#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:57:42 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180365 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/34/7203431.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_7203431
loop_
_publ_author_name
'Matthias Lehmann'
'Shin-Woong Kang'
'Christiane Köhn'
'Sönke Haseloh'
'Ute Kolb'
'Dieter Schollmeyer'
'QingBing Wang'
'Satyendra Kumar'
_publ_section_title
;
 Shape-persistent V-shaped mesogens---formation of nematic phases with
 biaxial order
;
_journal_issue                   44
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              4326
_journal_paper_doi               10.1039/b605718g
_journal_volume                  16
_journal_year                    2006
_chemical_formula_sum            'C69 H72 O5'
_chemical_formula_weight         981.27
_chemical_name_common
;3,6-Bis-(2,5-bis-hexyloxy-4-phenylethynyl-phenylethynyl)-
fluoren-9-one
;
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 97.142(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.0034(9)
_cell_length_b                   33.0383(7)
_cell_length_c                   10.6224(5)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      73
_cell_measurement_theta_min      65
_cell_volume                     5572.8(4)
_computing_cell_refinement       'Enraf Nonius Software V5'
_computing_data_collection       'Enraf Nonius Software V5'
_computing_data_reduction        'Corinc (Dräger, 1971)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR-92 (Altomare, 1994)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'CAD4 Enraf Nonius'
_diffrn_measurement_method       θ/2ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_sigmaI/netI    0.0314
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       41
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5950
_diffrn_reflns_theta_full        73.86
_diffrn_reflns_theta_max         73.86
_diffrn_reflns_theta_min         2.67
_diffrn_source                   'rotating anode'
_diffrn_standards_decay_%        5
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.558
_exptl_absorpt_correction_T_max  0.9463
_exptl_absorpt_correction_T_min  0.6055
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   'Corinc (Dräger, 1971)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.170
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2104
_exptl_crystal_size_max          1.00
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       0.00026(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    refU
_refine_ls_matrix_type           full
_refine_ls_number_parameters     358
_refine_ls_number_reflns         5636
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0590
_refine_ls_R_factor_gt           0.0453
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0527P)²+3.3413P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.1119
_refine_ls_wR_factor_ref         0.1207
_reflns_number_gt                4561
_reflns_number_total             5636
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b605718g.txt
_cod_data_source_block           ml2
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7203431
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.0000 0.39228(4) 0.2500 0.0369(4) Uani 1 2 d S . .
C1 C 0.0000 0.42904(6) 0.2500 0.0275(4) Uani 1 2 d S . .
C2 C 0.04939(9) 0.45660(4) 0.17554(13) 0.0265(3) Uani 1 1 d . . .
C3 C 0.10501(9) 0.44732(4) 0.09005(14) 0.0299(3) Uani 1 1 d . . .
H3 H 0.1181 0.4200 0.0730 0.029(4) Uiso 1 1 calc R . .
C4 C 0.14123(9) 0.47881(4) 0.02978(14) 0.0304(3) Uani 1 1 d . . .
H4 H 0.1800 0.4729 -0.0286 0.039(5) Uiso 1 1 calc R . .
C5 C 0.12148(9) 0.51920(4) 0.05374(13) 0.0270(3) Uani 1 1 d . . .
C6 C 0.06595(9) 0.52840(4) 0.14252(13) 0.0265(3) Uani 1 1 d . . .
H6 H 0.0532 0.5557 0.1607 0.032(4) Uiso 1 1 calc R . .
C7 C 0.03037(8) 0.49690(4) 0.20265(12) 0.0245(3) Uani 1 1 d . . .
C8 C 0.15787(9) 0.55064(4) -0.01477(14) 0.0290(3) Uani 1 1 d . . .
C9 C 0.18923(9) 0.57505(4) -0.07761(13) 0.0295(3) Uani 1 1 d . . .
C10 C 0.22787(9) 0.60447(4) -0.15053(13) 0.0288(3) Uani 1 1 d . . .
C11 C 0.29016(9) 0.59250(4) -0.22567(13) 0.0283(3) Uani 1 1 d . . .
C12 C 0.33074(9) 0.62164(4) -0.29053(14) 0.0305(3) Uani 1 1 d . . .
H12 H 0.3737 0.6137 -0.3395 0.035(4) Uiso 1 1 calc R . .
C13 C 0.30895(9) 0.66242(4) -0.28436(14) 0.0302(3) Uani 1 1 d . . .
C14 C 0.24364(10) 0.67405(5) -0.21431(15) 0.0341(3) Uani 1 1 d . . .
C15 C 0.20483(10) 0.64525(5) -0.14720(15) 0.0331(3) Uani 1 1 d . . .
H15 H 0.1619 0.6533 -0.0981 0.038(5) Uiso 1 1 calc R . .
