data_kjf234
_audit_creation_date               2018-04-30
_audit_creation_method
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number       '2014/7'
_audit_contact_author_address      ?
_audit_contact_author_email        ?
_audit_contact_author_name         ''
_audit_contact_author_phone        ?
_publ_contact_author_id_orcid      ?
_publ_section_references
;
1. Bruker (2013). SAINT v8.37A, Bruker AXS Inc., Madison, WI, USA. 
2. Bruker (2016). APEX3 v2016.9-0, Bruker AXS Inc., Madison, WI, USA. 
3. Bruker (2016/2). SADABS, Bruker AXS Inc., Madison, WI, USA. 
4. Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H. (2009), J. Appl. Cryst. 42, 339-341. 
5. Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122. 
6. Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8.
;
_chemical_name_common              ?
_chemical_name_systematic          3-acetyl-4-isopropylpyrrole
_chemical_formula_moiety           'C9 H13 N O'
_chemical_formula_sum              'C9 H13 N O'
_chemical_formula_weight           151.20
_chemical_melting_point            ?
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'
 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system        'monoclinic'
_space_group_IT_number             14
_space_group_name_H-M_alt          'P 1 21/c 1'
_space_group_name_Hall             '-P 2ybc'
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'

_cell_length_a                     9.0803(8)
_cell_length_b                     6.7468(6)
_cell_length_c                     14.6471(12)
_cell_angle_alpha                  90
_cell_angle_beta                   91.910(2)
_cell_angle_gamma                  90
_cell_volume                       896.83(13)
_cell_formula_units_Z              4
_cell_measurement_reflns_used      4775
_cell_measurement_temperature      100(2)
_cell_measurement_theta_max        27.51
_cell_measurement_theta_min        2.24
_shelx_estimated_absorpt_T_max     0.996
_shelx_estimated_absorpt_T_min     0.980
_exptl_absorpt_coefficient_mu      0.073
_exptl_absorpt_correction_T_max    0.7456
_exptl_absorpt_correction_T_min    0.6585
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details    
 'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0627 before and 0.0525 after correction. The Ratio of minimum to maximum transmission is 0.8832. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              colourless
_exptl_crystal_colour_primary      colourless
_exptl_crystal_density_diffrn      1.120
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      'not measured'
_exptl_crystal_description         Block
_exptl_crystal_F_000               328
_exptl_crystal_preparation         ?
_exptl_crystal_recrystallization_method 
 'Liquid diffusion layering DCM with hexane'
_exptl_crystal_size_max            0.28
_exptl_crystal_size_mid            0.24
_exptl_crystal_size_min            0.05
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0484
_diffrn_reflns_av_unetI/netI       0.0287
_diffrn_reflns_Laue_measured_fraction_full  1.000
_diffrn_reflns_Laue_measured_fraction_max  0.999
_diffrn_reflns_limit_h_max         11
_diffrn_reflns_limit_h_min         -11
_diffrn_reflns_limit_k_max         8
_diffrn_reflns_limit_k_min         -8
_diffrn_reflns_limit_l_max         19
_diffrn_reflns_limit_l_min         -12
_diffrn_reflns_number              18366
_diffrn_reflns_point_group_measured_fraction_full  1.000
_diffrn_reflns_point_group_measured_fraction_max  0.999
_diffrn_reflns_theta_full          25.242
_diffrn_reflns_theta_max           27.535
_diffrn_reflns_theta_min           2.244
_diffrn_ambient_temperature        100(2)
_diffrn_detector                   'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean   7.9
_diffrn_detector_type              'CCD area detector'
_diffrn_measured_fraction_theta_full  1.000
_diffrn_measured_fraction_theta_max  0.999
_diffrn_measurement_device         'Kappa diffractometer'
_diffrn_measurement_device_type    'Bruker APEX2 area detector'
_diffrn_measurement_method         'ω and φ scans'
_diffrn_radiation_monochromator    graphite
_diffrn_radiation_probe            x-ray
