#------------------------------------------------------------------------------
#$Date: 2019-09-30 11:47:39 +0300 (Mon, 30 Sep 2019) $
#$Revision: 218929 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/42/7234239.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_7234239
loop_
_publ_author_name
'Cheng Chen'
'Xu-Hui Jin'
'Xue-Jun Zhou'
'Li-Xuan Cai'
'Ya-Jun Zhang'
'Jie Zhang'
_publ_section_title
;
 Photo-facilitated aggregation and correlated color temperature adjustment
 of single component organic solid state white-light emitting materials
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              4563
_journal_page_last               4569
_journal_paper_doi               10.1039/C4TC02771J
_journal_volume                  3
_journal_year                    2015
_chemical_formula_moiety         'C27 H20 Br Cl N4 O4'
_chemical_formula_sum            'C27 H20 Br Cl N4 O4'
_chemical_formula_weight         579.83
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                110.053(16)
_cell_angle_beta                 96.92(3)
_cell_angle_gamma                102.05(2)
_cell_formula_units_Z            2
_cell_length_a                   9.458(4)
_cell_length_b                   11.123(4)
_cell_length_c                   13.733(6)
_cell_measurement_reflns_used    3315
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.4700
_cell_measurement_theta_min      2.0551
_cell_volume                     1297.9(10)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_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_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  Saturn724
_diffrn_measurement_method       CCD_Profile_fitting
_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  0.0409
_diffrn_reflns_av_sigmaI/netI    0.0880
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11407
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         2.02
_diffrn_standards_decay_%        <1.0
_exptl_absorpt_coefficient_mu    1.727
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.6433
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.484
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             588
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.725
_refine_diff_density_min         -0.744
_refine_diff_density_rms         0.146
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.884
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         5855
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.884
_refine_ls_R_factor_all          0.1947
_refine_ls_R_factor_gt           0.0862
_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)+(0.1998P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2513
_refine_ls_wR_factor_ref         0.3493
_reflns_number_gt                1942
_reflns_number_total             5855
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            J-Mater-Chem-C-2015-3-4563.cif
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the built-in table derived
from the CIF Core dictionary named 'cif_core.dic' version 2.4.5 last
updated on 2014-11-21.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        1297.9(9)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7234239
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.00618(17) 0.80029(9) 0.17586(9) 0.1424(7) Uani 1 1 d . . .
Cl1 Cl 0.3348(3) 0.1842(2) 0.09459(18) 0.0960(7) Uani 1 1 d . . .
O1 O 0.378(3) 0.2886(12) 0.104(2) 0.50(2) Uani 1 1 d . . .
O2 O 0.4080(17) 0.1090(18) 0.0360(12) 0.279(7) Uani 1 1 d . . .
O3 O 0.359(3) 0.179(3) 0.1791(13) 0.453(19) Uani 1 1 d . . .
O4 O 0.1974(14) 0.1320(17) 0.0417(16) 0.313(10) Uani 1 1 d . . .
N1 N -0.1539(7) 0.1668(5) 0.1635(4) 0.0749(15) Uani 1 1 d . . .
N2 N -0.3122(8) -0.0226(6) 0.5825(4) 0.0888(18) Uani 1 1 d . . .
N3 N -0.1589(10) -0.2839(7) 0.4405(6) 0.114(2) Uani 1 1 d . . .
N4 N -0.4229(9) 0.2844(9) 0.6611(6) 0.111(2) Uani 1 1 d . . .
C1 C -0.0416(9) 0.6153(7) 0.1442(6) 0.0783(19) Uani 1 1 d . . .
C2 C 0.0511(10) 0.5673(8) 0.1952(7) 0.104(3) Uani 1 1 d . . .
H2 H 0.1327 0.6252 0.2473 0.124 Uiso 1 1 calc R . .
C3 C 0.0231(10) 0.4316(8) 0.1689(7) 0.101(3) Uani 1 1 d . . .
H3 H 0.0879 0.3981 0.2020 0.121 Uiso 1 1 calc R . .
C4 C -0.0974(7) 0.3475(6) 0.0958(5) 0.0681(16) Uani 1 1 d . . .
C5 C -0.1925(10) 0.4001(9) 0.0479(7) 0.097(2) Uani 1 1 d . . .
