#------------------------------------------------------------------------------
#$Date: 2019-11-10 19:16:06 +0200 (Sun, 10 Nov 2019) $
#$Revision: 226018 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/59/4515948.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_4515948
loop_
_publ_author_name
'Baig, Moghal Zubair Khalid'
'Prusti, Banchhanidhi'
'Roy, Durba'
'Sahu, Prabhat Kumar'
'Sarkar, Moloy'
'Sharma, Aayushi'
'Chakravarty, Manab'
_publ_section_title
;
 Weak Donor-/Strong Acceptor-Linked Anthracenyl π-Conjugates as
 Solvato(fluoro)chromophore and AEEgens: Contrast between Nitro and Cyano
 Functionality.
;
_journal_issue                   8
_journal_name_full               'ACS omega'
_journal_page_first              9114
_journal_page_last               9125
_journal_paper_doi               10.1021/acsomega.8b01258
_journal_volume                  3
_journal_year                    2018
_chemical_formula_moiety         'C31 H26'
_chemical_formula_sum            'C31 H26'
_chemical_formula_weight         398.52
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2018-06-26
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_cell_angle_alpha                114.199(5)
_cell_angle_beta                 96.923(4)
_cell_angle_gamma                102.313(4)
_cell_formula_units_Z            2
_cell_length_a                   8.9806(4)
_cell_length_b                   11.4991(5)
_cell_length_c                   11.9980(6)
_cell_measurement_reflns_used    7976
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.7930
_cell_measurement_theta_min      5.1330
_cell_volume                     1073.66(10)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.881
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa dual offset/far'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.881
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            15368
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.881
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         28.913
_diffrn_reflns_theta_min         4.922
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90445
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.7e (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.233
_exptl_crystal_description       block
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         4985
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0563
_refine_ls_R_factor_gt           0.0472
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0754P)²+0.3087P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1297
_refine_ls_wR_factor_ref         0.1354
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4139
_reflns_number_total             4985
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ao8b01258_si_002.cif
_cod_data_source_block           4
_cod_database_code               4515948
_shelx_shelxl_version_number     2018/1
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C13(H13), C19(H19), C25(H25), C12(H12), C20(H20), C18(H18), C11(H11),
 C21(H21), C14(H14), C8(H8), C27(H27), C1(H1), C4(H4), C5(H5), C7(H7), C3(H3),
 C2(H2)
2.b Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C31(H31A,H31B,H31C), C30(H30A,H30B,H30C)
;
_olex2_submission_special_instructions
'No special instructions were received <<THE END>>'
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
C10 C 0.69137(14) 0.75281(11) 0.03049(11) 0.0155(2) Uani 1 1 d .
C15 C 0.64103(13) 0.84616(11) 0.13065(10) 0.0145(2) Uani 1 1 d .
C17 C 0.90382(13) 1.00021(11) 0.20900(10) 0.0145(2) Uani 1 1 d .
C22 C 0.95555(13) 0.90705(11) 0.11092(11) 0.0155(2) Uani 1 1 d .
C16 C 0.74710(13) 0.96925(11) 0.21814(11) 0.0143(2) Uani 1 1 d .
C23 C 0.69384(13) 1.07187(11) 0.31657(11) 0.0144(2) Uani 1 1 d .
C13 C 0.37565(14) 0.69602(12) 0.04832(12) 0.0201(3) Uani 1 1 d .
H13 H 0.271673 0.676047 0.053831 0.024 Uiso 1 1 calc R
C19 C 1.16696(14) 1.15461(12) 0.28846(12) 0.0206(3) Uani 1 1 d .
H19 H 1.236946 1.236290 0.345818 0.025 Uiso 1 1 calc R
C9 C 0.84911(14) 0.78415(11) 0.02152(11) 0.0160(2) Uani 1 1 d .
C25 C 0.65112(14) 1.17704(12) 0.52513(11) 0.0206(3) Uani 1 1 d .
