#------------------------------------------------------------------------------
#$Date: 2019-05-01 05:00:46 +0300 (Wed, 01 May 2019) $
#$Revision: 214880 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/26/7232695.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_7232695
loop_
_publ_author_name
'Yu, Binhong'
'Liu, Danyang'
'Zhang, Jinyan'
'Li, Zhize'
'Zhang, Yu-Mo'
'Li, Minjie'
'Zhang, Sean Xiao-An'
_publ_section_title
;
 Emissions and the application of a series of twisted fluorophores with
 intramolecular weak hydrogen bonds
;
_journal_issue                   23
_journal_name_full               'RSC Advances'
_journal_page_first              13214
_journal_paper_doi               10.1039/C9RA01244C
_journal_volume                  9
_journal_year                    2019
_chemical_formula_moiety         '2(C20 H19 O3)'
_chemical_formula_sum            'C40 H38 O6'
_chemical_formula_weight         614.70
_chemical_name_systematic
;
 ? 
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-09-19
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2018-09-22 deposited with the CCDC.    2019-04-16 downloaded from the CCDC.
;
_cell_angle_alpha                93.56(3)
_cell_angle_beta                 108.43(3)
_cell_angle_gamma                108.30(3)
_cell_formula_units_Z            2
_cell_length_a                   10.119(2)
_cell_length_b                   12.697(3)
_cell_length_c                   14.644(3)
_cell_measurement_reflns_used    11717
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.56
_cell_measurement_theta_min      3.01
_cell_volume                     1667.3(8)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15948
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.477
_diffrn_reflns_theta_min         3.007
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.224
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             652
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.309
_exptl_crystal_size_min          0.161
_refine_diff_density_max         0.159
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     421
_refine_ls_number_reflns         7454
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0796
_refine_ls_R_factor_gt           0.0499
_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)+(0.0725P)²+0.0298P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1245
_refine_ls_wR_factor_ref         0.1375
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4785
_reflns_number_total             7454
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ra01244c3.cif
_cod_data_source_block           wyi32-2
_cod_original_cell_volume        1667.4(7)
_cod_database_code               7232695
_shelx_shelxl_version_number     2018/3
_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:
 C3(H3), C5(H5), C8(H8), C9(H9), C11(H11), C12(H12), C15(H15), C16(H16),
 C18(H18), C19(H19), C23(H23), C25(H25), C28(H28), C29(H29), C31(H31), C32(H32),
  C35(H35), C36(H36), C38(H38), C39(H39)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C13(H13A,H13B,H13C), C20(H20A,H20B,H20C), C21(H21A,H21B,
 H21C), C33(H33A,H33B,H33C), C40(H40A,H40B,H40C)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
O1 O 0.77364(13) -0.00147(14) 0.61498(9) 0.0711(4) Uani 1 1 d .
O2 O 0.34220(16) 0.11084(11) -0.14544(8) 0.0630(4) Uani 1 1 d .
O3 O 1.12894(13) 0.32623(13) 0.50861(8) 0.0678(4) Uani 1 1 d .
C1 C 0.8970(2) 0.0444(3) 0.5873(2) 0.1336(15) Uani 1 1 d .
H1A H 0.887281 -0.003664 0.530453 0.200 Uiso 1 1 calc GR
H1B H 0.986019 0.050339 0.639884 0.200 Uiso 1 1 calc GR
H1C H 0.902420 0.117867 0.572481 0.200 Uiso 1 1 calc GR
C2 C 0.63825(18) 0.00028(15) 0.55616(12) 0.0489(4) Uani 1 1 d .
C3 C 0.61088(18) 0.02095(15) 0.46144(11) 0.0494(4) Uani 1 1 d .
H3 H 0.686921 0.034450 0.436098 0.059 Uiso 1 1 calc R
C4 C 0.47295(17) 0.02213(14) 0.40292(11) 0.0440(4) Uani 1 1 d .
C5 C 0.44007(18) 0.04270(14) 0.30140(11) 0.0449(4) Uani 1 1 d .
H5 H 0.341955 0.007013 0.259554 0.054 Uiso 1 1 calc R
C6 C 0.53302(17) 0.10619(13) 0.26124(10) 0.0402(3) Uani 1 1 d .
