#------------------------------------------------------------------------------
#$Date: 2019-11-24 07:06:42 +0200 (Sun, 24 Nov 2019) $
#$Revision: 237061 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/42/1554246.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_1554246
loop_
_publ_author_name
'Lei, Yunxiang'
'Dai, Wenbo'
'Liu, Zhiqi'
'Guo, Shuai'
'Cai, Zhengxu'
'Shi, Jianbing'
'Zheng, Xiaoyan'
'Zhi, Junge'
'Tong, Bin'
'Dong, Yuping'
_publ_section_title
;
 A novel strategy for realizing dual state fluorescence and
 low-temperature phosphorescence
;
_journal_issue                   2
_journal_name_full               'Materials Chemistry Frontiers'
_journal_page_first              284
_journal_paper_doi               10.1039/C8QM00613J
_journal_volume                  3
_journal_year                    2019
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C29 H23 N O'
_chemical_formula_sum            'C29 H23 N O'
_chemical_formula_weight         401.48
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_Hall           'P 2c -2ac'
_space_group_name_H-M_alt        'P c a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-09-20
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-07-05 deposited with the CCDC.
2018-12-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   45.210(9)
_cell_length_b                   6.1483(12)
_cell_length_c                   7.4490(15)
_cell_measurement_reflns_used    4943
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      26.3236
_cell_measurement_theta_min      1.3513
_cell_volume                     2070.6(7)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      153.15
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_av_unetI/netI     0.0457
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       51
_diffrn_reflns_limit_h_min       -56
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            11634
_diffrn_reflns_point_group_measured_fraction_full 0.956
_diffrn_reflns_point_group_measured_fraction_max 0.947
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.320
_diffrn_reflns_theta_min         3.275
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7539
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_description       plate
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.196
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details
;
 Flack x determined using 1152 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.3(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.150
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         3981
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.150
_refine_ls_R_factor_all          0.0723
_refine_ls_R_factor_gt           0.0664
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0482P)²+1.3140P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1404
_refine_ls_wR_factor_ref         0.1459
_reflns_Friedel_coverage         0.771
_reflns_Friedel_fraction_full    0.916
_reflns_Friedel_fraction_max     0.897
_reflns_number_gt                3685
_reflns_number_total             3981
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8qm00613j2.cif
_cod_data_source_block           a
_cod_original_cell_volume        2070.5(7)
_cod_database_code               1554246
_shelx_shelxl_version_number     2014/7
_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.
;
_shelx_estimated_absorpt_t_max   0.998
_shelx_estimated_absorpt_t_min   0.982
_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:
 C3(H3), C4(H4), C6(H6), C7(H7), C9(H9), C10(H10), C12(H12), C13(H13),
 C14(H14), C17(H17), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C25(H25),
  C26(H26), C27(H27), C28(H28), C29(H29)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, 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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
O1 O 0.40140(6) -0.0850(5) 0.5223(4) 0.0329(7) Uani 1 1 d .
N1 N 0.60196(7) 0.5875(5) 0.5411(5) 0.0272(8) Uani 1 1 d .
C1 C 0.37728(9) 0.0279(8) 0.4379(7) 0.0356(10) Uani 1 1 d .
H1A H 0.3821 0.0556 0.3118 0.053 Uiso 1 1 calc GR
H1B H 0.3739 0.1664 0.4996 0.053 Uiso 1 1 calc GR
H1C H 0.3594 -0.0615 0.4449 0.053 Uiso 1 1 calc GR
C2 C 0.42819(8) 0.0208(7) 0.5249(5) 0.0268(9) Uani 1 1 d .
C3 C 0.45145(9) -0.0886(7) 0.6104(6) 0.0296(9) Uani 1 1 d .
H3 H 0.4481 -0.2256 0.6657 0.036 Uiso 1 1 calc R
C4 C 0.47947(9) 0.0044(7) 0.6138(6) 0.0291(9) Uani 1 1 d .
H4 H 0.4951 -0.0727 0.6704 0.035 Uiso 1 1 calc R
C5 C 0.48543(8) 0.2070(6) 0.5372(5) 0.0252(8) Uani 1 1 d .
C6 C 0.46173(8) 0.3144(7) 0.4566(6) 0.0310(10) Uani 1 1 d .
