#------------------------------------------------------------------------------
#$Date: 2019-11-26 03:32:14 +0200 (Tue, 26 Nov 2019) $
#$Revision: 242515 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/25/4132549.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_4132549
loop_
_publ_author_name
'Wu, Kailong'
'Zhang, Tao'
'Wang, Zian'
'Wang, Lian'
'Zhan, Lisi'
'Gong, Shaolong'
'Zhong, Cheng'
'Lu, Zheng-Hong'
'Zhang, Song'
'Yang, Chuluo'
_publ_section_title
;
 De Novo Design of Excited-State Intramolecular Proton Transfer Emitters
 via a Thermally Activated Delayed Fluorescence Channel.
;
_journal_issue                   28
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              8877
_journal_page_last               8886
_journal_paper_doi               10.1021/jacs.8b04795
_journal_volume                  140
_journal_year                    2018
_chemical_formula_sum            'C41 H30 N2 O4'
_chemical_formula_weight         614.67
_chemical_name_common            PXZDMePDO
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/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                 102.729(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.253(3)
_cell_length_b                   13.695(3)
_cell_length_c                   18.695(5)
_cell_measurement_reflns_used    7352
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.66
_cell_measurement_theta_min      2.23
_cell_volume                     3060.0(13)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SMART'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.952
_diffrn_measured_fraction_theta_max 0.952
_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  0.0240
_diffrn_reflns_av_sigmaI/netI    0.0208
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            14395
_diffrn_reflns_theta_full        28.72
_diffrn_reflns_theta_max         28.72
_diffrn_reflns_theta_min         2.23
_exptl_absorpt_coefficient_mu    0.086
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1288
_refine_diff_density_max         0.300
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     214
_refine_ls_number_reflns         3782
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0552
_refine_ls_R_factor_gt           0.0465
_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)+(0.0694P)²+1.8633P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1245
_refine_ls_wR_factor_ref         0.1347
_reflns_number_gt                3193
_reflns_number_total             3782
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja8b04795_si_003.cif
_cod_data_source_block           1a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        3060.1(13)
_cod_original_sg_symbol_H-M      'C2/c  '
_cod_database_code               4132549
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
N1 N 0.90190(10) 0.04002(8) 0.40594(7) 0.0396(3) Uani 1 1 d .
O1 O 0.85017(9) -0.15236(7) 0.44129(6) 0.0463(3) Uani 1 1 d .
O3 O 0.80553(8) 0.42447(7) 0.21055(6) 0.0469(3) Uani 1 1 d .
C4 C 0.90011(9) 0.30542(8) 0.29108(6) 0.0278(2) Uani 1 1 d .
C5 C 0.89438(10) 0.39775(8) 0.24710(6) 0.0291(2) Uani 1 1 d .
C6 C 0.81859(11) 0.02272(9) 0.44519(7) 0.0325(3) Uani 1 1 d .
C7 C 0.79528(11) -0.07327(10) 0.46272(7) 0.0356(3) Uani 1 1 d .
C8 C 0.96139(11) -0.03977(9) 0.38626(7) 0.0329(3) Uani 1 1 d .
C9 C 0.90098(11) 0.13062(9) 0.36704(7) 0.0338(3) Uani 1 1 d .
C10 C 0.98197(11) 0.28712(9) 0.35368(7) 0.0362(3) Uani 1 1 d .
H10 H 1.0376 0.3332 0.3700 0.043 Uiso 1 1 calc R
C11 C 0.71568(13) -0.09311(12) 0.50244(9) 0.0470(4) Uani 1 1 d .
H11 H 0.7016 -0.1573 0.5140 0.056 Uiso 1 1 calc R
C12 C 1.0000 0.45907(11) 0.2500 0.0291(3) Uani 1 2 d S
C13 C 0.81864(11) 0.23487(10) 0.26651(8) 0.0388(3) Uani 1 1 d .
H13 H 0.7628 0.2466 0.2249 0.047 Uiso 1 1 calc R
C14 C 0.75927(13) 0.09738(11) 0.46912(8) 0.0428(3) Uani 1 1 d .
H14 H 0.7739 0.1618 0.4585 0.051 Uiso 1 1 calc R
C15 C 1.01472(14) 0.52518(10) 0.31806(8) 0.0437(3) Uani 1 1 d .
H15A H 1.0782 0.5670 0.3203 0.066 Uiso 1 1 calc R
H15B H 1.0264 0.4855 0.3614 0.066 Uiso 1 1 calc R
H15C H 0.9488 0.5642 0.3149 0.066 Uiso 1 1 calc R
C16 C 0.82037(12) 0.14730(10) 0.30390(8) 0.0412(3) Uani 1 1 d .
