#------------------------------------------------------------------------------
#$Date: 2026-03-04 04:03:29 +0100 (Wed 04 de Mar de 2026) $
#$Revision: 304728 $
#$URL: svn://www.crystallography.net/cod/cif/1/57/67/1576744.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_1576744
loop_
_publ_author_name
'Qi, Jun-Chao'
'Chen, Xiao-Gang'
'Wang, Zhen-Yu'
'Tang, Yuan-Yuan'
'Song, Xian-Jiang'
'Qin, Yan'
'Lv, Hui-Peng'
'Xiong, Ren-Gen'
'Liao, Wei-Qiang'
_publ_section_title
;
 Organic-inorganic perovskite ferroelectric catalytic selective alkyne
 coupling under ultrasound sonication.
;
_journal_issue                   3
_journal_name_full               'Chemical science'
_journal_page_first              1792
_journal_page_last               1800
_journal_paper_doi               10.1039/d5sc07784b
_journal_volume                  17
_journal_year                    2026
_chemical_formula_moiety         'C16 H10'
_chemical_formula_sum            'C16 H10'
_chemical_formula_weight         202.24
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2025-10-07
_audit_creation_method
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_audit_update_record
;
2025-10-07 deposited with the CCDC.	2025-11-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.223(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.6124(2)
_cell_length_b                   6.0702(2)
_cell_length_c                   14.6218(5)
_cell_measurement_reflns_used    1912
_cell_measurement_temperature    272.7(3)
_cell_measurement_theta_max      71.4380
_cell_measurement_theta_min      6.1580
_cell_volume                     575.68(3)
_computing_cell_refinement       'CrysAlisPro 1.171.43.129a (Rigaku OD, 2024)'
_computing_data_collection
'CrysAlisPro system (CCD 43.129a 64-bit (release 29-06-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.129a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      272.7(3)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     55.00 117.00   0.50    0.20    --   75.32  15.00  60.00  124
  2  ω     55.00 119.00   0.50    0.20    --   75.32  15.00 -60.00  128
  3  ω     75.00 119.00   0.50    0.20    --   74.97  15.00-180.00   88
  4  ω     51.00  78.00   0.50    0.20    --   60.40  15.00-180.00   54
  5  ω     25.00  51.00   0.50    0.20    --   60.40-125.00-120.00   52
  6  ω     57.00  83.00   0.50    0.20    --   60.40-125.00-120.00   52
  7  ω     33.00  64.00   0.50    0.20    --   60.40-125.00-150.00   62
  8  ω     37.00  63.00   0.50    0.20    --   74.97-125.00-120.00   52
  9  ω     59.00  90.00   0.50    0.20    --   75.32-125.00 -90.00   62
 10  ω     74.00  99.00   0.50    0.20    --   74.97-125.00-120.00   50
 11  ω     45.00  84.00   0.50    0.20    --   75.32-125.00-180.00   78
 12  ω    -88.00 -63.00   0.50    0.20    --  -75.45 -15.00  90.00   50
 13  ω    -95.00 -46.00   0.50    0.20    --  -60.77 -15.00   0.00   98
 14  ω   -104.00 -62.00   0.50    0.20    --  -60.77 -15.00 -30.00   84
 15  ω   -108.00 -64.00   0.50    0.20    --  -75.45 -15.00   0.00   88
 16  ω   -100.00 -73.00   0.50    0.20    --  -60.77 -15.00 -90.00   54
 17  ω    -96.00 -31.00   0.50    0.20    --  -73.82 125.00 -90.00  130
 18  ω    -49.00 -23.00   0.50    0.20    --  -60.77 125.00-180.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0415037000
_diffrn_orient_matrix_UB_12      0.0886702000
_diffrn_orient_matrix_UB_13      0.1006346000
_diffrn_orient_matrix_UB_21      -0.2321004000
_diffrn_orient_matrix_UB_22      0.0445238000
_diffrn_orient_matrix_UB_23      -0.0078012000
_diffrn_orient_matrix_UB_31      -0.0282122000
_diffrn_orient_matrix_UB_32      -0.2336513000
_diffrn_orient_matrix_UB_33      0.0367185000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0194
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            3066
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.960
_diffrn_reflns_theta_min         6.171
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.502
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80296
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.129a (Rigaku Oxford Diffraction, 2024)
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    1.167
_exptl_crystal_description       block
_exptl_crystal_F_000             212
_refine_diff_density_max         0.106
_refine_diff_density_min         -0.105
_refine_diff_density_rms         0.025
_refine_ls_extinction_coef       0.021(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     74
_refine_ls_number_reflns         1092
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0441
_refine_ls_R_factor_gt           0.0372
_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)+(0.0505P)²+0.0528P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1038
_refine_ls_wR_factor_ref         0.1100
_reflns_Friedel_coverage         0.000
_reflns_number_gt                906
_reflns_number_total             1092
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5sc07784b2.cif
_cod_data_source_block           2a
_cod_database_code               1576744
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         'C H'
_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.
;
_diffrn_oxdiff_digest_hkl
;
43869d81bab377bc1e9225df1252563238cef2
;
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C004(H004), C005(H005), C006(H006), C007(H007), C008(H008)
;
_shelx_res_file
;
TITL qjc-benyique-273k_auto_a.res in P2(1)/n
    2a.res
    created by SHELXL-2019/3 at 23:03:48 on 07-Oct-2025
REM Old TITL QJC-ben yi que -273k_auto in P2(1)/n
REM SHELXT solution in P2(1)/n: R1 0.154, Rweak 0.280, Alpha 0.017
REM <I/s> 0.383 for 111 systematic absences, Orientation as input
REM Formula found by SHELXT: C8
CELL 1.54184 6.6124 6.0702 14.6218 90 101.223 90
ZERR 2 0.0002 0.0002 0.0005 0 0.003 0
LATT 1
SYMM 0.5-X,0.5+Y,0.5-Z
SFAC C H
UNIT 32 20

