#------------------------------------------------------------------------------
#$Date: 2016-03-05 09:36:00 +0200 (Sat, 05 Mar 2016) $
#$Revision: 177654 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/84/7118487.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_7118487
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            'C16 H18 N2 O2'
_chemical_formula_weight         270.32
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_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                 130.968(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.9189(13)
_cell_length_b                   5.9680(5)
_cell_length_c                   20.9971(18)
_cell_measurement_reflns_used    1632
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.981
_cell_measurement_theta_min      2.738
_cell_volume                     1411.6(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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      293(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_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  0.0363
_diffrn_reflns_av_sigmaI/netI    0.0417
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6735
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.74
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.9734
_exptl_absorpt_correction_T_min  0.9604
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.32
_refine_diff_density_max         0.210
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2472
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0929
_refine_ls_R_factor_gt           0.0492
_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)+(0.0458P)²+0.4608P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1095
_refine_ls_wR_factor_ref         0.1304
_reflns_number_gt                1448
_reflns_number_total             2472
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5cc10423h2.cif
_cod_data_source_block           151010e
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7118486--7118488.cif.
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7118487
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.24352(15) 0.5360(3) 0.23882(11) 0.0432(5) Uani 1 1 d .
N2 N 0.08051(17) 0.4410(3) 0.41459(13) 0.0540(5) Uani 1 1 d .
O1 O 0.24081(14) 0.7983(2) 0.13946(10) 0.0600(5) Uani 1 1 d .
H1 H 0.2236 0.7528 0.1671 0.090 Uiso 1 1 calc R
O2 O 0.46038(14) 0.5651(3) 0.05883(10) 0.0550(5) Uani 1 1 d .
C1 C 0.30198(18) 0.3931(4) 0.23271(13) 0.0415(5) Uani 1 1 d .
H1A H 0.3220 0.2560 0.2601 0.050 Uiso 1 1 calc R
C2 C 0.33733(17) 0.4395(3) 0.18454(13) 0.0378(5) Uani 1 1 d .
C3 C 0.30658(18) 0.6433(3) 0.13990(13) 0.0403(5) Uani 1 1 d .
C4 C 0.34514(18) 0.6882(3) 0.09633(14) 0.0419(6) Uani 1 1 d .
H4 H 0.3236 0.8212 0.0663 0.050 Uiso 1 1 calc R
C5 C 0.41541(18) 0.5347(3) 0.09780(13) 0.0389(5) Uani 1 1 d .
C6 C 0.44653(19) 0.3331(4) 0.14098(14) 0.0462(6) Uani 1 1 d .
H6 H 0.4939 0.2302 0.1415 0.055 Uiso 1 1 calc R
C7 C 0.40668(18) 0.2878(3) 0.18266(13) 0.0430(6) Uani 1 1 d .
H7 H 0.4265 0.1515 0.2106 0.052 Uiso 1 1 calc R
C8 C 0.4306(2) 0.7643(4) 0.01141(17) 0.0643(7) Uani 1 1 d .
H8A H 0.3459 0.7760 -0.0315 0.096 Uiso 1 1 calc R
H8B H 0.4649 0.7595 -0.0144 0.096 Uiso 1 1 calc R
H8C H 0.4609 0.8918 0.0482 0.096 Uiso 1 1 calc R
C9 C 0.20878(17) 0.5004(3) 0.28661(13) 0.0390(5) Uani 1 1 d .
C10 C 0.13948(19) 0.6647(4) 0.28202(14) 0.0465(6) Uani 1 1 d .
H10 H 0.1205 0.7912 0.2494 0.056 Uiso 1 1 calc R
C11 C 0.09739(19) 0.6486(4) 0.32377(14) 0.0465(6) Uani 1 1 d .
H11 H 0.0508 0.7632 0.3186 0.056 Uiso 1 1 calc R
C12 C 0.12381(18) 0.4619(4) 0.37390(13) 0.0400(5) Uani 1 1 d .
C13 C 0.19677(18) 0.2969(4) 0.38038(14) 0.0457(6) Uani 1 1 d .
H13 H 0.2182 0.1723 0.4144 0.055 Uiso 1 1 calc R
C14 C 0.23729(19) 0.3154(4) 0.33746(14) 0.0463(6) Uani 1 1 d .
H14 H 0.2845 0.2023 0.3426 0.056 Uiso 1 1 calc R
C15 C 0.0063(2) 0.6111(4) 0.40783(17) 0.0660(8) Uani 1 1 d .
H15A H 0.0539 0.7389 0.4409 0.099 Uiso 1 1 calc R
H15B H -0.0309 0.5530 0.4282 0.099 Uiso 1 1 calc R
H15C H -0.0536 0.6548 0.3499 0.099 Uiso 1 1 calc R
C16 C 0.1031(2) 0.2469(4) 0.46331(18) 0.0721(8) Uani 1 1 d .