H16 H 0.7671 0.0996 0.2864 0.049 Uiso 1 1 calc R
C17 C 1.04669(12) -0.02895(11) 0.34877(9) 0.0432(3) Uani 1 1 d .
H17 H 1.0655 0.0331 0.3352 0.052 Uiso 1 1 calc R
C18 C 0.93533(11) -0.13398(9) 0.40528(7) 0.0358(3) Uani 1 1 d .
C19 C 0.99316(15) -0.21357(11) 0.38862(10) 0.0503(4) Uani 1 1 d .
H19 H 0.9753 -0.2758 0.4024 0.060 Uiso 1 1 calc R
C20 C 0.98159(12) 0.20027(10) 0.39226(7) 0.0395(3) Uani 1 1 d .
H20 H 1.0356 0.1892 0.4349 0.047 Uiso 1 1 calc R
C21 C 0.67856(14) 0.07778(14) 0.50862(9) 0.0527(4) Uani 1 1 d .
H21 H 0.6391 0.1287 0.5240 0.063 Uiso 1 1 calc R
C22 C 1.10415(15) -0.10931(13) 0.33128(10) 0.0539(4) Uani 1 1 d .
H22 H 1.1607 -0.1009 0.3058 0.065 Uiso 1 1 calc R
C23 C 0.65676(15) -0.01758(15) 0.52510(10) 0.0581(4) Uani 1 1 d .
H23 H 0.6024 -0.0309 0.5515 0.070 Uiso 1 1 calc R
C24 C 1.07816(16) -0.20126(13) 0.35125(11) 0.0587(4) Uani 1 1 d .
H24 H 1.1173 -0.2551 0.3398 0.070 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
_geom_angle_site_symmetry_3
C6 N1 C8 118.98(10) . .
C6 N1 C9 119.03(10) . .
C8 N1 C9 119.02(10) . .
C7 O1 C18 117.80(10) . .
C10 C4 C13 119.07(11) . .
C10 C4 C5 123.53(11) . .
C13 C4 C5 117.39(11) . .
O3 C5 C4 119.51(11) . .
O3 C5 C12 120.18(10) . .
C4 C5 C12 120.30(10) . .
C14 C6 C7 117.98(12) . .
C14 C6 N1 122.60(12) . .
C7 C6 N1 119.40(12) . .
C11 C7 O1 116.75(12) . .
C11 C7 C6 121.13(14) . .
O1 C7 C6 122.11(12) . .
C17 C8 C18 117.89(12) . .
C17 C8 N1 122.69(12) . .
C18 C8 N1 119.42(12) . .
C20 C9 C16 120.07(11) . .
C20 C9 N1 119.94(12) . .
C16 C9 N1 119.99(12) . .
C4 C10 C20 120.51(12) . .
C7 C11 C23 119.88(14) . .
C5 C12 C5 113.61(13) . 2_755
C5 C12 C15 107.19(7) . .
C5 C12 C15 110.40(8) 2_755 .
C5 C12 C15 110.40(8) . 2_755
C5 C12 C15 107.18(7) 2_755 2_755
C15 C12 C15 107.96(15) . 2_755
C16 C13 C4 120.26(12) . .
C21 C14 C6 121.11(14) . .
C9 C16 C13 120.19(12) . .
C22 C17 C8 120.87(14) . .
C19 C18 O1 116.63(12) . .
C19 C18 C8 121.22(13) . .
O1 C18 C8 122.15(12) . .
C18 C19 C24 120.04(14) . .
C9 C20 C10 119.86(12) . .
C23 C21 C14 119.88(15) . .
C24 C22 C17 120.36(15) . .
C11 C23 C21 120.01(14) . .
C22 C24 C19 119.62(15) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C6 1.4024(16) .
N1 C8 1.4067(17) .
N1 C9 1.4368(15) .
O1 C7 1.3800(17) .
O1 C18 1.3839(17) .
O3 C5 1.2076(15) .
C4 C10 1.3861(17) .
C4 C13 1.3924(17) .
C4 C5 1.5015(15) .
C5 C12 1.5337(15) .
C6 C14 1.3847(19) .
C6 C7 1.3994(17) .
C7 C11 1.3770(19) .
C8 C17 1.3887(19) .
C8 C18 1.3940(17) .
C9 C20 1.3794(19) .
C9 C16 1.381(2) .
C10 C20 1.3915(17) .
C11 C23 1.380(3) .
C12 C5 1.5337(15) 2_755
C12 C15 1.5395(16) .
C12 C15 1.5396(16) 2_755
C13 C16 1.3859(18) .
C14 C21 1.385(2) .
C17 C22 1.384(2) .
C18 C19 1.373(2) .
C19 C24 1.386(3) .
C21 C23 1.381(3) .
C22 C24 1.371(3) .
