#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:32:09 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180341 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/10/7201008.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_7201008
loop_
_publ_author_name
'Thomas, Reji'
'Varghese, Shinto'
'Kulkarni, G. U.'
_publ_section_title
;
 The influence of crystal packing on the solid state fluorescence
 behavior of alkyloxy substituted phenyleneethynylenes
;
_journal_issue                   25
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              4401
_journal_paper_doi               10.1039/b902937k
_journal_volume                  19
_journal_year                    2009
_chemical_formula_sum            'C32 H34 O2'
_chemical_formula_weight         450.60
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 99.168(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.2298(2)
_cell_length_b                   22.1029(6)
_cell_length_c                   10.0247(3)
_cell_measurement_reflns_used    96
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.5
_cell_measurement_theta_min      3
_cell_volume                     1362.73(7)
_computing_cell_refinement       HKL
_computing_data_collection       'Bruker-Nonius '
_computing_data_reduction        HKL
_computing_molecular_graphics    'Mercury (CCDC.cam.ac.uk)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker-Nonius Kappa CCD diffractometer'
_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  0.0319
_diffrn_reflns_av_sigmaI/netI    0.0233
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            14626
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         1.84
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.098
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Rod
_exptl_crystal_F_000             484
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.254
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         2586
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.113
_refine_ls_R_factor_all          0.0814
_refine_ls_R_factor_gt           0.0515
_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)+(0.1058P)²+0.1191P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1532
_refine_ls_wR_factor_ref         0.1878
_reflns_number_gt                1782
_reflns_number_total             2586
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b902937k.txt
_cod_data_source_block           trye
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7201008
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.6542(2) 0.05627(6) 0.09006(14) 0.0654(5) Uani 1 1 d . . .
C10 C 0.8252(3) 0.02654(8) 0.04969(19) 0.0520(5) Uani 1 1 d . . .
C9 C 0.8938(3) 0.04955(8) -0.06668(18) 0.0501(5) Uani 1 1 d . . .
C11 C 0.9308(3) -0.02290(8) 0.11520(19) 0.0528(5) Uani 1 1 d . . .
C8 C 0.7798(3) 0.09981(8) -0.13667(19) 0.0548(5) Uani 1 1 d . . .
C1 C 0.5465(3) 0.19002(9) -0.2500(2) 0.0591(5) Uani 1 1 d . . .
C6 C 0.3631(4) 0.20608(12) -0.1977(3) 0.0790(7) Uani 1 1 d . . .
C13 C 0.4112(4) 0.08160(11) 0.2406(3) 0.0658(6) Uani 1 1 d . . .
C12 C 0.5866(4) 0.03817(10) 0.2136(2) 0.0627(6) Uani 1 1 d . . .
C7 C 0.6784(3) 0.14069(9) -0.1911(2) 0.0601(5) Uani 1 1 d . . .
C2 C 0.5978(4) 0.22266(11) -0.3580(3) 0.0789(7) Uani 1 1 d . . .
C3 C 0.4675(5) 0.26980(12) -0.4121(3) 0.0897(8) Uani 1 1 d . . .
C14 C 0.3291(4) 0.06831(12) 0.3714(3) 0.0744(7) Uani 1 1 d . . .
C5 C 0.2336(5) 0.25366(13) -0.2526(3) 0.0893(8) Uani 1 1 d . . .
C4 C 0.2866(4) 0.28521(12) -0.3596(3) 0.0820(8) Uani 1 1 d . . .
C15 C 0.1547(6) 0.11160(14) 0.3990(3) 0.0911(9) Uani 1 1 d . . .
C16 C 0.0701(8) 0.0981(2) 0.5294(4) 0.1149(12) Uani 1 1 d . . .
H14B H 0.445(4) 0.0693(11) 0.458(3) 0.092(8) Uiso 1 1 d . . .
H14A H 0.278(4) 0.0233(14) 0.371(3) 0.110(9) Uiso 1 1 d . . .
H12B H 0.721(4) 0.0382(10) 0.295(2) 0.083(7) Uiso 1 1 d . . .
H11 H 0.898(3) -0.0458(9) 0.208(2) 0.065(6) Uiso 1 1 d . . .
H16C H 0.012(5) 0.0601(17) 0.518(3) 0.124(12) Uiso 1 1 d . . .
H15B H 0.215(5) 0.1500(16) 0.416(3) 0.124(11) Uiso 1 1 d . . .
H13B H 0.471(4) 0.1206(13) 0.247(2) 0.090(8) Uiso 1 1 d . . .
H12A H 0.530(3) -0.0060(10) 0.205(2) 0.072(6) Uiso 1 1 d . . .
H5 H 0.104(5) 0.2611(13) -0.213(3) 0.114(9) Uiso 1 1 d . . .
H6 H 0.319(5) 0.1825(13) -0.134(3) 0.107(9) Uiso 1 1 d . . .
H16B H 0.199(8) 0.101(2) 0.616(5) 0.21(2) Uiso 1 1 d . . .
H2 H 0.726(5) 0.2113(12) -0.394(3) 0.103(8) Uiso 1 1 d . . .