C7 C 0.48313(16) 0.10916(13) 0.15484(10) 0.0379(3) Uani 1 1 d .
C8 C 0.54452(19) 0.20475(13) 0.11941(10) 0.0460(4) Uani 1 1 d .
H8 H 0.617827 0.267476 0.163605 0.055 Uiso 1 1 calc R
C9 C 0.50022(19) 0.20965(14) 0.02073(11) 0.0474(4) Uani 1 1 d .
H9 H 0.542012 0.275292 -0.000554 0.057 Uiso 1 1 calc R
C10 C 0.39380(18) 0.11670(14) -0.04588(10) 0.0428(4) Uani 1 1 d .
C11 C 0.33084(18) 0.02009(14) -0.01307(10) 0.0439(4) Uani 1 1 d .
H11 H 0.258533 -0.042641 -0.057778 0.053 Uiso 1 1 calc R
C12 C 0.37470(17) 0.01642(13) 0.08532(10) 0.0410(3) Uani 1 1 d .
H12 H 0.331357 -0.049134 0.106128 0.049 Uiso 1 1 calc R
C13 C 0.4189(3) 0.1982(2) -0.18515(14) 0.0866(8) Uani 1 1 d .
H13A H 0.382314 0.177355 -0.255097 0.130 Uiso 1 1 calc GR
H13B H 0.523374 0.210519 -0.159609 0.130 Uiso 1 1 calc GR
H13C H 0.403022 0.266226 -0.167716 0.130 Uiso 1 1 calc GR
C14 C 0.69025(17) 0.17567(13) 0.32102(9) 0.0388(3) Uani 1 1 d .
C15 C 0.72577(19) 0.25789(15) 0.40015(11) 0.0498(4) Uani 1 1 d .
H15 H 0.650057 0.277549 0.410839 0.060 Uiso 1 1 calc R
C16 C 0.8710(2) 0.31186(15) 0.46402(11) 0.0529(4) Uani 1 1 d .
H16 H 0.892045 0.366341 0.517131 0.063 Uiso 1 1 calc R
C17 C 0.98320(18) 0.28408(15) 0.44804(10) 0.0465(4) Uani 1 1 d .
C18 C 0.95096(19) 0.20794(16) 0.36546(11) 0.0533(4) Uani 1 1 d .
H18 H 1.027685 0.192530 0.352194 0.064 Uiso 1 1 calc R
C19 C 0.80644(18) 0.15477(15) 0.30275(11) 0.0488(4) Uani 1 1 d .
H19 H 0.786628 0.104082 0.247306 0.059 Uiso 1 1 calc R
C20 C 1.1664(3) 0.3979(2) 0.59817(14) 0.0928(8) Uani 1 1 d .
H20A H 1.144343 0.464780 0.584923 0.139 Uiso 1 1 calc GR
H20B H 1.270652 0.418128 0.634870 0.139 Uiso 1 1 calc GR
H20C H 1.109610 0.359168 0.635333 0.139 Uiso 1 1 calc GR
O4 O 0.54065(12) 0.49757(11) 0.19504(7) 0.0576(3) Uani 1 1 d .
O5 O 1.42776(15) 0.59851(14) 0.46220(10) 0.0752(4) Uani 1 1 d .
O6 O 0.99172(14) 0.83975(11) -0.15235(8) 0.0602(3) Uani 1 1 d .
C21 C 0.4167(2) 0.4530(3) 0.22315(13) 0.0919(9) Uani 1 1 d .
H21A H 0.449829 0.450112 0.291723 0.138 Uiso 1 1 calc GR
H21B H 0.358123 0.378333 0.186475 0.138 Uiso 1 1 calc GR
H21C H 0.357402 0.500158 0.210475 0.138 Uiso 1 1 calc GR
C22 C 0.51659(17) 0.49783(13) 0.09718(10) 0.0414(4) Uani 1 1 d .
C23 C 0.37799(17) 0.47970(13) 0.02814(10) 0.0426(4) Uani 1 1 d .
H23 H 0.296540 0.466576 0.048123 0.051 Uiso 1 1 calc R
C24 C 0.64296(16) 0.51944(13) 0.07057(10) 0.0400(3) Uani 1 1 d .
