092(12) 0.0400(5) Uani 1 1 d .
H18A H 0.1007 -0.3191 0.0505 0.048 Uiso 1 1 calc R
H18B H 0.0492 -0.3238 0.1203 0.048 Uiso 1 1 calc R
C19 C -0.03873(16) -0.2067(2) 0.02756(12) 0.0417(5) Uani 1 1 d .
H19A H -0.0708 -0.1408 0.0570 0.050 Uiso 1 1 calc R
H19B H -0.0233 -0.1514 -0.0145 0.050 Uiso 1 1 calc R
C20 C -0.11873(16) -0.3205(2) -0.00827(12) 0.0436(5) Uani 1 1 d .
H20A H -0.1348 -0.3756 0.0336 0.052 Uiso 1 1 calc R
H20B H -0.0870 -0.3866 -0.0379 0.052 Uiso 1 1 calc R
C21 C -0.22130(16) -0.2622(2) -0.06161(12) 0.0441(5) Uani 1 1 d .
H21A H -0.2483 -0.1879 -0.0336 0.053 Uiso 1 1 calc R
H21B H -0.2060 -0.2164 -0.1065 0.053 Uiso 1 1 calc R
C22 C -0.30706(17) -0.3720(3) -0.09124(13) 0.0479(5) Uani 1 1 d .
H22A H -0.2798 -0.4475 -0.1185 0.057 Uiso 1 1 calc R
H22B H -0.3239 -0.4164 -0.0466 0.057 Uiso 1 1 calc R
C23 C -0.4075(2) -0.3122(3) -0.14547(15) 0.0675(8) Uani 1 1 d .
H23A H -0.4607 -0.3876 -0.1605 0.081 Uiso 1 1 calc R
H23B H -0.3927 -0.2743 -0.1918 0.081 Uiso 1 1 calc R
H23C H -0.4342 -0.2359 -0.1194 0.081 Uiso 1 1 calc R
C24 C 0.48452(14) 0.43109(18) 0.37315(10) 0.0306(4) Uani 1 1 d .
C25 C 0.41082(15) 0.51203(19) 0.39955(11) 0.0339(4) Uani 1 1 d .
C26 C 0.53522(16) 0.52001(19) 0.33074(12) 0.0377(4) 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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C13 N1 C1 119.63(14)
C13 N1 C14 120.23(15)
C1 N1 C14 119.70(14)
N1 C1 C2 120.98(16)
N1 C1 C6 120.21(15)
C2 C1 C6 118.82(16)
C3 C2 C1 120.61(17)
C3 C2 H2 119.7
C1 C2 H2 119.7
C2 C3 C4 121.18(17)
C2 C3 H3 119.4
C4 C3 H3 119.4
C5 C4 C3 118.94(18)
C5 C4 H4 120.5
C3 C4 H4 120.5
C4 C5 C6 122.09(17)
C4 C5 H5 119.0
C6 C5 H5 119.0
C5 C6 C1 118.27(16)
C5 C6 C7 123.06(15)
C1 C6 C7 118.67(15)
C24 C7 C8 122.03(16)
C24 C7 C6 122.73(16)
C8 C7 C6 115.17(14)
C9 C8 C13 118.60(16)
C9 C8 C7 122.88(15)
C13 C8 C7 118.47(15)
C10 C9 C8 121.44(17)
C10 C9 H9 119.3
C8 C9 H9 119.3
C9 C10 C11 119.35(18)
C9 C10 H10 120.3
C11 C10 H10 120.3
C12 C11 C10 120.96(18)
C12 C11 H11 119.5
C10 C11 H11 119.5
C11 C12 C13 120.77(17)
C11 C12 H12 119.6
C13 C12 H12 119.6
N1 C13 C12 121.01(16)
N1 C13 C8 120.36(15)
C12 C13 C8 118.63(16)
N1 C14 C15 110.92(14)
N1 C14 H14A 109.5
C15 C14 H14A 109.5
N1 C14 H14B 109.5
C15 C14 H14B 109.5
H14A C14 H14B 108.0
C14 C15 C16 112.66(15)
C14 C15 H15A 109.1
C16 C15 H15A 109.1
C14 C15 H15B 109.1
C16 C15 H15B 109.1
H15A C15 H15B 107.8
C15 C16 C17 112.49(15)
C15 C16 H16A 109.1
C17 C16 H16A 109.1
C15 C16 H16B 109.1
C17 C16 H16B 109.1
H16A C16 H16B 107.8
C18 C17 C16 114.58(16)
C18 C17 H17A 108.6
C16 C17 H17A 108.6
C18 C17 H17B 108.6
C16 C17 H17B 108.6
H17A C17 H17B 107.6
C19 C18 C17 113.28(17)
C19 C18 H18A 108.9
C17 C18 H18A 108.9
C19 C18 H18B 108.9
C17 C18 H18B 108.9
H18A C18 H18B 107.7
C20 C19 C18 114.89(17)
C20 C19 H19A 108.5
C18 C19 H19A 108.5
C20 C19 H19B 108.5
C18 C19 H19B 108.5
H19A C19 H19B 107.5
