#------------------------------------------------------------------------------
#$Date: 2017-02-04 15:43:39 +0200 (Sat, 04 Feb 2017) $
#$Revision: 191562 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/68/7226886.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_7226886
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         'C30 H30 N2 O5'
_chemical_formula_sum            'C30 H30 N2 O5'
_chemical_formula_weight         498.56
_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                 110.527(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   32.3856(16)
_cell_length_b                   5.3119(2)
_cell_length_c                   15.6793(8)
_cell_measurement_reflns_used    3885
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.76
_cell_measurement_theta_min      2.62
_cell_volume                     2526.0(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 0.976
_diffrn_measured_fraction_theta_max 0.998
_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_unetI/netI     0.0244
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9708
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.774
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  0.9912
_exptl_absorpt_correction_T_min  0.9782
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_density_meas      1.310
_exptl_crystal_density_method    none
_exptl_crystal_description       rectangular
_exptl_crystal_F_000             1056
_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         0.385
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     170
_refine_ls_number_reflns         9708
_refine_ls_number_restraints     42
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0952
_refine_ls_R_factor_gt           0.0726
_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)+(0.1195P)²+3.8015P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2056
_refine_ls_wR_factor_ref         0.2360
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6820
_reflns_number_total             9708
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6ce01738j2.cif
_cod_data_source_block           ODPI-4
_cod_depositor_comments
'Adding full bibliography for 7226883--7226887.cif.'
_cod_database_code               7226886
_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   0.978
_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 0.01955(12) 0.8888(6) 0.3302(2) 0.0685(10) Uani 1 1 d . . .
C2 C 0.05661(12) 0.7784(6) 0.3926(3) 0.0743(11) Uani 1 1 d . . .
H2 H 0.0692 0.6340 0.3787 0.089 Uiso 1 1 calc R U .
C3 C 0.07385(12) 0.8948(7) 0.4766(2) 0.0687(10) Uani 1 1 d . . .
C4 C 0.05482(12) 1.1091(7) 0.4964(2) 0.0703(10) Uani 1 1 d . . .
C5 C 0.01814(13) 1.2172(6) 0.4325(3) 0.0731(10) Uani 1 1 d . . .
H5 H 0.0059 1.3640 0.4458 0.088 Uiso 1 1 calc R U .
C6 C 0.00025(12) 1.1043(6) 0.3498(2) 0.0724(10) Uani 1 1 d . . .
H6 H -0.0249 1.1713 0.3063 0.087 Uiso 1 1 calc R U .
C7 C 0.11233(15) 0.8240(9) 0.5581(3) 0.0855(12) Uani 1 1 d . . .
C8 C 0.07845(14) 1.1816(9) 0.5912(3) 0.0824(12) Uani 1 1 d . . .
C9 C 0.14476(15) 0.9985(11) 0.7183(3) 0.130(2) Uani 1 1 d . U .
C10 C 0.18467(15) 1.1264(10) 0.7275(4) 0.1203(17) Uani 1 1 d . U .
H10A H 0.1765 1.2968 0.7060 0.144 Uiso 1 1 calc R U .
H10B H 0.1962 1.0481 0.6846 0.144 Uiso 1 1 calc R U .
C11 C 0.22158(17) 1.1481(12) 0.8134(4) 0.138(2) Uani 1 1 d . U .
H11A H 0.2480 1.1352 0.7978 0.166 Uiso 1 1 calc R U .
H11B H 0.2208 1.3198 0.8338 0.166 Uiso 1 1 calc R U .
C12 C 0.2292(2) 1.0013(16) 0.8886(5) 0.182(3) Uani 1 1 d . U .
H12A H 0.2542 1.0723 0.9367 0.219 Uiso 1 1 calc R U .
H12B H 0.2381 0.8367 0.8746 0.219 Uiso 1 1 calc R U .
C13 C 0.1930(3) 0.9609(16) 0.9274(4) 0.173(3) Uani 1 1 d . U .
H13A H 0.2059 0.8750 0.9853 0.208 Uiso 1 1 calc R U .
H13B H 0.1835 1.1253 0.9403 0.208 Uiso 1 1 calc R U .
C14 C 0.15501(17) 0.8259(10) 0.8758(3) 0.1161(16) Uani 1 1 d . U .
H14A H 0.1333 0.8567 0.9042 0.139 Uiso 1 1 calc R U .
H14B H 0.1627 0.6490 0.8853 0.139 Uiso 1 1 calc R U .