H6 H 0.4650 0.4529 0.4037 0.037 Uiso 1 1 calc R
C7 C 0.43326(8) 0.2246(7) 0.4512(6) 0.0309(9) Uani 1 1 d .
H7 H 0.4175 0.3030 0.3973 0.037 Uiso 1 1 calc R
C8 C 0.51578(8) 0.3046(6) 0.5391(5) 0.0247(8) Uani 1 1 d .
C9 C 0.54011(9) 0.1981(7) 0.6160(6) 0.0316(10) Uani 1 1 d .
H9 H 0.5373 0.0599 0.6703 0.038 Uiso 1 1 calc R
C10 C 0.56831(9) 0.2890(7) 0.6152(6) 0.0333(10) Uani 1 1 d .
H10 H 0.5844 0.2106 0.6659 0.040 Uiso 1 1 calc R
C11 C 0.57320(8) 0.4931(6) 0.5410(6) 0.0260(9) Uani 1 1 d .
C12 C 0.54952(9) 0.6014(7) 0.4639(6) 0.0305(9) Uani 1 1 d .
H12 H 0.5525 0.7408 0.4117 0.037 Uiso 1 1 calc R
C13 C 0.52151(9) 0.5082(7) 0.4620(6) 0.0307(9) Uani 1 1 d .
H13 H 0.5057 0.5851 0.4066 0.037 Uiso 1 1 calc R
C14 C 0.61080(8) 0.7627(7) 0.4380(6) 0.0278(9) Uani 1 1 d .
H14 H 0.5985 0.8423 0.3583 0.033 Uiso 1 1 calc R
C15 C 0.64038(9) 0.8035(7) 0.4693(6) 0.0291(9) Uani 1 1 d .
C16 C 0.65012(9) 0.6459(6) 0.5996(6) 0.0273(9) Uani 1 1 d .
C17 C 0.62599(9) 0.5190(7) 0.6406(5) 0.0291(10) Uani 1 1 d .
H17 H 0.6259 0.4025 0.7243 0.035 Uiso 1 1 calc R
C18 C 0.68031(8) 0.6159(7) 0.6762(6) 0.0284(9) Uani 1 1 d .
C19 C 0.69389(9) 0.4129(7) 0.6639(6) 0.0329(10) Uani 1 1 d .
H19 H 0.6838 0.2957 0.6080 0.039 Uiso 1 1 calc R
C20 C 0.72198(9) 0.3805(8) 0.7324(7) 0.0378(10) Uani 1 1 d .
H20 H 0.7309 0.2411 0.7232 0.045 Uiso 1 1 calc R
C21 C 0.73715(9) 0.5482(8) 0.8138(6) 0.0363(10) Uani 1 1 d .
H21 H 0.7564 0.5249 0.8605 0.044 Uiso 1 1 calc R
C22 C 0.72405(9) 0.7503(8) 0.8267(7) 0.0394(11) Uani 1 1 d .
H22 H 0.7345 0.8667 0.8819 0.047 Uiso 1 1 calc R
C23 C 0.69559(9) 0.7852(7) 0.7592(6) 0.0365(11) Uani 1 1 d .
H23 H 0.6866 0.9244 0.7699 0.044 Uiso 1 1 calc R
C24 C 0.65746(9) 0.9707(7) 0.3724(5) 0.0296(9) Uani 1 1 d .
C25 C 0.68681(9) 0.9337(8) 0.3177(7) 0.0360(10) Uani 1 1 d .
H25 H 0.6963 0.8008 0.3478 0.043 Uiso 1 1 calc R
C26 C 0.70203(10) 1.0906(9) 0.2197(7) 0.0446(12) Uani 1 1 d .
H26 H 0.7218 1.0633 0.1831 0.053 Uiso 1 1 calc R
C27 C 0.68867(11) 1.2866(8) 0.1747(7) 0.0439(12) Uani 1 1 d .
H27 H 0.6993 1.3934 0.1087 0.053 Uiso 1 1 calc R
C28 C 0.65978(10) 1.3244(8) 0.2270(6) 0.0382(11) Uani 1 1 d .
H28 H 0.6505 1.4575 0.1954 0.046 Uiso 1 1 calc R
C29 C 0.64417(9) 1.1699(7) 0.3254(6) 0.0323(10) Uani 1 1 d .