H25 H 0.651412 1.179381 0.603569 0.025 Uiso 1 1 calc R
C12 C 0.42395(15) 0.60488(12) -0.05134(12) 0.0199(3) Uani 1 1 d .
H12 H 0.351536 0.525745 -0.111022 0.024 Uiso 1 1 calc R
C20 C 1.21900(15) 1.06162(13) 0.19324(12) 0.0230(3) Uani 1 1 d .
H20 H 1.323437 1.082194 0.189009 0.028 Uiso 1 1 calc R
C18 C 1.01477(14) 1.12457(12) 0.29610(11) 0.0172(2) Uani 1 1 d .
H18 H 0.982159 1.186223 0.359315 0.021 Uiso 1 1 calc R
C11 C 0.57592(15) 0.63276(11) -0.06000(11) 0.0183(2) Uani 1 1 d .
H11 H 0.605541 0.572291 -0.126409 0.022 Uiso 1 1 calc R
C21 C 1.11732(14) 0.94253(13) 0.10801(11) 0.0202(3) Uani 1 1 d .
H21 H 1.153731 0.882676 0.046348 0.024 Uiso 1 1 calc R
C14 C 0.48009(14) 0.81256(12) 0.13607(11) 0.0177(2) Uani 1 1 d .
H14 H 0.446249 0.871367 0.200654 0.021 Uiso 1 1 calc R
C8 C 0.90879(14) 0.69656(12) -0.08134(11) 0.0190(3) Uani 1 1 d .
H8 H 0.957254 0.734015 -0.128006 0.023 Uiso 1 1 calc R
C24 C 0.69590(14) 1.07601(12) 0.43543(11) 0.0179(2) Uani 1 1 d .
C28 C 0.64682(13) 1.16806(11) 0.28941(11) 0.0163(2) Uani 1 1 d .
C27 C 0.60387(14) 1.26781(11) 0.38206(12) 0.0190(3) Uani 1 1 d .
H27 H 0.572956 1.331679 0.364125 0.023 Uiso 1 1 calc R
C1 C 1.02468(15) 0.52174(12) -0.29974(12) 0.0213(3) Uani 1 1 d .
H1 H 1.009812 0.597518 -0.304060 0.026 Uiso 1 1 calc R
C29 C 0.56233(16) 1.38458(14) 0.60065(13) 0.0291(3) Uani 1 1 d .
H29A H 0.538257 1.359290 0.664851 0.044 Uiso 1 1 calc GR
H29B H 0.472353 1.400026 0.563579 0.044 Uiso 1 1 calc GR
H29C H 0.648537 1.464564 0.637019 0.044 Uiso 1 1 calc GR
C4 C 1.06695(15) 0.29352(12) -0.29036(11) 0.0203(3) Uani 1 1 d .
H4 H 1.080688 0.216956 -0.287132 0.024 Uiso 1 1 calc R
C5 C 0.99147(14) 0.37031(12) -0.20800(11) 0.0199(3) Uani 1 1 d .
H5 H 0.953728 0.343806 -0.150671 0.024 Uiso 1 1 calc R
C26 C 0.60613(14) 1.27417(12) 0.50070(12) 0.0207(3) Uani 1 1 d .
C6 C 0.97094(14) 0.48652(12) -0.20933(11) 0.0184(2) Uani 1 1 d .
C31 C 0.64287(15) 1.16505(13) 0.16218(12) 0.0217(3) Uani 1 1 d .
H31A H 0.747564 1.199028 0.156532 0.032 Uiso 1 1 calc GR
H31B H 0.580088 1.219186 0.151236 0.032 Uiso 1 1 calc GR
H31C H 0.598456 1.075011 0.097804 0.032 Uiso 1 1 calc GR
C30 C 0.74785(16) 0.97487(14) 0.46707(12) 0.0245(3) Uani 1 1 d .
