#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:59:37 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180326 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/40/7154041.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_7154041
loop_
_publ_author_name
'Xue, Pengchong'
'Yao, Boqi'
'Zhang, Yuan'
'Chen, Peng'
'Li, Kechang'
'Liu, Baijun'
'Lu, Ran'
_publ_section_title
;
 A large dipole moment to promote gelation for 4-nitrophenylacrylonitrile
 derivatives with gelation-induced emission enhancement properties.
;
_journal_issue                   36
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              7110
_journal_page_last               7118
_journal_paper_doi               10.1039/c4ob00768a
_journal_volume                  12
_journal_year                    2014
_chemical_formula_sum            'C25 H21 N3 O2'
_chemical_formula_weight         395.45
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 104.216(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.7738(7)
_cell_length_b                   7.7296(4)
_cell_length_c                   17.0325(7)
_cell_measurement_reflns_used    2239
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.84
_cell_measurement_theta_min      3.19
_cell_volume                     2013.10(17)
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2011)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2011)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2011)'
_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 0.982
_diffrn_measured_fraction_theta_max 0.852
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0184
_diffrn_reflns_av_sigmaI/netI    0.0484
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8782
_diffrn_reflns_theta_full        26.85
_diffrn_reflns_theta_max         28.91
_diffrn_reflns_theta_min         3.32
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91523
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod-like
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.148
_refine_diff_density_min         -0.167
_refine_diff_density_rms         0.033
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     355
_refine_ls_number_reflns         4531
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0853
_refine_ls_R_factor_gt           0.0514
_refine_ls_shift/su_max          0.020
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0456P)²+0.0656P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1035
_refine_ls_wR_factor_ref         0.1254
_reflns_number_gt                2916
_reflns_number_total             4531
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             7153955
_cod_data_source_file            c4ob00768a2.cif
_cod_data_source_block           c
_cod_original_cell_volume        2013.11(16)
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7154041
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
C1 C 0.96382(12) 0.3515(3) 0.74637(12) 0.0554(5) Uani 1 1 d
H1 H 0.9769(11) 0.302(2) 0.7974(11) 0.061(6) Uiso 1 1 d
C2 C 1.02113(13) 0.3632(3) 0.69770(13) 0.0618(5) Uani 1 1 d
H2 H 1.0811(12) 0.317(2) 0.7157(11) 0.072(6) Uiso 1 1 d
C3 C 0.99709(13) 0.4407(3) 0.62153(13) 0.0609(5) Uani 1 1 d
H3 H 1.0395(12) 0.446(2) 0.5885(12) 0.068(6) Uiso 1 1 d
C4 C 0.91360(12) 0.5058(2) 0.59148(12) 0.0521(5) Uani 1 1 d
H4 H 0.8947(11) 0.564(2) 0.5350(11) 0.057(5) Uiso 1 1 d
C5 C 0.85391(11) 0.4957(2) 0.63965(10) 0.0437(4) Uani 1 1 d
C6 C 0.87965(11) 0.4190(2) 0.71692(10) 0.0462(4) Uani 1 1 d
C7 C 0.73949(11) 0.4990(2) 0.70049(10) 0.0426(4) Uani 1 1 d
C8 C 0.76342(10) 0.5458(2) 0.62875(9) 0.0415(4) Uani 1 1 d
C9 C 0.70145(11) 0.6180(2) 0.56505(10) 0.0437(4) Uani 1 1 d
H9 H 0.7166(10) 0.654(2) 0.5133(10) 0.051(5) Uiso 1 1 d
C10 C 0.61585(10) 0.6468(2) 0.57214(10) 0.0416(4) Uani 1 1 d