C16 C 0.35197(10) 0.69355(4) -0.34491(14) 0.0321(3) Uani 1 1 d . . .
C17 C 0.38397(10) 0.72269(5) -0.38537(14) 0.0324(3) Uani 1 1 d . . .
C18 C 0.42008(10) 0.75969(4) -0.42461(14) 0.0309(3) Uani 1 1 d . . .
C19 C 0.50644(10) 0.76661(5) -0.40279(15) 0.0361(3) Uani 1 1 d . . .
H19 H 0.5432 0.7457 -0.3684 0.053(6) Uiso 1 1 calc R . .
C20 C 0.53875(11) 0.80390(5) -0.43113(16) 0.0422(4) Uani 1 1 d . . .
H20 H 0.5975 0.8088 -0.4129 0.052(6) Uiso 1 1 calc R . .
C21 C 0.48626(12) 0.83403(5) -0.48576(18) 0.0480(4) Uani 1 1 d . . .
H21 H 0.5089 0.8595 -0.5059 0.061(6) Uiso 1 1 calc R . .
C22 C 0.40096(13) 0.82693(5) -0.51076(19) 0.0516(5) Uani 1 1 d . . .
H22 H 0.3649 0.8474 -0.5499 0.069(7) Uiso 1 1 calc R . .
C23 C 0.36735(11) 0.79023(5) -0.47935(17) 0.0421(4) Uani 1 1 d . . .
H23 H 0.3083 0.7858 -0.4951 0.062(6) Uiso 1 1 calc R . .
O24 O 0.30720(7) 0.55210(3) -0.22660(10) 0.0352(3) Uani 1 1 d . . .
C25 C 0.35991(10) 0.53779(4) -0.31634(15) 0.0332(3) Uani 1 1 d . . .
H25A H 0.4180 0.5480 -0.2944 0.034(3) Uiso 1 1 calc R . .
H25B H 0.3384 0.5474 -0.4026 0.034(3) Uiso 1 1 calc R . .
C26 C 0.35913(9) 0.49214(4) -0.31213(14) 0.0319(3) Uani 1 1 d . . .
H26A H 0.3006 0.4824 -0.3341 0.036(3) Uiso 1 1 calc R . .
H26B H 0.3790 0.4830 -0.2247 0.036(3) Uiso 1 1 calc R . .
C27 C 0.41464(10) 0.47350(5) -0.40330(15) 0.0354(3) Uani 1 1 d . . .
H27A H 0.3947 0.4827 -0.4906 0.043(3) Uiso 1 1 calc R . .
H27B H 0.4731 0.4833 -0.3814 0.043(3) Uiso 1 1 calc R . .
C28 C 0.41448(10) 0.42743(5) -0.39991(15) 0.0337(3) Uani 1 1 d . . .
H28A H 0.4304 0.4185 -0.3112 0.044(3) Uiso 1 1 calc R . .
H28B H 0.3565 0.4177 -0.4273 0.044(3) Uiso 1 1 calc R . .
C29 C 0.47385(11) 0.40776(5) -0.48327(16) 0.0405(4) Uani 1 1 d . . .
H29A H 0.5323 0.4162 -0.4535 0.048(4) Uiso 1 1 calc R . .
H29B H 0.4597 0.4175 -0.5715 0.048(4) Uiso 1 1 calc R . .
C30 C 0.46902(13) 0.36172(6) -0.48186(19) 0.0525(5) Uani 1 1 d . . .
H30A H 0.5044 0.3506 -0.5426 0.073(4) Uiso 1 1 calc R . .
H30B H 0.4105 0.3532 -0.5056 0.073(4) Uiso 1 1 calc R . .
H30C H 0.4891 0.3518 -0.3965 0.073(4) Uiso 1 1 calc R . .
O31 O 0.22498(8) 0.71406(3) -0.21963(13) 0.0473(3) Uani 1 1 d . . .
C32 C 0.15269(11) 0.72819(5) -0.16535(19) 0.0452(4) Uani 1 1 d . . .
H32A H 0.1647 0.7292 -0.0717 0.052(4) Uiso 1 1 calc R . .
H32B H 0.1042 0.7099 -0.1885 0.052(4) Uiso 1 1 calc R . .
C33 C 0.13361(11) 0.77016(5) -0.21884(18) 0.0453(4) Uani 1 1 d . . .
H33A H 0.1169 0.7679 -0.3115 0.057(4) Uiso 1 1 calc R . .
H33B H 0.0851 0.7814 -0.1810 0.057(4) Uiso 1 1 calc R . .
C34 C 0.20672(11) 0.79937(5) -0.19484(17) 0.0436(4) Uani 1 1 d . . .
H34A H 0.2587 0.7856 -0.2135 0.055(4) Uiso 1 1 calc R . .
H34B H 0.2144 0.8069 -0.1039 0.055(4) Uiso 1 1 calc R . .
