#------------------------------------------------------------------------------
#$Date: 2025-08-22 10:56:18 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301860 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/21/7122157.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_7122157
loop_
_publ_author_name
'Negi, Lalita'
'Shrivastava, Ashutosh'
'Das, Dinabandhu'
_publ_section_title
;
 Switching from positive to negative axial thermal expansion in two
 organic crystalline compounds with similar packing.
;
_journal_issue                   76
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              10675
_journal_page_last               10678
_journal_paper_doi               10.1039/c8cc05859h
_journal_volume                  54
_journal_year                    2018
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C18 H16 O2'
_chemical_formula_sum            'C18 H16 O2'
_chemical_formula_weight         264.31
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2018-07-14 deposited with the CCDC.
2018-08-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.9146(3)
_cell_length_b                   7.3912(5)
_cell_length_c                   32.9799(19)
_cell_measurement_reflns_used    6100
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      27.69
_cell_measurement_theta_min      2.47
_cell_volume                     1441.75(15)
_computing_cell_refinement       'Bruker APEX-III'
_computing_data_collection       'Bruker APEX-III'
_computing_data_reduction        'Bruker SAINT '
_computing_molecular_graphics    'XSEED (Barbour 2017)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      300(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX-II CMOS detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_av_unetI/netI     0.0444
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            8646
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         28.308
_diffrn_reflns_theta_min         2.470
_diffrn_source                   microfocus
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6633
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.218
_exptl_crystal_density_meas      ?
_exptl_crystal_description       'HEXAGONAL PLATE'
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.363
_exptl_crystal_size_mid          0.324
_exptl_crystal_size_min          0.085
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.140
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details
;
 Flack x determined using 769 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.5(6)
_refine_ls_extinction_coef       0.020(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         3491
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0792
_refine_ls_R_factor_gt           0.0418
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0496P)²+0.1980P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0935
_refine_ls_wR_factor_ref         0.1156
_reflns_Friedel_coverage         0.675
_reflns_Friedel_fraction_full    0.967
_reflns_Friedel_fraction_max     0.954
_reflns_number_gt                2384
_reflns_number_total             3491
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8cc05859h2.cif
_cod_data_source_block           2_300K
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 

 Adding full bibliography for 7122148--7122167.cif.
;
_cod_database_code               7122157
_shelx_shelxl_version_number     2018/3
_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_min   0.972
_shelx_estimated_absorpt_t_max   0.993
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-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
O1 O 0.3634(3) 0.6294(3) 0.95971(5) 0.0487(5) Uani 1 1 d . .
O2 O 0.9838(4) 0.3757(3) 0.53656(5) 0.0566(6) Uani 1 1 d . .
C1 C 0.1471(6) 0.3665(5) 0.93992(10) 0.0844(12) Uani 1 1 d . .
H1A H 0.082933 0.359886 0.966618 0.127 Uiso 1 1 calc R U
H1B H 0.160984 0.246730 0.928929 0.127 Uiso 1 1 calc R U
H1C H 0.050642 0.437609 0.922771 0.127 Uiso 1 1 calc R U
C2 C 0.3789(5) 0.4538(4) 0.94220(7) 0.0483(7) Uani 1 1 d . .
H2 H 0.475628 0.378860 0.959530 0.058 Uiso 1 1 calc R U
C3 C 0.4828(5) 0.4648(4) 0.90179(7) 0.0463(6) Uani 1 1 d . .
C4 C 0.5619(4) 0.4622(4) 0.86874(7) 0.0453(6) Uani 1 1 d . .
C5 C 0.6625(4) 0.4464(3) 0.82903(6) 0.0378(6) Uani 1 1 d . .
C6 C 0.5490(4) 0.4993(3) 0.79496(6) 0.0356(5) Uani 1 1 d . .
H6 H 0.408762 0.555140 0.797464 0.043 Uiso 1 1 calc R U
C7 C 0.6415(3) 0.4705(3) 0.75589(6) 0.0307(5) Uani 1 1 d . .
C8 C 0.5245(4) 0.5178(3) 0.71989(6) 0.0370(6) Uani 1 1 d . .