_diffrn_radiation_type             MoK\a
_diffrn_radiation_wavelength       0.71073
_diffrn_source                     'standard sealed X-ray tube'
_diffrn_source_type                'Siemens, KFF Mo 2K -90 C'
_diffrn_special_details            ?
_diffrn_standards_number           0
_reflns_Friedel_coverage           0.000
_reflns_Friedel_fraction_full      .
_reflns_Friedel_fraction_max       .
_reflns_number_gt                  1559
_reflns_number_total               2065
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression       'I > 2σ(I)'
_computing_cell_refinement         'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection         'APEX 3 (Bruker, 2016) '
_computing_data_reduction          'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics      'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material    'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement    'XL (Sheldrick, 2008)'
_computing_structure_solution      'XT (Sheldrick, 2015)'
_refine_diff_density_max           0.268
_refine_diff_density_min           -0.219
_refine_diff_density_rms           0.041
_refine_ls_extinction_coef         .
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     1.045
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       103
_refine_ls_number_reflns           2065
_refine_ls_number_restraints       0
_refine_ls_R_factor_all            0.0669
_refine_ls_R_factor_gt             0.0449
_refine_ls_restrained_S_all        1.045
_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)+(0.0452P)²+0.3673P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.1015
_refine_ls_wR_factor_ref           0.1115
_refine_special_details           
 'Large K analysis difference due to weak high angle diffraction'
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C5(H5)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4), N1(H1A)
2.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary       dual
_atom_sites_solution_secondary     ?
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
 C1 C 0.73799(15) 0.3169(2) 0.23551(9) 0.0226(3) Uani 1 1 d . . . . .
 H1 H 0.8206 0.3455 0.1996 0.027 Uiso 1 1 calc R . . . .
 C2 C 0.73520(15) 0.3311(2) 0.32867(9) 0.0205(3) Uani 1 1 d . . . . .
 C3 C 0.58803(15) 0.2754(2) 0.35283(9) 0.0203(3) Uani 1 1 d . . . . .
 C4 C 0.51120(16) 0.2301(2) 0.27171(9) 0.0229(3) Uani 1 1 d . . . . .
 H4 H 0.4113 0.1888 0.2664 0.027 Uiso 1 1 calc R . . . .
 C5 C 0.86327(15) 0.3832(2) 0.39224(10) 0.0228(3) Uani 1 1 d . . . . .
 H5 H 0.8248 0.4648 0.4432 0.027 Uiso 1 1 calc R . . . .
 C6 C 0.93200(17) 0.1953(2) 0.43371(11) 0.0296(4) Uani 1 1 d . . . . .
 H6A H 0.8571 0.1219 0.4666 0.044 Uiso 1 1 calc GR . . . .
 H6B H 1.0131 0.2316 0.4762 0.044 Uiso 1 1 calc GR . . . .
 H6C H 0.9697 0.1120 0.3849 0.044 Uiso 1 1 calc GR . . . .
 C7 C 0.97955(17) 0.5057(3) 0.34458(11) 0.0326(4) Uani 1 1 d . . . . .
 H7A H 1.0203 0.4278 0.2949 0.049 Uiso 1 1 calc GR . . . .
 H7B H 1.0587 0.5411 0.3887 0.049 Uiso 1 1 calc GR . . . .
 H7C H 0.9342 0.6267 0.3196 0.049 Uiso 1 1 calc GR . . . .
 C8 C 0.52738(16) 0.2666(2) 0.44310(9) 0.0213(3) Uani 1 1 d . . . . .
 C9 C 0.36590(16) 0.2211(2) 0.45077(10) 0.0276(3) Uani 1 1 d . . . . .
 H9A H 0.3075 0.3277 0.4221 0.041 Uiso 1 1 calc GR . . . .
 H9B H 0.3421 0.2106 0.5154 0.041 Uiso 1 1 calc GR . . . .
 H9C H 0.3431 0.0955 0.4198 0.041 Uiso 1 1 calc GR . . . .
 N1 N 0.60242(13) 0.25461(18) 0.20210(8) 0.0236(3) Uani 1 1 d . . . . .
 H1A H 0.5789 0.2340 0.1441 0.028 Uiso 1 1 calc R . . . .
 O1 O 0.60432(11) 0.29639(16) 0.51279(6) 0.0256(3) Uani 1 1 d . . . . .


_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
 C1 H1 0.9500 . ?
 C1 C2 1.3690(19) . ?
 C1 N1 1.3754(18) . ?
 C2 C3 1.4435(19) . ?
 C2 C5 1.5070(19) . ?
 C3 C4 1.3916(19) . ?
 C3 C8 1.4504(19) . ?
 C4 H4 0.9500 . ?
 C4 N1 1.3451(18) . ?
 C5 H5 1.0000 . ?
 C5 C6 1.530(2) . ?
 C5 C7 1.528(2) . ?
 C6 H6A 0.9800 . ?
 C6 H6B 0.9800 . ?
 C6 H6C 0.9800 . ?
 C7 H7A 0.9800 . ?
 C7 H7B 0.9800 . ?
 C7 H7C 0.9800 . ?
 C8 C9 1.506(2) . ?
 C8 O1 1.2340(17) . ?
 C9 H9A 0.9800 . ?
 C9 H9B 0.9800 . ?
 C9 H9C 0.9800 . ?
 N1 H1A 0.8800 . ?

