#------------------------------------------------------------------------------
#$Date: 2025-08-22 17:55:42 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301864 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/21/89/7218969.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_7218969
loop_
_publ_author_name
'Saha, Subhankar'
'Rajput, Lalit'
'Joseph, Sumy'
'Mishra, Manish Kumar'
'Ganguly, Somnath'
'Desiraju, Gautam R.'
_publ_section_title
;
 IR spectroscopy as a probe for C--H⋯X hydrogen bonded
 supramolecular synthons
;
_journal_issue                   6
_journal_name_full               CrystEngComm
_journal_page_first              1273
_journal_paper_doi               10.1039/C4CE02034K
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         'C17 H15 Cl O3'
_chemical_formula_sum            'C17 H15 Cl O3'
_chemical_formula_weight         302.74
_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
_audit_update_record
;
2014-09-12 deposited with the CCDC.
2014-11-26 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 105.671(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.0137(18)
_cell_length_b                   5.7145(7)
_cell_length_c                   17.311(2)
_cell_measurement_reflns_used    11455
_cell_measurement_temperature    173
_cell_measurement_theta_max      27.6
_cell_measurement_theta_min      3.1
_cell_volume                     1430.0(3)
_computing_cell_refinement
;
CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)
;
_computing_data_collection
;
CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)
;
_computing_data_reduction
;
CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean 13.6612
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device
;
XtaLABmini: Fixed Chi 2 circle
;
_diffrn_measurement_device_type
;
Rigaku Mercury375R (2x2 bin mode)
;
_diffrn_measurement_method       'profile data from ω-scans'
_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  0.031
_diffrn_reflns_av_sigmaI/netI    0.0214
_diffrn_reflns_av_unetI/netI     0.043
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            15259
_diffrn_reflns_theta_full        26.15
_diffrn_reflns_theta_max         26.15
_diffrn_reflns_theta_min         3.19
_exptl_absorpt_coefficient_mu    0.274
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.264
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     250
_refine_ls_number_reflns         2838
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0331
_refine_ls_R_factor_gt           0.0302
_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)+(0.0405P)²+0.5273P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0795
_refine_ls_wR_factor_ref         0.0814
_reflns_number_gt                2609
_reflns_number_total             2838
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c4ce02034k2.cif
_cod_data_source_block           datam
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2935 2014-11-11 08:27:57Z andrius 

 Adding full bibliography for 7218966--7218974.cif.
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7218969
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
H5 H 0.0437(11) 0.210(3) 0.0598(10) 0.030(4) Uiso 1 1 d
H6 H -0.1661(11) 0.534(3) 0.1812(9) 0.025(4) Uiso 1 1 d