C11 C 0.59486(12) 0.6000(2) 0.64530(10) 0.0475(4) Uani 1 1 d
H11 H 0.5374(11) 0.615(2) 0.6516(10) 0.051(5) Uiso 1 1 d
C12 C 0.65484(12) 0.5268(2) 0.70921(11) 0.0477(4) Uani 1 1 d
H12 H 0.6406(11) 0.493(2) 0.7591(11) 0.063(5) Uiso 1 1 d
C13 C 0.55604(11) 0.7218(2) 0.50201(10) 0.0446(4) Uani 1 1 d
H13 H 0.5850(10) 0.7414(19) 0.4601(10) 0.047(5) Uiso 1 1 d
C14 C 0.47146(10) 0.7728(2) 0.48575(10) 0.0413(4) Uani 1 1 d
C15 C 0.42087(11) 0.7555(2) 0.54484(11) 0.0551(5) Uani 1 1 d
C16 C 0.42521(10) 0.8519(2) 0.40752(10) 0.0405(4) Uani 1 1 d
C17 C 0.47035(12) 0.9028(2) 0.35014(11) 0.0526(5) Uani 1 1 d
H17 H 0.5362(12) 0.884(2) 0.3621(11) 0.072(6) Uiso 1 1 d
C18 C 0.42796(12) 0.9804(3) 0.27840(12) 0.0527(5) Uani 1 1 d
H18 H 0.4597(12) 1.021(2) 0.2388(12) 0.070(6) Uiso 1 1 d
C19 C 0.33903(10) 1.0069(2) 0.26266(10) 0.0422(4) Uani 1 1 d
C20 C 0.29217(12) 0.9577(2) 0.31715(11) 0.0491(4) Uani 1 1 d
H20 H 0.2312(12) 0.975(2) 0.3055(11) 0.062(5) Uiso 1 1 d
C21 C 0.33537(11) 0.8827(2) 0.38915(11) 0.0484(4) Uani 1 1 d
H21 H 0.3030(10) 0.850(2) 0.4260(10) 0.050(5) Uiso 1 1 d
C22 C 0.81189(14) 0.3524(3) 0.83294(11) 0.0519(5) Uani 1 1 d
H22A H 0.8477(12) 0.247(2) 0.8400(11) 0.066(6) Uiso 1 1 d
H22B H 0.7516(13) 0.305(2) 0.8328(12) 0.074(6) Uiso 1 1 d
C23 C 0.84263(16) 0.4794(3) 0.90177(11) 0.0580(5) Uani 1 1 d
H23A H 0.8992(13) 0.535(2) 0.8957(12) 0.073(6) Uiso 1 1 d
H23B H 0.7947(15) 0.573(3) 0.8996(14) 0.103(8) Uiso 1 1 d
C24 C 0.85777(18) 0.3890(3) 0.98263(12) 0.0691(6) Uani 1 1 d
H24A H 0.8079(16) 0.307(3) 0.9863(15) 0.114(9) Uiso 1 1 d
H24B H 0.9103(16) 0.295(3) 0.9861(15) 0.116(9) Uiso 1 1 d
C25 C 0.8830(2) 0.5076(4) 1.05486(15) 0.0859(8) Uani 1 1 d
H25A H 0.9344(19) 0.582(4) 1.0450(17) 0.134(11) Uiso 1 1 d
H25B H 0.8977(17) 0.441(3) 1.1089(19) 0.126(9) Uiso 1 1 d
H25C H 0.829(2) 0.590(4) 1.0465(17) 0.136(11) Uiso 1 1 d
N1 N 0.37880(11) 0.7462(3) 0.59055(11) 0.0857(6) Uani 1 1 d
N2 N 0.80985(9) 0.42236(18) 0.75324(8) 0.0476(4) Uani 1 1 d
N3 N 0.29465(10) 1.09111(18) 0.18667(9) 0.0504(4) Uani 1 1 d
O1 O 0.33931(9) 1.16373(19) 0.14733(8) 0.0696(4) Uani 1 1 d
O2 O 0.21499(9) 1.08693(19) 0.16583(9) 0.0798(5) Uani 1 1 d
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'
N N 0.0061 0.0033 '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 C1 C6 117.84(19)
C1 C2 C3 121.44(19)
C4 C3 C2 121.10(19)
C3 C4 C5 118.71(18)
C4 C5 C6 119.44(16)
C4 C5 C8 134.20(16)
C6 C5 C8 106.34(14)
N2 C6 C1 129.28(17)
N2 C6 C5 109.26(14)
C1 C6 C5 121.45(17)
N2 C7 C12 129.41(16)
N2 C7 C8 109.30(14)
C12 C7 C8 121.26(16)
C9 C8 C7 119.55(15)
C9 C8 C5 133.79(15)
C7 C8 C5 106.60(14)
C8 C9 C10 120.33(15)
C9 C10 C11 118.32(16)
C9 C10 C13 115.99(14)
C11 C10 C13 125.68(15)
C12 C11 C10 122.58(17)
C11 C12 C7 117.95(16)
C14 C13 C10 134.03(16)
C13 C14 C15 121.28(16)
C13 C14 C16 123.10(15)
C15 C14 C16 115.61(14)
N1 C15 C14 177.6(2)
C21 C16 C17 117.29(16)
C21 C16 C14 121.32(15)
C17 C16 C14 121.36(15)
C18 C17 C16 121.50(17)
C19 C18 C17 119.12(17)
C20 C19 C18 121.21(17)
C20 C19 N3 120.02(15)
C18 C19 N3 118.77(15)
C19 C20 C21 119.18(17)
C20 C21 C16 121.69(17)
N2 C22 C23 114.26(16)
C24 C23 C22 110.78(17)
C25 C24 C23 114.5(2)
C7 N2 C6 108.49(14)
C7 N2 C22 126.72(15)
C6 N2 C22 124.77(15)
O2 N3 O1 122.97(16)
O2 N3 C19 118.71(15)
O1 N3 C19 118.31(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.371(3)
C1 C6 1.400(2)
C2 C3 1.394(3)
C3 C4 1.385(3)
C4 C5 1.395(2)
C5 C6 1.409(2)
C5 C8 1.446(2)
C6 N2 1.389(2)
C7 N2 1.379(2)
C7 C12 1.396(2)
C7 C8 1.412(2)
C8 C9 1.387(2)
C9 C10 1.403(2)
C10 C11 1.413(2)
C10 C13 1.449(2)
C11 C12 1.376(2)
C13 C14 1.353(2)
C14 C15 1.436(2)
C14 C16 1.485(2)
C15 N1 1.143(2)
C16 C21 1.395(2)
C16 C17 1.399(2)
C17 C18 1.378(3)
C18 C19 1.377(2)
C19 C20 1.375(2)
C19 N3 1.464(2)
C20 C21 1.376(2)
C22 N2 1.454(2)
C22 C23 1.515(3)
C23 C24 1.510(3)
C24 C25 1.507(3)
N3 O2 1.2195(17)
N3 O1 1.2215(17)
