data_rn30
_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)
;
_shelx_SHELXL_version_number       '2016/4'
_audit_contact_author_address      ?
_audit_contact_author_email        ?
_audit_contact_author_name         ''
_audit_contact_author_phone        ?
_publ_contact_author_id_orcid      ?
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8.

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
;
_chemical_name_common              ?
_chemical_name_systematic          ?
_chemical_formula_moiety           '0.1(C18 H18)'
_chemical_formula_sum              'C H N'
_chemical_formula_weight           27.03
_chemical_melting_point            ?
_chemical_oxdiff_formula           'C H N'
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'

_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                     12.3661(6)
_cell_length_b                     7.7969(4)
_cell_length_c                     7.2005(3)
_cell_angle_alpha                  90
_cell_angle_beta                   92.930(4)
_cell_angle_gamma                  90
_cell_volume                       693.34(6)
_cell_formula_units_Z              20
_cell_measurement_reflns_used      2908
_cell_measurement_temperature      294(1)
_cell_measurement_theta_max        25.0110
_cell_measurement_theta_min        3.2880
_shelx_estimated_absorpt_T_max     ?
_shelx_estimated_absorpt_T_min     ?
_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_absorpt_special_details     ?
_exptl_crystal_colour              ?
_exptl_crystal_density_diffrn      1.295
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         ?
_exptl_crystal_F_000               280
_exptl_crystal_size_max            ?
_exptl_crystal_size_mid            ?
_exptl_crystal_size_min            ?
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_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_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_source                     'micro-focus sealed X-ray tube'
_diffrn_source_type                'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage           0.000
_reflns_Friedel_fraction_full      .
_reflns_Friedel_fraction_max       .
_reflns_number_gt                  936
_reflns_number_total               1441
_reflns_odcompleteness_completeness  99.41
_reflns_odcompleteness_iscentric   1
_reflns_odcompleteness_theta       26.32
_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         '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)'
_refine_diff_density_max           0.141
_refine_diff_density_min           -0.156
_refine_diff_density_rms           0.036
_refine_ls_extinction_coef         .
_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_R_factor_all            0.0808
_refine_ls_R_factor_gt             0.0539
_refine_ls_restrained_S_all        1.055
_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
_refine_special_details            ?
_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)
;
_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
 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 . . . .


_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
 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 . ?

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 . . ?

_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