H8 H 0.382171 0.570817 0.721633 0.044 Uiso 1 1 calc R U
C9 C 0.6176(4) 0.4868(4) 0.68290(6) 0.0408(6) Uani 1 1 d . .
H9 H 0.537830 0.518414 0.659656 0.049 Uiso 1 1 calc R U
C10 C 0.8336(4) 0.4071(3) 0.67917(6) 0.0366(6) Uani 1 1 d . .
C11 C 0.9476(4) 0.3566(3) 0.71356(6) 0.0342(5) Uani 1 1 d . .
H11 H 1.087819 0.300638 0.711186 0.041 Uiso 1 1 calc R U
C12 C 0.8567(3) 0.3877(3) 0.75241(6) 0.0298(5) Uani 1 1 d . .
C13 C 0.9729(4) 0.3389(3) 0.78814(6) 0.0370(6) Uani 1 1 d . .
H13 H 1.116027 0.287349 0.786271 0.044 Uiso 1 1 calc R U
C14 C 0.8788(4) 0.3660(4) 0.82525(6) 0.0419(6) Uani 1 1 d . .
H14 H 0.957313 0.331297 0.848411 0.050 Uiso 1 1 calc R U
C15 C 0.9356(4) 0.3839(4) 0.63997(7) 0.0446(6) Uani 1 1 d . .
C16 C 1.0271(5) 0.3698(4) 0.60820(6) 0.0463(7) Uani 1 1 d . .
C17 C 1.1428(4) 0.3541(4) 0.56887(7) 0.0459(6) Uani 1 1 d . .
H17 H 1.211198 0.233630 0.566879 0.055 Uiso 1 1 calc R U
C18 C 1.3244(5) 0.4939(5) 0.56371(8) 0.0622(8) Uani 1 1 d . .
H18A H 1.390085 0.482728 0.537210 0.093 Uiso 1 1 calc R U
H18B H 1.439238 0.476151 0.583896 0.093 Uiso 1 1 calc R U
H18C H 1.260138 0.612447 0.566727 0.093 Uiso 1 1 calc R U
H1 H 0.413(7) 0.620(5) 0.9838(12) 0.103(13) Uiso 1 1 d . .
H2A H 0.871(6) 0.299(5) 0.5396(10) 0.091(13) 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
O1 C2 C3 110.1(2)
O1 C2 C1 110.4(2)
C3 C2 C1 110.9(2)
C4 C3 C2 175.6(3)
C3 C4 C5 176.1(3)
C6 C5 C14 119.45(19)
C6 C5 C4 121.4(2)
C14 C5 C4 119.1(2)
C5 C6 C7 121.0(2)
C6 C7 C12 119.06(19)
C6 C7 C8 122.4(2)
C12 C7 C8 118.50(18)
C9 C8 C7 120.8(2)
C8 C9 C10 121.0(2)
C11 C10 C9 119.11(19)
C11 C10 C15 120.3(2)
C9 C10 C15 120.5(2)
C10 C11 C12 121.3(2)
C11 C12 C13 122.11(19)
C11 C12 C7 119.16(19)
C13 C12 C7 118.73(18)
C14 C13 C12 121.0(2)
C13 C14 C5 120.7(2)
C16 C15 C10 177.1(3)
C15 C16 C17 179.3(3)
O2 C17 C16 110.0(2)
O2 C17 C18 108.0(2)
C16 C17 C18 112.2(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C2 1.424(3)
O2 C17 1.430(3)
C1 C2 1.517(4)
C2 C3 1.470(3)
C3 C4 1.187(3)
C4 C5 1.443(3)
C5 C6 1.366(3)
C5 C14 1.416(3)
C6 C7 1.416(3)
C7 C12 1.417(3)
C7 C8 1.418(3)
C8 C9 1.358(3)
C9 C10 1.412(3)
C10 C11 1.371(3)
C10 C15 1.437(3)
C11 C12 1.408(3)
C12 C13 1.411(3)
C13 C14 1.359(3)
C15 C16 1.184(3)
C16 C17 1.471(3)
C17 C18 1.500(4)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139189014
