#------------------------------------------------------------------------------
#$Date: 2016-03-25 23:53:55 +0100 (vie 25 de mar de 2016) $
#$Revision: 180101 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/47/7054717.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_7054717
loop_
_publ_author_name
'Saraswatula, Viswanadha G.'
'Bhattacharya, Suman'
'Saha, Binoy K.'
_publ_section_title
;
 Can the thermal expansion be controlled by varying the hydrogen bond
 dimensionality in polymorphs?
;
_journal_issue                   5
_journal_name_full               'New J. Chem.'
_journal_page_first              3345
_journal_paper_doi               10.1039/C5NJ00196J
_journal_volume                  39
_journal_year                    2015
_chemical_formula_moiety         'C4 H4 O2'
_chemical_formula_sum            'C4 H4 O2'
_chemical_formula_weight         84.07
_chemical_name_common            0D-226
_chemical_name_systematic        'But-2-ynoic acid triclinic polymorph'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2014-11-10
_audit_creation_method
;
Olex2 1.2
(compiled 2014.08.28 svn.r2986 for OlexSys, GUI svn.r4874)
;
_audit_update_record
;
2014-12-18 deposited with the CCDC.
2015-03-06 downloaded from the CCDC.
;
_cell_angle_alpha                113.064(16)
_cell_angle_beta                 96.689(12)
_cell_angle_gamma                108.347(15)
_cell_formula_units_Z            2
_cell_length_a                   5.0673(8)
_cell_length_b                   7.0638(13)
_cell_length_c                   7.1630(9)
_cell_measurement_reflns_used    507
_cell_measurement_temperature    226(2)
_cell_measurement_theta_max      28.6229
_cell_measurement_theta_min      4.6795
_cell_volume                     215.30(7)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_diffrn_ambient_temperature      226(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.896
_diffrn_measurement_details
;
  1 omega  -25.00   21.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.4178  -99.0000  -60.0000 46

  2 omega  -77.00  -14.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.4178  -37.0000 -150.0000 63

  3 omega   -1.00   51.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.4178   57.0000  -60.0000 52

  4 omega  -34.00   -7.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.4178  -57.0000   60.0000 27

  5 omega  -85.00  -10.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.4178  -57.0000  150.0000 75

  6 omega  -46.00   43.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       19.2147  -77.0000   60.0000 89

  7 omega   -2.00   88.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       19.2147   57.0000    0.0000 90

  8 omega  -51.00   49.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       19.2147  -77.0000 -150.0000 100
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0312769000
_diffrn_orient_matrix_UB_12      0.0970765000
_diffrn_orient_matrix_UB_13      0.0410753000
_diffrn_orient_matrix_UB_21      0.0061212000
_diffrn_orient_matrix_UB_22      -0.0041408000
_diffrn_orient_matrix_UB_23      0.0976986000
_diffrn_orient_matrix_UB_31      0.1500187000
_diffrn_orient_matrix_UB_32      0.0682929000
_diffrn_orient_matrix_UB_33      0.0359959000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_av_unetI/netI     0.0384
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.896
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            2279
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.896
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         28.686
_diffrn_reflns_theta_min         4.689
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63123
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_description       plate
_exptl_crystal_F_000             88
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.282
_refine_diff_density_min         -0.160
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     60
_refine_ls_number_reflns         997
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0997
_refine_ls_R_factor_gt           0.0605
_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)+(0.1043P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1695
_refine_ls_wR_factor_ref         0.2071
_reflns_Friedel_coverage         0.000
_reflns_number_gt                592
_reflns_number_total             997
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5nj00196j2.cif
_cod_data_source_block           0D-226
_cod_depositor_comments
'Adding full bibliography for 7054714--7054724.cif.'
_cod_database_code               7054717
#BEGIN Tags that were not found in dictionaries:
_shelxl_version_number           2014/6
_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.
;
_shelx_estimated_absorpt_t_max   0.994
_shelx_estimated_absorpt_t_min   0.951
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
O1 O -0.2165(3) 0.1003(3) -0.0895(3) 0.0643(6) Uani 1 1 d .
O2 O -0.2546(4) 0.2117(3) 0.2394(3) 0.0666(6) Uani 1 1 d .
C4 C 0.6849(5) 0.7327(4) 0.3540(4) 0.0627(7) Uani 1 1 d .
H4A H 0.6713 0.8672 0.4543 0.094 Uiso 1 1 calc GR
H4B H 0.7577 0.7600 0.2437 0.094 Uiso 1 1 calc GR
H4C H 0.8156 0.6922 0.4260 0.094 Uiso 1 1 calc GR
C3 C 0.4003(5) 0.5510(4) 0.2613(4) 0.0531(6) Uani 1 1 d .
C1 C -0.1176(5) 0.2269(4) 0.1040(4) 0.0499(6) Uani 1 1 d .
C2 C 0.1682(5) 0.4024(4) 0.1857(4) 0.0547(7) Uani 1 1 d .
H2 H -0.459(10) 0.085(8) 0.168(7) 0.21(2) Uiso 1 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
O1 0.0506(11) 0.0614(11) 0.0580(12) 0.0225(9) 0.0092(8) 0.0017(8)
O2 0.0452(10) 0.0729(12) 0.0626(11) 0.0255(9) 0.0159(9) 0.0065(8)
C4 0.0466(14) 0.0538(13) 0.0653(15) 0.0251(12) 0.0052(12) -0.0016(10)
C3 0.0462(13) 0.0498(12) 0.0580(14) 0.0241(11) 0.0138(11) 0.0131(10)
C1 0.0403(12) 0.0457(11) 0.0617(14) 0.0271(11) 0.0109(11) 0.0120(9)
C2 0.0463(13) 0.0499(12) 0.0603(15) 0.0242(11) 0.0111(11) 0.0121(10)
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
C1 O2 H2 111(2)
H4A C4 H4B 109.5
H4A C4 H4C 109.5
H4B C4 H4C 109.5
C3 C4 H4A 109.5
C3 C4 H4B 109.5
C3 C4 H4C 109.5
C2 C3 C4 179.9(3)
O1 C1 O2 123.9(2)
O1 C1 C2 119.8(2)
O2 C1 C2 116.3(2)
C3 C2 C1 177.0(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.248(3)
O2 C1 1.275(3)
O2 H2 1.03(5)
C4 H4A 0.9700
C4 H4B 0.9700
C4 H4C 0.9700
C4 C3 1.453(3)
C3 C2 1.186(3)
C1 C2 1.443(3)