H30A H 0.687177 0.886813 0.405623 0.037 Uiso 1 1 calc GR
H30B H 0.732701 0.987829 0.548728 0.037 Uiso 1 1 calc GR
H30C H 0.856811 0.985458 0.467056 0.037 Uiso 1 1 calc GR
C7 C 0.89972(14) 0.56937(12) -0.11344(11) 0.0187(2) Uani 1 1 d .
H7 H 0.843692 0.529296 -0.071838 0.022 Uiso 1 1 calc R
C3 C 1.12205(15) 0.33044(12) -0.37753(11) 0.0202(3) Uani 1 1 d .
H3 H 1.173622 0.279301 -0.432302 0.024 Uiso 1 1 calc R
C2 C 1.09995(16) 0.44418(13) -0.38282(12) 0.0223(3) Uani 1 1 d .
H2 H 1.135537 0.468548 -0.442016 0.027 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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C9 C10 C15 119.80(10)
C9 C10 C11 122.29(11)
C11 C10 C15 117.86(10)
C16 C15 C10 120.46(10)
C16 C15 C14 121.00(10)
C14 C15 C10 118.50(10)
C16 C17 C22 120.29(10)
C16 C17 C18 121.14(10)
C18 C17 C22 118.57(10)
C9 C22 C17 120.40(10)
C9 C22 C21 121.74(10)
C21 C22 C17 117.86(10)
C15 C16 C23 121.13(10)
C17 C16 C15 119.63(10)
C17 C16 C23 119.13(10)
C24 C23 C16 121.42(10)
C28 C23 C16 118.51(10)
C28 C23 C24 120.03(10)
C14 C13 C12 120.59(11)
C18 C19 C20 120.09(11)
C10 C9 C8 123.22(10)
C22 C9 C10 119.41(10)
C22 C9 C8 117.31(10)
C26 C25 C24 121.93(11)
C11 C12 C13 120.22(11)
C21 C20 C19 120.46(11)
C19 C18 C17 121.42(11)
C12 C11 C10 121.67(11)
C20 C21 C22 121.58(11)
C13 C14 C15 121.14(11)
C7 C8 C9 126.30(11)
C23 C24 C30 120.90(10)
C25 C24 C23 118.94(11)
C25 C24 C30 120.15(11)
C23 C28 C31 120.91(10)
C27 C28 C23 119.17(11)
C27 C28 C31 119.92(11)
C26 C27 C28 121.67(11)
C2 C1 C6 120.57(11)
C5 C4 C3 120.16(11)
C4 C5 C6 121.30(11)
C25 C26 C27 118.25(11)
C25 C26 C29 120.86(12)
C27 C26 C29 120.89(12)
C1 C6 C7 123.04(11)
C5 C6 C1 118.06(11)
C5 C6 C7 118.86(11)
C8 C7 C6 125.64(11)
C4 C3 C2 119.72(11)
C3 C2 C1 120.16(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C10 C15 1.4426(16)
C10 C9 1.4139(16)
C10 C11 1.4313(16)
C15 C16 1.4066(16)
C15 C14 1.4310(16)
C17 C22 1.4348(15)
C17 C16 1.4054(16)
C17 C18 1.4304(16)
C22 C9 1.4126(16)
C22 C21 1.4315(16)
C16 C23 1.5001(15)
C23 C24 1.4049(16)
C23 C28 1.4034(16)
C13 C12 1.4170(17)
C13 C14 1.3613(17)
C19 C20 1.4167(17)
C19 C18 1.3604(17)
C9 C8 1.4817(16)
C25 C24 1.3958(16)
C25 C26 1.3889(18)
C12 C11 1.3606(18)
C20 C21 1.3596(18)
C8 C7 1.3319(17)
C24 C30 1.5051(17)
C28 C27 1.3953(16)
C28 C31 1.5086(17)
C27 C26 1.3924(18)
C1 C6 1.4059(18)
C1 C2 1.3916(17)
C29 C26 1.5111(16)
C4 C5 1.3846(17)
C4 C3 1.3851(18)
C5 C6 1.3935(17)
C6 C7 1.4762(16)
C3 C2 1.3891(17)