H7 H -0.3017(11) 0.555(3) 0.2195(9) 0.021(4) Uiso 1 1 d
H8 H -0.2616(11) -0.050(3) 0.0505(9) 0.025(4) Uiso 1 1 d
H9 H -0.4138(11) -0.149(3) -0.0227(10) 0.029(4) Uiso 1 1 d
H10 H -0.4221(12) 0.458(3) 0.2780(11) 0.036(5) Uiso 1 1 d
H11 H -0.4554(11) 0.612(3) 0.1981(10) 0.033(4) Uiso 1 1 d
H12 H -0.5291(12) 0.442(3) 0.2228(9) 0.031(4) Uiso 1 1 d
H13 H -0.3709(12) -0.350(3) 0.0422(10) 0.033(4) Uiso 1 1 d
H14 H -0.4793(12) -0.313(3) 0.0141(10) 0.037(5) Uiso 1 1 d
H15 H -0.0501(12) 0.515(3) 0.1334(10) 0.032(4) Uiso 1 1 d
H1 H 0.2047(12) 0.994(3) 0.1921(10) 0.031(4) Uiso 1 1 d
H2 H 0.0703(12) 0.766(3) 0.1612(9) 0.032(4) Uiso 1 1 d
H3 H 0.1972(11) 0.287(3) 0.0555(10) 0.033(4) Uiso 1 1 d
H4 H 0.3310(12) 0.518(3) 0.0850(9) 0.029(4) Uiso 1 1 d
C1 C 0.27883(9) 0.7743(2) 0.14159(8) 0.0206(3) Uani 1 1 d
C2 C 0.27768(9) 0.5661(2) 0.10047(8) 0.0237(3) Uani 1 1 d
C3 C 0.19862(9) 0.4297(2) 0.08291(8) 0.0229(3) Uani 1 1 d
C4 C 0.12045(9) 0.4985(2) 0.10572(7) 0.0198(3) Uani 1 1 d
C5 C 0.12359(9) 0.7116(3) 0.14636(8) 0.0248(3) Uani 1 1 d
C6 C 0.20236(10) 0.8486(3) 0.16496(8) 0.0251(3) Uani 1 1 d
C7 C 0.03912(9) 0.3455(2) 0.08651(8) 0.0211(3) Uani 1 1 d
C8 C -0.03952(9) 0.3775(2) 0.10634(8) 0.0234(3) Uani 1 1 d
C9 C -0.11491(9) 0.2032(2) 0.08367(8) 0.0212(3) Uani 1 1 d
C10 C -0.20071(8) 0.2366(2) 0.11049(7) 0.0187(3) Uani 1 1 d
C11 C -0.27089(9) 0.0690(2) 0.08486(8) 0.0198(3) Uani 1 1 d
C12 C -0.35084(8) 0.0809(2) 0.10893(7) 0.0186(3) Uani 1 1 d
C13 C -0.36324(8) 0.2661(2) 0.15923(7) 0.0183(3) Uani 1 1 d
C14 C -0.29385(9) 0.4301(2) 0.18543(8) 0.0196(3) Uani 1 1 d
C15 C -0.21286(9) 0.4157(2) 0.16088(8) 0.0199(3) Uani 1 1 d
C16 C -0.42114(10) -0.2350(3) 0.02519(9) 0.0274(3) Uani 1 1 d
C17 C -0.46441(10) 0.4595(3) 0.22279(9) 0.0276(3) Uani 1 1 d
O1 O -0.44576(6) 0.26619(17) 0.17735(5) 0.0230(2) Uani 1 1 d
O2 O -0.42194(6) -0.07460(16) 0.08844(6) 0.0250(2) Uani 1 1 d
O3 O -0.10703(7) 0.02802(18) 0.04513(6) 0.0314(3) Uani 1 1 d
Cl1 Cl 0.37796(2) 0.94675(6) 0.16259(2) 0.02741(12) Uani 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'
Cl Cl 0.1484 0.1585 '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
C6 C1 C2 121.23(12)
C6 C1 Cl1 119.71(10)
C2 C1 Cl1 119.05(10)
C3 C2 C1 119.21(12)
C2 C3 C4 121.16(13)
C3 C4 C5 118.13(12)
C3 C4 C7 118.80(12)
C5 C4 C7 123.07(12)
C6 C5 C4 121.34(12)
C5 C6 C1 118.92(13)
C8 C7 C4 127.14(13)
C7 C8 C9 120.58(13)
O3 C9 C8 120.99(12)
O3 C9 C10 119.42(11)
C8 C9 C10 119.56(11)
C15 C10 C11 119.12(11)
C15 C10 C9 124.05(11)
C11 C10 C9 116.78(11)
C12 C11 C10 120.85(12)
O2 C12 C11 125.23(12)
O2 C12 C13 115.14(11)
C11 C12 C13 119.63(11)
O1 C13 C14 125.26(12)
O1 C13 C12 115.00(11)
C14 C13 C12 119.74(11)
C13 C14 C15 120.10(12)
C10 C15 C14 120.55(12)
C13 O1 C17 117.06(10)
C12 O2 C16 116.74(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C6 1.3833(19)
C1 C2 1.3840(19)
C1 Cl1 1.7396(13)
C2 C3 1.3834(19)
C3 C4 1.3923(18)
C4 C5 1.4008(19)
C4 C7 1.4651(18)
C5 C6 1.3818(19)
C7 C8 1.3283(18)
C8 C9 1.4790(18)
C9 O3 1.2263(16)
C9 C10 1.4949(17)
C10 C15 1.3881(18)
C10 C11 1.4043(18)
C11 C12 1.3745(18)
C12 O2 1.3601(15)
C12 C13 1.4144(18)
C13 O1 1.3577(15)
C13 C14 1.3835(18)
C14 C15 1.3946(18)
C16 O2 1.4303(17)
C17 O1 1.4270(17)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 5702790