L.S. 4 0 0
PLAN  5
TEMP 0
CONF
BOND
LIST 6
MORE -1
BOND $H
fmap 2 53
acta
REM <olex2.extras>
REM <HklSrc "%.\\2a.hkl">
REM </olex2.extras>

WGHT    0.050500    0.052800
EXTI    0.020809
FVAR       1.25512
C001  1    0.707409    0.653853    0.592532    11.00000    0.05205    0.04638 =
         0.04347   -0.00164    0.00886   -0.00631
C002  1    0.833340    0.801218    0.551520    11.00000    0.05551    0.04871 =
         0.05546    0.00005    0.01342   -0.00201
C003  1    0.939479    0.927688    0.518877    11.00000    0.05423    0.04821 =
         0.06144    0.00213    0.01645   -0.00112
C004  1    0.781471    0.445765    0.623380    11.00000    0.06002    0.04915 =
         0.05567   -0.00208    0.01244   -0.00134
AFIX  43
H004  2    0.911720    0.401089    0.615783    11.00000   -1.20000
AFIX   0
C005  1    0.511593    0.717417    0.602869    11.00000    0.05210    0.05829 =
         0.05821    0.00305    0.00665   -0.00079
AFIX  43
H005  2    0.460260    0.854834    0.581845    11.00000   -1.20000
AFIX   0
C006  1    0.662091    0.307176    0.664905    11.00000    0.08232    0.05117 =
         0.05536    0.00555    0.00916   -0.01001
AFIX  43
H006  2    0.712335    0.169455    0.686053    11.00000   -1.20000
AFIX   0
C007  1    0.393237    0.575987    0.644466    11.00000    0.05191    0.08880 =
         0.06885   -0.00182    0.01639   -0.01198
AFIX  43
H007  2    0.262203    0.618512    0.651783    11.00000   -1.20000
AFIX   0
C008  1    0.469015    0.371354    0.675262    11.00000    0.08098    0.07694 =
         0.05805    0.00717    0.01733   -0.02814
AFIX  43
H008  2    0.388586    0.276587    0.703179    11.00000   -1.20000
AFIX   0
HKLF 4




REM  qjc-benyique-273k_auto_a.res in P2(1)/n
REM wR2 = 0.1100, GooF = S = 1.092, Restrained GooF = 1.092 for all data
REM R1 = 0.0372 for 906 Fo > 4sig(Fo) and 0.0441 for all 1092 data
REM 74 parameters refined using 0 restraints

