#------------------------------------------------------------------------------
#$Date: 2017-02-04 15:43:39 +0200 (Sat, 04 Feb 2017) $
#$Revision: 191562 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/68/7226884.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_7226884
loop_
_publ_author_name
'Gopan, Gopika'
'Salini, P. S.'
'Deb, Somadrita'
'Hariharan, Mahesh'
_publ_section_title
;
 V-shaped oxydiphthalimides: side-chain engineering regulates
 crystallisation-induced emission enhancement
;
_journal_issue                   3
_journal_name_full               CrystEngComm
_journal_page_first              419
_journal_paper_doi               10.1039/C6CE01738J
_journal_volume                  19
_journal_year                    2017
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C24 H24 N2 O5'
_chemical_formula_sum            'C24 H24 N2 O5'
_chemical_formula_weight         420.45
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2016-07-05 deposited with the CCDC.
2016-10-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.793(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.4774(10)
_cell_length_b                   5.1561(4)
_cell_length_c                   24.8530(16)
_cell_measurement_reflns_used    3288
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.06
_cell_measurement_theta_min      3.04
_cell_volume                     2109.0(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            8056
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.368
_diffrn_reflns_theta_min         2.475
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  0.9894
_exptl_absorpt_correction_T_min  0.9738
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_meas      1.323
_exptl_crystal_density_method    NONE
_exptl_crystal_description       block
_exptl_crystal_F_000             888
_exptl_crystal_preparation       ', Luminescent'
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Chloroform, n-Hexane'
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.415
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     141
_refine_ls_number_reflns         2160
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0782
_refine_ls_R_factor_gt           0.0612
_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)+(0.0913P)²+2.7809P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1761
_refine_ls_wR_factor_ref         0.1902
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1647
_reflns_number_total             2160
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6ce01738j2.cif
_cod_data_source_block           ODPI-2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'MULTI-SCAN' changed to
'multi-scan' 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 7226883--7226887.cif.
;
_cod_database_code               7226884
_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.
;
_shelx_estimated_absorpt_t_min   0.977
_shelx_estimated_absorpt_t_max   0.991
_shelxl_version_number           2014-3
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
C1 C 0.3877(3) 0.2068(8) 0.52561(15) 0.0887(11) Uani 1 1 d . . .
H1A H 0.3570 0.2476 0.5563 0.133 Uiso 1 1 calc R U .
H1B H 0.3751 0.0336 0.5138 0.133 Uiso 1 1 calc R U .
H1C H 0.4447 0.2192 0.5353 0.133 Uiso 1 1 calc R U .
C2 C 0.3659(2) 0.3986(8) 0.47997(14) 0.0792(10) Uani 1 1 d . . .
H2A H 0.3080 0.3878 0.4712 0.095 Uiso 1 1 calc R U .
H2B H 0.3775 0.5732 0.4927 0.095 Uiso 1 1 calc R U .
C3 C 0.40996(18) 0.3527(7) 0.43066(13) 0.0661(8) Uani 1 1 d . . .
H3A H 0.3988 0.1774 0.4182 0.079 Uiso 1 1 calc R U .
H3B H 0.4678 0.3652 0.4394 0.079 Uiso 1 1 calc R U .
C4 C 0.38778(15) 0.5417(6) 0.38489(12) 0.0582(7) Uani 1 1 d . . .
H4A H 0.3957 0.7178 0.3978 0.070 Uiso 1 1 calc R U .
H4B H 0.4241 0.5142 0.3559 0.070 Uiso 1 1 calc R U .
C5 C 0.23931(15) 0.6730(5) 0.37704(10) 0.0474(6) Uani 1 1 d . . .
C6 C 0.16708(14) 0.5691(5) 0.34645(9) 0.0426(6) Uani 1 1 d . . .
C7 C 0.08726(15) 0.6534(5) 0.34461(10) 0.0500(6) Uani 1 1 d . . .
H7 H 0.0716 0.7948 0.3649 0.060 Uiso 1 1 calc R U .
C8 C 0.03179(15) 0.5206(6) 0.31170(11) 0.0523(7) Uani 1 1 d . . .
H8 H -0.0223 0.5729 0.3095 0.063 Uiso 1 1 calc R U .