C25 C 0.78829(17) 0.53701(13) 0.14640(10) 0.0429(4) Uani 1 1 d .
H25 H 0.784351 0.499913 0.198808 0.051 Uiso 1 1 calc R
C26 C 0.92584(16) 0.59908(13) 0.15059(10) 0.0401(3) Uani 1 1 d .
C27 C 1.05968(16) 0.59958(13) 0.23128(10) 0.0411(3) Uani 1 1 d .
C28 C 1.06387(18) 0.50528(14) 0.27452(11) 0.0463(4) Uani 1 1 d .
H28 H 0.981278 0.439033 0.251551 0.056 Uiso 1 1 calc R
C29 C 1.1876(2) 0.50830(16) 0.35039(12) 0.0526(4) Uani 1 1 d .
H29 H 1.187801 0.444242 0.377893 0.063 Uiso 1 1 calc R
C30 C 1.31188(19) 0.60571(16) 0.38620(12) 0.0509(4) Uani 1 1 d .
C31 C 1.31175(19) 0.70040(16) 0.34486(12) 0.0543(4) Uani 1 1 d .
H31 H 1.394806 0.766313 0.368290 0.065 Uiso 1 1 calc R
C32 C 1.18622(18) 0.69639(15) 0.26779(12) 0.0502(4) Uani 1 1 d .
H32 H 1.186956 0.760303 0.239887 0.060 Uiso 1 1 calc R
C33 C 1.5629(2) 0.6915(2) 0.49594(18) 0.0909(8) Uani 1 1 d .
H33A H 1.637248 0.672637 0.544273 0.136 Uiso 1 1 calc GR
H33B H 1.548181 0.755093 0.524432 0.136 Uiso 1 1 calc GR
H33C H 1.595132 0.709923 0.442058 0.136 Uiso 1 1 calc GR
C34 C 0.95252(16) 0.67143(13) 0.07737(10) 0.0384(3) Uani 1 1 d .
C35 C 1.04121(17) 0.65799(14) 0.02515(11) 0.0446(4) Uani 1 1 d .
H35 H 1.092857 0.608743 0.041116 0.054 Uiso 1 1 calc R
C36 C 1.05408(18) 0.71626(14) -0.04982(11) 0.0475(4) Uani 1 1 d .
H36 H 1.113784 0.706013 -0.083998 0.057 Uiso 1 1 calc R
C37 C 0.97808(17) 0.79003(14) -0.07420(10) 0.0425(4) Uani 1 1 d .
C38 C 0.89564(18) 0.80932(14) -0.01980(11) 0.0469(4) Uani 1 1 d .
H38 H 0.848307 0.861560 -0.033552 0.056 Uiso 1 1 calc R
C39 C 0.88436(18) 0.75022(14) 0.05512(11) 0.0445(4) Uani 1 1 d .
H39 H 0.829300 0.763789 0.091718 0.053 Uiso 1 1 calc R
C40 C 0.9125(3) 0.9135(2) -0.18102(16) 0.0892(8) Uani 1 1 d .
H40A H 0.939322 0.971534 -0.126324 0.134 Uiso 1 1 calc GR
H40B H 0.807496 0.871864 -0.202962 0.134 Uiso 1 1 calc GR
H40C H 0.936847 0.947176 -0.233231 0.134 Uiso 1 1 calc GR
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'
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
C2 O1 C1 118.23(13) . .
C10 O2 C13 118.30(15) . .
C17 O3 C20 118.11(16) . .
O1 C2 C3 122.87(14) . .
O1 C2 C4 115.95(13) . 2_656
C3 C2 C4 121.17(15) . 2_656
C2 C3 C4 122.04(15) . .
C2 C4 C5 119.96(14) 2_656 .
C3 C4 C2 116.78(14) . 2_656
C3 C4 C5 123.24(14) . .
C6 C5 C4 128.72(15) . .
C5 C6 C7 121.25(14) . .
C5 C6 C14 121.69(13) . .
C7 C6 C14 117.06(12) . .
C8 C7 C6 121.09(14) . .
C8 C7 C12 116.71(13) . .