C15 C 0.13247(16) 0.8562(11) 0.7798(3) 0.1251(18) Uani 1 1 d . U .
H15A H 0.1285 0.6866 0.7552 0.150 Uiso 1 1 calc R U .
H15B H 0.1032 0.9157 0.7736 0.150 Uiso 1 1 calc R U .
N1 N 0.11306(11) 1.0024(8) 0.6251(2) 0.0886(11) Uani 1 1 d . . .
O1 O 0.0000 0.7562(6) 0.2500 0.0817(11) Uani 1 2 d S T P
O2 O 0.07167(9) 1.3508(6) 0.63491(19) 0.1018(10) Uani 1 1 d . . .
O3 O 0.13812(11) 0.6552(6) 0.5675(2) 0.1079(11) 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 O1 115.6(3) .
C2 C1 C6 122.6(3) .
O1 C1 C6 121.4(3) .
C3 C2 C1 116.3(4) .
C3 C2 H2 121.8 .
C1 C2 H2 121.8 .
C4 C3 C2 121.3(4) .
C4 C3 C7 108.7(4) .
C2 C3 C7 130.0(4) .
C3 C4 C5 121.2(3) .
C3 C4 C8 109.2(4) .
C5 C4 C8 129.5(4) .
C6 C5 C4 118.6(4) .
C6 C5 H5 120.7 .
C4 C5 H5 120.7 .
C5 C6 C1 120.0(4) .
C5 C6 H6 120.0 .
C1 C6 H6 120.0 .
O3 C7 N1 125.7(4) .
O3 C7 C3 129.2(5) .
N1 C7 C3 105.1(4) .
O2 C8 N1 124.6(4) .
O2 C8 C4 130.0(5) .
N1 C8 C4 105.4(4) .
C15 C9 C10 131.4(4) .
C15 C9 N1 115.4(3) .
C10 C9 N1 112.9(4) .
C9 C10 C11 123.6(4) .
C9 C10 H10A 106.4 .
C11 C10 H10A 106.4 .
C9 C10 H10B 106.4 .
C11 C10 H10B 106.4 .
H10A C10 H10B 106.5 .
C12 C11 C10 126.5(5) .
C12 C11 H11A 105.7 .
C10 C11 H11A 105.7 .
C12 C11 H11B 105.7 .
C10 C11 H11B 105.7 .
H11A C11 H11B 106.1 .
C11 C12 C13 120.0(6) .
C11 C12 H12A 107.3 .
C13 C12 H12A 107.3 .
C11 C12 H12B 107.3 .
C13 C12 H12B 107.3 .
H12A C12 H12B 106.9 .
C14 C13 C12 119.0(5) .
C14 C13 H13A 107.6 .
C12 C13 H13A 107.6 .
C14 C13 H13B 107.6 .
C12 C13 H13B 107.6 .
H13A C13 H13B 107.0 .
C13 C14 C15 124.5(5) .
C13 C14 H14A 106.2 .
C15 C14 H14A 106.2 .
C13 C14 H14B 106.2 .
C15 C14 H14B 106.2 .
H14A C14 H14B 106.4 .
C9 C15 C14 128.7(4) .
C9 C15 H15A 105.1 .
C14 C15 H15A 105.1 .
C9 C15 H15B 105.1 .
C14 C15 H15B 105.1 .
H15A C15 H15B 105.9 .
C7 N1 C8 111.5(4) .
C7 N1 C9 123.9(4) .
C8 N1 C9 124.6(4) .
C1 O1 C1 118.9(4) 2
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.385(5) .
C1 O1 1.386(4) .
C1 C6 1.389(5) .
C2 C3 1.383(5) .
C2 H2 0.9300 .
C3 C4 1.381(5) .
C3 C7 1.487(5) .
C4 C5 1.382(5) .
C4 C8 1.466(5) .
C5 C6 1.361(5) .
C5 H5 0.9300 .
C6 H6 0.9300 .
C7 O3 1.199(5) .
C7 N1 1.409(6) .
C8 O2 1.196(5) .
C8 N1 1.424(6) .
C9 C15 1.389(6) .
C9 C10 1.422(6) .
C9 N1 1.461(5) .
C10 C11 1.459(7) .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C11 C12 1.362(8) .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C12 C13 1.513(9) .
C12 H12A 0.9700 .
C12 H12B 0.9700 .
C13 C14 1.408(7) .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C14 C15 1.434(6) .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C15 H15A 0.9700 .
C15 H15B 0.9700 .
O1 C1 1.386(4) 2