H29 H 0.6244 1.1990 0.3612 0.039 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
C2 O1 C1 116.5(3)
C14 N1 C11 125.6(3)
C17 N1 C11 126.4(4)
C17 N1 C14 107.9(3)
O1 C1 H1A 109.5
O1 C1 H1B 109.5
O1 C1 H1C 109.5
H1A C1 H1B 109.5
H1A C1 H1C 109.5
H1B C1 H1C 109.5
O1 C2 C3 116.1(4)
O1 C2 C7 124.6(4)
C7 C2 C3 119.3(4)
C2 C3 H3 120.2
C4 C3 C2 119.7(4)
C4 C3 H3 120.2
C3 C4 H4 118.8
C3 C4 C5 122.4(4)
C5 C4 H4 118.8
C4 C5 C8 122.0(3)
C6 C5 C4 116.7(4)
C6 C5 C8 121.2(4)
C5 C6 H6 118.9
C5 C6 C7 122.1(4)
C7 C6 H6 118.9
C2 C7 C6 119.8(4)
C2 C7 H7 120.1
C6 C7 H7 120.1
C9 C8 C5 122.3(4)
C13 C8 C5 121.6(3)
C13 C8 C9 116.1(4)
C8 C9 H9 119.0
C10 C9 C8 121.9(4)
C10 C9 H9 119.0
C9 C10 H10 119.7
C11 C10 C9 120.7(4)
C11 C10 H10 119.7
C10 C11 N1 120.9(4)
C12 C11 N1 120.6(4)
C12 C11 C10 118.4(4)
C11 C12 H12 119.7
C11 C12 C13 120.7(4)
C13 C12 H12 119.7
C8 C13 H13 118.9
C12 C13 C8 122.2(4)
C12 C13 H13 118.9
N1 C14 H14 125.4
C15 C14 N1 109.2(4)
C15 C14 H14 125.4
C14 C15 C16 106.7(4)
C14 C15 C24 123.4(4)
C16 C15 C24 129.7(4)
C15 C16 C18 128.4(4)
C17 C16 C15 106.8(3)
C17 C16 C18 124.8(4)
N1 C17 H17 125.3
C16 C17 N1 109.4(4)
C16 C17 H17 125.3
C19 C18 C16 119.3(4)
C23 C18 C16 122.1(4)
C23 C18 C19 118.7(4)
C18 C19 H19 119.7
C20 C19 C18 120.6(4)
C20 C19 H19 119.7
C19 C20 H20 119.6
C21 C20 C19 120.8(4)
C21 C20 H20 119.6
C20 C21 H21 120.3
C20 C21 C22 119.4(4)
C22 C21 H21 120.3
C21 C22 H22 119.7
C21 C22 C23 120.5(4)
C23 C22 H22 119.7
C18 C23 C22 120.1(4)
C18 C23 H23 120.0
C22 C23 H23 120.0
C25 C24 C15 121.6(4)
C25 C24 C29 118.1(4)
C29 C24 C15 120.3(4)
C24 C25 H25 119.8
C26 C25 C24 120.4(4)
C26 C25 H25 119.8
C25 C26 H26 119.6
C27 C26 C25 120.9(4)
C27 C26 H26 119.6
C26 C27 H27 120.4
C28 C27 C26 119.3(4)
C28 C27 H27 120.4
C27 C28 H28 119.6
C27 C28 C29 120.8(5)
C29 C28 H28 119.6
C24 C29 H29 119.7
C28 C29 C24 120.5(4)
C28 C29 H29 119.7
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.437(5)
O1 C2 1.375(4)
N1 C11 1.424(5)
N1 C14 1.382(5)
N1 C17 1.381(5)
C1 H1A 0.9800
C1 H1B 0.9800
C1 H1C 0.9800
C2 C3 1.401(5)
C2 C7 1.387(6)
C3 H3 0.9500
C3 C4 1.390(5)
C4 H4 0.9500
C4 C5 1.397(6)
C5 C6 1.395(5)
C5 C8 1.498(5)
C6 H6 0.9500
C6 C7 1.401(5)
C7 H7 0.9500
C8 C9 1.403(5)