END

WGHT      0.0506      0.0527

REM Highest difference peak  0.106,  deepest hole -0.105,  1-sigma level  0.025
Q1    1   0.5938  0.3876  0.6967  11.00000  0.05    0.11
Q2    1   0.6431  0.7062  0.6261  11.00000  0.05    0.11
Q3    1   0.8263  0.9366  0.5353  11.00000  0.05    0.10
Q4    1   0.8559  0.9429  0.5555  11.00000  0.05    0.10
Q5    1   0.6035  0.6632  0.5751  11.00000  0.05    0.10
;
_shelx_res_checksum              29267
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.018
_oxdiff_exptl_absorpt_empirical_full_min 0.506
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C001 C 0.70741(17) 0.65385(18) 0.59253(7) 0.0474(3) Uani 1 1 d . . . . .
C002 C 0.83334(18) 0.80122(19) 0.55152(8) 0.0529(3) Uani 1 1 d . . . . .
C003 C 0.93948(18) 0.92769(19) 0.51888(8) 0.0539(3) Uani 1 1 d . . . . .
C004 C 0.7815(2) 0.44576(19) 0.62338(8) 0.0548(3) Uani 1 1 d . . . . .
H004 H 0.911720 0.401089 0.615783 0.066 Uiso 1 1 calc R U . . .
C005 C 0.51159(18) 0.7174(2) 0.60287(8) 0.0568(4) Uani 1 1 d . . . . .
H005 H 0.460260 0.854834 0.581845 0.068 Uiso 1 1 calc R U . . .
C006 C 0.6621(2) 0.3072(2) 0.66491(8) 0.0635(4) Uani 1 1 d . . . . .
H006 H 0.712335 0.169455 0.686053 0.076 Uiso 1 1 calc R U . . .
C007 C 0.3932(2) 0.5760(3) 0.64447(10) 0.0692(4) Uani 1 1 d . . . . .
H007 H 0.262203 0.618512 0.651783 0.083 Uiso 1 1 calc R U . . .
C008 C 0.4690(2) 0.3714(3) 0.67526(9) 0.0715(4) Uani 1 1 d . . . . .
H008 H 0.388586 0.276587 0.703179 0.086 Uiso 1 1 calc R U . . .
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
C001 0.0521(6) 0.0464(6) 0.0435(6) -0.0016(4) 0.0089(4) -0.0063(5)
C002 0.0555(7) 0.0487(7) 0.0555(6) 0.0001(5) 0.0134(5) -0.0020(5)
C003 0.0542(7) 0.0482(6) 0.0614(7) 0.0021(5) 0.0165(5) -0.0011(5)
C004 0.0600(7) 0.0491(7) 0.0557(7) -0.0021(5) 0.0124(5) -0.0013(5)
C005 0.0521(7) 0.0583(7) 0.0582(7) 0.0030(5) 0.0066(5) -0.0008(5)
C006 0.0823(9) 0.0512(7) 0.0554(7) 0.0055(5) 0.0092(6) -0.0100(7)
C007 0.0519(7) 0.0888(10) 0.0689(8) -0.0018(7) 0.0164(6) -0.0120(7)
C008 0.0810(10) 0.0769(10) 0.0580(8) 0.0072(7) 0.0173(7) -0.0281(8)
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'
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
C004 C001 C002 120.29(10) . . ?
C005 C001 C002 120.23(11) . . ?
C005 C001 C004 119.48(11) . . ?
C003 C002 C001 178.54(12) . . ?
C002 C003 C003 179.75(18) . 3_776 ?
C001 C004 H004 120.0 . . ?
C006 C004 C001 120.06(11) . . ?
C006 C004 H004 120.0 . . ?
C001 C005 H005 120.1 . . ?
C007 C005 C001 119.76(12) . . ?
C007 C005 H005 120.1 . . ?
C004 C006 H006 119.9 . . ?
C008 C006 C004 120.16(13) . . ?
C008 C006 H006 119.9 . . ?
C005 C007 H007 119.9 . . ?
C005 C007 C008 120.14(13) . . ?
C008 C007 H007 119.9 . . ?
C006 C008 C007 120.39(12) . . ?
C006 C008 H008 119.8 . . ?
C007 C008 H008 119.8 . . ?
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
C001 C002 1.4309(15) . ?
C001 C004 1.3974(16) . ?
C001 C005 1.3872(16) . ?
C002 C003 1.2001(15) . ?
C003 C003 1.374(2) 3_776 ?
C004 H004 0.9300 . ?
C004 C006 1.3733(16) . ?
C005 H005 0.9300 . ?
C005 C007 1.3801(17) . ?
C006 H006 0.9300 . ?
C006 C008 1.371(2) . ?
C007 H007 0.9300 . ?
C007 C008 1.382(2) . ?
C008 H008 0.9300 . ?
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
C001 C004 C006 C008 0.76(18) . . . . ?
C001 C005 C007 C008 -0.35(19) . . . . ?
C002 C001 C004 C006 178.30(10) . . . . ?
C002 C001 C005 C007 -178.51(11) . . . . ?
C004 C001 C005 C007 0.81(17) . . . . ?
C004 C006 C008 C007 -0.3(2) . . . . ?
C005 C001 C004 C006 -1.03(17) . . . . ?
C005 C007 C008 C006 0.1(2) . . . . ?