H16A H 0.0730 0.1164 0.4280 0.108 Uiso 1 1 calc R
H16B H 0.0643 0.2632 0.4857 0.108 Uiso 1 1 calc R
H16C H 0.1870 0.2312 0.5089 0.108 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
C1 N1 C9 123.99(19)
C12 N2 C16 122.11(19)
C12 N2 C15 121.35(19)
C16 N2 C15 116.51(19)
C3 O1 H1 109.5
C5 O2 C8 118.64(17)
N1 C1 C2 121.8(2)
N1 C1 H1A 119.1
C2 C1 H1A 119.1
C7 C2 C3 117.61(19)
C7 C2 C1 120.98(19)
C3 C2 C1 121.37(19)
O1 C3 C4 118.59(19)
O1 C3 C2 120.94(19)
C4 C3 C2 120.47(19)
C5 C4 C3 119.7(2)
C5 C4 H4 120.2
C3 C4 H4 120.2
O2 C5 C4 124.24(19)
O2 C5 C6 114.82(18)
C4 C5 C6 120.94(19)
C7 C6 C5 119.2(2)
C7 C6 H6 120.4
C5 C6 H6 120.4
C6 C7 C2 122.1(2)
C6 C7 H7 119.0
C2 C7 H7 119.0
O2 C8 H8A 109.5
O2 C8 H8B 109.5
H8A C8 H8B 109.5
O2 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
C10 C9 C14 117.0(2)
C10 C9 N1 116.7(2)
C14 C9 N1 126.3(2)
C11 C10 C9 122.6(2)
C11 C10 H10 118.7
C9 C10 H10 118.7
C10 C11 C12 120.9(2)
C10 C11 H11 119.6
C12 C11 H11 119.6
N2 C12 C11 121.6(2)
N2 C12 C13 121.8(2)
C11 C12 C13 116.63(19)
C14 C13 C12 121.5(2)
C14 C13 H13 119.2
C12 C13 H13 119.2
C13 C14 C9 121.3(2)
C13 C14 H14 119.4
C9 C14 H14 119.4
N2 C15 H15A 109.5
N2 C15 H15B 109.5
H15A C15 H15B 109.5
N2 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
N2 C16 H16A 109.5
N2 C16 H16B 109.5
H16A C16 H16B 109.5
N2 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C1 1.285(3)
N1 C9 1.415(3)
N2 C12 1.373(3)
N2 C16 1.432(3)
N2 C15 1.439(3)
O1 C3 1.344(2)
O1 H1 0.8200
O2 C5 1.368(2)
O2 C8 1.422(3)
C1 C2 1.441(3)
C1 H1A 0.9300
C2 C7 1.395(3)
C2 C3 1.416(3)
C3 C4 1.389(3)
C4 C5 1.377(3)
C4 H4 0.9300
C5 C6 1.391(3)
C6 C7 1.369(3)
C6 H6 0.9300
C7 H7 0.9300
C8 H8A 0.9600
C8 H8B 0.9600
C8 H8C 0.9600
C9 C10 1.382(3)
C9 C14 1.394(3)
C10 C11 1.376(3)
C10 H10 0.9300
C11 C12 1.400(3)
C11 H11 0.9300
C12 C13 1.407(3)
C13 C14 1.380(3)
C13 H13 0.9300
C14 H14 0.9300
C15 H15A 0.9600
C15 H15B 0.9600
C15 H15C 0.9600
C16 H16A 0.9600
C16 H16B 0.9600
C16 H16C 0.9600
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
C9 N1 C1 C2 -178.72(18)
N1 C1 C2 C7 176.2(2)
N1 C1 C2 C3 -1.6(3)
C7 C2 C3 O1 -179.45(18)
C1 C2 C3 O1 -1.6(3)
C7 C2 C3 C4 -0.2(3)
C1 C2 C3 C4 177.68(19)
O1 C3 C4 C5 178.19(19)
C2 C3 C4 C5 -1.1(3)
C8 O2 C5 C4 -2.0(3)
C8 O2 C5 C6 178.4(2)
C3 C4 C5 O2 -178.3(2)
C3 C4 C5 C6 1.3(3)
O2 C5 C6 C7 179.46(19)
C4 C5 C6 C7 -0.2(3)
C5 C6 C7 C2 -1.2(3)
C3 C2 C7 C6 1.3(3)
C1 C2 C7 C6 -176.5(2)
C1 N1 C9 C10 -175.8(2)
C1 N1 C9 C14 3.9(3)
C14 C9 C10 C11 -1.3(3)
N1 C9 C10 C11 178.5(2)
C9 C10 C11 C12 0.3(3)
C16 N2 C12 C11 177.5(2)
C15 N2 C12 C11 -0.3(3)
C16 N2 C12 C13 -2.4(3)
C15 N2 C12 C13 179.8(2)
C10 C11 C12 N2 -178.7(2)
C10 C11 C12 C13 1.3(3)
N2 C12 C13 C14 178.1(2)
C11 C12 C13 C14 -1.8(3)
C12 C13 C14 C9 0.8(3)
C10 C9 C14 C13 0.7(3)
N1 C9 C14 C13 -179.0(2)
