#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:06:14 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301780 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/79/1557996.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_1557996
loop_
_publ_author_name
'Van Den Broeck, Elias'
'Verbraeken, Bart'
'Dedecker, Karen'
'Cnudde, Pieter'
'Vanduyfhuys, Louis'
'Verstraelen, Toon'
'Van Hecke, Kristof'
'Jerca, Valentin Victor'
'Catak, Saron'
'Hoogenboom, Richard'
'Van Speybroeck, Veronique'
_publ_section_title
;
 Cation−π Interactions Accelerate the Living Cationic Ring-Opening
 Polymerization of Unsaturated 2-Alkyl-2-oxazolines
;
_journal_issue                   10
_journal_name_full               Macromolecules
_journal_page_first              3832
_journal_page_last               3846
_journal_paper_doi               10.1021/acs.macromol.0c00865
_journal_volume                  53
_journal_year                    2020
_chemical_formula_moiety         'C7 H9 N O'
_chemical_formula_sum            'C7 H9 N O'
_chemical_formula_weight         123.15
_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     direct
_audit_creation_date             2017-03-15
_audit_creation_method
;
Olex2 1.2
(compiled Mar  2 2017 14:02:25 for OlexSys, GUI svn.r5324)
;
_cell_angle_alpha                90
_cell_angle_beta                 99.786(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   4.0767(3)
_cell_length_b                   15.8073(10)
_cell_length_c                   10.3549(7)
_cell_measurement_reflns_used    3298
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      74.3500
_cell_measurement_theta_min      5.1180
_cell_volume                     657.58(8)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4839
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -83.00  19.00   1.00    1.00    --  -41.80 100.00   7.00  102
  2  ω      2.00  83.00   1.00    1.00    --   41.80-100.00 -97.00   81
  3  ω    101.00 178.00   1.00    4.00    --  109.13 100.00   7.00   77
  4  ω     29.00 112.00   1.00    4.00    --  109.13-100.00 -97.00   83
  5  ω   -114.00 -14.00   1.00    1.00    --  -41.80 -57.00  90.00  100
  6  ω    -70.00  31.00   1.00    1.00    --  -41.80  57.00-120.00  101
  7  ω     26.00 109.00   1.00    4.00    --  109.13 -94.00 -30.00   83
  8  ω     37.00 138.00   1.00    4.00    --  109.13 -61.00  90.00  101
  9  ω     94.00 178.00   1.00    4.00    --  109.13 125.00-180.00   84
 10  ω     83.00 178.00   1.00    4.00    --  109.13  45.00   0.00   95
 11  ω     77.00 178.00   1.00    4.00    --  109.13  77.00 -90.00  101
 12  ω     80.00 178.00   1.00    4.00    --  109.13  61.00  90.00   98
 13  ω   -118.00  -9.00   1.00    1.00    --  -41.80 -77.00   0.00  109
 14  ω   -116.00 -17.00   1.00    1.00    --  -41.80 -38.00 150.00   99
 15  ω      1.00  83.00   1.00    1.00    --   41.80 -99.00 120.00   82
 16  ω     14.00 115.00   1.00    1.00    --   41.80  57.00 -90.00  101
 17  ω     83.00 149.00   1.00    4.00    --  109.13  45.00-120.00   66
 18  ω     80.00 178.00   1.00    4.00    --  109.13  61.00 150.00   98
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.2655671000
_diffrn_orient_matrix_UB_12      0.0662565000
_diffrn_orient_matrix_UB_13      0.0185348000
_diffrn_orient_matrix_UB_21      -0.2765657000
_diffrn_orient_matrix_UB_22      -0.0648478000
_diffrn_orient_matrix_UB_23      -0.0470504000
_diffrn_orient_matrix_UB_31      0.0115373000
_diffrn_orient_matrix_UB_32      -0.0299170000
_diffrn_orient_matrix_UB_33      0.1422140000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0505
_diffrn_reflns_av_unetI/netI     0.0265
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6186
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.107
_diffrn_reflns_theta_min         5.159
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.677
_exptl_absorpt_correction_T_max  0.939
_exptl_absorpt_correction_T_min  0.881
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.244
_exptl_crystal_description       block
_exptl_crystal_F_000             264
_exptl_crystal_size_max          0.218
_exptl_crystal_size_mid          0.142
_exptl_crystal_size_min          0.092
_refine_diff_density_max         0.213
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     82
_refine_ls_number_reflns         1328
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.084
_refine_ls_R_factor_all          0.0559
_refine_ls_R_factor_gt           0.0513
_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)+(0.0886P)²+0.1983P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1387
_refine_ls_wR_factor_ref         0.1455
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1183
_reflns_number_total             1328
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ma0c00865_si_002.cif
_cod_data_source_block           rh074
_cod_depositor_comments
;Adding full bibliography for 1557996.cif.

 Adding full bibliography for 1557996.cif.