C35 C 0.19487(12) 0.83777(5) -0.27413(17) 0.0428(4) Uani 1 1 d . . .
H35A H 0.1866 0.8302 -0.3650 0.057(4) Uiso 1 1 calc R . .
H35B H 0.1431 0.8517 -0.2549 0.057(4) Uiso 1 1 calc R . .
C36 C 0.26782(13) 0.86678(5) -0.25138(18) 0.0494(5) Uani 1 1 d . . .
H36A H 0.3203 0.8523 -0.2643 0.064(5) Uiso 1 1 calc R . .
H36B H 0.2733 0.8760 -0.1620 0.064(5) Uiso 1 1 calc R . .
C37 C 0.25854(15) 0.90350(6) -0.3375(2) 0.0587(5) Uani 1 1 d . . .
H37A H 0.3049 0.9224 -0.3127 0.087(5) Uiso 1 1 calc R . .
H37B H 0.2048 0.9169 -0.3299 0.087(5) Uiso 1 1 calc R . .
H37C H 0.2599 0.8950 -0.4255 0.087(5) 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 0.0181 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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C2 127.52(8) . 2 ?
O1 C1 C2 127.52(8) . . ?
C2 C1 C2 104.96(16) 2 . ?
C3 C2 C7 121.25(13) . . ?
C3 C2 C1 129.67(13) . . ?
C7 C2 C1 109.07(12) . . ?
C2 C3 C4 118.52(13) . . ?
C3 C4 C5 120.92(13) . . ?
C4 C5 C6 120.18(13) . . ?
C4 C5 C8 118.87(13) . . ?
C6 C5 C8 120.94(13) . . ?
C7 C6 C5 118.59(12) . . ?
C6 C7 C2 120.51(12) . . ?
C6 C7 C7 131.05(8) . 2 ?
C2 C7 C7 108.43(8) . 2 ?
C9 C8 C5 175.77(15) . . ?
C8 C9 C10 178.83(17) . . ?
C15 C10 C11 119.48(13) . . ?
C15 C10 C9 120.53(13) . . ?
C11 C10 C9 119.99(13) . . ?
O24 C11 C12 124.62(13) . . ?
O24 C11 C10 115.81(12) . . ?
C12 C11 C10 119.55(13) . . ?
C11 C12 C13 120.68(13) . . ?
C12 C13 C14 119.61(13) . . ?
C12 C13 C16 122.34(13) . . ?
C14 C13 C16 118.04(13) . . ?
O31 C14 C15 125.63(14) . . ?
O31 C14 C13 114.71(13) . . ?
C15 C14 C13 119.66(14) . . ?
C14 C15 C10 120.91(14) . . ?
C17 C16 C13 171.99(16) . . ?
C16 C17 C18 174.87(16) . . ?
C19 C18 C23 119.17(14) . . ?
C19 C18 C17 121.25(14) . . ?
C23 C18 C17 119.48(14) . . ?
C20 C19 C18 120.02(15) . . ?
C21 C20 C19 120.55(16) . . ?
C22 C21 C20 119.59(16) . . ?
C21 C22 C23 120.54(17) . . ?
C22 C23 C18 120.07(16) . . ?
C11 O24 C25 117.65(11) . . ?
O24 C25 C26 107.64(12) . . ?
C25 C26 C27 112.17(12) . . ?
C28 C27 C26 112.72(12) . . ?
C29 C28 C27 114.20(13) . . ?
C28 C29 C30 112.61(14) . . ?
C14 O31 C32 119.06(12) . . ?
O31 C32 C33 106.40(13) . . ?
C34 C33 C32 113.88(16) . . ?
C33 C34 C35 113.45(15) . . ?
C36 C35 C34 113.64(16) . . ?
C35 C36 C37 113.37(17) . . ?
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 C1 1.214(2) . ?
C1 C2 1.4949(17) 2 ?
C1 C2 1.4950(17) . ?
C2 C3 1.3826(19) . ?
C2 C7 1.4036(18) . ?
C3 C4 1.386(2) . ?
C4 C5 1.4019(19) . ?
C5 C6 1.4071(19) . ?
C5 C8 1.4330(19) . ?
C6 C7 1.3804(18) . ?
C7 C7 1.483(3) 2 ?
C8 C9 1.196(2) . ?
C9 C10 1.4306(19) . ?
C10 C15 1.398(2) . ?
C10 C11 1.409(2) . ?
C11 O24 1.3626(17) . ?
C11 C12 1.3907(19) . ?
C12 C13 1.395(2) . ?
C13 C14 1.410(2) . ?
C13 C16 1.434(2) . ?
C14 O31 1.3548(18) . ?
C14 C15 1.382(2) . ?
C16 C17 1.195(2) . ?
C17 C18 1.436(2) . ?
C18 C19 1.391(2) . ?
