#------------------------------------------------------------------------------
#$Date: 2024-07-13 03:15:43 +0200 (Sat 13 de Jul de 2024) $
#$Revision: 293403 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/90/7249044.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_7249044
loop_
_publ_author_name
'Britto, Kashpar John'
'Meenakshi, Maniarasu'
'Srinivasan, Kannupal'
_publ_section_title
;
 Synthesis of 1-aryl-2,3-diaroyl cyclopropanes from
 1,3,5-triaryl-1,5-diketones and their transformation into
 E,E-1,4-diaryl-1,3-butadienes
;
_journal_issue                   31
_journal_name_full               'RSC Advances'
_journal_page_first              22076
_journal_page_last               22085
_journal_paper_doi               10.1039/D4RA02525C
_journal_volume                  14
_journal_year                    2024
_chemical_formula_moiety         '0.1(C18 H18)'
_chemical_formula_sum            'C H N'
_chemical_formula_weight         27.03
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-02-01
_audit_creation_method
;
Olex2 1.2-ac4
(compiled 2018.05.17 svn.r3504 for Rigaku Oxford Diffraction, GUI svn.r5492)
;
_cell_angle_alpha                90
_cell_angle_beta                 92.930(4)
_cell_angle_gamma                90
_cell_formula_units_Z            20
_cell_length_a                   12.3661(6)
_cell_length_b                   7.7969(4)
_cell_length_c                   7.2005(3)
_cell_measurement_reflns_used    2908
_cell_measurement_temperature    294(1)
_cell_measurement_theta_max      25.0110
_cell_measurement_theta_min      3.2880
_cell_volume                     693.34(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      294(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -37.00  22.00   0.50    3.00    --  -14.97 -94.00  30.00  118
  2  ω     10.00  71.00   0.50    3.00    --   16.22-125.00  30.00  122
  3  ω     34.00  97.00   0.50    3.00    --   16.22-171.00 113.00  126
  4  ω     32.00  69.00   0.50    3.00    --   16.22-125.00 150.00   74
  5  ω    -14.00  39.00   0.50    3.00    --   16.22 -30.00 120.00  106
  6  ω    -10.00  90.00   0.50    3.00    --   16.22  30.00 120.00  200
  7  ω     43.00  95.00   0.50    3.00    --   16.22 171.00 127.00  104
  8  ω    -63.00  -2.00   0.50    3.00    --  -14.97 114.00 -14.00  122
  9  ω    -85.00  10.00   0.50    3.00    --  -14.97 -45.00  60.00  190
 10  ω    -55.00 -20.00   0.50    3.00    --   16.22 -30.00 120.00   70
 11  ω    -94.00 -43.00   0.50    3.00    --  -14.97-171.00 113.00  102
 12  ω      2.00  64.00   0.50    3.00    --   16.22-114.00-104.00  124
 13  ω    -37.00  22.00   0.50    3.00    --  -14.97 -94.00-180.00  118
 14  ω     -6.00  84.00   0.50    3.00    --   16.22  61.00-150.00  180
 15  ω     25.00  60.00   0.50    3.00    --   16.22  77.00-180.00   70
 16  ω    -95.00 -34.00   0.50    3.00    --  -14.97 171.00 127.00  122
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0496122000
_diffrn_orient_matrix_UB_12      0.0457771000
_diffrn_orient_matrix_UB_13      0.0048505000
_diffrn_orient_matrix_UB_21      0.0282360000
_diffrn_orient_matrix_UB_22      -0.0770678000
_diffrn_orient_matrix_UB_23      0.0224416000
_diffrn_orient_matrix_UB_31      0.0060806000
_diffrn_orient_matrix_UB_32      -0.0157064000
_diffrn_orient_matrix_UB_33      -0.0959382000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_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            8436
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.940
_diffrn_reflns_theta_min         3.090
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.30909
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.35a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_F_000             280
_refine_diff_density_max         0.141
_refine_diff_density_min         -0.156
_refine_diff_density_rms         0.036
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     83
_refine_ls_number_reflns         1441
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0808
_refine_ls_R_factor_gt           0.0539
_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)+(0.0758P)²+0.0806P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1482
_refine_ls_wR_factor_ref         0.1719
_reflns_Friedel_coverage         0.000
_reflns_number_gt                936
_reflns_number_total             1441
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ra02525c1.cif
_cod_data_source_block           rn30
_cod_database_code               7249044
_shelx_shelxl_version_number     2016/4
_chemical_oxdiff_formula         'C H N'
_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.