C8 C13 1.401(6)
C9 H9 0.9500
C9 C10 1.392(6)
C10 H10 0.9500
C10 C11 1.389(6)
C11 C12 1.386(5)
C12 H12 0.9500
C12 C13 1.390(5)
C13 H13 0.9500
C14 H14 0.9500
C14 C15 1.380(5)
C15 C16 1.440(6)
C15 C24 1.475(6)
C16 C17 1.376(6)
C16 C18 1.491(5)
C17 H17 0.9500
C18 C19 1.394(6)
C18 C23 1.394(6)
C19 H19 0.9500
C19 C20 1.383(6)
C20 H20 0.9500
C20 C21 1.379(6)
C21 H21 0.9500
C21 C22 1.380(7)
C22 H22 0.9500
C22 C23 1.398(6)
C23 H23 0.9500
C24 C25 1.406(5)
C24 C29 1.408(6)
C25 H25 0.9500
C25 C26 1.392(7)
C26 H26 0.9500
C26 C27 1.388(7)
C27 H27 0.9500
C27 C28 1.383(6)
C28 H28 0.9500
C28 C29 1.392(6)
C29 H29 0.9500
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
O1 C2 C3 C4 178.0(4)
O1 C2 C7 C6 -178.0(4)
N1 C11 C12 C13 179.3(4)
N1 C14 C15 C16 -0.4(5)
N1 C14 C15 C24 175.9(4)
C1 O1 C2 C3 178.8(4)
C1 O1 C2 C7 -0.6(6)
C2 C3 C4 C5 1.1(7)
C3 C2 C7 C6 2.6(6)
C3 C4 C5 C6 0.3(6)
C3 C4 C5 C8 -179.1(4)
C4 C5 C6 C7 -0.3(6)
C4 C5 C8 C9 0.7(6)
C4 C5 C8 C13 -179.9(4)
C5 C6 C7 C2 -1.2(7)
C5 C8 C9 C10 179.2(4)
C5 C8 C13 C12 179.5(4)
C6 C5 C8 C9 -178.7(4)
C6 C5 C8 C13 0.7(6)
C7 C2 C3 C4 -2.6(6)
C8 C5 C6 C7 179.1(4)
C8 C9 C10 C11 1.6(7)
C9 C8 C13 C12 -1.0(6)
C9 C10 C11 N1 179.5(4)
C9 C10 C11 C12 -1.6(6)
C10 C11 C12 C13 0.4(6)
C11 N1 C14 C15 -178.0(4)
C11 N1 C17 C16 177.8(4)
C11 C12 C13 C8 0.9(7)
C13 C8 C9 C10 -0.2(6)
C14 N1 C11 C10 164.5(4)
C14 N1 C11 C12 -14.3(6)
C14 N1 C17 C16 -1.1(5)
C14 C15 C16 C17 -0.2(5)
C14 C15 C16 C18 178.5(4)
C14 C15 C24 C25 -140.3(4)
C14 C15 C24 C29 37.0(6)
C15 C16 C17 N1 0.8(5)
C15 C16 C18 C19 -124.7(5)
C15 C16 C18 C23 54.9(6)
C15 C24 C25 C26 177.3(4)
C15 C24 C29 C28 -177.2(4)
C16 C15 C24 C25 35.1(7)
C16 C15 C24 C29 -147.6(4)
C16 C18 C19 C20 179.4(4)
C16 C18 C23 C22 -179.0(4)
C17 N1 C11 C10 -14.2(7)
C17 N1 C11 C12 167.0(4)
C17 N1 C14 C15 0.9(5)
C17 C16 C18 C19 53.8(6)
C17 C16 C18 C23 -126.6(5)
C18 C16 C17 N1 -178.0(4)
C18 C19 C20 C21 -0.1(7)
C19 C18 C23 C22 0.6(7)
C19 C20 C21 C22 0.0(7)
C20 C21 C22 C23 0.4(7)
C21 C22 C23 C18 -0.7(7)
C23 C18 C19 C20 -0.1(7)
C24 C15 C16 C17 -176.2(4)
C24 C15 C16 C18 2.5(7)
C24 C25 C26 C27 0.3(7)
C25 C24 C29 C28 0.3(6)
C25 C26 C27 C28 -0.6(7)
C26 C27 C28 C29 0.7(7)
C27 C28 C29 C24 -0.6(6)
C29 C24 C25 C26 -0.1(6)
