#------------------------------------------------------------------------------
#$Date: 2019-01-11 01:24:29 +0200 (Fri, 11 Jan 2019) $
#$Revision: 212904 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/27/7122787.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_7122787
loop_
_publ_author_name
'Bhattacharjee, Indranil'
'Acharya, Nirmalya'
'ray, debdas'
_publ_section_title
;
 Thermally Activated Delayed Fluorescence and Room-Temperature
 Phosphorescence in Naphthyl Appended Carbazole-Quinoline Conjugate, and
 their Mechanical Regulation
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C8CC09220F
_journal_year                    2019
_chemical_formula_moiety         'C41 H26 N2'
_chemical_formula_sum            'C41 H26 N2'
_chemical_formula_weight         546.64
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2019-01-08 deposited with the CCDC.
2019-01-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   24.211(3)
_cell_length_b                   11.3310(17)
_cell_length_c                   10.5117(11)
_cell_measurement_reflns_used    5988
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.508
_cell_measurement_theta_min      1.984
_cell_volume                     2883.7(6)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker PHOTON100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_av_unetI/netI     0.1229
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            38547
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.508
_diffrn_reflns_theta_min         1.984
_diffrn_source                   X-ray
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  0.993
_exptl_absorpt_correction_T_min  0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_description       plate
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.363
_refine_diff_density_min         -0.380
_refine_diff_density_rms         0.130
_refine_ls_abs_structure_details
;
 Flack x determined using 1082 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -4.8(10)
_refine_ls_extinction_coef       0.029(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     389
_refine_ls_number_reflns         5909
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.1512
_refine_ls_R_factor_gt           0.0498
_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)+(0.0641P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1090
_refine_ls_wR_factor_ref         0.1556
_reflns_Friedel_coverage         0.885
_reflns_Friedel_fraction_full    0.995
_reflns_Friedel_fraction_max     0.982
_reflns_number_gt                3133
_reflns_number_total             5909
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8cc09220f2.cif
_cod_data_source_block           cqnn-ortho_a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-Scan' changed to
'multi-scan' according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 
;
_cod_original_cell_volume        2883.7(7)
_cod_database_code               7122787
_shelx_shelxl_version_number     2017/1
_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.
;
_shelx_estimated_absorpt_t_min   0.990
_shelx_estimated_absorpt_t_max   0.993
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, 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
N1 N 0.56692(16) 0.3107(4) 0.3800(4) 0.0462(10) Uani 1 1 d . .
N2 N 0.67103(17) 0.3366(4) 0.2809(4) 0.0541(12) Uani 1 1 d . .
C2 C 0.5167(2) 0.2992(4) 0.4287(5) 0.0436(12) Uani 1 1 d . .
C3 C 0.5072(2) 0.2727(4) 0.5572(5) 0.0470(13) Uani 1 1 d . .
H3 H 0.471087 0.271668 0.587277 0.056 Uiso 1 1 calc R U
C4 C 0.54948(18) 0.2483(4) 0.6399(4) 0.0424(12) Uani 1 1 d . .
C5 C 0.6518(2) 0.2192(5) 0.6574(5) 0.0555(14) Uani 1 1 d . .
H5 H 0.648412 0.193409 0.740985 0.067 Uiso 1 1 calc R U
C6 C 0.7028(2) 0.2247(5) 0.6020(5) 0.0639(16) Uani 1 1 d . .
H6 H 0.733728 0.200383 0.647420 0.077 Uiso 1 1 calc R U
C7 C 0.7090(2) 0.2665(5) 0.4781(5) 0.0591(15) Uani 1 1 d . .
H7 H 0.744089 0.272837 0.442892 0.071 Uiso 1 1 calc R U
C8 C 0.6642(2) 0.2978(4) 0.4084(5) 0.0494(13) Uani 1 1 d . .
C9 C 0.6102(2) 0.2887(4) 0.4596(5) 0.0450(12) Uani 1 1 d . .
C10 C 0.6041(2) 0.2525(4) 0.5882(5) 0.0450(12) Uani 1 1 d . .
C11 C 0.6603(2) 0.4510(5) 0.2360(5) 0.0548(14) Uani 1 1 d . .
C11A C 0.6934(2) 0.2707(5) 0.1820(6) 0.0580(15) Uani 1 1 d . .