C18 C23 1.395(2) . ?
C19 C20 1.384(2) . ?
C20 C21 1.383(3) . ?
C21 C22 1.378(3) . ?
C22 C23 1.384(2) . ?
O24 C25 1.4297(17) . ?
C25 C26 1.509(2) . ?
C26 C27 1.523(2) . ?
C27 C28 1.523(2) . ?
C28 C29 1.523(2) . ?
C29 C30 1.523(2) . ?
O31 C32 1.4333(19) . ?
C32 C33 1.515(2) . ?
C33 C34 1.514(2) . ?
C34 C35 1.521(2) . ?
C35 C36 1.507(3) . ?
C36 C37 1.515(3) . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 0.62(18) . . . . ?
C2 C1 C2 C3 -179.38(18) 2 . . . ?
O1 C1 C2 C7 179.53(7) . . . . ?
C2 C1 C2 C7 -0.47(7) 2 . . . ?
C7 C2 C3 C4 -0.8(2) . . . . ?
C1 C2 C3 C4 177.99(12) . . . . ?
C2 C3 C4 C5 -0.6(2) . . . . ?
C3 C4 C5 C6 1.7(2) . . . . ?
C3 C4 C5 C8 -177.45(14) . . . . ?
C4 C5 C6 C7 -1.4(2) . . . . ?
C8 C5 C6 C7 177.76(13) . . . . ?
C5 C6 C7 C2 0.0(2) . . . . ?
C5 C6 C7 C7 -178.86(17) . . . 2 ?
C3 C2 C7 C6 1.1(2) . . . . ?
C1 C2 C7 C6 -177.91(11) . . . . ?
C3 C2 C7 C7 -179.79(14) . . . 2 ?
C1 C2 C7 C7 1.20(17) . . . 2 ?
C4 C5 C8 C9 19(2) . . . . ?
C6 C5 C8 C9 -160(2) . . . . ?
C5 C8 C9 C10 -127(8) . . . . ?
C8 C9 C10 C15 -81(9) . . . . ?
C8 C9 C10 C11 99(9) . . . . ?
C15 C10 C11 O24 -178.16(13) . . . . ?
C9 C10 C11 O24 2.4(2) . . . . ?
C15 C10 C11 C12 3.1(2) . . . . ?
C9 C10 C11 C12 -176.37(14) . . . . ?
O24 C11 C12 C13 179.84(14) . . . . ?
C10 C11 C12 C13 -1.6(2) . . . . ?
C11 C12 C13 C14 -1.7(2) . . . . ?
C11 C12 C13 C16 176.99(14) . . . . ?
C12 C13 C14 O31 -176.98(14) . . . . ?
C16 C13 C14 O31 4.3(2) . . . . ?
C12 C13 C14 C15 3.3(2) . . . . ?
C16 C13 C14 C15 -175.38(15) . . . . ?
O31 C14 C15 C10 178.58(15) . . . . ?
C13 C14 C15 C10 -1.8(2) . . . . ?
C11 C10 C15 C14 -1.5(2) . . . . ?
C9 C10 C15 C14 178.03(15) . . . . ?
C12 C13 C16 C17 -159.8(12) . . . . ?
C14 C13 C16 C17 18.9(13) . . . . ?
C13 C16 C17 C18 9(3) . . . . ?
C16 C17 C18 C19 102.7(19) . . . . ?
C16 C17 C18 C23 -73.7(19) . . . . ?
C23 C18 C19 C20 2.3(2) . . . . ?
C17 C18 C19 C20 -174.14(14) . . . . ?
C18 C19 C20 C21 -2.5(2) . . . . ?
C19 C20 C21 C22 0.7(3) . . . . ?
C20 C21 C22 C23 1.3(3) . . . . ?
C21 C22 C23 C18 -1.5(3) . . . . ?
C19 C18 C23 C22 -0.3(3) . . . . ?
C17 C18 C23 C22 176.20(16) . . . . ?
C12 C11 O24 C25 -11.0(2) . . . . ?
C10 C11 O24 C25 170.38(13) . . . . ?
C11 O24 C25 C26 -171.94(12) . . . . ?
O24 C25 C26 C27 -179.17(12) . . . . ?
C25 C26 C27 C28 179.95(13) . . . . ?
C26 C27 C28 C29 -176.10(13) . . . . ?
C27 C28 C29 C30 -177.46(15) . . . . ?
C15 C14 O31 C32 -8.2(3) . . . . ?
C13 C14 O31 C32 172.10(15) . . . . ?
C14 O31 C32 C33 -163.63(15) . . . . ?
O31 C32 C33 C34 -56.5(2) . . . . ?
C32 C33 C34 C35 166.29(15) . . . . ?
C33 C34 C35 C36 -179.51(15) . . . . ?
C34 C35 C36 C37 175.75(16) . . . . ?