C12 C7 C6 122.19(13) . .
C9 C8 C7 122.24(15) . .
C10 C9 C8 119.61(14) . .
O2 C10 C9 124.99(14) . .
O2 C10 C11 115.41(14) . .
C9 C10 C11 119.59(13) . .
C12 C11 C10 120.34(14) . .
C11 C12 C7 121.50(14) . .
C15 C14 C6 121.74(15) . .
C19 C14 C6 120.58(14) . .
C19 C14 C15 117.54(15) . .
C14 C15 C16 121.91(16) . .
C17 C16 C15 119.30(15) . .
O3 C17 C16 124.80(15) . .
O3 C17 C18 115.73(16) . .
C16 C17 C18 119.47(15) . .
C19 C18 C17 120.59(16) . .
C18 C19 C14 120.88(14) . .
C22 O4 C21 118.27(13) . .
C30 O5 C33 117.96(17) . .
C37 O6 C40 117.46(15) . .
O4 C22 C23 123.11(14) . .
O4 C22 C24 115.82(13) . .
C23 C22 C24 121.06(13) . .
C22 C23 C24 121.81(14) . 2_665
C22 C24 C25 119.25(13) . .
C23 C24 C22 117.12(14) 2_665 .
C23 C24 C25 123.62(14) 2_665 .
C26 C25 C24 129.26(14) . .
C25 C26 C27 120.63(13) . .
C25 C26 C34 122.64(14) . .
C27 C26 C34 116.72(13) . .
C28 C27 C26 122.28(14) . .
C32 C27 C26 120.53(15) . .
C32 C27 C28 117.18(15) . .
C29 C28 C27 121.32(16) . .
C28 C29 C30 120.60(17) . .
O5 C30 C29 115.19(17) . .
O5 C30 C31 125.21(17) . .
C31 C30 C29 119.60(16) . .
C30 C31 C32 119.39(16) . .
C27 C32 C31 121.90(16) . .
C35 C34 C26 120.90(14) . .
C39 C34 C26 121.47(14) . .
C39 C34 C35 117.55(14) . .
C36 C35 C34 121.28(15) . .
C35 C36 C37 119.96(15) . .
O6 C37 C36 115.85(14) . .
O6 C37 C38 124.43(15) . .
C38 C37 C36 119.72(14) . .
C39 C38 C37 119.33(16) . .
C38 C39 C34 121.97(15) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.398(2) .
O1 C2 1.3765(19) .
O2 C10 1.3729(18) .
O2 C13 1.413(2) .
O3 C17 1.366(2) .
O3 C20 1.419(2) .
C2 C3 1.385(2) .
C2 C4 1.397(2) 2_656
C3 C4 1.393(2) .
C4 C5 1.476(2) .
C5 C6 1.346(2) .
C6 C7 1.4852(19) .
C6 C14 1.489(2) .
C7 C8 1.392(2) .
C7 C12 1.400(2) .
C8 C9 1.383(2) .
C9 C10 1.378(2) .
C10 C11 1.385(2) .
C11 C12 1.375(2) .
C14 C15 1.383(2) .
C14 C19 1.382(2) .
C15 C16 1.387(2) .
C16 C17 1.370(2) .
C17 C18 1.382(2) .
C18 C19 1.375(2) .
O4 C21 1.405(2) .
O4 C22 1.3761(17) .
O5 C30 1.370(2) .
O5 C33 1.412(3) .
O6 C37 1.3645(18) .
O6 C40 1.416(2) .
C22 C23 1.383(2) .
C22 C24 1.404(2) .
C23 C24 1.395(2) 2_665
C24 C25 1.475(2) .
C25 C26 1.347(2) .
C26 C27 1.487(2) .
C26 C34 1.489(2) .
C27 C28 1.395(2) .
C27 C32 1.391(2) .
C28 C29 1.374(2) .
C29 C30 1.383(3) .
C30 C31 1.379(3) .
C31 C32 1.391(2) .
C34 C35 1.390(2) .
C34 C39 1.384(2) .
C35 C36 1.379(2) .
C36 C37 1.384(2) .
C37 C38 1.384(2) .
C38 C39 1.381(2) .