C12 C 0.6381(2) 0.5457(6) 0.2996(6) 0.0691(17) Uani 1 1 d . .
H12 H 0.627218 0.539669 0.384162 0.083 Uiso 1 1 calc R U
C12A C 0.7092(2) 0.1536(6) 0.1816(7) 0.0717(17) Uani 1 1 d . .
H12A H 0.705790 0.106804 0.253768 0.086 Uiso 1 1 calc R U
C13 C 0.6326(3) 0.6505(6) 0.2331(8) 0.0820(19) Uani 1 1 d . .
H13 H 0.618448 0.716468 0.274313 0.098 Uiso 1 1 calc R U
C13A C 0.7306(3) 0.1086(7) 0.0683(8) 0.090(2) Uani 1 1 d . .
H13A H 0.741196 0.029838 0.063653 0.108 Uiso 1 1 calc R U
C14 C 0.6475(3) 0.6589(8) 0.1083(9) 0.092(2) Uani 1 1 d . .
H14 H 0.643202 0.730470 0.066149 0.111 Uiso 1 1 calc R U
C14A C 0.7359(3) 0.1808(9) -0.0372(8) 0.099(3) Uani 1 1 d . .
H14A H 0.750968 0.149376 -0.111253 0.118 Uiso 1 1 calc R U
C15 C 0.6687(3) 0.5642(8) 0.0437(7) 0.085(2) Uani 1 1 d . .
H15 H 0.677867 0.570524 -0.041929 0.103 Uiso 1 1 calc R U
C15A C 0.7201(3) 0.2953(8) -0.0366(7) 0.088(2) Uani 1 1 d . .
H15A H 0.724392 0.341291 -0.109220 0.106 Uiso 1 1 calc R U
C16 C 0.6763(2) 0.4585(6) 0.1086(6) 0.0626(16) Uani 1 1 d . .
C16A C 0.6973(2) 0.3443(6) 0.0741(5) 0.0663(17) Uani 1 1 d . .
C17 C 0.47017(19) 0.3198(4) 0.3387(4) 0.0442(12) Uani 1 1 d . .
C18 C 0.4702(2) 0.4188(5) 0.2642(6) 0.0586(15) Uani 1 1 d . .
H18 H 0.499311 0.472022 0.270802 0.070 Uiso 1 1 calc R U
C19 C 0.4273(3) 0.4416(5) 0.1783(6) 0.0689(17) Uani 1 1 d . .
H19 H 0.428856 0.507948 0.126381 0.083 Uiso 1 1 calc R U
C20 C 0.3837(2) 0.3678(5) 0.1704(6) 0.0666(16) Uani 1 1 d . .
H20 H 0.354625 0.385951 0.116122 0.080 Uiso 1 1 calc R U
C21 C 0.3376(2) 0.1817(6) 0.2315(6) 0.0616(16) Uani 1 1 d . .
H21 H 0.308285 0.199146 0.177612 0.074 Uiso 1 1 calc R U
C22 C 0.3376(2) 0.0787(6) 0.2972(6) 0.0676(17) Uani 1 1 d . .
H22 H 0.307807 0.027369 0.290618 0.081 Uiso 1 1 calc R U
C23 C 0.3825(2) 0.0498(5) 0.3749(6) 0.0620(15) Uani 1 1 d . .
H23 H 0.382807 -0.022052 0.417722 0.074 Uiso 1 1 calc R U
C24 C 0.4254(2) 0.1252(4) 0.3886(5) 0.0499(13) Uani 1 1 d . .
H24 H 0.455147 0.103627 0.439579 0.060 Uiso 1 1 calc R U
C25 C 0.42605(19) 0.2365(4) 0.3269(5) 0.0438(12) Uani 1 1 d . .
C26 C 0.3817(2) 0.2628(5) 0.2437(5) 0.0509(13) Uani 1 1 d . .
C27 C 0.5383(2) 0.2276(5) 0.7772(5) 0.0471(13) Uani 1 1 d . .
C28 C 0.5659(2) 0.2920(5) 0.8675(5) 0.0543(14) Uani 1 1 d . .
H28 H 0.593808 0.343261 0.842144 0.065 Uiso 1 1 calc R U
C29 C 0.5532(2) 0.2825(6) 0.9966(5) 0.0639(16) Uani 1 1 d . .