H15A H 0.033(6) 0.1151(16) 0.317(4) 0.139(13) Uiso 1 1 d . . .
H16A H -0.033(7) 0.1305(18) 0.565(4) 0.165(14) Uiso 1 1 d . . .
H3 H 0.504(5) 0.2918(14) -0.495(3) 0.127(10) Uiso 1 1 d . . .
H4 H 0.202(4) 0.3193(11) -0.404(2) 0.080(7) Uiso 1 1 d . . .
H13A H 0.296(4) 0.0816(11) 0.161(3) 0.090(8) Uiso 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'
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
_geom_angle_publ_flag
C10 O1 C12 118.29(15) . . ?
O1 C10 C11 124.92(17) . . ?
O1 C10 C9 115.33(16) . . ?
C11 C10 C9 119.75(16) . . ?
C11 C9 C10 119.81(16) 3_755 . ?
C11 C9 C8 120.57(16) 3_755 . ?
C10 C9 C8 119.61(16) . . ?
C10 C11 C9 120.44(17) . 3_755 ?
C10 C11 H11 128.4(10) . . ?
C9 C11 H11 111.2(10) 3_755 . ?
C7 C8 C9 177.0(2) . . ?
C6 C1 C2 118.3(2) . . ?
C6 C1 C7 119.7(2) . . ?
C2 C1 C7 122.07(19) . . ?
C1 C6 C5 120.7(2) . . ?
C1 C6 H6 119.0(19) . . ?
C5 C6 H6 119.9(19) . . ?
C12 C13 C14 112.7(2) . . ?
C12 C13 H13B 107.7(15) . . ?
C14 C13 H13B 108.0(14) . . ?
C12 C13 H13A 108.1(14) . . ?
C14 C13 H13A 113.4(14) . . ?
H13B C13 H13A 107(2) . . ?
O1 C12 C13 107.40(17) . . ?
O1 C12 H12B 110.9(12) . . ?
C13 C12 H12B 111.3(12) . . ?
O1 C12 H12A 109.7(12) . . ?
C13 C12 H12A 111.6(12) . . ?
H12B C12 H12A 106.0(16) . . ?
C8 C7 C1 176.1(2) . . ?
C3 C2 C1 120.6(2) . . ?
C3 C2 H2 121.5(16) . . ?
C1 C2 H2 117.9(16) . . ?
C4 C3 C2 120.6(3) . . ?
C4 C3 H3 120.1(18) . . ?
C2 C3 H3 119.3(18) . . ?
C15 C14 C13 112.9(2) . . ?
C15 C14 H14B 104.9(14) . . ?
C13 C14 H14B 116.0(14) . . ?
C15 C14 H14A 112.1(15) . . ?
C13 C14 H14A 109.3(14) . . ?
H14B C14 H14A 101(2) . . ?
C4 C5 C6 120.2(3) . . ?
C4 C5 H5 123.8(17) . . ?
C6 C5 H5 116.0(17) . . ?
C3 C4 C5 119.7(2) . . ?
C3 C4 H4 115.7(13) . . ?
C5 C4 H4 124.6(13) . . ?
C14 C15 C16 113.2(3) . . ?
C14 C15 H15B 109(2) . . ?
C16 C15 H15B 102(2) . . ?
C14 C15 H15A 111(2) . . ?
C16 C15 H15A 113(2) . . ?
H15B C15 H15A 107(3) . . ?
C15 C16 H16C 105(2) . . ?
C15 C16 H16B 111(3) . . ?
H16C C16 H16B 113(4) . . ?
C15 C16 H16A 118(2) . . ?
H16C C16 H16A 114(3) . . ?
H16B C16 H16A 96(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C10 1.366(2) . ?
O1 C12 1.428(2) . ?
C10 C11 1.386(3) . ?
C10 C9 1.400(3) . ?
C9 C11 1.396(3) 3_755 ?
C9 C8 1.439(3) . ?
C11 C9 1.396(2) 3_755 ?
C11 H11 1.10(2) . ?
C8 C7 1.185(3) . ?
C1 C6 1.377(3) . ?
C1 C2 1.381(3) . ?
C1 C7 1.434(3) . ?
C6 C5 1.385(3) . ?
C6 H6 0.90(3) . ?
C13 C12 1.511(3) . ?
C13 C14 1.511(3) . ?
C13 H13B 0.94(3) . ?
C13 H13A 0.98(3) . ?
C12 H12B 1.07(2) . ?
C12 H12A 1.04(2) . ?
C2 C3 1.378(3) . ?
C2 H2 0.96(3) . ?
C3 C4 1.361(4) . ?
C3 H3 1.02(3) . ?
C14 C15 1.506(4) . ?
C14 H14B 1.04(3) . ?
C14 H14A 1.05(3) . ?
C5 C4 1.363(4) . ?
C5 H5 0.97(3) . ?
C4 H4 0.98(2) . ?
C15 C16 1.515(4) . ?
C15 H15B 0.93(3) . ?
C15 H15A 1.03(4) . ?
C16 H16C 0.91(4) . ?
C16 H16B 1.09(5) . ?
C16 H16A 1.06(4) . ?
