#------------------------------------------------------------------------------
#$Date: 2015-07-11 00:09:20 +0300 (Sat, 11 Jul 2015) $
#$Revision: 143472 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/52/7035288.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_7035288
loop_
_publ_author_name
'Evans, Daniel A.'
'Lee, Lucia Myongwon'
'Vargas-Baca, Ignacio'
'Cowley, Alan H.'
_publ_section_title
;
 Photophysical tuning of the aggregation-induced emission of a series of
 para-substituted aryl bis(imino)acenaphthene zinc complexes.
;
_journal_issue                   26
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              11984
_journal_page_last               11996
_journal_paper_doi               10.1039/c5dt01529d
_journal_volume                  44
_journal_year                    2015
_chemical_formula_moiety         'C32 H32 Cl2 N2 O2 Zn'
_chemical_formula_sum            'C32 H32 Cl2 N2 O2 Zn'
_chemical_formula_weight         612.86
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_symmetry_space_group_name_Hall  '-I 2ya'
_symmetry_space_group_name_H-M   'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2015-04-22 deposited with the CCDC.
2015-06-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.0670(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.3252(3)
_cell_length_b                   11.6963(2)
_cell_length_c                   26.7400(4)
_cell_measurement_reflns_used    14848
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      75.9690
_cell_measurement_theta_min      4.1070
_cell_volume                     5687.83(16)
_computing_cell_refinement
'CrysAlisPro V 1.171.37.31, Agilent Technologies'
_computing_data_collection
'CrysAlisPro V 1.171.37.31, Agilent Technologies'
_computing_data_reduction
'CrysAlisPro V 1.171.37.31, Agilent Technologies'
_computing_molecular_graphics    'XP SHELXTL/PC, Siemens Analytical'
_computing_publication_material  'XL SHELXTL/PC, Siemens Analytical'
_computing_structure_refinement  'Shelxl-2013, Sheldrick, G. M.'
_computing_structure_solution
;

SUPERFLIP.  Palatinus, L. and Chapuis, G., J. Appl. Cryst. 40, 786-790.
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Agilent SuperNova with AtlasS2 detector'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_av_unetI/netI     0.0195
_diffrn_reflns_laue_measured_fraction_full 1.000
_diffrn_reflns_laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            27764
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.260
_diffrn_reflns_theta_min         3.331
_diffrn_source                   'sealed X-ray source'
_exptl_absorpt_coefficient_mu    3.182
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49341
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.431
_exptl_crystal_description       prism
_exptl_crystal_F_000             2544
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.467
_refine_diff_density_min         -0.522
_refine_diff_density_rms         0.062
_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     354
_refine_ls_number_reflns         5871
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0365
_refine_ls_R_factor_gt           0.0335
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0504P)²+8.8434P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0890
_refine_ls_wR_factor_ref         0.0919
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5447
_reflns_number_total             5871
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5dt01529d2.cif
_cod_data_source_block           added_by_encifer
_cod_depositor_comments
'Adding full bibliography for 7035288--7035302.cif.'
_cod_database_code               7035288
_shelx_shelxl_version_number     2014/7
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
C1 C 0.73031(9) 0.51682(14) 0.75766(6) 0.0172(3) Uani 1 1 d . .
C2 C 0.76361(10) 0.60722(15) 0.79137(7) 0.0185(3) Uani 1 1 d . .
C3 C 0.74455(10) 0.66203(16) 0.83358(7) 0.0214(4) Uani 1 1 d . .
H3 H 0.7033 0.6394 0.8482 0.026 Uiso 1 1 calc R U
C4 C 0.78919(11) 0.75347(16) 0.85417(7) 0.0252(4) Uani 1 1 d . .
H4 H 0.7767 0.7904 0.8827 0.030 Uiso 1 1 calc R U
C5 C 0.85017(11) 0.78972(16) 0.83359(7) 0.0255(4) Uani 1 1 d . .
H5 H 0.8785 0.8493 0.8486 0.031 Uiso 1 1 calc R U
C6 C 0.87033(10) 0.73680(15) 0.78950(7) 0.0222(4) Uani 1 1 d . .
C7 C 0.82577(10) 0.64605(15) 0.76949(7) 0.0195(4) Uani 1 1 d . .
C8 C 0.92909(11) 0.76893(16) 0.76260(8) 0.0255(4) Uani 1 1 d . .
H8 H 0.9607 0.8274 0.7749 0.031 Uiso 1 1 calc R U
C9 C 0.93991(10) 0.71459(16) 0.71841(8) 0.0250(4) Uani 1 1 d . .
H9 H 0.9781 0.7386 0.7011 0.030 Uiso 1 1 calc R U
C10 C 0.89452(10) 0.62325(15) 0.69865(7) 0.0216(4) Uani 1 1 d . .
