#------------------------------------------------------------------------------
#$Date: 2017-03-04 15:59:57 +0200 (Sat, 04 Mar 2017) $
#$Revision: 193512 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/55/4125571.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_4125571
loop_
_publ_author_name
'Campos, Michael P.'
'Hendricks, Mark P.'
'Beecher, Alexander N.'
'Walravens, Willem'
'Swain, Robert A.'
'Cleveland, Gregory T.'
'Hens, Zeger'
'Sfeir, Matthew Y.'
'Owen, Jonathan S.'
_publ_section_title
;
 A Library of Selenourea Precursors to PbSe Nanocrystals with Size
 Distributions near the Homogeneous Limit.
;
_journal_issue                   6
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              2296
_journal_page_last               2305
_journal_paper_doi               10.1021/jacs.6b11021
_journal_volume                  139
_journal_year                    2017
_chemical_formula_moiety         'C11 H20 N2 Se'
_chemical_formula_sum            'C11 H20 N2 Se'
_chemical_formula_weight         259.25
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2015-01-01
_audit_creation_method
;
Olex2 1.2
(compiled 2014.12.23 svn.r3118 for OlexSys, GUI svn.r4975)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   9.1761(3)
_cell_length_b                   10.9659(3)
_cell_length_c                   23.4534(8)
_cell_measurement_reflns_used    7040
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.7400
_cell_measurement_theta_min      3.8030
_cell_volume                     2359.98(13)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0549
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -20.00   56.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       17.1930  -99.0000 -120.0000 76

#__ type_ start__ end____ width___ exp.time_
  2 omega    0.00   84.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       17.1930   57.0000  -60.0000 84

#__ type_ start__ end____ width___ exp.time_
  3 omega    0.00   84.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       17.1930   57.0000 -180.0000 84

#__ type_ start__ end____ width___ exp.time_
  4 omega    0.00   84.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       17.1930   57.0000   60.0000 84

#__ type_ start__ end____ width___ exp.time_
  5 omega   35.00   89.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       17.1930  178.0000   60.0000 54

#__ type_ start__ end____ width___ exp.time_
  6 omega  -50.00   34.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       17.1930  -57.0000  150.0000 84

#__ type_ start__ end____ width___ exp.time_
  7 omega  -50.00   44.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       17.1930  -77.0000   30.0000 94

#__ type_ start__ end____ width___ exp.time_
  8 omega  -50.00   11.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       17.1930  -57.0000  -90.0000 61