H29 H 0.572968 0.326405 1.055978 0.077 Uiso 1 1 calc R U
C30 C 0.5124(3) 0.2097(5) 1.0358(6) 0.0639(16) Uani 1 1 d . .
H30 H 0.504115 0.204770 1.122032 0.077 Uiso 1 1 calc R U
C31 C 0.4380(2) 0.0691(5) 0.9870(6) 0.0623(16) Uani 1 1 d . .
H31 H 0.428136 0.066482 1.072412 0.075 Uiso 1 1 calc R U
C32 C 0.4098(3) 0.0037(5) 0.9026(6) 0.0689(16) Uani 1 1 d . .
H32 H 0.379562 -0.040205 0.929497 0.083 Uiso 1 1 calc R U
C33 C 0.4255(2) 0.0010(6) 0.7752(6) 0.0676(16) Uani 1 1 d . .
H33 H 0.407059 -0.048148 0.718486 0.081 Uiso 1 1 calc R U
C34 C 0.4681(2) 0.0705(5) 0.7331(5) 0.0549(14) Uani 1 1 d . .
H34 H 0.478536 0.067277 0.648015 0.066 Uiso 1 1 calc R U
C35 C 0.4964(2) 0.1474(4) 0.8174(5) 0.0468(12) Uani 1 1 d . .
C36 C 0.4823(2) 0.1416(5) 0.9486(5) 0.0506(13) Uani 1 1 d . .
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
C2 N1 C9 116.7(4)
C11A N2 C11 108.5(4)
C11A N2 C8 125.8(5)
C11 N2 C8 125.5(4)
N1 C2 C3 122.9(5)
N1 C2 C17 115.7(4)
C3 C2 C17 121.4(4)
C4 C3 C2 122.1(5)
C4 C3 H3 119.0
C2 C3 H3 119.0
C3 C4 C10 116.3(4)
C3 C4 C27 120.8(4)
C10 C4 C27 122.8(4)
C6 C5 C10 120.4(5)
C6 C5 H5 119.8
C10 C5 H5 119.8
C5 C6 C7 120.7(5)
C5 C6 H6 119.7
C7 C6 H6 119.7
C8 C7 C6 120.6(5)
C8 C7 H7 119.7
C6 C7 H7 119.7
C7 C8 C9 120.8(5)
C7 C8 N2 119.8(5)
C9 C8 N2 119.3(5)
N1 C9 C8 117.5(4)
N1 C9 C10 123.8(4)
C8 C9 C10 118.7(4)
C5 C10 C9 118.7(4)
C5 C10 C4 123.4(4)
C9 C10 C4 117.9(4)
C12 C11 C16 121.8(6)
C12 C11 N2 129.1(5)
C16 C11 N2 109.1(5)
C12A C11A N2 128.8(6)
C12A C11A C16A 123.2(6)
N2 C11A C16A 108.1(5)
C11 C12 C13 117.5(6)
C11 C12 H12 121.2
C13 C12 H12 121.2
C11A C12A C13A 117.2(7)
C11A C12A H12A 121.4
C13A C12A H12A 121.4
C14 C13 C12 121.4(8)
C14 C13 H13 119.3
C12 C13 H13 119.3
C14A C13A C12A 120.2(7)
C14A C13A H13A 119.9
C12A C13A H13A 119.9
C13 C14 C15 121.4(8)
C13 C14 H14 119.3
C15 C14 H14 119.3
C15A C14A C13A 122.4(7)
C15A C14A H14A 118.8
C13A C14A H14A 118.8
C14 C15 C16 118.8(7)
C14 C15 H15 120.6
C16 C15 H15 120.6
C14A C15A C16A 119.7(8)
C14A C15A H15A 120.2
C16A C15A H15A 120.2
C15 C16 C11 119.1(7)
C15 C16 C16A 134.4(6)
C11 C16 C16A 106.5(5)
C15A C16A C11A 117.3(7)
C15A C16A C16 134.8(7)
C11A C16A C16 107.8(5)
C18 C17 C25 119.5(4)
C18 C17 C2 119.4(5)
C25 C17 C2 121.1(4)
C17 C18 C19 121.3(5)
C17 C18 H18 119.4
C19 C18 H18 119.4
C20 C19 C18 120.4(6)
C20 C19 H19 119.8