H10 H 0.9027 0.5877 0.6687 0.026 Uiso 1 1 calc R U
C11 C 0.83781(10) 0.58792(15) 0.72457(7) 0.0192(3) Uani 1 1 d . .
C12 C 0.77730(9) 0.50506(14) 0.71510(6) 0.0172(3) Uani 1 1 d . .
C13 C 0.62922(10) 0.45273(15) 0.79677(6) 0.0179(3) Uani 1 1 d . .
C14 C 0.55407(10) 0.47069(15) 0.78696(7) 0.0190(3) Uani 1 1 d . .
H14 H 0.5322 0.4784 0.7538 0.023 Uiso 1 1 calc R U
C15 C 0.51100(10) 0.47731(15) 0.82627(7) 0.0199(3) Uani 1 1 d . .
H15 H 0.4609 0.4927 0.8198 0.024 Uiso 1 1 calc R U
C16 C 0.54399(10) 0.46061(16) 0.87549(7) 0.0210(4) Uani 1 1 d . .
C17 C 0.61872(10) 0.43413(16) 0.88494(7) 0.0221(4) Uani 1 1 d . .
H17 H 0.6398 0.4189 0.9177 0.027 Uiso 1 1 calc R U
C18 C 0.66149(10) 0.43041(16) 0.84586(7) 0.0210(4) Uani 1 1 d . .
H18 H 0.7113 0.4132 0.8522 0.025 Uiso 1 1 calc R U
C19 C 0.43270(10) 0.50456(18) 0.90996(7) 0.0242(4) Uani 1 1 d . .
H19A H 0.4020 0.4503 0.8896 0.029 Uiso 1 1 calc R U
H19B H 0.4290 0.5783 0.8932 0.029 Uiso 1 1 calc R U
C20 C 0.40848(11) 0.51392(19) 0.96192(7) 0.0269(4) Uani 1 1 d . .
H20A H 0.4379 0.5716 0.9811 0.032 Uiso 1 1 calc R U
H20B H 0.4171 0.4415 0.9793 0.032 Uiso 1 1 calc R U
C21 C 0.32718(11) 0.54541(19) 0.95985(7) 0.0280(4) Uani 1 1 d . .
H21A H 0.2985 0.4949 0.9363 0.034 Uiso 1 1 calc R U
H21B H 0.3117 0.5330 0.9928 0.034 Uiso 1 1 calc R U
C22 C 0.31071(12) 0.6682(2) 0.94411(9) 0.0333(5) Uani 1 1 d . .
H22A H 0.3403 0.7188 0.9664 0.050 Uiso 1 1 calc R U
H22B H 0.2596 0.6841 0.9456 0.050 Uiso 1 1 calc R U
H22C H 0.3218 0.6794 0.9103 0.050 Uiso 1 1 calc R U
C23 C 0.80311(10) 0.41235(15) 0.64134(7) 0.0188(3) Uani 1 1 d . .
C24 C 0.77687(11) 0.43154(18) 0.59120(7) 0.0269(4) Uani 1 1 d . .
H24 H 0.7287 0.4557 0.5822 0.032 Uiso 1 1 calc R U
C25 C 0.82319(11) 0.4144(2) 0.55467(7) 0.0311(5) Uani 1 1 d . .
H25 H 0.8062 0.4292 0.5211 0.037 Uiso 1 1 calc R U
C26 C 0.89475(10) 0.37522(16) 0.56748(7) 0.0226(4) Uani 1 1 d . .
C27 C 0.91973(10) 0.35162(16) 0.61759(7) 0.0221(4) Uani 1 1 d . .
H27 H 0.9671 0.3237 0.6265 0.027 Uiso 1 1 calc R U
C28 C 0.87358(11) 0.37002(16) 0.65424(7) 0.0229(4) Uani 1 1 d . .
H28 H 0.8901 0.3538 0.6878 0.027 Uiso 1 1 calc R U
C29 C 1.01093(10) 0.33113(17) 0.53952(7) 0.0246(4) Uani 1 1 d . .
H29A H 1.0159 0.2600 0.5583 0.030 Uiso 1 1 calc R U
H29B H 1.0372 0.3904 0.5597 0.030 Uiso 1 1 calc R U
C30 C 1.04196(11) 0.31816(19) 0.49012(7) 0.0279(4) Uani 1 1 d . .
H30A H 1.0322 0.3872 0.4703 0.034 Uiso 1 1 calc R U
H30B H 1.0177 0.2550 0.4713 0.034 Uiso 1 1 calc R U
C31 C 1.12470(12) 0.2962(2) 0.49839(8) 0.0333(5) Uani 1 1 d . .