#__ type_ start__ end____ width___ exp.time_
  9 omega   34.00   90.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       17.1930 -178.0000  150.0000 56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0063583000
_diffrn_orient_matrix_UB_12      -0.0025752000
_diffrn_orient_matrix_UB_13      0.0301237000
_diffrn_orient_matrix_UB_21      0.0767218000
_diffrn_orient_matrix_UB_22      -0.0055856000
_diffrn_orient_matrix_UB_23      -0.0025715000
_diffrn_orient_matrix_UB_31      0.0069000000
_diffrn_orient_matrix_UB_32      0.0643798000
_diffrn_orient_matrix_UB_33      0.0009903000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0628
_diffrn_reflns_av_unetI/netI     0.0397
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.940
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            33357
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.940
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.661
_diffrn_reflns_theta_min         3.376
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    3.149
_exptl_absorpt_correction_T_max  0.935
_exptl_absorpt_correction_T_min  0.751
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_description
;
;
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.1543
_exptl_crystal_size_mid          0.0611
_exptl_crystal_size_min          0.0247
_refine_diff_density_max         0.352
_refine_diff_density_min         -0.591
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.139
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     130
_refine_ls_number_reflns         3139
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.140
_refine_ls_R_factor_all          0.0555
_refine_ls_R_factor_gt           0.0399
_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)+(0.0120P)²+2.4844P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0589
_refine_ls_wR_factor_ref         0.0620
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2614
_reflns_number_total             3139
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            23.cif
_cod_data_source_block           w3corr
_cod_depositor_comments
'Adding full bibliography for 4125565--4125579.cif.'
_cod_database_code               4125571
_chemical_oxdiff_formula         'C88 H160 N16 Se8'
_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 99.57
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2. Restrained distances
 N10-H10
 0.88 with sigma of 0.02
3.a Ternary CH refined with riding coordinates:
 C11(H11)
3.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C12(H12A,H12B), C13(H13A,
 H13B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, 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
Se1 Se 0.43342(2) 0.67363(2) 0.65844(2) 0.01416(7) Uani 1 1 d .
C2 C 0.3597(2) 0.52589(19) 0.68566(9) 0.0117(4) Uani 1 1 d .
N3 N 0.3381(2) 0.50800(16) 0.74137(7) 0.0144(4) Uani 1 1 d .
C4 C 0.3832(3) 0.5933(2) 0.78640(10) 0.0221(6) Uani 1 1 d .
H4A H 0.3094 0.6580 0.7922 0.027 Uiso 1 1 calc R
H4B H 0.4781 0.6316 0.7773 0.027 Uiso 1 1 calc R
C5 C 0.3949(3) 0.5114(2) 0.83829(10) 0.0199(5) Uani 1 1 d .
H5A H 0.4907 0.4699 0.8396 0.024 Uiso 1 1 calc R
H5B H 0.3810 0.5583 0.8739 0.024 Uiso 1 1 calc R
C6 C 0.2724(3) 0.4205(2) 0.82950(9) 0.0190(5) Uani 1 1 d .
H6A H 0.1771 0.4563 0.8401 0.023 Uiso 1 1 calc R
H6B H 0.2886 0.3456 0.8522 0.023 Uiso 1 1 calc R
C7 C 0.2798(3) 0.3939(2) 0.76552(9) 0.0167(5) Uani 1 1 d .
H7A H 0.3455 0.3243 0.7575 0.020 Uiso 1 1 calc R
H7B H 0.1819 0.3755 0.7500 0.020 Uiso 1 1 calc R
N10 N 0.3269(2) 0.43320(17) 0.65059(8) 0.0144(4) Uani 1 1 d D
H10 H 0.289(3) 0.3688(17) 0.6643(10) 0.017 Uiso 1 1 d DR
C11 C 0.3445(2) 0.4325(2) 0.58839(9) 0.0124(5) Uani 1 1 d .
H11 H 0.4159 0.4974 0.5776 0.015 Uiso 1 1 calc R
C12 C 0.4052(2) 0.3092(2) 0.57003(9) 0.0149(5) Uani 1 1 d .
H12A H 0.3391 0.2436 0.5831 0.018 Uiso 1 1 calc R
H12B H 0.5015 0.2962 0.5881 0.018 Uiso 1 1 calc R
C13 C 0.4213(2) 0.3024(2) 0.50483(9) 0.0152(5) Uani 1 1 d .
H13A H 0.4974 0.3606 0.4924 0.018 Uiso 1 1 calc R
H13B H 0.4534 0.2194 0.4940 0.018 Uiso 1 1 calc R
C14 C 0.2793(2) 0.3319(2) 0.47422(9) 0.0167(5) Uani 1 1 d .
H14A H 0.2074 0.2667 0.4819 0.020 Uiso 1 1 calc R
H14B H 0.2970 0.3345 0.4326 0.020 Uiso 1 1 calc R
C15 C 0.2174(3) 0.4539(2) 0.49367(9) 0.0168(5) Uani 1 1 d .
H15A H 0.1214 0.4671 0.4755 0.020 Uiso 1 1 calc R
H15B H 0.2832 0.5204 0.4813 0.020 Uiso 1 1 calc R
C16 C 0.2000(2) 0.4584(2) 0.55859(9) 0.0144(5) Uani 1 1 d .
H16A H 0.1642 0.5400 0.5700 0.017 Uiso 1 1 calc R
H16B H 0.1268 0.3973 0.5706 0.017 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 0.0033 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'
Se Se -0.0929 2.2259 '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
_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
-4 15 -2 0.0639 -3.6435 14.8024 -2.1360 -0.1256 -0.3567 0.9257
2 1 32 0.0134 2.2002 1.3160 32.4518 0.9882 0.0780 0.1320
7 -1 28 0.0095 7.0496 -1.3260 27.5666 0.8786 0.4774 -0.0094
3 0 -32 0.0152 3.2967 0.2851 -31.9654 -0.9427 0.3335 0.0094
-3 0 32 0.0095 -3.2967 -0.2851 31.9654 0.9427 -0.3335 -0.0094
-13 -1 -8 0.0269 -12.5031 -0.5856 -8.3889 -0.3307 -0.9344 -0.1323
-1 -15 -1 0.0741 -0.9500 -15.4142 -0.9541 0.0049 0.0157 -0.9999
13 -1 8 0.0305 12.5037 -0.6429 8.3639 0.3331 0.9414 0.0532
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N3 C2 Se1 121.02(16)
N3 C2 N10 117.06(19)
N10 C2 Se1 121.92(16)
C2 N3 C4 124.55(19)
C2 N3 C7 123.66(18)
C4 N3 C7 111.49(17)
N3 C4 C5 102.68(18)
C6 C5 C4 103.15(19)
C5 C6 C7 103.06(18)
N3 C7 C6 103.33(18)
C2 N10 C11 126.06(19)
N10 C11 C12 109.02(18)
N10 C11 C16 111.01(18)
C12 C11 C16 110.71(18)
C11 C12 C13 111.01(18)
C14 C13 C12 112.12(18)
C13 C14 C15 111.37(18)
C14 C15 C16 111.41(19)
C11 C16 C15 111.01(18)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Se1 C2 1.868(2)
C2 N3 1.336(3)
C2 N10 1.342(3)
N3 C4 1.470(3)
N3 C7 1.474(3)
C4 C5 1.517(3)
C5 C6 1.516(3)
C6 C7 1.530(3)
N10 C11 1.468(3)
C11 C12 1.525(3)
C11 C16 1.526(3)
C12 C13 1.538(3)
C13 C14 1.522(3)
C14 C15 1.523(3)
C15 C16 1.532(3)