;
_reflns_odcompleteness_completeness 99.41
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C002(H002), C004(H004), C005(H005), C006(H006), C007(H007), C008(H008)
2.b Idealised Me refined as rotating group:
 C009(H00A,H00B,H00C)
;
_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 1.600
_oxdiff_exptl_absorpt_empirical_full_min 0.436
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C001 C 0.31571(13) 0.5301(2) 0.6807(2) 0.0581(5) Uani 1 1 d . . . . .
C002 C 0.21129(14) 0.5931(2) 0.6581(2) 0.0652(5) Uani 1 1 d . . . . .
H002 H 0.183238 0.657064 0.753518 0.078 Uiso 1 1 calc R . . . .
C003 C 0.18626(15) 0.4694(2) 0.3524(2) 0.0655(5) Uani 1 1 d . . . . .
C004 C 0.35474(14) 0.4372(2) 0.5328(2) 0.0648(5) Uani 1 1 d . . . . .
H004 H 0.424787 0.393497 0.542026 0.078 Uiso 1 1 calc R . . . .
C005 C 0.47153(14) 0.4841(2) 0.9119(2) 0.0652(5) Uani 1 1 d . . . . .
H005 H 0.501520 0.405351 0.832247 0.078 Uiso 1 1 calc R . . . .
C006 C 0.37899(14) 0.5593(2) 0.8550(2) 0.0653(5) Uani 1 1 d . . . . .
H006 H 0.351425 0.639755 0.935440 0.078 Uiso 1 1 calc R . . . .
C007 C 0.14739(14) 0.5639(2) 0.4982(2) 0.0669(5) Uani 1 1 d . . . . .
H007 H 0.077497 0.608166 0.488007 0.080 Uiso 1 1 calc R . . . .
C008 C 0.29069(15) 0.4092(2) 0.3727(2) 0.0688(5) Uani 1 1 d . . . . .
H008 H 0.319111 0.347881 0.275700 0.083 Uiso 1 1 calc R . . . .
C009 C 0.11699(18) 0.4349(3) 0.1775(3) 0.0921(7) Uani 1 1 d . . . . .
H00A H 0.059232 0.517173 0.167224 0.138 Uiso 1 1 calc GR . . . .
H00B H 0.087194 0.321420 0.182761 0.138 Uiso 1 1 calc GR . . . .
H00C H 0.160528 0.444243 0.071332 0.138 Uiso 1 1 calc GR . . . .
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'
N N 0.0061 0.0033 '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
C002 C001 C004 116.88(15) . . ?
C002 C001 C006 120.05(15) . . ?
C004 C001 C006 123.06(16) . . ?
C001 C002 H002 119.0 . . ?
C007 C002 C001 122.00(15) . . ?
C007 C002 H002 119.0 . . ?
C007 C003 C009 121.41(18) . . ?
C008 C003 C007 117.44(15) . . ?
C008 C003 C009 121.15(17) . . ?
C001 C004 H004 119.6 . . ?
C008 C004 C001 120.87(17) . . ?
C008 C004 H004 119.6 . . ?
C005 C005 H005 117.7 3_667 . ?
C006 C005 C005 124.6(2) . 3_667 ?
C006 C005 H005 117.7 . . ?
C001 C006 H006 116.2 . . ?
C005 C006 C001 127.51(17) . . ?
C005 C006 H006 116.2 . . ?
C002 C007 C003 120.81(17) . . ?
C002 C007 H007 119.6 . . ?
C003 C007 H007 119.6 . . ?
C003 C008 C004 121.98(16) . . ?
C003 C008 H008 119.0 . . ?
C004 C008 H008 119.0 . . ?
C003 C009 H00A 109.5 . . ?
C003 C009 H00B 109.5 . . ?
C003 C009 H00C 109.5 . . ?
H00A C009 H00B 109.5 . . ?
H00A C009 H00C 109.5 . . ?
H00B C009 H00C 109.5 . . ?
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 1.383(2) . ?
C001 C004 1.394(2) . ?
C001 C006 1.463(2) . ?
C002 H002 0.9300 . ?
C002 C007 1.382(2) . ?
C003 C007 1.388(2) . ?
C003 C008 1.375(3) . ?
C003 C009 1.511(2) . ?
C004 H004 0.9300 . ?
C004 C008 1.383(2) . ?
C005 C005 1.441(3) 3_667 ?
C005 H005 0.9300 . ?
C005 C006 1.332(2) . ?
C006 H006 0.9300 . ?
C007 H007 0.9300 . ?
C008 H008 0.9300 . ?
C009 H00A 0.9600 . ?
C009 H00B 0.9600 . ?
C009 H00C 0.9600 . ?