H31A H 1.1352 0.2381 0.5242 0.040 Uiso 1 1 calc R U
H31B H 1.1497 0.3658 0.5105 0.040 Uiso 1 1 calc R U
C32 C 1.15449(14) 0.2572(3) 0.45028(9) 0.0470(6) Uani 1 1 d . .
H32A H 1.1300 0.1882 0.4382 0.070 Uiso 1 1 calc R U
H32B H 1.2063 0.2431 0.4573 0.070 Uiso 1 1 calc R U
H32C H 1.1459 0.3157 0.4251 0.070 Uiso 1 1 calc R U
Cl1 Cl 0.65103(2) 0.17457(4) 0.70314(2) 0.02345(11) Uani 1 1 d . .
Cl2 Cl 0.56427(2) 0.43045(4) 0.63677(2) 0.02649(11) Uani 1 1 d . .
N1 N 0.67245(8) 0.45458(12) 0.75611(5) 0.0168(3) Uani 1 1 d . .
N2 N 0.75667(8) 0.43381(12) 0.67965(5) 0.0171(3) Uani 1 1 d . .
Zn1 Zn 0.65553(2) 0.36016(2) 0.68949(2) 0.01688(8) Uani 1 1 d . .
O1 O 0.50775(7) 0.46617(12) 0.91692(5) 0.0253(3) Uani 1 1 d . .
O2 O 0.93480(8) 0.36114(13) 0.52825(5) 0.0285(3) 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 0.0181 0.0091 '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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
N1 C1 C2 134.92(16)
N1 C1 C12 117.91(15)
C2 C1 C12 107.09(14)
C3 C2 C7 119.07(17)
C3 C2 C1 134.98(17)
C7 C2 C1 105.72(15)
C2 C3 C4 118.46(18)
C5 C4 C3 122.52(18)
C4 C5 C6 120.41(17)
C7 C6 C8 116.70(18)
C7 C6 C5 116.57(18)
C8 C6 C5 126.68(18)
C6 C7 C2 122.94(17)
C6 C7 C11 122.71(17)
C2 C7 C11 114.32(16)
C9 C8 C6 120.78(17)
C8 C9 C10 121.89(18)
C11 C10 C9 118.82(18)
C10 C11 C7 119.06(17)
C10 C11 C12 135.09(17)
C7 C11 C12 105.59(15)
N2 C12 C11 134.61(17)
N2 C12 C1 118.06(15)
C11 C12 C1 107.27(14)
C14 C13 C18 120.15(16)
C14 C13 N1 119.15(15)
C18 C13 N1 120.68(16)
C13 C14 C15 120.53(16)
C14 C15 C16 119.02(16)
O1 C16 C15 124.32(17)
O1 C16 C17 115.40(16)
C15 C16 C17 120.27(17)
C18 C17 C16 120.32(17)
C17 C18 C13 119.41(17)
O1 C19 C20 106.73(15)
C19 C20 C21 112.25(16)
C22 C21 C20 113.45(17)
C24 C23 C28 120.01(17)
C24 C23 N2 119.85(16)
C28 C23 N2 120.13(16)
C25 C24 C23 119.27(18)
C24 C25 C26 120.98(18)
O2 C26 C27 125.02(18)
O2 C26 C25 115.52(17)
C27 C26 C25 119.45(17)
C28 C27 C26 119.55(18)
C23 C28 C27 120.63(17)
O2 C29 C30 107.60(15)
C29 C30 C31 111.39(17)
C30 C31 C32 112.31(19)
C1 N1 C13 121.33(15)
C1 N1 Zn1 111.31(11)
C13 N1 Zn1 127.33(11)
C12 N2 C23 119.67(15)
C12 N2 Zn1 111.10(12)
C23 N2 Zn1 129.20(11)
N1 Zn1 N2 81.27(6)
N1 Zn1 Cl1 112.61(4)
N2 Zn1 Cl1 118.60(4)
N1 Zn1 Cl2 111.66(4)
N2 Zn1 Cl2 112.32(4)
Cl1 Zn1 Cl2 115.555(19)
C16 O1 C19 117.67(14)
C26 O2 C29 118.04(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.283(2)
C1 C2 1.472(2)
C1 C12 1.516(2)
C2 C3 1.380(3)
C2 C7 1.418(3)
C3 C4 1.416(3)
C4 C5 1.372(3)
C5 C6 1.420(3)
C6 C7 1.404(2)
C6 C8 1.417(3)
C7 C11 1.421(3)
C8 C9 1.378(3)