H5 H -0.2780 0.3435 -0.0006 0.117 Uiso 1 1 calc R . .
C6 C -0.1625(10) 0.5335(9) 0.0707(7) 0.099(3) Uani 1 1 d . . .
H6 H -0.2247 0.5674 0.0360 0.119 Uiso 1 1 calc R . .
C7 C -0.1293(11) 0.2004(7) 0.0676(6) 0.095(2) Uani 1 1 d . . .
H7A H -0.0470 0.1696 0.0422 0.114 Uiso 1 1 calc R . .
H7B H -0.2167 0.1554 0.0112 0.114 Uiso 1 1 calc R . .
C8 C -0.0567(8) 0.1186(7) 0.2082(5) 0.0762(18) Uani 1 1 d . . .
H8 H 0.0265 0.1057 0.1807 0.091 Uiso 1 1 calc R . .
C9 C -0.0807(9) 0.0890(6) 0.2936(5) 0.0748(18) Uani 1 1 d . . .
H9 H -0.0127 0.0554 0.3236 0.090 Uiso 1 1 calc R . .
C10 C -0.1983(8) 0.1060(6) 0.3367(5) 0.0660(16) Uani 1 1 d . . .
C11 C -0.2970(8) 0.1597(8) 0.2903(7) 0.086(2) Uani 1 1 d . . .
H11 H -0.3795 0.1743 0.3183 0.103 Uiso 1 1 calc R . .
C12 C -0.2729(10) 0.1902(9) 0.2053(7) 0.101(3) Uani 1 1 d . . .
H12 H -0.3376 0.2270 0.1758 0.121 Uiso 1 1 calc R . .
C13 C -0.2345(8) 0.0648(6) 0.4253(5) 0.0703(16) Uani 1 1 d . . .
C14 C -0.2081(8) -0.0514(7) 0.4295(5) 0.0732(17) Uani 1 1 d . . .
H14 H -0.1610 -0.1002 0.3807 0.088 Uiso 1 1 calc R . .
C15 C -0.2521(8) -0.0937(7) 0.5067(5) 0.0772(18) Uani 1 1 d . . .
C16 C -0.3333(9) 0.0907(8) 0.5812(5) 0.085(2) Uani 1 1 d . . .
C17 C -0.2977(8) 0.1388(7) 0.5037(6) 0.0811(19) Uani 1 1 d . . .
H17 H -0.3155 0.2181 0.5041 0.097 Uiso 1 1 calc R . .
C18 C -0.2357(9) -0.2229(8) 0.5095(6) 0.091(2) Uani 1 1 d . . .
C19 C -0.2981(11) -0.2774(10) 0.5773(7) 0.111(3) Uani 1 1 d . . .
H19 H -0.3494 -0.2320 0.6246 0.133 Uiso 1 1 calc R . .
C20 C -0.2825(14) -0.3984(13) 0.5731(10) 0.138(4) Uani 1 1 d . . .
H20 H -0.3244 -0.4377 0.6165 0.166 Uiso 1 1 calc R . .
C21 C -0.2043(15) -0.4600(12) 0.5043(12) 0.145(4) Uani 1 1 d . . .
H21 H -0.1862 -0.5395 0.5031 0.173 Uiso 1 1 calc R . .
C22 C -0.1532(15) -0.4043(11) 0.4377(10) 0.146(4) Uani 1 1 d . . .
H22 H -0.1105 -0.4535 0.3858 0.175 Uiso 1 1 calc R . .
C23 C -0.3991(8) 0.1719(10) 0.6673(5) 0.091(2) Uani 1 1 d . . .
C24 C -0.4342(11) 0.1276(11) 0.7455(6) 0.127(4) Uani 1 1 d . . .
H24 H -0.4184 0.0490 0.7486 0.152 Uiso 1 1 calc R . .
C25 C -0.4976(12) 0.213(2) 0.8225(7) 0.167(8) Uani 1 1 d . . .
H25 H -0.5157 0.1935 0.8812 0.200 Uiso 1 1 calc R . .
C26 C -0.5306(17) 0.318(2) 0.8122(14) 0.184(8) Uani 1 1 d . . .
H26 H -0.5827 0.3658 0.8574 0.221 Uiso 1 1 calc R . .