C19 C20 C21 113.50(17)
C19 C20 H20A 108.9
C21 C20 H20A 108.9
C19 C20 H20B 108.9
C21 C20 H20B 108.9
H20A C20 H20B 107.7
C22 C21 C20 114.59(18)
C22 C21 H21A 108.6
C20 C21 H21A 108.6
C22 C21 H21B 108.6
C20 C21 H21B 108.6
H21A C21 H21B 107.6
C23 C22 C21 113.7(2)
C23 C22 H22A 108.8
C21 C22 H22A 108.8
C23 C22 H22B 108.8
C21 C22 H22B 108.8
H22A C22 H22B 107.7
C22 C23 H23A 109.5
C22 C23 H23B 109.5
H23A C23 H23B 109.5
C22 C23 H23C 109.5
H23A C23 H23C 109.5
H23B C23 H23C 109.5
C7 C24 C25 124.58(16)
C7 C24 C26 125.04(16)
C25 C24 C26 109.93(15)
N2 C25 C24 172.9(2)
N3 C26 C24 174.1(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C13 1.377(2)
N1 C1 1.386(2)
N1 C14 1.478(2)
N2 C25 1.146(2)
N3 C26 1.145(2)
C1 C2 1.406(2)
C1 C6 1.414(2)
C2 C3 1.365(3)
C2 H2 0.9500
C3 C4 1.391(3)
C3 H3 0.9500
C4 C5 1.363(3)
C4 H4 0.9500
C5 C6 1.405(2)
C5 H5 0.9500
C6 C7 1.445(2)
C7 C24 1.391(2)
C7 C8 1.445(2)
C8 C9 1.403(2)
C8 C13 1.414(2)
C9 C10 1.363(3)
C9 H9 0.9500
C10 C11 1.393(3)
C10 H10 0.9500
C11 C12 1.359(3)
C11 H11 0.9500
C12 C13 1.404(2)
C12 H12 0.9500
C14 C15 1.513(3)
C14 H14A 0.9900
C14 H14B 0.9900
C15 C16 1.516(2)
C15 H15A 0.9900
C15 H15B 0.9900
C16 C17 1.519(3)
C16 H16A 0.9900
C16 H16B 0.9900
C17 C18 1.514(3)
C17 H17A 0.9900
C17 H17B 0.9900
C18 C19 1.512(3)
C18 H18A 0.9900
C18 H18B 0.9900
C19 C20 1.511(3)
C19 H19A 0.9900
C19 H19B 0.9900
C20 C21 1.517(3)
C20 H20A 0.9900
C20 H20B 0.9900
C21 C22 1.511(3)
C21 H21A 0.9900
C21 H21B 0.9900
C22 C23 1.509(3)
C22 H22A 0.9900
C22 H22B 0.9900
C23 H23A 0.9800
C23 H23B 0.9800
C23 H23C 0.9800
C24 C25 1.424(2)
C24 C26 1.427(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
C13 N1 C1 C2 -162.62(16)
C14 N1 C1 C2 25.0(2)
C13 N1 C1 C6 16.8(2)
C14 N1 C1 C6 -155.54(15)
N1 C1 C2 C3 177.40(16)
C6 C1 C2 C3 -2.1(3)
C1 C2 C3 C4 -0.4(3)
C2 C3 C4 C5 1.4(3)
C3 C4 C5 C6 0.0(3)
C4 C5 C6 C1 -2.4(3)
C4 C5 C6 C7 178.02(17)
N1 C1 C6 C5 -176.08(15)
C2 C1 C6 C5 3.4(2)
N1 C1 C6 C7 3.5(2)
C2 C1 C6 C7 -177.04(15)
C5 C6 C7 C24 -28.7(3)
C1 C6 C7 C24 151.78(17)
C5 C6 C7 C8 154.47(16)
C1 C6 C7 C8 -25.1(2)
C24 C7 C8 C9 28.1(3)
C6 C7 C8 C9 -154.97(16)
C24 C7 C8 C13 -149.29(17)
C6 C7 C8 C13 27.6(2)
C13 C8 C9 C10 5.1(3)
C7 C8 C9 C10 -172.31(17)
C8 C9 C10 C11 -1.2(3)
C9 C10 C11 C12 -2.4(3)
C10 C11 C12 C13 1.9(3)
C1 N1 C13 C12 165.12(16)
C14 N1 C13 C12 -22.5(2)
C1 N1 C13 C8 -14.2(2)
C14 N1 C13 C8 158.09(15)
C11 C12 C13 N1 -177.30(18)
C11 C12 C13 C8 2.1(3)
C9 C8 C13 N1 173.90(16)
C7 C8 C13 N1 -8.5(2)
C9 C8 C13 C12 -5.5(2)
C7 C8 C13 C12 172.07(16)
C13 N1 C14 C15 -86.9(2)
C1 N1 C14 C15 85.47(19)
N1 C14 C15 C16 -174.83(16)
C14 C15 C16 C17 172.91(16)
C15 C16 C17 C18 -174.71(17)
C16 C17 C18 C19 173.37(18)
C17 C18 C19 C20 -174.50(18)
C18 C19 C20 C21 -179.86(18)
C19 C20 C21 C22 -173.57(19)
C20 C21 C22 C23 -178.8(2)
C8 C7 C24 C25 171.10(17)
C6 C7 C24 C25 -5.6(3)
C8 C7 C24 C26 -0.4(3)
C6 C7 C24 C26 -177.05(18)