C18 C19 H19 119.8
C19 C20 C26 120.9(5)
C19 C20 H20 119.5
C26 C20 H20 119.5
C22 C21 C26 120.9(5)
C22 C21 H21 119.6
C26 C21 H21 119.6
C21 C22 C23 120.0(5)
C21 C22 H22 120.0
C23 C22 H22 120.0
C24 C23 C22 120.7(5)
C24 C23 H23 119.6
C22 C23 H23 119.6
C23 C24 C25 121.4(5)
C23 C24 H24 119.3
C25 C24 H24 119.3
C26 C25 C24 117.5(5)
C26 C25 C17 118.7(4)
C24 C25 C17 123.7(4)
C21 C26 C25 119.4(5)
C21 C26 C20 121.5(5)
C25 C26 C20 119.1(5)
C28 C27 C35 118.7(5)
C28 C27 C4 120.0(5)
C35 C27 C4 121.1(5)
C27 C28 C29 121.7(5)
C27 C28 H28 119.1
C29 C28 H28 119.1
C30 C29 C28 120.3(5)
C30 C29 H29 119.9
C28 C29 H29 119.9
C29 C30 C36 121.1(5)
C29 C30 H30 119.5
C36 C30 H30 119.5
C32 C31 C36 121.3(5)
C32 C31 H31 119.3
C36 C31 H31 119.3
C31 C32 C33 120.6(6)
C31 C32 H32 119.7
C33 C32 H32 119.7
C34 C33 C32 120.2(6)
C34 C33 H33 119.9
C32 C33 H33 119.9
C33 C34 C35 121.0(5)
C33 C34 H34 119.5
C35 C34 H34 119.5
C34 C35 C36 117.5(5)
C34 C35 C27 123.4(5)
C36 C35 C27 119.2(5)
C30 C36 C31 121.9(5)
C30 C36 C35 119.0(5)
C31 C36 C35 119.1(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C2 1.325(6)
N1 C9 1.365(6)
N2 C11A 1.390(7)
N2 C11 1.403(7)
N2 C8 1.420(7)
C2 C3 1.403(7)
C2 C17 1.490(7)
C3 C4 1.371(7)
C3 H3 0.9300
C4 C10 1.430(6)
C4 C27 1.486(7)
C5 C6 1.367(7)
C5 C10 1.416(7)
C5 H5 0.9300
C6 C7 1.393(8)
C6 H6 0.9300
C7 C8 1.356(7)
C7 H7 0.9300
C8 C9 1.417(7)
C9 C10 1.420(7)
C11 C12 1.373(8)
C11 C16 1.397(7)
C11A C12A 1.381(8)
C11A C16A 1.410(8)
C12 C13 1.384(8)
C12 H12 0.9300
C12A C13A 1.394(9)
C12A H12A 0.9300
C13 C14 1.364(10)
C13 H13 0.9300
C13A C14A 1.384(10)
C13A H13A 0.9300
C14 C15 1.369(11)
C14 H14 0.9300
C14A C15A 1.353(10)
C14A H14A 0.9300
C15 C16 1.390(9)
C15 H15 0.9300
C15A C16A 1.404(9)
C15A H15A 0.9300
C16 C16A 1.437(9)
C17 C18 1.368(7)
C17 C25 1.431(7)
C18 C19 1.401(7)
C18 H18 0.9300
C19 C20 1.348(8)
C19 H19 0.9300
C20 C26 1.417(8)
C20 H20 0.9300
C21 C22 1.356(8)
C21 C26 1.415(8)
C21 H21 0.9300
C22 C23 1.398(8)
C22 H22 0.9300
C23 C24 1.354(7)
C23 H23 0.9300
C24 C25 1.418(7)
C24 H24 0.9300
C25 C26 1.417(7)
C27 C28 1.371(7)
C27 C35 1.427(7)
C28 C29 1.396(8)
C28 H28 0.9300
C29 C30 1.351(8)
C29 H29 0.9300
C30 C36 1.402(8)
C30 H30 0.9300
C31 C32 1.342(8)
C31 C36 1.411(7)
C31 H31 0.9300
C32 C33 1.393(9)
C32 H32 0.9300
C33 C34 1.370(7)
C33 H33 0.9300
C34 C35 1.420(7)
C34 H34 0.9300
C35 C36 1.422(7)
