#------------------------------------------------------------------------------
#$Date: 2016-03-05 09:36:00 +0200 (Sat, 05 Mar 2016) $
#$Revision: 177654 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/84/7118488.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_7118488
loop_
_publ_author_name
'Feng, Qi'
'Li, Yuanyuan'
'Wang, Lili'
'Li, Chen'
'Wang, Jinmin'
'Liu, Yuanyuan'
'Li, Kai'
'Hou, Hongwei'
_publ_section_title
;
 Multiple-color aggregation-induced emission (AIE) molecules as
 chemodosimeters for pH sensing.
;
_journal_issue                   15
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              3123
_journal_page_last               3126
_journal_paper_doi               10.1039/c5cc10423h
_journal_volume                  52
_journal_year                    2016
_chemical_formula_sum            'C15 H16 N2 O'
_chemical_formula_weight         240.30
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-10-31 deposited with the CCDC.
2016-01-18 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   11.278(2)
_cell_length_b                   8.2043(16)
_cell_length_c                   27.475(6)
_cell_measurement_temperature    293(2)
_cell_volume                     2542.2(9)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.919
_diffrn_measured_fraction_theta_max 0.919
_diffrn_measurement_device_type  Bruker
_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  0.0652
_diffrn_reflns_av_sigmaI/netI    0.0669
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            8605
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.34
_exptl_absorpt_coefficient_mu    0.080
_exptl_crystal_density_diffrn    1.256
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1024
_refine_diff_density_max         0.149
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.179
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     166
_refine_ls_number_reflns         2169
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.196
_refine_ls_R_factor_all          0.1461
_refine_ls_R_factor_gt           0.0940
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0740P)²+0.2688P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1812
_refine_ls_wR_factor_ref         0.2099
_reflns_number_gt                1368
_reflns_number_total             2169
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5cc10423h2.cif
_cod_data_source_block           www
_cod_depositor_comments
'Adding full bibliography for 7118486--7118488.cif.'
_cod_original_sg_symbol_H-M      Pbca
_cod_database_code               7118488
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-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 0.4007(3) 0.0862(4) 0.57415(11) 0.0524(9) Uani 1 1 d .
O1 O 0.5227(3) 0.0933(4) 0.65282(10) 0.0711(9) Uani 1 1 d D
C6 C 0.3447(4) -0.0636(5) 0.64475(13) 0.0489(10) Uani 1 1 d .
C11 C 0.3932(4) 0.2625(5) 0.42890(13) 0.0514(10) Uani 1 1 d .
C9 C 0.3096(4) 0.0846(5) 0.49128(14) 0.0559(11) Uani 1 1 d .
H9 H 0.2534 0.0071 0.5001 0.067 Uiso 1 1 calc R
C8 C 0.3930(3) 0.1376(5) 0.52518(12) 0.0472(10) Uani 1 1 d .
C13 C 0.4772(4) 0.2496(5) 0.51005(13) 0.0556(11) Uani 1 1 d .
H13 H 0.5348 0.2839 0.5320 0.067 Uiso 1 1 calc R
C2 C 0.4566(4) -0.0637(5) 0.71994(14) 0.0616(12) Uani 1 1 d .
H2 H 0.5217 -0.0294 0.7380 0.074 Uiso 1 1 calc R
C12 C 0.4782(4) 0.3122(5) 0.46313(13) 0.0562(11) Uani 1 1 d .
H12 H 0.5358 0.3878 0.4543 0.067 Uiso 1 1 calc R
C7 C 0.3291(4) -0.0143(5) 0.59445(13) 0.0524(11) Uani 1 1 d .
H7 H 0.2660 -0.0563 0.5766 0.063 Uiso 1 1 calc R
C1 C 0.4424(4) -0.0105(5) 0.67252(14) 0.0518(10) Uani 1 1 d .
N2 N 0.3928(3) 0.3251(5) 0.38260(11) 0.0689(11) Uani 1 1 d .
C10 C 0.3104(4) 0.1470(6) 0.44472(14) 0.0626(12) Uani 1 1 d .
H10 H 0.2533 0.1108 0.4228 0.075 Uiso 1 1 calc R
C3 C 0.3747(5) -0.1673(6) 0.74034(15) 0.0704(13) Uani 1 1 d .
H3 H 0.3853 -0.2031 0.7722 0.084 Uiso 1 1 calc R
C5 C 0.2637(4) -0.1664(6) 0.66703(15) 0.0632(12) Uani 1 1 d .
H5 H 0.1979 -0.2010 0.6494 0.076 Uiso 1 1 calc R
C4 C 0.2767(4) -0.2193(6) 0.71420(15) 0.0700(14) Uani 1 1 d .
H4 H 0.2210 -0.2883 0.7283 0.084 Uiso 1 1 calc R
C15 C 0.4807(4) 0.4424(6) 0.36712(15) 0.0751(15) Uani 1 1 d .
H15A H 0.4749 0.5384 0.3869 0.113 Uiso 1 1 calc R
H15B H 0.4671 0.4707 0.3337 0.113 Uiso 1 1 calc R
H15C H 0.5584 0.3959 0.3704 0.113 Uiso 1 1 calc R
C14 C 0.3048(4) 0.2712(7) 0.34764(14) 0.0796(16) Uani 1 1 d .
H14A H 0.3251 0.1643 0.3362 0.119 Uiso 1 1 calc R
H14B H 0.3028 0.3456 0.3207 0.119 Uiso 1 1 calc R
H14C H 0.2283 0.2681 0.3629 0.119 Uiso 1 1 calc R
H1 H 0.5054 0.1651 0.6226 0.35(6) Uiso 1 1 calc RD
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
C7 N1 C8 124.6(4)
C5 C6 C1 117.7(4)
C5 C6 C7 120.7(4)
C1 C6 C7 121.7(4)
N2 C11 C10 122.6(4)
N2 C11 C12 121.0(4)
C10 C11 C12 116.4(4)
C10 C9 C8 120.0(4)
C13 C8 C9 118.0(4)
C13 C8 N1 116.2(3)
C9 C8 N1 125.8(4)
C12 C13 C8 122.0(4)
C3 C2 C1 120.1(4)
C13 C12 C11 120.6(4)
N1 C7 C6 121.1(4)
O1 C1 C2 119.8(4)
O1 C1 C6 120.0(3)
C2 C1 C6 120.2(4)
C11 N2 C15 121.3(4)
C11 N2 C14 120.2(4)
C15 N2 C14 118.5(3)
C9 C10 C11 122.9(4)
C2 C3 C4 121.0(4)
C4 C5 C6 122.5(4)
C5 C4 C3 118.5(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C7 1.282(5)
N1 C8 1.413(5)
O1 C1 1.356(5)
C6 C5 1.386(5)
C6 C1 1.409(5)
C6 C7 1.451(5)
C11 N2 1.372(5)
C11 C10 1.400(6)
C11 C12 1.404(5)
C9 C10 1.378(5)
C9 C8 1.393(5)
C8 C13 1.385(5)
C13 C12 1.388(5)
C2 C3 1.375(6)
C2 C1 1.383(5)
N2 C15 1.445(6)
N2 C14 1.450(5)
C3 C4 1.386(6)
C5 C4 1.375(6)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H1 N1 1.04 1.89 2.563(4) 119.1
