#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:00:14 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180367 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/36/7203685.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_7203685
loop_
_publ_author_name
'Tolulope M. Fasina'
'Jonathan C. Collings'
'Jacqueline M. Burke'
'Andrei S. Batsanov'
'Richard M. Ward'
'David Albesa-Jové'
'Laurent Porrès'
'Andrew Beeby'
'Judith A. K. Howard'
'Andrew J. Scott'
'William Clegg'
'Stephen W. Watt'
'Christopher Viney'
'Todd B. Marder'
_publ_section_title
;
 Synthesis, optical properties, crystal structures and phase behaviour
 of symmetric, conjugated ethynylarene-based rigid rods with terminal
 carboxylate groups
;
_journal_issue                   6
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              690
_journal_paper_doi               10.1039/b413514h
_journal_volume                  15
_journal_year                    2005
_chemical_formula_moiety         'C18 H14 O4'
_chemical_formula_sum            'C18 H14 O4'
_chemical_formula_weight         294.29
_chemical_melting_point          492.0(10)
_chemical_name_common            1,2-bis(4'-carbomethoxyphenyl)ethyne
_chemical_name_systematic
;
1,2-bis(4'-carbomethoxyphenyl)ethyne
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.1061(8)
_cell_length_b                   5.9558(7)
_cell_length_c                   34.129(4)
_cell_measurement_reflns_used    4860
_cell_measurement_temperature    160(2)
_cell_measurement_theta_max      28.25
_cell_measurement_theta_min      1.79
_cell_volume                     1444.4(3)
_computing_cell_refinement       'local programs'
_computing_data_collection       'Siemens SMART'
_computing_data_reduction        'Siemens SAINT'
_computing_molecular_graphics    'SHELXTL version 6.12 (Bruker, 2001)'
_computing_publication_material  'SHELXTL version 6.12 (Bruker, 2001)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      160(2)
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.833
_diffrn_measured_fraction_theta_max 0.786
_diffrn_measurement_device_type  'Siemens SMART CCD diffractometer'
_diffrn_measurement_method       'ω rotation with narrow frames'
_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  0.0256
_diffrn_reflns_av_sigmaI/netI    0.0199
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            8196
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.27
_diffrn_reflns_theta_min         2.39
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.353
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       Plate
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.362
_refine_diff_density_min         -0.177
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       0.008(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   1.085
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     102
_refine_ls_number_reflns         1667
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.0512
_refine_ls_R_factor_gt           0.0405
_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)+(0.0558P)²+0.4261P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1065
_refine_ls_wR_factor_ref         0.1120
_reflns_number_gt                1365
_reflns_number_total             1667
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b413514h.txt
_cod_data_source_block           (2)
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '491--493' was changed to '492.0(10)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1569 2011-02-09 13:29:24Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0558P)^2^+0.4261P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0558P)^2^+0.4261P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      Pbca
_cod_database_code               7203685
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4474(2) 0.7175(3) 0.28807(4) 0.0336(4) Uani 1 d . . .
H11 H 0.5771 0.7085 0.2784 0.050 Uiso 1 calc R . .
H12 H 0.4089 0.8752 0.2896 0.050 Uiso 1 calc R . .
H13 H 0.3637 0.6369 0.2701 0.050 Uiso 1 calc R . .
O1 O 0.43642(14) 0.61645(16) 0.32679(3) 0.0286(3) Uani 1 d . . .
C2 C 0.49915(17) 0.4054(2) 0.32922(4) 0.0227(3) Uani 1 d . . .
O2 O 0.55594(16) 0.3000(2) 0.30145(3) 0.0372(3) Uani 1 d . . .
C3 C 0.49505(16) 0.3163(2) 0.37000(3) 0.0195(3) Uani 1 d . . .
C4 C 0.42423(16) 0.4411(2) 0.40129(4) 0.0203(3) Uani 1 d . . .
H4 H 0.3729 0.5861 0.3968 0.024 Uiso 1 calc R . .
C5 C 0.42889(17) 0.3530(2) 0.43894(4) 0.0215(3) Uani 1 d . . .
H5 H 0.3810 0.4382 0.4603 0.026 Uiso 1 calc R . .
C6 C 0.50419(16) 0.1385(2) 0.44559(4) 0.0209(3) Uani 1 d . . .
C7 C 0.57586(17) 0.0154(2) 0.41410(4) 0.0225(3) Uani 1 d . . .
H7 H 0.6286 -0.1290 0.4185 0.027 Uiso 1 calc R . .
C8 C 0.57027(17) 0.1029(2) 0.37664(4) 0.0222(3) Uani 1 d . . .
H8 H 0.6178 0.0176 0.3553 0.027 Uiso 1 calc R . .
C9 C 0.50313(17) 0.0429(2) 0.48412(4) 0.0238(3) Uani 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0401(8) 0.0355(8) 0.0253(7) 0.0115(6) 0.0015(6) 0.0022(6)
O1 0.0380(6) 0.0262(5) 0.0216(5) 0.0056(4) 0.0025(4) 0.0057(4)
C2 0.0219(6) 0.0252(6) 0.0212(6) -0.0005(5) -0.0005(5) -0.0008(5)
O2 0.0548(7) 0.0353(6) 0.0215(5) -0.0012(4) 0.0058(4) 0.0082(5)
C3 0.0170(6) 0.0216(6) 0.0198(6) 0.0010(5) -0.0006(5) -0.0016(5)
C4 0.0192(6) 0.0188(6) 0.0230(6) 0.0007(4) -0.0008(5) 0.0013(4)
C5 0.0198(6) 0.0240(6) 0.0208(6) -0.0004(5) 0.0011(5) 0.0010(5)
C6 0.0162(6) 0.0240(6) 0.0225(6) 0.0041(5) -0.0023(5) -0.0034(5)
C7 0.0200(6) 0.0188(6) 0.0287(7) 0.0017(5) -0.0030(5) 0.0010(4)
C8 0.0201(6) 0.0221(6) 0.0245(6) -0.0029(5) 0.0002(5) 0.0008(5)
C9 0.0197(6) 0.0255(7) 0.0261(6) 0.0031(5) -0.0024(5) -0.0010(5)
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
C2 O1 C1 115.33(10) . . ?
O2 C2 O1 123.54(12) . . ?
O2 C2 C3 123.72(12) . . ?
O1 C2 C3 112.73(11) . . ?
C4 C3 C8 119.89(11) . . ?
C4 C3 C2 122.19(11) . . ?
C8 C3 C2 117.90(11) . . ?
C5 C4 C3 119.92(11) . . ?
C4 C5 C6 120.19(11) . . ?
C7 C6 C5 119.49(11) . . ?
C7 C6 C9 119.94(11) . . ?
C5 C6 C9 120.55(11) . . ?
C8 C7 C6 120.23(11) . . ?
C7 C8 C3 120.28(11) . . ?
C9 C9 C6 177.41(18) 5_656 . ?
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
C1 O1 1.4540(16) . ?
O1 C2 1.3362(16) . ?
C2 O2 1.2065(16) . ?
C2 C3 1.4897(17) . ?
C3 C4 1.3950(17) . ?
C3 C8 1.3975(17) . ?
C4 C5 1.3881(17) . ?
C5 C6 1.4035(17) . ?
C6 C7 1.3974(18) . ?
C6 C9 1.4329(17) . ?
C7 C8 1.3813(18) . ?
C9 C9 1.199(3) 5_656 ?