;
_cod_database_code               1557996
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         'C7 H9 N O'
_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 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B)
2.b :
 C7(H7)
;
_olex2_exptl_crystal_mounting_method 'mounted on a nylon loop'
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.463
_oxdiff_exptl_absorpt_empirical_full_min 0.706
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
O1 O 0.1044(3) 0.45390(6) 0.85096(10) 0.0254(3) Uani 1 1 d . . . . .
N1 N -0.0685(3) 0.54502(7) 0.68488(12) 0.0214(3) Uani 1 1 d . . . . .
C1 C 0.0976(3) 0.53318(8) 0.79890(14) 0.0190(3) Uani 1 1 d . . . . .
C2 C -0.0980(4) 0.40125(9) 0.75344(13) 0.0226(4) Uani 1 1 d . . . . .
H2A H -0.2879 0.3765 0.7885 0.027 Uiso 1 1 calc R . . . .
H2B H 0.0358 0.3550 0.7242 0.027 Uiso 1 1 calc R . . . .
C3 C -0.2191(4) 0.46273(9) 0.64072(14) 0.0217(4) Uani 1 1 d . . . . .
H3A H -0.1444 0.4441 0.5592 0.026 Uiso 1 1 calc R . . . .
H3B H -0.4651 0.4666 0.6244 0.026 Uiso 1 1 calc R . . . .
C4 C 0.2887(4) 0.59658(9) 0.88724(14) 0.0226(4) Uani 1 1 d . . . . .
H4A H 0.5113 0.5731 0.9220 0.027 Uiso 1 1 calc R . . . .
H4B H 0.1729 0.6067 0.9625 0.027 Uiso 1 1 calc R . . . .
C5 C 0.3314(4) 0.68072(9) 0.82017(14) 0.0226(4) Uani 1 1 d . . . . .
H5A H 0.4507 0.6712 0.7458 0.027 Uiso 1 1 calc R . . . .
H5B H 0.1096 0.7045 0.7849 0.027 Uiso 1 1 calc R . . . .
C6 C 0.5185(4) 0.74144(9) 0.91179(14) 0.0231(4) Uani 1 1 d . . . . .
C7 C 0.6693(4) 0.78980(9) 0.98751(15) 0.0254(4) Uani 1 1 d . . . . .
H7 H 0.7898 0.8284 1.0480 0.030 Uiso 1 1 calc R . . . .
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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 -7 -4 0.0689
0 -6 5 0.0752
-2 5 3 0.0482
-2 2 6 0.0395
-1 8 4 0.0203
0 2 -7 0.0916
-1 10 -1 0.0550
-1 1 7 0.0469
2 -1 -6 0.0569
2 -3 -4 0.0572
2 6 -3 0.0423
1 4 5 0.0561
0 -8 -4 0.0816
0 -10 -2 0.0837
-3 -1 3 0.0623
3 1 -3 0.0491
-1 -7 -3 0.0974
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
C1 O1 C2 106.32(10) . . ?
C1 N1 C3 106.60(11) . . ?
O1 C1 C4 113.81(12) . . ?
N1 C1 O1 118.33(12) . . ?
N1 C1 C4 127.85(13) . . ?
O1 C2 C3 103.73(11) . . ?
N1 C3 C2 105.02(11) . . ?
C1 C4 C5 113.38(11) . . ?
C6 C5 C4 111.28(11) . . ?
C7 C6 C5 178.99(15) . . ?
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
O1 C1 1.3627(16) . ?
O1 C2 1.4525(16) . ?
N1 C1 1.2713(19) . ?
N1 C3 1.4775(18) . ?
C1 C4 1.4850(19) . ?
C2 C3 1.5345(19) . ?
C4 C5 1.5241(19) . ?
C5 C6 1.4687(19) . ?
C6 C7 1.189(2) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 145446641
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0013 -7.0008 -4.0020 -0.8039 0.3654 -0.3481
0.0010 -5.9919 4.9902 -0.3048 0.1535 0.8889
-2.0016 4.9976 2.9993 0.9183 0.0884 0.2539
-2.0011 2.0023 5.9940 0.7752 0.1416 0.7694
-1.0014 8.0006 4.0030 0.8702 -0.4302 0.3184
-0.0005 1.9903 -6.9925 0.0024 0.2001 -1.0540
-1.0019 9.9935 -0.9911 0.9098 -0.3243 -0.4515
-1.0004 1.0064 6.9938 0.4620 -0.1176 0.9530
2.0010 -1.0026 -5.9930 -0.7089 -0.2064 -0.7992
2.0013 -2.9994 -3.9965 -0.8043 -0.1710 -0.4555
2.0002 5.9994 -2.9886 -0.1891 -0.8016 -0.5814
1.0002 4.0079 5.0015 0.0926 -0.7719 0.6029
0.0009 -8.0030 -4.0046 -0.6047 0.7072 -0.3301
0.0012 -9.9999 -2.0081 -0.7001 0.7426 0.0136
-3.0014 -1.0033 2.9919 0.7861 0.7544 0.4209
3.0014 1.0033 -2.9919 -0.7861 -0.7544 -0.4209
-0.9998 -7.0045 -3.0060 -0.2543 0.8722 -0.2295