C27 C -0.4871(12) 0.3544(13) 0.7349(9) 0.138(4) Uani 1 1 d . . .
H27 H -0.5021 0.4332 0.7320 0.166 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'
Br Br -0.2901 2.4595 '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'
Cl Cl 0.1484 0.1585 '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_1
_geom_angle_site_symmetry_3
O1 Cl1 O3 107.9(19) . .
O1 Cl1 O4 112.8(16) . .
O3 Cl1 O4 116.1(16) . .
O1 Cl1 O2 109.9(19) . .
O3 Cl1 O2 106.2(12) . .
O4 Cl1 O2 103.6(11) . .
C8 N1 C12 120.6(6) . .
C8 N1 C7 120.4(6) . .
C12 N1 C7 118.9(6) . .
C16 N2 C15 118.8(6) . .
C22 N3 C18 115.0(8) . .
C27 N4 C23 117.3(10) . .
C6 C1 C2 121.2(7) . .
C6 C1 Br1 120.4(6) . .
C2 C1 Br1 118.4(6) . .
C1 C2 C3 119.5(8) . .
C4 C3 C2 120.5(7) . .
C3 C4 C5 118.5(6) . .
C3 C4 C7 120.9(6) . .
C5 C4 C7 120.6(7) . .
C6 C5 C4 121.1(7) . .
C1 C6 C5 119.1(6) . .
C4 C7 N1 110.4(6) . .
N1 C8 C9 119.6(7) . .
C10 C9 C8 122.7(6) . .
C9 C10 C11 116.8(6) . .
C9 C10 C13 124.2(6) . .
C11 C10 C13 118.9(6) . .
C12 C11 C10 120.6(7) . .
C11 C12 N1 119.6(6) . .
C14 C13 C17 118.5(6) . .
C14 C13 C10 119.7(6) . .
C17 C13 C10 121.8(6) . .
C15 C14 C13 119.2(7) . .
N2 C15 C14 122.4(7) . .
N2 C15 C18 116.6(6) . .
C14 C15 C18 121.0(7) . .
N2 C16 C17 122.8(7) . .
N2 C16 C23 118.9(7) . .
C17 C16 C23 118.2(8) . .
C16 C17 C13 118.1(7) . .
N3 C18 C19 122.8(8) . .
N3 C18 C15 115.0(6) . .
C19 C18 C15 122.2(9) . .
C20 C19 C18 119.0(11) . .
C21 C20 C19 118.5(10) . .
C22 C21 C20 119.1(10) . .
N3 C22 C21 125.2(11) . .
N4 C23 C24 123.5(9) . .
N4 C23 C16 117.0(7) . .
C24 C23 C16 119.5(10) . .
C23 C24 C25 114.3(12) . .
C26 C25 C24 122.1(14) . .
C25 C26 C27 118.1(14) . .
C26 C27 N4 124.3(15) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 C1 1.891(7) .
Cl1 O1 1.106(15) .
Cl1 O3 1.179(12) .
Cl1 O4 1.313(12) .
Cl1 O2 1.319(13) .
N1 C8 1.344(8) .
N1 C12 1.356(10) .
N1 C7 1.517(8) .
N2 C16 1.322(10) .
N2 C15 1.341(10) .
N3 C22 1.339(11) .
N3 C18 1.348(11) .
N4 C27 1.344(13) .
N4 C23 1.344(12) .
C1 C6 1.346(11) .
C1 C2 1.359(11) .
C2 C3 1.384(11) .
C3 C4 1.348(10) .
C4 C5 1.388(9) .
C4 C7 1.500(10) .
C5 C6 1.366(11) .
C8 C9 1.355(9) .
C9 C10 1.339(9) .
C10 C11 1.409(9) .
C10 C13 1.491(8) .
C11 C12 1.354(11) .
C13 C14 1.386(9) .
C13 C17 1.395(10) .
C14 C15 1.373(9) .
C15 C18 1.489(11) .
C16 C17 1.392(10) .
C16 C23 1.510(11) .
C18 C19 1.397(11) .
C19 C20 1.368(14) .
C20 C21 1.358(17) .
C21 C22 1.351(16) .
C23 C24 1.374(12) .
C24 C25 1.444(18) .
C25 C26 1.32(2) .
C26 C27 1.34(2) .