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
 C2 C1 H1 125.4 . . ?
 C2 C1 N1 109.27(12) . . ?
 N1 C1 H1 125.4 . . ?
 C1 C2 C3 105.91(12) . . ?
 C1 C2 C5 126.34(13) . . ?
 C3 C2 C5 127.66(12) . . ?
 C2 C3 C8 128.09(12) . . ?
 C4 C3 C2 106.84(12) . . ?
 C4 C3 C8 125.06(13) . . ?
 C3 C4 H4 125.8 . . ?
 N1 C4 C3 108.45(13) . . ?
 N1 C4 H4 125.8 . . ?
 C2 C5 H5 107.9 . . ?
 C2 C5 C6 110.37(12) . . ?
 C2 C5 C7 112.01(12) . . ?
 C6 C5 H5 107.9 . . ?
 C7 C5 H5 107.9 . . ?
 C7 C5 C6 110.53(12) . . ?
 C5 C6 H6A 109.5 . . ?
 C5 C6 H6B 109.5 . . ?
 C5 C6 H6C 109.5 . . ?
 H6A C6 H6B 109.5 . . ?
 H6A C6 H6C 109.5 . . ?
 H6B C6 H6C 109.5 . . ?
 C5 C7 H7A 109.5 . . ?
 C5 C7 H7B 109.5 . . ?
 C5 C7 H7C 109.5 . . ?
 H7A C7 H7B 109.5 . . ?
 H7A C7 H7C 109.5 . . ?
 H7B C7 H7C 109.5 . . ?
 C3 C8 C9 118.47(12) . . ?
 O1 C8 C3 121.71(13) . . ?
 O1 C8 C9 119.82(12) . . ?
 C8 C9 H9A 109.5 . . ?
 C8 C9 H9B 109.5 . . ?
 C8 C9 H9C 109.5 . . ?
 H9A C9 H9B 109.5 . . ?
 H9A C9 H9C 109.5 . . ?
 H9B C9 H9C 109.5 . . ?
 C1 N1 H1A 125.2 . . ?
 C4 N1 C1 109.53(12) . . ?
 C4 N1 H1A 125.2 . . ?

loop_
  _geom_hbond_atom_site_label_D
  _geom_hbond_atom_site_label_H
  _geom_hbond_atom_site_label_A
  _geom_hbond_distance_DH
  _geom_hbond_distance_HA
  _geom_hbond_distance_DA
  _geom_hbond_angle_DHA
  _geom_hbond_site_symmetry_A
 N1 H1A O1 0.88 1.96 2.7947(15) 159.0 4_565

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
 C1 C2 C3 C4 0.23(16) . . . . ?
 C1 C2 C3 C8 -179.72(14) . . . . ?
 C1 C2 C5 C6 -98.41(17) . . . . ?
 C1 C2 C5 C7 25.2(2) . . . . ?
 C2 C1 N1 C4 0.64(16) . . . . ?
 C2 C3 C4 N1 0.15(16) . . . . ?
 C2 C3 C8 C9 174.72(14) . . . . ?
 C2 C3 C8 O1 -4.8(2) . . . . ?
 C3 C2 C5 C6 77.79(18) . . . . ?
 C3 C2 C5 C7 -158.60(14) . . . . ?
 C3 C4 N1 C1 -0.48(16) . . . . ?
 C4 C3 C8 C9 -5.2(2) . . . . ?
 C4 C3 C8 O1 175.23(14) . . . . ?
 C5 C2 C3 C4 -176.59(14) . . . . ?
 C5 C2 C3 C8 3.5(2) . . . . ?
 C8 C3 C4 N1 -179.90(13) . . . . ?
 N1 C1 C2 C3 -0.52(16) . . . . ?
 N1 C1 C2 C5 176.36(13) . . . . ?

_olex2_exptl_crystal_mounting_method 
 'Mounted on a MiTiGen micromount using oil'
_olex2_submission_special_instructions  'No special instructions were received'
_vrf_PLAT906_kjf234
;
PROBLEM: Large K Value in the Analysis of Variance ......      3.992 Check 
RESPONSE: Large K analysis difference due to weak high angle diffraction.
;