C9 C10 1.416(3)
C10 C11 1.381(3)
C11 C12 1.471(2)
C12 N2 1.284(2)
C13 C14 1.386(2)
C13 C18 1.396(2)
C13 N1 1.422(2)
C14 C15 1.392(2)
C15 C16 1.393(3)
C16 O1 1.361(2)
C16 C17 1.397(3)
C17 C18 1.382(3)
C19 O1 1.437(2)
C19 C20 1.514(3)
C20 C21 1.529(3)
C21 C22 1.516(3)
C23 C24 1.386(3)
C23 C28 1.386(3)
C23 N2 1.432(2)
C24 C25 1.385(3)
C25 C26 1.391(3)
C26 O2 1.362(2)
C26 C27 1.389(3)
C27 C28 1.388(3)
C29 O2 1.434(2)
C29 C30 1.509(3)
C30 C31 1.527(3)
C31 C32 1.528(3)
Cl1 Zn1 2.2044(5)
Cl2 Zn1 2.2090(5)
N1 Zn1 2.0865(14)
N2 Zn1 2.0896(14)
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
N1 C1 C2 C3 -2.0(4)
C12 C1 C2 C3 174.60(19)
N1 C1 C2 C7 -176.22(19)
C12 C1 C2 C7 0.40(18)
C7 C2 C3 C4 -1.6(3)
C1 C2 C3 C4 -175.19(18)
C2 C3 C4 C5 0.4(3)
C3 C4 C5 C6 1.1(3)
C4 C5 C6 C7 -1.1(3)
C4 C5 C6 C8 176.30(18)
C8 C6 C7 C2 -177.82(16)
C5 C6 C7 C2 -0.1(3)
C8 C6 C7 C11 0.0(3)
C5 C6 C7 C11 177.70(16)
C3 C2 C7 C6 1.5(3)
C1 C2 C7 C6 176.80(16)
C3 C2 C7 C11 -176.49(16)
C1 C2 C7 C11 -1.2(2)
C7 C6 C8 C9 1.5(3)
C5 C6 C8 C9 -175.90(18)
C6 C8 C9 C10 -1.6(3)
C8 C9 C10 C11 0.0(3)
C9 C10 C11 C7 1.5(3)
C9 C10 C11 C12 174.67(18)
C6 C7 C11 C10 -1.5(3)
C2 C7 C11 C10 176.45(16)
C6 C7 C11 C12 -176.53(16)
C2 C7 C11 C12 1.5(2)
C10 C11 C12 N2 2.0(4)
C7 C11 C12 N2 175.81(19)
C10 C11 C12 C1 -174.90(19)
C7 C11 C12 C1 -1.10(18)
N1 C1 C12 N2 0.2(2)
C2 C1 C12 N2 -177.06(15)
N1 C1 C12 C11 177.74(15)
C2 C1 C12 C11 0.44(18)
C18 C13 C14 C15 6.0(3)
N1 C13 C14 C15 -175.52(16)
C13 C14 C15 C16 -2.8(3)
C14 C15 C16 O1 179.29(17)
C14 C15 C16 C17 -2.0(3)
O1 C16 C17 C18 -177.60(17)
C15 C16 C17 C18 3.5(3)
C16 C17 C18 C13 -0.4(3)
C14 C13 C18 C17 -4.4(3)
N1 C13 C18 C17 177.16(16)
O1 C19 C20 C21 -175.59(17)
C19 C20 C21 C22 -71.7(2)
C28 C23 C24 C25 -3.8(3)
N2 C23 C24 C25 177.71(18)
C23 C24 C25 C26 1.8(3)
C24 C25 C26 O2 179.68(19)
C24 C25 C26 C27 0.8(3)
O2 C26 C27 C28 179.75(18)
C25 C26 C27 C28 -1.5(3)
C24 C23 C28 C27 3.1(3)
N2 C23 C28 C27 -178.37(16)
C26 C27 C28 C23 -0.4(3)
O2 C29 C30 C31 175.09(17)
C29 C30 C31 C32 167.5(2)
C2 C1 N1 C13 -9.5(3)
C12 C1 N1 C13 174.13(14)
C2 C1 N1 Zn1 171.92(16)
C12 C1 N1 Zn1 -4.42(18)
C14 C13 N1 C1 128.57(18)
C18 C13 N1 C1 -53.0(2)
C14 C13 N1 Zn1 -53.1(2)
C18 C13 N1 Zn1 125.33(16)
C11 C12 N2 C23 9.2(3)
C1 C12 N2 C23 -174.12(14)
C11 C12 N2 Zn1 -172.57(16)
C1 C12 N2 Zn1 4.08(18)
C24 C23 N2 C12 -121.92(19)
C28 C23 N2 C12 59.5(2)
C24 C23 N2 Zn1 60.2(2)
C28 C23 N2 Zn1 -118.29(17)
C15 C16 O1 C19 -7.5(3)
C17 C16 O1 C19 173.73(16)
C20 C19 O1 C16 -174.46(16)
C27 C26 O2 C29 -6.9(3)
C25 C26 O2 C29 174.37(18)
C30 C29 O2 C26 178.74(16)