C9 C 0.05614(14) 0.3085(5) 0.28172(10) 0.0477(6) Uani 1 1 d . . .
C10 C 0.13568(15) 0.2214(5) 0.28405(10) 0.0457(6) Uani 1 1 d . . .
H10 H 0.1514 0.0783 0.2643 0.055 Uiso 1 1 calc R U .
C11 C 0.19030(14) 0.3561(5) 0.31691(9) 0.0412(6) Uani 1 1 d . . .
C12 C 0.27940(14) 0.3199(5) 0.32774(9) 0.0453(6) Uani 1 1 d . . .
N1 N 0.30380(12) 0.5116(4) 0.36393(8) 0.0476(5) Uani 1 1 d . . .
O1 O 0.0000 0.1687(5) 0.2500 0.0637(8) Uani 1 2 d S T P
O2 O 0.24522(13) 0.8562(4) 0.40705(8) 0.0670(6) Uani 1 1 d . . .
O3 O 0.32366(11) 0.1606(4) 0.30838(8) 0.0637(6) 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'
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_3
C2 C1 H1A 109.5 .
C2 C1 H1B 109.5 .
H1A C1 H1B 109.5 .
C2 C1 H1C 109.5 .
H1A C1 H1C 109.5 .
H1B C1 H1C 109.5 .
C3 C2 C1 113.8(3) .
C3 C2 H2A 108.8 .
C1 C2 H2A 108.8 .
C3 C2 H2B 108.8 .
C1 C2 H2B 108.8 .
H2A C2 H2B 107.7 .
C2 C3 C4 114.0(3) .
C2 C3 H3A 108.8 .
C4 C3 H3A 108.8 .
C2 C3 H3B 108.8 .
C4 C3 H3B 108.8 .
H3A C3 H3B 107.6 .
N1 C4 C3 112.7(2) .
N1 C4 H4A 109.1 .
C3 C4 H4A 109.1 .
N1 C4 H4B 109.1 .
C3 C4 H4B 109.1 .
H4A C4 H4B 107.8 .
O2 C5 N1 124.8(2) .
O2 C5 C6 129.8(2) .
N1 C5 C6 105.4(2) .
C7 C6 C11 121.2(2) .
C7 C6 C5 130.0(2) .
C11 C6 C5 108.8(2) .
C8 C7 C6 117.7(2) .
C8 C7 H7 121.1 .
C6 C7 H7 121.1 .
C7 C8 C9 120.5(2) .
C7 C8 H8 119.8 .
C9 C8 H8 119.8 .
C10 C9 O1 117.3(2) .
C10 C9 C8 122.0(2) .
O1 C9 C8 120.7(2) .
C11 C10 C9 116.9(2) .
C11 C10 H10 121.6 .
C9 C10 H10 121.6 .
C10 C11 C6 121.7(2) .
C10 C11 C12 130.9(2) .
C6 C11 C12 107.4(2) .
O3 C12 N1 125.5(2) .
O3 C12 C11 128.2(2) .
N1 C12 C11 106.3(2) .
C12 N1 C5 112.1(2) .
C12 N1 C4 123.2(2) .
C5 N1 C4 124.7(2) .
C9 O1 C9 117.4(3) 2
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.534(5) .
C1 H1A 0.9600 .
C1 H1B 0.9600 .
C1 H1C 0.9600 .
C2 C3 1.474(5) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C3 C4 1.529(4) .
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C4 N1 1.463(3) .
C4 H4A 0.9700 .
C4 H4B 0.9700 .
C5 O2 1.204(3) .
C5 N1 1.401(3) .
C5 C6 1.481(4) .
C6 C7 1.384(3) .
C6 C11 1.385(3) .
C7 C8 1.379(4) .
C7 H7 0.9300 .
C8 C9 1.393(4) .
C8 H8 0.9300 .
C9 C10 1.384(3) .
C9 O1 1.388(3) .
C10 C11 1.374(3) .
C10 H10 0.9300 .
C11 C12 1.491(3) .
C12 O3 1.214(3) .
C12 N1 1.383(3) .
O1 C9 1.388(3) 2
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
_geom_hbond_site_symmetry_A
C8 H8 O3 0.93 2.58 3.502(3) 172.7 3_455
